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Winter Springs FL Single Family Homes for Sale

1247 Stone Harbour Road, Winter Springs
$650,000
4 Beds ⋅ 2 Baths ⋅ Parkstone Unit 3 SubDv. ⋅ 32708 Zip Code
Virtually Staged. Experience the ultimate Florida lifestyle at this stunning 4-bedroom 2 bathroom retreat nestled in the exclusive gated community of Parkstone. Come home to soaring, high ceilings and a bright, open floorplan that’s an entertainer's dream. The Chef’s kitchen features stainless steel appliances, and a breakfast bar as well as a stunning view of the lake. You will love the primary suite that features stunning lake views, and connects to a private, flexible room perfect for an office or nursery, or even a fourth bedroom. Wake up to breathtaking sunrises and spend your evenings watching wildlife. This exceptional property features a private boardwalk that winds through Florida Hammock vegetation and leads to your own personal boat lift. This incredible, boat dock features both electric and water access, plus a boat lift for effortless access to the scenic, expansive Lake Jesup. Enjoy relaxing on the screened lanai or the open deck while enjoying the sounds of nature. Relish your time at the private community fishing pier, tennis court, take a dip in the gorgeous community pool or enjoy the splash pad. Lawn Maintenance is even included in your HOA (Lawncare includes mowing of lawn, trimming of bushes and fertilizer). Parkstone is a gated community with walking trails, scenic ponds, tennis court, community dock, two playgrounds, a splash pad and community pool to enjoy. The Cross Seminole Trail borders Parkstone and you are just a short walk from Central Winds Park, the Dog park and the Newly opened Pickleball Facility! Minutes from grocery stores, The Town Center, shopping and dining, this home has it all! Welcome home!

1247 Stone Harbour Road, Winter Springs

1314 Augusta National Boulevard, Winter Springs
$525,000
3 Beds ⋅ 3 Baths ⋅ Country Club Village Unit 3 SubDv. ⋅ 32708 Zip Code
3 BED | NEW ROOF | NEW WINDOWS | POOL + CONSERVATION VIEWS | TUSCAWILLA GOLF COMMUNITY | Welcome to Country Club Village, nestled within the highly sought-after Tuscawilla community of Winter Springs! This beautiful 3-bedroom, 2.5-bathroom pool home offers an exceptional combination of location, lifestyle, and major updates, including a NEWER TILE ROOF (2023), NEW WINDOWS, and NEW EXTERIOR PAINT! One of the home's most desirable features is its private swimming pool overlooking a peaceful conservation area, offering a beautiful natural backdrop and added privacy that's hard to find in Tuscawilla. Inside, the thoughtfully designed floor plan offers plenty of space for everyday living and entertaining. Upon entering, you're welcomed into a spacious family room that flows into the formal dining room. The kitchen features stainless steel appliances (new in 2024), Corian countertops, and a charming eat-in breakfast nook with views of the pool and conservation beyond. A separate living room with a cozy fireplace creates the perfect space to unwind. A convenient half bathroom, laundry room, and two-car garage complete the first floor. Upstairs, the light-filled primary suite is a true retreat, featuring an additional sitting area ideal for a home office, reading nook, or additional relaxation space. The oversized ensuite bathroom offers dual vanities, a walk-in shower, and a garden tub. Two additional generously sized bedrooms and a full guest bathroom complete the second floor. Beyond the home itself, the Tuscawilla lifestyle is what truly makes this location special. Known for its beautiful tree-lined streets, established landscaping, neighborhood parks, playgrounds, and scenic walking areas, Tuscawilla is one of Winter Springs' most desirable communities. Residents also have the opportunity to join the nearby Tuscawilla Country Club, where optional memberships provide access to an 18-hole golf course, driving range, clay tennis courts, lap pool, leisure pool, and additional club amenities. The community is also served by Seminole County Public Schools, adding to its appeal. The community's HOA covers basic lawn care, making this home truly low-maintenance. With a new tile roof, new windows, a private conservation-backed pool, and an unbeatable location in the heart of Tuscawilla, this home offers a wonderful opportunity to enjoy everything that makes Winter Springs living so special!

1314 Augusta National Boulevard, Winter Springs

1056 Condor Place, Winter Springs
$449,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Estates Unit 5 SubDv. ⋅ 32708 Zip Code
VR tour available. Seller offering up to $19,120 toward buyer closing costs, prepaid expenses, and/or an interest rate buydown. Conditions apply. Move-in ready 3-bedroom, 2-bath pool home in Winter Springs' established Sunrise community with the big-ticket items already handled: new roof (2026), new HVAC (2026), a new water heater (2026) and a whole-house repipe replacing the original polybutylene plumbing. A just-completed refresh adds fresh interior paint, stucco repairs with fresh exterior paint, new LED lighting and fixtures, new interior doors and door hardware, a new exterior light, and refreshed landscaping with fresh mulch. The kitchen features new white shaker soft-close cabinets, new Sparkling White quartz countertops, a new pull-out faucet and garbage disposal, and a new Whirlpool stainless steel range and dishwasher with a new stainless microwave. The primary bath adds a new white shaker vanity with a quartz top, a new toilet, faucet, mirror, vanity light and medicine cabinet, a retiled shower and a refinished tub, and the second bath a new vanity with a quartz top, toilet, faucet, mirror, vanity light and medicine cabinet, plus a reglazed tub and surround with new tub and shower trim. The single-story split-bedroom floor plan offers 1,524 SqFt with laminate flooring in the living areas and bedrooms, tile in the kitchen and baths, and no carpet anywhere. It includes a living room with a fireplace, a family room, a primary suite with a walk-in closet, and an attached 2-car garage with a new smart belt-drive opener with battery backup and a new steel garage entry door. Out back, sliding glass doors open to a covered lanai and a screened pool, just serviced, in a fenced backyard on a 0.22-acre lot. $336 annual HOA and no CDD. Conveniently located near shopping, dining and schools, with easy access to SR-417. Buyer credit available with use of Seller's preferred lender. Schedule your showing today.

