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Active & Pending Listings

Chaunessy Homes in Greenville's Eastside

Chaunessy stands as one of Greenville's most distinguished estate home communities, where grand architecture meets exceptional privacy on lots averaging 1.57 acres.

Listing summary: 1 Pending40 Recently Sold

Median $2,200,000Luxury
View sold listings

Community Highlights

  • Estate-sized lots averaging 1.57 acres in established Eastside location
  • All-brick custom homes with exceptional craftsmanship and architectural detail
  • 61% of homes feature resort-style pools and extensive outdoor entertaining spaces
  • 5 minutes to GSP Airport, 2 minutes to Woodruff Road corridor
Large Lots 1 Plus AcresAll Brick ConstructionIn Ground PoolsHardwood Floors

Architecture & Style

Type
Single Family
Style
Traditional · Georgian
Quality
Custom
Built
1985–2003
50% Garage61% Pool24% Basement
  • Main Level Primary Suite
  • Hardwood Floors
  • High Ceilings 10 Feet Plus
  • Custom Millwork And Moldings
  • Coffered Ceilings
  • Multiple Fireplaces
  • Gourmet Kitchens With Granite

Location & Proximity

Off Roper Mountain Road between Highway 14 and Garlington Road

Gsp Airport
5 min
Woodruff Road
2 min
I385 I85 Access
10 min
Woodruff Road shopping and dining corridorFive Forks areaMultiple medical centersGreenville-Spartanburg International Airport

Nearby Schools

Elementary
Oakview
Middle
Beck
High
J. L. Mann

About Chaunessy

AI-assisted overview based on MLS listing data for Chaunessy, Greenville

Chaunessy stands as one of Greenville's most distinguished estate home communities, where grand architecture meets exceptional privacy on lots averaging 1.57 acres. Developed primarily between 1985 and 2003, this exclusive enclave off Roper Mountain Road features predominantly all-brick custom homes showcasing Traditional, Georgian, Victorian, and Tudor architectural styles. With only 38 homes sold in recent years and minimal active inventory, Chaunessy maintains its reputation as a rare and sought-after address on Greenville's prestigious Eastside.

The community's defining characteristic is scale. Homes typically range from 4,000 to 7,100 square feet, with expansive lots from 0.76 to 6.5 acres providing exceptional privacy and mature landscaping. Over 60% of properties feature in-ground pools, many saltwater systems with spa features, while outdoor living spaces consistently include extensive decks, screened porches, and covered patios designed for entertaining. Multiple properties benefit from creek frontage along Rocky Creek or Gilder Creek, adding to the park-like setting enhanced by mature hardwoods, azaleas, and professional landscaping maintained by full irrigation systems.

Interior craftsmanship reflects the custom-built nature of Chaunessy homes. Main level primary suites are standard, complemented by soaring ceilings reaching 10 feet on main levels and up to 22 feet in great rooms. Hardwood floors, extensive millwork, coffered ceilings, and custom built-ins appear throughout, while gourmet kitchens feature granite countertops, center islands, and high-end appliances. Multiple fireplaces are common, with many homes offering three to four gas or wood-burning units. Three-car garages, bonus rooms, and substantial storage including walk-up attics or finished basements with workshops provide exceptional functionality.

Community amenities include tennis and pickleball courts near the single gated entrance, plus a stocked neighborhood pond with fishing access that some homeowners share partial ownership. The location delivers unmatched convenience: 5 minutes to Greenville-Spartanburg International Airport, 2 minutes to Woodruff Road's premier shopping and dining, and 10 minutes to I-385 and I-85 access. Award-winning schools serve the neighborhood, including Oakview Elementary, Beck International Academy, and J.L. Mann High Academy.

With prices currently ranging from 39,900 to ,950,000 and a median of ,050,000, Chaunessy offers luxury estate living with the privacy of acreage properties while maintaining proximity to all of Greenville's key destinations. The combination of substantial lots, custom brick architecture, resort-style outdoor amenities, and a highly limited inventory makes Chaunessy a perennial favorite for discerning buyers seeking a prestigious Eastside address.

