View All Edgewater Chicago IL 2-Flats Listings

7 Beds ⋅ 5 Baths ⋅ 12718147 MLS ⋅ CONTINGENT Status

Beautifully updated two-flat in the heart of Andersonville! The vacant first-floor duplex-down offers 4 bedrooms, 3 baths, a spacious open layout, enclosed sunroom, finished lower level with a wet bar, and abundant storage. The second-floor 3-bedroom, 2-bath unit is leased through next year, providing immediate rental income. Both units feature separate utilities, central heat and air, in-unit laundry, engineered hardwood floors, granite countertops, stainless steel appliances, and enclosed rear sunrooms. Situated on an oversized 30x136 lot with a 2-car garage. Prime location just steps from Andersonville's shops and restaurants, and Red Line, Lake Shore Drive, and Foster Beach less than 1 mile away.

1507 W Hollywood Avenue, Chicago

$949,900

4 Beds ⋅ 4 Baths ⋅ 12735514 MLS ⋅ CONTINGENT Status

Perfect updated 2 flat on a tree lined street in the heart of Andersonville! Top floor unit was completely reconfigured and renovated by the current owner to include a massive sun filled great room, 2 beds, and 2 baths. Stunning custom kitchen with stainless appliances, great storage, and additional dry bar! Top floor has newer HVAC, In Unit Laundry and hardwood flooring throughout! Primary suite with dressing area and ensuite bath featuring oversized vanity, and huge walk in shower with glass surround! First floor 2 bed plus den, 1.1 bath unit with generous public rooms, kitchen with great storage and stainless appliances, opens to eating area/ sitting room. First floor unit also has central HVAC, and private laundry in the basement. Enclosed rear stairs to great landscaped yard! 1.5 car garage with plenty of space for a 2 car garage if needed. Extensively updated and well maintained by the current owner, the building provides a unique and flexible asset with room for considerable upside with full basement! Seconds to the best of Clark Street restaurants , and transportation including Metra! Must See!

1633 W Olive Avenue, Chicago

$749,000

6 Beds ⋅ 2 Baths ⋅ 12716799 MLS ⋅ ACTIVE Status

Legal 2-flat offering incredible potential in a solid masonry building in the heart of Edgewater, perfect for investors, rehabbers, or buyers looking to create their dream property. Each unit features 3 bedrooms and 1 bathroom, providing spacious layouts and flexible living options. Situated on an extra-wide lot, the property also includes a full basement with shared washer and dryer, a 2-car garage, and one additional exterior parking space. Renovate and maintain it as a solid income-producing two-flat, create a spacious duplex-down owner's unit, explore the possibility of a 3-unit conversion, or transform it into a grand single-family residence (all improvements and conversions subject to zoning and city approval). Enjoy an unbeatable location with convenient access to the CTA Red Line and bus routes, Lake Shore Drive and I-94, Loyola University Chicago, beautiful beaches, neighborhood parks, and an abundance of popular restaurants, cafes, and shopping. Property is being sold as-is and is priced to sell. Bring your vision and unlock the exceptional potential this property has to offer.

6311 N Lakewood Avenue, Chicago

$665,000

5 Beds ⋅ 3 Baths ⋅ 12637359 MLS ⋅ CLOSED Status

Estate sale- as is- This Edgewater Glen versatile classic 2-flat w/garden unit offers incredible flexibility for homeowners and investors alike. Long term artistic owner resided here and left a legacy that requires some updating. Being sold "as is" as an estate sale.. Vacant 2nd floor Owner's unit can be duplexed up or dormered for penthouse living. Neighbors- 1426 Edgewater just sold @$715K. Also 1517 Edgewater being duplexed up and dormered. Long term 1st floor tenant unit magazine quality. You'll note classic architectural pediment details both on the exterior and inside the units. All units have private large deck overlooking a peaceful floral garden perfect for morning coffee or relaxing evenings. Outside, you'll find a backyard ideal for entertaining or unwinding, along with a two-car garage for convenient city parking.Garden 1 bdrm apt @ $865mo-MTM- legality not represented or warranted. Newer furnace and hot water tanks.Just minutes from the lakefront and all the vibrant dining, shopping, and transit options that make Chicago living so desirable, this property blends comfort, function, and opportunity. With close proximity to Lake Michigan, neighborhood parks, and public transportation, this property delivers both lifestyle and long-term value. A fantastic opportunity to own in one of Chicago's most sought-after lakefront communities.

