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

135 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 - $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 - $900Ks

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

Penn National

$100Ks - $700Ks

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

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 ...

$500Ks - $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 - $400Ks

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...

$400Ks - $600Ks

Central Parke at Victoria..., Laurel, MD

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes

Parklands

$300Ks - $600Ks

Parklands, White Plains, MD

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

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The Woodlands of Urbana

$400Ks - $500Ks

The Woodlands of Urbana, Urbana, MD

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

5 rating (1 reviews)

Crestwood Village

$300Ks - $400Ks

Crestwood Village, Frederick, MD

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

Traditions of America at ...

$400Ks - $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 - $800Ks

The Courtyards at Waverly..., Marriottsville, MD

Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes

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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

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

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Courtyards at Waverly Woo...

$400Ks

Courtyards at Waverly Woo..., Woodstock, MD

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

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 - $500Ks

Heritage at St. Charles, White Plains, MD

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

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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

$400Ks - $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

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

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The Crest of Alexandria

$900Ks

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes

Emerald Pointe

$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

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River Ridge

$500Ks

River Ridge, Woodbridge, VA

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

Signature Club at Greenvi...

$400Ks - $600Ks

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

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

122 HARDY WAY, WINCHESTER, VA, 22602

Community: Winchester Landing

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Spring Hill

8410 STARGAZER LILY CT, LORTON, VA, 2207..., Lorton, VA 22079

$874,950

3 beds

3 baths

2,546 sq ft

8410 STARGAZER LILY CT, LORTON, VA, 2207...

Community: Spring Hill

Four Seasons at Virginia Crossing

3720 HAVERTILL LN UNIT 407, WOODBRIDGE, ..., Woodbridge, VA 22193

$499,000

2 beds

3 baths

1,811 sq ft

Condo

3720 HAVERTILL LN UNIT 407, WOODBRIDGE, ...

Community: Four Seasons at Virginia Crossing

The Retreat at Poland Hill

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

$939,900

4 beds

4 baths

3,553 sq ft

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

Community: The Retreat at Poland Hill

Suffield Meadows

6704 HOLLY FARM LN UNIT 109, WARRENTON, ..., Warrenton, VA 20187

$370,000

2 beds

2 baths

Condo

6704 HOLLY FARM LN UNIT 109, WARRENTON, ...

Community: Suffield Meadows

Winchester Landing

140 MCCORMICK CIR APT 403, WINCHESTER, V..., Winchester, VA 22602

$305,000

2 beds

2 baths

1,156 sq ft

Condo

140 MCCORMICK CIR APT 403, WINCHESTER, V...

Community: Winchester Landing

Potomac Green

20850 ADAMS MILL PL, ASHBURN, VA, 20147, Ashburn, VA 20147

$885,000

3 beds

3 baths

2,452 sq ft

20850 ADAMS MILL PL, ASHBURN, VA, 20147

Community: Potomac Green

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

Trilogy® at Lake Frederick

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

$730,000

3 beds

3 baths

2,774 sq ft

108 BETONY CT, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

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Heritage Hunt

6767 DERBY RUN WAY, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$750,000

3 beds

3 baths

2,713 sq ft

6767 DERBY RUN WAY, GAINESVILLE, VA, 201...

Community: Heritage Hunt

Woodbrook Village

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

$369,000

2 beds

2 baths

1,260 sq ft

222 CRESTWOOD LN, WINCHESTER, VA, 22602

Community: Woodbrook Village

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Four Seasons at Virginia Crossing

