355 Epping Way, Annapolis, MD 21401
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Property image
OFF MARKET

355 Epping Way
Annapolis, MD 21401

  • 3 Beds
  • 2 Baths
  • 1,724 sqft

$723,100

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $4,266/mo*
Refinance Your Home

$723,100

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $4,266/mo*
Refinance Your Home
3 Beds
2 Baths
1,724 sqft

Local Information

  • Map ViewExplore the area around 355 Epping Way.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1926
Living Area
1,724 sqft
Price/Sqft
$419

About this House

The Premier Annapolis Waterfront Gated Community of Exceptional Epping Forest ~One of the first homes built in the community in 1926 The Classic Owl cottage is now for sale! Exposed Brick, Huge wood burning Fireplace, loft nook and Loads of Architectural Character with Modern updates. Main level Master bedroom living space, formal dining room for Thanksgiving, Brand new 5K French Style front door, Luxury Plank Flooring, New furnace, Water heater, Granite Counters in Kitchen and bath, Luxe Refrigerator. Huge amazing outside patios and entertainment area with front porch, charming spiral staircase to basement recreation room space and a rare fenced level backyard. Epping is the most active Private community on the Severn with a community beach for swimming, clubhouse, marina, boat house, Bar, Grill, trails & Boat launch with amazing neighbors and activities ~ Annual Fireworks Display, Oyster & bull roasts, adult & youth summer volleyball leagues, boat club, Kayaks, summer camp & social get togethers every Friday Night at the beach ~ Experience the Ultimate in the Chesapeake Bay Maritime Lifestyle in Epping ~ Convenient to Downtown Annapolis, Baltimore and Washington D.C. Call for your private guided tour. Property is gated and may not be entered without appointment.
355 Epping Way, Annapolis, MD 21401 is a 3 bedroom, 2 bathroom, 1,724 sqft single-family home built in 1926. It last sold for $485,000 on Mar 28, 2018. It is currently off market. The Trulia Estimate is $723,100, with a rent estimate of $3,242/month.

Home Details for 355 Epping Way

Interior Features

Interior Details
BasementTypes of Rooms: Dining Room
Heating & Cooling
Heating: Baseboard, ElectricAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Brick
Parking & Garage
Parking Spaces: 2

Property Information

Year Built
Year Built: 1926
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Building

Levels, Entrance, & Accessibility
Disabled Access

Community

Units in Building: 1

Lot Information

Lot Area: 8712 sqft

Additional Information

On Site Laundry Available

Price History for 355 Epping Way

DatePriceEventSource
04/14/2020$525,000ListingRemovedAgent Provided
04/13/2020$525,000Listed For SaleAgent Provided
12/09/2019$525,000ListingRemovedAgent Provided
11/08/2019$525,000PriceChange
Agent Provided
10/24/2019$519,900PriceChange
N/A
09/29/2019$542,500Listed For SaleN/A
03/28/2018$485,000Sold
N/A
01/19/2016$395,000Sold
N/A
10/18/2015$400,000ListingRemovedAgent Provided
08/06/2015$400,000PendingAgent Provided
07/17/2015$400,000Listed For SaleAgent Provided

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$6,891
Assessment$475,800
Home facts updated by county records

Comparable Sales for 355 Epping Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
336 Epping Way, Annapolis, MD
0.09
Single-Family Home
$750,000
12/30/25
3
2
1,883
362 Severn Rd, Annapolis, MD
0.13
Single-Family Home
$565,000
08/04/26
3
2
1,536
1714 Broadlee Trl, Annapolis, MD
0.07
Single-Family Home
$900,000
07/29/26
3
3
1,920
1755 Robin Hood Rd, Annapolis, MD
0.17
Single-Family Home
$781,500
10/06/25
3
2.5
1,664
336 Severn Rd, Annapolis, MD
0.23
Single-Family Home
$800,000
09/30/25
2
2.5
1,708
303 Epping Way, Annapolis, MD
0.26
Single-Family Home
$939,000
10/21/25
4
2
1,909
349 Epping Way, Annapolis, MD
0.03
Single-Family Home
$915,000
07/16/26
4
2.5
3,292
319 Epping Way, Annapolis, MD
0.19
Single-Family Home
$920,000
12/19/25
4
3.5
2,659
1753 Ebling Trl, Annapolis, MD
0.26
Single-Family Home
$1,100,000
02/26/26
3
3.5
4,036
357 Overlook Trl, Annapolis, MD
0.20
Single-Family Home
$1,059,436
06/09/26
4
4
3,070

Nearby homes

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Assigned Schools

These are the assigned schools for 355 Epping Way.
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.
  • 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
    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

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Homes for sale near 355 Epping Way

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Off Market Homes Near 355 Epping Way

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Frequently asked questions about 355 Epping Way

  • What is 355 Epping Way estimated to be worth?
    Trulia's estimated value for 355 Epping Way in Annapolis, MD is $723,100.
  • What is the price history for 355 Epping Way?
    355 Epping Way in Annapolis, MD last sold for $485,000 in March 2018.
  • 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 $632K. That is up $6.37K from the prior month.
  • Does 355 Epping Way have air conditioning?
    Yes, 355 Epping Way in Annapolis, MD has air conditioning.
  • Does 355 Epping Way have laundry facilities?
    Yes, 355 Epping Way in Annapolis, MD has in-unit laundry.