Winter Springs Real Estate

Winter Springs, Florida, located in Seminole County, is a charming suburban city known for its family-friendly atmosphere and natural beauty. With its well-maintained neighborhoods, excellent schools, and abundance of recreational opportunities, Winter Springs offers an attractive real estate market.

The real estate in Winter Springs caters to a range of preferences, from spacious single-family homes in established neighborhoods to modern townhouses and condominiums. Many properties boast large lots, lush landscaping, and serene views of lakes and conservation areas. The city's commitment to maintaining green spaces and preserving the natural environment enhances the overall appeal of the area.

Winter Springs is renowned for its top-rated schools, making it an ideal location for families seeking quality education for their children. The city also offers numerous parks, trails, and recreational facilities, allowing residents to enjoy outdoor activities such as hiking, biking, and picnicking. The nearby Cross Seminole Trail provides a scenic pathway for walking, jogging, and biking enthusiasts.

In addition to its residential appeal, Winter Springs boasts a thriving community with local events and festivals throughout the year. The Winter Springs Festival of the Arts, the Winter Wonderland holiday event, and the Oviedo-Winter Springs Christmas Parade are just a few of the popular events that bring the community together.

Winter Springs is conveniently located near major highways, including State Road 417 and State Road 434, offering easy access to nearby cities and attractions. The city is also within close proximity to shopping centers, dining options, and entertainment venues.

Available Winter Springs Real Estate For Sale

$170,000
2 Beds ⋅ 2 Baths ⋅ O6440232 MLS ⋅ 417 BLDG.
Welcome to this beautifully updated 2-bedroom, 2-bath first-floor condo located at 417 Sheoah Blvd, Apt 17, Winter Springs, FL 32708. This inviting home offers a spacious and comfortable floor plan with plenty of natural light throughout. The renovated kitchen provides a fresh and functional space and comes complete with all appliances. A washer and dryer are also included for added convenience. The home also features renovated bathrooms, adding to its fresh and move-in-ready appeal. The spacious living and dining areas feature tile flooring, creating an open and welcoming space for everyday living and entertaining. The generously sized primary bedroom features wood-look flooring and sliding glass doors that open directly to the outdoor patio, bringing in natural light and providing convenient access to the outdoor space. Enjoy the screened-in back porch and extended paver patio overlooking the community’s mature trees and green space. This inviting outdoor area offers a peaceful setting and added privacy, perfect for enjoying your morning coffee, relaxing outdoors, or entertaining guests. The community offers desirable amenities including a swimming pool and tennis courts. The HOA maintains the building exterior, roof, and community landscaping, providing valuable services for residents. Conveniently located in Winter Springs, this updated first-floor condo offers a wonderful combination of renovated interiors, spacious living areas, inviting outdoor spaces, and community amenities. Enjoy a great location within the desirable Seminole County school district, with convenient access to shopping, dining, parks, and major roadways. Schedule your private showing today and discover everything this beautiful condo has to offer!

417 Sheoah Boulevard Unit 17, Winter Springs

Courtesy of INVESTOR'S REAL ESTATE LLC

$415,000
3 Beds ⋅ 2 Baths ⋅ O6440341 MLS
Nestled in the desirable Oak Forest at Tuscawilla community, this 3 bedroom, 2 bathroom home is located near local parks, trails, shops, restaurants, and highly rated Seminole County schools. Inside, a spacious, open floor plan flows effortlessly between the living and dining areas, elevated throughout by custom crown molding and rich wood detailing that add a timeless, tailored feel rarely found at this price point. The lovely kitchen anchors the home with a center island and breakfast bar, perfect for casual meals or entertaining guests. The primary suite offers a peaceful retreat with a generous walk-in closet, while the additional bedrooms are equally impressive, each offering generous space and an abundance of natural light. Outside, a screened patio invites year-round outdoor living, and an attached 2 car garage completes this beautiful Winter Springs residence.

1067 Chokecherry Drive, Winter Springs

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY

$499,900
4 Beds ⋅ 3 Baths ⋅ O6440367 MLS
Virtually Staged. 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

Courtesy of MARK SPAIN REAL ESTATE

$497,000
4 Beds ⋅ 3 Baths ⋅ O6439713 MLS
Welcome to this beautiful 4-bedroom home in the heart of Tuscawilla! This well-appointed home offers a comfortable and versatile floor plan with a primary bedroom conveniently located on the main floor. Upstairs, you'll find three additional bedrooms and a spacious loft-perfect for a reading area, sitting room, home office or additional living space. Relax and enjoy the peaceful private garden views from the enclosed patio, creating a wonderful space for morning coffee, entertaining or simply unwinding at the end of the day. Property amenities include a large community pool, jacuzzi, fitness room and clubhouse. Enjoy an exceptional Tuscawilla location near Tuscawilla Country Club, Bear Creek Nature Trail, Sam Smith Park, Trotwood Park and just minutes from the Oviedo Mall and Oviedo on the Park offering a variety of dining, shopping and entertainment options. The home is located within the highly regarded Seminole County Public Schools, an A-rated school district and minutes from University of Central Florida. Conveniently located in Central Florida, approximately an hour from Walt Disney World, Universal Studios and many of Florida's beautiful beaches making this an ideal location for enjoying everything the area provides. Come see why this Tuscawilla home is the perfect combination of comfort, location and convenience!

