Middletown, MD 55+ active adult communities & homes for sale - Page 12

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

Gatherings at Ellicott Mills

8501 COLTRANE CT 407, ELLICOTT CITY, MD,..., Ellicott City, MD 21043

$500,000

3 beds

2 baths

1,963 sq ft

Condo

8501 COLTRANE CT 407, ELLICOTT CITY, MD,...

Community: Gatherings at Ellicott Mills

Four Seasons at Ashburn Village

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

$509,900

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

$374,750

3 beds

2 baths

1,735 sq ft

19601 LAVENDER LN, HAGERSTOWN, MD, 21742

Community: Rosehill Manor Villas

Cedar Meadows

104 POPPY DR, WHITE POST, VA, 22663, White Post, VA 22663

$470,000

3 beds

2 baths

1,633 sq ft

104 POPPY DR, WHITE POST, VA, 22663

Community: Cedar Meadows

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

Questions? Call us: (240) 663-8229

Lansdowne Woods of Virginia

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

$319,990

2 beds

2 baths

1,038 sq ft

Condo

19385 CYPRESS RIDGE TER 519, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Enclave at Park Forest

6446 PARK FOREST CIR, ELKRIDGE, MD, 2107..., Elkridge, MD 21075

$635,000

3 beds

4 baths

3,628 sq ft

6446 PARK FOREST CIR, ELKRIDGE, MD, 2107...

Community: Enclave at Park Forest

Amblebrook

63 NEW VISTA WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$729,500

4 beds

4 baths

2,696 sq ft

63 NEW VISTA WAY, GETTYSBURG, PA, 17325

Community: Amblebrook

Cindy Certified

3925 FAIR RIDGE DR 201, FAIRFAX, VA, 220..., Fairfax, VA 22033

$625,000

2 beds

2 baths

1,526 sq ft

Condo

3925 FAIR RIDGE DR 201, FAIRFAX, VA, 220...

Willow Lawn Cottages

1856 MELVOR LN, WINCHESTER, VA, 22601, Winchester, VA 22601

$359,900

2 beds

2 baths

1,219 sq ft

1856 MELVOR LN, WINCHESTER, VA, 22601

Community: Willow Lawn Cottages

Heritage Hunt

6877 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$639,000

3 beds

2 baths

1,809 sq ft

6877 SADDLE RUN WAY, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Regency at Belmont

43909 EVELYN PATH TER, ASHBURN, VA, 2014..., Ashburn, VA 20147

$989,900

3 beds

4 baths

3,243 sq ft

43909 EVELYN PATH TER, ASHBURN, VA, 2014...

Community: Regency at Belmont

Cindy Certified

1121 FORTUNE TER 204, POTOMAC, MD, 20854, Potomac, MD 20854

$845,894

2 beds

2 baths

1,496 sq ft

Condo

1121 FORTUNE TER 204, POTOMAC, MD, 20854

Leisure World® of Maryland

3100 N LEISURE WORLD BLVD 523, SILVER SP..., Silver Spring, MD 20906

$177,500

1 beds

2 baths

930 sq ft

Condo

3100 N LEISURE WORLD BLVD 523, SILVER SP...

Community: Leisure World® of Maryland

Cindy Certified

2319 FIELD POINT RD 102, HERNDON, VA, 20..., Herndon, VA 20171

$569,900

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

$149,900

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

The Village at Freedom Hills

13928 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740

$375,000

2 beds

2 baths

1,663 sq ft

13928 PATRIOT WAY, HAGERSTOWN, MD, 21740

Community: The Village at Freedom Hills

Cindy Certified

LOT 4 GRAY MEADOW CT, WARRENTON, VA, 201..., Warrenton, VA 20187

$980,000

4 beds

3 baths

2,270 sq ft

LOT 4 GRAY MEADOW CT, WARRENTON, VA, 201...

Cindy Certified

LOT 5 GRAY MEADOW CT, WARRENTON, VA, 201..., Warrenton, VA 20187

$799,850

3 beds

2 baths

1,768 sq ft

LOT 5 GRAY MEADOW CT, WARRENTON, VA, 201...

