Historic Homes for Sale in Annapolis, MD

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  $899,000

  • 4 Beds
  • 2 Baths
  • 1,720 Sq Ft

  1100 Bay Ridge Ave, Annapolis, MD 21403

  OPEN SATURDAY the 9th 11-1.Total living square footage is approximately 2,020. Eastport living is all about energy and convenience, this charming coastal home has it in abundance. Enjoy a rare double lot complete with new wood fencing creating a private outdoor space, new roof, windows, interior upgrades and thoughtful finishes. Additional upgrades include a tankless water heater, for an

  Amber Krause TTR Sotheby's International Realty

  1100 Bay Ridge Ave, Annapolis, MD 21403
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  /33

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft

  21 Silverwood Cir Unit 11, Annapolis, MD 21403

  Perched on the top floor of the sought-after Fairwinds of Annapolis community, this beautifully updated condo offers a quiet retreat with no neighbors above and serene courtyard views. Surrounded by mature trees and thoughtfully landscaped common areas, residents enjoy a well-maintained setting complete with a pool, tennis courts, tot lots, snow removal, picnic areas for grilling, bike and kayak

  Mr. Mason Lyon Northrop Realty

  21 Silverwood Cir Unit 11, Annapolis, MD 21403
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  /25

  $1,000,000

  • 5 Beds
  • 4.5 Baths
  • 9,960 Sq Ft

  1254 Washington Dr, Annapolis, MD 21403

  Rare waterfront redevelopment opportunity in Annapolis. The existing structure is a complete shell and requires a full renovation or rebuild. Ideal for investors, builders, or buyers looking to design and construct a custom waterfront home from the ground up. Located along the protected waters of Oyster Cove, the property includes a deep-water pier and boat house. The existing footprint and

  Nadia Aminov Long & Foster Real Estate, Inc.

  1254 Washington Dr, Annapolis, MD 21403
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  /17

  $305,000

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft

  10 Sandstone Ct, Annapolis, MD 21403

  Spring has arrived, and this beautifully updated 3-bedroom, 2-bath condo offers the perfect opportunity to enjoy the best of the Annapolis lifestyle. Located on the 3rd floor, this light-filled home combines modern upgrades, comfort, and unbeatable access to outdoor recreation and waterfront attractions. Inside, the open-concept living, dining, and kitchen area creates a warm and inviting flow,

  Sharee Covington Smart Realty, LLC

  10 Sandstone Ct, Annapolis, MD 21403
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  /39

  $755,000

  • 2 Beds
  • 2.5 Baths
  • 1,681 Sq Ft

  1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401

  Experience upscale urban living in this stunning 3rd-floor Everest model at Grandview, ideally located on the retail boulevard side of Annapolis Town Center. This residence offers a true city feel with unbeatable walkability to premier shopping and dining.The open-concept living and dining area features bamboo flooring, a dramatic tray ceiling, and floor-to-ceiling glass doors leading to a

  Sergey Taksis Long & Foster Real Estate, Inc.

  1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401
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  /58

  $625,000

  • 3 Beds
  • 4 Baths
  • 2,984 Sq Ft

  713 Skippers Ln, Annapolis, MD 21401

  This exceptional end-unit residence in the stately Village Greens of Annapolis is bathed in natural light from 14 additional windows not found in typical interior models, beautifully highlighting the engineered hardwood floors throughout the main levels. The pristine condition, spacious interior, and amazing location combine to create a move-in-ready home and a fabulous Annapolis lifestyle. The

  Jennifer Holden Compass

  713 Skippers Ln, Annapolis, MD 21401
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  /34

  $474,000

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft

  316 Burnside St Unit 203, Annapolis, MD 21403

  Just Reduced to 474k. Welcome to the sought-after Newport Condominiums in Eastport, where coastal charm meets walkable Annapolis living. This beautifully updated 1 bedroom, 1 bath second-floor condo offers natural light, custom updates, and a coveted location just steps from Spa Creek and downtown Annapolis.The bright and inviting interior features built-in cabinetry, replaced windows, and

  Jeannie Miller Long & Foster Real Estate, Inc.

  316 Burnside St Unit 203, Annapolis, MD 21403
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  /36

  $600,000

  • 3 Beds
  • 4 Baths
  • 3,016 Sq Ft

  709 Skippers Ln, Annapolis, MD 21401

  Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‐after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home.

  Michelle Boretti Coldwell Banker Realty

  709 Skippers Ln, Annapolis, MD 21401
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  /120

  $3,500,000

  • 5 Beds
  • 4.5 Baths
  • 4,015 Sq Ft

  4 Southgate Ave, Annapolis, MD 21401

  An exceptional offering on Southgate Avenue in Murray Hill, this stately American Four Square was masterfully reimagined in 2021 by the current owner, in collaboration with Cumberstone Builders and acclaimed architect Jay Schwarz of Alt/Breeding/Schwarz. Four Southgate Avenue seamlessly blends historic charm and architectural pedigree with the ease of modern living. A classic front porch greets

  Malina Koerschner Coldwell Banker Realty

  4 Southgate Ave, Annapolis, MD 21401
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  /52

  $2,450,000

  • 5 Beds
  • 4 Baths
  • 3,178 Sq Ft

  83 Market St, Annapolis, MD 21401

  A magazine-worthy Historic District renovation, completed in 2026. Designed by well-known Annapolis architect Jay Schwarz and Clara Rose Interior Design, this home features a brand-new kitchen, wet bar, and fully reconfigured third floor with every detail thoughtfully considered. Water access at the end of the block, Acton's Cove waterfront park around the corner, all of downtown Annapolis within

  Elizabeth Dooner Coldwell Banker Realty

  83 Market St, Annapolis, MD 21401
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  /34

  $1,295,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 5 Baths
  • 3,100 Sq Ft

  108 Sellew Rd, Annapolis, MD 21401

  May 9 and May 10 Open Houses 12:00-3:00 are held at our showroom at 3 Church Circle in Annapolis. Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.This listing is for an interior home on Lot 6.

