Location: Winter Springs
Do Not Show Listings
1307 ORTEGA ST, WINTER SPRINGS, FL 32708
$430,00090 Days on yellowkey MLS ID: O6391915
REDUCED by $8,000 (1.8%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1881 Built: 1984Monthly Fee: $29 Tax: $4,874 (2026)Community: Sunrise Unit 2-BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,874
Elementary School: Rainbow Elementary
High School: Oviedo High
Tax Year: 2026
Middle School: Indian Trails Middle
Remarks: A home with its very own private oasis. This home boasts a 2019 AC UNIT and a 2021 ROOF REPLACEMENT. Enjoy the simple living that Seminole County offers. An updated kitchen centers the floorplan of 1307 Ortega St with an adjoining living room, dining room, and fully enclosed Florida room with attractive cedar plank built in storage. The true showstopper of the home sits in the backyard though. Escape through French doors off the Florida room into a backyard that presents itself immediately with a majestic and well loved Oak Tree that towers over the backyard. Enjoy a quiet morning coffee as you contemplate life over your fish holding pond or decide to stay at the small seating area that resides in the far corner of the backyard. Sunrise in Winter Springs is a well established neighborhood with a community park within a short walk of this home! Rainbow Elementary, the zoned school, is an A-Rated school! 1307 Ortega St has been owned by the same family since construction and is now available on the market for the first time ever! Other enjoyable features of 1307 Ortega include a bonus storage room, a garage with AMPLE built in storage, and cheaper sprinkler bills thanks to the environmental meter attached to the home. Come see this well maintained home, just minutes to schools, food, grocery, and more, today!
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: James Evans (407-462-1348)
101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708
$625,00034 Days on yellowkey MLS ID: O6407799
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
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2025
Remarks: 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)
1815 SENECA BLVD, WINTER SPRINGS, FL 32708
$999,000181 Days on yellowkey MLS ID: O6368232
REDUCED by $30,000 (2.9%) on 05/20/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3885 Built: 1989 Tax: $5,558 (2024)Community: Tuscawilla Unit 14BSpa: YesSingle Family
Taxes:$5,558
Elementary School: Lawton Elementary
Tax Year: 2024
Remarks: Welcome to this beautifully reimagined 5-bedroom, 3 full bath, 2 half bath pool home located in the highly sought-after Chelsea Woods community of Tuscawilla. Blending timeless architectural character with extensive modern updates, this move-in ready home offers exceptional space, style, and functionality throughout. Step inside to discover expansive living areas designed for both everyday living and entertaining, including a large formal living room with a stunning brick fireplace, a spacious family room with a second fireplace, formal dining room, and an oversized bonus space ideal for a home office, playroom, media room, or flex living area. The completely remodeled kitchen is a true centerpiece, featuring quartz countertops, brand-new appliances, custom two-tone cabinetry, open shelving, designer finishes, and a stylish bar area perfect for hosting. A spacious laundry room with a convenient butler’s pantry area adds additional storage and functionality. Downstairs also includes two beautifully updated half bathrooms. Upstairs, all five bedrooms offer generous space and natural light, along with three fully renovated bathrooms, including a Jack-and-Jill layout. The expansive primary suite serves as a private retreat with soaring ceilings, a luxurious freestanding soaking tub, oversized walk-in shower, dual vanities, and elevated designer finishes throughout. Additional updates include a newer roof in 2023, both A/C units replaced 12/2025, wood-look tile flooring throughout the lower level, and luxury vinyl plank flooring upstairs. Outside, enjoy Florida living at its best with a covered and screened lanai overlooking the sparkling pool and spacious patio area—perfect for relaxing or entertaining year-round. Located in one of Tuscawilla’s most desirable neighborhoods and zoned for top-rated Seminole County schools, this rare fully updated home combines architectural charm, modern design, and an unbeatable location. Homes with this level of renovation, space, and character rarely become available in Chelsea Woods. Call today to schedule your private showing.
