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$339,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 1,157 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 587 Shadduck Rd

General

  • Price: $339,000
  • Taxes: (July 2025-June 2026)
  • Status: Contingent
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24124473
  • Updated: 12/15/2025
  • Added to Site: 132 day(s) ago

Interior

  • Number of Rooms: 5
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Cooktop, Refrigerator

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: New Haven
  • Driving Directions: Straits Trpk to Whittemore to Shadduck

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: 30 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,157
  • Above Ground: 1,157 Sq. Ft.
  • Year Built: 1936

Lot Features

  • Lot Size (Acres): 0.73
  • Zoning: R40
  • Lot Description: Lightly Wooded, Level Lot

Financial Considerations

  • Assessment Amount: $157,400
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1194602

Listed by Dave Jones Realty, LLC, Dave Jones and Dave Jones Realty, LLC, Shelby Jones

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Listing agents

— 587 Shadduck Rd —

  • Dave Jones

    Dave Jones Realty, LLC

  • Shelby Jones

    Dave Jones Realty, LLC

Agent Contact: (203) 910-2638 Office Contact: (203) 758-0264

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 587 Shadduck Rd

School District:Regional School District 15
NameGradesDistance
Middlebury Elementary School
550 Whittemore Road, Middlebury, CT 06762
K-51.2 mi
Memorial Middle School, Middlebury, CT
1 Memorial Drive, Middlebury, CT 06762
6-82.2 mi
Pomperaug Regional High School
234 Judd Road, Southbury, CT 06488
9-123.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 587 Shadduck Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/01/2025
Price Reduced
$339,000
-12.85%
MLS
9/07/2025
Listed
$389,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 587 Shadduck Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,119
—
$157,400
—
2023
$5,131
1%
$157,400
—
2023
$5,078
3%
$157,400
—
2022
$4,920
15%
$157,400
28%
2021
$4,270
-1%
$122,600
—
2020
$4,303
5%
$122,600
—
2019
$4,095
3%
$122,600
—
2018
$3,986
3%
$122,600
—
2017
$3,861
-4%
$122,600
-6%
2016
$4,038
3%
$130,200
—
2015
$3,922
3%
$130,200
—
2014
$3,820
2%
$130,200
—
2011
$3,758
—
$130,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 587 Shadduck Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Dave Jones Realty, LLC, Dave Jones and Dave Jones Realty, LLC, Shelby Jones

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587 Shadduck Road, Middlebury, CT 06762 (MLS# 24124473) is a Single Family property with 2 bedrooms and 1 full bathroom. 587 Shadduck Road is currently listed for $339,000 and was received on September 07, 2025. Want to learn more about 587 Shadduck Road? Do you have questions about finding other Single Family real estate for sale in Middlebury? You can browse all Middlebury real estate or contact a Coldwell Banker agent to request more information.

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