Browse All Chicago IL 5 Bedroom Properties for Sale

5 Beds ⋅ 2 Baths ⋅ 12770653 MLS ⋅ PENDING Status

Looking for your next investment project in West Englewood? This all-brick two-flat features two units, each with 3 bedrooms and 1 bathroom, plus a full basement with additional space for storage, a workshop, or future improvements. Whether you're an investor looking to renovate both units or a buyer interested in living in one unit while renting the other, this property offers plenty of possibilities. With some vision and the right updates, you can make this property your own and explore its potential. Bring your contractor, take a look, and see what you can do with this West Englewood two-flat. Great ARV Upside in this area. **Schedule your showing today!** Sold AS-IS

5529 S Winchester Avenue, Chicago

$995,000

5 Beds ⋅ 4 Baths ⋅ 12622017 MLS ⋅ ACTIVE Status

Lux New Construction Home right here in Chicago's Premier Gap Neighborhood. This Faboulous home pulls out all the stops. Walk in and you'll be greeted with Red Oak flooring throughout the home, Sun drenched living room with electric fireplace. Walk through to the Amazing Custom Chef's Kitchen complete with a Quartz book matched waterfall island with cabinetry on both sides of the island and overhang for seating plus attached family room. Custom Stainless Kitchen Aid appliances including a French door Refrigerator, Dishwasher, and a Kitchen Aid Gas Range with custom ventilation system plus a built in sharp microwave drawer. This Home Features Custom Light Fixtures, LED recessed lighting, custom fans, Kohler water fixtures, security camera system, pre wired for cable and internet. Walk upstairs to your Luxurious Master Bed and Bath retreat with a posh like bathroom that features a dual vanity, marble inspired flooring, plus heated Bathroom floors, soaking tub, glass enclosed walk in shower, walk in closets, plus a separate toilet closet. Also on the 2nd floor has its own laundry plus 2 more large bedrooms and full bath. Retreat down to the English basement filled with natural light. Custom Luxury Vinyl Flooring, Plus the whole basement has heated floors with its own separate boiler. Recreation room includes a downstairs wet bar along with beverage cooler. Plus 2 large bedrooms and a 2nd Laundry room. The whole home is wired for electric or gas appliances. The home is fully fenced with an awesome no maintenance trex decking, huge backyard and 2 car garage with party door. Garage is prewired for an electric vehicle charger. Home will be fully professionally landscaped. This Lux home is waiting for you and will be ready for occupancy in June.There's nothing like a Brand New Home Built by a local builder that resides in the neighborhood and has built many New Homes right here.. Great Location just west of the Lakefront beach and bike/walking trails. Minutes to the loop with Metra,cta bus and red/green line service nearby. Easy access to shopping ,grocery stores,White Sox stadium, Wintrust Stadium, McCormick place and so much more..This is Chicago's Premier Neighborhood! Call us today to find out more and set up your private tour.

3319 S Prairie Avenue, Chicago

$849,000

5 Beds ⋅ 4 Baths ⋅ 12761513 MLS ⋅ CONTINGENT Status

Spacious and beautifully maintained classic jumbo bungalow on an oversized 42-foot-wide lot, offering 5 bedrooms, 4 full bathrooms and living space on all three levels. The main floor features a welcoming foyer with original arched doorways, a large living room with bay windows and plenty of natural light, a formal dining room, and an eat-in kitchen with white cabinetry, Corian countertops and newer appliances. There are 3 bedrooms and 2 full bathrooms on the main level, including a recently remodeled ensuite bath. Hardwood flooring and newly installed recessed lighting run throughout much of the main floor. The finished upper level features 2 additional bedrooms and a remodeled full bathroom, along with recessed lighting and its own central heating and air system. The basement offers a large wood-paneled recreation room, with option to double as a bedroom, vinyl plank flooring, recessed lighting, an additional full bathroom. Laundry area, exercise space and plenty of storage. Recent updates include a new upper-level furnace in 2024, new main-floor furnace in 2025 and new water heater in 2025. The home also has zoned central heat and air. Outside, a private driveway leads to a 2-car garage and landscaped paver patio. This home is a must see!

