516 S HIGHLAND AVENUE, Winter Garden, FL 34787

• 3 beds |
• 2 baths |
• 1,716 sqft

Property Description

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!

Listing Status:

Pending

Date Added:

May 25, 2026

Data Last Updated:

July 29, 2026 at 12:22AM

Listing Office:

WINDSOR REALTY GROUP INC : 407-877-3463

Listing Agent:

Lisa Bennett : 407-877-3463

MLS ID:

O6409675

Interior

• General: Window Treatments
• Rooms: Family RoomInside Utility
• Appliances: DishwasherDryerElectric Water HeaterRangeRange HoodRefrigeratorWasher
• Laundry: InsideLaundry Room
• Flooring: CarpetCeramic Tile
• A/C: Central Air
• Heating: Electric

Exterior

• General: French Doors
• Other Structures: Shed(s)Rear Porch

Construction

• Roofing: Shingle
• Windows: BlindsDrapes
• General: BlockOneSlab

Location

• Road/Access: Asphalt
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-2REP PT PLEASANT PARK SUB R/124 LOT 17 BLK B23-22-27-7156-02-170
• View: Garden

Utilities

• Utilities: Cable ConnectedElectricity ConnectedPublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple