Colonial Homes for Sale in Annapolis, MD

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  /17

  $1,150,000

  Open Sun 12PM - 3PM Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 1,999 Sq Ft

  9 College Ave, Annapolis, MD 21401

  Coming soon! Construction completion, date end of May. A rare offering on prestigious College Avenue, this exquisitely reimagined end-of-row residence places you just steps from Gate 3 of the U.S. Naval Academy, the Navy Chapel, St. John’s College, and the finest dining, boutiques, and waterfront experiences in downtown Annapolis. Enjoy the timeless charm of church bells from your private balcony

  Katie Neighoff RE/MAX United Real Estate

  9 College Ave, Annapolis, MD 21401
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  /32

  $915,000

  • 3 Beds
  • 3.5 Baths
  • 4,295 Sq Ft

  1604 Trawler Ln, Annapolis, MD 21409

  Tucked away on a private cul-de-sac in one of Annapolis's most coveted enclaves, this exceptional residence offers the refined living the Chesapeake Bay region is celebrated for. From the moment you arrive, beautifully manicured landscaping and an elegant facade set the tone for what awaits inside. Hardwood floors flow throughout the main level, anchoring an open floor plan where formal and

  Brad Kappel TTR Sotheby's International Realty

  1604 Trawler Ln, Annapolis, MD 21409
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  /26

  $1,599,000

  • 3 Beds
  • 2.5 Baths
  • 2,033 Sq Ft

  158 Prince George St, Annapolis, MD 21401

  RARE OPPORTUNITY TO OWN A REMARKABLE PIECE OF ANNAPOLIS HISTORY! The Patrick Creagh House c. 1740 (also known as 160 Prince George Street) is an architecturally significant residence with a gambrel roof structure and features header and English bond brick walls. This property has been thoughtfully adapted for modern living while preserving its timeless character and craftsmanship. Ideally located

  Marion Brenner Long & Foster Real Estate, Inc.

  158 Prince George St, Annapolis, MD 21401
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  /62

  $865,000

  Open Sat 12PM - 2PM

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

  1126 Mainsail Dr, Annapolis, MD 21403

  New in the Market! Extensively renovated from 2022–2024, this move-in-ready, modern Colonial is a standout offering in Anchorage, an Annapolis premier water-privileged community. Set on a private, wooded half-acre lot, this 4-bedroom, 2.5-bath residence combines approximately 2,000 square feet of refined living space with a full basement. The home’s interior showcases high-end craftsmanship,

  Ani Gonzalez-Brunet Coldwell Banker Realty

  1126 Mainsail Dr, Annapolis, MD 21403
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  /18

  $395,000

  $90K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,880 Sq Ft

  108 Conley Dr, Annapolis, MD 21403

  Owner is offering $ 5,000.00 for helping buyer with closings costs!!Great location! Sweet, cozy, and lovely semi-detached home. 3 bedroom, 1 1/2 baths and semi finished basement. The house is ready for your personal touch! NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 /97 HWY. GREAT OPPORTUNITY! Bring your best offer.

  Edilene Barros Keller Williams Select Realtors of Annapolis

  108 Conley Dr, Annapolis, MD 21403
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  /44

  $489,000

  • 2 Beds
  • 1 Bath
  • 1,190 Sq Ft

  1005 Hyde Park Dr, Annapolis, MD 21403

  Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been

  Michael Simi Douglas Realty LLC

  1005 Hyde Park Dr, Annapolis, MD 21403
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  /75

  $949,900

  $40K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,170 Sq Ft

  909 White Marlin Way, Annapolis, MD 21409

  Welcome to 909 White Marlin Way, an elegant brick-front Colonial ideally positioned on a quiet cul-de-sac in the highly sought-after Chesapeake Preserve community on the Broadneck Peninsula. Built in 1999 and set on a beautifully sized .49-acre lot within the desirable Broadneck School District, this meticulously maintained home offers over 4,200 square feet of finished living space, thoughtfully

  Elizabeth DuLaney EXP Realty, LLC

  909 White Marlin Way, Annapolis, MD 21409
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  /3

  $865,075

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,028 Sq Ft

  527 Post Oak Rd, Annapolis, MD 21401

  New listing in the sought-after, water-privileged community of Windfern Forest on Southaven Peninsula! Enjoy private access to fishing, boating, and kayaking on Broad Creek, just off the South River. This stately, brick-front Colonial is set on a beautifully wooded .59-acre lot backing to trees, offering both privacy and charm. Inside, you’ll find 4 bedrooms, 2.5 baths, gleaming hardwoods on the

  Kimberly O'Connor Coldwell Banker Realty

  527 Post Oak Rd, Annapolis, MD 21401
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  /25

  $274,900

  $19K PRICE DROP

  • 2 Beds
  • 2 Baths

  5 Silverwood Cir Unit 1, Annapolis, MD 21403

  NEW HVAC November 2024*** NEW LIGHTING 2024***NEW ELECTRICAL PANEL 2026 ***New shower glass door in master bathroom Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath WITH DEN condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and storage! Free storage in another building ! Master

