376 Chestnut Tree Hill Rd, Southbury, CT 06488

Off market dec 2020 for $410K

$695,451

Est. refi paymentEst. refi $3,033/mo

•

2,624

sq ft

376 Chestnut Tree Hill Rd, Southbury, CT 06488

About this home

Privacy awaits - How does 10 Acres sound? That's right! Your own little compound. Looking for that perfect getaway home with plenty of space for social distancing from your neighbors then look no further... This Gorgeous passive solar farmhouse has a large eat-in-kitchen with double wall oven and great views of the grounds. A woodstove fireplace is the perfect supplement to the heating costs and keeps the house nice and cozy throughout the winter months. Sliding doors abound in the main level and sun-filled the home all year long. Step outside to the oversized wrap-around deck, perfect for private entertaining. If this is not enough then head upstairs to see the large master bedroom with a master bath, walk-in closet, and an additional closet for extra storage, remember to check out the private balcony. Three additional bedrooms, all great sizes plus the main bath completes the second floor. Also included, a big two-level detached garage/barn, an in-ground pool, a pool shed, and plenty of parking spaces. Come see this one today... We have received multiple offers on the property. Seller is calling for your clients' highest and best offer by 7 PM Sunday 10/4/2020. A decision will be made on Monday 10/5. Thank you.

Pool being sold AS-IS, may need a new liner or a great cleaning. New pump.

Single-familyProperty Type

1979Year Built

10.59 acresLot Size

$265Est. Price/Sq.Ft.

2 car garageParking

Listed by Rudy Pierre (Milford) • YellowBrick Real Estate LLC

Bought with Christian Cardozo • YellowBrick Real Estate LLC

Source:Smart MLS #170341511

Redfin Estimate

$695,451

$285K since sold in December 2020$4,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.4% higher than the average sale price ($672K) of 6 comparable homes.

BOUGHT WITH REDFIN SEP 11, 2026
$635,000
A
4 beds2.5 baths2,878 sq ft
297 N Poverty Rd, Southbury, CT 06488
SOLD OCT 9, 2026
$570,000
B
5 beds2.5 baths2,682 sq ft
976 Old Waterbury Rd, Southbury, CT 06488
SOLD JUL 8, 2026
$665,000
C
4 beds2.5 baths2,477 sq ft
148 Homestead Rd, Southbury, CT 06488
SOLD JUL 21, 2026
$675,000
D
3 beds2.5 baths2,588 sq ft
201 Skyview Dr, Southbury, CT 06488
SOLD AUG 28, 2026
$720,000
E
4 beds2.5 baths2,516 sq ft
115 Luther Dr, Southbury, CT 06488
SOLD NOV 24, 2025
$769,500
F
4 beds2.5 baths2,590 sq ft
212 Beecher Dr, Southbury, CT 06488

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Earn from this home

Sell

$363,447

Est. take-home

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Refinance

Est. cash available

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Rent

$2,273/mo

Redfin rental estimate

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Market trends in 06488, CT

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

99.3%

0.6% MoM

Median sale price

$400K

$18K MoM

Avg. days on market

60d

5 days MoM

Recently sold homes

112

5 MoM

New listings for sale

NEW 6 HRS AGO
$269,900
2 beds2 baths1,032 sq ft
277 Heritage Vlg Unit C, Southbury, CT 06488
OPEN SUN, 1PM TO 3PM
$785,000
4 beds2.5 baths3,799 sq ft
333 S Georges Hill Rd, Southbury, CT 06488
NEW 22 HRS AGO
$630,000
4 beds2.5 baths2,788 sq ft
306 Jacob Rd, Southbury, CT 06488
COMING SOON
$237,500
1 bed1 bath928 sq ft
102 Heritage Vlg Unit A, Southbury, CT 06488
OPEN SUN, 12PM TO 2PM
$343,000
2 beds2 baths1,432 sq ft
491 Heritage Vlg Unit A, Southbury, CT 06488
COMING SOON
$1,249,000
4 beds3.5 baths3,838 sq ft
102 Tepi Dr, Southbury, CT 06488
COMING SOON
$650,000
4 beds2.5 baths2,820 sq ft
153 Woods Way Dr, Southbury, CT 06488
3D WALKTHROUGH
$449,900
3 beds2.5 baths1,747 sq ft
556 Berkshire Rd, Southbury, CT 06488
$450,000
2 beds2 baths1,432 sq ft
287 Heritage Vlg Unit A, Southbury, CT 06488
3D WALKTHROUGH
$799,000
4 beds2.5 baths4,530 sq ft
33 Old Oakwood Dr, Southbury, CT 06488
See all

