Between $500,000 - $600,000 Winter Springs FL Real Estate, Homes, Condos for Sale

3 Beds ⋅ 3 Baths ⋅ Wedgewood Tennis Villas SubDv. ⋅ 32708 Zip Code

Discover your dream home nestled within the prestigious Tuskawilla Country Club Community. This beautifully renovated home is situated in a cul-de-sac, on a lavish .43-Acre magnificently landscaped lot that extends down to Howell Creek, providing a tranquil environment and no rear neighbors! The meticulously maintained split-level home boasts 3-Bedrooms with 3-full En-Suite Bathrooms, lots of natural light, a stunning Mahogany front door, custom FX Luminaire outdoor and landscape lighting, wood and tile flooring throughout, Roof (2019), oversized 2-Car garage, newer double pane windows and sliding glass doors, HVAC (2018), plus so much more! The eat-in Kitchen offers stainless steel appliances, Granite counter-tops, with a private screened-in patio and deck to enjoy your morning coffee. There is plenty of room for entertaining in the open living area which features an electric fireplace and leads to the covered screened-in new stone paver patio and deck. The primary bedroom suite is located on the lower level, is equipped with a generous custom-built walk-in closet, wood flooring, and sliding door leading to the stone paver patio. Both spacious secondary suites are upstairs and offer wood flooring, crown molding, recessed lighting, plus custom closets. This home is a must see! Call to schedule your private showing today.

799 Austin Court, Winter Springs

$600,000

4 Beds ⋅ 3 Baths ⋅ Tuskawilla Crossings Ph 1 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Welcome to this adorable 4 bedroom, 3 bathroom home in the desirable Tuskawilla Crossings. The home provides an open floor plan with wonderful natural light. An inviting front porch immediately welcomes you in to the home. The kitchen is complete with an island, breakfast bar, tile backsplash and crisp white cabinets. Open to the kitchen you will find the dining room and great room. The great room has a French door which leads to the lanai. The primary retreat is separate from the other bedrooms and provides privacy, along with ensuite bathroom and a direct connection to the laundry room. The primary bathroom offers a garden tub, separate shower, and double vanities. The other three bedrooms share the remaining 2 bathrooms. The fenced backyard has ample green space and a beautiful extended pavered, screened-in lanai. Other amenities include crown molding, plantation shutters, and pavered driveway. The Lennar-built home is fully wired as a smart home. This family friendly neighborhood boasts a direct connection to the Cross Seminole Trail, Indian Trails Middle School, resort style community pool, community playground and dog park. Close proximity to 417, 17-92 and I-4, along with numerous retail and restuarants.

423 Dancing Water Drive, Winter Springs

$580,000

4 Beds ⋅ 2 Baths ⋅ Davenport Glen SubDv. ⋅ 32708 Zip Code

Come check out this well cared for home located in the gorgeous Davenport Glen neighborhood of Tuskawilla! This home features 4 bedrooms and 2 bathrooms with a split floorplan. The master bedroom is large and the master bathroom boasts dual closets, a walk-in shower and a relaxing soaking tub. A new roof was added in 2018, new AC in 2023, new insulated garage door 2023. Winter Springs is the perfect location- a short drive to Downtown Orlando as well as the Sanford and Orlando International Airports. Winter Springs is located in Seminole County, known for its natural beauty and excellent schools. This home is right around the corner from the Cross Seminole Trail, Sam Smith Park, Bear Creek nature trail and Trotwood Park. Schedule your private viewing today.

1703 Stockport Street, Winter Springs

$595,000

3 Beds ⋅ 3 Baths ⋅ Fairway Oaks Unit 1 SubDv. ⋅ 32708 Zip Code

Don't miss this stunning home backing up to the golf course in the sought after Tuscawilla community! Large, beautiful kitchen with 42" cherry wood cabinets, lots of extra storage, granite countertops and stainless steel Kitchenaid appliances. Custom steel and wood staircase with walkway overlooking the two story vaulted living room with fireplace. Three large master suites. Built in office area. Two story lanai with covered patio and balcony off the master suite overlooking the pool, golf course and island kitchen. Roof, two A/C units and water heater replaced in 2019. Fenced in backyard. Pool heater replaced in 2022. Zoned for some of the best schools in Seminole County. Great neighborhood with low HOA fees that covers lawn care. Tuscawilla Country Club is family friendly offering a variety of memberships for golf, social, clubhouse, tennis and aquatic center. Close to UCF ad Research Park. Convenient to 417 for easy access to Disney, downtown and Orlando International Airport. A Must see!

