Displaying: For Sale
Location: Winter Springs
Property Type(s): Townhomes
Beds: 3 to 3
Do Not Show Listings
Winter Springs - 30 properties found
1357 MILL STREAM LN, WINTER SPRINGS, FL 32708
$400,0007 Days on yellowkey MLS ID: O6417015
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1606 Built: 2015Monthly Fee: $230 Tax: $4,811 (2025)Community: Jesups LandingTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,811
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: Welcome to this beautifully updated 3-bedroom, 2.5-bath end-unit townhome in the desirable Jesups Landing community of Winter Springs! Recent updates include new flooring, new exterior paint and a new roof creating a fresh, modern feel. The thoughtfully designed layout features generous living and dining areas that flow seamlessly into the kitchen, making entertaining easy. Upstairs, you'll find all three bedrooms, the laundry area, and a gorgeous patio, in addition to a spacious primary suite that offers a relaxing retreat with ample closet space and an en-suite bath. One of the home's most attractive features is its unbeatable location adjacent to Central Winds Park, where residents can enjoy pickleball courts, a baseball diamond, basketball court, a fishing pier, nature trail, picnic facilities and pavilion, a soccer field, playground, volleyball cours, NEW PICKLEBALL COURTS AND A GREAT DOG PARK in additiona to year-round community events. Families will also appreciate the proximity to highly rated Seminole County schools, shopping, dining, and major commuter routes. Whether you're a first-time homebuyer, downsizing, or seeking a low-maintenance lifestyle in one of Winter Springs' most desirable locations, this beautifully maintained townhome is a must-see!
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Michelle Richardson (321-299-8490)
161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$444,990112 Days on yellowkey MLS ID: O6386458
5 Days Off yellowkey (back on 6/23/2026)
REDUCED by $40,000 (8.2%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
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.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$439,990112 Days on yellowkey MLS ID: O6386437
0 Days Off yellowkey (back on 6/18/2026)
REDUCED by $45,000 (9.3%) on 06/01/2026
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.
471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$330,000111 Days on yellowkey MLS ID: O6387316
REDUCED by $5,000 (1.5%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 2008Monthly Fee: $298 Tax: $4,552 (2024)Community: Harbor WindsTownhouse
Taxes:$4,552
Elementary School: Winter Springs Elementary
Tax Year: 2024
Middle School: South Seminole Middle
Remarks: Welcome to your own slice of Winter Springs paradise at 417 Harbor Winds Court! Tucked away inside a secure gated community, this beautiful home offers the perfect blend of privacy and suburban tranquility. Step inside to a bright, open-concept floor plan designed for seamless everyday living and effortless entertaining. This home is thoughtfully designed with the primary bedroom suite privately located on the main floor, offering a peaceful retreat complete with a spacious layout and ensuite bath. The heart of the home features a light-filled kitchen that flows beautifully into the main living areas, making it ideal for gatherings. Beyond the gates lies a lifestyle that is hard to match. This property places you right in the center of everything that makes Seminole County so desirable like some of the most sought-after, highly-rated Seminole County Schools, providing a premier educational foundation. This townhome is just minutes from local dining, boutique shopping, seasonal community events, and your weekly grocery runs. Enjoy effortless access to one of the area's best parks, featuring pavilions, playgrounds, sports fields, nature trails, and breathtaking waterfront views. Looking for nature Outdoor enthusiasts will love being steps away from miles of paved trails perfect for morning runs, weekend bike rides, and peaceful walks. With easy access to major highways (417) for a smooth commute around the Orlando metro area, this home truly checks every single box for safety, convenience, and lifestyle. Schedule your private tour today!**BUYER INCENTIVE: Closing costs a concern? The seller's preferred lender is offering a 1% Lender Credit toward the buyer's closing costs or rate buy-down!**
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Terrica Francois (407-680-8268)
538 CRIMSON LN, WINTER SPRINGS, FL 32708
$369,90034 Days on yellowkey MLS ID: O6409571
REDUCED by $5,000 (1.3%) on 06/22/2026
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
Elementary School: Keeth Elementary