1056 Condor Place, Winter Springs

1105 Shadowbrook Trail, Winter Springs
$650,000
4 Beds ⋅ 3 Baths ⋅ Winding Hollow Unit 4 SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 4-bedroom, 3-bathroom pool home in Winding Hollow, offering over 2,500 square feet of living space, a split-bedroom floor plan, and a 3-car garage! A double-door entry welcomes you inside, where fresh paint throughout and new flooring create an inviting setting. Two separate living spaces—a formal living room and a spacious family room—provide flexibility for entertaining and everyday living, while a formal dining room and a casual breakfast area provides space for every occasion. The updated kitchen features new cabinetry, granite countertops, stainless steel appliances, an island, breakfast bar seating, an updated backsplash, and a dedicated coffee and wine bar. Whether preparing a meal or hosting a gathering, there is plenty of room to cook, serve, and connect. Privately situated on the opposite side of the home from the guest bedrooms, the spacious primary suite features its own sitting area with French doors—an ideal space for a nursery, home office, or quiet retreat—along with access to the lanai. The primary bathroom includes dual vanities with updated countertops, a soaking tub, a separate shower, and a private water closet. Spacious secondary bedrooms share an updated Jack-and-Jill bathroom with a tiled tub/shower combination, while the fourth bedroom enjoys convenient access to the updated third full bathroom, complete with a shower and direct pool access. Step outside to an expansive covered lanai beneath the home’s shingled roof, providing generous sheltered space for outdoor dining and relaxing. The screened-in pool features a waterfall sprayer, while mature landscaping and a partially fenced backyard provide an inviting backdrop with green space beyond the pool enclosure. Additional highlights include an interior laundry room, extra attic storage, south-facing front exposure, and a roof and Trane A/C system installed in 2018. Conveniently located near shopping, dining, schools, Winter Springs Town Center, and area recreation, this home combines thoughtful updates, spacious gathering areas, and inviting outdoor living. Schedule your private showing today! Buyer and buyer’s agent to independently verify all property information, including measurements, square footage, room dimensions, schools, permits, and any other details deemed important to the buyer.

1105 Shadowbrook Trail, Winter Springs

609 Viana Court, Winter Springs
$925,000
5 Beds ⋅ 4 Baths ⋅ Seville Chase SubDv. ⋅ 32708 Zip Code
Space, privacy, and exceptional features define this impressive 5-bedroom, 3.5-bath POOL HOME in the GATED Seville Chase community of Winter Springs! Situated on a generous .67-ACRE CORNER LOT in a quiet CUL-DE-SAC, this estate-style home offers over 3,500 SQUARE FEET of thoughtfully designed living space, a ***FULLY PAID OFF TESLA SOLAR SYSTEM with FOUR POWERWALLS*** - leaving this large home virtually free of any electric bill, and a private backyard retreat. Major improvements include UPDATED A/C’s (2021 & 2026), and a hybrid water heater (2019). The heated SALTWATER POOL & SPA were resurfaced with PebbleTec in 2019, along with a new pool pump. Beautiful curb appeal welcomes you with mature landscaping, ample parking in the paver driveway, and a side-entry 3-CAR GARAGE. Inside, high ceilings, crown molding, decorative ceiling details, abundant natural light, and TILE & WOOD FLOORS create a warm and inviting atmosphere. Designed to live like a single-story home, the versatile floor plan offers formal and family living spaces, a DEDICATED OFFICE, and a second-floor BONUS ROOM above the garage, ideal for a media room, game room, or additional flex space. At the heart of the home, the spacious kitchen features BUILT-IN STAINLESS STEEL APPLIANCES, a GAS COOKTOP, ample cabinetry, and easy access to the surrounding living and dining areas, making everyday living and entertaining effortless. The PRIMARY SUITE is a private retreat with a spacious en-suite bath and THREE CLOSETS, including two walk-ins. Two additional bedrooms share a convenient JACK & JILL BATH, while a fourth bedroom enjoys access to another full bath. Step outside and into your own backyard oasis, where a paver lanai and pool deck surround the heated pool and spa where you can lounge, dine, and entertain. Mature trees and the oversized lot provide exceptional privacy and room to enjoy the outdoors. Additional features include a WATER SOFTENER SYSTEM and energy-efficient solar power with battery storage. Seville Chase offers the privacy of a gated neighborhood in a fantastic Winter Springs location, convenient to shopping, dining, parks, recreation, and TOP-RATED SCHOOLS, including Sterling Park Elementary, South Seminole Middle, and Winter Springs High. With its flexible living spaces, impressive energy features, and private backyard, this is a home that truly has room for it all. Call today to schedule a tour and let us say WELCOME HOME!

609 Viana Court, Winter Springs

1522 Eagle Nest Circle, Winter Springs
$835,000
4 Beds ⋅ 4 Baths ⋅ Glen Eagle Unit 4 SubDv. ⋅ 32708 Zip Code
New Roof being installed!! Ideally located in the highly desirable Glen Eagle community of Tuscawilla, this Von Jacobs pool home offers a versatile three-way split floor plan with four bedrooms and three and a half bathrooms, providing plenty of space for family, guests, or a home office. The layout includes formal living and dining rooms, while the kitchen opens to the family room and breakfast nook for comfortable everyday living and entertaining. The remodeled kitchen features wood cabinetry, an expanded pantry, quartz countertops, and a wet bar area. Both secondary bathrooms have also been remodeled, while the primary bath offers an opportunity to customize to your taste. Outside, enjoy Florida living around the recently resurfaced pool (2024), complete with a new pool pump (2024) and electric heater for extended seasonal enjoyment. The spacious screened enclosure was re-screened in 2024, creating an inviting setting for relaxing or entertaining. A generous side yard and three-car garage add even more appeal. Major updates include a new water heater (2026), new garage doors (2026), replumb, and AC (2019). Don’t miss this opportunity! Glen Eagle puts you close to the Tuscawilla Country Club and its 18-hole golf course, along with several of Central Florida’s sought-after private schools, including The Geneva School, Trinity Preparatory School, The Master's Academy, and St. Luke's Lutheran School. Grab your golf cart and come take a look—this Glen Eagle gem won’t last long!

