Location: Winter Springs
Do Not Show Listings
448 MACGREGOR RD, WINTER SPRINGS, FL 32708
$350,00073 Days on yellowkey MLS ID: O6397231
0 Days Off yellowkey (back on 6/17/2026)
REDUCED by $10,000 (2.8%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1477 Built: 1993Monthly Fee: $6 Tax: $1,141 (2024)Community: Highland Village 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,141
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Explore 448 MacGregor Rd, a individual residence with a straightforward design and integrated features. The interior includes a fireplace, and the primary bedroom features a walk in closet; the primary bathroom provides double sinks and a Jacuzzi. The exterior includes a covered patio and a fenced in backyard, providing an enclosed outdoor area. This property contains practical elements for daily living. 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)
1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708
$729,900116 Days on yellowkey MLS ID: O6384753
0 Days Off yellowkey (back on 4/2/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2908 Built: 2003Monthly Fee: $150 Tax: $2,062 (2025)Community: Parkstone Unit 3Single Family
Taxes:$2,062
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. Experience the ultimate Florida lifestyle at this stunning 4-bedroom (plus home office) or 5-bedroom, 3.5-bathroom retreat nestled in the exclusive gated community of Parkstone. Come home to soaring, high ceilings and a bright, open floorplan that’s an entertainers dream. The Chef’s kitchen features stainless steel appliances, and a breakfast bar as well as a window enjoying views of the screen patio and beautiful backyard. You will love the oversized primary suite that features stunning conservation views, and connects to a private, flexible room perfect for an office or nursery, or even a fifth bedroom. One of the additional bedrooms has an on suite bathroom and walk in closet as well. Wake up to breathtaking sunrises and spend your evenings watching wildlife. This exceptional property features a private 300ft boardwalk that winds through Florida Hammock vegetation and leads to your own personal boathouse. This incredible, covered boat dock features both electric and water access, plus a boat lift for effortless access to the scenic, expansive Lake Jesup. Enjoy relaxing on the screened lanai or the open paver patio while enjoying the sounds of nature. NEW ROOF IN 2024 (House and Boat Dock), NEW PORCH ROOF 2025, NEW WATER HEATER 2025, NEW A/C 2021, FRESHLEY PAINTED 2021, RAIN GUTTERS 2020. Relish your time at the private community fishing pier, tennis court, take a dip in the gorgeous community pool or enjoy the splash pad. Lawn Maintenance is even included in your HOA (Lawncare includes mowing of lawn, trimming of bushes and fertilizer). Parkstone is a gated community with walking trails, scenic ponds, tennis court, community dock, two playgrounds, a splash pad and community pool to enjoy. The Cross Seminole Trail borders Parkstone and you are just a short walk from Central Winds Park, the Dog park and the Newly opened Pickleball Facility! Minutes from grocery stores, The Town Center, shopping and dining, this home has it all! Welcome home!
Listing is courtesy of: SHORESTONE PROPERTY GROUP (407-452-9818)
Listing Agent: Tania Crandall (407-452-9818)
1024 DINERO DR, WINTER SPRINGS, FL 32708
$419,00050 Days on yellowkey MLS ID: O6404240
REDUCED by $5,000 (1.2%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1463 Built: 1986Monthly Fee: $29 Tax: $4,882 (2024)Community: Sunrise Estates Unit 2Spa: YesSingle Family
Taxes:$4,882
Remarks: Beautiful 3-bedroom, 2-bath pool/spa home located in the highly desirable Sunrise Estates in Winter Springs, featuring a split floor plan on nearly ¼ acre with no front neighbors for added privacy. This home boasts a newer roof and newer pool/spa heater, making it perfect for entertaining family and friends, while the oversized backyard and large covered screened-in patio provide an ideal outdoor living space. Inside, enjoy a wood-burning fireplace for warmth and ambiance on cooler evenings, along with no carpet throughout for easy maintenance. Sunrise Estates offers open parks, tennis courts, basketball courts, and softball fields, and is zoned for A-rated Seminole County schools, making it perfect for a growing family. Conveniently located near major highways, dining, shopping, and just minutes from Oviedo and Winter Park—schedule your private tour today!
