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$1,685,000
9 Beds ⋅ 6 Baths ⋅ 12632607 MLS ⋅ CLOSED Status
Situated on a premier, tree-lined street in the highly coveted Blaine School District, this exceptionally rare Lakeview multi-family investment asset underwent a comprehensive, high-end rehabilitation in 2025, generating a powerhouse monthly rental income of $11,200 ($134,400 gross annually) anchored by a secure duplex lease extending into March 2028. Presenting an unrivaled turn-key opportunity for either a yield-focused portfolio investor or a live-in owner looking to substantially subsidize their mortgage, the impressive 4,264-square-foot footprint features three renovated two-bedroom residences and an owner-caliber three-bedroom, two-and-a-half-bath penthouse duplex up. The stunning, sun-drenched penthouse showcases soaring cathedral and beamed ceilings illuminated by bright skylights, a gracious living room with architectural bay windows and a gas fireplace, and a professional-grade gourmet kitchen boasting rich granite countertops, a massive prep island, and a premier Viking refrigerator alongside high-end stainless steel appliances. This crown jewel unit is completed by an expansive private roof deck perfect for entertaining, second-floor in-unit laundry, and a tranquil primary suite featuring a spa-like master bathroom with a double-bowl vanity, separate soaking tub, and a custom shower. Complementing the duplex are the three turn-key two-bedroom residences showing high-value finishes such as updated kitchens with stainless steel appliances, new individual thermostats, and pristine hardwood flooring, with the rear unit featuring a large, versatile three-season sunroom. Mechanical and structural integrity is built directly into this passive income producer, highlighted by comprehensively updated electrical wiring, an optimized heating system with freshly insulated lines, and fully flushed radiators for effortless seasonal climate control. Finished with a dry, spacious basement providing dedicated resident storage lockers, new common laundry, and a detached two-car garage with a newly replaced door, this magnificent building sits just steps from the boutique shopping and dining of the Southport Corridor, public transit, and the vibrant local energy of Wrigleyville.

3722 N Bosworth Avenue, Chicago
$949,000
9 Beds ⋅ 6 Baths ⋅ 12659213 MLS ⋅ CLOSED Status
Extraordinary opportunity to both live, and earn income, in the heart of prime Old Irving! Beautiful, classic, legal 3 unit brick building. Units 1 & 3 were rehabbed in 2020, Unit 2 its in original condition. The property features 3 spacious bedrooms, 1.5 bath units with front balconies. Each unit offers generous living space, updated kitchens with granite countertops, newer appliances, renovated baths, and in-unit washer/dryers. Mechanical updates include separate furnaces for each unit, three AC units (2019/2020), and three water heaters. All 3 units have the same square footage/layout. The building is fully leased with long term month to month tenants willing to stay depending on new owners desire. Property located in unbeatable location; walk to schools, park, dining, transportation, shopping and more. This is a smart, turnkey investment opportunity in a prime location surrounded by million-dollar homes on a great highly sought block. Recent improvements: newer plumbing and electric for units 1 & 3 (2021) windows replaced in (2021) garage doors (2021) Outdoor features include a 3-car garage with spacious fenced yard. An exceptional opportunity for live in or investors seeking a well-maintained, income-producing property in a strong Irving Park location. Property to be sold-as-is.

3755 N Kostner Avenue, Chicago
$1,575,000
8 Beds ⋅ 3 Baths ⋅ 12659463 MLS ⋅ CLOSED Status
Welcome to 1341 W. Eddy, a stunning all brick 3-flat in the heart of Wrigleyville, ideally located just steps from the Brown Line and all of the shops, restaurants, and nightlife along the vibrant Southport Corridor. This turnkey investment property features three charming and sun-filled units: Unit 1 offers 2 bedrooms and 1 bathroom, while Units 2 and 3 each feature 3 bedrooms and 1 bathroom. All units boast great natural light, spacious layouts, and access to large outdoor decks. Recent improvements include a new roof installed in 2022 with transferable warranties, updated windows, and new copper piping installed on the first floor. Additional features include basement laundry and a 2-car garage that was rebuilt within the last five years. The garage is not currently leased to tenants and provides additional income potential through rentals during Cubs games and concerts. All units are tenant-occupied with leases in place through 2027, making this a true armchair investment in an unbeatable A+ location with consistent rental demand. Explore the property in 3D by clicking the virtual tour button and walk through every detail from the comfort of your home.

