298 Harbor Road
Fairfield, Connecticut 06890
- Beds
- 5
- Baths
- 5 | 2
- SqFt
- 5,595
- Acres
- 0.88
- Year Built
- 1834
- Neighborhood
- Southport
- 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
What began as the restoration of sea captain Ward Buckley's 1834 home became something far more extraordinary. The years-long transformation of 298 Harbor Road, recently featured in Architectural Digest, brought together architect JP Franzen and Moore House Design to carefully preserve and reimagine nearly two centuries of history. No detail was too small and no opportunity to honor the original home overlooked. The result preserves the character and craftsmanship of another era while creating a home that, for all its beauty and pedigree, is remarkably comfortable, inviting and meant to be lived in. Generations of additions were reconsidered and unified; original pine floors preserved; millwork expanded; and Venetian plaster, reclaimed stone and artisan finishes introduced with extraordinary attention to craft. A spectacular vaulted kitchen centered around an 11-foot island exemplifies how seamlessly historic architecture and modern living were brought together. Behind the wood-paneled staircase, a hidden speakeasy offers an unexpected nod to another era-one of the many details that makes this home so intriguing. The home offers 5 bedrooms, 5 full and 2 half baths, with the rare flexibility of a first- or second-floor primary suite. Set on .8 acres with seasonal water views, a pool and spa, and outdoor sauna, 298 Harbor Road achieves something exceedingly rare: a remarkable convergence of history, exceptional design and modern luxury in the heart of Southport Village.
Key Facts
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
80
89 under contract
Median List Price
$1.60M
80 active listings
Median Closed Price
$1.16M
574 sales
Median Days on Market
39
80 active listings
Median $ / Sq Ft
$510
80 active listings
Sale-to-List Ratio
102.1%
574 sales
How this home compares
List Price
$6.00M
vs $1.60M median
3.7× the median
Price / Sq Ft
$1,071
vs $510 median
2.1× the median
Days on Market
0 days
vs 39 days median
39 days fresher than median
Based on 80 active and 574 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of August 20, 2026.
Location
298 Harbor Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$30,852
- Property Taxes$6,014
- Insurance$1,998
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Colonial,Antique
- Year Built
- 1834
- New Construction
- No/Resale
- Living Area
- 5,595 sq ft
Schools
- Elementary
- Mill Hill
- High
- Fairfield Ludlowe
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main LevelUpper Level
- Laundry Location
- 1st floor primary and 2nd floor laundry
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorIcemakerDishwasherWasherDryerWine Chiller
- Basement
- PartialUnfinishedGarage AccessInterior Access
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredSaunaSecurity System
- Additional Rooms
- BreezewayFoyerLaundry RoomSteam/Sauna
Exterior & Lot
- Lot Size
- 0.88 acres
- Zoning
- R3
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach RightsWater CommunityViewSeasonal
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Pool
- GuniteHeatedSpaSafety FenceIn Ground Pool
- Construction
- Clapboard
- Color
- White
- Roof
- Wood Shingle
- Foundation
- ConcreteStone
- Exterior Features
- BalconyHot TubStone WallFrench DoorsUnderground SprinklerPatio
- Lot Description
- Some WetlandsClearedProfessionally LandscapedHistoric District
Listing & Financials
- Property Taxes
- $72,165 / Annually
- Days on Market
- 0
- MLS #
- 24200591
- MLS Status
- Coming Soon
Similar Properties
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Co-Listed By
Andrew Whiteley
Brown Harris Stevens
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/20/2026. 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 8/20/2026 at 5:25 PM UTC.