Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
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Ex.Miami OR Coral Springs OR Boca Raton 33319 OR 33321 OR 33467
Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.
Oviedo High - O6413725 - 1389 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708 Just Added on 06/23/2026 1:20PM
$535,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
LOCATION, LOCATION, LOCATION! Beautifully remodeled home in the heart of Winter Springs, conveniently located near shopping, dining, banking, fresh market , Publix, Oviedo Mall, YMCA, and major roadways (417 & 408). This spacious residence features 4 bedrooms, 2 full bathrooms, 2 car garage and an open functional floor plan ideal for family living and entertaining, two large separate rooms :a dining room and a living room Recent updates include a water heater (2026)new porch (2026), A/C (2017), and roof (2017). The oversized backyard is shaded by magnificent historic oak trees and includes a utility/workshop, building gym, offering endless possibilities. The community features a playground, basketball court, and park, with an additional neighborhood park conveniently located right next door and the HOA fee is paid anually and is exceptionally affordable.
Listing is courtesy of: LA ROSA REALTY PREMIER LLC
Winter Springs High - O6418792 - 947 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708 1 Day on yellowkey
$525,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Welcome to 947 Glen Abbey Circle in the sought-after Greenbriar Country Club and Golf Course community of Winter Springs. This impeccably maintained 4-bedroom, 3-bathroom home with a spacious loft offers thoughtfully designed living space with beautiful conservation views and a flexible floor plan perfect for everyday living and entertaining. The bright and open layout features soaring ceilings in the formal living and dining areas, creating an impressive first impression. The spacious kitchen is equipped with wood cabinetry, ceramic tile flooring, and overlooks the family room, where sliding glass doors lead to a screened porch overlooking the peaceful conservation area. The first-floor primary suite provides a private retreat with a large walk-in closet, garden tub, separate shower, and dual vanity. An interior laundry room and convenient half bath complete the main level. Upstairs, you'll find three additional bedrooms, a full bathroom, and a versatile loft that overlooks the living and dining areas below, enhancing the home's open and airy feel. Whether used as a game room, home office, media space, or play area, the loft adds flexibility to meet a variety of lifestyle needs. Recent updates and meticulous care throughout make this property truly move-in ready. Enjoy the lifestyle that Greenbriar offers, with access to golf, country club amenities, top-rated Seminole County schools, shopping, dining, and major roadways just minutes away. This is a rare opportunity to own a beautifully maintained home in one of Winter Springs' most desirable communities. Schedule your private showing today.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY
Winter Springs High - O6418918 - 498 CLUB DR, WINTER SPRINGS, FL 32708 1 Day on yellowkey
$1,600 | Townhouse | 2 beds | 2.0 baths
Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. New shingle roofing installed within the past months. Freshly painted and new luxury vinyl flooring throughout the unit. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs peaceful conservation area. Open stairwell that leads to the loft where you will find a spacious laundry arrangement set up. The master bedroom and bath are on the second floor. The home has been freshly painted. The Highlands offers many amenities to include tennis/pickle ball courts, basketball and volleyball, park with BBQ areas and a covered pavilion and boasts its Junior Olympic size swimming pool. Playgrounds throughout the community. Cypress Club also provides a community pool.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC
Winter Springs High - O6419034 - 420 PARK LAKE DR, WINTER SPRINGS, FL 32708 1 Day on yellowkey
$4,300 | Single Family Home | 6 beds | 4.5 baths | 3 gar
Welcome to your dream rental home in the desirable Winter Springs area!, You can enjoy the perfect combination of comfort, space, privacy, and convenience in this beautiful home located in a gated community with a pool. This amazing property offers not only a spacious main house but also a separate apartment located above the garage, creating endless possibilities perfect for a private office, mother-in-law suite, guest apartment, home gym, entertainment area, or your own personal man cave. The home features a functional and spacious layout with plenty of room for everyone, beautiful living areas, and a community that offers security and convenience. Located in the highly desirable Winter Springs area, you will be close to shopping, restaurants, major highways, and everything Central Florida has to offer. Enjoy living in an area known for excellent schools, including Keeth Elementary, Indian Trails Middle School, and Winter Springs High School. A rare opportunity to rent a home that offers the space and flexibility you have been looking for schedule your private showing today before it\'s gone!
