84 Fair Street
Guilford, Connecticut 06437
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,254
- Acres
- 0.61
- Year Built
- 1856
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Historic 1856 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence offers a extraordinary blend of mid-19th-century character and seamless modern comfort-all just a single block from the historic Guilford Green. Inside, the distinctive eight-sided floor plan fills the home with exceptional natural light across a generous layout featuring a formal Living Room, dedicated Dining Room, and cozy Family Room. At the heart of the home is a chef-inspired, high-end custom Gulick Kitchen, beautifully appointed for both daily life and effortless entertaining. Modern infrastructure ensures year-round comfort with central air conditioning and natural gas heating. Set on a lovely, flat and fenced in .61-acre lot, the property includes a versatile detached garage providing flexible space perfect for a workshop, home studio, or bonus room. Step outside your front door to enjoy boutique shopping, fine dining, local events, and train access within minutes. A true piece of Guilford history upgraded for today's lifestyle.
Key Facts
- City/Town
- Guilford
- Neighborhood
- N/A
- Property / Style
- Single Family · Other
- Year Built
- 1856
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,254 sq ft
- Lot Size
- 0.61 acres
- Garage / Parking
- 1 garage · 6 total
- Property Taxes
- $14,417 / Annually
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
32
33 under contract
Median List Price
$1.03M
32 active listings
Median Closed Price
$660,000
225 sales
Median Days on Market
84
32 active listings
Median $ / Sq Ft
$379
32 active listings
Sale-to-List Ratio
100.9%
225 sales
How this home compares
List Price
$1.13M
vs $1.03M median
9.0% above median
Price / Sq Ft
$499
vs $379 median
31.7% above median
Days on Market
0 days
vs 84 days median
84 days fresher than median
Based on 32 active and 225 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of September 8, 2026.
Location
84 Fair Street, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$5,813
- Property Taxes$1,201
- Insurance$375
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Guilford
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Other
- Year Built
- 1856
- New Construction
- No/Resale
- Living Area
- 2,254 sq ft
Schools
- Elementary
- A. W. Cox
- Middle
- Baldwin
- High
- Guilford
Interior
- Heating
- BaseboardRadiator
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Cook TopWall OvenConvection OvenRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedStorageInterior AccessConcrete FloorFull With Hatchway
- Interior Features
- Cable - AvailableOpen Floor PlanSecurity System
Exterior & Lot
- Lot Size
- 0.61 acres
- Zoning
- R-1
- Garage / Parking
- 1 garage space6 total parking spacesDetached GarageDrivewayPrivateCrushed Stone
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Clapboard
- Color
- Grey
- Roof
- Other
- Foundation
- ConcreteMasonry
- Exterior Features
- SidewalkDeckGarden AreaPatio
- Lot Description
- Fence - FullDryLevel LotHistoric DistrictOpen Lot
Listing & Financials
- Property Taxes
- $14,417 / Annually
- Days on Market
- 0
- MLS #
- 24205158
- MLS Status
- Coming Soon
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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 9/8/2026. 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 9/8/2026 at 4:05 PM UTC.