100

Waterfront Homes for Sale in Annapolis, MD

Section Image Section Image
  • 17151717 Porters Hill Rd, Annapolis, MD 21401
    17151717 Porters Hill Rd, Annapolis, MD 21401
    17151717 Porters Hill Rd, Annapolis, MD 21401
    /37

    $4,950,000

    • 7 Beds
    • 7 Baths
    • 7,500 Sq Ft

    17151717 Porters Hill Rd, Annapolis, MD 21401

    Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715-1717 Porters Hill Road is a unique heritage property with over a century of history. Set on a 2.96 acre lot with 429 ft of waterfrontage, the property is comprised of two separate parcels and includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures.

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    17151717 Porters Hill Rd, Annapolis, MD 21401
  • 774 Fairview Ave Unit F, Annapolis, MD 21403
    774 Fairview Ave Unit F, Annapolis, MD 21403
    774 Fairview Ave Unit F, Annapolis, MD 21403
    /21

    $578,000

    $57K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    774 Fairview Ave Unit F, Annapolis, MD 21403

    Welcome to easy waterfront living in the heart of Eastport. Rarely available and beautifully renovated, this top-floor 2-bedroom, 2-bath condominium in the sought-after Severn House community offers direct views of Back Creek, turnkey interiors, and effortless access to the Annapolis waterfront lifestyle. Inside, the residence has been thoughtfully updated with a clean, coastal feel and

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    774 Fairview Ave Unit F, Annapolis, MD 21403
  • 2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    /67

    $575,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403

    Welcome to this beautiful 2 bedroom 2 bath coveted end unit condo in the sought-after gated Chesapeake Harbour community, This home is a rare find, offering the perfect blend of privacy, natural light, and outdoor space. This 2nd Village location provides the perfect short walk to Chase Pond, the Bay View pool, the kayak beach, tennis and pickleball courts and both community piers on Chesapeake

    Agent Photo

    Lorna Kaim

    Compass

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
  • 2978 Valley View Rd, Annapolis, MD 21401
    2978 Valley View Rd, Annapolis, MD 21401
    2978 Valley View Rd, Annapolis, MD 21401
    /61

    $975,000

    • 4 Beds
    • 3.5 Baths
    • 2,553 Sq Ft

    2978 Valley View Rd, Annapolis, MD 21401

    Nestled in the highly sought-after, water-privileged community of Cape St. John, this exceptional 4-bedroom, 3.5-bath residence, beautifully renovated in 2017, offers an ideal blend of luxury, comfort, and the coveted Chesapeake Bay lifestyle. Residents enjoy exclusive access to the South River, including a private beach, boat ramp, docks, pavilion, and playground. Whether spending the day on the

    Agent Photo

    Cheryl Jersey-Lecourt

    Long & Foster Real Estate, Inc.

    2978 Valley View Rd, Annapolis, MD 21401
  • 1717 Porters Hill Rd, Annapolis, MD 21401
    1717 Porters Hill Rd, Annapolis, MD 21401
    1717 Porters Hill Rd, Annapolis, MD 21401
    /27

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1717 Porters Hill Rd, Annapolis, MD 21401

    Welcome to 1717 Porters Hill Road, a light-filled contemporary home designed around volume and a seamless connection to its natural surroundings. Framed by expansive windows and soaring architectural lines, the home offers a fresh, airy interior where natural light moves beautifully throughout the day.Inside, the main living spaces unfold with an open floor plan that feels both modern and

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    1717 Porters Hill Rd, Annapolis, MD 21401
  • 1715 Porters Hill Rd, Annapolis, MD 21401
    1715 Porters Hill Rd, Annapolis, MD 21401
    1715 Porters Hill Rd, Annapolis, MD 21401
    /52

    $3,750,000

    $200K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 6,594 Sq Ft

    1715 Porters Hill Rd, Annapolis, MD 21401

    Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715 Porters Hill Road is a unique heritage property with over a century of history. Set on a 1.7 acre lot with 265 ft of waterfrontage, the property includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 7+ ft water depth and can

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    1715 Porters Hill Rd, Annapolis, MD 21401
  • 796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    /37

    $299,900

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403

    Welcome to effortless waterfront living in the sought-after Severn House community! This charming 1-bedroom, 1-bath condo offers the perfect blend of tranquility and Annapolis lifestyle—whether you're paddleboarding out for your morning coffee, hopping on the water taxi for an evening in town, or enjoying sunset cruises from your own rented boat slip. Spend your days lounging by the waterfront

