4 Shiley St, Annapolis, MD 21401
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Property image
FOR SALE
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0.61 ACRES

4 Shiley St
Annapolis, MD 21401

    $1,495,000

    Original price: $1,495,000
    Est. Mortgage $8,757/mo*
    Get Pre-Qualified

    $1,495,000

    Original price: $1,495,000
    Est. Mortgage $8,757/mo*
    Get Pre-Qualified
    (on 0.61 acres)

    Home Highlights

    Listed
    164 days ago

    Local Information

    • Map ViewExplore the area around 4 Shiley St.
    • Schools1 Elementary School1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    About this House

    An exceptional opportunity awaits in coveted West Annapolis—a rare 0.61-acre offering with endless potential. Whether you envision a thoughtful renovation or a custom new build, this expansive lot provides the perfect canvas to create your dream residence in one of the area’s most sought-after neighborhoods. Approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited convey with the property (city approvals secured; permits not yet pulled), offering a valuable head start toward bringing your vision to life. The generously sized lot and current AS-IS cottage provides an abundance of outdoor space, inviting a plethora of outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. A truly special setting offered AS-IS, ready for its next chapter. Welcome Home!
    Last check for updates: about 3 hours ago
    Listing courtesy of Brad Kappel, (410) 279-9476
    TTR Sotheby's International Realty, (410) 280-5600
    Listing Team: Brad Kappel Team
    Source: Bright MLS, MLS#MDAA2136908
    Also Listed on Bright MLS, Bright MLS, Bright MLS, Bright MLS, Bright MLS.

    Home Details for 4 Shiley St

    Interior Features

    View
    No View

    Exterior Features

    Frontage
    Waterfront: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Public AccessNot on Waterfront
    Water & Sewer
    Sewer: Public SewerWater Body: Weems Creek

    Days on Market

    Days on Market: 164

    Property Information

    Property Type / Style
    Property Type: LandProperty Subtype: Unimproved Land
    Building
    No Additional Parcels
    Property Information
    Included in Sale: As- Is HomeParcel Number: 020600007494150

    Price & Status

    Price
    List Price: $1,495,000
    Status Change & Dates
    Possession Timing: Immediate, Close Of Escrow

    Active Status

    MLS Status: ACTIVE

    Media

    Location

    Direction & Address
    City: ANNAPOLIS
    School Information
    Elementary School District: Anne Arundel County Public SchoolsJr High / Middle School District: Anne Arundel County Public SchoolsHigh School District: Anne Arundel County Public Schools

    Agent Information

    Listing Agent
    Listing ID: MDAA2136908

    HOA

    No HOA

    Lot Information

    Lot Area: 0.61 acres

    Listing Info

    Special Conditions: Standard

    Offer

    Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, VA Loan

    Business

    Business Information
    Ownership: Fee Simple

    Miscellaneous

    Mls Number: MDAA2136908Municipality: Annapolis

    Additional Information

    HOA Amenities: Boat RampSource Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y

    Around this home

    What Locals Say about Annapolis

    At least 470 Trulia users voted on each feature.

