82

Colonial Homes for Sale in Annapolis, MD

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  • 3280 Arundel on The Bay Rd, Annapolis, MD 21403
    3280 Arundel on The Bay Rd, Annapolis, MD 21403
    3280 Arundel on The Bay Rd, Annapolis, MD 21403
    /39

    $799,900

    $25K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,144 Sq Ft

    3280 Arundel on The Bay Rd, Annapolis, MD 21403

    Welcome to this beautifully maintained custom built Tudor Style home in this small coastal community! NO HOA!! With a primary suite and full bath on the main level and another primary suite with full bath on the upper level, this home is perfect for multi-generational living and accessibility! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 bedroom and 1.5

    Deanna Marshall The KW Collective

    3280 Arundel on The Bay Rd, Annapolis, MD 21403
  • 1848 Cherry Rd, Annapolis, MD 21409
    1848 Cherry Rd, Annapolis, MD 21409
    1848 Cherry Rd, Annapolis, MD 21409
    /56

    $875,000

    $20K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,150 Sq Ft

    1848 Cherry Rd, Annapolis, MD 21409

    Some addresses just make life better. This one is tucked back in Beechwood on the Burley — a sought-after water-privileged community in St. Margarets, with private access to Burley Creek for kayaking, canoeing, and boating, plus a community pier, dock slips, and picnic area steps from your door. Downtown Annapolis is less than 2 miles away, yet the setting feels genuinely private, sheltered under

    Emily Marsh Engel & Völkers Annapolis

    1848 Cherry Rd, Annapolis, MD 21409
  • 371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    /17

    $1,218,375

    $64K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 6,724 Sq Ft

    371 Carriage Park Way, Annapolis, MD 21401

    Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and

    Christopher Guldi Keller Williams Flagship

    371 Carriage Park Way, Annapolis, MD 21401
  • 21 Woodlawn Ave, Annapolis, MD 21401
    21 Woodlawn Ave, Annapolis, MD 21401
    21 Woodlawn Ave, Annapolis, MD 21401
    /60

    $819,000

    $80K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,549 Sq Ft

    21 Woodlawn Ave, Annapolis, MD 21401

    **NEW PRICE, UPDATED SQUARE FOOTAGE + NEW PHOTOS ADDED — INCREDIBLE OPPORTUNITY!** Boasting 1,549 sq. ft. of finished historic charm, this 1905 Homewood treasure sits on a rare, oversized 0.26-acre lot—offering space and flexibility nearly impossible to find this close to City Dock. While the main house charms with high ceilings, refinished hardwoods, and a light-filled 3-seasons wrap-around

    Elizabeth Leighty Real Broker, LLC - Annapolis

    21 Woodlawn Ave, Annapolis, MD 21401
  • 1353 Yorktown Rd, Annapolis, MD 21409
    1353 Yorktown Rd, Annapolis, MD 21409
    1353 Yorktown Rd, Annapolis, MD 21409
    /39

    $1,199,999

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    1353 Yorktown Rd, Annapolis, MD 21409

    Escape to your New Sanctuary on a 1.17 Acre Lot. Welcome to the Birch Model, one of our premier homes designed for those who desire the best in space, style, and comfort. This home offers everything you need for luxurious living.UP TO 5 Bedrooms: Perfect for large families or those who enjoy hosting guests, each bedroom is spacious and thoughtfully designed.UP TO 4.5 Bathrooms: Enjoy the

    Elizabeth Warren The Pinnacle Real Estate Co.

    1353 Yorktown Rd, Annapolis, MD 21409
  • 700 N Holly Dr, Annapolis, MD 21409
    700 N Holly Dr, Annapolis, MD 21409
    700 N Holly Dr, Annapolis, MD 21409
    /53

    $1,075,000

    Open Sun 2PM - 4PM $24K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    700 N Holly Dr, Annapolis, MD 21409

    Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light create a warm and inviting atmosphere throughout. The kitchen is filled with natural light and offers gray-toned cabinetry, recessed lighting, a sunny breakfast area, and peaceful tree-lined views. Perfect for both everyday living

    Sheena Saydam Keller Williams Capital Properties

    700 N Holly Dr, Annapolis, MD 21409
  • 1469 Pleasant Lake Rd, Annapolis, MD 21409
    1469 Pleasant Lake Rd, Annapolis, MD 21409
    1469 Pleasant Lake Rd, Annapolis, MD 21409
    /68