1254 Royal Oak Drive, Winter Springs

$595,000

4 Beds ⋅ 3 Baths ⋅ Tuskawilla Crossings 50'S SubDv. ⋅ 32708 Zip Code

Like new One Story Single Family Home located at the highly desired community in the heart of Winter Springs at the Tuskawilla Crossing, walkable distance to Winter Springs middle school, there is a gate inside of the community for the residence who can walk your kid to school without waiting in line to drop them off every morning. Interior listing photos are virtually staged from the model home. Community amenities include access to a 23 miles long walking trial, community pool, dog park and playground. This home sits on a great lot with breathtaking water view in the backyard. Many upgrades welcoming you is a paver driveway and pretty landscaping leading you to the charming front porch.The gourmet kitchen will amaze you with Quartz countertops, 42" wood cabinetry, sparkling backsplash, large island, stainless steel appliances and breakfast nook. Open to the kitchen you will find a large, family room.The master suite creates a relaxing sitting area with high ceilings and a large walk-in closet. The elegantly decorated bathroom offers a master shower and a large, soaking garden tub and dual sinks. Winter Springs town center is only 2mins away, which offers Publix, Zoo Health Club, Starbucks, Nails and Spa and many restaurants to choose from. Take a walk around the pond in the back of the house after dinner, or bring your kid to the community pool or playground, all walkable distance. Call for a showing today!

343 Wooded Vine Drive, Winter Springs

$539,000

3 Beds ⋅ 3 Baths ⋅ Tuskawilla Crossings Ph 2 SubDv. ⋅ 32708 Zip Code

Welcome to Tuskawilla Crossings, this beautiful 2-story 3-bedrooms home sits on a premier homesite with picturesque views of the conservation areas with from the private front porch. Upgraded features include 42" cabinets and stainless-steel appliances, as well as Silestone countertops in both kitchen and bathrooms and tile throughout first floor. It has a detached rear-load two-car garage that has a covered walkway connecting house and garage. The first floor has a kitchen with a breakfast nook and closet pantry, a large living room that's perfect for family gatherings, a half bath and a laundry room with washer and dryer. The three bedrooms are all located upstairs and the master suite boasts a large walk-in closet, and a bathroom with dual sinks and a walk-in shower. You can't beat the location as it offers access to highly rated schools, a wide variety of shopping, dining, and entertainment, plus, convenient highway access. Tuskawilla Crossing has great amenities, including a guest house, pool, playground, dog park as well as access to the Cross Seminole Trail. Come see the beautiful home today!

1429 Happy Bird Ln, Winter Springs

$546,000

3 Beds ⋅ 2 Baths ⋅ Country Club Village Unit 2 SubDv. ⋅ 32708 Zip Code

Imagine waking up to the warmth of Florida sunshine every day in this beautifully maintained and updated 3-bedroom, 2-bath home with an office, nestled in the prestigious Country Club of Tuscawilla. This stunning home is truly a gem, boasting a meticulous remodel and an expansive bonus room that offers endless possibilities. In 2021, the property underwent significant upgrades including a modern kitchen with new cabinets, granite countertops, stylish backsplash, a large island, and stainless steel appliances. Luxury vinyl planks were installed, the cozy fireplace was updated, and both the interior and bathrooms were refreshed with new paint, cabinets, and granite. The master bathroom received a complete shower renovation.The updates continued in 2024 with fresh exterior paint, elegant crown molding, new tile in wet areas, lush sod, new skylights, and a brand-new roof. The refrigerator, washer, and dryer are brand new and have never been used. This home offers not only comfort but also access to the exclusive Tuscawilla Country Club, where you can enjoy golf, tennis, swimming, and more. For outdoor enthusiasts, the area is surrounded by parks, and the nearby 23-mile Seminole Cross-County Trail is perfect for family adventures. Conveniently located near top-rated schools, restaurants, shopping centers, parks, UCF, and SR 417, this home offers both tranquility and accessibility. With a low HOA fee that even covers lawn maintenance, you can relax and enjoy the Florida lifestyle without the hassle. Don’t miss the chance to tour this extraordinary home before it’s gone—schedule your private showing today!

