Location: Winter Springs , 32708
Do Not Show Listings
1445 MT LAUREL DR, WINTER SPRINGS, FL 32708
$579,00040 Days on yellowkey MLS ID: O6381296
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2407 Built: 1982 Tax: $3,118 (2024)Community: Tuscawilla Unit 09-BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,118
Elementary School: Highlands Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. This 4 bedroom, 3 bath home with a side entry two car garage, is located in the golf course community of Tuscawilla, and is sited on a large lot (almost .4 of an acre). There is a formal foyer and a formal living, dining and family room. The kitchen has a pass-through window above the double bowl stainless sink gives the cook access to easily serving meals on the brick covered porch. There is a closet pantry in the kitchen. There is a plumbing stub out below the window for a future summer kitchen. All appliances are included. The family room has a brick, wood burning fireplace. There are built-in shelves on either side of the fireplace. The ceiling has been finished in cedar. The primary bedroom is large and the primary bath area has a large shower with a newer shower enclosure.. There is also a mirrored walk-in closet. The interior of the home has recently been painted. New plumbing and light fixtures have been added and a new HVAC system installed. The hot water heater is new. The roof was replaced in 2019. There is a large covered back porch. The backyard is quite large and has several fruit trees and there is a storage shed on a concrete slab that is a great place for storing seasonal items. Mature landscaping. There are 5 ceiling fans throughout the house. The ceilings are vaulted in the family room, primary bedroom, and two of the auxiliary bedrooms. There is convenient shopping, a large array of restaurants, and major employers are located nearby. The beautiful and dramatic entrance to this Tuscawilla community creates a wonderful sense of arrival. This home has a versatile floorplan and is a great value. Outstanding family-oriented neighbors.
Listing is courtesy of: THE WILLIAMS REAL ESTATE CO (407-310-6980)
Listing Agent: Morris Williams, Jr (407-310-6980)
1132 HOWELL CREEK DR, WINTER SPRINGS, FL 32708
$625,00032 Days on yellowkey MLS ID: O6390266
1 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2441 Built: 1991Monthly Fee: $6 Tax: $2,804 (2025)Community: Winter SpgsSingle Family
Taxes:$2,804
Elementary School: Keeth Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Discover a rare opportunity in the heart of Tuscawilla. Perched high on a hill and surrounded by beautiful custom homes, this one-of-a-kind property sits on over 0.6 acres with no HOA—a true find in this sought-after area. From the moment you arrive, the home impresses with exceptional curb appeal and a thoughtfully designed interior filled with upgrades. Inside, you’ll find soaring ceilings, elegant crown molding, under cabinet lighting, multiple sliding glass doors bringing the outside into the home, custom blinds and window treatments, split bedroom plan, spacious bedrooms, and a striking glass-enclosed office that creates a unique and inviting workspace or flex space. The oversized deep side-entry garage provides ample room for vehicles, storage, or hobbies. Located on Howell Creek Drive, one of Tuscawilla’s most beloved streets, the neighborhood is known for its rolling hills, stunning custom homes, and the charming presence of local families of peacocks that make the area truly special. Major updates offer peace of mind, including a 2016 roof, 2023 HVAC system, and updated PEX plumbing. This distinctive home combines character, space, and location—making it a true Tuscawilla treasure.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Tanya Mcdonnell (407-625-2719)
618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708
$374,90045 Days on yellowkey MLS ID: O6385028
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1771 Built: 1985Monthly Fee: $106 Tax: $5,066 (2025)Community: GreenspointeSingle Family
Taxes:$5,066
Elementary School: None
High School: None
Middle School: None
Remarks: Move in Ready home in Greenspointe section of The Highlands. This Light & Bright Home has No Rear Neighbors and a Nice View of the open space out back. New Tile Roof 2017, New A/C. Primary Bathroom has a Large Step-In Shower/Tub. The community offers a variety of amenities including a Olympic Size Community Pool, Tennis & Pickleball Courts, Audibon Park, Nature Trails and a Clubhouse. Highly rated Seminole County Schools.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Paul Buscemi (407-716-2874)
1716 FOX GLEN CT, WINTER SPRINGS, FL 32708
$479,000139 Days on yellowkey MLS ID: O6362670
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1889 Built: 2000Community: Fox Glen At Chelsea Parc Tuscawilla Ph 2Single Family
Taxes:
Tax Year:
