Middletown, MD 55+ active adult communities & homes for sale - Page 3

593 homes near Middletown

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3 rating (2 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...

$300ks - $1Ms

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

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

Parklands

$300ks - $500ks

Parklands, White Plains, MD

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

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 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

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

5 rating (3 reviews)

Heritage Hunt

$400ks - $600ks

Heritage Hunt, Gainesville, VA

Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 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

Traditions of America at ...

$400ks - $600ks

Traditions of America at ..., Mechanicsburg, PA

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 517 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

Four Seasons at Virginia ...

$400ks - $500ks

Four Seasons at Virginia ..., Woodbridge, VA

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

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

Questions? Call us: (240) 663-8229

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

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

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

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

Spring Valley Estates

$300ks - $400ks

Spring Valley Estates, Waynesboro, PA

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

5 rating (1 reviews)

Crestwood Village

$200ks - $500ks

Crestwood Village, Frederick, MD

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

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

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

Carroll's Creek

$300ks

Carroll's Creek, Gambrills, MD

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

The Gatherings at Lakevie...

$300ks - $400ks

The Gatherings at Lakevie..., Reisterstown, MD

New Construction | 55+ age-restricted | Built 2025 - present | 122 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

The Village at Freedom Hi...

$300ks

The Village at Freedom Hi..., Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2007 - present | 66 homes

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

Questions? Call us: (240) 663-8229

The Atrium at MetroWest

$600ks - $700ks

The Atrium at MetroWest, Fairfax, VA

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

Sagebrook

$300ks - $400ks

Sagebrook, Dover, PA

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

Liberty Grove

$200ks - $300ks

Liberty Grove, Manassas, VA

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

Walden Woods

$500ks - $600ks

Walden Woods, Laurel, MD

Resale Only | 55+ age-restricted | Built 2015 - 2020 | 97 homes

Cedar Meadows

$300ks - $400ks

Cedar Meadows, White Post, VA

Resale Only | 55+ age-restricted | Built 2010 - 2022 | 129 homes

5 rating (1 reviews)

Two Rivers

$500ks - $700ks

Two Rivers, Odenton, MD

New and Resale | 55+ age-restricted | Built 2015 - present | 800 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

5 rating (1 reviews)

Snowden Overlook

$300ks - $600ks

Snowden Overlook, Columbia, MD

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

Watershed

$600ks - $700ks

Watershed, Laurel, MD

New Construction | 55+ age-restricted | 84 homes

Signature Club at Greenvi...

$400ks - $500ks

Signature Club at Greenvi..., New Market, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes

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

Questions? Call us: (240) 663-8229

Heritage at St. Charles

$300ks - $500ks

Heritage at St. Charles, White Plains, MD

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 300 homes

The Villages At Woodholme

$400ks - $500ks

The Villages At Woodholme, Baltimore, MD

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes

1 2 3...4

Leisure World® of Maryland

3310 N LEISURE WORLD BLVD 6-924, SILVER ..., Silver Spring, MD 20906

$264,900

2 beds

2 baths

1,195 sq ft

Condo

3310 N LEISURE WORLD BLVD 6-924, SILVER ...

Community: Leisure World® of Maryland

Willow Lawn Cottages

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

$369,900

2 beds

2 baths

1,219 sq ft

1856 MELVOR LN, WINCHESTER, VA, 22601

Community: Willow Lawn Cottages

Maple Highlands

12218 NICOLAR DR, FULTON, MD, 20759, Fulton, MD 20759

$949,990

2 beds

3 baths

2,670 sq ft

Condo

12218 NICOLAR DR, FULTON, MD, 20759

Community: Maple Highlands

Potomac Green

44367 OAKMONT MANOR SQ, ASHBURN, VA, 201..., Ashburn, VA 20147

$685,000

2 beds

3 baths

2,060 sq ft

44367 OAKMONT MANOR SQ, ASHBURN, VA, 201...

Community: Potomac Green

Leisure World® of Maryland

3210 N LEISURE WORLD BLVD 311, SILVER SP..., Silver Spring, MD 20906

$239,900

2 beds

2 baths

1,035 sq ft

Condo

3210 N LEISURE WORLD BLVD 311, SILVER SP...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

Villas at Cattail

24 ST MICHAELS WAY, HANOVER, PA, 17331, Hanover, PA 17331

$375,000

3 beds

2 baths

1,822 sq ft

24 ST MICHAELS WAY, HANOVER, PA, 17331

Community: Villas at Cattail

Heritage Hunt

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

$660,000

3 beds

2 baths

1,809 sq ft

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

Community: Heritage Hunt

Watershed

1238 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724

$589,990

3 beds

4 baths

2,660 sq ft

1238 CRESTED WOOD DR, LAUREL, MD, 20724

Community: Watershed

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 1021, LEESBURG, ..., Leesburg, VA 20176