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Antonio Salinger (407-304-9867)
1204 SWAN ST, WINTER SPRINGS, FL 32708
$624,0004 Days on yellowkey MLS ID: O6417440
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3334 Built: 1973 Tax: $3,677 (2024)Community: Winter Spgs Unit 4Spa: YesSingle Family
Taxes:$3,677
Elementary School: Keeth Elementary
Remarks: Rare opportunity in the heart of Winter Springs! Situated on an expansive 0.72-acre lot with NO HOA, this unique 4-bedroom, 2.5-bath pool home offers endless potential for the buyer seeking space, privacy, and the chance to create something truly special. The property features a recently resurfaced pool, a fully fenced backyard, and an incredible outdoor setting designed for entertaining and enjoying Florida living. One of the standout features is the detached pizza kitchen gazebo, perfect for hosting family and friends, along with an additional outbuilding complete with A/C, power, and plumbing—ideal for a workshop, studio, home office, hobby space, or future guest accommodations. Mature landscaping and abundant outdoor space provide room for recreation, gardening, boats, RVs, and more. Inside, the home offers a functional layout with tremendous upside. While cosmetic updates could enhance the property's full potential, the major features, lot size, and unique amenities make this a rare find in Winter Springs. Whether you're looking for a personal residence, multi-generational living setup, or an investment opportunity, this property is ready for your vision.
Listing is courtesy of: EXIT REALTY PREMIER LEGACY (407-801-8219)
Listing Agent: Chandler Williams (407-702-3815)
1441 FOREST HILLS DR, WINTER SPRINGS, FL 32708
$420,0004 Days on yellowkey MLS ID: O6413957
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
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)
811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708
$545,00016 Days on yellowkey MLS ID: O6413927
0 Days Off yellowkey (back on 6/16/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2852 Built: 2016Monthly Fee: $100 Tax: $4,089 (2025)Community: Seven OaksSpa: NoSingle Family
Taxes:$4,089
Remarks: Explore 811 Maple Leaf Loop, recently enhanced with fresh interior paint. The kitchen includes a functional island, and the primary bathroom provides double sinks for practical use, a walk in closet and convenience of a separate tub and shower. Beyond the interior, exterior grounds feature a covered patio and a fenced in backyard. Discover modern comfort and practical living in this updated residence. Included 100-Day Home Warranty with buyer activation
1112 ORANGE AVE, WINTER SPRINGS, FL 32708
$3,998,000436 Days on yellowkey MLS ID: O6298615
Bed: 5 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 8685 Built: 2008 Tax: $14,976 (2024)Community: Lake JessupSpa: YesSingle Family
Taxes:$14,976
Remarks: Opportunities like this are almost impossible to find in Central Florida. Situated on 5.33 pristine lakefront acres with no HOA, this extraordinary estate is commercially zoned, creating a unique opportunity for a variety of potential business uses, including a luxury wedding venue, private event space, corporate retreat, boutique hospitality concept, or an exceptional live-work estate. With its breathtaking setting, grand architecture, and resort-style amenities, the property offers a level of versatility rarely available in today's market. Inspired by the elegance of the Italian countryside, the residence makes a lasting first impression with a dramatic front waterscape, lush gardens, and timeless architectural details. Inside, guests are welcomed by a grand foyer featuring exquisite marble finishes and a spectacular custom-painted 24-karat gold dome. Designed for both entertaining and everyday luxury, the expansive living spaces showcase panoramic views of beautiful Lake Jessup, soaring ceilings, stunning chandeliers, and a grand marble fireplace. The thoughtfully designed "H" floor plan encompasses more than 8,000 square feet of air-conditioned living space, offering five spacious bedrooms and six-and-a-half bathrooms, all conveniently situated on a single level. The primary suite is a true private retreat, featuring eight sets of French doors opening directly to the pool and lakefront, a custom-designed closet that doubles as a safe room, and a spa-inspired bathroom complete with a tranquil garden retreat. The gourmet chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and an oversized walk-in butler's pantry designed to accommodate large-scale entertaining. Additional luxury amenities include a temperature-controlled wine cellar, private movie theater, dedicated nanny or guest quarters, and a six-car garage with extensive attic storage. Outside, the estate transforms into a private resort. A spectacular sports pool with multiple water features serves as the centerpiece, complemented by a summer kitchen, wet bar, outdoor fireplace, and expansive covered veranda overlooking the serene waters of Lake Jessup. Whether hosting elegant weddings, unforgettable events, corporate gatherings, or private family celebrations, the setting is simply unmatched. Combining custom craftsmanship, Tuscan and Greek-inspired design elements, commercial zoning flexibility, and an irreplaceable waterfront location, this remarkable estate offers a truly rare opportunity to own one of Central Florida's most unique properties. Schedule your private tour today to experience the endless possibilities and extraordinary lifestyle this one-of-a-kind property provides.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Brian Hyser (407-951-2472)