1417 W Edgewater Avenue, Chicago

$1,275,000

8 Beds ⋅ 4 Baths ⋅ 12617492 MLS ⋅ CLOSED Status

Updated legal brick 3-flat in prime location with modern amenities and vintage accents. All three units have 2 bedrooms and 1 bathroom and feature a spacious layout with a large foyer, living room with gas fireplace and sunroom, open concept kitchen and dining room and back sun room off of the dining room. All units are equipped with central heat and air, and have been thoughtfully updated over the years with major improvements already completed. Unit 1 has a new range (2023) and new furnace & AC condenser (2022). Unit 2 has a new furnace & AC condenser (2022). Unit 3 features a new furnace (2021) and new dishwasher (2025). The finished basement includes a kitchen, two bedrooms and an updated bathroom (2020) along with a common laundry room with newer washer & dryer (2020) & additional storage space. Outside there is a large shared backyard with paver patio and a deck on the second floor. A detached 3 car garage provides the potential for additional income. Building updates include silver coating of building and garage roof (2024), new water heater (2024), deck rebuilt (2024), and tuckpointing (2019). Ideally located just off Clark Street, this property is blocks from Andersonville's vibrant dining, shopping, and nightlife, with easy access to public transportation, including the Peterson Metra, Thorndale Red Line and Clark bus. A truly turn-key property in one of Chicago's most desirable neighborhoods!

1523 W Ardmore Avenue, Chicago

$889,000

8 Beds ⋅ 4 Baths ⋅ 12457650 MLS ⋅ CLOSED Status

Turn-Key, Fully Leased Multi-Unit Investment in Prime Edgewater | $87,600 Annual Income Exceptional opportunity to own a fully tenant-occupied, cash-flowing property in the highly sought-after Edgewater neighborhood. This unique setup features a classic all-brick 2-flat in the front and a legal, detached coach house in the rear-perfectly suited for both seasoned investors and 1031 exchange buyers seeking strong, stable returns. Further possibilities include living in one spacious unit and renting out the others to help balance your mortgage or generate steady monthly income. The front 2-flat offers two beautifully updated 2 bed / 1 bath units, each with refinished hardwood floors throughout, renovated kitchens and baths, central heat and air, and private rear decks ideal for outdoor enjoyment. The second-floor unit also features a second front balcony, perfect for morning coffee or evening relaxation. The common hallway stairs have been updated with newer carpeting, and the first-floor unit offers potential to be duplexed down into the full-footprint basement-opening the door to even more living space or future value-add opportunity. Tenants share laundry facilities in the clean, dry basement. The detached coach house functions as a standalone single-family residence with 4 bedrooms + a flex space and 2 full bathrooms. The kitchen was fully gutted and upgraded, and work throughout the home includes a new back door, new staircase, and a large entry closet. New flooring has been installed in the kitchen, rear bedroom, bathroom, and hallway on the first floor, while the basement now features a newly created full bathroom, a bedroom, private laundry, and ample storage. Modern conveniences include central HVAC and 1 exterior parking space. The coach house also enjoys a small, privately fenced-in yard-ideal for personal outdoor space or a pet area. All units share access to a large, fully fenced-in common backyard oasis, complete with a vegetable garden and a cozy fire pit, offering the perfect outdoor communal retreat. Recent capital improvements include: * Full replacement of sewer line (installed post-purchase) * Extensive interior and exterior painting * New landscaping/sod in front yard * New fence and gate on side of 2-flat * Professional tuckpointing of the brick 2-flat * All electrical service upgraded * Newer aluminum siding on coach house. Tenants are individually responsible for gas, electric, cable, and internet. The landlord covers water and trash only. Located on a quiet, tree-lined street just an 8-minute walk to the new Peterson Metra station. Quick and easy access to Andersonville, Whole Foods, and Chicago's beautiful lakefront. This property is a solid performer with minimal maintenance required thanks to the thoughtful and extensive recent updates. A truly turn-key, low-maintenance asset in one of Chicago's strongest rental markets-ideal for investors or owner-occupants alike.

