Displaying: For Sale
Location: Winter Springs
Property Type(s): Single Family
Price: $400,000 to $499,000
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Winter Springs - 29 properties found
358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708
$468,00021 Days on yellowkey MLS ID: O6412915
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1922 Built: 1986Monthly Fee: $29 Tax: $3,177 (2025)Community: Deer Run Unit 23CSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,177
Elementary School: Red Bug Elementary
High School: Lake Howell High
Tax Year: 2025
Middle School: Tuskawilla Middle
Remarks: 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 (407-695-2066)
Listing Agent: Kristine Mckinley (407-415-2412)
632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708
$489,900115 Days on yellowkey MLS ID: O6386347
REDUCED by $5,100 (1.0%) on 06/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2002Monthly Fee: $150 Tax: $2,713 (2024)Community: Parkstone Unit 2Single Family
Taxes:$2,713
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Good afternoon and welcome to your new 4 bedroom, 3 bathroom, and 2 car garage gated community home! The HOA fee is only $150 a month and covers all lawn maintenance, trimming of shrubs, fertilization, irrigation and outside pest control. The minute you walk in the front door, you will already begin to see your future holiday and family gatherings. The high ceilings are perfect for a tall Christmas tree! Can you see it? You will also notice that the entire home has been freshly painted with the woodgrain tile downstairs and the plush new carpeting upstairs! The kitchen, future home for all those family and friends baking, has been updated with quartz countertops, soft close cabinets, lighting and a stainless steel refrigerator. Don’t like Florida water, well you’re in luck, this home comes with a whole house water filtration system! To add to that, the roof and gutters are only 2-3 years old. Replaced in 2023! The A/C is 2015 and has had annual maintenance performed. So you’re thinking that you like to be outside. Gotcha covered there too. This home has an oversized porch with a fenced in backyard that has a banana, avocado and papaya tree. You also have access to a pool, tennis/pickleball courts and a park. If walking trails are your thing, there’s one in the Oviedo/Lake Mary area. To top your day off, enjoy downtown Winter Springs that is only a mile away!! What else could you possibly ask for! This home really has everything and it’s waiting for you. SELLERS PUT IN A NEW WATER HEATER!!!!!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Susan Young (407-408-3533)
709 SAILFISH RD, WINTER SPRINGS, FL 32708
$402,500203 Days on yellowkey MLS ID: O6364715
REDUCED by $5,000 (1.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1737 Built: 1984 Tax: $5,463 (2024)Community: North Orlando Ranches Sec 10Spa: NoSingle Family
Taxes:$5,463
Elementary School: Layer Elementary
High School: Winter Springs High
Middle School: Indian Trails Middle
Remarks: Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home provides immediate peace of mind with a roof that is only 5 years old. Set beneath a picturesque canopy of mature trees and draping Spanish moss, the curb appeal speaks to the established, friendly vibe that residents of Winter Springs enjoy. Step inside to a flexible layout built for flow, featuring dedicated living and family rooms that give everyone room to spread out. The central kitchen and dining space is positioned perfectly to serve both entertaining areas and acts as the heart of the home. The smart split-bedroom floor plan provides ideal separation, tucking the spacious primary suite on one side of the house for privacy and tranquility. The real magic happens where the indoors meets the outdoors. The home expands dramatically with a large, enclosed Florida Room (22'6" x 11'6") that is fully under A/C with its own dedicated mini-split unit—making this substantial bonus space a year-round extension of the living area, perfect for an office, gym, or sun-soaked den. This room leads directly out to a private, spacious backyard where you will enjoy the unique benefit of no rear neighbors, secured by a perimeter of mature trees and fencing. Even the garage has been elevated: the two-car garage features durable epoxy flooring and includes a dedicated laundry area and a useful closet room, perfect for home projects or tool storage. The location is the final mic drop. You are moments from the convenience of Winter Springs Town Center, Central Winds Park, and the premier amenities of the Tuscawilla area. You are also zoned for the excellent Seminole County School District. You get the quiet, safe suburban environment while maintaining effortless access to major highways (417/I-4) for a convenient commute to Downtown Orlando or Lake Mary. View the 3D Matterport tour now to fully appreciate the space and layout. This is more than a listing—it’s the home where your next chapter begins.
