Middletown, MD 55+ active adult communities & homes for sale - Page 7

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

3632 GLENEAGLES DR 8-1F, SILVER SPRING, ...

Community: Leisure World® of Maryland

Cindy Certified

10569 MILKY WAY, LA PLATA, MD, 20646, La Plata, MD 20646

$415,990

3 beds

2 baths

1,390 sq ft

10569 MILKY WAY, LA PLATA, MD, 20646

Penn National

7132 LONE RIDGE CT, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222

$487,700

3 beds

4 baths

3,496 sq ft

7132 LONE RIDGE CT, FAYETTEVILLE, PA, 17...

6804 LYTHAM LN, FAYETTEVILLE, PA, 17222

Community: Penn National

Cedar Ridge at Piney Orchard

8612 FLUTTERING LEAF TRL 208, ODENTON, M..., Odenton, MD 21113

$350,000

2 beds

2 baths

1,400 sq ft

Condo

8612 FLUTTERING LEAF TRL 208, ODENTON, M...

13220 PETREL ST 4202, CLARKSBURG, MD, 20...

Community: Gatherings at Cabin Branch

Two Rivers

2864 SOFT RUSH WAY, ODENTON, MD, 21113, Odenton, MD 21113

$889,000

5 beds

4 baths

3,645 sq ft

2864 SOFT RUSH WAY, ODENTON, MD, 21113

Community: Two Rivers

Cindy Certified

3927 FAIR RIDGE DR 303, FAIRFAX, VA, 220..., Fairfax, VA 22033

$565,000

2 beds

2 baths

1,301 sq ft

Condo

3927 FAIR RIDGE DR 303, FAIRFAX, VA, 220...

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

Questions? Call us: (240) 663-8229

Cindy Certified

672 ARMSTRONG AVE, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740

$385,000

4 beds

2 baths

1,705 sq ft

672 ARMSTRONG AVE, HAGERSTOWN, MD, 21740

Central Parke at Victoria Falls

13851 BELLE CHASSE BLVD 213, LAUREL, MD,..., Laurel, MD 20707

$395,000

3 beds

2 baths

1,703 sq ft

Condo

13851 BELLE CHASSE BLVD 213, LAUREL, MD,...

Community: Central Parke at Victoria Falls

Emerald Pointe

19419 AMETHYST DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$399,000

2 beds

2 baths

2,394 sq ft

19419 AMETHYST DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Amblebrook

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

$599,900

2 beds

2 baths

2,154 sq ft

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

Community: Amblebrook

Crestwood Village

5603 HONEYSUCKLE CT, FREDERICK, MD, 2170..., Frederick, MD 21703

$412,000

2 beds

1 baths

1,297 sq ft

5603 HONEYSUCKLE CT, FREDERICK, MD, 2170...

Community: Crestwood Village

Willow Lawn Cottages

1826 KERSHAW LN, WINCHESTER, VA, 22601, Winchester, VA 22601

$420,000

2 beds

2 baths

1,431 sq ft

1826 KERSHAW LN, WINCHESTER, VA, 22601

Community: Willow Lawn Cottages

Trilogy® at Lake Frederick

105 FRITILLARY CT, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630

$450,000

3 beds

4 baths

1,888 sq ft

105 FRITILLARY CT, LAKE FREDERICK, VA, 2...

Community: Trilogy® at Lake Frederick

Montebello

21630 HAWKSBILL HIGH CIR 204, STERLING, ..., Sterling, VA 20164

$577,590

2 beds

2 baths

1,640 sq ft

Condo

21630 HAWKSBILL HIGH CIR 204, STERLING, ...

Community: Montebello

Leisure World® of Maryland

7 FINSBURY PARK CT 44-B, SILVER SPRING, ..., Silver Spring, MD 20906

$339,900

2 beds

2 baths

1,004 sq ft

Condo

7 FINSBURY PARK CT 44-B, SILVER SPRING, ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15107 INTERLACHEN DR 2-115, SILVER SPRIN..., Silver Spring, MD 20906

