Middletown, MD 55+ active adult communities & homes for sale - Page 2

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

255 W FALLS STATION BLVD 307, FALLS CHUR..., Falls Church, VA 22046

$935,000

3 beds

2 baths

1,475 sq ft

Condo

255 W FALLS STATION BLVD 307, FALLS CHUR...

Cindy Certified

255 W FALLS STATION BLVD 402, FALLS CHUR..., Falls Church, VA 22046

$825,000

2 beds

2 baths

1,325 sq ft

Condo

255 W FALLS STATION BLVD 402, FALLS CHUR...

Cindy Certified

255 W FALLS STATION BLVD 305, FALLS CHUR..., Falls Church, VA 22046

$725,000

2 beds

2 baths

1,235 sq ft

Condo

255 W FALLS STATION BLVD 305, FALLS CHUR...

Birchwood at Brambleton

23630 HAVELOCK WALK TER 410, ASHBURN, VA..., Ashburn, VA 20148

$465,000

2 beds

2 baths

1,212 sq ft

Condo

23630 HAVELOCK WALK TER 410, ASHBURN, VA...

Community: Birchwood at Brambleton

Cindy Certified

20122 REGENT CIR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$399,990

3 beds

2 baths

1,368 sq ft

20122 REGENT CIR, HAGERSTOWN, MD, 21742

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

Questions? Call us: (240) 663-8229

Cindy Certified

20127 REGENT CIR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$499,990

3 beds

2 baths

1,988 sq ft

20127 REGENT CIR, HAGERSTOWN, MD, 21742

Cindy Certified

1761 OLD MEADOW RD 307, MCLEAN, VA, 2210..., Mclean, VA 22102

$909,900

2 beds

3 baths

1,397 sq ft

Condo

1761 OLD MEADOW RD 307, MCLEAN, VA, 2210...

Four Seasons at Ashburn Village

44465 CHAMBERLAIN TER 102, ASHBURN, VA, ..., Ashburn, VA 20147

$535,000

2 beds

2 baths

1,710 sq ft

Condo

44465 CHAMBERLAIN TER 102, ASHBURN, VA, ...

Community: Four Seasons at Ashburn Village

Cindy Certified

24637 WOOLLY MAMMOTH TER 205, ALDIE, VA,..., Aldie, VA 20105

$495,000

3 beds

2 baths

1,712 sq ft

Condo

24637 WOOLLY MAMMOTH TER 205, ALDIE, VA,...

Cindy Certified

930 ROSE AVE 2002, ROCKVILLE, MD, 20852, Rockville, MD 20852

$1,448,000

3 beds

3 baths

2,429 sq ft

Condo

930 ROSE AVE 2002, ROCKVILLE, MD, 20852

Gatherings at Wellington

9202 CHARLESTON DR 207, MANASSAS, VA, 20..., Manassas, VA 20110

$419,950

3 beds

2 baths

2,006 sq ft

Condo

9202 CHARLESTON DR 207, MANASSAS, VA, 20...

Community: Gatherings at Wellington

Nells Acres

1909 LENNOX DR 82, ELDERSBURG, MD, 21784, Eldersburg, MD 21784

$315,000

3 beds

3 baths

1,700 sq ft

Condo

1909 LENNOX DR 82, ELDERSBURG, MD, 21784

Community: Nells Acres

Central Parke at Lowes Island

20816 NOBLE TER 210, STERLING, VA, 20165, Sterling, VA 20165

$485,000

3 beds

2 baths

1,989 sq ft

Condo

20816 NOBLE TER 210, STERLING, VA, 20165

Community: Central Parke at Lowes Island

Roth's Farm Village

1379 PLEASANT VIEW DR 222, SPRING GROVE,..., Spring Grove, PA 17362

$284,900

2 beds

2 baths

1,494 sq ft

1379 PLEASANT VIEW DR 222, SPRING GROVE,...

Community: Roth's Farm Village

Trilogy® at Lake Frederick

109 WALLEYE CT, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$589,900

2 beds

2 baths

1,839 sq ft

109 WALLEYE CT, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Leisure World® of Maryland

