57

Waterfront Homes for Sale in Annapolis, MD

Section Image Section Image
  • 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
  • 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
  • 3506 Rockway Ave, Annapolis, MD 21403
    3506 Rockway Ave, Annapolis, MD 21403
    3506 Rockway Ave, Annapolis, MD 21403
    /81

    $1,299,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,875 Sq Ft

    3506 Rockway Ave, Annapolis, MD 21403

    Amazing NEW CONSTRUCTION is now complete! Experience luxury living in this beautifully crafted new home, located in the amenity-rich waterfront community of Arundel on the Bay. Enjoy some partial water views and exceptional design throughout. This quality-built residence features wide-plank hardwood floors, gorgeous, detailed trim work throughout and a thoughtfully designed open-concept layout.

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (410) 934-3576

    3506 Rockway Ave, Annapolis, MD 21403
  • 2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    /41

    $949,900

    • 4 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    2942 Southaven Dr, Annapolis, MD 21401

    Just across the street from the water in Southaven, this Annapolis home offers the kind of space and flexibility that’s increasingly hard to find. Recently updated, the main level includes a renovated kitchen with quartz countertops, dual ovens, gas cooking, stainless steel appliances, and modern cabinetry. The main level also features a living room with built-in speakers, a dining room, an

    Erica Baker TTR Sotheby's International Realty

    2942 Southaven Dr, Annapolis, MD 21401
  • 1165 Green Holly Ct, Annapolis, MD 21409
    1165 Green Holly Ct, Annapolis, MD 21409
    1165 Green Holly Ct, Annapolis, MD 21409
    /47

    $535,000

    • 3 Beds
    • 2 Baths
    • 2,218 Sq Ft

    1165 Green Holly Ct, Annapolis, MD 21409

    Cape St. Claire Home sold with Extra Lot and Detached Garage Plans! Plans in Documents. This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is providing approved plans and permit for a detached garage, adding even more potential for extra living space or possible ADU. Upon entering the home, you’ll immediately feel at ease. The

    Darlene Winegardner RE/MAX Executive

    1165 Green Holly Ct, Annapolis, MD 21409
  • 3109 Ervin Ct, Annapolis, MD 21403
    3109 Ervin Ct, Annapolis, MD 21403
    3109 Ervin Ct, Annapolis, MD 21403
    /50

    $849,900

    • 3 Beds
    • 2.5 Baths
    • 1,801 Sq Ft

    3109 Ervin Ct, Annapolis, MD 21403

    MAJOR UPDATES JUST COMPLETED + SIGNIFICANT PRICE IMPROVEMENT!This waterfront home has been freshly painted throughout and features a brand-new roof, offering peace of mind and a fresh, move-in-ready feel. Now priced at $849,900 (previously $899,000), this is a rare opportunity to secure waterfront living in Kitty Creek at a compelling new value. Located just a short drive from Quiet Waters

    Brian Furr EXP Realty, LLC

    3109 Ervin Ct, Annapolis, MD 21403
  • 1814 Pleasant Plains Rd, Annapolis, MD 21409
    1814 Pleasant Plains Rd, Annapolis, MD 21409
    1814 Pleasant Plains Rd, Annapolis, MD 21409
    /82

    $1,300,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1814 Pleasant Plains Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 Pleasant Plains Rd, Annapolis, MD 21409
  • 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
  • 1167 Green Holly Dr, Annapolis, MD 21409
    1167 Green Holly Dr, Annapolis, MD 21409
    1167 Green Holly Dr, Annapolis, MD 21409
    /10

    $160,000

    • Land
    • 0.21 Acre
    • $761,905 per Acre

    1167 Green Holly Dr, Annapolis, MD 21409

    Welcome to the sought-after community of Cape St. Claire! This lot is being offered as an addition to a home for sale. Please contact the county for possible development.

    Darlene Winegardner RE/MAX Executive

    1167 Green Holly Dr, Annapolis, MD 21409
  • 2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    /82

    $625,000

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

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403

    Buyer's home contingency fell through. 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

    Lorna Kaim Compass

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
  • 2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    /34

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,489 Sq Ft

    2010 Quay Village Ct Unit 201, Annapolis, MD 21403

    Dreaming of a life by the water, with Bay views? Now’s your chance to make it a reality in the coveted, amenity-rich community of Chesapeake Harbour. This serene top-floor 2-bedroom, 2-bath retreat offers sweeping views of the sparkling bay and an easy, light-filled layout designed for comfort. The sunlit living room with its cozy wood-burning fireplace flows effortlessly into the dining area and

    Matthew Zielinski Cummings & Co. Realtors

    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
  • 2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    /70

    $712,000 Open House 1/10

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

    Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel

    William Brown Keller Williams Realty

    2106 Chesapeake Harbour Dr Unit 202, 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
  • 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
  • 1800 Severn Grove Rd, Annapolis, MD 21401
    1800 Severn Grove Rd, Annapolis, MD 21401
    1800 Severn Grove Rd, Annapolis, MD 21401
    /45

    $967,000

    • 3 Beds
    • 3 Baths
    • 2,281 Sq Ft

    1800 Severn Grove Rd, Annapolis, MD 21401

    Nestled in the serene Dellwood community, this contemporary gem offers an exclusive lifestyle defined by luxury and comfort. Perfect location leaves you minutes from downtown Annapolis, Luminus Health Hospital as well as all the charm Annapolis proper (Parole) has to offer. Step inside to discover an inviting open floor plan adorned with rich hardwood and ceramic tile flooring, seamlessly

    Amanda Callahan Long & Foster Real Estate, Inc.

