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

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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...

$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

Two Rivers

3029 WOODCHUCK WAY, ODENTON, MD, 21113, Odenton, MD 21113

$715,000

2 beds

3 baths

2,158 sq ft

3029 WOODCHUCK WAY, ODENTON, MD, 21113

Community: Two Rivers

Gatherings at Forest Glen

8612 WINTERGREEN CT UNIT 201, ODENTON, M..., Odenton, MD 21113

$385,000

2 beds

2 baths

1,500 sq ft

Condo

8612 WINTERGREEN CT UNIT 201, ODENTON, M...

Community: Gatherings at Forest Glen

Leisure World® of Maryland

3400 GLENEAGLES DR 73-3E, SILVER SPRING,..., Silver Spring, MD 20906

$99,999

1 beds

1 baths

800 sq ft

Condo

3400 GLENEAGLES DR 73-3E, SILVER SPRING,...

Community: Leisure World® of Maryland

Leisure World® of Maryland

14801 PENNFIELD CIR APT 308, SILVER SPRI..., Silver Spring, MD 20906

$210,000

1 beds

2 baths

945 sq ft

Condo

14801 PENNFIELD CIR APT 308, SILVER SPRI...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3630 GLENEAGLES DR 8-2C, SILVER SPRING, ..., Silver Spring, MD 20906

$140,000

2 beds

1 baths

1,035 sq ft

Condo

3630 GLENEAGLES DR 8-2C, SILVER SPRING, ...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

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

Winifred Manor

2001 RUDY SERRA DR UNIT 1D, ELDERSBURG, ..., Eldersburg, MD 21784

$239,900

2 beds

2 baths

Condo

2001 RUDY SERRA DR UNIT 1D, ELDERSBURG, ...

Community: Winifred Manor

The Villages At Woodholme

8522 MOUNTAINHOLLY DR # 8522, PIKESVILLE..., Pikesville, MD 21208

$499,900

3 beds

4 baths

3,811 sq ft

Condo

8522 MOUNTAINHOLLY DR # 8522, PIKESVILLE...

Community: The Villages At Woodholme

The Woodlands of Urbana

3050 IVY MEADOW DR, FREDERICK, MD, 21704, Frederick, MD 21704

$925,000

2 beds

3 baths

2,826 sq ft

3050 IVY MEADOW DR, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Eden Brook

1009 SAMANTHA LN APT 302, ODENTON, MD, 2..., Odenton, MD 21113

$370,000

2 beds

2 baths

1,612 sq ft

Condo

1009 SAMANTHA LN APT 302, ODENTON, MD, 2...

Community: Eden Brook

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

Leisure World® of Maryland

3210 N LEISURE WORLD BLVD APT 815, SILVE..., Silver Spring, MD 20906

$190,000

1 beds

2 baths

910 sq ft

3210 N LEISURE WORLD BLVD APT 815, SILVE...

Community: Leisure World® of Maryland

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

Crestwood Village

5734 BOX ELDER CT, FREDERICK, MD, 21703, Frederick, MD 21703

$365,000

2 beds

2 baths

1,264 sq ft

5734 BOX ELDER CT, FREDERICK, MD, 21703

Community: Crestwood Village

Gatherings at Forest Glen

8611 WINTERGREEN CT UNIT 406, ODENTON, M..., Odenton, MD 21113

$415,000

2 beds

2 baths

1,600 sq ft

Condo

8611 WINTERGREEN CT UNIT 406, ODENTON, M...

Community: Gatherings at Forest Glen

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

15316 PINE ORCHARD DR 82-1H, SILVER SPRI..., Silver Spring, MD 20906

$199,900

2 beds

2 baths

1,043 sq ft

Condo

15316 PINE ORCHARD DR 82-1H, SILVER SPRI...

Community: Leisure World® of Maryland

Emerald Pointe

13430 MARQUISE DR # 80, HAGERSTOWN, MD, ..., Hagerstown, MD 21742

$499,900

2 beds

3 baths

2,739 sq ft

13430 MARQUISE DR # 80, HAGERSTOWN, MD, ...

Community: Emerald Pointe

Central Parke at Victoria Falls

13501 BELLE CHASSE BLVD 113, LAUREL, MD,..., Laurel, MD 20707

$399,900

2 beds

2 baths

1,688 sq ft

Condo

13501 BELLE CHASSE BLVD 113, LAUREL, MD,...

Community: Central Parke at Victoria Falls

The Villages At Woodholme

4105 WINTERHAZEL RD # 4105, PIKESVILLE, ..., Pikesville, MD 21208

$459,900

3 beds

4 baths

4,213 sq ft

4105 WINTERHAZEL RD # 4105, PIKESVILLE, ...

Community: The Villages At Woodholme

Emerald Pointe

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$395,000

2 beds

2 baths

2,574 sq ft

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Central Parke at Victoria Falls

