$335,000 LAKE KILLARNEY • WINTER PARK • CONDO DUES JUST $455 MONTHLY! • Enjoy exceptional value in Killarney Bay, a private lakefront community offering an oasis in the city! This second-floor, 2-bedroom, 2-bath corner condo features 1,140 square feet of comfortable, low-maintenance living with a BRAND-NEW HVAC SYSTEM INSTALLED IN MAY 2026 and a recently upgraded full-size washer and dryer. Community roof replacement is underway, with completion scheduled for November 2026, and this unit’s roof special assessment has already been PAID IN FULL by the sellers! Inside, an open floor plan, high ceilings and abundant natural light create a welcoming atmosphere. A corner electric fireplace anchors the living and dining area, while wood-look laminate flooring flows throughout the main living spaces. The kitchen offers upgraded cabinetry with decorative glass-front accents, generous counter space, a breakfast bar and a separate pantry. The primary suite includes a spacious walk-in closet and private bath with a glass-enclosed shower, decorative tilework and a furniture-style vanity. The second bedroom opens to its own covered, screened balcony—an inviting spot to unwind outdoors. A second bathroom features a tub with a glass enclosure, and the separate laundry room provides cabinetry, shelving and additional storage. Community amenities include a swimming pool, lakefront dock, fishing, a waterfront deck overlooking Lake Killarney, paddleboard and kayak storage, and assigned covered parking. Situated along a no-outlet road with limited traffic, this peaceful retreat is just minutes from Winter Park Village, Trader Joe’s and an array of restaurants, shops and entertainment. An appealing choice for a primary residence or seasonal getaway! 2 Beds ⋅ 2 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code LAKE KILLARNEY • WINTER PARK • CONDO DUES JUST $455 MONTHLY! • Enjoy exceptional value in Killarney Bay, a private lakefront community offering an oasis in the city! This second-floor, 2-bedroom, 2-bath corner condo features 1,140 square feet of comfortable, low-maintenance living with a BRAND-NEW HVAC SYSTEM INSTALLED IN MAY 2026 and a recently upgraded full-size washer and dryer. Community roof replacement is underway, with completion scheduled for November 2026, and this unit’s roof special assessment has already been PAID IN FULL by the sellers! Inside, an open floor plan, high ceilings and abundant natural light create a welcoming atmosphere. A corner electric fireplace anchors the living and dining area, while wood-look laminate flooring flows throughout the main living spaces. The kitchen offers upgraded cabinetry with decorative glass-front accents, generous counter space, a breakfast bar and a separate pantry. The primary suite includes a spacious walk-in closet and private bath with a glass-enclosed shower, decorative tilework and a furniture-style vanity. The second bedroom opens to its own covered, screened balcony—an inviting spot to unwind outdoors. A second bathroom features a tub with a glass enclosure, and the separate laundry room provides cabinetry, shelving and additional storage. Community amenities include a swimming pool, lakefront dock, fishing, a waterfront deck overlooking Lake Killarney, paddleboard and kayak storage, and assigned covered parking. Situated along a no-outlet road with limited traffic, this peaceful retreat is just minutes from Winter Park Village, Trader Joe’s and an array of restaurants, shops and entertainment. An appealing choice for a primary residence or seasonal getaway! 220 Killarney Bay Court Unit 6-2, Winter Park
$230,000 Rare Find - 3 BR/2 BA - 2nd Floor CONDO at The Stratford a Winter Park Condominium! Spacious Living Room accesses 2nd Floor Balcony with a gorgeous view of one (1) of the sparkling community pools. Balcony features additional outside storage room. Dining/Breakfast Nook adjacent to Living Room & Kitchen. Kitchen features refrigerator, electric range, dishwasher, microwave, garbage disposal, pantry, and laundry closet with stackable washer/dryer. Nice sized bedrooms, see attached floor plan. Primary Suite features walk in closet, walk in shower and tile flooring. Guest Bath features tub & shower and tile flooring. Unit conveniently located at back of community by both community pools and tennis courts. Lovely shady, treed community with sidewalks, Clubhouse, two (2) Pools, BBQ areas, and Tennis Court. HOA Fees Cover: trash removal, water, internet only, amenities maintenance, landscaping, and roof. Community Docs and 2026 Budget available for review. Conveniently located to shopping, parks, restaurants, and major transportation routes. Property sold "AS IS", it won't last long! 3 Beds ⋅ 2 Baths ⋅ Stratford A Winter Park Condominium SubDv. ⋅ 32792 Zip Code Rare Find - 3 BR/2 BA - 2nd Floor CONDO at The Stratford a Winter Park Condominium! Spacious Living Room accesses 2nd Floor Balcony with a gorgeous view of one (1) of the sparkling community pools. Balcony features additional outside storage room. Dining/Breakfast Nook adjacent to Living Room & Kitchen. Kitchen features refrigerator, electric range, dishwasher, microwave, garbage disposal, pantry, and laundry closet with stackable washer/dryer. Nice sized bedrooms, see attached floor plan. Primary Suite features walk in closet, walk in shower and tile flooring. Guest Bath features tub & shower and tile flooring. Unit conveniently located at back of community by both community pools and tennis courts. Lovely shady, treed community with sidewalks, Clubhouse, two (2) Pools, BBQ areas, and Tennis Court. HOA Fees Cover: trash removal, water, internet only, amenities maintenance, landscaping, and roof. Community Docs and 2026 Budget available for review. Conveniently located to shopping, parks, restaurants, and major transportation routes. Property sold "AS IS", it won't last long! 216 Lewfield Cir Unit 216, Winter Park
$950,000 Experience the charm of Winter Park living in this beautifully renovated Orwin Manor residence, where more than $41,000 in luxurious upgrades complement timeless character, sophisticated interiors and exceptional outdoor living in one of the area’s most desirable settings. Nestled along a tree-lined street and surrounded by mature landscaping, this 1,947-square-foot home offers two bedrooms, two baths and a versatile floor plan that can be easily converted back to its original three-bedroom configuration, providing flexibility for a home office, guest room or additional bedroom. Inside, rich hardwood flooring, crown molding, plantation shutters and a wood-burning fireplace lend warmth and character to the home, while French doors and abundant windows invite natural light throughout. The kitchen serves as an elegant centerpiece with custom cabinetry, Carrara marble countertops, a gas range and oven, stainless steel appliances, a breakfast bar and generous workspace. A tankless water heater adds modern efficiency and convenience. Multiple living and dining areas create an effortless flow for entertaining, while the expansive primary suite offers a private retreat with ample space for a sitting area. Beyond the interiors, the backyard creates a private resort-style setting rarely found so close to the heart of Winter Park. Fresh landscaping surrounds a saltwater pool, putting green, and expansive paver patio. A covered outdoor living and dining area provides an inviting backdrop for year-round entertaining. Mature trees, manicured hedges and multiple seating areas enhance the sense of privacy, creating a serene escape equally suited for quiet mornings, afternoons by the pool and evenings with guests. A paver driveway and charming covered entry complement the home’s classic architecture, while a Tesla charger adds the convenience of at-home EV charging. Ideally positioned in Orwin Manor, the residence is just minutes from I-4 access and AdventHealth, with convenient proximity to Park Avenue’s renowned boutiques, dining and cafés, as well as College Park and Downtown Orlando. Zoned for Killarney Elementary School, College Park Middle School and Edgewater High School, this distinctive residence presents an exceptional opportunity to enjoy the best of the Winter Park lifestyle. 2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster SubDv. ⋅ 32789 Zip Code Experience the charm of Winter Park living in this beautifully renovated Orwin Manor residence, where more than $41,000 in luxurious upgrades complement timeless character, sophisticated interiors and exceptional outdoor living in one of the area’s most desirable settings. Nestled along a tree-lined street and surrounded by mature landscaping, this 1,947-square-foot home offers two bedrooms, two baths and a versatile floor plan that can be easily converted back to its original three-bedroom configuration, providing flexibility for a home office, guest room or additional bedroom. Inside, rich hardwood flooring, crown molding, plantation shutters and a wood-burning fireplace lend warmth and character to the home, while French doors and abundant windows invite natural light throughout. The kitchen serves as an elegant centerpiece with custom cabinetry, Carrara marble countertops, a gas range and oven, stainless steel appliances, a breakfast bar and generous workspace. A tankless water heater adds modern efficiency and convenience. Multiple living and dining areas create an effortless flow for entertaining, while the expansive primary suite offers a private retreat with ample space for a sitting area. Beyond the interiors, the backyard creates a private resort-style setting rarely found so close to the heart of Winter Park. Fresh landscaping surrounds a saltwater pool, putting green, and expansive paver patio. A covered outdoor living and dining area provides an inviting backdrop for year-round entertaining. Mature trees, manicured hedges and multiple seating areas enhance the sense of privacy, creating a serene escape equally suited for quiet mornings, afternoons by the pool and evenings with guests. A paver driveway and charming covered entry complement the home’s classic architecture, while a Tesla charger adds the convenience of at-home EV charging. Ideally positioned in Orwin Manor, the residence is just minutes from I-4 access and AdventHealth, with convenient proximity to Park Avenue’s renowned boutiques, dining and cafés, as well as College Park and Downtown Orlando. Zoned for Killarney Elementary School, College Park Middle School and Edgewater High School, this distinctive residence presents an exceptional opportunity to enjoy the best of the Winter Park lifestyle. 1411 Devon Road, Winter Park
