Location: Winter Springs , 32708
Do Not Show Listings
10 MOREE LOOP #3, WINTER SPRINGS, FL 32708
$135,000114 Days on yellowkey MLS ID: O6381696
1 Days Off yellowkey (back on 5/8/2026)
REDUCED by $10,000 (6.9%) on 04/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1973Monthly Fee: $413 Tax: $2,066 (2024)Community: Bay Tree Sec 10Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,066
Elementary School: Highlands Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: South Seminole Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. You will LOVE living in Baytree, a towhome styled condominium community in the desirable Highlands of Winter Springs! This home has been well loved and owned by the same owner for many years and is ready for YOU to make it YOURS. Offering a great floor plan and lots of space with a screen enclosed back porch and covered entry. Two large bedrooms on the 2nd floor and a convenient half bath on the first floor. Ample storage space! Appliances include NEW water heater (2026), washer/dryer, refrigerator, range and dishwasher! The Highlands community offers great amenities including a community pool, tennis/pickleball courts and walking trails! Located in Winter Springs and VERY close to Lake Mary, Maitland and major roads, shopping and dining. Ready to make your dreams of homeownership a reality? Schedule a tour today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Carla Stanton (321-356-3370)
510 SONATA CT, WINTER SPRINGS, FL 32708
$824,90038 Days on yellowkey MLS ID: O6402358
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2381 Built: 1999Monthly Fee: $184 Tax: $6,415 (2024)Community: Seville ChaseSingle Family
Taxes:$6,415
Elementary School: Sterling Park Elementary
Remarks: SELLER MOTIVATED!! Make OFFER! Freshly Painted Exterior and Interior! Walk in and feel instantly at home! This beautifully renovated 4-bedroom, 3-bathroom triple-split pool home sits on nearly half an acre in the gated community of Seville Chase and is completely move-in ready. Step inside to soaring ceilings and a thoughtfully designed open layout that still offers comfortable separation of space. You’ll immediately notice the stunning porcelain tile floors and a high-end, fully updated kitchen featuring custom cabinetry, pull-out shelving, soft-close drawers and doors, and sleek quartz countertops—perfect for both everyday living and entertaining. Recent upgrades provide peace of mind, including: New tile roof (2025) with a 50-year warranty AC replaced in 2022 Water softener (2022) New pool pump Out back, enjoy your own private retreat with a screened pool overlooking a serene conservation area with a lake—ideal for relaxing or even bass fishing. The expansive yard also features mature fruit trees, including avocado, mango, lemon, and a cherry bush. All of this is conveniently located near Winter Springs, major highways (417 & 434), UCF, Seminole State College, and major employers like Lockheed Martin and Siemens. This home truly has it all—style, space, and location. Schedule your private showing today before it’s gone!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708
$349,00057 Days on yellowkey MLS ID: O6397680
REDUCED by $8,500 (2.4%) on 05/06/2026
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
Middle School: Indian Trails Middle
Remarks: SUNRISE VILLAGE 2/2 UPDATED HOME! PLUS A BONUS ROOM PERFECT FOR OFFICE, NURSERY, PLAYROOM, HOBBY ROOM, FLORIDA 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)
1059 CEDAR BAY, WINTER SPRINGS, FL 32708
$450,00093 Days on yellowkey MLS ID: O6382674
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2225 Built: 2016Monthly Fee: $230 Tax: $3,955 (2024)Community: Jesups LandingTownhouse
Taxes:$3,955
Elementary School: None
High School: None
Middle School: None
Remarks: Assumable VA Loan : 2.75%...in the heart of Winter Springs—where comfort, convenience, and lifestyle come together. This spacious 4-bedroom, 3.5-bath home offers a highly desirable layout with a private bedroom and full bath on the first floor, perfect for guests, multi-generational living, or a home office. Your second floor is for entertaining with a big open kitchen, dining space and livingroom close by.Upstairs, you’ll find generously sized secondary bedrooms and a primary suite designed for relaxation. Located just minutes from the vibrant dining and nightlife scene along State Road 434 and the popular Central Winds Park, you’ll enjoy easy access to community events, sports fields, and scenic walking trails. Outdoor enthusiasts will love being near the Cross Seminole Trail—ideal for biking, jogging, or evening strolls. Whether you're entertaining at home or exploring the best of Winter Springs, this property offers the perfect balance of space, flexibility, and location.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$824,90049 Days on yellowkey MLS ID: O6398877
