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 spirit, Winter Springs offers a unique blend of suburban tranquility and convenient access to the bustling city life of nearby Orlando.

With its lush parks, scenic lakes, and a network of walking trails, Winter Springs is an outdoor enthusiast's paradise. Residents can enjoy a leisurely stroll or a bike ride along the beautiful trails of the Cross Seminole Trail, or spend a sunny afternoon at Central Winds Park, where families gather for picnics, sports, and community events. The city is also home to several nature preserves, providing a serene escape into Florida’s natural beauty.

Winter Springs boasts a rich history and a strong sense of community. The local government actively promotes community engagement through various events and festivals, fostering a warm and welcoming atmosphere. Families will appreciate the highly-rated schools and safe neighborhoods, making it an ideal place to raise children.

Culturally, Winter Springs is vibrant, with a variety of dining and shopping options that cater to diverse tastes. From cozy cafes to family-owned restaurants, there’s something for everyone. Plus, with Orlando just a short drive away, residents can easily access world-class entertainment, shopping, and dining.

In Winter Springs, you’ll find not just a place to live, but a community to thrive in. Whether you’re looking for a home with a backyard oasis or a cozy condo with modern amenities, Winter Springs offers a range of real estate options that cater to all lifestyles. Come discover the charm of Winter Springs – where community and nature come together in perfect harmony!

Newest Listings in Winter Springs

4 Beds ⋅ 4 Baths ⋅ Parkstone Unit 3 SubDv. ⋅ 32708 Zip Code

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

731 Seneca Meadows Road, Winter Springs

4 Beds ⋅ 3 Baths ⋅ Tuscawilla Unit 14a SubDv. ⋅ 32708 Zip Code

Welcome to this exceptional 4-bedroom, 3-bath pool home with a dedicated office, situated on an oversized corner lot in the heart of Tuscawilla in Winter Springs. Featuring a unique three-way split floor plan, generous indoor and outdoor living spaces, and thoughtful updates throughout, this home offers the perfect combination of functionality, privacy, and Florida living. Step inside through the grand foyer, where a spacious dedicated office sits just off the entry and features French doors, crown molding, beautiful flooring, and plantation shutters. Continue into the inviting living room, highlighted by a brick accent wall, vaulted ceilings, and sweeping views of the pool and lanai. Natural light fills the space through an impressive three-panel sliding glass door that disappears into the wall, creating a seamless transition between indoor and outdoor living—perfect for entertaining. The open floor plan flows into a charming breakfast nook and spacious kitchen featuring an abundance of cabinetry and counter space, stainless steel appliances, and a breakfast bar for casual dining. For larger gatherings and special occasions, the separate formal dining room offers plenty of space and is finished with a beautiful statement chandelier. Privately positioned on one side of the home, the primary suite is a true retreat with vaulted ceilings and its own enclosed Florida room—an incredible space for morning coffee, a reading nook, or peaceful space. The expansive primary bathroom features dual vanities, a brand-new Kohler walk-in shower (2026), and a massive walk-in closet with direct access to the bedroom. The home's thoughtful three-way split design provides exceptional privacy. A second wing features two additional bedrooms and a spacious shared bathroom, while the third wing offers a separate bedroom with its own full bathroom and newly renovated shower (2025)—an ideal setup for guests, extended family, or in-law accommodations. Step outside and experience the Florida lifestyle with a sparkling saltwater pool, new pool heater (2025), and a generous covered lanai designed for year-round entertaining. Beyond the pool, the expansive, fully fenced backyard features new pavers (2024) and plenty of room to relax, play, garden, or entertain. Private and serene, this oversized corner lot provides outdoor space that is increasingly hard to find. Additional highlights include no HOA, a new roof and skylights (2019), new salt cell and pool heater (2024) and brand new A/C (2024). Located in sought-after Seminole County, this home is zoned for Oviedo High School and offers convenient access to everything the Tuscawilla community is known for, including walking trails, public parks, and Tuscawilla Country Club with golf, clay tennis courts, a lap pool, fitness center, and dining. With its oversized lot, three-way split floor plan, private pool, dedicated office, flexible living spaces, and incredible Tuscawilla location, this Winter Springs home delivers the space and lifestyle you've been searching for. Call for your private showing today!

674 Vistawilla Drive, Winter Springs

3 Beds ⋅ 4 Baths ⋅ Seminole Crossing Townhomes SubDv. ⋅ 32708 Zip Code

Welcome to 1166 Spotted Sandpiper Loop in Winter Springs, a spacious three-story, 3-bedroom, 3.5-bath townhome in Seminole Crossing. With a floor plan that offers plenty of room to spread out, this home is one of only two townhomes in the community featuring this unique layout. Its multi-level design gives the home more character and separation than the typical boxy townhome, with gathering spaces and private retreats thoughtfully placed across three floors. The first floor features a private bedroom and full bathroom, making it ideal for guests, extended family, or a home office, along with an oversized rear-facing garage and covered front porch. Upstairs, the main living level brings the gourmet kitchen, dining area, and family room together in an open, light-filled space. Designed with both everyday living and entertaining in mind, the gourmet kitchen features a walk-in pantry, generous prep and storage space, and double ovens. French doors open to an expansive balcony, creating an inviting spot to enjoy some fresh air or unwind at the end of the day. The third floor is home to the primary suite, a second bedroom, and a flexible loft. The primary suite offers a large walk-in closet and spacious bathroom with dual sinks, soaking tub, and separate shower. The second bedroom also has a walk-in closet, with a full bathroom conveniently located just outside the bedroom, while the loft can easily become a lounge, media area, study, or home office. The laundry room is conveniently located nearby. One of the biggest perks of townhome living here is the maintenance-free exterior. The HOA takes care of the outdoor upkeep, including mowing, weeding, flower beds, tree trimming, and more. When the time comes, the HOA is also responsible for exterior painting and roof replacement, giving you even less to worry about. And the location makes everyday errands surprisingly easy. The Cross Seminole County Trail is just a short distance from the home located right outside the neighborhood, while nearby grocery stores and restaurants are also just a walk away. Starbucks is even closer, with Chick-fil-A, Wawa, and Ace Hardware coming soon. Residents also enjoy access to a community pool, sidewalks, and additional recreational spaces, with convenient access to SR 434, Winter Springs Town Center, Oviedo, and surrounding Seminole County. **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.**

