500 Gregory Ave, Wilmette, IL 60091
OFF MARKET

500 Gregory Ave
Wilmette, IL 60091

  • 4 Beds
  • 3.5 Baths
  • 3,000 sqft

$1,465,500

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $10,016/mo*
Refinance Your Home

$1,465,500

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $10,016/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,000 sqft

Local Information

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

Description

Fully RENOVATED 4 (+1 lower level) bedroom, 3.1 bath home in East Wilmette. MOVE-IN READY! New Pella windows, new exterior painting, new garage/patio, finished basement, newer hardwood floors throughout 1st and 2nd levels, updated kitchen with newer appliances, the list goes on and on... Kitchen opens to dining and family rooms for open floor concept, perfect for entertaining. Gas fireplace with beautiful built-in shelving surround in living room. Master suite oasis has treetop views, a custom walk-in closet with marble island and full bath. Master bath and hall bath both have heated floors. One large bedroom suite with large walk-in closet and 2 additional bedrooms on 2nd floor. Newly-built, oversized one car garage with patio area that provides additional entertaining space. Perfect location to walk the brick streets to "El" or Metra. Short walk to shops, restaurants and beach. Wilmette public schools including Central Elementary, Wilmette Jr High and New Trier Township High School.
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
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 500 Gregory Ave

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Interior Details
Types of Rooms: Dining Room
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco, BrickPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1914
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 5201 sqft

Price History for 500 Gregory Ave

DatePriceEventSource
03/08/2019$892,000Sold
MRED as distributed by MLS GRID #10162498
01/25/2019$5,000ListingRemovedAgent Provided
01/25/2019$925,000PendingAgent Provided
01/17/2019$5,000Listed For RentAgent Provided
01/02/2019$925,000PriceChange
Agent Provided
11/19/2018$950,000Listed For SaleAgent Provided
01/03/2014$632,500Sold
MRED as distributed by MLS GRID #08481147
11/05/2013$650,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2023
Tax$22,692
Assessment$1,000,000
Home facts updated by county records

Comparable Sales for 500 Gregory Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
203 5th St, Wilmette, IL
0.01
Single-Family Home
$975,000
06/04/25
3
2.5
2,586
526 Isabella St, Wilmette, IL
0.10
Single-Family Home
$1,350,000
05/21/26
4
3.5
2,455
2740 Asbury Ave, Evanston, IL
0.28
Single-Family Home
$1,309,000
02/27/26
4
2.5
2,585
207 5th St, Wilmette, IL
0.02
Single-Family Home
$878,622
04/09/26
3
2
1,731
105 Dupee Pl, Wilmette, IL
0.17
Single-Family Home
$800,000
01/08/26
4
2
1,790
2646 Eastwood Ave, Evanston, IL
0.30
Single-Family Home
$1,700,000
05/20/26
4
3.5
3,500
530 Maple Ave, Wilmette, IL
0.12
Single-Family Home
$1,300,000
03/24/26
3
2.5
2,138
1315 Jenks St, Evanston, IL
0.26
Single-Family Home
$840,000
10/22/25
4
1.5
1,890
108 Girard Ave, Wilmette, IL
0.47
Single-Family Home
$1,127,000
08/21/25
3
3.5
2,546
2761 Woodbine Ave, Evanston, IL
0.28
Single-Family Home
$1,300,000
06/18/25
4
5.5
3,000

Nearby homes

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Assigned Schools

These are the assigned schools for 500 Gregory 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.

What Locals Say about Wilmette

At least 155 Trulia users voted on each feature.

