Winter Springs FL Real Estate, Homes with Pool for Sale

472 Harbor Winds Court, Winter Springs

3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code

Experience maintenance-free living in the heart of Winter Springs at Jesup's Reserve, where charming streetscapes, walkability, and everyday convenience come together. Perfectly positioned with peaceful pond views from the front porch and both upper-level balconies, this three-story townhome offers over three levels of thoughtfully designed living space just steps from Winter Springs Town Center. The versatile floor plan begins with a private first-floor bedroom and full bath—ideal for guests, multigenerational living, or a home office. Upstairs, the expansive main living level is designed for entertaining, featuring an open-concept living and dining area that flows seamlessly into the spacious kitchen. Complete with stone countertops, abundant 42” cabinetry, stainless steel appliances, a large center island, and generous prep space, it's a layout equally suited for everyday living and hosting friends and family. The third floor is home to two spacious bedroom suites, including a generous primary retreat with its own private balcony overlooking the water. The en-suite bath features dual vanities, a soaking tub, separate walk-in shower, and large walk-in closet, creating a true owner's sanctuary. Additional highlights include: Roof (2023), AC (2026) with transferrable warranty, fresh interior paint (2026), a convenient second-floor laundry room, powder bath, and attached two-car garage. Beyond your front door, enjoy resort-style amenities including a community pool, spa, and beautifully maintained grounds. Located directly across from Winter Springs Town Center, you'll have Publix, Aldi, restaurants, coffee shops, fitness centers, boutiques, and everyday conveniences just a short walk away. Outdoor enthusiasts will appreciate being minutes from Central Winds Park and the Cross Seminole Trail, while commuters enjoy quick access to SR-417, US-17/92, and top-rated Seminole County schools. Whether you're searching for a low-maintenance primary residence or a lock-and-leave lifestyle without sacrificing space or location, this Jesup's Reserve home delivers the perfect combination of comfort, convenience, and scenic surroundings. Easy to see. Call/Text for your private showing today!

227 Mcleods Way, Winter Springs

$384,900

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!

629 Alton Road, Winter Springs

$520,000

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

Paradise found, and a gardener's dream! This one owner home has been meticulously maintained! The first thing you will see when you walk in the front door is the amazing screened pool surrounded by lush and colorful mature landscaping. If you're looking for a bright "happy" house, then look no further...it is so bright that you may need to wear sunglasses inside! This is a split bedroom floorplan, with walk-in closets in 2 bedrooms, and even an inside laundry with the washer and dryer included. The garage is oversized and comes with a double wash tub and workbench. The back yard is partially fenced, and there's enough room for play areas AND all of your gardening needs. Recent updates include a new roof (2025) and exterior paint (2025). Located in one of the most desirable Seminole County school districts, so don't delay because this beautiful house is ready for you!

1134 Seafarer Lane, Winter Springs

$405,000

3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 1 SubDv. ⋅ 32708 Zip Code

A bright and welcoming Winter Springs gem tucked into the charming community of Georgetowne. This 3-bedroom, 2-bathroom home features a split floor plan that maximizes privacy and flow. The main living areas are finished in upgraded tile, while the Primary bedroom offers soft carpeting for a cozy retreat. The Primary bathroom includes double sinks and an expanded walk-in shower, creating a spacious and functional suite. The kitchen is a standout with natural lighting thru the window, gorgeous backsplash, granite countertops, ample cabinetry, and a layout perfect for everyday cooking or entertaining. Throughout the home, plantation shutters add timeless style and excellent light control. Two other secondary bedrooms both have privacy and space. Step outside to enjoy multiple outdoor living spaces: a screened-in patio ideal for morning coffee or evening relaxation, plus a pavered courtyard that feels like your own private oasis and a private trellised area outside of the dining area. Practical updates include a newer AC system and newer Hot Water Heater, offering peace of mind. The HOA covers front yard maintenance, making life a little easier. And with top-rated schools nearby and Trotwood Park that includes Pickle Ball, Tennis Courts, Playgrounds and lots of Green areas for free play, all of this is just around the corner. The Winter Springs Town Center, 417, shops, restaurants and more are also close making the location hard to beat. With its unbeatable location, thoughtful layout, and inviting features, this home truly offers the best of TUSCAWILLA LIVING.

711 Andover Circle, Winter Springs

$825,000

4 Beds ⋅ 4 Baths ⋅ Glen Eagle Unit 2 SubDv. ⋅ 32708 Zip Code

Welcome to this beautifully updated Florida executive pool home in sought-after Glen Eagle community of Winter Springs. On a spacious lot with a private fenced backyard, this exceptional residence blends timeless architecture with modern luxury, thoughtful renovations and the ideal Florida indoor-outdoor lifestyle. From the moment you enter through the welcoming foyer with a stunning crystal chandelier, you will appreciate the attention to detail throughout. The flexible floor plan features a front office (or optional formal living space), elegant formal dining room with designer lighting, a spacious family room with a stone fireplace, and seamless views of the outdoor living area through expansive disappearing sliding glass doors. The completely remodeled kitchen is the heart of the home and showcases custom cabinetry with abundant storage, glass display cabinets, white shaker cabinets with designer hardware, quartz countertops with a sophisticated marble swirl finish, stainless steel hood with glass accents, walk-in pantry, custom lighting, and high-end Cafe by GE appliances (2023) including a built-in style refrigerator and professional-inspired finishes. The adjoining breakfast nook features a custom built-in bench creating the ideal casual dining space. The split-bedroom floor plan offers privacy with three spacious guest bedrooms and two full baths on one side of the home, including a pool bath with direct access to the outdoor living area. A pocket door provides additional separation between the guest wing and main living spaces. The primary suite is privately at the rear of the home and features double doors opening to the pool area, two walk-in closets, dual vanities, spa soaking tub, separate shower, linen storage and a beautifully updated bath. Additional interior highlights include remodeled laundry room with new cabinetry, quartz counters, and LG front-loading washer and dryer, remodeled primary bath and powder room (2017), remodeled guest bath (2025) with designer finishes including gray slate tile and black accents, hardwood flooring throughout bedrooms and halls, tile flooring throughout main living areas, crown molding in main living spaces, ceiling fans throughout, plantation-style white wood blinds throughout, built-in office cabinetry and custom desk/bookcases. The outdoor living experience is exceptional. The tiled front entry and expansive screened lanai were designed to flow seamlessly with the interior living space, creating the ultimate Florida outdoor room. Enjoy the recently resurfaced pool deck, sparkling chlorine pool, garden areas, potting station, swing area, wildflower garden and a private fenced backyard with secure lockable gates. Major improvements provide peace of mind including new roof (2026), high-end Lennox HVAC system (2024), updated kitchen, laundry room and living areas. Easy generator hookup capability with portable generator connection is included. The oversized three-car garage includes additional storage and a refrigerator, while the large driveway provides ample guest parking. In the established Glen Eagle community of Winter Springs, this home offers mature landscaping, spacious lots and convenient access to shopping, dining, top-rated Seminole County schools, parks and major roadways. A rare opportunity to own a beautifully renovated Florida pool home where luxury, comfort and functionality come together.

1669 Eagle Nest Circle, Winter Springs

$288,000

3 Beds ⋅ 3 Baths ⋅ Tuscany Place Ph 1 SubDv. ⋅ 32708 Zip Code

Virtually Staged. FHA APPROVED COMMUNITY! Welcome to Tuscany Place, a gated community in the heart of Winter Springs! This spacious 3-bedroom, 3-bath condominium at 600 Northern Way #906 offers a thoughtfully designed layout with generous living spaces, abundant natural light, and the comfort of low-maintenance living. The open-concept main living area is perfect for both relaxing and entertaining, while the well-appointed kitchen provides ample cabinetry and workspace. The versatile floor plan includes a convenient first-floor bedroom and full bath, ideal for guests, a home office, or multigenerational living. Upstairs, you'll find additional spacious bedrooms, including a private primary suite with an en-suite bath and walk-in closet. Residents of Tuscany Place enjoy gated access, a community pool, beautifully maintained grounds, and a prime location just minutes from Trotwood Park, the Cross Seminole Trail, shopping, dining, and top-rated Seminole County schools. With easy access to major highways, commuting to Orlando, Sanford, and surrounding areas is a breeze. Whether you're a first-time homebuyer, downsizing, or looking for an investment opportunity, this move-in-ready condo offers the perfect combination of comfort, convenience, and location. Schedule your private showing today!

