$325,000 Welcome to this beautifully maintained townhome located in the heart of Winter Park, Florida. From the moment you arrive, the charming exterior draws you in with its classic stucco finish, attached one-car garage, manicured landscaping, and a welcoming shaded entry framing the front door. Step inside to an inviting foyer featuring high ceilings, modern lighting, and a striking staircase that sets a stylish tone for the rest of the home. The main level transitions into an expansive, light-filled open concept floor plan seamlessly connecting the living room, dining area, and kitchen. Rich wood-look LVP flooring runs throughout the entire lower level, perfectly complementing the crisp neutral walls and providing a cohesive, contemporary aesthetic. The spacious living and dining areas offer an exceptional layout for both daily living and effortless entertaining. Large sliding glass doors at the rear of the home flood the living space with natural light and open directly to a private, screened-in back patio, making it easy to enjoy the Florida breeze. Overlooking the dining area is a spacious kitchen, which features a half-wall cutout that keeps the chef connected to the conversation. Equipped with plenty of warm wood cabinetry, neutral countertops, a deep double sink, and a suite of white appliances, this kitchen is as ample as it is welcoming. A convenient guest half-bathroom with a pedestal sink completes the well-designed ground floor layout. Head upstairs to discover the private living quarters, where the beautiful wood-look flooring continues through the hallway and into each spacious bedroom. The expansive primary suite serves as a true retreat, boasting high vaulted ceilings, an elegant modern ceiling fan, a massive walk-in closet with built-in wire shelving, and a trio of large windows that fill the space with cheerful morning light. This main bedroom easily accommodates king-sized furniture and offers the luxury of an attached en-suite bathroom with dual sinks. The additional bedrooms are equally impressive, each featuring soaring vaulted ceilings, updated stylish ceiling fans, and generous closet space near the dedicated upper-level laundry closet, which comes equipped with a washer and dryer. The outdoor and utility spaces add tremendous value and convenience to this efficient property. The attached garage features an open, clean layout perfect for secure parking, extra storage, or a small home workshop area. At the back of the home, the deep screened-in patio is an ideal spot for outdoor dining, grilling, or relaxing in the shade. The patio steps out onto a beautiful community green belt with pristine lawns and mature shade trees, offering a peaceful residential backdrop. Nestled in a premium, tree-lined enclave, the community boasts pristine, winding roads, manicured privacy hedges, and a scenic retention pond complete with a flowing water fountain feature. This idyllic neighborhood setting perfectly balances the tranquility of nature with outstanding proximity to nearby lakes, parks, major roadways, and local shopping centers. Don't miss the opportunity to own this pristine, move-in ready retreat in one of Central Florida's most highly sought-after locations. 3 Beds ⋅ 3 Baths ⋅ Vistas At Lake Howell SubDv. ⋅ 32792 Zip Code Welcome to this beautifully maintained townhome located in the heart of Winter Park, Florida. From the moment you arrive, the charming exterior draws you in with its classic stucco finish, attached one-car garage, manicured landscaping, and a welcoming shaded entry framing the front door. Step inside to an inviting foyer featuring high ceilings, modern lighting, and a striking staircase that sets a stylish tone for the rest of the home. The main level transitions into an expansive, light-filled open concept floor plan seamlessly connecting the living room, dining area, and kitchen. Rich wood-look LVP flooring runs throughout the entire lower level, perfectly complementing the crisp neutral walls and providing a cohesive, contemporary aesthetic. The spacious living and dining areas offer an exceptional layout for both daily living and effortless entertaining. Large sliding glass doors at the rear of the home flood the living space with natural light and open directly to a private, screened-in back patio, making it easy to enjoy the Florida breeze. Overlooking the dining area is a spacious kitchen, which features a half-wall cutout that keeps the chef connected to the conversation. Equipped with plenty of warm wood cabinetry, neutral countertops, a deep double sink, and a suite of white appliances, this kitchen is as ample as it is welcoming. A convenient guest half-bathroom with a pedestal sink completes the well-designed ground floor layout. Head upstairs to discover the private living quarters, where the beautiful wood-look flooring continues through the hallway and into each spacious bedroom. The expansive primary suite serves as a true retreat, boasting high vaulted ceilings, an elegant modern ceiling fan, a massive walk-in closet with built-in wire shelving, and a trio of large windows that fill the space with cheerful morning light. This main bedroom easily accommodates king-sized furniture and offers the luxury of an attached en-suite bathroom with dual sinks. The additional bedrooms are equally impressive, each featuring soaring vaulted ceilings, updated stylish ceiling fans, and generous closet space near the dedicated upper-level laundry closet, which comes equipped with a washer and dryer. The outdoor and utility spaces add tremendous value and convenience to this efficient property. The attached garage features an open, clean layout perfect for secure parking, extra storage, or a small home workshop area. At the back of the home, the deep screened-in patio is an ideal spot for outdoor dining, grilling, or relaxing in the shade. The patio steps out onto a beautiful community green belt with pristine lawns and mature shade trees, offering a peaceful residential backdrop. Nestled in a premium, tree-lined enclave, the community boasts pristine, winding roads, manicured privacy hedges, and a scenic retention pond complete with a flowing water fountain feature. This idyllic neighborhood setting perfectly balances the tranquility of nature with outstanding proximity to nearby lakes, parks, major roadways, and local shopping centers. Don't miss the opportunity to own this pristine, move-in ready retreat in one of Central Florida's most highly sought-after locations. 2521 Galliano Circle, Winter Park
$325,000 Welcome to 925 S Semoran Blvd, suite 103, of the Crossroads Business Center! This 1,454 SF space is a blank slate, ready for both Investor and Owner Operator! This unit comes with an open lobby, single room in the front, a private back office and two restrooms. With incredible street frontage off of S Semoran and quick access to major landmarks like Full Sail University, this is a prime location! Crossroads Bus Cntr Condo SubDv. ⋅ 32792 Zip Code Welcome to 925 S Semoran Blvd, suite 103, of the Crossroads Business Center! This 1,454 SF space is a blank slate, ready for both Investor and Owner Operator! This unit comes with an open lobby, single room in the front, a private back office and two restrooms. With incredible street frontage off of S Semoran and quick access to major landmarks like Full Sail University, this is a prime location! 925 S Semoran Boulevard Unit 103, Winter Park
$324,900 Winter Park value-add opportunity with renovated homes ranging between $465K- $470K+. ideal for investors, end-users, or buyers looking to build equity. Solid layout with strong upside! Great two-story layout with living/dining and family room. All bedrooms upstairs. Spacious primary with separate sitting area, walk-in closet and ensuite bath. Inside laundry room. Oversized 2-car Garage. Fully fenced yard. Solid footprint and excellent location. Currently zoned for highly-rated Seminole County schools. RENOVATION SCOPE: Roof + HVAC replacement. Kitchen + bathroom updates. Flooring, paint, fixtures. Enclosed patio conversion. *See deal sheet attached MARKET INSIGHT: Renovated homes in the area are consistently selling between the mid-$400s to high-$400s, depending on finish level and presentation. Excellent opportunity for Investors and buyers looking to build equity! Estimated Rehab: $75,000 – $110,000. Estimated ARV: $465,000 – $480,000 Winter Park value-add opportunity in Cedar Ridge. 3BD/2.5BA with 1,978 sf, 2-car garage, inside laundry, fenced yard, and all bedrooms upstairs. Spacious primary suite includes sitting area. Property needs roof, HVAC, and full cosmetic renovation. Existing enclosed patio was added without permit and is best suited to be removed/reconfigured into screened patio. Strong upside for investor, renovation buyer, or end-user looking to customize. Zoned for highly rated Seminole County schools. 