    $949,000

    $41K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,542 Sq Ft

    1469 Pleasant Lake Rd, Annapolis, MD 21409

    Rarely does a home combine over half an acre of privacy, neighborhood beach access, a heated 3-car garage, and Broadneck schools—all just minutes from downtown Annapolis and the Chesapeake Bay." Passing scenic, conservation-protected farmland before arriving in the highly sought-after Pleasant Plains neighborhood. Step inside through the welcoming foyer to a recently updated kitchen and dining

    Kevin Stodd EXP Realty, LLC

    1469 Pleasant Lake Rd, Annapolis, MD 21409
  • 1105 Boucher Ave, Annapolis, MD 21403
    1105 Boucher Ave, Annapolis, MD 21403
    1105 Boucher Ave, Annapolis, MD 21403
    /9

    $1,285,000

    Open Sun 1PM - 3PM Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,928 Sq Ft

    1105 Boucher Ave, Annapolis, MD 21403

    Nestled in the heart of Eastport, this thoughtfully designed 3-bedroom, 2.5-bath home offers the perfect combination of comfortable living, modern updates, and one of Annapolis' most sought-after walkable locations. Complete with a rare detached two-car garage, this is an exceptional opportunity to enjoy the Eastport lifestyle in an established neighborhood that continues to attract significant

    Teresa Klem Long & Foster Real Estate, Inc.

    1105 Boucher Ave, Annapolis, MD 21403
  • 1322 Windsor Ridge Ln, Annapolis, MD 21409
    1322 Windsor Ridge Ln, Annapolis, MD 21409
    1322 Windsor Ridge Ln, Annapolis, MD 21409
    /98

    $1,800,000

    • 5 Beds
    • 5.5 Baths
    • 4,648 Sq Ft

    1322 Windsor Ridge Ln, Annapolis, MD 21409

    Built in 2001, this stately brick Koch Colonial offers 4,648 square feet above grade and is nestled on a private 5.73-acre cul-de-sac lot in the highly sought-after Broadneck School District, delivering the perfect blend of luxury, privacy, and timeless elegance. Featuring a stunning 2022 gourmet kitchen renovation, 5 bedrooms, 5.5 baths, a 3-car garage with new epoxy flooring, an extended

    Elizabeth DuLaney EXP Realty, LLC

    1322 Windsor Ridge Ln, Annapolis, MD 21409
  • 844 Harbor View Terrace, Annapolis, MD 21409
    844 Harbor View Terrace, Annapolis, MD 21409
    844 Harbor View Terrace, Annapolis, MD 21409
    /70

    $1,175,000

    $75K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,920 Sq Ft

    844 Harbor View Terrace, Annapolis, MD 21409

    Previous Buyers move from California fell through. Home is back on the market and ready for you! Wake up to panoramic views of the Magothy River from this beautifully updated home in the sought-after waterfront community of Cape St. Claire. Expansive windows fill the home with natural light while showcasing breathtaking water views from many of the primary living spaces. The stunning remodeled

    Brooke Austin-McAdam TTR Sotheby's International Realty

    844 Harbor View Terrace, Annapolis, MD 21409
  • 1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    /113

    $1,575,000

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

    1907 Mackiebeth Ct, Annapolis, MD 21401

    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 ready to go and can do a quick occupancy! With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms and 4.5-baths and sits on the last available lot in

    Marilyn Hendley EXP Realty, LLC

    1907 Mackiebeth Ct, Annapolis, MD 21401
  • 45 Fleet St, Annapolis, MD 21401
    45 Fleet St, Annapolis, MD 21401
    45 Fleet St, Annapolis, MD 21401
    /69

    $824,995

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    45 Fleet St, Annapolis, MD 21401

    A rare opportunity to own one of Annapolis' most distinguished historic residences, thoughtfully restored to preserve its extraordinary heritage while seamlessly incorporating today's finest amenities. This remarkable 18th-century Tidewater Georgian Vernacular home is a recipient of the 2017 Historic Annapolis Preservation Award, is listed on the National Register of Historic Places, and offers

    Kevin Stodd EXP Realty, LLC

    45 Fleet St, Annapolis, MD 21401
  • 422 First St, Annapolis, MD 21403
    422 First St, Annapolis, MD 21403
    422 First St, Annapolis, MD 21403
    /21

