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147 Boston Street

Guilford, Connecticut 06437

ACTIVE$1,399,000

Reduced from $1,595,000

Beds
4
Baths
2 | 2
SqFt
2,966
Acres
0.95
Year Built
1755
Matt Caiola

Matt Caiola

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2-Car Garage5 FireplacesPrice Reduced

About This Home

Discover the vibrant energy of the historic town green just outside your doorstep. The inviting sidewalk guides you to the lively center, only 600 yards away. There, you'll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to enjoy. Join in the community spirit at concerts and local events, and explore the area's rich history and character-all while residing on a spacious, nearly one-acre lot that offers a peaceful, private atmosphere. Experience the perfect fusion of timeless distinction and modern elegance in this well-maintained home, where original architectural craftsmanship has been beautifully preserved, and recent updates have brought a fresh, stylish feel to the space. Inside, you'll discover an inviting and versatile residence with numerous unique features that make this property truly one-of-a-kind. Enjoy the warm ambiance created by wide plank wood floors, original woodwork, exposed beams, and multiple fireplaces across the family room, living room, dining area, and primary bedroom. The home features 4+ bedrooms, thoughtfully arranged across two levels for privacy and comfort. Two hall-accessed bathrooms-one with a tub and one with a shower-occupy the second floor, both easily accessible from the hallway. The updated kitchen is an entertainer's dream, featuring leathered granite counters, a Subzero refrigerator, and an LG gas stove.

Key Facts

City/Town
Guilford
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1755
Days on Market
152 days
Beds
4
Baths
2 full · 2 half
Living Area
2,966 sq ft
Lot Size
0.95 acres
Garage / Parking
2 garage · 8 total
Property Taxes
$15,670 / 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

$1.40M

vs $929,000 median

50.6% above median

Price / Sq Ft

$472

vs $352 median

34.1% above median

Days on Market

152 days

vs 47 days median

105 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

147 Boston Street, Guilford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$8,905

per month

  • Principal & Interest$7,133
  • Property Taxes$1,306
  • Insurance$466
  • 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
Colonial
Year Built
1755
New Construction
No/Resale
Living Area
2,966 sq ft

Schools

Elementary
Calvin Leete
Middle
Baldwin
High
Guilford

Interior

Heating
BaseboardHot Water
Heat Fuel
Natural GasPropaneSolar
Cooling
Ceiling FansWindow Unit
Fireplaces
5
Laundry
Main Level
Appliances
Oven/RangeSubzeroDishwasherWasherDryer
Basement
FullUnfinishedFull With Hatchway
In-Law Apartment
PossibleDetached
Additional Rooms
Sitting Room

Exterior & Lot

Lot Size
0.95 acres
Zoning
R-3
Garage / Parking
2 garage spaces8 total parking spacesDetached GarageDrivewayPrivateCrushed StoneGravel
Waterfront Details
Beach RightsAccess
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Construction
Clapboard
Roof
Slate
Foundation
ConcreteMasonry
Exterior Features
ShedCabanaLightingPaddock
Lot Description
Level Lot

Listing & Financials

Property Taxes
$15,670 / Annually
Days on Market
152
MLS #
24155372
MLS Status
Active

Similar Properties

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

Listed By

Vicky Welch

(203) 215-4990

William Raveis Real Estate

(203) 433-4387

Co-Listed By

Steve Sinapis

William Raveis Real Estate

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.