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Kent Island, MD 55+ active adult communities & homes for sale - Page 8

636 homes near Kent Island

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3 rating (2 reviews) Leisure World® of Marylan...
<$100k - $800ks
Leisure World® of Marylan..., Silver Spring, MD
Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes
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
4.3 rating (11 reviews) Amblebrook
$300ks - $700ks
Amblebrook, Gettysburg, PA
New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes
Parklands
$300ks - $500ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 homes
5 rating (2 reviews) Heritage Shores
$200ks - $500ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
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5 rating (2 reviews) Noble's Pond
$200ks - $300ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 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.
3.7 rating (3 reviews) Heritage Harbour
$300ks - $800ks
Heritage Harbour, Annapolis, MD
Resale Only | 55+ age-restricted | Built 1979 - 2008 | 1,683 homes
Cameron Grove
$200ks - $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
Honeycroft Village
$400ks - $500ks
Honeycroft Village, Cochranville, PA
New and Resale | 55+ age-restricted | Built 2007 - present | 243 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
5 rating (1 reviews) Symphony Village
$300ks - $500ks
Symphony Village, Centreville, MD
Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 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.
Beechfield Manors
$200ks - $400ks
Beechfield Manors, Bowie, MD
New Construction | 55+ age-restricted | Built 2024 - present
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
Ashland
$300ks - $400ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes
Legacy at Fallston Common...
$500ks
Legacy at Fallston Common..., Fallston, MD
Resale Only | 55+ age-restricted | Built 2011 - 2018 | 187 homes
Columbia Place
$800ks - $1Ms
Columbia Place, Wilmington, DE
New Construction | 55+ age-restricted | Built 2019 - present | 61 homes
Verona Woods
$300ks - $400ks
Verona Woods, Dover, DE
Resale Only | 55+ age-restricted | Built 2020 - present | 148 homes
The Crest of Alexandria
$400ks - $800ks
The Crest of Alexandria, Alexandria, VA
New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
3 rating (2 reviews) Spring Arbor
$300ks - $500ks
Spring Arbor, Middletown, DE
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes
4.5 rating (2 reviews) Southern Meadow
$100ks - $200ks
Southern Meadow, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 120 homes
5 rating (2 reviews) Central Parke at Victoria...
$300ks - $500ks
Central Parke at Victoria..., Laurel, MD
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 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.
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
5 rating (1 reviews) Two Rivers
$500ks - $700ks
Two Rivers, Odenton, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes
Watershed
$600ks - $700ks
Watershed, Laurel, MD
New Construction | 55+ age-restricted | 84 homes
Villages Of Wildewood
$100ks - $200ks
Villages Of Wildewood, California, MD
New and Resale | 55+ age-restricted | Built 1994 - present | 474 homes
Legacy at Gateway
$300ks
Legacy at Gateway, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 70 homes
Heritage at St. Charles
$300ks - $500ks
Heritage at St. Charles, White Plains, MD
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 300 homes
Tanyard Shores
$400ks - $500ks
Tanyard Shores, Glen Burnie, MD
New Construction | 55+ age-restricted | Built 2020 - present | 190 homes
Tiree Land Condominiums
$200ks - $300ks
Tiree Land Condominiums, Abingdon, MD
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 96 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
5 rating (1 reviews) Springmill
$300ks - $400ks
Springmill, Middletown, DE
Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes
5 rating (1 reviews) Fox Hill Farm
$300ks - $400ks
Fox Hill Farm, Glen Mills, PA
Resale Only | 55+ age-restricted | Built 1995 - 2003 | 491 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.
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Chesapeake 29748 HILLARY AVE, EASTON, MD, 21601, Easton, MD 21601
$475,000

2 beds

|

2 baths

|

1,805 sq ft

29748 HILLARY AVE, EASTON, MD, 21601
Community: Chesapeake
Amblebrook 94 ELDERBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$405,990

