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12355 SOUTHHAMPTON DR, BISHOPVILLE, MD 21813

5 Beds

6 Baths

4,867SqFt

Active

Welcome to 12355 Southampton Drive, the crown jewel of Lighthouse Sound, one of the Eastern Shore's most prestigious waterfront golf communities. This is a rare opportunity to own arguably the finest homesite in the neighborhood, where this extraordinary custom residence captures sweeping panoramic views of Assawoman Bay and the sparkling Ocean City skyline from nearly every rear-facing room. A dramatic two-story foyer with a graceful curved staircase sets the tone, drawing your eye straight through the soaring great room to the breathtaking water beyond. The two-story family room is anchored by a stunning natural stone fireplace with gas insert, creating an unforgettable gathering space framed by walls of glass. Designed for both everyday living and effortless entertaining, the chef's kitchen features gas cooking, granite countertops, a large center island, breakfast bar, sunny dining nook, walk-in pantry, and a fully equipped butler's pantry complete with wet bar and sink. Every space is thoughtfully connected to the expansive rear decks, ensuring the spectacular views are always part of the experience. The luxurious first-floor primary suite is a true private retreat, offering direct deck access, uninterrupted bay views, two professionally organized walk-in closets, and a spa-inspired bath with dual vanities, soaking tub, and oversized walk-in shower. A private study, spacious dining room, and main-level laundry complete the first floor. Upstairs, an impressive open landing overlooks the great room below and leads to four generously sized guest suites, each with private vanity and dressing areas and convenient en-suite bath access, providing exceptional comfort for family and guests alike. The outdoor living is every bit as remarkable as the interior. Nearly 1,700 square feet of wraparound Trex decking spans the rear of the home across two levels, creating an unparalleled setting for morning coffee, sunset cocktails, entertaining under the stars, or relaxing around the fire pit while watching boats drift across the bay and the Ocean City skyline come alive each evening. During the summer, enjoy a front-row seat to the free fireworks display every Sunday evening, launched from Northside Park just across the bay, a spectacular tradition that can be enjoyed from the comfort of your own deck. Additional highlights include Brazilian cherry hardwood flooring throughout, an oversized three-bay garage with abundant storage for vehicles and water toys, recessed lighting, ceiling fans, and quality craftsmanship throughout. Residents of Lighthouse Sound enjoy championship golf, an elegant clubhouse, dining, and one of the most spectacular waterfront settings on Maryland's Eastern Shore. Luxury. Views. Lifestyle. Rare opportunity. This isn't simply a home, it's a front-row seat to one of the most breathtaking waterfront panoramas on the East Coast. Once you experience the views from 12355 Southampton Drive, everywhere else feels ordinary.

Property Details
Price $2,795,000
Bedrooms 5
Full Baths 5
Half Baths 1
Total Baths 6
Property Style Coastal
Lot Size 0.00 x 0.00
Lot Size Area Units Square Feet
Acres 1.14
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 2
Features Bathroom - Jetted Tub,Bathroom - Tub Shower,Bathroom - Stall Shower,Bathroom - Walk-In Shower,Breakfast Area,Built-Ins,Butlers Pantry,Ceiling Fan(s),Crown Moldings,Dining Area,Entry Level Bedroom,Floor Plan - Traditional,Kitchen - Eat-In,Kitchen - Gourmet,Kitchen - Island,Pantry,Primary Bath(s),Primary Bedroom - Bay Front,Recessed Lighting,Upgraded Countertops,Walk-in Closet(s),Wet/Dry Bar,Window Treatments,Wood Floors
Exterior Features Extensive Hardscape,Exterior Lighting
Year Built 2002
Fireplaces 2
Subdivision LIGHTHOUSE SOUND
View Bay,Panoramic,City
Roof Shingle
Waterfront Assawoman Bay
Heating Heat Pump(s)
Foundation Crawl Space
Accessibility Other
Parking Description Brick Driveway
Garage spaces 3
Association Fee 1017
Association Amenities Club House,Golf Course
Geographic Data
Directions From Ocean City Expy/MD-90, Ttrn right onto Saint Martins Neck Rd. Turn right onto Southhampton Dr.
County WORCESTER
Latitude 38.40357
Longitude -75.0989
Market Area Worcester East of Rt-113
Address Information
Address 12355 SOUTHHAMPTON DR, BISHOPVILLE, MD 21813
Postal Code 21813
City BISHOPVILLE
State MD
Country United States
Listing Information
Listing Office Northrop Realty
Listing Agent Ann Buxbaum
Special listing conditions Standard
Ownership Fee Simple
Virtual Tour URL https://unbranded.youriguide.com/12355_southhampton_dr_bishopville_md
School Information
District WORCESTER COUNTY PUBLIC SCHOOLS
Elementary School SHOWELL
Middle School STEPHEN DECATUR
High School STEPHEN DECATUR
MLS Information
Days on market 29
MLS Status Active
Listing Date Jun 25, 2026
Listing Last Modified Jul 23, 2026
Tax ID 2405020417
Tax Year 2025
Tax Annual Amount 9868
MLS Area Worcester East of Rt-113
MLS # MDWO2039008

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Last updated: 2026-07-27T08:30:27.65717Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.