CONTINGENT

Contingent

$695,000

Est. $4,810/mo —

•

3,111

sq ft

8 Windermere Way, Ivoryton, CT 06442

About this home

Welcome to Windswept Ridge, one of the most sought-after neighborhoods in Essex. First time offered by original owners, this 4-bedroom 3 bath Cape has great curb appeal. One floor living is possible with a first-floor bedroom and shower bath. Beautiful oak floors and nine-foot ceilings enhance the main living areas. The upper primary bedroom features spacious walk in closet and full bath with whirlpool tub. An added feature is a large office or exercise room off the primary bedroom. There is a workshop/art studio off the 2-car garage for the hobbyist. The roof and AC condenser are new. The deck is original and is showing its age. Some other cosmetics needed as well. At the end of the Cul de sac is Essex Land Trust trails.

Single-familyProperty Type

1999Year Built

1.32 acresLot Size

$223Price/Sq.Ft.

2 car garageParking

Listed by Shane Bonanno • William Raveis Real Estate

Listed by Peter Bonanno • William Raveis Real Estate

Contact: Agent Attribution Contact: (860) 227-7353 | Office Attribution Contact: (860) 388-3936

Source:Smart MLS #24203941

Payment calculator

$4,810 per month

Principal and interest$3,935

Property taxes

$661

HOA dues

Home insurance

$214

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TODAY, 4PM TO 6PM
$1,595,000
6 beds5 baths5,484 sq ft
261-1 Grassy Hill Rd, Lyme, CT 06371
OPEN TODAY, 5PM TO 6:30PM
$619,000
4 beds2 baths1,542 sq ft
109 Salt Island Rd, Westbrook, CT 06498
OPEN SAT, 10AM TO 12PM
$300,000
2 beds1 bath624 sq ft
78-1 Hartford Ave Unit 78-1, Old Lyme, CT 06371
OPEN SAT, 12PM TO 2PM
$1,575,000
4 beds3.5 baths3,766 sq ft
21-1 Haywagon Dr, Old Lyme, CT 06371
OPEN SAT, 12PM TO 5PM
$1,225,000
4 beds4 baths3,155 sq ft
11 Partridge Ct, East Lyme, CT 06333
OPEN SAT, 12PM TO 2PM
$900,000
3 beds2.5 baths2,182 sq ft
9 Bellstone Ave, Westbrook, CT 06498
OPEN SAT, 12PM TO 2PM
$269,900
3 beds1 bath1,217 sq ft
92 Water St, Chester, CT 06412
OPEN SAT, 1PM TO 3PM
$928,000
3 beds3.5 baths2,950 sq ft
60 Bushy Hill Rd, Ivoryton, CT 06442
OPEN SUN, 12PM TO 2PM
$699,900
4 beds2.5 baths3,143 sq ft
77 Falls Landing Rd, Deep River, CT 06417
OPEN SUN, 12PM TO 2PM
$625,000
3 beds2.5 baths2,314 sq ft
5 Northwinds Dr, Ivoryton, CT 06442

Around this home

Schools

K - 12
Preschool & daycare

Essex Elementary School

Public PreK-6 • Assigned • 0.8mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 2.4mi

4/10

Valley Regional High School

Public 9-12 • Assigned • 2.5mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

8 Windermere Way · $695,000

DAYS ON MARKET

The average home goes pending in 40 days.

SALE-TO-LIST

Most homes are selling 3% above list price.

LIST PRICE

Median sale price in this area is $498,265. (28% lower than this home)

PRICE DROP

15% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Auto garage door opener
Central vacuum
Full unfinished basement
Attic with pull-down stairs
7 total rooms

Bedrooms
4 bedrooms

Bathrooms
2 full bathrooms
1 half bathroom

Kitchen
Oven/Range
Microwave
Refrigerator
Dishwasher

Laundry & utility
Washer
Dryer
Main level laundry

Heating & cooling
Hot air heating (oil-fired)
Electric hot water
Central air
Generator

Sale and tax history for 8 Windermere Way

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2023

$6,696 (−0.3%)

$82,100 + $214,300

$296,400

2022

$6,713 (+1.0%)

$82,100 + $214,300

$296,400

2021

$6,648 (+2.8%)

