Middletown, MD 55+ active adult communities & homes for sale - Page 6

582 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

5 rating (3 reviews)

Heritage Hunt

$400ks - $600ks

Heritage Hunt, Gainesville, VA

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

Cameron Grove

$200ks - $400ks

Cameron Grove, Upper Marlboro, MD

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

Penn National

$100ks - $600ks

Penn National, Fayetteville, PA

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

Traditions of America at ...

$400ks - $600ks

Traditions of America at ..., Mechanicsburg, PA

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

Willow Run

$500ks - $600ks

Willow Run, Winchester, VA

New Construction | 55+ age-restricted | 300 homes

The Village at Cabin Bran...

$500ks

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

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

5 rating (1 reviews)

Two Rivers

$500ks - $700ks

Two Rivers, Odenton, MD

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

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

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

Gatherings at Cabin Branc...

$400ks - $600ks

Gatherings at Cabin Branc..., Clarksburg, MD

New Construction | 55+ age-restricted | Built 2024 - present | 135 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

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

Questions? Call us: (240) 663-8229

The Gatherings at Lakevie...

$300ks - $400ks

The Gatherings at Lakevie..., Reisterstown, MD

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

Spring Valley Estates

$300ks - $400ks

Spring Valley Estates, Waynesboro, PA

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

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

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

The Flats at Northside

$600ks - $1Ms

The Flats at Northside, Potomac, MD

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

Beechfield Manors

$200ks - $400ks

Beechfield Manors, Bowie, MD

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

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

Cadence at Lansdowne

$600ks

Cadence at Lansdowne, Lansdowne, VA

Resale Only | 55+ age-restricted | Built 2020 - 2024 | 74 homes

Four Seasons at Virginia ...

$400ks - $500ks

Four Seasons at Virginia ..., Woodbridge, VA

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

Emerald Pointe

$300ks - $500ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

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

Sagebrook

$300ks - $400ks

Sagebrook, Dover, PA

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

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

Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Snowden Overlook

$300ks - $600ks

Snowden Overlook, Columbia, MD

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

The Crest of Alexandria

$400ks - $800ks

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes

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

Carroll's Creek

$300ks

Carroll's Creek, Gambrills, MD

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

3 rating (2 reviews)

Dunbarton

$300ks - $500ks

Dunbarton, Bristow, VA

Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes

5 rating (1 reviews)

Willow Lawn Cottages

$300ks

Willow Lawn Cottages, Winchester, VA

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

Montebello

$500ks - $1Ms

Montebello, Sterling, VA

New and Resale | 55+ age-restricted | Built 2022 - present | 450 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)

Carroll Vista

$300ks

Carroll Vista, Taneytown, MD

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 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

Cortland Park

$300ks - $600ks

Cortland Park, Mechanicsburg, PA

New and Resale | 55+ age-restricted | Built 2020 - present | 104 homes

5 rating (1 reviews)