1341 W Eddy Street, Chicago
$332,500
9 Beds ⋅ 3 Baths ⋅ 12659797 MLS ⋅ CLOSED Status
Great opportunity to own this 3 Unit Greystone Property in thriving North Lawndale. 3 Separate forced air furnaces, 3 A/C condensors on roof, separate hot water tanks replaced within past 3 years, separate electric panels in each unit. Unit 1 has been freshly painted with new flooring and ready to be rented. Units 2 & 3 are occupied with very longtime tenants and are month to month.

3712 W Grenshaw Street, Chicago
$1,160,000
7 Beds ⋅ 6 Baths ⋅ 12659691 MLS ⋅ CLOSED Status
On a quiet, tree-lined block in Irving Park, this exceptional brick residence offers a rare alternative to single-family living-delivering expansive square footage, refined design, and remarkable flexibility, all within a fully rebuilt structure. Reimagined from the masonry up, the home lives primarily as a grand duplex-down, where scale and sophistication come together seamlessly. Multiple living areas provide effortless flow for both entertaining and everyday living, while four generously sized bedrooms-including two ensuite retreats-and 3.1 baths create a layout that feels both intentional and indulgent. The fully excavated lower level offers impressive ceiling height and livability rarely found in homes of this vintage, making it a true extension of the main living space. Every finish has been carefully selected to reflect a modern, understated elegance-from wide-plank flooring to sleek, contemporary kitchens with quartz surfaces and premium appliances, to spa-inspired baths designed for comfort and calm. What sets this home apart for the discerning buyer is its built-in versatility. The beautifully finished upper level-complete with 3 bedrooms and 2 baths-can function as a private guest residence, an ideal work-from-home sanctuary, or seamlessly integrate into the main home for those seeking even greater scale. The option exists, without the obligation. This is a home that adapts to your lifestyle-whether you envision expansive single-family living, private quarters for extended stays, or a discreet income-producing opportunity. All of this, set within close reach of Irving Park's restaurants, parks, and transit-offering both neighborhood charm and city accessibility. A truly uncommon offering for buyers who value space, design, and flexibility without compromise.

3941 N Spaulding Avenue, Chicago
$595,000
12 Beds ⋅ 7 Baths ⋅ 12656453 MLS ⋅ CLOSED Status
Great opportunity to own this fully renovated 4 unit property. 1st floor units feature 2 bedrooms, 1bath. 2nd floor units feature 3 bedroom ,2 baths. Separate utilities for each unit. Newer plumbing, heating, lighting and flooring, roof, hot water tanks and furnace. Great for owner occupied or investor. Very secured building. Front and rear wrought iron fence and storm doors on every unit. Full finished basement . Rear parking space for 2 or more vehicles . Schedule your appointment .

4545 S Hermitage Avenue, Chicago
$850,000
9 Beds ⋅ 3 Baths ⋅ 12657825 MLS ⋅ CONTINGENT Status
Turnkey legal 3-unit building in the heart of desirable Lincoln Square. This fully leased property features three spacious 3-bedroom, 1-bath units, each with central heat and air conditioning, in-unit laundry, and strong rental demand. The building currently generates over $75,000 in annual income, with tenants responsible for all their own utilities. Additional highlights include usable attic space with potential for extra storage or a duplex-up owner's unit, shared yard space, and a detached 2-car garage currently rented for an extra $100 per month. Situated on an oversized 3,536 sq ft lot and zoned B3-3 within the City's Transit-Served Location (TSL/TOD) district, this property offers excellent redevelopment potential for the right investor or developer. Ideally located within walking distance to the Brown Line, multiple bus routes, and Lincoln Square's vibrant shopping, dining, and nightlife.

