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 6

Living in Kent Island

Kent Island is an island within the Chesapeake Bay in Maryland. The island offers retirees a laid back lifestyle, featuring various coastal parks that provide locals with an…

Kent Island is an island within the Chesapeake Bay in Maryland. The island offers retirees a laid back lifestyle, featuring various coastal parks that provide locals with an abundance of natural scenery. Moreover, the island is under an hour away from Baltimore, offering residents of 55+ communities in Kent Island access to a big city experience when desired.

Climate & Geography

Kent Island has a humid subtropical climate, with warm summers and cold winters. The city receives more rainfall than than the national average and less snowfall.

Recreation, Culture & Entertainment

Active adults living on Kent Island will find that the island offers plenty of opportunities for outdoor recreation. On the northern half of the island, Terrapin Beach Park offers activities like hiking, swimming, biking, and birdwatching to visitors. Additionally retirees on the southern part of the island can fish or kayak at Romancoke Pier.

Locals can enjoy visiting the many antique shops on the island, local vineyards, or spending a day at the Chesapeake Heritage and Visitor Center to learn more about the area’s history. In addition, downtown Baltimore is less than an hour away from Kent Island, perfect for active adults who enjoy experiencing the city life on occasion.

Cost of Living & Taxes

The overall cost of living on Kent Island is above the state and national average, undoubtedly due to the higher cost of housing on Kent Island.

Sales tax is on the lower end of average, at 6 percent. Income tax in Maryland can range from 2 percent to 5.75 percent, and counties can add additional tax. Moreover property taxes in Maryland are higher than average. However Social Security benefits are not taxed which is a help for Kent Island 55+ community residents on a budget.

Health Care

While there are no hospitals on Kent Island, UM Shore Emergency Center at Queenstown is located nearby in Queenstown. Johns Hopkins Hospital, located in Baltimore, is ranked the No. 1 hospital in Maryland by U.S. News. Additionally hospital is nationally ranked in 15 specialties, and high performing in seven procedures and conditions. Anne Arundel Medical Center, located in Annapolis, is ranked the No. 4 hospital in the state. The hospital is high performing in seven procedures and conditions as well.

Frequently Asked Questions


628 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
Parklands
$300ks - $500ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 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
4.3 rating (11 reviews) Amblebrook
$300ks - $700ks
Amblebrook, Gettysburg, PA
New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
5 rating (2 reviews) Heritage Shores
$200ks - $500ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 homes
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 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
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 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) Symphony Village
$300ks - $500ks
Symphony Village, Centreville, MD
Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 homes
Cameron Grove
$200ks - $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
5 rating (1 reviews) Two Rivers
$500ks - $700ks
Two Rivers, Odenton, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
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
3.7 rating (3 reviews) Spring Meadow
$300ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 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) Snowden Overlook
$300ks - $600ks
Snowden Overlook, Columbia, MD
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes
Verona Woods
$300ks - $400ks
Verona Woods, Dover, DE
Resale Only | 55+ age-restricted | Built 2020 - present | 148 homes
Beechfield Manors
$200ks - $400ks
Beechfield Manors, Bowie, MD
New Construction | 55+ age-restricted | Built 2024 - present
Gerst Farm
$500ks - $700ks
Gerst Farm, Perry Hall, MD
New Construction | 55+ age-restricted | Built 2026 - present | 202 homes
Auburn Meadows
$400ks - $500ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 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
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Parks Edge at Bayberry
$400ks - $600ks
Parks Edge at Bayberry, Middletown, DE
New Construction | 55+ age-restricted | Built 2022 - present | 210 homes
Legacy at Gateway
$300ks
Legacy at Gateway, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 70 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 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 rating (2 reviews) Spring Arbor
$300ks - $500ks
Spring Arbor, Middletown, DE
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 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
The Ponds at Bayberry
$300ks - $500ks
The Ponds at Bayberry, Middletown, DE
New and Resale | 55+ age-restricted | Built 2015 - present | 572 homes
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
Emerald Hills
$200ks
Emerald Hills, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2006 - 2019 | 240 homes
Four Seasons at Silver Ma...
$400ks - $500ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 299 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Nells Acres
$200ks - $600ks
Nells Acres, Sykesville, MD
New and Resale | 55+ age-restricted | Built 2000 - present | 103 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
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 907, SILVER SP..., Silver Spring, MD 20906
$274,000

