Location: Winter Springs
Do Not Show Listings
600 NORTHERN WAY #502, WINTER SPRINGS, FL 32708
$249,900473 Days on yellowkey MLS ID: O6286935
REDUCED by $15,100 (5.7%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1985Monthly Fee: $397 Tax: $766 (2024)Community: Tuscany Place Ph 1Spa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$766
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: MOTIVATED SELLER!!! Seller offering concession toward buyer closing cost. Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offers an incredible opportunity for low maintenance living in a serene and gated community. Enjoy summer days by the beautiful community pool and relax in the cabana. Across the way you will find access to Trotwood Park, with its picturesque settings ideal for picnics and recreational activities. Featuring a pavilion, playground, splash pad, tennis courts, and sports fields, it's a hub for family fun. For outdoor enthusiasts, the nearby Seminole County Cross Trail is perfect for biking and walking. As you tour the well maintained 3-bedroom, 2-bathroom condo, it encompasses 1425 sqft of second level living with private screened balconies overlooking the courtyard. Well-appointed kitchen equipped with brand-new stainless-steel appliances: Counter-depth Smart French Door Refrigerator, Smart SLIM Microwave, Bespoke Induction Range with self and steam cleaning Air Fry Convection Oven. A generous living and dining area that are inviting and ideal for entertaining. The split floor plan offers privacy for the owner suite, complete with its own screened balcony. The secluded and spacious secondary bedrooms are delightful for guests, office space or a growing family. New AC installed 7/2025 (16 seer AC unit with 1 year maintenance and 10yr-parts/2yr-labor). Families are drawn to the area thanks to its top-rated schools, making this condo not just a home, but a gateway to a vibrant community. Recently refreshed and ready for its new owners to display their personal touches.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Bob Bretz, Pa (407-797-9500)
498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708
$249,00010 Days on yellowkey MLS ID: O6418425
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1363 Built: 1987Monthly Fee: $190 Tax: $1,639 (2025)Community: Mount Greenwood Unit 4 OfTownhouse
Taxes:$1,639
Elementary School: Winter Springs Elementary
Tax Year: 2025
Remarks: Welcome to 498 Green Spring Circle in the desirable Mount Greenwood community of Winter Springs! This beautifully maintained 2 bedroom, 1.5 bath end-unit townhome offers peaceful pond views, low-maintenance living, and access to top-rated Seminole County schools. Step inside to an open and inviting floor plan featuring ceramic tile flooring throughout the main living areas and fresh interior paint. The spacious living and dining areas flow seamlessly to the oversized screened patio with paver flooring, creating the perfect space to relax, entertain, or enjoy your morning coffee while overlooking the tranquil water and mature trees. The kitchen opens to the main living space, creating a bright and functional layout ideal for everyday living. Upstairs, you'll find two generously sized bedrooms with large closets and ample storage. An additional exterior storage closet off the patio provides even more convenience. Residents of Mount Greenwood enjoy a low HOA and outstanding community amenities, including a sparkling pool, tennis courts, playground, and scenic walking and biking trails. Ideally located just off SR 434 and minutes from Winter Springs Town Center, shopping, dining, parks, and major commuter routes. Whether you're a first-time homebuyer, downsizing, or searching for the perfect Florida retreat, this move-in-ready townhome offers comfort, convenience, and beautiful waterfront views. Don't miss this opportunity to enjoy the Florida lifestyle in one of Winter Springs' most desirable locations. Schedule your private showing today!
Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)
Listing Agent: Nicole Van Treese (407-462-9050)
593 DUNMAR CIR, WINTER SPRINGS, FL 32708
$3,799,0002 Days on yellowkey MLS ID: O6418561
Bed: 7 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 12339 Built: 1988Monthly Fee: $125 Tax: $27,590 (2025)Community: Dunmar EstatesSpa: YesSingle Family
Taxes:$27,590
Elementary School: Sterling Park Elementary
Middle School: South Seminole Middle
Remarks: Rare opportunity to own a private estate in the heart of Central Florida. Situated on nearly 6 acres in the prestigious Dunmar Estates community of Winter Springs, this exceptional property is fully fenced BY METAL FENCE AND SOLID WALL FENCE FROM 6ft to 10 ft and gated, offering outstanding privacy, security, and a true retreat-like setting. The main residence features over 12,000 square feet of living space, including 7 bedrooms, multiple living and entertaining areas, and a unique indoor heated pool that can be enjoyed year-round regardless of weather. Expansive grounds and mature landscaping create a peaceful and secluded environment rarely found in today’s market. A standout feature of the property is its two separate Mother-in-Law Suites, ideal for multigenerational living, extended family, long-term guests, caregivers, private offices, or flexible living arrangements. Additional amenities include a tennis court, circular driveway, 6-car garage, and abundant outdoor space, offering endless opportunities for customization, renovation, and creating a truly one-of-a-kind family compound. Conveniently located just minutes from top-rated schools, shopping, dining, and major highways, this estate combines the tranquility of private country-style living with the convenience of city access. A rare offering with exceptional space, privacy, and unlimited potential.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Winnie Tam (863-651-4687)
1105 CLINGING VINE PL, WINTER SPRINGS, FL 32708
$500,0009 Days on yellowkey MLS ID: O6416115
0 Days Off yellowkey (back on 6/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 1993Monthly Fee: $53 Tax: $2,249 (2025)Community: Eagles LandingSingle Family
Taxes:$2,249
Elementary School: Rainbow Elementary
High School: Oviedo High
Remarks: Under contract-accepting backup offers. Virtually Staged. Eagles Landing is calling and this one has the pool to prove it. Set on a lush quarter-acre lot in one of Winter Springs' most established neighborhoods, this 3-bed, 2-bath stunner checks every box: soaring vaulted ceilings, separate formal living and dining, a kitchen that opens to the family room, and a screened pool with spa just steps from your back door. The primary suite has a walk-in closet, dual vanity, soaking tub, separate shower, and marble finishes that make it feel like a true retreat. Big secondary bedrooms. Full laundry room. Washer and dryer stay. The big stuff is done: brand-new AC (2025), 5-year-old water heater, newer pool pump, solar + propane pool heater (both owned no leases). Swim year-round without the utility sticker shock. Tile flooring throughout the main living areas. Low HOA at just $158/quarter. Zoned for Seminole County schools. Minutes to SR 434, the 417, shopping, dining, and everything Central Florida has to offer. Calling all investors and savvy buyers with vision! This home has incredible bones, a layout that buyers love, and a backyard that sells itself. Add your cosmetic touches and watch the value follow. This is the kind of home people drive through a neighborhood hoping to find. Come see it before someone else does.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Heather Pryor (321-303-5393)
126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$749,0003 Days on yellowkey MLS ID: O6420487
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3205 Built: 2000Monthly Fee: $184 Tax: $8,679 (2024)Community: Seville ChaseSingle Family
Taxes:$8,679
