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215 S Highland Avenue, Winter Garden, FL 34787 (MLS # S5154193)

PRICE $1,099,000 dsIDX morgage calculator
BEDS 3
BATHS 3
HOME SIZE 2,652 sqft
LOT SIZE 7,841 sqft

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.

DAYS ON MARKET 5 LAST UPDATED 7/22/2026
TRACT DOWNTOWN WINTER GARDEN YEAR BUILT 2020
COMMUNITY 34787 - Winter Garden/Oakland GARAGE SPACES 2.0
COUNTY Orange STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary SchoolDillard Street Elem
Jr. High SchoolLakeview Middle
High SchoolWest Orange High

PRICE HISTORY
Prior to Jul 22, '26 $1,099
Jul 22, '26 - Today$1,099,000


ADDITIONAL DETAILS
AIRCentral Air
AIR CONDITIONINGYes
APPLIANCESDishwasher, Disposal, Microwave
AREA34787 - Winter Garden/Oakland
CONSTRUCTIONBlock, Stucco, Wood Siding
GARAGEYes
HEATCentral, Electric
INTERIOROpen Floorplan, Walk-In Closet(s)
LOT7841 sq ft
PARKINGCovered, Garage Door Opener, Garage Faces Rear, Attached
SEWERPublic Sewer
STORIES2
STYLETraditional
SUBDIVISIONDOWNTOWN WINTER GARDEN
TAXES12866.14
WATERPublic
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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Listing provided by Lloyd Hart, REAL BROKER, LLC, 855-450-0442
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 7/24/26 1:03 PM PDT.

This IDX solution is (c) Diverse Solutions 2026.

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