$2,300,000
SOLD JUN 26, 2025

221 Greenleaf Ave Wilmette, IL 60091

4 Beds
5 Baths
4,088 Sq Ft
1927 Built

Recently Sold

$563 Per Sq Ft

6 Days on Market

Highlights

  • Colonial Architecture
  • 4-minute walk to Linden Station
  • Recreation Room
  • Central Elementary School Rated A
  • Property is near a park
  • Wood Flooring

About This Home

As of June 2025

Discover an exceptional residence ideally positioned in East Wilmette-steps from Canal Shores Golf Course, Sheridan Shores Yacht Club, and a short stroll to Gillson Beach and Park on an oversized private lot. Enjoy easy access to the most unbeatable views of the Ba'Hai Temple, too! Step inside to a gracious foyer adorned with custom millwork. A functional "split layout" with a large formal living room on the right. You'll find a quiet retreat from the hustle of the home with a wall of windows in 3 directions, and an oversized fireplace providing the ambience needed for nights by the fire with a book or glass of wine. Left of the center entrance, you'll find the hub of the house-a dedicated dining room which sets the stage for entertaining, while a chef's kitchen-complete with custom cabinetry and high-end appliances flow seamlessly into a spacious and sun-filled family room. A perfect layout for someone who loves to entertain! The views are one-of-a-kind! Three sets of French doors span the south wall spilling out to an outdoor retreat. This rare offering of privacy and play space is unmatched! Enjoy the custom-built bluestone clad grilling station, the cozy custom firepit area and still have plenty of space for playsets, ball games and fetch! Inside and upstairs, you'll find an expansive primary suite with a deep walk-in closet and a luxurious marble bathroom featuring double sinks, an oversized walk-in shower, a separate water closet, and lots of storage. Two additional generously-sized bedrooms share a sunny, south-facing tandem bonus room ideal for play or homework. An updated hall bath with double vanities and tub/shower combo wrap up the 2nd level. The newly renovated third floor is an apartment in the sky with vaulted ceilings, skylights, bedroom space and sitting room plus a lovely full bathroom. It offers versatile flex space as a teen, au-pair or in-law suite. The finished basement provides an additional getaway with room for working out and hanging out. A large unfinished laundry area could add additional living space. With its unbeatable location - especially for 4th of July Fireworks - this home truly has it all. It's a rare find that seamlessly blends luxury, serenity, functionality, convenience and access to recreation.

Last Agent to Sell the Property

Julie Fleetwood

Jameson Sotheby's International Realty License #475156537 Listed on: 04/07/2025

Jameson Sotheby's International Realty

Co-Listed By

Julia Seitchik

Jameson Sotheby's International Realty License #475196139

Last Buyer's Agent

Ben Lalez

Compass License #475124644

Compass

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $30,385

Year Built

  • Built in 1927 | Remodeled in 2011

Lot Details

  • Lot Dimensions are 75x196
  • Fenced
  • Paved or Partially Paved Lot
  • Sprinkler System

Parking

  • 2 Car Garage

Home Design

  • Colonial Architecture
  • Brick Exterior Construction

Interior Spaces

  • 4,088 Sq Ft Home
  • 3-Story Property
  • Built-In Features
  • Ceiling Fan
  • Skylights
  • Fireplace With Gas Starter
  • Window Screens
  • Mud Room
  • Family Room
  • Living Room with Fireplace
  • Formal Dining Room
  • Recreation Room
  • Play Room
  • Wood Flooring
  • Finished Attic

Kitchen

  • Range with Range Hood
  • Microwave
  • High End Refrigerator
  • Dishwasher
  • Disposal

Bedrooms and Bathrooms

  • 4 Bedrooms
  • 4 Potential Bedrooms
  • Walk-In Closet
  • Dual Sinks

Laundry

  • Laundry Room
  • Dryer
  • Washer

Basement

  • Basement Fills Entire Space Under The House
  • Sump Pump
  • Finished Basement Bathroom

