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

258 Baker Rd
Roxbury, CT 06783

3 Beds
2 Baths
1,372 sqft (on 3.50 acres)

$711,800

Trulia Estimate

as of Jul 22, 2026

Est. Refi. Payment $4,745/mo*

Refinance Your Home

$711,800

Trulia Estimate

as of Jul 22, 2026

Est. Refi. Payment $4,745/mo*

Refinance Your Home

3 Beds

2 Baths

1,372 sqft

(on 3.50 acres)

Local Information

Map ViewExplore the area around 258 Baker Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1968

Lot Size

3.5 acres

Living Area

1,372 sqft

Price/Sqft

$519

Parking

Garage

Description

Rare opportunity to own a sturdy and cozy home in a private, yet convenient, 3.5 acre setting in the charming town of Roxbury. Hardwood floors, newer kitchen and baths. 3 season porch could easily be winterized. Fully applianced, pantry. Nice yard, views, backs up to 50 acres of open space. Room for expansion either to the rear or to go up. List of mechanical and home updates available upon request. Fantastic scenario for homeownership, where the median price of homes in Roxbury is $936,000! Local activities include hiking trails, horse trails, public tennis courts, recreation areas and programs.

258 Baker Rd, Roxbury, CT 06783 is a 3 bedroom, 2 bathroom, 1,372 sqft single-family home built in 1968. It last sold for $275,000 on Nov 12, 2013. It is currently off market. The Trulia Estimate is $711,800, with a rent estimate of $3,273/month.

Home Details for 258 Baker Rd

Interior Features
Interior Details BasementAtticNumber of Rooms: 5Types of Rooms: Dining Room
Heating & Cooling Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities DryerRefrigeratorWasher

Exterior Features
Exterior Home Features Roof: OtherExterior: VinylPorch
Parking & Garage GarageParking Space: 1Parking: Garage Attached

Property Information
Year Built Year Built: 1968Year Updated: 1991
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Community
Units in Building: 1

Lot Information
Lot Area: 3.50 acres

Price History for 258 Baker Rd

Date	Price	Event	Source
11/12/2013	$275,000	Sold	N/A
Recording Date 11/12/2013 County Transfer Tax N/A Total Transfer Tax $37
07/01/2013	$300,000	ListingRemoved	Agent Provided

12/12/2012	$300,000	PriceChange	Agent Provided
Price Change $15,000 (-5%)
12/05/2012	$315,000	PriceChange	Agent Provided
Price Change $15,000 (5%)
12/04/2012	$300,000	PriceChange	Agent Provided
Price Change $15,000 (-5%)
11/26/2012	$315,000	PriceChange	Agent Provided
Price Change $15,000 (5%)
11/22/2012	$300,000	PriceChange	Agent Provided
Price Change $15,000 (-5%)
11/14/2012	$315,000	PriceChange	Agent Provided
Price Change $15,000 (5%)
11/11/2012	$300,000	PriceChange	Agent Provided
Price Change $15,000 (-5%)
11/09/2012	$315,000	PriceChange	Agent Provided
Price Change $15,000 (5%)
11/06/2012	$300,000	PriceChange	Agent Provided
Price Change $15,000 (-5%)
10/24/2012	$315,000	PriceChange	Agent Provided
Price Change $15,000 (5%)
10/23/2012	$300,000	PriceChange	Agent Provided
Price Change $15,000 (-5%)
10/22/2012	$315,000	PriceChange	Agent Provided
Price Change $15,000 (5%)
10/19/2012	$300,000	PriceChange	Agent Provided
Price Change $15,000 (-5%)
10/18/2012	$315,000	PriceChange	Agent Provided
Price Change $15,000 (5%)
10/17/2012	$300,000	PriceChange	Agent Provided
Price Change $15,000 (-5%)
09/05/2012	$315,000	Listed For Sale	Agent Provided

