Winter Springs Real Estate

Recently Sold Listings in Winter Springs, FL

Welcome to your dedicated resource for viewing Sold listings in Winter Springs, FL. As local Winter Springs, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Winter Springs, FL below, or if you are looking to sell a home in Winter Springs, FL contact a local agent to discuss the possibilities.

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All Recently Sold in Winter Springs, FL

$2,057,000
5 Beds 5 Baths Huntridge SubDv. 32708 Zip Code
One or more photo(s) has been virtually staged. Welcome to your private lakefront playground in the sought after Tuscawilla area where every day feels like a vacation! This one-of-a-kind estate sits on the shores of Lake Tuskawilla, perfect for boating, fishing, skiing, swimming, paddle boarding, or just floating the stress away. As an added plus, alligators have never been seen on this lake! And, the sunsets will melt your heart! Drive through the beautifully landscaped entrance wall and brick-paved private drive to arrive at your quiet cul-de-sac escape, complete with a 3-car garage, beautiful gardens, pool, sauna, boathouse, dock, and massive party-ready deck. The inside? Even better. With 5 bedrooms, 3.5 baths, and a separate 1-bedroom 1 bath guest house, there’s room for everyone! Soaring ceilings, an open layout, and floor-to-ceiling windows showcase breathtaking lake views. The chef’s kitchen boasts top-of-the-line appliances, an oversized island, and leathered quartzite countertops, while the adjoining wine bar features a custom 50-bottle rack and dual beverage fridges. The spacious living areas center around a dramatic three-sided wood-burning fireplace, perfect for entertaining. The primary suite is pure indulgence—think cozy fireplace, spa-inspired bathroom, and custom closets that might require a shopping spree to fill. There’s even a large home gym with a private porch overlooking the lake which could be another guest room, home office or media room. Step outside to your personal resort: a covered lanai, one-of-a-kind pool with a waterfall and a private sauna for the ultimate wind-down. Top it all off with a new tile roof and an upgraded oversized 3 car garage with epoxy floors and storage galore. In addition, your offspring will enjoy the best education with the notable Geneva School just down the street as well as highly rated public schools. Golfers, tennis buffs and social butterflies will enjoy the Tuscawilla Country Club which is a stone's throw away. Parks, trails, restaurants and shopping are all conveniently situated in the community. Also commuting is a breeze with major highways nearby. This isn’t just a home—it’s a lifestyle. If you’ve been dreaming of lakefront luxury with a twist of wow, your dream just docked.

4024 W Danby Court, Winter Springs

$1,879,000
5 Beds 6 Baths Winter Spgs Unit 3 SubDv. 32708 Zip Code
Welcome to this extraordinary, newly renovated log and stone country style estate that blends timeless craftsmanship with the latest in modern upgrades. Nestled on approximately 2.5 wooded acres in the heart of sought-after Tuscawilla. This completely fenced, gated property offers unmatched privacy, security, and flexibility, making it the perfect family compound and a great opportunity for multigenerational living. Inside, you’ll find over 6000 sq ft with 5 magnificently oversized bedrooms, (including two primary suites) 5.5 bathrooms, two amazing living/ gathering rooms, a large bonus room/ home office/media room with wood and glass pocket doors plus an additional upstairs study with birds eye view of the sprawling front lawn, circular drive and children’s play area. The two primary suites consist of a stunning, lavishly renovated downstairs suite with luxury spa bath and room sized custom walk-in closet, and the enormous secondary suite upstairs with a private balcony. The two huge living rooms each include wood-burning. The main living/ gathering room includes a large custom bar and elaborate stone fireplace with custom mantle and TV mount. Holidays and every meal will be so enjoyable in the spacious open dining room! Your offspring and guests will adore the bedroom wing with giant bedrooms, especially the room with the custom built in bunk beds that sleeps 6 and the second living room at the end of the hall for endless play and entertainment. The gourmet kitchen features tons of granite counter space, Sub-Zero refrigerator/freezer, wine fridge, double ovens, Jennaire cooktop island, graphite farmhouse sink, and a sunny breakfast room with two pantries and expansive backyard views. The park-like front and backyards are a private oasis featuring tons of decking for entertaining, a large sparkling pool, fire pit, go-kart path, wooded trails, and open green space—perfect for gatherings, kid's, and outdoor living at its finest. Here are some more details: • New Level 5 smooth-finish drywall ceilings/walls • Refinished original oak hardwoods + Hallmark white oak LVP flooring • Custom cabinetry and carpentry throughout • New custom interior doors, trim, lighting, baseboards, and hardware • 24-gauge commercial-grade steel roof (2021) with copper penny gutter system ($100K+ value) • Spray foam insulation in all attic areas • Updated electrical, copper + PEX plumbing, water heater (2011) and whole house carbon filtration • 4 A/C units (two newer; two well-maintained Trane variable speed systems) • Double-pane windows with custom remote-control blinds • Level 5 smooth-finish drywall throughout • Refinished original 1979 oak hardwood flooring • Hallmark white oak LVP • Designer chandeliers and LED recessed lighting throughout Located just a block from the Tuscawilla Country Club, with golf, tennis, swimming, and social memberships available. Zoned for top-rated Seminole County schools and only 0.5 miles from The sought after Geneva School. Close to major highways, shopping, dining, and healthcare—with no mandatory HOA.

