Google satellite image for 106 Chestnut Hill Rd, Portland, CT 06480

Off market jun 2010 for $377K

$505,451

Est. refi paymentEst. refi $2,503/mo

•

2.5 ba

•

2,313

sq ft

106 Chestnut Hill Rd, Portland, CT 06480

About this home

106 Chestnut Hill Rd is a 2,313 square foot condo with 2 bedrooms and 2.5 bathrooms. - it last sold on June 25, 2010 for $377,000. Based on Redfin's Portland data, we estimate the home's value is $505,451.

CondoProperty Type

2006Year Built

$219Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$505,451

$128K since sold in June 2010$2,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 33.4% higher than the average sale price ($379K) of 6 comparable homes.

SOLD OCT 21, 2026
$592,500
A
2 beds2.5 baths1,512 sq ft
26 Mystique Ln #26, Cromwell, CT 06416
SOLD JUN 30, 2026
$365,000
B
2 beds2 baths1,992 sq ft
49 Copper Beech Ln #49, Portland, CT 06480
SOLD AUG 3, 2026
$295,000
C
2 beds2.5 baths1,450 sq ft
234 S Main St #416, Middletown, CT 06457
SOLD AUG 31, 2026
$270,000
D
2 beds2.5 baths1,314 sq ft
152 Summer St #152, Portland, CT 06480
SOLD OCT 23, 2026
$450,000
E
3 beds3 baths2,849 sq ft
3 Cinnamon Ln #3, Portland, CT 06480
SOLD JUN 30, 2026
$301,000
F
2 beds1.5 baths1,944 sq ft
19 Butternut Knls #19, Middletown, CT 06457

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Earn from this home

Sell

$294,353

Est. take-home

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Refinance

Est. cash available

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Rent

$3,002/mo

Redfin rental estimate

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Market trends in 06480, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

104.8%

+0.4% MoM

Median sale price

$450K

$8K MoM

Avg. days on market

25d

3 days MoM

Recently sold homes

12 MoM

New listings for sale

OPEN TODAY, 12PM TO 2PM
$499,900
4 beds2.5 baths1,989 sq ft
36 Michele Dr, Portland, CT 06480
$374,900
4 beds2.5 baths1,669 sq ft
25 Brooks Ln, Portland, CT 06480
$415,000
3 beds2 baths2,388 sq ft
11 Hale Rd, Portland, CT 06480
See all

Provided by Redfin

Sale history for 106 Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,659

$52,220 + $214,550

$266,770

2022

$8,654 (−0.9%)

$52,220 + $214,550

$266,770

2021

$8,734 (+1.8%)

$52,220 + $197,260

$249,480

2020

$8,577 (+1.7%)

$52,220 + $197,260

$249,480

2019

$8,435

$52,220 + $197,260

$249,480

2018

$8,435 (+2.5%)

$52,220 + $197,260

$249,480

2017

$8,228 (+4.9%)

$52,220 + $197,260

$249,480

2016

$7,840 (+2.3%)

$60,340 + $180,810

$241,150

2014

$7,664 (+1.6%)

$60,340 + $180,810

$241,150

2011

$7,543

$60,340 + $180,810

$241,150

Tax history for 106 Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,659

$52,220 + $214,550

$266,770

2022

$8,654 (−0.9%)

$52,220 + $214,550

$266,770

2021

$8,734 (+1.8%)

$52,220 + $197,260

$249,480

2020

$8,577 (+1.7%)

$52,220 + $197,260

$249,480

2019

$8,435

$52,220 + $197,260

$249,480

2018

$8,435 (+2.5%)

$52,220 + $197,260

$249,480

2017

$8,228 (+4.9%)

$52,220 + $197,260

$249,480

2016

$7,840 (+2.3%)

$60,340 + $180,810

$241,150

2014

$7,664 (+1.6%)

$60,340 + $180,810

$241,150

2011

$7,543

$60,340 + $180,810

$241,150

*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 Type: Full

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 6

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Contemporary
Exterior Wall: Aluminum/Vinyl

Property Information
Living Sq. Ft: 2,313
Gross Sq. Ft: 2,313
Ground Floor Sq. Ft: 1,532
# of Units: 1
# of Stories: 1

Parking & Garage Information
Parking Type: Attached Garage
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 6,970
Municipality Name: PORTLAND
Acres: 0.16
Zoning Code: RMD
State Use Description: CONDOMINIUM

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 2
Baths: 2.5
Sq. Ft.: 2,313
Stories: 1.0
Lot Size: —
Style: Condo/Co-op
Year Built: 2006
Year Renovated: —
County: Middlesex County
APN: 2468276

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

K - 12
Preschool & daycare

Gildersleeve School

Public 2-4 • Assigned • 0.4mi

7/10

Portland Middle School

Public 7-8 • Assigned • 0.5mi

8/10

Portland High School

Public 9-12 • Assigned • 0.4mi

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

5/10 Heat Factor

7 days above 98° expected this year, 17 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Portland, CT • 06480

