Location: Winter Springs
Do Not Show Listings
603 CASA PARK CT #G, WINTER SPRINGS, FL 32708
$249,900Listed 05/29/2026 4:03PM MLS ID: O6411934
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1156 Built: 1984Monthly Fee: $207 Tax: $3,463 (2025)Community: Casa Park Villas Ph 1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,463
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Step inside and this townhome in Casa Park Villas that feels nothing like its neighbors. Completely renovated with designer finishes throughout, NEW AC system (2026), NEW hot water heater, luxury vinyl plank flooring throughout, doors, trim, kitchen, and all three bathrooms renovated. The kitchen sets the tone immediately with white shaker cabinets with matte black hardware, quartz countertops and full quartz backsplash, all-new stainless appliances, under mount sink with matte black faucet, and a breakfast bar pass-through that opens to the bright living and dining areas. Large windows flood the main level with natural light, and a slider leads to the screened rear porch overlooking open green space with pond views and no rear neighbors. Upstairs, both bedrooms are true primary suites with private en-suite baths - each one fully custom. The first features floor-to-ceiling dramatic black vertical tile in the tub/shower with a tiled niche and rain shower head, quartz vanity, and black-framed mirror. The second is an equally polished contrast: white vertical tile tub/shower, quartz vanity, glass pendant vanity light, and the same refined matte black hardware. Dark penny tile floors tie both bathrooms together. The powder bath downstairs features bold black-and-white geometric tile - a finishing touch that shows this renovation was done with intention, not budget cuts. Two assigned parking spaces sit directly in front. The community pool is steps away. Directly across the street: Trotwood Park with pickleball and tennis courts, a splash pad, basketball, playgrounds, pavilions, BBQ grills, and a scenic boardwalk over Lake Maria. Zoned for the A+ rated Seminole County School District, with Keeth Elementary and Indian Trails Middle School within walking distance. Minutes to Winter Springs Town Center, Oviedo Mall, SR 417, UCF, and downtown Orlando. Buyers have been waiting for the one that's actually been done right - this is it.
Listing is courtesy of: PROPERTY LOGIC RE (407-909-3436)
Listing Agent: Alex Quezada (407-404-3225)
1262 TARFLOWER DR, WINTER SPRINGS, FL 32708
$389,99016 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
Taxes:$1,457
Elementary School: Layer Elementary
High School: Winter Springs High
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)
499 CLUB DR, WINTER SPRINGS, FL 32708
$235,00070 Days on yellowkey MLS ID: O6391855
REDUCED by $12,500 (5.1%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Monthly Fee: $520 Tax: $1,987 (2025)Community: Cypress ClubTownhouse
Taxes:$1,987
Remarks: Beautiful 2 bedroom 2 bathroom townhome within The Highlands Community. The 20ft high ceiling in the Great Room gives this home a very open design with lots of natural light. Sliding doors lead out to a screened porch with separate locked storage space. Guest/2nd bedroom on the first floor with direct access to the 2nd bathroom. All appliances purchased New in 2022 and are included with sale. New A/C 2023. Upstairs flexible loft space makes for a nice home office. Large primary bedroom has beautiful laminate floors and plenty of closet space and updated bathroom. Two assigned parking spaces directly in front of your townhome makes coming home convenient. Cypress Club residents enjoy their own private community pool in addition to All Highlands amenities. They include Audibon Park with BBQ/Picnic Area, Playgrounds, Olympic Size Pool, Kiddie Pool, Nature Walking Trails & Tennis & Pickleball Courts and a Clubhouse. Zoned for highly rated Seminole County Schools with The Highlands elementary school located within the community. Nearby Cross Seminole Trail and Central Winds Park. Located close to 17-92, SR417, grocery stores, fitness clubs.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Paul Buscemi (407-716-2874)
161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$484,99086 Days on yellowkey MLS ID: O6386458
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Under Construction. A standout feature of this end-unit home is the owner’s suite, conveniently located on the first floor, providing privacy and ease of access. This inviting retreat includes abundant natural light, a generous walk-in closet, and a well-appointed private bath. The open-concept main floor features expansive living and dining areas that flow seamlessly into a thoughtfully designed kitchen—complete with stainless steel appliances, including a refrigerator, a walk-in pantry, and a spacious breakfast bar—ideal for entertaining or everyday living. Laundry room, complete with washer and dryer is conveniently located on the main floor. Upstairs, you’ll find two additional bedrooms, a versatile loft perfect for a home office or media space, along with ample storage and a dedicated laundry area. A rear-loading 2-car garage adds both functionality and curb appeal. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.
