Middletown, MD 55+ active adult communities & homes for sale - Page 14

627 homes near Middletown

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2.3 rating (3 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

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$300ks - $1Ms

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

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

The Flats at Heathcote Vi...

$300ks - $500ks

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

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

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

Questions? Call us: (240) 663-8229

Parklands

$300ks - $500ks

Parklands, White Plains, MD

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

Penn National

$100ks - $600ks

Penn National, Fayetteville, PA

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

5 rating (1 reviews)

Two Rivers

$500ks - $700ks

Two Rivers, Odenton, MD

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

The Flats at Northside

$600ks - $1Ms

The Flats at Northside, Potomac, MD

New Construction | Age-targeted | Built 2025 - present | 143 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 (3 reviews)

Heritage Hunt

$400ks - $600ks

Heritage Hunt, Gainesville, VA

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

Gatherings at Cabin Branc...

$400ks - $600ks

Gatherings at Cabin Branc..., Clarksburg, MD

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

Cameron Grove

$200ks - $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 - $500ks

Central Parke at Victoria..., Laurel, MD

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

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

Questions? Call us: (240) 663-8229

Traditions of America at ...

$400ks - $600ks

Traditions of America at ..., Mechanicsburg, PA

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

Willow Run

$500ks - $600ks

Willow Run, Winchester, VA

New Construction | 55+ age-restricted | 300 homes

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

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

5 rating (1 reviews)

Snowden Overlook

$300ks - $600ks

Snowden Overlook, Columbia, MD

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes

The Atrium at MetroWest

$600ks - $700ks

The Atrium at MetroWest, Fairfax, VA

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

Spring Valley Estates

$300ks - $400ks

Spring Valley Estates, Waynesboro, PA

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

Regency at Dominion Valle...

$300ks - $1Ms

Regency at Dominion Valle..., Haymarket, VA

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

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

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

Emerald Pointe

$300ks - $500ks

Emerald Pointe, Hagerstown, MD

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

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

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

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

Questions? Call us: (240) 663-8229

Cadence at Lansdowne

$600ks

Cadence at Lansdowne, Lansdowne, VA

Resale Only | 55+ age-restricted | Built 2020 - 2024 | 74 homes

Carroll's Creek

$300ks

Carroll's Creek, Gambrills, MD

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

Cromwell 55+

$300ks - $900ks

Cromwell 55+, Ijamsville, MD

New Construction | 55+ age-restricted | Built 2024 - present | 488 homes

Winchester Landing

$300ks - $400ks

Winchester Landing, Winchester, VA

Resale Only | 55+ age-restricted | Built 2023 - 2025

Four Seasons at Virginia ...

$400ks - $500ks

Four Seasons at Virginia ..., Woodbridge, VA

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

Beechfield Manors

$200ks - $400ks

Beechfield Manors, Bowie, MD

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

3 rating (2 reviews)

Dunbarton

$300ks - $500ks

Dunbarton, Bristow, VA

Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes

Country Manor

$200ks

Country Manor, Shippensburg, PA

Resale Only | 55+ age-restricted | Built 2000 - 2018 | 130 homes

5 rating (1 reviews)

Willow Lawn Cottages

$300ks

Willow Lawn Cottages, Winchester, VA

Resale Only | 55+ age-restricted | Built 1999 - 2004 | 120 homes

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

Questions? Call us: (240) 663-8229

Sagebrook

$300ks - $400ks

Sagebrook, Dover, PA

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

The Courtyards at Waverly...

$300ks - $1Ms

The Courtyards at Waverly..., Marriottsville, MD

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

1 2 3...4

Amblebrook

96 ELDERBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$419,990

3 beds

2 baths

1,763 sq ft

96 ELDERBERRY WAY, GETTYSBURG, PA, 17325

Community: Amblebrook

Trilogy® at Lake Frederick

121 MILKWEED, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$877,400

3 beds

4 baths

4,213 sq ft

121 MILKWEED, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-712, SILVER ..., Silver Spring, MD 20906

$179,000

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-712, SILVER ...

