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

71 homes near Annapolis

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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
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Tanyard Shores
$400ks - $500ks
Tanyard Shores, Glen Burnie, MD
New Construction | 55+ age-restricted | Built 2020 - present | 190 homes
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
Cedar Ridge at Piney Orch...
$200ks - $300ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes
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
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.
McKinsey Park
$300ks - $400ks
McKinsey Park, Severna Park, MD
Resale Only | 55+ age-restricted | Built 1993 - 2002 | 89 homes
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
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
New Heritage Harbour 809 MIDSHIP CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$507,500

2 beds

|

2 baths

|

1,514 sq ft

809 MIDSHIP CT, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
New Four Seasons at Saint Margaret's 1505 BROADNECK PL 203, ANNAPOLIS, MD, 21..., Annapolis, MD 21409
$395,000

2 beds

|

2 baths

|

1,157 sq ft

|

Condo

1505 BROADNECK PL 203, ANNAPOLIS, MD, 21...
New 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
New Cedar Ridge at Piney Orchard 8601 ROAMING RIDGE WAY 304, ODENTON, MD,..., Odenton, MD 21113
$390,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8601 ROAMING RIDGE WAY 304, ODENTON, MD,...
New 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
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
New 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
New Heritage Harbour 322 BRIGHT LIGHT CT, EDGEWATER, MD, 2103..., Edgewater, MD 21037
$569,900

4 beds

|

4 baths

|

2,200 sq ft

322 BRIGHT LIGHT CT, EDGEWATER, MD, 2103...
Community: Heritage Harbour
Bay Bridge Cove 352 TOPSIDE DR 229, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$692,500

3 beds

|

3 baths

|

2,591 sq ft

|

Condo

352 TOPSIDE DR 229, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
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
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.
Tanyard Shores 729 ALLEGHENY AVE, GLEN BURNIE, MD, 2106..., Glen Burnie, MD 21060
$499,000

4 beds

|

4 baths

|

2,008 sq ft

729 ALLEGHENY AVE, GLEN BURNIE, MD, 2106...
Community: Tanyard Shores
Heritage Harbour 869 CLUBHOUSE VILLAGE VW, ANNAPOLIS, MD,..., Annapolis, MD 21401
$710,000

2 beds

|

2 baths

|

1,529 sq ft

869 CLUBHOUSE VILLAGE VW, ANNAPOLIS, MD,...
Community: Heritage Harbour
Cedar Ridge at Piney Orchard 8605 WANDERING FOX TRL 203, ODENTON, MD,..., Odenton, MD 21113
$410,000

2 beds

|

2 baths

|

1,700 sq ft

|

Condo

8605 WANDERING FOX TRL 203, ODENTON, MD,...
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
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
Carroll's Creek 1408 WIGEON WAY 301, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$465,000

3 beds

|

2 baths

|

1,780 sq ft

|

Condo

1408 WIGEON WAY 301, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Heritage Harbour 930 ASTERN WAY 510, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$195,000

1 beds

|

2 baths

|

1,152 sq ft

|

Condo

930 ASTERN WAY 510, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 837 BOATSWAIN WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$599,900

2 beds

|

2 baths

|

1,661 sq ft

837 BOATSWAIN WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Bay Bridge Cove 312 TOPSIDE DR 223, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$644,950

3 beds

|

3 baths

|

2,844 sq ft

|

Condo

312 TOPSIDE DR 223, STEVENSVILLE, MD, 21...
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.
Four Seasons at Saint Margaret's 1523 ENYART WAY 102, ANNAPOLIS, MD, 2140..., Annapolis, MD 21409
$550,000

3 beds

|

2 baths

|

1,732 sq ft

|

Condo

1523 ENYART WAY 102, ANNAPOLIS, MD, 2140...
Heritage Harbour 2646 QUIET WATER CV, ANNAPOLIS, MD, 2140..., Annapolis, MD 21401
$499,900

