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

110 communities 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

5 rating (2 reviews)

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

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

Questions? Call us: (631) 898-5616

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

The Manors at The Colony ...

$300ks - $400ks

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

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

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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

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

Questions? Call us: (631) 898-5616

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

New Construction | 55+ age-restricted | Built 2024 - present | 152 homes

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

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

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

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

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

Questions? Call us: (631) 898-5616

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

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

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

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

Snug Harbor

$600ks - $700ks

Snug Harbor, Amityville, NY

Resale Only | 55+ age-restricted | Built 1970 - 1974 | 176 homes

Founders Village

$400ks - $500ks

Founders Village, Southold, NY

Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes

Harbor View Estates

$400ks - $600ks

Harbor View Estates, Copiague, NY

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

Eagles Walk at East Quogu...

$300ks - $400ks

Eagles Walk at East Quogu..., East Quogue, NY

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes

The Seasons at East North...

$700ks

The Seasons at East North..., East Northport, NY

New Construction | 55+ age-restricted | Built 2023 - present | 190 homes

The Cottages at Wire Mill

$1Ms

The Cottages at Wire Mill, Stamford, CT

New Construction | 55+ age-restricted | Built 2026 - present | 9 homes

Granite Woods

$600ks - $700ks

Granite Woods, Middlebury, CT

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

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

Questions? Call us: (631) 898-5616

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

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

Regency at Prospect

$300ks - $400ks

Regency at Prospect, Prospect, CT

Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes

1 2...3

Greenwood Village

201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$250,000

2 beds

2 baths

1,078 sq ft

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Greenwood Village

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1..., Brookhaven, NY 11949

$245,000

2 beds

2 baths

1,130 sq ft

Condo

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1...

Community: Greenwood Village

Glenwood Village

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901

$410,000

2 beds

2 baths

1,624 sq ft

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...

Community: Glenwood Village

New Greenwood Village

65 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$110,000

1 beds

1 baths

928 sq ft

Mobile Home

65 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New Spring Lake Village

102 TIMBER RDG 102, SOUTHINGTON, CT, 064..., Southington, CT 06489

$210,000

1 beds

1 baths

920 sq ft

Condo

102 TIMBER RDG 102, SOUTHINGTON, CT, 064...

Community: Spring Lake Village

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

Questions? Call us: (631) 898-5616

New Woodridge Strathmore Terrace

19 HEARTHSIDE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$459,000

2 beds

2 baths

1,105 sq ft

Condo

19 HEARTHSIDE DR, BROOKHAVEN, NY, 11766

Community: Woodridge Strathmore Terrace

New Heritage Village

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

$414,900

2 beds

2 baths

1,398 sq ft

Condo

886 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Encore at Lake Grove

39 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$625,000

2 beds

3 baths

1,868 sq ft

Condo

39 SYMPHONY DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

New Regency Meadows

17 REGENCY CIR 17, TRUMBULL, CT, 06611, Trumbull, CT 06611

$765,000

4 beds

4 baths

2,597 sq ft

Condo

17 REGENCY CIR 17, TRUMBULL, CT, 06611

Community: Regency Meadows

New Oronoque Village

71 DAKOTA LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$600,000

1 beds

2 baths

1,375 sq ft

Condo

71 DAKOTA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Stone Ridge Estates

154 CHRISTINE DR, HUNTINGTON, NY, 11746, Huntington, NY 11746

$760,000

2 beds

2 baths

1,695 sq ft

Condo

154 CHRISTINE DR, HUNTINGTON, NY, 11746

Community: Stone Ridge Estates

New Meadowbrook Pointe Athletic Club & Spa

103 ROOSEVELT WAY, HEMPSTEAD, NY, 11590, Hempstead, NY 11590

$1,169,000

2 beds

2 baths

2,036 sq ft

Condo

103 ROOSEVELT WAY, HEMPSTEAD, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

The Summit at Bethel

15 BRIAR RIDGE DR 15, BETHEL, CT, 06801, Bethel, CT 06801

$689,000

2 beds

3 baths

2,104 sq ft

Condo

15 BRIAR RIDGE DR 15, BETHEL, CT, 06801

Community: The Summit at Bethel

The Waterways at Moriches

612 BAY VIEW CIR 12, BROOKHAVEN, NY, 119..., Brookhaven, NY 11955

$799,000

2 beds

3 baths

1,874 sq ft

Condo

612 BAY VIEW CIR 12, BROOKHAVEN, NY, 119...

Community: The Waterways at Moriches

Country Pointe Preserve

128 JUNIPER LN 26, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980

$895,000

2 beds

3 baths

1,998 sq ft

Condo

128 JUNIPER LN 26, BROOKHAVEN, NY, 11980

Community: Country Pointe Preserve

Leisure Village

167 VENTRY CT D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$259,000

1 beds

1 baths

684 sq ft

Condo

167 VENTRY CT D, BROOKHAVEN, NY, 11961

Community: Leisure Village

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

Questions? Call us: (631) 898-5616

Windcrest East

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933

$799,000

3 beds

3 baths

2,620 sq ft

House

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...