6129 N Hermitage Avenue, Chicago

$1,212,000

6 Beds ⋅ 3 Baths ⋅ 12429584 MLS ⋅ CLOSED Status

Beautifully updated classic Chicago 3-flat in Andersonville/Edgewater, where timeless charm meets modern design. Each unit features original hardwood floors, rich woodwork throughout, a private front & rear balcony/porches , custom paint & closets as well as high-quality craftsmanship in every detail-from the wood-trimmed ceilings to the custom lighting that highlights the space's character. Ample storage. 1st & 2nd & 3rd floor boast completely rehabbed kitchen & baths ( partially renovated bath in 1st unit has new vanity and toilet and orginal claw foot tub) . Each unit boasts a dual-sink European vanity, custom grey floor tile, and classic subway tile in the shower for a spa-like feel. Each kitchen is an open-concept kitchen that is both functional and stylish, featuring stainless steel appliances, shaker-style 42" white cabinets, wide-plank custom flooring, a faux brick backsplash, and in-unit washer/dryer for ultimate convenience. This unique Multi unit blends warmth, functionality, and aesthetic appeal-offering the perfect blend of old-world craftsmanship and modern updates. " Sold As Is" Basement: The basement is currently unfinished, but extensive groundwork has already been completed in preparation for a high-quality rehab. The layout is designed for a 2-bedroom, 2-bath unit with a kitchen and center island. Legal front and rear egress are in place. See attached garden unit drawings by Bethany Purvis Design. Key improvements and features include:Basement excavated to allow for a finished ceiling height of approximately 9 feet 6 inches. Drain tile installed around the perimeter of the footing, with sump pump. Vapor barrier and new concrete slab poured with steel wire mesh. Entire basement is framed with steel studs ( Includes approximately 200 sheets of 5/8-inch green board) . All new copper plumbing lines run throughout the building, serving kitchen and bathroom risers in all units.New oak staircase installed at the front entry for code-compliant ingress/egress. New basement windows installed. Four custom-built, finish-grade cabinets installed in the living room and primary bedroom. Roof & Parapet Work (Summer 2020)Installed all-new terra cotta coping on the eastern and western parapet walls. Removed and replaced lintels and brickwork down to below roofline on the north parapet wall. Rebuilt brick facade and reinstalled steel lintels. Installed new rolled roofing on all reconstructed areas. Common Area - Front Hallway - Repainted in 2021. Installed new carpet runner throughout all three floors. Updated lighting with new fixtures on each of the three landings. Utilities: Tenants are responsible for their own separate gas and electric service. Owner pays for water, trash, and sewer for the building, as well as electricity for common areas. Each tenant pays for their internet and cable.

1505 W Hollywood Avenue, Chicago

$799,000

6 Beds ⋅ 4 Baths ⋅ 12371418 MLS ⋅ CLOSED Status

Incredible opportunity for a savvy buyer. This well maintained 2-flat can be a turnkey investment. Or this building could be an amazing alternative in the super competitive single-family home market. Current total monthly income of $5,750/month and a 7% cap rate. BUY IT NOW, EARN INCOME AND MOVE IN NEXT YEAR. Unit #2 is a beautifully remodeled top floor duplex that features 4 bedrooms, 2 full bathrooms ($4000/month). It's an owner's unit that truly lives like a SINGLE FAMILY HOME. The central staircase entering the unit opens to an expansive and bright living and dining room. This huge open concept living space with custom wood molding offers both flow and flexibility with plenty of room for a separate dining area, family room, office or reading nook. The first floor hallway leads to a full bathroom across from the 4th bedroom, which can easily double as a home office. The large eat-in kitchen has plenty of counter space and has been tastefully remodeled. The laundry room private to unit 2 also has plenty of storage. The second floor features three bedrooms and a full bathroom with custom cabinetry. The unit was renovated in 2013 to have modern functionality while maintaining its original charm. Unit #1 is a duplex down ($1750/month) with long-term tenants that features 2 bedrooms and 2 bathrooms. The unit entrance opens into a large living/family room. The primary bedroom is across from the first full bathroom. At the rear of the unit is a large eat-in kitchen. The lower level is a sprawling family room that the current tenants use as another bedroom with a full ensuite bathroom. TENANTS PAY ELECTRIC/GAS. The owner only pays for water, trash and insurance. Each unit has their own laundry room. Lots of storage! CENTRAL AC/HEAT for both units. 2-car garage. Owner has taken excellent care of the property. Both units are leased through August 2026. See additional details for projections of cash flows. With 20%+ down payment, the building will have immediate POSITIVE CASH FLOW. Buy now, earn a return, move in 2026. The location is fantastic. Close to the new Metra Station, 22 bus, CTA Red line. A fifteen minute walk down to ANDERSONVILLE and a fifteen minute walk to the lake. Cozy Corner, Devon Market, Sauce and Bread Kitchen and tons of other charming neighborhood spots are right outside your door. Welcome home!

