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$4,250,000
173 Days On Site

2 W Hillcrest Drive
Greenville, SC 29609

For Sale|Single Family Residence|Active
6
Beds
5
Full Baths
3
Partial Baths

SqFt

/SqFt
1927
Built
Subdivision:
North Main
County:
Greenville
2 W Hillcrest Drive2 W Hillcrest Drive2 W Hillcrest Drive2 W Hillcrest Drive
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Back on the market due to no fault of sellers! Now is your chance to make this exceptional 1927 Spanish Colonial located within walking distance of downtown Greenville your own! Built by Dr. William David Simpson, who owned Belk Simpson department store in Greenville, 2 W Hillcrest Drive is a true fortress on a large and private lot atop the historic North Main neighborhood. Featuring endless character and unparalleled quality, the "House on the Hill" includes 6 bedrooms, 5 full baths and 3 half baths that are thoughtfully placed throughout nearly 7,000 square feet and 3 levels of living space. Outside are 4 courtyards, each more beautiful than the last, covered arched terraces, a detached 6-car tandem garage and large, heated saltwater pool with covered hearth fireplace and ample space for entertaining. The freshly restored front iron doors bring you through the dramatic foyer, with soaring 12' ceiling and new limestone fireplace, to the light and bright formal living and dining rooms. A large, covered porch with fountain and views of the pool is a peaceful place to enjoy a meal or time with family and friends. The kitchen is a showstopper with its suite of premium appliances, hidden pantry and oversized island - all open to a large breakfast and keeping room with floor-to-ceiling arched windows overlooking the stunning gardens. Upstairs is a grand primary retreat with vaulted ceiling, fireplace, hidden office/coffee nook and views of Paris Mountain. The spa-like bathroom features a freestanding soaking tub, new dual quartz vanities and full-size marble steam shower with lounger. The dedicated closet is a full room with beautiful custom organization. A second bedroom with ensuite bath is also located upstairs while 3 additional bedrooms on the main level feature great space and privacy. A large office with handsome wood paneling and a fireplace fills with natural light from the two sets of double glass doors that open to a patio. The basement is a standout feature with exposed brick walls and hand-laid paver floors, housing a game/rec room and full wine cellar with a tasting room that once served as a garage for the original owner's Rolls-Royce. A bedroom suite on this level provides excellent flexibility for guests, and the oversized cedar-lined storage room is the perfect option for long-term storage. This spectacular home with pool and gardens designed by Dabney Peeples features timeless character expertly restored and reimagined for modern luxury living in one of the best locations in the US. Seize the rare opportunity to claim a piece of Greenville's storied history as your own!

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Listing Snapshot
Price 
$4,250,000
Days On Site 
173 Days
Bedrooms 
6
Inside Area (SqFt) 
N/A
Total Baths 
8
Full Baths 
5
Partial Baths 
3
Lot Size 
0.61 Acres
Year Built 
1927
MLS® Number 
1536532
Status 
Active
Property Tax 
$21,064.23
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
a week agoStatus changed to Active
3 weeks agoPrice changed to $4,250,000
6 months agoListing first seen on site
General Features
Acres 
0.61
Disclosures 
Seller Disclosure
Garage 
Yes
Parking 
DetachedParking PadDriveway
Parking Spaces 
6
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)Prewired
Sewer 
Public Sewer
Style 
Other
Utilities 
Underground UtilitiesCable Available
Water Source 
Public
Interior Features
Appliances 
DishwasherDisposalFree-Standing Gas RangeConvection OvenRefrigeratorWine CoolerDouble OvenWarming DrawerRange HoodGas Water HeaterWater HeaterTankless Water Heater
Basement 
Partially FinishedWalk-Out AccessInterior EntryCrawl Space
Cooling 
Central AirElectricMulti Units
Fireplace 
Yes
Fireplace Features 
Gas LogOutside
Fireplaces 
5
Flooring 
BrickCeramic TileWoodConcrete
Heating 
Forced AirNatural Gas
Interior 
BookcasesHigh CeilingsCeiling Fan(s)Central VacuumWalk-In Closet(s)Coffered Ceiling(s)Pantry
Laundry Features 
In BasementLaundry ClosetElectric Dryer HookupWasher HookupLaundry RoomMain Level
Main Level Bedrooms 
3
Window Features 
Insulated Windows
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Exterior Features
Construction Details 
Stucco
Exterior 
Balcony
Fencing 
Fenced
Lot Features 
Corner LotSlopedFew Trees
Other Structures 
Guest House
Patio And Porch 
PatioPorch
Pool Features 
In Ground
Private Pool 
Yes
Roof 
TileOther
Windows/Doors 
Insulated Windows
Community Features
Community Features 
Sidewalks
MLS Area 
070
Schools
School District
Unknown
Elementary School
Stone
Middle School
League
High School
Greenville
Listing courtesy of Coldwell Banker Caine/Williams



Listing information is provided by Participants of the Greater Greenville Association of Realtors. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2025, Greater Greenville Association of Realtors.
Last checked: 2025-02-23 03:18 AM UTC

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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855-299-SOLD
855-299-7653