$235,000

2 beds

2 baths

1,120 sq ft

Condo

15107 INTERLACHEN DR 2-115, SILVER SPRIN...

Community: Leisure World® of Maryland

Potomac Green

20515 LITTLE CREEK TER 101, ASHBURN, VA,..., Ashburn, VA 20147

$429,900

2 beds

2 baths

1,347 sq ft

Condo

20515 LITTLE CREEK TER 101, ASHBURN, VA,...

Community: Potomac Green

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

2900 N LEISURE WORLD BLVD 211, SILVER SP..., Silver Spring, MD 20906

$329,000

2 beds

2 baths

1,466 sq ft

Condo

2900 N LEISURE WORLD BLVD 211, SILVER SP...

Community: Leisure World® of Maryland

Cindy Certified

1650 SILVER HILL DR 1206, MCLEAN, VA, 22..., Mclean, VA 22102

$1,325,000

2 beds

2 baths

1,617 sq ft

Condo

1650 SILVER HILL DR 1206, MCLEAN, VA, 22...

Leisure World® of Maryland

3466 CHISWICK CT 43-2A, SILVER SPRING, M..., Silver Spring, MD 20906

$175,000

2 beds

1 baths

1,200 sq ft

Condo

3466 CHISWICK CT 43-2A, SILVER SPRING, M...

Community: Leisure World® of Maryland

Amblebrook

117 GENTLE SLOPE WAY, GETTYSBURG, PA, 17..., Gettysburg, PA 17325

$551,990

4 beds

4 baths

1,574 sq ft

117 GENTLE SLOPE WAY, GETTYSBURG, PA, 17...

Community: Amblebrook

Leisure World® of Maryland

3210 N LEISURE WORLD BLVD 1014, SILVER S..., Silver Spring, MD 20906

$309,000

2 beds

2 baths

1,090 sq ft

Condo

3210 N LEISURE WORLD BLVD 1014, SILVER S...

Community: Leisure World® of Maryland

Two Rivers

3020 TURNSTILE LN, ODENTON, MD, 21113, Odenton, MD 21113

$865,000

3 beds

4 baths

4,086 sq ft

3020 TURNSTILE LN, ODENTON, MD, 21113

Community: Two Rivers

Cromwell 55+

6144 BECK OVERLOOK, IJAMSVILLE, MD, 2175..., Ijamsville, MD 21754

$699,990

2 beds

2 baths

3,387 sq ft

6144 BECK OVERLOOK, IJAMSVILLE, MD, 2175...

Community: Cromwell 55+

Central Parke at Victoria Falls

7208 PAPERBARK TER, LAUREL, MD, 20707, Laurel, MD 20707

$400,000

2 beds

2 baths

1,502 sq ft

7208 PAPERBARK TER, LAUREL, MD, 20707

Community: Central Parke at Victoria Falls

The Flats at Northside

1135 POLARIS RD 90, POTOMAC, MD, 20854, Potomac, MD 20854

$1,642,700

3 beds

5 baths

3,470 sq ft

1135 POLARIS RD 90, POTOMAC, MD, 20854

Community: The Flats at Northside

The Flats at Northside

1135 POLARIS RD 75, POTOMAC, MD, 20854, Potomac, MD 20854

$1,424,100

4 beds

3 baths

2,840 sq ft

1135 POLARIS RD 75, POTOMAC, MD, 20854

Community: The Flats at Northside

The Flats at Northside

1135 POLARIS RD 101, POTOMAC, MD, 20854, Potomac, MD 20854

$1,698,975

4 beds

5 baths

3,470 sq ft

1135 POLARIS RD 101, 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

The Enclave at Ellicott Hills

2649 BUCKINGHAM RD 43, ELLICOTT CITY, MD..., Ellicott City, MD 21043

$739,900

3 beds

4 baths

3,018 sq ft

Condo

2649 BUCKINGHAM RD 43, ELLICOTT CITY, MD...

Community: The Enclave at Ellicott Hills

Heritage Hunt

13886 CRABTREE WAY, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$899,900

3 beds

4 baths

3,590 sq ft

13886 CRABTREE WAY, GAINESVILLE, VA, 201...

Community: Heritage Hunt

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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 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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Want to learn more about 55+ communities in Middletown?

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627 homes

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Middletown, MD 55+ active adult communities & homes for sale - Page 7

142 communities near Middletown

627 homes near Middletown

3 beds

2 baths

2,031 sq ft

Condo

2 beds

2 baths

1,505 sq ft

Condo

1 beds

1 baths

635 sq ft

Condo

3 beds

2 baths

1,390 sq ft

3 beds

4 baths

3,496 sq ft

2 beds

2 baths

1,325 sq ft

Condo

2 beds

2 baths

1,035 sq ft

Condo

2 beds

2 baths

890 sq ft

Condo

3 beds

2 baths

1,712 sq ft

Condo

4 beds

4 baths

3,053 sq ft

2 beds

2 baths

1,400 sq ft

Condo

2 beds

2 baths

1,383 sq ft

Condo

3 beds

2 baths

2,031 sq ft

Condo

3 beds

2 baths

2,031 sq ft

Condo

5 beds

4 baths

3,645 sq ft

2 beds

2 baths

1,301 sq ft

Condo

4 beds

2 baths

1,705 sq ft

3 beds

2 baths

1,703 sq ft

Condo

2 beds

2 baths

2,394 sq ft

2 beds

2 baths

2,154 sq ft

2 beds

1 baths

1,297 sq ft

2 beds