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

489 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...

<$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

$600Ks - $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

$700Ks - $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 - $500Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

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

No reviews yet

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

No reviews yet

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

No reviews yet

The Woodlands of Urbana

$600Ks - $700Ks

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 - $300Ks

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

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

3 rating (2 reviews)

Dunbarton

$600Ks - $600Ks

Dunbarton, Bristow, VA

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

No reviews yet

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

No reviews yet

Cedar Ridge at Piney Orch...

$300Ks - $400Ks

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

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

No reviews yet

Montebello

$600Ks - $1Ms

Montebello, Sterling, VA

New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes

No reviews yet

Village Crest

$400Ks - $600Ks

Village Crest, Ellicott City, MD

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

No reviews yet

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

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 - $500Ks

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

$500Ks - $800Ks

Spring Hill, Lorton, VA

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

No reviews yet

The Enclave at Ellicott H...

$400Ks - $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 - $600Ks

Regency at Ashburn, Ashburn, VA

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

The Crest of Alexandria

$900Ks - $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

No reviews yet

Colonial Charles

$400Ks - $400Ks

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 - $900Ks

Signature Club at Greenvi..., New Market, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 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

Roth's Farm Village

$200Ks - $200Ks

Roth's Farm Village, Spring Grove, PA

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

1 2 3...4

Heritage Hunt

6159 FERRIER CT, GAINESVILLE, VA, 20155, Gainesville, VA 20155

$800,000

3 beds

3 baths

2,846 sq ft

6159 FERRIER CT, GAINESVILLE, VA, 20155

Community: Heritage Hunt

Liberty Grove

8610 LIBERTY TRL UNIT 201, MANASSAS, VA,..., Manassas, VA 20110

$370,000

2 beds

3 baths

1,743 sq ft

Condo

8610 LIBERTY TRL UNIT 201, MANASSAS, VA,...

Community: Liberty Grove

Heritage Hunt

6909 SUNDAY SILENCE CT, GAINESVILLE, VA,..., Gainesville, VA 20155

$735,000

3 beds

3 baths

2,520 sq ft

6909 SUNDAY SILENCE CT, GAINESVILLE, VA,...

Community: Heritage Hunt

Regency at Dominion Valley

15251 ROYAL CREST DR APT 207, HAYMARKET,..., Haymarket, VA 20169

$462,900

2 beds

2 baths

1,551 sq ft

Condo

15251 ROYAL CREST DR APT 207, HAYMARKET,...

Community: Regency at Dominion Valley

Montebello

46434 ROSE RIVER TER, STERLING, VA, 2016..., Sterling, VA 20164

$799,900

2 beds

2 baths

2,521 sq ft

46434 ROSE RIVER TER, STERLING, VA, 2016...

Community: Montebello

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Questions? Call us: (240) 663-8229

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 406, LEESBURG, V..., Leesburg, VA 20176

$545,000

3 beds

3 baths

1,720 sq ft

Condo

19355 CYPRESS RIDGE TER 406, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER 914, LEESBURG, V..., Leesburg, VA 20176

