163 Windsor Road
Fairfield, Connecticut 06824
- Beds
- 4
- Baths
- 1 | 1
- SqFt
- 1,891
- Acres
- 0.22
- Year Built
- 1959
- Neighborhood
- University
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 163 Windsor Road, a beautifully updated home set on a double cul-de-sac in Fairfield's desirable University Area. A welcoming foyer opens to a bright main living space with vaulted ceilings, exposed beams, recessed lighting, hardwood floors, and a warm sense of character throughout. The open-concept living room, dining area, and renovated kitchen create an easy flow for everyday living and entertaining. The kitchen features white cabinetry, quartz countertops, a center island, coffee bar, with modern finishes. Just beyond the main living area, the cozy den offers a rare expansion of the floor plan and opens directly to the deck, creating an easy connection outdoors for barbecues and al fresco dining. The second floor is home to three bedrooms and a full bathroom. From there, the lower level extends across two additional floors, adding flexibility with a mudroom that provides access to the attached garage, an office or potential fourth bedroom, laundry, and a spacious room ideal for a playroom, media room, or gym. Set on a fenced corner lot in a friendly neighborhood setting, the property offers the ease of being able to walk to Osborn Hill Elementary and nearby Black Rock Turnpike eateries, with parks, shopping, commuter routes, downtown Fairfield, train, beaches, and the best of the University Area lifestyle just a short drive away. Move-in ready with modern updates, natural gas, future expansion potential, and true neighborhood appeal.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- University
- Property / Style
- Single Family · Split Level
- Year Built
- 1959
- Days on Market
- 19 days
- Beds
- 4
- Baths
- 1 full · 1 half
- Living Area
- 1,891 sq ft
- Lot Size
- 0.22 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $8,909 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
89
105 under contract
Median List Price
$1.57M
89 active listings
Median Closed Price
$1.16M
571 sales
Median Days on Market
33
89 active listings
Median $ / Sq Ft
$500
89 active listings
Sale-to-List Ratio
101.9%
571 sales
How this home compares
List Price
$829,000
vs $1.57M median
47.4% below median
Price / Sq Ft
$438
vs $500 median
12.4% below median
Days on Market
19 days
vs 33 days median
14 days fresher than median
Based on 89 active and 571 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of July 28, 2026.
Location
163 Windsor Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,227
- Property Taxes$742
- Insurance$276
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Fairfield
- Neighborhood
- University
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Split Level
- Year Built
- 1959
- New Construction
- No/Resale
- Living Area
- 1,891 sq ft
- Below Grade
- 604 sq ft
Schools
- Elementary
- Osborn Hill
- High
- Fairfield Ludlowe
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Ceiling FansSplit System
- Laundry
- Lower Level
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedSump PumpStorageFully FinishedInterior AccessLiveable Space
Exterior & Lot
- Lot Size
- 0.22 acres
- Zoning
- A
- Garage / Parking
- 1 garage spaceAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- SidewalkDeckGuttersPatio
- Lot Description
- Fence - FullCorner LotLevel LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $8,909 / Annually
- Days on Market
- 19
- MLS #
- 24190167
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 5:15 AM UTC.