13501 BELLE CHASSE BLVD UNIT 314, LAUREL..., Laurel, MD 20707

$435,000

2 beds

2 baths

1,875 sq ft

Condo

13501 BELLE CHASSE BLVD UNIT 314, LAUREL...

Community: Central Parke at Victoria Falls

Ellicott's Retreat

8580 SUNELL LN, ELLICOTT CITY, MD, 21043, Ellicott City, MD 21043

$1,350,000

6 beds

7 baths

4,241 sq ft

8580 SUNELL LN, ELLICOTT CITY, MD, 21043

Community: Ellicott's Retreat

Cortland Park

2069 SPRING WOOD LN, MECHANICSBURG, PA, ..., Mechanicsburg, PA 17055

$509,900

2 beds

2 baths

1,714 sq ft

2069 SPRING WOOD LN, MECHANICSBURG, PA, ...

Community: Cortland Park

Country Manor

18 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$198,500

3 beds

2 baths

1,424 sq ft

18 LANTERN LN, SHIPPENSBURG, PA, 17257

Community: Country Manor

Country Manor

102 COLONIAL CT, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$229,000

2 beds

2 baths

1,490 sq ft

102 COLONIAL CT, SHIPPENSBURG, PA, 17257

Community: Country Manor

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

Questions? Call us: (240) 663-8229

New Country Manor

22 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$175,000

2 beds

2 baths

1,421 sq ft

22 LANTERN LN, SHIPPENSBURG, PA, 17257

Community: Country Manor

Amblebrook

419 QUIET CREEK DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$799,000

3 beds

4 baths

3,373 sq ft

419 QUIET CREEK DR, GETTYSBURG, PA, 1732...

Community: Amblebrook

Penn National

6357 9TH VW, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222

$339,900

3 beds

2 baths

1,958 sq ft

Condo

6357 9TH VW, FAYETTEVILLE, PA, 17222

Community: Penn National

New Country Manor

38 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$205,000

2 beds

2 baths

1,441 sq ft

38 LANTERN LN, SHIPPENSBURG, PA, 17257

Community: Country Manor

Amblebrook

45 ROCKY GREEN LN, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$410,000

4 beds

3 baths

2,514 sq ft

45 ROCKY GREEN LN, GETTYSBURG, PA, 17325

Community: Amblebrook

New Amblebrook

118 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325

$359,990

3 beds

3 baths

1,915 sq ft

118 GRAND OVERLOOK DR, GETTYSBURG, PA, 1...

Community: Amblebrook

Amblebrook

316 QUIET CREEK DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$675,000

3 beds

3 baths

2,808 sq ft

316 QUIET CREEK DR, GETTYSBURG, PA, 1732...

Community: Amblebrook

New Penn National

6396 SAUCON VALLEY DR, FAYETTEVILLE, PA,..., Fayetteville, PA 17222

$899,000

5 beds

3 baths

4,205 sq ft

6396 SAUCON VALLEY DR, FAYETTEVILLE, PA,...

Community: Penn National

Amblebrook

282 RUSTIC WOOD DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$400,000

3 beds

2 baths

1,790 sq ft

282 RUSTIC WOOD DR, GETTYSBURG, PA, 1732...

Community: Amblebrook

Penn National

6135 MERION DR, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222

$559,900

5 beds

4 baths

4,494 sq ft

6135 MERION DR, FAYETTEVILLE, PA, 17222

Community: Penn National

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

Questions? Call us: (240) 663-8229

Roth's Farm Village

1338 CHAMI DR # 196, SPRING GROVE, PA, 1..., Spring Grove, PA 17362

$266,000

2 beds

2 baths

1,494 sq ft

1338 CHAMI DR # 196, SPRING GROVE, PA, 1...

Community: Roth's Farm Village

Traditions of America at Silver Spring

53 PRESIDENTS DR, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050

$495,000

3 beds

3 baths

2,043 sq ft

Condo

53 PRESIDENTS DR, MECHANICSBURG, PA, 170...

Community: Traditions of America at Silver Spring

Traditions of America at Silver Spring

323 VALOR DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050

$514,900

3 beds

3 baths

2,763 sq ft

Condo

323 VALOR DR, MECHANICSBURG, PA, 17050

Community: Traditions of America at Silver Spring

Traditions of America at Silver Spring

39 PRESIDENTS DR, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050

$549,900

3 beds

3 baths

3,019 sq ft

Condo

39 PRESIDENTS DR, MECHANICSBURG, PA, 170...

Community: Traditions of America at Silver Spring

New Carmella

107 BLUEBELL DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050

$459,995

3 beds

3 baths

2,298 sq ft

107 BLUEBELL DR, MECHANICSBURG, PA, 1705...

Community: Carmella

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

2 beds

3 baths

2,158 sq ft

2 beds

2 baths

1,500 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

1 beds

2 baths

945 sq ft

Condo

2 beds

1 baths

1,035 sq ft

Condo

2 beds

2 baths

1,673 sq ft

Condo

2 beds

2 baths

Condo

3 beds

4 baths

3,811 sq ft

Condo

2 beds

3 baths

2,826 sq ft

2 beds

2 baths

1,612 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

1 beds

2 baths

910 sq ft

4 beds

4 baths

4,619 sq ft

2 beds

2 baths

1,264 sq ft

2 beds

2 baths

1,600 sq ft

Condo

2 beds

2 baths

1,043 sq ft

Condo

2 beds

3 baths

2,739 sq ft

2 beds

2 baths

1,688 sq ft

Condo

3 beds

4 baths

4,213 sq ft

2 beds

2 baths

2,574 sq ft

2 beds

2 baths

1,875 sq ft

Condo

6 beds

7 baths