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Annapolis, MD 2-Story Homes for Sale

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  • 1011 Dulaney Ln, Annapolis, MD 21403
    1011 Dulaney Ln, Annapolis, MD 21403
    1011 Dulaney Ln, Annapolis, MD 21403
    /29

    $2,600,000

    • 4 Beds
    • 4.5 Baths
    • 3,470 Sq Ft

    1011 Dulaney Ln, Annapolis, MD 21403

    Nestled by the waterfront in a prime lush setting, this property offers a luxurious blend of functional design and artisanal craftsmanship. Enjoy the best of Annapolis waterfront living in this custom home with a private dock and views that inspire. With approximately 2,000 sq. ft. of Timbertek decking, relax either on one of the many main floor outdoor areas or on the master bedroom's private

    Agent Photo

    Shane Hall

    Compass

    (410) 449-1994

    1011 Dulaney Ln, Annapolis, MD 21403
  • 187 Browns Woods Rd, Annapolis, MD 21409
    187 Browns Woods Rd, Annapolis, MD 21409
    187 Browns Woods Rd, Annapolis, MD 21409
    /25

    $545,000

    • 5 Beds
    • 2 Baths
    • 1,064 Sq Ft

    187 Browns Woods Rd, Annapolis, MD 21409

    Welcome to 187 Browns Woods Road – The Perfect Blend of Style, Space, and Versatility!Nestled in a peaceful Annapolis neighborhood, this beautifully updated rancher is the definition of move-in ready and packed with features that make it ideal for multi-generational living or anyone seeking flexible space. With 5 bedrooms, 2 full bathrooms, and two fully equipped kitchens, this home

    Agent Photo

    Dee Akindoyo

    Coldwell Banker Realty

    (410) 618-4239

    187 Browns Woods Rd, Annapolis, MD 21409
  • 290 Hilltop Ln, Annapolis, MD 21403
    290 Hilltop Ln, Annapolis, MD 21403
    290 Hilltop Ln, Annapolis, MD 21403
    /14

    $244,950

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    290 Hilltop Ln, Annapolis, MD 21403

    Great Townhome at the Saltaire in Annapolis. 2 bedroom, 1.5 Bath with a fireplace and large back deck. Well priced in a popular community. Great investment, in an investor friendly community with long term tenants willing to stay for investors looking to continue to rent.Across the street from Truxton Park with includes "The Pip Moyer Recreation Center, ball fields, tennis and

    Agent Photo

    McConkey Team

    Sell DC Real Estate

    (410) 343-4970

    290 Hilltop Ln, Annapolis, MD 21403
  • 1028 Sandpiper Ln, Annapolis, MD 21403
    1028 Sandpiper Ln, Annapolis, MD 21403
    1028 Sandpiper Ln, Annapolis, MD 21403
    /71

    $1,500,000

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

    1028 Sandpiper Ln, Annapolis, MD 21403

    Welcome to this beautifully maintained waterfront retreat featuring tranquil water views and a private pier equipped with a 12,500 lb. boat lift, water, and electric—just minutes by boat to downtown Annapolis! This home has been lovingly updated by its current owner and offers a perfect blend of comfort, quality, and coastal charm. Notable features include: Hardiplank siding and 2-car garage,

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (667) 226-0913

    1028 Sandpiper Ln, Annapolis, MD 21403
  • 290 Hilltop Ln, Annapolis, MD 21403
    290 Hilltop Ln, Annapolis, MD 21403
    290 Hilltop Ln, Annapolis, MD 21403
    /14

    $249,950

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    290 Hilltop Ln, Annapolis, MD 21403

    Open House Sunday, June 29th, 1-3 pm. Great Townhome at the Saltaire in Annapolis. 2 bedroom, 1.5 Bath with a fireplace and large back deck. Well priced in a popular community with a community pool, across from the Annapolis Recreation Center.

