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

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

2901 S LEISURE WORLD BLVD 225, SILVER SP..., Silver Spring, MD 20906

$305,000

2 beds

2 baths

1,506 sq ft

Condo

2901 S LEISURE WORLD BLVD 225, SILVER SP...

Community: Leisure World® of Maryland

Leisure World® of Maryland

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

$162,000

2 beds

2 baths

980 sq ft

Condo

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

Community: Leisure World® of Maryland

Gatherings at Lyndwood

7305 BROOKVIEW RD 308, ELKRIDGE, MD, 210..., Elkridge, MD 21075

$394,000

2 beds

2 baths

1,400 sq ft

Condo

7305 BROOKVIEW RD 308, ELKRIDGE, MD, 210...

Community: Gatherings at Lyndwood

The Woodlands of Urbana

2821 CAMOMILE DR, FREDERICK, MD, 21704, Frederick, MD 21704

$899,900

3 beds

3 baths

2,762 sq ft

2821 CAMOMILE DR, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

The Retreat at Poland Hill

25635 NOT FORGOTTEN TER, CHANTILLY, VA, ..., Chantilly, VA 20152

$775,000

3 beds

3 baths

2,442 sq ft

25635 NOT FORGOTTEN TER, CHANTILLY, VA, ...

Community: The Retreat at Poland Hill

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

Questions? Call us: (240) 663-8229

Birchwood at Brambleton

42881 LITTLEHALES TER, ASHBURN, VA, 2014..., Ashburn, VA 20148

$589,000

3 beds

3 baths

2,580 sq ft

Condo

42881 LITTLEHALES TER, ASHBURN, VA, 2014...

Community: Birchwood at Brambleton

Cedar Ridge at Piney Orchard

8615 WANDERING FOX TRL 105, ODENTON, MD,..., Odenton, MD 21113

$379,900

2 beds

2 baths

1,500 sq ft

8615 WANDERING FOX TRL 105, ODENTON, MD,...

Community: Cedar Ridge at Piney Orchard

Leisure World® of Maryland

15300 BEAVERBROOK CT 88-2K, SILVER SPRIN..., Silver Spring, MD 20906

$264,000

3 beds

2 baths

1,340 sq ft

Condo

15300 BEAVERBROOK CT 88-2K, SILVER SPRIN...

Community: Leisure World® of Maryland

Gatherings at Forest Glen

8609 WINTERGREEN CT 208, ODENTON, MD, 21..., Odenton, MD 21113

$374,900

2 beds

2 baths

1,400 sq ft

Condo

8609 WINTERGREEN CT 208, ODENTON, MD, 21...

Community: Gatherings at Forest Glen

Heritage Hunt

6116 PINEY GROVE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$739,000

4 beds

3 baths

2,806 sq ft

6116 PINEY GROVE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 1122, LEESBURG, ..., Leesburg, VA 20176

$360,000

2 beds

2 baths

1,038 sq ft

Condo

19355 CYPRESS RIDGE TER 1122, LEESBURG, ...

Community: Lansdowne Woods of Virginia

Trilogy® at Lake Frederick

107 YELLOW BIRCH, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$969,999

3 beds

5 baths

4,465 sq ft

107 YELLOW BIRCH, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Trilogy® at Lake Frederick

124 CHECKERSPOT WAY, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630

$435,000

4 beds

4 baths

2,508 sq ft

124 CHECKERSPOT WAY, LAKE FREDERICK, VA,...

Community: Trilogy® at Lake Frederick

The Woodlands of Urbana

3264 STARLIGHT ST, FREDERICK, MD, 21704, Frederick, MD 21704

$559,900

3 beds

3 baths

1,817 sq ft

3264 STARLIGHT ST, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Leisure World® of Maryland

15115 INTERLACHEN DR 3-621, SILVER SPRIN..., Silver Spring, MD 20906

$379,000

3 beds

3 baths

1,530 sq ft

Condo

15115 INTERLACHEN DR 3-621, SILVER SPRIN...

Community: Leisure World® of Maryland

Cameron Grove

13310 NEW ACADIA LN 206, UPPER MARLBORO,..., Upper Marlboro, MD 20774

$285,000

2 beds

2 baths

1,287 sq ft

Condo

13310 NEW ACADIA LN 206, UPPER MARLBORO,...

Community: Cameron Grove

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

Questions? Call us: (240) 663-8229

Gatherings at Wellington

9204 CHARLESTON DR 206, MANASSAS, VA, 20..., Manassas, VA 20110

$375,000

2 beds

2 baths

1,558 sq ft

Condo

9204 CHARLESTON DR 206, MANASSAS, VA, 20...

Community: Gatherings at Wellington

The Flats at Northside

1121 FORTUNE TER 310, POTOMAC, MD, 20854, Potomac, MD 20854

$908,709

2 beds

2 baths

1,534 sq ft

Condo

1121 FORTUNE TER 310, POTOMAC, MD, 20854

Community: The Flats at Northside

Emerald Pointe

13428 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$434,000

2 beds

2 baths

1,953 sq ft

13428 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Amblebrook

61 BONESET DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$399,999

3 beds

3 baths

2,223 sq ft

61 BONESET DR, GETTYSBURG, PA, 17325

Community: Amblebrook

Amblebrook

371 QUIET CREEK DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$739,000

3 beds

2 baths

2,390 sq ft

371 QUIET CREEK DR, GETTYSBURG, PA, 1732...

Community: Amblebrook

Leisure World® of Maryland

3182 ADDERLEY CT 240-E, SILVER SPRING, M..., Silver Spring, MD 20906

$219,900

2 beds