3 beds

|

2 baths

|

1,813 sq ft

94 ELDERBERRY WAY, GETTYSBURG, PA, 17325
Community: Amblebrook
Leisure World® of Maryland 2904 N LEISURE WORLD BLVD 207, SILVER SP..., Silver Spring, MD 20906
$175,000

1 beds

|

1 baths

|

896 sq ft

|

Condo

2904 N LEISURE WORLD BLVD 207, SILVER SP...
Amblebrook 106 ELDERBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$399,990

3 beds

|

2 baths

|

1,813 sq ft

106 ELDERBERRY WAY, GETTYSBURG, PA, 1732...
Community: Amblebrook
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
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Leisure World® of Maryland 3210 N LEISURE WORLD BLVD 416, SILVER SP..., Silver Spring, MD 20906
$335,000

2 beds

|

2 baths

|

1,505 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 416, SILVER SP...
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...
Heritage Harbour 905 YARDARM LN, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$479,900

2 beds

|

2 baths

|

1,234 sq ft

905 YARDARM LN, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Longacre Village 392 WINESAP LN, DOVER, DE, 19901, Dover, DE 19901
$520,000

3 beds

|

3 baths

|

1,916 sq ft

392 WINESAP LN, DOVER, DE, 19901
Community: Longacre Village
Parklands 3908 GLACIER BAY PL, WHITE PLAINS, MD, 2..., White Plains, MD 20695
$450,000

4 beds

|

3 baths

|

2,388 sq ft

3908 GLACIER BAY PL, WHITE PLAINS, MD, 2...
Community: Parklands
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.
Heritage Harbour 903 SCUPPER CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$1,050,000

4 beds

|

5 baths

|

5,766 sq ft

903 SCUPPER CT, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 2576 HIDDEN COVE RD 154, ANNAPOLIS, MD, ..., Annapolis, MD 21401
$658,900

5 beds

|

4 baths

|

3,326 sq ft

|

Condo

2576 HIDDEN COVE RD 154, ANNAPOLIS, MD, ...
Community: Heritage Harbour
Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-1027, SILVER..., Silver Spring, MD 20906
$230,000

2 beds

|

2 baths

|

1,138 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-1027, SILVER...
Heritage Shores 329 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$559,000

3 beds

|

3 baths

|

3,028 sq ft

329 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
The Crest of Alexandria 7753 BELVALE DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315
$955,000

4 beds

|

4 baths

|

2,888 sq ft

7753 BELVALE DR, ALEXANDRIA, VA, 22315
Leisure World® of Maryland 14801 PENNFIELD CIR 206, SILVER SPRING, ..., Silver Spring, MD 20906
$355,900

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

14801 PENNFIELD CIR 206, SILVER SPRING, ...
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Leisure World® of Maryland 3411 S LEISURE WORLD BLVD 90-E, SILVER S..., Silver Spring, MD 20906
$215,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3411 S LEISURE WORLD BLVD 90-E, SILVER S...
Amblebrook 102 WOOLGRASS LN, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$624,900

3 beds

|

3 baths

|

2,531 sq ft

102 WOOLGRASS LN, GETTYSBURG, PA, 17325
Community: Amblebrook
Amblebrook 74 GRAND OVERLOOK DR, GETTYSBURG, PA, 17..., Gettysburg, PA 17325
$394,900

3 beds

|

3 baths

|

2,246 sq ft

74 GRAND OVERLOOK DR, GETTYSBURG, PA, 17...
Community: Amblebrook
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 803, SILVER SP..., Silver Spring, MD 20906
$365,000

2 beds

|

2 baths

|

1,495 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 803, SILVER SP...
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.
Walden Woods 9837 WILDERNESS LN, LAUREL, MD, 20723, Laurel, MD 20723
$665,000

4 beds

|

4 baths

|

2,060 sq ft

9837 WILDERNESS LN, LAUREL, MD, 20723
Community: Walden Woods
Parklands 10071 SHENANDOAH LN, WHITE PLAINS, MD, 2..., White Plains, MD 20695
$621,290