    Agent Photo

    McConkey Team

    Sell DC Real Estate

    (443) 998-9237

    290 Hilltop Ln, Annapolis, MD 21403
  • 3447 Rockway Ave, Annapolis, MD 21403
    3447 Rockway Ave, Annapolis, MD 21403
    3447 Rockway Ave, Annapolis, MD 21403
    /17

    $849,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    3447 Rockway Ave, Annapolis, MD 21403

    THIS HOME IS CURRENTLY UNDER CONSTRUCTION WITH THE EXPECTED COMPLETED DATE OF 9/30/25. There is still time to make interior design choices if you hurry!! Just one block from the water, this brand-new construction offers a stylish and versatile design. The open floor plan is perfect for modern living, seamlessly blending the kitchen, living, and dining areas. The updated kitchen features sleek

    Agent Photo

    Jamie Richardson

    Coldwell Banker Realty

    (410) 941-3673

    3447 Rockway Ave, Annapolis, MD 21403
  • 10 N Homeland Ave, Annapolis, MD 21401
    10 N Homeland Ave, Annapolis, MD 21401
    10 N Homeland Ave, Annapolis, MD 21401
    /63

    $699,900 Open Sat 10AM - 12PM

    • 4 Beds
    • 3 Baths
    • 2,342 Sq Ft

    10 N Homeland Ave, Annapolis, MD 21401

    You’ve Got to See This One!Absolutely meticulous from top to bottom, this stunning 4-bedroom, 3-bath home in the charming community of Homewood is bigger than it looks and packed with upgrades. Step inside to find a spacious owner’s suite with a large walk-in closet and a well-designed bathroom, a gorgeous updated kitchen with quartz countertops, stylishly renovated bathrooms, luxury vinyl

    Christine Schumaker Douglas Realty LLC

    10 N Homeland Ave, Annapolis, MD 21401
  • 515 Corbin Pkwy, Annapolis, MD 21401
    515 Corbin Pkwy, Annapolis, MD 21401
    515 Corbin Pkwy, Annapolis, MD 21401
    /65

    $735,000

    • 3 Beds
    • 3.5 Baths
    • 2,540 Sq Ft

    515 Corbin Pkwy, Annapolis, MD 21401

    Come see this great 3 bedroom, 3.5 bath rancher set on 2 acres located in the highly sought after neighborhood of Rolling hills located close to Historic Annapolis and convenient to shopping, restaurants and health care! The beautiful spacious kitchen is a welcoming place for entertaining and is complete with a large island with a cooktop with a downdraft, stainless steel appliances that include

    Lynn Ikle Redfin Corp

    515 Corbin Pkwy, Annapolis, MD 21401
  • 703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    /73

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 2,654 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    Settled into a quiet corner of Eastport and surrounded by beautiful homes, this 4-bedroom, 2.5-bath house sits on just over a third of an acre (14,615 sq ft) with a spacious front and back yard, flower beds bursting with potential, and plants that are already doing their part to make this place feel like home.Set along the tranquil waters of Back Creek, this property offers peaceful water

    Micheal Vakas EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • 116 Lejeune Way, Annapolis, MD 21401
    116 Lejeune Way, Annapolis, MD 21401
    116 Lejeune Way, Annapolis, MD 21401
    /35

    $449,999

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    116 Lejeune Way, Annapolis, MD 21401

    Step into contemporary comfort with this stylish 2 Bedroom, 2.5 Bath residence nestled in the vibrant Admiral’s Square community! Located just minutes from the heart of Annapolis and offering quick access to major routes, this home combines convenience with sophisticated living.The main level welcomes you with a bright, airy layout accented by wide-plank hardwood floors and elegant granite

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    116 Lejeune Way, Annapolis, MD 21401
  • 7 Ashford Ct, Annapolis, MD 21403
    7 Ashford Ct, Annapolis, MD 21403
    7 Ashford Ct, Annapolis, MD 21403
    /17

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,740 Sq Ft

    7 Ashford Ct, Annapolis, MD 21403

    Coming soon. Popular Hunt Meadow townhome model ONE-LEVEL living-2 BDRM/2 BA - with basement! Wood floors throughout- tile in kitchen, vaulted ceilings, gas fireplace. Remodeled main Bathroom. Recent new roof and deck. Reasonable HOA fees of $250/mo. covers pool/tennis/jog-bike trails, prof off-site mgmt.; lawn maintenance; trash; snow shoveling to your front door! Pictures and docs to be

    Denis Hope-Ross Anne Arundel Properties, Inc.