Remarks: PRICED to Sell! Motivated Seller. 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)
572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$330,00071 Days on yellowkey MLS ID: O6397068
REDUCED by $3,000 (0.9%) on 05/12/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1564 Built: 2005Monthly Fee: $264 Tax: $3,808 (2024)Community: Barclay Reserve TwnhmsTownhouse
Taxes:$3,808
Elementary School: Lawton Elementary
High School: Oviedo High
Middle School: Jackson Heights Middle
Remarks: This beautiful 3 bedroom 2.5 bath townhome is located in Winter Springs near 417 plenty of shopping with a premium lot. new roof 2022 updated HVAC system. includes refrigerator, range, and dishwasher, and microwave This gated community has so much to see lots of walking the balcony is private over looking the trees and nature.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: April Angry (407-697-0528)
1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708
$420,00037 Days on yellowkey MLS ID: O6408695
REDUCED by $5,000 (1.2%) on 06/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2024Monthly Fee: $356 Tax: $6,076 (2025)Community: Hickory Grove TwnhmsTownhouse
Taxes:$6,076
Remarks: Welcome to this almost-new townhome in beautiful Winter Springs! Located in the desirable Hickory Grove community, where you will find a maintenance free living, relaxing pool and cabana, playground for the little ones and a dog park for your furry friend, all just a few steps away and NO CDD to pay. The monthly HOA dues also include: landscaping, irrigation, weed control, exterior paint, roof, 1GB of high speed internet and cable premium package. This stunning residence has been tastefully decorated and offers the perfect blend of modern style, comfort, and convenience. Your front door opens up to the serene parks, fountains and walkways just across the street from your favorite stores and restaurants. Enjoy an open-concept layout with plenty of natural light, a modern kitchen with state of the art SS appliances, quartz counters and a beautiful island to entertain your guests. 3 bedrooms, 2.5 bathrooms, and a 2-car garage, and much more. This home is move-in ready and designed for easy living. Upstairs, the generous primary suite offers a private retreat with an en-suite bath and ample closet space. Built with today’s lifestyle in mind, this home also includes the peace of mind of a builder warranty, this is a fantastic opportunity to own a like-new home in one of Central Florida’s most sought-after areas with top-rated schools.
Listing is courtesy of: RALISTO, LLC (407-493-6032)
Listing Agent: Kalex Espinosa (407-493-6032)
299 WOODGREEN LN, WINTER SPRINGS, FL 32708
$285,00061 Days on yellowkey MLS ID: O6401276
REDUCED by $5,000 (1.7%) on 05/14/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1326 Built: 1990Monthly Fee: $190 Tax: $2,091 (2025)Community: Mount Greenwood Unit 4 OfTownhouse
Taxes:$2,091
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this BEAUTIFULLY UPDATED 3-bedroom, 2.5-bath townhome in the PEACEFUL Mount Greenwood community of Winter Springs, where modern upgrades and a thoughtfully designed layout create a truly inviting place to call home. As a CORNER UNIT, this residence enjoys added privacy along with a serene setting, including POND VIEWS just beyond the rear fence, best appreciated from the upstairs bedrooms. Step inside to discover an OPEN and SPACIOUS FLOOR PLAN filled with NATURAL LIGHT, enhanced by LUXURY VINYL PLANK FLOORING (2020) throughout the main level. The Kitchen is both stylish and functional, featuring STAINLESS STEEL APPLIANCES, white cabinetry, a sleek tile backsplash, a closet pantry, and a convenient laundry closet. A PASS-THROUGH WINDOW connects the Kitchen to the Dining Room, creating an easy flow for everyday living and entertaining. The Dining area seamlessly transitions into the generous Living Room, where NEWER DOUBLE DOORS WITH BUILT-IN BLINDS (2022) open to the screened patio, offering a relaxing indoor-outdoor connection. The back and side yards have been thoughtfully designed for LOW MAINTENANCE, with no grass to cut, all enclosed within a NEW WOOD FENCE (2024)—perfect for enjoying quiet evenings or weekend gatherings. A HALF BATH on the main floor adds convenience for guests. Upstairs, the Primary Suite provides a comfortable retreat, complete with an en suite bath featuring a step-in shower and UPDATED VANITY WITH GRANITE COUNTERTOP (2020). Two additional Bedrooms offer flexibility for family, guests, or a home office. These rooms are currently connected but include a framed opening that can easily be closed off to create TWO FULLY SEPARATE SPACES. A second full bath with UPDATED TILE (2023) serves the additional bedrooms. This