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$2,100,000

100 Holbrook Trail, Greenville SC 29605
Greenville, SC 29605
Listed by Thomas M Cheves · Coldwell Banker Caine/Williams
Bedrooms
5
Bathrooms
4.5
Living area
N/A
Year built
1986

About this home

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.

Highlights

Fireplace

Property details

MLS
Greater Greenville MLS
MLS #
1606492
Property type
Single Family Residence
Subdivision
Chanticleer
Status
Active
Days on market
N/A
On market date
N/A
Stories
2
Total bathrooms
4.5
Garage spaces
2
Parking spaces
2
Lot size
0.54 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Augusta Circle Elementary
1.04 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.4
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: Excellent (2025)
Enrollment
532
Student:teacher ratio
16.1:1
District
Greenville 01
Middle
Hughes Academy of Science and Technology
1.18 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.7
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: Good (2025)
Enrollment
1,017
Student:teacher ratio
16.4:1
District
Greenville 01
High
Southside High
1.1 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
967
Student:teacher ratio
17.0:1
District
Greenville 01

Walkability

Blended score for Greenville's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

23
Car-dependent
out of 100
EPA National Walkability Index
4.7 / 20 -- Least walkable

Mortgage calculator

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Est. monthly payment
$12,796/mo
$420,000 down
$1,680,000 loan
Principal & interest$10,896
Property tax (est.)$1,750
Home insurance (est.)$150

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Data source: Listing information provided by Greater Greenville MLS via Trestle/CoreLogic. Last updated 7 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.