Provided by Redfin

Sale history for 376 Chestnut Tree Hill Rd

Date

Event

Price

Smart MLS #170341511

Dec 18, 2020

Sold

$410,000

$156/sq ft

Oct 5, 2020

Contingent

—

Sep 29, 2020

Listed

$385,000

$147/sq ft

Smart MLS #170198830

Nov 4, 2019

Listing Removed

—

Aug 1, 2019

Price Changed

$379,000

$144/sq ft

May 23, 2019

Listed

$389,900

$149/sq ft

Smart MLS #170188297

Apr 28, 2019

Listing Removed

—

Apr 26, 2019

Price Changed

$419,900

$160/sq ft

Apr 26, 2019

Listed

$419,000

$160/sq ft

Smart MLS #170140501

Feb 5, 2019

Listing Removed

—

Oct 30, 2018

Listed

$399,000

$152/sq ft

Public Records

Jul 10, 2015

Sold

$400,000

$152/sq ft

Smart MLS #99100698

Jul 9, 2015

Sold

$390,000

$149/sq ft

Jun 5, 2015

Listing Removed

—

Apr 20, 2015

Listed

$439,900

$168/sq ft

Smart MLS #99063855

Oct 3, 2014

Listing Removed

—

May 3, 2014

Listed

$439,900

$168/sq ft

Smart MLS #99025597

Nov 1, 2013

Listing Removed

—

Apr 30, 2013

Listed

$439,500

$167/sq ft

Smart MLS #W1067109

Oct 15, 2012

Listing Removed

—

May 21, 2012

Listed

$439,000

$167/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,601 (+5.3%)

$91,100 + $202,290

$293,390

2022

$6,268 (−2.3%)

$75,510 + $143,350

$218,860

2021

$6,413

$75,510 + $143,350

$218,860

2020

$6,413 (+0.7%)

$75,510 + $143,350

$218,860

2019

$6,369 (+0.3%)

$75,510 + $143,350

$218,860

2018

$6,347 (+0.2%)

$75,510 + $143,350

$218,860

2017

$6,335 (+1.7%)

$91,170 + $125,050

$216,220

2016

$6,227 (+4.3%)

$91,170 + $125,050

$216,220

2014

$5,968 (+4.6%)

$91,170 + $125,050

$216,220

2011

$5,708

$91,170 + $125,050

$216,220

Tax history for 376 Chestnut Tree Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,601 (+5.3%)

$91,100 + $202,290

$293,390

2022

$6,268 (−2.3%)

$75,510 + $143,350

$218,860

2021

$6,413

$75,510 + $143,350

$218,860

2020

$6,413 (+0.7%)

$75,510 + $143,350

$218,860

2019

$6,369 (+0.3%)

$75,510 + $143,350

$218,860

2018

$6,347 (+0.2%)

$75,510 + $143,350

$218,860

2017

$6,335 (+1.7%)

$91,170 + $125,050

$216,220

2016

$6,227 (+4.3%)

$91,170 + $125,050

$216,220

2014

$5,968 (+4.6%)

$91,170 + $125,050

$216,220

2011

$5,708

$91,170 + $125,050

$216,220

*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

10.59 Acres

Year renovated

—

Sq. Ft.

1,624

Year built

1979

Style

Single Family Residential

County

New Haven County

APN

1331234

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage, Barn, Paved
Garages Number: 2

Interior

Interior Information
Total Rooms: 8
Laundry Room Location: Lower/Main Level Utility Room
Laundry Room Info: Lower Level
Interior Features: Cable - Pre-wired, Security System
In-Law Apartment: No
Security System
Cooling System: Ceiling Fans
Appliances Included: Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Disposal, Washer, Gas Dryer

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

Bedroom Information
Beds Total: 4

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

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Balcony, Breezeway, Deck, Wrap Around Deck

Lot Information
Lot Description: Level Lot, Sloping Lot, Treed

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Heated, Slide, Vinyl

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1624
Driveway Type: Private, Paved, Dirt, Gravel

Financial

Assessments Information
Assessed Value: $218,860

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 50 Gallon Tank
Heat Type: Baseboard, Solar, Zoned
Heat Fuel Type: Electric, Solar
Energy Features: Passive Solar, Thermopane Windows

