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Annapolis, MD 2-Story Homes for Sale

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  • 2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    /96

    $650,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403

    Now is your chance to call this HOME! 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

    Agent Photo

    Lorna Kaim

    Compass

    (443) 543-8416

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
  • 3307 Harness Creek Rd, Annapolis, MD 21403
    3307 Harness Creek Rd, Annapolis, MD 21403
    3307 Harness Creek Rd, Annapolis, MD 21403
    /46

    $2,895,000

    $250K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,570 Sq Ft

    3307 Harness Creek Rd, Annapolis, MD 21403

    Welcome to 3307 Harness Creek Road: a Nantucket style, coastal home set on a private peninsula with spectacular water views, a serene 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

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    (410) 762-4260

    3307 Harness Creek Rd, Annapolis, MD 21403
  • 1349 Yorktown Rd, Annapolis, MD 21409
    1349 Yorktown Rd, Annapolis, MD 21409
    1349 Yorktown Rd, Annapolis, MD 21409
    /35

    $1,900,000

    $899K PRICE DROP
    • 16 Beds
    • 6 Baths
    • 5,719 Sq Ft

    1349 Yorktown Rd, Annapolis, MD 21409

    This brand new, fully renovated 16-bedroom, 6-bathroom residence in Annapolis offers an exceptional opportunity for assisted living or specialized care operations. Thoughtfully redesigned and fully permitted with the county for use as an assisted living facility, the property combines modern upgrades with full regulatory compliance. The spacious layout features three separate living areas,

    Agent Photo

    Karen Rollings

    EXP Realty, LLC

    (443) 296-5581

    1349 Yorktown Rd, Annapolis, MD 21409
  • 111 Janwall St, Annapolis, MD 21403
    111 Janwall St, Annapolis, MD 21403
    111 Janwall St, Annapolis, MD 21403
    /50

    $525,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft

    111 Janwall St, Annapolis, MD 21403

    Charming 3-Bedroom Home on Quiet Cul-de-Sac Near Downtown Annapolis Welcome to this beautifully maintained 3-bedroom, 2.5-bath single-family home, perfectly situated on a peaceful cul-de-sac just minutes from downtown Annapolis. Offering a blend of comfort, convenience, and charm, this home is ideal for both relaxing and entertaining. Step inside to find a bright and inviting interior with a

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    (443) 940-6438

    111 Janwall St, Annapolis, MD 21403
  • 1075 Sun Valley Dr, Annapolis, MD 21409
    1075 Sun Valley Dr, Annapolis, MD 21409
    1075 Sun Valley Dr, Annapolis, MD 21409
    /51

    $589,900

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    1075 Sun Valley Dr, Annapolis, MD 21409

    Major Price Reduction w/ Some Closing Help! Located in the water-privileged community of Cape St. Claire in Annapolis, this Dutch Colonial offers a practical layout, recent updates, and a private outdoor setting. The home features a traditional floor plan with multiple living areas, allowing for flexible use of space for everyday living, entertaining, and work-from-home needs. Recent interior

    Vincent Payne Realty Navigator

    1075 Sun Valley Dr, Annapolis, MD 21409
  • 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

    $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
  • 2607 Compass Dr, Annapolis, MD 21401
    2607 Compass Dr, Annapolis, MD 21401
    2607 Compass Dr, Annapolis, MD 21401
    /61

    $550,000

    • 2 Beds
    • 2.5 Baths
    • 1,906 Sq Ft

    2607 Compass Dr, Annapolis, MD 21401

    Completely updated and impressively spacious, this beautifully maintained villa offers over 1,900 square feet of bright, comfortable living. Designed for convenient one-level living, the main floor features a generous primary suite with a private bath, a powder room for guests, and a laundry area ideally located just off the kitchen and garage.The upper level adds even more flexibility,

    Jack Papaleonti Academy Realty Inc.

