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

408 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 - $700Ks

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

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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...

$200Ks - $500Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

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

No reviews yet

Penn National

$300Ks - $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 - $900Ks

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 - $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 - $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 - $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 - $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...

$700Ks - $800Ks

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

Montebello

$600Ks - $1Ms

Montebello, Sterling, VA

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

Village Crest

$300Ks - $300Ks

Village Crest, Ellicott City, MD

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

No reviews yet

Courtyards at Waverly Woo...

$400Ks - $700Ks

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

$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 - $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 - $400Ks

The Villages At Woodholme, Baltimore, MD

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

No reviews yet

Spring Hill

$500Ks - $500Ks

Spring Hill, Lorton, VA

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

No reviews yet

The Enclave at Ellicott H...

$400Ks - $600Ks

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

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

$600Ks - $1Ms

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 - $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...

$500Ks - $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

1 2 3 4

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

Birchwood at Brambleton

43124 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148

$1,151,314

4 beds

4 baths

4,372 sq ft

43124 GREELEY SQ, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Heritage Hunt

6046 GALLANT FOX CT, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$643,000

4 beds

3 baths

1,943 sq ft

6046 GALLANT FOX CT, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Trilogy® at Lake Frederick

117 GADWELL LN, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$619,000

3 beds

3 baths

2,562 sq ft

117 GADWELL LN, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

HiddenBrooke

7860 ROLLING WOODS CT APT 402, SPRINGFIE..., Springfield, VA 22152

$515,000

2 beds

2 baths

1,366 sq ft

Condo

7860 ROLLING WOODS CT APT 402, SPRINGFIE...

Community: HiddenBrooke

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

Questions? Call us: (240) 663-8229

Trilogy® at Lake Frederick

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

$419,999

3 beds

4 baths

2,816 sq ft

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

Community: Trilogy® at Lake Frederick

The Village at Harvest Ridge

114 HARVEST RIDGE DR, WINCHESTER, VA, 22..., Winchester, VA 22601

$625,000

3 beds

3 baths

3,078 sq ft

114 HARVEST RIDGE DR, WINCHESTER, VA, 22...

Community: The Village at Harvest Ridge

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 802, LEESBURG, V..., Leesburg, VA 20176

$510,000

3 beds

2 baths

1,560 sq ft

Condo

19355 CYPRESS RIDGE TER 802, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Central Parke at Lowes Island

20810 NOBLE TER UNIT 104, STERLING, VA, ..., Sterling, VA 20165

$470,000

3 beds

2 baths

1,816 sq ft

Condo

20810 NOBLE TER UNIT 104, STERLING, VA, ...

Community: Central Parke at Lowes Island

River Ridge

1720 FAVERSHAM WAY, WOODBRIDGE, VA, 2219..., Woodbridge, VA 22192

$680,000

4 beds

4 baths

3,444 sq ft

1720 FAVERSHAM WAY, WOODBRIDGE, VA, 2219...

Community: River Ridge

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER UNIT 215, LEESBU..., Leesburg, VA 20176

$299,999

1 beds

1 baths

874 sq ft

Condo

19375 CYPRESS RIDGE TER UNIT 215, LEESBU...

Community: Lansdowne Woods of Virginia

Four Seasons at Historic Virginia

4049 HISTORIC VIRGINIA CT, DUMFRIES, VA,..., Dumfries, VA 22025

$699,900

3 beds

4 baths

3,226 sq ft

4049 HISTORIC VIRGINIA CT, DUMFRIES, VA,...

Community: Four Seasons at Historic Virginia

Birchwood at Brambleton

23630 HAVELOCK WALK TER UNIT 205, ASHBUR..., Ashburn, VA 20148

$429,980

2 beds

2 baths

1,059 sq ft

Condo

23630 HAVELOCK WALK TER UNIT 205, ASHBUR...

Community: Birchwood at Brambleton

Trilogy® at Lake Frederick

114 CLOAK LN, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$749,000

5 beds

5 baths

4,726 sq ft

114 CLOAK LN, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 906, LEESBURG, V..., Leesburg, VA 20176

$440,000

2 beds

2 baths

1,441 sq ft

Condo

19375 CYPRESS RIDGE TER 906, LEESBURG, V...

Community: Lansdowne Woods of Virginia

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

Questions? Call us: (240) 663-8229

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER UNIT 206, LEESBU..., Leesburg, VA 20176

