About this home

Welcome home to 100 Winns Circle, perfectly situated on a generous 0.4-acre corner lot in Pioneer Heights. Located less than 5 minutes from Route 7 east of Winchester, this beautifully updated property offers the rare combination of neighborhood living without close neighbors or crowded structures. Step inside to find a freshly painted interior bathed in natural light, thanks to oversized Andersen windows and new LED lighting throughout. The main level features gleaming hardwood floors in the formal dining room and a massive living room centered around a magnificent floor-to-ceiling stone wood-burning fireplace. From here, premium patio swing doors open to a large rear deck-ideal for entertaining or relaxing. The kitchen is a chef's delight, outfitted with pristine oak cabinets, Corian countertops, brand-new LVP flooring, and new appliances, including a side-by-side refrigerator and slim-profile microwave. Upstairs, the layout is designed for modern living. The spacious primary suite acts as a private wing, cleverly partitioned away from the other bedrooms to include a dedicated home office space and a large bath with a two-person Jacuzzi tub. Practical upgrades abound, ensuring total peace of mind: a new second-floor gas furnace and A/C (warranty conveys), a new 50-gallon gas water heater, a new radon fan system, and upgraded blown-in attic insulation. The oversized two-car garage features a newly epoxied floor, built-in shelving, an extra refrigerator, and a convenient door to the rear deck. Below, an expansive walkout basement with double doors, a concrete patio, and a workshop area stands ready for your storage needs or future finishing. With zero-maintenance front porch PVC railings, a freshly sealed level asphalt driveway, and an incredibly low HOA fee of just $115/year, this move-in-ready gem is an absolute must-see!

Facts and features

Schools

• Millbrook High School

  high · 9-12 · 0.5 mi

  4

• Redbud Run Elementary School

  elementary · K-5 · 0.5 mi

  2

• James Wood Middle School

  middle · 6-8 · 4.2 mi

  3

• Keystone Christian Academy

  elementary · K-12 · 2.4 mi

• Greenwood Mill Elementary School

  elementary · K-5 · 1.0 mi

  4

• N.W. (Northwestern) Regional Juvenile Detention Home

  elementary · 2.3 mi

Price history

• Oct 2, 2026 · Price Changed$535,000
• Sep 11, 2026 · Listed$552,000
• Mar 27, 2026 · Sold$405,000
• Jan 17, 2026 · Listing Removed—
• Nov 30, 2025 · Relisted$400,000
• Nov 13, 2025 · Listing Removed—
• Nov 1, 2025 · Listed$400,000
• Oct 9, 1992 · Sold$36,000

Tax history

• 2026$2,441 tax · $460,600 assessed
• 2025$2,210 tax · $460,600 assessed
• 2024$2,018 tax · $395,800 assessed
• 2023$2,018 tax · $395,800 assessed
• 2022$2,013 tax · $330,000 assessed
• 2021$2,013 tax · $330,000 assessed
• 2020$1,851 tax · $303,500 assessed
• 2019$1,851 tax · $303,500 assessed

Home value

$528,100

• Cotality$528,100
• Collateral Analytics$546,000
• Quantarium$459,661

Where it is