Middletown, MD 55+ active adult communities & homes for sale - Page 3

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

1 2 3...4

Birchwood at Brambleton

42851 LITTLEHALES TER, ASHBURN, VA, 2014..., Ashburn, VA 20148

Trilogy® at Lake Frederick

108 VICEROY WAY, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630

$589,900

3 beds

3 baths

2,573 sq ft

108 VICEROY WAY, LAKE FREDERICK, VA, 226...

Community: Trilogy® at Lake Frederick

North Pointe Condominiums

621 NORTHLAND DR 66, HANOVER, PA, 17331, Hanover, PA 17331

$309,900

2 beds

2 baths

1,298 sq ft

Condo

621 NORTHLAND DR 66, HANOVER, PA, 17331

Community: North Pointe Condominiums

Spring Hill

8404 MOUNTAIN LARKSPUR DR, LORTON, VA, 2..., Lorton, VA 22079

$859,500

3 beds

3 baths

2,342 sq ft

8404 MOUNTAIN LARKSPUR DR, LORTON, VA, 2...

Community: Spring Hill

Cindy Certified

3835 DOC BERLIN DR 42, SILVER SPRING, MD..., Silver Spring, MD 20906

$420,000

2 beds

2 baths

1,277 sq ft

Condo

3835 DOC BERLIN DR 42, SILVER SPRING, MD...

Cindy Certified

1121 FORTUNE TER 205, POTOMAC, MD, 20854, Potomac, MD 20854

$1,041,994

2 beds

2 baths

1,703 sq ft

Condo

1121 FORTUNE TER 205, POTOMAC, MD, 20854

Liberty Grove

8605 LIBERTY TRL, MANASSAS, VA, 20110, Manassas, VA 20110

$549,900

3 beds

4 baths

2,988 sq ft

Condo

8605 LIBERTY TRL, MANASSAS, VA, 20110

Community: Liberty Grove

Dunbarton

12900 BARRONS REACH LN, BRISTOW, VA, 201..., Bristow, VA 20136

$635,000

3 beds

3 baths

3,727 sq ft

12900 BARRONS REACH LN, BRISTOW, VA, 201...

Community: Dunbarton

Nells Acres

1909 LENNOX DR 90, ELDERSBURG, MD, 21784, Eldersburg, MD 21784

$315,000

3 beds

3 baths

1,620 sq ft

Condo

1909 LENNOX DR 90, ELDERSBURG, MD, 21784

Community: Nells Acres

Regency at Dominion Valley

15508 HAGEN WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169

$799,419

3 beds

3 baths

4,050 sq ft

15508 HAGEN WAY, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 514, LEESBURG, V..., Leesburg, VA 20176

$375,000

2 beds

2 baths

1,038 sq ft

Condo

19355 CYPRESS RIDGE TER 514, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Regency at Dominion Valley

15100 HEATHER MILL LN 103, HAYMARKET, VA..., Haymarket, VA 20169

$449,980

2 beds

2 baths

1,499 sq ft

Condo

15100 HEATHER MILL LN 103, HAYMARKET, VA...

Community: Regency at Dominion Valley

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

15115 INTERLACHEN DR 3-524, SILVER SPRIN..., Silver Spring, MD 20906

$219,000

2 beds

2 baths

1,195 sq ft

Condo

15115 INTERLACHEN DR 3-524, SILVER SPRIN...

Community: Leisure World® of Maryland

Cortland Park

766 AURORA DR, MECHANICSBURG, PA, 17055, Mechanicsburg, PA 17055

$398,900

2 beds

2 baths

1,578 sq ft

766 AURORA DR, MECHANICSBURG, PA, 17055

Community: Cortland Park

Heritage Hunt

13281 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$739,000

3 beds

3 baths

2,520 sq ft

13281 FIELDSTONE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Penn National

6358 SAUCON VALLEY DR, FAYETTEVILLE, PA,..., Fayetteville, PA 17222

$599,000

4 beds

3 baths

2,782 sq ft

6358 SAUCON VALLEY DR, FAYETTEVILLE, PA,...

Community: Penn National

Leisure World® of Maryland

3622 TARKINGTON LN 55-B, SILVER SPRING, ..., Silver Spring, MD 20906

$480,000

2 beds

2 baths

1,410 sq ft

Condo

3622 TARKINGTON LN 55-B, SILVER SPRING, ...

Community: Leisure World® of Maryland

Willow Lawn Cottages

1853 ROSSER LN, WINCHESTER, VA, 22601, Winchester, VA 22601

$400,000

2 beds

2 baths

1,186 sq ft

1853 ROSSER LN, WINCHESTER, VA, 22601

Community: Willow Lawn Cottages

Leisure World® of Maryland

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

$345,000

3 beds

3 baths

1,530 sq ft

Condo

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

Community: Leisure World® of Maryland

Leisure World® of Maryland

15101 INTERLACHEN DR 1-618, SILVER SPRIN..., Silver Spring, MD 20906

$325,000

2 beds

2 baths

1,520 sq ft

Condo

15101 INTERLACHEN DR 1-618, SILVER SPRIN...

Community: Leisure World® of Maryland