  Alison Wisnom Coldwell Banker Realty

  108 Sellew Rd, Annapolis, MD 21401
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  /85

  $6,950,000

  • 4 Beds
  • 4 Baths
  • 5,387 Sq Ft

  906 Creek Dr, Annapolis, MD 21403

  A stunning waterfront residence on Spa Creek, The Spa Creek House is a custom home designed by Alt Breeding Schwarz Architects with a landscape plan by Forested Creative Ecology. Set on a prominent .165-acre site once part of a historic city park, this property offers approximately 4,250 square feet of finished living space thoughtfully designed to capture sweeping creek views.The exterior

  Georgie Berkinshaw Coldwell Banker Realty

  906 Creek Dr, Annapolis, MD 21403
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  /46

  $12,500,000

  • 5 Beds
  • 6.5 Baths
  • 5,993 Sq Ft

  5 Franklin St, Annapolis, MD 21401

  A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and

  Brad Kappel TTR Sotheby's International Realty

  5 Franklin St, Annapolis, MD 21401
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  /96

  $665,000

  • 3 Beds
  • 3 Baths
  • 1,700 Sq Ft

  2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403

  Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community

  Lorna Kaim Compass

  2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
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  /47

  $999,997

  • 5 Beds
  • 4 Baths
  • 3,759 Sq Ft

  553 Choptank Cove Ct, Annapolis, MD 21401

  Days on market reflects seller ability to show because of illness.English Tudor featuring a stone front patio, covered front porch for nature lovers and bird watchers. Driveway paved and widened in 2021, extensive gardens and plantings. House surrounded by mature trees for tons of shade and privacy. Rear deck is 45 ft by 16 ft and built to hold a large hot tub. Constructed in 2016 for

  Linda Patterson Long & Foster Real Estate, Inc.

  553 Choptank Cove Ct, Annapolis, MD 21401
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  /33

  $1,250,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 5 Baths
  • 3,100 Sq Ft

  109 Sellew Rd, Annapolis, MD 21401

  May 9 and May 10 Open Houses 12:00-3:00 are held at our showroom at 3 Church Circle in Annapolis. Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.This listing is for an interior home on Lot 16.

  Alison Wisnom Coldwell Banker Realty

  109 Sellew Rd, Annapolis, MD 21401
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  /37

  $2,150,000

  • 5 Beds
  • 2.5 Baths
  • 2,888 Sq Ft

  250 Prince George St, Annapolis, MD 21401

  Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped

  Brad Kappel TTR Sotheby's International Realty

  250 Prince George St, Annapolis, MD 21401
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  /53

  $725,000

  • 2 Beds
  • 2 Baths
  • 1,602 Sq Ft

  1915 Towne Centre Blvd Unit 503, Annapolis, MD 21401

  Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the

  David Yee Coldwell Banker Realty

  1915 Towne Centre Blvd Unit 503, Annapolis, MD 21401
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  /46

  $3,495,000

  • 3 Beds
  • 2.5 Baths
  • 2,621 Sq Ft

  9 Shipwright St, Annapolis, MD 21401

  Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5

  Brad Kappel TTR Sotheby's International Realty

  9 Shipwright St, Annapolis, MD 21401
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  /55

  $1,595,000

  • 3 Beds
  • 3.5 Baths
  • 2,307 Sq Ft

  2186 Chesapeake Harbour Dr E, Annapolis, MD 21403

  Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront townhouse presents a refined composition of craftsmanship, material integrity, and coastal elegance. Moments from the historic charm of Annapolis and the open horizon of the Chesapeake Bay, the residence captures a rare harmony between luxury living and a serene waterfront setting.The interiors reveal a

  Alexander Esfahani Coldwell Banker Realty - Washington

  2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
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  /24

  $324,500

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  2001 Warners Terrace N Unit 102, Annapolis, MD 21401

  Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the efficient gas furnace and hot water heater, this well-maintained 2-bedroom, 2-bathroom condominium offers 1,065 square feet of comfortable living space with one standout feature that sets it apart: main-level access. In a building with no elevator, this ground-floor location means you'll never

  Barbara Bohan Long & Foster Real Estate, Inc.

  2001 Warners Terrace N Unit 102, Annapolis, MD 21401
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  /43

  $699,900

  • Studio
  • 2,928 Sq Ft

  3 Elliott Rd, Annapolis, MD 21403

  3 Elliott Road offers a fantastic opportunity to own a well-maintained two-unit duplex with completely separate living spaces and entrances on opposite sides of the property—ideal for investors or owner-occupants seeking rental income. Unit 1 (Vacant) is a spacious 2-bedroom, 1-bath residence featuring high ceilings, hardwood floors, and abundant natural light. The unit includes an updated

  Benjamin Mueller Innovative Properties, Inc.

  3 Elliott Rd, Annapolis, MD 21403
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  /47

  $1,950,000

  • 6 Beds
  • 4 Baths
  • 3,415 Sq Ft

  192 Duke of Gloucester St, Annapolis, MD 21401

  Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street

  Hanh Pham Samson Properties

  192 Duke of Gloucester St, Annapolis, MD 21401

Showing Results 41 - 63, Page 2 of 2