Retirement Communities in Annapolis (26)


New Homes near Annapolis 

Rental Apartments in Annapolis

Gardens of Annapolis - 107 1 and 2-bedroom apartments with services available - 931 Edgewood Rd., Annapolis - 844-830-6939

Anne Arundel County


The Villages at Two Rivers - Master community Two Rivers with builders Comstock Homes, Ryan Homes, Classic Group, Brookfield and NV Homes.  Well located community to Annapolis, Baltimore or Washington DC.  Surrounded by over 1000 acres. Villas, carriage and single-family.   

The many luxury amenities include:

  • Luxury Clubhouse
  • Indoor and outdoor pools
  • Walking trails, biking and hiking
  • Culinary Center
  • Garden area
  • Ponds and wetlands
  • 10 minutes to Amtrak and 20 minutes to BWI Airport

2993 Conway Rd., Odenton - 301-261-3636 

55+ communities at Two Rivers selling now: 

  • The Riverview by Brookfield Residential. Large single-family homes from $600's. 410-421-7838 (Brookfield)

Sold in Two Rivers master community:  Villages by Brookfield, Classic Group and Tri-Pointe Homes.  The Villas at Two Rivers - Sold - Odenton - By Comstock Homes - 120 55+ condos located within The Villages at Two Rivers (above) were from $400,000's. 3-4 bedrooms.  3013 Turnstile Lane, Odenton    

Legacy at The Highlands at Two Rivers - (sold) By Ryan Homes - Clubhouse, pools, environmental park, Culinary Center.  3+ bedrooms were from $400's.  3014 Sunny Ridge Dr., Odenton 

Also, see by Ryan The Regency at Two Rivers (sold), luxury detached homes were from $500's.  3014 Turnstile Lane, Odenton   

Resale Homes near Annapolis

4 Seasons at St. Margarets condo building
    Four Seasons at Saint Margarets by K. Hovnanian - Price $$ - Annapolis - Condos and townhouses - Sold out - see your local Realtors.

Also see our Review of communities on Eastern Shore with more photos of Saint Margarets.

Directions: Route 50 East to exit 29 B (Cape St. Claire Rd). At the first stoplight, bear right onto College Parkway. Turn right at the stop sign.


Deep Creek Village by NV Homes - large homes on 24 acres with walking trails - not age-restricted but amenities seniors would love on Samantha Court in Annapolis. From upper $530's.

Kent Island

Gibson's Grant - Not an over 55 community but does have amenities retirees might enjoy - on Kent Island ten minutes from Bay Bridge - community center and nature preserve. Gibson's Grant has new home opportunities by a number of builders. Fishing pier. From upper $400's. Near Cross Island Trail.  233 John Gibson's Dr., Chester MD


Stonecrest by NV Homes - Arnold, MD - Price-$$$ - Luxury single family homes close to Annapolis. Resales
NV Homes is an Energy Star Partner (always verify)

Severna Park

Sullivan's Retreat by NV Homes - Severna Park - 4 floorplans offered. Upscale amenities in a single family home. Resales


The Village South at Waugh Chapel By Sturbridge Homes - Crownsville - Sold Out - check for resales - Lake view condominium elevator homes. Variety of spacious floorplans.  See local Realtors for resales.


Symphony Village clubhouse

Symphony Village by Caruson Homes was named Best Community by National Council on Senior Housing - in Centreville.  Sold out.

See our review of Symphony Village on our Eastern Shore Tour page.

Directions:  Take Route 50/301 East over Chesapeake Bay Bridge. Continue on 50/301 over the Kent Narrows Bridge. Go 4 miles to 50/301 split. Take 301 North to Route 213 North, then right on Taylor Mill Road.  117 Symphony Way - Check with local Realtors for resales.

easton (eastern shore)

Chesapeake by Del Webb - at Easton single family homes - Sold - See local Realtors for resales.  Near Symphony Village, listed above.
Directions: From the West Take Route 50 East across the Chesapeake Bay Bridge. At the Route 50/301 split, bear right and stay on Route 50 East. Continue 18 miles through Easton to a left at Bob Smith Auto Group (Dutchman's Lane). Drive 1 mile to a left on Lyons Drive then to a right on Charles Drive.


