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Annapolis, MD 2-Story Homes for Sale

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  • /30

    $999,999 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,656 Sq Ft

    179 Green St, Annapolis, MD 21401

    Welcome to the heart of downtown Annapolis at 179 Green Street. This charming home blends timeless character with modern comfort, this is just a block from Main Street and City Dock, few block from the Naval Academy, State Capitol building, boutique shopping, and Annapolis Elementary School. Located in one of the city’s most desirable neighborhoods, it offers exceptional walkability and vibrant

    Sergey Taksis Long & Foster Real Estate, Inc.

    179 Green St, Annapolis, MD 21401
  • /44

    $585,000

    • 4 Beds
    • 3 Baths
    • 1,820 Sq Ft

    721 Fairway Dr, Annapolis, MD 21409

    Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three bedrooms and two full baths

    Michael Ozigi KW Metro Center

    721 Fairway Dr, Annapolis, MD 21409
  • /18

    $350,000

    • 2 Beds
    • 1 Bath
    • 989 Sq Ft

    790 Fairview Ave Unit 790 C, Annapolis, MD 21403

    Live the Severn House waterfront lifestyle along scenic Back Creek, with beautifully maintained grounds and an unmatched setting. Enjoy a waterfront swimming pool with expansive patio and marina views, grilling and picnic areas, pier access, a small craft launch for kayaks, canoes, and paddleboards, and EV charging stations. Walk to restaurants, fitness options, and shopping, or hop the water

    Deborah Laggini Long & Foster Real Estate, Inc.

    790 Fairview Ave Unit 790 C, Annapolis, MD 21403
  • /18

    $400,000

    • 4 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    108 Conley Dr, Annapolis, MD 21403

    Great location! Sweet, cozy, and lovely semi-detached home. 3 bedroom, 1 1/2 baths and semi finished basement. The house is ready for your personal touch! NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 /97 HWY. GREAT OPPORTUNITY! Bring your best offer.

    Edilene Barros Keller Williams Select Realtors of Annapolis

    108 Conley Dr, Annapolis, MD 21403
  • /48

    $455,000

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    402 Cranes Roost Ct, Annapolis, MD 21409

    Nestled in the sought-after Woods Landing community, this completely renovated two-story townhouse offers the perfect blend of modern comfort and serene living. A main-level master suite features an en-suite bath with a new granite-top double vanity and a walk-in closet. An inviting living room with vaulted ceiling is centered around a cozy fireplace, and flows into a formal dining space—ideal

    Branden Schroeder GybeSet Homes

    402 Cranes Roost Ct, Annapolis, MD 21409
  • /50

    $999,900

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

    200 Chesapeake Ave, Annapolis, MD 21403

    *** A must-see opportunity in the desirable Eastport Peninsula! This unique property features two attached dwellings in one, offering exceptional flexibility and income potential. The original dwelling, once a charming church, has been thoughtfully converted into a 2-bedroom, 1.5-bath home with an open-concept main level full of character and charm.The second dwelling, located at the rear, is

    Ashton Vessali Compass

    200 Chesapeake Ave, Annapolis, MD 21403
  • /32

    $379,000

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    1041 Cedar Ridge Ct, Annapolis, MD 21403

    ***PRICE ADJUSTMENT ***. Move-in ready and competitively positioned—schedule your showing today. Motivated seller! Welcome to easy living just minutes from downtown Annapolis. This bright, end-unit two-level townhome offers the privacy, natural light, and flexibility buyers are searching for—without the maintenance of a single-family home. Step inside to a freshly updated interior featuring new

    Connita Wilson Douglas Realty, LLC

    1041 Cedar Ridge Ct, Annapolis, MD 21403
  • /70

    $699,000

    • 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
  • /53

    $725,000

    • 4 Beds
    • 3 Baths
    • 2,944 Sq Ft

    524 Ridge Rd, Annapolis, MD 21401

    Nestled in the serene enclave of Rolling Knolls, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, set against a backdrop of lush trees and tranquil woods. Spanning an impressive 0.85 acres, the property is a private retreat, perfectly situated at the end of a peaceful cul-de-sac, ensuring both seclusion and a sense of community. Step inside to discover an

    John Kreamer Taylor Properties

    524 Ridge Rd, Annapolis, MD 21401
  • /17

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Step into this beautifully updated 3-bedroom, 2-bath condo that blends modern comfort with style and convenience. Located on the 3rd floor, this light-filled home offers a peaceful retreat with spacious living and thoughtful upgrades throughout. The open concept living room, dining room, and kitchen creates an inviting flow, anchored by a cozy fireplace. The renovated kitchen (2022) features a

