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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

    $2,500,000

    • 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

    $530,000

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

    187 Browns Woods Rd, Annapolis, MD 21409

    SELLER MOTIVATED — BRING YOUR OFFER! Rare opportunity for flexible living in the heart of Annapolis. This beautifully updated home features 5 bedrooms, 2 full bathrooms, and TWO complete living spaces — ideal for multigenerational living, rental income, or house hacking!The main level offers 3 bedrooms, a full bath, kitchen, and laundry. The finished lower level includes 2 additional

    Agent Photo

    Dee Akindoyo

    Coldwell Banker Realty

    (410) 881-8916

    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

    $1,450,000

    • 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

    • 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
  • 527 Lee Cir, Annapolis, MD 21403
    527 Lee Cir, Annapolis, MD 21403
    527 Lee Cir, Annapolis, MD 21403
    /91

    $1,300,000 Open Wed 4PM - 6PM

    • 4 Beds
    • 4 Baths
    • 3,250 Sq Ft

    527 Lee Cir, Annapolis, MD 21403

    Open House 8/2 11:30-1:30PWaterfront Wednesday , 8/6, Open House 4-6pm!Tucked at the end of a quiet cul-de-sac, this stylish home offers a private pier for your boat plus a floating dock for kayaks, paddleboards, and crabbing—the ideal setup for embracing the waterfront lifestyle. From cozy evenings around the firepit to vibrant gatherings on the two-tier Trex deck, this home is a

    Jennifer McCormick Engel & Völkers Annapolis

    527 Lee Cir, Annapolis, MD 21403
  • 2908 Southwater Point Dr, Annapolis, MD 21401
    2908 Southwater Point Dr, Annapolis, MD 21401
    2908 Southwater Point Dr, Annapolis, MD 21401
    /63

    $1,670,000

    • 3 Beds
    • 2.5 Baths
    • 3,106 Sq Ft

    2908 Southwater Point Dr, Annapolis, MD 21401

    Welcome to your South River waterfront dream home! This stunning contemporary offers over 3,000 square feet of beautifully designed living space, featuring 3 bedrooms, 2.5 bathrooms, hardwood floors, neutral tones, and high-end finishes throughout. Greeted by an abundance of natural light and sweeping river views, the open-concept living area features an electric fireplace and flows seamlessly

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    2908 Southwater Point Dr, Annapolis, MD 21401
  • 547 Leftwich Ln Unit 88, Annapolis, MD 21401
    547 Leftwich Ln Unit 88, Annapolis, MD 21401
    547 Leftwich Ln Unit 88, Annapolis, MD 21401
    /52

    $600,000

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

    547 Leftwich Ln Unit 88, Annapolis, MD 21401

    COSMOPOLITAN ANNAPOLIS TOWNHOME BOASTING SKYLINE ROOFTOP DECK! ADMIRALS SQUARE DUAL ASPECT CORNER UNIT offering 2 levels of living with upscale detailing and finishes! 9-Foot ceilings, terrace-like walls of windows, a turnkey urban neutral palette, brick accent walls, and upgraded flooring to enhance any decor. The entry staircase will take you into an open concept Dining area and chef’s

    Maxim Gaudreault Long & Foster Real Estate, Inc.

    547 Leftwich Ln Unit 88, Annapolis, MD 21401
  • 48 Cornhill St, Annapolis, MD 21401
    48 Cornhill St, Annapolis, MD 21401
    48 Cornhill St, Annapolis, MD 21401
    /42

    $900,000

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    48 Cornhill St, Annapolis, MD 21401

    In the shade of the Statehouse, nestled on a quiet side street, there is a comfortable and elegant home that has welcomed family, friends, and guests for 175 years. This is 48 Cornhill, and now it's ready for your family, friends, and guests. The property has been updated while respecting the character and tradition that can only be found in an historic property. The large rooms, en-suite

