Call us at (240) 307-4935 to learn more about active adult communities in Jessup

Jessup, MD 55+ active adult communities & homes for sale

Living in Jessup

Jessup, Maryland is a neighborhood located in Howard and Anne Arundel counties, just 15 miles south of Baltimore and 40 miles north of Washington D.C in their shared metropolitan…

Jessup, Maryland is a neighborhood located in Howard and Anne Arundel counties, just 15 miles south of Baltimore and 40 miles north of Washington D.C in their shared metropolitan area. Its ideal location and relaxed environment have made 55+ communities in Jessup a desirable retirement destination.

Climate & Geography

The proximity of Maryland to the Atlantic Ocean keeps the climate at moderate temperatures with hot and humid summers, and mild winters. Residents of Jessup can also expect about 200 sunny days a year and less snow than the national average.

Mostly a residential area, the neighborhood sits on flat land interspersed with densely wooded areas.

Recreation, Culture & Entertainment

Jessup is home to quiet residential streets, a relaxed environment, and a tight-knit community. There are many nature areas where residents can find open fields and local parks, which are ideal for a family outing or barbecue. Not to mention, there are many local businesses, antique shops, and restaurants. Aside from this, it is only a 20 minute drive from Baltimore where residents can find world-class attractions such as the National Aquarium, American Visionary Art Museum, and the Baltimore Orioles national baseball stadium. The nation's capital, Washington D.C., is about 45 minutes away, and features many historic monuments and sites to visit.

Cost of Living & Taxes

The overall cost of living in Jessup is higher than both national and state averages, which is primarily due to its expensive cost of housing. While other factors such as groceries, utilities, and transportation are near average.

The effective income tax rate is 7.06 percent for single filers and 7.21 percent for joint filers. Social Security benefits are not taxed in Maryland and residents of the state can the federal taxes paid on Social Security benefits against their income on their state tax return. All other forms of retirement income are fully taxed, however residents 65+ can qualify for a deduction. Retired homeowners may also qualify for property tax deferral programs.

Health Care

Jessup 55+ community residents have several options for nearby health care. While there is only one hospital in Jessup, its location puts it in proximity to the best hospitals in Washington D.C and Baltimore. Baltimore is home to eight highly-rated hospitals, three of which are nationally ranked by U.S News. Additionally, Washington D.C is home to two nationally ranked hospitals and medical centers.

Frequently Asked Questions


34 communities near Jessup

Sort by:

Relevance

Relevance

5 rating (1 review) Two Rivers
$500ks - $700ks
Two Rivers, Odenton, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes
Beechfield Manors
$200ks - $400ks
Beechfield Manors, Bowie, MD
New Construction | 55+ age-restricted | Built 2024 - present
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
5 rating (1 review) Snowden Overlook
$300ks - $600ks
Snowden Overlook, Columbia, MD
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes
Gatherings at Forest Glen
$300ks
Gatherings at Forest Glen, Odenton, MD
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 189 homes
Want to learn more about 55+ communities in Jessup? 55places can help!
Questions? Call us: (240) 307-4935
The Enclave at Ellicott H...
$300ks - $600ks
The Enclave at Ellicott H..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 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
5 rating (1 review) Ellicott's Retreat
$300ks - $400ks
Ellicott's Retreat, Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2017 - 2022 | 160 homes
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes
Watershed
$600ks - $700ks
Watershed, Laurel, MD
New Construction | 55+ age-restricted | 84 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.
Maple Highlands
$900ks - $800ks
Maple Highlands, Fulton, MD
New Construction | 55+ age-restricted | Built 2024 - present | 34 homes
The Villas of Rock Oak
$300ks - $500ks
The Villas of Rock Oak, Odenton, MD
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 38 homes
Village Crest
$300ks
Village Crest, Ellicott City, MD
New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 homes
1 rating (1 review) Legacy at Cherry Tree
$400ks - $500ks
Legacy at Cherry Tree, Laurel, MD
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 120 homes
Eden Brook
$200ks - $300ks
Eden Brook, Odenton, MD
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 224 homes
Guilford Mews
$300ks - $400ks
Guilford Mews, Jessup, MD
New and Resale | 55+ age-restricted | Built 2010 - present | 26 homes
Want to learn more about 55+ communities in Jessup? 55places can help!
Questions? Call us: (240) 307-4935
The Courtyards at Waverly...
$300ks - $1Ms
The Courtyards at Waverly..., Marriottsville, MD
Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes
Patapsco Overlook
$400ks
Patapsco Overlook, Catonsville, MD
Resale Only | 55+ age-restricted | Built 2010 - 2017 | 80 homes
Gatherings at Jefferson P...
$300ks - $400ks
Gatherings at Jefferson P..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 74 homes
Courtyards at Waverly Woo...
$300ks - $600ks
Courtyards at Waverly Woo..., Woodstock, MD
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 383 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.
Fairway Overlook
$400ks - $500ks
Fairway Overlook, Elkridge, MD
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 25 homes
Bethany Glen
- $600ks
Bethany Glen, Ellicott City, MD
New Construction | 55+ age-restricted | Built 2024 - present | 116 homes
Eden Brook by Miller & Sm...
$600ks - $800ks
Eden Brook by Miller & Sm..., Columbia, MD
Resale Only | 55+ age-restricted | Built 2020 - 2021 | 24 homes
The Enclave at Hines Farm
The Enclave at Hines Farm, Laurel, MD
Resale Only | 55+ age-restricted | Built 2025 - present | 63 homes
Ellicott Meadows
$600ks - $700ks
Ellicott Meadows, Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 160 homes
Walden Woods
$500ks - $600ks
Walden Woods, Laurel, MD
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 97 homes
The Enclave at Ellicott S...
$400ks - $500ks
The Enclave at Ellicott S..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 69 homes
Want to learn more about 55+ communities in Jessup? 55places can help!
Questions? Call us: (240) 307-4935
Scot's Glen
$700ks - $800ks
Scot's Glen, Columbia, MD
Resale Only | 55+ age-restricted | Built 2006 - 2012 | 73 homes
Gatherings at Ellicott Mi...
$300ks
Gatherings at Ellicott Mi..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2013 - 2018 | 127 homes
Hickory Crest
$400ks - $500ks
Hickory Crest, Columbia, MD
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 88 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 (1 review) Gatherings at Lyndwood
$300ks - $400ks
Gatherings at Lyndwood, Elkridge, MD
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 216 homes
Enclave at Park Forest
$500ks - $600ks
Enclave at Park Forest, Elkridge, MD
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 45 homes
Crawfords Ridge
$500ks - $600ks
Crawfords Ridge, Odenton, MD
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 27 homes
Trotter's Retreat
$900ks - $1Ms
Trotter's Retreat, Clarksville, MD
New Construction | 55+ age-restricted | Built 2025 - present | 25 homes
New Village Crest 8270 STONE CROP DR J, ELLICOTT CITY, MD,..., Ellicott City, MD 21043
$374,900

2 beds

|

2 baths

|

1,574 sq ft

|

Condo

8270 STONE CROP DR J, ELLICOTT CITY, MD,...
Community: Village Crest
Courtyards at Waverly Woods East 11009 DOXBERRY CIR 4, WOODSTOCK, MD, 211..., Woodstock, MD 21163
$725,000

3 beds

|

4 baths

|

2,769 sq ft

|

Condo

11009 DOXBERRY CIR 4, WOODSTOCK, MD, 211...
Beechfield Manors 4001 SEASIDE ALDER RD 11104 - LILY, BOWI..., Bowie, MD 20720
$299,990

1 beds

|

1 baths

|

881 sq ft

|

Condo

4001 SEASIDE ALDER RD 11104 - LILY, BOWI...
Community: Beechfield Manors
Beechfield Manors 4003 SEASIDE ALDER RD 10306 - LILY, BOWI..., Bowie, MD 20720
$336,990

2 beds

|

2 baths

|

1,223 sq ft

|

Condo

4003 SEASIDE ALDER RD 10306 - LILY, BOWI...
Community: Beechfield Manors
Beechfield Manors 4001 SEASIDE ALDER RD 11307 - HOLLY, BOW..., Bowie, MD 20720
$398,960

3 beds

|

3 baths

|

1,320 sq ft

|

Condo

4001 SEASIDE ALDER RD 11307 - HOLLY, BOW...
Community: Beechfield Manors
Want to learn more about 55+ communities in Jessup? 55places can help!
Questions? Call us: (240) 307-4935
Gatherings at Jefferson Place 8801 BOSLEY RD 203, ELLICOTT CITY, MD, 2..., Ellicott City, MD 21043
$395,000

2 beds

|

2 baths

|

1,660 sq ft

|

Condo

8801 BOSLEY RD 203, ELLICOTT CITY, MD, 2...
Two Rivers 1649 VELVET LEAF LN, ODENTON, MD, 21113, Odenton, MD 21113
$740,000

4 beds

|

3 baths

|

3,023 sq ft

1649 VELVET LEAF LN, ODENTON, MD, 21113
Community: Two Rivers
Cedar Ridge at Piney Orchard 8600 ROAMING RIDGE WAY 202, ODENTON, MD,..., Odenton, MD 21113
$470,000

