Call us at (667) 226-8583 to learn more about active adult communities in Easton Area
Easton Area, MD 55+ active adult communities & homes for sale
23 communities near Easton Area
108 homes near Easton Area
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$400ks
- $700ks
Four Seasons at Kent Isla..., Kent Island, MD
New Construction
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55+ age-restricted
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Built 2018 - present
|
1,079 homes
$300ks
- $400ks
Chesapeake, Easton, MD
Resale Only
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55+ age-restricted
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Built 2002 - 2011
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452 homes
5 rating (1 reviews)
![Symphony Village]()
$300ks
- $500ks
Symphony Village, Centreville, MD
Resale Only
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55+ age-restricted
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Built 2003 - 2016
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395 homes
$400ks
- $600ks
Element at Mill Creek, Annapolis, MD
New Construction
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55+ age-restricted
|
Built 2022 - present
|
140 homes
$500ks
- $700ks
Gerst Farm, Perry Hall, MD
New Construction
|
55+ age-restricted
|
Built 2026 - present
|
202 homes
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$300ks
- $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only
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55+ age-restricted
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Built 2016 - 2022
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273 homes
$300ks
Legacy at Gateway, Bel Air, MD
Resale Only
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55+ age-restricted
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Built 2009 - 2012
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70 homes
3 rating (2 reviews)
![Spring Arbor]()
$300ks
- $500ks
Spring Arbor, Middletown, DE
Resale Only
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55+ age-restricted
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Built 2007 - 2018
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317 homes
$100ks
- $200ks
Village of Cecil Woods, Elkton, MD
Resale Only
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55+ age-restricted
|
Built 1997 - 2016
|
235 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.
$400ks
- $500ks
The Cascades, Newark, DE
New Construction
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55+ age-restricted
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Built 2021 - present
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113 homes
$500ks
Legacy at Fallston Common..., Fallston, MD
Resale Only
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55+ age-restricted
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Built 2011 - 2018
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187 homes
$400ks
Grace Woods 55+, Aberdeen, MD
New Construction
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55+ age-restricted
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Built 2025 - present
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96 homes
$400ks
- $500ks
Legacy at The Preserve at..., Middletown, DE
New and Resale
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55+ age-restricted
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Built 2016 - present
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205 homes
$400ks
Village of Long Creek, Newark, DE
Resale Only
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55+ age-restricted
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Built 2007 - 2016
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100 homes
$300ks
- $400ks
Four Seasons at Saint Mar..., Annapolis, MD
Resale Only
|
55+ age-restricted
|
Built 2006 - 2011
|
166 homes
Want to learn more about 55+ communities in Easton Area?
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$400ks
- $500ks
Gatherings at Perry Hall ..., Perry Hall, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
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45 homes
$400ks
The Villas at Greenbrier, Bel Air, MD
Resale Only
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55+ age-restricted
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Built 2007 - 2020
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70 homes
$300ks
Overlook at MacPhail Wood..., Bel Air, MD
Resale Only
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55+ age-restricted
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Built 2009 - 2012
|
114 homes
$400ks
- $500ks
Gatherings at Perry Hall ..., Perry Hall, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
29 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.
$200ks
- $300ks
Tiree Land Condominiums, Abingdon, MD
Resale Only
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55+ age-restricted
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Built 2006 - 2007
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96 homes
$300ks
- $400ks
Moore's Mill Crossing, Bel Air, MD
Resale Only
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55+ age-restricted
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Built 2006 - 2006
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24 homes
5 rating (1 reviews)
![Springmill]()
$300ks
- $400ks
Springmill, Middletown, DE
Resale Only
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55+ age-restricted
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Built 2000 - 2007
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362 homes
Four Seasons at Kent Island
![2000 HERONS NEST WAY 401, CHESTER, MD, 2..., Chester, MD 21619]()
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]()
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
Four Seasons at Saint Margaret's
![1503 BROADNECK PL 101, ANNAPOLIS, MD, 21..., Annapolis, MD 21409]()
2 beds
|2 baths
|1,258 sq ft
|Condo
1503 BROADNECK PL 101, ANNAPOLIS, MD, 21...
Community: Four Seasons at Saint Margaret's
MLS MDAA2153098 • Coldwell Banker Realty, Mark Fe... • Coldwell Banker Realty
Four Seasons at Kent Island
![214 BAYBERRY DR, CHESTER, MD, 21619, Chester, MD 21619]()
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
Four Seasons at Kent Island
![118 BROADWATER DR, CHESTER, MD, 21619, Chester, MD 21619]()
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
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Four Seasons at Kent Island
![201 SWITCHGRASS WAY 34, CHESTER, MD, 216..., Chester, MD 21619]()
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
![123 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619]()
3 beds
|3 baths
|2,789 sq ft
123 FLYCATCHER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018164 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island
![117 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619]()
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
![111 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619]()
5 beds
|5 baths
|3,225 sq ft
111 FLYCATCHER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2018160 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Gerst Farm
![9312 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128]()
MLS MDBC2171716 • Keller Williams Lucido Agency, ... • Keller Williams Lucido Agency
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
![209 HARRIER WAY, CHESTER, MD, 21619, Chester, MD 21619]()
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.