840 Dyson Drive, Winter Springs

$1,795,000
4 Beds 5 Baths Dunmar Estates 5 Acre Dev 28 Parcels SubDv. 32708 Zip Code
Welcome to Central Florida's hidden gem, a meticulously maintained 4-bedroom, 4.5-bath home nestled in a serene, horse-friendly gated community. Situated on a sprawling 5+ acre lot, this impressive residence offers nearly 5,000 square feet of luxurious living space, ideal for both entertaining and everyday comfort. As you enter, you'll be greeted by a wrap-around covered front porch that embodies quintessential country charm. Inside, all living areas and bedrooms are conveniently located on the first floor, ensuring easy access and seamless living. The expansive kitchen is a chef's delight, featuring ample counter space, abundant cabinetry, and a cozy breakfast nook that overlooks the family room with its inviting brick, wood-burning fireplace. The private primary suite is a true retreat, complete with two spacious closets and a luxurious en-suite bath. Adjacent to the primary suite, you'll find a comfortable living room and a formal dining room with soaring ceilings, perfect for hosting gatherings. Three additional well-appointed bedrooms round out the main floor. Upstairs, a generous loft with a full bath and convenient attic storage offers flexibility for various uses, whether as an office, playroom, or additional guest space. Step outside to enjoy the fully screened lanai and pool area, featuring a brick paver deck and picturesque wooded views—ideal for relaxing or entertaining. The property also boasts a substantial 1,200+ square foot "flex" building equipped with water and power, offering endless possibilities for a horse stable, workshop, art studio, or fitness area. Conveniently located, this home is just 25 minutes from downtown Orlando, 35 minutes from Orlando International Airport, 25 minutes from Sanford Airport, and 45 minutes from Disney. Experience the perfect blend of country tranquility and urban convenience in this exceptional Central Florida residence.