    $790,000

    $80K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,094 Sq Ft

    422 First St, Annapolis, MD 21403

    Welcome to Eastport—just steps from downtown Annapolis. This charming duplex with rare two-car off-street parking offers the perfect blend of convenience, and coastal living. Freshly painted throughout, this meticulously maintained two-bedroom, 1.5-bath home features numerous updates, including new hardwood flooring throughout, new windows in the living room and kitchen, a new wood-burning stove,

    Cindy Nairn Coldwell Banker Realty

    422 First St, Annapolis, MD 21403
  • 1189 Highview Dr, Annapolis, MD 21409
    1189 Highview Dr, Annapolis, MD 21409
    1189 Highview Dr, Annapolis, MD 21409
    /87

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft

    1189 Highview Dr, Annapolis, MD 21409

    YOU'LL HAVE IT MADE IN THE SHADE HERE! 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF & SKYLIGHTS W/REMOTE OPERATED MINI-BLINDS, NEW WASHER & DRYER, NEW LUXURY VINYL PLANK. Brand new price. Brand new pictures. Brand new staging. Take a second look.Skylights and two story living space keep the inside bright while outside you'll feel 10 degrees cooler in the shaded oasis of your lushly

    Sherry Young RE/MAX Executive

    1189 Highview Dr, Annapolis, MD 21409
  • 83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    /51

    $2,295,000

    $155K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,178 Sq Ft

    83 Market St, Annapolis, MD 21401

    This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove

    Elizabeth Dooner Coldwell Banker Realty

    83 Market St, Annapolis, MD 21401
  • 34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    /50

    $685,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    34 Pinkney St, Annapolis, MD 21401

    How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. Some of the recent updates include New HVAC -2025, New Metal Roof-2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The

    Alex Tower Sears TTR Sotheby's International Realty

    34 Pinkney St, Annapolis, MD 21401
  • 2644 Queen Anne Cir, Annapolis, MD 21403
    2644 Queen Anne Cir, Annapolis, MD 21403
    2644 Queen Anne Cir, Annapolis, MD 21403
    /40

    $820,000

    $100K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    2644 Queen Anne Cir, Annapolis, MD 21403

    The sellers are offering $10,000.00 towards purchaser closing costs!Enjoy the water privileged lifestyle of the Annapolis Roads community on Lake Ogleton, Annapolis. This distinctive home offers an abundance of custom features, indoor and outdoor living spaces, great views, architectural details, and access to some of Annapolis' most sought-after waterfront amenities. From the beautiful

    Craig Marcum Long & Foster Real Estate, Inc.

    2644 Queen Anne Cir, Annapolis, MD 21403
  • 158 Prince George St, Annapolis, MD 21401
    158 Prince George St, Annapolis, MD 21401
    158 Prince George St, Annapolis, MD 21401
    /35

    $1,425,000

    $174K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,033 Sq Ft

    158 Prince George St, Annapolis, MD 21401

    RARE OPPORTUNITY TO OWN A REMARKABLE PIECE OF ANNAPOLIS HISTORY! The Patrick Creagh House c. 1740 (also known as 160 Prince George Street) is an architecturally significant residence with a gambrel roof structure and features header and English bond brick walls. This property has been thoughtfully adapted for modern living while preserving its timeless character and craftsmanship. Ideally located

    Marion Brenner Long & Foster Real Estate, Inc.

    158 Prince George St, Annapolis, MD 21401
  • 1428 Millwood Ct, Annapolis, MD 21409
    1428 Millwood Ct, Annapolis, MD 21409
    1428 Millwood Ct, Annapolis, MD 21409
    /48

    $400,000

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 1,815 Sq Ft

    1428 Millwood Ct, Annapolis, MD 21409

    Beautifully renovated three-level townhome featuring modern updates and a functional floor plan throughout. The main level offers an open-concept design centered around a remodeled kitchen with quartz countertops, contemporary white cabinetry, and stainless steel appliances. The adjoining living and dining areas provide easy access to the freshly painted rear deck. The upper level includes three

    Patrick McCarthy RE/MAX Leading Edge

    1428 Millwood Ct, Annapolis, MD 21409
  • 108 Conley Dr, Annapolis, MD 21403
    108 Conley Dr, Annapolis, MD 21403
    108 Conley Dr, Annapolis, MD 21403
    /18

    $395,000

    $90K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    108 Conley Dr, Annapolis, MD 21403

    Owner is offering $ 5,000.00 for helping buyer with closings costs!!Great location! Sweet, cozy, and lovely semi-detached home. 3 bedroom, 1 1/2 baths and semi finished basement. The house is ready for your personal touch! NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 /97 HWY. GREAT OPPORTUNITY! Bring your best offer.

