86 Boston Dr, Ocean Pines, MD 21811
Property image
Property image
UNDER CONTRACT
0.35 ACRES

$819,900

  • 3 Beds
  • 3.5 Baths
  • 3,342 sqft (on 0.35 acres)

86 Boston Dr, Ocean Pines, MD 21811

Est. Mortgage $5,131/mo*
Get Pre-Qualified
We estimate this home will sell faster than 86% nearby.

Home Highlights

Single-Family Home
Built in 1975
0.35 acre lot
$245/sqft
2 Car Garage
HOA $76/mo

Local Information

  • Map ViewExplore the area around 86 Boston Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Oversized islandSoaring vaulted ceilingsConvenient kitchenetteGas rangeSpacious two-car garageSweeping elevated water views
Experience elevated, expansive waterfront living at this 3,300+ sq. ft. residence, perfectly positioned to capture panoramic, unobstructed views, and direct access to the Isle of Wight Bay. This 3-bedroom, 3.5-bath home offers a thoughtfully designed layout complemented by a whole-home audio system throughout. The second floor serves as the main living level, where soaring vaulted ceilings and an open-concept kitchen with an oversized island and gas range create an ideal space for entertaining—all framed by sweeping, elevated water views. This level also features a versatile office/flex space, allowing you to work or create while overlooking the water, alongside a spacious owner’s suite with generous closet space. The first floor offers complete privacy as a self-contained living area. Featuring two bedrooms, two full baths, a convenient kitchenette, laundry, and direct balcony access to the water, this space is perfect for guests or multi-generational living. Additional premium amenities include an elevator, a spacious two-car garage with a connected massive workshop (also featuring water views), dual zone heating and cooling, and two levels of southern-exposure balconies. With a private, upgraded dock putting your boat just steps from your door, 86 Boston Drive is a turnkey opportunity ready for its next owner.
Last check for updates: about 5 hours ago
Listing courtesy of Brett Berquist, (443) 736-6206
Keller Williams Realty Delmarva, (410) 524-6400
Listing Team: The Fritschle Barker Group
Source: Bright MLS, MLS#MDWO2040580
Also Listed on Bright MLS.
We estimate this home will sell faster than 86% nearby.

Home Details for 86 Boston Dr

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 4
Dimensions and Layout
Living Area: 3342 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Microwave, Central Vacuum, Trash Compactor, Cooktop, Dishwasher, Disposal, Dryer, Extra Refrigerator/Freezer, Freezer, Refrigerator, Washer, Gas Water HeaterDishwasherDisposalDryerLaundry: Dryer In Unit,Washer In Unit,Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Zoned,Natural GasHas CoolingAir Conditioning: Other,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: Insulated Windows, Screens, Window TreatmentsDoor: Sliding GlassFlooring: Carpet
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: 2+ Access Exits, Accessible Elevator Installed, Accessible Entrance, OtherElevatorFloors: Carpet
View
Has a ViewView: Canal, Panoramic, Water
Security
Security: Main Entrance Lock

Exterior Features

Exterior Home Features
Roof: Architectural ShinglePatio / Porch: Roof, Wrap AroundOther Structures: Above Grade, Below GradeExterior: Awning(s), Barbecue, Lighting, Other, BalconyFoundation: Block, Crawl SpaceNo 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: Storage,Covered,Garage Faces Front,Garage Door Opener,Asphalt,Private,Secured,Attached,Driveway
Pool
Pool: Community
Frontage
WaterfrontWaterfront: Private Dock Site, Canal, Boat - Powered, Canoe/Kayak, Fishing AllowedOn Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Water Frontage Ft: 90
Finished Area
Finished Area (above surface): 3342 Square Feet

Days on Market

Days on Market: 41

Property Information

Year Built
Year Built: 1975
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Coastal
Building
Building Name: None AvailableConstruction Materials: Frame, Stick Built, Vinyl SidingNot a New Construction
Property Information
Condition: Very GoodIncluded in Sale: Sold As ShownParcel Number: 2403046710

Price & Status

Price
List Price: $819,900Price Per Sqft: $245
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: ACTIVE UNDER CONTRACT

Location

Direction & Address
City: OCEAN PINESCommunity: Ocean Pines - Nantucket
School Information
Elementary School: ShowellElementary School District: Worcester County Public SchoolsJr High / Middle School: Stephen DecaturJr High / Middle School District: Worcester County Public SchoolsHigh School: Stephen DecaturHigh School District: Worcester County Public Schools

