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

$767,200

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,283 sqft

424 Dewey Dr, Annapolis, MD 21401

Est. Refi. Payment $4,714/mo*
Refinance Your Home
Currently Off Market - Sold Dec 12, 2024 for $685,000

Home Value

Trulia Estimate
$767K
Since last month
Decreased$700 (-0.1%)
Since last year
Increased$76K (+11%)
Since last sale
Increased$82K (+12%)
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 +97% in the last 10 years
MonthEstimated value
2026
September 2026$767K
August 2026$768K
July 2026$756K
June 2026$722K
May 2026$701K
April 2026$698K
March 2026$702K
February 2026$697K
January 2026$687K
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
509 Schley Rd, Annapolis, MD
0.10
Single-Family Home
$800,000
08/25/26
4
3
2,072
411 Ludlow Rd, Annapolis, MD
0.06
Single-Family Home
$650,000
06/05/26
3
2
1,498
126 Sumner Rd, Annapolis, MD
0.25
Single-Family Home
$725,000
10/24/25
4
2
2,546
19 Williams Dr, Annapolis, MD
0.31
Single-Family Home
$910,000
03/02/26
4
3
2,201
443 Schley Rd, Annapolis, MD
0.08
Single-Family Home
$758,000
07/13/26
3
2
1,470
233 Farragut Rd, Annapolis, MD
0.12
Single-Family Home
$680,000
10/30/25
2
2
1,152
309 N Woodlawn Ave, Annapolis, MD
0.41
Single-Family Home
$715,000
12/30/25
4
2
1,653
13 Annapolis St, Annapolis, MD
0.44
Single-Family Home
$850,000
08/07/26
5
3
2,822
10 N Homeland Ave, Annapolis, MD
0.70
Single-Family Home
$660,000
10/30/25
4
3
2,342
307 Glen Ave, Annapolis, MD
0.40
Single-Family Home
$800,000
08/10/26
3
2.5
1,440

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
443 Schley Rd, Annapolis, MD 21401
0.08
$758,000
3
2
1,470
Recently Sold
431 Schley Rd, Annapolis, MD 21401
0.08
$978,900
5
4
3,119
Off Market
380 Dewey Dr, Annapolis, MD 21401
0.07
$807,700
4
2.5
1,920
Off Market
509 Schley Rd, Annapolis, MD 21401
0.10
$800,000
4
3
2,072
Recently Sold
411 Ludlow Rd, Annapolis, MD 21401
0.06
$650,000
3
2
1,498
Recently Sold
307 Ludlow Rd, Annapolis, MD 21401
0.07
$779,500
4
2.5
2,605
Off Market
505 Ludlow Rd, Annapolis, MD 21401
0.07
$819,600
4
3
2,162
Off Market
311 Dewey Dr, Annapolis, MD 21401
0.11
$892,500
3
3.5
3,190
Off Market
338 Dewey Dr, Annapolis, MD 21401
0.13
$1,466,300
4
4
3,020
Off Market
227 Dewey Dr, Annapolis, MD 21401
0.12
$708,600
3
2
2,100
Off Market
233 Farragut Rd, Annapolis, MD 21401
0.12
$686,500
2
2
1,152
Off Market

Local Information

  • Map ViewExplore the area around 424 Dewey Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1951
2,283 sqft
$336/sqft
Open Parking

