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

440 homes near Middletown

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The Village at Foxfield

$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

4.3 rating (11 reviews)

Amblebrook

$300Ks - $500Ks

Amblebrook, Gettysburg, PA

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

5 rating (3 reviews)

Heritage Hunt

$400Ks - $800Ks

Heritage Hunt, Gainesville, VA

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

2 rating (1 reviews)

Birchwood at Brambleton

$400Ks - $1Ms

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

$600Ks - $800Ks

Potomac Green, Ashburn, VA

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

5 rating (31 reviews)

Lansdowne Woods of Virgin...

$300Ks - $400Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

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

Penn National

$200Ks - $600Ks

Penn National, Fayetteville, PA

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

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400Ks - $1Ms

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 - $700Ks

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 ...

$600Ks

Four Seasons at Historic ..., Dumfries, VA

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

5 rating (1 reviews)

Two Rivers

$500Ks - $700Ks

Two Rivers, Odenton, MD

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

Cameron Grove

$200Ks - $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 - $600Ks

Central Parke at Victoria..., Laurel, MD

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

The Woodlands of Urbana

$600Ks

The Woodlands of Urbana, Urbana, MD

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

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Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Crestwood Village

$300Ks

Crestwood Village, Frederick, MD

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

Traditions of America at ...

$500Ks

Traditions of America at ..., Mechanicsburg, PA

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

Carter's Mill

$400Ks - $700Ks

Carter's Mill, Haymarket, VA

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

3 rating (2 reviews)

Dunbarton

$600Ks

Dunbarton, Bristow, VA

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

The Courtyards at Waverly...

$300Ks - $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

Cedar Ridge at Piney Orch...

$300Ks - $400Ks

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

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

Montebello

$600Ks - $1Ms

Montebello, Sterling, VA

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

Village Crest

$300Ks - $400Ks

Village Crest, Ellicott City, MD

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

Courtyards at Waverly Woo...

$300Ks - $400Ks

Courtyards at Waverly Woo..., Woodstock, MD

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

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Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Snowden Overlook

$400Ks - $700Ks

Snowden Overlook, Columbia, MD

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

Creek View

$100Ks - $200Ks

Creek View, Carlisle, PA

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

Longstown Village

$100Ks - $200Ks

Longstown Village, York, PA

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

Heritage at St. Charles

$400Ks

Heritage at St. Charles, White Plains, MD

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

Willow Run

$400Ks - $600Ks

Willow Run, Winchester, VA

New Construction | 55+ age-restricted | 300 homes

The Villages At Woodholme

$400Ks - $500Ks

The Villages At Woodholme, Baltimore, MD

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

Spring Hill

$500Ks - $800Ks

Spring Hill, Lorton, VA

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

The Enclave at Ellicott H...

$300Ks - $600Ks

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

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

Regency at Ashburn

$800Ks - $900Ks

Regency at Ashburn, Ashburn, VA

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

The Crest of Alexandria

$900Ks

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

Emerald Pointe

$300Ks - $400Ks

Emerald Pointe, Hagerstown, MD

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

Colonial Charles

$400Ks

Colonial Charles, Waldorf, MD

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

River Ridge

$500Ks - $700Ks

River Ridge, Woodbridge, VA

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

Signature Club at Greenvi...

