65 & 190 Whistle Hollow LN, Fairfield, VA 24435
New Listing
$2,450,000
Property Type:
Residential
Bedrooms:
4
Baths:
3
Square Footage:
2,061
Lot Size (sq. ft.):
1,328,144
Status:
Active
Current Price:
$2,450,000
List Date:
10/13/2026
Last Modified:
10/13/2026
Description
A rare opportunity to own one of the area's most exceptional wedding venues-- a well-established, income-producing property with room to grow. Whistle Hollow Farm is currently owner-operated with on-site living, there is strong potential to increase revenue by offering the two residences as short-term rentals for wedding parties, families, or guests. Set on just over 30 picturesque acres in Rockbridge County, this farm enjoys a stunning backdrop of the Blue Ridge & the Allegheny Mountains in the heart of the Shenandoah Valley. The property is fully equipped as a wedding and special event venue, featuring two homes, an approximately 4,500 sq ft event space, plus additional barns and outbuildings for storage and operations.
Supplements: A full list of business assets that convey is available in the documents section. 65 Whistle Hollow has been thoughtfully renovated, opening the kitchen, dining and living areas into a bright, open-concept layout. Improvements include new LVP flooring and custom white oak cabinetry by Walkers Creek Cabinet Work. The partially finished lower level provides flexible space, ideal for additional guest accommodations or expanded rental use. 190 Whistle Hollow, a newly built (2024) cottage, offers easy single-level living with 3 bedrooms and 2.5 baths. The open floor plan is complemented by a beautiful kitchen featuring custom rustic hickory cabinetry by Walkers Creek Cabinet Work. This turnkey venue, currently ranking #4 in Rockbridge County, comes with an established event calendar--future bookings must be honored by the next owner--providing immediate income and a seamless transition. See "documents" for more details on the event venue, the second cottage, and more.
More Information MLS# 932322
General Property Description
Property Sub-Type: Single Family Residence
Construction Status: Completed
Residential Type: Detached
Total Acreage: 30.49
Entry Above Grd Fin SQFT: 2061
Upper Above Grd Fin SQFT: 0
Other Above Grd Fin SQFT: 0
Total Fnshd SqFt: 2061
Total Above Grd Fin SQFT: 2061
Grand Total Attached SQFT: 2061
Basement Y/N: Yes
Water Class: N/A
Total Unfin SQFT: 0
Prim. Covered Prking: N/A
Add'l Covered Prkng: Not Applicable
Total Cov'd Prk Spc: 0
Year Built: 1969
Total Bdrm: 4
Total Bths: 3
Total F Baths: 3
Location, Tax & Legal
Major Area: 25 - Rockbridge County
Phase: 0
Lot: 0
Block: 0
Tax ID: 51 10 1A & 51 10 1A1
Annual Taxes: 3898
Section: 0
POA Y/N: No
Area: 2500 - Rockbridge County
Street Number: 65 & 190
Street Name: Whistle Hollow
Street Suffix: LN
State/Province: VA
Zip Code: 24435
Subdivision: N/A
Municipality: Rockbridge County
Elementary School: Other - See Remarks
Middle School: Other - See Remarks
High School: Other - See Remarks
Remarks & Misc
Public Remarks: A rare opportunity to own one of the area's most exceptional wedding venues-- a well-established, income-producing property with room to grow. Whistle Hollow Farm is currently owner-operated with on-site living, there is strong potential to increase revenue by offering the two residences as short-term rentals for wedding parties, families, or guests. Set on just over 30 picturesque acres in Rockbridge County, this farm enjoys a stunning backdrop of the Blue Ridge & the Allegheny Mountains in the heart of the Shenandoah Valley. The property is fully equipped as a wedding and special event venue, featuring two homes, an approximately 4,500 sq ft event space, plus additional barns and outbuildings for storage and operations.
Directions: From downtown Lexington, head North on Main Street. Continue onto US-11N. Go for 7.7 miles then turn Right onto Mackeys Lane. Continue for another 1.3 miles. Road will dead end at the entrance.
Style of House
Ranch: 1
Limited Service
Not Limited Service: 1
Lot Description
Level: 1
Secluded: 1
Construction
Brick: 1
Basement
Full: 1
Walk-Out Access: 1
Views
Sunrise: 1
Sunset: 1
Heating
Forced Air Gas: 1
Gas – Propane: 1
Heat Pump Electric: 1
Misc Features
Horses Permitted: 1
Private Road: 1
Cooling
Central Air: 1
Heat Pump Electric: 1
Fireplace
# Fireplaces: 2
Basement: 1
Water Description
Private Well: 1
Sewer Description
Private Septic: 1
Water Heater Type
Tank: 1
Interior Features
Bookcases: 1
Ceiling Fan(s): 1
Storage: 1
Internet Access
Fiber: 1
Exterior Features
Barn(s): 1
Deck: 1
Garden Space: 1
Shed(s): 1
Porch
Covered Porch: 1
Appliances
Clothes Dryer: 1
Clothes Washer: 1
Dishwasher: 1
Range Electric: 1
Refrigerator: 1
Floors
Luxury Vinyl Plank: 1
Wood: 1
Primary Bedrooms
Primary BR Entry Lvl: 1
Water Htr Energy
Electric: 1
Bedrooms
BR Entry Level: 4
Full Baths
Full Baths Entry Lvl: 3
Laundry
Laundry Lower Level: 1
Contract Information
Current Price: $2,450,000
List Price: $2,450,000
List Date: 2026-10-12
Status: Active
Property Features
Style of House: Ranch
Limited Service: Not Limited Service
Lot Description: Level; Secluded
Construction: Brick
Basement: Full; Walk-Out Access
Heating: Forced Air Gas; Gas – Propane; Heat Pump Electric
Cooling: Central Air; Heat Pump Electric
Fireplace: Basement
Interior Features: Bookcases; Ceiling Fan(s); Storage
Exterior Features: Barn(s); Deck; Garden Space; Shed(s)
Views: Sunrise; Sunset
Appliances: Dishwasher; Clothes Dryer; Refrigerator; Range Electric; Clothes Washer
Misc Features: Horses Permitted; Private Road
Floors: Luxury Vinyl Plank; Wood
Porch: Covered Porch
Water Description: Private Well
Sewer Description: Private Septic
Water Heater Type: Tank
Water Htr Energy: Electric
Internet Access: Fiber
Listing Office: LEXINGTON REAL ESTATE CONNECTION
Last Updated: October - 13 - 2026
All searches are performed on live data on the MLS server. Although the Multiple Listing Service of The Roanoke Valley is the single source for these listings, listing data appearing on this website does not necessarily reflect the entirety of all available listings within the Multiple Listing Service. All listing data is refreshed daily, but its accuracy is subject to market changes. All copyrights and intellectual property rights are the exclusive property of the Multiple Listing Service of The Roanoke Valley. Whether obtained from a search result or otherwise, visitors to this website may only use this listing data for their personal, non-commercial benefit. The unauthorized retrieval or use of this listing data is prohibited.