Community: Leisure World® of Maryland

Sagebrook

856 SHADOWBROOKE DR, DOVER, PA, 17315, Dover, PA 17315

$389,990

2 beds

2 baths

856 SHADOWBROOKE DR, DOVER, PA, 17315

Community: Sagebrook

Sagebrook

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

$419,990

2 beds

2 baths

855 SHADOWBROOKE DR, DOVER, PA, 17315

Community: Sagebrook

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

Questions? Call us: (240) 663-8229

Trilogy® at Lake Frederick

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

$550,000

3 beds

3 baths

2,860 sq ft

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

Community: Trilogy® at Lake Frederick

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

Four Seasons at Virginia Crossing

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

$465,000

$420,000

2 beds

2 baths

1,490 sq ft

Condo

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

Community: Leisure World® of Maryland

Parklands

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

$549,990

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

$165,000

1 beds

1 baths

896 sq ft

Condo

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

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

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

Cameron Grove

13220 FOX BOW DR 307, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$320,000

2 beds

2 baths

1,187 sq ft

Condo

13220 FOX BOW DR 307, UPPER MARLBORO, MD...

Community: Cameron Grove

Parklands

10135 SHENANDOAH LN, WHITE PLAINS, MD, 2..., White Plains, MD 20695

$559,990

4 beds

4 baths

3,772 sq ft

10135 SHENANDOAH LN, WHITE PLAINS, MD, 2...

Community: Parklands

Trilogy® at Lake Frederick

123 COWBIRD ST, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$580,000

3 beds

3 baths

2,721 sq ft

123 COWBIRD ST, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Emerald Pointe

13301 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$404,900

2 beds

2 baths

1,726 sq ft

13301 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Spring Valley Estates

11798 MYSTIC ROCK LN, WAYNESBORO, PA, 17..., Waynesboro, PA 17268

$349,900

4 beds

3 baths

2,150 sq ft

11798 MYSTIC ROCK LN, WAYNESBORO, PA, 17...

Community: Spring Valley Estates

Cindy Certified

8121 RIVER RD 424, BETHESDA, MD, 20817, Bethesda, MD 20817

13711 JOYCE RD, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191

$749,000

3 beds

3 baths

2,000 sq ft

13711 JOYCE RD, WOODBRIDGE, VA, 22191

Village Crest

4179 LOTUS CIR 57, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21043

$550,000

3 beds

3 baths

2,450 sq ft

Condo

4179 LOTUS CIR 57, ELLICOTT CITY, MD, 21...

2 baths

13226 ONYX DR S175, HAGERSTOWN, MD, 2174...

Community: Emerald Pointe

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

Questions? Call us: (240) 663-8229

Cindy Certified

7887 JONES BRANCH DR 1701, MCLEAN, VA, 2..., Mclean, VA 22102

$2,550,000

2 beds

3 baths

2,284 sq ft

Condo

7887 JONES BRANCH DR 1701, MCLEAN, VA, 2...

Cindy Certified

255 W FALLS STATION BLVD 511, FALLS CHUR..., Falls Church, VA 22046

$1,329,000

3 beds

3 baths

1,640 sq ft

Condo

255 W FALLS STATION BLVD 511, FALLS CHUR...

1…3 4 5 6 7 8 9 10 11 12 13 14 15…16

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 111 days. The average price of homes for sale in this community is approximately $600,106, 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 $600,106.

Want more information about active adult communities around Middletown?

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627 homes

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Middletown, MD 55+ active adult communities & homes for sale - Page 14

142 communities near Middletown

627 homes near Middletown

3 beds

2 baths

1,763 sq ft

3 beds

4 baths

4,213 sq ft

2 beds

2 baths

980 sq ft

Condo

2 beds

2 baths

2 beds

2 baths

3 beds

3 baths

2,860 sq ft

3 beds

3 baths

1,915 sq ft

4 beds

4 baths

2,364 sq ft

2 beds

2 baths

1,863 sq ft

Condo

4 beds

3 baths

2,909 sq ft

4 beds

3 baths

2,865 sq ft

3 beds

2 baths

1,492 sq ft

4 beds

3 baths

2,168 sq ft

2 beds

2 baths

1,490 sq ft

Condo

3 beds

3 baths

3,532 sq ft

1 beds

1 baths

896 sq ft

Condo

2 beds

2 baths

1,850 sq ft

2 beds

2 baths

1,187 sq ft

Condo

4 beds

4 baths

3,772 sq ft

3 beds

3 baths

2,721 sq ft

2 beds

2 baths

1,726 sq ft

4 beds

3 baths

2,150 sq ft

2 beds

3 baths

2,708 sq ft

Condo

3 beds

3 baths

2,285 sq ft

Condo