Displaying: For Sale
Location: Winter Springs
Property Type(s): Single Family
Beds: 3 to 3
Do Not Show Listings
Winter Springs - 52 properties found
515 SEASONS CT, WINTER SPRINGS, FL 32708
$299,900236 Days on yellowkey MLS ID: O6343009
1 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1101 Built: 1996Monthly Fee: $120 Tax: $3,258 (2024)Community: Seasons TheSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,258
Elementary School: Winter Springs Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. **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)
1411 BORG LN, WINTER SPRINGS, FL 32708
$405,00093 Days on yellowkey MLS ID: O6378665
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1368 Built: 1981Monthly Fee: $90 Tax: $1,871 (2024)Community: Wedgewood Tennis VillasSingle Family
Taxes:$1,871
Elementary School: Keeth Elementary
Remarks: Price Reduced!! Your wait is over! Welcome to your new home! This beautiful 3 bedroom, 2 bath home delivers 1,368 sq. ft. of peaceful living area in a quiet corner lot. Located in the gorgeous Tuskawilla Country Club community, this home features luxury vinyl flooring throughout the house. Entertain effortlessly with a spacious kitchen featuring stainless steel appliances, recessed lighting, and 42” upgraded cabinets. The main floor master bedroom has walk in closet and access to the covered patio. House has been updated with a new roof in 2023, A/C unit in 2018, Water Heater in 2020, luxury vinyl floors and vinyl fencing. Enjoy the Florida outdoors with a covered and screened in porch to entertain and gaze out over the huge fenced in backyard. Winter Springs is an established community know for its A-Rated schools, "Tree lined streets", golf courses, tennis, and with easy access to shopping at Oviedo Marketplace, Trotwood park and the 417. Schedule a showing today and come experience Winter Springs living.
Listing is courtesy of: SOLID OAK REAL ESTATE LLC (321-888-9232)
Listing Agent: Trevor Laug (321-888-9232)
30 S EDGEMON AVE, WINTER SPRINGS, FL 32708
$250,00033 Days on yellowkey MLS ID: O6394469
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 1960 Tax: $318 (2024)Community: North Orlando 2Nd AddSingle Family
Taxes:$318
Remarks: Under contract-accepting backup offers. One owner Vintage home. 66 years old. VIEW SHORT VIRTUAL TOUR! So much potential. Needs full remodel but a nice piece of land with lots of living options. NO HOA with an amazing location. Multifamily Multi-generational potential. Was added onto many years ago. Originally built as a 2/1. Had another room with a second bath many years ago. Fireplace and family room was added on years ago. Also has a screened porch added onto the back. No idea how many square feet the home actually is. Electrical has been updated Natural Gas for you, even the HWH is gas. Several sheds on property. roof is 2018, A/C 2011. Owner has moved out of state so looking for a sale. Winter Springs has AMAZING Seminole County A+ rated Schools. Worth a look if you need some space in a great area. Someone has lived in this home for many years. Buy it and remodel down the road. Starter home for the right family. Live in it while you remodel. Won't last.