$82,100 + $214,300

$296,400

2020

$6,464 (+0.7%)

$82,100 + $214,300

$296,400

2019

$6,417 (−5.1%)

$82,100 + $214,300

$296,400

2018

$6,765 (−0.5%)

$100,400 + $209,200

$309,600

2017

$6,799 (+1.8%)

$100,400 + $209,200

$309,600

2016

$6,681 (+2.4%)

$100,400 + $209,200

$309,600

2015

$6,526 (+0.4%)

$100,400 + $209,200

$309,600

2014

$6,499 (−5.4%)

$100,400 + $209,200

$309,600

2011

$6,869

$113,900 + $247,800

$361,700

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.32 Acres

Year renovated

—

Finished Sq. Ft.

3,111

Unfinished Sq. Ft.

—

Total Sq. Ft.

3,111

Year built

1999

Style

Single Family Residential

County

Middlesex County

APN

2174468

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Historical weather

Ivoryton, CT • 06442

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

95/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 19% for direct sun exposure in Ivoryton. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.7 hrs

5.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 8 Windermere Way

$719,399

$24K over list price of $695K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $615K to $826K.

SOLD AUG 31, 2026
$826,000 Last sold price
4 beds2.5 baths3,204 sq ft
89 Falls Landing Rd, Deep River, CT 06417
$35/sq ft
larger lot
4 years newer
SOLD SEP 3, 2026
$615,000 Last sold price
4 beds2 baths2,149 sq ft
207 School House Rd, Old Saybrook, CT 06475
$63/sq ft
smaller lot
33 years older
SOLD JUL 31, 2026
$615,000 Last sold price
3 beds2.5 baths1,926 sq ft
208 Ingham Hill Rd, Old Saybrook, CT 06475
$96/sq ft
larger lot
14 years older
SOLD SEP 4, 2026
$746,000 Last sold price
4 beds3 baths2,474 sq ft
2 Pheasant Hill Ln, Old Saybrook, CT 06475
$79/sq ft
smaller lot
30 years older
SOLD APR 24, 2026
$750,000 Last sold price
4 beds4 baths2,800 sq ft
16 Navy Ln, Essex, CT 06426
$45/sq ft
smaller lot
23 years older
SOLD MAY 21, 2026
$800,000 Last sold price
4 beds2.5 baths2,896 sq ft
185 Ingham Hill Rd, Old Saybrook, CT 06475
$53/sq ft
larger lot
31 years older

Rental earnings

Est. $3,493 per month, based on comparable rentals

This home may not be allowing tours right now

The seller has already accepted an offer. You can request a tour anyway or ask an agent about submitting a backup offer.

Ask a question

Start an offer

(203) 433-6390

Nearby similar homes

$899,900

3 beds2.5 baths1,917 sq ft

300 Dennison Rd, Westbrook, CT 06498

OPEN TODAY, 5PM TO 6:30PM

$619,000

4 beds2 baths1,542 sq ft

109 Salt Island Rd, Westbrook, CT 06498

$605,000

3 beds2 baths2,514 sq ft

38 S Main St, Westbrook, CT 06498

$2,250,000

4 beds2.5 baths3,232 sq ft

25 River Rd, Essex, CT 06426

$1,195,000

4 beds2.5 baths3,368 sq ft

31 Book Hill Rd, Essex, CT 06426

$84,900

2 beds1 bath728 sq ft

33 Green Acres Park Dr, Westbrook, CT 06498

New listings for sale in 06442

OPEN SAT, 1PM TO 3PM

$928,000

3 beds3.5 baths2,950 sq ft

60 Bushy Hill Rd, Ivoryton, CT 06442

Details provided by Smart MLS and may not match the public record. Learn more.

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.

Houses for rent in Middlesex County	Agents near me	Westport, CT homes for sale	Middlesex County 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	Middlesex County Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Clinton homes for sale
Meriden homes for sale
Middletown homes for sale

Fairfield County homes for sale
Suffolk County homes for sale
New Haven County homes for sale

About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (10)

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 8 Windermere Way

Public record

Historical weather

Sun exposure

Redfin Estimate for 8 Windermere Way

This home may not be allowing tours right now

Nearby similar homes

New listings for sale in 06442

More real estate resources