429 Chestnut Land Rd, New Milford, CT 06776

Off Market Aug 2025 for $1M

$1,008,425

Est. refi paymentEst. refi $2,792/mo

•

2,500

sq ft

429 Chestnut Land Rd, New Milford, CT 06776

About this home

"MOTIVATED SELLERS" This stunning farmhouse has been exquisitely renovated, offering a perfect blend of modern updates & classic allure. Walk out your back door to the completely renovated Pool House/Legal Accessory dwelling, featuring 960 sf of living space w/two fireplaces & two full baths heat and A/C, that overlooks the inground heated salt-water pool. Beautiful level lot surrounded by acres of rolling farm land & views. Step inside the main house to discover a warm & inviting interior. Beautiful hdwd flooring throughout. The generous living room features a beautiful stone fireplace & sunroom area. Large dining room that leads out to a covered porch. The kitchen is a chef's dream, with stunning cabinets, elegant brass pulls, Italian marble countertops, a Pietra Cardosa island top, and a breakfast nook area. The mudroom also features Pietra Cardosa tile w/radiant flooring. The spacious upper-level primary bedroom boosts so much character, along with a full bath soaking tub, radiant flooring in the bathroom, & a huge balcony to stargaze. There are two more spacious bedrooms, with one having access to the balcony. Custom-built closets w/Ital-wrapped shelving. Bsmt offers a workout area & huge workshop with loads of storage space. (See fact sheet). A two car barn garage is also situated on this level lot with mature & new plantings. Close to the quaint towns of Washington Depot & New Milford, where there are plenty of restaurants, quaint shops & entertaininment!

Single-familyProperty Type

1918Year Built

2 acresLot Size

$403Est. Price/Sq.Ft.

2 car garageParking

Listed by Diana Newbert • William Raveis Real Estate

Bought with Diana Newbert • William Raveis Real Estate

Source:Smart MLS #24051106

Redfin Estimate

$1,008,425

$67K since sold in August 2025$28K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 39.4% higher than the average sale price ($723K) of 6 comparable homes.

SOLD AUG 6, 2026
$585,000
A
3 beds2.5 baths2,258 sq ft
30 Bonnie Vu Ln, New Milford, CT 06776
SOLD AUG 12, 2026
$960,000
B
3 beds2.5 baths2,046 sq ft
32 Wykeham Rd, Washington, CT 06793
SOLD AUG 3, 2026
$599,000
C
3 beds2.5 baths1,996 sq ft
7 Hearthstone Ter, New Milford, CT 06776
SOLD JUN 16, 2026
$1,105,000
D
3 beds2.5 baths2,113 sq ft
102 Wykeham Rd, Washington, CT 06793
SOLD JUL 2, 2026
$530,000
E
3 beds2 baths1,414 sq ft
349 Litchfield Rd, New Milford, CT 06776
SOLD JUL 7, 2026
$560,000
F
3 beds2.5 baths2,270 sq ft
3 Broadview Ln, New Milford, CT 06776

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Earn from this home

Sell

$103,457

Est. take-home

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Refinance

Est. cash available

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Market trends in 06776, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.5%

