# 106 Winding Stream Circle, Simpsonville, SC 29681 > **TL;DR:** 5bd/3ba single family, $499,000 ($176/sqft), built 2025, 2,831 sqft. > Fireplace, A/C, 2-car garage. Est. $2,768/mo. Listed 4 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $499,000 | | Price/sqft | $176 | | Bedrooms | 5 | | Bathrooms | 2 full, 1 half | | Square Feet | 2,831 | | Year Built | 2025 | | Lot Size | 6,098 sqft (0.14 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 4 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,523 | | Estimated Insurance | $146 | | HOA | $99 | | **Total** | **$2,768** | ## Nearby Schools - **Elementary:** 10-Rudolph Gordon - **Middle:** 10-Rudolph Gordon - **High:** 9-Fountain Inn High ## Key Amenities - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 2025 - 0.14 acre lot - 2 stories - Fireplace ## Description ### Agent Description OVER $40,000 IN SELLER-ADDED UPGRADES! BETTER THAN NEW AND OFFERED AT $499,000! Welcome to 106 Winding Stream Circle, a stunning Toll Brothers home in the desirable Woodcrest Hills community of Simpsonville! Offering approximately 2,831 square feet of beautifully designed living space, this home combines the appeal of newer construction with exceptional custom finishes and thoughtful upgrades throughout. Why wait to build and spend thousands more when the work has already been done for you? From the moment you arrive, you'll appreciate the enhanced landscaping, decorative rock accents, solar lighting, and beautiful three-quarter glass front door. Step inside to discover a home filled with character and craftsmanship, featuring extensive custom millwork including picture frame molding, crown molding, beadboard, chair rail accents, designer wallpaper, upgraded interior paint, and custom cordless Roman window shades. Beautiful hardwood stairs with a custom runner add another touch of elegance. The gorgeous kitchen is the heart of the home, showcasing beautiful quartz countertops, abundant cabinetry, and an open layout that flows effortlessly into the dining and living areas. The spacious living room features a cozy gas fireplace surrounded by custom built-in cabinetry, creating a beautiful focal point. An oversized storage area off the living space offers incredible versatility, whether used for seasonal storage, hobbies, or even a dedicated pet room! A main-level bedroom, currently used as a home office, offers flexibility for guests or working from home. The adjacent half bathroom includes a generously sized closet offering potential for a future shower addition and conversion to a full bathroom, subject to necessary approvals. Upstairs, a spacious loft at the top of the stairs provides the perfect additional living area, media space, or playroom. The beautiful primary suite offers a relaxing retreat with upgraded bathroom mirrors, lighting, and shower fixtures, along with custom closets. You'll love the convenient flow directly from the primary closet into the laundry room! Three additional generously sized bedrooms complete the upper level, offering plenty of space for family and guests. THE BACKYARD IS A PRIVATE RETREAT! Fully fenced and surrounded by a peaceful backdrop of mature trees with no homes directly behind, this outdoor space is truly special. The sellers have invested in extensive landscaping throughout the front, side, and rear yard, decorative rock features, solar lighting, an additional concrete patio, a concrete walkway along the right side of the home, and a custom trash can enclosure. The covered, screened-in back porch is perfect for morning coffee or entertaining, while the additional patio and HOT TUB SPA create the ultimate outdoor escape! Additional highlights include a two-car attached garage and the refrigerator, washer, dryer, and hot tub spa ALL REMAINING with the home! Conveniently located just a short drive from the popular Five Forks area, with easy access to shopping, dining, and everyday conveniences. Currently zoned for Rudolph Gordon School (K4-8) and Fountain Inn High School. With over $40,000 invested in seller-added improvements, this home offers an incredible opportunity to enjoy the beauty of newer construction without the expense and hassle of completing upgrades yourself. Beautifully maintained, thoughtfully enhanced, and priced at just $499,000, this exceptional home is ready for its next owners. Schedule your private showing today! ## Location - **Address:** 106 Winding Stream Circle, Simpsonville, SC 29681 - **County:** Greenville - **Coordinates:** 34.795394, -82.167906 - **Google Maps:** https://www.google.com/maps?q=34.795394,-82.167906 ## Virtual Tour & Media - **Video Tour:** https://www.zillow.com/view-imx/b7326858-06e6-4072-84a4-22006b906ec4?wl=true&setAttribution=mls&initialViewType=pano ## Listing Agent - **Name:** Jolene Peddicord - **Brokerage:** Belle Haven Realty Group - **Broker Phone:** 8649051815 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/106-Winding-Stream-Cir_Simpsonville_SC_29681_M93138-22379?f=listhub&s=SPTBGMLSSC&m=343239&c=propsimple) ## Photos ![106 Winding Stream Circle - Photo 1](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f1518026575r.jpg) ![106 Winding Stream Circle - Photo 2](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f1175042201r.jpg) ![106 Winding Stream Circle - Photo 3](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f990127507r.jpg) ![106 Winding Stream Circle - 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Photo 22](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f3247326409r.jpg) ![106 Winding Stream Circle - Photo 23](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2353069638r.jpg) ![106 Winding Stream Circle - Photo 24](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f4028514782r.jpg) ![106 Winding Stream Circle - Photo 25](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f4202480283r.jpg) ![106 Winding Stream Circle - Photo 26](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2256502351r.jpg) ![106 Winding Stream Circle - Photo 27](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2015074935r.jpg) ![106 Winding Stream Circle - Photo 28](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2108188311r.jpg) ![106 Winding Stream Circle - Photo 29](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f3577812667r.jpg) ![106 