$400Ks - $900Ks

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

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

Eden Brook

$300Ks

Eden Brook, Odenton, MD

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

1 2 3...4

Walden Woods

9843 WILDERNESS LN, LAUREL, MD, 20723, Laurel, MD 20723

$700,000

3 beds

4 baths

2,600 sq ft

9843 WILDERNESS LN, LAUREL, MD, 20723

Community: Walden Woods

Leisure World® of Maryland

3415 ISLAND CREEK CT # 131-A, SILVER SPR..., Silver Spring, MD 20906

$585,000

3 beds

2 baths

1,550 sq ft

Condo

3415 ISLAND CREEK CT # 131-A, SILVER SPR...

Community: Leisure World® of Maryland

Cedar Ridge at Piney Orchard

8621 FLUTTERING LEAF TRL 305, ODENTON, M..., Odenton, MD 21113

$377,000

2 beds

2 baths

1,500 sq ft

Condo

8621 FLUTTERING LEAF TRL 305, ODENTON, M...

Community: Cedar Ridge at Piney Orchard

Cedar Ridge at Piney Orchard

8608 WANDERING FOX TRL 303, ODENTON, MD,..., Odenton, MD 21113

$400,000

2 beds

2 baths

1,700 sq ft

Condo

8608 WANDERING FOX TRL 303, ODENTON, MD,...

Community: Cedar Ridge at Piney Orchard

Leisure World® of Maryland

15107 INTERLACHEN DR 2-822, SILVER SPRIN..., Silver Spring, MD 20906

$249,999

2 beds

2 baths

1,120 sq ft

Condo

15107 INTERLACHEN DR 2-822, 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

15101 INTERLACHEN DR 1-102, SILVER SPRIN..., Silver Spring, MD 20906

$180,000

1 beds

1 baths

860 sq ft

Condo

15101 INTERLACHEN DR 1-102, SILVER SPRIN...

Community: Leisure World® of Maryland

Cameron Grove

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

$314,900

2 beds

2 baths

1,116 sq ft

Condo

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

Community: Cameron Grove

Leisure World® of Maryland

3630 GLENEAGLES DR 8-1D, SILVER SPRING, ..., Silver Spring, MD 20906

$96,700

1 beds

1 baths

635 sq ft

Condo

3630 GLENEAGLES DR 8-1D, SILVER SPRING, ...

Community: Leisure World® of Maryland

Cameron Grove

13216 FOX BOW DR 202, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$325,000

2 beds

2 baths

1,394 sq ft

Condo

13216 FOX BOW DR 202, UPPER MARLBORO, MD...

Community: Cameron Grove

Castlefield

2748 VISTAS DR # 11, MANCHESTER, MD, 211..., Manchester, MD 21102

$495,000

3 beds

3 baths

2,750 sq ft

Condo

2748 VISTAS DR # 11, MANCHESTER, MD, 211...

Community: Castlefield

Leisure World® of Maryland

3005 S LEISURE WORLD BLVD 306, SILVER SP..., Silver Spring, MD 20906

$269,900

2 beds

2 baths

1,035 sq ft

3005 S LEISURE WORLD BLVD 306, SILVER SP...

Community: Leisure World® of Maryland

Signature Club at Greenview

5816 DREXAL AVE, NEW MARKET, MD, 21774, New Market, MD 21774

$925,000

5 beds

4 baths

4,926 sq ft

5816 DREXAL AVE, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

Leisure World® of Maryland

3314 CHISWICK CT 62-1G, SILVER SPRING, M..., Silver Spring, MD 20906

$92,000

1 beds

1 baths

635 sq ft

Condo

3314 CHISWICK CT 62-1G, SILVER SPRING, M...

Community: Leisure World® of Maryland

Carroll Vista

8 HAYRIDE LN # 222, TANEYTOWN, MD, 21787, Taneytown, MD 21787

$479,900

3 beds

3 baths

2,792 sq ft

Condo

8 HAYRIDE LN # 222, TANEYTOWN, MD, 21787

Community: Carroll Vista

Leisure World® of Maryland

3310 N LEISURE WORLD BLVD 325, SILVER SP..., Silver Spring, MD 20906

$219,000

2 beds

2 baths

1,115 sq ft

Condo

3310 N LEISURE WORLD BLVD 325, SILVER SP...

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

15101 GLADE DR 10-3D, SILVER SPRING, MD,..., Silver Spring, MD 20906

$225,000

2 beds

2 baths

1,273 sq ft

Condo

15101 GLADE DR 10-3D, SILVER SPRING, MD,...

Community: Leisure World® of Maryland

Emerald Pointe

13366 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$434,900

2 beds

2 baths

2,826 sq ft

13366 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Leisure World® of Maryland

