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

663 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

Parklands

$300ks - $500ks

Parklands, White Plains, MD

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

4.3 rating (11 reviews)

Amblebrook

$300ks - $700ks

Amblebrook, Gettysburg, PA

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

5 rating (3 reviews)

Heritage Hunt

$400ks - $600ks

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

Penn National

$100ks - $600ks

Penn National, Fayetteville, PA

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

5 rating (1 reviews)

Crestwood Village

$200ks - $500ks

Crestwood Village, Frederick, MD

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

The Village at Cabin Bran...

$500ks

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

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

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

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

Cameron Grove

$200ks - $400ks

Cameron Grove, Upper Marlboro, MD

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

5 rating (1 reviews)

Two Rivers

$500ks - $700ks

Two Rivers, Odenton, MD

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

Gatherings at Cabin Branc...

$400ks - $600ks

Gatherings at Cabin Branc..., Clarksburg, MD

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

The Gatherings at Lakevie...

$300ks - $400ks

The Gatherings at Lakevie..., Reisterstown, MD

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

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

Questions? Call us: (240) 663-8229

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

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

5 rating (1 reviews)

Snowden Overlook

$300ks - $600ks

Snowden Overlook, Columbia, MD

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

The Flats at Northside

$600ks - $1Ms

The Flats at Northside, Potomac, MD

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

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

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

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

Signature Club at Greenvi...

$400ks - $500ks

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

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

Traditions of America at ...

$400ks - $600ks

Traditions of America at ..., Mechanicsburg, PA

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

Country Manor

$100ks - $200ks

Country Manor, Shippensburg, PA

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

Regency at Belmont

$600ks - $900ks

Regency at Belmont, Ashburn, VA

New Construction | 55+ age-restricted | Built 2021 - present | 145 homes

Willow Run

$500ks - $600ks

Willow Run, Winchester, VA

New Construction | 55+ age-restricted | 300 homes

Creek View

$200ks

Creek View, Carlisle, PA

New and Resale | 55+ age-restricted | Built 2004 - present | 305 homes

Nells Acres

$200ks - $600ks

Nells Acres, Sykesville, MD

New and Resale | 55+ age-restricted | Built 2000 - present | 103 homes

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)

