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$515,000
12734954 MLS ⋅ NEW Status
Excellent investment opportunity in the heart of West Humboldt Park! This Mixed-use C1-1 zoned property offers a versatile configuration with TWO- 2 bedroom, 1 bath apartments, a 380 sqft storefront, a finished garden apartment with 2 bedrooms, 1.5 bathrooms, and an oversized 2 car garage with 13-ft ceilings. The garage is equipped with gas, water, and its own electrical panel, offering exceptional flexibility for storage, business use, workshop space, or other possibilities. Each apartment features separate utilities, providing added convenience for owners and investors. The building is equipped with central heat, and the ability to add central AC. The C1-1 zoning opens the door to a variety of residential and commercial uses, making this a unique opportunity for an owner-user, investor, or entrepreneur looking to maximize the property's potential. Recent improvements include Tuckpointing, New sewer stack, NEW garage door (2024), NEW gates, NEW front door, and NEW security camera system. Ideally located near public transportation, the 606 Trail, and neighborhood amenities. A rare opportunity to own a flexible mixed use property ideally located near public transportation, the 606 Trail, and neighborhood amenities!

4229 W Division Street, Chicago
$515,000
6 Beds ⋅ 4 Baths ⋅ 12731188 MLS ⋅ NEW Status
Excellent investment opportunity in the heart of West Humboldt Park! This Mixed-use C1-1 zoned property offers a versatile configuration with TWO- 2 bedroom, 1 bath apartments, a 380 sqft storefront, a finished garden apartment with 2 bedrooms, 1.5 bathrooms, and an oversized 2 car garage with 13-ft ceilings. The garage is equipped with gas, water, and its own electrical panel, offering exceptional flexibility for storage, business use, workshop space, or other possibilities. Each apartment features separate utilities, providing added convenience for owners and investors. The building is equipped with central heat, and the ability to add central AC. The C1-1 zoning opens the door to a variety of residential and commercial uses, making this a unique opportunity for an owner-user, investor, or entrepreneur looking to maximize the property's potential. Recent improvements include Tuckpointing, New sewer stack, NEW garage door (2024), NEW gates, NEW front door, and NEW security camera system. Ideally located near public transportation, the 606 Trail, and neighborhood amenities. A rare opportunity to own a flexible mixed use property ideally located near public transportation, the 606 Trail, and neighborhood amenities!

4229 W Division Street, Chicago
$399,999
6 Beds ⋅ 3 Baths ⋅ 12754657 MLS ⋅ NEW Status
Welcome to this lovely, fully occupied legal three-flat nestled on a sought-after, quiet block in Avalon Park. Recently updated and offering excellent space, flexibility, and investment potential, this well-maintained brick property is an opportunity not to be missed. Each of the three spacious units offers nearly 1,200 square feet of comfortable living space, featuring 2 bedrooms, 1 full bath, a generous living room, separate dining room, and a charming sunroom conveniently located adjacent to the primary bedroom. Hardwood floors are featured throughout most of the units, adding warmth and timeless character to the interiors. The property also includes a convenient 2-car garage and an unfinished basement that offers exciting future possibilities. Subject to applicable zoning, permits, and approvals, the basement may have potential to be converted into an additional apartment or possibly duplexed with the first-floor unit, creating an opportunity to further enhance the property's living space and income potential. With three occupied units, attractive room sizes, classic brick construction, a garage, and future possibilities for additional finished space, this Avalon Park three-flat combines immediate income with long-term potential. Located on a peaceful residential block in a desirable neighborhood, this is an excellent opportunity for an owner-occupant or investor looking to add a solid, versatile property to their portfolio.

1745 E 84Th Place, Chicago
$1,138,000
8 Beds ⋅ 5 Baths ⋅ 12756803 MLS ⋅ NEW Status
Beautiful attractive yellow Brick built in 1998 in desirable Avondale neighborhood. 2-flat with a walk-out finished basement non confirming. The first and second units features 3 bedrooms and 1 1/2 baths. The spacious walk-out garden apartment features 2 bedrooms and 1 full bath. The building is equipped with three furnaces, providing separate heating for each living space. Updates includes Kitchens and bathrooms completed in 2018-2019. The roof in the house and garage in 2019, and the 2 air conditioner systems were updated in 2018-2020. ideally located directly across from Brands Park Field House and Chicago Park District recreational facilities! Make this an excellent opportunity for an owner occupant or investor. Must see to appreciate, nothing to do but move in. Rents should be much higher.

