Off Market Apr 2025 for $285K

$430,699

Est. refi paymentEst. refi $1,880/mo

•

1,519

sq ft

14 Straits Rd, Chester, CT 06412

About this home

**Incredible Opportunity Awaits!** Discover the potential of this charming three-bedroom colonial, ideally situated in the heart of Chester Village. With a new septic system, roof, and windows already installed, the groundwork is laid for your dream home. The interior is completely gutted down to the studs, offering a blank canvas for a full rehab or the perfect opportunity to build your own custom residence on this fantastic lot. Enjoy the serene sounds of a nearby waterfall from Upper Pond and take in the picturesque views of Jennings Pond. Just a short walk away, downtown Chester Village awaits, brimming with delightful farmers markets, restaurants, galleries, and unique shops. Centrally located just two hours from both New York City and Boston, and close to the Connecticut River, this property boasts an unbeatable location. Don't miss your chance to transform this house into your dream home or create a brand-new masterpiece in a stunning setting.

This home is the second oldest in Chester. It features 2 driveways: one on Straits Road and another with an easement for access to the rear of the property from Spring St. The barn, built in 1846, was originally the town's first schoolhouse and was relocated to this property in 1873. There are 2 wells on the property-an old well in front that is no longer in use, and a second well at the top of the driveway on the right side, which is currently in operation. The new septic is for a 3 bdrm house

Single-familyProperty Type

1702Year Built

0.85 acresLot Size

$284Est. Price/Sq.Ft.

Listed by Kelly Puorro • Puorro Realty Group

Listed by Brandon Puorro • Puorro Realty Group

Contact: Agent Attribution Contact: (860) 575-8666

Bought with Kelly Puorro • Puorro Realty Group

Source:Smart MLS #24082491

Redfin Estimate

$430,699

$146K since sold in April 2025$30K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20.6% lower than the average sale price ($542K) of 6 comparable homes.

SOLD JUN 22, 2026
$540,000
A
3 beds1.5 baths1,392 sq ft
177 Union St, Deep River, CT 06417
SOLD JAN 15, 2026
$780,000
B
3 beds2 baths1,772 sq ft
35 Maple St, Chester, CT 06412
SOLD APR 30, 2026
$410,000
C
2 beds1 bath1,470 sq ft
79 Middlesex Ave, Chester, CT 06412
SOLD APR 16, 2026
$426,000
D
3 beds1.5 baths2,012 sq ft
25 Union St, Deep River, CT 06417
SOLD AUG 14, 2026
$568,000
E
3 beds2 baths1,984 sq ft
365 Winthrop Rd, Deep River, CT 06417
SOLD FEB 26, 2026
$530,000
F
3 beds2.5 baths1,664 sq ft
131 Middlesex Ave, Chester, CT 06412

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Earn from this home

Sell

$181,892

Est. take-home

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Refinance

Est. cash available

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Rent

$2,182/mo

Redfin rental estimate

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Market trends in 06412, CT

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

103.9%

+2.4% MoM

Median sale price

$556K

$79K MoM

Avg. days on market

24d

11 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 46 MINS AGO
$2,995,000
4 beds5 baths4,926 sq ft
288 Middlesex Ave, Chester, CT 06412
$284,900
3 beds1 bath1,217 sq ft
92 Water St, Chester, CT 06412
$269,900
1 bed1 bath1,034 sq ft
90 Water St, Chester, CT 06412
See all

Provided by Redfin

Sale history for 14 Straits Rd

Date

Event

Price

Smart MLS #24082491

Apr 9, 2025

Sold

$285,000

$188/sq ft

Mar 26, 2025

Pending

—

Mar 22, 2025

Listed

$299,900

$197/sq ft

Smart MLS #170585105

Aug 28, 2023

Listing Removed

—

Jul 21, 2023

Listed

$299,900

$197/sq ft

Smart MLS #170340309

Oct 21, 2020

Sold

$230,000

$151/sq ft

Oct 1, 2020

Listed

$199,900

$132/sq ft

The second oldest home in Chester, circa 1702, sits at the corner of Straits Road and Spring Street on an idyllic .85 acre lot, just a short stroll to Chester Village. Originally part of a large farm, the property was deeded to the Leet family in 1836. The barn, built in 1846, was the towns first schoolhouse and moved to the farm in 1873. The property, surrounded by mature trees, features stunning stonework and exudes peacefulness and charm. The home is deceivingly spacious and offers a plethora of opportunities to work within the current footprint or to expand to suit your needs. With original wide board flooring throughout and period charm, this is your chance to bring your redeeming touch and restoration ideas to this well loved home. Endless potential in a much sought after location! Being sold AS IS.

