$499,000
PENDING

Estimated payment $2,943/month

Total Views 982
6 Beds
3 Baths
-- Sq Ft
-- Price per Sq Ft

About This Home

Discover Exceptional Living & Investment in This Fully Renovated, Owner-Occupant Gem! Welcome to 10188 S. Winston Ave, Chicago IL in lovely Longwood Manor, steps away from the historic Beverly Neighborhood. 10188 S. Winston is a truly remarkable opportunity to purchase a completely renovated 3 unit building while immediately beginning to generating income. This magnificent building, fully renovated from top to bottom, presents a unique layout featuring two spacious, independent units complemented by an additional private in-law apartment. Every detail has been thoughtfully updated, offering a seamless "move-in ready" experience. The upper unit is a 1,243sf 3 bedroom, one bath unit with washer and dryer in unit. First floor duplex down is a 968sf 2 bedroom and 1 bathroom, and the inlaw is a 675sf 1 bedroom 1 bathroom unit. All have separate entrances and egresses. All units have separate electric and gas meters. The building has one water meter. Step inside to find gleaming new flooring throughout, freshly applied paint in a contemporary palette, and kitchens boasting a full suite of brand-new appliances that elevate both style and functionality. Beyond the aesthetics, enjoy complete peace of mind with all new mechanicals and new roof, ensuring years of worry-free ownership. Beyond the stunning interiors, this property truly shines with its generous outdoor space. A large back and side lot offers ample room for recreation, gardening, or future expansion possibilities. Parking is an absolute breeze with a two-car garage and an additional three-car off-street parking area, providing abundant space for residents and guests alike. This isn't just a house; it's a meticulously crafted home and a smart investment awaiting its new owner. You truly must see it to appreciate the quality and care that has gone into every corner. Don't miss your chance to secure this unparalleled opportunity all with a convenient location in this rapidly gentrifying bedroom community!

Listing Agent

George Flannick

George Flannick License #471020615 Listed on: 07/07/2025

Property Details

Home Type

  • Multi-Family

Est. Annual Taxes

  • $2,749

Year Built

  • Built in 1886 | Remodeled in 2025

Parking

  • 2 Car Garage

Bedrooms and Bathrooms

  • 6 Bedrooms
  • 6 Potential Bedrooms
  • 3 Bathrooms

Additional Features

  • Basement Fills Entire Space Under The House
  • Lot Dimensions are 50x167
  • Heating System Uses Natural Gas

Community Details

  • 3 Units

Property Details

Home Type

Multi-Family

Est. Annual Taxes

$2,749

Year Built

Built in 1886 | Remodeled in 2025

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential Income
  • Property Type: Two to Four Units
  • Ownership: Fee Simple
  • New Construction: No
  • Year Built: 1886
  • Age: 100+ Years
  • Built Before 1978 (Y/N): Yes
  • General Information: None
  • Rebuilt (Y/N): No
  • Rehab (Y/N): Yes
  • Rehab Year: 2025
  • Special Features: 4224
  • Property Sub Type: MultiFamily
  • Year Renovated: 2025

Interior Features

  • Basement: Partially Finished, Full
  • Total Bathrooms: 3
  • Total Bedrooms: 6
  • Below Grade Bedrooms: 0
  • Full Bathrooms in Building: 3
  • Half Bathrooms in Building: 0
  • MRD_AppliancesAndFeatures: Stove,Refrigerator,Washer,Dryer,Microwave
  • MRD_AppliancesAndFeatures: Stove,Refrigerator,Washer,Dryer,Dishwasher,Microwave
  • MRD_AppliancesAndFeatures: Stove,Refrigerator,Washer,Dryer,Microwave

Exterior Features

  • Construction Materials: Vinyl Siding
  • List Price: 499000
  • Waterfront: No

Garage/Parking

  • Garage Spaces: 2
  • Parking Features: On Site, Garage Owned, Detached, Garage
  • ParkingTotal: 5

Utilities

  • Sewer: Public Sewer
  • Heating: Natural Gas
  • Water Source: Public

Schools

  • Middle/Junior School District: 299

Lot Info

  • Lot Dimensions: 50X167
  • Lot Size: Less Than .25 Acre
  • Special Assessments: N

Rental Info

  • Board Number: 8

Tax Info

  • Tax Annual Amount: 2749.34
  • Tax Year: 2023

Multi Family

  • Units in Building: 3
  • Three Bedroom Number of Units: Yes
  • Type-Multi: 3 Flat

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/16/2025 07/16/25 Pending -- -- --
07/07/2025 07/07/25 For Sale $499,000 -- --
Source: Midwest Real Estate Data (MRED)

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Source: Midwest Real Estate Data (MRED)

MLS Number: 12412967

Midwest Real Estate Data (MRED)