Off Market Apr 2022 for $524K

$672,089

Est. refi paymentEst. refi $4,171/mo

•

3,345

sq ft

35 Highpoint Rd, Woodbury, CT 06798

About this home

A Traditional center hall colonial in a prime location for commuters! Located just minutes from I84's exit 16 or 17, this four-bedroom home has recently been painted throughout, refinished hardwood floors, and is ready for a new buyer to make it home. The two separate family rooms, a sunroom, a living room, and a lower-level office means there is plenty of space to spread out and work for those grinding from home. This well-built home provides generous room sizes, hardwood floors throughout most of the home, three fireplaces, and four good-sized bedrooms on the upper level. The walkout lower level would make an ideal in-law apartment with 2 to 3 finished rooms, a fireplace and a roughed in bath area. The exterior provides two sheds for storage, a small exterior front porch, a ground-level deck to soak up the sun, and a level yard for picnics. A terrific house and location that is just a 5 minute drive to three town centers, golf courses, schools, and all major routes!

Single-familyProperty Type

1974Year Built

1.73 acresLot Size

$201Est. Price/Sq.Ft.

2 car garageParking

Listed by Timothy Drakeley • Drakeley Real Estate, Inc.

Bought with William Voight • Coldwell Banker Realty

Source:Smart MLS #170459548

Redfin Estimate

$672,089

$147K since sold in April 2022$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6% lower than the average sale price ($715K) of 6 comparable homes.

SOLD JUL 28, 2026
$775,000
A
4 beds2.5 baths3,431 sq ft
68 Cedar Grove Rd, Southbury, CT 06488
SOLD DEC 18, 2025
$635,000
B
4 beds2.5 baths2,578 sq ft
101 Settlers Hill Rd, Southbury, CT 06488
SOLD JUL 24, 2026
$800,000
C
4 beds3 baths2,782 sq ft
1447 Bucks Hill 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 JUL 8, 2026
$665,000
E
4 beds2.5 baths2,477 sq ft
148 Homestead Rd, Southbury, CT 06488
SOLD MAY 4, 2026
$740,500
F
4 beds2.5 baths2,881 sq ft
101 Overton Farm Rd, Southbury, CT 06488

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$246,426

Est. take-home

List your home with Redfin and save $6,721

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,446/mo

Redfin rental estimate

List your home for rent

Market trends in 06798, CT

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.4%

0.4% MoM

Median sale price

$485K

$77K MoM

Avg. days on market

67d

15 days MoM

Recently sold homes

7 MoM

New listings for sale

NEW 13 HRS AGO
$699,900
3 beds2.5 baths2,451 sq ft
201 Transylvania Rd, Woodbury, CT 06798
$699,000
3 beds2.5 baths2,081 sq ft
61 Minortown Rd, Woodbury, CT 06798
LISTED BY REDFIN
$420,000
4 beds1.5 baths1,590 sq ft
34 Pilgrim Trl, Woodbury, CT 06798
$875,000
4 beds2.5 baths2,394 sq ft
385 Middle Road Tpke, Woodbury, CT 06798
$589,000
3 beds2.5 baths3,282 sq ft
323 Upper Grassy Hill Rd, Woodbury, CT 06798
$699,000
4 beds1.5 baths1,872 sq ft
126 Main St N, Woodbury, CT 06798
COMING SOON
$1,200,000
4 beds4 baths3,968 sq ft
90 Sage Rd, Woodbury, CT 06798
COMING SOON
$549,900
2 beds2.5 baths1,796 sq ft
25 Woodbury Hl #25, Woodbury, CT 06798
See all

