215 S HIGHLAND AVENUE Winter Garden, FL $ 1,099,000
215 S HIGHLAND AVENUE
$ 1,099,000
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215 S HIGHLAND AVENUE

Winter Garden, FL, 34787
$ 1,099,000
Bedrooms3 Baths2.1 Sq 2,652

Monthly Estimate*

$ 6,939

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Single Family Home for sale in Winter Garden, FL

for $1,099,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,652 square foot home was built in 2020 on a lot size of 0.18.

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.

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Single Family Active

Price

$ 1,099,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 12,866

Style

Traditional

Lot Size

0.18

Year Built

2020

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

S5154193

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Public
Roof Shingle
Appliances Dishwasher Disposal Microwave
Zoning R-2
Garage Spaces 2
Patio/Porch Features Covered Front Porch
Architectural Style Traditional
Construction Materials Block Stucco Wood Siding
Year Built 2020
Levels Two
Property Subtype Single Family Residence
Tax Year 2026
Ownership Fee Simple
County Orange
New Construction true
Property Type Residential
Attached Garage true
Subdivision Name DOWNTOWN WINTER GARDEN
Facing Direction North
Garage Y/N true
Total Rooms 9
Full Baths 2
Status Active
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
High School West Orange High
City WINTER GARDEN
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 8190
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Dillard Street Elem
Land Lease Y/N false
Tax Annual Amount 12866.14
Home Warranty Y/N false
Middle/Junior High School Lakeview Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 7
Legal Description G T SMITH SUB NO 2 K/103 LOTS 6 & 7
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
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Interior
Interior Amenities Open Floorplan Primary Bedroom Main Floor Walk-In Closet(s)
Flooring Ceramic Tile Hardwood
Furnished Y/N Negotiable
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities French Doors Sidewalk
Vegetation Oak Trees
Parking Features Covered Garage Door Opener Garage Faces Rear
Lot Features City Lot Sidewalk
Water Source Public
Lot Size Area 8190
Foundation Details Slab
Spa false
Building Area Total 3485
Lot Size Acres 0.18
Road Surface Type Paved
Private Pool false
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
lloyd@orlandorentavilla.com

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Affordability Calculator

$8,011
Per Month
87%
13%
0%
Monthly Principal & Interest
$6,939
Monthly Property Taxes
$1,072
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
West Orange High High School High School
Pricing History
DatePricePrice ChangeDescription
7/22/2026$1,099,000 99,900.00% Price Up
7/22/2026$1,099 Listed Price

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215 S HIGHLAND AVENUE, Winter Garden, FL, 34787 is a Single Family Home for sale at $1,099,000 with 2,652 sqft and a lot size of 0.18. 215 S HIGHLAND AVENUE has 3 bedrooms, 2.1 baths, and was built in 2020. The property's zip code is 34787 which is in Winter Garden, FL