Location: Winter Springs
Do Not Show Listings
497 CLUB DR, WINTER SPRINGS, FL 32708
$218,00014 Days on yellowkey MLS ID: O6408474
REDUCED by $14,800 (6.4%) on 05/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Monthly Fee: $520 Tax: $3,344 (2025)Community: Cypress ClubTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,344
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Beautiful 2/2 townhome in highly desirable Cypress Club community in The Highlands of Winter Springs, located in close proximity to SR 434! Light and neutral colors throughout, freshly painted approximately two years ago! *Vaulted ceiling in the spacious family/great room with a wood burning fireplace! Tile flooring in the living areas and laminate in the bedrooms. Split bedroom floorplan, with one bedroom downstairs. Tub and shower combination in both bathrooms. Newer a/c and a washer and dryer included! Screened and Covered porch and an additional outside storage closet for additional storage. Community pool in addition the master community pool! Two assigned parking spaces and additional visitor parking. The community offers a fabulous club house, nature walking trails, parks, playground and tennis courts. Located close to shops and restaurants and very close to SR 434, SR 17/92 and SR 417 for easy commuting.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Edyta Olejnik (407-474-0213)
294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$249,9906 Days on yellowkey MLS ID: O6409921
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1994Monthly Fee: $127 Tax: $3,612 (2025)Community: Deersong 2Single Family
Taxes:$3,612
Elementary School: Layer Elementary
High School: Winter Springs High
Middle School: Indian Trails Middle
Remarks: Beautifully maintained 2-bedroom, 2-bath single-family home located in the desirable Deersong community of Winter Springs! Built in 1994 and offering 1,105 heated square feet, this move-in-ready home features numerous major updates for peace of mind. Recent improvements include interior paint (2025), waterproof laminate flooring in the living room and both bedrooms (2025), a full-home repipe (2026), and a water heater (2026). Additional big-ticket upgrades include the roof replacement in 2018 and the AC installed in 2015. The functional floor plan offers comfortable living spaces filled with natural light, vaulted ceilings, and the updated laminate flooring adds a modern touch throughout. Conveniently located near shopping, dining, parks, Winter Springs Town Center, and top-rated Seminole County schools, this home is perfect for first-time buyers, downsizers, or anyone looking for low-maintenance living in a great location.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jadel Patterson, Llc (407-922-5936)
314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$279,990232 Days on yellowkey MLS ID: O6350799
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1091 Built: 1992Monthly Fee: $127 Tax: $2,209 (2024)Community: DeersongSpa: NoSingle Family
Taxes:$2,209
Tax Year: 2024
Remarks: Seller offering $2,500.00 toward Buyers Closing costs with an acceptable offer. Welcome to your dream home, perfectly positioned for easy commuting in Central Florida. This 3 bedroom, 2 full baths, split bedroom plan and screen enclosed side porch home boasts upgrades that make it shine brighter than most — capturing attention with these enhancements: Water Heater (Installed 03/2026), Roof (installed 2021) replaced in recent years for added peace of mind, insurance savings, and easier loan approval, Air Conditioning (2022) allowing you to stay comfortable year-round with a modern, energy-efficient system,Total Re-piping (2021) ensures smooth water flow and reduces future maintenance needs, Dishwasher (2021) for easy clean up. Stove & Refrigerator (2022) updated appliances for a sleek, functional kitchen, ready for your culinary adventures, Extra Kitchen Cabinets (2022) for extra space for all your kitchen storage needs, Luxury Vinyl in Bedrooms 2 & 3 provide a stylish, durable flooring that’s easy to maintain, Interior Paint (2021) fresh and neutral color walls throughout the home, Water-softener allows you to enjoy softer water for bathing, reduced hard water scale buildup, extended appliance life, and easier cleaning. This home is ideal for efficient daily living. Recent improvements mean less upkeep and more relaxation for you as well as the low HOA fees cover front and right side mowing, maintenance on the fence and shed, and a sparkling community pool — giving you more time to enjoy life! Newer systems and structural elements help lower insurance premiums and provide added security of your home. Close to local parks, Seminole County "A" Rated Schools, main shopping areas, major roadways for easy commuting. and exciting attractions and destinations for all ages. Perfect for every kind of buyer: seasonal residents can enjoy locking up and leaving, not having to worry about maintenance, collegiate students, checks all the boxes for first time home-buyers, empty-nesters downsizing, or anyone looking for comfortable carefree living.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Linda Bain (407-474-5269)