Crestwood Village

$200ks - $500ks

Crestwood Village, Frederick, MD

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

1 2 3...4

The Preserves at Cumberland Village

143 BITTERN DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

2 beds

2 baths

1,500 sq ft

Condo

8615 WANDERING FOX TRL 305, ODENTON, MD,...

Community: Cedar Ridge at Piney Orchard

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

Questions? Call us: (240) 663-8229

Heritage Hunt

13484 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$669,990

2 beds

2 baths

2,128 sq ft

13484 FIELDSTONE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Dunbarton

12028 RUTHERGLEN PL, BRISTOW, VA, 20136, Bristow, VA 20136

$775,000

4 beds

3 baths

3,754 sq ft

12028 RUTHERGLEN PL, BRISTOW, VA, 20136

Community: Dunbarton

Timber Villa

30 POPLAR LN, ELIZABETHTOWN, PA, 17022, Elizabethtown, PA 17022

3 beds

3 baths

2,520 sq ft

13928 REAL QUITE CT, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Central Parke at Victoria Falls

13123 WINDING TRAIL RD, LAUREL, MD, 2070..., Laurel, MD 20707

$625,000

4 beds

4 baths

2,999 sq ft

13123 WINDING TRAIL RD, LAUREL, MD, 2070...

Community: Central Parke at Victoria Falls

Heritage Hunt

13963 CHELMSFORD DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$530,000

3 beds

3 baths

2,090 sq ft

13963 CHELMSFORD DR, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Parklands

5361 KINGS CANYON CT, WHITE PLAINS, MD, ..., White Plains, MD 20695

$550,000

3 beds

3 baths

2,632 sq ft

5361 KINGS CANYON CT, WHITE PLAINS, MD, ...

Community: Parklands

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 5-229, SILVER ..., Silver Spring, MD 20906

$149,900

1 beds

1 baths

850 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-229, SILVER ...