$519,000

2 beds

2 baths

1,509 sq ft

Condo

19385 CYPRESS RIDGE TER 914, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Trilogy® at Lake Frederick

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

$509,500

4 beds

4 baths

2,719 sq ft

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

Community: Trilogy® at Lake Frederick

Heritage Hunt

13890 CHELMSFORD DR APT 204, GAINESVILLE..., Gainesville, VA 20155

$420,000

3 beds

2 baths

1,424 sq ft

Condo

13890 CHELMSFORD DR APT 204, GAINESVILLE...

Community: Heritage Hunt

Four Seasons at Historic Virginia

3758 BLOWING LEAF PL, DUMFRIES, VA, 2202..., Dumfries, VA 22025

$665,000

5 beds

3 baths

3,465 sq ft

3758 BLOWING LEAF PL, DUMFRIES, VA, 2202...

Community: Four Seasons at Historic Virginia

The Crest of Alexandria

7762 BELVALE DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315

$975,000

3 beds

4 baths

2,848 sq ft

7762 BELVALE DR, ALEXANDRIA, VA, 22315

Community: The Crest of Alexandria

Birchwood at Brambleton

42783 FIREFLY SONATA TER, ASHBURN, VA, 2..., Ashburn, VA 20148

$797,000

2 beds

3 baths

2,406 sq ft

42783 FIREFLY SONATA TER, ASHBURN, VA, 2...

Community: Birchwood at Brambleton

Heritage Hunt

6135 FERRIER CT, GAINESVILLE, VA, 20155, Gainesville, VA 20155

$850,000

4 beds

4 baths

3,965 sq ft

6135 FERRIER CT, GAINESVILLE, VA, 20155

Community: Heritage Hunt

Heritage Hunt

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

$750,000

3 beds

4 baths

3,676 sq ft

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

Community: Heritage Hunt

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

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

Questions? Call us: (240) 663-8229

New Woodbrook Village

222 CRESTWOOD LN, WINCHESTER, VA, 22602, Winchester, VA 22602

$389,000

2 beds

2 baths

1,260 sq ft

222 CRESTWOOD LN, WINCHESTER, VA, 22602

Community: Woodbrook Village

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

Birchwood at Brambleton

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

$1,298,000

3 beds

4 baths

4,124 sq ft

43221 GREELEY SQ, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Potomac Green

44397 ADARE MANOR SQ, ASHBURN, VA, 20147, Ashburn, VA 20147

$718,000

3 beds

3 baths

2,253 sq ft

44397 ADARE MANOR SQ, ASHBURN, VA, 20147

Community: Potomac Green

Regency at Dominion Valley

15251 ROYAL CREST DR APT 306, HAYMARKET,..., Haymarket, VA 20169

$550,000

3 beds

2 baths

1,833 sq ft

Condo

15251 ROYAL CREST DR APT 306, HAYMARKET,...

Community: Regency at Dominion Valley

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

Heritage Hunt

13753 TUSCARORA CT, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$750,000

3 beds

3 baths

3,338 sq ft

13753 TUSCARORA CT, GAINESVILLE, VA, 201...

Community: Heritage Hunt

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER UNIT 522, LEESBU..., Leesburg, VA 20176