998 EL LAGO TER, WINTER SPRINGS, FL 32708
$649,90033 Days on yellowkey MLS ID: O6408037
REDUCED by $100 (0.0%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2126 Built: 1989Monthly Fee: $28 Tax: $1,516 (2024)Community: Sunrise Estates Unit 5Spa: YesSingle Family
Taxes:$1,516
Remarks: PAID-OFF SOLAR! Welcome to Sunrise Estates and your opportunity to own a truly unique property in the heart of Winter Springs! Sitting on just **OVER AN ACRE** at the end of a quiet **CUL-DE-SAC**, this single story **POOL HOME** combines privacy, upgrades, and location in a way that is hard to find. Major improvements bring peace of mind, starting with a NEWER ROOF (2021), UPDATED A/C (2022), NEW WATER HEATER (2022), WATER SOFTENER SYSTEM (2022) and DOUBLE PANE WINDOWS (2022). Fresh EXTERIOR PAINT and a PAID OFF SOLAR SYSTEM keep the home looking great and your utility bills low. Inside you will be delighted to find many updates, along with vaulted ceilings, and HARDWOOD, wood laminate and tile floors that flow throughout the functional layout. The foyer is framed by the living and dining areas, with the living room offering a cozy fireplace and direct access to the lanai. The UPDATED KITCHEN features sleek BOSCH STAINLESS STEEL APPLIANCES, granite countertops, complementary tiled backsplash, abundant storage, and glass inset doors that open directly to the lanai – making INDOOR/OUTDOOR LIVING a breeze! On one side of the home three guest bedrooms share a fully updated bath complete with exterior access, and on the opposite side your expansive PRIMARY SUITE feels like a retreat that delivers custom blinds, a WALK-IN CLOSET and a private en-suite bath with a dual sink vanity, SOAKING TUB and separate tiled shower. A flexible bonus space connects to your suite – ideal for a sitting room, home office, home gym or nursery, with direct access to the backyard for plenty of natural light. Step outside and into your own private oasis – a COVERED LANAI and expansive deck overlooks the sparkling POOL and SPA, all SCREENED and surrounded by mature trees that create a private, tranquil setting. With all the space you could ask for and a fully FENCED YARD, there is plenty of room for play, gardening, or simply enjoying the outdoors! Irrigation is handled by a private well, while the home connects to public water for convenience. Residents will appreciate the LOW HOA, easy access to Sunrise Community Park and the location couldn't be better. You are just minutes from TOP-RATED SCHOOLS, shopping, dining, neighboring Oviedo and major roadways like SR 417, Red Bug Lake Rd, Tuskawilla Rd and 426. Don’t miss the rare chance to own over an acre in Winter Springs with an updated pool home at the center of it all. The private setting, thoughtful upgrades, and unbeatable location make this one a MUST-SEE! Call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
240 N DEVON AVE, WINTER SPRINGS, FL 32708
$384,9005 Days on yellowkey MLS ID: O6416300
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1238 Built: 1958 Tax: $476 (2025)Community: North OrlandoSingle Family
Taxes:$476
Elementary School: Highlands Elementary
Remarks: Welcome to 240 N Devon Avenue, a fully updated three-bedroom, two-bath home in the heart of Winter Springs, where the renovation has been done for you and the only thing left to do is move in. Inside, the open-concept main living area is anchored by a stunning stone fireplace with built-in shelving and crown molding throughout. The kitchen has been beautifully upgraded with custom wood cabinetry, quartz countertops, tile backsplash, and stainless steel appliances. Both bathrooms are finished with custom tile showers and the same level of detail you'll find throughout the home. Light, bright, and timeless. Beyond the finishes, the major systems have all been addressed: metal roof installed 2024, full HVAC replacement in 2022 (inside and outside units), whole-home repipe in 2022, updated electrical, and a gas tankless water heater. Nothing left to update or worry about! A 16x16 sunroom with AC extends the living space year-round, opening to a backyard built for play and entertaining. A putting green, paver patio, and pergola sit behind an eight-foot privacy fence, surrounded by low-maintenance xeriscaping that means weekends free from mowing. A detached 20x20 garage and workshop offers serious storage, project space, or whatever your hobby calls for. Ample off-street parking handles guests, trailers, RVs, or boats. Step out the front door and you are one block from the community park with its ocean-inspired playground, splash pad, pond, and walking trails. The Cross Seminole Trail is also nearby, putting miles of paved trail at your fingertips. Quick access to both I-4 and the 417 makes commuting a breeze, and you are surrounded by top-rated Seminole County schools. 