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236 Caroline St photo 1
for sale
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$999,000

7beds
|
6baths
|
0sqft
|
1831built
236 Caroline St,Orange, VA 22960

Est.$6,569/moCustomize payment

What's special

Built in 1831

195 years old

Overview

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...

Listing updated: April 19, 2026 at 2:58 PM

Listed by:

Kathleen Annette Ayers 540-395-6488, EXP Realty, LLC, Co-Listing Agent: Patricia E Licata 540-735-7998, EXP Realty, LLC

Source: Bright MLS · MLS #VAOR2008380Bright MLS

Property details

Cost estimate

Est. monthly payment

$5,806/mo
Principal & interest
$5,237
Property tax
$237
Home insurance (est.)
$333

Down payment

$199,80020% of list price
Adjust down payment20%
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Based on 20% down ($199,800), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Rates provided by Mable Loans.

Customize scenario

Price history

DateEventPrice
Nov 21, 2024Listed for sale$999,000

Location

236 Caroline St, Orange, VA 22960

Nearby schools

ORANGE

Elementary School

PROSPECT HEIGHTS

Middle School

ORANGE COUNTY

High School

Nearby homes

$999,000

7 beds · 6 baths · 0 sqft

Bright MLS

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 6/3/2026.