38 Woodland Street
Simsbury, Connecticut 06070
- Beds
- 3
- Baths
- 1
- SqFt
- 936
- Acres
- 0.12
- Year Built
- 1927
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
- 39 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 936 sq ft
- Lot Size
- 0.12 acres
- Garage / Parking
- 2 total
- Property Taxes
- $4,952 / Annually
Market Snapshot
The Simsbury Market
Single Family · trailing 12 months
Active Listings
17
55 under contract
Median List Price
$710,000
17 active listings
Median Closed Price
$577,500
250 sales
Median Days on Market
31
17 active listings
Median $ / Sq Ft
$220
17 active listings
Sale-to-List Ratio
107.2%
250 sales
How this home compares
List Price
$259,000
vs $710,000 median
63.5% below median
Price / Sq Ft
$277
vs $220 median
25.9% above median
Days on Market
39 days
vs 31 days median
8 days longer than median
Based on 17 active and 250 closed sales (trailing 12 mo) of single family in Simsbury. Source: SmartMLS · As of July 28, 2026.
Location
38 Woodland Street, Simsbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,321
- Property Taxes$413
- 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
- $4,952 / Annually
- Days on Market
- 39
- MLS #
- 24182137
- MLS Status
- Active
Similar Properties
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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 7/28/2026. 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 7/28/2026 at 8:01 AM UTC.