Middletown, MD 55+ active adult communities & homes for sale - Page 3

572 homes near Middletown

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5 rating (1 reviews)

Leisure World® of Marylan...

<$100k - $800ks

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 - $700ks

Amblebrook, Gettysburg, PA

New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes

5 rating (2 reviews)

Trilogy® at Lake Frederic...

- $900ks

Trilogy® at Lake Frederic..., Lake Frederick, VA

New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes

Parklands

$300ks - $500ks

Parklands, White Plains, MD

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

The Flats at Heathcote Vi...

$300ks - $500ks

The Flats at Heathcote Vi..., Haymarket, VA

New Construction | 55+ age-restricted | Built 2026 - present | 500 homes

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Questions? Call us: (240) 663-8229

Willow Run

$500ks - $600ks

Willow Run, Winchester, VA

New Construction | 55+ age-restricted | 300 homes

Cameron Grove

$200ks - $400ks

Cameron Grove, Upper Marlboro, MD

Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes

The Flats at Northside

$600ks - $1Ms

The Flats at Northside, Potomac, MD

New Construction | Age-targeted | Built 2025 - present | 143 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

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.

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

Beechfield Manors

$200ks - $400ks

Beechfield Manors, Bowie, MD

New Construction | 55+ age-restricted | Built 2024 - present

5 rating (3 reviews)

Heritage Hunt

$400ks - $600ks

Heritage Hunt, Gainesville, VA

Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes

Emerald Pointe

$300ks - $500ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes

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

Questions? Call us: (240) 663-8229

Penn National

$100ks - $600ks

Penn National, Fayetteville, PA

New and Resale | Age-targeted | Built 1968 - present | 1,100 homes

The Village at Cabin Bran...

$500ks

The Village at Cabin Bran..., Clarksburg, MD

New Construction | 55+ age-restricted | Built 2021 - present

The Gatherings at Lakevie...

$300ks - $400ks

The Gatherings at Lakevie..., Reisterstown, MD

New Construction | 55+ age-restricted | Built 2025 - present | 122 homes

The Atrium at MetroWest

$600ks - $700ks

The Atrium at MetroWest, Fairfax, VA

New Construction | 55+ age-restricted | Built 2018 - present | 206 homes

Gatherings at Cabin Branc...

$400ks - $600ks

Gatherings at Cabin Branc..., Clarksburg, MD

New Construction | 55+ age-restricted | Built 2024 - present | 135 homes

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

New Construction | 55+ age-restricted | Built 2026 - present

5 rating (1 reviews)

Gatherings at Wellington

$300ks - $400ks

Gatherings at Wellington, Manassas, VA

Resale Only | 55+ age-restricted | Built 2011 - 2016 | 135 homes

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

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

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

Questions? Call us: (240) 663-8229

Cedar Ridge at Piney Orch...

$200ks - $300ks

Cedar Ridge at Piney Orch..., Odenton, MD

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

New Construction | 55+ age-restricted | Built 2022 - present | 177 homes

Traditions of America at ...

$400ks - $600ks

Traditions of America at ..., Mechanicsburg, PA

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 517 homes

5 rating (1 reviews)

Gatherings at Lyndwood

$300ks - $400ks

Gatherings at Lyndwood, Elkridge, MD

Resale Only | 55+ age-restricted | Built 2005 - 2008 | 216 homes

Signature Club at Greenvi...

$400ks - $500ks

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

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

5 rating (1 reviews)

Carroll Vista

$200ks - $300ks

Carroll Vista, Taneytown, MD

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes

Spring Valley Estates

$300ks - $400ks

Spring Valley Estates, Waynesboro, PA

New Construction | 55+ age-restricted | Built 2019 - present | 140 homes

5 rating (2 reviews)

Central Parke at Victoria...

$300ks - $500ks

Central Parke at Victoria..., Laurel, MD

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

Carroll's Creek

$300ks

Carroll's Creek, Gambrills, MD

Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes

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

Questions? Call us: (240) 663-8229

Four Seasons at Virginia ...

