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Craftsman Homes for Sale in Annapolis, MD

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  • 1715 Porters Hill Rd, Annapolis, MD 21401
    1715 Porters Hill Rd, Annapolis, MD 21401
    1715 Porters Hill Rd, Annapolis, MD 21401
    /52

    $3,750,000

    $200K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 6,594 Sq Ft

    1715 Porters Hill Rd, Annapolis, MD 21401

    Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715 Porters Hill Road is a unique heritage property with over a century of history. Set on a 1.7 acre lot with 265 ft of waterfrontage, the property includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 7+ ft water depth and can

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    1715 Porters Hill Rd, Annapolis, MD 21401
  • 116 Stilly Way, Annapolis, MD 21403
    116 Stilly Way, Annapolis, MD 21403
    116 Stilly Way, Annapolis, MD 21403
    /21

    $1,099,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 4,400 Sq Ft

    116 Stilly Way, Annapolis, MD 21403

    Backs to Quiet Waters Park! This spacious and elegant home offers 4 bedrooms, 3.5 bathrooms and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (with the upper oven including an air-fry option), a 36-inch gas cooktop and the choice of a cabinetry hood or stainless-steel chimney hood.

    Agent Photo

    Mrs. Terri E Hill

    Builder Solutions Realty

    116 Stilly Way, Annapolis, MD 21403
  • 979 Bramleigh Ln, Annapolis, MD 21401
    979 Bramleigh Ln, Annapolis, MD 21401
    979 Bramleigh Ln, Annapolis, MD 21401
    /53

    $1,125,000

    • 4 Beds
    • 3.5 Baths
    • 4,080 Sq Ft

    979 Bramleigh Ln, Annapolis, MD 21401

    Welcome to this exceptional single-family home nestled in one of Annapolis' most desirable neighborhoods. Offering more than 4,000 square feet of thoughtfully designed living space, this beautiful residence features 4 spacious bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining. Step inside to an inviting open floor plan highlighted by a dramatic two-story great

    Robert Breeden Berkshire Hathaway HomeServices Homesale Realty

    979 Bramleigh Ln, Annapolis, MD 21401
  • 219 Lockwood Ct, Annapolis, MD 21403
    219 Lockwood Ct, Annapolis, MD 21403
    219 Lockwood Ct, Annapolis, MD 21403
    /38

    $1,750,000

    • 4 Beds
    • 4 Baths
    • 1,848 Sq Ft

    219 Lockwood Ct, Annapolis, MD 21403

    Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. Boasting 4 bedrooms and 4 full baths, this thoughtfully designed residence features an open floor plan accented by beautiful bamboo flooring adding warmth and style throughout. The gourmet kitchen is the centerpiece of the home, complete with a striking marble center

    John Collins Long & Foster Real Estate, Inc.

    219 Lockwood Ct, Annapolis, MD 21403
  • 1668 Homewood Landing Rd, Annapolis, MD 21409
    1668 Homewood Landing Rd, Annapolis, MD 21409
    1668 Homewood Landing Rd, Annapolis, MD 21409
    /27

    $3,595,000

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 5,718 Sq Ft

    1668 Homewood Landing Rd, Annapolis, MD 21409

    An extraordinary opportunity to create the luxury waterfront estate you've always envisioned. Perfectly positioned on a spectacular homesite offering approximately 120 feet of pristine shoreline and 8 feet of mean low water, this exceptional to-be-built custom residence by Whitehall Building & Co. combines timeless architecture, uncompromising craftsmanship, and an unparalleled waterfront

    Colleen Smith EXP Realty, LLC

    1668 Homewood Landing Rd, Annapolis, MD 21409
  • 1217 Hampton Rd, Annapolis, MD 21409
    1217 Hampton Rd, Annapolis, MD 21409
    1217 Hampton Rd, Annapolis, MD 21409
    /24

    $896,000

    New Construction Open Sat 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    1217 Hampton Rd, Annapolis, MD 21409

    Home will be ready for showings starting at the Saturday, August 15th OPEN HOUSE from 12-2 PM. Another fantastic new home by Vineyard Builders who has an amazing reputation in the Cape is in the final stages of completion. New Construction in Cape St. Claire. Home is now framed and under roof. Delivery date will be in September. Days on the market began when lot was purchased. Please look at the

    Frank Livingston Cook Real Estate Brokerage

    1217 Hampton Rd, Annapolis, MD 21409
  • 92 Clifford Blvd, Annapolis, MD 21401
    92 Clifford Blvd, Annapolis, MD 21401
    92 Clifford Blvd, Annapolis, MD 21401
    /64

    $750,000

    $85K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    92 Clifford Blvd, Annapolis, MD 21401

    Amazing home at an amazing price point! Welcome home to this beautifully maintained transitional Craftsman in sought-after Clifford Estates, NO HOA! From the moment you arrive, you’re greeted by a spacious Trex front porch, the perfect place to sip your morning coffee, unwind after a long day, and wave to neighbors passing by. Step inside to discover an inviting, light filled interior featuring

    Chad Robertson Compass

    92 Clifford Blvd, Annapolis, MD 21401
  • 146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    /58

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 3,042 Sq Ft

    146 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this

    Rob Carter Douglas Realty, LLC

    146 Duke of Gloucester St, Annapolis, MD 21401
  • 4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    /13

    $3,090,000

    New Construction $195K PRICE DROP
    • 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
  • 327 Riverview Trail, Annapolis, MD 21401
    327 Riverview Trail, Annapolis, MD 21401
    327 Riverview Trail, Annapolis, MD 21401
    /42