600 Northern Way Unit 906, Winter Springs

$600,000

4 Beds ⋅ 3 Baths ⋅ North Orlando Ranches Sec 01 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. **WELCOME HOME** 4-bedroom, 3-full bath home in the established North Orlando Ranches community of Winter Springs. This unqiue home features a NEW ROOF (May 2026), REMODELED KITCHEN and is perfectly situated on just under 2 ACRES on a lot full of mature trees for all the privacy you could ask for. Bonus - there is NO HOA and you can bring your horses!

155 E Bahama Road, Winter Springs

$689,900

4 Beds ⋅ 3 Baths ⋅ Howell Creek Reserve Ph 3 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. THERE ARE HOMES YOU SEE...and HOMES YOU FEEL! Privacy, space, and a peaceful conservation setting come together in this 4-bedroom, 3-bath pool home in the gated community of Howell Creek Reserve. Backing to conservation with no rear neighbors, the backyard feels like your own private retreat—perfect for relaxing by the pool or entertaining family and friends. Inside, the thoughtfully designed triple-split floor plan offers exceptional privacy, while soaring ceilings, crown molding, and updated lighting create an inviting, open atmosphere. The spacious primary suite features a tray ceiling, sitting area, walk-in closet, and an additional closet for extra storage. The kitchen offers granite countertops, a newer refrigerator and dishwasher, and opens seamlessly to the living spaces. Two bathrooms were renovated in 2020, and major updates include newer roof (2019), new HVAC (2026), newer water heater (2024), and a newer pool pump. Located just minutes from the Cross Seminole Trail, parks, shopping, dining, and top-rated Seminole County schools, this home offers the perfect balance of comfort, convenience, and Florida outdoor living. CALL TODAY to schedule your private Showing.

197 Nandina Terrace, Winter Springs

$740,000

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

Under contract-accepting backup offers. Big, Beautiful, & Smart! Over 3600 sq ft of living area in this beautifully appointed and maintained 5-bedroom 4 bath home on a private conservation lot. Outstanding floor plan with downstairs master suite and study, pool bath, formal living and dining rooms, open kitchen family room concept. Upstairs are huge bedroom, 2 full baths and a 28x22 bonus room. Loaded with upgrades such as gorgeous wood flooring, 30 inch top of line floor tile, newer designer kitchen, roof in 2018, new paint, recently updated master bath. IF you love to cook and entertain, you will adore this kitchen. Sleek design, granite countertops and huge island, elegant custom cabinetry, glass tile back splash, designer stainless hood and other high-end appliances. Smart home features, pool, thermo, garage door, irrigation and more. Outside, the oversized lanai with pool and waterfall overlook a serene conservation area. Great neighborhood with two parks, sidewalks and trails.

340 Twelve Oaks Drive, Winter Springs

$370,000

2 Beds ⋅ 2 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code

Welcome home to this impeccably maintained 2-bedroom, 2-bath home in the highly desirable area of Winter Springs, Florida! From the moment you step inside, you'll appreciate the open floor plan, soaring vaulted ceilings, and spacious living area centered around a stunning wood-burning fireplace—creating the perfect setting for both relaxing evenings and entertaining guests. The heart of the home is the completely remodeled kitchen (2024), featuring timeless Shaker cabinetry, beautiful butcher-block countertops, an oversized undermount sink, under-cabinet LED accent lighting, and a full suite of high-end stainless-steel appliances. The adjacent pass-through adds both convenience and connectivity, making entertaining effortless. Both bedrooms are generously sized, offering comfortable retreats with ample flexibility to suit your lifestyle. Whether you're hosting overnight guests, creating a dedicated home office, or simply enjoying extra space to unwind, these well-appointed rooms provide endless possibilities. The impressive updates continue with a fully remodeled bathroom (2024), new flooring throughout (2023), a new 40-year clay tile roof (2023), and a new garage door (2022), providing peace of mind for years to come. Outside is a well-kept backyard featuring a generously sized patio with a partially covered seating area—ideal for year-round outdoor dining, entertaining, or simply relaxing with your morning coffee or evening beverage. The low-maintenance outdoor space offers plenty of room to enjoy as-is while still providing endless possibilities for personalization and for creating your own backyard retreat. Ideally located near shopping, dining, parks, and recreation, this home also offers easy access to SR 417 and I-4 for a convenient commute. Situated within an A-rated school district and a community with fantastic amenities, this exceptional home offers the perfect combination of style, comfort, convenience, and pride of ownership. Don't miss your opportunity to make this beautifully updated, truly turnkey home your own! Schedule your showing today as this wont last long.

655 Nighthawk Circle, Winter Springs

$230,000

3 Beds ⋅ 2 Baths ⋅ Deersong 2 SubDv. ⋅ 32708 Zip Code

Opportunity knocks in Winter Springs! If you've been waiting for an affordable way to own in a desirable Central Florida community, this is it This 3-bedroom, 2-bath home offers 1,105 square feet with a very functional layout. This makes it an excellent opportunity for homeowners ready to build equity or investors looking for their next project. The biggest expense has already been taken care of with a 2018 roof, giving you peace of mind where it counts most. Inside the home is clean and with plenty of potential to make it your own; the home has been priced below market to account for some repair needed. Cash or conventional financing only. Schedule your showing today and imagine the possibilities!

118 Deer Song Drive, Winter Springs

$559,000

4 Beds ⋅ 2 Baths ⋅ Deer Run Unit 21a SubDv. ⋅ 32708 Zip Code

Don’t miss your chance to own this luxury 4-bedroom, 2-bath pool home retreat in the highly sought-after Tuscawilla Forest. Beautifully designed for everyday living and comfortable formality, this home offers an open layout with multiple living spaces. Walk in to a formal conversation area followed by a chef's kitchen with all granite countertops, and backsplashes. A spacious primary bedroom with an en suite spa like bathroom featuring large his and hers walk-in closets, a custom carrara quartz double vanity, and tied together with modern organic finishes. Step outside to your private fully fenced backyard oasis, featuring a sparkling pool and expansive outdoor area perfect for relaxing evenings, weekend gatherings, and enjoying the Florida nature. Ideally located near shopping, dining, parks, top-rated schools, and major roadways, this home provides the perfect combination of convenience, comfort, and modern luxury.

324 Ringwood Circle, Winter Springs

$514,990

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

*FORMER MODEL* 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.

1458 Blumberg Boulevard, Winter Springs

$386,990

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

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.

233 Spindle Palm Cove, Winter Springs

$460,000

3 Beds ⋅ 3 Baths ⋅ Winter Spgs Village Ph 1 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Welcome to Winter Springs Village featuring one of the finest bungalows situated on a corner lot with a private wooded view from the cozy front porch. Many upgrades include: AC replaced in 2023 with a transferrable warranty, freshly painted exterior in 2024, crown molding throughout the living space, custom built-in cabinets in the dining room niche for additoinal storge & epoxy flooring in the 2 car garage. The kitchen has a quartz countertop, backsplash, stainless steel appliances and 42" cabinets. Upstairs features a spacious loft/flex space, generous size alternate bedrooms, laundry room with a new washer/dryer and a primary suite complete with a walk-in closet and an additional hall closet. You will enjoy the affordable utility bills due to the many energy efficient features & design with low E Vinyl dual pane, double tint windows and a foam insulated attic. The HOA includes lawn & irrigation maintenance, community pool and clubhouse, playground and secure mailboxes. Easy access to 417 for a commute downtown, University of Central Florida, Orlando International Airport or the beaches. Convenient to highly rated Seminole County Schools. This one will not disappoint!

416 Michael Blake Boulevard, Winter Springs

$299,900

3 Beds ⋅ 3 Baths ⋅ Heritage Park Twnhms SubDv. ⋅ 32708 Zip Code

Welcome to 162 Constitution Way, a well-maintained 3-bedroom, 2.5-bath townhome in the highly desired gated Heritage Park community of Winter Springs. This home features an open-concept floor plan with a kitchen overlooking the living and dining areas, creating a functional layout for everyday living and entertaining. Upstairs, the spacious primary suite offers a walk-in closet and en-suite bath with dual sinks, while two additional bedrooms, a full bath, and an upstairs laundry room complete the second level. Additional highlights include an attached one-car garage and low-maintenance living with access to community amenities, including a pool and playground. Conveniently located near Winter Springs Town Center, Central Winds Park, shopping, dining, major roadways, and highly rated Seminole County schools, this property is an excellent opportunity for first-time buyers, young families, or investors.