    Agent Photo

    Jennifer Marsh

    Cummings & Co. Realtors

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
  • 1098 Magothy Cir, Annapolis, MD 21409
    1098 Magothy Cir, Annapolis, MD 21409
    1098 Magothy Cir, Annapolis, MD 21409
    /52

    $1,300,000

    Coming Soon
    • 5 Beds
    • 3 Baths
    • 3,152 Sq Ft

    1098 Magothy Cir, Annapolis, MD 21409

    Welcome to this impressive 4,300-square-foot waterfront residence located on the scenic Little Magothy River, renowned among the 105 homes here as Annapolis's best-kept secret. This elegant home offers five bedrooms and three full bathrooms, designed to accommodate comfort and luxury. Enjoy expansive water views and effortless access to the Chesapeake Bay, making this an ideal property for

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    1098 Magothy Cir, Annapolis, MD 21409
  • 140 Spa Dr, Annapolis, MD 21403
    140 Spa Dr, Annapolis, MD 21403
    140 Spa Dr, Annapolis, MD 21403
    /6

    $4,600,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 5,095 Sq Ft

    140 Spa Dr, Annapolis, MD 21403

    An extraordinary opportunity to own one of Annapolis’ most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of owning your own private marina in your backyard with dockside parking. Perfectly positioned to capture breathtaking panoramic vistas, this elegant Nantucket-inspired residence is filled with natural light, featuring walls of glass

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    140 Spa Dr, Annapolis, MD 21403
  • 108 Maple Dr, Annapolis, MD 21403
    108 Maple Dr, Annapolis, MD 21403
    108 Maple Dr, Annapolis, MD 21403
    /62

    $674,900

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,140 Sq Ft

    108 Maple Dr, Annapolis, MD 21403

    New price! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods. Inside, you'll find updated finishes, an inviting floor plan, and comfortable living

    Agent Photo

    Matthew Wyble

    Next Step Realty

    108 Maple Dr, Annapolis, MD 21403
  • 2691 Claibourne Rd, Annapolis, MD 21403
    2691 Claibourne Rd, Annapolis, MD 21403
    2691 Claibourne Rd, Annapolis, MD 21403
    /63

    $850,000

    • 4 Beds
    • 3.5 Baths
    • 2,533 Sq Ft

    2691 Claibourne Rd, Annapolis, MD 21403

    Nestled in the highly sought-after Annapolis Roads community, this spacious Colonial offers the perfect blend of comfort, privacy, and coastal living. Featuring 4 bedrooms and 3.5 baths, this well-appointed home showcases hardwood floors, a beautifully updated kitchen with granite countertops, a formal living room, dining room, and convenient main-level laundry. The upper level boasts a spacious

    Debra Gasch Redfin Corp

    2691 Claibourne Rd, Annapolis, MD 21403
  • 2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    /40

    $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
  • 2002 Dakota Place Unit 2A, Annapolis, MD 21403
    2002 Dakota Place Unit 2A, Annapolis, MD 21403
    2002 Dakota Place Unit 2A, Annapolis, MD 21403
    /28

    $650,000

    • 2 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    2002 Dakota Place Unit 2A, Annapolis, MD 21403

    Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an

    Brad Kappel TTR Sotheby's International Realty

    2002 Dakota Place Unit 2A, Annapolis, MD 21403
  • 767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    /55

    $1,080,000

    $95K PRICE DROP
    • 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
  • 1848 Carriage Dr, Annapolis, MD 21401
    1848 Carriage Dr, Annapolis, MD 21401
    1848 Carriage Dr, Annapolis, MD 21401
    /36

    $849,000

    • 4 Beds
    • 3 Baths
    • 2,622 Sq Ft

    1848 Carriage Dr, Annapolis, MD 21401

    Welcome to 1848 Carriage Road, a timeless gem that is beautifully situated in the highly sought-after Lindamoor community. Just a short stroll from the community beach and only a few streets from both neighborhood docks, this home offers the perfect blend of water accessibility, convenience, and undeniable charm. Step inside to discover a warm and inviting main level filled with large windows and

    Rebekah Patterson Berkshire Hathaway HomeServices PenFed Realty

    1848 Carriage Dr, Annapolis, MD 21401
  • 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

    $624,900

    $110K PRICE DROP
    • 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
  • 6 President Point Dr Unit B3, Annapolis, MD 21403
    6 President Point Dr Unit B3, Annapolis, MD 21403
    6 President Point Dr Unit B3, Annapolis, MD 21403
    /38

    $1,025,000

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    6 President Point Dr Unit B3, Annapolis, MD 21403

    Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesque views overlooking Historic Annapolis and Spa Creek. This spacious 2 bedroom 2 bath condo with flexible loft space features beautifully appointed rooms and is just steps away from the clubhouse, pool, dock, and scenic walking paths. The expansive

    Brad Kappel TTR Sotheby's International Realty

    6 President Point Dr Unit B3, Annapolis, MD 21403
  • 305 Melvin Ave, Annapolis, MD 21401
    305 Melvin Ave, Annapolis, MD 21401
    /2

    $650,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,028 Sq Ft

    305 Melvin Ave, Annapolis, MD 21401

    West Annapolis Bungalow - Coming Soon.