Remarks: Welcome to Seville Chase, one of Winter Springs' premier gated communities. Situated on a private .41-acre lot, this custom-designed 5-bedroom, 4-bath home offers over 3,000 square feet of thoughtfully designed living space with a functional split floor plan that's perfect for both everyday living and entertaining. From the moment you walk through the double front doors, you'll appreciate the natural light, soaring ceilings, crown molding, and timeless architectural details throughout. The spacious family room flows seamlessly into the kitchen, featuring a large island, abundant cabinet space, breakfast nook, and peaceful backyard views. Step outside to the oversized covered lanai with a gas hookup for a future outdoor kitchen, overlooking a spacious backyard with plenty of room to build your dream pool. The private primary suite offers dual walk-in closets, a spacious bathroom, and direct access to a flexible office or nursery. Three additional bedrooms are located on the main level, while upstairs you'll find a private guest suite with its own full bath plus a large climate-controlled bonus room—perfect for a home gym, media room, playroom, or extra storage. This home has been meticulously maintained with numerous updates, including fresh exterior paint, updated lighting, painted garage floors, professionally cleaned HVAC ducts and carpets, plus an oversized driveway with plenty of parking. Conveniently located near top-rated Seminole County schools, shopping, dining, golf, Winter Springs Town Center, UCF, Research Park, Siemens, and major highways including 417, 434, and I-4. If you're looking for space, privacy, and a home you can truly make your own, this is one you won't want to miss. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Milton James (407-572-4458)
173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$439,990117 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
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
Elementary School: Layer Elementary
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.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
725 LAKESIDE DRIVE, WINTER SPRINGS, FL 32708
$255,0004 Days on yellowkey MLS ID: O6419715
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1168 Built: 1984Monthly Fee: $95 Tax: $3,856 (2025)Community: WildwoodTownhouse
Taxes:$3,856
Elementary School: None
High School: None
Middle School: None
Remarks: Enjoy easy living in this beautifully maintained townhome. Ideally located in the sought-after Wildwood community in Winter Springs. This home features 2 bedrooms and 2 bathrooms, freshly painted interior and new blinds in the living room. Tile floors throughout make cleaning a breeze. Enjoy sitting out on the screened in lanai with your favorite beverage. The spacious primary suite serves as a private retreat, complete with a wall closet, and a walk-in closet, and an en-suitebathroom. The well appointed kitchen offers ample cabinetry and counter space and flows seamlessly into the dining and living areas. Residents enjoy access to a variety of community amenities, including a swimming pool, tennis courts, playground and clubhouse. Conveniently located with easy access to major roadways. This home makes commuting throughout Central Florida simple while allowing you to enjoy a charming lifestyle in a prime location.
Listing is courtesy of: GLOBAL PROPERTIES SALES & MGMT (407-675-6999)
Listing Agent: Irene Hayden, Pa (407-376-4355)
363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708
$537,00093 Days on yellowkey MLS ID: O6394390
1 Days Off yellowkey (back on 6/26/2026)
REDUCED by $42,000 (7.3%) on 06/23/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3408 Built: 2000Monthly Fee: $48 Tax: $4,927 (2025)Community: Winding HollowSingle Family
Taxes:$4,927
Remarks: Outstanding 5-bedroom, 3-bathroom home with a Screened Pool and a beautiful Water view. New roof installed on 10/5/2018.Whole house exterior was repainted (including pool deck) in February/March 2020.Open concept, 2 story with a lot of natural light. Large kitchen overlooks the Spacious Family room. Spacious Great room, Living & Dining combo! Plus a Grand-sized Bonus room upstairs for the family to all enjoy! Tall Ceilings. 3-car garage! Ready for quick occupancy! Great Schools! Hurry! Won't Last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
622 ANHINGA RD, WINTER SPRINGS, FL 32708
$374,900187 Days on yellowkey MLS ID: O6369225
REDUCED by $10,000 (2.6%) on 06/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1721 Built: 1988Monthly Fee: $106 Tax: $4,083 (2024)Community: GreenspointeSingle Family
Taxes:$4,083
Elementary School: Highlands Elementary
