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Winter Springs High - O6414223 - 224 BITTERWOOD ST, WINTER SPRINGS, FL 32708 Just Added on 06/05/2026 11:39AM
$2,399 | 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 Just Added on 06/04/2026 5:06PM
$499,900 | Single Family Home | 3 beds | 3.5 baths | 2 gar
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 Just Added on 06/04/2026 3:22PM
$515,000 | 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.
Listing is courtesy of: LPT REALTY, LLC
Lake Howell High - O6412915 - 358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708 1 Day on yellowkey
$468,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to 358 Brushwood Lane, a beautifully maintained 4-bedroom, 2-bathroom home located in the highly sought-after Tuscawilla Forest community of Deer Run in Winter Springs. Offering nearly 2,000 square feet of living space, this spacious single-story home combines timeless character with thoughtful updates throughout. From the moment you step inside, you'll appreciate the soaring vaulted ceilings, abundant natural light, and open-concept layout designed for comfortable everyday living and entertaining. The inviting living room features a cozy wood-burning fireplace, skylights, and French doors to connect the indoor and outdoor living spaces. The kitchen serves as the heart of the home with granite countertops, stainless steel appliances, ample cabinetry, and a functional layout that flows effortlessly into the living and dining areas. Plantation shutters throughout the home add both style and privacy. The spacious primary suite offers a large walk-in closet and an ensuite bathroom with dual sinks. The guest bedrooms are all generous in size and share the guest bathroom, which has been tastefully updated, while additional features include a large laundry room with utility sink, generous storage throughout, and a two-car garage. Additional improvements include an updated hot water heater and updated flooring. Step outside to enjoy the oversized screened porch, paver patio, fenced backyard, and mature landscaping, creating the perfect setting for relaxing evenings or weekend gatherings. Located in one of Winter Springs' most desirable neighborhoods, residents enjoy low HOA fees, top-rated Seminole County schools, nearby parks, golf, shopping, dining, and convenient access to major roadways. This move-in ready home offers the perfect combination of comfort, functionality, and location.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY
Winter Springs High - O6413016 - 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 1 Day on yellowkey
$250,000 | Townhouse | 2 beds | 2.5 baths
Welcome to 504 Green Spring Circle, a beautifully maintained 2 bedroom 2.5 bath townhome nestled in the heart of Winter Springs, where comfort, charm, and everyday functionality come together effortlessly. Inside, the UPDATED KITCHEN features modern finishes, GRANITE countertops, ample prep space, and room for a dine-in table. The home has been thoughtfully maintained, offering peace of mind and move-in-ready convenience. Step outside to one of this home’s standout features a SERENE BACKYARD retreat complete with a screened in porch perfect for morning coffee, evening unwinding, or hosting friends and family. Surrounded by mature landscaping and a peaceful setting, this outdoor space offers the privacy and tranquility you've been searching for. Located in an established community with a LOW HOA FEE, residents enjoy affordability without sacrificing location or lifestyle. A community playground, tennis courts and pool to use as you wish. Conveniently situated near shopping, dining, parks, and top-rated Seminole County amenities, this Winter Springs gem is one you won’t want to miss.
Listing is courtesy of: EXP REALTY LLC
Winter Springs High - O6412585 - 819 DUNDEE DR, WINTER SPRINGS, FL 32708 1 Day on yellowkey
$429,000 Increased | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome home to this charming 4-bedroom, 2-bath residence nestled on a spacious corner lot in the highly desirable Highlands community of Winter Springs. From the moment you arrive, you'll appreciate the inviting curb appeal, mature surroundings, and move-in ready condition that make this home truly special. Inside, vaulted ceilings and abundant natural light create an open and airy atmosphere, while updated flooring adds a fresh, modern touch throughout. The heart of the home features a cozy wood-burning fireplace, perfect for gathering with family and friends. The kitchen is both stylish and functional, offering beautiful wood cabinetry, granite countertops, and stainless steel appliances. The thoughtfully updated bathrooms provide comfort and convenience, while sliding glass doors from the living room lead to an expansive covered and screened patio—an ideal space for morning coffee, weekend barbecues, or simply relaxing and enjoying Florida's beautiful weather. The partially fenced backyard offers plenty of outdoor space, complete with a storage shed for tools, hobbies, or seasonal items. Located within The Highlands, residents enjoy access to exceptional community amenities including a swimming pool, playground, and tennis courts. Conveniently situated near shopping, dining, parks, and major highways, this home offers the perfect blend of comfort, convenience, and community. Don't miss your opportunity to make this wonderful Winter Springs home your own!