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
$609,900

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
$629,000

3 beds

|

2 baths

|

1,623 sq ft

860 WOODMONT RD, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
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 1011 BOOM CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$559,900

3 beds

|

4 baths

|

2,640 sq ft

1011 BOOM CT, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 969 RUNNING BROOK WAY, ANNAPOLIS, MD, 21..., Annapolis, MD 21401
$739,000

3 beds

|

2 baths

|

2,621 sq ft

969 RUNNING BROOK WAY, ANNAPOLIS, MD, 21...
Community: Heritage Harbour
Heritage Harbour 911 YARDARM LN, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$515,000

2 beds

|

2 baths

|

1,514 sq ft

911 YARDARM LN, 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 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
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
Gatherings at Forest Glen 8033 ORCHARD GROVE RD, ODENTON, MD, 2111..., Odenton, MD 21113
$465,000

3 beds

|

3 baths

|

1,750 sq ft

|

Condo

8033 ORCHARD GROVE RD, ODENTON, MD, 2111...
Tanyard Shores 7416 AMEGA WAY, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$494,390

3 beds

|

4 baths

|

2,043 sq ft

7416 AMEGA WAY, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
Bay Bridge Cove 917 MOORINGS CIR 131, STEVENSVILLE, MD, ..., Stevensville, MD 21666
$715,000

3 beds

|

3 baths

|

2,284 sq ft

|

Condo

917 MOORINGS CIR 131, 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 SCUPPER CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$1,100,000

6 beds

|

5 baths

|

6,238 sq ft

905 SCUPPER CT, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Crawfords Ridge 614 CRAWFORDS RIDGE RD, ODENTON, MD, 211..., Odenton, MD 21113
$849,900

5 beds

|

5 baths

|

4,162 sq ft

614 CRAWFORDS RIDGE RD, ODENTON, MD, 211...
Community: Crawfords Ridge
Bay Bridge Cove 784 MOORINGS CIR 24, STEVENSVILLE, MD, 2..., Stevensville, MD 21666
$659,900

2 beds

|

3 baths

|

2,074 sq ft

784 MOORINGS CIR 24, STEVENSVILLE, MD, 2...
Community: Bay Bridge Cove
Carroll's Creek 1406 WIGEON WAY 303, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$375,000

2 beds

|

2 baths

|

1,334 sq ft

|

Condo

1406 WIGEON WAY 303, 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 8609 WINTERGREEN CT 403, ODENTON, MD, 21..., Odenton, MD 21113
$420,000

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

8609 WINTERGREEN CT 403, ODENTON, MD, 21...
Element at Mill Creek 78 OLD MILL BOTTOM RD 211, ANNAPOLIS, MD..., Annapolis, MD 21409
$705,000

2 beds

|

2 baths

|

1,723 sq ft

|

Condo

78 OLD MILL BOTTOM RD 211, ANNAPOLIS, MD...
Cedar Ridge at Piney Orchard 8615 WANDERING FOX TRL 105, ODENTON, MD,..., Odenton, MD 21113
$385,000

2 beds

|

2 baths

|

1,500 sq ft

8615 WANDERING FOX TRL 105, ODENTON, MD,...
Gatherings at Forest Glen 8609 WINTERGREEN CT 208, ODENTON, MD, 21..., Odenton, MD 21113
$374,900

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

8609 WINTERGREEN CT 208, ODENTON, MD, 21...
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
Cedar Ridge at Piney Orchard 8621 FLUTTERING LEAF TRL 305, ODENTON, M..., Odenton, MD 21113
$350,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8621 FLUTTERING LEAF TRL 305, ODENTON, M...
Heritage Harbour 926 PERRY LANDING CT, ANNAPOLIS, MD, 214..., Annapolis, MD 21401
$445,000

2 beds

|

3 baths

|

2,106 sq ft

926 PERRY LANDING CT, ANNAPOLIS, MD, 214...
Community: Heritage Harbour
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