162 Constitution Way, Winter Springs

$850,000

4 Beds ⋅ 3 Baths ⋅ North Orlando Ranches Sec 01 SubDv. ⋅ 32708 Zip Code

Motivated Seller! This custom 4 bedroom, 2.5 bathroom pool home nestled on a gated 2.6 acres in the sought-after Ranchlands Community is a must see! The 40ft long front porch overlooks the nature's paradise with views you must see to appreciate. Oak trees and mature landscaping line the private entrance and make up the bulk of this serene property. An entertainer's paradise features pool with custom waterfall, poolside cabana with fireplace, bar and grill, pergola leading to cabana, romantic gazebo with power, nature trails, tri-level balcony, covered back porch (29x12) overlooking pool and 2 story playhouse/gym. You'll notice the craftmanship and attention to detail throughout the property with custom carpentry and designer touches both inside and out. Kitchen (19x12) with lots of granite counter space boasts solid wood cabinets, modern hardware, stainless steel appliances with range hood, flat top range, stone backsplash, rolling island, and pendant lighting over bar seating while overlooking the beautiful pool oasis. The owner's suite (14x13) offers laminate flooring, walk-in closet, pool views, French doors leading to private balcony and a private study (14x10) perfect for relaxing with a good book. Master bathroom features gorgeous standup shower, waterproof vinyl flooring and lovely tile work. Home features massive family room (39x32) with tile flooring and separate living room (20x13) with wood-exposed cathedral ceilings and gas fireplace. Upstairs you'll find two bedrooms with a shared bathroom in addition to the master bedroom retreat. Laundry room, half bath and fourth bedroom are located on first floor. Upgrades include extending trusses and roof line to add carport, gutters, entire paver driveway, automatic wrought iron gate, sprinklers in front yard, gazebo with power, and a wrought iron fence. Two single car detached garages (20x10) plus additional workshop (20x10) with power, water and exhaust fan, two covered sheds and additional storage space (10x10) located below playhouse/gym provide ample storage to go along with oversized attached carport (33x14). No HOA.

230 E Panama Road, Winter Springs

$574,000

4 Beds ⋅ 3 Baths ⋅ Winding Hollow Unit 4 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Virtually Staged. ~Seller may consider buyer concessions if made in an offer~Experience elegance, comfort, and privacy in this STUNNING 4-bedroom, 2.5-bath pool home nestled on A THIRD OF AN ACRE in the highly desirable Winding Hollow community of Winter Springs. Offering more than 2,200 SQUARE FEET of beautifully updated living space, a 3-CAR GARAGE with Wi-Fi-ENABLED GARAGE DOOR OPENER, top-rated schools, and a peaceful setting with NO REAR NEIGHBORS, this exceptional residence truly has it all. Outstanding curb appeal welcomes you home with lush landscaping, a manicured lawn, FRESH EXTERIOR PAINT, and a NEW ROOF (2022). Step through the ELEGANT ETCHED-GLASS DOUBLE FRONT DOORS beneath soaring ceilings into a bright, inviting interior where beautiful WOOD-LOOK LAMINATE FLOORING, fresh interior paint throughout—including the closets, woodwork, garage walls & floor, and pool deck—and stylish NEW LIGHT FIXTURES create a fresh, modern feel. Most windows feature CUSTOM-FIT BLINDS with new window springs, while NEW PLUMBING (2021) provides additional peace of mind. A formal Dining Room makes an elegant first impression with its ARCHITECTURAL TRAY CEILING and graceful arched entryway. A front bedroom with its own EN SUITE HALF BATH offers incredible flexibility as a guest room, private office, or den. The spacious OPEN-CONCEPT living area, where the Kitchen and Family Room flow seamlessly together, boasts two solar tubes, expansive sliding glass doors, and an abundance of NATURAL LIGHT creating an airy, welcoming atmosphere. The beautifully UPDATED Kitchen is a true showpiece, featuring abundant cabinetry, granite countertops, NEW TRAVERTINE TILE BACKSPLASH, stainless steel appliances, a kitchen island, breakfast bar, closet pantry, and NEW DISPOSAL, DELTA FAUCET, and SINK DRAINS. The adjoining breakfast nook surrounded by windows overlooking the pool, makes every meal feel special. The spacious Primary Suite is a true private retreat, offering sliding glass doors to the lanai, dual closets—including a generous walk-in—and a SPA-INSPIRED EN SUITE BATH complete with dual sinks with makeup station, a relaxing ROMAN TUB, an oversized walk-in tiled shower with built-in bench, and a private water closet.Two additional Bedrooms are situated on the opposite side of the home alongside a SPACIOUS FULL BATH that also provides direct access to the pool, making it ideal for outdoor entertaining. Step outside to your own BACKYARD OASIS where the covered patio, sparkling in-ground pool with a beautiful WATERFALL FEATURE, new light fixtures, and pool pump replaced in 2017 are all enclosed within an EXPANSIVE SCREENED LANAI, creating the perfect setting for relaxing weekends, family gatherings, or entertaining guests. With NO REAR NEIGHBORS, you can enjoy exceptional privacy and peaceful views. Ideally located in one of Winter Springs' most sought-after communities, you'll have EASY ACCESS to Central Winds Park, the scenic Cross Seminole Trail, nearby Oviedo, and Winter Springs Town Center, offering excellent shopping, dining, and COMMUNITY EVENTS. Quick access to SR 417 makes commuting to University of Central Florida, downtown Orlando, Orlando International Airport, and Central Florida's WORLD-FAMOUS ATTRACTIONS both convenient and efficient. With exceptional updates, a RESORT-STYLE BACKYARD, versatile living spaces, and an unbeatable Winter Springs location, this remarkable Winding Hollow home is a rare opportunity you won't want to miss. Call and schedule your tour today!

1016 Winding Waters Circle, Winter Springs

$425,000

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

Virtually Staged. Discover 963 Sequoia Dr, recently updated with fresh interior paint and partial flooring replacement throughout the residence. The kitchen includes all stainless steel appliances, complementing the updated interior. The exterior features a patio, fully fenced in backyard, a practical storage shed, and an in ground pool. This updated residence provides comfort and an exceptional outdoor retreat ready for everyday enjoyment.. Included 100-Day Home Warranty with buyer activation

963 Sequoia Drive, Winter Springs

$460,000

3 Beds ⋅ 2 Baths ⋅ Wedgewood Tennis Villas SubDv. ⋅ 32708 Zip Code

Welcome to 1454 King Court - this is an ideal POOL home or rental property for those seeking an updated living space. This renovated home has 3 bedrooms with 2 bathrooms. The renovations include new kitchen cabinets, kitchen appliances and Quartz countertops, fully renovated luxurious bathrooms, new flooring, new lighting, new ceiling fans and more. NEW Roof in 2026 and Newer Water Heater! This home also has a newly painted interior/exterior. Quiet Neighborhood, Close to all Major Highways, and Shopping Centers. Also an excellent rental investment opportunity.

1454 King Court, Winter Springs

$370,000

3 Beds ⋅ 3 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code

Virtually Staged. Welcome home to this beautifully upgraded townhome in the highly sought-after Jesup's Landing community! Designed for both comfortable everyday living and effortless entertaining, this home features an open-concept floor plan, a two-car attached garage, and three bedrooms, all located on the second floor. Adding to its value and peace of mind, the home features a brand-new roof and has been freshly painted on the exterior, enhancing both its curb appeal and long-term durability. The first floor offers a bright and inviting living space that flows seamlessly into the gourmet kitchen, complete with an oversized walk-in pantry that is already set up for your own kegerator, making it easy to enjoy your favorite craft beer on tap at home. A convenient half bath completes the main level. Upstairs, the luxurious primary suite is thoughtfully designed with a custom walk-in closet featuring a stylish barn door, a private balcony for morning coffee or evening cocktails, and a spa-inspired ensuite bath with dual vanities. Every detail has been carefully considered, from crown molding and custom window treatments to designer lighting controlled by wireless smart switches. Smart home features include a Brilliant Home Control System with touch panels in the living room and primary bedroom, a Nest Smart Thermostat, Aquanta Smart Water Heater Controller, Philips Hue smart lighting throughout the home, August Smart Locks on both exterior doors, a Ring Video Doorbell, myQ Smart Garage Door Opener with Amazon Key compatibility, Amazon Alexa integration throughout the home, pre-wired surround sound for Dolby 5.1 in the living room with additional in-ceiling speakers upstairs and in the primary bedroom, and a pre-wired security system. Residents of Jesup's Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, clubhouse with a full kitchen, and game room—perfect for entertaining, gatherings, and special occasions. Conveniently located just minutes from SR 417, this home offers easy access to shopping, dining, parks, and scenic bike and walking trails, combining modern living with an exceptional location.