    Laura Litten Laura Litten Real Estate

    305 Melvin Ave, Annapolis, MD 21401
  • 2035 Maidstone Farm Rd, Annapolis, MD 21409
    2035 Maidstone Farm Rd, Annapolis, MD 21409
    2035 Maidstone Farm Rd, Annapolis, MD 21409
    /72

    $8,750,000

    • 5 Beds
    • 6.5 Baths
    • 7,105 Sq Ft

    2035 Maidstone Farm Rd, Annapolis, MD 21409

    Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant

    Georgie Berkinshaw Coldwell Banker Realty

    2035 Maidstone Farm Rd, Annapolis, MD 21409
  • 7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    /40

    $575,000

    • 2 Beds
    • 2 Baths

    7004 Channel Village Ct Unit 102, Annapolis, MD 21403

    Don’t miss this beautifully updated, move-in-ready condo in the highly sought-after, amenity-rich community of Chesapeake Harbour, offering serene marina views and the perfect backdrop to relax and watch the boats drift by. This inviting home is bright and cheery and features neutral paint and carpeting. There are two spacious bedrooms with two full baths. The open-concept living and dining areas

    Colleen Smith EXP Realty, LLC

    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
  • 726 Hillcrest Dr, Annapolis, MD 21409
    726 Hillcrest Dr, Annapolis, MD 21409
    726 Hillcrest Dr, Annapolis, MD 21409
    /57

    $659,000

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

    726 Hillcrest Dr, Annapolis, MD 21409

    Welcome to this beautifully updated and meticulously maintained home in the highly sought-after water-privileged community of Cape St. Claire! Offering the perfect blend of comfort, style, and energy efficiency, this move-in-ready gem features an updated kitchen, an expansive primary suite with an enlarged spa-like bath, a cozy family room with a fireplace, a finished walk-out lower level, a

    Antonia Barry Coldwell Banker Realty

    726 Hillcrest Dr, Annapolis, MD 21409
  • 2915 South Ct, Annapolis, MD 21401
    2915 South Ct, Annapolis, MD 21401
    2915 South Ct, Annapolis, MD 21401
    /51

    $1,350,000

    $150K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,744 Sq Ft

    2915 South Ct, Annapolis, MD 21401

    Welcome to your serene waterfront escape in the heart of Annapolis. This energy-efficient A-frame cottage offers the perfect blend of modern comfort and laid-back coastal charm. Featuring 2 bedrooms and 2 full baths, the home welcomes you with a light-filled, open living space where soaring vaulted ceilings create an airy, calming atmosphere. Step outside to your private pier, perfect for every

    Amanda Callahan Long & Foster Real Estate, Inc.

    2915 South Ct, Annapolis, MD 21401
  • 202 Wardour Dr, Annapolis, MD 21401
    202 Wardour Dr, Annapolis, MD 21401
    202 Wardour Dr, Annapolis, MD 21401
    /59

    $2,765,000

    • 5 Beds
    • 2 Baths
    • 2,100 Sq Ft

    202 Wardour Dr, Annapolis, MD 21401

    Welcome to 202 Wardour Drive! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    202 Wardour Dr, Annapolis, MD 21401
  • 4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    /13

    $3,090,000

    New Construction $195K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,312 Sq Ft

    4 Shiley St, Annapolis, MD 21401

    This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural

    Brad Kappel TTR Sotheby's International Realty

    4 Shiley St, Annapolis, MD 21401
  • 1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    /50

    $6,995,000

    • 7 Beds
    • 5.5 Baths
    • 9,024 Sq Ft

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409

    Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated.

