Active

MLS: #MDWO2038004, Listed By: Bethany Drew, Hileman Real Estate-Berlin, Source:Bright MLS

44 Boston Drive

OCEAN PINES, MD 21811
Mark as Favorite
Bed 2

Bed

Bath 3

Bath

SqFt1,536

Sqft

Acres0.18

Acre(Lot)

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 h ome 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.

Read More Expand

Detail Ic Property Details

Property Type : Residential

Price : $679,900

AD Id : 79410276

MLS Id : MDWO2038004

Beds : 2

Lot Size : 0.18 Acre

Living Area Size : 1,536

Year Built : 1983

Garage : 2

County : WORCESTER

Subdivision: Eastwood Shores

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total beds: 2

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1
  • Flooring Information

    Carpet, Ceramic Tile, Vinyl
  • Roofing Information

    Metal, Shingle
  • Interior Features

    Ceiling Fan(s), Central Vacuum, Cathedral Ceiling(s) Roof: Metal, Shingle Appliances: Gas Range, Gas Oven, Gas Water Heater, Dryer, Washer, Dishwasher, Exhaust Fan, Disposal, Microwave, Refrigerator, Ice Maker, Water Heater, Tankless Water Heater Laundry Features: Laundry Room, Lower Level Window Features: Window Coverings, Screens, Window Treatments
  • Heating & Cooling

    Has Heating: Yes Heating: Exhaust Fan, Electric, Heat Pump Has Cooling: Yes Cooling: Heat Pump, Ceiling Fan(s), Electric Water front: 1

  • Building Information

    Year Built: 1983 Building Area Total: 1536 Construction Materials: Vinyl Siding Frontage Length: 40 Pool Features: Community Private Pool: No Water front Features: Creek View: Water, Creek/Stream Association Fee Frequency: Annually
  • Exterior Features

    Exterior Features: Rain Gutters

  • Lot Information

    Lot Dimensions: 0.00 x 0.00 Lot Size Acres: 0.18 Lot Size Source: Assessor Lot Size Square Feet: 7675 Lot Description: Waterfront

    Property Information

    Subdivision: OCEAN PINES - NANTUCKET Source Property Type: Residential Property SubType: Single Family Residence Levels: Two Property Age: 43

  • Listing Price Information

    Listing Price: $679900

  • Tax Information

    Parcel Number: 2403091600 Tax Lot: 50 Tax Year: 2025 Annual Tax: $2366

  • Parking Information

    Parking Total: 6 Garage Door Opener, Garage, Driveway, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 2
    Homeowners Association Information
    Has Association: Yes Included Fees: Snow Removal HOA: $915.00 Association Amenities: Clubhouse, Dog Park, Golf Course, Picnic Area, Racquetball, Tennis Court(s), Beach Access, Basketball Court, Boat Dock, Gated, Jogging Path, Marina, Recreation Facilities, Playground Community Features: Pool

  • School Information

    Elementary School: SHOWELL
    Junior High School: STEPHEN DECATUR
    Senior High School: STEPHEN DECATUR
  • Utility Information

    Cable Available, Sewer Available, Water Available, Electricity Available
  • Location Information

    Direction: Head northeast on Cathell Rd, Turn left onto Ocean Pines/Ocean Pkwy, Turn right onto Boston Dr, Destination will be on the right WaterSource: Public
Sell a home like this and save $40,295 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
36 Leigh Drive, Ocean Pines, MD, 21811 $2,395,000 4 4 4,400 4,400 SqFt
26 Leigh Drive, Ocean Pines, MD, 21811 $2,250,000 5 7 7,441 7,441 SqFt
22 Leigh Drive, Ocean Pines, MD, 21811 $2,450,000 6 5 7,312 7,312 SqFt
23 Harlan Trace, Ocean Pines, MD, 21811 $1,560,000 4 4 4,440 4,440 SqFt
403 Bluewater Court, Ocean Pines, MD, 21811 $749,900 3 3 2,665 2,665 SqFt
16 Ebb Tide Ct, Ocean Pines, MD, 21811 $799,900 4 3 2,552 2,552 SqFt
10 Stacy Court, Ocean Pines, MD, 21811 $1,200,000 4 4 3,308 3,308 SqFt
118 Robin Hood Trail, Ocean Pines, MD, 21811 $529,000 3 2 2,093 2,093 SqFt
26 West Mallard Dr, Ocean Pines, MD, 21811 $2,249,000 8 9 5,200 5,200 SqFt
120 Robin Hood Trl, Ocean Pines, MD, 21811 $425,000 4 2 1,402 1,402 SqFt

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which ByOwner participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

ByOwner last updated this listing 06/09/2026 @ 10:42

MLS: MDWO2038004 LISTED BY: Bethany Drew, Hileman Real Estate-Berlin 410-208-9200 SOURCE: Bright MLS

Selling? Save $40,295 when you sell a home like this

Tour with a ByOwner Agent