Community: Windcrest East

Fairfield at St. James

111 FAIRFIELD DR 111, SMITHTOWN, NY, 117..., Smithtown, NY 11780

$599,999

2 beds

2 baths

1,733 sq ft

Condo

111 FAIRFIELD DR 111, SMITHTOWN, NY, 117...

Community: Fairfield at St. James

Founders Village

2555 YOUNGS AVE 11A, SOUTHOLD, NY, 11971, Southold, NY 11971

$605,000

2 beds

2 baths

1,200 sq ft

Condo

2555 YOUNGS AVE 11A, SOUTHOLD, NY, 11971

Community: Founders Village

Oronoque Village

476 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$565,000

1 beds

3 baths

1,426 sq ft

Condo

476 COMMANCHE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Leisure Village

250A NEWCASTLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$359,000

2 beds

1 baths

1,085 sq ft

Condo

250A NEWCASTLE CT, BROOKHAVEN, NY, 11961

Community: Leisure Village

Leisure Knoll

330 BROWNFIELD DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$429,000

2 beds

1 baths

1,020 sq ft

Condo

330 BROWNFIELD DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Leisure Village

190 VENTRY CT F, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$269,000

1 beds

1 baths

684 sq ft

Condo

190 VENTRY CT F, BROOKHAVEN, NY, 11961

Community: Leisure Village

Heritage Village

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

$215,000

2 beds

2 baths

1,000 sq ft

Condo

751 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Newtown Woods

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064..., Newtown, CT 06470

$495,000

2 beds

2 baths

1,483 sq ft

Condo

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064...

Community: Newtown Woods

Leisure Glen

7 SAGAPONACK CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$599,000

2 beds

2 baths

1,867 sq ft

Condo

7 SAGAPONACK CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

The Seasons at East Northport

157 AUGUST CIR, HUNTINGTON, NY, 11731, Huntington, NY 11731

$998,000

2 beds

3 baths

2,516 sq ft

Condo

157 AUGUST CIR, HUNTINGTON, NY, 11731

Community: The Seasons at East Northport

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

Questions? Call us: (631) 898-5616

Regency at Prospect

112 CHERRY CIR 112, PROSPECT, CT, 06712, Prospect, CT 06712

$338,903

3 beds

2 baths

1,500 sq ft

Condo

112 CHERRY CIR 112, PROSPECT, CT, 06712

Community: Regency at Prospect

Fairfield at St. James

403 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$425,000

1 beds

1 baths

1,017 sq ft

Condo

403 CABOT CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Meadow Brook Estates

107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478

$625,000

3 beds

3 baths

1,922 sq ft

Condo

107 MEADOW BROOK RD 107, OXFORD, CT, 064...

Community: Meadow Brook Estates

Heritage Village

40 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488

$270,000

2 beds

2 baths

1,308 sq ft

Condo

40 HERITAGE VLG F, SOUTHBURY, CT, 06488

Community: Heritage Village

The Summit at Bethel

14 GREAT HILL DR 14, BETHEL, CT, 06801, Bethel, CT 06801

$699,000

3 beds

3 baths

2,744 sq ft

Condo

14 GREAT HILL DR 14, BETHEL, CT, 06801

Community: The Summit at Bethel

Oronoque Village

615 CHEROKEE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$574,900

2 beds

3 baths

1,426 sq ft

Condo

615 CHEROKEE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Harbor View Estates

301 ANCHOR CT, BABYLON, NY, 11726, Babylon, NY 11726

$625,000

1 beds

2 baths

1,213 sq ft

Condo

301 ANCHOR CT, BABYLON, NY, 11726

Community: Harbor View Estates

The Waterways at Moriches

606 BAY VIEW CIR 6, BROOKHAVEN, NY, 1195..., Brookhaven, NY 11955

$749,000

2 beds

3 baths

1,860 sq ft

Condo

606 BAY VIEW CIR 6, BROOKHAVEN, NY, 1195...

Community: The Waterways at Moriches

Founders Ridge

UNIT 2-41 WEBSTER LN 145, MIDDLETOWN, CT..., Middletown, CT 06457

$689,000

2 beds

2 baths

1,555 sq ft

UNIT 2-41 WEBSTER LN 145, MIDDLETOWN, CT...

Community: Founders Ridge

Leisure Glen

20 WAINSCOTT CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$599,999

2 beds

2 baths

1,666 sq ft

Condo

20 WAINSCOTT CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Leisure Glen

9 OAKDALE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$619,000

2 beds

2 baths

1,882 sq ft

House

9 OAKDALE CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

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

Questions? Call us: (631) 898-5616

Country Pointe Plainview

43101 SILVER BIRCH LN, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803

$1,750,000

2 beds

2 baths

2,178 sq ft

House

43101 SILVER BIRCH LN, OYSTER BAY, NY, 1...

Community: Country Pointe Plainview

Sunrise Village

97 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782

$519,000

2 beds

2 baths

1,046 sq ft

Condo

97 REVERE DR, ISLIP, NY, 11782

Community: Sunrise Village

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

110 communities

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: Sep 22, 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

110 communities near Westhampton

243 homes near Westhampton

2 beds

2 baths

1,078 sq ft

Condo

2 beds

2 baths

1,130 sq ft

Condo

2 beds

2 baths

1,624 sq ft

Manufactured Home

1 beds

1 baths

928 sq ft

Mobile Home

1 beds

1 baths

920 sq ft

Condo

2 beds

2 baths

1,105 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

3 baths

1,868 sq ft

Condo

4 beds

4 baths

2,597 sq ft

Condo

1 beds

2 baths

1,375 sq ft

Condo

2 beds

2 baths

1,695 sq ft

Condo

2 beds

2 baths

2,036 sq ft

Condo

2 beds

3 baths

2,104 sq ft

Condo

2 beds

3 baths

1,874 sq ft

Condo

2 beds

3 baths

1,998 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

3 beds

3 baths

2,620 sq ft

House

2 beds

2 baths

1,733 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

1 beds