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Middletown, MD 55+ active adult communities & homes for sale - Page 2

133 communities near Middletown

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Roth's Farm Village
$200Ks
Roth's Farm Village, Spring Grove, PA
New and Resale | 55+ age-restricted | Built 2006 - present | 224 homes
The Retreat at Poland Hil...
$700Ks - $900Ks
The Retreat at Poland Hil..., Chantilly, VA
Resale Only | 55+ age-restricted | Built 2020 - 2022 | 219 homes
5 rating (1 reviews) Gatherings at Lyndwood
$400Ks
Gatherings at Lyndwood, Elkridge, MD
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 216 homes
Regency at Creekside
$900Ks
Regency at Creekside, Gainesville, VA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 208 homes
The Atrium at MetroWest
$700Ks
The Atrium at MetroWest, Fairfax, VA
New Construction | 55+ age-restricted | Built 2018 - present | 206 homes
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Sagebrook
$300Ks - $400Ks
Sagebrook, Dover, PA
New and Resale | 55+ age-restricted | Built 2020 - present | 194 homes
4 rating (2 reviews) Carmella
$300Ks - $600Ks
Carmella, Mechanicsburg, PA
Resale Only | 55+ age-restricted | Built 2007 - 2017 | 190 homes
Gatherings at Forest Glen
$300Ks
Gatherings at Forest Glen, Odenton, MD
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 189 homes
Four Seasons at Virginia ...
$400Ks - $600Ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction | 55+ age-restricted | Built 2021 - present | 185 homes
Central Parke at Lowes Is...
$400Ks - $700Ks
Central Parke at Lowes Is..., Sterling, VA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 181 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.
Carroll's Creek
$300Ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes
5 rating (1 reviews) Ellicott's Retreat
$400Ks - $1Ms
Ellicott's Retreat, Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2017 - 2022 | 160 homes
Ellicott Meadows
$700Ks - $800Ks
Ellicott Meadows, Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 160 homes
Belmont Bay
$300Ks - $800Ks
Belmont Bay, Woodbridge, VA
New and Resale | Age-targeted | Built 2007 - present | 155 homes
Winifred Manor
$200Ks - $300Ks
Winifred Manor, Eldersburg, MD
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 152 homes
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Questions? Call us: (240) 663-8229
Regency at Belmont
$900Ks
Regency at Belmont, Ashburn, VA
New Construction | 55+ age-restricted | Built 2021 - present | 145 homes
Courts of Clarksburg
$600Ks - $700Ks
Courts of Clarksburg, Clarksburg, MD
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 140 homes
Spring Valley Estates
$300Ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Gatherings® at Quarry Pla...
$300Ks
Gatherings® at Quarry Pla..., Reisterstown, MD
Resale Only | 55+ age-restricted | Built 2014 - 2017 | 135 homes
5 rating (1 reviews) Gatherings at Wellington
$300Ks - $400Ks
Gatherings at Wellington, Manassas, VA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 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.
Gatherings at Cabin Branc...
$400Ks - $600Ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
Country Manor
$100Ks - $200Ks
Country Manor, Shippensburg, PA
Resale Only | 55+ age-restricted | Built 2000 - 2018 | 130 homes
Blue Ridge
$300Ks - $400Ks
Blue Ridge, Harrisburg, PA
New and Resale | Age-targeted | Built 2020 - present | 130 homes
Cedar Meadows
$400Ks
Cedar Meadows, White Post, VA
Resale Only | 55+ age-restricted | Built 2010 - 2022 | 129 homes
Gatherings at Ellicott Mi...
$400Ks - $600Ks
Gatherings at Ellicott Mi..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2013 - 2018 | 127 homes
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Questions? Call us: (240) 663-8229
1 rating (1 reviews) Legacy at Cherry Tree
$300Ks - $500Ks
Legacy at Cherry Tree, Laurel, MD
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 120 homes
North Pointe Condominiums
$200Ks
North Pointe Condominiums, Hanover, PA
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 120 homes
Vistas at Lansdowne
$500Ks - $800Ks
Vistas at Lansdowne, Lansdowne, VA
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 120 homes
5 rating (1 reviews) Willow Lawn Cottages
$300Ks
Willow Lawn Cottages, Winchester, VA
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 120 homes
Bethany Glen
$700Ks
Bethany Glen, Ellicott City, MD
New Construction | 55+ age-restricted | Built 2024 - present | 116 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.
Lexington 7
$800Ks
Lexington 7, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 113 homes
Suffield Meadows
$300Ks - $400Ks
Suffield Meadows, Warrenton, VA
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 112 homes
Saintsbury Plaza
$300Ks - $400Ks
Saintsbury Plaza, Fairfax, VA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 111 homes
3.5 rating (4 reviews) Bent Creek Crossing
$200Ks - $300Ks
Bent Creek Crossing, Mechanicsburg, PA
Resale Only | 55+ age-restricted | Built 1998 - 2004 | 110 homes
Meadowview Village
$200Ks
Meadowview Village, Harrisburg, PA
Resale Only | 55+ age-restricted | Built 2002 - 2016 | 108 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
JerMae Estates
$400Ks - $500Ks
JerMae Estates, Thurmont, MD
Resale Only | 55+ age-restricted | Built 2003 - 2008 | 108 homes
Amesbury
$200Ks - $300Ks
Amesbury, Harrisburg, PA
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 106 homes
Cortland Park
$400Ks - $600Ks
Cortland Park, Mechanicsburg, PA
New and Resale | 55+ age-restricted | Built 2020 - present | 104 homes
Nells Acres
$200Ks - $300Ks
Nells Acres, Sykesville, MD
New and Resale | 55+ age-restricted | Built 2000 - present | 103 homes
Timber Villa
$200Ks
Timber Villa, Elizabethtown, PA
Resale Only | 55+ age-restricted | Built 1971 - 1999 | 102 homes
New Cherry Tree 652 CYPRESS DR # 31, HANOVER, PA, 17331, Hanover, PA 17331
$339,900

