Winter Springs Real Estate

Winter Springs Real Estate

Welcome to Winter Springs, Florida – a hidden gem nestled in the heart of Seminole County. Known for its picturesque landscapes and vibrant community, Winter Springs combines the charm of small-town living with the conveniences of modern amenities. With its lush parks, scenic lakes, and welcoming neighborhoods, this city is perfect for families, retirees, and everyone in between.

Winter Springs boasts a rich history that dates back to the late 1800s, and today, it continues to thrive as a dynamic suburb of Orlando. The city features a variety of outdoor recreational opportunities, including the beautiful Central Winds Park, where you can enjoy walking trails, sports facilities, and picnic areas. The nearby Lake Jessup offers fishing and boating, making it a haven for nature enthusiasts.

Community spirit is at the heart of Winter Springs, with numerous events and festivals hosted throughout the year. The Winter Springs Festival of the Arts is a highlight, showcasing local talent and creativity. Additionally, the city’s commitment to education is evident in its top-rated schools, making it an ideal place for families looking to settle down.

With easy access to major highways and proximity to Orlando’s attractions, Winter Springs offers a perfect balance of tranquility and excitement. Whether you’re looking to buy your first home, invest in a rental property, or find a serene retirement retreat, Winter Springs has something for everyone. Come and experience the warmth and charm of this delightful city – your new home awaits!

Newest Listings in Winter Springs

$429,000
3 Beds ⋅ 2 Baths ⋅ Foxmoor Unit 1 SubDv. ⋅ 32708 Zip Code
Welcome to 205 Inkwood Court, a spacious three-bedroom, two-bath pool home with a versatile bonus room, centrally located in Winter Springs. Situated on an oversized lot at the end of a cul-de-sac, this home offers an excellent combination of space, privacy and comfort. The thoughtfully designed interior features a formal living room, a separate entertaining room with a welcoming fireplace and a flexible bonus room ideal for a home office, playroom or guest space. Both bathrooms have been recently updated. Outside, an expansive covered patio overlooks the screened-in pool and lanai, creating the perfect setting for year-round entertaining, outdoor dining or relaxing with family and friends. The spacious, fully fenced backyard provides additional privacy and plenty of room to enjoy the Florida lifestyle. Schedule your private showing today!

205 Inkwood Court, Winter Springs
$500,000
3 Beds ⋅ 2 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code
Welcome home to this bright, move-in-ready 3-bedroom, 2-bath retreat. Vaulted ceilings throughout the home create an airy, spacious feel, while the open floor plan is anchored by granite countertops and flows seamlessly into a sunlit sunroom, great for relaxing or entertaining. Step out to the screened lanai and take in peaceful water views, with a backyard that opens directly onto a former golf course and walking path. It's a golfer's paradise! The spacious primary suite creates a private escape, while solar panels keep energy costs low year-round. A new tile roof (installed August 2023) adds peace of mind, and the two-car garage provides plenty of storage. Enjoy resort-style living with community amenities including a pool, tennis and pickleball courts, scenic walking trails, and a welcoming clubhouse -all just minutes from shopping, dining, and major roadways. This is comfort, recreation, and outdoor living, all in one place.

615 Anhinga Road, Winter Springs
$330,000
2 Beds ⋅ 3 Baths ⋅ Barclay Reserve Twnhms SubDv. ⋅ 32708 Zip Code
Welcome Home to 512 Pine Branch Circle, a stunning contemporary townhome nestled within a secure gated enclave in the heart of Winter Springs. While originally built in 2006, this residence has been exceptionally well-maintained, offering the peace of mind that comes with a home. Roof replaced in 2021. New vinyl flooring and interior paint on downstairs level. Step inside to discover a bright, open interior elevated by stylish recent upgrades. The layout flows effortlessly from the kitchen into the living spaces, creating an inviting environment for hosting friends or relaxing in comfort. Outside, the community serves as a private retreat. You’ll appreciate the peaceful atmosphere and beautifully maintained grounds centered around a serene community pond—a picturesque spot to unwind and take in the Florida sunshine. This property combines the ease of low-maintenance townhome living with the reliability of a move-in-ready home. Don't miss the opportunity to make this polished, tranquil space your own. Schedule your private viewing today.

512 Pinebranch Circle, Winter Springs
$575,000
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 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!

