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Luxury Homes for Sale in Annapolis, MD

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  • 287 State St Unit 3, Annapolis, MD 21403
    287 State St Unit 3, Annapolis, MD 21403
    287 State St Unit 3, Annapolis, MD 21403
    /43

    $7,950,000

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

    287 State St Unit 3, Annapolis, MD 21403

    Enjoy Luxury Living on Spa Creek. This is the perfect property for those who seek a serene backdrop to an extraordinary life. With exclusivity and serenity, the Penthouse with 2 guest suites at South Annapolis Yacht Centre Residences combines premier waterfront living with spectacular design that is both timeless and modern. Enjoy breathtaking views of Spa Creek, the Annapolis Harbor and the

    Brad Kappel TTR Sotheby's International Realty

    287 State St Unit 3, Annapolis, MD 21403
  • 1632 Winchester Rd, Annapolis, MD 21409
    1632 Winchester Rd, Annapolis, MD 21409
    1632 Winchester Rd, Annapolis, MD 21409
    /30

    $4,950,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    1632 Winchester Rd, Annapolis, MD 21409

    Don't miss this incredible opportunity to build your dream luxury estate home on this amazing private 3.3 acre homesite with amazing waterviews and privacy. Tucked away back off of your 1/4 mile private driveway which sets the tone as you approach your very own oasis. Come witness our vision and be a part of creating a generational estate that Annapolis rarely sees. The main level boasts

    Colleen Smith EXP Realty, LLC

    1632 Winchester Rd, Annapolis, MD 21409
  • 411 Ridgely Ave, Annapolis, MD 21401
    411 Ridgely Ave, Annapolis, MD 21401
    411 Ridgely Ave, Annapolis, MD 21401
    /49

    $3,950,000

    • 4 Beds
    • 4.5 Baths
    • 5,950 Sq Ft

    411 Ridgely Ave, Annapolis, MD 21401

    Coveted West Annapolis Waterfront property with deep water floating dock! Recently updated with fresh paint, refinished floors and new carpeting throughout. Experience elegance and grace in this stunning 4 story home that is sure to captivate. The contemporary architecture and voluminous spaces mixed with traditional finishes and floor plan creates a wonderful combination. Expertly designed and

    Brad Kappel TTR Sotheby's International Realty

    411 Ridgely Ave, Annapolis, MD 21401
  • 90 E Lake Dr, Annapolis, MD 21403
    90 E Lake Dr, Annapolis, MD 21403
    90 E Lake Dr, Annapolis, MD 21403
    /67

    $3,795,000

    • 5 Beds
    • 5.5 Baths
    • 4,204 Sq Ft

    90 E Lake Dr, Annapolis, MD 21403

    Come explore the shores of Bay Ridge. As Annapolis's premiere waterfront community, Bay Ridge boasts an Olympic-sized swimming pool, a marina with 120 slips, and a private clubhouse. Serving as home to the Chesapeake Bay Foundation, this community stewards and embodies all of the finer aspects of living on the Chesapeake. With miles of shoreline, private beaches, and breathtaking views, Bay Ridge

    Colleen Smith EXP Realty, LLC

    90 E Lake Dr, Annapolis, MD 21403
  • 39 Southgate Ave, Annapolis, MD 21401
    39 Southgate Ave, Annapolis, MD 21401
    39 Southgate Ave, Annapolis, MD 21401
    /92

    $3,750,000

    • 5 Beds
    • 3.5 Baths
    • 6,789 Sq Ft

    39 Southgate Ave, Annapolis, MD 21401

    This Murray Hill masterpiece is a 5-bedroom, 4 bathroom home that was originally built in 1913 and underwent a complete custom renovation a few years ago. Situated on a double lot on one of the most desirable streets in Annapolis. It blends formal sophistication with modern luxuries including an elevator! Offering rare private driveway, a two-car garage with separate storage room. Featuring over

