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Annapolis, MD 3-Story Homes for Sale

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  • /56

    $1,880,000

    • 4 Beds
    • 5 Baths
    • 3,828 Sq Ft

    116 Academy St, Annapolis, MD 21401

    New Improved price! Newer Craftsman home located in sought after Murray Hill in the heart of downtown Annapolis. This spacious Craftsman home offers the rare combination of modern construction, architectural character, and true walkable in-town living. Built in 2014, the residence begins with a welcoming front porch and opens into a thoughtfully designed main level featuring high ceilings

    Kate Hopkins Coldwell Banker Realty

    116 Academy St, Annapolis, MD 21401
  • /27

    $1,325,000

    • 5 Beds
    • 4.5 Baths
    • 4,796 Sq Ft

    1707 Ritchie Hwy, Annapolis, MD 21409

    Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 5 Bedrooms, 2 Offices, 4.5 Bathrooms, with 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county). A stone's throw to downtown without the city taxes. Across from B&A bike Trail & WWII Memorial. Direct

    Mary Saba Hayden Realty & Development, LLC

    1707 Ritchie Hwy, Annapolis, MD 21409
  • /45

    $1,200,000

    • 4 Beds
    • 4 Baths
    • 3,070 Sq Ft

    357 Overlook Trail, Annapolis, MD 21401

    Tucked within the sought-after gated waterfront community of Epping Forest, this charming Craftsman-style home pairs a serene, elevated setting with exceptional water access at the mouth of Clements Creek and the Severn River. The private sandy beach and deep-water pier with 12,000-lb boat lift create an ideal launching point for boating, paddleboarding, and exploring Annapolis waterways while

    Brad Kappel TTR Sotheby's International Realty

    357 Overlook Trail, Annapolis, MD 21401
  • /129

    $2,795,000

    • 5 Beds
    • 4.5 Baths
    • 6,412 Sq Ft

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Saturday, April 4th, 12 - 2 pm** Welcome to 856 St Edmonds Place! Newly positioned $700k below recent appraisal! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • /59

    $1,529,000

    • 4 Beds
    • 4.5 Baths
    • 3,779 Sq Ft

    1109 Boucher Ave, Annapolis, MD 21403

    Greet neighbors from the front porch or entertain them on the private, fenced rear patio. This classically designed home offers high ceilings, two gas fireplaces, updated kitchen and baths and a floor plan that allows for intimate gatherings or lavish dinner parties. Light floods all the rooms including the 4 upper level(3 ensuite) bedrooms, one with a balcony. The lower level offers a cozy

    Stealey Ashley Coldwell Banker Realty

    1109 Boucher Ave, Annapolis, MD 21403
  • /69

    $629,000

    • 4 Beds
    • 2.5 Baths
    • 1,855 Sq Ft

    40 Windwhisper Ln, Annapolis, MD 21403

    Recently Refreshed and Brand-New Roof to be installed by seller prior to closing!!! Ready for showings this week!! Welcome to 40 Windwhisper Lane, Updated 4 bedroom and 2.5 bath home, including a bedroom and half bath conveniently located on the main level. Enjoy an updated kitchen and numerous renovations throughout, complemented by fresh new paint, lighting, and moldings. Other updates include

    Joanna Dalton Coldwell Banker Realty

    40 Windwhisper Ln, Annapolis, MD 21403
  • /36

    $637,500

    • 3 Beds
    • 4 Baths
    • 3,016 Sq Ft

    709 Skippers Ln, Annapolis, MD 21401

    Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‐after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home.

    Michelle Boretti Coldwell Banker Realty

    709 Skippers Ln, Annapolis, MD 21401
  • /92

    $1,695,000

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

    1836 Burley Ln, Annapolis, MD 21409

    With the ability to dock 5 boats on a beautifully protected cove on Burley Creek, with 10' MLW, potable water and electricity at the dock, with 30 AMP hook-up, you essentially have a private marina that happens to have a lovely home included. Exceptional features rarely found in Annapolis at the price point. Tucked into a lovely setting yet just minutes from downtown Annapolis, this refreshed

    Jackie Reinauer Long & Foster Real Estate, Inc.

