Skip to main content

43 Chestnut Grove

Guilford, Connecticut 06437

PENDING$1,200,000
Beds
5
Baths
4 | 2
SqFt
6,610
Acres
1.78
Year Built
2005
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
3-Car Garage1 Fireplace

About This Home

43 Chestnut Grove.. offering approx. 6,700 sq ft with a prime location on a cul-de-sac street w/ 1.78 acres features a beautiful 2-story covered front entry featuring an arched opening, columns & woodwork/moldings throughout along with beautiful inlaid hardwood floors. At the heart of the home, the expansive great room features a gas fireplace & an impressive entertainment space complete with a wet bar. This area is open to the 2nd-floor balcony, creating a bright & airy atmosphere. Just off the great room is a sun-filled bonus room surrounded by windows with direct access to the backyard. The main entertaining space flows effortlessly into the dining area & open-concept kitchen. The kitchen is equipped with high-end appliances, including Viking/Thermador, along with custom cabinetry, granite countertops, a walk-in pantry & a large center island with seating. Completing the main level, the home wraps back toward the front, where French doors lead to a dedicated home office, and also your sitting room and or formal dining room or formal living room. The 2nd floor offers a spacious laundry room with cabinetry & sink. The primary suite features cathedral ceilings, a walk-in closet & en-suite bath with dual sinks, a soaking tub & walk-in shower. Another bedroom includes its own en-suite bath & walk-in closet, with hallway access. 2 more bedrooms share a Jack-and-Jill bathroom, while a 2nd primary suite offers yet another en-suite bath with dual sinks & a walk-in closet. A walk-up

Key Facts

City/Town
Guilford
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2005
Days on Market
67 days
Beds
5
Baths
4 full · 2 half
Living Area
6,610 sq ft
Lot Size
1.78 acres
Garage / Parking
3 garage
Property Taxes
$19,841 / Annually

Market Snapshot

The Guilford Market

Single Family · trailing 12 months

Median Days on Market

51

36 active listings

Median $ / Sq Ft

$355

36 active listings

Sale-to-List Ratio

100.8%

224 sales

How this home compares

List Price

$1.20M

vs $959,000 median

25.1% above median

Price / Sq Ft

$182

vs $355 median

48.7% below median

Days on Market

67 days

vs 51 days median

16 days longer than median

Based on 36 active and 224 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of July 28, 2026.

Location

43 Chestnut Grove, Guilford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$8,171

per month

  • Principal & Interest$6,118
  • Property Taxes$1,653
  • Insurance$400
  • 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
2005
New Construction
No/Resale
Living Area
6,610 sq ft
Below Grade
1,900 sq ft

Schools

Elementary
A. W. Cox
Middle
Baldwin
High
Guilford

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Laundry Location
2nd floor dedicated laundry room
Appliances
Gas RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullHeatedFully FinishedWalk-outLiveable SpaceFull With Walk-Out
In-Law Apartment
PossibleLower LevelSeparate Entry
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor Plan
Additional Rooms
Bonus RoomFoyerLaundry Room

Exterior & Lot

Lot Size
1.78 acres
Zoning
OSD
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Color
beige
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Lightly WoodedLevel LotOn Cul-De-Sac

Listing & Financials

Property Taxes
$19,841 / Annually
Days on Market
67
MLS #
24153131
MLS Status
Under Contract - Continue to Show
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Lauren Freedman

(203) 889-8336

Coldwell Banker Realty

(203) 481-4571

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 7:50 AM UTC.