Listing is courtesy of: BRIGHT TRUST REALTY LLC
Winter Springs High - O6417776 - 101 CORY LN, WINTER SPRINGS, FL 32708 1 Day on yellowkey
$1,450 | Apartment | 2 beds | 2.0 baths
Make your new home in this spacious ground-floor apartment in Winter Springs, directly across from beautiful Torcaso Park with easy access to walking trails, green space, and recreation just outside the door. This two-bedroom, two-bathroom apartment features a practical layout with a galley kitchen open to a combined living and dining space that leads to a screen-enclosed covered patio, perfect for relaxing or entertaining. The kitchen is fully-equipped with an electric range, refrigerator, and a dishwasher. The two spacious bedrooms are separated by two full bathrooms, offering quiet and privacy. It even comes equipped with a stackable washer and dryer in the hallway bathroom. Two parking spaces are just outside your front door. Cory Lane is off peaceful Moss Road that leads to shopping, dining, and schools on nearby SR 434. If you have children, the assigned public schools are Layer Elementary, Indian Trails Middle School, and Winter Springs High School. We understand that pets are part of the family. That's why we welcome cats and small dogs under 35 pounds (no aggressive breeds) with a $250 non-refundable per-pet fee, and $25 monthly per-pet rent. Monthly Rent: $1450 Minimum Security Deposit: $1,450 12-Month Lease Application fee for each applicant aged 18+: $55
Listing is courtesy of: FLORIDA ONE REAL ESTATE LLC
Winter Springs High - O6418735 - 71 TARPON CIR, WINTER SPRINGS, FL 32708 3 Days on yellowkey
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!
Listing is courtesy of: CHERRY'S FOCUSED IN REALTY LLC
Oviedo High - O6416115 - 1105 CLINGING VINE PL, WINTER SPRINGS, FL 32708 3 Days on yellowkey
$500,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY
Winter Springs High - O6418425 - 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 4 Days on yellowkey
$249,000 | Townhouse | 2 beds | 1.5 baths
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!
Listing is courtesy of: SUNDIAL REAL ESTATE LLC
Winter Springs High - O6418233 - 995 DYSON DR, WINTER SPRINGS, FL 32708 4 Days on yellowkey
$750,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Tucked behind dual steel security gates on more than 1.6 wooded acres in sought after Tuscawilla, this one of a kind gated estate offers exceptional privacy just three blocks from the Tuscawilla Country Club and golf course. Surrounded by mature trees and natural beauty, the property feels like a private park while remaining minutes from shopping, parks, top rated Seminole County schools, major highways, dining, golf, swimming, and tennis. This custom-built California contemporary home features 3 bedrooms, 2.5 baths, and a loft. The dramatic great room showcases soaring two story vaulted ceilings, expansive windows with tranquil wooded views, a polished granite fireplace with gas logs, built-in bookcases, and a wine rack. The adjoining dining and entertaining area includes granite countertops, a wet bar, and a built-in wine cabinet. The kitchen is designed for both everyday living and entertaining, offering cherry cabinetry, solid surface countertops with an integrated sink, an oversized breakfast nook, and a large walk-in pantry. An artistic steel staircase leads to the loft, an ideal space for a home office, studio, or flex room with elevated views of the surrounding landscape. The spacious primary suite features a large walk-in closet and a spa-inspired bath finished in slate with a built-in Jacuzzi tub and waterfall feature, a walk-in shower with fixed glass enclosure, bidet, and updated dual vanity. Additional upgrades include a tankless water heater, updated HVAC system, upgraded plumbing, a large interior laundry room, oversized two car garage, and a separate workshop. The Florida friendly landscape requires minimal maintenance, and the expansive grounds provide ample room for a future pool, tennis court, guest house, or additional outdoor amenities. New septic 2025, part of roof replaced 2025. A rare opportunity to own a private estate property in the heart of Tuscawilla with unmatched natural surroundings and modern conveniences close at hand. Zoned PUD!
Winter Springs High - O6416652 - 1208 CHEETAH TRL, WINTER SPRINGS, FL 32708 4 Days on yellowkey
$669,900 | Single Family Home | 5 beds | 3.0 baths | 2 gar
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!
Winter Springs High - O6416617 - 1326 TARFLOWER DR, WINTER SPRINGS, FL 32708 5 Days on yellowkey
$430,000 Reduced | Townhouse | 4 beds | 2.5 baths | 2 gar
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.
Listing is courtesy of: DOUGLAS EDMUND REAL ESTATE LLC
Winter Springs High - O6418077 - 170 WOODED VINE DR, WINTER SPRINGS, FL 32708 5 Days on yellowkey
$649,900 | Single Family Home | 4 beds | 3.5 baths | 2 gar
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 a 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.