2940 W Greenleaf Avenue, Chicago

$415,000

5 Beds ⋅ 2 Baths ⋅ 12782599 MLS ⋅ CONTINGENT Status

Nestled on a quiet, tree-lined, well-kept block in the heart of Portage Park, this classic two-story brick home is full of character, original details, and potential. Set on a 33-foot-wide lot with over 22 feet of interior width, the home offers a wider-than-typical footprint and a spacious layout. From the beautiful woodwork to the unique architectural touches throughout, this is the kind of vintage Chicago home that offers plenty of charm and an opportunity to make it your own. The first floor features hardwood flooring, original trim, and a decorative fireplace flanked by built-in shelving, with stained glass above and original-style sconces on either side. The main level offers two generously sized bedrooms, a full bathroom, a full-sized kitchen, separate living and dining rooms, a welcoming front vestibule, and a rear porch. Upstairs, you'll find three additional bedrooms, a second full bathroom, and a flexible space with plenty of storage. Two of the upstairs bedrooms feature particularly unique closet doors that hug the roofline, adding a distinctive architectural detail and vintage personality you don't see every day. With five bedrooms across two levels, there's plenty of space to work with. The basement offers approximately 7.5-foot ceiling height, providing an appealing starting point for those considering future expansion without the need to excavate to gain additional ceiling height. The brick exterior also appears to have been tuck pointed relatively recently. Outside, the property includes a nice sized backyard and detached two-car garage with a concrete slab in good condition. The location is another major highlight. Portage Park is known for its established residential streets, classic Chicago architecture, and strong neighborhood feel. The nearby 38-acre Portage Park offers plenty of room to enjoy the outdoors, with walking paths, a nature walk, a bike path, athletic fields, tennis courts, playgrounds, and an Olympic-size outdoor pool. Whether you're looking to get outside for a morning walk, enjoy a weekend at the park, or take advantage of the neighborhood's recreational amenities, there's plenty to appreciate nearby. Local restaurants, coffee shops, shopping, and public transportation add to the area's everyday convenience. The home is in need of substantial work, but the original character, generous layout, brick construction, and desirable location provide a great foundation for someone with vision. Whether you're an investor, contractor, or buyer looking to restore a classic Chicago home, this Portage Park property presents an opportunity to bring new life to a home with plenty of personality.

5505 W Pensacola Avenue, Chicago

$463,000

5 Beds ⋅ 3 Baths ⋅ 12782006 MLS ⋅ ACTIVE Status

Beautiful, well-maintained home with a spacious, functional layout and modern touches throughout. The main level features an inviting, light-filled living area, an updated kitchen with ample cabinet space, and a separate dining area perfect for everyday living and entertaining. The bedrooms are generously sized, and the master bedroom has its own private bathroom. The finished lower level adds comfort and flexibility with valuable extra living space ideal for a family room, recreation area, home office, or gym. Enjoy several freshly updated bathrooms, a dedicated laundry area, and plenty of storage throughout the home. The backyard provides a wonderful outdoor space perfect for get-togethers, relaxing, or summer fun. Nestled in a sought-after neighborhood near parks, schools, shopping, dining, and major highways. A move-in-ready home that offers something for everyone in the family!

4951 W Concord Place, Chicago

$519,999

5 Beds ⋅ 2 Baths ⋅ 12782142 MLS ⋅ ACTIVE Status

**Great Opportunity! Updated Two-Unit Property with Income Potential** Enjoy the flexibility of living in one unit while generating rental income from the other. This well-maintained two-unit property offers comfortable living spaces and numerous updates completed in 2023. **Unit 1** features new flooring throughout, an updated bathroom with a new sink and toilet, and new ceiling fans in the living room and bedrooms. **Unit 2** offers a spacious second-floor duplex layout extending into the attic, which includes one additional rooms and extra area. Completely renovated in 2023, this unit features new flooring, updated electrical wiring, modern lighting, and an updated bathroom with new fixtures, a toilet, shower, vanity cabinet, and mirror. The kitchen boasts new cabinets, a quartz island, and quartz countertops. Unit 2 and the attic are ducted for central air and ready for furnace installation. Additional exterior improvements completed in 2023 include a new deck, new siding, and exterior chimney. Separate gas and electric meters and separate boiler systems for each unit provide added convenience. The spacious basement offers excellent potential for additional storage, a workshop, recreation space, or future customization-providing a great opportunity to add value and tailor the space to your needs. A great opportunity for owner-occupants or investors seeking a versatile property with income potential and significant updates already completed!

2510 N Rutherford Avenue, Chicago

$385,500

5 Beds ⋅ 2 Baths ⋅ 12782244 MLS ⋅ ACTIVE Status

Beautifully rehabbed brick two-flat featuring 5 bedrooms and 2 bathrooms. Both units offer hardwood flooring, updated kitchens with stainless steel appliances, ceramic tile, and updated bathrooms. Full walkout basement with exterior access and additional storage, plus a detached 2-car garage. Both units are occupied, providing income potential for investors. First floor unit is 2bedroom second floor is 3bedroom. One unit is on a month-to-month lease. An excellent opportunity to add an income-producing property to your portfolio. Schedule your showing today!

