Middletown, MD 55+ active adult communities & homes for sale - Page 9

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

Amblebrook

102 WOOLGRASS LN, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$624,900

3 beds

3 baths

2,531 sq ft

102 WOOLGRASS LN, GETTYSBURG, PA, 17325

Community: Amblebrook

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 1111, LEESBURG, ..., Leesburg, VA 20176

$449,900

3 beds

2 baths

1,475 sq ft

Condo

19375 CYPRESS RIDGE TER 1111, LEESBURG, ...

Community: Lansdowne Woods of Virginia

Trilogy® at Lake Frederick

104 RHODODENDRON CT, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630

$749,990

3 beds

3 baths

2,457 sq ft

104 RHODODENDRON CT, LAKE FREDERICK, VA,...

Community: Trilogy® at Lake Frederick

Amblebrook

74 GRAND OVERLOOK DR, GETTYSBURG, PA, 17..., Gettysburg, PA 17325

$394,900

3 beds

3 baths

2,246 sq ft

74 GRAND OVERLOOK DR, GETTYSBURG, PA, 17...

Community: Amblebrook

Leisure World® of Maryland

3200 N LEISURE WORLD BLVD 803, SILVER SP..., Silver Spring, MD 20906

$365,000

2 beds

2 baths

1,495 sq ft

Condo

3200 N LEISURE WORLD BLVD 803, 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

Walden Woods

9837 WILDERNESS LN, LAUREL, MD, 20723, Laurel, MD 20723

$665,000

4 beds

4 baths

2,060 sq ft

9837 WILDERNESS LN, LAUREL, MD, 20723

Community: Walden Woods

Liberty Grove

8610 LIBERTY TRL 305, MANASSAS, VA, 2011..., Manassas, VA 20110

$364,900

2 beds

3 baths

1,518 sq ft

Condo

8610 LIBERTY TRL 305, MANASSAS, VA, 2011...

Community: Liberty Grove

Parklands

10071 SHENANDOAH LN, WHITE PLAINS, MD, 2..., White Plains, MD 20695

$621,290

4 beds

4 baths

1,821 sq ft

10071 SHENANDOAH LN, WHITE PLAINS, MD, 2...

Community: Parklands

Amblebrook

96 ELDERBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$419,990

3 beds

2 baths

1,763 sq ft

96 ELDERBERRY WAY, GETTYSBURG, PA, 17325

Community: Amblebrook

Leisure World® of Maryland

2904 N LEISURE WORLD BLVD 214, SILVER SP..., Silver Spring, MD 20906

$152,625

1 beds

1 baths

888 sq ft

Condo

2904 N LEISURE WORLD BLVD 214, SILVER SP...

Community: Leisure World® of Maryland

Trilogy® at Lake Frederick

121 MILKWEED, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$879,900

3 beds

4 baths

4,213 sq ft

121 MILKWEED, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Leisure World® of Maryland

3632 GLENEAGLES DR 8-2H, SILVER SPRING, ..., Silver Spring, MD 20906

$200,000

2 beds

1 baths

1,035 sq ft

Condo

3632 GLENEAGLES DR 8-2H, SILVER SPRING, ...

Community: Leisure World® of Maryland

HiddenBrooke

7860 ROLLING WOODS CT 304, SPRINGFIELD, ..., Springfield, VA 22152

$569,900

2 beds

2 baths

1,676 sq ft

Condo

7860 ROLLING WOODS CT 304, SPRINGFIELD, ...

Community: HiddenBrooke

Leisure World® of Maryland

15115 INTERLACHEN DR 3-521, SILVER SPRIN..., Silver Spring, MD 20906

$315,000

3 beds

3 baths

1,530 sq ft

Condo

15115 INTERLACHEN DR 3-521, SILVER SPRIN...

Community: Leisure World® of Maryland

Walden Woods

9814 WILDERNESS LN, LAUREL, MD, 20723, Laurel, MD 20723

$700,000

4 beds

4 baths

2,680 sq ft

9814 WILDERNESS LN, LAUREL, MD, 20723

Community: Walden Woods

The Village at Cabin Branch

22320 PLOVER ST, CLARKSBURG, MD, 20871, Clarksburg, MD 20871

$620,000

3 beds

3 baths

1,721 sq ft

22320 PLOVER ST, CLARKSBURG, MD, 20871

Community: The Village at Cabin Branch

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-712, SILVER ..., Silver Spring, MD 20906

$189,000

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-712, SILVER ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3378 CHISWICK CT 52-3E, SILVER SPRING, M..., Silver Spring, MD 20906

