Location: Winter Springs
Keyword(s): Winter Springs High
Keyword(s) High School: Winter Springs High
Do Not Show Listings
1379 TARFLOWER DR, WINTER SPRINGS, FL 32708
$485,00027 Days on yellowkey MLS ID: O6390913
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2024Monthly Fee: $356 Tax: $4,485 (2025)Community: Hickory GroveTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,485
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: RARE END UNIT MOVE IN READY townhome with the PRIMARY BEDROOM DOWNSTAIRS in the heart of the Winter Springs Town Center! This beautifully maintained 3-bedroom, 2.5-bath home features a screened porch, custom California Closets in the primary suite, a rear-entry 2-car garage, and a bright open floor plan just steps from the Cross Seminole Trail, community includes community pool and dog park. Welcome to 1379 Tarflower Drive, located in the desirable Hickory Grove community in the heart of Winter Springs Town Center. This end-unit townhome offers additional privacy, extra windows, and abundant natural light, creating a bright and inviting living space. The open-concept floor plan is ideal for modern living and entertaining, featuring a spacious kitchen with stainless steel appliances, ample cabinetry, a walk-in pantry, and a breakfast bar overlooking the dining and living areas. Just off the living space, the screened-in porch provides the perfect spot to enjoy quiet mornings or relaxing Florida evenings. One of the most desirable features of this home is the first-floor primary suite, offering convenience and privacy. The suite includes a custom California Closet system in the walk-in closet, providing exceptional storage and organization, along with a spacious en-suite bathroom. Upstairs, you’ll find two additional bedrooms and flexible living space, ideal for guests, a home office, or additional family living. Residents of Hickory Grove enjoy low-maintenance living and a charming neighborhood atmosphere located just steps from the Cross Seminole Trail, a nearly 23-mile scenic trail system popular for biking, jogging, and outdoor recreation. The home is located in the highly rated Seminole County Public School District, ranked #1 in Florida, and is conveniently close to Winter Springs High School. Winter Springs itself has earned national recognition as one of Central Florida’s most desirable communities and was ranked among Money Magazine’s Top 100 Best Places to Live in America. Known for its beautiful parks, scenic trails, community events, and strong sense of community, the city offers an exceptional quality of life. With convenient access to SR-434, SR-417, Lake Mary, Oviedo, and downtown Orlando, this location provides the perfect balance of suburban charm and commuter convenience. End units with first-floor primary suites in this location are rarely available—schedule your private showing today.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Melanie Miller (407-745-8317)
30 SABLE CT, WINTER SPRINGS, FL 32708
$569,00061 Days on yellowkey MLS ID: O6382648
REDUCED by $10,000 (1.7%) on 04/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2674 Built: 1976 Tax: $3,043 (2024)Community: TuscawillaSpa: NoSingle Family
Taxes:$3,043
Elementary School: Keeth Elementary
Tax Year: 2024
Remarks: REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitchen with island in the middle. All appliances. Hot water heater 2017. Lots of cabinet space. Spacious eat-in area beside kitchen. Formal Dining and Living rooms. Large bedrooms. Big Owners bedroom with walk-in closet and updated bath. Inside laundry room. Large Pool (updated to salt system) 8 feet deep. Big fenced yard. Screened in porch. Oversized 2 car side entrance garage (currently part of garage is an office but could easily be converted back). Community allows golf carts. Plenty of room to park jet skis, boats, and RV. Great location near shopping, restaurants, hospital, and major roads. Good schools. Country Club has golf, tennis, swimming, and dining membership. Trotwood park has basketball and tennis courts, soccer field, and covered picnic area. Many parks in neighborhood. Close to Seminole Trail for walking and bike riding. Move right in! Must Seee!