1610 Fox Glen Court, Winter Springs

Courtesy of TUSCAWILLA REALTY, INC

$439,900
3 Beds ⋅ 3 Baths ⋅ O6439719 MLS
Welcome home to this beautifully maintained 3 bedroom, 2.5 bathroom pool home tucked away on a quiet, well mainicured Winter Springs Street, where pride of ownership shines. Designed with entertaining in mind, the spacious great room features a wood burning fireplace and overlooks the backyard oasis, complete with a fully paved pool deck, bar area, and entertaining garden, an incredible space for relaxing or hosting family and friends. Inside, you'll find new luxury vinyl flooring (2026), updated bathrooms, and a cersatile third bedroom featuring a murphy bed and built-ins, perfect for guests, a home office or both. Major improvements include a NEW ROOF (2023), insulated impact windows, and new gutters. And there's NO HOA! Enjoy the freedom of home ownership along with a fantastic Winter Springs location convenient to restaurants, shopping, SR 417, and I-4, plus highly regarded Seminole County Schools.

625 Pearl Road, Winter Springs

Courtesy of LANDSHARK REALTY

$525,000
4 Beds ⋅ 2 Baths ⋅ O6439293 MLS
Welcome home to this spacious 4-bedroom, 2-bath pool home located in the highly desirable Winter Springs community! Designed with a functional split-bedroom floor plan, this home offers the perfect balance of privacy, space, and comfortable everyday living. Step inside to soaring vaulted ceilings, abundant natural light, and separate formal living and dining rooms that provide plenty of flexibility for entertaining, working from home, or gathering with family. The heart of the home opens to a large screened lanai and sparkling pool, creating the perfect setting for Florida living year-round. Whether you’re enjoying a quiet morning outside, hosting friends for a weekend barbecue, or cooling off on a summer afternoon, the expansive outdoor living space is sure to become a favorite part of the home. The generously sized lot offers plenty of room to enjoy the outdoors and also features a storage shed with electricity—ideal for a workshop, hobby space, or additional storage. Major improvements offer added peace of mind, including a NEW ROOF, NEW PLUMBING, and NEW WATER HEATER. Best of all, the home is ideally situated in sought-after Winter Springs within walking distance of the area’s schools, making everyday routines incredibly convenient. With its spacious floor plan, beautiful natural light, private pool, large lot, and valuable recent updates, this home offers an incredible opportunity to enjoy everything Winter Springs has to offer!

699 N Endeavour Drive, Winter Springs

Courtesy of RE/MAX TOWN & COUNTRY REALTY

$425,000
3 Beds ⋅ 2 Baths ⋅ O6439470 MLS
Welcome to 744 Barrington Circle, a beautifully maintained home nestled in the heart of the sought-after Tuskawilla community of Winter Springs. Tucked away in the desirable Georgetown neighborhood, this 3-bedroom, 2-bath home offers a thoughtful split-bedroom floor plan, soaring vaulted ceilings, abundant natural light, and an inviting blend of indoor and outdoor living. A private courtyard welcomes you into the home, creating a charming space for gardening and enjoying the outdoors. Inside, the open living and dining areas feature beautiful wood floors and vaulted ceilings, creating an airy and spacious feel. The living room flows seamlessly into the Florida room, where three sets of updated sliding glass doors bring the surrounding greenery indoors and open to the tranquil backyard. With a beautiful greenbelt directly behind the property, there are no rear neighbors, offering exceptional privacy. The spacious eat-in kitchen features white cabinetry and stainless steel appliances, while the generously sized primary suite offers double-door entry, plenty of room for a king-size bed, a walk-in closet, built-in vanity, and an ensuite bath with a separate garden tub and shower. The split-bedroom layout provides privacy for everyone, with two additional bedrooms located separately from the primary suite and sharing a full bathroom. Another unique feature is the air-conditioned bonus room within the garage, providing endless possibilities as a home office, gym, workshop, playroom, hobby space, or additional hangout area. Additional updates include new windows and doors, a new garage door, epoxy garage flooring, and fresh exterior paint. Residents of Georgetown enjoy a community pool, while the HOA includes front-yard lawn maintenance, making it easy to enjoy the neighborhood without the added upkeep. The home is also located in a highly desirable school zone, especially Keeth Elementary, and just minutes from Tuskawilla Country Club (membership separate) and Trotwood Park, one of the area's favorite recreational destinations with a splash pad, playground, tennis and pickleball courts, baseball fields, fishing, open green space, pavilions, and picnic areas. Private, peaceful, and perfectly positioned in the heart of Tuskawilla, 744 Barrington Circle offers the space, flexibility, and lifestyle that make this one of Winter Springs' most desirable places to call home.

744 Barrington Circle, Winter Springs

Courtesy of VAN DEN BERG REAL ESTATE GROUP

$449,000
3 Beds ⋅ 2 Baths ⋅ O6438093 MLS
Welcome to this charming 3-bedroom, 2-bathroom single-family home in desirable Winter Springs, Florida! Freshly painted and move-in ready, this inviting home features beautiful granite countertops in the kitchen and a comfortable, functional layout with ceramic tile flooring throughout the house. The enclosed porch and private backyard provide the perfect setting to relax, unwind, and enjoy your evenings and weekends. Best of all, lawn maintenance is taken care of by the HOA, giving you more time to enjoy your home and community. Residents also have access to wonderful community amenities, including a beautiful clubhouse, swimming pool, jacuzzi, and fitness room. Conveniently located short distance to Sam Smith Park and just a short drive from shopping, dining, and Oviedo Mall, this home offers an excellent combination of comfort and convenience. The property is also located in an area known for highly rated Seminole County schools. Don't miss the opportunity to make this beautiful Winter Springs home your next home!