0 Days Off yellowkey (back on 5/30/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2902 Built: 1994Monthly Fee: $44 Tax: $4,461 (2024)Community: Chestnut RidgeSpa: NoSingle Family
Taxes:$4,461
Remarks: Under contract-accepting backup offers. Showcase two story gem in the heart of Tuscawilla! Come see the abundant high-end upgrades including a professionally designed chefs’ kitchen with all the bells and whistles! This 4 bedroom pool home with private study and upstairs bonus room features a recently renovated screened pool and is located on a quiet tree lined street in a sought after neighborhood. Your tour begins via newly painted leaded glass doors with a giant Palladian window above. You will be welcomed by a grand two story foyer and an artful staircase with hardwood steps and handsome millwork including 10” crown molding. Flanking the foyer, area an elegant dining space and handsome study with newly installed French doors. The recently renovated designer kitchen features custom cabinetry with double upper cabinets reaching all the way to the ceiling! You will love the quartz topped custom dining/ chef’s island, quartz counter tops, glass tile backsplash, large hidden walk-in pantry with cabinet door front, excellent upgraded appliances, and a dedicated prep sink. Two under-cabinet “Uline” beverage refrigerators add a touch of luxury and convenience. French doors in the kitchen dinette lead you to the covered patio and pool area. Because the kitchen is open to the family room, you stay connected to guests and family relaxing in the huge family room that features a soaring two story ceiling, 8’ tall sliding doors to the back patio, a huge glass transom window above and a stunning woodburning fireplace welcoming you to the heart of the home. From here, your eyes are drawn straight out the glass doors to the newly refurbished, sparkling pool, and lush backyard. The primary suite is located on the first floor and is adorned with upgraded wood flooring, plantation shutters and ample room for a dedicated sitting area. Fresh, neutral finishes and a huge travertine shower give a classic elegance to the primary bath and the updated custom closet is absolutely stunning. The second story features three additional bedrooms (two of them are 15x13) and a large loft/bonus room with storage closet (easily converted to a 5th bedroom) Now, enjoy the outside! The spacious covered lanai and renovated screened solar heated pool invite you to morning coffee, evening dinners, or weekend pool parties. The backyard is spacious and welcomes your little ones to play and pets to run freely. With the pool fully resurfaced, retiled, and upgraded with a cool-touch deck and new filter (with warranty), you can enjoy Florida living at its finest. This home is packed with meaningful upgrades: termite bond with Massey, whole-home repipe (2014), newer water heater (2020), two A/C units (2023 & 2014), new garage door opener, fiber internet with AT&T, new office French doors (2020), hardwood floors, unique terrazzo tile, Crown Molding, Closets by Design systems, new landscaping, fresh interior paint, and more. All appliances are included including the washer and dryer. Yes, you can have all of this: A gorgeous move in ready executive pool home in the highly desirable community of Tuscawilla known for its charm and convenience, a lifestyle that’s hard to beat!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Colleen Kahl (407-630-0027)
363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708
$599,00069 Days on yellowkey MLS ID: O6394390
REDUCED by $9,000 (1.5%) on 05/25/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3408 Built: 2000Monthly Fee: $48 Tax: $4,927 (2025)Community: Winding HollowSingle Family
Taxes:$4,927
Tax Year: 2025
Remarks: Outstanding 5-bedroom, 3-bathroom home with a Screened Pool and a beautiful Water view. New roof installed on 10/5/2018.Whole house exterior was repainted (including pool deck) in February/March 2020.Open concept, 2 story with a lot of natural light. Large kitchen overlooks the Spacious Family room. Spacious Great room, Living & Dining combo! Plus a Grand-sized Bonus room upstairs for the family to all enjoy! Tall Ceilings. 3-car garage! Ready for quick occupancy! Great Schools! Hurry! Won't Last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
603 CASA PARK CT #G, WINTER SPRINGS, FL 32708
$249,9007 Days on yellowkey MLS ID: O6411934
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1156 Built: 1984Monthly Fee: $207 Tax: $3,463 (2025)Community: Casa Park Villas Ph 1Townhouse
Taxes:$3,463