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, which is comparable to the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$481,000 – $582,000

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Nearby similar homes

$249,900

2 beds1.5 baths1,132 sq ft

6 Countryside Ln #6, Middletown, CT 06457

Tri-level townhouse • End unit • Stainless appliances

$184,900

1 bed1 bath720 sq ft

8-G Country Squire Dr Unit 8G, Cromwell, CT 06416

Open floor plan • Remodeled kitchen • New flooring

3D WALKTHROUGH

$589,000

2 beds2.5 baths2,054 sq ft

35 Sonoma Ln #35, Middletown, CT 06457

Walkout basement • Heated sunroom • Deck for relaxing

$139,900

1 bed1 bath727 sq ft

270 Burgundy Hill Ln #270, Middletown, CT 06457

Top floor unit • Spiral staircase • Bonus loft space

$174,900

1 bed1 bath804 sq ft

22 Linda Ct #22, Cromwell, CT 06416

$242 HOA • 2 parking spots • Pool

$290,000

2 beds1.5 baths1,665 sq ft

3 Redwood Ct #3, Cromwell, CT 06416

Private guest suite • Resort views • Smart-home living

New listings for sale in 06480

OPEN TODAY, 12PM TO 2PM3D WALKTHROUGH

$499,900

4 beds2.5 baths1,989 sq ft

36 Michele Dr, Portland, CT 06480

Level one-acre lot • Open floor plan • Spacious deck

$374,900

4 beds2.5 baths1,669 sq ft

25 Brooks Ln, Portland, CT 06480

Mechanically updated • 3 season porch • Lighted firepit

$415,000

3 beds2 baths2,388 sq ft

11 Hale Rd, Portland, CT 06480

Newer windows • Custom shades • Central air

Home values near 106 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
109 Chestnut Hill Road, Portland, CT 2 Beds \| 2.5 Baths \| 2208 Sq. Ft.	$479,663
105 Chestnut Hill Road, Portland, CT 2 Beds \| 2.5 Baths \| 1484 Sq. Ft.	$496,733
107 Chestnut Hill Road, Portland, CT 2 Beds \| 2.5 Baths \| 1985 Sq. Ft.	$458,612
103 Chestnut Hill Road #103, Portland, CT 2 Beds \| 2.5 Baths \| 1985 Sq. Ft.	$537,177
7 Plumrose Court, Portland, CT 2 Beds \| 2.5 Baths \| 1654 Sq. Ft.	$420,294
9 Plumrose Court #000009, Portland, CT 2 Beds \| 2.5 Baths \| 1985 Sq. Ft.	$487,147
5 Plumrose Court, Portland, CT 2 Beds \| 2.5 Baths \| 2208 Sq. Ft.	$482,887

Address	Redfin Estimate
103 Chestnut Hill Road, Portland, CT 2 Beds \| 2.5 Baths \| 1985 Sq. Ft.	$490,782
111 Chestnut Hill Road, Portland, CT 2 Beds \| 2.5 Baths \| 1985 Sq. Ft.	$462,269
108 Chestnut Hill Road #108, Portland, CT 2 Beds \| 2.5 Baths \| 1804 Sq. Ft.	$473,024
107 Chestnut Hill Road #107, Portland, CT 2 Beds \| 2.5 Baths \| 1985 Sq. Ft.	$547,726
125 Bartlett Hill Road, Portland, CT 2 Beds \| 2.5 Baths \| 1432 Sq. Ft.	$491,315
6 Plumrose Court, Portland, CT 2 Beds \| 2.5 Baths \| 2208 Sq. Ft.	$501,642
3 Plumrose Court, Portland, CT 2 Beds \| 2.5 Baths \| 1985 Sq. Ft.	$478,950

Address	Redfin Estimate
104 Chestnut Hill Road, Portland, CT 2 Beds \| 2.5 Baths \| 2208 Sq. Ft.	$481,969
108 Chestnut Hill Road, Portland, CT 2 Beds \| 2.5 Baths \| 1804 Sq. Ft.	$507,085
108 Chestnut Hill Road #80, Portland, CT - Beds \| - Baths \| - Sq. Ft.	$391,582
8 Plumrose Court, Portland, CT 2 Beds \| 2.5 Baths \| 1985 Sq. Ft.	$471,841
4 Plumrose Court, Portland, CT 2 Beds \| 2.5 Baths \| 1792 Sq. Ft.	$504,459
9 Summercrisp Drive, Portland, CT 2 Beds \| 2.5 Baths \| 2208 Sq. Ft.	$484,291
4 Plumrose Court #4, Portland, CT 2 Beds \| 2.5 Baths \| 2272 Sq. Ft.	$501,919

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About this home

Redfin Estimate

Earn from this home

Market trends in 06480, CT

Sale history for 106 Chestnut Hill Rd

Tax history for 106 Chestnut Hill Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06480

Home values near 106 Chestnut Hill Rd

More real estate resources