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

401 homes near Middletown

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The Village at Foxfield

$300Ks - $500Ks

The Village at Foxfield, Middletown, MD

Resale Only | 55+ age-restricted | Built 2003 - 2012 | 81 homes

5 rating (1 reviews)

Leisure World® of Marylan...

<$100k - $500Ks

Leisure World® of Marylan..., Silver Spring, MD

Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes

3.7 rating (6 reviews)

Amblebrook

$300Ks - $700Ks

Amblebrook, Gettysburg, PA

New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes

5 rating (3 reviews)

Heritage Hunt

$300Ks - $800Ks

Heritage Hunt, Gainesville, VA

Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes

2 rating (1 reviews)

Birchwood at Brambleton

$400Ks - $900Ks

Birchwood at Brambleton, Ashburn, VA

New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes

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5 rating (2 reviews)

Potomac Green

$300Ks - $900Ks

Potomac Green, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes

5 rating (31 reviews)

Lansdowne Woods of Virgin...

$300Ks - $500Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes

No reviews yet

Penn National

$200Ks - $800Ks

Penn National, Fayetteville, PA

New and Resale | Age-targeted | Built 1968 - present | 1,100 homes

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400Ks - $800Ks

Trilogy® at Lake Frederic..., Lake Frederick, VA

New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes

5 rating (1 reviews)

Regency at Dominion Valle...

$400Ks - $800Ks

Regency at Dominion Valle..., Haymarket, VA

Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 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.

5 rating (1 reviews)

Four Seasons at Historic ...

$500Ks - $600Ks

Four Seasons at Historic ..., Dumfries, VA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes

5 rating (1 reviews)

Two Rivers

$700Ks - $800Ks

Two Rivers, Odenton, MD

New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes

No reviews yet

Cameron Grove

$300Ks - $500Ks

Cameron Grove, Upper Marlboro, MD

Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes

5 rating (2 reviews)

Central Parke at Victoria...

$300Ks - $400Ks

Central Parke at Victoria..., Laurel, MD

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes

No reviews yet

The Woodlands of Urbana

$400Ks - $900Ks

The Woodlands of Urbana, Urbana, MD

New Construction | 55+ age-restricted | Built 2019 - present | 565 homes

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Crestwood Village

$300Ks - $300Ks

Crestwood Village, Frederick, MD

Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes

No reviews yet

Traditions of America at ...

$500Ks - $500Ks

Traditions of America at ..., Mechanicsburg, PA

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 517 homes

No reviews yet

Carter's Mill

$400Ks - $700Ks

Carter's Mill, Haymarket, VA

New Construction | 55+ age-restricted | Built 2020 - present | 480 homes

1 rating (1 reviews)

Dunbarton

$600Ks - $600Ks

Dunbarton, Bristow, VA

Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes

No reviews yet

The Courtyards at Waverly...

$600Ks - $600Ks

The Courtyards at Waverly..., Marriottsville, MD

Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes

5 rating (1 reviews)

Carroll Vista

$300Ks - $500Ks

Carroll Vista, Taneytown, MD

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes

No reviews yet

Cedar Ridge at Piney Orch...

$300Ks - $400Ks

Cedar Ridge at Piney Orch..., Odenton, MD

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes

No reviews yet

Montebello

$600Ks - $1Ms

Montebello, Sterling, VA

New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes

No reviews yet

Village Crest

$300Ks - $300Ks

Village Crest, Ellicott City, MD

New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 homes

No reviews yet

Courtyards at Waverly Woo...

$400Ks - $400Ks

Courtyards at Waverly Woo..., Woodstock, MD

Resale Only | 55+ age-restricted | Built 2006 - 2010 | 383 homes

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Snowden Overlook

$600Ks - $600Ks

Snowden Overlook, Columbia, MD

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes

No reviews yet

Creek View

$100Ks - $200Ks

Creek View, Carlisle, PA

New and Resale | 55+ age-restricted | Built 2004 - present | 305 homes

No reviews yet

Longstown Village

$100Ks - $200Ks

Longstown Village, York, PA

Resale Only | Age-targeted | Built 1997 - 2000 | 304 homes

No reviews yet

Heritage at St. Charles

$400Ks - $500Ks

Heritage at St. Charles, White Plains, MD

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 300 homes

No reviews yet

The Villages At Woodholme

$400Ks - $500Ks

The Villages At Woodholme, Baltimore, MD

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes

No reviews yet

Spring Hill

$500Ks - $800Ks

Spring Hill, Lorton, VA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes

No reviews yet

The Enclave at Ellicott H...

