Displaying: For Sale
Location: Winter Springs
Property Type(s): Single Family
Price: $800,000 to $899,000
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Winter Springs - 6 properties found
1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708
$825,00037 Days on yellowkey MLS ID: O6408959
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $25,000 (2.9%) on 06/04/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3118 Built: 2001Monthly Fee: $127 Tax: $8,339 (2025)Community: Citrus OaksSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,339
Elementary School: Rainbow Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. 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 floorplan of his home is designed to be a “forever home” and serve you through all stages of life. The 5th bedroom/flex space is conveniently located adjacent to the Primary Bathroom, making it the perfect spot for a nursery or a home office. There are 2 bedrooms connected by a “Jack and Jill” bathroom on the opposite side of the residence, and a spacious, secluded guest suite tucked away on the back of the home; providing guests with a quiet space away from the hustle and bustle of daily life. 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. (407-291-4900)
Listing Agent: Bo Julian (407-694-5843)
975 DYSON DR, WINTER SPRINGS, FL 32708
$879,0007 Days on yellowkey MLS ID: O6417467
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2191 Built: 1980 Tax: $6,089 (2025)Community: Winter Spgs Unit 3Single Family
Taxes:$6,089
Remarks: Under contract-accepting backup offers. Nestled on nearly two private acres in coveted Old Tuskawilla, this one-of-a-kind custom estate offers a rare opportunity to enjoy space, privacy, and timeless character in one of Seminole County's most sought-after communities. Surrounded by majestic oak trees, the property feels like a private retreat while remaining just minutes from top-rated schools, parks, golf, dining, and shopping. A private driveway leads to the home's side-entry two-car garage and picturesque setting. Inside, 2,191 square feet of living space blends warmth and functionality. Solid cherry hardwood flooring flows throughout the main level, where you'll find the formal dining room, a spacious family room, two fireplaces, a breakfast nook, and a generously sized primary suite conveniently located on the first floor. Also on the main level is a flexible office space that could easily serve as a fourth bedroom with minimal modifications, offering added versatility for growing families or guests. Upstairs, two bedrooms feature large closets and share a renovated Jack-and-Jill bathroom. The second floor has been updated with luxury vinyl plank flooring. The screened porch provides the perfect place to enjoy morning coffee while overlooking the expansive backyard, offering endless possibilities for a custom pool, guest house, workshop, or simply enjoying the natural beauty of the property. Nature lovers will appreciate the trail located directly behind the property, providing access for walking, jogging, and exploring the outdoors. Major updates provide peace of mind, including a whole-house repipe (2022), a 10' x 12' storage shed added in 2025, a new roof (2026), and fresh exterior paint (2026). While the kitchen and primary suite present opportunities for cosmetic updates and personalization, the home's solid construction, exceptional lot, and desirable location create an incredible foundation for your vision. Properties with this much land, character, and potential rarely become available in Tuskawilla. Whether you're seeking room to spread out, a private estate setting, or the chance to create your forever home, this exceptional property offers a truly unique opportunity.