    Glenn Sutton TTR Sotheby's International Realty

    39 Southgate Ave, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401
    /54

    $3,600,000

    • 4 Beds
    • 3 Baths
    • 3,422 Sq Ft

    1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401

    A rare opportunity at the Annapolis Town Center — two units combined into one stunning residence. This 4-bedroom, 3-bath luxury condo features expansive living spaces, two private balconies, and high-end custom finishes throughout. Enjoy the convenience of four garage parking spaces and two storage units, along with all the premier amenities of GrandView Condominiums. This one-of-a-kind residence

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401
  • 513 Horn Point Dr, Annapolis, MD 21403
    513 Horn Point Dr, Annapolis, MD 21403
    513 Horn Point Dr, Annapolis, MD 21403
    /79

    $3,500,000

    • 4 Beds
    • 3 Baths
    • 3,186 Sq Ft

    513 Horn Point Dr, Annapolis, MD 21403

    Exceptional Waterfront and Beachfront living on Horn Point in coveted Eastport. Launch your kayak or SUP after morning coffee, and watch the sailboat races from your deck, yard, and beach later that day. This elegant charmer is the Perfect place to watch the Blue Angels without leaving home! The home was completely re-built in 2009 (all that remains is the original garage floor) and has been

    Martha Janney Coldwell Banker Realty

    513 Horn Point Dr, Annapolis, MD 21403
  • 812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    /63

    $3,499,999

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

    812 Coachway, Annapolis, MD 21401

    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 leads to the office with custom

    Keisha McClain Hubble Bisbee Christie's International Real Estate

    812 Coachway, Annapolis, MD 21401
  • 9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    /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

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /17

    $3,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,750 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront

    Colleen Smith EXP Realty, LLC

    48 E Lake Dr, Annapolis, MD 21403
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /106

    $3,250,000

    • 5 Beds
    • 4.5 Baths
    • 5,260 Sq Ft

    1486 Downham Market, Annapolis, MD 21401

    1486 Downham Market is the ultimate Annapolis deep-water estate—designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek—one of the safest hurricane holes on the Severn River—this home pairs architectural brilliance with one of the region’s most coveted waterfront settings. A commanding 180’ pier with three boat slips, 50-amp

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 1979 Baltimore Annapolis Blvd, Annapolis, MD 21409
    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409
    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409
    /75

    $3,200,000

    • 5 Beds
    • 2 Baths
    • 5,522 Sq Ft

    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

    Welcome to 1979 Baltimore Annapolis Blvd — where original charm meets opportunity. Set along one of the Severn River’s most desirable stretches with unobstructed views of the U.S. Naval Academy, this distinctive residence offers 5,522 finished square feet across three levels—seamlessly blending timeless character with a 2015 expansion and thoughtful modern updates. Enjoy a front-row seat to the

    Agent Photo

    Angelica Dennis

    Keller Williams Capital Properties

    (443) 781-6808

    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409
  • 856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    /129

    $3,100,000

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

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Sunday, Dec 21st, 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
  • 703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    /35

    $2,950,000

    • 5 Beds
    • 4.5 Baths
    • 4,116 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    A brand-new home for the brand-new you. You’ve worked hard to get here—now you deserve a home that reflects it. With Whitehall Building & Company, your dream home becomes reality through a flexible design/build process, a guaranteed delivery date, and a fixed-price contract. This exceptional to-be-built waterfront residence in coveted Parkwood offers the perfect blend of Eastport living with the

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • 139 Spa Dr, Annapolis, MD 21403
    139 Spa Dr, Annapolis, MD 21403
    139 Spa Dr, Annapolis, MD 21403
    /49

    $2,850,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,628 Sq Ft

    139 Spa Dr, Annapolis, MD 21403

    Welcome to 139 Spa Drive – A Stunning Waterfront Craftsman Home on Spa Creek!Update to public records - Use and Occupancy issued in 2025. Experience the best of coastal-inspired living at this beautifully designed, single-family home located directly on Spa Creek. This exquisite residence offers three fully finished levels, each with expansive walls of windows that flood the home with natural

