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For sale
    • $2,795,000

    12355 Southhampton Dr, Bishopville, MD 21813

    5beds
    4,867sqft
    : 
    $19,568/mo
    Get pre-qualified
    Single Family Residence
    Built in 2002
    1.14 Acres Lot
    $2,600,200 Zestimate®
    $574/sqft
    $85/mo HOA

    What's special

    Soaring great roomTwo-story family roomRecessed lightingCeiling fansExpansive rear decksPrivate studyWalls of glass
    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.
    43 days
    |
    1,146
    |
    37
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Annie Buxbaum 443-235-0878,

    Northrop Realty (302) 539-0800

    Source: Bright MLS,MLS#: MDWO2039008MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      • Main level bathrooms: 2
      • Main level bedrooms: 1
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Breakfast Room, Laundry, Other, Office
      Primary bedroom
      • Features: Attached Bathroom, Balcony Access, Bathroom - Jetted Tub, Soaking Tub, Bathroom - Walk-In Shower, Ceiling Fan(s), Crown Molding, Flooring - HardWood, Lighting - Wall sconces, Window Treatments, Walk-In Closet(s)
      • Level: Main
      • Area: 378 Square Feet
      • Dimensions: 14 X 27
      Bedroom 2
      • Features: Attached Bathroom, Flooring - HardWood
      • Level: Upper
      • Area: 192 Square Feet
      • Dimensions: 12 X 16
      Bedroom 3
      • Features: Attached Bathroom, Ceiling Fan(s), Balcony Access, Flooring - HardWood, Window Treatments, Walk-In Closet(s)
      • Level: Upper
      • Area: 280 Square Feet
      • Dimensions: 14 X 20
      Bedroom 4
      • Features: Attached Bathroom, Ceiling Fan(s), Flooring - HardWood, Window Treatments
      • Level: Upper
      • Area: 294 Square Feet
      • Dimensions: 14 X 21
      Bedroom 5
      • Features: Attached Bathroom, Flooring - HardWood
      • Level: Upper
      • Area: 192 Square Feet
      • Dimensions: 12 X 16
      Breakfast room
      • Features: Balcony Access, Flooring - Ceramic Tile
      • Level: Main
      • Area: 168 Square Feet
      • Dimensions: 12 X 14
      Dining room
      • Features: Crown Molding, Flooring - HardWood, Window Treatments
      • Level: Main
      • Area: 240 Square Feet
      • Dimensions: 12 X 20
      Kitchen
      • Features: Breakfast Room, Granite Counters, Breakfast Bar, Flooring - Ceramic Tile, Kitchen Island, Eat-in Kitchen, Kitchen - Gas Cooking, Pantry, Window Treatments, Recessed Lighting
      • Level: Main
      • Area: 196 Square Feet
      • Dimensions: 14 X 14
      Laundry
      • Features: Flooring - HardWood, Window Treatments
      • Level: Main
      • Area: 99 Square Feet
      • Dimensions: 9 X 11
      Living room
      • Features: Balcony Access, Cathedral/Vaulted Ceiling, Ceiling Fan(s), Fireplace - Gas, Flooring - HardWood, Recessed Lighting, Window Treatments
      • Level: Main
      • Area: 513 Square Feet
      • Dimensions: 19 X 27
      Office
      • Features: Flooring - HardWood, Ceiling Fan(s), Recessed Lighting, Window Treatments
      • Level: Main
      • Area: 228 Square Feet
      • Dimensions: 12 X 19
      Other
      • Features: Balcony Access, Flooring - HardWood, Pantry, Wet Bar
      • Level: Main
      • Area: 88 Square Feet
      • Dimensions: 8 X 11
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Dryer, Washer, Dishwasher, Exhaust Fan, Disposal, Microwave, Refrigerator, Cooktop, Oven, Double Oven, Electric Water Heater
      • Laundry: Has Laundry, Main Level, Laundry Room
      Features
      • Bathroom - Tub Shower, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-in Features, Butlers Pantry, Ceiling Fan(s), Crown Molding, Dining Area, Entry Level Bedroom, Floor Plan - Traditional, Eat-in Kitchen, Kitchen - Gourmet, Kitchen Island, Pantry, Primary Bath(s), Primary Bedroom - Bay Front, Recessed Lighting, Upgraded Countertops, Walk-In Closet(s), Bar, High Ceilings, 2 Story Ceilings, 9'+ Ceilings, Dry Wall
      • Flooring: Ceramic Tile, Hardwood, Wood
      • Doors: Six Panel, Double Entry, Sliding Glass
      • Windows: Double Hung, Double Pane Windows, Screens, Sliding, Transom, Vinyl Clad, Window Treatments
      • Has basement: No
      • Number of fireplaces: 2
      • Fireplace features: Gas/Propane
      Interior area
      • Total structure area: 4,867
      • Total interior livable area: 4,867 sqft
      • Finished area above ground: 4,867
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Garage Faces Front, Oversized, Garage Door Opener, Driveway, Attached
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      • Details: Garage Sqft: 960
      Accessibility
      • Accessibility features: Other
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Deck, Wrap Around
      • Exterior features: Extensive Hardscape, Lighting
      • Pool features: None
      • Has spa: Yes
      • Spa features: Bath
      • Has view: Yes
      • View description: Bay, Panoramic, City
      • Has water view: Yes
      • Water view: Bay
      • Waterfront features: None, Bay
      • Body of water: Assawoman Bay
      • Frontage length: Water Frontage Ft: 200
      Lot
      • Size: 1.14 Acres
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 2405020417
      • Zoning: R-1
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Coastal
      • Property subtype: Single Family Residence
      Materials
      • Stone
      • Foundation: Crawl Space
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2002

