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

438 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...

$100Ks - $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 - $1Ms

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

$500Ks - $1Ms

Birchwood at Brambleton, Ashburn, VA

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

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 - $600Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

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

No reviews yet

Penn National

$200Ks - $500Ks

Penn National, Fayetteville, PA

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

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400Ks - $900Ks

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

$600Ks - $900Ks

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

5 rating (1 reviews)

Crestwood Village

$200Ks - $400Ks

Crestwood Village, Frederick, MD

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

No reviews yet

Traditions of America at ...

$400Ks - $500Ks

Traditions of America at ..., Mechanicsburg, PA

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

$400Ks - $900Ks

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 - $300Ks

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

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

No reviews yet

Village Crest

$300Ks - $600Ks

Village Crest, Ellicott City, MD

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

No reviews yet

Courtyards at Waverly Woo...

$600Ks - $700Ks

Courtyards at Waverly Woo..., Woodstock, MD

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

5 rating (1 reviews)

Snowden Overlook

$600Ks - $700Ks

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 - $400Ks

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

$800Ks - $800Ks

Spring Hill, Lorton, VA

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

No reviews yet

The Enclave at Ellicott H...

$300Ks - $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

$500Ks - $700Ks

Regency at Ashburn, Ashburn, VA

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

No reviews yet

The Crest of Alexandria

$600Ks - $900Ks

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

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...

$400Ks - $600Ks

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

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

No reviews yet

Eden Brook

$300Ks - $300Ks

Eden Brook, Odenton, MD

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

No reviews yet

The Retreat at Poland Hil...

$700Ks - $900Ks

The Retreat at Poland Hil..., Chantilly, VA

Resale Only | 55+ age-restricted | Built 2020 - 2022 | 219 homes

1 2 3 4

New Leisure World® of Maryland

3427 S LEISURE WORLD BLVD 89-1A, SILVER ..., Silver Spring, MD 20906

$157,000

2 beds

1 baths

1,200 sq ft

Condo

3427 S LEISURE WORLD BLVD 89-1A, SILVER ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3350 CHISWICK CT 57-1C, SILVER SPRING, M..., Silver Spring, MD 20906

$105,000

1 beds

1 baths

635 sq ft

Condo

3350 CHISWICK CT 57-1C, SILVER SPRING, M...

Community: Leisure World® of Maryland

Washington Square

105 MADISON ST, LA PLATA, MD, 20646, La Plata, MD 20646

$275,000

1 beds

1 baths

996 sq ft

105 MADISON ST, LA PLATA, MD, 20646

Community: Washington Square

Leisure World® of Maryland

3350 CHISWICK CT 57-3C, SILVER SPRING, M..., Silver Spring, MD 20906

$176,000

2 beds

1 baths

1,035 sq ft

Condo

3350 CHISWICK CT 57-3C, SILVER SPRING, M...

Community: Leisure World® of Maryland

New Carroll's Creek

1410 WIGEON WAY 201, GAMBRILLS, MD, 2105..., Gambrills, MD 21054

$460,000

3 beds

2 baths

1,782 sq ft

Condo

1410 WIGEON WAY 201, GAMBRILLS, MD, 2105...

Community: Carroll's Creek

Leisure World® of Maryland

15100 INTERLACHEN DR 4-221, SILVER SPRIN..., Silver Spring, MD 20906

$343,000

3 beds

3 baths

1,530 sq ft

Condo

15100 INTERLACHEN DR 4-221, SILVER SPRIN...

Community: Leisure World® of Maryland

Cedar Ridge at Piney Orchard

8615 WANDERING FOX TRL 404, ODENTON, MD,..., Odenton, MD 21113

$395,000

2 beds

2 baths

1,500 sq ft

Condo

8615 WANDERING FOX TRL 404, ODENTON, MD,...

Community: Cedar Ridge at Piney Orchard

New Two Rivers

3058 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113

$869,999

5 beds

4 baths

4,269 sq ft

3058 SUNNY RIDGE DR, ODENTON, MD, 21113

Community: Two Rivers

Leisure World® of Maryland

3310 N LEISURE WORLD BLVD 420, SILVER SP..., Silver Spring, MD 20906

$200,000

2 beds

2 baths

980 sq ft

Condo

3310 N LEISURE WORLD BLVD 420, SILVER SP...

Community: Leisure World® of Maryland

The Courtyards at Waverly Woods

2598 SOPHIA CHASE DR, MARRIOTTSVILLE, MD..., Marriottsville, MD 21104

$925,000

4 beds

4 baths

4,231 sq ft

2598 SOPHIA CHASE DR, MARRIOTTSVILLE, MD...

Community: The Courtyards at Waverly Woods

New Leisure World® of Maryland

3210 N LEISURE WORLD BLVD 206, SILVER SP..., Silver Spring, MD 20906

$535,000

3 beds

2 baths

1,720 sq ft

Condo

3210 N LEISURE WORLD BLVD 206, SILVER SP...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3400 PARKER CREEK LN # 96-A, SILVER SPRI..., Silver Spring, MD 20906