    Edilene Barros Keller Williams Select Realtors of Annapolis

    108 Conley Dr, Annapolis, MD 21403
  • 149 Quiet Waters Place, Annapolis, MD 21403
    149 Quiet Waters Place, Annapolis, MD 21403
    149 Quiet Waters Place, Annapolis, MD 21403
    /55

    $455,000

    $40K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,740 Sq Ft

    149 Quiet Waters Place, Annapolis, MD 21403

    MAJOR PRICE REDUCTION! Beautifully updated by the current owners, this move-in ready home offers a fresh, modern feel with stylish finishes throughout and a rare opportunity to own in Annapolis at this price point, just minutes from Eastport, Downtown Annapolis, and Quiet Waters Park. Boasting over 2,000 square feet, the spacious floor plan features a large living area, separate dining space,

    Joanna Dalton Coldwell Banker Realty

    149 Quiet Waters Place, Annapolis, MD 21403
  • 1005 Hyde Park Dr, Annapolis, MD 21403
    1005 Hyde Park Dr, Annapolis, MD 21403
    1005 Hyde Park Dr, Annapolis, MD 21403
    /44

    $489,000

    • 2 Beds
    • 1 Bath
    • 1,190 Sq Ft

    1005 Hyde Park Dr, Annapolis, MD 21403

    Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been

    Michael Simi Douglas Realty LLC

    1005 Hyde Park Dr, Annapolis, MD 21403
  • 718 Whitehall Beach Rd, Annapolis, MD 21409
    718 Whitehall Beach Rd, Annapolis, MD 21409
    718 Whitehall Beach Rd, Annapolis, MD 21409
    /95

    $1,600,000

    • 3 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    718 Whitehall Beach Rd, Annapolis, MD 21409

    A rare opportunity to own over 2 private acres in one of Annapolis’ most desirable waterfront communities. Complete with a private tennis court and backing to a sprawling horse farm, this exceptional property offers the perfect blend of privacy, recreation, and the Chesapeake lifestyle. Nestled in the sought-after Whitehall Beach neighborhood, residents enjoy community water access, a fishing

    Joanna Dalton Coldwell Banker Realty

    718 Whitehall Beach Rd, Annapolis, MD 21409
  • 307 Sloping Woods Ct, Annapolis, MD 21409
    307 Sloping Woods Ct, Annapolis, MD 21409
    307 Sloping Woods Ct, Annapolis, MD 21409
    /29

    $395,000

    • 3 Beds
    • 3.5 Baths
    • 1,736 Sq Ft

    307 Sloping Woods Ct, Annapolis, MD 21409

    Welcome to 307 Sloping Woods Ct, nestled in the well-established community of Whispering Woods on the sought-after Broadneck Peninsula, conveniently tucked away just off Route 50. This spacious townhome offers 3 bedrooms, 3.5 baths, and nearly 2,000 square feet of finished living space.Designed for both everyday living and entertaining, the main level features an open living and dining area

    Stephanie Geddings Berkshire Hathaway HomeServices Homesale Realty

    307 Sloping Woods Ct, Annapolis, MD 21409
  • 5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    /25

    $269,999

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

    1312 Square Ft Condo in Fairwinds of Annapolis ***NEW HVAC November 2024*** NEW LIGHTING 2024***NEW ELECTRICAL PANEL 2026 ***New shower glass door in master bathroom Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath WITH DEN condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 935 Marine Dr, Annapolis, MD 21409
    935 Marine Dr, Annapolis, MD 21409
    935 Marine Dr, Annapolis, MD 21409
    /36