1159 E Winged Foot Circle, Winter Springs

$515,000

4 Beds ⋅ 2 Baths ⋅ Parkstone Unit 4 SubDv. ⋅ 32708 Zip Code

Welcome Home to Your Dream Pool Oasis in the Gated Community of Parkstone! Nestled in the beautiful and serene community of Parkstone in Winter Springs, this immaculate single-story, 4-bedroom, 2-bathroom executive home is move-in ready and waiting for you! With vaulted ceilings, a split floor plan, and an inviting pool and spa, this home offers the perfect combination of style, comfort, and functionality. As you step inside, you’ll be greeted by a formal living and dining area—ideal for entertaining guests. The heart of the home features a spacious kitchen with Quartz countertops, bright white cabinets, and a center island, all overlooking the breakfast nook and family room. The open layout, complete with laminate wood flooring, ensures you never miss a moment with loved ones.The master suite is your private retreat, featuring dual sinks, a garden tub, a separate shower, and a walk-in closet. The versatile fourth bedroom, located near the master, is perfect as a home office, nursery, or hobby room. The additional bedrooms are generously sized with views of the sparkling pool and backyard, offering plenty of space and natural light. Step outside to your own personal paradise—a screened-in pool and spa, complemented by an open porch perfect for backyard BBQs and gatherings. With no rear neighbors, you can relax in total privacy. The best part? The HOA takes care of lawn maintenance, giving you more time to enjoy your weekends by the pool! Parkstone is more than just a place to live—it’s a lifestyle. The community offers walking trails, a fishing pier on Lake Jesup, tennis and volleyball courts, and a community pool. Located near top-rated schools, Publix, Winter Springs Town Centre, and major highways like the 417, this home combines convenience with tranquility. This home has been meticulously maintained and is truly move-in ready. Whether you’re looking for a peaceful retreat or a place to host unforgettable gatherings, this property has it all. Don’t miss your chance—schedule your showing today because this gem won’t last long!

782 Seneca Meadows Road, Winter Springs

$529,000

3 Beds ⋅ 2.5 Baths ⋅ Stone Gable SubDv. ⋅ 32708 Zip Code

One or more photo(s) has been virtually staged. This beautiful 3-bedroom, 3-bath house has two family rooms, one upstairs and one on the second floor. It's in a quiet neighborhood in the best school district, with amenities like a soccer field, baseball field, and more. The house has a great A/C unit and a new roof from 2018. The spacious living room is perfect for relaxing and entertaining, with a lovely view. The modern kitchen is equipped with high-end appliances, making meal preparation a joy. There's also a delightful patio where you can enjoy the fantastic Florida weather and outdoor activities. Whether you want to host a barbecue or just relax with a book, the patio is a great spot. The master bedroom features a walk-in closet and an en-suite bathroom, providing a private retreat within the home. If this sounds like the right home for you, please visit the property. Check the attached instructions to arrange a viewing. Our team is ready to help you find a convenient time. We also recommend using our preferred mortgage company for a smooth buying process. Looking forward to hearing from you soon.

122 Stone Gable Circle, Winter Springs

$549,000

4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 8 SubDv. ⋅ 32708 Zip Code

MOTIVATED SELLER! Buyer Agent Friendly! Seller will contribute towards new roof with an acceptable contract! Welcome to this beautifully updated 4 bedroom, 2 bath home, perfect for modern living and ready for immediate occupancy. The interior has been freshly painted, creating a bright and inviting atmosphere throughout. New plumbing pipes ensure peace of mind and efficiency. Step onto new vinyl wood plank floors that enhance the bedrooms and dining room, complemented by new 5" baseboards that add a touch of elegance to the living areas and bedrooms. One of the highlights is the expansive approximately 45' wide air-conditioned Florida Room, offering versatile space for entertaining or relaxation year-round. The Primary suite features a cedar, oversized walk-in closet, providing ample storage with a touch of luxury. The oversized garage is a car enthusiast's dream, complete with cabinets, epoxy floor, and built-in shelves for organized storage. Outside, enjoy the screened-in heated pool, perfect for enjoying the Florida sunshine in comfort and privacy. The oversized backyard is fenced with PVC for added privacy and security. Located in an area with excellent schools, this home offers both comfort and convenience for families looking to settle into a quiet neighborhood. Don't miss out on this opportunity to make this meticulously updated home yours!

