18 Chestnut Hill Road

Closed 8/22/25
Closed 8/22/25
Gallery Image 1
Sold
Last Sold Price
$593,000
4 beds2,636 sqft$225/sqft
18 Chestnut Hill Rd, Simsbury, CT 06092
Single FamilyProperty Type
0.78 acresLot Size
1968Year Built
$225/sq ftPrice per sq ft
2 carsParking Spaces

Description

Welcome to 18 Chestnut Hill Road, where charm, updates, and outdoor beauty come together in a truly special West Simsbury setting. This 4-bedroom, 2.1-bath home offers 2,626 square feet of living space & thoughtful upgrades throughout. Step inside to a bright living room w/ brand-new picture windows (2024) and a double-sided wood-burning fireplace that flows into the dining area. The remodeled kitchen features natural gas cooking, stainless steel appliances, & a lovely eat-in area w/ sliders to the...Welcome to 18 Chestnut Hill Road, where charm, updates, and outdoor beauty come together in a truly special West Simsbury setting. This 4-bedroom, 2.1-bath home offers 2,626 square feet of living space & thoughtful upgrades throughout. Step inside to a bright living room w/ brand-new picture windows (2024) and a double-sided wood-burning fireplace that flows into the dining area. The remodeled kitchen features natural gas cooking, stainless steel appliances, & a lovely eat-in area w/ sliders to the beautiful composite deck (2019). The spacious primary suite includes a remodeled bath & large walk-in closet. Three additional bedrooms-two on the main level & one on the garden level--offer flexibility for any lifestyle. Relax and unwind in the family room anchored by a stunning oak gas fireplace (2021) and featuring a custom bar area. Just off the family room is a mudroom w/ direct walkout access to the fenced backyard area- ideal for letting pets out with ease. Outside, the setting is something special. The newer composite deck creates the ideal space for grilling, relaxing, and entertaining. The fenced area is beautifully landscaped with flowering gardens and fruit trees, a firepit, a peaceful koi pond, and a greenhouse ready for year-round growing. The yard connects directly to the Farmington River Trail, providing instant access to scenic paths for walking, jogging, or biking right from your backyard. Sought-after Mountain Farms neighborhood & Tootin' Hills school district.
  • Listed by: Karen B Mendes 860.944.8585 karenmendes@bhhsne.com • Berkshire Hathaway NE Prop.
  • Listed by: Jennifer S Petron 860.658.1981 jenandkaren@bhhsne.com • Berkshire Hathaway NE Prop.
Listing closed: 08/22/2025 12:00 AM • Source: SMARTMLS, MLS#: 24107050

Recent comparable sales

Median sold price

$640,000

Avg days on market

5

Sale-to-list ratio

114.4%

Simsbury, CT

9 comparable properties found

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1

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6 Stockade Road, Simsbury, CT 06092

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39 Chestnut Hill Road, Simsbury, CT 06092

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34 Rocklyn Drive, Simsbury, CT 06092

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33 Chestnut Hill Road, Simsbury, CT 06092

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Location

Listing Courtesy of Berkshire Hathaway NE Prop., Karen B Mendes; Berkshire Hathaway NE Prop., Jennifer S Petron

Sold By Lewis Real Estate Services, Amber Fischer

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Property Taxes

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Property Information for 18 Chestnut Hill Road

Property Details
  • Taxes: $8,888 / year
  • MLS Type: Residential
  • County: Hartford County
  • Basement Description: Full
  • Direct Waterfront: No
  • Expected Active Date: 07-12-2025
  • Garages Number: 2
  • Neighborhood: West Simsbury
  • Style: Raised Ranch
  • Garage Parking Info: Attached Garage, Driveway
  • Swimming Pool: No
  • Expected On Market Date: 07-12-2025
Building Information
  • Year Built: 1968
  • Lot Size: 0.78 AC / 33,976 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: West Mountain Rd to Chestnut Hill
  • Elementary School: Tootin' Hills
  • High School: Simsbury
  • Latitude: 41.846465
  • Longitude: -72.863993
  • Middle Jr High School: Henry James
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Private School(s), Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 2
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,888
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, Shed, Fruit Trees, Wrap Around Deck, Gutters, Garden Area, Lighting
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Laundry Room Info: Lower Level
  • Laundry Room Location: Separate laundry area off family room
  • Rooms Additional: Mud Room
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Remodeled,Sliders
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 3
  • Room Entry Order: 3
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 4
  • Room Features: Ceiling Fan,Full Bath,Walk-In Closet
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: 386A2E1E43B75457E063E201100A0909
  • Room Entry Order: 5
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Features: Dry Bar,Gas Log Fireplace,Wall/Wall Carpet
  • Room Level: Lower
  • Room Type: Family Room
Room 8
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Lower
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Paved
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1968
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level
  • In Law Apartment: Possible
  • Sq Ft Est Heated Below Grade: 804
  • Living Area SQFT Per Public Records: 1832
Lot Information
  • Lot Description: Lightly Wooded
  • Parcel Number: 700975
  • Sq Ft Est Heated Above Grade: 1832.0
  • Sq Ft Total: 2636.0
  • Zoning: R40OS
Utilities
  • Energy Features: Thermopane Windows
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: 50 Gallon Tank
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 18 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Aug 18, 2025

Closed (Public Record)

Public Record #1911643342

$593,000

+13.0% / yr

Nov 23, 2020

Closed (Public Record)

Public Record #685008568

$332,500

-0.1% / yr

May 23, 2005

Closed (Public Record)

Public Record #161000196

$340,000—
DateEvent & SourcePrice
08/18/2025

Closed (Public Record)

Public Record #1911643342

$593,000

+13.0% / yr

11/23/2020

Closed (Public Record)

Public Record #685008568

$332,500

-0.1% / yr

05/23/2005

Closed (Public Record)

Public Record #161000196

$340,000

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

Public Records for 18 Chestnut Hill Road

Taxable ValueLand$81,480Additions$178,710Total$260,190
Tax Record2025$8,888 ($741 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt1,832 SqFtAbove Grade Finished SqFt1,832 SqFtUnfinished Basement SqFt961 SqFtStories1Lot Size33,977 SqFtStyleSingle Family ResidenceYear Built1968Year Renovated1993ZoningR40OSCountyCAPITOLAPNSIMS M:B15 B:303 L:166

Schools near 18 Chestnut Hill Road

This home is within Simsbury School District.
Rating
School
Type
Grades
Distance
Tootin' Hills School
Public - K to 6
Henry James Memorial School
Public - 7 to 8
Simsbury High School
Public - 9 to 12
The Master's School
Private - PK to 12
Rating
School
Distance
Tootin' Hills School
PublicK to 6

Henry James Memorial School
Public7 to 8

Simsbury High School
Public9 to 12

The Master's School
PrivatePK 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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 18 Chestnut Hill Road, Simsbury, CT 06092
$593,000
4
2,636
33,976
4 Watch Hill Lane, West Simsbury, CT 06092
$427,000
4
2.5
2,024
36,590
6 Watch Hill Lane, West Simsbury, CT 06092
$217,500
3
2.5
1,838
36,155
8 Watch Hill Lane, Simsbury, CT 06092
$325,000
3
2,128
33,541
19 Chestnut Hill Road, Simsbury, CT 06092
$349,000
4
2,384
31,363
23 Chestnut Hill Road, Simsbury, CT 06092
$225,000
3
2,480
34,848

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Listing Courtesy of Berkshire Hathaway NE Prop., Karen B Mendes; Berkshire Hathaway NE Prop., Jennifer S Petron

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.