557 Dunmar Circle, Winter Springs

$1,500,000
7 Beds 5 Baths Tuscawilla Unit 11a SubDv. 32708 Zip Code
Multi-Generational Home | Two Houses | Luxury Resort-Style Living | 7 Bedrooms / 5 Bathrooms Welcome to 699 Bear Paw Ct — a Craftsman-style retreat set among beautifully manicured gardens on over an acre, offering refined, resort-style living with room for everyone to spread out and still feel effortlessly connected. Both homes are thoughtfully designed on a single level with no interior steps, providing ease of living and long-term comfort. **Back on the Mkt, 12.28.2025** Buyer Unable to Purchase. This rare two-dwelling property offers 7 bedrooms and 5 bathrooms total, making it ideal for extended family, long-term guests, or anyone who values space without separation. The main home includes a separate bonus room that works beautifully for movies, hobbies, or a quiet getaway when the house is buzzing — and also serves as the perfect cabana-style space, allowing you to step inside and relax after a swim. *The guest house is a standalone property, featuring 2 bedrooms and an open kitchen, dining, and living area that feel bright and welcoming. The generously sized primary suite includes a roll-in shower, offering both accessibility and comfort. *Both dwellings connect through a breezeway-style pool area with a pavered pool deck and lanai, creating an easy indoor–outdoor flow. Morning coffee outside, afternoon swims, evening gatherings under the covered area — it all just works. Located within the Tuscawilla community, the property offers the charm of Tuscawilla living, known for its tree-lined streets, parks, and proximity to Tuscawilla Country Club, along with golf cart–friendly roads that make getting around the neighborhood easy and enjoyable. *Exterior & Property Systems* New roofs on both the main house and guest house (2023) 22kVA propane generator supporting both homes, with independent control modules 250-gallon in-ground propane tank Four-stage water filtration system with in-line chlorinator Well-fed, Wi-Fi–enabled irrigation system with 10 zones Property-wide drainage flows to the residential lift station serving the guest house Propane-heated spa On-demand propane water heater serving the second guest room in the main house 30×50 parking pad with 50-amp electrical service and water, accessible from the rear driveway — ideal for RV or boat parking Safety, Security & Technology Fire and smoke detectors reporting directly to the fire station via subscription service Main house and guest house wired for Vivint security system Whole-house data, phone, and cable wiring in the main house, terminating in a dedicated data closet in the laundry room 16-camera surveillance system connected to a Wi-Fi–enabled DVR Multiple smart locks MyQ Wi-Fi garage door opener Wi-Fi–enabled stove Comfort & Everyday Living Whole-house speaker system with independent volume controls in most rooms Game room with custom built-in storage cabinets Summer kitchen equipped with an ice machine Five raised, irrigated flower or vegetable beds near the Hong Kong orchid tree. Ten pineapple plants are along the rear of the home. The Arabica coffee tree is located at the southwest corner of the property. Guest House Summary *New roof (2023)* Independent generator module Private residential lift station Connected to property-wide irrigation, drainage, and filtration systems Wired for Vivint security system

699 Bear Paw Court, Winter Springs

$1,500,000
5 Beds 5 Baths Reserve At Tuscawilla Ph 1 The SubDv. 32708 Zip Code
Welcome to your dream estate home in the coveted gated community of The Resverve at Tuscawilla — a rare opportunity to own one of the most stunning properties in the area. This timeless 5-bedroom, 3 full-bathrooms + 2 half-baths estate with a bonus room and loft is the perfect blend of functionality and resort-style outdoor living. From the moment you arrive, you're greeted by 9-ft imported California wrought iron double doors—a statement piece with removable glass panels to let in the breeze—framed by mature landscaping, custom landscape lighting, and an elegant travertine entrance. Every inch of this home has been thoughtfully upgraded. Step inside to soaring 12-foot ceilings and be instantly wowed by the grand formal living room, formal dining room, and expansive views straight through to your private backyard oasis. Custom millwork, wood-like porcelain tile floors, and high-end finishes bring warmth and sophistication to every living space. Completely renovated and expanded, the gourmet kitchen is an entertainer’s paradise. Featuring dual islands, all-wood cabinetry, high-end Jenn-Air appliances, a double oven (with microwave functionality), a no-touch trash drawer, custom pull-outs, in-cabinet and above-cabinet lighting, and a sleek dual-zone wine fridge — this kitchen is as smart as it is stunning. Hidden outlets inside drawers eliminate cord clutter, and the oversized picture window offers breathtaking views of the lanai and pond beyond. The back patio is the crown jewel of this home. With travertine floors, a Summer kitchen, gas fireplace, saltwater pool with waterfall feature, and gas-heated spa — every day feels like a vacation. Electric retractable screens give you the option to enclose the lanai for comfort with the push of a button, and the space overlooks a serene pond and permanent conservation area — meaning you’ll never have rear neighbors. Enjoy Florida evenings by your private firepit, just steps from the water. Inside, the split floorplan offers privacy and versatility. The massive primary suite is a retreat in itself, with peaceful backyard views and a spa-like bathroom redone in 2020 featuring a freestanding soaking tub with a designer chandelier, a walk-in shower with dual showerheads including a rainfall feature, his-and-hers vanities, and two custom closets — one built-in with sliding doors, and one walk-in with custom storage. Down a private hall off the living room are three generously sized bedrooms, all with new carpet, and two full baths, including a convenient pool bath with lanai access. The cozy family room is centered around a beautiful wood-burning fireplace with custom wood built-ins — ideal for relaxing nights in. Upstairs you’ll find the loft, and a connected, but private bonus room + 1/2 bathroom—the ultimate flex space. Use it as a private guest suite, home theater, game room, or multigenerational living setup. The storage is abundant and the possibilities are endless. Located in a gated community in the heart of the Tuscawilla neighborhood, this home offers access to A-rated Seminole County schools, local parks, and the Tuscawilla Country Club. Enjoy golf, tennis, trails, and a strong sense of community — all just minutes from your door. This is more than just a home — it's a lifestyle. With no rear neighbors, high-end upgrades throughout, and one of the best lots in the neighborhood, this is a rare opportunity to own a showstopping estate in Winter Springs. Schedule your private tour today.

