Location: Winter Springs
Do Not Show Listings
420 PARK LAKE DR, WINTER SPRINGS, FL 32708
$815,00023 Days on yellowkey MLS ID: O6395478
4 Days Off yellowkey (back on 4/13/2026)
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4403 Built: 2003Monthly Fee: $195 Tax: $8,118 (2024)Community: Avery ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,118
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. Located in the highly coveted gated Avery Park neighborhood and zoned for TOP RATED Seminole County Schools. If you have been searching for an updated, move in ready home with the potential of an INCOME producing GARAGE APARTMENT, your time has come! From the minute you pull up you will appreciate the location of this home sitting on a conservation lot and offers a rear entry over sized three car garage. Freshly painted exterior in 2025, New Energy Efficient Windows 2024! ROOF was replaced in 2020! This Morrison built home offers you a large covered front porch which is lovely to sit and enjoy evenings with neighbors or morning cups of coffee. As you enter the home you are welcomed with a gorgeous foyer, you have a dedicated living and dining room. The living room could easily be used as an additional office space if needed as well. As you enter the heart of the home, THE KITCHEN, you will fall in love with the beautiful Quartzite countertops, modern backsplash accent and Wi-fi enabled smart appliances! The stove is a double oven and with the center island, this offers the chef a fantastic layout for holiday's or parties! Speaking of gathering, the family room is open concept and flows seamlessly so you are never out of reach and can easily watch the weekend games or interact while prepping in the kitchen. The primary suite is very spacious and features an electric fireplace with shiplap accent for a modern coastal feel. The ensuite offers separate Quartz counters and room for a makeup seat. Walk in shower with recessed shampoo shelf and a wonderful corner soaking tub! The office is tucked away for privacy and can be used as a guest room. Upstairs you will find your spacious bonus room with built in granite shelving and cabinets. Great for study space or for gaming! The Secondary rooms are very spacious and offer great natural lighting. If you desire an EXTRA INCOME or need an INLAW APARTMENT or STUDENT SUITE or EXERCISE SPACE, or a fun GAME ROOM, ZEN ROOM, YOU NAME IT ROOM.. This dedicated garage apartment is it! Offering full bed room with walk in closet and full bath, washer/dryer and kitchen, with private alley access! (this does run on the same meter as the main house). The owners of this home have taken such care and pride with their renovations. Freshly painted exterior 2025, 2025 new whole home water softener, All new light fixtures and fans, 2 new HVAC's in the main house in 2021, Kitchen remodel 2021. LVP 2021, Primary bedroom fireplace 2023. All bathrooms updated 2023 and tubs refinished upstairs in 2024. Laundry room updated 2023. Apartment LVP, granite counters and appliances, kitchen/bath 2021. Garage, new door openers, springs 2022; new utility sink and hot water nozzle 2023. Exterior, new landscaping and irrigation updated with new timer and lighting 2023. Privacy fence 2021. The owners have pretty much done it all for you. You should have NO 4POINT issues! You are zoned for great schools. The community offers a pool, basketball court, stocked pond, playground and gazebo. You are minutes to the 417, Oviedo, Winter Park and approximately 25 minutes to downtown Orlando. Winter Springs is known for easy access to the Seminole Cross Trail, the famous Fourth of July Fireworks and countless recreation and festivals at Central Winds Park. Please click the link for the walk through tour and call for your private tour. Please click the link to watch the video walk through tour. Please see attachment for full list of improvements.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Crystal Grohowski, Llc (407-462-7736)
1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708
$357,50015 Days on yellowkey MLS ID: O6397680
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1518 Built: 1983Monthly Fee: $29 Tax: $1,540 (2024)Community: Sunrise Village Unit 1Spa: NoSingle Family
Taxes:$1,540
Elementary School: Rainbow Elementary
High School: Oviedo High