6943 S King Drive, Chicago

$250,000

5 Beds ⋅ 2 Baths ⋅ 12782452 MLS ⋅ ACTIVE Status

Welcome to this charming single-family home nestled in the fast-appreciating Gage Park neighborhood, surrounded by all the amenities this vibrant community has to offer. This spacious 2-story home features 5 large bedrooms with closets, 2 full baths, and a large eat-in kitchen - all designed for comfortable everyday living. The main floor bathroom has been beautifully remodeled and includes a whirlpool tub. Major updates throughout include new windows, new A/C, and a new boiler for year-round comfort and peace of mind. The full finished walkout basement offers even more living space with a full bath, family room, and bar - perfect for entertaining. Outside, enjoy a concrete patio, a front iron fence, a new private fence in the backyard, and a detached 2-car garage. Ideally located just minutes from Gage Park, Marquette Park, and several neighborhood schools, with Pete's Fresh Market and popular local restaurants nearby on Kedzie. Convenient access to I-55 and Midway Airport makes commuting a breeze. A wonderful opportunity in one of Chicago's most accessible and growing neighborhoods!

5730 S Washtenaw Avenue, Chicago

$220,000

5 Beds ⋅ 3 Baths ⋅ 12770842 MLS ⋅ ACTIVE Status

Welcome to this beautiful home offering five bedrooms and two full bathrooms, plus an additional bedroom and full bathroom in the basement. Several updates and new appliances add convenience, while the versatile layout provides plenty of room for everyday living. Sold as-is. Nearby amenities include Hermitage Park, Lindblom Park, and the West Englewood Branch Library, with convenient access to CTA bus routes along Ashland Avenue and Garfield Boulevard.

5727 S Hermitage Avenue, Chicago

$429,900

5 Beds ⋅ 3 Baths ⋅ 12778645 MLS ⋅ ACTIVE Status

Large five bedroom home on a corner lot in rapidly appreciating South Shore! Two additional possible bedrooms in the basement. Property was previously used for related living and has front and rear entrances to the second floor. Basement finished with two possible additional bedrooms and a full bathroom. Two car detached garage with side driveway. Recently updated throughout and move-in ready. Broker Owned.

7659 S Bennett Avenue, Chicago

$349,900

5 Beds ⋅ 3 Baths ⋅ 12782319 MLS ⋅ ACTIVE Status

If you're looking for a multi-unit building for cash flow or owner occupation, look no further. This solid brick building has three units: two bedrooms and one bathroom on the first and second floors, and one bedroom and one bathroom in the basement. It is close to shopping malls and transport links. Please schedule viewings today.

7841 S Loomis Boulevard, Chicago

$434,900

5 Beds ⋅ 3 Baths ⋅ 12780798 MLS ⋅ ACTIVE Status

4914 W Van Buren Street, Chicago

$1,500,000

5 Beds ⋅ 5 Baths ⋅ 12777163 MLS ⋅ ACTIVE Status

Your dream of finding a prestigious country estate in the City of Chicago has come true! Old Norwood Landmark District, half acre, mature landscaping, 4 car brick garage. Impeccable old world craftsmanship, wood arches, walnut panels imported from Europe 100 years ago. Leaded glass windows with original pull down screens in LR, DR, kitchen and den, stained glass windows, beveled glass transoms...impeccable finishes throughout. Four bedrooms on second floor, 3rd floor suite. Updated kitchen, custom cabinets opens to family room, which opens to deck. Unfinished basement, wine cellar, workshop area. Spectacular yard, cobblestone driveway. No expense has been spared on every single detail in this house. Walk to Metra and Harlem Blue Line. 10 minutes from O'Hare Airport.

5627 N Newcastle Avenue, Chicago

$415,000

5 Beds ⋅ 2 Baths ⋅ 12781895 MLS ⋅ ACTIVE Status

BACK ON THE MARKET & BETTER THAN EVER! Major improvements are already complete, including a NEW MAIN ROOF, NEW FRONT PORCH ROOF, NEW CHIMNEY, NEW FIRST-FLOOR BOILER, and UPDATED ELECTRICAL! This well-maintained two-unit property in Chicago's Austin neighborhood offers the perfect combination of modern upgrades, timeless charm, and investment potential. The property features a spacious 3-bedroom, 1-bathroom unit on the second floor and a 2-bedroom, 1-bathroom unit on the first floor. Both units offer hardwood floors, spacious living and dining areas, and renovated spa-inspired bathrooms. Both units enjoy radiant heat, separate utilities, and individual boiler systems for added convenience and efficiency. Looking for even more potential? The first floor offers the opportunity to duplex down and expand your living space. Complete with two-car parking, this property is ideal for owner-occupants looking to house hack or investors seeking their next opportunity. The major upgrades are done, and the possibilities are yours to explore. Schedule your private showing today!

5228 W Quincy Street, Chicago

$279,000

5 Beds ⋅ 3 Baths ⋅ 12781834 MLS ⋅ PRICE CHANGE Status

Amazing opportunity with this brock two unit in Chicago. It is move in ready but needs TLC and a basic cosmetic rehab to get it to its full potential. All utilities work, that is move in ready. It just needs appliances and furniture. This two unit is metered and set-up to go for a possible landlord situation. Be your own boss! In its current conditions, it will not pass FHA. Seller will only be considering cash and hard money offers and FHA 203K loans.

