22-24 Woodland Street Simsbury, CT $ 585,000
22-24 Woodland Street
$ 585,000
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22-24 Woodland Street

Simsbury, CT, 06070
$ 585,000
Bedrooms5 Baths3.0 Sq 1,811

Monthly Estimate*

$ 3,694

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Multi-Family Home for sale in Simsbury, CT

for $585,000 with 5 bedrooms and 3 full baths. This 1,811 square foot home was built in 1920 on a lot size of 0.34.

A rare opportunity to own a distinctive two-family home combining Simsbury history, comfortable living, income potential, and an exceptional natural setting along Stratton Brook. Tucked away at the end of a quiet residential street yet remarkably convenient to the heart of Simsbury, 22-24 Woodland Street offers the privacy of a neighborhood setting with easy access to the shops, restaurants, library, recreation, trails, and the amenities of Simsbury Center. An original Ensign-Bickford home, the property is part of an important chapter in Simsbury's history. Ensign-Bickford constructed housing in this area for its employees as the company and surrounding community grew, and Woodland Street remains a tangible connection to the town's industrial heritage. Today, the property offers something equally compelling: two comfortable and distinct residences under one roof. Unit 22 features 3 bedrooms and 2 full baths, while Unit 24 offers 2 bedrooms and 1 full bath, providing a total of 5 bedrooms and 3 full baths. The units offer comfortable living spaces and kitchens with appliances, allowing each residence to function as a complete and independent home. Basement space provides additional utility and storage, including laundry facilities for each unit, while tankless hot-water systems enhance the property's functionality, and gas heat and hot water keep the utilities affordable. The versatility is outstanding. Create a multigenerational home where parents or extended family can live close to one another while still enjoying the independence and privacy of separate residences. Or take advantage of the property's established rental history and operate it as a traditional two-family investment property. The property has been home to long-term tenants, demonstrating its enduring appeal as a rental residence. Outside, the setting makes this property particularly memorable. A large yard provides space for gardening, recreation, and outdoor enjoyment; the current tenants have established gardens of their own, and the property enjoys frontage along Stratton Brook. A special area beside the brook provides a peaceful place to sit and relax, cast a fishing line, read a book, listen to the water or simply enjoy the surrounding natural beauty. It is an unexpected retreat just minutes from the center of town. The location adds another dimension to the lifestyle. Simsbury is renowned for its extensive opportunities for walking, hiking and bicycling, including the Farmington Canal Heritage Trail and Farmington River Trail network. The Farmington Canal Heritage Trail passes directly through downtown Simsbury and forms part of the larger East Coast Greenway. Whether heading out for a morning walk, an afternoon bicycle ride or exploring the area's parks and open spaces, outdoor recreation is an integral part of life here. At the same time, everyday conveniences are close at hand. Downtown Simsbury offers shopping, dining, the public library, community and cultural activities, parks and recreational opportunities, while the property's location provides convenient access to major routes and commuter transportation. It is an appealing combination-live on a quiet street beside a brook without giving up proximity to the center of town. With its 5 bedrooms, 3 full baths, appliances, laundry facilities, established rental history, generous grounds, Stratton Brook frontage, and historic Ensign-Bickford connection, 22-24 Woodland Street is much more than a conventional two-family property. With all this property has going for it, it ensures there will always be a market for these apartments.

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Multi-Family Active

Price

$ 585,000

Bedrooms

5

Full Bath

3

Property Type

Multi-Family

Taxes

$ 6,454

Style

Lot Size

0.34

Year Built

1920

Town/City

Simsbury

MLS | Web ID

24198047

Features
General
Zoning I-2
Neighborhood N/A
County Hartford
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 0.34
Directions Per GPS
High School Simsbury
City Simsbury
Elementary School Per Board of Ed
Sq Ft Total 1811
DOM 1
Year Built 1920
Style Units are Side-by-Side
Year Built Source Public Records
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Interior
Cooling System Ceiling Fans Window Unit
Total Number of Units 2
Total Rooms 12
Basement Description Full Full With Hatchway
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Exterior
Water Source Public Water Connected
Lot Description Lightly Wooded Level Lot On Cul-De-Sac
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* Excluded Features
List By
Mike Daly

Listing Agent

Berkshire Hathaway Ne Prop.

Broker

mikedaly@bhhsne.com

Email

Affordability Calculator

$4,232
Per Month
87%
13%
0%
Monthly Principal & Interest
$3,694
Monthly Property Taxes
$538
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2060286 Elementary School
899101 Middle School
Simsbury High School High School
Pricing History
DatePricePrice ChangeDescription
8/25/2026$585,000 Listed Price

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22-24 Woodland Street, Simsbury, CT, 06070 is a Multi-Family Home for sale at $585,000 with 1,811 sqft and a lot size of 0.34. 22-24 Woodland Street has 5 bedrooms, 3.0 baths, and was built in 1920. The property's zip code is 06070 which is in Simsbury, CT