333 E Chestnut St, Troy, NC 27371
Property image
Property image
FOR SALE
2.32 ACRES

333 E Chestnut St
Troy, NC 27371

  • 5 Beds
  • 6 Baths
  • 4,564 sqft (on 2.32 acres)

$459,000

Est. Mortgage $2,635/mo*
Get Pre-Qualified

$459,000

Est. Mortgage $2,635/mo*
Get Pre-Qualified
5 Beds
6 Baths
4,564 sqft
(on 2.32 acres)
We estimate this home will sell faster than 96% nearby.

Local Information

  • Map ViewExplore the area around 333 E Chestnut St.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

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
We estimate this home will sell faster than 96% nearby.

Home Highlights

Parking
1 Car Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$101
Listed
6 days ago

Home Details for 333 E Chestnut St

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: Basement Shop,Exterior Entry,Interior Entry,Storage Space,Sump Pump,UnfinishedNumber of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom S, Bathroom Full, Dining Room, Family Room, Kitchen, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 6Number of Bathrooms (full): 6
Dimensions and Layout
Living Area: 4564 Square Feet
Appliances & Utilities
Appliances: DishwasherDishwasherLaundry: Laundry Room,Main Level
Heating & Cooling
Heating: Heat PumpHas CoolingAir Conditioning: Heat PumpHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Fireplace: Den, Family Room, Living Room, Propane
Windows, Doors, Floors & Walls
Door: French Doors, Pocket DoorsFlooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1.5Levels: One and One HalfFloors: Tile, Wood
View
No View
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: SlatePatio / Porch: Awning(s), Front Porch, PatioFencing: Back Yard, PrivacyOther Structures: Greenhouse, Outbuilding, Shed(s), WorkshopFoundation: Crawl Space
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Circular Driveway,Driveway,Attached Garage,Garage Faces Side,Garage on Main Level
Frontage
Responsible for Road Maintenance: Publicly Maintained RoadRoad Surface Type: Asphalt, Gravel, Paved
Water & Sewer
Sewer: Public Sewer
Surface & Elevation
Elevation Units: Feet
Finished Area
Finished Area (above surface): 4564 Square Feet

Days on Market

Cumulative Days on Market: 1Days on Market: 6

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Georgian
Building
Construction Materials: Brick Partial, Hardboard SidingNot a New ConstructionHas Additional Parcels
Property Information
Parcel Number: 753810476027Additional Parcels Description: 7538 10 46 4976

Price & Status

Price
List Price: $459,000Price Per Sqft: $101

Location

Direction & Address
City: TroyCommunity: None
School Information
Elementary School: TroyJr High / Middle School: West MiddleHigh School: Montgomery Central

Agent Information

Listing Agent
Listing ID: 4397678

Building

Building Area
Building Area: 4564 Square Feet

Community

Not Senior Community

Lot Information

Lot Area: 2.32 acres

Listing Info

Special Conditions: Estate

Offer

Listing Terms: Cash, Conventional

Miscellaneous

BasementMls Number: 4397678Attic: Pull Down StairsAttribution Contact: melonie.greene910@gmail.comAbove Grade Unfinished Area: 4564
Last check for updates: about 8 hours ago
Listing Provided by: Melonie Greene
Toni Fish & Associates Inc Realty
Toni Fish
Toni Fish & Associates Inc Realty
Source: Canopy MLS as distributed by MLS GRID, MLS#4397678
Also Listed on Canopy MLS as distributed by MLS GRID.

Market trends in Troy

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
1MoM

Price History for 333 E Chestnut St

DatePriceEventSource
07/01/2026$459,000Listed For SaleCanopy MLS as distributed by MLS GRID #4397678

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Property Tax and Assessment

Year2025
Tax$2,278
Assessment$370,388
Home facts updated by county records

Comparable Sales for 333 E Chestnut St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
215 Biscoe Road, Troy, NC
0.42
Single-Family Home
$435,000
06/18/26
4
2.5
2,522
304 Taft St, Troy, NC
0.34
Single-Family Home
$264,000
09/25/25
3
2
1,848
408 Bruton St, Troy, NC
0.21
Single-Family Home
$215,000
03/16/26
3
1.5
1,706
440 Troy Candor Rd, Troy, NC
0.60
Single-Family Home
$228,000
01/29/26
3
2.5
1,470
205 W Roswell St, Troy, NC
0.50
Single-Family Home
$225,000
12/11/25
3
2
1,067
866 Oak St, Troy, NC
0.96
Single-Family Home
$215,000
04/08/26
3
2
2,668
306 W Roswell St, Troy, NC
0.57
Single-Family Home
$192,000
03/20/26
3
2
1,102

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 333 E Chestnut St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Troy

At least 12 Trulia users voted on each feature.

  • 83 % Say parking is easy

  • 82 % Say yards are well-kept

  • 81 % Say car is needed

  • 78 % Say there's wildlife

  • 75 % Say kids play outside

  • 75 % Say it's quiet

  • 71 % Say they plan to stay for at least 5 years

  • 67 % Say people would walk alone at night

  • 57 % Say neighbors are friendly

  • 57 % Say streets are well-lit

  • 53 % Say it's walkable to grocery stores

  • 46 % Say there's holiday spirit

  • 43 % Say it's dog friendly

  • 36 % Say there are sidewalks

  • 33 % Say it's walkable to restaurants

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trutheternally
    "It’s a great place to live. Great neighbors, mom and pop stores right down main street. Park, skate park, playgrounds. Great Place. "
    0
    Flag
  • martyandkaye
    "awesome lake area. quiet"
    0
    Flag

LGBTQ Local Legal Protections

Melonie Greene, Toni Fish & Associates Inc Realty
Based on information submitted to the MLS GRID as of 2026-07-06 09:48:14 PDT. 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. Click here for more information
333 E Chestnut St, Troy, NC 27371 is a 5 bedroom, 6 bathroom, 4,564 sqft single-family home built in 1938. This property is currently available for sale and was listed by Canopy MLS as distributed by MLS GRID on Jul 1, 2026. The MLS # for this home is MLS# 4397678.