457 Gee Hammock Lane, Winter Springs

$424,990

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

BETTER THAN NEW... Experience the perfect blend of luxury, convenience, and lifestyle in this stunning 3-bedroom, 2.5-bath designer townhome, ideally situated in the heart of Winter Springs, one of Central Florida's most sought-after communities. Beautifully appointed with designer finishes throughout, this exceptional residence offers an elevated living experience just moments from everything you love. Step inside to discover a bright, open-concept floor plan where sophistication meets functionality. Premium Wood Laminate flooring, upscale finishes like 42 inch kitchen cabinets with under-cabinet lighting, elegant fixtures, and thoughtfully curated décor create a warm yet contemporary atmosphere that feels straight out of a design magazine. The spacious living and dining areas flow seamlessly into the gourmet kitchen, making this home equally suited for entertaining guests or enjoying a quiet evening at home. EVERY window in this home has electric shades that can be customized with timers, or easily opened-and-closed with a remote as smart-home has other included features such as LED lights, smart thermostat, bluetooth garage door, and more. Upstairs, the spacious owner's retreat provides a private sanctuary complete with a luxurious en-suite bath, a walk-in custom closet, while two additional bedrooms have generous accommodations for family, guests, or a home office. You absolutely cannot overlook the loft and it's feature as an office, extra TV room, or a play area for the little ones - the possibilities of this bonus space upstairs is ready for your imagination! What truly sets this property apart are the rare features that are nearly impossible to find. Enjoy the convenience of being one of only three homes with an oversized driveway, providing additional parking and enhanced curb appeal, including an epoxy floor in the garage. Even more unique, this residence is one of only six homes that feels like a private green space directly outside the front door, offering a refreshing sense of openness, and privacy as you sit on your front porch. Location is everything, and this home delivers. Walk just steps to the renowned Seminole Wekiva Trail, where miles of scenic walking, jogging, and biking paths await. Spend your weekends exploring nearby parks, enjoying local events, or dining at the countless restaurants and cafés just minutes from your doorstep. Shopping, grocery stores, fitness centers, and everyday conveniences are so close that many daily errands can be accomplished within minutes. With easy access to major roadways, top-rated Seminole County schools, and the charming atmosphere that has made Winter Springs one of Central Florida's most desirable places to call home, this property offers an unmatched combination of luxury and location. This is more than just a townhome, it's a lifestyle. Opportunities to own one of the community's most desirable homes, complete with premium upgrades, rare outdoor space, and an unbeatable location, are exceptionally rare. Schedule your private showing today and discover why this remarkable residence stands above the rest.

1153 Spotted Sandpiper Loop, Winter Springs

$725,000

5 Beds ⋅ 4 Baths ⋅ Eagles Point Ph 5 SubDv. ⋅ 32708 Zip Code

Virtually Staged. Welcome to your private retreat at the end of a quiet cul-de-sac in the highly desirable Eagles Point community of Winter Springs. Situated on an oversized homesite overlooking a tranquil pond, this exceptional 5-bedroom, 4-bath pool home with a three-car garage offers over 3,000 square feet of thoughtfully designed living space blending elegance, flexibility, and everyday comfort. From the brick paver driveway and lush landscaping to the covered entry, every detail makes a lasting first impression. Double glass front doors open to a grand foyer with soaring ceilings and abundant natural light. Just off the entry, a private office with wood flooring easily serves as a fifth bedroom, nursery, library, or work-from-home space. Designed for entertaining and daily living, the spacious floor plan offers formal living and dining rooms, while the expansive family room flows seamlessly into the kitchen and outdoor living areas. The oversized kitchen features abundant cabinetry, granite countertops, updated tile backsplash, new microwave, upgraded corner cabinet with dedicated wine refrigerator space, breakfast bar, generous pantry, built-in beverage station, and a bright breakfast nook overlooking the pool. The private primary suite offers tray ceilings, lanai access, and generous space. The fully remodeled spa-inspired bath features dual vanities, a freestanding soaking tub, oversized seamless glass shower, designer tile, and dual walk-in closets. The split-bedroom layout provides exceptional flexibility. Two secondary bedrooms are connected by a pocket door, creating an ideal multigenerational wing, in-law suite, caregiver quarters, children's retreat, or guest space while allowing easy conversion back to separate rooms. Additional bathrooms have been beautifully updated. Upstairs, the oversized bonus room with a full bath and walk-in closet is perfect as a media room, game room, guest suite, teen retreat, fitness room, or second living area. Sliding glass doors lead to a resort-style screened lanai with a resurfaced pool, updated tile, and expanded enclosure offering ample space to entertain or relax while enjoying peaceful pond views. Beyond the lanai, winding paver walkways lead to pergolas, butterfly gardens, mature citrus trees, terraced landscaping, and a professionally engineered retaining wall for improved drainage. The deck is pre-wired for a future hot tub, and the attached storage room provides space for lawn equipment, seasonal décor, or a workshop. Eagles Point is one of Winter Springs' most established communities with mature oak-lined streets and a peaceful atmosphere. Residents enjoy nearby Central Winds Park, Trotwood Park, Cross Seminole Trail, pickleball, tennis, golf, playgrounds, sports fields, and endless outdoor recreation. Conveniently located near Winter Springs Town Center, Oviedo on the Park, Historic Longwood, and downtown Sanford with abundant shopping, dining, entertainment, breweries, farmers markets, and community events. Easy access to SR 417, SR 434, Red Bug Lake Road, I-4, Orlando International Airport, Downtown Orlando, Research Park, Siemens, Lockheed Martin, Deloitte, AdventHealth, Orlando Health, UCF, Seminole State College, Full Sail University, and Valencia College. Florida's beaches, natural springs, and world-famous attractions are all within an easy drive.

1186 Oak Creek Court, Winter Springs

$300,000

3 Beds ⋅ 3 Baths ⋅ Tuscany Place Ph 1 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Virtually Staged. Welcome to Tuscany Place, a gated community in the heart of Winter Springs! This spacious 3-bedroom, 3-bath condominium at 600 Northern Way #907 offers a thoughtfully designed layout with generous living spaces, abundant natural light, and the comfort of low-maintenance living.

600 Northern Way Unit 907, Winter Springs

$415,000

3 Beds ⋅ 2 Baths ⋅ Highlands Sec 4 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Beautifully updated turn-key ranch home on a prime corner cul-de-sac lot in the desirable Highlands community! This 3-bedroom, 2-bathroom split-plan home features extensive recent updates throughout. Inside, vaulted ceilings open up the main living spaces, highlighted by brand-new wood laminate flooring, crisp new baseboards, and a strikingly updated fireplace facade. The nicely updated kitchen boasts a newly added wall pass-through for an open-concept feel, and a large pantry. Every detail has been refreshed, including new fixtures, door knobs, hinges, and wall outlet faceplates throughout the entire home. The master suite features a walk-in closet and a beautifully updated shower with new lighting, while the guest bath includes a jetted tub, newer vanity, and refreshed finishes. Step through the sliding doors to an expansive covered portico, newly elevated with a shiplap ceiling, new fans, and replaced pillars. The outdoor space includes a fully fenced backyard with professionally leveled concrete (polyrenewal), new gutters, and mature landscaping. This home offers complete peace of mind with major mechanical updates, including a brand-new HVAC system installed in 2023, a new architectural 25-year roof from 2020, and updated interior and exterior electrical panels. The property also benefits from fresh exterior paint and updated wood trim. The location is unbeatable, allowing you to Seminole county schools and the ability to walk directly to Highlands Elementary. The vibrant community features a pool, clubhouse, tennis and basketball courts, playgrounds, and miles of walking trails. Enjoy the ultimate convenience of a short drive to the Town Center for Publix, dining, and fitness, along with effortless commuting via quick access to SR 417.