943 March Hare Court, 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
$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. 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
$650,000
4 Beds ⋅ 2 Baths ⋅ Tuskabay Ph 1 SubDv. ⋅ 32708 Zip Code
Virtually Staged. ***You can build a new house, but you cannot recreate the character of an established neighborhood. Welcome to 4901 Petra Court, a warm and inviting four-bedroom, two-bath home situated on an oversized corner lot in Tuskabay, a well-established Winter Springs community just off Tuskawilla Road. With incredible curb appeal, this split-bedroom floor plan provides a comfortable balance of open gathering spaces and private retreats. The home has been meticulously cared for. ***Several important improvements have already been completed, including a whole-house RE-PLUMB in 2023, HVAC/heat pump replaced in December 2024, electrical panel replaced in January 2025. The roof was replaced in 2016.*** At the heart of the home, the living room features a vaulted ceiling, built-in bookshelves and a fireplace that brings warmth and character to the space. The beautifully updated kitchen offers 42-inch cabinetry, ceramic tile flooring and all appliances included. The home also provides exceptional flexibility with a formal dining room, private den or office, and a climate-controlled Florida room overlooking the mature backyard. Whether you need space to work, entertain, exercise or create, the layout can easily adapt to the way you live. Bamboo flooring adds warmth to the Florida room and office, while ceramic tile extends through the kitchen, bathrooms and laundry room. The generously sized primary suite offers a peaceful retreat with an additional area that could serve as a sitting room, reading nook, dressing area or private workspace. Three additional bedrooms are positioned separately, completing the thoughtful split plan. With its flexible living spaces, mature surroundings and unmistakable warmth, 4901 Petra Court is more than a house you tour—it is a home you will remember.

4901 Petra Court, Winter Springs
$375,000
3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 3 SubDv. ⋅ 32708 Zip Code
Welcome to 867 Benchwood Drive, a spacious and inviting 3-bedroom, 2-bathroom home nestled in the desirable Oak Forest at Tuscawilla community of Winter Springs! Situated on an oversized approximately 0.29-acre lot, this property offers a rare combination of comfortable living space, functionality, privacy, and an excellent location. Step inside to an inviting open-concept layout featuring the kitchen, dining area, and living space with easy flow for everyday living and entertaining. The spacious living room boasts a vaulted ceiling and two sliding glass doors that fill the space with natural light while providing beautiful views and direct access to the backyard. Tile flooring enhances the main living areas, while the generously sized bedrooms offer comfortable accommodations. The kitchen is thoughtfully positioned overlooking the living area and backyard, creating a connected and functional space. A versatile flex space provides additional options for a dining room, home office, playroom, or second living area. The spacious primary bedroom suite offers added privacy and features a very large walk-in closet, a mini-split AC/heater, and a freshly painted interior completed approximately one year ago. The primary bathroom was remodeled in 2025 and features a beautiful walk-in shower. One of the home's standout features is the expansive, fenced, organic backyard. Enjoy a private outdoor retreat with mature landscaping, fruit trees, garden areas, wooded views, a fire pit, and no rear neighbors—providing plenty of space for outdoor activities, gardening, entertaining, or simply relaxing in a peaceful setting. Additional features include a 2-car garage, ample driveway parking, and a storage shed. The location puts you minutes from highly rated Seminole County schools (K–12), Trotwood Park, Winter Springs Town Center, shopping, dining, and recreation, with easy access to SR 417. Offering a wonderful combination of neighborhood charm, generous outdoor space, privacy, and convenience, 867 Benchwood Drive is ready to welcome you home. Schedule your private showing today.

867 Benchwood Drive, Winter Springs
$624,500
3 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
RARE .40-ACRE TUSCAWILLA POOL HOME WITH EXTENSIVE UPDATES! This beautifully updated two-story home offers the space, privacy, and Florida lifestyle buyers are looking for with Major Improvements completed within the past Four Years! Highlights include ROOF & GUTTERS, Two HVAC systems, Water Heater, Windows, Sliders and front doors, Remodeled Kitchen with stainless steel appliances, updated bathrooms, and luxury vinyl flooring. The backyard is designed for Florida living with a Resurfaced Pool, new pool tile, expanded/resurfaced pool deck, new Screen Enclosure, and new pool pump/filter system. Additional upgrades include a water softener/filtration system, updated irrigation with new well pump and additional zones, exterior paint, refreshed landscaping, plus so much more. An OVERSIZED GARAGE, inside laundry, and room for RV/BOAT PARKING add valuable flexibility. Located in sought-after Tuscawilla, minutes from Tuscawilla Golf & Country Club, Central Winds Park, Trotwood Park, top-rated Seminole County schools, SR 417, UCF, shopping, dining and entertainment. A rare combination of large lot, private pool, extensive updates, and an exceptional Winter Springs location move-in ready and ready to enjoy!