Agent Information

Listing Agent
Listing ID: MDWO2040580

Building

Building Area
Building Area: 3342 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: Common Area Maintenance, Management, Other, Reserve Funds, Road Maintenance, Snow RemovalHOA Name: OCEAN PINES ASSOCIATIONHas an HOAHOA Fee: $915/Annually

Lot Information

Lot Area: 0.35 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDWO2040580Zillow Contingency Status: Under ContractWater ViewWater View: Canal, WaterAbove Grade Unfinished Area: 3342

Additional Information

HOA Amenities: Basketball Court,Beach Club,Bike Trail,Boat Ramp,Common Grounds,Community Center,Golf Course,Jogging Path,Picnic Area,Indoor Pool,Pool,Racquetball,Recreation Facilities,Tennis Court(s),Tot Lots/PlaygroundSource Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y

Around this home

What Locals Say about Berlin

At least 220 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 89 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 81 % Say parking is easy

  • 80 % Say there's holiday spirit

  • 73 % Say it's quiet

  • 73 % Say people would walk alone at night

  • 66 % Say kids play outside

  • 63 % Say there's wildlife

  • 61 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 49 % Say it's walkable to restaurants

  • 42 % Say there are community events

  • 38 % Say it's walkable to grocery stores

  • 30 % Say streets are well-lit

  • 25 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Henllysauldiazreyes
    "We have to be safe at home because is very important and I would like to have a places like that It would be good to have such a place it would be good to live at home that can be safe"
    1
    Flag
  • Leighannejohnsonphotography
    "It’s safe and schools are great. I’d recommend living here to anyone with a family. Also has perks being close to the beach and great restaurants! "
    0
    Flag
  • Tdannemann720
    "Simple and easy, not much traffic. Semi rural area makes it easy to get around to and from work, school, and shopping."
    0
    Flag
  • Trulia User
    "Need a car. These is no public transportation in Ocean Pines. Walking and biking to jobs are not recommended. "
    0
    Flag
  • Trulia User
    "Ocean city is wonderful. The schools are absolutely amazing they're all blue ribbons schools. I would highly recommended if you have children. It's just only if you want to buy because they're Arnold rentals they're. 8/3 they're putting out the locals."
    0
    Flag
  • Trulia User
    "Safe area, nice parks, 5 pools, low crime, shopping and restaurants are close by, fishing and other water sports nearby."
    0
    Flag
  • Trulia User
    "I believe that dog owners would be highly disapproving of the lack of sidewalks. Dog owners would also disapprove of the amount of litter that their dogs could accidentally ingest."
    0
    Flag
  • Trulia User
    "Friendly neighbors. Most have second homes, but a handful are year round. Neighbors all look out for each other"
    0
    Flag
  • Trulia User
    "I’m not a dog owner so not a good one to answer this question . From observing those that do have dogs, there are a lot of places to walk dogs - parks, streets and walk ways"
    0
    Flag
  • Trulia User
    "Our neighbors are all very welcoming and helpful and look out for each other. Could not ask for better neighbors!"
    0
    Flag
  • Christopher E
    "Many neighbors have dogs and all are thoughtful dog owners . Often dogs are walked from nearby streets and courts to our culdesac "
    0
    Flag
  • Charlie L.
    "I live in west Oc, very peaceful and quiet, I leave my door open often, and never worry about crime over here"
    0
    Flag
  • Sarah.schwind
    "Private police and safe quiet streets line Ocean Pines, Maryland. My family of seven, absolutely love where we live. My older children now know the streets better than ever, and they ride their bikes to everything our neighborhood has to offer. Fishing, skateboarding, farmers market, ice cream man, private parks, golfing...the list goes on. We love our special beach community! "
    0
    Flag
  • Alexis M.
    "Beautiful farm land! Very quite. Great place to get away from the hustle and bustle of Berlin but only 10mins away!"
