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699 N Endeavour Drive, Winter Springs
$515,000
4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 6 SubDv. ⋅ 32708 Zip Code
Welcome to this spacious 4-bedroom, 2-bathroom home offering 1,931 square feet of living space on a large corner lot. Featuring an inviting inground pool enclosed in a screened lanai, this property is perfect for raising a family, enjoying Florida living, entertaining guests, and relaxing outdoors. This home offers valuable major core system updates, including a NEW ROOF, NEW HVAC SYSTEM , NEW WATER HEATER, and NEW PEX PLUMBING providing added peace of mind for the next owner. With a highly desirable corner-lot location two blocks from elementary and middle schools, generous outdoor space with a sizable outdoor shed and a private pool area, this home offers a wonderful combination of comfort, functionality, and Florida lifestyle appeal. Don’t miss the opportunity to make this one owner, well-maintained, spacious pool home your own!

699 N Endeavour Drive, Winter Springs
744 Barrington Circle, Winter Springs
$409,000
3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 1 SubDv. ⋅ 32708 Zip Code
Welcome to 744 Barrington Circle, a beautifully maintained home nestled in the heart of the sought-after Tuskawilla community of Winter Springs. Tucked away in the desirable Georgetown neighborhood, this 3-bedroom, 2-bath home offers a thoughtful split-bedroom floor plan, soaring vaulted ceilings, abundant natural light, and an inviting blend of indoor and outdoor living. A private courtyard welcomes you into the home, creating a charming space for gardening and enjoying the outdoors. Inside, the open living and dining areas feature beautiful wood floors and vaulted ceilings, creating an airy and spacious feel. The living room flows seamlessly into the Florida room, where three sets of updated sliding glass doors bring the surrounding greenery indoors and open to the tranquil backyard. With a beautiful greenbelt directly behind the property, there are no rear neighbors, offering exceptional privacy. The spacious eat-in kitchen features white cabinetry and stainless steel appliances, while the generously sized primary suite offers double-door entry, plenty of room for a king-size bed, a walk-in closet, built-in vanity, and an ensuite bath with a separate garden tub and shower. The split-bedroom layout provides privacy for everyone, with two additional bedrooms located separately from the primary suite and sharing a full bathroom. Another unique feature is the air-conditioned bonus room within the garage, providing endless possibilities as a home office, gym, workshop, playroom, hobby space, or additional hangout area. Additional updates include new windows and doors, a new garage door, epoxy garage flooring, and fresh exterior paint. Residents of Georgetown enjoy a community pool, while the HOA includes front-yard lawn maintenance, making it easy to enjoy the neighborhood without the added upkeep. The home is also located in a highly desirable school zone, especially Keeth Elementary, and just minutes from Tuskawilla Country Club (membership separate) and Trotwood Park, one of the area's favorite recreational destinations with a splash pad, playground, tennis and pickleball courts, baseball fields, fishing, open green space, pavilions, and picnic areas. Private, peaceful, and perfectly positioned in the heart of Tuskawilla, 744 Barrington Circle offers the space, flexibility, and lifestyle that make this one of Winter Springs' most desirable places to call home.

744 Barrington Circle, Winter Springs
1714 Fox Glen Court, Winter Springs
$424,900
3 Beds ⋅ 2 Baths ⋅ Fox Glen At Chelsea Parc Tuscawilla Ph 2 SubDv. ⋅ 32708 Zip Code
Welcome to this charming 3-bedroom, 2-bathroom single-family home in desirable Winter Springs, Florida! Freshly painted and move-in ready, this inviting home features beautiful granite countertops in the kitchen and a comfortable, functional layout with ceramic tile flooring throughout the house. The enclosed porch and private backyard provide the perfect setting to relax, unwind, and enjoy your evenings and weekends. Best of all, lawn maintenance is taken care of by the HOA, giving you more time to enjoy your home and community. Residents also have access to wonderful community amenities, including a beautiful clubhouse, swimming pool, jacuzzi, and fitness room. Conveniently located short distance to Sam Smith Park and just a short drive from shopping, dining, and Oviedo Mall, this home offers an excellent combination of comfort and convenience. The property is also located in an area known for highly rated Seminole County schools. Don't miss the opportunity to make this beautiful Winter Springs home your next home!

