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

15301 BEAVERBROOK CT 92-3K, SILVER SPRIN...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

2900 N LEISURE WORLD BLVD 409, SILVER SP..., Silver Spring, MD 20906

$320,000

2 beds

2 baths

1,261 sq ft

Condo

2900 N LEISURE WORLD BLVD 409, SILVER SP...

Community: Leisure World® of Maryland

The Enclave at Ellicott Hills

2500 KENSINGTON GDNS 406, ELLICOTT CITY,..., Ellicott City, MD 21043

$439,900

2 beds

2 baths

1,630 sq ft

Condo

2500 KENSINGTON GDNS 406, ELLICOTT CITY,...

Community: The Enclave at Ellicott Hills

Two Rivers

1528 CATBRIAR WAY, ODENTON, MD, 21113, Odenton, MD 21113

$749,000

3 beds

3 baths

2,994 sq ft

1528 CATBRIAR WAY, ODENTON, MD, 21113

Community: Two Rivers

Villas at Cattail Creek

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

$850,000

4 beds

3 baths

4,644 sq ft

Condo

15276 CALLAWAY CT, GLENWOOD, MD, 21738

Community: Villas at Cattail Creek

Leisure World® of Maryland

3431 S LEISURE WORLD BLVD 88-3A, SILVER ..., Silver Spring, MD 20906

$99,999

1 beds

1 baths

800 sq ft

Condo

3431 S LEISURE WORLD BLVD 88-3A, SILVER ...

Community: Leisure World® of Maryland

Winifred Manor

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

$235,000

2 beds

2 baths

1,000 sq ft

Condo

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

Community: Winifred Manor

Carroll Vista

416 CLUBSIDE DR # 291, TANEYTOWN, MD, 21..., Taneytown, MD 21787

$515,900

3 beds

4 baths

4,977 sq ft

Condo

416 CLUBSIDE DR # 291, TANEYTOWN, MD, 21...

Community: Carroll Vista

Leisure World® of Maryland

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

$149,000

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 213, LAUREL, MD,..., Laurel, MD 20707

$415,000

2 beds

2 baths

1,703 sq ft

Condo

13801 BELLE CHASSE BLVD 213, LAUREL, MD,...

Community: Central Parke at Victoria Falls

JerMae Estates

31 TOCATI ST, THURMONT, MD, 21788, Thurmont, MD 21788

$540,000

4 beds

3 baths

2,402 sq ft

31 TOCATI ST, THURMONT, MD, 21788

Community: JerMae Estates

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

Questions? Call us: (240) 663-8229

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

Two Rivers

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

$889,000

4 beds

4 baths

2,428 sq ft

1525 SPIKERUSH DR, ODENTON, MD, 21113

Community: Two Rivers

Leisure World® of Maryland

3310 N LEISURE WORLD BLVD APT 830, SILVE..., Silver Spring, MD 20906

$327,000

2 beds

2 baths

1,420 sq ft

Condo

3310 N LEISURE WORLD BLVD APT 830, SILVE...

Community: Leisure World® of Maryland

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

Courts of Clarksburg

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

$750,000

2 beds

2 baths

1,806 sq ft

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

Community: Courts of Clarksburg

Gatherings at Forest Glen

8609 WINTERGREEN CT 302, ODENTON, MD, 21..., Odenton, MD 21113

$435,000

3 beds

2 baths

1,900 sq ft

Condo

8609 WINTERGREEN CT 302, ODENTON, MD, 21...

Community: Gatherings at Forest Glen

Emerald Pointe

13342 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$399,900

2 beds

2 baths

1,865 sq ft

13342 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

The Courtyards at Waverly Woods

11232 BARNSLEY WAY, MARRIOTTSVILLE, MD, ..., Marriottsville, MD 21104

$890,000

4 beds

4 baths

4,146 sq ft

11232 BARNSLEY WAY, MARRIOTTSVILLE, MD, ...

Community: The Courtyards at Waverly Woods

Cedar Ridge at Piney Orchard

8608 FLUTTERING LEAF TRL UNIT 208, ODENT..., Odenton, MD 21113

$350,000

2 beds

2 baths

1,400 sq ft

Condo

8608 FLUTTERING LEAF TRL UNIT 208, ODENT...

Community: Cedar Ridge at Piney Orchard

The Enclave at Ellicott Hills

2736 WESTMINSTER RD 94, ELLICOTT CITY, M..., Ellicott City, MD 21043

$695,000

3 beds

3 baths

2,550 sq ft

Condo

2736 WESTMINSTER RD 94, ELLICOTT CITY, M...

3135 FLOATING LEAF LN, WALDORF, MD, 2060...

Community: Colonial Charles

Leisure World® of Maryland

3100 N LEISURE WORLD BLVD 507, SILVER SP..., Silver Spring, MD 20906

$550,000

3 beds

3 baths

1,735 sq ft

Condo

3100 N LEISURE WORLD BLVD 507, SILVER SP...

Community: Leisure World® of Maryland

Signature Club at Greenview

5808 HOLLYS WAY # 71, NEW MARKET, MD, 21..., New Market, MD 21774

$599,900

3 beds

3 baths

2,413 sq ft

5808 HOLLYS WAY # 71, NEW MARKET, MD, 21...

Community: Signature Club at Greenview

Courts of Clarksburg

21822 BONESET WAY, GERMANTOWN, MD, 20876, Germantown, MD 20876

$634,900

2 beds

2 baths

1,540 sq ft

21822 BONESET WAY, GERMANTOWN, MD, 20876

Community: Courts of Clarksburg

Heritage at St. Charles

4740 LONDONBERRY LN, WHITE PLAINS, MD, 2..., White Plains, MD 20695

$409,900

2 beds

2 baths

1,712 sq ft

4740 LONDONBERRY LN, WHITE PLAINS, MD, 2...

Community: Heritage at St. Charles

The Village at Foxfield

6 STINE CT, MIDDLETOWN, MD, 21769, Middletown, MD 21769

$550,000

2 beds

3 baths

1,895 sq ft

6 STINE CT, MIDDLETOWN, MD, 21769

Community: The Village at Foxfield

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

2900 N LEISURE WORLD BLVD 515, SILVER SP..., Silver Spring, MD 20906

$265,000

2 beds

2 baths

1,314 sq ft

Condo

2900 N LEISURE WORLD BLVD 515, SILVER SP...

Community: Leisure World® of Maryland

The Courtyards at Waverly Woods

11243 GENTLE ROLLING DR, MARRIOTTSVILLE,..., Marriottsville, MD 21104

1 beds

2 baths

1,419 sq ft

Condo

122 PONYTAIL LN # 118, TANEYTOWN, MD, 21...

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.

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

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,630 sq ft

Condo

2 beds

2 baths

1,315 sq ft

Condo

2 beds

2 baths

1,115 sq ft

Condo

3 beds

2 baths

1,340 sq ft

Condo

2 beds

2 baths

1,261 sq ft

Condo

2 beds

2 baths

1,630 sq ft

Condo

3 beds

3 baths

2,994 sq ft

4 beds

3 baths

4,644 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

3 beds

4 baths

4,977 sq ft

Condo

1 beds

1 baths

990 sq ft

Condo

2 beds

2 baths

1,703 sq ft

Condo

4 beds

3 baths

2,402 sq ft

2 beds

2 baths

1,696 sq ft

Condo

4 beds

4 baths

2,428 sq ft

2 beds

2 baths

1,420 sq ft

Condo

1 beds

2 baths

930 sq ft

Condo

2 beds

2 baths

1,806 sq ft

3 beds