$480,000

2 beds

2 baths

1,509 sq ft

Condo

19355 CYPRESS RIDGE TER 1021, LEESBURG, ...

Community: Lansdowne Woods of Virginia

Traditions of America at Silver Spring

107 LOYAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050

$629,900

3 beds

3 baths

2,978 sq ft

Condo

107 LOYAL DR, MECHANICSBURG, PA, 17050

Community: Traditions of America at Silver Spring

Gatherings at Forest Glen

8616 WINTERGREEN CT 304, ODENTON, MD, 21..., Odenton, MD 21113

$399,900

2 beds

2 baths

1,500 sq ft

Condo

8616 WINTERGREEN CT 304, ODENTON, MD, 21...

Community: Gatherings at Forest Glen

The Flats at Northside

1121 FORTUNE TER 9, POTOMAC, MD, 20854, Potomac, MD 20854

$1,249,990

3 beds

2 baths

1,978 sq ft

Condo

1121 FORTUNE TER 9, POTOMAC, MD, 20854

Community: The Flats at Northside

The Flats at Northside

1121 FORTUNE TER 8, POTOMAC, MD, 20854, Potomac, MD 20854

$1,184,990

3 beds

2 baths

1,891 sq ft

Condo

1121 FORTUNE TER 8, POTOMAC, MD, 20854

Community: The Flats at Northside

Potomac Green

44394 OAKMONT MANOR SQ, ASHBURN, VA, 201..., Ashburn, VA 20147

$699,990

2 beds

2 baths

1,667 sq ft

44394 OAKMONT MANOR SQ, ASHBURN, VA, 201...

Community: Potomac Green

Dunbarton

9712 SEAFIELD PL, BRISTOW, VA, 20136, Bristow, VA 20136

$650,000

2 beds

3 baths

3,882 sq ft

9712 SEAFIELD PL, BRISTOW, VA, 20136

Community: Dunbarton

The Flats at Northside

1121 FORTUNE TER 4, POTOMAC, MD, 20854, Potomac, MD 20854

$1,024,990

2 beds

2 baths

1,703 sq ft

Condo

1121 FORTUNE TER 4, POTOMAC, MD, 20854

Community: The Flats at Northside

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

Questions? Call us: (240) 663-8229

Regency at Belmont

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

$999,990

4 beds

4 baths

3,243 sq ft

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

Community: Regency at Belmont

Heritage Hunt

13641 HERITAGE VALLEY WAY, GAINESVILLE, ..., Gainesville, VA 20155

$720,000

2 beds

2 baths

1,904 sq ft

13641 HERITAGE VALLEY WAY, GAINESVILLE, ...

Community: Heritage Hunt

Leisure World® of Maryland

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

$180,000

1 beds

2 baths

930 sq ft

Condo

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

Community: Leisure World® of Maryland

Heritage Hunt

13618 HERITAGE VALLEY WAY, GAINESVILLE, ..., Gainesville, VA 20155

$850,000

3 beds

3 baths

3,320 sq ft

13618 HERITAGE VALLEY WAY, GAINESVILLE, ...

Community: Heritage Hunt

Leisure World® of Maryland

15101 INTERLACHEN DR 1-614, SILVER SPRIN..., Silver Spring, MD 20906

$369,900

3 beds

2 baths

1,640 sq ft

Condo

15101 INTERLACHEN DR 1-614, SILVER SPRIN...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15115 INTERLACHEN DR 3-902, SILVER SPRIN..., Silver Spring, MD 20906

