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Heart of Winter park- Investment opportunity, Renovate or Rebuild! Easy access to Winter park , Orlando & College park. Minutes to I4 Fairbanks entrance/ exit. Make your highest and best offer. Wont last long!

4 Beds ⋅ 4 Baths ⋅ Fairbanks Shores First Add SubDv. ⋅ 32789 Zip Code

Heart of Winter park- Investment opportunity, Renovate or Rebuild! Easy access to Winter park , Orlando & College park. Minutes to I4 Fairbanks entrance/ exit. Make your highest and best offer. Wont last long!

2821 Riddle Drive, Winter Park

$415,000

WELCOME TO WINTER PARK LIVING! Situated on an expansive 0.76-acre lot in the established Winter Park Manor neighborhood, this charming 3-bedroom, 2-bathroom home offers a wonderful combination of space, comfort, and a peaceful waterfront setting. With approximately 250 feet of frontage along the small body of water identified as Lake Vella, the property provides a scenic backdrop and plenty of room to enjoy the outdoors. Inside, you'll find 1,440 square feet of heated living space featuring an open floor plan, vaulted ceilings, and a spacious living and dining area. The kitchen offers granite countertops, stainless steel appliances, ample storage, and a convenient breakfast bar. The primary bedroom includes its own en-suite bathroom. Step outside to the screened rear porch, where you can unwind and enjoy the surrounding greenery and water views. The generous lot offers plenty of possibilities for outdoor activities, gardening, or simply enjoying the extra space. Additional features include a one-car carport, central air conditioning, and NO HOA fees. Conveniently located near Winter Park's shopping, dining, parks, and everyday amenities, this property offers a unique opportunity to enjoy a spacious lot in a desirable Central Florida location. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ Winter Park Manor SubDv. ⋅ 32789 Zip Code

WELCOME TO WINTER PARK LIVING! Situated on an expansive 0.76-acre lot in the established Winter Park Manor neighborhood, this charming 3-bedroom, 2-bathroom home offers a wonderful combination of space, comfort, and a peaceful waterfront setting. With approximately 250 feet of frontage along the small body of water identified as Lake Vella, the property provides a scenic backdrop and plenty of room to enjoy the outdoors. Inside, you'll find 1,440 square feet of heated living space featuring an open floor plan, vaulted ceilings, and a spacious living and dining area. The kitchen offers granite countertops, stainless steel appliances, ample storage, and a convenient breakfast bar. The primary bedroom includes its own en-suite bathroom. Step outside to the screened rear porch, where you can unwind and enjoy the surrounding greenery and water views. The generous lot offers plenty of possibilities for outdoor activities, gardening, or simply enjoying the extra space. Additional features include a one-car carport, central air conditioning, and NO HOA fees. Conveniently located near Winter Park's shopping, dining, parks, and everyday amenities, this property offers a unique opportunity to enjoy a spacious lot in a desirable Central Florida location. Schedule your private showing today!

2821 Chantilly Avenue, Winter Park

$449,000

Virtually Staged. Welcome to this beautifully maintained and extensively updated split-plan home with NO HOA in desirable Winter Park! Featuring 3 bedrooms and 2 bathrooms, this home sits on a beautifully manicured lot with a fantastic floor plan designed for both comfortable everyday living and entertaining. The home boasts a completely remodeled kitchen in (2026), featuring updated finishes and a fresh, modern feel, along with new flooring (2026), bathroom upgrades (2026), and new appliances (2024). Additional improvements include a new roof (2021), new water heater (2025), and Solar Tubes a compact, energy-efficient system that channels natural daylight from your roof that bring in extra natural light, creating a bright and welcoming atmosphere. The popcorn ceilings have been removed and replaced with an updated drop-down ceiling finish, adding to the home's refreshed look. Fresh exterior paint (2024) provides even more curb appeal! Separate formal living and dining rooms offer wonderful spaces for entertaining, while the spacious kitchen with breakfast bar opens to the family room, making it the perfect gathering spot for family and friends. The generous owner's suite features a double closet and private en-suite bath. Two additional spacious bedrooms offer flexibility for family, guests, a home office, or a playroom. Step outside and enjoy your own fully fenced backyard oasis! Entertain on the oversized covered lanai with ceiling fan, or enjoy the beautiful mature trees and fruit trees throughout the property. A NEW storage shed added in 2025 provides even more room for tools, hobbies, and outdoor equipment. Additional features include an irrigation system, whole-house water softening system, double-pane windows, and storm shutters for added peace of mind during Florida's storm season. Conveniently located just 10 minutes from downtown Winter Park, with easy access to I-4 and 417, this home offers the perfect combination of comfort, convenience, and thoughtful updates. Zoned for highly rated Seminole County schools, this is a wonderful opportunity to own a move-in-ready home with so many major improvements already completed!

3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 4th Add SubDv. ⋅ 32792 Zip Code

Virtually Staged. Welcome to this beautifully maintained and extensively updated split-plan home with NO HOA in desirable Winter Park! Featuring 3 bedrooms and 2 bathrooms, this home sits on a beautifully manicured lot with a fantastic floor plan designed for both comfortable everyday living and entertaining. The home boasts a completely remodeled kitchen in (2026), featuring updated finishes and a fresh, modern feel, along with new flooring (2026), bathroom upgrades (2026), and new appliances (2024). Additional improvements include a new roof (2021), new water heater (2025), and Solar Tubes a compact, energy-efficient system that channels natural daylight from your roof that bring in extra natural light, creating a bright and welcoming atmosphere. The popcorn ceilings have been removed and replaced with an updated drop-down ceiling finish, adding to the home's refreshed look. Fresh exterior paint (2024) provides even more curb appeal! Separate formal living and dining rooms offer wonderful spaces for entertaining, while the spacious kitchen with breakfast bar opens to the family room, making it the perfect gathering spot for family and friends. The generous owner's suite features a double closet and private en-suite bath. Two additional spacious bedrooms offer flexibility for family, guests, a home office, or a playroom. Step outside and enjoy your own fully fenced backyard oasis! Entertain on the oversized covered lanai with ceiling fan, or enjoy the beautiful mature trees and fruit trees throughout the property. A NEW storage shed added in 2025 provides even more room for tools, hobbies, and outdoor equipment. Additional features include an irrigation system, whole-house water softening system, double-pane windows, and storm shutters for added peace of mind during Florida's storm season. Conveniently located just 10 minutes from downtown Winter Park, with easy access to I-4 and 417, this home offers the perfect combination of comfort, convenience, and thoughtful updates. Zoned for highly rated Seminole County schools, this is a wonderful opportunity to own a move-in-ready home with so many major improvements already completed!

3148 Nicholson Drive, Winter Park

$629,500

renovated 2 years ago new AC and air vents, downtown Winter Park living at its best, iconic Park Aire condominiums, auto window shades built in, new kitchen - association approval - laundry is on 3rd floor or basement

2 Beds ⋅ 2 Baths ⋅ Park Aire Condo SubDv. ⋅ 32790 Zip Code

renovated 2 years ago new AC and air vents, downtown Winter Park living at its best, iconic Park Aire condominiums, auto window shades built in, new kitchen - association approval - laundry is on 3rd floor or basement

640 N Park Avenue Unit 26, Winter Park

$450,000

Original hardwood floors, an updated kitchen, and a versatile bonus room highlight this three-bedroom, two-bath home with 1,511 heated square feet at 2885 Roxbury Road, Winter Park, FL 32789. A fenced backyard, outdoor deck, and practical system improvements complement the home’s original character. The kitchen features quartz countertops, stainless steel appliances, an island, and pantry cabinetry. Hardwood flooring extends throughout the main living spaces and bedrooms, with tile in the kitchen, bathrooms, and bonus room. Use the bonus room for additional seating, hobbies, or a home office while maintaining all three bedrooms. Cedar-lined closets in the primary bedroom and an additional bedroom provide a distinctive detail. Improvements include a roof installed in 2019, air conditioning replaced in 2020, an electrical panel replaced in 2021, and double-pane windows in the bedrooms. Additional updates include exterior paint, replacement front, back, and kitchen doors, and front and rear gutters. The backyard deck extends the living space outdoors, with room for dining, relaxing, or container gardening. A fenced yard and an private storage shed provide additional functionality. A carport, irrigation system, and available fiber-optic internet round out the features. The septic system was pumped in 2026. This Winter Park home combines hardwood floors, an updated kitchen, flexible bonus space, and outdoor living in one inviting property.