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, Health Club, Medical Facilities, Park, Public Pool
Directions: Reservoir Road to Chestnut Tree Hill Road to 376 - Look for Black Fire Hydrant - Long Driveway - House at the very top.
County: New Haven

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,624
Stories: 1.0
Lot Size: 10.59 acres
Style: Single Family Residential
Year Built: 1979
Year Renovated: —
County: New Haven County
APN: 1331234

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

K - 12
Preschool & daycare

Long Meadow Elementary School

Public PreK-5 • Assigned • 1.9mi

8/10

Memorial Middle School

Public 6-8 • Assigned • 5.8mi

6/10

Pomperaug Regional High School

Public 9-12 • Assigned • 1.6mi

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, 14 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)

33°

19°

35°

21°

52°

32°

61°

41°

69°

51°

79°

59°

83°

64°

79°

58°

75°

55°

63°

45°

52°

36°

38°

24°

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

$661,000 – $800,000

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COMING SOON

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OPEN SUN, 12PM TO 2PM

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COMING SOON

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COMING SOONVIDEO TOUR

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Home values near 376 Chestnut Tree Hill Rd

Data from public records.

Address	Redfin Estimate
414 Chestnut Tree Hill Road, Southbury, CT 3 Beds \| 2.5 Baths \| 2144 Sq. Ft.	$604,068
554 Chestnut Tree Hill Road, Southbury, CT 4 Beds \| 2.5 Baths \| 2531 Sq. Ft.	$635,905
416 Chestnut Tree Hill Road, Southbury, CT 4 Beds \| 2.5 Baths \| 2668 Sq. Ft.	$743,428
98 Beecher Drive, Southbury, CT 4 Beds \| 2.5 Baths \| 2945 Sq. Ft.	$716,656
188 Beecher Drive, Southbury, CT 5 Beds \| 3.5 Baths \| 3700 Sq. Ft.	$756,919
80 Beecher Drive, Southbury, CT 4 Beds \| 3 Baths \| 2508 Sq. Ft.	$708,780
14 Lum Unit RD, Southbury, CT 3 Beds \| 3 Baths \| 2216 Sq. Ft.	$738,859

Address	Redfin Estimate
374 Chestnut Tree Hill Road, Southbury, CT 3 Beds \| 2 Baths \| 2500 Sq. Ft.	$596,438
520 Chestnut Tree Hill Road, Southbury, CT 4 Beds \| 2.5 Baths \| 2200 Sq. Ft.	$705,978
122 Beecher Drive, Southbury, CT 2 Beds \| 1.5 Baths \| 1572 Sq. Ft.	$491,260
158 Beecher Drive, Southbury, CT 5 Beds \| 3 Baths \| 3406 Sq. Ft.	$849,250
54 Beecher Drive, Southbury, CT 3 Beds \| 3 Baths \| 2398 Sq. Ft.	$626,844
186 Beecher Drive, Southbury, CT 6 Beds \| 2.5 Baths \| 4017 Sq. Ft.	$754,824
120 Lum Lot Road, Southbury, CT 4 Beds \| 3 Baths \| 4134 Sq. Ft.	$950,075

Address	Redfin Estimate
534 Chestnut Tree Hill Road, Southbury, CT 4 Beds \| 2 Baths \| 2031 Sq. Ft.	$553,220
568 Chestnut Tree Hill Road, Southbury, CT 3 Beds \| 2.5 Baths \| 2626 Sq. Ft.	$595,060
120 Beecher Drive, Southbury, CT 4 Beds \| 2.5 Baths \| 2795 Sq. Ft.	$722,849
52 Beecher Drive, Southbury, CT 3 Beds \| 2.5 Baths \| 1788 Sq. Ft.	$575,424
123 Beecher Drive, Southbury, CT 4 Beds \| 2.5 Baths \| 2404 Sq. Ft.	$639,654
108 Beecher Drive, Southbury, CT 4 Beds \| 2.5 Baths \| 5224 Sq. Ft.	$807,877
58 Lum Lot Road, Southbury, CT 4 Beds \| 2.5 Baths \| 3134 Sq. Ft.	$952,958

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 06488, CT

Sale history for 376 Chestnut Tree Hill Rd

Tax history for 376 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 376 Chestnut Tree Hill Rd

More real estate resources