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

120 communities near Portland

Sort by:

Relevance

No reviews yet

The Polo Club at Islandia

$600Ks - $600Ks

The Polo Club at Islandia, Islandia, NY

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

No reviews yet

Long Hill Village

$300Ks - $400Ks

Long Hill Village, Trumbull, CT

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

No reviews yet

Regency at Woodbridge

$500Ks - $700Ks

Regency at Woodbridge, Woodbridge, CT

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

No reviews yet

The Village at Hunt Glen

$300Ks - $300Ks

The Village at Hunt Glen, Granby, CT

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

No reviews yet

Sonoma Woods

$300Ks - $300Ks

Sonoma Woods, Middletown, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes

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

Questions? Call us: (860) 854-7490

No reviews yet

Eagles Walk at East Quogu...

$500Ks - $500Ks

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

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

No reviews yet

Hopmeadow Place

$200Ks - $300Ks

Hopmeadow Place, Simsbury, CT

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

No reviews yet

Whitney Glen

$500Ks - $600Ks

Whitney Glen, Westport, CT

Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes

No reviews yet

RiverWalk

$500Ks - $600Ks

RiverWalk, Branford, CT

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

No reviews yet

Autumn Fields

$200Ks - $300Ks

Autumn Fields, Enfield, CT

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

No reviews yet

The Village at Buckingham

$300Ks - $400Ks

The Village at Buckingham, Avon, CT

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes

No reviews yet

77 Sunset Lane

$400Ks - $700Ks

77 Sunset Lane, Ridgefield, CT

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

No reviews yet

Evergreen

$400Ks - $500Ks

Evergreen, Cromwell, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes

No reviews yet

Regency Meadows

$500Ks - $500Ks

Regency Meadows, Trumbull, CT

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

No reviews yet

Gloria Commons

$200Ks - $300Ks

Gloria Commons, Milford, CT

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

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

Questions? Call us: (860) 854-7490

No reviews yet

Eastport Meadows

$400Ks - $400Ks

Eastport Meadows, Eastport, NY

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes

No reviews yet

Bramble Ridge

$400Ks - $500Ks

Bramble Ridge, Suffield, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes

No reviews yet

Chimney Hill

$500Ks - $700Ks

Chimney Hill, Farmington, CT

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

No reviews yet

Village Vistas

$800Ks - $1Ms

Village Vistas, Port Jefferson, NY

Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes

No reviews yet

Harbor View Estates

$400Ks - $600Ks

Harbor View Estates, Copiague, NY

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

No reviews yet

Forest Mews

$300Ks - $400Ks

Forest Mews, Avon, CT

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

No reviews yet

Hidden Harbor Estates

$500Ks - $600Ks

Hidden Harbor Estates, Copiague, NY

Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes

No reviews yet

Clockmaker's Hill

$100Ks - $100Ks

Clockmaker's Hill, Winsted, CT

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

No reviews yet

Bidwell Village

$300Ks - $400Ks

Bidwell Village, Coventry, CT

New Construction | 55+ age-restricted | Built 2020 - present | 37 homes

No reviews yet

Billingsgate

$400Ks - $600Ks

Billingsgate, Simsbury, CT

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

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

Questions? Call us: (860) 854-7490

No reviews yet

Stratford Park

$900Ks - $900Ks

Stratford Park, Melville, NY

Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 homes

No reviews yet

Boulder Brook

$200Ks - $200Ks

Boulder Brook, Prospect, CT

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

No reviews yet

The Woods at Dunham Pond

$400Ks - $500Ks

The Woods at Dunham Pond, New Fairfield, CT

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

No reviews yet

Jessup's Landing

$1Ms - $1Ms

Jessup's Landing, Quogue, NY

New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes

No reviews yet

Oak Meadow Estates

$200Ks - $400Ks

Oak Meadow Estates, Torrington, CT

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

No reviews yet

Autumn Estates

$500Ks - $600Ks

Autumn Estates, Farmington, CT

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

No reviews yet

The Coach Homes at Ridgef...

$200Ks - $500Ks

The Coach Homes at Ridgef..., Ridgefield, CT

New Construction | 55+ age-restricted | Built 2019 - present | 30 homes

No reviews yet

RiverBend Estates

$400Ks - $400Ks

RiverBend Estates, Oxford, CT

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

No reviews yet

Bartlett Hollow

$200Ks - $400Ks

Bartlett Hollow, Middletown, CT

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

No reviews yet

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 Portland? 55places can help!