1714 Fox Glen Court, Winter Springs

Courtesy of SAND DOLLAR REALTY GROUP INC

$409,900
3 Beds ⋅ 2 Baths ⋅ O6438464 MLS
MULTIPLE-OFFER SITUATION: The sellers have requested that all highest and best offers be submitted by Friday, September 11. Discover the comfort and convenience of Tusca Oaks, located within the sought-after Tuscawilla Community in Winter Springs and zoned for highly regarded Seminole County schools. This 3-bedroom, 2-bath home offers over 1,600 square feet of inviting living space, featuring a welcoming foyer, open-concept design, and vaulted ceilings that create a bright, spacious feel throughout the main living areas. The kitchen features Formica countertops, matching appliances, generous cabinet storage, and a convenient flow into the dinette, making it ideal for both everyday living and entertaining. The home features a combination of tile and laminate flooring, with carpet in one guest bedroom. The primary suite offers a walk-in closet and an ensuite bathroom with a separate shower and garden tub. The interior laundry room includes a window for natural light, along with a bumped-out space across from the washer and dryer that offers a great opportunity for a future built-in. Recent updates include a re-roof in 2021, a water heater approximately three years old, and brand-new interior and exterior paint completed in August 2026. The A/C is approximately 20 years old. A screened-in back porch overlooks the backyard, offering a comfortable space for outdoor dining, entertaining, pets, play, or simply enjoying the Florida sunshine. The backyard provides additional space to enjoy the outdoors. Tusca Oaks residents enjoy a low HOA fee and access to a community pool, while the home’s location within Tuscawilla puts you close to Trotwood Park, Tuscawilla Country Club, Tuscawilla Square, Bear Creek Nature Trail, Cross Seminole Trail for biking and recreation, and Sam Smith Park. Shopping, dining, major roadways, and highly regarded Seminole County schools are also conveniently nearby.

519 Pleasant Grove Drive, Winter Springs

Courtesy of LUKER & CO REAL ESTATE LLC

$465,000
4 Beds ⋅ 2 Baths ⋅ O6438866 MLS
Welcome home to Oak Forest in the heart of Winter Springs! This well maintained 4 bedroom 2 bath POOL home is ready for new owners. Bring your own style. Split floor plan, large lving room, open kitchen and bonus family room with wood burning fire place. Roof 2020, Water heater 2025. Backs up to conservation, no rear neighbors. Conveniently located close to shopping, dining, major roadways and A+ rated schools.

797 Night Owl Lane, Winter Springs

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY

$130,000
1 Beds ⋅ 1 Baths ⋅ O6438570 MLS ⋅ 220 BLDG.
Under contract-accepting backup offers. Move-In Ready First Floor 1 Bed/1 Bath Condo located in desirable Seminole County, Florida. Situated in the highly sought after "The Highlands" community, this condo offers effortless living. No stairs or elevator needed! Inside, you will find a spacious living room/kitchen combo. The generous sized primary bedroom has a walk in closet with the primary bathroom attached. The washer/dryer are conveniently located in a laundry closet right off of the bathroom. This condo is awaiting a new owner! Come see all this property has to offer! Call Today to schedule your private showing!

220 Moree Loop Unit 1, Winter Springs

Courtesy of COLDWELL BANKER REALTY

$629,999
4 Beds ⋅ 2 Baths ⋅ O6438183 MLS
Welcome to this beautifully upgraded 4-bedroom, 2-bathroom home in Avery Park, where modern finishes, impressive architectural details, and incredible indoor-outdoor living come together. A generous front porch overlooks the community’s large pond, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Inside, the formal entry hall immediately makes an impression with Venetian plaster niches, soaring 10-foot ceilings, crown molding, and artist-painted raised tray ceilings. The thoughtful details continue throughout the home, including a private office with crown molding and recessed lighting, along with formal living and dining rooms featuring beautiful tray ceilings. The kitchen is designed for both everyday living and entertaining, featuring a large island with seating, stainless steel appliances, a walk-in pantry, and a beautiful backsplash. A spacious interior laundry room provides additional storage and convenience. The primary suite offers its own retreat with beautiful tray ceilings, his-and-hers closets, and an updated ensuite bath featuring a spacious walk-in shower with frameless glass, floor-to-ceiling tile, and built-in niches. French doors open directly to the wood-ceilinged rear porch and private garden beyond. Another bedroom also features its own ensuite bathroom, offering added privacy and convenience for guests or family. Upstairs, a large private bonus room offers endless possibilities as an additional bedroom, art studio, hobby space, media room, home gym, or whatever best fits your lifestyle. Step outside to a lush backyard oasis surrounded by mature vegetation, complete with your own private pond and spa/hot tub. Whether entertaining, relaxing on the porch, or simply enjoying the peaceful surroundings, this outdoor space feels tucked away from it all. A rear-entry three-car garage adds even more functionality while maintaining the home’s inviting curb appeal. Located within Avery Park, a premier gated community offering resort-style amenities including a neighborhood pool, playground, basketball court, and stocked fishing pond. The home is also zoned for highly rated Seminole County schools and conveniently located near Winter Springs Town Center, the Cross Seminole Trail, Central Winds Park, SR 417, shopping, dining, and more. With upgraded interiors, flexible living spaces, a three-car garage, and a private backyard retreat, this home offers something special both inside and out.

