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

134 communities 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 - $600Ks

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

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)

Regency at Dominion Valle...

$400Ks - $700Ks

Regency at Dominion Valle..., Haymarket, VA

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

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

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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

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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 - $400Ks

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

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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...

$400Ks

Courtyards at Waverly Woo..., Woodstock, MD

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

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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

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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 - $400Ks

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

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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

River Ridge, Woodbridge, VA

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes

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

Questions? Call us: (240) 663-8229

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

Potomac Green

44385 MALTESE FALCON SQ, ASHBURN, VA, 20..., Ashburn, VA 20147

$635,000

2 beds

3 baths

2,060 sq ft

44385 MALTESE FALCON SQ, ASHBURN, VA, 20...

Community: Potomac Green

Birchwood at Brambleton

42789 MACBETH TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$895,000

4 beds

3 baths

3,026 sq ft

42789 MACBETH TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

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

Heritage Hunt

6868 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$675,000

3 beds

3 baths

2,528 sq ft

6868 SADDLE RUN WAY, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Willow Run

115 SCENTED ROSE WAY, WINCHESTER, VA, 22..., Winchester, VA 22602

$599,990

4 beds

3 baths

2,818 sq ft

115 SCENTED ROSE WAY, WINCHESTER, VA, 22...

Community: Willow Run

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Willow Run

121 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$599,990

4 beds

3 baths

2,909 sq ft

121 HYDRANGEA WAY, WINCHESTER, VA, 22602

Community: Willow Run

Willow Run

119 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$599,990

4 beds

3 baths

2,865 sq ft

119 HYDRANGEA WAY, WINCHESTER, VA, 22602

Community: Willow Run

Willow Run

109 TRELLIS VIEW LN, WINCHESTER, VA, 226..., Winchester, VA 22602

$459,990

4 beds

3 baths

2,168 sq ft

109 TRELLIS VIEW LN, WINCHESTER, VA, 226...

Community: Willow Run

Willow Run

114 SCENTED ROSE WAY, WINCHESTER, VA, 22..., Winchester, VA 22602

$579,990

4 beds

3 baths

2,712 sq ft

114 SCENTED ROSE WAY, WINCHESTER, VA, 22...

Community: Willow Run

River Ridge

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

$574,900

3 beds

3 baths

1,962 sq ft

12221 SEAFORD CT, WOODBRIDGE, VA, 22192

Community: River Ridge

The Retreat at Poland Hill

43441 BETTYS FARM DR, CHANTILLY, VA, 201..., Chantilly, VA 20152

$945,000

4 beds

4 baths

3,553 sq ft

43441 BETTYS FARM DR, CHANTILLY, VA, 201...

Community: The Retreat at Poland Hill

Birchwood at Brambleton

23631 HAVELOCK WALK TER 404, ASHBURN, VA..., Ashburn, VA 20148

$569,000

2 beds

2 baths

1,959 sq ft

Condo

23631 HAVELOCK WALK TER 404, ASHBURN, VA...

Community: Birchwood at Brambleton

Birchwood at Brambleton

23707 KINSTON FERRY TER, ASHBURN, VA, 20..., Ashburn, VA 20148

$767,500

4 beds

3 baths

2,676 sq ft

23707 KINSTON FERRY TER, ASHBURN, VA, 20...

Community: Birchwood at Brambleton

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Trilogy® at Lake Frederick

117 HARVESTER DR, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$899,000

4 beds

5 baths

6,096 sq ft

117 HARVESTER DR, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Regency at Dominion Valley

5429 TREVINO DR, HAYMARKET, VA, 20169, Haymarket, VA 20169

$735,000

3 beds

3 baths

2,524 sq ft

5429 TREVINO DR, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

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Birchwood at Brambleton

23595 GOLDEN EMBERS SQ, ASHBURN, VA, 201..., Ashburn, VA 20148

$860,000

3 beds

4 baths

3,637 sq ft

23595 GOLDEN EMBERS SQ, ASHBURN, VA, 201...

Community: Birchwood at Brambleton

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 207, LEESBURG, V..., Leesburg, VA 20176