3 Beds ⋅ 3 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code Winter Park value-add opportunity with renovated homes ranging between $465K- $470K+. ideal for investors, end-users, or buyers looking to build equity. Solid layout with strong upside! Great two-story layout with living/dining and family room. All bedrooms upstairs. Spacious primary with separate sitting area, walk-in closet and ensuite bath. Inside laundry room. Oversized 2-car Garage. Fully fenced yard. Solid footprint and excellent location. Currently zoned for highly-rated Seminole County schools. RENOVATION SCOPE: Roof + HVAC replacement. Kitchen + bathroom updates. Flooring, paint, fixtures. Enclosed patio conversion. *See deal sheet attached MARKET INSIGHT: Renovated homes in the area are consistently selling between the mid-$400s to high-$400s, depending on finish level and presentation. Excellent opportunity for Investors and buyers looking to build equity! Estimated Rehab: $75,000 – $110,000. Estimated ARV: $465,000 – $480,000 Winter Park value-add opportunity in Cedar Ridge. 3BD/2.5BA with 1,978 sf, 2-car garage, inside laundry, fenced yard, and all bedrooms upstairs. Spacious primary suite includes sitting area. Property needs roof, HVAC, and full cosmetic renovation. Existing enclosed patio was added without permit and is best suited to be removed/reconfigured into screened patio. Strong upside for investor, renovation buyer, or end-user looking to customize. Zoned for highly rated Seminole County schools. 1920 Heathwood Dr, Winter Park
$324,000 Welcome to this beautifully maintained 3-bedroom, 2-bathroom corner-unit townhome located in the heart of Winter Park. Offering 1,743 square feet of thoughtfully designed living space, this home combines comfort, style, and an unbeatable location just minutes from shopping, dining, parks, and top-rated schools. The desirable corner-unit placement provides added privacy, extra natural light, and a spacious feel throughout. Inside, you’ll find luxury vinyl plank flooring flowing seamlessly throughout the home and a stunning vaulted ceiling that creates an airy, open atmosphere in the living room. The beautifully updated kitchen is truly the centerpiece of the home, featuring gorgeous wood countertops, ample cabinet space, and an open-concept layout perfect for entertaining family and friends. Step outside to the rear screened-in patio and enjoy peaceful pond views in your own private outdoor retreat. Whether you’re sipping your morning coffee or unwinding after a long day, this tranquil space offers the perfect setting to relax and enjoy Florida living year-round. This exceptional Winter Park townhome is a rare opportunity you won’t want to miss. 3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code Welcome to this beautifully maintained 3-bedroom, 2-bathroom corner-unit townhome located in the heart of Winter Park. Offering 1,743 square feet of thoughtfully designed living space, this home combines comfort, style, and an unbeatable location just minutes from shopping, dining, parks, and top-rated schools. The desirable corner-unit placement provides added privacy, extra natural light, and a spacious feel throughout. Inside, you’ll find luxury vinyl plank flooring flowing seamlessly throughout the home and a stunning vaulted ceiling that creates an airy, open atmosphere in the living room. The beautifully updated kitchen is truly the centerpiece of the home, featuring gorgeous wood countertops, ample cabinet space, and an open-concept layout perfect for entertaining family and friends. Step outside to the rear screened-in patio and enjoy peaceful pond views in your own private outdoor retreat. Whether you’re sipping your morning coffee or unwinding after a long day, this tranquil space offers the perfect setting to relax and enjoy Florida living year-round. This exceptional Winter Park townhome is a rare opportunity you won’t want to miss. 2676 Barbados Drive, Winter Park
$321,000 **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.** Talk about location, location, location! Welcome to this beautifully updated and well-maintained 2-bedroom, 2-bathroom, 1-car garage home in Winter Park, perfectly situated in the charming Aloma Park community. Just about 1 mile from the 417 Greenway, this home offers easy access throughout Orlando, while also being walking distance to the Cross Seminole Trail and Cady Way Trailhead—perfect for biking, running, rollerblading, or simply enjoying an active lifestyle. Inside, this move-in-ready home feels bright, warm, and inviting with sandy-toned wood-look tile and laminate flooring that lighten the entire space. The kitchen has been beautifully updated with granite countertops, soft-close cabinets, stainless steel appliances, a new microwave, and ample storage. The popcorn ceilings in the main living areas have been removed and replaced with a clean knockdown finish, giving the home a fresh and updated feel. The bathroom updates are a major highlight: one bathroom has been fully renovated with a walk-in shower, while the second bathroom features a new countertop, new cabinetry, and soft-close cabinets. Additional updates include a 2021 roof, HVAC system from 2016, new water heater, washer and dryer, energy-efficient double-pane windows, energy-efficient French doors, LED fixtures, and solar tubes that fill the home with natural light. There is also attic space for convenient extra storage. The primary suite offers a bonus sunroom/flex space that is insulated and equipped with plexiglass sliders and a mini-split unit hook-up, making it perfect for a home office, greenhouse, playroom, sitting room, or creative space. French doors with built-in blinds lead out to the screened lanai, creating an easy indoor-outdoor flow. Outside, enjoy a beautifully landscaped, fully fenced backyard with a utility shed that has its own breaker—perfect for storage, hobbies, or the handy person in the house. The pavers in the front courtyard and back patio add even more charm and function to the exterior spaces. Aloma Park is a small, quaint Winter Park community with only two cul-de-sac streets, 42 duplex homes, and no through traffic. Residents enjoy access to a community pool, tennis courts, basketball courts, and a clubhouse available to rent for gatherings. Zoned for excellent A-rated Winter Park schools and conveniently located near UCF, Full Sail University, Rollins College, downtown Winter Park, Oviedo, shopping, dining, and major roadways, this home offers the perfect blend of comfort, convenience, and affordability. Hurry to see this Winter Park gem — there’s nothing to do here but bring your furniture! 2 Beds ⋅ 2 Baths ⋅ Aloma Park 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.** Talk about location, location, location! Welcome to this beautifully updated and well-maintained 2-bedroom, 2-bathroom, 1-car garage home in Winter Park, perfectly situated in the charming Aloma Park community. Just about 1 mile from the 417 Greenway, this home offers easy access throughout Orlando, while also being walking distance to the Cross Seminole Trail and Cady Way Trailhead—perfect for biking, running, rollerblading, or simply enjoying an active lifestyle. Inside, this move-in-ready home feels bright, warm, and inviting with sandy-toned wood-look tile and laminate flooring that lighten the entire space. The kitchen has been beautifully updated with granite countertops, soft-close cabinets, stainless steel appliances, a new microwave, and ample storage. The popcorn ceilings in the main living areas have been removed and replaced with a clean knockdown finish, giving the home a fresh and updated feel. The bathroom updates are a major highlight: one bathroom has been fully renovated with a walk-in shower, while the second bathroom features a new countertop, new cabinetry, and soft-close cabinets. Additional updates include a 2021 roof, HVAC system from 2016, new water heater, washer and dryer, energy-efficient double-pane windows, energy-efficient French doors, LED fixtures, and solar tubes that fill the home with natural light. There is also attic space for convenient extra storage. The primary suite offers a bonus sunroom/flex space that is insulated and equipped with plexiglass sliders and a mini-split unit hook-up, making it perfect for a home office, greenhouse, playroom, sitting room, or creative space. French doors with built-in blinds lead out to the screened lanai, creating an easy indoor-outdoor flow. Outside, enjoy a beautifully landscaped, fully fenced backyard with a utility shed that has its own breaker—perfect for storage, hobbies, or the handy person in the house. The pavers in the front courtyard and back patio add even more charm and function to the exterior spaces. Aloma Park is a small, quaint Winter Park community with only two cul-de-sac streets, 42 duplex homes, and no through traffic. Residents enjoy access to a community pool, tennis courts, basketball courts, and a clubhouse available to rent for gatherings. Zoned for excellent A-rated Winter Park schools and conveniently located near UCF, Full Sail University, Rollins College, downtown Winter Park, Oviedo, shopping, dining, and major roadways, this home offers the perfect blend of comfort, convenience, and affordability. Hurry to see this Winter Park gem — there’s nothing to do here but bring your furniture! 5894 Shale Court, Winter Park
