337 TWELVE OAKS DRIVE WINTER SPRINGS FL 32708 | MLS #O6440935

337 TWELVE OAKS DRIVE
WINTER SPRINGS, FL, 32708
$785,000
5 Beds
3.5 Baths
3,660 SqFt
0.25 Acres
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MLS #O6440935 image #0
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
MLS #:
O6440935
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDING HOLLOW UNIT 5
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Sep 15, 2026
Finished Sq Ft:
3,660
Total Sq Ft:
4,612
Lot Size:
10,639 sqft / 0.25 acres (approx)
Year Built:
2000
TraditionalWaterfrontPoolPrimary Bedroom Main Floor32708 – Casselberrry/winter Springs / Tuscawilla32708casselberrrywinterspringstuscawillaWinding Hollow Unit 5Layer ElementaryIndian Trails MiddleWinter Springs HighWaterBuyer To Verify With Hoa Rules And Regulations.1-2 YearsPets Allowed

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Schools

Elementary School:
Layer Elementary
Middle School:
Indian Trails Middle
High School:
Winter Springs High

Interior

Appliances
Dishwasher, Disposal, Range, Refrigerator, Water Filtration System
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Heat Pump
Interior Features
Ceiling Fan(s), Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Two

Exterior

Architectural Style
Traditional
Association Amenities
Playground
Attached Garage YN
1
Construction Materials
Block
Covered Spaces
3
Direction Faces
North
Exterior Features
Irrigation System, Rain Gutters, Sidewalk
Garage Spaces
3
Lot Features
Landscaped, Oversized Lot
Patio And Porch Features
Covered, Enclosed, Patio, Porch, Rear Porch, Screened
Roof
Shingle
View
Water
Waterfront Features
Pond

Financial

HOA Fee
$575
HOA Fee Frequency
Annually
HOA Name
Premier Association Management LLC
HOA Phone
407-333-7787
Tax Year
2025
Taxes
$9,512

Map

Community

Subdivisions in WINTER SPRINGS

Market Summary

Current real estate data for Single Family in WINTER SPRINGS as of Sep 16, 2026
112
Single Family Listed
96
Avg DOM
259
Avg $ / SqFt
$579,786
Avg List Price

Property Summary

    Located in the WINDING HOLLOW UNIT 5 subdivision, 337 TWELVE OAKS DRIVE WINTER SPRINGS FL is a Single Family for sale in WINTER SPRINGS, FL, 32708. It is listed for $785,000 and features 5 beds, 4 baths, and has approximately 3,660 square feet of living space, and was originally constructed in 2000. The current price per square foot is $214. The average price per square foot for Single Family listings in WINTER SPRINGS is $259. The average listing price for Single Family in WINTER SPRINGS is $579,786. To schedule a showing of MLS#o6440935 at 337 TWELVE OAKS DRIVE in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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337 TWELVE OAKS DRIVE
WINTER SPRINGS, FL