OFF MARKET

Off market may 2021 for $982K

$1,555,751

Est. refi paymentEst. refi $7,450/mo

•

4,877

sq ft

108 Tooley Rd, Simpsonville, SC 29681

About this home

Remarks: ***European Charm, Luxurious finishes, and Curb Appeal abound in this 5BR/5.5BA Custom Masterpiece by Milestone Builders, nestled inside the gates of Cobblestone.*** Located off of Roper Mountain and Five Forks, and known as one of Greenville's most EXCLUSIVE communities. From the moment you enter the timeless, Arched Front Entryway, you are greeted by a GORGEOUS BARREL CEILING, with a updated chandelier, and gleaming hardwoods. No architectural detail was spared, as the foyer is flanked by a bright and beautiful Formal Dining Room with decorative archways, wainscoting and new chandelier. The Spacious Office/Study is well appointed, behind French doors, and custom built in bookcases. All giving away to the entertaining portion of the home, with its large coffered ceiling Grand Parlor, loads of natural light and formal fireplace. For the chef in the family, the Gourmet kitchen is magnificent with a Bright Breakfast area, eat-up bar, granite counter tops and custom cabinetry with tons of storage and plenty of area to prep family meals. The attached Keeping Room makes this area perfect for entertaining with its Vaulted Wood Ceiling and 2 story stacked stone fireplace. The spacious "Master on the Main" is truly fit for a King and his Queen. With a "Spa" inspired master bath with Barrel Ceiling, jetted tub and a large walk in closet. The Upstairs boasts 4 well appointed BR's with large closets, 4 full baths and a 25x21 Bonus Room over the 3 car garage. Perfect for a kids playroom or Theater room! The Large Screened Porch and Patio overlook the ENORMOUS BRICK FENCED 3/4 acre yard, THAT includes a spectacular salt water pool, spa with overflow waterfall, outdoor kitchen and fire pit all designed and installed by Signature Luxury Pools & Outdoor Living. This home has been totally updated with all new light fixtures, fresh paint and meticulously maintained! Add the impressive amenity package of Cobblestone, which includes a Stately Clubhouse, Resort Style Pool, brand new Playground, and newly repaved tennis court. You can literally call this one of the best homes in FIVE FORKS!! **Centrally located between Greenville & Spartanburg, just mins to I-85, GSP International, BMW, Michelin, Spartanburg Regional, etc.. **These pictures simply do not do this home justice and it is a MUST SEE. it will NOT last long**

Single-familyProperty Type

2009Year Built

0.65 acresLot Size

$319Est. Price/Sq.Ft.

3 car garageParking

Listed by Ty Savage • Keller Williams Grv Upst

Listed by Christa Savage • Keller Williams Grv Upst

Bought with Meredith Shannon • Keller Williams Grv Upst

Redfin checked: 2 minutes ago

•Source:Greater Greenville MLS #1438402

Redfin Estimate

$1,555,751

$573K since sold in May 2021$27K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.3% higher than the average sale price ($1.39M) of 6 comparable homes.

SOLD MAR 18, 2026
$2,400,000
A
5 beds6 baths5,409 sq ft
100 Putney Bridge Rd, Simpsonville, SC 29681
SOLD AUG 27, 2026
$1,000,000
B
5 beds4.5 baths4,978 sq ft
235 Tuxedo Ln, Greer, SC 29651
SOLD JUL 16, 2026
$1,000,000
C
5 beds4.5 baths5,495 sq ft
10 Stratton Chapel Ct, Simpsonville, SC 29681
SOLD JUN 1, 2026
$1,690,000
D
4 beds3.5 baths4,171 sq ft
612 Brixton Cir, Simpsonville, SC 29681
SOLD SEP 16, 2026
$450,000
E
4 beds3.5 baths3,454 sq ft
7 Noble Oaks Ln, Simpsonville, SC 29681
SOLD APR 13, 2026
$1,775,000
F
5 beds5.5 baths7,860 sq ft
121 Ramsford Ln, Simpsonville, SC 29681