4 beds

|

4 baths

|

1,821 sq ft

10071 SHENANDOAH LN, WHITE PLAINS, MD, 2...
Community: Parklands
Heritage Harbour 2579 HIDDEN COVE RD 159, ANNAPOLIS, MD, ..., Annapolis, MD 21401
$659,900

4 beds

|

3 baths

|

2,232 sq ft

|

Condo

2579 HIDDEN COVE RD 159, ANNAPOLIS, MD, ...
Community: Heritage Harbour
Amblebrook 96 ELDERBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$419,990

3 beds

|

2 baths

|

1,763 sq ft

96 ELDERBERRY WAY, GETTYSBURG, PA, 17325
Community: Amblebrook
Leisure World® of Maryland 2904 N LEISURE WORLD BLVD 214, SILVER SP..., Silver Spring, MD 20906
$152,625

1 beds

|

1 baths

|

888 sq ft

|

Condo

2904 N LEISURE WORLD BLVD 214, SILVER SP...
Windsor at Glen Mills 244 BALTIMORE PIKE 131A, GLEN MILLS, PA,..., Glen Mills, PA 19342
$380,000

2 beds

|

2 baths

|

1,360 sq ft

|

Condo

244 BALTIMORE PIKE 131A, GLEN MILLS, PA,...
Leisure World® of Maryland 3632 GLENEAGLES DR 8-2H, SILVER SPRING, ..., Silver Spring, MD 20906
$200,000

2 beds

|

1 baths

|

1,035 sq ft

|

Condo

3632 GLENEAGLES DR 8-2H, SILVER SPRING, ...
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Heritage Shores 78 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$349,800

2 beds

|

2 baths

|

1,728 sq ft

78 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
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
Champions' Club 11 BAY HILL RD, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$380,000

2 beds

|

2 baths

|

1,739 sq ft

11 BAY HILL RD, MAGNOLIA, DE, 19962
Community: Champions' Club
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.
Leisure World® of Maryland 15115 INTERLACHEN DR 3-521, SILVER SPRIN..., Silver Spring, MD 20906
$315,000

3 beds

|

3 baths

|

1,530 sq ft

|

Condo

15115 INTERLACHEN DR 3-521, SILVER SPRIN...
Walden Woods 9814 WILDERNESS LN, LAUREL, MD, 20723, Laurel, MD 20723
$700,000

4 beds

|

4 baths

|

2,680 sq ft

9814 WILDERNESS LN, LAUREL, MD, 20723
Community: Walden Woods
Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-712, SILVER ..., Silver Spring, MD 20906
$189,000

2 beds

|

2 baths

|

980 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-712, SILVER ...
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...
Four Seasons at Kent Island 215 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619
$1,049,500

5 beds

|

5 baths

|

3,225 sq ft

215 KINGFISHER LN, CHESTER, MD, 21619
Leisure World® of Maryland 3378 CHISWICK CT 52-3E, SILVER SPRING, M..., Silver Spring, MD 20906
$92,900

1 beds

|

1 baths

|

800 sq ft

3378 CHISWICK CT 52-3E, SILVER SPRING, M...
Amblebrook 182 RUSTIC WOOD DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$620,000

2 beds

|

2 baths

|

2,154 sq ft

182 RUSTIC WOOD DR, GETTYSBURG, PA, 1732...
Community: Amblebrook
Verona Woods 133 CASSIUS LN, DOVER, DE, 19901, Dover, DE 19901
$425,000

3 beds

|

2 baths

|

1,599 sq ft

133 CASSIUS LN, DOVER, DE, 19901
Community: Verona Woods
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Leisure World® of Maryland 15101 INTERLACHEN DR 1-126, SILVER SPRIN..., Silver Spring, MD 20906
$280,000

2 beds

|

2 baths

|

1,320 sq ft

|

Condo

15101 INTERLACHEN DR 1-126, SILVER SPRIN...
Springmill 27 SPRINGMILL DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$400,000

2 beds

|

2 baths

|

2,275 sq ft

27 SPRINGMILL DR, MIDDLETOWN, DE, 19709
Community: Springmill
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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