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

What is 258 Baker Rd estimated to be worth?

Trulia's estimated value for 258 Baker Rd in Roxbury, CT is $459,600 .

Is Roxbury a buyer's or seller's market?

Roxbury is currently a balanced market, based on recent for-sale activity.

What are the closest schools to 258 Baker Rd?

The closest schools to 258 Baker Rd in Roxbury, CT are Booth Free School (Elementary), Shepaug Valley School (Middle/High, rated 8/10).

How big is the lot at 258 Baker Rd?

The lot at 258 Baker Rd in Roxbury, CT is about 3.8 acres .

Does 258 Baker Rd have a garage?

Yes, 258 Baker Rd in Roxbury, CT has a garage.

OFF MARKET

258 Baker Rd
Roxbury, CT 06783

3 Beds
1 Bath
1,090 sqft (on 3.84 acres)

$459,600

Trulia Estimate

as of Aug 20, 2026

Est. Refi. Payment $3,105/mo*

Refinance Your Home

$459,600

Trulia Estimate

as of Aug 20, 2026

Est. Refi. Payment $3,105/mo*

Refinance Your Home

3 Beds

1 Bath

1,090 sqft

(on 3.84 acres)

Home Value

Trulia Estimate

$460K

Since last month

$1K (-0.2%)

Since last year

$38K (+9%)

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

Trulia Estimate

The of this home's value increased by +86% in the last 10 years

Month	Estimated value
2026
August 2026	$459K
July 2026	$460K
June 2026	$464K
May 2026	$455K
April 2026	$439K
March 2026	$443K
February 2026	$425K
January 2026	$418K
2025
December 2025	$417K
November 2025	$424K
October 2025	$426K
September 2025	$420K
August 2025	$421K
July 2025	$444K
June 2025	$438K
May 2025	$429K
April 2025	$429K
March 2025	$402K
February 2025	$391K
January 2025	$388K
2024
December 2024	$390K
November 2024	$411K
October 2024	$391K
September 2024	$395K
August 2024	$398K
July 2024	$408K
June 2024	$406K
May 2024	$400K
April 2024	$392K
March 2024	$376K
February 2024	$371K
January 2024	$367K
2023
December 2023	$370K
November 2023	$364K
October 2023	$369K
September 2023	$383K
August 2023	$380K
July 2023	$365K
June 2023	$374K
May 2023	$358K
April 2023	$347K
March 2023	$339K
February 2023	$323K
January 2023	$319K
2022
December 2022	$324K
November 2022	$333K
October 2022	$338K
September 2022	$341K
August 2022	$341K
July 2022	$350K
June 2022	$353K
May 2022	$348K
April 2022	$337K
March 2022	$326K
February 2022	$305K
January 2022	$317K
2021
December 2021	$324K
November 2021	$328K
October 2021	$337K
September 2021	$340K
August 2021	$350K
July 2021	$383K
June 2021	$363K
May 2021	$453K
April 2021	$453K
March 2021	$409K
February 2021	$375K
January 2021	$364K
2020
December 2020	$334K
November 2020	$330K
October 2020	$329K
September 2020	$329K
August 2020	$350K
July 2020	$354K
June 2020	$321K
May 2020	$326K
April 2020	$322K
March 2020	$316K
February 2020	$310K
January 2020	$302K
2019
December 2019	$301K
November 2019	$301K
October 2019	$290K
September 2019	$290K
August 2019	$292K
July 2019	$289K
June 2019	$293K
May 2019	$294K
April 2019	$301K
March 2019	$310K
February 2019	$301K
January 2019	$305K
2018
December 2018	$285K
November 2018	$294K
October 2018	$289K
September 2018	$289K
August 2018	$284K
July 2018	$280K
June 2018	$274K
May 2018	$289K
April 2018	$306K
March 2018	$309K
February 2018	$301K
January 2018	$299K
2017
December 2017	$292K
November 2017	$289K
October 2017	$288K
September 2017	$283K
August 2017	$289K
July 2017	$293K
June 2017	$272K
May 2017	$277K
April 2017	$278K
March 2017	$280K
February 2017	$279K
January 2017	$259K
2016
December 2016	$256K
November 2016	$255K
October 2016	$256K
September 2016	$241K
August 2016	$246K

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	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
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
123 Mine Hill Road, New Milford, CT	1.29	Single-Family Home	$625,000	06/18/26	3	2.5	1,816
45 Chalybes Road, Roxbury, CT	1.24	Single-Family Home	$850,000	08/05/26	3	3.5	2,725
29 New Milford Road West, Bridgewater, CT	1.64	Single-Family Home	$345,000	11/12/25	3	1	1,242
67 Botsford Hill Road, Roxbury, CT	0.79	Single-Family Home	$1,800,000	08/28/25	4	2.5	4,800

