Colonial Homes for Sale in Annapolis, MD

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  $3,800,000

  • 5 Beds
  • 3 Baths
  • 2,775 Sq Ft

  1741 Holly Beach Farm Rd, Annapolis, MD 21409

  Rare Waterfront Opportunity! Escape to your waterfront farmhouse retreat. Nestled on 3.5 picturesque acres overlooking the tranquil waters of protected Moss Pond, this charming historic property offers big views of and direct access to the Chesapeake Bay. Originally part of a working thoroughbred racehorse farm, this home is surrounded by parkland and privacy while still close to the city.

  David Orso Berkshire Hathaway HomeServices PenFed Realty

  1741 Holly Beach Farm Rd, Annapolis, MD 21409
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  $599,000

  • 3 Beds
  • 1.5 Baths
  • 1,568 Sq Ft

  111 Clay St, Annapolis, MD 21401

  Major Price Adjustment!! Great opportunity in West Annapolis! Discover the charm of 111 Clay St, a delightful 1940s Colonial offering a fantastic chance to own near Annapolis Downtown District. This home features a huge front porch, Large windows that brings in tons of natural light, to an open floor plan. Newly updated a few short years ago, this home features modern functionality and original

  Thomas Johnson Smart Realty, LLC.

  111 Clay St, Annapolis, MD 21401
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  $3,475,000

  • 6 Beds
  • 5.5 Baths
  • 6,732 Sq Ft

  1576 Bay Head Rd, Annapolis, MD 21409

  Boating season is here! Incredible opportunity - Seller will hold a 10% second mortgage at 5.87% for five years if you are putting a minimum of 20% down! Welcome to 1576 Bay Head Road, an exceptional waterfront estate where luxury living meets the ultimate Chesapeake Bay lifestyle. Perfectly situated on a private one-acre lot along the calm, protected waters of the Little Magothy River, this

  Wendy Oliver Coldwell Banker Realty

  1576 Bay Head Rd, Annapolis, MD 21409
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  $3,100,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 6,412 Sq Ft

  856 St Edmonds Place, Annapolis, MD 21401

  **Open House Saturday 8/16, 11-1 pm** Welcome to 856 St Edmonds Place! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of this updated and well conceived home. Dramatic

  James Schaecher Keller Williams Flagship

  856 St Edmonds Place, Annapolis, MD 21401
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  $1,325,000

  • 6 Beds
  • 4.5 Baths
  • 6,196 Sq Ft

  1707 Ritchie Hwy, Annapolis, MD 21409

  Back on the Market!Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 6 Bedrooms, 4.5 Bathrooms, with > 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county). A stone's throw to downtown without the city taxes. Across from B&A bike

  Mary Saba Keller Williams Select Realtors of Annapolis

  1707 Ritchie Hwy, Annapolis, MD 21409
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  $899,000 Open House 8/30

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

  730 Crisfield Way, Annapolis, MD 21401

  Amanda Callahan Long & Foster Real Estate, Inc.

  730 Crisfield Way, Annapolis, MD 21401
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  $1,895,000 New Construction

  • 6 Beds
  • 5.5 Baths
  • 5,636 Sq Ft

  934 Chesterfield Rd, Annapolis, MD 21401

  The One That Outshines Them All—Near Downtown AnnapolisThis stunning newly built colonial home is a true showcase of thoughtful design and refined craftsmanship, beautifully situated on 1.34 acres with no association fees to limit your lifestyle. From the rich French white oak flooring and custom stair railings to the intricate glass doorknobs and solid wood doors, every detail has been

  Bryan D. Gamble Gamble Realty, Inc

  934 Chesterfield Rd, Annapolis, MD 21401
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  $849,000 New Construction

  • 0.5 Baths

  3268 Kitty Duvall Dr, Annapolis, MD 21403

  Rare Opportunity to Build Your Dream Home Near Historic Downtown Annapolis3268 Kitty Duvall Drive | Offered at $875,000 |Includes Lot, Site Work Budget & Customizable Chestnut Model by Timberlake HomesEmbrace the chance to create your dream home on a peaceful, build-ready .62-acre wooded lot just minutes from the charm and energy of downtown Annapolis. Nestled off a quiet, private

