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.
Sold for $593,000
$593,000
18 Chestnut Hill Road, Simsbury, CT 06092
4beds
2,636sqft
Single Family Residence
Built in 1968
0.78 Acres Lot
$605,400 Zestimate®
$225/sqft
$3,708 Estimated rent
Home value
$605,400
$551,000 - $666,000
$3,708/mo
Zestimate® history
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: October 14, 2025 at 07:02pm
Listed by:
Jennifer Petron and Karen Mendes Team,
Karen B. Mendes 860-944-8585,
Berkshire Hathaway NE Prop. 860-658-1981,
Co-Listing Agent: Jennifer Petron 860-558-1880,
Berkshire Hathaway NE Prop.
Bought with:
Amber Fischer, RES.0809615
Lewis Real Estate Services
Source: Smart MLS,MLS#: 24107050
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), Full Bath, Walk-In Closet(s)
- Level: Main
Bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Main
Bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Lower
Dining room
- Features: Fireplace, Hardwood Floor
- Level: Main
Family room
- Features: Dry Bar, Gas Log Fireplace, Wall/Wall Carpet
- Level: Lower
Kitchen
- Features: Remodeled, Sliders
- Level: Main
Living room
- Features: Built-in Features, Fireplace, Hardwood Floor
- Level: Main
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Water Heater
- Laundry: Lower Level, Mud Room
Features
- Windows: Thermopane Windows
- Basement: Full
- Attic: Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 2,636
- Total interior livable area: 2,636 sqft
- Finished area above ground: 1,832
- Finished area below ground: 804
Property
Parking
- Total spaces: 2
- Parking features: Attached, Driveway, Garage Door Opener, Paved
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Wrap Around
- Exterior features: Fruit Trees, Rain Gutters, Garden, Lighting
Lot
- Size: 0.78 Acres
- Features: Few Trees
Details
- Additional structures: Shed(s)
- Parcel number: 700975
- Zoning: R40OS
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter, Raised
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1968
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Underground Utilities, Cable Available
Green energy
- Energy efficient items: Windows
Community & neighborhood
Community
- Community features: Golf, Health Club, Library, Medical Facilities, Park, Playground, Private School(s), Tennis Court(s)
Location
- Region: West Simsbury
- Subdivision: West Simsbury
Price history
| Date | Event | Price |
|---|---|---|
| 8/22/2025 | Sold | $593,000+8%$225/sqft |
Source:  Smart MLS #24107050 Report a problem | ||
| 8/22/2025 | Pending sale | $549,000$208/sqft |
Source: Smart MLS #24107050 Report a problem | ||
| 7/18/2025 | Contingent | $549,000$208/sqft |
Source:  Berkshire Hathaway HomeServices New England Properties #24107050 Report a problem | ||
| 7/12/2025 | Listed for sale | $549,000+65.1%$208/sqft |
Source: Smart MLS #24107050 Report a problem | ||
| 11/30/2020 | Sold | $332,500-2.2%$126/sqft |
Source: Smart MLS #170351014 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,888 +2.5% | $260,190 |
| 2024 | $8,667 +4.7% | $260,190 |
| 2023 | $8,279 +0.9% | $260,190 +22.5% |
Find assessor info on the county website
Neighborhood: West Simsbury
Nearby schools
GreatSchools rating
- 8/10Tootin' Hills SchoolGrades: K-6Distance: 1 mi
- 7/10Henry James Memorial SchoolGrades: 7-8Distance: 3.6 mi
- 10/10Simsbury High SchoolGrades: 9-12Distance: 2.8 mi
Schools provided by the listing agent
- Elementary: Tootin' Hills
- Middle: Henry James
- High: Simsbury
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Hartford County
- Simsbury
- 06092
- West Simsbury
- 18 Chestnut Hill Road