4605 S Fairfield Avenue, Chicago

$1,399,900

5 Beds ⋅ 4 Baths ⋅ 12778602 MLS ⋅ CONTINGENT Status

Stunning single-family home directly across from Horner Park, offering beautifully appointed interiors, exceptional outdoor spaces, and impeccable condition. Built in 2014, this meticulously maintained residence features 5 bedrooms and 3.1 baths across 3 finished levels, with a gated entrance and limestone front steps creating an impressive arrival. Hardwood floors, detailed millwork, and elegant ceiling treatments complement the main level's inviting living room with gas fireplace and separate dining room. The beautifully designed kitchen features an expansive island, abundant cabinetry, a walk-in pantry, separate cooktop and double wall ovens, a warming drawer, and reverse osmosis water filtration with a dedicated faucet. An adjoining family room showcases a striking stone fireplace with gas and wood-burning capability, a coffered ceiling, and a wet bar with beverage refrigerator. Step outside to the rear deck, which connects directly to the pergola-covered garage roof deck for seamless indoor-outdoor entertaining. The second floor offers 3 bedrooms, a Jack-and-Jill bath, a separate hallway bath, a dedicated laundry room, and a deck off one bedroom. On the top floor, the luxurious primary suite features 2 walk-in closets, a private front deck overlooking the park, and a spa-like bath with a whirlpool tub, steam shower with multiple shower heads and body sprays, and separate vanities. A fifth bedroom enjoys its own rear deck. The unfinished garden level offers a wide-open layout, separate utilities, and potential for future in-law accommodations. An exceptional combination of refined finishes, generous living space, and outdoor retreats in a prime park-front setting.

4024 N California Avenue, Chicago

$449,900

5 Beds ⋅ 3 Baths ⋅ 12780323 MLS ⋅ ACTIVE Status

Exceptional multi unit income potential in highly desirable Garfield Ridge!This traditional frame multi-family property offers a unique and highly versatile layout for both savvy investors and house hackers. Features two independent, sun filled units each offering a functional 2 bedroom, 1 bathroom floor plan. Adding massive value to this property is the top floor studio unit / in-law arrangement situated right above the second floor, complete with its own bathroom and kitchen Perfect for multi generational living, a private home office, or maximizing your monthly rental streams. A massive bonus for city living , the exterior features an expansive parking area capable of comfortably fitting up to 6 vehicles .A premium asset for tenants. The property is ideally located just minutes from Midway Airport, local transit, schools, and parks. Bring your finishing touches to unlock immediate equity and premium cash flow in this versatile investment property!

5263 S Central Avenue, Chicago

$229,900

5 Beds ⋅ 2 Baths ⋅ 12780662 MLS ⋅ CONTINGENT Status

Fantastic investment opportunity in Chicago's Austin neighborhood! This solid 2-flat features two well-proportioned units, Unit 1 boasts 3 bedrooms, 1 bathroom; Unit 2 offers 2 bedrooms, 1 bathroom. Large rear yard offering plenty of outdoor space, complete with a dedicated rear parking pad for off-street convenience. Conveniently situated near public transportation, major thoroughfares, local parks, and shopping, offering high tenant demand and solid rental potential. Currently tenant-occupied on a flexible month-to-month basis, offering immediate rental income upon closing or room for full repositioning. Bring your updates and ideas to maximize market rents in a rapidly developing location near public transportation, local schools, and major roadways. Room counts and sizes are estimates. Sold AS-IS. Real estate taxes prorated. Seller will not provide survey or disclosures. Tenant occupied on a month-to-month lease; please do not disturb tenants. Showings require 24-48 hour advance notice. All buyers must submit proof of funds or a pre-approval letter with offers. Terms & Conditions: Sold in AS-IS condition. Seller will provide no surveys nor disclosures, and real estate taxes will be prorated. Bring your buyers and investment strategies today!

5047 W Chicago Avenue, Chicago

$399,900

5 Beds ⋅ 2 Baths ⋅ 12780807 MLS ⋅ ACTIVE Status

*****This Property Qualifies for $50k in Down P Assistance!***** Living, Redefined. Welcome to a beautifully reimagined residence where timeless Chicago character meets sophisticated modern living. Thoughtfully renovated throughout, this home combines warm tones, rich hardwood flooring, refined finishes, and an inviting luxury aesthetic across multiple levels of living space. The main level offers a bright, open feel with beautiful hardwood floors and an effortless flow between the living, dining, and kitchen areas-perfect for both everyday living and entertaining. Clean modern finishes are balanced with the home's original architectural charm, creating spaces that feel elevated yet warm and welcoming. Upstairs, generously sized bedrooms provide comfortable private retreats, while the entire attic level is dedicated to a stand-alone primary bedroom, creating a private escape separated from the rest of the home. The fully renovated basement dramatically expands the usable living space and includes a full bathroom and its own exterior entryway-ideal for a family room, home theater, guest accommodations, home office, fitness area, or extended living arrangement. Outside, the property continues the modern aesthetic with clean, minimalist landscaping and inviting outdoor space for relaxing or entertaining. Luxury has been redefined-not by excess, but through thoughtful design, warm finishes, beautiful craftsmanship, and versatile living spaces on every level. Welcome home!

