65 & 190 Whistle Hollow LN, Fairfield, VA 24435

New Listing

$2,450,000

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.

Featuring two homes, an approximately 4,500 sq ft event space, plus additional barns and outbuildings for storage and operations.

Mountain views, large pond, beautiful sunsets

Lighting: Dimmable lights, lights for parking area, patio lights, string lights inside & on trees

Renovation included opening the kitchen, dining and living areas into a bright, open-concept layout.

The partially finished lower level provides flexible space, ideal for additional guest accommodations or expanded rental use.

The open floor plan is complemented by a beautiful kitchen featuring custom rustic hickory cabinetry by Walkers Creek Cabinet Work.

Designated parking area holds 80-90 (+/-) cars plus the field for overflow

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

Overview

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 p ... (Read more)

Listing Details MLS# 932322

Location, Tax & Legal

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
Major Area: 25 - Rockbridge County
Phase: 0
Lot: No
Block: No
Tax ID: 51 10 1A & 51 10 1A1
Annual Taxes: 3898
Section: No
POA Y/N: No

General Property Description

Property Sub-Type: Single Family Residence
Residential Type: Detached
Construction Status: Completed
Year Built: 1969
Total Bdrm: 4
Total Bths: 3
Total F Baths: 3
Entry Above Grd Fin SQFT: 2061
Total Fnshd SqFt: 2061
Total Above Grd Fin SQFT: 2061
Grand Total Attached SQFT: 2061
Basement Y/N: Yes
Prim. Covered Prking: N/A
Add'l Covered Prkng: Not Applicable
Total Acreage: 30.49
Water Class: N/A
Upper Above Grd Fin SQFT: 0
Other Above Grd Fin SQFT: 0
Total Unfin SQFT: 0
Total Cov'd Prk Spc: 0

Fireplace

# Fireplaces: 2
Basement: Yes

Primary Bedrooms

Primary BR Entry Lvl: Yes

Bedrooms

BR Entry Level: 4

More Information

Full Baths

Full Baths Entry Lvl: 3

Laundry

Laundry Lower Level: Yes

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: Yes

Limited Service

Not Limited Service: Yes

Lot Description

Level: Yes
Secluded: Yes

Construction

Brick: Yes

Basement

Full: Yes
Walk-Out Access: Yes

Views

Sunrise: Yes
Sunset: Yes

Heating

Forced Air Gas: Yes
Gas – Propane: Yes
Heat Pump Electric: Yes

Misc Features

Horses Permitted: Yes
Private Road: Yes

Cooling

Central Air: Yes
Heat Pump Electric: Yes

Water Description

Private Well: Yes

Sewer Description

Private Septic: Yes

Water Heater Type

Tank: Yes

Interior Features

Bookcases: Yes
Ceiling Fan(s): Yes
Storage: Yes

Internet Access

Fiber: Yes

Exterior Features

Barn(s): Yes
Deck: Yes
Garden Space: Yes
Shed(s): Yes

Porch

Covered Porch: Yes

Appliances

Clothes Dryer: Yes
Clothes Washer: Yes
Dishwasher: Yes
Range Electric: Yes
Refrigerator: Yes

Floors

Luxury Vinyl Plank: Yes
Wood: Yes

Water Htr Energy

Electric: Yes

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

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