Hermosa, Chicago IL · Curated MLS Search

Multi-Family Homes in Hermosa, Chicago IL

An editorially curated view of every active multi-family homes listing in Hermosa, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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Hermosa Market — Multi-Family Homes Comparison

Live MLS data — Hermosa vs. Multi-Family Homes

Hermosa

Multi-Family Homes

inventory

Active Listings

Sold (Past 6 Mo.)

Under Contract

pricing

Avg. List Price

$706,989

$538,857 ↓ 24%

Cost / Sq. Ft.

$232

—

typical home

Living Area

2,268 ft²

—

Avg. Beds

4.6

6.1 ↑ 33%

Avg. Baths

3.0

Days on Market

175

36 ↓ 79%

Multi-Family Homes in Hermosa: Market Data

Data as of October 20, 2026 (MLS snapshot; listings below update live)

As of October 20, 2026, Chicago Real Estate Source's review of MLS data shows 7 active listings for Hermosa multi-family homes. These listings made up about 26% of the 27 active listings in Hermosa, across every property type. At the time, 5 more were pending, and 14 sold in the past six months.

Multi-Family Homes in Hermosa, Chicago IL, October 20, 2026
Measure	Value
Active listings	7
All active listings in Hermosa, every property type	27
Under contract	5
Sold, past six months	14

Multi-Family Homes in other neighborhoods

Chicago: 849 active, median $450,000
Cicero: 35 active, median $429,000
Logan Square: 29 active, median $825,000
Belmont Cragin: 17 active, median $499,000
Jefferson Park: 17 active, median $585,000

Market questions

How many Hermosa multi-family homes are on the market?

There were 7 Hermosa multi-family homes for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

How do Hermosa multi-family homes stack up against other neighborhoods?

As of October 20, 2026, there were 7 Hermosa multi-family homes for sale. In the same search, Chicago had 849 multi-family homes for sale at a median list price of $450,000, Cicero had 35 multi-family homes for sale at a median list price of $429,000 and Logan Square had 29 multi-family homes for sale at a median list price of $825,000.

How many Hermosa multi-family homes sold in the past six months?

14 Hermosa multi-family homes sold in the six months before October 20, 2026.

How many Hermosa multi-family homes are pending?

As of October 20, 2026, 5 Hermosa multi-family homes were under contract.

How do Hermosa multi-family homes compare with all active listings in Hermosa?

As of October 20, 2026, there were 7 Hermosa multi-family homes for sale, out of 27 active listings in Hermosa across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

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View All Hermosa Chicago IL Multi-Family Homes Listings

$474,990

8 Beds ⋅ 3 Baths ⋅ 12767192 MLS ⋅ NEW Status

INCREDIBLE OPPORTUNITY TO OWN BEAUTIFUL BUILDING IN DESIRABLE MUCH SOUGHT AFTER HERMOSA! ENJOY AMENITIES INCLUDING THOUGH NOT LIMITED TO: LARGE ROOM SIZES, OPEN FLOOR PLAN, HIGH CEILINGS, UPDATED APPLIANCES & BATHROOMS, NEW WINDOWNS 2023, CENTRAL HEAT, NEW FURNACE 2023, 2 NEW HOT WATER HEATERS 2022, BRAND NEW FLOORING 2026, NEW INSULATION & DRYWALL, NEWER DRIVEWAY/PATIO & SO MUCH MORE! THIS WONDERFUL PROPERTY HAS A LOVELY PRIVATE YARD WITH A LARGE DECK FOR ALL OF YOUR ENTERTAINING NEEDS!! THIS AMAZING PROPERTY HAS BEEN FRESHLY PAINTED AND IS IN ABSOLUTE MOVE-IN-CONDITION! BRING YOUR MOST DISCERNING CLIENTS! WOW!

1644 N Kildare Avenue, Chicago

$595,000

5 Beds ⋅ 3 Baths ⋅ 12736003 MLS ⋅ NEW Status

A rare combination of space, flexibility and income potential, this well-kept Hermosa 2-flat sits on an extra-wide 40 x 125-foot lot and offers the kind of versatility that is increasingly hard to find in Chicago, it offers a flexible setup for an owner-occupant or investor looking to generate rental income. With 2 updated Flats, a finished basement, and ample parking, the property combines functional living space with strong income-producing potential.The first and second floor units were remodeled in 2015, with each offering 2 bedrooms, 1 bathroom, a spacious living room, formal dining room, updated kitchen and generous storage. Both apartments receive excellent natural light, while Unit 2 offers the added convenience of a private in unit washer and dryer. The finished basement, completed in 2019, includes a non-conforming 1 bedroom garden unit with a living room, bathroom, updated kitchen and its own washer and dryer. The additional space provides flexibility for extended family, guests, a home office or potential use.Outside, the property offers a 2 car covered garage along with 4 additional exterior parking spaces, providing a total of 6 parking spots for more potential income. A rear deck adds convenient outdoor space. Unit 1, Unit 2, and the basement are serviced by one central furnace equipped with a Nest thermostat. Recent Updates, Include a newer roof 2022, two tankless water heaters 2022 and Freshly painted units 2024. Electric panels 2026. Conveniently located near schools, transportation, shopping, and everyday amenities, With multiple living spaces, substantial parking, and an extra-wide lot, the property offers several ways to maximize its use and long-term value. Whether you're house hacking, building your portfolio, or searching for a move-in-ready multi-unit, this one stands out with its clean design, solid updates and strong long-term upside. This is a true turnkey opportunity in Chicago you won't want to miss.