3262 N Elston Avenue, Chicago
$649,900
8 Beds ⋅ 3 Baths ⋅ 12756650 MLS ⋅ NEW Status
Great investment opportunity !! Legal 3 flat located on quite cul-de-sac in sought after Albany Park, known for its strong rental market. Featuring 3 spacious unit. 1st and 2nd floor offers 3 bedrooms and 1 bath and garden apartment features 2 bedrooms and 1 bath. All units with separate utilities and HVAC system including first and second floor with central AC. Tenants are on a month to month basis, providing flexibility to increase rent. Each apartment is nicely updated and well maintained by long term tenants, featuring can lights, newer windows, hardwood floors, updated furnaces and modern kitchens. The fenced backyard offers tenants outdoor space for summer gatherings. Additional features include 2 car garage and parking pad for additional parking. An excellent opportunity for a savvy investor to increase rental income or for an owner occupant. Conveniently located walking distance to schools, bus stops, shopping, restaurants, El station and daily amenities. Washer and dryer not included

5038 N Harding Avenue, Chicago
$849,000
7 Beds ⋅ 6 Baths ⋅ 12755888 MLS ⋅ NEW Status
Legal 3 fla.Total gut Rehab to the studs with new constructions permits, all mechanicals are brand new. New water lines B Box and meters, windows, insulations, GE appliances, sump pump & ejector pump. Everything you see is NEW. 3300 sqft living space.LUXURY-DESIGNED LAYOUT WITH THREE MASTER SUITES ON THE 2ND FLOOR DUPLEXED TO THE MAIN LEVEL WITH COMPLETE OPEN CONCEPT FLOOR PLAN!!! GREAT FOR OWNER WITH OPTION TO RENT OR AIRBNB LOWER LEVEL. OVER 2,500SF OF LIVING SPACE WITH 4 BEDROOMS AND 3.5 BATHS DUPLEX WITH SEPARATE LARGE LOWER LEVEL APARTMENT WITH 2 BEDROOMS AND 1 FULL BATH EQUIPPED FOR AIRBNB OR RENTAL THAT WILL HELP WITH THE MORTGAGE! ALL NEW ROUGH FRAMING, SUPPORT BEAMS AND STAIRCASE IS COMPLETED. ALL NEW DUCTWORK COMPLETED. ALL NEW ROUGH ELECTRICAL COMPLETED WITH DUAL 200AMP SERVICE AND PANELS INSTALLED. ALL NEW CEMENT BASEMENT FLOOR POURED WITH OVER 7FT CEILING HEIGHT. NEW ROOF HAS BEEN INSTALLED. GARAGE ROOF, OVERHEAD DOOR AND TUCKPOINTING COMPLETED. EVERYTHING HAS BEEN DONE UP TO CITY CODE. THE VALUE IS ENDLESS AS EAST WOODLAWN IS ONE OF THE MOST PRIME REAL ESTATE IN CHICAGO WITH THE PROXIMITY TO ALL AMENITIES: NEW OBAMA LIBRARY, UNIVERSITY OF CHICAGO, MUSUEM OF SCIENCE AND INDUSTRY, LAKE SHORE BEACHES, JACKSON PARK GOLF COURSE, CTA GREEN LINE, HYDE PARK AND SO MUCH MORE.

6627 S Maryland Avenue, Chicago
$425,000
2 Beds ⋅ 3 Baths ⋅ 12756053 MLS ⋅ NEW Status ⋅ Edgewater Beach Apts BLDG.
This 2-bedroom | 3-bathroom apartment feature a classic 6-room corner floor plan. Positioned on the northeast corner of the building, it offers pretty exposures of the park and lake and lots of natural light. The gracious floor plan flows seamlessly from the foyer into the large living room and dining room. The maid's room is used as a guest room, but it could also make a great office. The wall between the maid's room and galley kitchen could be removed to create a larger kitchen. The updated kitchen features original maple floors, a pantry, newer cabinets, appliances and counters. There are two generous bedrooms both with en-suite bathrooms. In-unit laundry is permitted in the bathroom next to the kitchen. Enjoy resort like living at the Benjamin Marshall designed Edgewater Beach Apartments. Amenities include an indoor swimming pool, 2-acres of green space, a library, a nicely equipped exercise room, 24-hour door staff, on-site management and unparalleled access to the lakefront. Monthly assessments include property taxes, heat, basic cable, Internet, cooking gas, water, use of amenities and more. The building requires a min. down payment of 10%. Leased garage parking is available for $115/month. Sorry, dogs and rentals are not allowed. Enjoy the lakefront, Bryn Mawr Historic district, Andersonville and easy public transportation.

