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New Windsor, MD 55+ active adult communities & homes for sale - Page 3
160 communities near New Windsor
655 homes near New Windsor
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$300ks
- $500ks
The Village at Foxfield, Middletown, MD
Resale Only
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55+ age-restricted
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Built 2003 - 2012
|
81 homes
$200ks
Country Manor, Shippensburg, PA
Resale Only
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55+ age-restricted
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Built 2000 - 2018
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130 homes
$400ks
- $500ks
Greenvale Mews, Westminster, MD
Resale Only
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55+ age-restricted
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Built 2013 - 2016
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65 homes
$300ks
Overlook at MacPhail Wood..., Bel Air, MD
Resale Only
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55+ age-restricted
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Built 2009 - 2012
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114 homes
$300ks
- $400ks
McKinsey Park, Severna Park, MD
Resale Only
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55+ age-restricted
|
Built 1993 - 2002
|
89 homes
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$400ks
Patapsco Overlook, Catonsville, MD
Resale Only
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55+ age-restricted
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Built 2010 - 2017
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80 homes
$300ks
- $400ks
JerMae Estates, Thurmont, MD
Resale Only
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55+ age-restricted
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Built 2003 - 2008
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108 homes
$300ks
Gatherings at Forest Glen, Odenton, MD
Resale Only
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55+ age-restricted
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Built 2008 - 2013
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189 homes
$300ks
- $600ks
The Enclave at Ellicott H..., Ellicott City, MD
Resale Only
|
55+ age-restricted
|
Built 2003 - 2013
|
280 homes
Download the Ultimate 55+ Homebuying Guide
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$200ks
- $600ks
Nells Acres, Sykesville, MD
New and Resale
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55+ age-restricted
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Built 2000 - present
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103 homes
$200ks
Winifred Manor, Eldersburg, MD
Resale Only
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55+ age-restricted
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Built 1998 - 2002
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152 homes
$300ks
- $600ks
Courtyards at Waverly Woo..., Woodstock, MD
Resale Only
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55+ age-restricted
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Built 2006 - 2010
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383 homes
$400ks
- $500ks
Fairway Overlook, Elkridge, MD
Resale Only
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55+ age-restricted
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Built 2005 - 2006
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25 homes
5 rating (2 reviews)
![Four Seasons at Elm Tree]()
$200ks
- $400ks
Four Seasons at Elm Tree, Mount Joy, PA
Resale Only
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55+ age-restricted
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Built 2006 - 2014
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245 homes
4 rating (2 reviews)
![Carmella]()
- $500ks
Carmella, Mechanicsburg, PA
Resale Only
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55+ age-restricted
|
Built 2007 - 2017
|
190 homes
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$100ks
- $200ks
Creek View, Carlisle, PA
New and Resale
|
55+ age-restricted
|
Built 2004 - present
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305 homes
$300ks
Villas at Cattail, Hanover, PA
Resale Only
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55+ age-restricted
|
Built 2007 - 2013
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48 homes
$200ks
- $400ks
The Preserves at Cumberla..., Gettysburg, PA
Resale Only
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55+ age-restricted
|
Built 2010 - present
|
93 homes
4 rating (2 reviews)
![Traditions of America at ...]()
$300ks
- $600ks
Traditions of America at ..., Lititz, PA
Resale Only
|
55+ age-restricted
|
Built 2013 - 2021
|
329 homes
Download the Ultimate 55+ Homebuying Guide
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$200ks
Meadowview Village, Harrisburg, PA
Resale Only
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55+ age-restricted
|
Built 2002 - 2016
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108 homes
$300ks
- $400ks
Four Seasons at Saint Mar..., Annapolis, MD
Resale Only
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55+ age-restricted
|
Built 2006 - 2011
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166 homes
$500ks
Colonial Charles, Waldorf, MD
Resale Only
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55+ age-restricted
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Built 2006 - 2018
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240 homes
1 rating (1 reviews)
![Legacy at Cherry Tree]()
$400ks
- $500ks
Legacy at Cherry Tree, Laurel, MD
Resale Only
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55+ age-restricted
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Built 2010 - 2015
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120 homes
$400ks
- $500ks
Gatherings at Perry Hall ..., Perry Hall, MD
New Construction
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55+ age-restricted
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Built 2024 - present
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45 homes
$400ks
- $500ks
Gatherings at Perry Hall ..., Perry Hall, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
29 homes
$100ks
- $200ks
Timber Villa, Elizabethtown, PA
Resale Only
|
55+ age-restricted
|
Built 1971 - 1999
|
102 homes
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$400ks
- $500ks
Gatherings® at Quarry Pla..., Reisterstown, MD
Resale Only
|
55+ age-restricted
|
Built 2014 - 2017
|
135 homes
$300ks
The Hamlets at South Rive..., Edgewater, MD
Resale Only
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55+ age-restricted
|
Built 2000 - 2011
|
137 homes
$500ks
- $600ks
Enclave at Park Forest, Elkridge, MD
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
45 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.