Listing is courtesy of: DIBS REALTY, LLC
Winter Springs High - O6417844 - 1107 WINTER SPRINGS BLVD, WINTER SPRINGS, FL 32708 6 Days on yellowkey
$570,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to this beautifully maintained, freshly painted 4-bedroom, 3-bathroom home situated on a picturesque wooded lot in the heart of Tuscawilla, one of Winter Springs' most sought-after communities. Built with quality craftsmanship and designed for comfortable living, this spacious residence features brand-new engineered wood flooring, generously sized bedrooms, multiple living areas, and a layout ideal for both everyday life and entertaining. For added peace of mind, the roof was replaced in August 2021. The expansive backyard provides endless opportunities to enjoy the Florida lifestyle. Whether you dream of creating a garden, playing ball with family and friends, hosting outdoor gatherings, or simply relaxing beneath the shade of mature trees, you'll appreciate the privacy and space this property offers. Located within the highly rated Seminole County School District, this home is also part of Tuscawilla's unique golf cart-friendly community. Enjoy the convenience of taking your golf cart to Tuscawilla Country Club for golf, tennis, dining, and social events. The club is also home to the renowned Tiger Sharks Swim Team, one of the area's most respected youth swim programs and a source of pride for the community. Outdoor enthusiasts will love being just moments from the Cross Seminole Trail, offering miles of scenic pathways for biking, walking, jogging, and enjoying the natural beauty of Central Florida. Conveniently located near SR 417, this home provides easy access to Orlando, area employers, shopping, dining, healthcare, Florida's beautiful beaches, and world-famous attractions. Restaurants, retail centers, and everyday conveniences are all just minutes away. If you're searching for a spacious home on a beautiful wooded lot with top-rated schools, outstanding recreational amenities, and the unmatched lifestyle that Tuscawilla offers, this is an opportunity you won't want to miss.
Oviedo High - O6416327 - 200 BLUE CREEK DR, WINTER SPRINGS, FL 32708 6 Days on yellowkey
$625,000 | Single Family Home | 4 beds | 3.0 baths | 3 gar
Under contract-accepting backup offers. Virtually Staged. Meticulously maintained and beautifully positioned with peaceful conservation and pond views, this 4-bedroom, 3-bathroom home in Chestnut Estates offers 2,344 square feet of spacious single-story living in the desirable Tuscawilla area. Set on an oversized 0.26-acre lot with no rear or side neighbors, this property combines a versatile floorplan, generous living spaces and inviting indoor-outdoor living. Inside, high ceilings and tons of natural light create a bright, open feel throughout the heart of the home. The layout includes a formal dining room with tray ceiling, a front living/flex room with French doors, a spacious family room and an open kitchen with granite countertops, stainless steel appliances, breakfast bar, pantry, and a sunny breakfast nook overlooking the backyard and conservation. The thoughtfully designed split-bedroom floorplan offers both privacy and flexibility. The tucked away primary suite features direct access to the screened rear porch, a large walk-in closet, dual vanities, a garden tub, and a separate shower. Two secondary bedrooms share a spacious Jack-and-Jill style bathroom with an oversized vanity and abundant storage, while the fourth bedroom is positioned near the third full bathroom, which features a walk-in shower and direct porch access. Outdoor living truly shines with a covered screened porch, custom paver patio and firepit area, mature landscaping, aluminum fencing, and peaceful pond and conservation views. The larger lot and natural backdrop create a peaceful setting for relaxing or entertaining. Pride of ownership is evident throughout, with major improvements including a new roof in 2024, Goodman HVAC system in 2021, updated outdoor living spaces, enhanced landscaping and drainage improvements, and consistent preventative maintenance over the years. Conveniently located near Tuscawilla Country Club, parks, shopping, dining, major roadways, and Seminole County schools, this well-cared-for home offers space, privacy, and an exceptional opportunity to enjoy comfortable living in a beautifully maintained home with a setting that’s becoming increasingly difficult to find. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY
Winter Springs High - O6417938 - 600 CASA PARK COURT M, WINTER SPRINGS, FL 32708 6 Days on yellowkey
$2,200 | Townhouse | 3 beds | 2.0 baths
LOCATION LOCATION LOCATION This is a one-story end unit in desireable Casa Park of Tuscawillawith 2 parking assigned spots All new double pane windows and sliding glass door NEW appliances. Fresh paint throughout 2023, New Flooring Huge yard in the back. Both bathrooms have been upgraded. Water Proof Planks flooring everywhere including bedrooms. Fenced courtyard. Community pool, HOA is responsible for ground maintenance, exterior paint, community pool and roof replacement. The roof was replaced in 2015 and all building were repainted. Trotwood park is across the street and walking distance to elementary and middle school. Clubhouse with Olympic size pool, jacuzzi and sauna!!! You will love to call this home!!
