77 Hesseky Meadow Rd, Woodbury, CT 06798

Off market mar 2020 for $505K

$959,807

Est. refi paymentEst. refi $3,326/mo

•

5,190

sq ft

77 Hesseky Meadow Rd, Woodbury, CT 06798

About this home

Come to Woodbury, voted #1 small town in 2018 Readers Digest poll. This house is seclude yet in anl established neighborhood, w easy access to town center and minutes to Route 84. This Gorgeous Gambrel colonial sits on over 6 private acres. Driving up the drive you arrive at this lovely property with lush landscaping. Entering into the kitchen, you will be pleasantly surprised; this is a true chef's kitchen, w huge center island w marble countertop, build in micro, ample cabinets, Jennaire Refrig & Propane cooktop, double oven, a wine chiller, great lighting and a comfy breakfast area. Easy access to the spacious DR. From the foyer, you access to DR, formal LR w propane FP, French doors to sunroom. The family rm w propane FP is to the rear, w access to the oversized deck w awning. All over looking the hill side of perennial gardens. There is an office w plenty of built in shelving. The second floor has a master bedroom w cedar closet and magnificient master bath. The 2nd bedroom has a full bath. The remaining 2 BR's share the hall bath. 1st & 2nd floor have hardwood floors & Multi staircases. The multi purpose bonus room over the 3 car gar has a private staircase, wall to wall carpet, a full bath w steam shower, ample closet & storage space. ( Great au pair, home office officel) All the baths could be straight out of PINTEREST!) Lower Level has 3 finished rooms & area for storage. Gunite ing heated pool. Biasi Boiler, multi zoned heat, Kohler Generator, new well pump

Single-familyProperty Type

1986Year Built

6.13 acresLot Size

$185Est. Price/Sq.Ft.

3 car garageParking

Listed by Jeff Colt • Coldwell Banker Realty

Bought with Beth Cannata • Coldwell Banker Realty

Source:Smart MLS #170263961

Redfin Estimate

$959,807

$455K since sold in March 2020$81K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.7% lower than the average sale price ($1.04M) of 5 comparable homes.

SOLD JUL 31, 2026
$1,275,000
A
4 beds3.5 baths3,480 sq ft
46 Grassy Hill Rd, Woodbury, CT 06798
SOLD OCT 9, 2026
$1,000,000
B
4 beds4 baths3,808 sq ft
31 Cedar Grove Rd, Southbury, CT 06488
SOLD OCT 29, 2026
$840,000
C
4 beds4 baths3,865 sq ft
8 Curtiss Mdws, Woodbury, CT 06798
SOLD JUL 30, 2026
$885,000
D
4 beds3.5 baths3,784 sq ft
557 Upper Grassy Hill Rd, Woodbury, CT 06798
SOLD FEB 9, 2026
$1,200,000
E
4 beds4.5 baths4,676 sq ft
101 Old Grassy Hill Rd, Woodbury, CT 06798

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

Earn from this home

Sell

$551,629

Est. take-home

List your home with Redfin and save $9,598

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,005/mo

Redfin rental estimate

List your home for rent

Market trends in 06798, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.4%

+0.4% MoM

Median sale price

$537K

$37K MoM

Avg. days on market

51d

9 days MoM

Recently sold homes

8 MoM

New listings for sale

$299,999
3 beds2.5 baths1,467 sq ft
15 Woods Way, Woodbury, CT 06789
$999,000
3 beds4 baths2,280 sq ft
770 Washington Rd, Woodbury, CT 06798
$500,000
4 beds2 baths1,509 sq ft
47 Atwood Rd, Woodbury, CT 06798
$849,900
5 beds4 baths3,657 sq ft
34 Quail Run Rd, Woodbury, CT 06798
$595,000
3 beds2.5 baths1,909 sq ft
36 Main St S, Woodbury, CT 06798
$359,900
2 beds1 bath990 sq ft
555 Middle Road Tpke, Woodbury, CT 06798
See all

