Homes For Sale in Winter Springs 32708 - 150 homes

Remarks: Tucked beneath a canopy of mature trees in one of Winter Springs’ most charming ranch-style settings, this custom 2016 Craftsman is the kind of home buyers rarely come across. With 4 bedrooms, 3.5 baths, a dedicated office, upstairs loft, and 3,281 square feet of thoughtfully designed living space, every inch of this home blends warmth, function, and elevated style. From the oversized front porch to the light-filled open layout, this home was built for both everyday living and effortless entertaining. The kitchen is a true standout with quartz countertops, a 9-foot island, soft-close wood cabinetry, stainless steel appliances, and an incredible walk-in pantry. A 4-panel slider opens to a spacious wood deck overlooking the fenced backyard, creating seamless indoor-outdoor living. The downstairs primary suite feels like a private retreat with a clawfoot tub, rain-head shower, dual vanities, and an oversized walk-in closet. With proximity to major highways, hospitals, and grocery/shopping options, this home is both move-in ready and convenient to all daily needs.

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

Listing Agent: Victoria Myers (407-401-3249)

Remarks: This property offers a rare opportunity to own a home with true flexibility, privacy, and long-term value—perfect for today’s evolving lifestyles. Designed with flexibility in mind, this home features a private in-law or guest suite with its own separate exterior entrance and full bathroom, creating an ideal setup for multigenerational living, visiting guests, or a private home office. The in-law suite is generously sized and thoughtfully separated from the main living areas, offering privacy while remaining fully integrated into the home. Whether accommodating extended family, working from home, or seeking additional functional space, this layout provides exceptional adaptability. Inside the main residence, you’ll find a well-designed floor plan with comfortable living areas, abundant natural light, and a seamless flow for everyday living and entertaining. The primary bedroom features an expansive en-suite bathroom and walk-in closet. Bedrooms two and three are exceptionally spacious, each comparable in size to a primary bedroom and featuring walk-in closets. One bedroom includes a built-in hideaway loft, perfect for children’s play or creative space, and is securely constructed with screws, allowing for easy removal if desired. The home is located on a quiet street in an established Winter Springs neighborhood, conveniently close to top-rated schools, shopping, dining, and major commuter routes. *Buyer and Buyer's agent to verify all information. Both property owners are real estate agents.

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

Listing Agent: Alma Merrill (801-613-8090)

Remarks: Outstanding 2 BD 1.5 BT! Open-concept, two-story home with a lot of natural light Move-in Ready. New AC (4 Years New) & Newer Appliances. Great Schools! Community Pool. 2 parking Spaces. Walk to Trotwood & Trail. Hurry! Won't last!

Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)

Listing Agent: Caroline Moffitt Lawton (407-670-9797)

Remarks: Explore 448 MacGregor Rd, a individual residence with a straightforward design and integrated features. The interior includes a fireplace, and the primary bedroom features a walk in closet; the primary bathroom provides double sinks and a Jacuzzi. The exterior includes a covered patio and a fenced in backyard, providing an enclosed outdoor area. This property contains practical elements for daily living. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: This charming 3-bedroom, 2-bath home features beautifully remodeled bathrooms and a spacious primary suite. Enjoy the convenience of a combined laundry and pantry room, along with a reverse osmosis system for enhanced water quality. A well designed layout offers comfort and functionality throughout, perfect for everyday living

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Maryam Zayed (689-316-8595)

Remarks: Completely remodeled 3-bedroom, 2 bathroom home located located in the heart of Winter Springs, offering convenience , comfort , and modern upgrades throughout. Situated on an oversized lot, this property features a large private pool, perfect for entertaining or relaxing in your own backyard oasis. Inside , you'll find a brand -new kitchen with modern finishes ,complemented by all-new appliances . The home also includes luxury vinyl flooring throughout, creating a stylish and durable living space . Additional upgrades include: new roof, brand new AC system , fully remodeled bathrooms with upgraded fixtures , gas water heater for added efficiency and flexibility . Ideally located near shopping , dining, and entertainment, this home offers the perfect blend of modern living and prime location

Listing is courtesy of: WORLD PROPERTIES GROUP (407-574-5920)

Listing Agent: Krasimira Kakarova (240-506-5959)

