100 Holbrook Trail Greenville, SC $ 2,100,000
100 Holbrook Trail
$ 2,100,000
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100 Holbrook Trail

Greenville, SC, 29605
$ 2,100,000
Bedrooms5 Baths4.1

Monthly Estimate*

$ 14,504

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Single Family Home for sale in Greenville, SC

for $2,100,000 with 5 bedrooms and 4 full baths, 1 half bath. This home was built in 1986 on a lot size of 0.54.

Welcome to 100 Holbrook Trail, a gracious five-bedroom, four-and-a-half-bath home in the gated Section VIII of Chanticleer. Set on a beautifully landscaped and private lot, the home offers wonderful scale and an easy combination of formal and casual living spaces. Hardwood floors, extensive millwork, multiple fireplaces and distinctive architectural details give the interiors character, while the spacious kitchen and adjoining living areas create a natural gathering place for everyday life and entertaining. Originally designed by respected local designer Jack Thacker, the home has evolved and been thoughtfully updated over the years. The generously sized primary suite is beautifully updated, while four additional bedrooms provide plenty of flexibility for family, guests, office or recreation space. Outdoor living is equally inviting, with a large screened porch, multiple decks and patio areas overlooking the expansive, private backyard. An extensive list of improvements and renovations includes numerous kitchen and bath updates, mechanical and structural improvements, refreshed outdoor spaces and a new roof in 2026. All of this in one of Greenville’s most desirable neighborhoods, zoned for highly regarded schools and exceptionally convenient to Prisma Health’s main campus, downtown Greenville and the Augusta Road area.

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Single Family Active

Price

$ 2,100,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 11,219

Style

Traditional

Lot Size

0.54

Year Built

1986

Town/City

Greenville

County/Region

Greenville

MLS | Web ID

1606492

Features
Interior
Interior Amenities 2 Story Foyer Bookcases Ceiling Smooth Granite Counters Countertops-Solid Surface Walk-In Closet(s) Wet Bar
Basement None
Flooring Ceramic Tile
Total Fireplaces 3
Fireplace Features Gas Log
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Sink 2nd Floor Walk-in Laundry Room
Total Bedrooms 5
Main Level Bedrooms 2
Main Level Bathrooms 2
Below Grade Finished Area Unit Type Square Feet
Total Baths 5
Kitchen Area 288
Kitchen Length 18
Kitchen Width 16
Primary on Main 195
Second Bedroom Length 15
Second Bedroom Width 13
Bedroom 3 Area 156
Bedroom 3 Length 13
Bedroom 3 Width 12
Bedroom 4 Area 182
Bedroom 4 Length 14
Bedroom 4 Width 13
Dining Room Area 15 195
Dining Room Width 13
Living Room Area 195
Living Room Length 15
Living Room Width 13
Primary Bedroom Area 273
Primary Bedroom Length 21
Primary Bedroom Width 13
Bedroom 5 Width 12
Bedroom 5 Length 13
Bedroom 5 Area 156
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General
Sewer Public Sewer
Heating Multi-Units Natural Gas
Cooling Electric Multi Units
Utilities Cable Available
Roof Architectural
Appliances Gas Cooktop Dishwasher Disposal Oven Electric Oven Ice Maker Wine Cooler Double Oven Gas Water Heater Water Heater
HOA Fee 1500
Garage Spaces 2
Gas Y/N Piedmont
Association Fee Includes Common Area Ins. Restrictive Covenants
Patio/Porch Features Screened Patio Deck
Architectural Style Traditional
Construction Materials Concrete
Pets Allowed Breed Restrictions
Year Built 1986
Stories Count 2
Topography Level
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Community Features Gated
Accessibility Attic Stairs Disappearing
Assoc Fee Paid Per Annually
County Greenville
Property Type Residential
HOA true
Attached Garage true
Subdivision Name Chanticleer
Garage Y/N true
Full Baths 4
Status Active
Directions Chapman Rd to the gates. Enter gates and home is straight ahead.
High School Greenville
City Greenville
Disclosures Seller Disclosure
MLS Area 073
Lot Size Units Square Feet
Lot Size Square Feet 23522.4
Elementary School Augusta Circle
Tax Annual Amount 11219
Middle/Junior High School Hughes
Property Condition 31-50
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
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Exterior
Exterior Amenities Outdoor Grill
Parking Features Attached Circular Driveway Parking Pad Garage Door Opener Side/Rear Entry
Lot Features 1/2 - Acre Corner Lot Few Trees Sprklr In Grnd-Full Yard
Water Source Public
Total Parking 2
Lot Size Area 23522.4
Foundation Details Crawl Space
Lot Size Acres 0.54
Covered Spaces 2
Road Frontage Type Private Road
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* Excluded Features
List By
Thomas M Cheves

Listing Agent

Coldwell Banker Caine/Williams

Broker

tcheves@cbcaine.com

Email

Affordability Calculator

$15,439
Per Month
94%
6%
0%
Monthly Principal & Interest
$14,504
Monthly Property Taxes
$935
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Pricing History
DatePricePrice ChangeDescription
10/13/2026$2,100,000 Listed Price

Map


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100 Holbrook Trail, Greenville, SC, 29605 is a Single Family Home for sale at $2,100,000 with a lot size of 0.54. 100 Holbrook Trail has 5 bedrooms, 4.1 baths, and was built in 1986. The property's zip code is 29605 which is in Greenville, SC