$519,900 Completely Renovated Winter Park Pool Home on a Spacious Corner Lot! Discover this beautifully renovated Winter Park home featuring a spacious corner lot, private swimming pool, and versatile living spaces. Located on a quiet dead-end street, this move-in-ready property combines updated interiors with inviting outdoor living. The interior features updated flooring, recessed lighting, and a bright living and dining area filled with natural light. The remodeled kitchen includes solid wood cabinetry with soft-close doors, elegant quartz countertops and backsplash, and stainless steel appliances. An additional family room provides flexible living space for relaxing, entertaining, or working from home. The home's flexible layout includes a separate-entry area that adds versatility. Outside, enjoy a private swimming pool, covered porch, and spacious yard. A side gate provides access for a boat, trailer, or work vehicle. Additional features include block construction, a two-car garage, a roof installed in 2019, and no HOA. Conveniently located near SR 436, Downtown Winter Park, Full Sail University, UCF, shopping, dining, and area schools. This property combines a renovated interior, private pool, spacious corner lot, and convenient access to local amenities in the Winter Park area. 4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code Completely Renovated Winter Park Pool Home on a Spacious Corner Lot! Discover this beautifully renovated Winter Park home featuring a spacious corner lot, private swimming pool, and versatile living spaces. Located on a quiet dead-end street, this move-in-ready property combines updated interiors with inviting outdoor living. The interior features updated flooring, recessed lighting, and a bright living and dining area filled with natural light. The remodeled kitchen includes solid wood cabinetry with soft-close doors, elegant quartz countertops and backsplash, and stainless steel appliances. An additional family room provides flexible living space for relaxing, entertaining, or working from home. The home's flexible layout includes a separate-entry area that adds versatility. Outside, enjoy a private swimming pool, covered porch, and spacious yard. A side gate provides access for a boat, trailer, or work vehicle. Additional features include block construction, a two-car garage, a roof installed in 2019, and no HOA. Conveniently located near SR 436, Downtown Winter Park, Full Sail University, UCF, shopping, dining, and area schools. This property combines a renovated interior, private pool, spacious corner lot, and convenient access to local amenities in the Winter Park area. 731 Bongart Road, Winter Park
$289,000 Virtually Staged. Winter Park living, with a view you’ll actually want to come home to! This spacious 2-bedroom, 2-bath condo at Winter Park Gardens is clean and puts you in the middle of it all while giving you a peaceful place to escape. Set on the second floor with elevator access, the home overlooks the community pool and lush mature gardens, giving the living spaces a beautiful green backdrop. Step inside, to your open living area, flooded with natural light. The Florida room adds an extra spot to relax with a good book, work from home, or enjoy your morning coffee, with updated windows bringing in plenty of natural light while helping to keep cooling costs low. Fresh interior paint gives the home a clean, updated feel and an easy canvas for your own style. Just outside your door, Winter Park Gardens offers beautifully landscaped grounds, a community pool, pond, and lighted walking paths. Then there's the location. Walk or bike ride to Park Avenue's restaurants, shopping, and boutiques, the Winter Park Tennis Center, Rollins College, and Mead Botanical Garden. This is a great opportunity to enjoy the lock and go Winter Park lifestyle without giving up space, convenience, or a little peace and quiet. Call to schedule your showing today! 2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code Virtually Staged. Winter Park living, with a view you’ll actually want to come home to! This spacious 2-bedroom, 2-bath condo at Winter Park Gardens is clean and puts you in the middle of it all while giving you a peaceful place to escape. Set on the second floor with elevator access, the home overlooks the community pool and lush mature gardens, giving the living spaces a beautiful green backdrop. Step inside, to your open living area, flooded with natural light. The Florida room adds an extra spot to relax with a good book, work from home, or enjoy your morning coffee, with updated windows bringing in plenty of natural light while helping to keep cooling costs low. Fresh interior paint gives the home a clean, updated feel and an easy canvas for your own style. Just outside your door, Winter Park Gardens offers beautifully landscaped grounds, a community pool, pond, and lighted walking paths. Then there's the location. Walk or bike ride to Park Avenue's restaurants, shopping, and boutiques, the Winter Park Tennis Center, Rollins College, and Mead Botanical Garden. This is a great opportunity to enjoy the lock and go Winter Park lifestyle without giving up space, convenience, or a little peace and quiet. Call to schedule your showing today! 700 Melrose Avenue Unit M23, Winter Park
$255,000 Enjoy peaceful lake views from this charming second-floor, 2-bedroom, 2-bathroom condo in the desirable Chateaux Du Lac community in Winter Park! This inviting residence offers a functional layout filled with natural light and tranquil water views. Residents enjoy a variety of community amenities, including a swimming pool, clubhouse, sauna, and boat ramp access. Ideally situated in the heart of Winter Park, this community offers a walkable lifestyle with convenient access to shopping, dining, and entertainment, just minutes from the charming boutiques and restaurants of Park Avenue. Whether you're seeking a primary residence or seasonal retreat, this condo offers the perfect combination of location, convenience, and lakeside living. Experience the best of the Winter Park lifestyle! 2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code Enjoy peaceful lake views from this charming second-floor, 2-bedroom, 2-bathroom condo in the desirable Chateaux Du Lac community in Winter Park! This inviting residence offers a functional layout filled with natural light and tranquil water views. Residents enjoy a variety of community amenities, including a swimming pool, clubhouse, sauna, and boat ramp access. Ideally situated in the heart of Winter Park, this community offers a walkable lifestyle with convenient access to shopping, dining, and entertainment, just minutes from the charming boutiques and restaurants of Park Avenue. Whether you're seeking a primary residence or seasonal retreat, this condo offers the perfect combination of location, convenience, and lakeside living. Experience the best of the Winter Park lifestyle! 1500 Gay Road Unit 26-C, Winter Park
$548,000 **New reduced price and $3,000 seller concessions towards buyer’s closing cost and prepaids.** No need to look further! This move-in-ready 4-bedroom, 2-bathroom home in Winter Woods is ready for you! Enjoy a fenced yard, no rear neighbors, lush greenery, and private country club views. Inside, you are greeted by a modern Scandinavian-inspired kitchen and split-bedroom floor plan. The primary suite offers a bonus room, walk-in closet, and private bath, while three additional bedrooms and a second full bath complete the home. All appliances are included, plus a generator that connects through the electrical panel—an ideal Florida feature during power outages. The owner is open to negotiating other select furnishings throughout the home. Conveniently located near Semoran Boulevard/SR 436, with easy access to Winter Park amenities. Schedule your showing of 2067 Poinciana Road today! 4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 04 SubDv. ⋅ 32792 Zip Code **New reduced price and $3,000 seller concessions towards buyer’s closing cost and prepaids.** No need to look further! This move-in-ready 4-bedroom, 2-bathroom home in Winter Woods is ready for you! Enjoy a fenced yard, no rear neighbors, lush greenery, and private country club views. Inside, you are greeted by a modern Scandinavian-inspired kitchen and split-bedroom floor plan. The primary suite offers a bonus room, walk-in closet, and private bath, while three additional bedrooms and a second full bath complete the home. All appliances are included, plus a generator that connects through the electrical panel—an ideal Florida feature during power outages. The owner is open to negotiating other select furnishings throughout the home. Conveniently located near Semoran Boulevard/SR 436, with easy access to Winter Park amenities. Schedule your showing of 2067 Poinciana Road today! 2067 Poinciana Road, Winter Park
$1,379,000 An excellent and rare opportunity to expand your existing group practice or establish a new high-profile practice in the Winter Park market. Class A medical office space located on the ground floor of the highly desirable Douglas Grand building. This high visibility location fronts a pedestrian sidewalk with tall glass windows just a block from Park Avenue business district. Approved visible signage allowed on front exterior windows and main interior entrance. The interior space is professionally decorated with high end finishes and highly aesthetic. The turnkey floorplan offers open reception/waiting, full kitchen, bathroom, operating and pre-op rooms plus up to five private office spaces. Adjacent Unit 105 (separately listed in MLS) can also be purchased. Reserved parking spaces plus a wealth of street and public parking available nearby. Winter Park Comm SubDv. ⋅ 32789 Zip Code An excellent and rare opportunity to expand your existing group practice or establish a new high-profile practice in the Winter Park market. Class A medical office space located on the ground floor of the highly desirable Douglas Grand building. This high visibility location fronts a pedestrian sidewalk with tall glass windows just a block from Park Avenue business district. Approved visible signage allowed on front exterior windows and main interior entrance. The interior space is professionally decorated with high end finishes and highly aesthetic. The turnkey floorplan offers open reception/waiting, full kitchen, bathroom, operating and pre-op rooms plus up to five private office spaces. Adjacent Unit 105 (separately listed in MLS) can also be purchased. Reserved parking spaces plus a wealth of street and public parking available nearby. 330 W Morse Boulevard Unit 104, Winter Park