1928 N Keeler Avenue, Chicago

$420,000

4 Beds ⋅ 2 Baths ⋅ 12788933 MLS ⋅ ACTIVE Status

Great investment Opportunity, building in a uphill are, each apartment has 2 bedrooms kitchen, living room and dining room, a brick 2 car garage, the property is sold as is conditions, the basement is in good size, is going to be easy to do another apartment and make it a 3 legal Building.

1851 N Lowell Avenue, Chicago

$494,999

6 Beds ⋅ 3 Baths ⋅ 12782981 MLS ⋅ ACTIVE Status

Good looking (Logan Square / Hermosa) Brick (3) Unit Building generating $4,680 per month / $56,160 per year in income. ((FYI: THIS IS A LEGAL (2) UNIT Building)) The property is zoned (RS-3) and gets really great income from the tenants plus the property receives extra income for parking, (See brokers private remarks). Top floor tenant is on a lease and the other 2 units are month to month. The basement unit is the non-conforming unit and only has proper Ingress and no egress. Both first and second floors have great looking hardwood floors, good looking windows, granite countertops. The garden unit has attractive tiles throughout the unit for their floors. All 3 units were updated about 5 years ago. All 3 units have super cute bathrooms. The building was last tuck pointed 2 years ago. The roof is 6 years new. The 2 furnaces and 2 AC units are 6 years new. This Multi-Unit property will not last long in this Market. Come check it out asap! When the building is fully rented the cap rate is over 9 p e r c e n t.

1925 N Keystone Avenue, Chicago

$675,000

9 Beds ⋅ 4 Baths ⋅ 12781477 MLS ⋅ PRICE CHANGE Status

STUNNING BRICK 3-FLAT IN HERMOSA! 9BR/4BA w/ 2 UNITS FULLY REFRESHED - newer windows, floors, appliances & furnaces. Updated kitchens feature shaker cabinets & granite counters. Each unit offers 3 beds & 1 bath, garden unit has 2 full baths. Ideal owner-occupant opportunity: live in one unit, rent the other two for strong income potential. Leases on MTM. Units 1 & 2 have gas forced heat, garden has electric heat. Window units for A/C but all ductwork is there to install central air. Detached 2-car garage. RT-4 zoning. Don't miss this one!

4333 W Dickens Avenue, Chicago

$555,000

7 Beds ⋅ 3 Baths ⋅ 12778119 MLS ⋅ CONTINGENT Status

INVESTOR OR HOUSE-HACKERS DREAM! CHECK OUT THIS MULTI-UNIT BRICK BUILDING SITTING ON A 40X125 LOT WITH 3BED 1 BATH 2ND FLOOR. 2BED 1 BATH 1ST FLOOR, IN-LAW 2BED 1 BATH FINISH BASEMENT WITH FRONT AND REAR EXITS, AND HUGE 3 CAR GARAGE WITH DRIVEWAY NEAR THE 606 TRAIL. 3 SEPARATE HEATING UNITS, AND ELECTRICAL. WOOD FLOORS THROUGHOUT. SEPARATE LIVING/DINING ROOMS, AND SO MUCH MORE.

1623 N Tripp Avenue, Chicago

$489,000

4 Beds ⋅ 3 Baths ⋅ 12769752 MLS ⋅ ACTIVE Status

PRIME OPPORTUNITY IN HERMOSA! Legal 2-unit building with a finished basement, 2-car garage, and spacious fenced backyard. Both units are in good condition and occupied by long-term tenants, providing a great opportunity for an investor seeking rental income and long-term upside. Owner-occupants can live in one unit while generating rental income from the other. The finished basement offers valuable additional space with endless possibilities for storage, recreation, a home office, or other uses. Conveniently located near the businesses, restaurants, and services along Armitage and Pulaski, with new construction and continued investment throughout the neighborhood. A versatile property offering income, space, parking, and potential in a desirable Northwest Side location!

1907 N Keystone Avenue, Chicago

$849,000

3 Beds ⋅ 4 Baths ⋅ 12754771 MLS ⋅ CONTINGENT Status

**Exceptional new construction 2-story, 2-unit residence with basement, thoughtfully designed with high-end finishes and modern elegance throughout. This impressive property offers 2 parking spaces and premium craftsmanship at every level. Unit 1 spans the first and second floors, featuring a spacious and functional layout ideal for both everyday living and entertaining. The main level offers a bright open-concept living and dining area, a designer kitchen, and a welcoming family room. Additional highlights include a stylish wet bar, mud room, powder room, and a sleek electric fireplace, all complemented by soaring 10 ft ceilings. The second floor hosts 3 generously sized bedrooms, each with its own ensuite bathroom. The luxurious primary suite features dual (his and hers) closets and a spa-inspired bathroom complete with a soaking tub and glass-enclosed shower. A conveniently located in-unit washer and dryer completes the upper level. Unit 2, located in the basement, offers a beautifully finished open-concept layout with a living and dining area, modern kitchen, 2 bedrooms, and 2 full bathrooms. This unit also includes in-unit laundry, providing comfort and independence for occupants. A rare opportunity to own a turnkey, luxury new construction property-perfect for owner-occupants seeking additional income or investors looking for strong rental potential.**