    Dawn Riley RE/MAX One

    48 Cornhill St, Annapolis, MD 21401
  • 3126 Port Way, Annapolis, MD 21403
    3126 Port Way, Annapolis, MD 21403
    3126 Port Way, Annapolis, MD 21403
    /59

    $1,675,000

    • 4 Beds
    • 5 Baths
    • 3,200 Sq Ft

    3126 Port Way, Annapolis, MD 21403

    Annapolis New Turnkey Masterpiece: Welcome to 3126 Port Way - an extraordinary residential real estate transformation in the highly sought-after Anchorage waterfront community in Annapolis. This fully reimagined masterpiece is the creation of a partnership between a contractor and an interior and space designer firm. Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien

    Ani Gonzalez-Brunet Coldwell Banker Realty

    3126 Port Way, Annapolis, MD 21403
  • 7 Ashford Ct, Annapolis, MD 21403
    7 Ashford Ct, Annapolis, MD 21403
    7 Ashford Ct, Annapolis, MD 21403
    /17

    $465,000

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

    7 Ashford Ct, Annapolis, MD 21403

    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!

    Denis Hope-Ross Anne Arundel Properties, Inc.

    7 Ashford Ct, 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
  • 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
  • 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
  • 3536 Saratoga Ave, Annapolis, MD 21403
    3536 Saratoga Ave, Annapolis, MD 21403
    3536 Saratoga Ave, Annapolis, MD 21403
    /44

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,368 Sq Ft

    3536 Saratoga Ave, Annapolis, MD 21403

    Your dream home in the coveted, water-privileged community of Arundel on the Bay is waiting!Enjoy stunning, year-round water views of Fishing Creek just off the Chesapeake Bay from this beautifully designed four-bedroom, three-bathroom custom contemporary home. Perfectly positioned on an expansive 0.34-acre corner lot, the property is embraced by mature trees and lush landscaping, offering

    Timothy Dominick Coldwell Banker Realty

    3536 Saratoga Ave, Annapolis, MD 21403
  • 201 Bonny Way Unit 36036625, Annapolis, MD 21403
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
    /45

    $1,034,990 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

    Builder Photo

    Lennar

    Builder

    201 Bonny Way Unit 36036625, Annapolis, MD 21403
  • 201 Bonny Way Unit 36036624, Annapolis, MD 21403
    201 Bonny Way Unit 36036624, Annapolis, MD 21403
    201 Bonny Way Unit 36036624, Annapolis, MD 21403
    /37

    $989,990 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

    Builder Photo

    Lennar

    Builder

    201 Bonny Way Unit 36036624, Annapolis, MD 21403
  • 201 Bonny Way Unit 36036622, Annapolis, MD 21403
    201 Bonny Way Unit 36036622, Annapolis, MD 21403
    201 Bonny Way Unit 36036622, Annapolis, MD 21403
    /42

    $974,990 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.

    Builder Photo

    Lennar

    Builder

    201 Bonny Way Unit 36036622, Annapolis, MD 21403
  • 201 Bonny Way Unit 36036623, Annapolis, MD 21403
    201 Bonny Way Unit 36036623, Annapolis, MD 21403
    201 Bonny Way Unit 36036623, Annapolis, MD 21403
    /38

    $999,990 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.

    Builder Photo

    Lennar

    Builder

    201 Bonny Way Unit 36036623, Annapolis, MD 21403
  • 106 Stilly Way, Annapolis, MD 21403
    106 Stilly Way, Annapolis, MD 21403
    106 Stilly Way, Annapolis, MD 21403
    /5

    $999,900 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,579 Sq Ft

    106 Stilly Way, 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.

    Builder Photo

    Lennar

    Builder

    106 Stilly Way, Annapolis, MD 21403
  • 110 Stilly Way, Annapolis, MD 21403
    110 Stilly Way, Annapolis, MD 21403
    110 Stilly Way, Annapolis, MD 21403
    /3

