338 Dewey Dr, Annapolis, MD 21401
Property image
Property image
OFF MARKET

$1,458,200

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,020 sqft (on 0.27 acres)

338 Dewey Dr, Annapolis, MD 21401

Refinance Your Home
Currently Off Market - Sold Apr 5, 2024 for $1,500,000

Home Value

Trulia Estimate
$1.46M
Since last month
Decreased$6K (-0.4%)
Since last year
Decreased$80K (-5.2%)
Since last sale
Decreased$42K (-2.8%)
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 +216% in the last 10 years
MonthEstimated value
2026
August 2026$1.46M
August 2026$1.46M
July 2026$1.46M
June 2026$1.5M
May 2026$1.5M
April 2026$1.5M
March 2026$1.5M
February 2026$1.45M
January 2026$1.43M
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
349 Dewey Dr, Annapolis, MD
0.05
Single-Family Home
$2,275,000
12/12/25
4
4
3,900
19 Williams Dr, Annapolis, MD
0.23
Single-Family Home
$910,000
03/02/26
4
3
2,201
304 Glen Ave, Annapolis, MD
0.49
Single-Family Home
$1,353,000
06/24/26
4
3.5
3,219
509 Schley Rd, Annapolis, MD
0.21
Single-Family Home
$800,000
08/25/26
4
3
2,072
302 Annapolis St, Annapolis, MD
0.42
Single-Family Home
$1,465,000
06/11/26
3
3.5
3,079
9 Tolson St, Annapolis, MD
0.61
Single-Family Home
$1,475,000
10/31/25
4
2.5
3,102
410 Melvin Ave, Annapolis, MD
0.53
Single-Family Home
$1,475,000
01/28/26
5
3
2,615

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
349 Dewey Dr, Annapolis, MD 21401
0.05
$2,275,000
4
4
3,900
Recently Sold
345 Dewey Dr, Annapolis, MD 21401
0.05
$1,257,100
4
2
1,848
Off Market
380 Dewey Dr, Annapolis, MD 21401
0.07
$805,000
4
2.5
1,920
Off Market
311 Dewey Dr, Annapolis, MD 21401
0.07
$882,300
3
3.5
3,190
Off Market
307 Ludlow Rd, Annapolis, MD 21401
0.10
$768,700
4
2.5
2,605
Off Market
3 Steffen Point Hts, Annapolis, MD 21401
0.09
$2,099,400
4
4
3,812
Off Market
227 Dewey Dr, Annapolis, MD 21401
0.12
$710,300
3
2
2,100
Off Market
424 Dewey Dr, Annapolis, MD 21401
0.13
$767,900
4
3
2,283
Off Market
431 Schley Rd, Annapolis, MD 21401
0.14
$975,400
5
4
3,119
Off Market
228 Dewey Dr, Annapolis, MD 21401
0.14
$745,000
3
2
1,523
For Sale
443 Schley Rd, Annapolis, MD 21401
0.16
$758,000
3
2
1,470
Recently Sold

Local Information

  • Map ViewExplore the area around 338 Dewey Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1954
0.27 acre lot
3,020 sqft
$483/sqft
2 Car Garage

About this House

Exquisite 2017 Fully reconstructed, renovated and expanded Home - Modern Luxury from the Studs Up! Prepare to be impressed by this stunning 4 bedroom, 4 bathroom home, completely reimagined and rebuilt in 2017 from the ground up. This project was executed with precision and a commitment to quality craftsmanship, ensuring lasting beauty and functionality. No detail was spared in the transformation of this cape cod, resulting in a masterpiece that effortlessly combines elegance with functionality. Step inside to discover an open and airy layout with clean lines, high ceilings, and tasteful finishes that create a sense of contemporary luxury. Enjoy spacious and comfortable bedrooms with ample closet space. The master suite is a private retreat with a walk-in closet and a spa-like ensuite bathroom. Located in the highly desirable neighborhood of Admiral Heights, adjacent to the community waterfront pier and kayak launch, minutes away from Downtown Annapolis, a short walk to the Navy Stadium, West Annapolis, parks, shopping, and dining. Commuting is a breeze with easy access to route 50 and 97. Offering a turnkey experience in a prime location. If you're seeking a move-in ready, fully renovated masterpiece, this is the one! Schedule a showing today to experience the true essence of this remarkable property. There is no formal HOA. However, Admiral Heights offers a voluntary community improvement organization that residents can join, for $50/year.
338 Dewey Dr, Annapolis, MD 21401 is a 4 bedroom, 4 bathroom, 3,020 sqft single-family home built in 1954. It last sold for the $1,495,000 asking price on Apr 5, 2024. More recently, it was listed as a rental in August 2014 with an asking price of $2,500 per month. That rental listing was removed on August 19, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,458,200, with a rent estimate of $5,603/month.
Last check for updates: about 20 hours ago
Listed by Ginny Dauses, (301) 651-4818
Coldwell Banker Waterman Realty
Bought with: Kelly Sim Joyce, (410) 570-7115, Coldwell Banker Realty
Source: Bright MLS, MLS#MDAA2078596