2225 N Tripp Avenue, Chicago

$394,900

6 Beds ⋅ 3 Baths ⋅ 12747736 MLS ⋅ CONTINGENT Status

Excellent opportunity to own this solid brick 2-flat with a finished basement. Each apartment offers 6 rooms, 2 bedrooms and 1 bath. The finished basement includes 2 additional bedrooms, a family room, and a full bath, providing valuable extra living space. The 1st floor and basement feature boiler heat, while the 2nd floor is equipped with gas space heaters. Separate utilities throughout. The building has been recently tuckpointed. Property is being sold AS-IS

1634 N Kildare Avenue, Chicago

$599,000

6 Beds ⋅ 2 Baths ⋅ 12743011 MLS ⋅ CONTINGENT Status

Beautifully Maintained Spacious Two-Unit | Double Lot | 2-Car Garage Nestled on a quiet, tree-lined street in the heart of the city, this spacious two-unit property offers an incredible combination of comfort, versatility, and outdoor space. With two generously sized 3-bedroom units, this property is ideal for an owner-occupant, multi-generational living, or an investor looking to add a strong income-producing property to their portfolio. Each unit features 3 bedrooms, 1 full bathroom, a large dining room, and a spacious kitchen, with private entrances accessible from both the front and rear of the property. The property also offers a full walk-out basement with a dedicated laundry room, workshop, and abundant storage space. An expansive unfinished attic provides even more storage or the opportunity to create additional living space tailored to your needs. Enjoy even more usable space with the enclosed rear porch. The second-floor unit has been rehabbed, featuring new cabinets, appliances, and flooring. The first-floor unit features beautiful hardwood flooring throughout, along with central air and heat, great crown molding throughout and lots of natural light. Outside, the property truly stands out. Situated on a double lot, there is plenty of room to enjoy the outdoors, with a two-car garage, side driveway, additional guest parking, rear patio, and spacious backyard. With its generous floor plans, extensive storage, private entrances, updated units, and exceptional lot size, this property offers tremendous potential and is sure to attract attention. Don't miss your opportunity-schedule your showing today!

1936 N Tripp Avenue, Chicago

$599,900

9 Beds ⋅ 3 Baths ⋅ 12739580 MLS ⋅ CONTINGENT Status

Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.

2050 N Kenneth Avenue, Chicago

$369,000

4 Beds ⋅ 3 Baths ⋅ 12735970 MLS ⋅ CLOSED Status

INVESTIORS SPECIAL!!! Don't Miss This Exceptional Investment Opportunity in Hermosa! IDEAL APPORTUNITY FOR FLIPPERS OR HANDY BUYERS. Flip it or keep it!!! This multi-unit building is a true gem, 2 units plus garden unit (3 units total). Featuring two spacious 2-bedroom, 1-bathroom apartments. Whether you're a seasoned investor or a savvy buyer ready to live and earn, this is a must-see property in a growing neighborhood! Schedule your showing today - opportunities like this don't last long! This property is being sold AS-IS.

1842 N Keeler Avenue, Chicago

$549,000

7 Beds ⋅ 3 Baths ⋅ 12714362 MLS ⋅ CONTINGENT Status

2051 N Kilbourn Avenue, Chicago

$569,500

5 Beds ⋅ 3 Baths ⋅ 12683683 MLS ⋅ CLOSED Status

Excellent opportunity to own this beautiful two flat building with finished basement in an up and coming location. Perfect for live-in homeowner or investor. This property has the characteristics of a large SFR, with the financial profile of an investment property, in an upwardly trending location. The very spacious and sunny first floor contains 3BDR/1 bth, and was fully updated in 2023 with brand new spacious kitchen, plenty of newer studio 41 cabinets, quartz countertops and glass tile back splash, Island and stainless appliances. Separate DR/LR, modern bathroom, Harwood floors throughout. The 2nd floor unit has 2 bedrooms with large LR/DR area and bathroom. Kitchen with newer cabinets. Separate Central heating and AC, and electric. Large deck in a large yard perfect for a variety of activities. Two car garage.

