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

23 communities near Easton Area

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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

Chesapeake

$300ks - $400ks

Chesapeake, Easton, MD

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

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

Gerst Farm

$500ks - $700ks

Gerst Farm, Perry Hall, MD

New Construction | 55+ age-restricted | Built 2026 - present | 202 homes

Legacy at Gateway

$300ks

Legacy at Gateway, Bel Air, MD

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

Emerald Hills

$200ks

Emerald Hills, Bel Air, MD

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

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

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.

Gatherings at Perry Hall ...

$400ks - $500ks

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

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

The Cascades

$400ks - $500ks

The Cascades, Newark, DE

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

Village of Long Creek

$400ks

Village of Long Creek, Newark, DE

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

Grace Woods 55+

$400ks

Grace Woods 55+, Aberdeen, MD

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

5 rating (1 reviews)

Springmill

$300ks - $400ks

Springmill, Middletown, DE

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

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

Questions? Call us: (667) 226-8583

Village of Cecil Woods

$100ks - $200ks

Village of Cecil Woods, Elkton, MD

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

Four Seasons at Saint Mar...

$300ks - $400ks

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

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

Overlook at MacPhail Wood...

$300ks

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

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

Gatherings at Perry Hall ...

$400ks - $500ks

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

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

Tiree Land Condominiums

$200ks - $300ks

Tiree Land Condominiums, Abingdon, MD

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

Four Seasons at Kent Island

2000 HERONS NEST WAY 401, CHESTER, MD, 2..., Chester, MD 21619

$700,000

3 beds

3 baths

2,602 sq ft

Condo

2000 HERONS NEST WAY 401, CHESTER, MD, 2...

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

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

$700,000

2 beds

3 baths

2,003 sq ft

Condo

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

Community: Four Seasons at Kent Island

New Four Seasons at Kent Island

216 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619

$1,400,000

2 beds

3 baths

2,010 sq ft

216 KINGFISHER LN, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

New Four Seasons at Kent Island

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

$609,990

2 beds

3 baths

2,003 sq ft

Condo

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

Community: Four Seasons at Kent Island

New Legacy at The Preserve at Deep Creek

272 ANGLESEY DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$549,999

3 beds

3 baths

3,303 sq ft

272 ANGLESEY DR, MIDDLETOWN, DE, 19709

Community: Legacy at The Preserve at Deep Creek

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Questions? Call us: (667) 226-8583

