Woodbridge, CT 55+ active adult communities & homes for sale

34 homes near Woodbridge

Sort by:

Relevance

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

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

Questions? Call us: (888) 625-4885

Regency at Prospect

$300ks - $400ks

Regency at Prospect, Prospect, CT

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

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

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

Baldwin Station

$400ks

Baldwin Station, Milford, CT

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

Granite Woods

$600ks - $700ks

Granite Woods, Middlebury, CT

New Construction | 55+ age-restricted | Built 2020 - present | 24 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 (2 reviews)

Benson Woods

$400ks - $600ks

Benson Woods, Middlebury, CT

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

RiverBend Estates

$400ks

RiverBend Estates, Oxford, CT

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

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

Questions? Call us: (888) 625-4885

Summer Wind Estates

$300ks - $400ks

Summer Wind Estates, North Haven, CT

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

Fieldstone Village

$500ks - $800ks

Fieldstone Village, Orange, CT

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

The Bridges at Oxford Gre...

$600ks

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

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

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

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

RiverWalk

$500ks - $600ks

RiverWalk, Branford, CT

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

New Oronoque Village

483 COMMANCHE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$400,000

1 beds

2 baths

1,454 sq ft

Condo

483 COMMANCHE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New Regency at Prospect

50 LILAC LN # 50, PROSPECT, CT, 06712, Prospect, CT 06712

$489,000

2 beds

2 baths

1,503 sq ft

Condo

50 LILAC LN # 50, PROSPECT, CT, 06712

Community: Regency at Prospect

Oronoque Village

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

$599,000

1 beds

3 baths

2,199 sq ft

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

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

$635,000

2 beds

3 baths

2,038 sq ft

Condo

133 BANNOCK LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Chatfield Farms

8 WOODLAND PATH 8, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403

$699,900

3 beds

4 baths

2,610 sq ft

Condo

8 WOODLAND PATH 8, BEACON FALLS, CT, 064...

Community: Chatfield Farms

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

Questions? Call us: (888) 625-4885

Meadow Brook Estates

215 MEADOW BROOK RD # 215, OXFORD, CT, 0..., Oxford, CT 06478

$589,000

3 beds

3 baths

2,207 sq ft

Condo

215 MEADOW BROOK RD # 215, OXFORD, CT, 0...

Community: Meadow Brook Estates

Oronoque Village

445 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614

$644,900

1 beds

3 baths

1,620 sq ft

Condo

445 NORTH TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

Chatfield Farms

9 LAKEVIEW RISE 9, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403

$499,000

2 beds

3 baths

1,700 sq ft

Condo

9 LAKEVIEW RISE 9, BEACON FALLS, CT, 064...

Community: Chatfield Farms

The Village at Oxford Greens

117 COUNTRY CLUB DR 117, OXFORD, CT, 064..., Oxford, CT 06478

$639,900

3 beds

3 baths

2,666 sq ft

117 COUNTRY CLUB DR 117, OXFORD, CT, 064...

Community: The Village at Oxford Greens

The Village at Oxford Greens

301 FAIRWAY DR 301, OXFORD, CT, 06478, Oxford, CT 06478

$619,000

2 beds

2 baths

2,080 sq ft

Condo

301 FAIRWAY DR 301, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Granite Woods

35 NUTMEG RD D1, MIDDLEBURY, CT, 06762, Middlebury, CT 06762

$229,000

1 beds

1 baths

889 sq ft

Condo

35 NUTMEG RD D1, MIDDLEBURY, CT, 06762

Community: Granite Woods

Oronoque Village

635 N TRL B, STRATFORD, CT, 06614, Stratford, CT 06614

$420,000

1 beds

3 baths

1,454 sq ft

Condo

635 N TRL B, STRATFORD, CT, 06614

Community: Oronoque Village

The Village at Oxford Greens

607 CHAMPIONSHIP DR # 607, OXFORD, CT, 0..., Oxford, CT 06478

$650,000

3 beds

3 baths

2,731 sq ft

Condo

607 CHAMPIONSHIP DR # 607, OXFORD, CT, 0...

Community: The Village at Oxford Greens

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

Questions? Call us: (888) 625-4885

Oronoque Village

13 ALGONQUIN LN C, STRATFORD, CT, 06614, Stratford, CT 06614

$399,000

1 beds

2 baths

1,330 sq ft

Condo

13 ALGONQUIN LN C, STRATFORD, CT, 06614

Community: Oronoque Village

The Village at Oxford Greens

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

$645,000

3 beds

3 baths

2,595 sq ft

Condo

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

Community: The Village at Oxford Greens

The Village at Oxford Greens

185 COUNTRY CLUB DR 185, OXFORD, CT, 064..., Oxford, CT 06478

$645,000

3 beds

3 baths

2,595 sq ft

185 COUNTRY CLUB DR 185, OXFORD, CT, 064...

Community: The Village at Oxford Greens

Regency at Woodbridge

3 EDGEWOOD WAY # 26, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525

$629,000

3 beds

3 baths

Condo

3 EDGEWOOD WAY # 26, WOODBRIDGE, CT, 065...

Community: Regency at Woodbridge

Regency at Woodbridge

5 WHISPER RIDGE WAY 49, WOODBRIDGE, CT, ..., Woodbridge, CT 06525

