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KATHY CHANDLER
REALTOR®, SFR®, SRS®, ABR®

65 & 190 Whistle Hollow Ln , Fairfield, VA 24435

$2,450,000
  • 65 & 190 Whistle Hollow Ln , Fairfield, VA 24435 Main Photo

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New to the Market Active
BEDS4 BATHS3 full SQUARE FEET2,061 MLS#932322
STATUSActive PROPERTY TYPEResidential - Single Family

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. 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.

65 & 190 Whistle Hollow Ln | MLS# 932322

This single family home located at 65 & 190 Whistle Hollow Ln , Fairfield, VA 24435 is currently listed for sale with an asking price of $2,450,000. This property was built in 1969 and has 4 bedrooms and 3 full baths with 2061 sq. ft. Search Fairfield real estate on kchandler.mkbrealtors.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Central Air, Heat Pump Electric
Fireplaces: 2
Heating: Forced Air Gas, Heat Pump Electric, Propane
Home Style: Ranch
Lot Size: 30.49 Acres
Stories: 1.0
Taxes: $3,898
Year Built: 1969

Amenities

Bookcases
Ceiling Fan(s)
Storage
Garden Space

Feature Descriptions

Days on Site: 4
Exterior: Brick
Fireplace Location: Basement
Floor: Wood, Luxury Vinyl Plank
Lot: Level, Secluded
Lot Dimensions: 30.49 acre(s)
Miscellaneous Features: Horses Permitted, Private Road
Porch: Covered Porch, Deck
Sewer: Private Septic
Special View Info: Sunrise, Sunset
Water: Private Well

Listed By / Shown By

Listed By

Agency Name: LEXINGTON REAL ESTATE CONNECTION

Shown By

Agent Name: KATHY CHANDLER
Agent Phone: (540) 819-4640
Agency Title: MKB, REALTORS

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Estimated Payment

$ 6,492.05 per month $5,452.64 Principal & Interest $324.83 Property Tax $714.58 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 10/18/2026. The listing information on this page last changed on 10/18/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 10/18/2026 12:00:29 AM EST) or Roanoke Valley MLs (last updated Sat 10/17/2026 11:23:16 PM EST). Real estate listings held by brokerage firms other than MKB, REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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