14 Boston Dr, Ocean Pines, MD 21811
SOLD
FEB 26, 2026

14 Boston Dr
Ocean Pines, MD 21811

  • 3 Beds
  • 2 Baths
  • 1,278 sqft

$500,000

Last Sold: Feb 26, 2026
9% below list $550K
$391/sqft
Est. Refi. Payment $2,920/mo*
Refinance Your Home

$500,000

Last Sold: Feb 26, 2026
9% below list $550K
$391/sqft
Est. Refi. Payment $2,920/mo*
Refinance Your Home
3 Beds
2 Baths
1,278 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to this stunning single-level waterfront rancher in sought-after Ocean Pines! This beautifully maintained 3-bedroom, 2-bath home blends coastal charm with modern comfort and offers a garage and private backyard oasis featuring a rear deck with built-in pool overlooking the water, floating dock, and private pier — perfect for kayaking, crabbing, or simply relaxing by the water. Step inside the foyer with gleaming hardwood floors and chair rail molding leading to the inviting living and dining room combo with hardwood flooring, gas fireplace, ceiling fan, and chair rail accents. The gourmet kitchen boasts granite countertops, a glass tile backsplash, breakfast bar seating, luxury vinyl plank flooring, recessed lighting, stainless steel appliances, oversized pantry, and a convenient laundry closet. Enjoy year-round comfort in the all-seasons room with cathedral ceiling, walls of windows, and passthrough to the main living area — ideal for morning coffee or entertaining while taking in serene water views. The primary suite features LVP flooring, a ceiling fan, walk-in closet with barn door, and a private ensuite with walk-in jetted tub and separate shower. The additional bedrooms are equally inviting — one with LVP flooring and barn door closet, and another with hardwood floors, ceiling fan, and sliding glass doors opening directly to the rear deck and pool (3rd bedroom curently used as flex space). This rare waterfront opportunity offers the perfect blend of indoor comfort and outdoor living — all just minutes from Ocean City beaches, golf, marinas, and community amenities. Don’t miss your chance to live the waterfront lifestyle in Ocean Pines! Updates include HVAC, tankless hot water heater, rear composite deck, and much more!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from February 26, 2026

Home Highlights

Parking
1 Car Garage
Outdoor
Deck, Pool
A/C
Heating & Cooling
HOA
$74/Monthly
Price/Sqft
$391/sqft
Listed
180+ days ago

Home Details for 14 Boston Dr

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Foyer, Full Bath, Kitchen, Living Room, Sun Florida Room
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1278 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater, Microwave, Washer, DryerDishwasherDryerLaundry: Dryer In Unit,Has Laundry,Main Level,Washer In UnitMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas/Propane, Mantel(s)Spa: BathHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Double Hung, Double Pane Windows, Vinyl CladDoor: Sliding Glass, Storm Door(s)Flooring: Hardwood, Luxury Vinyl, Wood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: NoneFloors: Hardwood, Luxury Vinyl, Wood
View
Has a ViewView: Water, Canal

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckOther Structures: Above Grade, Below GradeExterior: LightingFoundation: Crawl SpaceHas a Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Garage Faces Front,Driveway,Attached
Pool
Pool: Heated, PrivatePool
Frontage
WaterfrontWaterfront: Private Dock Site, Canoe/Kayak, Fishing AllowedOn Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Manklin Creek
Farm & Range
Frontage Length: Water Frontage Ft: 50
Finished Area
Finished Area (above surface): 1278 Square Feet

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Building Name: None AvailableConstruction Materials: Vinyl SidingNot a New Construction
Property Information
Condition: ExcellentParcel Number: 2403051838

Price & Status

Price
List Price: $550,000Price Per Sqft: $391/sqft
Status Change & Dates
Off Market Date: Thu Feb 26 2026Possession Timing: Negotiable

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: BERLINCommunity: Ocean Pines - Nantucket
School Information
Elementary School District: Worcester County Public SchoolsJr High / Middle School District: Worcester County Public SchoolsHigh School District: Worcester County Public Schools

