32 Grassy Hill Rd

Roxbury, CT 06783

$2,150,000
Price
4
Beds
4,728 Sq. Ft.
$455 / Sq. Ft.
4,728
Sq. Ft.
$455
per Sq. Ft.
Listed By CompassUnder Contract - Continue To Show
Listed By CompassUnder Contract - Continue To Show
a front view of a residential apartment building with windows and yard
a view of a potted flower in a yard next to a building
a view of a house with a potted plant and a window
a front view of a house with a yard
a dining room with furniture potted plants and wooden floor
a kitchen with a stove a sink a refrigerator and windows
a kitchen with stainless steel appliances granite countertop a stove and a sink
a kitchen with a sink stove and cabinets
a kitchen with a large window cabinets and appliances
a living room with furniture and wooden floor
a living room with furniture and a flat screen tv
a kitchen with stainless steel appliances granite countertop a stove and a sink
a view of a dining room with furniture window and outside view
a view of a dining room with furniture window and outside view
a living room with furniture and a fireplace
a living room with furniture a large window and a fireplace
a fireplace with a clock on top of it
a living room with furniture and a window
a living room with furniture and a large window
a living room with furniture and a dining table with wooden floor
a living room with furniture and a large window
a living room with furniture and a window
a bedroom with a bed and a fireplace
a bedroom with a bed and a window
a view of hallway with cabinets and chandelier
a spacious bathroom with a double vanity sink a mirror and a bathtub
a picture of a room with a potted plant
a bedroom with a bed and wooden floor
a bedroom with a bed chair and a window
a view of a patio with table and chairs and wooden floor
a view of a bench in the garden near a lake
a view of a back yard
a view of a patio with table and chairs potted plants and large tree
a view of a backyard of the house
a living room with furniture and a chandelier
a living room with furniture and a window
a bedroom with a bed and a large window with wooden floor
a view of a terrace with furniture and garden

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...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.

Property Details for 32 Grassy Hill Road

Basement Description
Full, Unfinished
Direct Waterfront
No
Expected Active Date
04-07-2025
Garages Number
2
Neighborhood
N/A
Style
Georgian Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 11/11/2025 02:52 PM

Property Details for 32 Grassy Hill Road

StatusUnder Contract - Continue To Show
MLS #24085777
Days on Market218
Taxes$15,298 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built2002
Lot Size7.92 AC / 344,995 SF
CountyLitchfield County

Location

Listing Courtesy of: .

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Building Information for 32 Grassy Hill Road

Stories-Year Built2002Building Size-Lot Size7.92 AC / 344,995 SF

Payment Calculator

$11,899 per month

30 year fixed, 6.28% Interest

Principal and Interest

$10,624

Property Taxes

$1,275

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 32 Grassy Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Good Hill Road to Bacon Road to Grassy Hill
  • Elementary School: Booth Free
  • High School: Shepaug
  • Latitude: 41.552013
  • Longitude: -73.26967
  • Neighborhood Amenities: Golf Course, Lake, Library, Park, Private School(s), Stables/Riding, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $15,298
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Garden Area, Stone Wall, French Doors, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Wine Chiller
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Baseboard, Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Laundry Room Info: Main Level
  • Laundry Room Location: Main
  • Rooms Additional: Foyer, Laundry Room, Mud Room, Sitting Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Remodeled,Bedroom Suite,Dressing Room,Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 31EB4B7E10CB42D7E063D501100AC25C
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Yellow
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2002
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Over Garage
  • In Law Apartment: Yes
  • Living Area SQFT Per Public Records: 4728
Lot Information
  • Lot Description: Secluded, Interior Lot, Level Lot, Professionally Landscaped, Open Lot
  • Parcel Number: 867361
  • Sq Ft Est Heated Above Grade: 4728.0
  • Sq Ft Total: 4728.0
  • Zoning: C
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Upright Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 32 Grassy Hill Road

DateEvent & SourcePriceAppreciation
Nov 15, 2021

Closed (Public Record)

Public Record #1477264980

$1,900,000

+10.8% / yr

Aug 31, 1999

Closed (Public Record)

Public Record #91919258

$195,000—
DateEvent & SourcePrice
11/15/2021

Closed (Public Record)

Public Record #1477264980

$1,900,000

+10.8% / yr

08/31/1999

Closed (Public Record)

Public Record #91919258

$195,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 32 Grassy Hill Road

Taxable ValueLand$451,080Additions$725,690Total$1,176,770
Tax Record2024$15,298 ($1,275 / month)
Home Facts
Beds4Baths3Total Finished SqFt4,728 SqFtAbove Grade Finished SqFt4,728 SqFtUnfinished Basement SqFt2,270 SqFtStories2Lot Size344,995 SqFtStyleSingle Family ResidenceYear Built2002Year Renovated2016ZoningCCountyLITCHFIELDAPNRXBY M:36 L:15Fireplace TypeHas Fireplace

Schools near 32 Grassy Hill Road

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Booth Free School
Public - K to 5
Shepaug Valley School
Public - 6 to 12
The Burnham School
Public - K to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.