Easton Area, MD 55+ active adult communities & homes for sale

22 communities near Easton Area

Sort by:

Relevance

Four Seasons at Kent Isla...

$400ks - $700ks

Four Seasons at Kent Isla..., Kent Island, MD

New Construction | 55+ age-restricted | Built 2018 - present | 1,079 homes

Element at Mill Creek

$400ks - $600ks

Element at Mill Creek, Annapolis, MD

New Construction | 55+ age-restricted | Built 2022 - present | 140 homes

5 rating (1 reviews)

Symphony Village

$300ks - $500ks

Symphony Village, Centreville, MD

Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes

Chesapeake

$300ks - $400ks

Chesapeake, Easton, MD

Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes

Bay Bridge Cove

$300ks - $500ks

Bay Bridge Cove, Stevensville, MD

Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes

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

Questions? Call us: (667) 226-8583

Want to learn more about 55+ rental communities in Easton Area? 55places can help!

Questions? Call us: (667) 226-8583

Legacy at Fallston Common...

$500ks

Legacy at Fallston Common..., Fallston, MD

Resale Only | 55+ age-restricted | Built 2011 - 2018 | 187 homes

3 rating (2 reviews)

Spring Arbor

$300ks - $500ks

Spring Arbor, Middletown, DE

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes

5 rating (1 reviews)

Springmill

$300ks - $400ks

Springmill, Middletown, DE

Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes

The Cascades

$400ks - $500ks

The Cascades, Newark, DE

New Construction | 55+ age-restricted | Built 2021 - present | 113 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.

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Emerald Hills

$200ks

Emerald Hills, Bel Air, MD

Resale Only | 55+ age-restricted | Built 2006 - 2019 | 240 homes

Legacy at Gateway

$300ks

Legacy at Gateway, Bel Air, MD

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 70 homes

Legacy at The Preserve at...

$400ks - $500ks

Legacy at The Preserve at..., Middletown, DE

New and Resale | 55+ age-restricted | Built 2016 - present | 205 homes

Village of Cecil Woods

$100ks - $200ks

Village of Cecil Woods, Elkton, MD

Resale Only | 55+ age-restricted | Built 1997 - 2016 | 235 homes

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

Questions? Call us: (667) 226-8583

Four Seasons at Saint Mar...

$300ks - $400ks

Four Seasons at Saint Mar..., Annapolis, MD

Resale Only | 55+ age-restricted | Built 2006 - 2011 | 166 homes

Tiree Land Condominiums

$200ks - $300ks

Tiree Land Condominiums, Abingdon, MD

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 96 homes

Village of Long Creek

$400ks

Village of Long Creek, Newark, DE

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 100 homes

Want to learn more about 55+ rental communities in Easton Area? 55places can help!

Questions? Call us: (667) 226-8583

Gatherings at Perry Hall ...

$400ks - $500ks

Gatherings at Perry Hall ..., Perry Hall, MD

New Construction | 55+ age-restricted | Built 2024 - present | 45 homes

Overlook at MacPhail Wood...

$300ks

Overlook at MacPhail Wood..., Bel Air, MD

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 114 homes

Gatherings at Perry Hall ...