Listing is courtesy of: HOME SOLD NETWORK LLC (407-257-6223)
Listing Agent: Julie Bailey (407-257-6223)
724 BARRINGTON CIR, WINTER SPRINGS, FL 32708
$399,900327 Days on yellowkey MLS ID: O6312092
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1450 Built: 1987Monthly Fee: $100 Tax: $1,771 (2024)Community: Georgetowne Unit 1Single Family
Taxes:$1,771
Remarks: Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park and to Tuskawilla Country Club for a round of golf or tennis or to just socialize at the café and bar. This is a great opportunity to own an adorable low maintenance single-family home in the most affordable sought-after Country Club community in Seminole county. A rated school district! Short drive to Oviedo Marketplace and restaurants! Seller willing to contribute $8000 towards closing costs!! Don't miss this opportunity!! --
Listing is courtesy of: DIAMOND 2000 REALTY, INC (321-231-4195)
Listing Agent: Ramon Ortiz Cruz (321-231-4195)
1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$450,00034 Days on yellowkey MLS ID: O6389425
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1988Monthly Fee: $125 Tax: $4,965 (2025)Community: Country Club Village Unit 3Single Family
Taxes:$4,965
Remarks: **BRAND NEW tile barrel roof just installed** Welcome to asy-maintenance living in the highly desirable golf community of Tuscawilla/Winter Springs! This beautifully maintained 3-bedroom home PLUS office/den offers a bright open layout with vaulted ceilings, ceramic tile flooring, and abundant natural light throughout. The updated eat-in kitchen with breakfast bar and modern finishes flows seamlessly into the main living and dining spaces, while updated bathrooms, inside laundry room, and a 2-car garage with epoxy floors add everyday comfort and convenience. Both bathrooms have modern finishes and well-appointed upgrades; and plenty of storage throughout. Additional major updates include epoxy garage floors, attic with deck flooring, water softener, new water heater (2024), Carrier HVAC (2016), and whole house re-pipe giving you added peace of mind. The flexible floor plan also includes a dedicated office/den, ideal for working from home, hobbies, or additional living space. Enjoy year-round comfort in the all-season enclosed patio with dedicated A/C, all overlooking a peaceful wooded lot that creates a private and relaxing setting. Additional features include paver driveway & patio, and low-maintenance appeal in one of Winter Springs’ most established and sought-after communities. Located near Tuscawilla Country Club offering golf, tennis, and an Olympic-sized pool, as well as parks, walking trails, shopping, dining, and top-rated Seminole County schools, this home offers the perfect blend of location, lifestyle, and smart updates. A rare opportunity to enjoy updated, easy living with a convenient Winter Springs location and zoned for top-rated Seminole County schools.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Allison Day (407-617-2881)
30 MOREE LOOP #37, WINTER SPRINGS, FL 32708
$195,00013 Days on yellowkey MLS ID: O6395945
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1400 Built: 1973Monthly Fee: $424 Tax: $2,882 (2025)Community: Bay TreeCondo
Taxes:$2,882
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: New to market. Seller offering $5,000 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)
702 GLASGOW CT #702, WINTER SPRINGS, FL 32708
$317,70012 Days on yellowkey MLS ID: O6394959
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1878 Built: 1974Monthly Fee: $450 Tax: $3,285 (2024)Community: Highland Patio Homes Amended PlatSpa: YesCondo
Taxes:$3,285
Remarks: Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjoy Villa-style living with a two-story layout. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout with the primary suite conveniently located on the first floor, this home blends comfort, functionality, and low-maintenance living. From the moment you arrive, you’ll appreciate the private courtyard entry—perfect for morning coffee or relaxing evenings, along with multiple outdoor spaces, including a screened-in porch and two fenced areas ideal for pets or gardening. Inside, the home features warm wood accents, soaring ceilings, and an abundance of natural light throughout. The updated kitchen is equipped with a gas double oven, modern appliances, pantry storage, and flows seamlessly into the main living areas. An interior