Questions about Chaunessy?

Talk to a local agent about homes in Chaunessy, Greenville

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864-757-4000

Palmetto Park Realty Team

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Recently Sold in Chaunessy 40 recently sold in Chaunessy, Greenville with dates and property details

Recently Sold

40 recently sold in Chaunessy, Greenville

Property Sold List Price DOM Size List $/SF
23 Weatherby Drive sold home in Greenville, SC 23 Weatherby Drive 5 bd · 4 ba Jun 1 2026 $1,150,000 68 4,700 sq ft $245
212 Weatherby Drive sold home in Greenville, SC 212 Weatherby Drive 4 bd · 4 ba May 20 2026 $2,100,000 30 4,647 sq ft $452
205 Weatherby Drive sold home in Greenville, SC 205 Weatherby Drive 3 bd · 3 ba Sep 22 2025 $1,100,000 48 3,512 sq ft $313
29 Weatherby Drive sold home in Greenville, SC 29 Weatherby Drive 5 bd · 3 ba Jan 24 2025 $1,225,000 40 5,428 sq ft $226
27 Weatherby Drive sold home in Greenville, SC 27 Weatherby Drive 5 bd · 3 ba Sep 11 2024 $1,100,000 214 4,978 sq ft $221
15 Weatherby Court sold home in Greenville, SC 15 Weatherby Court 5 bd · 4 ba Jun 26 2024 $1,950,000 48 5,713 sq ft $341
35 Weatherby Drive sold home in Greenville, SC 35 Weatherby Drive 5 bd · 3 ba May 30 2024 $1,070,000 76 5,400 sq ft $198
212 Weatherby Drive sold home in Greenville, SC 212 Weatherby Drive 4 bd · 4 ba Nov 15 2023 $1,099,615 47 4,647 sq ft $237
208 Weatherby Drive sold home in Greenville, SC 208 Weatherby Drive 4 bd · 4 ba Jun 23 2023 $1,099,615 79 5,389 sq ft $204
102 Weatherby Drive sold home in Greenville, SC 102 Weatherby Drive 4 bd · 5 ba Mar 31 2023 $1,250,615 258 5,727 sq ft $218
25 Weatherby Drive sold home in Greenville, SC 25 Weatherby Drive 5 bd · 5 ba Mar 15 2023 $899,000 52 7,178 sq ft $125
20 Weatherby Drive sold home in Greenville, SC 20 Weatherby Drive 5 bd · 4 ba Feb 1 2023 $949,900 101 5,059 sq ft $188
7 Weatherby Drive sold home in Greenville, SC 7 Weatherby Drive 5 bd · 3 ba Jun 6 2022 $1,175,615 32 4,681 sq ft $251
14 Scotts Moor Drive sold home in Greenville, SC 14 Scotts Moor Drive 8 bd · 6 ba Oct 26 2021 $1,795,000 256 8,671 sq ft $207
100 Weatherby Drive sold home in Greenville, SC 100 Weatherby Drive 4 bd · 3 ba Nov 20 2020 $599,900 85 4,122 sq ft $146
23 Weatherby Drive sold home in Greenville, SC 23 Weatherby Drive 5 bd · 4 ba Nov 16 2020 $649,000 138 4,502 sq ft $144
201 Weatherby Drive sold home in Greenville, SC 201 Weatherby Drive 5 bd · 4 ba Oct 21 2020 $799,900 153 6,499 sq ft $123
4 Whitbread Court sold home in Greenville, SC 4 Whitbread Court 5 bd · 4 ba Feb 28 2020 $674,900 146 5,357 sq ft $126
10 Scotts Moor Drive sold home in Greenville, SC 10 Scotts Moor Drive 4 bd · 4 ba Sep 16 2019 $1,799,000 52 6,398 sq ft $281
15 Weatherby Court sold home in Greenville, SC 15 Weatherby Court 5 bd · 4 ba Jul 9 2019 $749,900 76 5,821 sq ft $129
6 Weatherby Drive sold home in Greenville, SC 6 Weatherby Drive 5 bd · 4 ba May 21 2019 $639,999 549 5,100 sq ft $125