$400ks - $500ks

Gatherings at Perry Hall ..., Perry Hall, MD

New Construction | 55+ age-restricted | Built 2024 - present | 29 homes

The Villas at Greenbrier

$400ks

The Villas at Greenbrier, Bel Air, MD

Resale Only | 55+ age-restricted | Built 2007 - 2020 | 70 homes

Moore's Mill Crossing

$300ks - $400ks

Moore's Mill Crossing, Bel Air, MD

Resale Only | 55+ age-restricted | Built 2006 - 2006 | 24 homes

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

Questions? Call us: (667) 226-8583

Grace Woods 55+

$400ks

Grace Woods 55+, Aberdeen, MD

New Construction | 55+ age-restricted | Built 2025 - present | 96 homes

New Springmill

534 WHISPERING TRL, MIDDLETOWN, DE, 1970..., Middletown, DE 19709

$450,000

3 beds

2 baths

1,938 sq ft

534 WHISPERING TRL, MIDDLETOWN, DE, 1970...

Community: Springmill

New Village of Cecil Woods

6 RAVEN CT, ELKTON, MD, 21921, Elkton, MD 21921

$120,000

3 beds

2 baths

1,336 sq ft

6 RAVEN CT, ELKTON, MD, 21921

Community: Village of Cecil Woods

New Tiree Land Condominiums

301 TIREE CT 301, ABINGDON, MD, 21009, Abingdon, MD 21009

$285,000

2 beds

2 baths

Condo

301 TIREE CT 301, ABINGDON, MD, 21009

Community: Tiree Land Condominiums

New Village of Long Creek

29 DEVALINDER DR, NEWARK, DE, 19702, Newark, DE 19702

$500,000

2 beds

2 baths

1,875 sq ft

29 DEVALINDER DR, NEWARK, DE, 19702

Community: Village of Long Creek

New Four Seasons at Kent Island

102 BOATSWAIN WAY 2933, CHESTER, MD, 216..., Chester, MD 21619

$849,990

2 beds

3 baths

1,900 sq ft

Condo

102 BOATSWAIN WAY 2933, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

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

Questions? Call us: (667) 226-8583

Want to learn more about 55+ rental communities in Easton Area? 55places can help!

Questions? Call us: (667) 226-8583

New Emerald Hills

1815 SELVIN DR 204, BEL AIR, MD, 21015, Bel Air, MD 21015

$255,000

2 beds

2 baths

1,110 sq ft

Condo

1815 SELVIN DR 204, BEL AIR, MD, 21015

Community: Emerald Hills

Four Seasons at Kent Island

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619

$799,900

2 beds

3 baths

2,003 sq ft

Condo

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161...

Community: Four Seasons at Kent Island

Springmill

$495,000

3 beds

4 baths

3,150 sq ft

88 SPRINGMILL DR, MIDDLETOWN, DE, 19709

Community: Springmill

Bay Bridge Cove

802 MOORINGS CIR 21, STEVENSVILLE, MD, 2..., Stevensville, MD 21666

$674,900

3 beds

3 baths

2,074 sq ft

802 MOORINGS CIR 21, STEVENSVILLE, MD, 2...

Community: Bay Bridge Cove

Chesapeake

29748 HILLARY AVE, EASTON, MD, 21601, Easton, MD 21601

$499,000

2 beds

2 baths

1,805 sq ft

29748 HILLARY AVE, EASTON, MD, 21601

Community: Chesapeake

Bay Bridge Cove

845 MOORINGS CIR 138, STEVENSVILLE, MD, ..., Stevensville, MD 21666

$574,900

2 beds

2 baths

2,088 sq ft

Condo

845 MOORINGS CIR 138, STEVENSVILLE, MD, ...

Community: Bay Bridge Cove

Four Seasons at Saint Margaret's

1505 BROADNECK PL 203, ANNAPOLIS, MD, 21..., Annapolis, MD 21409

$395,000

2 beds

2 baths

1,157 sq ft

Condo

1505 BROADNECK PL 203, ANNAPOLIS, MD, 21...

Community: Four Seasons at Saint Margaret's

Four Seasons at Kent Island

1000 HERONS NEST WAY 22, CHESTER, MD, 21..., Chester, MD 21619

$488,000

2 beds

3 baths

1,900 sq ft

Condo

1000 HERONS NEST WAY 22, CHESTER, MD, 21...

Community: Four Seasons at Kent Island

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

Questions? Call us: (667) 226-8583

Village of Cecil Woods

167 WOODS WAY, ELKTON, MD, 21921, Elkton, MD 21921

$160,000

3 beds

2 baths

1,344 sq ft

167 WOODS WAY, ELKTON, MD, 21921

Community: Village of Cecil Woods

Emerald Hills

1818 SELVIN DR 203, BEL AIR, MD, 21015, Bel Air, MD 21015

$285,000

2 beds

2 baths

1,320 sq ft

Condo

1818 SELVIN DR 203, BEL AIR, MD, 21015

Community: Emerald Hills

Bay Bridge Cove

854 MOORINGS CIR 12, STEVENSVILLE, MD, 2..., Stevensville, MD 21666

$505,000

2 beds

2 baths

1,464 sq ft

Condo

854 MOORINGS CIR 12, STEVENSVILLE, MD, 2...

Community: Bay Bridge Cove

Want to learn more about 55+ rental communities in Easton Area? 55places can help!

