Discover a rare gem in the picturesque town of Chester, Connecticut, with this charming 3-bedroom, 2.5-bath colonial home. Nestled on a private 2-acre lot, this property is a dream come true for horse lovers, featuring a barn that offers ample space for your equestrian needs and a chicken coop. Enjoy direct access to nearby state forest trails for riding or exploring. As you step inside, you will be welcomed by a spacious living room featuring a cozy fireplace, perfect for those relaxing evenings. The home also boasts a large family room that opens to a beautiful wood deck, providing a wonderful space for entertaining and enjoying serene views of your expansive property. Upstairs, you will find a spacious primary suite complete with a walk-in closet and a full bath, offering the privacy and comfort you deserve. Chester is known for its delightful eateries, unique galleries, and quaint shops, creating a vibrant community atmosphere. Additionally, the scenic Connecticut River is just a stone's throw away, providing excellent opportunities for boating and fishing, ideal for any outdoor enthusiast. With its convenient location, you are only 2.5 hours from both New York City and Boston. This is a unique opportunity to own a beautiful home in a storybook setting. Embrace the lifestyle you've always dreamed of in this enchanting property!
Sold for $525,000
$525,000
4 Sypher Road, Chester, CT 06412
3beds
2,272sqft
Single Family Residence
Built in 1969
2.02 Acres Lot
$555,100 Zestimate®
$231/sqft
$3,209 Estimated rent
Home value
$555,100
$505,000 - $605,000
$3,209/mo
Zestimate® history
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Zillow last checked: 7 hours ago
Listing updated: July 25, 2025 at 02:25pm
Listed by:
Kelly Puorro 860-575-8666,
Puorro Realty Group 860-558-9740,
Brandon Puorro 860-575-8799,
Puorro Realty Group
Bought with:
Craig Milton, REB.0756400
Re/Max Valley Shore
Source: Smart MLS,MLS#: 24100784
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bedroom Suite, Full Bath, Walk-In Closet(s)
- Level: Upper
Bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Upper
Bathroom
- Features: Remodeled, Laundry Hookup
- Level: Main
Bathroom
- Level: Upper
Dining room
- Features: Hardwood Floor
- Level: Main
Family room
- Features: Balcony/Deck
- Level: Main
Kitchen
- Features: Breakfast Bar, Granite Counters, Pantry, Hardwood Floor
- Level: Main
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
Heating
- Hot Water, Oil
Cooling
- Window Unit(s)
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Windows: Thermopane Windows
- Basement: Full,Partially Finished
- Attic: Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 2,272
- Total interior livable area: 2,272 sqft
- Finished area above ground: 2,272
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Patio & porch: Deck
- Exterior features: Garden, Stone Wall
Lot
- Size: 2.02 Acres
- Features: Few Trees, Level
Details
- Additional structures: Barn(s), Stable(s)
- Parcel number: 940103
- Zoning: R-2
- Horses can be raised: Yes
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Aluminum Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1969
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Windows
Community & neighborhood
Community
- Community features: Health Club, Lake, Library, Medical Facilities, Park, Playground, Shopping/Mall, Stables/Riding
Location
- Region: Chester
Price history
| Date | Event | Price |
|---|---|---|
| 7/25/2025 | Sold | $525,000+5.2%$231/sqft |
Source:  Smart MLS #24100784 Report a problem | ||
| 7/5/2025 | Pending sale | $499,000$220/sqft |
Source: Smart MLS #24100784 Report a problem | ||
| 6/6/2025 | Listed for sale | $499,000+68.6%$220/sqft |
Source: Smart MLS #24100784 Report a problem | ||
| 12/31/2018 | Sold | $296,000-1.3%$130/sqft |
Source: Smart MLS #170137978 Report a problem | ||
| 11/30/2018 | Pending sale | $299,900$132/sqft |
Source: REMAX Valley Shore Genovali RE #170137978 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,518 +10.8% | $277,620 |
| 2024 | $6,788 +13.2% | $277,620 +37.6% |
| 2023 | $5,994 +0.7% | $201,830 |
Find assessor info on the county website
Neighborhood: 06412
Nearby schools
GreatSchools rating
- 6/10Chester Elementary SchoolGrades: K-6Distance: 4.4 mi
- 3/10John Winthrop Middle SchoolGrades: 6-8Distance: 3.5 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 3.8 mi
Schools provided by the listing agent
- Elementary: Chester
- Middle: Region 4
- High: Valley
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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$555,100
2% more
+$11,102
With Zillow Showcase(estimated)
$566,202
- Connecticut
- Middlesex County
- Chester
- 06412
- 4 Sypher Road