# 428 Winding Oak Drive, Woodruff, SC 29388 > **TL;DR:** 4bd/4ba single family, $435,000 ($145/sqft), built 1999, 3,000 sqft. > A/C, 2-car garage. Est. $2,327/mo. Listed 59 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $435,000 | | Price/sqft | $145 | | Bedrooms | 4 | | Bathrooms | 3 full, 1 half | | Square Feet | 3,000 | | Year Built | 1999 | | Lot Size | 56,192 sqft (1.29 acres) | | Stories | 3 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 59 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,200 | | Estimated Insurance | $127 | | **Total** | **$2,327** | ## Nearby Schools - **Elementary:** 5-Reidville - **Middle:** 5-Florence Chapel - **High:** 5-Byrnes High ## Key Amenities - A/C - 2-car garage ## Property Highlights - Built in 1999 - 1.29 acre lot - 3 stories ## Description ### Agent Description Welcome to refined living in the sought-after Forest Creek community. Perfectly positioned on a private 1.29-acre double wooded lot at the end of a quiet cul-de-sac, 428 Winding Oak Drive offers the rare combination of space, style, and serenity, all within convenient reach of both Greenville and Spartanburg and zoned for highly regarded District 5 schools. This beautifully updated residence showcases over 2,300 square feet of thoughtfully designed above-grade living space, complemented by an additional heated and cooled walk-out basement with approximately 700 square feet already finished and even more potential awaiting your vision. From the moment you arrive, the home's attractive curb appeal, partial brick exterior, and side-entry two-car garage set the tone for the elevated interiors within. Step through the foyer into bright, inviting living spaces where fresh designer paint and new luxury vinyl plank flooring create a sophisticated, cohesive aesthetic throughout. Designed for both elegant entertaining and comfortable everyday living, the main level features a spacious great room anchored by a warm gas-log fireplace, a formal dining room ideal for hosting, and a stylishly refreshed kitchen complete with new granite countertops, abundant cabinetry, and an open-concept layout overlooking the breakfast area and peaceful wooded backdrop. Enjoy morning coffee while taking in the natural beauty of the property, where deer are often seen wandering through the trees. Adding to the property's tranquil setting, the rear property line borders a small creek that branches from the Tyger River, creating a peaceful natural backdrop and enhancing the sense of privacy and connection to nature. Upstairs, the expansive owner's retreat offers a true sanctuary with a tray ceiling, spa-inspired en-suite bath featuring a soaking tub, separate shower, dual vanities, and two oversized walk-in closets. Three additional generously sized bedrooms provide flexibility for family, guests, or work-from-home living. The walk-out basement expands the home's versatility with finished living areas ideal for a guest suite, media room, fitness studio, office, or hobby space. A roughed-in bathroom, additional storage room, exterior access, and dedicated walk-in laundry/storage area create exceptional opportunity for future customization and multigenerational living. Freshly updated and truly move-in ready, this exceptional property combines privacy, modern updates, flexible living space, and timeless comfort in one of the area's most desirable locations. A rare opportunity to enjoy upscale living surrounded by nature while remaining close to everything Upstate South Carolina has to offer. ## Location - **Address:** 428 Winding Oak Drive, Woodruff, SC 29388 - **County:** Spartanburg - **Neighborhood:** Forest Creek - **Coordinates:** 34.873346, -82.087919 - **Google Maps:** https://www.google.com/maps?q=34.873346,-82.087919 ## Virtual Tour & Media - **Video Tour:** https://my.matterport.com/show/?m=uw8JmNpzvJV ## Listing Agent - **Name:** Amber Autry - **Brokerage:** Love My Hometown - **Broker Phone:** 8649407396 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/428-Winding-Oak-Dr_Woodruff_SC_29388_M57354-98317?f=listhub&s=SPTBGMLSSC&m=341301&c=propsimple) ## Photos ![428 Winding Oak Drive - Photo 1](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1486693399r.jpg) ![428 Winding Oak Drive - Photo 2](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1667198493r.jpg) ![428 Winding Oak Drive - Photo 3](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f3902025055r.jpg) ![428 Winding Oak Drive - Photo 4](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f3771117582r.jpg) ![428 Winding Oak Drive - Photo 5](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f3662804857r.jpg) ![428 Winding Oak Drive - Photo 6](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f84694941r.jpg) ![428 Winding Oak Drive - Photo 7](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1661704600r.jpg) ![428 Winding Oak Drive - Photo 8](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f322728304r.jpg) ![428 Winding Oak Drive - Photo 9](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2157126739r.jpg) ![428 Winding Oak Drive - Photo 10](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1070555590r.jpg) ![428 Winding Oak Drive - Photo 11](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f3425187524r.jpg) ![428 Winding Oak Drive - Photo 12](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2989262318r.jpg) ![428 Winding Oak Drive - Photo 13](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f4178021327r.jpg) ![428 Winding Oak Drive - Photo 14](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f4010033658r.jpg) ![428 Winding Oak Drive - Photo 15](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f3257656016r.jpg) ![428 Winding Oak Drive - Photo 16](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2675524127r.jpg) ![428 Winding Oak Drive - Photo 17](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1685656066r.jpg) ![428 