Questions? Call us: (667) 226-8583

Four Seasons at Kent Island

111 MARSHGRASS WAY 43, CHESTER, MD, 2161..., Chester, MD 21619

$765,000

2 beds

3 baths

Condo

111 MARSHGRASS WAY 43, CHESTER, MD, 2161...

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

215 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619

$1,100,000

5 beds

5 baths

3,914 sq ft

215 KINGFISHER LN, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

1000 HERONS NEST WAY 402, CHESTER, MD, 2..., Chester, MD 21619

$599,000

2 beds

3 baths

1,900 sq ft

Condo

1000 HERONS NEST WAY 402, CHESTER, MD, 2...

Community: Four Seasons at Kent Island

Springmill

$420,000

2 beds

2 baths

2,275 sq ft

27 SPRINGMILL DR, MIDDLETOWN, DE, 19709

Community: Springmill

Bay Bridge Cove

312 TOPSIDE DR 223, STEVENSVILLE, MD, 21..., Stevensville, MD 21666

$644,950

3 beds

3 baths

2,844 sq ft

Condo

312 TOPSIDE DR 223, STEVENSVILLE, MD, 21...

Community: Bay Bridge Cove

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

Questions? Call us: (667) 226-8583

Chesapeake

29638 JANETS WAY, EASTON, MD, 21601, Easton, MD 21601

$500,000

3 beds

3 baths

2,342 sq ft

29638 JANETS WAY, EASTON, MD, 21601

Community: Chesapeake

Tiree Land Condominiums

311 TIREE CT 202, ABINGDON, MD, 21009, Abingdon, MD 21009

$269,900

2 beds

2 baths

1,310 sq ft

Condo

311 TIREE CT 202, ABINGDON, MD, 21009

Community: Tiree Land Condominiums

Four Seasons at Saint Margaret's

1523 ENYART WAY 102, ANNAPOLIS, MD, 2140..., Annapolis, MD 21409

$550,000

3 beds

2 baths

1,732 sq ft

Condo

1523 ENYART WAY 102, ANNAPOLIS, MD, 2140...

Community: Four Seasons at Saint Margaret's

Springmill

$415,000

2 beds

2 baths

1,875 sq ft

12 SPRINGMILL DR, MIDDLETOWN, DE, 19709

Community: Springmill

Four Seasons at Kent Island

102 BOATSWAIN WAY 2934, CHESTER, MD, 216..., Chester, MD 21619

$989,990

3 beds

3 baths

2,602 sq ft

Condo

102 BOATSWAIN WAY 2934, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

102 BOATSWAIN WAY 2921, CHESTER, MD, 216..., Chester, MD 21619

$889,990

3 beds

3 baths

2,602 sq ft

Condo

102 BOATSWAIN WAY 2921, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

Want to learn more about 55+ rental communities in Easton Area? 55places can help!

