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516 S Highland Avenue, Winter Garden, FL 34787

$500,000
Pending
BEDS3 BATHS2 full SQUARE FEET1,716 MLS#O6409675
MAP LISTING
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787

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516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787
516 S Highland Avenue, Winter Garden, FL 34787

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!

516 S Highland Avenue | MLS# O6409675

This single family home located at 516 S Highland Avenue, Winter Garden, FL 34787 is currently listed for sale with an asking price of $500,000. This property was built in 1955 and has 3 bedrooms and 2 full baths with 1716 sq. ft. S Highland Avenue is located in the REP PT PLEASANT PARK subdivision. Search REP PT PLEASANT PARK real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Heating: Electric
Lot Size: 0.21 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $709
Year Built: 1955
Square Feet: 1,716

Amenities

Window Treatments
French Doors

Feature Descriptions

Additional Rooms: Family Room, Inside Utility
Appliances: Dishwasher, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Days on Site: 11
Directions: Plant Street Winter Garden to South on S. Highland to #516 on Right.
Exterior: Block
Flood Zone Code: X
Flooring: Carpet, Ceramic Tile
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: City Limits, Paved
Lot Dimensions: 0.21
Other Equipment: Irrigation Equipment
Other Structures: Shed(s)
Ownership: Fee Simple
Patio/Porch: Rear Porch
Pets Restrictions: Buyer and or Buyer side agent to verify to their satisfaction with City or County.
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only
Special Sale Provisions: None
Utilities: Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected
Vegetation: Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Blinds, Drapes
Zoning: R-2

Room Sizes

Living Room: 14x13
Family Room: 10x15
Kitchen: 9x9
Dinette: 10x10
Primary Bedroom: 12x11
Bedroom 2: 10x10
Bedroom 3: 12x10
Balcony/Porch/Lanai: 22x12

Listed By / Shown By

Listed By

Agency Name: WINDSOR REALTY GROUP INC
Agency Contact: 407-877-3463

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 2,748.99 per month $2,544.08 Principal & Interest $59.08 Property Tax $145.83 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/06/2026. The listing information on this page last changed on 06/06/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 06/06/2026 2:15:24 AM EST) or GAMLS (last updated Fri 06/05/2026 11:15:12 PM EST) or Stellar MLS (last updated Sat 06/06/2026 1:58:59 AM EST) or SPC MLS (last updated Fri 06/05/2026 11:21:23 PM EST) or Martin MLS (last updated Fri 06/05/2026 11:38:10 PM EST) or Indian River MLS (last updated Fri 06/05/2026 11:30:17 PM EST) or Daytona MLS (last updated Fri 06/05/2026 11:36:50 PM EST) or Northeast Florida MLS (last updated Sat 06/06/2026 12:19:00 AM EST) or Beaches MLS (last updated Sat 06/06/2026 2:09:16 AM EST) or BORMLS (last updated Fri 06/05/2026 11:16:13 PM EST) or Amelia/Nassau MLS (last updated Fri 06/05/2026 11:25:15 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 06/05/2026 11:42:16 PM EST) or NFLMLS (last updated Fri 06/05/2026 9:05:05 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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