    2607 Compass Dr, Annapolis, MD 21401
  • 377 Broadview Ln, Annapolis, MD 21401
    377 Broadview Ln, Annapolis, MD 21401
    377 Broadview Ln, Annapolis, MD 21401
    /59

    $1,169,000

    $130K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,111 Sq Ft

    377 Broadview Ln, Annapolis, MD 21401

    Waterfront Home for Sale in Broadview Estates | South River Real EstateDiscover an incredible waterfront investment opportunity in the highly sought-after Broadview Estates community. Nestled along the serene banks of the South River, this bi-level residence presents a rare chance to own a slice of paradise. Offered as an estate sale and sold strictly "as-is," this property boasts incredible

    Joseph Fagiolo Greater Annapolis Realty

    377 Broadview Ln, Annapolis, MD 21401
  • 131 Eastern Ave, Annapolis, MD 21403
    131 Eastern Ave, Annapolis, MD 21403
    131 Eastern Ave, Annapolis, MD 21403
    /30

    $899,999

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    131 Eastern Ave, Annapolis, MD 21403

    Experience the pinnacle of Annapolis living in this expertly restored 1920s masterpiece. Situated in the sought-after Eastport peninsula, this residence offers a rare blend of historic charm and contemporary high-end luxury, boasting serene views of Back Creek and the Eastern Shore. The open concept interior is anchored by gleaming hardwood floors that transition seamlessly into a gourmet kitchen

    Lawrence Walsky Keller Williams Flagship

    131 Eastern Ave, Annapolis, MD 21403
  • 520 Harbor Dr, Annapolis, MD 21403
    520 Harbor Dr, Annapolis, MD 21403
    520 Harbor Dr, Annapolis, MD 21403
    /59

    $800,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    520 Harbor Dr, Annapolis, MD 21403

    520 Harbor Drive isn’t simply another home hitting the market — it’s the opportunity buyers spend months waiting to find in Hillsmere and rarely secure. Perfectly positioned in the heart of one of Annapolis’ most loved waterfront communities, this home delivers the lifestyle that keeps people here for years: private beaches, marina access, boat ramps, a community pool, playgrounds, and effortless

    Wendy Oliver Coldwell Banker Realty

    520 Harbor Dr, Annapolis, MD 21403
  • 1106 Mainsail Dr, Annapolis, MD 21403
    1106 Mainsail Dr, Annapolis, MD 21403
    1106 Mainsail Dr, Annapolis, MD 21403
    /57

    $849,000

    $46K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,059 Sq Ft

    1106 Mainsail Dr, Annapolis, MD 21403

    At last, the one you've been waiting for. A beautiful home in a waterfront community. Move right in and start enjoying the Annapolis lifestyle. Anchorage is an amenity filled waterfront community in which the yearly HOA fee includes the use of a boat slip, community pool and more.This characterful 5 bedroom 2 1/2 bath home has approximately 2,354SF of living space and has been renovated

    Jill Windsor Long & Foster Real Estate, Inc.

    1106 Mainsail Dr, Annapolis, MD 21403
  • 805 Spa Rd, Annapolis, MD 21401
    805 Spa Rd, Annapolis, MD 21401
    805 Spa Rd, Annapolis, MD 21401
    /47

    $1,198,000

    $97K PRICE DROP
    • 9 Beds
    • 4.5 Baths
    • 2,800 Sq Ft

    805 Spa Rd, Annapolis, MD 21401

    NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murray Hill community in Annapolis! Murray Hill is probably the best residential neighborhood in the city with single-family homes, and walkable to downtown. This 9-bedroom, 4.5 bath, triplex home has been completely renovated! There is ample parking for up to 8 cars. This home offers rental potential with 3

    Stephanie Henry Bennett Realty Solutions

    805 Spa Rd, Annapolis, MD 21401
  • 1100 Bay Ridge Ave, Annapolis, MD 21403
    1100 Bay Ridge Ave, Annapolis, MD 21403
    1100 Bay Ridge Ave, Annapolis, MD 21403
    /28

    $799,000

    $100K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft

    1100 Bay Ridge Ave, Annapolis, MD 21403

    MAJOR PRICE REDUCTION. Total living square footage is approximately 2,020. Property offers two spaces for off street parking, with a separate concrete pad for a boat. Eastport living is all about energy and convenience, this charming coastal home has it in abundance. Enjoy a rare double lot complete with new wood fencing creating a private outdoor space, new roof, windows, interior upgrades and

    Amber Krause TTR Sotheby's International Realty

    1100 Bay Ridge Ave, Annapolis, MD 21403
  • 1402 Insey Rd, Annapolis, MD 21409
    1402 Insey Rd, Annapolis, MD 21409
    1402 Insey Rd, Annapolis, MD 21409
    /36

