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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.

    (410) 438-8851

    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

    Terri Hill

    Builder Solutions Realty

    (443) 222-1215

    116 Stilly Way, Annapolis, MD 21403
  • 400 Jefferson St, Annapolis, MD 21403
    400 Jefferson St, Annapolis, MD 21403
    400 Jefferson St, Annapolis, MD 21403
    /43

    $1,990,000

    New Construction Open Sat 1PM - 3PM
    • 4 Beds
    • 4 Baths
    • 4,200 Sq Ft

    400 Jefferson St, Annapolis, MD 21403

    Nestled in the heart of historic Eastport Annapolis, this coastal craftsman has been extensively remodeled, offering a perfect blend of classic Eastport charm and craftman finishes. The home is set on a generously sized lot, providing abundant green space, and fresh sod. Premium exterior finishes include an inviting front porch, James Hardi siding and Anderson 400 windows. Inside, the home

    Brian Jacobs Coldwell Banker Realty

    400 Jefferson St, Annapolis, MD 21403
  • 1217 Hampton Rd, Annapolis, MD 21409
    1217 Hampton Rd, Annapolis, MD 21409
    1217 Hampton Rd, Annapolis, MD 21409
    /25

    $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 has now started. 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 the home now framed and a previous

    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

    $775,000

    $60K 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
  • 819 Janice Dr, Annapolis, MD 21403
    819 Janice Dr, Annapolis, MD 21403
    819 Janice Dr, Annapolis, MD 21403
    /42

    $1,125,000

    $70K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,043 Sq Ft

    819 Janice Dr, Annapolis, MD 21403

    Striking modern craftsman located in Eastport! This beautifully constructed home boasts 3 levels of living space including the finished basement with great room, bonus room and full bath. The community of Green Acres is a private, water privileged neighborhood with a waterfront park just steps from the home. Located on Back Creek the residents enjoy boat slips, canoe/kayak storage and vibrant

    Brad Kappel TTR Sotheby's International Realty

    819 Janice Dr, 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 elegant expression of space, style, and coastal living, 820 Bay Ridge Avenue offers over 4,000 square feet of beautifully finished luxury living space across four levels in the heart of Eastport's coveted Sailor's Quay enclave. This thoughtfully designed Modern Craftsman combines timeless architecture with exceptional livability, beginning with its charming white picket fence, manicured

    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
    /2

    $1,500,000

    Open Sun 1PM - 3PM Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,159 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
  • 608 S Cherry Grove Ave, Annapolis, MD 21401
    608 S Cherry Grove Ave, Annapolis, MD 21401
    608 S Cherry Grove Ave, Annapolis, MD 21401
    /37

    $550,000

    • 3 Beds
    • 4 Baths
    • 2,024 Sq Ft

    608 S Cherry Grove Ave, Annapolis, MD 21401

    Back on the market. Buyer’s financing fell through at last minute. Now you have a second chance to make this large, move-in ready townhome your own. Super clean! Side windows on this end-of-group beauty give this unit an even better bright and open feel. Three finished levels with beautiful wide hardwoods. Gourmet eat-in kitchen with granite countertops, two tiered island with sink, newer

    Michael Schroeder Long & Foster Real Estate, Inc.

    608 S Cherry Grove 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

    $725,000

    Open Sat 10AM - 12PM
    • 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
  • 114 Spa View Ave, Annapolis, MD 21401
    114 Spa View Ave, Annapolis, MD 21401
    114 Spa View Ave, Annapolis, MD 21401
    /64

    $1,795,000

    • 5 Beds
    • 3.5 Baths
    • 3,239 Sq Ft

    114 Spa View Ave, Annapolis, MD 21401

    Welcome to this 8 year young home in Murray Hill. This 2018 Craftsman style home has so many exceptional features: Hardie Board siding, covered front porch with Ipe decking, metal roof over covered porch and architectural shingles on the roof. Single car garage with EV charger. Inside the home you'll find red oak flooring on main and upper level, 9' ceilings, kitchen with high end stainless steel

    Mary Kay Gordon Coldwell Banker Realty

    114 Spa View Ave, Annapolis, MD 21401
  • 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
Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in Annapolis, MD

Home Prices in Annapolis, MD

The median home sale price in Annapolis, MD is $625,000, up 1% year-over-year. Homes in Annapolis sell in 37 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$839,950
Median Townhouse Sale Price
$462,000
Median 2 Bedroom Sale Price
$452,450
Median 1 Bedroom Sale Price
$453,700
Average Price Per Sq Ft
$363
Number of Homes for Sale
286
Last 12 months Home Sales
1,323
Months of Supply
2.60
Median List Price
$649,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%

Popular Home Searches in Annapolis, MD

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

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