Listing is courtesy of: ELEGANT REALTY LLC (407-985-2840)
Listing Agent: Wayne Mottley (407-741-3804)
820 WAKULLA LN, WINTER SPRINGS, FL 32708
$419,90049 Days on yellowkey MLS ID: TB8504175
1 Days Off yellowkey (back on 6/8/2026)
REDUCED by $5,000 (1.2%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1658 Built: 2012Monthly Fee: $167 Tax: $5,649 (2025)Community: Winter Spgs Village Ph 1Single Family
Taxes:$5,649
Remarks: Move-in ready and thoughtfully updated, this 3-bedroom, 2-bath home offers bright, comfortable living with fresh interior paint, new carpet, and new light fixtures throughout. The open main living area flows easily into the kitchen, where new quartz countertops, a new range, microwave, and dishwasher add style and everyday functionality. A new roof provides valuable peace of mind, while the spacious bedrooms, inviting natural light, and practical layout create a home that feels both polished and livable. With tasteful updates already complete, this home is ready to welcome its next owner.
Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)
Listing Agent: Rob Jones (844-448-0749)
560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708
$425,00059 Days on yellowkey MLS ID: O6401016
REDUCED by $20,000 (4.5%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1654 Built: 1996Monthly Fee: $78 Tax: $5,669 (2024)Community: Tusca OaksSingle Family
Taxes:$5,669
Elementary School: Keeth Elementary
Remarks: Welcome to Tuska Oaks—a well-established community in the heart of Winter Springs known for its convenience and neighborhood feel. Tucked away on a quiet cul-de-sac, this 3-bedroom, 2-bath home offers over 1,600 square feet of comfortable living space with a smart, open layout and soaring vaulted ceilings. The kitchen features granite countertops, stainless steel appliances, and ample cabinet space, opening seamlessly into the dining room area—ideal for everyday living and entertaining. Tile flooring runs throughout the home with laminate or LVP in the bedrooms and bathrooms, making maintenance simple and clean. Major updates have already been handled for you, including a roof replaced in 2018, A/C replaced in 2020, newer water heater (2024), and interior and exterior paint completed just 3 years ago. The secondary bathroom has been fully remodeled, adding a fresh, updated touch. Step outside to a screened-in back porch overlooking a fully fenced backyard, offering privacy and space for pets, play, or outdoor gatherings. Residents of Tuska Oaks enjoy a low HOA and access to a community pool , all while being conveniently located near shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: David Fraser (407-920-9749)
872 FALKIRK DR, WINTER SPRINGS, FL 32708
$438,997126 Days on yellowkey MLS ID: O6383538
REDUCED by $10,000 (2.2%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1978Monthly Fee: $35 Tax: $2,381 (2024)Community: Highlands Sec 1Spa: NoSingle Family
Taxes:$2,381
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: BACK ON THE MARKET DUE TO BUYERS FINANCING FALL TROUGH!! Beautifully maintained home located in one of the most desirable areas of Winter Springs, offering the perfect blend of comfort, convenience, and outdoor living. Surrounded by scenic walking and biking trails throughout the neighborhood, this home delivers a peaceful setting while staying close to everything you need. This property features 3 bedrooms and 2 bathrooms with a bright open floor plan ideal for both everyday living and entertaining. The kitchen is equipped with stainless steel appliances and flows seamlessly into the main living areas, creating a spacious and inviting atmosphere. Step outside to your private screened pool area, perfect for relaxing or hosting gatherings, all within a fully fenced backyard that provides excellent privacy. Whether enjoying Florida sunshine or evening outdoor dining, this space is designed for year-round enjoyment. Conveniently located near shopping centers, restaurants, and major highways, offering easy access to Orlando, employment hubs, and surrounding communities while still enjoying the charm of a sought-after residential area. This home combines a desirable location, functional layout, and outdoor lifestyle — making it an excellent opportunity for homeowners and long-term value. Some photos were virtually staged.