$1,420,000 An excellent and rare opportunity to expand your existing group practice or establish a new high-profile practice in the Winter Park market. Class A medical office space located on the ground floor of the highly desirable Douglas Grand building. This high visibility location fronts a pedestrian sidewalk with tall glass windows just a block from Park Avenue business district. Approved visible signage allowed on front exterior windows and main interior entrance. The turnkey space is professionally decorated with high end finishes and highly aesthetic.Floorplan offers five multi-purpose office, three patient rooms, open reception/waiting, lounge/kitchen area and common restrooms (secure lobby). The adjoining/adjacent unit 104 can be combined with this unit (see separate listing for Unit 104 in MLS) for a total of 3652 hsf. Reserved parking spaces plus a wealth of street and public parking available nearby. Winter Park Comm SubDv. ⋅ 32789 Zip Code An excellent and rare opportunity to expand your existing group practice or establish a new high-profile practice in the Winter Park market. Class A medical office space located on the ground floor of the highly desirable Douglas Grand building. This high visibility location fronts a pedestrian sidewalk with tall glass windows just a block from Park Avenue business district. Approved visible signage allowed on front exterior windows and main interior entrance. The turnkey space is professionally decorated with high end finishes and highly aesthetic.Floorplan offers five multi-purpose office, three patient rooms, open reception/waiting, lounge/kitchen area and common restrooms (secure lobby). The adjoining/adjacent unit 104 can be combined with this unit (see separate listing for Unit 104 in MLS) for a total of 3652 hsf. Reserved parking spaces plus a wealth of street and public parking available nearby. 328 W Morse Boulevard Unit 105, Winter Park
$469,900 Virtually Staged. Welcome home to 2020 Leanne Ct, a spacious pool residence offering versatile living and classic Florida charm in Winter Park! According to updated Seminole County tax and public records, this property features 4 bedrooms, 3 full bathrooms, and 2,088 square feet of functional interior living space set on an expansive 0.31-acre lot (13,504 sq ft). Inside, bright common areas feature formal living and dining spaces alongside a open central kitchen with breakfast bar overlooking a cozy family room. The desirable split-bedroom floor plan includes four well-proportioned bedrooms and three full baths, ideal for family accommodations, a primary suite, or dedicated home workspace options. Outside, enjoy a private backyard setting complete with a sparkling swimming pool and garden space—perfect for outdoor entertaining. Conveniently located near top-rated local schools, parks, shopping, and major routes 4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 14 SubDv. ⋅ 32792 Zip Code Virtually Staged. Welcome home to 2020 Leanne Ct, a spacious pool residence offering versatile living and classic Florida charm in Winter Park! According to updated Seminole County tax and public records, this property features 4 bedrooms, 3 full bathrooms, and 2,088 square feet of functional interior living space set on an expansive 0.31-acre lot (13,504 sq ft). Inside, bright common areas feature formal living and dining spaces alongside a open central kitchen with breakfast bar overlooking a cozy family room. The desirable split-bedroom floor plan includes four well-proportioned bedrooms and three full baths, ideal for family accommodations, a primary suite, or dedicated home workspace options. Outside, enjoy a private backyard setting complete with a sparkling swimming pool and garden space—perfect for outdoor entertaining. Conveniently located near top-rated local schools, parks, shopping, and major routes 2020 Leanne Court, Winter Park
$639,000 Welcome to 518 Gilbert Road, a beautifully updated 3-bedroom, 2-bath pool home offering 1,573 square feet of single-story living in the desirable Winter Park Pines neighborhood - with no HOA. Freshly installed front yard sod and mulch, mature palms, and distinctive stone accents create an inviting first impression. Inside, the home is light and bright with original terrazzo flooring and spacious living and dining areas. The living room features a wood-burning fireplace and architectural ceiling detail that adds character to the space. The beautifully updated kitchen offers white cabinetry, granite countertops, stainless steel appliances, a gas cooktop, convection oven, subway tile backsplash, modern lighting, and a large peninsula with bar seating. Both bathrooms have been renovated, including the primary bath with a walk-in shower and an updated guest/pool bath with convenient direct access to the backyard. Step outside to a private screened pool and an expansive pool deck, recently resurfaced in May 2026, providing plenty of room for outdoor dining, entertaining, and relaxing. Fully paid solar pool-heating panels extend the enjoyment of the pool, while the fully fenced PVC backyard adds privacy. A spacious two-car garage and outdoor storage provide additional room for everyday needs. Additional improvements include updated windows and sliding doors, replumbing, a newer HVAC system with gas/propane furnace, gas line, and partial updated ductwork. Enjoy an exceptional Winter Park location close to Cady Way Trail, Winter Park Pines Golf Club, Cady Way Park and its recreational amenities, Baldwin Park, and Downtown Winter Park. AdventHealth Winter Park, Rollins College, Full Sail University, UCF, shopping, dining, and everyday conveniences are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School, this move-in-ready pool home combines classic Winter Park character, thoughtful updates, and an outstanding location. 3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code Welcome to 518 Gilbert Road, a beautifully updated 3-bedroom, 2-bath pool home offering 1,573 square feet of single-story living in the desirable Winter Park Pines neighborhood - with no HOA. Freshly installed front yard sod and mulch, mature palms, and distinctive stone accents create an inviting first impression. Inside, the home is light and bright with original terrazzo flooring and spacious living and dining areas. The living room features a wood-burning fireplace and architectural ceiling detail that adds character to the space. The beautifully updated kitchen offers white cabinetry, granite countertops, stainless steel appliances, a gas cooktop, convection oven, subway tile backsplash, modern lighting, and a large peninsula with bar seating. Both bathrooms have been renovated, including the primary bath with a walk-in shower and an updated guest/pool bath with convenient direct access to the backyard. Step outside to a private screened pool and an expansive pool deck, recently resurfaced in May 2026, providing plenty of room for outdoor dining, entertaining, and relaxing. Fully paid solar pool-heating panels extend the enjoyment of the pool, while the fully fenced PVC backyard adds privacy. A spacious two-car garage and outdoor storage provide additional room for everyday needs. Additional improvements include updated windows and sliding doors, replumbing, a newer HVAC system with gas/propane furnace, gas line, and partial updated ductwork. Enjoy an exceptional Winter Park location close to Cady Way Trail, Winter Park Pines Golf Club, Cady Way Park and its recreational amenities, Baldwin Park, and Downtown Winter Park. AdventHealth Winter Park, Rollins College, Full Sail University, UCF, shopping, dining, and everyday conveniences are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School, this move-in-ready pool home combines classic Winter Park character, thoughtful updates, and an outstanding location. 518 Gilbert Road, Winter Park
$575,000 Welcome to 112 Bell Place, a spacious 3-bedroom, 2-bath home offering 2,253 square feet in an established Winter Park neighborhood. Tucked away on a quiet cul-de-sac with a large lot and minimal through traffic, this home offers a great opportunity for buyers looking to move right in and make updates over time, or for an investor looking for a property with great bones and plenty of potential. Inside, you’ll find generous living spaces including a living room with laminate wood flooring and vaulted ceiling, plus a large family room featuring a brick accent wall. The kitchen offers solid wood cabinetry, cooktop, oven and microwave with plenty of opportunity to update and make it your own. All three bedrooms feature built-in closets, while the primary suite includes wood-look laminate flooring and a private bath with shower. The guest bath offers a tub and tile flooring. Additional features include a one-car garage, exterior laundry area, and a hall closet already plumbed for a washer and dryer should the new owner prefer to bring the laundry indoors. With its spacious floor plan, large lot and solid foundation for future improvements, this home has so much potential. Conveniently located in Winter Park and currently zoned for Lakemont Elementary, Maitland Middle and Winter Park High School, this is a great opportunity to get into a sought-after area and add your own style over time. Move in now, renovate at your own pace, and make this Winter Park home your own! Buyer to independently verify school zoning. 3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code Welcome to 112 Bell Place, a spacious 3-bedroom, 2-bath home offering 2,253 square feet in an established Winter Park neighborhood. Tucked away on a quiet cul-de-sac with a large lot and minimal through traffic, this home offers a great opportunity for buyers looking to move right in and make updates over time, or for an investor looking for a property with great bones and plenty of potential. Inside, you’ll find generous living spaces including a living room with laminate wood flooring and vaulted ceiling, plus a large family room featuring a brick accent wall. The kitchen offers solid wood cabinetry, cooktop, oven and microwave with plenty of opportunity to update and make it your own. All three bedrooms feature built-in closets, while the primary suite includes wood-look laminate flooring and a private bath with shower. The guest bath offers a tub and tile flooring. Additional features include a one-car garage, exterior laundry area, and a hall closet already plumbed for a washer and dryer should the new owner prefer to bring the laundry indoors. With its spacious floor plan, large lot and solid foundation for future improvements, this home has so much potential. Conveniently located in Winter Park and currently zoned for Lakemont Elementary, Maitland Middle and Winter Park High School, this is a great opportunity to get into a sought-after area and add your own style over time. Move in now, renovate at your own pace, and make this Winter Park home your own! Buyer to independently verify school zoning. 112 Bell Place, Winter Park
