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846 Driver Avenue, Winter Park
$310,000
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
751 Warrenton Road, Winter Park
$310,000
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
736 Warrenton Road, Winter Park
$310,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Renovated 2 bedroom, 2 bathroom villa in a prime Winter Park location, ready for its next owner. Walk into a spacious, light and bright foyer with fresh interior paint and sliding doors that lead out to the patio, bringing in tons of natural light. The seller has removed all popcorn ceilings (a huge upgrade), and the property features laminate flooring throughout most of the main living areas. The main living space has vaulted ceilings and an open layout with room for both living and dining, and sliding glass doors leading out to the patio. The kitchen has been updated with new stainless steel appliances and new countertops, and offers a closet pantry along with a bay window that brightens the space. The primary suite is set toward the back of the home with high ceilings, its own sliding doors to the patio, a walk-in closet, and a renovated bathroom with a large walk-in shower. The split floor plan places the second bedroom near the front by the foyer, with a renovated full bathroom just next to it—great for guests or a home office. The backyard offers a blank canvas to create your own oasis, with a covered patio, a large screened porch, and a fully fenced private yard—hard to find with a villa! Additional highlights include a one-car garage with washer/dryer hookup, new light fixtures, and fresh interior paint. Located in the Winter Park Pines just minutes from iconic Park Avenue shopping and dining and downtown Winter Park. Across from Full Sail and a short drive to UCF. Call today to schedule your private showing!

736 Warrenton Road, Winter Park
1792 Chilean Lane, Winter Park
$310,000
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
5781 Shale Court, Winter Park
$307,500
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
3443 Allston Lane, Winter Park
$305,999
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
7261 Abbey Lane, Winter Park
$305,000
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
1540 Florentino Lane, Winter Park
$305,000
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
2122 Ridge Drive, Winter Park
$300,000
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
7426 Blue Jacket Place E, Winter Park
$300,000
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
1313 S Denning Drive, Winter Park
$300,000
3 Beds ⋅ 2 Baths ⋅ Elizabeth Heights Sub SubDv. ⋅ 32789 Zip Code
Sold Data Only

1313 S Denning Drive, Winter Park
1515 Winter Green Boulevard, Winter Park
$300,000
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
3227 Crown Jewel Court, Winter Park
$300,000
3 Beds ⋅ 3 Baths ⋅ Coronado Twnhms SubDv. ⋅ 32792 Zip Code
Welcome home to a well-maintained 3-bedroom, 2 full bath, and 1 half bath home tucked away on a quiet cul-de-sac. This home offers a comfortable layout with just the right amount of space for everyday living and entertaining. The main living areas feel open and inviting, with plenty of natural light flowing throughout. The kitchen features granite countertops, ample cabinet and counter space, and connects easily to the dining and living areas, making it perfect for gatherings or casual nights at home. The bathrooms also include granite countertops, adding a clean and updated touch throughout. Upstairs, the primary bedroom offers a peaceful retreat with its own private bath, while the additional bedrooms provide flexibility for guests, a home office, or hobbies. The half bath downstairs adds extra convenience for visitors. Conveniently located near great schools, shopping, dining, and everything Orlando has to offer, this home combines comfort with a great location. Also close to the University of Central Florida and Oviedo. Schedule your private showing and come see it for yourself.