    7 Ashford Ct, Annapolis, MD 21403
  • 911 Breakwater Dr, Annapolis, MD 21403
    911 Breakwater Dr, Annapolis, MD 21403
    911 Breakwater Dr, Annapolis, MD 21403
    /43

    $425,000

    • 2 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    911 Breakwater Dr, Annapolis, MD 21403

    Welcome to this Updated Townhome boasting 2 Primary Bedrooms with Ensuites in the highly desired community of Mariners Landing where charm meets convenience. Open the door to this spacious home that was updated in 2021. Some of the numerous upgrades include new Kitchen Cabinets, Countertops, Microwave, all new Windows and Blinds, new HVAC, Carpeting, Vinyl Flooring, Retaining Wall and more,

    Joan Eisenhardt RE/MAX Executive

    911 Breakwater Dr, Annapolis, MD 21403
  • 915 Jackson St, Annapolis, MD 21403
    915 Jackson St, Annapolis, MD 21403
    915 Jackson St, Annapolis, MD 21403
    /20

    $975,000

    • 4 Beds
    • 2 Baths
    • 1,956 Sq Ft

    915 Jackson St, Annapolis, MD 21403

    Welcome to this absolute gem in the Eastport area of Annapolis, MD. This 4 bedroom / 2 bath main house was built in 1912, but has a lot of modern updates. A Large 13,000+ sq.ft. Lot offers room for off street parking and a beautiful patio and pond in the back yard. Make your way thru the back yard to a 2 story building perfect for an office / art studio, complete with it's own kitchen and

    Curtis Cunningham Innovative Properties, Inc.

    915 Jackson St, Annapolis, MD 21403
  • 356 Broadview Ln, Annapolis, MD 21401
    356 Broadview Ln, Annapolis, MD 21401
    356 Broadview Ln, Annapolis, MD 21401
    /48

    $1,099,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 3 Baths
    • 1,906 Sq Ft

    356 Broadview Ln, Annapolis, MD 21401

    Welcome to this captivating “Country Cape” reproduction, inspired by an original 1754 home in New Milford, Connecticut. Nestled in the prestigious waterfront community of Broadview Estates in Annapolis, this exceptional property offers both historical charm and modern-day elegance.Crafted with intention and care, the home features hand-built cabinetry in the kitchen and wet bar—designed and

    Theresa Kurtz EXP Realty, LLC

    356 Broadview Ln, Annapolis, MD 21401
  • 1901 Eamons Way, Annapolis, MD 21401
    1901 Eamons Way, Annapolis, MD 21401
    1901 Eamons Way, Annapolis, MD 21401
    /37

    $875,000

    • 3 Beds
    • 3.5 Baths
    • 4,060 Sq Ft

    1901 Eamons Way, Annapolis, MD 21401

    Welcome to this stunning 3 bedroom, 3.5 bath stone-front home situated on a large 9,289 sq .ft. corner lot in the sought-after Monticello community—just a short walk to shops and dining. The main level features an open living/dining area, gourmet kitchen with stainless appliances and granite counters, a spacious family room with gas fireplace that opens to a large screened-in porch, perfect for

    Peggy Love Long & Foster Real Estate, Inc.

    1901 Eamons Way, Annapolis, MD 21401
  • 1227 Cross Rd, Annapolis, MD 21403
    1227 Cross Rd, Annapolis, MD 21403
    1227 Cross Rd, Annapolis, MD 21403
    /73

    $1,399,000

    • 4 Beds
    • 3 Baths
    • 3,398 Sq Ft

    1227 Cross Rd, Annapolis, MD 21403

    Discover elegance at 1227 Cross Road in Annapolis, Maryland, a stunning 2023-built home in the water-privileged Oyster Harbor community, elevated by upgrades made by the current owner since purchase. Enter through grand double doors into an open foyer with hickory hardwood floors, soaring ceilings, and crown molding. The great room impresses with a coffered ceiling, ceiling fan, fireplace, and

    Patrick DeLeonibus TTR Sotheby's International Realty

    1227 Cross Rd, Annapolis, MD 21403
  • 3140 Anchorage Dr, Annapolis, MD 21403
    3140 Anchorage Dr, Annapolis, MD 21403
    3140 Anchorage Dr, Annapolis, MD 21403
    /56

    $899,000

    • 4 Beds
    • 3 Baths
    • 2,555 Sq Ft

    3140 Anchorage Dr, Annapolis, MD 21403

    Priced to sell: Annapolis Stunning Contemporary - Located in the highly sought-after waterfront community of Anchorage, this stunning 3,000+ square foot contemporary 4-bedroom/3-bathroom home offers the perfect blend of architectural sophistication, modern upgrades, and serene coastal living. Main level living and open layout floor plan at its finest! This elegant home sits on a professionally

