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Annapolis, MD 3-Story Homes for Sale

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  • 21 Woodlawn Ave, Annapolis, MD 21401
    21 Woodlawn Ave, Annapolis, MD 21401
    21 Woodlawn Ave, Annapolis, MD 21401
    /16

    $654,900

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft

    21 Woodlawn Ave, Annapolis, MD 21401

    Rare opportunity in Homewood of Annapolis! On an oversized lot in one of the city's most sought-after neighborhoods, this 3-bedroom, 2-bathroom offers extra space for outdoor living, gardening, or future expansion. Step inside to find an inviting, oversized wraparound enclosed porch—perfect for morning coffee, evening cocktails, or a cozy reading nook year-round. Warm hardwood floors and plenty

    Jack Papaleonti Academy Realty Inc.

    21 Woodlawn Ave, Annapolis, MD 21401
  • 759 Fairview Ave Unit 759 F, Annapolis, MD 21403
    759 Fairview Ave Unit 759 F, Annapolis, MD 21403
    759 Fairview Ave Unit 759 F, Annapolis, MD 21403
    /31

    $565,000

    • 2 Beds
    • 2 Baths

    759 Fairview Ave Unit 759 F, Annapolis, MD 21403

    Welcome to Severn House! A RARE FIND. No renovation headaches for the next owner. Recently renovated in 2025, this unit is fresh, clean and bright. The remodeling work was done to high standards and materials. All new open floor plan with kitchen/living room area. Beautiful quartz island and counters, new appliances including stove/ range with natural gas. Custom designed island with

    Anne Harrington Coldwell Banker Realty

    759 Fairview Ave Unit 759 F, Annapolis, MD 21403
  • 735 Glenwood St, Annapolis, MD 21401
    735 Glenwood St, Annapolis, MD 21401
    735 Glenwood St, Annapolis, MD 21401
    /94

    $875,000

    • 3 Beds
    • 4 Baths
    • 2,634 Sq Ft

    735 Glenwood St, Annapolis, MD 21401

    Welcome to 735 Glenwood Street—where location, lifestyle, and livability come together in one of Annapolis’ most walkable neighborhoods. From here, you can stroll to the U.S. Naval Academy, grab dinner on West Street, catch a game at Navy Stadium, or head downtown for waterfront views and local events. This is the kind of address that puts you in the center of everything, without sacrificing

    Lily Vallario EXP Realty, LLC

    735 Glenwood St, Annapolis, MD 21401
  • 1014 St Charles Dr, Annapolis, MD 21409
    1014 St Charles Dr, Annapolis, MD 21409
    1014 St Charles Dr, Annapolis, MD 21409
    /29

    $739,900

    • 5 Beds
    • 3 Baths
    • 3,312 Sq Ft

    1014 St Charles Dr, Annapolis, MD 21409

    This five-bedroom, three full-bath colonial is situated on a corner lot in the desirable Cape St. Claire neighborhood of Annapolis. This home boasts a charming front porch and relaxing side patio, along with ample off-street parking including a two-car garage and four-car driveway. Step inside to find a home that is truly move-in ready, featuring fresh paint throughout, gleaming hardwood floors,

    John Burgess Samson Properties

    1014 St Charles Dr, Annapolis, MD 21409
  • 905 Plattner Ct, Annapolis, MD 21401
    905 Plattner Ct, Annapolis, MD 21401
    905 Plattner Ct, Annapolis, MD 21401
    /49

    $910,000

    • 4 Beds
    • 4.5 Baths
    • 5,711 Sq Ft

    905 Plattner Ct, Annapolis, MD 21401

    Welcome home to 905 Plattner, a gorgeous and expansive home that offers nearly 6000 square feet of beautiful living! The sellers, the original owners, have loved and meticulously taken care of this great home, which was the model home of the community and offers one of the largest floor plans in the neighborhood. As you walk in through the front door, you will be greeted with a grand two-story

