Sell Your Home
Get a free home valuation
Contact
Tell us about your needs

215 S HIGHLAND AVENUE

House For Sale
$1,099,000

BTC: 16.86100031

ETH: 577.61846697

10 days
3 bds
2 ba
2,700 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
Covered / Garage Door Opener / Garage Faces Rear
Year Built:
2020
Lot:
0.18 Acres
Heating:
Central / Electric
Price/sqft:
$407
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$504,495
$475K – $890K
Confidence Low
List vs. estimate
$594K above estimate
List $1,099,000 · +117.8%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$407
+50.1% vs. city median $271
Based on
14 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$12,866
2026
Garage
2 car garage
Furnished
Negotiable
All facts and features
  • Flooring

    • Ceramic Tile

    • Hardwood

    Heating

    • Central

    • Electric

    Cooling

    • Central Air

    Appliances

    • Dishwasher

    • Disposal

    • Microwave

    Other interior features

    • Open Floorplan

    • Primary Bedroom Main Floor

    • Walk-In Closet(s)

    Bedrooms and bathrooms

    • Bedrooms: 3

    • Bathrooms: 1

    • Full bathrooms: 2

  • Parking

    • Covered

    • Garage Door Opener

    • Garage Faces Rear

    Property

    • Levels: Two

    • Exterior Features: French Doors / Sidewalk

    Lot

    • Lot: 0.18 Acres

    Other Property Information

    • Parcel Number: 232227810000070

    • Zoning: R-2

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Public

  • Other financial information

    • Annual tax amount: $12,866

  • Source details

    • MLS ID: S5154193

    Other facts

    • Construction Materials: Block / Stucco / Wood Siding

    • Foundation Details: Slab

    • Laundry Features: Laundry Room

    • Lot Features: City Lot / Sidewalk

    • Patio And Porch Features: Covered / Front Porch

    • Direction Faces: North

    • Architectural Style: Traditional

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 2700

    • Water Source: Public

    • Subdivision Name: DOWNTOWN WINTER GARDEN

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

More like this

New
For Sale
$1,095,000
House
5 bds · 3 ba · 3,484 sqft
WESTFIELD LAKES, WINTER GARDEN
626 ENGLISH LAKE DRIVE
New
For Sale
$850,000
House
4 bds · 2 ba · 2,248 sqft
WINTER GARDEN SHORES REP, WINTER GARDEN
64 E CREST AVENUE
New
For Sale
$915,000
Townhouse
3 bds · 3 ba · 2,242 sqft
PARK PLACE AT WINTER GARDEN, WINTER GARDEN
484 W PLANT STREET
New
For Sale
$1,399,000
House
5 bds · 4 ba · 4,373 sqft
NO, OCOEE
1304 OCOEE APOPKA ROAD
New
For Sale
$799,500
House
5 bds · 4 ba · 3,036 sqft
BELMERE VILLAGE G2 48 65, WINDERMERE
11434 RAPALLO LANE
For Sale
$1,030,000
House
4 bds · 3 ba · 4,000 sqft
CYPRESS RESERVE PH 1, WINTER GARDEN
13852 JOMATT LOOP
For Sale
$850,000
House
5 bds · 3 ba · 3,241 sqft
COVINGTON CHASE PH 2B, WINTER GARDEN
637 GRASSY STONE DRIVE
For Sale
$1,390,000
House
5 bds · 3 ba · 3,749 sqft
HILLCREST, WINTER GARDEN
1324 VIC KAY COURT

Market around this address

Live counts in the same area.
View all

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: REAL BROKER, LLC