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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: 2026-06-17T07:30:24.752169Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.