Change Real Estate Presents:

12355 Southhampton Drive
Bishopville MD 21813

For Sale: $2,795,000.00 Active

List Date: 2026-06-25

Open House: Jul 26, 2026 at 10:00 AM to 12:00 PM
Bishopville
5 bedrooms
6 bathrooms
4,867 build ft2
1.14 land acres

About This Property

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.

Listing Agent: Ann Buxbaum. Northrop Realty 443-235-0878 anniebuxbaum1@gmail.com

Virtual Tours / Videos

https://unbranded.youriguide.com/12355_southhampton_dr_bishopville_md

Property Features

Location Information
County:
Subdivision: LIGHTHOUSE SOUND
click to open map in a new window
Interior Features
Appliances: Dryer, Washer, Dishwasher, Exhaust Fan, Disposal, Microwave, Refrigerator, Cooktop, Oven - Wall, Oven - Double
Interior: 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
Laundry:
Furnished: None
Flooring: CeramicTile, Hardwood
Water: Well
Cooling: Central A/C
Heating: Heat Pump(s)
Fireplaces: 2
Windows: Double Hung, DoublePaneWindows, Screens, Sliding, Transom, Vinyl Clad
Utilities:
Sewer: Public Sewer
Rooms
Room Type: Bedroom 2
Features: Attached Bathroom, Flooring - HardWood
Level: Upper 1
Room Type: Bedroom 3
Features: Attached Bathroom, Ceiling Fan(s), Balcony Access, Flooring - HardWood, Window Treatments, Walk-In Closet(s)
Level: Upper 1
Room Type: Bedroom 4
Features: Attached Bathroom, Ceiling Fan(s), Flooring - HardWood, Window Treatments
Level: Upper 1
Room Type: Bedroom 5
Features: Attached Bathroom, Flooring - HardWood
Level: Upper 1
Room Type: Living Room
Features: Balcony Access, Cathedral/Vaulted Ceiling, Ceiling Fan(s), Fireplace - Gas, Flooring - HardWood, Lighting - Recessed, Window Treatments
Level: Main
Room Type: Office
Features: Flooring - HardWood, Ceiling Fan(s), Lighting - Recessed, Window Treatments
Level: Main
Room Type: Primary Bedroom
Features: Attached Bathroom, Balcony Access, Bathroom - Jetted Tub, Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Ceiling Fan(s), Crown Molding, Flooring - HardWood, Lighting - Wall sconces, Window Treatments, Walk-In Closet(s)
Level: Main
Room Type: Dining Room
Features: Crown Molding, Flooring - HardWood, Window Treatments
Level: Main
Room Type: Kitchen
Features: Breakfast Room, Countertop(s) - Granite, Breakfast Bar, Flooring - Ceramic Tile, Island, Kitchen - Eat-in, Kitchen - Gas Cooking, Pantry, Window Treatments, Lighting - Recessed
Level: Main
Room Type: Breakfast Room
Features: Balcony Access, Flooring - Ceramic Tile
Level: Main
Room Type: Laundry
Features: Flooring - HardWood, Window Treatments
Level: Main
Room Type: Other
Features: Balcony Access, Flooring - HardWood, Pantry, Wet Bar
Level: Main
Exterior Features
Year Built: 2002
Legal Subdivision: Lighthouse Sound
Subdivision Name: Lighthouse Sound
Exterior Features: Extensive Hardscape, Exterior Lighting
Parking: Brick Driveway
Garage Spaces: 3.0
Association Fee: $1017.00 (Annually)
Association Amenities: Club House, GolfCourse
Schools
Elementary School: Showell
Junior High School: Stephen Decatur
High School: Stephen Decatur

IDXListing Courtesy of Ann Buxbaum. Northrop Realty 443-235-0878 anniebuxbaum1@gmail.com

Property Photos [Click to enlarge]

Bright © 2026 Bright, All Rights Reserved.

The data related to real estate for sale on this website comes in part from the INTERNET DATA EXCHANGE (IDX) program of the Bright MLS. Real estate listings held by brokerage firms other than this site owner are marked with the IDX logo.

IDX information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation or other purposes. All listing information is deemed reliable but not guaranteed.

This content was last refreshed on 2026-07-23 11:22 PM. Some properties which appear for sale on this website may subsequently have sold or may no longer be available.

DMCA Notice