Questions? Call us: (667) 226-8583

Four Seasons at Kent Island

102 BOATSWAIN WAY 2912, CHESTER, MD, 216..., Chester, MD 21619

$649,990

2 beds

3 baths

2,003 sq ft

Condo

102 BOATSWAIN WAY 2912, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

102 BOATSWAIN WAY 2911, CHESTER, MD, 216..., Chester, MD 21619

$649,990

2 beds

3 baths

2,003 sq ft

Condo

102 BOATSWAIN WAY 2911, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

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

Questions? Call us: (667) 226-8583

Four Seasons at Kent Island

169 HARRIER WAY, CHESTER, MD, 21619, Chester, MD 21619

$779,900

3 beds

2 baths

2,394 sq ft

169 HARRIER WAY, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

249 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619

$699,000

2 beds

2 baths

2,025 sq ft

249 WARBLER WAY, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Symphony Village

105 CONCERTO AVE, CENTREVILLE, MD, 21617, Centreville, MD 21617

$589,000

4 beds

4 baths

3,136 sq ft

105 CONCERTO AVE, CENTREVILLE, MD, 21617

Community: Symphony Village

Bay Bridge Cove

917 MOORINGS CIR 131, STEVENSVILLE, MD, ..., Stevensville, MD 21666

$715,000

3 beds

3 baths

2,284 sq ft

Condo

917 MOORINGS CIR 131, STEVENSVILLE, MD, ...

Community: Bay Bridge Cove

Village of Long Creek

55 DEVALINDER DR, NEWARK, DE, 19702, Newark, DE 19702

$498,900

2 beds

2 baths

1,950 sq ft

55 DEVALINDER DR, NEWARK, DE, 19702

Community: Village of Long Creek

Chesapeake

29885 HILLARY AVE, EASTON, MD, 21601, Easton, MD 21601

$515,000

3 beds

3 baths

2,342 sq ft

29885 HILLARY AVE, EASTON, MD, 21601

Community: Chesapeake

Chesapeake

7371 MICHAEL AVE, EASTON, MD, 21601, Easton, MD 21601

$499,995

3 beds

3 baths

2,729 sq ft

7371 MICHAEL AVE, EASTON, MD, 21601

Community: Chesapeake

Spring Arbor

79 LATTICE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$499,000

2 beds

2 baths

2,275 sq ft

79 LATTICE LN, MIDDLETOWN, DE, 19709

Community: Spring Arbor

The Cascades

1001 SHANNON FALLS DR, NEWARK, DE, 19702, Newark, DE 19702

$524,900

3 beds

2 baths

2,050 sq ft

1001 SHANNON FALLS DR, NEWARK, DE, 19702

Community: The Cascades

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

Questions? Call us: (667) 226-8583

Want to learn more about 55+ rental communities in Easton Area? 55places can help!

Questions? Call us: (667) 226-8583

Four Seasons at Kent Island

719 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619

$889,990

4 beds

3 baths

2,791 sq ft

719 WARBLER WAY, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Chesapeake

7477 CASEY AVE, EASTON, MD, 21601, Easton, MD 21601

$465,000

2 beds

2 baths

1,805 sq ft

7477 CASEY AVE, EASTON, MD, 21601

Community: Chesapeake

Home
Maryland
Easton Area

Frequently Asked Questions

What size 55+ communities are there in the Easton Area?

In the Easton Area, there are 1 large community with over 1000 homes, no medium communities, and 4 small communities with less than 500 homes.

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

The smallest 55+ communities in the Easton Area has 235 homes, the largest has 1079 homes, and the average communities consists of 486 homes.

Are there new 55+ homes available in the Easton Area?

Yes, there is new 55+ home available in the Easton Area. The most recent communities started in the Easton Area include Four Seasons at Kent Island, Bay Bridge Cove, Symphony Village. There is also 1 communities in the Easton Area that offers new construction homes, including Four Seasons at Kent Island.

Are there gated 55+ communities in the Easton Area?

Yes, there is gated 55+ communities in the Easton Area. Approximately 20.0% of 55+ communities in the area are gated. For instance, Four Seasons at Kent Island is a gated communities with 1079 homes.

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

On average, listings in 55+ communities in the Easton Area stay on the market for around 399 days. The average price of homes for sale in these communities is approximately $501,317, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Four Seasons at Kent Island average around $649,215, while homes in Symphony Village average around $528,249.

Want to learn more about 55+ communities in the Easton Area?

Insights and market stats
Instant new home alerts
Answers from local 55+ experts

Want to learn more about 55+ communities in Easton Area?

Call us: (667) 226-8583

22 communities

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: Apr 15, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Easton Area, MD 55+ active adult communities & homes for sale

22 communities near Easton Area

104 homes near Easton Area

3 beds

2 baths

1,938 sq ft

3 beds

2 baths

1,336 sq ft

2 beds

2 baths

Condo

2 beds

2 baths

1,875 sq ft

2 beds

3 baths

1,900 sq ft

Condo

2 beds

2 baths

1,110 sq ft

Condo

2 beds

3 baths

2,003 sq ft

Condo

3 beds

4 baths

3,150 sq ft

3 beds

3 baths

2,074 sq ft

2 beds

2 baths

1,805 sq ft

2 beds

2 baths

2,088 sq ft

Condo

2 beds

2 baths

1,157 sq ft

Condo

2 beds

3 baths

1,900 sq ft

Condo

3 beds

2 baths

1,344 sq ft

2 beds

2 baths

1,320 sq ft

Condo

2 beds

2 baths

1,464 sq ft

Condo

2 beds

3 baths

Condo

5 beds

5 baths

3,914 sq ft

2 beds

3 baths

1,900 sq ft

Condo

2 beds

2 baths

2,275 sq ft

3 beds

3 baths

2,844 sq ft

Condo

3 beds

3 baths

2,342 sq ft

2 beds