227 Dewey Dr, Annapolis, MD 21401
OFF MARKET

$710,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,100 sqft (on 0.31 acres)

227 Dewey Dr, Annapolis, MD 21401

Refinance Your Home
Currently Off Market - Sold Oct 3, 2024 for $650,000

Home Value

Trulia Estimate
$710K
Since last month
Decreased$1K (-0.2%)
Since last year
Increased$59K (+9%)
Since last sale
Increased$62K (+9.6%)
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 +73% in the last 10 years
MonthEstimated value
2026
August 2026$712K
August 2026$712K
July 2026$714K
June 2026$731K
May 2026$707K
April 2026$682K
March 2026$668K
February 2026$665K
January 2026$655K
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
443 Schley Rd, Annapolis, MD
0.19
Single-Family Home
$758,000
07/13/26
3
2
1,470
411 Ludlow Rd, Annapolis, MD
0.11
Single-Family Home
$650,000
06/05/26
3
2
1,498
8 Wainwright Dr, Annapolis, MD
0.27
Single-Family Home
$575,000
10/03/25
3
1.5
1,899
509 Schley Rd, Annapolis, MD
0.22
Single-Family Home
$800,000
08/25/26
4
3
2,072
126 Sumner Rd, Annapolis, MD
0.18
Single-Family Home
$725,000
10/24/25
4
2
2,546
1602 Cedar Park Rd, Annapolis, MD
0.35
Single-Family Home
$808,000
07/01/26
4
2
2,375
19 Williams Dr, Annapolis, MD
0.19
Single-Family Home
$910,000
03/02/26
4
3
2,201
103 Wainwright Dr, Annapolis, MD
0.38
Single-Family Home
$815,000
05/27/26
3
3
1,916
1609 Cedar Park Rd, Annapolis, MD
0.43
Single-Family Home
$800,000
05/29/26
4
2
1,902
3 Kirkley Rd, Annapolis, MD
0.42
Single-Family Home
$485,000
07/01/26
3
2
2,062

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
228 Dewey Dr, Annapolis, MD 21401
0.03
$745,000
3
2
1,523
For Sale
311 Dewey Dr, Annapolis, MD 21401
0.05
$882,300
3
3.5
3,190
Off Market
307 Ludlow Rd, Annapolis, MD 21401
0.05
$768,700
4
2.5
2,605
Off Market
411 Ludlow Rd, Annapolis, MD 21401
0.11
$650,000
3
2
1,498
Recently Sold
226 Gibson Rd, Annapolis, MD 21401
0.13
$665,300
3
2
2,080
Off Market
3 Steffen Point Hts, Annapolis, MD 21401
0.13
$2,099,400
4
4
3,812
Off Market
380 Dewey Dr, Annapolis, MD 21401
0.11
$805,000
4
2.5
1,920
Off Market
128 Dewey Dr, Annapolis, MD 21401
0.17
$786,200
4
2.5
2,324
Off Market
338 Dewey Dr, Annapolis, MD 21401
0.12
$1,458,200
4
4
3,020
Off Market
131 Dewey Dr, Annapolis, MD 21401
0.17
$649,400
3
3
1,800
Off Market
424 Dewey Dr, Annapolis, MD 21401
0.12
$767,900
4
3
2,283
Off Market

Local Information

  • Map ViewExplore the area around 227 Dewey Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1976
0.31 acre lot
2,100 sqft
$338/sqft
2 Open Spaces

About this House

HIGHEST AND BEST OFFER DEADLINE SUNDAY, 08.25.2024 by 11:00AM - Please NO ESCALATION CLAUSES - Sunday open house CANCELLED. This lovely and updated home, located in the downtown Annapolis community of Admiral Heights, offers an exceptional living experience. The desirable location, near the historic district, allows for easy access to the vibrant culture and attractions of the Historic Annapolis waterfront city. The contemporary home, featuring 3 bedrooms and 2 full updated baths, provides ample living space, a freshly painted main level, vaulted ceilings, wood flooring, updated kitchen, and a primary bedroom with ensuite bath. The updated kitchen boasts granite counters, stainless appliances, a built-in wine rack, lovely glass door cabinetry, and breakfast bar, providing a seamless blend of form and function. Imagine the cozy ambiance while you sit by the fireplace in the walk-out family room. Perfect for relaxation and entertaining, the inviting outdoor living space, offered by the large deck overlooking the back yard, will appeal. The generously sized lot is 0.31 acres and backs to woods. For the electric vehicle enthusiast, the home comes equipped with and EV 48-amp charger. In addition, and to provide added peace of mind, the seller is offering the buyer a 1-year AHS Home Warranty with the purchase of the home. Residents can also enjoy the convenience of the community pool, parks, as well as the water access community, providing opportunities for water-based activities and recreation (voluntary HOA and clubs, additional memberships/fees required). Enjoy easy access to shopping, restaurants, and bars, as well as proximity to the Naval Academy Stadium, Maryland Hall, St. Johns College, and a nearby elementary school. For commuters, there is quick access to Route 50 and I-97 as well as the commuter bus to D.C. This property presents an incredible opportunity to experience the charm and vibrancy of Annapolis.
227 Dewey Dr, Annapolis, MD 21401 is a 3 bedroom, 2 bathroom, 2,100 sqft single-family home built in 1976. It last sold for $650,000 on Oct 3, 2024 (5% above the $619,000 asking price). More recently, it was listed as a rental in March 2020 with an asking price of $2,300 per month. That rental listing was removed on May 2, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $710,300, with a rent estimate of $4,255/month.
Last check for updates: about 1 hour ago
Listed by Antonia Barry, (410) 533-1177
Coldwell Banker Realty
Bought with: Kim Lally, (443) 799-0036, EXP Realty, LLC
Source: Bright MLS, MLS#MDAA2088030

