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$749,000

  • Sold
  • Closed
  • Single Family
  • 6 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,657 Sq. Ft.
See This Home
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See This Home
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Spacious 6-Bed Pool Home with Water Views & First-Floor Primary in Winter Springs! Perfectly designed for family living, this east-facing home offers stunning sunsets over a peaceful pond and bright, natural light throughout the day. The primary suite and an additional bedroom are located on the first floor, ideal for guests, a nursery, or home office, while four more bedrooms and a loft upstairs provide plenty of space for a growing family. Enjoy open living areas, a large kitchen, and seamless indoor-outdoor flow to your private pool and spa-perfect for entertaining or relaxing. Located in a vibrant, family-friendly community with top-rated Seminole County schools, parks, trails, and nearby shopping and dining, this is the perfect place to put down roots. Don't miss the chance to tour this beautiful home-schedule your private showing today!

Full Property Details for 355 Twelve Oaks Drive

General

  • Sold For: $749,000
  • HOA FEE: $42/month
  • HOA FEE FREQ.: Annually
  • Taxes: $4,842 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6346890
  • Added to Site: 114 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 10
  • Interior Features: Ceiling Fan(s), Crown Molding, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances: Convection Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Water Softener
  • Flooring: Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Playground
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Child Safety Fence, Deck, Salt Water

Exterior

  • Exterior Features: Irrigation System, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • County: Seminole
  • Development Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • Subdivision: WINDING HOLLOW UNIT 5
  • Driving Directions: Follow FL-417 N and Take exit 44. Turn left onto FL-419 N/FL-434 W. Turn left onto Winding Hollow Blvd. Turn left onto Twelve Oaks Drive. Destination will be on the right.
  • Direction Faces: East

Community

  • Community Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • Community Features: Playground
  • Optional Amenities: Playground
  • Association: Yes
  • Assoc. Name: Greystone Management Company
  • Assoc. Fees Include: Maintenance Grounds

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 3,657
  • Sq. Ft. Source: Public Records
  • Living Area: 3,657 Sq. Ft.
  • Year Built: 1999

Additional Structures

  • Other Structures: Storage

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.21
  • Lot Size (Sq. Ft.): 9,001
  • Lot Size: 9001
  • Street/Road Desc.: Asphalt

Water Features

  • Water View: Yes

Financial Considerations

  • Association Fee: $500
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,842.62
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 352 WINDING HOLLOW UNIT 5 PB 54 PGS 65 THRU 68
  • Flood Zone Info: X
  • APN: 0121305NY00003520
  • Property ID: 0121305NY00003520
  • Block/Lot/Section: 65-68

Listed by Align Real Estate Llc
Sold by Cfrp Realty Llc

Listing agent

— 355 Twelve Oaks Drive —

  • Align Real Estate Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 355 Twelve Oaks Drive

School District:Seminole County School District
NameGradesDistance
Layer Elementary School
4201 Florida 419, Winter Springs, FL 32708
K-51.2 mi
Winter Springs High School
130 Tuskawilla Road, Winter Springs, FL 32708
9-120.9 mi
Indian Trails Middle School, Winter Springs, FL
415 Tuskawilla Road, Winter Springs, FL 32708
6-81.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 355 Twelve Oaks Drive

Date
Details
Price
Change
Source
11/07/2025
Sold
$749,000
-1.32%
MLS
9/25/2025
Listed
$759,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Align Real Estate Llc
Sold by Cfrp Realty Llc

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355 Twelve Oaks Drive, Winter Springs, FL 32708 (MLS# O6346890) is a Single Family property that was sold at $749,000 on November 07, 2025. Want to learn more about 355 Twelve Oaks Drive? Do you have questions about finding other Single Family real estate for sale in Winter Springs? You can browse all Winter Springs real estate or contact a Coldwell Banker agent to request more information.