$400Ks - $400Ks

The Enclave at Ellicott H..., Ellicott City, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 homes

No reviews yet

Regency at Ashburn

$600Ks - $600Ks

Regency at Ashburn, Ashburn, VA

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

No reviews yet

The Crest of Alexandria

$900Ks - $1Ms

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes

No reviews yet

Emerald Pointe

$300Ks - $400Ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

No reviews yet

Colonial Charles

$400Ks - $500Ks

Colonial Charles, Waldorf, MD

Resale Only | 55+ age-restricted | Built 2006 - 2018 | 240 homes

No reviews yet

River Ridge

$600Ks - $600Ks

River Ridge, Woodbridge, VA

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

No reviews yet

Signature Club at Greenvi...

$500Ks - $600Ks

Signature Club at Greenvi..., New Market, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes

No reviews yet

Eden Brook

$300Ks - $300Ks

Eden Brook, Odenton, MD

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 224 homes

No reviews yet

Roth's Farm Village

$200Ks - $200Ks

Roth's Farm Village, Spring Grove, PA

New and Resale | 55+ age-restricted | Built 2006 - present | 224 homes

1 2 3...4

Snowden Overlook

8861 SHINING OCEANS WAY 27, COLUMBIA, MD..., Columbia, MD 21045

$685,000

3 beds

4 baths

4,233 sq ft

Condo

8861 SHINING OCEANS WAY 27, COLUMBIA, MD...

Community: Snowden Overlook

Leisure World® of Maryland

3200 N LEISURE WORLD BLVD 1017, SILVER S..., Silver Spring, MD 20906

$415,000

3 beds

2 baths

1,540 sq ft

Condo

3200 N LEISURE WORLD BLVD 1017, SILVER S...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3300 SOLOMONS CT # 100, SILVER SPRING, M..., Silver Spring, MD 20906

$599,999

3 beds

2 baths

1,320 sq ft

3300 SOLOMONS CT # 100, SILVER SPRING, M...

Community: Leisure World® of Maryland

Leisure World® of Maryland

14507 ELMHAN CT # 182-B, SILVER SPRING, ..., Silver Spring, MD 20906

$450,000

3 beds

2 baths

1,193 sq ft

Condo

14507 ELMHAN CT # 182-B, SILVER SPRING, ...

Community: Leisure World® of Maryland

Cameron Grove

13405 MESSENGER PL, UPPER MARLBORO, MD, ..., Upper Marlboro, MD 20774

$420,000

2 beds

2 baths

1,364 sq ft

13405 MESSENGER PL, UPPER MARLBORO, MD, ...

Community: Cameron Grove

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

3618 GLENEAGLES DR 7-2E, SILVER SPRING, ..., Silver Spring, MD 20906

$108,000

1 beds

1 baths

800 sq ft

Condo

3618 GLENEAGLES DR 7-2E, SILVER SPRING, ...

Community: Leisure World® of Maryland

Two Rivers

2930 LEVEE DR, ODENTON, MD, 21113, Odenton, MD 21113

$800,000

3 beds

3 baths

3,975 sq ft

2930 LEVEE DR, ODENTON, MD, 21113

Community: Two Rivers

Crestwood Village

6908 CHOKEBERRY CT, FREDERICK, MD, 21703, Frederick, MD 21703

$335,000

2 beds

1 baths

1,300 sq ft

6908 CHOKEBERRY CT, FREDERICK, MD, 21703

Community: Crestwood Village

Gatherings® at Quarry Place

601 QUICKSILVER CT UNIT 408, REISTERSTOW..., Reisterstown, MD 21136

$370,000

2 beds

2 baths

1,390 sq ft

Condo

601 QUICKSILVER CT UNIT 408, REISTERSTOW...

Community: Gatherings® at Quarry Place

Leisure World® of Maryland

15100 INTERLACHEN DR 4-320, SILVER SPRIN..., Silver Spring, MD 20906

$184,900

2 beds

2 baths

980 sq ft

Condo

15100 INTERLACHEN DR 4-320, SILVER SPRIN...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15115 INTERLACHEN DR 3-801, SILVER SPRIN..., Silver Spring, MD 20906