    Ani Gonzalez-Brunet Coldwell Banker Realty

    3140 Anchorage Dr, Annapolis, MD 21403
  • 1534 Circle Dr, Annapolis, MD 21409
    1534 Circle Dr, Annapolis, MD 21409
    1534 Circle Dr, Annapolis, MD 21409
    /44

    $975,000

    • 4 Beds
    • 3 Baths
    • 2,316 Sq Ft

    1534 Circle Dr, Annapolis, MD 21409

    Stunning contemporary in Winchester on the Severn featuring abundant windows that provide lovely views. Enjoy multi-level decks, patios, and custom hardscaping, complete with a private putting green and hot tub. Main level includes foyer, large sunroom, living room with stone fireplace - dining room combination, kitchen with granite countertops, main bedroom with adjoining full bath, 2

    Holly Smith Long & Foster Real Estate, Inc.

    1534 Circle Dr, Annapolis, MD 21409
  • 1230 Crummell Ave, Annapolis, MD 21403
    1230 Crummell Ave, Annapolis, MD 21403
    1230 Crummell Ave, Annapolis, MD 21403
    /87

    $1,275,000

    • 4 Beds
    • 2.5 Baths
    • 2,555 Sq Ft

    1230 Crummell Ave, Annapolis, MD 21403

    Welcome to a rare slice of Annapolis waterfront living! Nestled in Bay Highlands, the only community in town with its own private, peaceful creek, this updated 4-bed, 2.5-bath retreat offers the ultimate in tranquility—no bay access means no noisy boats, just year-round calm.Step inside and fall in love with the open-concept layout, perfect for everyday living or entertaining. The eat-in kitchen

    Photi Mavroulis RE/MAX Advantage Realty

    1230 Crummell Ave, Annapolis, MD 21403
  • 8 Ashford Ct, Annapolis, MD 21403
    8 Ashford Ct, Annapolis, MD 21403
    8 Ashford Ct, Annapolis, MD 21403
    /34

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    8 Ashford Ct, Annapolis, MD 21403

    Price Adjustment! Welcome to 8 Ashford Ct — Modern Living in the Heart of Annapolis!Now offered at a new, more attractive price, this beautifully updated 2-bedroom, 1.5-bath contemporary townhouse is move-in ready and full of upgrades. Enjoy a spacious open floor plan featuring gleaming hardwood floors and a modern kitchen with stainless steel appliances. Located in the highly desirable Hunt

    Amanda Callahan Long & Foster Real Estate, Inc.

    8 Ashford Ct, Annapolis, MD 21403
  • 541 Second St, Annapolis, MD 21403
    541 Second St, Annapolis, MD 21403
    541 Second St, Annapolis, MD 21403
    /95

    $1,499,000

    • 4 Beds
    • 3 Baths
    • 2,341 Sq Ft

    541 Second St, Annapolis, MD 21403

    A Rare Find in the Heart of Eastport! Built in 2006 with timeless Eastport charm, this beautifully maintained home offers the perfect blend of traditional style and modern convenience. Enjoy off-street parking for 2 cars and a host of high-end features throughout. Step inside to discover hardwood flooring on all 3 levels, radiant floor heat, and zoned heating and cooling – including a private

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    541 Second St, Annapolis, MD 21403
  • 336 Severn Rd, Annapolis, MD 21401
    336 Severn Rd, Annapolis, MD 21401
    336 Severn Rd, Annapolis, MD 21401
    /53

    $899,000

    • 2 Beds
    • 2.5 Baths
    • 1,708 Sq Ft

    336 Severn Rd, Annapolis, MD 21401

    Waterfront Living in Epping Forest with Stunning Views!Nestled in the exclusive, gated community of Epping Forest, this beautifully maintained 2-bedroom, 2.5-bath home offers serene water views and a relaxed yet sophisticated lifestyle. Designed for effortless living, the open floor plan features 10-foot ceilings, gleaming hardwood floors, and a cozy fireplace in the Great Room. The

    Candice Bothun CENTURY 21 New Millennium

    336 Severn Rd, Annapolis, MD 21401
  • Kensington, Annapolis, MD 21403
    Kensington, Annapolis, MD 21403
    Kensington, Annapolis, MD 21403
    /38