Building

Building Area
Building Area: 1278 Square Feet

Community

Not Senior Community

HOA

Has an HOAHOA Fee: $890/Annually

Lot Information

Lot Area: 7675 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDWO2034404Water ViewWater View: Water, CanalAbove Grade Unfinished Area: 1278

Additional Information

HOA Amenities: Beach Access,Beach Club,Bike Trail,Community Center,Gift Shop,Golf Course Membership Available,Library,Party Room,Recreation Facilities,Tennis Court(s)
Last check for updates: about 4 hours ago
Listed by Tony Migliaccio, (410) 977-0606
Long & Foster Real Estate, Inc.
Bought with: Anna Spann, (443) 783-2687, Coldwell Banker Realty
Source: Bright MLS, MLS#MDWO2034404

Price History for 14 Boston Dr

DatePriceEventSource
02/26/2026$500,000Sold
Bright MLS #MDWO2034404
01/30/2026$550,000PendingBright MLS #MDWO2034404
11/01/2025$550,000Listed For SaleBright MLS #MDWO2034404
01/22/2021$317,500Sold
N/A
11/16/2020$317,500Sold
N/A
09/29/2020$308,000PendingAgent Provided
07/19/2020$308,000PriceChange
Agent Provided
07/07/2020$315,000PriceChange
Agent Provided
04/10/2020$325,000PriceChange
Agent Provided
03/30/2020$330,000PriceChange
Agent Provided
03/19/2020$335,000PriceChange
Agent Provided
02/06/2020$340,000PriceChange
Agent Provided
01/16/2020$330,000PriceChange
N/A
11/06/2019$338,000PriceChange
N/A
10/29/2019$340,000Listed For SaleN/A
08/05/2019$340,000ListingRemovedN/A
08/04/2019$340,000PriceChange
N/A
07/13/2019$346,500Listed For SaleN/A
03/04/2019$339,000ListingRemovedAgent Provided
01/16/2019$339,000PriceChange
Agent Provided
11/12/2018$344,000PriceChange
Agent Provided
10/31/2018$349,000PriceChange
Agent Provided
06/08/2018$336,500PriceChange
N/A
04/06/2018$347,500PriceChange
N/A
03/09/2018$356,500PriceChange
N/A
02/06/2018$350,000Listed For SaleN/A
10/15/2017$330,000ListingRemovedN/A
10/15/1996$30,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$3,038
Assessment$327,733
Home facts updated by county records

Comparable Sales for 14 Boston Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Cresthaven Dr, Ocean Pines, MD
0.16
Single-Family Home
$340,000
08/20/25
3
2
1,296
22 Alden Ct, Ocean Pines, MD
0.15
Single-Family Home
$315,000
08/22/25
3
2
1,056
11 Cambridge Pl, Ocean Pines, MD
0.21
Single-Family Home
$399,000
10/31/25
3
2
1,408
17 Alden Ct, Ocean Pines, MD
0.12
Single-Family Home
$510,000
10/10/25
3
2.5
1,876
840 Ocean Pkwy, Ocean Pines, MD
0.19
Single-Family Home
$335,000
06/20/25
3
2
1,118
87 Boston Dr, Ocean Pines, MD
0.37
Single-Family Home
$355,000
10/31/25
3
2
1,232
30 Cresthaven Dr, Ocean Pines, MD
0.20
Single-Family Home
$405,000
10/02/25
3
2
2,315
50 Cresthaven Dr, Ocean Pines, MD
0.30
Single-Family Home
$344,900
09/12/25
3
2
1,418
65 Hatteras St, Ocean Pines, MD
0.32
Single-Family Home
$459,000
04/30/26
3
2
1,808

Nearby homes

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Assigned Schools

These are the assigned schools for 14 Boston Dr.
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 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

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Homes for sale near 14 Boston Dr

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Off Market Homes Near 14 Boston Dr

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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

Homes for rent near 14 Boston Dr

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14 Boston Dr, Ocean Pines, MD 21811 is a 3 bedroom, 2 bathroom, 1,278 sqft single-family home built in 1998. This property is not currently available for sale. 14 Boston Dr was last sold on Feb 26, 2026 for $500,000 (9% lower than the asking price of $550,000). The current Trulia Estimate for 14 Boston Dr is $498,200.