$320,000 Winter Park address with Seminole County taxes, and a new roof already in place from 2023. Three bedrooms, two baths, roughly 1,235 sf of living space in solid concrete block with central air. The 9,000 sf lot is fenced and shaded by mature oaks, and a 550 sf carport with workshop space. Flood Zone X, so no lender-required flood insurance. No HOA. No CDD. For an investor, the basis here pencils from day one and cosmetic updates move the rent meaningfully. For an owner-occupant, this is one of the last ways into a Winter Park address at this price. Please see attached inspection and four points report. 3 Beds ⋅ 2 Baths ⋅ Ridge High Sub SubDv. ⋅ 32792 Zip Code Winter Park address with Seminole County taxes, and a new roof already in place from 2023. Three bedrooms, two baths, roughly 1,235 sf of living space in solid concrete block with central air. The 9,000 sf lot is fenced and shaded by mature oaks, and a 550 sf carport with workshop space. Flood Zone X, so no lender-required flood insurance. No HOA. No CDD. For an investor, the basis here pencils from day one and cosmetic updates move the rent meaningfully. For an owner-occupant, this is one of the last ways into a Winter Park address at this price. Please see attached inspection and four points report. 2313 Knoll Street, Winter Park
$320,000 NEW PRICE OFFERING IN EASTBROOK! Significant $15,000 price drop, placing it well below recent neighborhood comparables. Welcome to Winter Park's best-keep secret. Quiet, safe, family-oriented, with almost zero traffic and zero HOA restrictions and fees – Eastbrook is 32792’s hidden gem. This 3-bedroom, 2-bath home provides unmatched market value and instant equity, pairing mid-century charm with a long list of mechanical updates. Aside from the 7-year windows and electrical panels, and an 8-year, thoroughly-serviced and well-maintained AC unit inside and out, the water heater, exterior paint and window blinds are under a year old. PLUS the brand-new ceiling fans, light fixtures, gutter screens, smoke detectors, interior paint - and all conveying appliances in perfect working order - give you a worry-free, move-in-ready home. Now, let’s talk about that massive backyard oasis! Lush mature trees, a “grass-covered” patio, and a large concrete firepit all conspire to provide a perfect spot for entertaining and room for kids and pets to romp. The house's bonus features include a covered carport, huge separate, air-conditioned laundry room, tons of storage space inside and out, and a separate cross-fenced side yard for vehicles and other large items. To round out these stellar amenities, potential buyers will have peace of mind knowing the roof, electrical, and plumbing systems have all been recently inspected and found in tip-top shape! What’s not to love about this adorable, cozy house? 3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 SubDv. ⋅ 32792 Zip Code NEW PRICE OFFERING IN EASTBROOK! Significant $15,000 price drop, placing it well below recent neighborhood comparables. Welcome to Winter Park's best-keep secret. Quiet, safe, family-oriented, with almost zero traffic and zero HOA restrictions and fees – Eastbrook is 32792’s hidden gem. This 3-bedroom, 2-bath home provides unmatched market value and instant equity, pairing mid-century charm with a long list of mechanical updates. Aside from the 7-year windows and electrical panels, and an 8-year, thoroughly-serviced and well-maintained AC unit inside and out, the water heater, exterior paint and window blinds are under a year old. PLUS the brand-new ceiling fans, light fixtures, gutter screens, smoke detectors, interior paint - and all conveying appliances in perfect working order - give you a worry-free, move-in-ready home. Now, let’s talk about that massive backyard oasis! Lush mature trees, a “grass-covered” patio, and a large concrete firepit all conspire to provide a perfect spot for entertaining and room for kids and pets to romp. The house's bonus features include a covered carport, huge separate, air-conditioned laundry room, tons of storage space inside and out, and a separate cross-fenced side yard for vehicles and other large items. To round out these stellar amenities, potential buyers will have peace of mind knowing the roof, electrical, and plumbing systems have all been recently inspected and found in tip-top shape! What’s not to love about this adorable, cozy house? 1760 Peruvian Lane, Winter Park
$317,000 Fantastic end unit with enclosed Florida Room in the sought after Windward Square! This 3/2 features several updates including a, updated kitchen with 42" wood cabinets, granite counters and a center island! Most rooms have upgraded ceiling fans from Dan”s Fans with a lifetime guarantee. The home has newer A/C, high impact windows and the home has been re-piped for your peace of mind. This is a wonderful space and great to prep for a dinner party! Open floor concept with dining room and family room. Enclosed Florida room with high impact windows is great extra living space marking this home just over 1700sf. Master bedroom is a good size with walk in closet. Secondary rooms are spacious and full 2nd bath. You have a wonderful front fenced courtyard and a nice sized fenced back yard. End unit and 2 assigned car parking spaces. Community features low HOA and community pool, gated back entrance for easy access to Semoran, tennis courts and club house. Zoned for great Seminole County schools and minutes to shopping/dining, Altamonte Springs Mall, Downtown Winter Park, Full Sail University and to UCF. This is a great one level townhome with very reasonable HOA. 3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code Fantastic end unit with enclosed Florida Room in the sought after Windward Square! This 3/2 features several updates including a, updated kitchen with 42" wood cabinets, granite counters and a center island! Most rooms have upgraded ceiling fans from Dan”s Fans with a lifetime guarantee. The home has newer A/C, high impact windows and the home has been re-piped for your peace of mind. This is a wonderful space and great to prep for a dinner party! Open floor concept with dining room and family room. Enclosed Florida room with high impact windows is great extra living space marking this home just over 1700sf. Master bedroom is a good size with walk in closet. Secondary rooms are spacious and full 2nd bath. You have a wonderful front fenced courtyard and a nice sized fenced back yard. End unit and 2 assigned car parking spaces. Community features low HOA and community pool, gated back entrance for easy access to Semoran, tennis courts and club house. Zoned for great Seminole County schools and minutes to shopping/dining, Altamonte Springs Mall, Downtown Winter Park, Full Sail University and to UCF. This is a great one level townhome with very reasonable HOA. 2401 Antilles Drive, Winter Park
$315,000 Sold Data Entry 1 Beds ⋅ 1 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code Sold Data Entry 1884 Biscayne Drive, Winter Park
