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38 Woodland Street

Simsbury, Connecticut 06070

PENDING$259,000
Beds
3
Baths
1
SqFt
936
Acres
0.12
Year Built
1927
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Welcome to an exceptional opportunity in the heart of Simsbury Center! Perfectly situated on a quiet street just steps from downtown, this classic Colonial offers the ideal blend of convenience, charm, and potential. Enjoy walking distance to local shops, restaurants, Iron Horse Boulevard, the Simsbury Meadows Performing Arts Center, the Farmington Valley Greenway, and a wonderful playground. This 3-bedroom, 1-bath home features solid oak hardwood flooring throughout and has been thoughtfully updated with newer windows, roof, and furnace. The spacious kitchen offers abundant cabinetry and counter space, providing a great foundation for your personal updates and design ideas. Adjacent to the kitchen is a fully enclosed porch, creating versatile living space ideal for a home office, playroom, reading nook, or sunroom. The bright and inviting living room flows seamlessly from the kitchen, creating a comfortable layout for everyday living and entertaining. Outside, you'll find a large, level backyard complete with a patio-perfect for summer barbecues, outdoor gatherings, gardening, or simply relaxing in your own private outdoor space. Whether you're a first-time buyer, downsizing, or looking for a home, you can make your own, this property offers an unbeatable location and endless possibilities in one of Simsbury's most desirable neighborhoods.

Key Facts

City/Town
Simsbury
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1927
Days on Market
94 days
Beds
3
Baths
1 full
Living Area
936 sq ft
Lot Size
0.12 acres
Garage / Parking
2 total
Property Taxes
$5,074 / Annually

Market Snapshot

The Simsbury Market

Single Family · trailing 12 months

Median Days on Market

17

32 active listings

Median $ / Sq Ft

$265

32 active listings

Sale-to-List Ratio

107.2%

265 sales

How this home compares

List Price

$259,000

vs $579,900 median

55.3% below median

Price / Sq Ft

$277

vs $265 median

In line with median

Days on Market

94 days

vs 17 days median

77 days longer than median

Based on 32 active and 265 closed sales (trailing 12 mo) of single family in Simsbury. Source: SmartMLS · As of September 21, 2026.

Location

38 Woodland Street, Simsbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,881

per month

  • Principal & Interest$1,372
  • Property Taxes$423
  • Insurance$86
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Simsbury
Neighborhood
N/A
County
Hartford

Residence

Property Type
Single Family
Style
Colonial
Year Built
1927
New Construction
No/Resale
Living Area
936 sq ft

Schools

Elementary
Central
High
Simsbury

Interior

Heating
BaseboardRadiator
Heat Fuel
Oil
Cooling
Wall Unit
Laundry
Lower Level
Appliances
Oven/RangeRefrigeratorDishwasher
Basement
FullUnfinished
Interior Features
Cable - Available

Exterior & Lot

Lot Size
0.12 acres
Zoning
R-15
Garage / Parking
2 total parking spacesOff Street Parking
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Aluminum
Roof
Asphalt Shingle
Foundation
ConcreteStone
Lot Description
Level LotOn Cul-De-Sac

Listing & Financials

Property Taxes
$5,074 / Annually
Days on Market
94
MLS #
24182137
MLS Status
Under Contract

Similar Properties

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

Listed By

Steven Lucca

(860) 250-9126

LPT Realty - IConn Team

(877) 366-2213

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/21/2026. 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 9/21/2026 at 9:05 PM UTC.