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Downtown Annapolis Townhomes for Sale

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  • 26 Pleasant St, Annapolis, MD 21401
    26 Pleasant St, Annapolis, MD 21401
    26 Pleasant St, Annapolis, MD 21401
    /34

    $349,900

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft

    26 Pleasant St, Annapolis, MD 21401

    Welcome to 26 Pleasant Street: a charming 2-bedroom, 1-bath home in the heart of Annapolis, just steps from West Street’s restaurants, shops, and nightlife.Whether you’re looking for a primary residence, weekend getaway, or investment, this home offers incredible flexibility. This turnkey property is not only move-in ready but also a proven licensed Airbnb performer, with nearly $40,000

    Matthew Wyble Next Step Realty

    26 Pleasant St, Annapolis, MD 21401
  • 107 Charles St, Annapolis, MD 21401
    107 Charles St, Annapolis, MD 21401
    107 Charles St, Annapolis, MD 21401
    /31

    $895,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,364 Sq Ft

    107 Charles St, Annapolis, MD 21401

    JUST LISTED - OPEN THIS WEEKEND! Charming, turn-key jewel box in the heart of downtown Annapolis. This 3 bedroom, 2.5 bath historic home features original heart of pine floors, high ceilings, a welcoming front porch, an antique decorative fireplace, and abundant natural light. French doors off the kitchen open to a private deck, fenced courtyard, and majestic magnolia tree. A trap door off the

    Sarah Greenlee Morse TTR Sotheby's International Realty

    107 Charles St, Annapolis, MD 21401
  • 42 City Gate Ln, Annapolis, MD 21401
    42 City Gate Ln, Annapolis, MD 21401
    42 City Gate Ln, Annapolis, MD 21401
    /50

    $839,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 4 Baths
    • 1,800 Sq Ft

    42 City Gate Ln, Annapolis, MD 21401

    Welcome to 42 City Gate Lane in the desirable City Gate neighborhood of Annapolis. This move-in ready residence offers 3 bedrooms, 2 full baths, and 2 half baths, thoughtfully updated for modern living. The showpiece main level features a complete open-concept renovation: upgraded cabinetry, a generous center island, sleek quartz counters, and stainless steel appliances—all seamlessly connected

    Mike Kane RE/MAX Distinctive Real Estate, Inc.

    42 City Gate Ln, Annapolis, MD 21401
  • 179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    /29

    $1,175,000

    • 2 Beds
    • 1.5 Baths
    • 1,656 Sq Ft

    179 Green St, Annapolis, MD 21401

    Experience the Essence of Annapolis Charm at 179 Green StreetNestled in the heart of historic downtown Annapolis, this beautifully updated home blends timeless character with modern comforts. Just steps from vibrant Main Street, the waterfront, boutique shopping, and Annapolis Elementary School, this location offers the very best of city living in one of the city's most coveted

    David Yee Long & Foster Real Estate, Inc.

    179 Green St, Annapolis, MD 21401
  • 41 Cornhill St, Annapolis, MD 21401
    41 Cornhill St, Annapolis, MD 21401
    41 Cornhill St, Annapolis, MD 21401
    /37

    $2,100,000

    • 4 Beds
    • 2.5 Baths
    • 4,404 Sq Ft

    41 Cornhill St, Annapolis, MD 21401

    Price Reduction! Seller says to bring all offers! Built by Captain Beriah Maybury in 1772 and known as the Kings' Arms Tavern, this Historically designated property is a MUST SEE! This Five-Bay wide brick Single Family Home sits on top of a high scored stone foundation. 9.5 foot ceilings illuminated by nearly floor to ceiling windows showcase a lovely Library with built-In Bookcases and a wood

    Lorain Shore Expert Realty, LLC.

    41 Cornhill St, Annapolis, MD 21401
  • 51 Richards Ln, Annapolis, MD 21401
    51 Richards Ln, Annapolis, MD 21401
    51 Richards Ln, Annapolis, MD 21401
    /82

    $1,649,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,544 Sq Ft

    51 Richards Ln, Annapolis, MD 21401

    Located just a block from the waterfront park and within easy walking distance to the heart of downtown Annapolis, this beautifully renovated, end-of-row townhouse has been thoughtfully updated throughout. The home features a bright, open layout and high quality finishes including a spectacular Kitchen and lovely Primary Bathroom. There are plantation shutters throughout, wood floors have been

    Day Weitzman Coldwell Banker Realty

    51 Richards Ln, Annapolis, MD 21401
Maryland Anne Arundel County Annapolis Downtown Annapolis

Townhomes for Sale in Downtown Annapolis, Annapolis

Why Live in Downtown Annapolis
Downtown Annapolis is a historic neighborhood radiating from Church Circle, featuring tree-shaded streets and a Colonial-era waterfront near the U.S. Naval Academy. The area is known for its picturesque properties, including Colonial Revival townhouses and detached homes from the 1800s, as well as newer condos that maintain early American stylings. Home prices vary significantly based on size, age, and location, with historic and waterfront properties commanding the highest prices. Residents enjoy several parks, such as Susan Campbell Park and Acton's Cove Waterfront Park, offering scenic views and shaded areas. Annapolis Waterworks Park has recently expanded its trail network, fostering a sense of community among outdoor enthusiasts. The neighborhood is bustling with things to do, including dining at local favorites like Galway Bay Irish Restaurant and Pub, and attending events like the annual Oyster Roast and Sock Burning. Despite the scarcity of parking, the area is highly walkable, with bus routes and water taxis providing convenient transportation options. Schools in the area are highly rated, with Wiley H. Bates Middle, Annapolis High, and St. Mary's School offering quality education. The crime rate is lower than the national average, contributing to the neighborhood's appeal.
Learn more about living in Downtown Annapolis

Home Trends in Downtown Annapolis, MD

On average, homes in Downtown Annapolis, Annapolis sell after 24 days on the market compared to the national average of 52 days. The median sale price for homes in Downtown Annapolis, Annapolis over the last 12 months is $1,138,000, up 26% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,138,000
Median Single Family Sale Price
$1,495,000
Median Townhouse Sale Price
$905,000
Median 2 Bedroom Sale Price
$937,500
Median 1 Bedroom Sale Price
$749,950
Average Price Per Sq Ft
$618
Number of Homes for Sale
11
Last 12 months Home Sales
58
Months of Supply
2.30
Median List Price
$1,195,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
26%
How to Buy a Home How to Finance a Home How to Sell a Home

In Downtown Annapolis, there are currently 6 townhouses for sale, offering a variety of options for potential buyers. With townhouses ranging from $349,900 to $2,100,000, there's something for every budget. As of September, 2025 the median home price in Downtown Annapolis, Annapolis is $1,195,000, while the average sale price is $1,652,446, providing insight into local market trends. On average, townhouses spend 24 days on the market before being sold. Whether you're interested in modern townhouses, small townhomes, or traditional rowhouses, there are options available to suit your needs. Browse properties and townhomes for sale in Downtown Annapolis, Annapolis, and discover the ideal residence to fit your needs.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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