$315,000 HOME IS BACK ON THE MARKET AFTER GETTING A BRAND NEW ROOF!!! Tucked away on a quiet cul-de-sac in highly sought-after Winter Park, this beautifully updated three bedroom, two bathroom duplex offers the perfect blend of comfort, style, and location—just steps from Winter Park Pines Golf Club. Once inside you discover open living spaces featuring warm wood flooring throughout the living areas and bedrooms, complemented by vaulted ceilings in the main areas and ceiling fans that enhance the home’s airy feel. The BRAND-NEW kitchen has tile flooring and is not only functional, but beautiful showcasing classic shaker cabinets, sleek quartz countertops, and stainless steel appliances—perfect for both everyday living and entertaining. There are three nice sized bedrooms, all with large closets. The primary bedroom features sliding glass doors that lead directly to the large backyard and open patio. Both bathrooms have been renovated with modern finishes, including BRAND-NEW vanities, countertops, tub/showers, plus durable and stylish luxury vinyl plank flooring. Situated on a generously sized corner lot, the property offers plenty of outdoor space to enjoy, along with a charming paver front patio and the convenience of a one-car garage with opener. You will love the privacy of this end unit on the quiet cul-de-sac. Enjoy the ease of walking to nearby schools and being just moments from golf, shopping, dining, and all that Winter Park has to offer. With low HOA dues and located in a top-rated school district, this is an incredible opportunity in one of Central Florida’s most desirable neighborhoods. 3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code HOME IS BACK ON THE MARKET AFTER GETTING A BRAND NEW ROOF!!! Tucked away on a quiet cul-de-sac in highly sought-after Winter Park, this beautifully updated three bedroom, two bathroom duplex offers the perfect blend of comfort, style, and location—just steps from Winter Park Pines Golf Club. Once inside you discover open living spaces featuring warm wood flooring throughout the living areas and bedrooms, complemented by vaulted ceilings in the main areas and ceiling fans that enhance the home’s airy feel. The BRAND-NEW kitchen has tile flooring and is not only functional, but beautiful showcasing classic shaker cabinets, sleek quartz countertops, and stainless steel appliances—perfect for both everyday living and entertaining. There are three nice sized bedrooms, all with large closets. The primary bedroom features sliding glass doors that lead directly to the large backyard and open patio. Both bathrooms have been renovated with modern finishes, including BRAND-NEW vanities, countertops, tub/showers, plus durable and stylish luxury vinyl plank flooring. Situated on a generously sized corner lot, the property offers plenty of outdoor space to enjoy, along with a charming paver front patio and the convenience of a one-car garage with opener. You will love the privacy of this end unit on the quiet cul-de-sac. Enjoy the ease of walking to nearby schools and being just moments from golf, shopping, dining, and all that Winter Park has to offer. With low HOA dues and located in a top-rated school district, this is an incredible opportunity in one of Central Florida’s most desirable neighborhoods. 758 Warrenton Road, Winter Park
$310,000 Roof 2018 | HVAC 2020| Water Heater 2026 | Set on a deep, tree-canopied lot in one of Winter Park's most desirable established neighborhoods, this charming single-story concrete-block home blends timeless character with everyday convenience. A grand oak shades the front lawn, helping cool the home and lower energy costs, while durable masonry construction, a dimensional-shingle roof, and a full-length driveway leading to a covered carport deliver lasting value and practical, protected parking with an attached workshop & storage room. A generous screened front porch offers a breezy, bug-free spot for morning coffee or evening relaxation before you step inside to a spacious living room featuring gleaming refinished hardwood floors and a wood-burning fireplace framed by a classic white mantel with fluted columns. A large picture window floods the room with natural light, and a graceful curved archway, one of the home's most distinctive architectural details, leads you deeper into the thoughtfully connected floor plan. The kitchen is efficiently designed with cabinetry lining both walls for ample storage, laminate counters, under-cabinet lighting, and a full stainless-steel appliance suite. A double sink offers plenty of room to work and a large window overlooks the lush backyard, with a rear door providing easy access for grilling and entertaining. The adjacent, light-filled dining room offers flexible space that works well for family meals, a home office, or a quiet reading nook. Two comfortable bedrooms feature hardwood floors, ceiling fans with lights, and built-in closets, one with built-in shelving, while the bright corner primary enjoys windows on two walls for excellent light and cross-ventilation. A full bathroom is finished with a tiled tub-and-shower combination, a wood vanity, and a frosted privacy window that brings in daylight while maintaining seclusion. Out back, a large, fully fenced yard framed by mature oaks, palms, and established privacy hedges creates a secluded, park-like retreat with ample room to garden, play, entertain, or add a pool. Just minutes from historic Park Avenue, residents enjoy boutique shopping, award-winning restaurants, sidewalk cafés, museums, and year-round community events, with nearby College Park adding popular dining, breweries, and specialty shops. Outdoor recreation abounds with Dubsdread Golf Course, Mead Botanical Garden, Kraft Azalea Garden, and numerous parks close by, plus easy access to Winter Park's scenic chain of lakes and walking trails, all without requiring waterfront ownership. Commuting is effortless thanks to convenient access to Interstate 4, Fairbanks Avenue, Lee Road, SR 426, and SR 436, providing quick connections throughout Central Florida. Downtown Orlando, the Orlando Health and AdventHealth medical campuses, and major employment centers are all within easy reach. With excellent shopping, grocery stores, entertainment, and cultural attractions nearby, this sought-after location offers the perfect balance of quiet residential living and close proximity to everything Central Florida has to offer. This listing is for a single home and lot at 846 Driver Ave, but the owner would also consider selling the adjacent home next door to the North at 844 Driver Ave. If you are interested in purchasing both homes simultaneously, contact listing agent for more details. 2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code Roof 2018 | HVAC 2020| Water Heater 2026 | Set on a deep, tree-canopied lot in one of Winter Park's most desirable established neighborhoods, this charming single-story concrete-block home blends timeless character with everyday convenience. A grand oak shades the front lawn, helping cool the home and lower energy costs, while durable masonry construction, a dimensional-shingle roof, and a full-length driveway leading to a covered carport deliver lasting value and practical, protected parking with an attached workshop & storage room. A generous screened front porch offers a breezy, bug-free spot for morning coffee or evening relaxation before you step inside to a spacious living room featuring gleaming refinished hardwood floors and a wood-burning fireplace framed by a classic white mantel with fluted columns. A large picture window floods the room with natural light, and a graceful curved archway, one of the home's most distinctive architectural details, leads you deeper into the thoughtfully connected floor plan. The kitchen is efficiently designed with cabinetry lining both walls for ample storage, laminate counters, under-cabinet lighting, and a full stainless-steel appliance suite. A double sink offers plenty of room to work and a large window overlooks the lush backyard, with a rear door providing easy access for grilling and entertaining. The adjacent, light-filled dining room offers flexible space that works well for family meals, a home office, or a quiet reading nook. Two comfortable bedrooms feature hardwood floors, ceiling fans with lights, and built-in closets, one with built-in shelving, while the bright corner primary enjoys windows on two walls for excellent light and cross-ventilation. A full bathroom is finished with a tiled tub-and-shower combination, a wood vanity, and a frosted privacy window that brings in daylight while maintaining seclusion. Out back, a large, fully fenced yard framed by mature oaks, palms, and established privacy hedges creates a secluded, park-like retreat with ample room to garden, play, entertain, or add a pool. Just minutes from historic Park Avenue, residents enjoy boutique shopping, award-winning restaurants, sidewalk cafés, museums, and year-round community events, with nearby College Park adding popular dining, breweries, and specialty shops. Outdoor recreation abounds with Dubsdread Golf Course, Mead Botanical Garden, Kraft Azalea Garden, and numerous parks close by, plus easy access to Winter Park's scenic chain of lakes and walking trails, all without requiring waterfront ownership. Commuting is effortless thanks to convenient access to Interstate 4, Fairbanks Avenue, Lee Road, SR 426, and SR 436, providing quick connections throughout Central Florida. Downtown Orlando, the Orlando Health and AdventHealth medical campuses, and major employment centers are all within easy reach. With excellent shopping, grocery stores, entertainment, and cultural attractions nearby, this sought-after location offers the perfect balance of quiet residential living and close proximity to everything Central Florida has to offer. This listing is for a single home and lot at 846 Driver Ave, but the owner would also consider selling the adjacent home next door to the North at 844 Driver Ave. If you are interested in purchasing both homes simultaneously, contact listing agent for more details. 846 Driver Avenue, Winter Park