173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$484,99086 Days on yellowkey MLS ID: O6386437
Remarks: Under Construction. With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural light, and private bath. Stainless steel appliances, a walk-in pantry and a breakfast bar are all featured in this floorplan's thoughtfully designed kitchen.
189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$491,990140 Days on yellowkey MLS ID: O6372546
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Experience luxurious living in the Sofia floorplan, where the spotlight shines on the exquisite first-floor owner's suite that exudes sophistication with a spacious walk-in closet, abundant natural light, and a private bath. This end unit boasts an open-concept ground floor, perfect for entertaining and daily life. With 3 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, this residence offers both style and functionality. Enjoy the convenience of first-floor laundry, while the 2nd floor features a loft and two generous-sized bedrooms. The thoughtfully designed kitchen showcases stainless steel appliances, a walk-in pantry, and a breakfast bar for a truly elevated living experience. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.
1270 TARFLOWER DR, WINTER SPRINGS, FL 32708
$409,99016 Days on yellowkey MLS ID: O6407275
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
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.
167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$295,00095 Days on yellowkey MLS ID: O6383981
REDUCED by $4,000 (1.3%) on 05/29/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1275 Built: 2005Monthly Fee: $300 Tax: $2,666 (2025)Community: Heritage Park TwnhmsTownhouse
Taxes:$2,666
Remarks: One or more photo(s) has been virtually staged. ROOF & ELECTRICAL UPDATED (2023) – this well-maintained townhome in the gated Heritage Park community of Winter Springs offers peace of mind along with stylish, LOW MAINTENANCE LIVING in one of Seminole County’s most convenient locations! Thoughtfully designed with TILE & LUXURY VINYL PLANK FLOORING throughout, this home feels light, bright, and MOVE-IN READY from the moment you step inside. The OPEN CONCEPT main floor is ideal for everyday comfort and easy entertaining, featuring a comfortable living area that flows seamlessly into the kitchen. The home chef will appreciate the long breakfast bar for casual dining, STAINLESS STEEL APPLIANCES, rich cabinetry, and generous prep space, while a convenient half bath downstairs adds functionality for guests. Sliding glass doors open to a SCREENED LANAI finished with wood look tile, where mature landscaping and tranquil POND VIEWS create a peaceful outdoor retreat – perfect for morning coffee or unwinding at the end of a long day. Upstairs, both bedrooms offer private en-suite full baths, creating an ideal layout for homeowners, guests, or roommates. The PRIMARY SUITE includes a large WALK-IN CLOSET and relaxing water views, while the overall layout provides comfort and privacy for everyday living. Perfectly positioned across from the COMMUNITY POOL while enjoying serene views out back, this home delivers the best of both worlds. Heritage Park is a GATED COMMUNITY in the heart of Winter Springs, ideally located just off SR-434 and directly across from Central Winds Park, with access to walking trails, lakes, and endless outdoor space to explore. Spend weekends biking the Cross Seminole Trail, boating on Lake Jesup, or checking out the many nearby parks and recreation areas. Residents enjoy access to a community pool, park, and playground, all just minutes from shopping, dining, and major roadways for an easy commute throughout Central Florida. Whether you are searching for your first home, a low-maintenance lifestyle, or a strong rental opportunity, this Constitution Way townhome checks all the boxes with location and lifestyle appeal! Call today to schedule your tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$340,00025 Days on yellowkey MLS ID: O6401477
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: 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)
417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708
$435,00011 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
$329,90030 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)
444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708
$385,00022 Days on yellowkey MLS ID: O6405666
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $5,000 (1.3%) on 05/22/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1854 Built: 2007 Tax: $4,488 (2025)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$4,488