Remarks: Price Improvement! Great price for a GOLF FRONT LIFESTYLE! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence located with an amazing lot DIRECTLY on the 16 hole of the Tuscawilla Country Club.PRICELESS VIEW! VIEW VIDEO WALK THROUGH TOUR. Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, with amazing azaleas with many colors, is the epitome of luxury living, perfect for executive families seeking a harmonious blend of comfort and elegance. Boasting an impressive 4 bedrooms and 3 bathrooms, this custom-built home offers a spacious upstairs private en suite featuring 1 bedroom and 1 bath, ideal for guests, playroom or a secluded home office. The interior is nothing short of breathtaking with soaring 10’ ceilings and solid red oak flooring that greets you in the foyer and extends through the kitchen and breakfast nook. The heart of the home, a chef's kitchen, is adorned with quality chestnut wood cabinets, sleek granite countertops, and a wet bar island, perfect for entertaining. Hallway complete with bright skylights that lead to bedroom 2 and 3 that actually both have access to the hall Jack n Jill bath. Three way split floor-plan offers loads of lifestyle options. Attention to detail is evident with 5 1/4” baseboards, recessed lighting, and a luxurious custom built-in entertainment center. Cozy up by the gas-burning fireplace or enjoy the oversized 860 SF 3-car garage/workshop, equipped with an insulated ceiling and reinforced garage doors, offering ample space for vehicles and projects alike. Custom Built pergola off the garage offers additional charm. So Many options. Complete with a direct wire for a generator access. The master suite is a sanctuary with a generous 8' x 12' walk-in closet featuring custom solid walnut cabinets. Bask in the Florida sunshine on your awning-covered rear deck with a view of the golf course and conservation area. Built in 2001 with a new roof in 2020, this move-in ready home benefits from top-of-the-line “Low E” windows, R-30 attic insulation. Location is paramount, with proximity to quality schools, shopping, dining, and major employment hubs. This property, fronting the 16th hole of the Tuscawilla Country Club, is not just a home—it's a lifestyle waiting for you at Chestnut Ridge. HIGHLIGHTED EXTRA. Along with the purchase this home comes with 20 solar panels, that are PAID FOR, which can provide 7.8 kWh are connected with the Duke power grid. The electric bill reflects how much power you use and how much you push back to the grid. You are credited equally for power pushed back in the final monthly amount due. Additionally, there is a backup battery which in the event of power outage will provide 6 dedicated circuits for the house with standby power during brief power outages. A MUST SEE!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Laurie Cain (407-484-9944)

Remarks: Under Construction. As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Under Construction. A standout feature of this end-unit home is the owner’s suite, conveniently located on the first floor, providing privacy and ease of access. This inviting retreat includes abundant natural light, a generous walk-in closet, and a well-appointed private bath. The open-concept main floor features expansive living and dining areas that flow seamlessly into a thoughtfully designed kitchen—complete with stainless steel appliances, including a refrigerator, a walk-in pantry, and a spacious breakfast bar—ideal for entertaining or everyday living. Laundry room, complete with washer and dryer is conveniently located on the main floor. Upstairs, you’ll find two additional bedrooms, a versatile loft perfect for a home office or media space, along with ample storage and a dedicated laundry area. A rear-loading 2-car garage adds both functionality and curb appeal. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Under Construction. With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural light, and private bath. Stainless steel appliances, a walk-in pantry and a breakfast bar are all featured in this floorplan's thoughtfully designed kitchen.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Under Construction. With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owner’s suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Experience luxurious living in the Sofia floorplan, where the spotlight shines on the exquisite first-floor owner's suite that exudes sophistication with a spacious walk-in closet, abundant natural light, and a private bath. This end unit boasts an open-concept ground floor, perfect for entertaining and daily life. With 3 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, this residence offers both style and functionality. Enjoy the convenience of first-floor laundry, while the 2nd floor features a loft and two generous-sized bedrooms. The thoughtfully designed kitchen showcases stainless steel appliances, a walk-in pantry, and a breakfast bar for a truly elevated living experience. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living options for families, professionals, or those in need of a dedicated home office space. The loft adds an additional dimension, allowing you to customize this versatile area to suit your lifestyle.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Welcome to 1113 Citrus Oaks Run, a beautifully maintained home offering timeless style, functional space, and a private backyard retreat. This spacious 3-way split floor plan features wood flooring throughout, 8-foot doors, high ceilings, and elegant beams in the dining room, creating a warm and inviting atmosphere from the moment you enter. The living room/den showcases added French doors, while the updated kitchen overlooks the family room and features refinished cabinetry with soft-close features, updated countertops, pantry storage, and a cozy dinette area. The primary suite opens to the pool through sliding doors and includes a walk-in closet and an en-suite bath with updated counters, while the secondary wing offers two bedrooms with a beautifully remodeled bathroom and linen storage, plus a third bedroom and another fully renovated bath. Plantation shutters throughout add charm and privacy, and the laundry room is conveniently located just off the garage. Outside, enjoy a fully fenced wrought-iron yard and a screened pool area with a recently redone pool cage, perfect for relaxing or entertaining. Additional highlights include a 3-car garage with shelving and attic storage, water softener, A/C approximately 3 years old, and roof approximately 6 years old—making this move-in-ready home an exceptional opportunity in a desirable Winter Springs location.