$650,000 Set on a quiet, landscaped, quarter-acre lot, this 4-bedroom, 2-bath POOL HOME offers a rare combination of privacy, space and neighborhood charm - all within the Kenilworth Shores neighborhood of Winter Park. Step inside to find an open and inviting great room filled with natural light and framed by sliding doors overlooking the pool and backyard. At the center of the home, the fully remodeled kitchen features shaker-style cabinetry with a built-in pantry, granite countertops, stainless steel appliances and a large breakfast bar with plenty of space for casual dining and entertaining. Step outside to the screened porch and pool, creating a wonderful extension of the living space for year-round Florida living. The landscaped yard includes an irrigation system and plenty of outdoor space. The primary suite features a walk-in closet and fully updated ensuite bathroom showcasing a beautiful granite topped vanity, updated fixtures and new shower. The renovated hall bath features a granite topped vanity with dual sinks, tile and fixtures. Major updates include a BRAND NEW HVAC system installed in 2026, NEWER ROOF and water heater, insulated DOUBLE PANE WINDOWS, and a new septic drainage field in 2024. The oversized two-car garage and large driveway provide plenty of parking and storage. The location puts you close to so much of what makes Winter Park desirable. WINTER PARK HIGH SCHOOL is within walking distance, with Brookshire Elementary and Glenridge Middle also nearby. Park Avenue is a 10 minute drive, while Baldwin Park and the Lake Baldwin trail and dog park are a five minute walk from the home. Enjoy easy access to Full Sail University, UCF, Valencia College, major transportation routes and Orlando International Airport. With its extensive updates, private pool and convenient Winter Park location, this home is truly move-in ready—schedule your private showing today and come see everything 2322 Woodcrest Drive has to offer! 4 Beds ⋅ 2 Baths ⋅ Kenilworth Estates 1st Add SubDv. ⋅ 32792 Zip Code Set on a quiet, landscaped, quarter-acre lot, this 4-bedroom, 2-bath POOL HOME offers a rare combination of privacy, space and neighborhood charm - all within the Kenilworth Shores neighborhood of Winter Park. Step inside to find an open and inviting great room filled with natural light and framed by sliding doors overlooking the pool and backyard. At the center of the home, the fully remodeled kitchen features shaker-style cabinetry with a built-in pantry, granite countertops, stainless steel appliances and a large breakfast bar with plenty of space for casual dining and entertaining. Step outside to the screened porch and pool, creating a wonderful extension of the living space for year-round Florida living. The landscaped yard includes an irrigation system and plenty of outdoor space. The primary suite features a walk-in closet and fully updated ensuite bathroom showcasing a beautiful granite topped vanity, updated fixtures and new shower. The renovated hall bath features a granite topped vanity with dual sinks, tile and fixtures. Major updates include a BRAND NEW HVAC system installed in 2026, NEWER ROOF and water heater, insulated DOUBLE PANE WINDOWS, and a new septic drainage field in 2024. The oversized two-car garage and large driveway provide plenty of parking and storage. The location puts you close to so much of what makes Winter Park desirable. WINTER PARK HIGH SCHOOL is within walking distance, with Brookshire Elementary and Glenridge Middle also nearby. Park Avenue is a 10 minute drive, while Baldwin Park and the Lake Baldwin trail and dog park are a five minute walk from the home. Enjoy easy access to Full Sail University, UCF, Valencia College, major transportation routes and Orlando International Airport. With its extensive updates, private pool and convenient Winter Park location, this home is truly move-in ready—schedule your private showing today and come see everything 2322 Woodcrest Drive has to offer! 2322 Woodcrest Drive, Winter Park
$129,000 *Photos virtually staged.* Investment opportunity in the heart of Winter Park! This tenant-occupied 1-bedroom, 1-bath condo in Parkview Village offers 749 square feet of comfortable living space with an open living and dining area, functional kitchen, in-unit washer and dryer, and sliding glass doors leading to a private screened patio. The community features a pool and clubhouse, while the convenient location provides easy access to Full Sail University, UCF, SR-436, SR-417, shopping, dining, and everyday conveniences. With a tenant already in place, this property offers an excellent opportunity for an investor looking to add an income-producing Winter Park condo to their portfolio. 1 Beds ⋅ 1 Baths ⋅ Parkview Village Condominium SubDv. ⋅ 32792 Zip Code *Photos virtually staged.* Investment opportunity in the heart of Winter Park! This tenant-occupied 1-bedroom, 1-bath condo in Parkview Village offers 749 square feet of comfortable living space with an open living and dining area, functional kitchen, in-unit washer and dryer, and sliding glass doors leading to a private screened patio. The community features a pool and clubhouse, while the convenient location provides easy access to Full Sail University, UCF, SR-436, SR-417, shopping, dining, and everyday conveniences. With a tenant already in place, this property offers an excellent opportunity for an investor looking to add an income-producing Winter Park condo to their portfolio. 3032 Antique Oaks Circle Unit 145, Winter Park
$325,000 Welcome to 310 Granada Drive, an excellent opportunity to own a single-family home in the highly desirable Winter Park 32789 area. Situated in the established Fairview Heights community, this 3-bedroom, 2-bath concrete-block home offers 1,344 square feet of living space with a functional single-story floor plan and plenty of potential for a buyer looking to make a home their own. Inside, the home features tile flooring throughout the main living and dining areas, vaulted ceilings, ceiling fans, and a split-bedroom layout that provides added separation and flexibility. The kitchen is equipped with a convection oven, dishwasher, microwave, and refrigerator, while indoor washer and dryer hookups add everyday convenience. Step outside through the covered rear entry to a brick-paver patio overlooking the fully fenced backyard. Mature trees provide natural shade, while the outdoor space offers plenty of room for entertaining, gardening, pets, or simply enjoying the Florida lifestyle. A one-car carport provides covered parking, and the property is connected to public water and sewer. One of the property's biggest advantages is its Winter Park location. Enjoy convenient access to shopping, restaurants, parks, major roadways, downtown Winter Park, Park Avenue, College Park, and surrounding Orlando destinations while still coming home to an established residential neighborhood. With NO HOA, solid concrete-block construction, a fenced yard, and a sought-after 32789 address, 310 Granada Drive presents an exciting opportunity for an owner-occupant, investor, or buyer looking to renovate and add their personal style. Schedule your private showing and discover the possibilities this Winter Park property has to offer! 3 Beds ⋅ 2 Baths ⋅ Fairview Heights Rep SubDv. ⋅ 32789 Zip Code Welcome to 310 Granada Drive, an excellent opportunity to own a single-family home in the highly desirable Winter Park 32789 area. Situated in the established Fairview Heights community, this 3-bedroom, 2-bath concrete-block home offers 1,344 square feet of living space with a functional single-story floor plan and plenty of potential for a buyer looking to make a home their own. Inside, the home features tile flooring throughout the main living and dining areas, vaulted ceilings, ceiling fans, and a split-bedroom layout that provides added separation and flexibility. The kitchen is equipped with a convection oven, dishwasher, microwave, and refrigerator, while indoor washer and dryer hookups add everyday convenience. Step outside through the covered rear entry to a brick-paver patio overlooking the fully fenced backyard. Mature trees provide natural shade, while the outdoor space offers plenty of room for entertaining, gardening, pets, or simply enjoying the Florida lifestyle. A one-car carport provides covered parking, and the property is connected to public water and sewer. One of the property's biggest advantages is its Winter Park location. Enjoy convenient access to shopping, restaurants, parks, major roadways, downtown Winter Park, Park Avenue, College Park, and surrounding Orlando destinations while still coming home to an established residential neighborhood. With NO HOA, solid concrete-block construction, a fenced yard, and a sought-after 32789 address, 310 Granada Drive presents an exciting opportunity for an owner-occupant, investor, or buyer looking to renovate and add their personal style. Schedule your private showing and discover the possibilities this Winter Park property has to offer! 310 Granada Drive, Winter Park
$140,000 ENJOY THE WINTER PARK LIFESTYLE from this charming one-bedroom, one-bath condo offering low maintenance living in a convenient Central Florida location. Step inside to a bright and comfortable floor plan with a private second floor balcony that extends the living space outdoors, perfect for sipping coffee, reading a book, or enjoying the Florida weather. The community offers a refreshing pool and clubhouse, providing additional spaces to relax and enjoy. Located just minutes from the shops and restaurants of Park Avenue, Rollins College, local parks, and everyday conveniences, you’ll have easy access to everything that makes Winter Park such a desirable place to call home. A great opportunity for a full-time residence, seasonal getaway, or anyone looking to enjoy a simplified lifestyle in Winter Park! Listing photos have been virtually staged for visualization and illustrative purposes only. The property is currently vacant and move-in ready. 1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code ENJOY THE WINTER PARK LIFESTYLE from this charming one-bedroom, one-bath condo offering low maintenance living in a convenient Central Florida location. Step inside to a bright and comfortable floor plan with a private second floor balcony that extends the living space outdoors, perfect for sipping coffee, reading a book, or enjoying the Florida weather. The community offers a refreshing pool and clubhouse, providing additional spaces to relax and enjoy. Located just minutes from the shops and restaurants of Park Avenue, Rollins College, local parks, and everyday conveniences, you’ll have easy access to everything that makes Winter Park such a desirable place to call home. A great opportunity for a full-time residence, seasonal getaway, or anyone looking to enjoy a simplified lifestyle in Winter Park! Listing photos have been virtually staged for visualization and illustrative purposes only. The property is currently vacant and move-in ready. 302 Lewfield Circle Unit 302, Winter Park