    Brad Kappel TTR Sotheby's International Realty

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
  • 1724 Robinhood Rd, Annapolis, MD 21401
    1724 Robinhood Rd, Annapolis, MD 21401
    1724 Robinhood Rd, Annapolis, MD 21401
    /73

    $959,000

    • 4 Beds
    • 3 Baths
    • 3,080 Sq Ft

    1724 Robinhood Rd, Annapolis, MD 21401

    Beautifully updated and thoughtfully designed, this four-bedroom home offers exceptional indoor and outdoor living in the prestigious Annapolis waterfront community of Epping Forest.Where waterfront living and exceptional amenities combine to create an unparalleled lifestyle. This sought-after, water-privileged neighborhood features a new deep-water marina, wooded trails, a clubhouse

    David Crider Berkshire Hathaway HomeServices PenFed Realty

    1724 Robinhood Rd, Annapolis, MD 21401
  • 5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    /78

    $3,499,000

    Open Thu 5PM - 7PM $251K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,036 Sq Ft

    5 Market Quay, Annapolis, MD 21401

    Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and leave lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • 349 Sherwood Trail, Annapolis, MD 21401
    349 Sherwood Trail, Annapolis, MD 21401
    349 Sherwood Trail, Annapolis, MD 21401
    /49

    $2,550,000

    • 3 Beds
    • 5 Baths
    • 3,185 Sq Ft

    349 Sherwood Trail, Annapolis, MD 21401

    Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river

    Brad Kappel TTR Sotheby's International Realty

    349 Sherwood Trail, Annapolis, MD 21401
  • 704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    /50

    $974,000

    $76K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 6,027 Sq Ft

    704 Caleb Ln, Annapolis, MD 21401

    MOTIVATED SELLER. BRING ALL OFFERS. Two houses for the price of one! 704 Caleb Lane includes an amazing garden apartment, perfect for an in-law or au pair! It is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingsport community of Annapolis. The spacious, open floor plan is enhanced by the many value-added updates in the home, including the

    Alex Tower Sears TTR Sotheby's International Realty

    704 Caleb Ln, Annapolis, MD 21401
  • 436 Cranes Roost Ct, Annapolis, MD 21409
    436 Cranes Roost Ct, Annapolis, MD 21409
    436 Cranes Roost Ct, Annapolis, MD 21409
    /20

    $529,900

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,328 Sq Ft

    436 Cranes Roost Ct, Annapolis, MD 21409

    Wake up each day to the sights and sounds of nature in this updated Woods Landing townhouse, where wooded surroundings and seasonal water views create a peaceful retreat from the everyday. The eat-in kitchen, appointed with stainless steel appliances, opens to a spacious dining room designed for effortless entertaining. A sunken living room serves as the heart of the home, featuring a

    Michelle Fegan RE/MAX Executive

    436 Cranes Roost Ct, Annapolis, MD 21409
  • 1102 August Dr, Annapolis, MD 21403
    1102 August Dr, Annapolis, MD 21403
    1102 August Dr, Annapolis, MD 21403
    /50

    $575,000

    • 4 Beds
    • 3.5 Baths
    • 2,464 Sq Ft

    1102 August Dr, Annapolis, MD 21403

    Location. Layout. Lifestyle. A well-cared-for home. That’s what today’s buyers are looking for—and that’s exactly what you’ll find here.Backing to Truxtun Park and surrounded by a private wooded backdrop, this inviting Annapolis home offers approx. 2,700 square feet with thoughtfully designed bump-outs on all three levels. The expanded floor plan creates a bright sunroom off the kitchen, a

    Kristi Krankowski RE/MAX One

    1102 August Dr, Annapolis, MD 21403
  • 20 Shaw St, Annapolis, MD 21401
    20 Shaw St, Annapolis, MD 21401
    20 Shaw St, Annapolis, MD 21401
    /40

    $1,099,000

    $51K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    20 Shaw St, Annapolis, MD 21401

    Nestled in the heart of downtown Annapolis in the highly sought-after neighborhood of Murray Hill, this New Price! Located in sought after Murray Hill in downtown Annapolis, this charming Colonial, originally built in 1925 and extensively remodeled in 2016, offers the perfect blend of historic character with modern updates, and an unmatched in-town waterfront lifestyle. Just one block from Spa

    Kate Hopkins Coldwell Banker Realty

    20 Shaw St, Annapolis, MD 21401
  • 3403 Hidden River View Rd, Annapolis, MD 21403
    3403 Hidden River View Rd, Annapolis, MD 21403
    3403 Hidden River View Rd, Annapolis, MD 21403
    /50

    $1,750,000

    • 4 Beds
    • 5 Baths
    • 3,836 Sq Ft

    3403 Hidden River View Rd, Annapolis, MD 21403

    Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you

    Brad Kappel TTR Sotheby's International Realty

    3403 Hidden River View Rd, Annapolis, MD 21403
  • 1800 River Watch Ln, Annapolis, MD 21401
    1800 River Watch Ln, Annapolis, MD 21401
    1800 River Watch Ln, Annapolis, MD 21401
    /69

