Ad #7727385
MLS #MDWO2038004
Nestled along the water in Ocean Pines, 44 Boston Drive is a
44 BOSTON Dr, Ocean Pines, Maryland, 21811
$679,900
2Beds
3Baths
1,536Sqft
0.176Acres
About this property
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 Features
2 Beds
3 Baths
1,536 Sqft
Built in 1983
0.176 Acres
2 Stories
On Beachfront
Driveway, Garage - Attached
Siding: Vinyl Siding
Has Fireplace
Heat Pump (Heating)
$2,366 / yr property tax
Worcester County
OCEAN PINES - NTUCKET Community
Additional Photos
Contact Information
Bethany A. Drew
Hileman Real Estate, Inc.
410-208-9200
Location
Listing Agent: Bethany A. Drew (License #: 520809) 410-208-9200
Broker: Hileman Real Estate, Inc. 410-208-9200 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Hileman Real Estate, Inc. 410-208-9200 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Jul 24, 2026
Photo Gallery
$679,900
2
Beds
3
Baths
1,536
Sqft
44 BOSTON Dr, Ocean Pines, Maryland, 21811
By contacting this agent you agree to these Terms and Conditions.
MLS# MDWO2038004
Nestled along the water in Ocean Pines, 44 Boston Drive is a
$679,900
44 BOSTON Dr, Ocean Pines, Maryland, 21811
2
Beds
3
Baths
1,536
Sqft
0.176
Acres
$679,900
44 BOSTON Dr, Ocean Pines, Maryland, 21811
2 Beds
3 Baths
1,536 Sqft
0.176 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.
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Property Details
HOME DETAILS
2 Beds
3 Baths
1,536 Sqft
Built in 1983
0.176 Acres
2 Stories
BEACH & VIEW
On Beachfront
EXTERIOR
Driveway, Garage - Attached
Siding: Vinyl Siding
INTERIOR
Has Fireplace
Heat Pump (Heating)
FINANCIAL & COMMUNITY
$2,366 / yr property tax
Worcester County
OCEAN PINES - NTUCKET Community
See More Details
Location
Mortgage Calculator
Ad Statistics
Ad Number
7727385
Viewed
13 times
Listing Status
Active Under Contract
Added
Jul 09, 2026
Last Refresh
Jul 24, 2026 07:15:10 PM
Listing Information
Data Source
Bright MLS
Source Property ID
MDWO2038004
Listing Agent: Bethany A. Drew (License #: 520809) 410-208-9200
Broker: Hileman Real Estate, Inc. 410-208-9200 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Hileman Real Estate, Inc. 410-208-9200 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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