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$445,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,716 Sq. Ft.
  • Updated 5 days ago
See This Home
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**Some Photos virtually staged. Solidly built mid-century home in an exceptional Downtown Winter Garden location, just moments from Plant Street shopping and dining, Crooked Can Brewing Company, Garden Theatre, the splash pad, and all the charm of the golf cart district. Enjoy dinner downtown, then take your golf cart to Newton Park to catch breathtaking sunsets over Lake Apopka. Hard to find, timeless charm and well maintained! Offering 1,716 sq. ft. per the property appraiser, including a spacious laundry room. The roof was replaced in 2016, windows have been updated, and the home includes a termite bond for added peace of mind. Rare opportunity to own a one owner (since the 60's) home, lovingly cared for in a Prime Downtown location~ Schedule your private showing today!

Full Property Details for 516 S Highland Ave

General

  • Sold For: $445,000
  • Taxes: $709 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6409675
  • Added to Site: 155 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 8
  • Interior Features: Window Treatments
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Partially
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Exterior

  • Exterior Features: French Doors, Irrigation System
  • Deck/Patio: Rear Porch
  • Porch/Patio/Deck: Rear Porch

Parking

  • Carports: Yes
  • Carport: 1
  • Carport Spaces: 1
  • Covered Spaces: 1

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: REP PT PLEASANT PARK SUB
  • Driving Directions: Plant Street Winter Garden to South on S. Highland to #516 on Right.
  • Direction Faces: East

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Pet Restrictions: Buyer and or Buyer side agent to verify to their satisfaction with City or County.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Block
  • Roof: Shingle
  • Windows: Blinds, Drapes
  • Stories/Levels: One
  • Square Feet: 1,716
  • Sq. Ft. Source: Public Records
  • Living Area: 1,716 Sq. Ft.
  • Year Built: 1955

Additional Structures

  • Other Structures: Shed(s)

Lot Features

  • Property View: Garden
  • Lot Size (Acres): 0.21
  • Lot Size (Sq. Ft.): 9,021
  • Lot Size: 9021
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Tax Amount: $709.35
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: REP PT PLEASANT PARK SUB R/124 LOT 17 BLK B
  • Flood Zone Info: X
  • APN: 232227715602170
  • Property ID: 232227715602170
  • Block/Lot/Section: B

Listed by Windsor Realty Group Inc
Sold by Windsor Realty Group Inc

Listing agent

— 516 S Highland Ave —

  • Windsor Realty Group Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 516 S Highland Ave

School District:Orange County School District
NameGradesDistance
Dillard Street Elementary School
311 North Dillard Street, Winter Garden, FL 34787
PK-50.9 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-81 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-121.8 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 516 S Highland Ave

Date
Details
Price
Change
Source
10/21/2026
Sold
$445,000
-4.81%
MLS
9/28/2026
Price Reduced
$467,500
-5.56%
MLS
8/31/2026
Price Reduced
$495,000
-1%
MLS
5/25/2026
Listed
$500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Windsor Realty Group Inc
Sold by Windsor Realty Group Inc

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516 S Highland Avenue, Winter Garden, FL 34787 (MLS# O6409675) is a Single Family property that was sold at $445,000 on October 21, 2026. Want to learn more about 516 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.