Listing is courtesy of: ALL SEASONS REALTY
Winter Springs High - O6417015 - 1357 MILL STREAM LN, WINTER SPRINGS, FL 32708 6 Days on yellowkey
$400,000 | Townhouse | 3 beds | 2.5 baths | 2 gar
Welcome to this beautifully updated 3-bedroom, 2.5-bath end-unit townhome in the desirable Jesups Landing community of Winter Springs! Recent updates include new flooring, new exterior paint and a new roof creating a fresh, modern feel. The thoughtfully designed layout features generous living and dining areas that flow seamlessly into the kitchen, making entertaining easy. Upstairs, you'll find all three bedrooms, the laundry area, and a gorgeous patio, in addition to a spacious primary suite that offers a relaxing retreat with ample closet space and an en-suite bath. One of the home's most attractive features is its unbeatable location adjacent to Central Winds Park, where residents can enjoy pickleball courts, a baseball diamond, basketball court, a fishing pier, nature trail, picnic facilities and pavilion, a soccer field, playground, volleyball cours, NEW PICKLEBALL COURTS AND A GREAT DOG PARK in additiona to year-round community events. Families will also appreciate the proximity to highly rated Seminole County schools, shopping, dining, and major commuter routes. Whether you're a first-time homebuyer, downsizing, or seeking a low-maintenance lifestyle in one of Winter Springs' most desirable locations, this beautifully maintained townhome is a must-see!
Listing is courtesy of: KELLER WILLIAMS CLASSIC
Winter Springs High - O6417467 - 975 DYSON DR, WINTER SPRINGS, FL 32708 6 Days on yellowkey
$879,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Under contract-accepting backup offers. Nestled on nearly two private acres in coveted Old Tuskawilla, this one-of-a-kind custom estate offers a rare opportunity to enjoy space, privacy, and timeless character in one of Seminole County's most sought-after communities. Surrounded by majestic oak trees, the property feels like a private retreat while remaining just minutes from top-rated schools, parks, golf, dining, and shopping. A private driveway leads to the home's side-entry two-car garage and picturesque setting. Inside, 2,191 square feet of living space blends warmth and functionality. Solid cherry hardwood flooring flows throughout the main level, where you'll find the formal dining room, a spacious family room, two fireplaces, a breakfast nook, and a generously sized primary suite conveniently located on the first floor. Also on the main level is a flexible office space that could easily serve as a fourth bedroom with minimal modifications, offering added versatility for growing families or guests. Upstairs, two bedrooms feature large closets and share a renovated Jack-and-Jill bathroom. The second floor has been updated with luxury vinyl plank flooring. The screened porch provides the perfect place to enjoy morning coffee while overlooking the expansive backyard, offering endless possibilities for a custom pool, guest house, workshop, or simply enjoying the natural beauty of the property. Nature lovers will appreciate the trail located directly behind the property, providing access for walking, jogging, and exploring the outdoors. Major updates provide peace of mind, including a whole-house repipe (2022), a 10' x 12' storage shed added in 2025, a new roof (2026), and fresh exterior paint (2026). While the kitchen and primary suite present opportunities for cosmetic updates and personalization, the home's solid construction, exceptional lot, and desirable location create an incredible foundation for your vision. Properties with this much land, character, and potential rarely become available in Tuskawilla. Whether you're seeking room to spread out, a private estate setting, or the chance to create your forever home, this exceptional property offers a truly unique opportunity.
Listing is courtesy of: VAN DEN BERG REAL ESTATE GROUP
Winter Springs High - O6417280 - 114 STONE GABLE CIR, WINTER SPRINGS, FL 32708 7 Days on yellowkey
$485,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to the desirable city of Winter Springs, where 114 Stone Gable Cir sits on a beautiful corner lot with peaceful pond views to the rear and side of the home. Just minutes from shopping, restaurants, theme parks, major roads, and the airport, this move-in ready residence puts convenience right at your fingertips. Inside, 1,814 square feet of bright living space welcomes you with high ceilings and an open floor plan that flows naturally from room to room. Hard flooring runs throughout, keeping upkeep easy while adding a clean, modern look. The kitchen is ready for everything from casual breakfasts to weekend gatherings, featuring sleek granite countertops and stainless steel appliances. This thoughtfully designed home offers three comfortable bedrooms and two full bathrooms. The smart split layout tucks the primary bedroom away on its own side for added privacy, creating a quiet retreat at the end of the day, while two additional bedrooms provide flexible space for family, guests, or a home office. The real showstopper waits out back. Step onto the screened-in porch and enjoy your own private pool, perfect for cooling off under the Florida sun or relaxing as you take in the serene water views. The corner-lot setting adds extra elbow room and a sense of openness rarely found. With its prime location, modern finishes, and resort-style outdoor living, this Winter Springs gem checks every box. Schedule your private showing today and make it yours before it's gone!
