357 Overlook Trl, Annapolis, MD 21401
Property image
Property image
SOLD
JUN 9, 2026

$1,063,700

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,070 sqft (on 0.39 acres)

357 Overlook Trl, Annapolis, MD 21401

Est. Refi. Payment $6,444/mo*
Refinance Your Home
Currently Off Market - Sold Jun 9, 2026 for $1,059,436 (4% below list price)

Home Value

Trulia Estimate
$1.06M
Since last month
$100 (0%)
Since last year
Decreased$244K (-18.6%)
Since last sale
Increased$3K (+0.3%)
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 +92% in the last 10 years
MonthEstimated value
2026
September 2026$1.06M
August 2026$1.06M
July 2026$1.06M
June 2026$1.06M
May 2026$1.08M
April 2026$1.07M
March 2026$1.23M
February 2026$1.25M
January 2026$1.26M
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 Epping Way, Annapolis, MD
0.22
Single-Family Home
$915,000
07/16/26
4
2.5
3,292
1724 Robinhood Rd, Annapolis, MD
0.31
Single-Family Home
$959,000
09/18/26
4
3
3,080
319 Epping Way, Annapolis, MD
0.27
Single-Family Home
$920,000
12/19/25
4
3.5
2,659
1753 Ebling Trl, Annapolis, MD
0.24
Single-Family Home
$1,100,000
02/26/26
3
3.5
4,036
1714 Broadlee Trl, Annapolis, MD
0.21
Single-Family Home
$900,000
07/29/26
3
3
1,920
303 Epping Way, Annapolis, MD
0.28
Single-Family Home
$939,000
10/21/25
4
2
1,909
362 Severn Rd, Annapolis, MD
0.08
Single-Family Home
$565,000
08/04/26
3
2
1,536
336 Severn Rd, Annapolis, MD
0.15
Single-Family Home
$800,000
09/30/25
2
2.5
1,708

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
351 Sherwood Trl, Annapolis, MD 21401
0.06
$1,696,500
4
4
2,797
Off Market
349 Sherwood Trl, Annapolis, MD 21401
0.06
$2,395,000
3
4
3,185
For Sale
1674 Hickory Trl, Annapolis, MD 21401
0.07
$1,286,200
3
2
1,887
Off Market
362 Severn Rd, Annapolis, MD 21401
0.08
$565,000
3
2
1,536
Recently Sold
336 Severn Rd, Annapolis, MD 21401
0.15
$808,300
2
2.5
1,708
Off Market
1739 Drevar Trl, Annapolis, MD 21401
0.15
$768,400
4
2
1,824
Off Market
1735 Broadlee Trl, Annapolis, MD 21401
0.20
$1,065,200
3
3.5
2,636
Off Market
1714 Broadlee Trl, Annapolis, MD 21401
0.21
$900,000
3
3
1,920
Recently Sold
349 Epping Way, Annapolis, MD 21401
0.22
$915,000
4
2.5
3,292
Recently Sold
320 Severn Rd, Annapolis, MD 21401
0.23
$2,716,500
3
3.5
2,719
Off Market
336 Epping Way, Annapolis, MD 21401
0.23
$750,000
3
2
1,883
Recently Sold

Local Information

  • Map ViewExplore the area around 357 Overlook Trl.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1962
0.39 acre lot
3,070 sqft
$345/sqft

About this House

Tucked within the sought-after gated waterfront community of Epping Forest, this charming Craftsman-style home pairs a serene, elevated setting with exceptional water access at the mouth of Clements Creek and the Severn River. The private sandy beach and deep-water pier with 12,000-lb boat lift create an ideal launching point for boating, paddleboarding, and exploring Annapolis waterways while embracing the quintessential Annapolitan lifestyle. Situated on a peaceful 0.39-acre homesite surrounded by trees, woods, and water views, the beautifully renovated residence offers over 3,000 square feet across three finished levels with 4 bedrooms and 4 full baths. A welcoming stone stairway and thoughtfully designed landscaping lead to an interior filled with natural light, open living spaces, and timeless craftsmanship. The kitchen, dining area, and living room with fireplace flow seamlessly to a screened porch and deck—perfect for alfresco dining and relaxing among the treetops. The main level features a spacious bedroom with sitting area and hall bath, ideal for convenient single-level living. Upstairs, a dramatic landing with soaring ceilings and private balcony connects two ensuite bedrooms, including the primary suite showcasing treetop views and glimpses of the water, complemented by dual vanities and a custom tiled walk-in shower. The walk-out lower level expands the home’s versatility with a family room with fireplace, additional bedroom, full bath, home office or flex space, generous storage, and private patio—providing comfortable accommodations for guests and everyday living alike. Exclusive Epping Forest Gated Community offers fabulous amenities including the clubhouse with waterside bar and grill, deep-water marina, sandy beach, boat ramp, tennis courts, hiking paths plus year-round activities including: July 4th fireworks, Labor and Memorial Day festivities, oyster roast and summer camps. There's so much fun to be had in Epping Forest, great social clubs include the boat club, volleyball leagues, swim team and garden club. Come and enjoy all that Epping has to offer! Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C. Annapolis living at its best! Epping Forest is a Special Tax District, ($1964.86/yr.) with binding Rules & Regulations. Welcome Home!
357 Overlook Trl, Annapolis, MD 21401 is a 4 bedroom, 4 bathroom, 3,070 sqft single-family home built in 1962. It last sold for $1,059,436 on Jun 9, 2026 (4% below the $1,100,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,063,700, with a rent estimate of $4,710/month.
Last check for updates: about 9 hours ago
Listed by Brad Kappel, (410) 279-9476
TTR Sotheby's International Realty
Listing Team: Brad Kappel Team
Bought with: Sal Rihani, (202) 915-6556, NHT Real Estate LLC
Source: Bright MLS, MLS#MDAA2136590

