Home in 516 S Highland Ave Winter Garden for sale with MLS# O6409675

Under contract-accepting backup offers. 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!

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Days on the market

516 S Highland Ave, Winter Garden, FL 34787

Price
Price:
$500,000.00
Original List Price:
$500,000.00
List Price per Sq Ft (Calculated, Approx.):
$291.38
Property Status and Type
Listing Type:
For Sale
Status:
Pending (An offer has been accepted)
Contract Status:
Other Contract Contingencies
Previous Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6409675
Rooms Distribution
Bedrooms:
3
Bathrooms Total:
2
Full Bath:
2
Additional Rooms:
Inside Utility, Family Room
Measures
Living Area:
1,716 Sqft
Built-Up Area:
2,037 Sqft
Lot Area:
9,021 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Paved, City Limits
Lot Size Acres:
0.21
Property Features
View from the Property:
Garden
Waterfront:
No
Furnished:
Partially
Appliances:
Dryer, Dishwasher, Refrigerator, Washer, Electric Water Heater, Range, Range Hood
Interior:
Window Treatments
Exterior:
French Doors
Patio and Porch:
Rear Porch
Windows:
Blinds, Drapes
Other Structures:
Shed(s)
Laundry:
Inside, Laundry Room
Air Conditioning System:
Central Air
Heating System:
Electric
Vegetation and Trees:
Trees/landscaped
Property Entrance Faces:
East
Other Equipment:
Irrigation Equipment
Construction
Year Built:
1955
Roof:
Shingle
Levels:
One
Construction Materials:
Block
Flooring:
Carpet, Ceramic Tile
Number of stories:
1
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$709.35
Tax Year:
2025
Parking
Carport Spaces:
1
Carport
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Connected, Sewer Connected, Water Connected, Public, Cable Connected
Water Source:
Public
Community
Minimum Lease Term:
8-12 Months
Subdivision Name:
REP PT PLEASANT PARK SUB
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Owner
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
REP PT PLEASANT PARK SUB R/124 LOT 17 BLK B
Real Estate Folio Number (Parcel Number):
23-22-27-7156-02-170
Zoning:
R-2
Title to the property is held by owner as:
Fee Simple
Listing History
Originally published on:
May 25, 2026 6:13 pm
Active on the market since:
May 25, 2026
Listing Agreement executed on:
May 25, 2026
Purchase Contract Date:
May 28, 2026
Listing Status Last Changed On:
May 29, 2026 12:26 pm
Photos updated on:
May 26, 2026 11:38 am
Last Modified:
May 29, 2026 12:27 pm
Additional Information
Courtesy of:
WINDSOR REALTY GROUP INC
Attribution:
407-877-3463
Road Surface Type:
Asphalt
Location
Street Name:
HIGHLAND
Street Number:
516
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 33' 34.2''
Longitude:
W82° 24' 39.3''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064

Air Quality

Source: AirNow.gov · Lake County

🌬️ Air Quality Index (AQI) 9 Good
☀️ O3 9 Good

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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively 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. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of May 29, 2026, 12:27 PM.