    • 93 % Say it's dog friendly

    • 83 % Say car is needed

    • 75 % Say there's holiday spirit

    • 73 % Say parking is easy

    • 73 % Say there are sidewalks

    • 70 % Say yards are well-kept

    • 68 % Say people would walk alone at night

    • 68 % Say kids play outside

    • 66 % Say streets are well-lit

    • 65 % Say it's quiet

    • 63 % Say there's wildlife

    • 57 % Say it's walkable to restaurants

    • 57 % Say neighbors are friendly

    • 51 % Say they plan to stay for at least 5 years

    • 49 % Say there are community events

    • 48 % Say it's walkable to grocery stores

    Sourced by Trulia users. Learn more about our methodology.
    • Trulia User
      "Very dog friendly neighborhood. But not a lot of green space other than other peoples’ yards. "
      0
      Flag
    • Shannon Chatlos
      "If you like coastal living and a laid-back lifestyle, and are willing to pay for it, this a wonderful place to live."
      0
      Flag
    • Sylvie Bracke
      "It’s a very dog friendly place - I just can’t help wondering why some people don’t clean up after their pets? It’s a nice neighborhood with high end properties & I don’t get that dissonance."
      0
      Flag
    • Erin
      "Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
      0
      Flag
    • Halljanie68
      "Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
      0
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    • Sheila Wilson
      "A lot of traffic on forest drive very hard to come onto the street. It need a red light or stop sign. Before a serious accident happens. People speed over 40mph"
      0
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    • Diana H.
      "I’m not sure, I don’t own a dog. Plenty walk by my dead end street house daily though and the neighborhood seems safe for both dogs and owners. "
      0
      Flag
    • Paul Eric Watson
      "Love the urban feel. Lots of history and near the water is a bonus. Very walkable and always something going on. "
      5
      Flag
    • Trulia User
      "Access to Route 50, the Bay Bridge, and Sandy Point State Park. Thirty minutes to Baltimore. Forty minutes to Washington D.C."
      2
      Flag
    • Trulia User
      "It’s a great neighborhood for kids and dogs Lots of walking areas, parks, water park and boat to downtown Annapolis "
      2
      Flag
    • Trulia User
      "It’s a tad busy commute rush hour traffic is something to consider small town lots of people takes about 10-15 min or so to get from one side of town to the other without traffic "
      1
      Flag
    • Trulia User
      "Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
      0
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    • Trulia User
      "Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
      1
      Flag
    • Trulia User
      "Nothing is special about my neighborhood. So quiet and nobody talks to anybody. The play area was demolished so no kids can hang out to play."
      4
      Flag
    • Trulia User
      "This is an excellent neighborhood for families and the neighbors are wonderful. Cape St. John gives you access to everything in Annapolis with the tranquility of living along the river."
      0
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    • Trulia User
      "While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
      0
      Flag
    • Trulia User
      "Wonderful family neighborhood. This neighborhood is very convenient to Hway 50 and all of the Annapolis area. The people here are terrific neighbors."
      0
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    • Trulia User
      "Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
      0
      Flag
    • Trulia User
      "Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
      0
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    • Trulia User
      "the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
      0
      Flag
    • Singletonad
      "the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
      0
      Flag
    • Keren_molina
      "Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
      5
      Flag
    • Singletonad
      "There is no community dog run here and no sidewalks so it can feel awkward letting your dog poop in someone else's yard even if you pick it up. The vast majority of neighbors are dog friendly, but not all, and that is their perogative."
      0
      Flag
    • Raddisob07
      " N/A school are great parking is great close to everything ppl are friendly and been living in Annapolis all my life "
      4
      Flag
    • Tery_hodges
      "I walk my son to elementary school. We can walk to many restaurants and “tourist” shops but do have to drive to get to a grocery store."
      2
      Flag
    • Stephanie.ward0715
      "I've been around this area for years. People are friendly and always willing to help each other. The restaurant's and shopping are also a plus. Everything you are looking for is 5 minutes away."
      0
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    • Raddisob07
      "None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
      5
      Flag
    • Stella
      "Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
      3
      Flag
    • Jennifer B.
      "It's super quiet and funny, I've leving here for 1 year and I feel safe my neighbors are nice.. Down town is amazing.. ❤️ "
      0
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    • Kwisniewski805
      "Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
      0
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    • Cara M. E.
      "I teach at a school that is less than 10 minutes from my house. But there are times that Forest Dr gets incredibly backed up, or there is an accident that causes the road to be shut down. "
      1
      Flag
    • Beth S.
      "Bad area is close by, so kids need to understand boundaries. Private schools are important here, so save your money. Sports are good here, with lots of good coaching."
      0
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    • Linda D.
      "I've been visiting a dear close friend - helping them recuperate from serious surgery. traffic is atrocious- I miss living in the rural countryside area!"
      0
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    • Liza
      "The schools in Annapolis are not as good as they are in Severna Park which is where I grew up originally. But Annapolis has many great amenities including local places to eat and shop."
      0
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    • Rodwellsantos6
      "I like it this community is pretty good as so matters fact for elders we looking to buy in this areas I don’t know frankly about this gorgeous homes we will see."
      0
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    • Jeffrey H.
      "Lived here for 4 years. Loved the area, including the park across the street. Hate the maintenance of the building including the attention to detail of maintenance of property. "
      0
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    • jfh4k0
      "Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
      2
      Flag
    • Nadja Maril
      "I lived in this neighborhood over 20 years and walk downtown with my dog every morning for coffee. On pretty days we visit City Dock and admire the views and the boats."
      1
      Flag
    • Markkimethanmolly
      "We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
      0
      Flag
    • Debwill64
      "There is a bus stop close enough to walk to but I have to drive to DC. The bus only goes to Annapolis and maybe Baltimore, not sure though."
      0
      Flag

    Market trends in Annapolis

    Last updated July 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $646K
    $11.67K    MoM
    Sale-to-List Price
    100.0%
    Price per sq ft
    $326
    $7    MoM
    Available listings
    355
    3    MoM

    Home Value

    Trulia Estimate
    $1.55M
    Since last month
    Decreased$53K (-3.3%)
    Since last year
    Decreased$109K (-6.6%)
    Since last sale
    Increased$346K (+28.7%)
    Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

    Trulia Estimate

    The of this home's value increased by +91% in the last 10 years
    MonthEstimated value
    2026
    August 2026$1.55M
    July 2026$1.6M
    June 2026$1.54M
    May 2026$1.54M
    April 2026$1.57M
    March 2026$1.53M
    February 2026$1.51M
    January 2026$1.67M
    2025
    2024
    2023
    2022
    2021
    2020
    2019
    2018
    2017
    2016

