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215 S Highland Avenue, Winter Garden, FL 34787

$1,099,000

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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 caf?s, 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.

215 S Highland Avenue | MLS# S5154193

This single family home located at 215 S Highland Avenue, Winter Garden, FL 34787 is currently listed for sale with an asking price of $1,099,000. This property was built in 2020 and has 3 bedrooms and 2 full and 1 partial baths with 2652 sq. ft. S Highland Avenue is located in the DOWNTOWN WINTER GARDEN subdivision. Search DOWNTOWN WINTER GARDEN real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central, Electric
Home Style: Traditional
Lot Size: 0.18 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $12,866
Year Built: 2020
Square Feet: 2,652

Amenities

Open Floorplan
Primary Bedroom Main Floor
Walk-In Closet(s)
French Doors
Sidewalk

Feature Descriptions

Appliances: Dishwasher, Disposal, Microwave
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
Exterior: Block, Stucco, Wood Siding
Flood Zone Code: X
Flooring: Ceramic Tile, Wood
Foundation: Slab
Garage Dimensions: 20X24
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: City Limits, Sidewalk
Lot Dimensions: 0.18
Ownership: Fee Simple
Parking: Covered, Garage Door Opener, Garage Faces Rear
Parking Notes: Covered, Garage Door Opener, Garage Faces Rear
Patio/Porch: Covered, Front Porch
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only
Special Sale Provisions: None
Utilities: Public
Vegetation: Oak Trees
Water: Public
Water Access Y/N: No
Zoning: R-2

Room Sizes

Laundry: 6.5x13
Dining Room: 13x10.5
Great Room: 19x21
Kitchen: 17.75x21
Primary Bedroom: 17x15
Balcony/Porch/Lanai: 43x6
Bedroom 2: 15x12.5
Bedroom 3: 16.75x13.75
Bonus Room: 14x16.75

Local Schools

High School: West Orange High
Middle School: Lakeview Middle
Elementary School: Dillard Street Elem

Listed By / Shown By

Listed By

Agency Name: REAL BROKER, LLC
Agency Contact: 855-450-0442

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651
Agency Title: Watson Realty Corp., REALTORS ®

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Estimate Your Payment

Estimated Payment

$ 6,932.52 per month $5,539.81 Principal & Interest $1,072.17 Property Tax $320.54 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 07/22/2026. The listing information on this page last changed on 07/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 07/22/2026 12:00:01 AM EST) or GAMLS (last updated Tue 07/21/2026 11:15:03 PM EST) or Stellar MLS (last updated Tue 07/21/2026 11:44:08 PM EST) or SPC MLS (last updated Tue 07/21/2026 11:20:41 PM EST) or Martin MLS (last updated Tue 07/21/2026 11:38:10 PM EST) or Indian River MLS (last updated Tue 07/21/2026 11:30:10 PM EST) or Daytona MLS (last updated Tue 07/21/2026 11:36:42 PM EST) or Northeast Florida MLS (last updated Tue 07/21/2026 11:49:01 PM EST) or Beaches MLS (last updated Tue 07/21/2026 11:48:12 PM EST) or BORMLS (last updated Tue 07/21/2026 11:16:23 PM EST) or Scout MLS (Golden Isles) (last updated Tue 07/21/2026 7:06:25 AM EST) or Amelia/Nassau MLS (last updated Tue 07/21/2026 11:25:13 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 07/21/2026 11:42:19 PM EST) or NFLMLS (last updated Tue 07/21/2026 9:04:44 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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