    1800 Severn Grove Rd, Annapolis, MD 21401
  • 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
  • 192 Clay St, Annapolis, MD 21401
    192 Clay St, Annapolis, MD 21401
    192 Clay St, Annapolis, MD 21401
    /23

    $299,900

    • 2 Beds
    • 1.5 Baths
    • 1,244 Sq Ft

    192 Clay St, Annapolis, MD 21401

    You won't find a home like this for this price anywhere in Annapolis! There is a nice water view of College Creek! Recorded plat and deed indicate the lot goes to the shores of College Creek. Walk to downtown historic district, only 3 1/2 blocks to Calvert Street! Fully fenced back yard is much larger than other townhomes and is perfect for the gardener. The home was fully renovated in 2002: Open

    William Whitman Long & Foster Real Estate, Inc.

    192 Clay St, Annapolis, MD 21401
  • 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
  • 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
  • 767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    /50

    $1,170,000

    • 5 Beds
    • 4 Baths
    • 3,255 Sq Ft

    767 Bon Haven Dr, Annapolis, MD 21401

    Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive water access community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including

    Sean O'Connor Coldwell Banker Realty

    767 Bon Haven Dr, Annapolis, MD 21401
  • 16 Brice Rd, Annapolis, MD 21409
    16 Brice Rd, Annapolis, MD 21409
    16 Brice Rd, Annapolis, MD 21409
    /26

    $900,000

    • 3 Beds
    • 1.5 Baths
    • 1,936 Sq Ft

    16 Brice Rd, Annapolis, MD 21409

    This is an estate sale and being sold "As Is." A rancher that has been in this family for years, it does require updating--the value of this property is in the land and located in Pendennis Mount as many individuals would love to build a larger home in this community or rehab an existing home. This property is located in the well-desired subdivision of Pendennis Mount with properties selling for

    Barbara Whitaker Douglas Realty, LLC

    16 Brice Rd, Annapolis, MD 21409
  • 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
  • 150 E Bay View Dr, Annapolis, MD 21403
    150 E Bay View Dr, Annapolis, MD 21403
    150 E Bay View Dr, Annapolis, MD 21403
    /58

    $995,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,187 Sq Ft

    150 E Bay View Dr, Annapolis, MD 21403

    Set in the sought-after Hillsmere neighborhood of Annapolis, this 2,200-square-foot rancher offers a calm, coastal feel enhanced by a single serene water view and a long list of significant updates. The home features a brand new kitchen with fully custom cabinets and a Wolf Range, newly renovated bathrooms, a roof replaced in 2021 with a 10-year warranty as reported by the seller, new windows

    Max Burton Mr. Lister Realty

    150 E Bay View Dr, Annapolis, MD 21403
  • 251 Cape Saint John Rd, Annapolis, MD 21401
    251 Cape Saint John Rd, Annapolis, MD 21401
    251 Cape Saint John Rd, Annapolis, MD 21401
    /61

    $435,000

    • 2 Beds
    • 1 Bath
    • 1,002 Sq Ft

    251 Cape Saint John Rd, Annapolis, MD 21401

    Step into an unparalleled opportunity to own a piece of Cape St. John — all for under $500,000! This rare gem offers the perfect blend of coastal charm, modern upgrades, and an enviable location in one of the area’s most beloved waterfront communities. Welcome to your dream retreat! Just a short stroll from your door, you’ll find one of the community’s best private beaches, complete with a sandy

    Jason Donovan RE/MAX Leading Edge

    251 Cape Saint John Rd, 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
  • 2845 Carrollton Rd, Annapolis, MD 21403
    2845 Carrollton Rd, Annapolis, MD 21403
    2845 Carrollton Rd, Annapolis, MD 21403
    /47

    $564,500

    • 3 Beds
    • 2 Baths
    • 1,671 Sq Ft

    2845 Carrollton Rd, Annapolis, MD 21403

    This well maintained home offers a wonderful blend of classic design and modern open living. Both the living room and family room offer excellent natural light. The "heart" of the home is the kitchen with an oversized opening to the family room - you won't miss a conversation or a view of the lovely bricked wall and cozy gas fireplace.Practical, convenient, and offering amazing VALUE is the