3 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 2nd Add SubDv. ⋅ 32789 Zip Code

Original hardwood floors, an updated kitchen, and a versatile bonus room highlight this three-bedroom, two-bath home with 1,511 heated square feet at 2885 Roxbury Road, Winter Park, FL 32789. A fenced backyard, outdoor deck, and practical system improvements complement the home’s original character. The kitchen features quartz countertops, stainless steel appliances, an island, and pantry cabinetry. Hardwood flooring extends throughout the main living spaces and bedrooms, with tile in the kitchen, bathrooms, and bonus room. Use the bonus room for additional seating, hobbies, or a home office while maintaining all three bedrooms. Cedar-lined closets in the primary bedroom and an additional bedroom provide a distinctive detail. Improvements include a roof installed in 2019, air conditioning replaced in 2020, an electrical panel replaced in 2021, and double-pane windows in the bedrooms. Additional updates include exterior paint, replacement front, back, and kitchen doors, and front and rear gutters. The backyard deck extends the living space outdoors, with room for dining, relaxing, or container gardening. A fenced yard and an private storage shed provide additional functionality. A carport, irrigation system, and available fiber-optic internet round out the features. The septic system was pumped in 2026. This Winter Park home combines hardwood floors, an updated kitchen, flexible bonus space, and outdoor living in one inviting property.

2885 Roxbury Road, Winter Park

$499,000

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Welcome to 1934 Taylor Avenue, a charming mid-century modern home offering 4 bedrooms and 1.5 bathrooms in Winter Park's established Eastgate neighborhood. Full of character and personality, this single-story home blends timeless design with comfortable everyday living. Hardwood floors throughout the main living areas add warmth and character, while the 1.5 bathrooms feature classic, colorful details that add a fun and distinctive charm. The kitchen makes its own statement with a pop of color on the cabinets and playful vinyl flooring. The open floor plan seamlessly connects the living and dining areas, creating an inviting space for relaxing and entertaining. The split-bedroom layout provides added privacy and flexibility for family members and guests. French doors lead to the backyard, creating a lovely connection between indoor and outdoor living. A welcoming front porch offers a cozy spot to enjoy your morning coffee. The private backyard provides plenty of space for outdoor activities and relaxation, with a spacious deck perfect for gatherings and an open patio offering additional room for outdoor seating. Conveniently located near Aloma Avenue, this home offers easy access to shopping, dining, parks, and everyday essentials. Nearby destinations include the Winter Park YMCA, Rollins College, and Downtown Winter Park's popular Park Avenue, known for its boutique shops, restaurants, and entertainment. With its mid-century modern character, colorful details, versatile outdoor spaces, and convenient location, 1934 Taylor Avenue offers a unique opportunity to enjoy Winter Park living.

4 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Welcome to 1934 Taylor Avenue, a charming mid-century modern home offering 4 bedrooms and 1.5 bathrooms in Winter Park's established Eastgate neighborhood. Full of character and personality, this single-story home blends timeless design with comfortable everyday living. Hardwood floors throughout the main living areas add warmth and character, while the 1.5 bathrooms feature classic, colorful details that add a fun and distinctive charm. The kitchen makes its own statement with a pop of color on the cabinets and playful vinyl flooring. The open floor plan seamlessly connects the living and dining areas, creating an inviting space for relaxing and entertaining. The split-bedroom layout provides added privacy and flexibility for family members and guests. French doors lead to the backyard, creating a lovely connection between indoor and outdoor living. A welcoming front porch offers a cozy spot to enjoy your morning coffee. The private backyard provides plenty of space for outdoor activities and relaxation, with a spacious deck perfect for gatherings and an open patio offering additional room for outdoor seating. Conveniently located near Aloma Avenue, this home offers easy access to shopping, dining, parks, and everyday essentials. Nearby destinations include the Winter Park YMCA, Rollins College, and Downtown Winter Park's popular Park Avenue, known for its boutique shops, restaurants, and entertainment. With its mid-century modern character, colorful details, versatile outdoor spaces, and convenient location, 1934 Taylor Avenue offers a unique opportunity to enjoy Winter Park living.

1934 Taylor Avenue, Winter Park

535 N Interlachen Avenue Unit 302, Winter Park

$485,000

LOCATION, LOCATION, LOCATION! Just Steps from Winter Park’s Famed Park Avenue! Enjoy the best of Winter Park living in this delightful two-bedroom, two-bath condominium, ideally situated on the top floor of a charming, intimate complex. Offering peaceful treetop views, this inviting residence features a spacious living area, crown molding, an updated kitchen, and a private screened porch, perfect for enjoying your morning coffee or relaxing in the evening. The beautifully appointed kitchen showcases rich wood cabinetry, generous countertop space, and abundant storage. The spacious primary bedroom provides a comfortable retreat, while the second bedroom features its own en-suite bath, ideal for guests or flexible living arrangements. Additional conveniences include an assigned covered carport space and a separate storage closet. Residents of this quaint community enjoy a tranquil courtyard, outdoor patio, and spacious community laundry room. The location is truly exceptional! Just one block from Winter Park's renowned Park Avenue, you'll enjoy an incredible selection of boutique shopping, sidewalk cafés, fine dining, museums, Central Park, and convenient train service. Located steps from the Winter Park Nine Golf Course and a short stroll to The Alfond Inn and Rollins College, everything that makes Winter Park special is right at your doorstep. An incredible opportunity to enjoy the coveted Park Avenue lifestyle in one of Winter Park's most desirable locations! A/C: 2016, Water Heater 2021, Roof on Complex completed in 2024.

2 Beds ⋅ 2 Baths ⋅ Andalucia Apts SubDv. ⋅ 32789 Zip Code

LOCATION, LOCATION, LOCATION! Just Steps from Winter Park’s Famed Park Avenue! Enjoy the best of Winter Park living in this delightful two-bedroom, two-bath condominium, ideally situated on the top floor of a charming, intimate complex. Offering peaceful treetop views, this inviting residence features a spacious living area, crown molding, an updated kitchen, and a private screened porch, perfect for enjoying your morning coffee or relaxing in the evening. The beautifully appointed kitchen showcases rich wood cabinetry, generous countertop space, and abundant storage. The spacious primary bedroom provides a comfortable retreat, while the second bedroom features its own en-suite bath, ideal for guests or flexible living arrangements. Additional conveniences include an assigned covered carport space and a separate storage closet. Residents of this quaint community enjoy a tranquil courtyard, outdoor patio, and spacious community laundry room. The location is truly exceptional! Just one block from Winter Park's renowned Park Avenue, you'll enjoy an incredible selection of boutique shopping, sidewalk cafés, fine dining, museums, Central Park, and convenient train service. Located steps from the Winter Park Nine Golf Course and a short stroll to The Alfond Inn and Rollins College, everything that makes Winter Park special is right at your doorstep. An incredible opportunity to enjoy the coveted Park Avenue lifestyle in one of Winter Park's most desirable locations! A/C: 2016, Water Heater 2021, Roof on Complex completed in 2024.

535 N Interlachen Avenue Unit 302, Winter Park

$425,000

This home is move-in ready! One year old new roof installed which comes with a four (4) year warranty which covers all repairs. The interior was recently painted down to the baseboards and primary and guest bathrooms have been completely renovated. Orion Modern Flames Traditional Insert Fireplace Heater has been installed which can heat the living areas of the home in the winter! Brand new kitchen appliances include refrigerator, stove, microwave and dishwasher as well as new garbage disposal. There is a large two car garage with laundry area and driveway can accommodate additional cars. Home is completely fenced in for safety. All systems of this home have been WELL maintained. Too many updates to mention. Excellent location in Winter Park, close to schools and shopping. Take a look!

3 Beds ⋅ 2 Baths ⋅ Bel Aire Pines SubDv. ⋅ 32792 Zip Code

This home is move-in ready! One year old new roof installed which comes with a four (4) year warranty which covers all repairs. The interior was recently painted down to the baseboards and primary and guest bathrooms have been completely renovated. Orion Modern Flames Traditional Insert Fireplace Heater has been installed which can heat the living areas of the home in the winter! Brand new kitchen appliances include refrigerator, stove, microwave and dishwasher as well as new garbage disposal. There is a large two car garage with laundry area and driveway can accommodate additional cars. Home is completely fenced in for safety. All systems of this home have been WELL maintained. Too many updates to mention. Excellent location in Winter Park, close to schools and shopping. Take a look!