1522 Eagle Nest Circle, Winter Springs

113 Lido Road, Winter Springs
$350,000
4 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 09 SubDv. ⋅ 32708 Zip Code
Virtually Staged. MOVE-IN READY WITH MODERN UPDATES + NEW A/C (2025) + RENOVATED KITCHEN! Discover the perfect blend of comfort, style, and convenience in this beautifully refreshed 4-bedroom, 2-bath home nestled in the heart of Winter Springs. Featuring a bright, spacious layout, thoughtfully updated interiors, and an oversized backyard, this home offers inviting spaces for everyday living and entertaining, with many of the major improvements already completed! From the moment you enter, you'll appreciate the fresh, welcoming feel created by NEW LVP FLOORING THROUGHOUT, FRESH INTERIOR PAINT, and abundant natural light. The beautifully RENOVATED KITCHEN features NEW WOOD CABINETRY, GRANITE COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES, and generous storage. An adjoining eat-in dining area features charming FRENCH DOORS opening to the backyard, creating an effortless connection between indoor and outdoor living. The comfortable PRIMARY SUITE features an updated en-suite bathroom with NEW CABINETRY, GRANITE COUNTERTOPS, and a tub/shower combination. Three additional bedrooms offer flexibility for guests, a HOME OFFICE, or hobbies, while the guest bathroom has also been refreshed with NEW CABINETRY AND GRANITE COUNTERTOPS. Beyond the interior improvements, major updates include a NEW A/C SYSTEM (2025), ROOF REPLACED IN 2018, and WHOLE-HOUSE REPIPE, providing added value and peace of mind. Outside, find the OVERSIZED BACKYARD, offering plenty of space for entertaining, gardening, outdoor activities, or creating your own private retreat. Conveniently located in WINTER SPRINGS, with easy access to shopping, dining, parks, major roadways, and surrounding Central Florida destinations, this home offers the perfect combination of an established neighborhood and modern comfort. Schedule your private showing today!

113 Lido Road, Winter Springs

475 Verandah Court, Winter Springs
$699,900
4 Beds ⋅ 3 Baths ⋅ Barrington Estates SubDv. ⋅ 32708 Zip Code
Tucked away on a cul-de-sac in the gated community of Barrington, this stunning 4-bedroom, 3-bath, 3 car garage home is truly turnkey ready. Situated on an oversized lot, the property features a huge gazebo in the backyard with a NEW ROOF at same time as the home (2022), creating the perfect setting for entertaining family and friends. As you enter, you are welcomed by gorgeous hardwood flooring that flows throughout the home. The fourth bedroom, currently used as a home office at the front, offers built-in cabinetry, providing an ideal work-from-home environment. Additional upgrades include plantation shutters, crown molding, and fresh interior paint, adding elegance and style throughout. The heart of the home is the beautifully updated kitchen, complete with stainless steel appliances (2019), quartz countertops, and 48-inch cabinetry, offering both functionality and abundant storage. The spacious owner's suite features a walk-in closet with custom built-in cabinetry and a fully updated en-suite bath showcasing a newer vanity, private water closet, relaxing garden tub, and walk-in shower. The split-bedroom floor plan provides privacy for family and guests, while the open living spaces are perfect for both everyday living and entertaining. Step outside to enjoy the oversized backyard, where the custom gazebo creates a private outdoor retreat for year-round enjoyment. Other amenities include newer HVAC (2021), E-charging station in garage, Large floored attic space, Exterior painted (2020) and additional pavered parking pad for all the extra parking you could dream of. Conveniently located near top-rated schools, shopping, dining, and 417, this exceptional home offers the perfect combination of comfort, style, and location. Don't miss your opportunity to make this Barrington beauty your next home!

475 Verandah Court, Winter Springs

4161 Aldergate Place, Winter Springs
$655,000
4 Beds ⋅ 3 Baths ⋅ Forrest Creek Estates SubDv. ⋅ 32708 Zip Code
Welcome to Forrest Creek Estates, an exclusive enclave of just 37 homes where neighbors become family and a true sense of community is part of everyday life. Tucked within an established Winter Springs neighborhood, this charming community offers a rare combination of tranquility, connection, and convenience. This beautifully renovated residence has been thoughtfully designed and lovingly maintained by its owners, blending modern style with timeless character and comfortable Florida living. From the moment you arrive, the home's curb appeal makes a lasting impression. An elegant white-brick entry, charming architectural windows, stately four-pane glass front door, and graceful Roubini palms create a warm and inviting welcome. Step inside to a bright, beautifully appointed foyer filled with natural light and a refined neutral palette. To the right of the entry, the formal living room offers exceptional versatility and can easily serve as a home office, library, sitting room, or additional gathering space. The heart of the home is the spectacular chef's kitchen, featuring custom white cabinetry, stylish hardware, stacked geometric white tile backsplash, large stainless-steel sink, state-of-the-art appliance package, and an impressive 4-foot island with abundant storage and luxurious white quartzite countertops. A separate pantry with generous shelving provides convenient storage for cooking essentials and entertaining supplies. The kitchen flows effortlessly into the spacious family room, creating an ideal setting for everyday living and entertaining. Luxury plank flooring, neutral earth tones, and a dramatic wood-burning fireplace surrounded by white brick add warmth and architectural character. The open and inviting layout provides an easy connection between the kitchen, family room, and outdoor living spaces. The first-floor primary suite offers a private retreat with a calming ivory palette, natural wide-plank flooring, and beautifully dressed windows. The updated primary bath features a distinctive gray vanity, charming circular mirror, and luxurious walk-in shower finished in smooth white tile with multiple shower heads for a spa-inspired experience. Upstairs, three generously sized bedrooms and a beautifully updated shared bath provide plenty of flexibility for family, guests, home office needs, or personal space. The thoughtfully designed floor plan offers both comfortable gathering spaces and private retreats. Significant improvements provide added peace of mind, including a 5-ton AC installed in 2023, architectural roof installed in 2025, complete kitchen, bathroom, and flooring renovation completed in 2022, saltwater pool resurfaced with new pump and skimmer in 2023, and water heater replaced in 2022. These substantial updates allow you to enjoy the home's exceptional style and lifestyle with confidence. Step outside through the sliding doors and discover your own private outdoor retreat. The covered lanai, finished with a beautiful wood ceiling, overlooks the sparkling saltwater pool and surrounding flower beds. Designed for both relaxation and entertaining, this inviting outdoor space is perfect for morning coffee, afternoon swims, weekend barbecues, or gathering with friends on warm Florida evenings. Location adds another layer of appeal. Situated less than one mile from shopping and dining, you'll enjoy convenient access