$424,900

2 beds

2 baths

1,441 sq ft

Condo

19375 CYPRESS RIDGE TER UNIT 206, LEESBU...

Community: Lansdowne Woods of Virginia

Montebello

21729 HAWKSBILL HIGH CIR, STERLING, VA, ..., Sterling, VA 20164

$990,000

2 beds

3 baths

2,302 sq ft

21729 HAWKSBILL HIGH CIR, STERLING, VA, ...

Community: Montebello

Birchwood at Brambleton

42743 CUMULUS TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$875,000

3 beds

3 baths

2,832 sq ft

42743 CUMULUS TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Regency at Dominion Valley

15209 BRIER CREEK DR, HAYMARKET, VA, 201..., Haymarket, VA 20169

$730,000

2 beds

3 baths

2,842 sq ft

15209 BRIER CREEK DR, HAYMARKET, VA, 201...

Community: Regency at Dominion Valley

The Retreat at Poland Hill

43453 BETTYS FARM DR, CHANTILLY, VA, 201..., Chantilly, VA 20152

$949,900

4 beds

4 baths

4,063 sq ft

43453 BETTYS FARM DR, CHANTILLY, VA, 201...

Community: The Retreat at Poland Hill

Central Parke at Lowes Island

20804 NOBLE TER 208, STERLING, VA, 20165, Sterling, VA 20165

$455,000

2 beds

2 baths

1,692 sq ft

Condo

20804 NOBLE TER 208, STERLING, VA, 20165

Community: Central Parke at Lowes Island

Trilogy® at Lake Frederick

111 WAKE ROBIN CT, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630

$450,000

4 beds

4 baths

2,248 sq ft

111 WAKE ROBIN CT, LAKE FREDERICK, VA, 2...

Community: Trilogy® at Lake Frederick

The Atrium at MetroWest

2960 VADEN DR # 2-312, FAIRFAX, VA, 2203..., Fairfax, VA 22031

$798,980

2 beds

2 baths

1,546 sq ft

Condo

2960 VADEN DR # 2-312, FAIRFAX, VA, 2203...

Community: The Atrium at MetroWest

Potomac Green

20515 LITTLE CREEK TER 103, ASHBURN, VA,..., Ashburn, VA 20147

$315,000

2 beds

2 baths

876 sq ft

Condo

20515 LITTLE CREEK TER 103, ASHBURN, VA,...

Community: Potomac Green

The Crest of Alexandria

6103 OLIVET DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315

$975,000

3 beds

4 baths

2,352 sq ft

6103 OLIVET DR, ALEXANDRIA, VA, 22315

Community: The Crest of Alexandria

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

Questions? Call us: (240) 663-8229

Birchwood at Brambleton

43089 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148

$983,060

3 beds

3 baths

2,491 sq ft

43089 GREELEY SQ, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Liberty Grove

8600 LIBERTY TRL 102, MANASSAS, VA, 2011..., Manassas, VA 20110

$320,000

1 beds

2 baths

1,131 sq ft

Condo

8600 LIBERTY TRL 102, MANASSAS, VA, 2011...

Community: Liberty Grove

Lexington Square

44494 COALPORT TER, ASHBURN, VA, 20147, Ashburn, VA 20147

$976,316

4 beds

4 baths

4,109 sq ft

44494 COALPORT TER, ASHBURN, VA, 20147

Community: Lexington Square

Lexington 7

$976,316

4 beds

4 baths

4,109 sq ft

44494 COALPORT TER, ASHBURN, VA, 20147

Community: Lexington 7

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 620, LEESBURG, V..., Leesburg, VA 20176

$385,000

2 beds

2 baths

1,038 sq ft

Condo

19375 CYPRESS RIDGE TER 620, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER 621, LEESBURG, V..., Leesburg, VA 20176

$369,000

2 beds

2 baths

1,246 sq ft

Condo

19385 CYPRESS RIDGE TER 621, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Birchwood at Brambleton

42785 CUMULUS TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$799,900

3 beds

3 baths

2,669 sq ft

42785 CUMULUS TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Spring Hill

8888 CALLA LILY CT, LORTON, VA, 22079, Lorton, VA 22079

$839,900

3 beds

3 baths

2,342 sq ft

8888 CALLA LILY CT, LORTON, VA, 22079

Community: Spring Hill

Lansdowne Woods of Virginia

19370 MAGNOLIA GROVE SQ 208, LEESBURG, V..., Leesburg, VA 20176

$420,000

2 beds

2 baths

1,440 sq ft

Condo

19370 MAGNOLIA GROVE SQ 208, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Belmont Bay

620 ANGELFISH WAY, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191

$849,950

3 beds

4 baths

3,240 sq ft

620 ANGELFISH WAY, WOODBRIDGE, VA, 22191

Community: Belmont Bay

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

Questions? Call us: (240) 663-8229

Lexington Square

44508 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147

$818,236

3 beds

3 baths

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington Square

Lexington 7

$818,236

3 beds

3 baths

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington 7

Lexington Square

44480 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147

$794,990

3 beds

3 baths

3,088 sq ft

44480 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington Square

Lexington 7

$794,990

3 beds

3 baths

3,088 sq ft

44480 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington 7

Birchwood at Brambleton

42788 MACBETH TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$849,990

3 beds

3 baths

2,669 sq ft

42788 MACBETH TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

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.

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408 homes near Middletown

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

124 communities near Middletown

408 homes near Middletown

4 beds

4 baths

2,705 sq ft

4 beds

4 baths

4,372 sq ft

4 beds

3 baths

1,943 sq ft

3 beds

3 baths

2,562 sq ft

2 beds

2 baths

1,366 sq ft

Condo

3 beds

4 baths

2,816 sq ft

3 beds

3 baths

3,078 sq ft

3 beds

2 baths

1,560 sq ft

Condo

3 beds

2 baths

1,816 sq ft

Condo

4 beds

4 baths

3,444 sq ft

1 beds

1 baths

874 sq ft

Condo

3 beds

4 baths

3,226 sq ft

2 beds

2 baths

1,059 sq ft

Condo

5 beds

5 baths

4,726 sq ft

2 beds

2 baths

1,441 sq ft

Condo

2 beds

2 baths

1,441 sq ft

Condo

2 beds

3 baths

2,302 sq ft

3 beds

3 baths

2,832 sq ft

2 beds

3 baths

2,842 sq ft

4 beds

4 baths

4,063 sq ft

2 beds

2 baths

1,692 sq ft

Condo

4 beds

4 baths

2,248 sq ft

2 beds

2 baths

1,546 sq ft