613 BONITA RD, WINTER SPRINGS, FL 32708
$719,00075 Days on yellowkey MLS ID: O6395444
REDUCED by $20,000 (2.7%) on 06/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3281 Built: 2016 Tax: $8,389 (2025)Community: North Orlando Ranches Sec 02ASingle Family
Taxes:$8,389
Remarks: Under contract-accepting backup offers. Nestled beneath a canopy of mature trees in a charming ranch-style setting in Winter Springs, this custom-built 2016 Craftsman blends timeless architecture with today’s most sought-after design features. From the expansive front porch to the bright open-concept floor plan, every detail was designed for modern living and effortless entertaining. The chef-inspired kitchen serves as the heart of the home with quartz countertops, an oversized 9-foot center island, soft-close wood cabinetry, stainless steel appliances, and a massive walk-in pantry ideal for storage and organization. A dramatic 4-panel sliding glass door opens to the spacious wood deck and fully fenced backyard, creating seamless indoor-outdoor living perfect for gatherings, relaxing evenings, and Florida entertaining. The first-floor primary suite is a private retreat featuring a spa-style bath with a clawfoot soaking tub, oversized rain-head shower, dual vanities, and an expansive walk-in closet. Additional highlights include spacious secondary bedrooms, flexible loft space, abundant natural light, and quality craftsmanship throughout. Conveniently located near major highways, top-rated schools, shopping, dining, hospitals, and everyday conveniences, this exceptional Winter Springs home offers the ideal balance of peaceful surroundings and central Florida accessibility
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Victoria Myers (407-401-3249)
440 BUCKSKIN CT, WINTER SPRINGS, FL 32708
$534,90085 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)
1201 WOLVERINE TRL, WINTER SPRINGS, FL 32708
$500,000153 Days on yellowkey MLS ID: O6374676
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 1977 Tax: $5,709 (2024)Community: Winter Spgs Unit 4Single Family
Taxes:$5,709
Remarks: Welcome to this charming 4-bedroom, 2-bath home tucked away in a quiet, tree-lined neighborhood in desirable Winter Springs. Surrounded by mature trees, this property offers a peaceful atmosphere and a spacious backyard, ideal for entertaining, relaxing, or enjoying Florida outdoor living. Inside, you’ll find a warm and inviting layout highlighted by an original masonry fireplace, adding timeless character and charm. Skylights in the living room and hallway flood the home with natural light, creating a bright and airy feel throughout the main living spaces. Conveniently located near schools, parks, shopping, dining, and major roadways, this home offers the perfect blend of tranquility and accessibility in an established community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nairobi Rondon (786-935-0365)
819 DUNDEE DR, WINTER SPRINGS, FL 32708
$419,00017 Days on yellowkey MLS ID: O6412585
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
Taxes:$1,558
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: 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)
140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$769,90079 Days on yellowkey MLS ID: O6395594
REDUCED by $10,000 (1.3%) on 06/10/2026
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)
1110 SHADOWBROOK TRL, WINTER SPRINGS, FL 32708
$575,00016 Days on yellowkey MLS ID: O6413323
0 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2214 Built: 1998Monthly Fee: $50 Tax: $3,542 (2025)Community: Winding Hollow Unit 4Single Family
Taxes:$3,542