Home Details for 227 Dewey Dr

Interior Features

Interior Details
Basement: Rear Entrance,Full,Improved,Walk-Out Access,Interior Entry,Partially Finished,Rough Bath Plumb,Space For Rooms,Windows,Other,Heated,Sump PumpNumber of Rooms: 6Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2100 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Oven/Range - Electric, Refrigerator, Cooktop, Washer, Self Cleaning Oven, Oven, Stainless Steel Appliance(s), Surface Unit, Water Heater, Electric Water HeaterDishwasherDisposalDryerLaundry: In Basement,Has Laundry,Lower Level,Washer In Unit,Dryer In Unit,Washer/Dryer Hookups Only,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Central,OilHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Mantel(s), BrickHas a Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Window TreatmentsDoor: Sliding GlassFlooring: Hardwood, Carpet, Ceramic Tile, Concrete, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: Split Foyer, TwoAccessibility: NoneFloors: Hardwood, Carpet, Ceramic Tile, Concrete, Wood
View
Has a ViewView: Other, Trees/Woods

Exterior Features

Exterior Home Features
Patio / Porch: Deck, PatioFencing: Partial, Back YardOther Structures: Above Grade, Below GradeExterior: SidewalksFoundation: BlockNo Private Pool
Parking & Garage
Open Parking Spaces: 2No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Off Street,On Street
Pool
Pool: Community
Frontage
Waterfront: Private Access, Boat - Powered, Canoe/Kayak, Fishing Allowed, Swimming AllowedResponsible for Road Maintenance: City/CountyRoad Surface Type: Black TopNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Weems Creek
Farm & Range
Frontage Length: Road Frontage: 60
Finished Area
Finished Area (above surface): 1589 Square FeetFinished Area (below surface): 511 Square Feet

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Detached
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Condition: Very GoodIncluded in Sale: Electric Vehicle Charger 48 Amp; Ahs Shield Plus 1-year Warranty;Parcel Number: 020601005360300

Price & Status

Price
List Price: $619,000
Status Change & Dates
Off Market Date: Thu Oct 03 2024Possession Timing: 0-30 Days CD, 61-90 Days CD, Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: ANNAPOLISCommunity: Admiral Heights
School Information
Elementary School: GermantownElementary School District: Anne Arundel County Public SchoolsJr High / Middle School: BatesJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: AnnapolisHigh School District: Anne Arundel County Public Schools

Building

Building Area
Building Area: 2100 Square Feet

Community

Community Features: PoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.31 acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Financing ApprovalListing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, VA Loan, Other

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2088030Municipality: AnnapolisAbove Grade Unfinished Area: 1589

Additional Information

HOA Amenities: Pier/Dock,Pool Mem Avail,Water/Lake Privileges,Picnic Area

Price and Tax history

DateEventPrice
Oct 3, 2024
Source: Bright MLS #MDAA2088030
Sold
$650,000
Oct 3, 2024
Source: Bright MLS #MDAA2088030
Pending
$619,000
Aug 26, 2024
Source: Bright MLS #MDAA2088030
Contingent
$619,000
Aug 21, 2024
Source: Bright MLS #MDAA2088030
Listed For Sale
$619,000
May 2, 2020
Source: Agent Provided
ListingRemoved
$2,300

Market trends in Annapolis

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$643K
$1KMoM
Sale-to-List Price
100.0%
Price per sq ft
$331
$6MoM
Available listings
344
11MoM

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Kwisniewski805
    "Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

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

Frequently asked questions about 227 Dewey Dr

  • What is 227 Dewey Dr estimated to be worth?
    Trulia's estimated value for 227 Dewey Dr in Annapolis, MD is $710,300.
  • What is the price history for 227 Dewey Dr?
    227 Dewey Dr in Annapolis, MD last sold for $650,000 in October 2024.
  • Is Annapolis a buyer's or seller's market?
    Annapolis is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Annapolis?
    The median sale price in Annapolis is $643K. That is down $1K from the prior month.
  • Does 227 Dewey Dr have air conditioning?
    Yes, 227 Dewey Dr in Annapolis, MD has air conditioning.
  • Does 227 Dewey Dr have a pool?
    Yes, 227 Dewey Dr in Annapolis, MD has a pool.

Explore by feature - Pet Friendly

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