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Explore Similar Homes Within 2 Miles of Downtown Annapolis, MD

  • /20

    $1,019,990 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,806 Sq Ft

    122 Stilly Way, Annapolis, MD 21403

    Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 665-8307

    122 Stilly Way, Annapolis, MD 21403
  • /49

    $2,900,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,628 Sq Ft

    139 Spa Dr, Annapolis, MD 21403

    Welcome to 139 Spa Drive – A Stunning Waterfront Craftsman Home on Spa Creek!Experience the best of coastal-inspired living at this beautifully designed, single-family home located directly on Spa Creek. This exquisite residence offers three fully finished levels, each with expansive walls of windows that flood the home with natural light and showcase breathtaking water views.The open-concept

    Agent Photo

    Julie Procopio

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 329-5557

    139 Spa Dr, Annapolis, MD 21403
  • /17

    $1,047,590 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,594 Sq Ft

    106 Stilly Way, Annapolis, MD 21403

    This stunning home, available for delivery in April, boasts high-end upgrades throughout. It features a first-floor owner's suite, plus three additional bedrooms on the second level, along with two full bathrooms and a spacious loft. The gourmet kitchen is a chef’s dream, complete with custom cabinetry and an open-concept design. The impressive two-story family room with soaring ceilings creates

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 347-5495

    106 Stilly Way, Annapolis, MD 21403
  • /33

    $2,350,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,803 Sq Ft

    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409

    **TEAR DOWN/NEW BUILD PACKAGE** The homesite sits on an elevated 3 acres offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Take advantage of water views without the cost of waterfront taxes! Three marinas are just minutes from your doorstep, making this an ideal location for boating enthusiasts. The proposed Luxury Wye Mills model features an

    Rachel Best RE/MAX Leading Edge

    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409
  • /2

    $1,700,000 New Construction

    • 4 Beds
    • 3 Baths
    • 3,640 Sq Ft

    400 Jefferson St, Annapolis, MD 21403

    Custom coastal craftsman home is currently under construction in Eastport - Annapolis, Maryland. This home will feature a perfect blend of classic Eastport and luxury coastal craftsman design. Permitting is complete. This expansive 3600 +/- (approx. 850 unfinished) sq. foot home will offer 4 bedrooms and 3 baths with an open floor plan concept. Truly an entertainer’s dream with hardwood floors,

    Brian Jacobs Coldwell Banker Realty

    400 Jefferson St, Annapolis, MD 21403
  • /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.

    Chase Kincer VYBE Realty

    14 A Dorsey Ave, Annapolis, MD 21401
  • /18

    $3,950,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront

    Colleen Smith EXP Realty, LLC

    48 E Lake Dr, Annapolis, MD 21403
  • /18

    $3,950,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront

    Colleen Smith EXP Realty, LLC

    48 E Lake Dr, Annapolis, MD 21403
  • /62

    $1,175,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    827 Janice Dr, Annapolis, MD 21403

    Live the Eastport Dream – Luxury, Water Access & Walkability at 827 Janice Drive. Step into a rare opportunity to own a custom-built showpiece in Eastport’s best-kept secret—Green Acres. Welcome to 827 Janice Drive, where elevated design meets the unbeatable Annapolis lifestyle. This 4,000+ square foot home, meticulously constructed by Cedar Square Homes, is more than just beautiful—it's move-in

    Wendy Oliver Coldwell Banker Realty

    827 Janice Dr, Annapolis, MD 21403
  • /30

    $4,950,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    1632 Winchester Rd, Annapolis, MD 21409

    Don't miss this incredible opportunity to build your dream luxury estate home on this amazing private 3.3 acre homesite with amazing waterviews and privacy. Tucked away back off of your 1/4 mile private driveway which sets the tone as you approach your very own oasis. Come witness our vision and be a part of creating a generational estate that Annapolis rarely sees. The main level boasts

    Colleen Smith EXP Realty, LLC

    1632 Winchester Rd, Annapolis, MD 21409
  • /4

    $644,900 New Construction

    • 4 Beds
    • 4.5 Baths

    2073 Old Admiral Ct, Annapolis, MD 21401

    May Delivery. Welcome to the Homes at River Birch. A luxury townhome community that celebrates the best of modern design and urban lifestyles. These farmhouse, attached homes are semi-custom with 4 bedroom options within two different floor plans. These homes boasts an abundance of features including wide plank LVP floors, gorgeous quartz countertops, stainless steel appliances, an attached

    Alexander VonBussenius VB Realty, LLC

    2073 Old Admiral Ct, Annapolis, MD 21401
  • /62

    $1,195,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    827 Janice Dr, Annapolis, MD 21403

    Welcome to 827 Janice Drive — where luxury, lifestyle, and location collide in one of Eastport’s best-kept secrets: the charming and walkable Green Acres community. This brand-new, over 4,000-square-foot showstopper is crafted by Cedar Square Homes, a respected local builder with over 30 years of excellence in Anne Arundel County. Known for their attention to detail, quality craftsmanship, and

    Wendy Oliver Coldwell Banker Realty

    827 Janice Dr, Annapolis, MD 21403
  • /55

    $1,389,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,062 Sq Ft

    9 Rusty Red Dr, Annapolis, MD 21401

    NEW CONSTRUCTION - MOVE IN READY!!!!!!Luxury Living in the Heart of AnnapolisWelcome to 9 Rusty Red Drive—a brand-new, meticulously crafted residence nestled in the sought-after Homewood neighborhood. This 5,000+ square foot masterpiece seamlessly blends upscale finishes with thoughtful design, offering an unparalleled living experience just moments from downtown Annapolis. Key Features: •

    James Ellis Coldwell Banker Realty

    9 Rusty Red Dr, Annapolis, MD 21401
  • /39

    $1,039,990 Open Sat 12PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 5,017 Sq Ft

    110 Stilly Way, Annapolis, MD 21403

    New Construction - Move In Ready March 2025! Please go to Model home to tour!Welcome to the Lynnfield model at Parkside Preserve, where luxury meets tranquility in this stunning new construction adjacent to the serene Quiet Waters Park. With over 5,017 finished square footage this meticulously designed living space across four levels, featuring 5-bedrooms, 5.5-bathrooms, 4th level loft, and

    Mary Anne Long Keller Williams Realty Centre

    110 Stilly Way, Annapolis, MD 21403
  • /62

    $1,484,000 New Construction

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

    2644 Claibourne Rd, Annapolis, MD 21403

    AMAZING BRAND NEW WATER VIEW HOME - This stunning 6 bedroom, 4 full bathroom residence offers 3,702 sq ft of finished space with breathtaking views of Lake Heron and the Chesapeake Bay. 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. The main level showcases 9-foot ceilings and LVP hardwood floors

    Brian Wood Long & Foster Real Estate, Inc.

    2644 Claibourne Rd, Annapolis, MD 21403

Home Trends in Downtown Annapolis, MD

Housing Trends

Median Sale Price
$945,000
Median Single Family Sale Price
$1,510,000
Median Townhouse Sale Price
$902,500
Median 2 Bedroom Sale Price
$950,000
Median 1 Bedroom Sale Price
$546,449
Average Price Per Sq Ft
$554
Number of Homes for Sale
14
Last 12 months Home Sales
54
Months of Supply
3.10
Median List Price
$1,095,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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