4516 W Van Buren Street, Chicago

$474,900

5 Beds ⋅ 4 Baths ⋅ 12780799 MLS ⋅ ACTIVE Status

*****$50,000 DOWN P ASSISTANCE AVAILABLE***** Welcome to 1059 N Lorel Avenue-an exceptional, beautifully updated Chicago Victorian Residence offering an impressive amount of living space across multiple finished levels, situated on a highly desirable OVERSIZED CHICAGO LOT. Step inside to a bright and inviting open-concept floor plan featuring beautiful hardwood floors throughout and generous living and entertaining spaces. The main level offers a seamless flow between the living, dining, and kitchen areas, along with a convenient powder room for guests. The second floor features FOUR exceptionally spacious bedrooms, providing outstanding flexibility for family, guests, or home-office space, along with beautifully appointed bathrooms. Continue upstairs to the incredible private attic-level primary suite-a true owner's retreat featuring an en-suite bathroom and walk-in closets, creating a private sanctuary separated from the home's additional bedrooms. The FULL FINISHED BASEMENT provides even more valuable living and entertainment space and is perfectly suited for a HOME THEATER, recreation room, game room, gym, or additional family room. Altogether, the home features 5 spacious bedrooms, 3 full bathrooms + 1 half bathroom, an open floor plan, hardwood flooring, and extensive improvements including updated plumbing, electrical, flooring, and interior finishes. Outside, the oversized Chicago lot provides additional space for outdoor entertaining, recreation, gardening, and enjoying your own private backyard retreat. 5 BEDROOMS * 3.1 BATHS * PRIVATE PRIMARY SUITE * WALK-IN CLOSETS * 4 SECOND-FLOOR BEDROOMS * FULL FINISHED BASEMENT * HARDWOOD FLOORS * OVERSIZED LOT A rare opportunity to enjoy the space of a suburban home with the convenience of Chicago living. Move-in ready and designed to impress-drive-by and call to schedule your private showing today! Pase por la propiedad y llamenos hoy mismo para programar su visita privada! Hablamos Espanol!

1059 N Lorel Avenue, Chicago

$309,900

5 Beds ⋅ 2 Baths ⋅ 12780762 MLS ⋅ ACTIVE Status

We are back on the market and pleased to offer this designer driven 5 bed 2 bath renovation that transforms a classic Chicago brick bungalow into an absolute dream home in the heart of Gage Park. Gleaming hardwood floors set the stage throughout, leading you to a stunning galley kitchen outfitted with a striking all-stainless appliance package and breakfast bar - the kind of space that turns cooking into an experience. The main level unfolds with a sun-drenched living room, an elegant separate dining room, and two beautifully appointed bedrooms, while a stylish mud room keeps everyday life effortless. Upstairs, retreat to a serene primary suite alongside a fourth bedroom, both designed for rest and relaxation. But the real showstopper is downstairs: a fully finished lower level delivering a fifth bedroom, full bath, warm fireplace, and an expansive den built for entertaining, movie nights, or simply unwinding in style. Central air keeps every square foot comfortable, and a detached 2-car garage with off-alley access rounds out this rare, turn-key opportunity. This is bungalow living, reimagined - move-in ready and minutes from Gage Park High School and Mckay Elementary.

7320 S Oakley Avenue, Chicago

$489,999

5 Beds ⋅ 3 Baths ⋅ 12780601 MLS ⋅ ACTIVE Status

Investor's dream in Humboldt Park! This 2-4 flat offers strong rental income with plenty of upside and future potential. The property features a nonconforming basement, ideal for additional storage or a potential duplex-down conversion, plus a 2-car garage and backyard. A great opportunity to own an income-producing multi-unit property in Humboldt Park with room to add value over time. Schedule a showing today!