Winding Oak Drive - Photo 18](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f3338038181r.jpg) ![428 Winding Oak Drive - Photo 19](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f831807438r.jpg) ![428 Winding Oak Drive - Photo 20](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1731865455r.jpg) ![428 Winding Oak Drive - Photo 21](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2199977742r.jpg) ![428 Winding Oak Drive - Photo 22](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1191912851r.jpg) ![428 Winding Oak Drive - Photo 23](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2326043084r.jpg) ![428 Winding Oak Drive - Photo 24](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f3298673495r.jpg) ![428 Winding Oak Drive - Photo 25](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f3723508861r.jpg) ![428 Winding Oak Drive - Photo 26](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f966854612r.jpg) ![428 Winding Oak Drive - Photo 27](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2504906482r.jpg) ![428 Winding Oak Drive - Photo 28](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f26986827r.jpg) ![428 Winding Oak Drive - Photo 29](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1231552694r.jpg) ![428 Winding Oak Drive - Photo 30](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f24428586r.jpg) ![428 Winding Oak Drive - Photo 31](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2386561616r.jpg) ![428 Winding Oak Drive - Photo 32](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2063166716r.jpg) ![428 Winding Oak Drive - Photo 33](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1669451094r.jpg) ![428 Winding Oak Drive - Photo 34](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2800892487r.jpg) ![428 Winding Oak Drive - Photo 35](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1483178005r.jpg) ![428 Winding Oak Drive - Photo 36](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f643145467r.jpg) ![428 Winding Oak Drive - Photo 37](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f3710956546r.jpg) ![428 Winding Oak Drive - Photo 38](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f4048867011r.jpg) ![428 Winding Oak Drive - Photo 39](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f696197280r.jpg) ![428 Winding Oak Drive - Photo 40](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f674952003r.jpg) ![428 Winding Oak Drive - Photo 41](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2737518180r.jpg) ![428 Winding Oak Drive - Photo 42](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2451487103r.jpg) ![428 Winding Oak Drive - Photo 43](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f320257959r.jpg) ![428 Winding Oak Drive - Photo 44](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f320257959r.jpg) ![428 Winding Oak Drive - Photo 45](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2640189538r.jpg) ![428 Winding Oak Drive - Photo 46](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f1122996834r.jpg) ![428 Winding Oak Drive - Photo 47](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f2278133658r.jpg) ![428 Winding Oak Drive - Photo 48](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f812505908r.jpg) ![428 Winding Oak Drive - Photo 49](http://lh.rdcpix.com/e7abbae1e14e07848686456450876d35l-f3583914784r.jpg) --- **MLS#:** 341301 | **Updated:** 2026-10-23 **Source:** listhub *Copyright © 2026 Spartanburg Association of REALTORS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/428-winding-oak-drive-woodruff-sc-29388-79eb12e422cc478ebe01c41c9b7a42db) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/428-winding-oak-drive-woodruff-sc-29388-79eb12e422cc478ebe01c41c9b7a42db#listing", "url": "https://www.propertysimple.ai/listing/428-winding-oak-drive-woodruff-sc-29388-79eb12e422cc478ebe01c41c9b7a42db", "name": "428 Winding Oak Drive, Woodruff, SC 29388", "description": "Welcome to refined living in the sought-after Forest Creek community. Perfectly positioned on a private 1.29-acre double wooded lot at the end of a quiet cul-de-sac, 428 Winding Oak Drive offers the rare combination of space, style, and serenity, all within convenient reach of both Greenville and Spartanburg and zoned for highly regarded District 5 schools. This beautifully updated residence showcases over 2,300 square feet of thoughtfully designed above-grade living space, complemented by an additional heated and cooled walk-out basement with approximately 700 square feet already finished and even more potential awaiting your vision. From the moment you arrive, the home's attractive curb appeal, partial brick exterior, and side-entry two-car garage set the tone for the elevated interiors within. Step through the foyer into bright, inviting living spaces where fresh designer paint and new luxury vinyl plank flooring create a sophisticated, cohesive aesthetic throughout. Designed for both elegant entertaining and comfortable everyday living, the main level features a spacious great room anchored by a warm gas-log fireplace, a formal dining room ideal for hosting, and a stylishly refreshed kitchen complete with new granite countertops, abundant cabinetry, and an open-concept layout overlooking the breakfast area and peaceful wooded backdrop. Enjoy morning coffee while taking in the natural beauty of the property, where deer are often seen wandering through the trees. Adding to the property's tranquil setting, the rear property line borders a small creek that branches from the Tyger River, creating a peaceful natural backdrop and enhancing the sense of privacy and connection to nature. Upstairs, the expansive owner's retreat offers a true sanctuary with a tray ceiling, spa-inspired en-suite bath featuring a soaking tub, separate shower, dual vanities, and two oversized walk-in closets. 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