740 Galloway Court, Winter Springs

$140,000

1 Beds ⋅ 1 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code

Virtually Staged. Price improvement for the perfect starter home, investment opportunity or downsizing. Excellent condition! Not every condo feels like HOME the moment you walk in—but this one does. EXCELLENT CONDITION! Tucked beneath the canopy of mature oaks in The Highlands of Winter Springs, this beautifully UPDATED FIRST FLOOR ONE BEDROOM/ONE BATH condominium offers the perfect blend of comfort, convenience, and carefree Florida living. Forget carrying groceries upstairs or tackling weekend projects. This move-in ready home has ceramic tile flooring throughout the main living areas, new luxury vinyl in the bedroom, new appliances, updated lighting, modern ceiling fans, a new water heater - A/C system replaced in 2019. The bedroom features custom-built closet organizers that maximize storage, while two additional exterior storage closets provide room for bicycles, holiday décor, tools, and outdoor gear. In 2010 all interior elements of the building were replaced with new electric, plumbing, doors, windows and all drywall and studs. One of the home's best features is the oversized screened porch—a private outdoor living space where you can sip your morning coffee, read a book, or unwind at the end of the day while enjoying the peaceful, tree-lined setting that has made The Highlands one of Winter Springs' most beloved communities. Life here extends well beyond your front door. Residents enjoy miles of scenic walking and nature trails, a community pool, tennis courts, pickleball courts, clubhouse, playground, and beautifully landscaped common areas that encourage an active outdoor lifestyle. Whether you're taking an evening stroll beneath the oak trees, meeting neighbors for a game of pickleball, or spending the afternoon poolside, you'll quickly see why so many people love calling The Highlands home. Located in the heart of Winter Springs, you'll be just minutes from top-rated Seminole County schools, shopping, dining, medical facilities, parks, and major roadways including SR 434, SR 417, and US 17-92, making commuting to Orlando, Winter Park, Lake Mary, and the surrounding area simple and convenient. Whether you're searching for your first home, a winter retreat, an investment property, or an easy, low-maintenance lifestyle, this updated Winter Springs condo delivers exceptional value in a location that continues to be one of Central Florida's most desirable places to live.

220 Moree Loop Unit 2, Winter Springs

$635,000

5 Beds ⋅ 3 Baths ⋅ Winding Hollow SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Experience Florida living at its finest in this beautifully renovated 5-bedroom, 3-bath pool home in Winter Springs' desirable Winding Hollow community. Situated on a tranquil POND FRONT HOMESITE, this spacious home features a REMODELED SALTWATER POOL AND SPA, a flexible three-way split floor plan, and fresh exterior paint (2026) for exceptional curb appeal. Pool and water views welcome you from the moment you enter the foyer. The versatile front office with closet can easily serve as a fifth bedroom and offers convenient access to the primary bath. Privately located on one side of the home, the owner's suite features direct pool access, DUAL WALK-IN CLOSETS WITH BUILT IN ORGANIZERS, and an en-suite bathroom with dual vanity, tiled shower, and relaxing whirlpool tub. Designed for both everyday living and entertaining, the open floor plan seamlessly connects the formal living and dining rooms with the spacious family room and STUNNING REMODELED KITCHEN. The kitchen is the heart of the home, showcasing an OVERSIZED GRANITE ISLAND with counter height seating, 42-inch rich wood cabinetry with crown molding, stainless steel appliances, under-cabinet lighting, tiled backsplash, glass-front accents, abundant pot drawer storage, an impressive BUTLER'S PANTRY with rollout storage, and a beverage refrigerator. The indoor laundry is conveniently located behind the kitchen with included washer and dryer, storage cabinetry and it's already pre-plumbed for a sink. Newer wood-look plank style ceramic tile flows throughout the main living areas, with carpet only in two secondary bedrooms. A private guest suite with an adjacent full bath and walk-in shower provides an ideal space for visitors or multigenerational living. This third bathroom has direct pool access. The backyard is your own private retreat. The remodeled, SCREENED saltwater pool and spa were extensively updated in 2021 with a new quartz finish, tile, spillways, brick paver deck, coping, propane spa heater, and improved drainage. Enjoy peaceful pond views and Florida's beautiful weather from the expansive 31' x 12' COVERED LANAI, accessible from the primary suite, living room, and family room. Additional highlights include a 2017 roof, 2016 water heater, TESLA CHARGER, new garage door springs, metered irrigation, low-maintenance St. Augustine lawn, and a two-car garage with overhead storage racks. Surrounded by mature trees, Winding Hollow offers two city maintained parks with playgrounds, while nearby Central Winds Park features sports fields, pickleball and basketball courts, playgrounds, walking trails, picnic pavilions, and a dog park. The 23 mile Cross Seminole Trail is accessible from the entrance of Winding Hollow too. Conveniently located just 20 minutes from Downtown Orlando, this exceptional home combines peaceful suburban living with easy access to shopping, dining, and major commuter routes.

737 Timberwilde Avenue, Winter Springs

$245,000

2 Beds ⋅ 3 Baths ⋅ Casa Park Villas Ph 2 SubDv. ⋅ 32708 Zip Code

Virtually Staged. Discover carefree living in this BEAUTIFULLY MAINTAINED 2-bedroom, 2.5-bath townhome in Casa Park Villas, ideally located in the heart of Winter Springs. Combining a spacious layout, LOW-MAINTENANCE LIVING, and an unbeatable location within a TOP-RATED SCHOOL DISTRICT, this home is perfect for first-time buyers, downsizers, or anyone seeking a convenient lifestyle. Step inside to find LUXURY VINYL PLANK FLOORING throughout and a bright, welcoming Living Room where a large picture window fills the space with NATURAL LIGHT and a stylish ceiling fan keeps the room comfortable all year long. The OPEN LAYOUT flows seamlessly into the Dining area and Kitchen, creating an inviting setting for both everyday living and entertaining.The Kitchen offers plenty of cabinetry and counter space, a CONVENIENT CLOSET PANTRY, and a breakfast bar perfect for casual meals or morning coffee. A cozy Dining area provides room for a small table and chairs and features sliding glass doors that open to the PRIVATE PATIO, making indoor-outdoor living effortless. A convenient half bath completes the main level. Upstairs, you'll find TWO GENEROUSLY SIZED BEDROOMS, each with the luxury of its own private en suite bathroom. The spacious Primary Suite features DUAL CLOSETS, while the second bedroom includes a walk-in closet, making it ideal for guests, family members, or a home office. Step outside to the rear patio, complete with PRIVACY FENCING on both sides and peaceful views of the garden and GREEN SPACE—an inviting spot to enjoy your morning coffee or unwind at the end of the day. The HOA provides exceptional value by covering exterior maintenance, grounds maintenance, and access to the SPARKLING COMMUNITY POOL, allowing you to spend more time enjoying everything the neighborhood has to offer. One of this home's standout features is its location directly across from TROTWOOD PARK, where you'll enjoy pickleball and tennis courts, basketball courts, a splash pad, playground, picnic pavilions with BBQ grills, and a scenic boardwalk overlooking Lake Maria. The home is also within a SHORT DISTANCE of highly rated elementary and middle schools, making everyday routines even more convenient. You'll love being JUST MINUTES from Winter Springs Town Center, Oviedo Mall, and nearby popular shops and restaurants. OUTDOOR ENTHUSIASTS will enjoy Cross Seminole Trail, offering miles of scenic trails for walking, biking, and jogging. With QUICK ACCESS to SR 417, commuting to University of Central Florida, downtown Orlando, Orlando International Airport, and Central Florida's WORLD-FAMOUS ATTRACTIONS is a breeze. Offering an outstanding location, LOW-MAINTENANCE LIVING, and a thoughtfully designed floor plan, this Casa Park Villas townhome is ready to welcome you home. Call and schedule your tour today!

605 Casa Park Court Unit H, Winter Springs

$424,990

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

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.

221 Spindle Palm Cove, Winter Springs

$401,990

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

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.

1403 Tarflower Drive, Winter Springs

$386,990

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

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.

1407 Tarflower Drive, Winter Springs

$630,000

5 Beds ⋅ 2 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code

Welcome to this beautifully maintained 5-bedroom, 2-bath pool home in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this spacious home offers a desirable three-way split floor plan, open living spaces, and an ideal blend of comfort, functionality, and outdoor living. Inside, you'll find luxury vinyl plank flooring throughout the main living areas, a beautifully updated kitchen featuring granite countertops, refinished cabinetry, and a stylish backsplash, along with tastefully remodeled bathrooms showcasing shaker-style vanities, updated fixtures, and wood-look tile flooring. Energy-efficient upgrades include Low-E double-hung windows, an updated roof (2021), Carrier HVAC system, LED lighting, and a whole-house water filtration system, two mini-split air conditioning systems (2025) —providing enhanced comfort and energy efficiency year-round. The backyard has also been fully fenced, creating a private space for pets, play, and outdoor enjoyment. Step outside to your own backyard retreat featuring a sparkling pool, relaxing spa, and picturesque water views. Whether you're entertaining guests or enjoying a quiet evening watching the sunset over the pond, this outdoor space is sure to impress. Additional features include pool deck speaker pre-wiring and a 220-volt outlet ready for an electric vehicle charger. Parkstone residents enjoy an exceptional lifestyle with lawn maintenance included in the HOA, a community pool, fishing pier, tennis courts, playgrounds, walking trails, scenic ponds, and gated security. The community borders the Cross Seminole Trail and is just a short walk to Central Winds Park and the dog park. Located in Seminole County with highly rated A-rated schools and convenient access to shopping, dining, and major roadways, this home truly offers the best of Florida living. Don't miss your opportunity to own this exceptional waterfront home in one of Winter Springs' most desirable communities!