3333 W Pierce Avenue, Chicago

$199,000

5 Beds ⋅ 3 Baths ⋅ 12780266 MLS ⋅ ACTIVE Status

Terrific potential awaits in this solid brick 2-flat multi family property in Chicago's historic Burnside neighborhood. Needs work to reach its full potential. Priced perfectly to reflect the work needed, this is an incredible opportunity for a handyman, savvy investor, or an owner-occupant looking to build immediate equity while collecting rental income. This property is bank owned and sold AS-IS

852 E 88Th Street, Chicago

$2,395,000

5 Beds ⋅ 4 Baths ⋅ 12779844 MLS ⋅ CONTINGENT Status

An exceptional single-family home alternative in the heart of Lincoln Park, this beautifully renovated two-unit pairs a stunning three-bedroom, two-and-a-half-bath owner's duplex with a separate two-bedroom, one-bath first-floor residence-all within the sought-after Lincoln Elementary School District. Enjoy a spacious home with high-end finishes and outstanding outdoor space, plus the flexibility to generate rental income, accommodate extended family, nanny or college kids that come back to live with you, or explore a future single-family conversion. The owner's duplex up has been completely renovated in 2026 with sophisticated finishes and custom details throughout. New Marvin bay windows overlook tree-lined Willow Street, while the home's generous interior width creates an unusually spacious feel. New 5-inch white oak floors anchor the main living level. The stunning kitchen features custom oak cabinetry, Taj Mahal quartzite countertops, a marble backsplash, and premium Sub-Zero and GE Monogram appliances. A large island seats three, complemented by a spacious pantry closet, an adjoining dining area, and a dry bar with wine fridge. A charming powder room is also on this level. Upstairs, vaulted ceilings, skylights, and refinished white oak floors enhance three bedrooms, two full baths, and a versatile loft ideal for a home office or sitting area. The luxurious primary bath features limestone tile, Kohler Castia fixtures, a dual vanity, custom built-in cabinetry, and a skylight. Custom closet interiors throughout and conveniently located upper-level laundry add everyday functionality. A new wrought iron bridge connects the owner's residence to an impressive 20-by-18-foot garage rooftop deck with Trex decking and cedar privacy fencing-a private outdoor retreat for dining, entertaining, and relaxing. The separate first-floor residence offers two bedrooms, a full bath, its own kitchen, and comfortable living space. The kitchen and bath were previously renovated with classic finishes, while fresh paint, updated lighting, and newly refinished floors provide a welcoming finish. Use this residence for extended family, guests, or nanny accommodations, or help balance ownership costs with projected rental income of $4,000-$4,500 per month for 1st floor unit. Extensive improvements in 2026 include new Hardie board siding, Marvin windows throughout, five new Velux skylights, new roofs on both the building and garage, two new hot water heaters, and new landscaping and pavers in front and back. A two-car garage provides convenient parking, while a full unfinished basement offers great storage. 616 W. Willow offers a great alternative to a traditional single-family home or condo in a prime Lincoln Park location. Ask the listing agent for a complete list of improvements.

616 W Willow Street, Chicago

$335,000

5 Beds ⋅ 2 Baths ⋅ 12780408 MLS ⋅ CONTINGENT Status

Great investment opportunity in the Austin neighborhood! This property needs some TLC and offers strong potential for renovation, rental income, or value-add investment. Buyer and buyer's agent to conduct their own due diligence prior to submitting an offer. Located on Chicago's West Side, the property has convenient access to public transit (CTA Green Line & buses), parks and recreation nearby including Columbus Park, local retail and amenities, and easy connections to downtown Chicago. Sold as-is;Submit your offer today-don't miss this opportunity!

4912 W Fulton Street, Chicago

$875,000

5 Beds ⋅ 3 Baths ⋅ 12780338 MLS ⋅ ACTIVE Status

Nestled in the heart of Edison Park, Chicago's far northwest gem, this spacious brick and stucco home offers an incredible opportunity to create something truly your own. Known for its quiet, tree-lined streets, strong sense of community, highly rated schools, neighborhood parks, popular restaurants, and convenient transportation, Edison Park is a neighborhood you'll be proud to call home. Featuring 5 bedrooms and 3 full bathrooms, this home offers generous space for growing families, multigenerational living, guests, or flexible work-from-home arrangements. Cathedral ceilings and beautiful hardwood floors throughout the main level create a bright, open feel while adding timeless character and charm. The generously sized primary suite provides a comfortable private retreat with abundant natural light, plenty of room for a king-sized bed and sitting area, and a private en-suite bathroom. With a spacious layout, this home offers great potential to personalize and transform the space to reflect your own style. Situated on a rare double lot, the expansive yard provides exceptional outdoor space with many possibilities for entertaining, gardening, recreation, or creating your own backyard oasis. The oversized detached 2.5-car garage, complete with an 8-foot door, 10-foot ceilings, and tons of storage, is ideal for car enthusiasts, hobbyists, contractors, or anyone needing extra room for vehicles, tools, equipment, and more. Combining classic character, generous living space, an expansive lot, and an unbeatable Edison Park location, this is a wonderful opportunity to make a home your own in one of Chicago's most desirable neighborhoods. Come see the possibilities!