Remarks: SUNRISE VILLAGE 2 Or 3 BEDROOM UPDATED HOME! 3RD ROOM IS PERFECT FOR OFFICE, NURSERY, PLAYROOM, IN LAW SUITE (ACCESS TO EXTERIOR THRU SCREENED PATIO), HOBBY ROOM, OR JUST ADDITIONAL LIVING SPACE! OPEN FLOOR PLAN! KITCHEN FEATURES TILE FLOORS, EAT IN KITCHEN AND LIGHT WOOD CABINETRY! ROOF 2022, A/C 2023, WATER HEATER 2025! MAIN BATH UPDATED WITH DECORATIVE TILE, GRANITE COUNTER, TILE FLOOR! DOUBLE PANED WINDOWS! WIDE BLINDS! KNOCKDOWN CEILINGS! NO CARPETING THRU OUT! LARGE SCREENED PATIO WITH TILE FLOOR! LOTS OF NATURAL LIGHT! FANS! LAUNDRY IN GARAGE! GREAT LOCATION, HIGHLY RATED SCHOOLS, LOW HOA DUES ($345 YEAR), COMMUNITY BASKETBALL, TENNIS AND PLAYGROUND!. CONVENIENT TO ALL AREAS OF TOWN! PLEASE NOTE: SOLAR PANELS ON ROOF ARE LEASED, AND LEASE IS TRANSFERABLE! APPROX $80 MONTH! SELLER NOTES WITH POWER COMPANY CREDITS, BILL HAS BEEN APPROX. $30 MONTH!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Diane Fuller (407-923-2090)
936 TORREY PINE DR, WINTER SPRINGS, FL 32708
$420,00023 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
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 is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Colleen Kahl (407-630-0027)
515 SEASONS CT, WINTER SPRINGS, FL 32708
$299,900226 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)
120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708
$263,00013 Days on yellowkey MLS ID: O6398133
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1148 Built: 1959 Tax: $2,741 (2025)Community: North OrlandoSingle Family
Taxes:$2,741
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Charming ranch-style home brimming with potential and ready for your personal touch! Ideally situated in a convenient location, this property offers easy access to nearby schools, shopping centers, public transportation, and everyday essentials. Inside, you’ll find a practical layout featuring 2 comfortable bedrooms and 1 full bathroom, along with durable terrazzo and tile flooring throughout—perfect for low-maintenance living. The home also boasts a spacious enclosed lanai, providing a versatile area that can be used for relaxing, entertaining, or even creating a cozy sunroom or hobby space. From here, enjoy peaceful views of the large, fenced backyard—ideal for pets, gardening, or outdoor gatherings. With its solid structure, desirable location, and endless possibilities for updates or expansion, this property is a fantastic opportunity for homeowners and investors alike.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
1260 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$424,99057 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
Elementary School: Layer Elementary
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
$430,00046 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 is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Jill Drafts (407-421-0277)
859 BENCHWOOD DR, WINTER SPRINGS, FL 32708
$454,90015 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)
613 BONITA RD, WINTER SPRINGS, FL 32708
$739,00018 Days on yellowkey MLS ID: O6395444
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3281 Built: 2016 Tax: $8,389 (2025)Community: North Orlando Ranches Sec 02ASingle Family
Taxes:$8,389
Remarks: Tucked beneath a canopy of mature trees in one of Winter Springs’ most charming ranch-style settings, this custom 2016 Craftsman is the kind of home buyers rarely come across. With 4 bedrooms, 3.5 baths, a dedicated office, upstairs loft, and 3,281 square feet of thoughtfully designed living space, every inch of this home blends warmth, function, and elevated style. From the oversized front porch to the light-filled open layout, this home was built for both everyday living and effortless entertaining. The kitchen is a true standout with quartz countertops, a 9-foot island, soft-close wood cabinetry, stainless steel appliances, and an incredible walk-in pantry. A 4-panel slider opens to a spacious wood deck overlooking the fenced backyard, creating seamless indoor-outdoor living. The downstairs primary suite feels like a private retreat with a clawfoot tub, rain-head shower, dual vanities, and an oversized walk-in closet. With proximity to major highways, hospitals, and grocery/shopping options, this home is both move-in ready and convenient to all daily needs.
