Middletown, MD 55+ active adult communities & homes for sale - Page 5

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

Leisure World® of Maryland

2921 N LEISURE WORLD BLVD 1-122, SILVER ..., Silver Spring, MD 20906

$145,000

2 beds

2 baths

953 sq ft

Condo

2921 N LEISURE WORLD BLVD 1-122, SILVER ...

Community: Leisure World® of Maryland

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER 107, LEESBURG, V..., Leesburg, VA 20176

$315,000

1 beds

1 baths

874 sq ft

Condo

19385 CYPRESS RIDGE TER 107, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Cindy Certified

3927 FAIR RIDGE DR 307, FAIRFAX, VA, 220..., Fairfax, VA 22033

$569,900

2 beds

2 baths

1,301 sq ft

Condo

3927 FAIR RIDGE DR 307, FAIRFAX, VA, 220...

Two Rivers

4068 CURLED DOCK LN, ODENTON, MD, 21113, Odenton, MD 21113

$975,000

4 beds

4 baths

3,258 sq ft

4068 CURLED DOCK LN, ODENTON, MD, 21113

Community: Two Rivers

Amblebrook

109 ELDERBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$406,990

3 beds

2 baths

1,736 sq ft

109 ELDERBERRY WAY, GETTYSBURG, PA, 1732...

Community: Amblebrook

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

Questions? Call us: (240) 663-8229

Snowden Overlook

8887 WARM GRANITE DR 38, COLUMBIA, MD, 2..., Columbia, MD 21045

$735,000

3 beds

5 baths

4,208 sq ft

Condo

8887 WARM GRANITE DR 38, COLUMBIA, MD, 2...

Community: Snowden Overlook

Penn National

6873 OLD COURSE RD, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222

$789,000

4 beds

4 baths

4,605 sq ft

6873 OLD COURSE RD, FAYETTEVILLE, PA, 17...

Community: Penn National

Birchwood at Brambleton

23669 GOLDEN EMBERS SQ 403, ASHBURN, VA,..., Ashburn, VA 20148

$729,900

3 beds

2 baths

2,148 sq ft

Condo

23669 GOLDEN EMBERS SQ 403, ASHBURN, VA,...

Community: Birchwood at Brambleton

Belmont Bay

680 WATERMANS, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191

$429,000

2 beds

3 baths

1,413 sq ft

Condo

680 WATERMANS, WOODBRIDGE, VA, 22191

Community: Belmont Bay

Cindy Certified

6765 AZALEA GARDEN LN, HAYMARKET, VA, 20..., Haymarket, VA 20169

$735,000

2 beds

2 baths

1,609 sq ft

6765 AZALEA GARDEN LN, HAYMARKET, VA, 20...

Two Rivers

2719 ORCHARD ORIOLE WAY, ODENTON, MD, 21..., Odenton, MD 21113

$999,000

4 beds

5 baths

5,042 sq ft

2719 ORCHARD ORIOLE WAY, ODENTON, MD, 21...

Community: Two Rivers

Cadence at Lansdowne

43928 MARITIME SONG TER, LEESBURG, VA, 2..., Leesburg, VA 20176

$945,000

5 beds

5 baths

3,969 sq ft

43928 MARITIME SONG TER, LEESBURG, VA, 2...

Community: Cadence at Lansdowne

Heritage Hunt

13919 CHELMSFORD DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$775,000

4 beds

4 baths

4,779 sq ft

13919 CHELMSFORD DR, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-427, SILVER ..., Silver Spring, MD 20906

$260,000

2 beds

2 baths

1,138 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-427, SILVER ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

2901 S LEISURE WORLD BLVD 401, SILVER SP..., Silver Spring, MD 20906

$515,000

3 beds

2 baths

1,789 sq ft

Condo

2901 S LEISURE WORLD BLVD 401, SILVER SP...

Community: Leisure World® of Maryland

Trilogy® at Lake Frederick

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

$667,000

4 beds

3 baths

4,047 sq ft

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

Community: Trilogy® at Lake Frederick

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

Questions? Call us: (240) 663-8229

The Village at Foxfield

7 DERR LN, MIDDLETOWN, MD, 21769, Middletown, MD 21769

$625,000

3 beds

3 baths

2,208 sq ft

7 DERR LN, MIDDLETOWN, MD, 21769

Community: The Village at Foxfield

Trilogy® at Lake Frederick

142 MILKWEED DR, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630

$554,900

3 beds

2 baths

1,769 sq ft

142 MILKWEED DR, LAKE FREDERICK, VA, 226...

Community: Trilogy® at Lake Frederick

The Woodlands of Urbana

3231 THORNAPPLE DR, FREDERICK, MD, 21704, Frederick, MD 21704

$709,000

3 beds

3 baths

2,612 sq ft

3231 THORNAPPLE DR, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Regency at Dominion Valley

15110 HEATHER MILL LN 307, HAYMARKET, VA..., Haymarket, VA 20169

$425,000

2 beds

2 baths

1,538 sq ft

Condo

15110 HEATHER MILL LN 307, HAYMARKET, VA...

Community: Regency at Dominion Valley

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-820, SILVER ..., Silver Spring, MD 20906

$178,000

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-820, SILVER ...

Community: Leisure World® of Maryland

Crestwood Village

5661 CRABAPPLE DR, FREDERICK, MD, 21703, Frederick, MD 21703

$409,990

2 beds

2 baths

1,297 sq ft

5661 CRABAPPLE DR, FREDERICK, MD, 21703

Community: Crestwood Village

Snowden Overlook

8729 SAGE BRUSH WAY 63, COLUMBIA, MD, 21..., Columbia, MD 21045

$695,000

3 beds

5 baths

4,620 sq ft

Condo

8729 SAGE BRUSH WAY 63, COLUMBIA, MD, 21...

Community: Snowden Overlook

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-415, SILVER ..., Silver Spring, MD 20906

$124,500

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-415, SILVER ...