4161 Aldergate Place, Winter Springs

627 Clearn Court, Winter Springs
$469,000
5 Beds ⋅ 4 Baths ⋅ The Highlands Sec Four Tracts A & B Rep SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated home, with it's own IN-LAW SUITE, tucked away on a quiet cul-de-sac in Winter Springs! The first floor offers plenty of room to spread out, featuring a sunken living room, cozy fireplace, and formal dining area. This living space opens to the large fully fenced backyard. The kitchen has been updated with bright & light cabinets, countertops, stainless steel appliances, and right off the kitchen is a screened covered porch with access to the backyard. Through the laundry room, is the garage which has been thoughtfully converted into a private 1 bedroom, 1 bathroom in-law suite with its OWN ENTRANCE. This space has been beautifully done and features its own kitchen with a stove, microwave, and refrigerator, and it's own AC unit. You can access the in-law suite from inside or outside the home, depending on how you'd like to use the space. Whether used as an in-law setup, guest space, home office, or additional flex space, it gives the home versatility that is hard to find. Upstairs, is the primary suite with an en-suite bathroom and generous closet. Off the primary suite is a spacious balcony, just in time for Florida's great fall weather! Three additional bedrooms and a full guest bathroom provide plenty of space for family, guests, or working from home. Conveniently located in Seminole County with easy access to Winter Springs Town Center, Longwood, Lake Mary, Altamonte Springs, SR 434, US 17-92, and I-4, making getting around Central Florida easy. If you've been looking for a home with extra space and possibilities beyond the traditional floor plan, this one deserves a look! The Highlands neighborhood features a great community pool and tennis courts/pickleball courts, as well as beautiful nature trails and stately historic trees.

627 Clearn Court, Winter Springs

628 Silver Creek Drive, Winter Springs
$799,900
5 Beds ⋅ 4 Baths ⋅ North Orlando Ranches Sec 02a SubDv. ⋅ 32708 Zip Code
BRAND-NEW CUSTOM HOME IN WINTER SPRINGS WITH NO HOA! Offering approximately 3,184 sq. ft. of air-conditioned living space, this thoughtfully designed 5-bedroom custom home combines custom finishes, flexible multigenerational living and upgrades rarely found in typical new construction—all without the restrictions or monthly fees of an HOA. The first floor features a private in-law suite with its own full bathroom and separate laundry facilities, creating an ideal arrangement for multigenerational living, extended family or guests. The home also includes a second, full-size laundry room featuring built-in cabinetry, a quartzite countertop and an undermount stainless-steel utility sink. At the heart of the home is a beautifully finished kitchen featuring upgraded quartz countertops and a high-end LG appliance package, opening to the spacious great room for an easy flow between cooking, dining and entertaining. Ceiling fans have already been installed in all bedrooms, the great room and screened lanai. The primary suite was designed as a true retreat, highlighted by a custom wet room, private water closet, upgraded quartz countertops and custom built-in shelving. Primary bedroom also features two massive walk in closets with Custom built-in closet shelving. Custom built-in closet shelving is also featured throughout all the bedrooms in the main home. Additional designer finishes include quartz countertops in the in-law bath and powder room, leathered black granite in the upstairs guest bathroom, and quartzite in the main laundry room. Adding even more flexibility is the approximately 22’ × 11’ fifth bedroom above the garage, offering approximately 242 sq. ft. of additional living space and an excellent option for a bonus room, home office, media room or guest space. Two tankless water heaters provide abundant hot water throughout the home, while an impressive 400-amp electrical service provides substantial capacity for current and future needs, including EV charging, an RV connection, workshop or welding equipment, or other high-demand electrical additions. Outdoor living was equally well planned. The screened rear lanai is complemented by two additional paver patios, creating multiple areas for outdoor dining, grilling, relaxing and entertaining. The wooded lot extends back to a peaceful creek, offering plenty of space to explore, enjoy nature, or simply grab a fishing pole and unwind in your own backyard. An oversized paver driveway provides generous additional parking. Even the garage was designed beyond standard dimensions. The oversized two-car garage provides additional width and usable space, allowing plenty of room to comfortably open vehicle doors with two cars parked inside while still providing valuable additional storage space. From the first-floor in-law suite and dual laundry facilities to the fifth bedroom/flex space, custom wet room, upgraded stone surfaces, high-end appliance package, dual tankless water heaters, 400-amp electrical service, oversized garage and driveway, and multiple outdoor living areas, this custom new-construction home offers an exceptional combination of quality, flexibility and functionality in Winter Springs. Brand new, custom built and ready for its first owner.

628 Silver Creek Drive, Winter Springs

408 Lancers Drive, Winter Springs
$349,000
3 Beds ⋅ 2 Baths ⋅ Mount Greenwood Unit 5 Of SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to this charming home in the Mount Greenwood community of desirable Winter Springs! Offering comfortable one-story living, this home combines a versatile layout with a fantastic Seminole County location surrounded by established neighborhoods, parks and recreation. Vaulted ceilings give the main living spaces an open, airy feel, while the split bedroom plan provides separation between the primary suite and secondary bedrooms. The living and dining area features French doors opening directly to the fenced backyard. The kitchen features a closet pantry and pendant lighting, with an adjacent dining area that keeps meals and gatherings conveniently close. Just off the kitchen, an indoor laundry room leads to a flex area that can be used as a breakfast nook, home office or sitting area. Prefer your breakfast nook toward the front of the home? The area to the left of the front door provides another option, leaving the flex space available for whatever best suits your needs. The primary suite includes a generously sized walk-in closet and its own bathroom with a tub and shower combination. The secondary bathroom also offers a tub and shower combination, and the additional bedrooms provide space for guests, a home office or hobbies. The Winter Springs location is another major plus, offering access to Seminole County public schools and plenty of ways to enjoy the outdoors. Spend time at Central Winds Park, explore the Cross Seminole Trail on foot or by bike, or enjoy the shopping and dining options throughout Winter Springs and neighboring communities. Access to State Road 434 and the 417 makes it convenient to connect with the greater Orlando area while enjoying an established residential setting. A two-car garage provides parking and storage, and the fenced backyard offers room to create your own outdoor gathering space, add a garden or simply relax at the end of the day. With flexible living spaces and so much to enjoy in the surrounding area, this home is ready for your personal touch. Come check out your future home today!!