Listing Agent: Victoria Myers (407-401-3249)
171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$325,00015 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
$1,299,90080 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)
448 MACGREGOR RD, WINTER SPRINGS, FL 32708
$375,00016 Days on yellowkey MLS ID: O6397231
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1477 Built: 1993Monthly Fee: $6 Tax: $1,141 (2024)Community: Highland Village 2Spa: NoSingle Family
Taxes:$1,141
Remarks: Explore 448 MacGregor Rd, a individual residence with a straightforward design and integrated features. The interior includes a fireplace, and the primary bedroom features a walk in closet; the primary bathroom provides double sinks and a Jacuzzi. The exterior includes a covered patio and a fenced in backyard, providing an enclosed outdoor area. This property contains practical elements for daily living. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
202 ARROWHEAD CT, WINTER SPRINGS, FL 32708
$1,250,000245 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
$600,00030 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
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
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)
499 CLUB DR, WINTER SPRINGS, FL 32708
$247,50035 Days on yellowkey MLS ID: O6391855
REDUCED by $7,500 (2.9%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Monthly Fee: $520 Tax: $1,987 (2025)Community: Cypress ClubTownhouse
Taxes:$1,987
Remarks: Beautiful 2 bedroom 2 bathroom townhome within The Highlands Community. The 20ft high ceiling in the Great Room gives this home a very open design with lots of natural light. Sliding doors lead out to a screened porch with separate locked storage space. Guest/2nd bedroom on the first floor with direct access to the 2nd bathroom. All appliances purchased New in 2022 and are included with sale. New A/C 2023. Upstairs flexible loft space makes for a nice home office. Large primary bedroom has beautiful laminate floors and plenty of closet space and updated bathroom. Two assigned parking spaces directly in front of your townhome makes coming home convenient. Cypress Club residents enjoy their own private community pool in addition to All Highlands amenities. They include Audibon Park with BBQ/Picnic Area, Playgrounds, Olympic Size Pool, Kiddie Pool, Nature Walking Trails & Tennis & Pickleball Courts and a Clubhouse. Zoned for highly rated Seminole County Schools with The Highlands elementary school located within the community. Nearby Cross Seminole Trail and Central Winds Park. Located close to 17-92, SR417, grocery stores, fitness clubs.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Paul Buscemi (407-716-2874)
4113 HEDGE MAPLE PL, WINTER SPRINGS, FL 32708
$275,00016 Days on yellowkey MLS ID: O6396927
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1330 Built: 2010Monthly Fee: $345 Tax: $3,769 (2024)Community: Heritage CommonsTownhouse
Taxes:$3,769
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: If you are looking for a Gated Community with the most desirable location in the community you know you have found it! This home boosts an open floorplan that includes a breakfast bar and open to the family and dining area on the main floor, with high ceilings and lots of natural light. Upgraded appliances, kitchen countertops, and flooring. This floor plan offers two spacious master suites upstairs both with walk in closets, divided by a large laundry room complete with storage and large washer and dryer that are staying! No more carrying laundry up the stairs. Beautiful hardwood floors including the stairs with well-appointed finishes throughout. A MUST SEE! Conveniently located near UCF, shopping, roadways, restaurants and the TOP RATED SCHOOLS in the area.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Susan Pinnock (407-435-9125)
4245 LORI LOOP, WINTER SPRINGS, FL 32708
$629,900100 Days on yellowkey MLS ID: O6373966
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2678 Built: 1989Monthly Fee: $17 Tax: $3,320 (2024)Community: Willow RunSingle Family
Taxes:$3,320
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Seller is offering a $5,000.00 credit towards Closing Cost. Welcome to 4245 Lori Loop in desirable Winter Springs! Situated on an oversized 0.27-acre lot, this spacious 4-bedroom, 2-bath pool home offers a fantastic layout with separate formal living and dining rooms, plus a comfortable family room featuring a cozy fireplace. The newly renovated kitchen showcases custom-built cabinetry with pull-out drawers designed for pots and pans and soft-close features, granite countertops, stainless steel appliances, and a breakfast nook overlooking the screened pool perfect for everyday living and entertaining. Enjoy Florida living at its best with a fully fenced yard, oversized covered porch, and sliding doors that open completely to the pool area for seamless indoor-outdoor flow. Additional highlights include shutters throughout, a large laundry room with utility sink, cabinetry, washer, dryer, and extra refrigerator, and a recently remodeled second/pool bath with dual sinks. The primary bedroom features brand-new carpet, and the home is equipped with a central vacuum system. Major updates include full replumbing in 2025, a roof approximately 3 years old, and an AC system about 2 years old. Very low HOA! Winter Springs is known for its top-rated schools, beautiful parks and trails, strong sense of community, and convenient access to major highways, making it an ideal place to live, work, and play. This is a must-see home!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)
649 DAVID ST, WINTER SPRINGS, FL 32708
$265,00022 Days on yellowkey MLS ID: O6395999
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1077 Built: 1971 Tax: $3,074 (2025)Community: North Orlando Townsite 4Th Add RepSingle Family
Taxes:$3,074
Remarks: Welcome home! This 3-bedroom, 1-bathroom single-family Winter Springs home is move-in ready with tons of upgrades! All the mechanicals have been updated or replaced: Roof replacement in 2024, new plumbing (complete repipe) 2023, AC unit replaced in 2023, and a new electrical panel in 2026. The Kitchen and Bathroom have both been updated, with all-new kitchen appliances. All this with no HOA and a super affordable price for solid block construction in this zip code! We have priced the home to move fast. Schedule your showing now!