116 Avery Lake Drive, Winter Springs

Courtesy of RE/MAX TOWN & COUNTRY REALTY

$779,000
4 Beds ⋅ 3 Baths ⋅ O6437290 MLS
A rare opportunity awaits in the heart of Tuscawilla. Welcome to 992 Sleeping Rock Court, a distinctive 4 bedroom, 2.5 bath Parade of Homes model pool home offering approximately 2,701 square feet of beautifully updated living space on an oversized .38 acre cul de sac homesite with the exceptional freedom of NO HOA. Designed with character, warmth and impressive architectural detail, this custom Parade of Homes model home immediately stands apart. Striking vaulted tongue and groove cedar ceilings in both the family room and primary suite create a rich, inviting atmosphere, while the beautifully updated wood burning fireplace serves as a dramatic centerpiece to the main living area. The spacious split bedroom floor plan provides privacy and functionality for both everyday living and entertaining. The primary suite feels like a private retreat, showcasing vaulted tongue and groove cedar ceilings, smart LED lighting, a remote controlled smart ceiling fan, custom closet shelving and an ensuite bath overlooking a private atrium. Throughout the home, thoughtful improvements include updated flooring, crown molding, baseboards, interior doors, electrical outlets, faucets and new ceiling fans. The kitchen features 36 inch cabinetry and updated black stainless steel appliances, including a 2025 dishwasher, along with a generous walk in pantry offering excellent storage. A dedicated laundry room, updated hall and half baths, custom closet systems and numerous smart home upgrades add convenience throughout. Step outside and discover an exceptional setting designed for the Florida lifestyle. The expansive covered lanai creates an impressive outdoor living and entertaining space overlooking the private pool with a beautiful natural rock waterfall, mature landscaping and oversized yard. Whether hosting friends, enjoying a quiet evening or relaxing poolside to the sound of the waterfall, this backyard offers the space, privacy and atmosphere that are increasingly difficult to find. The exterior has also received extensive improvements, including new brick pavers, updated fencing, cedar fascia, updated gutters and soffits, refreshed pool equipment with a Pentair pool pump, updated irrigation with a smart WiFi controller and a new mailbox. Major improvements have already been completed, providing tremendous value for the next owner. Updates include a 2019 roof and skylights, 2020 A/C, electrical panel, ductwork repairs and partial replacement, 2023 windows and three sliding glass doors with a Home Depot lifetime warranty, a new front door and a 2024 water heater. Technology and security have also been thoughtfully incorporated throughout the home with fiber internet, CAT8 wiring, a Nest thermostat, Ring doorbell, Nest Yale keypad front entry, keypad garage entry and Ring spotlight video cameras positioned at the front of the property. This home offers the rare combination buyers are searching for: a substantial homesite, a private pool with natural rock waterfall, mature landscaping, architectural character, extensive updates, impressive outdoor living space, Parade of Homes distinction and NO HOA restrictions or monthly HOA dues. It is a distinctive, non cookie cutter property filled with character, thoughtful upgrades and exceptional indoor and outdoor living spaces. Homes offering this combination of size, privacy, improvements, architectural personality and freedom from an HOA are increasingly difficult to find.

992 Sleeping Rock Court, Winter Springs

Courtesy of PARTNERS REAL ESTATE BROKERAGE

$385,000
3 Beds ⋅ 2 Baths ⋅ O6434167 MLS
Welcome to this beautifully updated 3-bedroom, 2-bath home situated on a spacious 0.27-acre lot with NO HOA in Winter Springs! This inviting home features a bright and functional layout, a beautifully kitchen, modern bathrooms, and a cozy living area with a wood-burning fireplace. The home also features a roof installed in 2021, along with newer windows and sliding doors throughout. The spacious primary bedroom offers direct access to the backyard, while the third bedroom includes a built-in desk and shelving, making it ideal for a home office or flexible workspace. Enjoy indoor and outdoor living with a spacious screened patio, perfect for relaxing or entertaining. Step outside to your private backyard retreat featuring a large deck, gazebo, hot tub, and plenty of space to enjoy the Florida lifestyle. The home also offers a 2-car garage and established landscaping. Conveniently located between SR 17/92 and Tuskawilla Rd., near shopping, dining, parks, and major roadways. Don’t miss the opportunity to make this beautiful property your next home!

200 W Panama Road, Winter Springs

Courtesy of EXP REALTY LLC

$597,500
4 Beds ⋅ 2 Baths ⋅ O6436089 MLS
Under contract-accepting backup offers. Welcome home! Step inside to discover stunning living areas that are designed for both everyday living and entertaining, including a large sunken, formal living room . This lovely home includes four bedrooms and two beautiful bathrooms. The entire home offers generous space with natural light filtering in from the newer, double pained windows. The family room provides a cozy atmosphere with a wood burning fireplace and overlooking the covered, screened patio and pool. The expansive primary suite serves as a private retreat with a bathroom with a walk-in shower, dual sinks with solid surface counters, a walk in closet and views of the sparkling pool . Additional updates include new windows in 2020, architectural shingled roof replaced in 2022, hot water heater replaced in 2019. There is tasteful, wood-look tile flooring throughout the home. Outside, enjoy Florida living at its finest with a covered and screened patio overlooking the sparkling pool —ideal for relaxing or entertaining year-round. Located in Tuscawilla, a highly desirable neighborhood and zoned for top-rated Seminole County schools. This tastefully maintained home combines charm and character and an unbeatable location. Call today to schedule your private showing.

