Middletown, MD 55+ active adult communities & homes for sale - Page 5

663 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

Parklands

$300ks - $500ks

Parklands, White Plains, MD

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

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400ks - $1Ms

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

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

4.3 rating (11 reviews)

Amblebrook

$300ks - $700ks

Amblebrook, Gettysburg, PA

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

Penn National

$100ks - $600ks

Penn National, Fayetteville, PA

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

5 rating (1 reviews)

Crestwood Village

$200ks - $500ks

Crestwood Village, Frederick, MD

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

The Village at Cabin Bran...

$500ks

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

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

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

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

Cameron Grove

$200ks - $400ks

Cameron Grove, Upper Marlboro, MD

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

5 rating (1 reviews)

Two Rivers

$500ks - $700ks

Two Rivers, Odenton, MD

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

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

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

Questions? Call us: (240) 663-8229

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

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

5 rating (1 reviews)

Snowden Overlook

$300ks - $600ks

Snowden Overlook, Columbia, MD

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

The Flats at Northside

$600ks - $1Ms

The Flats at Northside, Potomac, MD

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

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

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

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

Traditions of America at ...

$400ks - $600ks

Traditions of America at ..., Mechanicsburg, PA

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

Country Manor

$100ks - $200ks

Country Manor, Shippensburg, PA

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

Carroll's Creek

$300ks

Carroll's Creek, Gambrills, MD

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

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

Questions? Call us: (240) 663-8229

Regency at Belmont

$600ks - $900ks

Regency at Belmont, Ashburn, VA

New Construction | 55+ age-restricted | Built 2021 - present | 145 homes

Willow Run

$500ks - $600ks

Willow Run, Winchester, VA

New Construction | 55+ age-restricted | 300 homes

Creek View

$200ks

Creek View, Carlisle, PA

New and Resale | 55+ age-restricted | Built 2004 - present | 305 homes

Nells Acres

$200ks - $600ks

Nells Acres, Sykesville, MD

New and Resale | 55+ age-restricted | Built 2000 - present | 103 homes

5 rating (2 reviews)

Potomac Green

$400ks - $800ks

Potomac Green, Ashburn, VA

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

5 rating (1 reviews)

Willow Lawn Cottages

$300ks

Willow Lawn Cottages, Winchester, VA

Resale Only | 55+ age-restricted | Built 1999 - 2004 | 120 homes

The Atrium at MetroWest

$600ks - $700ks

The Atrium at MetroWest, Fairfax, VA

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

Cromwell 55+

$300ks - $900ks

Cromwell 55+, Ijamsville, MD

New Construction | 55+ age-restricted | Built 2024 - present | 488 homes

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

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

River Ridge

$400ks - $600ks

River Ridge, Woodbridge, VA

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes

Winchester Landing

$300ks - $400ks

Winchester Landing, Winchester, VA

Resale Only | 55+ age-restricted | Built 2023 - 2025

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

Questions? Call us: (240) 663-8229

The Enclave at Ellicott H...

$300ks - $600ks

The Enclave at Ellicott H..., Ellicott City, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 homes

Belmont Bay

$300ks - $600ks

Belmont Bay, Woodbridge, VA

New and Resale | Age-targeted | Built 2007 - present | 155 homes

1 2 3...4

Trilogy® at Lake Frederick

127 PIMPERNEL PL, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$1,099,000

3 beds

4 baths

4,220 sq ft

127 PIMPERNEL PL, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

The Enclave at Ellicott Hills

2714 WESTMINSTER RD 85, ELLICOTT CITY, M..., Ellicott City, MD 21043

$665,000

3 beds

3 baths

2,522 sq ft

Condo

2714 WESTMINSTER RD 85, ELLICOTT CITY, M...

Community: The Enclave at Ellicott Hills

Snowden Overlook

8820 SHINING OCEANS WAY 308, COLUMBIA, M..., Columbia, MD 21045

$509,900

3 beds

2 baths

1,838 sq ft

Condo

8820 SHINING OCEANS WAY 308, COLUMBIA, M...

Community: Snowden Overlook

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 916, LEESBURG, V..., Leesburg, VA 20176