$207,000

1 beds

1 baths

850 sq ft

Condo

15115 INTERLACHEN DR 3-902, SILVER SPRIN...

Community: Leisure World® of Maryland

Ellicott's Retreat

8911 CARLS CT B, ELLICOTT CITY, MD, 2104..., Ellicott City, MD 21043

$430,000

2 beds

2 baths

1,438 sq ft

Condo

8911 CARLS CT B, ELLICOTT CITY, MD, 2104...

Community: Ellicott's Retreat

Birchwood at Brambleton

23664 CHALMERS CROSSING TER, ASHBURN, VA..., Ashburn, VA 20148

$875,000

4 beds

4 baths

2,798 sq ft

23664 CHALMERS CROSSING TER, ASHBURN, VA...

Community: Birchwood at Brambleton

Carroll's Creek

1404 WIGEON WAY 304, GAMBRILLS, MD, 2105..., Gambrills, MD 21054

$450,000

3 beds

2 baths

1,786 sq ft

Condo

1404 WIGEON WAY 304, GAMBRILLS, MD, 2105...

Community: Carroll's Creek

Regency at Dominion Valley

15110 HEATHER MILL LN 404, HAYMARKET, VA..., Haymarket, VA 20169

$475,000

2 beds

2 baths

1,499 sq ft

Condo

15110 HEATHER MILL LN 404, HAYMARKET, VA...

Community: Regency at Dominion Valley

Traditions of America at Silver Spring

122 INDEPENDENCE WAY, MECHANICSBURG, PA,..., Mechanicsburg, PA 17050

$565,000

3 beds

3 baths

2,490 sq ft

Condo

122 INDEPENDENCE WAY, MECHANICSBURG, PA,...

Community: Traditions of America at Silver Spring

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

Questions? Call us: (240) 663-8229

Trilogy® at Lake Frederick

109 EMPEROR DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

3 beds

3 baths

2,618 sq ft

6901 SADDLE RUN WAY, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Leisure World® of Maryland

3350 CHISWICK CT 57-1A, SILVER SPRING, M..., Silver Spring, MD 20906

$90,000

1 beds

1 baths

635 sq ft

Condo

3350 CHISWICK CT 57-1A, SILVER SPRING, M...

Community: Leisure World® of Maryland

Potomac Green

44360 SUNSET MAPLE DR, ASHBURN, VA, 2014..., Ashburn, VA 20147

$649,999

2 beds

3 baths

2,060 sq ft

44360 SUNSET MAPLE DR, ASHBURN, VA, 2014...

Community: Potomac Green

The Village at Freedom Hills

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

$385,000

2 beds

2 baths

1,663 sq ft

13928 PATRIOT WAY, HAGERSTOWN, MD, 21740

Community: The Village at Freedom Hills

The Flats at Heathcote Village by Del Webb

5800 MOONSTONE WAY 7, HAYMARKET, VA, 201..., Haymarket, VA 20169

$474,990

2 beds

2 baths

1,445 sq ft

Condo

5800 MOONSTONE WAY 7, HAYMARKET, VA, 201...

Community: The Flats at Heathcote Village by Del Webb

The Flats at Heathcote Village by Del Webb

5800 MOONSTONE WAY 6, HAYMARKET, VA, 201..., Haymarket, VA 20169

$374,990

1 beds

2 baths

995 sq ft

Condo

5800 MOONSTONE WAY 6, HAYMARKET, VA, 201...

Community: The Flats at Heathcote Village by Del Webb

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

Questions? Call us: (240) 663-8229

The Flats at Heathcote Village by Del Webb

5800 MOONSTONE WAY 5, HAYMARKET, VA, 201..., Haymarket, VA 20169

$589,990

3 beds

2 baths

1,850 sq ft

Condo

5800 MOONSTONE WAY 5, HAYMARKET, VA, 201...

Community: The Flats at Heathcote Village by Del Webb

The Flats at Heathcote Village by Del Webb

5800 MOONSTONE WAY 4, HAYMARKET, VA, 201..., Haymarket, VA 20169

$539,990

2 beds

2 baths

1,520 sq ft

Condo

5800 MOONSTONE WAY 4, HAYMARKET, VA, 201...

Community: The Flats at Heathcote Village by Del Webb

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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 138 days. The average price of homes for sale in this community is approximately $604,937, 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 $604,937.

Want more information about active adult communities around Middletown?

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Want to learn more about 55+ communities in Middletown?

Call us: (240) 663-8229

593 homes

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Middletown, MD 55+ active adult communities & homes for sale - Page 3

141 communities near Middletown

593 homes near Middletown

2 beds

2 baths

1,195 sq ft

Condo

2 beds

2 baths

1,219 sq ft

2 beds

3 baths

2,670 sq ft

Condo

2 beds

3 baths

2,060 sq ft

2 beds

2 baths

1,035 sq ft

Condo

3 beds

2 baths

1,822 sq ft

3 beds

2 baths

1,809 sq ft

3 beds

4 baths

2,660 sq ft

2 beds

2 baths

1,509 sq ft

Condo

3 beds

3 baths

2,978 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

3 beds

2 baths

1,978 sq ft

Condo

3 beds

2 baths

1,891 sq ft

Condo

2 beds

2 baths

1,667 sq ft

2 beds

3 baths

3,882 sq ft

2 beds

2 baths

1,703 sq ft

Condo

4 beds

4 baths

3,243 sq ft

2 beds

2 baths

1,904 sq ft

1 beds

2 baths

930 sq ft

Condo

3 beds

3 baths

3,320 sq ft

3 beds

2 baths

1,640 sq ft

Condo

1 beds

1 baths

850 sq ft