Remarks: $374,900 NEW TILE ROOF INSTALLED APRIL 2026 + TRANSFERABLE 4-POINT INSPECTION + APPROXIMATELY 5-MINUTE WALK TO HIGHLANDS ELEMENTARY! Welcome to 622 Anhinga Road, a move-in-ready home located in the highly desirable Greenspointe community of Winter Springs. One of the most expensive updates a homeowner can face has already been completed with a BRAND-NEW TILE ROOF installed in April 2026, providing long-term value, durability, and peace of mind for years to come. To make the buying process even easier, the seller has already completed a transferable 4-Point Inspection available to the new owner. This beautiful 3-bedroom, 2.5-bathroom home offers over 1,700 square feet of living space and a highly desirable floor plan with the primary suite conveniently located on the first floor. The spacious owner's retreat features a large walk-in closet and a private bathroom with dual vanities, a soaking tub, separate shower, and private water closet. As you enter the home, you'll immediately notice the soaring ceilings, abundant natural light, and open-concept layout that creates a bright and welcoming atmosphere. The main living areas feature tile flooring throughout, while the kitchen offers granite countertops, stainless steel appliances, light cabinetry, a breakfast bar, and views of the living and dining areas—perfect for everyday living and entertaining. Sliding glass doors lead to a shaded backyard, creating the perfect space for relaxing, grilling, entertaining guests, or simply enjoying Florida evenings. Upstairs, you'll find a spacious loft that can easily serve as a home office, media room, playroom, gym, or second living area, along with two additional bedrooms and a full bathroom. Families will love the location within the highly rated Seminole County School District. Highlands Elementary School is just a short walk from the home, allowing many residents to enjoy the convenience of walking their little ones n to school in approximately 5 minutes. South Seminole Middle School and Winter Springs High School are also nearby. Residents enjoy access to The Highlands community amenities, including a community pool, tennis courts, pickleball courts, basketball courts, playgrounds, parks, clubhouse, walking trails, and recreational facilities designed for an active Florida lifestyle. Conveniently located near Winter Springs Town Center, UCF, Valencia College, shopping, dining, SR-417, SR-434, I-4, Downtown Orlando, and Central Florida attractions, this home offers both comfort and convenience in one of Seminole County's most sought-after communities. Vacant and easy to show. Major updates already completed, including a NEW TILE ROOF (April 2026), HVAC (2017–2018), WATER HEATER (2022), and a TRANSFERABLE 4-POINT INSPECTION. A rare opportunity to own a move-in-ready home in Winter Springs with top-rated schools, outstanding community amenities, and important updates already taken care of.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
476 CLUB DR, WINTER SPRINGS, FL 32708
$275,00097 Days on yellowkey MLS ID: O6392856
REDUCED by $10,000 (3.5%) on 04/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1995Monthly Fee: $520 Tax: $1,765 (2025)Community: Cypress ClubTownhouse
Taxes:$1,765
Remarks: Welcome to 476 Club Drive, a beautifully cared-for townhome nestled in the highly sought-after Cypress Club section of The Highlands in Winter Springs—a community known for its incredible amenities and natural surroundings. This spacious 3-bedroom, 2-bath residence blends comfort, functionality, and peace of mind with key updates already completed. Enjoy the benefits of a new roof 2026, new water heater 2026, 2020 A/C system, a full repipe completed in 2016, and a 2016 whole home water softener. Inside, you’ll find an inviting layout with knockdown ceilings throughout the main level and an open living and dining area tucked toward the rear of the home for added privacy. Updated recessed lighting enhances the space, creating a warm and welcoming atmosphere. Just beyond, a step-down enclosed patio offers a serene retreat overlooking wooded views—perfect for relaxing or entertaining. The flexible floor plan includes a downstairs bedroom with an adjacent full bath, ideal for guests, a home office, or multi-generational living. Upstairs, two generously sized bedrooms feature soaring ceilings and abundant natural light. The primary suite offers ample closet space and tranquil views of the surrounding greenery, along with a spacious en-suite bath complete with a Jacuzzi tub and separate shower—perfect for unwinding after a long day. Cypress Club stands out as the only neighborhood within The Highlands with its own private pool, in addition to access to the community’s extensive amenities. Residents enjoy multiple pools, tennis courts, scenic walking trails, parks, pavilions, BBQ areas, a clubhouse, as well as volleyball and basketball courts—delivering a true Florida lifestyle right outside your door. Don’t miss this opportunity to own a move-in-ready home in one of Winter Springs’ most desirable communities!
