$679,900
44 Boston Dr, Ocean Pines, MD, 21811
2
Beds
2½
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
| Office | Hileman 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 |
