Westport, CT 55+ active adult communities & homes for sale - Page 3

172 communities near Westport

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Regency at Wappinger

$500ks

Regency at Wappinger, Wappingers Falls, NY

Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes

Woodcrest at Jacobs Hill

$200ks - $300ks

Woodcrest at Jacobs Hill, Cortlandt, NY

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes

Long Hill Village

$300ks - $400ks

Long Hill Village, Trumbull, CT

Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes

Four Seasons at Ridgemont

$800ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2014 | 108 homes

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

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

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Questions? Call us: (475) 471-1908

The Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes

Cheshire Square

$400ks - $600ks

Cheshire Square, Little Silver, NJ

Resale Only | 55+ age-restricted | Built 1974 - 1974 | 44 homes

The Club at Melville

$500ks

The Club at Melville, Melville, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes

Vineyards at Brookfield

$400ks - $500ks

Vineyards at Brookfield, Center Moriches, NY

New Construction | 55+ age-restricted | Built 2019 - present | 146 homes

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

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

5 rating (3 reviews)

Founders Ridge

$300ks - $400ks

Founders Ridge, Middletown, CT

New Construction | 55+ age-restricted | Built 2017 - present | 75 homes

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes

Regency at Prospect

$300ks - $400ks

Regency at Prospect, Prospect, CT

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

Equestra at Colts Neck Cr...

$600ks - $700ks

Equestra at Colts Neck Cr..., Farmingdale, NJ

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 483 homes

5 rating (2 reviews)

Benson Woods

$400ks - $600ks

Benson Woods, Middlebury, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes

Newbury Village

$400ks - $500ks

Newbury Village, Brookfield, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes

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

Questions? Call us: (475) 471-1908

Clockmaker's Hill

$100ks

Clockmaker's Hill, Winsted, CT

Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes

Fieldstone Village

$500ks - $800ks

Fieldstone Village, Orange, CT

Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes

Castle Heights of Cheshir...

$500ks - $600ks

Castle Heights of Cheshir..., Cheshire, CT

Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes

4.9 rating (14 reviews)

Chatfield Farms

$400ks - $700ks

Chatfield Farms, Beacon Falls, CT

New Construction | 55+ age-restricted | Built 2014 - present | 231 homes

Chimney Hill

$500ks - $700ks

Chimney Hill, Farmington, CT

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes

RiverWalk

$500ks - $600ks

RiverWalk, Branford, CT

New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes

Newington Ridge Preserve

$300ks - $400ks

Newington Ridge Preserve, Newington, CT

New Construction | 55+ age-restricted | Built 2014 - present | 16 homes

Baldwin Station

$400ks

Baldwin Station, Milford, CT

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes

The Powder Forest Homes

$500ks - $700ks

The Powder Forest Homes, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes

77 Sunset Lane

$400ks - $700ks

77 Sunset Lane, Ridgefield, CT

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes

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

Questions? Call us: (475) 471-1908

Bartlett Hollow

$200ks - $400ks

Bartlett Hollow, Middletown, CT

New Construction | 55+ age-restricted | Built 2015 - present | 25 homes

Autumn Estates

$500ks - $600ks

Autumn Estates, Farmington, CT

Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes

The Atrium of Portland

<$100k

The Atrium of Portland, Portland, CT

Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes

Boulder Brook

$200ks

Boulder Brook, Prospect, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes

Gloria Commons

$200ks - $300ks

Gloria Commons, Milford, CT

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes

Hopmeadow Place

$200ks - $300ks

Hopmeadow Place, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes

Oak Meadow Estates

$200ks - $300ks

Oak Meadow Estates, Torrington, CT

New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes

RiverBend Estates

$400ks

RiverBend Estates, Oxford, CT

New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes

Summer Wind Estates

$300ks - $400ks

Summer Wind Estates, North Haven, CT

New Construction | 55+ age-restricted | Built 2015 - present | 18 homes

The Woods at Dunham Pond

$200ks - $400ks

The Woods at Dunham Pond, New Fairfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes

Forest Mews

$300ks - $400ks

Forest Mews, Avon, CT

Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes

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

Questions? Call us: (475) 471-1908

The Village at Hunt Glen

$300ks

The Village at Hunt Glen, Granby, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes

O'Meara Farm

$400ks

O'Meara Farm, Farmington, CT

Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes

1 2 3 4...5

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

Jefferson Village

39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598

$349,000

2 beds

2 baths

1,000 sq ft

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598

Community: Jefferson Village

The Villages NJ

41 PIAZZA SAN PAOLA C, FREEHOLD, NJ, 077..., Freehold, NJ 07728

$410,000

2 beds

2 baths

1,008 sq ft

Ranch

41 PIAZZA SAN PAOLA C, FREEHOLD, NJ, 077...

Community: The Villages NJ

Heritage Village

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

$339,900

2 beds

2 baths

1,432 sq ft

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$420,000

2 beds

2 baths

1,432 sq ft

Condo

778 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (475) 471-1908

Shadow Lake Village

70 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$339,500

2 beds

1 baths

1,021 sq ft

Townhouse

70 LEXINGTON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

The Seasons at East Meadow

142 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554

$725,000

2 beds

3 baths

974 sq ft

Condo

142 SPRING DR, HEMPSTEAD, NY, 11554

Community: The Seasons at East Meadow

Heritage Village

176 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$274,900

2 beds

2 baths

1,044 sq ft

Condo

176 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

Dutchgate

1128 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580

$469,888

1 beds

2 baths

941 sq ft

Condo

1128 WILLOW LN, HEMPSTEAD, NY, 11580

Community: Dutchgate

Dutchgate

101 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580

$540,000

2 beds

2 baths

941 sq ft

Condo

101 WILLOW LN, HEMPSTEAD, NY, 11580

Community: Dutchgate

Glassbury Court at Hunterbrook

2329 DEPEYSTER DR, YORKTOWN, NY, 10567, Yorktown, NY 10567

$975,000

2 beds

4 baths

3,500 sq ft

Condo

2329 DEPEYSTER DR, YORKTOWN, NY, 10567

Community: Glassbury Court at Hunterbrook

Heritage Hills

812 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$789,000

2 beds

3 baths

1,531 sq ft

Condo

812 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

104 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$650,000

3 beds

3 baths

1,700 sq ft

Condo

104 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

364 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$619,222

2 beds

2 baths

1,484 sq ft

Condo

364 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Cheesequake Village

11 INDIANA CT 993, MATAWAN, NJ, 07747, Matawan, NJ 07747

$300,000

2 beds

1 baths

914 sq ft

Condo

11 INDIANA CT 993, MATAWAN, NJ, 07747

Community: Cheesequake Village

Leisure Village

387 WOODBRIDGE DR A, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$499,000

2 beds

2 baths

1,767 sq ft

Condo

387 WOODBRIDGE DR A, BROOKHAVEN, NY, 119...

Community: Leisure Village

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

Questions? Call us: (475) 471-1908

Glenwood Village

1661 OLD COUNTRY RD 77, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$335,000

2 beds

2 baths

1,248 sq ft

Manufactured Home

1661 OLD COUNTRY RD 77, RIVERHEAD, NY, 1...

Community: Glenwood 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

Meadow Brook Estates

802 SAGE HILL DR 802, OXFORD, CT, 06478, Oxford, CT 06478

$675,000

2 beds

3 baths

2,258 sq ft

Condo

802 SAGE HILL DR 802, OXFORD, CT, 06478

Community: Meadow Brook Estates

Leisure Knoll

346 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$419,000

2 beds

1 baths

1,050 sq ft

Condo

346 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Sunken Pond Estates

3102 AMEN COR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$525,000

2 beds

2 baths

1,587 sq ft

Condo

3102 AMEN COR, RIVERHEAD, NY, 11901

Community: Sunken Pond Estates

Rivington

71 WARRINGTON ROUND 71, DANBURY, CT, 068..., Danbury, CT 06810

$669,900

3 beds

3 baths

1,704 sq ft

Condo

71 WARRINGTON ROUND 71, DANBURY, CT, 068...

Community: Rivington

Rivington

3 HUMBER HILL RD 3, DANBURY, CT, 06810, Danbury, CT 06810

$774,900

3 beds

4 baths

2,120 sq ft

Condo

3 HUMBER HILL RD 3, DANBURY, CT, 06810

Community: Rivington

Heritage Hills

$839,000

3 beds

2 baths

1,793 sq ft

Condo

350 HERITAGE HILLS DR C, SOMERS, NY, 105...

Community: Heritage Hills

Shadow Lake Village

43 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$355,000

1 beds

1 baths

999 sq ft

Adult Community

43 LEXINGTON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Leisure Knoll