$395,000

2 beds

2 baths

1,315 sq ft

Condo

19375 CYPRESS RIDGE TER 916, LEESBURG, V...

Community: Lansdowne Woods of Virginia

The Enclave at Hines Farm

8705 HINES CIR 33, LAUREL, MD, 20723, Laurel, MD 20723

$785,000

3 beds

4 baths

2,719 sq ft

Condo

8705 HINES CIR 33, LAUREL, MD, 20723

Community: The Enclave at Hines Farm

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

Questions? Call us: (240) 663-8229

Belmont Bay

13827 ESTUARY PL, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191

$839,900

4 beds

4 baths

3,114 sq ft

13827 ESTUARY PL, WOODBRIDGE, VA, 22191

Community: Belmont Bay

Cedar Ridge at Piney Orchard

8615 WANDERING FOX TRL 203, ODENTON, MD,..., Odenton, MD 21113

$410,000

2 beds

2 baths

1,700 sq ft

Condo

8615 WANDERING FOX TRL 203, ODENTON, MD,...

Community: Cedar Ridge at Piney Orchard

Leisure World® of Maryland

3311 S LEISURE WORLD BLVD 99- 1D, SILVER..., Silver Spring, MD 20906

$80,000

1 beds

1 baths

635 sq ft

Condo

3311 S LEISURE WORLD BLVD 99- 1D, SILVER...

Community: Leisure World® of Maryland

Heritage Hunt

13972 REAL QUITE CT, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$710,000

4 beds

4 baths

3,113 sq ft

13972 REAL QUITE CT, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Cindy Certified

2319 FIELD POINT RD 203, OAK HILL, VA, 2..., Oak Hill, VA 20171

$519,900

2 beds

2 baths

1,275 sq ft

Condo

2319 FIELD POINT RD 203, OAK HILL, VA, 2...

The Flats at Heathcote Village by Del Webb

5928 SUNSTONE LN, HAYMARKET, VA, 20169, Haymarket, VA 20169

$769,871

3 beds

4 baths

2,763 sq ft

5928 SUNSTONE LN, HAYMARKET, VA, 20169

Community: The Flats at Heathcote Village by Del Webb

Cindy Certified

9475B SPRAGUE AVE 10, FAIRFAX, VA, 22031, Fairfax, VA 22031

$624,990

2 beds

2 baths

1,292 sq ft

Condo

9475B SPRAGUE AVE 10, FAIRFAX, VA, 22031

Parklands

10385 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695

$464,990

3 beds

2 baths

1,860 sq ft

10385 YOSEMITE ST, WHITE PLAINS, MD, 206...

Community: Parklands

Timber Villa

$365,000

3 beds

2 baths

1,897 sq ft

Condo

81 TIMBER VILLA, ELIZABETHTOWN, PA, 1702...

Community: Timber Villa

Cindy Certified

9475B SPRAGUE AVE 8, FAIRFAX, VA, 22031, Fairfax, VA 22031

$1,164,990

3 beds

2 baths

1,978 sq ft

Condo

9475B SPRAGUE AVE 8, FAIRFAX, VA, 22031

Cindy Certified

9475B SPRAGUE AVE 7, FAIRFAX, VA, 22031, Fairfax, VA 22031

$1,054,990

3 beds

2 baths

1,755 sq ft

Condo

9475B SPRAGUE AVE 7, FAIRFAX, VA, 22031

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

Questions? Call us: (240) 663-8229

Cindy Certified

9475B SPRAGUE AVE 6, FAIRFAX, VA, 22031, Fairfax, VA 22031

$764,990

2 beds

2 baths

1,636 sq ft

Condo

9475B SPRAGUE AVE 6, FAIRFAX, VA, 22031

Cindy Certified

9475B SPRAGUE AVE 5, FAIRFAX, VA, 22031, Fairfax, VA 22031

$699,990

2 beds

2 baths

1,479 sq ft

Condo

9475B SPRAGUE AVE 5, FAIRFAX, VA, 22031

Cindy Certified

9475B SPRAGUE AVE 4, FAIRFAX, VA, 22031, Fairfax, VA 22031

$634,990

2 beds

2 baths

1,364 sq ft

Condo

9475B SPRAGUE AVE 4, FAIRFAX, VA, 22031

Parklands

10395 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695

$444,990

3 beds

2 baths

1,860 sq ft

10395 YOSEMITE ST, WHITE PLAINS, MD, 206...

Community: Parklands

Cindy Certified

9475 SPRAGUE AVE 313, FAIRFAX, VA, 22031, Fairfax, VA 22031

$765,290

2 beds

2 baths

1,479 sq ft

Condo

9475 SPRAGUE AVE 313, FAIRFAX, VA, 22031

The Flats at Heathcote Village by Del Webb

15497 EMERALD WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169

$804,847

3 beds

4 baths

2,775 sq ft

15497 EMERALD WAY, HAYMARKET, VA, 20169

Community: The Flats at Heathcote Village by Del Webb

Heritage Hunt

5976 PINEY GROVE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$839,000

4 beds

5 baths

4,373 sq ft

5976 PINEY GROVE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Potomac Green

20577 ROSEWOOD MANOR SQ, ASHBURN, VA, 20..., Ashburn, VA 20147

$650,000

2 beds

2 baths

1,667 sq ft

20577 ROSEWOOD MANOR SQ, ASHBURN, VA, 20...

Community: Potomac Green

Spring Hill

8435 PEACE LILY CT 214, LORTON, VA, 2207..., Lorton, VA 22079

$550,000

2 beds

2 baths

1,621 sq ft

Condo

8435 PEACE LILY CT 214, LORTON, VA, 2207...

Community: Spring Hill

Leisure World® of Maryland