Remarks: Beautiful home in the heart of Tuscawilla Country Club — a well-established, walkable, and extremely safe neighborhood. Zoned for top-rated A+ schools: Rainbow Elementary, Indian Trails Jr. High, and Winter Springs High School. This 3-bed, 2-bath home offers 1,889 sq ft, a 2-car garage, and a long list of upgrades throughout: • Architectural-shingle roof (2017) • Carrier HVAC (10/6/2021) • Exterior paint (11/18/2019) • Granite & quartz surfaces, maple wood cabinetry, travertine stone & tile details • Laminate bedroom flooring with upgraded padding • NEST thermostat with full app control • Schlage digital front-door lock with app control • Four installed Wyze interior cameras (app-controlled) • Lighted attic space with flooring for storage, accessible from garage The HOA is only $115/mo and includes: • Weekly yard maintenance (including hedges) • Lap pool, large hot tub, and workout room • Rentable clubhouse (small fee + refundable deposit) This is one of the most walkable and peaceful areas in Tuscawilla. Sam Smith Park is a 5-minute walk, Bear Creek Nature Trail is close by, and the Cross Seminole Trail is just 2.3 miles away. Convenient to everything: • Publix – 1 mile • Oviedo Mall, major highways (417), and restaurants – 2–5 miles • 7 miles to UCF • Orlando International Airport is a straight shot down 417 — 20–30 minutes depending on traffic. The seller will provide a home warranty.
Listing is courtesy of: RED CARPET REALTY FLORIDA (407-808-3663)
Listing Agent: Robert Knowles (407-808-3663)
523 SADDLEWOOD LN, WINTER SPRINGS, FL 32708
$575,00060 Days on yellowkey MLS ID: O6381962
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2315 Built: 1996Community: Winding Hollow Unit 2Single Family
Remarks: Under contract-accepting backup offers. Step through grand double doors into this beautifully updated 4 bedroom, 3 bath pool home filled with natural light and thoughtful design. The bright, open living space features a cozy wood burning fireplace and panoramic views of the screened pool and deck, creating the perfect setting for everyday living and entertaining. The fully renovated kitchen shines with brand new quartz California style countertops, new 42 inch white shaker cabinets, double sinks, and a convenient indoor laundry room just steps away. Fresh interior paint gives the entire home a crisp, modern feel. Designed with a split floor plan for privacy, the spacious primary suite offers dual walk in closets, a relaxing garden tub, and a glass walk in shower. Bedrooms two and three share a full bath, while the fourth bedroom and third bath at the rear of the home serve perfectly as a private in law suite or guest retreat with easy pool access. Multiple sliding glass doors open to a covered, screened pool area with space for outdoor dining and grilling, ideal for enjoying Florida living year round. Roof 2014, AC 2012, and a new 40 gallon electric water heater in 2025. Located in desirable Winding Hollow, you are just minutes from the Cross Seminole Trail, Central Winds Park with new pickleball courts, dog park, sports fields, playgrounds, and year round community events. Easy access to UCF, Seminole State College, 417, 419, east coast beaches, and Orlando attractions makes this home both convenient and connected. Move in ready and designed for comfort, this one checks all the boxes.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sanjeev Malik (321-297-3009)
554 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$318,900218 Days on yellowkey MLS ID: O6342227
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1558 Built: 2005Community: Barclay Reserve TwnhmsTownhouse
Remarks: Short Sale. Short Sale and new price approved by the bank! Welcome to Barclay Reserve, a private and gated community in Winter Springs! This beautifully maintained townhome is located in the highly sought-after “A” rated Seminole County school district. Inside, you’ll find gorgeous laminate flooring throughout the main living areas, with ceramic tile in the wet areas for easy care. The open floor plan allows you to entertain seamlessly in the family and dining rooms while staying connected in the kitchen. A convenient half bath on the first floor is perfect for guests. Tucked under the staircase, a cozy reading nook—offers a fun retreat or additional storage. Step outside to your relaxing patio, which backs up to a peaceful conservation area with no rear neighbors. The lush greenery and vinyl fencing on both sides create a sense of privacy, making it the ideal spot for your morning coffee. Upstairs, a versatile landing area provides space for a home office or workout corner. The laundry room is conveniently located on the second floor along with two spacious bedrooms, each featuring a private bath and walk-in closet. The sunlit master suite offers a true sanctuary with a large walk-in closet and private bath. The second bedroom also includes its own bath, making it perfect for a child, guest, or roommate. This home combines comfort, privacy, and location—ready for its new owner to move in and enjoy!
