Call us at (667) 326-9689 to learn more about active adult communities in Kent Island

Kent Island, MD 55+ active adult communities & homes for sale - Page 3

614 homes near Kent Island

Sort by:

Relevance

Relevance

2.3 rating (3 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
5 rating (2 reviews) Heritage Shores
$300ks - $500ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 homes
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
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Parklands
$300ks - $500ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 homes
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
5 rating (1 reviews) Symphony Village
$300ks - $500ks
Symphony Village, Centreville, MD
Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 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.
5 rating (1 reviews) Two Rivers
$500ks - $700ks
Two Rivers, Odenton, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 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
Cameron Grove
$200ks - $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
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 (2 reviews) Central Parke at Victoria...
$300ks - $500ks
Central Parke at Victoria..., Laurel, MD
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes
Gerst Farm
$500ks - $700ks
Gerst Farm, Perry Hall, MD
New Construction | 55+ age-restricted | Built 2026 - present | 202 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.
5 rating (1 reviews) Snowden Overlook
$300ks - $600ks
Snowden Overlook, Columbia, MD
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
3.7 rating (3 reviews) Heritage Harbour
$300ks - $800ks
Heritage Harbour, Annapolis, MD
Resale Only | 55+ age-restricted | Built 1979 - 2008 | 1,683 homes
Honeycroft Village
$400ks - $500ks
Honeycroft Village, Cochranville, PA
New and Resale | 55+ age-restricted | Built 2007 - present | 243 homes
Tanyard Shores
$400ks - $500ks
Tanyard Shores, Glen Burnie, MD
New Construction | 55+ age-restricted | Built 2020 - present | 190 homes
Legacy at Gateway
$300ks
Legacy at Gateway, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 70 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Emerald Hills
$200ks - $300ks
Emerald Hills, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2006 - 2019 | 240 homes
3.7 rating (3 reviews) Spring Meadow
$300ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
Auburn Meadows
$400ks - $500ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 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.
Ashland
$300ks - $400ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes
The Paddock at Equine Mea...
$200ks - $400ks
The Paddock at Equine Mea..., Red Lion, PA
New and Resale | 55+ age-restricted | Built 2016 - present | 174 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Beechfield Manors
$200ks - $400ks
Beechfield Manors, Bowie, MD
New Construction | 55+ age-restricted | Built 2024 - present
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes
Whispering Woods
$300ks - $400ks
Whispering Woods, Middletown, DE
New and Resale | 55+ age-restricted | Built 2017 - present | 178 homes
The Courtyards at Waverly...
$300ks - $1Ms
The Courtyards at Waverly..., Marriottsville, MD
Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes
Legacy at Fallston Common...
$500ks
Legacy at Fallston Common..., Fallston, MD
Resale Only | 55+ age-restricted | Built 2011 - 2018 | 187 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
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.
123...4
Venue at Winchelsea 3162 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$447,509

3 beds

|

3 baths

|

2,443 sq ft

3162 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
Longacre Village 391 N RED HAVEN LN, DOVER, DE, 19901, Dover, DE 19901
$519,000

4 beds

|

3 baths

|

2,533 sq ft

391 N RED HAVEN LN, DOVER, DE, 19901
Community: Longacre Village
Heritage Harbour 847 RUDDER WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$669,900

2 beds

|

2 baths

|

1,810 sq ft

847 RUDDER WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Village of Red Lion Creek 272 W RED LION DR, BEAR, DE, 19701, Bear, DE 19701
$359,900

2 beds

|

2 baths

|

2,075 sq ft

272 W RED LION DR, BEAR, DE, 19701
Venue at Winchelsea 2638 FAIRLIGHT DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$470,000

3 beds

|

2 baths

|

2,443 sq ft

2638 FAIRLIGHT DR, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
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 1-807, SILVER SPRIN..., Silver Spring, MD 20906
$169,800

2 beds

|

2 baths

|

990 sq ft

|

Condo

15101 INTERLACHEN DR 1-807, SILVER SPRIN...
Heritage Shores 16 BLUE HERON CT, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$349,000

3 beds

|

2 baths

|

1,890 sq ft

16 BLUE HERON CT, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Parklands 10341 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$460,990

3 beds

|

2 baths

|

1,844 sq ft

10341 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Crossings at Christiana 626 KENDALL DR, BEAR, DE, 19701, Bear, DE 19701
$324,900

