417 2nd St, Annapolis, MD 21403
Property image
Property image
OFF MARKET

$2,579,900

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 4,722 sqft (on 0.27 acres)

417 2nd St, Annapolis, MD 21403

Est. Refi. Payment $14,988/mo*
Refinance Your Home
Currently Off Market - Sold Oct 24, 2025 for $2,555,000

Home Value

Trulia Estimate
$2.58M
Since last month
Decreased$30K (-1.2%)
Since last year
Decreased$33K (-1.3%)
Since last sale
Increased$28K (+1.1%)
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 +95% in the last 10 years
MonthEstimated value
2026
August 2026$2.58M
August 2026$2.58M
July 2026$2.61M
June 2026$2.59M
May 2026$2.58M
April 2026$2.55M
March 2026$2.57M
February 2026$2.56M
January 2026$2.53M
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
422 3rd St, Annapolis, MD
0.11
Single-Family Home
$2,800,000
03/10/26
4
4
5,302
513 Horn Point Dr, Annapolis, MD
0.17
Single-Family Home
$3,310,000
04/22/26
4
3
3,186
122 Chesapeake Ave, Annapolis, MD
0.06
Single-Family Home
$2,275,000
06/25/26
4
5
3,820
215 Chester Ave, Annapolis, MD
0.20
Single-Family Home
$1,730,000
02/27/26
4
3.5
3,421
600 6th St, Annapolis, MD
0.37
Single-Family Home
$2,200,000
11/25/25
3
4
3,343
619 2nd St, Annapolis, MD
0.22
Single-Family Home
$1,449,000
08/14/26
4
3
3,004
313 Washington St, Annapolis, MD
0.47
Single-Family Home
$2,965,000
07/02/26
5
5.5
5,100
219 Lockwood 1/2 Ct, Annapolis, MD
0.55
Single-Family Home
$2,595,000
05/15/26
4
4
3,544
712 Chesapeake Ave, Annapolis, MD
0.43
Single-Family Home
$1,600,000
06/03/26
4
2.5
3,280

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
100 Severn Ave #202, Annapolis, MD 21403
0.09
$845,000
2
2
1,167
Recently Sold
100 Severn Ave #503, Annapolis, MD 21403
0.09
$542,100
1
1
877
Off Market
100 Severn Ave #308, Annapolis, MD 21403
0.09
$715,300
2
2
-
Off Market
100 Severn Ave #206, Annapolis, MD 21403
0.09
$650,000
2
2
1,104
Recently Sold
100 Severn Ave #606, Annapolis, MD 21403
0.09
$2,049,100
3
3
1,600
Off Market
405 1st St, Annapolis, MD 21403
0.08
$1,752,500
4
3.5
2,431
Off Market
422 1st St, Annapolis, MD 21403
0.06
$780,000
2
1.5
1,094
Recently Sold
114 Chesapeake Ave, Annapolis, MD 21403
0.05
$1,303,100
3
3.5
2,150
Off Market
27 Jeremys Way, Annapolis, MD 21403
0.08
$820,000
2
1.5
1,164
Recently Sold
110 Chesapeake Ave, Annapolis, MD 21403
0.05
$2,686,400
3
2.5
2,046
Off Market
122 Chesapeake Ave, Annapolis, MD 21403
0.06
$2,275,000
4
5
3,820
Recently Sold

Local Information

  • Map ViewExplore the area around 417 2nd St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1988
Lot Size
0.27 acres
Living Area
4,722 sqft
Price/Sqft
$546
Parking
2 Car Garage

