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Listing provided courtesy of - MLS# 139989MLS Provider

65 & 190 Whistle Hollow LnFairfield, VA 24435

Single Family · 4 Beds · 3 Full Baths · 2,061 Sq. ft. | 30.49 Acres
$2,450,000 Active

65 & 190 Whistle Hollow Ln Overview

Time on Site:
59 days
Visits:
6

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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65 & 190 Whistle Hollow Ln Facts & Features

  • Type Single Family
  • Sq. ft. 2,061
  • Price/Sq.ft. $1,189
  • Lot 30.49 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • Elementary School: Fairfield
  • Middle Or Junior School: Maury River
  • High School: Rockbridge Co

Building Information

  • Year Built: 1969

Business Information

  • Current Use: Residential,Vacation Rental,Other,Horses,Cattle,Commercial,Investment

Location/Region

  • County Or Parish: Rockbridge
  • MLS Area Major: Rockbridge
  • MLS Area Minor: Rockbridge

Tax Information

  • Tax Annual Amount: 3898.0

General Information

  • Parcel Number: 51-10-1A1 & 51-10-1A
  • Possible Use: Agricultural,Investment
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Zoning: Agricultural

Interior

Beds/Baths

  • Bathrooms Full: 3
  • Bathrooms Half: 0
  • Bathrooms Total: 3
  • Bedrooms Total: 4

Building Interior

  • Building Area Total: 2061.0

General Information

  • Appliances: Microwave,Oven,Refrigerator,Smoke Detector,Washer
  • Basement: Interior Access,Partially Finished,Walkout,Full
  • Fireplace Features: Basement
  • Fireplace: Yes
  • Interior Features: Book Shelves,Storage,Workshop,Ceiling Fan(s)
  • Rooms Total: 6

Exterior

Lot Information

  • Lot Size Acres: 30.49
  • Lot Size Area: 30.49
  • Lot Size Square Feet: 1328144.4
  • Lot Size Units: Acres
  • Topography: Mixed, Secluded, Woods, Rolling, Open, Level

Waterfront/View

    Building Exterior/Construction

    • Construction Materials: Brick
    • Patio And Porch Features: Deck
    • Roof: Shingle,Other

    General Information

    • Exterior Features: Covered Porch,Garden Space,Porch,Storage Shed,Sunrise View,Sunset View,Workshop
    • Other Structures: Barn(s)

    Find, Buy & Move into Your Home with Us.

    Instead of having a mortgage team here, an insurance agent there, a REALTOR® down the street, an inspector and a moving company across town, you have one team with one goal and one focus: you. Ask for “All-Inclusive” Buying.

    Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    311 Reviews
    Top Services:
    • Buying
    • Selling
    • Rental Properties
    • Investment Properties
    • Luxury Properties
    Key Advantages:
    • Be your guide with expert knowledge of your area
    • Help find your home and offer objective information and opinions
    • Stand in your corner during negotiations
    • Assist with paperwork and details to get you to closing
    • Connect you to vendors if work is needed

    Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    3,803 Reviews
    Top Services:
    • Fixed & adjustable rate mortgages
    • FHA and VA mortgage programs
    • Rapid Close™
    • USDA Loans
    Key Advantages:
    • Full suite of mortgage programs to meet your specific needs
    • Friendly professionals guide through every step of the loan process
    • We help you find and lock in on the market’s best interest rate
    • We work closely with your title company to ensure accurate closing

    We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    240 Reviews
    Top Services:
    • Home Inspection
    • Radon Gas
    • Termite Inspection
    • Test Indoor Air Quality
    • Pay at Closing*
    Key Advantages:
    • Scheduling online 24x7 confirm a convenient date & time for you & your agents
    • High-tech journey makes it easy to sign agreement, make payment, view reports
    • One stop shop for home, radon & termite
    • Knowledgeable, friendly inspectors teach you about your home and property
    • Custom homeowner’s manual teaches you how to maintain your home

    * A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

    We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

    Accolades:
    97 %
    Customer
    Satisfaction
    4.9

    Reviews
    Top Services:
    • Title Search & Status
    • Title Insurance
    • Document Prep
    • Closing Coordination
    • Filing & Recording
    Key Advantages:
    • Ensure that there are no unresolved claims or liens on your home’s title
    • Help secure insurance against unexpected title challenges
    • Prepare closing paperwork to ensure documents are in compliance with laws
    • Coordinate with all parties to schedule final closing
    • File & record your paperwork with the courthouse

    We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.9

    77 Reviews
    Top Services:
    • Home Insurance
    • Auto Insurance
    • Umbrella Insurance
    • Motorcycle, Boat, RV and more
    Key Advantages:
    • Specialize in real estate and bundle other policies for savings
    • Work with 10+ leading carriers to secure the best coverage at the best cost
    • Save you time by shopping for you
    • We’re independent - we find and present you with the best offers and let you decide
    • Guide you with ongoing service and support

    We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.6

    953 Reviews
    Top Services:
    • Packing & Unpacking
    • Decluttering
    • Storage
    • Local or Long Distance
    • International Moving
    Key Advantages:
    • 30-minute guided virtual survey with next business day Guaranteed quote
    • Best Price Guarantee*†
    • 2-months free storage*‡
    • $20,000 full value protection*
    • Personal move concierge - from first call until last box is delivered

    * Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

    We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    120 Reviews
    Top Services:
    • Property Surveys
    • Marketing
    • Tenant Screening
    • Maintenance
    • Lease Enforcement
    Key Advantages:
    • We’ll guide and help identify the right properties to invest in
    • Use of smart devices, predictive data and analytics to help maintain properties
    • Get more free time when we handle billing and payments
    • We continuously monitor state and federal landlord/tenant laws
    • Become more knowledgeable with quarterly portfolio reviews & guidance

    • Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

      Accolades:
      98 %
      Customer
      Satisfaction
      4.8

      311 Reviews
      Top Services:
      • Buying
      • Selling
      • Rental Properties
      • Investment Properties
      • Luxury Properties
      Key Advantages:
      • Be your guide with expert knowledge of your area
      • Help find your home and offer objective information and opinions
      • Stand in your corner during negotiations
      • Assist with paperwork and details to get you to closing
      • Connect you to vendors if work is needed

    • Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

      Accolades:
      97 %
      Customer
      Satisfaction
      5.0

      3,803 Reviews
      Top Services:
      • Fixed & adjustable rate mortgages
      • FHA and VA mortgage programs
      • Rapid Close™
      • USDA Loans
      Key Advantages:
      • Full suite of mortgage programs to meet your specific needs
      • Friendly professionals guide through every step of the loan process
      • We help you find and lock in on the market’s best interest rate
      • We work closely with your title company to ensure accurate closing

    • We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

      Accolades:
      97 %
      Customer
      Satisfaction
      4.9

      Reviews
      Top Services:
      • Title Search & Status
      • Title Insurance
      • Document Prep
      • Closing Coordination
      • Filing & Recording
      Key Advantages:
      • Ensure that there are no unresolved claims or liens on your home’s title
      • Help secure insurance against unexpected title challenges
      • Prepare closing paperwork to ensure documents are in compliance with laws
      • Coordinate with all parties to schedule final closing
      • File & record your paperwork with the courthouse

    • We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

      Accolades:
      98 %
      Customer
      Satisfaction
      4.9

      77 Reviews
      Top Services:
      • Home Insurance
      • Auto Insurance
      • Umbrella Insurance
      • Motorcycle, Boat, RV and more
      Key Advantages:
      • Specialize in real estate and bundle other policies for savings
      • Work with 10+ leading carriers to secure the best coverage at the best cost
      • Save you time by shopping for you
      • We’re independent - we find and present you with the best offers and let you decide
      • Guide you with ongoing service and support

    • We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

      Accolades:
      97 %
      Customer
      Satisfaction
      5.0

      240 Reviews
      Top Services:
      • Home Inspection
      • Radon Gas
      • Termite Inspection
      • Test Indoor Air Quality
      • Pay at Closing*
      Key Advantages:
      • Scheduling online 24x7 confirm a convenient date & time for you & your agents
      • High-tech journey makes it easy to sign agreement, make payment, view reports
      • One stop shop for home, radon & termite
      • Knowledgeable, friendly inspectors teach you about your home and property
      • Custom homeowner’s manual teaches you how to maintain your home

      * A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

    • We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

      Accolades:
      98 %
      Customer
      Satisfaction
      4.6

      953 Reviews
      Top Services:
      • Packing & Unpacking
      • Decluttering
      • Storage
      • Local or Long Distance
      • International Moving
      Key Advantages:
      • 30-minute guided virtual survey with next business day Guaranteed quote
      • Best Price Guarantee*†
      • 2-months free storage*‡
      • $20,000 full value protection*
      • Personal move concierge - from first call until last box is delivered

      * Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

    • We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

      Accolades:
      98 %
      Customer
      Satisfaction
      4.8

      120 Reviews
      Top Services:
      • Property Surveys
      • Marketing
      • Tenant Screening
      • Maintenance
      • Lease Enforcement
      Key Advantages:
      • We’ll guide and help identify the right properties to invest in
      • Use of smart devices, predictive data and analytics to help maintain properties
      • Get more free time when we handle billing and payments
      • We continuously monitor state and federal landlord/tenant laws
      • Become more knowledgeable with quarterly portfolio reviews & guidance

    65 & 190 Whistle Hollow Ln Neighborhood

    Community

    24435 (Fairfield) Demographics

    60
    Median Age
    55
    Population Density (per sq. mile)
    54%
    College Educated
    $51,115
    Estimated Median Income
    872
    Estimated Total Home Owners
    21
    Estimated Total Renters
    98% / 2%
    Estimated Owner / Renter Divide
    2
    Estimated Average Household Size
    Community data courtesy of LiveBy, Inc.

    Schools

    School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

    65 & 190 Whistle Hollow Ln Monthly Cost

    $
    $ %
    %
    $
    $
    * All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

    65 & 190 Whistle Hollow Ln Market Data

    Based on the last 30 days in this zip code

    $579,000
    Average List Price
    $134
    Average Price per Square Foot
    0
    Properties Sold
    34
    Average Days on Market
    1
    Properties for Sale
    Calculations provided by Reliance Network

    65 & 190 Whistle Hollow Ln History

    Date Event Value Agent
    6/29/2026Source: Charlottesville/Augusta/Harrisonburg-Rockingham MLS Added to Database
    June 29, 2026
    5/8/2026Source: Rockbridge Highlands MLS Added to Database
    May 08, 2026
    5/1/2026Source: Rockbridge Highlands MLS Added to Database
    May 01, 2026