1121 Trotwood Boulevard, Winter Springs

$500,000

D R Mitchells Survey Of The Levy Grant SubDv. ⋅ 32708 Zip Code

WINTER SPRINGS SR 434 AT WINDING HOLLOW BLVD, BOTH CORNER PARCELS, 1.16 ACRES - PARCEL 1 AND 1.23 ACRES PARCEL 2, C-2 ZONING CITY OF WINTER SPRINGS ALLOWS FOR MANY USES, COMMERIAL PROPERTY HAVING MANY USES, WINDING HOLLOW IS A GREAT RESIDENTIAL COMMUNITY WITH THESE 2 PARCELS BEING THE GATEWAY, BOTH PARCELS BEING SOLD TOGETHER AS A MULTI PARCEL SALE PURCHASE

865 E State Road 434, Winter Springs

$529,900

4 Beds ⋅ 3 Baths ⋅ North Orlando Ranches Sec 02a SubDv. ⋅ 32708 Zip Code

Step into this expansive 4-bedroom, 3-bath haven in Winter Springs, perfectly positioned in a sought-after area known for its exceptional schools and absence of HOA restrictions. Set proudly on a corner lot, this property not only showcases a stunning residence but also comes with an additional lot bursting with untapped potential. Outside, fresh paint and a brand new roof (2024) greet you, while a convenient carport stands ready on the right side of the home. As you step inside, a spacious living room welcomes you with lofty vaulted ceilings and a vibrant coat of paint that sets the tone for the entire home. The family room beckons with a rustic stone fireplace, creating a cozy retreat for gatherings. The kitchen is a dream, bathed in natural light and equipped with gleaming stainless steel appliances and expansive countertops. It's the heart of the home, where cooking becomes a pleasure and entertaining a delight. A clever split floor plan ensures privacy and convenience, with three bedrooms nestled together on one side and across the way, a fourth bedroom boasts its own private entrance, perfect for guests or a tranquil home office. Two of the bedrooms are featuring en-suite bathrooms, providing comfort. Step outside onto the expansive screened patio, a haven for relaxation and outdoor dining. Beyond lies a vast backyard paradise with a glistening pool, offering endless opportunities for fun and relaxation. With plenty of room to roam and explore, this outdoor space is a sanctuary for all your favorite activities. And there's more—this property includes an additional lot ripe with potential. Imagine expanding your living space, adding a detached garage, or creating a private retreat like a mother-in-law suite. The possibilities are as boundless as your imagination. Don’t miss out on the chance to make it your own and explore the unlimited potential this property has! Schedule your showing today!

601 Marlin Road, Winter Springs

$515,000

3 Beds ⋅ 2 Baths ⋅ Greenbriar Sub Ph 2 SubDv. ⋅ 32708 Zip Code

Come see this Beautiful Mediterranean Style Home on the Golf Course in the sought after neighborhood of Greenbriar! Enjoy low maintenance living with the HOA maintaining your lawns and community heated Pool. Sit out on the lovely screened in porch and watch as the golfers tee off on the 17th Hole of Tuscawilla Golf Course. The home includes an updated kitchen with beautiful 42" Maple Cabinets, Granite counter tops, Two built in Ovens, Bun Warmer, Stainless steel appliances, center Island and a Pantry. Lovely Built in shelving in the Living Room. All Hard wood floors throughout the home. Master Bedroom has two walk in closets, Master Bath has separate jet tub and walk in shower with his and her sinks. 3rd Bdrm can easily be used for a home office and has a built in Murphy Bed for guest. A/C Replaced 2022, Hot Water Heater replaced 2022, Both Stainless Steel Refrigerator's replaced 2023/2024, Sink added in Garage 2022. Top rated Schools. Close to UCF and Research Park. Convenient to 417 for easy access to Disney, Downtown and the Orlando International Airport. Tuscawilla Country Club is family friendly offering a variety of memberships for the golf course, clubhouse, clay tennis courts and aquatic center. Also close to Oviedo Medical Center and Advent Health ER. You won't want to miss this beauty in the heart of Winter Springs. Built in Ice Maker Kitchen "AS IS"

