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

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

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

Cameron Grove

$299,900

2 beds

2 baths

1,227 sq ft

Condo

2 CAMERON GROVE BLVD 109, UPPER MARLBORO...

Community: Cameron Grove

Cameron Grove

13216 FOX BOW DR 305, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$326,000

2 beds

2 baths

1,289 sq ft

Condo

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

Community: Cameron Grove

Leisure World® of Maryland

15101 INTERLACHEN DR 1-326, SILVER SPRIN..., Silver Spring, MD 20906

$235,000

2 beds

2 baths

1,210 sq ft

Condo

15101 INTERLACHEN DR 1-326, SILVER SPRIN...

Community: Leisure World® of Maryland

Hawthorne Greene

9 GRAMBY CT, LA PLATA, MD, 20646, La Plata, MD 20646

$499,000

2 beds

2 baths

1,983 sq ft

9 GRAMBY CT, LA PLATA, MD, 20646

Community: Hawthorne Greene

Leisure World® of Maryland

15121 GLADE DR 13-2F, SILVER SPRING, MD,..., Silver Spring, MD 20906

$179,900

1 beds

2 baths

946 sq ft

Condo

15121 GLADE DR 13-2F, SILVER SPRING, MD,...

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

172 SADDLETOP DR # 364, TANEYTOWN, MD, 2..., Taneytown, MD 21787

$329,900

1 beds

2 baths

1,419 sq ft

Condo

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

Community: Carroll Vista

Ellicott Meadows

11940 HAMPSTEAD GRN 73, ELLICOTT CITY, M..., Ellicott City, MD 21042

$849,000

4 beds

4 baths

4,171 sq ft

Condo

11940 HAMPSTEAD GRN 73, ELLICOTT CITY, M...

Community: Ellicott Meadows

Carroll's Creek

1405 WIGEON WAY UNIT 206, GAMBRILLS, MD,..., Gambrills, MD 21054

$389,900

2 beds

2 baths

1,498 sq ft

Condo

1405 WIGEON WAY UNIT 206, GAMBRILLS, MD,...

Community: Carroll's Creek

Eden Brook

2605 CLARION CT APT 303, ODENTON, MD, 21..., Odenton, MD 21113

$370,000

2 beds

2 baths

1,611 sq ft

Condo

2605 CLARION CT APT 303, ODENTON, MD, 21...

Community: Eden Brook

Leisure World® of Maryland

3110 ADDERLEY CT # 245-A, SILVER SPRING,..., Silver Spring, MD 20906

$285,000

2 beds

2 baths

998 sq ft

Condo

3110 ADDERLEY CT # 245-A, SILVER SPRING,...

Community: Leisure World® of Maryland

Snowden Overlook

8656 VAST ROSE DR 23, COLUMBIA, MD, 2104..., Columbia, MD 21045

$775,000

4 beds

5 baths

3,719 sq ft

Condo

8656 VAST ROSE DR 23, COLUMBIA, MD, 2104...

Community: Snowden Overlook

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

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

Leisure World® of Maryland

15032 WESTHOLM CT # 268-D, SILVER SPRING..., Silver Spring, MD 20906

$367,000

3 beds

2 baths

1,194 sq ft

Condo

15032 WESTHOLM CT # 268-D, SILVER SPRING...

Community: Leisure World® of Maryland

Courtyards at Waverly Woods East

11100 CHAMBERS CT F, WOODSTOCK, MD, 2116..., Woodstock, MD 21163

$395,000

2 beds

2 baths

1,610 sq ft

Condo

11100 CHAMBERS CT F, WOODSTOCK, MD, 2116...

Community: Courtyards at Waverly Woods East

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

Questions? Call us: (240) 663-8229

Cameron Grove

12900 FOX BOW DR 206, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$304,000

2 beds

2 baths

1,270 sq ft

Condo

12900 FOX BOW DR 206, UPPER MARLBORO, MD...

Community: Cameron Grove

Leisure World® of Maryland

2921 N LEISURE WORLD BLVD 1-226, SILVER ..., Silver Spring, MD 20906

$160,000

1 beds

2 baths

803 sq ft

Condo

2921 N LEISURE WORLD BLVD 1-226, SILVER ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15107 INTERLACHEN DR 2-119, SILVER SPRIN..., Silver Spring, MD 20906

