12355 Southhampton Dr, Bishopville, MD 21813
Local realty services provided by:ERA Central Realty Group
Listed by: ann buxbaum
Office: northrop realty
MLS#:MDWO2039008
Source:BRIGHTMLS
Price summary
- Price:$2,795,000
- Price per sq. ft.:$574.28
- Monthly HOA dues:$84.75
About this home
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....
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Home facts
- Year built:2002
- Listing ID #:MDWO2039008
- Added:4 day(s) ago
- Updated:June 30, 2026 at 02:14 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Flooring:Ceramic Tile, Hardwood
- Dining Description:Dining Area, Dining Room
- Bathrooms Description:Primary Bath(s)
- Kitchen Description:Breakfast Area, Built-Ins, Butlers Pantry, Cooktop, Crown Moldings, Dishwasher, Disposal, Exhaust Fan, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Microwave, Oven - Double, Oven - Wall, Pantry, Recessed Lighting, Refrigerator, Upgraded Countertops, Wet/Dry Bar
- Bedroom Description:Entry Level Bedroom, Primary Bedroom, Primary Bedroom - Bay Front, Walk In Closet(s)
- Living area:4,867 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Roof:Shingle
- Year built:2002
- Building area:4,867 sq. ft.
- Lot area:1.14 Acres
- Architectural Style:Coastal
- Construction Materials:Stone
- Exterior Features:Deck(s), Extensive Hardscape, Exterior Lighting, Wrap Around
- Foundation Description:Crawl Space
- Levels:2 Stories
Schools
- High school:STEPHEN DECATUR
- Middle school:STEPHEN DECATUR
- Elementary school:SHOWELL
Utilities
- Water:Well
- Sewer:Public Sewer
Finances and disclosures
- Price:$2,795,000
- Price per sq. ft.:$574.28
- Tax amount:$9,868 (2025)
Features and amenities
- Laundry features:Dryer, Has Laundry, Laundry, Washer
- Amenities:Built-Ins, Ceiling Fan(s), Crown Moldings, Double Hung Windows, Double Pane Windows, Main Entrance Lock, Primary Bedroom - Bay Front, Recessed Lighting, Sliding Windows, Smoke Detector, Transom Windows, Wet/Dry Bar, Window Treatments
Parking
- Parking description:Attached Garage, Brick Driveway, Garage - Front Entry, Garage Door Opener, Oversized
- Garage:Yes
- Garage spaces:3
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