$310,000 Beautiful 3 bedroom 2 bath duplex in Winter Park in the Winter Park school district on a quiet dead end street near the Winter Park Pines Golf Course. Your new home is freshly painted inside and out, has updated kitchen and bathrooms, stainless steel appliances, new A/C system, new roof, and a new hot water heater. There is no need to worry about your yard, your bushes, or your fence, they are all covered under an inexpensive HOA, what a great deal! This updated home is move in ready and the neighbors are a pleasure! Come see your new home today! 3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code Beautiful 3 bedroom 2 bath duplex in Winter Park in the Winter Park school district on a quiet dead end street near the Winter Park Pines Golf Course. Your new home is freshly painted inside and out, has updated kitchen and bathrooms, stainless steel appliances, new A/C system, new roof, and a new hot water heater. There is no need to worry about your yard, your bushes, or your fence, they are all covered under an inexpensive HOA, what a great deal! This updated home is move in ready and the neighbors are a pleasure! Come see your new home today! 751 Warrenton Road, Winter Park
$310,000 Welcome home to this darling, move-in-ready Winter Park gem! Perfectly suited as a starter home or investment opportunity, this beautifully remodeled 3-bedroom, 1-bath residence features laminate flooring throughout, a fully remodeled bathroom, and an updated kitchen with granite countertops and stainless steel appliances. Updated plumbing completed in 2014 and a 2017 AC system offer added peace of mind, and tasteful window treatments are already in place. Step outside to a large, fully fenced backyard complete with a fire pit and shed—perfect for entertaining, relaxing, or enjoying Florida evenings. Ideally located in a great area of Winter Park, close to shops, dining, and approximately 30 minutes to everything you want to enjoy in Orlando. One of the best-priced remodeled homes in the area—this charming property is a must-see! NO HOA! Tour this home at 3 Beds ⋅ 1 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code Welcome home to this darling, move-in-ready Winter Park gem! Perfectly suited as a starter home or investment opportunity, this beautifully remodeled 3-bedroom, 1-bath residence features laminate flooring throughout, a fully remodeled bathroom, and an updated kitchen with granite countertops and stainless steel appliances. Updated plumbing completed in 2014 and a 2017 AC system offer added peace of mind, and tasteful window treatments are already in place. Step outside to a large, fully fenced backyard complete with a fire pit and shed—perfect for entertaining, relaxing, or enjoying Florida evenings. Ideally located in a great area of Winter Park, close to shops, dining, and approximately 30 minutes to everything you want to enjoy in Orlando. One of the best-priced remodeled homes in the area—this charming property is a must-see! NO HOA! Tour this home at 1792 Chilean Lane, Winter Park
$307,500 **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 5781 Shale Court in Winter Park, a 2-bedroom, 2-bath home designed for comfortable everyday living. This one-story residence offers a practical layout with space for relaxing, dining, and hosting guests. The two-bedroom configuration provides flexibility for residents, visitors, a home office, or a hobby room, while two full bathrooms add convenience for daily routines. Outdoor living includes a covered and screened patio, creating a comfortable space to enjoy fresh air, outdoor dining, or quiet downtime while staying shaded and protected from the elements. Located in Winter Park, the home is close to shopping, dining, parks, schools, and everyday conveniences. The area offers access to nearby destinations such as Winter Park Village, Park Avenue, local recreation, and major roadways connecting to Maitland, Orlando, and surrounding Central Florida communities. 2 Beds ⋅ 2 Baths ⋅ Aloma Park 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 5781 Shale Court in Winter Park, a 2-bedroom, 2-bath home designed for comfortable everyday living. This one-story residence offers a practical layout with space for relaxing, dining, and hosting guests. The two-bedroom configuration provides flexibility for residents, visitors, a home office, or a hobby room, while two full bathrooms add convenience for daily routines. Outdoor living includes a covered and screened patio, creating a comfortable space to enjoy fresh air, outdoor dining, or quiet downtime while staying shaded and protected from the elements. Located in Winter Park, the home is close to shopping, dining, parks, schools, and everyday conveniences. The area offers access to nearby destinations such as Winter Park Village, Park Avenue, local recreation, and major roadways connecting to Maitland, Orlando, and surrounding Central Florida communities. 5781 Shale Court, Winter Park
$305,999 3-bedroom, 2-bath SINGLE-story block townhome with garage located in an excellent school district! Recent improvements include a BRAND-NEW ROOF (2025), BRAND-NEW HVAC SYSTEM (June 2026), and BRAND-NEW WATER HEATER (June 2026), all still under warranty! Plus fresh interior paint throughout (June 2026) and new flooring in the rear bedroom (no carpet in the home). With the big-ticket items already completed, this home offers exceptional peace of mind and truly worry-free ownership. The spacious floor plan features soaring living room ceilings, generously sized bedrooms, and a screened rear patio with ceiling fan and lighting, perfect for relaxing or entertaining—all on one level with no interior stairs. Two of the bedrooms feature sliding glass doors providing direct access to the backyard and abundant natural light. In addition to the screened patio, you’ll enjoy a large open patio area ready to become your own private outdoor retreat for grilling, gardening, or entertaining. Enjoy a super low HOA of just $65 per month, which includes access to a community pool just a short walk away, as well as a serene lake with a covered dock and gazebo perfect for relaxing, fishing, or socializing with neighbors. Ideally located near Downtown Winter Park, Park Avenue, Rollins College, Full Sail University, UCF, and Valencia College, with easy access to SR-436 and endless shopping, dining, and entertainment options just minutes away. This home is a true gem offering excellent schools, recent upgrades, a prime location, low HOA fees, and a warm, welcoming atmosphere. Whether you’re a first-time homebuyer, downsizing, or seeking a fantastic investment opportunity, this property checks all the boxes. Don’t miss your opportunity to make it yours! 3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 4 SubDv. ⋅ 32792 Zip Code 3-bedroom, 2-bath SINGLE-story block townhome with garage located in an excellent school district! Recent improvements include a BRAND-NEW ROOF (2025), BRAND-NEW HVAC SYSTEM (June 2026), and BRAND-NEW WATER HEATER (June 2026), all still under warranty! Plus fresh interior paint throughout (June 2026) and new flooring in the rear bedroom (no carpet in the home). With the big-ticket items already completed, this home offers exceptional peace of mind and truly worry-free ownership. The spacious floor plan features soaring living room ceilings, generously sized bedrooms, and a screened rear patio with ceiling fan and lighting, perfect for relaxing or entertaining—all on one level with no interior stairs. Two of the bedrooms feature sliding glass doors providing direct access to the backyard and abundant natural light. In addition to the screened patio, you’ll enjoy a large open patio area ready to become your own private outdoor retreat for grilling, gardening, or entertaining. Enjoy a super low HOA of just $65 per month, which includes access to a community pool just a short walk away, as well as a serene lake with a covered dock and gazebo perfect for relaxing, fishing, or socializing with neighbors. Ideally located near Downtown Winter Park, Park Avenue, Rollins College, Full Sail University, UCF, and Valencia College, with easy access to SR-436 and endless shopping, dining, and entertainment options just minutes away. This home is a true gem offering excellent schools, recent upgrades, a prime location, low HOA fees, and a warm, welcoming atmosphere. Whether you’re a first-time homebuyer, downsizing, or seeking a fantastic investment opportunity, this property checks all the boxes. Don’t miss your opportunity to make it yours! 3443 Allston Lane, Winter Park