240 N Devon is a rare combination of move-in-ready renovation, generous outdoor living, freedom from HOA restrictions, and a central Winter Springs location with parks and trails just steps from your door. Call today for your private showing!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lindsey Hudson (865-712-8452)
1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708
$825,00030 Days on yellowkey MLS ID: O6408959
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $25,000 (2.9%) on 06/04/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3118 Built: 2001Monthly Fee: $127 Tax: $8,339 (2025)Community: Citrus OaksSingle Family
Taxes:$8,339
Remarks: Under contract-accepting backup offers. Exceptional luxury living awaits in this beautifully reimagined 5-bedroom, 3.5-bath residence located within an exclusive gated community. Offering over 3,100 square feet of refined living space, this impressive home showcases luxury finishes and thoughtful upgrades throughout, including elegant travertine flooring, rich oil-rubbed plank floors, and a stunning updated kitchen appointed with stainless steel appliances. Designed for both elevated entertaining and everyday comfort, the floorplan of his home is designed to be a “forever home” and serve you through all stages of life. The 5th bedroom/flex space is conveniently located adjacent to the Primary Bathroom, making it the perfect spot for a nursery or a home office. There are 2 bedrooms connected by a “Jack and Jill” bathroom on the opposite side of the residence, and a spacious, secluded guest suite tucked away on the back of the home; providing guests with a quiet space away from the hustle and bustle of daily life. The spacious interior flows seamlessly to a private screen-enclosed pool retreat featuring a resurfaced finish, travertine pavers, and a fully fenced backyard oasis. The luxurious primary and guest baths have been tastefully updated, while major improvements such as a 2019 roof, hurricane impact slider doors, and fresh exterior paint provide peace of mind and timeless appeal. Perfectly positioned near top-rated schools, upscale shopping, dining, and convenient 417 access, this exceptional residence delivers the ideal blend of luxury, comfort, and location.
Listing is courtesy of: JULIAN PROPERTIES, INC. (407-291-4900)
Listing Agent: Bo Julian (407-694-5843)
807 BUCKIE DR, WINTER SPRINGS, FL 32708
$375,00049 Days on yellowkey MLS ID: O6386108
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1978Monthly Fee: $35 Tax: $4,487 (2025)Community: Highlands Sec 1Single Family
Taxes:$4,487
Elementary School: None
High School: None
Middle School: None
Remarks: Move Right In this Updated Highlands Home! Desirable Gas Stove in Kitchen along with newer Appliances & Granite Countertops, New Bathroom Vanities New Roof 2024. Large Fenced Yard, Fireplace & Inside Laundry Room. The Highlands has a Large Community Pool, Playgrounds, Clubhouse with BBQ Area, Audibon Park, Tennis & Pickleball Courts & Nature Walking Trails. Highly rated Seminole County Schools.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Paul Buscemi (407-716-2874)
120 E BAHAMA RD, WINTER SPRINGS, FL 32708
$1,199,000134 Days on yellowkey MLS ID: O6379165
REDUCED by $50,000 (4.0%) on 06/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4464 Built: 1989 Tax: $12,488 (2025)Community: Bahama RanchesSpa: NoSingle Family
Taxes:$12,488
Elementary School: Winter Springs Elementary