18 Weatherby Drive sold home in Greenville, SC 18 Weatherby Drive 3 bd · 2 ba Apr 30 2019 $439,900 33 3,173 sq ft $139
104 Whitbread Court sold home in Greenville, SC 104 Whitbread Court 4 bd · 3 ba Apr 27 2018 $550,000 282 3,836 sq ft $143
6 Whitbread Court sold home in Greenville, SC 6 Whitbread Court 4 bd · 5 ba Jan 30 2018 $749,900 500 4,867 sq ft $154
4 Weatherby Drive sold home in Greenville, SC 4 Weatherby Drive 5 bd · 4 ba Jan 10 2018 $599,000 64 4,756 sq ft $126
9 Weatherby Drive sold home in Greenville, SC 9 Weatherby Drive 4 bd · 3 ba Mar 29 2017 $599,500 114 4,651 sq ft $129
213 Weatherby Drive sold home in Greenville, SC 213 Weatherby Drive 4 bd · 4 ba Oct 20 2016 $1,199,999 156 7,000 sq ft $171
13 Weatherby Court sold home in Greenville, SC 13 Weatherby Court 5 bd · 5 ba Jun 16 2016 $799,000 43 6,356 sq ft $126
203 Weatherby Drive sold home in Greenville, SC 203 Weatherby Drive 4 bd · 2 ba Mar 4 2016 $499,900 390 4,741 sq ft $105
23 Weatherby Drive sold home in Greenville, SC 23 Weatherby Drive 5 bd · 5 ba Jul 17 2015 $549,000 36 4,502 sq ft $122
101 Weatherby Drive sold home in Greenville, SC 101 Weatherby Drive 5 bd · 4 ba Apr 17 2015 $579,000 258 5,186 sq ft $112
6 Weatherby Drive sold home in Greenville, SC 6 Weatherby Drive 5 bd · 4 ba Mar 30 2015 $599,000 79 5,172 sq ft $116
10 Scotts Moor Drive sold home in Greenville, SC 10 Scotts Moor Drive 4 bd · 3 ba Mar 27 2015 $1,290,000 253 6,442 sq ft $200
1 Weatherby Drive sold home in Greenville, SC 1 Weatherby Drive 5 bd · 4 ba Dec 20 2013 $580,000 304 4,881 sq ft $119
100 Weatherby Drive sold home in Greenville, SC 100 Weatherby Drive 4 bd · 3 ba Nov 8 2013 $569,900 205 4,153 sq ft $137
4 Weatherby Dr sold home in Greenville, SC 4 Weatherby Dr 4 bd · 4 ba Oct 7 2013 $560,000 183 4,718 sq ft $119
31 Weatherby Drive sold home in Greenville, SC 31 Weatherby Drive 6 bd · 5 ba Sep 25 2013 $485,000 132 4,975 sq ft $97
23 Weatherby Drive sold home in Greenville, SC 23 Weatherby Drive 5 bd · 4 ba Sep 25 2013 $506,900 35 4,502 sq ft $113
10 Scotts Moor Drive sold home in Greenville, SC 10 Scotts Moor Drive 5 bd · 3 ba Jul 31 2013 $1,299,000 53 7,057 sq ft $184
212 Weatherby Dr sold home in Greenville, SC 212 Weatherby Dr 4 bd · 4 ba Dec 20 2012 $639,900 182 4,346 sq ft $147

Market Statistics

Aggregated from MLS listing history for Chaunessy, Greenville

The Chaunessy real estate market shows buyer's market conditions. Homes typically sell within 94 days. With 1 active listing and 3 homes sold in the past year, buyers have more negotiating power and time to decide.

Pricing

Median Price
$2,200,000
Average Price
$2,200,000
$/Sq.Ft (Q1)
$210
1-Yr Price Trend
−6.5%

Property Details

Avg Bedrooms
4.6
Avg Bathrooms
3.8
Avg Lot Size
1.55 acres

Market Activity

Active Listings
1
Sold Last Year
3
Median Days to Sell
94 days

Community Info

Median Year Built
1989
New Construction
0%