Westhampton, NY 55+ active adult communities & homes for sale - Page 4

265 homes near Westhampton

Sort by:

Relevance

3.6 rating (7 reviews)

Heritage Village

$200ks - $500ks

Heritage Village, Southbury, CT

Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes

The Village at Oxford Gre...

$400ks - $500ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes

5 rating (2 reviews)

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes

Want to learn more about 55+ communities in Westhampton? 55places can help!

Questions? Call us: (631) 898-5616

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes

Rivington

$300ks - $900ks

Rivington, Danbury, CT

New and Resale | Age-targeted | Built 2006 - present | 1,050 homes

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes

5 rating (2 reviews)

Fairfield at St. James

$300ks - $500ks

Fairfield at St. James, St. James, NY

Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes

Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

The Manors at The Colony ...

$300ks - $400ks

The Manors at The Colony ..., Shirley, NY

New Construction | 55+ age-restricted | Built 2013 - present | 150 homes

The Greens at Half Hollow

$600ks - $1Ms

The Greens at Half Hollow, Melville, NY

Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

New Construction | 55+ age-restricted | Built 2017 - present | 660 homes

Want to learn more about 55+ communities in Westhampton? 55places can help!

Questions? Call us: (631) 898-5616

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes

5 rating (1 reviews)

Encore at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes

1 rating (1 reviews)

Plymouth Estates at Mount...

$400ks - $500ks

Plymouth Estates at Mount..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes

Granite Woods

$600ks - $700ks

Granite Woods, Middlebury, CT

New Construction | 55+ age-restricted | Built 2020 - present | 24 homes

Regency Meadows

$500ks

Regency Meadows, Trumbull, CT

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes

Want to learn more about 55+ communities in Westhampton? 55places can help!

Questions? Call us: (631) 898-5616

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes

4.6 rating (9 reviews)

Meadowbrook Pointe Links ...

$300ks - $700ks

Meadowbrook Pointe Links ..., Medford, NY

New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

New Construction | 55+ age-restricted | Built 2023 - present | 70 homes

The Villas at Narraganset...

$400ks

The Villas at Narraganset..., Lindenhurst, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes

Harbor View Estates

$400ks - $600ks

Harbor View Estates, Copiague, NY

New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 homes

Windcrest East

$400ks - $500ks

Windcrest East, Calverton, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes

Country Village Estates

$300ks

Country Village Estates, Coram, NY

Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes

Want to learn more about 55+ communities in Westhampton? 55places can help!

Questions? Call us: (631) 898-5616

5 rating (1 reviews)

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes

1 2...3

The Village at Oxford Greens

733 CHAMPIONSHIP DR 733, OXFORD, CT, 064..., Oxford, CT 06478

$624,900

2 beds

3 baths

1,673 sq ft

Condo

733 CHAMPIONSHIP DR 733, OXFORD, CT, 064...

279 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Want to learn more about 55+ communities in Westhampton? 55places can help!

Questions? Call us: (631) 898-5616

Newtown Woods

623 BROOKSIDE CT 623, NEWTOWN, CT, 06470, Newtown, CT 06470

$498,900

2 beds

2 baths

1,504 sq ft

Condo

623 BROOKSIDE CT 623, NEWTOWN, CT, 06470

Community: Newtown Woods

Heritage Village

875 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$225,000

1 beds

1 baths

928 sq ft

Condo

875 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

The Village at Buckingham

13 KENINGTON RD 13, AVON, CT, 06001, Avon, CT 06001

$639,900

3 beds

3 baths

2,024 sq ft

Condo

13 KENINGTON RD 13, AVON, CT, 06001

Community: The Village at Buckingham

Heritage Village

23 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$264,900

2 beds

2 baths

1,032 sq ft

Condo

23 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

4 HERITAGE CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$465,000

2 beds

2 baths

1,398 sq ft

Condo

4 HERITAGE CIR A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

569 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$305,000

2 beds

2 baths

1,032 sq ft

Condo

569 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Encore at Lake Grove

20 SONATA CT, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$650,000

2 beds

3 baths

1,378 sq ft

Condo

20 SONATA CT, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

Meadow Brook Estates

188 EASTWOOD DR 188, SEYMOUR, CT, 06483, Seymour, CT 06483

$589,900

2 beds

3 baths

2,358 sq ft

Condo

188 EASTWOOD DR 188, SEYMOUR, CT, 06483

Community: Meadow Brook Estates

Vineyards at Blue Point

11 HALLEY DR, BROOKHAVEN, NY, 11772, Brookhaven, NY 11772

$800,000

2 beds

2 baths

1,563 sq ft

Condo

11 HALLEY DR, BROOKHAVEN, NY, 11772

Community: Vineyards at Blue Point

Oronoque Village

315 NAVAJO LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$475,000

2 beds

3 baths

1,434 sq ft

Condo

315 NAVAJO LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

774 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$308,000

2 beds

2 baths

1,432 sq ft

Condo

774 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Want to learn more about 55+ communities in Westhampton? 55places can help!