Remarks: Mid-Century Modern Paradise!! A Beautiful, well-designed home with spectacular architecture offering privacy, space, and long-term versatility on a rare 2.22-acre lot with RV/Toy parking—delivering exceptional value in this area. A separate in-law or guest suite features its own exterior entrance and full bathroom, ideal for multigenerational living, a private office, studio, or extended stays. The main living areas are sprawling, thoughtfully arranged with strong natural light and a functional flow for everyday living and a large Loft for entertaining, office or hobbies. The large primary suite includes a spacious en-suite bath and walk-in closet. Bedrooms two and three are oversized, each with walk-in closets; one includes a hidden play loft/ adventure nook accessible through the Narnia style closet access. The expansive property also includes a detached casita in the backyard, currently used as a workshop, with clear potential to be converted into a guest home, rental unit, or art studio. Located on a quiet street in an established Winter Springs neighborhood, with convenient access to top-rated schools, shopping, dining, and major commuter routes. Concessions considered with the right scenario. Buyer and buyer’s agent to verify all information. Both owners are licensed real estate agents.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alma Merrill (801-613-8090)
1551 WESCOTT LOOP, WINTER SPRINGS, FL 32708
$750,00033 Days on yellowkey MLS ID: O6407736
0 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2803 Built: 2005Monthly Fee: $100 Tax: $8,230 (2024)Community: Barrington EstatesSingle Family
Taxes:$8,230
Middle School: Jackson Heights Middle
Remarks: Welcome to Barrington Estates, where this light-filled home with an open floor plan instantly makes you feel at home. High ceilings blend timeless charm with modern style, while new luxury vinyl flooring flows throughout the entire home. The open kitchen overlooks the family room, creating the perfect space for entertaining, cooking, and spending time together. A dedicated office provides the ideal setup for working from home, studying, or creating a quiet flex space. The split-bedroom layout offers added privacy, with the spacious primary suite tucked away from the secondary bedrooms. The primary bedroom features peaceful backyard views, an impressive ensuite bathroom, and a custom walk-in closet. All additional bedrooms are generously sized and conveniently located near beautifully updated bathrooms. Recent upgrades include a remodeled kitchen with a new sink, quartz countertops, updated hardware, and new cabinets. Additional improvements include a backyard shed, fenced yard, installed gutters, and a stylish bar area complete with a sink and mini fridge. A standout feature of this home is the state-of-the-art solar system, designed to power multiple electric vehicles or even support a future pool. The system also includes backup batteries for added peace of mind during power outages. The solar agreement is currently a rental and may be assumed or terminated by the new owners. With the system in place, the current Duke Energy bill averages only $35 per month. Conveniently located just one mile from Highway 417, commuting anywhere in Central Florida is a breeze. Plus, the home is zoned for highly rated Oviedo schools. Come experience this exceptional home for yourself and make it your own!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Franki Gonzalez (954-918-4665)
1320 ALFONZO CIR, WINTER SPRINGS, FL 32708
$450,00012 Days on yellowkey MLS ID: S5151348
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1597 Built: 1984Monthly Fee: $29 Tax: $1,247 (2025)Community: Sunrise Unit 2DSingle Family
Taxes:$1,247
Remarks: Beautifully renovated 4-bedroom, 3-bath pool home situated on a spacious quarter acre corner lot in the desirable Sunrise community of Winter Springs. This move-in-ready home features a complete interior refresh, including new knockdown ceilings and wall texture, luxury kitchen and bathroom cabinetry, low-maintenance shower systems, new toilets, updated baseboards, and new LED lighting throughout. Fresh interior and exterior paint create a bright, modern feel from the moment you arrive. The outdoor space is equally impressive, featuring a newly screened pool enclosure, private pool, and plenty of room to relax and entertain. Additional improvements include a **permitted 2018 roof**, **permitted 2014 water heater**, newer HVAC system, and professionally coated garage floor. Conveniently located in highly rated Seminole County schools and just minutes from shopping, dining, major highways, Oviedo Mall, Lake Jesup, University of Central Florida, and Seminole State College of Florida. This turnkey home offers the perfect combination of modern updates, location, and lifestyle. Don't miss this opportunity!
