22 Bennett St

Greenville, SC 29601

$5,900,000
Price
7
Beds
9,308 Sq. Ft.
$634 / Sq. Ft.
9,308
Sq. Ft.
$634
per Sq. Ft.
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Contingency Contract
Contingency Contract

Description

Welcome to Oakleaf, an iconic Greenville estate where timeless architecture and modern luxury come together across approximately three private, beautifully landscaped acres in the heart of downtown Greenville. Surrounded by majestic mature oaks, towering magnolias, and curated gardens, the property provides an incredibly rare sense of seclusion with an established and refined presence. Originally rooted in the 1920s and featured in publications and tours over the years, the home has been thoughtfully...Welcome to Oakleaf, an iconic Greenville estate where timeless architecture and modern luxury come together across approximately three private, beautifully landscaped acres in the heart of downtown Greenville. Surrounded by majestic mature oaks, towering magnolias, and curated gardens, the property provides an incredibly rare sense of seclusion with an established and refined presence. Originally rooted in the 1920s and featured in publications and tours over the years, the home has been thoughtfully reimagined for today’s lifestyle while honoring its architectural heritage. Several recent updates and modernized touches throughout add to the ease of living behind its enduring craftsmanship. With over 9300 total square feet of livable space between the main residence, a charming carriage house attached to the garage, and the fully redesigned guest house; there are very few needs and desires your lifestyle may demand that cannot be fulfilled within the private sanctuary of 22 Bennett St. The main residence, spanning over 6500 square feet on its own, reflects an elegant English manor influence with five bedrooms and six-and-a-half baths. A stunning main-level primary suite introduces a more contemporary layer, with vaulted ceilings, expansive windows, and direct access to a private garden terrace. The 14 x 22' primary bath features marble finishes, dual vanities, a free-standing soaking tub, glass-enclosed shower, custom his and her closets, and his and her water closets. Designed with both everyday living and entertaining in mind, the home provides gracious formal spaces alongside a well-appointed chef’s kitchen, expansive center island, and inviting gathering areas that flow seamlessly throughout. A richly detailed den, wine cellar with original brick accents, and flexible spaces for work or leisure further enhance the experience. Complementing the main home, the separate guest house and carriage house provide exceptional accommodations for extended stays, providing both privacy and flexibility for hosting. With seven bedrooms and nine-and-a-half baths across the property, the estate is uniquely suited for multigenerational living or a true retreat-like setting. Winding brick walkways, manicured courtyards, and layered outdoor spaces create an atmosphere that feels both intimate and expansive—ideal for gatherings, quiet moments, and everything in between. A rare opportunity to own a legacy property in one of Greenville’s most coveted settings, designed to live beautifully now, while carrying its story forward for generations to come. Some images have been virtually staged.
  1. Listed by Andy Turner • Coldwell Banker Caine/Williams

Property Details for 22 Bennett Street

Zoning
Residential
Style
Traditional
Subdivision
Downtown
Geo Subdivision
SC
Parking/Garage
Side/Rear Entry, Workshop, Detached Garage 3+ Cars, Key Pad Entry
LISTING UPDATED: 05/08/2026 11:19 AM

Property Details for 22 Bennett Street

StatusContingency Contract
MLS #1589915
Days on Market9
Taxes$68,984 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built-
Lot Size2.90 AC / 126,324 SF
CountyGreenville County
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Location

Listing Courtesy of Coldwell Banker Caine/Williams
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Building Information for 22 Bennett Street

Stories3Year Built-Building Size-Lot Size2.90 AC / 126,324 SF

Payment Calculator

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$35,458 per month

30 year fixed, 6.46% Interest

Principal and Interest

$29,710

Property Taxes

$5,749

HOA Dues

$0

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Property Information for 22 Bennett Street