0.1% MoM

Median sale price

$490K

$212 MoM

Avg. days on market

50d

3 days MoM

Recently sold homes

122

2 MoM

New listings for sale

NEW 2 HRS AGO
$299,900
1 bed1 bath1,038 sq ft
178 Willow Spgs #178, New Milford, CT 06776
NEW 8 HRS AGO
$250,000
1 bed1 bath840 sq ft
51 Willow Spgs #51, New Milford, CT 06776
$379,900
3 beds1.5 baths1,170 sq ft
72 West St, New Milford, CT 06776
NEW 18 HRS AGO
$535,000
3 beds1 bath1,128 sq ft
22 Caldwell Dr, New Milford, CT 06776
COMING SOON
$749,900
4 beds2.5 baths2,934 sq ft
418 Long Mountain Rd, New Milford, CT 06776
NEW 31 HRS AGO
$190,000
1 bed1 bath625 sq ft
65 West St #404, New Milford, CT 06776
OPEN SAT, 1PM TO 3PM
$469,000
3 beds2 baths1,712 sq ft
54 Taylor Ter, New Milford, CT 06776
OPEN SAT, 2PM TO 5PM
$650,000
4 beds2.5 baths2,035 sq ft
51 Upper Reservoir Rd, New Milford, CT 06776
OPEN SUN, 1PM TO 4PM
$599,900
3 beds2 baths1,912 sq ft
7 High Meadow Rd, New Milford, CT 06776
OPEN SUN, 11AM TO 1PM
$745,000
4 beds2.5 baths3,429 sq ft
26 Bayberry Ln, New Milford, CT 06776
See all

Provided by Redfin

Sale history for 429 Chestnut Land Rd

Date

Event

Price

Smart MLS #24051106

Aug 26, 2025

Sold

$1,075,000

$430/sq ft

Aug 2, 2025

Pending

—

Jul 15, 2025

Contingent

—

May 23, 2025

Relisted

—

Apr 30, 2025

Pending

—

Apr 15, 2025

Contingent

—

Apr 7, 2025

Price Changed

$1,195,000

$478/sq ft

Apr 7, 2025

Relisted

—

Oct 12, 2024

Listing Removed

—

Oct 3, 2024

Listed

$1,299,000

$520/sq ft

SMARTMLS #24039813

Oct 16, 2024

Rental Removed

$5,900

$2/sq ft

Aug 19, 2024

Listed for Rent

$5,900

$2/sq ft

Smart MLS #24017607

Oct 1, 2024

Listing Removed

—

Aug 8, 2024

Price Changed

$1,375,000

$550/sq ft

May 15, 2024

Listed

$1,475,000

$590/sq ft

SMARTMLS #24028664

Aug 19, 2024

Rental Removed

$9,500

$4/sq ft

Jun 28, 2024

Listed for Rent

$9,500

$4/sq ft

Public Records

Feb 4, 2021

Sold

$408,000

$163/sq ft

Smart MLS #170287639

Apr 28, 2020

Sold

$252,500

$101/sq ft

Apr 18, 2020

Pending

—

Apr 16, 2020

Contingent

—

Apr 10, 2020

Listed

$239,900

$96/sq ft

BANK OWNED- Get excited about what must have been an absolutely gorgeous country estate! The potential to bring this property back to life is evident in not only the stately grounds with mature professional plantings, but also in every room. High end finishes are apparent but need to be brought back to life. Hardwood floors, marble, granite, tile are just some of the finishes that remain. The rooms are open and light and bright, with the main living room featuring a floor to ceiling stunning stone fireplace. The main house features three bedrooms and two and a half bathrooms, with a balcony off the master bedroom overlooking the tranquil grounds. Exit the back door onto a brick patio and walkway and cross over to impressive guest quarters. The guest quarters have a full kitchen, TWO full bathrooms, three bedrooms, TWO fireplaces, gorgeous windows, built in shelving and hardwood floors. The guest quarters open to an in-ground pool and patio with sweeping views of the countryside. The property is being offered where is/as is with all defects.

Smart MLS #98176963

Sep 1, 2004

Listing Removed

—

Sep 29, 2003

Listed

$895,000

$358/sq ft

Smart MLS #98139373

Jan 17, 2003

Listing Removed

—

Aug 18, 2002

Listed

$997,000

$399/sq ft

Public Records

Jul 1, 1998

Sold

$327,500

$131/sq ft

Smart MLS #97026676

Sep 17, 1997

Listed

$349,000

$140/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$8,494 (+2.2%)

$54,320 + $238,770

$293,090

2022

$8,309 (+1.9%)

$54,320 + $238,770

$293,090

2021

$8,153 (+5.4%)

$54,320 + $237,160

$291,480

2020

$7,737

$60,270 + $209,510

$269,780

2019

$7,743 (+1.9%)

$60,270 + $209,510

$269,780

2018

$7,600 (+3.4%)

