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44 BOSTON DR, OCEAN PINES, MD 21811

2 Beds

3 Baths

1,536SqFt

ActiveUnderContract

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.

Property Details
Price $679,900
Bedrooms 2
Full Baths 2
Half Baths 1
Total Baths 3
Property Style Raised Ranch/Rambler
Lot Size 0.00 x 0.00
Lot Size Area Units Square Feet
Acres 0.18
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 2
Features Ceiling Fan(s),Central Vacuum,Carpet,Window Treatments
Exterior Features Gutter System
Year Built 1983
Fireplaces 1
Subdivision OCEAN PINES - NANTUCKET
View Creek/Stream
Roof Architectural Shingle,Metal
Waterfront Manklin Creek
Heating Heat Pump(s)
Foundation Slab
Accessibility 2+ Access Exits
Garage spaces 2
Association Name OCEAN PINES ASSOCIATION
Association Fee 915
Association 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
Geographic Data
Directions Head northeast on Cathell Rd, Turn left onto Ocean Pines/Ocean Pkwy, Turn right onto Boston Dr, Destination will be on the right
County WORCESTER
Latitude 38.38034
Longitude -75.15267
Market Area Worcester Ocean Pines
Address Information
Address 44 BOSTON DR, OCEAN PINES, MD 21811
Postal Code 21811
City OCEAN PINES
State MD
Country United States
Listing Information
Listing Office Hileman Real Estate-Berlin
Listing Office Email debbie@hilemanrealestate.com
Listing Agent Bethany Drew
Special listing conditions Standard
Ownership Fee Simple
School Information
District WORCESTER COUNTY PUBLIC SCHOOLS
Elementary School SHOWELL
Middle School STEPHEN DECATUR
High School STEPHEN DECATUR
MLS Information
Days on market 19
MLS Status ActiveUnderContract
Listing Date May 29, 2026
Listing Last Modified Jun 16, 2026
Tax ID 2403091600
Tax Year 2025
Tax Annual Amount 2366
MLS Area Worcester Ocean Pines
MLS # MDWO2038004

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Last updated: 2026-06-17T13:00:27.880563Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.