    Agent Photo

    Julie Procopio

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 329-5557

    139 Spa Dr, Annapolis, MD 21403
  • 778 Bon Haven Dr, Annapolis, MD 21401
    778 Bon Haven Dr, Annapolis, MD 21401
    778 Bon Haven Dr, Annapolis, MD 21401
    /95

    $2,800,000

    • 6 Beds
    • 4 Baths
    • 5,094 Sq Ft

    778 Bon Haven Dr, Annapolis, MD 21401

    Exquisite South River Waterfront Estate Experience waterfront living at its finest in this rare South River estate situated at the end of a quiet cul-de-sac. Elevated above the water on a private 1.07-acre lot with 132 feet of premier frontage, this stunningly remodeled 4,900+ sq. ft. rancher offers timeless elegance, modern sophistication, and panoramic river views from nearly every room. The

    Steven Knopf Engel & Völkers Annapolis

    778 Bon Haven Dr, Annapolis, MD 21401
  • 1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    /50

    $2,675,000

    • 4 Beds
    • 5.5 Baths
    • 6,428 Sq Ft

    1241 Cherry Tree Ln, Annapolis, MD 21403

    Exquisite Savannah Style custom-built home in sought after, amenities-rich, Fishing Creek Farm community in Annapolis. This non-riparian waterfront home is nestled between 2 bodies of water providing endless water views from almost every room of the house. Wake up early to watch the wildlife and the sunrise over Cherry Tree Cove from the rear screened porch or enjoy peaceful water views and

    Brad Kappel TTR Sotheby's International Realty

    1241 Cherry Tree Ln, Annapolis, MD 21403
  • 2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    /44

    $2,595,000

    • 4 Beds
    • 4.5 Baths
    • 2,513 Sq Ft

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403

    Indulge in resort-like living at Chesapeake Harbour, a gated community filled with amenities and stunning water views of the Chesapeake Bay. This modern and spacious 4 bedroom, 4.5 bathroom townhome spans 4 levels and just over 2,500 square feet, featuring high-end design and curated finishes. The open floor plan makes entertaining seamless and focuses the attention on the stunning panoramic

    Brad Kappel TTR Sotheby's International Realty

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
  • 45 E Lake Dr, Annapolis, MD 21403
    45 E Lake Dr, Annapolis, MD 21403
    45 E Lake Dr, Annapolis, MD 21403
    /24

    $2,375,000

    • 4 Beds
    • 3.5 Baths
    • 3,524 Sq Ft

    45 E Lake Dr, Annapolis, MD 21403

    Don’t miss the rare chance to create your waterfront dream lifestyle in the highly sought-after Bay Ridge community. This premium lot offers sweeping views of the Chesapeake Bay from the rear and serene lake views from the front—an unparalleled setting for your custom-designed home. This stunning 4-bedroom, 3.5-bathroom residence has been thoughtfully designed to maximize the views, featuring

    Colleen Smith EXP Realty, LLC

    45 E Lake Dr, Annapolis, MD 21403
  • 41 Cornhill St, Annapolis, MD 21401
    41 Cornhill St, Annapolis, MD 21401
    41 Cornhill St, Annapolis, MD 21401
    /37

    $2,100,000

    • 4 Beds
    • 2.5 Baths
    • 4,404 Sq Ft

    41 Cornhill St, Annapolis, MD 21401

    Price Reduction! Seller says to bring all offers! Built by Captain Beriah Maybury in 1772 and known as the Kings' Arms Tavern, this Historically designated property is a MUST SEE! This Five-Bay wide brick Single Family Home sits on top of a high scored stone foundation. 9.5 foot ceilings illuminated by nearly floor to ceiling windows showcase a lovely Library with built-In Bookcases and a wood

    Lorain Shore Expert Realty, LLC.