    $1,039,990 New Construction

    • 5 Beds
    • 5 Baths
    • 4,954 Sq Ft

    110 Stilly Way, Annapolis, MD 21403

    This exquisite three-story, 5-bedroom, 5.5-bathroom home offers 4,954 sq. ft. of sophisticated living space. Designed for modern living, the open-concept first floor features a Great Room with a central fireplace, seamlessly connecting to the dining areas and a chef-inspired kitchen with a versatile island. The upper level is home to three spacious bedrooms and a luxurious owner’s suite with a

    Builder Photo

    Lennar

    Builder

    110 Stilly Way, Annapolis, MD 21403
  • 120 Stilly Way, Annapolis, MD 21403
    120 Stilly Way, Annapolis, MD 21403
    120 Stilly Way, Annapolis, MD 21403
    /5

    $1,097,990 New Construction

    • 6 Beds
    • 5.5 Baths
    • 5,263 Sq Ft

    120 Stilly Way, Annapolis, MD 21403

    Terri Hill Builder Solutions Realty

    120 Stilly Way, Annapolis, MD 21403
  • 118 Stilly Way, Annapolis, MD 21403
    118 Stilly Way, Annapolis, MD 21403
    118 Stilly Way, Annapolis, MD 21403
    /5

    $1,033,190 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,954 Sq Ft

    118 Stilly Way, Annapolis, MD 21403

    Terri Hill Builder Solutions Realty

    118 Stilly Way, Annapolis, MD 21403
  • 391 Hilltop Ln, Annapolis, MD 21403
    391 Hilltop Ln, Annapolis, MD 21403
    391 Hilltop Ln, Annapolis, MD 21403
    /149

    $365,000

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

    391 Hilltop Ln, Annapolis, MD 21403

    Investor special in Eastport/Annapolis. This 4 bedroom, 1.5 bath split-foyer home is located in the highly desirable Hilltop/Eastport area of Annapolis and sits on a spacious lot with a newly installed backyard pool—an excellent value-add for resale or rental potential.Ideal for renovation, this home is surrounded by strong comps, with renovated properties selling in the $500K+ range.

    Liz Keyser VYBE Realty

    391 Hilltop Ln, Annapolis, MD 21403
  • 1126 Skyway Dr, Annapolis, MD 21409
    1126 Skyway Dr, Annapolis, MD 21409
    1126 Skyway Dr, Annapolis, MD 21409
    /35

    $595,000

    • 4 Beds
    • 2 Baths
    • 1,623 Sq Ft

    1126 Skyway Dr, Annapolis, MD 21409

    **** RARE CAPE COD FIND IN WATER PRIVILEGED CAPE SAINT CLAIRE****This beautifully positioned home on a large landscaped corner lot awaits that discerning buyer. This 4 bedroom, 2 bath home with a large great room with vaulted ceilings offers space for plenty of friends and family! Great opportunity to be in an active community with great elementary and high school. Property super accessible

    Steve Chapman Douglas Realty, LLC

    1126 Skyway Dr, Annapolis, MD 21409
  • 1247 Hilltop Dr, Annapolis, MD 21409
    1247 Hilltop Dr, Annapolis, MD 21409
    1247 Hilltop Dr, Annapolis, MD 21409
    /56

    $550,000

    • 3 Beds
    • 3 Baths
    • 1,580 Sq Ft

    1247 Hilltop Dr, Annapolis, MD 21409

    Welcome to 1247 Hilltop Dr, located in the sought-after water-privileged community of Cape St. Claire. Enjoy summer fun with community beaches, a boat ramp, fishing pier, and optional membership access to the pool and marina. This spacious home offers a large family room addition, 3 bedrooms, and 3 full baths. Features include cathedral ceilings in the living, dining, kitchen, family, and primary

