Displaying: For Sale
Location: Winter Springs
Property Type(s): Townhomes
Beds: 3 to 3
Do Not Show Listings
Winter Springs - 30 properties found
1262 TARFLOWER DR, WINTER SPRINGS, FL 32708
$389,99042 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,457
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
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.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$384,990112 Days on yellowkey MLS ID: O6386473
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Under Construction. As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.
445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708
$404,00020 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
$340,00051 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
Tax Year: 2024
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)
446 CLUB DR, WINTER SPRINGS, FL 32708
$269,000132 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)
476 CLUB DR, WINTER SPRINGS, FL 32708
$275,00092 Days on yellowkey MLS ID: O6392856
2 Days Off yellowkey (back on 5/8/2026)
REDUCED by $10,000 (3.5%) on 04/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1995Monthly Fee: $520 Tax: $1,765 (2025)Community: Cypress ClubTownhouse
Taxes:$1,765
Remarks: Under contract-accepting backup offers. Welcome to 476 Club Drive, a beautifully cared-for townhome nestled in the highly sought-after Cypress Club section of The Highlands in Winter Springs—a community known for its incredible amenities and natural surroundings. This spacious 3-bedroom, 2-bath residence blends comfort, functionality, and peace of mind with key updates already completed. Enjoy the benefits of a new roof 2026, new water heater 2026, 2020 A/C system, a full repipe completed in 2016, and a 2016 whole home water softener. Inside, you’ll find an inviting layout with knockdown ceilings throughout the main level and an open living and dining area tucked toward the rear of the home for added privacy. Updated recessed lighting enhances the space, creating a warm and welcoming atmosphere. Just beyond, a step-down enclosed patio offers a serene retreat overlooking wooded views—perfect for relaxing or entertaining. The flexible floor plan includes a downstairs bedroom with an adjacent full bath, ideal for guests, a home office, or multi-generational living. Upstairs, two generously sized bedrooms feature soaring ceilings and abundant natural light. The primary suite offers ample closet space and tranquil views of the surrounding greenery, along with a spacious en-suite bath complete with a Jacuzzi tub and separate shower—perfect for unwinding after a long day. Cypress Club stands out as the only neighborhood within The Highlands with its own private pool, in addition to access to the community’s extensive amenities. Residents enjoy multiple pools, tennis courts, scenic walking trails, parks, pavilions, BBQ areas, a clubhouse, as well as volleyball and basketball courts—delivering a true Florida lifestyle right outside your door. Don’t miss this opportunity to own a move-in-ready home in one of Winter Springs’ most desirable communities!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeff Singletary (407-383-1933)
411 GREEN SPRING CIR, WINTER SPRINGS, FL 32708
$224,900301 Days on yellowkey MLS ID: O6339004
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1130 Built: 1990Monthly Fee: $190 Tax: $420 (2025)Community: Mount Greenwood Unit 4Townhouse
Taxes:$420
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. Unlock the potential in the desirable Vineyards of Mount Greenwood! This 3-bedroom, 1.5-bath townhome in Winter Springs is now offered as a short sale and presents an exceptional opportunity for investors, renovators, or buyers ready to create their own vision. Featuring a spacious living and dining area, functional kitchen, convenient half bath downstairs, and additional storage beneath the staircase, the layout offers a strong foundation with endless possibilities. Sliding glass doors lead to a screened rear porch with an exterior storage closet—perfect for enjoying Florida living year-round. Upstairs, the primary suite offers direct access to the full bath, while two additional bedrooms provide flexibility for guests, a home office, or hobby space. This property is ready for cosmetic updates and is priced accordingly, making it an ideal chance to build equity and customize to your taste. The HOA maintains the roof, exterior, and grounds for added convenience, and residents enjoy access to a community pool. Roof replaced in 2019. Ideally located near top-rated Seminole County schools, parks, shopping, dining, and the Seminole Trail, this home offers outstanding value, location, and long-term potential. Schedule your private showing today and bring your vision to life!
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sarita Cabrera (321-438-4479)
417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708
$435,00037 Days on yellowkey MLS ID: O6408099
2 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2176 Built: 2006Monthly Fee: $245 Tax: $3,673 (2024)Community: The Landings At ParkstoneTownhouse
Taxes:$3,673
Remarks: If you are looking for a turnkey property, this home is it! A rare find end unit has been completely updated & meticulously maintained inside this secluded gated community of The Landings at Parkstone. Imagine yourself in this absolutely stunning home featuring a gourmet kitchen with a clean modern look remodeled in 2025 with premuim quartz countertops, backsplash, new custom cabinetry and new appliances that will please the chef in the family. The primary bathroom was updated in 2024 and features a modern soaking tub, a spacious shower, dual vanity with quartz countertops & new plumbing fixtures. All new flooring throughout with plank tile downstairs and luxury vinyl plank upstairs. Some additional updates include: new AC 2024, roof in 2023, exterior paint in 2023, interior paint in 2025, screened in porch & more. This floor plan offers maximum flexibility with one bedroom & full bath downstairs. The Primary bedroom located upstairs has a custom tray ceiling & an incredibly spacious walk in closet with a small window for natural light. The upstairs has a guest bedroom along with a full bathroom. This neighborhood offers a dedicated community pool for The Landings residents only, secured mailboxes & lawncare included in the quarterly dues. Convenient to the Winter Springs Town Center, Cross Seminole Trail, Dog Park, Central Winds Park & easy eaccess to 417 to shorten the commute. Highly rated Seminole Conty Schools. Bring your most discriminating Buyers as this one will not disappoint!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Ron Verzaro, Ii (407-221-5464)
439 OLD FARM LN, WINTER SPRINGS, FL 32708
$329,90056 Days on yellowkey MLS ID: O6403125
REDUCED by $10,000 (2.9%) on 05/28/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2007Monthly Fee: $300 Tax: $5,063 (2025)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$5,063
Elementary School: Keeth Elementary
Remarks: One or more photo(s) has been virtually staged. Location, Location, Location! Welcome to this beautifully designed 3-level townhome in the highly sought-after Jesups Reserve community. Featuring 3 spacious bedrooms—each on its own floor—this home offers exceptional comfort, flexibility, and privacy. The top-floor primary suite is a true retreat, complete with a large private balcony, perfect for relaxing and enjoying the outdoors. The second-floor living area serves as the heart of the home, showcasing a well-appointed kitchen, bright dining space, and an inviting living room ideal for both everyday living and entertaining. Each bedroom features its own en-suite bathroom, providing convenience and thoughtful functionality for any lifestyle. Additional highlights include a 2-car rear-entry garage and a centrally located second-floor laundry room, with washer and dryer included. Major updates provide true peace of mind, including a NEW 15 SEER HVAC system (2026), NEW roof installed by the HOA (2022), a fully rebuilt, permitted and inspected balcony (2023), and a permitted hot water heater (2020). Unbeatable location—walk to Publix, restaurants, bars, and a new gym, with quick access to SR-417 just minutes away. Whether you're looking for a primary residence or a strong investment opportunity, this home checks all the boxes. Opportunities like this in Jesups Reserve are rare—schedule your showing today before it's gone! For Sale only.
Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)
Listing Agent: Brian Goodwin (321-652-4335)
477 GREEN SPRING CIR, WINTER SPRINGS, FL 32708
$234,99962 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)
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