290 Chestnut Tree Hill Rd, Southbury, CT 06488

Off Market Aug 2018 for $457K

$765,216

Est. refi paymentEst. refi $3,065/mo

•

3,310

sq ft

290 Chestnut Tree Hill Rd, Southbury, CT 06488

About this home

New Price - New Look!!! Recent fresh updates and a new price make this 4 bedroom Colonial a Winner. This home features a large eat-in kitchen with plenty of counter and cabinet space, wet bar and 2 large pantries. There is an office with high speed internet, a family room with a full wall brick fireplace, vaulted ceiling and French doors which lead to an inviting screened in porch. The sunny dining room has a bay window, hwd floors and accented with crown molding and wainscoting. On the upper level there are 4 large bedrooms. The master bedroom has a large walk-in closet and an updated bath with cherry vanity, twin sinks, whirlpool tub and tiled shower. There is a basement workshop for the hobbyist or professional. Outdoors you will find a wrap around deck and a level, lightly wooded yard.Generator ready hook up!! Other updates include new hydro air heating in 2018, New roof 2014 and new carpeting on the upper level, 2018. There is an apartment over the 2 car garage that could be used for multi-generational living space. This wonderful home is located in a commuter friendly area and close to all amenities. Great shops, restaurants and a new movie theatre

Single-familyProperty Type

1992Year Built

1.6 acresLot Size

$231Est. Price/Sq.Ft.

2 car garageParking

Listed by Lynn Bruneau • Coldwell Banker Realty

Bought with Ken Demirs • West View Properties, LLC

Source:Smart MLS #170054051

Redfin Estimate

$765,216

$308K since sold in August 2018$21K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.7% higher than the average sale price ($753K) of 6 comparable homes.

SOLD AUG 27, 2026
$845,000
A
4 beds2.5 baths3,391 sq ft
240 Patriot Rd, Southbury, CT 06488
SOLD MAY 4, 2026
$740,500
B
4 beds2.5 baths2,881 sq ft
101 Overton Farm Rd, Southbury, CT 06488
SOLD DEC 22, 2025
$855,000
C
4 beds2.5 baths3,395 sq ft
128 Patriot Rd, Southbury, CT 06488
BOUGHT WITH REDFIN SEP 11, 2026
$635,000
D
4 beds2.5 baths2,878 sq ft
297 N Poverty Rd, Southbury, CT 06488
SOLD MAR 24, 2026
$675,000
E
4 beds2.5 baths3,022 sq ft
28 Oakcrest Rd, Oxford, CT 06478
SOLD AUG 31, 2026
$765,000
F
4 beds2.5 baths2,791 sq ft
83 Valley Stream Ln, Southbury, CT 06488

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Earn from this home

Sell

$414,208

Est. take-home

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Refinance

Est. cash available

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Market trends in 06488, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.9%

0.1% MoM

Median sale price

$415K

$25K MoM

Avg. days on market

55d

1 days MoM

Recently sold homes

131

12 MoM

New listings for sale

COMING SOON
$223,000
2 beds2 baths1,032 sq ft
13 Heritage Vlg Unit B, Southbury, CT 06488
NEW 5 HRS AGO
$269,900
2 beds2 baths1,398 sq ft
955 Heritage Vlg Unit B, Southbury, CT 06488
COMING SOON
$325,000
2 beds2 baths1,432 sq ft
453 Heritage Vlg Unit A, Southbury, CT 06488
NEW 17 HRS AGO
$375,000
2 beds2 baths1,398 sq ft
616 Heritage Vlg Unit B, Southbury, CT 06488
$639,000
3 beds2.5 baths2,798 sq ft
4 Freedom Cir #4, Southbury, CT 06488
$414,900
2 beds2 baths1,398 sq ft
886 Heritage Vlg Unit B, Southbury, CT 06488
OPEN FRI, 5PM TO 7PM
$618,000
4 beds3 baths3,047 sq ft
17 Traditions Blvd, Southbury, CT 06488
3D WALKTHROUGH
$324,900
2 beds1 bath870 sq ft
134 Lower Fish Rock Rd, Southbury, CT 06488
$625,000
3 beds3 baths2,257 sq ft
846 Southford Rd, Southbury, CT 06488
$530,000
5 beds1.5 baths2,040 sq ft
40 Oleson Dr, Southbury, CT 06488
See all

Provided by Redfin

Sale history for 290 Chestnut Tree Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$10,478 (+4.9%)

$77,200 + $388,510

$465,710

2022

$9,989 (−2.3%)

$85,080 + $263,700

$348,780

2021

$10,219

$85,080 + $263,700

$348,780

2020

$10,219 (+0.7%)

$85,080 + $263,700

$348,780

2019

$10,149 (+0.3%)

$85,080 + $263,700

$348,780

2018

$10,115 (+0.4%)

$85,080 + $263,700

$348,780

2017

$10,071 (+1.7%)

$106,030 + $237,690

$343,720

2016

$9,899 (+4.3%)

$106,030 + $237,690

$343,720

2014

$9,487 (+4.6%)

$106,030 + $237,690

$343,720

2011

$9,074

$106,030 + $237,690

$343,720

Tax history for 290 Chestnut Tree Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$10,478 (+4.9%)

