65 & 190 Whistle Hollow LN, Fairfield, VA 24435 (MLS# 932322)


$2,450,000
65 & 190 Whistle Hollow LN
Fairfield, VA 24435
MLS# 932322
4 beds  |  3 baths  |  2061 sqft


A well-established, income-producing property with room to grow.
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A well-established, income-producing property with room to grow. A rare opportunity to own one of the area’s most exceptional wedding venues. Comes with an established event calendar! This turnkey venue, currently ranks #4 in Rockbridge County. Picturesque pond Featuring two homes, an approximately 4,500 sq ft event space, plus additional barns and outbuildings for storage and operations. Wedding/special event venue Mountain views, large pond, beautiful sunsets Wide open space!! Lighting: Dimmable lights, lights for parking area, patio lights, string lights inside & on trees 23 65 190 Whistle Hollow 27 65 190 Whistle Hollow 29 65 190 Whistle Hollow Event space full kitchen 31 65 190 Whistle Hollow Bridal suite & groom’s quarters 33 65 190 Whistle Hollow Event Bathroom 1 Event Bathroom 2 Mature trees and landscaping Multiple ceremony sites 38 65 190 Whistle Hollow 39 65 190 Whistle Hollow 40 65 190 Whistle Hollow 41 65 190 Whistle Hollow 42 65 190 Whistle Hollow 65 Whistle Hollow Renovation included opening the kitchen, dining and living areas into a bright, open-concept layout. Living Room 53 65 190 Whistle Hollow Primary Suite 58 65 190 Whistle Hollow Bedroom #2 Bedroom #3 The partially finished lower level provides flexible space, ideal for additional guest accommodations or expanded rental use. 190 Whistle Hollow Lane The open floor plan is complemented by a beautiful kitchen featuring custom rustic hickory cabinetry by Walkers Creek Cabinet Work. Living Room Primary Bedroom 2nd Bedroom Laundry area Designated parking area holds 80-90 (+/-) cars plus the field for overflow 90 65 190 Whistle Hollow 91 65 190 Whistle Hollow Run-in storage area Additional storage for equipment

Property 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.

Details
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
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.

Listing Office: LEXINGTON REAL ESTATE CONNECTION

Last Updated: October - 13 - 2026

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