Listing is courtesy of: KGV REALTY GROUP
Winter Springs High - O6412679 - 724 LAKESIDE DR, WINTER SPRINGS, FL 32708 2 Days on yellowkey
$264,900 | Single Family Home | 2 beds | 2.0 baths | 1 gar
One or more photo(s) has been virtually staged. Welcome to 724 Lakeside Dr, nestled in the highly sought-after Wildwood community. This beautifully maintained 2-bedroom, 2-bathroom home offers 1,168 square feet of comfortable living space and presents an excellent opportunity for first-time homebuyers, downsizers, or anyone seeking a move-in-ready home in one of Winter Springs' most established neighborhoods. As you step inside, you'll immediately notice the fresh updates throughout, including brand-new carpet that adds warmth and comfort to every room. The functional floor plan offers a spacious living and dining area filled with natural light, creating an inviting atmosphere for both everyday living and entertaining guests. The kitchen provides ample cabinet and countertop space with easy access to the main living areas, making meal preparation and gatherings effortless. The primary suite offers a private retreat complete with an en-suite bathroom and generous closet space. A well-sized secondary bedroom and full guest bathroom provide flexibility for family members, guests, or a home office setup. The guest bathroom has been enhanced with a newly installed backsplash, adding a stylish and modern touch. Step outside and enjoy all that the Wildwood community has to offer. Residents have access to a community swimming pool, tennis courts, playground, and a community clubhouse, providing plenty of opportunities for recreation and social gatherings. The neighborhood's mature landscaping, tree-lined streets, and established character create a welcoming environment that homeowners have enjoyed for years. Conveniently located in the heart of Winter Springs, this home is just minutes from the Cross Seminole Trail, Central Winds Park, Winter Springs Town Center, shopping, dining, and top-rated Seminole County schools. Easy access to major roadways makes commuting throughout Central Florida a breeze while still allowing you to enjoy the charm and tranquility of this sought-after community. Whether you're searching for your first home, looking to downsize, or seeking a low-maintenance lifestyle in a prime location, this property offers the perfect combination of comfort, convenience, and community. Schedule your private showing today and discover everything 724 Lakeside Dr has to offer.
Winter Springs High - O6411799 - 207 BIRCH TERRACE, WINTER SPRINGS, FL 32708 4 Days on yellowkey
$297,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
3 BEDROOM 2 BATH HOME LOCATED ON CUL DE SAC STREET. WOOD CABINETS, SOLID SURFACE COUNTERS IN KITCHEN. SPLIT BEDROOM PLAN. FENCED REAR YARD. NEW ROOF IN 2025. A LITTLE TLC MAKES THIS A GREAT HOME. GREAT HOME FOR OWNER OCCUPANT OR INVESTOR.
Listing is courtesy of: REILLY REALTY & MGMT.
Winter Springs High - O6412001 - 4901 PETRA CT, WINTER SPRINGS, FL 32708 7 Days on yellowkey
$674,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Make yourself at home in this spacious, beautifully undated residence located in one of the most desirable and sophisticated neighborhoods in Winter Springs, in the heart of Central Florida. This spacious four bedroom, two bath split-plan home offers comfort and versatility throughout . Features include a formal dining room; inviting Florida room, private den, and a generously sized master suite designed for relaxation. With a thoughtful layout and plenty of space, this home is perfect for both everyday living and entertaining. All kitchen appliances are included featuring 42" custom, cabinetry, carpet in the living room and all bedrooms. Bamboo flooring in the sunroom and office with ceramic tile in the kitchen, bathrooms and laundry room (with pull-down ironing board). The living room features an electric fireplace, built in bookshelves, vaulted ceiling, that creates a warm and inviting atmosphere in the heart of the home. Move in ready. Roof; 2016, AC/heat pump; 12/24, microwave; 2026, electric box; 1/2025, replumbed entire house; 2023.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC
Oviedo High - O6411489 - 1618 WRENTHAM CT, WINTER SPRINGS, FL 32708 8 Days on yellowkey
$799,900 | Single Family Home | 5 beds | 3.5 baths | 3 gar
