Experience the PERFECT blend of comfort, charm, and functionality in this UNIQUE Winter Garden home! Featuring 4 bedrooms and 2.5 baths, this spacious residence offers an impressive second-story LOFT and a versatile 4th bedroom with its own half bath—perfect for guests, a MEDIA room, or FLEXIBLE living space. The thoughtfully designed first floor features a private primary suite with an ensuite bath, two additional bedrooms sharing a full bath, a spacious & inviting FAMILY room, and a beautifully appointed kitchen that truly serves as the heart of the home. Kitchen features include built-ins and French doors that open to a gorgeous deck, creating an ideal setting for indoor/outdoor entertaining. A formal dining room and PRIVATE office with French doors provide additional space and convenience. Step outside to enjoy peaceful outdoor living in the EXCEPTIONAL oversized landscaped backyard, complete with a private patio/deck perfect for relaxing or entertaining. A 3-car GARAGE plus a dedicated GOLF CART garage adds exceptional convenience and storage. Located in highly sought-after Downtown Winter Garden, this home is close to top-rated schools, shopping, parks, West Orange Trail, and popular dining destinations. Enjoy the unique lifestyle of a golf-cart-friendly downtown district while being just minutes from everything you need. ON-SITE Generator for Hurricane season (AS/IS) w/sale. Recent updates include a New Roof (2020), New hot water tank (2026), New mini-split for 2nd floor (2026), A/C Main (2023), and fresh interior paint (2026). Buyers....Come discover all this wonderful home has to offer and make it yours!
- Built in 1999
- 4 garage spaces
- $232.54/sqft
- Lot size: 16,579 sqft
- 46 days on market
- Directions: Hwy 50 heading west, make Right at Dillard st, follow down to Division, make Right. Home on corner Left side
- County: Orange
- Geo subdivision: WINTER GARDEN SHORES REP
Nearby Schools
Dillard Street Elem
Lakeview Middle
West Orange High
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Gabriella Massaro
Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990
- Source: Stellar MLS
- MLS #: O6436846
Listing updated: October 22, 2026 at 3:49PM
Listing provided by: Sheri Loiacono, WINDSOR REALTY GROUP INC
Last checked 2 hours ago
Listing provided by: Sheri Loiacono, WINDSOR REALTY GROUP INC
Last checked 2 hours ago
IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.







