516 S HIGHLAND AVENUE
Winter Garden, FL 34787
$445,000
**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!
Listing Courtesy of: WINDSOR REALTY GROUP INC
407-877-3463
Buyer Represented by: WINDSOR REALTY GROUP INC
| Listing Id: | O6409675 |
|---|---|
| List Price: | $467,500 |
| Close Price: | $445,000 |
| Close Date: | 2026-10-21 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Closed |
| Bedrooms Total: | 3 |
| Bathrooms Full: | 2 |
| Living Area: | 1,716 |
| Tax Annual Amount: | $709 |
| Lot Size Square Feet: | 9,021 |
| Lot Size Acres: | 0.21 |
| Waterfront?: | No |
| City: | Winter Garden |
| County Or Parish: | Orange |
| Subdivision Name: | Rep Pt Pleasant Park Sub |
| Postal Code: | 34787 |
| Year Built: | 1955 |
| Appliances: | Dishwasher, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer |
| Bathrooms Total Integer: | 2 |
| Building Area Source: | Public Records |
| Building Area Total: | 2037 |
| Building Area Units: | Square Feet |
| Carport Spaces: | 1 |
| Carport?: | Yes |
| Direction Faces: | East |
| Foundation Details: | Slab |
| Construction Materials: | Block |
| Cooling: | Central Air |
| Directions: | Plant Street Winter Garden to South on S. Highland to #516 on Right. |
| Flooring: | Carpet, Ceramic Tile |
| Furnished: | Partially |
| Heating: | Electric |
| Interior Features: | Window Treatments |
| Laundry Features: | Inside, Laundry Room |
| Levels: | One |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | City Limits, Paved |
| Lot Size Acres: | 0.21 |
| Postal Code Plus4: | 3416 |
| MLS Area Major: | 34787 - Winter Garden/Oakland |
| MLS Area Major: | 34787 - Winter Garden/Oakland |
| Other Structures: | Shed(s) |
| Original List Price: | $500,000 |
| Other Equipment: | Irrigation Equipment |
| Parcel Number: | 23-22-27-7156-02-170 |
| Patio And Porch Features: | Rear Porch |
| Stories Total: | 1 |
| Township: | 22 |
| Road Surface Type: | Asphalt |
| Roof: | Shingle |
| Listing Terms: | Cash, Conventional |
| Tax Year: | 2025 |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Utilities: | Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected |
| View: | Garden |
| Water Source: | Public |
| Public Survey Range: | 27 |
| Public Survey Section: | 23 |
| Zoning: | R-2 |
| Possession: | Close Of Escrow |
| Vegetation: | Trees/Landscaped |
| Window Features: | Blinds, Drapes |
| Additional Lease Restrictions: | Buyer and or Buyer side agent to verify any lease restrictions to their satisfaction with City or County. |
| Additional Rooms: | Family Room, Inside Utility |
| Alternate Key Folio Num: | 272223715602170 |
| Available For Lease Yn: | Yes |
| Backups Requested Yn: | Yes |
| Building Area Total Srch Sq M: | 189.24 |
| Calculated List Price By Calcula: | 272.44 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6409675?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6409675?w=Customer |
| Dpryn: | Yes |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X |
| Flood Zone Date: | 2021-09-24 |
| Flood Zone Panel: | 12095C0215H |
| Green Verification Count: | 0 |
| Homestead Yn: | Yes |
| Lease Restrictions Yn: | Yes |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 159.42 |
| Lot Size Square Meters: | 838 |
| Minimum Lease: | 8-12 Months |
| Pet Restrictions: | Buyer and or Buyer side agent to verify to their satisfaction with City or County. |
| Realtor Info: | As-Is, Termite Bond/Warranty |
| Room Count: | 8 |
| Sdeo yn: | No |
| Total Acreage: | 0 to less than 1/4 |
| Unit Number Yn: | No |
| Water Access Yn: | No |
| Water Extras Yn: | No |
| Water View: | No |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-877-3463 |
| Originating System Name : | Stellar MLS |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-05-25 |
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Property Last Updated: October 23, 2026 03:40 AM - ET