$390,000

2 beds

2 baths

1,101 sq ft

Condo

19385 CYPRESS RIDGE TER UNIT 522, LEESBU...

Community: Lansdowne Woods of Virginia

River Ridge

1994 PENFOLD CT, WOODBRIDGE, VA, 22192, Woodbridge, VA 22192

$675,000

4 beds

3 baths

3,609 sq ft

1994 PENFOLD CT, WOODBRIDGE, VA, 22192

Community: River Ridge

HiddenBrooke

7880 ROLLING WOODS CT APT 104, SPRINGFIE..., Springfield, VA 22152

$574,900

2 beds

2 baths

1,676 sq ft

Condo

7880 ROLLING WOODS CT APT 104, SPRINGFIE...

Community: HiddenBrooke

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

Questions? Call us: (240) 663-8229

Birchwood at Brambleton

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

$529,900

2 beds

2 baths

1,967 sq ft

Condo

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

Community: Birchwood at Brambleton

Regency at Dominion Valley

15201 ROYAL CREST DR APT 407, HAYMARKET,..., Haymarket, VA 20169

$450,000

2 beds

2 baths

1,538 sq ft

Condo

15201 ROYAL CREST DR APT 407, HAYMARKET,...

Community: Regency at Dominion Valley

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

Trilogy® at Lake Frederick

116 COTTONTAIL DR, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630

$685,000

3 beds

3 baths

2,885 sq ft

116 COTTONTAIL DR, LAKE FREDERICK, VA, 2...

Community: Trilogy® at Lake Frederick

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

River Ridge

12221 SEAFORD CT, WOODBRIDGE, VA, 22192, Woodbridge, VA 22192

$584,900

3 beds

3 baths

1,962 sq ft

12221 SEAFORD CT, WOODBRIDGE, VA, 22192

Community: River Ridge

Belmont Bay

680 WATERMANS DR APT 505, WOODBRIDGE, VA..., Woodbridge, VA 22191

$432,000

2 beds

3 baths

1,457 sq ft

Condo

680 WATERMANS DR APT 505, WOODBRIDGE, VA...

Community: Belmont Bay

Four Seasons at Virginia Crossing

3700 HAVERTILL LN UNIT 104, WOODBRIDGE, ..., Woodbridge, VA 22193

$399,900

2 beds

2 baths

1,444 sq ft

Condo

3700 HAVERTILL LN UNIT 104, WOODBRIDGE, ...

Community: Four Seasons at Virginia Crossing

Suffield Meadows

6696 CLUB HOUSE LN UNIT 104, WARRENTON, ..., Warrenton, VA 20187

$440,000

3 beds

2 baths

1,994 sq ft

Condo

6696 CLUB HOUSE LN UNIT 104, WARRENTON, ...

Community: Suffield Meadows

Willow Lawn Cottages

1823 KERSHAW LN, WINCHESTER, VA, 22601, Winchester, VA 22601

$389,900

2 beds

2 baths

1,591 sq ft

1823 KERSHAW LN, WINCHESTER, VA, 22601

Community: Willow Lawn Cottages

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

Questions? Call us: (240) 663-8229

Birchwood at Brambleton

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

$499,990

2 beds

2 baths

1,431 sq ft

Condo

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

Community: Birchwood at Brambleton

Birchwood at Brambleton

42874 FIREFLY SONATA TER APT 206, ASHBUR..., Ashburn, VA 20148

$615,000

3 beds

2 baths

1,850 sq ft

Condo

42874 FIREFLY SONATA TER APT 206, ASHBUR...

Community: Birchwood at Brambleton

The Crest of Alexandria

7765 BELVALE DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315

$995,000

3 beds

4 baths

2,725 sq ft

7765 BELVALE DR, ALEXANDRIA, VA, 22315

Community: The Crest of Alexandria

Heritage Hunt

6066 HALVERTON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155

$615,000

4 beds

3 baths

2,165 sq ft

6066 HALVERTON PL, GAINESVILLE, VA, 2015...

Community: Heritage Hunt

Central Parke at Lowes Island

20745 ROYAL PALACE SQ 210, STERLING, VA,..., Sterling, VA 20165

$488,000

3 beds

2 baths

1,989 sq ft

Condo

20745 ROYAL PALACE SQ 210, STERLING, VA,...

Community: Central Parke at Lowes Island

1 2 3 4 5 6 7 8 9 10 11 12…13

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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489 homes near Middletown

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

131 communities near Middletown

489 homes near Middletown

3 beds

3 baths

2,846 sq ft

2 beds

3 baths

1,743 sq ft

Condo

3 beds

3 baths

2,520 sq ft

2 beds

2 baths

1,551 sq ft

Condo

2 beds

2 baths

2,521 sq ft

3 beds

3 baths

1,720 sq ft

Condo

2 beds

2 baths

1,509 sq ft

Condo

4 beds

4 baths

2,719 sq ft

3 beds

2 baths

1,424 sq ft

Condo

5 beds

3 baths

3,465 sq ft

3 beds

4 baths

2,848 sq ft

2 beds

3 baths

2,406 sq ft

4 beds

4 baths

3,965 sq ft

3 beds

4 baths

3,676 sq ft

3 beds

4 baths

4,238 sq ft

2 beds

2 baths

1,260 sq ft

4 beds

4 baths

3,921 sq ft

3 beds

4 baths

4,124 sq ft

3 beds

3 baths

2,253 sq ft

3 beds

2 baths

1,833 sq ft

Condo

2 beds

2 baths

1,504 sq ft

Condo

3 beds

3 baths

3,338 sq ft

2 beds

2 baths

1,101 sq ft

Condo