Remarks: Step inside and this townhome in Casa Park Villas that feels nothing like its neighbors. Completely renovated with designer finishes throughout, NEW AC system (2026), NEW hot water heater, luxury vinyl plank flooring throughout, doors, trim, kitchen, and all three bathrooms renovated. The kitchen sets the tone immediately with white shaker cabinets with matte black hardware, quartz countertops and full quartz backsplash, all-new stainless appliances, under mount sink with matte black faucet, and a breakfast bar pass-through that opens to the bright living and dining areas. Large windows flood the main level with natural light, and a slider leads to the screened rear porch overlooking open green space with pond views and no rear neighbors. Upstairs, both bedrooms are true primary suites with private en-suite baths - each one fully custom. The first features floor-to-ceiling dramatic black vertical tile in the tub/shower with a tiled niche and rain shower head, quartz vanity, and black-framed mirror. The second is an equally polished contrast: white vertical tile tub/shower, quartz vanity, glass pendant vanity light, and the same refined matte black hardware. Dark penny tile floors tie both bathrooms together. The powder bath downstairs features bold black-and-white geometric tile - a finishing touch that shows this renovation was done with intention, not budget cuts. Two assigned parking spaces sit directly in front. The community pool is steps away. Directly across the street: Trotwood Park with pickleball and tennis courts, a splash pad, basketball, playgrounds, pavilions, BBQ grills, and a scenic boardwalk over Lake Maria. Zoned for the A+ rated Seminole County School District, with Keeth Elementary and Indian Trails Middle School within walking distance. Minutes to Winter Springs Town Center, Oviedo Mall, SR 417, UCF, and downtown Orlando. Buyers have been waiting for the one that's actually been done right - this is it.
Listing is courtesy of: PROPERTY LOGIC RE (407-909-3436)
Listing Agent: Alex Quezada (407-404-3225)
1360 VIA VILLA NOVA WAY, WINTER SPRINGS, FL 32708
$539,9996 Days on yellowkey MLS ID: S5150838
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2064 Built: 1980Monthly Fee: $28 Tax: $2,836 (2024)Community: Sunrise Unit 2-ASpa: NoSingle Family
Taxes:$2,836
Remarks: Location, Location, Location... Don't miss out this opportunity to own a turn-key home in a sought-after Winter springs location close to schools, shopping, dining, and major roadways access. Welcome to this beautifully updated 4-bedroom,2-bathroom single-family home...perfectly maintained and thoughtfully remodeled, this residence offers modern upgrades throughout while retaining a warm and inviting feel. Step inside to find a bright and open floor plan featuring high-quality luxury vinyl plank flooring installed within the last three years, with the living room floor completed just one year ago. the spacious living area is anchored by the updated wood-burning fireplace, creating a cozy centerpiece for family gatherings. The remodeled kitchen is a chef's delight with newer appliances (installed just four years ago). The owner's suit boats a fully remodeled bathroom with contemporary upgrades, while the second bathroom has also been beautiful redone. Major systems have been thoughtfully updated for peace of mind, including the roof, exterior paint, and A/C system (all replaced within the past 3-4 years), along with a hybrid water heater installed two years ago. A new garage door was just added last year. Step outside to your private backyard retreat featuring a gorgeous pool with resurfaced decking completed two years ago. A durable vinyl fence, installed three years ago, ensures privacy and secure space for family and pets. THIS IS THE ONE you've been waiting for... Located in a non-flood zone with low HOA and no rental restrictions...Located near top-rated Seminole County Schools and major highways with easy access to Orlando. Opportunities like this are rare and move FAST...Schedule your private showing TODAY before it's GONE.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Tori Nguyen (407-739-4773)
632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708
$495,00095 Days on yellowkey MLS ID: O6386347
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2002Monthly Fee: $150 Tax: $2,713 (2024)Community: Parkstone Unit 2Single Family
Taxes:$2,713
Remarks: Good afternoon and welcome to your new 4 bedroom, 3 bathroom, and 2 car garage gated community home! The HOA fee is only $150 a month and covers all lawn maintenance, trimming of shrubs, fertilization, irrigation and outside pest control. The minute you walk in the front door, you will already begin to see your future holiday and family gatherings. The high ceilings are perfect for a tall Christmas tree! Can you see it? You will also notice that the entire home has been freshly painted with the woodgrain tile downstairs and the plush new carpeting upstairs! The kitchen, future home for all those family and friends baking, has been updated with quartz countertops, soft close cabinets, lighting and a stainless steel refrigerator. Don’t like Florida water, well you’re in luck, this home comes with a whole house water filtration system! To add to that, the roof and gutters are only 2-3 years old. Replaced in 2023! The A/C is 2015 and has had annual maintenance performed. So you’re thinking that you like to be outside. Gotcha covered there too. This home has an oversized porch with a fenced in backyard that has a banana, avocado and papaya tree. You also have access to a pool, tennis/pickleball courts and a park. If walking trails are your thing, there’s one in the Oviedo/Lake Mary area. To top your day off, enjoy downtown Winter Springs that is only a mile away!! What else could you possibly ask for! This home really has everything and it’s waiting for you. SELLERS PUT IN A NEW WATER HEATER!!!!!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Susan Young (407-408-3533)