Listing Agent: Jeff Singletary (407-383-1933)
280 MOREE LOOP #2, WINTER SPRINGS, FL 32708
$150,00038 Days on yellowkey MLS ID: O6409577
2 Days Off yellowkey (back on 6/26/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1978Monthly Fee: $425 Tax: $2,656 (2025)Community: Baytree VillageCondo
Taxes:$2,656
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome home to this first-floor condo in the desirable Bay Village community of Winter Springs! Nestled among beautiful tree-lined streets, this spacious unit offers a fantastic opportunity to make it your own. The upgraded kitchen features stainless steel appliances, ample cabinetry, and plenty of workspace for cooking and entertaining. The open-concept living and dining area is filled with natural light thanks to the wall of sliders and windows along the living room. Laminate flooring runs throughout the home with no carpet anywhere for easy maintenance and a cohesive look. Residents of Bay Village enjoy access to the community pool and a prime location close to parks, shopping, dining, and top-rated schools. This home is move-in ready and waiting for its new owner to bring their vision, add some fresh updates, and give it the love and facelift to truly make it shine!
Listing Agent: Danielle Pensala (407-529-5752)
1838 SENECA BLVD, WINTER SPRINGS, FL 32708
$699,90032 Days on yellowkey MLS ID: O6411007
REDUCED by $25,000 (3.4%) on 06/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3195 Built: 1993Monthly Fee: $8 Tax: $5,731 (2025)Community: Tuscawilla Unit 14BSingle Family
Taxes:$5,731
Elementary School: Lawton Elementary
Remarks: Rare opportunity to own a spacious pool home on a private 2.1-acre conservation homesite in the highly desirable Chelsea Woods section of Tuscawilla. Offering 4 bedrooms, 3 bathrooms and over 3,100 square feet of living space, this home features a dedicated office with custom built-ins, formal living and dining areas, a wood-burning fireplace, and a large upstairs loft that provides flexible space for a media room, game room, home gym, or additional living area. The kitchen overlooks the main living spaces and pool area, while French doors open to an expansive covered lanai and screened pool enclosure designed for year-round Florida living. Step outside and enjoy your own backyard retreat featuring a large pool and spa with waterfall features, outdoor grilling area, generous deck space, mature landscaping, and peaceful conservation views with no rear neighbors. Major improvements include a roof replaced approximately 3 years ago and HVAC systems replaced approximately 3 years ago, providing peace of mind for years to come. Conveniently located near top-rated Seminole County schools, parks, golf, shopping, dining, and major commuter routes. Optional HOA membership available. Homes offering this combination of acreage, privacy, pool, location, and living space rarely become available.
Listing is courtesy of: HOPKEY REALTY (407-454-1217)
Listing Agent: Uno Sorlie (407-454-1217)
830 DUNBAR TER, WINTER SPRINGS, FL 32708
$361,00010 Days on yellowkey MLS ID: O6418603
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1792 Built: 1978Monthly Fee: $35 Tax: $2,088 (2025)Community: Highlands Sec 1Spa: NoSingle Family
Taxes:$2,088
Remarks: Welcome to 830 Dunbar Ter, a residence arranged for everyday comfort and practical living. The interior features a fireplace, serving as a central point, while the kitchen contains an accent backsplash that provides a subtle design element. Exterior amenities include a substantial deck that connects directly to a fully fenced in backyard, suitable for various outdoor activities. Move right into comfort and refined outdoor living.
