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Contingent
  • Price cut: $80K (7/18)
    $849,000

    34000 Seaside Rd, Painter, VA 23420

    5beds
    3,818sqft
    : 
    $4,914/mo
    Get pre-qualified
    Single Family Residence
    Built in 1931
    5.79 Acres Lot
    $806,400 Zestimate®
    $222/sqft
    $-- HOA

    What's special

    Semi-circular driveStately brick pillarsBluetooth ceiling fansTwo luxurious primary suitesMassive beautifully appointed showerOriginal hardwood floorsMultiple pantry options
    Stunning Estate in Painter: Historic Charm Meets Modern Luxury. Welcome to this breathtaking Georgian Revival on Seaside Road near the heart of Painter, where a gracious semi-circular drive leads you between stately brick pillars to a magnificently restored 1931 estate. Set on nearly six acres of two combined lots, more than half of which is flat, cleared land, this property offers endless possibilities for entertaining, expansion, or creative pursuits. Previously operated as a successful event venue and Bed & Breakfast, the home is perfectly designed for hosting, blending timeless elegance with modern convenience. Inside, every detail has been thoughtfully preserved and elevated, from the original hardwood floors and exquisite tilework to the refined crown moldings and expansive third-floor bonus space. The chef's kitchen is a true centerpiece, featuring premium ZLINE appliances, a Bosch dishwasher, and stunning quartz countertops and backsplash. A butler's pantry with coffee and wine bar seamlessly connects the kitchen to the dining room, creating effortless flow for entertaining. Multiple pantry options provide exceptional storage and flexibility. The home's layout invites both grand gatherings and intimate moments, with spacious living areas that transition beautifully into a massive great room flooded with light. Two luxurious primary suites, one on the first floor and one on the second, offer flexibility and comfort; the upstairs suite impresses with a soaking tub, dual vanities, and a massive beautifully appointed shower. These two primary bathrooms offer bluetooth ceiling fans for continuous listening of favorite music, podcasts, or Audible. A laundry room plus two additional bedrooms complete the second floor, along with a charming cedar A-frame studio or retreat space ready for your imagination. The third floor offers a 5th bedroom/ensuite and/or can be a generous bonus area ideal as a game room or studio. Step outside and you'll find a variety of inviting outdoor spaces, perfect for relaxing, listening to birdsong, or enjoying the rhythm of cicadas; or, use your imagination to see this incredible property: a wedding or event venue, retreat center for professional growth among artists, writers, or lifestyle enhancements, or even dedicating the back land for your favorite horse or two! The timeless gazebo measures 14'x29' equipped with lighting, fans, and outlets and only steps away from a covered wired pavilion with 220 amp service outlets, and overhead lights measuring 50'x 24' - perfect for events, outdoor parties, or creative personal growth and expression! An adorable outdoor bathroom completes the ease of entertaining. A carport, 2 car garage, and 2 additional oversized outbuildings, one with a washer/dryer hookup, add to the amenities. This extraordinary property must be experienced in person to truly appreciate its grace, scale, and versatility. Whether you're seeking a private residence, an event space, or a unique hospitality opportunity, this Painter estate delivers!
    48 days
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    857
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    72
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    Zillow last checked:

    Listing updated:

    Listed by:

    Leigh Ann Lynch 757-533-2202,

    CHESAPEAKE PROPERTIES 757-331-8100

    Source: Eastern Shore AOR,MLS#: 71721MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Great Room, Dining Room
      Dining room
      • Features: Breakfast Area, Dining Room, Bar
      Heating
      • Heat Pump
      Cooling
      • Heat Pump
      Appliances
      • Included: Range, Microwave, Dishwasher, Disposal, Refrigerator, Range Hood, Washer, Dryer, Electric Water Heater
      • Laundry: Washer/Dryer Hookup
      Features
      • Wet Bar, Walk-In Closet(s), 1st Floor Bedroom
      • Windows: Double Pane Windows
      • Has basement: Yes
      • Attic: Storage
      • Number of fireplaces: 1
      • Fireplace features: One Fireplace
      Interior area
      • Total structure area: 3,818
      • Total interior livable area: 3,818 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Carport, Two Car, Detached, Stone Driveway
      • Garage spaces: 2
      • Has carport: Yes
      • Has uncovered spaces: Yes
      Features
      • Levels: Three Or More
      • Patio & porch: Patio, Porch
      • Exterior features: Lighting
      Lot
      • Size: 5.79 Acres
      • Dimensions: 5.792
      • Features: 5-9.0 acres +/-
      Details
      • Additional structures: Shed/Barn
      • Parcel number: 120000100B00002
      • Zoning description: Agricultural