Home Details for 357 Overlook Trl

Interior Features

Interior Details
Basement: Exterior Entry,Full,Walk-Out Access,Connecting Stairway,Finished,Heated,Improved,Interior Entry,Windows
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: 3070 Square Feet
Appliances & Utilities
Utilities: Fiber OpticAppliances: Dishwasher, Dryer, Microwave, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater, Electric Water HeaterDishwasherDryerLaundry: Upper Level,Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Programmable Thermostat,Zoned,Propane,ElectricHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,Programmable Thermostat,Zoned,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Brick, Glass Doors, Gas/Propane, Insert, Mantel(s), StoneHas a Fireplace
Windows, Doors, Floors & Walls
Window: Stain/Lead GlassFlooring: Hardwood, Wood
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: NoneFloors: Hardwood, Wood
View
Has a ViewView: Water, Trees/Woods

Exterior Features

Exterior Home Features
Patio / Porch: Enclosed, Screened, Porch, PatioOther Structures: Above GradeExterior: Extensive Hardscape, Lighting, BalconyFoundation: OtherNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Other
Pool
Pool: None
Frontage
WaterfrontWaterfront: Private Dock Site, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard, RiverOn Waterfront
Water & Sewer
Sewer: On Site SepticWater Body: Severn River / Clements Creek
Farm & Range
Frontage Length: Water Frontage Ft: 68
Finished Area
Finished Area (above surface): 3070 Square Feet

Property Information

Year Built
Year Built: 1962Year Renovated: 2015
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Craftsman
Building
Construction Materials: CombinationNot a New Construction
Property Information
Condition: Very GoodIncluded in Sale: See Documents For Inclusions / ExclusionsParcel Number: 020224010136000

Price & Status

Price
List Price: $1,100,000Price Per Sqft: $345/sqft
Status Change & Dates
Off Market Date: Tue Jun 09 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: ANNAPOLISCommunity: Epping Forest
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 Details
Builder Model: Epping Forest Waterfront
Building Area
Building Area: 3070 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.39 acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Home InspectionListing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2136590Water ViewWater View: WaterAbove Grade Unfinished Area: 3070

Additional Information

HOA Amenities: Bar/Lounge,Basketball Court,Beach Access,Billiard Room,Boat Ramp,Clubhouse,Common Grounds,Fitness Center,Gated,Marina/Marina Club,Party Room,Picnic Area,Pier/Dock,Tennis Court(s),Water/Lake PrivilegesSource Internet Entire Listing Display: Y

Price and Tax history

DateEventPrice
Jun 9, 2026
Source: Bright MLS #MDAA2136590
Sold
$1,059,436
May 28, 2026
Source: Bright MLS #MDAA2136590
Pending
$1,100,000
May 5, 2026
Source: Bright MLS #MDAA2136590
Contingent
$1,100,000
Apr 27, 2026
Source: Bright MLS #MDAA2136590
PriceChange
$1,100,000
Price decreased by 8%
Apr 2, 2026
Source: Bright MLS #MDAA2136590
PriceChange
$1,200,000
Price decreased by 5%

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 357 Overlook Trl

  • What is 357 Overlook Trl estimated to be worth?
    Trulia's estimated value for 357 Overlook Trl in Annapolis, MD is $1,063,700.
  • What is the price history for 357 Overlook Trl?
    357 Overlook Trl in Annapolis, MD last sold for $1,059,436 in June 2026.
  • 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 357 Overlook Trl have air conditioning?
    Yes, 357 Overlook Trl in Annapolis, MD has air conditioning.
  • Does 357 Overlook Trl have laundry facilities?
    Yes, 357 Overlook Trl in Annapolis, MD has in-unit laundry.

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