$825,000 Opportunity knocks at The Cloisters! This rarely available fourth-floor corner residence offers an exceptional opportunity to create a truly personalized home, with windows on four sides filling the interiors with abundant natural light and capturing desirable eastern exposures, perfect for viewing the sunrise and rocket launches. Also, enjoy tree top and lake views. Held by the same family since 1979, this residence offers more than 1,600 square feet of living space, this 3 bedroom - 2 bath unit is ready for its next chapter. While the interiors await updating, the generous floor plan provides a wonderful blank canvas with endless possibilities to reimagine the space and make it your own. Additional features include in-unit washer and dryer hookups, an assigned parking and storage closet and the unique privacy afforded by its corner location. Nestled along the shores of beautiful Lake Osceola, The Cloisters offers an exceptional lifestyle with an array of desirable amenities, including a sparkling swimming pool, boat slips, a private dock, two fitness rooms, a clubhouse, internet and cable, an on-site manager, and an outdoor grilling area. Ideally situated in the heart of Winter Park, this sought-after community is just a short stroll from The Alfond Inn, SunRail, and the charm of Park Avenue, where you can enjoy an inviting collection of sidewalk cafés, fine dining, boutique shopping, and the picturesque beauty of Central Park. Experience the best of Winter Park living in this exceptional lakefront community. Bring your designer, your vision, and your personal style to transform this special Cloisters residence into something extraordinary. Call today for your private viewing of this wonderful unit. 3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code Opportunity knocks at The Cloisters! This rarely available fourth-floor corner residence offers an exceptional opportunity to create a truly personalized home, with windows on four sides filling the interiors with abundant natural light and capturing desirable eastern exposures, perfect for viewing the sunrise and rocket launches. Also, enjoy tree top and lake views. Held by the same family since 1979, this residence offers more than 1,600 square feet of living space, this 3 bedroom - 2 bath unit is ready for its next chapter. While the interiors await updating, the generous floor plan provides a wonderful blank canvas with endless possibilities to reimagine the space and make it your own. Additional features include in-unit washer and dryer hookups, an assigned parking and storage closet and the unique privacy afforded by its corner location. Nestled along the shores of beautiful Lake Osceola, The Cloisters offers an exceptional lifestyle with an array of desirable amenities, including a sparkling swimming pool, boat slips, a private dock, two fitness rooms, a clubhouse, internet and cable, an on-site manager, and an outdoor grilling area. Ideally situated in the heart of Winter Park, this sought-after community is just a short stroll from The Alfond Inn, SunRail, and the charm of Park Avenue, where you can enjoy an inviting collection of sidewalk cafés, fine dining, boutique shopping, and the picturesque beauty of Central Park. Experience the best of Winter Park living in this exceptional lakefront community. Bring your designer, your vision, and your personal style to transform this special Cloisters residence into something extraordinary. Call today for your private viewing of this wonderful unit. 100 S Interlachen Avenue Unit 401, Winter Park
$159,900 NEW PRICE! REDUCED $10,000 — NOW ONLY $159,900! LIVE THE WINTER PARK LAKEFRONT LIFESTYLE WITHOUT THE LAKEFRONT PRICE TAG! This UPDATED, GROUND-FLOOR 1-bedroom, 1-bath condo offers 645 SF of move-in-ready living in desirable Lakeside Manor on beautiful Lake Killarney. Enjoy easy first-floor access, peaceful park-like grounds, a sparkling lakefront pool, clubhouse, community boat access and docks—all just steps from your door. The location is exceptional—minutes from Winter Park Village, Park Avenue, Rollins College, shopping, dining and entertainment, with quick access to I-4 and Downtown Orlando. Perfect as a primary residence, second home or low-maintenance getaway. UPDATED. GROUND FLOOR. LAKEFRONT COMMUNITY. PRIME WINTER PARK LOCATION. Come discover why Lakeside Manor remains one of Winter Park’s best-kept secrets! The current owners love this community so much, they purchased a larger unit and moved just steps away! Now this beautifully updated condo is ready for its next owners to call home. 1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code NEW PRICE! REDUCED $10,000 — NOW ONLY $159,900! LIVE THE WINTER PARK LAKEFRONT LIFESTYLE WITHOUT THE LAKEFRONT PRICE TAG! This UPDATED, GROUND-FLOOR 1-bedroom, 1-bath condo offers 645 SF of move-in-ready living in desirable Lakeside Manor on beautiful Lake Killarney. Enjoy easy first-floor access, peaceful park-like grounds, a sparkling lakefront pool, clubhouse, community boat access and docks—all just steps from your door. The location is exceptional—minutes from Winter Park Village, Park Avenue, Rollins College, shopping, dining and entertainment, with quick access to I-4 and Downtown Orlando. Perfect as a primary residence, second home or low-maintenance getaway. UPDATED. GROUND FLOOR. LAKEFRONT COMMUNITY. PRIME WINTER PARK LOCATION. Come discover why Lakeside Manor remains one of Winter Park’s best-kept secrets! The current owners love this community so much, they purchased a larger unit and moved just steps away! Now this beautifully updated condo is ready for its next owners to call home. 2500 Lee Road Unit 123, Winter Park
$419,900 Welcome to 712 Baffie Avenue, a charming and thoughtfully updated bungalow in one of Winter Park’s most sought-after areas. This home blends classic character with modern improvements, featuring beautiful hardwood floors, crown molding, a fireplace, and plenty of natural light throughout. The bright enclosed Florida room provides flexible space for a home office, sitting area, playroom, or additional entertaining space. The updated kitchen offers dark cabinetry, stone countertops, stainless steel appliances, and contemporary finishes. Major improvements include a brand-new roof installed in 2026, along with updated electrical, plumbing, and HVAC systems completed in 2025. These recent improvements provide added value and peace of mind for the next owner. The interior laundry room adds everyday convenience, while the covered rear porch creates a comfortable place to relax and enjoy the outdoors. The fenced backyard offers room for entertaining, gardening, pets, or creating a private outdoor retreat. Enjoy a prime location near A-rated schools, Dubsdread Golf Course, College Park, downtown Winter Park, AdventHealth, shopping, dining, and major roadways. With no HOA and easy access to some of Central Florida’s most popular neighborhoods, this home delivers the character, location, and major updates that make it stand out. 3 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code Welcome to 712 Baffie Avenue, a charming and thoughtfully updated bungalow in one of Winter Park’s most sought-after areas. This home blends classic character with modern improvements, featuring beautiful hardwood floors, crown molding, a fireplace, and plenty of natural light throughout. The bright enclosed Florida room provides flexible space for a home office, sitting area, playroom, or additional entertaining space. The updated kitchen offers dark cabinetry, stone countertops, stainless steel appliances, and contemporary finishes. Major improvements include a brand-new roof installed in 2026, along with updated electrical, plumbing, and HVAC systems completed in 2025. These recent improvements provide added value and peace of mind for the next owner. The interior laundry room adds everyday convenience, while the covered rear porch creates a comfortable place to relax and enjoy the outdoors. The fenced backyard offers room for entertaining, gardening, pets, or creating a private outdoor retreat. Enjoy a prime location near A-rated schools, Dubsdread Golf Course, College Park, downtown Winter Park, AdventHealth, shopping, dining, and major roadways. With no HOA and easy access to some of Central Florida’s most popular neighborhoods, this home delivers the character, location, and major updates that make it stand out. 712 Baffie Avenue, Winter Park