Florida living at its finest! Nestled within the quaint gated community of Barrington Estates in Winter Springs, this stunning two-story home is ideally situated on a private cul-de-sac with no front or rear neighbors. Enjoy serene pond and conservation views from the front of the home, while the expansive fenced backyard overlooks mature trees, creating exceptional privacy and tranquility. Inside, the grand entry opens to elegant living and dining spaces highlighted by soaring ceilings and an impressive staircase. Luxury vinyl flooring flows throughout the first floor, adding both style and durability. The first-floor primary suite offers a private retreat featuring dual walk-in closets, separate vanities, a water closet, and a walk-in shower. The main level also includes a half bath, laundry room with access to the 3-car garage, and a spacious open-concept kitchen overlooking the family room perfect for entertaining. The chef’s kitchen is beautifully appointed with a large island and sink, granite countertops and backsplash, stainless steel appliances, double ovens, beverage fridge, oversized pantry, and an eat-in dining area. French doors seamlessly connect the indoor living spaces to the lanai and pool area. A dramatic double staircase leads to the second floor where you’ll find a spacious bonus room surrounded by four additional bedrooms. Two bedrooms feature walk-in closets, while the fourth bedroom serves as a private ensuite complete with two closets and a tub/shower combination bath. An additional full bath with a linen closet is also located upstairs. Wood flooring throughout the staircase, bonus room, and upstairs bedrooms adds warmth and elegance, while abundant windows fill the home with natural light. Designed for both entertaining and everyday living, the outdoor space offers the perfect backyard retreat featuring a sparkling saltwater pool with sun shelf, pavered pool deck, covered lanai, and cozy fire pit. Additional highlights include a paver driveway and an exceptional location with convenient access to Toll Road 417 and SR-434. Zoned for A-rated Oviedo schools and just minutes from shopping, restaurants, Oviedo on the Park, Winter Springs Town Center, UCF, Research Park, and Oviedo Medical Center. Community amenities include a playground, and the home is just a short distance from the Seminole Trail, ideal for biking, walking, and enjoying the outdoors. Welcome Home!
Listing is courtesy of: URBANISTA BROKERS
Oviedo High - O6411007 - 1838 SENECA BLVD, WINTER SPRINGS, FL 32708 8 Days on yellowkey
$749,900 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Rare opportunity to own a spacious pool home on a private 2.1-acre conservation homesite in the highly desirable Chelsea Woods section of Tuscawilla. Offering 4 bedrooms, 3 bathrooms and over 3,100 square feet of living space, this home features a dedicated office with custom built-ins, formal living and dining areas, a wood-burning fireplace, and a large upstairs loft that provides flexible space for a media room, game room, home gym, or additional living area. The kitchen overlooks the main living spaces and pool area, while French doors open to an expansive covered lanai and screened pool enclosure designed for year-round Florida living. Step outside and enjoy your own backyard retreat featuring a large pool and spa with waterfall features, outdoor grilling area, generous deck space, mature landscaping, and peaceful conservation views with no rear neighbors. Major improvements include a roof replaced approximately 3 years ago and HVAC systems replaced approximately 3 years ago, providing peace of mind for years to come. Conveniently located near top-rated Seminole County schools, parks, golf, shopping, dining, and major commuter routes. Optional HOA membership available. Homes offering this combination of acreage, privacy, pool, location, and living space rarely become available.
Listing is courtesy of: HOPKEY REALTY
Winter Springs High - O6410431 - 877 BENCHWOOD DR, WINTER SPRINGS, FL 32708 8 Days on yellowkey
$460,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Inviting curb appeal welcomes you into this beautifully maintained Winter Springs pool home tucked within the peaceful established subdivision of Oak Forest. Step inside to an open floor plan with immediate views of the backyard oasis, creating a light and airy feel perfect for everyday living and entertaining. The spacious kitchen opens seamlessly to the living and dining areas and features granite countertops, stainless steel appliances and a breakfast bar ideal for gathering with family and friends. The floor plan offers comfortable living spaces, while sliding doors lead out to the screened porch overlooking the private backyard retreat. Enjoy Florida living year-round with the screened patio, resurfaced pool featuring a PebbleTec finish completed in 2020, a fully fenced yard and plenty of room to relax or entertain outdoors. Major updates provide peace of mind, including the roof, AC, and water heater all replaced in 2015. Additional improvements include gutters added in 2020, pool pump replaced in 2016, new garage door opener in 2025, and updated microwave, dishwasher, and garbage disposal in 2026. This home sits on a spacious lot in a quiet, established neighborhood. Conveniently located near SR-417, shopping, dining, and top-rated Seminole County schools - walking distance to both the elementary and middle school. This home is also just minutes from Trotwood Park and Central Winds Park which features pickleball courts, sports fields, playgrounds, walking trails, and community events.