$230,000

2 beds

2 baths

1,115 sq ft

Condo

15115 INTERLACHEN DR 3-801, SILVER SPRIN...

Community: Leisure World® of Maryland

Cameron Grove

13712 NEW ACADIA LN, UPPER MARLBORO, MD,..., Upper Marlboro, MD 20774

$455,000

2 beds

2 baths

1,720 sq ft

13712 NEW ACADIA LN, UPPER MARLBORO, MD,...

Community: Cameron Grove

The Enclave at Ellicott Hills

2520 KENSINGTON GDNS 403, ELLICOTT CITY,..., Ellicott City, MD 21043

$399,900

2 beds

2 baths

1,630 sq ft

Condo

2520 KENSINGTON GDNS 403, ELLICOTT CITY,...

Community: The Enclave at Ellicott Hills

Leisure World® of Maryland

3117 FARNBOROUGH CT # 258-B, SILVER SPRI..., Silver Spring, MD 20906

$285,000

2 beds

2 baths

998 sq ft

Condo

3117 FARNBOROUGH CT # 258-B, SILVER SPRI...

Community: Leisure World® of Maryland

Albert Courts

117 EASY ST, THURMONT, MD, 21788, Thurmont, MD 21788

$304,500

2 beds

2 baths

Condo

117 EASY ST, THURMONT, MD, 21788

Community: Albert Courts

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

Crestwood Village

5671 CRABAPPLE DR, FREDERICK, MD, 21703, Frederick, MD 21703

$349,900

2 beds

2 baths

1,148 sq ft

5671 CRABAPPLE DR, FREDERICK, MD, 21703

Community: Crestwood Village

Leisure World® of Maryland

3622 GLENEAGLES DR 9-2C, SILVER SPRING, ..., Silver Spring, MD 20906

$135,000

1 beds

1 baths

990 sq ft

Condo

3622 GLENEAGLES DR 9-2C, SILVER SPRING, ...

Community: Leisure World® of Maryland

Central Parke at Victoria Falls

13801 BELLE CHASSE BLVD 212, LAUREL, MD,..., Laurel, MD 20707

$389,500

2 beds

2 baths

1,673 sq ft

Condo

13801 BELLE CHASSE BLVD 212, LAUREL, MD,...

Community: Central Parke at Victoria Falls

Central Parke at Victoria Falls

13401 BELLE CHASSE BLVD 411, LAUREL, MD,..., Laurel, MD 20707

$399,000

2 beds

2 baths

1,673 sq ft

Condo

13401 BELLE CHASSE BLVD 411, LAUREL, MD,...

Community: Central Parke at Victoria Falls

Central Parke at Victoria Falls

7107 PINEY WOODS PL, LAUREL, MD, 20707, Laurel, MD 20707

$635,000

4 beds

3 baths

3,005 sq ft

7107 PINEY WOODS PL, LAUREL, MD, 20707

Community: Central Parke at Victoria Falls

Patapsco Overlook

19 CLAY LODGE LN UNIT 202, CATONSVILLE, ..., Catonsville, MD 21228

$450,000

2 beds

2 baths

1,422 sq ft

Condo

19 CLAY LODGE LN UNIT 202, CATONSVILLE, ...

Community: Patapsco Overlook

Gatherings at Forest Glen

8609 WINTERGREEN CT 308, ODENTON, MD, 21..., Odenton, MD 21113

$250,000

2 beds

2 baths

1,400 sq ft

Condo

8609 WINTERGREEN CT 308, ODENTON, MD, 21...

Community: Gatherings at Forest Glen

Two Rivers

3134 MEANDER BND, ODENTON, MD, 21113, Odenton, MD 21113

$805,000

4 beds

3 baths

3,959 sq ft

3134 MEANDER BND, ODENTON, MD, 21113

Community: Two Rivers

The Reserve at New Windsor

2820 UNION SQUARE RD # 5, NEW WINDSOR, M..., New Windsor, MD 21776

$399,990

3 beds

4 baths

2,236 sq ft

Condo

2820 UNION SQUARE RD # 5, NEW WINDSOR, M...

Community: The Reserve at New Windsor

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-722, SILVER ..., Silver Spring, MD 20906

$200,000

1 beds

2 baths

930 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-722, SILVER ...

Community: Leisure World® of Maryland

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

Gatherings at Cabin Branch

13240 PETREL ST # 106, CLARKSBURG, MD, 2..., Clarksburg, MD 20871

$399,990

1 beds

1 baths

1,203 sq ft

Condo

13240 PETREL ST # 106, CLARKSBURG, MD, 2...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$399,990

1 beds

1 baths

1,203 sq ft

Condo

13240 PETREL ST # 106, CLARKSBURG, MD, 2...

Community: The Village at Cabin Branch

Emerald Pointe

13336 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$474,900

2 beds

2 baths

2,615 sq ft

13336 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Courtyards at Waverly Woods East

