Winter Spgs Single Family Homes For Sale in Winter Springs - 10 homes

Remarks: Under contract-accepting backup offers. Welcome to this incredible opportunity to create your own paradise on 1.8 acres in the Estate Section of Tuskawilla Country Club! This 5 bedroom home sits on a prime lot in the premier neighborhood of Winter Springs. The home is ready for a complete renovation to bring it up to modern standards. You are working with a solid floor plan and a property that has had some of the major items addressed: Roof replaced 2017, HVAC 2014, Septic serviced 2024. If your goal is to build your dream home, then this beautiful, majestic area of Tuskawilla is perfect for you! Professional photos to follow next week after the estate sale process is complete. Please forgive the current condition, listing still being prepared for public viewing. Limited access granted this week to accommodate interest prior to the official launch. Call for early access. This property will be sold AS-IS only. No repairs will be offered or systems warranted. This rare find will be gone soon!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Claudia Davidson (850-294-0199)

Remarks: 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)

Remarks: REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitchen with island in the middle. All appliances. Hot water heater 2017. Lots of cabinet space. Spacious eat-in area beside kitchen. Formal Dining and Living rooms. Large bedrooms. Big Owners bedroom with walk-in closet and updated bath. Inside laundry room. Large Pool (updated to salt system) 8 feet deep. Big fenced yard. Screened in porch. Oversized 2 car side entrance garage (currently part of garage is an office but could easily be converted back). Community allows golf carts. Plenty of room to park jet skis, boats, and RV. Great location near shopping, restaurants, hospital, and major roads. Good schools. Country Club has golf, tennis, swimming, and dining membership. Trotwood park has basketball and tennis courts, soccer field, and covered picnic area. Many parks in neighborhood. Close to Seminole Trail for walking and bike riding. Move right in! Must Seee!

Listing is courtesy of: HOME SOLD NETWORK LLC (407-257-6223)

Listing Agent: Julie Bailey (407-257-6223)

Remarks: NEW PRICE! Welcome to 648 Fanning Drive in Winter Springs, a beautifully maintained 5 bedroom, 4 bathroom home offering 3,718 square feet of thoughtfully designed living space, a highly functional triple split floor plan, and significant recent upgrades including a brand new roof installed in 2025 and a new HVAC system with integrated dehumidifier installed in 2024. Built in 2012, this spacious residence is ideal for multigenerational living and flexible modern lifestyles. The triple split layout allows for private bedroom wings, creating separation and comfort for family members and guests. A dedicated home office with double doors provides a quiet workspace, while the expansive bonus room offers versatility for a media room, playroom, fitness area, or additional living space. The three car garage adds valuable storage and everyday convenience. Interior finishes combine durability and style. The primary suite features wood look tile flooring and custom luxury closet built ins. Bedrooms two and three also include custom closet systems, and luxury plank vinyl flooring is installed in three guest bedrooms and the office. Ceiling fans are located in all bedrooms. The home is prewired for surround sound in the family room, bonus room, and rear patio, with speakers already installed in the family room. The open island kitchen serves as the heart of the home and flows seamlessly into the main living area. Features include 42" espresso cabinetry, granite countertops, stainless steel appliances including refrigerator, microwave, dishwasher, and range, under cabinet lighting, a walk in pantry, and a butler pantry with additional storage. The layout supports both everyday living and effortless entertaining. The laundry room includes a utility sink, convenient drop zone, and washer and dryer. Relax while taking in the tranquil pond views from the front porch and tree lined privacy from the screened rear patio. Located adjacent to the Seminole Trail, the home offers convenient access to walking and biking. Enjoy close proximity to highly regarded Seminole County schools including Layer Elementary, Choices in Learning (an A rated Charter Elementary school), Indian Trails Middle School, and Winter Springs High School. The location also offers convenient access to Seminole State College’s Oviedo campus and the University of Central Florida, providing excellent educational opportunities nearby. The neighborhood offers a welcoming community atmosphere with low HOA dues that provide access to the friendly community playground, pool, and clubhouse, creating wonderful spaces for recreation, relaxation, and neighborhood gatherings. Everyday essentials are approximately one mile away, including Publix, Crunch Fitness, Starbucks, UPS Store, Foxtail Coffee, Jersey Mike’s, and Huey Magoo’s, with Chick fil A and Wawa coming soon. Additional exterior features include a paver driveway and screened patio, gutters, double pane tinted windows, security system, termite bond, and in wall pest control system. This move in ready Winter Springs home delivers generous living space, functional design, major system updates, scenic views, access to desirable community amenities, and an exceptional location.

Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)

Listing Agent: Amanda J Miller (321-303-9424)

Remarks: Under contract-accepting backup offers. Discover a rare opportunity in the heart of Tuscawilla. Perched high on a hill and surrounded by beautiful custom homes, this one-of-a-kind property sits on over 0.6 acres with no HOA—a true find in this sought-after area. From the moment you arrive, the home impresses with exceptional curb appeal and a thoughtfully designed interior filled with upgrades. Inside, you’ll find soaring ceilings, elegant crown molding, under cabinet lighting, multiple sliding glass doors bringing the outside into the home, custom blinds and window treatments, split bedroom plan, spacious bedrooms, and a striking glass-enclosed office that creates a unique and inviting workspace or flex space. The oversized deep side-entry garage provides ample room for vehicles, storage, or hobbies. Located on Howell Creek Drive, one of Tuscawilla’s most beloved streets, the neighborhood is known for its rolling hills, stunning custom homes, and the charming presence of local families of peacocks that make the area truly special. Major updates offer peace of mind, including a 2016 roof, 2023 HVAC system, and updated PEX plumbing. This distinctive home combines character, space, and location—making it a true Tuscawilla treasure.

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Tanya Mcdonnell (407-625-2719)

Remarks: 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!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Lorena Cabal Ospina (321-348-7315)

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 is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Kristine Mckinley (407-415-2412)

Remarks: Under contract-accepting backup offers. Located in the highly desirable Tuscawilla community, this home offers an open floor plan with a blend of tile and wood flooring throughout. The spacious kitchen features striking black galaxy granite countertops and ample cabinet space. Enjoy the outdoors in your fully fenced backyard retreat, complete with mature landscaping, a cozy fire pit area, and plenty of room to relax or entertain. The oversized driveway provides additional parking for guests or recreational vehicles. Rest assured, knowing that the roof was replaced in 2017. This home combines comfort, style, and function in a prime Winter Springs location close to parks, trails, golf, and top-rated schools.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Derek Cole (407-733-1061)

Remarks: Welcome to this charming 4-bedroom, 2-bath home tucked away in a quiet, tree-lined neighborhood in desirable Winter Springs. Surrounded by mature trees, this property offers a peaceful atmosphere and a spacious backyard, ideal for entertaining, relaxing, or enjoying Florida outdoor living. Inside, you’ll find a warm and inviting layout highlighted by an original masonry fireplace, adding timeless character and charm. Skylights in the living room and hallway flood the home with natural light, creating a bright and airy feel throughout the main living spaces. Conveniently located near schools, parks, shopping, dining, and major roadways, this home offers the perfect blend of tranquility and accessibility in an established community.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Nairobi Rondon (786-935-0365)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your dream home, a stunning estate style home on 1.2 acres of beautifully landscaped grounds located in the highly desirable Tuscawilla area of Winter Springs, FL. Nestled on a tree-lined street, this four bedroom, two and one half bathroom home is designed for comfort and entertaining, offering the perfect blend of elegance and tranquility, backing up to Howell Creek. Stepping inside, the foyer and expansive living and dining rooms flow seamlessly into the Florida room with 40 feet of expansive hurricane impact windows overlooking the pool and patio. The kitchen with granite countertops opens into the eat in area and family room which includes a gas fireplace. The luxurious primary suite features an elegant spa bath, dual sinks with onyx countertops, exquisite shower and two customized walk-in closets. There are three additional bedrooms as well as a home office overlooking the patio. The layout connects the living spaces, ensuring a harmonious flow throughout. Stepping into the screened-in patio, you will find a beautiful pebble tec pool surrounded by the extended patio area. This inviting outdoor retreat is perfect for hosting gatherings or enjoying quiet mornings with a cup of coffee while soaking in view of Howell Creek. Additional features include a generous sized laundry/mud room with washer and dryer, a spacious extended garage, extended side driveway, whole house generator capable of powering up to two weeks and a beautifully manicured lawn. Winter Springs is known for its quiet atmosphere, A rated public schools including close proximity to several private schools and mature trees that line the streets. It has been voted several times one of the best places to live in Florida. Ride your bike or golf cart to the beautiful parks or golf course, take advantage of the Seminole Trail or just take a stroll around the beautiful tree lined sidewalks. Conveniently located to restaurants, shopping, hospitals and major highways. Clearly this home is perfect for entertaining guests or relaxing with family. Come take a look.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Lou Diberardino (315-569-6900)