Pineapple Way, Kissimmee, FL

Everything we know about Pineapple Way in Kissimmee: 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.

30 homes sit on Pineapple Way in Kissimmee, FL (ZIP 34741), built 1979–2007, a typical 1,260 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 1 closed in the last 12 months at a median of $110,000. Homes that sold since 2023 went for a median $125,000.

Recent sales on Pineapple Way

AddressSoldClosedBeds / bathsSq ft
1090 Pineapple Way$110,0002026-05-132 / 2.0840

The homes on Pineapple Way

1 single-family, 29 condo/townhome/other. Built by decade: 1970s 1, 1980s 20, 1990s 5, 2000s 3.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
1090 Pineapple Way$110,0002026-05-131982840
1043 Pineapple Way$155,0002025-09-021983924
1148 Pineapple Way$125,0002025-05-0219851,352
1175 Pineapple Way$245,0002023-11-221980924
1048 Pineapple Way$95,0002023-06-011980700
1085 Pineapple Way$115,0002021-11-2919831,056
1073 Pineapple Way$145,0002021-08-2719841,352
1099 Pineapple Way$150,0002020-09-2919821,344
1191 Pineapple Way$138,0002020-04-2819841,514
1154 Pineapple Way$130,0002019-09-121979901
1119 Pineapple Way$130,0002019-04-2319851,560
1136 Pineapple Way$105,0002018-12-0720051,380
1131 Pineapple Way$85,0002018-07-1319821,344
1160 Pineapple Way$115,0002018-04-3019991,620
1084 Pineapple Way$78,5002017-11-2819831,020
1130 Pineapple Way$90,0002017-06-3020071,620
1143 Pineapple Way$55,0002017-04-211999924
1115 Pineapple Way$38,0002016-09-0219831,056
1187 Pineapple Way$99,0002016-07-1919971,750
1049 Pineapple Way$83,0002016-05-1120071,248

Communities along Pineapple Way

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 3,084 homes for sale in Kissimmee, homes for sale in 34741.

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Common questions

How many homes are on Pineapple Way in Kissimmee?

30 homes in the parcel and MLS record, built between 1979 and 2007.

Are there homes for sale on Pineapple Way?

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

What do homes on Pineapple Way sell for?

The median closing over the last 12 months was $110,000.