About this home

Welcome to 23 Oak Street-a spacious four-bedroom Colonial where comfort meets convenience. A half-circle driveway welcomes you home, providing easy access and ample parking. Ideally located in a desirable Medway neighborhood, this property is close to Choate Park, schools, restaurants, shops, and major routes. Inside, the bright, open floor plan creates a warm and inviting atmosphere. The spacious living room features new oak flooring, a soaring cathedral ceiling, a cozy gas fireplace, and large windows that fill the space with natural light. At the heart of the home, the expansive kitchen offers abundant cabinetry and newer stainless-steel appliances-ideal for both everyday living and entertaining. The adjoining dining area opens to a fully furnished three-season porch, providing a peaceful space to enjoy the outdoors. The recently updated finished walkout basement, offers additional flexible living space suitable for a home office, playroom, gym, or media room. Upstairs, four generously sized bedrooms provide comfortable retreats. The primary suite features a walk-in closet and an en-suite bathroom with an attractive wood-burning fireplace serving as a charming focal point. An additional full bathroom and half bath offer convenience for family and guests. Many updates including Roof & A/C, plus highlights include a two-car garage, first-floor laundry, and a convenient location near shopping, dining, schools, parks, and major commuter routes. 23 Oak Street perfectly blends classic Colonial charm with modern comfort and everyday practicality.

Facts and features

Schools

• Medway High School

  high · 9-12 · 0.5 mi

  9

• John D Mc Govern Elementary School

  elementary · K-1 · 1.3 mi

• Medway Middle School

  elementary · 5-8 · 1.5 mi

  7

• Evergreen Center

  elementary · 4-12 · 3.3 mi

• Memorial Elementary School

  elementary · 2-4 · 1.5 mi

  8

• Woodside Montessori Academy

  elementary · K-8 · 3.5 mi

Price history

• Nov 5, 2026 · Price Changed$799,900
• Sep 17, 2026 · Listed$824,900
• Aug 9, 2021 · Sold$655,000
• Jun 4, 2021 · Listed$609,900
• May 18, 1995 · Sold$235,880

Tax history

• 2026$10,893 tax · $778,100 assessed
• 2024$9,780 tax · $679,200 assessed
• 2023$9,328 tax · $585,200 assessed
• 2022$8,849 tax · $522,700 assessed
• 2021$8,486 tax · $486,000 assessed
• 2020$8,055 tax · $460,300 assessed
• 2019$7,735 tax · $455,800 assessed
• 2018$7,785 tax · $440,800 assessed

Home value

$821,600

• Cotality$821,600
• Quantarium$826,944
• Collateral Analytics$817,000

Where it is