Middletown, MD 55+ active adult communities & homes for sale - Page 8

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

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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

Cameron Grove

13220 FOX BOW DR 104, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$299,999

1 beds

1 baths

1,015 sq ft

Condo

13220 FOX BOW DR 104, UPPER MARLBORO, MD...

Community: Cameron Grove

Regency at Belmont

43927 HURLEYS HUNT TER, ASHBURN, VA, 201..., Ashburn, VA 20147

$1,099,000

3 beds

4 baths

3,255 sq ft

43927 HURLEYS HUNT TER, ASHBURN, VA, 201...

Community: Regency at Belmont

Scot's Glen

10737 MCGREGOR DR, COLUMBIA, MD, 21044, Columbia, MD 21044

$895,000

4 beds

5 baths

5,200 sq ft

Condo

10737 MCGREGOR DR, COLUMBIA, MD, 21044

Community: Scot's Glen

Leisure World® of Maryland

3200 N LEISURE WORLD BLVD 712, SILVER SP..., Silver Spring, MD 20906

$299,500

2 beds

2 baths

1,260 sq ft

Condo

3200 N LEISURE WORLD BLVD 712, SILVER SP...

Community: Leisure World® of Maryland

Leisure World® of Maryland

14805 PENNFIELD CIR 309, SILVER SPRING, ..., Silver Spring, MD 20906

$375,000

2 beds

2 baths

1,709 sq ft

Condo

14805 PENNFIELD CIR 309, SILVER SPRING, ...

1,940 sq ft

Condo

21630 HAWKSBILL HIGH CIR 202, STERLING, ...

Community: Montebello

Two Rivers

3068 SPRING PEEPER CT, ODENTON, MD, 2111..., Odenton, MD 21113

$545,000

2 beds

2 baths

1,614 sq ft

3068 SPRING PEEPER CT, ODENTON, MD, 2111...

Community: Two Rivers

Trilogy® at Lake Frederick

134 ATLANTIS LN, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630

$615,000

3 beds

3 baths

2,173 sq ft

134 ATLANTIS LN, LAKE FREDERICK, VA, 226...

Community: Trilogy® at Lake Frederick

Two Rivers

2859 DRAGON FLY WAY, ODENTON, MD, 21113, Odenton, MD 21113

$799,000

4 beds

4 baths

3,870 sq ft

2859 DRAGON FLY WAY, ODENTON, MD, 21113

Community: Two Rivers

Rosehill Manor Villas

19536 COSMOS ST, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$394,900

2 beds

2 baths

1,819 sq ft

19536 COSMOS ST, HAGERSTOWN, MD, 21742

Community: Rosehill Manor Villas

The Woodlands of Urbana

3282 PINE NEEDLE CIR 301, FREDERICK, MD,..., Frederick, MD 21704

$450,000

2 beds

2 baths

1,489 sq ft

Condo

3282 PINE NEEDLE CIR 301, FREDERICK, MD,...

HOMESITE C216 IRIS LN, GETTYSBURG, PA, 1...

Community: Amblebrook

Rosehill Manor Villas

19601 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$374,900

3 beds

2 baths

1,735 sq ft

19601 LAVENDER LN, HAGERSTOWN, MD, 21742

Community: Rosehill Manor Villas

Birchwood at Brambleton

23630 HAVELOCK WALK TER 200, ASHBURN, VA..., Ashburn, VA 20148

$529,990

3 beds

2 baths

1,742 sq ft

Condo

23630 HAVELOCK WALK TER 200, ASHBURN, VA...

Community: Birchwood at Brambleton

Cedar Meadows

104 POPPY DR, WHITE POST, VA, 22663, White Post, VA 22663

$470,000

3 beds

2 baths

1,633 sq ft

104 POPPY DR, WHITE POST, VA, 22663

Community: Cedar Meadows

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER 519, LEESBURG, V..., Leesburg, VA 20176