Trilogy® at Lake Frederick

110 SWITCHGRASS WAY, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630

$559,000

2 beds

2 baths

1,791 sq ft

110 SWITCHGRASS WAY, LAKE FREDERICK, VA,...

Community: Trilogy® at Lake Frederick

Four Seasons at Virginia Crossing

3664 TRAFORD LN, WOODBRIDGE, VA, 22193, Woodbridge, VA 22193

$645,000

3 beds

3 baths

2,164 sq ft

3664 TRAFORD LN, WOODBRIDGE, VA, 22193

Community: Four Seasons at Virginia Crossing

Leisure World® of Maryland

3210 N LEISURE WORLD BLVD 908, SILVER SP..., Silver Spring, MD 20906

$300,000

2 beds

2 baths

1,335 sq ft

Condo

3210 N LEISURE WORLD BLVD 908, SILVER SP...

Community: Leisure World® of Maryland

Gatherings at Wellington

9204 CHARLESTON DR 207, MANASSAS, VA, 20..., Manassas, VA 20110

$399,900

2 beds

2 baths

2,006 sq ft

Condo

9204 CHARLESTON DR 207, MANASSAS, VA, 20...

Community: Gatherings at Wellington

Cameron Grove

14000 NEW ACADIA LN 404, UPPER MARLBORO,..., Upper Marlboro, MD 20774

$324,900

2 beds

2 baths

1,310 sq ft

Condo

14000 NEW ACADIA LN 404, UPPER MARLBORO,...

Community: Cameron Grove

Meadowview Village

141 LEONARD LN, HARRISBURG, PA, 17111, Harrisburg, PA 17111

$269,500

2 beds

2 baths

1,248 sq ft

Condo

141 LEONARD LN, HARRISBURG, PA, 17111

Community: Meadowview Village

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

15301 PINE ORCHARD DR 86-3K, SILVER SPRI..., Silver Spring, MD 20906

$262,000

3 beds

2 baths

1,340 sq ft

Condo

15301 PINE ORCHARD DR 86-3K, SILVER SPRI...

Community: Leisure World® of Maryland

Spring Valley Estates

11700 MYSTIC ROCK LN, WAYNESBORO, PA, 17..., Waynesboro, PA 17268

$419,900

3 beds

3 baths

3,193 sq ft

11700 MYSTIC ROCK LN, WAYNESBORO, PA, 17...

Community: Spring Valley Estates

The Enclave at Ellicott Hills

2500 KENSINGTON GDNS 405, ELLICOTT CITY,..., Ellicott City, MD 21043

$390,000

3 beds

2 baths

1,720 sq ft

Condo

2500 KENSINGTON GDNS 405, ELLICOTT CITY,...

Community: The Enclave at Ellicott Hills

Cindy Certified

8540 PORT TOBACCO RD, PORT TOBACCO, MD, ..., Port Tobacco, MD 20677

$924,900

3 beds

4 baths

2,844 sq ft

8540 PORT TOBACCO RD, PORT TOBACCO, MD, ...

Penn National

3822 FARMSTEAD DR, FAYETTEVILLE, PA, 172..., Fayetteville, PA 17222

$279,900

3 beds

2 baths

2,206 sq ft

3822 FARMSTEAD DR, FAYETTEVILLE, PA, 172...

Community: Penn National

Cindy Certified

640 ARMSTRONG AVE, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740

$389,990

4 beds

2 baths

1,698 sq ft

640 ARMSTRONG AVE, HAGERSTOWN, MD, 21740

Two Rivers

2638 DRAGON FLY WAY, ODENTON, MD, 21113, Odenton, MD 21113

$575,000

2 beds

2 baths

1,808 sq ft

2638 DRAGON FLY WAY, ODENTON, MD, 21113

Community: Two Rivers

Leisure World® of Maryland

14809 PENNFIELD CIR 309, SILVER SPRING, ..., Silver Spring, MD 20906

$299,000

2 beds

2 baths

1,167 sq ft

Condo

14809 PENNFIELD CIR 309, SILVER SPRING, ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15115 INTERLACHEN DR 3-1012, SILVER SPRI..., Silver Spring, MD 20906

$199,900

2 beds

2 baths

1,225 sq ft

Condo

15115 INTERLACHEN DR 3-1012, SILVER SPRI...

Community: Leisure World® of Maryland

The Courtyards at Waverly Woods

2372 ADAM DAVID WAY, MARRIOTTSVILLE, MD,..., Marriottsville, MD 21104

$650,000

3 beds

4 baths

3,430 sq ft

2372 ADAM DAVID WAY, MARRIOTTSVILLE, MD,...

Community: The Courtyards at Waverly Woods

Amblebrook

374 LIVELY STREAM WAY, GETTYSBURG, PA, 1..., Gettysburg, PA 17325

$735,000

2 beds

3 baths

3,024 sq ft

374 LIVELY STREAM WAY, GETTYSBURG, PA, 1...

Community: Amblebrook

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

Questions? Call us: (240) 663-8229

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 314, LEESBURG, V..., Leesburg, VA 20176

$333,990

2 beds

2 baths

1,038 sq ft

Condo

19355 CYPRESS RIDGE TER 314, LEESBURG, V...

Community: Lansdowne Woods of Virginia

The Woodlands of Urbana

3411 ANGELICA WAY 401, FREDERICK, MD, 21..., Frederick, MD 21704

$495,000

2 beds

2 baths

1,785 sq ft

Condo

3411 ANGELICA WAY 401, FREDERICK, MD, 21...

Community: The Woodlands of Urbana

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 12

142 communities near Middletown

627 homes near Middletown

3 beds

2 baths

1,963 sq ft

Condo

2 beds

2 baths

1,491 sq ft

Condo

2 beds

3 baths

2,539 sq ft

3 beds

2 baths

1,735 sq ft

3 beds

2 baths

1,633 sq ft

2 beds

2 baths

1,038 sq ft

Condo

3 beds

4 baths

3,628 sq ft

4 beds

4 baths

2,696 sq ft

2 beds

2 baths

1,526 sq ft

Condo

2 beds

2 baths

1,219 sq ft

3 beds

2 baths

1,809 sq ft

3 beds

4 baths

3,243 sq ft

2 beds

2 baths

1,496 sq ft

Condo

1 beds

2 baths

930 sq ft

Condo

2 beds

2 baths

1,451 sq ft

Condo

1 beds

1 baths

850 sq ft

Condo

3 beds

3 baths

2,236 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,663 sq ft

4 beds

3 baths

2,270 sq ft

3 beds

2 baths

1,768 sq ft

2 beds

2 baths

1,791 sq ft

3 beds