15210 ELKRIDGE WAY 91-1K, SILVER SPRING,..., Silver Spring, MD 20906

$249,900

3 beds

2 baths

1,340 sq ft

Condo

15210 ELKRIDGE WAY 91-1K, SILVER SPRING,...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

Carroll's Creek

1408 WIGEON WAY 104, GAMBRILLS, MD, 2105..., Gambrills, MD 21054

$400,000

3 beds

2 baths

1,778 sq ft

Condo

1408 WIGEON WAY 104, GAMBRILLS, MD, 2105...

Community: Carroll's Creek

Trilogy® at Lake Frederick

106 FRINGETREE CT, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630

$650,000

5 beds

3 baths

4,047 sq ft

106 FRINGETREE CT, LAKE FREDERICK, VA, 2...

Community: Trilogy® at Lake Frederick

Cindy Certified

6295 VIRGINIA BLUEBELL LN, HAYMARKET, VA..., Haymarket, VA 20169

$599,975

2 beds

2 baths

1,593 sq ft

6295 VIRGINIA BLUEBELL LN, HAYMARKET, VA...

Penn National

6351 NINTH VW, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222

$322,500

2 beds

2 baths

Condo

6351 NINTH VW, FAYETTEVILLE, PA, 17222

Community: Penn National

The Gatherings at Lakeview Community

553 QUARRY PLACE CT, REISTERSTOWN, MD, 2..., Reisterstown, MD 21136

$395,990

3 beds

3 baths

1,569 sq ft

Condo

553 QUARRY PLACE CT, REISTERSTOWN, MD, 2...

Community: The Gatherings at Lakeview Community

Regency at Dominion Valley

15233 BRIER CREEK DR, HAYMARKET, VA, 201..., Haymarket, VA 20169

$775,000

3 beds

3 baths

3,023 sq ft

15233 BRIER CREEK DR, HAYMARKET, VA, 201...

Community: Regency at Dominion Valley

Lansdowne Woods of Virginia

19370 MAGNOLIA GROVE SQ 212, LEESBURG, V..., Leesburg, VA 20176

$430,000

2 beds

2 baths

1,444 sq ft

Condo

19370 MAGNOLIA GROVE SQ 212, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Ellicott's Retreat

8990 CARLS CT C, ELLICOTT CITY, MD, 2104..., Ellicott City, MD 21043

$420,000

2 beds

2 baths

1,425 sq ft

Condo

8990 CARLS CT C, ELLICOTT CITY, MD, 2104...

Community: Ellicott's Retreat

Amblebrook

77 QUIET CREEK DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$525,000

2 beds

2 baths

1,825 sq ft

77 QUIET CREEK DR, GETTYSBURG, PA, 17325

Community: Amblebrook

The Woodlands of Urbana

3519 STARLIGHT ST 401, FREDERICK, MD, 21..., Frederick, MD 21704

$484,900

2 beds

2 baths

1,734 sq ft

Condo

3519 STARLIGHT ST 401, FREDERICK, MD, 21...

Community: The Woodlands of Urbana

Boxwood Villas

9247 BEALLS FARM RD, FREDERICK, MD, 2170..., Frederick, MD 21704

$795,000

3 beds

4 baths

4,173 sq ft

9247 BEALLS FARM RD, FREDERICK, MD, 2170...

Community: Boxwood Villas

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

Questions? Call us: (240) 663-8229

Regency at Dominion Valley

15584 LEGACY WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169

$750,000

3 beds

3 baths

2,515 sq ft

15584 LEGACY WAY, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

Cindy Certified

1121 FORTUNE TER 210, POTOMAC, MD, 20854, Potomac, MD 20854

$880,894

2 beds

2 baths

1,534 sq ft

Condo

1121 FORTUNE TER 210, POTOMAC, MD, 20854

Cindy Certified