5117 N Western Avenue, Chicago
$1,273,000
6 Beds ⋅ 2 Baths ⋅ 12657130 MLS ⋅ CLOSED Status
HIGHEST & BEST due Monday 6/1 at 1PM. Covered in lush ivy and overflowing with storybook charm, this iconic brick two-flat in Historic Edgewater Glen is unlike anything you've ever seen. Situated on an oversized 50-foot-wide lot with an expansive side yard and backyard, the home blends timeless Chicago architecture with beautifully curated interiors, abundant natural light, and incredible outdoor living spaces. Inside, sun-filled rooms showcase original hardwood floors, crown molding, and a warm, collected aesthetic that perfectly complements the home's historic character. Both residences offer gracious living and dining spaces, three bedrooms, and thoughtfully updated kitchens and baths. This home offers incredible flexibility for rental income, multi-generational living, guest accommodations, or conversion to a single-family home. Outdoor living is truly exceptional and rarely found in the city. A sprawling side yard and beautifully landscaped backyard create a private oasis ideal for entertaining on the expansive patio, gardening, dining al fresco, or simply relaxing beneath the mature landscaping and shade sails. The home's exterior gives the property a romantic presence that feels transported from another era while remaining distinctly Chicago. Additional features include central air conditioning, two-car garage, an unfinished basement with laundry, and abundant storage space offering endless practical functionality and future potential. Nestled on one of Edgewater Glen's most picturesque tree-lined streets, this special home is moments from Andersonville, the lakefront, Whole Foods, neighborhood cafes, parks, restaurants, the CTA Red Line, Metra, and within the highly acclaimed Peirce Elementary School boundaries.

1331 W Norwood Street, Chicago
$1,260,000
9 Beds ⋅ 4 Baths ⋅ 12658431 MLS ⋅ CLOSED Status
2436 North Albany Avenue presents the opportunity to acquire a well-maintained, all-brick three story, as well as 3-unit property, in the heart of Logan Square, one of Chicago's most sought-after and rapidly appreciating neighborhoods. The property consists entirely of spacious 3-bedroom layouts, including a large duplex unit, and offers investors a strong combination of stable in-place income and meaningful rental upside. Current rents are below market in attempt to keep high quality tenants. This provides a clear path for a new owner to increase revenue without major renovation requirements. The property also features separate HVAC systems, updated mechanicals, front balconies/ back porches, and a 2-car garage on a picturesque street right off of Kedzie Boulevard. Recent multifamily sales in the immediate area further support the long-term strength and desirability of the submarket. This legal three unit building is walking distance from the Logan Square Farmers Market, two separate blue line stops and countless award winning bars and restaurants. With large unit sizes, strong tenant appeal, separate HVAC systems, outdoor spaces, garage parking, and below-market rents, 2436 North Albany Avenue is an ideal opportunity for investors seeking a stable asset with immediate rental upside and long-term appreciation in one of Chicago's premier multifamily neighborhoods.

2436 N Albany Avenue, Chicago
$1,050,000
10 Beds ⋅ 4 Baths ⋅ 12657331 MLS ⋅ CLOSED Status
Turnkey legal 3-flat directly across from recently renovated Kosciuszko Park in Chicago's Logan Square/Avondale area. Excellent opportunity for investors or owner-occupants seeking flexible living arrangements and strong rental income potential in a prime Northwest Side location. The property features a spacious top-floor duplex-up unit with 4 bedrooms and 2 bathrooms, a middle unit with 3 bedrooms and 1 bathroom, and a bright garden unit with 3 bedrooms and 1 bathroom. All units have been extensively renovated with modern kitchens, updated bathrooms, stainless steel appliances, and in-unit washer/dryers. Each unit features forced air heat and central AC, along with separately metered gas and electric utilities. Many major mechanicals and windows have also been replaced in recent years. The property is currently operated with a mix of long-term and furnished rentals, offering flexibility for both investors and owner-occupants. The top duplex unit lease ends at the end of June and currently rents for $2,715/month, with additional garage income of $150/month from the detached 2-car garage. Furnished rental units offer additional flexibility for future owner-occupancy or rental strategies. Outdoor features include a fully fenced backyard with low-maintenance turf, patio seating area, enclosed rear porches for additional storage, and a detached 2-car garage with alley access. Located directly across from Kosciuszko Park featuring athletic fields, tennis and pickleball courts, indoor pool, playground, walking track, and more. Convenient access to the CTA Blue Line, 90/94 expressway, restaurants, coffee shops, nightlife, and everything nearby Logan Square and Avondale have to offer.

