5255 W Dakin St, Chicago, IL 60641
OFF MARKET

5255 W Dakin St
Chicago, IL 60641

Portage Park
  • 2 Beds
  • 1 Bath

$433,300

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $3,015/mo*
Refinance Your Home

$433,300

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $3,015/mo*
Refinance Your Home
2 Beds
1 Bath

Local Information

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

Description

Charming Dutch Colonial Single-Family Home in Portage Park on an extra wide lot! This 2 bed, 1 bath has an open floor plan with the living room spilling into a generous sunroom and dining room, hardwood floors throughout, spacious bedrooms with ample closet space, large backyard with a covered porch, and a basement that is framed out for a third bedroom/office and additional space for any sort of dream build out. A beautiful move-in ready home with additional space to design as you like This spacious main level's layout is perfect for entertaining a large crowd while also offering spaces for families to spread out but still be together. The sunroom offers space to comfortably accommodate mudroom space off the main entry, seating along the oversized windows bathing the room with natural light, and even enough room for a piano. The kitchen features stainless steel appliances, granite countertops, and plenty of cabinet space for all your cooking and pantry needs. The 2nd floor has two spacious bedrooms with a recently updated full bath. Generous amount of storage space with the primary bedroom having two deep closets and a walk-in closet in the second bedroom. The basement is semi-finished and framed out to become a great 3rd bedroom/office space with still ample room for laundry, storage, and the build out of an additional bonus room space. The covered back porch off the kitchen flows seamlessly into the spacious, sunny backyard. Ideal for entertaining, playing, or just relaxing. The property also has a two-car garage with extra storage space and an additional spot for one exterior parking space - which also can be used as patio space. Unbeatable location with its treelined street, 5 minute walk to Portage Park and everything it has to offer (farmer's market, indoor & outdoor pool, tennis courts, biking paths), quick access to 90/94, close to the Irving Park CTA Blue line and the Grayland Metra stops (1 mile). Great restaurants (Community Tavern, Bluebird, Las Tablas, Moonflower). coffee shops, and shopping are just steps away.
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. This description is from September 09, 2023

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 5255 W Dakin St

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Partially Finished,Full,DaylightNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Heated Sun Room, Kitchen, Laundry, Living Room, Office, Utility Room Lower Level, Walk In Closet
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Appliances & Utilities
Laundry: In Unit
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Levels, Entrance, & Accessibility
Stories: 2Accessibility: No Disability Access

Exterior Features

Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageParking Spaces: 5Parking: On Site,Garage Owned,Detached,Owned,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1911
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Parcel Number: 13211070020000

Price & Status

Price
List Price: $324,900
Status Change & Dates
Off Market Date: Mon Aug 07 2023Possession Timing: Close Of Escrow

Location

Direction & Address
City: Chicago
School Information
Elementary School District: 299Jr High / Middle School District: 299High School District: 299

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 3690 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 11850113
Last check for updates: about 15 hours ago
Listed by Angela Liegel, (773) 860-9772
North Clybourn Group, Inc.
Bought with: John Burks, (248) 739-6100, @properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID, MLS#11850113

Price History for 5255 W Dakin St

DatePriceEventSource
09/07/2023$380,000Sold
MRED as distributed by MLS GRID #11850113
08/08/2023$324,900ContingentMRED as distributed by MLS GRID #11850113
08/03/2023$324,900Listed For SaleMRED as distributed by MLS GRID #11850113
07/17/2020$311,000Sold
MRED as distributed by MLS GRID #10734946
06/10/2020$289,000PendingAgent Provided
06/04/2020$289,000Listed For SaleAgent Provided
06/29/2015$238,000Sold
N/A
04/09/2015$237,900PendingAgent Provided
04/06/2015$237,900Listed For SaleAgent Provided
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2023
Tax$5,422
Assessment$290,000
Home facts updated by county records