Listing is courtesy of: ESG INVESTMENT ENTERPRISE INC (407-376-3896)
Listing Agent: Sebastian Sanchez (321-263-1473)
118 PARTRIDGE CIR, WINTER SPRINGS, FL 32708
$560,00042 Days on yellowkey MLS ID: O6405183
0 Days Off yellowkey (back on 5/9/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2456 Built: 1973 Tax: $2,913 (2024)Community: Winter Spgs Unit 4Spa: NoSingle Family
Taxes:$2,913
Remarks: Under contract-accepting backup offers. Traditional Two-Story 4 Bedroom, 2.5 Bath Pool Home in Tuscawilla offering plenty of room to spread out with an oversized backyard and mature landscaping. Nestled along a beautiful tree-lined street, this home is just minutes from the private Tuscawilla Country Club, home of the champion Tiger Sharks swim team, and everything the Tuscawilla community has to offer. Recent upgrades include new windows, a B-hyve smart irrigation system with remote access connected to a well-fed irrigation system, camera/security system, and a 2026 HVAC system featuring separate upstairs and downstairs compressors for enhanced efficiency and comfort control. Brand new interior and exterior electrical panels have also been installed. Inside, you’ll find elegant details including judges paneling in the dining and living rooms, crown molding in the entry hall, dining room, and living room, along with custom upgraded kitchen lighting. Tuscawilla offers an exceptional lifestyle with top-rated Seminole County schools and nearby Trotwood Park featuring pickleball courts, playgrounds, swings, slides, and a splash pad for the kids. Conveniently located approximately 50 minutes from both Central Florida beaches and the theme parks. Inside, you’ll find elegant details including judges paneling in the dining and living rooms, crown molding in the entry hall, dining room, and living room, along with custom upgraded kitchen lighting. Tuscawilla offers an exceptional lifestyle with top-rated Seminole County schools and nearby Trotwood Park featuring pickleball courts, playgrounds, swings, slides, and a splash pad for the kids. Conveniently located approximately 50 minutes from both Central Florida beaches and the theme parks.
Listing Agent: Laura Leigh Wood (407-310-4908)
1838 SENECA BLVD, WINTER SPRINGS, FL 32708
$724,90020 Days on yellowkey MLS ID: O6411007
REDUCED by $25,000 (3.3%) on 06/11/2026
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
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)
1018 WEATHERED WOOD CIR, WINTER SPRINGS, FL 32708
$369,00028 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)
109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708
$1,090,00043 Days on yellowkey MLS ID: O6404923
REDUCED by $60,000 (5.2%) on 05/28/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3440 Built: 1996Monthly Fee: $123 Tax: $7,388 (2024)Community: Reserve At Tuscawilla Ph 1 TheSpa: YesSingle Family
Taxes:$7,388
Remarks: Virtually Staged. Welcome to 109 Cherry Creek Circle, a custom Von Jacobs-built residence located in the gated Reserve at Tuscawilla. Set on a beautifully landscaped 0.59-acre homesite, this 5-bedroom, 4-bath pool home offers the space, craftsmanship, and outdoor lifestyle that are increasingly hard to find in Winter Springs. Designed with the character and quality of a custom-built estate, the home features generous room sizes, volume ceilings, wood flooring, crown molding, detailed millwork, a gas fireplace, and a thoughtful floor plan that offers both comfortable everyday living and excellent entertaining space. The main-level primary suite provides privacy and convenience, while the additional bedrooms offer flexibility for guests, office space, fitness, hobbies, or multigenerational needs. The heart of the home is the outdoor living area. A screened, heated pool and spa, covered lanai, summer kitchen with Viking grill and Texas smoker, and a fire pit lounge accented with Tennessee River Rock create a true resort-style setting for relaxing, gathering, and enjoying the Florida lifestyle year-round. This home has been lovingly maintained and offers an incredible opportunity for a buyer who appreciates custom construction, a premier gated Tuscawilla location, and the chance to make thoughtful cosmetic updates over time. With over half an acre, a 3-car side-entry garage, mature landscaping, and a private outdoor retreat, 109 Cherry Creek Circle delivers the foundation, setting, and lifestyle buyers are searching for. Conveniently located near Tuscawilla Country Club, parks, trails, shopping, dining, Seminole County schools, and major Central Florida roadways, this property combines privacy, space, and everyday convenience in one of Winter Springs’ most established communities.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Kara Lushear (321-663-5550)
