Off Market Sep 2021 for $468K

$643,821

Est. refi paymentEst. refi $3,331/mo

•

3,052

sq ft

96 Middlebury Rd, Watertown, CT 06795

About this home

Taft School Area classic colonial. This 5 Bedroom home is located on 1.48 acres and features over 3,000 square feet of living space and timeless architecture. Note the front and back staircases, 2 fireplaces, hardwood floors throughout, bright sun porch, and beautiful moldings and built-ins. The modern kitchen offers all stainless steel appliances, a butcher block island and an adjacent butler's pantry. The master bedroom features a walk-in closet, dressing room, full bathroom and a cozy fireplace. Enjoy your morning coffee on the three-season sun porch, then head outside where you will find stone walls, mature landscaping and plenty of space for outdoor activities. This home also has a detached 2 car garage with an artist's loft/studio above. This is a must see in Watertown's desired Taft School area!

Single-familyProperty Type

1924Year Built

1.48 acresLot Size

$211Est. Price/Sq.Ft.

2 car garageParking

Listed by Sharon Rinaldi • Showcase Realty, Inc.

Bought with Carol D'Amato • Regency Real Estate, LLC

Source:Smart MLS #170418654

Redfin Estimate

$643,821

$176K since sold in September 2021$7,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 24.9% higher than the average sale price ($516K) of 6 comparable homes.

SOLD JUN 16, 2026
$525,000
A
4 beds2 baths2,143 sq ft
156 Hamilton Ave, Watertown, CT 06795
SOLD AUG 28, 2026
$575,000
B
4 beds2.5 baths2,512 sq ft
267 North St, Watertown, CT 06795
SOLD JUN 5, 2026
$479,000
C
4 beds3.5 baths2,380 sq ft
237 North St, Watertown, CT 06795
SOLD JUN 12, 2026
$555,000
D
4 beds2.5 baths2,300 sq ft
117 Whispering Hill Rd, Watertown, CT 06795
SOLD JUL 10, 2026
$580,000
E
6 beds3.5 baths2,938 sq ft
431 Winding Brook Farm Rd, Watertown, CT 06795
SOLD JUL 27, 2026
$379,000
F
5 beds2 baths1,774 sq ft
16 Hamilton Ln, Watertown, CT 06795

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Earn from this home

Sell

$265,781

Est. take-home

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Refinance

Est. cash available

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Rent

$3,729/mo

Redfin rental estimate

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Market trends in 06795, CT

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

100.6%

0.4% MoM

Median sale price

$465K

$20K MoM

Avg. days on market

47d

3 days MoM

Recently sold homes

2 MoM

New listings for sale

COMING SOON
$399,900
3 beds1.5 baths1,663 sq ft
1620 Guernseytown Rd, Watertown, CT 06795
NEW 19 HRS AGO
$439,000
4 beds2.5 baths2,415 sq ft
635 Northfield Rd, Watertown, CT 06795
NEW 27 HRS AGO
$415,000
4 beds2 baths1,824 sq ft
9 Steele Brook Rd, Watertown, CT 06795
COMING SOON
$195,000
2 beds2 baths992 sq ft
245 Cherry Ave Unit D24, Watertown, CT 06795
$189,900
1 bed1 bath728 sq ft
245 Cherry Ave Unit O21, Watertown, CT 06795
OPEN SAT, 11AM TO 1:30PM
$379,999
3 beds2 baths1,340 sq ft
101 Cannon Ridge Dr #101, Watertown, CT 06795
$425,000
5 beds2 baths1,903 sq ft
92 Porter St, Watertown, CT 06795
$449,900
4 beds2 baths1,692 sq ft
48 Center St, Watertown, CT 06795
3D WALKTHROUGH
$589,000
3 beds2 baths1,846 sq ft
116 Pond View Dr, Watertown, CT 06795
$369,900
2 beds2.5 baths1,684 sq ft
319 Thomaston Rd #106, Watertown, CT 06795
See all

Provided by Redfin

Sale history for 96 Middlebury Rd

Date

Event

Price

Smart MLS #170418654

Sep 20, 2021

Sold

$468,000

$153/sq ft

Aug 16, 2021

Contingent

—

Aug 9, 2021

Price Changed

$468,000

$153/sq ft

Aug 5, 2021

Relisted

—

Jul 22, 2021

Contingent

—

Jul 14, 2021

Listed

$479,000

$157/sq ft

Smart MLS #170247283

Feb 4, 2020

Listing Removed

—

Oct 30, 2019

Listed

$389,900

$128/sq ft

Oct 24, 2019

Coming Soon

Public Records

Sep 18, 2014

Sold

$387,900

$127/sq ft

Smart MLS #W1077043

Sep 16, 2014

Sold

$387,500

$127/sq ft

Jun 4, 2014

Listed

$399,900

$131/sq ft

Classic 1920's col. In taft school area with all the quality & amenities that era has to offer: front & back stairway, 2 fp's, hardwood floors, sun-porch and many moldings & built-ins. Beautiful grounds, 2 car gar with studio above, car port and upgrades. New gas furnace in 2012, new paint inside and out 2013, kitchen offers all stainless steel appliances, beadboard, butlers pantry with sink and butcherblock island. Other amenities provide three season sun porch with brick floor and french doors. Gorgeous grounds with gardens, stone walls and plenty of yard for ball.