    $999,990 New Construction

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

    Kensington, 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

    Kensington, Annapolis, MD 21403
  • Fitzgerald, Annapolis, MD 21403
    Fitzgerald, Annapolis, MD 21403
    Fitzgerald, Annapolis, MD 21403
    /37

    $989,990 New Construction

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

    Fitzgerald, 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

    Fitzgerald, Annapolis, MD 21403
  • Admiral, Annapolis, MD 21403
    Admiral, Annapolis, MD 21403
    Admiral, Annapolis, MD 21403
    /45

    $1,034,990 New Construction

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

    Admiral, 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

    Admiral, Annapolis, MD 21403
  • Lynnfield, Annapolis, MD 21403
    Lynnfield, Annapolis, MD 21403
    Lynnfield, Annapolis, MD 21403
    /42

    $974,990 New Construction

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

    Lynnfield, 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

    Lynnfield, Annapolis, MD 21403
  • 1075 Carriage Hill Pkwy, Annapolis, MD 21401
    1075 Carriage Hill Pkwy, Annapolis, MD 21401
    1075 Carriage Hill Pkwy, Annapolis, MD 21401
    /6

    $949,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,688 Sq Ft

    1075 Carriage Hill Pkwy, Annapolis, MD 21401

    Welcome to a rare opportunity to own a turn-key residence, fully renovated with premium finishes and timeless design throughout. Every detail of this home has been thoughtfully curated. The heart of the home is the chef’s kitchen—an absolute showstopper. Straight from the pages of a magazine, this space features marble countertops, a statement-making, oversized custom white oak island with range

    Melissa Murray Compass

    1075 Carriage Hill Pkwy, Annapolis, MD 21401
  • 1918 Mackiebeth Ct, Annapolis, MD 21401
    1918 Mackiebeth Ct, Annapolis, MD 21401
    1918 Mackiebeth Ct, Annapolis, MD 21401
    /92

    $899,900

    • 4 Beds
    • 3.5 Baths
    • 6,612 Sq Ft

    1918 Mackiebeth Ct, Annapolis, MD 21401

    ****PRICE REDUCTION****Southern Living Style Custom Home on 1.45 Acres in AnnapolisStep into Timeless Charm and Craftsmanship with this Stunning William Poole Design Southern Living-Style Custom Home, nestled on a 1.45 private acre, level lot backing to trees. From the moment you arrive, you’re welcomed by a spacious, inviting front porch—perfect for relaxing and enjoying the

    Janet Cosh RE/MAX One

    1918 Mackiebeth Ct, Annapolis, MD 21401
  • 165 Woodside Trail, Annapolis, MD 21401
    165 Woodside Trail, Annapolis, MD 21401
    165 Woodside Trail, Annapolis, MD 21401
    /37

    $569,999 Open Sat 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,360 Sq Ft

    165 Woodside Trail, Annapolis, MD 21401

    Welcome to 165 Woodside Trail, Annapolis, MD – a charming 4-bedroom, 2-bathroom home nestled in the sought-after water-privileged community of Cape St. John. This inviting property offers the ideal blend of comfort, convenience, and coastal lifestyle. Residents enjoy access to a private community beach, boat ramp, and water access to the scenic South River — perfect for kayaking, paddleboarding,

    Rob Carter Douglas Realty, LLC

    165 Woodside Trail, Annapolis, MD 21401
  • 1128 Mainsail Dr, Annapolis, MD 21403
    1128 Mainsail Dr, Annapolis, MD 21403
    1128 Mainsail Dr, Annapolis, MD 21403
    /54

    $797,000 Open Sat 12PM - 2PM

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

    1128 Mainsail Dr, Annapolis, MD 21403

    Annapolis Renovated Charming Home Welcome to 1128 Mainsail Drive - a beautifully renovated 4/5-bedroom, 2-bathroom home offering 2,613 square feet on a generous half-acre lot. Brimming with character and enhanced by over $60,000 in recent improvements, this charming residence combines timeless appeal with modern convenience. Nestled in the desirable waterfront community of Anchorage,

    Ani Gonzalez-Brunet Coldwell Banker Realty

    1128 Mainsail Dr, Annapolis, MD 21403
  • 17 Elliott Rd, Annapolis, MD 21403
    17 Elliott Rd, Annapolis, MD 21403
    17 Elliott Rd, Annapolis, MD 21403
    /55