Listing is courtesy of: COMPASS FLORIDA LLC
Winter Springs High - O6410083 - 984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 9 Days on yellowkey
$410,000 | Single Family Home | 3 beds | 2.0 baths
One or more photo(s) has been virtually staged. A spacious 3-bedroom, 2-bathroom home located in the highly sought-after community of Oak Forest in Winter Springs. Known for its beautiful tree-lined streets, mature oak trees, and quiet suburban charm, this family-friendly neighborhood also offers access to top-rated schools and is conveniently located near popular restaurants, shopping, and everyday conveniences. Inside, this home features a versatile and functional floor plan with a spacious family room, separate living room, dining room, large kitchen, dedicated office space, and an indoor laundry room. The detached shed provides the perfect opportunity for extra storage, a workshop, or hobby space. Step outside to enjoy the private backyard complete with a fire pit — ideal for relaxing or entertaining guests. The garage has been split into an office and storage space but can be converted back into a two car garage. Major upgrades and improvements include an updated roof (2018), gutters(2018), HVAC system(2022), windows(2020), garage door(2020), hot water heater(2021), electrical panels(2023), and added insulation(2019). Additional features include an indoor electric fireplace (2022), and numerous updates throughout, offering peace of mind and move-in-ready convenience. Call today to schedule your private tour!
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS
Winter Springs High - O6409921 - 294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 12 Days on yellowkey
$249,990 | Single Family Home | 2 beds | 2.0 baths
Beautifully maintained 2-bedroom, 2-bath single-family home located in the desirable Deersong community of Winter Springs! Built in 1994 and offering 1,105 heated square feet, this move-in-ready home features numerous major updates for peace of mind. Recent improvements include interior paint (2025), waterproof laminate flooring in the living room and both bedrooms (2025), a full-home repipe (2026), and a water heater (2026). Additional big-ticket upgrades include the roof replacement in 2018 and the AC installed in 2015. The functional floor plan offers comfortable living spaces filled with natural light, vaulted ceilings, and the updated laminate flooring adds a modern touch throughout. Conveniently located near shopping, dining, parks, Winter Springs Town Center, and top-rated Seminole County schools, this home is perfect for first-time buyers, downsizers, or anyone looking for low-maintenance living in a great location.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY
Winter Springs High - O6409924 - 721 S ENDEAVOUR DR, WINTER SPRINGS, FL 32708 14 Days on yellowkey
$2,599 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome home to this charming property 3 beds 2 baths located in the heart of Winter Springs! Nestled in a well-established community, this home offers comfortable living spaces, a functional layout, and a welcoming atmosphere perfect for everyday living and entertaining. Enjoy features such as spacious bedrooms, an inviting living area, and a private backyard ideal for relaxing or gatherings. Conveniently located near shopping, dining, parks, and major roadways with access to highly rated Seminole County schools. Don’t miss the opportunity to make this beautiful home yours! 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.
Winter Springs High - O6409227 - 1322 CASA PARK CIR, WINTER SPRINGS, FL 32708 14 Days on yellowkey
$1,700 | Townhouse | 2 beds | 2.5 baths
Very nice 2 story townhouse in Winter Springs, Fl. Located within the Tuscawilla community, this home is within walking distance of a huge park, playground and athletic fields. very convenient to shopping and major roadways.