408 Lancers Drive, Winter Springs

615 Pearl Road, Winter Springs
$350,000
3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 08 SubDv. ⋅ 32708 Zip Code
Woo hoo!! Welcome to 615 Pearl Road, a well-loved Winter Springs home ready for its next chapter! Owned by the original family and set on a spacious quarter-acre lot, this three-bedroom, two-bath home offers a wonderful opportunity to bring your own style and make it truly yours. Inside, the comfortable floor plan provides plenty of room to spread out, with a formal living room, formal dining room and additional living space for everyday gathering and entertaining. The two-car garage adds convenient parking and storage, while out back, a large screened porch creates the perfect place for morning coffee, weekend gatherings or simply relaxing while overlooking the beautiful fenced backyard. With plenty of room for pets, play, gardening, outdoor entertaining or creating the backyard you have always envisioned, this outdoor space is one of the home’s standout features. Major updates include a 2019 roof and 2024 AC, offering a great starting point as you add your own finishing touches. Conveniently located near Central Winds Park, Ranchlands Park, Publix, Aldi and everyday shopping and dining, this home combines an established Winter Springs location with space, potential and a backyard that is becoming harder to find. Whether you are searching for your first home, your next home or a property you can personalize over time, 615 Pearl Road is ready to welcome its next owners.

615 Pearl Road, Winter Springs

632 Tuskawilla Point Lane, Winter Springs
$574,900
4 Beds ⋅ 3 Baths ⋅ Tuskawilla Point SubDv. ⋅ 32708 Zip Code
BEAUTIFULLY RENOVATED POOL HOME IN TUSKAWILLA POINT! Welcome to 632 Tuskawilla Point Ln, a stunning 4-bedroom, 2.5-bath home offering approximately 1,917 square feet of thoughtfully updated living space in the heart of Winter Springs. Step inside to a bright, open-concept layout enhanced by soaring vaulted ceilings, an updated fireplace with warm wood accents, and a seamless connection between the kitchen, family room, and main living areas. The beautifully redesigned kitchen is the heart of the home, featuring a sophisticated mix of white and natural wood cabinetry, quartz countertops, modern black hardware and fixtures, stainless steel appliances, updated lighting, and a spacious peninsula perfect for everyday living and entertaining. The bathrooms have been refreshed with modern tile, updated vanities, contemporary fixtures, and cohesive finishes throughout. A conveniently located half bath near the pool area makes entertaining even easier while helping keep wet feet out of the main living spaces. Step outside and discover your own private Florida retreat. The screened in-ground pool, covered outdoor living area, and fenced backyard provide the perfect setting for weekend gatherings, morning coffee, or relaxing poolside while enjoying Florida's year-round sunshine. Additional improvements include professionally cleaned A/C ductwork, adding to the attention given to both the visible finishes and the home's everyday comfort. Located in established Tuskawilla Point, this home offers convenient access to shopping, dining, recreation, schools, and major roadways while maintaining the feel of an established residential neighborhood. More than a cosmetic remodel, this is a beautifully updated, move-in-ready pool home where style, functionality, and Florida living come together. The renovation is complete. The pool is ready. All that's missing is you. Schedule your private showing and experience 632 Tuskawilla Point Ln for yourself!

632 Tuskawilla Point Lane, Winter Springs

1447 Bird Road, Winter Springs
$2,495,000
6 Beds ⋅ 6 Baths ⋅ Talis Crossing SubDv. ⋅ 32708 Zip Code
A RARE OPPORTUNITY, NOW EVEN MORE EXCEPTIONAL. PRICE IMPROVEMENT AND ADDITIONAL BUILDABLE LOT INCLUDED. Some homes are simply purchased. Others are reserved for those who have earned the privilege of owning something truly extraordinary. Privately nestled in Winter Springs, this brand-new, 8,000 SF architectural estate represents a level of luxury, sophistication, and exclusivity rarely offered. Now, with a compelling price improvement, the seller is including the additional buildable front parcel, creating an extraordinary opportunity to establish a private compound, develop a separate residence, or preserve the additional acreage as an enduring sanctuary of privacy and seclusion. The experience begins at custom glass French doors opening to an exquisite marble mosaic foyer, setting the stage for the remarkable craftsmanship throughout. Beyond, a magnificent great room rises to 16-foot ceilings, where celestial windows invite natural light to dance across refined finishes, a panoramic fireplace, and a custom bookcase wall. An extraordinary 18-foot sliding glass wall effortlessly dissolves the boundary between indoors and out, revealing 1,125 SF of covered outdoor living designed for unforgettable entertaining. At the heart of the residence, a statement 13-foot island anchors a chef's kitchen appointed with a complete GE Café appliance suite, pot filler, custom pet station, and discreet butler's pantry. A sophisticated marble and terrazzo wet bar provides an elegant setting for intimate gatherings and grand celebrations alike. Thoughtfully designed for those who value personal space, two lavish primary suites occupy opposite wings of the residence, each offering a private retreat complete with an indulgent spa-inspired wet room, soaking tub, curbless entry, and four-port shower system. A private theater, dedicated fitness studio, and two distinguished executive offices framed in architectural storefront glass complete a lifestyle where productivity, wellness, and leisure exist in perfect harmony. Beyond the glass, a striking white quartz swimming pool with sun shelf becomes the centerpiece of an outdoor oasis designed for both tranquil afternoons and sophisticated evenings. Behind the beauty lies uncompromising substance, including a 50-year commercial-grade TPO roof, four-zone climate control, dual tankless water heaters, and a three-car garage. What makes this offering truly remarkable is not simply the residence itself, but the land and possibilities that now accompany it. With the additional buildable front parcel included, the next owner has the rare privilege of deciding how this estate evolves, whether through future development, a multigenerational compound, or the preservation of an exceptionally private setting. An architectural statement. An extraordinary estate. An opportunity made even more compelling by the seller's recent price improvement. For those who have made their mark and expect their home to reflect it, this is a residence without compromise. Private showings by appointment.

