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 8

445 homes near Kent Island

Sort by:

Relevance

Relevance

Four Seasons at Kent Isla...
$400Ks - $1Ms
Four Seasons at Kent Isla..., Kent Island, MD
New Construction | 55+ age-restricted | Built 2018 - present | 1,079 homes
5 rating (1 reviews) Leisure World® of Marylan...
<$100k - $500Ks
Leisure World® of Marylan..., Silver Spring, MD
Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes
4.3 rating (11 reviews) Amblebrook
$300Ks - $600Ks
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
3.7 rating (3 reviews) Heritage Harbour
$300Ks - $600Ks
Heritage Harbour, Annapolis, MD
Resale Only | 55+ age-restricted | Built 1979 - 2008 | 1,683 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
5 rating (1 reviews) Two Rivers
$500Ks - $700Ks
Two Rivers, Odenton, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes
5 rating (2 reviews) Noble's Pond
$300Ks - $500Ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 homes
Cameron Grove
$200Ks - $400Ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
5 rating (2 reviews) Central Parke at Victoria...
$400Ks - $600Ks
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.
Parklands
$300Ks - $600Ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 homes
The Ponds at Bayberry
$500Ks - $600Ks
The Ponds at Bayberry, Middletown, DE
New and Resale | 55+ age-restricted | Built 2015 - present | 572 homes
3.7 rating (3 reviews) Foxfield
$300Ks - $600Ks
Foxfield, Garnet Valley, PA
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 520 homes
5 rating (1 reviews) Fox Hill Farm
$400Ks - $700Ks
Fox Hill Farm, Glen Mills, PA
Resale Only | 55+ age-restricted | Built 1995 - 2003 | 491 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Villages Of Wildewood
$300Ks - $200Ks
Villages Of Wildewood, California, MD
New and Resale | 55+ age-restricted | Built 1994 - present | 474 homes
Roesville
$300Ks
Roesville, Felton, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 homes
The Courtyards at Waverly...
$300Ks - $800Ks
The Courtyards at Waverly..., Marriottsville, MD
Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes
5 rating (1 reviews) Carroll Vista
$300Ks - $500Ks
Carroll Vista, Taneytown, MD
Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 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.
Chesapeake
$400Ks - $500Ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
Cedar Ridge at Piney Orch...
$300Ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes
Village Crest
$300Ks
Village Crest, Ellicott City, MD
New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 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 (1 reviews) Symphony Village
$500Ks
Symphony Village, Centreville, MD
Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes
Courtyards at Waverly Woo...
$400Ks
Courtyards at Waverly Woo..., Woodstock, MD
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 383 homes
5 rating (1 reviews) Springmill
$300Ks - $400Ks
Springmill, Middletown, DE
Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes
5 rating (1 reviews) Snowden Overlook
$400Ks - $700Ks
Snowden Overlook, Columbia, MD
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 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.
Creekside Village
$300Ks - $400Ks
Creekside Village, Boothwyn, PA
Resale Only | 55+ age-restricted | Built 2003 - 2018 | 346 homes
Venue at Winchelsea
$300Ks - $500Ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Champions' Club
$300Ks - $400Ks
Champions' Club, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 homes
3 rating (2 reviews) Spring Arbor
$400Ks
Spring Arbor, Middletown, DE
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes
Heritage at St. Charles
$400Ks - $500Ks
Heritage at St. Charles, White Plains, MD
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 300 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Traditions at Longwood
$600Ks - $700Ks
Traditions at Longwood, Kennett Square, PA
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 300 homes
Four Seasons at Silver Ma...
$500Ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 299 homes
Four Seasons at Baymont F...
$500Ks - $600Ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
The Villages At Woodholme
$400Ks - $500Ks
The Villages At Woodholme, Baltimore, MD
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 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.
Ovations at Elk View
$300Ks - $500Ks
Ovations at Elk View, West Grove, PA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 283 homes
The Enclave at Ellicott H...
$300Ks - $600Ks
The Enclave at Ellicott H..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 homes
Bay Bridge Cove
$600Ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Auburn Meadows
$400Ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Traditions at Whitehall
$400Ks - $600Ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
The Crest of Alexandria
$900Ks
The Crest of Alexandria, Alexandria, VA
New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes
Parklands 10609 GREAT BASIN PL, WHITE PLAINS, MD, ..., White Plains, MD 20695
$409,990