Listing is courtesy of: REAL BROKER, LLC
Winter Springs High - O6417440 - 1204 SWAN ST, WINTER SPRINGS, FL 32708 7 Days on yellowkey
$624,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Rare opportunity in the heart of Winter Springs! Situated on an expansive 0.72-acre lot with NO HOA, this unique 4-bedroom, 2.5-bath pool home offers endless potential for the buyer seeking space, privacy, and the chance to create something truly special. The property features a recently resurfaced pool, a fully fenced backyard, and an incredible outdoor setting designed for entertaining and enjoying Florida living. One of the standout features is the detached pizza kitchen gazebo, perfect for hosting family and friends, along with an additional outbuilding complete with A/C, power, and plumbing—ideal for a workshop, studio, home office, hobby space, or future guest accommodations. Mature landscaping and abundant outdoor space provide room for recreation, gardening, boats, RVs, and more. Inside, the home offers a functional layout with tremendous upside. While cosmetic updates could enhance the property's full potential, the major features, lot size, and unique amenities make this a rare find in Winter Springs. Whether you're looking for a personal residence, multi-generational living setup, or an investment opportunity, this property is ready for your vision.
Listing is courtesy of: EXIT REALTY PREMIER LEGACY
Winter Springs High - O6414948 - 1016 WALNUT CREEK CV, WINTER SPRINGS, FL 32708 7 Days on yellowkey
$539,900 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 2.5-bath home nestled on a quiet cul-de-sac in the highly desirable gated community of Parkstone. From the moment you arrive, you'll appreciate the inviting curb appeal, fresh exterior paint, and the pride of ownership throughout. Step inside to discover a light and bright interior filled with airy, spacious living areas designed for both everyday comfort and effortless entertaining. Gorgeous luxury vinyl plank flooring flows throughout the main living spaces, while brand-new carpet adds warmth and comfort to the upstairs bedrooms. Entertaining is a breeze in the large dining room with easy access to the kitchen and family room. The heart of the home opens seamlessly to your private backyard retreat, featuring a sparkling saltwater pool, new sod, and a fully fenced yard that offers both privacy and space to relax, play, or entertain. Whether enjoying a morning coffee poolside or hosting weekend gatherings, this outdoor space is sure to impress. Soaring ceilings on the first floor add to the spacious feeling throughout. Step into the pristine primary suite located on the first floor as an added bonus! Primary bath with separate soaking tub, glass enclosed shower and dual sink vanity make this an owner's dream. Major updates provide peace of mind, including ROOF 2019, AC 2024, FRESHLY PAINTED INTERIOR 2021, HOT WATER HEATER 2021,transferable TERMITE BOND, NEW CARPETS in all bedrooms, NEWLY PAINTED POOL DECK and Taexx, an inovative built-in "tubes in the wall" pest control system .....what more could you ask for? One of the many perks of living in Parkstone is that the HOA takes care of lawn maintenance, giving you more time to enjoy the community and everything the area has to offer. Located just minutes from the popular Central Winds Park, you'll have easy access to festivals, sporting events, walking trails, and community activities year-round. You'll also love being close to Winter Springs Town Center, where shopping, dining, and everyday conveniences are just around the corner. This welcoming home offers the perfect blend of comfort, convenience, and lifestyle in one of Winter Springs' most sought-after gated communities.
Winter Springs High - O6413957 - 1441 FOREST HILLS DR, WINTER SPRINGS, FL 32708 7 Days on yellowkey
$420,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this beautifully maintained and updated 3 bedroom, 2 bath home with a 2-car garage, ideally situated in the highly desirable Tuscawilla community of Winter Springs. Offering a combination of modern updates, timeless character and serene waterfront views, this move in ready home is a rear find. Step inside to discover an inviting floor plan, featuring ceramic tile and laminate flooring throughout, providing both style and easy maintenance. The updated kitchen is designed for everyday living and entertaining, complete with modern cabinetry, stainless steel appliances, granite countertops, with a black side by side refrigerator, skylight that fills the space with natural light and a built-in wine rack for added charm. The spacious family room serves as the heart of the home, highlighted by a striking brick wood burning fireplace and elegant exposed wood beams that adds warmth and architectural character. Sliding glass doors create a seamless connection between the indoor living spaces and the outdoors while framing beautiful views of the pond. Relax and unwind in the screened in porch overlooking the tranquil water, where you can enjoy peaceful mornings, evening sunsets and the beauty of Florida's natural surroundings. The primary suite and additional bedrooms offer comfortable living spaces, with sliding glass door access providing abundant natural light and picturesque views. The home also offers valuable peace of mind with major updates already completed, including a new roof installed in 2022 and a new HVAC system installed in 2021. Located in the sought after Tuscawilla community, residents enjoy convenient access to parks, walking trails, golf, tennis facilities, shopping, dining, and top rated Seminole County schools. Whether you are looking for your forever home or a peaceful retreat, this waterfront gem delivers comfort, convenience and lasting value. Don't miss your opportunity to own this beautifully updated pond-view home in one of Winter Springs' most desirable neighborhood.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III