1447 Bird Road, Winter Springs

943 March Hare Court, Winter Springs
$569,999
4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 5 SubDv. ⋅ 32708 Zip Code
Hurry!! This sophisticated, private, and beautifully updated, 943 March Hare Court offers an exceptional Florida lifestyle in one of Winter Springs’ sought-after family communities with optional HOA!!! Tucked away on a quiet cul-de-sac, this residence combines thoughtful modern updates with an extraordinary level of privacy rarely found in a neighborhood setting. From the moment you enter, the home showcases a beautifully refreshed interior featuring new insulation, all-new Simonton windows, and elegant wood-look tile flooring that flows throughout the main living spaces. The updated kitchen is designed for both everyday living and entertaining, featuring contemporary finishes and modern quartz countertops with waterfall that provide a timeless, upscale aesthetic. The updated bathrooms continue the home’s cohesive, modern design. The outdoor living experience is truly the centerpiece of this property. The private pool and expansive backyard create a resort-like setting ideal for entertaining, relaxing, and enjoying the Florida lifestyle year-round. The home backs directly to conservation, providing a peaceful natural backdrop and an exceptional sense of seclusion. Due to the home’s positioning, neighboring residences are virtually hidden from view, allowing the backyard to feel remarkably private. A partially fenced yard (sides are fenced but not along conservation) adds functionality and privacy, while the fire pit creates an inviting gathering space for evenings outdoors. The epoxy flake garage floor adds another polished, practical touch to the home and completes the upgraded feel. With its combination of designer-inspired updates, new windows and insulation, private pool, conservation backdrop, fenced yard, fire pit, cul-de-sac location, 943 March Hare Court offers a rare opportunity to enjoy elevated living in a peaceful Winter Springs setting. This home won't last schedule a showing today! Roof Replaced September 24, 2021 and A/C around 2020.

943 March Hare Court, Winter Springs

766 Andover Circle, Winter Springs
$550,000
3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 3 SubDv. ⋅ 32708 Zip Code
Private Oasis Meets Smart Luxury in Georgetown. Welcome home to high-end design, smart living, and effortless comfort. Nestled in the heart of one of Georgetown’s most coveted neighborhoods, this fully remodeled, single-story 3-bedroom, 2-bath sanctuary showcases the sought-after Tuskawilla floor plan - offering 1,735 square feet of light-filled open living space, where every detail has been thoughtfully redesigned for effortless Florida living. Step inside to gorgeous wood flooring that spans every single room, beautifully highlighting the home's open layout. The centerpiece of the interior is the custom-remodeled kitchen, complete with new cabinetry, smart Samsung appliances you can control from your phone, and a massive quartz island designed to keep family and friends gathered right at the heart of the home. The spacious split-bedroom layout ensures maximum privacy, featuring generously sized bedrooms and a primary suite retreat. The primary bedroom showcases an oversized, custom-built California closet that makes moving in effortless, alongside an en-suite bath with dual vanities, quartz countertops, a deep soaking tub, and a separate shower. Premium fixtures and finishes continue seamlessly throughout the entire home. Beyond the main living space, step out into your private outdoor sanctuary: a screened pool and covered lanai framed by peaceful, lush views with no rear neighbors. Designed for ultimate convenience, this intelligent home lets you control climate settings, open or close the garage door, and manage automation right from your smartphone. Convenience extends to the garage with an electric vehicle charger ready for plug-and-play use. Security is top-tier, backed by a hardwired system featuring seven exterior and one interior audio-visual cameras for complete, 24/7 peace of mind whether you are relaxing inside or traveling away from home. The property pairs modern tech with reliable mechanicals, including a Roof, A/C, and water heater replaced in 2019; an energy-efficient RadiantGUARD® Radiant Barrier Xtreme insulation system in the attic; a hybrid energy-efficient pool pump (2019); and new smart Samsung stainless steel kitchen appliances (2024), plus a matching Samsung washer and dryer. With the HOA handling front lawn care, this home is truly 100% move-in ready. Enjoy mornings at Tuscawilla Country Club, afternoons at Trotwood Park, and weekends on the Seminole Trail - all paired with top-rated Seminole County schools and swift access to SR-417. Don't miss this opportunity; schedule your showing today. For tech-focused buyers, the complete network infrastructure - including the server rack, 48-port Netgear PoE switch, pfSense router, UniFi Access Points, Synology RS822+ (4x8TB drives), and Synology DiskStation DS923+ can also be included via a separate bill of sale.

766 Andover Circle, Winter Springs

201 Burgess Drive, Winter Springs
$635,000
4 Beds ⋅ 3 Baths ⋅ Avery Park SubDv. ⋅ 32708 Zip Code
Welcome Home to charming FRONT PORCH LIVING in the sought-after GATED community of AVERY PARK! This upscale neo-traditional beauty offers real community feel from the moment you arrive. The refreshed LANDSCAPING and inviting FRONT PORCH set the tone for this lovely 4 BEDROOM, 2.5 BATH, 3-CAR GARAGE home. Step inside to a light and bright foyer with HIGH CEILINGS and an OPEN FLOOR PLAN built for easy living. The heart of the home is the LARGE KITCHEN, featuring a center island, granite counters, 42-inch WOOD CABINETS, and a BRAND NEW BACKSPLASH that ties the whole space together. The family room offers plenty of space for big gatherings or quiet nights in. Retreat to the OVERSIZED PRIMARY SUITE with tray ceilings, a custom walk-in closet, and an en-suite with dual sinks and a HUGE GARDEN TUB. Upstairs you'll find three more bedrooms and a spacious bonus room. UPDATES INCLUDE: ROOF 2020, plantation shutters, LUXURY Vinyl, interior paint, exterior paint 2021. SMART HOME FEATURES include EV CHARGING wiring, HIGH-END LUTRON SWITCHES with clock timers, a built-in SECURITY SYSTEM, a HYBRID HOT WATER HEATER, a TOP-OF-THE-LINE IRRIGATION SYSTEM, HVAC two units (8 & 9 yrs). Located in the heart of Winter Springs, Avery Park residents enjoy a community POOL, playground, basketball court, gazebo, and stocked fishing pond, plus walking distance to TOP-RATED SCHOOLS, shopping, Seminole County TRAILS, and Award-Winning CENTRAL WINDS PARK. Easy access to the 417 makes commuting a breeze. Make your appointment today. This one won't last long!

