Location: Winter Springs
Do Not Show Listings
213 HEATHERWOOD CT, WINTER SPRINGS, FL 32708
$910,00020 Days on yellowkey MLS ID: O6395861
0 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3499 Built: 1998Monthly Fee: $123 Tax: $12,885 (2024)Community: Reserve At Tuscawilla Ph 2Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,885
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. Welcome home to 213 Heatherwood Circle, nestled within the highly sought-after gated community of Reserve at Tuscawilla, where lifestyle meets luxury. From the moment you arrive, you’re greeted by lush Florida landscaping, an oversized driveway, and a desirable side-entry three-car garage. Situated on a generous 0.34-acre pond-front lot, this exceptional property offers a private pool and spa, creating your own backyard retreat. Step inside to an impressive oversized foyer that sets the tone for the home’s spacious and elegant design. The expansive kitchen is a chef’s delight, featuring Corian countertops, 42” cabinetry, a large pantry, and a bright eat-in area with a stunning mitered glass window overlooking the pool. The kitchen opens seamlessly to the inviting family room, complete with soaring ceilings, a cozy fireplace, and abundant natural light. Perfect for entertaining, the home also offers formal living and dining rooms, along with a flexible office or fifth bedroom, all freshly updated with neutral paint and new carpeting. The oversized primary suite is a true retreat, featuring private access to the patio and pool, along with a luxurious en-suite bathroom, home office, two full bathrooms, and a conveniently located laundry room. Upstairs, a large bonus room with a full bathroom provides endless possibilities - ideal as a guest suite, media room, or additional bedroom. Outdoor living is where this home truly shines. Relax and unwind on the oversized lanai overlooking the sparkling pool and serene pond views. The outdoor oasis also includes a kitchenette and beautifully landscaped grounds—perfect for enjoying Florida living year-round. Additional upgrades include a new AC system (2025), new water heater (2025), roof replacement (2015), and fresh interior paint. Located within the Tuscawilla Community, residents enjoy access to the Tuscawilla Country Club, golf parks, biking and walking trails, including the Cross Seminole Trail, as well as top-rated Seminole County schools, shopping, dining, and more.
Listing is courtesy of: WATSON REALTY CORP (407-359-2300)
Listing Agent: Virginia Bellhorn (407-580-7235)
1219 SWAN ST, WINTER SPRINGS, FL 32708
$350,00042 Days on yellowkey MLS ID: O6391011
0 Days Off yellowkey (back on 3/21/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1848 Built: 1978 Tax: $2,327 (2024)Community: Winter Spgs Unit 4Single Family
Taxes:$2,327
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 is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Kristine Mckinley (407-415-2412)
130 DEER SONG DR, WINTER SPRINGS, FL 32708
$310,00024 Days on yellowkey MLS ID: O6395309
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1994Monthly Fee: $127 Tax: $3,102 (2025)Community: Deersong 2Single Family
Taxes:$3,102
Elementary School: Layer Elementary
Tax Year: 2025
Remarks: Welcome to 130 Deer Song Dr in the heart of Winter Springs an exceptional opportunity to own one of the most beautifully updated homes in the community! Positioned on a desirable corner lot with ample parking, this fully renovated 3-bedroom, 2-bathroom home stands out as a rare find offering both style and convenience. From the moment you step inside, you’ll notice the thoughtful upgrades throughout, including brand-new flooring, a completely redesigned kitchen, modernized bathrooms, updated plumbing, and new energy-efficient windows. all creating a truly move-in-ready experience. Major systems have already been taken care of for peace of mind, with the roof replaced in 2015 and AC updated in 2019. Step outside to your own private, fully fenced backyard oasis, featuring a paved outdoor space and covered patio perfect for entertaining, relaxing, or enjoying Florida living year-round. The property also includes a detached storage space, offering additional functionality and convenience. Located directly across from the community pool and amenities, you’ll enjoy easy access to everything this well-maintained neighborhood has to offer. The location is unbeatable just minutes from Winter Springs Town Center, Seminole County Bike Trail, Oviedo Mall, Publix, restaurants, and everyday essentials, along with nearby fire and police services for added peace of mind. This home checks all the boxes: location, upgrades, lifestyle, and value. Opportunities like this don’t come often, schedule your private showing today and see why this is truly one of the best homes in the neighborhood!