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: Abby Nelson (407-571-1445)

Remarks: Welcome to your serene waterfront retreat in the highly desirable Wedgewood Tennis Villas, nestled within the prestigious Tuscawilla Country Club community in Winter Springs, Florida. This charming 2-bedroom, 2-bathroom single-family home offers 1,812 square feet of comfortable living space, perfectly positioned on a peaceful pond-front lot with tranquil water views from the home and backyard. Step inside to discover an updated kitchen featuring warm maple cabinets, sleek granite countertops, a convenient breakfast bar, and an eat-in area ideal for casual meals. The inviting living spaces include a cozy fireplace, while the expansive Florida/family room at the rear is surrounded by windows, flooding the space with natural light and showcasing the serene pond views - perfect for relaxing or entertaining. Both spacious bedrooms boast ensuite bathrooms and generous walk-in closets with custom built-in shelving for ample storage. Additional highlights include a screened porch for enjoying Florida's beautiful weather year-round, a 2-car garage, and a roof replaced in 2022 for added peace of mind. Wedgewood Tennis Villas provides low-maintenance living with included lawn care, plus access to community tennis courts and a clubhouse. Residents can opt to join the renowned Tuscawilla Country Club (just moments away) for world-class amenities including an 18-hole golf course, Jr. Olympic-sized pool, additional Har-Tru clay tennis courts, dining options, and more. Golf carts are welcome in the community, adding to the relaxed, resort-like lifestyle. Conveniently located with quick access to major highways, this home is centrally positioned near parks and trails, top-rated restaurants, shopping, theme parks, beaches, and the University of Central Florida (UCF). While the interior offers opportunity for personal updates to make it truly your own, it's priced right for savvy buyers seeking value in this sought-after area. Don't miss this rare pond-front gem in a prime Winter Springs location! Schedule your private showing today!

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

Listing Agent: Karen Bagwell (407-702-4521)

Remarks: Welcome home to 213 Heatherwood Circle, nestled within the highly sought-after gated community of Reserve at Tuscawilla, where lifestyle meets luxury. From the moment you arrive, you’re greeted by lush Florida landscaping, an oversized driveway, and a desirable side-entry three-car garage. Situated on a generous 0.34-acre pond-front lot, this exceptional property offers a private pool and spa, creating your own backyard retreat. Step inside to an impressive oversized foyer that sets the tone for the home’s spacious and elegant design. The expansive kitchen is a chef’s delight, featuring Corian countertops, 42” cabinetry, a large pantry, and a bright eat-in area with a stunning mitered glass window overlooking the pool. The kitchen opens seamlessly to the inviting family room, complete with soaring ceilings, a cozy fireplace, and abundant natural light. Perfect for entertaining, the home also offers formal living and dining rooms, along with a flexible office or fifth bedroom, all freshly updated with neutral paint and new carpeting. The oversized primary suite is a true retreat, featuring private access to the patio and pool, along with a luxurious en-suite bathroom, home office, two full bathrooms, and a conveniently located laundry room. Upstairs, a large bonus room with a full bathroom provides endless possibilities - ideal as a guest suite, media room, or additional bedroom. Outdoor living is where this home truly shines. Relax and unwind on the oversized lanai overlooking the sparkling pool and serene pond views. The outdoor oasis also includes a kitchenette and beautifully landscaped grounds—perfect for enjoying Florida living year-round. Additional upgrades include a new AC system (2025), new water heater (2025), roof replacement (2015), and fresh interior paint. Located within the Tuscawilla Community, residents enjoy access to the Tuscawilla Country Club, golf parks, biking and walking trails, including the Cross Seminole Trail, as well as top-rated Seminole County schools, shopping, dining, and more.