$400ks
Grace Woods 55+, Aberdeen, MD
New Construction
|
55+ age-restricted
|
Built 2025 - present
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96 homes
$400ks
The Villas at Greenbrier, Bel Air, MD
Resale Only
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55+ age-restricted
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Built 2007 - 2020
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70 homes
$400ks
- $500ks
Victoria Park at Parkside..., Upper Marlboro, MD
New Construction
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55+ age-restricted
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Built 2025 - present
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92 homes
$400ks
Klein Mills, Elizabethtown, PA
New Construction
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55+ age-restricted
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Built 2025 - present
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209 homes
The Enclave at Hines Farm, Laurel, MD
Resale Only
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55+ age-restricted
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Built 2025 - present
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63 homes
$500ks
- $600ks
Boxwood Villas, Urbana, MD
Resale Only
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55+ age-restricted
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Built 2019 - 2021
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92 homes
$300ks
- $400ks
Liberty Place, Sykesville, MD
Resale Only
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55+ age-restricted
|
Built 2023 - present
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54 homes
$300ks
- $400ks
Ballenger Run, Frederick, MD
Resale Only
|
55+ age-restricted
|
Built 2019 - 2020
|
36 homes
Want to learn more about 55+ communities in New Windsor?
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$900ks
- $1Ms
Trotter's Retreat, Clarksville, MD
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
25 homes
$400ks
The Villages at Broadland..., Ashburn, VA
New and Resale
|
55+ age-restricted
|
Built 2013 - present
|
78 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.
New
Penn National
![6029 GREENBRIAR TER, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222]()
MLS PAFL2034956 • Coldwell Banker Realty, Kevin R...
New
Heritage Harbour
![2616 VANTAGE CV, ANNAPOLIS, MD, 21401, Annapolis, MD 21401]()
3 beds
|2 baths
|1,707 sq ft
|Condo
2616 VANTAGE CV, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
MLS MDAA2146826 • Academy Realty Inc., Kyriacos P...
New
Traditions of America at Silver Spring
![112 JAMES MADISON DR, MECHANICSBURG, PA,..., Mechanicsburg, PA 17050]()
2 beds
|2 baths
|1,289 sq ft
|Condo
112 JAMES MADISON DR, MECHANICSBURG, PA,...
Community: Traditions of America at Silver Spring
MLS PACB2054486 • Iron Valley Real Estate of Cent...
New
Patapsco Overlook
![11 CLAY LODGE LN 104, BALTIMORE, MD, 212..., Baltimore, MD 21228]()
2 beds
|2 baths
|1,422 sq ft
|Condo
11 CLAY LODGE LN 104, BALTIMORE, MD, 212...
Community: Patapsco Overlook
MLS MDBC2164380 • RE/MAX Solutions, Karen R Gatzk...
New
Leisure World® of Maryland
![15115 INTERLACHEN DR 3, SILVER SPRING, M..., Silver Spring, MD 20906]()
1 beds
|1 baths
|945 sq ft
|Condo
15115 INTERLACHEN DR 3, SILVER SPRING, M...
Community: Leisure World® of Maryland
MLS MDMC2237162 • RE/MAX Realty Services, Charles...
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New
Cameron Grove
![14000 NEW ACADIA LN 308, UPPER MARLBORO,..., Upper Marlboro, MD 20774]()
2 beds
|2 baths
|1,429 sq ft
|Condo
14000 NEW ACADIA LN 308, UPPER MARLBORO,...
Community: Cameron Grove
MLS MDPG2204602 • Next Step Realty, LLC., Lauren ...
New
Spring Valley Estates
![11740 MYSTIC ROCK LN, WAYNESBORO, PA, 17..., Waynesboro, PA 17268]()
3 beds
|3 baths
|1,951 sq ft
11740 MYSTIC ROCK LN, WAYNESBORO, PA, 17...
Community: Spring Valley Estates
MLS PAFL2035052 • Real Estate Teams, LLC, Ashley ...
New
Legacy at Gateway
![261 BECKENHAM CIR 402, BEL AIR, MD, 2101..., Bel Air, MD 21014]()
2 beds
|2 baths
|1,750 sq ft
|Condo
261 BECKENHAM CIR 402, BEL AIR, MD, 2101...
Community: Legacy at Gateway
MLS MDHR2055614 • Cummings & Co Realtors, Lana Op...
New
Winding Creek
![456 STONE GATE BLVD, ANNVILLE, PA, 17003, Annville, PA 17003]()
MLS PALN2026442 • RE/MAX Cornerstone, Denise Boll...