$400ks - $500ks

Four Seasons at Virginia ..., Woodbridge, VA

New Construction | 55+ age-restricted | Built 2021 - present | 185 homes

Blue Ridge

$300ks - $400ks

Blue Ridge, Harrisburg, PA

New and Resale | Age-targeted | Built 2020 - present | 130 homes

Winifred Manor

$200ks

Winifred Manor, Eldersburg, MD

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 152 homes

5 rating (1 reviews)

Four Seasons at Historic ...

$400ks - $600ks

Four Seasons at Historic ..., Dumfries, VA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes

5 rating (1 reviews)

Crestwood Village

$200ks - $500ks

Crestwood Village, Frederick, MD

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

The Crest of Alexandria

$400ks - $800ks

The Crest of Alexandria, Alexandria, VA

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

The Village at Freedom Hi...

$300ks

The Village at Freedom Hi..., Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2007 - present | 66 homes

Sagebrook

$300ks - $400ks

Sagebrook, Dover, PA

New and Resale | 55+ age-restricted | Built 2020 - present | 194 homes

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

Questions? Call us: (240) 663-8229

5 rating (2 reviews)

Potomac Green

$400ks - $800ks

Potomac Green, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes

5 rating (1 reviews)

Two Rivers

$500ks - $700ks

Two Rivers, Odenton, MD

New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes

1 2 3...4

Sagebrook

855 SHADOWBROOKE DR, DOVER, PA, 17315, Dover, PA 17315

$427,990

2 beds

2 baths

855 SHADOWBROOKE DR, DOVER, PA, 17315

Community: Sagebrook

Gatherings at Lyndwood

6155 SHADYWOOD RD 305, ELKRIDGE, MD, 210..., Elkridge, MD 21075

$425,000

1,500 sq ft

Condo

6155 SHADYWOOD RD 305, ELKRIDGE, MD, 210...

Community: Gatherings at Lyndwood

Carroll's Creek

1408 WIGEON WAY 301, GAMBRILLS, MD, 2105..., Gambrills, MD 21054

$465,000

3 beds

2 baths

1,780 sq ft

Condo

1408 WIGEON WAY 301, GAMBRILLS, MD, 2105...

Community: Carroll's Creek

Leisure World® of Maryland

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

$189,000

2 beds

2 baths

980 sq ft

Condo

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

Community: Leisure World® of Maryland

Amblebrook

149 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325

$429,990

4 beds

3 baths

2,361 sq ft

149 GRAND OVERLOOK DR, GETTYSBURG, PA, 1...

Community: Amblebrook

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

Questions? Call us: (240) 663-8229

Maple Highlands

12216 NICOLAR DR, FULTON, MD, 20759, Fulton, MD 20759

$859,990

3 beds

3 baths

2,670 sq ft

Condo

12216 NICOLAR DR, FULTON, MD, 20759

Community: Maple Highlands

Trilogy® at Lake Frederick

110 COTTONTAIL DR, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630

$625,000

3 beds

3 baths

2,860 sq ft

110 COTTONTAIL DR, LAKE FREDERICK, VA, 2...

Community: Trilogy® at Lake Frederick

Two Rivers

1336 CHICORY WAY, ODENTON, MD, 21113, Odenton, MD 21113

$850,000

4 beds

3 baths

3,680 sq ft

1336 CHICORY WAY, ODENTON, MD, 21113

Community: Two Rivers

Longstown Village

1013 HASTINGS BLVD 1013, YORK, PA, 17402, York, PA 17402

$219,750

2 beds

1 baths

1,104 sq ft

Condo

1013 HASTINGS BLVD 1013, YORK, PA, 17402

Community: Longstown Village

Penn National

2324 ARONIMINK CIR D, FAYETTEVILLE, PA, ..., Fayetteville, PA 17222

$299,900

2 beds

2 baths

1,454 sq ft

2324 ARONIMINK CIR D, FAYETTEVILLE, PA, ...

Community: Penn National

Leisure World® of Maryland

3415 ISLAND CREEK CT 131-A, SILVER SPRIN..., Silver Spring, MD 20906

$559,000

3 beds

2 baths

1,550 sq ft

Condo

