Off market dec 2025 for $1.9M

$2,187,330

Est. refi paymentEst. refi $12,688/mo

•

4,728

sq ft

32 Grassy Hill Rd, Roxbury, CT 06783

About this home

Roxbury dream home with forever views. Tucked away down a gracious drive off a bucolic town road this quintessential Georgian welcomes you home and envelopes you in calm and comfort. Arrival at the motor court provides the first glimpse of a western view that stretches from Roxbury as far as the eye can see, giving an immediate sense of place. The home, unabashedly radiant in its sunny yellow color, was purchased by the current owner in 2021 and underwent an exquisite glow-up by a noted local designer who transformed the residence into something formal, yet intimate; a place that feels so right with rooms that serve purpose. The masterfully appointed chef's kitchen will delight with abundant prep space, oversized range, and a refrigeration wall with dedicated cooling, freezer and wine storage. A sun-filled gathering space is adjacent as well as an informal dining area. A butler's pantry connects the kitchen and the formal dining room. The formal LR is across the foyer, a serene space with one of the home's 3 fireplaces. A den and a media lounge complete the main floor. Upstairs, the primary suite has been reimagined into a luxury space with dressing room and a spa bath. 2 guest BRs and a full bath complete this level. Above the 2 car garage is a guest apartment with living area/gym, BR and BA. Immaculate grounds with mature gardens and multiple outdoor dining spaces. Ready for new memories, this is a gem of a home within a dream of a town.

Single-familyProperty Type

2002Year Built

7.92 acresLot Size

$463Est. Price/Sq.Ft.

2 car garageParking

Listed by Rick Distel • Compass Connecticut, LLC

Listed by William Bolls • Compass Connecticut, LLC

Contact: Agent Attribution Contact: (646) 417-2720 | Office Attribution Contact: (203) 293-9715

Bought with Kathryn Clair • William Pitt Sotheby's Int'l

Source:Smart MLS #24085777

Redfin Estimate

$2,187,330

$221K since sold in December 2025$15K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 70% higher than the average sale price ($1.29M) of 6 comparable homes.

SOLD OCT 8, 2026
$1,795,000
A
4 beds3.5 baths3,198 sq ft
18 Ranney Hill Rd, Roxbury, CT 06783
SOLD JUL 30, 2026
$885,000
B
4 beds3.5 baths3,784 sq ft
557 Upper Grassy Hill Rd, Woodbury, CT 06798
SOLD FEB 9, 2026
$1,200,000
C
4 beds4.5 baths4,676 sq ft
101 Old Grassy Hill Rd, Woodbury, CT 06798
SOLD JUL 20, 2026
$1,600,000
D
4 beds4 baths6,169 sq ft
31 Hickory Ln, Roxbury, CT 06783
SOLD JUL 16, 2026
$1,400,000
E
4 beds4.5 baths5,216 sq ft
48 Coach Light Dr, Woodbury, CT 06798
SOLD OCT 29, 2026
$840,000
F
4 beds4 baths3,865 sq ft
8 Curtiss Mdws, Woodbury, CT 06798