laundry/utility room adds everyday convenience. Bathrooms have been tastefully renovated with updated vanities, tilework, and glass shower enclosures. Recent upgrades provide peace of mind, including re-piping, updated HVAC system, water heater, garage door, and energy-efficient windows and doors. Additional improvements include updated flooring, custom closet shelving, and enhanced finishes throughout the home. Located within The Highlands, residents enjoy a wide range of amenities, including a community pool, clubhouse, tennis courts, playgrounds, and miles of scenic walking trails and boardwalks. The HOA maintains exterior elements such as the roof, paint, and landscaping, allowing for easy, low-maintenance living
Listing is courtesy of: SHAWFIELD REALTY GROUP (407-963-7749)
Listing Agent: Carrie Sue Shawfield (407-963-7749)
936 TORREY PINE DR, WINTER SPRINGS, FL 32708
$420,00014 Days on yellowkey MLS ID: O6386843
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1678 Built: 2000Monthly Fee: $126 Tax: $2,652 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,652
Elementary School: Rainbow Elementary
Remarks: GOLF FRONT HOME IN TUSCAWILLA! Beautiful views and an open floor plan with updates galore make this one THE one! With lawncare, swimming pool and friendly neighbors included in the HOA, easy living is yours! Note: this home was built as a 3 bedroom, yet the previous owner converted the space to a 2 bedroom that can easily be converted back. You will adore the beautifully updated kitchen featuring a stunning glass backsplash, gorgeous granite countertops, custom pantry and stainless steel appliances. The open layout flows seamlessly through the front door to the living/dining space with a custom pass through to the kitchen that is wide open to the family room. From the kitchen, family room, primary suite, and all-weather porch, you can enjoy relaxing views of the 16th fairway on the Championship Tuscawilla Golf Course. Amazing assumable LOW interest financing is available to a qualified buyer. Full details are available. A spacious primary suite featuring a large walk-in closet with custom closet system and separate access to the rear porch. Fall in love with the handsome updated ensuite bath with spacious built in vanity, glass enclosed tiled walk in shower plus additional storage or vanity space where a bathtub was removed. Additional features and upgrades include new double pane sliding doors to the glass/ screened enclosed patio, ……… The brick paved driveway and spacious 2-car garage will keep your vehicles happy, while the recent updates and community amenities will make you very happy! As an option, Tuscawilla Country Club offers dining, exercise facility, junior Olympic pool, tennis courts and leagues, pickleball, golf and social events. Don't miss out on this great property! Visit today!
Listing Agent: Colleen Kahl (407-630-0027)
515 SEASONS CT, WINTER SPRINGS, FL 32708
$299,900217 Days on yellowkey MLS ID: O6343009
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1101 Built: 1996Monthly Fee: $120 Tax: $3,258 (2024)Community: Seasons TheSingle Family
Taxes:$3,258
Elementary School: Winter Springs Elementary
Remarks: **One or more photo(s) has been virtually staged**.Move-In Ready Home – Fully Updated Inside and Out! Simply bring your personal belongings — this 3-bedroom, 2-bathroom home is ready for immediate occupancy. Freshly painted throughout, it features many upgrades and improvements, including roof (2021), water heater (2020), indoor A/C unit (2018), and outdoor A/C unit (2025). The remodeled kitchen showcases brand-new wood cabinets, granite countertops, stainless steel appliances. Both bathrooms have been completely renovated with modern showers, new toilets, stylish vanities, and new plumbing fixtures. All interior doors have been replaced for a refreshed, contemporary look. The home offers waterproof luxury vinyl plank flooring in a warm Birchwood tone, accented by new baseboards throughout. The private backyard features synthetic turf, providing a lush, green appearance year-round with minimal maintenance. The monthly HOA fee of $120 includes front yard lawn service, and there is an additional annual HOA fee paid once per year. This property combines modern upgrades, low maintenance, and move-in convenience — a perfect choice for buyers seeking comfort and quality. Located in the sought-after area of Winter Springs, known for its top-rated schools. Community featuring a swimming pool, tennis courts, and a playground, perfect for an active lifestyle. Don’t miss out — book your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Olga Carballea Diaz (407-508-9848)