3415 ISLAND CREEK CT 131-A, SILVER SPRIN...

Community: Leisure World® of Maryland

Parklands

10588 GREAT BASIN PL, WHITE PLAINS, MD, ..., White Plains, MD 20695

$399,990

3 beds

3 baths

1,915 sq ft

10588 GREAT BASIN PL, WHITE PLAINS, MD, ...

Community: Parklands

Parklands

10584 GREAT BASIN PL, WHITE PLAINS, MD, ..., White Plains, MD 20695

$456,990

4 beds

4 baths

2,364 sq ft

10584 GREAT BASIN PL, WHITE PLAINS, MD, ...

Community: Parklands

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

Questions? Call us: (240) 663-8229

Trilogy® at Lake Frederick

311 GREBE DR, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$795,000

3 beds

3 baths

4,629 sq ft

311 GREBE DR, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Winifred Manor

2008 RUDY SERRA DR B, ELDERSBURG, MD, 21..., Eldersburg, MD 21784

$320,000

2 beds

2 baths

1,112 sq ft

Condo

2008 RUDY SERRA DR B, ELDERSBURG, MD, 21...

Community: Winifred Manor

Four Seasons at Virginia Crossing

3720 HAVERTILL LN 306, WOODBRIDGE, VA, 2..., Woodbridge, VA 22193

$503,000

2 beds

2 baths

1,863 sq ft

Condo

3720 HAVERTILL LN 306, WOODBRIDGE, VA, 2...

Community: Four Seasons at Virginia Crossing

Heritage Hunt

6938 WALNUT HILL DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$615,000

4 beds

3 baths

2,341 sq ft

6938 WALNUT HILL DR, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Heritage Hunt

13703 CURRANT LOOP, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$545,000

3 beds

3 baths

2,050 sq ft

13703 CURRANT LOOP, GAINESVILLE, VA, 201...

Community: Heritage Hunt

Willow Run

232 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$653,990

4 beds

3 baths

2,909 sq ft

232 HYDRANGEA WAY, WINCHESTER, VA, 22602

Community: Willow Run

Willow Run

234 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$653,990

4 beds

3 baths

2,865 sq ft

234 HYDRANGEA WAY, WINCHESTER, VA, 22602

Community: Willow Run

Willow Run

249 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$649,990

4 beds

3 baths

2,712 sq ft

249 HYDRANGEA WAY, WINCHESTER, VA, 22602

Community: Willow Run

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

Questions? Call us: (240) 663-8229

Willow Run

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

$519,990

4 beds

3 baths

2,168 sq ft

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

Community: Willow Run

Willow Run

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

$459,990

3 beds

2 baths

1,492 sq ft

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

Community: Willow Run

Willow Run

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

$519,990

4 beds

3 baths

2,168 sq ft

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

Community: Willow Run

Willow Run

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

$459,990

3 beds

2 baths

1,492 sq ft

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

Community: Willow Run

Willow Run

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

$519,990

4 beds

3 baths

2,168 sq ft

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

Community: Willow Run

River Ridge

12116 EDDYSTONE CT, WOODBRIDGE, VA, 2219..., Woodbridge, VA 22192

$699,900

3 beds

3 baths

3,243 sq ft

12116 EDDYSTONE CT, WOODBRIDGE, VA, 2219...

Community: River Ridge

Leisure World® of Maryland

3210 N LEISURE WORLD BLVD 420, SILVER SP..., Silver Spring, MD 20906

$400,000

2 beds

2 baths

1,490 sq ft

Condo

3210 N LEISURE WORLD BLVD 420, SILVER SP...

Community: Leisure World® of Maryland

Trilogy® at Lake Frederick

118 TWINLEAF WAY, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$399,900