Listing Agent: Laurie Cain (407-484-9944)
239 PANORAMA DR, WINTER SPRINGS, FL 32708
$340,00024 Days on yellowkey MLS ID: O6397776
REDUCED by $10,000 (2.9%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1349 Built: 1996Monthly Fee: $139 Tax: $4,336 (2025)Community: Seasons TheSingle Family
Taxes:$4,336
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome home to one of Winter Springs' most sought-after communities, where thoughtful upgrades, resort-style amenities and effortless Florida living come together in one incredible package. Step inside and feel it immediately. Soaring 10-foot vaulted ceilings, an open-concept layout flooded with natural light and a clean neutral palette that's the perfect canvas for your personal style. The showstopping kitchen features soft-close shaker cabinetry, gleaming quartz countertops and stainless-steel appliances, a space you'll love cooking in and showing off at your next dinner party. The primary suite is a true retreat with high ceilings, a generous walk-in closet and a beautifully updated en-suite featuring a double-sink quartz vanity. Both secondary bedrooms and the guest bath have been fully refreshed as well, so every corner of this home shines. Peace of mind is built in with a newer roof, newer AC, a brand-new hot water tank, neutral paint and hard flooring throughout the interior, which is allergy-friendly and made for the Florida lifestyle. Through the French doors you'll find an enclosed sunroom that's just waiting for your vision. Whatever your needs are, this space delivers, with potential for a home office, fitness space, playroom or weekend hangout. The Seasons offers a community pool, tennis courts and a playground. The HOA covers lawn maintenance, so your weekends actually stay yours. Zoned for highly rated Seminole County schools and just minutes from SR 434, Interstate 4, State Road 417, dining and restaurants.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Rosie Reid (407-474-0600)
788 ANDOVER CIR, WINTER SPRINGS, FL 32708
$445,00020 Days on yellowkey MLS ID: O6397299
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 1994Monthly Fee: $124 Tax: $3,567 (2025)Community: Georgetowne Unit 3Single Family
Taxes:$3,567
Remarks: Welcome to this beautiful home in the sought after TUSCAWILLA community of Georgetowne. Step into a home that immediately feels WARM, INVITING, and designed for both everyday living and effortless entertaining. Upon entering you are greeted by a SPACIOUS LIVING ROOM filled with NATURAL LIGHT & high ceilings. SLIDING GLASS DOORS off the main living area create the perfect flow for both everyday living and entertaining. The heart of the home is the well-appointed kitchen featuring GRANITE COUNTERTOPS and STAINLESS STEEL APPLIANCES, white cabinets offering both style and functionality. The breakfast bar is perfect for casual dining. Just off the kitchen, the FORMAL DINING AREA is highlighted by LARGE WINDOWS that bring in an abundance of light, creating an inviting setting for meals and gatherings. A dedicated LAUNDRY ROOM with BUILT-IN SHELVING and additional STORAGE is conveniently located off the TWO-CAR GARAGE, adding to the home’s practical layout. The PRIMARY SUITE is a true retreat, offering generous space, a WALK-IN CLOSET WITH BUILT-INS, and PRIVATE ACCESS to the patio through sliding doors. The en-suite bathroom features a relaxing GARDEN TUB and a WALK-IN SHOWER, providing both comfort and convenience. Bedrooms two and three include BUILT-IN CLOSETS and share a SECONDARY BATHROOM with a TUB/SHOWER COMBINATION. Throughout the home, you will find WOOD FLOORING in the main living areas and bedrooms, with TILE in the kitchen, dining, and laundry spaces for easy maintenance. Step outside to enjoy the enclosed back sunroom, perfect for relaxing while overlooking the backyard. UPDATES include ROOF 2023, NEW HOT WATER HEATER, BRICK PAVER DRIVEWAY, Newer WOOD Front Door, fresh paint in kitchen & dining room. Ideally situated just steps from TROTWOOD PARK, this home offers incredible access to TENNIS COURTS, PICKLEBALL, PLAYGROUNDS, and OPEN GREEN SPACE. Conveniently located to Winter Springs Town Center, 417, shops, restaurants and more! With its unbeatable location, thoughtful layout, and inviting features, this home truly offers the best of TUSCAWILLA LIVING. Schedule your private showing today before it's too late.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Dawn Tinder (407-733-6846)
655 MURPHY RD, WINTER SPRINGS, FL 32708
$375,00026 Days on yellowkey MLS ID: O6396767
5 Days Off yellowkey (back on 4/28/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1320 Built: 1981 Tax: $976 (2024)Community: Foxmoor Unit 3Single Family
Taxes:$976
Remarks: This charming 3-bedroom, 2-bath home features beautifully remodeled bathrooms and a spacious primary suite. Enjoy the convenience of a combined laundry and pantry room, along with a reverse osmosis system for enhanced water quality. A well designed layout offers comfort and functionality throughout, perfect for everyday living
