Location: Winter Springs
Do Not Show Listings
171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$315,00083 Days on yellowkey MLS ID: O6396871
REDUCED by $10,000 (3.1%) on 06/10/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $2,346 (2024)Community: Heritage Park TwnhmsTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,346
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Welcome to this beautifully maintained townhome located in the desirable gated community of Heritage Park in Winter Springs. Perfectly positioned directly across from the community pool with ample guest parking nearby, this move-in ready home offers both comfort and convenience. Step inside to find attractive laminate flooring flowing throughout the first floor, complemented by neutral paint and upgraded lighting that create a warm and inviting atmosphere. The open-concept layout seamlessly connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The well-appointed kitchen features 42" cabinetry, granite countertops, stainless steel appliances, a closet pantry, and a convenient peninsula with breakfast bar seating. Just beyond the living space, enjoy peaceful outdoor living on the open patio overlooking a serene pond backed by conservation—perfect for relaxing mornings or unwinding at the end of the day. Upstairs, all three bedrooms provide privacy and comfort. The spacious primary suite offers tranquil pond views, a walk-in closet, and an en-suite bathroom complete with an oversized single-sink vanity and a large tiled shower. Two additional bedrooms are generously sized with ample closet space, ceiling fans, and plenty of natural light. A full guest bathroom with a shower/tub combination on the second floor and a convenient half bath on the first floor complete the home. Additional highlights include a one-car garage, prime location within the community, and fully furnished option for no additional cost! This is a wonderful opportunity to enjoy low-maintenance living in a sought-after location—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jean Scott (407-759-5320)
1270 TARFLOWER DR, WINTER SPRINGS, FL 32708
$409,99049 Days on yellowkey MLS ID: O6407275
1 Days Off yellowkey (back on 6/2/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Tax Year: 2025
Remarks: Under Construction. The Catalina II offers a spacious and modern open-concept design on the main level, creating the perfect setting for entertaining, everyday living, and gathering with family and friends. This thoughtfully designed townhome features 4 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, blending functionality with contemporary style in desirable Winter Springs, FL. The owner’s suite serves as a private retreat, complete with a well-appointed ensuite bathroom and a generous walk-in closet. The chef-inspired kitchen is designed for both beauty and performance, showcasing stainless steel appliances, a walk-in pantry, and a convenient breakfast bar ideal for casual dining and hosting.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
1262 TARFLOWER DR, WINTER SPRINGS, FL 32708
$389,99049 Days on yellowkey MLS ID: O6407223
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Under Construction. Welcome to the Catalina I, a thoughtfully designed townhome in the heart of Winter Springs, FL, where style, comfort, and functionality come together seamlessly. This modern residence features an open-concept layout that connects the gathering room, dining area, and kitchen—creating a bright, airy space perfect for both everyday living and effortless entertaining. Offering 3 spacious bedrooms, this home provides flexible options ideal for families, remote professionals, or those needing a dedicated home office. The versatile loft adds even more living space, perfect for a media room, play area, or additional workspace tailored to your lifestyle. Designed with livability in mind, the Catalina I delivers a balance of comfort and convenience in one of Central Florida’s most desirable suburban communities.
445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708
$404,00027 Days on yellowkey MLS ID: O6413309
2 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1682 Built: 2016Monthly Fee: $233 Tax: $3,715 (2025)Community: Jesups LandingTownhouse
Taxes:$3,715
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. WELCOME HOME!! Located in the highly desirable Jesups Landing community, this impeccably maintained end-unit townhome features 3 bedrooms, 2.5 bathrooms, a versatile loft, and 1,682 square feet of thoughtfully designed living space. Its premium end-unit location offers exceptional natural light through 15 windows, creating a bright and inviting atmosphere. The home is currently being equipped with new exterior siding for enhanced curb appeal and long-term durability, while a newer A/C system provides added efficiency and peace of mind. A private balcony offers additional outdoor living space, and the attached two-car garage provides ample parking and storage. Residents of Jesups Landing enjoy access to community amenities including a pool, clubhouse, and fitness center, while being conveniently located near the Cross Seminole Trail, Central Winds Park, Winter Springs Town Center, shopping, dining, and everyday conveniences. The property is also located near highly rated schools and offers easy access to major roadways, making commuting to Downtown Orlando, UCF, and other Central Florida destinations simple and convenient. Move-in ready and thoughtfully updated, this home offers a rare opportunity to own one of the community's highly desirable end-unit floorplans in one of Winter Springs' most sought-after neighborhoods.
