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  4. 333 Chestnut Street
333 Chestnut Street, Troy, NC 27371 - Photo 1

$459,000

5 Beds · 6 Baths · 4,564 Sqft

Off Market
333 Chestnut Street, Troy, NC 27371 - Photo 1

$459,000

5 Beds · 6 Baths · 4,564 Sqft

Off Market
333 Chestnut Street, Troy, NC 27371 - Photo 2
333 Chestnut Street, Troy, NC 27371 - Photo 3
333 Chestnut Street, Troy, NC 27371 - Photo 4
333 Chestnut Street, Troy, NC 27371 - Photo 5
Off Market7 Days on Market$101/sqftListed Jul 1, 2026MLS# CAR4397678

333 Chestnut Street, Troy, NC 27371

$459,000 · 5 bd · 6 ba · 4564 sqft

About This Property

This is a rare opportunity to become the third steward of this remarkable home. You won’t be its owner; you will become its steward because it is remarkable indeed! Built in 1938, the house was designed by prominent Charlotte architect Charles W Connelly and shares many of the hallmarks of his early work which include a distinctive large entrance door pediment, slate roof, second story horizonal siding and a delicate colonnaded side entrance. Commissioned by Troy physician Dr. William Harris this Georgian inspired house contains so many beautiful details they are too numerous to list. As you enter the house through a lovely foyer, you step down into a large living room with a caduceus embellished fireplace honoring the doctor’s medical profession. A preservationist's dream, the house is filled with many details, unchanged and original. Intricate crown moldings in both the living and dining room, a lovely staircase with a delicate balustrade, a round window, a warm and welcoming study are just a few of the elements that make it unique. The original kitchen, with its enameled tiles harkens back to a European feel but awaits your creative re-do. The three full baths upstairs are clad in original tile built with quality that has stood the test of time. A large primary bedroom addition, built in 1985 and accessed from the study hallway, mirrors the quality of the original house in its details and affords comfortable one level living. It includes both a his and her bathroom with individual walk-in closets. Although elegant in its appearance, the house is more than a showplace, with five bedrooms and six full baths it is a house to be lived in and loved as it has been in the past. A new HVAC system was installed in 2024 and new copper guttering was installed to replace the original and to complement the slate roof. The house is beautifully situated on a double lot nestled among mature trees in a parklike setting. Several brick, slate roofed outbuildings designed to complement the main house include a greenhouse, smoke house and a larger building most recently used for processing honey. A lush private backyard and a charming slate courtyard garden space accessed from the back of the house help to create this memorable and one-of-a-kind home. Situated on a quiet street you are within easy walking distance of Troy Elementary school, the hospital and Troy’s charming downtown district

Location

333 Chestnut Street, Troy, NC 27371

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Property Details

Overview

Property TypeSingle Family Residence
Year Built1938
Lot Size2.32 Acres
Stories/LevelsOne and One Half

Interior

Bedrooms5
Bathrooms (Full)6
Total Rooms8
Sqft4,564
HeatingHeat Pump
Cooling / A/CHeat Pump
FlooringTile, Wood

Exterior

Garage Spaces1
ExteriorBrick Partial, Hardboard Siding
FoundationBasement, Crawl Space
RoofSlate

Financial

List Price$459,000
Original Price$459,000

Location

Address333 Chestnut Street, Troy, NC 27371
CityTroy
CountyMontgomery
StateNC
Zip27371

Listed by Toni Fish & Associates Inc Realty · melonie.greene910@gmail.com MLS# CAR4397678

Listings courtesy of Canopy MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 08/20/2026, 06:50:50 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website.

Information deemed reliable but not guaranteed. Buyer to verify all information.

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