Questions? Call us: (860) 854-7490

No reviews yet

The Pines at Bohemia

$400Ks - $500Ks

The Pines at Bohemia, Bohemia, NY

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

No reviews yet

Summer Wind Estates

$300Ks - $400Ks

Summer Wind Estates, North Haven, CT

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

No reviews yet

Park Glen

$600Ks - $700Ks

Park Glen, New Milford, CT

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

No reviews yet

Newington Ridge Preserve

$300Ks - $400Ks

Newington Ridge Preserve, Newington, CT

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

No reviews yet

Cobblestone Court

$400Ks - $500Ks

Cobblestone Court, Essex, CT

New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes

196 THEODORE DR, CORAM, NY, 11727

Community: Country Village Estates

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

Questions? Call us: (860) 854-7490

Leisure Village

377 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961

$299,000

2 beds

1 baths

1,050 sq ft

Condo

377 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...

Community: Leisure Village

Stone Ridge Estates

156 CHRISTINE DR, DIX HILLS, NY, 11746, Dix Hills, NY 11746

$800,000

2 beds

2 baths

1,700 sq ft

Condo

156 CHRISTINE DR, DIX HILLS, NY, 11746

Community: Stone Ridge Estates

Strathmore Gate East

9 FORGE LN, CORAM, NY, 11727, Coram, NY 11727

$334,999

2 beds

2 baths

1,300 sq ft

Condo

9 FORGE LN, CORAM, NY, 11727

Community: Strathmore Gate East

Greenwood Village

87 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$179,000

2 beds

1 baths

992 sq ft

Condo

87 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Strathmore Gate East

46 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727

$390,000

2 beds

2 baths

1,112 sq ft

Condo

46 FREEDOM LN, CORAM, NY, 11727

Community: Strathmore Gate East

Vineyards at Moriches

4 TONI CT, CENTER MORICHES, NY, 11934, Center Moriches, NY 11934

$715,000

2 beds

3 baths

2,196 sq ft

Condo

4 TONI CT, CENTER MORICHES, NY, 11934

Community: Vineyards at Moriches

Leisure Village

312 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961

$255,000

1 beds

1 baths

679 sq ft

Condo

312 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...

Community: Leisure Village

New Kensington Estates

46 PLAINVIEW RD, WOODBURY, NY, 11797, Woodbury, NY 11797

$2,999,999

6 beds

5 baths

4,333 sq ft

House

46 PLAINVIEW RD, WOODBURY, NY, 11797

Community: Kensington Estates

Leisure Glen

9 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961

$499,000

2 beds

2 baths

1,451 sq ft

Condo

9 GLEN DR, RIDGE, NY, 11961

Community: Leisure Glen

New The Vineyards at Miller Place

7 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764

$599,000

2 beds

3 baths

1,486 sq ft

Condo

7 HALLEY LN, MILLER PLACE, NY, 11764

Community: The Vineyards at Miller Place

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

Questions? Call us: (860) 854-7490

Greenwood Village

132 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$199,990

2 beds

2 baths

1,375 sq ft

Condo

132 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

New Fairfield at St. James

205 FLAIR CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$619,990

3 beds

3 baths

1,600 sq ft

Condo

205 FLAIR CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Leisure Knoll

151 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961

$449,900

2 beds

1 baths

1,116 sq ft

Condo

151 LAURANCE LN, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Village

311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196..., Ridge, NY 11961

$249,900

1 beds

1 baths

684 sq ft

Condo

311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196...

Community: Leisure Village

Foxwood Village

1407 MIDDLE RD UNIT 4 UNIT 4, CALVERTON,..., Calverton, NY 11933

$425,000

2 beds

2 baths

1,400 sq ft

Manufactured Home

1407 MIDDLE RD UNIT 4 UNIT 4, CALVERTON,...

Community: Foxwood Village

Leisure Knoll

525 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961

$475,999

2 beds

2 baths

1,334 sq ft

Condo

525 CRANSTON LN, RIDGE, NY, 11961

Community: Leisure Knoll

Encore at Lake Grove

23 SONATA CT, LAKE GROVE, NY, 11755, Lake Grove, NY 11755

$650,000

2 beds

2 baths

1,697 sq ft

Condo

23 SONATA CT, LAKE GROVE, NY, 11755

Community: Encore at Lake Grove

Leisure Knoll

145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961

$418,000

2 beds

2 baths

900 sq ft

Condo

145 EDINBURGH DR, RIDGE, NY, 11961

Community: Leisure Knoll

New Glenwood Village

1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,..., Riverhead, NY 11901

$410,000

2 beds

2 baths

1,632 sq ft

House

1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,...