$235,000

2 beds

2 baths

950 sq ft

Condo

15107 INTERLACHEN DR 2-119, SILVER SPRIN...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3200 N LEISURE WORLD BLVD APT 314, SILVE..., Silver Spring, MD 20906

$245,000

2 beds

2 baths

1,035 sq ft

Condo

3200 N LEISURE WORLD BLVD APT 314, SILVE...

Community: Leisure World® of Maryland

The Enclave at Ellicott Hills

2540 KENSINGTON GDNS UNIT 303, ELLICOTT ..., Ellicott City, MD 21043

$390,000

2 beds

2 baths

1,640 sq ft

Condo

2540 KENSINGTON GDNS UNIT 303, ELLICOTT ...

Community: The Enclave at Ellicott Hills

Leisure World® of Maryland

15300 BEAVERBROOK CT 88-2E, SILVER SPRIN..., Silver Spring, MD 20906

$284,000

3 beds

2 baths

1,340 sq ft

Condo

15300 BEAVERBROOK CT 88-2E, SILVER SPRIN...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3320 CHISWICK CT 61-2B, SILVER SPRING, M..., Silver Spring, MD 20906

$149,000

2 beds

1 baths

1,035 sq ft

Condo

3320 CHISWICK CT 61-2B, SILVER SPRING, M...

Community: Leisure World® of Maryland

Bethany Glen

9792 BLUE IVY WAY, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21042

$749,990

3 beds

3 baths

2,296 sq ft

9792 BLUE IVY WAY, ELLICOTT CITY, MD, 21...

Community: Bethany Glen

Leisure World® of Maryland

15524 PRINCE FREDERICK WAY # 118-A, SILV..., Silver Spring, MD 20906

$459,000

2 beds

2 baths

1,410 sq ft

Condo

15524 PRINCE FREDERICK WAY # 118-A, SILV...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15101 INTERLACHEN DR 1-807, SILVER SPRIN..., Silver Spring, MD 20906