Willow Lawn Cottages

$300ks

Willow Lawn Cottages, Winchester, VA

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

The Atrium at MetroWest

$600ks - $700ks

The Atrium at MetroWest, Fairfax, VA

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

Cromwell 55+

$300ks - $900ks

Cromwell 55+, Ijamsville, MD

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

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

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

River Ridge

$400ks - $600ks

River Ridge, Woodbridge, VA

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

Winchester Landing

$300ks - $400ks

Winchester Landing, Winchester, VA

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

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

Questions? Call us: (240) 663-8229

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

Belmont Bay

$300ks - $600ks

Belmont Bay, Woodbridge, VA

New and Resale | Age-targeted | Built 2007 - present | 155 homes

1 2 3...4

Cindy Certified

2905 BLEEKER ST 4-406, FAIRFAX, VA, 2203..., Fairfax, VA 22031

Leisure World® of Maryland

15100 INTERLACHEN DR 4-110, SILVER SPRIN..., Silver Spring, MD 20906

$249,500

2 beds

2 baths

1,195 sq ft

Condo

15100 INTERLACHEN DR 4-110, SILVER SPRIN...

Community: Leisure World® of Maryland

Heritage Hunt

13484 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$644,990

2 beds

2 baths

2,128 sq ft

13484 FIELDSTONE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

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

Questions? Call us: (240) 663-8229

Dunbarton

12028 RUTHERGLEN PL, BRISTOW, VA, 20136, Bristow, VA 20136

$725,000

4 beds

3 baths

3,754 sq ft

12028 RUTHERGLEN PL, BRISTOW, VA, 20136

Community: Dunbarton

Central Parke at Victoria Falls

13123 WINDING TRAIL RD, LAUREL, MD, 2070..., Laurel, MD 20707

$610,000

4 beds

4 baths

2,999 sq ft

13123 WINDING TRAIL RD, LAUREL, MD, 2070...

Community: Central Parke at Victoria Falls

Heritage Hunt

13963 CHELMSFORD DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$530,000

3 beds

3 baths

2,090 sq ft

13963 CHELMSFORD DR, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Bethany Glen

9973 HOPE PL, ELLICOTT CITY, MD, 21042, Ellicott City, MD 21042

$725,000

3 beds

4 baths

2,876 sq ft

9973 HOPE PL, ELLICOTT CITY, MD, 21042

Community: Bethany Glen

Leisure World® of Maryland

3671 S LEISURE WORLD BLVD 15-E, SILVER S..., Silver Spring, MD 20906

$189,900

2 beds

3 baths

1,600 sq ft

Condo

3671 S LEISURE WORLD BLVD 15-E, SILVER S...

Community: Leisure World® of Maryland

Cameron Grove

12900 FOX BOW DR 309, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$322,900

2 beds

2 baths

1,204 sq ft

Condo

12900 FOX BOW DR 309, UPPER MARLBORO, MD...

Community: Cameron Grove

Regency at Dominion Valley

15100 HEATHER MILL LN 304, HAYMARKET, VA..., Haymarket, VA 20169

$414,900

2 beds

2 baths

1,499 sq ft

Condo

15100 HEATHER MILL LN 304, HAYMARKET, VA...

Community: Regency at Dominion Valley

Trilogy® at Lake Frederick

110 PIPIT CT, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$790,000

3 beds

3 baths

3,557 sq ft

110 PIPIT CT, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Cadence at Lansdowne

19006 CORAL REEF SQ, LEESBURG, VA, 20176, Leesburg, VA 20176

$939,900

3 beds

5 baths

3,679 sq ft

19006 CORAL REEF SQ, LEESBURG, VA, 20176

Community: Cadence at Lansdowne

Gatherings at Cabin Branch

13240 PETREL ST 5407, CLARKSBURG, MD, 20..., Clarksburg, MD 20871

$649,990

3 beds

2 baths

2,031 sq ft

Condo

13240 PETREL ST 5407, CLARKSBURG, MD, 20...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$649,990

3 beds

2 baths

2,031 sq ft

Condo

13240 PETREL ST 5407, CLARKSBURG, MD, 20...

4614 DIAMOND RIDGE LN, WHITE PLAINS, MD,...

Community: Heritage at St. Charles

Cindy Certified

21913 DURBERRY RD, SMITHSBURG, MD, 21783, Smithsburg, MD 21783

$475,025

3 beds

2 baths

1,518 sq ft

21913 DURBERRY RD, SMITHSBURG, MD, 21783

Leisure World® of Maryland

14809 PENNFIELD CIR 314, SILVER SPRING, ..., Silver Spring, MD 20906