3227 Crown Jewel Court, Winter Park
3209 Royal Street, Winter Park
$300,000
3 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code
Absolutely stunning, well maintained, MOVE-IN READY 3 bedroom, 2 bath home with a two-car garage, tucked away on a quiet cul-de-sac in the heart of Winter Park and with NO HOA!! Step through your screened porch and inside to luxury vinyl flooring gracefully flowing throughout the entire home, complemented by fresh interior paint that gives the space a crisp, modern look. The kitchen is both functional and inviting, offering real wood cabinetry, granite-inspired countertops, a tiled backsplash, stainless steel appliances, an oversized pantry, and a generous breakfast bar that opens seamlessly to the living and dining areas, perfect for entertaining or everyday living. The primary suite provides a comfortable retreat with a walk-in closet featuring a custom organizer and sliding doors that lead directly to the backyard oasis. Its en-suite bath has been thoughtfully refreshed with new toilet, new vanity, and updated fixtures for a bright, polished finish. The split floor plan enhances privacy, while the secondary bedrooms are ample size and include custom closet organizers and updated ceiling fans with light. The guest bathroom has also been refreshed with new toilet, vanity, mirror and fixtures to match the home’s clean, cohesive feel. Major improvements include a NEWER ROOF and HVAC system (2021), NEW WINDOWS & SLIDERS, a newer electrical panel, and a newer water heater, offering both comfort and peace of mind. Step outside to a massive FULLY FENCED backyard with endless possibilities for entertaining, gardening, play, or simply relaxing. Space like this is hard to come by in Winter Park at this price point. Come see this home for before it is too late! Ideally located just minutes from Costco, Publix, Full Sail University, UCF, Rollins College, Baldwin Park, Downtown Orlando, the 417, Orlando Executive Airport, and countless shopping and dining options, this home combines comfort, updates, and convenience in one compelling package. If you’ve been looking for a well-cared-for home in a prime location with real outdoor space and meaningful upgrades already completed, this one is worth your attention. Schedule your private showing, TODAY!

3209 Royal Street, Winter Park
600 W Webster Avenue, Winter Park
$300,000
2 Beds ⋅ 1 Baths ⋅ Carver Town SubDv. ⋅ 32789 Zip Code
Discover a rare opportunity in the heart of Winter Park, where classic charm meets modern potential. Situated on one of the area’s most coveted streets, this residence is just minutes from Park Avenue, Rollins College, and Winter Park Village. The home features a light-filled, thoughtful layout with hard-to-find character. Offering incredible flexibility, buyers may choose to renovate and expand the existing structure to preserve its architectural heritage or start fresh and design a custom home from the ground up. Whether for a primary residence, a well-appointed second home, or an investment opportunity, this property represents exceptional potential in the core of Winter Park.

600 W Webster Avenue, Winter Park
311 E Morse Boulevard Unit 6-3, Winter Park
$300,000
1 Beds ⋅ 1 Baths ⋅ Whispering Waters SubDv. ⋅ 32789 Zip Code
Discover your new downtown Winter Park ground-floor pied-à-terre. Two blocks from Park Avenue, the 1960s mid-century modern Whispering Waters Condominiums are a Winter Park landmark. Your remodeled end-unit studio features an updated open kitchen with plentiful wood cabinets, ceramic tile flooring throughout, new dual-pane windows, a stylish updated bathroom with a step-in shower, and wood built-ins in the living room. Open to the living room is a sleeping alcove that accommodates a queen-size bed. An additional 9’ by 6’ enclosed room could be used as a bedroom, an office, or a lounging space. With easy access from your new pad to both Interlachen Avenue and Morse Boulevard, your downtown Winter Park adventures await.< Included is one assigned parking space in the secured underground garage, where you will also find a community laundry room. Enjoy mail and package delivery directly to your door. Electricity, gas, water, and sewer are included in your monthly condo fee for worry-free simplicity. Community amenities include: • Community swimming pool; • Lakeview social club room; • Outdoor patios overlooking Lake Osceola; • On-site management. Whispering Waters is a 55+ Community.

311 E Morse Boulevard Unit 6-3, Winter Park
121 Stefanik Road, Winter Park
$300,000
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
2529 Windward Way, Winter Park
$299,000
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
2804 Whispering Way, Winter Park
$299,000
2 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
The PERFECT size!! 2 bedroom/2 bath home with an OPEN & SMART floorplan! 2025 FRESH PAINT INSIDE & OUT! 2023 NEW ROOF Beautiful vinyl floors in common areas and FRESH carpet in the bedrooms. Charming screened back porch is perfect for relaxing evenings or slow morning coffee. Or take a walk to the private LAKE to enjoy the breeze and birds. Paddleboards, kayaks, and canoes are welcome. NO motorized watercraft. Community also features tennis courts and a playground. And Soooo conveniently located!! 4 minutes to 436, 8 minutes to the 417, 9 minutes to 17-92, 15 minutes to Rollins/Park Ave, 17 minutes to UCF or 17 minutes to I-4!! Call or Text your agent today!!

