Google street view image for 106 Gildersleeve Rd, Portland, CT 06480

Off market nov 2001 for $275K

$567,062

Est. refi paymentEst. refi $1,587/mo

•

2.5 ba

•

2,464

sq ft

106 Gildersleeve Rd, Portland, CT 06480

About this home

106 Gildersleeve Rd is a 2,464 square foot house on a 0.57 acre lot with 5 bedrooms and 2.5 bathrooms. - it last sold on November 01, 2001 for $275,000. Based on Redfin's Portland data, we estimate the home's value is $567,062.

Single-familyProperty Type

1997Year Built

0.57 acresLot Size

$230Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$567,062

$292K since sold in November 2001$13K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.9% higher than the average sale price ($562K) of 6 comparable homes.

SOLD JUL 24, 2026
$610,000
A
4 beds2.5 baths2,615 sq ft
58 Carlson Dr, Portland, CT 06480
SOLD AUG 7, 2026
$725,000
B
4 beds2.5 baths3,220 sq ft
103 Fairway Dr, Portland, CT 06480
SOLD AUG 7, 2026
$414,800
C
3 beds2.5 baths2,652 sq ft
48 Old Marlborough Tpke, Portland, CT 06480
SOLD SEP 21, 2026
$518,000
D
4 beds2.5 baths2,754 sq ft
39 Old Carriage Rd, Portland, CT 06480
SOLD AUG 6, 2026
$465,000
E
3 beds2.5 baths2,012 sq ft
5 Bell Ct, Portland, CT 06480
SOLD AUG 6, 2026
$638,000
F
4 beds2.5 baths2,260 sq ft
31 Fox Run Rd, Portland, CT 06480

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$475,428

Est. take-home

List your home with Redfin and save $5,671

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,192/mo

Redfin rental estimate

List your home for rent

Market trends in 06480, CT

Last updated September 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

$580,000
3 beds3.5 baths3,427 sq ft
Portland, CT 06480
$549,900
5 beds2 baths2,288 sq ft
726 William St Ext, Portland, CT 06480
$460,000
4 beds1.5 baths2,223 sq ft
132 Pepperidge Rd, Portland, CT 06480
See all

Provided by Redfin

Sale history for 106 Gildersleeve Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,750

$57,610 + $181,160

$238,770

2022

$7,746 (−0.9%)

$57,610 + $181,160

$238,770

2021

$7,820 (+1.8%)

$57,610 + $165,760

$223,370

2020

$7,679 (+1.7%)

$57,610 + $165,760

$223,370

2019

$7,552

$57,610 + $165,760

$223,370

2018

$7,552 (+2.5%)

$57,610 + $165,760

$223,370

2017

$7,367 (−6.9%)

$57,610 + $165,760

$223,370

2016

$7,913 (+2.3%)

$73,570 + $169,820

$243,390

2014

$7,735 (+1.6%)

$73,570 + $169,820

$243,390

2011

$7,613

$73,570 + $169,820

$243,390

Tax history for 106 Gildersleeve Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,750

$57,610 + $181,160

$238,770

2022

$7,746 (−0.9%)

$57,610 + $181,160

$238,770

2021

$7,820 (+1.8%)

$57,610 + $165,760

$223,370

2020

$7,679 (+1.7%)

$57,610 + $165,760

$223,370

2019

$7,552

$57,610 + $165,760

$223,370

2018

$7,552 (+2.5%)

$57,610 + $165,760

$223,370

2017

$7,367 (−6.9%)

$57,610 + $165,760

$223,370

2016

$7,913 (+2.3%)

$73,570 + $169,820

$243,390

2014

$7,735 (+1.6%)

$73,570 + $169,820

$243,390

2011

$7,613

$73,570 + $169,820

$243,390

*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: 8

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Exterior Wall: Aluminum/Vinyl

Property Information
Living Sq. Ft: 2,464
Gross Sq. Ft: 2,464
Ground Floor Sq. Ft: 1,232
# of Units: 1
# of Stories: 2

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

Lot Information
# of Buildings: 1
Land Sq. Ft: 24,829
Municipality Name: PORTLAND
Acres: 0.57
Zoning Code: R25
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 2,464
Stories: 2.0
Lot Size: 0.57 acres
Style: Single Family Residential
Year Built: 1997
Year Renovated: —
County: Middlesex County
APN: 1034692

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Gildersleeve School

Public 2-4 • Assigned • 1.0mi

9/10

Portland Middle School

Public 7-8 • Assigned • 1.2mi

7/10

Portland High School

Public 9-12 • Assigned • 1.2mi

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

8 days above 98° expected this year, 18 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

$539,000 – $653,000

Reach more buyers when you sell with Redfin. Save up to $5,671 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$580,000

3 beds3.5 baths3,427 sq ft

Portland, CT 06480

$339,900

4 beds2 baths1,704 sq ft

42 Saybrook Rd, Middletown, CT 06457

$250,000

3 beds1.5 baths1,326 sq ft

164 Airline Ave, Portland, CT 06480

$1,300,000

8 beds9 baths13,837 sq ft

480 Main St, Middletown, CT 06457

$499,900

4 beds3.5 baths4,390 sq ft

57 Summer St, Portland, CT 06480

$449,900

3 beds2 baths1,772 sq ft

147 Ridge Rd, Middletown, CT 06457

New listings for sale in 06480

$580,000

3 beds3.5 baths3,427 sq ft

Portland, CT 06480

$549,900

5 beds2 baths2,288 sq ft

726 William St Ext, Portland, CT 06480

$460,000

4 beds1.5 baths2,223 sq ft

132 Pepperidge Rd, Portland, CT 06480

Home values near 106 Gildersleeve Rd

Data from public records.

Address	Redfin Estimate
102 Gildersleeve Road, Portland, CT 3 Beds \| 2.5 Baths \| 2326 Sq. Ft.	$604,121
109 Gildersleeve Road, Portland, CT 4 Beds \| 2.5 Baths \| 2760 Sq. Ft.	$732,478

Address	Redfin Estimate
115 Gildersleeve Road, Portland, CT 4 Beds \| 3 Baths \| 3448 Sq. Ft.	$752,531
103 Gildersleeve Road, Portland, CT 4 Beds \| 3 Baths \| 2686 Sq. Ft.	$619,294

Address	Redfin Estimate
95 Gildersleeve Road, Portland, CT 4 Beds \| 3.5 Baths \| 3182 Sq. Ft.	$775,553
120 Fairway Drive, Portland, CT 3 Beds \| 2.5 Baths \| 2812 Sq. Ft.	$640,720

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Guilford homes for sale
Wallingford homes for sale
Glastonbury homes for sale
Farmington homes for sale
Madison homes for sale

Houses for rent in Portland	Agents near me	Westport, CT homes for sale	Portland Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Portland Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

West Hartford homes for sale
North Haven homes for sale
Hartford homes for sale

06416 homes for sale
06457 homes for sale
06480 homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 06480, CT

Sale history for 106 Gildersleeve Rd

Tax history for 106 Gildersleeve 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 Gildersleeve Rd

More real estate resources