Listing is courtesy of: MAROON REALTY GROUP LLC (407-774-7083)
Listing Agent: Austin Lanpher (303-720-1925)
576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$340,00058 Days on yellowkey MLS ID: O6401477
1 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1602 Built: 2005Monthly Fee: $264 Tax: $4,310 (2024)Community: Barclay Reserve TwnhmsTownhouse
Taxes:$4,310
Elementary School: Lawton Elementary
High School: Oviedo High
Middle School: Jackson Heights Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained townhome in the gated community of Barkley Reserve, ideally located in the heart of Winter Springs. This spacious corner-unit home offers 3 bedrooms, 2.5 bathrooms, and a private setting backing to conservation with no rear neighbors. Inside, you’ll find an inviting open floor plan filled with natural light, a generous living area perfect for entertaining, and a well-appointed kitchen featuring ample cabinet space and functionality for everyday living. Beyond the home itself, the location is hard to beat, just minutes from SR417, providing quick access throughout Central Florida, while being conveniently positioned near Oviedo, consistently recognized as one of the best suburbs in America.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Mario Zendeli (407-325-3893)
1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$469,00090 Days on yellowkey MLS ID: O6395600
REDUCED by $9,500 (2.0%) on 06/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2344 Built: 2021Monthly Fee: $236 Tax: $2,985 (2025)Community: Seminole Crossing TwnhmsTownhouse
Taxes:$2,985
Remarks: One or more photo(s) has been virtually staged. Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for connection and ease, tree-lined streets, inviting trails and a sense of community that makes this address desirable. Ideally just moments from Winter Springs Town Center, this residence offers an accessible lifestyle. Natural light fills the interiors, creating a warm and welcoming ambiance suited for relaxed living and stylish entertaining. Thoughtfully designed across three levels, the first floor offers a private retreat ideal for guests, complete with its own en suite. The second level unfolds into the heart of the home, featuring an open concept living space with a well-appointed kitchen, dining area and inviting family room. The third floor is dedicated to restful living, showcasing three bedrooms, two full baths and a convenient laundry area. Updates include new carpeting throughout with transferable warranty and fresh interior paint reflecting the home's meticulous maintenance. Beyond your doorstep, accessibility becomes a defining feature of this lifestyle. Enjoy proximity to local shops, dining, parks and top-rated Seminole County schools, all just moments away. With easy access to major roadways, commuting to downtown Orlando, nearby business hubs, or weekend destinations is simple and efficient. Amenities include community pool, trails and accessibility to area favorites.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jackie Hughes (407-247-0030)
446 CLUB DR, WINTER SPRINGS, FL 32708
$269,000139 Days on yellowkey MLS ID: O6380694
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1994Monthly Fee: $520 Tax: $886 (2024)Community: Cypress ClubTownhouse
Taxes:$886
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: Discover effortless living in this immaculate 3-bedroom, 2-bath townhome nestled in the desirable Cypress Club at The Highlands. Thoughtfully maintained and beautifully updated, this residence offers the perfect blend of comfort, style, and convenience with a desirable split-bedroom floor plan—featuring one bedroom and a full bathroom on the main level, and the primary suite along with a third bedroom upstairs. Sliding glass doors open to a private screened porch, ideal for morning coffee, evening relaxation, or entertaining guests. This inviting space offers seamless indoor-outdoor living along with additional storage. The upgraded kitchen is a true highlight, showcasing solid wood cabinetry, modern countertops, and a breakfast bar perfect for casual dining or hosting friends and family. Two reserved parking spaces are conveniently located directly at your front door. Enjoy the resort-style lifestyle The Highlands is known for, offering a community pool, recreational building, tennis courts, and scenic hiking trails. Ideally located near I-4 and SR-417, commuting and weekend adventures are effortless. HOA fees provide exceptional value, covering exterior building and grounds maintenance, community amenities, —delivering peace of mind and truly low-maintenance living. IMPORTANT MESSAGE- While this townhouse HOA fees may seem higher, it covers roof replacement and maintenance (brand new 2026), exterior maintenance, landscaping, and more. A single-family home may have lower HOA fees, but usually comes with higher maintenance costs, more upkeep, and added stress - making the overall expense very similar in the end, with far less hassle in a townhouse community. Schedule your private showing today and make this exceptional townhome yours.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Hanoi Burgos (407-342-1539)
506 CLUB DR, WINTER SPRINGS, FL 32708
$232,000223 Days on yellowkey MLS ID: O6362326
REDUCED by $5,000 (2.1%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1002 Built: 1987Monthly Fee: $398 Tax: $1,908 (2024)Community: Cypress ClubTownhouse
Taxes:$1,908
Remarks: Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. Residents enjoy amenities including community pool, tennis courts, lush parks, and scenic walking trails throughout the neighborhood. Conveniently located near shopping, dining, entertainment, major highways, and all the area’s conveniences.