Provided by Redfin

Sale history for 77 Hesseky Meadow Rd

Date

Event

Price

Smart MLS #24181702

Jun 25, 2026

Listing Removed

—

Jun 6, 2026

Listed

$829,900

$160/sq ft

Public Records

Mar 27, 2020

Sold

$505,000

$97/sq ft

Smart MLS #170263961

Mar 26, 2020

Listing Removed

—

Mar 26, 2020

Sold

$505,000

$97/sq ft

Feb 22, 2020

Pending

—

Jan 26, 2020

Contingent

—

Jan 17, 2020

Listed

$510,000

$98/sq ft

Smart MLS #170080931

Feb 6, 2019

Listing Removed

—

Feb 6, 2019

Listing Removed

—

Dec 7, 2018

Contingent

—

Oct 8, 2018

Price Changed

$510,000

$98/sq ft

Sep 23, 2018

Price Changed

$540,000

$104/sq ft

Aug 10, 2018

Contingent

—

Jul 20, 2018

Price Changed

$545,000

$105/sq ft

Jun 1, 2018

Listed

$550,000

$106/sq ft

Smart MLS #W10093940

Mar 2, 2016

Listing Removed

—

Nov 15, 2015

Listed

$565,000

$109/sq ft

Smart MLS #W10041839

Oct 30, 2015

Listing Removed

—

May 2, 2015

Listed

$589,900

$114/sq ft

Smart MLS #W1078992

Jan 18, 2015

Listing Removed

—

Oct 15, 2014

Listed

$650,000

$125/sq ft

Smart MLS #W1021873

Dec 1, 2004

Listed

$649,900

$125/sq ft

Smart MLS #98198645

Nov 30, 2004

Listing Removed

—

May 20, 2004

Listed

$679,900

$131/sq ft

Public Records

Aug 18, 2000

Sold

$471,500

$91/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$10,903 (−0.4%)

$107,790 + $267,390

$375,180

2022

$10,944

$107,790 + $267,390

$375,180

2021

$10,944

$107,790 + $267,390

$375,180

2020

$10,944

$107,790 + $267,390

$375,180

2019

$10,944 (−10.9%)

$107,790 + $267,390

$375,180

2018

$12,277 (−0.4%)

$121,450 + $340,420

$461,870

2017

$12,324 (+3.3%)

$121,450 + $332,300

$453,750

2016

$11,929 (+2.3%)

$121,450 + $332,300

$453,750

2014

$11,657

$121,450 + $332,300

$453,750

Tax history for 77 Hesseky Meadow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$10,903 (−0.4%)

$107,790 + $267,390

$375,180

2022

$10,944

$107,790 + $267,390

$375,180

2021

$10,944

$107,790 + $267,390

$375,180

2020

$10,944

$107,790 + $267,390

$375,180

2019

$10,944 (−10.9%)

$107,790 + $267,390

$375,180

2018

$12,277 (−0.4%)

$121,450 + $340,420

$461,870

2017

$12,324 (+3.3%)

$121,450 + $332,300

$453,750

2016

$11,929 (+2.3%)

$121,450 + $332,300

$453,750

2014

$11,657

$121,450 + $332,300

$453,750

*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

6.13 Acres

Year renovated

—

Sq. Ft.

3,790

Year built

1986

Style

Single Family Residential

County

Litchfield County

APN

933894

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: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 14
Laundry Room Location: first floor off the mud room
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Sauna
Fireplaces Total: 2
Cooling System: Central Air, Heat Pump
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Bonus Room, Exercise Room, Foyer
Room Count: 14
Basement Description: Full
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Clapboard
Exterior Features: Awnings, Deck, Gutters, Lighting, Patio, Porch, Underground Utilities

Lot Information
Lot Description: Rear Lot, Secluded, Rolling, Treed

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Heated, Gunite

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3790
Driveway Type: Private

Financial

Assessments Information
Assessed Value: $375,180

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 100 Gallon Tank
Heat Type: Baseboard, Heat Pump
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Generator, Ridge Vents, Storm Doors, Thermopane Windows

Location

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

Location Information
Subdivision: Hessekey Meadows
State: Connecticut
Directions: Transylvania Rd to Hessekey Meadows house on cul de sac left hand driveway
County: Litchfield

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,790
Stories: 2.0
Lot Size: 6.13 acres
Style: Single Family Residential
Year Built: 1986
Year Renovated: —
County: Litchfield County
APN: 933894

Home facts updated by county records on Jun 20, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Listing Information
Has Home Warranty Offered

Around this home

Schools

K - 12
Preschool & daycare

Mitchell Elementary School

Public PreK-5 • Assigned • 1.6mi

8/10

Woodbury Middle School

Public 6-8 • Assigned • 1.6mi

7/10

Nonnewaug High School

Public 9-12 • Assigned • 2.7mi

10/10

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 96° expected this year, 15 days in 30 years

5/10 Wind Factor

26% 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

90/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Woodbury. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.7 hrs

5.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$912,000 – $1.10M

Reach more buyers when you sell with Redfin. Save up to $9,598 in fees. 3 minutes to get started.