Comparable Sales for 5255 W Dakin St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5417 W Dakin St, Chicago, IL
0.18
Single-Family Home
$351,000
10/29/25
2
1
1,200
5150 W Dakin St, Chicago, IL
0.14
Single-Family Home
$350,000
03/16/26
2
2
-
5615 W Dakin St, Chicago, IL
0.43
Single-Family Home
$330,000
09/19/25
2
1
1,103
5311 W Cuyler Ave, Chicago, IL
0.14
Single-Family Home
$327,500
09/12/25
3
2
2,032
5531 W Grace St, Chicago, IL
0.38
Single-Family Home
$359,900
02/03/26
3
1
1,100
5530 W Warwick Ave, Chicago, IL
0.40
Single-Family Home
$367,000
01/22/26
3
1
-
5218 W Patterson Ave, Chicago, IL
0.35
Single-Family Home
$391,500
02/02/26
4
1
-

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 5255 W Dakin St.
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

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

What Locals Say about Portage Park

At least 509 Trulia users voted on each feature.

  • 95 % Say there are sidewalks

  • 91 % Say it's dog friendly

  • 80 % Say it's walkable to restaurants

  • 78 % Say it's walkable to grocery stores

  • 78 % Say streets are well-lit

  • 75 % Say yards are well-kept

  • 71 % Say there's holiday spirit

  • 70 % Say parking is easy

  • 69 % Say people would walk alone at night

  • 66 % Say kids play outside

  • 59 % Say car is needed

  • 59 % Say they plan to stay for at least 5 years

  • 56 % Say it's quiet

  • 55 % Say neighbors are friendly

  • 50 % Say there are community events

  • 35 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Great neighbors and great family environment, safe neighborhood everything walking distance from your home "
    0
    Flag
  • Berenice N
    "Portage park is great! Decent area for walking, lots of dog lovers. Nice parks. Bus stops every couple blocks"
    0
    Flag
  • Berenice N
    "Good area to walk your dogs. Very dog friendly but no dog park near by. Poop bag stands would be great"
    0
    Flag
  • Enders1
    "I’ve lived in the area for 19 years, I’m the owner of a Condominium. I recommend the Portage Park area. "
    0
    Flag
  • Trulia User
    "It’s fine. It’s all I ever thought it could be. It was better than cats. How much more do I need to write on here???"
    2
    Flag
  • Trulia User
    "Jefferson park is a good area for children and adults because everyone is different and respectful people "
    0
    Flag
  • Trulia User
    "Portage Park has a lot of opportunity for children to be out and about between the parks and the pool. Lots of shops, close by favorite groceries stores."
    0
    Flag
  • Trulia User
    "Moved into a 6 family apartment- neighborhood is friendly, clean, and I feel safe. Lots of stores near by. The park has a beautiful pool"
    0
    Flag
  • Trulia User
    "My neighborhood is awesome I love walking and taking the bus around in my area the people are great too"
    0
    Flag
  • Trulia User
    "Diversity- vast majority of restaurants and small businesses to keep you entertained. Do watch out for the random Karen and kens! They are pretty much lurking everywhere. "
    11
    Flag
  • Trulia User
    "working class neighborhood which is not far from suburbs. ideal for people who drive. I love having lived here for more than 25 years"
    1
    Flag
  • Trulia User
    "convenient, buses and trains come frequently, gets pretty crowded during rush hour. pretty far from the train"
    0
    Flag
  • Trulia User
    "Great family friendly neighborhood. Relatively safe for Chicago but safer than the south of chicago Amazing neighborhood and neighbors and highly recommend. Still affordable but quickly gentrifying some get in quick. "
    1
    Flag
  • Trulia User
    "Heavy city traffic to be expected. Just have a great playlist or a podcast to listen to. The streets are often in contruction. "
    0
    Flag
  • Trulia User
    "Easy access to suburbs and downtown . Very diverse neighborhood . Nice parks. Great variety of stores and restaurants "
    0
    Flag
  • Trulia User
    "It’s generally safe but you should stay with your children at all times. Otherwise it’s a great family neighborhood. "