Provided by Redfin

Sale history for 35 Highpoint Rd

Date

Event

Price

RENTSPREE #1

Jan 25, 2026

Rental Removed

$4,500

$1/sq ft

Dec 16, 2025

Listed for Rent

$4,500

$1/sq ft

SMARTMLS #24139036

Dec 13, 2025

Rental Removed

$4,300

$1/sq ft

Dec 11, 2025

Price Changed

$4,300

$1/sq ft

Nov 21, 2025

Price Changed

$4,450

$1/sq ft

Nov 11, 2025

Listed for Rent

$4,500

$1/sq ft

SMARTMLS #24118680

Oct 30, 2025

Rental Removed

$4,500

$1/sq ft

Oct 18, 2025

Price Changed

$4,500

$1/sq ft

Sep 22, 2025

Price Changed

$4,600

$1/sq ft

Aug 12, 2025

Listed for Rent

$4,800

$1/sq ft

SMARTMLS #24026009

Jun 30, 2024

Rental Removed

$4,500

$1/sq ft

Jun 17, 2024

Listed for Rent

$4,500

$1/sq ft

Smart MLS #170459548

Apr 25, 2022

Sold

$524,900

$157/sq ft

Mar 2, 2022

Contingent

—

Jan 17, 2022

Listed

$514,900

$154/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$7,135 (−0.4%)

$67,400 + $178,120

$245,520

2022

$7,162

$67,400 + $178,120

$245,520

2021

$7,162

$67,400 + $178,120

$245,520

2020

$7,162

$67,400 + $178,120

$245,520

2019

$7,162 (−2.5%)

$67,400 + $178,120

$245,520

2018

$7,344 (−2.1%)

$76,300 + $200,000

$276,300

2017

$7,504 (+3.3%)

$76,300 + $200,000

$276,300

2016

$7,264 (+2.3%)

$76,300 + $200,000

$276,300

2014

$7,098

$76,300 + $200,000

$276,300

Tax history for 35 Highpoint Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,135 (−0.4%)

$67,400 + $178,120

$245,520

2022

$7,162

$67,400 + $178,120

$245,520

2021

$7,162

$67,400 + $178,120

$245,520

2020

$7,162

$67,400 + $178,120

$245,520

2019

$7,162 (−2.5%)

$67,400 + $178,120

$245,520

2018

$7,344 (−2.1%)

$76,300 + $200,000

$276,300

2017

$7,504 (+3.3%)

$76,300 + $200,000

$276,300

2016

$7,264 (+2.3%)

$76,300 + $200,000

$276,300

2014

$7,098

$76,300 + $200,000

$276,300

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.73 Acres

Year renovated

—

Sq. Ft.

2,695

Year built

1974

Style

Single Family Residential

County

Litchfield County

APN

932739

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 20, 2023.

Property details

Parking

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

Interior

Interior Information
Total Rooms: 10
Laundry Room Info: Upper Level
Interior Features: Cable - Available
In-Law Apartment: Possible
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Oven/Range, Refrigerator, Dishwasher

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

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Laundry Room
Room Count: 11
Basement Description: Full With Walk-Out, Partially Finished
Has Attic

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Aluminum
Exterior Features: Deck, Porch, Shed, Sidewalk

Lot Information
Lot Description: Dry, Cleared, Lightly Wooded

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2695
Driveway Type: Private

Financial

Assessments Information
Assessed Value: $245,520

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Generator

Location

School Information
Middle Jr High School: Woodbury
High School: Nonnewaug
Elementary School: Mitchell

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Private School(s), Tennis Courts
Directions: Old Sherman to Hurds Hill to Highpoint
County: Litchfield

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,695
Stories: 2.0
Lot Size: 1.73 acres
Style: Single Family Residential
Year Built: 1974
Year Renovated: —
County: Litchfield County
APN: 932739

Home facts updated by county records on Jun 20, 2023

Other

Documents & Disclosures
Supplement Count Public: 5

Around this home

Schools

Mitchell Elementary School

Public PreK-5 • Assigned • 3.0mi

5/10

Woodbury Middle School

Public 6-8 • Assigned • 3.1mi

6/10

Nonnewaug High School

Public 9-12 • Assigned • 3.3mi

9/10

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

Woodbury, CT • 06798

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

$639,000 – $773,000

Reach more buyers when you sell with Redfin. Save up to $6,721 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

