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12353 Southhampton DriveBishopville, MD 21813Price: $3,599,000

  • Price: $3,599,000
  • Est. Mortgage of $/month
  • 19 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $3,599,000List Price
  • 6Bedrooms
  • 8Bathrooms
  • 8,241Square Feet
ONCE UPON A TIME in a sweeping coastal vista with an architectural world-class design, there is a TIMELESS, premiere Lighthouse Sound estate. Truly an unparalleled level of both privacy and prestige. Fashioned in the classic Shingle-Style design, otherwise known as "Coastal Seaside Architecture"... MANY EXPENSIVE HOMES ARE LARGE, BUT FEW EXPENSIVE HOMES ARE PROPORTIONED THIS WELL. The symmetry here creates a feeling of both permanence and luxury. The (installed summer 2026) roof is exceptionally interesting with its multiple gables that adds both character and ceiling height inside. Copper accent roofs feature standing seams. The rooftop Widow's Watch, or observation deck, (OR crow's nest!) is an amazing feature- especially when YOU are up there taking a good look at the 360-degree views of the bay, or fireworks displays, or enjoying your favorite beverage. All rooms in this house feature exquisite hand-crafted architectural elements and views of the natural, coastal habitats. Enter into the main hall and your eyes will be immediately drawn to the direct view of the water. ** Moving forward into the LIVING ROOM, or great hall, is a complete wall of windows soaring 20 feet high. An aged-glass mirror adorns the limestone woodburning fireplace beneath. (mirror included) Most of the floors throughout are walnut, finished on site and stained. **The BILLIARD ROOM and adjoining den/MEDIA ROOM showcases brilliant walls of Honduran mahogany. A solid wood pocket door separates the two rooms, if desired. A full wet bar area with granite counters grace the side of the billiard room, including an under counter fridge. Adjoining the billiard room is a side porch with a "cat-slide" roof, adding yet additional character to the overall design. Speaking of design, the Becker-Morgan Group in Salisbury, MD were the architect engineers of this project along with collaboration from both Washington, D.C. And New York City design teams. The **DINING ROOM displays custom wallpaper that was hand painted and depicts the natural elements and scenes from the ponds and surrounding environments. The dining room features a grand bay window, framing magnificent sunsets for guests to admire. **The chef-inspired KITCHEN is appointed with premier Wolf appliances and striking Carrara Italian marble. It features an exquisite copper tile backsplash framing the six-burner gas range and griddle, complemented by an integrated, refined sitting area for elegant entertaining. The floor is limestone from Paris Ceramics. Color is called Irish Blue but shows as black. **A BUTLER'S PANTRY offers granite counters, a 120 bottle wine refrigerator, a copper sink and a beverage refrigerator. The three-story TURRET overlooks the gated 40 X 16 heated swimming pool and hot tub. First floor of the turret is a wonderful and bright SUNROOM, while the second level of the turret is the YOGA ROOM located next to the immense PRIMARY BEDROOM SUITE that features a sprawling "dressing room", or could easily be converted into a nursery. The primary bedroom features a gas fireplace plus an additional adjoining sitting room overlooking the bay and offers access out to the private primary bedroom's balcony. The PRIMARY BATH features marble counters and the accoutrements worthy of this suite. The third floor of the turret showcases an office tower/observatory. INCREDIBLE architecture and INCREDIBLE views from this 1.47 acre lot! There are SO MANY additional custom features in this spacious home, we've added a special list for you to review upon your request. Although encompassing more than 8,200 square feet, this storybook waterfront residence is gracious in scale but intimate in how it lives. Rarely will you ever find such an enchanted home to call your own. Here's your opportunity to LIVE HAPPILY EVER AFTER. **Current furnishings and dcor may differ from those shown in the photographs.
Listed by BETH EVANS of Berkshire Hathaway HomeServices PenFed Realty

Driving Directions

Railey Vacations
Railey Vacations
Office: 301-387-2124
5 Vacation Way
McHenry, MD 21541

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More Info

Location Information

  • Date Listed06/26/2026
  • ZoningR
  • MLS Area MajorWorcester East of Rt-113
  • UsmAreaBishopville - Worcester East of Rt-113

Parking

  • Parking FeaturesCrushed Stone
  • Parking TypesAttached Garage, Driveway
  • Total Garage And Parking Spaces8