5555 N Sheridan Road Unit #515, Chicago
$750,000
4 Beds ⋅ 3 Baths ⋅ 12755909 MLS ⋅ NEW Status
Welcome to this warm and spacious 5-bedroom, 3-bath home in the heart of Andersonville, offered for the first time in four decades. From the moment you step inside, soaring high ceilings and a gracious living room/dining room combo set the tone for comfortable everyday living. The eat-in kitchen features Stainless Steel Appliances NEW in 2020, oversized windows that bathe the space in natural light while framing views of the manicured backyard. The main level offers two bedrooms and a full bath, while upstairs you'll find two additional generously sized bedrooms, another full bath, and attic access. Thoughtfully maintained over the years with Electric updated in 2016, a tear-off roof in 2022, Washer and Dryer New in 2020. HVAC motor replaced in 2025. The basement adds incredible versatility with an "in-law" apartment - complete with a kitchenette, full bathroom, and a nicely sized bedroom bringing the total to 5 bedrooms and 3 full baths. (Legal status of the basement apartment cannot be verified.) This property has never had water intrusion in the basement. Detached 2 Car garage off alley. Prime Andersonville Location, The Waldorf School - just a block away. Chappell Elementary and Award-winning Amundsen High School - nearby. Andersonville's renowned shopping and dining district - moments from your door The Wednesday Farmer's Market and countless beloved local businesses and eateries. A very livable house with updates needed. Take your time living in it while you update. 5 total bedrooms and 3 bathrooms. Yard and 2 car garage. Wonderful schools like the highly rated Amundsen, Chappell, Waldorf school. Clark street shops and restaurants. Come and be a part of an amazing community and neighborhood (Andersonville) that ranked the coolest in the U.S. and the second-coolest in the world by Time Out!! Being sold strictly AS IS.

1721 W Foster Avenue, Chicago
$575,000
4 Beds ⋅ 2 Baths ⋅ 12754787 MLS ⋅ NEW Status
City-certified two-flat in the heart of Gladstone Park offering exceptional flexibility for investors, owner-occupants, or multi-generational living. Thoughtfully updated over the years, this well-maintained property features remodeled kitchens and bathrooms on both the first and second floors, along with an updated first-floor primary bedroom. Each unit offers comfortable living space, while the second-floor apartment features two private entrances and an expanded rear deck overlooking the beautifully landscaped yard. A partially finished basement includes an in-law suite, with 1 bedroom and 1 full bath providing additional flexible living space. Outside, you'll find a true urban oasis with raised garden beds, fruit trees, a patio, and mature landscaping that creates a private retreat. The insulated 2.5-car garage was fully rehabbed in 2023 and offers excellent storage or workshop potential. Additional improvements include newer windows, hardwood floors, and numerous updates throughout. Interior stairs connecting the first and second floors remain behind the dining room wall, offering the potential for a future single-family conversion if desired. This versatile property combines income potential, beautifully maintained outdoor space, and a prime Gladstone Park location. Property is being sold As-Is.

5942 W Thorndale Avenue, Chicago
$329,900
4 Beds ⋅ 3 Baths ⋅ 12753541 MLS ⋅ NEW Status
BRICK BUILDING WITH 2 APARTMENTS, BASEMENT, ATTIC AND GARAGE FOR 2 CARS. 1ST FLR APARTMENT HAS 2 BEDROOMS, LIVINGROOM, KITCHEN AND ONE BATHROOM. 2ND FLR APARTMENT HAS 2 BEDROOMS, LIVINGROOM, KITCHEN, ENCLOSED PORCH AND ONE BATHROOM. FULL BASEMENT FOR MORE SPACE, ATTIC AND GARAGE FOR 2 CARS.

2458 W 46Th Street, Chicago
$330,000
12752749 MLS ⋅ ACTIVE Status
Great opportunity to own a brick mixed-use building in the heart of Little Village/Pilsen. Approximately 3,650 sq ft with B3-2 zoning offering flexible commercial and residential use. The first floor features a commercial storefront with excellent visibility on busy Central Park Avenue. The second floor includes a spacious 3-bedroom apartment perfect for owner occupancy or rental income. Additional features include a large attic, 2-car brick garage, and rear parking pad. Conveniently located near restaurants, shopping, parks, public transportation, and expressways. Ideal opportunity for investors, business owners, or buyers looking to add value and customize a property in a strong commercial corridor. Property being sold as-is. Lot next door is not included in the sale.

2625 S Central Park Avenue, Chicago
$419,900
6 Beds ⋅ 2 Baths ⋅ 12750297 MLS ⋅ ACTIVE Status
Smart buy, attainably priced! Cool & dramatic, First floor three bedroom, one bath apartment with hardwood floors throughout, a modern kitchen, beautiful bath and hookup for laundry in unit. It is already setup for a duplex. Stable income from a long term tenant in the first floor. It's perfect for an owner occupant buyer. Second floor is a vacant three bedroom, one bath apartment. Separate gas and heat with forced air in each unit. Central air in the first floor unit. A fenced yard, enclosed rear porch, brick two car garage and tall unfinished basement round out this perfect investment.