    41 Cornhill St, Annapolis, MD 21401
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /28

    $1,999,900

    • Land
    • 0.22 Acre
    • $9,090,455 per Acre

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. See potential plans in the pictures and meet the builder to discuss your dream home or bring your own builder. Don't miss your chance to own the last remaining waterfront lot in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to design and build your dream home on a premium lot

    Colleen Smith EXP Realty, LLC

    48 E Lake Dr, Annapolis, MD 21403
  • 1016 E College Pkwy, Annapolis, MD 21409
    1016 E College Pkwy, Annapolis, MD 21409
    /2

    $1,995,000

    • Land
    • 23.33 Acres
    • $85,512 per Acre

    1016 E College Pkwy, Annapolis, MD 21409

    23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support multiple residential lots. The concept drawing attached.

    Alex Tower Sears TTR Sotheby's International Realty

    1016 E College Pkwy, Annapolis, MD 21409
  • 2 Southgate Ave Unit 10, Annapolis, MD 21401
    2 Southgate Ave Unit 10, Annapolis, MD 21401
    2 Southgate Ave Unit 10, Annapolis, MD 21401
    /41

    $1,975,000

    • 3 Beds
    • 2.5 Baths
    • 3,884 Sq Ft

    2 Southgate Ave Unit 10, Annapolis, MD 21401

    Elegant charm meets modern convenience in this one-of-a-kind residence located in the heart of Murray Hill. Offering the very best of the downtown lifestyle, this remarkable property boasts a chef’s kitchen with custom cabinetry, granite counters, and high-end appliances and soaring ceilings. The stunning Living room with gas fireplace and light filled dining area flows seamlessly to the

    Brad Kappel TTR Sotheby's International Realty

    2 Southgate Ave Unit 10, Annapolis, MD 21401
  • 215 Chester Ave, Annapolis, MD 21403
    215 Chester Ave, Annapolis, MD 21403
    215 Chester Ave, Annapolis, MD 21403
    /55

    $1,799,000

    • 4 Beds
    • 3.5 Baths
    • 3,421 Sq Ft

    215 Chester Ave, Annapolis, MD 21403

    EXCITING PRICE IMPROVEMENT! SELLER HAS REDUCED THE PRICE-DON'T MISS THIS GREAT OPPORTUNITY. Embrace the Eastport lifestyle in this charming craftsman just steps from the water and downtown Annapolis. This beautifully maintained home offers 4 bedrooms, 3.5 baths, an elevator, and sitting areas on each level. The reverse floor plan features a gourmet kitchen, dining area, and living room with

    Janet Craig Coldwell Banker Realty

    215 Chester Ave, Annapolis, MD 21403
  • 3137 Catrina Ln, Annapolis, MD 21403
    3137 Catrina Ln, Annapolis, MD 21403
    3137 Catrina Ln, Annapolis, MD 21403
    /48

    $1,750,000

    • 3 Beds
    • 2 Baths
    • 2,970 Sq Ft

    3137 Catrina Ln, Annapolis, MD 21403

    This fantastic property with over 100 feet of waterfrontage is ideally located on a protected cove minutes from the Severn River and the Chesapeake Bay. The .69 acre property boasts lovely views from Lake Ogleton to the Bay Bridge from its perfect perch on a gentle sloping hill. The shoreline is bulkheaded and there is a private pier with good water depth and lots of great dockage for all your

    Alex Tower Sears TTR Sotheby's International Realty

    3137 Catrina Ln, Annapolis, MD 21403
  • 3 Chester Ave, Annapolis, MD 21403
    3 Chester Ave, Annapolis, MD 21403
    3 Chester Ave, Annapolis, MD 21403
    /51

    $1,730,000

    • 3 Beds
    • 3 Baths
    • 2,815 Sq Ft

    3 Chester Ave, Annapolis, MD 21403

    Step into the heart of Eastport, where charm and convenience meet in this beautifully renovated Cape Cod. Just a short stroll from the water’s edge and downtown Annapolis, this home embodies the Eastport lifestyle — vibrant, nautical, and effortlessly welcoming. From the moment you enter, natural light pours through every window, illuminating three levels of thoughtfully designed living space.

