Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 2 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 3 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 4 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 5 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 6 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 7 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 8 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 9 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 10 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 11 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 12 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 13 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 14 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 15 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 16 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 17 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 18 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 19 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 20 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 21 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 22 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 23 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 24 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 25 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 26 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 27 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 28 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 29 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 30 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 31 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 32 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 33 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 34 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 35 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 36 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 37 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 38 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 39 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 40 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 41 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 42 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 43 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 44 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 45 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 46 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 47 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 48 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 49 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 50 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 51 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 52 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 53 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 54 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 55 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 56 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 57 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 58 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 59 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 60 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 61 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 62 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 63 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 64 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 65 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 66 of 67
Single Family Residence at 337 TWELVE OAKS DR, WINTER SPRINGS, photo 67 of 67
67 photos

$785,000

337 TWELVE OAKS DR
WINTER SPRINGS, FL 32708
Listed by Virginia Bellhorn · WATSON REALTY CORP
Bedrooms
5
Bathrooms
3.5
Living area
3,660 sqft
Year built
2000

About this home

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!

Highlights

WaterfrontPrivate pool

Property details

MLS #
MFRO6440935
Property type
Single Family Residence
Subdivision
WINDING HOLLOW UNIT 5
Status
Active
Days on market
4
On market date
September 15, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
3
Parking spaces
N/A
Lot size
0.25 acres
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

ElementaryCharter
CHOICES IN LEARNING CHARTER
0.69 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
670
Student:teacher ratio
16.3:1
District
SEMINOLE
Middle
INDIAN TRAILS MIDDLE SCHOOL
1.12 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,215
Student:teacher ratio
22.9:1
District
SEMINOLE
High
WINTER SPRINGS HIGH SCHOOL
0.88 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,990
Student:teacher ratio
19.9:1
District
SEMINOLE

Walkability

Blended score for WINTER SPRINGS's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

59
Somewhat walkable
out of 100
EPA National Walkability Index
9.3 / 20 -- Below average walkable
Nearby-amenity density
78 / 100
Restaurants & cafes16
Grocery stores2
Parks7
Schools3
Transit stops1
Pharmacies1

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$4,877/mo
$157,000 down
$628,000 loan
Principal & interest$4,073
Property tax (est.)$654
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 6 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.