Maryland 55+ active adult communities & homes for sale - Page 7

Living in Maryland

Maryland offers the best of both worlds for retirees — proximity to Washington D.C. and Baltimore with suburban and rural communities just minutes away. No tax on Social…

Maryland offers the best of both worlds for retirees — proximity to Washington D.C. and Baltimore with suburban and rural communities just minutes away. No tax on Social Security, strong healthcare access with Johns Hopkins and the University of Maryland Medical System, and four seasons with mild winters compared to the Northeast make it a top-tier retirement state on the East Coast.

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

Does Maryland tax Social Security or retirement income?

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.

What are the top areas for 55+ homebuyers in Maryland?

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.

What size 55+ communities are there in Maryland?

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.

Are there new 55+ homes available in Maryland?

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.

Are there gated 55+ communities in Maryland?

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.

How long do listings in 55+ communities in Maryland typically stay on the market, and what is the average price of homes for sale?

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.

246 communities near Maryland

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The Villages at Broadland...

$400ks

The Villages at Broadland..., Ashburn, VA

New and Resale | 55+ age-restricted | Built 2013 - present | 78 homes

Independence Square Garag...

$400ks

Independence Square Garag..., Spotsylvania, VA

New Construction | Age-targeted | Built 2025 - 2026 | 42 homes

The Village of Rocky Run

$400ks - $500ks

The Village of Rocky Run, Wilmington, DE

Resale Only | 55+ age-restricted | Built 1999 - 2004 | 96 homes

Little Falls Village

$300ks - $400ks

Little Falls Village, Wilmington, DE

Resale Only | 55+ age-restricted | Built 2001 - 2004 | 107 homes

River Ridge

$400ks - $600ks

River Ridge, Woodbridge, VA

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes

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Regency at Ashburn

$300ks - $800ks

Regency at Ashburn, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 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.

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The Parke at Ocean Pines

116 CENTRAL PARKE E, OCEAN PINES, MD, 21..., Ocean Pines, MD 21811

$625,000

4 beds

3 baths

2,808 sq ft

116 CENTRAL PARKE E, OCEAN PINES, MD, 21...

Community: The Parke at Ocean Pines

Falls Run

86 ASPEN HILL DR 24-1, FREDERICKSBURG, V..., Fredericksburg, VA 22406

$419,900

3 beds

3 baths

2,651 sq ft

Condo

86 ASPEN HILL DR 24-1, FREDERICKSBURG, V...

Community: Falls Run

Whitehall Gardens

3566 PROVIDENCE CT, WILLIAMSTOWN, NJ, 08..., Williamstown, NJ 08094

$490,000

3 beds

2 baths

2,028 sq ft

3566 PROVIDENCE CT, WILLIAMSTOWN, NJ, 08...

Community: Whitehall Gardens

The Parke at Ocean Pines

6 EASTON AVE, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811

$409,000

2 beds

2 baths

1,704 sq ft

6 EASTON AVE, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

Heritage Hunt

$399,900

2 beds

2 baths

1,292 sq ft

Condo

7065 HERITAGE HUNT DR 108, GAINESVILLE, ...

Community: Heritage Hunt

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Auburn Meadows

101 HANOVER AVE, SMYRNA, DE, 19977, Smyrna, DE 19977

$475,000

3 beds

3 baths

2,361 sq ft

101 HANOVER AVE, SMYRNA, DE, 19977

Community: Auburn Meadows

Heritage Shores

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$300,000

2 beds

2 baths

1,320 sq ft

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

Four Seasons at Kent Island

2000 HERONS NEST WAY 401, CHESTER, MD, 2..., Chester, MD 21619

$700,000

3 beds

3 baths

2,602 sq ft

Condo

2000 HERONS NEST WAY 401, CHESTER, MD, 2...

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619

$700,000

2 beds

3 baths

2,003 sq ft

Condo

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161...

