$499,900
$50K PRICE DROP

281 Watertown Rd Middlebury, CT 06762

Estimated payment $3,117/month

Total Views 9,515
5 Beds
2 Baths
2,428 Sq Ft
$206 Price per Sq Ft

Highlights

  • Colonial Architecture
  • Attic
  • Thermal Windows
  • Pomperaug Regional High School Rated A
  • 2 Fireplaces
  • Shed

About This Home

Welcome to this stunning Colonial, offering over 2,400 sq. ft. of living space on a rare, level 1-acre lot in one of Middlebury's most desirable locations. The first floor features an inviting eat-in kitchen with updated cabinets, new appliances, a center island, and a cozy fireplace-perfect for gathering. You'll also find a formal dining room and spacious living room, ideal for entertaining. The first-floor master suite includes its own fireplace, full bath, and walk-in closet. A convenient first-floor laundry adds to the ease of everyday living. Upstairs, you'll discover four additional bedrooms and another full bathroom, offering plenty of space for family, guests, or a home office. This home beautifully blends 18th-century charm-with wood floors and antique character-with modern updates for peace of mind, including newer vinyl replacement windows, a new driveway, new heating system, and a brand-new refrigerator. Brand new ac 18.000btu Set on a spacious, open acre, the property offers endless opportunities for outdoor enjoyment-all while being just minutes from schools, highways, and town conveniences. At asking price, the buyer will receive a brand-new roof-making this beautiful Colonial an even greater value! Don't miss your chance to own a piece of Middlebury history, offering the perfect balance of charm, comfort, and modern updates.Everything is done from roof to basement .IT like a new house and pay half of tax around 6.000 . Move in Ready. Come take a look!

Listing Agent

Xin Guo

Coldwell Banker Realty 2000 Brokerage Phone: (203) 482-3932 License #RES.0832502 Listed on: 10/03/2025

Coldwell Banker Realty 2000

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $6,075

Year Built

  • Built in 1780

Lot Details

  • 1.05 Acre Lot
  • Property is zoned R40

Parking

  • 10 Parking Spaces

Home Design

  • Colonial Architecture
  • Frame Construction
  • Asphalt Shingled Roof
  • Aluminum Siding
  • Masonry

Interior Spaces

  • 2,428 Sq Ft Home
  • 2 Fireplaces
  • Thermal Windows
  • Basement Fills Entire Space Under The House
  • Laundry on main level

Kitchen

  • Electric Cooktop
  • Dishwasher

Bedrooms and Bathrooms

  • 5 Bedrooms
  • 2 Full Bathrooms

Attic

  • Storage In Attic
  • Pull Down Stairs to Attic

Outdoor Features

  • Shed
  • Rain Gutters

Schools

  • Middlebury Elementary School
  • Pomperaug High School

Utilities

  • Cooling System Mounted In Outer Wall Opening
  • Hot Water Heating System
  • Heating System Uses Oil
  • Private Company Owned Well
  • Hot Water Circulator
  • Electric Water Heater
  • Fuel Tank Located in Basement
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 1192197

Home Details

Home Type

Single Family

Est. Annual Taxes

$6,075

Year Built

Built in 1780

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 2428
  • Total Sq Ft: 2428
  • Year Built: 1780
  • New Construction: No/Resale
  • Remarks Public Addendum: Circular Driveway - The home sits on about a half acre and additional half acre to the corner
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: Park Rd Ext to Watertown Rd.
  • In Law Apartment: No
  • Street Type: Road
  • Office Attribution Contact: (203) 706-1222
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 5
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Fireplaces: 2
  • Attic Description: Storage Space, Pull-Down Stairs
  • Basement Description: Full
  • Interior Amenities: Cable - Available
  • Appliances: Electric Cooktop, Electric Range, Refrigerator, Dishwasher
  • Laundry Room Location: First floor
  • Laundry Room Info: Main Level
  • Attic: Yes

Exterior Features

  • Exterior Features: Shed, Gutters
  • Exterior Siding: Aluminum
  • Foundation Type: Masonry
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Total Parking Spaces: 10
  • Garage And Parking: None, Paved

Utilities

  • Cooling System: Wall Unit
  • Heat Type: Hot Water
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Electric, Domestic, Tank Size Unknown
  • Water Source: Private Well
  • Sewer: Septic

Green Features

  • Energy Features: Thermopane Windows

Lot Info

  • Acres: 1.05
  • Lot Description: Level Lot Cleared Open Lot
  • Flood Zone: No
  • Zoning: R40
  • Parcel #: 1192197

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 6075

MLS Schools

  • Elementary School: Middlebury
  • High School: Pomperaug

Map

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,075 $186,800 $66,800 $120,000
2024 $6,090 $186,800 $66,800 $120,000
2023 $6,026 $186,800 $66,800 $120,000
2022 $5,839 $186,800 $66,800 $120,000
2021 $5,890 $169,100 $76,100 $93,000
2020 $5,935 $169,100 $76,100 $93,000
2019 $5,648 $169,100 $76,100 $93,000
2018 $5,497 $169,100 $76,100 $93,000
2017 $5,325 $169,100 $76,100 $93,000
2016 $5,123 $165,200 $89,400 $75,800
2015 $4,976 $165,200 $89,400 $75,800
2014 $4,847 $165,200 $89,400 $75,800
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
12/13/2025 12/13/25 For Sale $499,900 0.0% $206 / Sq Ft
11/29/2025 11/29/25 Off Market $499,900 -- --
10/29/2025 10/29/25 Price Changed $499,900 +4.1% $206 / Sq Ft
10/16/2025 10/16/25 Price Changed $480,000 -12.7% $198 / Sq Ft
10/03/2025 10/03/25 For Sale $550,000 +151.1% $227 / Sq Ft
11/10/2021 11/10/21 Sold $219,000 -12.4% $90 / Sq Ft View Prior Sale
09/03/2021 09/03/21 Pending -- -- --
08/06/2021 08/06/21 For Sale $249,900 -- $103 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $219,000 None Available
Warranty Deed $219,000 None Available
Quit Claim Deed -- --
Quit Claim Deed -- --
Quit Claim Deed -- --
Quit Claim Deed -- --
Quit Claim Deed -- --
Quit Claim Deed -- --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $36,000 Purchase Money Mortgage
Closed $36,000 Purchase Money Mortgage
Source: Public Records

Source: SmartMLS

MLS Number: 24130870

SmartMLS

APN: MIDD-000510-000000-000050