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$599,900 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,360 Sq. Ft.
  • 3 Car Garage
  • Updated 6 hours ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Sunday 9/13 12:00 PM - 2:00 PM

58 Shadduck Road,Middlebury, CT 06762

58 Shadduck RoadMiddleburyCT06762

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Welcome to 58 Shadduck Road, a renovated Colonial in one of Middlebury's most desirable locations. This move-in-ready home seamlessly blends timeless charm with modern updates, featuring gleaming hardwood floors and a bright open-concept layout. The main level offers a spacious living room with sliders to a large patio, a dining room, a sun-filled kitchen with center island, and a versatile office or sitting area. The second-floor primary suite serves as a private retreat with a luxurious en-suite bath and walk-in closet. Two additional bedrooms and a full bath complete the upper level. Extensive improvements include a newer roof, windows, siding, driveway, electrical, plumbing, central air, propane heating, generator-ready setup, and updated mechanicals. The full basement provides abundant storage. A rare highlight is the detached 3-car garage, offering endless possibilities for car enthusiasts, hobbyists, or additional living space. With its generous footprint and utilities, it presents an excellent opportunity for a future in-law suite, guest quarters, home office, or workshop. A newer storage shed provides additional space. Situated on a picturesque, level lot bordered by mature trees and a charming brook, the property features a private patio perfect for entertaining. Conveniently located just minutes from Middlebury's town center, shopping, restaurants, major highways, and Routes 8 and I-84, this exceptional home combines privacy, flexibility, and convenience.

Full Property Details for 58 Shadduck Rd

General

  • Price: $599,900
  • Taxes: (July 2025-June 2026)
  • Status: Coming Soon
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24203901
  • Updated: 9/8/2026
  • Added to Site: 6 day(s) ago
  • Expected Market Date: 9/9/2026

Interior

  • Number of Rooms: 7
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired
  • Appliances: Electric Range, Refrigerator, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Partial Bath: Main

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Remodeled, Ceiling Fan, Full Bath, Walk-In Closet, Hardwood Floor, 16.11 x 14.7, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom - Remodeled, Ceiling Fan, Walk-In Closet, Hardwood Floor, 12.2 x 9.1, Upper

Other Rooms

  • Living Room: Living Room - Remodeled, Sliders, Hardwood Floor, 13.8 x 21.1, Main
  • Kitchen: Kitchen - Remodeled, Quartz Counters, Dining Area, Island, Hardwood Floor, 13.3 x 11.7, Main
  • Dining Room: Dining Room - Remodeled, Hardwood Floor, 13.4 x 9.7, Main
  • Laundry: Main Level
  • Other Room 1: Other - Remodeled, Hardwood Floor, 7.8 x 11.8, Main
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Shed, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Detached Garage

Location

  • County: New Haven
  • Driving Directions: rte 188 to shadduck rd

School Information

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

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air
  • Heating Type: Hydro Air, Propane
  • Heating Fuel: Propane
  • Water Heater: 40 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Concrete Floor, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,360
  • Above Ground: 1,744 Sq. Ft.
  • Below Ground: 616 Sq. Ft.
  • Year Built: 1934

Lot Features

  • Lot Size (Acres): 0.97
  • Zoning: R40
  • Lot Description: Lightly Wooded, Treed, Level Lot, Water View, Open Lot

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $172,400
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1194549

Listed by Showcase Realty, Inc., David Smith

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Listing agent

— 58 Shadduck Rd —

  • David Smith

    Showcase Realty, Inc.

Agent Contact: (860) 480-3474 Office Contact: (860) 274-7000

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 58 Shadduck Rd

School District:Regional School District 15
NameGradesDistance
Middlebury Elementary School
550 Whittemore Road, Middlebury, CT 06762
K-50.5 mi
Memorial Middle School, Middlebury, CT
1 Memorial Drive, Middlebury, CT 06762
6-81.2 mi
Pomperaug Regional High School
234 Judd Road, Southbury, CT 06488
9-124 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 58 Shadduck Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/02/2026
Listed
$599,900
20%
MLS
8/26/2025
Sold
$499,900
—
Public Record
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 58 Shadduck Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,606
11%
$172,400
12%
2023
$5,040
6%
$154,600
5%
2023
$4,762
3%
$147,600
—
2022
$4,614
-2%
$147,600
10%
2021
$4,688
-1%
$134,600
—
2020
$4,724
5%
$134,600
—
2019
$4,496
3%
$134,600
—
2018
$4,376
3%
$134,600
—
2017
$4,239
-7%
$134,600
-8%
2016
$4,543
3%
$146,500
—
2015
$4,413
3%
$146,500
—
2014
$4,298
2%
$146,500
—
2011
$4,228
—
$146,500
—
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 58 Shadduck Rd

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NMLS#: 1598647

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Listed by Showcase Realty, Inc., David Smith

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58 Shadduck Road, Middlebury, CT 06762 (MLS# 24203901) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 58 Shadduck Road is currently listed for $599,900 and was received on September 02, 2026. Want to learn more about 58 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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