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

Living in Annapolis

Homebuyers looking for 55+ communities in Annapolis are loving this quaint city on Central Maryland's Chesapeake Bay. Annapolis appeals to retirees for its rich culture and…

Homebuyers looking for 55+ communities in Annapolis are loving this quaint city on Central Maryland's Chesapeake Bay. Annapolis appeals to retirees for its rich culture and history, as well as access to plenty of outdoor recreation.

Annapolis Climate & Geography

The climate in Annapolis is humid subtropical, meaning summers are hot and humid, while winters are cool to cold. Proximity to the Chesapeake Bay helps to regulate temperatures in the spring and summer months, as well as preventing extreme lows in the winter. Residents can expect more rainfall and less snowfall than the national averages, and approximately 208 sunny days throughout each year.

Recreation, Culture & Entertainment in Annapolis

Active adults who enjoy being outdoors can take advantage of the city's 200 acres of parks. Nearby, Quiet Waters Park is a 340-acre park that provides numerous amenities including water access, paved trails, an ice-skating rink, and a dog beach.

The city hosts several seasonal events, festivals, and parades to celebrate the local culture, as well as dozens of museums, historical sites, and monuments. Annapolis is also well-known for its thriving community theater scene, with two popular venues located in the city's historic district.

The larger cities of Baltimore and Washington D.C. are located less than 30 miles away from Annapolis. Both cities are perfect for day trips or weekend getaways to enjoy even more shopping, dining, and entertainment options.

Annapolis Cost of Living & Taxes

The overall cost of living is higher than the state and national averages. This is primarily due to the extremely high cost of homes and housing. Grocery and utility costs are also slightly above average, although health care and transportation costs are below average.

Maryland is considered moderately tax friendly to retirees. Social Security benefits are exempt from income tax, while IRAs and other retirement savings accounts are fully taxed. Pensions are also taxed, but there is an deduction available for residents who are 65+. Property taxes are close to average, however because of the high cost of homes and housing this can be a significant expense. Maryland does have a homestead tax credit that puts a 10% limit on the annual increase of assessed value. This credit reduces the tax burden by the amount that exceeds 10%. The state sales tax is 6%.

Health Care In Annapolis

The Baltimore metro area, which includes Annapolis 55+ communities, ranks in the top 115 communities on Gallup's Well-Being Index.

There are two highly rated hospitals within 15 miles of Annapolis. Anne Arundel Medical Center is regionally ranked and rated high performing in seven adult procedures and conditions. University of Maryland Baltimore Washington Medical Center is regionally ranked and rated high performing in four adult procedures and conditions.

Frequently Asked Questions


13 communities 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
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes
McKinsey Park
$300ks - $400ks
McKinsey Park, Severna Park, MD
Resale Only | 55+ age-restricted | Built 1993 - 2002 | 89 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
Gatherings at Forest Glen
$300ks
Gatherings at Forest Glen, Odenton, MD
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 189 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
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 Hamlets at South Rive...
$300ks
The Hamlets at South Rive..., Edgewater, MD
Resale Only | 55+ age-restricted | Built 2000 - 2011 | 137 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.
Tanyard Shores
$400ks - $500ks
Tanyard Shores, Glen Burnie, MD
New Construction | 55+ age-restricted | Built 2020 - present | 190 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
Heritage Harbour 940 ASTERN WAY 508, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$695,000

3 beds

|

3 baths

|

2,113 sq ft

|

Condo

940 ASTERN WAY 508, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Carroll's Creek 1408 WIGEON WAY 104, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$400,000

3 beds

|

2 baths

|

1,778 sq ft

|

Condo

1408 WIGEON WAY 104, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Heritage Harbour 801 MIDSHIP CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$500,000

2 beds

|

2 baths

|

1,514 sq ft

801 MIDSHIP CT, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 940 ASTERN WAY 304, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$484,900

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

940 ASTERN WAY 304, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 854 WOODMONT RD, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$675,000

3 beds

|

2 baths

|

1,814 sq ft

854 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
Heritage Harbour 903 YARDARM LN, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$525,000

2 beds

|

2 baths

|

1,514 sq ft

903 YARDARM LN, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
The Hamlets at South River Colony 334 HAMLET CIR, EDGEWATER, MD, 21037, Edgewater, MD 21037
$624,900

3 beds

|

3 baths

|

2,517 sq ft

334 HAMLET CIR, EDGEWATER, MD, 21037
Heritage Harbour 856 BOATSWAIN WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$575,000

2 beds

|

2 baths

|

1,810 sq ft

856 BOATSWAIN WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 982 RIVERSEDGE CIR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$429,900

2 beds

|

2 baths

|

1,218 sq ft

982 RIVERSEDGE CIR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Gatherings at Forest Glen 8611 WINTERGREEN CT 303, ODENTON, MD, 21..., Odenton, MD 21113
$435,000

2 beds

|

2 baths

|

1,700 sq ft

8611 WINTERGREEN CT 303, ODENTON, MD, 21...
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 of Rock Oak 714 EMERALD WAY 2, ODENTON, MD, 21113, Odenton, MD 21113
$519,900

3 beds

|

3 baths

|

1,864 sq ft

|

Condo

714 EMERALD WAY 2, ODENTON, MD, 21113
Heritage Harbour 2567 FOREST KNL ST, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$725,000

3 beds

|

2 baths

|

1,634 sq ft

2567 FOREST KNL ST, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 953 MASTLINE DR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$675,000

3 beds

|

2 baths

|

1,954 sq ft

953 MASTLINE DR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 954 SHADEWATER WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$675,000