  • 95 % Say it's dog friendly

  • 92 % Say parking is easy

  • 91 % Say there are sidewalks

  • 89 % Say people would walk alone at night

  • 89 % Say there's holiday spirit

  • 87 % Say yards are well-kept

  • 83 % Say it's quiet

  • 83 % Say kids play outside

  • 81 % Say it's walkable to restaurants

  • 81 % Say car is needed

  • 72 % Say streets are well-lit

  • 70 % Say there's wildlife

  • 70 % Say they plan to stay for at least 5 years

  • 66 % Say neighbors are friendly

  • 65 % Say it's walkable to grocery stores

  • 64 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Lisa Oldson
    "We have the Metra, the el, and the pace bus system here. Also, easy access to the highway by car. Getting around Wilmette is easy. "
    0
    Flag
  • A.e.wolff
    "Family environment. Summer beach nights. Open spaces and parks. Amazing schools with good progression. "
    0
    Flag
  • Aaron Walter
    "Lots of other dogs in the neighborhood. Most everyone cleans up after their pets. The sidewalks are great for long walks. Lots of open spaces to play."
    0
    Flag
  • Hyun Y.
    "V affluent area with diversity. Great school system, safe and clean. Can’t complain. Very kids friendly"
    7
    Flag
  • Smithp78
    "Easy to commute to downtown via Metra. Not always easy to find parking at Metra after 7:15. A lot of people walk. Possible to drive downtown but takes up to 90 minutes in morning rush. "
    6
    Flag
  • Shannon J.
    "People are extremely welcoming and friendly. We moved here a few months ago, and have never felt so immediately at home in a community!"
    3
    Flag
  • Iltonz
    "I see people walking their dogs all the time, and they seemed happy! There are great parks and green areas for dogs in general."
    3
    Flag
  • Cheryl
    "Lots of responsible dog owners walking their dogs in this area. People pick up after their dogs. Xxxxxxxxx"
    1
    Flag
  • Iam.pethcha
    "The sidewalks are super clean which I can not find it anywhere like here also i feel safe living here even walking here at night time."
    1
    Flag
  • Jujujuice
    "Lots of families. It’s a real community feel and people are very neighborly. And of course, great schools!"
    1
    Flag
  • Teresa
    "Clean & wide sidewalks, many parks, fenced in dog beach plus another dog park. Many people own dogs & walk them several times a day. "
    2
    Flag
  • Zean N.
    "It’s an amazing place to raise a family. Clean. Safe. Great schools. Close to the lake. Close to Chicago but far enough away to have a small town community feel. "
    0
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  • Miriam H
    "Having a CTA station within a mile from our house makes the commute to Chicago doable. Depending on the day driving to and from the city during rush hour using Lakeshore or 94 is a hassle..."
    0
    Flag
  • Adroaras
    "Certain parks are closed to dogs, but overall this is a dog friendly neighborhood. Also most of the parks have a poop bag station."
    0
    Flag
  • Satish Kumar
    "very diverse demographics than past years! vibrant community, great facilities, amazing schools and school staff."
    0
    Flag
  • Teresa K.
    "Great. All back roads to NU. never have to get on the free way. Only mild back UPS on Greenbay avenue during rush hour. There are lots of schools along the way which can slow you down due to buses and speed zones but that is the least of my worries "
    2
    Flag
  • Charles A.
    "There are plenty of sidewalks and parks in the area. The only problem is there are no legal off leash parks within walking distance. "
    0
    Flag
  • Masahito J.
    "Great schools, safe neighborhood, kids ride their bikes everywhere worry-free. Shops within walking distance. Great beach. Close to Chicago. "
    0
    Flag
  • Teresa K.
    "very safe and very well maintained. prices are okay compared to our neighbors in Evanston. some neighborhoods, the houses all look the same but I enjoy the older neighborhoods where the homes have lots of old charm and character "
    0
    Flag
  • Keassouad
    "Lake with beach, schools, access, community, restaurants, athletics, space to play transportation and character. "
    1
    Flag
  • Castle117
    "I grew up here. Great forest preserve bike trails, the beach, pool clubhouse, and an excellent school district. "
    1
    Flag
  • cdtangney
    "I have lived on and off in Wilmette for 30+ years. Grew up here. Eventually moved back here to raise my own family. Its one of the safest places in the country. The schools are excellent. The parks are beautiful, clean and have updated equipment. The Park District, With all that it has to offer for kids and adults, is incredible. The people are actively involved throughout the neighborhood. There are a few new dining and nightlife venues that are helping to make Wilmette all inclusive. Access to a great pool facility and one of the best beaches on the North shore just make it for this area. I highly recommend Wilmette to any young couple getting started, to anyone wanting to raise a family and to those looking to finish out their lives filled with quiet beauty in a safe place."
    0
    Flag
  • cg
    "Have lived here for 10 years. The schools are superb and the people are like people anywhere. Some are nice and some are snotty but you can ignore them. Its great for the things that matter. Traffic getting into Chicago is usually bad but the Metra train is great."
    1
    Flag
  • conceptking
    "Walking distance to everything - CTA, Metra, Parks, Beach, shopping in Wilmette and Evanston Central St. area. And a short drive to Sheridan Road/LSD and i-94.Phenomenal for families of all ages with nationally recognized and award winning schools. A fantastic and safe neighborhood and a hidden gem that borders Evanston. If there's a house that's within your budget range, make an offer - you will not be disappointed. "
    0
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  • lindamcz123
    "I used to live in this community years ago and loved every day. There are two malls within walking distance. A couple of bus lines that can take you the the downtown train. Excellent expressway access going both north or south. The Park district is right across the street with an amazing Gym, child care and much, much more. LOVE Wilmette, and this area of it."
    0
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500 Gregory Ave, Wilmette, IL 60091 is a 4 bedroom, 4 bathroom, 3,000 sqft single-family home built in 1914. This property is not currently available for sale. 500 Gregory Ave was last sold on Mar 8, 2019 for $892,000. The current Trulia Estimate for 500 Gregory Ave is $1,465,500.