1841 N Keystone Avenue, Chicago

$730,000

7 Beds ⋅ 3 Baths ⋅ 12630385 MLS ⋅ CLOSED Status

Tastefully Renovated In 2021 This Legal 3 Flat In Hermosa Is Quality Construction Featuring Great Size 2 and 3 Bedroom Apartments All With In Unit Laundry, Hardwood Floors Throughout, New Kitchens and Baths & Great Outdoor Deck Space. Renovation Included All New Drywall, Insulation, Copper Plumbing, Electric Wiring, Steel Horizontal and Vertical Supports, New HVAC With Central Heat and Air, Stainless Appliances Packages W/ Dishwashers and Counter Depth Refrigerators, New Back Decks, New Concrete W/Commercial Grade Floor Drains, Can Lights on Dimmer Switches & Organized Closets. First Floor High End Poxy Floor Finish Over Concrete. Kitchens Complete W/ White Shaker Cabinets W/ Pull Handle Hardware, Quartz Counters, Subway Tile Backsplash. Bathrooms Include New Octagon Floor Tile, Showers W/Built in Niche, Complete Bath Towel Hardware. Tandem Gated Parking & Completely Fenced In Front and Rear Landscaped Yard. Separate Utilities. Along The Bustling Armitage and Cortland Corridor W/ Good Proximity to Logan Square, Metra Healy Station, The 606 Running and Biking Trail W/ New Trailhead Park Coming in At Ridgeway/Cortland Next To McCormick YMCA & New Restaurants & Breweries Within Walking Distance Including Right Bee Cider, Pipeworks Brewing, Off Color Brewing, Starbucks, Sally Sweet Cupcakes and Coffee, Rica Arepa Venezuelan Cafe, Googoos Noodle and Rice, Hermosa Restaurant & Cermak Grocer. Building Will Be Delivered With First and Second Floors Vacant. Perfect Owner Occupied or Investor Purchase with Monthly Rental Income : $1845 For Top Floor 3 Bedroom With Lease Expiration 4/30/27, Projected $1795/Month Rent For 2nd Floor and $1695/Month Rent For the First Floor.

1905 N Kenneth Avenue, Chicago

$180,000

3 Beds ⋅ 3 Baths ⋅ 12665911 MLS ⋅ CLOSED Status

Building needs major renovation. Zoned RS-3. 1st floor was previously a Bar/Tavern so basically one huge room plus 2 half bathrooms. The 2nd floor is a 6-room apartment with living room, dining room, kitchen, one full bathroom and 3 bedrooms. Full unfinished basement. 2 car garage. Buyer is responsible for City of Chicago code violations (see additional information) Buyer is also responsible for all personal property left in the building at the time of closing. Buyer's broker must accompany all showings. Great potential in the Hermosa area.

1824 N Pulaski Road, Chicago

$575,000

6 Beds ⋅ 2 Baths ⋅ 12628870 MLS ⋅ CLOSED Status

1821 N Tripp Avenue, Chicago

$526,000

5 Beds ⋅ 2 Baths ⋅ 12648141 MLS ⋅ CLOSED Status

Outstanding 2-FLAT in western Hermosa owned by the same family for over 25 years! This well maintained 5-bed multi-unit includes a finished attic space and serves as the perfect investment property for every type of buyer. ZONED RS-3, both units offer plenty of living space and include newer appliances, true hardwood flooring, updated windows, and central heat! Whether needing an additional bedroom, office, craft room, etc, the finished attic can be utilized as a flex space for any need. Both units include an enclosed back porch area with hardwood flooring for additional storage/living space. The basement includes a laundry hook-up for shared use, as well as an additional storage room. The roof was replaced in 2025! 2-CAR GARAGE in back. Great location for long/short term tenants. Quick walk to Cicero/Armitage CTA bus line, the Grand/Cicero Metra-line, and Hermosa Park. Close to Home Depot, Walmart, and Paisan's Pizza. SOLD AS-IS.

2147 N Kilpatrick Avenue, Chicago

$525,000

7 Beds ⋅ 3 Baths ⋅ 12644381 MLS ⋅ ACTIVE Status

Come see this income-producing property featuring three legal units, Two garages, parking spaces for three cars, and an oversized lot and a spectacular concrete driveway.

2053 N Kilbourn Avenue, Chicago

$630,000

6 Beds ⋅ 3 Baths ⋅ 12623522 MLS ⋅ CLOSED Status

Beautiful, well-maintained property located at 2115 N Kildare, offering a fantastic investment opportunity with strong, consistent income. Situated in a desirable neighborhood with convenient access to local amenities, transportation, and schools, this property is ideal for both seasoned and new investors. The building is currently generating solid rental income, including a detached 2-car garage that is already leased, providing additional steady revenue. The property also features three exterior parking spaces in the rear, offering further income potential. Showings will begin on 4/20. The property is tenant-occupied, and 48-hour notice is required for all showings, subject to tenant approval.

2115 N Kildare Avenue, Chicago

$1,005,000

10 Beds ⋅ 6 Baths ⋅ 12621822 MLS ⋅ CLOSED Status

Compelling cash-flow investment featuring $108,000+ annual rental income from annual leases to strong-credit tenants, $80,500 NOI, 7.5 cap rate, and 9.95 GRM at asking price. Turnkey all-brick asset offering additional upside through furnished rentals, laundry, garage, and parking income. Located just west of Logan Square, this well-maintained Chicago apartment building sits in a stable residential setting surrounded by well-kept single-family homes and benefits from consistent rental demand. Just two blocks from the Healy Metra station and the Fullerton bus line, providing convenient commuter access and strong tenant appeal. The property has been substantially improved in recent years and offers an attractive blend of updated interiors and preserved vintage character. EVERY unit features fully updated kitchens and baths consistent with the property photos, along with stainless steel appliances, granite countertops, refinished hardwood flooring, original stained-glass accents, and quality woodwork throughout. Capital improvements include tuckpointing, newer individually controlled forced-air furnaces, central air systems, updated hot water heaters, and other key mechanical upgrades. Additional value is provided through on-site coin laundry, 2-car garage, private parking pad, and ample free street parking. The building offers a total of 10 bedrooms and 6 bathrooms across the property. Well-positioned investment property with immediate cash flow, strong in-place income, and continued upside potential.