3220 LUDHAM DR # 196A, SILVER SPRING, MD..., Silver Spring, MD 20906

$399,900

3 beds

2 baths

1,193 sq ft

Condo

3220 LUDHAM DR # 196A, SILVER SPRING, MD...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3416 ISLAND CREEK CT 127-C, SILVER SPRIN..., Silver Spring, MD 20906

$569,000

2 beds

2 baths

1,550 sq ft

Condo

3416 ISLAND CREEK CT 127-C, SILVER SPRIN...

Community: Leisure World® of Maryland

Heritage at St. Charles

4930 SHOAL CREEK LN, WHITE PLAINS, MD, 2..., White Plains, MD 20695

$427,500

3 beds

2 baths

2,067 sq ft

4930 SHOAL CREEK LN, WHITE PLAINS, MD, 2...

Community: Heritage at St. Charles

Cameron Grove

1 ROSEBUD CT, UPPER MARLBORO, MD, 20774, Upper Marlboro, MD 20774

$400,000

2 beds

2 baths

1,298 sq ft

1 ROSEBUD CT, UPPER MARLBORO, MD, 20774

Community: Cameron Grove

Courtyards at Waverly Woods East

11120 CHAMBERS CT Q, WOODSTOCK, MD, 2116..., Woodstock, MD 21163

$445,000

2 beds

2 baths

1,614 sq ft

Condo

11120 CHAMBERS CT Q, WOODSTOCK, MD, 2116...

Community: Courtyards at Waverly Woods East

Carroll Vista

102 BUTTERFLY DR # 55, TANEYTOWN, MD, 21..., Taneytown, MD 21787

$374,900

2 beds

2 baths

1,542 sq ft

Condo

102 BUTTERFLY DR # 55, TANEYTOWN, MD, 21...

Community: Carroll Vista

Signature Club at Greenview

10611 VICTORIAN AVE 51, NEW MARKET, MD, ..., New Market, MD 21774

$580,000

3 beds

3 baths

2,200 sq ft

10611 VICTORIAN AVE 51, NEW MARKET, MD, ...

Community: Signature Club at Greenview

Patapsco Overlook

19 CLAY LODGE LN UNIT 104, CATONSVILLE, ..., Catonsville, MD 21228

$459,500

2 beds

2 baths

1,422 sq ft

Condo

19 CLAY LODGE LN UNIT 104, CATONSVILLE, ...

Community: Patapsco Overlook

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

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Crestwood Village

5722 BOX ELDER CT, FREDERICK, MD, 21703, Frederick, MD 21703

$349,000

2 beds

2 baths

1,264 sq ft

5722 BOX ELDER CT, FREDERICK, MD, 21703

Community: Crestwood Village

Cameron Grove

13507 LEESBURG PL, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774

$395,000

2 beds

2 baths

1,469 sq ft

13507 LEESBURG PL, UPPER MARLBORO, MD, 2...

Community: Cameron Grove

Gatherings at Lyndwood

6150 SHADYWOOD RD UNIT 401, ELKRIDGE, MD..., Elkridge, MD 21075

$425,000

2 beds

2 baths

1,500 sq ft

Condo

6150 SHADYWOOD RD UNIT 401, ELKRIDGE, MD...

Community: Gatherings at Lyndwood

Leisure World® of Maryland

15101 INTERLACHEN DR 1-315, SILVER SPRIN..., Silver Spring, MD 20906

$222,000

2 beds

2 baths

1,120 sq ft

Condo

15101 INTERLACHEN DR 1-315, SILVER SPRIN...

Community: Leisure World® of Maryland

Crestwood Village

6905 CHOKEBERRY CT, FREDERICK, MD, 21703, Frederick, MD 21703

$324,900

2 beds

1 baths

1,160 sq ft

6905 CHOKEBERRY CT, FREDERICK, MD, 21703

Community: Crestwood Village

Emerald Pointe

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

$424,900

2 beds

2 baths

2,615 sq ft

13336 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

The Woodlands of Urbana

3207 THORNAPPLE DR, FREDERICK, MD, 21704, Frederick, MD 21704

$609,900

3 beds

3 baths

1,677 sq ft