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    905 Plattner Ct, Annapolis, MD 21401
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /106

    $3,250,000

    • 5 Beds
    • 4.5 Baths
    • 5,260 Sq Ft

    1486 Downham Market, Annapolis, MD 21401

    Prepare to be captivated by 1486 Downham Market, a striking architectural masterpiece perched on one of the most coveted deep-water lots in Annapolis. Perfectly situated at the mouth of Clements Creek—widely regarded as one of the safest and most protected hurricane holes on the Severn—this estate delivers a rare blend of natural beauty, luxury, and marine excellence. With a commanding 180-foot

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 10 2nd St, Annapolis, MD 21401
    10 2nd St, Annapolis, MD 21401
    10 2nd St, Annapolis, MD 21401
    /57

    $574,888

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft

    10 2nd St, Annapolis, MD 21401

    Charming Colonial Retreat in the Heart of AnnapolisWelcome to 10 2nd Street — a beautifully updated 3-bedroom, 2.5-bath home tucked beneath a canopy of mature trees in one of Annapolis’s most desirable neighborhoods. With timeless curb appeal and thoughtful touches throughout, this move-in-ready gem blends classic character with modern comforts.Step inside to a bright and inviting

    Helaine Reaves Keller Williams Capital Properties

    10 2nd St, Annapolis, MD 21401
  • 1753 Ebling Trail, Annapolis, MD 21401
    1753 Ebling Trail, Annapolis, MD 21401
    1753 Ebling Trail, Annapolis, MD 21401
    /39

    $995,000

    • 3 Beds
    • 3.5 Baths
    • 2,438 Sq Ft

    1753 Ebling Trail, Annapolis, MD 21401

    Sculpted by nature this stunning home in Epping Forest with partial water views of the Severn River is perfect for a weekend getaway or permanent residence. Located in the highly coveted private gated waterfront community on the Severn River offering the ideal setting to celebrate the Annapolitan lifestyle. This charming and unique 3 bedroom, 3.5 bath home with over 2400 finished square feet

    Brad Kappel TTR Sotheby's International Realty

    1753 Ebling Trail, Annapolis, MD 21401
  • 229 Bowen Ct, Annapolis, MD 21401
    229 Bowen Ct, Annapolis, MD 21401
    229 Bowen Ct, Annapolis, MD 21401
    /24

    $849,900

    • 4 Beds
    • 2.5 Baths
    • 4,221 Sq Ft

    229 Bowen Ct, Annapolis, MD 21401

    Experience over 5,000 square feet of refined comfort in this beautifully appointed 4-bedroom, 2.5-bath Colonial, nestled at the end of a quiet cul-de-sac in the highly desirable Bowen Manor community of Annapolis. From the moment you step inside, you’ll appreciate the soaring ceilings, abundant natural light, and seamless flow that make this home perfect for grand entertaining and effortless

    Joshua Mast HomeSource Pro Real Estate

    229 Bowen Ct, Annapolis, MD 21401
  • 10-G Ironstone Ct, Annapolis, MD 21403
    10-G Ironstone Ct, Annapolis, MD 21403
    10-G Ironstone Ct, Annapolis, MD 21403
    /34

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    10-G Ironstone Ct, Annapolis, MD 21403

    Seller is offering $2,000.00 Closing cost contribution! Buyer can buy down their interest rate.This well-kept three-bedroom, two-and-a-half-bath end-unit townhome offers a functional layout across three levels, with abundant natural light and a private setting that backs to the woods. Located on the quieter backside of the community, this home enjoys a more peaceful, tucked-away feel. The

    Sandra K. Libby Long & Foster Real Estate, Inc.