Winter Springs High - O6416971 - 1422 SPALDING RD, WINTER SPRINGS, FL 32708 8 Days on yellowkey
$2,500 | Single Family Home | 3 beds | 2.0 baths | 2 gar
SHORT TERM (MINIMUM 6 MONTHS) OR LONG TERM WITH 60 DAYS NOTIFICATION! Available July 15, 2026. Enjoy serene living in this well maintained and updated 3-bedroom Tuscawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a clubhouse facility right across the street. Updated kitchen new cabinetry, quartz countertops and equipped with premium stainless steel appliances, vaulted ceilings with elegant wooden beams. Enjoy the living space outdoors in a large screened-in patio, enjoy your backyard, with 12 inch with concrete tiles, vinyl fence for privacy, creating a relaxed setting for entertaining . This home is near Trotwood Park, Cross Seminole Trail and Bear Creek Nature Trail. The location is one of the best with quick access to the 417. The schools include some of thehttps://apply.link/P3tSils top-rated schools in all of Central Florida. ELECTRICITY AND WATER ARE INCLUDED WITH ADDITIONAL MONTHLY FEE OF $450. https://apply.link/P3tSils
Listing is courtesy of: DIAMOND 2000 REALTY, INC
Winter Springs High - O6416243 - 1115 ARBOR GLEN CIR, WINTER SPRINGS, FL 32708 11 Days on yellowkey
$750,000 | Single Family Home | 4 beds | 3.0 baths | 3 gar
A perfect blend of comfort, style, and location. This beautifully maintained, custom 4-bedroom, 3-bath POOL home in the Tuscawilla community of Arbor Glen checks all the boxes. Spanning 2,620 square feet, this one-story, 3-car side-entry garage home offers the privacy of a fully fenced backyard with screened-in pool and no rear neighbors. After a refreshing swim in the NEWLY RESURFACED POOL (5/26), you can rinse off in the outdoor shower or step into the cabana bath with direct access from the patio. This split floor plan includes vaulted ceilings that create an airy atmosphere throughout, and the primary suite offers private lanai and pool access, perfect for morning coffee. The 4th bedroom is both functional and versatile, with a built-in desk/workstation and a queen-size Murphy bed. The large kitchen boasts stainless steel appliances, granite countertops, and a bright breakfast nook with a frameless bay window overlooking the pool. All the main living areas and bedrooms feature rich wood flooring. Other noted features: BRAND NEW POOL PUMP (5/26), freshly painted pool deck, washer/dryer included, gas fireplace, and newer roof (2020) & A/C (2019). Nestled in the desirable Seminole County school zone, with easy access to shopping, dining, parks, golfing at Tuscawilla Country Club, and pickleball at Central Winds Sports complex. This home has it all!
Listing is courtesy of: LPT REALTY, LLC
Winter Springs High - O6416491 - 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 11 Days on yellowkey
$294,000 | Townhouse | 2 beds | 2.5 baths | 1 gar
Welcome to easy, low maintenance living in the gated Heritage Park community of Winter Springs! This move in ready Townhome offers comfort and convenience! Inside, you'll find a bright and inviting open floor plan featuring tile and luxury vinyl flooring throughout. The spacious living and dining areas provide plenty of room to gather, while the kitchen features stainless steel appliances, 42' dark wood cabinets and plenty of counter space for your everyday use. Step outside to the screened lanai, where peaceful pond views and mature landscaping create a relaxing outdoor retreat, perfect for enjoying your morning coffee or unwinding at the end of your day! Heading upstairs, the laminate flooring on the staircase adds a nice updated touch as you transition to the private living space. Both bedrooms are located on the second floor and each includes a private suite bath, creating comfort and privacy. Recent major updates include a new roof (2022) and A/C system (2023), offering added value, efficiency and peace of mind. One of the standout features of this home is its exceptional location, situated directly across from the community pool with plenty of additional guest parking available, and conveniently located just off 434! You'll be minutes from shopping, dining and major roads throughout Central Florida. Residents also benefit from Seminole County's highly acclaimed public school system, consistently recognized among Florida's top performing districts! Whether you're a first time buyer, looking to downsize or seeking a strong investment opportunity, this well maintained Townhome delivers exceptional value, location and the Florida lifestyle you are looking for. Schedule your private showing today and discover everything this Winter Springs gem has to offer!
