Annapolis, MD Homes for Sale under $1,000,000

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  $750,000

  • 2 Beds
  • 2.5 Baths
  • 1,672 Sq Ft

  1915 Towne Centre Blvd Unit 1014, Annapolis, MD 21401

  Perched on the coveted south side of the 10th floor at GrandView Luxury Condominiums, Residence 1014 is more than a home—it is a private sanctuary above the treetops, where elegance, tranquility, and breathtaking views converge.Boasting a rare, unobstructed southern exposure, this exceptional residence captures panoramic vistas stretching more than 20 miles into Southern Maryland. Whether

  David Yee Coldwell Banker Realty

  1915 Towne Centre Blvd Unit 1014, Annapolis, MD 21401
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  $725,000

  • 4 Beds
  • 3.5 Baths
  • 2,920 Sq Ft

  1275 Swan Dr, Annapolis, MD 21409

  Location! Location! Location! This beautiful recently updated colonial will delight the pickest buyer. Walking distance to the community beach, tot-lot playground and community center, make this location super special. Enjoy modern upgrades such as the kitchen, all bathrooms and much more. Spacious eat-in updated kitchen with granite countertops, granite island, new SS fridge and stove in 2026 is

  Mike Spurgeon RE/MAX Advantage Realty

  1275 Swan Dr, Annapolis, MD 21409
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  $850,000

  Open Sun 11AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft

  418 Chesapeake Ave, Annapolis, MD 21403

  Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath.

  Steven Knopf Engel & Völkers Annapolis

  418 Chesapeake Ave, Annapolis, MD 21403
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  $995,000

  • 2 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  66 Franklin St Unit 418, Annapolis, MD 21401

  Experience the ultimate “lock & leave” lifestyle in the heart of downtown Annapolis in this rare, two-story Condo at Actons Landing with convenient elevator access to each floor. The main level is sun-drenched with banks of windows outfitted with plantation shutters, 9-foot ceilings, crown molding, custom built-ins, and a gourmet granite and stainless kitchen and half bath. The lower-level hosts

  Jenn Klarman Long & Foster Real Estate, Inc.

  66 Franklin St Unit 418, Annapolis, MD 21401
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  $799,999

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,249 Sq Ft

  1518 Winchester Rd, Annapolis, MD 21409

  Open House Sunday 12-2 Welcome to Winchester On The Severn. One of Annapolis's most established waterfront community's. This home provides mature landscaping with a canopy of lovely trees and bushes both in the front and rear yard. Covered front porch! You will be pleased to enter a spacious foyer. Main level bedroom with a full bath to the left. A few steps up to the open floor plan with

  Ginna Quinn Coldwell Banker Realty

  1518 Winchester Rd, Annapolis, MD 21409
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  $995,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,850 Sq Ft

  105 Griscom Square Way, Annapolis, MD 21403

  Welcome to Eastport Estates at Griscom Square, a brand-new construction community of just 11 luxury single-family homes, located within one mile of downtown Eastport! Each residence showcases high-end finishes, spacious open-concept layouts, 9-foot ceilings, 4-5 Bedrooms, gourmet kitchen, modern baths, 2-car garages with private parking, and quality craftsmanship throughout, creating a truly

  Joanna Dalton Coldwell Banker Realty

  105 Griscom Square Way, Annapolis, MD 21403
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  $845,000

  $154K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,506 Sq Ft

  278 Hillsmere Dr, Annapolis, MD 21403

  Location, location, location! Looks can be deceiving, must see inside to appreciate the open, airy, light filled space. HIGHLY MOTIVATED SELLERS! This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the

  Tommy Eicher Coldwell Banker Realty

  278 Hillsmere Dr, Annapolis, MD 21403
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  $745,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 4,497 Sq Ft

  211 N Pindell Ave, Annapolis, MD 21401

  Tucked just off Poplar Trail, 211 Pindell Avenue is a classic brick rancher that lives far larger than expected—4,497 square feet of light-filled, entertainer-ready space waiting to be enjoyed. Inside, walls of oversized windows pour sunshine across hardwood floors and custom trim. The living room rises to a vaulted ceiling anchored by a wood-burning fireplace, while the dining room charms with a

  June Steinweg Long & Foster Real Estate, Inc.

  211 N Pindell Ave, Annapolis, MD 21401
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  $980,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,035 Sq Ft

  54 Decatur Ave, Annapolis, MD 21403

  Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT

  Gary Schneider Long & Foster Real Estate, Inc.

  54 Decatur Ave, Annapolis, MD 21403
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  $774,900

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,064 Sq Ft

  32 Cornhill St, Annapolis, MD 21401

  Great historic home built in 1850 in the heart of downtown historic Annapolis. Completely renovated and remodeled in 2023. New kitchen, new bathroom, recessed lights, new ceiling fans, lighting. Stainless steel appliances. Original hardwood floors. Front bedroom has cathedral ceiling. Exterior home has been completely painted in 2025. New decking off rear of home with a patio. Walking distance to

  Mark Feen Coldwell Banker Realty

  32 Cornhill St, Annapolis, MD 21401
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  $700,000

  Open Sun 1PM - 3PM

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  2020 Quay Village Ct Unit T1, Annapolis, MD 21403

  OPEN Sunday 10 -12 NOOON === WATERFRONT= ONE BEDROOM "C" FLOOR PLAN = EXTRA WIDE CONDO: Four pane sliders in living room and there are 4 glass pane windows in master bedroom == Master has a private exit door to a beach front patio == Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the bay

  Candice Friday Coastal Realty Maryland

  2020 Quay Village Ct Unit T1, Annapolis, MD 21403
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  $865,000

  • 5 Beds
  • 4.5 Baths
  • 3,586 Sq Ft

  730 Crisfield Way, Annapolis, MD 21401

  Welcome to Kingsport—where timeless elegance meets waterfront living. Nestled within this coveted, water-privileged community, this exceptional 5-bedroom, 4.5-bath residence offers a seamless blend of sophistication, comfort, and everyday luxury.A grand entry welcomes you with rich hardwoods and graceful architectural details, leading to a formal oval dining room, refined living room, and a

  Amanda Callahan Long & Foster Real Estate, Inc.

  730 Crisfield Way, Annapolis, MD 21401
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  $989,000

  • 6 Beds
  • 4 Baths
  • 3,108 Sq Ft

  1422 West St, Annapolis, MD 21401

  Ready to move in and designed for modern living, this beautifully updated Germantown-Homewood home features six bedrooms plus flexible living spaces that can evolve with your needs. Whether used as home offices, guest accommodations, playroom, a fitness room, media room, or hobby space, every room offers exceptional versatility in one of Annapolis' most walkable locations. With over 3,100

  Rachel Holmes Coldwell Banker Realty

  1422 West St, Annapolis, MD 21401

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