596 Winding Brook Farm Rd, Watertown, CT 06795

Off Market Jan 2021 for $395K

$659,453

Est. refi paymentEst. refi $1,906/mo

•

3,190

sq ft

596 Winding Brook Farm Rd, Watertown, CT 06795

About this home

This beautiful home has two master bedroom suites with one on the first floor and two adjacent bedrooms nearby. The second floor has the second master bedroom suite. Enjoy the open floor plan and many windows overlooking the well thought out landscaping. The owners are presently installing a new propane heating system and the tank is already in the ground plus a new air conditioning system and a tankless on demand water heater. The roof is only 10 years old, the well pump is 2019 and it has a generator hookup.The hardwood floors and two fireplaces surrounded by beautiful rooms make this home extremely cozy and charming. The open and spacious kitchen walks out to a large deck overlooking the level yard. Located near Taft School and only minutes to major routes, golf courses, shopping, parks, schools and library. This home is easy to show.

Single-familyProperty Type

1993Year Built

2.15 acresLot Size

$207Est. Price/Sq.Ft.

2 car garageParking

Listed by Joyce Drakeley • Drakeley Real Estate, Inc.

Bought with Jill Taylor • RE/MAX Right Choice

Source:Smart MLS #170353192

Redfin Estimate

$659,453

$264K since sold in January 2021$15K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.2% higher than the average sale price ($598K) of 6 comparable homes.

SOLD JUL 31, 2026
$750,000
A
3 beds2.5 baths2,698 sq ft
146 Hollow Rd, Watertown, CT 06795
SOLD MAY 1, 2026
$530,000
B
4 beds2.5 baths2,256 sq ft
31 McVeigh Rd, Woodbury, CT 06798
SOLD AUG 3, 2026
$550,000
C
3 beds3 baths1,958 sq ft
80 Old Baird Rd, 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 AUG 3, 2026
$625,000
F
4 beds2.5 baths2,944 sq ft
515 Mount Fair Dr, Watertown, CT 06795

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Earn from this home

Sell

$338,516

Est. take-home

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Refinance

Est. cash available

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Rent

$3,785/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

OPEN SAT, 11AM TO 1PM
$650,000
4 beds3 baths2,631 sq ft
263 Georgetown Dr, Watertown, CT 06795
$424,999
3 beds1.5 baths1,810 sq ft
1774 Bunker Hill Rd, Watertown, CT 06795
COMING SOON
$740,000
4 beds2.5 baths2,715 sq ft
42 Windy Ridge Ln, Watertown, CT 06795
COMING SOON
$399,000
3 beds2 baths1,637 sq ft
286 North St, Watertown, CT 06795
$369,900
2 beds2.5 baths1,224 sq ft
319 Thomaston Rd #39, Watertown, CT 06795
$350,000
3 beds1.5 baths1,340 sq ft
46 Jason Ave, Watertown, CT 06795
COMING SOON
$399,900
3 beds1.5 baths1,663 sq ft
1620 Guernseytown Rd, Watertown, CT 06795
$439,000
4 beds2.5 baths2,415 sq ft
635 Northfield Rd, Watertown, CT 06795
$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
See all

Provided by Redfin

Sale history for 596 Winding Brook Farm Rd

Date

Event

Price

Smart MLS #170353192

Jan 18, 2021

Sold

$395,000

$124/sq ft

Nov 16, 2020

Contingent

—

Nov 7, 2020

Relisted

—

Nov 7, 2020

Listing Removed

—

Nov 6, 2020

Listed

$419,000

$131/sq ft

Smart MLS #170274208

Aug 14, 2020

Sold

$395,000

$124/sq ft

Jun 13, 2020

Contingent

—

Jun 8, 2020

Listed

$395,000

$124/sq ft

QUALITY, CHARACTER, DESIGN, LOCATION! Custom-built 2X6 home in country setting, Taft School Dist, 2.15 FLAT acres, 2 MASTER BEDROOM SUITES! 2-Story foyer with central stairwell welcomes you home. Formal living room, fireplace, hardwood, large windows overlooking stonewall entry. Formal dining room through LR French doors. Great gatherings in extensive family room with fireplace, built-ins, entire wall of windows, French doors to Trex deck. From FR, enter 16x11' kitchen, Jenn-Air stove, granite counters, breakfast bar, 14x12' breakfast area, French doors lead to deck. Cheerful sunshine streams into family room, kitchen, breakfast area all day. Laundry/mudroom off kitchen, doors to back yard and garage. 1st floor 3-bedroom wing: Full family bath, 2 bedrooms, and FIRST OF TWO MASTER BR SUITES, full master bath. 2nd floor: 2 Closets on the landing, SECOND MASTER BR SUITE, 2 pretty dormer alcoves, HUGE 12x8' walk-in closet/built-ins, light-filled master bath with double sink, granite, corner relaxing tub, tiled oversized shower, linen closet.Unfinished attic.Attached 2-car garage at end of winding driveway. Storage shed for lawn equipment. Wonderfully FLAT YARD easy to maintain, professional landscaping.3-Zone Heat, Well pump 2019, Water Softener/Acid Neutralizer, Hot Water Heater 2016, Basement Dehumidifier Piped Out, City Sewer, 10-Yr Young Arch. Roof, generator hook-up. Stonewall entry, custom gate to back yard. Original owner, who designed home. THIS HOME HAS IT ALL!

