Location: Winter Springs
Do Not Show Listings
819 DUNDEE DR, WINTER SPRINGS, FL 32708
$419,00028 Days on yellowkey MLS ID: O6412585
0 Days Off yellowkey (back on 6/24/2026)
REDUCED by $10,000 (2.3%) on 06/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1701 Built: 1978Monthly Fee: $40 Tax: $1,558 (2025)Community: Highlands Sec 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,558
Elementary School: Highlands Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: South Seminole Middle
Remarks: Under contract-accepting backup offers. Welcome home to this charming 4-bedroom, 2-bath residence nestled on a spacious corner lot in the highly desirable Highlands community of Winter Springs. From the moment you arrive, you'll appreciate the inviting curb appeal, mature surroundings, and move-in ready condition that make this home truly special. Inside, vaulted ceilings and abundant natural light create an open and airy atmosphere, while updated flooring adds a fresh, modern touch throughout. The heart of the home features a cozy wood-burning fireplace, perfect for gathering with family and friends. The kitchen is both stylish and functional, offering beautiful wood cabinetry, granite countertops, and stainless steel appliances. The thoughtfully updated bathrooms provide comfort and convenience, while sliding glass doors from the living room lead to an expansive covered and screened patio—an ideal space for morning coffee, weekend barbecues, or simply relaxing and enjoying Florida's beautiful weather. The partially fenced backyard offers plenty of outdoor space, complete with a storage shed for tools, hobbies, or seasonal items. Located within The Highlands, residents enjoy access to exceptional community amenities including a swimming pool, playground, and tennis courts. Conveniently situated near shopping, dining, parks, and major highways, this home offers the perfect blend of comfort, convenience, and community. Don't miss your opportunity to make this wonderful Winter Springs home your own!
Listing is courtesy of: KGV REALTY GROUP (407-474-0844)
Listing Agent: Kristin Vogt Pllc (407-417-7206)
1389 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708
$535,0008 Days on yellowkey MLS ID: O6413725
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2056 Built: 1980Monthly Fee: $32 Tax: $2,474 (2025)Community: Sunrise Unit 2-ASpa: NoSingle Family
Taxes:$2,474
Elementary School: Rainbow Elementary
High School: Oviedo High
Middle School: Indian Trails Middle
Remarks: LOCATION, LOCATION, LOCATION! Beautifully remodeled home in the heart of Winter Springs, conveniently located near shopping, dining, banking, fresh market , Publix, Oviedo Mall, YMCA, and major roadways (417 & 408). This spacious residence features 4 bedrooms, 2 full bathrooms, 2 car garage and an open functional floor plan ideal for family living and entertaining, two large separate rooms :a dining room and a living room Recent updates include a water heater (2026)new porch (2026), A/C (2017), and roof (2017). The oversized backyard is shaded by magnificent historic oak trees and includes a utility/workshop, building gym, offering endless possibilities. The community features a playground, basketball court, and park, with an additional neighborhood park conveniently located right next door and the HOA fee is paid anually and is exceptionally affordable.
Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)
Listing Agent: Gloria Florez (407-561-3046)
1441 FOREST HILLS DR, WINTER SPRINGS, FL 32708
$420,00015 Days on yellowkey MLS ID: O6413957
1 Days Off yellowkey (back on 6/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1731 Built: 1985Monthly Fee: $90 Tax: $2,546 (2025)Community: Wedgewood Tennis VillasSingle Family
Taxes:$2,546
Elementary School: Keeth Elementary
Remarks: Welcome to this beautifully maintained and updated 3 bedroom, 2 bath home with a 2-car garage, ideally situated in the highly desirable Tuscawilla community of Winter Springs. Offering a combination of modern updates, timeless character and serene waterfront views, this move in ready home is a rear find. Step inside to discover an inviting floor plan, featuring ceramic tile and laminate flooring throughout, providing both style and easy maintenance. The updated kitchen is designed for everyday living and entertaining, complete with modern cabinetry, stainless steel appliances, granite countertops, with a black side by side refrigerator, skylight that fills the space with natural light and a built-in wine rack for added charm. The spacious family room serves as the heart of the home, highlighted by a striking brick wood burning fireplace and elegant exposed wood beams that adds warmth and architectural character. Sliding glass doors create a seamless connection between the indoor living spaces and the outdoors while framing beautiful views of the pond. Relax and unwind in the screened in porch overlooking the tranquil water, where you can enjoy peaceful mornings, evening sunsets and the beauty of Florida's natural surroundings. The primary suite and additional bedrooms offer comfortable living spaces, with sliding glass door access providing abundant natural light and picturesque views. The home also offers valuable peace of mind with major updates already completed, including a new roof installed in 2022 and a new HVAC system installed in 2021. Located in the sought after Tuscawilla community, residents enjoy convenient access to parks, walking trails, golf, tennis facilities, shopping, dining, and top rated Seminole County schools. Whether you are looking for your forever home or a peaceful retreat, this waterfront gem delivers comfort, convenience and lasting value. Don't miss your opportunity to own this beautifully updated pond-view home in one of Winter Springs' most desirable neighborhood.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Karen Khairullah-Wallace (407-256-3465)
