337 Twelve Oaks Drive, Winter Springs, FL 32708
Active Under Contract $785,000
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Under contract-accepting backup offers. WELCOME HOME to 337 Twelve Oaks Drive! This stunning Wisteria II Model offers 5 bedrooms, 3.5 bathrooms, and 3,660 square feet of beautifully maintained living space, perfectly positioned on an oversized .25-acre premium waterfront lot in the sought-after Winding Hollow community of Winter Springs. From the moment you arrive, you'll appreciate the lush landscaping, exceptional curb appeal, and pride of ownership throughout this immaculate home. Inside, an abundance of thoughtful upgrades and elegant finishes create the perfect blend of comfort, style, and functionality. The renovated gourmet kitchen is truly the heart of the home, featuring floor-to-ceiling custom cabinetry, quartz countertops, a large center island, stainless steel appliance package, stylish tile backsplash, and a water filtration system. The spacious kitchen opens beautifully to the expansive family room, creating an ideal space for everyday living and entertaining. Additional upgrades include all-new windows and doors, beautiful wood-plank ceramic tile flooring, plantation shutters, and newer attic insulation, providing both style and improved energy efficiency. The first floor features a spacious primary suite, a versatile den/office, formal living room, formal dining room, and a huge family room with serene views of the private pool, expansive patio, and tranquil pond. The primary suite provides a peaceful retreat with plenty of space and privacy. Upstairs, you'll find three additional generously sized bedrooms, each offering large closets, along with two full bathrooms and an impressive 17' x 24' game room—perfect for a media room, playroom, home gym, or additional entertaining space. The three-car garage provides abundant storage and parking, and features a custom garage floor coating for a polished, durable finish. Step outside and experience your own private oasis. The sparkling pool, spacious patio, lush landscaping, and peaceful waterfront setting create the perfect backdrop for relaxing mornings, afternoon swims, and memorable gatherings with family and friends. Located in desirable Winding Hollow, this home offers an exceptional Winter Springs lifestyle with walking trails, community park areas, close proximity to top-rated Seminole County schools, shopping, Winter Springs Town Center, restaurants, Central Winds Park, the Seminole Trail, and more. With its premium waterfront setting, private pool, spacious floor plan, three-car garage, extensive upgrades, and beautifully appointed living spaces, 337 Twelve Oaks Drive is more than just a home—it’s a lifestyle!
Ceiling Fans(s)
Primary Bedroom Main Floor
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Window Treatments
Playground
Taxes: $9,512.27
Tax Year: 2025
Association Fee: $575.00
Association Fee Frequency: Annually
Rain Gutters
Sidewalk
Dishwasher
Disposal
Range
Refrigerator
Water Filtration System
Water
Pond
Elementary School: Layer Elementary
Middle School: Indian Trails Middle
Junior High: Indian Trails Middle
High School: Winter Springs High
Building Description: Traditional
MLS Area: 32708 - Casselberrry/Winter Springs / Tuscawilla
Total Square Footage: 4,612
Price per Square Feet: $214.48
Total Floors: 2
Water: Public
Construction: Block
Date Listed: 2026-09-15 00:00:00
Pool: Y
Pool Description: In Ground, Screen Enclosure
Furnished: Unfurnished
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Carpet, Ceramic Tile
Roof: Shingle
Heating: Heat Pump
Cooling: Central Air
Laundry: Inside, Laundry Room
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Landscaped, Oversized Lot, Paved
Parcel ID: 01-21-30-5Ny-00
Amenities: Playground
Listing Courtesy Of: Watson Realty Corp
vbellhorn@gmail.com