201 Burgess Drive, Winter Springs

288 Ringwood Drive, Winter Springs
$439,900
3 Beds ⋅ 2 Baths ⋅ Deer Run Unit 23a SubDv. ⋅ 32708 Zip Code
Virtually Staged. YOUR OPPORTUNITY IS ABOUT TO BE GONE! Tucked beneath a canopy of majestic oaks in the established Tuscawilla Forest community, this charming 3-bedroom, 2-bath, 2-car garage home offers approximately 1,700 square feet of living space on a spacious .26-acre lot—along with something you simply can't recreate overnight: character, mature landscaping and the welcoming feel of an established neighborhood. Cherished by the same homeowner since 2004, this has been a much-loved home for more than two decades. The owners have especially treasured their wonderful neighbors and convenient location, and now it's time for a new owner to begin their own chapter here. Step inside and you'll immediately appreciate the desirable split-bedroom floor plan, vaulted ceilings and skylights that bring natural light into the main living areas. At the heart of the home, the inviting living space features a double-sided fireplace, warm wood accents and built-in shelving. The kitchen offers real wood cabinetry, generous counter space, breakfast bar, stainless-steel appliances and stylish tile backsplash, opening naturally to the main living area. The primary suite offers a private retreat with a beautifully remodeled bath featuring dual vanities, soaking tub and separate glass-enclosed walk-in shower with striking tile and pebble-stone accents. The secondary bath has also been beautifully remodeled. MAJOR IMPROVEMENTS HAVE ALREADY BEEN MADE, including a NEW ROOF IN 2021 with new gutters and gutter guards, A/C SYSTEM IN 2020 with parts-and-labor warranty noted through 2030, REMODELED BATHROOMS IN 2024, PEX PLUMBING, TWO-TONE VINYL PRIVACY FENCE IN 2023 and NEW ST. AUGUSTINE GRASS IN 2023. Additional improvements include the updated kitchen, lighting and ceiling fans, flooring and sprinkler system. And then there's the OUTDOOR LIVING! Sliding glass doors lead to an expansive screened and covered lanai, perfect for morning coffee, weekend gatherings or simply enjoying Florida living. Beyond the lanai, the large, private fenced backyard is shaded by beautiful mature trees with plenty of room for gardening, pets, play, entertaining—or perhaps that future pool you've been dreaming about. Whether hosting friends, enjoying a quiet evening under the trees or simply unwinding after a long day, this backyard offers the space and privacy to enjoy being home. LOCATION, LOCATION, LOCATION! Enjoy the charm of an established Winter Springs neighborhood with access to Seminole County Public Schools while staying close to everything. Nearby Trotwood Park, Central Winds Park, Bear Creek Nature Trail and the Cross Seminole Trail provide walking, biking, sports, playgrounds and outdoor recreation. Shopping, dining and everyday conveniences are nearby, with easy access to Oviedo, UCF, Winter Park, SR 417 and the greater Orlando area. With its mature surroundings, nearby parks and trails, convenient location and the kind of neighbors the current owners will truly miss, it's easy to understand why they called this home for more than 20 years. Some homes simply have a story—and this one has been loved for more than two decades. Filled with memories and thoughtfully cared for through the years, 288 Ringwood Drive is ready for its next chapter...and its next owner to call it HOME.

288 Ringwood Drive, Winter Springs

864 Bentley Green Circle, Winter Springs
$679,000
4 Beds ⋅ 3 Baths ⋅ Bentley Club At Bentley Green SubDv. ⋅ 32708 Zip Code
Welcome to 864 Bentley Green Circle, a move-in-ready luxury sanctuary situated on a quiet cul-de-sac lot in Winter Springs. Offering 4 bedrooms, 3 full bathrooms, and over 2,200 square feet of meticulously updated living space, this home seamlessly blends sophisticated interior accents with private, resort-style outdoor living. WHAT’S SPECIAL GOLF COURSE ACCESS & VIEWS | RESORT-STYLE GAS-HEATED SALTWATER POOL & SPA | 4 HARDWOOD BEDROOMS | UPDATED SPA BATH | CUSTOM BUILT-INS & WINDOW SEATING | GOURMET KITCHEN WITH GRANITE COUNTERTOPS | CUSTOM GAS BLACK MARBLE FIREPLACE | HIGH CEILINGS & CUSTOM CROWN MOLDING Arrive via a grand circular drive centered around a professionally landscaped island, featuring a newly updated limestone walkway that creates an elegant entryway. Inside, the light-filled open floor plan boasts high ceilings, newly painted walls, transoms, interior glass doors, and smart recessed lighting with nightlight mode. The main living area is anchored by a stunning custom black marble gas fireplace and expansive sliding glass doors that open to the lanai. A formal dining room offers luxury vinyl flooring, custom crown molding, and a statement chandelier, while a dedicated lounge/den provides cozy custom built-ins and window seating. The gourmet kitchen comes complete with granite countertops, tile flooring, newly installed stainless-steel appliances, including a new refrigerator, and convenient access to a laundry area with a recently purchased large-capacity washer and dryer set. The main-level owner's retreat serves as a true sanctuary, featuring hardwood floors, a sitting area, built-in electric wall fireplace, space for a coffee station, spacious walk-in closet, and a completely updated spa bath with a deep soaking tub and oversized glass shower. Upstairs, three additional hardwood-floored bedrooms include one configured as an executive home office with scenic views of the nearby pond and golf course. Step outside into your private backyard oasis, highlighted by a gas-heated saltwater pool and spa designed for year-round enjoyment. The outdoor retreat also features a newly renovated screen enclosure, updated pool equipment, and multi-color pool lighting. Relax beneath the custom covered lanai showcasing a real wood ceiling, ceiling fan, and custom recessed lighting—complete with included patio furniture and an exterior TV. The grounds are surrounded by manicured landscaping, lush palm trees, privacy hedges, and a tranquil side-yard "Zen garden" designed to attract butterflies and hummingbirds. Adding to the lifestyle appeal, the property offers private access to the golf course, providing convenient access to Tuscawilla Country Club and its array of amenities. With a separate club membership, residents can enjoy amenities such as a lap pool, fitness center, dining, social events, golf, and more. Country club membership is not included with the property and must be purchased separately. Rounding out this exceptional property are dual driveways and a 2-car workshop garage equipped with built-in storage shelving and a 240-amp EV charging station.

