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65 & 190 Whistle Hollow, 
Fairfield, VA 24435

$2,450,000


4

Beds


3

Baths


2,061

Sq Ft


Single Family

Active

Listed by

Paula J Martin

Lexington Real Estate Connection

540-463-2016

Last updated:

October 30, 2026, 04:42 PM

MLS#

932322

Source:

VA RVAR

About This Home

65 & 190 Whistle Hollow

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. 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.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 1969

Price Summary

2,450,000

$1,188 per Sq. Ft.

MLS #:

932322

Last Updated:

October 30, 2026, 04:42 PM

Added:

18 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Interior

Living Area:

2,061 Sq. Ft.


Structure

Structure

Architectural Style:

Ranch

Building Area:

2,061 Sq. Ft.

Year Built:

1969


Lot

Lot Size (Sq. Ft):

1,328,144


Finances & Disclosures

Finances

Price:

$2,450,000

Price per Sq. Ft:

$1,188 per Sq. Ft.

Source:VA RVAR
The information being provided by Roanoke Valley Association Of REALTORS® Inc Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Roanoke Valley Association Of REALTORS® Inc Mls All rights reserved. VA RVAR Member Broker: Bill Gearhart

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.