Under contract-accepting backup offers. WELCOME HOME to 337 Twelve Oaks Drive! This stunning Wisteria II Model offers 5 bedrooms, 3.5 bathrooms, and 3,660 square feet of beautifully maintained living space, perfectly positioned on an oversized .25-acre premium waterfront lot in the sought-after Winding Hollow community of Winter Springs. From the moment you arrive, you'll appreciate the lush landscaping, exceptional curb appeal, and pride of ownership throughout this immaculate home. Inside, an abundance of thoughtful upgrades and elegant finishes create the perfect blend of comfort, style, and functionality. The renovated gourmet kitchen is truly the heart of the home, featuring floor-to-ceiling custom cabinetry, quartz countertops, a large center island, stainless steel appliance package, stylish tile backsplash, and a water filtration system. The spacious kitchen opens beautifully to the expansive family room, creating an ideal space for everyday living and entertaining. Additional upgrades include all-new windows and doors, beautiful wood-plank ceramic tile flooring, plantation shutters, and newer attic insulation, providing both style and improved energy efficiency. The first floor features a spacious primary suite, a versatile den/office, formal living room, formal dining room, and a huge family room with serene views of the private pool, expansive patio, and tranquil pond. The primary suite provides a peaceful retreat with plenty of space and privacy. Upstairs, you'll find three additional generously sized bedrooms, each offering large closets, along with two full bathrooms and an impressive 17' x 24' game room—perfect for a media room, playroom, home gym, or additional entertaining space. The three-car garage provides abundant storage and parking, and features a custom garage floor coating for a polished, durable finish. Step outside and experience your own private oasis. The sparkling pool, spacious patio, lush landscaping, and peaceful waterfront setting create the perfect backdrop for relaxing mornings, afternoon swims, and memorable gatherings with family and friends. Located in desirable Winding Hollow, this home offers an exceptional Winter Springs lifestyle with walking trails, community park areas, close proximity to top-rated Seminole County schools, shopping, Winter Springs Town Center, restaurants, Central Winds Park, the Seminole Trail, and more. With its premium waterfront setting, private pool, spacious floor plan, three-car garage, extensive upgrades, and beautifully appointed living spaces, 337 Twelve Oaks Drive is more than just a home—it’s a lifestyle!
Property Details
Price: $785,000
Sq Ft: 3,660
($214 per
sqft)
Bedrooms: 5
Bathrooms: 3
Partial Baths: 1
City: Winter Springs
County: Seminole
Type: Single Family
Development: Winding Hollow
Subdivision: Winding Hollow Unit 5
Acres: 0.2500
Year Built: 2000
Listing Number: O6440935
Status Code: Active Under Contract
Taxes: $9,512.27
Tax Year: 2025
Garage:
3
/
Y
Furnishings: Unfurnished
Pets Allowed: Yes
Total Recurring Fees: $48
Total Recurring Fee Frequency: 0.00
Interior Features:
Ceiling Fans(s)
Primary Bedroom Main Floor
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Window Treatments
Amenities:
Playground
Financial Information:
Taxes: $9,512.27
Tax Year: 2025
Association Fee: $575.00
Association Fee Frequency: Annually
Exterior Features:
Rain Gutters
Sidewalk
Equipment:
Dishwasher
Disposal
Range
Refrigerator
Water Filtration System
View:
Water
Waterfront Description:
Pond
School Information:
Elementary School: Layer Elementary
Middle School: Indian Trails Middle
Junior High: Indian Trails Middle
High School: Winter Springs High
Additional Information:
Building Description: Traditional
MLS Area: 32708 - Casselberrry/Winter Springs / Tuscawilla
Total Square Footage: 4,612
Price per Square Feet: $214.48
Total Floors: 2
Water: Public
Construction: Block
Date Listed: 2026-09-15 00:00:00
Pool: Y
Pool Description: In Ground, Screen Enclosure
Furnished: Unfurnished
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Carpet, Ceramic Tile
Roof: Shingle
Heating: Heat Pump
Cooling: Central Air
Laundry: Inside, Laundry Room
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Landscaped, Oversized Lot, Paved
Parcel ID: 01-21-30-5Ny-00
Amenities: Playground
Map of 337 Twelve Oaks Drive, Winter Springs, FL 32708
Listing Courtesy Of: Watson Realty Corp
vbellhorn@gmail.com