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$2,495,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 4,109 Sq. Ft.
  • 5 Car Garage
  • Updated 15 hours ago
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Located on a much sought-after cul-de-sac surrounded by estate properties, 77 Winfield Lane presents a compelling opportunity to re-envision a 4,100 square foot, 5-bedroom, 5-bath residence set on 2.88 acres of private grounds. The home's traditional architecture and balanced proportions create a strong framework for renovation, expansion, or enhancement. The property features a pool and generous outdoor space, offering privacy and flexibility for future improvements. Walkable to West School and nursery school, and offering easy access to New Canaan village, this is a rare opportunity to secure land, location, and long-term upside. Property is being sold in its present condition.

Full Property Details for 77 Winfield Ln

General

  • Price: $2,495,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24138970
  • Updated: Today (1/15/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 11
  • Rooms/Areas: Foyer, Laundry Room
  • Interior Features: Central Vacuum, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Electric Range, Wall Oven, Microwave, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom - Fireplace, Full Bath, Walk-In Closet, Wall/Wall Carpet, Hardwood Floor, 16.75 x 15.58, Upper
  • Bedroom 1: Bedroom - Wall/Wall Carpet, Hardwood Floor, 11.67 x 10.08, Upper
  • Bedroom 2: Bedroom - Full Bath, Wall/Wall Carpet, Hardwood Floor, 11.67 x 12.33, Upper
  • Bedroom 3: Bedroom - Full Bath, Wall/Wall Carpet, Hardwood Floor, 15.17 x 10.17, Upper
  • Bedroom 4: Bedroom - Wall/Wall Carpet, Hardwood Floor, 15.17 x 11.75, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Book Shelves, Built-Ins, Fireplace, Hardwood Floor, 29.33 x 15.58, Main
  • Family Room: Family Room - Bay/Bow Window, Book Shelves, Built-Ins, Fireplace, Wide Board Floor, 22.42 x 21, Main
  • Eat In Kitchen: Eat-In Kitchen - Bay/Bow Window, Breakfast Nook, Island, Sliders, Hardwood Floo, 12.42 x 20.75, Main
  • Dining Room: Dining Room - Built-Ins, French Doors, Hardwood Floor, Wide Board Floor, 15.17 x 15.33, Main
  • Office: Office, 8.25 x 10.17, Main
  • Den: Den - Book Shelves, Hardwood Floor, 13.83 x 19.58, Main
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Heated, Concrete, In Ground Pool

Exterior

  • Exterior Features: Stone Wall, French Doors, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 5
  • Total Spaces: 8
  • Parking: Attached Garage, Detached Garage, Driveway

Location

  • County: Fairfield
  • Neighborhood: Ponus Ridge
  • Driving Directions: Ponus Ridge to Winfield Lane

School Information

  • Elementary School: West
  • Middle School: Saxe Middle
  • High School: New Canaan

Community

  • Community Name: Ponus Ridge

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil, Propane
  • Heating Fuel: Oil, Propane
  • Water Heater: Oil, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Wood
  • Basement Desc.: Full, Unfinished, Interior Access
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Disability Access: Chair Lift
  • Square Feet: 4,109
  • Above Ground: 4,109 Sq. Ft.
  • Year Built: 1956

Lot Features

  • Lot Size (Acres): 2.88
  • Driveway/Sidewalk: Circular, Paved
  • Zoning: 2
  • Lot Description: Fence - Full, On Cul-De-Sac

Financial Considerations

  • Assessment Amount: $1,428,770
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 183699

Listed by Compass Connecticut, LLC, John Dunn

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Listing agent

— 77 Winfield Ln —

  • John Dunn

    Compass Connecticut, LLC

Agent Contact: (203) 388-5353 Office Contact: (203) 442-6626

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 77 Winfield Ln

School District:New Canaan School District
NameGradesDistance
West School
769 Ponus Ridge Road, New Canaan, CT 06840
PK-40.1 mi
Saxe Middle School
468 South Avenue, New Canaan, CT 06840
5-82.1 mi
New Canaan High School
11 Farm Road, New Canaan, CT 06840
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 77 Winfield Ln Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/15/2026
Listed
$2,495,000
92.66%
MLS
11/13/1992
Sold
$1,295,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 77 Winfield Ln

Year
Property Taxes
Change
Tax Assessment
Change
2024
$23,846
3%
$1,428,770
—
2023
$23,060
10%
$1,428,770
29%
2023
$20,985
3%
$1,107,960
—
2022
$20,353
1%
$1,107,960
—
2021
$20,121
—
$1,107,960
—
2020
$20,121
—
$1,107,960
—
2019
$20,209
-6%
$1,107,960
-13%
2018
$21,527
2%
$1,269,310
—
2017
$21,159
2%
$1,269,310
—
2016
$20,702
2%
$1,269,310
—
2015
$20,296
3%
$1,269,310
—
2014
$19,725
-10%
$1,269,310
-16%
2012
$21,989
—
$1,507,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Compass Connecticut, LLC, John Dunn

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77 Winfield Lane, New Canaan, CT 06840 (MLS# 24138970) is a Single Family property with 5 bedrooms and 5 full bathrooms. 77 Winfield Lane is currently listed for $2,495,000 and was received on January 15, 2026. Want to learn more about 77 Winfield Lane? Do you have questions about finding other Single Family real estate for sale in New Canaan? You can browse all New Canaan real estate or contact a Coldwell Banker agent to request more information.

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