A neighborhood in Wellington, Florida

The Island, Wellington

A neighborhood of 59 single-family homes on Headwater Circle, Way and Terrace in central Wellington, built from 1979 to 2001 on lots of about a quarter acre.

59Homes on the county roll
1981–1990Years most homes were built
2,700Typical living area, sq ft
HousesHome type
1978Association incorporated

Homes, years and sizes: Palm Beach County property records (2025 tax roll).

Overview

About The Island

The Island is a small neighborhood of larger houses on a loop called Headwater Circle. It is recorded as Island of Wellington and was built over two decades, from 1979 to 2001.

The county roll counts 59 single-family houses on the plat of Island of Wellington, built from 1979 to 2001 with the median in 1987. The typical house has about 2,700 square feet of living area, and lots are about a quarter to a third of an acre.

Nearly every home is on Headwater Circle, with a few on Headwater Way and Headwater Terrace. It is in the 33414 ZIP next to Monterey on the Lake and Tree Tops, close to the Town Center.

A homeowners’ association maintains the entrance and common areas. We confirm the assessment and rules for a specific home.

At a glance

Streets
Headwater Circle, Headwater Way and Headwater Terrace
Home type
Single-family homes
Built
Mostly 1981 to 1990
Living area
About 2,440 to 3,320 sq ft
Zip code
33414
County
Palm Beach County
Association
The Island Homeowners Association, Inc.
Manager
Barnett Real Estate

On the market now

Homes for Sale in The Island

Listings inside the boundary of The Island, newest first, updated through the day from BeachesMLS. No homes are listed for sale here right now. New listings come up through the year; ask me to watch for one.

No properties found

Beaches MLS

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 is refreshed at least every 12 hours.

Live from BeachesMLS

Closed sales

The Island Market

Closed sales inside the boundary of The Island, every home type together. Medians and the middle range say more than any average, and in a community this size a single unusual sale can move a year.

Four closed sales 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.

MeasureLast 12 monthsYear beforeChange
Homes sold44flat
Median sale price$760,000$993,000-23%
Median price per sq ft$298$353-16%
Active listings now0

BeachesMLS closed sales inside the boundary of The 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 Island Association and What It Costs

Who runs the association, what governs it, and what current listings say the fee is.

AssociationThe Island Homeowners Association, Inc.
Florida corporate recordSunbiz document 744002, filed August 21, 1978 (opens in a new tab)
Management companyBarnett Real Estate
Governed byChapter 720, Florida Statutes (homeowners’ associations)

Association Fees From Current Listings

Association fee, median$133 a month
Typical range$133 to $142 a month
Usually coversCommon Areas, Maintenance Grounds, Security
Club membershipNot required

From 4 current and recent BeachesMLS listings in The 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.

What Else to Check

  • Taxes and insurance After a sale the assessed value resets the following January. Flood zone and roof age drive insurance quotes, so we check both for the address.
  • Estoppel The closing agent orders an estoppel certificate from each association, which confirms what is owed at closing.

Documents to Review Before Closing

  • Before you sign: the association disclosure summary and the parcel’s tax bill, including any non-ad valorem lines
  • Before you sign: leasing and approval rules if you may rent, and architectural rules for exterior changes
  • Before closing: estoppel certificates from every association that applies

Where it sits

Around The Island

Places nearby; distances are straight-line estimates from the center of The Island, and driving routes are longer.

Wellington Amphitheater (opens in a new tab)Village venue on Forest Hill Boulevard for concerts, movie nights and food truck evenings.
Village Park (opens in a new tab)Village fields, courts, a skate park and a 2.5-mile walking trail on Pierson Road.
Peaceful Waters Sanctuary (opens in a new tab)About 30 acres of wetland with boardwalks and trails inside Village Park.
The Mall at Wellington Green (opens in a new tab)Regional shopping and dining on State Road 7 at Forest Hill Boulevard.
Wellington International (opens in a new tab)The showgrounds, home to the Winter Equestrian Festival from January to April and the Global Dressage Festival.

Zoned Public Schools

At the center of The Island, the School District of Palm Beach County zones Wellington Elementary (elementary), Wellington Landings Middle (middle) and Wellington High (high). Boundaries are set by address and can change, so we confirm them for the home you are considering.

Elementary

  • Wellington Elementary

Middle

  • Wellington Landings Middle

High

  • Wellington High

Find the Zoned School for an Address

How it came to be

A Short History of The Island

  1. 1972

    Developer Jim Nall bought about 7,200 acres first assembled by C. Oliver Wellington, the start of the planned community that became Wellington.

  2. 1979

    The oldest house in The Island on the county roll was built.

  3. 1987

    The median year built.

  4. 1995

    Wellington voters approved incorporation, and the Village of Wellington was formed on December 31, 1995.

  5. 2001

    The newest house on the county roll was completed.

Sources: Palm Beach County 2025 tax roll (Florida Department of Revenue), Wikipedia: Wellington, Florida, Florida Division of Corporations (Sunbiz).

The boundary

The Island on the Map

Questions

Questions Buyers Ask About The Island

What do homes in The Island cost right now?

No homes are listed for sale here right now. New listings come up through the year; ask me to watch for one. The market section above shows what homes here actually sold for over the past year.

Is The Island the same as Island of Wellington?

Yes. Island of Wellington is the name on the recorded plat; most people call it The Island.

Is The Island gated?

Yes, the entrance is gated. We confirm access arrangements for a specific home.

How big are the homes in The Island?

The typical house has about 2,700 square feet of living area on a lot of about a quarter acre.

When was The Island built?

From 1979 to 2001, according to the county roll.

How many homes are in The Island, and when were they built?

Palm Beach County property records list 59 residential parcels in The Island, most built 1981 to 1990, with a typical living area of about 2,700 square feet.

Who runs the The Island association?

The Island Homeowners Association, Inc. (Florida document 744002, filed August 21, 1978) is managed by Barnett Real Estate.

What are the association fees in The Island?

The fee table on this page is drawn live from current and recent listings. The seller’s disclosure, the association disclosure summary and the estoppel certificate confirm the exact amount for a specific home.

Is The Island gated?

The Island has a gated entrance; we confirm how access works for a specific home.

Which public schools serve The Island?

At the center of The Island, the School District of Palm Beach County zones Wellington Elementary (elementary), Wellington Landings Middle (middle) and Wellington High (high). Boundaries are set by address and can change, so we confirm them for the home you are considering.

The Island · Wellington

Let Us Take Care of the Details

Tell us the street or the home in The Island. We come back with the listings, the association’s fees and rules, and what similar homes sold for, then arrange the visits and coordinate every step to closing day.

Monika Phillips, Sales Associate, Douglas Elliman Real Estate

  • Association fees, rules and documents gathered for each home
  • Leasing and approval rules pulled up front
  • Tax bill and flood zone checked for the address
  • One team from the first look to closing day

New construction. Where this page mentions new or planned homes, prices, plans, features and timelines come from the builders and developers, are believed reliable but not guaranteed, and can change without notice. Renderings are artist’s concepts. Builders sell through their own sales teams; Monika Phillips and Douglas Elliman are not a builder’s sales agent unless a page says so. For homeowners’ association communities, review the disclosure summary and governing documents required by Chapter 720, Florida Statutes, before signing. Nothing on this page is an offer to sell, or a solicitation of an offer to buy, any property in any state where the offering has not been registered or exempted as required, including New York and New Jersey. No sale may be made to a resident of such a state until those requirements are met.