Picture-perfect and move-in ready, this charming 3-bedroom, 1.1-bath home is nestled in one of Winnetka's most walkable locations. A welcoming, modern open floor plan flows from the foyer through the sun-drenched living room, surrounded by an abundance of windows and anchored by a wood-burning fireplace flanked by built-in bookcases. The chef's kitchen features solid white cabinetry, wood butcher-block countertops, and all-new stainless-steel LG appliances (2021). The main level also includes a formal dining room overlooking the fenced backyard, a completely remodeled four-season sunroom (2026), and an updated powder room (2025) with new floor tiles and fixtures. Upstairs, you'll find two guest bedrooms, a fully remodeled bathroom (2021), a large walk-in hallway closet, and a spacious primary suite with two separate closets. The finished lower level offers wonderful flex space for recreation and storage. Outside, enjoy a beautifully landscaped rear yard with a patio, plus a large front yard with a gracious half-circle driveway. Extensive updates throughout, including new Renewal by Andersen windows (2022), new composite siding (2025), new boiler, new exterior doors, structural improvements, and much more. Truly turnkey - just unpack and enjoy everything Winnetka has to offer!
Single-familyProperty Type
1923Year Built
8,925 sq ftLot Size
1 garage spacesParking
Listed by Lisa Weis• @properties Christie's International Real Estate
Listed by Christie Ascione• @properties Christie's International Real Estate
Bought with Leslie Maguire• @properties Christie's International Real Estate
Est. $2,404 per month, based on comparable rentals
Redfin agents who toured
Basement ceiling very low, street noise. Mane floor versus nice, upstairs too small.
6 years ago• May not reflect the current state of the home
Ilana Bromber
Redfin Associate agent
Spacious home with ample entertaining spaces on the main and lower level. Home is currently rented. Kitchen/family room looks out to private rear yard. Off street parking for multiple cars via "horseshoe" shaped driveway. One block to Indian Hill...
Metra, New Trier East, conveniences stores and playgrounds. Property is adjacent to open space/village maintained park.
6 years ago• May not reflect the current state of the home
Adrienne Sassaman
Redfin Associate agent
Home has water damage in the livingroom ceiling. Near Greenbay, some traffic noise.
8 years ago• May not reflect the current state of the home
Juliana Osakada
Redfin Associate agent
Sale and tax history for 259 Church Rd
Sale History
Tax History
Date
Event
Price
Public Records
Aug 18, 2026
Sold
$1,100,000
MRED as Distributed by MLS Grid #12654472
Jun 26, 2026
Sold (MLS) (Closed)
$1,100,000
MRED as Distributed by MLS Grid #10954540
Feb 16, 2021
Sold (MLS) (Closed Sale)
$600,000
Feb 13, 2021
Pending
—
Jan 8, 2021
Pending (Contingent)
—
Jan 5, 2021
Relisted (Reactivated)
—
Jan 5, 2021
Pending (Contingent)
—
Dec 16, 2020
Listed (New)
$619,900
+26
Recently updated, charming colonial home located in super hot Winnetka location. Welcoming, modern open floor takes you from the foyer to the sun-drenched living room surrounded by tons of windows. Chef's kitchen with solid white cabinetry, solid 1-1/2 inch wood chop block custom counter tops, stainless steel appliances, and custom backsplash. Full dining room area. Den/ four seasons room. Updated powder room on main floor. Second floor has 2 guest bedrooms, full bathroom, large walk-in hallway closet, and large master suite. Finished lower level with family room/ recreation room, laundry room, mechanical room, and walk out to rear yard. Large rear yard with patio, beautifully landscaped. 1 car detached garage. Huge front yard with half-circle driveway with space for parking. This home has many recent updates throughout. Great location! Tenant occupied until May 2021.Tenant may be willing to move out early for an owner occupied buyer.