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$494,000164 Days on yellowkey MLS ID: O6374288
REDUCED by $4,900 (1.0%) on 06/24/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1864 Built: 1985Monthly Fee: $3 Tax: $3,119 (2024)Community: Oak Forest Unit 4Spa: YesSingle Family
Taxes:$3,119
Remarks: 986 Turkey Hollow Circle—where comfort, style, and Florida living come together beautifully. Nestled in one of Winter Springs’ most desirable neighborhoods, this 4-bedroom, 2-bath pool home offers the perfect blend of warmth, functionality, and thoughtful updates—just minutes from Tuskawilla Road, SR-434, shopping, dining, and top-rated schools. Step inside to an open, light-filled great room where the kitchen, dining, and living spaces flow effortlessly—ideal for both everyday living and entertaining. The heart of the home is the kitchen, featuring rich cabinetry, custom backsplash, farmhouse sink, and a spacious island with cooktop and bar seating—perfect for gathering and connection. Just beyond, the inviting living room showcases vaulted ceilings, recessed lighting, tile flooring, and a stunning brick fireplace, creating a cozy yet open atmosphere. Sliding glass doors lead to your private outdoor retreat. Enjoy true Florida living outdoors with a sparkling pool, heated spa, and expansive covered lanai (10’ x 48’)—perfect for relaxing evenings, entertaining guests, or weekend poolside fun. Wood-tone decking, a fire pit area, gazebo dining space, and dedicated grill area complete this backyard oasis. The primary suite is a peaceful escape, offering private lanai access, a spacious bath, and walk-in closet. A split floor plan provides three additional bedrooms and an updated guest bath with convenient pool access—ideal for family or guests. Recent updates include: • POOL & DECK RESURFACED (2024) + new heater & pump • ROOF (2020) • Updated bedroom WINDOWS (2024) • Renovated GUEST BATH (2024) • New recessed lighting (2024) • New stainless steel refrigerator (2023) • Lanai flooring, spa lighting, gazebo & paver grill area Warm, welcoming, and move-in ready—this is the kind of home where memories are made. (All information intended to be accurate, but not guaranteed.)
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Christopher Dunlop (321-223-0407)
122 STONE GABLE CIR, WINTER SPRINGS, FL 32708
$469,900299 Days on yellowkey MLS ID: O6340870
REDUCED by $15,100 (3.1%) on 06/25/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2147 Built: 1999Monthly Fee: $58 Tax: $6,186 (2024)Community: Stone GableSingle Family
Taxes:$6,186
Remarks: Virtually Staged. PRICED TO SELL AT 469,900!! *** A 4 BEDROOM-FOOTPRINT IS ALREADY RECORDED IN SEMINOLE COUNTY RECORDS, SO THIS 3 BEDROOM HOUSE CAN EASILY GIVE YOU THE ADDED VALUE AND OPPORTUNITY OVERLOOKING SERENE CONSERVATION & POND VIEW. *** WELCOME TO A BEAUTIFULLY MAINTAINED HOME OFFERING UNMATCHED LAYOUT FLEXIBILITY, AND PEACE OF MIND WITH A STRONG MECHANICAL FOUNDATION: FEATURING ROOF, A/C & WATER HEATER UPDATED IN 2017. STEP INSIDE TO AN INTERIOR THAT FEELS FRESH AND BRAND NEW WITH FRESH INTERIOR PAINT THROUGHOUT, GORGEOUS NEW WOOD FLOORING AND PRISTINE NEW CARPET UPSTAIRS. EVERY WINDOW IS ELEVATED WITH CLASSIC, HIGH-END WOOD SHUTTERS. THE SPACIOUS, LIGHT-FILLED KITCHEN IS A CHEF'S DELIGHT, BOASTING PREMIUM STONE COUNTERS, STONE BACKSPLASH AND SLEEK STAINLESS STEEL APPLIANCES THAT COMPLEMENT A GOURMET GAS RANGE AND ENOUGH ROOM FOR A KITCHEN TABLE. THE ADJACENT FAMILY ROOM OFFERS DURABLE, ELEGANT TRAVERTINE FLOORING, WHICH FLOWS TOWARD A STRIKING STAIRCASE ADORNED WITH CUSTOM IRON AND WOOD RAILING. STEP OUT THE SLIDING DOORS INTO A CUSTOM SANCTUARY FEATURING A PREMIUM ARCHITECTURAL TRELLIS SYSTEM THAT ALLOWS YOU TO SHIFT THE LOUVERED BLADES FOR INSTANT SHADE OR FULL FLORIDA SUN. THIS PRIVATE BACK YARD PERFECTLY FRAMES AN UNTOUCHED CONSERVATION AREA AND SCENIC NEIGHBORHOOD POND. THE 2ND FLOOR HOUSES A GRAND PRIMARY SUITE COMPLETE WITH VAULTED CEILINGS AND A PEACEFUL PRIVATE WINDOW VIEW OVERLOOKING THE BACKYARD OASIS. THE 2ND FLOOR LOFT/FLEX ROOM MAY BE MADE INTO A 4TH BEDROOM OR OFFICE. COMPLETE WITH CLEAN 2 CAR GARAGE. THIS MOVE-IN WINTER SPRINGS GEM OFFERS THE PERFECT BLEND OF MODERN COSMETIC UPDATES, SOLID MECHANICAL HISTORY AND SERENE PRIVACY. LOCATION OFFERS TOP-RATED SCHOOLS, DINNING AND SHOPPING. THIS PROPERTY IS A RARE FIND! SCHEDULE YOUR SHOWING BEFORE IT IS GONE!!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Connie Shepherd (407-227-8005)
