2 Sypher Road
Chester, CT 06412
4 Beds
2.5 Baths
2,278 sqft (on 2 acres)
4 Beds
2.5 Baths
2,278 sqft
(on 2 acres)
Local Information
- Map ViewExplore the area around 2 Sypher Road.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1970
Lot Size
2 acres
Living Area
2,278 sqft
Price/Sqft
$219
Parking
None
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). It is currently off market. The Trulia Estimate is $499,600, with a rent estimate of $3,389/month.
Home Details for 2 Sypher Road
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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 |
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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 |
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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 |
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Price List Price: $446,000 |
Status Change & Dates Off Market Date: Wed Jan 08 2025Possession Timing: 30 Days |
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MLS Status: Closed |
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Direction & Address City: Chester |
School Information Elementary School: ChesterHigh School: Valley |
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Buyer Agent Buyer Company Name: Aparicio Team at Coldwell Banker Realty |
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Building Area Building Area: 2278 Square Feet |
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No HOA |
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Lot Area: 2 Acres |
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BasementMls Number: 24056839Attic: Pull Down StairsAbove Grade Unfinished Area: 2278 |
Last check for updates: about 1 hour 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
Price History for 2 Sypher Road
| Date | Price | Event | Source |
|---|---|---|---|
| 01/24/2025 | $450,000 | Sold | Smart MLS #24056839 |
| 01/08/2025 | $446,000 | Pending | Smart MLS #24056839 |
| 11/19/2024 | $446,000 | PriceChange | Smart MLS #24056839 |
| 11/02/2024 | $458,000 | Listed For Sale | Smart MLS #24056839 |
| 03/15/2006 | $280,000 | Sold | Smart MLS #N237844 |
Market trends in Chester
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
8
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $6,362 |
| Assessment | $234,920 |
Home facts updated by county records
Comparable Sales for 2 Sypher Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.05 | Single-Family Home | $495,000 | 06/05/26 | 4 | 2 | 1,906 | |
0.35 | Single-Family Home | $715,000 | 03/06/26 | 3 | 2.5 | 2,139 | |
0.25 | Single-Family Home | $616,000 | 07/14/26 | 2 | 2.5 | 1,726 | |
0.49 | Single-Family Home | $610,000 | 12/01/25 | 3 | 2.5 | 2,324 | |
0.79 | Single-Family Home | $737,000 | 05/29/26 | 3 | 2 | 2,349 | |
0.72 | Single-Family Home | $700,000 | 12/16/25 | 4 | 3 | 3,864 | |
0.73 | Single-Family Home | $733,000 | 11/07/25 | 3 | 2.5 | 1,927 | |
1.02 | Single-Family Home | $518,000 | 06/26/26 | 3 | 2 | 1,842 | |
1.26 | Single-Family Home | $635,000 | 10/24/25 | 3 | 3 | 1,989 | |
1.73 | Single-Family Home | $430,000 | 03/11/26 | 3 | 1.5 | 2,226 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDMAR 6, 2026William Pitt Sotheby's Int'l
OFF MARKETWilliam Raveis Real Estate
OFF MARKETColdwell Banker Realty
OFF MARKETPRUDENTIAL CONNECTICUT REALTY
Assigned Schools
These are the assigned schools for 2 Sypher Road.
- John Winthrop Middle School
- 7-8
- Public
- 197 Students
4/10GreatSchools RatingParent Rating AverageI think bullying was the worst problem that happened during my time at JWMS. The adult authorities at the school had a difficult time understanding situations and that often made it worse. I'm also not stating that it was just the kids at the school who would bully but it was also teachers. I remember my 8th grade science teacher would verbally bully girls and pick on them, and it was always girls he was picking on. I was one of them. It didn't help that I had a counselor who couldn't care less if one of there students just jumped off a bridge. They could care less of there students well being, and the same goes with the principles. I honestly would recommend going to a different school, I mean unless you want your child to become depressed.Other Review8y ago - Valley Regional High School
- 9-12
- Public
- 429 Students
7/10GreatSchools RatingParent Rating AverageI enjoyed going to Valley. It is different as a parent I see things differently. However compared to other schools I would say Valley is above the rest.Parent Review7y ago - Chester Elementary School
- PK-6
- Public
- 198 Students
7/10GreatSchools RatingParent Rating AverageCES has a lot of potential with the proper leadership, which it lacks.Other Review6y ago 
Check out schools near 2 Sypher Road.
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.
LGBTQ Local Legal Protections
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Apartments for Rent
Homes for sale near 2 Sypher Road
2.8 ACRESWilliam Raveis Real Estate
OPEN SUN, 1-3PM6.4 ACRESColdwell Banker Realty
4.4 ACRESWilliam Raveis Real Estate
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Off Market Homes Near 2 Sypher Road
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- SOLDJUL 6, 2026
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