$159,000 LOCATION, LIFESTYLE & OPPORTUNITY IN THE HEART OF WINTER PARK! Welcome to 200 Saint Andrews Boulevard #704, a charming top-floor, 1-bedroom, 1-bath condominium in the established Four Seasons Condominiums of Winter Park. Whether you’re searching for a primary residence, low-maintenance Winter Park retreat, or investment property, this condo offers an incredible opportunity just minutes from Rollins College, Park Avenue, and Downtown Winter Park. Located on the second and top floor, the residence offers a comfortable and functional layout with beautiful wood flooring throughout the living room and bedroom. The spacious living area flows into the dining space and kitchen, while the primary bedroom features a generous walk-in closet. Two separate entrances add convenience, and the oversized screened-in balcony provides the perfect place to enjoy morning coffee, unwind at the end of the day, or enjoy Florida’s year-round outdoor lifestyle. A private storage closet on the balcony provides additional space, and abundant community parking makes everyday living easy. Four Seasons is an established approximately 20-acre condominium community located within the City of Winter Park. Residents enjoy three community swimming pools, tennis courts, shuffleboard, a clubhouse with library, community laundry facilities, and more. COA INCLUDES WATER, TRASH, SEWER, PEST CONTROL, EXTERIOR AND GROUNDS MAINTENANCE. For buyers who value LOCATION, this one is hard to beat. Rollins College, iconic Park Avenue, and Downtown Winter Park are just minutes away, providing easy access to some of Central Florida’s best restaurants, boutiques, coffee shops, museums, community events, and entertainment. Enjoy nearby outdoor recreation at Cady Way Trail, Ward Park, Showalter Field, and the YMCA, plus convenient access to AdventHealth Winter Park, Baldwin Park, Winter Park Village, Downtown Orlando, I-4, and major Central Florida roadways. For investors, the combination of a Winter Park address, proximity to Rollins College and major employment, healthcare, shopping, dining, and recreation destinations makes this property an option worth considering for a long-term real estate investment. For an owner-occupant, it offers the opportunity to enjoy the Winter Park lifestyle in a low-maintenance condominium setting. Enjoy the convenience of being close to everything while coming home to an established community in one of Central Florida’s most recognized locations. Schedule your private showing and discover the possibilities at Four Seasons Winter Park! 1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code LOCATION, LIFESTYLE & OPPORTUNITY IN THE HEART OF WINTER PARK! Welcome to 200 Saint Andrews Boulevard #704, a charming top-floor, 1-bedroom, 1-bath condominium in the established Four Seasons Condominiums of Winter Park. Whether you’re searching for a primary residence, low-maintenance Winter Park retreat, or investment property, this condo offers an incredible opportunity just minutes from Rollins College, Park Avenue, and Downtown Winter Park. Located on the second and top floor, the residence offers a comfortable and functional layout with beautiful wood flooring throughout the living room and bedroom. The spacious living area flows into the dining space and kitchen, while the primary bedroom features a generous walk-in closet. Two separate entrances add convenience, and the oversized screened-in balcony provides the perfect place to enjoy morning coffee, unwind at the end of the day, or enjoy Florida’s year-round outdoor lifestyle. A private storage closet on the balcony provides additional space, and abundant community parking makes everyday living easy. Four Seasons is an established approximately 20-acre condominium community located within the City of Winter Park. Residents enjoy three community swimming pools, tennis courts, shuffleboard, a clubhouse with library, community laundry facilities, and more. COA INCLUDES WATER, TRASH, SEWER, PEST CONTROL, EXTERIOR AND GROUNDS MAINTENANCE. For buyers who value LOCATION, this one is hard to beat. Rollins College, iconic Park Avenue, and Downtown Winter Park are just minutes away, providing easy access to some of Central Florida’s best restaurants, boutiques, coffee shops, museums, community events, and entertainment. Enjoy nearby outdoor recreation at Cady Way Trail, Ward Park, Showalter Field, and the YMCA, plus convenient access to AdventHealth Winter Park, Baldwin Park, Winter Park Village, Downtown Orlando, I-4, and major Central Florida roadways. For investors, the combination of a Winter Park address, proximity to Rollins College and major employment, healthcare, shopping, dining, and recreation destinations makes this property an option worth considering for a long-term real estate investment. For an owner-occupant, it offers the opportunity to enjoy the Winter Park lifestyle in a low-maintenance condominium setting. Enjoy the convenience of being close to everything while coming home to an established community in one of Central Florida’s most recognized locations. Schedule your private showing and discover the possibilities at Four Seasons Winter Park! 200 Saint Andrews Boulevard Unit 704, Winter Park
$399,900 Welcome to 5405 Justine Way, a charming 3-bedroom, 2-bathroom single-family home in the desirable Winter Park area. This well-located residence offers approximately 1,247 square feet of living space, a private pool, and a garage, providing a great combination of comfort and functionality. Situated on a spacious lot in a residential neighborhood, this property offers an excellent opportunity for a primary residence or investment. Conveniently located near shopping, dining, schools, major roads, and the many attractions of Central Florida. NO HOA. Schedule your showing today and discover the possibilities this home has to offer. 3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 4th Add SubDv. ⋅ 32792 Zip Code Welcome to 5405 Justine Way, a charming 3-bedroom, 2-bathroom single-family home in the desirable Winter Park area. This well-located residence offers approximately 1,247 square feet of living space, a private pool, and a garage, providing a great combination of comfort and functionality. Situated on a spacious lot in a residential neighborhood, this property offers an excellent opportunity for a primary residence or investment. Conveniently located near shopping, dining, schools, major roads, and the many attractions of Central Florida. NO HOA. Schedule your showing today and discover the possibilities this home has to offer. 5405 Justine Way, Winter Park
$724,900 FULLY RENOVATED Winter Park Pines Home with Mother-in-Law Suite, NO HOA & Prime Location! Welcome to this beautifully transformed Winter Park Pines residence, where modern design, thoughtful upgrades, and flexible living spaces come together in one exceptional home. Ideally located adjacent to the Cady Way Trail, with NO HOA, this property offers the lifestyle and convenience of Winter Park with the flexibility today’s buyers are looking for. Upon entering, you’re greeted by a dramatic custom charcoal accent wall with geometric detailing, creating a distinctive architectural focal point and setting the tone for the home’s contemporary design. Inside, the open and inviting floor plan features Luxury Vinyl Plank flooring throughout, recessed LED lighting, all-new interior doors, and a stylish LED fireplace that adds warmth and ambiance to the main living area. The completely renovated kitchen is designed for both everyday living and entertaining, featuring new Shaker-style cabinetry, Quartz countertops, a large center island, luxury backsplash, stainless-steel appliances, and a dedicated coffee bar with wine refrigerator. The open layout provides an ideal gathering space for family and guests. The home also features a private Mother-in-Law Suite with its own entry and outside walkway, offering exceptional flexibility for extended family, overnight guests, a home office, or a private living area. The suite includes its own beautifully renovated bathroom with a rain shower, enclosed by a ceiling-to-threshold glass pane, and an illuminated LED mirror. The primary suite bathroom has been upgraded to a luxurious, contemporary retreat, featuring a smart toilet, dual vanities, illuminated LED mirror, and an executive-style stand-up rain shower. The shower incorporates a thoughtfully designed inclined floor that directs water into a rectangular drain, along with a striking floor-to-ceiling glass enclosure, creating a clean, open, and refined feel without the need for a traditional shower curtain. Additional major improvements include a new Carrier HVAC system, tankless water heater, updated double-pane windows, complete re-plumbing, re-wiring with an updated electrical panel, and a new roof installed 7/17/2023. Step outside and enjoy the home’s inviting outdoor spaces, including a covered front porch with dusk lighting, screened rear porch, spacious backyard, and oversized driveway. A series of cement slab walkways, separated by polished, large river stones, leads from the garage to the front door, with matching paths continuing along the rear of the home. Solar security lighting and decorative LED lighting add both functionality and evening ambiance. Ideally situated in Winter Park Pines and directly adjacent to the Cady Way Trail, the home offers convenient access to major roadways, hospitals, golf courses, colleges, shopping, dining, and highly regarded private schools—all within a short drive. With an extensive renovation, three beautifully updated bathrooms, a private Mother-in-Law Suite, modern kitchen, tankless water heater, new roof, updated electrical and plumbing, NO HOA, and an outstanding Winter Park location, this home offers a rare combination of style, functionality, and convenience. Come experience the renovation, thoughtful details, and flexible floor plan in person. Schedule your private showing today! 4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code FULLY RENOVATED Winter Park Pines Home with Mother-in-Law Suite, NO HOA & Prime Location! Welcome to this beautifully transformed Winter Park Pines residence, where modern design, thoughtful upgrades, and flexible living spaces come together in one exceptional home. Ideally located adjacent to the Cady Way Trail, with NO HOA, this property offers the lifestyle and convenience of Winter Park with the flexibility today’s buyers are looking for. Upon entering, you’re greeted by a dramatic custom charcoal accent wall with geometric detailing, creating a distinctive architectural focal point and setting the tone for the home’s contemporary design. Inside, the open and inviting floor plan features Luxury Vinyl Plank flooring throughout, recessed LED lighting, all-new interior doors, and a stylish LED fireplace that adds warmth and ambiance to the main living area. The completely renovated kitchen is designed for both everyday living and entertaining, featuring new Shaker-style cabinetry, Quartz countertops, a large center island, luxury backsplash, stainless-steel appliances, and a dedicated coffee bar with wine refrigerator. The open layout provides an ideal gathering space for family and guests. The home also features a private Mother-in-Law Suite with its own entry and outside walkway, offering exceptional flexibility for extended family, overnight guests, a home office, or a private living area. The suite includes its own beautifully renovated bathroom with a rain shower, enclosed by a ceiling-to-threshold glass pane, and an illuminated LED mirror. The primary suite bathroom has been upgraded to a luxurious, contemporary retreat, featuring a smart toilet, dual vanities, illuminated LED mirror, and an executive-style stand-up rain shower. The shower incorporates a thoughtfully designed inclined floor that directs water into a rectangular drain, along with a striking floor-to-ceiling glass enclosure, creating a clean, open, and refined feel without the need for a traditional shower curtain. Additional major improvements include a new Carrier HVAC system, tankless water heater, updated double-pane windows, complete re-plumbing, re-wiring with an updated electrical panel, and a new roof installed 7/17/2023. Step outside and enjoy the home’s inviting outdoor spaces, including a covered front porch with dusk lighting, screened rear porch, spacious backyard, and oversized driveway. A series of cement slab walkways, separated by polished, large river stones, leads from the garage to the front door, with matching paths continuing along the rear of the home. Solar security lighting and decorative LED lighting add both functionality and evening ambiance. Ideally situated in Winter Park Pines and directly adjacent to the Cady Way Trail, the home offers convenient access to major roadways, hospitals, golf courses, colleges, shopping, dining, and highly regarded private schools—all within a short drive. With an extensive renovation, three beautifully updated bathrooms, a private Mother-in-Law Suite, modern kitchen, tankless water heater, new roof, updated electrical and plumbing, NO HOA, and an outstanding Winter Park location, this home offers a rare combination of style, functionality, and convenience. Come experience the renovation, thoughtful details, and flexible floor plan in person. Schedule your private showing today! 266 N Ranger Boulevard, Winter Park