3565 S LEISURE WORLD BLVD 21-K, SILVER S..., Silver Spring, MD 20906

$185,000

2 beds

3 baths

1,600 sq ft

Condo

3565 S LEISURE WORLD BLVD 21-K, SILVER S...

Community: Leisure World® of Maryland

Four Seasons at Historic Virginia

4029 LUNAR ECLIPSE DR, DUMFRIES, VA, 220..., Dumfries, VA 22025

$609,900

3 beds

3 baths

2,525 sq ft

4029 LUNAR ECLIPSE DR, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

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

Questions? Call us: (240) 663-8229

Ellicott Meadows

12099 WINDSOR MOSS 31, ELLICOTT CITY, MD..., Ellicott City, MD 21042

$725,000

3 beds

3 baths

3,416 sq ft

Condo

12099 WINDSOR MOSS 31, ELLICOTT CITY, MD...

Community: Ellicott Meadows

Nells Acres

821 HERMAN WAY, SYKESVILLE, MD, 21784, Sykesville, MD 21784

$600,000

4 beds

5 baths

2,340 sq ft

821 HERMAN WAY, SYKESVILLE, MD, 21784

Community: Nells Acres

Cindy Certified

9540 BASTILLE ST 306, FAIRFAX, VA, 22031, Fairfax, VA 22031

$680,790

2 beds

2 baths

1,364 sq ft

Condo

9540 BASTILLE ST 306, FAIRFAX, VA, 22031

Cindy Certified

9540 BASTILLE ST 604, FAIRFAX, VA, 22031, Fairfax, VA 22031

$712,290

2 beds

2 baths

1,344 sq ft

Condo

9540 BASTILLE ST 604, FAIRFAX, VA, 22031

Leisure World® of Maryland

3551 S LEISURE WORLD BLVD 25-2E, SILVER ..., Silver Spring, MD 20906

$150,000

2 beds

1 baths

1,200 sq ft

Condo

3551 S LEISURE WORLD BLVD 25-2E, SILVER ...

Community: Leisure World® of Maryland

Crestwood Village

6879 SNOWBERRY CT, FREDERICK, MD, 21703, Frederick, MD 21703

$389,900

2 beds

2 baths

1,404 sq ft

6879 SNOWBERRY CT, FREDERICK, MD, 21703

Community: Crestwood Village

Willow Lawn Cottages

1847 MELVOR LN, WINCHESTER, VA, 22601, Winchester, VA 22601

$339,900

2 beds

2 baths

1,234 sq ft

1847 MELVOR LN, WINCHESTER, VA, 22601

Community: Willow Lawn Cottages

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 314, LEESBURG, V..., Leesburg, VA 20176

$330,000

2 beds

2 baths

1,038 sq ft

Condo

19355 CYPRESS RIDGE TER 314, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Trilogy® at Lake Frederick

100 WALLEYE CT, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$620,000

3 beds

3 baths

3,513 sq ft

100 WALLEYE CT, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Leisure World® of Maryland

3383 S LEISURE WORLD BLVD 92-1D, SILVER ..., Silver Spring, MD 20906

$175,000

2 beds

2 baths

1,308 sq ft

Condo

3383 S LEISURE WORLD BLVD 92-1D, SILVER ...

Community: Leisure World® of Maryland

The Woodlands of Urbana

3411 ANGELICA WAY 203, FREDERICK, MD, 21..., Frederick, MD 21704

$415,000

2 beds

2 baths

1,456 sq ft

Condo

3411 ANGELICA WAY 203, FREDERICK, MD, 21...

Community: The Woodlands of Urbana

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

Questions? Call us: (240) 663-8229

Fairway Overlook

5936 DEBORAH JEAN DR, ELKRIDGE, MD, 2107..., Elkridge, MD 21075

$899,990

4 beds

3 baths

2,784 sq ft

5936 DEBORAH JEAN DR, ELKRIDGE, MD, 2107...

Community: Fairway Overlook

Parklands

10400 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695

$539,900

3 beds

3 baths

2,593 sq ft

10400 YOSEMITE ST, WHITE PLAINS, MD, 206...

Community: Parklands

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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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663 homes

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Middletown, MD 55+ active adult communities & homes for sale - Page 5

143 communities near Middletown

663 homes near Middletown

3 beds

4 baths

4,220 sq ft

3 beds

3 baths

2,522 sq ft

Condo

3 beds

2 baths

1,838 sq ft

Condo

2 beds

2 baths

1,315 sq ft

Condo

3 beds

4 baths

2,719 sq ft

Condo

4 beds

4 baths

3,114 sq ft

2 beds

2 baths

1,700 sq ft

Condo

1 beds

1 baths

635 sq ft

Condo

4 beds

4 baths

3,113 sq ft

2 beds

2 baths

1,275 sq ft

Condo

3 beds

4 baths

2,763 sq ft

2 beds

2 baths

1,292 sq ft

Condo

3 beds

2 baths

1,860 sq ft

3 beds

2 baths

1,897 sq ft

Condo

3 beds

2 baths

1,978 sq ft

Condo

3 beds

2 baths

1,755 sq ft

Condo

2 beds

2 baths

1,636 sq ft

Condo

2 beds

2 baths

1,479 sq ft

Condo

2 beds

2 baths

1,364 sq ft

Condo

3 beds

2 baths

1,860 sq ft

2 beds

2 baths

1,479 sq ft