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Yosseff Roman (407-394-5843)
704 GLASGOW CT #704, WINTER SPRINGS, FL 32708
$152,5006 Days on yellowkey MLS ID: O6399868
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 896 Built: 1974 Tax: $2,162 (2024)Community: Highland Patio HomesCondo
Taxes:$2,162
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: Welcome to 704 Glasgow Court, a thoughtfully designed 1-bed condo in Winter Springs located in The Highlands Patio Homes community. This first-floor unit features ceramic tile throughout, a functional two-way kitchen entry, and a spacious layout that includes a bright Florida Room ideal for flexible living. The home offers a large walk-in closet, inside utility closet, and multiple storage areas to maximize convenience. Enjoy the privacy of a fenced front entry and the practicality of curbside garbage and a mailbox at your driveway. The attached one-car garage provides added value and security. Residents of The Highlands enjoy a wide range of amenities including a junior Olympic-sized pool just steps away, 4 to 5 miles of natural trails, a scenic lake with BBQ area and covered pavilion, tennis courts, basketball and volleyball courts, multiple playgrounds, and a clubhouse with billiards and library that can be reserved for private events. Additional features include a poolside BBQ area with tables and a jogging lane along Sheoah Blvd. This property offers a complete lifestyle package in a prime Winter Springs location.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
1503 GRACEFUL DOE LOOP, WINTER SPRINGS, FL 32708
$719,000108 Days on yellowkey MLS ID: S5141335
1 Days Off yellowkey (back on 4/21/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3287 Built: 2020Monthly Fee: $135 Tax: $9,164 (2024)Community: Tuskawilla Crossings Ph 2Single Family
Taxes:$9,164
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This stunning 5-bedroom, 3-bathroom home with a three-car garage offers a perfect blend of style, comfort, and functionality. As you step inside, you are greeted by a spacious floor plan. One bedroom and a full bathroom are conveniently located downstairs, providing privacy and flexibility for guests. The main level features an open and versatile layout, including a spacious dining room that can also be used as a TV room or bonus room, a modern kitchen with sleek quartz countertops, stainless steel appliances, and ample cabinetry for all your culinary needs. The kitchen flows seamlessly into the elegant living room, creating a cohesive space ideal for gatherings, along with a dedicated office area. You will also find a covered lanai and your own backyard. Upstairs, a loft offers endless possibilities for relaxation or entertainment, along with four additional spacious bedrooms, all of them with walk-in closets, including a luxurious primary ensuite with a generous layout—perfect for creating your own private sanctuary and two walk-in closets. An additional bathroom upstairs ensures plenty of space to accommodate everyone’s needs. This home also includes an attached three-car garage, thoughtful finishes, and a layout designed to suit your lifestyle. Located in the Tuskawilla Crossings community, residents enjoy a range of amenities, including a community pool, playground, dog park, and more—offering endless opportunities for recreation. Situated in the Winter Springs area, this home provides easy access to a variety of conveniences and activities. Don’t miss the opportunity to make this extraordinary house your new home. Schedule a showing today!
Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)
Listing Agent: Gabriel Silva Andrada (321-666-0301)
107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708
$519,00032 Days on yellowkey MLS ID: O6393850
0 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 1995Monthly Fee: $162 Tax: $6,261 (2024)Community: Eagles Watch Ph 1Single Family
Taxes:$6,261
Elementary School: Lawton Elementary
High School: Oviedo High
Remarks: Under contract-accepting backup offers. Located within the gated community of Eagle’s Watch in Seminole County, this well-maintained residence offers a functional layout, quality features, and a highly convenient location. Situated on a quiet cul-de-sac and backing to a greenbelt, the property provides added privacy along with direct access to the Florida National Scenic Trail system for outdoor recreation. The home features a modern open-concept floor plan with high ceilings and abundant natural light throughout the main living areas. A covered front porch enhances curb appeal, while the interior layout is designed for both everyday living and entertaining. The fenced backyard includes mature trees and usable space, creating a comfortable outdoor setting. Eagle’s Watch is a gated, tree-lined, golf cart-friendly community offering amenities such as a pool, basketball courts, and playground, with front yard maintenance included through the HOA. Conveniently located near Highway 417 and Winter Springs Town Center, the home provides easy access to shopping, dining, and everyday essentials, along with zoning for top-rated Seminole County schools. This property combines a desirable setting, thoughtful design, and low-maintenance living within one of Seminole County’s most sought-after communities.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Dianne Moore (407-494-7575)
1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708
$573,448166 Days on yellowkey MLS ID: O6359884
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2502 Built: 2019Monthly Fee: $130 Tax: $4,781 (2024)Community: Tuskawilla Crossings 34'SSingle Family
Taxes:$4,781
Remarks: Welcome home! Fall in love this welcoming two-story home that features 4 bedrooms and 3.5 bathrooms, perfectly positioned across from the Cross Seminole Trail. Start your day with a cup of coffee on the charming covered front porch, where you can take in the refreshing breeze and picturesque views of the 13-mile trail that winds through Seminole County and connects to other scenic trails. Step inside to discover an inviting open floor plan enhanced by beautiful wood-style tile flooring. Prepare your favorite meals in the gourmet kitchen with stainless steel appliances, pantry, modern fixtures, and breakfast bar ideal for casual dining. The open-concept living and dining areas create the perfect setting for effortless entertaining. The primary suite, conveniently located on the first floor, includes a walk-in closet and a private ensuite bathroom with dual sinks and a walk-in shower. Ascend to versatile loft area upstairs offering additional space for work, play, or relaxation. You will also appreciate the secondary primary suite on this level, complete with a walk-in closet, dual sinks, and shower. Additionally, two generously sized bedrooms await your use along with a full bathroom. Outside, unwind on the covered back patio, surrounded by vinyl fencing for added privacy. A rear-facing two-car garage with a paver driveway completes the property. This home is part of the Tuskawilla Crossing community, which includes a dog park, a sparkling community pool for leisurely fun, and a playground. The area is rich in dining and shopping options and provides easy access to the 417. Situated in Seminole County which is well known for its public school system. Don’t miss the chance to make this exceptional home yours—schedule a showing today!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Brent Dehoop (407-448-8971)
1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$397,990108 Days on yellowkey MLS ID: O6371853
0 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Remarks: The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living options for families, professionals, or those in need of a dedicated home office space. The loft adds an additional dimension, allowing you to customize this versatile area to suit your lifestyle.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
762 SHEOAH BLVD, WINTER SPRINGS, FL 32708
$360,00065 Days on yellowkey MLS ID: O6384572
REDUCED by $10,000 (2.7%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1686 Built: 1977Monthly Fee: $40 Tax: $1,514 (2024)Community: Highlands Sec 4Single Family
Taxes:$1,514
Remarks: PRICE REDUCTION. SOLD “AS IS”. This home is located in one of the most desired communities in the Winter Springs area. The home offers 3 bedrooms and 2 bathrooms, an open floor plan, a Florida Room, split bedrooms, high ceiling, crown molding and much more. It is located close to all major highways making easy access to shopping centers and restaurants offering convenient travel to all areas of Central Florida. All kitchen appliances will convey, along with the refrigerator in the garage. New beautiful bamboo wood flooring in secondary bedrooms.
Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC (407-673-1400)
Listing Agent: Beverly Curry (407-493-0673)
348 MICHAEL BLAKE BLVD, WINTER SPRINGS, FL 32708
$485,00067 Days on yellowkey MLS ID: O6383553
2 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1988 Built: 2013Monthly Fee: $167 Tax: $4,643 (2024)Community: Winter Spgs Village Ph 2Single Family
Taxes:$4,643
Remarks: Under contract-accepting backup offers. Move-in ready home in highly desirable Winter Springs Village with over $75,000 in recent improvements. Features include updated kitchen with modern cabinetry, countertops, and stainless steel appliances, plus luxury vinyl plank flooring throughout. Energy-efficient solar system designed to help reduce utility costs. Additional upgrades include fresh exterior paint, updated landscaping, and overhead garage storage. Located on a quiet street across from conservation, offering added privacy and natural views. The primary suite features a private screened balcony. HOA includes lawn maintenance, community pool, clubhouse, and playground. Conveniently located near shopping, dining, the Cross Seminole Trail, and Central Winds Park.