1388 Yellow Pine Court, Winter Springs

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY

$644,900
4 Beds ⋅ 3 Baths ⋅ O6436630 MLS
There’s something about a home that makes everyday life feel a little more like vacation and this Winter Springs pool home delivers just that. Set on a spacious lot in the established Huntridge community, this 4-bedroom, 3-bath home offers nearly 2,850 square feet with room to gather, work, entertain and unwind. Soaring ceilings and abundant natural light create an open, airy feel, while the family room with wood-burning fireplace gives the home a warm, inviting center. A separate office/bonus space adds flexibility for working from home, hobbies or a quiet retreat. Out back, bring vacation home with your own private pool, covered lanai and summer kitchen, an ideal setup for long Florida afternoons, weekend cookouts and evenings spent lingering outside. The primary suite opens directly to the pool area and features a generous walk-in closet and spacious bath. Beyond the house, Winter Springs offers an easygoing, outdoor-focused lifestyle with nearby Trotwood Park, miles of walking and biking along the Cross Seminole Trail, Tuscawilla Country Club, and shopping and dining around Winter Springs Town Center and Tuskawilla Road.

248 Huntridge Way, Winter Springs

Courtesy of ACME REAL ESTATE FLORIDA LLC

$349,000
3 Beds ⋅ 2 Baths ⋅ O6436607 MLS
ADORABLE and MOVE-IN READY! Whether you're a FIRST-TIME HOMEBUYER or looking to "RIGHT-SIZE" into a more manageable home without sacrificing comfort. This charming 3-Bedroom, 2-Bath WATER-FRONT HOME will meet your needs and more. Paddleboard or canoe on the Water out back! Step inside to discover a bright and inviting open floor plan featuring soaring vaulted ceilings, abundant natural light, and a desirable split-bedroom layout that offers both privacy and functionality. The private OWNER'S SUITE serves as a relaxing retreat with a Vaulted Ceiling, a generous WALK-IN CLOSET and an ENSUITE BATH with a LARGE SHOWER. Nice size Secondary Bedrooms and Hall Bath with Tub/Shower on the opposite side of the home. Double Pane Windows and Sliding Glass Doors to the Back Patio which includes a Pergola with Covering, Fully Fenced Backyard and a variety of Fruit plants and trees; such as Pineapples and Bananas. New WATER HEATER just installed and permitted, ROOF 2021, with a partial reroof 2024, permitted; A/C 2013. New Frigidaire Range and Newer Washer and Dryer. NO HOA! Zoned for Winter Springs top-rated Schools. **Professional Photos Coming Soon!**

203 Cottonwood Drive, Winter Springs

Courtesy of COLDWELL BANKER REALTY

$549,000
4 Beds ⋅ 3 Baths ⋅ O6436090 MLS
Spacious 4 bedroom, 3 bathroom pool home off of Tuskawilla Rd! This home features two story ceiling in the formal living and dining room. The staircase and second story walkway over look the entrance and formal areas. The family room has a fireplace and is joined with the kitchen. On the first floor are also three large bedrooms, two of the bedrooms have attached baths. The primary bedroom is upstairs and has double walk in closets, and an oversized en suite bathroom. The pool has a screen enclosure and the yard is fenced. Roof replaced in 2022, complete Replumb ins 2023.

1142 Oday Drive, Winter Springs

Courtesy of MOREHOUSE REALTY INC

$442,000
3 Beds ⋅ 2 Baths ⋅ O6436014 MLS
Welcome Home to Your Winter Springs Garden Oasis! Step into the warmth and charm of this lovingly maintained 3-bedroom, 2-bathroom home, perfectly situated in the heart of Winter Springs, Florida. From the moment you arrive, it’s clear this home has been cared for with pride, offering a welcoming atmosphere both inside and out. One of the true highlights is the beautifully manicured, fully landscaped grounds that surround the entire home. Thoughtfully selected plantings, mature greenery, and carefully maintained gardens create a sense of privacy and tranquility at every turn. Every detail has been thoughtfully considered to create an inviting outdoor retreat. Step out back and discover your own garden oasis! The extended screened porch provides the perfect setting for morning coffee, afternoon relaxation, or gathering with friends and family while enjoying the peaceful beauty of the surrounding landscape. The lush landscaping creates a wonderful backdrop and makes this outdoor space feel like a private retreat. Located in the heart of desirable Winter Springs, this charming home offers the perfect blend of comfort, character, and Florida outdoor living. If you’ve been looking for a home that feels welcoming, cared for, and truly special, this garden retreat is ready to welcome you home.

