NEW 3 HRS AGO

For sale

$394,900

Est. $2,736/mo —

•

1,499

sq ft

33 Chestnut Grove Rd, Watertown, CT 06795

About this home

Welcome to 33 Chestnut Grove in Watertown! This well-maintained 4-bedroom, 2-bath home offers approximately 1,500 sq. ft. of comfortable living space. Featuring beautiful hardwood floors throughout, a freshly painted interior, and a brand-new driveway, this home is move-in ready. Additional highlights include a spacious 2-car garage and plenty of room for everyday living and entertaining. Conveniently located near local amenities, shopping, dining, and major routes. Schedule your showing today!

Single-familyProperty Type

1916Year Built

0.45 acresLot Size

$263Price/Sq.Ft.

2 car garageParking

Listed by Joe Moreira • Clearview Realty LLC

Contact: Agent Attribution Contact: (203) 537-0819 | Office Attribution Contact: (203) 798-0158

Source:Smart MLS #24206482

Payment calculator

$2,736 per month

Principal and interest$2,128

Property taxes

$476

HOA dues

Home insurance

$132

Utilities

Add

5 minutes to get started. No credit impact.

Mortgage resources

See this home in person

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN THU, 4PM TO 5:30PM
$475,000
3 beds3.5 baths3,208 sq ft
9 Baldwin Dr, Bristol, CT 06010
OPEN SAT, 12PM TO 2PM3D WALKTHROUGH
$389,900
3 beds1.5 baths1,484 sq ft
21 Lancaster St, Oakville, CT 06779
OPEN SAT, 12PM TO 2PM
$599,900
3 beds2.5 baths2,360 sq ft
58 Shadduck Rd, Middlebury, CT 06762
OPEN SAT, 1PM TO 3PM
$998,000
3 beds2.5 baths2,028 sq ft
16 Jonathan Dr, Roxbury, CT 06783
OPEN SUN, 11AM TO 1PM
$335,000
3 beds1 bath1,452 sq ft
184 Ward St, Naugatuck, CT 06770
OPEN SUN, 12PM TO 2PM3D WALKTHROUGH
$979,900
4 beds4 baths4,261 sq ft
9 Whitehall Ct, Middlebury, CT 06762
OPEN SUN, 12PM TO 3PM
$419,000
2 beds2 baths1,398 sq ft
509 Heritage Vlg Unit B, Southbury, CT 06488
OPEN SUN, 1PM TO 3PM
$599,500
3 beds3 baths1,444 sq ft
5 Sherwood Dr, Prospect, CT 06712
OPEN SUN, 2PM TO 4PM
$459,900
2 beds2 baths2,426 sq ft
77 Baldwin Dr, Bristol, CT 06010
OPEN SUN, 2PM TO 5PM
$300,000
2 beds1 bath1,278 sq ft
631 Highland Ave, Waterbury, CT 06708

Around this home

Schools

K - 12
Preschool & daycare

Fletcher W. Judson School

Public 3-5 • Assigned • 0.9mi

6/10

Swift Middle School

Public 6-8 • Assigned • 2.4mi

6/10

Watertown High School

Public 9-12 • Assigned • 1.6mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

33 Chestnut Grove Rd · $394,900

DAYS ON MARKET

The average home goes pending in 53 days.

SALE-TO-LIST

Most homes are selling 0% below list price.

LIST PRICE

Median sale price in this area is $473,447. (20% higher than this home)

PRICE DROP

18% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Seven total rooms
Full unfinished walk-out basement
Attic with hatch access
Window air conditioning unit(s)

Bedrooms
Four bedrooms

Bathrooms
Two full bathrooms
Two half bathrooms

Kitchen
Electric range
Microwave
Refrigerator
Dishwasher

Laundry & utility
40-gallon electric hot water tank

Heating & cooling
Hot water heating (oil-fired)
Window unit cooling

Sale and tax history for 33 Chestnut Grove Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24206482

Sep 15, 2026

Listed

$394,900

$263/sq ft

Smart MLS #24168609

Jul 10, 2026

Sold

$285,000

$190/sq ft

Jun 16, 2026

Pending

—

Jun 3, 2026

Price Changed

$314,900

$210/sq ft

May 8, 2026

Price Changed

$354,900

$237/sq ft

Apr 21, 2026

Listed

$374,900

$250/sq ft

Welcome home to this well-maintained colonial offering 4 Bedrooms and 2 full bathrooms with approximately 1,500 sq ft of living space. Situated on a .45-acre level lot, this home features a functional layout with spacious living areas, abundant natural light and flexible floor plan. Wide Plank Hardwood Floors give this house Character, Formal Living Room with Pine Ceilings and Recessed Lighting, Wrap Around Deck overlooking the Yard, Oversized Two Car Garage and much more. Conveniently located to Town, Schools, Shopping and Highways.