The Flats at Heathcote Village by Del Webb

15492 EMERALD WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169

$837,496

3 beds

3 baths

2,763 sq ft

15492 EMERALD WAY, HAYMARKET, VA, 20169

Community: The Flats at Heathcote Village by Del Webb

Penn National

7133 LONE RIDGE CT, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222

$629,000

5 beds

3 baths

4,986 sq ft

7133 LONE RIDGE CT, FAYETTEVILLE, PA, 17...

Community: Penn National

The Village at Cabin Branch

13516 GOLDENEYE CIR, CLARKSBURG, MD, 208..., Clarksburg, MD 20871

$499,900

3 beds

3 baths

1,590 sq ft

13516 GOLDENEYE CIR, CLARKSBURG, MD, 208...

Community: The Village at Cabin Branch

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

Questions? Call us: (240) 663-8229

Gatherings at Cabin Branch

$499,900

3 beds

3 baths

1,590 sq ft

13516 GOLDENEYE CIR, CLARKSBURG, MD, 208...

Community: Gatherings at Cabin Branch

Spring Valley Estates

11797 MYSTIC ROCK LN, WAYNESBORO, PA, 17..., Waynesboro, PA 17268

$364,900

3 beds

3 baths

1,850 sq ft

11797 MYSTIC ROCK LN, WAYNESBORO, PA, 17...

Community: Spring Valley Estates

Leisure World® of Maryland

15101 INTERLACHEN DR 1-1002, SILVER SPRI..., Silver Spring, MD 20906

$159,000

1 beds

1 baths

860 sq ft

Condo

15101 INTERLACHEN DR 1-1002, SILVER SPRI...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15430 BRAMBLEWOOD DR 22-B, SILVER SPRING..., Silver Spring, MD 20906

$459,000

2 beds

2 baths

1,346 sq ft

Condo

15430 BRAMBLEWOOD DR 22-B, SILVER SPRING...

Community: Leisure World® of Maryland

Four Seasons at Historic Virginia

3770 CHINA GRV, DUMFRIES, VA, 22025, Dumfries, VA 22025

$679,950

4 beds

3 baths

4,055 sq ft

3770 CHINA GRV, DUMFRIES, VA, 22025

Community: Four Seasons at Historic Virginia

Lansdowne Woods of Virginia

19365 CYPRESS RIDGE TER 615, LEESBURG, V..., Leesburg, VA 20176

$485,000

3 beds

2 baths

1,475 sq ft

Condo

19365 CYPRESS RIDGE TER 615, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Roth's Farm Village

1403 CHAMI DR 5, SPRING GROVE, PA, 17362, Spring Grove, PA 17362

$239,900

2 beds

1 baths

1,104 sq ft

Condo

1403 CHAMI DR 5, SPRING GROVE, PA, 17362

Community: Roth's Farm Village

Country Manor

101 COLONIAL CT, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$214,900

2 beds

1,818 sq ft

Condo

3 STATIONMASTER ST 201, LEESBURG, VA, 20...

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

Questions? Call us: (240) 663-8229

The Flats at Heathcote Village by Del Webb

5800 MOONSTONE WAY 7, HAYMARKET, VA, 201..., Haymarket, VA 20169

$474,990

2 beds

2 baths

1,445 sq ft

Condo

5800 MOONSTONE WAY 7, HAYMARKET, VA, 201...

Community: The Flats at Heathcote Village by Del Webb

The Flats at Heathcote Village by Del Webb

5800 MOONSTONE WAY 6, HAYMARKET, VA, 201..., Haymarket, VA 20169

$374,990

1 beds

2 baths

995 sq ft

Condo

5800 MOONSTONE WAY 6, HAYMARKET, VA, 201...

Community: The Flats at Heathcote Village by Del Webb

1 2 3 4 5 6 7 8 9 10 11 12 13 14…16

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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627 homes

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Middletown, MD 55+ active adult communities & homes for sale - Page 3

142 communities near Middletown

627 homes near Middletown

3 beds

3 baths

2,492 sq ft

Condo

2 beds

2 baths

1,181 sq ft

Condo

2 beds

2 baths

1,558 sq ft

Condo

2 beds

2 baths

990 sq ft

Condo

3 beds

2 baths

1,844 sq ft

3 beds

3 baths

2,573 sq ft

2 beds

2 baths

1,298 sq ft

Condo

3 beds

3 baths

2,342 sq ft

2 beds

2 baths

1,277 sq ft

Condo

2 beds

2 baths

1,703 sq ft

Condo

3 beds

4 baths

2,988 sq ft

Condo

3 beds

3 baths

3,727 sq ft

3 beds

3 baths

1,620 sq ft

Condo

3 beds

3 baths

4,050 sq ft

2 beds

2 baths

1,038 sq ft

Condo

2 beds

2 baths

1,499 sq ft

Condo

2 beds

2 baths

1,195 sq ft

Condo

2 beds

2 baths

1,578 sq ft

3 beds

3 baths

2,520 sq ft

4 beds

3 baths

2,782 sq ft

2 beds

2 baths

1,410 sq ft

Condo

2 beds