3 beds

|

3 baths

|

1,917 sq ft

10609 GREAT BASIN PL, WHITE PLAINS, MD, ...
Community: Parklands
Four Seasons at Kent Island 135 NAUSET LN, CHESTER, MD, 21619, Chester, MD 21619
$814,900

3 beds

|

3 baths

|

2,399 sq ft

135 NAUSET LN, CHESTER, MD, 21619
Parklands 10632 GREAT BASIN PL, WHITE PLAINS, MD, ..., White Plains, MD 20695
$399,990

3 beds

|

3 baths

|

1,918 sq ft

10632 GREAT BASIN PL, WHITE PLAINS, MD, ...
Community: Parklands
Four Seasons at Kent Island 190 HARRIER WAY 11, CHESTER, MD, 21619, Chester, MD 21619
$540,000

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

190 HARRIER WAY 11, CHESTER, MD, 21619
The Crest of Alexandria 7922 ASHLAND DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315
$900,000

4 beds

|

5 baths

|

3,607 sq ft

7922 ASHLAND DR, ALEXANDRIA, VA, 22315
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Parks Edge at Bayberry 3032 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$699,000

3 beds

|

2 baths

3032 BARBER LN, MIDDLETOWN, DE, 19709
Riverbend 216 HERON CIR, NEW CASTLE, DE, 19720, New Castle, DE 19720
$514,888

3 beds

|

2 baths

|

2,390 sq ft

216 HERON CIR, NEW CASTLE, DE, 19720
Community: Riverbend
New Four Seasons at Hatteras Hills 58 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$569,900

4 beds

|

2 baths

|

2,344 sq ft

58 WANCHESE DR, MAGNOLIA, DE, 19962
Four Seasons at Baymont Farms 505 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$565,000

4 beds

|

3 baths

|

2,650 sq ft

505 CHERRY BARK RD, MIDDLETOWN, DE, 1970...
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.
Auburn Meadows 303 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$459,000

2 beds

|

2 baths

|

2,176 sq ft

303 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
The Ponds at Bayberry 5338 NEWMAN LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$639,000

3 beds

|

2 baths

|

1,925 sq ft

5338 NEWMAN LN, MIDDLETOWN, DE, 19709
New Traditions at Whitehall 314 CHAROLAIS ST ASHTON, MIDDLETOWN, DE,..., Middletown, DE 19709
$456,000

2 beds

|

3 baths

|

1,794 sq ft

314 CHAROLAIS ST ASHTON, MIDDLETOWN, DE,...
New Traditions at Whitehall 204 BALDY LN ALRICH, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$425,000

2 beds

|

3 baths

|

1,794 sq ft

204 BALDY LN ALRICH, MIDDLETOWN, DE, 197...
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
New Traditions at Whitehall 204 BALDY LN ANNANDALE, MIDDLETOWN, DE, ..., Middletown, DE 19709
$425,000

2 beds

|

3 baths

|

1,794 sq ft

204 BALDY LN ANNANDALE, MIDDLETOWN, DE, ...
Heritage Shores 338 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$464,900

3 beds

|

2 baths

|

1,576 sq ft

338 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Heritage Shores 79 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$394,900

3 beds

|

2 baths

|

2,033 sq ft

79 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Four Seasons at Hatteras Hills 179 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$534,900

3 beds

|

2 baths

|

1,778 sq ft

179 BUXTON CIR, MAGNOLIA, DE, 19962
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 Hatteras Hills 253 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$399,990

3 beds

|

2 baths

|

1,627 sq ft

253 BUXTON CIR, MAGNOLIA, DE, 19962
Four Seasons at Hatteras Hills 74 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$444,900

3 beds

|

2 baths

|

1,627 sq ft

74 WANCHESE DR, MAGNOLIA, DE, 19962
The Ponds at Bayberry 624 VIVALDI DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$609,999

3 beds

|

2 baths

|

2,050 sq ft

624 VIVALDI DR, MIDDLETOWN, DE, 19709
Heritage Shores 30 AMANDAS TEAL DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933
$320,000