3 beds

|

2 baths

|

1,900 sq ft

|

Condo

8600 ROAMING RIDGE WAY 202, ODENTON, MD,...
Two Rivers 2626 TWO RIVERS BLVD, ODENTON, MD, 21113, Odenton, MD 21113
$1,095,000

4 beds

|

5 baths

|

5,196 sq ft

2626 TWO RIVERS BLVD, ODENTON, MD, 21113
Community: Two Rivers
The Enclave at Hines Farm 8705 HINES CIR, LAUREL, MD, 20723, Laurel, MD 20723
$760,000

3 beds

|

4 baths

|

2,719 sq ft

|

Condo

8705 HINES CIR, LAUREL, MD, 20723
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.
The Villas of Rock Oak 1212 GARNET CT 2, ODENTON, MD, 21113, Odenton, MD 21113
$520,000

3 beds

|

3 baths

|

1,841 sq ft

|

Condo

1212 GARNET CT 2, ODENTON, MD, 21113
Two Rivers 2854 DRAGON FLY WAY, ODENTON, MD, 21113, Odenton, MD 21113
$575,000

3 beds

|

3 baths

|

1,754 sq ft

2854 DRAGON FLY WAY, ODENTON, MD, 21113
Community: Two Rivers
Two Rivers 1339 CHICORY WAY, ODENTON, MD, 21113, Odenton, MD 21113
$800,000

3 beds

|

2 baths

|

3,810 sq ft

1339 CHICORY WAY, ODENTON, MD, 21113
Community: Two Rivers
Watershed 1236 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724
$549,990

3 beds

|

4 baths

|

2,663 sq ft

1236 CRESTED WOOD DR, LAUREL, MD, 20724
Community: Watershed
Cedar Ridge at Piney Orchard 8615 FLUTTERING LEAF TRL TRL 205, ODENTO..., Odenton, MD 21113
$349,900

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8615 FLUTTERING LEAF TRL TRL 205, ODENTO...
Two Rivers 2862 DRAGON FLY WAY, ODENTON, MD, 21113, Odenton, MD 21113
$499,900

2 beds

|

3 baths

|

1,857 sq ft

2862 DRAGON FLY WAY, ODENTON, MD, 21113
Community: Two Rivers
Want to learn more about 55+ communities in Jessup? 55places can help!
Questions? Call us: (240) 307-4935
The Enclave at Ellicott Hills 3020 ELLICOTT HILLS BLVD 102, ELLICOTT C..., Ellicott City, MD 21043
$649,900

3 beds

|

3 baths

|

2,706 sq ft

|

Condo

3020 ELLICOTT HILLS BLVD 102, ELLICOTT C...
Central Parke at Victoria Falls 13123 WINDING TRAIL RD, LAUREL, MD, 2070..., Laurel, MD 20707
$599,990

4 beds

|

4 baths

|

2,999 sq ft

13123 WINDING TRAIL RD, LAUREL, MD, 2070...
Eden Brook 1007 SAMANTHA LN 104, ODENTON, MD, 21113, Odenton, MD 21113
$355,900

2 beds

|

2 baths

|

1,610 sq ft

|

Condo

1007 SAMANTHA LN 104, ODENTON, MD, 21113
Community: Eden Brook
Gatherings at Forest Glen 8607 WINTERGREEN CT 106, ODENTON, MD, 21..., Odenton, MD 21113
$395,000

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

8607 WINTERGREEN CT 106, ODENTON, MD, 21...
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.
Watershed 1202 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724
$649,990

4 beds

|

4 baths

|

2,663 sq ft

1202 CRESTED WOOD DR, LAUREL, MD, 20724
Community: Watershed
Two Rivers 3077 SPRING PEEPER CT, ODENTON, MD, 2111..., Odenton, MD 21113
$847,000

3 beds

|

4 baths

|

2,546 sq ft

3077 SPRING PEEPER CT, ODENTON, MD, 2111...
Community: Two Rivers
Two Rivers 3026 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113
$879,900

4 beds

|

4 baths

|

3,666 sq ft

3026 SUNNY RIDGE DR, ODENTON, MD, 21113
Community: Two Rivers
Guilford Mews 8861 HUB GARTH 16, JESSUP, MD, 20794, Jessup, MD 20794
$530,000

2 beds

|

3 baths

|

2,200 sq ft

|

Condo

8861 HUB GARTH 16, JESSUP, MD, 20794
Community: Guilford Mews
Two Rivers 3063 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113
$699,000

2 beds

|

3 baths

|

1,712 sq ft

3063 SUNNY RIDGE DR, ODENTON, MD, 21113
Community: Two Rivers
Two Rivers 2314 MOURNING DOVE DR, ODENTON, MD, 2111..., Odenton, MD 21113
$700,000