560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708
$425,00033 Days on yellowkey MLS ID: O6401016
REDUCED by $20,000 (4.5%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1654 Built: 1996Monthly Fee: $78 Tax: $5,669 (2024)Community: Tusca OaksSingle Family
Taxes:$5,669
Elementary School: Keeth Elementary
Remarks: Welcome to Tuska Oaks—a well-established community in the heart of Winter Springs known for its convenience and neighborhood feel. Tucked away on a quiet cul-de-sac, this 3-bedroom, 2-bath home offers over 1,600 square feet of comfortable living space with a smart, open layout and soaring vaulted ceilings. The kitchen features granite countertops, stainless steel appliances, and ample cabinet space, opening seamlessly into the dining room area—ideal for everyday living and entertaining. Tile flooring runs throughout the home with laminate or LVP in the bedrooms and bathrooms, making maintenance simple and clean. Major updates have already been handled for you, including a roof replaced in 2018, A/C replaced in 2020, newer water heater (2024), and interior and exterior paint completed just 3 years ago. The secondary bathroom has been fully remodeled, adding a fresh, updated touch. Step outside to a screened-in back porch overlooking a fully fenced backyard, offering privacy and space for pets, play, or outdoor gatherings. Residents of Tuska Oaks enjoy a low HOA and access to a community pool , all while being conveniently located near shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: David Fraser (407-920-9749)
585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708
$264,90028 Days on yellowkey MLS ID: O6404267
REDUCED by $5,000 (1.9%) on 05/26/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1348 Built: 1991Monthly Fee: $493 Tax: $2,550 (2024)Community: Deer Run Unit 19BTownhouse
Taxes:$2,550
Remarks: Welcome home to this move in ready 3 bedroom, 2 bathroom end unit townhome nestled in the heart of Winter Springs! With 1,350 sq ft of well utilized living space, this charming residence offers the perfect blend of comfort and convenience — ideal for first-time buyers looking to plant roots in one of Seminole County's most sought-after communities. As an end unit, enjoy added privacy, extra natural light, and more breathing room than a typical townhome. Step inside to an updated interior that's truly ready for you from day one, no projects, no hassle, just home. Unwind after a long day on your screened patio/lanai, the perfect private retreat for morning coffee or evening relaxation year round. The community offers access to a pool and amenities that make it easy to relax and connect with neighbors. Located in Winter Springs, you're minutes from top-rated Seminole County schools, SR-417, Tuscawilla Country Club, and the vibrant dining and shopping of the Oviedo/Winter Springs area. 3 Beds | 2 Baths | 1,350 Sq Ft | End Unit | Screened Lanai | Community Pool | Move In Ready Don't miss your chance to own in Shadow Glenn — this one won't last! ?? Schedule your private showing today.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Rodrigo Marsal (407-431-8503)
108 SUNDANCE CT, WINTER SPRINGS, FL 32708
$349,9008 Days on yellowkey MLS ID: O6409784
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1161 Built: 1997Monthly Fee: $140 Tax: $3,505 (2025)Community: The SeasonsSingle Family
Taxes:$3,505
Remarks: Welcome home to this beautifully remodeled gem tucked away on a quiet cul-de-sac in desirable Winter Springs! From the moment you walk in, you’ll fall in love with the bright, open-concept layout designed for easy living and effortless entertaining. With 1,161 sq ft under air, every inch of this home has been thoughtfully updated and filled with charm. The stunning fully remodeled kitchen is the heart of the home, featuring modern finishes, updated cabinetry, and a welcoming flow into the spacious living and dining areas. Both bathrooms have also been completely renovated, creating a fresh, stylish feel throughout. Step through the back doors and discover your own private retreat — a peaceful backyard backing directly to a beautiful conservation area with no rear neighbors, offering the perfect blend of privacy and nature. Imagine morning coffee with serene views or relaxing evenings enjoying the Florida breeze. Even better, the major 4 systems have all been replaced within the last 5 years, giving buyers confidence and peace of mind for years to come. Whether you’re a first-time buyer, downsizing, or simply looking for a turnkey home in an amazing location, this one checks all the boxes. Conveniently located near shopping, dining, parks, and great schools, this is the opportunity you’ve been waiting for. Sold as-is and ready for its next owner to fall in love!
Listing is courtesy of: JEMINI REALTY CORP (407-765-7292)
Listing Agent: Matias Gomez (407-535-0991)
1018 WEATHERED WOOD CIR, WINTER SPRINGS, FL 32708
$369,00010 Days on yellowkey MLS ID: O6408847
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1718 Built: 1978Monthly Fee: $107 Tax: $1,316 (2025)Community: Wedgewood Unit 2Single Family
Taxes:$1,316
Remarks: Welcome to refined, low-maintenance living in the highly sought-after Wedgewood Golf Villas within Tuscawilla. Perfectly positioned in one of Seminole County’s most established golf communities, this beautifully maintained residence offers the ideal blend of comfort, privacy, and convenience with golf cart-friendly streets, mature surroundings, and HOA-maintained lawn care for truly effortless ownership. Thoughtfully updated with a ROOF (2019), HVAC system (2017), and freshly painted exterior (2026), this move-in-ready 3-bedroom, 2-bath home showcases timeless appeal and functional design. Inside, abundant natural light, soaring vaulted ceilings, and a warm, inviting layout create an atmosphere that feels both spacious and intimate. The expansive great room, anchored by a charming fireplace, serves as the heart of the home — ideal for entertaining or quiet evenings in. A generously sized 315-square-foot screened lanai extends the living space outdoors, overlooking a large private fenced backyard with endless potential for a custom outdoor retreat, garden, or entertaining space. The first-floor primary suite offers a peaceful sanctuary with a spacious en-suite bath featuring a walk-in shower. Plush carpeting adds warmth throughout the living areas and bedrooms, while durable tile flooring enhances the kitchen and baths. Residents enjoy private access to scenic walking trails along the golf course, as well as close proximity to the private Tuscawilla Country Club, Trotwood Park, shopping, dining, nature trails, and top-rated Seminole County schools, with easy connectivity to SR 417 for commuting throughout Central Florida. Offering 1,713 square feet under air and 2,131 total square feet, this exceptional residence presents an outstanding opportunity for discerning buyers seeking comfort, community, and a lock-and-leave lifestyle in the heart of Tuscawilla.
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Darryl Donkel (407-325-1234)
363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708
$599,00063 Days on yellowkey MLS ID: O6394390
REDUCED by $9,000 (1.5%) on 05/25/2026
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. 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)
758 N GRETNA CT, WINTER SPRINGS, FL 32708
$430,00025 Days on yellowkey MLS ID: O6404912
REDUCED by $20,000 (4.4%) on 05/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2150 Built: 1977Monthly Fee: $33 Tax: $4,783 (2024)Community: Highlands Sec 4Single Family
Taxes:$4,783
Remarks: Welcome to this versatile and beautifully updated 4-bedroom, 3-bathroom home offering both comfort and opportunity. From the moment you step inside, you’re greeted by a warm, inviting atmosphere that instantly feels like home. The rich vinyl flooring stretches seamlessly throughout, adding both elegance and durability, while the light-colored walls reflect natural light to create a bright, airy space that feels open yet cozy. The heart of the home is a stunning kitchen equipped with newer appliances, including a brand-new refrigerator, making it perfect for everyday living and entertaining. Both the guest and primary bathrooms have been tastefully updated, adding a fresh and contemporary feel. One of the standout features of this property is its flexible layout. The Florida room and back bedroom have been thoughtfully converted into a secondary living space, ideal for generating supplemental income, accommodating guests, or creating a private in-law suite. This area can also be easily reintegrated into the main home if desired. Additional highlights include a HVAC system installed in 2020, providing peace of mind and energy efficiency. Whether you're looking for a primary residence with income potential or a spacious home with adaptable living areas, this property offers incredible value and flexibility.