101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708
$625,00046 Days on yellowkey MLS ID: O6407799
1 Days Off yellowkey (back on 6/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2181 Built: 1974 Tax: $2,635 (2025)Community: Winter Springs Unit 4Spa: NoSingle Family
Taxes:$2,635
Remarks: Under contract-accepting backup offers. Situated on a spacious 0.38-acre lot in the highly sought-after Tuscawilla community of Winter Springs, this beautifully updated pool home combines thoughtful upgrades, flexible living space, and inviting outdoor areas with the added benefit of NO HOA. Inside, the remodeled kitchen opens to the main living spaces and showcases updated cabinetry, stone countertops, tile backsplash, stainless steel appliances, recessed lighting, and a custom range hood. A newly added pantry and bar area complement the open kitchen design. The split-bedroom layout offers added privacy, with the primary suite tucked away on one side of the home and the secondary bedrooms positioned on the opposite side. The primary suite also features a walk-in closet and versatile bonus space ideal for a home office, nursery, gym, or sitting area. Multiple living and flex spaces provide endless options for entertaining, working from home, or creating additional lounge and dining areas. Major updates include new Luxury Vinyl Plank flooring throughout, fresh interior and exterior paint, upgraded bathrooms, full home replumb and complete rewire (2026), new roof (2024), HVAC (2019), and water heater (2018). Step outside to enjoy an oversized resurfaced and retiled screened pool, expansive lanai and deck space, fully fenced backyard, and a newly paved private front courtyard designed for relaxing and gathering outdoors. Located near Tuscawilla Country Club, Central Winds Park, shopping, dining, Publix, Winter Springs High School, and SR-417, this home offers the perfect balance of privacy, convenience, and the established charm Tuscawilla is known for.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Belinda Gonzales (321-277-8994)
124 BLUE CREEK DR, WINTER SPRINGS, FL 32708
$725,000207 Days on yellowkey MLS ID: O6365177
REDUCED by $25,000 (3.3%) on 06/25/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2762 Built: 1995Monthly Fee: $70 Tax: $8,440 (2024)Community: Chestnut Estates Ph 1Single Family
Taxes:$8,440
Remarks: Welcome to this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open-concept living with pool access from the primary bedroom, living room, and family room. As you walk through the front door, the dining room and spacious living room open to the lanai and screened-in pool area. The master bedroom and 5th bedroom are located on one side of the home, while the remaining bedrooms and baths are off the family room, offering a functional split floor plan. The kitchen comes equipped with all appliances, granite countertops, extra storage, and a large breakfast bar, and is open to the family room. The master bedroom measures approximately 29’ x 15’ and features a large walk-in closet plus a linen closet, double vanities, a separate shower, and a jetted tub. There is a Jack-and-Jill bathroom between two of the bedrooms, and the third bathroom opens directly to the pool area. All bathrooms and the kitchen have been updated. All five bedrooms are carpeted, and the main living areas are tiled. The backyard features mature landscaping with fruit trees and is fully fenced for privacy. Additional features include an alarm system and keypad near the garage entry. This home is available for immediate move-in.