6611 S Maryland Avenue, Chicago
$12,500,000
7 Beds ⋅ 9 Baths ⋅ 12747120 MLS ⋅ ACTIVE Status
Presenting an unparalleled opportunity to own a significant residence within one of Chicago's most distinguished historic estates, ideally situated along prestigious Astor Street in the heart of the Gold Coast. Originally designed by acclaimed architect Howard Van Doren Shaw for the Goodman family, this extraordinary property is a defining example of Neoclassical and Georgian Revival architecture and an enduring piece of Chicago's architectural legacy. Offered for the first time in 40 years, this remarkable condominium residence encompasses more than 14,000 square feet of total living space, including the main residence, a private one-bedroom service apartment, and a stand-alone one-bedroom coach house which easily accommodates 4 cars if turned back into a garage. This is an extraordinary combination of scale, flexibility, and privacy rarely found in condominium living. The historic estate spans an impressive 80 feet along Astor Street and is centered around an exquisite private yard, meticulously landscaped with formal gardens and fountains. Evocative of the Italian countryside, this enchanting outdoor sanctuary provides an exceptional sense of serenity and seclusion in the heart of the city. This main residence condominium alone encompasses more than 13,000 square feet of beautifully renovated interiors, where historic grandeur is seamlessly balanced with sophisticated modern luxury. Soaring 13-foot ceilings, Venetian plaster walls, intricate millwork, oak hardwood floors, and original marble fireplaces speak to the exceptional craftsmanship and architectural pedigree found throughout. A magnificent curved staircase creates a dramatic first impression and sets the tone for the gracious living and entertaining spaces beyond. The home offers five beautifully appointed en-suite bedrooms, each with its own distinctive character. The exceptional primary suite enjoys sweeping views toward Lake Michigan and features a luxurious spa-inspired bath finished in exquisite Italian marble. Adding to the rarity of the offering is a private one-bedroom service apartment, providing ideal accommodations for staff, guests, or extended stays. A separate approximately 1,300-square-foot, one-bedroom coach house offers yet another level of flexibility and privacy and may also present the opportunity to be reimagined as an exceptionally rare four-car garage. This is condominium ownership on an entirely different scale, the grandeur, privacy, and architectural significance of an Astor Street estate combined with the ease and convenience of condominium living. Perfectly positioned just moments from Michigan Avenue, the lakefront, neighborhood parks, celebrated restaurants, luxury boutiques, and Chicago's world-class cultural institutions, this extraordinary residence represents a rare opportunity to own a piece of Chicago history within one of the Gold Coast's most iconic architectural settings.

1355 N Astor Street Unit #1, Chicago
$799,000
12742045 MLS ⋅ ACTIVE Status
Attention investors and buyers-bring your vision to this brick mixed-use property on Milwaukee Avenue! The building features a ground-floor commercial space, a studio apartment, and a spacious second-floor unit with four bedrooms. An unfinished basement and garage provide additional space and flexibility. The property needs updating but offers exciting potential to renovate, customize, and add value. Located in Avondale near restaurants, shopping, public transportation, and major roadways, with excellent visibility along the Milwaukee Avenue commercial corridor. A unique opportunity for an investor or owner-occupant looking for their next project. Buyer to verify zoning, permitted uses, unit count, room sizes, and all property information

2930 N Milwaukee Avenue, Chicago
$480,000
2 Beds ⋅ 3 Baths ⋅ 12747362 MLS ⋅ ACTIVE Status ⋅ Edgewater Beach Apts BLDG.
You can move right in to this beautiful corner 2 bedroom - 2.5 bathroom apartment at the historic Edgewater Beach Apartments. You will find many original details such as refinished oak floors, crown molding and chair rail in the dining room. The galley kitchen has freshly painted mid-century metal cabinets, all new stainless steel appliances and a large walk-in pantry. There is an adjacent room that is perfect as a breakfast room or home office. The wall between the kitchen and breakfast room could be removed if desired. In-unit laundry is found in the half bathroom near the back door. Both bedrooms are generous, have nice views of the lake and feature en-suite bathrooms. This apartment offers both dynamic urban and lake views. The Edgewater Beach Apartments is a full-service building with a 24-hour doorman, attended garage parking, indoor swimming pool, exercise room, 2 acres of outdoor space and on-site professional management. Assessments include property taxes, heat, cable, Internet, cooking gas, water, use of all amenities and a contribution to a capital projects reserve fund. The EBA is a co-op building that requires a minimum of 10% down. Leased parking is $120/month. Sorry, dogs are not allowed. Enjoy the lakefront bike path and beaches, the Bryn Mawr Historic District, Andersonville and easy public transit. 170 shares.

5555 N Sheridan Road Unit #1811, Chicago
$849,000
12744887 MLS ⋅ ACTIVE Status
Rare turnkey mixed-use opportunity with an adjacent paved and gated lot in Chicago's Norwood Park neighborhood. The approximately 1,375-square-foot commercial space features two private offices, a conference room, reception area, bright front lobby/showroom and two washrooms. An attached approximately 1,000-square-foot warehouse/garage includes an industrial-grade epoxy floor and a 10-foot-high by 14-foot-wide overhead door-ideal for storage, service operations, light industrial use or fleet parking. The second floor offers a spacious, well-maintained approximately 1,700-square-foot apartment with two bedrooms and 1.5 baths, providing excellent rental potential or an ideal live-on-site option for an owner-operator. The sale also includes an approximately 3,000-square-foot paved and gated adjacent lot, offering additional parking, outdoor storage, expansion or future redevelopment potential. Delivered fully vacant for immediate occupancy or leasing, with separate entrances, B3-1 zoning and convenient access to I-90 and I-94. Pro forma projections reflect $76,200 in annual gross income and $54,018 in NOI, representing an estimated 6.36 cap rate at the current asking price. Tenants are responsible for gas and electricity. All income and expense figures are estimates; buyer to independently verify financial information, zoning and permitted uses.