Remarks: Welcome to 444 Blue Bayou Lane, a fully renovated 3-story end-unit townhome in a prime location in Winter Springs. Renovated within the past 2 years, this home has a modern, light-filled layout with thoughtful updates throughout. The kitchen flows seamlessly into the main living space, opening to a second-floor balcony. Upstairs, the primary bedroom features its own private balcony on the third floor. All bedrooms are well-sized, and the home shows consistent care and quality. The home includes all new appliances, along with a new washer and dryer. A transferable home warranty covers everything inside the home, including appliances and HVAC, for the next 2.5 years, providing added peace of mind. Additional upgrades include a whole-home water filtration system, a valuable feature in this area. A recent appraisal is also available upon request. Conveniently located just minutes from Central Winds Park, Winter Springs Town Center.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1384 MILL STREAM LN, WINTER SPRINGS, FL 32708
$399,90025 Days on yellowkey MLS ID: TB8504740
REDUCED by $5,000 (1.2%) on 05/27/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1932 Built: 2015Monthly Fee: $233 Tax: $5,288 (2024)Community: Jesups LandingTownhouse
Taxes:$5,288
Remarks: One or more photo(s) has been virtually staged. Do not miss out on this opportunity for a spacious, tastefully updated, move-in ready townhome in the heart of Winter Springs! This is a low maintenance 3-bed, 3.5 bath end unit with quaint landscaping leading you up the stairs to your classy entry. The interior boasts recent vinyl flooring and no carpet anywhere, perfect for all season in FL. The kitchen and living room are on the main level creating a seamless relaxing or entertaining experience with the ability for residents and guests to have privacy in bedrooms. All modern stainless steel appliances convey! The spacious primary bed/bath is on the 3rd floor and provides a large walk-in closet and dual sinks. Enjoy paradise from your key west style balcony above the 2-car garage. The community amenities include a fitness center and pool overlooking the neighborhood pond. Enjoy quick and easy access to shopping, dining, outdoor activities and entertainment, many of these steps from your front door.
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Joshua Nogowski (754-234-9626)
412 BLUE BAYOU LN, WINTER SPRINGS, FL 32708
$390,0008 Days on yellowkey MLS ID: O6407027
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1854 Built: 2007Monthly Fee: $260 Tax: $4,079 (2025)Community: Jesups Reserve Twnhms RepSpa: YesTownhouse
Taxes:$4,079
Remarks: Welcome to 412 Blue Bayou Lane in the highly desirable Jesups Reserve community, where elevated style, smart design, and an unbeatable Winter Springs location come together without the luxury price tag. This beautifully maintained 3-bedroom, 3-bathroom, three-story townhome offers low-maintenance living just steps from Winter Springs Town Center. The flexible first-floor bedroom with full bath is ideal for guests, a home office, or multi-generational living. The main level features a bright open-concept living and dining area, an oversized kitchen with like-new stainless steel appliances, a generous breakfast bar, and convenient second-floor laundry. The private third-floor owner’s suite offers a large walk-in closet, en-suite bath with soaking tub and separate shower, and peaceful separation from the main living spaces. Enjoy three outdoor living areas, including a welcoming front porch, updated second-floor patio, and private third-floor balcony perfect for relaxing evenings. Major updates include a new roof in 2022, new A/C in 2023, garage door maintenance in 2024, brand-new stair railing, and laminate flooring throughout with no carpet. The oversized 2-car garage with added storage solutions keeps everything organized and functional. Jesups Reserve residents enjoy a resort-style community pool and spa, scenic pond views, and a well-kept neighborhood setting. The location is hard to beat – you’re minutes from Central Winds Park, Trotwood Park, with convenient access to shopping, dining and major likes like SR-417. This move-in-ready home delivers style, location, and value in one exceptional package. Move-in ready, meticulously maintained, and priced to sell—this is the opportunity buyers have been waiting for.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Gislene Moorman (407-694-2246)
451 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$357,5003 Days on yellowkey MLS ID: O6406257
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1914 Built: 2008Monthly Fee: $298 Tax: $3,832 (2025)Community: Harbor WindsSpa: NoTownhouse
Taxes:$3,832
Elementary School: Winter Springs Elementary