Listing Agent: Maryam Zayed (689-316-8595)
214 N ALDERWOOD ST, WINTER SPRINGS, FL 32708
$339,90034 Days on yellowkey MLS ID: O6394428
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: 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)
107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708
$519,00039 Days on yellowkey MLS ID: O6393850
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: 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)
340 INGLENOOK CIR, WINTER SPRINGS, FL 32708
$399,99945 Days on yellowkey MLS ID: O6391808
0 Days Off yellowkey (back on 4/26/2026)
REDUCED by $25,001 (5.9%) on 04/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1991Monthly Fee: $22 Tax: $3,964 (2025)Community: Mount Greenwood Unit 1Spa: NoSingle Family
Taxes:$3,964
Remarks: Buyer changed their mind! New Price!!! Welcome to 340 Inglenook Cir, a beautifully maintained pool home in the heart of Winter Springs offering the perfect blend of comfort, privacy, and Florida lifestyle living. This 3-bedroom, 2-bath residence features a light-filled, open layout designed for both everyday living and effortless entertaining. At the heart of the home, spacious living areas flow seamlessly into the kitchen, creating an inviting space to gather and unwind. The split-bedroom layout provides added privacy, with a well-appointed primary suite serving as a relaxing retreat. Step outside to your own private oasis, complete with a sparkling pool and a screened, enclosed patio. It is ideal for morning coffee, weekend entertaining, or enjoying peaceful evenings year-round without the hassle of bugs or debris. Situated in a desirable Winter Springs location, this home offers convenient access to top-rated Seminole County schools, parks, shopping, dining, and major roadways.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$279,990206 Days on yellowkey MLS ID: O6350799
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1091 Built: 1992Monthly Fee: $127 Tax: $2,209 (2024)Community: DeersongSpa: NoSingle Family
Taxes:$2,209
Remarks: Seller offering $2,500.00 toward Buyers Closing costs with an acceptable offer. Welcome to your dream home, perfectly positioned for easy commuting in Central Florida. This 3 bedroom, 2 full baths, split bedroom plan and screen enclosed side porch home boasts upgrades that make it shine brighter than most — capturing attention with these enhancements: Water Heater (Installed 03/2026), Roof (installed 2021) replaced in recent years for added peace of mind, insurance savings, and easier loan approval, Air Conditioning (2022) allowing you to stay comfortable year-round with a modern, energy-efficient system,Total Re-piping (2021) ensures smooth water flow and reduces future maintenance needs, Dishwasher (2021) for easy clean up. Stove & Refrigerator (2022) updated appliances for a sleek, functional kitchen, ready for your culinary adventures, Extra Kitchen Cabinets (2022) for extra space for all your kitchen storage needs, Luxury Vinyl in Bedrooms 2 & 3 provide a stylish, durable flooring that’s easy to maintain, Interior Paint (2021) fresh and neutral color walls throughout the home, Water-softener allows you to enjoy softer water for bathing, reduced hard water scale buildup, extended appliance life, and easier cleaning. This home is ideal for efficient daily living. Recent improvements mean less upkeep and more relaxation for you as well as the low HOA fees cover front and right side mowing, maintenance on the fence and shed, and a sparkling community pool — giving you more time to enjoy life! Newer systems and structural elements help lower insurance premiums and provide added security of your home. Close to local parks, Seminole County "A" Rated Schools, main shopping areas, major roadways for easy commuting. and exciting attractions and destinations for all ages. Perfect for every kind of buyer: seasonal residents can enjoy locking up and leaving, not having to worry about maintenance, collegiate students, checks all the boxes for first time home-buyers, empty-nesters downsizing, or anyone looking for comfortable carefree living.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Linda Bain (407-474-5269)
736 SUMMERLAND DR, WINTER SPRINGS, FL 32708
$300,00010 Days on yellowkey MLS ID: O6402028
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1298 Built: 1983Monthly Fee: $95 Tax: $2,905 (2025)Community: WildwoodSingle Family
Taxes:$2,905