1714 Fox Glen Court, Winter Springs
4910 E Lake Drive, Winter Springs
$2,299,000
32708 Zip Code
A prime redevelopment opportunity in Winter Springs. With over 3 acres of lakefront property, this site offers the rare chance to create something new — whether that’s one signature estate, two thoughtfully planned homes, or possibly three custom residences with direct water access to Little Lake Howell. Large, usable acreage in this part of Seminole County is exceptionally hard to find, making this a standout option for builders, investors, or anyone looking to craft a private multi-home compound. Important: The property is occupied. Do not enter the property or approach the home without a confirmed appointment. All access must be scheduled in advance. The existing residence, originally built in 1964 and expanded in 1994, sits quietly on the property and provides over 3,000 SF of living space. The land itself is the true centerpiece - offering mature cypress trees, west-facing sunset views, and a wide layout that lends itself naturally to future planning. Additional structures include a solid block-constructed horse barn, an oversized carport suitable for boat storage, and a private tennis court. Whether you envision a modern lakefront enclave, a multi-generational retreat, or a builder-driven redevelopment, the acreage, water access, and location combine to create a uniquely flexible canvas.

4910 E Lake Drive, Winter Springs
220 Moree Loop Unit 1, Winter Springs
$130,000
1 Beds ⋅ 1 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
Move-In Ready First Floor 1 Bed/1 Bath Condo located in desirable Seminole County, Florida. Situated in the highly sought after "The Highlands" community, this condo offers effortless living. No stairs or elevator needed! Inside, you will find a spacious living room/kitchen combo. The generous sized primary bedroom has a walk in closet with the primary bathroom attached. The washer/dryer are conveniently located in a laundry closet right off of the bathroom. This condo is awaiting a new owner! Come see all this property has to offer! Call Today to schedule your private showing!

220 Moree Loop Unit 1, Winter Springs
1406 Blumberg Boulevard, Winter Springs
$399,000
3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code
Built in 2024 and located in the desirable Hickory Grove community of Winter Springs, this move-in-ready home offers modern style, low-maintenance living, and everyday convenience. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, the home welcomes you with an open-concept layout filled with natural light. The modern kitchen is designed for both entertaining and everyday living with stainless steel appliances, quartz countertops, and a large center island overlooking the main living area. Upstairs, the spacious primary suite provides a private retreat with an en-suite bathroom and generous closet space, while two additional bedrooms offer plenty of flexibility for family, guests, or a home office. Enjoy maintenance-free living with an impressive list of community amenities just steps from your front door, including a resort-style pool and cabana, playground, dog park, serene green spaces, fountains, and walking paths. Monthly HOA dues include landscaping, irrigation, weed control, exterior paint, roof maintenance, 1GB high-speed internet, and a premium cable package. Conveniently located across the street from Winter Springs Town Center, you’ll have shopping, dining, and everyday conveniences just steps away, all while being near top-rated schools and everything Winter Springs has to offer. With its like-new condition, remaining builder warranty, and sought-after location, this home is ready for its next owner!

1406 Blumberg Boulevard, Winter Springs
1482 Creekside Circle, Winter Springs
$344,900
3 Beds ⋅ 3 Baths ⋅ Tuscawilla Braewick At Ph 1 SubDv. ⋅ 32708 Zip Code
Welcome to 1482 Creekside Circle — a MOVE-IN READY 3-bedroom, 2.5-bath townhome offering thoughtful updates, private outdoor space, and community amenities. This UPDATED Winter Springs townhome features ALL NEW APPLIANCES, UPDATED BATHROOMS, and has been completely replumbed. Major improvements are already taken care of, including a NEW AC IN 2026, WATER HEATER REPLACED IN 2023, and a NEW GARAGE DOOR IN 2026. Upstairs, BRAND-NEW CARPET throughout the bedrooms adds to the fresh, move-in-ready feel. Enjoy Florida living from the PRIVATE SCREENED-IN PATIO overlooking your own small BACKYARD — perfect for morning coffee, pets, or relaxing outdoors. A ONE-CAR GARAGE provides additional parking and storage, while the HOA has recently repainted the exterior for a fresh, well-maintained appearance. The community offers a POOL and FITNESS CENTER, adding to the ease of low-maintenance townhome living. With so many recent updates already completed, 1482 Creekside Circle is a great opportunity for buyers looking to just move in and enjoy!

