Grand Avenue, Winter Park, FL

Everything we know about Grand Avenue in Winter Park: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.

32 homes sit on Grand Avenue in Winter Park, FL (ZIP 32792), built 1975–1984, a typical 1,349 sq ft with 3 bedrooms. 3 are for sale right now from $285,000 to $415,000. Homes that sold since 2023 went for a median $402,000.

For sale on Grand Avenue now

7384 Grand Avenue, home for sale on Grand Avenue
$415,000
3 bd · 2 ba · 1,162 sq ft · built 1984
7384 Grand Avenue
Listing courtesy of KELLER WILLIAMS WINTER PARK
7393 Grand Avenue, home for sale on Grand Avenue
$325,000
3 bd · 2 ba · 1,518 sq ft · built 1983
7393 Grand Avenue
Listing courtesy of DREAM HOME REALTY GROUP AND ASSOCIATES LLC
7348 Grand Avenue, home for sale on Grand Avenue
$285,000
3 bd · 2 ba · 1,509 sq ft · built 1981
7348 Grand Avenue
Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

The homes on Grand Avenue

32 single-family. Built by decade: 1970s 10, 1980s 22.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
7439 Grand Avenue$355,5002024-11-2219751,092
7427 Grand Avenue$427,0002024-06-2119761,635
7384 Grand Avenue$402,0002023-12-0119841,162
7376 Grand Avenue$420,0002022-10-1719841,439
7385 Grand Avenue$350,0002022-10-1319811,080
7418 Grand Avenue$380,0002022-10-1319761,216
7313 Grand Avenue$361,0002022-09-3019821,425
7345 Grand Avenue$419,5002022-07-0819821,305
7432 Grand Avenue$310,0002021-10-2919751,147
7337 Grand Avenue$255,0002020-03-1619811,231
7293 Grand Avenue$239,9002020-02-0419831,353
7377 Grand Avenue$230,5002019-07-2619811,381
7368 Grand Avenue$234,0002016-10-1119811,924
7357 Grand Avenue$190,0002016-09-0819821,305
7325 Grand Avenue$240,9002016-05-2019831,767
7329 Grand Avenue$220,0002016-03-1719831,638
7333 Grand Avenue$225,0002016-01-2819831,706
7353 Grand Avenue$165,0002015-07-1319821,305
7422 Grand Avenue$173,0002015-05-2219751,447
7409 Grand Avenue$180,0002014-07-2819761,885

Communities along Grand Avenue

How to read this

Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 13, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 350 homes for sale in Winter Park, homes for sale in 32792.

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