3 baths

1,359 sq ft

Condo

3182 ADDERLEY CT 240-E, SILVER SPRING, M...

Community: Leisure World® of Maryland

Signature Club at Greenview

5811 UPTON CIR 49, NEW MARKET, MD, 21774, New Market, MD 21774

$675,000

4 beds

4 baths

3,501 sq ft

Condo

5811 UPTON CIR 49, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

Trilogy® at Lake Frederick

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

$825,000

4 beds

4 baths

5,247 sq ft

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

Community: Trilogy® at Lake Frederick

Willow Run

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

$449,990

3 beds

2 baths

1,492 sq ft

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

Community: Willow Run

Leisure World® of Maryland

9610 DEWITT DR SH205, SILVER SPRING, MD,..., Silver Spring, MD 20910

$350,000

1 beds

1 baths

1,013 sq ft

Condo

9610 DEWITT DR SH205, SILVER SPRING, MD,...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15101 INTERLACHEN DR 1-705, SILVER SPRIN..., Silver Spring, MD 20906

$189,999

1 beds

2 baths

980 sq ft

Condo

15101 INTERLACHEN DR 1-705, 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

Heritage at St. Charles

11265 YELLOWSTONE CT, WHITE PLAINS, MD, ..., White Plains, MD 20695

$514,900

3 beds

2 baths

2,010 sq ft

11265 YELLOWSTONE CT, WHITE PLAINS, MD, ...

Community: Heritage at St. Charles

Signature Club at Greenview

5915 JACOBEAN PL, NEW MARKET, MD, 21774, New Market, MD 21774

$659,999

4 beds

4 baths

3,454 sq ft

Condo

5915 JACOBEAN PL, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

Robinson Manor

14712 GRAND CRU LOOP, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$699,000

3 beds

3 baths

2,270 sq ft

14712 GRAND CRU LOOP, GAINESVILLE, VA, 2...

Community: Robinson Manor

Abrams Chase

105 AMBERFIELD CT, WINCHESTER, VA, 22602, Winchester, VA 22602

$499,900

2 beds

2 baths

1,800 sq ft

105 AMBERFIELD CT, WINCHESTER, VA, 22602

Community: Abrams Chase

Leisure World® of Maryland

3005 S LEISURE WORLD BLVD 702, SILVER SP..., Silver Spring, MD 20906

$279,900

2 beds

2 baths

1,093 sq ft

Condo

3005 S LEISURE WORLD BLVD 702, SILVER SP...

Community: Leisure World® of Maryland

Hawthorne Greene

56 CAMDEN CIR, LA PLATA, MD, 20646, La Plata, MD 20646

$379,000

2 beds

2 baths

1,485 sq ft

56 CAMDEN CIR, LA PLATA, MD, 20646

Community: Hawthorne Greene

Leisure World® of Maryland

15115 INTERLACHEN DR 3-815, SILVER SPRIN..., Silver Spring, MD 20906

$185,000

2 beds

2 baths

1,115 sq ft

Condo

15115 INTERLACHEN DR 3-815, SILVER SPRIN...

Community: Leisure World® of Maryland

Crestwood Village

5693 CRABAPPLE DR, FREDERICK, MD, 21703, Frederick, MD 21703

$364,900

2 beds

2 baths

1,148 sq ft

5693 CRABAPPLE DR, FREDERICK, MD, 21703

Community: Crestwood Village

Amblebrook

328 HIGHLAND WAY 170, GETTYSBURG, PA, 17..., Gettysburg, PA 17325

$499,990

2 beds

2 baths

1,661 sq ft

328 HIGHLAND WAY 170, GETTYSBURG, PA, 17...

Community: Amblebrook

Trilogy® at Lake Frederick

136 MALLARD DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$619,000

2 beds

2 baths

2,089 sq ft

136 MALLARD DR, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Willow Run

228 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$579,990

3 beds

2 baths

1,888 sq ft

228 HYDRANGEA WAY, WINCHESTER, VA, 22602

Community: Willow Run

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

Questions? Call us: (240) 663-8229

Four Seasons at Historic Virginia

4030 GREAT HARVEST CT, DUMFRIES, VA, 220..., Dumfries, VA 22025

$694,900

4 beds

3 baths

3,569 sq ft

4030 GREAT HARVEST CT, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

Heritage Hunt

13170 TRIPLE CROWN LOOP, GAINESVILLE, VA..., Gainesville, VA 20155

$769,900

3 beds

3 baths

2,848 sq ft

13170 TRIPLE CROWN LOOP, GAINESVILLE, VA...

Community: Heritage Hunt

1 2 3 4 5 6 7 8 9 10 11 12 13 14…15

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 12

141 communities near Middletown

593 homes near Middletown

2 beds

2 baths

1,506 sq ft

Condo

2 beds

2 baths

980 sq ft

Condo

2 beds

2 baths

1,400 sq ft

Condo

3 beds

3 baths

2,762 sq ft

3 beds

3 baths

2,442 sq ft

3 beds

3 baths

2,580 sq ft

Condo

2 beds

2 baths

1,500 sq ft

3 beds

2 baths

1,340 sq ft

Condo

2 beds

2 baths

1,400 sq ft

Condo

4 beds

3 baths

2,806 sq ft

2 beds

2 baths

1,038 sq ft

Condo

3 beds

5 baths

4,465 sq ft

4 beds

4 baths

2,508 sq ft

3 beds

3 baths

1,817 sq ft

3 beds

3 baths

1,530 sq ft

Condo

2 beds

2 baths

1,287 sq ft

Condo

2 beds

2 baths

1,558 sq ft

Condo

2 beds

2 baths

1,534 sq ft

Condo

2 beds

2 baths

1,953 sq ft

3 beds

3 baths

2,223 sq ft

3 beds

2 baths

2,390 sq ft

2 beds

3 baths

1,359 sq ft