116 Partridge Circle, Winter Springs
$499,999
3 Beds ⋅ 3 Baths ⋅ Country Club Village Unit 1 SubDv. ⋅ 32708 Zip Code
Here it is all together with clear paragraph breaks. No extra chatter. Welcome to 1010 W. Pebble Beach Circle, tucked away in the desirable Country Club Village of Tuscawilla. From the moment you step inside, the home feels bright, open, and full of character, with soaring vaulted ceilings, exposed wood beams, skylights, and a striking stone fireplace anchoring the main living space. Updated laminate flooring flows through the spacious living and dining areas, while the kitchen features granite countertops and stainless appliances. A major highlight of the home is the first-floor primary suite, complete with a private bath and walk-in closet, offering added convenience and privacy. Upstairs, secondary bedrooms each enjoy their own balcony, creating little retreats for family or guests. The oversized screened and covered rear lanai feels like a true extension of the home, perfect for relaxing or entertaining year-round. Multiple private courtyards and mature landscaping add to the overall sense of privacy and charm. And With a 2022 AC, updated plumbing, water softener, and low-maintenance HOA care, this home offers comfort today and peace of mind for the future. All just minutes from Tuscawilla Country Club, Trotwood Park, trails, and great local dining.

1010 W Pebble Beach Circle, Winter Springs
$285,000
3 Beds ⋅ 2 Baths ⋅ Seasons The SubDv. ⋅ 32708 Zip Code
Welcome to 526 Seasons Court, where low-maintenance living meets comfort, convenience and a great community setting! This beautifully updated home is tucked away on a fantastic lot with a peaceful pond view in the backyard, offering a relaxing backdrop and a little extra privacy. Inside, the remodeled kitchen shines with modern white shaker cabinetry, quartz countertops and luxury vinyl plank flooring, creating a bright and inviting space that feels fresh and move-in ready. Major updates include a 2022 roof and 2021 HVAC, giving you peace of mind for years to come. The home also features a 1-car garage, one assigned parking space and plenty of guest parking. The low monthly HOA includes lawn maintenance, so you can spend less time on yard work and more time enjoying the community's impressive amenities, including a sparkling pool, playground, tennis courts and basketball courts. Located in desirable Winter Springs, this is an easy-to-love home offering the perfect combination of updates, amenities and low-maintenance living. Come see why this one is worth calling home!

526 Seasons Court, Winter Springs
$785,000
5 Beds ⋅ 4 Baths ⋅ Winding Hollow Unit 5 SubDv. ⋅ 32708 Zip Code
WELCOME HOME to 337 Twelve Oaks Drive! This stunning Wisteria II Model offers 5 bedrooms, 3.5 bathrooms, and 3,660 square feet of beautifully maintained living space, perfectly positioned on an oversized .25-acre premium waterfront lot in the sought-after Winding Hollow community of Winter Springs. From the moment you arrive, you'll appreciate the lush landscaping, exceptional curb appeal, and pride of ownership throughout this immaculate home. Inside, an abundance of thoughtful upgrades and elegant finishes create the perfect blend of comfort, style, and functionality. The renovated gourmet kitchen is truly the heart of the home, featuring floor-to-ceiling custom cabinetry, quartz countertops, a large center island, stainless steel appliance package, stylish tile backsplash, and a water filtration system. The spacious kitchen opens beautifully to the expansive family room, creating an ideal space for everyday living and entertaining. Additional upgrades include all-new windows and doors, beautiful wood-plank ceramic tile flooring, plantation shutters, and newer attic insulation, providing both style and improved energy efficiency. The first floor features a spacious primary suite, a versatile den/office, formal living room, formal dining room, and a huge family room with serene views of the private pool, expansive patio, and tranquil pond. The primary suite provides a peaceful retreat with plenty of space and privacy. Upstairs, you'll find three additional generously sized bedrooms, each offering large closets, along with two full bathrooms and an impressive 17' x 24' game room—perfect for a media room, playroom, home gym, or additional entertaining space. The three-car garage provides abundant storage and parking, and features a custom garage floor coating for a polished, durable finish. Step outside and experience your own private oasis. The sparkling pool, spacious patio, lush landscaping, and peaceful waterfront setting create the perfect backdrop for relaxing mornings, afternoon swims, and memorable gatherings with family and friends. Located in desirable Winding Hollow, this home offers an exceptional Winter Springs lifestyle with walking trails, community park areas, close proximity to top-rated Seminole County schools, shopping, Winter Springs Town Center, restaurants, Central Winds Park, the Seminole Trail, and more. With its premium waterfront setting, private pool, spacious floor plan, three-car garage, extensive upgrades, and beautifully appointed living spaces, 337 Twelve Oaks Drive is more than just a home—it’s a lifestyle!

337 Twelve Oaks Drive, Winter Springs
Start Your Search