Winter Springs Schools and Nearby Homes for Sale and Rent

Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.

Elementary Schools


Middle Schools

High Schools





Newest Winter Springs Homes by School

  • 216 TAVESTOCK LOOP, WINTER SPRINGS, FL - MLS# O6419655

    Winter Springs High - O6419655 - 216 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708
    Just Added on 06/29/2026 2:55PM

    $640,000 | Single Family Home | 5 beds | 2.0 baths | 2 gar

    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!

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    Listing is courtesy of: CREEGAN GROUP

  • 1209 DEER RUN DR, WINTER SPRINGS, FL - MLS# O6420511

    Winter Springs High - O6420511 - 1209 DEER RUN DR, WINTER SPRINGS, FL 32708
    2 Days on yellowkey

    $775,000 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    Beautiful Five bedroom, 3 bathroom home, in highly sought after Tuskawilla golf community. The primary bedroom has an adjoining room that can be used as an office or gym area. You can sit by your pool overlooking a large backyard with a lake view. The home was recently updated with a new roof in 2026 and the kitchen was remodeled approximately 2 years ago. There are 2 central heat and air systems and a whole house water filtration system. Volunteer HOA with no HOA restrictions. Located in A-rated Seminole county school system.

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    Listing is courtesy of: EXIT REAL ESTATE RESULTS

  • 1385 PONCE DE LEON BLVD, WINTER SPRINGS, FL - MLS# W7887141

    Oviedo High - W7887141 - 1385 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708
    2 Days on yellowkey

    $367,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Hit the "EASY BUTTON" on Your Next Home! Welcome to this beautifully updated, low-maintenance gem in the highly sought-after Sunrise subdivision. Whether you are a first-time buyer or looking to downsize, this home offers total peace of mind with major, big-ticket updates already done for you: Brand-New Roof (May 2026): Move in with zero roof worries for years to come. Fresh Updates: Brand-new flooring in all bedrooms and the guest bath, plus a beautifully remodeled guest bathtub featuring elegant porcelain tile. Upgraded Appliances: Features a brand-new, spacious 25-cubic-foot refrigerator. Plus, every major appliance (with the exception of the dishwasher) has been replaced within the last three years. A Rare, Massive 1/3-Acre Lot Step outside into your own private oasis. Sitting on an oversized 1/3-acre lot, the backyard offers incredible space and privacy that is hard to find in this area. For the Gardener: Includes a mature, highly coveted Coconut Cream mango tree, with an active irrigation system already piped and ready for three more trees of your choice. Shaded Evenings: Because the home faces west (with the sun setting beautifully on the front), your back patio stays perfectly cool, shaded, and delightful for evening relaxation and outdoor dining. Prime Location Perfectly situated for convenience and community perks: Steps from Fun: A neighborhood playground is just two lots away, and the community tennis courts are right around the corner. Unbeatable Convenience: Quick, seamless access to SR-417 makes commuting a breeze, with premier shopping and dining just minutes away. Would you like a boat? Sunrise allows storing boats up to 24 feet in the back yard. With the major maintenance checked off your list, all that's left to do is move in and enjoy.

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    Listing is courtesy of: LISTWITHFREEDOM.COM

  • 593 DUNMAR CIR, WINTER SPRINGS, FL - MLS# O6418561

    Winter Springs High - O6418561 - 593 DUNMAR CIR, WINTER SPRINGS, FL 32708
    2 Days on yellowkey

    $3,799,000 | Single Family Home | 7 beds | 6.5 baths | 5 gar

    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.

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    Listing is courtesy of: FLORIDA REALTY INVESTMENTS

  • 126 SEVILLE CHASE DR, WINTER SPRINGS, FL - MLS# O6420487

    Winter Springs High - O6420487 - 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
    3 Days on yellowkey