114 SUNDANCE CT, WINTER SPRINGS, FL 32708
$315,500152 Days on yellowkey MLS ID: O6359275
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1356 Built: 1997Monthly Fee: $120 Tax: $4,059 (2024)Community: Seasons TheSpa: NoSingle Family
Taxes:$4,059
Remarks: One or more photo(s) has been virtually staged. If you’ve been searching for space, location, and opportunity without overpaying, this cul-de-sac home delivers. Tucked away on a quiet cul-de-sac and backing to a peaceful conservation area with no rear neighbors, this 4-bedroom home offers a rare combination of privacy and value in one of Winter Springs’ most desirable locations. Inside, you’ll find a functional split-bedroom layout, vaulted ceilings, and an open living and dining space designed for everyday comfort. The kitchen flows into a bright dining nook and screened patio, creating an ideal setup for indoor-outdoor living. With major updates already completed, including a 2022 roof, 2025 dishwasher, and 2026 water heater, buyers can move in with confidence while still having the flexibility to personalize finishes over time. Additional highlights include dedicated driveway parking for two vehicles, low HOA, and access to community amenities such as a pool, tennis courts, and playground. Located within top-rated Seminole County school zones and just minutes from parks, trails, shopping, and major roadways, this home is perfectly suited for buyers looking to maximize space, location, and long-term value. Back on market due to buyer financing — no inspection concerns.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-841-0888)
Listing Agent: Nora Rios (407-274-1174)
1260 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$424,99048 Days on yellowkey MLS ID: O6385191
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Remarks: Under Construction. With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owner’s suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
797 AUSTIN CT, WINTER SPRINGS, FL 32708
$430,00037 Days on yellowkey MLS ID: O6387943
0 Days Off yellowkey (back on 4/11/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 1984Monthly Fee: $90 Tax: $1,623 (2025)Community: Wedgewood Tennis VillasSingle Family
Taxes:$1,623
Remarks: Price Improvement! Inside, this two-bedroom, two-bath residence features vaulted ceilings with exposed wood beams and a wood-burning fireplace anchoring the open great room. Sliding glass doors provide natural light and connect interior living spaces to the rear patio and yard. Laminate flooring runs through the main living areas, with tile flooring in the kitchen and baths. The remodeled kitchen includes granite countertops, slow-close cabinetry, stainless steel appliances, a touchless faucet, breakfast bar seating and an eat-in area with access to the side patio. Both baths have been updated, including the primary en-suite with walk-in shower and walk-in closet. The primary suite also features vaulted ceilings, wood beams and direct patio access. A front flex room with sliding glass doors offers versatility as a home office, sitting area or potential bedroom conversion. The outdoor environment creates a private garden setting designed for relaxation and entertaining. Layered landscaping, mature trees and defined pathways frame a screened rear patio that transitions to expanded wood decking and additional platform areas. Stone and gravel walkways wind through curated planting beds and shaded gathering areas. Front pavers installed last year, and side paver spaces extend the usable exterior footprint. Some landscaping was impacted by recent freeze conditions and has been pruned. Additional improvements include interior paint, new skylights, water softener system and a water heater replaced two years ago. Recent exterior updates include a roof replaced two years ago, new gutters, exterior paint, updated exterior lighting and replacement of windows and sliding doors within the past three years. The two-car garage offers keypad entry, side access door to the yard, pull-down attic storage, built-in shelving and cabinet storage. Conveniently in Winter Springs with access to parks, shopping and major roadways. Call to make your appointment today!
