Google street view image for 249 Oleary Rd, Thompson, CT 06277

OFF MARKET

$305,554

•

1 ba

•

864

sq ft

249 Oleary Rd, Thompson, CT 06277

About this home

249 Oleary Rd is a 864 square foot house on a 0.88 acre lot with 2 bedrooms and 1 bathroom. Based on Redfin's Thompson data, we estimate the home's value is $305,554.

Single-familyProperty Type

1963Year Built

0.88 acresLot Size

$354Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$305,554

$6,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.3% lower than the average sale price ($357K) of 6 comparable homes.

SOLD JUL 31, 2026
$350,000
A
3 beds1 bath1,066 sq ft
295 Liberty Hwy, Putnam, CT 06260
SOLD JUN 23, 2026
$385,000
B
2 beds1 bath960 sq ft
11 Breaults Landing Rd, Thompson, CT 06277
SOLD MAY 27, 2026
$350,000
C
2 beds1 bath924 sq ft
52 West Shore Ln, Pascoag, RI 02859
SOLD JUN 5, 2026
$370,000
D
2 beds1 bath744 sq ft
11 Wrightson Dr, Thompson, CT 06277
SOLD JUL 31, 2026
$425,000
E
2 beds1 bath1,648 sq ft
253 Liberty Hwy, Putnam, CT 06260
SOLD MAR 13, 2026
$259,900
F
2 beds1 bath884 sq ft
17 Auburn St, Putnam, CT 06260

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Earn from this home

Sell

$285,930

Est. take-home

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Rent

$1,740/mo

Redfin rental estimate

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Market trends in 06277, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.5%

+0.3% MoM

Median sale price

$428K

$97 MoM

Avg. days on market

40d

20 days MoM

Recently sold homes

6 MoM

New listings for sale

COMING SOON
$359,900
3 beds1.5 baths1,215 sq ft
133 Church St, Thompson, CT 06277
COMING SOON
$599,900
3 beds2.5 baths1,918 sq ft
3 Jason Hts, Thompson, CT 06277
OPEN SAT, 1PM TO 2:30PM
$724,900
3 beds2 baths2,386 sq ft
751 Quaddick Town Farm Rd, Thompson, CT 06277
3D WALKTHROUGH
$584,900
4 beds3.5 baths2,944 sq ft
369 Thompson Rd, Thompson, CT 06277
$749,900
7 beds3.5 baths4,231 sq ft
362 Thompson Rd, Thompson, CT 06277
$200,000
6 beds1.5 baths1,658 sq ft
660 E Thompson Rd, Thompson, CT 06277
$599,000
4 beds3.5 baths2,128 sq ft
22 Kingsbury Rd, Thompson, CT 06277
See all

Provided by Redfin

Sale history for 249 Oleary Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$2,876 (+3.9%)

$44,900 + $65,700

$110,600

2022

$2,767 (+0.3%)

$44,900 + $65,700

$110,600

2021

$2,759 (+2.9%)

$44,900 + $65,700

$110,600

2020

$2,680 (−3.9%)

$44,900 + $65,700

$110,600

2019

$2,789

$47,000 + $53,500

$100,500

2018

$2,789 (+6.5%)

$47,000 + $53,500

$100,500

2017

$2,619

$47,000 + $53,500

$100,500

2016

$2,619 (+7.0%)

$47,000 + $53,500

$100,500

2014

$2,447 (+3.0%)

$49,500 + $57,500

$107,000

2011

$2,375

$49,500 + $57,500

$107,000

Tax history for 249 Oleary Rd

Year

Property tax

Land + Additions

Assessment*

2023

$2,876 (+3.9%)

$44,900 + $65,700

$110,600

2022

$2,767 (+0.3%)

$44,900 + $65,700

$110,600

2021

$2,759 (+2.9%)

$44,900 + $65,700

$110,600

2020

$2,680 (−3.9%)

$44,900 + $65,700

$110,600

2019

$2,789

$47,000 + $53,500

$100,500

2018

$2,789 (+6.5%)

$47,000 + $53,500

$100,500

2017

$2,619

$47,000 + $53,500

$100,500

2016

$2,619 (+7.0%)