$77,200 + $388,510

$465,710

2022

$9,989 (−2.3%)

$85,080 + $263,700

$348,780

2021

$10,219

$85,080 + $263,700

$348,780

2020

$10,219 (+0.7%)

$85,080 + $263,700

$348,780

2019

$10,149 (+0.3%)

$85,080 + $263,700

$348,780

2018

$10,115 (+0.4%)

$85,080 + $263,700

$348,780

2017

$10,071 (+1.7%)

$106,030 + $237,690

$343,720

2016

$9,899 (+4.3%)

$106,030 + $237,690

$343,720

2014

$9,487 (+4.6%)

$106,030 + $237,690

$343,720

2011

$9,074

$106,030 + $237,690

$343,720

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

1.6 Acres

Year renovated

—

Sq. Ft.

3,310

Year built

1992

Style

Multi-Family (2-4 Unit)

County

New Haven County

APN

1330323

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

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

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 9
Laundry Room Location: upper
Laundry Room Info: Upper Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Security System
In-Law Apartment: Possible
Security System
Fireplaces Total: 1
Cooling System: Ceiling Fans, Central Air, Whole House Fan, Zoned
Appliances Included: Electric Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Room Count: 10
Basement Description: Full
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Fiberglass Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: Breezeway, Deck, French Doors, Lighting, Porch-Screened, Underground Utilities

Lot Information
Lot Description: Level Lot, Lightly Wooded, Professionally Landscaped

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: slate

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3310
Driveway Type: Circular, Paved

Financial

Assessments Information
Assessed Value: $348,780

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hydro Air, Zoned
Heat Fuel Type: Oil, Propane
Fuel Tank Location: Above Ground
Energy Features: Humidistat, Thermopane Windows

Location

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

Location Information
Subdivision: Southridge
State: Connecticut
Nearby Amenities: Basketball Court, Golf Course, Medical Facilities, Park, Private Rec Facilities, Public Pool, Shopping/Mall, Tennis Courts
Directions: Bucks Hill to Lum Lot. #290 on left corner of Lum Lot and Chestnut Tree Hill
County: New Haven

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,310
Stories: 2.0
Lot Size: 1.6 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1992
Year Renovated: —
County: New Haven County
APN: 1330323

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Long Meadow Elementary School

Public PreK-5 • Assigned • 2.3mi

5/10

Memorial Middle School

Public 6-8 • Assigned • 6.1mi

8/10

Pomperaug Regional High School

Public 9-12 • Assigned • 2.0mi

8/10

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 97° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Southbury, CT • 06488

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 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$727,000 – $880,000

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New listings for sale in 06488

COMING SOON

$223,000

2 beds2 baths1,032 sq ft

13 Heritage Vlg Unit B, Southbury, CT 06488

NEW 5 HRS AGO

$269,900

2 beds2 baths1,398 sq ft

955 Heritage Vlg Unit B, Southbury, CT 06488

COMING SOON

$325,000

2 beds2 baths1,432 sq ft

453 Heritage Vlg Unit A, Southbury, CT 06488

NEW 17 HRS AGO

$375,000

2 beds2 baths1,398 sq ft

616 Heritage Vlg Unit B, Southbury, CT 06488

$639,000

3 beds2.5 baths2,798 sq ft

4 Freedom Cir #4, Southbury, CT 06488

$414,900

2 beds2 baths1,398 sq ft

886 Heritage Vlg Unit B, Southbury, CT 06488

OPEN FRI, 5PM TO 7PM

$618,000

4 beds3 baths3,047 sq ft

17 Traditions Blvd, Southbury, CT 06488

3D WALKTHROUGH

$324,900

2 beds1 bath870 sq ft

134 Lower Fish Rock Rd, Southbury, CT 06488

$625,000

3 beds3 baths2,257 sq ft

846 Southford Rd, Southbury, CT 06488

Home values near 290 Chestnut Tree Hill Rd

Data from public records.

Address	Redfin Estimate
200 Chestnut Tree Hill Road, Southbury, CT 4 Beds \| 2.5 Baths \| 3120 Sq. Ft.	$797,428
346 Chestnut Tree Hill Road, Southbury, CT 3 Beds \| 2 Baths \| 1709 Sq. Ft.	$590,170

Address	Redfin Estimate
375 Chestnut Tree Hill Road, Southbury, CT 4 Beds \| 3.5 Baths \| 3131 Sq. Ft.	$756,516
23 Southridge Road, Southbury, CT 4 Beds \| 2.5 Baths \| 4097 Sq. Ft.	$914,685

Address	Redfin Estimate
340 Chestnut Tree Hill Road, Southbury, CT 3 Beds \| 2 Baths \| 1456 Sq. Ft.	$532,754
243 Lum Unit RD, Southbury, CT 3 Beds \| 2.5 Baths \| 2450 Sq. Ft.	$676,327

Property information provided by Smart MLS when last listed in 2018. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06488, CT

Sale history for 290 Chestnut Tree Hill Rd

Tax history for 290 Chestnut Tree Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06488

Home values near 290 Chestnut Tree Hill Rd

More real estate resources