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

40 Transylvania Rd
Roxbury, CT 06783

4 Beds
2.5 Baths
4,096 sqft (on 4 acres)

$1,003,000

Trulia Estimate

as of Jun 10, 2026

Est. Refi. Payment $6,582/mo*

Refinance Your Home

$1,003,000

Trulia Estimate

as of Jun 10, 2026

Est. Refi. Payment $6,582/mo*

Refinance Your Home

4 Beds

2.5 Baths

4,096 sqft

(on 4 acres)

Local Information

-- mins to

Commute Destination

Description

Room to grow and grow! Twin chimney reproduction colonial displays architecture, design, space, and quality detailed mill-work for this modern country home. Gourmet granite kitchen, wide oversized dramatic hallways, formal rooms. Excellent location and address, close to all commuting however feels completely private, peaceful and serene. 4 ac. great for horses. Owner also owns additional property.

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

Porch, Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 40 Transylvania Rd

Interior Features
Interior Details BasementNumber of Rooms: 7Types of Rooms: Laundry Room
Heating & Cooling Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Stone, WoodGardenPatioPorch
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 2006Year Updated: 2013
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial

Lot Information
Lot Area: 4.00 acres

Building
Community rooms Fitness Center
Fitness & Sports Tennis Court

Price History for 40 Transylvania Rd

Date	Price	Event	Source
08/28/2019	$710,000	ListingRemoved	Agent Provided

09/23/2018	$710,000	Listed For Sale	Agent Provided

10/03/2011	$724,000	ListingRemoved	Agent Provided

10/02/2011	$724,000	PriceChange	Agent Provided
Price Change $500 (-0%)
08/14/2011	$724,500	PriceChange	Agent Provided
Price Change $25,500 (-3%)
01/08/2011	$750,000	Listed For Sale	Agent Provided

07/22/2010	$895,000	ListingRemoved	Agent Provided

04/11/2010	$895,000	Listed For Sale	Agent Provided

08/27/2009	$1,250,000	ListingRemoved	Agent Provided

03/18/2009	$1,250,000	Listed For Sale	Agent Provided

Market trends in Roxbury

Last updated April 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$7,309
Assessment	$562,240

Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,928/mo

List your home for rent

Comparable Sales for 40 Transylvania Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
53 Transylvania Road, Roxbury, CT	0.18	Single-Family Home	$1,200,000	10/17/25	3	2.5	3,920
67 Transylvania Road, Roxbury, CT	0.23	Single-Family Home	$895,000	01/23/26	4	3	3,624
22 Highmeadow Lane, Roxbury, CT	0.55	Single-Family Home	$1,378,000	07/08/25	4	4	3,481
667 Upper Grassy Hill Road, Woodbury, CT	0.62	Single-Family Home	$522,500	02/18/26	4	2	1,987
39 Hickory Ln, Roxbury, CT	0.87	Single-Family Home	$1,500,000	03/03/26	4	4	3,691
500 High Ridge Road, Southbury, CT	0.95	Single-Family Home	$640,000	09/26/25	4	2.5	2,626
30 Hickory Lane, Roxbury, CT	1.02	Single-Family Home	$1,400,000	11/06/25	4	5.5	4,721
22 East Woods Road, Roxbury, CT	1.31	Single-Family Home	$610,000	04/17/26	4	2.5	3,476
35 Bronson Mountain Road, Roxbury, CT	0.61	Single-Family Home	$2,501,000	11/21/25	5	5	8,091
1823 South Britain Road, Southbury, CT	1.40	Single-Family Home	$799,000	10/17/25	4	3.5	3,892