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Lucilma Roman Llc (407-687-6682)
124 BLUE CREEK DR, WINTER SPRINGS, FL 32708
$804,900131 Days on yellowkey MLS ID: O6365177
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2762 Built: 1995Community: Chestnut Estates Ph 1Single Family
Remarks: Welcome to this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open-concept living with pool access from the primary bedroom, living room, and family room. As you walk through the front door, the dining room and spacious living room open to the lanai and screened-in pool area. The master bedroom and 5th bedroom are located on one side of the home, while the remaining bedrooms and baths are off the family room, offering a functional split floor plan. The kitchen comes equipped with all appliances, granite countertops, extra storage, and a large breakfast bar, and is open to the family room. The master bedroom measures approximately 29’ x 15’ and features a large walk-in closet plus a linen closet, double vanities, a separate shower, and a jetted tub. There is a Jack-and-Jill bathroom between two of the bedrooms, and the third bathroom opens directly to the pool area. All bathrooms and the kitchen have been updated. All five bedrooms are carpeted, and the main living areas are tiled. The backyard features mature landscaping with fruit trees and is fully fenced for privacy. Additional features include an alarm system and keypad near the garage entry. This home is available for immediate move-in.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Ryan Langley (407-802-6462)
326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708
$386,90028 Days on yellowkey MLS ID: S5144978
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1622 Built: 2013Community: Jesups Reserve Twnhms RepTownhouse
Remarks: Beautiful three-story townhome offering 3 bedrooms and 3 full bathrooms, thoughtfully designed for comfort, privacy, and flexible living. A unique multi-level layout features one bedroom and full bathroom on each floor, making it ideal for guests, multi-generational living, or working from home. The second-floor bedroom with French doors creates a bright and inviting space, perfect as an office or lounge. The top level showcases a spacious primary suite complemented by a loft area, ideal for a home office or sitting space, along with two walk-in closets providing ample storage. Enjoy open and welcoming living areas, a well-appointed kitchen, and natural light throughout the home. Recent updates include A/C, washer and dryer, and a garage door opener (2025), offering added value and peace of mind. The home also features a modern all-in-one washer and dryer unit for added convenience. Conveniently located near shopping, dining, gyms, and major highways for easy commuting. Move-in ready and a fantastic opportunity to own a well-maintained home with a versatile layout in a desirable location.
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Debbie Clavell (321-274-2024)
905 TORREY PINE DR, WINTER SPRINGS, FL 32708
$455,00040 Days on yellowkey MLS ID: O6388252
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1934 Built: 1996Community: Greenbriar Sub Ph 2Single Family
Remarks: Under contract-accepting backup offers. Greenbriar of Tuscawilla offers a spacious, Light & Bright, open-concept 3-bedroom, 2-bath layout with peaceful views and an easy, connected flow for everyday living and entertaining. The kitchen opens directly to the living area, so you’re always part of the conversation—whether it’s morning coffee or game day. Gas fireplace in the living room for those cozy winter nights. Bedroom 3 is currently used as a home office and includes a Murphy bed, making it perfect for guests without giving up your work space. You’ll love the low-maintenance lifestyle here—the HOA handles the lawn care—and you’re also close to the Cross Seminole Trail, ideal for biking, walking, and getting outside whenever you feel like it. And here’s the big bonus: an enclosed Florida room (approx. 693 sq ft) that is NOT included in the recorded/MLS square footage—a huge flex space for entertaining, a playroom, hobby zone, home gym, or just spreading out and enjoying life. Tuscawilla is a Golfcart community, so bring your golfcart and meet at the park. ~Located conveniently 55 minutes from the beach and amusement parks.
