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New Windsor, MD 55+ active adult communities & homes for sale
160 communities near New Windsor
655 homes near New Windsor
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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
$400ks
- $700ks
Four Seasons at Kent Isla..., Kent Island, MD
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
1,079 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
$300ks
- $500ks
The Flats at Heathcote Vi..., Haymarket, VA
New Construction
|
55+ age-restricted
|
Built 2026 - present
|
500 homes
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$600ks
- $1Ms
The Flats at Northside, Potomac, MD
New Construction
|
Age-targeted
|
Built 2025 - present
|
143 homes
$300ks
- $700ks
Winding Creek, Palmyra, PA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
82 homes
$400ks
- $600ks
Element at Mill Creek, Annapolis, MD
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
140 homes
3.7 rating (3 reviews)
![Heritage Harbour]()
$300ks
- $800ks
Heritage Harbour, Annapolis, MD
Resale Only
|
55+ age-restricted
|
Built 1979 - 2008
|
1,683 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
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.
$200ks
- $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only
|
55+ age-restricted
|
Built 1999 - 2013
|
740 homes
$400ks
- $600ks
Traditions of America at ..., Mechanicsburg, PA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
517 homes
$300ks
- $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only
|
55+ age-restricted
|
Built 2016 - 2022
|
273 homes
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction
|
55+ age-restricted
|
Built 2021 - present
5 rating (3 reviews)
![Heritage Hunt]()
$400ks
- $600ks
Heritage Hunt, Gainesville, VA
Resale Only
|
55+ age-restricted
|
Built 1998 - 2009
|
1,863 homes
$500ks
- $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only
|
55+ age-restricted
|
Built 2019 - 2025
|
565 homes
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Questions? Call us:
(443) 647-4690
$100ks
- $600ks
Penn National, Fayetteville, PA
New and Resale
|
Age-targeted
|
Built 1968 - present
|
1,100 homes
$400ks
- $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
135 homes
5 rating (1 reviews)
![Alden Place]()
$300ks
- $500ks
Alden Place, Lebanon, PA
New and Resale
|
55+ age-restricted
|
Built 2009 - present
|
505 homes
$400ks
- $500ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
185 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.
$700ks
- $800ks
Bloomfields 55+, Frederick, MD
New Construction
|
55+ age-restricted
|
Built 2026 - present
$300ks
- $400ks
Spring Valley Estates, Waynesboro, PA
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
140 homes
$300ks
- $500ks
Emerald Pointe, Hagerstown, MD
New and Resale
|
55+ age-restricted
|
Built 2008 - present
|
250 homes
$400ks
- $800ks
The Crest of Alexandria, Alexandria, VA
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
250 homes
$300ks
- $600ks
Cortland Park, Mechanicsburg, PA
New and Resale
|
55+ age-restricted
|
Built 2020 - present
|
104 homes
$200ks
- $400ks
Beechfield Manors, Bowie, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
5 rating (1 reviews)
![Crestwood Village]()
$200ks
- $500ks
Crestwood Village, Frederick, MD
Resale Only
|
55+ age-restricted
|
Built 1979 - 1999
|
550 homes
Want to learn more about 55+ communities in New Windsor?
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Questions? Call us:
(443) 647-4690
$300ks
- $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
122 homes
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
177 homes
$500ks
Legacy at Fallston Common..., Fallston, MD
Resale Only
|
55+ age-restricted
|
Built 2011 - 2018
|
187 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.
$300ks
Carroll's Creek, Gambrills, MD
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
162 homes
$300ks
The Village at Freedom Hi..., Hagerstown, MD
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
66 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
$300ks
- $400ks
Sagebrook, Dover, PA
New and Resale
|
55+ age-restricted
|
Built 2020 - present
|
194 homes
$600ks
- $700ks
The Atrium at MetroWest, Fairfax, VA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
206 homes
$200ks
- $300ks
Tiree Land Condominiums, Abingdon, MD
Resale Only
|
55+ age-restricted
|
Built 2006 - 2007
|
96 homes
$500ks
- $600ks
Walden Woods, Laurel, MD
Resale Only
|
55+ age-restricted
|
Built 2015 - 2020
|
97 homes
$300ks
Legacy at Gateway, Bel Air, MD
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
70 homes
Want to learn more about 55+ communities in New Windsor?
55places can help!
Questions? Call us:
(443) 647-4690
$400ks
- $500ks
The Villages At Woodholme, Baltimore, MD
Resale Only
|
55+ age-restricted
|
Built 2002 - 2007
|
286 homes
$200ks
- $300ks
Liberty Grove, Manassas, VA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2005
|
61 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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(443) 647-4690
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...
Want to learn more about 55+ communities in New Windsor?
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Questions? Call us:
(443) 647-4690
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?
55places can help!
Questions? Call us:
(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
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.
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
Want to learn more about 55+ communities in New Windsor?
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(443) 647-4690
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?
655
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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.