    $749,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    Welcome to Seville Chase, one of Winter Springs' premier gated communities. Situated on a private .41-acre lot, this custom-designed 5-bedroom, 4-bath home offers over 3,000 square feet of thoughtfully designed living space with a functional split floor plan that's perfect for both everyday living and entertaining. From the moment you walk through the double front doors, you'll appreciate the natural light, soaring ceilings, crown molding, and timeless architectural details throughout. The spacious family room flows seamlessly into the kitchen, featuring a large island, abundant cabinet space, breakfast nook, and peaceful backyard views. Step outside to the oversized covered lanai with a gas hookup for a future outdoor kitchen, overlooking a spacious backyard with plenty of room to build your dream pool. The private primary suite offers dual walk-in closets, a spacious bathroom, and direct access to a flexible office or nursery. Three additional bedrooms are located on the main level, while upstairs you'll find a private guest suite with its own full bath plus a large climate-controlled bonus room—perfect for a home gym, media room, playroom, or extra storage. This home has been meticulously maintained with numerous updates, including fresh exterior paint, updated lighting, painted garage floors, professionally cleaned HVAC ducts and carpets, plus an oversized driveway with plenty of parking. Conveniently located near top-rated Seminole County schools, shopping, dining, golf, Winter Springs Town Center, UCF, Research Park, Siemens, and major highways including 417, 434, and I-4. If you're looking for space, privacy, and a home you can truly make your own, this is one you won't want to miss. Schedule your private showing today.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • WINTER SPRINGS, FL - MLS# O6420331

    Winter Springs High - WINTER SPRINGS, FL 32708
    3 Days on yellowkey

    $1,495 | Townhouse | 2 beds | 1.5 baths

    Spacious 2-Bedroom, 1.5-Bath Townhome in a Prime Location! Conveniently located near major highways, shopping, dining, and schools, this well-maintained townhome offers both comfort and convenience. The home features two spacious bedrooms, 1.5 bathrooms, a bright and open great room, a functional kitchen, a private patio perfect for relaxing, and a dedicated parking space. Enjoy easy access to everything you need while living in a comfortable and centrally located community. Schedule your showing today!

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    Listing is courtesy of: THE EXPERTS TEAM REALTY INC

  • 622 ANHINGA RD, WINTER SPRINGS, FL - MLS# O6417797

    Winter Springs High - O6417797 - 622 ANHINGA RD, WINTER SPRINGS, FL 32708
    3 Days on yellowkey

    $2,750 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    622 Anhinga Rd, Winter Springs, FL 32708 $2,750 x month Welcome to this move-in ready 3-bedroom, 2.5-bathroom home located in the highly desirable Greenspointe community of Winter Springs. Offering 1,721 square feet of living space, this home features one of the area's most desirable floor plans with the primary suite conveniently located on the first floor and a spacious loft upstairs that can easily serve as a home office, media room, playroom, gym, or second living area. From the moment you enter, you'll appreciate the soaring ceilings, abundant natural light, and open-concept design that creates a bright and welcoming atmosphere. The kitchen features granite countertops, stainless steel appliances, light cabinetry, a breakfast bar, and overlooks the living and dining areas, making it perfect for both everyday living and entertaining. Sliding glass doors open to a private shaded backyard, creating a peaceful outdoor space to relax, grill, or enjoy Florida evenings. One of the biggest advantages of this home is the brand-new tile roof installed in April 2026. One of the most expensive updates a homeowner can face has already been completed, providing long-term value, durability, and peace of mind for years to come. Additional major updates include the HVAC (2017-2018) and water heater (2022), allowing you to enjoy a well-maintained home with important improvements already completed. Located within the highly rated Seminole County School District, Highlands Elementary School is approximately a 5-minute walk from the property, while South Seminole Middle School and Winter Springs High School are just minutes away. Residents enjoy full access to The Highlands community amenities, including a community pool, tennis courts, pickleball courts, basketball courts, playgrounds, parks, clubhouse, and miles of walking trails. The home is also conveniently located near Winter Springs Town Center, UCF, Valencia College, SR-417, SR-434, I-4, shopping, dining, and many of Central Florida's major employers and attractions. Rental Requirements: * $2,750 x month *Lease terms available from 7 months up to 12 months *Move-in cost: First month's rent, last month's rent, and one full month's security deposit required * Every occupant 18 years of age or older must complete a RentSpree application, including background and credit screening * Preferred minimum credit score of 520+ * No prior evictions *Preferred household income of at least two (2) times the monthly rent * No pets Tenant Responsibilities: The tenant is responsible for all utilities, including electricity, water, internet/cable, and lawn and landscaping maintenance. The monthly rent includes the use of all Highlands community amenities, including the pool, tennis courts, pickleball courts, basketball courts, playgrounds, clubhouse, parks, and walking trails. Important Notice: This property is currently offered both for sale and for lease. Whichever occurs first—a signed purchase contract or a signed lease agree —will determine its availability. Once leased, the property will be removed from the sales market until the lease term has ended.