$47,000 + $53,500

$100,500

2014

$2,447 (+3.0%)

$49,500 + $57,500

$107,000

2011

$2,375

$49,500 + $57,500

$107,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Basement Information
Basement Sq. Ft: 864

Bathroom Information
# of Full Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 4

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Ranch
Exterior Wall: Vinyl
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 864
Gross Sq. Ft: 2,427
Ground Floor Sq. Ft: 864
# of Units: 1
# of Stories: 1

Lot Information
# of Buildings: 1
Land Sq. Ft: 38,333
Municipality Name: THOMPSON
Acres: 0.88
Zoning Code: R40
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 864
Stories: 1.0
Lot Size: 0.88 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: —
County: Windham County
APN: 2324774

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Mary R. Fisher Elementary School

Public PreK-4 • Assigned • 3.8mi

5/10

Thompson Middle School

Public 5-8 • Assigned • 3.8mi

6/10

Tourtellotte Memorial High School

Public 9-12 • Assigned • 3.8mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 95° expected this year, 15 days in 30 years

6/10 Wind Factor

53% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Thompson, CT • 06277

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$291,000 – $352,000

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Nearby similar homes

NEW CONSTRUCTION

$480,000

2 beds2 baths912 sq ft

10 Indian Run Dr, Thompson, CT 06277

$190,000

2 beds1 bath864 sq ft

11 Cottage St, Putnam, CT 06260

NEW CONSTRUCTION

$400,000

1 bed1 bath644 sq ft

6 Indian Run Dr, Thompson, CT 06277

$399,900

5 beds2.5 baths4,063 sq ft

37 Van Den Noort St, Putnam, CT 06260

OPEN TODAY, 4PM TO 5:30PM

$275,000

2 beds1 bath832 sq ft

45 S Prospect St, Putnam, CT 06260

3D WALKTHROUGH

$584,900

4 beds3.5 baths2,944 sq ft

369 Thompson Rd, Thompson, CT 06277

New listings for sale in 06277

COMING SOON

$359,900

3 beds1.5 baths1,215 sq ft

133 Church St, Thompson, CT 06277

COMING SOON

$599,900

3 beds2.5 baths1,918 sq ft

3 Jason Hts, Thompson, CT 06277

OPEN SAT, 1PM TO 2:30PM

$724,900

3 beds2 baths2,386 sq ft

751 Quaddick Town Farm Rd, Thompson, CT 06277

3D WALKTHROUGH

$584,900

4 beds3.5 baths2,944 sq ft

369 Thompson Rd, Thompson, CT 06277

$749,900

7 beds3.5 baths4,231 sq ft

362 Thompson Rd, Thompson, CT 06277

$200,000

6 beds1.5 baths1,658 sq ft

660 E Thompson Rd, Thompson, CT 06277

$599,000

4 beds3.5 baths2,128 sq ft

22 Kingsbury Rd, Thompson, CT 06277

Home values near 249 Oleary Rd

Data from public records.

Address	Redfin Estimate
309 Oleary Road, Thompson, CT 4 Beds \| 2 Baths \| 2478 Sq. Ft.	$501,245
285 Oleary Road, Thompson, CT 3 Beds \| 1 Baths \| 1056 Sq. Ft.	$398,139

Address	Redfin Estimate
259 Oleary Road, Thompson, CT 4 Beds \| 2 Baths \| 1889 Sq. Ft.	$415,073
79 Quaddick Mountain Road, Thompson, CT 2 Beds \| 1 Baths \| 464 Sq. Ft.	$174,236

Address	Redfin Estimate
278 Oleary Road, Thompson, CT 3 Beds \| 2.5 Baths \| 1976 Sq. Ft.	$631,360
68 Quaddick Mountain Road, Thompson, CT 2 Beds \| - Baths \| 574 Sq. Ft.	$180,828

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About this home

Redfin Estimate

Earn from this home

Market trends in 06277, CT

Sale history for 249 Oleary Rd

Tax history for 249 Oleary Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06277

Home values near 249 Oleary Rd

More real estate resources