$226,000

2 beds

2 baths

990 sq ft

Condo

15101 INTERLACHEN DR 1-807, 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

3005 S LEISURE WORLD BLVD APT 702, SILVE..., Silver Spring, MD 20906

$289,900

2 beds

2 baths

1,093 sq ft

Condo

3005 S LEISURE WORLD BLVD APT 702, SILVE...

Community: Leisure World® of Maryland

Two Rivers

1219 BEAVER TREE DR, ODENTON, MD, 21113, Odenton, MD 21113

$549,900

2 beds

3 baths

1,410 sq ft

1219 BEAVER TREE DR, ODENTON, MD, 21113

Community: Two Rivers

Carroll Vista

405 CLUBSIDE DR # 303, TANEYTOWN, MD, 21..., Taneytown, MD 21787

$375,900

3 beds

3 baths

1,697 sq ft

Condo

405 CLUBSIDE DR # 303, TANEYTOWN, MD, 21...

Community: Carroll Vista

Leisure World® of Maryland

15115 INTERLACHEN DR 3-815, SILVER SPRIN..., Silver Spring, MD 20906

$210,000

2 beds

2 baths

1,115 sq ft

Condo

15115 INTERLACHEN DR 3-815, SILVER SPRIN...

Community: Leisure World® of Maryland

The Villages At Woodholme

8500 BRIDALWREATH WAY, PIKESVILLE, MD, 2..., Pikesville, MD 21208

$485,000

4 beds

4 baths

3,594 sq ft

Condo

8500 BRIDALWREATH WAY, PIKESVILLE, MD, 2...

Community: The Villages At Woodholme

Snowden Overlook

8820 SHINING OCEANS WAY 410, COLUMBIA, M..., Columbia, MD 21045

$499,000

2 beds

2 baths

1,787 sq ft

Condo

8820 SHINING OCEANS WAY 410, COLUMBIA, M...

Community: Snowden Overlook

Leisure World® of Maryland

2904 N LEISURE WORLD BLVD 501, SILVER SP..., Silver Spring, MD 20906

$289,000

2 beds

2 baths

1,111 sq ft

Condo

2904 N LEISURE WORLD BLVD 501, SILVER SP...

Community: Leisure World® of Maryland

The Enclave at Ellicott Hills

2530 KENSINGTON GDNS UNIT 406, ELLICOTT ..., Ellicott City, MD 21043

$415,000

3 beds

2 baths

1,750 sq ft

Condo

2530 KENSINGTON GDNS UNIT 406, ELLICOTT ...

Community: The Enclave at Ellicott Hills

Leisure World® of Maryland

15100 INTERLACHEN DR # 4-908, SILVER SPR..., Silver Spring, MD 20906

$199,000

2 beds

2 baths

1,115 sq ft

Condo

15100 INTERLACHEN DR # 4-908, SILVER SPR...

Community: Leisure World® of Maryland

Gatherings at Lyndwood

7315 BROOKVIEW RD UNIT 407, ELKRIDGE, MD..., Elkridge, MD 21075

$450,000

3 beds

2 baths

1,900 sq ft

Condo

7315 BROOKVIEW RD UNIT 407, ELKRIDGE, MD...

Community: Gatherings at Lyndwood

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

Questions? Call us: (240) 663-8229

Snowden Overlook

8879 WARM GRANITE DR # 27, COLUMBIA, MD,..., Columbia, MD 21045

$650,000

4 beds

5 baths

4,196 sq ft

Condo

8879 WARM GRANITE DR # 27, COLUMBIA, MD,...

Community: Snowden Overlook

Hawthorne Greene

6 GRAMBY CT, LA PLATA, MD, 20646, La Plata, MD 20646

$425,000

2 beds

2 baths

1,549 sq ft

6 GRAMBY CT, LA PLATA, MD, 20646

Community: Hawthorne Greene

Winifred Manor

2010 RUDY SERRA DR C, SYKESVILLE, MD, 21..., Sykesville, MD 21784

$275,000

2 beds

2 baths

1,080 sq ft

Condo

2010 RUDY SERRA DR C, SYKESVILLE, MD, 21...

Community: Winifred Manor

The Villages At Woodholme

8325 MEADOWSWEET RD # 8325, BALTIMORE, M..., Baltimore, MD 21208

$500,000

3 beds

3 baths

3,144 sq ft

Condo

8325 MEADOWSWEET RD # 8325, BALTIMORE, M...

Community: The Villages At Woodholme

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

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

2 beds

2 baths

1,227 sq ft

Condo

2 beds

2 baths

1,289 sq ft

Condo

2 beds

2 baths

1,210 sq ft

Condo

2 beds

2 baths

1,983 sq ft

1 beds

2 baths

946 sq ft

Condo

1 beds

2 baths

1,419 sq ft

Condo

4 beds

4 baths

4,171 sq ft

Condo

2 beds

2 baths

1,498 sq ft

Condo

2 beds

2 baths

1,611 sq ft

Condo

2 beds

2 baths

998 sq ft

Condo

4 beds

5 baths

3,719 sq ft

Condo

3 beds

4 baths

3,480 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

3 beds

2 baths

1,194 sq ft

Condo

2 beds

2 baths

1,610 sq ft

Condo

2 beds

2 baths

1,270 sq ft

Condo

1 beds

2 baths

803 sq ft

Condo

2 beds

2 baths

950 sq ft

Condo

2 beds

2 baths

1,035 sq ft

Condo

2 beds

2 baths