Listing is courtesy of: CLASSIC 1 REALTY INC
Winter Springs High - O6409577 - 280 MOREE LOOP #2, WINTER SPRINGS, FL 32708 14 Days on yellowkey
$150,000 | Condo | 2 beds | 2.0 baths
One or more photo(s) has been virtually staged. Welcome home to this first-floor condo in the desirable Bay Village community of Winter Springs! Nestled among beautiful tree-lined streets, this spacious unit offers a fantastic opportunity to make it your own. The upgraded kitchen features stainless steel appliances, ample cabinetry, and plenty of workspace for cooking and entertaining. The open-concept living and dining area is filled with natural light thanks to the wall of sliders and windows along the living room. Laminate flooring runs throughout the home with no carpet anywhere for easy maintenance and a cohesive look. Residents of Bay Village enjoy access to the community pool and a prime location close to parks, shopping, dining, and top-rated schools. This home is move-in ready and waiting for its new owner to bring their vision, add some fresh updates, and give it the love and facelift to truly make it shine!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY
Winter Springs High - O6407027 - 412 BLUE BAYOU LN, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$385,000 Reduced | Townhouse | 3 beds | 3.5 baths | 2 gar
Quick move in available. Welcome to 412 Blue Bayou Lane in the highly desirable Jesups Reserve community, where elevated style, smart design, and an unbeatable Winter Springs location come together without the luxury price tag. This beautifully maintained 3-bedroom, 3-bathroom, three-story townhome offers low-maintenance living just steps from Winter Springs Town Center. The flexible first-floor bedroom with full bath is ideal for guests, a home office, or multi-generational living. The main level features a bright open-concept living and dining area, an oversized kitchen with like-new stainless steel appliances, a generous breakfast bar, and convenient second-floor laundry. The private third-floor owner’s suite offers a large walk-in closet, en-suite bath with soaking tub and separate shower, and peaceful separation from the main living spaces. Enjoy three outdoor living areas, including a welcoming front porch, updated second-floor patio, and private third-floor balcony perfect for relaxing evenings. Major updates include a new roof in 2022, new A/C in 2023, garage door maintenance in 2024, brand-new stair railing, and laminate flooring throughout with no carpet. The oversized 2-car garage with added storage solutions keeps everything organized and functional. Jesups Reserve residents enjoy a resort-style community pool and spa, scenic pond views, and a well-kept neighborhood setting. The location is hard to beat – you’re minutes from Central Winds Park, Trotwood Park, with convenient access to shopping, dining and major likes like SR-417. This move-in-ready home delivers style, location, and value in one exceptional package. Move-in ready, meticulously maintained, and priced to sell—this is the opportunity buyers have been waiting for.
Listing is courtesy of: COLDWELL BANKER REALTY
Winter Springs High - O6409511 - 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$750,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Under contract-accepting backup offers. MULTIPLE OFFERS : HIGHEST AND BEST DUE BY SATURDAY, MAY 23 at 5PM. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly sought-after Winter Springs community of Tuskabay, offering the perfect blend of style, comfort, and convenience. Ideally located near shopping, dining, and major commuter routes, this home boasts lush landscaping, exceptional curb appeal, and a desirable side-entry 2-car garage. Inside, you’ll find neutral paint and flooring, abundant natural light, and an open floorplan designed for both everyday living and entertaining. The inviting foyer showcases stunning custom woodwork that flows seamlessly into the spacious dining area, while custom wood ceilings in both the foyer and loft up above add warmth and character. Elegant wrought iron railings accent the staircase and dining space for a sophisticated touch. The thoughtfully designed kitchen is situated at the front of the home and features an oversized opening to the living areas for great lines of sight, 42” cabinetry, granite countertops, tile backsplash, stainless steel appliances including built-in microwave, oven, and cooktop, plus a dinette area and walk-in pantry with convenient laundry access. The oversized family room is truly the heart of the home, highlighted by vaulted ceilings, a cozy wood-burning fireplace, two skylights, and French doors that open to the covered patio for seamless indoor/outdoor living. The spacious upstairs primary suite is a private retreat complete with its own wood-burning fireplace, custom accent wall, French doors leading to a private balcony, and a large walk-in closet with custom organization system. The luxurious en-suite bath offers a wrap-around, double-sink vanity, jacuzzi tub, and oversized shower. Adjacent to the primary suite are a versatile loft and an office/nursery space perfect for working from home or additional flexibility. Downstairs, three generously sized bedrooms feature large closets and ceiling fans. One bedroom includes a private half bath with direct access to the pool deck, making it an ideal cabana bath. An additional full hall bath features an oversized vanity, linen closet, and shower/tub combination. Step outside to your own backyard oasis featuring a large, screened and covered paver patio with custom wood ceiling overlooking the spacious, heated, chlorine pool. Beyond the screened enclosure, there’s still plenty of yard space to enjoy, all enclosed by a vinyl fence for added privacy. Additional upgrades include newer AC, crown molding, plantation shutters, engineered wood flooring, and added lighting and electrical outlets throughout. This exceptional home offers the perfect combination of timeless character, modern updates, and resort-style outdoor living.