6135 N Elston Avenue, Chicago
$525,000
8 Beds ⋅ 5 Baths ⋅ 12734119 MLS ⋅ CONTINGENT Status
Attention investors! Located near I-55 and just one block from McKinley Park, this 3-unit listing is a rare find on a corner lot. The property features two units (1F & 2F) in the main building and a coach house apartment (2R) above a 2-car garage in the rear, all sharing a courtyard. Main building new roof from 2022. Each unit is equipped with its own gas-forced-air furnace. The main building features a new hot water heater installed in 2024. The first-floor unit (1F) offers 2 bedrooms and 1.5 bathrooms and will be vacant by the end of August, providing the new owner with an opportunity to make cosmetic improvements, increase the rental income, or occupy the unit. Laundry hookups are ready. The second-floor unit (2F) features 4 bedrooms and 2 bathrooms and is currently rented for $1,699 per month through July 2027. The tenants have been in the unit since 2024, and the unit was repainted in 2024. The 2-bedroom, 1-bathroom coach house (2R) has been occupied by the same tenants since 2020 and currently rents for $1,100 per month. The 2-car garage is also rented separately for $100 per month. With three units, separate heating systems, a newer roof, and a combination of stable rental income and value-add potential, this property offers an excellent opportunity for both investors and owner-occupants. Please reach out to listing agent for a list of updates and current rental details. Selling as is.

3600 S Winchester Avenue, Chicago
$1,475,000
5 Beds ⋅ 5 Baths ⋅ 12743102 MLS ⋅ CONTINGENT Status
This 4,500-square-foot full-floor Gold Coast cooperative offers exceptional scale, privacy, and architectural significance in a secure, service-oriented boutique building. With 10.5-foot ceilings, expansive proportions, and open views of park, lake, and city skyline, this residence has the presence and grandeur of a single-family home. Originally owned by the building's architect, Philip Maher, and later acquired by Potter Palmer II as a wedding gift for his son, the apartment has been thoughtfully enhanced over time, most recently with interiors by Colfax and Fowler. Beautifully preserved original details include refined moldings, paneled walls, herringbone floors, and two fireplaces. A remarkable library attributed to David Adler features light-pickled Canadian spruce paneling and a concealed door to the living room. Additional Adler-inspired elements are found in the primary suite, where an imported Versailles parquet floor and elegant bath finishes reinforce the home's historic character. The gracious and highly functional floor plan includes a formal entry foyer, expansive living and dining rooms, and a Christopher Peacock kitchen complemented by the original butler's pantry and a breakfast room. There are three large en suite bedrooms, plus two maids' rooms offering the flexibility for offices, guest rooms, or fitness. The primary suite, reconfigured by Maher, includes dual baths and a beautifully paneled dressing room. Additional features include new SpacePak central air conditioning, in-unit laundry, a secondary laundry room, and a private storage room. Convenient garage parking is available nearby. The building enjoys an exceptional Gold Coast location near the Latin School of Chicago, Goudy Park, the Division Street Farmers Market, acclaimed restaurants, and lakefront recreation. Available for the first time in 40 years, this is a rare opportunity to own a residence of remarkable scale and architectural pedigree with the security and service of boutique cooperative living.

1260 N Astor Street Unit #7, Chicago
$599,999
12736666 MLS ⋅ ACTIVE Status
Rare Mixed-Use / Automotive Opportunity Currently being utilized as a successful car dealership and offers two Parcels - 7419 & 7417 S. Western Ave. 7407 S. Western Ave. is also being offered for sale and may be purchased together with this property as a combined acquisition (See MLS #: 12736712) This unique property offers a main floor office space with three nicely designed offices and a re-designed kitchen and bath as well as a 2nd floor beautifully updated two bedroom, one bath apartment. Excellent opportunity on highly traveled Western Avenue in Chicago. This versatile C2-2 zoned mixed-use property was fully updated in 2022 including a new roof, HVAC, two water heaters and features a semi-finished basement with laundry and excellent storage. The two parcels provide approximately 6,300 SF of total land with room for approximately 40-50 vehicles making the property well suited for automotive, contractor, service, retail, office or other commercial uses. The property is currently configured for automotive use and includes a dedicated garage/service building with an automotive lift. The first-floor commercial space is currently owner occupied, so no rent is presently being collected. The space includes a full kitchen and bathroom with shower, offering added convenience for an owner-user or future tenant. The remodeled second-floor apartment is currently rented for $1,200 per month, providing immediate income. C2-2 zoning allows for a broad range of commercial and service uses while supporting the existing mixed-use configuration. Business name, operations and inventory not included.

