3 Southbury Road, Roxbury, CT 06783
OFF MARKET

3 Southbury Road
Roxbury, CT 06783

  • 4 Beds
  • 2.5 Baths
  • 3,016 sqft (on 2 acres)

$1,372,200

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $8,977/mo*
Refinance Your Home

$1,372,200

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $8,977/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,016 sqft
(on 2 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

In the late 18th century Phineas Smith built the house and office where he laid out plans for the Oxford Turnpike now Southbury Road. This finely preserved home has four working fireplaces and beautiful historic details. Barn has been sensitively converted into modern studio and is currently a successful Architecture office and Antique Shop. Barn/office/studio is 3436 s.f. with heat and a/c, has 2 half baths and Pantry. Both house and barn with featured in Architectural Digest. Super visibility combined with exquisite grounds and lovely pond. Live the genteel country life and stroll to your office, surrounded by nature. Enjoy the benefits of easy living, ideal location - an exquisite property at the crossroads- convenient to all points in the heart of Roxbury! Litchfield County has a bounty of wonderful outdoor activities including hiking trails, boating, fishing, swimming, wineries, and skiing. A natural food market is less than 15 minutes away and many local farm markets and farm stands. Relax and enjoy the lovely boutiques, antique shops, and dine in farm to table restaurants. Welcome to Litchfield Hills!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 21, 2024

Home Highlights

Parking
Open Parking
Outdoor
Porch, Patio
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 3 Southbury Road

Interior Features

Interior Details
Basement: Crawl Space,Full,Unfinished,Sump Pump,Dirt Floor,ConcreteNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Study, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3016 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Cooktop, Oven/Range, Oven, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Forced Air,Oil,PropaneNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 4Has a Fireplace
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: WoodPatio / Porch: Porch, PatioOther Structures: Shed(s), Barn(s)Exterior: LightingFoundation: StoneNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 8Parking: None,Off Street,Driveway,Private
Frontage
WaterfrontWaterfront: Waterfront, PondOn Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3016 Square Feet

Property Information

Year Built
Year Built: 1796
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique
Building
Construction Materials: Clapboard, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 866742

Price & Status

Price
List Price: $1,395,000
Status Change & Dates
Off Market Date: Tue Sep 24 2024Possession Timing: Negot

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 3016 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Miscellaneous

BasementMls Number: 24015875Attic: Walk-upAbove Grade Unfinished Area: 3016
Last check for updates: about 12 hours ago
Listed by Maria Taylor, (203) 578-0397
Klemm Real Estate Inc, (860) 868-7313
Claudine McHugh, (203) 228-7000
Klemm Real Estate Inc, (203) 263-4040
Bought with: Stephan Lavictoire, (917) 488-1053, W. Raveis Lifestyles Realty, (860) 868-0511
Source: Smart MLS, MLS#24015875

Price History for 3 Southbury Road

DatePriceEventSource
10/21/2024$1,225,000Sold
Smart MLS #24015875
05/09/2024$1,395,000Listed For SaleSmart MLS #24015875
06/07/2017$1,250,000ListingRemovedAgent Provided
06/07/2016$1,250,000PriceChange
Agent Provided
05/27/2015$1,295,000Listed For SaleAgent Provided
11/25/2014$195,000ListingRemovedAgent Provided
06/24/2014$195,000PriceChange
Agent Provided
06/05/2014$250,000Listed For SaleAgent Provided
03/09/2011$150,000Sold
Smart MLS #98474775
03/02/2011$1,350,000PriceChange
Agent Provided
08/28/2010$161,000PriceChange
Agent Provided
03/06/2010$1,350,000Listed For SaleAgent Provided
12/22/1994$228,000Sold
N/A

Market trends in Roxbury

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
23
2MoM
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Property Tax and Assessment

Year2025
Tax$9,884
Assessment$760,340
Home facts updated by county records

Homeowner tools

Estimated monthly rent$6,452/mo
List your home for rent

Comparable Sales for 3 Southbury Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
44 South Street, Roxbury, CT
0.45
Single-Family Home
$1,825,000
08/07/25
3
3.5
3,450
88 Hemlock Road, Roxbury, CT
0.75
Single-Family Home
$1,400,000
08/22/25
2
2.5
3,389
79 Wellers Bridge Road, Roxbury, CT
0.83
Single-Family Home
$615,000
06/30/25
3
2
2,769
19 Spargo Road, Roxbury, CT
1.09
Single-Family Home
$1,050,000
10/15/25
3
2.5
1,571
11 Hodge Road, Roxbury, CT
1.43
Single-Family Home
$912,500
11/19/25
4
3
2,982
158 Painter Hill Road, Roxbury, CT
1.66
Single-Family Home
$1,195,000
11/07/25
3
2.5
2,793
118 Chalybes Road West, Roxbury, CT
1.21
Single-Family Home
$754,500
02/11/26
6
5
4,260
34 Bacon Road, Roxbury, CT
1.64
Single-Family Home
$959,000
03/30/26
4
4
3,686
19 Good Hill Terrace, Roxbury, CT
1.75
Single-Family Home
$1,465,000
08/22/25
3
3
3,022

Nearby homes

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Assigned Schools

These are the assigned schools for 3 Southbury Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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!"
    2
    Flag
  • Maria T.
    "Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
    0
    Flag
  • 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. "
    0
    Flag

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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.
3 Southbury Road, Roxbury, CT 06783 is a 4 bedroom, 3 bathroom, 3,016 sqft single-family home built in 1796. This property is not currently available for sale. 3 Southbury Road was last sold on Oct 21, 2024 for $1,225,000 (12% lower than the asking price of $1,395,000). The current Trulia Estimate for 3 Southbury Road is $1,372,200.