4136 W Palmer Street, Chicago

$560,000

5 Beds ⋅ 3 Baths ⋅ 12608698 MLS ⋅ CLOSED Status

Solid, well-maintained legal 2-unit yellow brick building with a full finished basement, ideally suited for investors or owner-occupants. The property is currently vacant and move-in ready, offering immediate income potential or the opportunity to live in one unit while renting the others. Each of the first and second floor units features 2 bedrooms and 1 bathroom, with hardwood floors throughout, high ceilings, recessed lighting, and spacious living and kitchen areas. Kitchens are equipped with stainless steel appliances including refrigerator, range, and microwave hood, along with durable finishes and functional layouts. Bathrooms are finished with porcelain tile. Both units also enjoy access to a large rear enclosed porch, providing additional storage space. The finished ground-level unit offers a generous 1-bedroom layout with a full bathroom, comfortable living area, and a spacious kitchen, also outfitted with stainless steel appliances. This unit features a combination of carpet and vinyl flooring, along with access to the enclosed rear porch and additional storage. Utilities are fully separated, with individual gas and electric service for each unit, with tenants responsible for their own utilities-making this an efficient, income-producing asset. The property includes a large 2-car garage with a new garage door and an extended rear concrete area, allowing for up to 4 additional parking spaces. The building also features a classic interior stairway with natural hardwood finishes and a full rear enclosed porch. A turnkey opportunity with strong rental potential in a growing area.

1748 N Keystone Avenue, Chicago

$520,000

5 Beds ⋅ 3 Baths ⋅ 12588737 MLS ⋅ CLOSED Status

Great opportunity to own a zoned 2-flat in the highly sought-after Hermosa neighborhood of Chicago. Each unit features a spacious layout with separate living and dining rooms, two generously sized bedrooms, a full bathroom, and an eat-in kitchen with pantry space. Hardwood floors run throughout the living rooms, dining rooms, and bedrooms, adding warmth and character to both units. The finished basement provides additional living space and includes a bedroom and full bathroom, offering great flexibility for extended living or additional use. A common basement area includes laundry hookups for multiple units. The second-floor unit is equipped with forced-air heating. Outside, enjoy a newer 2-car garage, new concrete in the backyard, and a fully fenced yard for added privacy. Both the first and second floors feature spacious front decks, perfect for relaxing or entertaining. This property offers excellent investment potential or owner-occupant opportunity in a outstanding location just a few blocks south of the childhood home of Walt Disney, this property sits in the vibrant Hermosa neighborhood and is an excellent addition to any portfolio.

2045 N Tripp Avenue, Chicago

$912,300

12 Beds ⋅ 6 Baths ⋅ 12585007 MLS ⋅ CLOSED Status

Updated and renovated legal 4-unit property with an additional garden apartment provides extra living space and income potential. Ideal opportunity for an owner-occupant to live in one unit while generating rental income from the remaining units, or for investors seeking a turnkey multifamily investment property. Located in Chicago's Hermosa neighborhood. The building offers a mix of 2- and 3-bedroom units with spacious layouts including living rooms, dining rooms, and kitchens typical of classic Chicago multifamily properties. Three units have been recently updated in the past year, including the coach house, garden unit, and third-floor unit. Each unit has its own gas meter, furnace, and water heater. The coach house also features central air conditioning. Washer and dryer are located on site for added convenience. Situated on an oversized Chicago lot with both on-site and street parking available. The property backs up to a school campus with nearby recreational amenities including field space, track, and sports courts, and is conveniently located near transportation, shopping, and dining.

1720 N Tripp Avenue, Chicago

$369,000

5 Beds ⋅ 2 Baths ⋅ 12543076 MLS ⋅ CLOSED Status

Chicago

$535,000

8 Beds ⋅ 3 Baths ⋅ 12539858 MLS ⋅ CLOSED Status

Brick 2 Flat with a finished basement in The Hermosa Community bordering Logan Square. Ideal property with lots of space with 1st & 2nd floor unit layouts as follows: 3 Bedrooms, Living Room, Dining Room & Kitchen. Recessed Lighting, Crown Molding, Decorative Fireplace & Hardwood Flooring. Laundry Room set up in lower level. Basement has a Guest-Suite Arrangement with 2 Bedrooms, Kitchen combo Living & Dining Room Area. Open air rear porch perfect & large enough to add a table & chairs to enjoy the Spring / Summer weather. Parking no issue here as this property comes with 2 side drive parking spaces and a 2 Car Garage. Shopping, Retail, Restaurants & Grocery Stores a short distance away. Walking distance to The Logan Square YMCA Community Facility with an indoor pool, gym and year round activities for the family / friends. The 606 Trail sits beside The YMCA adding to even more outdoor activities such as biking, jogging, running or taking in a leisure walk. Metra Healy Station within walking distance or a short CTA bus ride.

