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79 Highridge Road

Simsbury, Connecticut 06092

PENDING$1,750,000
Beds
5
Baths
5 | 2
SqFt
6,421
Acres
4.00
Year Built
1999
Matt Caiola

Matt Caiola

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Wine CellarPool3-Car Garage4 Fireplaces

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

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

Property + 10 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$12,769

per 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

Similar Properties

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

Listed By

Katie French

(860) 977-3802

Coldwell Banker Realty

(860) 674-0300

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.