3850 W Diversey Avenue, Chicago
$905,000
7 Beds ⋅ 3 Baths ⋅ 12658162 MLS ⋅ CLOSED Status
Incredible opportunity to own an oversized brownstone two flat in Lincoln Square! Situated on a 30 ft wide lot, the two units are both very large. The first floor unit offers 3 bedrooms and 1 full bathroom with large living and dining rooms and kitchen. The second floor unit is even more spacious with 4 bedrooms and 1 full bath. The lower level provides multiple options for use. With two egresses, the new owner could look to make a third unit or possibly duplex down from the first floor unit. Loads of potential for this expansive two-flat, so bring your ideas. Can't beat the size and space of the units, nor can you beat the Lincoln Square location. Easy walk to the brown line, the heart of the Square, Wells Park, farmers markets, Waters Elementary and so much more!

4734 N Artesian Avenue, Chicago
$851,800
5 Beds ⋅ 3 Baths ⋅ 12656291 MLS ⋅ CLOSED Status
Great use of space and more available to capture in the basement with this great Logan Square two flat. Just two blocks away from Koz Park, this building provides a great owner's duplex up along with a simplex first floor unit. The unique owner's duplex up provides three bedrooms on the top floor along with a shared full bath. Additional office space on the main floor off the living room provides nice separation. The bright front living room looks onto the tree-lined street, while the kitchen on the back connects nicely to a dining area and small family room/music room/kids play area. A full bathroom rounds out the main floor of the duplex. The interior spiral staircase provides quick access to the top level while the back porch stairs allow more freedom for carrying items and moving furniture. The first floor renter's unit has two bedrooms, one full bath, a nice-sized kitchen with island and a vintage built-in pantry that adds charming character. The basement was a separate unit many years ago with decent head height. Current owner uses as an additional office/lounge space. Possible opportunity there for an ADU or duplex down. Rounding this lovely property out is a two car garage and a beautiful fenced yard on a slightly wide 27' lot! Separate furnaces on each floor with 3 separate A/C condensers. Building in full compliance of Preservation Ordinance.

2735 N Ridgeway Avenue, Chicago
$671,000
2 Beds ⋅ 3 Baths ⋅ 12657562 MLS ⋅ CLOSED Status
Remarkable, turn-key brick 2-flat in Arcadia Terrace! Enjoy top rated nearby elementary school, nature park along with close proximity to Lincoln Square's vibrant restaurant and shopping scene. Perfect for an owner occupant or a savvy investor, this property has been meticulously updated. Recent improvements include new windows, masterful replastering, tuckpoint and exterior work, hardwood floor restoration, etc.. The property offers value-add potential. The basement features front and rear entrances, ideal for a future ADU. Outside, a massive brick garage offers great storage and potential for a secondary ADU. Truly a rare, worry-free find in a fantastic location.