Winter Springs High - O6408927 - 180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$304,999 | Townhouse | 2 beds | 2.5 baths | 1 gar
Welcome to the highly sought-after gated community of Heritage Park Townhomes in Winter Springs! This tastefully remodeled 2-bedroom, 2.5-bathroom townhome is completely move-in ready and filled with stylish custom upgrades throughout. Step inside to find a warm and inviting living space featuring a custom-built wooden mantle over the electric fireplace, creating the perfect focal point for relaxing or entertaining. The dining area showcases a stunning custom 3D accent wall adding a modern designer touch to the home. The kitchen is beautifully upgraded with quartz countertops, stainless steel appliances, and a pantry providing additional storage space. Upstairs you’ll find both bedrooms thoughtfully laid out in a split floor plan for added privacy. The spacious primary suite features a walk-in closet and an ensuite bathroom complete with quartz countertops and a stand-alone shower. The laundry area is located upstairs in its own designated hallway closet for easy access. When you step outside to your back patio, you'll notice the owners added pavers creating the perfect cozy outdoor space for relaxing evenings or late-night movies under the stars. A/c is 2022! Enjoy low-maintenance living with an HOA fee of only $300/month which includes exterior grounds maintenance, gated community access, community pool, and a playground. This unit also offers a 1-car garage, private driveway parking, and additional guest parking spaces designated for visitors. Located near shopping, dining, parks, and major roadways, this beautifully updated townhome is ready for its next owner to call home!
Winter Springs High - O6409571 - 538 CRIMSON LN, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$379,900 Reduced | Townhouse | 3 beds | 3.5 baths | 2 gar
Price improvement. Welcome to 538 Crimson Lane, a beautifully designed townhome located in the highly desirable community of Jesup’s Reserve. Meticulously maintained, this 3-bedroom, 3.5-bathroom home with a 2-car garage showcases numerous upgrades and distinctive features throughout. Ideally situated in the heart of Winter Springs, this property offers the perfect blend of comfort, style, and convenience. From the moment you arrive, the manicured landscaping and spacious front porch create inviting curb appeal. Inside, the first floor features a generously sized bedroom complete with a private bathroom and walk-in closet, making it ideal for guests, a home office, or a quiet retreat. The second floor serves as the main living space, offering an open and airy layout filled with natural light from an abundance of windows. The spacious living and dining areas flow seamlessly into the kitchen, which features granite countertops, a center island, closet pantry, breakfast bar, and ample room for entertaining family and friends. The kitchen is further enhanced with beautiful maple cabinetry. On the third floor, you’ll find the private primary suite, designed for relaxation and comfort. The oversized bedroom includes a large walk-in closet, while the ensuite bathroom features a separate shower and a luxurious oversized soaking tub. This home also includes several valuable updates and bonus features, including a new AC unit installed in 2025, a roof replaced in 2023, and fresh interior paint completed in 2026. The HOA provides added peace of mind by covering exterior maintenance, including grounds care, roof maintenance, and exterior painting. Residents of Jesup’s Reserve also enjoy access to a resort-style pool and hot tub. Conveniently located directly across from Winter Springs Town Center, you’ll have easy access to shopping, dining, fitness centers, and entertainment. The area is also known for its top-rated public and private schools, scenic parks, and walking trails, with quick access to major roadways and State Road 417. This exceptional property truly offers everything you need to feel right at home. Schedule your private showing today!
Winter Springs High - O6409028 - 130 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$739,900 | Single Family Home | 4 beds | 3.0 baths | 3 gar
Discover the perfect blend of comfort, privacy, and luxury in the sought-after gated community of Seville Chase. Nestled on a large private fenced lot, this beautifully maintained 4-bedroom, 3-bathroom home offers a desirable 3-way split floor plan designed for both everyday living and entertaining with no rear neighbors. Step inside to find elegant upgrades throughout, including crown molding, upgraded baseboards, rounded corners, and upgraded interior doors that add a refined touch to every room. The spacious family room is the heart of the home, featuring a cozy fireplace and surround sound for the ultimate movie night or game day experience. The kitchen and living spaces flow seamlessly to your own outdoor oasis complete with a sparkling pool, relaxing spa, and patio surround sound system — perfect for entertaining or unwinding in total privacy. Additional recent improvements provide peace of mind and energy efficiency, including: new 2-stage variable AC with humidity control (2023), new water heater (2023), added blown-in insulation with plywood attic flooring (2023) and new wood-look tile flooring in the rear bedrooms With its thoughtful layout, premium upgrades, and resort-style backyard, this home offers the Florida lifestyle you’ve been waiting for in one of the area’s most desirable gated neighborhoods.
