For Sale
Single family home for sale at 337 Twelve Oaks Dr, Winter Springs, FL 32708 | MLS# O6440935 | Listing updated on 2026-10-06
Photo 1 of Single family home for sale at 337 Twelve Oaks Dr, Winter Springs, FL 32708 | MLS# O6440935 | Listing updated on 2026-10-06
Photo 2 of Single family home for sale at 337 Twelve Oaks Dr, Winter Springs, FL 32708 | MLS# O6440935 | Listing updated on 2026-10-06
Photo 3 of Single family home for sale at 337 Twelve Oaks Dr, Winter Springs, FL 32708 | MLS# O6440935 | Listing updated on 2026-10-06
Photo 4 of Single family home for sale at 337 Twelve Oaks Dr, Winter Springs, FL 32708 | MLS# O6440935 | Listing updated on 2026-10-06
63+
Beds Icon

Street View

$785,000

Monthly Est:$3,907

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,660sqft

337 Twelve Oaks Dr, Winter Springs, FL 32708

$3,907/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 2000

  • $47.92/mo HOA

  • 10,639 sqft lot

  • $214/sq.ft

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 custo
m 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!

  • Houzeo last checked: 2 minutes ago
  • Listing updated: October 6, 2026 at 8:12 pm
  • Listing Provided by: Virginia Bellhorn (407) 580-7235 | WATSON REALTY CORP (407) 359-2300
  • Source: Stellar MLS-FL | MLS#: O6440935 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Seminole County

  • City

    Winter Springs

  • Neighborhood

    --

  • Year Built

    2000

  • HOA Fees

    $47.92/mo

  • Finished Area

    3,660 sqft

  • Lot Size

    10,639 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6440935

  • MLS Status

    Active

  • Days on Market

    23

  • Cumulative Days on Market

    10

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Location

HOA Management

Premier Association Management LLC

HOA Fees

$575/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Park Playground Park Playground

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

  • Kitchen

    Level: First

    Area: 350.00 Square Feet

    Dimensions: 25x14

  • Living Room

    Level: First

    Area: 273.00 Square Feet

    Dimensions: 13x21

  • Family Room

    Level: First

    Area: 143.00 Square Feet

    Dimensions: 11x13

  • Dining Room

    Level: First

    Area: 231.00 Square Feet

    Dimensions: 21x11

  • Bonus Room

    Level: Second

    Area: 480.00 Square Feet

    Dimensions: 24x20

  • Primary Bedroom

    Level: First

    Area: 238.00 Square Feet

    Dimensions: 14x17

  • Bedroom 2

    Level: Second

    Area: 195.00 Square Feet

    Dimensions: 15x13

  • Bedroom 3

    Level: Second

    Area: 224.00 Square Feet

    Dimensions: 16x14

  • Bedroom 4

    Level: Second

    Area: 176.00 Square Feet

    Dimensions: 16x11

  • Bedroom 5

    Level: First

    Area: 143.00 Square Feet

    Dimensions: 13x11

Interior

  • Exterior Features

    Rain Gutters, Sidewalk

  • Heating

    Heat Pump

  • Sewer

    Public Sewer

  • Interior Features

    Ceiling Fans(s), Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk In Closet(s), Window Treatments

  • Cooling

    Central Air

  • Appliances

    Dishwasher, Disposal, Range, Refrigerator, Water Filtration System

  • Flooring

    Carpet, Ceramic Tile

Construction

  • Year Built

    Year Built: 2000

  • Home type

    Single Family Residence

  • Construction Materials

    Block

  • Foundation Details

    Slab

  • Architectural Style

    Traditional

  • Roof

    Shingle

Utilities & Energy

  • Pool Features

    In Ground, Screen Enclosure

  • Association Amenities

    Playground

  • Water Source

    Public

  • Laundry Features

    Inside, Laundry Room

  • Utilities

    Bb/hs Internet Available, Electricity Connected, Sewer Connected

Other Features

  • Lot Features

    Landscaped, Oversized Lot, Paved

  • Subdivision Name

    Winding Hollow Unit 5

  • Vegetation

    Mature Landscaping, Trees/landscaped

  • Community Features

    Street Lights

  • Patio And Porch Features

    Covered, Enclosed, Patio, Porch, Rear Porch, Screened

Price History

DateEventPrice

10/06/2026

Source: mls_logoStellar MLS-FL #MFRO6440935

Listed for Sale

$785,000

$214/sqft

09/24/2026

Source: mls_logoStellar MLS-FL #MFRO6440935

Pending

$785,000 +10.58%

$214/sqft

11/09/2023

Source: mls_logoStellar MLS-FL #MFRO6143751

Price Decreased

$709,900 -1.39%

$194/sqft

11/09/2023

Source: mls_logoStellar MLS-FL #MFRO6143751

Price Increased

$719,900 +102.79%

$197/sqft

01/16/2013

Source: mls_logoStellar MLS-FL #MFRO5137549

Sold

$355,000

$97/sqft

Getting Around 337 Twelve Oaks Dr

Bike Score®

Bike Score

Somewhat Bikeable

26/100

Walk Score®

Walk Score

Car-Dependent

2/100

Data provided by Redfin

Nearby Homes

Based on information from Stellar MLS® through Oct 09, 2026, 01:15AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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