    $625,000

    $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,480 Sq Ft

    935 Marine Dr, Annapolis, MD 21409

    Welcome home to this charming and spacious four-bedroom, two-bath colonial offering the perfect blend of comfort and functionality. Filled with abundant natural light, this inviting home features a thoughtful layout with a warm combination of hardwood floors and plush carpeting throughout. The bright and airy living spaces flow effortlessly, creating an ideal setting for both everyday living and

    Elaina Bellas LPT Realty, LLC

    935 Marine Dr, Annapolis, MD 21409
  • 812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    /75

    $2,999,999

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

    812 Coachway, Annapolis, MD 21401

    Repriced to Sell on 6.1.26 !! Open House This Saturday, June 6th 11:00am-1:00pm. 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

    Keisha McClain Hubble Bisbee Christie's International Real Estate

    812 Coachway, Annapolis, MD 21401
  • 126 Brightwater Dr, Annapolis, MD 21401
    126 Brightwater Dr, Annapolis, MD 21401
    126 Brightwater Dr, Annapolis, MD 21401
    /50

    $419,990

    • 4 Beds
    • 3.5 Baths
    • 1,780 Sq Ft

    126 Brightwater Dr, Annapolis, MD 21401

    .Extremely attractive 4 bedroom 3.5 bath townhouse. Located near major roads and amenities in Annapolis.The kitchen has all stainless steel appliances and quartz counter top. The entire house has been repainted and and also the deck . The deck can be accessed from the living room... The master bedroom has a private bathroom and is a good size... There is a powder room on the main level

    Imo Umoren Samson Properties

    126 Brightwater Dr, Annapolis, MD 21401
  • 250 Prince George St, Annapolis, MD 21401
    250 Prince George St, Annapolis, MD 21401
    250 Prince George St, Annapolis, MD 21401
    /37

    $2,150,000

    • 5 Beds
    • 2.5 Baths
    • 2,888 Sq Ft

    250 Prince George St, Annapolis, MD 21401

    Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped

    Brad Kappel TTR Sotheby's International Realty

    250 Prince George St, Annapolis, MD 21401
  • 1917 Cherry Rd, Annapolis, MD 21409
    1917 Cherry Rd, Annapolis, MD 21409
    1917 Cherry Rd, Annapolis, MD 21409
    /63

    $675,000

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

    1917 Cherry Rd, Annapolis, MD 21409

    Welcome to Pleasant Plains, one of Annapolis' most sought-after communities, where generous lots, mature trees, and a peaceful setting are just minutes from Downtown Annapolis, the Naval Academy, shopping, dining, and commuter routes.Perfectly positioned on a spacious large lot, this beautifully maintained home offers the ideal blend of classic charm and thoughtful updates. Inside, you'll

    Sarah Garza Compass

    1917 Cherry Rd, Annapolis, MD 21409
  • 103 Norma Aly, Annapolis, MD 21403
    103 Norma Aly, Annapolis, MD 21403
    103 Norma Aly, Annapolis, MD 21403
    /48

    $699,000

    $26K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 2,500 Sq Ft

    103 Norma Aly, Annapolis, MD 21403

    Welcome to Primrose Hill, one of Annapolis' most desirable hidden gems, where modern luxury meets the unmatched lifestyle of Maryland's capital city. Perfectly positioned just minutes from Downtown Annapolis, Eastport, City Dock, the United States Naval Academy, waterfront restaurants, marinas, parks, and endless Chesapeake Bay adventures, this stunning four-level residence offers the rare

    Wendy Oliver Coldwell Banker Realty

    103 Norma Aly, Annapolis, MD 21403
  • 16 Maryland Ave, Annapolis, MD 21401
    16 Maryland Ave, Annapolis, MD 21401
    16 Maryland Ave, Annapolis, MD 21401
    /92

    $3,849,000

    • 6 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    16 Maryland Ave, Annapolis, MD 21401

    A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends

    Joanna Dalton Coldwell Banker Realty

    16 Maryland Ave, Annapolis, MD 21401
  • 3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    /46

    $2,980,000

    • 5 Beds
    • 4.5 Baths
    • 5,082 Sq Ft

    3733 Thomas Point Rd, Annapolis, MD 21403

    Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the

    Brad Kappel TTR Sotheby's International Realty

    3733 Thomas Point Rd, Annapolis, MD 21403
  • 1529 Ritchie Ln, Annapolis, MD 21401
    1529 Ritchie Ln, Annapolis, MD 21401
    1529 Ritchie Ln, Annapolis, MD 21401
    /35