    $830,000

    • 5 Beds
    • 3.5 Baths
    • 3,148 Sq Ft

    1402 Insey Rd, Annapolis, MD 21409

    Welcome to this beautifully maintained, newer Colonial (built in 2021) offering the perfect blend of modern design and peaceful privacy in Annapolis. Featuring 5 bedrooms and 3.5 baths, this home delivers the feel of new construction—without the wait. Step inside to discover 9-foot ceilings and a bright, open-concept layout ideal for both everyday living and entertaining. The gourmet eat-in

    Ryan Hutchins Hutchins Properties

    1402 Insey Rd, Annapolis, MD 21409
  • 2568 Glen Cove, Annapolis, MD 21401
    2568 Glen Cove, Annapolis, MD 21401
    2568 Glen Cove, Annapolis, MD 21401
    /53

    $485,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft

    2568 Glen Cove, Annapolis, MD 21401

    Brand New Carpet and wallpaper in bathrooms removed! ALSO, did you know, that one of the benefits of this home is that you CAN join and enjoy the Heritage Harbour amenities, BUT don't have to follow their 55+ rules at your home? This means if you can have adult children or grandchildren under the age of 55, they can stay with you as long as you would like! BEST OF BOTH WORLD!! Tucked away at the

    Laura Gayvert Compass

    2568 Glen Cove, Annapolis, MD 21401
  • 730 Crisfield Way, Annapolis, MD 21401
    730 Crisfield Way, Annapolis, MD 21401
    730 Crisfield Way, Annapolis, MD 21401
    /39

    $865,000

    • 5 Beds
    • 4.5 Baths
    • 3,586 Sq Ft

    730 Crisfield Way, Annapolis, MD 21401

    Welcome to Kingsport—where timeless elegance meets waterfront living. Nestled within this coveted, water-privileged community, this exceptional 5-bedroom, 4.5-bath residence offers a seamless blend of sophistication, comfort, and everyday luxury.A grand entry welcomes you with rich hardwoods and graceful architectural details, leading to a formal oval dining room, refined living room, and a

    Amanda Callahan Long & Foster Real Estate, Inc.

    730 Crisfield Way, Annapolis, MD 21401
  • 2 River Dr, Annapolis, MD 21403
    2 River Dr, Annapolis, MD 21403
    2 River Dr, Annapolis, MD 21403
    /50

    $3,500,000

    $350K PRICE DROP
    • 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
  • 100 Carroll Dr, Annapolis, MD 21403
    100 Carroll Dr, Annapolis, MD 21403
    100 Carroll Dr, Annapolis, MD 21403
    /59

    $634,900

    $65K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,935 Sq Ft

    100 Carroll Dr, Annapolis, MD 21403

    Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and

    Timothy Caropreso Keller Williams Flagship

    100 Carroll Dr, Annapolis, MD 21403
  • 2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    /70

    $650,000

    $85K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

    Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel

    William Brown Keller Williams Realty

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /14

    $3,788,000

    New Construction
    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    TO-BE-BUILT home by Mueller Homes, a highly regarded local builder, is prepared to construct the proposed 3 or 4 bedroom, 4-bath home designed for connection and comfort. Tucked into the charming waterfront community of Bay Ridge in Anne Arundel County, this thoughtfully designed coastal home blends classic seaside character with modern livability—perfectly scaled for relaxed, everyday life. The

    Brad Kappel TTR Sotheby's International Realty

    48 E Lake Dr, Annapolis, MD 21403
  • 2 Silopanna Ct, Annapolis, MD 21403
    2 Silopanna Ct, Annapolis, MD 21403
    2 Silopanna Ct, Annapolis, MD 21403
    /39

    $599,900

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    2 Silopanna Ct, Annapolis, MD 21403

    ** 2 Silopanna Court ** stands out as one of the most compelling options in Annapolis within this price range; easily walkable to downtown for famous Annapolis eats, shopping, and entertainment. Tucked away on a quiet cul-de-sac just minutes from downtown Annapolis, this 2,000± square foot home offers the rare combination of privacy, meaningful upgrades, and everyday convenience. The shaded

