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

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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

Signature Club at Greenview

5816 DREXAL AVE, NEW MARKET, MD, 21774, New Market, MD 21774

$950,000

5 beds

4 baths

4,926 sq ft

5816 DREXAL AVE, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

Leisure World® of Maryland

3622 GLENEAGLES DR 9-2C, SILVER SPRING, ..., Silver Spring, MD 20906

$131,000

1 beds

1 baths

990 sq ft

Condo

3622 GLENEAGLES DR 9-2C, SILVER SPRING, ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

14800 PENNFIELD CIR APT 211, SILVER SPRI..., Silver Spring, MD 20906

$350,000

2 beds

2 baths

1,157 sq ft

Condo

14800 PENNFIELD CIR APT 211, SILVER SPRI...

Community: Leisure World® of Maryland

Liberty Place

42 LIBERTY RD D, SYKESVILLE, MD, 21784, Sykesville, MD 21784

$349,997

2 beds

2 baths

1,554 sq ft

Condo

42 LIBERTY RD D, SYKESVILLE, MD, 21784

Community: Liberty Place

Leisure World® of Maryland

15015 HASLEMERE CT, SILVER SPRING, MD, 2..., Silver Spring, MD 20906

$380,000

3 beds

2 baths

1,194 sq ft

Condo

15015 HASLEMERE CT, SILVER SPRING, MD, 2...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

Heritage at St. Charles

4683 DIAMOND RIDGE LN, WHITE PLAINS, MD,..., White Plains, MD 20695

$399,000

3 beds

3 baths

2,670 sq ft

4683 DIAMOND RIDGE LN, WHITE PLAINS, MD,...

Community: Heritage at St. Charles

Winifred Manor

2003 RUDY SERRA DR UNIT 1D, ELDERSBURG, ..., Eldersburg, MD 21784

$235,000

2 beds

2 baths

Condo

2003 RUDY SERRA DR UNIT 1D, ELDERSBURG, ...

Community: Winifred Manor

Ellicott's Retreat

8580 SUNELL LN, ELLICOTT CITY, MD, 21043, Ellicott City, MD 21043

$1,299,000

6 beds

7 baths

4,241 sq ft

8580 SUNELL LN, ELLICOTT CITY, MD, 21043

Community: Ellicott's Retreat

The Reserve at New Windsor

2910 UNION SQUARE RD # 34, NEW WINDSOR, ..., New Windsor, MD 21776

$420,000

3 beds

3 baths

2,164 sq ft

2910 UNION SQUARE RD # 34, NEW WINDSOR, ...

Community: The Reserve at New Windsor

Signature Club at Greenview

5909 CONSTANCE WAY, NEW MARKET, MD, 2177..., New Market, MD 21774

$620,000

3 beds

3 baths

2,599 sq ft

Condo

5909 CONSTANCE WAY, NEW MARKET, MD, 2177...

Community: Signature Club at Greenview

Leisure World® of Maryland

15100 INTERLACHEN DR # 4-908, SILVER SPR..., Silver Spring, MD 20906

$199,000

2 beds

2 baths

1,115 sq ft

Condo

15100 INTERLACHEN DR # 4-908, SILVER SPR...

Community: Leisure World® of Maryland

Cameron Grove

12916 FOX BOW DR 306, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$330,000

2 beds

2 baths

1,278 sq ft

Condo

12916 FOX BOW DR 306, UPPER MARLBORO, MD...

Community: Cameron Grove

Leisure World® of Maryland

15300 BEAVERBROOK CT 88-2B, SILVER SPRIN..., Silver Spring, MD 20906

$269,000

2 beds

2 baths

1,043 sq ft

Condo

15300 BEAVERBROOK CT 88-2B, SILVER SPRIN...

Community: Leisure World® of Maryland

The Woodlands of Urbana

3272 PINE NEEDLE CIR UNIT 202, FREDERICK..., Frederick, MD 21704

$425,000

2 beds

2 baths

Condo

3272 PINE NEEDLE CIR UNIT 202, FREDERICK...

Community: The Woodlands of Urbana

Nells Acres

1909 LENNOX DR 90, ELDERSBURG, MD, 21784, Eldersburg, MD 21784

$339,900

3 beds

3 baths

1,620 sq ft

Condo

1909 LENNOX DR 90, ELDERSBURG, MD, 21784

Community: Nells Acres

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

3504 FITZHUGH LN # 49-C, SILVER SPRING, ..., Silver Spring, MD 20906

$552,000

3 beds

2 baths

1,266 sq ft

Condo

3504 FITZHUGH LN # 49-C, SILVER SPRING, ...

Community: Leisure World® of Maryland

Cameron Grove

13216 FOX BOW DR 403, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$333,900

2 beds

2 baths

1,298 sq ft

Condo

13216 FOX BOW DR 403, UPPER MARLBORO, MD...

Community: Cameron Grove

Gatherings at Lyndwood

7315 BROOKVIEW RD UNIT 407, ELKRIDGE, MD..., Elkridge, MD 21075

$450,000

3 beds

2 baths

1,900 sq ft

Condo

7315 BROOKVIEW RD UNIT 407, ELKRIDGE, MD...

Community: Gatherings at Lyndwood

Leisure World® of Maryland

15107 INTERLACHEN DR 2-102, SILVER SPRIN..., Silver Spring, MD 20906

$178,500

1 beds

1 baths

860 sq ft

Condo

15107 INTERLACHEN DR 2-102, SILVER SPRIN...

Community: Leisure World® of Maryland

Gatherings at Lyndwood

7315 MAPLECREST RD 405, ELKRIDGE, MD, 21..., Elkridge, MD 21075

$419,900

2 beds

2 baths

1,500 sq ft

Condo

7315 MAPLECREST RD 405, ELKRIDGE, MD, 21...

Community: Gatherings at Lyndwood

Snowden Overlook

8861 SHINING OCEANS WAY 27, COLUMBIA, MD..., Columbia, MD 21045

$670,000

3 beds

4 baths

4,233 sq ft

Condo

8861 SHINING OCEANS WAY 27, COLUMBIA, MD...

Community: Snowden Overlook

Leisure World® of Maryland

3310 N LEISURE WORLD BLVD 325, SILVER SP..., Silver Spring, MD 20906

$235,000

2 beds

2 baths

1,115 sq ft

Condo

3310 N LEISURE WORLD BLVD 325, SILVER SP...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-1015, SILVER..., Silver Spring, MD 20906

$205,000

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-1015, SILVER...

