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12355 Southhampton Dr photo 1
for saleNew — 1d on marketopen: Sat 11am-1pm (6/27)
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$2,795,000

5beds
|
6baths
|
4,867sqft
|
2002built
12355 Southhampton Dr,Bishopville, MD 21813

Est.$18,378/moCustomize payment

Open houses

Jun27

Saturday, June 27

11:00 – 13:00

Jun28

Sunday, June 28

11:00 – 13:00

What's special

Just listed

On the market for 1 day

$574/sqft

Price per square foot

Built in 2002

24 years old

Overview

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 ...

Listing updated: June 25, 2026 at 10:01 PM

Listed by:

Ann Buxbaum 443-235-0878, Northrop Realty

Source: Bright MLS · MLS #MDWO2039008Bright MLS

Property details

Cost estimate

Est. monthly payment

$16,490/mo
Principal & interest
$14,652
Property tax
$822
Home insurance (est.)
$932
HOA fee
$85

Down payment

$559,00020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($559,000), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Rates provided by Mable Loans.

Customize scenario

Price history

DateEventPrice
Jun 25, 2026Listed for sale$2,795,000

Location

12355 Southhampton Dr, Bishopville, MD 21813

Nearby schools

SHOWELL

Elementary School

STEPHEN DECATUR

Middle School

STEPHEN DECATUR

High School

Nearby homes

$2,795,000

5 beds · 6 baths · 4,867 sqft

Bright MLS

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. 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. Data last updated: 6/25/2026.