27W355 Fleming Dr, Winfield, IL 60190
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Property image
OFF MARKET

27W355 Fleming Dr
Winfield, IL 60190

  • 4 Beds
  • 2 Baths
  • 1,952 sqft (on 0.30 acres)

$474,800

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $3,282/mo*
Refinance Your Home

$474,800

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $3,282/mo*
Refinance Your Home
4 Beds
2 Baths
1,952 sqft
(on 0.30 acres)

Local Information

  • Map ViewExplore the area around 27W355 Fleming Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1966
Lot Size
0.3 acres
Living Area
1,952 sqft
Price/Sqft
$243
Parking
2.5 Car Garage
HOA
None

About this House

Welcome to this meticulously maintained and beautifully updated tri-level home in Winfield Heights. From the moment you step through the front door, you'll fall in love. Gorgeous hardwood flooring flows seamlessly throughout the 1st and 2nd floors. The completely updated kitchen boasts white shaker cabinets and stainless steel appliances, effortlessly connecting to the dining room and formal living room. The 2nd level features three generously sized bedrooms and a stunningly updated full bath, complete with a double glass bowl vanity, travertine tile flooring, and a beautifully updated shower surround and soaker tub. The lower level offers an additional 4th bedroom, another updated full bath, and a cozy family room with a charming closet nook perfect for a bar or coffee station. Also on this level is a convenient laundry room with access to the garage. Step outside from either the family room or dining room into your private backyard oasis, which includes a beautiful private paver brick patio and a wooden deck with an attached pergola, making it an ideal space for relaxation and entertaining. Brand new extra wide driveway installed in 2022 along with the Roof, Siding and gutters 2019. Located close to Central Dupage Hospital, Downtown Winfield, Winfield Metra train station, and Klein Creek Golf Course, this home combines modern comfort and convenience with a prime location.
27W355 Fleming Dr, Winfield, IL 60190 is a 4 bedroom, 2 bathroom, 1,952 sqft single-family home built in 1966. It last sold for $435,000 on Sep 26, 2024 (1% below the $439,896 asking price). It is currently off market. The Trulia Estimate is $474,800, with a rent estimate of $3,389/month.

Home Details for 27W355 Fleming Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,Crawl Space,Walk-Out AccessNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Deck, Dining Room, Family Room, Foyer, Kitchen, Laundry, Living Room, Other Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1952 Square Feet
Appliances & Utilities
Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s)DishwasherDisposalDryerLaundry: In UnitMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Screens
Levels, Entrance, & Accessibility
Levels: Tri-LevelAccessibility: No Disability Access
View
No View
Security
Security: Carbon Monoxide Detector(s)

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PatioFencing: FencedOther Structures: Pergola, Shed(s), See RemarksFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2.5Number of Covered Spaces: 2.5Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2.5Parking: Asphalt,Garage Door Opener,On Site,Garage Owned,Attached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Storm Sewer

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl SidingNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 0412403003

Price & Status

Price
List Price: $439,896
Status Change & Dates
Off Market Date: Sun Aug 18 2024Possession Timing: Close Of Escrow

Location

Direction & Address
City: WinfieldCommunity: Winfield Heights
School Information
Elementary School: Winfield Elementary SchoolElementary School District: 34Jr High / Middle School: Winfield Middle SchoolJr High / Middle School District: 34High School: Community High SchoolHigh School District: 94

Building

Building Area
Building Area: 1952 Square Feet

Community

Community Features: Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 0.30 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12130932Back On Market Date: Tue Aug 20 2024

Additional Information

Street PavedSource Internet Consumer CommentSource Internet Entire Listing DisplaySource Internet Address DisplayMRD REMARKSINTERNET: Yes
Last check for updates: about 5 hours ago
Listed by Dave Goddard, (630) 893-2600
Garry Real Estate
Candy Goddard, ABR,AHWD,E-PRO,SFR, (630) 992-5477
Garry Real Estate
Bought with: Paula Schatz, (630) 251-5155, Realty Executives Premiere
Source: MRED as distributed by MLS GRID, MLS#12130932

Price History for 27W355 Fleming Dr

DatePriceEventSource
09/26/2024$435,000Sold
MRED as distributed by MLS GRID #12130932
08/16/2024ListingRemovedMRED as distributed by MLS GRID #12130932
08/15/2024$439,896PriceChange
MRED as distributed by MLS GRID #12130932
08/08/2024$449,896Listed For SaleMRED as distributed by MLS GRID #12130932
03/24/2021ListingRemovedN/A
10/29/2018$205,000ListingRemovedN/A
08/01/2018$205,000PendingN/A
06/19/2018$205,000PriceChange
N/A
06/04/2018$218,000PriceChange
N/A
06/01/2018$210,000PriceChange
N/A
05/22/2018$230,000PriceChange
N/A
05/14/2018$238,000PriceChange
N/A
05/04/2018$248,000Listed For SaleN/A
03/02/2015$181,111Sold
MRED as distributed by MLS GRID #08807282
12/31/2014$170,000Listed For SaleAgent Provided
08/20/2002$233,500Sold
N/A
02/11/1999$187,000Sold
N/A
01/19/1996$165,000Sold
N/A

Market trends in Winfield

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$489K
Sale-to-List Price
—
Price per sq ft
$240
Available listings
37
13MoM
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Property Tax and Assessment

