Pleasure Drive, Holiday, FL

Everything we know about Pleasure Drive in Holiday: 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 Pleasure Drive in Holiday, FL (ZIP 34691, 34690), built 1954–2026, a typical 731 sq ft with 2 bedrooms. Nothing is listed for sale on the street today. 2 closed in the last 12 months at a median of $137,500. Homes that sold since 2023 went for a median $112,000.

Recent sales on Pleasure Drive

AddressSoldClosedBeds / bathsSq ft
1909 Pleasure Drive$205,0002026-07-133 / 2.01,067
1919 Pleasure Drive$70,0002026-05-152 / 1.5746

The homes on Pleasure Drive

Built by decade: 1950s 15, 1960s 12, 1970s 2, 1990s 1, 2010s 1, 2020s 1.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
1909 Pleasure Drive$205,0002026-07-1320261,067
1919 Pleasure Drive$70,0002026-05-151965746
1938 Pleasure Drive$95,0002025-08-181961820
2004 Pleasure Drive$95,0002025-08-141959880
1847 Pleasure Drive$81,0002025-03-061956690
2118 Pleasure Drive$162,5002024-02-292018896
2015 Pleasure Drive$129,0002023-12-1519781,002
2035 Pleasure Drive$140,0002023-07-281966850
1836 Pleasure Drive$130,0002023-04-181973960
2040 Pleasure Drive$69,0002023-01-231957344
1943 Pleasure Drive$90,0002022-10-131961840
2024 Pleasure Drive$74,9002022-07-221955668
1924 Pleasure Drive$155,0002022-04-2919991,296
1745 Pleasure Drive$140,0002022-04-2919551,100
2030 Pleasure Drive$90,0002022-04-181960798
1744 Pleasure Drive$82,0002022-02-281960860
2050 Pleasure Drive$57,0002021-12-031963430
1837 Pleasure Drive$40,5002021-01-261958420
1918 Pleasure Drive$32,0002019-05-311954264
1915 Pleasure Drive$33,3002017-01-031959700

Communities along Pleasure 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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 271 homes for sale in Holiday, homes for sale in 34691, homes for sale in 34690.

Hiring an agent in Holiday, FL?

Nearby streets

Get matched with the right local expert.

Tell us your goal in Holiday, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Holiday, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many homes are on Pleasure Drive in Holiday?

32 homes in the parcel and MLS record, built between 1954 and 2026.

Are there homes for sale on Pleasure Drive?

Not today; the city and ZIP pages linked above show the nearest listings.

What do homes on Pleasure Drive sell for?

The median closing over the last 12 months was $137,500.