Listing is courtesy of: SHAHRAM SONDI + CO. (407-718-6160)
Listing Agent: Shahram Sondi (407-718-6160)
420 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$365,00039 Days on yellowkey MLS ID: O6391976
REDUCED by $10,000 (2.7%) on 03/31/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1914 Built: 2007Monthly Fee: $298 Tax: $5,229 (2025)Community: Harbor WindsTownhouse
Taxes:$5,229
Elementary School: Winter Springs Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This stunning 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern luxury and serene living, complete with a two-car garage and an unbeatable location. Step inside to a home that feels brand new, featuring a freshly repainted interior and an open, airy layout designed for both comfort and style. The heart of the home is a chef-inspired kitchen boasting elegant granite countertops and a full suite of brand-new stainless steel appliances, perfectly positioned between a spacious family room and a separate formal dining room for effortless entertaining. The upper level serves as a private sanctuary, where all three bedrooms feature plush, new carpeting underfoot. The master suite is a true retreat, offering a spa-like bathroom with granite vanities, a separate walk-in shower, and a deep garden tub made for relaxation. Consistency in quality is found throughout, with granite finishes extending to the secondary bathroom as well. Perhaps the most captivating feature of this residence is its backyard, which backs up to a lush, peaceful greenspace, providing a quiet and scenic backdrop rarely found in townhome living. Beyond its aesthetic appeal, this home provides ultimate peace of mind with significant mechanical upgrades, including a brand-new AC system and a new water heater. Residents also enjoy access to a sparkling community pool area, perfect for cooling off on warm afternoons. Combining high-end finishes with a tranquil natural setting, this turn-key property is ready for you to move in and enjoy from day one.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
30 MOREE LOOP #37, WINTER SPRINGS, FL 32708
$189,99525 Days on yellowkey MLS ID: O6395945
REDUCED by $5,005 (2.6%) on 04/20/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1400 Built: 1973Monthly Fee: $424 Tax: $2,882 (2025)Community: Bay TreeCondo
Taxes:$2,882
Remarks: One or more photo(s) has been virtually staged. New to market. Seller offering $2,500 toward buyer closing costs and concessions! This newly remodeled unit is a two-bedroom, 2.5 bath with converted office/flex room in the wonderful community of Bay Tree. Bay Tree is part of a diverse set of communities in the community of Highlands, offering an array of amenities including tennis, lake, community park, gazebos, playground, community pool, and clubhouse to rent for events. This home has new paint, linoleum and carpet flooring, updated baths, new stainless steel appliances and ceiling fans. Home has updated air conditioner with new compressor. Great location! You are 15 minutes to major highway Interstate 4, and less than 10 minutes from all major shopping and dining such as Winn-Dixie, Publix, Starbucks, Crunch Fitness and Walgreens. Home is in an A-rated school district, short distance to Highland's Elementary and 10 minutes to Winter Springs High School. HOA fee includes community pool, exterior and grounds maintenance, manager, pool maintenance, recreational facilities and trash service. Schedule your private showing today before it's too late.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Brett Womack (954-422-2908)
214 N ALDERWOOD ST, WINTER SPRINGS, FL 32708
$339,90027 Days on yellowkey MLS ID: O6394428
0 Days Off yellowkey (back on 4/20/2026)
REDUCED by $10,000 (2.9%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1053 Built: 1972 Tax: $657 (2024)Community: North Orlando Terrace Unit 1 Sec 3Single Family
Taxes:$657
Remarks: Under contract-accepting backup offers. Completely remodeled 3-bedroom, 2 bathroom home located located in the heart of Winter Springs, offering convenience , comfort , and modern upgrades throughout. Situated on an oversized lot, this property features a large private pool, perfect for entertaining or relaxing in your own backyard oasis. Inside , you'll find a brand -new kitchen with modern finishes ,complemented by all-new appliances . The home also includes luxury vinyl flooring throughout, creating a stylish and durable living space . Additional upgrades include: new roof, brand new AC system , fully remodeled bathrooms with upgraded fixtures , gas water heater for added efficiency and flexibility . Ideally located near shopping , dining, and entertainment, this home offers the perfect blend of modern living and prime location