1942 N Pulaski Road, Chicago

$400,000

9 Beds ⋅ 5 Baths ⋅ 12515385 MLS ⋅ CLOSED Status

Investor Special in Hermosa! Fantastic opportunity to own a solid two-flat with endless potential in Chicago's desirable Hermosa neighborhood. The first-floor unit features 2 bedrooms, a full bath, spacious living and dining rooms, and a functional kitchen. The second-floor unit offers 3 bedrooms, a full bath, generous living and dining areas, and a large kitchen. Both units have great natural light, classic layouts, and are ready for your renovation ideas. Located in a convenient area close to schools, restaurants, entertainment, coffee shops, and public transportation. Easy access to major streets and expressways makes this property ideal for commuters. Property being sold as-is. Don't miss this opportunity to invest in Hermosa and bring this property back to life - this one won't last!

2324 N Kostner Avenue, Chicago

$480,000

5 Beds ⋅ 3 Baths ⋅ 12503004 MLS ⋅ CLOSED Status

Welcome to 2107 Karlov, Legal 2 flat where a remarkable investment opportunity meets the ideal setting for multi-generational living. This solid brick 2-flat boasts a total of 5 bedrooms and 3 bathrooms, with lover level in-law arrangement providing spacious and inviting living spaces. Recent Paint enhances the property's durability and charm. Each unit features separate heating, allowing for personalized comfort for every resident. With an finished basement that includes a washer and dryer and a garage roof safeguarding your vehicles, this building supports your vision of a thriving home. Located in the highly sought-after Jefferson Park neighborhood, you will enjoy a vibrant community rich with parks, schools, shopping, and dining. Move-in ready and well-maintained, this property is being sold "as-is," presenting a unique opportunity for the new owner to customize and truly make it their own. Don't miss your chance to create lasting memories at 2107 Karlov-schedule a showing today and embrace the possibilities!

2107 N Karlov Avenue, Chicago

$460,000

4 Beds ⋅ 3 Baths ⋅ 12481885 MLS ⋅ CLOSED Status

1912 N Lowell Avenue, Chicago

$425,000

6 Beds ⋅ 2 Baths ⋅ 12479158 MLS ⋅ CLOSED Status

2106 N Pulaski Road, Chicago

$555,000

7 Beds ⋅ 3 Baths ⋅ 12478651 MLS ⋅ CLOSED Status

This 2-flat is an ideal house hack or turn-key portfolio addition. The property features a 3 bed/1 bath unit and a spacious 4 bed/2 bath duplex-down that lives like a single-family home, with two full levels of living space and a waterproofed finished lower level. Inside, modern updates and fresh finishes make it truly move-in ready. With projected market rents of $2,000 and $3,000, you're looking at $5,000/month in rental income. Parking is an added investment feature-two garage spaces plus an extra exterior spot for added rental revenue. Located in a high-demand neighborhood with strong growth, this is a rare opportunity to secure both immediate income and long-term upside.

2134 N Keeler Avenue, Chicago

$525,000

15 Beds ⋅ 3 Baths ⋅ 12477874 MLS ⋅ CLOSED Status

This property features three legal units, with one vacant-perfect for owner-occupant financing options like FHA or conventional loans. Live in one and rent the others to generate immediate passive income. Walking distance to parks, schools, shops, and public transit. The area is steadily appreciating, adding long-term value. This won't last long on the market-contact the listing agent today to schedule your showing!

4311 W Palmer Street, Chicago

$495,000

4 Beds ⋅ 2 Baths ⋅ 12475233 MLS ⋅ CLOSED Status

Calling all investors or future owner-occupants! This classic Chicago brownstone has been meticulously maintained by the same owner since 1958, who managed the property with thoughtful updates and detailed records that preserve its historic character. Each unit offers 1,420 sqft, featuring two bedrooms, one bath, and large, connected living and dining rooms with incredible natural light. Solid doors with beautiful hardware, original wood trim, and hardwood floors add to its timeless appeal. With recently replaced mechanicals and electrical, potential updates will likely be purely cosmetic. The rental potential is excellent, making this an ideal opportunity for both passive income generation and long-term value. Located in the heart of Chicago's vibrant Hermosa neighborhood, the property offers easy access to downtown Chicago, MD-N Metra station, parks, grocery, and Armitage Corridor dining & shops. Parking is convenient with a detached two-car garage. Enjoy the occasional aroma of fresh bread from the bakery across the street and the novelty of living just around the corner from Walt Disney's childhood home!

