2493 Redding Road
Fairfield, Connecticut 06824
- Beds
- 5
- Baths
- 5
- SqFt
- 5,415
- Acres
- 3.60
- Year Built
- 1817
- Neighborhood
- Greenfield Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Transport yourself back in time in this classic Greenfield Hill colonial! This renovated 1817 stunner offers over 5,000 square feet of living space - complete with private accessory apartment, a light & welcoming sunroom, bucolic barn and amazing gunite pool with waterfall! Mature plantings and trees abound on this spacious, rolling property. A dramatic, two-story front entry with sweeping staircase welcomes you home. Hardwood floors and high ceilings give even more character and elegance to the home. A more contemporary, open floor plan runs throughout the first floor - highlighted by a chef's kitchen, family room and formal dining room (both with fireplaces), living room, den with fireplace, office and more! The primary bedroom suite with elegant bath and walk-in closet punctuates the fantastic second floor, with three additional bedrooms. The home is perfect for hosting parties and overnight guests. An apartment (w/separate entrance) over the garage, an attached three-car garage and charming front porch are further features of this pastoral, private & relaxing home and property. Enjoy everyday or on the weekends! The two-story barn with three stalls and large pasture adds even more to your experience! It has three large stalls - perfect for trail rides - a stone's throw away at The Fairfield Bridle Trails and Brett Woods! Additional riding opportunities at the nearby Fairfield County Hunt Club. Close to Fairfield & Westport shopping, restaurants, entertainment & commuting
Key Facts
- City/Town
- Fairfield
- Neighborhood
- Greenfield Hill
- Property / Style
- Single Family · Antique
- Year Built
- 1817
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 5 full
- Living Area
- 5,415 sq ft
- Lot Size
- 3.60 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $29,553 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
108
67 under contract
Median List Price
$1.42M
108 active listings
Median Closed Price
$1.15M
589 sales
Median Days on Market
31
108 active listings
Median $ / Sq Ft
$484
108 active listings
Sale-to-List Ratio
102.5%
589 sales
How this home compares
List Price
$2.40M
vs $1.42M median
68.4% above median
Price / Sq Ft
$442
vs $484 median
8.7% below median
Days on Market
0 days
vs 31 days median
31 days fresher than median
Based on 108 active and 589 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of September 21, 2026.
Location
2493 Redding Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$12,683
- Property Taxes$2,463
- Insurance$798
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Fairfield
- Neighborhood
- Greenfield Hill
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Antique
- Year Built
- 1817
- New Construction
- No/Resale
- Living Area
- 5,415 sq ft
Schools
- Elementary
- Burr
- High
- Fairfield Warde
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 3
- Laundry Location
- Upper Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorFreezerDishwasherWasherDryer
- Basement
- PartialUnfinishedInterior Access
- In-Law Apartment
- Possible
- Interior Features
- Cable - Pre-wiredSecurity System
- Additional Rooms
- FoyerLaundry RoomMud RoomSitting RoomStaff Quarters
Exterior & Lot
- Lot Size
- 3.60 acres
- Zoning
- AAA
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Pool
- HeatedIn Ground Pool
- Construction
- Wood
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- ConcreteMasonry
- Exterior Features
- ShedGazeboPorchBarnPaddockPatio
- Lot Description
- Lightly WoodedTreedLevel LotRolling
Listing & Financials
- Property Taxes
- $29,553 / Annually
- Days on Market
- 0
- MLS #
- 24208162
- MLS Status
- Coming Soon
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Co-Listed By
Ellen Fusco
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/21/2026. 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 9/21/2026 at 9:00 PM UTC.