516 S HIGHLAND AVENUE Winter Garden, FL $ 500,000
516 S HIGHLAND AVENUE
$ 500,000
Recently Listed
Share Save

516 S HIGHLAND AVENUE

Winter Garden, FL, 34787
$ 500,000
Bedrooms3 Baths2.0 Sq 1,716

Monthly Estimate*

$ 3,079

516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 1
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 2
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 3
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 4
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 5
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 6
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 7
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 8
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 9
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 10
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 11
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 12
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 13
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 14
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 15
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 16
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 17
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 18
516 S HIGHLAND AVENUE, Winter Garden, FL 34787 - Image 19

Single Family Home for sale in Winter Garden, FL

for $500,000 with 3 bedrooms and 2 full baths. This 1,716 square foot home was built in 1955 on a lot size of 0.21.

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!

See more

Single Family Active

Price

$ 500,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 709

Style

Single Family Residence

Lot Size

0.21

Year Built

1955

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6409675

Features
General
Sewer Public Sewer
Heating Electric
Cooling Central Air
Utilities Cable Connected Electricity Connected Public Sewer Connected Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Dryer Electric Water Heater Range Range Hood Refrigerator Washer
Zoning R-2
Patio/Porch Features Rear Porch
Construction Materials Block
Year Built 1955
View Garden
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Subdivision Name REP PT PLEASANT PARK SUB
Facing Direction East
Garage Y/N false
Other Structures Shed(s)
Total Rooms 8
Full Baths 2
Status Active
Directions Plant Street Winter Garden to South on S. Highland to #516 on Right.
City WINTER GARDEN
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 9021
Carport Spaces 1
Carport Y/N true
Listing Terms Cash Conventional
Land Lease Y/N false
Tax Annual Amount 709.35
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 17
Legal Description REP PT PLEASANT PARK SUB R/124 LOT 17 BLK B
Minimum Lease 8-12 Months
Water Access Y/N false
Additional Rooms Family Room Inside Utility
Water View Y/N false
Flood Zone Code X
See more
Interior
Interior Amenities Window Treatments
Flooring Carpet Ceramic Tile
Furnished Y/N Partially
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Drapes
Fireplace Y/N false
Half Baths 0
Laundry Features Inside Laundry Room
Total Bedrooms 3
Total Baths 2
See more
Exterior
Exterior Amenities French Doors Irrigation System
Vegetation Trees/Landscaped
Lot Features City Lot
Water Source Public
Lot Size Area 9021
Foundation Details Slab
Building Area Total 2037
Lot Size Acres 0.21
Road Surface Type Paved Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 1
Road Frontage Type Street Paved
See more
* Excluded Features
List By
Windsor Realty Group Inc

Broker

qrealty@aol.com

Email

Affordability Calculator

$3,138
Per Month
98%
2%
0%
Monthly Principal & Interest
$3,079
Monthly Property Taxes
$59
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/25/2026$500,000 Listed Price

Map


See all

516 S HIGHLAND AVENUE, Winter Garden, FL, 34787 is a Single Family Home for sale at $500,000 with 1,716 sqft and a lot size of 0.21. 516 S HIGHLAND AVENUE has 3 bedrooms, 2.0 baths, and was built in 1955. The property's zip code is 34787 which is in Winter Garden, FL