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

141 communities near Middletown

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5 rating (1 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

4.3 rating (11 reviews)

Amblebrook

$300ks - $700ks

Amblebrook, Gettysburg, PA

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

5 rating (2 reviews)

Trilogy® at Lake Frederic...

- $900ks

Trilogy® at Lake Frederic..., Lake Frederick, VA

New and Resale | 55+ age-restricted | Built 2006 - present | 950 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

Parklands

$300ks - $500ks

Parklands, White Plains, MD

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

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Questions? Call us: (240) 663-8229

The Flats at Northside

$600ks - $1Ms

The Flats at Northside, Potomac, MD

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

Willow Run

$500ks - $600ks

Willow Run, Winchester, VA

New Construction | 55+ age-restricted | 300 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

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

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.

Cameron Grove

$200ks - $400ks

Cameron Grove, Upper Marlboro, MD

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

Penn National

$100ks - $600ks

Penn National, Fayetteville, PA

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

The Village at Cabin Bran...

$500ks

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

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

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

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

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

Emerald Pointe

$300ks - $500ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes

Beechfield Manors

$200ks - $400ks

Beechfield Manors, Bowie, MD

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

The Crest of Alexandria

$400ks - $800ks

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

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

Four Seasons at Virginia ...

$400ks - $500ks

Four Seasons at Virginia ..., Woodbridge, VA

New Construction | 55+ age-restricted | Built 2021 - present | 185 homes

The Atrium at MetroWest

$600ks - $700ks

The Atrium at MetroWest, Fairfax, VA

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

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

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

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

Sagebrook

$300ks - $400ks

Sagebrook, Dover, PA

New and Resale | 55+ age-restricted | Built 2020 - present | 194 homes

Spring Valley Estates

$300ks - $400ks

Spring Valley Estates, Waynesboro, PA

New Construction | 55+ age-restricted | Built 2019 - present | 140 homes

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

Questions? Call us: (240) 663-8229

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

Carroll's Creek

$300ks

Carroll's Creek, Gambrills, MD

Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes

Village Crest

$300ks

Village Crest, Ellicott City, MD

New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 homes

5 rating (2 reviews)

Potomac Green

$400ks - $800ks

Potomac Green, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes

Liberty Grove

$200ks - $300ks

Liberty Grove, Manassas, VA

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 61 homes

5 rating (1 reviews)

Crestwood Village

$200ks - $500ks

Crestwood Village, Frederick, MD

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

Cadence at Lansdowne

$600ks

Cadence at Lansdowne, Lansdowne, VA

Resale Only | 55+ age-restricted | Built 2020 - 2024 | 74 homes

5 rating (1 reviews)

Carroll Vista

$300ks

Carroll Vista, Taneytown, MD

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes

5 rating (1 reviews)

Snowden Overlook

$300ks - $600ks

Snowden Overlook, Columbia, MD

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

5 rating (1 reviews)

Gatherings at Lyndwood

$300ks - $400ks

Gatherings at Lyndwood, Elkridge, MD

Resale Only | 55+ age-restricted | Built 2005 - 2008 | 216 homes

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

Questions? Call us: (240) 663-8229

Country Manor

$200ks

Country Manor, Shippensburg, PA

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

5 rating (1 reviews)