Listing is courtesy of: WATSON REALTY CORP (407-359-2300)

Listing Agent: Virginia Bellhorn (407-580-7235)

Remarks: Under contract-accepting backup offers. BRAND NEW TILE ROOF! **Buyer backed out due to personal reasons**. Gorgeous custom-built home on one half acre in the prestigious gated community of Arrowhead, the jewel of Tuscawilla. This estate is surrounded by private residences with tile roofs and stunning elevations, offering unmatched curb appeal with a travertine-adorned front porch, decorative columns, and a brick-paver circular drive with a portico leading to a rear-facing oversized three-car garage. Inside, soaring ceilings with crown molding, decorative trays, transom windows, and custom wrought-iron entry doors create an impressive atmosphere. A magnificent double front door and separate “friends and family” entry welcome you into a thoughtfully designed floor plan. The primary suite features two walk-in closets, a luxurious bath with a one-of-a-kind bubbler tub, dual copper sinks, vanity area, abundant counter space, and handsome lighting. An adjacent study could serve as a sixth bedroom if desired. Additionally, the primary bedroom and secondary bedroom, the living room, family room, and study all encircle the pool and patio area for the ultimate entertaining layout. One guest suite even offers a private patio retreat. The gourmet kitchen is a chef’s dream with 42”+ wood cabinetry with crown molding, granite countertops, large pantry, and a spacious center island. Appliances include a Café built-in refrigerator/freezer, KitchenAid stainless steel double ovens and microwave, five-burner gas cooktop, KitchenAid trash compactor, and Miele dishwasher. The butler’s pantry, conveniently located off the kitchen and dining room, offers wine storage and abundant cabinetry. The family room features an electric fireplace with custom cabinetry, while the formal living and dining areas showcase beautiful cherry wood flooring. A giant updated laundry room includes Maytag washer and dryer, floor-to-ceiling cabinetry, quartz countertops, backsplash, and a utility sink. Upstairs, a gently curved stairwell leads to a large bonus room with en-suite bath, ideal as a fifth bedroom, guest suite, media/game room, or man cave. A massive air-conditioned storage room is also located upstairs. Highlights include: • 4 full and 1 half baths * Generac System • Two air-conditioning systems with UV filtration • Whole-house water filtration system • Dual hot water heaters, including one tankless • 9-foot interior doors with ceiling heights ranging from 10–20 feet • French doors across the back of the home, including mitered glass in the family room • New designer lighting fixtures • Recessed lighting and 8” baseboards throughout • NEW Tile Roof and Brand NEW Hot Water Heater • Dramatic exterior and landscape lighting * New Variable Speed Pool Pump installed The outdoor oasis features a huge saltwater pool and heated spa with cantilever edge, brick-paver patio, large covered porch, and outdoor bar with Lynx grill. Lush landscaping, privacy hedges, and a brick wall enclose the backyard, creating space for entertaining, fun, and pets to play. This one-of-a-kind estate combines timeless elegance, modern upgrades, and thoughtful details in one of Tuscawilla’s most sought-after neighborhoods.

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

Listing Agent: Kim Coburn (407-341-1324)

Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 340 Inglenook Cir, a beautifully maintained pool home in the heart of Winter Springs offering the perfect blend of comfort, privacy, and Florida lifestyle living. This 3-bedroom, 2-bath residence features a light-filled, open layout designed for both everyday living and effortless entertaining. At the heart of the home, spacious living areas flow seamlessly into the kitchen, creating an inviting space to gather and unwind. The split-bedroom layout provides added privacy, with a well-appointed primary suite serving as a relaxing retreat. Step outside to your own private oasis, complete with a sparkling pool and a screened, enclosed patio. It is ideal for morning coffee, weekend entertaining, or enjoying peaceful evenings year-round without the hassle of bugs or debris. Situated in a desirable Winter Springs location, this home offers convenient access to top-rated Seminole County schools, parks, shopping, dining, and major roadways.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: PRICE REDUCTION: Welcome to your dream home in the highly sought-after Deer Song Community of Winter Springs! This charming 3-bedroom, 2-bath corner single family home is packed with upgrades, including a brand new hot water heater (installed 2/23/2026), a newer roof (2021) and re-plumb (2021), state-of-the-art appliances (2021-2022), a top-of-the-line air conditioning system (2022), a water softener (2022), and stylish luxury vinyl floors in two bedrooms (2022). Step inside to discover an open floor plan with high ceilings, an inviting living space, and a spacious primary suite featuring a private en-suite bath and a walk-in closet. Enjoy the convenience of inside laundry, a screened side porch, a fenced yard, and an outdoor storage shed for extra storage space. Low HOA fees give you access to a sparkling community pool, Lawn service front and side yard, fence & shed maintenance. You'll love being close to top rated schools, beautiful parks, Police/Fire Stations, Senior Center, convenient shopping, and major roadways for easy commuting. This move-in-ready gem won’t last—schedule your showing today and fall in love with your new home!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)

Listing Agent: Linda Bain (407-474-5269)