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Residential Land with Home for Sale in Orange, Virginia

236 Caroline St, Orange, VA 22960

$999,000
3 acres
Active
Est $5,132/mo

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 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.

3,765
Sq feet
7
Beds
6
Full baths
1831
Built

Location

Street address
236 Caroline St
School district
Orange County Public Schools
Elevation
571 feet
Coordinates
38.2391, -78.1138

Property details

Acreage
2.95 acres
MLS #
TREND VAOR2008380
Posted

Property taxes

Recent
$2,840

Parcels

  • 044A400210001A

Details and features

Listing

Type
Residential

Exterior

Parking
Driveway

Structure

Stories
4
Heating
Forced Air, Heat Pump
Cooling
Central Air
Materials
Frame

Interior

Rooms
Bathroom x 6, Bedroom x 7

Nearby schools

NameLevelDistrictDescription
OrangeElementaryOrange County Public Schools
Prospect HeightsMiddleOrange County Public Schools
Orange CountyHighOrange County Public Schools

Listing history

DateEventPriceChangeSource
June 3, 2025Relisted$999,000TREND
June 1, 2025Listing removed$999,000Listing agent
Nov 22, 2024New listing$999,000TREND
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This 2.95-acre property is located at 236 Caroline St in Orange, VA 22960. The property is available for sale for $999,000. It has a 3,765 sq ft 7 bedroom, 6 bath house built in 1831.

Checked 1 hour ago — Updated

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