About This Home

This 4-bedroom, 3-bathroom single family at 65 & 190 Whistle Hollow Ln in Fairfield, VA is listed for $2,450,000 ($1,189 per sqft). Built in 1969, the home offers 2,061 sqft of living space on a 30.49 acres lot.

Key Features

  • Built in 1969
  • 30.49 acre lot
  • Fireplace

Property Details

3 full
1969

Amenities

FireplaceA/C
Listing 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.

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.

Monthly Cost Estimate

$13,103/mo

20% down · 6.5% · 30 years

Principal$1,772
Interest$10,617
Insurance$715

Estimates only. Actual payments may vary.

Location

65 & 190 Whistle Hollow Ln

Fairfield, VA 24435

Features & Amenities

Interior Features

Ceiling Fan(s)Book ShelvesStorageWorkshop

Exterior Features

Covered PorchGarden SpaceStorage ShedSunrise ViewSunset ViewWorkshopPorchCeiling Fan(s)Deck-RearFireplaceView - Panoramic

Property Details

Flooring

WoodVinyl

Construction

Brick Veneer

Outdoor Features

DeckPorch

Heating

Forced AirHeat Pump (Heating)Propane (Heating)

Cooling

Heat PumpElectricCentral Air

Appliances

DishwasherDryerMicrowaveOvenRefrigeratorSmoke DetectorWasherCook TopElectric RangeElectric

Questions & Answers

This 4-bedroom, 3-bathroom single family at 65 & 190 Whistle Hollow Ln is listed at $2,450,000 ($1,189/sqft). The estimated monthly payment is $13,104 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1969, 30.49 acre lot, Fireplace. Interior Features: Ceiling Fan(s), Book Shelves, Storage. Exterior Features: Covered Porch, Garden Space, Storage Shed.

This property is listed by Jessie Lee Bahhur.

JB

Jessie Lee Bahhur

Agent at Lexington Real Estate Connection

Listed by Lexington Real Estate Connection · Broker phone: (540) 463-2016 · View on Broker Site · Broker website

MLS# 139989· Source: Rockbridge Highlands Realtors· 182 days on PropertySimple

Copyright © 2026 Rockbridge Highlands Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

65 & 190 Whistle Hollow Ln, Fairfield, VA 24435

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