Welcome to your move-in ready 3-bedroom, 2.5-bath townhome-style condo located in the desirable Highlands of Winter Springs community known for its beautiful tree-lined streets, scenic walking trails, and resort-style amenities. This stylish home offers approximately 1,400 square feet of updated living space designed for comfort and low-maintenance living. Inside, you’ll find a fully remodeled kitchen with granite countertops, stainless steel appliances, and modern cabinetry. The main level features new luxury vinyl plank flooring, while the upstairs has new carpet and fresh interior paint throughout. Both bathrooms have been completely updated with contemporary finishes, and the home also features new lighting fixtures, a newer roof, newer water heater, and a freshly painted screened front porch so you can move in without lifting a finger. Enjoy a lifestyle that feels like a private retreat with community amenities that include a sparkling pool, tennis courts, clubhouse, playgrounds, and walking trails surrounded by nature. Located just minutes from top-rated Seminole County schools, shopping, dining, and major highways, this home offers the perfect blend of convenience and tranquility. Whether you’re searching for a primary residence, investment property, or low-maintenance lifestyle near Orlando, this home checks every box.
Experience comfort and effortless living in this beautifully maintained Winter Springs home with LOW HOA fees and COMPLETE PRIVACY- NO SHARE WALLS. The open living area impresses with VAULTED CEILINGS, UPGRADED LAMINATE FLOORINGS, STYLIST FIXTURES, AND CHARMING FIREPLACE. The well-designed kitchen offers generous storage, while the serene primary suite features double closets and an ENSUITE BATH. A NEWER WATER HEATER, COVERED PATIO, and exceptional parking options—GARAGE, CARPOT, and assigned space—enhance everyday convenience. Community amenities include a POOL tennis & pickleball courts, playground, dog park, and more. Ideally located near major highways, parks, trails, and Winter Springs Town Center, this home delivers a lifestyle of comfort and ease. MOVE IN READY.The property allows fencing with HOA approval.
Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs peaceful conservation area. Open stairwell that leads to the loft where you will find a spacious laundry arrangement set up. The master bedroom and bath are on the second floor. The home has been freshly painted. The Highlands offers many amenities to include tennis/pickle ball courts, basketball and volleyball, park with BBQ areas and a covered pavilion and boasts it's Junior Olympic size swimming pool. Playgrounds throughout the community. Cypress Club also provides a community pool. The roof is new 2026.
Welcome home to this 4 bedroom 2 bath in the heart of Winter Springs! Walk thru the front door to be wowed with LVP flooring and a spacious living space with large windows letting in natural light. The eat-in space in the kitchen features French doors leading out into the oversized backyard perfect for a summer game of baseball or even a firepit for those cool FL nights. Kitchen has updated real wood cabinets with plenty of space for all those kitchen essentials and granite countertops with new stainless appliances. Along with the master suite features LVP flooring, a new vanity with granite and a tub/shower combo. Other three bedrooms include LVP flooring and ample closet space. Guest bath also has a new vanity with granite too! Close to the bus line and convenient to major highways, shopping and dining. This home is well maintained and move-in ready for a buyer like YOU! Schedule a showing today as this home wont last long! Roof is 2018 & A/C is 2025
PRICE REDUCED!!! 3 BEDROOM 2 BATH BLOCK HOME REMODELED IN 2023, REPLACED CABINETS, ROOF AND A/C. FEATURES AN ENCLOSED PATIO, SEPARATE LAUNDRYROOM, WELL WITH A FILTRATION SYSTEM, LARGE LOT, AND A GARAGE CONVERSION THAT PROVIDES A 4TH BEDROOM, BUT CAN EASILY BE CONVERTED BACK TO A GARAGE. PLENTY OF STORAGE SPACE IN THE LAUNDRY ROOM AND A LARGE SHED IN THE BACK. NICE CALM NEIGHBORHOOD, NEAR SHOPPING, RESTAURANTS, PARKS, AND HIGHWAYS.
PRICE REDUCTION!!!Ready to move into! Well maintained and updated 3-bedroom Tuskawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch ROOF INSTALLED IN 2023, AC INSTALLED IN 2021, Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a clubhouse facility right across the street. Opportunity to join the Tuskawilla Country Club for golf, swimming, dining and more! NEW KITCHEN INSTALLED IN 2023! WITH UPDATED CABINETRY, QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES! CLOSET PANTRY & QUARTZ BREAKFAST BAR! Eat-in kitchen, vaulted ceilings with elegant wooden beams. Enjoy the living space outdoors in a large screened-in patio, enjoy your backyard, with 12 inch concrete tiles, vinyl fence for privacy, creating a relaxed setting for entertaining . Relax and enjoy the enclosed front porch with sliding door access to both bedrooms. Sliding door in the master bedroom with access to the ceramic tiled back screened porch. This home is near Trotwood Park, Cross Seminole Trail and Bear Creek Nature Trail. A short drive to Oviedo Mall, Winter Springs Town Center and the many parks in the area. The location is one of the best with quick access to the 417. The schools include some of the top-rated schools in all of Central Florida. Schedule your showing today, before it’s too late!
