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$785,000
New Listing

337 TWELVE OAKS DRIVE
WINTER SPRINGS, FL 32708

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,660
SqFt
$214
/SqFt
2000
Built
Subdivision:
WINDING HOLLOW UNIT 5
County:
Seminole

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337 TWELVE OAKS DRIVE337 TWELVE OAKS DRIVE337 TWELVE OAKS DRIVE337 TWELVE OAKS DRIVE
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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!

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Listing Snapshot
Price 
$785,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
3,660 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.25 Acres
Year Built 
2000
MLS® Number 
O6440935
Status 
Active
Property Tax 
$9,512.27
HOA/Condo/Coop Fees 
$47.92 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
3 hours agoListing updated with changes from the MLS®
5 hours agoListing first seen on site
General Features
Acres 
0.25
Attached Garage 
Yes
Direction Faces 
North
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Number Of Stories 
2
Parking 
Attached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
4612
Style 
Traditional
Utilities 
Electricity ConnectedSewer Connected
Water Source 
Public
Zoning 
R-1A
Interior Features
Appliances 
DishwasherDisposalRangeRefrigerator
Cooling 
Central Air
Flooring 
CarpetCeramic Tile
Furnished 
Unfurnished
Heating 
Heat Pump
Interior 
Stone CountersWalk-In Closet(s)
Laundry Features 
InsideLaundry Room
Bedroom 2 
Dimensions - 15x13Level - Second
Bedroom 3 
Dimensions - 16x14Level - Second
Bedroom 4 
Dimensions - 16x11Level - Second
Bedroom 5 
Dimensions - 13x11Level - First
Bonus Room 
Dimensions - 24x20Level - Second
Dining Room 
Dimensions - 21x11Level - First
Family Room 
Dimensions - 11x13Level - First
Kitchen 
Dimensions - 25x14Level - First
Living Room 
Dimensions - 13x21Level - First
Master Bedroom 
Dimensions - 14x17Level - First
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Exterior Features
Construction Details 
Block
Exterior 
Rain Gutters
Lot Features 
LandscapedPavedWaterfront
Patio And Porch 
CoveredEnclosedPatioPorchRear PorchScreened
Pool Features 
In GroundScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Shingle
View 
Water
Waterfront 
Yes
Waterfront Features 
Pond
Waterview 
Water
Community Features
Association Amenities 
Playground
Association Fee 
$575.0
Association Fee Frequency 
Annually
Community Features 
Street Lights
MLS Area 
32708 - Casselberrry/Winter Springs / Tuscawilla
Township 
21
Financing Terms Available 
CashConventionalFHAVA Loan
Roads 
Paved
Schools
School District
Unknown
Elementary School
Layer Elementary
Middle School
Indian Trails Middle
High School
Winter Springs High
Listing courtesy of WATSON REALTY CORP (407) 580-7235



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-09-15 06:56 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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