168 Union Street
Guilford, Connecticut 06437
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,226
- Acres
- 0.26
- Year Built
- 1915
- 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
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
Active Listings
37
39 under contract
Median List Price
$929,000
37 active listings
Median Closed Price
$657,500
224 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.