2 beds

|

2 baths

|

1,315 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 907, SILVER SP...
Leisure World® of Maryland 3386 CHISWICK CT 50-1A, SILVER SPRING, M..., Silver Spring, MD 20906
$142,000

1 beds

|

1 baths

|

1,014 sq ft

|

Condo

3386 CHISWICK CT 50-1A, SILVER SPRING, M...
Leisure World® of Maryland 15115 INTERLACHEN DR 3-612, SILVER SPRIN..., Silver Spring, MD 20906
$199,999

2 beds

|

2 baths

|

1,225 sq ft

|

Condo

15115 INTERLACHEN DR 3-612, SILVER SPRIN...
Leisure World® of Maryland 3310 N LEISURE WORLD BLVD 107, SILVER SP..., Silver Spring, MD 20906
$219,000

2 beds

|

2 baths

|

1,317 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 107, SILVER SP...
Amblebrook 65 BONESET DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$405,000

3 beds

|

3 baths

|

2,232 sq ft

65 BONESET DR, GETTYSBURG, PA, 17325
Community: Amblebrook
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Leisure World® of Maryland 14801 PENNFIELD CIR 311, SILVER SPRING, ..., Silver Spring, MD 20906
$319,999

2 beds

|

2 baths

|

1,158 sq ft

|

Condo

14801 PENNFIELD CIR 311, SILVER SPRING, ...
Heritage Shores 391 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$319,000

2 beds

|

2 baths

|

1,416 sq ft

391 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Watershed 1236 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724
$574,990

3 beds

|

3 baths

|

2,262 sq ft

1236 CRESTED WOOD DR, LAUREL, MD, 20724
Community: Watershed
Noble's Pond 137 WATERS EDGE DR, DOVER, DE, 19904, Dover, DE 19904
$435,000

3 beds

|

2 baths

|

2,585 sq ft

137 WATERS EDGE DR, DOVER, DE, 19904
Community: Noble's Pond
Watershed 1252 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724
$659,990

3 beds

|

3 baths

|

2,663 sq ft

1252 CRESTED WOOD DR, LAUREL, MD, 20724
Community: Watershed
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 3602 CHORLEY WOODS WAY 1-B, SILVER SPRIN..., Silver Spring, MD 20906
$365,000

2 beds

|

2 baths

|

1,403 sq ft

|

Condo

3602 CHORLEY WOODS WAY 1-B, SILVER SPRIN...
Watershed 1256 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724
$624,990

3 beds

|

3 baths

|

2,663 sq ft

1256 CRESTED WOOD DR, LAUREL, MD, 20724
Community: Watershed
The Ponds at Bayberry 642 VIVALDI DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$749,999

4 beds

|

3 baths

|

2,900 sq ft

642 VIVALDI DR, MIDDLETOWN, DE, 19709
Cindy Certified
213 NIXON CT, SWEDESBORO, NJ, 08085, Swedesboro, NJ 08085
$674,990

2 beds

|

3 baths

|

2,387 sq ft

213 NIXON CT, SWEDESBORO, NJ, 08085
Leisure World® of Maryland 3005 S LEISURE WORLD BLVD 304, SILVER SP..., Silver Spring, MD 20906
$310,000

2 beds

|

2 baths

|

1,506 sq ft

|

Condo

3005 S LEISURE WORLD BLVD 304, SILVER SP...
Verona Woods 357 LAERTES DR, DOVER, DE, 19901, Dover, DE 19901
$390,000

3 beds

|

2 baths

|

1,600 sq ft

357 LAERTES DR, 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
Two Rivers 1645 VELVET LEAF LN, ODENTON, MD, 21113, Odenton, MD 21113
$810,000

4 beds

|

3 baths

|

3,309 sq ft

1645 VELVET LEAF LN, ODENTON, MD, 21113
Community: Two Rivers
The Ponds at Bayberry 2744 VAN CLIBURN CIR, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$749,000