07/15/2012	$330,000	ListingRemoved	Agent Provided

05/07/2012	$330,000	PriceChange	Agent Provided
Price Change $10,000 (-3%)
04/04/2012	$340,000	PriceChange	Agent Provided
Price Change $9,900 (-3%)
02/14/2012	$349,900	Listed For Sale	Agent Provided

Market trends in Roxbury

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

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Property Tax and Assessment

Year	2025
Tax	$3,938
Assessment	$302,960

Home facts updated by county records

Comparable Sales for 258 Baker Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
178 Baker Road, Roxbury, CT	0.57	Single-Family Home	$808,000	03/11/26	1	1.5	1,449
20 Mine Hill Road East, Bridgewater, CT	0.77	Single-Family Home	$1,030,000	01/12/26	4	3.5	2,583
11 Hodge Road, Roxbury, CT	0.75	Single-Family Home	$912,500	11/19/25	4	3	2,982
65 Mine Hill Rd W, Bridgewater, CT	1.01	Single-Family Home	$612,500	11/10/25	4	3	3,348
123 Mine Hill Road, New Milford, CT	1.29	Single-Family Home	$625,000	06/18/26	3	2.5	1,816
118 Chalybes Road West, Roxbury, CT	0.74	Single-Family Home	$754,500	02/11/26	6	5	4,260
168 Keeler Rd, Bridgewater, CT	1.40	Single-Family Home	$350,000	12/23/25	2	1	800
119 Keeler Road, Bridgewater, CT	1.59	Single-Family Home	$900,000	01/09/26	3	3	2,568
29 New Milford Road West, Bridgewater, CT	1.64	Single-Family Home	$345,000	11/12/25	3	1	1,242
67 Botsford Hill Rd, Bridgewater, CT	0.88	Single-Family Home	$1,468,360	09/08/25	4	3	4,815

Nearby homes

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

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OFF MARKET
0 Baker Road,
Roxbury, CT 06783
Scalzo Real Estate
OFF MARKET
00 Old Lane Lane,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
FOR SALE
3 ACRES
$589,900
4 bd
2 ba
2,120 sqft
325 New Milford Road East,
Bridgewater, CT 06752
Coldwell Banker Realty
OFF MARKET
Est. $792,500
3 bd
2.5 ba
2,265 sqft
8 Old Lane,
Roxbury, CT 06783
Coldwell Banker Realty
OFF MARKET
323 New Milford Road East,
Bridgewater, CT 06752
William Pitt Sotheby's Int'l
OFF MARKET
Est. $1,680,700
4 bd
4 ba
2,821 sqft
392 Old Turnpike Road East,
Bridgewater, CT 06752
Berkshire Hathaway NE Prop.
NEW
OPEN SAT, 12-3PM
COMING SOON 7/24
8.13 ACRES
$1,249,000
3 bd
3.5 ba
3,549 sqft
385 Second Hill Falls Lane,
Bridgewater, CT 06752
Berkshire Hathaway NE Prop.
FOR SALE
3D VIEW
0.85 ACRES
$679,000
4 bd
2 ba
2,008 sqft
216 Baker Road,
Roxbury, CT 06783
RE/MAX Right Choice
OFF MARKET
Est. $1,594,000
3 bd
3.5 ba
3,168 sqft
373 Second Hill Falls Lane,
Bridgewater, CT 06752
Berkshire Hathaway NE Prop.
OFF MARKET
Baker Road,
Roxbury, CT 06783
William Raveis Real Estate
OFF MARKET
Est. $533,200
2 bd
2 ba
1,369 sqft
257 New Milford Road East,
Bridgewater, CT 06752
Klemm Real Estate Inc
OFF MARKET
Est. $558,000
2 bd
2 ba
1,328 sqft
168 Baker Road,
Roxbury, CT 06783
Klemm Real Estate Inc

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Additional Cost

Assigned Schools

These are the assigned schools for 258 Baker 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

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APPLY INSTANTLY
FURNISHED
$3,300/mo
Total price
3 bd
2 ba
10 Sentry Hill Rd #1,
Roxbury, CT 06783
See more homes for rent in
Roxbury
Take a look