    Comparable sales

    These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    29 Collison Rd, Annapolis, MD
    0.68
    Lot/Land
    $185,000
    04/20/26
    -
    -
    341 Dubois Rd, Annapolis, MD
    1.46
    Lot/Land
    $495,000
    12/23/25
    -
    -
    343 Dubois Rd, Annapolis, MD
    1.47
    Lot/Land
    $325,000
    12/31/25
    -
    -
    908 Spa Rd, Annapolis, MD
    1.33
    Lot/Land
    $140,000
    07/31/26
    -
    -
    7 Rusty Red Dr, Annapolis, MD
    1.59
    Lot/Land
    $335,000
    12/19/25
    -
    -
    8 Dorsey Ave, Annapolis, MD
    1.92
    Lot/Land
    $120,000
    04/07/26
    -
    -
    2175 Glencrest Cir, Annapolis, MD
    3.15
    Lot/Land
    $250,000
    02/13/26
    -
    -
    3178 Harness Creek Rd, Annapolis, MD
    3.32
    Lot/Land
    $3,250,000
    05/27/26
    -
    -
    2632 Carrollton Rd, Annapolis, MD
    3.22
    Lot/Land
    $800,000
    09/24/25
    -
    -

    Nearby home prices

    Get a sense of expected prices in the area by checking the value of nearby homes.
    Address
    Distance
    Price
    Bed
    Bath
    Sqft
    Status
    206 Giddings Ave, Annapolis, MD 21401
    0.04
    $1,995,600
    5
    4.5
    3,975
    Off Market
    103 Shiley St, Annapolis, MD 21401
    0.07
    $946,900
    2
    3
    2,747
    Off Market
    8 Tolson St, Annapolis, MD 21401
    0.08
    $1,149,400
    4
    2
    2,163
    Off Market
    2 Tolson St, Annapolis, MD 21401
    0.08
    $1,556,000
    6
    4.5
    3,318
    Recently Sold
    106 Tolson St, Annapolis, MD 21401
    0.11
    $1,504,300
    3
    3.5
    2,740
    Off Market
    9 Tolson St, Annapolis, MD 21401
    0.12
    $1,475,000
    4
    2.5
    3,102
    Recently Sold
    402 Melvin Ave, Annapolis, MD 21401
    0.16
    $850,000
    3
    2
    2,203
    Recently Sold
    307 Melvin Ave, Annapolis, MD 21401
    0.15
    $875,000
    4
    1.5
    1,536
    For Sale
    112 Melvin Ave, Annapolis, MD 21401
    0.13
    $1,258,000
    4
    2.5
    3,462
    Recently Sold
    404 Melvin Ave, Annapolis, MD 21401
    0.16
    $1,497,900
    5
    3.5
    2,574
    Off Market
    410 Melvin Ave, Annapolis, MD 21401
    0.18
    $1,475,000
    5
    3
    2,615
    Recently Sold

    Price and Tax history

    DateEventPrice
    Jun 11, 2026
    Source: Bright MLS #MDAA2135638
    		PriceChange
    $3,090,000
    Price increased by 107%
    Jun 11, 2026
    Source: Bright MLS #MDAA2136908
    		PriceChange
    $1,495,000
    Price decreased by 55%
    May 15, 2026
    Source: Bright MLS #MDAA2135638
    		PriceChange
    $3,295,000
    Price increased by 94%
    Apr 13, 2026
    Source: Bright MLS #MDAA2137186
    		PriceChange
    $1,700,000
    Price decreased by 45%
    Apr 13, 2026
    Source: Bright MLS #MDAA2135638
    		PriceChange
    $3,095,000
    Price increased by 82%

    LGBTQ Local Legal Protections

    Brad Kappel, TTR Sotheby's International Realty, (410) 280-5600
    Agent Phone: (410) 279-9476
    The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

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    Frequently asked questions about 4 Shiley St

    • How big is 4 Shiley St?
      4 Shiley St in Annapolis, MD is about 0.61 acres (26,746 sq ft).
    • What is the price per acre for 4 Shiley St?
      4 Shiley St in Annapolis, MD is listed at $1,495,000, or about $2.4M per acre.
    • What do residents say about Annapolis?
      Residents describe Annapolis, MD as dog-friendly, easy to park in, and pedestrian-friendly. See homes for sale in Annapolis, MD.
    • What are the closest schools to 4 Shiley St?
      The closest schools to 4 Shiley St in Annapolis, MD are Annapolis High School (rated 4/10), West Annapolis Elementary School (rated 9/10), Wiley H. Bates Middle School (rated 5/10).
    4 Shiley St, Annapolis, MD 21401 is a lot/land. This property is currently available for sale and was listed by Bright MLS on Feb 20, 2026. The MLS # for this home is MLS# MDAA2136908.