918 Torrey Pine Drive, Winter Springs

$579,900

4 Beds ⋅ 3.5 Baths ⋅ Parkstone Unit 2 SubDv. ⋅ 32708 Zip Code

Nestled in the serene, gated, and sought-after community of Parkstone, this exquisite property offers a perfect blend of elegance, comfort, and modern living. Boasting 2,745 square feet, this spacious home features 4 bedrooms, 3.5 baths plus bonus room is designed with a modern open floor plan and soaring ceilings that create a bright and airy atmosphere. The first-floor primary suite provides a luxurious retreat with a spa-like en-suite bathroom, and custom walk in closet while a convenient first-floor office offers the perfect space for remote work or study. The kitchen with brand new stainless steel appliances, seamlessly connects to the living and dining areas, making it ideal for both everyday living and entertaining. Ample storage throughout the home ensures everything has its place. Step outside to your private outdoor oasis, featuring a large covered and screened patio, perfect for alfresco dining and relaxation. The fully fenced backyard is adorned with lush, manicured landscaping, providing a tranquil and private setting. This remarkable home is more than just a residence; it’s a lifestyle. The community amenities include: resort style pool with splash pad, tennis court, two playgrounds, community dock and scenic walking trail. Even your lawn care is included! Top rated schools, shopping, dining, Central Winds Park, the Dog Park, Brand new Pickleball facility and The Cross Seminole trail are all located nearby. Welcome Home, you're going to love living here!

517 Sagecreek Court, Winter Springs

$555,000

4 Beds ⋅ 2.5 Baths ⋅ Winding Hollow Unit 5 SubDv. ⋅ 32708 Zip Code

This stunning 4-bedroom home (2,157 sq ft) in Winter Springs' Winding Hollow neighborhood boasts recent upgrades (roof 2018, AC 2018, fence 2021, windows, blinds, flooring). Enter the foyer leading to a formal dining room and a flexible room (bedroom or home office) with a half bath. The inviting living room offers natural light and water views. The split-bedroom plan provides privacy with the master suite featuring waterfront views, a sliding glass door to the patio, his-and-hers walk-in closets, and an en-suite bathroom. The kitchen with tile floors, wood cabinets, and a breakfast nook connects to the utility room. Bedrooms 3 and 4 share a bathroom with patio access. Relax on the screened back patio with waterfront views, perfect for year-round entertaining. Zoned to TOP RATED SCHOOLS The Winding Hollow community offers a playground and is close to parks, trails, the Town Center, and highways. SELLER OFFERING 5K TOWARDS CLOSING COST/UPGRADES!! Schedule your showing today!

377 Twelve Oaks Drive, Winter Springs

$539,900

4 Beds ⋅ 3 Baths ⋅ Tuskawilla Crossings Ph 2 SubDv. ⋅ 32708 Zip Code

Welcome to 1291 Swift Creek Way in Winter Springs, FL. This recently built 2-story home offers 2030 square feet of modern living space, highlighted by NEW INTERIOR PAINT and high ceilings that create a bright, airy atmosphere. The open floor plan connects the living area, dining space, and kitchen, featuring 42-inch cabinets and Energy Star slate appliances. Also includes quartz countertops and upgraded tile flooring in main living areas. Enhancing both comfort and efficiency, this home features double-pane windows and smart home technology. The home includes four spacious bedrooms, with one conveniently located on the ground floor next to a full bathroom. The upstairs master suite provides a private retreat with a walk-in shower and double vanity, while the guest bathrooms features a shower-tub combo and a large vanity. The laundry room is also conveniently located upstairs for ease of use. Enjoy Florida’s weather on the covered front and back porches. The property also includes a 2-car detached garage with storage racks and benefits from a newly installed fiberoptic internet line. With direct access to Highway 417, it offers easy commuting and is close to quality schools, shopping, and dining. Community amenities include a large pool, 2 playgrounds, 2 dog parks, and a nature trail for outdoor activities. All major components, including appliances, roofing, and air conditioning, are only three years old, ensuring a move-in ready experience. 1291 Swift Creek Way perfectly blends modern convenience, comfort, and smart technology in a vibrant community, making it an ideal place for creating lasting memories.

1291 Swift Creek Way, Winter Springs

$535,000

3 Beds ⋅ 2.5 Baths ⋅ Tuskawilla Crossings Ph 1 SubDv. ⋅ 32708 Zip Code

Great home in the heart of Winter Springs. This is a 2 story beautiful house, has 3 bedrooms and a flex room, 2 full bathrooms and 1 half bathroom. The flex room which could be used as an office or playroom is located on the first floor. The master bedroom also has a balcony. It has an open floor plan. All stainless steel appliances. Features a large screened in balcony and a front porch. This house is completely wired to be a “smart home”.Great schools in the area. This community has great amenities, including a guest house, pool, playground, dog park and access to the “Cross Seminole Trail”.

1383 Brave Wolf Point, Winter Springs

Browse All Winter Springs FL Between $500K - $600K Properties for Sale

Between $500K - $600K Winter Springs Real Estate