$398,000 PHENOMENAL DEAL, newer updates INCLUDE: beautifully renovated 4-bedroom, 2-bathroom, two car garage home that perfectly blends modern design with everyday comfort. From the moment you step inside, you’ll appreciate the open-concept floor plan, thoughtfully designed to create a bright, spacious atmosphere that’s perfect for both entertaining and daily living. This move-in-ready home features custom finishes throughout, including stylish fixtures, updated flooring, and a beautifully remodeled kitchen and living space. The expansive primary suite offers a private retreat with a generous bedroom and a stunning ensuite bathroom designed with comfort and luxury in mind. Additional updates include newer roof, AC, water heater, Updated kitchen and bathrooms, The Kitchen is Large with all major appliances: Fridge, Stove, and Dishwasher. You don't want to miss this opportunity to make this house your home! 3 Beds ⋅ 2 Baths ⋅ Bridgewater SubDv. ⋅ 32792 Zip Code PHENOMENAL DEAL, newer updates INCLUDE: beautifully renovated 4-bedroom, 2-bathroom, two car garage home that perfectly blends modern design with everyday comfort. From the moment you step inside, you’ll appreciate the open-concept floor plan, thoughtfully designed to create a bright, spacious atmosphere that’s perfect for both entertaining and daily living. This move-in-ready home features custom finishes throughout, including stylish fixtures, updated flooring, and a beautifully remodeled kitchen and living space. The expansive primary suite offers a private retreat with a generous bedroom and a stunning ensuite bathroom designed with comfort and luxury in mind. Additional updates include newer roof, AC, water heater, Updated kitchen and bathrooms, The Kitchen is Large with all major appliances: Fridge, Stove, and Dishwasher. You don't want to miss this opportunity to make this house your home! 7786 Fox Knoll Place, Winter Park
$140,000 Welcome to this bright and beautifully updated second-floor condo located in one of Winter Park's most desirable communities! This 2-bedroom, 1-bathroom residence offers the perfect blend of comfort, modern upgrades, and an unbeatable location. Updated Kitchen: Features dark wood cabinetry, light quartz counter tops, black and stainless-steel appliances, a modern commercial-style faucet, and an in-unit washer/dryer set. Spacious Living & Bedroom Areas: Enjoy durable luxury vinyl plank flooring throughout the main areas, bright natural light, and modern finishes. Renovated Bathroom: Outfitted with a updated vanity, chic black hardware, and stylish lighting fixtures. Private Balcony: Relax outdoors on your private covered balcony with peaceful views of the lush green courtyard and community grounds. Resort-style sparkling swimming pool with expansive sun deck. Well-maintained grounds with mature landscaping and tropical palm trees. Quiet, well-kept building entrance and grounds. Situated right off Lee Road, you are just minutes away from top dining, shopping, and entertainment spots. Enjoy close proximity to Park Avenue in Downtown Winter Park, Rollins College, I-4 access for an easy commute to Downtown Orlando or major attractions. Local parks, lakes, and grocery stores. Whether you are looking for a primary residence or a strong investment opportunity in the booming Central Florida market, this move-in-ready condo is a must-see! Schedule your private tour today! 2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code Welcome to this bright and beautifully updated second-floor condo located in one of Winter Park's most desirable communities! This 2-bedroom, 1-bathroom residence offers the perfect blend of comfort, modern upgrades, and an unbeatable location. Updated Kitchen: Features dark wood cabinetry, light quartz counter tops, black and stainless-steel appliances, a modern commercial-style faucet, and an in-unit washer/dryer set. Spacious Living & Bedroom Areas: Enjoy durable luxury vinyl plank flooring throughout the main areas, bright natural light, and modern finishes. Renovated Bathroom: Outfitted with a updated vanity, chic black hardware, and stylish lighting fixtures. Private Balcony: Relax outdoors on your private covered balcony with peaceful views of the lush green courtyard and community grounds. Resort-style sparkling swimming pool with expansive sun deck. Well-maintained grounds with mature landscaping and tropical palm trees. Quiet, well-kept building entrance and grounds. Situated right off Lee Road, you are just minutes away from top dining, shopping, and entertainment spots. Enjoy close proximity to Park Avenue in Downtown Winter Park, Rollins College, I-4 access for an easy commute to Downtown Orlando or major attractions. Local parks, lakes, and grocery stores. Whether you are looking for a primary residence or a strong investment opportunity in the booming Central Florida market, this move-in-ready condo is a must-see! Schedule your private tour today! 1695 Lee Road Unit C206, Winter Park
$749,900 Welcome to 1003 Golfside, a fully reimagined single-story pool home in the Winter Park area, set beneath a mature oak canopy on a beautifully landscaped lot. Major updates include a NEW ROOF (2025) and a RENOVATED POOL (2025). Inside, the open-concept layout features high-gloss marble-look porcelain tile, recessed lighting, designer ceiling fans and built-in ceiling speakers. The chef's kitchen offers high-gloss cabinetry, quartz countertops with a full-height quartz backsplash, built-in wall oven and microwave, induction cooktop and a large quartz island with bar seating. The living area showcases a custom accent wall, a brick fireplace and French doors to the pool. Bathrooms are updated with quartz vanities, vessel sinks, frameless glass showers and marble-look tile. The spacious primary bedroom offers plantation shutters and room for a sitting or office area. Outside, enjoy a private fenced backyard with the renovated pool, composite decking and an L-shaped outdoor kitchen with sink and grill. Just minutes from Baldwin Park, where you can enjoy the 2.5-mile Lake Baldwin Trail, Lake Baldwin Park with its dog beach, playground and boat ramp, the Cady Way Trail, and the Village Center's restaurants, shops and community events. Schedule your private showing today! 3 Beds ⋅ 3 Baths ⋅ Golfside Sec 02 SubDv. ⋅ 32792 Zip Code Welcome to 1003 Golfside, a fully reimagined single-story pool home in the Winter Park area, set beneath a mature oak canopy on a beautifully landscaped lot. Major updates include a NEW ROOF (2025) and a RENOVATED POOL (2025). Inside, the open-concept layout features high-gloss marble-look porcelain tile, recessed lighting, designer ceiling fans and built-in ceiling speakers. The chef's kitchen offers high-gloss cabinetry, quartz countertops with a full-height quartz backsplash, built-in wall oven and microwave, induction cooktop and a large quartz island with bar seating. The living area showcases a custom accent wall, a brick fireplace and French doors to the pool. Bathrooms are updated with quartz vanities, vessel sinks, frameless glass showers and marble-look tile. The spacious primary bedroom offers plantation shutters and room for a sitting or office area. Outside, enjoy a private fenced backyard with the renovated pool, composite decking and an L-shaped outdoor kitchen with sink and grill. Just minutes from Baldwin Park, where you can enjoy the 2.5-mile Lake Baldwin Trail, Lake Baldwin Park with its dog beach, playground and boat ramp, the Cady Way Trail, and the Village Center's restaurants, shops and community events. Schedule your private showing today! 1003 Golfside Drive, Winter Park
$100,000 INVESTMENT OPPORTUNITY! Add this well-maintained condo to your investment portfolio or make it your next income-producing property. Featuring a functional layout, neutral finishes, easy-care flooring, stainless-steel appliances, and plenty of natural light, this unit offers an attractive and low-maintenance option for investors. The comfortable living area flows to the outdoor space through sliding glass doors, creating a bright and inviting atmosphere. Conveniently located near shopping, dining, major roadways, and everyday necessities. Whether you're expanding your rental portfolio or looking for your next investment opportunity, this condo is worth a look. Schedule your showing today! 1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code INVESTMENT OPPORTUNITY! Add this well-maintained condo to your investment portfolio or make it your next income-producing property. Featuring a functional layout, neutral finishes, easy-care flooring, stainless-steel appliances, and plenty of natural light, this unit offers an attractive and low-maintenance option for investors. The comfortable living area flows to the outdoor space through sliding glass doors, creating a bright and inviting atmosphere. Conveniently located near shopping, dining, major roadways, and everyday necessities. Whether you're expanding your rental portfolio or looking for your next investment opportunity, this condo is worth a look. Schedule your showing today! 173 Scottsdale Square Unit 173, Winter Park
