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Pineapple Plantation is one of the largest single-family neighborhoods in mainland Jensen Beach, FL 34957: about 160 homes sold or listed in the last four years, on quiet NW streets named for Florida plants (Waterlily, Sunflower, Marsh Rabbit, Emilia, Windemere, Windflower, Waterwillow, Dalea and Fetterbush). Homes were built from the late 1990s into the 2020s, most have a private pool, many back to nature preserve, and the property owners' association dues are low. The listings on this page update automatically from the MLS.
| Location | NW Waterlily Pl, NW Sunflower, NW Windemere Dr and nearby streets, Jensen Beach, FL 34957 (Martin County, mainland) |
|---|---|
| Sections | Pineapple Plantation, The Pines and Windemere (including The Reserve at Windemere) |
| Home type | Single-family homes only |
| Built | 1996–2022 (most in the late 1990s and 2000s) |
| Size | About 1,340 to 3,580 sq ft, 3 to 6 bedrooms, 2- and 3-car garages |
| Lots | Typically around 0.15 to 0.25 acre; many back to preserve, some to lakes |
| Pools | About two-thirds of recent listings have a private pool |
| Gated | No |
| Age restriction | None – all ages |
| Association | Property owners' association; about $66–$87 a month on recent listings (subject to change) |
| Flood zone | X on listings that report it |
| Zoned schools | Felix A. Williams Elementary · Stuart Middle · Jensen Beach High |
Pineapple Plantation was built out in sections over about 25 years, so you will find everything from 1990s one-story pool homes with split floor plans to newer two-story homes from national builders such as D.R. Horton and Pulte. Four-bedroom homes are the most common, followed by three-bedroom homes, with a handful of five- and six-bedroom homes. Roofs vary by age and section (shingle, tile and metal all show up), and many owners have added impact windows and newer roofs.
The Pines and Windemere are named sections inside Pineapple Plantation. Windemere has its own sub-association in addition to the master POA, so check both sets of rules and dues when you buy there.
Pineapple Plantation's master property owners' association keeps dues low; recent listings show about $66 to $87 a month for the common areas and reserves. Amenities reported on listings include sidewalks and street lights, a playground, a jogging path and trails, a basketball court, a park and a picnic area. Listings do not report a community pool; most homes have their own.
Thinking about buying or selling in Pineapple Plantation?
Call (772) 359-1926What's My Pineapple Plantation Home Worth?
RE/MAX – local Pineapple Plantation and Jensen Beach specialists, office on NW Royal Oak Drive
Pineapple Plantation sits in the southwest part of mainland Jensen Beach, around 27.2327, -80.2595, west of US-1 and just north of Stuart. It is one of the closest Jensen Beach neighborhoods to downtown Stuart.
| From Pineapple Plantation to… | Approx. distance / drive |
|---|---|
| Downtown Stuart | 3.1 miles / about 8 min |
| Downtown Jensen Beach | 4.8 miles / about 11 min |
| Jensen Beach Public Beach (Hutchinson Island) | 7.4 miles / about 16 min |
| I-95 (Exit 101, Kanner Hwy) | 9.4 miles / about 20 min |
| Palm Beach International Airport | about 45 miles / 50–60 min |
View Pineapple Plantation on Google Maps
Pineapple Plantation is in the Martin County School District and is zoned for:
| Elementary | Felix A. Williams Elementary |
|---|---|
| Middle | Stuart Middle School |
| High | Jensen Beach High School |
Zoning is from Martin County's school attendance-zone map (checked September 2026). Zones can change and the district offers school-choice programs, so confirm the assignment for a specific address with the Martin County School District.
See all Jensen Beach homes for sale or Jensen Beach pool homes. Nearby all-ages neighborhoods include Pinecrest Lakes, Jensen Park Estates, Osprey Preserve and Holly Creek.
No. Pineapple Plantation is not gated.
The property owners' association dues are low: about $66 to $87 a month on recent listings. Windemere has its own sub-association as well. Fees can change, so confirm the current amounts before you buy.
No. It is open to all ages.
Most do. About two-thirds of recent listings had a private pool.
Felix A. Williams Elementary, Stuart Middle School and Jensen Beach High School, per Martin County's attendance-zone map. Confirm with the school district for a specific address.
They are named sections inside Pineapple Plantation. Listings in them often show "The Pines – Pineapple Plantation" or "Windemere – Pineapple Plantation" as the subdivision.
About 3 miles, roughly 8 minutes by car.
Thinking about buying or selling in Pineapple Plantation?
Call (772) 359-1926What's My Pineapple Plantation Home Worth?
RE/MAX – local Pineapple Plantation and Jensen Beach specialists