not an image

Call us at (443) 951-3566 to learn more about active adult communities in Annapolis

Annapolis, MD 55+ active adult communities & homes for sale

66 homes near Annapolis

Sort by:

Relevance

Relevance

Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 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
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes
Tanyard Shores
$400ks - $500ks
Tanyard Shores, Glen Burnie, MD
New Construction | 55+ age-restricted | Built 2020 - present | 190 homes
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
Crawfords Ridge
$500ks - $600ks
Crawfords Ridge, Odenton, MD
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 27 homes
Eden Brook
$200ks - $300ks
Eden Brook, Odenton, MD
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 224 homes
Cedar Ridge at Piney Orch...
$200ks - $300ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes
McKinsey Park
$300ks - $400ks
McKinsey Park, Severna Park, MD
Resale Only | 55+ age-restricted | Built 1993 - 2002 | 89 homes
Gatherings at Forest Glen
$300ks
Gatherings at Forest Glen, Odenton, MD
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 189 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.
The Hamlets at South Rive...
$300ks
The Hamlets at South Rive..., Edgewater, MD
Resale Only | 55+ age-restricted | Built 2000 - 2011 | 137 homes
Four Seasons at Saint Mar...
$300ks - $400ks
Four Seasons at Saint Mar..., Annapolis, MD
Resale Only | 55+ age-restricted | Built 2006 - 2011 | 166 homes
The Villas of Rock Oak
$300ks - $500ks
The Villas of Rock Oak, Odenton, MD
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 38 homes
New Heritage Harbour 860 BOATSWAIN WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$625,000

2 beds

|

2 baths

|

1,547 sq ft

860 BOATSWAIN WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
New The Hamlets at South River Colony 421 HAMLET CLUB DR 302, EDGEWATER, MD, 2..., Edgewater, MD 21037
$420,000

2 beds

|

2 baths

|

1,675 sq ft

|

Condo

421 HAMLET CLUB DR 302, EDGEWATER, MD, 2...
New Heritage Harbour 848 DEERWOOD CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$605,000

3 beds

|

2 baths

|

1,900 sq ft

848 DEERWOOD CT, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Eden Brook 1013 SAMANTHA LN 401, ODENTON, MD, 21113, Odenton, MD 21113
$360,000

2 beds

|

2 baths

|

1,605 sq ft

|

Condo

1013 SAMANTHA LN 401, ODENTON, MD, 21113
Community: Eden Brook
The Hamlets at South River Colony 322 HAMLET CIR, EDGEWATER, MD, 21037, Edgewater, MD 21037
$625,000

3 beds

|

3 baths

|

2,597 sq ft

322 HAMLET CIR, EDGEWATER, MD, 21037
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
Bay Bridge Cove 364 MOORINGS CIR 100, STEVENSVILLE, MD, ..., Stevensville, MD 21666
$655,000

3 beds

|

3 baths

|

2,339 sq ft

|

Condo

364 MOORINGS CIR 100, STEVENSVILLE, MD, ...
Community: Bay Bridge Cove
Heritage Harbour 930 ASTERN WAY 510, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$299,900

1 beds

|

2 baths

|

1,152 sq ft

|

Condo

930 ASTERN WAY 510, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Gatherings at Forest Glen 8616 WINTERGREEN CT 304, ODENTON, MD, 21..., Odenton, MD 21113
$399,900

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8616 WINTERGREEN CT 304, ODENTON, MD, 21...
Carroll's Creek 1404 WIGEON WAY 304, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$450,000

3 beds

|

2 baths

|

1,786 sq ft

|

Condo

1404 WIGEON WAY 304, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Carroll's Creek 1412 WIGEON WAY 301, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$450,000

3 beds

|

2 baths

|

1,782 sq ft

|

Condo

1412 WIGEON WAY 301, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
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.
Gatherings at Forest Glen 8603 WINTERGREEN CT 106, ODENTON, MD, 21..., Odenton, MD 21113
$375,000

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

8603 WINTERGREEN CT 106, ODENTON, MD, 21...
Bay Bridge Cove 324 MOORINGS CIR 108, STEVENSVILLE, MD, ..., Stevensville, MD 21666
$615,000

3 beds

|

3 baths

|

1,906 sq ft

|

Condo

324 MOORINGS CIR 108, STEVENSVILLE, MD, ...
Community: Bay Bridge Cove
Bay Bridge Cove 352 TOPSIDE DR 229, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$694,500

3 beds

|

3 baths

|

2,591 sq ft

|

Condo

352 TOPSIDE DR 229, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
Heritage Harbour 847 MISSION VALLEY LN, ANNAPOLIS, MD, 21..., Annapolis, MD 21401
$600,000

