Skip to main content

4 Lenora Drive

Simsbury, Connecticut 06092

PENDING$584,000

Reduced from $599,000

Beds
4
Baths
2 | 1
SqFt
2,742
Acres
2.59
Year Built
1970
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage2 FireplacesPrice Reduced

About This Home

Welcome to 4 Lenora Drive, a beautifully maintained Colonial nestled on 2.59 picturesque acres in one of West Simsbury's most sought-after neighborhoods. Located in the highly regarded Squadron Line School district, this 4-bedroom, 2.5-bath home offers the perfect blend of privacy, comfort, and convenience. Step inside and you'll immediately appreciate the warm, inviting atmosphere, gleaming hardwood floors, and open floor plan that's perfect for family time and entertaining. The kitchen features stainless steel appliances, a center island, and flows seamlessly into the spacious family room. Step outside to the deck overlooking the beautifully landscaped backyard, an ideal setting for relaxing or hosting friends. The finished walkout lower level provides valuable bonus space for a family room, home office, gym, or playroom, while two wood-burning stoves add warmth, charm, and help keep heating costs down. Thoughtfully updated over the years, the home features almost all new windows (2019-2022), a newer roof (2017), an invisible fence, and has been well maintained mechanically and structurally, offering peace of mind for its next owners. Enjoy easy access to hiking and biking trails, Stratton Brook State Park, Simsbury Farms Golf Course and Recreation Center, along with Simsbury's vibrant downtown filled with local shops and restaurants. ALERT: back on market because Buyer had Hubbard unable to release. Passed inspections. Ready for new buyer!

Key Facts

City/Town
Simsbury
Neighborhood
West Simsbury
Property / Style
Single Family · Colonial
Year Built
1970
Days on Market
75 days
Beds
4
Baths
2 full · 1 half
Living Area
2,742 sq ft
Lot Size
2.59 acres
Garage / Parking
2 garage
Property Taxes
$10,349 / Annually

Market Snapshot

The Simsbury Market

Single Family · trailing 12 months

Median Days on Market

40

26 active listings

Median $ / Sq Ft

$249

26 active listings

Sale-to-List Ratio

107.8%

260 sales

How this home compares

List Price

$584,000

vs $577,000 median

In line with median

Price / Sq Ft

$213

vs $249 median

14.5% below median

Days on Market

75 days

vs 40 days median

35 days longer than median

Based on 26 active and 260 closed sales (trailing 12 mo) of single family in Simsbury. Source: SmartMLS · As of October 29, 2026.

Location

4 Lenora Drive, Simsbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,266

per month

  • Principal & Interest$3,209
  • Property Taxes$862
  • Insurance$195
  • 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
1970
New Construction
No/Resale
Living Area
2,742 sq ft
Below Grade
494 sq ft

Schools

Elementary
Per Board of Ed
High
Simsbury

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryer
Basement
FullStorageGarage AccessInterior AccessPartially FinishedLiveable Space
Interior Features
Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan

Exterior & Lot

Lot Size
2.59 acres
Zoning
R-80
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Wood
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckGutters
Lot Description
Lightly WoodedLevel LotSloping Lot

Listing & Financials

Property Taxes
$10,349 / Annually
Days on Market
75
MLS #
24198173
MLS Status
Under Contract
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Kevin Rockoff

Rockoff Realty

(860) 882-9598

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/29/2026. 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 10/29/2026 at 12:10 AM UTC.