Prospect, CT 55+ active adult communities & homes for sale - Page 2

134 communities near Prospect

Sort by:

Relevance

5 rating (1 reviews)

Sunken Pond Estates

$400Ks - $500Ks

Sunken Pond Estates, Riverhead, NY

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

5 rating (1 reviews)

Westhampton Pines

$900Ks - $1Ms

Westhampton Pines, Westhampton, NY

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

5 rating (1 reviews)

The Villages at Mount Sin...

$500Ks - $700Ks

The Villages at Mount Sin..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes

The Powder Forest Homes

$600Ks - $700Ks

The Powder Forest Homes, Simsbury, CT

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

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

Questions? Call us: (860) 512-9774

5 rating (1 reviews)

Newtown Woods

$400Ks - $500Ks

Newtown Woods, Newtown, CT

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

Snug Harbor

$600Ks - $700Ks

Snug Harbor, Amityville, NY

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

Stoneleigh Woods at River...

$500Ks - $600Ks

Stoneleigh Woods at River..., Riverhead, NY

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

The Coves at Melville

$500Ks

The Coves at Melville, Melville, NY

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

Strathmore Gate East

$300Ks - $400Ks

Strathmore Gate East, Coram, NY

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

Beckley Farms

$300Ks - $400Ks

Beckley Farms, Berlin, CT

New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes

Regency at Fishkill

$400Ks - $500Ks

Regency at Fishkill, Fishkill, NY

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes

South Pond Village

$100Ks - $200Ks

South Pond Village, Bloomfield, CT

Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes

Setauket Meadows

$600Ks - $700Ks

Setauket Meadows, Setauket, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes

The Manors at The Colony ...

$400Ks - $500Ks

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

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

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

Questions? Call us: (860) 512-9774

Vineyards at Brookfield

$700Ks

Vineyards at Brookfield, Center Moriches, NY

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

Fieldstone Village

$500Ks - $800Ks

Fieldstone Village, Orange, CT

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

North Woods of Colchester

$500Ks

North Woods of Colchester, Colchester, CT

New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes

Village Estates

$500Ks

Village Estates, Amityville, NY

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

The Villas at Narraganset...

$600Ks

The Villas at Narraganset..., Lindenhurst, NY

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

The Seasons at Plainview

$600Ks - $700Ks

The Seasons at Plainview, Plainview, NY

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

Windcrest East

$600Ks

Windcrest East, Calverton, NY

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

Fairview at Oxford Greens

$600Ks

Fairview at Oxford Greens, Oxford, CT

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

3.5 rating (2 reviews)

Harvest Pointe

$800Ks - $3Ms

Harvest Pointe, Cutchogue, NY

New Construction | 55+ age-restricted | Built 2017 - present | 124 homes

Newbury Village

$600Ks - $700Ks

Newbury Village, Brookfield, CT

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

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

Questions? Call us: (860) 512-9774

The Seasons at Seaford

$700Ks

The Seasons at Seaford, Seaford, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes

Windmill Gate

$300Ks - $400Ks

Windmill Gate, Oakdale, NY

Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 homes

The Gardens of Wilbraham

$500Ks

The Gardens of Wilbraham, Wilbraham, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes

O'Meara Farm

$400Ks - $500Ks

O'Meara Farm, Farmington, CT

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

Meadowbrooke Pointe East ...

$700Ks - $800Ks

Meadowbrooke Pointe East ..., East Meadow, NY

New Construction | 62+ age-restricted | Built 2019 - present | 104 homes

The Bridges at Oxford Gre...

$600Ks

The Bridges at Oxford Gre..., Oxford, CT

New Construction | 55+ age-restricted | Built 2025 - present | 99 homes

Liberty at Newtown

$300Ks - $400Ks

Liberty at Newtown, Newtown, CT

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

The Bel Aire at East Mead...

$400Ks

The Bel Aire at East Mead..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes

Applegate Estates

$500Ks - $400Ks

Applegate Estates, Southington, CT

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

Pond Spring Village

$300Ks

Pond Spring Village, Beacon Falls, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes

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

Questions? Call us: (860) 512-9774

Founders Village

$500Ks - $600Ks

Founders Village, Southold, NY

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

Vineyards at Moriches

$700Ks

Vineyards at Moriches, Center Moriches, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes

The Vineyards at Mount Si...

$800Ks - $1Ms

The Vineyards at Mount Si..., Mount Sinai, NY

New Construction | 55+ age-restricted | Built 2020 - present | 91 homes

Glassbury Court at Cold S...

$500Ks - $700Ks

Glassbury Court at Cold S..., Cold Spring, NY

Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes

Castle Heights of Cheshir...

$500Ks - $600Ks

Castle Heights of Cheshir..., Cheshire, CT

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

1 2 3...4

The Gardens of Wilbraham

116 CHERRY DR # 116, WILBRAHAM, MA, 0109..., Wilbraham, MA 01095

$515,000

2 beds

2 baths

1,634 sq ft

Condo

116 CHERRY DR # 116, WILBRAHAM, MA, 0109...

Community: The Gardens of Wilbraham

The Gardens of Wilbraham

32 LODGE LN # 32, WILBRAHAM, MA, 01095, Wilbraham, MA 01095

$565,000

2 beds

2 baths

1,610 sq ft

Condo

32 LODGE LN # 32, WILBRAHAM, MA, 01095

1661 OLD COUNTRY RD UNIT 280, RIVERHEAD,...

Community: Glenwood Village

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

712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0...

Community: The Village at Oxford Greens

Fairview at Oxford Greens

$615,000

2 beds

2 baths

1,546 sq ft

Condo

712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0...