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Explore by feature - Air Conditioning

APPLY INSTANTLY
FURNISHED
$3,300/mo
Total price
3 bd
2 ba
1,800 sqft
10 Sentry Hill Rd #1,
Roxbury, CT 06783
APPLY INSTANTLY
$1,925/mo
Total price
1 bd
1 ba
1,200 sqft
24 Loomba Dr,
Roxbury, CT 06783
PET FRIENDLY
$4,400/mo
Total price
3 bd
2.5 ba
2,336 sqft
38 W Mountain Ln,
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
FURNISHED
$30,900/mo
Fees may apply
3 bd
3.5 ba
4,251 sqft
45 Moosehorn Rd,
Roxbury, CT 06783

Homes for sale near 258 Baker Rd

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3 ACRES
$589,900
4 bd
2 ba
2,120 sqft
325 New Milford Road East,
Bridgewater, CT 06752
Coldwell Banker Realty
0.85 ACRES
$679,000
4 bd
2 ba
2,008 sqft
216 Baker Road,
Roxbury, CT 06783
RE/MAX Right Choice
NEW
OPEN SAT, 12-3PM
COMING SOON 7/24
8.13 ACRES
$1,249,000
3 bd
3.5 ba
3,549 sqft
385 Second Hill Falls Lane,
Bridgewater, CT 06752
Berkshire Hathaway NE Prop.
NEW CONSTRUCTION
3.39 ACRES
$1,200,000
4 bd
3.5 ba
3,800 sqft
11 Evergreen Drive,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
23 ACRES
$3,200,000
3 bd
2 ba
1,974 sqft
4 Judge Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
4.47 ACRES
$850,000
3 bd
2 ba
2,489 sqft
47 South Street,
Roxbury, CT 06783
Berkshire Hathaway NE Prop.
1.33 ACRES
$725,000
3 bd
2.5 ba
2,059 sqft
20 Wellers Bridge Road,
Roxbury, CT 06783
Klemm Real Estate Inc
See more homes for sale in
Roxbury
Take a look

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Off Market Homes Near 258 Baker Rd

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SOLD
JUL 17, 2026
$810,000
5 bd
3 ba
4,594 sqft
579 Brown Brook Road,
Southbury, CT 06488
William Raveis Real Estate
SOLD
JUL 15, 2026
$482,000
1.5 ba
2,589 sqft
20 S Main St,
New Milford, CT 06776
SOLD
JUL 14, 2026
$595,000
4 bd
2.5 ba
3,244 sqft
116 Old Ridge Road,
New Milford, CT 06776
Keller Williams Realty
SOLD
JUL 10, 2026
$830,000
10 bd
6 ba
4,895 sqft
18 South Main Street,
New Milford, CT 06776
Keller Williams Realty
SOLD
JUL 9, 2026
$375,000
3 bd
1 ba
960 sqft
24 Orchard Heights,
New Milford, CT 06776
Marrin Santore Realty LLC
SOLD
JUL 7, 2026
$640,000
6 bd
5 ba
3,536 sqft
11 Middle Street,
New Milford, CT 06776
Berkshire Hathaway NE Prop.
SOLD
JUL 7, 2026
$560,000
3 bd
2.5 ba
2,270 sqft
3 Broadview Lane,
New Milford, CT 06776
Luks Realty
SOLD
JUL 2, 2026
$575,000
4 bd
2.5 ba
1,701 sqft
18 Outlook Road,
New Milford, CT 06776
Coldwell Banker Realty
SOLD
JUN 30, 2026
$770,000
4 bd
2.5 ba
2,724 sqft
19 Reservoir Road,
New Milford, CT 06776
eXp Realty
SOLD
JUN 22, 2026
$565,000
3 bd
2.5 ba
2,011 sqft
40 Erickson Road,
New Milford, CT 06776
Keller Williams Realty
See more homes for sale in
Roxbury
Take a look

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258 Baker Rd
Roxbury, CT 06783

$711,800

$711,800