163 Windsor Rd

1,990 Sq. Ft.
$427 / Sq. Ft.
1,990
Sq. Ft.
$427
per Sq. Ft.

Description

Move-in ready. Energy-efficient. Rarely available prime Fairfield location. Enter this home to an open-concept layout with a cozy living room, dedicated coffee bar, dining area, & fully renovated kitchen. With four thoughtfully designed levels of of versatile living space, this property offers comfort now with room to grow Renovated kitchen with stainless steel appliances, quartz countertops, kitchen island & generous storage Energy-efficient upgrades completed based on results of a professional...Move-in ready. Energy-efficient. Rarely available prime Fairfield location. Enter this home to an open-concept layout with a cozy living room, dedicated coffee bar, dining area, & fully renovated kitchen. With four thoughtfully designed levels of of versatile living space, this property offers comfort now with room to grow Renovated kitchen with stainless steel appliances, quartz countertops, kitchen island & generous storage Energy-efficient upgrades completed based on results of a professional energy assessment to keep utility costs low Natural gas heating unique to Windsor Rd offers significant savings as the price of oil continues to rise New systems & updates include paved driveway and sidewalk; updated mudroom; finished basement; gas conversion with new hot water heater; fully fenced private backyard Location-Walk to Butkis Pond & the Aspetuck Land Trust. Relax with friends at this hidden, quiet neighborhood preserve-perfect for fishing, feeding ducks, trail walks, or picnics Neighborhood-Walk or bike to the highly desirable Osborn Hill School; Participate in annual neighborhood gatherings Future potential- When you're ready to dream bigger, this home is ready too with the potential to expand the half-bath, add another story, or create a primary suite Bottom line: A rare chance to own a turnkey home on a corner lot in one of Fairfield's most desirable areas. Enjoy modern updates now while building significant future equity.
  1. Listed by Valerie Applebaum • Berkshire Hathaway NE Prop.
    P: (203)-923-7611 C: (203)-923-7611 valerieapplebaum@bhhsne.com

Property Details for 163 Windsor Road

Basement Description
Full, Heated, Sump Pump, Storage, Fully Finished, Interior Access, Liveable Space
Direct Waterfront
No
Garages Number
1
Neighborhood
University
Style
Colonial, Split Level
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 06/14/2026 10:40 PM

Property Details for 163 Windsor Road

StatusActive
MLS #24180175
Days on Market13
Taxes$8,909 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1959
Lot Size0.22 AC / 9,583 SF
CountyFairfield County

Location

Listing Courtesy of Berkshire Hathaway NE Prop., Valerie Applebaum
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Building Information for 163 Windsor Road

Stories-Year Built1959Building Size-Lot Size0.22 AC / 9,583 SF

Payment Calculator

$4,973 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,231

Property Taxes

$742

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 163 Windsor Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: North Benson Rd to Denise Terrace. Turn right on Windsor Rd.
  • Elementary School: Osborn Hill
  • Flood Zone: No
  • High School: Fairfield Ludlowe
  • Latitude: 41.17414
  • Longitude: -73.254751
  • Middle Jr High School: Fairfield Woods
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Public Rec Facilities
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,909
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Garden Area, Patio
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Access Via Hatch
  • Cooling System: Ductless, Split System, Window Unit
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Interior Features: Open Floor Plan, Security System
  • Laundry Room Info: Lower Level
  • Rooms Additional: Laundry Room, Mud Room
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 3
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 3
  • Room Features: Remodeled,9 ft+ Ceilings,Quartz Counters,Eating Space,Island,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 5
  • Listing Key: 53370AE53E7A6251E0631A01100ACE0B
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 9
  • Listing Key: 53370AE53E7A6251E0631A01100ACE0B
  • Room Entry Order: 8
  • Room Features: Sliders,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 10
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Level: Lower
  • Room Type: Office
Property
Property and Assessments
  • Color: Gray
  • Construction Description: Frame
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1959
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Finished lower level adds 703 sq.ft. making the total square footage 1990
  • Living Area SQFT Per Public Records: 1287
Lot Information
  • Lot Description: Corner Lot, Level Lot
  • Parcel Number: 125850
  • Sq Ft Est Heated Above Grade: 1990.0
  • Sq Ft Total: 1990.0
  • Zoning: A
Utilities
  • Energy Features: Extra Insulation
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, Domestic, 40 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 163 Windsor Road

DateEvent & SourcePriceAppreciation
Jul 10, 2020

Closed (Public Record)

Public Record #673659381

$486,500

+0.1% / yr

Jun 28, 2016

Closed (Public Record)

Public Record #574476451

$485,000

-0.0% / yr

Aug 20, 2004

Closed (Public Record)

Public Record #153493418

$486,000—
DateEvent & SourcePrice
07/10/2020

Closed (Public Record)

Public Record #673659381

$486,500

+0.1% / yr

06/28/2016

Closed (Public Record)

Public Record #574476451

$485,000

-0.0% / yr

08/20/2004

Closed (Public Record)

Public Record #153493418

$486,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 163 Windsor Road

Taxable ValueLand$236,810Additions$77,000Total$313,810
Tax Record2024$8,909 ($742 / month)
Home Facts
Beds4Baths1.5Total Finished SqFt1,287 SqFtAbove Grade Finished SqFt1,287 SqFtStories2Lot Size9,600 SqFtStyleSingle Family ResidenceYear Built1959ZoningACountyGREATER BRIDGEPORTAPNFFLD M:125 B:303

Schools near 163 Windsor Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Private - PK to 8
Rating
School
Distance
Osborn Hill School
PublicK to 5

Fairfield Woods Middle School
Public6 to 8

Fairfield Ludlowe High School
Public9 to 12

Holy Family School
PrivatePK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Fairfield & Southport
Fairfield & Southport
Bustling small city amenities meet outstanding Connecticut natural beauty. Fairfield is a charming coastal New England town spanning 30 square miles along the Long Island Sound, just 50 miles from NYC. Here, 62,000 residents enjoy the vibrant energy and sophisticated air of a small city combined...

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163 Windsor Road is a single family home for sale in Fairfield, CT 06824. This property was listed for sale on June 2, 2026 by Berkshire Hathaway NE Prop., it's currently listed at $849,000. It has been on the market for a total of 13 days and was last sold on July 10, 2020. This listing's school district is Fairfield School District. Nearby schools include Osborn Hill School, Fairfield Woods Middle School and Fairfield Ludlowe High School. 163 Windsor Road is a 4-bed, 2-bath, 1,990 sqft single family home built in 1959.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway NE Prop., Valerie Applebaum

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.