New
Leisure World® of Maryland
![3200 N LEISURE WORLD BLVD 111, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,035 sq ft
|Condo
3200 N LEISURE WORLD BLVD 111, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2237002 • RLAH @properties, David M Wagne...
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.
New
Leisure World® of Maryland
![3005 S LEISURE WORLD BLVD 209, SILVER SP..., Silver Spring, MD 20906]()
1 beds
|1 baths
|885 sq ft
|Condo
3005 S LEISURE WORLD BLVD 209, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2237064 • Long & Foster Real Estate, Inc....
New
Leisure World® of Maryland
![3451 S LEISURE WORLD BLVD 83-G, SILVER S..., Silver Spring, MD 20906]()
2 beds
|3 baths
|1,600 sq ft
|Condo
3451 S LEISURE WORLD BLVD 83-G, SILVER S...
Community: Leisure World® of Maryland
MLS MDMC2236710 • RE/MAX Realty Group, Sally B Fr...
New
Greenvale Mews
![118 GREENVALE MEWS DR 24, WESTMINSTER, M..., Westminster, MD 21157]()
3 beds
|5 baths
|3,463 sq ft
|Condo
118 GREENVALE MEWS DR 24, WESTMINSTER, M...
Community: Greenvale Mews
MLS MDCR2035044 • Brook-Owen Real Estate, Denise ...
New
Heritage Hunt
![13891 CHELMSFORD DR 304, GAINESVILLE, VA..., Gainesville, VA 20155]()
3 beds
|3 baths
|2,807 sq ft
|Condo
13891 CHELMSFORD DR 304, GAINESVILLE, VA...
Community: Heritage Hunt
MLS VAPW2120704 • CENTURY 21 New Millennium, Jame...
New
Leisure World® of Maryland
![14805 PENNFIELD CIR 412, SILVER SPRING, ..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,354 sq ft
|Condo
14805 PENNFIELD CIR 412, SILVER SPRING, ...
Community: Leisure World® of Maryland
MLS MDMC2236882 • Samson Properties, Isabel Carre...
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New
Birchwood at Brambleton
![42747 CUSHING TER, ASHBURN, VA, 20148, Ashburn, VA 20148]()
3 beds
|3 baths
|2,654 sq ft
42747 CUSHING TER, ASHBURN, VA, 20148
Community: Birchwood at Brambleton
MLS VALO2126174 • EXP Realty, LLC, Angel Arturo C...
New
Heritage Harbour
![940 ASTERN WAY 202, ANNAPOLIS, MD, 21401, Annapolis, MD 21401]()
3 beds
|3 baths
|2,113 sq ft
|Condo
940 ASTERN WAY 202, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
MLS MDAA2143292 • Coldwell Banker Realty, David L...
New
Spring Hill
![8932 PINK CARNATION CT, LORTON, VA, 2207..., Lorton, VA 22079]()
MLS VAFX2315136 • Compass, Julie U Do
New
Heritage Harbour
![2650 COMPASS DR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401]()
MLS MDAA2146334 • Berkshire Hathaway HomeServices...
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.
New
Leisure World® of Maryland
![14809 PENNFIELD CIR 314, SILVER SPRING, ..., Silver Spring, MD 20906]()
1 beds
|2 baths
|946 sq ft
|Condo
14809 PENNFIELD CIR 314, SILVER SPRING, ...
Community: Leisure World® of Maryland
MLS MDMC2236038 • Realty Advantage of Maryland LL...
New
Regency at Creekside
![6165 CHANCELLORSVILLE DR, GAINESVILLE, V..., Gainesville, VA 20155]()
4 beds
|4 baths
|4,570 sq ft
6165 CHANCELLORSVILLE DR, GAINESVILLE, V...
Community: Regency at Creekside
MLS VAPW2120620 • RE/MAX Gateway, LLC, MICHAEL B ...
New
Heritage Hunt
![6005 PINEY GROVE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155]()
MLS VAPW2118996 • Compass, Catherine M Davidson
New
Suffield Meadows
![6708 STREAM VIEW LN, WARRENTON, VA, 2018..., Warrenton, VA 20187]()
3 beds
|3 baths
|3,701 sq ft
|Condo
6708 STREAM VIEW LN, WARRENTON, VA, 2018...
Community: Suffield Meadows
MLS VAFQ2022010 • Long & Foster Real Estate, Inc....
Regency at Dominion Valley
![15508 HAGEN WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
3 beds
|3 baths
|3,810 sq ft
15508 HAGEN WAY, HAYMARKET, VA, 20169
Community: Regency at Dominion Valley
MLS VAPW2120766 • KW United, Keith Herrmann
Cortland Park
![770 AURORA DR, MECHANICSBURG, PA, 17055, Mechanicsburg, PA 17055]()
MLS PACB2054390 • RE/MAX Realty Associates, Jenni...