934 TORREY PINE DR, WINTER SPRINGS, FL 32708
$499,000255 Days on yellowkey MLS ID: O6349893
REDUCED by $15,000 (2.9%) on 06/10/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2000Monthly Fee: $126 Tax: $2,280 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,280
Remarks: Virtually Staged. Beautifully remodeled golf course home in the highly desirable Tuscawilla community! This move-in ready residence has been extensively updated with a fresh modern design throughout, including all new flooring, new interior paint, new granite countertops, custom designer backsplash, stainless steel appliances, and an updated interior lighting package. The spacious primary suite features a fully renovated bath with a new granite vanity, updated hardware and lighting, and a completely redesigned custom glass-enclosed walk-in shower. The guest bath has also been tastefully updated with a new vanity. Enjoy peaceful golf course living with scenic surroundings and a spacious screened patio perfect for relaxing or entertaining. The roof has been recently inspected and is reported to be in fantastic condition, providing added peace of mind for the next owner. Conveniently located near top-rated Seminole County schools, parks, shopping, dining, and major roadways, this is an exceptional opportunity to own a beautifully updated home in one of Tuscawilla’s most sought-after golf course communities.
Listing Agent: James Clark (407-575-7011)
709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708
$819,00057 Days on yellowkey MLS ID: O6399823
0 Days Off yellowkey (back on 5/20/2026)
REDUCED by $20,000 (2.4%) on 05/09/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3407 Built: 1988Monthly Fee: $20 Tax: $368 (2024)Community: Lake Tuskawilla Ph 1Spa: NoSingle Family
Taxes:$368
Remarks: Under contract-accepting backup offers. Located in a small, low-traffic community with minimal turnover, this beautifully updated corner-lot home offers an exceptional blend of space, privacy, and functionality. Featuring a highly desirable four-way split bedroom floor plan, the layout is perfect for large families, multi-generational living, or those who love to entertain. The private in-law suite includes a spacious bedroom, living area, walk-in closet, and full bath—ideal for guests or extended family. The home’s open yet flexible design allows for both comfortable everyday living and seamless entertaining. Step inside to vaulted ceilings, new flooring, updated lighting and fans, and a stunning living room with a shiplap feature wall and triple-panel sliding glass doors overlooking the pool. The family room features a wood-burning fireplace with a stone front and granite hearth, plus updated LED lighting and pool views. The fully renovated kitchen is a showstopper, featuring 42-inch farmhouse-style cabinets, quartz countertops, stainless steel appliances, a vent hood, built-in microwave, coffee bar/dry bar, double trash pull-outs, specialty cabinetry, and a massive 10x4 island with seating for six. Dual pantries—including a walk-in—provide ample storage. The primary suite is a true retreat with private patio access, a dressing room, walk-in closet with barn door, and a completely updated bath with vaulted ceilings, dual sinks, oversized walk-in shower, private water closet, and a French door leading to a secluded garden area. Enjoy Florida living at its finest with a screened-in pool featuring a fountain, two covered patios, a private pool bath, and a separate pool storage room—all within a fully fenced, private backyard. Additional highlights include a mudroom entry with built-in seating and storage, a large interior laundry room with utility sink and cabinetry, generous closet space throughout, new garage door with an opener, and attic storage access. Major updates include a 2020 roof, 2022 AC units, and recently renovated kitchen and bathrooms. Zoned for top-rated Seminole County schools. This move-in ready home truly has it all—space, style, and an unbeatable layout in a prime location.