    10-G Ironstone Ct, Annapolis, MD 21403
  • 39 Windwhisper Ln, Annapolis, MD 21403
    39 Windwhisper Ln, Annapolis, MD 21403
    39 Windwhisper Ln, Annapolis, MD 21403
    /58

    $750,000

    • 3 Beds
    • 3.5 Baths
    • 3,193 Sq Ft

    39 Windwhisper Ln, Annapolis, MD 21403

    Tucked away on a peaceful cul-de-sac in the desirable Georgetown Grove community, this beautifully maintained three-level non-riparian waterfront home offers the perfect blend of privacy, comfort, and convenience, with stunning views of Back Creek. Set on the largest lot in the neighborhood, this contemporary home is surrounded by natural beauty, including a protected wetland bird sanctuary that

    Kristi Neidhardt Northrop Realty

    39 Windwhisper Ln, Annapolis, MD 21403
  • 916 King James Landing Rd, Annapolis, MD 21403
    916 King James Landing Rd, Annapolis, MD 21403
    916 King James Landing Rd, Annapolis, MD 21403
    /41

    $724,900

    • 4 Beds
    • 3.5 Baths
    • 2,986 Sq Ft

    916 King James Landing Rd, Annapolis, MD 21403

    Gorgeous 4-Bedroom Home with High Ceilings & Flexible Living Spaces. Beautifully maintained and freshly painted, this 4-bedroom, 3.5-bath home offers generous living across three finished levels. The main floor features hardwood floors, a bright family room with fireplace, and an open-concept kitchen with a center island and 42" cabinets—ideal for both everyday living and entertaining. Upstairs,

    Elizabeth Dooner Coldwell Banker Realty

    916 King James Landing Rd, Annapolis, MD 21403
  • 917 Childs Point Rd, Annapolis, MD 21401
    917 Childs Point Rd, Annapolis, MD 21401
    917 Childs Point Rd, Annapolis, MD 21401
    /40

    $3,700,000

    • 5 Beds
    • 6 Baths
    • 6,094 Sq Ft

    917 Childs Point Rd, Annapolis, MD 21401

    This stunning waterfront retreat offers privacy, breathtaking views of Crab Creek and the South River, and a waterside pool. The newly extended pier can accommodate a 50' sailboat. South-facing exposure and walls of windows let in tons of natural light and the sunlight sparkles off the serene waters at the shoreline. The beautiful renovation by Gate One Builders and new hardwood flooring created

    Brad Kappel TTR Sotheby's International Realty

    917 Childs Point Rd, Annapolis, MD 21401
  • 1809 Labrott Ln, Annapolis, MD 21401
    1809 Labrott Ln, Annapolis, MD 21401
    1809 Labrott Ln, Annapolis, MD 21401
    /35

    $599,990

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

    1809 Labrott Ln, Annapolis, MD 21401

    Great SFH situated on flag lot in desirable location! Multiple living spaces on main level, open concept kitchen and family room with high ceilings and skylights. 2 generous sized bedrooms upstairs and spacious Primary Bedroom with private En Suite. Large basement with storage, exterior access, another bedroom and full bath. Garage was converted to additional space but can easily be converted

    Heidi Heiderman Coldwell Banker Realty

    1809 Labrott Ln, Annapolis, MD 21401
  • 1178 Idylewild Dr, Annapolis, MD 21409
    1178 Idylewild Dr, Annapolis, MD 21409
    1178 Idylewild Dr, Annapolis, MD 21409
    /30

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    1178 Idylewild Dr, Annapolis, MD 21409

    HVAC INSTALL BEFORE CLOSING – POSSIBLE!Welcome to this beautifully maintained, move‐in ready 3BR/2.5BA expanded home, perfectly situated on a spacious lot in the desirable, quiet community of Cape Saint Claire. Convenient parking is just steps from the front door, leading you into your forever home. Step inside to a bright and airy main level featuring soaring vaulted ceilings, abundant

    Liz Keyser VYBE Realty

    1178 Idylewild Dr, Annapolis, MD 21409
  • 414 Blossom Tree Ct, Annapolis, MD 21409
    414 Blossom Tree Ct, Annapolis, MD 21409
    414 Blossom Tree Ct, Annapolis, MD 21409
    /44