2323 N Kilbourn Avenue, Chicago

$551,000

6 Beds ⋅ 3 Baths ⋅ 12438257 MLS ⋅ CLOSED Status

Check out this updated and versatile brick two-flat in vibrant Hermosa neighborhood. The first-floor unit is duplexed to the finished basement, offering 4 bedrooms, 2 baths, a family room, an interior spiral staircase, Dining room with sliding doors to the side and large rear deck. Also, lower level features a separate front entrance with its own GFA heating system. The second-floor unit includes 2 bedrooms, formal living and dining room, an updated kitchen and bathroom, enclosed porch, gleaming refinished hardwood floors, recessed lighting, and sliding doors to a private side deck. Enjoy multiple outdoor spaces including large main level deck with backyard with brick paver patio, and a 2-car garage. New tear-off roof (2024) adds value and peace of mind. High Walking Score with Hermosa Park 2 blocks away, near Cermak Produce, Starbucks, Home Depot, and the Armitage Corridor dining & shops. Only 1 mile to the Healy Metra Station for easy commuting downtown or to West Suburbs, and CTA Armitage Bus just steps away. This terrific property is ideal for owner-occupants or investors alike!

2016 N Kilbourn Avenue, Chicago

$449,900

6 Beds ⋅ 2 Baths ⋅ 12459343 MLS ⋅ CLOSED Status

Don't miss out on this great opportunity! This move-in ready multi-unit building offers a fantastic opportunity for investors or owner-occupants. Both units feature a similar floor plan with 3 bedrooms, a formal dining room, eat-in kitchen, full bathroom, and a spacious pantry. Enjoy a fully fenced yard with decorative wrought iron in the front and a private backyard, plus a 2-car garage. The utility basement provides ample storage, and the unfinished attic is ready for your expansion or renovation ideas. Prime location, walking distance to restaurants, retail, and public transportation. This property combines comfort, functionality, and potential.

1637 N Keeler Avenue, Chicago

$560,000

6 Beds ⋅ 3 Baths ⋅ 12424488 MLS ⋅ CLOSED Status

1621 N Tripp Avenue, Chicago

$535,000

6 Beds ⋅ 3 Baths ⋅ 12413891 MLS ⋅ CLOSED Status

1926 N Keystone Avenue, Chicago

$585,900

6 Beds ⋅ 2 Baths ⋅ 12410565 MLS ⋅ CLOSED Status

1808 N Karlov Avenue, Chicago

$379,000

5 Beds ⋅ 2 Baths ⋅ 12359580 MLS ⋅ CLOSED Status

Sold Before Processing. First time available in decades, this 2 flat near Hermosa Park offers a first floor unit with 3BR/1BA and a second floor unit with 2BR/1BA. It has a new roof installed in 2022, and new boiler and HWH in 2023. HW floors are under the carpet in the living and dining room of both floors. Great opportunity for investors, rehabbers, or live in one and rent the other. ARV in the neighborhood is in the $485-500K range. Jump at this opportunity to get this great property

2219 N Kenneth Avenue, Chicago

$395,000

7 Beds ⋅ 3 Baths ⋅ 12407483 MLS ⋅ CLOSED Status

4734 W Palmer Street, Chicago

$850,000

9 Beds ⋅ 6 Baths ⋅ 12395391 MLS ⋅ CLOSED Status

Welcome to this stunning new construction 2 unit that was completed end of 2024 with all approvals and permits of the City Of Chicago. It was designed with modern elegance and high-end finishes throughout. This turn-key property offers exceptional space, style, and convenience. The spacious 1st floor has 3 bedrooms and 2 baths. It is duplexed to the basement that features an additional 3 bedrooms, 2 bathrooms, plus a den-ideal for a home office or extra living space and every floor has in unit laundry. The 2nd floor features 3 bedrooms, 2 baths and a den. The open-concept layouts are complete with a large island, sleek quartz countertops, and high-end stainless steel appliances. The primary suites include an en-suite bathroom with double vanities and a walk-in shower. With in-unit laundry on each floor and sophisticated finishes, this home is designed for comfort and style. This home is a block away from Walt Disney's childhood home. It is conveniently located to downtown Chicago, the Metra and the 606 Trail. It's also close proximity to shopping and restaurants.

2200 N Kildare Avenue, Chicago

$453,000

7 Beds ⋅ 3 Baths ⋅ 12392932 MLS ⋅ CLOSED Status

2206 N Kildare Avenue, Chicago

$545,000

8 Beds ⋅ 3 Baths ⋅ 12385959 MLS ⋅ CLOSED Status

BRICK 2 FLAT W/ GARDEN APT. FIRST FLOOR APARTMENT HAS 4 BEDROOMS, 1 FULL BATH. NEWLY REFINISHED HARDWOOD FLOOR, NEW QUARTZ KITCHEN COUNTERTOP & DINING ROOM W/ QUART ISLAND. NEW STAINLESS STEEL APPLIANCES. 3 SEPARATE GAS FORCED AIR FURNACES W/ 2 CONDENSERS FOR 1ST & 2ND FLOOR APARTMENT (2016). ALL 3 UNITS HAS SEPARATE UTILITIES: ELECTRICITY, GAS & HEAT. 2 CAR GARAGE W/ NEW ROOF & REMOTE CONTROLS. EXCELLENT AREA CLOSE TO FULLERTON, TRANSPORTATION. STORES, METRA. ALL WOOD FENCES AROUND PROPERTY. VERY GOOD FOR OWNER OCCUPANCY ( 1sT fLOOR IS CURRENTLY VACANT) OR INVESTMENT.