    $539,000

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

    1529 Ritchie Ln, Annapolis, MD 21401

    Nestled in the sought-after Southwoods community just off West Street, this beautifully updated single-family home offers the perfect blend of comfort, style, and convenience with easy access to everything Annapolis has to offer. Inside, luxury vinyl plank flooring flows throughout the inviting two-story floor plan featuring arched entryways, a cozy fireplace, and flexible living spaces designed

    Dee Dee Miller Paul Wesley Real Estate

    1529 Ritchie Ln, Annapolis, MD 21401
  • 2644 Claibourne Rd, Annapolis, MD 21403
    2644 Claibourne Rd, Annapolis, MD 21403
    2644 Claibourne Rd, Annapolis, MD 21403
    /56

    $1,348,880

    New Construction $35K PRICE DROP
    • 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 6 bedroom, 3 full bathroom residence offers multigenerational living plus all the amenities of Annapolis Roads . Ask about the lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and

    George Bailey Keller Williams Flagship

    2644 Claibourne Rd, Annapolis, MD 21403
  • 32 Cornhill St, Annapolis, MD 21401
    32 Cornhill St, Annapolis, MD 21401
    32 Cornhill St, Annapolis, MD 21401
    /47

    $774,900

    $25K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft

    32 Cornhill St, Annapolis, MD 21401

    Great historic home built in 1850 in the heart of downtown historic Annapolis. Completely renovated and remodeled in 2023. New kitchen, new bathroom, recessed lights, new ceiling fans, lighting. Stainless steel appliances. Original hardwood floors. Front bedroom has cathedral ceiling. Exterior home has been completely painted in 2025. New decking off rear of home with a patio. Walking distance to

    Mark Feen Coldwell Banker Realty

    32 Cornhill St, Annapolis, MD 21401
  • 2576 Hidden Cove Rd Unit 154, Annapolis, MD 21401
    2576 Hidden Cove Rd Unit 154, Annapolis, MD 21401
    2576 Hidden Cove Rd Unit 154, Annapolis, MD 21401
    /71

    $650,000

    $9K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,326 Sq Ft

    2576 Hidden Cove Rd Unit 154, Annapolis, MD 21401

    Hidden Cove has no Age Restrictions. Fully updated and move-in ready, this impressive 5-bedroom, 3.5-bath home offers a finished lower level complete with a bedroom and full bath—ideal for guests, extended living, or a private retreat. The 2022 renovated kitchen is the heart of the home, featuring quartz countertops, soft-close cabinetry, and premium Samsung appliances, seamlessly connecting to

    Debra Gasch Redfin Corp

    2576 Hidden Cove Rd Unit 154, Annapolis, MD 21401
  • 707 Shelton Ave, Annapolis, MD 21401
    707 Shelton Ave, Annapolis, MD 21401
    707 Shelton Ave, Annapolis, MD 21401
    /25

    $649,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    707 Shelton Ave, Annapolis, MD 21401

    Fabulous end unit in highly sought-after Murray Hill! 100% turnkey home is ready for new owners! Just a block from great restaurants, shopping, Maryland Hall for the Creative Arts, water access to coveted Spa Creek, waterfront walking trails, and playgrounds. Easy stroll to the Navy Stadium and a free circulator bus to the City Dock! In the Heart of Annapolis' Arts District, 707 Shelton Avenue

    Alex Tower Sears TTR Sotheby's International Realty

    707 Shelton Ave, Annapolis, MD 21401
  • 3712 Gateshead Dr, Annapolis, MD 21403
    3712 Gateshead Dr, Annapolis, MD 21403
    3712 Gateshead Dr, Annapolis, MD 21403
    /78

    $1,899,900

    Open Sun 12PM - 2PM $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,620 Sq Ft

    3712 Gateshead Dr, Annapolis, MD 21403

    Price reduced, incredible price for Waterfront in prestigious Watergate! Check the comps! Overlooking the protected “hurricane hole” of Watergate Harbor with direct access to the South River near Thomas Point, 3712 Gateshead Drive offers the ultimate lifestyle with waterviews from every room in the home. Located on a street with homes valued at $4 million to $7 million, you get the waterfront

    Melissa Murray Compass

    3712 Gateshead Dr, Annapolis, MD 21403
  • 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

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