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

438 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 - $1Ms

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

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...

$300Ks - $600Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

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

No reviews yet

Penn National

$200Ks - $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 - $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 ...

$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 - $900Ks

Two Rivers, Odenton, MD

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

No reviews yet

Cameron Grove

$300Ks - $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 - $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 - $900Ks

The Woodlands of Urbana, Urbana, MD

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

5 rating (1 reviews)

Crestwood Village

$200Ks - $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...

$400Ks - $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

No reviews yet

Cedar Ridge at Piney Orch...

$300Ks - $300Ks

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

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

No reviews yet

Village Crest

$300Ks - $600Ks

Village Crest, Ellicott City, MD

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

No reviews yet

Courtyards at Waverly Woo...

$600Ks - $700Ks

Courtyards at Waverly Woo..., Woodstock, MD

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

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 - $400Ks

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 - $500Ks

The Villages At Woodholme, Baltimore, MD

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

No reviews yet

Spring Hill

$800Ks - $800Ks

Spring Hill, Lorton, VA

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

No reviews yet

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

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

The Crest of Alexandria

$600Ks - $900Ks

The Crest of Alexandria, Alexandria, VA

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

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...

$400Ks - $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

No reviews yet

The Retreat at Poland Hil...

$700Ks - $900Ks

The Retreat at Poland Hil..., Chantilly, VA

Resale Only | 55+ age-restricted | Built 2020 - 2022 | 219 homes

1 2 3 4

The Woodlands of Urbana

3315 FIREFLY LN UNIT 203, FREDERICK, MD,..., Frederick, MD 21704

$453,000

2 beds

2 baths

Condo

3315 FIREFLY LN UNIT 203, FREDERICK, MD,...

Community: The Woodlands of Urbana

Courts of Clarksburg

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

$649,999

2 beds

2 baths

1,540 sq ft

21822 BONESET WAY, GERMANTOWN, MD, 20876

Community: Courts of Clarksburg

New Ellicott Meadows

11911 HAMPSTEAD GRN 87, ELLICOTT CITY, M..., Ellicott City, MD 21042

$845,000

3 beds

4 baths

3,894 sq ft

Condo

11911 HAMPSTEAD GRN 87, ELLICOTT CITY, M...

Community: Ellicott Meadows

The Woodlands of Urbana

2954 CARAWAY DR, FREDERICK, MD, 21704, Frederick, MD 21704

3 beds

3 baths

4,089 sq ft

3703 CATTAIL GREENS CT, GLENWOOD, MD, 21...

Community: Villas at Cattail Creek

The Reserve at New Windsor

2820 UNION SQUARE RD # 5, NEW WINDSOR, M..., New Windsor, MD 21776

$469,800

3 beds

4 baths

2,236 sq ft

Condo

2820 UNION SQUARE RD # 5, NEW WINDSOR, M...

Community: The Reserve at New Windsor

Two Rivers

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

$725,000

3 beds

3 baths

2,158 sq ft

3029 WOODCHUCK WAY, ODENTON, MD, 21113

Community: Two Rivers

The Villages At Woodholme

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

$525,000

3 beds

3 baths

3,144 sq ft

Condo

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

Community: The Villages At Woodholme

Central Parke at Victoria Falls

13401 BELLE CHASSE BLVD 411, LAUREL, MD,..., Laurel, MD 20707

$410,000

2 beds

2 baths

1,673 sq ft

Condo

13401 BELLE CHASSE BLVD 411, LAUREL, MD,...