2339 N Kilbourn Avenue, Chicago

$370,000

4 Beds ⋅ 3 Baths ⋅ 12378620 MLS ⋅ CLOSED Status

1826 N Keeler Avenue, Chicago

$489,999

6 Beds ⋅ 3 Baths ⋅ 12363282 MLS ⋅ CLOSED Status

2244 N Kenneth Avenue, Chicago

$420,000

8 Beds ⋅ 4 Baths ⋅ 12351185 MLS ⋅ CLOSED Status

** Investor's dream or perfect live-in opportunity with rental income!** This classic Hermosa 3-unit property includes a bonus in-law suite, a rare 3-car garage, and is located just a block from Hermosa Park and minutes from the Walt Disney Birthplace Home. Enjoy easy access to the Healy Metra Station, dining, and shopping. Sold as-is, this estate sale offers incredible potential for house hackers, DIY homeowners, or savvy investors to generate income and build equity. Schedule your showing today and seize this opportunity! It will be Your Smartest Move! (Agents read private remarks. Showings are by appointment and on Saturdays at 10am. Ask about preferred lender incentives)

2304 N Kenneth Avenue, Chicago

$254,275

6 Beds ⋅ 3 Baths ⋅ 12338875 MLS ⋅ CLOSED Status

West Humboldt legal 2-flat is a great opportunity for value-add investors or owner-occupant. Both units are 3-bed and 1 full bath with separate utilities. Property includes a 2-car detached garage and full unfinished basement, perfect for laundry, storage, and possibly future expansion. Property being sold As-Is, including active violations. 1733-35 Keating next door is also for sale.

1731 N Keating Avenue, Chicago

$499,999

5 Beds ⋅ 2 Baths ⋅ 12339921 MLS ⋅ CLOSED Status

Classic Brick Two-Flat in Hermosa - Timeless Charm with Modern Comforts Don't miss this exceptional opportunity to own a legal brick two-unit building in the heart of Chicago's Hermosa neighborhood. The location is deal as it close to everything you can think of as well as borderline to iconic Logan Square. This classic Chicago two-flat is packed with original charm and smart updates, making it ideal for both homeowners and investors alike. Step inside to find well preserved original oak trim, built-in details, and classic pillars that speak to the home's character. The updated oak hardwood floors in the first floor offers a fresh, modern feel while preserving its vintage appeal. Each unit features large bedrooms, separate dinning, great natural light, roomy kitchens, pantry space, expanded living in the enclosed back porch and newer vinyl windows for added efficiency. Both floors enjoy separate forced-air furnaces and electric panels, providing convenience and control for each unit. The home has also seen thoughtful touch-ups throughout, ensuring it's move-in ready while maintaining its historic charm. The newly finished basement adds incredible value with additional living space, a dedicated laundry room, and a spacious living area currently being used as related living or extended family, guests. Located on a quiet, residential block in vibrant Hermosa, this property is close to schools, parks, restaurants, and public transportation. Whether you're looking for a smart investment or a comfortable place to call home with income potential, this two-flat checks all the boxes. Schedule your private showing today!

2246 N Kedvale Avenue, Chicago

$490,000

4 Beds ⋅ 2 Baths ⋅ 12327098 MLS ⋅ CLOSED Status

Welcome home. Located in the Belmont-Cragin area, this beautiful 4-bedroom, 2-unit brick has bedroom, with a full bath, and family room in basement. Great potential additional income. Building is immaculately maintained and ready for immediate occupancy. Or, glam it up to your own specifications. It's entirely up to you. 1st and 2nd floor apartments have two bedrooms each, huge dining room, linen closets, and pantries. Hardwood floors, 2 brick fireplaces; adorned with 2 priceless stained-glass windows above the mantels and built in cabinets. Original oak crown molding and oak wood trim throughout the building. This gem has 3, yes three, separate heating units, 2 hot water heaters, and 3 separate electrical breaker boxes. Rear porch is enclosed and has vinyl siding; windows are vinyl with screens throughout. Building sits on an oversized lot with a 2.5 car garage and extra space on the side for a 3rd car, garden, or whatever you may want.

4732 W Shakespeare Avenue, Chicago

$520,000

7 Beds ⋅ 3 Baths ⋅ 12320366 MLS ⋅ CLOSED Status

Multiple offers received. Please submit Highest/Best by 5PM Monday April 7. Prime investment opportunity in the rapidly appreciating Hermosa neighborhood! Legal two unit plus finished basement enjoys coin laundry in basement common area, two car garage, and a spacious backyard on a quiet one way street close to shopping, schools, public transportation and less than a mile from the 606. 3 beds/1 bath on first floor and 4 beds/1 bath on second. Forced air heating, newer kitchens and appliances, updated bathrooms, fresh paint and a deep cleaning make this move-in-ready for owner occupants or investors wanting to capitalize on the spring/summer rental market. Basement is heated so you needn't worry about frozen pipes in Chicago winters, and additional storage exists in the basement and extra-deep garage.

1910 N Kedvale Avenue, Chicago

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