1837 N Winchester Ave, Chicago, IL 60622
OFF MARKET

1837 N Winchester Ave
Chicago, IL 60622

Bucktown
  • 6 Beds
  • 6 Baths
  • 4,554 sqft

$3,425,900

Trulia Estimate
as of May 6, 2026
Est. Refi. Payment $22,971/mo*
Refinance Your Home

$3,425,900

Trulia Estimate
as of May 6, 2026
Est. Refi. Payment $22,971/mo*
Refinance Your Home
6 Beds
6 Baths
4,554 sqft

Homes for sale near 1837 N Winchester Ave

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Beautiful contemporary one-of-a-kind urban estate situated on a 50-foot wide lot in the heart of Bucktown. Open flowing floor plan, ideal for entertaining. Floor-to-ceiling windows and glass 2-story atrium floods home with natural light. Exotic woods throughout, heated stone floors, custom cabinetry, gourmet eat-in kitchen/great room, 4 en suite bedrooms on 2nd floor,, spacious lower level with mudroom and breezeway to garage. Outdoor pool/hot tub. For more information on this property, contact the listing agent, Monique Pieron at (312) 642-1400 or mpieron@koenigrubloff.com.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 1837 N Winchester Ave

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Built UpExterior: Stone
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2009
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 6250 sqft

Price History for 1837 N Winchester Ave

DatePriceEventSource
08/29/2014$3,560,000Sold
MRED as distributed by MLS GRID #08628551
08/03/2014$3,700,000PendingAgent Provided
05/31/2014$3,700,000Listed For SaleAgent Provided
04/03/2014$3,700,000Sold
MRED as distributed by MLS GRID #08515775
02/06/2014$3,895,000PendingAgent Provided
01/14/2014$3,895,000Listed For SaleAgent Provided
09/15/2013$3,895,000ListingRemovedAgent Provided
06/03/2013$3,895,000PriceChange
Agent Provided
09/19/2012$3,995,000PriceChange
Agent Provided
06/16/2012$4,099,999Listed For SaleAgent Provided
01/08/2012$4,395,000ListingRemovedAgent Provided
12/19/2011$4,395,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2023
Tax$12,929
Assessment$627,500
Home facts updated by county records

Comparable Sales for 1837 N Winchester Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1838 N Wolcott Ave, Chicago, IL
0.03
Single-Family Home
$3,493,750
12/16/25
6
6.5
6,800
1721 N Winchester Ave, Chicago, IL
0.16
Single-Family Home
$4,550,000
05/23/25
5
5
6,400
1834 W Cortland St, Chicago, IL
0.12
Single-Family Home
$1,975,000
08/20/25
6
5.5
5,000
1622 N Wolcott Ave, Chicago, IL
0.28
Single-Family Home
$4,350,000
12/03/25
6
6.5
7,000
1855 N Hermitage Ave, Chicago, IL
0.25
Single-Family Home
$2,800,000
10/08/25
6
5.5
6,000
1915 N Wood St, Chicago, IL
0.20
Single-Family Home
$2,250,000
04/20/26
6
5.5
4,059
1916 N Wolcott Ave, Chicago, IL
0.09
Single-Family Home
$1,750,000
09/12/25
6
4.5
3,900
1805 N Wolcott Ave, Chicago, IL
0.09
Single-Family Home
$2,052,000
07/18/25
5
3.5
4,500
2014 N Winchester Ave, Chicago, IL
0.21
Single-Family Home
$2,150,000
07/31/25
6
4.5
4,248
1924 N Wolcott Ave, Chicago, IL
0.10
Single-Family Home
$2,005,000
10/20/25
5
3.5
4,500

Assigned Schools

These are the assigned schools for 1837 N Winchester Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Bucktown
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Bucktown

At least 125 Trulia users voted on each feature.