7419 S Western Avenue, Chicago
$499,900
5 Beds ⋅ 3 Baths ⋅ 12742218 MLS ⋅ ACTIVE Status
Turn Key Classic Brick 2 flat recently updated in 2026 offers; 3 bedroom, 2 bath, duplex apartment on top plus a 2 bed 1 bath apartment on the bottom. Many upgrades to both units on properties exterior and interior. New Roof, New Vinyl Windows, New Concrete Sidewalks, New Kitchen cabinets, granite counter tops, New plumbing fixtures, HVAC, Stainless steel appliances and Washers, Dryers. Property is located close to CTA Public transportation, I55, schools and stores. 2 Car Garage has 8 foot overhead door and extra storage shed. Call or txt today for your private showing before its too late!

3012 S Pulaski Road, Chicago
$580,000
5 Beds ⋅ 3 Baths ⋅ 12741656 MLS ⋅ ACTIVE Status
Seize the day with this Updated, Versatile two-flat in Portage Park offering Cash Flow and Value-add upside. The property features one duplex-down unit with 3 bedrooms and 2 baths, plus a 2nd floor Simplex apartment with 2-bedroom/1-bath. Separate utilities and private laundry for each unit add convenience and investor appeal. Fully fenced yard, plus a 2-car garage with potential for additional income. Ideally located near historic 38-acre Portage Park, with access to nature walks, Olympic-size pool with aquatics, team & individual sports, gymnasium facilities, and fieldhouses. Walk to neighborhood favorites including Binny's, Target, PetSmart, Jewel-Osco, Ross, restaurants, shopping, and everyday conveniences. Enjoy easy access to I-90/94, CTA, Metra, O'Hare Airport, and Downtown Chicago. Make your appointment today!

4817 W Dakin Street, Chicago
$1,275,000
8 Beds ⋅ 3 Baths ⋅ 12737803 MLS ⋅ CONTINGENT Status
Set on one of Roscoe Village's beautiful tree-lined streets, this extraordinary and rarely available greystone is anything but typical. With a distinctive layout, oversized lot, detached greystone garage, finished studio space, and an abundance of original architectural character, this property offers a level of flexibility that is incredibly hard to find. Located in the highly sought-after Audubon School District, it is an exceptional opportunity for a single family home, owner-occupant investor, or multi-generational household. Owned and lovingly maintained by the same owner for more than 20 years, the main residence encompasses the first and second floors. Each floor features 3 bedrooms, 1 bathroom, a formal living room, formal dining room, and a beautiful custom wood-burning fireplace. Original details throughout the home include rich oak millwork, hardwood flooring, stained-glass accents, oversized windows, and spacious rooms that showcase the scale and craftsmanship of a bygone era. The kitchen was thoughtfully renovated in 2016 and features custom cabinetry, stone countertops, stainless steel appliances, and a large center island that creates an inviting gathering space. The bathroom was updated in 2021, providing a fresh complement to the home's classic architectural details. The garden apartment adds another layer of flexibility and potential. Currently configured as a 2-bedroom, 1-bath residence, it includes a full kitchen, comfortable living space, and excellent storage. The apartment was previously used as a 3-bedroom layout, offering additional possibilities for future use. One of the property's most unusual features is the detached greystone garage. Above the garage, a finished loft currently serves as a fitness studio and is already plumbed for a bathroom. Whether envisioned as a private office, art or creative studio, gym, workshop, guest space, or future finished living area, this bonus space provides tremendous potential. The property also includes a separate carport and an oversized yard with plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying the space. The home's substantial construction is further highlighted by approximately 12-inch-thick limestone walls, reflecting the quality, permanence, and craftsmanship characteristic of Chicago's historic architecture. And the location is hard to beat! Just two blocks south of the popular Roscoe Street corridor, you'll be close to neighborhood restaurants, cafes, parks, boutique shopping, and everyday conveniences, while still enjoying the peaceful residential atmosphere of this sought-after pocket of Roscoe Village. Properties with this combination of architectural character, scale, outdoor space, additional living space, and flexibility rarely come to market. A truly special opportunity to own a distinctive piece of Roscoe Village with the potential to adapt to a variety of lifestyles and investment strategies.

3248 N Oakley Avenue, Chicago
$600,000
9 Beds ⋅ 3 Baths ⋅ 12737828 MLS ⋅ ACTIVE Status
This condo-like gated 3-unit brick building in desirable South Shore is perfect for the right homebuyer or investor. All 3 spacious apartments feature 3 large bedrooms, formal dining rooms, and beautifully restored hardwood floors. Recent updates include separate heating systems and water heaters, new roof on both the apartment building and garage, rebuilt back porch, new copper and waste plumbing lines, updated electrical, and new flooring and windows. Updated kitchens feature quartz countertops and stainless steel appliances, while all bathrooms have been refreshed with new fixtures and tile, including jetted tubs. Each unit now also has its own washer/dryer hookups and central A/C. The full basement offers excellent value-add potential. The property is located within an approved zoning area to add a legal 4th unit in the basement, which already has the required ceiling height as well as both front and rear entrances. The basement also offers additional storage and income potential. There is 1 garage space per unit. Conveniently located near Rainbow Beach, the Obama Library, public transportation, places of worship, schools, restaurants, and shopping. A great opportunity for an investor or owner looking to maximize rental income and future potential. Schedule your appointment today!