2 beds

|

2 baths

|

1,514 sq ft

626 KENDALL DR, BEAR, DE, 19701
North Pointe Condominiums 621 NORTHLAND DR 66, HANOVER, PA, 17331, Hanover, PA 17331
$309,900

2 beds

|

2 baths

|

1,298 sq ft

|

Condo

621 NORTHLAND DR 66, HANOVER, PA, 17331
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.
Cindy Certified
3835 DOC BERLIN DR 42, SILVER SPRING, MD..., Silver Spring, MD 20906
$420,000

2 beds

|

2 baths

|

1,277 sq ft

|

Condo

3835 DOC BERLIN DR 42, SILVER SPRING, MD...
The Village of Hershey Run 6 CARTWRIGHT CT 95, WILMINGTON, DE, 1980..., Wilmington, DE 19804
$279,900

2 beds

|

2 baths

|

1,502 sq ft

6 CARTWRIGHT CT 95, WILMINGTON, DE, 1980...
Four Seasons at Saint Margaret's 1503 BROADNECK PL 101, ANNAPOLIS, MD, 21..., Annapolis, MD 21409
$394,900

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

1503 BROADNECK PL 101, ANNAPOLIS, MD, 21...
Cindy Certified
1121 FORTUNE TER 205, POTOMAC, MD, 20854, Potomac, MD 20854
$1,041,994

2 beds

|

2 baths

|

1,703 sq ft

|

Condo

1121 FORTUNE TER 205, POTOMAC, MD, 20854
Whispering Woods 352 TRANQUILITY WAY, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$519,900

3 beds

|

3 baths

|

2,500 sq ft

352 TRANQUILITY WAY, MIDDLETOWN, DE, 197...
Community: Whispering Woods
Nells Acres 1909 LENNOX DR 90, ELDERSBURG, MD, 21784, Eldersburg, MD 21784
$315,000

3 beds

|

3 baths

|

1,620 sq ft

|

Condo

1909 LENNOX DR 90, ELDERSBURG, MD, 21784
Community: Nells Acres
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Traditions at Longwood 139 VIOLET DR, KENNETT SQUARE, PA, 19348, Kennett Square, PA 19348
$649,000

2 beds

|

3 baths

|

2,932 sq ft

139 VIOLET DR, KENNETT SQUARE, PA, 19348
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
Leisure World® of Maryland 15115 INTERLACHEN DR 3-524, SILVER SPRIN..., Silver Spring, MD 20906
$219,000

2 beds

|

2 baths

|

1,195 sq ft

|

Condo

15115 INTERLACHEN DR 3-524, SILVER SPRIN...
Four Seasons at Kent Island 118 BROADWATER DR, CHESTER, MD, 21619, Chester, MD 21619
$660,000

2 beds

|

2 baths

|

2,473 sq ft

118 BROADWATER DR, CHESTER, MD, 21619
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 3622 TARKINGTON LN 55-B, SILVER SPRING, ..., Silver Spring, MD 20906
$480,000

2 beds

|

2 baths

|

1,410 sq ft

|

Condo

3622 TARKINGTON LN 55-B, SILVER SPRING, ...
Leisure World® of Maryland 15115 INTERLACHEN DR 3-621, SILVER SPRIN..., Silver Spring, MD 20906
$345,000

3 beds

|

3 baths

|

1,530 sq ft

|

Condo

15115 INTERLACHEN DR 3-621, SILVER SPRIN...
Leisure World® of Maryland 15101 INTERLACHEN DR 1-618, SILVER SPRIN..., Silver Spring, MD 20906
$325,000

2 beds

|

2 baths

|

1,520 sq ft

|

Condo

15101 INTERLACHEN DR 1-618, SILVER SPRIN...
Four Seasons at Hatteras Hills 43 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$539,990

3 beds

|

3 baths

|

1,951 sq ft

43 FRISCO DR, MAGNOLIA, DE, 19962
Leisure World® of Maryland 15101 INTERLACHEN DR 1-1002, SILVER SPRI..., Silver Spring, MD 20906
$159,000