    Victoria Barbour Real Broker, LLC - Annapolis

    2 Silopanna Ct, Annapolis, MD 21403
  • 400 Jefferson St, Annapolis, MD 21403
    400 Jefferson St, Annapolis, MD 21403
    400 Jefferson St, Annapolis, MD 21403
    /47

    $1,990,000

    New Construction Open Sat 2PM - 4PM
    • 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
  • 86 Harbour Heights Dr, Annapolis, MD 21401
    86 Harbour Heights Dr, Annapolis, MD 21401
    86 Harbour Heights Dr, Annapolis, MD 21401
    /34

    $414,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,524 Sq Ft

    86 Harbour Heights Dr, Annapolis, MD 21401

    Welcome to 86 Harbour Heights Dr, Annapolis! This bright, move-in ready, 3-bedroom, two-level condo, offers modern comfort and a peaceful wooded view. Freshly painted and fitted with brand-new carpet throughout, this home welcomes you with a clean, neutral palette ready for your personal touches. The generous back deck provides a private, elevated view of the community’s wooded green space,

    Nick Waldner Keller Williams Realty Centre

    86 Harbour Heights Dr, Annapolis, MD 21401
  • 1122 Crestview Dr, Annapolis, MD 21409
    1122 Crestview Dr, Annapolis, MD 21409
    1122 Crestview Dr, Annapolis, MD 21409
    /24

    $484,900

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 2,212 Sq Ft

    1122 Crestview Dr, Annapolis, MD 21409

    Welcome to 1122 Crestview Drive in the sought-after Cape Saint Claire community of Annapolis! This split foyer home offers a fantastic opportunity to create your dream space while enjoying an established neighborhood known for its access to water privileges and community charm. The home features a bright and airy great room enhanced by brand-new skylights, filling the space with natural light and

    Pamela Jenkins Weichert Realtors - Blue Ribbon

    1122 Crestview Dr, Annapolis, MD 21409
  • 1014 Wells Ave, Annapolis, MD 21403
    1014 Wells Ave, Annapolis, MD 21403
    1014 Wells Ave, Annapolis, MD 21403
    /45

    $419,900

    $10K PRICE INCREASE
    • 4 Beds
    • 1.5 Baths
    • 880 Sq Ft

    1014 Wells Ave, Annapolis, MD 21403

    Welcome Home to Eastport. Walk to the Eastport Shopping center for breakfast or to downtown Annapolis for lunch or dinner. This cute 4-bedroom (egress in basement)1.5 bath rancher with eat-in kitchen and traditional floor plan living and dining room is perfect for you and your family. Relax and entertain on the size able deck off the kitchen. Enjoy central air conditioning, oil heating, electric

    VIKKI MASON EXIT Spivey Professional Realty Co.

    1014 Wells Ave, Annapolis, MD 21403
  • 1022 Harbor Dr, Annapolis, MD 21403
    1022 Harbor Dr, Annapolis, MD 21403
    1022 Harbor Dr, Annapolis, MD 21403
    /37

    $735,000

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

    1022 Harbor Dr, Annapolis, MD 21403

    Discover a truly one-of-a-kind property in the highly sought-after Annapolis Roads community. This exceptional 5-bedroom, 3-bathroom single-family home sits on 0.4 acres and includes a detached, oversized two-car garage with a newly renovated one-bedroom, one-bathroom apartment above—perfect for guests or extended family. The main residence, apartment, and garage have all been freshly painted.

    Jeremy McDonough Mr. Lister Realty

    1022 Harbor Dr, Annapolis, MD 21403
  • 110 Kuethe Dr, Annapolis, MD 21403
    110 Kuethe Dr, Annapolis, MD 21403
    110 Kuethe Dr, Annapolis, MD 21403
    /35

    $715,000

    • 4 Beds
    • 3.5 Baths
    • 1,809 Sq Ft

    110 Kuethe Dr, Annapolis, MD 21403

    An absolute must see! Stunning 4 bed 3 1/2 bath updated home in sought after Hillsmere Shores. This home just had cosmetic upgrades including but not limited to fresh paint throughout, new carpet, new fixtures, new appliances more. Home features two bedrooms upstairs to include a primary with his and hers walk in closets and a spa like primary bath. The second floor boasts two additional