Year

Property tax

Land + Additions

Assessment*

2023

$5,505 (+0.7%)

$62,370 + $122,970

$185,340

2022

$5,468 (+3.1%)

$62,370 + $122,970

$185,340

2021

$5,302 (+3.1%)

$62,370 + $117,370

$179,740

2020

$5,144 (−0.6%)

$62,370 + $117,370

$179,740

2019

$5,175 (+5.1%)

$62,370 + $117,370

$179,740

2018

$4,922 (+2.8%)

$65,830 + $115,720

$181,550

2017

$4,786 (+3.1%)

$65,830 + $115,720

$181,550

2016

$4,642 (+3.0%)

$65,830 + $115,720

$181,550

2014

$4,506 (−17.3%)

$65,830 + $115,720

$181,550

2011

$5,450

$95,630 + $152,670

$248,300

Tax history for 14 Straits Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,505 (+0.7%)

$62,370 + $122,970

$185,340

2022

$5,468 (+3.1%)

$62,370 + $122,970

$185,340

2021

$5,302 (+3.1%)

$62,370 + $117,370

$179,740

2020

$5,144 (−0.6%)

$62,370 + $117,370

$179,740

2019

$5,175 (+5.1%)

$62,370 + $117,370

$179,740

2018

$4,922 (+2.8%)

$65,830 + $115,720

$181,550

2017

$4,786 (+3.1%)

$65,830 + $115,720

$181,550

2016

$4,642 (+3.0%)

$65,830 + $115,720

$181,550

2014

$4,506 (−17.3%)

$65,830 + $115,720

$181,550

2011

$5,450

$95,630 + $152,670

$248,300

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.85 Acres

Year renovated

1994

Sq. Ft.

1,519

Year built

1702

Style

Single Family Residential

County

Middlesex County

APN

940066

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Interior

Interior Information
Total Rooms: 7
Laundry Room Info: Lower Level
Fireplaces Total: 1

Bathroom Information
# of Baths (Full): 1

Bedroom Information
Beds Total: 3

Room Information
Basement Description: Full, Unfinished

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Shed, Barn, Stone Wall, Patio

Lot Information
Lot Description: Corner Lot, Level Lot, Water View, Open Lot

Building Information
Foundation Type: Stone
Construction Description: Frame

Property Information
Waterfront Description: Walk to Water, View
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1519

Financial

Assessments Information
Assessed Value: $243,250

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Radiator
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Winthrop
High School: Valley
Elementary School: Chester

Location Information
State: Connecticut
Nearby Amenities: Lake, Library, Medical Facilities, Park, Playground/Tot Lot, Shopping/Mall, Stables/Riding
Directions: GPS Friendly
County: Middlesex

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 1,519
Stories: 2.0
Lot Size: 0.85 acres
Style: Single Family Residential
Year Built: 1702
Year Renovated: 1994
County: Middlesex County
APN: 940066

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools
Places
Transit

Chester Elementary School

Public PreK-6 • Assigned • 0.3mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 2.4mi

4/10

Valley Regional High School

Public 9-12 • Assigned • 2.0mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 93° expected this year, 17 days in 30 years

6/10 Wind Factor

77% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Chester, CT • 06412

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$410,000 – $496,000

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New listings for sale in 06412

NEW 46 MINS AGO

$2,995,000

4 beds5 baths4,926 sq ft

288 Middlesex Ave, Chester, CT 06412

$284,900

3 beds1 bath1,217 sq ft

92 Water St, Chester, CT 06412

$269,900

1 bed1 bath1,034 sq ft

90 Water St, Chester, CT 06412

Home values near 14 Straits Rd

Data from public records.

Address	Redfin Estimate
26 Straits Rd, Chester, CT 3 Beds \| 3 Baths \| 3178 Sq. Ft.	$763,181
18 Straits Rd, Chester, CT 3 Beds \| 1 Baths \| 960 Sq. Ft.	$360,076

Address	Redfin Estimate
3 Straits Rd, Chester, CT 5 Beds \| 3.5 Baths \| 2686 Sq. Ft.	$940,176
4 Straits Rd, Chester, CT 1 Beds \| 1 Baths \| 1287 Sq. Ft.	$448,491

Address	Redfin Estimate
16 Straits Rd, Chester, CT 2 Beds \| 1.5 Baths \| 1532 Sq. Ft.	$419,184
21 Straits Rd, Chester, CT 3 Beds \| 2.5 Baths \| 1894 Sq. Ft.	$534,651

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 14 Straits Rd

Tax history for 14 Straits Rd

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06412

Home values near 14 Straits Rd

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