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Earn from this home

Sell

$760,366

Est. take-home

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Refinance

Est. cash available

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Rent

$3,634/mo

Redfin rental estimate

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Market trends in 29681, SC

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.5%

0.2% MoM

Median sale price

$424K

$183 MoM

Avg. days on market

67d

7 days MoM

Recently sold homes

323

23 MoM

New listings for sale

3D & VIDEO TOUR
$475,000
3 beds2.5 baths3,198 sq ft
3 Everleigh Ct, Simpsonville, SC 29681
3D WALKTHROUGH
$289,900
3 beds2 baths1,533 sq ft
214 Ashridge Way, Simpsonville, SC 29681
$499,106
4 beds2.5 baths2,831 sq ft
106 Winding Stream Cir, Simpsonville, SC 29681
$755,000
3 beds2.5 baths2,773 sq ft
321 Bonnell Rd, Simpsonville, SC 29681
$549,900
5 beds3 baths3,317 sq ft
311 Parker Slatton Rd, Simpsonville, SC 29681
$750,000
5 beds4 baths4,437 sq ft
15 Huntingtower Ln, Simpsonville, SC 29681
$517,500
4 beds2.5 baths3,242 sq ft
2 Noble Oaks Ln, Simpsonville, SC 29681
3D WALKTHROUGH
$695,000
5 beds2.5 baths2,868 sq ft
311 English Oak Rd, Simpsonville, SC 29681
3D WALKTHROUGH
$280,000
3 beds2.5 baths1,680 sq ft
112 Manassas Dr, Simpsonville, SC 29681
VIDEO TOUR
$475,000
4 beds2.5 baths2,534 sq ft
104 Chadley Way, Simpsonville, SC 29681
See all

Provided by Redfin

Sale history for 108 Tooley Rd

Date

Event

Price

Greater Greenville MLS #1438402

May 26, 2021

Sold

$982,500

$201/sq ft

Mar 31, 2021

Price Changed

$1,150,000

$236/sq ft

Feb 27, 2021

Listed

$1,190,000

$244/sq ft

Greater Greenville MLS #1340551

Aug 4, 2017

Sold

$900,000

$185/sq ft

Apr 26, 2017

Price Changed

$949,900

$195/sq ft

Mar 28, 2017

Listed

$959,900

$197/sq ft

+31

Remarks

Stunning residence built by award-winning Milestone Custom Homes, including a spectacular salt water pool, spa with overflow waterfall, outdoor kitchen and fire pit all designed and installed by Signature Luxury Pools & Outdoor Living. The property is situated inside exclusive Cobblestone, a sought-after gated community, complete with a resort style pool, tennis courts and clubhouse. Located on a manicured and uniquely flat fenced lot, the property features three finished levels, five bedrooms – all with en suite full bathrooms, two laundry centers – one on each living level, and numerous custom ceiling finishes. The first floor features 10’ ceilings, hardwood floors, a handsome study with a wall of built-ins, great room with coffered ceiling and double-sided fireplace (shared with the screened porch), oversized laundry room, and dining room/butler’s pantry. The gourmet kitchen, which centers on the hammered copper sink, opens into the family room with vaulted ceiling and stacked stone fireplace. Enjoy coffee or informal meals from the expansive center island breakfast bar, or a relaxed dinner in the eat-in area of the kitchen. The first floor master suite features a coffered ceiling in the bedroom, and a vaulted barrel ceiling in the luxury bath along with a multi-spray shower and oversized walk-in closet. The second level includes an additional laundry center, three bedrooms with full en suite baths and walk-in closets, and a large bonus room. The third level has also been finished with a bedroom, full bathroom, walk-in closet, and cedar closet. Attic access on the second and third floors provides ample storage options. ENERGY STAR CERTIFIED offering significant energy efficiency! Quality materials, finishes and heavy moldings throughout. Zoned for highly desirable Oakview Elementary, Beck Academy Middle and JL Mann High School.