    Meghan Winlack JAK Real Estate

    110 Kuethe Dr, Annapolis, MD 21403
  • 1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    /50

    $6,995,000

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

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409

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

    Brad Kappel TTR Sotheby's International Realty

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
  • 3420 Cohasset Ave, Annapolis, MD 21403
    3420 Cohasset Ave, Annapolis, MD 21403
    3420 Cohasset Ave, Annapolis, MD 21403
    /49

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,416 Sq Ft

    3420 Cohasset Ave, Annapolis, MD 21403

    A very special custom built home in a wonderful water privileged community! Located in Arundel On The Bay community, which provides a sense of neighborhood, as well as many scenic opportunities. Enjoy a short walk to the beach and numerous parks. Views of the Bay can be enjoyed at the cross streets or the end of Cohasset. The setting is well landscaped, private, and tranquil. The outdoor area in

    Jeanne Sears Coldwell Banker Realty

    3420 Cohasset Ave, Annapolis, MD 21403
  • 1002 Tyler Ave, Annapolis, MD 21403
    1002 Tyler Ave, Annapolis, MD 21403
    1002 Tyler Ave, Annapolis, MD 21403
    /33

    $560,000

    • 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
  • 919 Blue Ridge Dr, Annapolis, MD 21409
    919 Blue Ridge Dr, Annapolis, MD 21409
    919 Blue Ridge Dr, Annapolis, MD 21409
    /5

    $464,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    919 Blue Ridge Dr, Annapolis, MD 21409

    Wonderful 3 BD 2 BA Rancher in a Great Community on Private Treed Corner Lot.This well loved house is looking for its new owner. Kitchen with SS Appliances, .Breakfast area. Large Living Room that could be used as LR/DR. Primary Bedroom has a separate bathroom with shower. Large 2nd Bedroom. Hardwood Floors. Sunroom is part 3rd BD and family room. Unfinished basement waiting for your best

    Karen Tamalavicz RE/MAX Realty Group

    919 Blue Ridge Dr, Annapolis, MD 21409
  • 130 Dumbarton Dr, Annapolis, MD 21403
    130 Dumbarton Dr, Annapolis, MD 21403
    130 Dumbarton Dr, Annapolis, MD 21403
    /34

    $327,500

    $2K PRICE DROP
    • 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
  • 57 Town Pines Ct, Annapolis, MD 21401
    57 Town Pines Ct, Annapolis, MD 21401
    57 Town Pines Ct, Annapolis, MD 21401
    /35

    $250,000

    $49K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,037 Sq Ft

    57 Town Pines Ct, Annapolis, MD 21401

    NEW PRICE !!! Welcome to Annapolis! This beautifully updated 3-bedroom, 1 full and 1 half-bath townhome offers a fantastic opportunity to own in one of Maryland’s most historic and charming locations.Fully renovated from top to bottom, this home features updated bathrooms, a renovated kitchen with brand-new stainless steel appliances, new LVP flooring on both levels, a new washer and dryer, a

    Yury Garamyan Jason Mitchell Group

    57 Town Pines Ct, Annapolis, MD 21401
  • 7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    /43

    $650,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403

    COMMUNITY WIDE OPEN HOUSE THIS SUNDAY! Look no further! Big price reduction on this Chesapeake Harbour condo, in one of Annapolis' most sought after waterfront communities. This beautifully renovated 2 BR | 2 BA | 1200 SF condo on the second level is truly turn key offering over $100K in high end improvements crafted with top of the line materials throughout. Enjoy stunning tranquil marina views

    Moe Farley Coldwell Banker Realty

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
  • 1711 Ritchie Hwy, Annapolis, MD 21409
    1711 Ritchie Hwy, Annapolis, MD 21409
    1711 Ritchie Hwy, Annapolis, MD 21409
    /16

    $1,199,950

    • 5 Beds
    • 5 Baths
    • 5,086 Sq Ft

    1711 Ritchie Hwy, Annapolis, MD 21409

    Discover an exceptional home in a prime Annapolis location, where you can enjoy the sound of morning and evening colors from the Naval Academy. This beautifully maintained residence features 5 spacious bedrooms and 5 bathrooms (3 full and 2 partial), offering comfort, flexibility, and room to entertain.The home boasts a newly updated kitchen with a new gas stove with double oven, freshly

    George Nguyen Blufin Realty, LLC.