Winding Stream Circle - Photo 30](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f206254559r.jpg) ![106 Winding Stream Circle - Photo 31](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f1551149953r.jpg) ![106 Winding Stream Circle - Photo 32](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f3957080539r.jpg) ![106 Winding Stream Circle - Photo 33](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f4291296517r.jpg) ![106 Winding Stream Circle - Photo 34](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f4275456521r.jpg) ![106 Winding Stream Circle - Photo 35](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f1871722252r.jpg) ![106 Winding Stream Circle - Photo 36](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f1813813462r.jpg) ![106 Winding Stream Circle - Photo 37](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f3558395691r.jpg) ![106 Winding Stream Circle - Photo 38](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2965843750r.jpg) ![106 Winding Stream Circle - Photo 39](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f3720935514r.jpg) ![106 Winding Stream Circle - Photo 40](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2326107457r.jpg) ![106 Winding Stream Circle - Photo 41](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f710373235r.jpg) ![106 Winding Stream Circle - Photo 42](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2859976404r.jpg) ![106 Winding Stream Circle - Photo 43](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2887311349r.jpg) ![106 Winding Stream Circle - Photo 44](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f43757764r.jpg) ![106 Winding Stream Circle - Photo 45](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2933243757r.jpg) ![106 Winding Stream Circle - Photo 46](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2184636593r.jpg) ![106 Winding Stream Circle - Photo 47](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f2178291265r.jpg) ![106 Winding Stream Circle - Photo 48](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f3202324655r.jpg) ![106 Winding Stream Circle - Photo 49](http://lh.rdcpix.com/35840197577c055c816ccdb097520b99l-f236971024r.jpg) --- **MLS#:** 343239 | **Updated:** 2026-10-28 **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://staging.propertysimple.ai/listing/106-winding-stream-circle-simpsonville-sc-29681-879794a980f748a4a51a41c258d11208) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/106-winding-stream-circle-simpsonville-sc-29681-879794a980f748a4a51a41c258d11208#listing", "url": "https://staging.propertysimple.ai/listing/106-winding-stream-circle-simpsonville-sc-29681-879794a980f748a4a51a41c258d11208", "name": "106 Winding Stream Circle, Simpsonville, SC 29681", "description": "OVER $40,000 IN SELLER-ADDED UPGRADES! BETTER THAN NEW AND OFFERED AT $499,000! Welcome to 106 Winding Stream Circle, a stunning Toll Brothers home in the desirable Woodcrest Hills community of Simpsonville! Offering approximately 2,831 square feet of beautifully designed living space, this home combines the appeal of newer construction with exceptional custom finishes and thoughtful upgrades throughout. Why wait to build and spend thousands more when the work has already been done for you? From the moment you arrive, you'll appreciate the enhanced landscaping, decorative rock accents, solar lighting, and beautiful three-quarter glass front door. Step inside to discover a home filled with character and craftsmanship, featuring extensive custom millwork including picture frame molding, crown molding, beadboard, chair rail accents, designer wallpaper, upgraded interior paint, and custom cordless Roman window shades. Beautiful hardwood stairs with a custom runner add another touch of elegance. The gorgeous kitchen is the heart of the home, showcasing beautiful quartz countertops, abundant cabinetry, and an open layout that flows effortlessly into the dining and living areas. The spacious living room features a cozy gas fireplace surrounded by custom built-in cabinetry, creating a beautiful focal point. An oversized storage area off the living space offers incredible versatility, whether used for seasonal storage, hobbies, or even a dedicated pet room! A main-level bedroom, currently used as a home office, offers flexibility for guests or working from home. The adjacent half bathroom includes a generously sized closet offering potential for a future shower addition and conversion to a full bathroom, subject to necessary approvals. Upstairs, a spacious loft at the top of the stairs provides the perfect additional living area, media space, or playroom. The beautiful primary suite offers a relaxing retreat with upgraded bathroom mirrors, lighting, and shower fixtures, along with custom closets. You'll love the convenient flow directly from the primary closet into the laundry room! Three additional generously sized bedrooms complete the upper level, offering plenty of space for family and guests. THE BACKYARD IS A PRIVATE RETREAT! Fully fenced and surrounded by a peaceful backdrop of mature trees with no homes directly behind, this outdoor space is truly special. The sellers have invested in extensive landscaping throughout the front, side, and rear yard, decorative rock features, solar lighting, an additional concrete patio, a concrete walkway along the right side of the home, and a custom trash can enclosure. The covered, screened-in back porch is perfect for morning coffee or entertaining, while the additional patio and HOT TUB SPA create the ultimate outdoor escape! Additional highlights include a two-car attached garage and the refrigerator, washer, dryer, and hot tub spa ALL REMAINING with the home! Conveniently located just a short drive from the popular Five Forks area, with easy access to shopping, dining, and everyday conveniences. Currently zoned for Rudolph Gordon School (K4-8) and Fountain Inn High School. With over $40,000 invested in seller-added improvements, this home offers an incredible opportunity to enjoy the beauty of newer construction without the expense and hassle of completing upgrades yourself. Beautifully maintained, thoughtfully enhanced, and priced at just $499,000, this exceptional home is ready for its next owners. 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