# 65 & 190 Whistle Hollow Ln, Fairfield, VA 24435

> **TL;DR:** 4bd/3ba single family, $2,450,000 ($1189/sqft), built 1969, 2,061 sqft.
> Fireplace, A/C. Est. $13,104/mo. Listed 183 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $2,450,000 |
| Price/sqft | $1189 |
| Bedrooms | 4 |
| Bathrooms | 3 full |
| Square Feet | 2,061 |
| Year Built | 1969 |
| Lot Size | 1,328,144 sqft (30.49 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 183 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $12,389 |
| Estimated Insurance | $715 |
| **Total** | **$13,104** |

## Nearby Schools

- **Elementary:** Fairfield
- **Middle:** Maury River
- **High:** Rockbridge Co

## Key Amenities

- Fireplace
- A/C

## Property Highlights

- Built in 1969
- 30.49 acre lot
- Fireplace

## Description

### Agent 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.

## Location

- **Address:** 65 & 190 Whistle Hollow Ln, Fairfield, VA 24435
- **County:** Rockbridge
- **Coordinates:** 37.841225, -79.307373
- **Google Maps:** https://www.google.com/maps?q=37.841225,-79.307373

## Listing Agent

- **Name:** Jessie Lee Bahhur
- **Brokerage:** Lexington Real Estate Connection
- **Broker Phone:** (540) 463-2016
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/65-and-190-Whistle-Hollow-Ln_Fairfield_VA_24435_M93646-90722?f=listhub&s=LBVRARVA&m=139989&c=propsimple)

## Photos

![65 & 190 Whistle Hollow Ln - Photo 1](http://lh.rdcpix.com/7f0fee0430c946a1e92753054288d552l-f3343597667r.jpg)

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---

**MLS#:** 139989 | **Updated:** 2026-10-25
**Source:** listhub

*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.*

[View on PropertySimple](https://www.propertysimple.ai/listing/65-190-whistle-hollow-ln-fairfield-va-24435-b77ed11384ed41bbada032450c8c886b)

---

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  "url": "https://www.propertysimple.ai/listing/65-190-whistle-hollow-ln-fairfield-va-24435-b77ed11384ed41bbada032450c8c886b",
  "name": "65 & 190 Whistle Hollow Ln, Fairfield, VA 24435",
  "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.",
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}
```