3 beds

|

2 baths

|

3,942 sq ft

2314 MOURNING DOVE DR, ODENTON, MD, 2111...
Community: Two Rivers
Beechfield Manors 4003 SEASIDE ALDER RD 0304 - VIOLET, BOW..., Bowie, MD 20720
$329,990

2 beds

|

2 baths

|

1,288 sq ft

|

Condo

4003 SEASIDE ALDER RD 0304 - VIOLET, BOW...
Community: Beechfield Manors
Want to learn more about 55+ communities in Jessup? 55places can help!
Questions? Call us: (240) 307-4935
Gatherings at Lyndwood 6150 SHADYWOOD RD 301, ELKRIDGE, MD, 210..., Elkridge, MD 21075
$399,900

2 beds

|

2 baths

|

1,500 sq ft

6150 SHADYWOOD RD 301, ELKRIDGE, MD, 210...
Maple Highlands 8547 LALLYBROCH LN, FULTON, MD, 20759, Fulton, MD 20759
$1,175,000

4 beds

|

4 baths

|

4,939 sq ft

|

Condo

8547 LALLYBROCH LN, FULTON, MD, 20759
Community: Maple Highlands
Patapsco Overlook 13 CLAY LODGE LN 203, CATONSVILLE, MD, 2..., Catonsville, MD 21228
$449,900

2 beds

|

2 baths

|

1,422 sq ft

|

Condo

13 CLAY LODGE LN 203, CATONSVILLE, MD, 2...
Community: Patapsco Overlook
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.
The Courtyards at Waverly Woods 2338 ANDERSON HILL ST, MARRIOTTSVILLE, M..., Marriottsville, MD 21104
$800,000

2 beds

|

2 baths

|

2,012 sq ft

2338 ANDERSON HILL ST, MARRIOTTSVILLE, M...
Ellicott's Retreat 8960 CARLS CT H, ELLICOTT CITY, MD, 2104..., Ellicott City, MD 21043
$439,000

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

8960 CARLS CT H, ELLICOTT CITY, MD, 2104...
Community: Ellicott's Retreat
Central Parke at Victoria Falls 13801 BELLE CHASSE BLVD 111, LAUREL, MD,..., Laurel, MD 20707
$385,000

2 beds

|

2 baths

|

1,553 sq ft

|

Condo

13801 BELLE CHASSE BLVD 111, LAUREL, MD,...
The Courtyards at Waverly Woods 2372 ADAM DAVID WAY, MARRIOTTSVILLE, MD,..., Marriottsville, MD 21104
$600,000

3 beds

|

4 baths

|

3,430 sq ft

2372 ADAM DAVID WAY, MARRIOTTSVILLE, MD,...
Patapsco Overlook 17 CLAY LODGE LN 202, CATONSVILLE, MD, 2..., Catonsville, MD 21228
$445,000

2 beds

|

2 baths

|

1,422 sq ft

|

Condo

17 CLAY LODGE LN 202, CATONSVILLE, MD, 2...
Community: Patapsco Overlook
Gatherings at Jefferson Place 8901 BRAUERTON RD 406, ELLICOTT CITY, MD..., Ellicott City, MD 21043
$375,000

2 beds

|

2 baths

|

1,660 sq ft

|

Condo

8901 BRAUERTON RD 406, ELLICOTT CITY, MD...
Gatherings at Forest Glen 8611 WINTERGREEN CT 303, ODENTON, MD, 21..., Odenton, MD 21113
$425,000

2 beds

|

2 baths

|

1,700 sq ft

8611 WINTERGREEN CT 303, ODENTON, MD, 21...
Two Rivers 1640 VELVET LEAF LN, ODENTON, MD, 21113, Odenton, MD 21113
$825,000

4 beds

|

3 baths

|

3,362 sq ft

1640 VELVET LEAF LN, ODENTON, MD, 21113
Community: Two Rivers
Want to learn more about 55+ communities in Jessup? 55places can help!
Questions? Call us: (240) 307-4935
The Villas of Rock Oak 714 EMERALD WAY 2, ODENTON, MD, 21113, Odenton, MD 21113
$509,900

3 beds

|

3 baths

|

1,864 sq ft

|

Condo

714 EMERALD WAY 2, ODENTON, MD, 21113
Two Rivers 3115 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113
$669,900

2 beds

|

2 baths

|

1,528 sq ft

3115 SUNNY RIDGE DR, ODENTON, MD, 21113
Community: Two Rivers
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


Want more information about active adult communities around Jessup?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting optout@55places.com. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Jessup?

Call us: (240) 307-4935
34 communities
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 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: Nov 08, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top