Smart MLS #170328082

Dec 17, 2020

Listing Removed

—

Oct 24, 2020

Price Changed

$238,000

$159/sq ft

Sep 30, 2020

Price Changed

$240,000

$160/sq ft

Sep 2, 2020

Price Changed

$246,000

$164/sq ft

Aug 18, 2020

Listed

$250,000

$167/sq ft

Smart MLS #L10211326

Oct 31, 2017

Listing Removed

—

Apr 12, 2017

Listed

$185,000

$123/sq ft

Smart MLS #W10172942

Mar 29, 2017

Listing Removed

—

Sep 30, 2016

Listed

$196,900

$131/sq ft

Public Records

Mar 12, 2001

Sold

$115,000

$77/sq ft

Smart MLS #G234545

Jun 27, 2000

Listed

$124,900

$83/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$4,549 (+5.5%)

$46,800 + $76,600

$123,400

2022

$4,312 (+1.1%)

$46,800 + $76,600

$123,400

2021

$4,265 (+4.1%)

$46,800 + $76,600

$123,400

2020

$4,096

$46,800 + $76,600

$123,400

2019

$4,096 (+8.3%)

$46,800 + $76,600

$123,400

2018

$3,782 (+5.3%)

$51,500 + $61,100

$112,600

2017

$3,590 (+3.2%)

$51,500 + $61,100

$112,600

2016

$3,478 (−3.3%)

$51,500 + $61,100

$112,600

2013

$3,598

$80,700 + $62,700

$143,400

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

0.45 Acres

Year renovated

1993

Finished Sq. Ft.

1,499

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,499

Year built

1916

Style

Single Family Residential

County

Litchfield County

APN

917806

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 26, 2023.

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

94/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 28% for direct sun exposure in Watertown. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.3 hrs

5.5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 33 Chestnut Grove Rd

$392,767

$2,133 under list price of $395K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $275K to $427K.

SOLD APR 1, 2026
$400,000 Last sold price
3 beds2.5 baths1,682 sq ft
45 Walnut St, Watertown, CT 06795
$25/sq ft
smaller lot
39 years newer
SOLD AUG 27, 2026
$275,000 Last sold price
2 beds2 baths1,832 sq ft
28 Wilder St, Watertown, CT 06795
$113/sq ft
smaller lot
13 years newer
SOLD DEC 2, 2025
$427,000 Last sold price
3 beds1.5 baths1,480 sq ft
27 Baldwin St, Watertown, CT 06795
$26/sq ft
smaller lot
14 years newer
SOLD JUL 31, 2026
$365,000 Last sold price
3 beds1.5 baths1,376 sq ft
122 Chestnut Grove Rd, Watertown, CT 06795
$2/sq ft
smaller lot
8 years newer
SOLD SEP 4, 2026
$285,000 Last sold price
3 beds2.5 baths1,644 sq ft
10 Penny Ln, Watertown, CT 06795
$90/sq ft
60 years newer
no basement
SOLD JUL 31, 2026
$375,000 Last sold price
3 beds2 baths1,747 sq ft
103 Hollow Rd, Watertown, CT 06795
$48/sq ft
larger lot
36 years newer

Rental earnings

Est. $2,172 per month, based on comparable rentals

Tour for free, no strings attached

Takes about 5 minutes & won't affect your credit

Start an offer

(860) 325-4907

Early Access listings

EARLY ACCESSREDFIN COMING SOON

$2,200,000

4 beds4 baths2,477 sq ft

58 Sheephill Rd, Riverside, CT 06878

EARLY ACCESSREDFIN COMING SOON

$899,000

4 beds3.5 baths3,700 sq ft

160 Peck Hill Rd, Woodbridge, CT 06525

Nearby similar homes

$449,900

4 beds2 baths1,692 sq ft

48 Center St, Watertown, CT 06795

$914,900

3 beds2.5 baths3,893 sq ft

555 Davis St, Oakville, CT 06779

3D WALKTHROUGH

$460,000

5 beds3 baths2,492 sq ft

41 Clyde St, Oakville, CT 06779

$439,000

4 beds2.5 baths2,415 sq ft

635 Northfield Rd, Watertown, CT 06795

$899,900

6 beds6.5 baths3,740 sq ft

47 Academy Hl, Watertown, CT 06795

$424,999

3 beds1.5 baths1,810 sq ft

1774 Bunker Hill Rd, Watertown, CT 06795

New listings for sale in 06795

NEW 3 HRS AGO

$394,900

4 beds3 baths1,499 sq ft

33 Chestnut Grove Rd, Watertown, CT 06795

$399,000

3 beds2 baths1,637 sq ft

286 North St, Watertown, CT 06795

$740,000

4 beds2.5 baths2,715 sq ft

42 Windy Ridge Ln, Watertown, CT 06795

$195,000

2 beds2 baths992 sq ft

245 Cherry Ave Unit D24, Watertown, CT 06795

3D WALKTHROUGH

$514,900

3 beds2 baths1,688 sq ft

4 Bayview Cir, Watertown, CT 06795

$399,900

3 beds1.5 baths1,663 sq ft

1620 Guernseytown Rd, Watertown, CT 06795

3D WALKTHROUGH

$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

OPEN SUN, 1PM TO 3PM

$369,900

2 beds2.5 baths1,224 sq ft

319 Thomaston Rd #39, Watertown, CT 06795

Details provided by Smart MLS and may not match the public record. Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wallingford homes for sale
Wilton homes for sale
Southington homes for sale
Farmington homes for sale
Branford homes for sale

Houses for rent in Watertown	Agents near me	Westport, CT homes for sale	Watertown Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Watertown Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

New Haven homes for sale
West Hartford homes for sale
Danbury homes for sale

06787 homes for sale
06795 homes for sale
06779 homes for sale

About this home

Payment calculator

Mortgage resources

See this home in person

Nearby open houses (10)

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 33 Chestnut Grove Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 33 Chestnut Grove Rd

Early Access listings

Nearby similar homes

New listings for sale in 06795

More real estate resources