Listing Agent: Ryan Langley (407-802-6462)
270 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$249,900229 Days on yellowkey MLS ID: O6359666
REDUCED by $9,100 (3.5%) on 06/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1089 Built: 1994Monthly Fee: $121 Tax: $327 (2024)Community: Deersong 2Spa: NoSingle Family
Taxes:$327
Remarks: Quick Closing Available. Welcome to 270 San Gabriel Street in Winter Springs—now offered at an updated price and ready for its next owner. This well-maintained, single-story home features vaulted ceilings and a bright, open layout that creates a comfortable and inviting living space. With neutral finishes and ceramic tile flooring throughout, the home is truly move-in ready. All appliances are included for added convenience. Enjoy morning coffee or unwind in the evening on the oversized screened patio, offering a private outdoor retreat. Additional exterior storage provides practical space for bikes, tools, and seasonal items. Located just minutes from the scenic Cross Seminole Trail, the Deersong community also offers access to a pool and cabana for residents to enjoy. Nearby parks, shopping, dining, and top-rated Seminole County schools add to the home’s appeal. Considering making a move to downsize? First-time homebuyer? investor? or seeking a low-maintenance second home in Central Florida? Schedule your private showing today. With a newly reduced price and quick closing available, this is an excellent opportunity to own a well-cared-for home in a desirable location..
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Alie Gattis (407-760-1488)
600 NORTHERN WAY #1608, WINTER SPRINGS, FL 32708
$272,000129 Days on yellowkey MLS ID: G5108558
REDUCED by $2,900 (1.1%) on 06/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1981Monthly Fee: $373 Tax: $2,582 (2025)Community: Tuscany PlaceCondo
Taxes:$2,582
Remarks: Very motivated sellers! Condo in Tuskawilla’s Tuscany Place •Discover comfort and convenience in Winter Springs’ Tuskawilla neighborhood. Tuscany Place is a gated community with a private pool, near Trotwood Park, Cross Seminole Trail, and top-rated schools. •Double Balcony (length of condo) •Corner unit with pool view •Updated kitchen w/stainless steel appliances •New water heater (2023) •New roof (2023) •New AC (2016) •Washer/dryer (2026) •Primary bedroom with walk-in closet, en-suite, and balcony access •Split floor plan for privacy. Seize this opportunity to own a beautifully updated condo in a prime location! FHA Approved Condo complex.
Listing is courtesy of: WORTH CLARK REALTY (352-988-7777)
Listing Agent: Kelly Boulton (407-906-8348)
907 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708
$410,00033 Days on yellowkey MLS ID: O6411321
REDUCED by $10,000 (2.4%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 1997Monthly Fee: $126 Tax: $2,093 (2025)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,093
Remarks: Welcome home to this beautiful, move-in-ready residence nestled in the highly sought-after Greenbriar at Tuscawilla community! This charming 3-bedroom, 2-bath home offers a highly functional single-story layout with an open floor plan and split-bedroom design, creating both comfortable everyday living and added privacy. The spacious living and dining areas feature vaulted ceilings and abundant natural light, making the home feel bright and inviting. The oversized primary suite offers a relaxing retreat complete with a large walk-in closet and private bath. Enjoy low-maintenance living with a low HOA that includes lawn maintenance, plus access to the community pool. As an added option, Tuscawilla Country Club offers dining, fitness facilities, a junior Olympic pool, tennis courts and leagues, pickleball, golf, and social events. Conveniently located near SR 417, SR 434, and Red Bug Lake Road, you'll have easy access to shopping, dining, and entertainment. Don’t miss your opportunity to own this sweet home in one of Winter Springs’ most desirable communities. Schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jennifer Draper (321-439-7204)
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