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

137 communities near Middletown

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5 rating (1 reviews)

Leisure World® of Marylan...

<$100k - $800ks

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 - $700ks

Amblebrook, Gettysburg, PA

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

The Flats at Heathcote Vi...

$300ks - $500ks

The Flats at Heathcote Vi..., Haymarket, VA

New Construction | 55+ age-restricted | Built 2026 - present | 500 homes

Parklands

$300ks - $500ks

Parklands, White Plains, MD

New Construction | 55+ age-restricted | Built 2025 - present | 586 homes

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5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400ks - $800ks

Trilogy® at Lake Frederic..., Lake Frederick, VA

New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes

Cameron Grove

$200ks - $400ks

Cameron Grove, Upper Marlboro, MD

Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes

Willow Run

$500ks - $600ks

Willow Run, Winchester, VA

New Construction | 55+ age-restricted | 300 homes

The Village at Cabin Bran...

$500ks

The Village at Cabin Bran..., Clarksburg, MD

New Construction | 55+ age-restricted | Built 2021 - present

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 (3 reviews)

Heritage Hunt

$400ks - $600ks

Heritage Hunt, Gainesville, VA

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

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Gatherings at Cabin Branc...

$400ks - $600ks

Gatherings at Cabin Branc..., Clarksburg, MD

New Construction | 55+ age-restricted | Built 2024 - present | 135 homes

Spring Valley Estates

$300ks - $400ks

Spring Valley Estates, Waynesboro, PA

New Construction | 55+ age-restricted | Built 2019 - present | 140 homes

Emerald Pointe

$300ks - $500ks

Emerald Pointe, Hagerstown, MD

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

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Questions? Call us: (240) 663-8229

Four Seasons at Virginia ...

$400ks - $500ks

Four Seasons at Virginia ..., Woodbridge, VA

New Construction | 55+ age-restricted | Built 2021 - present | 185 homes

Penn National

$100ks - $600ks

Penn National, Fayetteville, PA

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

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Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Snowden Overlook

$300ks - $600ks

Snowden Overlook, Columbia, MD

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

5 rating (1 reviews)

Carroll Vista

$300ks - $400ks

Carroll Vista, Taneytown, MD

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes

The Atrium at MetroWest

$600ks - $700ks

The Atrium at MetroWest, Fairfax, VA

New Construction | 55+ age-restricted | Built 2018 - present | 206 homes

Traditions of America at ...

$400ks - $600ks

Traditions of America at ..., Mechanicsburg, PA

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

5 rating (1 reviews)

Crestwood Village

$200ks - $500ks

Crestwood Village, Frederick, MD

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

5 rating (2 reviews)

Potomac Green

$400ks - $800ks

Potomac Green, Ashburn, VA

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

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Questions? Call us: (240) 663-8229

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

New Construction | 55+ age-restricted | Built 2022 - present | 177 homes

Winchester Landing

$300ks - $400ks

Winchester Landing, Winchester, VA

Resale Only | 55+ age-restricted | Built 2023 - 2025

5 rating (1 reviews)

Regency at Dominion Valle...

$300ks - $1Ms

Regency at Dominion Valle..., Haymarket, VA

Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes

5 rating (1 reviews)

Two Rivers

$500ks - $700ks

Two Rivers, Odenton, MD

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

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5 rating (1 reviews)

Four Seasons at Historic ...

$400ks - $600ks

Four Seasons at Historic ..., Dumfries, VA

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

5 rating (1 reviews)

Gatherings at Wellington

$300ks - $400ks

Gatherings at Wellington, Manassas, VA

Resale Only | 55+ age-restricted | Built 2011 - 2016 | 135 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

Cedar Ridge at Piney Orch...

