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Maryland 55+ active adult communities & homes for sale - Page 2
Living in Maryland
Maryland is home to 244 active adult communities, with homes ranging from the low $200Ks to over $1M and averaging around $512K. Leisure World of Maryland in Silver Spring (5,600 homes) is one of the largest 55+ communities on the East Coast. Heritage Harbour near Annapolis (1,683 homes) and Cameron Grove in Upper Marlboro offer closer access to the Chesapeake Bay lifestyle. On the Eastern Shore, Four Seasons at Kent Island combines waterfront living with a quieter pace. 55places has profiled every community with verified pricing, resident reviews, and local agent connections.
Quick Facts About Retiring in Maryland
Social Security benefits are 100% tax-exempt from Maryland state income tax. For other retirement income, Maryland provides a standard pension exclusion allowing residents age 65 and older to subtract up to $40,600 of qualified employer-sponsored retirement distributions (like 401(k) or 403(b) plans) from their state taxes. Furthermore, under Maryland's landmark legislative updates, traditional and Roth IRAs are newly eligible for this pension exclusion via a multi-year phase-in. Qualifying low-and-middle-income seniors may also claim a nonrefundable state tax credit worth up to $1,750.
The most sought-after development clusters for active adults are concentrated in the Baltimore-DC Metro corridor (including Silver Spring and Upper Marlboro), historic Annapolis (for immediate Chesapeake Bay access), and the quieter, slower-paced communities situated throughout the Eastern Shore and the Ocean Pines area.
In Maryland, there are 3 large communities with over 1000 homes, 7 medium communities with 500-1000 homes, and 85 small communities with less than 500 homes.
Yes, there are new 55+ homes available in Maryland. The most recent communities started in Maryland include Bloomfields 55+, The Flats at Northside, Victoria Park at Parkside Villas. There are also 30 communities in Maryland that offer new construction homes, including Village Crest, Element at Mill Creek, Four Seasons at Kent Island.
Yes, there are gated 55+ communities in Maryland. Approximately 13.4% of 55+ communities in the area are gated. For instance, The Villages At Woodholme is a gated communities with 286 homes, and Leisure World® of Maryland is another gated communities with 5600 homes.
On average, listings in 55+ communities in Maryland stay on the market for around 466 days. The average price of homes for sale in these communities is approximately $517,698, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in The Flats at Northside average around $1,247,264, while homes in Grace Woods 55+ average around $454,990.
247 communities near Maryland
904 homes near Maryland
Relevance
3 beds
|3 baths
|1,615 sq ft
|Condo
4 beds
|3 baths
|2,808 sq ft
3 beds
|2 baths
|2,028 sq ft
2 beds
|2 baths
|1,704 sq ft
2 beds
|2 baths
|1,292 sq ft
|Condo
3 beds
|3 baths
|2,602 sq ft
|Condo
2 beds
|3 baths
|2,003 sq ft
|Condo
4 beds
|3 baths
|2,598 sq ft
2 beds
|2 baths
|1,101 sq ft
|Condo
2 beds
|2 baths
|825 sq ft
|Condo
2 beds
|2 baths
|1,697 sq ft
|Condo
3 beds
|3 baths
|2,443 sq ft
2 beds
|2 baths
|1,181 sq ft
|Condo
2 beds
|2 baths
|990 sq ft
|Condo
2 beds
|2 baths
|1,298 sq ft
|Condo
2 beds
|2 baths
|1,258 sq ft
|Condo
3 beds
|4 baths
|2,988 sq ft
|Condo
3 beds
|3 baths
|2,500 sq ft
3 beds
|3 baths
|1,620 sq ft
|Condo
3 beds
|3 baths
|2,745 sq ft
3 beds
|3 baths
|4,050 sq ft
2 beds
|2 baths
|1,038 sq ft
|Condo
5 beds
|4 baths
|4,079 sq ft
2 beds
|2 baths
|1,195 sq ft
|Condo
2 beds
|2 baths
|2,473 sq ft
2 beds
|2 baths
|1,410 sq ft
|Condo
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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: Aug 13, 2026.
This application does not include information on all of the properties available for sale at this time.