Heritage Harbour
![860 BOATSWAIN WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401]()
MLS MDAA2146452 • Long & Foster Real Estate, Inc....
Want to learn more about 55+ communities in New Windsor?
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(443) 647-4690
The Courtyards at Waverly Woods
![2241 JOHN GRAVEL RD M, MARRIOTTSVILLE, M..., Marriottsville, MD 21104]()
2 beds
|2 baths
|1,438 sq ft
|Condo
2241 JOHN GRAVEL RD M, MARRIOTTSVILLE, M...
Community: The Courtyards at Waverly Woods
MLS MDHW2068894 • Fairfax Realty Premier, EUN M S...
Heritage Hunt
![13749 HERITAGE VALLEY WAY, GAINESVILLE, ..., Gainesville, VA 20155]()
MLS VAPW2120612 • Keller Williams Realty, Matias ...
Four Seasons at Kent Island
![132 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619]()
2 beds
|3 baths
|2,003 sq ft
|Condo
132 WHEELHOUSE WAY 11, CHESTER, MD, 2161...
Community: Four Seasons at Kent Island
MLS MDQA2017364 • Real Broker, LLC, Matthew Thoma...
Download the Ultimate 55+ Homebuying Guide
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Birchwood at Brambleton
![23640 BOLTON CRESCENT TER 403, ASHBURN, ..., Ashburn, VA 20148]()
3 beds
|2 baths
|1,908 sq ft
|Condo
23640 BOLTON CRESCENT TER 403, ASHBURN, ...
Community: Birchwood at Brambleton
MLS VALO2125616 • Compass, Scotti S Sellers
The Hamlets at South River Colony
![421 HAMLET CLUB DR 302, EDGEWATER, MD, 2..., Edgewater, MD 21037]()
2 beds
|2 baths
|1,675 sq ft
|Condo
421 HAMLET CLUB DR 302, EDGEWATER, MD, 2...
Community: The Hamlets at South River Colony
MLS MDAA2146488 • Long & Foster Real Estate, Inc....
HiddenBrooke
![7880 ROLLING WOODS CT 2103, SPRINGFIELD,..., Springfield, VA 22152]()
2 beds
|2 baths
|1,366 sq ft
|Condo
7880 ROLLING WOODS CT 2103, SPRINGFIELD,...
Community: HiddenBrooke
MLS VAFX2314738 • Coldwell Banker Realty, Tracy L...
Leisure World® of Maryland
![15101 GLADE DR 10-3G, SILVER SPRING, MD,..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,415 sq ft
|Condo
15101 GLADE DR 10-3G, SILVER SPRING, MD,...
Community: Leisure World® of Maryland
MLS MDMC2236418 • Home Sales Advantage, Rachel Ho...
Traditions of America at Silver Spring
![411 GENERAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050]()
2 beds
|2 baths
|2,370 sq ft
|Condo
411 GENERAL DR, MECHANICSBURG, PA, 17050
Community: Traditions of America at Silver Spring
MLS PACB2054422 • RE/MAX Delta Group, Inc., BENJA...
Amblebrook
![43 CHOKEBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2023498 • Keller Williams Keystone Realty...
The Courtyards at Waverly Woods
![2415 ANDERSON HILL ST, MARRIOTTSVILLE, M..., Marriottsville, MD 21104]()
3 beds
|3 baths
|5,380 sq ft
|Condo
2415 ANDERSON HILL ST, MARRIOTTSVILLE, M...
Community: The Courtyards at Waverly Woods
MLS MDHW2060546 • Compass, Veronica A Sniscak
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Traditions of America at Silver Spring
![254 COLONIAL DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050]()
2 beds
|3 baths
|2,529 sq ft
|Condo
254 COLONIAL DR, MECHANICSBURG, PA, 1705...
Community: Traditions of America at Silver Spring
MLS PACB2054208 • Coldwell Banker Realty, Marie L...
Four Seasons at Elm Tree
![646 ALCOTT DR, MOUNT JOY, PA, 17552, Mount Joy, PA 17552]()
3 beds
|2 baths
|2,516 sq ft
646 ALCOTT DR, MOUNT JOY, PA, 17552
Community: Four Seasons at Elm Tree
MLS PALA2088550 • Coldwell Banker Realty, Cayla J...
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.
Frequently Asked Questions
In New Windsor, there is 1 small community with less than 500 homes.
The smallest 55+ community in New Windsor has 83 homes, the largest has 83 homes, and the average community consists of 83 homes.
No, there are no gated 55+ communities in New Windsor.
On average, listings in 55+ community in New Windsor stay on the market for around 1058 days. The average price of homes for sale in this community is approximately $434,597, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Reserve at New Windsor average around $434,597.
Want more information about active adult communities around New Windsor?
Want to learn more about 55+ communities in New Windsor?
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© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: May 28, 2026.
This application does not include information on all of the properties available for sale at this time.