Listing Agent: Brad Merrell (407-920-7800)
207 BIRCH TERRACE, WINTER SPRINGS, FL 32708
$297,00016 Days on yellowkey MLS ID: O6411799
1 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1318 Built: 1973 Tax: $4,212 (2025)Community: North Orlando TerraceSingle Family
Taxes:$4,212
Remarks: Under contract-accepting backup offers. 3 BEDROOM 2 BATH HOME LOCATED ON CUL DE SAC STREET. WOOD CABINETS, SOLID SURFACE COUNTERS IN KITCHEN. SPLIT BEDROOM PLAN. FENCED REAR YARD. NEW ROOF IN 2025. A LITTLE TLC MAKES THIS A GREAT HOME. GREAT HOME FOR OWNER OCCUPANT OR INVESTOR.
Listing is courtesy of: REILLY REALTY & MGMT. (407-658-1119)
Listing Agent: Bernard Reilly (407-658-1119)
363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708
$579,00081 Days on yellowkey MLS ID: O6394390
REDUCED by $20,000 (3.3%) on 06/11/2026
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)
71 BOMBAY AVE, WINTER SPRINGS, FL 32708
$225,90013 Days on yellowkey MLS ID: O6414087
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1960 Tax: $3,899 (2025)Community: North Orlando 1St AddSingle Family
Taxes:$3,899
Remarks: Set in the heart of Winter Springs, 71 Bombay Ave offers the kind of opportunity buyers are always looking for: an established location, a functional footprint, and the chance to create a home that reflects their own style. This property is ready for its next chapter, making it an ideal choice for those who appreciate potential, value, and the ability to personalize a space over time. Life here puts you close to the everyday conveniences and outdoor lifestyle that make Winter Springs so appealing, from nearby parks and playgrounds to community favorites like Central Winds Park, nature trails, sports fields, dog-friendly spaces, and access to the Cross Seminole Trail for biking, walking, and weekend exploring. The area offers a relaxed residential feel while still keeping you connected to Oviedo, Tuscawilla, Winter Springs Town Center, shopping, dining, and major Central Florida corridors. Whether you are looking to renovate, invest, or design a home that feels entirely your own, this property offers a rare chance to bring fresh vision to a well-located Winter Springs address.
Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)
Listing Agent: Heather Unger, Pa (407-810-6304)
358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708
$468,00013 Days on yellowkey MLS ID: O6412915
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1922 Built: 1986Monthly Fee: $29 Tax: $3,177 (2025)Community: Deer Run Unit 23CSingle Family
Taxes:$3,177
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Welcome to 358 Brushwood Lane, a beautifully maintained 4-bedroom, 2-bathroom home located in the highly sought-after Tuscawilla Forest community of Deer Run in Winter Springs. Offering nearly 2,000 square feet of living space, this spacious single-story home combines timeless character with thoughtful updates throughout. From the moment you step inside, you'll appreciate the soaring vaulted ceilings, abundant natural light, and open-concept layout designed for comfortable everyday living and entertaining. The inviting living room features a cozy wood-burning fireplace, skylights, and French doors to connect the indoor and outdoor living spaces. The kitchen serves as the heart of the home with granite countertops, stainless steel appliances, ample cabinetry, and a functional layout that flows effortlessly into the living and dining areas. Plantation shutters throughout the home add both style and privacy. The spacious primary suite offers a large walk-in closet and an ensuite bathroom with dual sinks. The guest bedrooms are all generous in size and share the guest bathroom, which has been tastefully updated, while additional features include a large laundry room with utility sink, generous storage throughout, and a two-car garage. Additional improvements include an updated hot water heater and updated flooring. Step outside to enjoy the oversized screened porch, paver patio, fenced backyard, and mature landscaping, creating the perfect setting for relaxing evenings or weekend gatherings. Located in one of Winter Springs' most desirable neighborhoods, residents enjoy low HOA fees, top-rated Seminole County schools, nearby parks, golf, shopping, dining, and convenient access to major roadways. This move-in ready home offers the perfect combination of comfort, functionality, and location.
Listing Agent: Kristine Mckinley (407-415-2412)
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