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

172 communities near Westport

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Winthrop Court

$400ks - $600ks

Winthrop Court, Clifton, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes

Bear's Cove

$800ks - $900ks

Bear's Cove, Ramsey, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 104 homes

5 rating (1 reviews)

The Villas at Jumping Bro...

$300ks - $500ks

The Villas at Jumping Bro..., Neptune Township, NJ

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 168 homes

Cheshire Square

$400ks - $600ks

Cheshire Square, Little Silver, NJ

Resale Only | 55+ age-restricted | Built 1974 - 1974 | 44 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 Westport? 55places can help!

Questions? Call us: (475) 471-1908

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

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

Newbury Village

$400ks - $500ks

Newbury Village, Brookfield, CT

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

Park Glen

$300ks - $500ks

Park Glen, New Milford, CT

Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes

Baldwin Station

$400ks

Baldwin Station, Milford, CT

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

Billingsgate

$400ks - $600ks

Billingsgate, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 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.

Hopmeadow Place

$200ks - $300ks

Hopmeadow Place, Simsbury, CT

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

Regency Meadows

$500ks

Regency Meadows, Trumbull, CT

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

Autumn Fields

$200ks - $300ks

Autumn Fields, Enfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes

Oak Meadow Estates

$200ks - $300ks

Oak Meadow Estates, Torrington, CT

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

The Pines at Bohemia

$400ks - $500ks

The Pines at Bohemia, Bohemia, NY

New Construction | 55+ age-restricted | Built 2019 - present | 20 homes

The Polo Club at Islandia

$600ks - $700ks

The Polo Club at Islandia, Islandia, NY

New Construction | 55+ age-restricted | Built 2019 - present | 72 homes

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

Questions? Call us: (475) 471-1908

The Club at Melville

$500ks

The Club at Melville, Melville, NY

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

Eden Park

$500ks - $600ks

Eden Park, Clarkstown, NY

Resale Only | 55+ age-restricted | Built 2011 - 2011 | 34 homes

Cedar Village at Holmdel

$500ks - $600ks

Cedar Village at Holmdel, Holmdel Township, NJ

Resale Only | 55+ age-restricted | Built 1997 - 2005 | 158 homes

RiverBend Estates

$400ks

RiverBend Estates, Oxford, CT

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

5 rating (1 reviews)

Four Seasons at Great Not...

$400ks - $700ks

Four Seasons at Great Not..., Woodland Park, NJ

Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 homes

Four Seasons at Ridgemont

$800ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

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

Wolfe Landing

$500ks - $600ks

Wolfe Landing, Clarkstown, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes

3.7 rating (3 reviews)

Nobility Crest at Ocean

$300ks - $500ks

Nobility Crest at Ocean, Ocean Township, NJ

New and Resale | 55+ age-restricted | Built 2006 - present | 198 homes

Summer Wind Estates

$300ks - $400ks

Summer Wind Estates, North Haven, CT

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

5 rating (1 reviews)

Four Seasons at North Cal...

$700ks - $800ks

Four Seasons at North Cal..., North Caldwell, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 108 homes

Four Seasons at Cedar Gro...

$400ks - $600ks

Four Seasons at Cedar Gro..., Cedar Grove, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2005 | 156 homes

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

Questions? Call us: (475) 471-1908

Four Seasons at Wayne

$300ks - $400ks

Four Seasons at Wayne, Wayne, NJ

Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 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 (1 reviews)

Regency at Trotters Point...

$700ks - $800ks

Regency at Trotters Point..., Tinton Falls, NJ

Resale Only | 55+ age-restricted | Built 2014 - 2021 | 181 homes

The Seasons at Plainview

$500ks - $600ks

The Seasons at Plainview, Plainview, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes

Regency at Holmdel

$900ks - $1Ms

Regency at Holmdel, Holmdel, NJ

Resale Only | 55+ age-restricted | Built 2016 - 2019 | 181 homes

5 rating (1 reviews)

Enclave at Ocean

$900ks

Enclave at Ocean, Tinton Falls, NJ

Resale Only | 55+ age-restricted | Built 2017 - 2022 | 75 homes

Forest Mews

$300ks - $400ks

Forest Mews, Avon, CT

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

Regency at Allaire

$700ks - $900ks

Regency at Allaire, Farmingdale, NJ

New Construction | 55+ age-restricted | Built 2020 - present | 98 homes

Stoneleigh Woods at Carme...

