32 Grassy Hill Road, Roxbury, CT 06783 - Photo 1

1/1

$1,966,500

Sold
Closed
Single Family
4 Beds
3 Full Baths
2 Partial Baths
4,728 Sq. Ft.
2 Car Garage

1/1

Property Description

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.

Full Property Details

Full Property Details for 32 Grassy Hill Rd

General

Sold For: $1,966,500
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24085777
Added to Site: 330 day(s) ago

Interior

Number of Rooms: 11
Rooms/Areas: Foyer, Laundry Room, Mud Room, Sitting Room
Fireplace: Yes
Number of Fireplaces: 3
Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Wine Chiller

Rooms

Bathrooms

Total Bathrooms: 5
Full Bathrooms: 3
Half Bathrooms: 2

Bedrooms

Total Bedrooms: 4
Primary Bedroom: Primary Bedroom - Remodeled, Bedroom Suite, Dressing Room, Full Bath, Hardwood Floor, Upper
Bedroom 1: Bedroom, Upper
Bedroom 2: Bedroom, Upper
Bedroom 3: Bedroom, Upper

Other Rooms

Living Room: Living Room - Fireplace, Hardwood Floor, Main
Dining Room: Dining Room - Fireplace, Hardwood Floor, Main
Laundry: Main Level
In-Law/Au Pair Suite: Yes

Exterior

Exterior Features: Balcony, Garden Area, Stone Wall, French Doors, Patio
Color: Yellow

Parking

Garage: Yes
Attached garage: Yes
Garage Spaces: 2
Parking: Attached Garage

Location

County: Litchfield
Driving Directions: Good Hill Road to Bacon Road to Grassy Hill

School Information

Elementary School: Booth Free
High School: Shepaug

Heating & Cooling

Cooling Type: Central Air
Heating Type: Baseboard, Hot Air, Propane
Heating Fuel: Propane
Water Heater: Propane, Upright Tank

Utilities

Sewer: Septic
Water: Private Well

Structural Information

Architectural Style: Georgian Colonial
Construction Status: No/Resale
Exterior Const.: Clapboard
Basement Desc.: Full, Unfinished
Roof: Asphalt Shingle
Attic: Yes
Square Feet: 4,728
Above Ground: 4,728 Sq. Ft.
Year Built: 2002

Lot Features

Lot Size (Acres): 7.92
Zoning: C
Lot Description: Secluded, Interior Lot, Level Lot, Professionally Landscaped, Open Lot

Financial Considerations

Assessment Amount: $1,176,770
Tax Year: July 2025-June 2026

Disclosures and Reports

Property ID: 867361

Listed by Compass Connecticut, LLC, The Rick Distel Team at Compass, Rick Distel and Compass Connecticut, LLC, The Rick Distel Team at Compass, William Bolls
Sold by William Pitt Sotheby's Int'l, THE KATHRYN CLAIR TEAM, Kathryn Clair

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Listing agents

— 32 Grassy Hill Rd —

Rick Distel

Compass Connecticut, LLC
William Bolls

Compass Connecticut, LLC

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

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NMLS#: 1598647

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Schools

Schools serving 32 Grassy Hill Rd

School District:Regional School District 12

Name	Grades	Distance
Shepaug Valley School 159 South Street, Washington, CT 06793	6-12	3.8 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 32 Grassy Hill Rd

Date

Details

Price

Change

Source

12/22/2025

Sold

$1,966,500

-8.53%

MLS

9/03/2025

Price Reduced

$2,150,000

-10.23%

MLS

6/04/2025

Price Reduced

$2,395,000

-4.2%

MLS

4/07/2025

Listed

$2,500,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Beds
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Beds
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32 Grassy Hill Road, Roxbury, CT 06783 (MLS# 24085777) is a Single Family property that was sold at $1,966,500 on December 22, 2025. Want to learn more about 32 Grassy Hill Road? Do you have questions about finding other Single Family real estate for sale in Roxbury? You can browse all Roxbury real estate or contact a Coldwell Banker agent to request more information.

32 Grassy Hill Rd Roxbury, CT 06783