Community: Leisure World® of Maryland

Birchwood at Brambleton

23631 HAVELOCK WALK TER 203, ASHBURN, VA..., Ashburn, VA 20148

$440,000

2 beds

2 baths

1,012 sq ft

Condo

23631 HAVELOCK WALK TER 203, ASHBURN, VA...

Community: Birchwood at Brambleton

Two Rivers

1536 YELLOW SAND LN, ODENTON, MD, 21113, Odenton, MD 21113

$738,500

2 beds

4 baths

2,037 sq ft

1536 YELLOW SAND LN, ODENTON, MD, 21113

Community: Two Rivers

Regency at Dominion Valley

15454 LEGACY WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169

$950,000

2 beds

2 baths

2,274 sq ft

15454 LEGACY WAY, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

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

Questions? Call us: (240) 663-8229

Four Seasons at Historic Virginia

3994 MELTING SNOW PL, DUMFRIES, VA, 2202..., Dumfries, VA 22025

$669,900

4 beds

3 baths

3,422 sq ft

3994 MELTING SNOW PL, DUMFRIES, VA, 2202...

Community: Four Seasons at Historic Virginia

Leisure World® of Maryland

3321 S LEISURE WORLD BLVD 98-1A, SILVER ..., Silver Spring, MD 20906

$95,000

1 beds

1 baths

635 sq ft

Condo

3321 S LEISURE WORLD BLVD 98-1A, SILVER ...

Community: Leisure World® of Maryland

Trilogy® at Lake Frederick

133 SKIPPER DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$650,000

3 beds

3 baths

2,843 sq ft

133 SKIPPER DR, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Leisure World® of Maryland

3005 S LEISURE WORLD BLVD 304, SILVER SP..., Silver Spring, MD 20906

$329,000

2 beds

2 baths

1,506 sq ft

Condo

3005 S LEISURE WORLD BLVD 304, SILVER SP...

Community: Leisure World® of Maryland

Trilogy® at Lake Frederick

105 TURNSTONE LN, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$820,000

4 beds

4 baths

4,828 sq ft

105 TURNSTONE LN, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Four Seasons at Historic Virginia

17451 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025

$724,900

4 beds

3 baths

3,872 sq ft

17451 FOUR SEASONS DR, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

Suffield Meadows

6727 HOLLY FARM LN, WARRENTON, VA, 20187, Warrenton, VA 20187

$659,000

4 beds

3 baths

3,066 sq ft

Condo

6727 HOLLY FARM LN, WARRENTON, VA, 20187

Community: Suffield Meadows

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 408, LEESBURG, V..., Leesburg, VA 20176

$379,999

2 beds

2 baths

1,105 sq ft

Condo

19355 CYPRESS RIDGE TER 408, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Leisure World® of Maryland

14601 DEERHURST TER, SILVER SPRING, MD, ..., Silver Spring, MD 20906

$425,000

3 beds

2 baths

1,193 sq ft

Condo

14601 DEERHURST TER, SILVER SPRING, MD, ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15107 INTERLACHEN DR 2-621, SILVER SPRIN..., Silver Spring, MD 20906

$139,500

2 beds

2 baths

990 sq ft

Condo

15107 INTERLACHEN DR 2-621, SILVER SPRIN...

Community: Leisure World® of Maryland

The Courtyards at Waverly Woods

2420 WALKING JANELLE WAY, MARRIOTTSVILLE..., Marriottsville, MD 21104

$700,000

4 beds

4 baths

3,612 sq ft

2420 WALKING JANELLE WAY, MARRIOTTSVILLE...

Community: The Courtyards at Waverly Woods

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

Questions? Call us: (240) 663-8229

Crestwood Village

5679 BARBERRY CT, FREDERICK, MD, 21703, Frederick, MD 21703

$414,900

2 beds

2 baths

1,148 sq ft

5679 BARBERRY CT, FREDERICK, MD, 21703

Community: Crestwood Village

Heritage Hunt

13890 CHELMSFORD DR 305, GAINESVILLE, VA..., Gainesville, VA 20155

$425,000

2 beds

2 baths

1,388 sq ft

Condo

13890 CHELMSFORD DR 305, GAINESVILLE, VA...

Community: Heritage Hunt

1 2 3 4 5 6 7 8 9 10 11 12 13 14…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 5

142 communities near Middletown

627 homes near Middletown

2 beds

2 baths

953 sq ft

Condo

1 beds

1 baths

874 sq ft

Condo

2 beds

2 baths

1,301 sq ft

Condo

4 beds

4 baths

3,258 sq ft

3 beds

2 baths

1,736 sq ft

3 beds

5 baths

4,208 sq ft

Condo

4 beds

4 baths

4,605 sq ft

3 beds

2 baths

2,148 sq ft

Condo

2 beds

3 baths

1,413 sq ft

Condo

2 beds

2 baths

1,609 sq ft

4 beds

5 baths

5,042 sq ft

5 beds

5 baths

3,969 sq ft

4 beds

4 baths

4,779 sq ft

2 beds

2 baths

1,138 sq ft

Condo

3 beds

2 baths

1,789 sq ft

Condo

4 beds

3 baths

4,047 sq ft

3 beds

3 baths

2,208 sq ft

3 beds

2 baths

1,769 sq ft

3 beds

3 baths

2,612 sq ft

2 beds

2 baths

1,538 sq ft

Condo

2 beds

2 baths

980 sq ft

Condo

2 beds

2 baths

1,297 sq ft

3 beds