177 CANTERBURY DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$379,900

2 beds

1 baths

1,116 sq ft

Condo

177 CANTERBURY DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Sunrise Village

152 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782

$519,990

2 beds

2 baths

1,230 sq ft

Condo

152 REVERE DR, ISLIP, NY, 11782

Community: Sunrise Village

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

Questions? Call us: (475) 471-1908

The Greens at Half Hollow

1067 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$699,000

2 beds

2 baths

1,150 sq ft

Condo

1067 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

Jefferson Village

38 SUSSEX DR A, YORKTOWN, NY, 10598, Yorktown, NY 10598

$499,000

2 beds

1 baths

935 sq ft

Condo

38 SUSSEX DR A, YORKTOWN, NY, 10598

Community: Jefferson Village

The Villas at Jumping Brook

6 DORAL WAY, NEPTUNE TOWNSHIP, NJ, 07753, Neptune Township, NJ 07753

$729,000

2 beds

2 baths

1,742 sq ft

Ranch

6 DORAL WAY, NEPTUNE TOWNSHIP, NJ, 07753

Community: The Villas at Jumping Brook

Nobility Crest at Ocean

7 CENTRE ST 5302, OCEAN TWP, NJ, 07712, Ocean Twp, NJ 07712

$675,000

2 beds

2 baths

1,711 sq ft

Ranch

7 CENTRE ST 5302, OCEAN TWP, NJ, 07712

Community: Nobility Crest at Ocean

Strathmore Gate East

46 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$429,999

2 beds

2 baths

1,112 sq ft

House

46 FORGE LN, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

The Villages NJ

58 LARGO SAN NICOLA D, FREEHOLD, NJ, 077..., Freehold, NJ 07728

$414,900

2 beds

1 baths

1,064 sq ft

Ranch

58 LARGO SAN NICOLA D, FREEHOLD, NJ, 077...

Community: The Villages NJ

Foxwood Village

1407 MIDDLE RD 271, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$465,000

3 beds

2 baths

1,792 sq ft

Manufactured Home

1407 MIDDLE RD 271, RIVERHEAD, NY, 11933

Community: Foxwood Village

Four Seasons at Great Notch Spa and Club

59 QUARRY DR 4206, WOODLAND PARK, NJ, 07..., Woodland Park, NJ 07424

$939,900

2 beds

3 baths

Condo

59 QUARRY DR 4206, WOODLAND PARK, NJ, 07...

Community: Four Seasons at Great Notch Spa and Club

Four Seasons at Great Notch Spa and Club

59 QUARRY DR, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$939,900

2 beds

3 baths

59 QUARRY DR, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

The Greens at Half Hollow

581 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,199,900

2 beds

3 baths

1,941 sq ft

Condo

581 VERONA DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

Shadow Lake Village

13 CLAREMONT CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$425,000

1 beds

2 baths

House

13 CLAREMONT CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

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

Questions? Call us: (475) 471-1908

Surrey Downs

16 MORDEN CLOSE 1000, FREEHOLD, NJ, 0772..., Freehold, NJ 07728

$445,000

2 beds

2 baths

1,261 sq ft

Ranch

16 MORDEN CLOSE 1000, FREEHOLD, NJ, 0772...

Community: Surrey Downs

Granite Woods

35 NUTMEG RD B5, MIDDLEBURY, CT, 06762, Middlebury, CT 06762

$250,000

2 beds

1 baths

890 sq ft

Condo

35 NUTMEG RD B5, MIDDLEBURY, CT, 06762

Community: Granite Woods

Frequently Asked Questions

What size 55+ communities are there in Westport?

Of the 1 55+ community in Westport, it is for sale. By size, there is 1 small community with less than 500 homes.

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

The smallest 55+ community in Westport has 62 homes, the largest has 62 homes, and the average community consists of 62 homes.

Are there gated 55+ communities in Westport?

No, there are no gated 55+ communities in Westport.

Want more information about active adult communities around Westport?

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172 communities

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Westport, CT 55+ active adult communities & homes for sale - Page 3

172 communities near Westport

404 homes near Westport

2 beds

2 baths

1,078 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,008 sq ft

Ranch

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

1 baths

1,021 sq ft

Townhouse

2 beds

3 baths

974 sq ft

Condo

2 beds

2 baths

1,044 sq ft

Condo

1 beds

2 baths

941 sq ft

Condo

2 beds

2 baths

941 sq ft

Condo

2 beds

4 baths

3,500 sq ft

Condo

2 beds

3 baths

1,531 sq ft

Condo

3 beds

3 baths

1,700 sq ft

Condo

2 beds

2 baths

1,484 sq ft

Condo

2 beds

1 baths

914 sq ft

Condo

2 beds

2 baths

1,767 sq ft

Condo

2 beds

2 baths

1,248 sq ft

Manufactured Home

2 beds

2 baths

1,624 sq ft

Manufactured Home

2 beds

3 baths

2,258 sq ft

Condo

2 beds