116 Cherry Creek Circle, Winter Springs

$1,475,000
7 Beds 6 Baths Winter Spgs Unit 3 SubDv. 32708 Zip Code
Extraordinary Estate Home in Tuscawilla! You will not want to miss an opportunity to own this remarkable 7,000+ sq. ft. estate, nestled on 1.7 acres in Winter Springs' coveted Tuscawilla neighborhood, offering the perfect blend of space and functionality for large or multi-generational families. Sitting directly across from the Tuscawilla Country Club Golf Course, the main residence features 5 bedrooms, including 2 masters, 5 full baths, complemented by a newly renovated 1200 sq. ft. guest house connected by a portico. As you enter the main home you will notice a grand foyer showcasing the recently renovated staircase. The main level also showcases hand-scraped espresso oak flooring, a massive game room, and an oversized master suite with a fireplace. The flexible floor plan includes formal living and dining rooms, a family room, and a versatile office with a full bath and walk in closet that could serve as an additional bedroom. Upstairs, discover a second master suite with a private bath, walk-in closet, and loft space, plus two secondary bedrooms sharing a recently renovated Jack-and-Jill bathroom and access to a pool-view balcony. Additional recent upgrades include newly resurfaced lagoon-style pool, modern quartz countertops throughout, fully renovated guest house with new kitchen and bathroom, fresh paint and flooring. The property offers abundant parking with a 4-car garage, large basketball area, huge yard, and additional space for an RV or boat, all set within a peaceful, private setting in one of Winter Springs' most desirable locations. Make your appointment to see this beautiful estate home before it’s too late!

1035 Northern Way Unit 171, Winter Springs

$1,330,000
5 Beds 5 Baths Bear Creek Estates SubDv. 32708 Zip Code
Modern luxury meets timeless living in this exceptional newly renovated pool home located in the highly sought-after Bear Creek Estates community of Winter Springs. Nestled on a quiet cul-de-sac and set on an impressive 0.81-acre homesite, this estate offers privacy, space, and elevated design while remaining close to everything Central Florida has. Thoughtfully reimagined with both everyday living and entertaining in mind, the home features over 3,700 square feet of beautifully designed living space with a bright, open-concept layout flooded with natural light. Refined finishes throughout include designer Visual Comfort lighting, elevated materials, and carefully curated details that create a warm yet modern aesthetic. At the heart of the home is the chef’s kitchen, designed as the centerpiece for gathering and entertaining. It features a large oversized island with abundant storage, a beverage refrigerator, custom hood, and generous workspace that flows seamlessly into the surrounding living and dining areas. The split floorplan provides privacy and functionality. The luxurious primary suite is a true retreat, complete with a spa-inspired bathroom and separate owner’s closets. On the opposite side of the home, three additional bedrooms and two bathrooms provide comfortable accommodations for family or guests. A separate in-law suite adds exceptional flexibility, featuring its own living space along with a private bedroom and bathroom—ideal for extended family, guests, or multi-generational living. Designed for seamless indoor-outdoor living, the home opens to a covered lanai and screened pool enclosure, creating the perfect setting for relaxing, entertaining, and enjoying Florida’s year-round sunshine. The expansive backyard provides both tranquility and endless possibilities for outdoor enjoyment. Located in the established and desirable Bear Creek Estates neighborhood, residents enjoy a peaceful setting while remaining close to shopping, dining, and major roadways. This is a rare opportunity to own a fully renovated estate on nearly an acre in one of Winter Springs’ most desirable communities.