3207 THORNAPPLE DR, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Gatherings at Forest Glen

8612 WINTERGREEN CT 105, ODENTON, MD, 21..., Odenton, MD 21113

$365,000

2 beds

2 baths

1,500 sq ft

Condo

8612 WINTERGREEN CT 105, ODENTON, MD, 21...

Community: Gatherings at Forest Glen

Nells Acres

1909 LENNOX DR 90, ELDERSBURG, MD, 21784, Eldersburg, MD 21784

$339,900

3 beds

3 baths

1,620 sq ft

Condo

1909 LENNOX DR 90, ELDERSBURG, MD, 21784

Community: Nells Acres

Leisure World® of Maryland

14805 PENNFIELD CIR APT 201, SILVER SPRI..., Silver Spring, MD 20906

$280,000

2 beds

2 baths

1,136 sq ft

Condo

14805 PENNFIELD CIR APT 201, 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

Carroll Vista

180 SADDLETOP DR # 368, TANEYTOWN, MD, 2..., Taneytown, MD 21787

$410,000

3 beds

3 baths

1,697 sq ft

Condo

180 SADDLETOP DR # 368, TANEYTOWN, MD, 2...

Community: Carroll Vista

Leisure World® of Maryland

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

$434,000

3 beds

2 baths

1,193 sq ft

Condo

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

Community: Leisure World® of Maryland

Leisure World® of Maryland

3200 N LEISURE WORLD BLVD APT 514, SILVE..., Silver Spring, MD 20906

$250,000

2 beds

2 baths

1,035 sq ft

Condo

3200 N LEISURE WORLD BLVD APT 514, SILVE...

Community: Leisure World® of Maryland

The Villages At Woodholme

8523 SNOWREATH RD # 8523, BALTIMORE, MD,..., Baltimore, MD 21208

$479,900

3 beds

4 baths

4,423 sq ft

Condo

8523 SNOWREATH RD # 8523, BALTIMORE, MD,...

Community: The Villages At Woodholme

Village Crest

8115 YELLOW PINE DR L, ELLICOTT CITY, MD..., Ellicott City, MD 21043

$385,000

2 beds

2 baths

1,574 sq ft

Condo

8115 YELLOW PINE DR L, ELLICOTT CITY, MD...

Community: Village Crest

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.

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

On average, listings in 55+ community in Middletown stay on the market for around 58 days. The average price of homes for sale in this community is approximately $550,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Village at Foxfield average around $550,000.

Want more information about active adult communities around Middletown?

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440 homes near Middletown

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

133 communities near Middletown

440 homes near Middletown

3 beds

4 baths

2,600 sq ft

3 beds

2 baths

1,550 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,700 sq ft

Condo

2 beds

2 baths

1,120 sq ft

Condo

1 beds

1 baths

860 sq ft

Condo

2 beds

2 baths

1,116 sq ft

Condo

1 beds

1 baths

635 sq ft

Condo

2 beds

2 baths

1,394 sq ft

Condo

3 beds

3 baths

2,750 sq ft

Condo

2 beds

2 baths

1,035 sq ft

5 beds

4 baths

4,926 sq ft

1 beds

1 baths

635 sq ft

Condo

3 beds

3 baths

2,792 sq ft

Condo

2 beds

2 baths

1,115 sq ft

Condo

2 beds

2 baths

1,273 sq ft

Condo

2 beds

2 baths

2,826 sq ft

3 beds

2 baths

1,193 sq ft

Condo

2 beds

2 baths

1,550 sq ft

Condo

3 beds

2 baths

2,067 sq ft

2 beds

2 baths