    0
    Flag
  • Kimberlie F.
    "Walkable small historic town on the Eastern Shore of Maryland. Rated America’s Coolest Small Town in 2014. Berlin is pet friendly with parks for kids to play in."
    4
    Flag
  • Lauraltharp
    "Farmers market, live music at yacht club, very quiet and safe community with respectful and caring neighbors."
    0
    Flag
  • Bobby S.
    "Public transportation is fine and accessible to anyone in need. If not that luckily everything close enough to be within walking or biking distance "
    0
    Flag
  • Brian D.
    "Typically quiet neighborhood. The public space are kept up and the people are friendly. We live here year round and really enjoy it. "
    0
    Flag
  • Lindsey
    "Very neighborly and comforting. Small town feel with a vacation in your backyard every day, which is something you can’t beat!"
    0
    Flag
  • Harley B.
    "Showell elementary is amazing! Many activities and places to take the kids. Parks are clean and well kept"
    0
    Flag
  • Cschanno2909
    "Berlin is America’s Coolest Small Town. It always has fun activities for both adults and children. Awesome restaurants too! "
    0
    Flag
  • Julie F.
    "No sidewalks in the pines, old town Berlin has sidewalks and great for riding bikes and letting kids go play"
    0
    Flag
  • Jody P.
    "I drive to work. Traffic is not too bad except on Saturdays in the summer. Once you know how to get around the traffic it is not a problem. "
    0
    Flag
  • Jody P.
    "Everything is very close and you will learn to get around the traffic even though it is nothing compared to big city traffic "
    0
    Flag
  • Jonathan R.
    "I need to be close to public transportation, I do not have a vehicle right now plus I work in Ocean City."
    0
    Flag
  • Jody P
    "Voted coolest town in America. Safe Friendly town with great restaurants parking antique stores and a very cool historic hotel. Great celebrations for holidays"
    0
    Flag
  • Bonnie.russell
    "nice area to walk dogs and every one here is friendly but not noisie. people in this area are very nice "
    0
    Flag
  • Moonstars19
    "The neighborhood is quiet and the neighborhood is friendly. During the Summer months it’s very busy with a lot of tourists and vacationers.. "
    0
    Flag
  • Stacey M.
    "There is always a yard sale going on the weekends, as long as the weathers nice. You can just drive around and find a handful. There are always signs out. "
    0
    Flag
  • Johnny P.
    "It’s more the town festivals down the street from the community. After all, it is the coolest small town in America!"
    2
    Flag
  • Daniellemrossi
    "The association does a nice job keeping it look clean, you are right outside of ocean city, taxes are cheaper, friendly neighborhood "
    0
    Flag
  • Johnny P.
    "There are many dogs to become social towards, meaning many dog owners and potential puppy playmates!"
    1
    Flag
  • Emys E.
    "The neighborhood offers many options for get together on holidays. It helps to get to know the neighbors and keeps children safe as well."
    0
    Flag
  • Moonstars19
    "This is a close nit community and everyone helps each other out .. Lots of boaters and Golfers and plenty of things to do here "
    0
    Flag
  • Mydreamer1956
    "We were voted the coolest small town in America. Monthly events summer events Celebrations. Halloween. Christmas parade."
    1
    Flag
  • Treesa65
    "Yoga classes, nice neighborhoods, small town, good restaurants, friendly! Music in the streets. Great beer, "
    0
    Flag
  • Pattidevenny
    "Only about 50% of the neighborhood lives here year round so you do at least recognize your full time neighbors. "
    10
    Flag
  • Michael E.
    "Quiet,quiet, quiet. Low traffic factor. Friendly neighbors but allow space. All houses have waterfront property. Have to drive to bank, groceries, restaurants ,post office but not far."
    6
    Flag

Market trends in Berlin

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$499K
$16.83KMoM
Sale-to-List Price
98.6%
Price per sq ft
$268
$4MoM
Available listings
262
10MoM