Listing is courtesy of: BUSBY REALTY LLC (407-529-6952)
Listing Agent: Chad Busby (407-529-6952)
104 REDTAIL PL, WINTER SPRINGS, FL 32708
$469,90082 Days on yellowkey MLS ID: O6378697
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1766 Built: 1995Monthly Fee: $170 Tax: $2,250 (2024)Community: Eagles Watch Ph 1Single Family
Taxes:$2,250
Remarks: RECENTLY PRICE REDUCED! Luxury Living Meets Trailside Adventure — with Everything Close By! WELCOME TO THE GATED COMMUNITY OF EAGLE WATCH! This beautifully presented property is a 3-bedroom, 2-bath home where comfort, style, and location come together effortlessly. It is located in the cherished well-maintained community in Winter Springs. Enjoy peace of mind with a newer roof and HVAC system, luxury engineered wood flooring throughout the home, plus fresh interior paint that gives the home a clean, modern feel. Low HOA fees also include common area landscaping maintenance and pristine curb appeal throughout the community! Eagle Watch shares a gated entrance community pool with Howell Creek Reserve to enjoy with friends and family! The home's inviting layout is perfect for everyday living and entertaining, filled with natural light and an easy, modern flow. Step outside and relax with your covered screened in porch and level up your lifestyle with direct access to the Cross Seminole Trail—a dream for avid bicyclists, hikers, and walkers who love the outdoors. Now let's talk about the location being so convenient! You’re just minutes from malls, dining, and shopping, close to SR 417, University of Central Florida, and an easy ride to the world-class parks Orlando is famous for. Adventure, entertainment, and everyday essentials are all right at your fingertips. Move-in ready, perfectly located, and packed with lifestyle perks—this one is fun, functional, and full of possibilities! DONT WAIT TOO LONG! Schedule your showing today!
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Cathy Norman (407-247-7180)
449 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708
$355,000112 Days on yellowkey MLS ID: O6370606
0 Days Off yellowkey (back on 4/4/2026)
REDUCED by $4,000 (1.1%) on 04/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1435 Built: 2016Monthly Fee: $226 Tax: $5,182 (2025)Community: Jesups LandingTownhouse
Taxes:$5,182
Remarks: Under contract-accepting backup offers. Welcome to your dream home at 449 Gee Hammock Lane, nestled in the tranquil and highly sought-after neighborhood of Jesups Landing. This stunning home boasts Stainless Steel appliances, Granite countertops, 42" Cabinets, Tiled kitchen backsplash, Pendant lighting, Walk-in pantry, Breakfast bar, and charming built-in storage shelves. This home offers a split floor-plan, giving you the option to partition the home as you please! The private, spacious balcony located on the second floor is the perfect place to enjoy relaxing moments. The community is surrounded by nature preserves, parks, and top-rated schools. You will love the easy access to Major Highways (SR 434, SR 417) for commuting to nearby cities such as Orlando, Altamonte Springs, and Sanford.
Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)
Listing Agent: Angela Magac (407-744-5557)
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