Building

  • ViewBay, Garden/Lawn, Golf Course, Panoramic, Pond, Water
  • Water Oriented YNYes
  • Door FeaturesFrench, Insulated
  • Walls Ceilings9'+ Ceilings, High,2 Story Ceilings, Wood Walls
  • Interior FeaturesAdditional Stairway, Attic, Bar, Breakfast Area, Built-Ins, Butlers Pantry, Carpet, Ceiling Fan(s), Crown Moldings, Dining Area, Entry Level Bedroom, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Primary Bath(s), Primary Bedroom - Bay Front, Recessed Lighting, Bathroom - Stall Shower, Upgraded Countertops, Walk-in Closet(s), Wet/Dry Bar, WhirlPool/HotTub, Wine Storage, Wood Floors
  • Association Fee$980
  • Association Fee FrequencyAnnually
  • Association Fee IncludesCommon Area Maintenance
  • Association NameLIGHTHOUSE SOUND HOA
  • Security FeaturesSecurity System, Smoke Detector
  • Association YNYes
  • High School DistrictWorcester County Public Schools
  • LocationTypeAdjoins Golf Course
  • Broker NameBerkshire Hathaway HomeServices PenFed Realty
  • Building Number12353
  • Direction FacesWest
  • DirectionsRoute 90 West from Coastal Hwy, R on St. Martins Neck, R into Southhampton Drive home located at the end of the Cul-de-sac take the little stone bridge over the pond and park in driveway
  • Num Attached Garage Spaces2
  • Main Level Total Baths3
  • Main Level Bedrooms1
  • Main Level Half Baths1
  • Main Level Full Baths2
  • Upper Levels Total Full Baths5
  • Upper Levels Total Bedrooms5
  • Upper Levels Total Baths5
  • Upper Level1 Bedrooms5
  • Upper Level1 Full Baths5
  • Upper Level1 Total Baths5
  • Story ListMain, Upper 1
  • Structure Design TypeDetached
  • Construction MaterialsBlock, Cedar, Mixed, Frame, Shingle Siding, Stick Built
  • Property StyleCoastal, Manor
  • Bedrooms6
  • Full Bath7
  • Bathroom8
  • Half Baths1
  • Laundry TypeLower Floor, Upper Floor
  • Levels3
  • Fireplace FeaturesWood, Mantel(s), Gas/Propane
  • Fireplace YNYes
  • Fireplace2
  • Garage TypeAdditional Storage Area, Garage - Front Entry, Garage Door Opener
  • Garage Spaces2
  • GarageYes
  • Patio And Porch FeaturesBalconies- Multiple, Patio(s), Porch(es), Roof
  • Garage SQFT822

Basic Information

  • MLS NumberMDWO2039166
  • Ownership InterestFee Simple
  • List Price$3,599,000
  • Square Feet8,241
  • Acreage1.47
  • Year Built2006
  • MLS Property TypeResidential
  • StatusACT
  • HOA Fee980.00 / Annually

Location

  • Address12353 Southhampton Drive
  • Area Total8,241
  • SubdivisionLighthouse Sound
  • TownBishopville
  • StateMD
  • Zip21813
  • CountyWorcester

Interior

  • FlooringCarpet, Hardwood, Marble, Solid Hardwood, Stone
  • Appliances Included
    • Built-In Microwave
    • Commercial Range
    • Dishwasher
    • Disposal
    • Dryer
    • Dryer - Front Loading
    • Exhaust Fan
    • Microwave
    • Oven - Double
    • Oven/Range - Gas
    • Refrigerator
    • Six Burner Stove
    • Stainless Steel Appliances
    • Stove
    • Washer - Front Loading
    • Water Heater
  • Heating YNYes
  • CoolingCentral A/C, Heat Pump(s), Zoned

Utilities

  • Water SourceWell
  • SewerPublic Sewer
  • Central Air YNYes
  • Cooling FuelElectric
  • Water HeaterPropane
  • Heating FuelPropane - Leased
  • Heat SystemForced Air, Zoned, Heat Pump(s), Central

Water Body

  • Water View YNYes
  • Water Body TypeBay
  • Water Body NameAssawoman Bay Views

Tax Information

  • Total Taxes Payment FrequencyAnnually
  • Tax Year2026
  • Taxes$15,993

School Information

  • Junior HighStephen Decatur
  • High SchoolStephen Decatur
  • Elementary SchoolShowell

Basic Information

Property

  • Road ResponsibilityCity/County
  • Property ConditionExcellent
  • Lot Size Dimensions0.00 x 0.00
  • New Construction YNN
  • Lot Description
    • Cleared
    • Cul-de-sac
    • Front Yard
    • Landscaping
    • Pond
    • Poolside
    • Premium
    • Rear Yard
  • FencingSplit Rail

Exterior

  • RoofArchitectural Shingle, Copper
  • FoundationCrawl Space
  • Window FeaturesInsulated, Transom, Double Pane, Bay/Bow
  • Exterior FeaturesChimney Cap(s), Extensive Hardscape, Exterior Lighting, Flood Lights, Hot Tub, Sidewalks

Property Information

  • Lot Size Square Feet64,033.2
  • Above Grade Finished Area8241

Amenities

  • Pool FeaturesFenced, Concrete, Filtered, In Ground
  • PoolYes - Personal
  • PricePerSqFt437
  • Other AmenitiesFireplace, Pool, Water View

Other

  • Additional Parcels YNN
  • ExclusionsNOTE to be offered for purchase Deeded 30' floating boatslip available to purchase at Pines Point marina C-37 in Ocean Pines... 1890's Antique pool table available to purchase separately

Copyright 2026 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Railey Vacations participates, and is provided by BRIGHT through a licensing agreement. 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.Data last updated July 14, 2026. 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.

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