1502 Black Bear Court, Winter Springs

$1,325,000
5 Beds 5 Baths St Johns Landing SubDv. 32708 Zip Code
Presenting a truly exceptional 5-bedroom, 4.5-bath residence where luxury and sophistication converge. This magnificent estate, nestled in the intimate gated community of St. John’s Landing, where only 31 homes reside, has been meticulously crafted for an unparalleled living experience. No expense has been spared in creating a home that radiates elegance and refinement at every turn. Upon entry, you're greeted by porcelain tile that flows seamlessly throughout the home and soaring high ceilings that enhance the home’s open and airy feel. The kitchen is equipped with quartz counter tops, stainless steel appliances, wine fridge, and a reverse osmosis water filtration system. The bathrooms are adorned with the finest Moen fixtures, creating a polished and luxurious ambiance. Indulge in the serene beauty of floor to ceiling marble, deep soaking tubs, and a spa-like atmosphere, where relaxation is elevated. The enhancements continue with a whole home water softener system ensuring quality throughout. The primary suite is a sanctuary of comfort, featuring a double-entry walk-in closet of generous proportions, a spacious en-suite bathroom and sliding doors that lead out to the enclosed screen patio. The backyard is truly an outdoor retreat, where a completely resurfaced salt water pool awaits, along with an energy-efficient heater to extend your enjoyment year-round and a luxurious spa that invites you to unwind in style. Privacy trees planted around the property and privacy tinted windows, provide an intimate setting for both relaxation and entertainment. A dedicated dog run offers a safe space for your pets to enjoy, while the fire pit and additional yard space allow for an abundance of activities. The upstairs loft includes a full bathroom, 2 walk-in closets, and can easily be outfitted with a kitchenette to convert to a true in law suite. The possibilities are endless with this space. Technology is seamlessly integrated, with a whole home Ring security system for peace of mind, full home wiring for generator hookup, and keyless entry front door. The 3- car garage boasts a pristine, epoxied floor and secondary fridge for added convenience. Roof 2019, HVAC 2015/2020/2021, Water Heaters 2022. HVAC for main house includes UV Air Purification system. The community provides easy access to recreational trails, highways, restaurants, schools, and most importantly Lake Jesup. Enjoy the benefits of premier lakeside living, details on boat slips available upon request. This home is a rare blend of modern luxury, thoughtful design, and enduring quality, offering the perfect backdrop for both grand entertaining and quiet family moments. Experience the pinnacle of luxury living—schedule your private tour today.

205 Torcaso Court, Winter Springs

$1,320,000
4 Beds 6 Baths Bear Creek Estates SubDv. 32708 Zip Code
Welcome to this exceptional home in the exclusive gated community of Bear Creek Estates, set on over an acre of lush wooded greenbelt with beautiful landscaping and a circular driveway that creates outstanding curb appeal. The over 6,000 sq. ft. (includes 1 car garage/hobby room of approx. 280 sq.ft.) home features a new architectural tile roof (less than one year old) and 10-foot ceilings throughout the first floor, creating a bright and spacious feel. Inside, you’ll find elegant formal living and dining spaces, a private home office, and a comfortable family room overlooking the sparkling pool and lanai. The home offers oversized secondary bedrooms with seating areas, plus a large additional bedroom that can serve as an office, art studio or flex space. Entertainment is exceptional with two theater spaces, The main floor home theater is projector-ready, with acoustic panels, granite snack counter, an electronic masking screen and wiring for 7.1 sound. The upstairs primary bedroom is massive in size and the ideal retreat to unwind at end of the day! Complete with its sitting area and outdoor deck with stunning panoramic views of lush nature. The upstairs primary suite in this home also includes a projector drop-down screen and wiring for 5.1 sound. The private backyard retreat features a beautiful pool with LED lighting, waterfall feature, and updated pump and filter (2023), along with panoramic views of lush green space. Additional highlights include a smart audio system controlled by smartphone app, extensive network wiring, pre-wiring for security cameras, well-fed irrigation, and a backyard telescope pier with power and ethernet. In Winter Springs, this home offers peaceful luxury living while being close to shopping, dining and major commuting routes.