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY

  • 4967 COURTLAND LOOP, WINTER SPRINGS, FL - MLS# O6419028

    Winter Springs High - O6419028 - 4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708
    3 Days on yellowkey

    $790,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    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 cozy fireplace creating the perfect ambiance. 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.

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    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 1316 SWIFT CREEK WAY, WINTER SPRINGS, FL - MLS# O6419884

    Winter Springs High - O6419884 - 1316 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708
    4 Days on yellowkey

    $3,200 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    *Currently tenant occupied. The home is expected to be move-in ready as early as the first week of August.* Beautiful 4-bedroom, 3.5-bathroom home located in the highly sought-after Tuskawilla Crossings. Step inside and be greeted by the inviting open floor plan, where you'll find a spacious family room, kitchen with big island, dining room, and a convenient bedroom with a full bath. The bedroom is good sized, can be used as a guest room or office. On the second floor, you will find a built-in study nook, the master bedroom suite, and two bedrooms with 1 full bath. The community itself provides even more amenities, including a dog park, lake trail, and the renowned cross Seminole trail that runs through the neighborhood. Nearby, you'll find Trotwood Park, Central Winds Park, Publix, and top-rated schools, further enhancing the appeal of this wonderful location.

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    Listing is courtesy of: RATIO REAL ESTATE, LLC

  • 149 CHERRY CREEK CIR, WINTER SPRINGS, FL - MLS# O6414847

    Winter Springs High - O6414847 - 149 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708
    5 Days on yellowkey

    $1,130,000 | Single Family Home | 5 beds | 5.0 baths | 3 gar

    Virtually Staged. 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.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 1223 LA MESA AVE, WINTER SPRINGS, FL - MLS# O6419183

    Oviedo High - O6419183 - 1223 LA MESA AVE, WINTER SPRINGS, FL 32708
    5 Days on yellowkey

    $2,600 | Single Family Home | 5 beds | 2.0 baths | 2 gar

    Spacious waterfront home for rent in the desirable Sunrise community of Winter Springs! This freshly painted 5 bedroom, 2 bathroom home features tile flooring and completely remodeled bathrooms. The family room includes a cozy fireplace, while the primary bedroom features a spacious walk-in closet. Enjoy peaceful pond views with no rear neighbors, plus the ability to fish right from your own backyard. Residents of Sunrise enjoy access to Sunrise Park amenities, including basketball courts, playgrounds, baseball fields, soccer fields, and tennis courts. Conveniently located near Winter Springs and Oviedo shopping and dining, UCF, the 417 Expressway, and Seminole County schools.

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    Listing is courtesy of: FLORIDA REALTY INVESTMENTS

  • 1389 PONCE DE LEON BLVD, WINTER SPRINGS, FL - MLS# O6413725

    Oviedo High - O6413725 - 1389 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708
    6 Days on yellowkey

    $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.

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    Listing is courtesy of: LA ROSA REALTY PREMIER LLC

  • 947 GLEN ABBEY CIR, WINTER SPRINGS, FL - MLS# O6418792

    Winter Springs High - O6418792 - 947 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708
    7 Days 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.

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    Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY

  • 498 CLUB DR, WINTER SPRINGS, FL - MLS# O6418918

    Winter Springs High - O6418918 - 498 CLUB DR, WINTER SPRINGS, FL 32708
    7 Days 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.

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    Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC

  • 420 PARK LAKE DR, WINTER SPRINGS, FL - MLS# O6419034

    Winter Springs High - O6419034 - 420 PARK LAKE DR, WINTER SPRINGS, FL 32708
    7 Days on yellowkey

    $4,800 Increased | 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!

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    Listing is courtesy of: BRIGHT TRUST REALTY LLC

  • 101 CORY LN, WINTER SPRINGS, FL - MLS# O6417776

    Winter Springs High - O6417776 - 101 CORY LN, WINTER SPRINGS, FL 32708
    7 Days 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

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    Listing is courtesy of: FLORIDA ONE REAL ESTATE LLC

  • 71 TARPON CIR, WINTER SPRINGS, FL - MLS# O6418735

    Winter Springs High - O6418735 - 71 TARPON CIR, WINTER SPRINGS, FL 32708
    9 Days on yellowkey

    $525,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    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!