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Earn from this home

Sell

$509,693

Est. take-home

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Refinance

Est. cash available

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Rent

$4,489/mo

Redfin rental estimate

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Market trends in 06783, CT

Last updated October 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

97.4%

+1.4% MoM

Median sale price

$850K

$110K MoM

Avg. days on market

130d

4 days MoM

Recently sold homes

2 MoM

New listings for sale

$1,075,000
4 beds2.5 baths4,265 sq ft
5 North St, Roxbury, CT 06783
See all

Provided by Redfin

Sale history for 32 Grassy Hill Rd

Date

Event

Price

Smart MLS #24085777

Dec 22, 2025

Sold

$1,966,500

$416/sq ft

Dec 20, 2025

Pending

—

Nov 11, 2025

Contingent

—

Sep 3, 2025

Price Changed

$2,150,000

$455/sq ft

Jun 4, 2025

Price Changed

$2,395,000

$507/sq ft

Apr 7, 2025

Listed

$2,500,000

$529/sq ft

Apr 4, 2025

Coming Soon

$2,500,000

$529/sq ft

Smart MLS #170396074

Nov 16, 2021

Sold

$1,900,000

$402/sq ft

Sep 27, 2021

Contingent

—

Sep 8, 2021

Price Changed

$1,995,000

$422/sq ft

May 13, 2021

Listed

$2,300,000

$486/sq ft

May 6, 2021

Coming Soon

$2,300,000

$486/sq ft

This custom built Georgian with stylish corner quoins lends an air of quiet sophistication to this rural setting. Come and relax in this very private home which sits at the crest of a large open field with dramatic western views. Perfect potential for animals or creating a farm. Gourmet kitchen with bright breakfast nook that overlooks the property. Butler’s pantry leads into formal dining room with views. Formal living room, Media Room and Library complete the first floor. Crown moldings, French doors and hardwood floors enhance the luxurious feel. The second floor features a spacious master bedroom with views and 2 addl bedrooms with a jack and jill bath. The 4th bedroom is part of the apartment/office above the garage and up a separate staircase. Perfect for guest, in-laws, nanny or a home office. The basement is large and full height is offers potential for finishing into a game room, gym, movie room etc. Generator.

Year

Property tax

Land + Additions

Assessment*

2023

$14,827 (−7.2%)

$451,080 + $725,690

$1,176,770

2021

$15,971 (−2.5%)

$484,870 + $552,180

$1,037,050

2020

$16,385 (−0.3%)

$484,870 + $552,180

$1,037,050

2019

$16,437

$484,870 + $552,180

$1,037,050

2018

$16,437 (+6.2%)

$484,870 + $552,180

$1,037,050

2017

$15,471 (+5.1%)

$514,000 + $575,520

$1,089,520

2016

$14,726 (+2.2%)

$514,000 + $560,920

$1,074,920

2014

$14,404

$514,000 + $560,920

$1,074,920

Tax history for 32 Grassy Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,827 (−7.2%)

$451,080 + $725,690

$1,176,770

2021

$15,971 (−2.5%)

$484,870 + $552,180

$1,037,050

2020

$16,385 (−0.3%)

$484,870 + $552,180

$1,037,050

2019

$16,437

$484,870 + $552,180

$1,037,050

2018

$16,437 (+6.2%)

$484,870 + $552,180

$1,037,050

2017

$15,471 (+5.1%)

$514,000 + $575,520

$1,089,520

2016

$14,726 (+2.2%)

$514,000 + $560,920

$1,074,920

2014

$14,404

$514,000 + $560,920

$1,074,920

*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

7.92 Acres

Year renovated

2016

Sq. Ft.

4,728

Year built

2002

Style

Single Family Residential

County

Litchfield County

APN

867361

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 13, 2023.

Property details

Parking

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

Interior

Interior Information
Total Rooms: 11
Laundry Room Location: Main
Laundry Room Info: Main Level
In-Law Apartment: Yes
In-Law Access: Over Garage
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Wine Chiller

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 2

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room, Sitting Room
Basement Description: Full, Unfinished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Exterior Features: Balcony, Garden Area, Stone Wall, French Doors, Patio

Lot Information
Lot Description: Secluded, Interior Lot, Level Lot, Professionally Landscaped, Open Lot

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4728

Financial

Assessments Information
Assessed Value: $1,176,770

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Propane
Heat Type: Baseboard, Hot Air
Heat Fuel Type: Propane
Fuel Tank Location: In Ground

Location

School Information
High School: Shepaug
Elementary School: Booth Free

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Lake, Library, Park, Private School(s), Stables/Riding, Tennis Courts
Directions: Good Hill Road to Bacon Road to Grassy Hill
County: Litchfield

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 4,728
Stories: 2.0
Lot Size: 7.92 acres
Style: Single Family Residential
Year Built: 2002
Year Renovated: 2016
County: Litchfield County
APN: 867361