    Sharee Covington Smart Realty, LLC

    10 Sandstone Ct, Annapolis, MD 21403
  • /44

    $499,000

    • 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
  • /33

    $565,000

    • 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
  • /44

    $630,000

    • 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
  • /61

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,321 Sq Ft

    300 Hilltop Ln Unit 300I, Annapolis, MD 21403

    BIG LOFT AREA**NEW PRICE-GREAT VALUE***Welcome home to this spacious two bedroom two full bath condo with a loft. Stainless appliances in the kitchen, the stove is brand new, fine cabinets and granite countertops. Hardwood flooring in the living room and dining room, and a nice balcony though the living room slider. The primary bedroom has a large walk-in closet and attached full bath. And, the

    Christopher Fuller Long & Foster Real Estate, Inc.

    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
  • /2

    $339,900

    • 3 Beds
    • 2 Baths
    • 916 Sq Ft

    1531 Hickory Wood Dr, Annapolis, MD 21409

    FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT

    Curtis LeMay Real Estate Depot

    1531 Hickory Wood Dr, Annapolis, MD 21409
  • /2

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    8 Wellington Place, Annapolis, MD 21403

    Welcome to 8 Wellington Place in Annapolis! This 3-bedroom, 1.5-bath home offers a greatopportunity to make it your own. Featuring a functional layout with a bright living area, anefficiently designed kitchen, and convenient main-level half bath. The home provides solidbones and plenty of potential.Upstairs you’ll find three comfortable bedrooms and a full bath. The basement adds

    BILLY ANDERSON Douglas Realty LLC

    8 Wellington Place, Annapolis, MD 21403
  • /29

    $925,000 New Construction

    • 5 Beds
    • 3 Baths
    • 2,330 Sq Ft

    148 Jefferson St, Annapolis, MD 21403

    Perfectly positioned in Eastport, Annapolis, just moments from downtown, this brand-new home places you in the heart of it all: boat shows, waterfront dinners, parades, morning coffee walks, and sunset strolls along the harbor. Leave the car behind and lean into the Annapolis lifestyle. Inside, the home blends modern design with thoughtful flexibility. With 5 bedrooms and 3 full baths, including

    Kevin Brown Long & Foster Real Estate, Inc.

    148 Jefferson St, Annapolis, MD 21403
  • /22

    $969,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,449 Sq Ft

    1546 Shipsview Rd, Annapolis, MD 21409

    To be built! Two outstanding plans ready for new owner to make their choice and selections! Builder is ready to go! Plans and permits in hand and building can start right away! Extraordinary opportunity to tailor a home to fit your lifestyle and needs. Excellent open floor plans. Great flexible spaces with floor plans to meet your needs. Options include a main level primary suite, larger 2nd

    Alex Tower Sears TTR Sotheby's International Realty

    1546 Shipsview Rd, Annapolis, MD 21409
  • /47

    $1,990,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 3,640 Sq Ft

    400 Jefferson St, Annapolis, MD 21403

    Nestled in the heart of historic Eastport Annapolis, this coastal craftsman has been extensively remodeled, offering a perfect blend of classic charm and contemporary elegance. The home is set on a generously sized lot, providing abundant green space, with new sod and landscaping coming soon. Premium exterior finishes include an inviting front porch, James Hardi siding and Anderson 400 windows.

    Brian Jacobs Coldwell Banker Realty

    400 Jefferson St, 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
  • /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
  • /22

    $659,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    2579 Hidden Cove Rd Unit 159, Annapolis, MD 21401

    Welcome to one of the best opportunities in Heritage Harbour—perfectly positioned in the highly desirable non-age restricted section, offering full access to the community’s exceptional amenities without the upfront capital contribution and with a lower monthly HOA fee. Enjoy a lifestyle that feels like a retreat, featuring golf, tennis, indoor and outdoor pools, scenic water access to the South

    Jack Papaleonti Academy Realty Inc.

    2579 Hidden Cove Rd Unit 159, Annapolis, MD 21401
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    $569,900 Open Sat 1PM - 3PM

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

    1001 Timber Creek Dr, Annapolis, MD 21403

    Welcome to 1001 Timber Creek Drive, a fully renovated 4-bedroom home, close to Eastport and downtown, but convenient to Quiet Waters and the Annapolis Neck. Step inside, and you will notice how versatile the home is. Upstairs, the light filled family room has built-in cabinets that surround a gas fireplace. This area opens to both the brand new deck, and to the kitchen area. The open floor plan