Middle School: South Seminole Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 451 Harbor Winds Court, located in the desirable Winter Springs’ gated community of Harbor Winds! This beautifully maintained and truly move-in ready two-story townhome offers 3 bedrooms, 2.5 bathrooms, and an attached 2-car garage with updates throughout. Major improvements have already been completed for peace of mind, including a new roof, gutters, A/C system, water heater, and stainless steel kitchen appliances—all installed in 2023. Step inside to discover an inviting floor plan featuring an upgraded kitchen with granite countertops, 42" wood cabinetry, stainless steel appliances, a walk-in pantry, breakfast bar, and a charming breakfast nook perfect for casual dining. The kitchen opens seamlessly to the spacious living area, where sliding glass doors lead to the rear lanai—ideal for relaxing or entertaining. Upstairs, the spacious primary suite easily accommodates a king-sized bedroom set and features a large walk-in closet along with a private ensuite bath complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. The additional bedrooms provide plenty of space and flexibility for guests or a home office. Residents of Harbor Winds enjoy access to a resort-style community pool and well maintained neighborhood, all while being conveniently located near shopping, dining, and everyday conveniences. Centrally located with easy access to Orlando’s world-famous attractions, including Walt Disney World and Universal Studios, and less than an hour from the beautiful beaches of New Smyrna and Daytona. Schedule your private showing today, don't miss out!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeff Singletary (407-383-1933)
497 CLUB DR, WINTER SPRINGS, FL 32708
$218,00013 Days on yellowkey MLS ID: O6408474
REDUCED by $14,800 (6.4%) on 05/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Monthly Fee: $520 Tax: $3,344 (2025)Community: Cypress ClubTownhouse
Taxes:$3,344
Remarks: Beautiful 2/2 townhome in highly desirable Cypress Club community in The Highlands of Winter Springs, located in close proximity to SR 434! Light and neutral colors throughout, freshly painted approximately two years ago! *Vaulted ceiling in the spacious family/great room with a wood burning fireplace! Tile flooring in the living areas and laminate in the bedrooms. Split bedroom floorplan, with one bedroom downstairs. Tub and shower combination in both bathrooms. Newer a/c and a washer and dryer included! Screened and Covered porch and an additional outside storage closet for additional storage. Community pool in addition the master community pool! Two assigned parking spaces and additional visitor parking. The community offers a fabulous club house, nature walking trails, parks, playground and tennis courts. Located close to shops and restaurants and very close to SR 434, SR 17/92 and SR 417 for easy commuting.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Edyta Olejnik (407-474-0213)
585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708
$264,90027 Days on yellowkey MLS ID: O6404267
REDUCED by $5,000 (1.9%) on 05/26/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1348 Built: 1991Monthly Fee: $493 Tax: $2,550 (2024)Community: Deer Run Unit 19BTownhouse
Taxes:$2,550
Remarks: Welcome home to this move in ready 3 bedroom, 2 bathroom end unit townhome nestled in the heart of Winter Springs! With 1,350 sq ft of well utilized living space, this charming residence offers the perfect blend of comfort and convenience — ideal for first-time buyers looking to plant roots in one of Seminole County's most sought-after communities. As an end unit, enjoy added privacy, extra natural light, and more breathing room than a typical townhome. Step inside to an updated interior that's truly ready for you from day one, no projects, no hassle, just home. Unwind after a long day on your screened patio/lanai, the perfect private retreat for morning coffee or evening relaxation year round. The community offers access to a pool and amenities that make it easy to relax and connect with neighbors. Located in Winter Springs, you're minutes from top-rated Seminole County schools, SR-417, Tuscawilla Country Club, and the vibrant dining and shopping of the Oviedo/Winter Springs area. 3 Beds | 2 Baths | 1,350 Sq Ft | End Unit | Screened Lanai | Community Pool | Move In Ready Don't miss your chance to own in Shadow Glenn — this one won't last! ?? Schedule your private showing today.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Rodrigo Marsal (407-431-8503)
180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$304,9998 Days on yellowkey MLS ID: O6408927
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1275 Built: 2005Monthly Fee: $300 Tax: $4,266 (2025)Community: Heritage Park TwnhmsTownhouse
Taxes:$4,266