Public Records

Jun 7, 2012

Sold

$410,000

$134/sq ft

Smart MLS #N314747

May 20, 2011

Listed

$479,900

$157/sq ft

Public Records

May 11, 2006

Sold

$485,000

$159/sq ft

Smart MLS #W1027087

Aug 23, 2005

Listed

$499,000

$163/sq ft

Smart MLS #W1017551

Apr 15, 2004

Listed

$440,000

$144/sq ft

Public Records

Jun 26, 1992

Sold

$25,000

$8/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$9,233 (+5.5%)

$67,300 + $183,200

$250,500

2022

$8,752 (+1.1%)

$67,300 + $183,200

$250,500

2021

$8,657 (+4.1%)

$67,300 + $183,200

$250,500

2020

$8,314

$67,300 + $183,200

$250,500

2019

$8,314 (+0.9%)

$67,300 + $183,200

$250,500

2018

$8,236 (+5.4%)

$69,400 + $175,800

$245,200

2017

$7,817 (+3.2%)

$69,400 + $175,800

$245,200

2016

$7,574 (+6.1%)

$69,400 + $175,800

$245,200

2014

$7,140

$69,400 + $175,800

$245,200

Tax history for 96 Middlebury Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,233 (+5.5%)

$67,300 + $183,200

$250,500

2022

$8,752 (+1.1%)

$67,300 + $183,200

$250,500

2021

$8,657 (+4.1%)

$67,300 + $183,200

$250,500

2020

$8,314

$67,300 + $183,200

$250,500

2019

$8,314 (+0.9%)

$67,300 + $183,200

$250,500

2018

$8,236 (+5.4%)

$69,400 + $175,800

$245,200

2017

$7,817 (+3.2%)

$69,400 + $175,800

$245,200

2016

$7,574 (+6.1%)

$69,400 + $175,800

$245,200

2014

$7,140

$69,400 + $175,800

$245,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.48 Acres

Year renovated

1993

Sq. Ft.

3,052

Year built

1924

Style

Single Family Residential

County

Litchfield County

APN

910809

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 26, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 8
Laundry Room Info: Main Level
Fireplaces Total: 2
Cooling System: Window Unit
Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Room Count: 9
Basement Description: Full, Unfinished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Exterior Features: Porch-Enclosed, Stone Wall

Lot Information
Lot Description: Level Lot, Lightly Wooded

Building Information
Foundation Type: Stone
Construction Description: Frame
Color: White

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3052
Driveway Type: Circular

Financial

Assessments Information
Assessed Value: $250,500

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: Natural Gas
Heat Type: Hot Air
Heat Fuel Type: Natural Gas
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Per Board of Ed
Intermediate School: Per Board of Ed
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Library, Private School(s)
Directions: Rt. 6 to Middlebury Road
County: Litchfield

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 3,052
Stories: 2.0
Lot Size: 1.48 acres
Style: Single Family Residential
Year Built: 1924
Year Renovated: 1993
County: Litchfield County
APN: 910809

Home facts updated by county records on Jun 26, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Fletcher W. Judson School

Public 3-5 • Assigned • 0.4mi

6/10

Swift Middle School

Public 6-8 • Assigned • 1.9mi

6/10

Watertown High School

Public 9-12 • Assigned • 1.1mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 95° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Watertown, CT • 06795

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$612,000 – $741,000

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Nearby similar homes

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New listings for sale in 06795

COMING SOON

$399,900

3 beds1.5 baths1,663 sq ft

1620 Guernseytown Rd, Watertown, CT 06795

NEW 19 HRS AGO

$439,000

4 beds2.5 baths2,415 sq ft

635 Northfield Rd, Watertown, CT 06795

NEW 27 HRS AGO

$415,000

4 beds2 baths1,824 sq ft

9 Steele Brook Rd, Watertown, CT 06795

COMING SOON

$195,000

2 beds2 baths992 sq ft

245 Cherry Ave Unit D24, Watertown, CT 06795

$189,900

1 bed1 bath728 sq ft

245 Cherry Ave Unit O21, Watertown, CT 06795

OPEN SAT, 11AM TO 1:30PM

$379,999

3 beds2 baths1,340 sq ft

101 Cannon Ridge Dr #101, Watertown, CT 06795

$425,000

5 beds2 baths1,903 sq ft

92 Porter St, Watertown, CT 06795

$449,900

4 beds2 baths1,692 sq ft

48 Center St, Watertown, CT 06795

3D WALKTHROUGH

$589,000

3 beds2 baths1,846 sq ft

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Home values near 96 Middlebury Rd

Data from public records.

Address	Redfin Estimate
75 Middlebury Road, Watertown, CT 4 Beds \| 1.5 Baths \| 1718 Sq. Ft.	$397,043
141 Middlebury Road, Watertown, CT 2 Beds \| 2 Baths \| 996 Sq. Ft.	$362,044

Address	Redfin Estimate
55 Middlebury Road, Watertown, CT 4 Beds \| 2 Baths \| 1997 Sq. Ft.	$437,353
91 Middlebury Road, Watertown, CT 4 Beds \| 1.5 Baths \| 2357 Sq. Ft.	$428,867

Address	Redfin Estimate
128 Middlebury Road, Watertown, CT 3 Beds \| 1 Baths \| 1182 Sq. Ft.	$402,717
140 Middlebury Road, Watertown, CT 4 Beds \| 2.5 Baths \| 2002 Sq. Ft.	$442,963

Property information provided by Smart MLS when last listed in 2021. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06795, CT

Sale history for 96 Middlebury Rd

Tax history for 96 Middlebury Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06795

Home values near 96 Middlebury Rd

More real estate resources