New Springmill

100 DAWN CT, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$395,000

2 beds

2 baths

1,595 sq ft

100 DAWN CT, MIDDLETOWN, DE, 19709

Community: Springmill

New Gerst Farm

9409 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128

$719,990

3 beds

3 baths

9409 FOUNDERS LN, PERRY HALL, MD, 21128

Community: Gerst Farm

New Gerst Farm

9314 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128

$579,990

3 beds

3 baths

9314 FOUNDERS LN, PERRY HALL, MD, 21128

Community: Gerst Farm

Chesapeake

29833 HILLARY AVE, EASTON, MD, 21601, Easton, MD 21601

$510,000

3 beds

3 baths

2,800 sq ft

29833 HILLARY AVE, EASTON, MD, 21601

Community: Chesapeake

Village of Cecil Woods

1 WOODS WAY, ELKTON, MD, 21921, Elkton, MD 21921

$149,000

3 beds

2 baths

1,120 sq ft

1 WOODS WAY, ELKTON, MD, 21921

Community: Village of Cecil Woods

Four Seasons at Kent Island

111 MARSHGRASS WAY 41, CHESTER, MD, 2161..., Chester, MD 21619

$998,000

3 beds

3 baths

Condo

111 MARSHGRASS WAY 41, CHESTER, MD, 2161...

Community: Four Seasons at Kent Island

Village of Cecil Woods

73 WOODS WAY, ELKTON, MD, 21921, Elkton, MD 21921

$125,000

2 beds

2 baths

1,176 sq ft

73 WOODS WAY, ELKTON, MD, 21921

Community: Village of Cecil Woods

Element at Mill Creek

78 OLD MILL BOTTOM RD 209, ANNAPOLIS, MD..., Annapolis, MD 21409

$455,000

2 beds

2 baths

1,210 sq ft

Condo

78 OLD MILL BOTTOM RD 209, ANNAPOLIS, MD...

Community: Element at Mill Creek

Chesapeake

29692 MARIBEL LN, EASTON, MD, 21601, Easton, MD 21601

$515,000

3 beds

3 baths

2,342 sq ft

29692 MARIBEL LN, EASTON, MD, 21601

Community: Chesapeake

Four Seasons at Kent Island

102 BOATSWAIN WAY 2943, CHESTER, MD, 216..., Chester, MD 21619

$929,990

2 beds

3 baths

1,900 sq ft

Condo

102 BOATSWAIN WAY 2943, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

102 BOATSWAIN WAY 2932, CHESTER, MD, 216..., Chester, MD 21619

$829,990

2 beds

3 baths

1,900 sq ft

Condo

102 BOATSWAIN WAY 2932, 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

Chesapeake

7466 KAREN AVE, EASTON, MD, 21601, Easton, MD 21601

$510,000

3 beds

3 baths

2,342 sq ft

7466 KAREN AVE, EASTON, MD, 21601

Community: Chesapeake

Chesapeake

29689 LYONS DR, EASTON, MD, 21601, Easton, MD 21601

$475,000

2 beds

2 baths

1,878 sq ft

29689 LYONS DR, EASTON, MD, 21601

Community: Chesapeake

Gerst Farm

9442 GERST RD, PERRY HALL, MD, 21128, Perry Hall, MD 21128

$499,990

3 beds

3 baths

2,690 sq ft

9442 GERST RD, PERRY HALL, MD, 21128

Community: Gerst Farm

Village of Cecil Woods

50 ADMIRALS WAY, ELKTON, MD, 21921, Elkton, MD 21921

$255,000

2 beds

2 baths

1,588 sq ft

50 ADMIRALS WAY, ELKTON, MD, 21921

Community: Village of Cecil Woods

Four Seasons at Kent Island

110 BOATSWAIN WAY 3044, CHESTER, MD, 216..., Chester, MD 21619

$999,990

3 beds

3 baths

2,602 sq ft

Condo

110 BOATSWAIN WAY 3044, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

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

$629,990

2 beds

3 baths

2,003 sq ft

Condo

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

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

323 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619

$974,990

5 beds

5 baths

3,225 sq ft

323 KINGFISHER LN, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Bay Bridge Cove

222 MOORINGS CIR 126, STEVENSVILLE, MD, ..., Stevensville, MD 21666

$600,000

3 beds

3 baths

2,074 sq ft

Condo

222 MOORINGS CIR 126, STEVENSVILLE, MD, ...

Community: Bay Bridge Cove

Emerald Hills

1603 MARTHA CT 402, BEL AIR, MD, 21015, Bel Air, MD 21015

$279,900

2 beds

2 baths

1,320 sq ft

Condo

1603 MARTHA CT 402, BEL AIR, MD, 21015

Community: Emerald Hills

Four Seasons at Kent Island

715 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619

$839,990

4 beds

3 baths

2,791 sq ft

715 WARBLER WAY, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

723 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619

$789,990

4 beds

3 baths

2,791 sq ft

723 WARBLER WAY, CHESTER, MD, 21619