3157 Shady Pine Avenue, Winter Park

$849,000

Virtually Staged. Perfectly positioned on the 13th tee box and 16th fairway of the Winter Park Pines Golf Course, this home sits on an corner lot and offers a rare opportunity to create your dream home while enjoying breathtaking golf course views. **The current floor plan features three bedrooms, as the original fourth bedroom has been converted into an expansive walk-in closet for the primary suite, Featuring over 2,000 square feet of single-story living space, this home has been extensively renovated throughout the interior, offering the charm of an established Winter Park neighborhood with the comfort and appeal of modern finishes. Step inside to discover new luxury vinyl flooring, beamed ceilings, modern fireplace. Brand new kitchen appliances with modern grey cabinetry, crown molding and white quartz counter tops. Step outside to your own private backyard retreat, complete with a 30x11 covered patio and screen-enclosed swimming pool overlooking the lush fairways of WP18. Whether enjoying your morning coffee, entertaining guests, or simply relaxing poolside, this outdoor living space offers a peaceful setting that’s increasingly difficult to find in Winter Park. Additional highlights include a NEW ROOF (NOVEMBER 2024), New pool pump, resurfaced pool with new pavers surrounding, a large indoor laundry room and no HOA. Located just a few doors from the Cady Way Trail on one of the neighborhood's most picturesque oak-canopied streets, the setting is truly exceptional. This is a rare opportunity to purchase a home set directly on one of Winter Park's premier golf courses, where major mechanical system upgrades and costly infrastructure improvements have already been completed, creating the perfect opportunity to transform the interior into your own custom vision. This is move in ready so schedule your showings today!

3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Virtually Staged. Perfectly positioned on the 13th tee box and 16th fairway of the Winter Park Pines Golf Course, this home sits on an corner lot and offers a rare opportunity to create your dream home while enjoying breathtaking golf course views. **The current floor plan features three bedrooms, as the original fourth bedroom has been converted into an expansive walk-in closet for the primary suite, Featuring over 2,000 square feet of single-story living space, this home has been extensively renovated throughout the interior, offering the charm of an established Winter Park neighborhood with the comfort and appeal of modern finishes. Step inside to discover new luxury vinyl flooring, beamed ceilings, modern fireplace. Brand new kitchen appliances with modern grey cabinetry, crown molding and white quartz counter tops. Step outside to your own private backyard retreat, complete with a 30x11 covered patio and screen-enclosed swimming pool overlooking the lush fairways of WP18. Whether enjoying your morning coffee, entertaining guests, or simply relaxing poolside, this outdoor living space offers a peaceful setting that’s increasingly difficult to find in Winter Park. Additional highlights include a NEW ROOF (NOVEMBER 2024), New pool pump, resurfaced pool with new pavers surrounding, a large indoor laundry room and no HOA. Located just a few doors from the Cady Way Trail on one of the neighborhood's most picturesque oak-canopied streets, the setting is truly exceptional. This is a rare opportunity to purchase a home set directly on one of Winter Park's premier golf courses, where major mechanical system upgrades and costly infrastructure improvements have already been completed, creating the perfect opportunity to transform the interior into your own custom vision. This is move in ready so schedule your showings today!

1507 Golfside Drive, Winter Park

$399,000

Welcome to Dubstread Heights. This in-town community is perfect for the busy professional that needs access to downtown, college park or Winter Park. Located just 1 block from the back side of Dubstread Golf Course grab your golf cart for an afternoon round. This renovated home just received a New Roof, as well as paint in and out. Solid hard-wood flooring greets you upon entry. An open floor plan with vaulted ceilings offers a grand theme throughout the home. A spacious living space is joined by a breakfast bar and opens to the newly updated kitchen. New designer porcelain tile flooring, with newer cabinetry sets the stage for the Cafe and Subzero appliances. Stone countertops add to the designer feel. Just off of the kitchen is a flex space that could be a dining/office area. A stained-glass French door opens to a covered/screened rear porch and looks out onto the private fenced back-yard. Back inside, the two bedrooms are in a split fashion with new paint, ceiling fans, and a closet organizer in the primary bedroom. The bath has updated fixtures/lighting and features a stone travertine shower enclosure. The property is quite private as there are no homes across the street and is maintained by the City. This quaint home is ready to be enjoyed by its new owners.... please set you appointment soon...

2 Beds ⋅ 1 Baths ⋅ Olympia Heights Annex SubDv. ⋅ 32789 Zip Code

Welcome to Dubstread Heights. This in-town community is perfect for the busy professional that needs access to downtown, college park or Winter Park. Located just 1 block from the back side of Dubstread Golf Course grab your golf cart for an afternoon round. This renovated home just received a New Roof, as well as paint in and out. Solid hard-wood flooring greets you upon entry. An open floor plan with vaulted ceilings offers a grand theme throughout the home. A spacious living space is joined by a breakfast bar and opens to the newly updated kitchen. New designer porcelain tile flooring, with newer cabinetry sets the stage for the Cafe and Subzero appliances. Stone countertops add to the designer feel. Just off of the kitchen is a flex space that could be a dining/office area. A stained-glass French door opens to a covered/screened rear porch and looks out onto the private fenced back-yard. Back inside, the two bedrooms are in a split fashion with new paint, ceiling fans, and a closet organizer in the primary bedroom. The bath has updated fixtures/lighting and features a stone travertine shower enclosure. The property is quite private as there are no homes across the street and is maintained by the City. This quaint home is ready to be enjoyed by its new owners.... please set you appointment soon...

2176 Crandon Avenue, Winter Park

$480,000

Virtually Staged. More photos coming soon! YOUR FLORIDA DREAM LIFESTYLE STARTS HERE! Welcome to 1735 Meadowgold Lane in the desirable Autumn Glen community! This beautifully updated pool home combines modern style, comfortable living, and the outdoor lifestyle Florida is famous for. Step inside and discover soaring ceilings, skylights, beautiful flooring, and a stunning white marble wood-burning fireplace. The renovated kitchen is a showstopper, featuring crisp white and frosted-glass cabinetry, Blue Moon granite countertops, a contemporary glass backsplash, and stainless steel appliances. Need extra space? The spacious, climate-controlled bonus room offers endless possibilities for a home office, gym, media room, or additional living area. Enjoy beautifully updated bathrooms, including a primary suite with a double vanity and elegant marble-accented, glass-enclosed shower as well as a spacious walk in closet in the primary suite and an oversized walk in closet in the bonus room. Your private backyard oasis awaits! Relax in the screened-in pool, entertain on the spacious covered patio, or enjoy the privacy of your fully fenced backyard. BIG UPDATES. BEAUTIFUL LIVING. PEACE OF MIND. Major improvements include: - 2019 Roof and skylight - 2019 Pool resurfaced - 2022 New Windows - 2023 Whole-house repiping, Updated flooring, New HVAC - 2026 New pool pump This is Move-in ready home, located in the established Autumn Glen Community, featuring sidewalks, tennis/pickleball courts and a neighborhood playground. Plus, you're zoned for top rated Seminole County schools.

3 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 1 SubDv. ⋅ 32792 Zip Code

Virtually Staged. More photos coming soon! YOUR FLORIDA DREAM LIFESTYLE STARTS HERE! Welcome to 1735 Meadowgold Lane in the desirable Autumn Glen community! This beautifully updated pool home combines modern style, comfortable living, and the outdoor lifestyle Florida is famous for. Step inside and discover soaring ceilings, skylights, beautiful flooring, and a stunning white marble wood-burning fireplace. The renovated kitchen is a showstopper, featuring crisp white and frosted-glass cabinetry, Blue Moon granite countertops, a contemporary glass backsplash, and stainless steel appliances. Need extra space? The spacious, climate-controlled bonus room offers endless possibilities for a home office, gym, media room, or additional living area. Enjoy beautifully updated bathrooms, including a primary suite with a double vanity and elegant marble-accented, glass-enclosed shower as well as a spacious walk in closet in the primary suite and an oversized walk in closet in the bonus room. Your private backyard oasis awaits! Relax in the screened-in pool, entertain on the spacious covered patio, or enjoy the privacy of your fully fenced backyard. BIG UPDATES. BEAUTIFUL LIVING. PEACE OF MIND. Major improvements include: - 2019 Roof and skylight - 2019 Pool resurfaced - 2022 New Windows - 2023 Whole-house repiping, Updated flooring, New HVAC - 2026 New pool pump This is Move-in ready home, located in the established Autumn Glen Community, featuring sidewalks, tennis/pickleball courts and a neighborhood playground. Plus, you're zoned for top rated Seminole County schools.