717 ADIDAS RD, WINTER SPRINGS, FL 32708
$439,90012 Days on yellowkey MLS ID: V4949727
REDUCED by $5,100 (1.1%) on 06/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1986Monthly Fee: $95 Tax: $5,844 (2025)Community: Wedgewood Tennis VillasSingle Family
Taxes:$5,844
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Welcome home to this absolutely charming and move-in-ready 2-bedroom, 2-bathroom home nestled in one of the most desirable areas of Winter Springs! From the moment you arrive, you'll appreciate the countless updates, beautiful wood beams and inviting curb appeal that make this home truly special. Major improvements provide peace of mind, including a 4-year-old roof, brand-new water heater, new flooring throughout, fresh interior and exterior paint, new appliances, and all-new light fixtures and ceiling fans. The beautifully updated kitchen offers modern style and functionality, while both bathrooms have been thoughtfully remodeled with today's buyer in mind. The spacious and light-filled bonus room overlooks the picturesque backyard and tranquil pond, creating the perfect space for a home office, reading room, playroom, or additional living area. Step outside and enjoy your backyard retreat featuring stunning water views and majestic oak trees that provide natural shade and beauty year-round while enjoying your morning coffee and watching the family of ducks swim by daily to greet you. Located in a great walking neighborhood, you'll love being just minutes from Tuscawilla Country Club and its renowned golf course, with olympic size pool and dining. Near top-rated schools and parks. Conveniently close to everything you need such as shopping, restaurants, medical facilities and your only a short drive to Florida's famous Theme Parks and about a 45 min drive to the best Beaches around. This adorable home offers the perfect blend of comfort, style, and location. Completely move-in ready and waiting for its new owners to fall in love—don't miss this incredible opportunity to own a piece of Winter Springs paradise!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Tracy Phillips, Llc (386-747-4914)
568 BUCKHORN DR, WINTER SPRINGS, FL 32708
$475,00023 Days on yellowkey MLS ID: O6413584
REDUCED by $10,000 (2.1%) on 06/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2076 Built: 2012Monthly Fee: $167 Tax: $3,280 (2025)Community: Winter Spgs Village Ph 1Single Family
Taxes:$3,280
Remarks: Under contract-accepting backup offers. This is one of the few 4 bedroom Bungalows built in sought after Winter Springs Village and it is situated on a premium lot with a manicured greenspace in front and a pond view with a lighted fountain in the rear. Enjoy sitting on the front porch in this quiet and serene setting with no through traffic. Recently painted interior and trim along with brand new carpet upstairs. This turn key property has lower utility bills due to many energy efficient features & design with Low E Vinyl dual pane double tint windows, foam insulated attic, energy star appliances & AC replaced in 2019. This 4 bedroom floor plan has a spacious loft area & 2.5 bathrooms, separate dining room, living room that is open to the kitchen & a full 2 car garage with extra ceiling racks for additional storage. The HOA includes lawn & irrigation maintenance, community pool/clubhouse, playground & secure mailboxes. In walking distance to the Seminole Trail, Winter Springs Town Center, restaurants & Publix. Easy access to 417 for a commute downtown, University of Central Florida, Orlando International Airport or the beaches. Highly rated Seminole County Schools. Bring your most discriminating buyers as this home will not disappoint!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: P. Darlene Brown, Pa (407-719-4420)
440 BUCKSKIN CT, WINTER SPRINGS, FL 32708
$525,00096 Days on yellowkey MLS ID: O6394274
REDUCED by $9,900 (1.9%) on 06/24/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1922 Built: 1986Monthly Fee: $30 Tax: $5,731 (2025)Community: Deer Run Unit 20Single Family
Taxes:$5,731