Home Value

Trulia Estimate
$818K
Since last month
Increased$500 (+0.1%)
Since last year
Increased$36K (+4.5%)
Since last sale
Increased$114K (+16.1%)
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 +71% in the last 10 years
MonthEstimated value
2026
September 2026$819K
August 2026$818K
July 2026$798K
June 2026$839K
May 2026$817K
April 2026$787K
March 2026$763K
February 2026$767K
January 2026$761K
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
10 Cambridge Pl, Ocean Pines, MD
0.18
Single-Family Home
$699,000
06/15/26
4
3
3,080
4 Oxford Ct, Ocean Pines, MD
0.10
Single-Family Home
$639,900
08/14/26
3
2.5
1,644
64 Boston Dr, Berlin, MD
0.10
Single-Family Home
$795,000
12/05/25
4
3
2,452
11625 Manklin Creek Rd, Ocean Pines, MD
0.16
Single-Family Home
$506,000
10/16/25
3
2
2,289
62 Boston Dr, Ocean Pines, MD
0.11
Single-Family Home
$762,550
06/09/26
4
3
2,121
14 Trinity Pl, Ocean Pines, MD
0.27
Single-Family Home
$412,500
09/15/26
3
2.5
2,143
29 Boston Dr, Ocean Pines, MD
0.26
Single-Family Home
$597,898
05/06/26
4
3.5
2,218
44 Boston Dr, Ocean Pines, MD
0.19
Single-Family Home
$659,000
07/31/26
2
2.5
1,536

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
78 Boston Dr, Ocean Pines, MD 21811
0.03
$704,600
3
3
1,714
Off Market
88 Boston Dr, Ocean Pines, MD 21811
0.01
$557,200
3
2
1,312
Off Market
72 Boston Dr, Ocean Pines, MD 21811
0.06
$250,000
-
-
-
For Sale
87 Boston Dr, Ocean Pines, MD 21811
0.04
$362,900
3
2
1,232
Off Market
91 Boston Dr, Ocean Pines, MD 21811
0.05
$557,200
5
2.5
2,304
Off Market
10 Avon Ct, Ocean Pines, MD 21811
0.07
$557,200
4
2.5
2,541
Off Market
64 Boston Dr, Berlin, MD 21811
0.10
$795,000
4
3
2,452
Recently Sold
10 Gloucester Rd, Ocean Pines, MD 21811
0.09
$375,000
3
2
1,456
For Sale
62 Boston Dr, Ocean Pines, MD 21811
0.11
$762,550
4
3
2,121
Recently Sold
28 Cape May Pl, Ocean Pines, MD 21811
0.09
$768,100
4
3
2,808
Off Market
10 Annapolis Ct, Ocean Pines, MD 21811
0.10
$525,000
4
3
3,130
Recently Sold
57 Boston Dr, Ocean Pines, MD 21811
0.13
$362,300
3
1.5
1,256
Off Market

Price and Tax history

DateEventPrice
Aug 22, 2026
Source: Bright MLS #MDWO2040580
Contingent
$819,900
Aug 19, 2026
Source: Bright MLS #MDWO2040580
Listed For Sale
$819,900
Jan 2, 2026
Source: N/A
Sold
$705,000
Jul 2, 2009
Source: N/A
Sold
$481,500
May 15, 2009
Source: Agent Provided
PriceChange
$523,500
Price decreased by 5%

LGBTQ Local Legal Protections

Brett Berquist, Keller Williams Realty Delmarva, (410) 524-6400
Agent Phone: (443) 736-6206
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

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 86 Boston Dr

Skip to last item
Skip to first item

Frequently asked questions about 86 Boston Dr

  • What is the estimated monthly payment for 86 Boston Dr?
    Based on a $819,900 list price with 20% down at today's rates, the estimated monthly payment for 86 Boston Dr in Ocean Pines, MD is approximately $5,185 (about $4,591 principal & interest, $519 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 86 Boston Dr compare to homes in Ocean Pines?
    86 Boston Dr in Ocean Pines, MD is listed at $819,900, about 64% above the $499K median sale price in Ocean Pines.
  • What do residents say about Ocean Pines?
    Residents describe Ocean Pines, MD as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See homes for sale in Ocean Pines, MD.
  • What are the closest schools to 86 Boston Dr?
    The closest schools to 86 Boston Dr in Ocean Pines, MD are Berlin Intermediate School (Elementary, rated 8/10), Showell Elementary School (Pre-K, rated 8/10), Stephen Decatur High School (rated 7/10).
  • Does 86 Boston Dr have air conditioning?
    Yes, 86 Boston Dr in Ocean Pines, MD has air conditioning.
  • Does 86 Boston Dr have a pool?
    Yes, 86 Boston Dr in Ocean Pines, MD has a pool.
86 Boston Dr, Ocean Pines, MD 21811 is a 3 bedroom, 4 bathroom, 3,342 sqft single-family home built in 1975. This property is currently available for sale and was listed by Bright MLS on Aug 16, 2026. The MLS # for this home is MLS# MDWO2040580.