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    3 Chester Ave, Annapolis, MD 21403
  • 1836 Burley Ln, Annapolis, MD 21409
    1836 Burley Ln, Annapolis, MD 21409
    1836 Burley Ln, Annapolis, MD 21409
    /70

    $1,695,000

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft

    1836 Burley Ln, Annapolis, MD 21409

    Discover a rare deep-water retreat on peaceful Burley Creek, an inviting waterfront home where contemporary architecture, warm natural textures, and the serenity of nature come together in a way that instantly feels like a getaway. With soaring vaulted ceilings, natural wood accents, dramatic stacked-stone fireplaces, and sunlight spilling in from every angle, the home offers a cozy, ski-chalet

    Jackie Reinauer Long & Foster Real Estate, Inc.

    1836 Burley Ln, Annapolis, MD 21409
  • 51 Franklin St, Annapolis, MD 21401
    51 Franklin St, Annapolis, MD 21401
    51 Franklin St, Annapolis, MD 21401
    /99

    $1,695,000

    • 2 Beds
    • 2.5 Baths
    • 2,269 Sq Ft

    51 Franklin St, Annapolis, MD 21401

    An exclusive and rare opportunity could be yours! Welcome to 51 Franklin, consisting of 9 high-end boutique units, developed by John Pilli & constructed by Gate One custom builders in 2020. Located at the intersection of Murray Hill and the city's Historic District, this exquisite condo provides high-end finishes including Legno-Bastone wide-plank hardwood flooring, Caesarstone waterfall

    Yael Beckman Coldwell Banker Realty

    51 Franklin St, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401
    /47

    $1,695,000

    • 3 Beds
    • 3.5 Baths
    • 3,520 Sq Ft

    1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401

    FABULOUS PENTHOUSE. Embrace a lifestyle of unparalleled luxury and breathtaking views with this rare opportunity to own an exquisite penthouse at the GrandView in Annapolis Town Center. Perched atop the prestigious 12th floor, this sprawling residence stands as one of the most coveted penthouses, offering panoramic views that stretch for miles, complemented by two expansive balconies that provide

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401
  • 3300 Shore Dr, Annapolis, MD 21403
    3300 Shore Dr, Annapolis, MD 21403
    3300 Shore Dr, Annapolis, MD 21403
    /51

    $1,650,000

    • 4 Beds
    • 4 Baths
    • 2,798 Sq Ft

    3300 Shore Dr, Annapolis, MD 21403

    Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering unique views of the Chesapeake Bay and Oyster Creek from nearly every room. Step inside to discover the open design, highlighting a gourmet kitchen designed for both beauty and function, featuring granite countertops, stainless

    John Collins Long & Foster Real Estate, Inc.

    3300 Shore Dr, Annapolis, MD 21403
  • 48 Murray Ave, Annapolis, MD 21401
    48 Murray Ave, Annapolis, MD 21401
    48 Murray Ave, Annapolis, MD 21401
    /39

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 2,580 Sq Ft

    48 Murray Ave, Annapolis, MD 21401

    Thoughtfully updated home, preserving the character and charm of Murray Hill while offering the comfort, efficiency, and style of new construction. | 4 Bed | 3.5 Bath | 2,580 Sf | 3,340 Sf Lot | Large Backyard | 1 Parking Space | Home: Full Gut Renovation, Open Main Living Layout, Custom Tiled Wood Burning Fireplace w/ Mantle, Large Jeld-Wen Windows w/ Lots of Natural Light Throughout, Recessed