Remarks: Stunningly Renovated Gem in Winter Springs. Looking for the perfect blend of modern comfort and community living? Look no further! This spectacular, Renovated home in the desirable Wildwood community is ready for its new owners. Brand New Solar Panel System, Green energy. Paid off. This almost 1,300 sq. ft. residence has been thoughtfully updated with high-end finishes throughout. Offers New roof in 2022. New cabinets and stunning granite countertops. Modern Baths with Porcelain wall tiles, new vanities, and upgraded faucets. Fresh paint inside and out, new baseboards, and elegant tile flooring. Resently replace water heater, A/C unit 2018 . 3 Bedrooms, 2 Bathrooms, spacious living and dining areas, plus a garage and carport. Community & Location Benefits: Enjoy the active Wildwood lifestyle with access to a pool, playground, tennis court, and volleyball court. You will be perfectly positioned in a top-rated school district with easy access to major highways (434, 17-92, I-4, 417, 436) and minutes away from the Altamonte Mall, Lake Mary, premier shopping, dining, and healthcare.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Jose Hernandez (407-394-9890)
104 REDTAIL PL, WINTER SPRINGS, FL 32708
$469,90092 Days on yellowkey MLS ID: O6378697
0 Days Off yellowkey (back on 4/24/2026)
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: Under contract-accepting backup offers. 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)
1356 VIA VILLA NOVA, WINTER SPRINGS, FL 32708
$499,99940 Days on yellowkey MLS ID: S5146395
3 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1864 Built: 1980Monthly Fee: $28 Tax: $4,380 (2024)Community: Sunrise Unit 2-ASingle Family
Taxes:$4,380
Elementary School: Eastbrook Elementary
Remarks: Under contract-accepting backup offers. Your private oasis awaits on a PREMIUM WATERFRONT LOT. Forget the stress... MOVE-IN READY to this completely stunning fully remodeled home with luxury finishes throughout! *** Welcome to your 3 Bedroom 2 full Bathroom, split plan Saltwater pool home. This home is also fully wheelchair accessible. The interior is elevated by curated designer upgrades, freshly redone walls and stylish new flooring throughout. Updates include: Roof (2018), both bathrooms' fully renovated (2025), pool finish & pool light (2023), Microwave & dishwasher (2021), KitchenAid double oven electric range (2025), HVAC (2023), repiped with PEX, dual pane windows and sliders (2018), vinyl fence (2024). This home has been completely leveled up with PREMIUM UPGRADES you won't find anywhere else. This home perfectly located just minutes from Top-Rated Oviedo High and easy SR417 access. The true showstopper is unrivaled SUNSET VIEWS over the tranquil pond---ideal for family living and unforgettable gatherings. Schedule your private showing today!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Tori Nguyen (407-739-4773)
140 N. FAIRFAX, WINTER SPRINGS, FL 32708
$325,000152 Days on yellowkey MLS ID: O6364352
REDUCED by $6,000 (1.8%) on 04/24/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1188 Built: 1959 Tax: $2,426 (2024)Community: North OrlandoSingle Family
Taxes:$2,426
Elementary School: Highlands Elementary
Remarks: Fully Renovated Winter Springs Home with No HOA – Move-In Ready in Seminole County Welcome to 140 N. Fairfax Avenue in Winter Springs, Florida, a beautifully renovated home that blends classic Florida charm with modern upgrades in one of Seminole County’s most desirable and convenient locations. This extensively updated 3-bedroom, 1-bath home sits on a generous 8,900-square-foot lot and offers a turnkey opportunity for first-time buyers, downsizers, or investors seeking a move-in ready property in the Orlando metro area. Inside, the home has been thoughtfully remodeled from top to bottom. The interior features new flooring, fresh paint, modern lighting, and a completely updated kitchen and bathroom, along with new appliances and updated mechanical systems. A brand-new HVAC system installed in late 2025 and new energy-efficient windows add comfort and efficiency, allowing the next owner to enjoy years of low-maintenance living. The open and functional layout provides comfortable everyday living while maximizing natural light throughout the home. Outside, the spacious yard offers plenty of room to create your ideal outdoor living space. With no HOA restrictions, homeowners have the flexibility to add a garage or workshop, store a boat or trailer, or design additional outdoor entertaining areas. The property’s generous lot size offers rare freedom and versatility that is increasingly hard to find in Central Florida. For outdoor recreation, the home is located just a short walk to Torcaso Park, featuring a playground, splash pad, soccer fields, and a fishing pier. Residents also enjoy close proximity to Lake Jesup, Spring Hammock Preserve, and the Cross Seminole Trail, one of the region’s most popular trails for biking, jogging, and scenic walks. Families benefit from access to highly regarded Seminole County Public Schools, including Highlands Elementary School, Indian Trails Middle School, and Winter Springs High School, all located within a short drive of the home. Convenience is another major highlight of this location. The home is just minutes from Winter Springs Town Center, Oviedo on the Park, and Winter Park, providing easy access to shopping, dining, entertainment, and everyday services. Healthcare facilities such as Orlando Health South Seminole Hospital and AdventHealth Altamonte Springs are also nearby, offering