Listing is courtesy of: FLORIDA RE ANALYSTS, INC
Winter Springs High - O6409011 - 1020 TAPROOT DR, WINTER SPRINGS, FL 32708 16 Days on yellowkey
$509,900 | Single Family Home | 3 beds | 3.0 baths | 2 gar
Welcome to highly sought-after Oak Forest in Winter Springs! Built in 2021, this beautifully maintained 3-bedroom, 3-bathroom home offers modern style, energy efficiency, and a versatile floorplan designed for today’s lifestyle. With all major systems from 2021, this move-in ready home provides peace of mind and low-maintenance living throughout. Inside, you’ll find plank tile flooring, abundant natural light, and a spacious open-concept layout perfect for entertaining. A versatile bonus space offers endless possibilities and could easily serve as a 4th bedroom, home office, playroom, or media room. The bright, modern kitchen features shaker-style cabinetry, quartz countertops, stainless steel appliances, a large center island with bar seating, and a generous walk-in pantry. The spacious primary suite is thoughtfully designed with a large walk-in closet, dual vanities, a soaking tub, and a separate walk-in shower. One of the secondary bedrooms includes its own private en-suite bathroom, making it ideal for guests or multi-generational living. Step outside through elegant double French doors to enjoy the covered back porch overlooking the large vinyl-fenced backyard — perfect for relaxing, entertaining, or pets. Additional highlights include PAID-OFF solar panels, double-pane windows, overhead garage storage racks, and a pull-down attic ladder for extra storage convenience. Best of all, there is NO HOA, giving you added flexibility and freedom. Conveniently located near top-rated Seminole County schools, Trotwood Park, the Cross Seminole Trail, Winter Springs Town Center, and with easy access to Oviedo, University of Central Florida, Casselberry, and Winter Park, this home truly offers the best of Central Florida living!
Oviedo High - O6408964 - 1334 PALO ALTO CT, WINTER SPRINGS, FL 32708 16 Days on yellowkey
$2,100 | Single Family Home | 2 beds | 2.0 baths | 2 gar
A Must-See Gem in Winter Springs! This beautifully remodeled 2-bedroom, 2-bathroom home is move-in ready and packed with modern features, including a fully fenced oversized backyard, a 2-car garage, and an Electric Car Charging Port. Conveniently located near Winter Springs, Orlando, UCF, and major highways, this home offers both comfort and accessibility. From the moment you arrive, you’ll notice the inviting exterior with warm tones and a welcoming entryway. Inside, you’re greeted by stunning tile flooring—stylish, durable and easy to maintain. The open-concept layout seamlessly connects the kitchen, dining and living areas, making it perfect for entertaining. The kitchen is a true highlight, featuring solid countertops, a custom backsplash, modern lighting, a breakfast bar, and stainless steel appliances throughout. Sliding glass doors lead out to a spacious patio and a massive backyard—ideal for enjoying your morning coffee or evening drink in peace and privacy. Down the hall, the primary suite includes a generous walk-in closet and an ensuite bathroom. A second bedroom and full guest bathroom are also located nearby, offering flexibility for family, guests, or a home office. The community includes great amenities such as a park, basketball court, tennis courts, and playground. With close proximity to UCF, shopping, dining, hospitals, and entertainment—as well as easy access to 436, 434, FL-417, FL-408, I-4, Orlando International Airport, and Sanford Airport—this home truly has it all. Renters benefit package (insurance, filters, pest control and credit reporting) required: $99/mo
Listing is courtesy of: ICON REALTY ASSOCIATES INC
Winter Springs High - O6408847 - 1018 WEATHERED WOOD CIR, WINTER SPRINGS, FL 32708 16 Days on yellowkey
$369,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Welcome to refined, low-maintenance living in the highly sought-after Wedgewood Golf Villas within Tuscawilla. Perfectly positioned in one of Seminole County’s most established golf communities, this beautifully maintained residence offers the ideal blend of comfort, privacy, and convenience with golf cart-friendly streets, mature surroundings, and HOA-maintained lawn care for truly effortless ownership. Thoughtfully updated with a ROOF (2019), HVAC system (2017), and freshly painted exterior (2026), this move-in-ready 3-bedroom, 2-bath home showcases timeless appeal and functional design. Inside, abundant natural light, soaring vaulted ceilings, and a warm, inviting layout create an atmosphere that feels both spacious and intimate. The expansive great room, anchored by a charming fireplace, serves as the heart of the home — ideal for entertaining or quiet evenings in. A generously sized 315-square-foot screened lanai extends the living space outdoors, overlooking a large private fenced backyard with endless potential for a custom outdoor retreat, garden, or entertaining space. The first-floor primary suite offers a peaceful sanctuary with a spacious en-suite bath featuring a walk-in shower. Plush carpeting adds warmth throughout the living areas and bedrooms, while durable tile flooring enhances the kitchen and baths. Residents enjoy private access to scenic walking trails along the golf course, as well as close proximity to the private Tuscawilla Country Club, Trotwood Park, shopping, dining, nature trails, and top-rated Seminole County schools, with easy connectivity to SR 417 for commuting throughout Central Florida. Offering 1,713 square feet under air and 2,131 total square feet, this exceptional residence presents an outstanding opportunity for discerning buyers seeking comfort, community, and a lock-and-leave lifestyle in the heart of Tuscawilla.