    $469,900

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    414 Blossom Tree Ct, Annapolis, MD 21409

    It’s rare to find a home that checks all the boxes—peaceful neighborhood, functional space, and a location that keeps you connected. This one does just that. Nestled on a quiet cul-de-sac in Whispering Woods, the setting feels tucked away while still offering easy access to everything Annapolis has to offer.Step outside and you’re just minutes from Broadneck parks, local shops, and

    James Bowerman Douglas Realty, LLC

    414 Blossom Tree Ct, Annapolis, MD 21409
  • 103 Norma Alley, Annapolis, MD 21403
    103 Norma Alley, Annapolis, MD 21403
    103 Norma Alley, Annapolis, MD 21403
    /49

    $695,000

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

    103 Norma Alley, Annapolis, MD 21403

    Welcome to this stunning, light-filled, and modern four-bedroom townhome located in the private, sought-after community of Primrose Hill in historic Annapolis. This beautifully appointed four-level home offers a spacious and versatile layout, including a top-floor loft with sun-drenched skylights and a full bath—perfect as a guest suite, office, or media room. Featuring 4 bedrooms, 3 full baths,

    Joanna Dalton Coldwell Banker Realty

    103 Norma Alley, Annapolis, MD 21403
  • 1864 Milvale Rd, Annapolis, MD 21409
    1864 Milvale Rd, Annapolis, MD 21409
    1864 Milvale Rd, Annapolis, MD 21409
    /85

    $5,950,000

    • 4 Beds
    • 7 Baths
    • 7,684 Sq Ft

    1864 Milvale Rd, Annapolis, MD 21409

    A Rare Opportunity on Milvale Road and Mill Creek.This exceptional waterfront property, crafted by renowned builder Lynbrook Homes and thoughtfully designed by architect Vince Green, offers a rare blend of luxury and serenity. The open-concept floor plan is designed to maximize the sweeping, panoramic views of Mill Creek, with western exposure providing breathtaking sunsets

    Glenn Sutton TTR Sotheby's International Realty

    1864 Milvale Rd, Annapolis, MD 21409
  • 90 River Dr, Annapolis, MD 21403
    90 River Dr, Annapolis, MD 21403
    90 River Dr, Annapolis, MD 21403
    /44

    $2,300,000

    • 3 Beds
    • 4 Baths
    • 1,830 Sq Ft

    90 River Dr, Annapolis, MD 21403

    Coastal Charm with Iconic Views | 90 River Drive, Bay Ridge!Experience timeless waterfront living at 90 River Drive in the heart of Bay Ridge, Annapolis. This beautifully appointed 3–4 bedroom, 4-bath home features a detached guest house, ideal for guests, a home office, or a studio space. Enjoy breathtaking views of the Bay Bridge and direct access to one of the area’s most spectacular

    Salley Widmayer TTR Sotheby's International Realty

    90 River Dr, Annapolis, MD 21403
  • 3412 Hidden River View Rd, Annapolis, MD 21403
    3412 Hidden River View Rd, Annapolis, MD 21403
    3412 Hidden River View Rd, Annapolis, MD 21403
    /73

    $2,650,000

    • 5 Beds
    • 5.5 Baths
    • 5,671 Sq Ft

    3412 Hidden River View Rd, Annapolis, MD 21403

    CASUAL ELEGANCE BEST DESCRIBES THIS COASTAL STYLE HOME IN THE SOUGHT AFTER COMMUNITY OF FISHING CREEK FARM. THIS HOME IS AN ENTERTAINERS DREAM! THIS 5 BEDROOM, 5 BATH HOME HAS IT ALL! EXQUISITE DETAILS THROUGHOUT, RESORT STYLE HEATED POOL WITH WATERFALLS, OUTDOOR SHOWER, OUTDOOR FIREPLACE THAT LEADS TO A GREAT ENTERTAINING AREA UNDER THE DECK OFF THE POOL WITH WET BARS, HIGH TOPS, OUT DOOR TV'S,