107 Peregrine Court, Winter Springs

Courtesy of COLDWELL BANKER REALTY

$650,000
4 Beds ⋅ 3 Baths ⋅ O6435785 MLS
Under contract-accepting backup offers. UPDATED WINTER SPRINGS POOL HOME IN THE HIGHLY DESIRABLE TUSKAWILLA AREA! Welcome to 4951 Courtland Loop, where timeless character, extensive upgrades and the Florida lifestyle come together. This impressive .38-acre homesite is surrounded by beautiful mature oaks. TUSKABAY is located in the heart of TUSCAWILLA, one of ORLANDO's Best COMMUNITIES. Offering 4 bedrooms, 3 full baths and 2,562 square feet, this is the MOVE-IN READY Winter Springs home you've been waiting for. Top features include a desirable FIRST-FLOOR PRIMARY & Sec.Bedrooms, Gourmet KITCHEN, SIDE-ENTRY GARAGE, spacious living areas and impressive indoor-outdoor layout designed for entertaining. Main entry offers view of large living area with cozy, BRICK WOOD BURNING FIREPLACE with POOL & YARD VIEWS. OPEN CONCEPT DINING- LIVING ROOM COMBO flanking the kitchen, primary and secondary downstairs' bedrooms flows.The PRIMARY BEDROOM boasts CATHEDRAL CEILINGS, DOUBLE CLOSETS, TRANSOM/FULL LENGTH WINDOWS, immersing the room in natural light. Warm, wood style flooring contrasts the lighter finishes exquisitely and leads to the ENSUITE, LUXURY BATHROOM. The remodeled primary bath adds another touch of luxury with QUARTZ COUNTERTOPS, GOLD FINISHES, FARMHOUSE-STYLE SINK and GLASS ENCLOSED SHOWER with SUBWAY TILE. At the heart of the home is a beautifully RENOVATED KITCHEN offering a timeless look,appealing to discriminating buyers. Crisp, LIGHT CABINETRY with clean lines offers abundant storage, complemented by EXPANSIVE QUARTZ COUNTERTOPS and a classic backsplash. The butcher-block island compliments the STAINLESS STEEL APPLIANCES package including the JennAir range, low maintenance KitchenAid appliances with double oven, dishwasher, wine and beverage cooler. This kitchen was created for everyday living and entertaining, blending style and practicality. Upstairs you'll find two large, private bedrooms with a bathroom and loft view of the downstairs. Through the FRENCH DOORS to the outside you'll discover your own backyard retreat. Enjoy the swaying oak trees from your private lanai, in-ground POOL, expansive PAVER PATIO, extended walkways, over .38 ACRE FENCED YARD and mature landscaping provide an incredible setting for weekend gatherings, quiet mornings and year-round outdoor living. Enjoy the parklike feel from the comfort of home. Even more impressive is the investment already made in the home's major systems available to a buyer without having to assume the payment or finance a new roof or solar system. Buy HASSLE FREE, no insurance issues here with a 2021 installed roof, seller-owned 11.745 kW solar system, TESLA POWERWALL BATTERY, DOUBLE PANE WINDOWS, high-efficiency heat-pump water heater, WHOLE-HOME WATER FILTRATION AND SOFTENER, Nest thermostats and EV CHARGING combine modern technology with energy-conscious living. The sellers' transfer offers an incredible opportunity for a savvy buyer to buy an outstanding home at an even better VALUE. Too many improvements like upgraded irrigation, newer gutters and additional improvements to mention that make this home truly stand apart. If you've been searching for a WINTER SPRINGS POOL HOME, Tuskawilla home, updated 4-bedroom home, energy-efficient home or move-in-ready home in Seminole County, 4951 Courtland Loop deserves to be at the top of your list. Space. Pool. Upgrades. Energy efficiency. Exceptional Winter Springs LIFESTYLE. This is the home buyers have been waiting for—schedule your private showing today.

4951 Courtland Loop, Winter Springs

Courtesy of WATSON REALTY CORP

$399,900
3 Beds ⋅ 2 Baths ⋅ O6435081 MLS
Under contract-accepting backup offers. Welcome to your private retreat in the heart of Winter Springs. Set beneath mature trees in the established Highlands community, this inviting single-story pool home offers three bedrooms, two full baths and a thoughtfully updated interior designed for comfortable Florida living. Vaulted ceilings enhance the open main living space, while a wood-burning fireplace creates a warm and memorable focal point. The updated kitchen features crisp white cabinetry, granite countertops, stainless-steel appliances and an easy connection to the dining and gathering areas. The same wood-look ceramic tile flooring flows throughout the entire home, creating a cohesive appearance with no carpet to maintain. Both bathrooms have been remodeled, including the primary bath in 2020 and the secondary bath in 2023. Step outside to a screened, heated pool made for morning swims, relaxed afternoons and year-round entertaining. The pool heater and roof were replaced in 2022, while the fully fenced backyard provides additional outdoor space and privacy. An oversized two-car garage offers plenty of room for vehicles plus additional storage, recreational equipment or weekend toys. Highlands residents enjoy a clubhouse, community pool, playground, tennis and pickleball courts, and neighborhood trails—all with convenient access to shopping, dining and major roadways. This is the Florida pool-home lifestyle buyers have been waiting for.

872 Falkirk Drive, Winter Springs

Courtesy of CORCORAN PREMIER REALTY

$425,000
3 Beds ⋅ 2 Baths ⋅ O6435377 MLS
Welcome to this beautifully maintained 3-bedroom, 2-bath POOL home nestled on a quiet, tree-lined street in the highly sought-after Country Club Village of Tuscawilla. This inviting home offers a versatile floor plan ideal for both everyday living and entertaining, with volume ceilings, abundant natural light, and attractive, low-maintenance tile and luxury vinyl plank flooring throughout. The spacious living and dining areas provide wonderful flexibility and can easily be arranged to complement your lifestyle. At the heart of the home, the kitchen overlooks the dinette and family room and features stainless steel appliances, ample prep and storage space, pull-out drawers, a built-in pantry and built-in wine rack. Its thoughtful location also offers possibilities to open or expand the kitchen toward the rear of the home, creating an even greater connection to the outdoor living and pool area. A charming greenhouse window in the dinette is perfect for growing fresh herbs or displaying your favorite plants. The spacious owner's suite provides a relaxing retreat with direct access to the back porch, a beautifully updated shower and vanity with granite countertop, an oversized window overlooking the atrium, and generous closet space. Two sizable secondary bedrooms are located toward the front of the home, with one offering direct access to the charming atrium. Step outside and enjoy your morning coffee or unwind at the end of the day on the private back patio overlooking the sparkling pool and hot tub, all tucked behind a privacy wall to create your own peaceful outdoor retreat. The pool screen was replaced in 2022 for added peace of mind. The OVERSIZED two-car garage is another standout feature, offering an extended workshop area with ample room for a golf cart, along with built-in shelving, attic stair access and a convenient rear-exit door. Hot water heater replaced Sept 2026. Country Club Village offers the perfect combination of a peaceful neighborhood setting and exceptional convenience. Located adjacent to Tuscawilla Country Club, optional memberships provide access to golf, tennis, fitness facilities, social activities, clubhouse amenities and more. Enjoy nearby parks and nature trails, highly rated Seminole County schools, shopping and dining, along with convenient access to UCF, Seminole State College, Orlando Sanford International Airport, Orlando International Airport and major roadways 417, 408, 528 and I-4. Don't miss the opportunity to make this exceptional Tuscawilla pool home your own—schedule your private showing today!

