Welcome to 587 Shadduck Road, Middlebury, CT! This inviting two-bedroom, one-bathroom Cape-style home offers comfort, character, and a highly desirable location. Directly across the street, enjoy access to the Larkin State Park Trail, perfect for walking, running, or biking. Inside, the kitchen is bright and functional, featuring two windows that bring in natural light, warm wood cabinetry, and plenty of counter space. The living room boasts a cozy wood-burning fireplace, ideal for relaxing evenings. Upstairs, you'll find two spacious bedrooms with beautiful hardwood floors and abundant natural light. Additional highlights include a full bath with a tub/shower, a two-car attached garage, and a spacious yard that provides ample room for outdoor enjoyment, gardening, or entertaining. Conveniently located near major highways, shopping, and dining, this home combines everyday convenience with the peaceful charm of its natural surroundings.
Sold for $310,000
$310,000
587 Shadduck Road, Middlebury, CT 06762
2beds
1,157sqft
Single Family Residence
Built in 1936
0.73 Acres Lot
$316,200 Zestimate®
$268/sqft
$2,372 Estimated rent
Home value
$316,200
$281,000 - $354,000
$2,372/mo
Zestimate® history
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List your homeWhat's special
Cozy wood-burning fireplaceAbundant natural lightLarkin state park trailBeautiful hardwood floorsSpacious bedroomsSpacious yard
Zillow last checked:
Listing updated:
Listed by:
Dave Jones (203)910-2638,
Dave Jones Realty, LLC 203-758-0264,
Shelby Jones 203-528-8431,
Dave Jones Realty, LLC
Bought with:
Jason D. Malagutti, RES.0807145
Regency Real Estate, LLC
Source: Smart MLS,MLS#: 24124473
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Gas Cooktop, Refrigerator, Water Heater
Features
- Basement: Full
- Attic: Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 1,157
- Total interior livable area: 1,157 sqft
- Finished area above ground: 1,157
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Lot
- Size: 0.73 Acres
- Features: Few Trees, Level
Details
- Parcel number: 1194602
- Zoning: R40
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1936
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $268/sqft
- Tax assessed value: $157,400
- Annual tax amount: $5,119
- Date on market: 9/7/2025
Price history
| Date | Event | Price |
|---|---|---|
| 2/23/2026 | Sold | $310,000-8.6%$268/sqft |
Source:  Smart MLS #24124473 Report a problem | ||
| 2/9/2026 | Pending sale | $339,000$293/sqft |
Source: Smart MLS #24124473 Report a problem | ||
| 12/1/2025 | Price change | $339,000-12.9%$293/sqft |
Source: Smart MLS #24124473 Report a problem | ||
| 9/7/2025 | Listed for sale | $389,000$336/sqft |
Source: Smart MLS #24124473 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,119 -0.2% | $157,400 |
| 2024 | $5,131 +1% | $157,400 |
| 2023 | $5,078 +3.2% | $157,400 |
| 2022 | $4,920 +15.2% | $157,400 +28.4% |
| 2021 | $4,270 -0.8% | $122,600 |
| 2020 | $4,303 +5.1% | $122,600 |
| 2019 | $4,095 +2.7% | $122,600 |
| 2018 | $3,986 +3.2% | $122,600 |
| 2017 | $3,861 -1.6% | $122,600 -5.8% |
| 2015 | $3,922 +2.7% | $130,200 |
| 2014 | $3,820 +1.6% | $130,200 |
| 2013 | $3,758 +2.8% | $130,200 |
| 2012 | $3,655 -12.1% | $130,200 -25.5% |
| 2011 | $4,156 +0.7% | $174,700 |
| 2009 | $4,128 +1.8% | $174,700 |
| 2008 | $4,055 +6% | $174,700 |
| 2007 | $3,826 +19.9% | $174,700 +67.3% |
| 2005 | $3,190 -0.9% | $104,410 |
| 2004 | $3,218 +8.2% | $104,410 +0% |
| 2003 | $2,973 +15.5% | $104,400 +30% |
| 2000 | $2,574 | $80,300 |
Find assessor info on the county website
Neighborhood: 06762
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Nearby schools
GreatSchools rating
- 5/10Middlebury Elementary SchoolGrades: PK-5Distance: 1.2 mi
- 8/10Memorial Middle SchoolGrades: 6-8Distance: 2.2 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 3.5 mi
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- Connecticut
- New Haven County
- Middlebury
- 06762
- 587 Shadduck Road
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