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

SOLD
OCT 17, 2025
$1,200,000
3 bd
2.5 ba
3,920 sqft
53 Transylvania Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
FOR SALE
3D VIEW
6.87 ACRES
$1,550,000
4 bd
4.5 ba
4,452 sqft
380 Southbury Road,
Roxbury, CT 06783
Berkshire Hathaway NE Prop.
SOLD
JAN 23, 2026
$895,000
4 bd
3 ba
3,624 sqft
67 Transylvania Road,
Roxbury, CT 06783
Flagpole Realty Inc
OFF MARKET
Est. $833,900
3 bd
2 ba
2,382 sqft
396 Southbury Road,
Roxbury, CT 06783
William Raveis Real Estate
OFF MARKET
Est. $956,200
3 bd
2.5 ba
4,012 sqft
24 Roxbury Road,
Woodbury, CT 06798
Preston Gray Real Estate
OFF MARKET
Est. $988,800
4 bd
2.5 ba
3,088 sqft
80 Transylvania Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
OFF MARKET
3,882 sqft
LOT 6 Transylvania Road,
Roxbury, CT 06783
Flagpole Realty Inc
OFF MARKET
524 Upper Grassy Hill (lot 2) Road,
Woodbury, CT 06798
Van Billings, Inc.
OFF MARKET
Est. $1,374,100
4 bd
3 ba
4,310 sqft
25 High Meadow Lane,
Roxbury, CT 06783
Aspen Realty Group
OFF MARKET
Est. $850,800
3 bd
2.5 ba
3,540 sqft
95 Transylvania Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
OFF MARKET
Est. $722,300
3 bd
3.5 ba
3,133 sqft
591 Upper Grassy Hill Road,
Woodbury, CT 06798
Berkshire Hathaway NE Prop.
FOR SALE
2.73 ACRES
$895,000
4 bd
3.5 ba
3,784 sqft
557 Upper Grassy Hill Road,
Woodbury, CT 06798
William Pitt Sotheby's Int'l

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 40 Transylvania 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.
Resident
7y 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
Flag
Maria T.
12y ago
"Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
0
Flag
Katherine
15y 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. "
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item

Contact for price
1-2 bd
1-2 ba
990 Main St N #776f18ccb,
Southbury, CT 06488
Contact for price
1-2 bd
1-2 ba
611 E Hill Rd #776f18ccb,
Southbury, CT 06488
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$2,000/mo
Fees may apply
1 bd
1 ba
106 High Ridge Rd #A,
Southbury, CT 06488
$2,300/mo
Fees may apply
2 bd
2 ba
593 Heritage Vlg #D,
Southbury, CT 06488
See more homes for rent in
Roxbury
Take a look

Skip to first item

Explore by feature - Air Conditioning

APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$2,650/mo
Total price
2 bd
1 ba
820 sqft
222 North St,
Roxbury, CT 06783
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$7,500/mo
Total price
3 bd
2.5 ba
2,568 sqft
7 Lower County Rd,
Roxbury, CT 06783
FURNISHED
$16,500/mo
Fees may apply
4 bd
2.5 ba
3,089 sqft
5 North St,
Roxbury, CT 06783
3.02 ACRES
$15,000/mo
Fees may apply
3 bd
3.5 ba
2,862 sqft
24 Old Roxbury Rd,
Roxbury, CT 06783
14.09 ACRES
$15,000/mo
Fees may apply
4 bd
5 ba
3,996 sqft
34 Old Roxbury Rd,
Roxbury, CT 06783
FURNISHED
$30,900/mo
Fees may apply
3 bd
3.5 ba
4,251 sqft
45 Moosehorn Rd,
Roxbury, CT 06783
6 rentals with air conditioning in Roxbury, CT

Explore by feature - Washer/dryer

APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$7,500/mo
Total price
3 bd
2.5 ba
2,568 sqft
7 Lower County Rd,
Roxbury, CT 06783
FURNISHED
$6,000/mo
Fees may apply
4 bd
3 ba
1,260 sqft
10 Sentry Hill Rd,
Roxbury, CT 06783
FURNISHED
$16,500/mo
Fees may apply
4 bd
2.5 ba
3,089 sqft
5 North St,
Roxbury, CT 06783
3.02 ACRES
$15,000/mo
Fees may apply
3 bd
3.5 ba
2,862 sqft
24 Old Roxbury Rd,
Roxbury, CT 06783
14.09 ACRES
$15,000/mo
Fees may apply
4 bd
5 ba
3,996 sqft
34 Old Roxbury Rd,
Roxbury, CT 06783
FURNISHED
$30,900/mo
Fees may apply
3 bd
3.5 ba
4,251 sqft
45 Moosehorn Rd,
Roxbury, CT 06783
6 rentals with a washer/dryer in Roxbury, CT