$210,000

1 beds

2 baths

946 sq ft

Condo

14809 PENNFIELD CIR 314, SILVER SPRING, ...

Community: Leisure World® of Maryland

Suffield Meadows

6708 STREAM VIEW LN, WARRENTON, VA, 2018..., Warrenton, VA 20187

$600,000

3 beds

3 baths

3,701 sq ft

Condo

6708 STREAM VIEW LN, WARRENTON, VA, 2018...

Community: Suffield Meadows

Birchwood at Brambleton

23640 BOLTON CRESCENT TER 403, ASHBURN, ..., Ashburn, VA 20148

$724,900

3 beds

2 baths

1,908 sq ft

Condo

23640 BOLTON CRESCENT TER 403, ASHBURN, ...

Community: Birchwood at Brambleton

Cameron Grove

13220 FOX BOW DR 104, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$279,990

1 beds

1 baths

1,015 sq ft

Condo

13220 FOX BOW DR 104, UPPER MARLBORO, MD...

Community: Cameron Grove

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

Questions? Call us: (240) 663-8229

Trilogy® at Lake Frederick

134 ATLANTIS LN, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630

$549,000

3 beds

3 baths

2,173 sq ft

134 ATLANTIS LN, LAKE FREDERICK, VA, 226...

Community: Trilogy® at Lake Frederick

Leisure World® of Maryland

15101 INTERLACHEN DR 1-124, SILVER SPRIN..., Silver Spring, MD 20906

$199,900

2 beds

2 baths

1,210 sq ft

Condo

15101 INTERLACHEN DR 1-124, SILVER SPRIN...

Community: Leisure World® of Maryland

Traditions of America at Silver Spring

646 REPUBLIC WAY, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050

$409,900

2 beds

2 baths

1,894 sq ft

Condo

646 REPUBLIC WAY, MECHANICSBURG, PA, 170...

Community: Traditions of America at Silver Spring

Four Seasons at Ashburn Village

21007 ROCKY KNOLL SQ 205, ASHBURN, VA, 2..., Ashburn, VA 20147

$500,000

2 beds

2 baths

1,491 sq ft

Condo

21007 ROCKY KNOLL SQ 205, ASHBURN, VA, 2...

Community: Four Seasons at Ashburn Village

Amblebrook

HOMESITE C216 IRIS LN, GETTYSBURG, PA, 1..., Gettysburg, PA 17325

$698,990

2 beds

3 baths

2,539 sq ft

HOMESITE C216 IRIS LN, GETTYSBURG, PA, 1...

Community: Amblebrook

Rosehill Manor Villas

19601 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$374,900

3 beds

2 baths

1,735 sq ft

19601 LAVENDER LN, HAGERSTOWN, MD, 21742

Community: Rosehill Manor Villas

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER 519, LEESBURG, V..., Leesburg, VA 20176

$319,990

$525,000

2 beds

2 baths

1,451 sq ft

Condo

2319 FIELD POINT RD 102, HERNDON, VA, 20...

Leisure World® of Maryland

15115 INTERLACHEN DR 3-902, SILVER SPRIN..., Silver Spring, MD 20906

$129,900

1 beds

1 baths

850 sq ft

Condo

15115 INTERLACHEN DR 3-902, SILVER SPRIN...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

Cindy Certified

930 ROSE AVE 2001, ROCKVILLE, MD, 20852, Rockville, MD 20852

$1,490,000

3 beds

3 baths

2,236 sq ft

Condo

930 ROSE AVE 2001, ROCKVILLE, MD, 20852

Gatherings at Ellicott Mills

8511 COLTRANE CT 204, ELLICOTT CITY, MD,..., Ellicott City, MD 21043

$439,990

2 beds

2 baths

1,500 sq ft

Condo

8511 COLTRANE CT 204, ELLICOTT CITY, MD,...

Community: Gatherings at Ellicott Mills

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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 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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663 homes

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

143 communities near Middletown

663 homes near Middletown

2 beds

2 baths

1,506 sq ft

Condo

3 beds

2 baths

1,926 sq ft

3 beds

2 baths

1,627 sq ft

Condo

2 beds

2 baths

1,195 sq ft

Condo

2 beds

2 baths

2,128 sq ft

4 beds

3 baths

3,754 sq ft

4 beds

4 baths

2,999 sq ft

3 beds

3 baths

2,090 sq ft

3 beds

4 baths

2,876 sq ft

2 beds

3 baths

1,600 sq ft

Condo

2 beds

2 baths

1,204 sq ft

Condo

2 beds

2 baths

1,499 sq ft

Condo

3 beds

3 baths

3,557 sq ft

3 beds

5 baths

3,679 sq ft

3 beds

2 baths

2,031 sq ft

Condo

3 beds

2 baths

2,031 sq ft

Condo

2 beds

2 baths

1,312 sq ft

Condo

2 beds

2 baths

1,315 sq ft

Condo

2 beds

2 baths

1,429 sq ft

Condo

2 beds

3 baths

1,600 sq ft

Condo

2 beds

2 baths

1,354 sq ft

Condo

3 beds