    1711 Ritchie Hwy, Annapolis, MD 21409
  • 607 Melvin Ave, Annapolis, MD 21401
    607 Melvin Ave, Annapolis, MD 21401
    607 Melvin Ave, Annapolis, MD 21401
    /58

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,102 Sq Ft

    607 Melvin Ave, Annapolis, MD 21401

    Open House Friday , 5/15 4:30-6:30PM & Saturday 5/16 12-2PM. Please join us!Adorable bungalow coming soon in sought-after West Annapolis! Super fun, walkable location—catch Navy Midshipmen football games or stroll to Chessie’s Wharf, Positano’s, Bean Rush Cafe , Always Ice Cream Company & more! Just a short distance to Downtown Annapolis for waterfront dining, shopping, and historic charm. Easy

    Joanna Dalton Coldwell Banker Realty

    607 Melvin Ave, Annapolis, MD 21401
  • 1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    /47

    $710,000

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    1180 Bay Highlands Dr, Annapolis, MD 21403

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

    Gary Durand CENTURY 21 New Millennium

    1180 Bay Highlands Dr, Annapolis, MD 21403
  • 130 Summer Village Dr Unit 118, Annapolis, MD 21401
    130 Summer Village Dr Unit 118, Annapolis, MD 21401
    130 Summer Village Dr Unit 118, Annapolis, MD 21401
    /40

    $625,000

    • 3 Beds
    • 4 Baths
    • 2,488 Sq Ft

    130 Summer Village Dr Unit 118, Annapolis, MD 21401

    Welcome to 130 Summer Village Drive, a beautifully maintained three-bedroom, two-and-one-half bath townhome located in the highly sought-after Riva Trace community of Annapolis. Nestled within the desirable Summer Village section, this residence offers a rare blend of comfort, charm, and low-maintenance living surrounded by mature landscaping and exceptional community amenities. The main level

    Brad Kappel TTR Sotheby's International Realty

    130 Summer Village Dr Unit 118, Annapolis, MD 21401
  • 7015 Chesapeake Harbour Dr Unit 23B, Annapolis, MD 21403
    7015 Chesapeake Harbour Dr Unit 23B, Annapolis, MD 21403
    7015 Chesapeake Harbour Dr Unit 23B, Annapolis, MD 21403
    /80

    $899,000

    • 3 Beds
    • 3 Baths
    • 2,041 Sq Ft

    7015 Chesapeake Harbour Dr Unit 23B, Annapolis, MD 21403

    LOCK AND LEAVE CAREFREE LIFESTYLE IN A WATERFRONT GATED COMMUNITY! DESIGNER SHOWCASE including a custom painted entry that draws you in the moment you open the door. Owner worked with a reputable interior designer to select all finishes to include designer light fixtures, gorgeous real hardwood floors, custom designed bathrooms, and so many interesting trim details. Transitional timeless design

    Ann Chumney Coldwell Banker Realty

    7015 Chesapeake Harbour Dr Unit 23B, Annapolis, MD 21403
  • 8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    /135

    $12,500,000

    • 4 Beds
    • 5.5 Baths
    • 6,061 Sq Ft

    8 Spa View Cir, Annapolis, MD 21401

    Absolutely one of the finest waterfront offerings in the City of Annapolis. Ideally situated on Spa Creek, this exceptional property boasts sweeping water views and showcases the Annapolis skyline, creating a waterfront lifestyle with a myriad of opportunities for boating, kayaking, and entertaining. Enjoy direct water access with the ability to travel by boat to City Dock, local restaurants, and

    Georgie Berkinshaw Coldwell Banker Realty

    8 Spa View Cir, Annapolis, MD 21401

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 38 days on the market compared to the national average of 58 days. The median sale price for homes in Annapolis, MD over the last 12 months is $620,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$620,000
Median Single Family Sale Price
$832,500
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$449,999
Median 1 Bedroom Sale Price
$453,700
Average Price Per Sq Ft
$362
Number of Homes for Sale
286
Last 12 months Home Sales
1,318
Months of Supply
2.60
Median List Price
$647,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%

Popular Home Searches in Annapolis, MD

In Annapolis, waterfront living and historic charm are top priorities, especially near Eastport and the historic district.

How to Buy a Home How to Finance a Home How to Sell a Home

In Annapolis, there are currently 70 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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