216 Tavestock Loop, Winter Springs

$749,000

5 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code

Beautiful 5 bedroom, 3 full bath home, in highly sought after Tuscawilla golf community, on a large lot with desirable side entry 2-car garage. The home boast neutral paint and flooring décor, abundant natural light with views of the lake. The primary bedroom sits on one side of the house and has an adjoining room that can be used as an office or gym area. The remodeled kitchen is a chef’s dream, which includes granite countertops, an oversized pantry, a pot filler and two ovens, plus a large island with a prep sink along with an eating area to entertain. You can sit by your pool overlooking a large backyard with a lake view. The home was recently updated with a new roof, gutters, exterior paint and new fencing in 2026. There are 2 central heat and air systems and a whole house water filtration system. Volunteer HOA with no HOA restrictions. Zoned for Seminole county A-rated school system.

1209 Deer Run Drive, Winter Springs

$3,799,000

7 Beds ⋅ 7 Baths ⋅ Dunmar Estates SubDv. ⋅ 32708 Zip Code

Rare opportunity to own a private estate in the heart of Central Florida. Situated on nearly 6 acres in the prestigious Dunmar Estates community of Winter Springs, this exceptional property is fully fenced BY METAL FENCE AND SOLID WALL FENCE FROM 6ft to 10 ft and gated, offering outstanding privacy, security, and a true retreat-like setting. The main residence features over 12,000 square feet of living space, including 7 bedrooms, multiple living and entertaining areas, and a unique indoor heated pool that can be enjoyed year-round regardless of weather. Expansive grounds and mature landscaping create a peaceful and secluded environment rarely found in today’s market. A standout feature of the property is its two separate Mother-in-Law Suites, ideal for multigenerational living, extended family, long-term guests, caregivers, private offices, or flexible living arrangements. Additional amenities include a tennis court, circular driveway, 6-car garage, and abundant outdoor space, offering endless opportunities for customization, renovation, and creating a truly one-of-a-kind family compound. Conveniently located just minutes from top-rated schools, shopping, dining, and major highways, this estate combines the tranquility of private country-style living with the convenience of city access. A rare offering with exceptional space, privacy, and unlimited potential.

593 Dunmar Circle, Winter Springs

$900,000

4 Beds ⋅ 4 Baths ⋅ Winter Spgs Unit 2 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Seller may consider buyer concessions if made in an offer ~ Over 1.3 PRIVATE ACRES, a DREAM BACKYARD, and a home filled with character – this is the kind of property that rarely comes to market in the heart of Winter Springs! Set on a secluded 1.32 ACRE CUL-DE-SAC LOT with an optional HOA, this beautifully UPDATED SINGLE STORY POOL HOME offers more than 3,000 square feet of versatile living space with 4 bedrooms, 3.5 baths, a dedicated FLEX/DEN, BONUS ROOM, and a flowing floor plan designed for everyday living and unforgettable entertaining. Major updates include A/C systems updated (2022/2023), septic service in (2022), and a 2016 roof, giving peace of mind for years to come. The GATED COURTYARD ENTRY welcomes you home, while the circular driveway provides abundant parking for family and guests. Inside, you will find no carpet – just WOOD LOOK TILE, wood laminate flooring, and new SLATE TILE in the chef's kitchen. Thoughtfully updated with rich cabinetry topped with crown molding, sleek stone countertops, a striking herringbone backsplash, breakfast bar seating, upgraded STAINLESS STEEL APPLIANCES including a built-in wall oven, and a layout that opens seamlessly to the living spaces, this kitchen was made for gathering. Crown molding, custom accent details, a cozy WOOD BURNING FIREPLACE, updated bathrooms, and charming architectural touches throughout give this home a warmth, style, and personality you simply can't recreate. Designed to embrace Florida living, three sets of FRENCH DOORS and windows from the main living areas and oversized sliding glass doors from the PRIMARY SUITE open to an incredible COVERED LANAI featuring a beautiful WOOD SLAT CEILING, generous spaces for outdoor dining and relaxing, and views of the SCREENED HEATED POOL and separate SPA with a PERGOLA/BAR. Beyond the lanai, discover your own private retreat complete with mature trees, winding garden paths, a FIRE PIT, fenced dog run, lush landscaping, and endless green space that feels worlds away from the city. Located in one of Winter Springs' most desirable areas with TOP-RATED SCHOOLS and easy access to Tuskawilla Road, Red Bug Lake Road, SR 417, shopping, dining, parks, golf, the Tuscawilla Country Club, Trotwood Park, Bear Creek Nature Trail, the Oviedo Mall and a variety of everyday conveniences, this is a rare opportunity to enjoy unmatched privacy, space, and timeless charm without sacrificing location. Homes offering this much land, versatility, and outdoor living in the heart of Winter Springs are few and far between – schedule your private showing today and fall in love with this exceptional property!

1035 N Elk Court, Winter Springs

$790,000

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

Under contract-accepting backup offers. Welcome to this beautifully upgraded 4 bedroom, 3 bath pool home in the desirable Tuskabay community located in Winter Springs. Designed for both comfortable living and effortless entertaining, this light-filled home features an open living area, inviting floor plan with abundant natural light and crown molding throughout. The spacious family room features a wood burning fireplace creating the perfect ambiance on those cool nights. The heart of the home is the impressive chef's kitchen, boasting extensive 42" cabinetry, ample counter space, premium finishes and a built in wine refrigerator that adds a touch of sophistication. The luxurious primary ensuite bathroom features dual sinks, an exquisite shower and walk-in closet. The spacious living areas flow seamlessly to the oversized covered lanai, ideal for morning coffee, outdoor dining, or relaxing while overlooking the sparkling pool and spa. The expansive fenced in backyard with plenty of room to play, garden or simply enjoy the extra space creating the perfect indoor-outdoor Florida lifestyle. With generous bedrooms, three full baths, laundry/mud room and exceptional outdoor living spaces, this Tuskabay gem offers the perfect combination of style, comfort, and functionality. Home has a 22 KW whole house generator and was re-plumbed in 2022. Don't miss the opportunity to make this exceptional home yours! Schedule your tour today.

4967 Courtland Loop, Winter Springs

$380,000

3 Beds ⋅ 2 Baths ⋅ Foxmoor Unit 3 SubDv. ⋅ 32708 Zip Code

Virtually Staged. Seller has received multiple offers and is asking for Highest and Best by Monday, July 6 at 5PM. This well-maintained 3-bedroom, 2-bath Winter Springs home delivers the Florida lifestyle you've been looking for — and with no HOA fees. Inside, you will find tile flooring throughout the living spaces and carpet in the bedrooms. The primary bedroom features vaulted ceilings with plenty of room for a king size bed. The bathrooms have been renovated, with a walk-in shower in the primary bath. The third bedroom is currently used as a home office and includes a Murphy bed, making it an easy conversion for guests when needed. The backyard has something for everyone. The covered lanai and screened pool area flow together as one expansive open space — large enough to entertain a crowd — complete with a wet bar, sink, and refrigerator for casual dining and refreshments. Cool off in the pool or simply relax in the shade while everyone enjoys the space. Outside the enclosure you will find even more — a dog run, a fire pit, a raised garden bed, and a workshop for those who like to create or tinker. Pool pump is variable speed and helps reduce power bill. Recent updates include fresh paint, a new roof and lanai roof (2025), and a new hot water heater (June 2026), so the big items are already done. Centrally located in Winter Springs with shopping, dining, and entertainment nearby and easy access to all major highways. Just move in and enjoy.

665 Murphy Road, Winter Springs

$255,000

2 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Enjoy easy living in this beautifully maintained townhome. Ideally located in the sought-after Wildwood community in Winter Springs. This home features 2 bedrooms and 2 bathrooms, freshly painted interior and new blinds in the living room. Tile floors throughout make cleaning a breeze. Enjoy sitting out on the screened in lanai with your favorite beverage. The spacious primary suite serves as a private retreat, complete with a wall closet, and a walk-in closet, and an en-suitebathroom. The well appointed kitchen offers ample cabinetry and counter space and flows seamlessly into the dining and living areas. Residents enjoy access to a variety of community amenities, including a swimming pool, tennis courts, playground and clubhouse. Conveniently located with easy access to major roadways. This home makes commuting throughout Central Florida simple while allowing you to enjoy a charming lifestyle in a prime location.