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Elizabeth Rodriguez (407-480-8829)
1304 ORTEGA ST, WINTER SPRINGS, FL 32708
$499,00052 Days on yellowkey MLS ID: TB8504998
REDUCED by $40,900 (7.6%) on 05/19/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2152 Built: 1985Monthly Fee: $30 Tax: $5,238 (2025)Community: Sunrise Estates Unit 1Spa: NoSingle Family
Taxes:$5,238
Elementary School: Rainbow Elementary
High School: Oviedo High
Remarks: Improved Price: Your Time to Win. THIS IS THE ONE you’ve been waiting for in Winter Springs. This spacious 4-bedroom, 2.5-bath home with 2,152 SqFt offers the perfect combination of space, flexibility, and income potential. Located in a non-flood zone with low HOA and NO rental restrictions, this is a rare find for both homeowners and savvy investors. Featuring a unique three-level layout, the home includes formal living and dining areas plus a versatile Family room—perfect for movie nights, game days with friends, or even unforgettable family karaoke evenings. Step outside and get ready to fall in love. The fully fenced backyard is built for lifestyle: the spacious covered and screened terrace invites you to enjoy your morning coffee by a charming gas fire pit, unwind with evening cocktails, roast marshmallows around a natural fire pit, or host the perfect BBQs. The outdoor space also features a small play area, while still offering ample room for pets to run freely. This is Florida living done right. Freshly painted, meticulously maintained, with updated bathrooms and a functional kitchen ready for immediate enjoyment. For added value and peace of mind, the property includes a water softener system throughout the home and an alkaline water filtration system at the kitchen sink—features today’s buyers truly appreciate. Located near top-rated Seminole County schools, parks, shopping, and major highways with easy access to Orlando. Opportunities like this are rare and move FAST. Schedule your private showing TODAY before it’s gone.
Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)
Listing Agent: Fara Ramirez Labrada (813-389-1489)
1422 SPALDING RD, WINTER SPRINGS, FL 32708
$425,000392 Days on yellowkey MLS ID: O6313691
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1983Monthly Fee: $95 Tax: $1,306 (2024)Community: Wedgewood Tennis VillasSpa: NoSingle Family
Taxes:$1,306
Remarks: PRICE REDUCTION!!!Ready to move into! Well maintained and updated 3-bedroom Tuskawilla 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 ROOF INSTALLED IN 2023, AC INSTALLED IN 2021, Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a clubhouse facility right across the street. Opportunity to join the Tuskawilla Country Club for golf, swimming, dining and more! NEW KITCHEN INSTALLED IN 2023! WITH UPDATED CABINETRY, QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES! CLOSET PANTRY & QUARTZ BREAKFAST BAR! Eat-in kitchen, vaulted ceilings with elegant wooden beams. Enjoy the living space outdoors in a large screened-in patio, enjoy your backyard, with 12 inch concrete tiles, vinyl fence for privacy, creating a relaxed setting for entertaining . Relax and enjoy the enclosed front porch with sliding door access to both bedrooms. Sliding door in the master bedroom with access to the ceramic tiled back screened porch. This home is near Trotwood Park, Cross Seminole Trail and Bear Creek Nature Trail. A short drive to Oviedo Mall, Winter Springs Town Center and the many parks in the area. The location is one of the best with quick access to the 417. The schools include some of the top-rated schools in all of Central Florida. Schedule your showing today, before it’s too late!
Listing is courtesy of: DIAMOND 2000 REALTY, INC (321-231-4195)
Listing Agent: Ramon Ortiz Cruz (321-231-4195)
131 LISA LOOP, WINTER SPRINGS, FL 32708
$489,000126 Days on yellowkey MLS ID: O6383791
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2309 Built: 2001Community: The Oaks SubSingle Family
Taxes:
Tax Year:
Remarks: Check out this spacious 4-bedroom, 2.5 bath home in Winter Springs, located in the highly sought-after Seminole County school district! Discover comfort and space in this corner lot home in The Oaks at the Highlands Subdivision. This well-designed home offers more than 2,300 square feet of living space with a functional layout that features the primary suite on the first floor along with a flex space used as an office or guest room plus 2 additional bedrooms upstairs. Inside, you’ll find a bright, open floor plan that seamlessly connects the main living areas. The kitchen is equipped with stainless steel appliances (new double door fridge) and a convenient breakfast bar overlooking the great room, making it perfect for both casual mornings and entertaining guests. Step outside through French doors to a screened patio and cozy fire pit area, creating an inviting space to unwind year-round. The spacious primary suite includes a walk-in closet and an en-suite bath with dual vanities, a soaking tub, and separate shower. Updates include a 2018 roof, energy-efficient windows, water softener, rain gutters, and irrigation system. Residents enjoy access to community amenities including a pool, clubhouse, park, and scenic walking trails, all just minutes from major roadways, shopping, and dining. Schedule your private tour today!
Listing is courtesy of: BAILEY CAMPBELL PROPERTIES (321-228-7985)
Listing Agent: Nate Bailey (321-331-8658)
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