MRED as Distributed by MLS Grid #10930908
Dec 16, 2020
Listing Removed
—
Nov 11, 2020
Listed (New)
*
MRED as Distributed by MLS Grid #10889552
Nov 11, 2020
Listing Removed
—
Oct 2, 2020
Listed (New)
*
MRED as Distributed by MLS Grid #10788597
Oct 2, 2020
Listing Removed
—
Jul 20, 2020
Listed (New)
*
MRED as Distributed by MLS Grid #10376173
May 30, 2019
Listing Removed
—
May 11, 2019
Listed (New)
*
MRED as Distributed by MLS Grid #10325802
May 9, 2019
Listing Removed
—
Apr 24, 2019
Price Changed
*
Apr 12, 2019
Price Changed
*
Mar 30, 2019
Listed (New)
*
MRED as Distributed by MLS Grid #10130303
Feb 25, 2019
Sold (MLS) (Closed Sale)
$325,000
Feb 6, 2019
Pending
—
Jan 21, 2019
Price Changed
$360,000
Dec 12, 2018
Contingent
—
Nov 5, 2018
Listed (New)
$499,900
MRED as Distributed by MLS Grid #09913105
Nov 5, 2018
Listing Removed
—
Apr 11, 2018
Listed (New)
*
MRED as Distributed by MLS Grid #09815060
Feb 7, 2018
Pending
—
Feb 2, 2018
Listing Removed
—
Dec 9, 2017
Listed (New)
*
MRED as Distributed by MLS Grid #09781561
Dec 9, 2017
Listing Removed
—
Oct 19, 2017
Listed (New)
*
MRED as Distributed by MLS Grid #08416000
Mar 3, 2014
Listing Removed
—
Aug 8, 2013
Listed (New)
*
MRED as Distributed by MLS Grid #08364327
Aug 8, 2013
Listing Removed
—
Jun 9, 2013
Listed (New)
*
MRED as Distributed by MLS Grid #07730118
Apr 27, 2011
Listing Removed
—
Apr 13, 2011
Price Changed (Price Change)
*
Apr 4, 2011
Price Changed (Price Change)
*
Feb 12, 2011
Listed (New)
*
MRED as Distributed by MLS Grid #06408939
Apr 2, 2007
Sold (MLS)
$752,500
Feb 19, 2007
Listing Removed
—
Feb 12, 2007
Listed
$759,000
Public Records
Jul 7, 2004
Sold
$639,000
Public Records
Aug 7, 2000
Sold
$495,000
Public Records
Jan 25, 1993
Sold
$280,500
Public Records
Jun 3, 1983
Sold
$130,000
Public Records
May 1, 1983
Sold
$130,000
Year
Property tax
Land + Additions
Assessment*
2023
$13,605 (+6.4%)
$24,546 + $37,453
$61,999
2022
$12,785 (−4.0%)
$24,546 + $37,453
$61,999
2021
$13,322 (+60.5%)
$17,852 + $33,479
$51,331
2020
$8,300 (−32.0%)
$17,852 + $14,648
$32,500
2019
$12,211 (−16.9%)
$17,852 + $37,943
$55,795
2018
$14,703 (+3.1%)
$15,174 + $49,559
$64,733
2017
$14,263 (+3.5%)
$15,174 + $49,559
$64,733
2016
$13,779 (−2.0%)
$15,174 + $49,559
$64,733
2015
$14,057 (+2.1%)
$12,496 + $47,261
$59,757
2014
$13,768 (+5.0%)
$12,496 + $47,261
$59,757
2013
$13,118 (−10.2%)
$12,496 + $47,261
$59,757
2012
$14,611 (+4.3%)
$13,835 + $55,493
$69,328
2011
$14,010 (+2.8%)
$13,835 + $55,493
$69,328
2010
$13,625 (+19.2%)
$13,835 + $55,493
$69,328
2009
$11,429 (+8.0%)
$14,058 + $57,383
$71,441
2008
$10,581 (+8.4%)
$22,493 + $52,707
$75,200
2007
$9,761
$22,493 + $52,707
$75,200
Public record
Public record
Zoning
Beds
4
Baths
1.5
Stories
2
Lot width
—
Lot depth
—
Lot size
8,926 Sq. Ft.
Year renovated
—
Sq. Ft.
1,755
Year built
1923
Style
Single Family Residential
County
Cook County
APN
05213120020000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 25, 2026.
R5
Single-Family Residential District
The requirements set forth in this chapter, together with other provisions set forth in the Building Code of the Village, have been adopted in order to provide for a single-family residential environment of relatively intense suburban character, where the degree of improvements upon an individual parcel of land is in approximate balance with the landscape area of such parcel of land. Due to the mature character of development within this district, such requirements are also intended to assure that future modifications to existing structures, or the replacement of existing structures with new structures, will not alter the scale and general character of established neighborhoods. In this regard, the requirements set forth in this chapter are further intended to foster development which is compatible, in general, with the character of existing single-family development within the immediate neighborhood with respect to external architectural scale, landscaping and other site improvements.