  Jill Lapides Cummings & Co. Realtors

  3268 Kitty Duvall Dr, Annapolis, MD 21403
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  $2,350,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,803 Sq Ft

  1634 P 269 Orchard Beach Rd, Annapolis, MD 21409

  **TEAR DOWN/NEW BUILD PACKAGE** The homesite sits on an elevated 3 acres offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Take advantage of water views without the cost of waterfront taxes! Three marinas are just minutes from your doorstep, making this an ideal location for boating enthusiasts. The proposed Luxury Wye Mills model features an

  Rachel Best RE/MAX Leading Edge

  1634 P 269 Orchard Beach Rd, Annapolis, MD 21409
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  $1,484,000 New Construction

  • 6 Beds
  • 4 Baths
  • 3,702 Sq Ft

  2644 Claibourne Rd, Annapolis, MD 21403

  AMAZING BRAND NEW WATER VIEW HOME - This stunning 6 bedroom, 4 full bathroom residence offers 3,702 sq ft of finished space with breathtaking views of Lake Heron and the Chesapeake Bay. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. The main level showcases 9-foot ceilings and LVP hardwood floors

  Brian Wood Long & Foster Real Estate, Inc.

  2644 Claibourne Rd, Annapolis, MD 21403
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  $869,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  164 Woodside Trail, Annapolis, MD 21401

  Professional pictures coming soon!!Located in the sought-after water-oriented community of Cape St. John, this stunning colonial offers exclusive access to a community boat ramp and sandy beach on the South River. Thoughtfully updated with top-of-the-line appliances and finishes, this home is designed for both everyday comfort and elegant entertaining.The gourmet kitchen is a true

  Mark Milligan RE/Max Experience

  164 Woodside Trail, Annapolis, MD 21401
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  $699,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  1192 Bay Highlands Dr, Annapolis, MD 21403

  Welcome to this generously spacious 4-bedroom, 2.5-bathroom home that blends comfort, charm, and functionality in every room. With its expansive layout and thoughtfully updated features, this home offers the perfect setting for both relaxing and entertaining.You’ll love the bright recessed lighting, plantation shutters, ceiling fans, and stunning crown molding throughout. The updated bamboo

  Shelley Baden Berkshire Hathaway HomeServices PenFed Realty

  1192 Bay Highlands Dr, Annapolis, MD 21403
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  $860,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 2,264 Sq Ft

  1100 Broadview Dr, Annapolis, MD 21409

  Stunning Waterview Home in Prime Water Privileged NeighborhoodDiscover this beautiful, spacious residence offering water views and luxurious living. This large 4-bedroom home features three and a half bathrooms, perfect for comfortable living and entertaining. Enjoy a gourmet kitchen equipped with a large island—ideal for family meals and gatherings. Eat-in kitchen and formal dining

  Amy Juras Long & Foster Real Estate, Inc.

  1100 Broadview Dr, Annapolis, MD 21409
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  $750,000 Coming Soon

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

  3449 Rockway Ave, Annapolis, MD 21403

  this is a total rebuild from the foundation up if you want a new home in Arundel on the Bay with water views this is it .photos coming soon

  Christopher Wroten RE/MAX United Real Estate

  3449 Rockway Ave, Annapolis, MD 21403
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  $800,000 Open House 9/06

  • 5 Beds
  • 4.5 Baths
  • 4,084 Sq Ft

  1583 Keswick Place, Annapolis, MD 21401

  Property is being offered at Public Auction by Witman Auctioneers, Inc. to settle an Estate. List Price of $800,000 is opening bid-Estate of Geoffrey J. Dive - ONLINE PUBLIC REAL ESTATE AUCTIONLOCATION: 1583 Keswick Place “The Downs”, Annapolis, MD 21401Severn Downs Community- Anne Arundel County(The Downs – Lot 187 Sc 12) Thursday, September 18, 2025 Real Estate 6:00 PM To View

  Zachary Shelley Streett Hopkins Real Estate, LLC

  1583 Keswick Place, Annapolis, MD 21401

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