Community: Four Seasons at Kent Island

Twin Lake Villas

34889 MANSOURS DR, LOCUST GROVE, VA, 225..., Locust Grove, VA 22508

$418,000

3 beds

2 baths

1,369 sq ft

34889 MANSOURS DR, LOCUST GROVE, VA, 225...

Community: Twin Lake Villas

Heritage Shores

110 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933

$529,000

4 beds

3 baths

2,598 sq ft

110 WINGED FOOT DR, BRIDGEVILLE, DE, 199...

Community: Heritage Shores

Four Seasons at Millville

16 TORRESDALE ST, MILLVILLE, NJ, 08332, Millville, NJ 08332

$309,000

2 beds

2 baths

1,464 sq ft

16 TORRESDALE ST, MILLVILLE, NJ, 08332

Community: Four Seasons at Millville

Verona Woods

76 BALTHASAR DR, DOVER, DE, 19901, Dover, DE 19901

$424,000

3 beds

2 baths

1,704 sq ft

76 BALTHASAR DR, DOVER, DE, 19901

Community: Verona Woods

New Heritage Shores

324 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933

$439,990

3 beds

2 baths

1,892 sq ft

324 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

New Heritage Shores

87 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933

$350,000

3 beds

2 baths

1,640 sq ft

87 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...

Community: Heritage Shores

New Nells Acres

823 HERMAN WAY, SYKESVILLE, MD, 21784, Sykesville, MD 21784

$585,000

3 beds

4 baths

2,332 sq ft

823 HERMAN WAY, SYKESVILLE, MD, 21784

Community: Nells Acres

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New Leisure World® of Maryland

2921 N LEISURE WORLD BLVD 1-122, SILVER ..., Silver Spring, MD 20906

$145,000

2 beds

2 baths

953 sq ft

Condo

2921 N LEISURE WORLD BLVD 1-122, SILVER ...

Community: Leisure World® of Maryland

New Heritage Harbour

2900 SHIPMASTER WAY 104, ANNAPOLIS, MD, ..., Annapolis, MD 21401

$349,900

2 beds

2 baths

1,046 sq ft

Condo

2900 SHIPMASTER WAY 104, ANNAPOLIS, MD, ...

Community: Heritage Harbour

New Liberty West

36813 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$429,000

3 beds

2 baths

1,821 sq ft

36813 W OLD GATE DR, GEORGETOWN, DE, 199...

Community: Liberty West

New Auburn Meadows

850 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$439,250

2 beds

2 baths

1,728 sq ft

850 VIRDIN DR, SMYRNA, DE, 19977

Community: Auburn Meadows

New Bridlewood Estates

120 PARASOL PL, SEWELL, NJ, 08080, Sewell, NJ 08080

$359,900

2 beds

2 baths

1,372 sq ft

120 PARASOL PL, SEWELL, NJ, 08080

Community: Bridlewood Estates

New Snowden Overlook

8887 WARM GRANITE DR 38, COLUMBIA, MD, 2..., Columbia, MD 21045

$750,000

3 beds

5 baths

4,208 sq ft

Condo

8887 WARM GRANITE DR 38, COLUMBIA, MD, 2...

Community: Snowden Overlook

New Four Seasons at Kent Island

216 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619

$1,400,000

2 beds

3 baths

2,010 sq ft

216 KINGFISHER LN, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

New Four Seasons at Kent Island

102 BOATSWAIN WAY 2912, CHESTER, MD, 216..., Chester, MD 21619

$609,990

2 beds

3 baths

2,003 sq ft

Condo

102 BOATSWAIN WAY 2912, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

New Noble's Pond

106 LEANDER DR, DOVER, DE, 19904, Dover, DE 19904

$365,000

2 beds

2 baths

1,249 sq ft

106 LEANDER DR, DOVER, DE, 19904

Community: Noble's Pond

New Four Seasons at Silver Maple

614 RED MAPLE RD, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$550,000

3 beds

2 baths

2,478 sq ft

614 RED MAPLE RD, MIDDLETOWN, DE, 19709

Community: Four Seasons at Silver Maple

New Legacy at The Preserve at Deep Creek

272 ANGLESEY DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$549,999

3 beds

3 baths

3,303 sq ft

272 ANGLESEY DR, MIDDLETOWN, DE, 19709

Community: Legacy at The Preserve at Deep Creek

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New Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-427, SILVER ..., Silver Spring, MD 20906

$260,000

2 beds

2 baths

1,138 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-427, SILVER ...

