38 E Woods Rd, Roxbury, CT 06783
Property image
Property image
OFF MARKET

38 E Woods Rd
Roxbury, CT 06783

  • 3 Beds
  • 4.5 Baths
  • 3,319 sqft (on 7 acres)

$1,396,300

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $9,199/mo*
Refinance Your Home

$1,396,300

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $9,199/mo*
Refinance Your Home
3 Beds
4.5 Baths
3,319 sqft
(on 7 acres)

Local Information

  • Map ViewExplore the area around 38 E Woods Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Crisp, clean and magnificent! This "New Classic" Colonial is the perfect country retreat from the flawless interior to the amazing views of the Litchfield Hills; nothing to do but sit back and relax on your own private 7.66 acre lot. Multiple French doors and large windows lighten the house from front to back highlighting the warm wood floors and custom moldings. The elegant living room features a fireplace, recessed paneling and crown molding. A French door leads from the formal dining room to the covered porch perfect for enjoying after dinner cocktails or coffee. The kitchen is both efficient and beautiful with honed marble counter tops and Viking stainless appliances. Enjoy dining with a view from the breakfast nook or all'perto on the spacious deck. The family room includes custom built-ins, two story windows, fireplace and vaulted ceiling. The delightful master bedroom enjoys an abundance of natural light and gorgeous views of the Hills. It includes a full bath and walk-in closet. Two more en suite bedrooms with walk-in closets share this level. The at grade lower level houses a full bath and possible 4th bedroom. For the ultimate country life; the property includes a large barn and paddock for your horses or party barn. Just 90 minutes from NYC, 10 minutes to Washington Depot and Woodbury, 25 minutes to Litchfield center and 45 minutes to Mohawk Ski Mountain. Owner/Agent Related
38 E Woods Rd, Roxbury, CT 06783 is a 3 bedroom, 5 bathroom, 3,319 sqft single-family home built in 1970. It last sold for $850,000 on Feb 4, 2020. More recently, it was listed as a rental in November 2019 with an asking price of $4,850 per month. That rental listing was removed on December 11, 2019. It is currently off market. The Trulia Estimate is $1,396,300, with a rent estimate of $6,703/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 38 E Woods Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Other, OilAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle Not Wood, WoodPatioPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1970Year Updated: 2012
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 2

Lot Information

Lot Area: 7.00 acres

Building

Pool
Sauna
Fitness & Sports
Tennis Court

Price History for 38 E Woods Rd

DatePriceEventSource
02/04/2020$850,000Sold
N/A
12/26/2019$789,000PendingToActiveAgent Provided
12/26/2019$789,000PendingAgent Provided
12/11/2019$4,850ListingRemovedAgent Provided
12/11/2019$789,000PriceChange
Agent Provided
11/22/2019$4,850Listed For RentAgent Provided
10/31/2019$825,000PriceChange
Agent Provided
09/01/2019$849,000PendingAgent Provided
08/11/2019$849,000PendingToActiveAgent Provided
08/11/2019$849,000PendingAgent Provided
05/16/2019$849,000PriceChange
Agent Provided
01/16/2019$925,000PriceChange
Agent Provided
10/22/2018$985,000Listed For SaleAgent Provided
03/21/2016$825,000Sold
Smart MLS #99125317
05/20/2009$1,100,000Sold
N/A
12/07/2004$625,000Sold
N/A

Market trends in Roxbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
2MoM
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Property Tax and Assessment

Year2025
Tax$8,874
Assessment$682,640
Home facts updated by county records

Comparable Sales for 38 E Woods Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
22 East Woods Road, Roxbury, CT
0.16
Single-Family Home
$610,000
04/17/26
4
2.5
3,476
39 Hickory Ln, Roxbury, CT
0.72
Single-Family Home
$1,500,000
03/03/26
4
4
3,691
31 Hickory Lane, Roxbury, CT
0.68
Single-Family Home
$1,600,000
07/20/26
4
4
6,169
30 Hickory Lane, Roxbury, CT
0.57
Single-Family Home
$1,400,000
11/06/25
4
5.5
4,721
32 Grassy Hill Road, Roxbury, CT
0.82
Single-Family Home
$1,966,500
12/22/25
4
4
4,728
19 Good Hill Terrace, Roxbury, CT
1.00
Single-Family Home
$1,465,000
08/22/25
3
3
3,022
34 Bacon Road, Roxbury, CT
1.02
Single-Family Home
$959,000
03/30/26
4
4
3,686
306 Upper Grassy Hill Road, Woodbury, CT
0.39
Single-Family Home
$350,000
08/08/25
3
2
1,936
173 Railtree Hill Road, Woodbury, CT
1.32
Single-Family Home
$528,000
09/09/25
4
3.5
3,350
67 Transylvania Road, Roxbury, CT
1.28
Single-Family Home
$895,000
01/23/26
4
3
3,624

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Assigned Schools

These are the assigned schools for 38 E Woods Rd.
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
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  • 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
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Homes for sale near 38 E Woods Rd

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Off Market Homes Near 38 E Woods Rd

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