29 Pilfershire Lane
Simsbury, Connecticut 06092
- Beds
- 6
- Baths
- 3 | 2
- SqFt
- 5,141
- Acres
- 5.00
- Year Built
- 1973
- Neighborhood
- West Simsbury
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Set against the elevated landscape of West Simsbury on 5 private acres, this distinguished residence captures sweeping views, abundant natural light, and a seamless connection to the outdoors. Tucked at the end of a quiet cul-de-sac, the home balances sophisticated entertaining with comfortable everyday living. Multiple decks, a balcony, and an expansive stone patio embrace the scenic setting and seasonal beauty throughout the year. The sun-filled kitchen and adjacent dining room open to the deck and three-season sunporch, creating a gracious indoor-outdoor flow that expands the living space and makes large-scale entertaining feel effortless. A dramatic bow window in the living room creates an idyllic place for morning coffee while enjoying the views. Upstairs, six bedrooms include an elegant primary suite with a walk-in closet, bespoke storage, and a remodeled bath offering a luxurious escape at the end of the day. A bright sitting room/office opens to a private balcony, while pocket doors connect to an adjoining bedroom for flexible use. The walkout lower level is designed for gathering, anchored by a substantial fieldstone fireplace, a full bar with seating, and direct access to the outdoor spaces. A gunite pool and stone fire pit complete the setting, perfect for summer afternoons and evenings beneath the stars. Thoughtfully designed and meticulously maintained, this remarkable home also features a new roof, new boiler, whole-house generator, and more.
Key Facts
- City/Town
- Simsbury
- Neighborhood
- West Simsbury
- Property / Style
- Single Family · Colonial
- Year Built
- 1973
- Days on Market
- 0 days
- Beds
- 6
- Baths
- 3 full · 2 half
- Living Area
- 5,141 sq ft
- Lot Size
- 5.00 acres
- Garage / Parking
- 2 garage · 5 total
- Property Taxes
- $23,155 / Annually
Market Snapshot
The Simsbury Market
Single Family · trailing 12 months
Active Listings
24
31 under contract
Median List Price
$549,950
24 active listings
Median Closed Price
$600,000
261 sales
Median Days on Market
29
24 active listings
Median $ / Sq Ft
$272
24 active listings
Sale-to-List Ratio
107.5%
261 sales
How this home compares
List Price
$1.15M
vs $549,950 median
2.1× the median
Price / Sq Ft
$224
vs $272 median
17.6% below median
Days on Market
0 days
vs 29 days median
29 days fresher than median
Based on 24 active and 261 closed sales (trailing 12 mo) of single family in Simsbury. Source: SmartMLS · As of September 7, 2026.
Location
29 Pilfershire Lane, Simsbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$5,943
- Property Taxes$1,930
- Insurance$383
- 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
- 1973
- New Construction
- No/Resale
- Living Area
- 5,141 sq ft
- Below Grade
- 1,106 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Upper Level
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullStorageInterior AccessPartially FinishedWalk-out
- Interior Features
- Audio SystemCable - AvailableOpen Floor PlanSecurity System
- Additional Rooms
- Exercise RoomFoyerMud Room
Exterior & Lot
- Lot Size
- 5.00 acres
- Zoning
- R-160
- Garage / Parking
- 2 garage spaces5 total parking spacesCarportAttached GarageOff Street ParkingUnpaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- GuniteIn Ground Pool
- Construction
- ShingleBrickWood
- Color
- Greige
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedLightingHot TubPatioBalconyShedPorchDeckStone WallUnderground Sprinkler
- Lot Description
- TreedSloping LotOn Cul-De-SacCleared
Listing & Financials
- Property Taxes
- $23,155 / Annually
- Days on Market
- 0
- MLS #
- 24204083
- MLS Status
- Coming Soon
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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 9/7/2026. 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 9/7/2026 at 8:55 PM UTC.