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

492 homes near Middletown

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The Village at Foxfield

$500Ks - $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 - $1Ms

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 - $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

Penn National

$200Ks - $800Ks

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 - $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 ...

$600Ks - $700Ks

Four Seasons at Historic ..., Dumfries, VA

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

5 rating (1 reviews)

Two Rivers

$500Ks - $800Ks

Two Rivers, Odenton, MD

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

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 - $600Ks

Central Parke at Victoria..., Laurel, MD

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

The Woodlands of Urbana

$600Ks - $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 - $300Ks

Crestwood Village, Frederick, MD

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

Traditions of America at ...

$500Ks - $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 - $600Ks

Dunbarton, Bristow, VA

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

The Courtyards at Waverly...

$300Ks - $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

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

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

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 - $400Ks

Heritage at St. Charles, White Plains, MD

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 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 - $400Ks

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

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

Regency at Ashburn

$500Ks - $600Ks

Regency at Ashburn, Ashburn, VA

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

The Crest of Alexandria

$900Ks - $900Ks

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes

Emerald Pointe

$300Ks - $400Ks

Emerald Pointe, Hagerstown, MD

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

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

Questions? Call us: (240) 663-8229

Colonial Charles

$400Ks - $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 - $300Ks

Eden Brook, Odenton, MD

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

Roth's Farm Village

$200Ks - $200Ks

Roth's Farm Village, Spring Grove, PA

New and Resale | 55+ age-restricted | Built 2006 - present | 224 homes

172 SADDLETOP DR # 364, TANEYTOWN, MD, 2...

Community: Carroll Vista

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Questions? Call us: (240) 663-8229

Leisure World® of Maryland

3311 S LEISURE WORLD BLVD 99-3D, SILVER ..., Silver Spring, MD 20906

$100,000

1 beds

1 baths

800 sq ft

Condo

3311 S LEISURE WORLD BLVD 99-3D, SILVER ...

Community: Leisure World® of Maryland

The Woodlands of Urbana

2928 HERB GARDEN DR, FREDERICK, MD, 2170..., Frederick, MD 21704

$725,000

3 beds

4 baths

3,634 sq ft

2928 HERB GARDEN DR, FREDERICK, MD, 2170...

Community: The Woodlands of Urbana

Villas at Cattail Creek

15236 CALLAWAY CT 32, GLENWOOD, MD, 2173..., Glenwood, MD 21738

$647,000

4 beds

4 baths

4,223 sq ft

Condo

15236 CALLAWAY CT 32, GLENWOOD, MD, 2173...

Community: Villas at Cattail Creek

The Courtyards at Waverly Woods

2350 ADAM DAVID WAY, MARRIOTTSVILLE, MD,..., Marriottsville, MD 21104

$670,000

3 beds

3 baths

3,444 sq ft

2350 ADAM DAVID WAY, MARRIOTTSVILLE, MD,...

Community: The Courtyards at Waverly Woods

Cedar Ridge at Piney Orchard

8600 ROAMING RIDGE WAY UNIT 106, ODENTON..., Odenton, MD 21113

$415,000

2 beds

2 baths

1,600 sq ft

Condo

8600 ROAMING RIDGE WAY UNIT 106, ODENTON...

Community: Cedar Ridge at Piney Orchard

Central Parke at Victoria Falls

13106 OLD FIELD TER, LAUREL, MD, 20707, Laurel, MD 20707

$614,900

4 beds

3 baths

3,304 sq ft

13106 OLD FIELD TER, LAUREL, MD, 20707

Community: Central Parke at Victoria Falls

Leisure World® of Maryland

15115 INTERLACHEN DR 3-1020, SILVER SPRI..., Silver Spring, MD 20906

$235,000

2 beds

2 baths

980 sq ft

Condo

15115 INTERLACHEN DR 3-1020, SILVER SPRI...

Community: Leisure World® of Maryland

Leisure World® of Maryland

14801 PENNFIELD CIR 412, SILVER SPRING, ..., Silver Spring, MD 20906

$349,900

2 beds

2 baths

1,361 sq ft

Condo

14801 PENNFIELD CIR 412, SILVER SPRING, ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3458 CHISWICK CT 42-E, SILVER SPRING, MD..., Silver Spring, MD 20906