    Agent Photo

    Andrew Riguzzi

    Compass

    (443) 292-9455

    48 Murray Ave, Annapolis, MD 21401
  • 1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    /6

    $1,575,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,437 Sq Ft

    1907 Mackiebeth Ct, Annapolis, MD 21401

    PHOTOS TO BE UPDATED THROUGHOUT BUILDING PROCESS!! This is a rare opportunity to own a newly built, beautifully designed home on a large lot in an established neighborhood-with nature at your doorstep and everything Annapolis has to offer just minutes away. This home is set to be completed by year end, 2025. With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms and

    Marilyn Hendley EXP Realty, LLC

    1907 Mackiebeth Ct, Annapolis, MD 21401
  • 285 West St Unit 15, Annapolis, MD 21401
    285 West St Unit 15, Annapolis, MD 21401
    285 West St Unit 15, Annapolis, MD 21401
    /34

    $1,499,999

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

    285 West St Unit 15, Annapolis, MD 21401

    Enjoy urban living at 285 West Street #15! This stunning property offers a stylish way to embrace the best of downtown Annapolis in a modern townhome with an elevator and rooftop deck. Step outside and enjoy the city’s energy—shops, restaurants, the waterfront, and cultural attractions are all just a short stroll away—while still savoring the comfort of a private, lock-and-leave retreat. Built by

    Brad Kappel TTR Sotheby's International Realty

    285 West St Unit 15, Annapolis, MD 21401
  • 120 Chesapeake Ave, Annapolis, MD 21403
    120 Chesapeake Ave, Annapolis, MD 21403
    120 Chesapeake Ave, Annapolis, MD 21403
    /42

    $1,449,000

    • 2 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    120 Chesapeake Ave, Annapolis, MD 21403

    Incredible Opportunity in the Heart of Eastport! Beautifully remodeled Victorian located on the Eastport Peninsula. Features include a welcoming front porch, wood floors, and a chef’s kitchen with Viking appliances, a 6-burner stove, and vented hood. Windows and roof were replaced in 2025; roof includes new gutter guards. Energy-efficient appliances, including a gas on-demand water heater, have

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    120 Chesapeake Ave, Annapolis, MD 21403
  • 133 Lake View Dr, Annapolis, MD 21403
    133 Lake View Dr, Annapolis, MD 21403
    133 Lake View Dr, Annapolis, MD 21403
    /36

    $1,400,000

    • 5 Beds
    • 5 Baths
    • 4,308 Sq Ft

    133 Lake View Dr, Annapolis, MD 21403

    Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including

    Brad Kappel TTR Sotheby's International Realty

    133 Lake View Dr, Annapolis, MD 21403
  • 1207 Mcguckian St, Annapolis, MD 21401
    1207 Mcguckian St, Annapolis, MD 21401
    1207 Mcguckian St, Annapolis, MD 21401
    /21

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,150 Sq Ft

    1207 Mcguckian St, Annapolis, MD 21401

    Don’t miss this stunning new construction in the highly desirable Homewood neighborhood of Annapolis. Perfectly situated within walking distance to downtown, this thoughtfully designed luxury residence offers the ideal blend of sophistication, comfort, and convenience. Step inside to soaring 9-foot ceilings on every level and a light-filled open floor plan. The gourmet kitchen is a chef’s dream,

    Colleen Smith EXP Realty, LLC

    1207 Mcguckian St, Annapolis, MD 21401
  • 165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    /61

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • 208 Sellew Rd, Annapolis, MD 21401
    208 Sellew Rd, Annapolis, MD 21401
    208 Sellew Rd, Annapolis, MD 21401
    /23

    $1,375,000

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

    208 Sellew Rd, Annapolis, MD 21401

    OPEN HOUSE LOCATION on 11/23 is 9 Rusty Red Dr. in Annapolis. At our show home. Or make an appointment to visit our show home! This listing is for an End Unit at the standard price, however, Sturbridge Homes is offering a generous pre-construction incentive package for early buyers, including: $40,000 in closing cost credit, $30,000 in options and upgrades, including a hot tub installed on the