Summary
Location and General Information
  • Directions: Downtown Greenville on Bennett Street, property is located in between Stone Avenue and E Park.
  • In City: Y
Taxes and HOA
  • Tax ID Number: 003700-01-00502
  • Tax Year: 2025
  • Total Taxes: $68,984.07
  • Tax Rate: 6
  • HOA: N
  • Additional Fees $: None
School Information
  • Elementary School: Stone
  • Middle School: League
  • High School: Greenville
Parking
  • Garage Total Capacity: 3
  • Parking Type: Detached Garage
  • Driveway: Circular, Extra Pad, Specialty, Paved Concrete
Property
Lot Information
  • Lot Size/Acreage: 2 - 5 Acres
  • Unfinished Square Feet Range: None
  • Below Grade Finished Square Feet Range: None
  • Other Rooms Finished Square Feet Range: None
  • Lot Description: Corner, Cul-de-Sac, Level, Sidewalk, Sloped, Some Trees, Underground Utilities, Wooded
  • Approx # of Acres: 2.90
  • Total Square Feet Finished/Heated: 7000+
Property and Assessments
  • Class: Residential
  • Type: Single Family
  • Approx Age: 50+
  • Equestrian Property: No
  • LeadBased Paint Disc Req?: Yes
  • Res Property Disc Req?: Yes
  • Lake Property: No
  • Foreclosure: N
  • Auction: N
  • Documents On File: Lead Based Paint Doc., Seller Disclosure, SQFT Sketch
  • Foundation: Crawl Space, Slab, Sump Pump
  • Second Living Quarters: Detached, Kitchen/Kitchenette, Separate Entrance
Utilities
  • Water Co: Greenville
  • Gas Co: Piedmont
  • Electric Co: Duke
  • Water: Public
  • Sewer: Public
Interior and Exterior Features
Exterior Features
  • Roof: Architectural
  • Total Stories: 3+
  • Patio: Y
  • Garbage Pickup: Public
  • Exterior Finish: Brick Veneer-Partial, Stone, Wood
  • Exterior Features: Patio, Porch-Other, Sprklr In Grnd-Full Yard, Generator, Porch-Covered Back
Interior Features
  • Floors: Brick, Carpet, Ceramic Tile, Wood, Pine, Stone, Marble
  • Number of Fireplaces: 2
  • Number of BRs Below Grade: 0
  • Laundry: Y
  • Laundry: Sink, 1st Floor, Walk-in, Multiple Hookups
  • Basement: Partial Finished, Sump Pump
  • Interior Features: Bookcase, Cable Available, Ceiling 9ft+, Ceiling Fan, Ceiling Smooth, Countertops Granite, Open Floor Plan, Smoke Detector, Tub Garden, Walk In Closet, Wet Bar, Countertops – Quartz, Pantry – Closet, Pot Filler Faucet, Window Trtments-AllRemain
  • Specialty Room: Laundry, Workshop, Bonus Room/Rec Room, 2nd Kitchen/Kitchenette, Wine Cellar, Breakfast Area
  • Appliances: Dishwasher, Disposal, Freezer, Stand Alone Range-Gas, Oven-Self Cleaning, Oven-Convection, Refrigerator, Ice Machine, Wine Chiller, Double Oven, Microwave-Built In, Range Hood
  • Fireplace: Gas Logs
  • Heating System: Forced Air, Multi-Units, Natural Gas
  • Cooling System: Central Forced, Electric, Multi-Units
  • Water Heater: Gas, Multiple Units, Tankless
  • Storage Space: Garage, Other/See Remarks
Bedroom Information
  • Bedroom 2: Y
  • Bedroom 3: Y
  • Bedroom 4: Y
  • Bedroom 5: Y
Room Information
  • Number of Rooms Below Grade: 1
  • Number of Bedrooms Main Level: 1
  • Number of Bedrooms: 7
  • Number of Full Baths: 9
  • Number of Half Baths: 1
  • Number Full Baths on Main Level: 1
Additional Room Information
  • Other Room 1: Butlers Pantry
  • Other Room 2: Keeping Room
  • Living Room: N
  • Dining Room: Y
  • Breakfast Room: N
  • Kitchen: Y
  • Great Room: Y
  • Den: N
  • Bonus/Rec Room: Y
  • Sun Room: N

Property History for 22 Bennett Street

DateEvent & SourcePriceAppreciation
May 8, 2026

Under Contract-Show

Greater Greenville AOR #1589915

—
Apr 29, 2026

Listed (Active)

Greater Greenville AOR #1589915

$5,900,000—
May 21, 2021

Closed (Public Record)

Public Record #1461335828

$3,400,000

+7.3% / yr

DateEvent & SourcePrice
05/08/2026

Under Contract-Show

Greater Greenville AOR #1589915

—
04/29/2026

Listed (Active)

Greater Greenville AOR #1589915

$5,900,000
05/21/2021

Closed (Public Record)

Public Record #1461335828

$3,400,000

+7.3% / yr

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 22 Bennett Street

Taxable ValueLand$113,970Additions$93,880Total$207,850
Tax Record2025$68,984 ($5,749 / month)
Home Facts
Beds7Baths5Total Finished SqFt5,702 SqFtAbove Grade Finished SqFt5,702 SqFtLot Size126,629 SqFtStyleSingle Family ResidenceYear Built1960ZoningR-6CountyGREENVILLEAPN0037.00-01-005.02

Schools near 22 Bennett Street

This home is within Greenville 01 School District.
Rating
School
Type
Grades
Distance
Stone Academy
Public - K to 5
League Academy
Public - 6 to 8
Greenville Senior High Academy
Public - 9 to 12
Sterling School
Public - PK to 8
Rating
School
Distance
Stone Academy
PublicK to 5

League Academy
Public6 to 8

Greenville Senior High Academy
Public9 to 12

Sterling School
PublicPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coldwell Banker Caine/Williams

Based on information from one of the following Multiple Listing Services: Canopy MLS,High Country Association of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Canopy MLS,High Country Association of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.