21 Hemlock Road, Roxbury, CT 06783
Property image
Property image
ACCEPTING BACKUPS
3.65 ACRES

$1,525,000

  • 4 Beds
  • 3 Baths
  • 2,200 sqft (on 3.65 acres)

21 Hemlock Road, Roxbury, CT 06783

Est. Mortgage $10,495/mo*
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Home Highlights

Single-Family Home
Built in 2020
3.65 acre lot
$693/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 21 Hemlock Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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. This property combines privacy, stunning scenery, and versatile living spaces in an idyllic setting where every evening ends with a spectacular sunset. View could be dramatically improved with additional tree clearing or limbing. Guest house viewing on second showings only with 48 hours notice. Guest house is rented for $1200 a month (likely well under fair market rent). If buyer wants tenants out before closing, that should be made part of any offer.
Last check for updates: about 7 hours ago
Listing courtesy of Stacey Matthews, (203) 671-9067
W. Raveis Lifestyles Realty, (203) 671-9067
Source: Smart MLS, MLS#24194995
Also Listed on Smart MLS.

Home Details for 21 Hemlock Road

Interior Features

Interior Details
Basement: Full,Unfinished,Storage Space,Interior Entry,Liveable Space,ConcreteNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Great Room, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2200 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, DeckOther Structures: Guest HouseExterior: Fruit Trees, Garden, Stone WallFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2200 Square Feet

Days on Market

Days on Market: 46

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Farm House
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 2579942

Price & Status

Price
List Price: $1,525,000Price Per Sqft: $693
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Under Contract - Continue to Show

Location

Direction & Address
City: RoxburyCommunity: Chalybes
School Information
Elementary School: Booth FreeJr High / Middle School: ShepaugHigh School: Shepaug

Agent Information

Listing Agent
Listing ID: 24194995

Building

Building Area
Building Area: 2200 Square Feet

Community

Community Features: Basketball Court, Library, Park, Playground, Private School(s), Stables/Riding, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 3.65 Acres

Miscellaneous

BasementMls Number: 24194995Zillow Contingency Status: Accepting Back-up OffersAttic: Access Via HatchAttribution Contact: (203) 671-9067Above Grade Unfinished Area: 2200

Additional Information

Basketball CourtLibraryParkPlaygroundPrivate School(s)Stables/RidingTennis Court(s)

What Locals Say about Roxbury

At least 2 Trulia users voted on each feature.
  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 100 % Say it's quiet

  • 80 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 80 % Say parking is easy

  • 67 % Say there's wildlife

  • 50 % Say people would walk alone at night

  • 50 % Say they plan to stay for at least 5 years

  • 29 % Say neighbors are friendly

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Lisa r. h.
    "This is an incredibly supportive town, with many young families. Lots of townwide events to meet new people, and friendly neighbors. We moved in 9 years ago and love living here!"
  • Maria T.
    "Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
  • Katherine
    "This is one of the most gorgeous towns in Connecticut. Quintessential New England, with lots of privacy - yes there are celebs - but who cares! They are just people too. You get the best of everything - lovely town green, no traffic, a short drive to everything you need, acreage with your house and low taxes. People are friendly, helpful, nice to you and no smog!!!!!!!!! Yes, we love it here. "

Market trends in Roxbury

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
1
MoM

Home Value

Trulia Estimate
$1.5M
Since last month
Increased$5K (+0.3%)
Since last year
Increased$68K (+4.7%)
Since last sale
Increased$96K (+6.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +488% in the last 10 years
MonthEstimated value
2026
September 2026$1.5M
August 2026$1.49M
July 2026$1.52M
June 2026$1.49M
May 2026$1.48M
April 2026$1.48M
March 2026$1.49M
February 2026$1.48M
January 2026$1.46M
2025
2023
2022
2021
2020

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.23
Single-Family Home
$850,000
08/05/26
3
3.5
2,725
0.90
Single-Family Home
$912,500
11/19/25
4
3
2,982
0.65
Single-Family Home
$754,500
02/11/26
6
5
4,260
1.12
Single-Family Home
$1,050,000
10/15/25
3
2.5
1,571
1.32
Single-Family Home
$1,030,000
01/12/26
4
3.5
2,583
0.49
Single-Family Home
$808,000
03/11/26
1
1.5
1,449
1.84
Single-Family Home
$1,764,000
07/20/26
4
4.5
3,566
1.79
Single-Family Home
$625,000
06/18/26
3
2.5
1,816
2.16
Single-Family Home
$1,195,000
11/07/25
3
2.5
2,793

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.23
$850,000
3
3.5
2,725
Recently Sold
0.27
-
-
-
-
Off Market
0.31
$661,300
3
2
2,769
Off Market
0.32
$320,000
-
-
-
Recently Sold
0.32
-
-
-
-
Off Market
0.33
$1,475,400
4
3
4,572
Off Market
0.38
$399,000
-
-
-
For Sale
0.37
$3,858,100
4
6.5
4,950
Off Market
0.49
$808,000
1
1.5
1,449
Recently Sold
0.44
$1,016,600
4
2.5
3,000
Off Market
0.54
$555,900
2
2
1,328
Off Market
0.54
$860,200
3
3
2,931
Off Market

Price and Tax history

DateEventPrice
Aug 6, 2026
Source: Smart MLS #24194995
Listed For Sale
$1,525,000
Feb 28, 2025
Source: Smart MLS #24036142
Sold
$1,400,000
Feb 6, 2025
Source: Smart MLS #24036142
Pending
$1,450,000
Oct 22, 2024
Source: Smart MLS #24036142
PriceChange
$1,450,000
Price decreased by 9%
Aug 1, 2024
Source: Smart MLS #24036142
Listed For Sale
$1,595,000

LGBTQ Local Legal Protections

Stacey Matthews, W. Raveis Lifestyles Realty, (203) 671-9067
Agent Phone: (203) 671-9067
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 21 Hemlock Road

  • What is the estimated monthly payment for 21 Hemlock Road?
    Based on a $1,525,000 list price with 20% down at today's rates, the estimated monthly payment for 21 Hemlock Road in Roxbury, CT is approximately $10,636 (about $8,299 principal & interest, $2,262 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What are the closest schools to 21 Hemlock Road?
    The closest schools to 21 Hemlock Road in Roxbury, CT are Booth Free School (Elementary), Shepaug Valley School (Middle/High, rated 8/10).
  • What is 21 Hemlock Road estimated to be worth?
    Trulia's estimated value for 21 Hemlock Road in Roxbury, CT is $1,495,300.
  • Does 21 Hemlock Road have air conditioning?
    Yes, 21 Hemlock Road in Roxbury, CT has air conditioning.
  • Does 21 Hemlock Road have laundry facilities?
    Yes, 21 Hemlock Road in Roxbury, CT has in-unit laundry.
  • How big is the lot at 21 Hemlock Road?
    The lot at 21 Hemlock Road in Roxbury, CT is about 3.7 acres.
21 Hemlock Road, Roxbury, CT 06783 is a 4 bedroom, 3 bathroom, 2,200 sqft single-family home built in 2020. This property is currently available for sale and was listed by Smart MLS on Aug 6, 2026. The MLS # for this home is MLS# 24194995.