A neighborhood of Islands of Jupiter · Jupiter, Florida
Windward Island, Islands of Jupiter
Twenty-nine custom homes on SE Windward Island Lane, built mostly 1995 to 2004, on the North Fork of the Loxahatchee River in the gated Islands of Jupiter.
Homes, years and sizes: Martin County property records (2025 tax roll).
Overview
About Windward Island
Windward Island is the longest street in the Islands of Jupiter: twenty-nine custom single-family homes on SE Windward Island Lane, built mostly from 1995 to 2004, typically about 4,500 square feet on lots of about half an acre.
More on Islands of Jupiter, from its history to what is nearby, is in our Islands of Jupiter neighborhood guide.
The lane is the spine that leads on to Reach Island. Listings describe gated entrances; we confirm how the gates are staffed.
At a glance
- Streets
- SE Windward Island Lane
- Home type
- Single-family waterfront homes
- Built
- 1995 to 2004
- Living area
- About 3,970 to 5,680 sq ft
- Typical lot
- About 0.46 acres
- Association
- The Islands of Jupiter Property Owners Association, Inc.
- Manager
- Coastal Property Management
- Zip code
- 33458
- Jurisdiction
- Unincorporated Martin County
On the market now
Homes for Sale in Windward Island
Listings inside the recorded boundary of Windward Island, newest first, updated through the day from BeachesMLS. Right now 1 home is listed, asking $4,675,000.
$4,675,000
For Sale
18989 SE Windward Island Lane Jupiter, Florida
4 Beds 5 Baths 4,650 SqFt 0.48 Acres
All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by BeachesMLS. Listings held by brokerage firms other than Douglas Elliman Real Estate are identified with the listing firm’s name on each listing’s detail page. Listing data last updated Thursday, November 5th, 2026 at 05:39:00 PM.
Closed sales
The Windward Island Market
Closed sales inside the boundary of Windward Island. With 29 homes, a year can bring only a handful of sales, so we read each one with you rather than lean on an average.
One closed sale in twelve months is a thin sample, so read the median as a marker, not a price for any one home. We pull every closing here for any home you are considering.
| Measure | Last 12 months | Year before | Change |
|---|---|---|---|
| Homes sold | 1 | 1 | flat |
| Median sale price | $4,044,000 | $4,530,000 | -11% |
| Median price per sq ft | $1,003 | $1,045 | -4% |
| Active listings now | 1 | ||
| Median asking price now | $4,675,000 | ||
| Months of supply now | 12.0 |
BeachesMLS closed sales inside the boundary of Windward Island, twelve months through October 2026, via IDX Broker. Active listings now is live from the MLS feed; the median asking price updates monthly. Listing information deemed reliable but not guaranteed.
Association and costs
The Windward Island Association and What It Costs
| Neighborhood association | The Islands of Jupiter Property Owners Association, Inc. |
|---|---|
| Florida corporate record | Sunbiz document N35781, filed December 22, 1989 (opens in a new tab) |
| Management company | Coastal Property Management |
| Governed by | Chapter 720, Florida Statutes (homeowners’ associations) |
| One association for the Islands | All six Islands streets share The Islands of Jupiter Property Owners Association; no separate island association is on record with the State. |
Association Fees From Current Listings
| Association fee, median | $292 a month |
|---|---|
| Typical range | $292 to $292 a month |
| Usually covers | Common Areas |
| Club membership | Not required |
From 2 current and recent BeachesMLS listings in Windward Island, via IDX Broker, refreshed weekly. Fees are monthly equivalents of the association fees in each listing; condo, master and sub-association fees can stack. The recorded documents, the current budget and the estoppel govern.
The boundary
Windward Island on the Map
Questions
Questions Buyers Ask About Windward Island
How many homes are in Windward Island, and when were they built?
Martin County property records list 29 homes in Windward Island, with most built 1995 to 2004. The typical living area is about 4,510 square feet on about 0.46 acres.
More of Islands of Jupiter
The Other Neighborhoods of Islands of Jupiter
Windward Island · Islands of Jupiter · Jupiter
Own in Windward Island?
Tell us the street and we send back what homes in Windward Island have sold for, what is listed now, and what we would expect yours to bring. Buying here instead? We gather the listings, the association’s fees and rules, and arrange the visits.
Monika Phillips, Sales Associate, Douglas Elliman Real Estate
Home counts, years built and sizes come from Martin County property records (2025 tax roll) and recorded plats; association records from the Florida Division of Corporations; school zones from the Martin County School District. Listing and sales data from BeachesMLS via IDX is deemed reliable but not guaranteed; listings may be held by brokerages other than Douglas Elliman. Association fees shown come from current and recent listings and can differ from the association’s budget; recorded documents and the associations’ own figures control. Verify anything that matters to your decision with the source. Monika Phillips, Sales Associate, Douglas Elliman Real Estate. Equal Housing Opportunity.
