Steeped in history, awash in modern amenities and conveniences, this 4 bed (2 en suite), 3 1/2 bath converted barn sits on over six acres just a spit from the Connecticut River and the quintessential town of Chester. The current homeowner's goal was to gently nudge the 1830s cider mill into this century with thought, care, and charm salvaging and repurposing as many original features as feasible. The transformation included removal of randomly erected partition walls throughout, and reworking the floor plan. Original wall planks were unearthed, hand sawn chestnut flooring was restored, and extra planks were used to create mantles for the 2 fireplaces. The live-edge sheathing in the ceiling was preserved giving the space simultaneously a sense of grandiosity and warmth. The resulting home is an inviting and comfortable retreat for a few or a fabulous entertaining space for many. From the oversized deck complete with outdoor kitchen, look out over the vast field and watch the wildlife including foxes, deer, bobcats, coyotes, American Kestrels, goldfinch and eastern bluebirds, possums, raccoons and more. A few apple trees remain, the fields slope and undulate untouched by time. Enjoy a cup of coffee or a glass of wine in the gazebo or al fresco next to 'frog pond' or as you meander along the path around the pasture. The fully updated estate with new HVAC, roof, solar, kitchen, bathrooms, outdoor shower, electrical, plumbing and septic system is ready for your vision; do you desire a pool, family compound, gentleman's farm, tennis court, animal sanctuary....? Your dreams are calling and this property can make them a reality. Land is sub-dividable, preliminary plans available.
Sold for $1,300,000 on 01/31/25
$1,300,000
96 Middlesex Avenue, Chester, CT 06412
4beds
3,153sqft
Single Family Residence
Built in 1830
6.26 Acres Lot
$1,330,700 Zestimate®
$412/sqft
$4,231 Estimated rent
Home value
$1,330,700
$1.21M - $1.46M
$4,231/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: January 31, 2025 at 12:26pm
Listed by:
Susan A. Malan 617-645-4392,
William Pitt Sotheby's Int'l 860-767-7488
Bought with:
Matt DeLucia, RES.0816953
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 24038493
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Remodeled, Cathedral Ceiling(s), Bedroom Suite, Walk-In Closet(s), Wide Board Floor
- Level: Main
- Area: 309.16 Square Feet
- Dimensions: 13.1 x 23.6
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 121.2 Square Feet
- Dimensions: 12 x 10.1
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 66.5 Square Feet
- Dimensions: 9.11 x 7.3
Bedroom
- Features: Full Bath, Wall/Wall Carpet
- Level: Main
- Area: 224.18 Square Feet
- Dimensions: 17.1 x 13.11
Dining room
- Features: Remodeled, Beamed Ceilings, Fireplace, Wide Board Floor
- Level: Main
- Area: 344.96 Square Feet
- Dimensions: 19.6 x 17.6
Kitchen
- Features: Remodeled, Cathedral Ceiling(s), Beamed Ceilings, Hardwood Floor, Wide Board Floor
- Level: Main
- Area: 239.8 Square Feet
- Dimensions: 11 x 21.8
Living room
- Features: Remodeled, Cathedral Ceiling(s), Beamed Ceilings, Dry Bar, Fireplace, Wide Board Floor
- Level: Main
- Area: 856.8 Square Feet
- Dimensions: 30.6 x 28
Sun room
- Level: Main
- Area: 252.54 Square Feet
- Dimensions: 13.8 x 18.3
Heating
- Forced Air, Electric, Propane
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Wired for Data, Open Floorplan
- Doors: French Doors
- Basement: Full,Partially Finished
- Attic: None
- Number of fireplaces: 2
Interior area
- Total structure area: 3,153
- Total interior livable area: 3,153 sqft
- Finished area above ground: 3,153
Property
Parking
- Total spaces: 6
- Parking features: Attached, Off Street, Driveway, Private
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch, Wrap Around, Deck, Patio
- Exterior features: Garden
Lot
- Size: 6.26 Acres
- Features: Few Trees, Level, Landscaped, Open Lot
Details
- Additional structures: Gazebo
- Parcel number: 941342
- Zoning: R-5
- Horses can be raised: Yes
- Horse amenities: Paddocks
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique,Barn
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1830
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy generation: Solar
Community & neighborhood
Community
- Community features: Basketball Court, Lake, Library, Medical Facilities, Park, Playground, Public Rec Facilities
Location
- Region: Chester
Price history
| Date | Event | Price |
|---|---|---|
| 1/31/2025 | Sold | $1,300,000-5.5%$412/sqft |
Source:  Smart MLS #24038493 | ||
| 1/24/2025 | Pending sale | $1,375,000$436/sqft |
Source: Smart MLS #24038493 | ||
| 12/11/2024 | Price change | $1,375,000-1.4%$436/sqft |
Source: Smart MLS #24038493 | ||
| 8/14/2024 | Listed for sale | $1,395,000+203.3%$442/sqft |
Source: Smart MLS #24038493 | ||
| 4/12/2022 | Sold | $460,000-7.6%$146/sqft |
Source: Smart MLS #170342243 | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,953 +10.8% | $404,460 |
| 2024 | $9,889 -2.5% | $404,460 +18.4% |
| 2023 | $10,146 +4.2% | $341,630 +3.5% |
Find assessor info on the county website
Neighborhood: Chester Center
Nearby schools
GreatSchools rating
- 6/10Chester Elementary SchoolGrades: K-6Distance: 1 mi
- 3/10John Winthrop Middle SchoolGrades: 6-8Distance: 2.9 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 2.6 mi
Schools provided by the listing agent
- Elementary: Chester
- 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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$1,330,700
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