2907 BLEEKER ST 3-206, FAIRFAX, VA, 2203..., Fairfax, VA 22031

$675,000

2 beds

2 baths

1,506 sq ft

Condo

2907 BLEEKER ST 3-206, FAIRFAX, VA, 2203...

Regency at Ashburn

44589 YORK CREST TER 405, ASHBURN, VA, 2..., Ashburn, VA 20147

$520,000

2 beds

2 baths

1,491 sq ft

Condo

44589 YORK CREST TER 405, ASHBURN, VA, 2...

Community: Regency at Ashburn

Heritage Hunt

13439 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$910,000

4 beds

4 baths

4,293 sq ft

13439 FIELDSTONE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Ellicott's Retreat

8960 CARLS CT H, ELLICOTT CITY, MD, 2104..., Ellicott City, MD 21043

$455,000

2 beds

2 baths

1,509 sq ft

Condo

8960 CARLS CT H, ELLICOTT CITY, MD, 2104...

Community: Ellicott's Retreat

Amblebrook

64 BONESET DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$432,500

3 beds

3 baths

2,514 sq ft

64 BONESET DR, GETTYSBURG, PA, 17325

Community: Amblebrook

Penn National

6146 GREENBRIAR DR, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222

$349,000

3 beds

2 baths

2,038 sq ft

6146 GREENBRIAR DR, FAYETTEVILLE, PA, 17...

Community: Penn National

Hawthorne Greene

48 CAMDEN CIR, LA PLATA, MD, 20646, La Plata, MD 20646

$374,900

2 beds

2 baths

1,571 sq ft

48 CAMDEN CIR, LA PLATA, MD, 20646

Community: Hawthorne Greene

Crestwood Village

7016 BASSWOOD RD, FREDERICK, MD, 21703, Frederick, MD 21703

$349,900

2 beds

2 baths

1,128 sq ft

7016 BASSWOOD RD, FREDERICK, MD, 21703

Community: Crestwood Village

Heritage Hunt

6912 BIRKENHEAD PL, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$734,000

3 beds

4 baths

3,415 sq ft

6912 BIRKENHEAD PL, GAINESVILLE, VA, 201...

Community: Heritage Hunt

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

15101 INTERLACHEN DR 1-401, SILVER SPRIN..., Silver Spring, MD 20906

$225,000

2 beds

2 baths

1,120 sq ft

Condo

15101 INTERLACHEN DR 1-401, SILVER SPRIN...

Community: Leisure World® of Maryland

The Courtyards at Waverly Woods

2551 SOPHIA CHASE DR, MARRIOTTSVILLE, MD..., Marriottsville, MD 21104

$950,000

2 beds

3 baths

3,210 sq ft

2551 SOPHIA CHASE DR, MARRIOTTSVILLE, MD...

Community: The Courtyards at Waverly Woods

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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 2

143 communities near Middletown

663 homes near Middletown

3 beds

2 baths

1,475 sq ft

Condo

2 beds

2 baths

1,325 sq ft

Condo

2 beds

2 baths

1,235 sq ft

Condo

2 beds

2 baths

1,212 sq ft

Condo

3 beds

2 baths

1,368 sq ft

3 beds

2 baths

1,988 sq ft

2 beds

3 baths

1,397 sq ft

Condo

2 beds

2 baths

1,710 sq ft

Condo

3 beds

2 baths

1,712 sq ft

Condo

3 beds

3 baths

2,429 sq ft

Condo

3 beds

2 baths

2,006 sq ft

Condo

3 beds

3 baths

1,700 sq ft

Condo

3 beds

2 baths

1,989 sq ft

Condo

2 beds

2 baths

1,494 sq ft

2 beds

2 baths

1,839 sq ft

3 beds

2 baths

1,340 sq ft

Condo

3 beds

2 baths

1,778 sq ft

Condo

5 beds

3 baths

4,047 sq ft

2 beds

2 baths

1,593 sq ft

2 beds

2 baths

Condo

3 beds

3 baths

1,569 sq ft

Condo