2 beds

|

2 baths

|

1,672 sq ft

847 MISSION VALLEY LN, ANNAPOLIS, MD, 21...
Community: Heritage Harbour
Tanyard Shores 7410 AMEGA WAY, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$518,390

3 beds

|

4 baths

|

2,160 sq ft

7410 AMEGA WAY, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
Heritage Harbour 2550 GOLFERS RIDGE RD, ANNAPOLIS, MD, 21..., Annapolis, MD 21401
$570,000

2 beds

|

2 baths

|

1,661 sq ft

2550 GOLFERS RIDGE RD, ANNAPOLIS, MD, 21...
Community: Heritage Harbour
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
Element at Mill Creek 78 OLD MILL BOTTOM RD 311, ANNAPOLIS, MD..., Annapolis, MD 21409
$699,999

2 beds

|

2 baths

|

1,723 sq ft

|

Condo

78 OLD MILL BOTTOM RD 311, ANNAPOLIS, MD...
Heritage Harbour 2900 SHIPMASTER WAY 120, ANNAPOLIS, MD, ..., Annapolis, MD 21401
$345,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

2900 SHIPMASTER WAY 120, ANNAPOLIS, MD, ...
Community: Heritage Harbour
Heritage Harbour 2607 COMPASS DR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$550,000

2 beds

|

3 baths

|

1,906 sq ft

2607 COMPASS DR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 2627 COMPASS DR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$484,900

2 beds

|

2 baths

|

1,234 sq ft

2627 COMPASS DR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
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 940 ASTERN WAY 304, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$454,900

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

940 ASTERN WAY 304, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 907 BEACON WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$465,000

2 beds

|

2 baths

|

1,234 sq ft

907 BEACON WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Bay Bridge Cove 932 MOORINGS CIR 4, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$568,000

2 beds

|

2 baths

|

2,088 sq ft

|

Condo

932 MOORINGS CIR 4, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
Carroll's Creek 1409 WIGEON WAY 104, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$440,000

3 beds

|

2 baths

|

1,777 sq ft

|

Condo

1409 WIGEON WAY 104, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Tanyard Shores 813 TEACHER MITCHELL RD, GLEN BURNIE, MD..., Glen Burnie, MD 21060
$560,000

3 beds

|

4 baths

|

2,363 sq ft

813 TEACHER MITCHELL RD, GLEN BURNIE, MD...
Community: Tanyard Shores
Bay Bridge Cove 802 MOORINGS CIR 21, STEVENSVILLE, MD, 2..., Stevensville, MD 21666
$655,900

3 beds

|

3 baths

|

2,074 sq ft

802 MOORINGS CIR 21, STEVENSVILLE, MD, 2...
Community: Bay Bridge Cove
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 Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
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
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
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 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
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
Carroll's Creek 1408 WIGEON WAY 301, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$449,900

3 beds

|

2 baths

|

1,780 sq ft

|

Condo

1408 WIGEON WAY 301, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Heritage Harbour 2646 QUIET WATER CV, ANNAPOLIS, MD, 2140..., Annapolis, MD 21401
$450,000

3 beds

|

2 baths

|

2,354 sq ft

|

Condo

2646 QUIET WATER CV, ANNAPOLIS, MD, 2140...
Community: Heritage Harbour
Heritage Harbour 906 PERRY LANDING CT, ANNAPOLIS, MD, 214..., Annapolis, MD 21401
$574,900

2 beds

|

3 baths

|

2,569 sq ft

906 PERRY LANDING CT, ANNAPOLIS, MD, 214...
Community: Heritage Harbour
Heritage Harbour 860 WOODMONT RD, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$609,000

3 beds

|

2 baths

|

1,623 sq ft

860 WOODMONT RD, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Tanyard Shores 7414 AMEGA WAY, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$536,890

3 beds

|

4 baths

|

2,237 sq ft

7414 AMEGA WAY, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
Heritage Harbour 930 ASTERN WAY 304, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$275,000

1 beds

|

2 baths

|

1,152 sq ft

|

Condo

930 ASTERN WAY 304, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
Carroll's Creek 1405 WIGEON WAY 202, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$334,900

2 beds

|

2 baths

|

1,343 sq ft

|

Condo

1405 WIGEON WAY 202, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Bay Bridge Cove 917 MOORINGS CIR 131, STEVENSVILLE, MD, ..., Stevensville, MD 21666
$699,000

3 beds

|

3 baths

|

2,284 sq ft

|

Condo

917 MOORINGS CIR 131, STEVENSVILLE, MD, ...
Community: Bay Bridge Cove
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.
1…2

Frequently Asked Questions


Want more information about active adult communities around Annapolis?

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 Annapolis?

Call us: (443) 951-3566
66 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: May 25, 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