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!
Contingent
$849,000
34000 Seaside Rd, Painter, VA 23420
5beds
3,818sqft
Single Family Residence
Built in 1931
5.79 Acres Lot
$804,300 Zestimate®
$222/sqft
$-- HOA
What's special
Semi-circular driveStately brick pillarsBluetooth ceiling fansTwo luxurious primary suitesMassive beautifully appointed showerOriginal hardwood floorsMultiple pantry options
- 121 days
- 172
- 1
Zillow last checked:
Listing updated:
Listed by:
Leigh Ann Lynch 757-533-2202,
CHESAPEAKE PROPERTIES 757-331-8100
Source: Eastern Shore AOR,MLS#: 71721
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: $816,600
- Annual tax amount: $3,969
- Date on market: 6/28/2026
Estimated market value
$804,300
$764,000 - $845,000
$4,330/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/3/2026 | Contingent | $849,000$222/sqft |
Source: | ||
| 7/18/2026 | Price change | $849,000-8.6%$222/sqft |
Source: | ||
| 6/28/2026 | Listed for sale | $929,000-2.1%$243/sqft |
Source: | ||
| 6/27/2026 | Listing removed | $949,000$249/sqft |
Source: | ||
| 10/5/2025 | Price change | $949,000-5%$249/sqft |
Source: | ||
| 9/5/2025 | Price change | $999,000-9.1%$262/sqft |
Source: | ||
| 7/8/2025 | Listed for sale | $1,099,000+248.9%$288/sqft |
Source: | ||
| 2/16/2018 | Sold | $315,000-10%$83/sqft |
Source: Agent Provided Report a problem | ||
| 1/15/2018 | Pending sale | $349,900$92/sqft |
Source: Coldwell Banker Harbour Realty #39862 Report a problem | ||
| 1/12/2018 | Price change | $349,900+7.4%$92/sqft |
Source: Coldwell Banker Harbour Realty #39862 Report a problem | ||
| 1/12/2018 | Pending sale | $325,900$85/sqft |
Source: Coldwell Banker Harbour Realty #39862 Report a problem | ||
| 10/6/2017 | Listed for sale | $325,900-6.9%$85/sqft |
Source: Coldwell Banker Harbour Realty #39862 Report a problem | ||
| 6/20/2016 | Listed for sale | $349,900-4.1%$92/sqft |
Source: Coldwell Banker Harbour Realty #39862 Report a problem | ||
| 10/6/2015 | Price change | $365,000-3.7%$96/sqft |
Source: Coldwell Banker Harbour Realty #39862 Report a problem | ||
| 4/15/2015 | Listed for sale | $379,000-5%$99/sqft |
Source: Coldwell Banker Harbour Realty #39862 Report a problem | ||
| 8/20/2014 | Listed for sale | $399,000-7.2%$105/sqft |
Source: COLDWELL BANKER HARBOUR REALTY #39862 Report a problem | ||
| 4/29/2013 | Listed for sale | $429,900-6.3%$113/sqft |
Source: RE/MAX CROSSROADS #36764 Report a problem | ||
| 1/19/2013 | Listing removed | $459,000$120/sqft |
Source: Coldwell Banker Harbour Realty #33882 Report a problem | ||
| 5/4/2012 | Price change | $459,000-4.2%$120/sqft |
Source: Coldwell Banker Harbour Realty #33882 Report a problem | ||
| 1/21/2012 | Listed for sale | $479,000$125/sqft |
Source: COLDWELL BANKER HARBOUR REALTY #33882 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2026 | $3,969 +77.2% | $816,600 +94.8% |
| 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
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