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

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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

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

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

Trilogy® at Lake Frederick

103 PLANETREE CT, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$825,000

3 beds

3 baths

3,589 sq ft

103 PLANETREE CT, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Heritage Hunt

$450,000

2 beds

2 baths

1,421 sq ft

Condo

7065 HERITAGE HUNT DR 203, GAINESVILLE, ...

Community: Heritage Hunt

Woodbrook Village

203 CRESTWOOD LN, WINCHESTER, VA, 22602, Winchester, VA 22602

$379,000

2 beds

2 baths

1,590 sq ft

203 CRESTWOOD LN, WINCHESTER, VA, 22602

Community: Woodbrook Village

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER UNIT 503, LEESBU..., Leesburg, VA 20176

$379,900

2 beds

2 baths

1,251 sq ft

Condo

19355 CYPRESS RIDGE TER UNIT 503, LEESBU...

Community: Lansdowne Woods of Virginia

Trilogy® at Lake Frederick

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

$799,998

3 beds

4 baths

3,601 sq ft

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

Community: Trilogy® at Lake Frederick

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

Questions? Call us: (240) 663-8229

River Ridge

1981 PENFOLD CT, WOODBRIDGE, VA, 22192, Woodbridge, VA 22192

3 beds

3 baths

2,846 sq ft

6159 FERRIER CT, GAINESVILLE, VA, 20155

Community: Heritage Hunt

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

Lansdowne Woods of Virginia

19365 CYPRESS RIDGE TER UNIT 621, LEESBU..., Leesburg, VA 20176

$460,000

2 beds

2 baths

1,509 sq ft

Condo

19365 CYPRESS RIDGE TER UNIT 621, LEESBU...

Community: Lansdowne Woods of Virginia

Winchester Landing

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

$315,000

2 beds

2 baths

1,156 sq ft

Condo

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

Community: Winchester Landing

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

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Four Seasons at Historic Virginia

16529 SPARKLING BROOK LOOP, DUMFRIES, VA..., Dumfries, VA 22025

$610,500

2 beds

2 baths

2,391 sq ft

16529 SPARKLING BROOK LOOP, DUMFRIES, VA...

Community: Four Seasons at Historic Virginia

River Ridge

12165 EDDYSTONE CT, WOODBRIDGE, VA, 2219..., Woodbridge, VA 22192

3 beds

3 baths

2,640 sq ft

13746 HERITAGE VALLEY WAY, GAINESVILLE, ...

Community: Heritage Hunt

Gatherings at Wellington

10273 FOUNTAIN CIR 306, MANASSAS, VA, 20..., Manassas, VA 20110

$375,000

2 beds

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

$509,990

4 beds

3 baths

2,168 sq ft

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

Community: Willow Run

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

The Atrium at MetroWest

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

$768,980

2 beds

2 baths

1,546 sq ft

Condo

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

Community: The Atrium at MetroWest

Four Seasons at Historic Virginia

16837 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025

$674,900

3 beds

3 baths

3,734 sq ft

16837 FOUR SEASONS DR, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

Lansdowne Woods of Virginia

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

$370,000

2 beds

2 baths

1,101 sq ft

Condo

19385 CYPRESS RIDGE TER UNIT 522, LEESBU...

Community: Lansdowne Woods of Virginia

Heritage Hunt

6013 PINEY GROVE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$750,000

3 beds

3 baths

2,608 sq ft

6013 PINEY GROVE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Cadence at Lansdowne

18989 CORAL REEF SQ, LEESBURG, VA, 20176, Leesburg, VA 20176

$755,000

3 beds

3 baths

2,649 sq ft

18989 CORAL REEF SQ, LEESBURG, VA, 20176

Community: Cadence at Lansdowne

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER UNIT 404, LEESBU..., Leesburg, VA 20176

$329,900

2 beds

2 baths

1,038 sq ft

Condo

19385 CYPRESS RIDGE TER UNIT 404, LEESBU...

Community: Lansdowne Woods of Virginia

Heritage Hunt

6920 NETHERSTONE CT, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$625,000

2 beds

3 baths

2,745 sq ft

6920 NETHERSTONE CT, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Lansdowne Woods of Virginia

19365 CYPRESS RIDGE TER UNIT 1102, LEESB..., Leesburg, VA 20176

$399,000

2 beds

2 baths

1,105 sq ft

Condo

19365 CYPRESS RIDGE TER UNIT 1102, LEESB...

Community: Lansdowne Woods of Virginia

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

Questions? Call us: (240) 663-8229

Four Seasons at Virginia Crossing

13970 ENGLEFIELD DR UNIT 303, WOODBRIDGE..., Woodbridge, VA 22193

$530,000

2 beds

2 baths

1,801 sq ft

Condo

13970 ENGLEFIELD DR UNIT 303, WOODBRIDGE...

Community: Four Seasons at Virginia Crossing

Gatherings at Wellington

9200 CHARLESTON DR 407, MANASSAS, VA, 20..., Manassas, VA 20110

$438,000

3 beds

2 baths

2,006 sq ft

Condo

9200 CHARLESTON DR 407, MANASSAS, VA, 20...

Community: Gatherings at Wellington

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER UNIT 920, LEESBU..., Leesburg, VA 20176

$450,000

3 beds

2 baths

1,475 sq ft

Condo

19385 CYPRESS RIDGE TER UNIT 920, LEESBU...

Community: Lansdowne Woods of Virginia

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

Liberty Grove

8600 LIBERTY TRL UNIT 303, MANASSAS, VA,..., Manassas, VA 20110

$329,900

2 beds

3 baths

1,743 sq ft

Condo

8600 LIBERTY TRL UNIT 303, MANASSAS, VA,...

Community: Liberty Grove

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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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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

3 beds

3 baths

3,589 sq ft

2 beds

2 baths

1,421 sq ft

Condo

2 beds

2 baths

1,590 sq ft

2 beds

2 baths

1,251 sq ft

Condo

3 beds

4 baths

3,601 sq ft

2 beds

2 baths

1,506 sq ft

2 beds

2 baths

1,538 sq ft

Condo

2 beds

2 baths

1,558 sq ft

Condo

2 beds

2 baths

1,415 sq ft

Condo

2 beds

2 baths

1,315 sq ft

Condo

3 beds

3 baths

2,846 sq ft

4 beds

3 baths

3,026 sq ft

2 beds

2 baths

1,509 sq ft

Condo

2 beds

2 baths

1,156 sq ft

Condo

3 beds

3 baths

2,192 sq ft

2 beds

2 baths

2,391 sq ft

4 beds

4 baths

4,695 sq ft

2 beds

2 baths

1,105 sq ft

Condo

2 beds

2 baths

1,391 sq ft

Condo

2 beds

2 baths

1,551 sq ft

Condo

3 beds

2 baths

1,534 sq ft

Condo

3 beds

3 baths