Gatherings at Wellington

$300ks - $400ks

Gatherings at Wellington, Manassas, VA

Resale Only | 55+ age-restricted | Built 2011 - 2016 | 135 homes

1 2 3...4

New Heritage Hunt

13001 TRIPLE CROWN LOOP, GAINESVILLE, VA..., Gainesville, VA 20155

$850,000

4 beds

3 baths

4,074 sq ft

13001 TRIPLE CROWN LOOP, GAINESVILLE, VA...

Community: Heritage Hunt

New Birchwood at Brambleton

42729 AUTUMN DAY TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$1,050,000

3 beds

3 baths

2,802 sq ft

42729 AUTUMN DAY TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

New Gatherings at Lyndwood

7335 BROOKVIEW RD 306, ELKRIDGE, MD, 210..., Elkridge, MD 21075

$445,000

2 beds

2 baths

1,700 sq ft

Condo

7335 BROOKVIEW RD 306, ELKRIDGE, MD, 210...

Community: Gatherings at Lyndwood

New Rosehill Manor Villas

19642 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$399,900

3 beds

2 baths

1,712 sq ft

19642 LAVENDER LN, HAGERSTOWN, MD, 21742

Community: Rosehill Manor Villas

New Suffield Meadows

6704 HOLLY FARM LN 112, WARRENTON, VA, 2..., Warrenton, VA 20187

$440,000

2 beds

2 baths

1,754 sq ft

Condo

6704 HOLLY FARM LN 112, WARRENTON, VA, 2...

Community: Suffield Meadows

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Questions? Call us: (240) 663-8229