1482 Creekside Circle, Winter Springs
1007 W State Rd 434, Winter Springs
$2,300,000
32708 Zip Code
COMMERCIAL REAL ESTATE FOR SALE $10K/MO IN LEASES AND FULL TENANTS,THIS PLAZA FEATURES A WELL-DIVERSIFIED MIX: BARBER SHOP,DAYCARE,CONVENIENCE STORE, PIZZA,COMPUTER REPAIR,KARATE AND SMOKE SHOP,SITUATED IN THE HEART OF WINTER SPRING,OPPORTUNITY FOR INVESTOR TO ESTABLISH A FINEST PRESENT IN FLORIDA

1007 W State Rd 434, Winter Springs
248 Huntridge Way, Winter Springs
$595,000
4 Beds ⋅ 3 Baths ⋅ Huntridge SubDv. ⋅ 32708 Zip Code
There’s something about a home that makes everyday life feel a little more like vacation and this Winter Springs pool home delivers just that. Set on a spacious lot in the established Huntridge community, this 4-bedroom, 3-bath home offers nearly 2,850 square feet with room to gather, work, entertain and unwind. Soaring ceilings and abundant natural light create an open, airy feel, while the family room with wood-burning fireplace gives the home a warm, inviting center. A separate office/bonus space adds flexibility for working from home, hobbies or a quiet retreat. Out back, bring vacation home with your own private pool, covered lanai and summer kitchen, an ideal setup for long Florida afternoons, weekend cookouts and evenings spent lingering outside. The primary suite opens directly to the pool area and features a generous walk-in closet and spacious bath. Beyond the house, Winter Springs offers an easygoing, outdoor-focused lifestyle with nearby Trotwood Park, miles of walking and biking along the Cross Seminole Trail, Tuscawilla Country Club, and shopping and dining around Winter Springs Town Center and Tuskawilla Road.

248 Huntridge Way, Winter Springs
1142 Oday Drive, Winter Springs
$490,000
4 Beds ⋅ 3 Baths ⋅ Oak Forest Unit 8 SubDv. ⋅ 32708 Zip Code
Spacious 4 bedroom, 3 bathroom pool home off of Tuskawilla Rd! This home features two story ceiling in the formal living and dining room. The staircase and second story walkway over look the entrance and formal areas. The family room has a fireplace and is joined with the kitchen. On the first floor are also three large bedrooms, two of the bedrooms have attached baths. The primary bedroom is upstairs and has double walk in closets, and an oversized en suite bathroom. The pool has a screen enclosure and the yard is fenced. Roof replaced in 2022, complete Replumb ins 2023.

1142 Oday Drive, Winter Springs
600 Northern Way Unit 1108, Winter Springs
$245,000
3 Beds ⋅ 3 Baths ⋅ Tuscany Place Ph 1 SubDv. ⋅ 32708 Zip Code
WOW! OPPORTUNITY to live in Tuscany Place-in the heart of sought after Tuscawilla! This townhouse style condo offers a open floor plan with abundant natural light, generous living and dining areas, peaceful green back yard and spacious kitchen perfect for everyday living and entertaining. All bedrooms are upstairs with 2 full bathrooms and laundry. Enjoy the greenery, calmness of the shaded outdoor patio; ideal for relaxing after a long day or lounging. This popular gated community offers many amenities including a community pool, beautifully maintained grounds, located across the street from Trotwood Park & little shops AND close to all major roads, amenities, schools, medical facilities, shopping, dining, schools, golf course and parks. A fantastic opportunity to enjoy the Winter Springs lifestyle & this community. Pricing reflects owner's motivation. Property being sold AS IS, as it needs your personal touches to make it home. Great OPPORTUNITY for first time buyers, investors and empty nesters! PRICED TO SELL. Motivated seller, bring your offers!

