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Houses for Sale in 21403

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  • /52

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    3276 Kitty Duvall Dr, Annapolis, MD 21403

    Beautifully Updated Home with Brand New Roof Just 10 Minutes from Downtown Annapolis! Welcome to 3276 Kitty Duvall Dr, a move-in ready 2-bedroom, 2-bathroom single-family Victorian home offering 1,430 sq. ft. of stylish living space on a beautifully landscaped 17,860 sq. ft. lot—just 4 miles from vibrant Downtown Annapolis. Recent upgrades include a brand-new roof and a freshly paved driveway

    Agent Photo

    Edgar Reyes

    Compass

    (410) 847-7841

    3276 Kitty Duvall Dr, Annapolis, MD 21403
  • /58

    $719,995

    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    920 Old Annapolis Neck Rd, Annapolis, MD 21403

    Discover the perfect blend of privacy, lifestyle, and location on the highly coveted Annapolis Neck peninsula. Set on more than half an acre with no HOA, this light-filled, fully updated home delivers the everyday comfort of a modern retreat—just minutes from Quiet Waters Park, the South River, and everything Downtown Annapolis has to offer.Step inside to an inviting, open layout designed for

    Agent Photo

    Mahdi Salarfar

    RE/MAX Gateway, LLC

    (410) 431-2087

    920 Old Annapolis Neck Rd, Annapolis, MD 21403
  • /21

    $1,161,840 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,200 Sq Ft

    103 Stilly Way, Annapolis, MD 21403

    This expansive two-story home is designed for both everyday comfort and unforgettable entertaining. It opens with a formal dining room off the foyer, leading into a gourmet kitchen that flows effortlessly into the breakfast nook, morning room, and a cozy sitting area—perfect for lingering conversations or quiet mornings. The Great Room, complete with a charming fireplace, anchors the main level

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 584-3494

    103 Stilly Way, 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
  • /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
  • /17

    $974,990 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,594 Sq Ft

    106 Stilly Way, Annapolis, MD 21403

    This stunning home is move-in ready and boasts high-end upgrades throughout. It features a first-floor owner's suite, plus three additional bedrooms on the second level, along with two full bathrooms and a spacious loft. The gourmet kitchen is a chef’s dream, complete with custom cabinetry and an open-concept design. The impressive two-story family room with soaring ceilings creates a dramatic

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 914-1996

    106 Stilly Way, Annapolis, MD 21403
  • /44

    $799,990 New Construction

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

    3123 Arundel On the Bay Road - Taft Model, Annapolis, MD 21403

    Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a one-of-a-kind, almost 1-acre homesite, in the sought-after Annapolis area. Our exciting Taft model is appointed with an abundance of features that you deserve, 9-foot ceilings main level, engineered hardwood floors on the entire first floor and upper hallways, granite or quartz

    Julie Lamartina-Dinko Douglas Realty, LLC

    3123 Arundel On the Bay Road - Taft Model, 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
  • /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
  • /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
  • /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
  • /37

    $1,064,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,336 Sq Ft

    Fitzgerald Plan at Parkeside Preserve - Manor, Annapolis, MD 21403

    This expansive two-story home showcases a gracious design with abundant room to grow and entertain. Off the foyer is a formal dining room that complements the casual nook and breakfast room, plus a gourmet kitchen and a Great Room with a charming fireplace. On the second floor is a loft surrounded by three secondary bedrooms and a luxurious owner’s suite with a spa-style bathroom. A lower-level

    Lennar Builder
    201 Bonny Way Unit 36036624, 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
  • /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
  • /33

    $580,000

    • 5 Beds
    • 2 Baths
    • 1,920 Sq Ft

    1002 Tyler Ave, Annapolis, MD 21403

    Location Location location!!Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5 bedrooms and two full bath. This home is almost 2,000 sf. finished. Entire home was fully

    Cecilia Beltran Smart Realty, LLC

    1002 Tyler 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
  • /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
  • /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
  • /50

    $1,099,000 Coming Soon

    • 2 Beds
    • 1.5 Baths
    • 2,942 Sq Ft

    200 Chesapeake Ave, Annapolis, MD 21403

    This is a must see! It is really two dwelling attached in one in Eastport Peninsula, Original Dwelling was a Church and was converted to 2 bedroom and 1.5 bathroom with open floor plan on the main level! 2nd dwelling in the rear is a cozy cottage with a bedroom and loft & kitchenet! Great for renting income!

