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168 Union Street

Guilford, Connecticut 06437

PENDING$969,000
Beds
4
Baths
2 | 1
SqFt
2,226
Acres
0.26
Year Built
1915
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage

About This Home

Rarely does a home of this caliber, offering both historical soul and "down-to-the-studs" modern luxury, hit the market in the heart of Guilford. 168 Union Street has been masterfully reimagined and completely renovated, offering a turn-key lifestyle where every detail has been addressed. From the newer roof, siding, and energy-efficient windows to the updated septic system, this home provides total peace of mind. Step inside to a bright, airy floor plan featuring a stunning designer kitchen, chic new bathrooms, and gleaming finishes throughout. The layout includes 4 spacious bedrooms, a dedicated home office perfect for remote work, and a seamless flow between the living and dining areas. Outside, the new stone patio serves as a private sanctuary, complete with bistro lighting and views of the sprawling lawn and a magnificent, renovated "post and beam" barn. This versatile structure features an upper level and is already equipped with electricity and a water conduit (ready for final hook-up)-offering incredible potential for a professional studio, workshop, or hobby space. A Unique Opportunity for the Visionary Buyer: 168 Union Street is being offered individually or in conjunction with the adjacent property, 208 Boston Street. Purchased together, these properties offer a rare chance to own a multi-generational family "compound," a live/work investment setup, or a primary residence with a high-end rental property next door. Whether you are looking for a luxury single-fam

Key Facts

City/Town
Guilford
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1915
Days on Market
61 days
Beds
4
Baths
2 full · 1 half
Living Area
2,226 sq ft
Lot Size
0.26 acres
Garage / Parking
2 garage
Property Taxes
$7,806 / Annually

Market Snapshot

The Guilford Market

Single Family · trailing 12 months

Median Days on Market

47

37 active listings

Median $ / Sq Ft

$352

37 active listings

Sale-to-List Ratio

100.8%

224 sales

How this home compares

List Price

$969,000

vs $929,000 median

In line with median

Price / Sq Ft

$435

vs $352 median

23.6% above median

Days on Market

61 days

vs 47 days median

14 days longer than median

Based on 37 active and 224 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of July 28, 2026.

Location

168 Union Street, Guilford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,915

per month

  • Principal & Interest$4,941
  • Property Taxes$651
  • Insurance$323
  • 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
Cape Cod
Year Built
1915
New Construction
No/Resale
Living Area
2,226 sq ft

Schools

Elementary
Calvin Leete
Middle
Baldwin
High
Guilford

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Laundry
Upper Level
Appliances
Gas RangeMicrowaveRefrigeratorDishwasherWasherDryerWine Chiller
Basement
PartialUnfinished

Exterior & Lot

Lot Size
0.26 acres
Zoning
R-3
Garage / Parking
2 garage spacesBarnDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Construction
Cement Block
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
SidewalkBarnPatio
Lot Description
Fence - PartialLevel Lot

Listing & Financials

Property Taxes
$7,806 / Annually
Days on Market
61
MLS #
24179116
MLS Status
Under Contract

Similar Properties

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

Listed By

Jules G Etes

(203) 687-6997

William Pitt Sotheby's Int'l

(203) 453-2533

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.