Listing is courtesy of: CT HOMES REALTY CORPORATION
Winter Springs High - O6416300 - 240 N DEVON AVE, WINTER SPRINGS, FL 32708 11 Days on yellowkey
$375,000 Reduced | Single Family Home | 3 beds | 2.0 baths | 1 gar
Welcome to 240 N Devon Avenue, a fully updated three-bedroom, two-bath home in the heart of Winter Springs, where the renovation has been done for you and the only thing left to do is move in. Inside, the open-concept main living area is anchored by a stunning stone fireplace with built-in shelving and crown molding throughout. The kitchen has been beautifully upgraded with custom wood cabinetry, quartz countertops, tile backsplash, and stainless steel appliances. Both bathrooms are finished with custom tile showers and the same level of detail you'll find throughout the home. Light, bright, and timeless. Beyond the finishes, the major systems have all been addressed: metal roof installed 2024, full HVAC replacement in 2022 (inside and outside units), whole-home repipe in 2022, updated electrical, and a gas tankless water heater. Nothing left to update or worry about! A 16x16 sunroom with AC extends the living space year-round, opening to a backyard built for play and entertaining. A putting green, paver patio, and pergola sit behind an eight-foot privacy fence, surrounded by low-maintenance xeriscaping that means weekends free from mowing. A detached 20x20 garage and workshop offers serious storage, project space, or whatever your hobby calls for. Ample off-street parking handles guests, trailers, RVs, or boats. Step out the front door and you are one block from the community park with its ocean-inspired playground, splash pad, pond, and walking trails. The Cross Seminole Trail is also nearby, putting miles of paved trail at your fingertips. Quick access to both I-4 and the 417 makes commuting a breeze, and you are surrounded by top-rated Seminole County schools. 240 N Devon is a rare combination of move-in-ready renovation, generous outdoor living, freedom from HOA restrictions, and a central Winter Springs location with parks and trails just steps from your door. Call today for your private showing!
Winter Springs High - O6416039 - 70 MOREE LOOP #63, WINTER SPRINGS, FL 32708 12 Days on yellowkey
$170,000 | Condo | 2 beds | 1.5 baths
Two story condominium in Winter Springs. The two bedroom, 1 and 1/2 bath unit is located in the Highlands Community. Tile and laminate flooring, fresh paint, spacious layout, kitchen has a pass thru window to the dining area. Combo living/dining with sliding glass doors which offers natural sunlight and opens to an exterior patio. Two bedrooms, master full bath and laundry utility on the second floor. The Highlands Master HOA offers endless amenities to include jr. Olympic pool, picnic areas with a covered pavilion, basketball, volleyball, tennis, pickleball, playgrounds and community events.
Oviedo High - O6415311 - 656 PINEBRANCH CIR, WINTER SPRINGS, FL 32708 14 Days on yellowkey
$2,100 | Townhouse | 3 beds | 2.5 baths | 1 gar
** Calls or Text Answered - Quick Approval Process 24hrs ** Available June 29 - July 1st ** A Spacious Townhome 1,600 sqft with 3 Bedrooms * 2 1/2 Baths * 1 Car Garage * in the highly desirable Gated Community of Barclay Reserves located in one of the most convenient areas of Oviedo & Winter Springs on 434 just a 1/4 mi East of 417 >> OVIEDO SCHOOL DISTRICT << This unique, small, private gated community is great for professionals or families. An open living & dining area with 2 French Doors leading out to a private patio, kitchen with large pantry & Breakfast Bar. Patio with no rear neighbor. Engineered wood flooring thru out, tile in wet areas, noise reducing carpet on stairway. Enjoy a large Primary Bedroom with large walk-in closet and Pond/Fountain view. Primary Bath with a separate spa tub, walk-in shower & powder room. Laundry area upstairs is convenient to all 3 bedrooms, lots of storage with 2 Linen Closets. 2 Bright Guest Bedrooms or Office with ample closets. 1 Car Garage & driveway parking & plenty of guest parking for guests. Barclay Reserve is considered one of the very few quaint gated townhome communities offering privacy & surrounded by gated communities. Quick access to 417, only minutes to Oviedo in the Park & Winter Springs Town Center, Shopping, Restaurants, UCF, Tech Center, 417 to 408 or north to Lake Mary & surrounding areas. Available June 29th - July 1st - Call or Text for a quick response
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
Winter Springs High - V4949540 - 577 WALDEN CT, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$399,000 Reduced | Single Family Home | 4 beds | 2.0 baths | 2 gar
Back on MARKET! NO HOA Corner Lot Single Family Home features 4 beds, 2 baths. Open layout design home with tons of upgrades: Windows replaced back in 2020, ROOF replaced in 2022, Water Heater replaced 2025, Luxury Vinyl floors installed 2026. BRAND NEW INTERIOR PAINT gives a clean look. The kitchen is the focal point of the house. It features subway tiles EXHAUST FAN, STAINLESS STEEL APPLIANCES and cabinets. GRANITE COUNTER TOP installed in 2019 and a brand new fridge 2026. Bathroom with brand new glass doors and brand new bath tub. AC unit installed 2017. A fully fenced yard provides privacy with expansive open space ready for outdoor entertaining and dining space, gardening, play area, fire pit area and also has a chicken coop and chicken run area. All outdoor furniture plus the BBQ grill are included with the sale. 2 car garage and metal husky shelves for storage. Zoned for Seminole County top A rated schools. The property is located in a minimal flood risk area (Zone X). Schedule your viewing today.