600 Northern Way Unit 1108, Winter Springs
736 Summerland Drive, Winter Springs
$299,900
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
WINTER SPRINGS 3-BEDROOM HOME UNDER $300K — PAID-OFF SOLAR, 2022 ROOF AND MOVE-IN READY! If you're comparing homes under $300,000, take a closer look at what 736 Summerland Drive offers: a renovated 3-bedroom, 2-bath single-family home with approximately 1,298 square feet, paid-off solar panels, a newer roof and access to community amenities. Inside, the updating has already been completed. The refreshed kitchen features modern cabinetry, stone countertops, stainless steel appliances and updated finishes, complemented by renovated bathrooms, flooring, lighting and a clean, contemporary feel throughout the home. But the value here goes beyond cosmetic updates. The roof was replaced in 2022, and the solar system is paid off—meaning there is no solar loan for the buyer to assume. These are meaningful improvements already in place rather than projects or expenses waiting for the next owner. The 3-bedroom, 2-bath layout provides flexibility for everyday living, working from home, guests or hobbies, while the home's manageable footprint offers comfortable living without unnecessary upkeep. The community also offers amenities including a swimming pool, tennis courts and playground, providing additional recreational options without the maintenance of a private pool. Conveniently located in Winter Springs with access to shopping, dining, recreation and major Central Florida roadways. If your search is focused on getting the most for your money under $300,000, compare the entire package at Summerland: 3 bedrooms | 2 bathrooms | Approximately 1,298 sq. ft. | Renovated interior | 2022 roof | Paid-off solar | Community amenities | Winter Springs location The renovation gets your attention. The roof, paid-off solar, location and price are what make the value worth a closer look. Schedule your private showing today.

736 Summerland Drive, Winter Springs
133 Redtail Place, Winter Springs
$475,000
3 Beds ⋅ 2 Baths ⋅ Eagles Watch Ph 1 SubDv. ⋅ 32708 Zip Code
Property is well maintained, had been owned by a former major league baseball prayer. Adjacent to a nice secluded pond. The pool and lanai area is wonderful for quiet sitting, meditation, reading and then jump into the pool for a refreshing dip. The subdivision is one minute from a convenience store and access to Rt 417 highway to all parts of Central Florida. Spacious master bedroom with very big walk-in closet. This is in move-in condition subject only to your color decorations. Part of the Tuscawilla Master Community !!

133 Redtail Place, Winter Springs
611 Casa Park A Court, Winter Springs
$234,900
2 Beds ⋅ 3 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Welcome to 611 Casa Court, Unit A, a well-located 2-bedroom, 2.5-bath condo offering 1,156 square feet of living space and a great opportunity for an investor or future owner-occupant. The two-story layout provides comfortable separation between the main living areas and bedrooms, with a convenient half bath downstairs and private baths upstairs. Enjoy outdoor space just outside your door along with the benefits of a community setting and shared amenities. Conveniently located near shopping, dining, major roadways, and everything the surrounding Orlando area has to offer, this property provides easy access for everyday living. Whether you're looking to add to your rental portfolio or purchase a property with long-term potential, Unit A offers an affordable opportunity in a convenient Central Florida location.

611 Casa Park A Court, Winter Springs
1307 Park Villa Place, Winter Springs
$233,000
2 Beds ⋅ 2 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Nice Casa Park 2 bedroom 1.5 bath townhome located in beautiful and upscale Tuskawilla! New carpet and fresh interior paint. The townhome features separate living and dining rooms with a half bath downstairs and sliding glass doors leading out to the back patio with a outdoor closet for storage. Off the living is a huge bay window letting in tons of natural light! The kitchen offers tons of cabinet space for all those kitchen essentials! Upstairs has 2 spacious bedrooms with a full bath between them. Located across the street from Trotwood Park, soccer fields, tennis courts, basketball, pavilion for picnics, and much more! Just a 5-minute walk from both Keeth Elementary and Indian Trails Middle Schools. Take a walk to Central Winds Park or ride your bike on the Cross-Seminole Trail. Have fun with your dog at the Doggie Park with a view of Lake Jessup! Tuskawilla Country Club minutes away! What are you waiting for...Check it out today!