quick access to medical care. Public transportation options are available throughout the area via the LYNX regional bus system, which serves Seminole County and connects residents to destinations across the greater Orlando area. Commuters can also access nearby SunRail stations in Longwood and Altamonte Springs for convenient rail service into downtown Orlando and surrounding employment centers. Safety and emergency services are close by as well, including Seminole County Fire Department stations serving the Winter Springs area, providing quick response coverage for local residents. Winter Springs itself is consistently recognized as one of the best places to live in Central Florida, known for its community feel, parks, trails, and easy access to major employers throughout Orlando, Lake Mary, and the Seminole County tech corridor. Whether you’re searching for a move-in ready home, an investment property, or an affordable Central Florida residence close to parks, schools, and commuter routes, 140 N. Fairfax Avenue delivers comfort, flexibility, and location in one exceptional package.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Shawn Mccormick (321-439-4277)
905 TORREY PINE DR, WINTER SPRINGS, FL 32708
$455,00060 Days on yellowkey MLS ID: O6388252
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1934 Built: 1996Monthly Fee: $126 Tax: $2,379 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,379
Elementary School: Rainbow Elementary
Remarks: Under contract-accepting backup offers. Greenbriar of Tuscawilla offers a spacious, Light & Bright, open-concept 3-bedroom, 2-bath layout with peaceful views and an easy, connected flow for everyday living and entertaining. The kitchen opens directly to the living area, so you’re always part of the conversation—whether it’s morning coffee or game day. Gas fireplace in the living room for those cozy winter nights. Bedroom 3 is currently used as a home office and includes a Murphy bed, making it perfect for guests without giving up your work space. You’ll love the low-maintenance lifestyle here—the HOA handles the lawn care—and you’re also close to the Cross Seminole Trail, ideal for biking, walking, and getting outside whenever you feel like it. And here’s the big bonus: an enclosed Florida room (approx. 693 sq ft) that is NOT included in the recorded/MLS square footage—a huge flex space for entertaining, a playroom, hobby zone, home gym, or just spreading out and enjoying life. Tuscawilla is a Golfcart community, so bring your golfcart and meet at the park. ~Located conveniently 55 minutes from the beach and amusement parks.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Laura Leigh Wood (407-310-4908)
872 FALKIRK DR, WINTER SPRINGS, FL 32708
$448,99774 Days on yellowkey MLS ID: O6383538
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1978Monthly Fee: $35 Tax: $2,381 (2024)Community: Highlands Sec 1Spa: NoSingle Family
Taxes:$2,381
Middle School: South Seminole Middle
Remarks: BACK ON THE MARKET DUE TO BUYERS FINANCING FALL TROUGH!! Beautifully maintained home located in one of the most desirable areas of Winter Springs, offering the perfect blend of comfort, convenience, and outdoor living. Surrounded by scenic walking and biking trails throughout the neighborhood, this home delivers a peaceful setting while staying close to everything you need. This property features 3 bedrooms and 2 bathrooms with a bright open floor plan ideal for both everyday living and entertaining. The kitchen is equipped with stainless steel appliances and flows seamlessly into the main living areas, creating a spacious and inviting atmosphere. Step outside to your private screened pool area, perfect for relaxing or hosting gatherings, all within a fully fenced backyard that provides excellent privacy. Whether enjoying Florida sunshine or evening outdoor dining, this space is designed for year-round enjoyment. Conveniently located near shopping centers, restaurants, and major highways, offering easy access to Orlando, employment hubs, and surrounding communities while still enjoying the charm of a sought-after residential area. This home combines a desirable location, functional layout, and outdoor lifestyle — making it an excellent opportunity for homeowners and long-term value. Some photos were virtually staged.
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Elizabeth Rodriguez (407-480-8829)
1219 SWAN ST, WINTER SPRINGS, FL 32708
$350,00049 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 Agent: Kristine Mckinley (407-415-2412)
130 DEER SONG DR, WINTER SPRINGS, FL 32708
$310,00031 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
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)
762 SHEOAH BLVD, WINTER SPRINGS, FL 32708
$360,00072 Days on yellowkey MLS ID: O6384572
0 Days Off yellowkey (back on 4/21/2026)
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
$485,00074 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)
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