Listing Agent: Laura Leigh Wood (407-310-4908)
1096 DYSON DR, WINTER SPRINGS, FL 32708
$624,900320 Days on yellowkey MLS ID: S5127598
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1882 Built: 1971Community: Winter SpgsSingle Family
Remarks: Welcome to 1096 Dyson Drive, a truly one-of-a-kind pool home in the heart of Winter Springs, FL! This spacious and well-maintained property is packed with unique features and thoughtful upgrades, offering the ideal Florida lifestyle—both inside and out. Step inside and you’ll immediately notice the charm and craftsmanship, including solid wood interior doors in a timeless Craftsman style. The home features 3 bedrooms and 2 bathrooms, a flowing layout, and plenty of natural light throughout. The screened porch offers a relaxing space to unwind while overlooking the huge in-ground pool—perfect for entertaining or cooling off on warm Florida days. And that’s just the beginning! Your A/C-equipped pool house adds comfort and convenience for guests, a home office, or creative space. Outside, you’ll also find three storage sheds, giving you ample room for tools, hobbies, or even a workshop. Plus, the property includes an RV 50-amp hook-up, making it ideal for RV owners or travelers looking for flexibility at home. Located in a peaceful, well-established neighborhood with no HOA, this home is just minutes from top-rated schools, local parks, shopping, dining, and major roadways—making it as convenient as it is charming. Don't miss your chance to own a property with space, character, and endless possibilities in beautiful Winter Springs! Situated in a well-established neighborhood with no HOA, this property is conveniently located near top-rated schools, parks, shopping, and dining, with easy access to major highways for commuting or exploring all that Central Florida has to offer. Don’t miss this rare opportunity to own a home with character, space, and all the extras in one of Winter Springs’ most desirable areas!
Listing Agent: Lorena Cabal Ospina (321-348-7315)
1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708
$764,90066 Days on yellowkey MLS ID: O6380652
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 3426 Built: 2004Community: Barrington EstatesSingle Family
Remarks: Now offered at an ADJUSTED price of $764,900 for this stunning six-bedroom, four-bath home in a gated community, perfectly positioned with a view of a conservation lot without rear neighbors. Winter Springs address, with top-rated Oviedo Schools! Soak up the Florida lifestyle in this stunning backyard retreat with a sparkling pool and spa. Brand new pool heater plus a spacious outdoor kitchen, complete with a dedicated gas grill area, seating space, and brand new refrigerator. It is the ideal place to enjoy warm Florida days and breezy nights. Inside, the home offers a highly desirable layout, with both the primary suite and an additional bedroom on the first floor, perfect for a mother-in-law suite, guests, or a home office. The open living areas feature tile flooring throughout the main level, while the kitchen is finished with granite countertops and ample workspace for everyday living and hosting. Upstairs, you’ll find generously sized secondary bedrooms and baths, providing flexibility for large families, multigenerational living, or vacation use. The peaceful conservation views create a private, serene backdrop both indoors and out. Located in a gated community, this home combines space, privacy, and resort-style amenities in one exceptional property.
Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)
Listing Agent: Denise Pohlmann (407-701-3346)
328 SAN MIGUEL ST #328, WINTER SPRINGS, FL 32708
$224,90084 Days on yellowkey MLS ID: O6375171
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1032 Built: 1980Community: Indian RidgeCondo
Remarks: Welcome home to this charming 3-bedroom, 2-bathroom home, which offers 1,032 square feet of beautifully updated living space. This property features a newly painted interior and a fully remodeled eat-in kitchen equipped with brand-new stainless steel appliances, shaker cabinets with modern hardware, a trendy backsplash, and granite countertops. The home is designed with a functional split-floor plan for added privacy. The master suite includes a private bathroom with a new vanity, lighted mirror, and updated lighting. On the opposite side of the home, you will find two additional bedrooms and a second bathroom, which also features a new vanity and modern lighting fixtures. The layout includes separate living and dining rooms, with brand-new ceiling fans installed in the living area and all bedrooms. Major high-ticket maintenance items have been recently addressed, including a new roof installed in 2025, a new hot water heater in 2023, and an HVAC system from 2018 with air ducts replaced in 2020. Exterior features include a private patio with a storage shed, and residents can enjoy a low monthly HOA fee that provides access to a community pool and tennis courts. Located conveniently near schools, major highways, medical centers, and prime shopping and dining, this home is an ideal choice for a growing family or a strategic investment opportunity.