1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708
$499,99937 Days on yellowkey MLS ID: O6401888
REDUCED by $10,001 (2.0%) on 05/26/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2378 Built: 1981Monthly Fee: $118 Tax: $4,618 (2025)Community: Fairway Oaks Unit 1Single Family
Taxes:$4,618
Remarks: Welcome to the highly sought after Fairway Oaks at Tuscawilla community, where homes like this rarely come available! This spacious home features 3 bedrooms and 3 full bathrooms, 2,378 square feet of thoughtfully designed living space, and a private pool in the generously sized, fenced-in backyard oasis. As you enter through the private courtyard, discover the details that make this home so special. The luxury vinyl floors throughout the first floor are not only beautiful but designed for durability. The great room features a floor to ceiling wood burning stone fireplace, soaring cathedral ceilings, and stunning oversized windows which fill the home with natural light throughout. Granite countertops, a breakfast bar, ample storage, and ALL NEW black stainless-steel appliances are just some of the reasons you’ll love this kitchen, which flows naturally into the formal dining room. The first bedroom is situated downstairs, and includes its own ensuite full bathroom, perfect for those needing an in-law suite or multigenerational living. Upstairs you’ll find another full bathroom with a shower/tub combo, the second bedroom, and the primary suite. The primary bathroom includes a walk-in shower and separate bathtub, and the bedroom showcases a private balcony with recently updated flooring; the perfect place to relax and unwind while overlooking the 15th hole of the Tuscawilla golf course! At the back of the house an enclosed Florida room adds additional flex space to fit any lifestyle. Enjoy Florida living in the private pool and large fenced-in backyard, with peace of mind knowing that lawncare (front and back) is covered by the very reasonable, low-cost HOA! Additional features include updated electric panel (2024), new vent fans in all 3 bathrooms, and UV lights installed in both AC intakes to improve the air quality throughout the house and increase energy efficiency. Zoned for some of the best schools Central Florida has to offer, just minutes away from the Oviedo Mall, and right around the corner from the Tuscawilla country club which offers a fitness center, tennis courts, a junior Olympic sized swimming pool, and an 18-hole golf course, you really can’t beat this location! Schedule a showing today!
Listing is courtesy of: THE PALMS PROPERTY GROUP (407-476-4202)
Listing Agent: Austin Masi (407-476-4202)
330 HAYES RD, WINTER SPRINGS, FL 32708
$820,00032 Days on yellowkey MLS ID: O6404598
REDUCED by $20,000 (2.4%) on 05/25/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2252 Built: 1977 Tax: $2,738 (2024)Community: North Orlando Ranches Sec 04Single Family
Taxes:$2,738
Elementary School: Winter Springs Elementary
Remarks: Located on 2 acres with R-1AA zoning, this property offers space, flexibility, and privacy while still being conveniently close to everyday essentials. Ideal for those looking to keep horses, store equipment, or run a home-based business. The home features a bright, open layout with high ceilings, abundant natural light, and updated windows with plantation shutters. The remodeled kitchen includes updated cabinetry, granite countertops, stainless steel appliances, a wine fridge, and a large island with breakfast bar. The split floor plan offers a spacious primary suite with a custom walk-in closet and an updated bathroom with dual sinks and a walk-in shower, while three additional bedrooms feature new carpet, updated fixtures, and ample closet space. The secondary bathroom also provides direct access to the pool. Outdoor living is a highlight, with a covered and screened patio overlooking a heated saltwater pool, an extended paver deck, and a gazebo with a firepit area, perfect for entertaining. Recent updates include a roof (2020), AC (2019), and water heater (2025), along with a whole-home water treatment system. The property also features a detached 3-car garage/workshop with AC and potential for a guest house or in-law suite, a shed with AC and water ideal for an office or studio, and a metal pole barn for boat or RV storage. Dual EV charging stations are also installed. This property offers a unique combination of comfort, functionality, and zoning flexibility to fit a variety of lifestyles.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Glendys Lorenzo Martinez (407-508-2808)
