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! Circular Driveway - The home sits on about a half acre and additional half acre to the corner
For sale
$499,900
281 Watertown Road, Middlebury, CT 06762
5beds
2,428sqft
Est.:
Single Family Residence
Built in 1780
1.05 Acres Lot
$-- Zestimate®
$206/sqft
$-- HOA
What's special
Cozy fireplaceAntique characterCircular drivewayNew drivewayCenter islandWood floorsFirst-floor master suite
- 11 days |
- 407 |
- 16 |
Zillow last checked: 8 hours ago
Listing updated: December 22, 2025 at 05:11am
Listed by:
Xin M. Guo (203)482-3932,
Coldwell Banker Realty 2000 203-706-1222
Source: Smart MLS,MLS#: 24130870
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Fireplace, Full Bath, Walk-In Closet(s)
- Level: Main
- Area: 299 Square Feet
- Dimensions: 23 x 13
Bedroom
- Level: Upper
- Area: 204 Square Feet
- Dimensions: 17 x 12
Bedroom
- Level: Upper
- Area: 209 Square Feet
- Dimensions: 11 x 19
Bedroom
- Level: Upper
- Area: 192 Square Feet
- Dimensions: 12 x 16
Bedroom
- Level: Upper
- Area: 225 Square Feet
- Dimensions: 15 x 15
Dining room
- Level: Main
- Area: 228 Square Feet
- Dimensions: 19 x 12
Kitchen
- Features: Remodeled, Kitchen Island
- Level: Main
- Area: 270 Square Feet
- Dimensions: 15 x 18
Living room
- Level: Main
- Area: 270 Square Feet
- Dimensions: 15 x 18
Office
- Level: Main
- Area: 70 Square Feet
- Dimensions: 10 x 7
Heating
- Hot Water, Oil
Cooling
- Wall Unit(s)
Appliances
- Included: Electric Cooktop, Electric Range, Refrigerator, Dishwasher, Electric Water Heater, Water Heater
- Laundry: Main Level
Features
- Windows: Thermopane Windows
- Basement: Full
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 2,428
- Total interior livable area: 2,428 sqft
- Finished area above ground: 2,428
Property
Parking
- Total spaces: 10
- Parking features: None, Paved
Features
- Exterior features: Rain Gutters
Lot
- Size: 1.05 Acres
- Features: Level, Cleared, Open Lot
Details
- Additional structures: Shed(s)
- Parcel number: 1192197
- Zoning: R40
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Aluminum Siding
- Foundation: Masonry
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1780
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Windows
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $206/sqft
- Tax assessed value: $186,800
- Annual tax amount: $6,075
- Date on market: 12/13/2025
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 12/13/2025 | Listed for sale | $499,900$206/sqft |
Source:  Smart MLS #24130870 Report a problem | ||
| 11/29/2025 | Listing removed | $499,900$206/sqft |
Source: Smart MLS #24130870 Report a problem | ||
| 10/29/2025 | Price change | $499,900+4.1%$206/sqft |
Source: Smart MLS #24130870 Report a problem | ||
| 10/16/2025 | Price change | $480,000-12.7%$198/sqft |
Source: Smart MLS #24130870 Report a problem | ||
| 10/3/2025 | Listed for sale | $550,000+151.1%$227/sqft |
Source: Smart MLS #24130870 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,075 -0.2% | $186,800 |
| 2024 | $6,090 +1.1% | $186,800 |
| 2023 | $6,026 +3.2% | $186,800 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$3,518/mo
Principal & interest
$2456
Property taxes
$887
Home insurance
$175
Climate risks
Neighborhood: 06762
Nearby schools
GreatSchools rating
- 5/10Middlebury Elementary SchoolGrades: K-5Distance: 1.7 mi
- 7/10Memorial Middle SchoolGrades: 6-8Distance: 1.3 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 4.1 mi
Schools provided by the listing agent
- Elementary: Middlebury
- High: Pomperaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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