$400ks

Stoneleigh Woods at Carme..., Carmel, NY

Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes

Applegate Estates

$500ks - $400ks

Applegate Estates, Southington, CT

New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes

The Village at Hunt Glen

$300ks

The Village at Hunt Glen, Granby, CT

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

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

Questions? Call us: (475) 471-1908

O'Meara Farm

$400ks

O'Meara Farm, Farmington, CT

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

1 2 3 4...5

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

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

Glenwood Village

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

$419,000

2 beds

2 baths

1,624 sq ft

Manufactured Home

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

Community: Glenwood Village

New Fairfield at St. James

704 FENWAY RD, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$519,000

2 beds

2 baths

1,292 sq ft

Condo

704 FENWAY RD, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

New The Villages NJ

61C PIAZZA VITTORIA, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$349,999

2 beds

1 baths

1,082 sq ft

House

61C PIAZZA VITTORIA, FREEHOLD, NJ, 07728

Community: The Villages NJ

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

Questions? Call us: (475) 471-1908

New Regency at Wappinger

5 PALMERTON DR, WAPPINGER, NY, 12590, Wappinger, NY 12590

$829,900

2 beds

3 baths

3,156 sq ft

Condo

5 PALMERTON DR, WAPPINGER, NY, 12590

Community: Regency at Wappinger

New Chelsea Square

114 BLOOMSBURY DR 114, MORGANVILLE, NJ, ..., Morganville, NJ 07751

$505,000

2 beds

2 baths

1,491 sq ft

Adult Community

114 BLOOMSBURY DR 114, MORGANVILLE, NJ, ...

Community: Chelsea Square

New The Village at Oxford Greens

84 LINKS WAY 84, OXFORD, CT, 06478, Oxford, CT 06478

$710,000

3 beds

3 baths

2,008 sq ft

Condo

84 LINKS WAY 84, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Autumn Fields

24 QUAIL HOLW 24, ENFIELD, CT, 06082, Enfield, CT 06082

$339,000

1 beds

2 baths

1,235 sq ft

Condo

24 QUAIL HOLW 24, ENFIELD, CT, 06082

Community: Autumn Fields

Heritage Village

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

$310,000

2 beds

2 baths

1,432 sq ft

Condo

722 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Country Pointe Plainview

30101 SPRUCE POND CIR, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803

$1,200,000

2 beds

2 baths

1,379 sq ft

Condo

30101 SPRUCE POND CIR, OYSTER BAY, NY, 1...

Community: Country Pointe Plainview

Enclave at Shrewsbury

114 CAMPBELL CT, SHREWSBURY BORO, NJ, 07..., Shrewsbury Boro, NJ 07702

$1,175,000

3 beds

3 baths

2,560 sq ft

House

114 CAMPBELL CT, SHREWSBURY BORO, NJ, 07...

Community: Enclave at Shrewsbury

HarborView

$1,299,000

3 beds

3 baths

2,426 sq ft

Condo

100 HARBOR VIEW DR 630, NORTH HEMPSTEAD,...

Community: HarborView

Heritage Village

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

$309,000

2 beds

2 baths

1,432 sq ft

Condo

970 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Rivington

44 WARRINGTON ROUND ST 44, DANBURY, CT, ..., Danbury, CT 06810

$628,000

3 beds

3 baths

1,600 sq ft

Condo

44 WARRINGTON ROUND ST 44, DANBURY, CT, ...

Community: Rivington

Surrey Downs

47 DATCHET CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$455,000

2 beds

2 baths

1,261 sq ft

Ranch

47 DATCHET CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

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

Questions? Call us: (475) 471-1908

Leisure Glen

477 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$589,000

2 beds

2 baths

1,434 sq ft

Condo

477 LEISURE DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Country Pointe Plainview

38204 WINTERBERRY DR, OYSTER BAY, NY, 11..., Oyster Bay, NY 11803

$1,585,000

2 beds

2 baths

1,989 sq ft

Condo

38204 WINTERBERRY DR, OYSTER BAY, NY, 11...

Community: Country Pointe Plainview

The Manors at The Colony Preserve

41 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967

$485,000

2 beds

2 baths

1,557 sq ft

Condo

41 GREENTREE CT, BROOKHAVEN, NY, 11967

Community: The Manors at The Colony Preserve

Heritage Village

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

$427,500

2 beds

2 baths

1,398 sq ft

Condo

411 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$319,000

2 beds

2 baths

1,432 sq ft

Condo

620 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Country Pointe Preserve

119 MIA LN 76, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980

$940,000

2 beds

3 baths

2,187 sq ft

Condo

119 MIA LN 76, BROOKHAVEN, NY, 11980

Community: Country Pointe Preserve

Shady Oaks

64 ARROWWOOD CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$355,000

2 beds

2 baths

1,124 sq ft

House

64 ARROWWOOD CT, RED BANK, NJ, 07701

Community: Shady Oaks

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...

