236 CAROLINE ST Orange, VA $ 999,000
236 CAROLINE ST
$ 999,000
Share Save

236 CAROLINE ST

Orange, VA, 22960
$ 999,000
Bedrooms7 Baths6.0

Monthly Estimate*

$ 6,232

236 CAROLINE ST, Orange, VA 22960 - Image 1
236 CAROLINE ST, Orange, VA 22960 - Image 2
236 CAROLINE ST, Orange, VA 22960 - Image 3

Single Family Home for sale in Orange, VA

for $999,000 with 7 bedrooms and 6 full baths. This home was built in 1831 on a lot size of 2.95.

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, 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 statu

See more

Single Family Active

Price

$ 999,000

Bedrooms

7

Full Bath

6

Property Type

Single Family

Taxes

$ 2,840

Style

Lot Size

2.95

Year Built

1831

Town/City

Orange

County/Region

Orange

MLS | Web ID

VAOR2008380

Features
General
Sewer PublicSewer
Heating Electric ForcedAir HeatPump Propane
Cooling CentralAir
Possession CloseOfEscrow
Architectural Style Other
Pool Features None
Year Built 1831
Levels ThreeOrMore MultiSplit QuadLevel
Property Subtype Detached
Tax Year 2022
County Orange
New Construction N
Property Type Residential
HOA N
Attached Garage N
Subdivision Name NONE
Garage Y/N N
Full Baths 6
Status Active
Directions From I-95 Take exit 130B toward Culpeper. Drive about 14 miles left on onto Constitution Hwy (VA-20) toward Orange/Charlottesville. Go for 22.3 mi. Left on Caroline Street Go for 102 ft. home is on t
High School Orange
City Orange
Senior Community Y/N N
Carport Y/N N
Elementary School Orange
Property Attached Y/N N
Land Lease Y/N N
Tax Annual Amount 2840.0
Home Warranty Y/N N
Middle/Junior High School Prospect Heights
Lease Renewal Y/N N
Additional Parcels Y/N N
Lease Considered Y/N N
Rent Control Y/N N
Building Area Units SquareFeet
Standard Status Active
Property Sub Type Additional Detached
Lease Amount Frequency Monthly
See more
Exterior
Water Source Public
Foundation Details BrickMortar
Spa N
Building Area Total 3765.0
Lot Size Acres 2.95
Waterfront Y/N N
Crops Included Y/N N
Horse Y/N N
Irrigation Water Rights Y/N N
See more
Interior
Fireplace Features Multiple
Basement (Y/N) N
Air Conditioning Y/N Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 0.0
Total Bedrooms 7
Below Grade Finished Area Unit Type SquareFeet
Below Grade Finished Area Source Other
Above Grade Finished Area Source Other
Above Grade Finished Area Unit Type SquareFeet
Total Baths 6
See more
Internal Only
Street Number 1 236
See more
* Excluded Features
List By
Exp Realty, Llc

Broker

kathleen@licatagroup.com

Email

Affordability Calculator

$6,469
Per Month
96%
4%
0%
Monthly Principal & Interest
$6,232
Monthly Property Taxes
$237
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4811759 Elementary School
3962746 Middle School
Orange High School High School
Pricing History
DatePricePrice ChangeDescription
7/28/2025$999,000 Listed Price

Map


See all

236 CAROLINE ST, Orange, VA, 22960 is a Single Family Home for sale at $999,000 with a lot size of 2.95. 236 CAROLINE ST has 7 bedrooms, 6.0 baths, and was built in 1831. The property's zip code is 22960 which is in Orange, VA