    1836 Burley Ln, Annapolis, MD 21409
  • /67

    $3,495,000

    • 5 Beds
    • 5.5 Baths
    • 4,204 Sq Ft

    90 E Lake Dr, Annapolis, MD 21403

    Come explore the shores of Bay Ridge. As Annapolis's premiere waterfront community, Bay Ridge boasts an Olympic-sized swimming pool, a marina with 120 slips, and a private clubhouse. Serving as home to the Chesapeake Bay Foundation, this community stewards and embodies all of the finer aspects of living on the Chesapeake. With miles of shoreline, private beaches, and breathtaking views, Bay Ridge

    Colleen Smith EXP Realty, LLC

    90 E Lake Dr, Annapolis, MD 21403
  • /42

    $1,449,000

    • 2 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    120 Chesapeake Ave, Annapolis, MD 21403

    Incredible Opportunity in the Heart of Eastport! Beautifully remodeled Victorian located on the Eastport Peninsula. Features include a welcoming front porch, wood floors, and a chef’s kitchen with Viking appliances, a 6-burner stove, and vented hood. Windows and roof were replaced in 2025; roof includes new gutter guards. Energy-efficient appliances, including a gas on-demand water heater, have

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    120 Chesapeake Ave, Annapolis, MD 21403
  • /45

    $525,000

    • 2 Beds
    • 2 Baths

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403

    The Seasons change the views. Come to the open house this Saturday or Sunday from 1 - 3. A great opportunity just before spring market. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 hour security, tennis courts, a beach and walking trails.

    Minnie Ramirez TTR Sotheby's International Realty

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
  • /75

    $3,449,999

    • 6 Beds
    • 7 Baths
    • 7,766 Sq Ft

    812 Coachway, Annapolis, MD 21401

    Repriced to Sell as of 1.26.26 !! Wake up to Severn River views, not dock maintenance! 812 Coachway is an all-brick waterfront estate in The Downs on the Severn, offering 6 bedrooms, 7 baths, and over 7,500 square feet of refined indoor-outdoor living. Thoughtfully updated to merge timeless architecture with modern luxury, nearly every room frames stunning Severn River views. A two-story foyer

    Keisha McClain Hubble Bisbee Christie's International Real Estate

    812 Coachway, Annapolis, MD 21401
  • /106

    $3,250,000

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

    1486 Downham Market, Annapolis, MD 21401

    1486 Downham Market is the ultimate Annapolis deep-water estate—designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek—one of the safest hurricane holes on the Severn River—this home pairs architectural brilliance with one of the region’s most coveted waterfront settings. A commanding 180’ pier with three boat slips, 50-amp

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • /47

    $1,050,000

    • 5 Beds
    • 4 Baths
    • 3,759 Sq Ft

    553 Choptank Cove Ct, Annapolis, MD 21401

    Days on market reflects seller ability to show because of illness.English Tudor featuring a stone front patio, covered front porch for nature lovers and bird watchers. Driveway paved and widened in 2021, extensive gardens and plantings. House surrounded by mature trees for tons of shade and privacy. Rear deck is 45 ft by 16 ft and built to hold a large hot tub. Constructed in 2016 for

    Linda Patterson Long & Foster Real Estate, Inc.

    553 Choptank Cove Ct, Annapolis, MD 21401
  • /51

    $1,650,000

    • 4 Beds
    • 4 Baths
    • 2,798 Sq Ft

    3300 Shore Dr, Annapolis, MD 21403

    Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering unique views of the Chesapeake Bay and Oyster Creek from nearly every room. Step inside to discover the open design, highlighting a gourmet kitchen designed for both beauty and function, featuring granite countertops, stainless

    John Collins Long & Foster Real Estate, Inc.