Homes for sale near 40 Transylvania Rd

Skip to last item

6.87 ACRES
$1,550,000
4 bd
4.5 ba
4,452 sqft
380 Southbury Road,
Roxbury, CT 06783
Berkshire Hathaway NE Prop.
2.73 ACRES
$895,000
4 bd
3.5 ba
3,784 sqft
557 Upper Grassy Hill Road,
Woodbury, CT 06798
William Pitt Sotheby's Int'l
17.31 ACRES
$1,795,000
4 bd
3 ba
4,310 sqft
25 Highmeadow Lane,
Roxbury, CT 06783
Compass Connecticut, LLC
3.01 ACRES
$1,155,000
4 bd
2.5 ba
3,340 sqft
24 Hickory Lane,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
1.01 ACRES
$774,900
5 bd
3.5 ba
3,607 sqft
17 Carriage Lane,
Woodbury, CT 06798
RE/MAX RISE
8.04 ACRES
$2,045,000
5 bd
5 ba
5,113 sqft
88 Rucum Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
1.04 ACRES
$600,000
3 bd
2.5 ba
2,306 sqft
924 Roxbury Road,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
3.79 ACRES
$1,495,000
4 bd
2.5 ba
6,395 sqft
99 Carriage Lane,
Roxbury, CT 06783
Houlihan Lawrence
14.82 ACRES
$1,795,000
5 bd
6 ba
5,447 sqft
233 Southbury Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
6.13 ACRES
$829,900
4 bd
5.5 ba
4,790 sqft
77 Hesseky Meadow Road,
Woodbury, CT 06798
Roundtree Realty LLC
See more homes for sale in
Roxbury
Take a look

Skip to first item

Off Market Homes Near 40 Transylvania Rd

Skip to last item

SOLD
JUN 3, 2026
$641,000
5 bd
3.5 ba
3,568 sqft
117 Charter Oak Road,
Southbury, CT 06488
William Raveis Real Estate
SOLD
MAY 28, 2026
$650,000
3 bd
2.5 ba
2,264 sqft
13 Park Lane,
Woodbury, CT 06798
RE/MAX Right Choice
SOLD
MAY 28, 2026
$1,200,000
3 bd
3 ba
2,626 sqft
127 Mansion House Road,
Southbury, CT 06488
Klemm Real Estate Inc
SOLD
MAY 28, 2026
$510,000
3 bd
2 ba
1,716 sqft
977 Heritage Village #B,
Southbury, CT 06488
William Pitt Sotheby's Int'l
SOLD
MAY 26, 2026
$665,000
4 bd
2.5 ba
2,874 sqft
74 Middle Quarter Road,
Woodbury, CT 06798
Compass Connecticut, LLC
SOLD
MAY 22, 2026
$1,000,000
2 bd
4 ba
5,256 sqft
227 Dublin Hill Road,
Southbury, CT 06488
William Raveis Real Estate
SOLD
MAY 21, 2026
$506,000
4 bd
2 ba
2,304 sqft
440 Roxbury Road,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
SOLD
MAY 18, 2026
$635,000
3 bd
3 ba
2,325 sqft
10 Gettysburg Rd,
Southbury, CT 06488
SOLD
MAY 15, 2026
$505,000
3 bd
2 ba
1,716 sqft
36 Heritage Circle #B,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
SOLD
MAY 15, 2026
$630,000
3 bd
2.5 ba
2,219 sqft
49 Hicock Drive,
Southbury, CT 06488
William Pitt Sotheby's Int'l
See more homes for sale in
Roxbury
Take a look

Skip to first item

40 Transylvania Rd, Roxbury, CT 06783 is a 4 bedroom, 3 bathroom, 4,096 sqft single-family home built in 2006. This property is not currently available for sale. The current Trulia Estimate for 40 Transylvania Rd is $1,003,000.

40 Transylvania Rd
Roxbury, CT 06783

$1,003,000

$1,003,000

Local Information