Listing is courtesy of: WORLD PROPERTIES GROUP (407-574-5920)
Listing Agent: Krasimira Kakarova (240-506-5959)
622 ANHINGA RD, WINTER SPRINGS, FL 32708
$398,500124 Days on yellowkey MLS ID: O6369225
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1721 Built: 1988Monthly Fee: $106 Tax: $4,083 (2024)Community: GreenspointeSingle Family
Taxes:$4,083
Remarks: NEW ROOF 2026, HVAC 2017–2018, and water heater 2022, giving buyers peace of mind from day one. This 3-bedroom, 2.5-bathroom home offers over 1,700 sqft of living space 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 includes granite countertops, stainless steel appliances, light cabinetry, and a breakfast bar, with sliding glass doors leading to a cute shaded backyard — 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. 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)
1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708
$439,00039 Days on yellowkey MLS ID: O6391562
0 Days Off yellowkey (back on 4/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 1980Monthly Fee: $117 Tax: $2,390 (2024)Community: Country Club Village Unit 1Single Family
Taxes:$2,390
Remarks: Under contract-accepting backup offers. Welcome to effortless living in the highly sought-after Tuscawilla golf community in Winter Springs, Florida, where comfort meets convenience and lifestyle takes center stage. This beautifully maintained 3-bedroom home offers a bright, open layout with soaring vaulted ceilings and stylish laminate flooring that flows seamlessly throughout. Natural light pours in, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. One of the standout features is the spacious heated and cooled Florida room, adding valuable flex space for a home office, lounge, or year-round entertaining, all while overlooking your private outdoor setting. Enjoy peace of mind with major updates already completed, including updated plumbing, a water softener system, fresh interior paint, new exterior lighting, and newly installed sod that enhances curb appeal. Step outside your front door and into a lifestyle many buyers are searching for. Located just moments from the Tuscawilla Country Club, residents have the option to enjoy golf, tennis, dining, and social events for a low fee, making it easy to embrace an active, resort-style lifestyle without the high commitment. Even better, the HOA handles exterior yard maintenance, giving you more time to relax, travel, and enjoy everything the community has to offer. This is true low-maintenance living in one of Seminole County’s most established neighborhoods. Positioned in the heart of Winter Springs, you’re surrounded by scenic parks, walking and biking trails, top-rated Seminole County schools, and a wide variety of shopping and dining options just minutes away. Whether you're downsizing, relocating, or simply looking for a home that offers both lifestyle and ease, this property delivers a rare opportunity to live in one of Central Florida’s most desirable golf communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brittany Pride (888-883-8509)
124 BLUE CREEK DR, WINTER SPRINGS, FL 32708
$750,000144 Days on yellowkey MLS ID: O6365177
REDUCED by $54,900 (6.8%) on 04/14/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2762 Built: 1995Monthly Fee: $70 Tax: $8,440 (2024)Community: Chestnut Estates Ph 1Single Family
Taxes:$8,440
Remarks: Welcome to this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open-concept living with pool access from the primary bedroom, living room, and family room. As you walk through the front door, the dining room and spacious living room open to the lanai and screened-in pool area. The master bedroom and 5th bedroom are located on one side of the home, while the remaining bedrooms and baths are off the family room, offering a functional split floor plan. The kitchen comes equipped with all appliances, granite countertops, extra storage, and a large breakfast bar, and is open to the family room. The master bedroom measures approximately 29’ x 15’ and features a large walk-in closet plus a linen closet, double vanities, a separate shower, and a jetted tub. There is a Jack-and-Jill bathroom between two of the bedrooms, and the third bathroom opens directly to the pool area. All bathrooms and the kitchen have been updated. All five bedrooms are carpeted, and the main living areas are tiled. The backyard features mature landscaping with fruit trees and is fully fenced for privacy. Additional features include an alarm system and keypad near the garage entry. This home is available for immediate move-in.
