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21 Hemlock Road

Roxbury, Connecticut 06783

ACTIVE - NEW$1,525,000
Beds
4
Baths
3
SqFt
2,200
Acres
3.65
Year Built
2020
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Guest House2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,032

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Stacey Matthews

(203) 671-9067

W. Raveis Lifestyles Realty

(860) 868-0511

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.