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Craftsman Homes for Sale in Annapolis, MD

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  • /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
  • /43

    $600,000

    • 3 Beds
    • 5 Baths
    • 2,152 Sq Ft

    123 Lejeune Way, Annapolis, MD 21401

    Rooftop Dreams & Designer Living — Luxury Elevated in Admirals Square Welcome home to this better-than-new four-level luxury garage townhome in the highly desirable community of Admirals Square — just minutes from vibrant downtown Annapolis and conveniently located near Routes 50 and I-97 for effortless commuting. This stunning residence blends sophisticated style with high-end, thoughtfully

    Deidra Stubbs Coldwell Banker Realty

    123 Lejeune Way, Annapolis, MD 21401
  • /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
  • /45

    $1,265,000

    • 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
  • /4

    $835,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,203 Sq Ft

    92 Clifford Blvd, Annapolis, MD 21401

    ***Professional photos coming soon***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
  • /15

    $899,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 3,220 Sq Ft

    2654 Ogleton Rd, Annapolis, MD 21403

    PROFESSIONAL PHOTOS COMING : Nestled in the highly sought-after community of Annapolis Roads, this stunning Coastal Contemporary residence offers a rare blend of sophistication, privacy and the quintessential Annapolis lifestyle. Flawlessly designed for comfort and entertainment, this elegant home is seemlessly updated to capture peaceful water views from large picture windows and walls of glass,

    Kelly Parks Coldwell Banker Realty

    2654 Ogleton 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
  • /37

    $1,195,000

    • 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 inviting front porch with balcony above welcomes you as you step onto the property. The high ceilings, plethora of windows for natural light and wide open floor plan set the tone for this wonderful home. The

    Brad Kappel TTR Sotheby's International Realty

    819 Janice Dr, Annapolis, MD 21403
  • /75

    $899,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 2,396 Sq Ft

    202 Glen Ave, Annapolis, MD 21401

    Welcome to 202 Glen Ave, ideally situated in Annapolis’ sought-after Homewood neighborhood just minutes from Historic Downtown and West Annapolis. This beautifully maintained home offers thoughtfully designed living spaces on three finished levels, combining timeless style with everyday comfort and easy living! The open floor plan on the main level features hardwood floors, a spacious living room

    Malina Koerschner Coldwell Banker Realty

    202 Glen Ave, Annapolis, MD 21401
  • /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
  • /10

    $2,700,000 Open House 4/11

    • 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
  • /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
  • /56

    $1,125,000

    • 5 Beds
    • 4.5 Baths
    • 5,140 Sq Ft

    141 Stilly Way, Annapolis, MD 21403

    She’s one and a half years young. She’s flawless. She’s Annapolis. Welcome to 141 Stilly Way — a barely lived-in, fully upgraded showpiece in the sought-after Parkside Preserve, offered in true mint condition. This is not a builder sale. This is the finished product — every bump-out, every upgrade, every design decision already made at the highest level. No waiting. No construction. No

    Wendy Oliver Coldwell Banker Realty

    141 Stilly Way, Annapolis, MD 21403

Home Trends in Annapolis, MD

Housing Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$815,000
Median Townhouse Sale Price
$447,450
Median 2 Bedroom Sale Price
$435,000
Median 1 Bedroom Sale Price
$453,700
Average Price Per Sq Ft
$356
Number of Homes for Sale
211
Last 12 months Home Sales
1,308
Months of Supply
1.90
Median List Price
$635,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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