Listing is courtesy of: RISE REALTY OF FLORIDA LLC
Winter Springs High - O6414606 - 10 N FAIRFAX AVE #10, WINTER SPRINGS, FL 32708 17 Days on yellowkey
$1,595 | Apartment | 2 beds | 1.5 baths
LOCATION, LOCATION, LOCATION FULLY RENOVATED Condos in desirable Winter Springs. NO HOA!! BLOCK BUILDING! Unit offers 2 bedrooms, 1 full bath, 1 half bath, COMPLETELY FENCED BACKYARD!! Which provides you with Privacy and Security, a screened PRIVATE PORCH with storage, and NEWER SAMSUNG WASHER/DRYER IN EACH UNIT! Upgraded with STAINLESS STEEL appliances, GRANITE countertops, and engineered WOOD FLOORING. NO CARPET! Ample FRONT PARKING. Located within walking distance of Torcaso Cove Park that offers basketball courts, playground equipment, splash playground, soccer field, football field, and a pavilion. Close to Winter Springs Town Center, Central Winds Park, TOP Seminole County SCHOOLS, shopping, and dining. Easy access to SunRail via Longwood SunRail Station. Call today! MAKE THIS YOUR NEW HOME TODAY ONLY 4 UNITS AT THIS PRICE, HURRY BEFORE THEY ARE GONE!!
Winter Springs High - O6414223 - 224 BITTERWOOD ST, WINTER SPRINGS, FL 32708 18 Days on yellowkey
$2,299 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome home! This charming 3-bedroom, 2-bath home is available for immediate move-in. Located in Winter Springs, the property offers a functional layout, spacious living areas, generously sized bedrooms, and a well-equipped kitchen with plenty of cabinet and counter space. The first bedroom is scheduled to be painted next week, providing a fresh update for the new resident. All applicants are required to complete a credit and background screening. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES
Winter Springs High - O6413206 - 472 DEWARS CT, WINTER SPRINGS, FL 32708 19 Days on yellowkey
$499,900 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Under contract-accepting backup offers. Welcome to 472 Dewars Court, a beautifully maintained 4-bedroom, 2.5-bath pool home offering over 2,200 square feet of living space in one of Winter Springs' most desirable communities. Tucked away at the end of a quiet cul-de-sac, this exceptional property provides the perfect combination of privacy, comfort, and convenience with a serene wooded backdrop and no rear neighbors. Inside, you'll find a spacious and functional floor plan designed for both everyday living and entertaining. The kitchen features a gas stove for the home chef, while the home's whole-house Generac gas generator provides peace of mind and uninterrupted comfort year-round. Multiple living and dining spaces offer flexibility for growing families, remote work, or hosting guests. Step outside to your private backyard oasis featuring a sparkling pool, expansive patio space, and tranquil wooded views—perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. Located within The Highlands, one of Winter Springs' most sought-after communities, residents enjoy access to incredible amenities including a large Olympic-sized community pool, scenic nature trails, multiple parks, playgrounds, and recreation areas surrounded by mature oak trees that create a picturesque neighborhood setting. The Highlands is known for its strong sense of community, low traffic streets, and family-friendly atmosphere. Winter Springs consistently ranks among the most desirable places to live in Seminole County thanks to its highly rated schools, beautiful parks, excellent shopping and dining options, and convenient access to Lake Mary, Oviedo, Winter Park, Downtown Orlando, and major highways. This is a rare opportunity to own a private pool home on a cul-de-sac lot with wooded views in one of Central Florida's most established and sought-after communities. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK
Winter Springs High - O6413841 - 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708 19 Days on yellowkey
$499,900 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 gar
Beautiful pool home located in the highly desirable Amherst community of Winter Springs! Situated on an oversized .34-acre lot, this well-maintained 3-bedroom, 2-bath home offers a spacious split-bedroom floor plan with vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace in the oversized family room. Updated bathrooms and ceramic wood looking flooring in main living areas. The screened with an large pool and covered lanai create the perfect setting for year-round outdoor living and entertaining, and no rear neighbors for privacy. The primary suite features a walk-in closet and spacious bath with dual sinks newly remodeled. Additional highlights include a 2-car garage, irrigation system, rain gutters, public utilities, and low annual HOA dues. New Roof (2025), New Water Heater & A/C (2024). Conveniently located near top-rated Seminole County schools, parks, shopping, dining, major roadways, and the 417.