$325,000

2 beds

2 baths

1,038 sq ft

Condo

19385 CYPRESS RIDGE TER 519, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Montebello

46408 REDDISH KNOB DR, STERLING, VA, 201..., Sterling, VA 20164

$1,000,000

3 beds

3 baths

2,381 sq ft

46408 REDDISH KNOB DR, STERLING, VA, 201...

Community: Montebello

Enclave at Park Forest

6446 PARK FOREST CIR, ELKRIDGE, MD, 2107..., Elkridge, MD 21075

$635,000

3 beds

4 baths

3,628 sq ft

6446 PARK FOREST CIR, ELKRIDGE, MD, 2107...

Community: Enclave at Park Forest

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

Questions? Call us: (240) 663-8229

Heritage Hunt

6840 TRED AVON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155

$725,000

3 beds

3 baths

2,626 sq ft

6840 TRED AVON PL, GAINESVILLE, VA, 2015...

Community: Heritage Hunt

Crestwood Village

7006 BASSWOOD RD, FREDERICK, MD, 21703, Frederick, MD 21703

$289,900

2 beds

1 baths

924 sq ft

7006 BASSWOOD RD, FREDERICK, MD, 21703

Community: Crestwood Village

Leisure World® of Maryland

15100 INTERLACHEN DR 4-520, SILVER SPRIN..., Silver Spring, MD 20906

$189,000

2 beds

2 baths

980 sq ft

Condo

15100 INTERLACHEN DR 4-520, SILVER SPRIN...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15200 HYDE PARK DR 36-A, SILVER SPRING, ..., Silver Spring, MD 20906

$449,000

3 beds

2 baths

1,193 sq ft

Condo

15200 HYDE PARK DR 36-A, SILVER SPRING, ...

Community: Leisure World® of Maryland

Amblebrook

63 NEW VISTA WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$729,500

4 beds

4 baths

2,696 sq ft

63 NEW VISTA WAY, GETTYSBURG, PA, 17325

Community: Amblebrook

Dunbarton

9716 SEAFIELD PL, BRISTOW, VA, 20136, Bristow, VA 20136

$650,000

3 beds

3 baths

2,760 sq ft

9716 SEAFIELD PL, BRISTOW, VA, 20136

Community: Dunbarton

Trilogy® at Lake Frederick

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

$1,199,000

4 beds

5 baths

4,933 sq ft

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

Community: Trilogy® at Lake Frederick

Leisure World® of Maryland

3200 N LEISURE WORLD BLVD 1019, SILVER S..., Silver Spring, MD 20906

$399,000

2 beds

2 baths

1,490 sq ft

Condo

3200 N LEISURE WORLD BLVD 1019, SILVER S...

Community: Leisure World® of Maryland

JerMae Estates

5 GEOLEY CT, THURMONT, MD, 21788, Thurmont, MD 21788

$499,999

4 beds

3 baths

2,038 sq ft

5 GEOLEY CT, THURMONT, MD, 21788

Community: JerMae Estates

Regency at Dominion Valley

5416 ZOYSIA CT, HAYMARKET, VA, 20169, Haymarket, VA 20169

$875,000

4 beds

4 baths

3,962 sq ft

5416 ZOYSIA CT, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

Willow Lawn Cottages

1856 MELVOR LN, WINCHESTER, VA, 22601, Winchester, VA 22601

$369,900

2 beds

2 baths

1,219 sq ft

1856 MELVOR LN, WINCHESTER, VA, 22601

Community: Willow Lawn Cottages

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

Questions? Call us: (240) 663-8229

Villas at Cattail

24 ST MICHAELS WAY, HANOVER, PA, 17331, Hanover, PA 17331

$365,000

3 beds

2 baths

1,822 sq ft

24 ST MICHAELS WAY, HANOVER, PA, 17331

Community: Villas at Cattail

Heritage Hunt

6877 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$649,000

3 beds

2 baths

1,809 sq ft

6877 SADDLE RUN WAY, GAINESVILLE, VA, 20...

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 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?

Call us: (240) 663-8229

582 homes

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Middletown, MD 55+ active adult communities & homes for sale - Page 8

141 communities near Middletown

582 homes near Middletown

1 beds

1 baths

1,015 sq ft

Condo

3 beds

4 baths

3,255 sq ft

4 beds

5 baths

5,200 sq ft

Condo

2 beds

2 baths

1,260 sq ft

Condo

2 beds

2 baths

1,709 sq ft

Condo

2 beds

2 baths

2,915 sq ft

4 beds

4 baths

4,034 sq ft

4 beds

4 baths

3,591 sq ft

3 beds

3 baths

3,357 sq ft

3 beds

3 baths

2,915 sq ft

3 beds

2 baths

1,940 sq ft

Condo

2 beds

2 baths

1,614 sq ft

3 beds

3 baths

2,173 sq ft

4 beds

4 baths

3,870 sq ft

2 beds

2 baths

1,819 sq ft

2 beds

2 baths

1,489 sq ft

Condo

2 beds

2 baths

1,210 sq ft

Condo

2 beds

2 baths

1,894 sq ft

Condo

3 beds

2 baths

1,963 sq ft

Condo

2 beds

2 baths

1,491 sq ft

Condo

2 beds

3 baths

2,539 sq ft

3 beds

2 baths

1,735 sq ft

3 beds