1513 Black Bear Court, Winter Springs

$1,310,000
5 Beds 3 Baths Bear Creek Estates SubDv. 32708 Zip Code
Welcome to 775 Bear Creek Circle, a stunning retreat in the heart of the gated community of Bear Creek Estates in Winter Springs. Meticulously maintained and beautifully upgraded, both inside and out, this move-in ready home offers the perfect blend of sophistication, comfort, and thoughtful design. From the moment you drive up, you’ll love the curb appeal, with beautiful trees and lush landscaping and a circular drive welcoming you home. Once inside this light, bright and airy home, white oak hardwood floors lead you to a gourmet kitchen with GE Profile stainless steel appliances, including an induction cooktop, solid wood custom cabinetry, gorgeous quartzite countertops and custom backsplash, a large center island, plus an additional island with breakfast bar, all with stunning views of the sparkling pool.  Off of the kitchen is the expansive living room with soaring ceilings, a wood burning fireplace with brick rising all the way from the hearth to the ceiling, and a custom barn door offering access to walk-in closet storage.  The sliding glass doors lead you out to the breathtaking resort-style yard spanning over ¾ of an acre, with a refinished and newly tiled pool (2024), summer kitchen, and a mosquito misting system for year-round enjoyment. Multiple seating areas await, including a screened-in porch, a cabana, an open patio and gorgeous lush landscaping, creating a true backyard oasis. Step back inside and you will love the generously sized dining room, featuring custom built-ins, perfect for hosting. And movie nights are a dream in the dedicated theater room with a 100” projector screen and more custom built-ins. The first floor private primary suite offers a 2nd wood burning fireplace, and a spa-inspired bathroom with heated travertine floors, separate vanities, a garden tub and a large walk-in closet with a custom organizing system.  There’s also a 2nd bedroom on the first floor, plus an additional office and an upgraded full bath, perfect for guests.  Head up the grand staircase to the second floor and you will find 3 more amply sized secondary bedrooms, all with walk-in closets with organizing systems and brand new flooring, along with a 3rd upgraded full bathroom.  With all new interior paint throughout, including all of the cabinetry and built-ins, new hardware, a new roof in 2024 with 160mph-rated shingles, new upgraded designer lighting throughout, whole-house water filtration, two generators with easy hookups, and Google Fiber coming to the street - this home checks every box! You even have a 2.5-car garage so there’s room for your golf cart, perfect for exploring this sought-after country club community!  Experience the beauty, comfort, and ease of luxury living in one of Winter Springs' most desirable neighborhoods. Schedule your private showing today!

775 Bear Creek Circle, Winter Springs

$1,300,000
4 Beds 4 Baths Arrowhead At Tuscawilla Unit 1 SubDv. 32708 Zip Code
This stunning *4-bedroom, 3.5-bath **custom-built** home offers luxury living on the **14th tee of the Tuscawilla Golf Course** with serene pond and fairway views — no rear neighbors in sight. Inside, you'll find *real hardwood floors and travertine tile* throughout, and beautiful custom craftsmanship — including custom woodworking in the family room with a fireplace, built-in shelving and cabinets. Ease of cleaning with a Central Vac system! The gourmet kitchen features a large center island, a newly *renovated pantry*, and **panoramic views of the pool, golf course and pond**. Enjoy a variety of living spaces including a formal living/dining room combo, spacious family room, sunny dinette, and a dedicated office space. Upstairs, a *bonus room has been transformed into a fully equipped home theater*. Step outside to your resort-style backyard oasis with a **custom rock pool, a cascading waterfall you can swim under** a heated spa, and a fully equipped built in outdoor grill, perfect for entertaining. The front yard features fresh landscaping and lush zoysia grass, adding to the home’s stunning curb appeal. The spacious primary suite includes *dual walk-in closets*, bedrooms 2 and 3 have a jack & jill bathroom, bedroom 4 features a **remodeled private en suite with a custom built in desk, dresser and closet from California Closets**— ideal for guests or multigenerational living. Located in a golf cart–friendly community! Zoned for A rated schools and conveniently close to all major shopping, hospitals, and highways, this property combines luxury, lifestyle, and location in one exceptional package.

1224 Northern Way, Winter Springs

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