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$703,500

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,330 Sq. Ft.
  • 2 Car Garage
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Welcome to this charming and spacious 4-bedroom, 2.1-bath Colonial nestled on a beautifully groomed and landscaped lot, offering the perfect blend of classic New England style and thoughtful updates. From the moment you step inside, you'll feel right at home. The heart of the home is the oversized family room with plenty of room to relax, gather, or entertain. It flows seamlessly into the kitchen, where you'll find ample cabinetry, generous counter space, and a casual dining area. Both the kitchen and family room offer direct access to a large deck, ideal for summer barbecues, morning coffee, or simply enjoying the peaceful backyard. Throughout the home, you'll find beautiful hardwood floors, adding warmth and character to every room. Upstairs, the four bedrooms are all generously sized, including a primary suite with a private bath. The current owners have converted the 4th BR into a fabulous closet/dressing room. A bonus room is perfect for whatever your needs may be (guest space, home office, rec room, media room) and laundry is conveniently located on this level. Boiler 2019, roof 2018, 3 split ac units 2023. A short drive to Hammonasset Beach State Park, where you can enjoy miles of shoreline, walking trails, and nature programs, Madison town beaches, and close to downtown Madison, filled with local favorites like RJ Julia Booksellers, cozy cafes, restaurants, and boutique shopping. Easy access to I-95 and the Shore Line East train, making commuting a breeze.

Full Property Details for 86 Winterhill Rd

General

  • Sold For: $703,500
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24111029
  • Added to Site: 212 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Full Bath, Stall Shower, Hardwood Floor, 16 x 10, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 11 x 10, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 12 x 10, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 9 x 9, Upper

Other Rooms

  • Living Room: Living Room - Hardwood Floor, 19 x 13, Main
  • Family Room: Family Room - Built-Ins, Fireplace, Sliders, Hardwood Floor, 21 x 18, Main
  • Eat In Kitchen: Eat-In Kitchen - Quartz Counters, Eating Space, Sliders, Hardwood Floor, 24 x 19, Main
  • Dining Room: Dining Room - Hardwood Floor, 11 x 11, Main
  • Laundry: Upper Level
  • Other Room 1: Other - Wall/Wall Carpet, 21 x 13, Upper

Exterior

  • Exterior Features: Shed, Porch, Deck
  • Color: yellow

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: New Haven
  • Driving Directions: Rte 79 to Warpas Rd to Winterhill or Opening Hill to Winterhill

School Information

  • Elementary School: Per Board of Ed
  • High School: Daniel Hand

Heating & Cooling

  • Cooling Type: Split System
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished, Hatchway Access
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,330
  • Above Ground: 2,330 Sq. Ft.
  • Year Built: 1979

Lot Features

  • Lot Size (Acres): 1.27
  • Zoning: RU-1
  • Lot Description: In Subdivision, Lightly Wooded, Level Lot

Green Features

  • Energy Features: Storm Doors, Thermopane Windows

Financial Considerations

  • Assessment Amount: $378,600
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1158900

Meet the listing and selling agents

Meet the listing and selling agents
— 86 Winterhill Rd —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 86 Winterhill Rd

School District:Madison School District
NameGradesDistance
Walter C. Polson Upper Middle School
302 Green Hill Road, Madison, CT 06443
6-81.9 mi
Daniel Hand High School
286 Green Hill Road, Madison, CT 06443
9-122 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 86 Winterhill Rd

Date
Details
Price
Change
Source
9/30/2025
Sold
$703,500
1.96%
MLS
7/20/2025
Listed
$690,000
—
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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86 Winterhill Road, Madison, CT 06443 (MLS# 24111029) is a Single Family property that was sold at $703,500 on September 30, 2025. This property was listed by Kim Fetera from our North Haven Hamden Regional Office Office.Want to learn more about 86 Winterhill Road? Do you have questions about finding other Single Family real estate for sale in Madison? You can browse all Madison real estate or contact a Coldwell Banker agent to request more information.