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Well

      Community & HOA

      Community
      • Security: Main Entrance Lock, Smoke Detector(s)
      • Subdivision: Lighthouse Sound
      HOA
      • Has HOA: Yes
      • Amenities included: Clubhouse, Golf Course
      • Services included: Snow Removal
      • HOA fee: $1,017 annually
      Location
      • Region: Bishopville

      Financial & listing details

      • Price per square foot: $574/sqft
      • Tax assessed value: $1,219,800
      • Annual tax amount: $9,868
      • Date on market: 6/25/2026
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple

        Estimated market value

        $2,600,200

        $2.47M - $2.73M

        $5,237/mo

        Price history

        DateEventPrice
        6/25/2026Listed for sale$2,795,000+186.7%$574/sqft
        Source: Bright MLS #MDWO2039008 Report a problem
        6/8/2021Sold$975,000-18.7%$200/sqft
        Source: Public Record Report a problem
        5/7/2016Listing removed$1,199,000$246/sqft
        Source: Beringson Realty #498666 Report a problem
        3/16/2016Price change$1,199,000-7.7%$246/sqft
        Source: Beringson Realty #498666 Report a problem
        12/1/2015Listed for sale$1,299,000-18.8%$267/sqft
        Source: Beringson Realty #498666 Report a problem
        4/10/2013Listing removed$1,600,000$329/sqft
        Source: Visual Tour #481967 Report a problem
        2/14/2013Listed for sale$1,600,000+236.8%$329/sqft
        Source: Visual Tour #481967 Report a problem
        10/6/2000Sold$475,000$98/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$9,868 +13.4%$1,064,500 +17.1%
        2024$8,701 +2.7%$909,200 +2.7%
        2023$8,468 +2.8%$884,900 -2.7%
        2022$8,236 +2.9%$909,200 +8.7%
        2021$8,003 $836,300
        2020$8,003 $836,300
        2019$8,003 -5.1%$836,300 -6.1%
        2018$8,432 +0.3%$890,400 +0.3%
        2017$8,407 +15.8%$887,800 +0.3%
        2016$7,258 $885,200 +0.3%
        2015$7,258 $882,600
        2014$7,258 $882,600
        2013-- $882,600 -2.1%
        2012-- $901,600
        2011-- $901,600
        2010-- $901,600 -40%
        2009-- $1,501,430 +13.5%
        2008-- $1,322,396 +15.7%
        2007-- $1,143,363 +18.6%
        2006-- $964,330 +4.6%
        2005-- $922,082 +4.8%
        2004-- $879,836 +5%
        2003-- $837,590 +3.1%
        2002-- $812,166 +194.5%
        2001-- $275,733
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 21813

        Getting around

        2 / 100
        Car-Dependent
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Showell
        • Middle: Stephen Decatur
        • High: Stephen Decatur
        • District: Worcester County Public Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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