Is Annapolis, MD dog-friendly?

As of early 2026, 93% of users say it's dog friendly

Is a car needed in Annapolis, MD?

As of early 2026, 83% of users say car is needed

Does Annapolis, MD show holiday spirit?

As of early 2026, 75% of users say there's holiday spirit

Is parking easy in Annapolis, MD?

As of early 2026, 73% of users say parking is easy

Does Annapolis, MD have sidewalks?

As of early 2026, 73% of users say there are sidewalks

Are yards well-kept in Annapolis, MD?

As of early 2026, 70% of users say yards are well-kept

Would people walk alone at night in Annapolis, MD?

As of early 2026, 68% of users say people would walk alone at night

Do kids play outside in Annapolis, MD?

As of early 2026, 68% of users say kids play outside

Are the streets well-lit in Annapolis, MD?

As of early 2026, 66% of users say streets are well-lit

Is Annapolis, MD quiet?

As of early 2026, 65% of users say it's quiet

Is there wildlife in Annapolis, MD?

As of early 2026, 63% of users say there's wildlife

Is Annapolis, MD walkable to restaurants?

As of early 2026, 57% of users say it's walkable to restaurants

Are neighbors friendly in Annapolis, MD?

As of early 2026, 57% of users say neighbors are friendly

Do residents of Annapolis, MD plan to stay at least 5 years?

As of early 2026, 52% of users say they plan to stay for at least 5 years

Are there community events in Annapolis, MD?

As of early 2026, 49% of users say there are community events

Is Annapolis, MD walkable to grocery stores?

As of early 2026, 48% of users say it's walkable to grocery stores

UNDER CONTRACT

8 Shiley St
Annapolis, MD 21401

5 Beds
3 Baths
3,592 sqft

$2,099,000

Est. Mortgage $12,066/mo*

Get Pre-Qualified

$2,099,000

Est. Mortgage $12,066/mo*

Get Pre-Qualified

5 Beds

3 Baths

3,592 sqft

Local Information

Map ViewExplore the area around 8 Shiley St.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Originally built in 2005 and renovated with high end materials, this exceptional Craftsman-style home offers over 3,500 square feet of beautifully finished living space and has been meticulously maintained and thoughtfully updated throughout. The open-concept floor plan offers the perfect balance of comfortable everyday living and effortless entertaining, featuring abundant natural light, crown molding, recessed lighting, and seamless flow between the main living spaces. At the heart of the home is the newly renovated kitchen, complete with a large island with Quartz countertops and seating for up to eight, custom wood-paneled refrigerator and freezer, Signature custom cabinetry, and premium Wolf and Monogram appliances. The adjoining family room features custom built-in bookcases, a Montigo gas fireplace, Sonance in-wall speaker system, and direct access to the screened porch, creating an inviting space for gathering year-round. Additional highlights include a custom wet bar, a main-level bedroom and full bath, and a finished lower level offering flexible space for recreation, guests, or a home office. Outside, the fully fenced, level backyard is a private retreat with mature trees, a spacious patio with a Caldera hot tub, and a built-in outdoor fireplace making it perfect for entertaining in every season. Ideally located in the heart of West Annapolis, this home is just a few blocks from local restaurants, shops, and the community boat ramp. With easy access to Route 50, commuting is simple and convenient. As an added benefit, owners receive approximately $12,000 in rental income during Commissioning week, providing an excellent opportunity to offset ownership costs. Offering timeless style, premium updates, and thoughtful design, this home is a rare opportunity in one of Annapolis' most desirable neighborhoods.

