Middletown, MD 55+ active adult communities & homes for sale - Page 4

141 communities near Middletown

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The Reserve at New Windso...

$400ks

The Reserve at New Windso..., New Windsor, MD

Resale Only | 55+ age-restricted | Built 2016 - 2021 | 83 homes

Gatherings at Jefferson P...

$300ks - $400ks

Gatherings at Jefferson P..., Ellicott City, MD

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 74 homes

Cedar Ridge at Piney Orch...

$200ks - $300ks

Cedar Ridge at Piney Orch..., Odenton, MD

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes

Scot's Glen

$700ks - $800ks

Scot's Glen, Columbia, MD

Resale Only | 55+ age-restricted | Built 2006 - 2012 | 73 homes

Courts of Clarksburg

$500ks - $700ks

Courts of Clarksburg, Clarksburg, MD

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 140 homes

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

Questions? Call us: (240) 663-8229

Guilford Mews

$300ks - $400ks

Guilford Mews, Jessup, MD

New and Resale | 55+ age-restricted | Built 2010 - present | 26 homes

Hickory Crest

$400ks - $500ks

Hickory Crest, Columbia, MD

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 88 homes

5 rating (1 reviews)

Villas at Cattail Creek

$500ks - $1Ms

Villas at Cattail Creek, Glenwood, MD

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 93 homes

Colonial Charles

$500ks

Colonial Charles, Waldorf, MD

Resale Only | 55+ age-restricted | Built 2006 - 2018 | 240 homes

Gatherings® at Quarry Pla...

$400ks - $500ks

Gatherings® at Quarry Pla..., Reisterstown, MD

Resale Only | 55+ age-restricted | Built 2014 - 2017 | 135 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.

CobbleStone Estates

$400ks - $500ks

CobbleStone Estates, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2015 - present | 66 homes

Boxwood Villas

$500ks - $600ks

Boxwood Villas, Urbana, MD

Resale Only | 55+ age-restricted | Built 2019 - 2021 | 92 homes

Washington Square

$200ks - $300ks

Washington Square, La Plata, MD

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 78 homes

Eden Brook by Miller &...

$600ks - $800ks

Eden Brook by Miller &..., Columbia, MD

Resale Only | 55+ age-restricted | Built 2020 - 2021 | 24 homes

Lexington Square

$800ks - $1Ms

Lexington Square, Ashburn, VA

New Construction | 55+ age-restricted | Built 2024 - present | 23 homes

Trotter's Retreat

$900ks - $1Ms

Trotter's Retreat, Clarksville, MD

New Construction | 55+ age-restricted | Built 2025 - present | 25 homes

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

Questions? Call us: (240) 663-8229

Liberty Place

$300ks - $400ks

Liberty Place, Sykesville, MD

Resale Only | 55+ age-restricted | Built 2023 - present | 54 homes

The Enclave at Hines Farm

The Enclave at Hines Farm, Laurel, MD

Resale Only | 55+ age-restricted | Built 2025 - present | 63 homes

Maple Highlands

$900ks - $800ks

Maple Highlands, Fulton, MD

New Construction | 55+ age-restricted | Built 2024 - present | 34 homes

Victoria Park at Parkside...

$400ks - $500ks

Victoria Park at Parkside..., Upper Marlboro, MD

New Construction | 55+ age-restricted | Built 2025 - present | 92 homes

Robinson Manor

$600ks - $700ks

Robinson Manor, Gainesville, VA

New Construction | 55+ age-restricted | Built 2023 - present | 50 homes

1 2 3 4

Cedar Meadows

126 FORGET ME NOT DR, WHITE POST, VA, 22..., White Post, VA 22663

$459,900

3 beds

2 baths

1,659 sq ft

126 FORGET ME NOT DR, WHITE POST, VA, 22...

Community: Cedar Meadows

Leisure World® of Maryland

3310 N LEISURE WORLD BLVD 6-1006, SILVER..., Silver Spring, MD 20906

$289,000

2 beds

2 baths

1,460 sq ft

Condo

3310 N LEISURE WORLD BLVD 6-1006, SILVER...

Community: Leisure World® of Maryland

Trilogy® at Lake Frederick

109 EMPEROR DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$609,900

4 beds

4 baths

3,859 sq ft

109 EMPEROR DR, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Leisure World® of Maryland

15107 INTERLACHEN DR 2-119, SILVER SPRIN..., Silver Spring, MD 20906

$182,500

2 beds

2 baths

950 sq ft

Condo

15107 INTERLACHEN DR 2-119, SILVER SPRIN...

Community: Leisure World® of Maryland

Amblebrook

203 HIGHLAND WAY 3, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$569,990

2 beds

2 baths

2,130 sq ft

203 HIGHLAND WAY 3, GETTYSBURG, PA, 1732...

1,358 sq ft

10722 GREAT LAKES PL, WHITE PLAINS, MD, ...

Community: Parklands

New Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 922, LEESBURG, V..., Leesburg, VA 20176