The Cascades
![511 DAVIS FALLS DR, NEWARK, DE, 19702, Newark, DE 19702]()
MLS DENC2108272 • Patterson-Schwartz-Newark, Cath... • Patterson-Schwartz-Newark
Spring Arbor
![623 GARDEN GATE DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709]()
MLS DENC2108110 • Coldwell Banker Realty, Jason P... • Coldwell Banker Realty
Legacy at The Preserve at Deep Creek
![272 ANGLESEY DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|3 baths
|3,303 sq ft
272 ANGLESEY DR, MIDDLETOWN, DE, 19709
Community: Legacy at The Preserve at Deep Creek
MLS DENC2107852 • RE/MAX Advantage Realty, Richar... • RE/MAX Advantage Realty
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(667) 226-8583
Village of Cecil Woods
![1 WOODS WAY, ELKTON, MD, 21921, Elkton, MD 21921]()
MLS MDCC2022440 • Foraker Realty Co., Shannon Loc... • Foraker Realty Co.
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.
The Cascades
![678 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702]()
MLS DENC2107724 • Patterson-Schwartz-Newark, Jenn... • Patterson-Schwartz-Newark
Four Seasons at Kent Island
![111 MARSHGRASS WAY 41, CHESTER, MD, 2161..., Chester, MD 21619]()
3 beds
|3 baths
|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.
Element at Mill Creek
![78 OLD MILL BOTTOM RD 209, ANNAPOLIS, MD..., Annapolis, MD 21409]()
2 beds
|2 baths
|1,210 sq ft
|Condo
78 OLD MILL BOTTOM RD 209, ANNAPOLIS, MD...
Community: Element at Mill Creek
MLS MDAA2151934 • McWilliams/Ballard, Inc., Dee H... • McWilliams/Ballard, Inc.
Four Seasons at Kent Island
![102 BOATSWAIN WAY 2943, CHESTER, MD, 216..., Chester, MD 21619]()
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]()
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
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55places can help!
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Village of Cecil Woods
![50 ADMIRALS WAY, ELKTON, MD, 21921, Elkton, MD 21921]()
MLS MDCC2022270 • RE/MAX Chesapeake, Wanda L Jack... • RE/MAX Chesapeake
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
![102 BOATSWAIN WAY 2911, CHESTER, MD, 216..., Chester, MD 21619]()
2 beds
|3 baths
|2,003 sq ft
|Condo
102 BOATSWAIN WAY 2911, CHESTER, MD, 216...
Community: Four Seasons at Kent Island
MLS MDQA2017980 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island
![323 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619]()
5 beds
|5 baths
|3,225 sq ft
323 KINGFISHER LN, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2017978 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Bay Bridge Cove
![222 MOORINGS CIR 126, STEVENSVILLE, MD, ..., Stevensville, MD 21666]()
3 beds
|3 baths
|2,074 sq ft
|Condo
222 MOORINGS CIR 126, STEVENSVILLE, MD, ...
Community: Bay Bridge Cove
MLS MDQA2017910 • The KW Collective, Todd A Brosc... • The KW Collective
Emerald Hills
![1603 MARTHA CT 402, BEL AIR, MD, 21015, Bel Air, MD 21015]()
2 beds
|2 baths
|1,320 sq ft
|Condo
1603 MARTHA CT 402, BEL AIR, MD, 21015
Community: Emerald Hills
MLS MDHR2057650 • Cummings & Co Realtors, Janet G... • Cummings & Co Realtors
Four Seasons at Kent Island
![715 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619]()
4 beds
|3 baths
|2,791 sq ft
715 WARBLER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2017966 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island
![723 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619]()
4 beds
|3 baths
|2,791 sq ft
723 WARBLER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2017962 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island
![532 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619]()
3 beds
|3 baths
|2,772 sq ft
532 WARBLER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2017958 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
Four Seasons at Kent Island
![102 BOATSWAIN WAY 2933, CHESTER, MD, 216..., Chester, MD 21619]()
2 beds
|3 baths
|1,900 sq ft
|Condo
102 BOATSWAIN WAY 2933, CHESTER, MD, 216...
Community: Four Seasons at Kent Island
MLS MDQA2017956 • Berkshire Hathaway HomeServices... • Berkshire Hathaway HomeServices PenFed Realty - OP
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Emerald Hills
![1604 MARTHA CT 101, BEL AIR, MD, 21015, Bel Air, MD 21015]()
2 beds
|2 baths
|1,240 sq ft
|Condo
1604 MARTHA CT 101, BEL AIR, MD, 21015
Community: Emerald Hills
MLS MDHR2057470 • O'Neill Enterprises Realty, Aim... • O'Neill Enterprises Realty
Four Seasons at Kent Island
![169 HARRIER WAY, CHESTER, MD, 21619, Chester, MD 21619]()
2 beds
|2 baths
|2,394 sq ft
169 HARRIER WAY, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2017938 • CENTURY 21 New Millennium, Doro... • CENTURY 21 New Millennium
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.
Frequently Asked Questions
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.
The smallest 55+ communities in the Easton Area has 235 homes, the largest has 1079 homes, and the average communities consists of 486 homes.
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.
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.
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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© 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: Aug 13, 2026.
This application does not include information on all of the properties available for sale at this time.