7641 S Phillips Avenue, Chicago
$899,900
3 Beds ⋅ 3 Baths ⋅ 12736411 MLS ⋅ CONTINGENT Status ⋅ Sandburg Village BLDG.
Positioned on the high 36th floor of James House, Unit 3602-04 is a spectacular 2,000-square-foot southeast corner combination residence at the exact intersection of the Gold Coast, Old Town, and Lincoln Park. Re-engineered through a deliberate design exercise bringing together a former one-bedroom and two-bedroom footprint, the architectural layout pairs four-way light exposure with sweeping panoramas of Lake Michigan, Oak Street Beach, the horizon, and the Chicago skyline. Carlisle Hardwood floors flow throughout the living space. This apartment centers on an open chef's kitchen featuring stone counters, custom cabinetry, and premium appliances, anchored by a massive stone island set directly against the window backdrop. Standing here with guests, the entire cityscape and lake unroll in front of you. The layout extends into an open dining area and a living room area opposite a large family room/living room area. Kitchen mechanics include a brand-new refrigerator, dishwasher, and built-in wine cooler (installed August 2026), alongside a new oven and microwave. Dual private balconies capture sunrises over the water and sunsets over the grid, complete with front-row views of summertime Navy Pier fireworks. Motorized shades are installed on every window. The split spatial plan delivers distinct private domains. The oversized primary suite replaces what was originally an entire one-bedroom layout, incorporating its own private balcony, a custom cedar closet, expansive Elfa storage systems, and a double-vanity en-suite full bathroom with a separate tub and shower. Tucked discreetly within the primary suite is a dedicated laundry room with built-in storage and a large soaking sink. Bedroom 2 sits in the front center, taking advantage of identical high-floor skyline and lake vistas. Accessed through a dedicated doorway off the family room, Bedroom 3 functions as a completely private wing with the energy of the city in full view-ideal for a secluded guest suite or home office. All three bathrooms in the home are full baths. Two separate storage rooms on-premises are included. Located steps from Lincoln Park, South Pond, Lincoln Park Zoo, and North Avenue Beach, with immediate pedestrian access to dining, nightlife, and transit. Full-service building amenities include 24/7 door staff, on-site management, receiving for package delivery, maintenance, an all-season room, and a sky deck. Optional on-site garage parking, outdoor pool, tennis/pickleball courts, bike storage, hospitality rooms, and a fitness center are available.

1560 N Sandburg Terrace Unit #3602-04, Chicago
$465,000
9 Beds ⋅ 4 Baths ⋅ 12728571 MLS ⋅ PENDING Status
Spacious brick three-flat offering three 3-bedroom apartments, a partially finished basement with an additional bathroom and a 3-car detached garage. Two units are currently occupied, while the vacant third-floor apartment provides an excellent opportunity for an owner-occupant or investor seeking additional rental income. Numerous capital improvements have been completed, including replacement of the original boiler with three individual gas forced-air furnaces, upgraded electrical wiring, extensive plumbing improvements featuring copper supply lines with individual unit shutoff valves, a newer 75-gallon hot-water tank and separate gas and electric meters for each apartment. A fourth gas meter serves the building's common utilities. Additional updates include vinyl flooring throughout all three apartments, newer windows throughout much of the building, recent roof maintenance, garage repairs and a replaced main water shutoff valve. Each apartment features three bedrooms with separate living and dining rooms. The partially finished basement provides additional storage and utility space. With spacious units, separate mechanical systems and meaningful infrastructure improvements already completed, this property offers flexibility for owner-occupants and investors alike. Schedule your private tour today.