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    Listing is courtesy of: CHERRY'S FOCUSED IN REALTY LLC

  • 1105 CLINGING VINE PL, WINTER SPRINGS, FL - MLS# O6416115

    Oviedo High - O6416115 - 1105 CLINGING VINE PL, WINTER SPRINGS, FL 32708
    9 Days on yellowkey

    $500,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    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.

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY

  • 498 GREEN SPRING CIR, WINTER SPRINGS, FL - MLS# O6418425

    Winter Springs High - O6418425 - 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708
    10 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!

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    Listing is courtesy of: SUNDIAL REAL ESTATE LLC

  • 995 DYSON DR, WINTER SPRINGS, FL - MLS# O6418233

    Winter Springs High - O6418233 - 995 DYSON DR, WINTER SPRINGS, FL 32708
    10 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!

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    Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY

  • 1208 CHEETAH TRL, WINTER SPRINGS, FL - MLS# O6416652

    Winter Springs High - O6416652 - 1208 CHEETAH TRL, WINTER SPRINGS, FL 32708
    10 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!

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    Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY

  • 1647 EAGLE NEST CIR, WINTER SPRINGS, FL - MLS# O6418175

    Oviedo High - O6418175 - 1647 EAGLE NEST CIR, WINTER SPRINGS, FL 32708
    11 Days on yellowkey

    $840,000 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    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.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 1326 TARFLOWER DR, WINTER SPRINGS, FL - MLS# O6416617

    Winter Springs High - O6416617 - 1326 TARFLOWER DR, WINTER SPRINGS, FL 32708
    11 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.

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    Listing is courtesy of: DOUGLAS EDMUND REAL ESTATE LLC

  • 170 WOODED VINE DR, WINTER SPRINGS, FL - MLS# O6418077

    Winter Springs High - O6418077 - 170 WOODED VINE DR, WINTER SPRINGS, FL 32708
    11 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.

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    Listing is courtesy of: DIBS REALTY, LLC

  • 1107 WINTER SPRINGS BLVD, WINTER SPRINGS, FL - MLS# O6417844

    Winter Springs High - O6417844 - 1107 WINTER SPRINGS BLVD, WINTER SPRINGS, FL 32708
    12 Days on yellowkey

    $570,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Under contract-accepting backup offers. 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.

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    Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY

  • 200 BLUE CREEK DR, WINTER SPRINGS, FL - MLS# O6416327

    Oviedo High - O6416327 - 200 BLUE CREEK DR, WINTER SPRINGS, FL 32708
    12 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!

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY

  • 600 CASA PARK COURT M, WINTER SPRINGS, FL - MLS# O6417938

    Winter Springs High - O6417938 - 600 CASA PARK COURT M, WINTER SPRINGS, FL 32708
    12 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!!

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    Listing is courtesy of: ALL SEASONS REALTY

  • 1357 MILL STREAM LN, WINTER SPRINGS, FL - MLS# O6417015

    Winter Springs High - O6417015 - 1357 MILL STREAM LN, WINTER SPRINGS, FL 32708
    12 Days on yellowkey

    $399,900 Reduced | 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!

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    Listing is courtesy of: KELLER WILLIAMS CLASSIC

  • 661 ANDOVER CIR, WINTER SPRINGS, FL - MLS# O6417072

    Winter Springs High - O6417072 - 661 ANDOVER CIR, WINTER SPRINGS, FL 32708
    12 Days on yellowkey

    $435,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 661 Andover Circle, a beautifully updated home in the sought-after Tuscawilla community of Winter Springs. This move-in ready residence features ceramic tile flooring, fresh interior paint, and a spacious split-bedroom floor plan designed for comfortable living. The updated kitchen offers granite countertops, newly painted cabinetry, a brand-new range, ample storage, and a functional layout perfect for everyday living and entertaining. The spacious primary suite provides a private retreat, while a brand-new HVAC system offers peace of mind for years to come. Enjoy Florida living year-round from the screened rear patio, perfect for relaxing with your morning coffee or entertaining family and friends. Conveniently located near Trotwood Park, you'll have easy access to pickleball and tennis courts, playgrounds, sports fields, covered pavilions, and more. Just around the corner, Tuscawilla Country Club features tennis facilities and a beautiful 18-hole golf course for those who enjoy an active lifestyle. The HOA covers front lawn maintenance, providing low-maintenance living. Located near top-rated Seminole County schools, shopping, dining, the Seminole Trail, and SR-417, this home offers the perfect combination of comfort, convenience, and community. Don't miss your opportunity to own this beautifully updated Tuscawilla home. Schedule your private showing today! Please note that the home does not have a backyard sprinkler system. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

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    Listing is courtesy of: DJ & LINDSEY REAL ESTATE

  • 975 DYSON DR, WINTER SPRINGS, FL - MLS# O6417467

    Winter Springs High - O6417467 - 975 DYSON DR, WINTER SPRINGS, FL 32708
    12 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.

