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958 Tildenville School Road, Winter Garden, FL 34787

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For Sale

$1,950,000

5 beds • 4 baths • 1 half baths • 4,088 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • Newly Listed
    Time on Century 21

  • $477.01
    Price per square foot

  • New Construction
    Age

Explore this Property

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.
MLS# O6332237

Courtesy Of All Real Estate & Investments, Inc.

(407) 917-8206

Open Houses

August

3

Sunday

In Person

Sunday, August 3, 2025

11:00AM - 1:00PM

Property Features

  • Age
    New Construction, New Construction
  • Amenities
    Wet Bar, Pool, Ceiling Fan
  • Appliances
    Cooktop, Dishwasher, Garbage Disposer, Microwave, Refrigerator, Refrigerator - Wine Storage, Washer
  • Architecture Style
    Craftsman
  • Exterior Type
    Block, Stucco
  • Fireplace
    Fireplace
  • Floor Covering
    Tile, Wood
  • Lot Size
    0.35 Acres
  • Rooms
    Dining Room, Great Room, Kitchen

Map and Directions

Directions to 958 Tildenville School Road, Winter Garden, FL 34787

Home seller CENTURY 21 Carioti

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Carioti

(407) 573-2121
Learn More About Us

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Monthly Payment Breakdown

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  • HOA Dues
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Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' 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 being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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