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    1247 Hilltop Dr, Annapolis, MD 21409
  • 1601 Ridout Rd, Annapolis, MD 21409
    1601 Ridout Rd, Annapolis, MD 21409
    1601 Ridout Rd, Annapolis, MD 21409
    /35

    $895,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,516 Sq Ft

    1601 Ridout Rd, Annapolis, MD 21409

    Tucked away on a private, nearly 1-acre lot in Amberley, surrounded by mature trees and landscaping, this lovely well maintained colonial offers the perfect blend of comfort, charm, and functionality. With 4 spacious bedrooms and 2.5 baths, this home is ideal for both everyday living and entertaining. The bright, eat-in kitchen features stainless steel appliances and flows seamlessly into the

    Cindy Nairn Coldwell Banker Realty

    1601 Ridout Rd, Annapolis, MD 21409
  • 407 Merryman Rd, Annapolis, MD 21401
    407 Merryman Rd, Annapolis, MD 21401
    407 Merryman Rd, Annapolis, MD 21401
    /49

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 1,850 Sq Ft

    407 Merryman Rd, Annapolis, MD 21401

    Beautiful home in Heritage! Absolute turn-key! This home has a Wonderful, Open floor plan with 2 En Suites on the Main Level. Spacious, updated Kitchen with coffee bar, Living and Dining Area with Tons of Light. Sliding Glass Doors from the Kitchen Area to the Back Deck and on the Lower Level their are sliders to the Patio and Backyard. Renovated Lower Level with Fireplace and with space with

    Leslee Borman Berkshire Hathaway HomeServices PenFed Realty

    407 Merryman Rd, Annapolis, MD 21401
  • 1162 Saint George Dr, Annapolis, MD 21409
    1162 Saint George Dr, Annapolis, MD 21409
    1162 Saint George Dr, Annapolis, MD 21409
    /57

    $585,000

    • 4 Beds
    • 2 Baths
    • 1,643 Sq Ft

    1162 Saint George Dr, Annapolis, MD 21409

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home nestled in the highly desirable, water-privileged neighborhood of Cape St. Claire. Freshly painted throughout, this home offers a light-filled layout and a perfect blend of comfort, functionality, and access to sought-after community amenities. The main level features an inviting living room drenched in natural light, a

    Hunter Geary Hyatt & Company Real Estate, LLC

    1162 Saint George Dr, Annapolis, MD 21409
  • 3307 Harness Creek Rd, Annapolis, MD 21403
    3307 Harness Creek Rd, Annapolis, MD 21403
    3307 Harness Creek Rd, Annapolis, MD 21403
    /44

    $3,195,000

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    3307 Harness Creek Rd, Annapolis, MD 21403

    Welcome to 3307 Harness Creek Road-- a Nantucket style, coastal home with spectacular water views, a private backyard oasis and two deep-water piers on protected Harness Creek. This waterside gem, with 190 ft of waterfrontage, is situated directly across from Quiet Waters Park and offers quick access to the South River and the Chesapeake Bay.Inside, you’re greeted by the natural warmth

    Reid Buckley Long & Foster Real Estate, Inc.

    3307 Harness Creek Rd, Annapolis, MD 21403
  • 715 Dogwood Ln, Annapolis, MD 21409
    715 Dogwood Ln, Annapolis, MD 21409
    715 Dogwood Ln, Annapolis, MD 21409
    /72

    $875,000

    • 3 Beds
    • 3.5 Baths
    • 3,492 Sq Ft

    715 Dogwood Ln, Annapolis, MD 21409

    Welcome to 715 Dogwood Lane in Annapolis. This classic brick home offers comfortable one-level living with the bonus of a finished lower level, providing flexible space for an office, rec room, or potential fourth bedroom. High ceilings, recessed lighting, fresh neutral paint colors and an abundance of bright natural light throughout. This home has been meticulously cared for and is truly move

