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$1,780,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,088 Sq. Ft.
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Exquisite New Construction in the Heart of Winter Garden's Golf Cart District - Over 4,000 Sq Ft of Craftsman Charm! Step into timeless style and modern luxury with this brand new Craftsman-style masterpiece, perfectly situated on a charming cobblestone one-way street in the highly sought-after Golf Cart District of historic Winter Garden. Boasting over 4,000 square feet of beautifully appointed living space, this 5-bedroom, 4.5-bathroom estate offers the perfect blend of character, comfort, and convenience-all with NO HOA dues or restrictions. Set on over a third of an acre, the home impresses at first glance with custom landscaping, a massive covered front porch, and timeless curb appeal. Inside, enjoy warm wood flooring throughout, striking custom wooden beams in the foyer, and a spacious great room with electric fireplace-all flooded with natural light. Designed for entertaining, the open-concept layout includes a chef's kitchen with custom cabinetry, gas appliances including professional grade gas range, built-in refrigerator and freezer stacks, walk-in pantry, wet bar with wine refrigerator, and a spacious island. Step outside to your private oasis complete with a large covered and pavered back patio, summer kitchen (grill + outdoor refrigerator), fenced yard, and a sparkling pool with heated spa-perfect for entertaining year-round. The downstairs primary suite offers a peaceful retreat with a spa-inspired bath, spacious shower, and massive walk-in closet finished with built-ins. A second downstairs bedroom with its own walk-in closet and nearby bath is perfect for guests or a home office. Upstairs, you'll find three additional bedrooms (each with walk-in closets), a loft living area, and even a second laundry/utility room for added convenience. The main laundry room downstairs is oversized, filled with natural light and extensive cabinetry, and an adorable mudroom just off the garage. Additional features include: Two-car garage PLUS a golf cart garage, dual tankless gas water heaters, gas appliances, and fully fenced back yard. This rare Winter Garden gem offers the best of both worlds-new construction luxury with the charm of Downtown Winter Garden living. Just moments from shops, dining, and everything downtown Winter Garden is known for. Don't miss this opportunity to own a truly one-of-a-kind home in one of Central Florida's most desirable communities.

Full Property Details for 958 Tildenville School Rd

General

  • Sold For: $1,780,000
  • Taxes: $2,298 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6332237
  • Added to Site: 171 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
  • Fireplace: Yes
  • Fireplace(s): Electric, Insert, Living Room
  • Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater, Wine Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Gas Dryer Hookup, Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Lighting
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Irrigation System, Lighting, Rain Gutters

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener, Golf Cart Garage

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: N/A
  • Driving Directions: From Oakland Ave and Tildenville School Road, take Tildenville School Road north, house is on the left.
  • Direction Faces: East

Community

  • Community Name: 34787 - Winter Garden/Oakland

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Heat Pump

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Craftsman
  • Architectural Style: Craftsman
  • Builder: Lukas Construction, LLC
  • Approx Compl Date: 2025-07-31T04:00:00.000Z
  • Exterior Const.: Block, Cement Siding, Stucco
  • Roof: Shingle
  • Windows: Double Pane Windows, Low-Emissivity Windows
  • Stories/Levels: Two
  • Square Feet: 4,088
  • Sq. Ft. Source: Builder
  • Living Area: 4,088 Sq. Ft.
  • Year Built: 2025

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.35
  • Lot Size (Sq. Ft.): 15,246
  • Lot Size: 15246
  • Lot Dimensions: 195 x 80
  • Frontage: Street Brick
  • Street/Road Desc.: Brick
  • Fencing (Description): Fenced, Other

Financial Considerations

  • Tax Amount: $2,298
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: COMM AT SE COR OF NE1/4 RUN S88-49-00W 321.15 FT TH N02-33-20W 354.82 FT FOR POBTH S89-45-06W 197.26 FT TH N02-15-19W 75.61 FT TH N88-19-55E 195.03 FT TH S03-45-34E 80.55 FT TO POB IN SEC 21-22-27
  • Flood Zone Info: X
  • APN: 212227000000052
  • Property ID: 212227000000052

Listed by All Real Estate & Investments
Sold by Dean Sant

Listing agent

— 958 Tildenville School Rd —

  • All Real Estate & Investments

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 958 Tildenville School Rd

School District:Orange County School District
NameGradesDistance
Tildenville Elementary School
1221 Brick Road, Winter Garden, FL 34787
PK-50.1 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-80.5 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-122.8 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 958 Tildenville School Rd

Date
Details
Price
Change
Source
10/22/2025
Sold
$1,780,000
-4.81%
MLS
9/25/2025
Price Reduced
$1,870,000
-1.32%
MLS
8/11/2025
Price Reduced
$1,895,000
-2.82%
MLS
7/31/2025
Listed
$1,950,000
—
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 All Real Estate & Investments
Sold by Dean Sant

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958 Tildenville School Road, Winter Garden, FL 34787 (MLS# O6332237) is a Single Family property that was sold at $1,780,000 on October 22, 2025. Want to learn more about 958 Tildenville School Road? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.