Listing is courtesy of: REALTY TECH INC (407-332-9757)
Listing Agent: Carmen Vazquez (407-617-9045)
622 ANHINGA RD, WINTER SPRINGS, FL 32708
$399,000111 Days on yellowkey MLS ID: O6369225
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1721 Built: 1988Community: GreenspointeSingle Family
Remarks: NEW ROOF!!! NEW ROOF!!! NEW ROOF!!! The roof is currently being replaced — what you have been waiting for is finally here. Take advantage of this opportunity to own a home with a BRAND NEW roof, offering peace of mind, easier insurance, and long-term value. This 3-bedroom, 2.5-bathroom home offers over 1,700 sq ft of living space and is located in a top-rated Seminole County school zone. The layout is highly desirable with the primary bedroom downstairs, featuring a spacious walk-in closet and a large private bathroom with dual vanities, separate shower, soaking tub, and private toilet space. The home offers a bright and open layout with high ceilings and tile flooring throughout the main living areas. The kitchen features granite countertops, stainless steel appliances, light cabinetry, and a breakfast bar, with sliding glass doors leading to a cute backyard with shade, perfect to relax or entertain. Upstairs you’ll find a spacious loft along with two additional bedrooms and a full bathroom, offering flexibility for guests, family, or working from home. Major systems include HVAC 2017–2018 and water heater 2022, with electrical and plumbing in good condition. A 4-Point Inspection is available in the MLS for buyer review. Additional features include a 2-car garage, interior laundry room, neutral finishes throughout, and the home is vacant and easy to show. Ideally located near UCF, Valencia College, SR-417, SR-434, and I-4, with easy access to shopping, dining, Downtown Orlando, and Central Florida beaches.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
1059 CEDAR BAY, WINTER SPRINGS, FL 32708
$450,00041 Days on yellowkey MLS ID: O6382674
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2225 Built: 2016Community: Jesups LandingTownhouse
Remarks: Assumable VA Loan : 2.75%...in the heart of Winter Springs—where comfort, convenience, and lifestyle come together. This spacious 4-bedroom, 3.5-bath home offers a highly desirable layout with a private bedroom and full bath on the first floor, perfect for guests, multi-generational living, or a home office. Your second floor is for entertaining with a big open kitchen, dining space and livingroom close by.Upstairs, you’ll find generously sized secondary bedrooms and a primary suite designed for relaxation. Located just minutes from the vibrant dining and nightlife scene along State Road 434 and the popular Central Winds Park, you’ll enjoy easy access to community events, sports fields, and scenic walking trails. Outdoor enthusiasts will love being near the Cross Seminole Trail—ideal for biking, jogging, or evening strolls. Whether you're entertaining at home or exploring the best of Winter Springs, this property offers the perfect balance of space, flexibility, and location.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
131 LISA LOOP, WINTER SPRINGS, FL 32708
$489,00054 Days on yellowkey MLS ID: O6383791
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2309 Built: 2001Community: The Oaks SubSingle Family
Remarks: Check out this spacious 4-bedroom, 2.5 bath home in Winter Springs, located in the highly sought-after Seminole County school district! Discover comfort and space in this corner lot home in The Oaks at the Highlands Subdivision. This well-designed home offers more than 2,300 square feet of living space with a functional layout that features the primary suite on the first floor along with a flex space used as an office or guest room plus 2 additional bedrooms upstairs. Inside, you’ll find a bright, open floor plan that seamlessly connects the main living areas. The kitchen is equipped with stainless steel appliances (new double door fridge) and a convenient breakfast bar overlooking the great room, making it perfect for both casual mornings and entertaining guests. Step outside through French doors to a screened patio and cozy fire pit area, creating an inviting space to unwind year-round. The spacious primary suite includes a walk-in closet and an en-suite bath with dual vanities, a soaking tub, and separate shower. Updates include a 2018 roof, energy-efficient windows, water softener, rain gutters, and irrigation system. Residents enjoy access to community amenities including a pool, clubhouse, park, and scenic walking trails, all just minutes from major roadways, shopping, and dining. Schedule your private tour today!