$345,000

2 beds

2 baths

1,126 sq ft

Condo

19375 CYPRESS RIDGE TER 922, LEESBURG, V...

Community: Lansdowne Woods of Virginia

New Signature Club at Greenview

10619 NATHANIEL WAY 20, NEW MARKET, MD, ..., New Market, MD 21774

$549,999

4 beds

4 baths

2,752 sq ft

10619 NATHANIEL WAY 20, NEW MARKET, MD, ...

Community: Signature Club at Greenview

New Carroll Vista

105 BUTTERFLY DR 104, TANEYTOWN, MD, 217..., Taneytown, MD 21787

$480,000

2 beds

3 baths

2,504 sq ft

Condo

105 BUTTERFLY DR 104, TANEYTOWN, MD, 217...

Community: Carroll Vista

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

Questions? Call us: (240) 663-8229

New Four Seasons at Historic Virginia

17239 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025

$695,000

4 beds

3 baths

4,425 sq ft

17239 FOUR SEASONS DR, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

New Vistas at Lansdowne

44239 SILVERPALM GROVE TER, LEESBURG, VA..., Leesburg, VA 20176

$889,000

3 beds

4 baths

3,933 sq ft

44239 SILVERPALM GROVE TER, LEESBURG, VA...

Community: Vistas at Lansdowne

New The Villages At Woodholme

4415 SUMMER GRAPE 4415, PIKESVILLE, MD, ..., Pikesville, MD 21208

$500,000

3 beds

4 baths

4,378 sq ft

Condo

4415 SUMMER GRAPE 4415, PIKESVILLE, MD, ...

Community: The Villages At Woodholme

New Four Seasons at Historic Virginia

17633 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025

$685,000

4 beds

3 baths

3,669 sq ft

17633 FOUR SEASONS DR, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

New Leisure World® of Maryland

14805 PENNFIELD CIR 307, SILVER SPRING, ..., Silver Spring, MD 20906

$299,000

2 beds

2 baths

1,152 sq ft

Condo

14805 PENNFIELD CIR 307, SILVER SPRING, ...

Community: Leisure World® of Maryland

New The Village at Freedom Hills

13862 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740

$475,000

4 beds

2 baths

3,107 sq ft

13862 PATRIOT WAY, HAGERSTOWN, MD, 21740

Community: The Village at Freedom Hills

New Heritage at St. Charles

11253 INWOOD LN, WHITE PLAINS, MD, 20695, White Plains, MD 20695

$525,000

3 beds

3 baths

2,427 sq ft

11253 INWOOD LN, WHITE PLAINS, MD, 20695

Community: Heritage at St. Charles

New Trilogy® at Lake Frederick

117 MALLARD DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$800,000

3 beds

4 baths

3,604 sq ft

117 MALLARD DR, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

New The Villas of Rock Oak

1301 JADE CT 4, ODENTON, MD, 21113, Odenton, MD 21113

$525,000

3 beds

3 baths

1,841 sq ft

1301 JADE CT 4, ODENTON, MD, 21113

Community: The Villas of Rock Oak

New Leisure World® of Maryland

3381 S LEISURE WORLD BLVD 93-1A, SILVER ..., Silver Spring, MD 20906

$149,000

1 beds

1 baths

1,014 sq ft

Condo

3381 S LEISURE WORLD BLVD 93-1A, SILVER ...

Community: Leisure World® of Maryland

New Birchwood at Brambleton

23663 KINSTON FERRY TER, ASHBURN, VA, 20..., Ashburn, VA 20148

$749,900

3 beds

3 baths

2,181 sq ft

23663 KINSTON FERRY TER, ASHBURN, VA, 20...

Community: Birchwood at Brambleton

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

Questions? Call us: (240) 663-8229

New Traditions of America at Silver Spring

225 LOYAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050

$564,900

4 beds

3 baths

2,563 sq ft

Condo

225 LOYAL DR, MECHANICSBURG, PA, 17050

Community: Traditions of America at Silver Spring