Remarks: Under contract-accepting backup offers. Nestled within the DESIRABLE Winding Hollow community, this residence presents a CHARMING front exterior, highlighted by a meticulously maintained lawn and lush landscaping. An inviting entryway, featuring distinctive double doors, sets a welcoming tone upon arrival. The interior unfolds into an OPEN CONCEPT living, dining, and kitchen area, designed for both comfort and connectivity. The spacious living room offers ample space for various arrangements, and overlooks the lanai & pool. Perfectly positioned adjacent to the living room, the DINING area is bathed in NATURAL LIGHT from the large window enhancing the home's OPEN and airy feel. Culinary endeavors are elevated in the well appointed GORGEOUS kitchen, boasting GRANITE countertops, SS appliances, and abundant wooden cabinet space for storage. The KITCHEN is the heart of the home with a LARGE ISLAND offering a vantage point into the family and dining areas, fostering a sense of togetherness. An additional eat-in kitchen area provides flexibility for casual dining. This home encompasses 4 well-proportioned bedrooms and 3 FULL bathrooms, spanning 2,214 square feet. The PRIMARY suite offers a private retreat, featuring a double vanity, a LUXURIOUS soaking tub, and a separate walk-in shower, creating a spa-like experience. The additional bathrooms are thoughtfully designed with contemporary fixtures and tiled showers, ensuring comfort and style. Practical amenities include a dedicated laundry room, equipped with a stacked washer and dryer and ample storage cabinets, enhancing daily convenience. A 3-car garage provides extensive parking and storage solutions, catering to diverse needs. OUTDOOR LIVING is seamlessly integrated with a screened-in patio, offering a comfortable space to relax and enjoy the surroundings. Beyond the patio, a sparkling POOL invites recreation and leisure, and is the perfect oasis for unwinding. The property's location offers exceptional convenience to a wealth of local amenities. Proximate to the vibrant Winter Springs Town Center, an array of shopping and dining options are readily available. Award-winning CENTRAL WINDS PARK provides expansive green spaces with a DOG PARK and 14 PICKLEBALL COURTS, and the CROSS SEMINOLE TRAIL is right outside the neighborhood. Top Rated Seminole County Schools and easy access to the 417. This home has it ALL. Make YOUR showing appointment today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Dawn Tinder (407-733-6846)
1411 BORG LN, WINTER SPRINGS, FL 32708
$385,000140 Days on yellowkey MLS ID: O6378665
REDUCED by $14,000 (3.5%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1368 Built: 1981Monthly Fee: $90 Tax: $1,871 (2024)Community: Wedgewood Tennis VillasSingle Family
Taxes:$1,871
Remarks: Price Reduced!! Your wait is over! Welcome to your new home! This beautiful 3 bedroom, 2 bath home delivers 1,368 sq. ft. of peaceful living area in a quiet corner lot. Located in the gorgeous Tuskawilla Country Club community, this home features luxury vinyl flooring throughout the house. Entertain effortlessly with a spacious kitchen featuring stainless steel appliances, recessed lighting, and 42” upgraded cabinets. The main floor master bedroom has walk in closet and access to the covered patio. House has been updated with a new roof in 2023, A/C unit in 2018, Water Heater in 2020, luxury vinyl floors and vinyl fencing. Enjoy the Florida outdoors with a covered and screened in porch to entertain and gaze out over the huge fenced in backyard. Winter Springs is an established community know for its A-Rated schools, "Tree lined streets", golf courses, tennis, and with easy access to shopping at Oviedo Marketplace, Trotwood park and the 417. Schedule a showing today and come experience Winter Springs living.
Listing is courtesy of: SOLID OAK REAL ESTATE LLC (321-888-9232)
Listing Agent: Trevor Laug (321-888-9232)
268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708
$569,90037 Days on yellowkey MLS ID: O6407307
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
Remarks: PHOTOS COMING SOON**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)
30 SABLE CT, WINTER SPRINGS, FL 32708
$569,000127 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)
421 HORIZON DR, WINTER SPRINGS, FL 32708
$294,900113 Days on yellowkey MLS ID: O6384932
REDUCED by $5,000 (1.7%) on 06/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1069 Built: 1998Monthly Fee: $142 Tax: $3,681 (2025)Community: Seasons TheSingle Family
Taxes:$3,681
Elementary School: Winter Springs Elementary
Remarks: Welcome to 421 Horizon Drive in Winter Springs, located in The Seasons community. This move-in ready home checks all the big boxes upfront: a 50-year Rhino shingle roof (2019), a 3.5-ton 14 SEER AC unit with heat pump and updated ductwork, a new electric panel, and a 2019 water heater. Beautifully maintained and thoughtfully updated throughout, this one-story home offers 3 bedrooms, 2 bathrooms, and 1,069 square feet of living space. Inside, you'll find newer Mohawk laminate flooring in the main living areas and bedrooms, tile in the kitchen and baths, updated light fixtures, newer ceiling fans, upgraded baseboards, and modernized doors and hardware throughout. The primary suite features a fully renovated bathroom with a walk-in shower, glass enclosure, rain shower head, and updated vanity. The guest bathroom has also been extensively renovated. High and vaulted ceilings enhance the open great room and dining space, while the sliding glass doors lead to an extended and stamped concrete patio within a private vinyl fenced yard, ideal for relaxing or entertaining. Located on a quiet cul-de-sac with assigned parking and curb parking available, this home is just a short walk to the community pool and directly across from the park, playground, and tennis courts. The HOA covers lawn maintenance, making for easy, low-maintenance living in a prime Seminole County location zoned for Winter Springs schools.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Peter Luu (321-917-7864)