$265,000 Virtually Staged. Welcome to easy, low-maintenance living in the heart of Winter Park! This beautifully updated 2-bedroom, 2-full-bath, first-floor corner residence at Mead Garden Condominiums offers a fresh, move-in-ready interior paired with an exceptional location just minutes from some of Winter Park’s most desirable destinations. Recent updates include new luxury vinyl flooring throughout the kitchen and great room, new carpeting in both bedrooms, fresh interior paint, and a recently redone screened-in porch with a refreshed frame and new screening. The thoughtfully updated kitchen features shaker-style cabinetry, granite countertops with breakfast bar, and stainless steel appliances. Additional features include remodeled bathrooms, low-Emissivity windows and sliding glass door, crown molding, updated baseboards and light fixtures, Nest thermostat, A/C replaced in 2018, and water heater replaced in 2019. Enjoy Florida living from the screened-in porch with convenient direct access to the community pool, onsite laundry facility, and mailroom. The first-floor corner location offers added privacy, comfortable single-level living, and a designated parking space. 2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code Virtually Staged. Welcome to easy, low-maintenance living in the heart of Winter Park! This beautifully updated 2-bedroom, 2-full-bath, first-floor corner residence at Mead Garden Condominiums offers a fresh, move-in-ready interior paired with an exceptional location just minutes from some of Winter Park’s most desirable destinations. Recent updates include new luxury vinyl flooring throughout the kitchen and great room, new carpeting in both bedrooms, fresh interior paint, and a recently redone screened-in porch with a refreshed frame and new screening. The thoughtfully updated kitchen features shaker-style cabinetry, granite countertops with breakfast bar, and stainless steel appliances. Additional features include remodeled bathrooms, low-Emissivity windows and sliding glass door, crown molding, updated baseboards and light fixtures, Nest thermostat, A/C replaced in 2018, and water heater replaced in 2019. Enjoy Florida living from the screened-in porch with convenient direct access to the community pool, onsite laundry facility, and mailroom. The first-floor corner location offers added privacy, comfortable single-level living, and a designated parking space. 1250 S Denning Drive Unit 119, Winter Park
$429,900 Welcome home to this charming Winter Park residence located in the desirable 32792 zip code. Nestled on a quiet street at 2818 Ambergate Road, this inviting property offers the perfect blend of comfort, style, and everyday convenience. Step inside to discover a bright, open floor plan featuring original Terrazzo, generous living spaces, natural light, and a warm atmosphere ideal for both relaxing and entertaining. Newer roof 2023. The private backyard provides a wonderful outdoor oasis for weekend gatherings or peaceful morning coffee. Situated just minutes from top-rated schools, local parks, bustling shopping centers, and vibrant downtown Winter Park, this move-in-ready home puts the best of Central Florida right at your doorstep. Don't miss this exceptional opportunity - Schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ Winter Park Estates Sec 5 SubDv. ⋅ 32792 Zip Code Welcome home to this charming Winter Park residence located in the desirable 32792 zip code. Nestled on a quiet street at 2818 Ambergate Road, this inviting property offers the perfect blend of comfort, style, and everyday convenience. Step inside to discover a bright, open floor plan featuring original Terrazzo, generous living spaces, natural light, and a warm atmosphere ideal for both relaxing and entertaining. Newer roof 2023. The private backyard provides a wonderful outdoor oasis for weekend gatherings or peaceful morning coffee. Situated just minutes from top-rated schools, local parks, bustling shopping centers, and vibrant downtown Winter Park, this move-in-ready home puts the best of Central Florida right at your doorstep. Don't miss this exceptional opportunity - Schedule your private showing today! 2818 Ambergate Road, Winter Park
$319,000 This ONE STORY Villa-Style condo is in a nice, quiet, Winter Park community close to everything! The open layout has a formal dining room and living room with a brick fireplace! The vaulted ceilings give it a large airy feeling especially with two atriums full of natural light! Sliding glass doors lead to a rear screened in porch from the Living Room. A perfect place to enjoy your morning coffee! The primary suite has large glass doors, going out to the private open air patio and garden area! The Kitchen atrium allows even more sun light and a place for your favorite plants! The kitchen cabinets and the movable coffee bar give plenty of storage space! Or you may want a two seater table and chair instead!! The beautiful granite speaks for itself. The best part is yet to come!! This condo has a 2 car Garage with a wall of storage cabinets. Plenty of room for your vehicle w added storage! Tile Roof new (2025). Membrane Roof new (2020). Re-piped (2013). AC new inside/out (2018). Electrical checked at move in (2013). You are minutes from Ward Park, Cady Way Trail and Pool, Crosby Wellness Center and Advent Health Winter Park Hospital, plus numerous stores and restaurants! This is a VERY QUIET 55+ community which allows no leasing through their BYLAWS ! 2 Beds ⋅ 2 Baths ⋅ Winter Park Pointe 02 Ph 01 SubDv. ⋅ 32792 Zip Code This ONE STORY Villa-Style condo is in a nice, quiet, Winter Park community close to everything! The open layout has a formal dining room and living room with a brick fireplace! The vaulted ceilings give it a large airy feeling especially with two atriums full of natural light! Sliding glass doors lead to a rear screened in porch from the Living Room. A perfect place to enjoy your morning coffee! The primary suite has large glass doors, going out to the private open air patio and garden area! The Kitchen atrium allows even more sun light and a place for your favorite plants! The kitchen cabinets and the movable coffee bar give plenty of storage space! Or you may want a two seater table and chair instead!! The beautiful granite speaks for itself. The best part is yet to come!! This condo has a 2 car Garage with a wall of storage cabinets. Plenty of room for your vehicle w added storage! Tile Roof new (2025). Membrane Roof new (2020). Re-piped (2013). AC new inside/out (2018). Electrical checked at move in (2013). You are minutes from Ward Park, Cady Way Trail and Pool, Crosby Wellness Center and Advent Health Winter Park Hospital, plus numerous stores and restaurants! This is a VERY QUIET 55+ community which allows no leasing through their BYLAWS ! 192 Balfour Drive Unit 2, Winter Park
$1,425,000 Discover luxury and effortless living in this exquisite single-story, second-floor residence at the highly sought-after Douglas Grand in the heart of Winter Park. This spacious three-bedroom, three-bath condominium beautifully balances sophisticated entertaining with everyday comfort, offering an inviting open floor plan filled with natural light, elegant crown molding, and stunning French Oak hardwood flooring. The gourmet kitchen is a true chef’s retreat, featuring a generous island with stunning quartz countertops, custom wood cabinetry, top-of-the-line Sub-Zero, Wolf, and Bosch appliances, and a spacious walk-in pantry. The serene primary suite offers a luxurious escape with an indulgent soaking tub, dual vanities with granite countertops, and two expansive walk-in closets. The second bedroom features a private ensuite bath and generous walk-in closet, while the third bedroom offers excellent flexibility and convenient access to a full bath. Thoughtful updates and amenities include a spacious utility room with a LG washer and dryer, updated light fixtures throughout, Roman shade window treatments, color-changing recessed lighting, Google smart carbon monoxide/fire detectors, Nest thermostats, and a 81-gallon water heater installed in December 2023. One of the residence’s most desirable features is the private entry directly from the secure, gated garage, with two reserved parking spaces conveniently located just outside your front door. Ideally situated in the heart of Winter Park, Douglas Grand places you moments from Park Avenue, the Winter Park Farmers’ Market, Rollins College, Hannibal Square, the Winter Park 9-hole golf course, Winter Park Tennis Center, and Winter Park Village. Experience the best of Winter Park with the comfort, privacy, and convenience of elevated condominium living at Douglas Grand. 3 Beds ⋅ 3 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code Discover luxury and effortless living in this exquisite single-story, second-floor residence at the highly sought-after Douglas Grand in the heart of Winter Park. This spacious three-bedroom, three-bath condominium beautifully balances sophisticated entertaining with everyday comfort, offering an inviting open floor plan filled with natural light, elegant crown molding, and stunning French Oak hardwood flooring. The gourmet kitchen is a true chef’s retreat, featuring a generous island with stunning quartz countertops, custom wood cabinetry, top-of-the-line Sub-Zero, Wolf, and Bosch appliances, and a spacious walk-in pantry. The serene primary suite offers a luxurious escape with an indulgent soaking tub, dual vanities with granite countertops, and two expansive walk-in closets. The second bedroom features a private ensuite bath and generous walk-in closet, while the third bedroom offers excellent flexibility and convenient access to a full bath. Thoughtful updates and amenities include a spacious utility room with a LG washer and dryer, updated light fixtures throughout, Roman shade window treatments, color-changing recessed lighting, Google smart carbon monoxide/fire detectors, Nest thermostats, and a 81-gallon water heater installed in December 2023. One of the residence’s most desirable features is the private entry directly from the secure, gated garage, with two reserved parking spaces conveniently located just outside your front door. Ideally situated in the heart of Winter Park, Douglas Grand places you moments from Park Avenue, the Winter Park Farmers’ Market, Rollins College, Hannibal Square, the Winter Park 9-hole golf course, Winter Park Tennis Center, and Winter Park Village. Experience the best of Winter Park with the comfort, privacy, and convenience of elevated condominium living at Douglas Grand. 100 S Virginia Avenue Unit 201, Winter Park