Does Roxbury, CT show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Is a car needed in Roxbury, CT?

As of early 2026, 100% of users say car is needed

Is Roxbury, CT quiet?

As of early 2026, 100% of users say it's quiet

Are yards well-kept in Roxbury, CT?

As of early 2026, 80% of users say yards are well-kept

Is Roxbury, CT dog-friendly?

As of early 2026, 80% of users say it's dog friendly

Is parking easy in Roxbury, CT?

As of early 2026, 80% of users say parking is easy

Is there wildlife in Roxbury, CT?

As of early 2026, 67% of users say there's wildlife

Would people walk alone at night in Roxbury, CT?

As of early 2026, 50% of users say people would walk alone at night

Do residents of Roxbury, CT plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Are neighbors friendly in Roxbury, CT?

As of early 2026, 29% of users say neighbors are friendly

Is Roxbury, CT walkable to grocery stores?

As of early 2026, 25% of users say it's walkable to grocery stores

OFF MARKET

$595,000

Last sold price

4 Beds
3,500 sqft (on 25.20 acres)

1 Wakelee Rd, Roxbury, CT 06783

Currently Off Market - Sold Jun 18, 2020 for $595,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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	Bath	Sqft
238 North Street, Roxbury, CT	0.03	Lot/Land	$407,500	10/29/25	-	-
250 Roxbury Rd, Washington, CT	0.86	Lot/Land	$20,538	10/03/25	-	-
Lot 2 Chalybes Road West, Roxbury, CT	1.92	Lot/Land	$499,000	11/05/25	-	-
Booth Road, Roxbury, CT	1.74	Lot/Land	$235,000	09/21/26	-	-
20 Painter Hill Road, Roxbury, CT	1.88	Lot/Land	$3,350,000	09/17/26	-	-
0 Wellers Bridge Road, Roxbury, CT	2.54	Lot/Land	$320,000	11/25/25	-	-
Good Hill Road, Roxbury, CT	2.35	Lot/Land	$817,000	12/19/25	-	-
32 Shinar Mountain Road, Washington Depot, CT	2.33	Lot/Land	$1,000,000	07/09/26	-	-
36 Fenn Hill Road, Washington Depot, CT	3.26	Lot/Land	$2,350,000	06/27/26	-	-
Lot 7 & Lot 8 Willow Brook Drive, Roxbury, CT	4.01	Lot/Land	$450,000	08/26/26	-	-

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
238 North Street, Roxbury, CT 06783	0.03	-	-	-	-	Off Market
235 North Street, Roxbury, CT 06783	0.04	$1,420,600	4	3.5	3,379	Off Market
7 Wakelee Road, Roxbury, CT 06783	0.13	$1,378,900	4	2.5	2,575	Off Market
204 North Street Lot 3, Roxbury, CT 06783	0.31	$775,000	-	-	-	For Sale
27 Wakelee Road, Roxbury, CT 06783	0.27	$1,998,800	4	2.5	2,640	Off Market
200 North Street, Roxbury, CT 06783	0.37	$499,000	-	-	-	For Sale
Battle Swamp Road, Roxbury, CT 06783	0.37	-	4	4.5	4,200	Off Market
16 Sentry Hill Road, Roxbury, CT 06783	0.47	$2,700,000	5	5.5	5,455	Recently Sold
Lot Davenport Road, Roxbury, CT 06783	0.48	-	-	-	-	Off Market
294 North St, Roxbury, CT 06783	0.56	$1,431,200	4	3.5	3,067	Off Market
94 Judds Bridge Road, Roxbury, CT 06783	0.60	$583,000	2	1.5	1,990	Recently Sold
33 Sentry Hill Road, Roxbury, CT 06783	0.66	$1,469,000	4	3.5	2,716	For Sale

Local Information

Map ViewExplore the area around 1 Wakelee Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Lot/Land

Built in 2019

25.2 acre lot

3,500 sqft

About this House

Rarely available Lot in Roxbury! Surrounded by the Roxbury Land Trust, 1 Wakelee Road is 25.2 acres. This stunning lot features the Battle Swamp Brook running through it with un-touched historic stone walls and an abundance of pine trees, oaks and maples for ultimate privacy. Shown by private appt. Jill Sloane Owner/Agent.

1 Wakelee Rd, Roxbury, CT 06783 is a 4 bedroom, 3,500 sqft lot/land built in 2019. It last sold for $595,000 on Jun 18, 2020. This property is not currently displayed as for sale or rent on Trulia.

Home Details for 1 Wakelee Rd

Interior Features
Heating & Cooling Heating: Radiant, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Radiant
Interior Details Number of Rooms: 9Types of Rooms: Laundry Room

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Wood
Parking & Garage Parking: Carport

Property Information
Year Built Year Built: 2019
Property Type / Style Property Type: Lot Land

Lot Information
Lot Area: 25.20 acres

Price and Tax history

Date	Event	Price
Jun 18, 2020 Source: Smart MLS #170203451	Sold	$595,000

Additional Cost

Market trends in Roxbury

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

Booth Free School
K-5
Public
86 Students
Regional School District 12
NA
GreatSchools Rating
Parent Rating Average
Booth Free is a wonderful school! The faculty holds a high standard of learning and provides individualized attention to each student to achieve that goal. The school is an inviting place where students are encouraged to learn and parents feel welcome.
Parent Review
10y ago
1 Reviews

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.
Resident
8y ago
"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.
12y ago
"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
16y ago
"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. "
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Apartments for Rent

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Off Market Homes Near 1 Wakelee Rd

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SOLD
SEP 21, 2026
$235,000
Booth Road,
Roxbury, CT 06783
Klemm Real Estate Inc
SOLD
SEP 17, 2026
$3,350,000
20 Painter Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
SOLD
SEP 15, 2026
$955,000
4 bd
3.5 ba
4,716 sqft
1 Kiara Court,
New Milford, CT 06776
Hegarty & Co Real Estate
SOLD
SEP 14, 2026
$549,900
4 bd
2.5 ba
2,284 sqft
44 Chapin Road,
New Milford, CT 06776
William Raveis Real Estate
SOLD
SEP 11, 2026
$630,000
3 bd
3 ba
3,784 sqft
7 Saddle Ridge Road,
New Milford, CT 06776
Keller Williams Realty Prtnrs.
SOLD
SEP 8, 2026
$572,000
4 bd
2 ba
2,752 sqft
33 Hatch Road,
Bridgewater, CT 06752
Paul Valeri, Realtors
SOLD
SEP 3, 2026
$627,000
4 bd
2.5 ba
2,396 sqft
39 Standish Road,
New Milford, CT 06776
Coldwell Banker Realty
SOLD
SEP 3, 2026
$525,000
3 bd
2 ba
2,290 sqft
10 Dawns Road,
New Milford, CT 06776
Better Homes and Gardens Real Estate Executive Real Estate
SOLD
SEP 3, 2026
$615,000
4 bd
2.5 ba
2,032 sqft
106 Town Farm Road,
New Milford, CT 06776
Compass Connecticut, LLC
SOLD
SEP 1, 2026
$312,500
2 bd
2 ba
1,222 sqft
13 Upper Valley Dr,
New Milford, CT 06776
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