    Pamela Tierney Coldwell Banker Realty

    3412 Hidden River View Rd, Annapolis, MD 21403
  • 13 Lawrence Ave, Annapolis, MD 21403
    13 Lawrence Ave, Annapolis, MD 21403
    13 Lawrence Ave, Annapolis, MD 21403
    /68

    $849,000

    • 3 Beds
    • 3 Baths
    • 1,980 Sq Ft

    13 Lawrence Ave, Annapolis, MD 21403

    Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. Make this Home Your Own! USE YOUR IMAGINATION! July 2025: Waterproofed entire interior basement with a below floor drain field w/ Durawall panels, new sump pump & Replace and raise window well and establish a drain (right side of home) SEE MLS DOCUMENTS SECTION FOR DETAILS & TRANSFERABLE GUARANTEE!. Great Location

    Gary Schneider Long & Foster Real Estate, Inc.

    13 Lawrence Ave, Annapolis, MD 21403
  • 2514 Lyon Dr, Annapolis, MD 21403
    2514 Lyon Dr, Annapolis, MD 21403
    2514 Lyon Dr, Annapolis, MD 21403
    /65

    $3,850,000

    • 6 Beds
    • 6.5 Baths
    • 5,678 Sq Ft

    2514 Lyon Dr, Annapolis, MD 21403

    Life will never be the same. This slick and sleek coastal contemporary is beautifully designed for optimal waterfront living. With six bedrooms (FIVE ensuites), six full baths and one half bath, waterviews are visible from nearly all living spaces and bedrooms (and three bathrooms, to be fair). Witness the walls of windows on the first level, facing the Chesapeake Bay to the East and Severn

    Marcia Zercoe TTR Sotheby's International Realty

    2514 Lyon Dr, Annapolis, MD 21403
  • 1324 Hazel Nut Ct, Annapolis, MD 21409
    1324 Hazel Nut Ct, Annapolis, MD 21409
    1324 Hazel Nut Ct, Annapolis, MD 21409
    /40

    $418,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    1324 Hazel Nut Ct, Annapolis, MD 21409

    Move-In Ready 3BR/2.5BA Townhome in the Heart of Broadneck PeninsulaWelcome to this beautifully updated townhome located on the sought-after Broadneck Peninsula in Annapolis. Situated within the highly rated Broadneck School District, this move-in ready home offers modern upgrades and a prime location.Key Features: Energy Efficiency: Equipped with upgraded Low-E windows, thick

    Tiffany Cantler Douglas Realty, LLC

    1324 Hazel Nut Ct, Annapolis, MD 21409
  • 86 Summerfield Dr, Annapolis, MD 21403
    86 Summerfield Dr, Annapolis, MD 21403
    86 Summerfield Dr, Annapolis, MD 21403
    /28

    $399,900

    • 5 Beds
    • 2 Baths
    • 2,340 Sq Ft

    86 Summerfield Dr, Annapolis, MD 21403

    ANNAPOLIS lifestyle in this 3 Level Cape Cod, boasting 5 Bedrooms and 2 full Bathrooms. The Beautiful interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, stainless-steel appliances and attractive cabinetry enhances your cooking and gathering experience. Complete with a traditional floor plan

    Barry Lagemann Keller Williams Flagship

    86 Summerfield Dr, Annapolis, MD 21403
  • 1634 Orchard Beach Rd, Annapolis, MD 21409
    1634 Orchard Beach Rd, Annapolis, MD 21409
    1634 Orchard Beach Rd, Annapolis, MD 21409
    /54

    $930,000

    • 3 Beds
    • 3 Baths
    • 2,868 Sq Ft

    1634 Orchard Beach Rd, Annapolis, MD 21409

    An incredible opportunity with endless potential awaits! This 3-bedroom, 3-bath home sits on an elevated 3 acres, offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Whether you're looking to enjoy the existing solidly built home, renovate, or expand - this property provides the space and flexibility to create your dream retreat. Take advantage

