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

Birchwood at Brambleton

23640 BOLTON CRESCENT TER # 13-204, ASHB..., Ashburn, VA 20148

$484,990

2 beds

2 baths

1,431 sq ft

Condo

23640 BOLTON CRESCENT TER # 13-204, ASHB...

Community: Birchwood at Brambleton

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 114, LEESBURG, V..., Leesburg, VA 20176

$350,000

2 beds

2 baths

1,038 sq ft

Condo

19355 CYPRESS RIDGE TER 114, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Trilogy® at Lake Frederick

103 BURKWOOD TER, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$410,000

3 beds

3 baths

2,376 sq ft

103 BURKWOOD TER, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Birchwood at Brambleton

43221 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148

$1,228,000

3 beds

4 baths

4,124 sq ft

43221 GREELEY SQ, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Birchwood at Brambleton

23631 HAVELOCK WALK TER 220, ASHBURN, VA..., Ashburn, VA 20148

$529,999

3 beds

2 baths

1,971 sq ft

Condo

23631 HAVELOCK WALK TER 220, ASHBURN, VA...

Community: Birchwood at Brambleton

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

Questions? Call us: (240) 663-8229

Heritage Hunt

6900 TRED AVON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155

$745,000

3 beds

4 baths

3,676 sq ft

6900 TRED AVON PL, GAINESVILLE, VA, 2015...

Community: Heritage Hunt

Birchwood at Brambleton

23630 HAVELOCK WALK TER UNIT 405, ASHBUR..., Ashburn, VA 20148

$445,000

2 beds

2 baths

1,059 sq ft

Condo

23630 HAVELOCK WALK TER UNIT 405, ASHBUR...

Community: Birchwood at Brambleton

Gatherings at Wellington

10273 FOUNTAIN CIR 202, MANASSAS, VA, 20..., Manassas, VA 20110

$415,000

3 beds

2 baths

2,006 sq ft

Condo

10273 FOUNTAIN CIR 202, MANASSAS, VA, 20...

Community: Gatherings at Wellington

Montebello

21914 HAWKSBILL HIGH CIR UNIT 304, STERL..., Sterling, VA 20164

$599,000

2 beds

2 baths

1,640 sq ft

Condo

21914 HAWKSBILL HIGH CIR UNIT 304, STERL...

Community: Montebello

The Crest of Alexandria

7922 ASHLAND DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315

$900,000

4 beds

5 baths

3,607 sq ft

7922 ASHLAND DR, ALEXANDRIA, VA, 22315

Community: The Crest of Alexandria

Trilogy® at Lake Frederick

129 TOWHEE DR, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$675,000

3 beds

2 baths

2,089 sq ft

129 TOWHEE DR, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Trilogy® at Lake Frederick

153 LEATHER FLOWER DR, LAKE FREDERICK, V..., Lake Frederick, VA 22630

$499,900

4 beds

4 baths

2,719 sq ft

153 LEATHER FLOWER DR, LAKE FREDERICK, V...

Community: Trilogy® at Lake Frederick

Birchwood at Brambleton

23631 HAVELOCK WALK TER 318, ASHBURN, VA..., Ashburn, VA 20148

$499,900

2 beds

2 baths

1,967 sq ft

Condo

23631 HAVELOCK WALK TER 318, ASHBURN, VA...

Community: Birchwood at Brambleton

Four Seasons at Virginia Crossing

13970 ENGLEFIELD DR UNIT 207, WOODBRIDGE..., Woodbridge, VA 22193

$525,000

2 beds

3 baths

1,811 sq ft

Condo

13970 ENGLEFIELD DR UNIT 207, WOODBRIDGE...

Community: Four Seasons at Virginia Crossing

Gatherings at Wellington

9204 CHARLESTON DR UNIT 404, MANASSAS, V..., Manassas, VA 20110

$379,000

2 beds

2 baths

1,504 sq ft

Condo

9204 CHARLESTON DR UNIT 404, MANASSAS, V...

Community: Gatherings at Wellington

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

Questions? Call us: (240) 663-8229

Woodbrook Village

221 CRESTWOOD LN, WINCHESTER, VA, 22602, Winchester, VA 22602

$379,000

2 beds

2 baths

1,384 sq ft

221 CRESTWOOD LN, WINCHESTER, VA, 22602

Community: Woodbrook Village

Birchwood at Brambleton

42729 AUTUMN DAY TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$925,000

3 beds

3 baths

2,802 sq ft

42729 AUTUMN DAY TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Heritage Hunt

6524 BOX ELDER LOOP, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$610,000

3 beds

3 baths

2,153 sq ft

6524 BOX ELDER LOOP, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER UNIT 418, LEESBU..., Leesburg, VA 20176

$484,900

2 beds

2 baths

1,441 sq ft

Condo

19375 CYPRESS RIDGE TER UNIT 418, LEESBU...

Community: Lansdowne Woods of Virginia

Four Seasons at Virginia Crossing

3703 HAVERTILL LN, WOODBRIDGE, VA, 22193, Woodbridge, VA 22193

$660,000

3 beds

3 baths

2,215 sq ft

3703 HAVERTILL LN, WOODBRIDGE, VA, 22193

Community: Four Seasons at Virginia Crossing

Regency at Dominion Valley

5226 CANYON CREEK WAY, HAYMARKET, VA, 20..., Haymarket, VA 20169

$665,000

2 beds

2 baths

2,018 sq ft

5226 CANYON CREEK WAY, HAYMARKET, VA, 20...

Community: Regency at Dominion Valley

Lexington 7

44529 FIERY SKIPPER TER, ASHBURN, VA, 20..., Ashburn, VA 20147

$800,000

3 beds

4 baths

2,608 sq ft

44529 FIERY SKIPPER TER, ASHBURN, VA, 20...