$749,000

3 beds

3 baths

Condo

5 WHISPER RIDGE WAY 49, WOODBRIDGE, CT, ...

Community: Regency at Woodbridge

Oronoque Village

446 HAMMERSTONE LN B, STRATFORD, CT, 066..., Stratford, CT 06614

$635,000

3 beds

3 baths

1,426 sq ft

Condo

446 HAMMERSTONE LN B, STRATFORD, CT, 066...

Community: Oronoque Village

Oronoque Village

151 S TRL B, STRATFORD, CT, 06614, Stratford, CT 06614

$460,000

1 beds

3 baths

1,426 sq ft

Condo

151 S TRL B, STRATFORD, CT, 06614

Community: Oronoque Village

The Village at Oxford Greens

520 TRADITIONS CT N # 520, OXFORD, CT, 0..., Oxford, CT 06478

$629,000

2 beds

2 baths

1,590 sq ft

Condo

520 TRADITIONS CT N # 520, OXFORD, CT, 0...

Community: The Village at Oxford Greens

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

Questions? Call us: (888) 625-4885

Oronoque Village

617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$524,900

1 beds

3 baths

1,438 sq ft

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Baldwin Station

7 FIRE THORN LN # 7, MILFORD, CT, 06461, Milford, CT 06461

$679,950

2 beds

3 baths

2,331 sq ft

Condo

7 FIRE THORN LN # 7, MILFORD, CT, 06461

Community: Baldwin Station

Oronoque Village

766 NYACK LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$649,000

1 beds

3 baths

1,438 sq ft

Condo

766 NYACK LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$420,000

1 beds

2 baths

1,454 sq ft

Condo

87 CREEK LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

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

$399,000

2 beds

2 baths

1,300 sq ft

Condo

35 ALGONQUIN LN D, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$465,000

1 beds

2 baths

1,175 sq ft

Condo

164 BISON LN A, STRATFORD, CT, 06614

Community: Oronoque Village

The Village at Oxford Greens

930 TILLINGHAST DR 930, OXFORD, CT, 0647..., Oxford, CT 06478

$699,900

2 beds

3 baths

2,365 sq ft

930 TILLINGHAST DR 930, OXFORD, CT, 0647...

Community: The Village at Oxford Greens

Fairview at Oxford Greens

712 CHAMPIONSHIP DR 712, OXFORD, CT, 064..., Oxford, CT 06478

$615,000

2 beds

2 baths

1,546 sq ft

Condo

712 CHAMPIONSHIP DR 712, OXFORD, CT, 064...

Community: Fairview at Oxford Greens

The Village at Oxford Greens

$615,000

2 beds

2 baths

1,546 sq ft

Condo

712 CHAMPIONSHIP DR 712, OXFORD, CT, 064...

Community: The Village at Oxford Greens

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

Questions? Call us: (888) 625-4885

Oronoque Village

664 OSAGE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$549,900

1 beds

3 baths

1,438 sq ft

Condo

664 OSAGE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

736 QUINNIPIAC LN B, STRATFORD, CT, 0661..., Stratford, CT 06614

$465,000

1 beds

3 baths

1,426 sq ft

Condo

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

Community: Oronoque Village

Fairview at Oxford Greens

1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,..., Oxford, CT 06478

$773,625

2 beds

3 baths

2,536 sq ft

Condo

1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,...

Community: Fairview at Oxford Greens

The Village at Oxford Greens

$773,625

2 beds

3 baths

2,536 sq ft

Condo

1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,...

Community: The Village at Oxford Greens

Frequently Asked Questions

What size 55+ communities are there in Woodbridge?

In Woodbridge, there is 1 small community with less than 500 homes.

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

The smallest 55+ community in Woodbridge has 70 homes, the largest has 70 homes, and the average community consists of 70 homes.

Are there new 55+ homes available in Woodbridge?

Yes, there is new 55+ home available in Woodbridge. The most recent community started in Woodbridge include Regency at Woodbridge. There is also 1 community in Woodbridge that offers new construction homes, including Regency at Woodbridge.

Are there gated 55+ communities in Woodbridge?

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

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

On average, listings in 55+ community in Woodbridge stay on the market for around 241 days. The average price of homes for sale in this community is approximately $641,979, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Regency at Woodbridge average around $641,979.

Want more information about active adult communities around Woodbridge?

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 Woodbridge?

Call us: (888) 625-4885

34 homes

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: Feb 24, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Woodbridge, CT 55+ active adult communities & homes for sale

18 communities near Woodbridge

34 homes near Woodbridge

1 beds

2 baths

1,454 sq ft

Condo

2 beds

2 baths

1,503 sq ft

Condo

1 beds

3 baths

2,199 sq ft

Condo

2 beds

3 baths

2,038 sq ft

Condo

3 beds

4 baths

2,610 sq ft

Condo

3 beds

3 baths

2,207 sq ft

Condo

1 beds

3 baths

1,620 sq ft

Condo

2 beds

3 baths

1,700 sq ft

Condo

3 beds

3 baths

2,666 sq ft

2 beds

2 baths

2,080 sq ft

Condo

1 beds

1 baths

889 sq ft

Condo

1 beds

3 baths

1,454 sq ft

Condo

3 beds

3 baths

2,731 sq ft

Condo

1 beds

2 baths

1,330 sq ft

Condo

3 beds

3 baths

2,595 sq ft

Condo

3 beds

3 baths

2,595 sq ft

3 beds

3 baths

Condo

3 beds

3 baths

Condo

3 beds

3 baths

1,426 sq ft

Condo

1 beds

3 baths

1,426 sq ft

Condo

2 beds