Listing Agent: Nicholas Kovats (321-356-4072)
431 S ALDERWOOD ST, WINTER SPRINGS, FL 32708
$390,00016 Days on yellowkey MLS ID: O6407052
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1558 Built: 1973 Tax: $4,580 (2024)Community: North Orlando Terrace Unit 1 Sec 5Single Family
Taxes:$4,580
Remarks: One or more photo(s) has been virtually staged. Nestled in the highly desirable Winter Springs area, this beautifully updated 4-bedroom, 2-bath home offers the perfect blend of modern upgrades and everyday comfort. Every major component has been replaced, including a new roof, new windows, a new HVAC system, and a new water heater, providing peace of mind for years to come. Inside, you’ll find a completely renovated interior featuring all-new flooring, fresh paint inside and out, and stunning new bathrooms. The fully remodeled kitchen is equipped with brand-new appliances, stylish finishes, and plenty of space for cooking and entertaining. Step outside to enjoy the large screened lanai overlooking a spacious, fully fenced backyard—ideal for pets, play, and gatherings. With no HOA restrictions, you’ll have the freedom to truly make this property your own. Conveniently located near top-rated schools, major roadways, and an abundance of shopping and dining options, this move-in-ready home combines exceptional updates with an unbeatable location. Don’t miss the opportunity to make this Winter Springs gem your new home.
Listing is courtesy of: MCGLAMERY WILSON REALTY (407-399-7379)
Listing Agent: Jeannie Wilson (407-399-7379)
330 HAYES RD, WINTER SPRINGS, FL 32708
$820,00026 Days on yellowkey MLS ID: O6404598
REDUCED by $20,000 (2.4%) on 05/25/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2252 Built: 1977 Tax: $2,738 (2024)Community: North Orlando Ranches Sec 04Single Family
Taxes:$2,738
Elementary School: Winter Springs Elementary
Remarks: Located on 2 acres with R-1AA zoning, this property offers space, flexibility, and privacy while still being conveniently close to everyday essentials. Ideal for those looking to keep horses, store equipment, or run a home-based business. The home features a bright, open layout with high ceilings, abundant natural light, and updated windows with plantation shutters. The remodeled kitchen includes updated cabinetry, granite countertops, stainless steel appliances, a wine fridge, and a large island with breakfast bar. The split floor plan offers a spacious primary suite with a custom walk-in closet and an updated bathroom with dual sinks and a walk-in shower, while three additional bedrooms feature new carpet, updated fixtures, and ample closet space. The secondary bathroom also provides direct access to the pool. Outdoor living is a highlight, with a covered and screened patio overlooking a heated saltwater pool, an extended paver deck, and a gazebo with a firepit area, perfect for entertaining. Recent updates include a roof (2020), AC (2019), and water heater (2025), along with a whole-home water treatment system. The property also features a detached 3-car garage/workshop with AC and potential for a guest house or in-law suite, a shed with AC and water ideal for an office or studio, and a metal pole barn for boat or RV storage. Dual EV charging stations are also installed. This property offers a unique combination of comfort, functionality, and zoning flexibility to fit a variety of lifestyles.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Glendys Lorenzo Martinez (407-508-2808)
629 RYAN CT, WINTER SPRINGS, FL 32708
$479,00022 Days on yellowkey MLS ID: O6396980
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)
280 MOREE LOOP #2, WINTER SPRINGS, FL 32708
$150,0008 Days on yellowkey MLS ID: O6409577
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1978Monthly Fee: $420 Tax: $2,656 (2025)Community: Baytree VillageCondo
Taxes:$2,656
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: One or more photo(s) has been 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)
140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$779,90058 Days on yellowkey MLS ID: O6395594
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3129 Built: 1999Monthly Fee: $184 Tax: $5,857 (2024)Community: Seville ChaseSingle Family
Taxes:$5,857
Elementary School: Sterling Park Elementary