Community: The Village at Oxford Greens

Sunken Pond Estates

403 WINGED FOOT WAY, RIVERHEAD, NY, 1190..., Riverhead, NY 11901

$520,000

2 beds

2 baths

1,350 sq ft

Condo

403 WINGED FOOT WAY, RIVERHEAD, NY, 1190...

Community: Sunken Pond Estates

Saddle Lakes

157 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$595,000

2 beds

2 baths

1,386 sq ft

Condo

157 SCENIC LAKE DR, RIVERHEAD, NY, 11901

Community: Saddle Lakes

Shadow Lake Village

38 BERKSHIRE CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$699,000

2 beds

3 baths

1,408 sq ft

Townhouse

38 BERKSHIRE 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

Village Estates

30 SARAH CT, BABYLON, NY, 11701, Babylon, NY 11701

$599,000

2 beds

2 baths

1,251 sq ft

Condo

30 SARAH CT, BABYLON, NY, 11701

Community: Village Estates

Shadow Lake Village

21 CONCORD CT A, RED BANK, NJ, 07701, Red Bank, NJ 07701

$474,900

2 beds

2 baths

1,066 sq ft

House

21 CONCORD CT A, RED BANK, NJ, 07701

Community: Shadow Lake Village

The Greens at Half Hollow

643 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,299,999

3 beds

3 baths

2,500 sq ft

Condo

643 VERONA DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

Regency at Prospect

133 SYCAMORE DR, PROSPECT, CT, 06712, Prospect, CT 06712

$550,000

2 beds

3 baths

1,850 sq ft

Condo

133 SYCAMORE DR, PROSPECT, CT, 06712

Community: Regency at Prospect

Vineyards at Moriches

19 EMILIE DR, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934

$775,000

2 beds

3 baths

2,251 sq ft

Condo

19 EMILIE DR, BROOKHAVEN, NY, 11934

Community: Vineyards at Moriches

Leisure Glen

279 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$569,999

2 beds

2 baths

1,542 sq ft

Condo

279 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

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 Hills

675 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589

$825,000

2 beds

2 baths

1,663 sq ft

Condo

675 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

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 Retreat at Carmel

88 BLAIR HEIGHTS, CARMEL, NY, 10512, Carmel, NY 10512

$699,000

3 beds

3 baths

2,695 sq ft

Condo

88 BLAIR HEIGHTS, CARMEL, NY, 10512

Community: The Retreat at Carmel

Heritage Hills

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

$679,000

2 beds

2 baths

1,470 sq ft

Condo

370 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

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

Questions? Call us: (475) 471-1908

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

$269,900

2 beds

2 baths

1,032 sq ft

Condo

23 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Frequently Asked Questions

What size 55+ communities are there in Westport?

In Westport, 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.

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

On average, listings in 55+ community in Westport stay on the market for around 19 days. The average price of homes for sale in this community is approximately $459,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Whitney Glen average around $459,000.

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

393 homes near Westport

2 beds

2 baths

1,130 sq ft

Condo

2 beds

2 baths

1,008 sq ft

Ranch

2 beds

2 baths

1,624 sq ft

Manufactured Home

2 beds

2 baths

1,292 sq ft

Condo

2 beds

1 baths

1,082 sq ft

House

2 beds

3 baths

3,156 sq ft

Condo

2 beds

2 baths

1,491 sq ft

Adult Community

3 beds

3 baths

2,008 sq ft

Condo

1 beds

2 baths

1,235 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,379 sq ft

Condo

3 beds

3 baths

2,560 sq ft

House

3 beds

3 baths

2,426 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

3 beds

3 baths

1,600 sq ft

Condo

2 beds

2 baths

1,261 sq ft

Ranch

2 beds

2 baths

1,434 sq ft

Condo

2 beds

2 baths

1,989 sq ft

Condo

2 beds

2 baths

1,557 sq ft

Condo

2 beds