    3300 Shore Dr, Annapolis, MD 21403
  • /46

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    9 Shipwright St, Annapolis, MD 21401

    Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • /56

    $1,384,000 New Construction

    • 6 Beds
    • 4 Baths
    • 3,702 Sq Ft

    2644 Claibourne Rd, Annapolis, MD 21403

    Waterfront Views - Annapolis Roads Community! AMAZING BRAND NEW WATER VIEW HOME in a desirable Annapolis, MD location! This stunning 5 bedroom, 3 full bathroom residence offers all the amenitiew of Annapolis Roads and lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. Special

    George Bailey Keller Williams Flagship

    2644 Claibourne Rd, Annapolis, MD 21403
  • /12

    $3,285,000 New Construction

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

    4 Shiley St, Annapolis, MD 21401

    This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural

    Brad Kappel TTR Sotheby's International Realty

    4 Shiley St, Annapolis, MD 21401
  • /8

    $995,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    105 Griscom Square Way, Annapolis, MD 21403

    Welcome to Eastport Estates at Griscom Square, a brand-new construction community of just 11 luxury single-family homes, located within one mile of downtown Eastport! Each residence showcases high-end finishes, spacious open-concept layouts, 9-foot ceilings, 4-5 Bedrooms, gourmet kitchen, modern baths, 2-car garages with private parking, and quality craftsmanship throughout, creating a truly

    Joanna Dalton Coldwell Banker Realty

    105 Griscom Square Way, Annapolis, MD 21403
  • /35

    $2,750,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,116 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    A brand-new home for the brand-new you. You’ve worked hard to get here—now you deserve a home that reflects it. With Whitehall Building & Company, your dream home becomes reality through a flexible design/build process, a guaranteed delivery date, and a fixed-price contract. This exceptional to-be-built waterfront residence in coveted Parkwood offers the perfect blend of Eastport living with the

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • /16

    $896,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    1217 Hampton Rd, Annapolis, MD 21409

    New Construction in Cape St. Claire. Home construction will start in March. Delivery date will be end of August or beginning of September. Days on the market began when lot was purchased. Please look at the documents section of the listing to see all standard features included with this home and all floor plans and site plan. Pictures shown in this listing are of a previous home built at 1216

    Frank Livingston Cook Real Estate Brokerage

    1217 Hampton Rd, Annapolis, MD 21409
  • /6

    $1,575,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,437 Sq Ft

    1907 Mackiebeth Ct, Annapolis, MD 21401

    PHOTOS TO BE UPDATED BY THE END OF MARCH! This is a rare opportunity to own a newly built, beautifully designed home on a large lot in an established neighborhood-with nature at your doorstep and everything Annapolis has to offer just minutes away. This home is estimated to be completed by the end of April, 2026. With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms

    Marilyn Hendley EXP Realty, LLC

    1907 Mackiebeth Ct, Annapolis, MD 21401
  • /23

    $600,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,037 Sq Ft

    14 A Dorsey Ave, Annapolis, MD 21401

    *TO BE BUILT / READY TO BE CUSTOMIZED. CONSTRUCTION STARTING SOON* Starting at a base price of $600k. Reach out to Chase Kincer today for customization options!In addition to the builder's warranty, there is a 5-year roof warranty.Listing Photos are just for representation purposes of the same spec house.

    Sean Hicks LPT Realty, LLC

    14 A Dorsey Ave, Annapolis, MD 21401
  • /15

    $1,750,000 Coming Soon

    • 5 Beds
    • 4 Baths
    • 4,589 Sq Ft

    1207 Thomas Point Ct, Annapolis, MD 21403

    WELCOME TO THIS BEAUTIFULLY DESIGNED 5/6 BEDROOM, 4 FULL BATH BRICK BEAUTY IN THE HIGHLY SOUGHT AFTER WATER-PRIVILEGED COMMUNITY OF FISHING CREEK FARM! FROM THE MOMENT YOU ENTER, THE HOME FEELS BOTH ELEVATED AND INVITING WITH WELL-APPOINTED SPACES, NATURAL FLOW, AND QUALITY FINISHES THROUGHOUT. THE MAIN LEVEL OFFERS A TWO STORY FOYER AND A HOME OFFICE (OR MAIN LEVEL BEDROOM) WITH PLANTATION

