Middletown, MD 55+ active adult communities & homes for sale - Page 7

663 homes near Middletown

Sort by:

Relevance

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

Lansdowne Woods of Virginia

19365 CYPRESS RIDGE TER 821, LEESBURG, V..., Leesburg, VA 20176

$459,000

3 beds

2 baths

1,509 sq ft

Condo

19365 CYPRESS RIDGE TER 821, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Birchwood at Brambleton

23688 BOLTON CRESCENT TER 304, ASHBURN, ..., Ashburn, VA 20148

$489,990

2 beds

2 baths

1,280 sq ft

Condo

23688 BOLTON CRESCENT TER 304, ASHBURN, ...

Community: Birchwood at Brambleton

The Village at Cabin Branch

13609 LITTLE SENECA PKWY, CLARKSBURG, MD..., Clarksburg, MD 20871

$609,000

3 beds

4 baths

2,580 sq ft

13609 LITTLE SENECA PKWY, CLARKSBURG, MD...

Community: The Village at Cabin Branch

Roth's Farm Village

1365 VILLAGE DR 23, SPRING GROVE, PA, 17..., Spring Grove, PA 17362

$279,900

2 beds

2 baths

1,494 sq ft

Condo

1365 VILLAGE DR 23, SPRING GROVE, PA, 17...

Community: Roth's Farm Village

Country Manor

37 COLONIAL CT, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$215,000

3 beds

2 baths

1,809 sq ft

37 COLONIAL CT, SHIPPENSBURG, PA, 17257

Community: Country Manor

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

Questions? Call us: (240) 663-8229

Regency at Belmont

19818 BODMER DR, ASHBURN, VA, 20147, Ashburn, VA 20147

$1,045,000

4 beds

4 baths

3,255 sq ft

19818 BODMER DR, ASHBURN, VA, 20147

Community: Regency at Belmont

Heritage Hunt

13225 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$815,000

3 beds

4 baths

3,460 sq ft

13225 FIELDSTONE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Cindy Certified

21950 GARGANEY TER 407, ASHBURN, VA, 201..., Ashburn, VA 20147

$465,000

2 beds

2 baths

1,301 sq ft

Condo

21950 GARGANEY TER 407, ASHBURN, VA, 201...

The Village at Cabin Branch

13210 PETREL ST 3405, CLARKSBURG, MD, 20..., Clarksburg, MD 20871

$485,000

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST 3405, CLARKSBURG, MD, 20...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

$485,000

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST 3405, CLARKSBURG, MD, 20...

Community: Gatherings at Cabin Branch

Cameron Grove

13401 LEESBURG PL, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774

4 beds

3 baths

2,637 sq ft

61 GENTLE SLOPE WAY, GETTYSBURG, PA, 173...

Community: Amblebrook

Beechfield Manors

4003 SEASIDE ALDER RD 0406- LILY, BOWIE,..., Bowie, MD 20720

$349,990

2 beds

2 baths

1,223 sq ft

Condo

4003 SEASIDE ALDER RD 0406- LILY, BOWIE,...

Community: Beechfield Manors

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

Questions? Call us: (240) 663-8229

Cameron Grove

14000 NEW ACADIA LN 105, UPPER MARLBORO,..., Upper Marlboro, MD 20774

$260,000

1 beds

$424,900

2 beds

2 beds

2 baths

1,660 sq ft

Condo

2550 KENSINGTON GDNS 306 + G7, ELLICOTT ...

Community: The Enclave at Ellicott Hills

Vistas at Lansdowne

44237 SILVERPALM GROVE TER, LEESBURG, VA..., Leesburg, VA 20176

$879,000

3 beds

4 baths

3,909 sq ft

44237 SILVERPALM GROVE TER, LEESBURG, VA...

Community: Vistas at Lansdowne

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

Questions? Call us: (240) 663-8229

Trilogy® at Lake Frederick

120 NUTHATCH DR, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630

$579,900

3 beds

2 baths

1,784 sq ft

120 NUTHATCH DR, LAKE FREDERICK, VA, 226...

Community: Trilogy® at Lake Frederick

Leisure World® of Maryland

14809 PENNFIELD CIR 405, SILVER SPRING, ..., Silver Spring, MD 20906

$214,900

1 beds

2 baths

946 sq ft

Condo

14809 PENNFIELD CIR 405, SILVER SPRING, ...

Community: Leisure World® of Maryland

Cindy Certified

41900 METAMORPHIC SQ 400, ALDIE, VA, 201..., Aldie, VA 20105

$480,000

4 baths

2,152 sq ft

13770 KAHAWAI DR, WOODBRIDGE, VA, 22191

Community: Belmont Bay

Birchwood at Brambleton

42976 TRUMAN TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$799,990

3 beds

4 baths

2,742 sq ft

42976 TRUMAN TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

River Ridge

12247 SEAFORD CT, WOODBRIDGE, VA, 22192, Woodbridge, VA 22192

$575,000

3 beds

3 baths

2,675 sq ft

12247 SEAFORD CT, WOODBRIDGE, VA, 22192

Community: River Ridge

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

15107 INTERLACHEN DR 2-415, SILVER SPRIN..., Silver Spring, MD 20906

$215,000

2 beds

2 baths

1,120 sq ft

Condo

15107 INTERLACHEN DR 2-415, SILVER SPRIN...

Community: Leisure World® of Maryland

Cindy Certified

255 W FALLS STATION BLVD 903, FALLS CHUR..., Falls Church, VA 22046

$850,000

2 beds

2 baths

1,275 sq ft

Condo

255 W FALLS STATION BLVD 903, FALLS CHUR...

1 2 3 4 5 6 7 8 9 10 11 12 13 14…17

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?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting optout@55places.com. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Middletown?

Call us: (240) 663-8229

663 homes

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Oct 09, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Middletown, MD 55+ active adult communities & homes for sale - Page 7

143 communities near Middletown

663 homes near Middletown

3 beds

2 baths

1,509 sq ft

Condo

2 beds

2 baths

1,280 sq ft

Condo

3 beds

4 baths

2,580 sq ft

2 beds

2 baths

1,494 sq ft

Condo

3 beds

2 baths

1,809 sq ft

4 beds

4 baths

3,255 sq ft

3 beds

4 baths

3,460 sq ft

2 beds

2 baths

1,301 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

1,469 sq ft

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,366 sq ft

Condo

2 beds

2 baths

1,354 sq ft

Condo

4 beds

3 baths

2,637 sq ft

2 beds

2 baths

1,223 sq ft

Condo

1 beds

1 baths

1,028 sq ft

Condo

4 beds

3 baths

4 beds

3 baths

4 beds

3 baths

4 beds

3 baths

2 beds

2 baths

1,438 sq ft

Condo

3 beds

2 baths

3 beds