    Rachel Best RE/MAX Leading Edge

    1634 Orchard Beach Rd, Annapolis, MD 21409
  • 1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    /47

    $2,675,000

    • 5 Beds
    • 5.5 Baths
    • 6,428 Sq Ft

    1241 Cherry Tree Ln, Annapolis, MD 21403

    Exquisite Savannah Style custom-built home in sought after, amenities-rich, Fishing Creek Farm community in Annapolis. This non-riparian waterfront home is nestled between 2 bodies of water providing endless water views from almost every room of the house. Wake up early to watch the wildlife and the sunrise over Cherry Tree Cove from the rear screened porch or enjoy peaceful water views and

    Brad Kappel TTR Sotheby's International Realty

    1241 Cherry Tree Ln, Annapolis, MD 21403
  • 712 Pearson Point Place, Annapolis, MD 21401
    712 Pearson Point Place, Annapolis, MD 21401
    712 Pearson Point Place, Annapolis, MD 21401
    /44

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 5,184 Sq Ft

    712 Pearson Point Place, Annapolis, MD 21401

    Nestled in sought-after Kingsport, this impeccably maintained residence offers a rare combination of comfort, style, and convenience. Kingsport residents enjoy exclusive access to a private pool, community dock, and beautifully landscaped walking trails—perfect for morning jogs, evening strolls, or weekend paddle-boarding adventures.This expansive home features five generously sized

    Amber Krause TTR Sotheby's International Realty

    712 Pearson Point Place, Annapolis, MD 21401
  • 735 Glenwood St, Annapolis, MD 21401
    735 Glenwood St, Annapolis, MD 21401
    735 Glenwood St, Annapolis, MD 21401
    /42

    $895,000

    • 3 Beds
    • 4 Baths
    • 2,634 Sq Ft

    735 Glenwood St, Annapolis, MD 21401

    Welcome to 735 Glenwood Street in highly desirable Cedar Park. This incredibly spacious homeoffers the perfect balance of quintessential Annapolis charm with modern conveniences andupdated amenities.At over 3,000 square feet across three levels, this gem features oak hardwood flooringthroughout the main and upper levels, a main level Master Bedroom Suite with tastefulwindow

    Greg Koch Taylor Properties

    735 Glenwood St, Annapolis, MD 21401
  • 52 Primrose Hill Ln, Annapolis, MD 21403
    52 Primrose Hill Ln, Annapolis, MD 21403
    52 Primrose Hill Ln, Annapolis, MD 21403
    /64

    $999,999

    • 5 Beds
    • 4.5 Baths
    • 3,978 Sq Ft

    52 Primrose Hill Ln, Annapolis, MD 21403

    NEW PRICE! Live the Annapolis lifestyle just close enough to enjoy in-town living, but tucked away in a quiet little enclave avoiding all the noise and parking challenges in town. The current homeowner refers to Primrose Hill as a serene little gem. Walk to coffee shops and dining hot spots, launch the boat or hop on the water taxi right up the street. This distinguished Georgian-style home

    Michele Deckman TTR Sotheby's International Realty

    52 Primrose Hill Ln, Annapolis, MD 21403
  • 3015 Friends Rd, Annapolis, MD 21401
    3015 Friends Rd, Annapolis, MD 21401
    3015 Friends Rd, Annapolis, MD 21401
    /43

    $3,250,000

    • 6 Beds
    • 6.5 Baths
    • 4,750 Sq Ft

    3015 Friends Rd, Annapolis, MD 21401

    3015 Friends Road is perched on a stunning point of land where the South River meets the protected waters of Boyds Cove. The views down the South River towards the Chesapeake Bay are truly endless! This custom-built home with 456 ft of waterfrontage is everything you’d hope for in a modern waterfront retreat. Built in 2021, it blends contemporary design with the relaxed elegance of coastal living

    Reid Buckley Long & Foster Real Estate, Inc.

