W Main St

Charlottesville | Virginia

Where Drawing Rooms

Draw Dreams

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Janine Aquino

Presented At

$15,000,000

Bedrooms

Bathrooms

Living

SQFT

Stories 3

Fireplace

High Ceiling

Open Kitchen

Office

Stone Countertops

Air Conditioning

Washer Dryer

Bar

Kitchen island

Laundry Room

Walk In Closet

Wine Cellar

Game Room

Basement

Terrace

Garage

Pergola

Outdoor Living Space

Parking

Garden

Balcony

Vineyard / Winery

Fire Pit

Gate

Pool

Outdoor Kitchen

Lake View

Lakefront

High Altitude

Hilltop

Mountain View

Privacy

Panoramic / Scenic View

Renovated

Mansion

Investment Property

W Main St, Charlottesville, VA, Charlottesville, Virginia, United States. - Photo 1

W Main St, Charlottesville, VA, Charlottesville, Virginia, United States. - Photo 2

W Main St, Charlottesville, VA, Charlottesville, Virginia, United States. - Photo 3

W Main St

Charlottesville | Virginia

W Main St, Charlottesville, VA, Charlottesville, Virginia, United States. , Charlottesville , Virginia

PRICE REDUCTION! Exceptional, Well-Established Winery and Events Property (near Washington, D.C.)

This remarkable opportunity presents the chance to acquire one of Virginia’s foremost wineries, encompassing over fifty meticulously tended acres of vineyards nestled among several hundred acres of Central Virginia rolling hills. The property also boasts a stately manor home, creating a grand estate within the renowned Monticello AVA, celebrated for its exceptional wine and breathtaking landscape. Notably, the region was honored as the top wine region by Wine Enthusiast in 2023. In addition to the popular winery tasting room which serves high-quality wines and light fare, the property includes a highly sought-after wedding and events business, fully equipped to host successful events. The elegant manor home offers versatile usage, currently serving as a personal residence, it can be converted into a charming country bed and breakfast for overnight guests, or providing accommodation for weekend events. Its proximity to the mountains and convenient access to Northern Virginia, Washington, D.C., and Maryland make it an all-encompassing property. Further enhancing its appeal, the property features additional amenities and characteristics that solidify its status as a beloved Virginia destination. The dedicated long-standing owners have established a robust foundation for the next proprietors to expand upon. While offering an exceptional packaged opportunity, the property also holds substantial potential for growth in both the winery and event sides of the business, presenting promising avenues for further development. For those interested, additional business information and private tours are available upon the execution of a Non-Disclosure Agreement and the provision of verifiable Proof of Funds from a recognized financial institution.

3D Street View Tour

Property Location

W Main St, Charlottesville, VA, Charlottesville, Virginia, United States., Charlottesville Virginia

Local Weather & Climate

Charlottesville, Virginia

Current Conditions Updated recently

64 °F

Overcast clouds

Feels Like 65°F

Humidity 88%

Wind 13 mph

Visibility 6.2 mi

Sunrise 11:35 AM

Sunset 11:13 PM

5-Day Forecast

Sun 8 Mar

Clouds

High 71°

Low 63°

Mon 9 Mar

Clear

High 72°

Low 47°

Tue 10 Mar

Clear

High 77°

Low 50°

Wed 11 Mar

Clouds

High 79°

Low 58°

Thu 12 Mar

Clouds

High 73°

Low 42°

Data from OpenWeatherMap

Walkability & Transit Scores

How easy is it to get around Charlottesville?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

Estimate your monthly payments for this property

Home Price

Down Payment

$100,000

Interest Rate

Loan Term

Estimated Monthly Payment $3,160

Monthly Payment Breakdown

Principal & Interest $2,528

Loan Amount $400,000

Total Interest $337,621

Total Cost $737,621

Potential Tax Benefits (United States)

$0 Est. First Year Interest Deduction

$0 Est. Annual Tax Savings

*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

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Important Information

This calculator is for illustrative purposes only and does not constitute a loan offer, pre-approval, or commitment to lend.
Monthly payment estimates do not include property taxes, homeowner's insurance, HOA fees, or other applicable costs which may significantly increase your actual payment.
Interest rates shown are for demonstration only. Actual rates depend on your credit score, down payment, loan type, property location, and current market conditions.
This tool provides estimates only. Consult with a licensed mortgage professional for accurate quotes and personalized advice.
Tax benefit calculations are simplified estimates based on general assumptions for United States. Actual deductions depend on your specific tax situation, filing status, and current tax laws.
Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Tax Information Disclaimer

The tax benefit information displayed on this page is provided for general informational and educational purposes only. This information:

Does not constitute tax advice and should not be relied upon as such. Tax laws are complex and vary by jurisdiction, individual circumstances, and are subject to change without notice.
May not be current or accurate for your specific situation. Tax rules are updated frequently by governments, and the information shown may not reflect the most recent changes.
Uses simplified assumptions that may not apply to your circumstances, including filing status, total income, other deductions, alternative minimum tax considerations, and local tax variations.
Should not be used as the basis for any tax planning decisions or financial strategies without consulting a qualified tax professional licensed in your jurisdiction.

Before making any decisions based on potential tax benefits, you should consult with a qualified tax advisor, certified public accountant (CPA), or licensed tax professional who can evaluate your specific circumstances and provide advice tailored to your situation.

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Frequently Asked Questions

Common questions about this property

How many bedrooms and bathrooms does W Main St, Charlottesville, VA, Charlottesville, Virginia, United States have?

This other at W Main St, Charlottesville, VA, Charlottesville, Virginia, United States features 10 bedrooms with 12 square feet of living space.

What is the size of W Main St, Charlottesville, VA, Charlottesville, Virginia, United States?

This property offers 12 square feet of living space.

What is the listing price for W Main St, Charlottesville, VA, Charlottesville, Virginia, United States?

This property is listed at $1,500,000,000, which equals $125000000 per square foot.

What type of property is W Main St, Charlottesville, VA, Charlottesville, Virginia, United States?

This is a other located in Charlottesville, Virginia. The property is situated in an established neighborhood with convenient access to local amenities and services.