$200ks - $300ks

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

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

Winifred Manor

$200ks

Winifred Manor, Eldersburg, MD

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 152 homes

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Questions? Call us: (240) 663-8229

Village Crest

$300ks

Village Crest, Ellicott City, MD

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

Ellicott Meadows

$600ks - $700ks

Ellicott Meadows, Ellicott City, MD

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 160 homes

4 rating (2 reviews)

Carmella

- $400ks

Carmella, Mechanicsburg, PA

Resale Only | 55+ age-restricted | Built 2007 - 2017 | 190 homes

Lexington 7

$600ks - $700ks

Lexington 7, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 113 homes

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

Questions? Call us: (240) 663-8229

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes

Heritage at St. Charles

$300ks - $500ks

Heritage at St. Charles, White Plains, MD

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

Cadence at Lansdowne

$600ks

Cadence at Lansdowne, Lansdowne, VA

Resale Only | 55+ age-restricted | Built 2020 - 2024 | 74 homes

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

Questions? Call us: (240) 663-8229

Spring Hill

$400ks - $600ks

Spring Hill, Lorton, VA

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

Blue Ridge

$300ks - $400ks

Blue Ridge, Harrisburg, PA

New and Resale | Age-targeted | Built 2020 - present | 130 homes

1 2 3...4

New Leisure World® of Maryland

3100 N LEISURE WORLD BLVD 108, SILVER SP..., Silver Spring, MD 20906

$416,500

2 beds

2 baths

1,520 sq ft

Condo

3100 N LEISURE WORLD BLVD 108, SILVER SP...

Community: Leisure World® of Maryland

New Leisure World® of Maryland

15115 INTERLACHEN DR 3-607, SILVER SPRIN..., Silver Spring, MD 20906

$380,000

3 beds

2 baths

1,530 sq ft

Condo

15115 INTERLACHEN DR 3-607, SILVER SPRIN...

Community: Leisure World® of Maryland

New Amblebrook

61 BONESET DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$424,000

3 beds

3 baths

2,223 sq ft

61 BONESET DR, GETTYSBURG, PA, 17325

Community: Amblebrook

New Amblebrook

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

$739,000

2 beds

2 baths

2,390 sq ft

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

Community: Amblebrook

New Leisure World® of Maryland

3182 ADDERLEY CT 240-E, SILVER SPRING, M..., Silver Spring, MD 20906

$239,900

2 beds

3 baths

1,359 sq ft

Condo

3182 ADDERLEY CT 240-E, SILVER SPRING, M...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

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Questions? Call us: (240) 663-8229