    3015 Friends Rd, Annapolis, MD 21401
  • 1509 Feral Dae Ln Unit 204, Annapolis, MD 21409
    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409
    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409
    /39

    $500,000

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft

    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409

    Enjoy a fantastic lifestyle in this beautiful and pristine 2BR/2BA condo in the very desirable and vibrant 55+ community of Four Seasons at St Margarets! Enter the very well-kept secure building and access your second floor home by stairs or elevator ...OR use your garage door remote and enter the building through your private, over-sized garage. The dramatic open floor plan is ideal with

    Joan Peacock Long & Foster Real Estate, Inc.

    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409
  • 840 Childs Point Rd, Annapolis, MD 21401
    840 Childs Point Rd, Annapolis, MD 21401
    840 Childs Point Rd, Annapolis, MD 21401
    /126

    $4,450,000

    • 6 Beds
    • 9 Baths
    • 12,374 Sq Ft

    840 Childs Point Rd, Annapolis, MD 21401

    One-of-a-kind Waterfront Luxury in Annapolis, Maryland! Secluded on 2.59 lush, park-like acres along the shores of one of the Chesapeake Bay’s most serene and protected tributaries, this exceptional estate offers an unparalleled blend of privacy, elegance, and premier waterfront living rarely found in Annapolis. From the moment you arrive down the tree-lined drive, a sense of calm and

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    840 Childs Point Rd, Annapolis, MD 21401
  • 1900 Carrollton Rd, Annapolis, MD 21409
    1900 Carrollton Rd, Annapolis, MD 21409
    1900 Carrollton Rd, Annapolis, MD 21409
    /50

    $8,995,000

    • 7 Beds
    • 9 Baths
    • 12,200 Sq Ft

    1900 Carrollton Rd, Annapolis, MD 21409

    Rare opportunity for a true legacy property on the Severn River! Built by Pilli Custom Homes, this home is a masterpiece of craftsmanship. Wake up every morning to the everchanging scenery out your windows, step out onto your private balcony with a freshly brewed coffee from your in-room coffee bar, feeling the gentle river breeze as you watch sailboats drift by. Make your way down via the

    Brad Kappel TTR Sotheby's International Realty

    1900 Carrollton Rd, Annapolis, MD 21409
  • 2512 Lyon Dr, Annapolis, MD 21403
    2512 Lyon Dr, Annapolis, MD 21403
    2512 Lyon Dr, Annapolis, MD 21403
    /37

    $3,950,000

    • 4 Beds
    • 3.5 Baths
    • 4,587 Sq Ft

    2512 Lyon Dr, Annapolis, MD 21403

    Commanding panoramic views of the Chesapeake Bay, Bay Bridge, and Eastern Shore, this exceptional waterfront residence offers an unparalleled waterfront lifestyle. The regions finest team was assembled including Purple Cherry Architects and Gate One Builders to create a custom masterpiece of style, design and tranquility. Outside, a private 120’ IPE pier with two Hi-Tide boat lifts—including a

    Brad Kappel TTR Sotheby's International Realty

    2512 Lyon Dr, Annapolis, MD 21403
  • 2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    /72

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    2942 Southaven Dr, Annapolis, MD 21401

    Stunning Updated Colonial in a Water-Privileged Community! This beautifully renovated four-bedroom, two-and-a-half bath home features a custom kitchen with all-new cabinetry, Calcutta Quartz countertops, and sleek stainless-steel appliances, including dual ovens with a gas cooktop. The inviting family room is equipped with built-in surround sound speakers, perfect for entertaining. The luxurious

    James Fegan RE/MAX Executive

    2942 Southaven Dr, Annapolis, MD 21401
  • 1008 Commanders Way N, Annapolis, MD 21409
    1008 Commanders Way N, Annapolis, MD 21409
    1008 Commanders Way N, Annapolis, MD 21409
    /13

    $374,995

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft

    1008 Commanders Way N, Annapolis, MD 21409

    **$10,000 Price Reduction** Welcome Home! This contemporary townhome offers an abundance of natural light, beautiful views and an unbeatable location. Come see this beautiful townhome in a quiet family friendly community. This home features an open layout consisting of 3 Bedrooms, 2.5 Baths and a finished basement. The spacious living room leads into a large eat-in kitchen with beautiful views.