1735 Meadowgold Lane, Winter Park

700 Melrose Avenue Unit B23, Winter Park

$295,000

Enjoy beautiful pond and garden views from this tastefully updated two-bedroom, two-bath upstairs condominium in Winter Park Gardens. The kitchen features solid-surface countertops and wood cabinetry, while both bathrooms offer updated vanities and elegant finishes. Plantation shutters, laminate and tile flooring complement the inviting interior. A bright Florida room with floor-to-ceiling windows provides the perfect setting to relax and take in the breathtaking pond and garden views. The unit is also plumbed for convenient in-unit washer and dryer installation. Set on more than eight acres of lush, meticulously maintained grounds, Winter Park Gardens features landscaped gardens, a tranquil pond, and a community pool. Located next door to the Winter Park Tennis Center and within walking distance of Rollins College and Park Avenue, this beautifully maintained and managed community places you minutes from Winter Park’s finest restaurants, gardens, and parks.*Click on Virtual Tour for video overview of this exceptional community!

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Enjoy beautiful pond and garden views from this tastefully updated two-bedroom, two-bath upstairs condominium in Winter Park Gardens. The kitchen features solid-surface countertops and wood cabinetry, while both bathrooms offer updated vanities and elegant finishes. Plantation shutters, laminate and tile flooring complement the inviting interior. A bright Florida room with floor-to-ceiling windows provides the perfect setting to relax and take in the breathtaking pond and garden views. The unit is also plumbed for convenient in-unit washer and dryer installation. Set on more than eight acres of lush, meticulously maintained grounds, Winter Park Gardens features landscaped gardens, a tranquil pond, and a community pool. Located next door to the Winter Park Tennis Center and within walking distance of Rollins College and Park Avenue, this beautifully maintained and managed community places you minutes from Winter Park’s finest restaurants, gardens, and parks.*Click on Virtual Tour for video overview of this exceptional community!

700 Melrose Avenue Unit B23, Winter Park

3019 Antique Oaks Circle Unit 127, Winter Park

$139,998

Beautifully renovated first-floor 1-bedroom, 1-bath condominium in the highly desirable Parkview Village community, conveniently located directly across from Full Sail University on Semoran Blvd. This move-in-ready home features a spacious open-concept layout, an oversized bedroom with a walk-in closet, a dedicated laundry closet with a washer and dryer, and a private screened-in patio overlooking a beautiful mature tree for added privacy and relaxation. The home has been extensively updated with a newer A/C system, a fully renovated kitchen and bathroom, and a complete suite of stainless steel appliances—including the refrigerator, range, microwave, dishwasher, washer, and dryer—all replaced in 2022. Modern smart-home features include a Wi-Fi-enabled smart lock, smart thermostat, video doorbell, and wall-mounted TV brackets in both the living room and bedroom. Residents enjoy resort-style amenities including a community pool, hot tub, picnic and BBQ area, and a newly built fenced dog park. The location offers easy access to Lake Baldwin, Downtown Winter Park, the University of Central Florida, Downtown Orlando, and Orlando International Airport. Major roadways including SR 436, SR 408, and East Colonial Drive are just minutes away, making commuting throughout Central Florida quick and convenient. Whether you're looking for a comfortable primary residence or a turnkey investment property, this exceptional condominium offers the perfect combination of location, modern updates, and everyday convenience.

1 Beds ⋅ 1 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code

Beautifully renovated first-floor 1-bedroom, 1-bath condominium in the highly desirable Parkview Village community, conveniently located directly across from Full Sail University on Semoran Blvd. This move-in-ready home features a spacious open-concept layout, an oversized bedroom with a walk-in closet, a dedicated laundry closet with a washer and dryer, and a private screened-in patio overlooking a beautiful mature tree for added privacy and relaxation. The home has been extensively updated with a newer A/C system, a fully renovated kitchen and bathroom, and a complete suite of stainless steel appliances—including the refrigerator, range, microwave, dishwasher, washer, and dryer—all replaced in 2022. Modern smart-home features include a Wi-Fi-enabled smart lock, smart thermostat, video doorbell, and wall-mounted TV brackets in both the living room and bedroom. Residents enjoy resort-style amenities including a community pool, hot tub, picnic and BBQ area, and a newly built fenced dog park. The location offers easy access to Lake Baldwin, Downtown Winter Park, the University of Central Florida, Downtown Orlando, and Orlando International Airport. Major roadways including SR 436, SR 408, and East Colonial Drive are just minutes away, making commuting throughout Central Florida quick and convenient. Whether you're looking for a comfortable primary residence or a turnkey investment property, this exceptional condominium offers the perfect combination of location, modern updates, and everyday convenience.

3019 Antique Oaks Circle Unit 127, Winter Park

$325,000

A rare opportunity in Windward Square! This spacious 3-bedroom, 2-bath home offers 1,783 square feet of living space and 2,107 total square feet, along with sought-after features that are hard to find: a covered carport, a bright sunroom with its own A/C, and a private outdoor space. Engineered hardwood floors run throughout, and the kitchen was updated in 2011. Major updates include plumbing and electrical improvements in 2011, a roof replaced in June 2022, a 2022 hot water heater, and an HVAC system installed in January 2019. The covered carport and an additional uncovered space provide parking for three vehicles. Washer and dryer convey; the dryer was replaced in 2026. Enjoy Windward Square amenities including two pools, tennis courts, a clubhouse, and a playground, plus remote gate access to SR 436. The HOA includes exterior lawn maintenance; owners maintain the area inside their small fence.

3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code

A rare opportunity in Windward Square! This spacious 3-bedroom, 2-bath home offers 1,783 square feet of living space and 2,107 total square feet, along with sought-after features that are hard to find: a covered carport, a bright sunroom with its own A/C, and a private outdoor space. Engineered hardwood floors run throughout, and the kitchen was updated in 2011. Major updates include plumbing and electrical improvements in 2011, a roof replaced in June 2022, a 2022 hot water heater, and an HVAC system installed in January 2019. The covered carport and an additional uncovered space provide parking for three vehicles. Washer and dryer convey; the dryer was replaced in 2026. Enjoy Windward Square amenities including two pools, tennis courts, a clubhouse, and a playground, plus remote gate access to SR 436. The HOA includes exterior lawn maintenance; owners maintain the area inside their small fence.

2535 Leeward Way, Winter Park

700 Melrose Avenue Unit A22, Winter Park

$310,000

Discover the charm of Winter Park Gardens, a sought-after 55+ community nestled among more than 8 acres of lush landscaping, majestic live oak trees, winding walking paths, and tranquil pond views. This inviting 2-bedroom, 2-bathroom condo offers approximately 1,074 square feet of comfortable living space. One of its most special features is the enclosed, air-conditioned Florida room, where dramatic floor-to-ceiling windows frame beautiful pond and garden views, creating the perfect setting to enjoy your morning coffee, unwind with a good book, or simply take in the peaceful surroundings. Thoughtfully updated by the current owner within the past year, improvements include a new tankless water heater, new toilets, upgraded electrical panel, new primary bedroom window, new primary bathroom vanity, and new closet doors throughout the hallway and bedrooms. The kitchen features updated appliances, including a newer refrigerator, and washer/dryer hookups add everyday convenience. One assigned parking space is also included. Enjoy the community swimming pool and beautifully maintained grounds. Conveniently located within in a few short minutes of downtown Winter Park, Park Avenue, Rollins College, and Mead Botanical Garden, this residence offers the perfect blend of comfortable living, natural beauty, and the sought-after Winter Park lifestyle. Experience the convenience, peaceful surroundings, and unique appeal that make Winter Park Gardens such a special place to call home!

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Discover the charm of Winter Park Gardens, a sought-after 55+ community nestled among more than 8 acres of lush landscaping, majestic live oak trees, winding walking paths, and tranquil pond views. This inviting 2-bedroom, 2-bathroom condo offers approximately 1,074 square feet of comfortable living space. One of its most special features is the enclosed, air-conditioned Florida room, where dramatic floor-to-ceiling windows frame beautiful pond and garden views, creating the perfect setting to enjoy your morning coffee, unwind with a good book, or simply take in the peaceful surroundings. Thoughtfully updated by the current owner within the past year, improvements include a new tankless water heater, new toilets, upgraded electrical panel, new primary bedroom window, new primary bathroom vanity, and new closet doors throughout the hallway and bedrooms. The kitchen features updated appliances, including a newer refrigerator, and washer/dryer hookups add everyday convenience. One assigned parking space is also included. Enjoy the community swimming pool and beautifully maintained grounds. Conveniently located within in a few short minutes of downtown Winter Park, Park Avenue, Rollins College, and Mead Botanical Garden, this residence offers the perfect blend of comfortable living, natural beauty, and the sought-after Winter Park lifestyle. Experience the convenience, peaceful surroundings, and unique appeal that make Winter Park Gardens such a special place to call home!

700 Melrose Avenue Unit A22, Winter Park

$849,900

Under Construction. Welcome to your NEW Home! This residence to-be-built is a rare single story home. This bright open floor-plan features a large great room open to the kitchen. Enjoy dining at the island and plenty of space to entertain, featuring stainless appliances, and an extra large walk-in pantry (6.8 x 7 ft) to meet all your storage needs. The Primary bedroom is located off of the main living with a spacious (10x 6.5 ft) walk in closet. The primary bath features double sinks and a separate shower and soaking tub as well as a private toilet room. All of the secondary bedrooms are generously sized with signifcant built-in closet space. The extra large laundry space gives ample additional storage. 2 Car garage. Summer Kitchen with a grill available to add-on. Don't wait, take this opportunity to make this pre-construction residence you perfect place to call home.

4 Beds ⋅ 3 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Under Construction. Welcome to your NEW Home! This residence to-be-built is a rare single story home. This bright open floor-plan features a large great room open to the kitchen. Enjoy dining at the island and plenty of space to entertain, featuring stainless appliances, and an extra large walk-in pantry (6.8 x 7 ft) to meet all your storage needs. The Primary bedroom is located off of the main living with a spacious (10x 6.5 ft) walk in closet. The primary bath features double sinks and a separate shower and soaking tub as well as a private toilet room. All of the secondary bedrooms are generously sized with signifcant built-in closet space. The extra large laundry space gives ample additional storage. 2 Car garage. Summer Kitchen with a grill available to add-on. Don't wait, take this opportunity to make this pre-construction residence you perfect place to call home.

2011 Harmon Avenue, Winter Park

4940 Tangerine Avenue Unit 4940, Winter Park

$249,000

Spacious living, valuable updates, and easy condo ownership come together at 4940 Tangerine Avenue in Winter Park’s established Wrenwood community! This generously sized three-bedroom condominium offers room to spread out, with flexible space for guests, a home office, or everyday living. Major improvements include a replaced air-conditioning and heating system, water heater, and electrical panel, adding comfort and value where it matters most. The community has also recently completed roof replacements on all buildings, all building where completely repainted and the driveway and parking throughout the condo complex have been completed—another standout benefit for your next home. Enjoy a refreshing swim in the community pool, gather with neighbors at the clubhouse, and spend more time enjoying life with the convenience of low-maintenance condominium living and affordable association fees. Conveniently located near shopping, dining, and major roadways, Wrenwood offers easy access to Winter Park’s many attractions and Park Ave. Whether you’re looking for a primary residence or a Florida getaway, this spacious three-bedroom condo deserves a place at the top of your list!

3 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Spacious living, valuable updates, and easy condo ownership come together at 4940 Tangerine Avenue in Winter Park’s established Wrenwood community! This generously sized three-bedroom condominium offers room to spread out, with flexible space for guests, a home office, or everyday living. Major improvements include a replaced air-conditioning and heating system, water heater, and electrical panel, adding comfort and value where it matters most. The community has also recently completed roof replacements on all buildings, all building where completely repainted and the driveway and parking throughout the condo complex have been completed—another standout benefit for your next home. Enjoy a refreshing swim in the community pool, gather with neighbors at the clubhouse, and spend more time enjoying life with the convenience of low-maintenance condominium living and affordable association fees. Conveniently located near shopping, dining, and major roadways, Wrenwood offers easy access to Winter Park’s many attractions and Park Ave. Whether you’re looking for a primary residence or a Florida getaway, this spacious three-bedroom condo deserves a place at the top of your list!

4940 Tangerine Avenue Unit 4940, Winter Park

$385,000

Move-In Ready & Priced to Sell! Nestled in a prime Winter Park location, this 3-bedroom, 2-bathroom completely renovated and upgraded single-story home delivers effortless living on an oversized lot. Designed with a sought-after split-bedroom layout, the light-filled interior showcases an upgraded kitchen with Stainless Steel appliances, new Quartz countertops and two completely refreshed bathrooms, one with a new tub. Fresh paint, new flooring, new doors, smooth ceilings, new window coverings, updated hardware, fixtures and fans leave nothing for a buyer to worry about. Major updates include a newer HVAC system and a roof replaced in 2015. Home was re-piped by Emerald Plumbing. The backyard awaits your imagination and offers a unique opportunity to design your own outdoor oasis, ideal for entertaining, building an outdoor kitchen or adding your dream pool. The long-time owner made a significant investment to upgrade this home and has pre-inspected it, offering buyers peace of mind with a full report ready for review. Enjoy convenient suburban living just minutes from Publix, Walmart, top-rated schools, Red Bug Lake Park and local dining. With easy highway access, you are under 30 minutes from UCF, Downtown Orlando, Universal Studios and the airport. Whether you are looking for a turnkey home or a high-demand investment property, this gem won’t last long.

3 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code

Move-In Ready & Priced to Sell! Nestled in a prime Winter Park location, this 3-bedroom, 2-bathroom completely renovated and upgraded single-story home delivers effortless living on an oversized lot. Designed with a sought-after split-bedroom layout, the light-filled interior showcases an upgraded kitchen with Stainless Steel appliances, new Quartz countertops and two completely refreshed bathrooms, one with a new tub. Fresh paint, new flooring, new doors, smooth ceilings, new window coverings, updated hardware, fixtures and fans leave nothing for a buyer to worry about. Major updates include a newer HVAC system and a roof replaced in 2015. Home was re-piped by Emerald Plumbing. The backyard awaits your imagination and offers a unique opportunity to design your own outdoor oasis, ideal for entertaining, building an outdoor kitchen or adding your dream pool. The long-time owner made a significant investment to upgrade this home and has pre-inspected it, offering buyers peace of mind with a full report ready for review. Enjoy convenient suburban living just minutes from Publix, Walmart, top-rated schools, Red Bug Lake Park and local dining. With easy highway access, you are under 30 minutes from UCF, Downtown Orlando, Universal Studios and the airport. Whether you are looking for a turnkey home or a high-demand investment property, this gem won’t last long.

7361 Grand Avenue, Winter Park

$410,000

URBAN CONVENIENCE MEETS QUIET "OLD FLORIDA" CHARM! Rarely does a truly move-in-ready home hit the market in the heart of Seminole County Winter Park—especially one with no HOA, a massive private backyard, and an exceptional price point. Tucked away on a quiet, low-traffic dead-end street, this solid concrete-block ranch is the ultimate starter home or a turnkey addition to any high-performing investment portfolio. The exterior welcomes you with an extra-wide paver driveway, mature professional landscaping, and a charming paver front walkway and patio, while the fully fenced backyard offers an oversized outdoor living space complete with a patio for entertaining and a convenient storage shed. Step inside to discover a bright open-concept living, dining, and kitchen area enhanced by continuous luxury vinyl flooring flowing throughout. The chef’s kitchen is beautifully appointed with sleek granite countertops, solid wood cabinetry, stainless steel appliances, an eat-in island, and a practical closet-style pantry. Designed with a desirable split bedroom layout, the private primary suite boasts three closets and an ensuite bath with an updated vanity and custom tile shower, while two additional guest bedrooms and a fully updated guest bath sit on the opposite side of the home for optimal privacy. Additional conveniences include a spacious indoor laundry room and a front-lawn irrigation system, backed by peace-of-mind upgrades including a 2014 roof and a 2018 HVAC. Zoned for highly rated Seminole County schools and situated just moments from N Park Ave—while remaining centrally located 15 minutes from Downtown Orlando and 30 minutes from MCO Airport—opportunities at this price point and in this location do not last long. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

URBAN CONVENIENCE MEETS QUIET "OLD FLORIDA" CHARM! Rarely does a truly move-in-ready home hit the market in the heart of Seminole County Winter Park—especially one with no HOA, a massive private backyard, and an exceptional price point. Tucked away on a quiet, low-traffic dead-end street, this solid concrete-block ranch is the ultimate starter home or a turnkey addition to any high-performing investment portfolio. The exterior welcomes you with an extra-wide paver driveway, mature professional landscaping, and a charming paver front walkway and patio, while the fully fenced backyard offers an oversized outdoor living space complete with a patio for entertaining and a convenient storage shed. Step inside to discover a bright open-concept living, dining, and kitchen area enhanced by continuous luxury vinyl flooring flowing throughout. The chef’s kitchen is beautifully appointed with sleek granite countertops, solid wood cabinetry, stainless steel appliances, an eat-in island, and a practical closet-style pantry. Designed with a desirable split bedroom layout, the private primary suite boasts three closets and an ensuite bath with an updated vanity and custom tile shower, while two additional guest bedrooms and a fully updated guest bath sit on the opposite side of the home for optimal privacy. Additional conveniences include a spacious indoor laundry room and a front-lawn irrigation system, backed by peace-of-mind upgrades including a 2014 roof and a 2018 HVAC. Zoned for highly rated Seminole County schools and situated just moments from N Park Ave—while remaining centrally located 15 minutes from Downtown Orlando and 30 minutes from MCO Airport—opportunities at this price point and in this location do not last long. Schedule your private showing today!