Listing Agent: Jill Drafts (407-421-0277)
859 BENCHWOOD DR, WINTER SPRINGS, FL 32708
$454,9006 Days on yellowkey MLS ID: O6397781
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1632 Built: 1984 Tax: $1,787 (2025)Community: Oak Forest Unit 3Single Family
Taxes:$1,787
Remarks: Welcome to this beautifully updated 4-bedroom, 2-bath home nestled in one of Winter Springs’ most sought-after neighborhoods! Perfectly positioned next to a quiet dead-end street, this move-in ready property offers both privacy and convenience—ideal for hosting guests with extra parking or enjoying peaceful, low-traffic surroundings. Step inside to discover a thoughtfully upgraded interior featuring brand-new luxury vinyl plank (LVP) flooring installed in 2025 and elegant 5½-inch baseboards throughout. The heart of the home is the STUNNING, FULLY REMODELED KITCHEN (2022), designed for both everyday living and entertaining. It boasts STAINLESS STEEL APPLIANCES, a LARGE QUARTZ ISLAND WITH BUILT-IN CABINETRY, 42-inch maple wood cabinets in a rich cashew finish with cabinet molding, SOFT CLOSE DRAWERS, and abundant horizontal storage with convenient pull-outs. A double oven, eat-in kitchen space, and open flow into the family room make this layout as functional as it is inviting. Both bathrooms were tastefully updated in 2025, featuring custom lighting and soft-close cabinetry, creating a modern feel in both the primary and secondary baths. Major system upgrades provide peace of mind, including a roof replaced in 2016, ANDERSON DOUBLE PANE LOW-E WINDOWS, Andersen French sliding patio door added in 2021, enhancing energy efficiency and natural light throughout the home. Step outside to your expansive 27’ x 10’ covered and screened lanai—perfect for relaxing or entertaining—with no rear neighbors for added privacy. The backyard also includes a storage shed on a durable 4-inch concrete slab, installed in 2018. With its extensive upgrades, prime location, and turnkey condition, this home truly checks every box. Don’t miss your opportunity to own a beautifully maintained property in the heart of Winter Springs!
Listing is courtesy of: VALENCE REALTY GROUP (407-797-5034)
Listing Agent: Chuck Valence (407-797-5034)
213 HEATHERWOOD CT, WINTER SPRINGS, FL 32708
$910,0008 Days on yellowkey MLS ID: O6395861
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
Taxes:$12,885
Remarks: 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)
171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$325,0006 Days on yellowkey MLS ID: O6396871
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $2,346 (2024)Community: Heritage Park TwnhmsTownhouse
Taxes:$2,346
Remarks: Welcome to this beautifully maintained townhome located in the desirable gated community of Heritage Park in Winter Springs. Perfectly positioned directly across from the community pool with ample guest parking nearby, this move-in ready home offers both comfort and convenience. Step inside to find attractive laminate flooring flowing throughout the first floor, complemented by neutral paint and upgraded lighting that create a warm and inviting atmosphere. The open-concept layout seamlessly connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The well-appointed kitchen features 42" cabinetry, granite countertops, stainless steel appliances, a closet pantry, and a convenient peninsula with breakfast bar seating. Just beyond the living space, enjoy peaceful outdoor living on the open patio overlooking a serene pond backed by conservation—perfect for relaxing mornings or unwinding at the end of the day. Upstairs, all three bedrooms provide privacy and comfort. The spacious primary suite offers tranquil pond views, a walk-in closet, and an en-suite bathroom complete with an oversized single-sink vanity and a large tiled shower. Two additional bedrooms are generously sized with ample closet space, ceiling fans, and plenty of natural light. A full guest bathroom with a shower/tub combination on the second floor and a convenient half bath on the first floor complete the home. Additional highlights include a one-car garage, prime location within the community, and fully furnished option for no additional cost! This is a wonderful opportunity to enjoy low-maintenance living in a sought-after location—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jean Scott (407-759-5320)
120 E BAHAMA RD, WINTER SPRINGS, FL 32708
$1,299,90071 Days on yellowkey MLS ID: O6379165
REDUCED by $100,000 (7.1%) on 04/09/2026
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