Community: Leisure World® of Maryland

New Leisure World® of Maryland

2901 S LEISURE WORLD BLVD 401, SILVER SP..., Silver Spring, MD 20906

$515,000

3 beds

2 baths

1,789 sq ft

Condo

2901 S LEISURE WORLD BLVD 401, SILVER SP...

Community: Leisure World® of Maryland

New Springmill

100 DAWN CT, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$395,000

2 beds

2 baths

1,595 sq ft

100 DAWN CT, MIDDLETOWN, DE, 19709

Community: Springmill

New The Village at Foxfield

4 LAMAR LN, MIDDLETOWN, MD, 21769, Middletown, MD 21769

$475,000

2 beds

2 baths

1,359 sq ft

4 LAMAR LN, MIDDLETOWN, MD, 21769

Community: The Village at Foxfield

New The Village at Foxfield

7 DERR LN, MIDDLETOWN, MD, 21769, Middletown, MD 21769

$625,000

3 beds

3 baths

2,208 sq ft

7 DERR LN, MIDDLETOWN, MD, 21769

Community: The Village at Foxfield

New Regency at Dominion Valley

15110 HEATHER MILL LN 307, HAYMARKET, VA..., Haymarket, VA 20169

$439,900

2 beds

2 baths

1,538 sq ft

Condo

15110 HEATHER MILL LN 307, HAYMARKET, VA...

Community: Regency at Dominion Valley

New Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-820, SILVER ..., Silver Spring, MD 20906

$178,000

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-820, SILVER ...

Community: Leisure World® of Maryland

New Crestwood Village

5661 CRABAPPLE DR, FREDERICK, MD, 21703, Frederick, MD 21703

$415,000

2 beds

2 baths

1,297 sq ft

5661 CRABAPPLE DR, FREDERICK, MD, 21703

Community: Crestwood Village

New Gerst Farm

9409 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128

$719,990

3 beds

3 baths

9409 FOUNDERS LN, PERRY HALL, MD, 21128

Community: Gerst Farm

New Gerst Farm

9314 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128

$579,990

3 beds

3 baths

9314 FOUNDERS LN, PERRY HALL, MD, 21128

Community: Gerst Farm

New Leisure World® of Maryland

3312 CHISWICK CT 62-3A, SILVER SPRING, M..., Silver Spring, MD 20906

$87,500

1 beds

1 baths

800 sq ft

Condo

3312 CHISWICK CT 62-3A, SILVER SPRING, M...

Community: Leisure World® of Maryland

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New Snowden Overlook

8729 SAGE BRUSH WAY 63, COLUMBIA, MD, 21..., Columbia, MD 21045

$685,000

3 beds

5 baths

4,620 sq ft

Condo

8729 SAGE BRUSH WAY 63, COLUMBIA, MD, 21...

Community: Snowden Overlook

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-415, SILVER ..., Silver Spring, MD 20906

$137,700

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-415, SILVER ...

Community: Leisure World® of Maryland

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246 communities

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Maryland 55+ active adult communities & homes for sale - Page 7

Living in Maryland

Quick Facts About Retiring in Maryland

246 communities near Maryland

911 homes near Maryland

4 beds

3 baths

2,808 sq ft

3 beds

3 baths

2,651 sq ft

Condo

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

2,361 sq ft

2 beds

2 baths

1,320 sq ft

3 beds

3 baths

2,602 sq ft

Condo

2 beds

3 baths

2,003 sq ft

Condo

3 beds

2 baths

1,369 sq ft

4 beds

3 baths

2,598 sq ft

2 beds

2 baths

1,464 sq ft

3 beds

2 baths

1,704 sq ft

3 beds

2 baths

1,892 sq ft

3 beds

2 baths

1,640 sq ft

3 beds

4 baths

2,332 sq ft

2 beds

2 baths

953 sq ft

Condo

2 beds

2 baths

1,046 sq ft

Condo

3 beds

2 baths

1,821 sq ft

2 beds

2 baths

1,728 sq ft

2 beds

2 baths

1,372 sq ft

3 beds

5 baths

4,208 sq ft

Condo

2 beds

3 baths