725 Lakeside Drive, Winter Springs

$1,120,000

5 Beds ⋅ 5 Baths ⋅ Reserve At Tuscawilla Ph 1 The SubDv. ⋅ 32708 Zip Code

Privately set within the exclusive gated community of Tuscawilla Reserve, this stunning custom estate delivers over 4,000 square feet of light-filled, designer-inspired living centered around a spectacular kitchen and family room that truly defines the home. With 5 bedrooms, 5 full baths, plus a private office/bonus room, this residence offers exceptional versatility for today’s lifestyle. Sleek wood flooring flows seamlessly throughout the main living areas, complementing the home’s open, modern design. The impressive kitchen and family room feature soaring two-story ceilings and expansive windows, framing views of the outdoors and pool area while filling the space with natural light—creating an inviting setting for both everyday living and elevated entertaining.The chef’s kitchen is a true centerpiece, anchored by JennAir appliances, including double ovens, convection oven, and microwave combo, along with a massive granite-topped island—all coming together to create a stunning focal point that anchors the kitchen and family room. Custom details further enhance the design, including a built-in buffet with integrated wine refrigerator and an oversized walk-in pantry. The thoughtfully designed floor plan offers incredible flexibility, including an upstairs retreat featuring an additional bedroom, full bath, and expansive flex space that can easily function as a media room, playroom, or second private office.Step outside to your private backyard oasis featuring a sparkling pool and spa with a new heater, surrounded by mature landscaping and a fully fenced yard, offering both openness and privacy. Additional highlights include a 3-car side-entry garage, whole house water softener and expansive living areas that support a variety of lifestyle needs. Ideally located near the Seminole Trail and just minutes from Tuscawilla Country Club, residents enjoy golf, tennis, swimming, and vibrant social amenities. Zoned for highly regarded Seminole County schools, this home offers both lifestyle and long-term value. Golf carts are a popular mode of transportation within the community, adding to the charm and convenience. A seamless blend of modern design, natural light, and elevated living—this is Tuscawilla Reserve at its finest. Schedule your private showing today and experience this exceptional home in person.

149 Cherry Creek Circle, Winter Springs

$525,000

4 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Welcome to this stunning 4-bedroom executive residence nestled in the highly sought-after Tuscawilla Country Club golf community, where charm, comfort, and convenience come together with NO HOA restrictions. Showcasing a distinctive Mediterranean-inspired design, this home features elegant wrought iron accents and a welcoming private courtyard that creates exceptional curb appeal. Inside, you’ll find spacious living areas and generously sized bedrooms throughout. The expansive owner’s suite serves as a relaxing retreat, complete with a walk-in closet and an updated en-suite bath. An inside laundry room adds everyday convenience, while the thoughtful floor plan provides plenty of room for both entertaining and daily living. Step outside to your own backyard oasis featuring a large sparkling pool, perfect for enjoying Florida’s year-round sunshine, hosting gatherings, or simply unwinding in a private setting. Ideally located in Winter Springs, this home offers easy access to the University of Central Florida, Central Winds Park, Oviedo Mall, top-rated shopping and dining, and major roadways including SR 434 and SR 417. Enjoy the tranquility of a golf community setting while remaining close to everything Central Florida has to explore. Don’t miss this rare opportunity to own a beautiful pool home in one of Winter Springs’ most desirable communities!

71 Tarpon Circle, Winter Springs

$500,000

3 Beds ⋅ 2 Baths ⋅ Eagles Landing SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Virtually Staged. Eagles Landing is calling and this one has the pool to prove it. Set on a lush quarter-acre lot in one of Winter Springs' most established neighborhoods, this 3-bed, 2-bath stunner checks every box: soaring vaulted ceilings, separate formal living and dining, a kitchen that opens to the family room, and a screened pool with spa just steps from your back door. The primary suite has a walk-in closet, dual vanity, soaking tub, separate shower, and marble finishes that make it feel like a true retreat. Big secondary bedrooms. Full laundry room. Washer and dryer stay. The big stuff is done: brand-new AC (2025), 5-year-old water heater, newer pool pump, solar + propane pool heater (both owned no leases). Swim year-round without the utility sticker shock. Tile flooring throughout the main living areas. Low HOA at just $158/quarter. Zoned for Seminole County schools. Minutes to SR 434, the 417, shopping, dining, and everything Central Florida has to offer. Calling all investors and savvy buyers with vision! This home has incredible bones, a layout that buyers love, and a backyard that sells itself. Add your cosmetic touches and watch the value follow. This is the kind of home people drive through a neighborhood hoping to find. Come see it before someone else does.

1105 Clinging Vine Place, Winter Springs

$357,000

3 Beds ⋅ 3 Baths ⋅ Highlands Sec 1 SubDv. ⋅ 32708 Zip Code

Welcome to 830 Dunbar Ter, a residence arranged for everyday comfort and practical living. The interior features a fireplace, serving as a central point, while the kitchen contains an accent backsplash that provides a subtle design element. Exterior amenities include a substantial deck that connects directly to a fully fenced in backyard, suitable for various outdoor activities. Move right into comfort and refined outdoor living.

830 Dunbar Terrace, Winter Springs

$249,000

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

Welcome to 498 Green Spring Circle in the desirable Mount Greenwood community of Winter Springs! This beautifully maintained 2 bedroom, 1.5 bath end-unit townhome offers peaceful pond views, low-maintenance living, and access to top-rated Seminole County schools. Step inside to an open and inviting floor plan featuring ceramic tile flooring throughout the main living areas and fresh interior paint. The spacious living and dining areas flow seamlessly to the oversized screened patio with paver flooring, creating the perfect space to relax, entertain, or enjoy your morning coffee while overlooking the tranquil water and mature trees. The kitchen opens to the main living space, creating a bright and functional layout ideal for everyday living. Upstairs, you'll find two generously sized bedrooms with large closets and ample storage. An additional exterior storage closet off the patio provides even more convenience. Residents of Mount Greenwood enjoy a low HOA and outstanding community amenities, including a sparkling pool, tennis courts, playground, and scenic walking and biking trails. Ideally located just off SR 434 and minutes from Winter Springs Town Center, shopping, dining, parks, and major commuter routes. Whether you're a first-time homebuyer, downsizing, or searching for the perfect Florida retreat, this move-in-ready townhome offers comfort, convenience, and beautiful waterfront views. Don't miss this opportunity to enjoy the Florida lifestyle in one of Winter Springs' most desirable locations. Schedule your private showing today!

498 Green Spring Cir, Winter Springs

$669,900

5 Beds ⋅ 3 Baths ⋅ Tuscawilla Unit 06 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Come fall in love with this versatile 5 bedroom 3 bath home on over 1/2 acre beautifully landscaped property with lush trees and gardens....your very own private oasis in the heart of Tuscawilla! With two large master suites, two spacious guest bedrooms plus a fifth bedroom/ home office with exterior door, the opportunities are endless! In addition, most of the home is very tastefully handicapped accessible. Tinker in your oversized 2 car garage, take a stroll to the neighborhood park or the country club, or sit on your covered back porch watching nature dance in your gorgeous and private backyard. Perhaps you could just float in your recently resurfaced screened, solar heated pool with artful brick paver deck and outdoor shower. Rest easy with a newer roof (2025) two new AC systems (2026 and 2024) updated plumbing, complete window replacement and gorgeous new sliding doors. Your parents, guests or special needs family member will enjoy the massive secondary primary suite with tasteful and versatile handicapped accesible bathroom with roll in shower,double sink vanity, and large accessible walk in closet. Tons of storage is found throughout the home including in the oversized laundry room with utility sink, and cabinets galore. Hey, imagine peace and quiet in a potentially chaotic household…. The main primary bedroom is completely separate from all of the others and includes a walk-in closet and a space large enough for all your dressers, nightstands and even a quiet sitting area to enjoy your favorite book. The ensuite Primary bath has Double doors, updated double vessel sinks and other delightful upgrades. As a bonus, you can open your sliding doors in your bedroom to the pool for a moonlight dip! Newer wood ceilings adorn the rear covered porch for daydreaming or making entertaining special. Guests, family and friends will appreciate the additional parking on the expansive driveway (we just know you're going to have a lot of company). Trotwood Park is a fun place to experience the farmer's market and your kiddos can get to school without accessing the major roads!! Tuscawilla isn't just a place to live.....it's a place to call home. This is truly a once in a lifetime opportunity at a very reasonable price. Hurry to see it now before someone else snatches it up!