Community: Glenwood Village

The Waterways at Moriches

497 OAK BLUFF CT, MORICHES, NY, 11955, Moriches, NY 11955

$529,999

2 beds

3 baths

1,988 sq ft

Condo

497 OAK BLUFF CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

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

Questions? Call us: (860) 854-7490

Glenwood Village

1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ..., Riverhead, NY 11901

$299,500

2 beds

2 baths

1,270 sq ft

Mobile Home

1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ...

Community: Glenwood Village

Leisure Village

273 BERWICK CT B, RIDGE, NY, 11961, Ridge, NY 11961

$299,990

2 beds

1 baths

836 sq ft

Condo

273 BERWICK CT B, RIDGE, NY, 11961

Community: Leisure Village

The Greens at Half Hollow

170 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$1,599,000

2 beds

2 baths

2,500 sq ft

Condo

170 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

The Waterways at Moriches

107 E MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955

$519,000

2 beds

2 baths

2,141 sq ft

Condo

107 E MIDLAND POND CT, MORICHES, NY, 119...

Community: The Waterways at Moriches

Leisure Village

423 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961

$259,000

1 beds

1 baths

782 sq ft

Condo

423 WOODBRIDGE DR A, RIDGE, NY, 11961

Community: Leisure Village

The Waterways at Moriches

381 QUARRY POND CT, MORICHES, NY, 11955, Moriches, NY 11955

$599,000

2 beds

2 baths

2,200 sq ft

Condo

381 QUARRY POND CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

Leisure Village

269 BERWICK CT B, RIDGE, NY, 11961, Ridge, NY 11961

$369,999

2 beds

1 baths

1,048 sq ft

Condo

269 BERWICK CT B, RIDGE, NY, 11961

Community: Leisure Village

The Greens at Half Hollow

1000 N MADEIRA BLVD, HUNTINGTON, NY, 117..., Huntington, NY 11797

$649,999

2 beds

2 baths

1,183 sq ft

Condo

1000 N MADEIRA BLVD, HUNTINGTON, NY, 117...

Community: The Greens at Half Hollow

Leisure Village

404B WOODBRIDGE DR 404B, BROOKHAVEN, NY,..., Brookhaven, NY 11961

$269,000

2 beds

1 baths

907 sq ft

Condo

404B WOODBRIDGE DR 404B, BROOKHAVEN, NY,...

Community: Leisure Village

Encore at Lake Grove

203 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755

$644,500

2 beds

3 baths

1,413 sq ft

Condo

203 SYMPHONY DR, LAKE GROVE, NY, 11755

Condo

42 AUGUSTA DR, MEDFORD, NY, 11763

Community: Meadowbrook Pointe Links & Spa

1 2 3 4 5 6 7

Frequently Asked Questions

What size 55+ communities are there in Portland?

In Portland, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

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

The smallest 55+ communities in Portland has 56 homes, the largest has 82 homes, and the average communities consists of 69 homes.

Are there gated 55+ communities in Portland?

Yes, there is gated 55+ communities in Portland. Approximately 50.0% of 55+ communities in the area are gated. For instance, Bartlett Hill is a gated communities with 82 homes.

Want more information about active adult communities around Portland?

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 [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

120 communities near Portland

Remove Boundaries ×

Map Satellite

Want to learn more about 55+ communities in Portland?

Call us: (860) 854-7490

Call Us Call Us

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

120 communities near Portland

246 homes near Portland

2 beds

2 baths

1,116 sq ft

Condo

2 beds

1 baths

875 sq ft

Condo

1 beds

1 baths

650 sq ft

Condo

2 beds

1 baths

1,000 sq ft

Condo

2 beds

2 baths

1,261 sq ft

Condo

2 beds

1 baths

1,050 sq ft

Condo

2 beds

2 baths

1,700 sq ft

Condo

2 beds

2 baths

1,300 sq ft

Condo

2 beds

1 baths

992 sq ft

Condo

2 beds

2 baths

1,112 sq ft

Condo

2 beds

3 baths

2,196 sq ft

Condo

1 beds

1 baths

679 sq ft

Condo

6 beds

5 baths

4,333 sq ft

House

2 beds

2 baths

1,451 sq ft

Condo

2 beds

3 baths

1,486 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

3 beds

3 baths

1,600 sq ft

Condo

2 beds

1 baths

1,116 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

2 beds