1541 W Highland Avenue, Chicago

$700,000

4 Beds ⋅ 2 Baths ⋅ 12191095 MLS ⋅ CLOSED Status

2-Flat Brick Building in Andersonville, Bryn Mawr/Ravenswood. Sold AS IS. We are only showing the property on Sunday afternoons 1-3 pm. Both units are rented as well as the garage. The garage is month 2 month and the both units leases ends 4/30/25.

1672 W Bryn Mawr Avenue, Chicago

$787,000

6 Beds ⋅ 2 Baths ⋅ 12090342 MLS ⋅ CLOSED Status

Your opportunity has arrived! This extra large 2 flat is in a perfect Andersonville location and ready for a new owner! Both units have 3 bedrooms as well as a large living rooms and separate dining rooms with built-ins. Vintage charm is everywhere in this lovely building - beautiful woodwork, hardwood floors & original crystal door knobs. The oversized lot has plenty of green space for gardening and spending time outdoors with many beautiful perennials already planted. The charming front porch is a wonderful place to have coffee, work from home or just sit back and relax. This building has been well cared over the decades with many improvements, including newer windows, updated electrical panels 2004, central air added to the 2nd floor in 2004, boiler replaced in 2019, recent tuckpointing, ice melt cables for the gutters and a newer two car garage. The basement is partially finished with nice high ceilings and glass block windows. This building is in great condition, but will be sold "AS IS". It could easily be lived in right now or it could be taken to the next level with your cosmetic ideas! Right across the street from Peirce Elementary and steps away from Uvae Wine Bar, Little Bad Wolf, Tanoshi, The Coffee Studio, grocery stores and so many other great restaurants, bars and shopping that Andersonville has to offer. Easy access to the Bryn Mawr red line stop and lake front beaches & bike trails. This is a special building - don't miss it! MULTIPLE OFFERS HAVE BEEN RECEIVED - BEST AND FINAL DUE MONDAY JUNE 24TH AT NOON.

1460 W Bryn Mawr Avenue, Chicago

$950,000

7 Beds ⋅ 4 Baths ⋅ 12012294 MLS ⋅ CLOSED Status

Welcome home to this beautiful Andersonville 3-Flat. The 1st floor is a sprawling duplex with 9 rooms. The upper floor of the duplex has beautiful hardwood floors, separate living room and dining room, 2 bedrooms, an updated kitchen, updated bathroom and a back enclosed porch. The interior stairway of the duplex leads you down to the lower level that has newer carpet and offers a 3rd bedroom, a 2nd updated bathroom, a large family room, and loads of storage. The 2nd and 3rd floor of the 3-flat have 6 rooms each, with separate living and dining rooms, 2 bedrooms, newer kitchens with walk-in pantries, newer bathrooms, back enclosed porches, and beautiful hardwood floors. There is a back patio with a nice fenced yard and a 2 car garage. The first floor was renovated in 2018. the 2nd floor in 2019 and the 3rd floor 2 years ago. Don't miss out on this gem! Please note: pictures were from before current Tenants moved in.

1412 W Olive Avenue, Chicago

$850,000

6 Beds ⋅ 3 Baths ⋅ 12039924 MLS ⋅ CLOSED Status

Rarely available Andersonville 2 flat on extra wide, extra deep 30' x 163' landscaped lot! Large, almost 1500 sqft tastefully renovated 2 bed/1bath 1st floor owners unit has open floor plan living room that flows into large dining room with newer wide-plank oak floors throughout. Classic eat-in kitchen has white 42'' cabinets, granite countertops & Kitchenaid stainless steel appliances. Amazing, huge covered deck with skylights & recessed lighting off kitchen opens onto lovely, fully fenced grassy back yard! Central air/heat, too. Sunny, top floor 2bed+den/1bath has original vintage charm intact. Gut-rehabbed, modern finished lower level has good light, high ceilings, upgraded bath plus radiant floors throughout! Ideal opportunity for multi-generational use, single family conversion, or duplex down for a huge owners unit and still collect rent. New construction 1M+ homes across the street. Common laundry with newer LG ThinQ front loaders & storage in basement. Two car garage & 1 outdoor spot. Pretty, tree-lined, oneway residential street around the corner from new Metra Station and short walk to Andersonville's Clark St. vibrant cafes, dining and shopping!