    Khurram Rehan EXP Realty, LLC

    1008 Commanders Way N, Annapolis, MD 21409
  • 1741 Holly Beach Farm Rd, Annapolis, MD 21409
    1741 Holly Beach Farm Rd, Annapolis, MD 21409
    1741 Holly Beach Farm Rd, Annapolis, MD 21409
    /35

    $3,800,000

    • 5 Beds
    • 3 Baths
    • 2,775 Sq Ft

    1741 Holly Beach Farm Rd, Annapolis, MD 21409

    Rare Waterfront Opportunity! Escape to your waterfront farmhouse retreat. Nestled on 3.5 picturesque acres overlooking the tranquil waters of protected Moss Pond, this charming historic property offers big views of and direct access to the Chesapeake Bay. Originally part of a working thoroughbred racehorse farm, this home is surrounded by parkland and privacy while still close to the city.

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    1741 Holly Beach Farm Rd, Annapolis, MD 21409
  • 165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    /49

    $1,475,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    Back on the market with a DRAMATIC price improvement!! Welcome to your truly turnkey 3-unit investment property in the HEART of Annapolis!! All 3 units come FULLY furnished, down to the spoons and forks!! Literally STEPS away from the Naval Academy main gate and downtown Annapolis!! Unit 1 is a 1 bedroom, 1 bathroom unit with a family room and a full eat-in kitchen w/ dishwasher. You will

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    165 King George St, Annapolis, MD 21401
  • 111 Clay St, Annapolis, MD 21401
    111 Clay St, Annapolis, MD 21401
    111 Clay St, Annapolis, MD 21401
    /28

    $635,000

    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft

    111 Clay St, Annapolis, MD 21401

    New List Price!! Great opportunity in West Annapolis! Discover the charm of 111 Clay St, a delightful 1940s Colonial offering a fantastic chance to own near Annapolis Downtown District. This home features a huge front porch, Large windows that brings in tons of natural light, to an open floor plan. Newly updated a few short years ago, this home features modern functionality and original charms.

    Thomas Johnson Smart Realty, LLC.

    111 Clay St, Annapolis, MD 21401
  • 1576 Bay Head Rd, Annapolis, MD 21409
    1576 Bay Head Rd, Annapolis, MD 21409
    1576 Bay Head Rd, Annapolis, MD 21409
    /68

    $3,475,000

    • 6 Beds
    • 5.5 Baths
    • 6,732 Sq Ft

    1576 Bay Head Rd, Annapolis, MD 21409

    Boating season is here! Incredible opportunity - Seller will hold a 10% second mortgage at 5.87% for five years if you are putting a minimum of 20% down! Welcome to 1576 Bay Head Road, an exceptional waterfront estate where luxury living meets the ultimate Chesapeake Bay lifestyle. Perfectly situated on a private one-acre lot along the calm, protected waters of the Little Magothy River, this

    Wendy Oliver Coldwell Banker Realty

    1576 Bay Head Rd, Annapolis, MD 21409

Showing Results 41 - 80, Page 2 of 3

Maryland Anne Arundel County Annapolis

3-Story Homes for Sale in Annapolis, MD

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In Annapolis, there are currently 102 three-story homes for sale, offering expansive living spaces and distinctive architectural designs. These properties present an exciting opportunity for individuals or families seeking a home that stands out from the ordinary. Whether you're looking for a three-story townhouse or single-family residence, there's something for everyone in Annapolis, MD.

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