home has been meticulously maintained and updated with major improvements, including a NEW HVAC SYSTEM (2024), NEW WATER HEATER (2023), and a NEWER ROOF (2019)—providing both style and peace of mind. Residents of Mount Greenwood enjoy LOW HOA fees and access to amenities including a community pool, playground, and included trash service, all within a friendly and WELL-KEPT NEIGHBORHOOD. IDEALLY LOCATED near Central Winds Park and Winter Springs Town Center, you’ll have EASY ACCESS to outdoor recreation, shopping, and dining. The home is also zoned for HIGHLY REGARDED SCHOOLS and offers convenient access to State Road 417, making commuting to Orlando and surrounding areas simple. With its stylish updates, low-maintenance outdoor space, and DESIRABLE LOCATION this Mount Greenwood townhome brings the perfect blend of comfort, convenience, and easy Florida living. Call and schedule your showing today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
4431 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708
$220,000160 Days on yellowkey MLS ID: O6374194
REDUCED by $10,000 (4.3%) on 06/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1367 Built: 1989Monthly Fee: $275 Tax: $2,878 (2024)Community: Deer Run Unit 19ATownhouse
Taxes:$2,878
Remarks: Welcome home to 4431 Brook Hollow Circle, where clean design meets comfortable living. This light-filled residence offers an open, airy layout that feels both spacious and welcoming, with neutral finishes that create a fresh, move-in-ready atmosphere. The living and dining areas flow seamlessly, making everyday living and entertaining effortless. One of the home’s standout features is the enclosed back porch, providing a versatile extension of the living space—perfect for morning coffee and relaxing evenings. The porch overlooks a peaceful outdoor area, offering privacy and a sense of calm rarely found. is ideal for those seeking a clean, uncluttered space that feels comfortable and functional. Conveniently located in Winter Springs, this property combines easy living with a tranquil setting. Nearby Attractions: Central Winds Park & Lake Jesup – 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) – Scenic Boat Tour, museums, shopping, and dining With its open interior, thoughtful layout, and inviting indoor-outdoor connection, this home
Listing Agent: Nicolas Merino (954-226-4314)
4490 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708
$230,00050 Days on yellowkey MLS ID: O6405179
REDUCED by $15,000 (6.1%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1359 Built: 1991Monthly Fee: $275 Tax: $2,913 (2024)Community: Deer Run Unit 19ATownhouse
Taxes:$2,913
Remarks: Welcome to 4490 Brook Hollow, a beautifully maintained property nestled in a quiet and desirable Florida community. This home offers the perfect blend of comfort, functionality, and Florida lifestyle living. Step inside to find a light-filled interior with an open and inviting floor plan, ideal for both everyday living and entertaining. The spacious living areas flow seamlessly into a well-appointed kitchen featuring ample cabinetry, generous counter space, and a layout designed for convenience. The primary suite provides a relaxing retreat with a private bath and ample closet space, while additional bedrooms offer flexibility for guests, a home office, or growing households. Outside, enjoy a peaceful setting with room to relax or entertain—perfect for enjoying Florida’s year-round sunshine. Whether you’re hosting gatherings or unwinding after a long day, this outdoor space delivers. Conveniently located near shopping, dining, major roadways, and local attractions, this home combines tranquility with accessibility. Don’t miss the opportunity to make this charming property your next home.
116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708
$310,000142 Days on yellowkey MLS ID: O6379053
REDUCED by $15,000 (4.6%) on 06/17/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $4,182 (2024)Community: Heritage Park TwnhmsTownhouse
Taxes:$4,182
Remarks: Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming retreat. The kitchen is fully outfitted with appliances and provides ample workspace and storage. The second-floor laundry area adds everyday convenience with washer and dryer included. Residents enjoy access to community amenities such as a swimming pool and playground, all within a controlled-access neighborhood. Zoned for Layer Elementary, Indian Trails Middle School, and Winter Springs High School. Conveniently located near shopping centers, restaurants, parks, and major roadways, with an easy drive to UCF and Orlando International Airport. A great opportunity for a primary residence or investment property — schedule your private showing today.