Listing is courtesy of: VAN DEN BERG REAL ESTATE GROUP (407-739-9970)
Listing Agent: Caroline Van Den Berg (407-739-9970)
709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708
$819,00064 Days on yellowkey MLS ID: O6399823
0 Days Off yellowkey (back on 5/20/2026)
REDUCED by $20,000 (2.4%) on 05/09/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3407 Built: 1988Monthly Fee: $20 Tax: $368 (2024)Community: Lake Tuskawilla Ph 1Spa: NoSingle Family
Taxes:$368
Elementary School: Keeth Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Located in a small, low-traffic community with minimal turnover, this beautifully updated corner-lot home offers an exceptional blend of space, privacy, and functionality. Featuring a highly desirable four-way split bedroom floor plan, the layout is perfect for large families, multi-generational living, or those who love to entertain. The private in-law suite includes a spacious bedroom, living area, walk-in closet, and full bath—ideal for guests or extended family. The home’s open yet flexible design allows for both comfortable everyday living and seamless entertaining. Step inside to vaulted ceilings, new flooring, updated lighting and fans, and a stunning living room with a shiplap feature wall and triple-panel sliding glass doors overlooking the pool. The family room features a wood-burning fireplace with a stone front and granite hearth, plus updated LED lighting and pool views. The fully renovated kitchen is a showstopper, featuring 42-inch farmhouse-style cabinets, quartz countertops, stainless steel appliances, a vent hood, built-in microwave, coffee bar/dry bar, double trash pull-outs, specialty cabinetry, and a massive 10x4 island with seating for six. Dual pantries—including a walk-in—provide ample storage. The primary suite is a true retreat with private patio access, a dressing room, walk-in closet with barn door, and a completely updated bath with vaulted ceilings, dual sinks, oversized walk-in shower, private water closet, and a French door leading to a secluded garden area. Enjoy Florida living at its finest with a screened-in pool featuring a fountain, two covered patios, a private pool bath, and a separate pool storage room—all within a fully fenced, private backyard. Additional highlights include a mudroom entry with built-in seating and storage, a large interior laundry room with utility sink and cabinetry, generous closet space throughout, new garage door with an opener, and attic storage access. Major updates include a 2020 roof, 2022 AC units, and recently renovated kitchen and bathrooms. Zoned for top-rated Seminole County schools. This move-in ready home truly has it all—space, style, and an unbeatable layout in a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Brad Merrell (407-920-7800)
226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$824,90068 Days on yellowkey MLS ID: O6398877
0 Days Off yellowkey (back on 5/30/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2902 Built: 1994Monthly Fee: $44 Tax: $4,461 (2024)Community: Chestnut RidgeSpa: NoSingle Family
Taxes:$4,461
Remarks: Under contract-accepting backup offers. Showcase two story gem in the heart of Tuscawilla! Come see the abundant high-end upgrades including a professionally designed chefs’ kitchen with all the bells and whistles! This 4 bedroom pool home with private study and upstairs bonus room features a recently renovated screened pool and is located on a quiet tree lined street in a sought after neighborhood. Your tour begins via newly painted leaded glass doors with a giant Palladian window above. You will be welcomed by a grand two story foyer and an artful staircase with hardwood steps and handsome millwork including 10” crown molding. Flanking the foyer, area an elegant dining space and handsome study with newly installed French doors. The recently renovated designer kitchen features custom cabinetry with double upper cabinets reaching all the way to the ceiling! You will love the quartz topped custom dining/ chef’s island, quartz counter tops, glass tile backsplash, large hidden walk-in pantry with cabinet door front, excellent upgraded appliances, and a dedicated prep sink. Two under-cabinet “Uline” beverage refrigerators add a touch of luxury and convenience. French doors in the kitchen dinette lead you to the covered patio and pool area. Because the kitchen is open to the family room, you stay connected to guests and family relaxing in the huge family room that features a soaring two story ceiling, 8’ tall sliding doors to the back patio, a huge glass transom window above and a stunning woodburning fireplace welcoming you to the heart of the home. From here, your eyes are drawn straight out the glass doors to the newly refurbished, sparkling pool, and lush backyard. The primary suite is located on the first floor and is adorned with upgraded wood flooring, plantation shutters and ample room for a dedicated sitting area. Fresh, neutral finishes and a huge travertine shower give a classic elegance to the primary bath and the updated custom closet is absolutely stunning. The second story features three additional bedrooms (two of them are 15x13) and a large loft/bonus room with storage closet (easily converted to a 5th bedroom) Now, enjoy the outside! The spacious covered lanai and renovated screened