1935 Azalea Avenue, Winter Park

$399,500

Welcome to this beautifully updated 3-bedroom, 2-bath home with a 2-car garage, nestled in the highly desirable Eastbrook neighborhood of Winter Park! Light, bright, and inviting, this home offers an abundance of natural light through its numerous windows, creating a warm and welcoming atmosphere throughout. The updated kitchen features crisp white cabinetry, beautiful quartz countertops, and stainless steel appliances. Luxury vinyl plank flooring extends throughout most of the home, offering both style and easy maintenance. Both bathrooms have been tastefully updated, adding to the home's fresh, modern appeal. Step outside to the screened and covered patio, the perfect spot for morning coffee, outdoor dining, or simply relaxing while overlooking the generously sized, fully fenced backyard. There's plenty of room to entertain, garden, or enjoy the Florida sunshine! Major improvements provide added peace of mind, including a new roof (2019), replumbing (2022), new HVAC system (2022), and new double-pane windows and sliding glass door (2023). Both the interior and exterior were freshly painted in 2023, completing the home's move-in-ready appeal. Ideally situated in the established Eastbrook community, this home offers the charm of Winter Park living with convenient access to shopping, dining, parks, and major roadways. With its thoughtful updates, inviting living spaces, and wonderful outdoor setting, this is a home you won't want to miss!

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated 3-bedroom, 2-bath home with a 2-car garage, nestled in the highly desirable Eastbrook neighborhood of Winter Park! Light, bright, and inviting, this home offers an abundance of natural light through its numerous windows, creating a warm and welcoming atmosphere throughout. The updated kitchen features crisp white cabinetry, beautiful quartz countertops, and stainless steel appliances. Luxury vinyl plank flooring extends throughout most of the home, offering both style and easy maintenance. Both bathrooms have been tastefully updated, adding to the home's fresh, modern appeal. Step outside to the screened and covered patio, the perfect spot for morning coffee, outdoor dining, or simply relaxing while overlooking the generously sized, fully fenced backyard. There's plenty of room to entertain, garden, or enjoy the Florida sunshine! Major improvements provide added peace of mind, including a new roof (2019), replumbing (2022), new HVAC system (2022), and new double-pane windows and sliding glass door (2023). Both the interior and exterior were freshly painted in 2023, completing the home's move-in-ready appeal. Ideally situated in the established Eastbrook community, this home offers the charm of Winter Park living with convenient access to shopping, dining, parks, and major roadways. With its thoughtful updates, inviting living spaces, and wonderful outdoor setting, this is a home you won't want to miss!

2038 Ponderosa Avenue, Winter Park

$450,000

Welcome to this beautifully renovated pool home featuring a rare and versatile double primary suite layout! Completely renovated in 2024, this 5-bedroom, 3-bathroom home offers 1,636 square feet of stylish, thoughtfully designed living space with modern finishes throughout. Light gray wood-look plank tile flooring and recessed lighting create a bright, cohesive feel. The contemporary kitchen showcases gray shaker-style cabinetry, sleek black granite countertops, a marble-look tile backsplash with black mosaic accents, stainless steel appliances, and a breakfast bar with seating for four. The first primary suite is privately positioned away from the additional bedrooms and features an ensuite bathroom with a marble-look tiled shower, decorative mosaic accents, multiple shower heads including a rain shower, a frameless glass enclosure, and a gray vanity topped with black granite. The second primary suite provides added flexibility for multigenerational living, extended guests, or a private retreat. Step outside to enjoy your own backyard oasis, complete with an in-ground pool, screened lanai, and fully fenced, spacious backyard with plenty of green space for relaxing, entertaining, and outdoor activities. Ideally located approximately 10 minutes from the restaurants and boutiques of Park Avenue, with convenient access to UCF, Full Sail University, Rollins College, major transportation routes, shopping, and dining. Orlando International Airport is approximately 25 minutes away. With its modern renovations, dual primary suites, and inviting outdoor living space, this home offers a unique combination of comfort, flexibility, and convenience! ROOF - 2024 HVAC - 2025 PLUMBING - 2026 ELECTRICAL - 2024

5 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully renovated pool home featuring a rare and versatile double primary suite layout! Completely renovated in 2024, this 5-bedroom, 3-bathroom home offers 1,636 square feet of stylish, thoughtfully designed living space with modern finishes throughout. Light gray wood-look plank tile flooring and recessed lighting create a bright, cohesive feel. The contemporary kitchen showcases gray shaker-style cabinetry, sleek black granite countertops, a marble-look tile backsplash with black mosaic accents, stainless steel appliances, and a breakfast bar with seating for four. The first primary suite is privately positioned away from the additional bedrooms and features an ensuite bathroom with a marble-look tiled shower, decorative mosaic accents, multiple shower heads including a rain shower, a frameless glass enclosure, and a gray vanity topped with black granite. The second primary suite provides added flexibility for multigenerational living, extended guests, or a private retreat. Step outside to enjoy your own backyard oasis, complete with an in-ground pool, screened lanai, and fully fenced, spacious backyard with plenty of green space for relaxing, entertaining, and outdoor activities. Ideally located approximately 10 minutes from the restaurants and boutiques of Park Avenue, with convenient access to UCF, Full Sail University, Rollins College, major transportation routes, shopping, and dining. Orlando International Airport is approximately 25 minutes away. With its modern renovations, dual primary suites, and inviting outdoor living space, this home offers a unique combination of comfort, flexibility, and convenience! ROOF - 2024 HVAC - 2025 PLUMBING - 2026 ELECTRICAL - 2024

1825 Chilean Lane, Winter Park

$1,625,000

Historic Winter Park charm with modern updates, close to N Park Avenue. Set on a picturesque, tree-lined street, this thoughtfully renovated home puts you minutes from Winter Park's restaurants, sidewalk cafés, boutique shops, art galleries, Central Park, and year-round festivals. You get the character of an established historic neighborhood with the comforts of modern living. Set back amid mature landscaping, the home greets you with a charming front porch and an elegant entry with marble floors, arched windows, and beautiful architectural details. Inside, spacious rooms feature rich hardwood floors, crown molding, wainscoting, and plantation shutters. The updated kitchen offers bright cabinetry, stone countertops, a generous island, stainless steel appliances, and a gas range, all opening to a living area with a classic fireplace and custom built-ins. An exceptionally spacious flex room lined with custom cabinetry and shelving works beautifully as a home office, library, or creative studio. The primary suite includes a beautifully remodeled bath with a freestanding soaking tub, oversized glass-enclosed shower, dual vanities, and a customized walk-in closet. Generously sized secondary bedrooms add flexibility for family, guests, or a second workspace. Outside, a private fenced backyard shaded by mature trees features a brick-paver patio made for outdoor dining or quiet relaxation. A rear-access garage adds convenience without disrupting the home's charming streetscape. Timeless character, extensive modern updates, and an exceptional location near the heart of Winter Park. Come enjoy the distinctive lifestyle that makes this community so desirable. Schedule your private showing today.

3 Beds ⋅ 3 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code

Historic Winter Park charm with modern updates, close to N Park Avenue. Set on a picturesque, tree-lined street, this thoughtfully renovated home puts you minutes from Winter Park's restaurants, sidewalk cafés, boutique shops, art galleries, Central Park, and year-round festivals. You get the character of an established historic neighborhood with the comforts of modern living. Set back amid mature landscaping, the home greets you with a charming front porch and an elegant entry with marble floors, arched windows, and beautiful architectural details. Inside, spacious rooms feature rich hardwood floors, crown molding, wainscoting, and plantation shutters. The updated kitchen offers bright cabinetry, stone countertops, a generous island, stainless steel appliances, and a gas range, all opening to a living area with a classic fireplace and custom built-ins. An exceptionally spacious flex room lined with custom cabinetry and shelving works beautifully as a home office, library, or creative studio. The primary suite includes a beautifully remodeled bath with a freestanding soaking tub, oversized glass-enclosed shower, dual vanities, and a customized walk-in closet. Generously sized secondary bedrooms add flexibility for family, guests, or a second workspace. Outside, a private fenced backyard shaded by mature trees features a brick-paver patio made for outdoor dining or quiet relaxation. A rear-access garage adds convenience without disrupting the home's charming streetscape. Timeless character, extensive modern updates, and an exceptional location near the heart of Winter Park. Come enjoy the distinctive lifestyle that makes this community so desirable. Schedule your private showing today.

