Parkland Drive, Winter Park, FL

Everything we know about Parkland Drive 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.

35 homes sit on Parkland Drive in Winter Park, FL (ZIP 32789), built 1938–2026, a typical 2,646 sq ft with 4 bedrooms. 1 is for sale right now from $1,890,000. 2 closed in the last 12 months at a median of $2,066,750. Homes that sold since 2023 went for a median $2,155,000.

For sale on Parkland Drive now

2614 Parkland Drive, home for sale on Parkland Drive
$1,890,000
4 bd · 3.5 ba · 3,307 sq ft · built 2007
2614 Parkland Drive
Listing courtesy of JW GASTON LLC

Recent sales on Parkland Drive

AddressSoldClosedBeds / bathsSq ft
2905 Parkland Drive$3,443,5002026-08-176 / 7.04,850
2904 Parkland Drive$690,0002026-02-203 / 2.01,512

The homes on Parkland Drive

35 single-family. Built by decade: 1930s 2, 1940s 1, 1950s 14, 1990s 1, 2000s 4, 2010s 9, 2020s 4.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
2905 Parkland Drive$3,443,5002026-08-1720264,850
2904 Parkland Drive$690,0002026-02-2019521,512
2915 Parkland Drive$2,155,0002025-08-2320253,356
2711 Parkland Drive$646,0002025-08-1219381,618
2814 Parkland Drive$2,300,0002025-05-0220253,089
2612 Parkland Drive$1,895,0002025-01-2220063,282
2819 Parkland Drive$2,439,1002023-10-0620233,995
2826 Parkland Drive$1,380,0002022-07-1520193,316
2925 Parkland Drive$475,0002022-03-1719531,373
2712 Parkland Drive$395,0002020-12-2919501,407
2805 Parkland Drive$415,0002020-08-2819531,400
2960 Parkland Drive$750,0002020-06-1920132,796
2607 Parkland Drive$1,290,0002019-10-0420193,760
2822 Parkland Drive$1,005,0002019-07-3020193,443
2610 Parkland Drive$1,280,0002019-05-2820153,912
2809 Parkland Drive$1,089,5122019-04-2620183,252
2708 Parkland Drive$1,025,0002019-04-2220163,754
2801 Parkland Drive$2,5002019-04-1519521,773
2704 Parkland Drive$904,0002019-02-2019503,296
2940 Parkland Drive$300,0002018-04-031952950

Communities along Parkland Drive

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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 402 homes for sale in Winter Park, homes for sale in 32789.

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Common questions

How many homes are on Parkland Drive in Winter Park?

35 homes in the parcel and MLS record, built between 1938 and 2026.

Are there homes for sale on Parkland Drive?

1 listed right now, from $1,890,000.

What do homes on Parkland Drive sell for?

The median closing over the last 12 months was $2,066,750.