1 beds

|

1 baths

|

860 sq ft

|

Condo

15101 INTERLACHEN DR 1-1002, SILVER SPRI...
Leisure World® of Maryland 15430 BRAMBLEWOOD DR 22-B, SILVER SPRING..., Silver Spring, MD 20906
$459,000

2 beds

|

2 baths

|

1,346 sq ft

|

Condo

15430 BRAMBLEWOOD DR 22-B, SILVER SPRING...
Brittany Hills 4 N HENLEY DR, AVONDALE, PA, 19311, Avondale, PA 19311
$499,999

3 beds

|

3 baths

|

3,300 sq ft

4 N HENLEY DR, AVONDALE, PA, 19311
Community: Brittany Hills
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Venue at Winchelsea 3164 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$445,559

3 beds

|

3 baths

|

2,443 sq ft

3164 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
Roth's Farm Village 1403 CHAMI DR 5, SPRING GROVE, PA, 17362, Spring Grove, PA 17362
$239,900

2 beds

|

1 baths

|

1,104 sq ft

|

Condo

1403 CHAMI DR 5, SPRING GROVE, PA, 17362
Community: Roth's Farm Village
Four Seasons at Kent Island 201 SWITCHGRASS WAY 34, CHESTER, MD, 216..., Chester, MD 21619
$859,500

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

201 SWITCHGRASS WAY 34, CHESTER, MD, 216...
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.
Foxfield 1638 BOXWOOD RD, GARNET VALLEY, PA, 1906..., Garnet Valley, PA 19060
$485,000

2 beds

|

2 baths

|

2,047 sq ft

1638 BOXWOOD RD, GARNET VALLEY, PA, 1906...
Community: Foxfield
Leisure World® of Maryland 3250 GLENEAGLES DR 104-B, SILVER SPRING,..., Silver Spring, MD 20906
$225,000

2 beds

|

3 baths

|

1,445 sq ft

|

Condo

3250 GLENEAGLES DR 104-B, SILVER SPRING,...
Four Seasons at Saint Margaret's 1501 BROADNECK PL 303, ANNAPOLIS, MD, 21..., Annapolis, MD 21409
$392,500

2 beds

|

2 baths

|

1,235 sq ft

|

Condo

1501 BROADNECK PL 303, ANNAPOLIS, MD, 21...
Four Seasons at Kent Island 320 BAYBERRY DR, CHESTER, MD, 21619, Chester, MD 21619
$897,750

3 beds

|

2 baths

|

2,331 sq ft

320 BAYBERRY DR, CHESTER, MD, 21619
Noble's Pond 334 CARPER DR, DOVER, DE, 19904, Dover, DE 19904
$384,900

3 beds

|

3 baths

|

2,142 sq ft

334 CARPER DR, DOVER, DE, 19904
Community: Noble's Pond
Liberty Place 40 LIBERTY RD T, SYKESVILLE, MD, 21784, Sykesville, MD 21784
$320,000

2 beds

|

2 baths

|

1,186 sq ft

|

Condo

40 LIBERTY RD T, SYKESVILLE, MD, 21784
Community: Liberty Place
Noble's Pond 20 LACEY LN, DOVER, DE, 19904, Dover, DE 19904
$449,990

3 beds

|

3 baths

|

2,386 sq ft

20 LACEY LN, DOVER, DE, 19904
Community: Noble's Pond
Traditions at Longwood 458 MIMOSA CIR, KENNETT SQUARE, PA, 1934..., Kennett Square, PA 19348
$839,000

3 beds

|

3 baths

|

2,650 sq ft

458 MIMOSA CIR, KENNETT SQUARE, PA, 1934...
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
McKinsey Park 600 MCKINSEY PARK DR 502, SEVERNA PARK, ..., Severna Park, MD 21146
$420,000

2 beds

|

2 baths

|

1,231 sq ft

|

Condo

600 MCKINSEY PARK DR 502, SEVERNA PARK, ...
Community: McKinsey Park
Symphony Village 214 HARMONY WAY, CENTREVILLE, MD, 21617, Centreville, MD 21617
$439,900

3 beds

|

2 baths

|

1,972 sq ft

214 HARMONY WAY, CENTREVILLE, MD, 21617
Community: Symphony Village
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


Want more information about active adult communities around Kent Island?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting optout@55places.com. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Kent Island?

Call us: (667) 326-9689
614 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

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: Aug 24, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top