Community: Fairview at Oxford Greens

Oronoque Village

133 BANNOCK LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$629,900

3 beds

3 baths

1,438 sq ft

Condo

133 BANNOCK LN A, STRATFORD, CT, 06614

Community: Oronoque Village

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

Questions? Call us: (860) 512-9774

Rivington

13 MERCY ST # 13, DANBURY, CT, 06810, Danbury, CT 06810

$650,000

3 beds

3 baths

1,572 sq ft

Condo

13 MERCY ST # 13, DANBURY, CT, 06810

Community: Rivington

Heritage Village

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

$369,900

2 beds

2 baths

1,398 sq ft

Condo

865 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Oak Meadow Estates

21 OAK MEADOW LN # 21, HARWINTON, CT, 06..., Harwinton, CT 06791

$450,000

2 beds

3 baths

2,164 sq ft

Condo

21 OAK MEADOW LN # 21, HARWINTON, CT, 06...

Community: Oak Meadow Estates

Heritage Village

568A HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488

$409,900

2 beds

2 baths

1,432 sq ft

Condo

568A HERITAGE VLG, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

25 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$449,000

2 beds

2 baths

1,447 sq ft

Condo

25 HERITAGE CRST C, SOUTHBURY, CT, 06488

Community: Heritage Village

The Village at Oxford Greens

185 COUNTRY CLUB DR # 185, OXFORD, CT, 0..., Oxford, CT 06478

$660,000

3 beds

3 baths

2,595 sq ft

Condo

185 COUNTRY CLUB DR # 185, OXFORD, CT, 0...

Community: The Village at Oxford Greens

New Newbury Village

332 STILL WATER CIR # 332, BROOKFIELD, C..., Brookfield, CT 06804

$525,000

2 beds

2 baths

1,466 sq ft

Condo

332 STILL WATER CIR # 332, BROOKFIELD, C...

Community: Newbury Village

Oronoque Village

193 BAYFIELD LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$559,000

1 beds

3 baths

1,620 sq ft

Condo

193 BAYFIELD LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614

$639,900

1 beds

3 baths

1,620 sq ft

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$549,900

1 beds

3 baths

1,575 sq ft

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614

Community: Oronoque Village

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

Questions? Call us: (860) 512-9774

Oronoque Village

35 ALGONQUIN LN D, STRATFORD, CT, 06614, Stratford, CT 06614

$399,000

1 beds

2 baths

1,300 sq ft

Condo

35 ALGONQUIN LN D, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

375 PIUTE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$450,000

1 beds

3 baths

1,550 sq ft

Condo

375 PIUTE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Newtown Woods

433 BROOKSIDE CT 433, NEWTOWN, CT, 06470, Newtown, CT 06470

$500,000

2 beds

2 baths

1,504 sq ft

Condo

433 BROOKSIDE CT 433, NEWTOWN, CT, 06470

Community: Newtown Woods

Heritage Village

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

$380,000

3 beds

2 baths

1,716 sq ft

Condo

859 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Oak Meadow Estates

65 OAK MEADOW LN # 65, HARWINTON, CT, 06..., Harwinton, CT 06791

$495,000

2 beds

4 baths

2,164 sq ft

Condo

65 OAK MEADOW LN # 65, HARWINTON, CT, 06...

Community: Oak Meadow Estates

Spring Lake Village

85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0..., Southington, CT 06489

$289,900

$475,000

1 beds

3 baths

1,426 sq ft

Condo

736 QUINNIPIAC LN B, STRATFORD, CT, 0661...

Community: Oronoque Village

Heritage Village

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

$263,000

2 beds

2 baths

1,308 sq ft

Condo

563 HERITAGE VLG F, SOUTHBURY, CT, 06488

Condo

902 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

1 2 3 4 5…6

Frequently Asked Questions

What size 55+ communities are there in Prospect?

In Prospect, 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 Prospect?

The smallest 55+ communities in Prospect has 35 homes, the largest has 379 homes, and the average communities consists of 207 homes.

Are there gated 55+ communities in Prospect?

Yes, there is gated 55+ communities in Prospect. Approximately 50.0% of 55+ communities in the area are gated. For instance, Regency at Prospect is a gated communities with 379 homes.

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

On average, listings in 55+ communities in Prospect stay on the market for around 4 days. The average price of homes for sale in these communities is approximately $525,000, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Regency at Prospect average around $525,000.

Want more information about active adult communities around Prospect?

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.

Want to learn more about 55+ communities in Prospect?

Call us: (860) 512-9774

134 communities near Prospect

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.
© 2025 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: Dec 05, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Prospect, CT 55+ active adult communities & homes for sale - Page 2

134 communities near Prospect

238 homes near Prospect

2 beds

2 baths

1,634 sq ft

Condo

2 beds

2 baths

1,610 sq ft

Condo

2 beds

2 baths

1,317 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,008 sq ft

Manufactured Home

2 beds

3 baths

1,426 sq ft

Condo

2 beds

2 baths

2,195 sq ft

Condo

2 beds

2 baths

1,063 sq ft

Condo

2 beds

3 baths

1,360 sq ft

Condo

1 beds

3 baths

1,438 sq ft

Condo

1 beds

2 baths

1,175 sq ft

Condo

2 beds

2 baths

1,217 sq ft

Condo

2 beds

2 baths

1,546 sq ft

Condo

2 beds

2 baths

1,546 sq ft

Condo

3 beds

3 baths

1,438 sq ft

Condo

3 beds

3 baths

1,572 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

3 baths

2,164 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds