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

408 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 - $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

$500Ks - $1Ms

Birchwood at Brambleton, Ashburn, VA

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

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

Questions? Call us: (240) 663-8229

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...

$200Ks - $500Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

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

No reviews yet

Penn National

$300Ks - $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 - $900Ks

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 - $800Ks

Two Rivers, Odenton, MD

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

No reviews yet

Cameron Grove

$300Ks - $400Ks

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 - $600Ks

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 - $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...

$700Ks - $800Ks

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

Montebello

$600Ks - $1Ms

Montebello, Sterling, VA

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

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 - $700Ks

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 - $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 - $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 - $400Ks

The Villages At Woodholme, Baltimore, MD

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

No reviews yet

Spring Hill

$500Ks - $500Ks

Spring Hill, Lorton, VA

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

No reviews yet

The Enclave at Ellicott H...

$400Ks - $600Ks

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

Emerald Pointe

$300Ks - $400Ks

Emerald Pointe, Hagerstown, MD

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

No reviews yet

The Crest of Alexandria

$600Ks - $1Ms

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - 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

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

1 2 3 4

The Village at Cabin Branch

13230 PETREL ST UNIT 2207, CLARKSBURG, M..., Clarksburg, MD 20871

$639,990

3 beds

2 baths

2,031 sq ft

Condo

13230 PETREL ST UNIT 2207, CLARKSBURG, M...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

$639,990

3 beds

2 baths

2,031 sq ft

Condo

13230 PETREL ST UNIT 2207, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

Gatherings at Cabin Branch

13210 PETREL ST UNIT 3305, CLARKSBURG, M..., Clarksburg, MD 20871

$489,990

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST UNIT 3305, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$489,990

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST UNIT 3305, CLARKSBURG, M...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871

$479,990

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

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

Questions? Call us: (240) 663-8229

The Village at Cabin Branch

$479,990

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...