5633 N Artesian Avenue, Chicago
$89,000
6 Beds ⋅ 2 Baths ⋅ 12656170 MLS ⋅ CLOSED Status
Price improvement alert! This classic corner-lot multi-unit property is ready for its next chapter and offers plenty of space for buyers with vision, creativity, and renovation ideas. Whether you're exploring a long-term hold strategy, planning updates over time, or considering a full transformation, this property presents flexibility and room to grow. Each unit features 3 bedrooms, 1 bath, formal dining rooms, and kitchens spacious enough to accommodate the addition of a breakfast bar or expanded gathering space. The layout offers functionality while leaving room for customization and modernization to match your style or project goals. An enclosed rear porch adds additional usable space and everyday convenience, while the basement provides the opportunity for a dedicated laundry area, storage, workshop setup, or future reconfiguration possibilities. Outside, the corner lot placement offers added visibility and outdoor space, complemented by a 2-car garage for parking and storage needs. Yes, there's work to be done-but for the buyer ready to bring ideas and updates, this property may be the perfect canvas to unlock its potential. Located in Chicago's Roseland area, the property offers convenient access to neighborhood parks, shopping, dining, schools, public transportation, and major commuting routes including I-57 and I-94. Nearby amenities include Palmer Park, local retail corridors along Michigan Avenue and 103rd Street, the Roseland Medical District area, and convenient CTA and Metra connections for commuting throughout the city and surrounding suburbs. Properties with this amount of space, layout flexibility, and potential are becoming harder to find. Bring your contractor, your creativity, and your plans-this could be the opportunity you've been waiting to bring back to life.

501 W 103Rd Street, Chicago
$1,410,000
8 Beds ⋅ 7 Baths ⋅ 12650811 MLS ⋅ CLOSED Status
A stately Chicago beauty with incredible curb appeal and potential is on the market for the first time in over 40 years. This lovingly maintained, fully leased, legal 4-unit building is not to be missed. Situated on one of Lake View's most coveted blocks, this building offers an amazing opportunity for renovation (lot 25'x133' and zoned RM-5) or to assume a robust investment property. Apartments 1, 2 and 3 all have oak hardwood flooring in the main living areas & carpeting in the bedrooms, wood burning fireplaces in the living rooms & rear decks. All 4 apartments have gas water heaters, central air and gas forced heat; tenants pay gas, electric & internet. The top floor of the building, Apt. #3, has 2 bedrooms / 1.5 baths. Apt. #2 has 2 bedrooms / 1.5 baths. The first-floor unit, Apt. #1, has 2 bedrooms / 1.5 baths and is month to month (needs 120 days' notice to vacate). The garden unit was renovated in the past few years, has 2 bedrooms and 1 bath, and will be available for occupancy this summer. All apartments have access to coin laundry in the basement & individual storage closets. A substantial rear yard offers private outdoor space for the building with no alley behind it. Located on charming Buckingham Place, a one-way street in Lake View, this building is in the heart of it all with easy access to public transit, the restaurants & bars of both Wrigleyville and North Halsted, a short distance to Belmont Harbor & Lake Michigan. Please note, this property is being conveyed AS-IS due to age and condition of roof. No alley behind this block = no parking.

708 W Buckingham Place, Chicago
$285,000
6 Beds ⋅ 2 Baths ⋅ 12656876 MLS ⋅ CLOSED Status
THIS IS A GREAT OPPORTUNITY FOR NEW AND SEASONED INVESTORS. LIVE IN ONE UNIT AND RENT OUT THE OTHER! THIS MODERN AND UPDATED 6 BEDROOM/ 2 BATHROOM 2 FLAT UNIT OFFERS SPACIOUS LIVING WITH AN EXTRA DEN IN BOTH UNITS. DONT MISS YOUR OPPORTUNITY TO INVEST IN RAPIDLY GROWING SOUTH SHORE. THIS UNIT BOASTS NEW WOOD LAMINATE FLOORING, A NEW MODERN KITCHEN AND NEW STYLISH BATHROOM. BOTH SIDING AND ROOF WAS REPLACED A FEW MONTHS AGO THERE IS PLENTY OF CLOSET ALL AND PANTRY SPACE AS WELL AS AN ENCLOSED BACK PORCH FOR STORAGE.

8739 S Colfax Avenue, Chicago
$68,000
5 Beds ⋅ 2 Baths ⋅ 12657681 MLS ⋅ CLOSED Status
Revitalizing Englewood...this 2-family home is ready to be restored to its multi-family status or converted to a modest single-family home. Bring your design ideas and your architect. Wrought iron fencing. Probate.

