About 86 Boston Dr
Experience elevated, expansive waterfront living at this 3,300+ sq. ft. residence, perfectly positioned to capture panoramic, unobstructed views, and direct access to the Isle of Wight Bay. This 3-bedroom, 3.5-bath home offers a thoughtfully designed layout complemented by a whole-home audio system throughout. The second floor serves as the main living level, where soaring vaulted ceilings and an open-concept kitchen with an oversized island and gas range create an ideal space for entertaining—all framed by sweeping, elevated water views. This level also features a versatile office/flex space, allowing you to work or create while overlooking the water, alongside a spacious owner’s suite with generous closet space. The first floor offers complete privacy as a self-contained living area. Featuring two bedrooms, two full baths, a convenient kitchenette, laundry, and direct balcony access to the water, this space is perfect for guests or multi-generational living. Additional premium amenities include an elevator, a spacious two-car garage with a connected massive workshop (also featuring water views), dual zone heating and cooling, and two levels of southern-exposure balconies. With a private, upgraded dock putting your boat just steps from your door, 86 Boston Drive is a turnkey opportunity ready for its next owner.
Features of 86 Boston Dr
| MLS® # | MDWO2040580 |
|---|---|
| Price | $819,900 |
| Bedrooms | 3 |
| Bathrooms | 3.50 |
| Full Baths | 3 |
| Half Baths | 1 |
| Square Footage | 3,342 |
| Acres | 0.35 |
| Year Built | 1975 |
| Type | Residential |
| Sub-Type | Detached |
| Style | Coastal |
| Status | Active Under Contract |
Community Information
| Address | 86 Boston Dr |
|---|---|
| Area | Worcester Ocean Pines |
| Subdivision | OCEAN PINES - NANTUCKET |
| City | OCEAN PINES |
| County | WORCESTER-MD |
| State | MD |
| Zip Code | 21811 |
Amenities
| Amenities | Ceiling Fan(s), Elevator, Entry Level Bedroom, Window Treatments, Attic, Bathroom - Walk-In Shower, Butlers Pantry, Carpet, Central Vacuum, Exposed Beams, Primary Bath(s), Store/Office, Walk-in Closet(s) |
|---|---|
| Utilities | Cable TV Available |
| Parking | Asphalt Driveway, Private, Secure Parking |
| # of Garages | 2 |
| Garages | Additional Storage Area, Covered Parking, Garage - Front Entry, Garage Door Opener |
| View | Canal, Panoramic, Water |
| Is Waterfront | Yes |
| Waterfront | Canal |
| Has Pool | Yes |
Interior
| Appliances | Built-In Microwave, Central Vacuum, Compactor, Cooktop, Dishwasher, Disposal, Dryer, Extra Refrigerator/Freezer, Freezer, Microwave, Refrigerator, Washer |
|---|---|
| Heating | Forced Air, Zoned |
| Cooling | Other |
| Has Basement | No |
| Fireplace | No |
| Stories | 2 |
Exterior
| Exterior | Frame, Vinyl Siding |
|---|---|
| Exterior Features | Awning(s),BBQ Grill,Exterior Lighting,Other,Balconies- Multiple,Roof,Wrap Around |
| Lot Description | Secluded, Stream/Creek |
| Windows | Insulated, Screens |
| Roof | Architectural Shingle |
| Construction | Frame, Stick Built, Vinyl Siding |
| Foundation | Block, Crawl Space |
School Information
| District | WORCESTER COUNTY PUBLIC SCHOOLS |
|---|---|
| Elementary | SHOWELL |
| Middle | STEPHEN DECATUR |
| High | STEPHEN DECATUR |
Additional Information
| Date Listed | August 19th, 2026 |
|---|---|
| Days on Market | 4 |
| Zoning | R-3 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Keller Williams Realty Delmarva |
|---|