2 Sypher Road, Chester, CT 06412
OFF MARKET

$526,600

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,278 sqft (on 2 acres)

2 Sypher Road, Chester, CT 06412

Est. Refi. Payment $3,734/mo*
Refinance Your Home
Currently Off Market - Sold Jan 24, 2025 for $450,000

Home Value

Trulia Estimate
$527K
Since last month
Increased$27K (+5.4%)
Since last year
Increased$66K (+14.4%)
Since last sale
Increased$77K (+17%)
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 +64% in the last 10 years
MonthEstimated value
2026
September 2026$527K
August 2026$513K
July 2026$500K
June 2026$486K
May 2026$482K
April 2026$488K
March 2026$492K
February 2026$484K
January 2026$477K
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
275 West Main Street, Chester, CT
0.05
Single-Family Home
$495,000
06/05/26
4
3.5
2,706
8 Butter Jones Road, Chester, CT
0.35
Single-Family Home
$715,000
03/06/26
3
2.5
2,139
16 Sypher Road, Chester, CT
0.25
Single-Family Home
$616,000
07/14/26
2
2.5
1,726
13 Cross Road, Chester, CT
0.49
Single-Family Home
$610,000
12/01/25
3
2.5
2,324
11 Parker Hill Road, Killingworth, CT
0.79
Single-Family Home
$737,000
05/29/26
3
2
2,349
216 Reservoir Road, Killingworth, CT
1.02
Single-Family Home
$450,000
08/10/26
3
2
1,650
8 Route 148, Killingworth, CT
0.72
Single-Family Home
$700,000
12/16/25
4
3
3,864
1 Route 148, Killingworth, CT
0.73
Single-Family Home
$733,000
11/07/25
3
2.5
1,927
42 Parker Hill Road, Killingworth, CT
1.02
Single-Family Home
$518,000
06/26/26
3
2
1,842

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
4 Sypher Road, Chester, CT 06412
0.03
$565,200
3
2.5
2,272
Off Market
275 West Main Street, Chester, CT 06412
0.05
$824,900
4
3.5
2,706
For Sale
16 Sypher Road, Chester, CT 06412
0.25
$616,000
2
2.5
1,726
Recently Sold
8 Butter Jones Road, Chester, CT 06412
0.35
$715,000
3
2.5
2,139
Recently Sold
3 Cross Road, Chester, CT 06412
0.43
$417,700
3
2
1,440
Off Market
13 Cross Road, Chester, CT 06412
0.49
$610,000
3
2.5
2,324
Recently Sold
45 Winthrop Road, Chester, CT 06412
0.48
$523,100
4
3
1,972
Off Market
104 Oakwood Trail #2, Chester, CT 06412
0.52
$525,000
2
2.5
2,144
Off Market
29 Winthrop Road, Chester, CT 06412
0.71
$561,500
2
2.5
2,200
Off Market
8 Route 148, Killingworth, CT 06419
0.72
$700,000
4
3
3,864
Recently Sold
1 Route 148, Killingworth, CT 06419
0.73
$780,800
3
2.5
1,927
Off Market

Local Information

  • Map ViewExplore the area around 2 Sypher Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1970
2 acre lot
2,278 sqft
$231/sqft

About this House

Welcome to 2 Sypher Rd. Chester! Tucked away in the peaceful woods of Chester near Cedar Lake, this charming 2,278 sq ft, 4-bedroom, 2.5-bath colonial rests on a picturesque 2-acre lot. Inside, you'll find hardwood floors throughout and a beautifully remodeled kitchen with soft-close cabinets, Corian countertops, and stainless steel appliances. The spacious living room, complete with a cozy woodstove, is perfect for relaxing, while the formal dining room flows seamlessly into the kitchen, ideal for entertaining. A versatile additional living area, converted from the original two-car garage, adds even more space to enjoy. Upstairs, the primary bedroom features an en-suite bath, with three additional bedrooms and a second full bath on this level. The lower level offers ample storage and the potential for additional living space. Outside, a private backyard with mature fruit trees creates a peaceful retreat. With a durable 50-year roof installed in 2018 and energy-efficient solar panels, this property combines charm with modern updates. Enjoy a tranquil lifestyle with easy access to all that Chester has to offer!
2 Sypher Road, Chester, CT 06412 is a 4 bedroom, 3 bathroom, 2,278 sqft single-family home built in 1970. It last sold for $450,000 on Jan 24, 2025 (1% above the $446,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $526,600, with a rent estimate of $3,922/month.
Last check for updates: about 13 hours ago
Listed by Stacey Wyeth, (860) 941-5106
William Pitt Sotheby's Int'l, (860) 739-4440
Bought with: Joyce V. Aparicio, (860) 913-4231, Coldwell Banker Realty, (860) 231-2600
Source: Smart MLS, MLS#24056839

Home Details for 2 Sypher Road

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2278 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Gas Range, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Fireplace: InsertHas a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltOther Structures: Shed(s)Exterior: Fruit TreesFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2278 Square Feet

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: the hot tub does not conveyParcel Number: 940670

Price & Status

Price
List Price: $446,000
Status Change & Dates
Off Market Date: Wed Jan 08 2025Possession Timing: 30 Days

Active Status

MLS Status: Closed

Location

Direction & Address
City: Chester
School Information
Elementary School: ChesterHigh School: Valley

Agent Information

Buyer Agent
Buyer Company Name: Aparicio Team at Coldwell Banker Realty

Building

Building Area
Building Area: 2278 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Miscellaneous

BasementMls Number: 24056839Attic: Pull Down StairsAbove Grade Unfinished Area: 2278

Price and Tax history

DateEventPrice
Jan 24, 2025
Source: Smart MLS #24056839
Sold
$450,000
Jan 8, 2025
Source: Smart MLS #24056839
Pending
$446,000
Nov 19, 2024
Source: Smart MLS #24056839
PriceChange
$446,000
Price decreased by 3%
Nov 2, 2024
Source: Smart MLS #24056839
Listed For Sale
$458,000
Mar 15, 2006
Source: Smart MLS #N237844
Sold
$280,000

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

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 2 Sypher Road

  • What is 2 Sypher Road estimated to be worth?
    Trulia's estimated value for 2 Sypher Road in Chester, CT is $526,600.
  • What is the price history for 2 Sypher Road?
    2 Sypher Road in Chester, CT last sold for $450,000 in January 2025.
  • 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.
  • Does 2 Sypher Road have air conditioning?
    Yes, 2 Sypher Road in Chester, CT has air conditioning.
  • Does 2 Sypher Road have laundry facilities?
    Yes, 2 Sypher Road in Chester, CT has in-unit laundry.

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