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Jackie Barbieri
REALTOR®
Cell: (410) 804-2947
Office: (410) 697-8100

44 Boston Drive , Ocean Pines, MD 21811

$679,900
  • 44 Boston Drive , Ocean Pines, MD 21811 Main Photo

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New to the Market Coming Soon
BEDS2 BATHS2 full 1 partial SQUARE FEET1,536 MLS#MDWO2038004
STATUSCOMING SOON PROPERTY TYPEResidential - Single Family SUBDIVISIONOCEAN PINES - NANTUCKET SCHOOLWORCESTER COUNTY PUBLIC SCHOOLS

Property Description

Nestled along the water in Ocean Pines, 44 Boston Drive is a beautifully renovated waterfront retreat offering the perfect blend of luxury, comfort, and outdoor living. Extensively remodeled in 2019, this stunning home was thoughtfully redesigned with raised ceilings, an open-concept floor plan, new siding and windows, and upscale finishes throughout. Step inside and immediately appreciate the light-filled great room featuring luxury vinyl plank flooring, a striking stone electric fireplace with space for a large-screen TV, and a wall of sliders that frame peaceful water views. The gourmet kitchen is truly the centerpiece of the home, boasting upgraded appliances, a large center island with granite countertops and dramatic waterfall edges, plus a convenient pantry for extra storage. This home offers 2 spacious bedrooms and 2.5 beautifully updated baths, each showcasing custom tile work, vessel sink, designer paint selections, and elegant finishes. The primary suite provides a relaxing retreat with a gorgeous private bath and generous closet space. Outdoor living is where this property truly shines. Step through the expansive sliders onto the huge wraparound deck with sleek glass panels designed to maximize the breathtaking water views and surrounding nature. A newer pier and dock make waterfront living effortless, whether you enjoy boating, kayaking, or simply soaking in the scenery. One of the most unique features of this property is the oversized backyard — a rare find in this section of Ocean Pines — offering endless possibilities for entertaining, family gatherings, cookouts, and lively cornhole tournaments. Beneath the deck, you’ll find an additional covered outdoor living area perfect for creating your own private patio retreat, complete with your own hot tub to enjoy year-round. Additional highlights include mature landscaping and a spacious 2-car garage ideal for storage of all your beach and boating essentials. This exceptional waterfront home has been meticulously updated and designed for easy coastal living. A must-see property that truly delivers the Ocean Pines lifestyle — you won’t be disappointed.

44 Boston Drive | MLS# MDWO2038004

This single family home located at 44 Boston Drive , Ocean Pines, MD 21811 is currently listed for sale with an asking price of $679,900. This property was built in 1983 and has 2 bedrooms and 2 full and 1 partial baths with 1536 sq. ft. Boston Drive is located in the OCEAN PINES - NANTUCKET subdivision within the WORCESTER COUNTY PUBLIC SCHOOLS school district. Search OCEAN PINES - NANTUCKET real estate on jackiebarbieri.homesale.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Heat Pump(s)
Fireplaces: 1
Fuel Type: Electric
Garage: 2
Heating: Heat Pump(s)
Home Style: Raised Ranch/Rambler
Lot Size: 0.18 Acres
Roof Type: Architectural Shingle, Metal
Stories: 2.0
Taxes: $2,366
Year Built: 1983

Feature Descriptions

Accessibility: 2+ Access Exits
Additional Structures: Above Grade, Below Grade
Appliances: Dryer, Washer, Dishwasher, Exhaust Fan, Disposal, Microwave, Refrigerator, Icemaker, Stove, Water Heater
Building Name: NONE AVAILABLE
Community Amenities: Baseball Field, Basketball Courts, Beach, Beach Club, Boat Dock/Slip, Club House, Common Grounds, Dog Park, Gated Community, Golf Club, Golf Course, Golf Course Membership Available, Jog/Walk Path, Marina/Marina Club, Picnic Area, Pier/Dock, Pool - Indoor, Pool - Outdoor, Pool Mem Avail, Racquet Ball, Recreational Center, Soccer Field, Swimming Pool, Tennis Courts, Tot Lots/Playground
Exterior: Gutter System
Exterior: Vinyl Siding
Fireplace: Electric
Flooring: Luxury Vinyl Tile, Partially Carpeted, Ceramic Tile
HOA Fee: $915.00/Annually
Interior: Ceiling Fan(s), Central Vacuum, Carpet, Window Treatments
Location: Creek/Stream
Lot Dimensions: 0.18 Acre(S)
Parking Notes: 6 Total Parking Spaces
Rooms: Primary Bedroom, Sitting Room, Kitchen, Bedroom 1,Great Room, Laundry, Primary Bathroom, Full Bath, Half Bath
Sewer: Public Sewer
Special View Info: Creek/Stream
SQFT Above Finished: 1536
SQFT Total Finished: 1536
Structure Type: Detached
Total Garage/Parking Spaces: 6
Utilities: Electric Available, Cable TV Available, Sewer Available, Water Available
Water: Public
Windows: Screens

Local Schools

High School: STEPHEN DECATUR
Middle School: STEPHEN DECATUR
Elementary School: SHOWELL
School District: WORCESTER COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Hileman Real Estate-Berlin
Agency Phone: 4102089200

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Estimated Payment

$ 1,908.63 per month $1,513.16 Principal & Interest $197.17 Property Tax $198.30 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/22/2026. The listing information on this page last changed on 05/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 05/22/2026 1:25:17 AM EST) or Bright MLS (last updated Fri 05/22/2026 12:38:13 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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