    $3,195,000

    $300K PRICE DROP
    • 3 Beds
    • 4,223 Sq Ft

    1800 River Watch Ln, Annapolis, MD 21401

    Set on a private peninsula with more than 450 feet of water frontage on Luce Creek, just off the Severn River, 1800 River Watch Lane offers a rare combination of modern sophistication and effortless single-level living. Meticulously renovated by the current owners, this contemporary rambler embraces water views from nearly every room. Guests arrive via a long, private drive and circular pea-stone

    Doc Keane Washington Fine Properties, LLC

    1800 River Watch Ln, Annapolis, MD 21401
  • 621 Harbor Dr, Annapolis, MD 21403
    621 Harbor Dr, Annapolis, MD 21403
    621 Harbor Dr, Annapolis, MD 21403
    /85

    $1,500,000

    • 5 Beds
    • 3.5 Baths
    • 3,620 Sq Ft

    621 Harbor Dr, Annapolis, MD 21403

    Sunsets, Water Views & Effortless Coastal Living in HillsmerePerfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes.Designed to embrace its spectacular setting, the home is oriented to the west, delivering

    Sandra K. Libby Long & Foster Real Estate, Inc.

    621 Harbor Dr, Annapolis, MD 21403
  • 3728 Ramsgate Dr, Annapolis, MD 21403
    3728 Ramsgate Dr, Annapolis, MD 21403
    3728 Ramsgate Dr, Annapolis, MD 21403
    /68

    $6,995,000

    • 4 Beds
    • 5.5 Baths
    • 5,771 Sq Ft

    3728 Ramsgate Dr, Annapolis, MD 21403

    Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in

    Brad Kappel TTR Sotheby's International Realty

    3728 Ramsgate Dr, Annapolis, MD 21403
  • 1047 Little Magothy View, Annapolis, MD 21409
    1047 Little Magothy View, Annapolis, MD 21409
    1047 Little Magothy View, Annapolis, MD 21409
    /85

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,892 Sq Ft

    1047 Little Magothy View, Annapolis, MD 21409

    Welcome home to this one of a kind three bedroom, two and a half bath rancher on a double lot in sought after Cape St Claire. One level living at it's finest, with a huge sunroom with vaulted ceiling on one wing, and the bedrooms on the other wing of this sprawling rancher. This property has been lovingly maintained by the owners, with the addition of the sunroom, powder room, laundry room, and

    Christopher Fuller Long & Foster Real Estate, Inc.

    1047 Little Magothy View, Annapolis, MD 21409
  • 11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    /75

    $7,250,000

    $749K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,658 Sq Ft

    11 S Acton Place, Annapolis, MD 21401

    Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively

    Shawn Martin Real Broker, LLC

    11 S Acton Place, Annapolis, MD 21401
  • 1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    /49

    $685,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    1180 Bay Highlands Dr, Annapolis, MD 21403

    Beautifully maintained and filled with natural light, this inviting home offers an open floor plan with vaulted ceilings, hardwood floors, and comfortable living spaces designed for both relaxing and entertaining. The spacious primary suite features a private sitting area and en-suite bath, while the cozy fireplace and rear deck create the perfect setting for everyday living. A fenced backyard

    Gary Durand CENTURY 21 New Millennium

    1180 Bay Highlands Dr, Annapolis, MD 21403
  • 327 Riverview Trail, Annapolis, MD 21401
    327 Riverview Trail, Annapolis, MD 21401
    327 Riverview Trail, Annapolis, MD 21401
    /42

    $2,349,000

    $146K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,831 Sq Ft

    327 Riverview Trail, Annapolis, MD 21401

    Picturesque Craftsman-style waterfront cottage in Epping Forest! Mornings begin with coffee on the porch as the water glistens across Saltworks Creek and stretches out to the Severn River, while evenings are spent gathered by the firepit, watching boats drift by under painted skies. Welcome to effortless waterfront living in the private, gated community of Epping Forest where every day feels like

    Brad Kappel TTR Sotheby's International Realty

    327 Riverview Trail, Annapolis, MD 21401

Showing Results 1 - 40, Page 1 of 3

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in Annapolis, MD

Home Prices in Annapolis, MD

The median home sale price in Annapolis, MD is $632,500, up 2% year-over-year. Homes in Annapolis sell in 36 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$632,500
Median Single Family Sale Price
$839,900
Median Townhouse Sale Price
$456,000
Median 2 Bedroom Sale Price
$457,000
Median 1 Bedroom Sale Price
$429,750
Average Price Per Sq Ft
$360
Number of Homes for Sale
287
Last 12 months Home Sales
1,320
Months of Supply
2.60
Median List Price
$651,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%

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 © 2026 CoStar Group