Annapolis Homes for Sale

SIMULCAST AUCTION. Online pre-bidding begins November 17, 2026 at 10:00 AM ET. Live bidding begins November 19, 2026 at 1:00 PM ET, both on-site at 316 Chester Ave and on...

Come by Sunday’s OPEN HOUSE, 11/15th from 1-3pm **Nestled within the serene enclave of Heritage Harbour, this beautiful 2 Bedroom, 2 full bath Villa-style townhouse o...

Welcome home to this beautifully maintained 3-bedroom, 2-bath contemporary townhome featuring an inviting open floor plan designed for comfortable lifestyle. The spacious...

Amazing 2BR Condo - meticulously maintained in the sought-after Dreams Landing community, offering coastal charm and the best of the Annapolis waterfront lifestyle! In ex...

Welcome to 2516 Painer Court! This 2 bedroom, 2 bath home offers an affordable opportunity to become a part of a thriving, 55+ community in an amazing location with tons ...

Welcome to Dreams Landing, one of Annapolis's most desirable water-privileged condominium communities. Offering beautiful views of the Severn River, this charming two-bed...

Welcome to easy living in Annapolis’ desirable Heritage Harbour 55+ community. This charming two-bedroom, two-bath villa is ideally situated just a short walk from the co...

Welcome to Revell Downs! This charming 4 bed, 1.5 bath duplex home has so much to offer! The upper level features 3 bedrooms, full bath, living room/ dining room with sky...

OPEN HOUSE | Sunday 11/1 from 1pm-3pm. Welcome to a loft-like living experience in the charming community of Riva Trace. Where soaring cathedral ceilings, beautiful ar...

Welcome to low-maintenance living at 5 Park Place, Unit 531, located in the heart of Annapolis. Built in 2007, this pristine, one-level condominium features one bedroom, ...

COMPLETELY RENOVATED & MOVE-IN READY IN CEDAR RIDGE! After 30 years of thoughtful ownership and meticulous care, this beautifully updated 3-bedroom, 2½-bath townhouse is ...

Rarely Available, Beautifully Redesigned 2 Bedroom, 2 Full Bath Condo in Severn House! Enjoy the best of Annapolis waterfront living in this beautifully updated condo, fe...

BREATHTAKING PENTHOUSE LIVING | VAULTED CEILINGS | TWO PRIVATE BALCONIES Discover distinctive penthouse living in this light-filled residence, where soaring vaulted ce...

Enjoy effortless one-level living in the highly desirable Four Seasons at St. Margaret’s, a vibrant 55+ active adult community in Annapolis! Located in a secure building...

AUCTION! Occupied property and inspections NOT available - sold as-is. No for sale sign. Contact with occupants is prohibited. No financed offers/bids as there is NO acce...

Beautiful 2-Bed, 2-Bath Condo with Water Access in Annapolis! Welcome home to this beautifully updated 2-bedroom, 2-bathroom condo in the sought-after Riva Trace! Step i...

Waterfront Community and a Deeded Boat Slip! Enjoy an effortless lifestyle in this 2-bedroom/1.5-bath condo in highly sought-after Severn House. This second-floor unit f...

BRAND-NEW HVAC SYSTEM—ONLY ONE MONTH OLD! Welcome to 1133 Lake Heron Drive, Unit 2B, a beautifully maintained second-level condo situated in one of the neighborhood’s mos...

Welcome to 19 Belvedere, an inviting end-unit townhome ideally situated in the desirable Copperwood community in The Landings. Offering three bedrooms, two full baths, an...

Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water views of College Creek and a short stroll to downtown and West Annapolis, where ...

Welcome to this freshly painted 3-bedroom, 1.5-bath townhouse in Annapolis’s sought-after Whispering Woods community, located in the Blue Ribbon Broadneck school district...

This property offers the perfect blend of convenience, comfort, and waterfront community living with a desirable lock-and-leave lifestyle on Back Creek. Relax or enterta...

COMING ON THE MARKET NOV. 18!!

Welcome to 2900 Shipmaster Way, a lovely waterfront condominium in the desirable Clipper Cay section of Heritage Harbour! This inviting first-floor, 2-bedroom, 2-full-bat...