1307 Park Villa Place, Winter Springs
662 Nighthawk Circle, Winter Springs
$374,400
3 Beds ⋅ 3 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 3 bedroom, 3 bath home nestled in an established Winter Springs community! Conveniently located near shopping, dining, parks, and major roadways, including SR 417 and I-4, this home combines comfort, style, and an incredibly versatile floor plan. Freshly painted inside and out, the home features new carpet, updated bathrooms, and spacious living areas filled with natural light. The beautifully updated kitchen showcases soft close cabinetry, quartz countertops, stainless steel appliances, and a modern tile backsplash. A unique kitchen opening overlooks the adjacent nook and provides views of the outdoors, creating an open and connected feel. The spacious living room is designed for both relaxing and entertaining, featuring a wood burning fireplace, ceiling fan, and large windows overlooking the lush backyard. The versatile bedroom layout is truly a standout feature. One bedroom and a full bathroom are located downstairs, while the two upstairs bedrooms each feature their own private en-suite bathroom, providing excellent privacy and flexibility for family, guests, or a dedicated home office or guest space. Sliding glass doors lead to an impressive elevated balcony, while the lower level provides additional patio space for enjoying the peaceful outdoor setting. Step outside and enjoy a private backyard surrounded by mature tropical landscaping and no rear neighbors, creating a peaceful Florida retreat. A two car garage and durable tile roof add even more appeal. With its stylish updates, unique floor plan, private outdoor spaces, and exceptional bedroom configuration, this Winter Springs home is a rare find that combines space, comfort, privacy, and functionality. Schedule your private showing today!

662 Nighthawk Circle, Winter Springs
998 White Springs Lane, Winter Springs
$429,900
3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 32708 Zip Code
Welcome home to this beautiful, move-in ready single-story residence situated in the highly desirable Greenbriar community in Winter Springs! Nestled along the manicured grounds near Tuscawilla Golf and Country Club, this updated 3-bedroom, 2-bathroom home features 1,587 sq. ft. of comfortable, functional living space with a 2-car attached garage. Major big-ticket improvements offer complete peace of mind, including a brand-new roof, new energy-efficient windows, a new water heater, and a 5-year-young HVAC system. Step inside to an inviting open layout filled with natural light and stylish upgrades throughout. The kitchen and bathrooms feature stunning quartz countertops, creating a fresh, modern aesthetic that makes daily living and entertaining a joy. The primary bedroom serves as a peaceful retreat complete with an updated private en-suite bathroom, while two additional spacious bedrooms offer perfect flexibility for guest quarters, a nursery, or a dedicated home office. Outside, enjoy a low-maintenance lot with mature landscaping and beautiful community surroundings. The Greenbriar neighborhood features tree-lined streets, a community park, and a sparkling pool—all zoned for top-rated Seminole County schools (Rainbow Elementary, Indian Trails Middle, and Winter Springs High). Conveniently located near shopping, dining, parks, and major roadways, this turn-key property is completely ready for its new owners—schedule your private showing today!

998 White Springs Lane, Winter Springs
70 Moree Loop Unit 61, Winter Springs
$178,900
2 Beds ⋅ 2 Baths ⋅ Bay Tree Sec 09 SubDv. ⋅ 32708 Zip Code
Virtually Staged. If you’ve been dreaming of a MOVE-IN READY home where you can enjoy scenic parks, peaceful walking trails, and beautiful green spaces, welcome to Baytree 9, one of the charming communities within the Highlands of Winter Springs. This WELL-MAINTAINED two-story, 2-bedroom, 1½-bath condo offers the perfect blend of comfort, convenience, and carefree Florida living. Ideally located near highly rated schools, top medical facilities, shopping, dining, and major roadways, you’ll enjoy easy access to everything you need while coming home to a peaceful, nature-filled setting. Inside, the thoughtfully designed open floor plan creates an inviting space for everyday living. The kitchen flows into the dining and living areas, while oversized sliding glass doors fill the home with natural light and lead to your private patio – an ideal spot to sip your morning coffee, unwind after a long day, or simply enjoy the tranquil surroundings. The updated kitchen features granite countertops, a breakfast bar, pantry, neutral tile flooring, and all appliances convey. Upstairs, you’ll find a spacious primary suite, a comfortable second bedroom, a shared bath with direct access from the primary suite, and a conveniently located laundry closet designed for everyday ease. Enjoy peace of mind with numerous recent updates, including a NEW A/C in 2023 and, in 2024, a NEW ROOF, WATER HEATER, stainless steel kitchen APPLIANCES, full-size WASHER and DRYER, carpet, blinds, and chair-height toilets. One of the greatest benefits of this home is its low-maintenance lifestyle. The HOA covers exterior and grounds maintenance, giving you more time to enjoy the community’s OUTSTANDING AMENITIES. Spend sunny afternoons at the clubhouse and pool, gather with friends at the picnic areas with grills, explore the scenic nature trails, or enjoy the playgrounds, volleyball, basketball, and tennis courts. Conveniently located just off SR 434 with easy access to SR 436, Highway 17-92, SR 417, and I-4, you can enjoy Cranes Roost Park, Altamonte Mall, Winter Park Village, and the boutiques and restaurants along charming Park Avenue. Whether you’re looking for your first home, an investment, downsizing, or searching for a low-maintenance lifestyle surrounded by nature, this exceptional condo is ready to welcome you home. Schedule your private showing today and discover why so many love calling the Highlands of Winter Springs home! This home may be under audio or video surveillance.