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

Nearby similar homes

$950,000

5 beds3 baths1,959 sq ft

50 Southbury Rd, Roxbury, CT 06783

Historic farmhouse • Separate guest house • Spring-fed pond

$1,395,000

5 beds4.5 baths4,884 sq ft

30 Hollow Rd, Woodbury, CT 06798

Colonial residence • Seven fireplaces • Copper gutters

$1,075,000

4 beds2.5 baths4,265 sq ft

5 North St, Roxbury, CT 06783

Pond • Gunite swimming pool • Hardwood floors

$1,550,000

7 beds5 baths4,814 sq ft

688 Main St N, Southbury, CT 06488

Totally renovated • 1.39 acre lot • 2 garage spots

NEW CONSTRUCTION3D WALKTHROUGH

$950,000

4 beds2.5 baths3,286 sq ft

84 Lum Lot Rd, Southbury, CT 06488

Great room • Eat-in kitchen • Quartz countertops

$599,000

4 beds2.5 baths2,532 sq ft

160 Woods Way Dr, Southbury, CT 06488

Cul-de-sac • 2.7 acre lot • Open concept kitchen

New listings for sale in 06789

$299,999

3 beds2.5 baths1,467 sq ft

15 Woods Way, Woodbury, CT 06789

Updated kitchen • Private rear deck • Finished lower level

$999,000

3 beds4 baths2,280 sq ft

770 Washington Rd, Woodbury, CT 06798

Custom millwork • Wide plank flooring • Gourmet kitchen

$500,000

4 beds2 baths1,509 sq ft

47 Atwood Rd, Woodbury, CT 06798

Corner lot • Lush green lawns • Mature trees

$849,900

5 beds4 baths3,657 sq ft

34 Quail Run Rd, Woodbury, CT 06798

Primary suite • Secondary suite • New roof

$595,000

3 beds2.5 baths1,909 sq ft

36 Main St S, Woodbury, CT 06798

Bright kitchen • Tiled backsplash • Remodeled half bath

$359,900

2 beds1 bath990 sq ft

555 Middle Road Tpke, Woodbury, CT 06798

Oversized back deck • 0.44 acre lot • Garage

Home values near 77 Hesseky Meadow Rd

Data from public records.

Address	Redfin Estimate
48 Hesseky Meadow Road, Woodbury, CT 3 Beds \| 2.5 Baths \| 2337 Sq. Ft.	$587,232
57 Hesseky Meadow Road, Woodbury, CT 4 Beds \| 2.5 Baths \| 3393 Sq. Ft.	$712,110
38 Hesseky Meadow Road, Woodbury, CT 4 Beds \| 3.5 Baths \| 3344 Sq. Ft.	$722,369
132 Great Hollow Road, Woodbury, CT 4 Beds \| 3 Baths \| 2218 Sq. Ft.	$565,986
205 Transylvania Road, Woodbury, CT 3 Beds \| 2.5 Baths \| 1996 Sq. Ft.	$573,114
201 Transylvania Road, Woodbury, CT 3 Beds \| 2.5 Baths \| 2451 Sq. Ft.	—
167 Transylvania Road, Woodbury, CT 4 Beds \| 2.5 Baths \| 3162 Sq. Ft.	$726,078

Address	Redfin Estimate
49 Hesseky Meadow Road, Woodbury, CT 4 Beds \| 4 Baths \| 3611 Sq. Ft.	$718,842
65 Hesseky Meadow Road, Woodbury, CT 4 Beds \| 2.5 Baths \| 2524 Sq. Ft.	$598,069
76 Hesseky Meadow Road, Woodbury, CT 4 Beds \| 4 Baths \| 3266 Sq. Ft.	$738,268
171 Transylvania Road, Woodbury, CT 4 Beds \| 3.5 Baths \| 3446 Sq. Ft.	$786,663
159 Transylvania Road, Woodbury, CT 4 Beds \| 2.5 Baths \| 2709 Sq. Ft.	$687,475
153 Transylvania Road, Woodbury, CT 3 Beds \| 2.5 Baths \| 3289 Sq. Ft.	$970,054
154 Great Hollow Road, Woodbury, CT 5 Beds \| 3 Baths \| 3259 Sq. Ft.	$615,141

Address	Redfin Estimate
73 Hesseky Meadow Road, Woodbury, CT 4 Beds \| 3.5 Baths \| 3523 Sq. Ft.	$774,548
60 Hesseky Meadow Road, Woodbury, CT 4 Beds \| 3.5 Baths \| 3069 Sq. Ft.	$773,421
187 Transylvania Road, Woodbury, CT 3 Beds \| 2 Baths \| 1656 Sq. Ft.	$493,773
140 Great Hollow Road, Woodbury, CT 4 Beds \| 2.5 Baths \| 3392 Sq. Ft.	$698,404
104 Great Hollow Road, Woodbury, CT 4 Beds \| 2.5 Baths \| 3767 Sq. Ft.	$854,836
164 Great Hollow Road, Woodbury, CT 3 Beds \| 2.5 Baths \| 1955 Sq. Ft.	$558,451
179 Transylvania Road, Woodbury, CT 4 Beds \| 3 Baths \| 2350 Sq. Ft.	$579,280

Property information provided by Smart MLS when last listed in 2020. This data may not match . 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.

Redfin Brokerage Licenses

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.

Houses for rent in Litchfield County	Agents near me	Westport, CT homes for sale	Litchfield County 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	Litchfield County Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Naugatuck homes for sale
Bristol homes for sale
Waterbury homes for sale

Westchester County homes for sale
Dutchess County homes for sale
Suffolk County homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 06798, CT

Sale history for 77 Hesseky Meadow Rd

Tax history for 77 Hesseky Meadow Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06789

Home values near 77 Hesseky Meadow Rd

More real estate resources