4 beds

|

3 baths

|

1,855 sq ft

954 SHADEWATER WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Carroll's Creek 1409 WIGEON WAY 304, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$460,000

3 beds

|

2 baths

|

1,782 sq ft

|

Condo

1409 WIGEON WAY 304, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Element at Mill Creek 78 OLD MILL BOTTOM RD 311, ANNAPOLIS, MD..., Annapolis, MD 21409
$699,000

2 beds

|

2 baths

|

1,723 sq ft

|

Condo

78 OLD MILL BOTTOM RD 311, ANNAPOLIS, MD...
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 209, ANNAPOLIS, MD..., Annapolis, MD 21409
$398,000

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

78 OLD MILL BOTTOM RD 209, ANNAPOLIS, MD...
Heritage Harbour 2514 N HAVEN CV 102, ANNAPOLIS, MD, 2140..., Annapolis, MD 21401
$494,000

2 beds

|

2 baths

|

1,461 sq ft

|

Condo

2514 N HAVEN CV 102, ANNAPOLIS, MD, 2140...
Community: Heritage Harbour
Cedar Ridge at Piney Orchard 8615 WANDERING FOX TRL 203, ODENTON, MD,..., Odenton, MD 21113
$410,000

2 beds

|

2 baths

|

1,700 sq ft

|

Condo

8615 WANDERING FOX TRL 203, ODENTON, MD,...
Bay Bridge Cove 208 TOPSIDE DR 211, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$625,000

2 beds

|

2 baths

|

1,856 sq ft

|

Condo

208 TOPSIDE DR 211, 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.
Heritage Harbour 940 ASTERN WAY 112, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$475,000

2 beds

|

2 baths

|

1,588 sq ft

|

Condo

940 ASTERN WAY 112, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
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
Carroll's Creek 1403 WIGEON WAY 302, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$365,000

2 beds

|

2 baths

|

1,343 sq ft

|

Condo

1403 WIGEON WAY 302, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Heritage Harbour 824 BOATSWAIN WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$599,900

2 beds

|

2 baths

|

1,973 sq ft

824 BOATSWAIN WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
McKinsey Park 600 MCKINSEY PARK DR 404, SEVERNA PARK, ..., Severna Park, MD 21146
$414,999

2 beds

|

2 baths

|

1,404 sq ft

|

Condo

600 MCKINSEY PARK DR 404, SEVERNA PARK, ...
Community: McKinsey Park
Cedar Ridge at Piney Orchard 8600 ROAMING RIDGE WAY 404, ODENTON, MD,..., Odenton, MD 21113
$360,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8600 ROAMING RIDGE WAY 404, ODENTON, MD,...
Heritage Harbour 912 PLATTNER CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$1,250,000

5 beds

|

5 baths

|

6,244 sq ft

912 PLATTNER 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
Gatherings at Forest Glen 8606 WINTERGREEN CT 306, ODENTON, MD, 21..., Odenton, MD 21113
$369,800

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

8606 WINTERGREEN CT 306, ODENTON, MD, 21...
Heritage Harbour 913 MASTLINE DR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$670,000

4 beds

|

3 baths

|

1,766 sq ft

913 MASTLINE DR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Bay Bridge Cove 902 MOORINGS CIR 10, STEVENSVILLE, MD, 2..., Stevensville, MD 21666
$565,000

2 beds

|

2 baths

|

1,616 sq ft

|

Condo

902 MOORINGS CIR 10, STEVENSVILLE, MD, 2...
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.
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
Bay Bridge Cove 259 TOPSIDE DR 166, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$650,000

3 beds

|

3 baths

|

2,508 sq ft

|

Condo

259 TOPSIDE DR 166, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
Four Seasons at Saint Margaret's 1501 BROADNECK PL 303, ANNAPOLIS, MD, 21..., Annapolis, MD 21409
$385,000

2 beds

|

2 baths

|

1,235 sq ft

|

Condo

1501 BROADNECK PL 303, ANNAPOLIS, MD, 21...
McKinsey Park 600 MCKINSEY PARK DR 502, SEVERNA PARK, ..., Severna Park, MD 21146
$400,000

2 beds

|

2 baths

|

1,231 sq ft

|

Condo

600 MCKINSEY PARK DR 502, SEVERNA PARK, ...
Community: McKinsey Park
Carroll's Creek 1405 WIGEON WAY 101, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$445,000

3 beds

|

2 baths

|

1,777 sq ft

|

Condo

1405 WIGEON WAY 101, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Tanyard Shores 7605 CHERT CT, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$555,000

3 beds

|

4 baths

|

2,582 sq ft

7605 CHERT CT, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
Tanyard Shores 812 TEACHER MITCHELL RD, GLEN BURNIE, MD..., Glen Burnie, MD 21060
$530,000

4 beds

|

4 baths

|

2,000 sq ft

812 TEACHER MITCHELL RD, GLEN BURNIE, MD...
Community: Tanyard Shores
Tanyard Shores 900 SANKOFA RD, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$549,900

4 beds

|

4 baths

|

3,556 sq ft

900 SANKOFA RD, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
Want to learn more about 55+ communities in Annapolis? 55places can help!
Questions? Call us: (443) 951-3566
Cedar Ridge at Piney Orchard 8612 FLUTTERING LEAF TRL 208, ODENTON, M..., Odenton, MD 21113
$344,900

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

8612 FLUTTERING LEAF TRL 208, ODENTON, M...
Bay Bridge Cove 222 MOORINGS CIR 126, STEVENSVILLE, MD, ..., Stevensville, MD 21666
$585,000

3 beds

|

3 baths

|

2,074 sq ft

|

Condo

222 MOORINGS CIR 126, 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.

Frequently Asked Questions


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