$679,900

Sold | Jul 31, 2026 - $659,000

44 Boston Dr, Ocean Pines, MD, 21811

2

Beds

Baths

1,536

Square feet

0.18

Acres

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.

Listing Details

OfficeHileman Real Estate-Berlin
Contact Info(410) 208-9200

Facts & Features

MLS® # MDWO2038004
Price $679,900
Bedrooms 2
Bathrooms 2.50
Full Baths 2
Half Baths 1
Square Footage 1,536
Acres 0.18
Year Built 1983
Type Residential
Sub-Type Detached
Style Raised Ranch/Rambler
Status Closed

Community Information

Address 44 Boston Dr
Area Worcester Ocean Pines
Subdivision OCEAN PINES - NANTUCKET
City Ocean Pines
County WORCESTER-MD
State MD
Zip Code 21811
Senior Community No

Amenities

Amenities Ceiling Fan(s), Central Vacuum, Carpet, Window Treatments
Utilities Electric Available, Cable TV Available, Sewer Available, Water Available
# of Garages 2
Garages Garage Door Opener
View Creek/Stream
Is Waterfront Yes
Waterfront Creek/Stream
Has Pool Yes
HOA 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

Interior

Appliances Dryer, Washer, Dishwasher, Exhaust Fan, Disposal, Microwave, Refrigerator, Icemaker, Water Heater, Oven/Range - Gas
Heating Heat Pump(s)
Cooling Heat Pump(s)
Fireplace Yes
# of Fireplaces 1
Fireplaces Electric
Stories 2

Exterior

Exterior Vinyl Siding
Exterior Features Gutter System
Windows Screens
Roof Architectural Shingle, Metal
Construction Vinyl Siding
Foundation Slab
Other Structures 10000001172,10000001174

School Information

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

Additional Information

Date Listed May 29th, 2026
Days on Market 19
Zoning R-3
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?