$399,900

2 beds

2 baths

1,380 sq ft

Condo

19375 CYPRESS RIDGE TER 207, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Lexington 7

44486 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147

$827,046

3 beds

3 baths

3,128 sq ft

44486 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington 7

Lexington Square

$827,046

3 beds

3 baths

3,128 sq ft

44486 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington Square

New Montebello

21630 HAWKSBILL HIGH CIR UNIT 403, STERL..., Sterling, VA 20164

$545,000

2 beds

2 baths

1,296 sq ft

Condo

21630 HAWKSBILL HIGH CIR UNIT 403, STERL...

Community: Montebello

Cadence at Lansdowne

43917 MARITIME SONG TER, LEESBURG, VA, 2..., Leesburg, VA 20176

$765,000

3 beds

3 baths

2,389 sq ft

43917 MARITIME SONG TER, LEESBURG, VA, 2...

Community: Cadence at Lansdowne

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Lexington Square

44510 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147

$795,526

3 beds

3 baths

3,058 sq ft

44510 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington Square

Lexington 7

$795,526

3 beds

3 baths

3,058 sq ft

44510 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington 7

Belmont Bay

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

$419,900

2 beds

3 baths

1,457 sq ft

Condo

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

Community: Belmont Bay

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

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Lexington 7

$818,236

3 beds

3 baths

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington 7

New Gatherings at Potomac Station

750 MOUNT AIRY TER NE UNIT 403B, LEESBUR..., Leesburg, VA 20176

$484,999

2 beds

2 baths

1,410 sq ft

Condo

750 MOUNT AIRY TER NE UNIT 403B, LEESBUR...

Community: Gatherings at Potomac Station

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

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

Heritage Hunt

13792 CHARISMATIC WAY, GAINESVILLE, VA, ..., Gainesville, VA 20155

$850,000

4 beds

4 baths

4,163 sq ft

13792 CHARISMATIC WAY, GAINESVILLE, VA, ...

Community: Heritage Hunt

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New Gatherings at Potomac Station

750 MOUNT AIRY TER NE UNIT 206B, LEESBUR..., Leesburg, VA 20176

$449,999

2 beds

2 baths

1,532 sq ft

Condo

750 MOUNT AIRY TER NE UNIT 206B, LEESBUR...

Community: Gatherings at Potomac Station

Birchwood at Brambleton

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

$435,000

2 beds

2 baths

1,059 sq ft

Condo

23630 HAVELOCK WALK TER UNIT 405, ASHBUR...

Community: Birchwood at Brambleton

Regency at Dominion Valley

15251 ROYAL CREST DR APT 103, HAYMARKET,..., Haymarket, VA 20169

$464,900

2 beds

2 baths

1,499 sq ft

Condo

15251 ROYAL CREST DR APT 103, HAYMARKET,...

Community: Regency at Dominion Valley

Four Seasons at Historic Virginia

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

$645,000

5 beds

3 baths

3,465 sq ft

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

Community: Four Seasons at Historic Virginia

New Trilogy® at Lake Frederick

112 BETONY CT, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$759,990

3 beds

3 baths

3,434 sq ft

112 BETONY CT, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

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Four Seasons at Virginia Crossing

14035 MADRONA LN, WOODBRIDGE, VA, 22193, Woodbridge, VA 22193

$669,900

3 beds

3 baths

2,192 sq ft

14035 MADRONA LN, WOODBRIDGE, VA, 22193

Community: Four Seasons at Virginia Crossing

Saintsbury Plaza

2905 SAINTSBURY PLZ APT 312, FAIRFAX, VA..., Fairfax, VA 22031

$599,000

3 beds

3 baths

1,718 sq ft

Condo

2905 SAINTSBURY PLZ APT 312, FAIRFAX, VA...

Community: Saintsbury Plaza

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 1006, LEESBURG, ..., Leesburg, VA 20176

$529,000

3 beds

3 baths

1,720 sq ft

Condo

19355 CYPRESS RIDGE TER 1006, LEESBURG, ...

Community: Lansdowne Woods of Virginia

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Heritage Hunt

13746 HERITAGE VALLEY WAY, GAINESVILLE, ..., Gainesville, VA 20155

$729,000

3 beds

3 baths

2,640 sq ft

13746 HERITAGE VALLEY WAY, GAINESVILLE, ...

Community: Heritage Hunt

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER 815, LEESBURG, V..., Leesburg, VA 20176

$498,000

3 beds

2 baths

1,475 sq ft

Condo

19385 CYPRESS RIDGE TER 815, LEESBURG, V...

Community: Lansdowne Woods of Virginia

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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134 communities

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

134 communities near Middletown

401 homes near Middletown

2 beds

3 baths

2,060 sq ft

4 beds

3 baths

3,026 sq ft

3 beds

4 baths

2,200 sq ft

3 beds

3 baths

2,528 sq ft

4 beds

3 baths

2,818 sq ft

4 beds

3 baths

2,909 sq ft

4 beds

3 baths

2,865 sq ft

4 beds

3 baths

2,168 sq ft

4 beds

3 baths

2,712 sq ft

3 beds

3 baths

1,962 sq ft

4 beds

4 baths

3,553 sq ft

2 beds

2 baths

1,959 sq ft

Condo

4 beds

3 baths

2,676 sq ft

4 beds

5 baths

6,096 sq ft

3 beds

3 baths

2,524 sq ft

3 beds

4 baths

3,637 sq ft

2 beds

2 baths

1,380 sq ft

Condo

3 beds

3 baths

3,128 sq ft

3 beds

3 baths

3,128 sq ft

2 beds

2 baths

1,296 sq ft

Condo

3 beds

3 baths

2,389 sq ft

3 beds

3 baths

3,058 sq ft

3 beds

3 baths

3,058 sq ft

2 beds

3 baths

1,457 sq ft

Condo

3 beds