Home Highlights

Parking

Open Parking

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

$584

Listed

10 days ago

Home Details for 8 Shiley St

Interior Features
Interior Details Basement: Improved,Partially Finished,Walk-Out Access,WindowsNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 3592 Square Feet
Appliances & Utilities Utilities: Natural Gas Available, Sewer AvailableAppliances: Cooktop, Down Draft, Dishwasher, Disposal, Dryer, Extra Refrigerator/Freezer, Freezer, Ice Maker, Microwave, Double Oven, Oven, Refrigerator, Six Burner Stove, Washer, Water Heater, Electric Water HeaterDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa Number of Fireplaces: 1Spa: Bath, Private, Hot TubHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls Window: Window TreatmentsFlooring: Hardwood, Wood
Levels, Entrance, & Accessibility Stories: 3Levels: ThreeAccessibility: NoneFloors: Hardwood, Wood
View No View

Exterior Features
Exterior Home Features Fencing: FullOther Structures: Above Grade, Below GradeExterior: Lighting, Play Area, Play EquipmentFoundation: BlockNo Private Pool
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 1Parking: Crushed Stone,On Street,Off Street
Pool Pool: None
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 3039 Square FeetFinished Area (below surface): 553 Square Feet

Days on Market
Days on Market: 10

Property Information
Year Built Year Built: 2005
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Craftsman
Building Construction Materials: CedarNot a New Construction
Property Information Condition: ExcellentNot Included in Sale: Flower Light Fixtures In Living RoomIncluded in Sale: Playground, Hot Tub, Fridge In BasementParcel Number: 020600000277200

Price & Status
Price List Price: $2,099,000Price Per Sqft: $584
Status Change & Dates Possession Timing: Negotiable

Active Status
MLS Status: ACTIVE UNDER CONTRACT

Location
Direction & Address City: ANNAPOLISCommunity: West Annapolis
School Information Elementary School: West AnnapolisElementary 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: MDAA2150912

Building
Building Area Building Area: 3592 Square Feet

Community
Not Senior Community

HOA
No HOA

Lot Information
Lot Area: 7500 sqft

Listing Info
Special Conditions: Standard

Offer
Listing Agreement Type: Exclusive Right To Sell

Business
Business Information Ownership: Fee Simple

Miscellaneous
BasementMls Number: MDAA2150912Municipality: AnnapolisZillow Contingency Status: Under ContractAbove Grade Unfinished Area: 3039

Additional Information
Source Internet Automated Valuation Display: NSource Internet Consumer Comment: NSource Internet Entire Listing Display: YSource Internet Address Display: Y

Last check for updates: about 11 hours ago

Listing courtesy of Jean Dixon, (443) 995-2791

Coldwell Banker Realty, (410) 263-8686

Source: Bright MLS, MLS#MDAA2150912

Also Listed on Bright MLS.

Market trends in Annapolis

Last updated June 2026

Avg. sale price

$632K

$6.37KMoM

Sale-to-List Price

100.0%

Price per sq ft

$319

$6MoM

Available listings

357

21MoM

Price History for 8 Shiley St

Date	Price	Event	Source
07/20/2026	$2,099,000	Contingent	Bright MLS #MDAA2150912

07/11/2026	$2,099,000	Listed For Sale	Bright MLS #MDAA2150912

06/27/2017	$899,000	Sold	N/A
Recording Date 06/27/2017 Contract Date 06/22/2017 County Transfer Tax $8,990 Total Transfer Tax $13,485
06/14/2005	$860,000	Sold	N/A
Recording Date 06/14/2005 County Transfer Tax N/A Total Transfer Tax N/A
07/30/2004	$380,000	Sold	N/A
Recording Date 07/30/2004 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$13,680
Assessment	$954,633

Home facts updated by county records

Comparable Sales for 8 Shiley St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
112 Melvin Ave, Annapolis, MD	0.12	Single-Family Home	$1,258,000	03/02/26	4	2.5	3,462
103 Shiley St, Annapolis, MD	0.06	Single-Family Home	$930,000	10/08/25	2	3	2,747
9 Tolson St, Annapolis, MD	0.11	Single-Family Home	$1,475,000	10/31/25	4	2.5	3,102
404 Monterey Ave, Annapolis, MD	0.20	Single-Family Home	$1,515,000	08/18/25	5	3.5	3,694
2 Tolson St, Annapolis, MD	0.08	Single-Family Home	$1,556,000	06/30/26	6	4.5	3,318
410 Melvin Ave, Annapolis, MD	0.17	Single-Family Home	$1,475,000	01/28/26	5	3	2,615
1 Tucker St, Annapolis, MD	0.19	Single-Family Home	$1,100,000	04/22/26	3	2.5	1,869
206 Shiley St, Annapolis, MD	0.17	Single-Family Home	$835,000	07/30/25	2	2.5	1,308