1162 E Winged Foot Circle, Winter Springs

Courtesy of COLDWELL BANKER REALTY

$300,000
3 Beds ⋅ 3 Baths ⋅ O6435319 MLS
Welcome to 412 Horizon Drive, a beautifully maintained home in the desirable Winter Springs community. The inviting kitchen features granite countertops, stylish cabinetry, and stainless-steel appliances, while ceramic tile and wood-laminate flooring provide a cohesive flow throughout the home. The primary suite is highlighted by a spa-inspired bathroom with a barn-door entry, an expansive tiled shower, and a rainfall-style multifunction shower system with a handheld wand. Additional features include generous living spaces, ceiling fans, updated windows, a 2018 roof, a 2018 A/C system, and new exterior paint completed in 8/2026. The spacious yard is ready for outdoor entertaining. Conveniently located near shopping, dining, parks, and everyday amenities. This is a home you will not want to miss!

412 Horizon Drive, Winter Springs

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY

$304,987
2 Beds ⋅ 2 Baths ⋅ O6434281 MLS
Under contract-accepting backup offers. The perfect starter home is Officially on the market…this move-in ready GEM in the heart of Winter Springs delivers the perfect blend of solid construction, key big-ticket updates, and unbeatable everyday convenience. Inside you’ll discover a bright, thoughtful layout featuring a beautifully updated primary bathroom plus ceramic tile flooring throughout the whole home for low maintenance living. Rest easy knowing the major mechanical systems have been taken care of for years of peace of mind. The roof was replaced in 2021, both HVAC and water heater in 2020, plus the home has been re-piped. Beautiful granite counter tops and stainless steel appliances truly enhance the kitchen area. The expansive, fully fenced backyard is a true highlight—an open canvas with endless possibilities! Whether you dream of adding a private pool, setting up a playground, hosting weekend gatherings, or building the ultimate outdoor entertainment space, there is room for it all. Centrally located with easy access to top-rated Seminole county schools, local parks, dining, shopping, and major roadways, this turnkey home offers solid bones and peace of mind. Tell your agent to add 1411 La Paloma Circle to the list and see it Today!

1411 La Paloma Circle, Winter Springs

Courtesy of COLDWELL BANKER REALTY

$435,000
3 Beds ⋅ 2 Baths ⋅ O6432192 MLS
Welcome to 806 Big Buck Circle, a charming 3-bedroom, 2-bath home offering 1,887 square feet of living space in the established Oak Forest community of Winter Springs. This single-story home offers a comfortable, functional layout with plenty of opportunity to make it your own. Step outside to the screened-in back porch, a wonderful spot for morning coffee, outdoor dining, or relaxing while overlooking the spacious, grassy backyard. Enjoy all that Winter Springs has to offer with nearby parks, trails, shopping, dining, and recreation. Trotwood Park is just minutes away, with additional outdoor destinations including Central Winds Park and the Cross Seminole Trail. Winter Springs Town Center, Oviedo Mall, grocery stores, restaurants, and everyday conveniences are also within easy reach. Convenient access to SR-434 and SR-417 makes it easy to reach Oviedo, Winter Park, Lake Mary, UCF, and the greater Orlando area. With three bedrooms, a two-car garage, generous backyard space, and a screened outdoor living area, this well-loved home is ready for its next chapter. Come see the possibilities at 806 Big Buck Circle!

806 Big Buck Circle, Winter Springs

Courtesy of SHAWFIELD REALTY GROUP

$569,000
4 Beds ⋅ 2 Baths ⋅ O6433692 MLS
Under contract-accepting backup offers. Welcome to 1017 Antelope Trail, a beautifully reimagined home situated on an oversized 0.39-acre lot in the heart of Tuscawilla, one of Winter Springs’ most established and sought-after communities. Surrounded by mature trees and offering an incredible combination of space, privacy, and modern finishes, this home has been thoughtfully renovated from top to bottom. Step inside to a bright, open-concept floor plan featuring luxury vinyl plank flooring throughout, abundant natural light, and spacious living areas designed for both everyday living and entertaining. At the heart of the home is the beautifully updated kitchen, complete with an oversized island with seating, quartz countertops, shaker-style cabinetry, stainless steel appliances, and a beautifully designed butler’s pantry offering additional storage and prep space. The split-bedroom floor plan provides added privacy, while the renovated bathrooms feature modern vanities, sleek black fixtures, frameless glass showers, and stylish tilework. Multiple living and dining spaces give the home tremendous flexibility, whether you're entertaining, working from home, or simply looking for room to spread out. The renovation goes well beyond the finishes. Major improvements include a new roof, new septic tank and drain field, new windows, new doors, and updated finishes throughout, offering the peace of mind that comes with a truly comprehensive renovation. Outside is where this property becomes even more special. Set on nearly four-tenths of an acre, the fully fenced backyard offers an impressive amount of usable space beneath a canopy of mature trees. Whether you envision a future pool, outdoor kitchen, play area, space for pets, or simply a private backyard retreat, there is plenty of room to make it your own. A large rear patio and multiple sliding doors create an effortless connection between the home's indoor and outdoor living spaces. And then there’s the location. Tuscawilla is known for its tree-lined streets, established neighborhoods, parks, trails, and strong sense of community. Enjoy nearby recreational options including Trotwood Park and the Cross Seminole Trail, along with convenient access to shopping, dining, Winter Springs Town Center, SR 434, and SR 417. The community is also home to Tuscawilla Country Club, offering golf, tennis, swimming, dining, and social amenities through optional club memberships. Beautifully renovated, sitting on an oversized lot, and located in the heart of one of Winter Springs’ most recognizable communities, 1017 Antelope Trail offers the space and character of an established Tuscawilla home with the finishes and updates of something new.