$220,000

2 beds

3 baths

1,600 sq ft

Condo

3458 CHISWICK CT 42-E, SILVER SPRING, MD...

Community: Leisure World® of Maryland

The Enclave at Ellicott Hills

2540 KENSINGTON GDNS 204, ELLICOTT CITY,..., Ellicott City, MD 21043

$405,000

3 beds

2 baths

1,740 sq ft

Condo

2540 KENSINGTON GDNS 204, ELLICOTT CITY,...

1,289 sq ft

Condo

13216 FOX BOW DR 305, UPPER MARLBORO, MD...

Community: Cameron Grove

The Villages At Woodholme

8330 MEADOWSWEET RD # 8330, PIKESVILLE, ..., Pikesville, MD 21208

$469,000

3 beds

4 baths

4,056 sq ft

Condo

8330 MEADOWSWEET RD # 8330, PIKESVILLE, ...

Community: The Villages At Woodholme

The Enclave at Ellicott Station

2634 QUEENSLAND DR, ELLICOTT CITY, MD, 2..., Ellicott City, MD 21042

$640,000

3 beds

3 baths

2,325 sq ft

2634 QUEENSLAND DR, ELLICOTT CITY, MD, 2...

Community: The Enclave at Ellicott Station

Snowden Overlook

8736 ENDLESS OCEAN WAY 24, COLUMBIA, MD,..., Columbia, MD 21045

$699,000

3 beds

4 baths

3,480 sq ft

Condo

8736 ENDLESS OCEAN WAY 24, COLUMBIA, MD,...

Community: Snowden Overlook

Leisure World® of Maryland

2900 N LEISURE WORLD BLVD APT 312, SILVE..., Silver Spring, MD 20906

$175,000

1 beds

1 baths

896 sq ft

Condo

2900 N LEISURE WORLD BLVD APT 312, SILVE...

Community: Leisure World® of Maryland

Two Rivers

3148 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113

$739,900

3 beds

3 baths

2,056 sq ft

3148 SUNNY RIDGE DR, ODENTON, MD, 21113

Community: Two Rivers

Carroll Vista

2 OLYMPIC CT # 418, TANEYTOWN, MD, 21787, Taneytown, MD 21787

$489,900

4 beds

5 baths

3,148 sq ft

Condo

2 OLYMPIC CT # 418, TANEYTOWN, MD, 21787

Community: Carroll Vista

Leisure World® of Maryland

15301 PINE ORCHARD DR 86-3E, SILVER SPRI..., Silver Spring, MD 20906

$289,999

3 beds

2 baths

1,340 sq ft

Condo

15301 PINE ORCHARD DR 86-3E, 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

Leisure World® of Maryland

15030 WESTHOLM CT # 268-C, SILVER SPRING..., Silver Spring, MD 20906

$299,000

3 beds

2 baths

1,194 sq ft

Condo

15030 WESTHOLM CT # 268-C, SILVER SPRING...

Community: Leisure World® of Maryland

Emerald Pointe

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

$429,000

2 beds

3 baths

2,739 sq ft

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

Community: Emerald Pointe

Colonial Charles

3141 LADY BANKS LN, WALDORF, MD, 20603, Waldorf, MD 20603

$450,000

3 beds

3 baths

2,400 sq ft

3141 LADY BANKS LN, WALDORF, MD, 20603

Community: Colonial Charles

Gatherings at Lyndwood

7315 BROOKVIEW RD 302, ELKRIDGE, MD, 210..., Elkridge, MD 21075

$465,000

2 beds

2 baths

1,900 sq ft

Condo

7315 BROOKVIEW RD 302, ELKRIDGE, MD, 210...

Community: Gatherings at Lyndwood

Carroll Vista

101 BUTTERFLY DR # 106, TANEYTOWN, MD, 2..., Taneytown, MD 21787

$382,900

2 beds

2 baths

1,410 sq ft

Condo

101 BUTTERFLY DR # 106, TANEYTOWN, MD, 2...

Community: Carroll Vista

Central Parke at Victoria Falls

13851 BELLE CHASSE BLVD UNIT 213, LAUREL..., Laurel, MD 20707

$410,000

2 beds

2 baths

1,703 sq ft

Condo

13851 BELLE CHASSE BLVD UNIT 213, LAUREL...

Community: Central Parke at Victoria Falls

Signature Club at Greenview

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

$950,000

5 beds

4 baths

4,926 sq ft

5816 DREXAL AVE, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

Liberty Place

42 LIBERTY RD D, SYKESVILLE, MD, 21784, Sykesville, MD 21784

$349,997

2 beds

2 baths

1,554 sq ft

Condo

42 LIBERTY RD D, SYKESVILLE, MD, 21784

Community: Liberty Place

Leisure World® of Maryland

15015 HASLEMERE CT, SILVER SPRING, MD, 2..., Silver Spring, MD 20906

$380,000

3 beds

2 baths

1,194 sq ft

Condo

15015 HASLEMERE CT, SILVER SPRING, MD, 2...

Community: Leisure World® of Maryland

Ellicott's Retreat

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

$1,299,000

6 beds

7 baths

4,241 sq ft

8580 SUNELL LN, ELLICOTT CITY, MD, 21043

Community: Ellicott's Retreat

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

Questions? Call us: (240) 663-8229

The Reserve at New Windsor

2910 UNION SQUARE RD # 34, NEW WINDSOR, ..., New Windsor, MD 21776

$420,000

3 beds

3 baths

2,164 sq ft

2910 UNION SQUARE RD # 34, NEW WINDSOR, ...

Community: The Reserve at New Windsor

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

Gatherings at Lyndwood

7315 MAPLECREST RD 405, ELKRIDGE, MD, 21..., Elkridge, MD 21075

$419,900

2 beds

2 baths

1,500 sq ft

Condo

7315 MAPLECREST RD 405, ELKRIDGE, MD, 21...

Community: Gatherings at Lyndwood

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-1015, SILVER..., Silver Spring, MD 20906

$205,000

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-1015, SILVER...

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

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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.

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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492 homes near Middletown

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

131 communities near Middletown

492 homes near Middletown

3 beds

2 baths

1,193 sq ft

Condo

3 beds

2 baths

1,740 sq ft

Condo

2 beds

3 baths

1,600 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

1 beds

2 baths

1,419 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

3 beds

4 baths

3,634 sq ft

4 beds

4 baths

4,223 sq ft

Condo

3 beds

3 baths

3,444 sq ft

2 beds

2 baths

1,600 sq ft

Condo

4 beds

3 baths

3,304 sq ft

2 beds

2 baths

980 sq ft

Condo

2 beds

2 baths

1,361 sq ft

Condo

2 beds

3 baths

1,600 sq ft

Condo

3 beds

2 baths

1,740 sq ft

Condo

2 beds

2 baths

1,834 sq ft

2 beds

2 baths

2,615 sq ft

2 beds

2 baths

1,289 sq ft

Condo

3 beds

4 baths

4,056 sq ft

Condo

3 beds

3 baths

2,325 sq ft

3 beds

4 baths

3,480 sq ft