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$388,750

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,584 Sq. Ft.
  • 1 Car Garage
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Two parcels for the price of one! Discover this beautifully maintained split-level ranch at 111 Old North Road in Winchester, offered together with the adjoining already-subdivided 2.5-acre buildable lot at 113 Old North Road. Enjoy the home as-is or explore the endless possibilities-build an in-law house, sell the lot, or develop it as an investment. Inside, the home features a unique layout with soaring vaulted ceilings, a dual-sided fireplace, and an interior balcony overlooking the formal dining room. The full walkout basement, complete with a half bath, offers incredible potential to finish for additional living space, a guest suite, or a home office. Additional highlights include central air, a stone patio perfect for entertaining, a covered breezeway with scenic views, and a paved driveway. All set on a private, secluded lot, this property combines comfort, versatility, and opportunity rarely found on the market.

Full Property Details for 111 Old North Rd

General

  • Sold For: $388,750
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24120714
  • Added to Site: 144 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: Auto Garage Door Opener, Cable - Available, Cable - Pre-wired
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Suite: Remodeled, Cathedral Ceiling, Interior Balcony, Wall/, Upper
  • Bedroom 1: Bedroom - Wall/Wall Carpet, Main
  • Bedroom 2: Bedroom - Wall/Wall Carpet, Main

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Fireplace, Wall/Wall Carpet, Main
  • Kitchen: Kitchen - Remodeled, Bay/Bow Window, Eating Space, Tile Floor, Main
  • Dining Room: Dining Room - 2 Story Window(s), Vaulted Ceiling, French Doors, Patio/Terrace, Sliders, Wall/Wall Carpet, Main
  • Study: Interior Balcony, Upper
  • Laundry: Lower Level

Exterior

  • Exterior Features: Breezeway, Shed, Porch, Gutters, French Doors, Patio
  • Color: green

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 6
  • Parking: Attached Garage, Paved, Off Street Parking, Driveway

Location

  • County: Litchfield
  • Driving Directions: GPS Friendly

School Information

  • Elementary School: Per Board of Ed
  • Middle School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Baseboard, Zoned, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch, Split Level
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,584
  • Above Ground: 1,584 Sq. Ft.
  • Year Built: 1973

Lot Features

  • Lot Size (Acres): 0.99
  • Driveway/Sidewalk: Paved
  • Zoning: RR
  • Lot Description: Secluded, Cleared, Professionally Landscaped

Green Features

  • Energy Features: Storm Doors, Thermopane Windows

Financial Considerations

  • Assessment Amount: $164,780
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 924301

Meet the listing agent

Meet the listing agent
— 111 Old North Rd —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 111 Old North Rd

School District:Winchester School District
NameGradesDistance
Pearson Middle School
2 Wetmore Avenue, Winsted, CT 06098
3-61.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 111 Old North Rd

Date
Details
Price
Change
Source
10/29/2025
Sold
$388,750
3.67%
MLS
8/25/2025
Listed
$375,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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111 Old North Road, Winchester, CT 06098 (MLS# 24120714) is a Single Family property that was sold at $388,750 on October 29, 2025. This property was listed by Chris Clarke from our North Haven Hamden Regional Office Office.Want to learn more about 111 Old North Road? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.