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

Living in Easton

Homebuyers looking for 55+ communities in Easton are impressed by this quaint town in eastern Maryland. The town features an active arts community and a number of festivals and…

Homebuyers looking for 55+ communities in Easton are impressed by this quaint town in eastern Maryland. The town features an active arts community and a number of festivals and events each year. Residents can shop and dine at local establishments and enjoy a variety of outdoor recreational activities at the nearby Pickering Creek Audubon Center.

Climate & Geography

The climate in Easton is categorized as humid subtropical. Therefore residents can expect all four seasons, with hot, humid summers and winters that are cool to mild. The town receives more rainfall than average, less snowfall, and approximately 216 sunny days throughout each year.

Recreation, Culture & Entertainment

With plenty of entertainment options, it’s easy to see why retirees are happy to call Easton home. The town boasts a thriving arts community, with local galleries such as the Academy Art Museum and the Trippe Gallery. The Avalon Theatre features live music performances from a variety of genres.

Active adults that enjoy exploring their natural surroundings can visit the Pickering Creek Audubon Center. The center offers a number of walking trails as well as opportunities for canoeing and kayaking.

Retirees interested in learning about the area's history will enjoy the historic houses owned by the Talbot County Historical Society.

Easton offers a number of local and commercial shops and restaurants for active adults to enjoy. The city features a number of annual events, including the Multicultural Festival and the Chesapeake Film Festival.

Cost of Living & Taxes

While the cost of living in Easton is slightly higher than the national average, it's lower than Maryland’s state average. The higher cost of living is mainly due to the higher housing costs in Easton. Utility, health care, and grocery costs are above average as well, however transportation costs in Easton are below average.

Sales tax in Easton is on the lower end of average, at 6.0 percent. Maryland does not tax Social Security benefits, moreover property taxes in Maryland are above average. Income tax can range from 2 percent to 5.75 percent, although localities can impose additional taxes.

Health Care

Residents of 55+ communities in Easton have easy access to highly rated health care options. University of Maryland Shore Medical Center at Easton is rated as high performing in chronic obstructive pulmonary disease (COPD) by U.S. News.

 

Frequently Asked Questions

4 communities near Easton

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Four Seasons at Kent Isla...
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
1,079 homes (34 for sale) Houses & Condos
Chesapeake
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
452 homes (13 for sale) Houses
5 rating (1 reviews) Symphony Village
Symphony Village
$300ks - $500ks
Symphony Village, Centreville, MD
Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes
395 homes (8 for sale) Houses
Want to learn more about 55+ communities in Easton? 55places can help!
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Bay Bridge Cove
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
273 homes (5 for sale) Attached
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.
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
MLS MDQA2017542 • Real Broker, LLC, Matthew Thoma... • Real Broker, LLC
Four Seasons at Kent Island 132 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619
$699,000

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161...
Community: Four Seasons at Kent Island
MLS MDQA2017364 • Real Broker, LLC, Matthew Thoma... • Real Broker, LLC
New Four Seasons at Kent Island 830 WARBLER WAY 2843, CHESTER, MD, 21619, Chester, MD 21619
$789,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

830 WARBLER WAY 2843, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018944 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
New Four Seasons at Kent Island 830 WARBLER WAY 2824, CHESTER, MD, 21619, Chester, MD 21619
$749,990

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

830 WARBLER WAY 2824, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018942 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
New Four Seasons at Kent Island 111 MARSHGRASS WAY 43, CHESTER, MD, 2161..., Chester, MD 21619
$744,900

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

111 MARSHGRASS WAY 43, CHESTER, MD, 2161...
Community: Four Seasons at Kent Island
MLS MDQA2018854 • Long & Foster Real Estate, Inc.... • Long & Foster Real Estate, Inc.
Want to learn more about 55+ communities in Easton? 55places can help!
Questions? Call us: (443) 746-3637
New Four Seasons at Kent Island 168 REDSTART DR, CHESTER, MD, 21619, Chester, MD 21619
$769,900

2 beds

|

3 baths

|

2,014 sq ft

168 REDSTART DR, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018874 • RE/MAX Leading Edge, Carol L Ti... • RE/MAX Leading Edge
Four Seasons at Kent Island 129 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619
$585,000

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

129 WHEELHOUSE WAY 11, CHESTER, MD, 2161...
Community: Four Seasons at Kent Island
MLS MDQA2018848 • RE/MAX Executive, Jennifer Anne... • RE/MAX Executive
Chesapeake 29574 CHARLES DR, EASTON, MD, 21601, Easton, MD 21601
$550,000

3 beds

|

3 baths

|

3,098 sq ft

29574 CHARLES DR, EASTON, MD, 21601
Community: Chesapeake
MLS MDTA2015194 • Benson & Mangold, LLC, Judy L M... • Benson & Mangold, LLC
Four Seasons at Kent Island 630 WARBLER WAY 12, CHESTER, MD, 21619, Chester, MD 21619
$549,950