7349 W Ibsen Street, Chicago

$330,000

5 Beds ⋅ 2 Baths ⋅ 12778999 MLS ⋅ ACTIVE Status

This beautiful spacious 2-flat brick property for sale in Greater Grand Crossing offering an excellent opportunity for real estate investors, owner-occupants and buyers searching for a Chicago multi-family property with rental income potential. The first unit offers two bedrooms and one bathroom plus a basement that duplex down with additional room for more space with a washer and dryer. The second-floor unit features three bedrooms and one bathroom. The roof, hot water tank and furnace are approximately 5 years old. Rehab work was completed in 2021 and tuck point in 2026. There is a spacious backyard with a rear concrete pad for two car parking. Both units are occupied and leased for 1550 providing immediate rental income and room for increase.

7430 S Evans Avenue, Chicago

$574,000

5 Beds ⋅ 3 Baths ⋅ 12780200 MLS ⋅ PRICE CHANGE Status

Excellent Investment or Owner-Occupant Opportunity in Chicago! This Well-Maintained Two-flat offers Two Spacious Residences plus a versatile In-law Garden Unit. The Main-Level Unit features a Large Living Room and Adjoining Family Room, Separate Dining Room, Updated Kitchen with Granite Counters, Tiled Backsplash and Stainless-Steel Appliances, Two Bedrooms, One Full Bathroom and an Entry Area with Stairs that lead to the One Bedroom, One Bathroom In-Law Garden Unit with Family Room and Kitchen. The Upper-Level Unit features a Living Room, Dining Room that opens to the Updated Kitchen, Two Bedrooms, One Full Bathroom and a Sunroom. With Flexible Accommodations across Three Levels, this Property offers Outstanding Potential for Multigenerational Living and/or Rental Income with a Fantastic Opportunity to live in one unit while generating income from the others! Enjoy the Outdoors on the Patio that Overlooks the Landscaped Backyard and the Two Car Garage! The Prime Location is Moments to: CTA Bus Stops, Northeastern IL University, Loyola University, Kathy Osterman Beach, Local Parks, Tons of Dining Options, Shopping and Nightlife. This is an Estate Sale and Property is sold As-Is and Hold Harmless. Sellers does not provide survey or disclosures - please verify all details on your own.

6024 N Rockwell Street, Chicago

$725,000

5 Beds ⋅ 4 Baths ⋅ 12777038 MLS ⋅ CONTINGENT Status

Welcome to this expansive 5-bedroom, 3.5-bath home in desirable North Mayfair on a 30' wide lot, completely rebuilt on the original footprint of a classic Chicago bungalow with a full second floor added for tremendous living space. The main level combines generous room sizes with hardwood floors and an impressive newly renovated kitchen, designed for both everyday living and entertaining. Classic 42" white cabinetry, quartz countertops, stainless steel appliances, abundant storage and an oversized center island provide an incredible amount of prep and gathering space. Multiple living and dining areas, plus a 5th bedroom ideal for remote work, give the home the flexibility today's buyers are looking for. Upstairs, the spacious primary suite feels like a true retreat with a vaulted ceiling, large, organized walk in closet, and a serene bath featuring a double vanity, separate shower and jetted tub. Two additional bedrooms provide plenty of space for family, guests, home office or a combination of all three. The fully finished lower level dramatically expands the home's living space with an enormous family/recreation room, wet bar, additional bedroom, full bath and dedicated laundry area -great for guests, extended family, entertaining, working from home or creating a separate exercise or media space. Outside, the professionally landscaped backyard is another standout. A substantial stone paver patio, irrigated landscaping, exterior lighting, and multiple seating areas create a private outdoor retreat with plenty of room for dining, entertaining and relaxing. Additional highlights include newer HVAC with zoned heating and cooling systems, newer hot water heater, EV ready 2 car garage, generous storage, and a layout that offers exceptional versatility. The location is equally impressive-Gompers Park is just a few blocks away, while convenient access to I-90/94 makes getting around the city a breeze. Add in access to desirable neighborhood schools, including sought-after Taft High School, and it's easy to see why North Mayfair continues to be such a popular Northwest Side neighborhood. An incredible amount of space, versatility and outdoor living in a location that truly delivers!

4920 N Keeler Avenue, Chicago

$595,000

5 Beds ⋅ 4 Baths ⋅ 12775703 MLS ⋅ ACTIVE Status

Welcome to 1446 S Springfield Ave, a new 2-flat in Chicago's North Lawndale community. This property blends classic Chicago architecture with a completely modern interior renovation, offering an outstanding opportunity for an owner-occupant or investor. Each unit features a bright, open layout with contemporary finishes, modern kitchens, sleek cabinetry, stainless-steel appliances, updated bathrooms, hardwood-style flooring, generous natural light, and in-unit laundry. Brand-new mechanical systems and thoughtfully finished living spaces make this property truly move-in ready. Enjoy rear outdoor space plus convenient access to neighborhood parks, public transportation, schools, shopping, and major city thoroughfares. Nearby recreational amenities and Chicago Park District facilities add to the neighborhood appeal, while the location provides convenient access to the greater West Side and downtown Chicago. Qualified owner-occupant buyers may be eligible for up to $20,000 in Cook County Land Bank purchase assistance, subject to program requirements and approval. A tremendous opportunity to live in one unit while generating income from the other. Schedule your private showing today!