    Ashton Vessali Compass

    200 Chesapeake Ave, Annapolis, MD 21403
  • /32

    $364,900

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    6 Victor Pkwy, Annapolis, MD 21403

    Annapolis - Come and see this gorgeous Ranch style home. The updated interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, and stainless-steel appliances offers maximum versatility and functionality. Complete with open floor plan and modern finishes that will wow you the minute you walk through the

    Barry Hess Keller Williams Flagship

    6 Victor Pkwy, 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
  • /38

    $1,059,990 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,245 Sq Ft

    Kensington Plan at Parkeside Preserve - Manor, Annapolis, MD 21403

    This expansive two-story home is made for gracious living with abundant room for endless possibilities. A lower-level recreation room is ideal for entertainment, while the first floor presents an open-plan main living area and a versatile study. On the same level is a tranquil owner’s suite with an attached bathroom and walk-in closet. Upstairs, three secondary bedrooms surround a spacious loft.

    Lennar Builder
    201 Bonny Way Unit 36036623, Annapolis, MD 21403
  • /33

    $779,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    320 Chester Ave, Annapolis, MD 21403

    Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit

    John Collins Long & Foster Real Estate, Inc.

    320 Chester Ave, 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
  • /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
  • /54

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 3,648 Sq Ft

    934 Langdon Ct, Annapolis, MD 21403

    Eastport Hidden Gem! Treat Yourself to a new home this Christmas!! Gorgeous Home Priced to Sell! Walk to downtown Annapolis.Welcome to this spacious 3-level home in the sought-after Ambridge community—one of the largest homes and lots in the neighborhood! This beautifully maintained 4-bedroom, 2.5-bath residence offers exceptional living space inside and out. Step inside to a gorgeous

    Kathleen Armiger Coldwell Banker Realty

    934 Langdon Ct, Annapolis, MD 21403
  • /42

    $1,034,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,213 Sq Ft

    Lynnfield Plan at Parkeside Preserve - Manor, Annapolis, MD 21403

    Exuding grace at the moment of entry, this expansive two-story home features an open-plan design on the first floor ideal for modern living. A charming fireplace stands at the center of the Great Room, which joins seamlessly with the dining areas and a chef-ready kitchen with a versatile island. Three restful bedrooms and a luxurious owner’s suite with a spa-style bathroom occupy the top level.

    Lennar Builder
    201 Bonny Way Unit 36036622, Annapolis, MD 21403
  • /45

    $1,079,990 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,483 Sq Ft

    Admiral Plan at Parkeside Preserve - Manor, Annapolis, MD 21403

    The largest floorplan in this collection, this expansive two-story home combines comfort with modern elegance. Standing at the heart of the first floor is an open-plan Great Room with a center fireplace, which melds into a well-equipped kitchen and both casual and formal dining areas to prioritize ease of living. All four bedrooms and a loft occupy the top level, including the lavish owner’s

    Lennar Builder
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
  • /44

    $515,000

    • 2 Beds
    • 1 Bath
    • 1,190 Sq Ft

    1005 Hyde Park Dr, Annapolis, MD 21403

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

    Michael Simi Douglas Realty LLC

    1005 Hyde Park Dr, Annapolis, MD 21403
  • /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
  • /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
  • /32

    $629,900

    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft

    111 Janwall St, Annapolis, MD 21403

    SELLER IS OFFERING $10,000 SETTLEMENT HELP! This beautiful home is ideally situated in a quiet cul de sac just minutes from shopping, dining, and vibrant downtown Annapolis. First floors opens to beautiful hardwood floors with wood burning fireplace in LR, kitchen with new appliances, freshly painted, upstairs with new carpeting and large closets, Master with adjoining bath, finished basement

    Len Wilson Key Realty, Incorporated

    111 Janwall St, Annapolis, MD 21403
  • /51

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft

    3426 Narragansett Ave, Annapolis, MD 21403

    INVESTOR ALERT!!! This cottage has a newer roof, 2018, and a encapsulated and sump installed in a sealed crawl space 2022. Large back yard with rain garden. She needs some good TLC but excellent investment opportunity! Over 1400 sq ft, 3 bedroom, 2 full bath, Peek-a-boo water view and great location . Close to all the community privledges and being sold strictly "AS IS".More photos are on

    Jeannine Wayson Coldwell Banker Realty

    3426 Narragansett Ave, 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
  • /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
  • /44

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 1,654 Sq Ft

    3410 Newport Ave, Annapolis, MD 21403

    Welcome to this beautifully updated 3-bedroom, 2.5-bath Colonial nestled in the highly sought-after Arundel on the Bay community in Annapolis. This sun-drenched home features a bright and open floor plan with contemporary doors and trim, new replacement windows, and gleaming hardwood floors throughout the main level. The gourmet kitchen is a chef’s delight, showcasing 42" white shaker cabinets,

    Irina Mironova Douglas Realty, LLC

    3410 Newport 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
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