2 beds

|

3 baths

|

2,000 sq ft

|

Condo

630 WARBLER WAY 12, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018826 • RE/MAX Executive, Ralph S. Kenn... • RE/MAX Executive
Four Seasons at Kent Island 118 KINGLET CT, CHESTER, MD, 21619, Chester, MD 21619
$969,990

2 beds

|

3 baths

|

2,010 sq ft

118 KINGLET CT, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018806 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
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.
Four Seasons at Kent Island 114 KINGLET CT, CHESTER, MD, 21619, Chester, MD 21619
$999,990

3 beds

|

3 baths

|

2,772 sq ft

114 KINGLET CT, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018804 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island 247 REDSTART DR, CHESTER, MD, 21619, Chester, MD 21619
$899,990

3 beds

|

3 baths

|

2,772 sq ft

247 REDSTART DR, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018802 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island 830 WARBLER WAY 2833, CHESTER, MD, 21619, Chester, MD 21619
$689,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

830 WARBLER WAY 2833, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018800 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island 320 BAYBERRY DR, CHESTER, MD, 21619, Chester, MD 21619
$859,900

3 beds

|

2 baths

|

2,331 sq ft

320 BAYBERRY DR, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018766 • RE/MAX Leading Edge, Carol L Ti... • RE/MAX Leading Edge
Four Seasons at Kent Island 228 BAYBERRY DR, CHESTER, MD, 21619, Chester, MD 21619
$665,000

2 beds

|

3 baths

|

1,993 sq ft

228 BAYBERRY DR, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018728 • Long & Foster Real Estate, Inc.... • Long & Foster Real Estate, Inc.
Chesapeake 29881 PEIRCE WAY, EASTON, MD, 21601, Easton, MD 21601
$495,000

3 beds

|

3 baths

|

3,098 sq ft

29881 PEIRCE WAY, EASTON, MD, 21601
Community: Chesapeake
MLS MDTA2014558 • Benson & Mangold, LLC, Judith A... • Benson & Mangold, LLC
Want to learn more about 55+ communities in Easton? 55places can help!
Questions? Call us: (443) 746-3637
Bay Bridge Cove 208 TOPSIDE DR 211, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$625,000

2 beds

|

2 baths

|

1,856 sq ft

|

Condo

208 TOPSIDE DR 211, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
MLS MDQA2018598 • Berkshire Hathaway Homeservice ... • Berkshire Hathaway Homeservice Homesale Realty
Four Seasons at Kent Island 641 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$599,990

2 beds

|

2 baths

|

1,690 sq ft

641 WARBLER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018602 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island 275 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$930,000

3 beds

|

3 baths

|

2,761 sq ft

275 WARBLER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018566 • Samson Properties, Justin Kenne... • Samson Properties
Four Seasons at Kent Island 736 WARBLER WAY 2733, CHESTER, MD, 21619, Chester, MD 21619
$719,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

736 WARBLER WAY 2733, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018548 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
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.
Chesapeake 29812 DUSTIN AVE, EASTON, MD, 21601, Easton, MD 21601
$480,000

3 beds

|

3 baths

|

3,098 sq ft

29812 DUSTIN AVE, EASTON, MD, 21601
Community: Chesapeake
MLS MDTA2014530 • Benson & Mangold, LLC, Coard A ... • Benson & Mangold, LLC
Symphony Village 139 HARMONY WAY, CENTREVILLE, MD, 21617, Centreville, MD 21617
$459,000

2 beds

|

2 baths

|

1,890 sq ft

139 HARMONY WAY, CENTREVILLE, MD, 21617
Community: Symphony Village
MLS MDQA2018378 • Long & Foster Real Estate, Inc.... • Long & Foster Real Estate, Inc.
Symphony Village 154 ENCORE CT, CENTREVILLE, MD, 21617, Centreville, MD 21617
$549,000

3 beds

|

2 baths

|

2,544 sq ft

154 ENCORE CT, CENTREVILLE, MD, 21617
Community: Symphony Village
MLS MDQA2018264 • Compass, Dustin Oldfather • Compass
Chesapeake 29580 CHARLES DR, EASTON, MD, 21601, Easton, MD 21601
$499,900

3 beds

|

3 baths

|

3,465 sq ft

29580 CHARLES DR, EASTON, MD, 21601
Community: Chesapeake
MLS MDTA2014814 • Benson & Mangold, LLC, Edwin M ... • Benson & Mangold, LLC
Four Seasons at Kent Island 536 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$749,990

2 beds

|

3 baths

|

2,010 sq ft

536 WARBLER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018316 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Bay Bridge Cove 902 MOORINGS CIR 10, STEVENSVILLE, MD, 2..., Stevensville, MD 21666
$565,000

