337 Twelve Oaks DriveWinter Springs, FL 32708
WINDING HOLLOW UNIT 5 · Seminole County
Description
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 Information
- Property type
- Residential
- Sub-type
- Single Family Residence
- Style
- Traditional
- Year built
- 2000
- Stories
- 2
- Living area
- 3,660 Sq Ft
- Lot size
- 0.25 acres
- Garage spaces
- 3
- Ownership
- Fee Simple
- Zoning
- R-1A
- Days on market
- 3
- MLS® Listing#
- O6440935
Property Features
- Interior
- Stone Counters · Walk-In Closet(s)
- Exterior
- Rain Gutters
- Appliances
- Dishwasher · Disposal · Range · Refrigerator
- Cooling
- Central Air
- Heating
- Heat Pump
- Flooring
- Carpet · Ceramic Tile
- Pool
- In Ground · Screen Enclosure · Private
- Parking
- Attached
- Laundry
- Inside · Laundry Room
- Patio
- Covered · Enclosed · Patio · Porch · Rear Porch · Screened
- Lot features
- Landscaped · Paved · Waterfront
- Construction
- Block
- Foundation
- Slab
- Roof
- Shingle
- Community
- Street Lights
- Utilities
- Electricity Connected · Sewer Connected
- Sewer
- Public Sewer
- Water source
- Public
Rooms
Second
- Bedroom 215x13
- Bedroom 316x14
- Bedroom 416x11
- Bonus Room24x20
First
- Bedroom 513x11
- Dining Room21x11
- Family Room11x13
- Kitchen25x14
- Living Room13x21
- Master Bedroom14x17
Schools
- Elementary
- Layer Elementary
- Middle
- Indian Trails Middle
- High
- Winter Springs High
Financial Details
- HOA
- $575 / AnnuallyAssociation: Premier Association Management LLC
- Annual taxes
- $9,512Tax year 2025
- Parcel number
- 01-21-30-5NY-0000-3580
Directions
From Tuscawilla Road, Left on 434, Left into Winding Hollow Community at light, Take the 2nd Left on Twelve Oaks Drive, follow the Road around the curve and the home will be on the right-hand side.
Listing Courtesy: WATSON REALTY CORP - 407-359-2300
Last Updated: 2026-09-15T00:00:00.000Z
WINTER SPRINGS Market Statistics
How this home compares to 119 active listings in WINTER SPRINGS, FL
| WINTER SPRINGS median | This listing | |
|---|---|---|
| Median listing price | $386,792 | $785,000 |
| Median days on market | 55 | 3 |
| Median Sq Ft | 1,678 | 3,660 |
| Median price / Sq Ft | $237 | $214 |
Market statistics compiled from active EXIT Realty® and MLS listings in WINTER SPRINGS, FL.
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