17 Wakelee Rd, Roxbury, CT 06783
OFF MARKET

17 Wakelee Rd
Roxbury, CT 06783

  • 4 Beds
  • 4 Baths
  • 4,324 sqft (on 9.26 acres)

$3,509,400

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $23,008/mo*
Refinance Your Home

$3,509,400

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $23,008/mo*
Refinance Your Home
4 Beds
4 Baths
4,324 sqft
(on 9.26 acres)

Local Information

  • Map ViewExplore the area around 17 Wakelee Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This custom built 2001 Colonial is adorned with classically stylish architectural details throughout-crown moldings, French doors, stone bathrooms, and ten foot ceilings. The gourmet kitchen features professional grade appliances, beamed ceiling and opens to the family room with fireplace. The master suite includes an adjoining library with quarter-sawn oak paneling and its own fireplace. As lovely as the interior is, the surrounding 9+ park-like acres may be more impressive. Ornamental gardens, specimen trees, and elaborate stone work define and adorn the contours of the land. The effect is landscape artistry at its best. The property has direct water frontage on Battle Brook, a tributary to the nearby Shepaug River. It is adjacent to one of Roxbury's Land Trust Preserves which allows for unspoiled views and added privacy.
17 Wakelee Rd, Roxbury, CT 06783 is a 4 bedroom, 4 bathroom, 4,324 sqft single-family home built in 2001. It last sold for $2,425,000 on Feb 9, 2016. It is currently off market. The Trulia Estimate is $3,509,400, with a rent estimate of $7,000/month.

Home Highlights

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

Home Details for 17 Wakelee Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood

Property Information

Year Built
Year Built: 2001Year Updated: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 2

Lot Information

Lot Area: 9.26 acres

Price History for 17 Wakelee Rd

DatePriceEventSource
02/09/2016$2,425,000Sold
N/A
12/03/2009$3,895,000ListingRemovedAgent Provided
10/19/2009$3,895,000Listed For SaleAgent Provided
08/26/1997$244,000Sold
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$22,705
Assessment$1,746,570
Home facts updated by county records

Comparable Sales for 17 Wakelee Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27 Wakelee Road, Roxbury, CT
0.13
Single-Family Home
$1,837,500
09/16/25
4
2.5
2,640
51 Battle Swamp Rd, Roxbury, CT
0.20
Single-Family Home
$2,900,000
08/13/25
4
9
4,805
16 Sentry Hill Road, Roxbury, CT
0.51
Single-Family Home
$2,700,000
12/16/25
5
5.5
5,455
315 North Street, Roxbury, CT
0.65
Single-Family Home
$1,400,000
06/09/26
4
3
2,420
225 Roxbury Road, Washington, CT
1.15
Single-Family Home
$2,370,000
07/24/25
4
3.5
3,149
322 North Street, Roxbury, CT
0.79
Single-Family Home
$500,000
09/05/25
3
2
1,397
187 Painter Hill Rd, Roxbury, CT
1.50
Single-Family Home
$1,133,000
08/21/25
4
3.5
3,155
19 Spargo Road, Roxbury, CT
1.22
Single-Family Home
$1,050,000
10/15/25
3
2.5
1,571
23 Sun Pond Lane, New Milford, CT
1.51
Single-Family Home
$760,000
05/15/26
4
2.5
3,082
7 Jonathan Dr, Roxbury, CT
1.36
Single-Family Home
$1,050,000
12/09/25
3
3
1,976

Nearby homes

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Assigned Schools

These are the assigned schools for 17 Wakelee 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
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  • 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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