37 Davenport Rd, Roxbury, CT 06783
OFF MARKET

37 Davenport Rd
Roxbury, CT 06783

  • 2 Beds
  • 2 Baths
  • 1,168 sqft (on 9.49 acres)

$819,300

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $5,390/mo*
Refinance Your Home

$819,300

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $5,390/mo*
Refinance Your Home
2 Beds
2 Baths
1,168 sqft
(on 9.49 acres)

Local Information

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

Description

Enjoy this cozy 2 bedroom cottage as it is or use it as a space to relax while you build your mountain top dream home. The cottage has an open floor plan, charming foyer/breezeway and chic brick terrace. One car garage has studio or office above. Continue past the cottage to the long private driveway which winds up to the top of the hill. The building site has magnificent Northern Views. Rough driveway is installed and site is cleared and ready to build. Just minutes to the shops of Washington Depot, The Mayflower Inn and fine dining. Easy proximity to many hiking trails. It is possible to walk to Shepaug Valley middle school/high school from this house. 1.5 hours to NYC. Perc tests are available. The neighbor to the East currently has a small excavation business. There is some equipment at his house which is used off site. He also will be processing the wood that is cut there into boards or firewood. He does this very sporadically and not on weekends. He is also planning to retire in 2 years and move to his farm in upstate NY.
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.

Home Highlights

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

Home Details for 37 Davenport Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OtherAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 5Types of Rooms: Dining Room, Mud Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other
Parking & Garage
GarageParking Space: 1Parking: Garage Detached

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 3

Lot Information

Lot Area: 9.49 acres

Price History for 37 Davenport Rd

DatePriceEventSource
07/23/2024ListingRemovedSmart MLS #24006234
03/26/2024$1,450,000Listed For SaleSmart MLS #24006234
11/01/2023ListingRemovedSmart MLS #170587787
07/29/2023$1,450,000Listed For SaleSmart MLS #170587787
10/14/2021$480,000Sold
Smart MLS #170389938
09/30/2021$499,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #170389938
09/30/2021$499,000ContingentSmart MLS #170389938
09/19/2021$499,000PendingToActiveSmart MLS #170392108
06/11/2021$499,000ContingentSmart MLS #170389938
05/17/2021$499,000PendingToActiveSmart MLS #170392108
05/06/2021$499,000ContingentSmart MLS #170389938
04/16/2021$499,000Listed For SaleSmart MLS #170389938
12/16/2020$590,000ListingRemovedAgent Provided
09/23/2020$590,000PriceChange
Agent Provided
07/09/2020$700,000Listed For SaleAgent Provided
02/27/2019$1,900ListingRemovedAgent Provided
12/03/2018$1,900Listed For RentAgent Provided
09/10/2013$390,000Sold
Smart MLS #99006727
07/03/2013$439,000PendingAgent Provided
06/25/2013$439,000PriceChange
Agent Provided
10/17/2012$499,000Listed For SaleAgent Provided
01/02/2012$750,000ListingRemovedAgent Provided
07/13/2011$750,000Listed For SaleAgent Provided
04/22/2011$850,000ListingRemovedAgent Provided
09/19/2009$850,000Listed For SaleAgent Provided

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$5,920
Assessment$455,350
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,337/mo
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Homes for rent near 37 Davenport Rd

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Comparable Sales for 37 Davenport Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
322 North Street, Roxbury, CT
0.44
Single-Family Home
$500,000
09/05/25
3
2
1,397
315 North Street, Roxbury, CT
0.46
Single-Family Home
$1,400,000
06/09/26
4
3
2,420
17 Jonathan Dr, Roxbury, CT
0.67
Single-Family Home
$900,000
05/12/26
3
2
1,768
27 Wakelee Road, Roxbury, CT
0.64
Single-Family Home
$1,837,500
09/16/25
4
2.5
2,640
7 Jonathan Dr, Roxbury, CT
0.67
Single-Family Home
$1,050,000
12/09/25
3
3
1,976
42 Nichols Hill Road, Washington, CT
1.30
Single-Family Home
$862,500
01/14/26
2
2
2,042
235 North Street, Roxbury, CT
0.59
Single-Family Home
$1,325,000
06/18/25
4
3.5
3,379
249 Woodbury Road, Washington, CT
1.87
Single-Family Home
$529,000
01/09/26
2
2
1,268
225 Roxbury Road, Washington, CT
1.01
Single-Family Home
$2,370,000
07/24/25
4
3.5
3,149
187 Painter Hill Rd, Roxbury, CT
1.06
Single-Family Home
$1,133,000
08/21/25
4
3.5
3,155

Nearby homes

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Assigned Schools

These are the assigned schools for 37 Davenport Rd.
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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
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Homes for sale near 37 Davenport Rd

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Off Market Homes Near 37 Davenport Rd

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37 Davenport Rd, Roxbury, CT 06783 is a 2 bedroom, 2 bathroom, 1,168 sqft single-family home built in 1996. This property is not currently available for sale. 37 Davenport Rd was last sold on Oct 14, 2021 for $480,000. The current Trulia Estimate for 37 Davenport Rd is $819,300.