    $524,900

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

    17 Elliott Rd, Annapolis, MD 21403

    Welcome to Annapolis! Discover this unique, two-level Brick Ranch style home nestled on a spacious, secluded lot. This home features 4 bedrooms and 2 full bathrooms, offering versatility as a single residence, in-law suite, or rental opportunity. Each floor is fully finished with private entrances, separate utilities, separate meters , beautiful kitchens and individual washer/dryer units,

    Barry Lagemann Keller Williams Flagship

    17 Elliott Rd, Annapolis, MD 21403
  • 46 Boxwood Rd, Annapolis, MD 21403
    46 Boxwood Rd, Annapolis, MD 21403
    46 Boxwood Rd, Annapolis, MD 21403
    /47

    $599,900

    • 5 Beds
    • 3 Baths
    • 2,928 Sq Ft

    46 Boxwood Rd, Annapolis, MD 21403

    Welcome to your dream home in the heart of Annapolis, where spacious living meets modern style and convenience. This stunning 5-bedroom, 3-bathroom split foyer has been thoughtfully reimagined with high-end finishes, offering the perfect blend of elegance and functionality. Upstairs, you’re greeted by a bright and airy living room that flows seamlessly into the designer kitchen, the true heart of

    Melissa Menning Alberti Realty, LLC

    46 Boxwood Rd, Annapolis, MD 21403
  • 404 Edgemere Dr, Annapolis, MD 21403
    404 Edgemere Dr, Annapolis, MD 21403
    404 Edgemere Dr, Annapolis, MD 21403
    /50

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    404 Edgemere Dr, Annapolis, MD 21403

    Welcome to your water-privileged dream home in the sought-after Hillsmere Shores community of Annapolis, where spacious living, modern design, and unbeatable location come together. This beautifully updated 4-bedroom, 2.5-bath split foyer has been thoughtfully reimagined with high-end finishes and a stunning expansion that sets it apart from the rest. Step upstairs to find a bright and inviting

    Melissa Menning Alberti Realty, LLC

    404 Edgemere Dr, Annapolis, MD 21403
  • 7 Silopanna Rd, Annapolis, MD 21403
    7 Silopanna Rd, Annapolis, MD 21403
    7 Silopanna Rd, Annapolis, MD 21403
    /41

    $745,000

    • 4 Beds
    • 3 Baths
    • 2,348 Sq Ft

    7 Silopanna Rd, Annapolis, MD 21403

    Welcome to this beautifully restored and thoughtfully updated 1942 gem. Step inside to find gleaming hardwood floors, sunlit living spaces, and original archtectural details blended seamlessly w contemporary updates. Outdoors, enjoy a peaceful side and rear garden, ideal for morning coffee or quiet evenings under the stars. Just a short walk is a scenic footbridge over Spa Creek to Truxton

    Don Adams Long & Foster Real Estate, Inc.

    7 Silopanna Rd, Annapolis, MD 21403
  • 60 Sandstone Ct, Annapolis, MD 21403
    60 Sandstone Ct, Annapolis, MD 21403
    60 Sandstone Ct, Annapolis, MD 21403
    /31

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,254 Sq Ft

    60 Sandstone Ct, Annapolis, MD 21403

    Top-Level Condo in Annapolis Overlook!Welcome to this beautifully updated and sun-filled 2-3 bedroom condo with a bonus flex space, perfect for a potential 3rd bedroom, home office, or den.Featuring brand new LVP flooring, fresh paint, and new granite countertops, this home offers a modern, open layout anchored by a gorgeous fireplace, ideal for cozy nights and entertaining

    Crystal Smith RE/MAX Executive

    60 Sandstone Ct, Annapolis, MD 21403
  • 1262 Green Holly Dr, Annapolis, MD 21409
    1262 Green Holly Dr, Annapolis, MD 21409
    1262 Green Holly Dr, Annapolis, MD 21409
    /35

    $539,900

    • 3 Beds
    • 2 Baths
    • 1,812 Sq Ft

    1262 Green Holly Dr, Annapolis, MD 21409

    Discover the home of your dreams with this stunning, completely renovated from top to bottom; 3 bedroom, 2 full bath gem in Green Holly. This remarkable property showcases the epitome of lovely living located on the Broadneck Peninsula. Step inside and be captivated by the grandeur that awaits you. Every corner of this meticulous home boasts exquisite craftsmanship and attention to detail. From