$92,900

1 beds

1 baths

800 sq ft

3378 CHISWICK CT 52-3E, SILVER SPRING, M...

Community: Leisure World® of Maryland

Amblebrook

182 RUSTIC WOOD DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$620,000

2 beds

2 baths

2,154 sq ft

182 RUSTIC WOOD DR, GETTYSBURG, PA, 1732...

Community: Amblebrook

Trilogy® at Lake Frederick

213 GREBE DR, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$749,990

3 beds

4 baths

3,191 sq ft

213 GREBE DR, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Leisure World® of Maryland

15101 INTERLACHEN DR 1-126, SILVER SPRIN..., Silver Spring, MD 20906

$280,000

2 beds

2 baths

1,320 sq ft

Condo

15101 INTERLACHEN DR 1-126, SILVER SPRIN...

Community: Leisure World® of Maryland

Cortland Park

797 AURORA DR, MECHANICSBURG, PA, 17055, Mechanicsburg, PA 17055

$399,000

2 beds

2 baths

1,544 sq ft

797 AURORA DR, MECHANICSBURG, PA, 17055

Community: Cortland Park

Sagebrook

856 SHADOWBROOKE DR, DOVER, PA, 17315, Dover, PA 17315

$396,990

2 beds

2 baths

856 SHADOWBROOKE DR, DOVER, PA, 17315

Community: Sagebrook

Sagebrook

855 SHADOWBROOKE DR, DOVER, PA, 17315, Dover, PA 17315

$409,990

2 beds

2 baths

855 SHADOWBROOKE DR, DOVER, PA, 17315

Community: Sagebrook

Gatherings at Lyndwood

6155 SHADYWOOD RD 305, ELKRIDGE, MD, 210..., Elkridge, MD 21075

$425,000

2 beds

2 baths

1,500 sq ft

Condo

6155 SHADYWOOD RD 305, ELKRIDGE, MD, 210...

Community: Gatherings at Lyndwood

Carroll's Creek

1408 WIGEON WAY 301, GAMBRILLS, MD, 2105..., Gambrills, MD 21054

$449,900

3 beds

2 baths

1,780 sq ft

Condo

1408 WIGEON WAY 301, GAMBRILLS, MD, 2105...

Community: Carroll's Creek

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-1015, SILVER..., Silver Spring, MD 20906

$189,000

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-1015, SILVER...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

Trilogy® at Lake Frederick

110 COTTONTAIL DR, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630

$575,000

3 beds

3 baths

2,860 sq ft

110 COTTONTAIL DR, LAKE FREDERICK, VA, 2...

Community: Trilogy® at Lake Frederick

Parklands

10588 GREAT BASIN PL, WHITE PLAINS, MD, ..., White Plains, MD 20695

$399,990

3 beds

3 baths

1,915 sq ft

10588 GREAT BASIN PL, WHITE PLAINS, MD, ...

Community: Parklands

Parklands

10584 GREAT BASIN PL, WHITE PLAINS, MD, ..., White Plains, MD 20695

$456,990

4 beds

4 baths

2,364 sq ft

10584 GREAT BASIN PL, WHITE PLAINS, MD, ...

Community: Parklands

Four Seasons at Virginia Crossing

3720 HAVERTILL LN 306, WOODBRIDGE, VA, 2..., Woodbridge, VA 22193

$498,000

2 beds

2 baths

1,863 sq ft

Condo

3720 HAVERTILL LN 306, WOODBRIDGE, VA, 2...

Community: Four Seasons at Virginia Crossing

Heritage Hunt

13703 CURRANT LOOP, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$545,000

3 beds

3 baths

2,050 sq ft

13703 CURRANT LOOP, GAINESVILLE, VA, 201...

Community: Heritage Hunt

Willow Run

232 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$653,990

4 beds

3 baths

2,909 sq ft

232 HYDRANGEA WAY, WINCHESTER, VA, 22602

Community: Willow Run

Willow Run

234 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$653,990

4 beds

3 baths

2,865 sq ft

234 HYDRANGEA WAY, WINCHESTER, VA, 22602

Community: Willow Run

Willow Run

249 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$649,990

4 beds

3 baths

2,712 sq ft

249 HYDRANGEA WAY, WINCHESTER, VA, 22602

Community: Willow Run

Willow Run

125 TRELLIS VIEW LN, WINCHESTER, VA, 226..., Winchester, VA 22602

$459,990

3 beds

2 baths

1,492 sq ft

125 TRELLIS VIEW LN, WINCHESTER, VA, 226...

Community: Willow Run

Willow Run

123 TRELLIS VIEW LN, WINCHESTER, VA, 226..., Winchester, VA 22602

$459,990

3 beds

2 baths

1,492 sq ft

123 TRELLIS VIEW LN, WINCHESTER, VA, 226...

Community: Willow Run

Willow Run

122 TRELLIS VIEW LN, WINCHESTER, VA, 226..., Winchester, VA 22602

$519,990

4 beds

3 baths

2,168 sq ft

122 TRELLIS VIEW LN, WINCHESTER, VA, 226...

Community: Willow Run

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

3210 N LEISURE WORLD BLVD 420, SILVER SP..., Silver Spring, MD 20906

$420,000

2 beds

2 baths

1,490 sq ft

Condo

3210 N LEISURE WORLD BLVD 420, SILVER SP...

Community: Leisure World® of Maryland

Trilogy® at Lake Frederick

118 TWINLEAF WAY, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$384,900

3 beds

3 baths

1,848 sq ft

118 TWINLEAF WAY, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

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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 9

141 communities near Middletown

593 homes near Middletown

3 beds

3 baths

2,531 sq ft

3 beds

2 baths

1,475 sq ft

Condo

3 beds

3 baths

2,457 sq ft

3 beds

3 baths

2,246 sq ft

2 beds

2 baths

1,495 sq ft

Condo

4 beds

4 baths

2,060 sq ft

2 beds

3 baths

1,518 sq ft

Condo

4 beds

4 baths

1,821 sq ft

3 beds

2 baths

1,763 sq ft

1 beds

1 baths

888 sq ft

Condo

3 beds

4 baths

4,213 sq ft

2 beds

1 baths

1,035 sq ft

Condo

2 beds

2 baths

1,676 sq ft

Condo

3 beds

3 baths

1,530 sq ft

Condo

4 beds

4 baths

2,680 sq ft

3 beds

3 baths

1,721 sq ft

2 beds

2 baths

980 sq ft

Condo

1 beds

1 baths

800 sq ft

2 beds

2 baths

2,154 sq ft

3 beds

4 baths

3,191 sq ft

2 beds

2 baths

1,320 sq ft

Condo

2 beds

2 baths

1,544 sq ft

2 beds

2 baths