New Leisure World® of Maryland

15000 EARDLEY CT 282-A, SILVER SPRING, M..., Silver Spring, MD 20906

$259,900

2 beds

3 baths

1,359 sq ft

Condo

15000 EARDLEY CT 282-A, SILVER SPRING, M...

Community: Leisure World® of Maryland

Carroll Vista

850 HORSESHOE LN 176, TANEYTOWN, MD, 217..., Taneytown, MD 21787

$349,900

3 beds

3 baths

1,419 sq ft

Condo

850 HORSESHOE LN 176, TANEYTOWN, MD, 217...

Community: Carroll Vista

Two Rivers

3026 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113

$850,000

4 beds

4 baths

3,666 sq ft

3026 SUNNY RIDGE DR, ODENTON, MD, 21113

Community: Two Rivers

Heritage Hunt

$450,000

2 beds

2 baths

1,421 sq ft

Condo

7055 HERITAGE HUNT DR 111, GAINESVILLE, ...

Community: Heritage Hunt

The Atrium at MetroWest

2960 VADEN DR 2-413, FAIRFAX, VA, 22031, Fairfax, VA 22031

$749,900

2 beds

2 baths

1,391 sq ft

Condo

2960 VADEN DR 2-413, FAIRFAX, VA, 22031

Community: The Atrium at MetroWest

Heritage Hunt

6845 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$740,000

4 beds

3 baths

2,068 sq ft

6845 SADDLE RUN WAY, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Spring Hill

8970 FASCINATION CT 112, LORTON, VA, 220..., Lorton, VA 22079

$465,000

2 beds

2 baths

1,367 sq ft

Condo

8970 FASCINATION CT 112, LORTON, VA, 220...

Community: Spring Hill

The Crest of Alexandria

7774 BELVALE DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315

$975,000

3 beds

4 baths

2,945 sq ft

7774 BELVALE DR, ALEXANDRIA, VA, 22315

Community: The Crest of Alexandria

Snowden Overlook

8893 SHINING OCEANS WAY 15, COLUMBIA, MD..., Columbia, MD 21045

$640,000

3 beds

4 baths

3,480 sq ft

Condo

8893 SHINING OCEANS WAY 15, COLUMBIA, MD...

Community: Snowden Overlook

The Courtyards at Waverly Woods

2121 JOHN STUART RD E, MARRIOTTSVILLE, M..., Marriottsville, MD 21104

$380,000

2 beds

2 baths

1,436 sq ft

Condo

2121 JOHN STUART RD E, MARRIOTTSVILLE, M...

Community: The Courtyards at Waverly Woods

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

Questions? Call us: (240) 663-8229

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

3330 N LEISURE WORLD BLVD 5-102, SILVER ..., Silver Spring, MD 20906

$350,000

2 beds

2 baths

1,420 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-102, SILVER ...

Community: Leisure World® of Maryland

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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141 communities

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Middletown, MD 55+ active adult communities & homes for sale - Page 4

141 communities near Middletown

582 homes near Middletown

3 beds

2 baths

1,659 sq ft

2 beds

2 baths

1,460 sq ft

Condo

4 beds

4 baths

3,859 sq ft

2 beds

2 baths

950 sq ft

Condo

2 beds

2 baths

2,130 sq ft

2 beds

3 baths

2,036 sq ft

2 beds

2 baths

1,800 sq ft

2 beds

2 baths

1,661 sq ft

2 beds

2 baths

1,409 sq ft

2 beds

2 baths

1,043 sq ft

Condo

2 beds

2 baths

2,463 sq ft

Condo

3 beds

2 baths

1,972 sq ft

Condo

2 beds

2 baths

1,358 sq ft

2 beds

2 baths

1,126 sq ft

Condo

4 beds

4 baths

2,752 sq ft

2 beds

3 baths

2,504 sq ft

Condo

4 beds

3 baths

4,425 sq ft

3 beds

4 baths

3,933 sq ft

3 beds

4 baths

4,378 sq ft

Condo

4 beds

3 baths

3,669 sq ft

2 beds

2 baths

1,152 sq ft

Condo

4 beds

2 baths

3,107 sq ft

3 beds

3 baths