NEW CONSTRUCTION

$1,125,000

4 beds2.5 baths3,300 sq ft

215 Old Woodbury Rd, Southbury, CT 06488

$2,995,000

4 beds5 baths5,316 sq ft

920 Main St S, Woodbury, CT 06798

$950,000

5 beds3.5 baths4,114 sq ft

552 Breakneck Hill Rd, Middlebury, CT 06762

$819,000

4 beds2.5 baths4,148 sq ft

131 Woods Way Dr, Southbury, CT 06488

$485,000

2 beds1.5 baths1,953 sq ft

47 Middlebury Ter, Middlebury, CT 06762

$1,395,000

5 beds4.5 baths4,884 sq ft

30 Hollow Rd, Woodbury, CT 06798

New listings for sale in 06798

NEW 13 HRS AGO

$699,900

3 beds2.5 baths2,451 sq ft

201 Transylvania Rd, Woodbury, CT 06798

$699,000

3 beds2.5 baths2,081 sq ft

61 Minortown Rd, Woodbury, CT 06798

LISTED BY REDFIN3D WALKTHROUGH

$420,000

4 beds1.5 baths1,590 sq ft

34 Pilgrim Trl, Woodbury, CT 06798

$875,000

4 beds2.5 baths2,394 sq ft

385 Middle Road Tpke, Woodbury, CT 06798

$589,000

3 beds2.5 baths3,282 sq ft

323 Upper Grassy Hill Rd, Woodbury, CT 06798

$699,000

4 beds1.5 baths1,872 sq ft

126 Main St N, Woodbury, CT 06798

COMING SOON

$1,200,000

4 beds4 baths3,968 sq ft

90 Sage Rd, Woodbury, CT 06798

COMING SOON

$549,900

2 beds2.5 baths1,796 sq ft

25 Woodbury Hl #25, Woodbury, CT 06798

Home values near 35 Highpoint Rd

Data from public records.

Address	Redfin Estimate
51 Highpoint Rd, Southbury, CT 3 Beds \| 1.5 Baths \| 1626 Sq. Ft.	$582,174
50 Highpoint Rd, Southbury, CT 3 Beds \| 2.5 Baths \| 1778 Sq. Ft.	$577,654

Address	Redfin Estimate
20 Highpoint Rd, Southbury, CT 3 Beds \| 1 Baths \| 1258 Sq. Ft.	$445,354
48 Highpoint Rd, Woodbury, CT 4 Beds \| 2.5 Baths \| 2709 Sq. Ft.	$574,525

Address	Redfin Estimate
31 Highpoint Rd, Southbury, CT 4 Beds \| 2 Baths \| 2044 Sq. Ft.	$581,185
23 Highpoint Rd, Woodbury, CT 4 Beds \| 2.5 Baths \| 2150 Sq. Ft.	$528,844

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

More real estate resources

Neighborhoods
Zip Codes
Minor Civil Divisions
Cities
Popular Searches

Central Valley homes for sale
Highland Mills homes for sale
Lebanon homes for sale

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.

10980 homes for sale
10926 homes for sale
10930 homes for sale
10917 homes for sale
10950 homes for sale

Wyckoff Township homes for sale
River Vale Township homes for sale
Mahwah Township homes for sale
West Milford Township homes for sale
Wayne Township homes for sale

Houses for rent in Woodbury	Agents near me	White Plains, NY homes for sale	Woodbury Housing Market
Houses for sale near me	New York, NY homes for sale	Yonkers, NY homes for sale
Land for sale near me	Manhattan, NY homes for sale	Scarsdale, NY homes for sale
Open Houses near me	Rochester, NY homes for sale	Woodbury Property Records
Condos for sale near me	Buffalo, NY homes for sale	CT New Listings

Ridgewood homes for sale
Tarrytown homes for sale
Beacon homes for sale