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** PAID-OFF 15kW SOLAR + 10Gb whole-home Ethernet — corner lot in the heart of Winter Springs! This 4BR/2.5BA Deer Run home blends colonial charm and fresh curb appeal with smart upgrades new construction can't touch. Whole-home fiber terminal & wired Ethernet in every room. Smart thermostat w/ 3 remote sensors (app-enabled). New master shower & custom closet w/ multiple bars & abundant shelving. Re-piped 6-zone irrigation w/ modular manifold & smart rain/soil-aware controller. Hardwired smoke detectors, GFIs in all wet areas & shower vent fans throughout. Open floor plan, engineered hardwood & wood-burning fireplace. Outside, enjoy fresh landscaping, a brand-new fence & a corner lot your neighbors will envy — all minutes from the 417, Red Bug Lake Rd, Tuskawilla Rd, top-rated Seminole County schools, parks & shopping. Updated the right way — come see it today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708
$1,090,00057 Days on yellowkey MLS ID: O6404923
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $60,000 (5.2%) on 05/28/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3440 Built: 1996Monthly Fee: $123 Tax: $7,388 (2024)Community: Reserve At Tuscawilla Ph 1 TheSpa: YesSingle Family
Taxes:$7,388
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 109 Cherry Creek Circle, a custom Von Jacobs-built residence located in the gated Reserve at Tuscawilla. Set on a beautifully landscaped 0.59-acre homesite, this 5-bedroom, 4-bath pool home offers the space, craftsmanship, and outdoor lifestyle that are increasingly hard to find in Winter Springs. Designed with the character and quality of a custom-built estate, the home features generous room sizes, volume ceilings, wood flooring, crown molding, detailed millwork, a gas fireplace, and a thoughtful floor plan that offers both comfortable everyday living and excellent entertaining space. The main-level primary suite provides privacy and convenience, while the additional bedrooms offer flexibility for guests, office space, fitness, hobbies, or multigenerational needs. The heart of the home is the outdoor living area. A screened, heated pool and spa, covered lanai, summer kitchen with Viking grill and Texas smoker, and a fire pit lounge accented with Tennessee River Rock create a true resort-style setting for relaxing, gathering, and enjoying the Florida lifestyle year-round. This home has been lovingly maintained and offers an incredible opportunity for a buyer who appreciates custom construction, a premier gated Tuscawilla location, and the chance to make thoughtful cosmetic updates over time. With over half an acre, a 3-car side-entry garage, mature landscaping, and a private outdoor retreat, 109 Cherry Creek Circle delivers the foundation, setting, and lifestyle buyers are searching for. Conveniently located near Tuscawilla Country Club, parks, trails, shopping, dining, Seminole County schools, and major Central Florida roadways, this property combines privacy, space, and everyday convenience in one of Winter Springs’ most established communities.
Listing Agent: Kara Lushear (321-663-5550)
339 INGLENOOK CIR, WINTER SPRINGS, FL 32708
$359,90033 Days on yellowkey MLS ID: O6411718
1 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 1992Monthly Fee: $22 Tax: $4,816 (2025)Community: Mount Greenwood Unit 1Single Family
Taxes:$4,816
Remarks: Under contract-accepting backup offers. ACCEPTING BACK-UP OFFERS! New Roof Being Installed 06/24/26! Welcome to this fantastic opportunity in the heart of Winter Springs! This 3-bedroom, 2-bathroom single-family home features a highly desirable split-floor plan, providing the perfect layout for privacy and everyday living. Priced to sell, this property serves as a wonderful blank canvas ready for your personal design touch and imagination. The main living area features open sightlines to the kitchen, making the space feel connected and absolutely great for entertaining. From the main living area, sliding glass doors lead you right out to a spacious, covered and screened-in lanai—ideal for enjoying the beautiful Florida weather. Situated on a wonderful, private lot, the backyard offers plenty of space for pets, play, or creating your own outdoor oasis. Complete with a 2-car garage and great curb appeal on a quiet circle, this home checks all the major boxes and is just waiting for you to make it your own. Excellent location with easy access to local dining, shopping, and major roadways. Schedule your private tour today!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Christine Bouchard (904-907-5440)
1530 BRAEWICK ST, WINTER SPRINGS, FL 32708
$449,90016 Days on yellowkey MLS ID: TB8518340
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1889 Built: 1999Monthly Fee: $115 Tax: $2,255 (2025)Community: Fox Glen At Chelsea Parc TuscawillaSingle Family
Taxes:$2,255
Remarks: Located in Winter Springs, FL, this beautifully updated single-story home offers 3 bedrooms and 2 bathrooms with a long list of brand-new upgrades that make it truly move-in ready. Major systems have been replaced — including a new AC and water heater — while fresh interior paint, new carpet, and new LVP flooring give the home a clean, modern feel throughout. The kitchen shines with new quartz countertops and all-new appliances, including a range, microwave, and dishwasher, and the bathrooms have been refreshed for a polished, updated look. New light fixtures tie it all together, creating a bright, cohesive space that's ready for its next owner. Schedule your showing today.
Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)
Listing Agent: Rob Jones (844-448-0749)
504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708
$250,00027 Days on yellowkey MLS ID: O6413016
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1363 Built: 1987Monthly Fee: $190 Tax: $4,030 (2025)Community: Mount Greenwood Unit 2 OfTownhouse
Taxes:$4,030
Elementary School: Winter Springs Elementary
Remarks: Welcome to 504 Green Spring Circle, a beautifully maintained 2 bedroom 2.5 bath townhome nestled in the heart of Winter Springs, where comfort, charm, and everyday functionality come together effortlessly. Inside, the UPDATED KITCHEN features modern finishes, GRANITE countertops, ample prep space, and room for a dine-in table. The home has been thoughtfully maintained, offering peace of mind and move-in-ready convenience. Step outside to one of this home’s standout features a SERENE BACKYARD retreat complete with a screened in porch perfect for morning coffee, evening unwinding, or hosting friends and family. Surrounded by mature landscaping and a peaceful setting, this outdoor space offers the privacy and tranquility you've been searching for. Located in an established community with a LOW HOA FEE, residents enjoy affordability without sacrificing location or lifestyle. A community playground, tennis courts and pool to use as you wish. Conveniently situated near shopping, dining, parks, and top-rated Seminole County amenities, this Winter Springs gem is one you won’t want to miss.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Riki Cantelli (919-757-8551)
662 SARANAC DR, WINTER SPRINGS, FL 32708
$643,10026 Days on yellowkey MLS ID: O6413437
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2180 Built: 1986Monthly Fee: $6 Tax: $3,686 (2025)Community: Tuscawilla Unit 14ASingle Family
Taxes:$3,686
Remarks: Under contract-accepting backup offers. Welcome to this beautiful 4-bedroom, 2-bath pool home nestled in the highly sought-after Tuscawilla community of Winter Springs. Situated on an oversized .34-acre lot, this well-maintained residence offers more than 2,180 square feet of comfortable living space with a spacious, open floor plan designed for both everyday living and entertaining. Enjoy cozy evenings by the fireplace, relax by the private pool, and appreciate the convenience of a two-car garage. The property is surrounded by mature trees and lush landscaping, creating a peaceful and inviting setting. Ideally located near top-rated Seminole County schools, parks, shopping, dining, and major roadways, this home also offers close proximity to Trotwood Park and Tuscawilla Country Club, with easy access to Oviedo, Winter Park, and downtown Orlando.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Jim Ruddy (407-718-0984)
240 N DEVON AVE, WINTER SPRINGS, FL 32708
$375,00019 Days on yellowkey MLS ID: O6416300
REDUCED by $9,900 (2.6%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1238 Built: 1958 Tax: $476 (2025)Community: North OrlandoSingle Family
Taxes:$476
Remarks: Welcome to 240 N Devon Avenue, a fully updated three-bedroom, two-bath home in the heart of Winter Springs, where the renovation has been done for you and the only thing left to do is move in. Inside, the open-concept main living area is anchored by a stunning stone fireplace with built-in shelving and crown molding throughout. The kitchen has been beautifully upgraded with custom wood cabinetry, quartz countertops, tile backsplash, and stainless steel appliances. Both bathrooms are finished with custom tile showers and the same level of detail you'll find throughout the home. Light, bright, and timeless. Beyond the finishes, the major systems have all been addressed: metal roof installed 2024, full HVAC replacement in 2022 (inside and outside units), whole-home repipe in 2022, updated electrical, and a gas tankless water heater. Nothing left to update or worry about! A 16x16 sunroom with AC extends the living space year-round, opening to a backyard built for play and entertaining. A putting green, paver patio, and pergola sit behind an eight-foot privacy fence, surrounded by low-maintenance xeriscaping that means weekends free from mowing. A detached 20x20 garage and workshop offers serious storage, project space, or whatever your hobby calls for. Ample off-street parking handles guests, trailers, RVs, or boats. Step out the front door and you are one block from the community park with its ocean-inspired playground, splash pad, pond, and walking trails. The Cross Seminole Trail is also nearby, putting miles of paved trail at your fingertips. Quick access to both I-4 and the 417 makes commuting a breeze, and you are surrounded by top-rated Seminole County schools. 240 N Devon is a rare combination of move-in-ready renovation, generous outdoor living, freedom from HOA restrictions, and a central Winter Springs location with parks and trails just steps from your door. Call today for your private showing!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lindsey Hudson (865-712-8452)
