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

FOR SALE

200 Chesapeake Ave
Annapolis, MD 21403

3 Beds
2.5 Baths
2,942 sqft

$899,900

$935,000

Est. Mortgage $5,061/mo*

Get Pre-Qualified

$899,900

$935,000

Est. Mortgage $5,061/mo*

Get Pre-Qualified

3 Beds

2.5 Baths

2,942 sqft

Local Information

-- mins to

Commute Destination

Description

*** A must-see opportunity in the desirable Eastport Peninsula! This unique property features two attached dwellings in one, offering exceptional flexibility and income potential. The original dwelling, once a charming church, has been thoughtfully converted into a 2-bedroom, 1.5-bath home with an open-concept main level full of character and charm. The second dwelling, located at the rear, is a cozy cottage complete with 1 bedroom, loft, and kitchen —perfect for rental income, guests, or extended family. A truly special property with endless possibilities—don’t miss it!

Home Highlights

Parking

Open Parking

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

$306

Listed

121 days ago

Home Details for 200 Chesapeake Ave

Interior Features
Interior Details Basement: Finished,Exterior Entry,Walk-Out AccessNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout Living Area: 2942 Square Feet
Appliances & Utilities Appliances: Cooktop, Refrigerator, Ice Maker, Exhaust Fan, Washer, Dishwasher, Disposal, Dryer, Gas Water HeaterDishwasherDisposalDryerRefrigeratorWasher
Heating & Cooling Heating: Central,Baseboard,Natural Gas,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central
Fireplace & Spa No FireplaceNo Spa
Windows, Doors, Floors & Walls Window: Double Pane WindowsFlooring: Hardwood, Laminate, Ceramic Tile
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: OtherFloors: Hardwood, Laminate, Ceramic Tile
View No View

Exterior Features
Exterior Home Features Roof: CompositionFencing: FullOther Structures: Above Grade, Below GradeFoundation: Concrete PerimeterNo Private Pool
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: On Street
Pool Pool: None
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Farm & Range Not Allowed to Raise Horses
Finished Area Finished Area (above surface): 1532 Square FeetFinished Area (below surface): 1410 Square Feet

Days on Market
Days on Market: 121

Property Information
Year Built Year Built: 1930Year Renovated: 2001
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Contemporary,Beaux Arts
Building Construction Materials: Aluminum SidingNot a New ConstructionHas Additional Parcels
Property Information Condition: GoodParcel Number: 020600002102595Additional Parcels Description: 2nd dwelling behind the main house is attached, and can be a great rental income with a bedroom and kitchen and full bathroom

Price & Status
Price List Price: $899,900Price Per Sqft: $306
Status Change & Dates Possession Timing: Close Of Escrow

Active Status
MLS Status: ACTIVE

Location
Direction & Address City: ANNAPOLISCommunity: Eastport
School Information Elementary School: EastportElementary School District: Anne Arundel County Public SchoolsJr High / Middle School: AnnapolisJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: AnnapolisHigh School District: Anne Arundel County Public Schools

Agent Information
Listing Agent Listing ID: MDAA2131796

Building
Building Area Building Area: 3064 Square Feet

Community
Not Senior Community

HOA
No HOA

Lot Information
Lot Area: 3360 sqft

Listing Info
Special Conditions: Standard

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

Business
Business Information Ownership: Fee Simple

Miscellaneous
BasementMls Number: MDAA2131796Municipality: AnnapolisAbove Grade Unfinished Area: 1532

Additional Information
Source Internet Entire Listing Display: Y

Last check for updates: about 21 hours ago

Listing courtesy of Ashton A Vessali, (301) 502-7123

Compass, (703) 310-6111

Source: Bright MLS, MLS#MDAA2131796

Also Listed on Bright MLS.

Price History for 200 Chesapeake Ave

Date	Price	Event	Source
04/23/2026	$899,900	PriceChange	Bright MLS #MDAA2131796
Price Change $35,100 (-4%)
04/16/2026	$935,000	PriceChange	Bright MLS #MDAA2131796
Price Change $64,900 (-6%)
03/14/2026	$999,900	PriceChange	Bright MLS #MDAA2131796
Price Change $99,100 (-9%)
01/05/2026	$1,099,000	Listed For Sale	Bright MLS #MDAA2131796

10/29/1993	$200,000	Sold	N/A
Recording Date 10/29/1993 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$9,454
Assessment	$724,067

Home facts updated by county records

Comparable Sales for 200 Chesapeake Ave

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
313 Chesapeake Ave, Annapolis, MD	0.10	Single-Family Home	$1,397,500	07/15/25	3	2	2,576
541 2nd St, Annapolis, MD	0.11	Single-Family Home	$1,470,000	10/31/25	4	3	2,341
3 Chester Ave, Annapolis, MD	0.22	Single-Family Home	$1,660,000	02/12/26	3	3	2,815
320 Chester Ave, Annapolis, MD	0.16	Single-Family Home	$725,000	03/16/26	2	2	1,176
544 2nd St, Annapolis, MD	0.12	Single-Family Home	$802,500	09/15/25	4	2	1,512
503 Burnside St, Annapolis, MD	0.34	Single-Family Home	$839,000	06/24/25	3	2	1,388
131 Eastern Ave, Annapolis, MD	0.20	Single-Family Home	$440,000	06/11/25	2	2	1,056
215 Chester Ave, Annapolis, MD	0.14	Single-Family Home	$1,730,000	02/27/26	4	3.5	3,421
208 Eastern Ave, Annapolis, MD	0.18	Single-Family Home	$960,000	06/13/25	3	3.5	1,560
623 2nd St, Annapolis, MD	0.18	Single-Family Home	$850,000	06/27/25	2	1.5	1,164

Assigned Schools

These are the assigned schools for 200 Chesapeake Ave.

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 467 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

Learn more about our methodology.

Shannon Chatlos
Resident
5mo 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
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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
2y 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
2y 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
2y 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
4y 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
Flag
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
5y 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
Flag
Stephanie.ward0715
Resident
5y 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
Flag
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
Flag
Stella
Resident
6y ago
"Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
3
Flag
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
Flag
Kwisniewski805
Resident
6y ago
"Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
0
Flag
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
Flag
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
Flag
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
Flag
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
Flag
Rodwellsantos6
Visitor
6y 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
Flag
Jeffrey H.
Resident
6y 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
Flag
jfh4k0
Resident
6y ago
"Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
2
Flag
Nadja Maril
Resident
6y 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
Flag
Markkimethanmolly
Resident
7y ago
"We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
0
Flag
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
Flag

LGBTQ Local Legal Protections

Additional Cost

Ashton A Vessali, Compass, (703) 310-6111

Agent Phone: (301) 502-7123

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200 Chesapeake Ave, Annapolis, MD 21403 is a 3 bedroom, 3 bathroom, 2,942 sqft single-family home built in 1930. This property is currently available for sale and was listed by Bright MLS on Nov 24, 2025. The MLS # for this home is MLS# MDAA2131796.

200 Chesapeake Ave Annapolis, MD 21403

$899,900

$899,900

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200 Chesapeake Ave
Annapolis, MD 21403