650 W 60Th Street, Chicago
$999,999
5 Beds ⋅ 2 Baths ⋅ 12655638 MLS ⋅ CONTINGENT Status
North Center/Lincoln Square! Welles Park/Coonley School/ Queen of Angels School/ Brick 2 Unit with basement and laundry 2yr New 2 Car Garage, 3bdrm 1bth and 2bdrm 1bth units with hardwood floors, Gas forced heat and Central air. Same owners since 1985! Restaurants, Cafes, Old Town School, Davis Theater, Convenient transportation. SOLD "AS IS" Conventional or "CASH OFFERS ONLY " please see additional info

4315 N Oakley Avenue, Chicago
$190,000
3 Beds ⋅ 2 Baths ⋅ 12658194 MLS ⋅ ACTIVE Status
You've waited to rehab this gem in the heart of Austin. The wait is over! These bones are waiting to be made fat again.

722 N Laramie Avenue, Chicago
$750,000
5 Beds ⋅ 2 Baths ⋅ 12658321 MLS ⋅ CLOSED Status
Experience the perfect harmony of 19th-century craftsmanship and modern living in this stately brick two-flat in the heart of Humboldt Park. The first floor 3 bed apartment showcases a soulful blend of historical character and contemporary comfort, featuring original wood built-ins, arched doorways, an updated kitchen with classic farmhouse sink and walk-in pantry, and fully gutted bath with charming tiles. The primary bedroom has a lounging area with a walk-in closet. The 2nd floor 2 bed apartment shines with an updated kitchen, walk-in pantry and ample storage space. Abundant natural light throughout, both apartments have proper living and dining areas, quartz kitchen countertops, central air/heat, in-unit laundry and enclosed porches. The unfinished basement offers plenty of storage and future potential for a duplex down, or possible third unit with beautiful tin tile, 7'5" ceilings. Full roof and gutter replacement on the home and garage in 2021. All plumbing replaced. Outdoor living is redefined by the professionally landscaped yard with privacy birch trees illuminated by FX Luminaire lighting system, maintenance-free astroturf, a paver walkway, custom built seating and vibrant, established perennial gardens. This home offers a front-row seat to the scenic Humboldt Park, an urban oasis of nearly 200 acres. Enjoy a peaceful walk or run on endless trails, drift across the lagoon in a swan boat, picnic in the formal gardens, watch a thrilling soccer game, or cool off at the beach. The excitement continues just around the corner to the neighborhood's acclaimed culinary scene; enjoy a glass of wine at Rootstock, a refreshing cocktail at the California Clipper & Hi-Lo, or a morning pastry at local favorites like Spinning J, La Boulangerie, and Cafe Colao. With close proximity to public transit hubs and the city's best dining and entertainment, this home is a rare sanctuary that captures the heartbeat of Chicago. Step inside and see why this lifestyle is truly unique!

1017 N Richmond Street, Chicago
$625,000
6 Beds ⋅ 3 Baths ⋅ 12599513 MLS ⋅ CLOSED Status
Well-maintained legal 3-unit property offering a truly low-maintenance ownership opportunity. The property features a two-flat in the front and a separate coach house in the rear, equipped with its own heating and central air systems. Exterior work last completed in 2012, including new roofs, siding, gutters, and downspouts. Newer concrete sidewalks further enhance the property's curb appeal and functionality. Interior improvements include new sewer line (2020), new sump pumps (2020) and new electrical panels (2020) among other small improvements (property professionally managed during this ownership)! All 3 units have 2 bedrooms and 1 bathroom. Main house has full basement with coin laundry. Coach house has attic and basement with it's own laundry AND exterior parking space. Opportunity to live in the 1st floor unit that is currently vacant (market rent $1800/month). Oversized lot situated in a desirable neighborhood. Easy investment opportunity!