70 Moree Loop Unit 61, Winter Springs
923 Torrey Pine Drive, Winter Springs
$360,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar Sub Ph 2 SubDv. ⋅ 32708 Zip Code
Rare opportunity to own in one of Winter Springs' most sought-after communities! Located in the heart of Tuscawilla, this home offers an exceptional combination of location, lifestyle, and potential. Enjoy a spacious layout, mature landscaping, and a private setting just minutes from top-rated Seminole County schools, Tuscawilla Country Club, parks, trails, shopping, and dining. Whether you're looking for your forever home or your next investment, opportunities like this don't come along often.

923 Torrey Pine Drive, Winter Springs
1298 Madelena Avenue, Winter Springs
$399,999
3 Beds ⋅ 2 Baths ⋅ Sunrise Unit 2-B SubDv. ⋅ 32708 Zip Code
LOCATION, SPACE AND A NEW ROOF IN WINTER SPRINGS! This 3-bedroom, 2-bath home offers 2,116 sqft on a 0.28-acre corner lot directly across from Sunrise Community Park, in one of Seminole County's most sought-after cities. The seller will install a brand-new roof prior to closing once the home is under contract, so one of the biggest items is already taken care of. The home is generously sized throughout, with large rooms and a split-bedroom floor plan that works well for a home office, guests or entertaining. Many of the big projects are already done, including a complete repipe, a renovated kitchen, a remodeled primary bath, and fresh interior and exterior paint. Beyond that, it's ready for your vision and finishing touches, a rare chance to add your own style and build equity in a neighborhood where homes hold their value. Outside, the fully fenced backyard has plenty of room for gardening, pets, play or weekend barbecues, and the corner lot gives you extra space and breathing room. A 2-car garage, a low annual HOA, and a location outside the high-risk flood zone (Flood Zone X) add to the value. Then there's the location. Winter Springs offers a small-town feel with big-city access. You're served by Seminole County's highly regarded public schools and close to the Cross Seminole Trail, Central Winds Park, local shopping and dining, and quick connections to SR 417 and SR 434 for easy commutes around Orlando. Homes this size, on a lot like this, in a city like Winter Springs, don't come along often. All proposals welcome. Come see it and make it yours.

1298 Madelena Avenue, Winter Springs
1350 Palo Alto Court, Winter Springs
$359,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Village Unit 4 SubDv. ⋅ 32708 Zip Code
Exceptional location in the heart of Winter Springs! Tucked away on a quiet cul-de-sac in the desirable Tuscawilla area of Winter Springs, this home offers an incredible opportunity to enjoy one of Seminole County's most sought-after communities. Known for its top-rated public schools, beautiful parks, and miles of walking and biking trails, Winter Springs consistently ranks among Central Florida's most desirable places to call home. Beyond the interior, the backyard is designed for enjoying the Florida lifestyle, featuring a screen-enclosed pool with plenty of space to relax, entertain, or spend quality time with family and friends year-round. Whether you're hosting summer gatherings, enjoying a quiet evening poolside, or simply taking advantage of Central Florida's sunshine, this outdoor retreat is sure to become a favorite destination. Enjoy being just minutes from Trotwood Park, Central Winds Park, the Cross Seminole Trail, Tuscawilla Country Club, shopping, restaurants, and everyday conveniences. Commuters will appreciate easy access to SR 417, SR 434, while still enjoying the charm of an established residential neighborhood. For added peace of mind, the home's major systems have already been updated, including a 2019 roof, 2020 A/C, and 2020 water heater, allowing the next owner to focus on enjoying everything this outstanding home & location has to provide! It's not just about finding your next home, it's about finding the right community, the right schools, and the right lifestyle. This rare opportunity places you in the center of it all. Schedule your private tour and discover why this address should be at the top of your list.