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

FOR SALE
3D VIEW
0.61 ACRES
$1,495,000
4 Shiley St,
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TTR Sotheby's International Realty
OFF MARKET
Est. $1,985,300
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206 Giddings Ave,
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Engel & Volkers Annapolis
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OCT 8, 2025
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2 bd
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103 Shiley St,
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EKB Realty
OFF MARKET
Est. $1,153,900
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JUN 30, 2026
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Long & Foster Real Estate, Inc.
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COMING SOON 7/23
$849,900
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Engel & Volkers Annapolis
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Est. $1,497,400
5 bd
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Long & Foster Real Estate, Inc.
OFF MARKET
Est. $1,381,500
4 bd
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104 Tucker St,
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Coldwell Banker Realty
SOLD
JAN 28, 2026
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Coldwell Banker Realty

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 8 Shiley St.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Annapolis

At least 469 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
52 % 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.

Shannon Chatlos
Resident
8mo ago
"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
Resident
1y ago
"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
Resident
1y ago
"Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
0
Flag
Halljanie68
Resident
1y ago
"Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
0
Flag
Sheila Wilson
Resident
1y ago
"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
Flag
Diana H.
Resident
1y ago
"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
Resident
2y ago
"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
Resident
3y ago
"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
Resident
3y ago
"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
Prev. Resident
3y ago
"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
Resident
3y ago
"Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
0
Flag
Trulia User
Resident
3y ago
"Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
1
Flag
Trulia User
Resident
3y ago
"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
Resident
3y ago
"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
Flag
Trulia User
Resident
4y ago
"While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
0
Flag
Trulia User
Resident
4y ago
"Wonderful family neighborhood. This neighborhood is very convenient to Hway 50 and all of the Annapolis area. The people here are terrific neighbors."
0
Flag
Trulia User
Visitor
4y ago
"Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
0
Flag
Trulia User
Resident
5y ago
"Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
0
Flag
Trulia User
Resident
5y ago
"the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
0
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Singletonad
Resident
5y ago
"the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
0
Flag
Keren_molina
Resident
5y ago
"Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
5
Flag
Singletonad
Resident
5y ago
"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
Bgonos7
Resident
5y ago
"A lot of space to walk and nearby parks. Nice area and everyone is dog friendly for the most part. A lot of Neighbors have dogs "
0
Flag
Raddisob07
Resident
5y ago
" 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
Resident
6y ago
"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
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Stephanie.ward0715
Resident
6y ago
"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
Resident
6y ago
"None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
5
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Stella
Resident
6y ago
"Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
3
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Jennifer B.
Resident
6y ago
"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
Resident
6y ago
"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.
Resident
6y ago
"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
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Beth S.
Resident
6y ago
"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.
Visitor
6y ago
"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
Resident
6y ago
"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
Visitor
7y ago
"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.
Resident
7y ago
"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
Resident
7y ago
"Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
2
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Nadja Maril
Resident
7y ago
"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
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Markkimethanmolly
Resident
7y ago
"We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
0
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Debwill64
Resident
7y ago
"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
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LGBTQ Local Legal Protections

Jean Dixon, Coldwell Banker Realty, (410) 263-8686

Agent Phone: (443) 995-2791

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

8 Shiley St, Annapolis, MD 21401 is a 5 bedroom, 3 bathroom, 3,592 sqft single-family home built in 2005. This property is currently available for sale and was listed by Bright MLS on Jul 9, 2026. The MLS # for this home is MLS# MDAA2150912.

8 Shiley St Annapolis, MD 21401

$2,099,000

$2,099,000

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8 Shiley St
Annapolis, MD 21401