Greater Greenville MLS #1332979

Mar 28, 2017

Listing Removed

—

Nov 10, 2016

Listed

$974,900

$200/sq ft

Greater Greenville MLS #1181619

Apr 6, 2010

Sold

$792,696

$163/sq ft

Feb 8, 2010

Listing Removed

—

May 15, 2009

Listed

$669,900

$137/sq ft

Greater Greenville MLS #1151701

Apr 7, 2010

Listing Removed

—

Feb 7, 2008

Listed

$699,900

$144/sq ft

Public Records

Apr 29, 2008

Sold

$130,000

$27/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$5,668 (+4.9%)

$241,560 + $818,960

$1,060,520

2024

$5,404 (−1.7%)

$165,000 + $757,200

$922,200

2023

$5,496 (+5.0%)

$165,000 + $757,200

$922,200

2022

$5,235 (+0.6%)

$165,000 + $757,200

$922,200

2021

$5,201 (−0.2%)

$165,000 + $757,200

$922,200

2020

$5,213

$165,000 + $718,130

$883,130

2019

$5,213 (−3.5%)

$165,000 + $718,130

$883,130

2018

$5,400 (+0.6%)

$165,000 + $718,130

$883,130

2017

$5,368 (+3.9%)

$165,000 + $718,130

$883,130

2016

$5,166 (+7.9%)

$165,000 + $718,130

$883,130

2014

$4,790

$155,250 + $668,900

$824,150

2013

$4,789

$6,210 + $26,756

$32,966

Tax history for 108 Tooley Rd

Year

Property tax

Land + Additions

Assessment*

2025

$5,668 (+4.9%)

$241,560 + $818,960

$1,060,520

2024

$5,404 (−1.7%)

$165,000 + $757,200

$922,200

2023

$5,496 (+5.0%)

$165,000 + $757,200

$922,200

2022

$5,235 (+0.6%)

$165,000 + $757,200

$922,200

2021

$5,201 (−0.2%)

$165,000 + $757,200

$922,200

2020

$5,213

$165,000 + $718,130

$883,130

2019

$5,213 (−3.5%)

$165,000 + $718,130

$883,130

2018

$5,400 (+0.6%)

$165,000 + $718,130

$883,130

2017

$5,368 (+3.9%)

$165,000 + $718,130

$883,130

2016

$5,166 (+7.9%)

$165,000 + $718,130

$883,130

2014

$4,790

$155,250 + $668,900

$824,150

2013

$4,789

$6,210 + $26,756

$32,966

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

0.64 Acres

Year renovated

—

Sq. Ft.

4,582

Year built

2009

Style

Single Family Residential

County

Greenville County

APN

0531150113800

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

R-S

Residential Suburban District

The purpose of this district is to provide reasonable safeguards for areas that are in the process of development with predominantly single-family dwellings but are generally still rural in character. Provision is made for reduction of the minimum lot size where public or community sewerage and water systems are available.

Permitted uses

Include but are not limited to:

Equestrian facility
Greenhouse / nursery
Livestock production
Housing-Single unit
Agriculture-Cropland

Property details

Parking

Parking/Garage Information
Door Opener, Side/Rear Entry, Attached Garage 3+ Cars
Garage Capacity: 3 +
Driveway: Paved

Interior

Bedroom Information
# of Bedrooms (Main Level): 1
Primary Bedroom Features: Double Sink, Full Bath, Primary on Main Lvl, Shower-Separate, Tub-Separate, Tub-Jetted, Walk-in Closet
Master Bedroom Size: 19 x 15
2nd Bedroom Size: 20 x 14
3rd Bedroom Size: 18 x 12
Bedroom # 4 Size: 15 x 13
Bedroom # 5 Size: 13 x 12

Bathroom Information
# of Baths (Full): 5
# of Baths (Full) on Main Level: 1
# of Baths (1/2): 1

Interior Features
Bookcase, Ceiling (9 Ft +), Ceiling (Fan), Ceiling (Cathedral/Vaulted), Ceiling (Smooth), Ceiling (Trey), Central Vacuum, Countertops (Granite), Open Floor Plan, Security System (Owned), Smoke Detector, Tub (Jetted), Walk In Closet, Ceiling – Coffered
# of Fireplaces: 2
Gas Logs, Masonry, Double Sided/See Through
Appliances: Cook Top (Gas), Dishwasher, Disposal, Oven (Self-Cleaning), Oven(s)-Wall, Refrigerator, Wine Chiller, Double Oven, Microwave-Built In
Floors: Carpet, Ceramic Tile, Hardwood

