236 Caroline St, Orange, VA 22960

Orange
Local realty services provided by:Better Homes and Gardens Real Estate Reserve
236 Caroline St,Orange, VA 22960
$999,000
  • 7 Beds
  • 6 Baths
  • - sq. ft.
  • Single family
  • Active
Listed by: kathleen annette ayers, patricia e licata
Office: exp realty, llc.
MLS#:VAOR2014482
Source:BRIGHTMLS

Price summary

  • Price:$999,000

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
  • Subdivision & Development:NONE AVAILABLE
  • Listing ID #:VAOR2014482
  • Added:142 day(s) ago
  • Updated:November 12, 2026 at 03:39 PM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:6
  • Full bathrooms:6

Heating and cooling

  • Cooling:Central A/C
  • Heating:Electric, Forced Air, Heat Pump(s), Propane - Owned

Structure and exterior

  • Year built:1831
  • Lot area:2.95 Acres
  • Construction Materials:Frame
  • Foundation Description:Brick/Mortar
  • Levels:4 Story

Schools

  • High school:ORANGE COUNTY
  • Middle school:PROSPECT HEIGHTS
  • Elementary school:ORANGE

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$999,000
  • Tax amount:$2,840 (2022)

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