solar heated pool invite you to morning coffee, evening dinners, or weekend pool parties. The backyard is spacious and welcomes your little ones to play and pets to run freely. With the pool fully resurfaced, retiled, and upgraded with a cool-touch deck and new filter (with warranty), you can enjoy Florida living at its finest. This home is packed with meaningful upgrades: termite bond with Massey, whole-home repipe (2014), newer water heater (2020), two A/C units (2023 & 2014), new garage door opener, fiber internet with AT&T, new office French doors (2020), hardwood floors, unique terrazzo tile, Crown Molding, Closets by Design systems, new landscaping, fresh interior paint, and more. All appliances are included including the washer and dryer. Yes, you can have all of this: A gorgeous move in ready executive pool home in the highly desirable community of Tuscawilla known for its charm and convenience, a lifestyle that’s hard to beat!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Colleen Kahl (407-630-0027)
330 HAYES RD, WINTER SPRINGS, FL 32708
$820,00051 Days on yellowkey MLS ID: O6404598
REDUCED by $20,000 (2.4%) on 05/25/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2252 Built: 1977 Tax: $2,738 (2024)Community: North Orlando Ranches Sec 04Single Family
Taxes:$2,738
Elementary School: Winter Springs Elementary
Middle School: None
Remarks: Located on 2 acres with R-1AA zoning, this property offers space, flexibility, and privacy while still being conveniently close to everyday essentials. Ideal for those looking to keep horses, store equipment, or run a home-based business. The home features a bright, open layout with high ceilings, abundant natural light, and updated windows with plantation shutters. The remodeled kitchen includes updated cabinetry, granite countertops, stainless steel appliances, a wine fridge, and a large island with breakfast bar. The split floor plan offers a spacious primary suite with a custom walk-in closet and an updated bathroom with dual sinks and a walk-in shower, while three additional bedrooms feature new carpet, updated fixtures, and ample closet space. The secondary bathroom also provides direct access to the pool. Outdoor living is a highlight, with a covered and screened patio overlooking a heated saltwater pool, an extended paver deck, and a gazebo with a firepit area, perfect for entertaining. Recent updates include a roof (2020), AC (2019), and water heater (2025), along with a whole-home water treatment system. The property also features a detached 3-car garage/workshop with AC and potential for a guest house or in-law suite, a shed with AC and water ideal for an office or studio, and a metal pole barn for boat or RV storage. Dual EV charging stations are also installed. This property offers a unique combination of comfort, functionality, and zoning flexibility to fit a variety of lifestyles.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Glendys Lorenzo Martinez (407-508-2808)
1444 BIRD RD, WINTER SPRINGS, FL 32708
$838,500281 Days on yellowkey MLS ID: O6344113
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2350 Built: 1977 Tax: $2,076 (2024)Community: Watts FarmsSingle Family
Taxes:$2,076
Elementary School: Sterling Park Elementary
Middle School: South Seminole Middle
Remarks: One or more photo(s) has been virtually staged. ONE OF A KIND! Stunning Renovated Lakefront Home on Private Peninsula – Welcome to your fully reimagined lakefront retreat at 1444 Bird Road in the heart of Winter Springs. Nestled along the serene shores of Lake Tony, this highly detailed, professionally rehabbed home blends modern luxury with timeless Florida charm. From the moment you arrive, you’ll notice the thoughtful craftsmanship and attention to detail throughout. The home has been completely renovated from top to bottom, featuring a bright, open-concept layout with abundant natural light and stunning lake views from multiple living spaces. The designer kitchen is a true centerpiece, showcasing amazing cabinetry, premium quartz countertops, stainless steel appliances, and a spacious island perfect for entertaining. The living and dining areas flow seamlessly, creating an inviting space for gatherings or quiet evenings overlooking the water. Retreat to the primary suite, where you’ll find a spa-inspired bathroom with high-end finishes, elegant tile work, and a relaxing atmosphere designed for comfort. Additional bedrooms offer flexibility for guests, family, or a home office. Step outside to your private backyard oasis, where you can enjoy peaceful mornings or breathtaking sunsets on Lake Tony. Whether you’re kayaking, fishing, or simply unwinding by the water, this property offers the ultimate lakefront lifestyle. Additional upgrades include updated systems, modern fixtures, and quality finishes throughout—providing peace of mind and move-in-ready convenience. Located in a desirable Winter Springs neighborhood with easy access to top-rated schools, parks, shopping, and dining, this home is a rare opportunity to own a turnkey lakefront property. Don’t miss your chance to experience luxury living on Lake Tony—schedule your private showing today.
Listing is courtesy of: KEEN REALTY GROUP, INC. (407-699-2127)
Listing Agent: Bobby Keen (407-951-2300)
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