Oakhurst Avenue, Winter Park, FL

Everything we know about Oakhurst 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.

40 homes sit on Oakhurst Avenue in Winter Park, FL (ZIP 32789, 32792), built 1950–2021, a typical 3,050 sq ft with 4 bedrooms. 1 is for sale right now from $2,500,000. 2 closed in the last 12 months at a median of $1,877,500. Homes that sold since 2023 went for a median $2,200,000.

For sale on Oakhurst Avenue now

1760 Oakhurst Avenue, home for sale on Oakhurst Avenue
$2,500,000
5 bd · 4.5 ba · 3,700 sq ft · built 2026
1760 Oakhurst Avenue
Listing courtesy of SIERRA REALTY GROUP LLC

Recent sales on Oakhurst Avenue

AddressSoldClosedBeds / bathsSq ft
1597 Oakhurst Avenue$2,925,0002026-09-165 / 4.54,410
1741 Oakhurst Avenue$830,0002026-05-183 / 1.01,318

The homes on Oakhurst Avenue

40 single-family. Built by decade: 1950s 14, 1960s 2, 1980s 4, 1990s 5, 2000s 4, 2010s 8, 2020s 3.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
1597 Oakhurst Avenue$2,925,0002026-09-1620154,410
1741 Oakhurst Avenue$830,0002026-05-1819541,318
1610 Oakhurst Avenue$3,200,0002025-10-2020214,255
1770 Oakhurst Avenue$2,250,0002024-07-2920193,640
1651 Oakhurst Avenue$2,150,0002024-06-1119893,059
1760 Oakhurst Avenue$740,0002023-03-2819541,989
1560 Oakhurst Avenue$2,662,5002022-06-0720185,296
1620 Oakhurst Avenue$1,280,0002022-04-2020072,956
2101 Oakhurst Avenue$360,0002021-10-2519591,812
1737 Oakhurst Avenue$540,0002021-08-1819562,020
1780 Oakhurst Avenue$1,060,0002021-05-2120162,925
1601 Oakhurst Avenue$880,0002021-04-1919892,481
1650 Oakhurst Avenue$1,600,0002021-04-0819954,122
1740 Oakhurst Avenue$1,575,0002021-04-0520213,513
1731 Oakhurst Avenue$1,585,0002021-03-1220204,398
1727 Oakhurst Avenue$980,0002021-01-2520143,283
2111 Oakhurst Avenue$350,0002020-09-2219611,885
1710 Oakhurst Avenue$765,0002020-06-1920053,714
1580 Oakhurst Avenue$610,0002019-09-2419892,406
1750 Oakhurst Avenue$535,0002019-08-0919912,132

Communities along Oakhurst 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 14, 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 32789, homes for sale in 32792.

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Common questions

How many homes are on Oakhurst Avenue in Winter Park?

40 homes in the parcel and MLS record, built between 1950 and 2021.

Are there homes for sale on Oakhurst Avenue?

1 listed right now, from $2,500,000.

What do homes on Oakhurst Avenue sell for?

The median closing over the last 12 months was $1,877,500.