Remarks: Welcome to a residence that truly embodies the phrase "NEIGHBOR'S ENVY, OWNER'S PRIDE" - an exceptional opportunity to own a showpiece home in the gated enclave of Seville Chase where smart living meets timeless elegance. This impeccably maintained, Solar-Powered SMART home offers an unparalleled blend of luxury, comfort, and sustainability. With Fully Paid Solar Panels keeping monthly electric cost under $45. The property greets you with commanding curb appeal, an extra-wide driveway, and an oversized side-entry garage, setting the tone for what lies within. Step inside to discover a designer-inspired interior adorned with gleaming cherry hardwood floors, elegant French doors, soaring tray ceiling, gracefully rounded architectural walls, and refined crown molding- each detail curated for those with a taste for elevated living. The heart of the home, a chef's kitchen, showcases Granite countertops, luxurious 42" cherry cabinetry with crown molding, a built-in desk, ample storage, and sleek stainless-steel appliances-perfectly blending form and function. A thoughtful 3-way split floor plan ensures privacy and space for all, with the primary suite offering a serene retreat complete with his and her walk-in closet and shared linen cabinetry. The fifth bedroom, with its custom-built-in shelving, is ideally suited for a nursery, personal library, or a quiet study. At the Rear, a True Showstopper awaits - an Expansive 1,000+ sq ft screened and paved lanai, fully outfitted with a complete outdoor kitchen, with ADDITIONALD NEW FULL SIZE REFRIGERATOR, Gas hook-up with Range, Microwave, etc. ready to host unforgettable evenings under the stars. Surrounded by Fresh landscaping, New Sod, and vibrant plantings with a gazebo this home has been lovingly updated with a new roof in 2016, solar in 2021, and two high-efficiency A/C systems (5-ton in 2016 and 3-ton in 2014). Ideally located in the highly acclaimed Seminole County School District, and just minutes from premium shopping and places to worship, this is more than a home, it's a lifestyle. Experience the beauty, serenity, and elegance this exceptional property has to provide. Your home awaits. DO NOT FORGET TO CLICK THE LINK TO SEE THE VIDEO WALK-THROUGH.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Joji Jacob (407-747-3681)
30 SABLE CT, WINTER SPRINGS, FL 32708
$569,000106 Days on yellowkey MLS ID: O6382648
REDUCED by $10,000 (1.7%) on 04/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2674 Built: 1976 Tax: $3,043 (2024)Community: TuscawillaSpa: NoSingle Family
Taxes:$3,043
Remarks: REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitchen with island in the middle. All appliances. Hot water heater 2017. Lots of cabinet space. Spacious eat-in area beside kitchen. Formal Dining and Living rooms. Large bedrooms. Big Owners bedroom with walk-in closet and updated bath. Inside laundry room. Large Pool (updated to salt system) 8 feet deep. Big fenced yard. Screened in porch. Oversized 2 car side entrance garage (currently part of garage is an office but could easily be converted back). Community allows golf carts. Plenty of room to park jet skis, boats, and RV. Great location near shopping, restaurants, hospital, and major roads. Good schools. Country Club has golf, tennis, swimming, and dining membership. Trotwood park has basketball and tennis courts, soccer field, and covered picnic area. Many parks in neighborhood. Close to Seminole Trail for walking and bike riding. Move right in! Must Seee!
Listing is courtesy of: HOME SOLD NETWORK LLC (407-257-6223)
Listing Agent: Julie Bailey (407-257-6223)
724 BARRINGTON CIR, WINTER SPRINGS, FL 32708
$399,900372 Days on yellowkey MLS ID: O6312092
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1450 Built: 1987Monthly Fee: $120 Tax: $1,771 (2024)Community: Georgetowne Unit 1Single Family
Taxes:$1,771
Remarks: Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park and to Tuskawilla Country Club for a round of golf or tennis or to just socialize at the café and bar. This is a great opportunity to own an adorable low maintenance single-family home in the most affordable sought-after Country Club community in Seminole county. A rated school district! Short drive to Oviedo Marketplace and restaurants! Seller willing to contribute $2000 towards closing costs!! Don't miss this opportunity!! --
Listing is courtesy of: DIAMOND 2000 REALTY, INC (321-231-4195)
Listing Agent: Ramon Ortiz Cruz (321-231-4195)
276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$285,00043 Days on yellowkey MLS ID: O6399623
REDUCED by $5,000 (1.7%) on 05/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1089 Built: 1994Monthly Fee: $127 Tax: $3,719 (2025)Community: Deersong 2Single Family
Taxes:$3,719
Remarks: Price Improvements. This 3-bedroom, 2-bathroom home in Deersong-2 is a fantastic opportunity for anyone looking for a move-in-ready property in Winter Springs. With its newly updated kitchen, Modern faucet, granite countertops, and indoor laundry. High ceilings at living room, the home feels both modern and spacious. The community offers excellent amenities, including a gated pool and tennis courts, all for a low HOA fee. It is zoned A+ Seminole county public schools, . Its prime location near top-rated Seminole County schools and the popular Torcaso Cove park makes it ideal for daily living. will not last long, Schedule your private showing today!!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Mariam Sherkawy (407-272-4234)