    Jessica Gosman-Bowen Curtis Real Estate Company

    1262 Green Holly Dr, Annapolis, MD 21409
  • 1029 Commanders Way N, Annapolis, MD 21409
    1029 Commanders Way N, Annapolis, MD 21409
    1029 Commanders Way N, Annapolis, MD 21409
    /70

    $399,888

    • 3 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    1029 Commanders Way N, Annapolis, MD 21409

    Welcome home to this updated three bedroom, two and a half bath townhouse on the sought after Broadneck Peninsula. Walk into a tiled foyer adjacent to the living room with wood flooring. The kitchen is on the back side of the house with fine cabinets and stainless appliances. Ceramic tile flooring and the dining room, which has a slider to the backyard. Upstairs find a primary bedroom with an

    Christopher Fuller Long & Foster Real Estate, Inc.

    1029 Commanders Way N, Annapolis, MD 21409
  • 406 Edgemere Dr, Annapolis, MD 21403
    406 Edgemere Dr, Annapolis, MD 21403
    406 Edgemere Dr, Annapolis, MD 21403
    /48

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    406 Edgemere Dr, Annapolis, MD 21403

    Stunning Hillsmere Shores Home – Water-Privileged & Move-In Ready! Brand New HVAC.Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom home in the highly sought-after Hillsmere Shores community. Nestled on a spacious, level lot, this home has undergone extensive upgrades, blending modern elegance with timeless charm. Recent Upgrades & Features:2021: Major

    Jason Donovan RE/MAX Leading Edge

    406 Edgemere Dr, Annapolis, MD 21403
  • 901 Chesterfield Rd, Annapolis, MD 21401
    901 Chesterfield Rd, Annapolis, MD 21401
    901 Chesterfield Rd, Annapolis, MD 21401
    /62

    $499,900

    • 5 Beds
    • 3 Baths
    • 1,724 Sq Ft

    901 Chesterfield Rd, Annapolis, MD 21401

    Welcome Home to 901 Chesterfield Road!! This Beautifully updated Single family home located in Annapolis has the space you need to create a life you desire. Boasting an array of sleek finishes throughout this 5 Bedroom, 3 Bathroom home has so much to offer!! The main level offers an open concept layout featuring spacious living room, dining area, 3 entry level bedrooms, 2 full bathrooms, and

    Lois Alberti Alberti Realty, LLC

    901 Chesterfield Rd, Annapolis, MD 21401
  • 2 River Dr, Annapolis, MD 21403
    2 River Dr, Annapolis, MD 21403
    2 River Dr, Annapolis, MD 21403
    /50

    $4,950,000

    • 6 Beds
    • 4.5 Baths
    • 3,818 Sq Ft

    2 River Dr, Annapolis, MD 21403

    2 River with its stunning water views of the Severn River and of the Chesapeake Bay epitomizes the Annapolis Lifestyle! Located in this beloved multi-generational community of Bay Ridge, this exquisitely renovated classic home seamlessly blends the timeless updates and fabulous original detail such as leaded glass windows and brass chandeliers. The main level has the most incredible, breezy

    Alex Tower Sears TTR Sotheby's International Realty

    2 River Dr, Annapolis, MD 21403

Showing Results 1 - 40, Page 1 of 2

Maryland Annapolis

2-Story Homes for Sale in Annapolis, MD

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 29 days on the market compared to the national average of 50 days. The median sale price for homes in Annapolis, MD over the last 12 months is $619,500, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$619,500
Median Single Family Sale Price
$825,000
Median Townhouse Sale Price
$478,700
Median 2 Bedroom Sale Price
$399,000
Median 1 Bedroom Sale Price
$425,000
Average Price Per Sq Ft
$344
Number of Homes for Sale
227
Last 12 months Home Sales
1,065
Months of Supply
2.60
Median List Price
$639,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home

In Annapolis, there are currently 65 two-story homes for sale, offering abundant choices for those who prioritize both convenience and functionality in their living space. Whether you're in the market for a traditional two-story house or considering the versatility of a two-story townhome, these properties provide a wealth of options to explore. Ranging from compact yet cozy condos to expansive family residences, the two-story homes for sale in Annapolis, MD come in various sizes and floorplans, ensuring there's something to accommodate every lifestyle and preference.

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.

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