21 Dean St, Annapolis, MD 21401
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Property image
OFF MARKET

21 Dean St
Annapolis, MD 21401

  • 2 Beds
  • 2 Baths
  • 1,060 sqft

$773,500

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $4,591/mo*
Refinance Your Home

$773,500

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $4,591/mo*
Refinance Your Home
2 Beds
2 Baths
1,060 sqft

Local Information

  • Map ViewExplore the area around 21 Dean St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1900
Living Area
1,060 sqft
Price/Sqft
$730
Parking
None

About this House

Historic town home with modern updates is loaded with charm, high ceilings & is much bigger than it appears! Well appointed modern kitchen w/ gas cooking and granite counters! Hardwood floors throughout & gas fireplace! New roof, H2O heater & HVAC. Private English garden with deck, custom stone patio and pond. Walk to fine dining, shopping and waterfront. Kayaks convey!
21 Dean St, Annapolis, MD 21401 is a 2 bedroom, 2 bathroom, 1,060 sqft multi-family built in 1900. It last sold for $680,000 on Jul 31, 2023. More recently, it was listed as a rental in July 2020 with an asking price of $2,700 per month. That rental listing was removed on July 30, 2020. It is currently off market. The Trulia Estimate is $773,500, with a rent estimate of $3,582/month.

Home Details for 21 Dean St

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Multi FamilyArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1695 sqft

Price History for 21 Dean St

DatePriceEventSource
07/31/2023$680,000Sold
Bright MLS #MDAA2062122
07/14/2023$640,000PendingBright MLS #MDAA2062122
07/02/2023$640,000ContingentBright MLS #MDAA2062122
06/29/2023$640,000Listed For SaleBright MLS #MDAA2062122
07/30/2020$2,700ListingRemovedAgent Provided
07/22/2020$2,700Listed For RentAgent Provided
08/29/2017$510,000Sold
N/A
11/05/2003$400,000Sold
N/A
03/02/1999$165,000Sold
N/A

Market trends in Annapolis

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$632K
$6.37KMoM
Sale-to-List Price
100.0%
Price per sq ft
$319
$6MoM
Available listings
357
21MoM
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Property Tax and Assessment

Year2025
Tax$8,370
Assessment$584,100
Home facts updated by county records

Comparable Sales for 21 Dean St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
304 Hilltop Ln #G, Annapolis, MD
1.17
Multi-Family Home
$285,000
02/19/26
2
2
1,072
212 Duke Of Gloucester St, Annapolis, MD
0.23
Multi-Family Home
$550,000
04/27/26
-
2,300
913 Ridgewood St, Annapolis, MD
0.70
Multi-Family Home
$799,900
02/03/26
5
-
1,512
2016 Governor Thomas Bladen Way #1, Annapolis, MD
1.89
Multi-Family Home
$315,000
08/06/25
2
2
1,076
609 Admiral Dr #105, Annapolis, MD
2.06
Multi-Family Home
$340,000
07/23/26
2
2
1,284
507 Bay View Point Dr, Edgewater, MD
3.92
Multi-Family Home
$820,000
06/05/26
5
3.5
3,288
636 Oakland Hills Dr #A2, Arnold, MD
5.03
Multi-Family Home
$305,000
02/06/26
2
2
1,067
638 Belle Dora Ct, Arnold, MD
4.62
Multi-Family Home
$302,000
08/27/25
2
2
969
706 Southern Hills Dr, Arnold, MD
4.62
Multi-Family Home
$309,000
10/21/25
2
1
1,050
1019A Saint Charles Dr, Annapolis, MD
5.37
Multi-Family Home
$625,000
06/04/26
3
2
1,088

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Dean 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 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.

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

83 pet-friendly rentals in Annapolis, MD

Explore by feature - Garage

21 rentals with a garage in Annapolis, MD

Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

17 rentals with an outdoor space in Annapolis, MD

Homes for sale near 21 Dean St

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Off Market Homes Near 21 Dean St

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