$305,000 Welcome home to this charming 3-bedroom, 2-bathroom residence offering comfort, functionality, and the freedom of NO HOA! This inviting home features a desirable split-bedroom floor plan, a spacious living area, and a 2-car garage. Enjoy Florida living year-round from the screened and covered patio overlooking a fully fenced backyard—perfect for entertaining, pets, or simply relaxing in your own private outdoor retreat. Whether you're a first-time homebuyer, downsizing, or looking for a smart investment, this home offers the ideal combination of convenience and value. Located in the heart of Winter Park with easy access to shopping, dining, parks, major highways, and top-rated schools, this is an opportunity you won't want to miss! 3 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code Welcome home to this charming 3-bedroom, 2-bathroom residence offering comfort, functionality, and the freedom of NO HOA! This inviting home features a desirable split-bedroom floor plan, a spacious living area, and a 2-car garage. Enjoy Florida living year-round from the screened and covered patio overlooking a fully fenced backyard—perfect for entertaining, pets, or simply relaxing in your own private outdoor retreat. Whether you're a first-time homebuyer, downsizing, or looking for a smart investment, this home offers the ideal combination of convenience and value. Located in the heart of Winter Park with easy access to shopping, dining, parks, major highways, and top-rated schools, this is an opportunity you won't want to miss! 7261 Abbey Lane, Winter Park
$305,000 Come and see your new home in the sought after Vistas at Howell Branch community. This two story townhouse has 3 bedrooms, 2.5 baths, and open first floor, floor plan. Relax in the evening on your screened in porch. The master bedroom has a walk in closet and large master bath. Your washer and dryer are on the second floor centrally located to all the bedrooms. You will find yourself within walking distance of restaurants, grocery stores, and other retail outlets. It's central location puts within minutes of 436 and 417. Schedule your showing today! 3 Beds ⋅ 3 Baths ⋅ Vistas At Lake Howell SubDv. ⋅ 32792 Zip Code Come and see your new home in the sought after Vistas at Howell Branch community. This two story townhouse has 3 bedrooms, 2.5 baths, and open first floor, floor plan. Relax in the evening on your screened in porch. The master bedroom has a walk in closet and large master bath. Your washer and dryer are on the second floor centrally located to all the bedrooms. You will find yourself within walking distance of restaurants, grocery stores, and other retail outlets. It's central location puts within minutes of 436 and 417. Schedule your showing today! 1540 Florentino Lane, Winter Park
$300,000 Solid, mid-century modern house for growing family, in need of a little love, located in a quiet Winter Park neighborhood. HUGE backyard, with large covered open patio. One of the largest lots in the subdivision, with best configuration for possible growth opportunities. Mature trees in peaceful, fully fenced backyard. 4 bedroom, 2.5 bath with a split floor plan. Also, a possible redevelopment opportunity for builders and investors. New roof 2025, new HVAC system 2020, new water heater 2024, upgraded electric panel, re-piping of water system with Pex in 2010. Terrazzo and concrete flooring. Priced as-is for buyer to provide own upgrades. Located in Seminole County, just minutes from downtown Winter Park, YMCA, hospital, Rollins, Full Sail and UCF universities. Short distance to downtown Orlando, Orlando International Airport, Sanford Airport, theme parks and easy access to beaches on both coasts. 4 Beds ⋅ 3 Baths ⋅ Ridge High Sub SubDv. ⋅ 32792 Zip Code Solid, mid-century modern house for growing family, in need of a little love, located in a quiet Winter Park neighborhood. HUGE backyard, with large covered open patio. One of the largest lots in the subdivision, with best configuration for possible growth opportunities. Mature trees in peaceful, fully fenced backyard. 4 bedroom, 2.5 bath with a split floor plan. Also, a possible redevelopment opportunity for builders and investors. New roof 2025, new HVAC system 2020, new water heater 2024, upgraded electric panel, re-piping of water system with Pex in 2010. Terrazzo and concrete flooring. Priced as-is for buyer to provide own upgrades. Located in Seminole County, just minutes from downtown Winter Park, YMCA, hospital, Rollins, Full Sail and UCF universities. Short distance to downtown Orlando, Orlando International Airport, Sanford Airport, theme parks and easy access to beaches on both coasts. 2122 Ridge Drive, Winter Park
$300,000 Virtually Staged. Opportunity Awaits in the Heart of Winter Park! Welcome to 7426 Blue Jacket Place, a 3-bedroom, 2-bathroom home that's ready for its next chapter. Nestled on a quiet street in an established neighborhood, this property offers a fantastic opportunity for buyers looking to add their personal touch and create the home of their dreams. Plus, enjoy added peace of mind knowing the roof was replaced approximately six years ago. Inside, you'll find a spacious layout featuring a large living area, a functional kitchen with an adjoining dining space, and generously sized bedrooms. The screened-in porch is the perfect place to relax and enjoy the peaceful backyard. Step outside and discover one of this home's standout features—a beautiful, mature camphor tree that creates a picturesque backyard retreat with plenty of shade and room to garden, entertain, or simply unwind. The property also includes a storage shed, ample outdoor space for endless possibilities, and an existing 25-foot-deep well on the property, offering potential for future use. Conveniently located near shopping, dining, major roadways, parks, and all the highly sought-after Winter Park amenities, this home offers an unbeatable location with tremendous potential. Whether you're a first-time homebuyer, investor, or someone looking for a renovation project, this is an opportunity you won't want to miss. Bring your vision and make 7426 Blue Jacket Place your own! 3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 03 SubDv. ⋅ 32792 Zip Code Virtually Staged. Opportunity Awaits in the Heart of Winter Park! Welcome to 7426 Blue Jacket Place, a 3-bedroom, 2-bathroom home that's ready for its next chapter. Nestled on a quiet street in an established neighborhood, this property offers a fantastic opportunity for buyers looking to add their personal touch and create the home of their dreams. Plus, enjoy added peace of mind knowing the roof was replaced approximately six years ago. Inside, you'll find a spacious layout featuring a large living area, a functional kitchen with an adjoining dining space, and generously sized bedrooms. The screened-in porch is the perfect place to relax and enjoy the peaceful backyard. Step outside and discover one of this home's standout features—a beautiful, mature camphor tree that creates a picturesque backyard retreat with plenty of shade and room to garden, entertain, or simply unwind. The property also includes a storage shed, ample outdoor space for endless possibilities, and an existing 25-foot-deep well on the property, offering potential for future use. Conveniently located near shopping, dining, major roadways, parks, and all the highly sought-after Winter Park amenities, this home offers an unbeatable location with tremendous potential. Whether you're a first-time homebuyer, investor, or someone looking for a renovation project, this is an opportunity you won't want to miss. Bring your vision and make 7426 Blue Jacket Place your own! 7426 Blue Jacket Place E, Winter Park
