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!
Property Details
Price:
$499,000
MLS #:
1607962
Status:
Active
Beds:
5
Baths:
2.5
Type:
Single Family
Subdivision:
Woodcrest Hills
Neighborhood:
031
Listed Date:
Oct 28, 2026
Finished Sq Ft:
2,999
Lot Size:
6,098 sqft / 0.14 acres (approx)
Year Built:
2025
See this Listing
Schools
Elementary School:
Rudolph Gordon
Middle School:
Rudolph Gordon
High School:
Fountain Inn High
Interior
Exterior
Financial
Map
Community
- Address106 Winding Stream Circle Simpsonville SC
- SubdivisionWoodcrest Hills
- CitySimpsonville
- CountyGreenville
- Zip Code29681
Subdivisions in Simpsonville
- Abbeyhill Park
- Anna’s Pointe
- Anna’s Ridge
- Ansley Crossing
- Arbor Gate
- Asheton Lakes
- Asheton Springs
- Autumn Trace
- Baldwin Forest
- Baldwin Ridge
- Baywood Place
- Bellingham
- Bennetts Grove
- Bethany Farms
- Bethel Townes
- Blackberry Farm
- Boxwood
- Braxton Ridge
- Brentwood
- Briar Oak
- Bridgewater
- Brookfield Gardens
- Brookhaven
- Brookwood Commons
- Bryson Acres
- Bryson Meadows
- Carrington
- Carsons Pond
- Cedar Cove
- Chancellors Park
- Chandler Lake
- Chantilly
- Chastain Glen at Five Forks
- Chatham Woods
- Chestnut Pond
- Clear Springs
- Coachman Plantation
- Coachman Reserve
- Cobblestone
- Cottages at Harrison Bridge
- Cottages at Neely
- Coventry
- Creekwood
- Crossgate at Remington
- Crown Pointe
- Dalewood Heights
- Dunwoody Oaks
- Durbin Estates
- Emerald Oaks
- Enoree Point
- Fairview Chase
- Fairview Lake
- Fairview Pointe
- Fairview Terrace
- Fairview Village
- Five Forks Plantation
- Forest Lake
- Forest Park
- Fowler Chase
- Fowler Fields
- Fox Hollow Farm
- Fox Trace
- Foxdale
- Foxwood
- Gilder Chase
- Glen Meadows
- Glens at Roper
- Godfrey Ridge
- Grandview Townes
- Greenbrier
- Greenrich Mill
- Gresham Park
- Gresham Station
- Gresham Woods
- Greythorne
- Griffin Park
- Harrison Cove
- Harrison Valley
- Hartridge Manor
- Harts Lane
- Hawthorne Ridge
- Heritage Crossing
- Heritage Lakes
- Heritage Village
- Highgrove Estates
- Highland Chase
- Highland Creek
- Holland Place
- Holliston
- Holly Towne
- Holly Trace
- Holly Tree
- Holly Tree Plantation
- Howards Park
- Hunters Acres
- Hunters Woods
- Ivy Walk
- Jones Mill Crossing
- Jones Ridge
- Jonesville Landing
- Kelsey Glen
- Kilgore Farms
- Kilgore Plantation
- Kingsbridge
- Knight’s Bridge
- Lakeview Grove
- Lansdowne At Remington
- Lavender Hill
- League Estates
- Linden Park
- Lockeland Park
- Long Creek Plantation
- Longleaf
- Lost River
- Magnolias at Southridge
- Martins Grove
- Merrydale Village
- Morning Mist
- Morton Grove
- Mulberry Estates
- Neely Farm
- Nelsons Creek
- Oak Park
- Orchard Farms
- Parker’s Landing
- Parktowne Estates
- Pemberton Place
- Pinecreek Cottages
- Poinsettia
- Powderhorn
- Redfearn
- Remington
- Revis Falls
- Ricelan Creek
- Ricelan Springs
- River Ridge
- River Shoals
- River Trace
- River Walk
- Riverbrooke
- Riverpointe Cottages
- Rollingwood – Area 32
- Roper Meadow
- Saddlers Ridge
- Shadow Creek
- Shady Ford
- Shellbrook Plantation
- Shenandoah Farms
- South Main Place
- Southampton
- Southpointe Cottages
- Sparrows Point
- Steeple Chase
- Stonebridge
- Stonehaven
- Stonewyck
- Summerwalk
- Sycamore Ridge
- The Brooks
- The Cedars
- The Courtyards on West Georgia R
- The Cove at Savannah Pointe
- The Oaks at Fowler
- The Ravines at Creekside
- The Reserve at Asheton Lakes
- The Settlement
- The Village at Adams Mill
- Timber Walk
- Townes at Brookwood
- Townes at Five Forks
- Townes at Fowler
- Townes at Garrison Grove
- Townes at Highgrove
- Townes At Woodruff Park
- Trentwood
- Tuscany Falls
- Twin Creeks
- Upland Farms
- Verdmont
- Victoria Park
- Villages at Windsor
- Villas of West Georgia
- Vintage Oaks
- Walkers Crossing
- Waterford at Roper Mountain
- Watermill Pond
- Waters Run
- Waterton
- Weatherstone
- Wemberly Way
- Westwood
- Whitehall Plantation
- Windsor Creek
- Windsor Forest
- Woodcrest Hills
- Woodland Chase
- Woodruff Lake
- Woodside Mill
- Wyndham Place
Market Summary
Current real estate data for Single Family in Simpsonville as of Nov 11, 2026
606
Single Family Listed
84
Avg DOM
179
Avg $ / SqFt
$489,694
Avg List Price
Property Summary
- Located in the Woodcrest Hills subdivision, 106 Winding Stream Circle Simpsonville SC is a Single Family for sale in Simpsonville, SC, 29681. It is listed for $499,000 and features 5 beds, 3 baths, and has approximately 2,999 square feet of living space, and was originally constructed in 2025. The current price per square foot is $166. The average price per square foot for Single Family listings in Simpsonville is $179. The average listing price for Single Family in Simpsonville is $489,694. To schedule a showing of MLS#1607962 at 106 Winding Stream Circle in Simpsonville, SC, contact your Reliable Home Advisors agent at 864-525-2742.
Similar Listings Nearby
Listing courtesy of Jolene Peddicord at Belle Haven Realty Group
© 2026 The data relating to real estate for sale on this web site comes in part from the MLS of Greenville, SC This information is deemed reliable, but not guaranteed. Neither, the MLS of Greenville, SC, nor the listing broker, nor their agents or subagents are responsible for the accuracy of information. The buyer is responsible for verifying all information. This information is provided by the MLS of Greenville, SC for use by its members and is not intended for the use for any other purpose.
© 2026 The data relating to real estate for sale on this web site comes in part from the MLS of Greenville, SC This information is deemed reliable, but not guaranteed. Neither, the MLS of Greenville, SC, nor the listing broker, nor their agents or subagents are responsible for the accuracy of information. The buyer is responsible for verifying all information. This information is provided by the MLS of Greenville, SC for use by its members and is not intended for the use for any other purpose.
106 Winding Stream Circle
Simpsonville, SC