5926 N Hermitage Avenue, Chicago

$560,000

6 Beds ⋅ 3 Baths ⋅ 11972766 MLS ⋅ CLOSED Status

SPECTACULAR TWO FLAT BUILDING IN EDGEWATER AREA. FIRST FLOOR HAS DINING ROOM, LIVING ROOM, KITCHEN AND 2 BEDROOMS, SECOND FLOOR OFFERS: DINING ROOM, KITCHEN AND TWO BEDROOMS. FULL FINISHED BASEMENT. GARAGE AND EXTRA SPACE FOR PARKING. GREAT HIGHLY DESIRED LOCATION. THIS PROPERTY IS SITTING ON A QUIET STREET. PERFECT LOCATION, CLOSE TO RESTAURANTS AND SHOPPING, TRANSPORTATION AND BEACH.

1462 W Victoria Street, Chicago

$675,000

9 Beds ⋅ 3 Baths ⋅ 11906592 MLS ⋅ CLOSED Status

Edgewater Glen beauty. 3 Flat owned by the same person for 40 years. Well maintained building. Large 3 bedroom / 1 bath units. Owners unit was converted to a 2 bedroom. Beautiful fireplaces, stained glass features, hardwood floors and custom molding througout. Expansive hallway great for cool artwork. Large sun porches for each unit as well as large balconies/porch. Nice ground level concrete patio leads to a 2 car brick garage. Sold "as - is". Please use the 4 page CAR purchase contract. Disclosures attached.

1629 W Granville Avenue, Chicago

$720,000

4 Beds ⋅ 3 Baths ⋅ 11846436 MLS ⋅ CLOSED Status

Looking for a classic 2-flat Chicago Greystone with all the living space, storybook curb appeal, and storage galore on a quiet tree-lined street in a vibrant neighborhood? Want to get some rental income as well? This Edgewater Glen gem could be it! Built in the late 1800s on a 40x125 lot, this home boasts over 3,500 square feet across both units and unfinished basement & generous front and back yards perfect for outdoor entertaining. After admiring the lush landscaping in the front yard, walk to the front door of your new home. As you step inside, you will marvel at your vestibule decorated with custom woodwork all over including the two doors that allow for a private entrance into each flat. First-floor residence features 2 bedrooms, 1 full bathroom with clawfoot tub, spacious living/sitting room, separate dining room with its built-in display cabinets, fully equipped tiled kitchen with its walk-in pantry, den with basement access, enclosed private rear porch, and hardwood floors throughout all but 1 of the bedrooms, kitchen and bathroom. Back in the vestibule, entering through the other door to ascend your oak staircase taking you to your second-floor residence offering 2 bedrooms plus den with hardwood floors, 1 full bathroom with a tub/shower combo, 1 powder room, expansive carpeted living/sitting room, and large open concept fully equipped tiled kitchen & dining room that steps out to the enclosed private rear porch. For an added touch of elegance, both units enjoy white trim and crown molding & neutral paint throughout. Oh, and storage is abundant both indoors and outdoors from your ample kitchen cabinetry to all those countless closets to your huge unfinished basement with laundry, washer and dryer included. 2.5-car detached garage. New roof in 2019 - the house was tucked pointed, parapets rebuilt, and all new copings. 15 Year Transferable Warranty to the new owner on the roof from Dura-Last. No leases. Move-in ready but with some updating and your touch, this well-built property could be a showplace of the neighborhood! Fantastic location; close to Loyola University, CTA's Red Line, Whole Foods, scores of shops, restaurants, nightlife and more! Welcome home to 6220 N. Magnolia Ave and make it your forever home or add it to your rental property portfolio!

6220 N Magnolia Avenue, Chicago

$260,000

6 Beds ⋅ 2 Baths ⋅ 11815998 MLS ⋅ CLOSED Status

LOCATION, LOCATION, LOCATION and a big price adjustment! Value and opportunity combined and you have 1542 W. Highland in Edgewater. THIS IS NOT A FIXER UPPER -- YOU'LL NEED A GC FOR THIS ONE. PLEASE NOTE I CAN ONLY SHOW FIRST FLOOR ----MOTIVATED SELLER ---This 2 flat has been in the same family for over 100 years, lots of living has happened here and now it's time to turn it over. A TEAR DOWN or COMPLETE RE-BUILD with R3 zoning is a huge opportunity for developers. You can't beat the GREAT location. Devon Markets, the popular Burger Bite in a gas station, Clark St. The Raven Theater. Aldi and Whole Foods on Broadway. So close to the lake, SBK kitchen. BRING YOUR IDEAS AND YOUR DEVELOPERS. Million dollar homes going in all around.

1542 W Highland Avenue, Chicago

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