337 TWELVE OAKS DRIVE, WINTER SPRINGS, FL 32708

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  • New Listing
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  • Price Reduced
  • Active Under Contract

$785,000

  • 5 BedroomBedrooms
  • 4 BathroomBathrooms
  • 3,660 Sq.Ft.
  • Single Family
  • Active Under Contract
  • MLS# O6440935
  • Floor Plan
  • Sold on 
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Property Description

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 roomperfect 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 homeits a lifestyle!

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Property Details 337 TWELVE OAKS DRIVE, WINTER SPRINGS, FL 32708

Facts & Features

  • MLS #: O6440935
  • Status: Active Under Contract
  • Date Listed: 09/15/2026
  • Type: Single Family
  • Sub Type: Single Family Residence
  • Year Built: 2000
  • Style: Traditional
  • Price: $785,000
  • Acres: 0.25
  • Area: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • County: Seminole
  • Subdivision: WINDING HOLLOW UNIT 5
  • Bedrooms: 5
  • Bathrooms: 4
  • Full Baths: 3
  • Half Baths: 1
  • Total SqFt: 3,660

Amenities

  • Amenities: Playground
  • # of Garages: 3
  • Features: Street Lights
  • Waterfront: Yes
  • Waterfront Type: Public
  • Pool: Yes
  • Pool Type: In Ground, Screen Enclosure

Interior

  • Interior Features: Ceiling Fans(s), Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Flooring: Carpet, Ceramic Tile
  • Appliances: Dishwasher, Disposal, Range, Refrigerator, Water Filtration System
  • Utilities: BB/HS Internet Available, Electricity Connected, Sewer Connected
  • Heating: Heat Pump
  • Cooling: Central Air
  • # of Stories: 2.00

Exterior

  • Exterior Features: Rain Gutters, Sidewalk
  • Lot Description: Landscaped, Oversized Lot, Paved
  • Roof: Shingle
  • Construction: Block

Schools

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

Additional Information

  • Zoning: R-1A

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