New The Enclave at Ellicott Hills

2550 KENSINGTON GDNS 207, ELLICOTT CITY,..., Ellicott City, MD 21043

$415,000

3 beds

2 baths

1,800 sq ft

Condo

2550 KENSINGTON GDNS 207, ELLICOTT CITY,...

Community: The Enclave at Ellicott Hills

New Signature Club at Greenview

5811 UPTON CIR 49, NEW MARKET, MD, 21774, New Market, MD 21774

$685,000

4 beds

4 baths

3,501 sq ft

5811 UPTON CIR 49, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

New Penn National

6967 FAIRWAY OAKS, FAYETTEVILLE, PA, 172..., Fayetteville, PA 17222

$429,000

4 beds

3 baths

1,921 sq ft

6967 FAIRWAY OAKS, FAYETTEVILLE, PA, 172...

Community: Penn National

New Trilogy® at Lake Frederick

105 TURNSTONE LN, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$849,900

4 beds

4 baths

5,247 sq ft

105 TURNSTONE LN, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

New Winifred Manor

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

$285,000

2 beds

2 baths

Condo

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

Community: Winifred Manor

New Village Crest

4104 LOTUS CIR 3, ELLICOTT CITY, MD, 210..., Ellicott City, MD 21043

$600,000

3 beds

4 baths

3,544 sq ft

Condo

4104 LOTUS CIR 3, ELLICOTT CITY, MD, 210...

Community: Village Crest

New Trilogy® at Lake Frederick

108 RHODODENDRON CT, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630

$829,990

3 beds

4 baths

3,931 sq ft

108 RHODODENDRON CT, LAKE FREDERICK, VA,...

Community: Trilogy® at Lake Frederick

New Leisure World® of Maryland

9610 DEWITT DR SH205, SILVER SPRING, MD,..., Silver Spring, MD 20910

$350,000

1 beds

1 baths

1,013 sq ft

Condo

9610 DEWITT DR SH205, 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

New Traditions of America at Silver Spring

288 FOUNDERS WAY, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050

$539,900

2 beds

2 baths

2,984 sq ft

Condo

288 FOUNDERS WAY, MECHANICSBURG, PA, 170...

Community: Traditions of America at Silver Spring

New Leisure World® of Maryland

15101 INTERLACHEN DR 1-705, SILVER SPRIN..., Silver Spring, MD 20906

$205,000

2 beds

2 baths

980 sq ft

Condo

15101 INTERLACHEN DR 1-705, SILVER SPRIN...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

New Traditions of America at Silver Spring

617 REPUBLIC WAY, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050

$544,900

3 beds

2 baths

1,834 sq ft

617 REPUBLIC WAY, MECHANICSBURG, PA, 170...

Community: Traditions of America at Silver Spring

New Regency at Dominion Valley

5417 ZOYSIA CT, HAYMARKET, VA, 20169, Haymarket, VA 20169

$920,000

4 beds

4 baths

4,036 sq ft

5417 ZOYSIA CT, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

New Leisure World® of Maryland

3310 N LEISURE WORLD BLVD 504-6, SILVER ..., Silver Spring, MD 20906

$435,000

3 beds

3 baths

1,530 sq ft

Condo

3310 N LEISURE WORLD BLVD 504-6, SILVER ...

Community: Leisure World® of Maryland

New Leisure World® of Maryland

15002 EARDLEY CT 282-B, SILVER SPRING, M..., Silver Spring, MD 20906

$227,000

2 beds

3 baths

1,359 sq ft

Condo

15002 EARDLEY CT 282-B, SILVER SPRING, M...

Community: Leisure World® of Maryland

New Bethany Glen

9676 WISHING WELL LN, ELLICOTT CITY, MD,..., Ellicott City, MD 21042

$809,990

3 beds

3 baths

9676 WISHING WELL LN, ELLICOTT CITY, MD,...

Community: Bethany Glen

New Bethany Glen

9979 BAKER LN, ELLICOTT CITY, MD, 21042, Ellicott City, MD 21042

$749,990

3 beds

3 baths

2,296 sq ft

9979 BAKER LN, ELLICOTT CITY, MD, 21042

Community: Bethany Glen

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New Heritage at St. Charles

11265 YELLOWSTONE CT, WHITE PLAINS, MD, ..., White Plains, MD 20695

$534,900

3 beds

2 baths

2,010 sq ft

11265 YELLOWSTONE CT, WHITE PLAINS, MD, ...

Community: Heritage at St. Charles

New Cameron Grove

13502 LEESBURG PL, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774

$429,900

2 beds

2 baths

1,518 sq ft

13502 LEESBURG PL, UPPER MARLBORO, MD, 2...

Community: Cameron Grove

New Signature Club at Greenview

5915 JACOBEAN PL, NEW MARKET, MD, 21774, New Market, MD 21774

$659,999

4 beds

4 baths

3,454 sq ft

Condo

5915 JACOBEAN PL, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

New Central Parke at Victoria Falls

13122 BROOKTREE LN, LAUREL, MD, 20707, Laurel, MD 20707