$60,270 + $209,510

$269,780

2017

$7,352 (+1.8%)

$60,270 + $209,510

$269,780

2016

$7,222 (+2.9%)

$60,270 + $209,510

$269,780

2014

$7,016

$60,270 + $206,500

$266,770

Tax history for 429 Chestnut Land Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,494 (+2.2%)

$54,320 + $238,770

$293,090

2022

$8,309 (+1.9%)

$54,320 + $238,770

$293,090

2021

$8,153 (+5.4%)

$54,320 + $237,160

$291,480

2020

$7,737

$60,270 + $209,510

$269,780

2019

$7,743 (+1.9%)

$60,270 + $209,510

$269,780

2018

$7,600 (+3.4%)

$60,270 + $209,510

$269,780

2017

$7,352 (+1.8%)

$60,270 + $209,510

$269,780

2016

$7,222 (+2.9%)

$60,270 + $209,510

$269,780

2014

$7,016

$60,270 + $206,500

$266,770

*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 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Litchfield County

APN

1870628

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 13, 2023.

Property details

Parking

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

Interior

Virtual Tour Information

Interior Information
Total Rooms: 8
Laundry Room Info: Main Level
In-Law Apartment: Possible
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Gas Dryer, Wine Chiller

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

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Mud Room, Workshop
Basement Description: Partial, Partially Finished
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Balcony, Sidewalk, Porch, Barn, Deck, Guest House, French Doors

Lot Information
Lot Description: Borders Open Space, Level Lot, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: Heated, Pool House, Safety Fence, Salt Water, In Ground Pool

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

Property Information
Property Type: Single Family For Sale

Financial

Assessments Information
Assessed Value: $333,970

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 80 Gallon Tank
Heat Type: Baseboard
Heat Fuel Type: Oil, Propane
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Schaghticoke
Intermediate School: Sarah Noble
High School: New Milford
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Lake, Medical Facilities, Private School(s), Shopping/Mall, Stables/Riding, Tennis Courts
Directions: Chestnut Land Road to number 429
County: Litchfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 2 acres
Style: Other
Year Built: —
Year Renovated: —
County: Litchfield County
APN: 1870628

Home facts updated by county records on Jun 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Northville Elementary School

Public PreK-2 • Assigned • 1.9mi

Schaghticoke Middle School

Public 6-8 • Assigned • 1.8mi

5/10

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

4/10 Wind Factor

21% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

New Milford, CT • 06776

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$959,000 – $1.16M

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New listings for sale in 06776

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NEW 18 HRS AGO

$535,000

3 beds1 bath1,128 sq ft

22 Caldwell Dr, New Milford, CT 06776

COMING SOON

$749,900

4 beds2.5 baths2,934 sq ft

418 Long Mountain Rd, New Milford, CT 06776

NEW 31 HRS AGO

$190,000

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OPEN SAT, 1PM TO 3PM

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OPEN SAT, 2PM TO 5PM

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Home values near 429 Chestnut Land Rd

Data from public records.

Address	Redfin Estimate
430 Chestnut Land Rd, New Milford, CT 4 Beds \| 5.5 Baths \| 3297 Sq. Ft.	$431,831
452 Chestnut Land Rd, New Milford, CT 3 Beds \| 1.5 Baths \| 1345 Sq. Ft.	$489,945

Address	Redfin Estimate
436 Chestnut Land Rd, New Milford, CT 3 Beds \| 2 Baths \| 2678 Sq. Ft.	$490,077
7 Red Fox Ln, New Milford, CT 4 Beds \| 3.5 Baths \| 2510 Sq. Ft.	$608,830

Address	Redfin Estimate
415 Chestnut Land Rd, New Milford, CT 4 Beds \| 3 Baths \| 3148 Sq. Ft.	$545,901
11 Hawthorne Ln, New Milford, CT 4 Beds \| 2.5 Baths \| 2818 Sq. Ft.	$800,476

Property information provided by Smart MLS when last listed in 2024. This data may not match . Learn more.

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