314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$279,990238 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)
107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708
$509,00071 Days on yellowkey MLS ID: O6393850
REDUCED by $5,000 (1.0%) on 05/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 1995Monthly Fee: $162 Tax: $6,261 (2024)Community: Eagles Watch Ph 1Single Family
Taxes:$6,261
Elementary School: Lawton Elementary
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)
872 FALKIRK DR, WINTER SPRINGS, FL 32708
$438,997106 Days on yellowkey MLS ID: O6383538
REDUCED by $10,000 (2.2%) on 05/05/2026
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
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)
100 CORY LN, WINTER SPRINGS, FL 32708
$850,00014 Days on yellowkey MLS ID: O6410025
Bed: 8 Bath: 0.0 Liv Area Sq Ft: 3752 Built: 1985 Tax: $10,532 (2025)Community: Dougs Unit 1Apartment
Taxes:$10,532
Remarks: BEST QUADPLEX IN THE NEIGHBORHOOD — PRIME LOCATION DIRECTLY ACROSS FROM Torcaso Park! Exceptional investment opportunity in a high-demand rental area with strong income potential and low maintenance. This well-kept quadplex features key upgrades, stable tenants, and excellent upside in rents. Major improvements include a roof replacement in 2018 and three of four exterior A/C units replaced within the last seven years. Water heaters were updated (2018, 2019, 2020, and 2007). All stackable washer/dryers have been replaced within the last four years. Units 100, 104, and 106 feature updated Agreeable Gray paint, and Units 102 and 106 include newer energy-efficient windows installed approximately two years ago. Estimated market rents are conservatively around $1,550 per unit, with continued rental growth in the area. Each unit is separately metered, with tenants responsible for water, electricity, and cable/internet—offering a very investor-friendly setup. Current leases expire in September (Unit 102), October (Unit 100), and December (Units 104 & 106). Several tenants are open to converting to month-to-month upon sale, providing flexibility for new ownership. A strong, turn-key income property in a prime location with solid updates and upside potential.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Anthony Rodriguez, Pa (689-288-8200)
499 CLUB DR, WINTER SPRINGS, FL 32708
$235,00077 Days on yellowkey MLS ID: O6391855
REDUCED by $12,500 (5.1%) on 05/12/2026
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)
156 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$672,50045 Days on yellowkey MLS ID: O6394958
REDUCED by $2,400 (0.4%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2509 Built: 1999Monthly Fee: $187Community: Seville ChaseSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Welcome to refined Florida living in the exclusive gated community of Seville Chase, a hidden gem in desirable Winter Springs. With just 110 homes, this intimate community offers a rare blend of privacy, charm, and timeless appeal. As you enter, you’re greeted by the picturesque, tree-lined Seville Chase Drive, where mature landscaping and a serene community pond set the tone for a tranquil, elegant lifestyle. This beautifully designed one-owner, four-bedroom, three-bath residence features a highly sought-after three-way split floor plan, offering both comfort and privacy for family and guests alike. Thoughtfully laid out, the home flows effortlessly from one space to the next, creating an inviting atmosphere ideal for both everyday living and entertaining. From the moment you step inside, you’ll appreciate the sense of quiet sophistication—where natural light, spacious living areas, open concept kitchen, and well-appointed finishes come together in perfect harmony. The primary suite serves as a private retreat with ensuite bath that features a jacuzzi tub, separate shower, and walk-in closet, while secondary bedrooms are tucked away in separate wings, providing flexibility for guests, a home office, or multigenerational living. Whether enjoying peaceful mornings overlooking the surrounding greenery in your private screened lanai, or hosting gatherings in the generous living spaces, this home captures the essence of Florida living at its finest—where elegance meets ease in a setting that feels both luxurious and welcoming. Experience the beauty, privacy, and understated grandeur of Seville Chase—where every day feels like a retreat. This lovingly cared for home awaits your personal touches: ROOF (2023), HVAC (2022), 6 front impact WINDOWS and French PATIO DOORS (2024), water heater (2009), hurricane shutters, paver driveway, paver screened lanai.
