21 Hemlock Road
Roxbury, Connecticut 06783
- Beds
- 4
- Baths
- 3
- SqFt
- 2,200
- Acres
- 3.65
- Year Built
- 2020
- Neighborhood
- Chalybes
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
This 4 bedroom main house with 2 bedroom guest house provides a peaceful retreat just minutes from town and 1.5 hours from NYC. The cape style main house is privately sited to capture breathtaking western views and sunsets. It features a light-filled open floor plan designed for effortless everyday living and entertaining. French doors open to an expansive deck where sweeping western vistas create the perfect backdrop for relaxing or hosting while overlooking the frolicking horses at the neighboring property. At the heart of the home is a stylish kitchen with a generous center island, ideal for both casual gatherings and inspired culinary creations. The great room incorporates a dining area and seating area with fireplace. The main floor is completed by the primary bedroom with ensuite bath and the 2nd bedroom which is conveniently located adjacent to the primary and could be used as additional closet or office space. Upstairs, 2 bedrooms share a hall bath. An additional 800+/- square feet of walk-out lower-level space has high ceilings and is plumbed for a full bath. It offers potential to create a play room, home gym, media room, or in law suite. The under-house two-car garage offers space for vehicles and/or storage. Complementing the main residence is a 1,400-square-foot ranch style guest house featuring two bedrooms and two full baths on one level, perfect for guests, income, or in-laws.
Key Facts
- City/Town
- Roxbury
- Neighborhood
- Chalybes
- Property / Style
- Single Family · Farm House
- Year Built
- 2020
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 2,200 sq ft
- Lot Size
- 3.65 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $8,208 / Annually
Market Snapshot
The Roxbury Market
Single Family · trailing 12 months
Active Listings
31
5 under contract
Median List Price
$1.27M
31 active listings
Median Closed Price
$1.40M
30 sales
Median Days on Market
92
31 active listings
Median $ / Sq Ft
$518
31 active listings
Sale-to-List Ratio
95.5%
30 sales
How this home compares
List Price
$1.52M
vs $1.27M median
20.2% above median
Price / Sq Ft
$693
vs $518 median
33.8% above median
Days on Market
0 days
vs 92 days median
92 days fresher than median
Based on 31 active and 30 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of August 6, 2026.
Location
21 Hemlock Road, Roxbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$7,840
- Property Taxes$684
- Insurance$508
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Roxbury
- Neighborhood
- Chalybes
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Farm House
- Year Built
- 2020
- New Construction
- No/Resale
- Living Area
- 2,200 sq ft
Schools
- Elementary
- Booth Free
- High
- Shepaug
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Main Floor
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedStorageInterior AccessLiveable SpaceConcrete FloorFull With Walk-Out
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Open Floor Plan
- Additional Rooms
- Bonus RoomFoyerSitting RoomStaff Quarters
Exterior & Lot
- Lot Size
- 3.65 acres
- Zoning
- A
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Fruit TreesPorchDeckGarden AreaGuest HouseStone WallFrench Doors
- Lot Description
- Level LotRollingOpen Lot
Listing & Financials
- Property Taxes
- $8,208 / Annually
- Days on Market
- 0
- MLS #
- 24194995
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/6/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/6/2026 at 11:25 PM UTC.