Community: Leisure World® of Maryland

Bethany Glen

9973 HOPE PL, ELLICOTT CITY, MD, 21042, Ellicott City, MD 21042

$765,000

3 beds

4 baths

2,876 sq ft

9973 HOPE PL, ELLICOTT CITY, MD, 21042

Community: Bethany Glen

Traditions of America at Silver Spring

86 PRESIDENTS DR, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050

$479,000

2 beds

2 baths

2,036 sq ft

Condo

86 PRESIDENTS DR, MECHANICSBURG, PA, 170...

Community: Traditions of America at Silver Spring

Trilogy® at Lake Frederick

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

$835,000

5 beds

5 baths

4,331 sq ft

222 GREBE DR, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Heritage Hunt

5968 PINEY GROVE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$750,000

2 beds

3 baths

2,873 sq ft

5968 PINEY GROVE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

The Enclave at Ellicott Station

2605 QUEENSLAND DR, ELLICOTT CITY, MD, 2..., Ellicott City, MD 21042

$799,000

5 beds

4 baths

3,560 sq ft

2605 QUEENSLAND DR, ELLICOTT CITY, MD, 2...

Community: The Enclave at Ellicott Station

Heritage Hunt

6340 AVINGTON PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155

$799,900

3 beds

3 baths

3,452 sq ft

6340 AVINGTON PL, GAINESVILLE, VA, 20155

Community: Heritage Hunt

Winifred Manor

2003 RUDY SERRA DR 1C, ELDERSBURG, MD, 2..., Eldersburg, MD 21784

$230,000

2 beds

2 baths

1,000 sq ft

Condo

2003 RUDY SERRA DR 1C, ELDERSBURG, MD, 2...

Community: Winifred Manor

Emerald Pointe

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$349,900

2 beds

2 baths

1,834 sq ft

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Leisure World® of Maryland

15015 HASLEMERE CT, SILVER SPRING, MD, 2..., Silver Spring, MD 20906

$380,000

3 beds

2 baths

1,194 sq ft

Condo

15015 HASLEMERE CT, SILVER SPRING, MD, 2...

Community: Leisure World® of Maryland

Two Rivers

1384 PATUXENT RIDGE RD, ODENTON, MD, 211..., Odenton, MD 21113

$725,000

4 beds

3 baths

2,145 sq ft

1384 PATUXENT RIDGE RD, ODENTON, MD, 211...

Community: Two Rivers

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

Questions? Call us: (240) 663-8229

Courtyards at Waverly Woods East

11125 CHAMBERS CT D, WOODSTOCK, MD, 2116..., Woodstock, MD 21163

$375,000

2 beds

2 baths

1,595 sq ft

Condo

11125 CHAMBERS CT D, WOODSTOCK, MD, 2116...

Community: Courtyards at Waverly Woods East

Winifred Manor

2012 RUDY SERRA DR C, ELDERSBURG, MD, 21..., Eldersburg, MD 21784

$265,000

2 beds

2 baths

Condo

2012 RUDY SERRA DR C, ELDERSBURG, MD, 21...

Community: Winifred Manor

Leisure World® of Maryland

3671 S LEISURE WORLD BLVD 15-E, SILVER S..., Silver Spring, MD 20906

$199,900

2 beds

3 baths

1,600 sq ft

Condo

3671 S LEISURE WORLD BLVD 15-E, SILVER S...

Community: Leisure World® of Maryland

River Ridge

12232 FARMBERRY CT, WOODBRIDGE, VA, 2219..., Woodbridge, VA 22192

$679,999

3 beds

3 baths

2,966 sq ft

12232 FARMBERRY CT, WOODBRIDGE, VA, 2219...

Community: River Ridge

Gatherings at Forest Glen

8616 WINTERGREEN CT 307, ODENTON, MD, 21..., Odenton, MD 21113

$450,000

3 beds

2 baths

1,800 sq ft

Condo

8616 WINTERGREEN CT 307, ODENTON, MD, 21...

Community: Gatherings at Forest Glen

Willow Lawn Cottages

1845 ROSSER LN, WINCHESTER, VA, 22601, Winchester, VA 22601

$370,000

2 beds

2 baths

1,200 sq ft

1845 ROSSER LN, WINCHESTER, VA, 22601

Community: Willow Lawn Cottages

Cameron Grove

12900 FOX BOW DR 309, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$324,000

2 beds

2 baths

1,204 sq ft

Condo

12900 FOX BOW DR 309, UPPER MARLBORO, MD...

Community: Cameron Grove

Penn National

6580 FAIRWAY DR, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222

$395,000

4 beds

3 baths

2,900 sq ft

6580 FAIRWAY DR, FAYETTEVILLE, PA, 17222

Community: Penn National

Birchwood at Brambleton

23651 HAVELOCK WALK TER 304, ASHBURN, VA..., Ashburn, VA 20148

$489,900

1 beds

2 baths

1,229 sq ft

Condo

23651 HAVELOCK WALK TER 304, ASHBURN, VA...

Community: Birchwood at Brambleton

Cameron Grove

13407 LEESBURG PL, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774

$400,000

2 beds

2 baths

1,469 sq ft

13407 LEESBURG PL, UPPER MARLBORO, MD, 2...

Community: Cameron Grove

Leisure World® of Maryland

15000 CANDOVER CT 278-B, SILVER SPRING, ..., Silver Spring, MD 20906

$349,000

3 beds

2 baths

1,194 sq ft

Condo

15000 CANDOVER CT 278-B, SILVER SPRING, ...

Community: Leisure World® of Maryland

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

Questions? Call us: (240) 663-8229

The Village at Foxfield

2 DERR LN, MIDDLETOWN, MD, 21769, Middletown, MD 21769

$555,000

3 beds

3 baths

2,279 sq ft

2 DERR LN, MIDDLETOWN, MD, 21769

Community: The Village at Foxfield

Regency at Dominion Valley

15100 HEATHER MILL LN 304, HAYMARKET, VA..., Haymarket, VA 20169

$449,000

2 beds

2 baths

1,499 sq ft

Condo

15100 HEATHER MILL LN 304, HAYMARKET, VA...

Community: Regency at Dominion Valley

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 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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582 homes

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Middletown, MD 55+ active adult communities & homes for sale - Page 6

141 communities near Middletown

582 homes near Middletown

3 beds

2 baths

1,926 sq ft

2 beds

2 baths

1,038 sq ft

Condo

3 beds

2 baths

1,475 sq ft

Condo

2 beds

2 baths

1,195 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

2,128 sq ft

4 beds

3 baths

3,754 sq ft

3 beds

2 baths

2,511 sq ft

3 beds

2 baths

1,544 sq ft

Condo

3 beds

3 baths

1,720 sq ft

Condo

3 beds

3 baths

2,492 sq ft

Condo

2 beds

2 baths

1,673 sq ft

Condo

3 beds

3 baths

2,520 sq ft

4 beds

4 baths

2,999 sq ft

3 beds

3 baths

2,090 sq ft

3 beds

3 baths

2,632 sq ft

1 beds

1 baths

850 sq ft

Condo

3 beds

4 baths

2,876 sq ft

2 beds

2 baths

2,036 sq ft

Condo

5 beds

5 baths

4,331 sq ft

2 beds

3 baths

2,873 sq ft

5 beds

4 baths

3,560 sq ft

3 beds