Remarks: Welcome to the highly sought-after gated community of Heritage Park Townhomes in Winter Springs! This tastefully remodeled 2-bedroom, 2.5-bathroom townhome is completely move-in ready and filled with stylish custom upgrades throughout. Step inside to find a warm and inviting living space featuring a custom-built wooden mantle over the electric fireplace, creating the perfect focal point for relaxing or entertaining. The dining area showcases a stunning custom 3D accent wall adding a modern designer touch to the home. The kitchen is beautifully upgraded with quartz countertops, stainless steel appliances, and a pantry providing additional storage space. Upstairs you’ll find both bedrooms thoughtfully laid out in a split floor plan for added privacy. The spacious primary suite features a walk-in closet and an ensuite bathroom complete with quartz countertops and a stand-alone shower. The laundry area is located upstairs in its own designated hallway closet for easy access. When you step outside to your back patio, you'll notice the owners added pavers creating the perfect cozy outdoor space for relaxing evenings or late-night movies under the stars. A/c is 2022! Enjoy low-maintenance living with an HOA fee of only $300/month which includes exterior grounds maintenance, gated community access, community pool, and a playground. This unit also offers a 1-car garage, private driveway parking, and additional guest parking spaces designated for visitors. Located near shopping, dining, parks, and major roadways, this beautifully updated townhome is ready for its next owner to call home!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeavanna Lanza Pa (585-313-3408)
538 CRIMSON LN, WINTER SPRINGS, FL 32708
$384,9008 Days on yellowkey MLS ID: O6409571
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1854 Built: 2007Monthly Fee: $300 Tax: $5,370 (2025)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$5,370
Remarks: Welcome to 538 Crimson Lane, a beautifully designed townhome located in the highly desirable community of Jesup’s Reserve. Meticulously maintained, this 3-bedroom, 3.5-bathroom home with a 2-car garage showcases numerous upgrades and distinctive features throughout. Ideally situated in the heart of Winter Springs, this property offers the perfect blend of comfort, style, and convenience. From the moment you arrive, the manicured landscaping and spacious front porch create inviting curb appeal. Inside, the first floor features a generously sized bedroom complete with a private bathroom and walk-in closet, making it ideal for guests, a home office, or a quiet retreat. The second floor serves as the main living space, offering an open and airy layout filled with natural light from an abundance of windows. The spacious living and dining areas flow seamlessly into the kitchen, which features granite countertops, a center island, closet pantry, breakfast bar, and ample room for entertaining family and friends. The kitchen is further enhanced with beautiful maple cabinetry. On the third floor, you’ll find the private primary suite, designed for relaxation and comfort. The oversized bedroom includes a large walk-in closet, while the ensuite bathroom features a separate shower and a luxurious oversized soaking tub. This home also includes several valuable updates and bonus features, including a new AC unit installed in 2025, a roof replaced in 2023, and fresh interior paint completed in 2026. The HOA provides added peace of mind by covering exterior maintenance, including grounds care, roof maintenance, and exterior painting. Residents of Jesup’s Reserve also enjoy access to a resort-style pool and hot tub. Conveniently located directly across from Winter Springs Town Center, you’ll have easy access to shopping, dining, fitness centers, and entertainment. The area is also known for its top-rated public and private schools, scenic parks, and walking trails, with quick access to major roadways and State Road 417. This exceptional property truly offers everything you need to feel right at home. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Hang Kendall (407-929-8664)
1059 CEDAR BAY, WINTER SPRINGS, FL 32708
$450,00086 Days on yellowkey MLS ID: O6382674
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2225 Built: 2016Monthly Fee: $230 Tax: $3,955 (2024)Community: Jesups LandingTownhouse
Taxes:$3,955
Remarks: Assumable VA Loan : 2.75%...in the heart of Winter Springs—where comfort, convenience, and lifestyle come together. This spacious 4-bedroom, 3.5-bath home offers a highly desirable layout with a private bedroom and full bath on the first floor, perfect for guests, multi-generational living, or a home office. Your second floor is for entertaining with a big open kitchen, dining space and livingroom close by.Upstairs, you’ll find generously sized secondary bedrooms and a primary suite designed for relaxation. Located just minutes from the vibrant dining and nightlife scene along State Road 434 and the popular Central Winds Park, you’ll enjoy easy access to community events, sports fields, and scenic walking trails. Outdoor enthusiasts will love being near the Cross Seminole Trail—ideal for biking, jogging, or evening strolls. Whether you're entertaining at home or exploring the best of Winter Springs, this property offers the perfect balance of space, flexibility, and location.
Listing Agent: Carla Robles (407-462-2347)
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