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
0 Baker Road, Roxbury, CT 06783	0.11	-	-	-	-	Off Market
00 Old Lane Lane, Roxbury, CT 06783	0.16	-	-	-	-	Off Market
325 New Milford Road East, Bridgewater, CT 06752	0.17	$544,900	4	2	2,120	For Sale
8 Old Lane, Roxbury, CT 06783	0.24	$804,400	3	2.5	2,265	Off Market
323 New Milford Road East, Bridgewater, CT 06752	0.27	-	-	-	-	Off Market
392 Old Turnpike Road East, Bridgewater, CT 06752	0.23	$1,815,900	4	4	2,821	Off Market
385 Second Hill Falls Lane, Bridgewater, CT 06752	0.35	$1,249,000	3	3.5	3,549	For Sale
216 Baker Road, Roxbury, CT 06783	0.41	$679,000	4	2	2,008	For Sale
373 Second Hill Falls Lane, Bridgewater, CT 06752	0.38	$1,595,000	3	3.5	3,168	Off Market
Baker Road, Roxbury, CT 06783	0.44	-	-	-	-	Off Market
257 New Milford Road East, Bridgewater, CT 06752	0.55	$535,300	2	2	1,369	Off Market
168 Baker Road, Roxbury, CT 06783	0.56	$553,800	2	2	1,328	Off Market

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

1932

Lot Size

3.84 acres

Living Area

1,090 sqft

Price/Sqft

$422

Parking

Garage

About this House

This single-family home is located at 258 Baker Rd, Roxbury, CT. 258 Baker Rd is in Roxbury, CT and in ZIP code 06783. This property has 3 bedrooms, 1 bathroom and approximately 1,090 sqft of floor space. This property has a lot size of 3.84 acres and was built in 1932.

258 Baker Rd, Roxbury, CT 06783 is a 3 bedroom, 1 bathroom, 1,090 sqft single-family home built in 1932. It is currently off market. The Trulia Estimate is $459,600, with a rent estimate of $2,691/month.

Home Details for 258 Baker Rd

Interior Features
Interior Details BasementNumber of Rooms: 6
Heating & Cooling Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility Stories: 2

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Wood
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1932Year Updated: 2004
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information
Lot Area: 3.84 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$3,101	$238,560

Home facts updated by county records

Additional Cost

Market trends in Roxbury

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

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
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

Frequently asked questions about 258 Baker Rd

What is 258 Baker Rd estimated to be worth?
Trulia's estimated value for 258 Baker Rd in Roxbury, CT is $459,600.
Is Roxbury a buyer's or seller's market?
Roxbury is currently a balanced market, based on recent for-sale activity.
What are the closest schools to 258 Baker Rd?
The closest schools to 258 Baker Rd in Roxbury, CT are Booth Free School (Elementary), Shepaug Valley School (Middle/High, rated 8/10).
How big is the lot at 258 Baker Rd?
The lot at 258 Baker Rd in Roxbury, CT is about 3.8 acres.
Does 258 Baker Rd have a garage?
Yes, 258 Baker Rd in Roxbury, CT has a garage.

Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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
$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
$30,900/mo
Fees may apply
3 bd
3.5 ba
4,251 sqft
45 Moosehorn Rd,
Roxbury, CT 06783

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
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Roxbury
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Off Market Homes Near 258 Baker Rd

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SOLD
AUG 18, 2026
$500,000
3 bd
3 ba
2,152 sqft
14 Westview Road,
New Milford, CT 06776
Hegarty & Co Real Estate
SOLD
AUG 18, 2026
$615,000
4 bd
3 ba
1,886 sqft
15 Morey Road,
New Milford, CT 06776
Coldwell Banker Realty
SOLD
AUG 17, 2026
$599,900
3 bd
2.5 ba
2,399 sqft
12 Revere Road,
New Milford, CT 06776
William Raveis Real Estate
SOLD
AUG 14, 2026
$550,000
4 bd
3 ba
1,629 sqft
6 Fairview Terrace,
New Milford, CT 06776
William Raveis Real Estate
SOLD
AUG 12, 2026
$285,000
2 bd
1.5 ba
1,037 sqft
177 Beard Drive #177,
New Milford, CT 06776
Marrin Santore Realty LLC
SOLD
AUG 6, 2026
$585,000
3 bd
2.5 ba
2,258 sqft
30 Bonnie Vu Lane,
New Milford, CT 06776
William Raveis Real Estate
SOLD
AUG 5, 2026
$659,000
4 bd
2.5 ba
2,444 sqft
6 Christine Lane,
New Milford, CT 06776
E.J. Murphy Realty
SOLD
JUL 30, 2026
$682,500
4 bd
2.5 ba
3,324 sqft
11 Meredith Lane,
New Milford, CT 06776
William Pitt Sotheby's Int'l
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
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Roxbury
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Homes for sale near 258 Baker Rd

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3 ACRES
$544,900
4 bd
2 ba
2,120 sqft
325 New Milford Road East,
Bridgewater, CT 06752
Coldwell Banker Realty
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.
0.85 ACRES
$679,000
4 bd
2 ba
2,008 sqft
216 Baker Road,
Roxbury, CT 06783
RE/MAX Right Choice
3.65 ACRES
$1,525,000
4 bd
3 ba
2,200 sqft
21 Hemlock Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
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
OPEN SUN, 12:30-2:30PM
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
2.29 ACRES
$710,000
4 bd
2 ba
1,976 sqft
28 Rock Cut Road,
Bridgewater, CT 06752
William Pitt Sotheby's Int'l
3.65 ACRES
$1,295,000
4 bd
2.5 ba
2,901 sqft
77 Judds Bridge Road,
Roxbury, CT 06783
Klemm Real Estate Inc
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258 Baker Rd
Roxbury, CT 06783

$459,600

$459,600