Remarks: This property offers a rare opportunity to own a home with true flexibility, privacy, and long-term value—perfect for today’s evolving lifestyles. Designed with flexibility in mind, this home features a private in-law or guest suite with its own separate exterior entrance and full bathroom, creating an ideal setup for multigenerational living, visiting guests, or a private home office. The in-law suite is generously sized and thoughtfully separated from the main living areas, offering privacy while remaining fully integrated into the home. Whether accommodating extended family, working from home, or seeking additional functional space, this layout provides exceptional adaptability. Inside the main residence, you’ll find a well-designed floor plan with comfortable living areas, abundant natural light, and a seamless flow for everyday living and entertaining. The primary bedroom features an expansive en-suite bathroom and walk-in closet. Bedrooms two and three are exceptionally spacious, each comparable in size to a primary bedroom and featuring walk-in closets. One bedroom includes a built-in hideaway loft, perfect for children’s play or creative space, and is securely constructed with screws, allowing for easy removal if desired. The home is located on a quiet street in an established Winter Springs neighborhood, conveniently close to top-rated schools, shopping, dining, and major commuter routes. *Buyer and Buyer's agent to verify all information. Both property owners are real estate agents.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alma Merrill (801-613-8090)
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$675,00053 Days on yellowkey MLS ID: O6372400
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2001Monthly Fee: $42 Tax: $5,539 (2024)Community: Chestnut RidgeSingle Family
Taxes:$5,539
Elementary School: None
Remarks: Price Improvement! Great price for a GOLF FRONT LIFESTYLE! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence located with an amazing lot DIRECTLY on the 16 hole of the Tuscawilla Country Club.PRICELESS VIEW! VIEW VIDEO WALK THROUGH TOUR. Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, with amazing azaleas with many colors, is the epitome of luxury living, perfect for executive families seeking a harmonious blend of comfort and elegance. Boasting an impressive 4 bedrooms and 3 bathrooms, this custom-built home offers a spacious upstairs private en suite featuring 1 bedroom and 1 bath, ideal for guests, playroom or a secluded home office. The interior is nothing short of breathtaking with soaring 10’ ceilings and solid red oak flooring that greets you in the foyer and extends through the kitchen and breakfast nook. The heart of the home, a chef's kitchen, is adorned with quality chestnut wood cabinets, sleek granite countertops, and a wet bar island, perfect for entertaining. Hallway complete with bright skylights that lead to bedroom 2 and 3 that actually both have access to the hall Jack n Jill bath. Three way split floor-plan offers loads of lifestyle options. Attention to detail is evident with 5 1/4” baseboards, recessed lighting, and a luxurious custom built-in entertainment center. Cozy up by the gas-burning fireplace or enjoy the oversized 860 SF 3-car garage/workshop, equipped with an insulated ceiling and reinforced garage doors, offering ample space for vehicles and projects alike. Custom Built pergola off the garage offers additional charm. So Many options. Complete with a direct wire for a generator access. The master suite is a sanctuary with a generous 8' x 12' walk-in closet featuring custom solid walnut cabinets. Bask in the Florida sunshine on your awning-covered rear deck with a view of the golf course and conservation area. Built in 2001 with a new roof in 2020, this move-in ready home benefits from top-of-the-line “Low E” windows, R-30 attic insulation. Location is paramount, with proximity to quality schools, shopping, dining, and major employment hubs. This property, fronting the 16th hole of the Tuscawilla Country Club, is not just a home—it's a lifestyle waiting for you at Chestnut Ridge. HIGHLIGHTED EXTRA. Along with the purchase this home comes with 20 solar panels, that are PAID FOR, which can provide 7.8 kWh are connected with the Duke power grid. The electric bill reflects how much power you use and how much you push back to the grid. You are credited equally for power pushed back in the final monthly amount due. Additionally, there is a backup battery which in the event of power outage will provide 6 dedicated circuits for the house with standby power during brief power outages. A MUST SEE!