Year2024
Tax$8,063
Assessment$115,425
Home facts updated by county records

Comparable Sales for 27W355 Fleming Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27W170 Fleming Dr, Winfield, IL
0.24
Single-Family Home
$506,000
06/01/26
4
2.5
2,092
27W375 Oakwood St, Winfield, IL
0.19
Single-Family Home
$530,000
11/21/25
4
3
2,232
27W266 Oakwood St, Winfield, IL
0.22
Single-Family Home
$535,000
02/27/26
4
2.5
2,483
0S467 Ethel St, Winfield, IL
0.36
Single-Family Home
$330,000
12/04/25
4
2
1,848
27W359 Aspen Ct, Winfield, IL
0.17
Single-Family Home
$545,000
07/01/26
4
2.5
1,763
27W250 Birch St, Winfield, IL
0.29
Single-Family Home
$476,000
11/03/25
4
2.5
2,827
27W231 Bolles Ave, Winfield, IL
0.18
Single-Family Home
$500,000
07/15/26
3
3.5
2,369
0S725 East St, Winfield, IL
0.35
Single-Family Home
$430,000
05/05/26
3
2
1,786
0S579 Robbins St, Winfield, IL
0.37
Single-Family Home
$500,000
03/30/26
4
2.5
2,010
27W343 Churchill Rd, Winfield, IL
0.38
Single-Family Home
$557,000
06/08/26
4
2.5
2,167

Nearby homes

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Assigned Schools

These are the assigned schools for 27W355 Fleming Dr.
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 Winfield

At least 62 Trulia users voted on each feature.

  • 95 % Say it's dog friendly

  • 92 % Say parking is easy

  • 92 % Say car is needed

  • 87 % Say yards are well-kept

  • 81 % Say there's holiday spirit

  • 78 % Say there's wildlife

  • 75 % Say it's quiet

  • 74 % Say kids play outside

  • 73 % Say people would walk alone at night

  • 65 % Say neighbors are friendly

  • 56 % Say it's walkable to restaurants

  • 55 % Say they plan to stay for at least 5 years

  • 52 % Say there are sidewalks

  • 47 % Say streets are well-lit

  • 36 % Say there are community events

  • 17 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Judy J.
    "Excellent schools. Friendly neighbors who wave, ask to pet dogs, look out for each other, and take care of their property. "
    4
    Flag
  • Judy J.
    "I drive a half an hour to the Schaumburg area from here. It’s a pretty consistent 30 minute commute."
    2
    Flag
  • Judy J.
    "Close to the prairie path for bicycles and walking. Improvements are coming to the downtown area. Good Old Days celebration the week after Labor Day is fun for kids and adults. "
    2
    Flag
  • Marlo G.
    "Metra, to work at CDH for 3 years. now I drive through the area a lot looking for the place I want to live in....."
    1
    Flag
  • Taylor K.
    "It’s a nice quiet neighborhood where many people are outside walking with their pets often. Typically children are out playing in the neighborhood as well"
    0
    Flag
  • Trulia User
    "Over 50, more singles moved in then we had when the area was built about 20% in our area are single some with kids some without."
    1
    Flag
  • Julia
    "Our neighborhood is amazing. People are super friendly. I love that all the homes are unique and not the same. "
    0
    Flag
  • Joshuagembala105
    "Wildlife presence is strong, keep your little kids on watch from coyotes. They’re abundant over around here."
    2
    Flag
  • jenny o.
    "Wheaton is better in alll categories in general and for dog owners especially ...u can walk around downtown Wheaton w/ ur dog no hassles + nice restaurants w/ outside seating will seat u w/ ur dog too "
    2
    Flag
  • Joshuagembala105
    "A lot of coyotes, so beware of kids, or dogs, late at night. A lot of wild life on the roads as well, drive slow. Especially with the way the police are out here, it’s probably a good idea, unless you want to get pulled over."
    1
    Flag
  • Iseedeer
    "I have lived in this home for over 20 years, raised 2 kids here, its a great kids friendly neighborhood! I grew up 6 blocks from here since 1967. Could not ask for a better place to call home. Give it a 9! Now if the Village of Winfield would establish a local grocery store in town, it would make it a 10! "
    0
    Flag
  • Pcustardo1
    "I’ve lived in Winfield the entire 14 years of my life and it’s an amazing little village and community. Everyone knows everyone here. We have little restaurants, our own gas station, 7-11, and we have antique stores! It’s an amazing little village and I don’t think anyone could regret living here. We have a hospital, and a school (pre-k through 8) it’s just the cutest little area that it perfectly safe for anyone and everyone."
    0
    Flag
  • Berniehap
    "lots of trees and tucked away from big roads. Not a flashy town, just friendly people who like their space. "
    0
    Flag
  • goodwin54
    "I've lived here for 28 years. Some of my neighbors moved in at the same time and are still very happy here. As with most parts of DuPage County, the taxes are a little stiff but the only real industry we have here is one of the Best Hospitals in the country."
    0
    Flag
  • Plmjunk j. c.
    "I visit frequently, all days of the week. Many people stroll through the neighborhood for exercise, to walk their dogs, or to enjoy the yards. It is safe for children to ride bikes. A very quiet and contented neighborhood and near what used to be CDH (Central DuPage Hospital). Near enough to commuter rail to work in Chicago. I could live here."
    0
    Flag
  • millerar
    "Winfield is an excellent town, it is very safe and quite. There are several public parks mostly all within walking distance with plenty of amenities. "
    0
    Flag
  • Robert A.
    "2 blocks to hospital and park, 4 blocks to train, 6 blocks to school. You only need one car if you ride the train,"
    0
    Flag
  • Angel O.
    "We moved here 11 years and we couldn't be any luckier when it comes to neighbors! It's a great neighborhood with wonderful people. My kids love playing at the parks, three of which are a short walk from the home. The pond and forest preserve are right across the street and the train and downtown area are less than a mile away."
    0
    Flag

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Apartments for Rent

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Homes for sale near 27W355 Fleming Dr

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Off Market Homes Near 27W355 Fleming Dr

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Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information