$539,999

3 beds

2 baths

1,520 sq ft

Condo

3400 PARKER CREEK LN # 96-A, SILVER SPRI...

Community: Leisure World® of Maryland

Winifred Manor

2011 RUDY SERRA DR 2A, ELDERSBURG, MD, 2..., Eldersburg, MD 21784

$243,000

2 beds

2 baths

1,000 sq ft

Condo

2011 RUDY SERRA DR 2A, ELDERSBURG, MD, 2...

Community: Winifred Manor

Leisure World® of Maryland

3005 S LEISURE WORLD BLVD 103, SILVER SP..., Silver Spring, MD 20906

$270,000

2 beds

2 baths

1,315 sq ft

Condo

3005 S LEISURE WORLD BLVD 103, SILVER SP...

Community: Leisure World® of Maryland

New Leisure World® of Maryland

2921 N LEISURE WORLD BLVD 1-319, SILVER ..., Silver Spring, MD 20906

$199,999

2 beds

2 baths

915 sq ft

Condo

2921 N LEISURE WORLD BLVD 1-319, SILVER ...

Community: Leisure World® of Maryland

New Villas at Cattail Creek

15276 CALLAWAY CT, GLENWOOD, MD, 21738, Glenwood, MD 21738

$900,000

4 beds

3 baths

4,644 sq ft

Condo

15276 CALLAWAY CT, GLENWOOD, MD, 21738

Community: Villas at Cattail Creek

New Leisure World® of Maryland

3576 CHISWICK CT 34-2A, SILVER SPRING, M..., Silver Spring, MD 20906

$140,000

1 beds

1 baths

1,014 sq ft

Condo

3576 CHISWICK CT 34-2A, SILVER SPRING, M...

Community: Leisure World® of Maryland

New Signature Club at Greenview

9 HORIZON DR, FREDERICK, MD, 21703, Frederick, MD 21703

$374,990

4 beds

4 baths

1,980 sq ft

9 HORIZON DR, FREDERICK, MD, 21703

Community: Signature Club at Greenview

New Cedar Ridge at Piney Orchard

8604 WANDERING FOX TRL 405, ODENTON, MD,..., Odenton, MD 21113

$420,000

2 beds

2 baths

1,500 sq ft

Condo

8604 WANDERING FOX TRL 405, ODENTON, MD,...

Community: Cedar Ridge at Piney Orchard

Leisure World® of Maryland

3310 N LEISURE WORLD BLVD 227, SILVER SP..., Silver Spring, MD 20906

$249,000

2 beds

2 baths

1,138 sq ft

Condo

3310 N LEISURE WORLD BLVD 227, SILVER SP...

Community: Leisure World® of Maryland

Central Parke at Victoria Falls

13901 BELLE CHASSE BLVD 310, LAUREL, MD,..., Laurel, MD 20707

$395,000

2 beds

2 baths

1,688 sq ft

Condo

13901 BELLE CHASSE BLVD 310, LAUREL, MD,...

Community: Central Parke at Victoria Falls

The Enclave at Ellicott Station

9934 ISABELLES WAY, ELLICOTT CITY, MD, 2..., Ellicott City, MD 21042

$725,000

5 beds

5 baths

3,425 sq ft

9934 ISABELLES WAY, ELLICOTT CITY, MD, 2...

Community: The Enclave at Ellicott Station

New Leisure World® of Maryland

3511 FOREST EDGE DR 17-3C, SILVER SPRING..., Silver Spring, MD 20906

$225,000

2 beds

2 baths

1,273 sq ft

Condo

3511 FOREST EDGE DR 17-3C, SILVER SPRING...

Community: Leisure World® of Maryland

Snowden Overlook

8833 WARM GRANITE DR 72, COLUMBIA, MD, 2..., Columbia, MD 21045

$765,000

4 beds

5 baths

4,815 sq ft

Condo

8833 WARM GRANITE DR 72, COLUMBIA, MD, 2...

Community: Snowden Overlook

New The Enclave at Ellicott Hills

2773 WESTMINSTER RD 31, ELLICOTT CITY, M..., Ellicott City, MD 21043

$725,000

3 beds

5 baths

3,871 sq ft

Condo

2773 WESTMINSTER RD 31, ELLICOTT CITY, M...

Community: The Enclave at Ellicott Hills

Ellicott's Retreat

8911 CARLS CT A, ELLICOTT CITY, MD, 2104..., Ellicott City, MD 21043

$444,901

2 beds

2 baths

1,497 sq ft

Condo

8911 CARLS CT A, ELLICOTT CITY, MD, 2104...

Community: Ellicott's Retreat

Ellicott Meadows

12025 WINDSOR MOSS 5, ELLICOTT CITY, MD,..., Ellicott City, MD 21042

$825,000

3 beds

4 baths

3,955 sq ft

Condo

12025 WINDSOR MOSS 5, ELLICOTT CITY, MD,...

Community: Ellicott Meadows

New The Village at Cabin Branch

13255 PETREL ST, CLARKSBURG, MD, 20871, Clarksburg, MD 20871

$499,990