New Heritage Hunt

13520 NORWICK PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155

$687,500

3 beds

3 baths

2,153 sq ft

13520 NORWICK PL, GAINESVILLE, VA, 20155

Community: Heritage Hunt

New Central Parke at Victoria Falls

13401 BELLE CHASSE BLVD 112, LAUREL, MD,..., Laurel, MD 20707

$394,900

2 beds

2 baths

1,553 sq ft

Condo

13401 BELLE CHASSE BLVD 112, LAUREL, MD,...

Community: Central Parke at Victoria Falls

New River Ridge

1842 FAVERSHAM WAY, WOODBRIDGE, VA, 2219..., Woodbridge, VA 22192

$679,000

3 beds

3 baths

2,932 sq ft

1842 FAVERSHAM WAY, WOODBRIDGE, VA, 2219...

Community: River Ridge

New Parklands

11453 MESA VERDE CT, WHITE PLAINS, MD, 2..., White Plains, MD 20695

$598,000

3 beds

2 baths

3,564 sq ft

11453 MESA VERDE CT, WHITE PLAINS, MD, 2...

Community: Parklands

New Village Crest

8254 ACADEMY RD 8, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21043

$715,000

4 beds

4 baths

3,302 sq ft

Condo

8254 ACADEMY RD 8, ELLICOTT CITY, MD, 21...

Community: Village Crest

New Ellicott Meadows

3035 HOMELAND WAY 114, ELLICOTT CITY, MD..., Ellicott City, MD 21042

$725,000

4 beds

4 baths

4,031 sq ft

Condo

3035 HOMELAND WAY 114, ELLICOTT CITY, MD...

Community: Ellicott Meadows

New Trilogy® at Lake Frederick

105 TROUT LILY DR, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630

$409,900

3 beds

4 baths

2,327 sq ft

105 TROUT LILY DR, LAKE FREDERICK, VA, 2...

Community: Trilogy® at Lake Frederick

New Spring Hill

8873 WHITE ORCHID PL, LORTON, VA, 22079, Lorton, VA 22079

$875,000

3 beds

3 baths

2,342 sq ft

8873 WHITE ORCHID PL, LORTON, VA, 22079

Community: Spring Hill

New Trilogy® at Lake Frederick

120 LEATHER FLOWER DR, LAKE FREDERICK, V..., Lake Frederick, VA 22630

$445,000

3 beds

4 baths

2,202 sq ft

120 LEATHER FLOWER DR, LAKE FREDERICK, V...

Community: Trilogy® at Lake Frederick

New Heritage Hunt

13514 RYTON RIDGE LN, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$950,000

4 beds

4 baths

4,376 sq ft

13514 RYTON RIDGE LN, GAINESVILLE, VA, 2...

Community: Heritage Hunt

New Gatherings at Cabin Branch

13240 PETREL ST 5106, CLARKSBURG, MD, 20..., Clarksburg, MD 20871

$399,990

1 beds

1 baths

1,203 sq ft

Condo

13240 PETREL ST 5106, CLARKSBURG, MD, 20...

Community: Gatherings at Cabin Branch

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

Questions? Call us: (240) 663-8229

New The Village at Cabin Branch

$399,990

1 beds

1 baths

1,203 sq ft

Condo

13240 PETREL ST 5106, CLARKSBURG, MD, 20...

Community: The Village at Cabin Branch

New Leisure World® of Maryland

15107 INTERLACHEN DR 2-303, SILVER SPRIN..., Silver Spring, MD 20906

$167,500

1 beds

1 baths

862 sq ft

Condo

15107 INTERLACHEN DR 2-303, SILVER SPRIN...

Community: Leisure World® of Maryland

New The Flats at Northside

1121 FORTUNE TER 401, POTOMAC, MD, 20854, Potomac, MD 20854

$818,884

2 beds

2 baths

1,475 sq ft

Condo

1121 FORTUNE TER 401, POTOMAC, MD, 20854

Community: The Flats at Northside

New The Villas of Rock Oak

712 EMERALD WAY 3, ODENTON, MD, 21113, Odenton, MD 21113

$525,000

3 beds

3 baths

1,876 sq ft

Condo

712 EMERALD WAY 3, ODENTON, MD, 21113

Community: The Villas of Rock Oak

New The Gatherings at Lakeview Community

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

$499,990

3 beds

3 baths

2,475 sq ft

Condo

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

Community: The Gatherings at Lakeview Community

New Patapsco Overlook

11 CLAY LODGE LN 403, CATONSVILLE, MD, 2..., Catonsville, MD 21228

$445,000

2 beds

2 baths

1,422 sq ft

Condo

11 CLAY LODGE LN 403, CATONSVILLE, MD, 2...

Community: Patapsco Overlook

New Regency at Ashburn

44605 YORK CREST TER 300, ASHBURN, VA, 2..., Ashburn, VA 20147

$615,000

3 beds

2 baths

1,825 sq ft

Condo

44605 YORK CREST TER 300, ASHBURN, VA, 2...

Community: Regency at Ashburn

New Village Crest

4116 LOTUS CIR 8, ELLICOTT CITY, MD, 210..., Ellicott City, MD 21043

$649,900

3 beds

4 baths

3,710 sq ft

Condo

4116 LOTUS CIR 8, ELLICOTT CITY, MD, 210...

Community: Village Crest

New Leisure World® of Maryland

3005 S LEISURE WORLD BLVD 318, SILVER SP..., Silver Spring, MD 20906

$270,000

2 beds

2 baths

1,085 sq ft

Condo

3005 S LEISURE WORLD BLVD 318, SILVER SP...

Community: Leisure World® of Maryland

New Leisure World® of Maryland

3712 FINSBURY PARK DR 50-A, SILVER SPRIN..., Silver Spring, MD 20906