Community: The Village at Cabin Branch

New Emerald Pointe

13348 DIAMOND POINTE DR # V228, HAGERSTO..., Hagerstown, MD 21742

$484,900

2 beds

2 baths

13348 DIAMOND POINTE DR # V228, HAGERSTO...

Community: Emerald Pointe

Carroll Vista

43 TRIPLE CROWN DR # 441, TANEYTOWN, MD,..., Taneytown, MD 21787

$475,000

3 beds

4 baths

3,151 sq ft

Condo

43 TRIPLE CROWN DR # 441, TANEYTOWN, MD,...

Community: Carroll Vista

The Courtyards at Waverly Woods

2579 SOPHIA CHASE DR, MARRIOTTSVILLE, MD..., Marriottsville, MD 21104

$885,000

3 beds

3 baths

3,775 sq ft

2579 SOPHIA CHASE DR, MARRIOTTSVILLE, MD...

Community: The Courtyards at Waverly Woods

New Leisure World® of Maryland

3695 S LEISURE WORLD BLVD 14-A, SILVER S..., Silver Spring, MD 20906

$245,000

2 beds

4 baths

1,600 sq ft

Condo

3695 S LEISURE WORLD BLVD 14-A, SILVER S...

Community: Leisure World® of Maryland

Gatherings at Lyndwood

7305 MAPLECREST RD 206, ELKRIDGE, MD, 21..., Elkridge, MD 21075

$439,900

2 beds

2 baths

1,700 sq ft

Condo

7305 MAPLECREST RD 206, ELKRIDGE, MD, 21...

Community: Gatherings at Lyndwood

Leisure World® of Maryland

15115 INTERLACHEN DR 3-415, SILVER SPRIN..., Silver Spring, MD 20906

$245,000

2 beds

2 baths

1,115 sq ft

Condo

15115 INTERLACHEN DR 3-415, SILVER SPRIN...

Community: Leisure World® of Maryland

New Leisure World® of Maryland

3445 S LEISURE WORLD BLVD 87-2C, SILVER ..., Silver Spring, MD 20906

$125,000

1 beds

1 baths

990 sq ft

Condo

3445 S LEISURE WORLD BLVD 87-2C, SILVER ...

Community: Leisure World® of Maryland

Cameron Grove

9 BRASWELL CT, UPPER MARLBORO, MD, 20774, Upper Marlboro, MD 20774

$455,900

2 beds

2 baths

1,849 sq ft

9 BRASWELL CT, UPPER MARLBORO, MD, 20774

Community: Cameron Grove

Colonial Charles

10496 SUNSHINE PL, WALDORF, MD, 20603, Waldorf, MD 20603

$486,000

3 beds

3 baths

2,729 sq ft

10496 SUNSHINE PL, WALDORF, MD, 20603

11257 YELLOWSTONE CT, WHITE PLAINS, MD, ...

Community: Heritage at St. Charles

Leisure World® of Maryland

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

$163,900

2 beds

1 baths

1,035 sq ft

Condo

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

Community: Leisure World® of Maryland

Villas at Cattail Creek

3703 CATTAIL GREENS CT, GLENWOOD, MD, 21..., Glenwood, MD 21738

$775,000

3 beds

3 baths

4,089 sq ft

3703 CATTAIL GREENS CT, GLENWOOD, MD, 21...

Community: Villas at Cattail Creek

Leisure World® of Maryland

3310 N LEISURE WORLD BLVD APT 1019, SILV..., Silver Spring, MD 20906

$295,000

2 beds

2 baths

1,317 sq ft

Condo

3310 N LEISURE WORLD BLVD APT 1019, SILV...

Community: Leisure World® of Maryland

Carroll Vista

142 SADDLETOP DR # 349, TANEYTOWN, MD, 2..., Taneytown, MD 21787

$419,900

3 beds

3 baths

2,052 sq ft

Condo

142 SADDLETOP DR # 349, TANEYTOWN, MD, 2...

Community: Carroll Vista

Cedar Ridge at Piney Orchard

8610 FLUTTERING LEAF TRL 201, ODENTON, M..., Odenton, MD 21113

$330,000

2 beds

2 baths

1,500 sq ft

Condo

8610 FLUTTERING LEAF TRL 201, ODENTON, M...

Community: Cedar Ridge at Piney Orchard

Leisure World® of Maryland

15301 PINE ORCHARD DR 86-2K, SILVER SPRI..., Silver Spring, MD 20906

$299,000

3 beds

2 baths

1,340 sq ft

15301 PINE ORCHARD DR 86-2K, SILVER SPRI...

Community: Leisure World® of Maryland

Leisure World® of Maryland

14805 PENNFIELD CIR APT 411, SILVER SPRI..., Silver Spring, MD 20906

$259,000

2 beds

2 baths

1,152 sq ft

Condo

14805 PENNFIELD CIR APT 411, SILVER SPRI...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

Emerald Pointe

19409 MOONSTONE DR, HAGERSTOWN, MD, 2174..., Hagerstown, MD 21742

$465,000

2 beds

3 baths

2,673 sq ft

19409 MOONSTONE DR, HAGERSTOWN, MD, 2174...

Community: Emerald Pointe

Central Parke at Victoria Falls

7206 PAPERBARK TER, LAUREL, MD, 20707, Laurel, MD 20707

2 beds

2 baths

1,849 sq ft

300 DUNNVILLE PL, UPPER MARLBORO, MD, 20...

Community: Cameron Grove

Leisure World® of Maryland

15115 INTERLACHEN DR 3-625, SILVER SPRIN..., Silver Spring, MD 20906

$190,000

1 beds

1 baths

945 sq ft

Condo

15115 INTERLACHEN DR 3-625, SILVER SPRIN...

Condo

3200 N LEISURE WORLD BLVD APT 1010, SILV...

Community: Leisure World® of Maryland

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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408 homes near Middletown

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

124 communities near Middletown

408 homes near Middletown

3 beds

2 baths

2,031 sq ft

Condo

3 beds

2 baths

2,031 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

3 beds

4 baths

3,151 sq ft

Condo

3 beds

3 baths

3,775 sq ft

2 beds

4 baths

1,600 sq ft

Condo

2 beds

2 baths

1,700 sq ft

Condo

2 beds

2 baths

1,115 sq ft

Condo

1 beds

1 baths

990 sq ft

Condo

2 beds

2 baths

1,849 sq ft

3 beds

3 baths

2,729 sq ft

3 beds

4 baths

3,049 sq ft

Condo

3 beds

4 baths

3,673 sq ft

Condo

3 beds

2 baths

2,235 sq ft

2 beds

1 baths

1,035 sq ft

Condo

3 beds

3 baths

4,089 sq ft

2 beds

2 baths

1,317 sq ft

Condo