2 beds

3 baths

1,663 sq ft

13255 PETREL ST, CLARKSBURG, MD, 20871

Community: The Village at Cabin Branch

New Gatherings at Cabin Branch

$499,990

2 beds

3 baths

1,663 sq ft

13255 PETREL ST, CLARKSBURG, MD, 20871

Community: Gatherings at Cabin Branch

Walden Woods

9738 KNOWLEDGE DR, LAUREL, MD, 20723, Laurel, MD 20723

$650,000

3 beds

4 baths

2,208 sq ft

9738 KNOWLEDGE DR, LAUREL, MD, 20723

Community: Walden Woods

Leisure World® of Maryland

14702 LINDSEY LN 221-B, SILVER SPRING, M..., Silver Spring, MD 20906

$330,000

2 beds

2 baths

1,004 sq ft

Condo

14702 LINDSEY LN 221-B, SILVER SPRING, M...

Community: Leisure World® of Maryland

New Snowden Overlook

8790 SAGE BRUSH WAY 19, COLUMBIA, MD, 21..., Columbia, MD 21045

$644,900

4 beds

4 baths

4,619 sq ft

8790 SAGE BRUSH WAY 19, COLUMBIA, MD, 21...

Community: Snowden Overlook

New Winifred Manor

2008 RUDY SERRA DR B, ELDERSBURG, MD, 21..., Eldersburg, MD 21784

$300,000

2 beds

2 baths

Condo

2008 RUDY SERRA DR B, ELDERSBURG, MD, 21...

Community: Winifred Manor

New Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-216, SILVER ..., Silver Spring, MD 20906

$235,000

2 beds

2 baths

1,115 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-216, SILVER ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15101 INTERLACHEN DR 1-905, SILVER SPRIN..., Silver Spring, MD 20906

$179,000

1 beds

2 baths

950 sq ft

Condo

15101 INTERLACHEN DR 1-905, SILVER SPRIN...

Community: Leisure World® of Maryland

New The Villas of Rock Oak

1304 JADE CT # 2, ODENTON, MD, 21113, Odenton, MD 21113

$509,990

3 beds

3 baths

1,846 sq ft

Condo

1304 JADE CT # 2, ODENTON, MD, 21113

Community: The Villas of Rock Oak

New Cameron Grove

12916 FOX BOW DR APT 107, UPPER MARLBORO..., Upper Marlboro, MD 20774

$335,000

2 beds

2 baths

1,116 sq ft

Condo

12916 FOX BOW DR APT 107, UPPER MARLBORO...

Community: Cameron Grove

Signature Club at Greenview

10576 EDWARDIAN LN 132, NEW MARKET, MD, ..., New Market, MD 21774

$634,900

3 beds

4 baths

2,549 sq ft

Condo

10576 EDWARDIAN LN 132, NEW MARKET, MD, ...

Community: Signature Club at Greenview

Colonial Charles

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

$585,000

5 beds

3 baths

3,573 sq ft

3145 HEARTLEAF LN, WALDORF, MD, 20603

Community: Colonial Charles

New Carroll Vista

135 PONYTAIL LN # 129, TANEYTOWN, MD, 21..., Taneytown, MD 21787

$369,500

2 beds

2 baths

1,696 sq ft

Condo

135 PONYTAIL LN # 129, TANEYTOWN, MD, 21...

Community: Carroll Vista

1 2 3 4 5 6 7 8 9 10 11

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.

Want more information about active adult communities around Middletown?

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438 homes near Middletown

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

123 communities near Middletown

438 homes near Middletown

2 beds

1 baths

1,200 sq ft

Condo

1 beds

1 baths

635 sq ft

Condo

1 beds

1 baths

996 sq ft

2 beds

1 baths

1,035 sq ft

Condo

3 beds

2 baths

1,782 sq ft

Condo

3 beds

3 baths

1,530 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

5 beds

4 baths

4,269 sq ft

2 beds

2 baths

980 sq ft

Condo

4 beds

4 baths

4,231 sq ft

3 beds

2 baths

1,720 sq ft

Condo

3 beds

2 baths

1,520 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,315 sq ft

Condo

2 beds

2 baths

915 sq ft

Condo

4 beds

3 baths

4,644 sq ft

Condo

1 beds

1 baths

1,014 sq ft

Condo

4 beds

4 baths

1,980 sq ft

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,138 sq ft

Condo

2 beds