79 Highridge Road
Simsbury, Connecticut 06092
- Beds
- 5
- Baths
- 5 | 2
- SqFt
- 6,421
- Acres
- 4.00
- Year Built
- 1999
- Neighborhood
- West Simsbury
- Property Type
- Single Family

Matt Caiola
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About This Home
Set high atop the sought-after West Simsbury ridgeline, this stunning country estate is privately nestled on four acres of sweeping, picturesque landscape. Meticulously updated & artfully curated by its owners in collaboration with renowned NYC designers, the home represents the epitome of refined living. Set back from the road and graced by manicured grounds and a classic stone wall, this welcoming retreat offers both serenity and style. A stately porte-cochere beckons for what lies beyond...an expansive backyard & sparkling in-ground pool grace the sprawling lawn. Sun-drenched interiors, thoughtfully designed living spaces, & exquisite finishes throughout create an atmosphere that is inviting and impressive. Whether hosting intimate gatherings or large-scale entertainment, the home flows effortlessly from room to room and out to expansive outdoor spaces designed to take advantage of the breathtaking surroundings. Inside, the home impresses with a grand great room anchored by a striking stone fireplace, while an upper-level wrap-around library overlooks the space, adding both drama & sophistication. The main staircase leads to a luxurious 2nd-floor primary suite complete with its own fireplace, a spa-like bath, & private balcony. Additional bedrooms are all en-suite, offering comfort & privacy, and are complemented by a generous study/game room. The lower level boasts a 300 bottle temperature-controlled wine cellar, game space & gym space. 2 laundries, generator, ext shower.
Key Facts
- City/Town
- Simsbury
- Neighborhood
- West Simsbury
- Property / Style
- Single Family · Colonial
- Year Built
- 1999
- Days on Market
- 48 days
- Beds
- 5
- Baths
- 5 full · 2 half
- Living Area
- 6,421 sq ft
- Lot Size
- 4.00 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $39,154 / Annually
Market Snapshot
The Simsbury Market
Single Family · trailing 12 months
Active Listings
17
56 under contract
Median List Price
$710,000
17 active listings
Median Closed Price
$580,000
251 sales
Median Days on Market
28
17 active listings
Median $ / Sq Ft
$220
17 active listings
Sale-to-List Ratio
107.2%
251 sales
How this home compares
List Price
$1.75M
vs $710,000 median
2.5× the median
Price / Sq Ft
$273
vs $220 median
24.1% above median
Days on Market
48 days
vs 28 days median
20 days longer than median
Based on 17 active and 251 closed sales (trailing 12 mo) of single family in Simsbury. Source: SmartMLS · As of July 29, 2026.
Location
79 Highridge Road, Simsbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$8,923
- Property Taxes$3,263
- Insurance$583
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Simsbury
- Neighborhood
- West Simsbury
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1999
- New Construction
- No/Resale
- Living Area
- 6,421 sq ft
- Below Grade
- 500 sq ft
Schools
- Elementary
- Tootin' Hills
- High
- Simsbury
Interior
- Heating
- Hot Air
- Heat Fuel
- ElectricOilPropane
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main Level
- Laundry Location
- First & second floor laundry rooms
- Appliances
- Oven/RangeWall OvenMicrowaveRange HoodRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullHeatedPartially Finished
- Interior Features
- Auto Garage Door OpenerOpen Floor PlanSecurity System
- Additional Rooms
- Bonus RoomFoyerMud RoomSitting RoomWine Cellar
Exterior & Lot
- Lot Size
- 4.00 acres
- Zoning
- R-160
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedIn Ground Pool
- Construction
- ClapboardStone
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyShedPorchGarden AreaStone WallUnderground Sprinkler
- Lot Description
- Lightly WoodedLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $39,154 / Annually
- Days on Market
- 48
- MLS #
- 24183142
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 11:01 AM UTC.