    Joanna Dalton Coldwell Banker Realty

    715 Dogwood Ln, Annapolis, MD 21409
  • 212 Duke of Gloucester St, Annapolis, MD 21401
    212 Duke of Gloucester St, Annapolis, MD 21401
    212 Duke of Gloucester St, Annapolis, MD 21401
    /23

    $675,000

    • Studio
    • 2,300 Sq Ft

    212 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. While the zoning is C2P which allows both

    Ronald Howard RE/MAX Advantage Realty

    212 Duke of Gloucester St, Annapolis, MD 21401
  • 917 Arbutus Rd, Annapolis, MD 21403
    917 Arbutus Rd, Annapolis, MD 21403
    917 Arbutus Rd, Annapolis, MD 21403
    /121

    $5,250,000

    • 5 Beds
    • 3.5 Baths
    • 3,945 Sq Ft

    917 Arbutus Rd, Annapolis, MD 21403

    Welcome to 917 Arbutus Road—an extraordinary waterfront property nestled on 5 private acres with deep water on Crab Creek minutes from downtown Annapolis. This mid-century modern home offers over 3656 SF of light-filled living space, with soaring ceilings, expansive glass walls, and panoramic views of water and nature. The main level boasts four bedrooms and open-concept living areas designed

    Georgie Berkinshaw Coldwell Banker Realty

    917 Arbutus Rd, Annapolis, MD 21403
  • 1200 Gemini Dr, Annapolis, MD 21403
    1200 Gemini Dr, Annapolis, MD 21403
    1200 Gemini Dr, Annapolis, MD 21403
    /40

    $324,999

    • 3 Beds
    • 2.5 Baths
    • 1,304 Sq Ft

    1200 Gemini Dr, Annapolis, MD 21403

    Don’t miss this beautifully updated 3-bedroom, 2.5-bath end-unit townhouse located just minutes from Historic Downtown Annapolis. Freshly painted with brand-new flooring throughout, this move-in ready home offers bright, spacious living with the added privacy of an end-unit. Step outside to your fully fenced backyard, featuring a brand-new fence, pavers, a grassy area, and a convenient storage

    Mary Graw Coldwell Banker Realty

    1200 Gemini Dr, Annapolis, MD 21403
  • 2709 Summerview Way Unit 303, Annapolis, MD 21401
    2709 Summerview Way Unit 303, Annapolis, MD 21401
    2709 Summerview Way Unit 303, Annapolis, MD 21401
    /35

    $425,000 Open Sat 10AM - 12PM

    • 2 Beds
    • 2.5 Baths
    • 1,934 Sq Ft

    2709 Summerview Way Unit 303, Annapolis, MD 21401

    Come tour this updated two story sought after 3rd floor penthouse with cathedral ceilings that offers 2 bedrooms and 2.5 bathrooms. Super clean, in the desired community of Riva Trace. Backing up to the peacefulness and quietness of the expansive forest, the outside deck will allow you to enjoy morning coffee or a glass of wine in the evening. If you want to stay inside, then grab a book and

    Lawrence Doyle Long & Foster Real Estate, Inc.

    2709 Summerview Way Unit 303, Annapolis, MD 21401
  • 2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    /82

    $650,000

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

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

    Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year

    Lorna Kaim Compass

    2108 Chesapeake Harbour Dr E Unit 201, 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

Showing Results 1 - 40, Page 1 of 2

Maryland Anne Arundel County Annapolis

2-Story Homes for Sale in Annapolis, MD

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 35 days on the market compared to the national average of 70 days. The median sale price for homes in Annapolis, MD over the last 12 months is $550,000, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$550,000
Median Single Family Sale Price
$1,304,201
Median Townhouse Sale Price
$574,500
Median 2 Bedroom Sale Price
$467,500
Median 1 Bedroom Sale Price
$489,900
Average Price Per Sq Ft
$382
Number of Homes for Sale
38
Last 12 months Home Sales
328
Months of Supply
1.40
Median List Price
$574,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home

In Annapolis, there are currently 72 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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