1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708
$450,00014 Days on yellowkey MLS ID: O6417601
1 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1571 Built: 1987 Tax: $5,051 (2025)Community: Sunrise Village Unit 6Spa: YesSingle Family
Taxes:$5,051
Remarks: Under contract-accepting backup offers. Welcome home to this move-in-ready 4-bedroom, 2-bathroom pool home with a 2-car garage, situated on a quiet cul-de-sac with no through traffic. This solid-block-construction home offers an open floor plan and exceptional curb appeal, featuring fresh exterior paint, updated stucco, professional landscaping, and a brand-new roof installed in June 2026. Inside, you'll find fresh interior paint, updated lighting and ceiling fans throughout, and a beautifully renovated kitchen and bathrooms. The spacious kitchen opens to the main living areas and features new stainless steel appliances, making it ideal for both everyday living and entertaining. The living room is anchored by a stunning fireplace that has been transformed with a custom stucco finish, elegant marble accents, and a floating mantel. Major mechanical updates include a 2022 AC system, a brand-new 2026 water heater, and updated plumbing with the home fully repiped, providing added value and peace of mind for years to come. Step outside to enjoy your private screened pool area and fully fenced backyard with no rear neighbors, offering exceptional privacy and the perfect space for relaxation, pets, and outdoor gatherings. With block construction, a brand-new roof, and a location outside of a flood zone, this home offers the potential for lower insurance costs and added peace of mind. For additional buyer confidence, a 4-Point Inspection, Wind Mitigation Report, Wood Destroying Organism (WDO) Report, and Energy Report are attached to the MLS for review. Conveniently located with a low HOA of just $345 per year, this home combines style, comfort, and value in one complete package.
Listing is courtesy of: NEXTDWELL (855-432-1123)
Listing Agent: Austin Cummings (407-242-8891)
629 RYAN CT, WINTER SPRINGS, FL 32708
$475,00054 Days on yellowkey MLS ID: O6396980
REDUCED by $4,000 (0.8%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1857 Built: 2004Monthly Fee: $35 Tax: $1,899 (2024)Community: The Highlands Sections Seven & EightSingle Family
Taxes:$1,899
Remarks: Beautifully maintained 3-bedroom, 2-bathroom home located in the highly sought-after Highlands community in Winter Springs, FL. Real hardwood floors flow through the main living areas, adding warmth and timeless appeal. The spacious kitchen features elegant stone countertops, ample cabinetry, and plenty of room for cooking and entertaining. The primary suite serves as a relaxing retreat with an en suite bathroom that includes a dual sink vanity, a large soaking tub, and a walk-in closet. The split-bedroom layout offers added privacy, while the two additional bedrooms provide flexibility for guests, family, or a home office. Step outside to enjoy the oversized lot, offering plenty of space for outdoor living and activities. The screened-in lanai is perfect for enjoying Florida’s weather year-round, whether you're relaxing or hosting guests. A 2-car garage adds convenience and extra storage. Residents also enjoy access to a community pool, as well as tennis courts, pickleball courts, and scenic nature trails, perfect for an active and social lifestyle. Ideally located in Winter Springs, this home is close to top-rated Seminole County schools, beautiful parks and trails, shopping and dining options, and provides easy access to major roadways for commuting to Orlando and surrounding areas. Enjoy a balance of peaceful suburban living with everyday conveniences just minutes away.