13950 ENGLEFIELD DR UNIT 408, WOODBRIDGE..., Woodbridge, VA 22193

$415,000

2 beds

2 baths

1,329 sq ft

Condo

13950 ENGLEFIELD DR UNIT 408, WOODBRIDGE...

Community: Four Seasons at Virginia Crossing

Regency at Creekside

5934 BOWES CREEK PL, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$1,285,000

4 beds

5 baths

4,873 sq ft

5934 BOWES CREEK PL, GAINESVILLE, VA, 20...

Community: Regency at Creekside

New Heritage Hunt

13141 TRIPLE CROWN LOOP, GAINESVILLE, VA..., Gainesville, VA 20155

$799,900

2 beds

4 baths

3,494 sq ft

13141 TRIPLE CROWN LOOP, GAINESVILLE, VA...

Community: Heritage Hunt

Liberty Grove

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

$290,000

1 beds

2 baths

1,131 sq ft

Condo

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

Community: Liberty Grove

New Birchwood at Brambleton

23630 HAVELOCK WALK TER UNIT 305, ASHBUR..., Ashburn, VA 20148

$435,000

2 beds

2 baths

1,060 sq ft

Condo

23630 HAVELOCK WALK TER UNIT 305, ASHBUR...

Community: Birchwood at Brambleton

Gatherings at Wellington

9202 CHARLESTON DR 307, MANASSAS, VA, 20..., Manassas, VA 20110

$425,000

3 beds

2 baths

2,006 sq ft

Condo

9202 CHARLESTON DR 307, MANASSAS, VA, 20...

Community: Gatherings at Wellington

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Lansdowne Woods of Virginia

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

$499,000

2 beds

2 baths

1,509 sq ft

Condo

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

Community: Lansdowne Woods of Virginia

New Heritage Hunt

17680 GLASS RIDGE PL, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$649,000

3 beds

3 baths

2,920 sq ft

17680 GLASS RIDGE PL, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Lexington 7

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 7

Lexington Square

$795,526

3 beds

3 baths

3,058 sq ft

44510 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington Square

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New The Atrium at MetroWest

2960 VADEN DR # 2-103, FAIRFAX, VA, 2203..., Fairfax, VA 22031

$765,000

1 beds

2 baths

1,546 sq ft

Condo

2960 VADEN DR # 2-103, FAIRFAX, VA, 2203...

Community: The Atrium at MetroWest

Railroad Cottages

1022 RAILROAD AVE # 4, FALLS CHURCH, VA,..., Falls Church, VA 22046

$960,000

2 beds

3 baths

1,488 sq ft

Condo

1022 RAILROAD AVE # 4, FALLS CHURCH, VA,...

Community: Railroad Cottages

Birchwood at Brambleton

42905 SANDY QUAIL TER, ASHBURN, VA, 2014..., Ashburn, VA 20148

$845,000

4 beds

4 baths

2,694 sq ft

42905 SANDY QUAIL TER, ASHBURN, VA, 2014...

Community: Birchwood at Brambleton

Trilogy® at Lake Frederick

124 PIMPERNEL PL, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$869,700

3 beds

4 baths

3,768 sq ft

124 PIMPERNEL PL, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Four Seasons at Historic Virginia

16545 SPARKLING BROOK LOOP, DUMFRIES, VA..., Dumfries, VA 22025

$579,900

3 beds

2 baths

2,607 sq ft

16545 SPARKLING BROOK LOOP, DUMFRIES, VA...

Community: Four Seasons at Historic Virginia

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The Highlands at Blue Ridge Shadows

47 HICKORY SHAFT CT, FRONT ROYAL, VA, 22..., Front Royal, VA 22630

$585,000

4 beds

4 baths

3,482 sq ft

47 HICKORY SHAFT CT, FRONT ROYAL, VA, 22...

Community: The Highlands at Blue Ridge Shadows

Potomac Green

44482 MALTESE FALCON SQ, ASHBURN, VA, 20..., Ashburn, VA 20147

$699,900

3 beds

3 baths

2,335 sq ft

44482 MALTESE FALCON SQ, ASHBURN, VA, 20...

Community: Potomac Green

Saintsbury Plaza

2903 SAINTSBURY PLZ 310, FAIRFAX, VA, 22..., Fairfax, VA 22031

$395,000

2 beds

2 baths

1,125 sq ft

Condo

2903 SAINTSBURY PLZ 310, FAIRFAX, VA, 22...

Community: Saintsbury Plaza

New Winchester Landing

116 MAURY WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$395,000

3 beds

3 baths

1,630 sq ft

116 MAURY WAY, WINCHESTER, VA, 22602

Community: Winchester Landing

Regency at Dominion Valley

15100 HEATHER MILL LN APT 407, HAYMARKET..., Haymarket, VA 20169

$445,000

2 beds

2 baths

1,538 sq ft

Condo

15100 HEATHER MILL LN APT 407, HAYMARKET...

Community: Regency at Dominion Valley

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Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 114, LEESBURG, V..., Leesburg, VA 20176

$389,000

2 beds

2 baths

1,446 sq ft

Condo

19375 CYPRESS RIDGE TER 114, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Birchwood at Brambleton

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

$559,000

2 beds

2 baths

1,959 sq ft

Condo

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

Community: Birchwood at Brambleton

New Heritage Hunt

6945 SUNDAY SILENCE CT, GAINESVILLE, VA,..., Gainesville, VA 20155

$849,900

3 beds

3 baths

2,834 sq ft

6945 SUNDAY SILENCE CT, GAINESVILLE, VA,...

Community: Heritage Hunt

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Potomac Green

44529 BLUERIDGE MEADOWS DR, ASHBURN, VA,..., Ashburn, VA 20147

$885,000

4 beds

4 baths

2,709 sq ft

44529 BLUERIDGE MEADOWS DR, ASHBURN, VA,...

Community: Potomac Green

Potomac Green

44452 OAKMONT MANOR SQ, ASHBURN, VA, 201..., Ashburn, VA 20147

$700,000

2 beds

2 baths

1,667 sq ft

44452 OAKMONT MANOR SQ, ASHBURN, VA, 201...

Community: Potomac Green

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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135 communities

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

135 communities near Middletown

432 homes near Middletown

3 beds

3 baths

2,195 sq ft

3 beds

3 baths

1,917 sq ft

2 beds

3 baths

2,739 sq ft

3 beds

3 baths

1,918 sq ft

3 beds

3 baths

1,630 sq ft

3 beds

3 baths

2,546 sq ft

2 beds

3 baths

1,811 sq ft

Condo

4 beds

4 baths

3,553 sq ft

2 beds

2 baths

Condo

2 beds

2 baths

1,156 sq ft

Condo

3 beds

3 baths

2,452 sq ft

3 beds

3 baths

2,215 sq ft

3 beds

3 baths

2,774 sq ft

3 beds

3 baths

2,713 sq ft

2 beds

2 baths

1,260 sq ft

2 beds

2 baths

1,329 sq ft

Condo

4 beds

5 baths

4,873 sq ft

2 beds

4 baths

3,494 sq ft

1 beds

2 baths

1,131 sq ft

Condo

2 beds

2 baths

1,060 sq ft

Condo

3 beds

2 baths

2,006 sq ft

Condo

2 beds

2 baths

1,509 sq ft

Condo

3 beds

3 baths

2,920 sq ft

3 beds