3 beds

3 baths

1,848 sq ft

118 TWINLEAF WAY, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Heritage Hunt

6344 AVINGTON PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155

$749,900

3 beds

3 baths

3,495 sq ft

6344 AVINGTON PL, GAINESVILLE, VA, 20155

Community: Heritage Hunt

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

Questions? Call us: (240) 663-8229

The Villages At Woodholme

4223 CHASTETREE CT, PIKESVILLE, MD, 2120..., Pikesville, MD 21208

$469,900

4 beds

4 baths

4,184 sq ft

Condo

4223 CHASTETREE CT, PIKESVILLE, MD, 2120...

Community: The Villages At Woodholme

Four Seasons at Vint Hill

6854 AVERBACH CT, WARRENTON, VA, 20187, Warrenton, VA 20187

$674,980

3 beds

4 baths

4,277 sq ft

6854 AVERBACH CT, WARRENTON, VA, 20187

Community: Four Seasons at Vint Hill

Heritage Hunt

6369 AVINGTON PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155

$790,000

3 beds

3 baths

2,856 sq ft

6369 AVINGTON PL, GAINESVILLE, VA, 20155

Community: Heritage Hunt

Lansdowne Woods of Virginia

19360 MAGNOLIA GROVE SQ 108, LEESBURG, V..., Leesburg, VA 20176

$359,500

2 beds

2 baths

1,170 sq ft

Condo

19360 MAGNOLIA GROVE SQ 108, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Leisure World® of Maryland

15115 INTERLACHEN DR 3-204, SILVER SPRIN..., Silver Spring, MD 20906

$285,000

2 beds

2 baths

1,480 sq ft

Condo

15115 INTERLACHEN DR 3-204, SILVER SPRIN...

Community: Leisure World® of Maryland

Parklands

10131 SHENANDOAH LN, WHITE PLAINS, MD, 2..., White Plains, MD 20695

$579,690

3 beds

3 baths

3,532 sq ft

10131 SHENANDOAH LN, WHITE PLAINS, MD, 2...

Community: Parklands

Leisure World® of Maryland

2900 N LEISURE WORLD BLVD 212, SILVER SP..., Silver Spring, MD 20906

$179,000

1 beds

1 baths

896 sq ft

Condo

2900 N LEISURE WORLD BLVD 212, SILVER SP...

Community: Leisure World® of Maryland

Emerald Pointe

19553 TURQUOISE DR V222, HAGERSTOWN, MD,..., Hagerstown, MD 21742

$484,900

2 beds

2 baths

1,850 sq ft

19553 TURQUOISE DR V222, HAGERSTOWN, MD,...

Community: Emerald Pointe

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

3712 FINSBURY PARK DR 50-A, SILVER SPRIN..., Silver Spring, MD 20906

$378,900

2 beds

2 baths

1,157 sq ft

3712 FINSBURY PARK DR 50-A, SILVER SPRIN...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3700 GLEN EAGLES DR, SILVER SPRING, MD, ..., Silver Spring, MD 20906

$775,000

4 beds

3 baths

3,776 sq ft

3700 GLEN EAGLES DR, SILVER SPRING, MD, ...

Community: Leisure World® of Maryland

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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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572 homes

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Middletown, MD 55+ active adult communities & homes for sale - Page 3

141 communities near Middletown

572 homes near Middletown

2 beds

2 baths

1,500 sq ft

Condo

3 beds

2 baths

1,780 sq ft

Condo

2 beds

2 baths

980 sq ft

Condo

4 beds

3 baths

2,361 sq ft

3 beds

3 baths

2,670 sq ft

Condo

3 beds

3 baths

2,860 sq ft

4 beds

3 baths

3,680 sq ft

2 beds

1 baths

1,104 sq ft

Condo

2 beds

2 baths

1,454 sq ft

3 beds

2 baths

1,550 sq ft

Condo

3 beds

3 baths

1,915 sq ft

4 beds

4 baths

2,364 sq ft

3 beds

3 baths

4,629 sq ft

2 beds

2 baths

1,112 sq ft

Condo

2 beds

2 baths

1,863 sq ft

Condo

4 beds

3 baths

2,341 sq ft

3 beds

3 baths

2,050 sq ft

4 beds

3 baths

2,909 sq ft

4 beds

3 baths

2,865 sq ft

4 beds

3 baths

2,712 sq ft

4 beds

3 baths

2,168 sq ft

3 beds

2 baths

1,492 sq ft

4 beds

3 baths

2,168 sq ft