Year

Property tax

Land + Additions

Assessment*

2023

$9,904 (+5.5%)

$77,400 + $191,300

$268,700

2022

$9,388 (+1.1%)

$77,400 + $191,300

$268,700

2021

$9,286 (+4.1%)

$77,400 + $191,300

$268,700

2020

$8,918

$77,400 + $191,300

$268,700

2019

$8,918 (−1.5%)

$77,400 + $191,300

$268,700

2018

$9,056 (+5.4%)

$83,100 + $186,500

$269,600

2017

$8,595 (+3.2%)

$83,100 + $186,500

$269,600

2016

$8,328 (+7.7%)

$83,100 + $186,500

$269,600

2013

$7,730

$127,000 + $181,100

$308,100

Tax history for 596 Winding Brook Farm Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,904 (+5.5%)

$77,400 + $191,300

$268,700

2022

$9,388 (+1.1%)

$77,400 + $191,300

$268,700

2021

$9,286 (+4.1%)

$77,400 + $191,300

$268,700

2020

$8,918

$77,400 + $191,300

$268,700

2019

$8,918 (−1.5%)

$77,400 + $191,300

$268,700

2018

$9,056 (+5.4%)

$83,100 + $186,500

$269,600

2017

$8,595 (+3.2%)

$83,100 + $186,500

$269,600

2016

$8,328 (+7.7%)

$83,100 + $186,500

$269,600

2013

$7,730

$127,000 + $181,100

$308,100

*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

2.15 Acres

Year renovated

2000

Sq. Ft.

3,190

Year built

1993

Style

Single Family Residential

County

Litchfield County

APN

917600

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 26, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Paved, Security
Garages Number: 2

Interior

Interior Information
Total Rooms: 8
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Security System
Handicap Features: 32" Minimum Door Widths
Fireplaces Total: 2
Cooling System: Ceiling Fans, Central Air
Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room
Room Count: 11
Basement Description: Full, Unfinished, Concrete Floor, Storage
Has Attic
Attic Description: Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Cedar
Exterior Features: Gutters, Lighting, Porch, Shed, Sidewalk, Stone Wall, Underground Utilities

Lot Information
Lot Description: In Subdivision, Cleared, Corner Lot, Level Lot, Professionally Landscaped

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3190
Driveway Type: Private, Paved, Asphalt

Financial

Assessments Information
Assessed Value: $268,700

Utilities

Utility Information
Water Source: Private Well
Sewage System: Public Sewer Connected
Hot Water Description: Tankless Hotwater
Heat Type: Hot Air
Heat Fuel Type: Propane
Fuel Tank Location: In Ground
Energy Features: Ridge Vents, Thermopane Windows

Location

School Information
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Lake, Medical Facilities, Park, Stables/Riding, Tennis Courts
Directions: Rt 6 to Platt Road to Winding Brook Farm Rd
County: Litchfield

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 3,190
Stories: 1.0
Lot Size: 2.15 acres
Style: Single Family Residential
Year Built: 1993
Year Renovated: 2000
County: Litchfield County
APN: 917600

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 • 0.9mi

6/10

Swift Middle School

Public 6-8 • Assigned • 3.2mi

6/10

Watertown High School

Public 9-12 • Assigned • 2.4mi

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

2/10 Fire Factor

0.00% chance of being 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

$627,000 – $759,000

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Nearby similar homes

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New listings for sale in 06795

OPEN SAT, 11AM TO 1PM

$650,000

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286 North St, Watertown, CT 06795

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319 Thomaston Rd #39, Watertown, CT 06795

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COMING SOON

$399,900

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1620 Guernseytown Rd, Watertown, CT 06795

$439,000

4 beds2.5 baths2,415 sq ft

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$415,000

4 beds2 baths1,824 sq ft

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Home values near 596 Winding Brook Farm Rd

Data from public records.

Address	Redfin Estimate
561 Winding Brook Farm Road, Watertown, CT 7 Beds \| 5.5 Baths \| 4381 Sq. Ft.	$981,659
556 Winding Brook Farm Road, Watertown, CT 4 Beds \| 2.5 Baths \| 2448 Sq. Ft.	$693,382

Address	Redfin Estimate
528 Winding Brook Farm Road, Watertown, CT 4 Beds \| 3.5 Baths \| 3602 Sq. Ft.	$719,651
569 Winding Brook Farm Road, Watertown, CT 4 Beds \| 3 Baths \| 2816 Sq. Ft.	$730,781

Address	Redfin Estimate
58 Winding Brook Farm Road, Watertown, CT 5 Beds \| 3.5 Baths \| 3268 Sq. Ft.	$605,337
28 Winding Brook Farm Road, Watertown, CT 5 Beds \| 3.5 Baths \| 3315 Sq. Ft.	$790,109

Property information provided by Smart MLS when last listed in 2020. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06795, CT

Sale history for 596 Winding Brook Farm Rd

Tax history for 596 Winding Brook Farm 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 596 Winding Brook Farm Rd

More real estate resources