Home Details for 338 Dewey Dr

Interior Features

Interior Details
Basement: Finished,Garage Access,Improved,Rear Entrance,Sump Pump,Walk-Out Access,Windows,Partial
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 4Number of Bathrooms (full): 4Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3020 Square Feet
Appliances & Utilities
Appliances: Microwave, Dishwasher, Disposal, Exhaust Fan, Extra Refrigerator/Freezer, Ice Maker, Range Hood, Oven/Range - Gas, Six Burner Stove, Washer, Water HeaterDishwasherDisposalLaundry: Laundry RoomMicrowaveWasher
Heating & Cooling
Heating: Heat Pump,PropaneHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Mantel(s)Has a Fireplace
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Hardwood, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Hardwood, Wood
View
Has a ViewView: Creek/Stream
Security
Security: Carbon Monoxide Detector(s), Security System

Exterior Features

Exterior Home Features
Roof: Architectural ShinglePatio / Porch: Deck, Patio, PorchOther Structures: Above GradeExterior: Extensive Hardscape, Lighting, Flood LightsFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Storage,Garage Faces Front,Garage Door Opener,Oversized,Inside Entrance,Asphalt,Attached,Driveway
Pool
Pool: Community
Frontage
Waterfront: Creek/Stream, Canoe/Kayak, Fishing Allowed, Private Access, Boat - PoweredNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Weems Creek
Finished Area
Finished Area (above surface): 3020 Square Feet

Property Information

Year Built
Year Built: 1954Year Renovated: 2017
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Condition: ExcellentParcel Number: 020601000778400

Price & Status

Price
List Price: $1,495,000
Status Change & Dates
Off Market Date: Fri Apr 05 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: ANNAPOLISCommunity: Admiral Heights
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

Building

Building Area
Building Area: 3020 Square Feet

Community

Community Features: PoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.27 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2078596Municipality: AnnapolisWater ViewWater View: Creek/StreamAbove Grade Unfinished Area: 3020

Additional Information

Pool

Price and Tax history

DateEventPrice
Apr 5, 2024
Source: Bright MLS #MDAA2078596
Sold
$1,500,000
Mar 4, 2024
Source: Bright MLS #MDAA2078596
Contingent
$1,495,000
Feb 25, 2024
Source: Bright MLS #MDAA2078596
Listed For Sale
$1,495,000
Nov 11, 2023
Source: Bright MLS #MDAA2069914
ListingRemoved
$1,595,000
Oct 12, 2023
Source: Bright MLS #MDAA2069914
PriceChange
$1,595,000
Price decreased by 6%

Market trends in Annapolis

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

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

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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 338 Dewey Dr

  • What is 338 Dewey Dr estimated to be worth?
    Trulia's estimated value for 338 Dewey Dr in Annapolis, MD is $1,458,200.
  • What is the price history for 338 Dewey Dr?
    338 Dewey Dr in Annapolis, MD last sold for $1,500,000 in April 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 $646K. That is up $11.67K from the prior month.
  • Does 338 Dewey Dr have air conditioning?
    Yes, 338 Dewey Dr in Annapolis, MD has air conditioning.
  • Does 338 Dewey Dr have a pool?
    Yes, 338 Dewey Dr in Annapolis, MD has a pool.

Explore by feature - Pet Friendly

84 pet-friendly rentals in Annapolis, MD

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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26 rentals with an outdoor space in Annapolis, MD

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