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236 Caroline St, Orange, VA 22960
236 Caroline St, Orange, VA 22960
236 Caroline St, Orange, VA 22960
236 Caroline St, Orange, VA 22960
236 Caroline St, Orange, VA 22960

236 Caroline St Orange, VA 22960

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$999,000

ACTIVE
Beds
Baths
Sqft
Acres
2.95
Year
1831
Days on Site
104
Property Type
Commercial Sale
Sub Type
Special Purpose
Per Square Foot
$999,000
Date Listed
Nov 21, 2024

Description of 236 Caroline St, Orange, VA 22960

Listing details for 236 Caroline St, Orange, VA 22960 : 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.
Listing Updated : 04-17-2026 at 5:29 AM EDT
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc.
Listing Provided By

Kathleen Annette Ayers, 5403956488, [email protected], EXP Realty, LLC

Source

Bright MLS, MLS#: VAOR2008382

Home Worth Check

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