Welcome to 1096 Dyson Drive, a truly one-of-a-kind pool home in the heart of Winter Springs, FL! This spacious and well-maintained property is packed with unique features and thoughtful upgrades, offering the ideal Florida lifestyle—both inside and out. Step inside and you’ll immediately notice the charm and craftsmanship, including solid wood interior doors in a timeless Craftsman style. The home features 3 bedrooms and 2 bathrooms, a flowing layout, and plenty of natural light throughout. The screened porch offers a relaxing space to unwind while overlooking the huge in-ground pool—perfect for entertaining or cooling off on warm Florida days. And that’s just the beginning! Your A/C-equipped pool house adds comfort and convenience for guests, a home office, or creative space. Outside, you’ll also find three storage sheds, giving you ample room for tools, hobbies, or even a workshop. Plus, the property includes an RV 50-amp hook-up, making it ideal for RV owners or travelers looking for flexibility at home. Located in a peaceful, well-established neighborhood with no HOA, this home is just minutes from top-rated schools, local parks, shopping, dining, and major roadways—making it as convenient as it is charming. Don't miss your chance to own a property with space, character, and endless possibilities in beautiful Winter Springs! Situated in a well-established neighborhood with no HOA, this property is conveniently located near top-rated schools, parks, shopping, and dining, with easy access to major highways for commuting or exploring all that Central Florida has to offer. Don’t miss this rare opportunity to own a home with character, space, and all the extras in one of Winter Springs’ most desirable areas!
Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park and to Tuskawilla Country Club for a round of golf or tennis or to just socialize at the café and bar. This is a great opportunity to own an adorable low maintenance single-family home in the most affordable sought-after Country Club community in Seminole county. A rated school district! Short drive to Oviedo Marketplace and restaurants! Seller willing to contribute $8000 towards closing costs!! Don't miss this opportunity!! --
Great location, No HOA..69 acres , 4 bedrooms,2 bathrooms, one half bathroom out door shower, kitchen, living room, family room, huge Florida room, huge enclosed pool, 2 car garage, enclosed out door kitchen, game room, storage. Close to major Roads, sipping centers, , schools, hospitals, 17 minutes to Sanford Airport, 11 minutes to Oviedo mall, 20 minutes to UCF. 20 minutes to Orlando Health South Seminole Hospital. 11 minutes to Ovido Medical Center.
Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offers an incredible opportunity for low maintenance living in a serene and gated community. Enjoy summer days by the beautiful community pool and relax in the cabana. Across the way you will find access to Trotwood Park, with its picturesque settings ideal for picnics and recreational activities. Featuring a pavilion, playground, splash pad, tennis courts, and sports fields, it's a hub for family fun. For outdoor enthusiasts, the nearby Seminole County Cross Trail is perfect for biking and walking. As you tour the well maintained 3-bedroom, 2-bathroom condo, it encompasses 1425 sqft of second level living with private screened balconies overlooking the courtyard. Well-appointed kitchen equipped with brand-new stainless-steel appliances: Counter-depth Smart French Door Refrigerator, Smart SLIM Microwave, Bespoke Induction Range with self and steam cleaning Air Fry Convection Oven. A generous living and dining area that are inviting and ideal for entertaining. The split floor plan offers privacy for the owner suite, complete with its own screened balcony. The secluded and spacious secondary bedrooms are delightful for guests, office space or a growing family. New AC installed 7/2025 (16 seer AC unit with 1 year maintenance and 10yr-parts/2yr-labor). Families are drawn to the area thanks to its top-rated schools, making this condo not just a home, but a gateway to a vibrant community. Recently refreshed and ready for its new owners to display their personal touches.
Step into the beauty of this four year old one owner home. Let the inviting hometown front porch lead you into the open and spacious living room and chefs dream kitchen complete with white tile floors, high ceilings, and plenty of natural sunlight. The kitchen has light gray 42'' cabinetry with complementary white and gray quartz countertops & a walk-in pantry with custom built-in shelving. The large center island/breakfast bar is adorned with custom ship lap & accomodates at least 4 barstools. The slate stainless appliances & the white glass subway backsplash complete the exquisite look. The dining area is situated adjacent to the kitchen and has French doors taking you out to the screened patio and garage. (See More)
Discover tranquility in this stunning 4-bedroom, 3-bathroom pool home, nestled in a serene neighborhood adorned with walking paths and a park.Step into luxury as you enter the spacious interior a charming dual-sided fireplace, creating an inviting atmosphere for relaxation and entertainment.Outside, the screened pool enclosure is surrounded by mature plants, offering privacy and a picturesque setting for outdoor enjoyment.Located in Winding Hollow with convenient amenities and recreational opportunities, this home is the epitome of peaceful living.


Winter Springs is located in Florida. Winter Springs, Florida has a population of 38,021. Winter Springs is less family-centric than the surrounding county with 26.05% of the households containing married families with children. The county average for households married with children is 31.52%.
The median household income in Winter Springs, Florida is $78,969. The median household income for the surrounding county is $73,002 compared to the national median of $69,021. The median age of people living in Winter Springs is 42.7 years.
The average high temperature in July is 92.3 degrees, with an average low temperature in January of 49.3 degrees. The average rainfall is approximately 52.6 inches per year, with 0 inches of snow per year.