Change Real Estate Presents:

236 Caroline Street
Orange VA 22960

For Sale: $999,000.00 Active

List Date: 2026-06-22

Orange
7 bedrooms
6 bathrooms
2.95 land acres

About This Property

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.

Listing Agent: Kathleen Annette Ayers. EXP Realty, LLC 540-395-6488 kathleen@licatagroup.com

Property Features

Location Information
County:
Subdivision: NONE AVAILABLE
Interior Features
Appliances:
Interior:
Laundry:
Furnished: None
Flooring:
Water: Public
Cooling: Central A/C
Heating: Forced Air, Heat Pump(s)
Fireplaces: 4
Windows:
Utilities:
Sewer: Public Sewer
Exterior Features
Year Built: 1831
Subdivision Name: None Available
Schools
Elementary School: Orange
Junior High School: Prospect Heights
High School: Orange County

IDXListing Courtesy of Kathleen Annette Ayers. EXP Realty, LLC 540-395-6488 kathleen@licatagroup.com

Property Photos [Click to enlarge]

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