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84 Fair Street

Guilford, Connecticut 06437

COMING SOON - NEW$1,125,000
Beds
4
Baths
2 | 1
SqFt
2,254
Acres
0.61
Year Built
1856
Matt Caiola

Matt Caiola

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1-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,389

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Kirsten Adams

(203) 500-4000

William Pitt Sotheby's Int'l

(203) 245-6700

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.