Carroll's Creek - 2-3 bedroom elevator condominiums by Centex started low $200's. Clubhouse, pool, walking trails. 7 miles to Annapolis.  5 miles to commuter train.  Adjacent to shopping.  2 hours to beaches.
1411 Wigeon Way #301, Gambrills - 866-741-6107

Anne Arundel County

  • Sloop Cove Landing - Sold Out - See local Realtors for resales - Anne Arundel County in Pasadena near Glen Burnie and 16 miles to Annapolis; Price - $$$ - large 2-bedroom homes on 1/3 ac. homesites.  By Caruso Homes.  7942 Schooner Cove Rd., Glen Burnie  


  • Shipley's Crossing North by Koch Homes - Millersville - $$$ - 11 miles to Annapolis - Koch Homes, luxury homes builder - only 51 townhomes for over 55 being of the smaller square footage  - Sold out quickly.
  • Shipley's Crossing South Millersville - 59 single family homes for over 55 by Koch Homes - $$$$- heated outdoor pool and clubhouse.

Glen Burnie

Osprey Landing - Glen Burnie - Single ranches and pier for waterfront lifestyle - boat slips are available for purchase in private marina (verify) - Were from $300's - Clubhouse - Gated community - 7500 East Howard Rd.  Creekside at Osprey Landing (also sold at Osprey Landing, above)


Osprey Pointe by Caruso - Sold - Grasonville - not over 55 but is a gated waterfront community with amenities seniors will like such as boat ramps - large homes started $600,000's.  3450 Main St., Grasonville  


  • The Bluffs at Two Rivers - Now sold out - NV Homes within The Villages at Two Rivers - Single family homes with 3+ bedrooms starting in $500's.  Single family spacious luxury 55+ homes of 3+ bedrooms and 2+ baths from $550's. On 1400 acres surrounded by forest - Amenities include indoor and outdoor pools, clubhouse, walking paths and social activities. Cottage-styled.  3016 Turnstile Lane, Odenton
  • Crawford's Ridge - Anne Arundel County - at Piney Orchard area  by K. Hovnanian. 17 miles northwest of Annapolis.
    617 Crawfords Ridge Rd., Denton
  • Gatherings at Forest Glen - Odenton - 30 min to Baltimore. Beazer Homes - Active Adult Condos  2 Beds/2 Baths  
  • Legacy at Edenbrook At Odenton by Ryan Homes. Elevator condos Anne Arundel County 410-674-9840
  • Maple Ridge in Piney Orchard - sold - In Piney Orchard community - By Grayson Homes - Luxury homes were from upper $300's - Clubhouse, 3 outdoor pools, indoor lap pool, indoor ice rink, tennis, nature reserve, trails and more.    7604 Vulpe Court, Odenton

Solomon's Island

The Harbours at Solomons Island (now sold out) - 45 nautical miles south of Annapolis - Waterfront with deep water slips - private beach and outdoor pool - villas and single-family homes - Were from $300's. Tennis, bocce and more.  Outdoor fireplace. Two on-site restaurants. Get on list for updates. Dowell Rd. 

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Also See:  

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Review of communities in Frederick


See Eastern Shore page for reviews of Symphony Village and St. Margarets

Also see:

  • Annapolis

Senior Apartments

Maryland Low Income Apartments

Other pages for Maryland:

Baltimore area:

  • Ellicott City
  • Catonsville
  • Marriottsville
  • Columbia
  • Woodstock
  • Jessup
  • Elkridge
  • Fallston
  • Bel Air
  • Elkton
  • Manchester

In Annapolis area:

  • Crofton
  • Millersville
  • Centreville
  • Glen Burnie
  • Graysonville
  • Annapolis
  • Arnold
  • Severna Park
  • Crownsville
  • Easton
  • Pasadena
  • Piney Orchard
  • Odenton
  • Solomons Island

In Eastern Shore:

  • Annapolis
  • Piney Orchard
  • Easton
  • Kent Island
  • Pasadena
  • Salisbury
  • Berlin
  • Ocean Pines
  • Centreville
  • Easton