7841 S Wolcott Avenue, Chicago
$399,000
2 Beds ⋅ 3 Baths ⋅ 12735325 MLS ⋅ CONTINGENT Status
MULTIPLE OFFERS RECEIVED - HIGHEST AND BEST BY 8/28, 2PM; MOVE-IN READY, classic charm meets modern! If you want a completely redesigned home, this one is not to miss! Remodeled just three years ago, this Jefferson Park/Gladstone Park property sits on an extra wide 70 ft corner Chicago lot, offering more outdoor space, more privacy, and a layout that lives larger than expected. With an open concept main level, updated finishes throughout, and three levels of flexible living space, this home is an ideal fit for buyers moving up from a condo or apartment, downsizers seeking comfort without sacrificing space, or investors looking for a strong rental or Airbnb opportunity. Step inside to a bright, seamless main floor with refinished hardwood floors that feel so satisfying to walk on, updated modern lighting, and an airy flow between living, dining, and the remodeled kitchen. The kitchen features two-tone soft close shaker cabinetry, quartz counters, Frigidaire stainless appliances, and a cook's dream pot filler-perfect for everyday meals or weekend entertaining. A convenient half bath on the main level adds comfort for guests and flexible living. Upstairs, you'll find two comfortable bedrooms and an updated full marble bath with modern finishes and smart mirros. The finished lower level creates a full second living zone with a family room, full bath, and a wet bar with undermount refrigerator-ideal for game nights, extended stay guests, or a teen retreat. The generous layout also offers flexibility for a true third bedroom if desired, giving buyers even more options for guests, extended family, or private living quarters. With its privacy and amenities, the lower level also offers appealing potential for Airbnb or short-term rental income. Outside, enjoy a peaceful yard with mature peach, apple, and fig trees, a charming garlic patch, and thoughtful perennial plantings that add beauty without demanding heavy maintenance. And with a flat water bill, that is right, no water meter. You can water as much as you like-perfect for gardeners, hobby growers, or anyone who loves a lush outdoor space. The covered front porch offers a quiet spot to unwind and enjoy the neighborhood. Parking is easy and convenient thanks to a dedicated parking pad off the alley, with an alley approach that feels like your own private driveway-and plenty of street parking for visitors. And for buyers considering future expansion, the extra-wide lot offers the potential to add a garage if desired. Located moments from parks, schools, local shops, the 22 min walk to the Blue Line, Metra, and 90/94, this turnkey home blends modern updates, flexible space, and a welcoming layout in one of the Northwest Side's most beloved neighborhoods. Get ready to move in and start making cherished memories.

5150 N Moody Avenue, Chicago
$467,900
6 Beds ⋅ 2 Baths ⋅ 12729964 MLS ⋅ ACTIVE Status
Beautifully renovated brick 2-flat offering the perfect combination of classic Chicago character and modern construction. This full gut rehab was taken down to the studs and completely rebuilt, featuring new framing, insulation, plumbing, electrical, HVAC, and a new roof. Each spacious unit offers 3 bedrooms and 1 full bathroom with thoughtfully designed modern finishes throughout. The kitchens feature stylish cabinetry, countertops, and fixtures, while the updated bathrooms provide a clean, contemporary feel. A major bonus for both owners and tenants is in-unit laundry in each apartment-an increasingly desirable feature that adds significant rental appeal. The property also includes a detached 2-car garage, providing valuable off-street parking and additional convenience. Completely rehabbed and turnkey, with the major systems and finishes already completed, making this an excellent opportunity for an investor or owner-occupant looking for a low-maintenance, fully renovated 2-flat.

8151 S Ada Street, Chicago
$309,000
5 Beds ⋅ 3 Baths ⋅ 12731429 MLS ⋅ ACTIVE Status
Welcome to this beautifully updated West Chesterfield home, a full in-law apartment in the basement making it ideal for extended living quarters, multigenerational living, or added rental flexibility. Whether you're a homeowner seeking additional rooms or an investor looking for opportunity, this property delivers on it all. No detail was overlooked in the updates: new shingles on both the roof and garage, a new hot water tank, and a new tub in the basement. The hardwood floors have been freshly sanded and refinished, and the entire home has been freshly painted throughout making it truly move-in ready. Enjoy quick access to the CTA Red Line 95th St./Dan Ryan terminal and I-94 expressway, putting downtown just minutes away. Local grammar school in walking distance one block away. This in law apartment property offers a rare blend of comfort, flexibility, and income potential! Come schedule your private tour today!

9209 S State Street, Chicago
$1,400,000
6 Beds ⋅ 3 Baths ⋅ 12731167 MLS ⋅ CONTINGENT Status
Stunning and well-maintained two-flat in the heart of the Southport Corridor/ Blaine School. The owner's duplex-up spans the second and third floors with four bedrooms, two updated baths, and two bedrooms on each level. The bright main floor features a generous living room with high ceilings and a sunny kitchen with an island, gas cooking, and newer appliances. Two private decks and exclusive use of the beautifully landscaped backyard with paver patio provide exceptional outdoor space. The first-floor two-bedroom, one-bath apartment offers central heat and air, a private rear deck, basement storage, and free laundry. Two-car garage. Set on a tree-lined, community-focused block just steps from Southport Avenue, the Brown Line, shops, restaurants, Blaine, and an easy walk to Wrigley Field.

3719 N Janssen Avenue, Chicago
$470,000
6 Beds ⋅ 4 Baths ⋅ 12502951 MLS ⋅ CONTINGENT Status
Investors and house hackers, you'll love this North Austin legal 3-flat with a separately metered studio in-law suite, and a 3-car garage! The first floor is a 3-bed apartment with central air, a front sunroom, and a decorative fireplace. Upstairs, you'll find a 2-bedroom and a large 1-bedroom, both with gas-forced air and cute vintage details. Take advantage of the city's ADU expansion in the large basement unit; a little work would increase your profits. This building has significant rental potential, with up to 5 units. There is nothing else like it on the market today, so come check it out!

5432 W Potomac Avenue, Chicago



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