Home facts updated by county records on Jun 13, 2023

Around this home

Schools

K - 12
Preschool & daycare

Booth Free School

Public K-5 • Assigned • 2.0mi

Shepaug Valley School

Public 6-12 • Assigned • 4.0mi

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 96° 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

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

Provided by First Street

Historical weather

Roxbury, CT • 06783

Average low and high temperatures (°F)

32°

19°

35°

20°

51°

31°

61°

41°

67°

50°

79°

59°

83°

65°

79°

58°

74°

55°

62°

45°

51°

36°

37°

23°

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

$2.08M – $2.52M

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NEW CONSTRUCTION

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New listings for sale in 06783

$1,075,000

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Pond • Gunite swimming pool • Hardwood floors

Home values near 32 Grassy Hill Rd

Data from public records.

Address	Redfin Estimate
30 Grassy Hill Rd, Roxbury, CT 3 Beds \| 3 Baths \| 3788 Sq. Ft.	$1,646,920
60 Grassy Hill Rd, Roxbury, CT 6 Beds \| 7 Baths \| 7092 Sq. Ft.	$2,677,574
28 Grassy Hill Rd, Roxbury, CT 4 Beds \| 3.5 Baths \| 3110 Sq. Ft.	$1,588,330
36 Bacon Rd, Roxbury, CT 4 Beds \| 3.5 Baths \| 3313 Sq. Ft.	$1,215,920
66 Bacon Rd, Roxbury, CT 3 Beds \| 1.5 Baths \| 2345 Sq. Ft.	$719,696
16 Good Hill Ln, Roxbury, CT 5 Beds \| 4.5 Baths \| 3978 Sq. Ft.	$1,662,386
34 Bacon Rd, Roxbury, CT 4 Beds \| 4 Baths \| 3686 Sq. Ft.	$1,096,909

Address	Redfin Estimate
65 Grassy Hill Rd, Roxbury, CT 4 Beds \| 3 Baths \| 3247 Sq. Ft.	$1,291,488
12 Grassy Hill Rd, Roxbury, CT 3 Beds \| 2.5 Baths \| 3272 Sq. Ft.	$1,163,362
20 Grassy Hill Rd, Roxbury, CT 5 Beds \| 5.5 Baths \| 9574 Sq. Ft.	$2,822,249
13 Good Hill Ln, Roxbury, CT 4 Beds \| 3.5 Baths \| 2842 Sq. Ft.	$1,753,532
83 East Woods Rd, Roxbury, CT 5 Beds \| 3.5 Baths \| 4028 Sq. Ft.	$1,275,836
18 Good Hill Ln, Roxbury, CT 4 Beds \| 3.5 Baths \| 3406 Sq. Ft.	$1,123,960
18 Good Hill Ter, Roxbury, CT 4 Beds \| 4 Baths \| 3940 Sq. Ft.	$1,458,273

Address	Redfin Estimate
72 Grassy Hill Rd, Roxbury, CT 5 Beds \| 3.5 Baths \| 6428 Sq. Ft.	$1,732,052
26 Grassy Hill Rd, Roxbury, CT 4 Beds \| 4 Baths \| 3603 Sq. Ft.	$1,547,378
85 East Woods Rd, Roxbury, CT 3 Beds \| 2.5 Baths \| 2365 Sq. Ft.	$935,366
87 East Woods Rd, Roxbury, CT 3 Beds \| 2.5 Baths \| 2388 Sq. Ft.	$920,687
42 Bacon Rd, Roxbury, CT 4 Beds \| 2.5 Baths \| 2378 Sq. Ft.	$744,618
96 Bacon Rd, Roxbury, CT 3 Beds \| 2.5 Baths \| 3734 Sq. Ft.	$1,539,416

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

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About this home

Redfin Estimate

Earn from this home

Market trends in 06783, CT

Sale history for 32 Grassy Hill Rd

Tax history for 32 Grassy 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 06783

Home values near 32 Grassy Hill Rd

More real estate resources