864 Bentley Green Circle, Winter Springs

731 Seneca Meadows Road, Winter Springs
$559,900
4 Beds ⋅ 4 Baths ⋅ Parkstone Unit 3 SubDv. ⋅ 32708 Zip Code
Stunning - 2 story waterfront home in Parkstone ! Welcome to this beautifully designed two-story waterfront home in Winter Springs, Florida, offering 4 bedrooms, 3.5 bathrooms, contemporary style, and comfortable indoor-outdoor living. Ideally suited for those seeking a modern home in a desirable Central Florida community, this residence combines thoughtful design with serene waterfront views. Inside, the home features vinyl plank flooring throughout, creating a cohesive, contemporary look while offering durability and easy maintenance. The open-concept design provides an inviting flow between the living spaces, making the home ideal for both everyday living and entertaining. At the heart of the home is a gourmet kitchen featuring quartz countertops and stainless-steel appliances, complemented by a modern aesthetic and ample workspace. The kitchen seamlessly connects to the surrounding living areas, creating a natural gathering space for family and guests. The spacious two-story layout provides excellent separation between living and private spaces, with four bedrooms and three-and-a-half bathrooms offering flexibility for families, guests, a home office, or additional living needs. Step outside to the screened-in patio, where you can relax while taking in peaceful waterfront views. This covered outdoor area extends the home's living space and provides an ideal setting for morning coffee, evening gatherings, or simply enjoying the tranquil Florida surroundings. Located in Winter Springs, the property offers access to highly regarded schools, shopping, dining, parks, recreational amenities, and the many attractions of the greater Orlando area. With its contemporary finishes, spacious two-story design, gourmet kitchen, and waterfront setting, this home offers a desirable combination of modern Florida living and peaceful surroundings.

731 Seneca Meadows Road, Winter Springs

909 Devon Creek Road, Winter Springs
$469,900
4 Beds ⋅ 3 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
Virtually Staged. Short Sale. Live the Florida lifestyle in the beautiful gated community of Parkstone! This 4-bedroom, 3-bath pool home offers the perfect combination of comfort, convenience, and resort-style living. Spend sunny afternoons relaxing by your own private screened pool, enjoy morning walks or bike rides along the nearby Cross Seminole Trail, or take advantage of Parkstone’s community pool, tennis and volleyball courts, playgrounds, and lakefront dock on Lake Jesup. Even better, lawn care is included through the HOA, giving you more time to enjoy everything the community has to offer. Inside, the open and inviting layout is designed for both everyday living and entertaining, with spacious gathering areas and easy access to the covered outdoor living and pool area. A downstairs bedroom and full bath provide flexibility for guests, a home office, or multigenerational living, while the spacious primary suite upstairs creates a comfortable private retreat. The home has also been thoughtfully cared for with approximately $5,000 invested in new gutters and an extensive underground drainage system, including underground downspouts and dual French drains. Approximately two tons of river rock, a side-yard walkway, refreshed landscaping in 2026, and refreshed tile grout in all three bathrooms add to the home’s move-in-ready appeal. Whether it’s coffee by the pool, an evening walk through the neighborhood, a bike ride on the trail, or a day enjoying the community amenities, 909 Devon Creek offers more than a home—it offers an easy, active Florida lifestyle.

909 Devon Creek Road, Winter Springs

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Winter Springs FL Single Family Homes for Sale

There are 79 single family homes for sale in Winter Springs, Florida as of 2026-11-05, at a median list price of $449,900 and a median of 54 days on market. Detached homes, which make up most of what is for sale here.

Winter Springs single family homes for sale at a glance

Active single family homes79
Share of the Winter Springs market66.4% of 119 listings
Median list price$449,900
Median price per square foot$251
Median size1,784 square feet
Median year built1987
Median days on market54
On market 60+ days34 (43.04%)

Source: Stellar MLS via the Bridge RESO feed, pulled 2026-11-05. Updated weekly.

How Winter Springs single family homes compare to the rest of the city

The median single family home in Winter Springs asks $449,900 against $389,900 for the city as a whole, and $251 per square foot against $237. Single Family Homes make up 66.4% of everything on the market here.

50 of them, 63.29%, are asking less than they did originally, at a median reduction of 4.02%. That is the size of a first concession, not a final one.

Winter Springs single family homes by price range

Under $250,00011.3%
$250,000 to $400,0002835.4%
$400,000 to $600,0003341.8%
$600,000 and up1721.5%

Winter Springs single family homes by bedroom count

2 bedrooms3
3 bedrooms44
4 bedrooms22
5 bedrooms+10

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Zip codes

32708 (79)

Frequently asked questions

How many single family homes are for sale in Winter Springs, FL?

There were 79 active single family homes listed in Winter Springs as of 2026-11-05, 66.4% of the 119 residential listings in the city. That count comes from the Stellar MLS feed and is refreshed weekly.

What is the median price of a single family home in Winter Springs, FL?

The median asking price was $449,900 as of 2026-11-05, or about $251 per square foot. The median single family home on the market is 1,784 square feet and was built in 1987.

How long do single family homes take to sell in Winter Springs?

Median days on market was 54 as of 2026-11-05. 34 of the 79 active single family homes, 43.04%, have been listed 60 days or longer, and that is usually where the negotiating room is.

Are Winter Springs single family homes cheaper than houses in Winter Springs?

The median single family home asks $449,900 against $389,900 for all Winter Springs listings, and $251 per square foot against $237 citywide. Price per square foot is the fairer comparison.

The Homes In Orlando Team at NextHome Neighborhood Realty works with buyers and sellers across six Central Florida counties and publishes market data for Orange, Seminole, Lake, and Volusia. Call or text 407-616-9019 to see any Winter Springs listing on this page.

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