About this House

What's unique:Recently upgraded fireplaceStunning porticoPrivate landscaped backyardRecently renovated bathroomCedar closetHand-forged hardware
Welcome to 424 Dewey Drive in Annapolis, a beautifully maintained home with numerous upgrades and charming details. The front entrance showcases a stunning portico leading into a living room, dining room, hallway, and two bedrooms, all with solid oak satin finish floors. Recently updated, the drywall ceiling in the living areas features recessed lights on dimmers. Glass doors in the dining room open to a 9x27 private covered side porch, perfect for relaxed summer nights, also with dimmable lighting. Featuring white oak cabinets with black granite countertops and forged hardware, the recently renovated kitchen includes new appliances such as a 27 CF refrigerator, stove, and dishwasher. Additional highlights are a granite desk, recessed lights on dimmers, and a laundry area. Opening to a 14x17 paved outdoor seating area, the kitchen is ideal for dining and entertaining, with a view of the private landscaped backyard. Offering amazing proximity to all that Annapolis offers and a private oasis is truly a rare find. The backyard includes (Fargesia Rufa) non-invasive bamboo and lovely peach trees. Occupying two bedrooms, the renovated primary bedroom suite includes a private exterior entrance and access to the living room. It features a washer/dryer, sitting area, wet bar with a new refrigerator, refinished cabinets with granite countertops, and a double sink with a new faucet under a skylight. The suite also offers a dining area or office space with a view, a cedar closet, and a 24ft storage space, all overlooking the quiet backyard with ample closet space. Recently updated, the primary bathroom has a skylight featuring low e-glass, recently updated carpet, deep hardwood cabinets with granite countertops, new ceramic sinks, faucets, hand-forged hardware, and tempered privacy glass. Accessible from the patio, the basement includes cozy features such as a recently upgraded fireplace with a remote and SS vent system through the chimney. A half wall is perfect for a flat-screen TV and soundbar, with additional space for crafts or a home office. A den with an egress window and a recently renovated bathroom add to the functionality. The furnace room includes modern updates that allows for optional heating and cooling systems to be used. Such as a 66-gallon hybrid heat pump/electric water heater, a gas wall-mounted high-efficiency heater with a wifi thermostat, central HVAC with heat/cool mini splits on each of the three levels, and a backup window AC for the two mid-level rooms. Extra storage is available under the stairs. This home includes 36 high-tech solar panels (owned) mounted on the side roof. Accommodating up to six cars, the 3-car wide concrete driveway is a rare feature in this neighborhood. New exterior automatic and motion lights at the front and rear entrances enhance security. Electrical, plumbing, and carpentry have been upgraded throughout. New windows on each level, including a newer sliding door in the main living room, a large bay window at the front, and all bedroom and kitchen windows, all feature argon-filled, low e-glass. Located just two blocks from Navy Stadium, perfect for enjoying Navy Football or the beloved Annapolis Blues, a quiet, shady waterfront park with a picnic table and pier is also two blocks away. The charming shops and restaurants of West Annapolis are a short walk away, and downtown Annapolis is just one mile from home. Conveniently close to the Annapolis mall, shopping centers, Route 50, and Route 97, this home is a perfect blend of modern amenities and traditional charm, offering a prime location in the heart of Annapolis.
424 Dewey Dr, Annapolis, MD 21401 is a 4 bedroom, 3 bathroom, 2,283 sqft single-family home built in 1951. It last sold for $685,000 on Dec 12, 2024 (6% below the $729,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $767,200, with a rent estimate of $4,609/month.
Last check for updates: about 2 hours ago
Listed by Jason Donovan, (410) 726-1800
RE/MAX Leading Edge
Bought with: Matthew Arnold, (443) 994-7947, Real Broker, LLC
Source: Bright MLS, MLS#MDAA2086676

Home Details for 424 Dewey Dr

Interior Features

Interior Details
Basement: Full,Finished,Interior Entry,Exterior Entry,Walk-Out AccessNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2283 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Energy Efficient Appliances, Exhaust Fan, Ice Maker, Refrigerator, Stainless Steel Appliance(s), Cooktop, Washer, Dryer, Electric Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,Window Unit(s),ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Energy Efficient, Insulated Windows, Skylight(s)Flooring: Hardwood, Wood
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: NoneFloors: Hardwood, Wood
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: PatioOther Structures: Above Grade, Below GradeExterior: Extensive HardscapeFoundation: OtherNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway
Pool
Pool: None
Frontage
Waterfront: Canoe/Kayak, Fishing Allowed, Swimming AllowedNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Weems Creek
Finished Area
Finished Area (above surface): 1683 Square FeetFinished Area (below surface): 600 Square Feet

Property Information

Year Built
Year Built: 1951
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building
Construction Materials: FrameNot a New Construction
Property Information
Condition: ExcellentParcel Number: 020601001465800

Price & Status

Price
List Price: $729,900
Status Change & Dates
Off Market Date: Fri Sep 27 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

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: 2333 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 7200 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2086676Municipality: AnnapolisAbove Grade Unfinished Area: 1683

Additional Information

HOA Amenities: Common Grounds,Picnic Area,Pier/Dock,Pool,Pool Mem Avail,Tennis Court(s),Water/Lake PrivilegesSource Internet Entire Listing Display: Y

Price and Tax history

DateEventPrice
Dec 12, 2024
Source: N/A
Sold
$685,000
Sep 27, 2024
Source: Bright MLS #MDAA2086676
Sold
$685,000
Aug 16, 2024
Source: Bright MLS #MDAA2086676
Pending
$729,900
Aug 16, 2024
Source: Bright MLS #MDAA2086676
Listed For Sale
$729,900
Jul 15, 2024
Source: Bright MLS #MDAA2086676
ListingRemoved

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."
    1
    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
    Flag
  • 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 424 Dewey Dr

  • What is 424 Dewey Dr estimated to be worth?
    Trulia's estimated value for 424 Dewey Dr in Annapolis, MD is $767,200.
  • What is the price history for 424 Dewey Dr?
    424 Dewey Dr in Annapolis, MD last sold for $685,000 in December 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 424 Dewey Dr have air conditioning?
    Yes, 424 Dewey Dr in Annapolis, MD has air conditioning.
  • Does 424 Dewey Dr have a pool?
    Yes, 424 Dewey Dr in Annapolis, MD has a pool.

Explore by feature - Pet Friendly

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