  • 99 % Say there are sidewalks

  • 97 % Say it's walkable to restaurants

  • 96 % Say it's dog friendly

  • 85 % Say it's walkable to grocery stores

  • 83 % Say streets are well-lit

  • 75 % Say parking is easy

  • 75 % Say people would walk alone at night

  • 72 % Say kids play outside

  • 65 % Say there's holiday spirit

  • 64 % Say they plan to stay for at least 5 years

  • 60 % Say neighbors are friendly

  • 51 % Say it's quiet

  • 49 % Say there are community events

  • 48 % Say yards are well-kept

  • 38 % Say car is needed

  • 36 % Say there's wildlife

Learn more about our methodology.
  • Adammargol
    "Amazing, family-friendly, community that feels tucked away from the hustle/bustle of the city. Warm, welcoming neighbors filled with kids and dogs. Great neighborhood hang spots and places to eat as well as an array of shopping. Very central to the city with easy access to transportation options. 5 minute bike from the Salt Shed music venue as well!"
    1
    Flag
  • Thomas Kleiner
    "All the small businesses, restaurants, bars, cafes, and clothing boutiques that offer a wide variety of options. "
    1
    Flag
  • Trulia User
    "Very neighborhoody & walkable but only 3 miles north of downtown, easy access to Lincoln Park, West Loop, & Bucktown offers great restaurants, shopping & parks. "
    3
    Flag
  • Trulia User
    "Sketchy, always delayed, dirty and crowded.. I’ve seen things on the blue line no one should ever have to witness (especially before 8am). 0/10 would recommend but it’s the cheapest and quickest way to get to the loop. Lots of folks are always hanging around the stops, and I’ve stepped off the train a few times only to find myself in the middle of a crime scene. Literally.. a crime scene. "
    0
    Flag
  • Trulia User
    "dog owners would really like the area because it is safe, friendly and clean. It seems like the majority of the people who live here are responsible and care about their neighborhood. It also has many places specific to people who like to run or walk and even bike. "
    1
    Flag
  • Trulia User
    "606 is great for running and walking. The farmers market, movies in the park, and Wicker Park fest in the summer are all great!"
    0
    Flag
  • Alicia F.
    "Walkable neighborhood, beautiful homes, close to restaurants and other necessities. Easy access to expressway. "
    6
    Flag
  • Naomi B.
    "within walking distance of logan square and wicker park, tons of great stores and restaurants a 10 minute walk away"
    2
    Flag
  • Teenblushmusic
    "Bucktown is overall a great neighborhood, everyone is very friendly and you never see anything out of line! Very quiet and homie. "
    0
    Flag
  • Melissa G.
    "Puerto Rican parade, and a 606 bike trail. the neighborhood overall feel safe especially at night time you don't have to worry it's very quiet clean trash is picked up everyone's yards in lawns are kept very nice. You can feel safe if walking around at night time."
    2
    Flag
  • Casey B.
    "I could walk my dog at any time of day and feel safe. Everyone is very good about picking up after themselves. "
    0
    Flag
  • Dkensick
    "My commute to downtown is on the blue line which is an 8 minute walk from my house. Very easy access to the interstate as well."
    0
    Flag
  • Trulia User
    "Was an interesting neighborhood that became over-gentrified and lost all that made it desirable. Chain businesses that you can find in any suburban mall have replaced local spots.. Has lost any sense of diversity or culture "
    5
    Flag
  • Chris S.
    "Walk 8-10 minutes to the Damen Blue Line to get into the Loop. Not too bad. Safe walk too, for the most part. So I can’t complain too much"
    1
    Flag
  • Tulsachick
    "Plenty of dogs in the neighborhood to have play dates with and to always keep your dog entertained. 3 dog parks close by too. Easy way to make friends and get to know your neighbors is to simply take a walk around the block. "
    0
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  • Coxxx488
    "There are many families with children due to the plethora of single-family homes in the area. Remainder of neighborhood tends to be younger adults."
    0
    Flag
  • Tulsachick
    "I love the friendly neighbors, the gorgeous architecture and the safety I feel living in Bucktown. "
    1
    Flag
  • Meredith A.
    "Lots of kids and outdoor park areas. Feels very neighborhood-y for being so close to the city. Lots of single family homes in the area as well as condos and apartments"