About this House

Perfectly sited on over a quarter-acre gated lot on Second Street, this meticulously maintained Eastport estate offers 4,500+ square feet of luxurious living space and extensive oak flooring in one of Annapolis’ most coveted neighborhoods. Enjoy the tranquility of suburban-style privacy with the walkability of downtown living - just steps to water access, acclaimed restaurants, shopping, and marina life. Inside, generous proportions define the main level. A spacious living room and elegant formal dining room open to the expansive deck and pool area, while a chef’s kitchen boasts a quartzite island, high-end appliances, and a casual eat-in space. The main level also features an updated laundry room, chic powder room, and a dramatic family room with vaulted wood ceilings, gas fireplace, and sliding doors to the outdoor oasis. Upstairs, the serene primary suite features vaulted ceilings, a walk-in closet, and a spa-inspired bath with heated floors, a rainfall shower, double vanity, and heated towel rack. Three additional oversized bedrooms and a stylish hall bath complete the second floor. The third level offers breathtaking views of Historic Annapolis and the Naval Academy from the rooftop balcony - perfect for fireworks or Blue Angel flyovers - and includes a family room, kitchenette, full bath, and bedroom. The fully finished lower level is made for entertaining, with a rec room, custom bar (complete with kegerator and refrigerated drawers), a flexible bonus room ideal for a wine cellar or storage, and a workshop. Step outside to your private resort: a heated in-ground pool and spa with motorized cover, a pergola with adjustable louvers, lush landscaping, and a park-like front yard. Additional features include Hardie siding, composite decking, updated windows and gutters (all completed in 2019), a two-car garage, and a gated driveway. This is a rare Eastport offering where timeless elegance, thoughtful updates, and premier location come together. Welcome Home!
417 2nd St, Annapolis, MD 21403 is a 5 bedroom, 4 bathroom, 4,722 sqft single-family home built in 1988. It last sold for $2,555,000 on Oct 24, 2025 (5% below the $2,695,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,579,900, with a rent estimate of $7,029/month.
Last check for updates: about 7 hours ago
Listed by Brad Kappel, (410) 279-9476
TTR Sotheby's International Realty
Co-Listing Agent: Alex M Clark, (443) 924-7231
TTR Sotheby's International Realty
Bought with: Steve Knopf, (443) 995-5805, Engel & Volkers Annapolis
Source: Bright MLS, MLS#MDAA2126566

Home Details for 417 2nd St

Interior Features

Interior Details
Basement: Improved,Interior Entry,Partially Finished,Sump Pump,Water Proofing System,Windows,WorkshopNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 4722 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Humidifier, Double Oven, Self Cleaning Oven, Refrigerator, Washer, Microwave, Range, Range Hood, Stainless Steel Appliance(s), Six Burner Stove, Washer/Dryer Stacked, Tankless Water Heater, Instant Hot Water, Gas Water HeaterDishwasherDisposalDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas/PropaneSpa: Heated, Hot TubHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Skylight(s), Screens, Double Hung, Double Pane Windows, Low Emissivity Windows, Sliding, Window TreatmentsDoor: Sliding Glass, InsulatedFlooring: Hardwood, Wood
Levels, Entrance, & Accessibility
Stories: 4Levels: FourAccessibility: NoneFloors: Hardwood, Wood
View
Has a ViewView: City, Garden
Security
Security: Electric Alarm, Security System, Smoke Detector(s), Carbon Monoxide Detector(s)

Exterior Features

Exterior Home Features
Roof: Architectural ShinglePatio / Porch: Deck, Roof DeckFencing: Decorative, Full, Other, PrivacyOther Structures: Above Grade, Below GradeExterior: Extensive Hardscape, Lighting, BalconyFoundation: Block, SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Garage Door Opener,Garage Faces Front,Driveway,Off Street,Attached
Pool
Pool: Heated, In Ground, PrivatePool
Frontage
Responsible for Road Maintenance: City/CountyRoad Surface Type: Black TopNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 4022 Square FeetFinished Area (below surface): 700 Square Feet

Property Information

Year Built
Year Built: 1988Year Renovated: 2016
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building
Construction Materials: Cement Siding, HardiPlank TypeNot a New Construction
Property Information
Condition: Excellent, Very GoodIncluded in Sale: See Documents For Inclusions / ExclusionsParcel Number: 020600090051901

Price & Status

Price
List Price: $2,695,000
Status Change & Dates
Off Market Date: Fri Oct 24 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Media

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

Building

Building Area
Building Area: 4972 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.27 acres

Listing Info

Special Conditions: Standard

Offer

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

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2126566Municipality: AnnapolisAbove Grade Unfinished Area: 4022

Price and Tax history

DateEventPrice
Oct 24, 2025
Source: Bright MLS #MDAA2126566
Sold
$2,555,000
Oct 6, 2025
Source: Bright MLS #MDAA2126566
Pending
$2,695,000
Sep 27, 2025
Source: Bright MLS #MDAA2126566
Contingent
$2,695,000
Sep 18, 2025
Source: Bright MLS #MDAA2126566
Listed For Sale
$2,695,000
Mar 27, 2015
Source: N/A
Sold
$1,300,000

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

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 417 2nd St

  • What is 417 2nd St estimated to be worth?
    Trulia's estimated value for 417 2nd St in Annapolis, MD is $2,579,900.
  • What is the price history for 417 2nd St?
    417 2nd St in Annapolis, MD last sold for $2,555,000 in October 2025.
  • 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 417 2nd St have air conditioning?
    Yes, 417 2nd St in Annapolis, MD has air conditioning.
  • Does 417 2nd St have a pool?
    Yes, 417 2nd St in Annapolis, MD has a pool.

Explore by feature - Pet Friendly

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Off Market Homes Near 417 2nd St

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