    Jen Denney EXP Realty, LLC

    1001 Timber Creek Dr, Annapolis, MD 21403
  • /3

    $415,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,524 Sq Ft

    68 Harbour Heights Dr, Annapolis, MD 21401

    Beautiful Move-In Ready Townhome in Annapolis! Welcome to this stunning, fully updated townhome in the heart of Annapolis—perfectly located near the hospital and ideal for commuters! This home is truly move-in ready with brand-new carpet, new garbage disposal 2025, roof 2021, washing machine 2024 and HVAC 2019. This home is offering modern comfort and peace of mind. The spacious primary suite is

    Summerlea Lee Berkshire Hathaway HomeServices PenFed Realty

    68 Harbour Heights Dr, Annapolis, MD 21401
  • /29

    $1,899,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 2,340 Sq Ft

    517 Burnside St, Annapolis, MD 21403

    Welcome to 517 Burnside Street, an exceptional custom Terry Averill-designed Craftsman in the heart of Eastport, where timeless architecture meets refined comfort. Perfectly positioned just three blocks from Annapolis City Dock, this distinctive residence offers rare amenities for city living, including a two-car garage, concrete driveway, and rear alley access.Rich Brazilian ipe hardwood

    Marcia A Feliciano (BerkshireHat Berkshire Hathaway HomeServices PenFed Realty

    517 Burnside St, Annapolis, MD 21403
  • /34

    $329,900 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    130 Dumbarton Dr, Annapolis, MD 21403

    Welcome to this charming townhouse nestled in the heart of Annapolis! This well-maintained home offers a comfortable and functional layout, perfect for everyday living. Upstairs you’ll find three cozy bedrooms, all featuring wall-to-wall carpeting, along with a full bathroom conveniently located to serve the upper level. The main floor boasts a thoughtfully updated kitchen with modern touches,

    Michelle Greenwaldt Innovative Properties, Inc.

    130 Dumbarton Dr, Annapolis, MD 21403
  • /50

    $6,995,000 Coming Soon

    • 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
  • /2

    $404,900 Coming Soon

    • 5 Beds
    • 1.5 Baths
    • 1,613 Sq Ft

    1604 Secretariat Dr, Annapolis, MD 21409

    PHOTOS COMING SOON! ACTIVE APRIL 14TH ! DONT MISS OUT! Welcome to this well-maintained semi-detached home offering 5 bedrooms and 1.5 bathrooms. Located in a highly desirable neighborhood just outside of Annapolis, this home offers the best of both worlds—a peaceful residential setting with quick access to the dining, shopping, and waterfront charm of Annapolis and surrounding areas. Commuters

    John Crisafulli RE/MAX Advantage Realty

    1604 Secretariat Dr, Annapolis, MD 21409
  • /2

    $480,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 1,828 Sq Ft

    20 Washington Dr, Annapolis, MD 21401

    Coming Soon in Annapolis! Charming single-family home located in a well-established neighborhood. This home offers great potential with a spacious lot and inviting curb appeal. Conveniently located near shopping, dining, and major commuter routes. Stay tuned for more details and professional photos—this one won’t last!

    Yvette Flores Samson Properties

    20 Washington Dr, Annapolis, MD 21401
  • /2

    $475,000 Coming Soon

    • 6 Beds
    • 3 Baths
    • 1,949 Sq Ft

    113 Legion Ave, Annapolis, MD 21401

    Tucked just off West Street in Annapolis, this well-maintained split foyer blends space and flexibility. Freshly painted with new flooring throughout, the home offers a bright, refreshed feel from the moment you step inside. With 6 bedrooms and 3 full baths—3 bedrooms on each level—the layout is ideal for multi-generational living, guests, or work-from-home needs. The main level bath was

    Juli Blanton Keller Williams Flagship

    113 Legion Ave, Annapolis, MD 21401
  • /41

    $338,000

    • 3 Beds
    • 1.5 Baths
    • 1,717 Sq Ft

    391 Hilltop Ln, Annapolis, MD 21403

    +++ATTENTION ATTENTION+++ARE YOU LOOKING FOR A REHAB PROJECT?+++ THIS COULD BE THE ONE YOU HAVE BEEN WAITING FOR THEN!+++FULL PROJECT WAITING FOR YOU IN ANNAPOLIS+++MINUTES FROM DOWNTOWN ANNAPOLIS - KNOWN FOR IT'S MANY SELECTIONS OF RESTAURANTS , DIVERSE SHOPPING BOUTIQUES, AND NIGHTLIFE+++SHOPIING, SCHOOLS and PLACES OF WORSHIP NEARBY+++THIS 2 LEVEL SPLIT FOYER ALSO OFFERS AN INGROUND

    Peter Sokowski Taylor Properties

    391 Hilltop Ln, Annapolis, MD 21403

Showing Results 41 - 71, Page 2 of 2

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