Black Cherry Trail, Winter Garden, FL

Everything we know about Black Cherry Trail in Winter Garden: 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.

39 homes sit on Black Cherry Trail in Winter Garden, FL (ZIP 34787), built 2006–2051, a typical 2,373 sq ft with 4 bedrooms. 1 is for sale right now from $575,000. 3 closed in the last 12 months at a median of $625,000. Homes that sold since 2023 went for a median $615,000.

For sale on Black Cherry Trail now

14542 Black Cherry Trail, home for sale on Black Cherry Trail
$575,000
4 bd · 2.5 ba · 2,234 sq ft · built 2008
14542 Black Cherry Trail
Listing courtesy of DALTON WADE INC

Recent sales on Black Cherry Trail

AddressSoldClosedBeds / bathsSq ft
14680 Black Cherry Trail$625,0002026-05-223 / 2.52,233
14680 Black Cherry Trail$625,0002026-05-223 / 2.52,233
14548 Black Cherry Trail$468,0002025-10-244 / 2.01,950

The homes on Black Cherry Trail

39 single-family. Built by decade: 2000s 29, 2010s 9, 2050s 1.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
14680 Black Cherry Trail$625,0002026-05-2220062,233
14548 Black Cherry Trail$468,0002025-10-2420101,950
14554 Black Cherry Trail$615,0002025-03-2820132,476
14674 Black Cherry Trail$563,6702025-02-2820062,527
14614 Black Cherry Trail$626,0002024-08-2920062,373
14621 Black Cherry Trail$645,0002022-07-1220072,974
14657 Black Cherry Trail$490,0002022-05-1320061,650
14746 Black Cherry Trail$620,0002022-04-1220062,698
14740 Black Cherry Trail$530,0002021-12-2720062,698
14868 Black Cherry Trail$560,0002021-11-0820063,160
14542 Black Cherry Trail$430,0002021-07-1520082,234
14602 Black Cherry Trl$340,0002021-05-1120061,650
14633 Black Cherry Trail$459,9002020-12-1720072,974
14850 Black Cherry Trail$310,0002020-11-3020101,834
14747 Black Cherry Trail$397,9002020-06-1220113,498
14662 Black Cherry Trail$295,0002020-02-2120061,650
14710 Black Cherry Trail$335,0002019-08-1420062,646
14560 Black Cherry Trail$275,0002018-11-1520061,650
14734 Black Cherry Trail$273,0002018-06-2920111,657
14704 Black Cherry Trail$312,0002018-06-2920092,256

Communities along Black Cherry Trail

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 710 homes for sale in Winter Garden, homes for sale in 34787.

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Common questions

How many homes are on Black Cherry Trail in Winter Garden?

39 homes in the parcel and MLS record, built between 2006 and 2051.

Are there homes for sale on Black Cherry Trail?

1 listed right now, from $575,000.

What do homes on Black Cherry Trail sell for?

The median closing over the last 12 months was $625,000.