$300,000 Offering the comfort and feel of a single-family home with the convenience of townhome living, this beautifully maintained two-story residence features 3 bedrooms, 2.5 baths, and a private courtyard conveniently located in Winter Park. Sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to your private outdoor courtyard. Inside, the spacious layout is complemented by low-maintenance tile flooring throughout and a cozy wood-burning fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with granite countertops, stainless steel appliances, and a newer refrigerator, while the generously sized bedrooms provide comfortable retreats. The primary suite features two closets and an ensuite bath with dual sinks. Major system updates provide exceptional peace of mind, including a brand-new roof and HVAC system installed in January 2026, along with fresh exterior paint, newer gutters (approximately three years old), and a newer fence. The washer and dryer convey, making this home truly move-in ready. The community offers an exceptionally low HOA fee of under $200 per month, adding to the home’s overall value. Ideally located with easy access to Winter Park, Maitland, Full Sail University, UCF, Rollins College, and Valencia College, as well as nearby shopping, dining, and major roadways. With its spacious design, private outdoor space, and proven rental history, this property presents an outstanding opportunity as either a primary residence or investment. Reach out to schedule your private showing now! 3 Beds ⋅ 3 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code Offering the comfort and feel of a single-family home with the convenience of townhome living, this beautifully maintained two-story residence features 3 bedrooms, 2.5 baths, and a private courtyard conveniently located in Winter Park. Sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to your private outdoor courtyard. Inside, the spacious layout is complemented by low-maintenance tile flooring throughout and a cozy wood-burning fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with granite countertops, stainless steel appliances, and a newer refrigerator, while the generously sized bedrooms provide comfortable retreats. The primary suite features two closets and an ensuite bath with dual sinks. Major system updates provide exceptional peace of mind, including a brand-new roof and HVAC system installed in January 2026, along with fresh exterior paint, newer gutters (approximately three years old), and a newer fence. The washer and dryer convey, making this home truly move-in ready. The community offers an exceptionally low HOA fee of under $200 per month, adding to the home’s overall value. Ideally located with easy access to Winter Park, Maitland, Full Sail University, UCF, Rollins College, and Valencia College, as well as nearby shopping, dining, and major roadways. With its spacious design, private outdoor space, and proven rental history, this property presents an outstanding opportunity as either a primary residence or investment. Reach out to schedule your private showing now! 1515 Winter Green Boulevard, Winter Park
$300,000 A MUST SEE! Beautifully remodeled 3 bedroom 2 bath home. Third bedroom has its own separate entrance as well. Large foyer and living room. Kitchen has beautiful 40 inch cabinets and granite counter tops. Septic system was just replaced in September. Close to everything. 3 Beds ⋅ 2 Baths ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code A MUST SEE! Beautifully remodeled 3 bedroom 2 bath home. Third bedroom has its own separate entrance as well. Large foyer and living room. Kitchen has beautiful 40 inch cabinets and granite counter tops. Septic system was just replaced in September. Close to everything. 121 Stefanik Road, Winter Park
$299,000 Welcome Home in the heart of Winter Park! Fantastic single-level townhouse fully remodeled with 3 bedrooms and 2 bathrooms, featuring beautiful cathedral ceilings upon entry and modern upgrades throughout. This move-in ready property offers a brand-new 2026 roof, freshly painted interior and exterior, a beautifully renovated kitchen, and fully updated bathrooms with elegant quartz countertops. Featuring a newer A/C system and new water heater, this home provides extra peace of mind for the new owners. Situated on a spacious corner lot, this home is perfect for families seeking comfort, style, and convenience. Enjoy your own private fenced backyard, ideal for relaxing, entertaining, or pets. The community offers a low HOA with fantastic amenities including a swimming pool, tennis courts, and playground. Conveniently located just 8 miles from UCF with quick access to shopping, dining, entertainment, and major highways. A perfect blend of location, lifestyle, and value! 3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code Welcome Home in the heart of Winter Park! Fantastic single-level townhouse fully remodeled with 3 bedrooms and 2 bathrooms, featuring beautiful cathedral ceilings upon entry and modern upgrades throughout. This move-in ready property offers a brand-new 2026 roof, freshly painted interior and exterior, a beautifully renovated kitchen, and fully updated bathrooms with elegant quartz countertops. Featuring a newer A/C system and new water heater, this home provides extra peace of mind for the new owners. Situated on a spacious corner lot, this home is perfect for families seeking comfort, style, and convenience. Enjoy your own private fenced backyard, ideal for relaxing, entertaining, or pets. The community offers a low HOA with fantastic amenities including a swimming pool, tennis courts, and playground. Conveniently located just 8 miles from UCF with quick access to shopping, dining, entertainment, and major highways. A perfect blend of location, lifestyle, and value! 2529 Windward Way, Winter Park
$295,000 Now Available in Eastbrook of Winter Park! Come see this charming Home consisting of 3 bedrooms, 2 bath, 1,363(sqft), -clean residence with a spacious layout and great back yard! This is the perfect home for those looking for space and best of it’s move in ready. Property is being sold “as-is” with right to inspect. New Interior & Exterior paint!! It is the buyers and buyer’s agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates. 3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code Now Available in Eastbrook of Winter Park! Come see this charming Home consisting of 3 bedrooms, 2 bath, 1,363(sqft), -clean residence with a spacious layout and great back yard! This is the perfect home for those looking for space and best of it’s move in ready. Property is being sold “as-is” with right to inspect. New Interior & Exterior paint!! It is the buyers and buyer’s agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates. 1484 Viburnum Lane, Winter Park
$292,175 One or more photo(s) has been virtually staged. Move-in ready 3-bedroom, 2-bath townhome in desirable Winter Park featuring recent exterior paint and a clean, modern presentation throughout. BRAND NEW water heater, A/C replaced in 2021, and NEW ROOF (2026). The spacious family room sits beneath dramatic two-story vaulted ceilings highlighted by tongue-and-groove ceiling planks, creating an open and architectural focal point. The functional layout includes a large bedroom and full bath on the main level—ideal for guests, a home office, or multi-generational living. Upstairs, two additional bedrooms share a Jack-and-Jill style bath, offering privacy and efficiency. The kitchen opens to the dining and living areas, making the space well-suited for everyday living and entertaining. Sliding doors lead to a screened-in patio and a private, white PVC-fenced yard—low maintenance and perfect for relaxing or pets. Additional features include wood-look flooring in main living areas, neutral finishes, and abundant natural light. Conveniently located near Winter Park shopping, dining, parks, and major roadways. A strong option for buyers seeking space, location, and low-maintenance townhome living. 3 Beds ⋅ 2 Baths ⋅ Fernbrook Trails SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. Move-in ready 3-bedroom, 2-bath townhome in desirable Winter Park featuring recent exterior paint and a clean, modern presentation throughout. BRAND NEW water heater, A/C replaced in 2021, and NEW ROOF (2026). The spacious family room sits beneath dramatic two-story vaulted ceilings highlighted by tongue-and-groove ceiling planks, creating an open and architectural focal point. The functional layout includes a large bedroom and full bath on the main level—ideal for guests, a home office, or multi-generational living. Upstairs, two additional bedrooms share a Jack-and-Jill style bath, offering privacy and efficiency. The kitchen opens to the dining and living areas, making the space well-suited for everyday living and entertaining. Sliding doors lead to a screened-in patio and a private, white PVC-fenced yard—low maintenance and perfect for relaxing or pets. Additional features include wood-look flooring in main living areas, neutral finishes, and abundant natural light. Conveniently located near Winter Park shopping, dining, parks, and major roadways. A strong option for buyers seeking space, location, and low-maintenance townhome living. 5473 Bracken Court, Winter Park