Listing is courtesy of: BAILEY CAMPBELL PROPERTIES (321-228-7985)
Listing Agent: Nate Bailey (321-331-8658)
993 TROON TRCE, WINTER SPRINGS, FL 32708
$375,00081 Days on yellowkey MLS ID: O6376499
0 Days Off yellowkey (back on 1/26/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1178 Built: 1986Community: Greenbriar Sub Ph 1Single Family
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained and inviting home located in the quiet, well-established golf community of Tuscawilla. From the moment you arrive, you’ll appreciate the charming curb appeal, highlighted by a paver driveway, tile roof, lush mature landscaping, and a views off the 17th tee box of the Tuscawilla Country Club. Inside, the home offers a bright and open layout filled with natural light. The main living area features high ceilings and a cozy fireplace, creating a warm and welcoming space for both everyday living and entertaining. Sliding glass doors provide seamless indoor-outdoor flow and enhance the home’s airy feel. The first floor bedroom makes an ideal guest space. The kitchen and living areas connect effortlessly, offering functional flow and comfortable gathering spaces. Thoughtful design elements and neutral finishes throughout allow for easy personalization. Upstairs, you’ll find an barn door enclosed loft great for extra living space perfect for privacy, relaxation, or an office. The primary suite is well-proportioned, offering comfort and functionality. Enjoy peaceful outdoor surroundings with manicured grounds and a welcoming neighborhood atmosphere. Conveniently located near shopping, dining, and everyday essentials, this home offers the perfect blend of comfort, style, and location.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Randy Fontanez, Ii (321-246-4744)
307 FREEDOMS RING DR, WINTER SPRINGS, FL 32708
$325,00060 Days on yellowkey MLS ID: O6381323
0 Days Off yellowkey (back on 3/24/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1886 Built: 2005Community: Heritage Park TwnhmsTownhouse
Remarks: Under contract-accepting backup offers. Facade Grass is photoshopped green, due to Winter. This beautifully designed 3 bedroom, 2.5-bath townhome offers the perfect balance of space, comfort, and style. With over 1,800 square feet of living space, the open and airy floor plan features distinct living and dining areas, along with a versatile flex space upstairs—ideal for today’s modern lifestyle. The 42" Kitchen Cabinets are lovely and in very good condition. Two flex spaces on the first floor, too. Stunning PLANTATION SHUTTERS THROUGHOUT. One of the home’s most impressive features is the private rear patio, a rare find for a townhome. This serene outdoor retreat provides the perfect setting for relaxing, entertaining, or enjoying everyday moments in privacy. Upstairs, the thoughtfully planned second level is dedicated to rest and relaxation, featuring a spacious primary suite, two additional bedrooms, and two full bathrooms. A generous loft area adds even more flexibility and can easily serve as a home office, playroom, or additional living space. Newly painted interior, carpet and tile freshly cleaned and beautifully staged, too. Residents enjoy access to a community pool and the added peace of mind of gated access. Conveniently located near SR-434, Winter Springs Town Center, top-rated schools, shopping, and dining, this home presents an exceptional opportunity to enjoy modern living with privacy, space, and convenience. Roof replaced 2022, AC 2021, Appliances 2018, Washer 2022, Dryer 2023, Interior Paint 2026.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gale Milgrim (407-443-9832)
839 BENTLEY GREEN CIR, WINTER SPRINGS, FL 32708
$554,900108 Days on yellowkey MLS ID: O6369518
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2581 Built: 1992Community: Bentley Green Unit 1Single Family
Remarks: One or more photo(s) has been virtually staged. Welcome home to Bentley Green! Set within the desirable Bentley Green neighborhood of Tuscawilla, this beautifully maintained three-bedroom, two-bath home offers a blend of space, comfort, and thoughtful updates. A gracious main living area welcomes you with a formal dining space that flows seamlessly into the living room, anchored by a wood-burning fireplace—ideal for both everyday living and entertaining. The kitchen is both functional and inviting, featuring a center island, eat-in area, and a full suite of appliances, including the washer and dryer. The home’s split-bedroom floor plan places the two secondary bedrooms and a full bath at the front of the home, while the private primary suite is tucked away at the rear, offering a spacious retreat with a soaking tub, separate shower, dual vanities, walk-in