100 Sherley Place
Fairfield, Connecticut 06825
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,310
- Acres
- 0.64
- Year Built
- 1976
- Neighborhood
- Stratfield
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Tucked away at the end of a private drive in Fairfield's sought-after Stratfield Village neighborhood, this classic Colonial offers exceptional privacy on over 0.6 acres. The backyard is a true retreat, featuring a beautiful heated in-ground pool, stone patio, lush landscaping, and a charming pool house with covered patio-ideal for entertaining or relaxing all summer long. A spacious foyer welcomes you into a home with hardwood floors throughout most of the main level. The living room features a wood-burning fireplace, while the family room offers a classic brick fireplace. Sliders from the dining room open to a full-length deck, creating seamless indoor-outdoor living. The kitchen includes a pantry, adjacent laundry area, and half bath. Upstairs are four generously sized bedrooms, including a spacious primary suite with a remodeled ensuite bath and walk-in closet. A remodeled full bath serves the remaining bedrooms. The unfinished walk-out lower level offers excellent potential for future living space, a gym, workshop, or storage. A newer boiler and water heater provide added peace of mind, and the attached two-car garage completes the home. Combining timeless style, a private setting, an in-ground pool, updated systems, and a premier location, this home presents a rare opportunity to update, personalize and create lasting value.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- Stratfield
- Property / Style
- Single Family · Colonial
- Year Built
- 1976
- Days on Market
- 53 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,310 sq ft
- Lot Size
- 0.64 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $14,677 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
111
73 under contract
Median List Price
$1.35M
111 active listings
Median Closed Price
$1.16M
582 sales
Median Days on Market
25
111 active listings
Median $ / Sq Ft
$499
111 active listings
Sale-to-List Ratio
102.5%
582 sales
How this home compares
List Price
$875,000
vs $1.35M median
35.2% below median
Price / Sq Ft
$379
vs $499 median
24.0% below median
Days on Market
53 days
vs 25 days median
28 days longer than median
Based on 111 active and 582 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of September 29, 2026.
Location
100 Sherley Place, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$4,671
- Property Taxes$1,223
- Insurance$292
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Fairfield
- Neighborhood
- Stratfield
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1976
- New Construction
- No/Resale
- Living Area
- 2,310 sq ft
Schools
- Elementary
- Stratfield
- High
- Fairfield Warde
Interior
- Heating
- BaseboardHot WaterZoned
- Heat Fuel
- Oil
- Cooling
- Wall UnitWindow Unit
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Electric RangeRange HoodRefrigeratorDishwasherDisposalWasherElectric Dryer
- Basement
- FullUnfinishedSump Pump
- Interior Features
- Auto Garage Door OpenerCable - Pre-wired
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 0.64 acres
- Zoning
- R3
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPaved
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Pool
- Pool HouseVinylIn Ground Pool
- Construction
- ShingleCedar
- Color
- Yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- SidewalkCabanaDeckGuttersUnderground SprinklerPatio
- Lot Description
- Sloping LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $14,677 / Annually
- Days on Market
- 53
- MLS #
- 24190297
- MLS Status
- Under Contract
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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 9/29/2026. 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 9/29/2026 at 1:15 AM UTC.