    Alison Wisnom Coldwell Banker Realty

    208 Sellew Rd, Annapolis, MD 21401
  • 112 Melvin Ave, Annapolis, MD 21401
    112 Melvin Ave, Annapolis, MD 21401
    112 Melvin Ave, Annapolis, MD 21401
    /37

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 3,462 Sq Ft

    112 Melvin Ave, Annapolis, MD 21401

    This is a stunning home in one of Annapolis’s hottest in-town neighborhoods --- offering generous living spaces, an entertainer's kitchen, and the perfect layout to suit many lifestyles. Eateries, coffee shops, boutiques, breweries, schools, churches, a grocery store, pharmacy, veterinarian, and more are just minutes from the front door—creating an effortless, walkable way of living. Easy commute

    Carrie Mock Engel & Völkers Annapolis

    112 Melvin Ave, Annapolis, MD 21401
  • 2203 Mulberry Hill Rd, Annapolis, MD 21409
    2203 Mulberry Hill Rd, Annapolis, MD 21409
    2203 Mulberry Hill Rd, Annapolis, MD 21409
    /19

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,994 Sq Ft

    2203 Mulberry Hill Rd, Annapolis, MD 21409

    Bring your personal touch to this waterfront get away and enjoy the waterfront lifestyle! Waterfront Suisse Chalet on Mill Creek – Annapolis, MD Experience the perfect blend of charm, comfort, and waterfront living in this spacious 3-bedroom, 2.5-bath Suisse Chalet nestled on scenic Mill Creek, just off the Chesapeake Bay and Severn River. Located on Mulberry Hill Road in Annapolis, this

    Tommy Eicher Coldwell Banker Realty

    2203 Mulberry Hill Rd, Annapolis, MD 21409

Showing Results 1 - 40, Page 1 of 5

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in Annapolis, MD

Frequently Asked Questions

What is the average home price in Annapolis, MD?
Homes for sale in Annapolis, MD have an average home price of $862,515.
How many homes have sold over the last 12 months in Annapolis, MD?
1,295 homes have sold in Annapolis, MD over the last 12 months.
Is Annapolis, MD a safe city?
In general, the safest neighborhoods in Annapolis, MD with lower crime scores are Parole, Victor Haven, Eastport, Tyler Heights-Primrose Acres and West Annapolis-Wardour.
What are the most popular zip codes in Annapolis, MD?
The most popular zip codes in Annapolis, MD include 21401, 21403, 21037, 21409 and 21012.
What are the most popular neighborhoods in Annapolis, MD?
The most popular neighborhoods in Annapolis, MD with the most homes for sale are Parole, Victor Haven, Eastport, Downtown Annapolis and Forest Villa.
How much do you need to make to afford a house in Annapolis?
The median home price in Annapolis is $625,000. If you put a 20% down payment of $125,000 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $3,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $132K a year to afford the median home price in Annapolis. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Annapolis, MD?
Annapolis, MD has highly rated public and private schools. Some of the best schools in Annapolis based on Niche Grades are Key School, St Martins Lutheran Church School and Saint Andrew's Day School. The neighborhoods in Annapolis with the highest rated schools are Parole, Victor Haven and Eastport. Browse all the schools in Annapolis, MD to learn more.

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 34 days on the market compared to the national average of 53 days. The median sale price for homes in Annapolis, MD over the last 12 months is $619,999, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$619,999
Median Single Family Sale Price
$799,995
Median Townhouse Sale Price
$447,500
Median 2 Bedroom Sale Price
$410,000
Median 1 Bedroom Sale Price
$429,750
Average Price Per Sq Ft
$350
Number of Homes for Sale
165
Last 12 months Home Sales
1,295
Months of Supply
1.50
Median List Price
$625,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%

Popular Home Searches in Annapolis, MD

In Annapolis, waterfront living and historic charm are top priorities, especially near Eastport and the historic district.

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