Sold
Last Sold Price
3 beds1,292 sqft

1254 Middlebury Rd, Watertown, CT 06795

Single FamilyProperty Type
1.2 acresLot Size
1850Year Built
$74/sq ftPrice per sq ft
4 carsParking Spaces

Description

Lots of charm and character in this older home on level lot close to wtn/mdby line. Gorgeous post and beam barn with second floor loft and two horse stalls on main level along with open 2.5 Car garage. 1St floor br, large family rm and eat-in kitchen.Lots of charm and character in this older home on level lot close to wtn/mdby line. Gorgeous post and beam barn with second floor loft and two horse stalls on main level along with open 2.5 Car garage. 1St floor br, large family rm and eat-in kitchen.
  • Listed by: Timothy Drakeley 203.510.9184 tim@drakeley.com • Drakeley Real Estate, Inc.
Listing closed: 11/10/2015 12:00 AM • Source: SMARTMLS, MLS#: W1078229
See It First™ on Compass

Find homes before they're listed on other real estate sites.

Start your search

Recent comparable sales

Median sold price

$325,000

Avg days on market

36

Sale-to-list ratio

95.4%

Watertown, CT

9 comparable properties found

$425,000 | 558 Davis Street, Watertown, CT 06779
1

$425,000

Sold 06/13/25

3
Bedrooms
1,266
Square Feet
2.57
Acres
2

$54,000

Sold 02/25/26

3
Bedrooms
1
Bathrooms
1,428
Square Feet
0.17
Acres
$250,000 | 250 Morro Street, Watertown, CT 06779
3

$250,000

Sold 04/01/26

3
Bedrooms
1,371
Square Feet
1.29
Acres
$290,000 | 73 Pullen Avenue, Watertown, CT 06779
4

$290,000

Sold 11/17/25

3
Bedrooms
1,278
Square Feet
0.3
Acres
a front view of a house with a garden and plants
5

$318,000

Sold 12/13/24

3
Bedrooms
1,408
Square Feet
0.33
Acres
6

$325,000

Sold 03/03/25

3
Bedrooms
1
Bathrooms
1,076
Square Feet
2.35
Acres
7

$375,000

Sold 04/15/26

3
Bedrooms
1
Bathrooms
1,188
Square Feet
0.79
Acres
$390,000 | 128 Middlebury Road, Watertown, CT 06795
8

$390,000

Sold 10/02/26

3
Bedrooms
1,182
Square Feet
0.62
Acres
a front view of a house with a garden and plants
9

$395,000

Sold 04/30/26

3
Bedrooms
1,252
Square Feet
0.22
Acres

Location

Listing Courtesy of Drakeley Real Estate, Inc., Timothy Drakeley

Sold By BHGRE Bannon & Hebert, Karen Rigopulos

Add your commute
Payment Calculator

$805 per month

30 year fixed, 7.03% Interest

Principal and Interest

$507

Property Taxes

$298

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.
Know your buying power with a preapproval and custom rate in minutes
Rocket Mortgage1

Property Information for 1254 Middlebury Road

Property Details

  • Taxes: $3,573 / year
  • MLS Type: Residential
  • Basement Description: Full, Partial, Unfinished
  • Direct Waterfront: No
  • Garages Number: 4
  • Style: Cape Cod
  • Garage Parking Info: Detached Garage
  • Swimming Pool: No

Building Information

  • Year Built: 1850
  • Lot Size: 1.20 AC / 52,272 SF

Summary

Property and Location
  • Directions: Middlebury road in watertown - bunker hill to middlebury
  • Elementary School: Clb
  • High School: Watertown
  • Intermediate School: Swift
  • Latitude: 41.570656
  • Longitude: -73.117905
  • State: Connecticut
HOA and Fees
  • Tax Year: July 2014-June 2015
  • Property Tax: $3,573