    $2,349,000

    $146K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,831 Sq Ft

    327 Riverview Trail, Annapolis, MD 21401

    Picturesque Craftsman-style waterfront cottage in Epping Forest! Mornings begin with coffee on the porch as the water glistens across Saltworks Creek and stretches out to the Severn River, while evenings are spent gathered by the firepit, watching boats drift by under painted skies. Welcome to effortless waterfront living in the private, gated community of Epping Forest where every day feels like

    Brad Kappel TTR Sotheby's International Realty

    327 Riverview Trail, Annapolis, MD 21401
  • 104 Groh Ln, Annapolis, MD 21403
    104 Groh Ln, Annapolis, MD 21403
    104 Groh Ln, Annapolis, MD 21403
    /53

    $745,000

    • 4 Beds
    • 3 Baths
    • 2,250 Sq Ft

    104 Groh Ln, Annapolis, MD 21403

    There are homes that impress you. Then there are homes that make you imagine a completely different way of living. Imagine ending your workday with a walk to the beach to watch the sun set over the Chesapeake Bay. Weekend mornings begin with coffee on your deck surrounded by mature trees, afternoons are spent boating on the South River, swimming at the community pool, or exploring Quiet Waters

    Wendy Oliver Coldwell Banker Realty

    104 Groh Ln, Annapolis, MD 21403
  • 820 Bay Ridge Ave, Annapolis, MD 21403
    820 Bay Ridge Ave, Annapolis, MD 21403
    820 Bay Ridge Ave, Annapolis, MD 21403
    /55

    $1,875,000

    • 4 Beds
    • 4.5 Baths
    • 3,658 Sq Ft

    820 Bay Ridge Ave, Annapolis, MD 21403

    An exceptional blend of timeless craftsmanship, thoughtful customization, and coastal elegance, 820 Bay Ridge Avenue offers over 4,000 square feet of beautifully finished luxury living across four levels in Eastport's coveted Sailor's Quay enclave. Unlike many homes in the community, this residence was thoughtfully customized with numerous builder upgrades and enhancements, creating a level of

    Wendy Oliver Coldwell Banker Realty

    820 Bay Ridge Ave, Annapolis, MD 21403
  • 1603 Winchester Rd, Annapolis, MD 21409
    1603 Winchester Rd, Annapolis, MD 21409
    1603 Winchester Rd, Annapolis, MD 21409
    /39

    $2,500,000

    New Construction
    • 6 Beds
    • 6.5 Baths
    • 6,709 Sq Ft

    1603 Winchester Rd, Annapolis, MD 21409

    READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    1603 Winchester Rd, Annapolis, MD 21409
  • 107 Monticello Ave, Annapolis, MD 21401
    107 Monticello Ave, Annapolis, MD 21401
    107 Monticello Ave, Annapolis, MD 21401
    /68

    $1,350,000

    $150K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,316 Sq Ft

    107 Monticello Ave, Annapolis, MD 21401

    Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and

    Alexandra Ryan EXP Realty, LLC

    107 Monticello Ave, Annapolis, MD 21401
  • 203 S Southwood Ave, Annapolis, MD 21401
    203 S Southwood Ave, Annapolis, MD 21401
    203 S Southwood Ave, Annapolis, MD 21401
    /61

    $1,350,000

    • 4 Beds
    • 4 Baths
    • 5,091 Sq Ft

    203 S Southwood Ave, Annapolis, MD 21401

    Beautifully updated 4-bedroom, 2 full and 2 half bath home offering the perfect blend of comfort, style, and convenience in the heart of Annapolis. Designed for both everyday living and entertaining, this home features an updated kitchen with modern finishes and newer appliances, including an induction cooktop and oven, refrigerator, dishwasher. Upstairs, the expansive primary suite serves as a

    Tim Velasco ERA Martin Associates

    203 S Southwood Ave, Annapolis, MD 21401
  • 5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    /46

    $12,500,000

    • 5 Beds
    • 6.5 Baths
    • 5,993 Sq Ft

    5 Franklin St, Annapolis, MD 21401

    A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and

    Brad Kappel TTR Sotheby's International Realty

    5 Franklin St, Annapolis, MD 21401
  • 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

    Some homes ask you to spend your weekends maintaining them. This one gives your weekends back. Imagine finishing work on Friday, closing the garage door, and deciding whether the evening calls for dinner in Eastport, cocktails downtown, a concert at City Dock, or simply inviting friends over because your house was built for exactly that. The heart of the home is a kitchen that doesn't hide the

    Wendy Oliver Coldwell Banker Realty

    103 Norma Aly, Annapolis, MD 21403
  • 105 Griscom Square Way, Annapolis, MD 21403
    105 Griscom Square Way, Annapolis, MD 21403
    105 Griscom Square Way, Annapolis, MD 21403
    /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
  • 111 Ellershaw Ct, Annapolis, MD 21401
    111 Ellershaw Ct, Annapolis, MD 21401
    111 Ellershaw Ct, Annapolis, MD 21401
    /67

    $1,349,000

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

    111 Ellershaw Ct, Annapolis, MD 21401

    Rare Opportunity to own a newer home tucked away on a private cul-de-sac just a short stroll from everything Downtown Annapolis has to offer. Completed in 2022, this exceptional home showcases top of the line finishes throughout. Designer kitchen with Quartz countertops, custom cabinetry and high end GE Cafe appliances. Wide Plank hardwood floors throughout the main and upper levels. 9 foot

    Ryan Turner Coldwell Banker Realty

    111 Ellershaw Ct, Annapolis, MD 21401
Maryland Anne Arundel County

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