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Farmette,Other
      • Property subtype: Single Family Residence
      Materials
      • Wood Siding
      • Foundation: Crawl Space, Basement
      • Roof: Composition
      Condition
      • 50-100 yrs +/-
      • New construction: No
      • Year built: 1931

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Security: Smoke Detector(s)
      Location
      • Region: Painter

      Financial & listing details

      • Price per square foot: $222/sqft
      • Tax assessed value: $419,300
      • Annual tax amount: $2,239
      • Date on market: 6/28/2026

        Estimated market value

        $806,400

        $766,000 - $847,000

        $3,882/mo

        Price history

        DateEventPrice
        8/3/2026Contingent$849,000$222/sqft
        Source: Eastern Shore AOR #71721 Report a problem
        7/18/2026Price change$849,000-8.6%$222/sqft
        Source: Eastern Shore AOR #71721 Report a problem
        6/28/2026Listed for sale$929,000-2.1%$243/sqft
        Source: Eastern Shore AOR #71721 Report a problem
        6/27/2026Listing removed$949,000$249/sqft
        Source: Eastern Shore AOR #64729 Report a problem
        10/5/2025Price change$949,000-5%$249/sqft
        Source: Eastern Shore AOR #64729 Report a problem
        9/5/2025Price change$999,000-9.1%$262/sqft
        Source: Eastern Shore AOR #64729 Report a problem
        7/8/2025Listed for sale$1,099,000+248.9%$288/sqft
        Source: Eastern Shore AOR #64729 Report a problem
        2/16/2018Sold$315,000-10%$83/sqft
        Source: Agent Provided Report a problem
        1/15/2018Pending sale$349,900$92/sqft
        Source: Coldwell Banker Harbour Realty #39862 Report a problem
        1/12/2018Price change$349,900+7.4%$92/sqft
        Source: Coldwell Banker Harbour Realty #39862 Report a problem
        1/12/2018Pending sale$325,900$85/sqft
        Source: Coldwell Banker Harbour Realty #39862 Report a problem
        10/6/2017Price change$325,900-6.9%$85/sqft
        Source: Coldwell Banker Harbour Realty #39862 Report a problem
        6/20/2016Price change$349,900-4.1%$92/sqft
        Source: Coldwell Banker Harbour Realty #39862 Report a problem
        10/6/2015Price change$365,000-3.7%$96/sqft
        Source: Coldwell Banker Harbour Realty #39862 Report a problem
        4/15/2015Price change$379,000-5%$99/sqft
        Source: Coldwell Banker Harbour Realty #39862 Report a problem
        8/20/2014Price change$399,000-7.2%$105/sqft
        Source: COLDWELL BANKER HARBOUR REALTY #39862 Report a problem
        4/29/2013Listed for sale$429,900-6.3%$113/sqft
        Source: RE/MAX CROSSROADS #36764 Report a problem
        1/19/2013Listing removed$459,000$120/sqft
        Source: Coldwell Banker Harbour Realty #33882 Report a problem
        5/4/2012Price change$459,000-4.2%$120/sqft
        Source: Coldwell Banker Harbour Realty #33882 Report a problem
        1/21/2012Listed for sale$479,000$125/sqft
        Source: COLDWELL BANKER HARBOUR REALTY #33882 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,239 +10.3%$419,300
        2024$2,029 +2.1%$419,300 +25.6%
        2023$1,987 $333,900
        2022$1,987 -1.6%$333,900 +0.9%
        2021$2,019 $330,900
        2020$2,019 +3.9%$330,900 +3.9%
        2019$1,942 $318,400
        2018$1,942 +3.1%$318,400 +3.1%
        2017$1,883 $308,700
        2016$1,883 +2.4%$308,700 -2.6%
        2015$1,839 $317,100
        2014$1,839 $317,100 -2.7%
        2013$1,839 +6.5%$325,800
        2012$1,727 +8%$325,800 -6.3%
        2011$1,599 $347,600
        2010$1,599 $347,600
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 23420

        Getting around

        0 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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