Listing is courtesy of: SOTERA LIVING (407-725-9660)
Listing Agent: Lisa D'Orazio Llc (813-493-5383)
335 LANSBROOK LN, WINTER SPRINGS, FL 32708
$335,00047 Days on yellowkey MLS ID: O6407329
REDUCED by $10,000 (2.9%) on 06/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1129 Built: 2007Monthly Fee: $300 Tax: $3,595 (2024)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$3,595
Remarks: Welcome Home to 335 Lansbrook Lane! This move-in ready 2 Bed/2 Bath townhouse is ready for its new owner. Enjoy the ultimate Florida lifestyle with peaceful water views right from your front porch. Inside, you’ll find a functional and inviting layout featuring a downstairs bedroom and full bath, while upstairs offers the primary suite, kitchen, and spacious living area. Conveniently located in highly sought-after Seminole County, you’ll be just minutes from shopping, dining, entertainment, and everyday conveniences. Recent updates include a (2023) Roof and (2025) Appliances, making this home truly move-in ready. Come see all this home has to offer! Call Today to schedule your private showing!
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Trace Christian, Iii (407-202-8135)
498 CLUB DR, WINTER SPRINGS, FL 32708
$225,000327 Days on yellowkey MLS ID: O6332792
REDUCED by $10,000 (4.3%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Monthly Fee: $524 Tax: $2,970 (2024)Community: Cypress ClubTownhouse
Taxes:$2,970
Remarks: Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. New shingle roofing installed within the past months. Freshly painted and new luxury vinyl flooring throughout the unit. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs peaceful conservation area. Open stairwell that leads to the loft where you will find a spacious laundry arrangement set up. The master bedroom and bath are on the second floor. The home has been freshly painted. The Highlands offers many amenities to include tennis/pickle ball courts, basketball and volleyball, park with BBQ areas and a covered pavilion and boasts its Junior Olympic size swimming pool. Playgrounds throughout the community. Cypress Club also provides a community pool.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)
Listing Agent: Joyce Gary (407-782-3276)
600 NORTHERN WAY #205, WINTER SPRINGS, FL 32708
$233,00069 Days on yellowkey MLS ID: O6401833
0 Days Off yellowkey (back on 6/22/2026)
REDUCED by $5,000 (2.1%) on 06/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1981Monthly Fee: $397 Tax: $600 (2024)Community: Tuscany Place Ph 1Spa: NoCondo
Taxes:$600
Remarks: Come see 600 Northern Way, a residence significantly improved with fresh interior paint and partial flooring replacement throughout, establishing a noticeably refreshed and Standing ready to welcome its next chapter. The primary bathroom includes double sinks, providing practical utility and contributing to daily comfort. This thoughtfully updated residence provides both style and daily comfort. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708
$557,90048 Days on yellowkey MLS ID: O6407307
REDUCED by $12,000 (2.1%) on 06/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2415 Built: 2001Monthly Fee: $150 Tax: $4,293 (2025)Community: ParkstoneSingle Family
Taxes:$4,293
Elementary School: Layer Elementary
Remarks: New Price **268 Tavestock Loop, Winter Springs, FL 32708** Perfectly situated in the heart of Winter Springs, this stunning 4-bedroom, 2.5-bathroom home offers the ideal location with easy access to shopping, dining, theme parks, major roads, and the airport. Nestled within a desirable gated community, you'll enjoy peace of mind along with fantastic amenities including a community Lake Jess Up, pool, park, and 2 playground walking path, community benches. Step inside this beautiful two-story home and immediately notice the high ceilings that create a bright, open atmosphere throughout. Hard flooring runs seamlessly from room to room, giving the entire 2,883 square feet a clean, modern feel that is both stylish and easy to maintain. The kitchen is equipped with sleek stainless steel appliances, making it the perfect space to prepare meals and gather with family and friends. With four spacious bedrooms, there is plenty of room for everyone. The primary bedroom offers a comfortable retreat after a long day, while the additional bedrooms provide flexible space for family, guests, or a home office. Two full and half bathroom ensure convenience for the entire household. This move-in ready home means no waiting and no hassle. Simply unpack and start enjoying everything this wonderful property and community have for you. Whether you are relaxing by the community pool, taking the family to the playground, walking trails, Lake Jess Up or exploring all that Central Florida has in store, this home puts it all within reach. Don't miss your chance to make 268 Tavestock Loop your new home. Schedule your private showing today!
Listing is courtesy of: FUSILIER REALTY GROUP (407-476-0476)
Listing Agent: Zep Bholai-Lawrence (321-689-3467)
471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$330,000118 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
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 Agent: Terrica Francois (407-680-8268)
538 CRIMSON LN, WINTER SPRINGS, FL 32708
$369,90041 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
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)
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