    Melanie Graw Coldwell Banker Realty

    2845 Carrollton Rd, Annapolis, MD 21403
  • 406 Harbor Dr, Annapolis, MD 21403
    406 Harbor Dr, Annapolis, MD 21403
    406 Harbor Dr, Annapolis, MD 21403
    /10

    $795,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 4,000 Sq Ft

    406 Harbor Dr, Annapolis, MD 21403

    Welcome to 406 Harbor Drive, an exceptional residence in the heart of Hillsmere Shores, one of Annapolis’ most coveted water-privileged communities. Completely renovated and impeccably maintained, this home offers approximately 4,000 finished square feet of beautifully designed living space where scale, comfort, and craftsmanship come together seamlessly. Walls of windows flood the open layout

    Wendy Oliver Coldwell Banker Realty

    406 Harbor Dr, Annapolis, MD 21403
  • 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
  • 916 Sextant Way, Annapolis, MD 21401
    916 Sextant Way, Annapolis, MD 21401
    916 Sextant Way, Annapolis, MD 21401
    /34

    $559,995

    • 3 Beds
    • 3.5 Baths
    • 2,640 Sq Ft

    916 Sextant Way, Annapolis, MD 21401

    $20,000.00 Price Reduction! Move-In Ready!Well-taken-care-of 2-story end-unit colonial in Heritage Harbour. This 3-bedroom, 3.5-bath home has been recently updated with brand-new paint and carpet throughout. The kitchen is sporting a new sliding door, flooring, cabinets, range, and microwave! The home's entry level offers a main-level primary with ensuite, while the second floor hosts two

    Michael McVearry Berkshire Hathaway HomeServices PenFed Realty

    916 Sextant Way, Annapolis, MD 21401
  • 2900 Shipmaster Way Unit 216, Annapolis, MD 21401
    2900 Shipmaster Way Unit 216, Annapolis, MD 21401
    2900 Shipmaster Way Unit 216, Annapolis, MD 21401
    /53

    $347,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    2900 Shipmaster Way Unit 216, Annapolis, MD 21401

    Welcome to Waterfront living at its finest! This exclusive second floor unit is a rare gem, currently the only one of its kind available in the entire building. Indulge in the breathtaking scenery that unfolds from both bedrooms and main living/dining area, offering a peaceful oasis with beautiful water views. Additionally, the convenience of an assigned parking space located just across from the

    Karlton Morris Long & Foster Real Estate, Inc.

    2900 Shipmaster Way Unit 216, 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
  • 371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    /17

    $1,282,500

    • 4 Beds
    • 3.5 Baths
    • 6,724 Sq Ft

    371 Carriage Park Way, Annapolis, MD 21401

    Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and

    Christopher Guldi Keller Williams Flagship

    371 Carriage Park Way, Annapolis, MD 21401
  • 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
  • 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
  • 1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
    /82

    $1,300,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek water frontage and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods,

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
  • 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
  • 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
  • 1836 Cherry Rd, Annapolis, MD 21409
    1836 Cherry Rd, Annapolis, MD 21409
    1836 Cherry Rd, Annapolis, MD 21409
    /82

    $1,300,000

    • Land
    • 3.92 Acres
    • $331,633 per Acre

    1836 Cherry Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15 right of way from Burley Lane to a 35' wide fee simple area along Burley Creek and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows

    Karlton Morris Long & Foster Real Estate, Inc.

    1836 Cherry Rd, Annapolis, MD 21409
  • 3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    /48

    $560,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    3365 Arundel on The Bay Rd, Annapolis, MD 21403

    Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms, private

    Olisa Akpati Fairfax Realty Select

    3365 Arundel on The Bay Rd, Annapolis, MD 21403
  • 932 Riversedge Cir, Annapolis, MD 21401
    932 Riversedge Cir, Annapolis, MD 21401
    932 Riversedge Cir, Annapolis, MD 21401
    /42

    $389,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    932 Riversedge Cir, Annapolis, MD 21401

    Welcome to 932 Riversedge Circle — a beautifully updated, one-level end-unit townhome in desirable Heritage Harbour, designed for carefree 55+ living. Vacant and move-in ready, this two-bedroom home backs to tranquil woods and offers a charming courtyard patio — ideal for morning coffee or quiet evenings. The open, airy main living area and expansive eat-in kitchen (with a dedicated laundry area

    Michele Cordle Long & Foster Real Estate, Inc.

    932 Riversedge Cir, Annapolis, MD 21401

Showing Results 1 - 40, Page 1 of 2

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in Annapolis, MD

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 $619,900, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$619,900
Median Single Family Sale Price
$799,450
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$410,000
Median 1 Bedroom Sale Price
$429,750
Average Price Per Sq Ft
$349
Number of Homes for Sale
173
Last 12 months Home Sales
1,301
Months of Supply
1.60
Median List Price
$625,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%

Popular Home Searches in Annapolis, MD

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

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group