1017 Antelope Trail, Winter Springs

Courtesy of COMPASS FLORIDA LLC

$267,500
3 Beds ⋅ 3 Baths ⋅ O6431829 MLS ⋅ Unit 11 BLDG.
Welcome to Tuscany Place in the heart of sought after Tuscawilla! This townhouse styles condo offers a open floor plan with abundant natural light, generous living and dining areas, peaceful green back yard and spacious kitchen perfect for everyday living and entertaining. All bedrooms are upstairs with 2 full bathrooms and laundry. Enjoy the greenery, calmness of the shaded outdoor patio; ideal for relaxing after a long day or lounging. This popular gated community offers many amenities including a community pool, beautifully maintained grounds, located within walking distance to Trotwood Park & little shops AND close to all major roads, amenities, schools, medical facilities, shopping, dining, schools, golf course and parks. A fantastic opportunity to enjoy the Winter Springs lifestyle! Great opportunity to enjoy this community & put your personal touches to this home. Priced to sell Motivated seller, bring your offers!

600 Northern Way Unit 1108, Winter Springs

Courtesy of ALFANO PROPERTY MANAGEMENT

$295,900
3 Beds ⋅ 2 Baths ⋅ O6433718 MLS
SINGLE FAMILY HOME. Stunningly Renovated Gem in Winter Springs. Looking for the perfect blend of modern comfort and community living? Look no further! This spectacular, Renovated home in the desirable Wildwood community is ready for its new owners. Brand New Solar Panel System, Green energy. Paid off. This almost 1,300 sq. ft. residence has been thoughtfully updated with high-end finishes throughout. Offers New roof in 2022. New cabinets and stunning granite countertops. Modern Baths with Porcelain wall tiles, new vanities, and upgraded faucets. Fresh paint inside and out, new baseboards, and elegant tile flooring. Resently replace water heater, A/C unit 2018 . 3 Bedrooms, 2 Bathrooms, spacious living and dining areas, plus a garage and carport. Community & Location Benefits: Enjoy the active Wildwood lifestyle with access to a pool, playground, tennis court, and volleyball court. You will be perfectly positioned in a top-rated school district with easy access to major highways (434, 17-92, I-4, 417, 436) and minutes away from the Altamonte Mall, Lake Mary, premier shopping, dining, and healthcare.

736 Summerland Drive, Winter Springs

Courtesy of LA ROSA REALTY CW PROPERTIES L

$178,900
2 Beds ⋅ 2 Baths ⋅ V4950741 MLS ⋅ 311 BLDG.
Virtually Staged. Enjoy life in this beautiful, recently renovated 2 bedroom, 2 bathroom patio home located in the beautiful Indian River community in Winter Springs. Welcome to a low maintenance lifestyle with the Condo Assn maintaining the lawn, sparkling community pool and clubhouse, tennis courts. This Central Florida location, near roads 434, 419 and 17/92, provides convenient access to the Winter Park restaurant and shopping district, other restaurants, shopping such as Publix, plus the Oviedo Mall and Advent Hospital. It is also only a 25 minute drive to the University of Central Florida and, so, is perfect for Faculty or Students! There are multiple parks in the area, such as Mount Greenwood Park and Big Tree Park, which host many activities throughout the year. The newly installed kitchen and freshly painted interior looks beautiful. One of the standout features of this home is the private outdoor space. The fenced patio area creates a comfortable spot for morning coffee....... ......container gardening, pets, outdoor dining, or relaxing at the end of the day. The included storage shed at 6 ft by 4 ft adds valuable functionality, offering extra space for tools, bikes, surfboards, or outdoor equipment. Indian River offers a peaceful residential setting known for its convenient access to parks, trails, shopping and dining. With its newly renovated interior, efficient 2-bedroom layout, private fenced outdoor space, storage shed, and desirable Winter Springs location, this condominium patio home offers comfort, convenience, and low-maintenance living in one of Seminole County's most appealing areas.

311 San Miguel Street Unit 311, Winter Springs

Courtesy of COLDWELL BANKER COAST REALTY

$510,000
3 Beds ⋅ 2 Baths ⋅ P4939571 MLS
Property is well maintained, had been owned by a former major league baseball prayer. Adjacent to a nice secluded pond. The pool and lanai area is wonderful for quiet sitting, meditation, reading and then jump into the pool for a refreshing dip. The subdivision is one minute from a convenience store and access to Rt 417 highway to all parts of Central Florida. Spacious master bedroom with very big walk-in closet. This is in move-in condition subject only to your color decorations. Part of the Tuscawilla Master Community !!

133 Redtail Place, Winter Springs

Courtesy of PARTYKA GROUP INC

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