$353,000

2 beds

2 baths

1,157 sq ft

3712 FINSBURY PARK DR 50-A, SILVER SPRIN...

Community: Leisure World® of Maryland

New Walhaven at Kingstowne

6409 BEATLES LN 8, ALEXANDRIA, VA, 22310, Alexandria, VA 22310

$950,000

4 beds

4 baths

2,850 sq ft

Condo

6409 BEATLES LN 8, ALEXANDRIA, VA, 22310

Community: Walhaven at Kingstowne

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

Questions? Call us: (240) 663-8229

New Lansdowne Woods of Virginia

19365 CYPRESS RIDGE TER 306, LEESBURG, V..., Leesburg, VA 20176

$365,000

2 beds

2 baths

1,315 sq ft

Condo

19365 CYPRESS RIDGE TER 306, LEESBURG, V...

Community: Lansdowne Woods of Virginia

New Trilogy® at Lake Frederick

109 TUTELO LN, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$589,900

2 beds

3 baths

3,505 sq ft

109 TUTELO LN, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

New Heritage Hunt

6004 GALLANT FOX CT, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$699,900

3 beds

3 baths

2,618 sq ft

6004 GALLANT FOX CT, GAINESVILLE, VA, 20...

Community: Heritage Hunt

New The Village at Harvest Ridge

152 HARVEST RIDGE DR, WINCHESTER, VA, 22..., Winchester, VA 22601

$625,000

3 beds

2 baths

2,444 sq ft

152 HARVEST RIDGE DR, WINCHESTER, VA, 22...

Community: The Village at Harvest Ridge

New Leisure World® of Maryland

15210 ELKRIDGE WAY 91-2E, SILVER SPRING,..., Silver Spring, MD 20906

$275,000

3 beds

2 baths

1,340 sq ft

Condo

15210 ELKRIDGE WAY 91-2E, SILVER SPRING,...

Community: Leisure World® of Maryland

New Cherry Tree

636 CYPRESS DR 39, HANOVER, PA, 17331, Hanover, PA 17331

$359,900

3 beds

2 baths

1,568 sq ft

636 CYPRESS DR 39, HANOVER, PA, 17331

Community: Cherry Tree

New Leisure World® of Maryland

3320 GLENEAGLES DR 68-2A, SILVER SPRING,..., Silver Spring, MD 20906

$125,000

1 beds

1 baths

990 sq ft

Condo

3320 GLENEAGLES DR 68-2A, SILVER SPRING,...

Community: Leisure World® of Maryland

New Amblebrook

53 LIVELY STREAM WAY, GETTYSBURG, PA, 17..., Gettysburg, PA 17325

$489,900

2 beds

2 baths

2,002 sq ft

53 LIVELY STREAM WAY, GETTYSBURG, PA, 17...

Community: Amblebrook

New Leisure World® of Maryland

14550 KELMSCOT DR 186-A, SILVER SPRING, ..., Silver Spring, MD 20906

$449,000

3 beds

2 baths

1,633 sq ft

Condo

14550 KELMSCOT DR 186-A, SILVER SPRING, ...

Community: Leisure World® of Maryland

New Saintsbury Plaza

2903 SAINTSBURY PLZ 203, FAIRFAX, VA, 22..., Fairfax, VA 22031

$599,000

3 beds

3 baths

1,622 sq ft

Condo

2903 SAINTSBURY PLZ 203, FAIRFAX, VA, 22...

Community: Saintsbury Plaza

New Carmella

202 CARMELLA DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050

$394,202

2 beds

2 baths

1,478 sq ft

Condo

202 CARMELLA DR, MECHANICSBURG, PA, 1705...

Community: Carmella

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

Questions? Call us: (240) 663-8229

New North Pointe Condominiums

501 PARKVIEW LN 101, HANOVER, PA, 17331, Hanover, PA 17331

$304,900

2 beds

2 baths

1,281 sq ft

Condo

501 PARKVIEW LN 101, HANOVER, PA, 17331

Community: North Pointe Condominiums

New The Flats at Northside

1121 FORTUNE TER 7, POTOMAC, MD, 20854, Potomac, MD 20854

$624,990

1 beds

1 baths

1,177 sq ft

Condo

1121 FORTUNE TER 7, POTOMAC, MD, 20854

Community: The Flats at Northside

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 58 days. The average price of homes for sale in this community is approximately $550,000, 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 $550,000.

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141 communities

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

141 communities near Middletown

611 homes near Middletown

4 beds

3 baths

4,074 sq ft

3 beds

3 baths

2,802 sq ft

2 beds

2 baths

1,700 sq ft

Condo

3 beds

2 baths

1,712 sq ft

2 beds

2 baths

1,754 sq ft

Condo

3 beds

3 baths

2,153 sq ft

2 beds

2 baths

1,553 sq ft

Condo

3 beds

3 baths

2,932 sq ft

3 beds

2 baths

3,564 sq ft

4 beds

4 baths

3,302 sq ft

Condo

4 beds

4 baths

4,031 sq ft

Condo

3 beds

4 baths

2,327 sq ft

3 beds

3 baths

2,342 sq ft

3 beds

4 baths

2,202 sq ft

4 beds

4 baths

4,376 sq ft

1 beds

1 baths

1,203 sq ft

Condo

1 beds

1 baths

1,203 sq ft

Condo

1 beds

1 baths

862 sq ft

Condo

2 beds

2 baths

1,475 sq ft

Condo

3 beds

3 baths

1,876 sq ft

Condo

3 beds

3 baths

2,475 sq ft

Condo

2 beds

2 baths

1,422 sq ft