$290,000 Welcome home to this charming 2-bedroom, 1-bathroom gem nestled in the heart of Winter Park AND College Park. This charming single-story concrete-block home blends timeless character with everyday convenience. It has a dimensional-shingle roof, and a full-length driveway leading to a covered carport deliver lasting value and practical, protected parking with an attached laundry & storage room. Located just minutes away from Downtown Orlando, Disney, Universal and Advent Health, this sought-after location offers convenience and comfort. This home boasts not only a prime location but also a cozy ambiance that will make you feel right at home. With its Terrazzo floors adding warmth and character, and the spacious fenced-in backyard providing privacy and room for outdoor activities, this property is ideal for those seeking the perks of Winter Park and College Park living as well as the fun outgoing, Orlando attractions. 2 Beds ⋅ 1 Baths ⋅ Olympia Heights SubDv. ⋅ 32789 Zip Code Welcome home to this charming 2-bedroom, 1-bathroom gem nestled in the heart of Winter Park AND College Park. This charming single-story concrete-block home blends timeless character with everyday convenience. It has a dimensional-shingle roof, and a full-length driveway leading to a covered carport deliver lasting value and practical, protected parking with an attached laundry & storage room. Located just minutes away from Downtown Orlando, Disney, Universal and Advent Health, this sought-after location offers convenience and comfort. This home boasts not only a prime location but also a cozy ambiance that will make you feel right at home. With its Terrazzo floors adding warmth and character, and the spacious fenced-in backyard providing privacy and room for outdoor activities, this property is ideal for those seeking the perks of Winter Park and College Park living as well as the fun outgoing, Orlando attractions. 1941 Oglesby Avenue, Winter Park
$290,000 Tucked inside one of Winter Park's most sought-after zip codes, this FULLY RENOVATED two-story condo lives like a townhome — and feels like new construction. The main floor flows from a beautifully updated kitchen with new stainless appliances, contemporary finishes, and butcher block bar top into a bright open living space, with a convenient half bath for guests. Upstairs, both bedrooms are true primary suites — each with its own private en-suite bath, large closet, and oversized window. Major systems have all been replaced: new roof, new plumbing, new hot water heater, and new in-unit Maytag washer and dryer. Step outside to your screened patio just steps from the community pool. Walk to Park Avenue's celebrated restaurants, shops, and cafés. Zoned for Dommerich Elementary (9/10 GreatSchools) and Winter Park High School. This one is genuinely move-in ready — nothing to do but move in. 2 Beds ⋅ 3 Baths ⋅ Sandlewood Creek Condo Ph 10 SubDv. ⋅ 32789 Zip Code Tucked inside one of Winter Park's most sought-after zip codes, this FULLY RENOVATED two-story condo lives like a townhome — and feels like new construction. The main floor flows from a beautifully updated kitchen with new stainless appliances, contemporary finishes, and butcher block bar top into a bright open living space, with a convenient half bath for guests. Upstairs, both bedrooms are true primary suites — each with its own private en-suite bath, large closet, and oversized window. Major systems have all been replaced: new roof, new plumbing, new hot water heater, and new in-unit Maytag washer and dryer. Step outside to your screened patio just steps from the community pool. Walk to Park Avenue's celebrated restaurants, shops, and cafés. Zoned for Dommerich Elementary (9/10 GreatSchools) and Winter Park High School. This one is genuinely move-in ready — nothing to do but move in. 184 Sandlewood Trail Unit #2, Winter Park
$287,500 DATA ENTRY ONLY. SOLD OFF MARKET 3 Beds ⋅ 3 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code DATA ENTRY ONLY. SOLD OFF MARKET 4428 Steed Terrace, Winter Park
$287,500 OPEN HOUSE CANCELLED. Charming 3-bedroom, 2-bath home in the heart of desirable Winter Park—bright and inviting layout with comfortable living spaces and plenty of natural light. Enjoy a private backyard perfect for relaxing or entertaining. Conveniently located near shopping and dinning. 3 Beds ⋅ 2 Baths ⋅ Winter Park Oaks SubDv. ⋅ 32789 Zip Code OPEN HOUSE CANCELLED. Charming 3-bedroom, 2-bath home in the heart of desirable Winter Park—bright and inviting layout with comfortable living spaces and plenty of natural light. Enjoy a private backyard perfect for relaxing or entertaining. Conveniently located near shopping and dinning. 119 Oak Grove Road, Winter Park
$286,000 Discover this beautifully renovated 2-bedroom, 1.5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-de-sac lot with no HOA, this home has been completely upgraded to offer modern comfort and style. Step inside to luxury vinyl flooring throughout, an open-concept living space, and a sleek kitchen with stainless steel appliances. The high-end bathroom remodel adds a spa-like touch, while the spacious bedrooms provide a cozy retreat. The highlight? A brand-new private pool, perfect for unwinding or entertaining in your own backyard oasis! Located just minutes from downtown Winter Park’s shopping, dining, and entertainment, with easy access to the airport, UCF, and major attractions. Whether you're looking for a starter home, investment property, or vacation retreat, this home is a rare find. Furnishings are negotiable. Schedule your showing today! 2 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code Discover this beautifully renovated 2-bedroom, 1.5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-de-sac lot with no HOA, this home has been completely upgraded to offer modern comfort and style. Step inside to luxury vinyl flooring throughout, an open-concept living space, and a sleek kitchen with stainless steel appliances. The high-end bathroom remodel adds a spa-like touch, while the spacious bedrooms provide a cozy retreat. The highlight? A brand-new private pool, perfect for unwinding or entertaining in your own backyard oasis! Located just minutes from downtown Winter Park’s shopping, dining, and entertainment, with easy access to the airport, UCF, and major attractions. Whether you're looking for a starter home, investment property, or vacation retreat, this home is a rare find. Furnishings are negotiable. Schedule your showing today! 3204 Netherwood, Winter Park
$285,000 Welcome to this charming ground-floor condo, nestled in the highly sought-after 55+ community of Winter Park Gardens. This TWO-bedroom, TWO-bathroom condo offers a perfect blend of comfort, and stunning picturesque views. The open layout seamlessly connects the kitchen to the living area, and into to the sunroom/Florida room. This space is perfect for enjoying the tranquil views, offering a peaceful ambiance year-round. The spacious bedroom is filled with natural light, creating a bright and inviting atmosphere. This condo is located in a vibrant 55+ community that offers beautifully landscaped grounds with lush landscaping, lighted paths, and scenic pond, a sparkling community pool, and a clubhouse where residents can gather and enjoy social activities. The prime location provides easy access to a variety of amenities and attractions. Just minutes away, you'll find the historic Winter Park district, home to the renowned Park Avenue with its boutique shops, restaurants, and cultural events. The nearby Azalea Tennis Center, Mead Botanical Gardens, and Rollins College offer further enriching experiences. Embrace the serene and active lifestyle this community provides, with the added convenience of being close to Downtown Orlando, Baldwin Park, major highways like 408 and I-4, and the MCO Airport. The assigned parking space is just steps away from your front door with plenty of additional parking for guests. Don't miss the chance to make this delightful condo your own. 2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code Welcome to this charming ground-floor condo, nestled in the highly sought-after 55+ community of Winter Park Gardens. This TWO-bedroom, TWO-bathroom condo offers a perfect blend of comfort, and stunning picturesque views. The open layout seamlessly connects the kitchen to the living area, and into to the sunroom/Florida room. This space is perfect for enjoying the tranquil views, offering a peaceful ambiance year-round. The spacious bedroom is filled with natural light, creating a bright and inviting atmosphere. This condo is located in a vibrant 55+ community that offers beautifully landscaped grounds with lush landscaping, lighted paths, and scenic pond, a sparkling community pool, and a clubhouse where residents can gather and enjoy social activities. The prime location provides easy access to a variety of amenities and attractions. Just minutes away, you'll find the historic Winter Park district, home to the renowned Park Avenue with its boutique shops, restaurants, and cultural events. The nearby Azalea Tennis Center, Mead Botanical Gardens, and Rollins College offer further enriching experiences. Embrace the serene and active lifestyle this community provides, with the added convenience of being close to Downtown Orlando, Baldwin Park, major highways like 408 and I-4, and the MCO Airport. The assigned parking space is just steps away from your front door with plenty of additional parking for guests. Don't miss the chance to make this delightful condo your own. 700 Melrose Avenue Unit H4, Winter Park