1350 Palo Alto Court, Winter Springs
1114 Seafarer Lane, Winter Springs
$539,000
4 Beds ⋅ 2 Baths ⋅ Oak Forest SubDv. ⋅ 32708 Zip Code
Beautiful pool home in Oak Forest. NEW ROOF, NEW SOD Coming soon.. NEW INTERIOR PAINT and VINYL FLOORS. Gorgeous 42" kitchen cabinets with granite counters and large Island with seating and tiled backsplash. Both bathrooms have beautiful vanities and glass tiles and granite counters. Fourth bedroom has been turned into an office but could be converted back into a bedroom by adding a closet. Tall ceilings, tile and Vinyl floors throughout, open floorplan and neutral colors complete the interior package but there's more! Brick paver front entry and large screened pool area make this a home you won't want to miss. New SOD and landscaping will be done soon.

1114 Seafarer Lane, Winter Springs
1224 Andes Dr, Winter Springs
$379,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Estates SubDv. ⋅ 32708 Zip Code
This freshly painted 3-bedroom, 2-bathroom home features new light fixtures, updated quartz countertops, and a refreshed bathroom throughout. Enjoy a spacious living area with a cozy fireplace, tile flooring, and an open kitchen with ample cabinet storage. Step outside to a fenced backyard with plenty of room to relax or entertain. Move-in ready and thoughtfully updated from top to bottom.

1224 Andes Dr, Winter Springs
617 Pinebranch Circle, Winter Springs
$339,900
3 Beds ⋅ 3 Baths ⋅ Barclay Reserve Twnhms SubDv. ⋅ 32708 Zip Code
Welcome to the beautiful, tree-lined, gated community of Barclay Reserve. This 3 bedroom, 2.5 bathroom, end unit townhome is offered fully furnished and move in ready. Brand new A/C July 2025, new refrigerator April 2025 and new washer & dryer May of 2023. Enjoy a waterfront view with the soothing fountain sound from the living space and two bedrooms. Both the original owner and current owner used the property as a second home which means less wear and tear. The property is less than 10 minutes away from Ovideo on the Park and 15 minutes away from UCF, making the home a perfect purchase for parents needing student housing. It’s only 2 minutes from SR-417 for easy access to the airport, 408 and I-4. 33 guest parking spaces are distributed around the circle so you don’t have to worry about dodging street parking. Peace, security and a prime location seeking its next owner.

617 Pinebranch Circle, Winter Springs
1380 Mill Stream Lane, Winter Springs
$405,000
3 Beds ⋅ 4 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
PRICED REDUCED! Lowest priced per sq foot in Jesus’s Landing! Discover refined living in the sought-after Jesup's Landing community of Winter Springs. This elegant 3-bedroom, 3.5-bathroom split-level townhome offers exceptional privacy, with thoughtfully designed living spaces that maximize comfort and separation. Beautiful new wood laminate flooring enhances the home's modern appeal, while the spacious layout is ideal for both everyday living and entertaining. Outside is a freshly painted exterior and new roof! Perfectly situated near Central Winds Park, premier shopping, SR 417, Sanford International Airport, the University of Central Florida, and Seminole State College, this residence combines luxury with convenience. Residents also enjoy resort-style amenities, including a clubhouse, state-of-the-art fitness center, and sparkling community pool. Experience low-maintenance living in one of Winter Springs' most desirable communities.

1380 Mill Stream Lane, Winter Springs
321 Kirkcaldy Drive, Winter Springs
$350,000
2 Beds ⋅ 2 Baths ⋅ Highland Village 1 SubDv. ⋅ 32708 Zip Code
Great Opportunity in Winter Springs! This single family home has 2 bedrooms, 2 bathrooms, and a large upstairs bonus room - great for an office (or used as another bedroom!). Upon entry you'll be impressed with the high vaulted ceilings and wide open view to the living and dining room. The Primary Bedroom is well sized, and the bathroom features a large walk-in closet, dual sinks, and a shower garden tub. The kitchen has newer appliances and solid wood cabinets. Check out the back yard - it's one of the largest lots in the community - with beautiful grass and a new fence! There's also a screened-in back porch and a large shed - great for storage. 2021 ROOF! Amazing Seminole County Schools!

