Listings

WINTER GARDEN, FL 34787 516 S HIGHLAND AVENUE

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Presented By: WINDSOR REALTY GROUP INC with 407-877-3463. - 407-877-3463
  • MLS# O6409675
  • 05/25/2026
  • Request Tour
  • Request Info
  • Beds • 3
  • Baths • 2
  • SQFT • 1,716

Home Details

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!
Presented By: WINDSOR REALTY GROUP INC with 407-877-3463. - 407-877-3463

Interior Features for 516 S HIGHLAND AVENUE

Bedrooms

Total Bedrooms3

Bathrooms

Half Baths0
Total Baths2

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
FlooringCarpet, Ceramic Tile
Furnished Y/NPartially
Heating Y/NYes
Interior AmenitiesWindow Treatments
Laundry FeaturesInside, Laundry Room
Total Stories1
Window FeaturesBlinds, Drapes

General for 516 S HIGHLAND AVENUE

Additional Parcels Y/NNo
Additional RoomsFamily Room, Inside Utility
AppliancesDishwasher, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Building Area UnitsSquare Feet
Carport Spaces1
Carport Y/NYes
CityWINTER GARDEN
Construction MaterialsBlock
CoolingCentral Air
CountyOrange
DirectionsPlant Street Winter Garden to South on S. Highland to #516 on Right.
Facing DirectionEast
Flood Zone CodeX
Flood Zone Code XY
Full Baths2
Garage Y/NNo
HeatingElectric
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionREP PT PLEASANT PARK SUB R/124 LOT 17 BLK B
LevelsOne
Listing TermsCash, Conventional
Living Area UnitsSquare Feet
Lot Size Square Feet9021
Lot Size UnitsSquare Feet
MLS Area34787 - Winter Garden/Oakland
Minimum Lease8-12 Months
New ConstructionNo
Occupancy TypeOwner
Other StructuresShed(s)
OwnershipFee Simple
Patio/Porch FeaturesRear Porch
PossessionClose Of Escrow
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusPending
StatusPending
Subdivision NameREP PT PLEASANT PARK SUB
Tax Annual Amount709.35
Tax Lot17
Tax Year2025
Total Rooms8
UtilitiesCable Connected, Electricity Connected, Public, Sewer Connected, Water Connected
ViewGarden
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built1955
ZoningR-2

Exterior for 516 S HIGHLAND AVENUE

Building Area Total2037
Covered Spaces1
Exterior AmenitiesFrench Doors, Irrigation System
Foundation DetailsSlab
Lot FeaturesCity Lot
Lot Size Acres0.21
Lot Size Area9021
Private PoolNo
Road Frontage TypeStreet Paved
Road Surface TypePaved, Asphalt
VegetationTrees/Landscaped
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Schools

High School Hubert H Humphrey Middle School
Middle School N/A
Elementary School Big Hollow Elementary School

Cindy Gonzalez

Price $500,000
MLS#O6409675
List Date 05/25/2026
Property Type Single Family
Phone 239.243.2743
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