  Bev Langley Coldwell Banker Realty

  5 Silverwood Cir Unit 1, Annapolis, MD 21403
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  /75

  $3,449,999

  • 6 Beds
  • 7 Baths
  • 7,766 Sq Ft

  812 Coachway, Annapolis, MD 21401

  Repriced to Sell as of 1.26.26 !! Wake up to Severn River views, not dock maintenance! 812 Coachway is an all-brick waterfront estate in The Downs on the Severn, offering 6 bedrooms, 7 baths, and over 7,500 square feet of refined indoor-outdoor living. Thoughtfully updated to merge timeless architecture with modern luxury, nearly every room frames stunning Severn River views. A two-story foyer

  Keisha McClain Hubble Bisbee Christie's International Real Estate

  812 Coachway, Annapolis, MD 21401
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  /50

  $419,990

  • 4 Beds
  • 3.5 Baths
  • 1,780 Sq Ft

  126 Brightwater Dr, Annapolis, MD 21401

  .Extremely attractive 4 bedroom 3.5 bath townhouse. Located near major roads and amenities in Annapolis.The kitchen has all stainless steel appliances and quartz counter top. The entire house has been repainted and and also the deck . The deck can be accessed from the living room... The master bedroom has a private bathroom and is a good size... There is a powder room on the main level

  Imo Umoren Samson Properties

  126 Brightwater Dr, Annapolis, MD 21401
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  /34

  $565,000

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft

  1189 Highview Dr, Annapolis, MD 21409

  Charming cedar sided chalet style set in the wooded and beach access community of Cape St Claire.Enter into a dramatic cathedral ceiling living and dining space with skylights, looking through to a three season clerestory windowed addition where you will welcome family and friends. Sliders from the tall window surrounded sun room open onto a deck with room for feasts and relaxing. Memories

  Sherry Young RE/MAX Executive

  1189 Highview Dr, Annapolis, MD 21409
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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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  /92

  $3,849,000

  • 6 Beds
  • 5.5 Baths
  • 4,474 Sq Ft

  16 Maryland Ave, Annapolis, MD 21401

  “A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends

  Joanna Dalton Coldwell Banker Realty

  16 Maryland Ave, Annapolis, MD 21401
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  /49

  $889,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  7 German St, Annapolis, MD 21401

  The home has 3 bedrooms, 2 baths, and offers 1,397 finished sq. ft. above grade, plus 367 finished sq. ft. below grade, with an additional 440 sq. ft. of unfinished storage space. Located in the highly sought-after Murray Hill neighborhood in downtown Annapolis, this charming single-family home blends 1920s character with thoughtful modern updates and easy walkability to shops and restaurants.

  Alex Hodges Cottage Street Realty LLC

  7 German St, Annapolis, MD 21401
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  /40

  $299,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,229 Sq Ft

  40 Greystone Ct Unit L, Annapolis, MD 21403

  Welcome to this fully renovated penthouse condo in the highly desirable Annapolis Overlook community. This spacious 2-bedroom, 2-bath residence features soaring 10-foot ceilings in the main living area, creating an airy, open feel filled with natural light, along with a cozy wood-burning fireplace perfect for cooler evenings. The thoughtfully designed open-concept layout flows seamlessly from the

  Kara Shaffer Engel & Völkers Annapolis

  40 Greystone Ct Unit L, Annapolis, MD 21403
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  /2

  $539,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,524 Sq Ft

  1529 Ritchie Ln, Annapolis, MD 21401

  Nestled in the sought-after Southwoods community just off West Street, this beautifully updated single-family home offers the perfect blend of comfort, style, and convenience with easy access to everything Annapolis has to offer. Inside, luxury vinyl plank flooring flows throughout the inviting two-story floor plan featuring arched entryways, a cozy fireplace, and flexible living spaces designed

  Dee Dee Miller Paul Wesley Real Estate

  1529 Ritchie Ln, Annapolis, MD 21401
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  /10

  $849,000

  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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  /74

  $1,949,000

  Open Sat 11AM - 1PM $51K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,620 Sq Ft

  3712 Gateshead Dr, Annapolis, MD 21403

  Price reduced!!! Nestled along the banks of Watergate Harbor with direct access to the South River, in the prestigious Watergate neighborhood of Annapolis, 3712 Gateshead Drive offers the ultimate waterfront lifestyle with waterviews from every room in the home. When you enter the home you are greeted with the marble flooring in the foyer which transitions beautifully to the gleaming hardwood

  Melissa Murray Compass

  3712 Gateshead Dr, Annapolis, MD 21403
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  /39

  $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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  /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
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  /37

  $295,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft

  40 Greystone Ct Unit G, Annapolis, MD 21403

  Turnkey Investment Opportunity – 2 Bed, 2 Bath Condo with Tenant in Place + Rental Upside.Excellent opportunity for investors seeking immediate rental income with future growth potential. This well-maintained 2-bedroom, 2-bathroom condo is currently leased at $2,200/month, providing steady cash flow from day one, with market rents estimated around $2,600/month—offering clear upside.The

  Ramtin Zadeh Long & Foster Real Estate, Inc.

  40 Greystone Ct Unit G, Annapolis, MD 21403

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