4 beds

|

3 baths

|

3,425 sq ft

2744 VAN CLIBURN CIR, MIDDLETOWN, DE, 19...
Parklands 11448 BRYCE CANYON PL, WHITE PLAINS, MD,..., White Plains, MD 20695
$375,000

2 beds

|

2 baths

|

1,066 sq ft

11448 BRYCE CANYON PL, WHITE PLAINS, MD,...
Community: Parklands
Amblebrook 101 ELDERBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$374,990

3 beds

|

2 baths

|

1,736 sq ft

101 ELDERBERRY WAY, GETTYSBURG, PA, 1732...
Community: Amblebrook
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 Shores 43 CHAMPIONS DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$494,900

3 beds

|

3 baths

|

2,946 sq ft

43 CHAMPIONS DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Parklands 10722 GREAT LAKES PL, WHITE PLAINS, MD, ..., White Plains, MD 20695
$390,000

2 beds

|

2 baths

|

1,358 sq ft

10722 GREAT LAKES PL, WHITE PLAINS, MD, ...
Community: Parklands
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
Heritage Harbour 2566 GLEN CV, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$599,000

3 beds

|

2 baths

|

1,707 sq ft

|

Condo

2566 GLEN CV, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Venue at Winchelsea 2213 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$431,859

3 beds

|

3 baths

|

2,443 sq ft

2213 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
Roth's Farm Village 1365 VILLAGE DR 23, SPRING GROVE, PA, 17..., Spring Grove, PA 17362
$279,900

2 beds

|

2 baths

|

1,494 sq ft

|

Condo

1365 VILLAGE DR 23, SPRING GROVE, PA, 17...
Community: Roth's Farm Village
Westtown Reserve 124 GILPIN DR A-205, WEST CHESTER, PA, 1..., West Chester, PA 19382
$449,900

2 beds

|

2 baths

|

1,468 sq ft

|

Condo

124 GILPIN DR A-205, WEST CHESTER, PA, 1...
Community: Westtown Reserve
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
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
Cameron Grove 13401 LEESBURG PL, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774
$419,000

2 beds

|

2 baths

|

1,469 sq ft

13401 LEESBURG PL, UPPER MARLBORO, MD, 2...
Community: Cameron Grove
Leisure World® of Maryland 14805 PENNFIELD CIR 312, SILVER SPRING, ..., Silver Spring, MD 20906
$299,900

2 beds

|

2 baths

|

1,354 sq ft

|

Condo

14805 PENNFIELD CIR 312, SILVER SPRING, ...
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.
Amblebrook 61 GENTLE SLOPE WAY, GETTYSBURG, PA, 173..., Gettysburg, PA 17325
$604,720

4 beds

|

3 baths

|

2,637 sq ft

61 GENTLE SLOPE WAY, GETTYSBURG, PA, 173...
Community: Amblebrook
Legacy at Gateway 633 WALLINGFORD RD 204, BEL AIR, MD, 210..., Bel Air, MD 21014
$285,000

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

633 WALLINGFORD RD 204, BEL AIR, MD, 210...
Community: Legacy at Gateway
Beechfield Manors 4003 SEASIDE ALDER RD 0406- LILY, BOWIE,..., Bowie, MD 20720
$349,990

2 beds

|

2 baths

|

1,223 sq ft

|

Condo

4003 SEASIDE ALDER RD 0406- LILY, BOWIE,...
Community: Beechfield Manors
Cameron Grove 14000 NEW ACADIA LN 105, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$260,000

1 beds

|

1 baths

|

1,028 sq ft

|

Condo

14000 NEW ACADIA LN 105, UPPER MARLBORO,...
Community: Cameron Grove
Parklands 10342 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$559,990

4 beds

|

3 baths

10342 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Parklands 10346 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$529,990

4 beds

|

3 baths

10346 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Parklands 10360 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$529,990

4 beds

|

3 baths

10360 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Parklands 10394 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$549,990

4 beds

|

3 baths

10394 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Parklands 10403 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$399,990

3 beds

|

2 baths

10403 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Four Seasons at Silver Maple 631 RED MAPLE RD, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$499,000

3 beds

|

2 baths

631 RED MAPLE RD, MIDDLETOWN, DE, 19709
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
628 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: Oct 09, 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