Community: Lexington 7

Winchester Landing

113 MAURY WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$369,900

3 beds

3 baths

1,505 sq ft

113 MAURY WAY, WINCHESTER, VA, 22602

Community: Winchester Landing

Trilogy® at Lake Frederick

113 MALLARD DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$585,000

2 beds

2 baths

1,944 sq ft

113 MALLARD DR, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Regency at Dominion Valley

5243 CANYON CREEK WAY, HAYMARKET, VA, 20..., Haymarket, VA 20169

$699,900

2 beds

2 baths

2,068 sq ft

5243 CANYON CREEK WAY, HAYMARKET, VA, 20...

Community: Regency at Dominion Valley

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Gatherings at Wellington

9202 CHARLESTON DR 405, MANASSAS, VA, 20..., Manassas, VA 20110

$365,000

2 beds

2 baths

1,504 sq ft

Condo

9202 CHARLESTON DR 405, MANASSAS, VA, 20...

Community: Gatherings at Wellington

Trilogy® at Lake Frederick

102 PHACELIA WAY, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$410,000

3 beds

4 baths

2,200 sq ft

102 PHACELIA WAY, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Regency at Dominion Valley

5128 FALDO DR, HAYMARKET, VA, 20169, Haymarket, VA 20169

$850,000

3 beds

4 baths

4,238 sq ft

5128 FALDO DR, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

Birchwood at Brambleton

43011 DEBONAIR TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$881,202

3 beds

4 baths

2,742 sq ft

43011 DEBONAIR TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Birchwood at Brambleton

42972 TRUMAN TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$853,586

4 beds

4 baths

2,742 sq ft

42972 TRUMAN TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Belmont Bay

645 ANGELFISH WAY, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191

$836,090

4 beds

4 baths

2,705 sq ft

645 ANGELFISH WAY, WOODBRIDGE, VA, 22191

Community: Belmont Bay

Four Seasons at Historic Virginia

17251 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025

$664,888

4 beds

4 baths

3,802 sq ft

17251 FOUR SEASONS DR, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

The Crest of Alexandria

7765 MOUNT CALVARY DR, ALEXANDRIA, VA, 2..., Alexandria, VA 22315

$979,000

3 beds

4 baths

2,848 sq ft

7765 MOUNT CALVARY DR, ALEXANDRIA, VA, 2...

Community: The Crest of Alexandria

Trilogy® at Lake Frederick

144 COWBIRD ST, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$849,900

4 beds

4 baths

3,921 sq ft

144 COWBIRD ST, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

The Atrium at MetroWest

2960 VADEN DR # 2-406, FAIRFAX, VA, 2203..., Fairfax, VA 22031

$735,000

2 beds

2 baths

1,391 sq ft

Condo

2960 VADEN DR # 2-406, FAIRFAX, VA, 2203...

Community: The Atrium at MetroWest

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Four Seasons at Historic Virginia

3626 SECRET GROVE CT, DUMFRIES, VA, 2202..., Dumfries, VA 22025

$565,000

2 beds

2 baths

2,032 sq ft

3626 SECRET GROVE CT, DUMFRIES, VA, 2202...

Community: Four Seasons at Historic Virginia

Birchwood at Brambleton

42920 FIREFLY SONATA TER UNIT 307, ASHBU..., Ashburn, VA 20148

$590,000

3 beds

2 baths

1,630 sq ft

Condo

42920 FIREFLY SONATA TER UNIT 307, ASHBU...

Community: Birchwood at Brambleton

Winchester Landing

151 MCCORMICK CIR APT 203, WINCHESTER, V..., Winchester, VA 22602

$312,000

2 beds

2 baths

1,156 sq ft

Condo

151 MCCORMICK CIR APT 203, WINCHESTER, V...

Community: Winchester Landing

The Crest of Alexandria

7770 BELVALE DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315

$934,900

3 beds

4 baths

2,570 sq ft

7770 BELVALE DR, ALEXANDRIA, VA, 22315

Community: The Crest of Alexandria

Four Seasons at Historic Virginia

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

$659,750

4 beds

3 baths

3,424 sq ft

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

Community: Four Seasons at Historic Virginia

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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Call us: (240) 663-8229

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

1,431 sq ft

Condo

2 beds

2 baths

1,038 sq ft

Condo

3 beds

3 baths

2,376 sq ft

3 beds

4 baths

4,124 sq ft

3 beds

2 baths

1,971 sq ft

Condo

3 beds

4 baths

3,676 sq ft

2 beds

2 baths

1,059 sq ft

Condo

3 beds

2 baths

2,006 sq ft

Condo

2 beds

2 baths

1,640 sq ft

Condo

4 beds

5 baths

3,607 sq ft

3 beds

2 baths

2,089 sq ft

4 beds

4 baths

2,719 sq ft

2 beds

2 baths

1,967 sq ft

Condo

2 beds

3 baths

1,811 sq ft

Condo

2 beds

2 baths

1,504 sq ft

Condo

2 beds

2 baths

1,384 sq ft

3 beds

3 baths

2,802 sq ft

3 beds

3 baths

2,153 sq ft

2 beds

2 baths

1,441 sq ft

Condo

3 beds

3 baths

2,215 sq ft

2 beds

2 baths

2,018 sq ft

3 beds

4 baths

2,608 sq ft

3 beds