2804 Whispering Way, Winter Park
1484 Viburnum Lane, Winter Park
$295,000
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
1509 Winter Green Boulevard, Winter Park
$295,000
3 Beds ⋅ 3 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code
Updated 3-Bedroom, 3-Bath Townhouse in Winter Green Community – Move-In Ready! Welcome to this beautifully updated 3-bedroom, 3-bath townhouse located in the desirable Winter Park community in Florida. This spacious and well-maintained home features modern upgrades throughout, including granite countertops, neutral interior colors, and an inviting open layout that's perfect for both everyday living and entertaining. Enjoy the convenience of a move-in ready home with access to fantastic community amenities, including a sparkling pool and clubhouse. Ideally situated near shopping, dining, and just minutes from UCF, this location offers both comfort and connectivity. Co-List Agent related to Seller

1509 Winter Green Boulevard, Winter Park
5473 Bracken Court, Winter Park
$292,175
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
1941 Oglesby Avenue, Winter Park
$290,000
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
184 Sandlewood Trail Unit #2, Winter Park
$290,000
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
1920 Carrigan Avenue, Winter Park
$290,000
3 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code
Welcome home to 1920 Carrigan Avenue! Located in the highly desirable Winter Park section of Seminole County, this beautifully updated 3-bedroom, 2-bathroom home sits on an oversized 0.22-acre lot with mature trees and no HOA. Inside, you’ll find a modern and inviting space featuring remodeled bathrooms, an updated kitchen with stainless steel appliances, stylish laminate flooring, and fresh paint both inside and out. Major updates include a new AC system in 2023 and PEX piping throughout, offering peace of mind for years to come. Tucked away on a quiet dead-end street, this home is zoned for top-rated Seminole County schools and just minutes from Park Avenue, Winter Park Village, Rollins College, and major roadways like 436, I-4, and 417. Commuting to Downtown Orlando or Orlando International Airport is a breeze. With its unbeatable location, and no HOA fees, this is a rare opportunity you won’t want to miss.

1920 Carrigan Avenue, Winter Park
2411 Gallery View Drive Unit 5, Winter Park
$290,000
2 Beds ⋅ 2 Baths ⋅ Gallery At Winter Park Sec 02 SubDv. ⋅ 32792 Zip Code
FIRST-FLOOR LIVING WITH DIRECT WATER VIEWS AND AN UNBEATABLE LOCATION! Located in one of Winter Park’s most convenient and cared-for communities, The Gallery at Winter Park. This 2-bedroom, 2-bath condo showcases a beautifully updated kitchen and refreshed bathrooms. Contemporary luxury vinyl floors extend across the bedrooms and living areas for a clean, cohesive look. The primary suite is at the rear of the unit, with French doors opening to the screened-in patio, where you’ll enjoy peaceful water views framed by mature landscaping. The second bedroom, positioned at the front of the home, has its own bathroom, perfect for guests. Additional highlights include an in-unit laundry closet, a covered assigned parking space, and a prime location just across from the community pool. Beyond the home, the location is unmatched: within minutes you’ll find Publix, Sprouts, and tons of dining options. A short drive takes you to Park Avenue, Rollins College, or major roadways like Semoran Blvd. If you’re looking for low-maintenance living in the heart of Winter Park, complete with water views and walkable conveniences, this home delivers it all! Call us today for a showing!

2411 Gallery View Drive Unit 5, Winter Park
4428 Steed Terrace, Winter Park
$287,500
3 Beds ⋅ 3 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code
DATA ENTRY ONLY. SOLD OFF MARKET

4428 Steed Terrace, Winter Park
119 Oak Grove Road, Winter Park
$287,500
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
3204 Netherwood, Winter Park
$286,000
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
700 Melrose Avenue Unit H4, Winter Park
$285,000
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

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