6316 W Warwick Avenue, Chicago
$649,900
6 Beds ⋅ 2 Baths ⋅ 12657416 MLS ⋅ ACTIVE Status
Incredible Two-Flat in the Sought-After Jefferson Park Neighborhood! Don't miss this beautifully maintained and updated two-flat offering exceptional value for both investors and owner-occupants. Each spacious apartment features 3 bedrooms and 1 bathroom with an excellent, functional layout, abundant natural light, and beautifully refinished hardwood floors throughout. Both kitchens have been tastefully updated with white cabinetry, quartz countertops, and modern finishes, while the bathrooms have been stylishly renovated. Additional improvements include updated electrical panels, providing peace of mind for years to come. The property also offers a 2-car garage, private basement storage space for each unit, and separate washers and dryers for added convenience. Ideally located within walking distance to Indian Road Park and Hitch Elementary School, with easy access to shopping, dining, transportation, and everything Jefferson Park has to offer. A truly turnkey opportunity in one of Chicago's most desirable neighborhoods!

6029 N Austin Avenue, Chicago
$1,160,000
5 Beds ⋅ 3 Baths ⋅ 12658043 MLS ⋅ CLOSED Status
Beautiful and classic extra wide vintage brick 2-flat on an oversized 30 foot wide lot in Chicago's hottest neighborhood. The property is located in the coveted Bell Elementary School District on one of the most desirable blocks in Roscoe Village. Current layout: Unit 1: duplex down 3BD/2BA, Unit 2: 2BD/1BA. This building works well for all buyer types: owner occupant house hackers, investment property owners, conversion to SFH, or new construction builds.

3531 N Oakley Avenue, Chicago
$500,000
7 Beds ⋅ 3 Baths ⋅ 12658356 MLS ⋅ CLOSED Status
3-Unit Rehabbed Gem in Brighton Park - Turnkey Investment Opportunity! This fully vacant, beautifully rehabbed 3-unit building in desirable Brighton Park is ready for its next chapter. With 7 bedrooms and 3 full bathrooms across the units, modern finishes throughout, and strong rental appeal, this property offers immediate income potential or multi-generational living. Property Highlights: Upgrades with modern finishes: sleek kitchens, stylish bathrooms, new flooring, fresh paint, and high-quality fixtures. New roof - complete tear off. Spacious layout totaling 7 bedrooms - ideal for maximizing rental income with separate units. In-unit laundry in the first-floor unit for added owner/tenant convenience and premium rent potential. Modern finishes create a bright, inviting atmosphere in every unit. Vacant and move-in ready - no waiting for tenants to vacate! Located in Brighton Park, you're close to parks, public transportation, & schools. Whether you're an investor seeking strong cash flow from a fully updated multi-unit or a buyer wanting a large home with rental upside, this property checks every box. Don't miss your chance to own a turnkey building. Schedule your private showing today!

4429 S Fairfield Avenue, Chicago
$599,900
4 Beds ⋅ 3 Baths ⋅ 12658129 MLS ⋅ ACTIVE Status
HOT property, East Ukraine Village. Walking distance from Wicker Park, Blue Line, schools, shopping, restaurants and minutes from downtown. THE neighborhood to build in.

1636 W Augusta Boulevard, Chicago
$3,600,000
7 Beds ⋅ 7 Baths ⋅ 12644647 MLS ⋅ ACTIVE Status
33 E Division was originally constructed in 1881. This historic Potter Palmer Greystone sits on a rare 23.5-foot-wide lot - one of the few wider residences built in the Gold Coast during that era. This historic property encompasses over 7,000 square feet across six levels and is currently configured as four income-producing apartments, with a rare four-car tandem garage created from the former fifth apartment and the original one-car garage. Whether maintained as an investment property, transformed into a boutique luxury residence, or restored into a magnificent single-family mansion, the opportunities here are truly endless. Each apartment throughout the building includes soaring 10+ foot ceilings, original millwork, stained glass, hardwood floors, carved oak mantels, and marble fireplaces. Lovingly maintained by the same owner for nearly 50 years, the property has many updates, including windows, electrical, plumbing, HVAC systems, and roof #1: A ground-level studio with a fireplace, generating $2,000 per month. Lease expires 4/30/27 #2: A generously sized bi-level 2-bedroom, 2-bath residence featuring four fireplaces, a formal dining room, a jacuzzi tub, a steam shower, a private deck (20.5 x 8.0), and rare 4-car parking, generating $5,500 per month. Lease expires 4/30/27. #3: A 1-bedroom apartment and fireplace generating $2,500 per month. Lease expires 10/31/26. #4: A large bi-level 3-bedroom residence featuring three fireplaces, a balcony, a jacuzzi tub, a steam shower, and an expansive private rooftop deck (39.9 x 15.10), generating $6,200 per month. Lease expires 7/31/26 Located in the heart of Chicago's prestigious Gold Coast, just steps from the lakefront, Oak Street Beach, the Magnificent Mile with shopping & fine dining, plus designer boutiques on Oak Street. Just moments from Oak Street Beach and Lake Michigan, Michelin-rated dining, world-class shopping, celebrated entertainment, and renowned cultural attractions, this address delivers the very best of Gold Coast living.

