Active
3 beds2,360 sqft$254/sqft
58 Shadduck Rd, Middlebury, CT 06762
Est: $3,516/moGet pre-approved
Single FamilyProperty Type
0.97 acresLot Size
1934Year Built
$254/sq ftPrice per sq ft
3 carsParking Spaces

Description

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...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.
Days on Market Listed Today
  • Listed by: David Smith 860.480.3474 dasmithc21@aol.com • Showcase Realty, Inc.
Last updated: 09/09/2026 12:33 PM • Source: SMARTMLS, MLS#: 24203901

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Location

Listing Courtesy of Showcase Realty, Inc., David Smith
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Payment Calculator

$3,516 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,049

Property Taxes

$467

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 58 Shadduck Road

Property Details
  • Taxes: $5,606 / year
  • MLS Type: Residential
  • Basement Description: Full, Concrete Floor, Full With Hatchway
  • Direct Waterfront: No
  • Expected Active Date: 09-09-2026
  • Garages Number: 3
  • Style: Colonial
  • Garage Parking Info: Detached Garage
  • Swimming Pool: No
  • Expected On Market Date: 09-09-2026
Building Information
  • Year Built: 1934
  • Lot Size: 0.97 AC / 42,253 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: rte 188 to shadduck rd
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Per Board of Ed
  • Latitude: 41.525362
  • Longitude: -73.091529
  • Neighborhood Amenities: Health Club, Lake, Library, Medical Facilities, Park, Playground/Tot Lot, Private School(s), Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $5,606
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Range, Refrigerator, Washer, Electric Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: Ceiling Fans, Central Air
  • Heat Type: Hydro Air
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Home Automation: Security System, Thermostat(s)
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired
  • Laundry Room Info: Main Level
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Remodeled,Sliders,Hardwood Floor
  • Room Length: 13.8
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 21.1
Room 2
  • Room Entry Order: 2
  • Room Features: Remodeled,Quartz Counters,Dining Area,Island,Hardwood Floor
  • Room Length: 13.3
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.7
Room 3
  • Room Entry Order: 3
  • Room Features: Remodeled,Hardwood Floor
  • Room Length: 13.4
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 9.7
Room 4
  • Room Entry Order: 4
  • Room Features: Remodeled,Hardwood Floor
  • Room Length: 7.8
  • Room Level: Main
  • Room Type: Other
  • Room Width: 11.8
Room 5
  • Listing Key: 5A808032071359BEE0631A01100A92C9
  • Room Entry Order: 5
  • Room Features: Remodeled,Ceiling Fan,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 16.11
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 14.7
Room 6
  • Room Entry Order: 6
  • Room Features: Remodeled,Ceiling Fan,Walk-In Closet,Hardwood Floor
  • Room Length: 12.2
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 9.1
Room 7
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Level: Main
  • Room Type: Half Bath
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Stone
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1934
  • Year Built Source: Owner
  • Bank Owned Property: No
  • In Law Access: First Floor
  • In Law Apartment: Yes
  • Sq Ft Description: sqft
  • Sq Ft Est Heated Below Grade: 616
  • Living Area SQFT Per Public Records: 1584
Lot Information
  • Lot Description: Lightly Wooded, Treed, Level Lot, Water View, Open Lot
  • Parcel Number: 1194549
  • Sq Ft Est Heated Above Grade: 1744.0
  • Sq Ft Total: 2360.0
  • Zoning: R40
Utilities
  • Energy Features: Thermopane Windows
  • Heat Fuel Type: Propane
  • Hot Water Description: 40 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 58 Shadduck Road

DateEvent & SourcePriceAppreciation
Aug 26, 2025

Closed (Public Record)

Public Record #1912357816

$499,900

-3.2% / yr

Mar 1, 2024

Closed (Public Record)

Public Record #1528434181

$525,000

+16.0% / yr

Jul 25, 2023

Closed (Public Record)

Public Record #1515591287

$480,000

+72.6% / yr

DateEvent & SourcePrice
08/26/2025

Closed (Public Record)

Public Record #1912357816

$499,900

-3.2% / yr

03/01/2024

Closed (Public Record)

Public Record #1528434181

$525,000

+16.0% / yr

07/25/2023

Closed (Public Record)

Public Record #1515591287

$480,000

+72.6% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 58 Shadduck Road

Taxable ValueLand$71,900Additions$100,500Total$172,400
Tax Record2025$5,606 ($467 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,584 SqFtAbove Grade Finished SqFt1,584 SqFtUnfinished Basement SqFt616 SqFtStories2Lot Size42,253 SqFtStyleSingle Family ResidenceYear Built1934Year Renovated1934ZoningR40CountyNAUGATUCK VALLEYAPNMDBY M:4-06 L:465

Schools near 58 Shadduck Road

This home is within Regional School District 15.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Middlebury Elementary School
PublicPK to 5

Memorial Middle School
Public6 to 8

Pomperaug Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

58 Shadduck Road is a single family home for sale in Middlebury, CT 06762. This listing's school district is Regional School District 15. Nearby schools include Middlebury Elementary School, Memorial Middle School and Pomperaug Regional High School. 58 Shadduck Road is a 3-bed, 3-bath, 2,360 sqft single family home built in 1934.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Showcase Realty, Inc., David Smith

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.