Listing Agent: Laurie Cain (407-484-9944)
202 ARROWHEAD CT, WINTER SPRINGS, FL 32708
$1,250,000236 Days on yellowkey MLS ID: O6337777
0 Days Off yellowkey (back on 4/8/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $96 Tax: $14,910 (2024)Community: Arrowhead At Tuscawilla Unit 2Spa: YesSingle Family
Taxes:$14,910
Remarks: Under contract-accepting backup offers. BRAND NEW TILE ROOF! **Buyer backed out due to personal reasons**. Gorgeous custom-built home on one half acre in the prestigious gated community of Arrowhead, the jewel of Tuscawilla. This estate is surrounded by private residences with tile roofs and stunning elevations, offering unmatched curb appeal with a travertine-adorned front porch, decorative columns, and a brick-paver circular drive with a portico leading to a rear-facing oversized three-car garage. Inside, soaring ceilings with crown molding, decorative trays, transom windows, and custom wrought-iron entry doors create an impressive atmosphere. A magnificent double front door and separate “friends and family” entry welcome you into a thoughtfully designed floor plan. The primary suite features two walk-in closets, a luxurious bath with a one-of-a-kind bubbler tub, dual copper sinks, vanity area, abundant counter space, and handsome lighting. An adjacent study could serve as a sixth bedroom if desired. Additionally, the primary bedroom and secondary bedroom, the living room, family room, and study all encircle the pool and patio area for the ultimate entertaining layout. One guest suite even offers a private patio retreat. The gourmet kitchen is a chef’s dream with 42”+ wood cabinetry with crown molding, granite countertops, large pantry, and a spacious center island. Appliances include a Café built-in refrigerator/freezer, KitchenAid stainless steel double ovens and microwave, five-burner gas cooktop, KitchenAid trash compactor, and Miele dishwasher. The butler’s pantry, conveniently located off the kitchen and dining room, offers wine storage and abundant cabinetry. The family room features an electric fireplace with custom cabinetry, while the formal living and dining areas showcase beautiful cherry wood flooring. A giant updated laundry room includes Maytag washer and dryer, floor-to-ceiling cabinetry, quartz countertops, backsplash, and a utility sink. Upstairs, a gently curved stairwell leads to a large bonus room with en-suite bath, ideal as a fifth bedroom, guest suite, media/game room, or man cave. A massive air-conditioned storage room is also located upstairs. Highlights include: • 4 full and 1 half baths * Generac System • Two air-conditioning systems with UV filtration • Whole-house water filtration system • Dual hot water heaters, including one tankless • 9-foot interior doors with ceiling heights ranging from 10–20 feet • French doors across the back of the home, including mitered glass in the family room • New designer lighting fixtures • Recessed lighting and 8” baseboards throughout • NEW Tile Roof and Brand NEW Hot Water Heater • Dramatic exterior and landscape lighting * New Variable Speed Pool Pump installed The outdoor oasis features a huge saltwater pool and heated spa with cantilever edge, brick-paver patio, large covered porch, and outdoor bar with Lynx grill. Lush landscaping, privacy hedges, and a brick wall enclose the backyard, creating space for entertaining, fun, and pets to play. This one-of-a-kind estate combines timeless elegance, modern upgrades, and thoughtful details in one of Tuscawilla’s most sought-after neighborhoods.