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Kathleen Harrison (407-435-9565)
477 GREEN SPRING CIR, WINTER SPRINGS, FL 32708
$234,99969 Days on yellowkey MLS ID: O6401530
1 Days Off yellowkey (back on 5/2/2026)
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1280 Built: 1989Monthly Fee: $185 Tax: $1,834 (2025)Community: Mount Greenwood Unit 4 OfTownhouse
Taxes:$1,834
Remarks: Under contract-accepting backup offers. Conveniently located in Winter Springs, this property is a Charming end-unit townhome offering extra privacy and a bright, open layout! This well-maintained home features a spacious living area, updated kitchen with modern cabinetry and stainless steel appliances, and a separate dining/flex space perfect for entertaining or working from home. Enjoy durable tile flooring throughout the main living areas, plenty of natural light, and a functional floor plan that feels both comfortable and inviting. The end-unit location provides added yard space and a more private feel. Nearby Attractions: Central Winds Park & Lake Jessup – Large park with trails, sports fields, and lake views Cross Seminole Trail – Popular walking and biking trail nearby Torcaso Cove Park – Playground, splash pad, and family-friendly amenities Overlook Park (Oviedo) – Boardwalks, fishing pier, and scenic lake views Central Florida Zoo & Botanical Gardens (Sanford) – Easy family day trip Winter Springs Town Center – Community events, dining, and festivals Winter Park (20–25 min drive).
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Avel Ramirez (321-304-1690)
455 OLD FARM LN, WINTER SPRINGS, FL 32708
$356,000118 Days on yellowkey MLS ID: O6387357
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1085 Built: 2012Monthly Fee: $190 Tax: $4,528 (2025)Community: Jesups Reserves ReplatTownhouse
Taxes:$4,528
Remarks: Welcome to this charming townhome in the highly desirable Jesup Reserve community located in beautiful Winter Springs. This 2-bedroom, 2-bath home offers comfort, convenience, and excellent potential for both homeowners and savvy investors. Step inside to find a spacious layout featuring a modern kitchen equipped with stainless steel appliances and a newer Carrier A/C system for year-round comfort. The home includes a 2-car garage plus additional street parking, making it perfect for families or guests. While the property does need new flooring, it presents a fantastic opportunity to add value and customize the space to your style. Residents of Jesup Reserve enjoy access to a beautiful community pool, ideal for relaxing and enjoying the Florida lifestyle. The home is also conveniently located near top schools, shopping, dining, and major retailers including Publix, making every day errands quick and easy. Whether you're a family looking for a welcoming community or an investor seeking a strong rental opportunity, this townhome offers location, amenities, and upside potential. Seller is very motivated to sell!!!!!!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-841-0888)
Listing Agent: James Rice (321-247-0583)
4113 HEDGE MAPLE PL, WINTER SPRINGS, FL 32708
$275,00084 Days on yellowkey MLS ID: O6396927
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1330 Built: 2010Monthly Fee: $345 Tax: $3,769 (2024)Community: Heritage CommonsTownhouse
Taxes:$3,769
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: If you are looking for a Gated Community with the most desirable location in the community you know you have found it! This home boosts an open floorplan that includes a breakfast bar and open to the family and dining area on the main floor, with high ceilings and lots of natural light. Upgraded appliances, kitchen countertops, and flooring. This floor plan offers two spacious master suites upstairs both with walk in closets, divided by a large laundry room complete with storage and large washer and dryer that are staying! No more carrying laundry up the stairs. Beautiful hardwood floors including the stairs with well-appointed finishes throughout. A MUST SEE! Conveniently located near UCF, shopping, roadways, restaurants and the TOP RATED SCHOOLS in the area.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Susan Pinnock (407-435-9125)
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