$435,000

3 beds

3 baths

1,302 sq ft

13122 BROOKTREE LN, LAUREL, MD, 20707

Community: Central Parke at Victoria Falls

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New Robinson Manor

14712 GRAND CRU LOOP, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$715,000

3 beds

3 baths

2,270 sq ft

14712 GRAND CRU LOOP, GAINESVILLE, VA, 2...

Community: Robinson Manor

New Abrams Chase

105 AMBERFIELD CT, WINCHESTER, VA, 22602, Winchester, VA 22602

$529,900

2 beds

2 baths

1,800 sq ft

105 AMBERFIELD CT, WINCHESTER, VA, 22602

Community: Abrams Chase

New Leisure World® of Maryland

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

$279,900

2 beds

2 baths

1,093 sq ft

Condo

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

Community: Leisure World® of Maryland

New Two Rivers

2705 DRAGON FLY WAY, ODENTON, MD, 21113, Odenton, MD 21113

$786,000

3 beds

3 baths

3,456 sq ft

2705 DRAGON FLY WAY, ODENTON, MD, 21113

Community: Two Rivers

Dunbarton

9513 MOONEN BAY LN, BRISTOW, VA, 20136, Bristow, VA 20136

$650,000

4 beds

3 baths

2,711 sq ft

9513 MOONEN BAY LN, BRISTOW, VA, 20136

Community: Dunbarton

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Heritage Hunt

6595 ALDERWOOD WAY, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$625,000

3 beds

3 baths

2,311 sq ft

6595 ALDERWOOD WAY, GAINESVILLE, VA, 201...

Community: Heritage Hunt

Central Parke at Victoria Falls

13218 WINDING TRAIL RD, LAUREL, MD, 2070..., Laurel, MD 20707

$470,000

3 beds

3 baths

1,464 sq ft

13218 WINDING TRAIL RD, LAUREL, MD, 2070...

Community: Central Parke at Victoria Falls

Leisure World® of Maryland

15115 INTERLACHEN DR 3-425, SILVER SPRIN..., Silver Spring, MD 20906

$185,000

1 beds

1 baths

945 sq ft

Condo

15115 INTERLACHEN DR 3-425, SILVER SPRIN...

Community: Leisure World® of Maryland

Amblebrook

57 GENTLE SLOPE WAY, GETTYSBURG, PA, 173..., Gettysburg, PA 17325

$564,990

5 beds

3 baths

2,637 sq ft

57 GENTLE SLOPE WAY, GETTYSBURG, PA, 173...

Community: Amblebrook

Four Seasons at Historic Virginia

3839 MULBERRY POINT CT, DUMFRIES, VA, 22..., Dumfries, VA 22025

$640,950

4 beds

3 baths

3,424 sq ft

3839 MULBERRY POINT CT, DUMFRIES, VA, 22...

Community: Four Seasons at Historic Virginia

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Maple Highlands

12194 NICOLAR DR, FULTON, MD, 20759, Fulton, MD 20759

$1,119,319

2 beds

4 baths

4,186 sq ft

Condo

12194 NICOLAR DR, FULTON, MD, 20759

Community: Maple Highlands

The Village at Cabin Branch

13220 PETREL ST UNIT 4304, CLARKSBURG, M..., Clarksburg, MD 20871

$479,990

2 beds

2 baths

1,529 sq ft

Condo

13220 PETREL ST UNIT 4304, CLARKSBURG, M...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

$479,990

2 beds

2 baths

1,529 sq ft

Condo

13220 PETREL ST UNIT 4304, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

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Winifred Manor

2013 RUDY SERRA DR 3D, ELDERSBURG, MD, 2..., Eldersburg, MD 21784

$250,000

2 beds

2 baths

1,025 sq ft

Condo

2013 RUDY SERRA DR 3D, ELDERSBURG, MD, 2...

Community: Winifred Manor

Hawthorne Greene

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

$387,000

2 beds

2 baths

1,485 sq ft

56 CAMDEN CIR, LA PLATA, MD, 20646

Community: Hawthorne Greene

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.

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137 communities

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

137 communities near Middletown

443 homes near Middletown

2 beds

2 baths

1,520 sq ft

Condo

3 beds

2 baths

1,530 sq ft

Condo

3 beds

3 baths

2,223 sq ft

2 beds

2 baths

2,390 sq ft

2 beds

3 baths

1,359 sq ft

Condo

3 beds

2 baths

1,800 sq ft

Condo

4 beds

4 baths

3,501 sq ft

4 beds

3 baths

1,921 sq ft

4 beds

4 baths

5,247 sq ft

2 beds

2 baths

Condo

3 beds

4 baths

3,544 sq ft

Condo

3 beds

4 baths

3,931 sq ft

1 beds

1 baths

1,013 sq ft

Condo

2 beds

2 baths

2,984 sq ft

Condo

2 beds

2 baths

980 sq ft

Condo

3 beds

2 baths

1,834 sq ft

4 beds

4 baths

4,036 sq ft

3 beds

3 baths

1,530 sq ft

Condo

2 beds

3 baths

1,359 sq ft

Condo

3 beds

3 baths

3 beds

3 baths

2,296 sq ft

3 beds

2 baths

2,010 sq ft

2 beds

2 baths