11150 CHAMBERS CT H, WOODSTOCK, MD, 2116..., Woodstock, MD 21163

$425,000

2 beds

2 baths

1,610 sq ft

Condo

11150 CHAMBERS CT H, WOODSTOCK, MD, 2116...

Community: Courtyards at Waverly Woods East

Leisure World® of Maryland

2921 N LEISURE WORLD BLVD APT 418, SILVE..., Silver Spring, MD 20906

$199,000

2 beds

2 baths

915 sq ft

Condo

2921 N LEISURE WORLD BLVD APT 418, SILVE...

Community: Leisure World® of Maryland

JerMae Estates

24 TOCATI ST, THURMONT, MD, 21788, Thurmont, MD 21788

$515,000

4 beds

4 baths

3,131 sq ft

24 TOCATI ST, THURMONT, MD, 21788

Community: JerMae Estates

Colonial Charles

3145 HEARTLEAF LN, WALDORF, MD, 20603, Waldorf, MD 20603

$574,000

5 beds

3 baths

3,573 sq ft

3145 HEARTLEAF LN, WALDORF, MD, 20603

Community: Colonial Charles

The Villages At Woodholme

8402 PRAIRIE ROSE PL # 8402, PIKESVILLE,..., Pikesville, MD 21208

$470,000

3 beds

4 baths

3,800 sq ft

Condo

8402 PRAIRIE ROSE PL # 8402, PIKESVILLE,...

Community: The Villages At Woodholme

Nells Acres

6502 RIDENOUR WAY 1D, SYKESVILLE, MD, 21..., Sykesville, MD 21784

$274,000

2 beds

2 baths

1,200 sq ft

Condo

6502 RIDENOUR WAY 1D, SYKESVILLE, MD, 21...

Community: Nells Acres

Courtyards at Waverly Woods East

11110 CHAMBERS CT A, WOODSTOCK, MD, 2116..., Woodstock, MD 21163

$425,000

2 beds

2 baths

1,595 sq ft

Condo

11110 CHAMBERS CT A, WOODSTOCK, MD, 2116...

Community: Courtyards at Waverly Woods East

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

Two Rivers

1525 SPIKERUSH DR, ODENTON, MD, 21113, Odenton, MD 21113

$850,000

4 beds

4 baths

3,543 sq ft

1525 SPIKERUSH DR, ODENTON, MD, 21113

Community: Two Rivers

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-1023, SILVER..., Silver Spring, MD 20906

$220,000

2 beds

2 baths

1,220 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-1023, SILVER...

Community: Leisure World® of Maryland

Cameron Grove

14000 NEW ACADIA LN APT 205, UPPER MARLB..., Upper Marlboro, MD 20774

$329,999

2 beds

2 baths

1,191 sq ft

Condo

14000 NEW ACADIA LN APT 205, UPPER MARLB...

Community: Cameron Grove

Courts of Clarksburg

825 BUTTERFLY WEED DR, GERMANTOWN, MD, 2..., Germantown, MD 20876

$740,000

2 beds

2 baths

1,806 sq ft

825 BUTTERFLY WEED DR, GERMANTOWN, MD, 2...

Community: Courts of Clarksburg

Carroll Vista

101 BUTTERFLY DR # 106, TANEYTOWN, MD, 2..., Taneytown, MD 21787

$389,900

2 beds

2 baths

1,410 sq ft

Condo

101 BUTTERFLY DR # 106, TANEYTOWN, MD, 2...

Community: Carroll Vista

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Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Middletown?

The smallest 55+ community in Middletown has 81 homes, the largest has 81 homes, and the average community consists of 81 homes.

Are there gated 55+ communities in Middletown?

No, there are no gated 55+ communities in Middletown.

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401 homes near Middletown

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

125 communities near Middletown

401 homes near Middletown

3 beds

4 baths

4,233 sq ft

Condo

3 beds

2 baths

1,540 sq ft

Condo

3 beds

2 baths

1,320 sq ft

3 beds

2 baths

1,193 sq ft

Condo

2 beds

2 baths

1,364 sq ft

1 beds

1 baths

800 sq ft

Condo

3 beds

3 baths

3,975 sq ft

2 beds

1 baths

1,300 sq ft

2 beds

2 baths

1,390 sq ft

Condo

2 beds

2 baths

980 sq ft

Condo

2 beds

2 baths

1,115 sq ft

Condo

2 beds

2 baths

1,720 sq ft

2 beds

2 baths

1,630 sq ft

Condo

2 beds

2 baths

998 sq ft

Condo

2 beds

2 baths

Condo

2 beds

2 baths

1,148 sq ft

1 beds

1 baths

990 sq ft

Condo

2 beds

2 baths

1,673 sq ft

Condo

2 beds

2 baths

1,673 sq ft

Condo

4 beds

3 baths

3,005 sq ft

2 beds

2 baths

1,422 sq ft

Condo

2 beds