1166 Spotted Sandpiper Loop, Winter Springs

2 Beds ⋅ 2 Baths ⋅ Sheoah Sec 3 SubDv. ⋅ 32708 Zip Code

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. The HOA fee is $485 per month. In addition, there is a separate Master Association fee of $436, paid annually at the beginning of the year. 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

3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 2b SubDv. ⋅ 32708 Zip Code

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

2 Beds ⋅ 2 Baths ⋅ Moss Cove SubDv. ⋅ 32708 Zip Code

Virtually Staged. Charming Winter Springs Townhouse – Perfect for Buyers or Investors! Welcome to 113 Kristi Ann Court, a beautifully maintained 2BR/1.5BA townhouse in the highly sought-after Winter Springs area. Offering 898 sq ft of thoughtfully designed living space, this home features a bright, open living area and a well-appointed kitchen optimized for everyday comfort. Step outside to your private, screened-in patio—the perfect spot to relax and enjoy the Florida lifestyle. Superb location provides seamless access to premier shopping, local dining, parks, top-rated schools, and major roadways for an easy commute. An exceptional opportunity for first-time homebuyers, downsizers, or savvy investors looking for excellent rental potential. Immediate income producing opportunity for investors. No detail overlooked, functional layout, and unbeatable location. Schedule your private tour today!

113 Kristi Ann Court, Winter Springs

3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code

Beautifully Upgraded Sofia Model Townhome on a Premium Conservation Lot! Welcome home to this exceptional Sofia Model townhome, featuring one of the community’s most desirable floorplans—with the primary suite conveniently located on the first floor and two additional bedrooms upstairs. This thoughtfully designed layout is ideal for families, first-time buyers, those looking to downsize, or anyone seeking comfortable living with flexibility for guests, a home office, or additional living space. Situated on a premium lot backing to a peaceful conservation/green area, this home offers a wonderful sense of privacy and a tranquil natural backdrop. Inside, numerous builder upgrades and thoughtful custom enhancements create a beautiful blend of modern style, classic elegance, and everyday functionality. Upgrades include enhanced tile, bathrooms, and kitchen finishes, complemented by a custom-designed stair railing that adds a distinctive touch of sophistication. The spacious primary suite features a custom-built walk-in closet, maximizing storage and organization. An Ecobee Smart Thermostat system with Smart Sensors provides efficient, convenient control of the home's comfort while helping manage energy usage. Premium professionally installed ceiling fans in every room provide excellent air circulation and year-round comfort. The home is also professionally wired for rear surround-sound speakers, making it ready for an enhanced entertainment experience. All the rooms have plenty of natural lights! The garage is equally practical, featuring large custom-built ceiling-hung storage, providing valuable additional space while keeping vehicles and everyday belongings organized. Enjoy an outstanding location within Hickory Grove. The community pool and dog park are just down the street, while the Cross Seminole Trail can be easily accessed just outside the community—perfect for walking, jogging, or biking. The Magnolia Square Fountain and Park and The Winter Springs Town Center are both approximately a five-minute walk away, with roughly a dozen food-and-beverage places within walking distance or a short drive away. Central Winds Park is only about a 10-minute drive away. Access to 417 is about 7-minute drive away. With its highly sought-after first-floor primary suite, premium conservation lot, extensive upgrades, custom touches, and exceptional walkable location, this townhome offers a rare combination of comfort, style, privacy, and convenience.

1378 Tarflower Drive, Winter Springs

4 Beds ⋅ 3 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code

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

4 Beds ⋅ 3 Baths ⋅ Fox Glen At Chelsea Parc Tuscawilla SubDv. ⋅ 32708 Zip Code

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

3 Beds ⋅ 3 Baths ⋅ North Orlando Ranches Sec 08 SubDv. ⋅ 32708 Zip Code

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

2 Beds ⋅ 2 Baths ⋅ Mount Greenwood Unit 4 Of SubDv. ⋅ 32708 Zip Code

INVESTOR SPECIAL! RENOVATION OPPORTUNITY IN WINTER SPRINGS! Bring your vision and transform this 2-bedroom, 1.5-bath townhouse into something special. This property is being sold AS-IS and is in need of a full renovation, offering an excellent opportunity for investors, renovators, or buyers looking to create a home tailored to their own style. The two-story layout features a spacious living room, first-floor kitchen, and two bedrooms upstairs, including a generously sized primary bedroom. A rear porch with storage provides additional outdoor space, while the community offers a pool, playground, and tennis courts for residents to enjoy. The property also includes assigned parking with a spot right out front. Located in Winter Springs with convenient access to major roads, shopping, dining, parks, and area schools, this property has the potential to become a fantastic primary residence, rental, or investment project. Bring your contractor, bring your vision, and unlock the potential! Cash financing only. Buyer to independently verify all information, measurements, restrictions, and renovation requirements.

284 Woodgreen Lane, Winter Springs

4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 6 SubDv. ⋅ 32708 Zip Code

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

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