440 BUCKSKIN CT, WINTER SPRINGS, FL 32708
$534,90064 Days on yellowkey MLS ID: O6394274
REDUCED by $14,100 (2.6%) on 05/22/2026
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)
4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$750,0009 Days on yellowkey MLS ID: O6409511
1 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3217 Built: 1983Monthly Fee: $40 Tax: $6,752 (2025)Community: TuskabaySpa: NoSingle Family
Taxes:$6,752
Remarks: Under contract-accepting backup offers. MULTIPLE OFFERS : HIGHEST AND BEST DUE BY SATURDAY, MAY 23 at 5PM. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly sought-after Winter Springs community of Tuskabay, offering the perfect blend of style, comfort, and convenience. Ideally located near shopping, dining, and major commuter routes, this home boasts lush landscaping, exceptional curb appeal, and a desirable side-entry 2-car garage. Inside, you’ll find neutral paint and flooring, abundant natural light, and an open floorplan designed for both everyday living and entertaining. The inviting foyer showcases stunning custom woodwork that flows seamlessly into the spacious dining area, while custom wood ceilings in both the foyer and loft up above add warmth and character. Elegant wrought iron railings accent the staircase and dining space for a sophisticated touch. The thoughtfully designed kitchen is situated at the front of the home and features an oversized opening to the living areas for great lines of sight, 42” cabinetry, granite countertops, tile backsplash, stainless steel appliances including built-in microwave, oven, and cooktop, plus a dinette area and walk-in pantry with convenient laundry access. The oversized family room is truly the heart of the home, highlighted by vaulted ceilings, a cozy wood-burning fireplace, two skylights, and French doors that open to the covered patio for seamless indoor/outdoor living. The spacious upstairs primary suite is a private retreat complete with its own wood-burning fireplace, custom accent wall, French doors leading to a private balcony, and a large walk-in closet with custom organization system. The luxurious en-suite bath offers a wrap-around, double-sink vanity, jacuzzi tub, and oversized shower. Adjacent to the primary suite are a versatile loft and an office/nursery space perfect for working from home or additional flexibility. Downstairs, three generously sized bedrooms feature large closets and ceiling fans. One bedroom includes a private half bath with direct access to the pool deck, making it an ideal cabana bath. An additional full hall bath features an oversized vanity, linen closet, and shower/tub combination. Step outside to your own backyard oasis featuring a large, screened and covered paver patio with custom wood ceiling overlooking the spacious, heated, chlorine pool. Beyond the screened enclosure, there’s still plenty of yard space to enjoy, all enclosed by a vinyl fence for added privacy. Additional upgrades include newer AC, crown molding, plantation shutters, engineered wood flooring, and added lighting and electrical outlets throughout. This exceptional home offers the perfect combination of timeless character, modern updates, and resort-style outdoor living.
Listing Agent: Jean Scott (407-759-5320)
736 SUMMERLAND DR, WINTER SPRINGS, FL 32708
$298,90036 Days on yellowkey MLS ID: O6402028
REDUCED by $1,100 (0.4%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1298 Built: 1983Monthly Fee: $95 Tax: $2,905 (2025)Community: WildwoodSingle Family
Taxes:$2,905
Remarks: SINGLE FAMILY HOME. Stunningly Renovated Gem in Winter Springs. Looking for the perfect blend of modern comfort and community living? Look no further! This spectacular, Renovated home in the desirable Wildwood community is ready for its new owners. Brand New Solar Panel System, Green energy. Paid off. This almost 1,300 sq. ft. residence has been thoughtfully updated with high-end finishes throughout. Offers New roof in 2022. New cabinets and stunning granite countertops. Modern Baths with Porcelain wall tiles, new vanities, and upgraded faucets. Fresh paint inside and out, new baseboards, and elegant tile flooring. Resently replace water heater, A/C unit 2018 . 3 Bedrooms, 2 Bathrooms, spacious living and dining areas, plus a garage and carport. Community & Location Benefits: Enjoy the active Wildwood lifestyle with access to a pool, playground, tennis court, and volleyball court. You will be perfectly positioned in a top-rated school district with easy access to major highways (434, 17-92, I-4, 417, 436) and minutes away from the Altamonte Mall, Lake Mary, premier shopping, dining, and healthcare.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Jose Hernandez (407-394-9890)
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