$584,900

106 Woodland Drive, Cheshire, CT 06410

  • 3 beds |
  • 2 baths |
  • 2,247 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1959
  • Property Lot Size Icon0.76acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $260/sqft
  • Property List Date Icon Listed 20 days ago

Property Description

Welcome to 106 Woodland Drive in highly sought-after Cheshire!! This stunning, fully renovated home has been beautifully reimagined from to top to bottom, offering modern style, comfort and functionality throughout. Featuring 3 bedrooms and 2 full bathrooms, this home is the definition of true move in ready living. Step inside to discover a show stopping, brand-new kitchen designed to impress, featuring sleek modern finishes, stylish custom cabinetry, and contemporary design that makes both everyday living and entertaining effortless. The completely renovated bathrooms showcase elegant finishes and a fresh, modern feel. The home continues to impress with a fully finished basement with electric heat and an additional bedroom and a cozy fireplace, providing the perfect space for guests, a private home office, in-law potential, or a recreation area-adding valuable extra living space. Central air ensures year-round comfort, while the renovations make everyday living effortless. Major upgrades provide peace of mind, including central air (2026), 200-amp electrical service (2026), and newer roof and windows. These significant improvements deliver efficiency and long term value. Located in a quiet neighborhood yet close to shopping, dining, and major commuter routes, this home offers the ideal combination of space, updates, and convenience. Don't miss your opportunity to own this turnkey Cheshire home-schedule your private showing today

Listing Status:
Pending
Date Added:
March 7, 2026
Data Last Updated:
March 27, 2026 at 8:50PM
Listing Office:
Coldwell Banker Realty : (860) 674-0300
Listing Agent:
Felipe Segura : (860) 305-4640
MLS ID:
24157835
  • General: Cable - Available
  • Appliances: Electric RangeMicrowaveRefrigeratorDishwasher
  • Laundry: Main Level
  • Basement: FullHeatedFully FinishedLiveable SpaceFull With Walk-Out
  • A/C: Central Air
  • Heating: BaseboardHot WaterElectricOil
  • Fireplace: Fireplaces: 2
  • Style: Ranch
  • Parking: Parking spaces: 2
  • Roofing: Asphalt Shingle
  • County: New Haven
  • Driveway: Private
  • Zoning: R-202339047
  • Water: Public Water Connected
  • Sewer: Septic

This listing courtesy of Felipe Segura , Coldwell Banker Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

Ready to Start a VA Loan?

Get Started Veterans United Home LoansNMLS #1907  â€ 
Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location

Schools Nearby

C

Chapman Elementary School

38 Country Club Rd, Cheshire, CT, 06410

Grades KG-6

0.21 miles away

D

Dodd Middle School

100 Park Pl, Cheshire, CT, 06410

Grades 7-8

0.79 miles away

C

Cheshire High School

525 S Main St, Cheshire, CT, 06410

Grades 9-12

2.09 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

Similar Listings Nearby