33 E Division Street, Chicago
$379,900
8 Beds ⋅ 3 Baths ⋅ 12657318 MLS ⋅ CONTINGENT Status
Beautiful brick 2 unit offering an excellent opportunity for both owner occupants and investors. Updated throughout, including kitchens, bathrooms, basement, laundry hookups and mechanicals this property combines character, functionality, and income potential. The spacious first floor duplex unit offers 4 bedrooms and 2 bathrooms and is currently tenant occupied, providing immediate rental income. The second unit is available for immediate viewing. Ideal for buyers looking to build long term equity or investors seeking a versatile multi unit opportunity. Separate living spaces provide flexibility for owner occupancy, investment, or multi generational living. Conveniently located near everyday amenities, this property offers the chance to own a solid income producing building with room to make it your own. Schedule your private showing today! Pre- Approved buyers on please.

7704 S Carpenter Street, Chicago
$560,000
12 Beds ⋅ 3 Baths ⋅ 12648522 MLS ⋅ CLOSED Status
Opportunity knocks! This is your chance to own a Brand New rehabbed 3-flat in Chicago's rapidly growing South Shore neighborhood. This spacious property features over 5,000 square feet of living space with three (3) newly updated units containing four (4) bedrooms and one (1) bathroom per unit. The building has been extensively updated throughout with a tasteful, contemporary style. The property is located within walking distance of the Metra line and Rainbow Beach! Other area amenities include: a Jewel-Osco, local shops & restaurants, Jackson Park, the South Shore Golf Course and convenient access to Lake Shore Drive. This property also features a THREE car brick garage. YOU DO NOT WANT TO MISS OUT ON THIS OPPORTUNITY!!!

7515 S Essex Avenue, Chicago
$411,000
5 Beds ⋅ 2 Baths ⋅ 12657686 MLS ⋅ CLOSED Status
Grand Crossing | 2-Unit Greystone | Airbnb Income | Third Unit Potential A rare opportunity to acquire a fully stabilized, income-producing grey stone two-flat in one of Chicago's most connected and fast-evolving neighborhoods. Meticulously maintained and recently remodeled throughout, this property delivers immediate above-market cash flow - with a third unit conversion opportunity that sets it apart from the competition. Both units are generously sized, featuring open-concept living areas, modern flooring, updated bathrooms, and functional kitchens with contemporary finishes. Currently performing as short-term rentals, the units are producing compelling above-market yields from day one - making this an attractive, financeable asset for investors and owner-occupants alike. The building itself is built to last and ready to perform: classic grey stone construction, separate utility meters, a 2-car garage, and zero known deferred maintenance. No surprises. No heavy lifting. Just a truly turn-key investment. Ideally situated near public transit, neighborhood retail, and major corridors, with effortless access to South Shore Cultural Center, Lake Michigan, and the Loop. Whether you're a seasoned investor looking to grow your portfolio or an owner-occupant this grey stone delivers on every front.

7144 S Ingleside Avenue, Chicago
$250,000
8 Beds ⋅ 4 Baths ⋅ 12657589 MLS ⋅ CONTINGENT Status

4921 W Maypole Avenue, Chicago



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Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.