Listing Agent: Kim Coburn (407-341-1324)
689 SEVEN OAKS BLVD, WINTER SPRINGS, FL 32708
$600,00021 Days on yellowkey MLS ID: O6393344
1 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2541 Built: 2017Monthly Fee: $100 Tax: $3,845 (2024)Community: Seven OaksSpa: NoSingle Family
Taxes:$3,845
Remarks: Under contract-accepting backup offers. This 4 bedroom pool home has an office + a loft, theres room for everyone. Extending an estimated 228 from front to back this home sits on one of the largest lots in the neighborhood for the ultimate in outdoor potential. Enjoy the views from your screened in lanai or in the pool. $50,000 in solar panels will be paid off by the seller at closing. The kitchen is the heart of the home that overlooks the family room and backyard and features stainless steel appliances, a double wall oven, a corner walk-in pantry, and granite countertops. Wood-plank tile runs throughout the main floor, where French doors open to the covered lanai and heated pool. Upstairs, the primary suite is a true retreat and includes a garden tub, separate walk-in shower, and a walk-in closet. The guest bathroom features a double-sink vanity. The interior is finished in neutral colors ready for you to move right in and includes both an osmosis water system and a water softener. Centrally located near the shops and restaurants of 17-92 and 434, the home is also close to Big Tree Park and the Cross Seminole Trails. This property is zoned for Highlands Elementary, South Seminole Middle, and Winter Springs High School. Make sure to check out the video tour.
Listing Agent: Daniel Teston (407-509-0211)
1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708
$540,0008 Days on yellowkey MLS ID: O6394987
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2002Monthly Fee: $150 Tax: $6,288 (2024)Community: Parkstone Unit 3Single Family
Taxes:$6,288
Remarks: IMMACULATE 4 bedroom, 2 bathroom home in the beautiful GATED community of Parkstone! Located on a CUL-DE-SAC, fully FENCED backyard, NO REAR NEIGHBORS with a small POND for watching the amazing wildlife. COMPLETELY REMODELED! LAMINATE flooring throughout with TILE in the wet areas. As you enter, notice the natural light that shines through the home. A SEPARATE dining room, flex space and a SPLIT bedroom plan. The kitchen features QUARTZ countertops, TILE backsplash, breakfast bar and a kitchen nook with FRENCH doors. Refrigerator 2025 and the other appliances are newer too. The primary bedroom has FRENCH doors to the large SCREENED PATIO. The primary bathroom boasts QUARTZ countertops, his-and-hers sinks, a GARDEN tub and walk-in shower with a GLASS door enclosure. The other bedrooms are large enough for queen beds! The secondary bathroom also includes QUARTZ countertops with a TILED shower and GLASS door enclosure. LAWN MAINTENANCE, community POOL, fishing dock, tennis courts, and a playground are included with the low HOA fees. Roof, water heater, and water softener are newer. Fabulous Seminole County Schools, 10 minutes to shopping and restaurants. 30 minutes to downtown Orlando and within 10 minutes of major highways. Come and get this home before it's gone, as this one has it all!!
Listing Agent: Heather Pryor (321-303-5393)
1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708
$550,00022 Days on yellowkey MLS ID: V4948084
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 2021Monthly Fee: $137 Tax: $6,465 (2025)Community: Tuskawilla Crossings Ph 2Spa: NoSingle Family
Taxes:$6,465
Remarks: One or more photo(s) has been virtually staged. Welcome to your new home at 1300 Swift Creek Way! This charming 4-bedroom residence in Winter Springs offers the perfect balance of private comfort and community fun. The interior features a spacious primary suite with a large walk-in closet and a private ensuite shower. Enjoy a versatile loft/office space complete with a built-in desk, perfect for remote work or study. Step outside to enjoy the fantastic community amenities, including a sparkling community pool and playground, all while living in a home designed for easy maintenance with elegant ceramic tile and double-paned windows.The kitchen flows seamlessly into the dining area, making it ideal for gatherings.This energy-efficient home includes double-paned windows and a central cooling system.Residents enjoy access to the community pool and playground, with ground maintenance included in the HOA. Freshly painted interior, new carpet upstairs and downstairs bedroom. Move-in ready and perfectly situated near street lights and local amenities!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Deborah Miller (407-617-8587)
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