Cherrywood Drive, Holiday, FL

Everything we know about Cherrywood 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.

25 homes sit on Cherrywood Drive in Holiday, FL (ZIP 34691), built 1968–1974, a typical 1,169 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 $277,000. Homes that sold since 2023 went for a median $249,500.

Recent sales on Cherrywood Drive

AddressSoldClosedBeds / bathsSq ft
3838 Cherrywood Drive$259,0002026-06-263 / 2.01,200
3743 Cherrywood Drive$295,0002026-02-095 / 3.02,016

The homes on Cherrywood Drive

25 single-family. Built by decade: 1960s 16, 1970s 9.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
3838 Cherrywood Drive$259,0002026-06-2619691,200
3743 Cherrywood Drive$295,0002026-02-0919692,016
3818 Cherrywood Drive$150,0002025-11-0719691,169
3917 Cherrywood Drive$240,0002024-05-171968960
3800 Cherrywood Drive$300,0002024-04-0919691,824
3801 Cherrywood Drive$205,0002024-02-1319691,320
3736 Cherrywood Drive$265,0002022-12-3019701,485
3830 Cherrywood Drive$251,0002022-11-0119691,416
3724 Cherrywood Drive$232,5002021-08-1719741,673
3811 Cherrywood Drive$210,0002021-07-0519691,248
3850 Cherrywood Drive$162,0002021-03-0819681,068
3742 Cherrywood Drive$135,0002020-12-0819701,168
3748 Cherrywood Drive$148,0002019-10-0319701,516
3711 Cherrywood Drive$115,0002015-12-1519731,620
3812 Cherrywood Drive$77,0002015-07-2719701,392
3905 Cherrywood Drive$44,0002015-06-221968948
3844 Cherrywood Drive$53,0002015-01-301969948
3704 Cherrywood Drive$47,0002012-09-0719741,096
3904 Cherrywood Drive$30,5002011-11-3019691,116
3737 Cherrywood Drive$85,0002011-11-2119701,152

Communities along Cherrywood 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.

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Common questions

How many homes are on Cherrywood Drive in Holiday?

25 homes in the parcel and MLS record, built between 1968 and 1974.

Are there homes for sale on Cherrywood Drive?

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

What do homes on Cherrywood Drive sell for?

The median closing over the last 12 months was $277,000.