    0
    Flag
  • Trulia User
    "It is a friendly neighborhood that is still developing, the shops are nearby and so are certain restaurants and bars "
    0
    Flag
  • Trulia User
    "The friendliness of the neighbors and all the nice dogs in the neighborhood. Very well maintained and safe. Your always seeing someone else walking their dogs, so your never out alone "
    0
    Flag
  • Trulia User
    "We have a park area named portage park and lots of restaurants around and cafes and local stores and it’s close to downtown about a 25 min drive"
    0
    Flag
  • Mariajoyce25
    "Public transportation is available. Easy access to I 90. There are bike lanes as well. This neighborhood has always been too notch for being able to allow residents to commute to all parts of the Chicagoland area. We also have the metra station next to the Irving blue line. "
    2
    Flag
  • Alyssa W.
    "Plenty of people can be seen walking their dogs within this neighborhood. It’s very common for people to have dogs "
    0
    Flag
  • Mariapeggy823
    "They neighborhood is really diverse,good schools, transportation is very accessible. Friendly people. Lots of stores and restaurants in the area."
    4
    Flag
  • Ballattacker3
    "Block party’s, the community comes together and puts on a great show. I hope to get to know more people as time goes on."
    0
    Flag
  • Terron W.
    "I’ve been here for seven years. It’s a great community for families! Neighbors are friendly and there has been an influx of young families moving into the neighborhood. Close proximity to Portage Park adds motivation to get out and enjoy the outdoors. "
    9
    Flag
  • Cielo M.
    "Just moved here. I did have a neighbor threaten to shoot my putbull once but other than that it's a quiet clean place "
    3
    Flag
  • Jennifer H. .
    "My neighborhood is really safe..The people are super nice there are alot of dogs but almost all people pick up after there dogs.."
    1
    Flag
  • Lasvegasarturo
    "Great dog walking neighborhood. Other dog owners are very friendly Area is safe for late walks as well. "
    2
    Flag
  • Kristin M. H.
    "Portage Park has a dog park which would probably be a nice feature for dog owners. Dog owners are typically respectful of other dogs and pedestrians."
    1
    Flag
  • Glenda Y.
    "it's quiet clean safe so far people here hasn't been very friendly but that's fine at least my kids can still walk to school safely"
    6
    Flag
  • Vikki T.
    "Portage dog park is a great option to let the dogs burn some energy and get some good exercise. I definitely think my dog enjoys it "
    0
    Flag
  • Tyler K.
    "Dog owners would like the amount of available sidewalk to walk their dogs on and that the neighbors shovel the snow."
    3
    Flag
  • Rose L.
    "Great big park near by that offers clubs, a pool at no cost to residents and many little shops to walk to during the summer"
    0
    Flag
  • Chris
    "Great mix of people and new cool shops/restaurants in a trendy area. I’ve been living here for years and it’s a cozy family oriented area but also with plenty of fun things to do."
    1
    Flag
  • Mashiell P.
    "My neighborhood has great access to the six corners Irving Park, Milwaukee, Cicero bus stops and CTA Blue lines."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 5255 W Dakin St

Skip to last item
Skip to first item

Off Market Homes Near 5255 W Dakin St

Skip to last item
Skip to first item
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

Homes for rent near 5255 W Dakin St

Skip to last item
  • Results are loading
Skip to first item
5255 W Dakin St, Chicago, IL 60641 is a 2 bedroom, 1 bathroom single-family home built in 1911. 5255 W Dakin St is located in Portage Park, Chicago. This property is not currently available for sale. 5255 W Dakin St was last sold on Sep 7, 2023 for $380,000 (17% higher than the asking price of $324,900). The current Trulia Estimate for 5255 W Dakin St is $433,300.