closet, and generous bedroom space. A substantial addition expands the home’s versatility, providing a bonus family room with sink and refrigerator—perfect for entertaining along with a light-filled Florida room that easily adapts to your lifestyle, whether as a home gym, craft room, or quiet escape. The Florida room has been updated to make it a blank canvas for whatever suits your lifestyle best! Peace of mind comes from the major updates already completed, including a new roof (2018), replumbing (December 2025), and HVAC (2022). Paid-for solar, including a solar hot water heater and a system producing approximately 17,000 watts, along with a whole-house water softener, adds both efficiency and long-term value. Bentley Green offers a truly low-maintenance lifestyle, with lawn care included in the HOA, allowing you more time to enjoy nearby amenities such as Tuscawilla Country Club, the Cross Seminole Trail, and local parks. This is a home where comfort meets convenience in a highly sought-after location. Schedule your private showing today and experience firsthand what makes this Bentley Green home so special.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Barrett Spray (407-927-3650)
471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$335,00040 Days on yellowkey MLS ID: O6387316
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1680 Built: 2008Community: Harbor WindsTownhouse
Remarks: Experience the perfect blend of location and low-maintenance living at 471 Harbor Winds Court. Located in a secure, gated Winter Springs community, this move-in ready home offers ultimate peace of mind with a NEW ROOF (2024). The functional interior features a rare and highly desired Large Primary Suite on the Main Floor, complete with dual closets for abundant storage. The open, inviting layout flows seamlessly to your private, screened-in patio—ideal for year-round relaxation or entertaining. Enjoy the convenience of a spacious 2-car garage and plenty of guest parking throughout the community. Harbor Winds residents enjoy amenities, including a refreshing community pool and meticulously maintained grounds. Conveniently located near top-rated Seminole County schools, shopping, and dining, this home is a great find. This is your chance to own a meticulously maintained townhome in a premier gated community!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Terrica Francois (407-680-8268)
1219 SWAN ST, WINTER SPRINGS, FL 32708
$350,00029 Days on yellowkey MLS ID: O6391011
0 Days Off yellowkey (back on 3/21/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1848 Built: 1978Community: Winter Spgs Unit 4Single Family
Remarks: Under contract-accepting backup offers. Build your dream home on this rare 0.47 acre corner lot located at 1219 Swan Street in the highly desirable Tuscawilla area of Winter Springs. This spacious homesite offers plenty of room to design a custom residence while enjoying the charm and established beauty of one of Seminole County’s most loved communities. The property is zoned for single family residential use, allowing for the construction of a custom single family home that fits your vision and lifestyle. Located in an optional HOA section of Tuscawilla, homeowners enjoy flexibility while still benefiting from the surrounding community amenities and pride of ownership. Just a short walk away is the Tuscawilla Country Club, a private club offering a full golf course with Diamond Zoysia greens surrounded by majestic Live Oak trees draped in Spanish moss. Members enjoy a well stocked Golf Pro Shop, fitness center, and The Oaks Restaurant which serves lunch, dinner, and brunch in a welcoming setting. The club also features six Har Tru clay tennis courts with LED lighting and a Jr Olympic sized swimming pool at the Aquatics Center along with numerous social activities throughout the year for both adults and children. Beyond the club, the Tuscawilla community is known for its beautiful parks, playgrounds, and scenic walking and biking trails that wind through the neighborhood, creating a peaceful and active outdoor lifestyle. With its large size, corner location, and unbeatable proximity to golf, tennis, dining, and recreation, this lot presents an exceptional opportunity to build a custom home in one of Winter Springs’ most sought after communities. Close to 417 highway which connects easily to I-4 to take you anywhere from Downtown Orlando, to Tampa or Daytona beach! Zoned for Keeth Elementary, Indian Trails Middle School, and Winter Springs High School in highly rated Seminole County Public Schools. Cash or hard-money only please.
Listing Agent: Kristine Mckinley (407-415-2412)
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