Listing Agent: Ryan Langley (407-802-6462)
600 NORTHERN WAY #502, WINTER SPRINGS, FL 32708
$269,000410 Days on yellowkey MLS ID: O6286935
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1985Monthly Fee: $397 Tax: $766 (2024)Community: Tuscany Place Ph 1Spa: NoCondo
Taxes:$766
Remarks: Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offers an incredible opportunity for low maintenance living in a serene and gated community. Enjoy summer days by the beautiful community pool and relax in the cabana. Across the way you will find access to Trotwood Park, with its picturesque settings ideal for picnics and recreational activities. Featuring a pavilion, playground, splash pad, tennis courts, and sports fields, it's a hub for family fun. For outdoor enthusiasts, the nearby Seminole County Cross Trail is perfect for biking and walking. As you tour the well maintained 3-bedroom, 2-bathroom condo, it encompasses 1425 sqft of second level living with private screened balconies overlooking the courtyard. Well-appointed kitchen equipped with brand-new stainless-steel appliances: Counter-depth Smart French Door Refrigerator, Smart SLIM Microwave, Bespoke Induction Range with self and steam cleaning Air Fry Convection Oven. A generous living and dining area that are inviting and ideal for entertaining. The split floor plan offers privacy for the owner suite, complete with its own screened balcony. The secluded and spacious secondary bedrooms are delightful for guests, office space or a growing family. New AC installed 7/2025 (16 seer AC unit with 1 year maintenance and 10yr-parts/2yr-labor). Families are drawn to the area thanks to its top-rated schools, making this condo not just a home, but a gateway to a vibrant community. Recently refreshed and ready for its new owners to display their personal touches.
Listing Agent: Bob Bretz, Pa (407-797-9500)
1106 SUPERIOR CT, WINTER SPRINGS, FL 32708
$625,00061 Days on yellowkey MLS ID: O6385551
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2353 Built: 1986Monthly Fee: $3 Tax: $7,786 (2024)Community: Tuscawilla Unit 13Single Family
Taxes:$7,786
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to the highly sought-after Tuscawilla community, a neighborhood known for its tree-lined streets, strong sense of community, and access to some of the top-rated Seminole County schools. From the moment you walk through the front door, you’re greeted with an abundance of natural light that fills the home and creates a warm, inviting atmosphere. The front living room offers a flexible space that easily adapts to your lifestyle—whether it’s enjoying slow mornings with coffee, setting up a home office, creating a playroom, or hosting guests. Toward the back of the home, the family room becomes the heart of everyday living with its soaring ceilings, plenty of natural light, and cozy fireplace—an ideal setting for movie nights, game days, or gathering with friends and family. The kitchen sits just beyond the family room, making it perfect for entertaining and staying connected while cooking. Featuring beautiful granite countertops, plenty of white cabinetry, and stainless steel appliances, the space is both functional and stylish, whether you’re preparing weeknight dinners or hosting weekend get-togethers. The split floor plan was designed with both comfort and privacy in mind. Three bedrooms with two shared bathrooms are located on one side of the home, offering the perfect setup for family members, guests, or even a dedicated office or hobby space. On the opposite side, the spacious primary suite serves as your private retreat, featuring a large bedroom, walk-in closet, and a beautifully designed en-suite bathroom with granite countertops, dual vanities, a soaking tub, and a walk-in shower—perfect for unwinding at the end of the day. Step outside to the screened-in lanai and experience the best of Florida living. This peaceful outdoor space is perfect for morning coffee, evening dinners, or simply relaxing while overlooking your expansive backyard. Sitting on over half an acre with no rear neighbors, the property offers incredible privacy and plenty of room for kids and pets to play, future outdoor entertaining spaces, or even a pool. Living in Tuscawilla means enjoying an active and convenient lifestyle. You’re surrounded by beautiful parks, walking and biking trails, golf courses, and community spaces perfect for spending time outdoors. Everyday conveniences like grocery stores, restaurants, and local shops are just minutes away, and with easy access to the 417, commuting to downtown Orlando, the theme parks, or even a quick weekend trip to the beach is effortless. This home offers the perfect balance of space, comfort, and lifestyle in one of Central Florida’s most desirable communities. Schedule a showing today as this home will not last long!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: David Miller (321-236-6761)
618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708
$365,00058 Days on yellowkey MLS ID: O6385028
REDUCED by $9,900 (2.6%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1771 Built: 1985Monthly Fee: $106 Tax: $5,066 (2025)Community: GreenspointeSingle Family
Taxes:$5,066
Remarks: Move in Ready home in Greenspointe area of The Highlands. This Light & Bright Home has No Rear Neighbors and a Nice View of the open space out back & water view. New Tile Roof 2017, New A/C, Fireplace, Updated Kitchen Cabinets, New Vanities, 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)
1059 CEDAR BAY, WINTER SPRINGS, FL 32708
$450,00054 Days on yellowkey MLS ID: O6382674
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2225 Built: 2016Monthly Fee: $230 Tax: $3,955 (2024)Community: Jesups LandingTownhouse
Taxes:$3,955
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)
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