236 CAROLINE STREET, Orange, VA 22960

$999,000 Asking Price

7 beds
6 baths
Built in 1831

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 six 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, the possibilities are limitless with the proper approvals. Since the restoration is only partially complete, there’s a unique opportunity to customize the space to perfectly suit your needs. Imagine the possibilities—restoring it to its former status as a nationally recognized destination, creating a timeless retreat for guests seeking memorable stays, or reimagining the space for personal or professional purposes. With the right vision, this historic property can be transformed to achieve its full potential. Seize this chance to make your mark on an award-winning historic property. Chestnut Hill is ready to inspire your creativity and vision. Contact us today to explore the potential of this remarkable property and take the first step toward turning opportunity into reality.

Features & Amenities

Interior

A/C:
Central A/C
Heating:
Y, Forced Air,Heat Pump(s), Electric,Propane - Owned
Fireplace:
Fireplace, Fireplaces: 4
Disability Feature:
2+ Access Exits

Exterior

General:
Above Grade,Below Grade
Style:
Other

Construction

General:
Frame, 4, Brick/Mortar

Location

Originating MLS:
BRIGHT_MAIN
School District:
ORANGE COUNTY PUBLIC SCHOOLS
County:
ORANGE

Lot

Zoning:
TAC, 044A400210001A
Current Use:
017

Utilities

Water:
Public
Sewer:
Public Sewer

Financial

Source:
BRIGHT_MAIN

This listing courtesy of:
EXP Realty, LLC, Kathleen Annette Ayers

About Orange, VA

Housing

Number of Units
5,100
Median Home Value
$224,634
Median Rent
$772

33.00% of housing units are renter occupied.

10.88% are vacant.

Commute

Car
87.43%
Public Transportation
0.20%
Walk to Work
0.88%
Work from Home
11.22%
Other
0.28%

The median travel time to work is 32 minutes.

People

Population
11,359
Median Age
42.90
Median Household Size
2.58

Education

High School
42.92%
Associate’s Degree
6.17%
Bachelor’s Degree
13.02%
Graduate Degree
6.23%

Disclaimer: Community and Demographic information uses data from the U.S. Census Bureau but is not endorsed or certified by the Census Bureau.

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