Kitchen/Dining Room
Kitchen Size: 22 x 12
Dining Room Size: 14 x 13

Sq. Ft. Information
Sq. Ft. Finished and Heated: 4800-4999

Room Information
# of Rooms Below Grade: 0
# of Bedrooms Main Level: 1
Living Room Size: 18 x 15
Approx. Living Room Size: 18x15
Laundry: 1st Floor, 2nd Floor, Walk-in
Great Room Size: 17 x 17
Bonus/Rec Room Size: 25 x 21
Breakfast Room Size: 10 x 9
Laundry, Office/Study, Bonus Room/Rec Room

Exterior

Exterior Features
Pool (In Ground), Porch (Front), Porch (Screened), Outdoor Fireplace, Outdoor Kitchen, Sprinkler in Ground (Full Yard)
Roof: Architectural
Exterior Finish: Stone, Brick Veneer (Full)

Property Information
Residential Property Discovery Required

Lot Information
Lot Description: Fenced Yard, Level, Some Trees, Underground Utilities
Lot Size/Acreage: 1/2 - Acre

Building Information
# of Stories: 3 +
Approximate Year Built: 2009
Approximate Age: 11-20
Storage Space: Attic, Garage
Foundation: Crawl Space
Builders Name: Milestone Custom Builders

Utilities

Utility Information
Water: Public
Water Heater: Gas, Multiple Units
Sewer: Septic
Heating System: Forced Air, Multi-Units, Natural Gas
Garbage Pickup: Private
Garage Type: Attached Garage
Cooling System: Central Forced, Electric

Location

Homeowners Association Information
Has Homeowners Association
HOA Fee Includes: None

School Information
Elementary School: Oakview
Elementary School: Oakview
Middle School: Beck
Middle School: Beck
J. L. Mann

Community Amenities
Community Amenities: Club House, Common Areas, Gated Community, Lights, Playground, Pool, Some Sidewalks, Tennis Court, Private Roads

Public facts

Beds: 4
Baths: 5.0
Sq. Ft.: 4,582
Stories: —
Lot Size: 0.64 acres
Style: Single Family Residential
Year Built: 2009
Year Renovated: —
County: Greenville County
APN: 0531150113800

Home facts updated by county records on Jul 29, 2026

Other

Listing Data Information
LVT Date: 2021-02-27

Around this home

Schools

Oakview Elementary School

Public PreK-5 • Assigned • 1.3mi

10/10

Beck International Academy

Public 6-8 • Assigned • 6.4mi

6/10

J. L. Mann High Academy

Public 9-12 • Assigned • 7.2mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 104° expected this year, 17 days in 30 years

2/10 Wind Factor

2% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Simpsonville, SC • 29681

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.9 hours in June and 5.1 hours in December, which is comparable to the U.S. average for solar exposure.

8.9 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.48M – $1.79M

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Nearby similar homes

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New listings for sale in 29681

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3D WALKTHROUGH

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Home values near 108 Tooley Rd

Data from public records.

Address	Redfin Estimate
104 Tooley Road Lot 1, Simpsonville, SC 4 Beds \| 4.5 Baths \| 5154 Sq. Ft.	$1,415,786
109 Tooley Road, Simpsonville, SC 5 Beds \| 5 Baths \| 4138 Sq. Ft.	$1,328,432

Address	Redfin Estimate
105 Tooley Road, Simpsonville, SC 4 Beds \| 4.5 Baths \| 5038 Sq. Ft.	$1,608,626
112 Tooley Road, Simpsonville, SC 4 Beds \| 4 Baths \| 3888 Sq. Ft.	$1,364,996

Address	Redfin Estimate
104 Tooley Road, Simpsonville, SC 5 Beds \| 5 Baths \| 5341 Sq. Ft.	$1,817,591
101 Tooley Road, Simpsonville, SC 4 Beds \| 4.5 Baths \| 5003 Sq. Ft.	$1,707,443

Property information provided by Greater Greenville MLS when last listed in 2021. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 29681, SC

Sale history for 108 Tooley Rd

Tax history for 108 Tooley Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 29681

Home values near 108 Tooley Rd

More real estate resources