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Price cut: $150,000
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Detached Single · Wilmette, IL
$1,399,000$1,549,000
5 beds · 5.5 baths · 3,554 sqft
238 Westmoreland Drive, Wilmette, IL, 60091
A brick-and-mortar place to make your own — room to make it home.
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What’s special

Central air2.1-car garageIn-unit laundry
ABSOLUTELY STELLAR 6BR/5.1BA stately and coveted red brick and stone colonial offering over three levels of beautifully appointed living space in one of Wilmette's most sought-after locations. Served by award-winning New Trier High School, this residence combines timeless architecture with modern amenities and exceptional entertaining space. A paver brick driveway leads to the attached 2.5-car garage and welcoming entrance. Inside, you'll find hardwood floors throughout, crown molding, soaring ceilings, surround sound, two fireplaces and generously sized rooms designed for both everyday living and grand-scale entertaining. The updated kitchen features granite countertops, a center island, abundant cabinetry, and a sunny eating area with sliders opening to the side deck. The luxurious primary suite is a true retreat, featuring a spa-inspired bath with jetted tub, steam shower, dual vanities, and an oversized walk-in closet. The three spacious en-suite secondary bedrooms all have substantial walk-in closets and the third-floor bedroom is plumbed for another bathroom with an enormous walk-in closet and flexible living options for guests, home offices, or extended family. The finished lower level offers phenomenal additional living space, including a sixth bedroom, full bath, home theater system area, wet bar with wine rack, and plenty of room for creative and active pursuits. Additional highlights include an alarm system, concrete foundation, 75-gallon water heater, humidifier and new water meter. Inventory in this market remains extremely limited, making this a rare opportunity to own a serious home in a premier North Shore location. Minutes from top-rated schools, parks ( Including Roemer), Old Orchard, Edens Plaza, tons of dining, transportation, and everything that makes Wilmette one of Chicago's most desirable suburbs. 238 Westmoreland Drive...come for a visit and stay for a lifetime!
— the listing agent’s description

The home

5 beds
5.5 baths
3,554 sqft
Built in 2006
0.20-acre lot
2.1-car garage
Detached Single
Colonial

What it’ll cost

$394 / sqft
$23,657 taxes / yr
No HOA
Listed $1,549,000
Now $1,399,000
57 days on dwello

Estimated monthly payment

$9,818/mo
Principal & interest$7,439
Property taxes$1,971
Homeowners insurance$408
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WED
Jun 3
THU
Jun 4
FRI
Jun 5
SAT
Jun 6
11:00 am
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57 days on dwello
Price history
Price reduced
Aug 12, 2026
↓ $150,000$1,399,000
Listed for sale
Jun 17, 2026
$1,549,000
Now $150,000 below the original list price.
Property taxes
2025
Annual tax bill (MLS)
$23,657/yr
Assessed value
2026
County assessor
$145,000~$1,450,000 mkt
2025
$145,000~$1,450,000 mkt
2024
$106,382~$1,063,820 mkt
2023
$106,382~$1,063,820 mkt
2022
$106,382~$1,063,820 mkt
2021
$83,081~$830,810 mkt
2020
$83,081~$830,810 mkt
2019
$118,001~$1,180,010 mkt
Assessed value from the Cook County Assessor (open records). Estimated market ≈ assessed × 10 for residential; not an appraisal — verify with the assessor.

Features

Central AirZonedNatural GasForced AirBrickStonePublic SewerBrick DrivewayGarage Door Opener

Schools

Elementary — Romona Elementary School
Middle — Wilmette Junior High School
High — New Trier Twp H.S. Northfield/Wi
Assigned schools per the listing — always verify enrollment + boundaries with the district.
Neighborhood
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Nearby places via OpenStreetMap — approximate; verify what matters to you. Map © Mapbox © OpenStreetMap.
MLS listing dataMRED
Listed by Peter Lipsey · Berkshire Hathaway HomeServices Chicago
Listing last updated Aug 12, 2026 · data refreshed from the MLS Aug 12, 2026, 6:56 PM CT
Based on information submitted to the MLS GRID as of Aug 12, 2026, 6:56 PM CT. Listing data © MRED LLC, distributed by MLS GRID — deemed reliable but not guaranteed; independently verify. Anything shown below this point is not MLS listing data.
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