321 Kirkcaldy Drive, Winter Springs
472 Harbor Winds Court, Winter Springs
$329,000
3 Beds ⋅ 3 Baths ⋅ Harbor Winds SubDv. ⋅ 32708 Zip Code
Delightful 2 story townhouse - backs up to pond. New appliances, Granite counters, New Carpet - MOVE-IN READY.

472 Harbor Winds Court, Winter Springs
629 Alton Road, Winter Springs
$374,900
3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 02 SubDv. ⋅ 32708 Zip Code
Welcome to this charming 3-bedroom, 2-bathroom home in the desirable North Orlando Ranches neighborhood. This home features a classic, traditional floor plan that provides distinct and comfortable living spaces. The heart of the home is a cozy living room anchored by a beautiful fireplace, perfect for relaxing evenings. The kitchen has been thoughtfully updated, boasting durable countertops and modern stainless-steel appliances. The primary bedroom offers plenty of storage with a large walk-in closet. Step outside to discover your own private pool, creating a wonderful outdoor retreat for cooling off and unwinding. The location is exceptionally convenient, situated near top-rated schools, shopping, dining, and major highways for an easy commute to local essentials and employment hubs. Schedule your private showing today! One or more photos in this listing have been virtually staged.

629 Alton Road, Winter Springs
1541 Corkery Court Unit 1541, Winter Springs
$474,900
2 Beds ⋅ 3 Baths ⋅ Greens At Tuscawilla SubDv. ⋅ 32708 Zip Code
Welcome to the exclusive gated enclave know as The Greens of Tuscawilla. This luxury townhome delivers a rare combination of superior construction, premium finishes, prime location, and a maintenance-free lifestyle. Nestled amongst the trees in the heart of Tuscawilla is The Portofino II Model with Golf, Water and Conservation Views. Level One offers Open Concept Living with the ability for a future Elevator. (Elevator closets are located on both floors and are currently used as walk in storage closets). Level Two allows for privacy with all bedrooms located on this floor. Throughout the unit you will find soaring volume ceilings, crown molding, tall doors, recessed lighting, wood or tiled floors, fresh paint, granite countertops, 42 inch cabinets, designer lighting, fans, fire safety sprinkler system and much more. Start and end each day on your private screened porch where the views are unparralleled. The Greens consists of 15 buildings and 60 units. Residents enjoy lush landscaping, manicured lawns and a private dog park. Partake in the Country Club lifestyle with the private Golf Cart path that leads to Tuscawilla Country Club. Membership provides access to championship golf, Har-Tru clay tennis courts, pickleball court, Jr. Olympic-sized pool, fitness center, private restaurant/bar, and social calendar. The Tuscawilla Community has parks, sports courts and fields, playgrounds, hiking trails and splash pads. Walk, run, or ride while taking in the many natural areas throughout the 3500 acre community.

1541 Corkery Court Unit 1541, Winter Springs
223 Blue Creek Drive, Winter Springs
$665,000
4 Beds ⋅ 3 Baths ⋅ Chestnut Estates Ph 2 SubDv. ⋅ 32708 Zip Code
MOTIVATED SELLER! Elegant conservation retreat in prestigious Chestnut Estates-Tuscawilla. On a quiet cul-de-sac, this impeccably maintained four-bedroom, three-bath residence offers a rare combination of privacy, timeless comfort and everyday luxury. Backing to a serene conservation area with no rear neighbors, the home is surrounded by mature landscaping and picturesque natural views, creating a peaceful retreat, and rear patio has new pavers. Thoughtfully designed with a desirable split-bedroom floor plan, the spacious interior offers functionality and elegance. Generous closet space, large pantry and built-in workspace provide everyday convenience, while the open concept kitchen flows seamlessly into the family room and casual dining area, creating a warm and welcoming atmosphere that's ideal for gathering with family and friends. An oversized bonus room/enclosed Florida room with rich wood flooring expands the living space and offers endless possibilities, including a game room, music room and fitness studio. Enhanced with a mini-split system installed in 2025, this versatile space provides year-round comfort and is the ideal setting for entertaining or enjoying quiet evenings while overlooking the tranquil conservation backdrop. Roof (2023) with secondary barrier, HVAC (2025) with AC purification system included, plumbing updates and newer water heater. Schedule your private showing today!

223 Blue Creek Drive, Winter Springs

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