3 beds

|

2 baths

|

1,821 sq ft

652 CYPRESS DR # 31, HANOVER, PA, 17331
Community: Cherry Tree
Bent Creek Crossing 22 BLUE MOUNTAIN VIS, MECHANICSBURG, PA,..., Mechanicsburg, PA 17050
$324,900

3 beds

|

3 baths

|

1,309 sq ft

22 BLUE MOUNTAIN VIS, MECHANICSBURG, PA,...
Community: Bent Creek Crossing
New Cortland Park 2097 HILL SIDE DR, MECHANICSBURG, PA, 17..., Mechanicsburg, PA 17055
$609,900

2 beds

|

2 baths

|

1,794 sq ft

2097 HILL SIDE DR, MECHANICSBURG, PA, 17...
Community: Cortland Park
Amblebrook 104 CHOKEBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$369,990

3 beds

|

2 baths

|

1,402 sq ft

104 CHOKEBERRY WAY, GETTYSBURG, PA, 1732...
Community: Amblebrook
Amblebrook 93 ELDERBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$370,990

3 beds

|

2 baths

|

1,402 sq ft

93 ELDERBERRY WAY, GETTYSBURG, PA, 17325
Community: Amblebrook
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Amblebrook 114 ELDERBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$396,990

3 beds

|

2 baths

|

1,736 sq ft

114 ELDERBERRY WAY, GETTYSBURG, PA, 1732...
Community: Amblebrook
Longstown Village 1027 HASTINGS BLVD # 1027, YORK, PA, 174..., York, PA 17402
$275,000

2 beds

|

2 baths

|

1,494 sq ft

|

Condo

1027 HASTINGS BLVD # 1027, YORK, PA, 174...
Community: Longstown Village
Penn National 6135 MERION DR, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222
$535,000

5 beds

|

4 baths

|

4,494 sq ft

6135 MERION DR, FAYETTEVILLE, PA, 17222
Community: Penn National
Penn National 3821 CLUB HOUSE DR, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222
$229,000

3 beds

|

3 baths

|

2,023 sq ft

3821 CLUB HOUSE DR, FAYETTEVILLE, PA, 17...
Community: Penn National
Penn National 6127 GREENBRIAR DR, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222
$339,900

4 beds

|

3 baths

|

1,536 sq ft

6127 GREENBRIAR DR, FAYETTEVILLE, PA, 17...
Community: Penn National
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.
Penn National 6071 GREENBRIAR CT, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222
$349,900

4 beds

|

3 baths

|

3,486 sq ft

6071 GREENBRIAR CT, FAYETTEVILLE, PA, 17...
Community: Penn National
Penn National 6788 SAINT ANNES DR, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222
$649,900

4 beds

|

3 baths

|

4,310 sq ft

6788 SAINT ANNES DR, FAYETTEVILLE, PA, 1...
Community: Penn National
Penn National 7010 FAIRWAY OAKS, FAYETTEVILLE, PA, 172..., Fayetteville, PA 17222
$365,000

3 beds

|

2 baths

7010 FAIRWAY OAKS, FAYETTEVILLE, PA, 172...
Community: Penn National
Penn National 2375 ARONIMINK CIR, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222
$274,000

2 beds

|

2 baths

2375 ARONIMINK CIR, FAYETTEVILLE, PA, 17...
Community: Penn National
Penn National 2365 ARONIMINK CIR, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222
$239,000

2 beds

|

2 baths

|

1,254 sq ft

2365 ARONIMINK CIR, FAYETTEVILLE, PA, 17...
Community: Penn National
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Penn National 3891 ALFALFA LN, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222
$289,900

2 beds

|

2 baths

|

1,576 sq ft

3891 ALFALFA LN, FAYETTEVILLE, PA, 17222
Community: Penn National
Meadowview Village 130 LEONARD LN, HARRISBURG, PA, 17111, Harrisburg, PA 17111
$275,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

130 LEONARD LN, HARRISBURG, PA, 17111
Community: Meadowview Village
Spring Valley Estates 11845 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$364,900