Questions? Call us: (631) 898-5616

Woodridge Strathmore Terrace

8 CHIPPENDALE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$549,000

2 beds

2 baths

1,240 sq ft

Condo

8 CHIPPENDALE DR, BROOKHAVEN, NY, 11766

Community: Woodridge Strathmore Terrace

Heritage Village

28 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$232,000

1 beds

1 baths

928 sq ft

Condo

28 HERITAGE CIR B, SOUTHBURY, CT, 06488

Community: Heritage Village

Greenwood Village

17 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$155,000

2 beds

2 baths

1,160 sq ft

House

17 DOGWOOD LN, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Heritage Village

214 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$200,000

2 beds

2 baths

1,076 sq ft

Condo

214 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Village

238 BLACKPOOL CT A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$359,000

2 beds

1 baths

1,085 sq ft

Condo

238 BLACKPOOL CT A, BROOKHAVEN, NY, 1196...

Community: Leisure Village

Leisure Glen

15 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$569,900

2 beds

2 baths

1,476 sq ft

Condo

15 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Heritage Village

732 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$225,000

2 beds

2 baths

1,000 sq ft

Condo

732 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Park Glen

4 RAINBOW CT 4, NEW MILFORD, CT, 06776, New Milford, CT 06776

$629,000

2 beds

4 baths

2,600 sq ft

Condo

4 RAINBOW CT 4, NEW MILFORD, CT, 06776

Community: Park Glen

Heritage Village

783 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$335,000

2 beds

2 baths

1,432 sq ft

Condo

783 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Country Village Estates

175 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$449,000

2 beds

2 baths

1,340 sq ft

Condo

175 THEODORE DR, BROOKHAVEN, NY, 11727

Community: Country Village Estates

Heritage Village

738 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$299,900

2 beds

2 baths

1,398 sq ft

Condo

738 HERITAGE VLG A, SOUTHBURY, CT, 06488

Condo

559 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Want to learn more about 55+ communities in Westhampton? 55places can help!

Questions? Call us: (631) 898-5616

Rivington

714 CENTER MEADOW LN 714, DANBURY, CT, 0..., Danbury, CT 06810

$497,000

2 beds

2 baths

1,258 sq ft

Condo

714 CENTER MEADOW LN 714, DANBURY, CT, 0...

Community: Rivington

Kensington Estates

44 PLAINVIEW RD, OYSTER BAY, NY, 11797, Oyster Bay, NY 11797

$1,999,888

6 beds

5 baths

4,333 sq ft

House

44 PLAINVIEW RD, OYSTER BAY, NY, 11797

Community: Kensington Estates

1 2 3 4 5 6…7

Frequently Asked Questions

What size 55+ communities are there in Westhampton?

In Westhampton, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Westhampton?

The smallest 55+ community in Westhampton has 189 homes, the largest has 189 homes, and the average community consists of 189 homes.

Are there gated 55+ communities in Westhampton?

Yes, there is gated 55+ community in Westhampton. The only 55+ community in Westhampton is gated. For instance, Westhampton Pines is a gated community with 189 homes.

How long do listings in 55+ communities in Westhampton typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Westhampton stay on the market for around 583 days. The average price of homes for sale in this community is approximately $1,253,226, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Westhampton Pines average around $1,253,226.

Want more information about active adult communities around Westhampton?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting optout@55places.com. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Westhampton?

Call us: (631) 898-5616

265 homes

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Oct 08, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Westhampton, NY 55+ active adult communities & homes for sale - Page 4

110 communities near Westhampton

265 homes near Westhampton

2 beds

3 baths

1,673 sq ft

Condo

2 beds

2 baths

1,350 sq ft

Condo

2 beds

3 baths

1,850 sq ft

Condo

2 beds

3 baths

2,251 sq ft

Condo

2 beds

2 baths

1,542 sq ft

Condo

2 beds

2 baths

1,504 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

3 beds

3 baths

2,024 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

2 beds

3 baths

1,378 sq ft

Condo

2 beds

3 baths

2,358 sq ft

Condo

2 beds

2 baths

1,563 sq ft

Condo

2 beds

3 baths

1,434 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,240 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

2 beds

2 baths

1,160 sq ft

House

2 beds