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    1207 Thomas Point Ct, Annapolis, MD 21403
  • /2

    $550,000 Coming Soon

    • 2,024 Sq Ft

    608 S Cherry Grove Ave, Annapolis, MD 21401

    You will love this well maintained, move-in ready, end unit, two car garage townhouse.

    Michael Schroeder Long & Foster Real Estate, Inc.

    608 S Cherry Grove Ave, Annapolis, MD 21401
  • /5

    $725,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    1513 West St, Annapolis, MD 21401

    Professional Pictures coming after Christmas. Please call LA with any questions. ***LIsting agreement is still in place. Please do not contact homeowner**

    Kristen Rogers Douglas Realty LLC

    1513 West St, Annapolis, MD 21401
  • /10

    $2,700,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 3,565 Sq Ft

    98 Duke of Gloucester St, Annapolis, MD 21401

    LOCATION! Welcome to one of downtown Annapolis’ most exceptional offerings. Perfectly positioned in the heart of the Historic District, 98 Duke of Gloucester Street is the kind of property buyers wait years to find. Set on one of the widest, two-way streets downtown, this rare residence offers the convenience of being just steps from the waterfront, restaurants, shops, and the charm that makes

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    98 Duke of Gloucester St, Annapolis, MD 21401
  • /6

    $840,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 3,395 Sq Ft

    712 Coybay Dr, Annapolis, MD 21401

    Welcome to The Somerfield in “English Style,” where timeless architecture meets modern comfort on one of the most desirable streets in Kingsport. From the moment you arrive, you’ll notice the striking brick façade with arched transom windows and formal pediments, all set along a tree-lined street with sidewalks and exceptional curb appeal, with the community pool located directly across the wide

    Tina Marie Biggs EXP Realty, LLC

    712 Coybay Dr, Annapolis, MD 21401
  • /30

    $715,000 Coming Soon

    • 5 Beds
    • 3 Baths
    • 3,110 Sq Ft

    326 Cedar Ln, Annapolis, MD 21403

    Professional Photography as well as remarks, coming soon. This property will go active on Thursday April, 9th 2026.

    Ryan Briggs Anne Arundel Properties, Inc.

    326 Cedar Ln, Annapolis, MD 21403
  • /2

    $895,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,145 Sq Ft

    3135 Anchorage Dr, Annapolis, MD 21403

    Coming Soon!

    Bob Lucido Keller Williams Lucido Agency

    3135 Anchorage Dr, Annapolis, MD 21403
  • /2

    $998,900 Coming Soon

    • 3,292 Sq Ft

    349 Epping Way, Annapolis, MD 21401

    Coming soon! Tucked among the trees in the gated waterfront community of Epping Forest, this charming three-level home offers soaring ceilings, inviting living spaces, and peaceful wooded views. The chef’s kitchen is both functional and welcoming, featuring a wood stove that adds warmth and character. Just off the kitchen and dining area, the spacious living room showcases vaulted ceilings,

    Michele Cordle Long & Foster Real Estate, Inc.

    349 Epping Way, Annapolis, MD 21401
  • /2

    $649,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft

    1337 Swan Dr, Annapolis, MD 21409

    REMARKS AND PICTURE COMING SOON.

    Curtis LeMay Real Estate Depot

    1337 Swan Dr, Annapolis, MD 21409
  • /10

    $1,050,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    3249 Arundel on The Bay Rd, Annapolis, MD 21403

    Justin Walker Keller Williams Flagship

    3249 Arundel on The Bay Rd, Annapolis, MD 21403

Showing Results 41 - 73, Page 2 of 2

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