    0
    Flag
  • Jenna M.
    "It’s a very family and dog friendly neighborhood with nice outgoing people, and lots of places to play (Holstein park, Pulaski Elementary playground, etc) "
    0
    Flag
  • Rosemary R.
    "Lots of trees and green spaces for dogs to sniff, but there are a lot of rabbits and rats running around at night."
    0
    Flag
  • Emilysilman
    "Bucktown Garden Walk, Walsh Park dog park, intramural sports teams that play in the area, Queen of Hearts raffle, etc."
    0
    Flag
  • Chrisstopka
    "There are plenty of more spacious living options here for people with dogs. Also there are some great parks within walking distance."
    0
    Flag
  • Zach A. G.
    "Clean, safe parks. There are a few schools in the neighborhood that seem to drive a lot of traffic from outside the neighborhood which I assume indicates the schools are the best in the city/Chicagoland area."
    0
    Flag
  • Dustfingerink
    "Lots of families in the neighborhood and good places near by for food and to relax. Child daycare centers up and down North Ave as well as pet hotels. Really close to a very safe blue line stop."
    0
    Flag
  • Emilysilman
    "I don’t have kids so I can’t weigh in on this. But I’d imagine that it’s a nice place to raise kids. "
    0
    Flag
  • Therese L.
    "Overall nice area. Plenty of nice parks and great dining and shopping options. The neighborhood is welcoming and well-preserved. "
    0
    Flag
  • Kim K.
    "Crowded! The blue line is a disaster at Damen and Division stops from 6:30-9am. Be prepared to squish in after allowing 1-2 trains go back full with wall to wall. It’s extremely stressful and frustrating EVERY DAY!"
    1
    Flag
  • Tom S.
    "Art event. Plenty of small events constantly. Great place to be. Parks and small local restaurants that host. Moving here there was plenty to find right away that make you feel at home. The Facebook pages for the community events and groups are great and connected"
    0
    Flag
  • Kirkcruz
    "There’s excellent transportation options here, from an L stop on the Blue line to multiple major bus lines. "
    0
    Flag
  • Kelvoigt25
    "There are tons of dogs in the neighborhood. Lottie’s and Bucktown pub are dog friendly bars. There are a couple dog parks near by."
    0
    Flag
  • Michael L.
    "Great neighborhood for parks, families and Schools. Great local restaurants with more opening all the time. Walking distance to Midtown Athletic Club!!"
    0
    Flag
  • Andrewjwestcott
    "I usually walk or ride my bike but I have taken the blue line too. This is very easy from the Damen stop. "
    0
    Flag
  • Cabinske
    "I have lived in Bucktown for the past 5 years and absolutely love it. I live on a quiet, tree-lined street. Everyone does their part to nicely maintain their properties and I live walking my dog around here because it’s beautiful and full of other dogs and dog lovers. "
    1
    Flag
  • Ah
    "It’s not unique. People don’t know one another, ppl are not friendly people don’t clean after their dogs, people get assaulted at night. There are more taverns than convenient stores"
    4
    Flag
  • Trulia User
    "I walk my dog all the time, and we constantly run into other dogs. There’s a dog park just down the street. It’s very dog friendly."
    0
    Flag
  • Michael O.
    "everything is fantastic here- dining, shopping, culture, neighbors, parks, etc. what’s not to love? "
    3
    Flag
  • Trulia User
    "Easy access to buses and trains or combination of both. Never more than 20 mins from a train and you can shorten with a quick bus ride. Close to metra as well and about 20 mins to downtown. "
    0
    Flag
  • Daynak248
    "Very crowded train. Busy stops on both sides, but it is quick when things are moving. Sometimes so crowded though it could take 6-7 trains before I can get on. "
    1
    Flag

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Homes for rent near 1837 N Winchester Ave

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Off Market Homes Near 1837 N Winchester Ave

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1837 N Winchester Ave, Chicago, IL 60622 is a 6 bedroom, 6 bathroom, 4,554 sqft single-family home built in 2009. 1837 N Winchester Ave is located in Bucktown, Chicago. This property is not currently available for sale. 1837 N Winchester Ave was last sold on Aug 29, 2014 for $3,560,000. The current Trulia Estimate for 1837 N Winchester Ave is $3,425,900.