345 Beloit Avenue, Winter Park

$375,000

Welcome to 1830 Gladiolas Drive, a beautiful 3 bedroom, 2 bathroom home in Winter Park’s Garden Lake Estates community. This move-in ready home features a 2023 AC, a 2022 water heater, a 2020 roof, and a brand new freshly painted interior. Inside, the spacious open living and kitchen area is the heart of the home. The thoughtful layout keeps everyone connected, whether you’re cooking, hosting friends, or settling in for a quiet evening. Natural flow between the spaces makes the home feel open and welcoming. The primary suite is a private retreat. It’s generously sized and has a large walk-in closet, so you have plenty of room for your wardrobe and a calm place to start and end your day. Outside, the expansive rear patio extends your living space into the Florida outdoors. It’s ready for morning coffee, weekend barbecues, or dinner under the stars. Beyond it, the big backyard gives you room to play, garden, or add the features you’ve been dreaming of. Functional, inviting, and close to everything in Winter Park, this home is ready for its next chapter with several major updates already completed. This home is a great opportunity for someone looking to add their own personal touch.

3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code

Welcome to 1830 Gladiolas Drive, a beautiful 3 bedroom, 2 bathroom home in Winter Park’s Garden Lake Estates community. This move-in ready home features a 2023 AC, a 2022 water heater, a 2020 roof, and a brand new freshly painted interior. Inside, the spacious open living and kitchen area is the heart of the home. The thoughtful layout keeps everyone connected, whether you’re cooking, hosting friends, or settling in for a quiet evening. Natural flow between the spaces makes the home feel open and welcoming. The primary suite is a private retreat. It’s generously sized and has a large walk-in closet, so you have plenty of room for your wardrobe and a calm place to start and end your day. Outside, the expansive rear patio extends your living space into the Florida outdoors. It’s ready for morning coffee, weekend barbecues, or dinner under the stars. Beyond it, the big backyard gives you room to play, garden, or add the features you’ve been dreaming of. Functional, inviting, and close to everything in Winter Park, this home is ready for its next chapter with several major updates already completed. This home is a great opportunity for someone looking to add their own personal touch.

1830 Gladiolas Drive, Winter Park

$417,000

LOCATION! LOCATION! Winter Park property located in Seminole County. Proximity to Rollins, Full Sail, UCF, and Valencia colleges. Great income producer, with "Flex Space" as a two income rental or live on one side and rent the other. Main area has 3 bedrooms and 2 full baths, flex space has a private entrance, 1 bedroom and full bath, kitchenette, and it's own laundry area. Two driveways and parking pad for your use. Great side and separate rear yard, with lard storage shed, Home was recently updated, with fresh paint, granite countertops, shaker cabinets, updated bathrooms, new windows, new mini-splits in flex space and tankless water heater. Fully fenced in backyard and mature trees. Plumbing has already been updated to PEX, cast iron waste line has been updated to PVC. New flooring in main house, new baseboards installed, and freshly painted. MOVE IN READY!

4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 06 SubDv. ⋅ 32792 Zip Code

LOCATION! LOCATION! Winter Park property located in Seminole County. Proximity to Rollins, Full Sail, UCF, and Valencia colleges. Great income producer, with "Flex Space" as a two income rental or live on one side and rent the other. Main area has 3 bedrooms and 2 full baths, flex space has a private entrance, 1 bedroom and full bath, kitchenette, and it's own laundry area. Two driveways and parking pad for your use. Great side and separate rear yard, with lard storage shed, Home was recently updated, with fresh paint, granite countertops, shaker cabinets, updated bathrooms, new windows, new mini-splits in flex space and tankless water heater. Fully fenced in backyard and mature trees. Plumbing has already been updated to PEX, cast iron waste line has been updated to PVC. New flooring in main house, new baseboards installed, and freshly painted. MOVE IN READY!

1386 Clematis Lane, Winter Park

$1,190,000

New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two expansive lots in the heart of Winter Park. This split-plan three-bedroom and 2.5-bath home has over 4,880 total square feet in the main home and 1,944 total square feet in the detached in-law/office unit under roof. Constructed with solid poured concrete block and 1-inch insulation, this remarkable residence was designed to withstand the test of time while delivering modern luxury and comfort. A rare feature, the home includes two reinforced safe rooms built with rebar-reinforced solid poured concrete walls and 12-inch concrete ceilings, along with a built-in, concrete-bolted safe. Additional security enhancements include a full alarm system and security spotlights. Designed for everyday living and entertaining, the property is equipped with a full-house 22-kilowatt generator, a buried 500-gallon propane tank, propane gas range and outdoor grill, two tankless water heaters, whole-house water softening and filtration systems, EV charging capability and energy-efficient construction resulting in remarkably low utility costs. The well-appointed kitchen features a solid wood cabinetry, quartz countertops, a kitchen, butler pantry, coffee bar and laundry room, Verona gas range, Frigidaire Professional French-door refrigerator, KitchenAid dishwasher, convenient under-counter outlets and the kitchen island has lighted shelves. Additional highlights include plantation shutters throughout, wine cellar, climate-controlled storage attic, granite in baths, custom garage cabinetry, epoxy-finished garage floors, hurricane-impact windows in the office/apartment, Pet Turf in the entire backyard with no maintenance necessary and a striking 35-foot flagpole. Combining superior craftsmanship, advanced infrastructure and thoughtful upgrades rarely found in today's market, this extraordinary property presents a unique opportunity to own a one-of-a-kind residence. Total heated square footage includes heated/cooled space to use as garage, workshop, and/or utility room in the detached structure.

4 Beds ⋅ 4 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two expansive lots in the heart of Winter Park. This split-plan three-bedroom and 2.5-bath home has over 4,880 total square feet in the main home and 1,944 total square feet in the detached in-law/office unit under roof. Constructed with solid poured concrete block and 1-inch insulation, this remarkable residence was designed to withstand the test of time while delivering modern luxury and comfort. A rare feature, the home includes two reinforced safe rooms built with rebar-reinforced solid poured concrete walls and 12-inch concrete ceilings, along with a built-in, concrete-bolted safe. Additional security enhancements include a full alarm system and security spotlights. Designed for everyday living and entertaining, the property is equipped with a full-house 22-kilowatt generator, a buried 500-gallon propane tank, propane gas range and outdoor grill, two tankless water heaters, whole-house water softening and filtration systems, EV charging capability and energy-efficient construction resulting in remarkably low utility costs. The well-appointed kitchen features a solid wood cabinetry, quartz countertops, a kitchen, butler pantry, coffee bar and laundry room, Verona gas range, Frigidaire Professional French-door refrigerator, KitchenAid dishwasher, convenient under-counter outlets and the kitchen island has lighted shelves. Additional highlights include plantation shutters throughout, wine cellar, climate-controlled storage attic, granite in baths, custom garage cabinetry, epoxy-finished garage floors, hurricane-impact windows in the office/apartment, Pet Turf in the entire backyard with no maintenance necessary and a striking 35-foot flagpole. Combining superior craftsmanship, advanced infrastructure and thoughtful upgrades rarely found in today's market, this extraordinary property presents a unique opportunity to own a one-of-a-kind residence. Total heated square footage includes heated/cooled space to use as garage, workshop, and/or utility room in the detached structure.

1940 Magnolia Avenue, Winter Park

$399,900

Private in-ground pool on a 9,000+ sq ft lot in Winter Park, with no HOA. This 4 bed, 2 bath home has 1,427 sq ft of updated living space and an open floor plan with hardwood and vinyl floors throughout. The kitchen was remodeled in 2021 and comes with all appliances, including the refrigerator, range, dishwasher, and microwave. The big-ticket items are already done: roof replaced in 2022, A/C in 2019, plumbing updated in 2021, and a new main electrical panel in 2026. The first-floor primary suite has a walk-in closet, and the other three bedrooms give you room for guests, a home office, or a gym. Outside you get a covered carport, a private entrance, and a large backyard built around the pool. Just minutes from Winter Park dining and shopping, with Lakemont Elementary nearby. Schedule your private showing today.

