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Property Description
Welcome to your own piece of Downtown Winter Garden paradise! This beautifully maintained 3-bedroom, 2.5-bathroom residence, built in 2019, offers the perfect blend of modern comfort, thoughtful design, and an unbeatable location just moments from one of Central Florida's most sought-after historic downtowns. Ideally situated just a short stroll from the award-winning Winter Garden Farmers Market, this exceptional home places you in the heart of one of Florida's most vibrant communities. Walk to the renowned Crooked Can Brewing Company, Garden Theatre, boutique shopping, charming cafés, and an outstanding selection of local restaurants, wine bars, and entertainment venues. Whether enjoying a weekend brunch, an evening out, or one of the many community events held throughout the year, everything Downtown Winter Garden has to give is just minutes from your front door. Inside, you'll immediately appreciate the bright, open-concept layout designed for comfortable everyday living and effortless entertaining. The spacious kitchen overlooks the living and dining areas, creating a warm, inviting atmosphere where family and guests naturally gather. Featuring modern finishes, generous cabinetry, quality appliances, and ample counter space, the kitchen is ideal for casual meals or hosting dinner parties. The highly desirable first-floor primary suite provides privacy and convenience with an en-suite bathroom and generous closet space. Also on the first floor are the laundry room, convenient half bath, and direct access to the attached two-car garage. Upstairs are two additional well-proportioned bedrooms and a full bathroom, creating the ideal setup for family, guests, or a dedicated home office. A standout feature is the dedicated surround-sound movie theatre, creating the ultimate in-home entertainment experience for movies, sporting events, and family movie nights. Step outside to your own peaceful retreat. The recently created butterfly garden provides a colorful outdoor sanctuary, thoughtfully landscaped to attract butterflies and pollinators while creating the perfect place to relax with your morning coffee or unwind after a busy day. Built in 2019, this home offers the advantages of modern construction, energy-efficient features, and low-maintenance living while combining timeless curb appeal with an exceptional floor plan. Opportunities to own a newer home within minutes of Historic Downtown Winter Garden are rare. Whether you're looking for a primary residence, a lock-and-leave lifestyle, or simply want to enjoy one of Central Florida's most desirable communities, this property delivers an exceptional combination of location, comfort, and lifestyle. Experience everything that makes Winter Garden one of Florida's most celebrated places to live-from its tree-lined streets and award-winning Farmers Market to the renowned West Orange Trail, live entertainment, breweries, dining, shopping, and year-round community events-all just a short walk from your front door. Agent is the Owner.
Full Property Details
Full Property Details for 215 S Highland Ave
General
- Sold For: $1,065,000
- Taxes: $12,866 (2026)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: S5154193
- Added to Site: 62 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 9
- Interior Features: Open Floorplan, Primary Bedroom Main Floor, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Microwave
- Furnishings: Negotiable
- Flooring: Ceramic Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room
Exterior
- Exterior Features: French Doors, Sidewalk
- Deck/Patio: Covered, Front Porch
- Porch/Patio/Deck: Covered, Front Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Covered, Garage Door Opener, Garage Faces Rear
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: DOWNTOWN WINTER GARDEN
- Driving Directions: from the back of crooken can go let on Smith and S Highland is on your left in 200 yards. no gate, only combination
- Direction Faces: North
School Information
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Public
Structural Information
- Architectural Info: Traditional
- Architectural Style: Traditional
- Exterior Const.: Block, Stucco, Wood Siding
- Roof: Shingle
- Stories/Levels: Two
- Square Feet: 2,700
- Sq. Ft. Source: Builder
- Living Area: 2,700 Sq. Ft.
- Year Built: 2020
Lot Features
- Lot Size (Acres): 0.18
- Lot Size (Sq. Ft.): 8,190
- Lot Size: 8190
- Street/Road Desc.: Paved
Financial Considerations
- Assoc Fee Desc.: None
- Tax Amount: $12,866.14
- Tax Year: 2026
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: G T SMITH SUB NO 2 K/103 LOTS 6 & 7
- Flood Zone Info: X
- APN: 232227810000070
- Property ID: 232227810000070
- Block/Lot/Section: 00/070
Listed by Real Broker, Llc
Sold by Deniz Realty Partners Llc
Get Pre-Approved Today
Schools
Schools serving 215 S Highland Ave
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dillard Street Elementary School 311 North Dillard Street, Winter Garden, FL 34787 | PK-5 | 0.7 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 1 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 215 S Highland Ave
Date
Details
Price
Change
Source
9/14/2026
Sold
$1,065,000
-3.09%
MLS
7/22/2026
Listed
$1,099,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
215 S Highland Avenue, Winter Garden, FL 34787 (MLS# S5154193) is a Single Family property that was sold at $1,065,000 on September 14, 2026. Want to learn more about 215 S Highland Avenue? 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.