101 MELTON DR, WINTER SPRINGS, FL 32708
$285,00018 Days on yellowkey MLS ID: O6413054
Bed: 4 Bath: 1.5 Liv Area Sq Ft: 1212 Built: 1959 Tax: $1,792 (2025)Community: Williamson HeightsSingle Family
Taxes:$1,792
Remarks: Charming 4-Bedroom Home in the Heart of Winter Springs! Welcome to this well-positioned 4-bedroom, 1.5-bath home offering comfort, functionality, and a spacious lot in an established Winter Springs neighborhood. Situated on nearly a quarter acre, this property provides plenty of outdoor space for entertaining, gardening, pets, or future enhancements. Inside, you'll find a practical floor plan with ample living space, natural light, and flexibility for today's lifestyle needs. The generous backyard offers endless possibilities for creating your own outdoor oasis. Conveniently located near shopping, dining, parks, major roadways, and top Seminole County amenities, this home presents an excellent opportunity for first-time buyers, investors, or anyone looking to add their personal touch. Don't miss your chance to own a property with great potential in one of Central Florida's most desirable communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ariel Vargas (407-558-5161)
1115 ARBOR GLEN CIR, WINTER SPRINGS, FL 32708
$750,0008 Days on yellowkey MLS ID: O6416243
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2608 Built: 1993Monthly Fee: $58 Tax: $5,397 (2025)Community: Tuscawilla Parcel 90Spa: NoSingle Family
Taxes:$5,397
Remarks: A perfect blend of comfort, style, and location. This beautifully maintained, custom 4-bedroom, 3-bath POOL home in the Tuscawilla community of Arbor Glen checks all the boxes. Spanning 2,620 square feet, this one-story, 3-car side-entry garage home offers the privacy of a fully fenced backyard with screened-in pool and no rear neighbors. After a refreshing swim in the NEWLY RESURFACED POOL (5/26), you can rinse off in the outdoor shower or step into the cabana bath with direct access from the patio. This split floor plan includes vaulted ceilings that create an airy atmosphere throughout, and the primary suite offers private lanai and pool access, perfect for morning coffee. The 4th bedroom is both functional and versatile, with a built-in desk/workstation and a queen-size Murphy bed. The large kitchen boasts stainless steel appliances, granite countertops, and a bright breakfast nook with a frameless bay window overlooking the pool. All the main living areas and bedrooms feature rich wood flooring. Other noted features: BRAND NEW POOL PUMP (5/26), freshly painted pool deck, washer/dryer included, gas fireplace, and newer roof (2020) & A/C (2019). Nestled in the desirable Seminole County school zone, with easy access to shopping, dining, parks, golfing at Tuscawilla Country Club, and pickleball at Central Winds Sports complex. This home has it all!
Listing Agent: Ericka Stephens (407-468-0510)
984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$410,00024 Days on yellowkey MLS ID: O6410083
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1821 Built: 1985Monthly Fee: $3 Tax: $3,100 (2025)Community: Oak Forest Unit 4Single Family
Taxes:$3,100
Remarks: Virtually Staged. A spacious 3-bedroom, 2-bathroom home located in the highly sought-after community of Oak Forest in Winter Springs. Known for its beautiful tree-lined streets, mature oak trees, and quiet suburban charm, this family-friendly neighborhood also offers access to top-rated schools and is conveniently located near popular restaurants, shopping, and everyday conveniences. Inside, this home features a versatile and functional floor plan with a spacious family room, separate living room, dining room, large kitchen, dedicated office space, and an indoor laundry room. The detached shed provides the perfect opportunity for extra storage, a workshop, or hobby space. Step outside to enjoy the private backyard complete with a fire pit — ideal for relaxing or entertaining guests. The garage has been split into an office and storage space but can be converted back into a two car garage. Major upgrades and improvements include an updated roof (2018), gutters(2018), HVAC system(2022), windows(2020), garage door(2020), hot water heater(2021), electrical panels(2023), and added insulation(2019). Additional features include an indoor electric fireplace (2022), and numerous updates throughout, offering peace of mind and move-in-ready convenience. Call today to schedule your private tour!
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.