$999,000
( $143.89Per Sq Foot )
 $5,363 est/mo Sourced by Back At You

236 Caroline St,ORANGE, VA 22960

ORANGE, VA 22960

Share:

Description

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 gloryor 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 possibilitiesrestoring 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.

Details

MLS #VAOR2014484
Listing TypeFor Sale
Sub-TypeResale
StatusActive-bright
Year1831
Days On Site76
Listing Provided ByEXP Realty, LLC | Kathleen Annette Ayers

Features

ZoningTAC
Acreage2.95

Interior

CoolingNone
Heating Yes / NoYes
HeatingHeat Pump(s)

Exterior

Construction MaterialsFrame
Lot FeaturesBacks to Trees, Corner, Partly Wooded

Parking

Garage Yes / NoNo

Taxes

Tax Annual Amount2840

Area Information

StateVA
CountyORANGE VA
CityORANGE
Zip Code22960
AreaORANGE VA
School DistrictORANGE COUNTY PUBLIC SCHOOLS
Elementary SchoolORANGE
High SchoolORANGE COUNTY
Listing VS Median (in 22960)
Price:
$999,000
low | high
Med:
$404,995
100% of Average
On site:
76
low | high
Med:
136.5
55.677655677656% of Average
Sourced by Back At You

Market Activity 22960

Request a showing

Request a showing

Contact


Additional Information


Showing Information


Submit Form

Required Field
By submitting, you agree to receive promotional texts and/or calls from Century 21 Gold Key at the number provided. Message/data rates may apply. Consent is not a condition of purchase, and you can opt out anytime by replying STOP.
MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Bright MLS. 

© 2024 Bright MLS, All Rights Reserved

Contact

Learn More About This Property

StateVA
CountyORANGE VA
CityORANGE
Zip Code22960
AreaORANGE VA
School DistrictORANGE COUNTY PUBLIC SCHOOLS
Elementary SchoolORANGE
High SchoolORANGE COUNTY
Listing VS Median (in 22960)
Price:
$999,000
low | high
Med:
$404,995
100% of Average
On site:
76
low | high
Med:
136.5
55.677655677656% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $749K - $1.248M
sqft: 0 - 0
Nearby Listings Property ImageNearby Listings Details
236 CAROLINE ST Property Photo 1
$999,000
236 Caroline St
Orange, VA 22960
Listing Updated: July 9, 2026 at 4:30:40 PM PDT