32 Gilbert Hill Rd

Chester, CT 06412

$952,397
Last Sold Price
3
Beds
3,788 Sq. Ft.
$251 / Sq. Ft.
3,788
Sq. Ft.
$251
per Sq. Ft.
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Closed 7/10/25
Closed 7/10/25

Description

Welcome to a one-of-a-kind estate where history meets modern comfort - located within walking distance to Chester's charming downtown area. Built in 1986, this home was crafted using materials from a 1740 barn that were relocated to the stunning 5.31-acre rocky hillside it occupies today. The original timbers frame a breathtaking residence, blending rustic character with a contemporary and elegant design. Step inside to the open-concept kitchen and living area, where 12-ft glass French Doors fill...Welcome to a one-of-a-kind estate where history meets modern comfort - located within walking distance to Chester's charming downtown area. Built in 1986, this home was crafted using materials from a 1740 barn that were relocated to the stunning 5.31-acre rocky hillside it occupies today. The original timbers frame a breathtaking residence, blending rustic character with a contemporary and elegant design. Step inside to the open-concept kitchen and living area, where 12-ft glass French Doors fill every corner with natural light. The loft above, nestled within exposed beams, offers a bedroom and versatile space. The main floor features a spacious walk-in pantry, a study/sitting room with floor-to-ceiling shelves, and a primary bedroom retreat with cashmere-lined walls and 40-ft ensuite bathroom and laundry room. The lower level includes a bedroom and large area ready to be finished into extra living space if desired. Venture further down to discover the wine cellar and the unique 'Rock Room' showcasing the natural quarry beneath the home. Outside, the large deck and patio provides sweeping views of the park like setting - framed by stone walls, lush gardens, and fruit trees. More highlights include a 2 car garage, shed, whole house generator, and foundation with utilities ready for a greenhouse, workshop, or other use. A valuable land strip offers potential for a 2nd driveway or subdivision. Don't miss this remarkable home with a story to tell - your next chapter starts here!

Property Details for 32 Gilbert Hill Road

Basement Description
Full, Heated, Storage, Cooled, Interior Access, Partially Finished, Liveable Space
Direct Waterfront
No
Expected Active Date
04-30-2025
Garages Number
2
Neighborhood
Wig Hill
Style
Contemporary
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 07/10/2025 08:17 PM

Property Details for 32 Gilbert Hill Road

StatusClosed
MLS #24091259
Days on Market36
Taxes$16,499 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1986
Lot Size5.31 AC / 231,303 SF
CountyMiddlesex County
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Location

Listing Courtesy of Exclusive Properties, Stephen Quesnel

Sold By William Pitt Sotheby's Int'l, Jodi Strycharz

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Building Information for 32 Gilbert Hill Road

Stories-Year Built1986Building Size-Lot Size5.31 AC / 231,303 SF

Payment Calculator

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$6,017 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,642

Property Taxes

$1,375

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 32 Gilbert Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: At end of street in cul-de-sac. Look for sign with "32" on it and pull down the long driveway
  • Elementary School: Chester
  • High School: Per Board of Ed
  • Latitude: 41.394843
  • Longitude: -72.44452
  • Neighborhood Amenities: Park, Playground/Tot Lot
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $16,499
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Deck, Gutters, Garden Area, Stone Wall, French Doors, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Laundry Room Info: Lower Level, Main Level
  • Laundry Room Location: 2 Laundry Hookups on Main + Lower Floor
  • Rooms Additional: Laundry Room, Wine Cellar
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Kitchen
Room 2
  • Room Entry Order: 10
  • Room Level: Lower
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Level: Main
  • Room Type: Full Bath
Room 4
  • Room Entry Order: 12
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 5
  • Listing Key: 33C8FA6096C96AD2E0631401100ABE92
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Living Room
Room 6
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Dining Room
Room 7
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Library
Room 8
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Primary BR Suite
Room 9
  • Listing Key: 33C8FA6096C96AD2E0631401100ABE92
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Primary Bath
Room 10
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Full Bath
Room 12
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Loft
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1986
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: 3788 Sq Ft of Living Area
  • Living Area SQFT Per Public Records: 3788
Lot Information
  • Lot Description: Secluded, Lightly Wooded, On Cul-De-Sac, Professionally Landscaped, Open Lot
  • Parcel Number: 940147
  • Sq Ft Est Heated Above Grade: 3788.0
  • Sq Ft Total: 3788.0
  • Zoning: R-5
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, 65 Gallon Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 32 Gilbert Hill Road

DateEvent & SourcePriceAppreciation
Jul 10, 2025

Closed (Public Record)

Public Record #1905303543

$952,397

+4.3% / yr

Jan 23, 2015

Closed (Public Record)

Public Record #488342873

$611,000

-3.8% / yr

Aug 25, 2003

Closed (Public Record)

Public Record #127659326

$950,000—
Aug 25, 2003

Closed (Public Record)

Public Record #127659326

$950,000—
DateEvent & SourcePrice
07/10/2025

Closed (Public Record)

Public Record #1905303543

$952,397

+4.3% / yr

01/23/2015

Closed (Public Record)

Public Record #488342873

$611,000

-3.8% / yr

08/25/2003

Closed (Public Record)

Public Record #127659326

$950,000
08/25/2003

Closed (Public Record)

Public Record #127659326

$950,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 32 Gilbert Hill Road

Taxable ValueLand$133,420Additions$475,860Total$609,280
Tax Record2024$16,499 ($1,375 / month)
Home Facts
Beds2Baths3Total Finished SqFt3,788 SqFtAbove Grade Finished SqFt3,788 SqFtUnfinished Basement SqFt1,668 SqFtStories2Lot Size231,304 SqFtStyleSingle Family ResidenceYear Built1986Year Renovated2003ZoningR-5CountyMIDDLESEXAPNCSTR M:15 B:133Fireplace TypeHas Fireplace

Schools near 32 Gilbert Hill Road

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Chester Elementary School
Public - K to 6
John Winthrop Middle School
Public - 6 to 8
Valley Regional High School
Public - 9 to 12
Mt Saint John
Private - 9 to 12
Rating
School
Distance
Chester Elementary School
PublicK to 6

John Winthrop Middle School
Public6 to 8

Valley Regional High School
Public9 to 12

Mt Saint John
Private9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Exclusive Properties, Stephen Quesnel

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.