Community: Central Parke at Victoria Falls

Central Parke at Victoria Falls

13145 WINDING TRAIL RD, LAUREL, MD, 2070..., Laurel, MD 20707

$630,000

4 beds

3 baths

3,199 sq ft

13145 WINDING TRAIL RD, LAUREL, MD, 2070...

Community: Central Parke at Victoria Falls

Leisure World® of Maryland

15101 INTERLACHEN DR 1-724, SILVER SPRIN..., Silver Spring, MD 20906

$249,000

2 beds

2 baths

1,210 sq ft

Condo

15101 INTERLACHEN DR 1-724, SILVER SPRIN...

Community: Leisure World® of Maryland

Heritage at St. Charles

11289 SOUTHERN HILLS CT, WHITE PLAINS, M..., White Plains, MD 20695

$484,900

3 beds

3 baths

2,448 sq ft

11289 SOUTHERN HILLS CT, WHITE PLAINS, M...

Community: Heritage at St. Charles

Cedar Ridge at Piney Orchard

8610 FLUTTERING LEAF TRL 201, ODENTON, M..., Odenton, MD 21113

$375,000

2 beds

2 baths

1,500 sq ft

Condo

8610 FLUTTERING LEAF TRL 201, ODENTON, M...

Community: Cedar Ridge at Piney Orchard

New Greenvale Mews

182 GREENVALE MEWS DR # 13, WESTMINSTER,..., Westminster, MD 21157

$509,000

3 beds

4 baths

2,416 sq ft

Condo

182 GREENVALE MEWS DR # 13, WESTMINSTER,...

Community: Greenvale Mews

New Leisure World® of Maryland

3360 GLENEAGLES DR 71-1B, SILVER SPRING,..., Silver Spring, MD 20906

$150,000

2 beds

1 baths

1,200 sq ft

Condo

3360 GLENEAGLES DR 71-1B, SILVER SPRING,...

Community: Leisure World® of Maryland

New 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

13348 DIAMOND POINTE DR # V228, HAGERSTO..., Hagerstown, MD 21742

$484,900

2 baths

1,581 sq ft

7050 CATALPA RD, FREDERICK, MD, 21703

Community: Crestwood Village

New Colonial Charles

3135 FLOATING LEAF LN, WALDORF, MD, 2060..., Waldorf, MD 20603

3 beds

3 baths

2,098 sq ft

18210 WISTERIA WAY, HAGERSTOWN, MD, 2174...

Community: CobbleStone Estates

New Hawthorne Greene

72 CAMDEN CIR, LA PLATA, MD, 20646, La Plata, MD 20646

$424,500

2 beds

2 baths

1,595 sq ft

72 CAMDEN CIR, LA PLATA, MD, 20646

Community: Hawthorne Greene

Villas at Cattail Creek

15146 PLAYERS WAY 16, GLENWOOD, MD, 2173..., Glenwood, MD 21738

$675,000

3 beds

3 baths

2,947 sq ft

Condo

15146 PLAYERS WAY 16, GLENWOOD, MD, 2173...

Community: Villas at Cattail Creek

Cameron Grove

13220 FOX BOW DR APT 203, UPPER MARLBORO..., Upper Marlboro, MD 20774

$335,000

2 beds

2 baths

1,200 sq ft

Condo

13220 FOX BOW DR APT 203, UPPER MARLBORO...

Community: Cameron Grove

New Courtyards at Waverly Woods East

11086 CHAMBERS CT 113, WOODSTOCK, MD, 21..., Woodstock, MD 21163

$789,900

3 beds

4 baths

3,895 sq ft

Condo

11086 CHAMBERS CT 113, WOODSTOCK, MD, 21...

Community: Courtyards at Waverly Woods East

Leisure World® of Maryland

3500 FOREST EDGE DR 15-2F, SILVER SPRING..., Silver Spring, MD 20906

$194,500

1 beds

2 baths

946 sq ft

3500 FOREST EDGE DR 15-2F, SILVER SPRING...

Community: Leisure World® of Maryland

Two Rivers

3123 MEANDER BND, ODENTON, MD, 21113, Odenton, MD 21113

$850,000

3 beds

4 baths

3,652 sq ft

3123 MEANDER BND, ODENTON, MD, 21113

Community: Two Rivers

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

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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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438 homes near Middletown

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

123 communities near Middletown

438 homes near Middletown

2 beds

2 baths

Condo

2 beds

2 baths

1,540 sq ft

3 beds

4 baths

3,894 sq ft

Condo

2 beds

3 baths

2,952 sq ft

2 beds

2 baths

1,120 sq ft

Condo

2 beds

2 baths

980 sq ft

Condo

3 beds

3 baths

4,089 sq ft

3 beds

4 baths

2,236 sq ft

Condo

3 beds

3 baths

2,158 sq ft

3 beds

3 baths

3,144 sq ft

Condo

2 beds

2 baths

1,673 sq ft

Condo

4 beds

3 baths

3,199 sq ft

2 beds

2 baths

1,210 sq ft

Condo

3 beds

3 baths

2,448 sq ft

2 beds

2 baths

1,500 sq ft

Condo

3 beds

4 baths

2,416 sq ft

Condo

2 beds

1 baths

1,200 sq ft

Condo

2 beds

2 baths

1,043 sq ft

Condo

2 beds

2 baths

1,850 sq ft

2 beds

2 baths

915 sq ft

Condo

2 beds

2 baths

1,446 sq ft

Condo

2 beds