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    Listing is courtesy of: VAN DEN BERG REAL ESTATE GROUP

  • 114 STONE GABLE CIR, WINTER SPRINGS, FL - MLS# O6417280

    Winter Springs High - O6417280 - 114 STONE GABLE CIR, WINTER SPRINGS, FL 32708
    13 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!

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    Listing is courtesy of: REAL BROKER, LLC

  • 1204 SWAN ST, WINTER SPRINGS, FL - MLS# O6417440

    Winter Springs High - O6417440 - 1204 SWAN ST, WINTER SPRINGS, FL 32708
    13 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.

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    Listing is courtesy of: EXIT REALTY PREMIER LEGACY

  • 1016 WALNUT CREEK CV, WINTER SPRINGS, FL - MLS# O6414948

    Winter Springs High - O6414948 - 1016 WALNUT CREEK CV, WINTER SPRINGS, FL 32708
    13 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.

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    Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY

  • 1441 FOREST HILLS DR, WINTER SPRINGS, FL - MLS# O6413957

    Winter Springs High - O6413957 - 1441 FOREST HILLS DR, WINTER SPRINGS, FL 32708
    13 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.

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III

  • 1422 SPALDING RD, WINTER SPRINGS, FL - MLS# O6416971

    Winter Springs High - O6416971 - 1422 SPALDING RD, WINTER SPRINGS, FL 32708
    14 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

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    Listing is courtesy of: DIAMOND 2000 REALTY, INC

  • 525 SADDLEWOOD LN, WINTER SPRINGS, FL - MLS# O6416232

    Winter Springs High - O6416232 - 525 SADDLEWOOD LN, WINTER SPRINGS, FL 32708
    17 Days on yellowkey

    $685,000 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Pride of ownership shows in this updated Winding Hollow, one owner, 2 story gem w/ 4 bedrooms & 3 baths plus a bonus room & 3 car garage. This home showcases comfort and versatility w/ tile floors throughout the downstairs including the screened lanai, which is accessible from the living & family rooms & primary suite. The open concept bright & modern floorplan has great flow & is perfect for entertaining with soaring 18’ ceilings & high glass windows that bring the outside in. The remodeled island kitchen is open to the dinette & family room & is outfitted with hard surface counter tops, plentiful cabinet space, pantry and modern appliances. The primary suite has a sitting area currently used as a home office, has 2 spacious closets & an updated en-suite bath featuring a modern soaking tub & quartz countertops vanity w/ dual sinks. Bedroom 2 is also on the 1st floor as are the spacious & open living & dining room areas. Upstairs you will find an upgraded laminate wood stairway & flooring for the two bdrs, a hall bath, & a balcony bonus room / flex space that could be converted to another bedroom & overlooks the downstairs kitchen & family room. More features include a laundry room off the kitchen, spacious 3 car garage w/ expanded driveway to accommodate cars, a newer roof & 2 zoned A/C's plus recent paint both inside & out. This location is with-in walking distance of the Cross Seminole trail & Central Winds Park, and offers convenient proximity to wonderful Winter Springs schools, shopping and state roads for easy commutes such SR 417 and 17-92. This magnificent home will exceed your expectations & Welcome home!

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    Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY

  • 1115 ARBOR GLEN CIR, WINTER SPRINGS, FL - MLS# O6416243

    Winter Springs High - O6416243 - 1115 ARBOR GLEN CIR, WINTER SPRINGS, FL 32708
    17 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!

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    Listing is courtesy of: LPT REALTY, LLC

  • 167 CONSTITUTION WAY, WINTER SPRINGS, FL - MLS# O6416491

    Winter Springs High - O6416491 - 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
    17 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!

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    Listing is courtesy of: CT HOMES REALTY CORPORATION

  • 240 N DEVON AVE, WINTER SPRINGS, FL - MLS# O6416300

    Winter Springs High - O6416300 - 240 N DEVON AVE, WINTER SPRINGS, FL 32708
    17 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!

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    Listing is courtesy of: REAL BROKER, LLC