236 Caroline St, Orange, VA 22960

Orange
Local realty services provided by:Better Homes and Gardens Real Estate Pathways
236 Caroline St,Orange, VA 22960
$999,000
  • 7 Beds
  • 6 Baths
  • 3,765 sq. ft.
  • Single family
  • Active
Listed by: kathleen ayers
Office: exp realty, llc.
MLS#:VAOR2014482
Source:CHARLOTTESVILLE

Price summary

  • Price:$999,000
  • Price per sq. ft.:$265.34

About this home

Nestled in the heart of Orange, Virginia, Chestnut Hill is a serene, picturesque property awaiting its next chapter. Once a nationally recognized and cherished bed and breakfast, this historic gem offers an extraordinary opportunity to restore it to its former glory””or reimagine it entirely. With Seven bedrooms and six bathrooms, nearly three acres of land, sidewalk access to local schools, shopping, and restaurants, as well as a private driveway and ample parking, the potential is truly endless. The property also features two outbuildings that provide additional versatility. Though the home has faced challenges, including a fire that required extensive renovations, its foundation remains strong, ready for a visionary owner to bring it back to life. Thoughtful renovations, modern updates, and curated landscaping could transform Chestnut Hill into a breathtaking retreat once again. Whether you envision it as a boutique bed and breakfast, a private residence, or any other inspired use,...

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Home facts

  • Year built:1831
  • Listing ID #:VAOR2014482
  • Added:3 day(s) ago
  • Updated:June 26, 2026 at 02:57 PM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:6
  • Full bathrooms:6
  • Living area:3,765 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Electric, Forced Air, Heat Pump, Propane
  • Central air:Yes

Structure and exterior

  • Year built:1831
  • Building area:3,765 sq. ft.
  • Lot area:2.95 Acres
  • Foundation Description:Brick Mortar
  • Levels:3 or More Stories

Schools

  • High school:Orange
  • Middle school:Prospect Heights
  • Elementary school:Orange

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$999,000
  • Price per sq. ft.:$265.34
  • Tax amount:$2,840 (2022)
“Based on information submitted to the MLS GRID as of June 26, 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.” "Listings courtesy of APPLICABLE MLS as distributed by MLS GRID.

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