Listing is courtesy of: HOME WISE REALTY GROUP, INC.
Winter Springs High - O6409278 - 10 SHEOAH BLVD #8, WINTER SPRINGS, FL 32708 17 Days on yellowkey
$1,695 Reduced | Condo | 2 beds | 1.0 baths
Spacious and bright fully renovated 2-bedroom, 2-bathroom condo available for rent at The Highlands in Winter Springs. The entire interior has been freshly repainted and features tile flooring throughout. This inviting home offers a large family room with a cozy dining area and a split-bedroom floor plan for added privacy. The spacious primary bedroom includes sliding glass doors leading to the patio. The second bedroom also features its own sliding doors opening to the screened-in porch, along with a private bathroom. Enjoy the beautifully designed screened-in porch complete with an outdoor bar and refrigerator — perfect for entertaining or relaxing year-round. The unit also includes an in-unit washer and dryer and stone countertops in both bathrooms. Residents of The Highlands enjoy access to shaded walking and biking trails, a community pool, tennis courts, playground, clubhouse, and volleyball court. Conveniently located just 5 minutes from Publix and 7 minutes from the Longwood SunRail station.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES
Winter Springs High - O6409042 - 224 HIGHLANDS GLEN CIR, WINTER SPRINGS, FL 32708 17 Days on yellowkey
$295,000 | Villa | 3 beds | 2.0 baths | 1 gar
Welcome to 224 Highlands Glen Circle, a beautifully updated 3-bedroom, 2-bath villa with 1,185 sq. ft. of comfortable living space. This home features a modern kitchen with new countertops and appliances, along with fresh interior paint and new flooring throughout. Enjoy the ease of a move-in ready home with a 1-car garage. The community offers fantastic amenities, including a pool, tennis courts, playground, and park, perfect for active lifestyles and family fun. Ideally located in Winter Springs, this villa combines style, convenience, and comfort, schedule your showing today!
Listing is courtesy of: THE AGENCY FL
Winter Springs High - O6408959 - 1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708 18 Days on yellowkey
$825,000 Reduced | Single Family Home | 5 beds | 3.5 baths | 2 gar
Exceptional luxury living awaits in this beautifully reimagined 5-bedroom, 3.5-bath residence located within an exclusive gated community. Offering over 3,100 square feet of refined living space, this impressive home showcases luxury finishes and thoughtful upgrades throughout, including elegant travertine flooring, rich oil-rubbed plank floors, and a stunning updated kitchen appointed with stainless steel appliances. Designed for both elevated entertaining and everyday comfort, the spacious interior flows seamlessly to a private screen-enclosed pool retreat featuring a resurfaced finish, travertine pavers, and a fully fenced backyard oasis. The luxurious primary and guest baths have been tastefully updated, while major improvements such as a 2019 roof, hurricane impact slider doors, and fresh exterior paint provide peace of mind and timeless appeal. Perfectly positioned near top-rated schools, upscale shopping, dining, and convenient 417 access, this exceptional residence delivers the ideal blend of luxury, comfort, and location.
Listing is courtesy of: JULIAN PROPERTIES, INC.