4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code

Private in-ground pool on a 9,000+ sq ft lot in Winter Park, with no HOA. This 4 bed, 2 bath home has 1,427 sq ft of updated living space and an open floor plan with hardwood and vinyl floors throughout. The kitchen was remodeled in 2021 and comes with all appliances, including the refrigerator, range, dishwasher, and microwave. The big-ticket items are already done: roof replaced in 2022, A/C in 2019, plumbing updated in 2021, and a new main electrical panel in 2026. The first-floor primary suite has a walk-in closet, and the other three bedrooms give you room for guests, a home office, or a gym. Outside you get a covered carport, a private entrance, and a large backyard built around the pool. Just minutes from Winter Park dining and shopping, with Lakemont Elementary nearby. Schedule your private showing today.

603 Carnation Drive, Winter Park

$450,000

Investor or renovation opportunity in the Winter Park High school district! This solid block home features a great location for the buyer with vision. Opportunity awaits at 506 Lander Road in Winter Park! Situated on a spacious lot of approximately 0.22 acres, this 3-bedroom, 2-bath home offers 1,346 square feet of living space and plenty of potential for its next owner. Built in 1958, the property is ready for updates and improvements, presenting an opportunity for investors, renovators, or buyers looking to create a space of their own. The generously sized lot provides additional possibilities for outdoor living and landscaping. Conveniently located near shopping, dining, parks, and major roadways, with easy access to all that Winter Park and the surrounding areas have to offer. Bring your vision and explore the potential of this property!

3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code

Investor or renovation opportunity in the Winter Park High school district! This solid block home features a great location for the buyer with vision. Opportunity awaits at 506 Lander Road in Winter Park! Situated on a spacious lot of approximately 0.22 acres, this 3-bedroom, 2-bath home offers 1,346 square feet of living space and plenty of potential for its next owner. Built in 1958, the property is ready for updates and improvements, presenting an opportunity for investors, renovators, or buyers looking to create a space of their own. The generously sized lot provides additional possibilities for outdoor living and landscaping. Conveniently located near shopping, dining, parks, and major roadways, with easy access to all that Winter Park and the surrounding areas have to offer. Bring your vision and explore the potential of this property!

506 Lander Road, Winter Park

$509,999

Welcome to 808 Densmore Drive, a beautifully updated 3-bedroom, 2-bathroom pool home tucked into the established Winter Park Estates neighborhood! Blending modern farmhouse charm with thoughtful upgrades, this home offers 1,460 square feet of inviting living space designed for both everyday comfort and entertaining. Step inside to a bright, open floor plan where the spacious living and dining areas flow effortlessly into the kitchen, complete with quartz countertops, stainless steel appliances, a built-in microwave, tile backsplash, and a window overlooking the outdoors. On the opposite side of the home, you'll find three comfortable bedrooms and two beautifully updated bathrooms, offering a practical layout with plenty of privacy. An oversized interior laundry room and enclosed porch provide additional functional space. Outside is where this home truly shines! The private backyard features a sparkling in-ground pool, a newly installed paver patio (2025), and a brand-new fence (2026), creating an inviting setting for weekend gatherings, outdoor dining, or relaxing in the Florida sunshine. Recent improvements also include a new irrigation system and control panel (2026), updated pool filtration equipment (2026), and a water heater replaced approximately three years ago. Beyond the property, enjoy a prime Winter Park location just minutes from Cady Way Trail, Winter Park Pines Golf Course, Rollins College, and the shopping, dining, and charm of Park Avenue. With its updated interiors, private pool, and convenient access to everything Winter Park has to offer, 808 Densmore Drive is ready to welcome you home!

3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Welcome to 808 Densmore Drive, a beautifully updated 3-bedroom, 2-bathroom pool home tucked into the established Winter Park Estates neighborhood! Blending modern farmhouse charm with thoughtful upgrades, this home offers 1,460 square feet of inviting living space designed for both everyday comfort and entertaining. Step inside to a bright, open floor plan where the spacious living and dining areas flow effortlessly into the kitchen, complete with quartz countertops, stainless steel appliances, a built-in microwave, tile backsplash, and a window overlooking the outdoors. On the opposite side of the home, you'll find three comfortable bedrooms and two beautifully updated bathrooms, offering a practical layout with plenty of privacy. An oversized interior laundry room and enclosed porch provide additional functional space. Outside is where this home truly shines! The private backyard features a sparkling in-ground pool, a newly installed paver patio (2025), and a brand-new fence (2026), creating an inviting setting for weekend gatherings, outdoor dining, or relaxing in the Florida sunshine. Recent improvements also include a new irrigation system and control panel (2026), updated pool filtration equipment (2026), and a water heater replaced approximately three years ago. Beyond the property, enjoy a prime Winter Park location just minutes from Cady Way Trail, Winter Park Pines Golf Course, Rollins College, and the shopping, dining, and charm of Park Avenue. With its updated interiors, private pool, and convenient access to everything Winter Park has to offer, 808 Densmore Drive is ready to welcome you home!

808 Densmore Drive, Winter Park

$699,900

A recently resurfaced pool and covered patio set the scene for easy outdoor living at this 3-bedroom, 2-bath Winter Park home. Inside, 1,666 square feet of living space features vaulted ceilings, abundant natural light, and plantation shutters. The spacious family room has laminate flooring and a wood-burning fireplace, giving you a comfortable place to gather or unwind. The updated kitchen features stainless steel appliances, ample drawer storage, and a pullout pantry. A sunny dinette sits beside sliding glass doors that lead to the outdoor living area, making it easy to take breakfast or dinner outside. With access from multiple points in the home, the screened pool enclosure feels like an extension of the living space. Spend the afternoon in the pool, enjoy a meal under the covered patio, or pull up a chair in the shade. The primary suite offers a walk-in closet and a private bath with dual sinks and a separate shower. Two additional bedrooms give you room for guests, a home office, or both, and the second full bath includes a bathtub. The attached two-car garage adds a dedicated laundry area, extensive cabinetry for storage, and pull-down attic access. All appliances are included.

3 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

A recently resurfaced pool and covered patio set the scene for easy outdoor living at this 3-bedroom, 2-bath Winter Park home. Inside, 1,666 square feet of living space features vaulted ceilings, abundant natural light, and plantation shutters. The spacious family room has laminate flooring and a wood-burning fireplace, giving you a comfortable place to gather or unwind. The updated kitchen features stainless steel appliances, ample drawer storage, and a pullout pantry. A sunny dinette sits beside sliding glass doors that lead to the outdoor living area, making it easy to take breakfast or dinner outside. With access from multiple points in the home, the screened pool enclosure feels like an extension of the living space. Spend the afternoon in the pool, enjoy a meal under the covered patio, or pull up a chair in the shade. The primary suite offers a walk-in closet and a private bath with dual sinks and a separate shower. Two additional bedrooms give you room for guests, a home office, or both, and the second full bath includes a bathtub. The attached two-car garage adds a dedicated laundry area, extensive cabinetry for storage, and pull-down attic access. All appliances are included.

1884 Jessica Court, Winter Park

4832 Tangerine Avenue Unit 4832, Winter Park

$188,800

Welcome to comfortable living in desirable East Winter Park. This beautifully maintained condominium offers a spacious and inviting floor plan in a quiet, established community in a convenient location. The residence features generous room sizes, and a functional layout designed for comfortable everyday living. The open living room and dining areas provide a welcoming space for relaxing or entertaining, while the private, screened porch offers a peaceful outdoor retreat to enjoy Florida's year-round lifestyle. Additional storage on the porch adds convenience. Community amenities include a sparkling swimming pool, clubhouse, beautifully maintained grounds, and ample parking. HOA services and amenities may include exterior maintenance, landscaping, water, trash service, and roof maintenance. Buyers are encouraged to verify all fees, services, inclusions, and community restrictions with the association.

2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Welcome to comfortable living in desirable East Winter Park. This beautifully maintained condominium offers a spacious and inviting floor plan in a quiet, established community in a convenient location. The residence features generous room sizes, and a functional layout designed for comfortable everyday living. The open living room and dining areas provide a welcoming space for relaxing or entertaining, while the private, screened porch offers a peaceful outdoor retreat to enjoy Florida's year-round lifestyle. Additional storage on the porch adds convenience. Community amenities include a sparkling swimming pool, clubhouse, beautifully maintained grounds, and ample parking. HOA services and amenities may include exterior maintenance, landscaping, water, trash service, and roof maintenance. Buyers are encouraged to verify all fees, services, inclusions, and community restrictions with the association.

4832 Tangerine Avenue Unit 4832, Winter Park

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