Interior and Exterior Features

Exterior Features
  • Exterior Features: Barn, Storage Building
Interior Features
  • Appliances Included: Dishwasher, Oven/Range, Refrigerator
  • Cooling System: None
  • Heat Type: Radiator
  • Attic YN: No
  • Fireplaces Total: 1
  • Laundry Room Location: First Floor
  • Room Count: 6
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Upper Level
  • Room Level: Upper
  • Room Type: Bedroom
Room 2
  • Room Entry Order: 1
  • Room Features: Upper Level
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 2
  • Room Features: Upper Level
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 2
  • Room Features: Upper Level
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: DD579F09141071BCE053D501100A7C5F
  • Room Entry Order: 3
  • Room Features: Combination Liv/Din Rm
  • Room Type: Dining Room
Room 6
  • Room Entry Order: 3
  • Room Features: Combination Liv/Din Rm
  • Room Type: Dining Room
Room 7
  • Room Entry Order: 4
  • Room Features: Eating Space
  • Room Type: Kitchen
Room 8
  • Room Entry Order: 4
  • Room Features: Eating Space
  • Room Type: Kitchen
Room 9
  • Room Entry Order: 5
  • Room Features: Combination Liv/Din Rm
  • Room Type: Living Room
Room 10
  • Room Entry Order: 5
  • Room Features: Combination Liv/Din Rm
  • Room Type: Living Room
Room 11
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 12
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Primary Bedroom

Property

Property and Assessments
  • Color: beige
  • Driveway Type: Gravel
  • Exterior Siding: Shake
  • Fuel Tank Location: Above Ground
  • Sq Ft Source: Public Records
  • Year Built: 1850
  • Bank Owned Property: No
Lot Information
  • Lot Description: Level Lot, Open Lot
  • Parcel Number: 916208
  • Sq Ft Total: 1292.0
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Water Source: Private Well

Public Records for 1254 Middlebury Road

Taxable Value

Land

$52,360

Additions

$126,420
Total$178,780

Tax Record

2025

$5,371 ($448 / month)

Home Facts

Beds

3

Baths

1

Total Finished SqFt

1,404 SqFt

Above Grade Finished SqFt

1,404 SqFt

Unfinished Basement SqFt

560 SqFt

Stories

1

Lot Size

52,272 SqFt

Style

Single Family Residence

Year Built

1850

Year Renovated

1992

Zoning

R30

County

NAUGATUCK VALLEY

APN

WTWN M:157 B:21 L:7

Schools near 1254 Middlebury Road

This home is within Watertown School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 6 to 8
Public - 9 to 12
Public - 3 to 5
Rating
School
Distance
John Trumbull Primary School
PublicPK to 2

Swift Middle School
Public6 to 8

Watertown High School
Public9 to 12

Fletcher W. Judson School
Public3 to 5

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

New listings in 06795

$549,000 | 2581 Litchfield Road, Watertown, CT 06795
1/23
New

$549,000

2
Bedrooms
962
Square Feet
18.26
Acres
$495,000 | 145 Edge Road, Watertown, CT 06795
1/35
Coming Soon

$495,000

3
Bedrooms
1,241
Square Feet
0.49
Acres
$615,000 | 104 Northwest Drive, Watertown, CT 06795
1/40
Open: 10/6 05:00PM - 07:00PM

$615,000

4
Bedrooms
2,880
Square Feet
0.53
Acres
$349,900 | 85 Claxton Avenue, Watertown, CT 06795
1/20

$349,900

3
Bedrooms
1,292
Square Feet
0.27
Acres
$299,900 | 23 Woodpark Drive, Watertown, CT 06795
1/3

$299,900

3
Bedrooms
1,167
Square Feet
0.46
Acres
a front view of house with yard and trees in the background
1/33

$599,900

5
Bedrooms
4,400
Square Feet
1.68
Acres
$545,000 | 215 Smith Pond Road, Watertown, CT 06795
1/39

$545,000

3
Bedrooms
1,882
Square Feet
1.35
Acres
$449,900 | 19 Pythian Avenue, Watertown, CT 06795
1/33

$449,900

8
Bedrooms
2,180
Square Feet
0.11
Acres
a front view of house with yard and outdoor seating
1/40
Under Contract - Continue To Show

$450,000

3
Bedrooms
1,941
Square Feet
0.55
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 1254 Middlebury Road, Watertown, CT 06795
$95,000
3
1,292
52,272
$229,900
3
1,288
41,382
$237,500
3
1,364
178,596
–
4
3
2,787
63,162
$150,000
3
2
1,872
156,816
$285,000
3
2,912
46,609

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.

Listing Courtesy of Drakeley Real Estate, Inc., Timothy Drakeley

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.