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

532 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619

$929,990

3 beds

3 baths

2,772 sq ft

532 WARBLER WAY, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

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

$829,990

2 beds

3 baths

1,900 sq ft

Condo

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

Community: Four Seasons at Kent Island

Emerald Hills

1604 MARTHA CT 101, BEL AIR, MD, 21015, Bel Air, MD 21015

$274,999

2 beds

2 baths

1,240 sq ft

Condo

1604 MARTHA CT 101, BEL AIR, MD, 21015

Community: Emerald Hills

Four Seasons at Kent Island

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

$779,900

2 beds

2 baths

2,394 sq ft

169 HARRIER WAY, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

110 BOATSWAIN WAY 3042, CHESTER, MD, 216..., Chester, MD 21619

$749,990

2 beds

3 baths

1,900 sq ft

Condo

110 BOATSWAIN WAY 3042, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

540 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619

$929,990

3 beds

3 baths

2,789 sq ft

540 WARBLER WAY, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Chesapeake

7401 CASEY AVE, EASTON, MD, 21601, Easton, MD 21601

$534,900

3 beds

3 baths

2,342 sq ft

7401 CASEY AVE, EASTON, MD, 21601

Community: Chesapeake

Four Seasons at Kent Island

121 MERLIN DR, CHESTER, MD, 21619, Chester, MD 21619

$719,900

2 beds

2 baths

2,118 sq ft

121 MERLIN DR, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Legacy at Fallston Commons

331 TUFTON CIR 102, FALLSTON, MD, 21047, Fallston, MD 21047

$520,000

3 beds

4 baths

3,526 sq ft

Condo

331 TUFTON CIR 102, FALLSTON, MD, 21047

Community: Legacy at Fallston Commons

Chesapeake

7351 CASEY AVE, EASTON, MD, 21601, Easton, MD 21601

$525,000

3 beds

3 baths

2,942 sq ft

7351 CASEY AVE, EASTON, MD, 21601

Community: Chesapeake

Chesapeake

7432 KAREN AVE, EASTON, MD, 21601, Easton, MD 21601

$509,000

3 beds

3 baths

2,342 sq ft

7432 KAREN AVE, EASTON, MD, 21601

Community: Chesapeake

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

Questions? Call us: (667) 226-8583

Springmill

$410,000

2 beds

2 baths

1,783 sq ft

25 SPRINGMILL DR, MIDDLETOWN, DE, 19709

Community: Springmill

Four Seasons at Kent Island

230 SWITCHGRASS WAY 12, CHESTER, MD, 216..., Chester, MD 21619

$525,000

2 beds

3 baths

2,003 sq ft

Condo

230 SWITCHGRASS WAY 12, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

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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 483 days. The average price of homes for sale in these communities is approximately $518,118, 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 $679,177, while homes in Symphony Village average around $561,198.

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

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Answers from local 55+ experts

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

Call us: (667) 226-8583

23 communities

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REIN updates its listings on a daily basis. Data last updated: Jul 30, 2026.
This application does not include information on all of the properties available for sale at this time.

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

23 communities near Easton Area

109 homes near Easton Area

3 beds

3 baths

2,602 sq ft

Condo

2 beds

3 baths

2,003 sq ft

Condo

2 beds

3 baths

2,010 sq ft

2 beds

3 baths

2,003 sq ft

Condo

3 beds

3 baths

3,303 sq ft

2 beds

2 baths

1,595 sq ft

3 beds

3 baths

3 beds

3 baths

3 beds

3 baths

2,800 sq ft

3 beds

2 baths

1,120 sq ft

3 beds

3 baths

Condo

2 beds

2 baths

1,176 sq ft

2 beds

2 baths

1,210 sq ft

Condo

3 beds

3 baths

2,342 sq ft

2 beds

3 baths

1,900 sq ft

Condo

2 beds

3 baths

1,900 sq ft

Condo

3 beds

3 baths

2,342 sq ft

2 beds

2 baths

1,878 sq ft

3 beds

3 baths

2,690 sq ft

2 beds

2 baths

1,588 sq ft

3 beds

3 baths

2,602 sq ft

Condo

2 beds

3 baths

2,003 sq ft

Condo

5 beds

5 baths

3,225 sq ft

3 beds

3 baths