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708
$374,90099 Days on yellowkey MLS ID: S5144978
2 Days Off yellowkey (back on 5/5/2026)
REDUCED by $12,000 (3.1%) on 04/16/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1622 Built: 2013Monthly Fee: $300 Tax: $2,266 (2024)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$2,266
Remarks: Under contract-accepting backup offers. Beautiful three-story townhome offering 3 bedrooms and 3 full bathrooms, thoughtfully designed for comfort, privacy, and flexible living. A unique multi-level layout features one bedroom and full bathroom on each floor, making it ideal for guests, multi-generational living, or working from home. The second-floor bedroom with French doors creates a bright and inviting space, perfect as an office or lounge. The top level showcases a spacious primary suite complemented by a loft area, ideal for a home office or sitting space, along with two walk-in closets providing ample storage. Enjoy open and welcoming living areas, a well-appointed kitchen, and natural light throughout the home. Recent updates include A/C, washer and dryer, and a garage door opener (2025), offering added value and peace of mind. The home also features a modern all-in-one washer and dryer unit for added convenience. Conveniently located near shopping, dining, gyms, and major highways for easy commuting. Move-in ready and a fantastic opportunity to own a well-maintained home with a versatile layout in a desirable location.
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Debbie Clavell (321-274-2024)
712 LINDEN DR, WINTER SPRINGS, FL 32708
$300,000107 Days on yellowkey MLS ID: O6388467
REDUCED by $10,000 (3.2%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1366 Built: 1981Monthly Fee: $95 Tax: $3,298 (2024)Community: WildwoodTownhouse
Taxes:$3,298
Remarks: Virtually Staged. Welcome to this well-maintained 3-bedroom, 2-bathroom block townhome offering 1,366 square feet of comfortable living space in the desirable Wildwood community of Winter Springs. Tucked along a quiet tree-lined street. Inside, the home features an open and inviting layout highlighted by vaulted ceilings, neutral tones, and vinyl flooring that create a bright and airy living space filled with natural light. The living and dining areas flow seamlessly into the kitchen, making the home ideal for both everyday living and entertaining. The kitchen is well-appointed with white cabinetry, stainless steel hardware, solid surface countertops, a grey glass tile backsplash, ceramic tile flooring, a spacious pantry, and a full appliance package. Just off the kitchen, the dining area is enhanced with plantation shutters that add character and style. The primary bedroom offers a private retreat with carpeting and large windows that bring in natural light, while the en-suite bathroom features a vanity with a Carrara marble countertop, framed mirror, and a walk-in shower finished with neutral ceramic tile. Step outside to enjoy two private outdoor areas with screened-in lanai, and a patio providing space for relaxing, grilling, or entertaining while overlooking a peaceful treed meadow that offers additional privacy. This home has been carefully maintained and includes important updates such as interior paint completed in 2024, an AC system replaced in 2019, and a roof replaced in 2012. Residents of Wildwood enjoy access to community amenities including a pool, tennis courts, playground, picnic pavilion, volleyball court, and dog park with affordable HOA dues. The home is also located within the highly rated Seminole County school district, including Highlands Elementary, South Seminole Middle, and Winter Springs High School. Conveniently positioned near major roadways, historic downtown Winter Springs, Altamonte Mall, Orlando Sanford International Airport, SunRail, Seminole State College, hospitals, and a wide variety of dining and shopping options, this property offers excellent access to everything Central Florida has to offer. With Orlando’s world-famous theme parks and Florida’s beautiful beaches within about an hour’s drive, this location provides the perfect balance of comfort, convenience, and lifestyle.
Listing is courtesy of: SHAW SIGNATURE RE (407-910-9615)
Listing Agent: Kaleb Shaw (407-910-9615)
189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$443,990166 Days on yellowkey MLS ID: O6372546
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $48,000 (9.8%) on 06/01/2026
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.
451 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$357,50029 Days on yellowkey MLS ID: O6406257
5 Days Off yellowkey (back on 6/10/2026)
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
Remarks: Under contract-accepting backup offers. 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)
1384 MILL STREAM LN, WINTER SPRINGS, FL 32708
$394,90051 Days on yellowkey MLS ID: TB8504740
REDUCED by $5,000 (1.3%) on 06/10/2026
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: 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)
585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708
$259,90053 Days on yellowkey MLS ID: O6404267
REDUCED by $5,000 (1.9%) on 06/11/2026
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)
412 BLUE BAYOU LN, WINTER SPRINGS, FL 32708
$380,00034 Days on yellowkey MLS ID: O6407027
REDUCED by $5,000 (1.3%) on 06/11/2026
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: PRICED TO SELL - Quick move in available. 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)
444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708
$385,00048 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)
171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$315,00076 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
Taxes:$2,346
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)
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