5 Sypher Rd, Chester, CT 06412
Property image
Property image
OFF MARKET

$445,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,333 sqft (on 5.19 acres)

5 Sypher Rd, Chester, CT 06412

Est. Refi. Payment $3,162/mo*
Refinance Your Home
Currently Off Market - Sold Sep 29, 2023 for $152,500

Home Value

Trulia Estimate
$445K
Since last month
Increased$9K (+2.1%)
Since last year
Increased$31K (+7.7%)
Since last sale
Increased$278K (+182.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +87% in the last 10 years
MonthEstimated value
2026
September 2026$431K
August 2026$422K
July 2026$421K
June 2026$419K
May 2026$429K
April 2026$411K
March 2026$412K
February 2026$390K
January 2026$392K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
48 Winthrop Rd, Chester, CT
0.31
Single-Family Home
$440,000
07/28/26
4
2
1,683
275 West Main Street, Chester, CT
0.12
Single-Family Home
$495,000
06/05/26
4
3.5
2,706
13 Cross Road, Chester, CT
0.41
Single-Family Home
$610,000
12/01/25
3
2.5
2,324
16 Sypher Road, Chester, CT
0.24
Single-Family Home
$616,000
07/14/26
2
2.5
1,726
8 Butter Jones Road, Chester, CT
0.35
Single-Family Home
$715,000
03/06/26
3
2.5
2,139
1 Route 148, Killingworth, CT
0.79
Single-Family Home
$733,000
11/07/25
3
2.5
1,927
42 Parker Hill Road, Killingworth, CT
1.09
Single-Family Home
$518,000
06/26/26
3
2
1,842
216 Reservoir Road, Killingworth, CT
1.03
Single-Family Home
$450,000
08/10/26
3
2
1,650
8 Route 148, Killingworth, CT
0.76
Single-Family Home
$700,000
12/16/25
4
3
3,864
24 Lakeview Ave, Chester, CT
0.90
Single-Family Home
$235,000
06/08/26
2
2
1,098

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
2 Sypher Road, Chester, CT 06412
0.08
$526,600
4
2.5
2,278
Off Market
4 Sypher Road, Chester, CT 06412
0.07
$565,200
3
2.5
2,272
Off Market
275 West Main Street, Chester, CT 06412
0.12
$824,900
4
3.5
2,706
For Sale
16 Sypher Road, Chester, CT 06412
0.24
$616,000
2
2.5
1,726
Recently Sold
3 Cross Road, Chester, CT 06412
0.35
$417,700
3
2
1,440
Off Market
8 Butter Jones Road, Chester, CT 06412
0.35
$715,000
3
2.5
2,139
Recently Sold
45 Winthrop Road, Chester, CT 06412
0.42
$523,100
4
3
1,972
Off Market
13 Cross Road, Chester, CT 06412
0.41
$610,000
3
2.5
2,324
Recently Sold
104 Oakwood Trail #2, Chester, CT 06412
0.47
$525,000
2
2.5
2,144
Off Market
29 Winthrop Road, Chester, CT 06412
0.66
$561,500
2
2.5
2,200
Off Market
7 Pine Knoll, Chester, CT 06412
0.75
$647,000
3
2.5
2,607
Off Market
230 West Main Street, Chester, CT 06412
0.77
$454,800
2
1.5
1,530
Off Market

Local Information

  • Map ViewExplore the area around 5 Sypher Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1949
5.19 acre lot
1,333 sqft
$334/sqft
Garage

About this House

House for rent: Large yard, eat in kitchen, living room, dining room, fireplace and 2 car garage. Washer & dryer, electric stove and refrigerator included. One year lease, security deposit, references, background and financial check required. Minimum credit score 600. Pets will be considered. Tenant is responsible for utilities and yard maintenance.
5 Sypher Rd, Chester, CT 06412 is a 3 bedroom, 2 bathroom, 1,333 sqft single-family home built in 1949. It last sold for $152,500 on Sep 29, 2023. More recently, it was listed as a rental in October 2017 with an asking price of $1,500 per month. That rental listing was removed on March 24, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $445,300, with a rent estimate of $3,000/month.

Home Details for 5 Sypher Rd

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 6
Appliances & Utilities
Washer
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1949Year Updated: 1991
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 5.19 acres

Price and Tax history

DateEventPrice
Sep 29, 2023
Source: N/A
Sold
$152,500
Mar 24, 2021
Source: N/A
ListingRemoved
Nov 10, 2017
Source: N/A
ListingRemoved
$1,500
Oct 17, 2017
Source: N/A
Listed For Rent
$1,500

Market trends in Chester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
3MoM

Around this home

What Locals Say about Chester

At least 14 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 94 % Say it's dog friendly

  • 93 % Say there's holiday spirit

  • 93 % Say yards are well-kept

  • 84 % Say people would walk alone at night

  • 79 % Say parking is easy

  • 78 % Say they plan to stay for at least 5 years

  • 74 % Say it's walkable to restaurants

  • 74 % Say there's wildlife

  • 69 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 59 % Say there are sidewalks

  • 52 % Say kids play outside

  • 44 % Say streets are well-lit

  • 37 % Say there are community events

  • 18 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jcollier82816
    "Local parades, community events and fairs and the friendliness of the neighborhoods. I am lucky to live here"
    0
    Flag
  • Jejoy924
    "Kindness and the feeling of community. Enjoy meeting new people and having new encounters. Kids in the neighborhood"
    0
    Flag
  • Lscd1959
    "Regular Sunday markets downtown. Great restaurants and shops. Very friendly staff. Walkable from my home"
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5 Sypher Rd

  • What is 5 Sypher Rd estimated to be worth?
    Trulia's estimated value for 5 Sypher Rd in Chester, CT is $445,300.
  • What is the price history for 5 Sypher Rd?
    5 Sypher Rd in Chester, CT last sold for $152,500 in September 2023.
  • Is Chester a buyer's or seller's market?
    Chester is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Chester?
    Residents describe Chester, CT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Chester, CT.
  • How big is the lot at 5 Sypher Rd?
    The lot at 5 Sypher Rd in Chester, CT is about 5.2 acres.
  • Does 5 Sypher Rd have a garage?
    Yes, 5 Sypher Rd in Chester, CT has a garage.

Apartments for Rent

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Off Market Homes Near 5 Sypher Rd

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Homes for sale near 5 Sypher Rd

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