3 beds

|

2 baths

|

2,010 sq ft

30 AMANDAS TEAL DR, BRIDGEVILLE, DE, 199...
Community: Heritage Shores
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Columbia Place 1115 INVERMERE RD, WILMINGTON, DE, 19803, Wilmington, DE 19803
$1,083,131

3 beds

|

4 baths

|

2,800 sq ft

|

Condo

1115 INVERMERE RD, WILMINGTON, DE, 19803
Community: Columbia Place
Southern Meadow 104 LAVENDER DR # 10, MAGNOLIA, DE, 1996..., Magnolia, DE 19962
$185,000

2 beds

|

2 baths

|

1,750 sq ft

104 LAVENDER DR # 10, MAGNOLIA, DE, 1996...
Community: Southern Meadow
New Southern Meadow 148 DAFFODIL DR # 148, MAGNOLIA, DE, 199..., Magnolia, DE 19962
$144,900

3 beds

|

2 baths

|

1,568 sq ft

148 DAFFODIL DR # 148, MAGNOLIA, DE, 199...
Community: Southern Meadow
Heritage Shores 9 LINKS DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$415,000

3 beds

|

2 baths

|

1,810 sq ft

9 LINKS DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
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.
Spring Arbor 149 GAZEBO LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$410,000

2 beds

|

2 baths

|

1,825 sq ft

149 GAZEBO LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
New Southern Meadow 116 LAVENDER DR # 4, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$199,000

2 beds

|

2 baths

|

1,720 sq ft

116 LAVENDER DR # 4, MAGNOLIA, DE, 19962
Community: Southern Meadow
Noble's Pond 812 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$449,320

3 beds

|

3 baths

|

2,151 sq ft

812 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Noble's Pond 1175 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$357,800

2 beds

|

2 baths

|

1,518 sq ft

1175 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Venue at Winchelsea 3502 PIPEWELL LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$489,995

3 beds

|

3 baths

|

3,397 sq ft

3502 PIPEWELL LN, 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
Venue at Winchelsea 3506 PIPEWELL LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$524,825

3 beds

|

3 baths

|

3,397 sq ft

3506 PIPEWELL LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
Venue at Winchelsea 2674 FAIRLIGHT DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$349,800

5 beds

|

2 baths

|

2,669 sq ft

2674 FAIRLIGHT DR, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
New Parks Edge at Bayberry 5735 E CENTRAL PARK DR, MIDDLETOWN, DE, ..., Middletown, DE 19709
$619,125

3 beds

|

2 baths

5735 E CENTRAL PARK DR, MIDDLETOWN, DE, ...
Champions' Club 673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962
$365,000

2 beds

|

2 baths

|

1,599 sq ft

673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...
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.
The Villas at The Preserve at Robinson Farms 1143 KAYLA LN, TOWNSEND, DE, 19734, Townsend, DE 19734
$479,900

3 beds

|

2 baths

|

1,850 sq ft

1143 KAYLA LN, TOWNSEND, DE, 19734
Heritage Shores 134 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$334,900

2 beds

|

2 baths

|

1,320 sq ft

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Noble's Pond 213 NOBLES POND XING, DOVER, DE, 19904, Dover, DE 19904
$424,900

3 beds

|

2 baths

|

2,535 sq ft

213 NOBLES POND XING, DOVER, DE, 19904
Community: Noble's Pond
Parks Edge at Bayberry 3037 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$539,000

2 beds

|

2 baths

|

1,800 sq ft

3037 BARBER LN, MIDDLETOWN, DE, 19709
Want to learn more about 55+ communities in Kent Island? 55places can help!
Questions? Call us: (667) 326-9689
Crossings at Christiana 221 GLADSTONE WAY, BEAR, DE, 19701, Bear, DE 19701
$320,000

2 beds

|

2 baths

|

1,425 sq ft

221 GLADSTONE WAY, BEAR, DE, 19701
Champions' Club 221 NICKLAUS LN, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$419,900

2 beds

|

2 baths

|

1,623 sq ft

221 NICKLAUS LN, MAGNOLIA, DE, 19962
Community: Champions' Club

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 [email protected]. 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
445 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: Jan 10, 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