2 beds

|

2 baths

|

1,616 sq ft

|

Condo

902 MOORINGS CIR 10, STEVENSVILLE, MD, 2...
Community: Bay Bridge Cove
MLS MDQA2018168 • Samson Properties, Karen Saunde... • Samson Properties
Chesapeake 29796 LYONS DR, EASTON, MD, 21601, Easton, MD 21601
$525,000

3 beds

|

3 baths

|

2,729 sq ft

29796 LYONS DR, EASTON, MD, 21601
Community: Chesapeake
MLS MDTA2014802 • Coldwell Banker Chesapeake Real... • Coldwell Banker Chesapeake Real Estate Company
Want to learn more about 55+ communities in Easton? 55places can help!
Questions? Call us: (443) 746-3637
Symphony Village 114 SONATA WAY, CENTREVILLE, MD, 21617, Centreville, MD 21617
$499,900

3 beds

|

2 baths

|

2,290 sq ft

114 SONATA WAY, CENTREVILLE, MD, 21617
Community: Symphony Village
MLS MDQA2018274 • RE/MAX Executive, Ed J Beres • RE/MAX Executive
Four Seasons at Kent Island 214 BAYBERRY DR, CHESTER, MD, 21619, Chester, MD 21619
$924,000

3 beds

|

3 baths

|

2,745 sq ft

214 BAYBERRY DR, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018216 • Benson & Mangold, LLC, James C ... • Benson & Mangold, LLC
Bay Bridge Cove 259 TOPSIDE DR 166, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$650,000

3 beds

|

3 baths

|

2,508 sq ft

|

Condo

259 TOPSIDE DR 166, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
MLS MDQA2018214 • Samson Properties, Kathleen Hig... • Samson Properties
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.
Four Seasons at Kent Island 118 BROADWATER DR, CHESTER, MD, 21619, Chester, MD 21619
$656,000

2 beds

|

2 baths

|

2,473 sq ft

118 BROADWATER DR, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018202 • RE/MAX Executive, Ralph S. Kenn... • RE/MAX Executive
Four Seasons at Kent Island 201 SWITCHGRASS WAY 34, CHESTER, MD, 216..., Chester, MD 21619
$835,000

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

201 SWITCHGRASS WAY 34, CHESTER, MD, 216...
Community: Four Seasons at Kent Island
MLS MDQA2018120 • TTR Sotheby's International Rea... • TTR Sotheby's International Realty
Four Seasons at Kent Island 117 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619
$1,100,000

3 beds

|

4 baths

|

2,930 sq ft

117 FLYCATCHER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018162 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island 209 HARRIER WAY, CHESTER, MD, 21619, Chester, MD 21619
$737,900

4 beds

|

3 baths

|

3,142 sq ft

209 HARRIER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018154 • Long & Foster Real Estate, Inc.... • Long & Foster Real Estate, Inc.
Chesapeake 29720 LYONS DR, EASTON, MD, 21601, Easton, MD 21601
$465,000

2 beds

|

2 baths

|

1,940 sq ft

29720 LYONS DR, EASTON, MD, 21601
Community: Chesapeake
MLS MDTA2014642 • Benson & Mangold, LLC, Judy L M... • Benson & Mangold, LLC
Chesapeake 29833 HILLARY AVE, EASTON, MD, 21601, Easton, MD 21601
$485,000

3 beds

|

3 baths

|

2,800 sq ft

29833 HILLARY AVE, EASTON, MD, 21601
Community: Chesapeake
MLS MDTA2014254 • Benson & Mangold, LLC, Lish Rac... • Benson & Mangold, LLC
Four Seasons at Kent Island 111 MARSHGRASS WAY 41, CHESTER, MD, 2161..., Chester, MD 21619
$998,000

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

111 MARSHGRASS WAY 41, CHESTER, MD, 2161...
Community: Four Seasons at Kent Island
MLS MDQA2017940 • Long & Foster Real Estate, Inc.... • Long & Foster Real Estate, Inc.
Chesapeake 29692 MARIBEL LN, EASTON, MD, 21601, Easton, MD 21601
$505,000

3 beds

|

3 baths

|

2,342 sq ft

29692 MARIBEL LN, EASTON, MD, 21601
Community: Chesapeake
MLS MDTA2014550 • Benson & Mangold, LLC, Judy L M... • Benson & Mangold, LLC
Want to learn more about 55+ communities in Easton? 55places can help!
Questions? Call us: (443) 746-3637
Four Seasons at Kent Island 102 BOATSWAIN WAY 2943, CHESTER, MD, 216..., Chester, MD 21619
$909,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

102 BOATSWAIN WAY 2943, CHESTER, MD, 216...
Community: Four Seasons at Kent Island
MLS MDQA2018010 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island 102 BOATSWAIN WAY 2932, CHESTER, MD, 216..., Chester, MD 21619
$809,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

102 BOATSWAIN WAY 2932, CHESTER, MD, 216...
Community: Four Seasons at Kent Island
MLS MDQA2018008 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
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.

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