Community: Leisure World® of Maryland

Carroll Vista

405 CLUBSIDE DR # 303, TANEYTOWN, MD, 21..., Taneytown, MD 21787

$399,999

3 beds

3 baths

1,697 sq ft

Condo

405 CLUBSIDE DR # 303, TANEYTOWN, MD, 21...

Community: Carroll Vista

Carroll Vista

840 HORSESHOE LN # 171, TANEYTOWN, MD, 2..., Taneytown, MD 21787

$384,900

3 beds

3 baths

1,707 sq ft

Condo

840 HORSESHOE LN # 171, TANEYTOWN, MD, 2...

Community: Carroll Vista

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

Questions? Call us: (240) 663-8229

The Villages At Woodholme

8523 SNOWREATH RD # 8523, BALTIMORE, MD,..., Baltimore, MD 21208

$479,900

3 beds

4 baths

4,423 sq ft

Condo

8523 SNOWREATH RD # 8523, BALTIMORE, MD,...

Community: The Villages At Woodholme

Colonial Charles

10588 SHOOTING STAR LN, WALDORF, MD, 206..., Waldorf, MD 20603

$425,000

2 beds

2 baths

2,220 sq ft

10588 SHOOTING STAR LN, WALDORF, MD, 206...

Community: Colonial Charles

Gatherings at Forest Glen

8609 WINTERGREEN CT 308, ODENTON, MD, 21..., Odenton, MD 21113

$300,000

2 beds

2 baths

1,400 sq ft

Condo

8609 WINTERGREEN CT 308, ODENTON, MD, 21...

Community: Gatherings at Forest Glen

Central Parke at Victoria Falls

13120 WINDING TRAIL RD, LAUREL, MD, 2070..., Laurel, MD 20707

$407,000

3 beds

3 baths

1,472 sq ft

13120 WINDING TRAIL RD, LAUREL, MD, 2070...

Community: Central Parke at Victoria Falls

Gatherings at Cabin Branch

13230 PETREL ST UNIT 2208, CLARKSBURG, M..., Clarksburg, MD 20871

$574,990

2 beds

2 baths

1,702 sq ft

Condo

13230 PETREL ST UNIT 2208, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$574,990

2 beds

2 baths

1,702 sq ft

Condo

13230 PETREL ST UNIT 2208, CLARKSBURG, M...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

13230 PETREL ST UNIT 2104, CLARKSBURG, M..., Clarksburg, MD 20871

$549,990

2 beds

2 baths

1,529 sq ft

Condo

13230 PETREL ST UNIT 2104, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$549,990

2 beds

2 baths

1,529 sq ft

Condo

13230 PETREL ST UNIT 2104, CLARKSBURG, M...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871

$474,990

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$474,990

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...

Community: The Village at Cabin Branch

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

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Watershed

1356 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724

$678,990

3 beds

5 baths

3,059 sq ft

1356 CRESTED WOOD DR, LAUREL, MD, 20724

Community: Watershed

Watershed

1202 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724

$664,990

4 beds

4 baths

2,660 sq ft

1202 CRESTED WOOD DR, LAUREL, MD, 20724

Community: Watershed

Watershed

1206 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724

$599,990

3 beds

4 baths

2,660 sq ft

1206 CRESTED WOOD DR, LAUREL, MD, 20724

Community: Watershed

Bethany Glen

9792 BLUE IVY WAY, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21042

$749,990

3 beds

3 baths

2,296 sq ft

9792 BLUE IVY WAY, ELLICOTT CITY, MD, 21...

Community: Bethany Glen

Snowden Overlook

8804 SHINING OCEANS WAY 53, COLUMBIA, MD..., Columbia, MD 21045

$635,000

3 beds

4 baths

3,673 sq ft

Condo

8804 SHINING OCEANS WAY 53, COLUMBIA, MD...

Community: Snowden Overlook

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.

Want more information about active adult communities around Middletown?

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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

5 beds

4 baths

4,926 sq ft

1 beds

1 baths

990 sq ft

Condo

2 beds

2 baths

1,157 sq ft

Condo

2 beds

2 baths

1,554 sq ft

Condo

3 beds

2 baths

1,194 sq ft

Condo

3 beds

3 baths

2,670 sq ft

2 beds

2 baths

Condo

6 beds

7 baths

4,241 sq ft

3 beds

3 baths

2,164 sq ft

3 beds

3 baths

2,599 sq ft

Condo

2 beds

2 baths

1,115 sq ft

Condo

2 beds

2 baths

1,278 sq ft

Condo

2 beds

2 baths

1,043 sq ft

Condo

2 beds

2 baths

Condo

3 beds

3 baths

1,620 sq ft

Condo

3 beds

2 baths

1,266 sq ft

Condo

2 beds

2 baths

1,298 sq ft

Condo

3 beds

2 baths

1,900 sq ft

Condo

1 beds

1 baths

860 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

3 beds

4 baths

4,233 sq ft