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337 Twelve Oaks DriveWinter Springs, FL 32708

WINDING HOLLOW UNIT 5 · Seminole County

$785,000List price
5Beds
3.5Baths
4,612Sq Ft
2000Year built
0.25Acre lot
3Garage
2Stories
3 days agoOn market

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

Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.

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 medianThis listing
Median listing price$386,792$785,000
Median days on market553
Median Sq Ft1,6783,660
Median price / Sq Ft$237$214

Market statistics compiled from active EXIT Realty® and MLS listings in WINTER SPRINGS, FL.

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  • Gina Steger

    Associate Broker

    EXIT Real Estate Property Solutions

  • Don Hillyer

    Sales Representative

    EXIT Real Estate Property Solutions

  • Julie Hogan

    Sales Representative

    EXIT Real Estate Property Solutions

  • Jeff Basista

    REALTOR

    EXIT Real Estate Property Solutions

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All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc. Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
The listing broker's offer of compensation is made to participants of BeachesMLS, where the listing is filed, as well as participants of MLSs participating in MLSAdvantage or a data share with BeachesMLS.