Home Security

  • Home Security System
  • Carbon Monoxide Detectors

Outdoor Features

  • Patio
  • Fire Pit
  • Outdoor Grill
  • Porch

Location

  • Property is near a park

Schools

  • Central Elementary School
  • Highcrest Middle School
  • New Trier Twp High School Northfield/Wi

Utilities

  • Heating System Uses Natural Gas
  • Lake Michigan Water

Community Details

  • Tennis Courts
  • Community Pool

Home Details

Home Type

Single Family

Est. Annual Taxes

$30,385

Year Built

Built in 1927 | Remodeled in 2011

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Property Type: Detached Single
  • Type Detached: 3 Stories
  • Ownership: Fee Simple
  • ArchitecturalStyle: Colonial
  • New Construction: No
  • Property Sub-Type: 3 Stories
  • Year Built: 1927
  • Age: 91-100 Years
  • Built Before 1978 (Y/N): Yes
  • Disability Access and/or Equipped: No
  • General Information: Commuter Bus,Commuter Train
  • Rebuilt (Y/N): No
  • Rehab (Y/N): Yes
  • Rehab Year: 2011
  • New Construction Y/N: No
  • Special Features: None
  • Property Sub Type: Detached
  • Year Renovated: 2011

Interior Features

  • Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Range Hood
  • Basement: Partially Finished, Exterior Entry, Full, Walk-Out Access
  • Full Bathrooms: 3
  • Half Bathrooms: 2
  • Total Bathrooms: 5
  • Total Bedrooms: 4
  • Fireplace Features: Gas Starter
  • Fireplaces: 1
  • Flooring: Hardwood
  • Interior Amenities: Cathedral Ceiling(s), Built-in Features, Walk-In Closet(s)
  • LivingArea: 4088
  • Other Equipment: Security System, CO Detectors, Ceiling Fan(s), Sump Pump, Sprinkler-Lawn, Security Cameras
  • Room Type: Mud Room, Play Room, Recreation Room
  • Window Features: Screens, Skylight(s)
  • Estimated Total Finished Sq Ft: 0
  • Assessed Sq Ft: 3181
  • Bathroom Amenities: Double Sink
  • Basement Bathrooms: Yes
  • Below Grade Bedrooms: 0
  • Dining Room: Separate
  • Total Sq Ft: 0
  • Fireplace Location: Living Room
  • Square Footage Comments: 4088 above grade. Basement is 1329 (partially finished)
  • Total Sq Ft: 0
  • Attic: Finished

Exterior Features

  • Construction Materials: Brick
  • ExteriorFeatures: Outdoor Grill, Fire Pit
  • Fencing: Fenced
  • List Price: 2295000
  • Patio And Porch Features: Patio, Porch
  • Waterfront: No

Garage/Parking

  • Garage Spaces: 2
  • Parking Features: Garage Door Opener, On Site, Garage Owned, Detached, Garage
  • ParkingTotal: 2

Utilities

  • Sewer: Public Sewer
  • Cooling: Small Duct High Velocity
  • Heating: Natural Gas, Electric
  • Water Source: Lake Michigan

Condo/Co-op/Association

  • Association Fee Frequency: Not Applicable
  • Community Features: Park, Pool, Tennis Court(s), Street Paved
  • Master Association Fee Frequency: Not Required

Fee Information

  • Association Fee Includes: None

Schools

  • Elementary School: Central Elementary School
  • High School: New Trier Twp H.S. Northfield/Wi
  • Middle/Junior School: Highcrest Middle School
  • Middle/Junior School District: 39
  • Junior High/Middle School #2: Wilmette Junior High School

Lot Info

  • Lot Dimensions: 75X196
  • Lot Size: .25-.49 Acre
  • Special Assessments: N

Rental Info

  • Board Number: 2

Tax Info

  • Tax Annual Amount: 30385
  • Tax Year: 2023

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Apr 7, 2025
Closed on
Jun 19, 2025
Sold by
Keith Cyrus Trust and Karen Cyrus Trust
Bought by
Land Trust and Chicago Title Land Trust
Seller's Agent
Julie Fleetwood
Jameson Sotheby's International Realty
Buyer's Agent
Ben Lalez
Compass
List Price
$2,295,000
Sold Price
$2,300,000
Premium/Discount to List
$5,000
0.22%
Views
30

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-13.66%
Original Mortgage
$1,955,000
Outstanding Balance
$1,953,145
Interest Rate
6.25%
Mortgage Type
New Conventional
Estimated Equity
$267,170

Purchase Details

Closed on
Jan 6, 2020
Sold by
Cyrus Keith S and Cyrus Karen M
Bought by
Cyrus Karen and Karen Cynig Trust

Purchase Details

Closed on
May 27, 2010
Sold by
Nolan Jay C and Duffley Carolyn
Bought by
Cyrus Keith S and Cyrus Karen M

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$956,250
Interest Rate
5.14%
Mortgage Type
New Conventional

Purchase Details

Closed on
Jul 30, 2001
Sold by
Nolan Jay
Bought by
Nolan Jay C and Duffley Carolyn

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$350,000
Interest Rate
9.5%

Purchase Details

Closed on
Jun 1, 1999
Sold by
Obrien Mark and Dougherty Juanita
Bought by
Nolan Jay

Purchase Details

Closed on
Jul 18, 1996
Sold by
Obrien Mark D
Bought by
Obrien Mark D and Dougherty Juanita

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$547,000
Interest Rate
8.18%
Source: Public Records

Range of Values:

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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $2,300,000 None Listed On Document
Interfamily Deed Transfer -- None Available
Warranty Deed $1,275,000 Cti
Interfamily Deed Transfer -- --
Warranty Deed $800,000 --
Interfamily Deed Transfer -- --
Interfamily Deed Transfer $224,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $1,955,000 New Conventional
Previous Owner $930,000 Adjustable Rate Mortgage/ARM
Previous Owner $967,000 Adjustable Rate Mortgage/ARM
Previous Owner $964,150 Adjustable Rate Mortgage/ARM
Previous Owner $956,250 New Conventional
Previous Owner $850,000 Stand Alone First
Previous Owner $750,000 Stand Alone First
Previous Owner $600,000 Stand Alone First
Previous Owner $520,000 Stand Alone First
Previous Owner $1,050,000 Credit Line Revolving
Previous Owner $350,000 No Value Available
Previous Owner $100,000 Unknown
Previous Owner $50,000 Unknown
Previous Owner $547,000 No Value Available
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/26/2025 06/26/25 Sold $2,300,000 +0.2% $563 / Sq Ft
04/14/2025 04/14/25 Pending -- -- --
04/07/2025 04/07/25 For Sale $2,295,000 0.0% $561 / Sq Ft
04/03/2025 04/03/25 Price Changed $2,295,000 -- $561 / Sq Ft
Source: Midwest Real Estate Data (MRED)

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $30,386 $137,223 $40,425 $96,798
2023 $28,737 $137,223 $40,425 $96,798
2022 $28,737 $137,223 $40,425 $96,798
2021 $25,279 $100,636 $32,340 $68,296
2020 $27,673 $111,388 $32,340 $79,048
2019 $36,045 $158,010 $32,340 $125,670
2018 $28,806 $121,079 $27,930 $93,149
2017 $28,009 $121,079 $27,930 $93,149
2016 $26,318 $121,079 $27,930 $93,149
2015 $28,568 $115,079 $23,152 $91,927
2014 $28,113 $115,079 $23,152 $91,927
2013 $26,849 $115,079 $23,152 $91,927
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Midwest Real Estate Data (MRED)

MLS Number: 12164186

Midwest Real Estate Data (MRED)

APN: 05-35-112-008-0000