Listing is courtesy of: VALENCE REALTY GROUP (407-797-5034)
Listing Agent: Cyndy Valence (407-810-3434)
120 E BAHAMA RD, WINTER SPRINGS, FL 32708
$1,249,000122 Days on yellowkey MLS ID: O6379165
REDUCED by $50,900 (3.9%) on 05/29/2026
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: Mid Century Modern Paradise!! A Beautiful, well-designed home with spectacular architecture offering privacy, space, and long-term versatility on a rare 2.22-acre lot with RV/Toy parking—delivering exceptional value in this area. A separate in-law or guest suite features its own exterior entrance and full bathroom, ideal for multigenerational living, a private office, studio, or extended stays. The main living areas are sprawling, thoughtfully arranged with strong natural light and a functional flow for everyday living and a large Loft for entertaining, office or hobbies. The large primary suite includes a spacious en-suite bath and walk-in closet. Bedrooms two and three are oversized, each with walk-in closets; one includes a hidden play loft/ adventure nook accessible through the Narnia style closet access. The expansive property also includes a detached casita in the backyard, currently used as a workshop, with clear potential to be converted into a guest home, rental unit, or Airbnb. Located on a quiet street in an established Winter Springs neighborhood, with convenient access to top-rated schools, shopping, dining, and major commuter routes. Concessions considered with the right scenario. Buyer and buyer’s agent to verify all information. Both owners are licensed real estate agents.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alma Merrill (801-613-8090)
122 STONE GABLE CIR, WINTER SPRINGS, FL 32708
$485,000275 Days on yellowkey MLS ID: O6340870
INCREASED by $5,000 (1.0%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2147 Built: 1999Monthly Fee: $58 Tax: $6,186 (2024)Community: Stone GableSingle Family
Taxes:$6,186
Remarks: PRICED TO SELL + $15,000 INCENTIVE!!. WELCOME TO YOUR COMPLETELY WORRY-FREE OASIS. SELLER IS OFFERING A GENEROUS $15K CREDIT AT CLOSING TO HELP YOU BUY DOWN YOUR MORTGAGE RATE, OR CLOSING COSTS. ENJOY INCREDIBLE PEACE OF MIND WITH A STRONG MECHANICAL FOUNDATION: FEATURING ROOF, A/C & WATER HEATER UPDATED IN 2017. INSIDE EVERYTHING FEELS FRESH AND BRAND NEW WITH FRESH INTERIOR PAINT THROUGHOUT, GORGEOUS NEW WOOD FLOORING AND PRISTINE NEW CARPET UPSTAIRS. ALL WINDOWS HAVE WOOD SHUTTERS. KITCHEN IS SPACIOUS, WITH STONE COUNTERS, STONE BACKSPLASH AND STAINLESS STEEL APPLIANCES THAT COMPLEMENT A GAS RANGE. THERE IS AMPLE SPACE FOR A DINING TABLE AND TO THE SIDE OF AN ISLAND. SINK AND SLIDING DOORS OVERLOOK TO THE BACK YARD, A PEACEFUL CONSERVATION AREA AND SCENIC POND. TASTEFUL ARCHES OPEN TO THE FAMILY ROOM, HALF BATH AND STORAGE AREA, ALL WITH TRAVERTINE FLOORING. STAIRS TO THE 2ND FLOOR ARE ADORNED WITH IRON AND WOOD RAILING AND LEAD TO THE 2ND FAMILY ROOM THAT CAN BE MADE INTO A 4TH BEDROOM OR OFFICE. PRIMARY BEDROOM HAS VAULTED CEILINGS AND A PRIVATE VIEW TO BACK YARD. THIS MOVE-IN GEM OFFERS THE PERFECT BLEND OF MODERN COSMETIC UPDATES, SOLID MECHANICAL HISTORY AND SERENE PRIVACY, NESTED IN A COZY RESIDENTIAL COMMUNITY. SCHEDULE YOUR SHOWING BEFORE IT IS GONE!!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Connie Shepherd (407-227-8005)
140 N. FAIRFAX, WINTER SPRINGS, FL 32708
$325,000184 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
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)
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