3 beds

|

3 baths

|

1,800 sq ft

11845 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Spring Valley Estates 11798 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$388,900

4 beds

|

3 baths

|

2,035 sq ft

11798 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Spring Valley Estates 11823 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$364,900

3 beds

|

3 baths

|

1,800 sq ft

11823 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
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.
Spring Valley Estates 11819 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$364,900

3 beds

|

3 baths

|

1,800 sq ft

11819 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Penn National 6881 OLD COURSE RD, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222
$554,000

3 beds

|

3 baths

|

3,089 sq ft

6881 OLD COURSE RD, FAYETTEVILLE, PA, 17...
Community: Penn National
Traditions of America at Silver Spring 75 PRESIDENTS DR, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050
$545,000

3 beds

|

3 baths

|

2,978 sq ft

|

Condo

75 PRESIDENTS DR, MECHANICSBURG, PA, 170...
Amblebrook 113 GENTLE SLOPE WAY GENTLE SLOPE WAY 29..., Gettysburg, PA 17325
$450,562

3 beds

|

2 baths

|

1,370 sq ft

113 GENTLE SLOPE WAY GENTLE SLOPE WAY 29...
Community: Amblebrook
Amblebrook 97 CHOKEBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$404,990

3 beds

|

2 baths

|

1,813 sq ft

97 CHOKEBERRY WAY, GETTYSBURG, PA, 17325
Community: Amblebrook
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Amblebrook 122 ELDERBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$416,990

3 beds

|

2 baths

|

1,813 sq ft

122 ELDERBERRY WAY, GETTYSBURG, PA, 1732...
Community: Amblebrook
Amblebrook 211 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325
$369,990

2 beds

|

2 baths

|

1,518 sq ft

211 GRAND OVERLOOK DR, GETTYSBURG, PA, 1...
Community: Amblebrook
Carmella 226 CARMELLA DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050
$430,000

2 beds

|

2 baths

|

1,615 sq ft

|

Condo

226 CARMELLA DR, MECHANICSBURG, PA, 1705...
Community: Carmella
Penn National 3826 FARMSTEAD DR, FAYETTEVILLE, PA, 172..., Fayetteville, PA 17222
$339,900

3 beds

|

4 baths

|

3,106 sq ft

3826 FARMSTEAD DR, FAYETTEVILLE, PA, 172...
Community: Penn National
Amblebrook 33 ROLLING HILLS WAY, GETTYSBURG, PA, 17..., Gettysburg, PA 17325
$450,000

2 beds

|

2 baths

|

1,852 sq ft

33 ROLLING HILLS WAY, GETTYSBURG, PA, 17...
Community: Amblebrook
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.
Amblebrook 52 TULIP TREE WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$345,900

2 beds

|

2 baths

|

1,500 sq ft

52 TULIP TREE WAY, GETTYSBURG, PA, 17325
Community: Amblebrook
Carmella 427 CARMELLA DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050
$599,000

3 beds

|

4 baths

|

3,848 sq ft

|

Condo

427 CARMELLA DR, MECHANICSBURG, PA, 1705...
Community: Carmella
Spring Valley Estates 11802 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$388,900

4 beds

|

3 baths

|

2,035 sq ft

11802 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Penn National 6611 CONGRESSIONAL TER, FAYETTEVILLE, PA..., Fayetteville, PA 17222
$399,900

3 beds

|

3 baths

|

2,564 sq ft

6611 CONGRESSIONAL TER, FAYETTEVILLE, PA...
Community: Penn National
Amblebrook 318 RUSTIC WOOD DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$475,000

3 beds

|

2 baths

|

1,860 sq ft

318 RUSTIC WOOD DR, GETTYSBURG, PA, 1732...
Community: Amblebrook
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Penn National 5985 GREENBRIAR TER, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222
$344,900

2 beds

|

3 baths

|

1,724 sq ft

5985 GREENBRIAR TER, FAYETTEVILLE, PA, 1...
Community: Penn National
Traditions of America at Silver Spring 228 LOYAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050
$539,900

3 beds

|

3 baths

|

3,230 sq ft

228 LOYAL DR, MECHANICSBURG, PA, 17050
Penn National 6041 GREENBRIAR TER, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222
$325,000

3 beds

|

2 baths

|

1,974 sq ft

6041 GREENBRIAR TER, FAYETTEVILLE, PA, 1...
Community: Penn National
Amblebrook 23 HIGHLAND VIEW LN, GETTYSBURG, PA, 173..., Gettysburg, PA 17325
$449,900

2 beds

|

2 baths

|

1,733 sq ft

23 HIGHLAND VIEW LN, GETTYSBURG, PA, 173...
Community: Amblebrook
Traditions of America at Silver Spring 265 FOUNDERS WAY, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050
$525,000

2 beds

|

2 baths

|

2,189 sq ft

|

Condo

265 FOUNDERS WAY, MECHANICSBURG, PA, 170...

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133 communities near Middletown
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