1208 Cheetah Trail, Winter Springs

$375,000

3 Beds ⋅ 3 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code

Welcome to this beautifully maintained townhome located in the highly desirable Winter Springs, where comfort, convenience, and lifestyle come together seamlessly. This exceptional residence offers access to community amenities including a fitness center and a community pool overlooking a serene neighborhood pond—perfect for relaxation and unwinding. Another outstanding feature is its unbeatable location adjacent to Central Winds Park. Residents can enjoy an incredible array of amenities just steps away, including pickleball courts, a baseball diamond, basketball courts, a fishing pier, scenic nature trails, picnic areas with pavilion, soccer fields, a playground, volleyball courts, and a fantastic dog park. The park also hosts year-round community events, making it a vibrant hub for recreation and connection. Inside, the home features a thoughtfully updated interior with a modern kitchen, luxury vinyl plank flooring, fresh interior paint, and stylish new lighting fixtures. Recent improvements also include a NEW ROOF, new A/C system 12/23, and fresh exterior paint, offering peace of mind for years to come. A private balcony provides additional outdoor living space, while the attached two-car garage ensures ample parking and storage. Outdoor enthusiasts will appreciate direct access to the Cross Seminole Trail, ideal for biking, jogging, or simply enjoying Florida’s natural beauty. The location also offers convenient access to dining, shopping, and local wine bars, all within the vibrant Town Center area. Families will benefit from proximity to highly rated Seminole County schools, including being just steps from Winter Springs High School, while still enjoying a setting that feels tucked away from the hustle and bustle. Whether you are a first-time homebuyer, looking to downsize, or seeking a low-maintenance lifestyle in one of Winter Springs’ most sought-after communities, this move-in-ready townhome is a must-see. A one-year home warranty with American Home Shield is included for added peace of mind. Don’t miss your opportunity to own this exceptional home in an unbeatable location!

453 Gee Hammock Lane, Winter Springs

$399,000

3 Beds ⋅ 2 Baths ⋅ North Orlando Terrace Unit 2 Sec 8 SubDv. ⋅ 32708 Zip Code

This meticulously maintained home offers an impressive combination of recent upgrades, thoughtful features, and exceptional outdoor living. The curb appeal is enhanced by professional landscape lighting, while 10-foot access gates on both sides of the property provide convenience and flexibility. A three-zone irrigation system helps maintain the beautifully landscaped grounds year-round. The backyard is designed for relaxation and enjoyment, featuring a sparkling pool with a removable safety fence, a LED pool light replaced in 2025, and a new pool pump and filter installed in 2026. For additional storage, workshop space, or hobby use, the property also includes a substantial 12’ x 20’ steel accessory building. No HOA, so bring your toys, Rv, camper etc! Inside, the garage has been refreshed with newly painted floors and walls and is illuminated by six custom LED light fixtures, creating a bright and functional space. Major system updates provide peace of mind, including a new roof installed in March 2026, a new central air conditioning system installed in March 2025, and a new hot water heater installed in May 2026. Additional recent improvements include a refrigerator replaced in 2024, a dishwasher installed in 2024, a garbage disposal added in 2025, a Google Nest smart thermostat installed in 2026, and an updated master bathroom toilet. With extensive recent improvements, modern conveniences, and pride of ownership evident throughout, this move-in-ready home offers outstanding value and is ready for its next owner to enjoy.

203 Sweetgum, Winter Springs

$840,000

4 Beds ⋅ 3 Baths ⋅ Glen Eagle SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. This Is the One You Drive Past and Can't Stop Thinking About. You know the feeling — you see a home, you keep moving, and an hour later you're still thinking about it. This 4-bedroom, 3-bath pool home in the sought-after Glen Eagle community of Tuscawilla is that home. Quietly situated on one of Winter Springs' most desirable streets, with an upgrade history that reads like a masterclass in stewardship. Let's talk about what's already done: brand new HVAC (2026), new carpet (2026), fresh exterior paint (2023), pool resurfaced (2022), new water heater (2022), new pool heater (2025), hardwood floors (2016), and a roof replaced in 2015 — plus a water softener and an active, renewed termite bond through April 2026. This is not a home that has been lived in and left. This is a home that has been cared for. Step inside to sun-drenched living spaces anchored by rich hardwood floors, flowing seamlessly into comfortable, flexible rooms designed for how real families actually live. Outside, your private pool awaits — freshly resurfaced and heated, ready for year-round enjoyment in true Florida fashion. The address itself is the bonus. Tuscawilla is one of the largest and most established planned communities in Seminole County, and the private Tuscawilla Country Club offers an 18-hole golf course, tennis courts, pool, dining, and a full clubhouse right in the heart of the neighborhood. Top-rated Seminole County schools, quick access to UCF, Research Park, and the 417 beltway, plus a 45-minute drive to beaches, Disney, and Universal — everything Central Florida offers, with a quiet street to come home to. Some homes are listed. This one is ready to be claimed.

1647 Eagle Nest Circle, Winter Springs

$420,000

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

Welcome to 1326 Tarflower Drive, a stunning 2025-built townhome located in the highly sought-after Hickory Grove community in Winter Springs. Perfectly positioned on one of the most desirable lots in the neighborhood, this rare corner-unit offers exceptional privacy, abundant natural light, and beautiful green space views. With no neighboring building on one side, two mature magnolia trees, and no directly facing homes behind, this home provides a bright, open, and peaceful setting that is hard to find. Inside, you'll find an open-concept floor plan featuring wood-look plank tile flooring, a spacious living room, dedicated dining area, and a beautifully appointed kitchen complete with a large peninsula island, marble countertops, modern cabinetry, and upgraded Charcoal stainless steel appliances—a premium upgrade not typically found. The first floor also features a convenient drop zone and half bath. Upstairs offers four spacious bedrooms, providing flexibility for guests, a home office, nursery, or playroom. The primary suite is filled with natural light and features dual vanities, a large walk-in shower, private water closet, and an walk-in closet. A guest bathroom with dual sinks and a tiled tub/shower combination serves the additional bedrooms. Residents of Hickory Grove enjoy amenities including a community pool, playground, and dog park. The HOA also includes high-speed fiber internet and cable, providing added value and convenience. Located just steps from Winter Springs Town Center, you'll enjoy walkable access to Publix, restaurants, shopping, and everyday conveniences. Central Winds Park, Winter Springs High School, Tuskawilla Road, and SR-417 are all just minutes away. Opportunities to own a premium corner-unit in one of Winter Springs' newest communities are rare. Combining modern construction, upgraded finishes, privacy, natural light, and an unbeatable location, this move-in-ready home is one you won't want to miss.

1326 Tarflower Drive, Winter Springs

$620,000

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

Built in 2019, this thoughtfully designed floor plan is ideal for multigenerational living, extended stays for guests, remote professionals, or anyone seeking additional privacy and versatility. The main residence encompasses 3 bedrooms, 2.5 bathrooms, and an additional dedicated office/flex room, while a separate 1 bedroom, 1 bath suite above the garage creates a private retreat complete with its own entrance. The main level showcases an open concept design where the family room flows seamlessly into the spacious eat in kitchen. The kitchen is beautifully appointed with 42" cabinetry, quartz countertops, upgraded stainless steel appliances, and a generous walk in pantry. A versatile office/flex room offers endless possibilities as a home office, playroom, fitness area, study space, or hobby room. Upstairs, the primary bedroom serves as a comfortable escape, featuring a walk-in closet, French doors that lead to a private balcony and a spacious en suite bath with dual vanities, a garden tub, and separate walk-in shower. Two additional bedrooms and a full bath with dual sinks complete the second floor of the main residence. One of the home's most desirable and unique features is the private in-law suite above the garage. Measuring approximately 19' x 16', this separate living space includes its own full bathroom, dedicated HVAC system, built-in cabinetry and private entrance, making it ideal for in-laws, guests, college aged children, a home business, or additional flex space. The remainder of the home highlights a front porch, a covered rear porch, a brick paved driveway, oversized parking area, two car garage, whole home Gigabit Wi Fi, fiber internet, smart locks, smart lighting and a 60 amp outlet ready for electric vehicle charging. Residents of Tuskawilla Crossings enjoy resort style amenities including a community pool with cabanas, playground, walking trails, multiple dog parks, and direct access to the Seminole County Trail. Ideally located just minutes from Winter Springs Town Center, shopping, dining, top rated Seminole County schools, and SR 417.

170 Wooded Vine Drive, Winter Springs

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