1446 S Springfield Avenue, Chicago

$1,250,000

5 Beds ⋅ 5 Baths ⋅ 12779964 MLS ⋅ ACTIVE Status

There were only two. Now that 515 is under contract, there's one. These are the homes people say they can't find. You know what they mean. Not enough square footage to host without shuffling furniture. Not enough privacy unless everyone is floors apart. Not enough separate spaces, so the kitchen becomes the dining room becomes the office becomes the game room, and nothing ever really changes. Here, every part of life has somewhere to go. Enough room that guests actually stay longer. Enough privacy that everyone has a door to close. Enough flexibility that work, downtime, exercise and gathering don't all compete for the same space. Watch how the main level works. The scullery lets your kitchen shine by keeping the appliances and mess out of the kitchen. The Costco room under the stairs is perfect for the bigger items. The mudroom gives coats, shoes and the day's debris somewhere to land before they land on you. The living room offers quiet when you need it. The family and dining room pulls everyone back together when you don't. Upstairs, three en-suite bedrooms give everyone privacy without the isolation of spread-out floors. The primary suite has three closets and showcases views of the preserved Romanesque architecture of this historic landmark building, now thoughtfully transformed into the Bridgeport Community Center. One of two Laundry centers lives on the bedroom floor, where it belongs. And that window brings the outside inside. Then there's the finished lower level. Guests can stay for a week without that "you've been here for a week" feeling. Kiddos can leave their games set up instead of packing them away every time the room needs to become something else. The recreation room absorbs late nights and game days before they spill into the main living spaces. Above it all, the finished rooftop office keeps work out of the bedrooms. No bedroom has to pretend to be something it isn't. The rooftop will be delivered with a membrane but without decking, leaving its future design to the new owner. Outside, the landscaped backyard and two-car garage complete the full-home feeling right in the city. Chinatown, the South Loop, downtown and Bridgeport's parks are all close by. Built by Kasper Builds and backed by a one-year warranty, this is a home that doesn't ask you to imagine how your life fits into it. It already has room for the life you actually live. Pictures are from 515 w. 28th Place which is under contract. There finishes are comparable.

513 W 28Th Place, Chicago

$2,395,000

5 Beds ⋅ 4 Baths ⋅ 12779848 MLS ⋅ CONTINGENT Status

This beautifully renovated Lincoln Park two-flat combines a stunning three-bedroom, two-and-a-half-bath owner's duplex-up residence with an attractive two-bedroom, one-bath first-floor apartment-all within the sought-after Lincoln Elementary School District. Live upstairs and help ownership costs with approximately $50,000 in potential annual rental income from 1st floor unit, use for extended family or a nanny, or retain both residences as an investment with projected combined rents of $12,000+ per month. The property also offers the opportunity for a future single-family conversion. The upper duplex has been thoughtfully transformed in 2026 with sophisticated finishes and custom details throughout. New bay windows overlook tree-lined Willow Street, while the home's generous interior width creates an unusually spacious feel. New 5-inch white oak floors anchor the main level. The beautifully designed kitchen features custom oak cabinetry with a sage-green island, Taj Mahal quartzite countertops, a marble backsplash, premium Sub-Zero and GE Monogram appliances, a spacious pantry closet, an adjoining dining room, and a coordinating dry bar with a wine fridge. A charming powder room features marble floors and a custom quartzite vanity. Upstairs, vaulted ceilings, skylights, and white oak floors enhance three bedrooms, two full baths, and a versatile loft ideal for a home office or sitting area. The gorgeous primary bath features limestone tile, Kohler Castia plumbing fixtures, a dual vanity, built-in cabinetry, and a skylight. Custom closet interiors throughout and a conveniently located upper-level laundry closet. A new wrought iron bridge connects the owner's residence to an impressive 20-by-18-foot garage rooftop deck with Trex decking and cedar privacy fencing-an inviting retreat for outdoor dining and entertaining. The first-floor unit features 2 beds 1 bath, a renovated kitchen and bath with classic finishes, along with updated lighting, and newly refinished floors and paint. Estimated rental income of $4,000-$4,500 per month adds meaningful value, with additional potential for short-term rental use subject to applicable licensing and approvals. Extensive building improvements in 2026 include new Hardie board siding, Marvin windows throughout, five new Veluxe skylights, new roofs on both the building and garage, 2 new hot water heaters, new landscaping and pavers in front and back and much more. A spacious two-car garage and full unfinished basement offers washer/dryer for 1st floor unit and additional storage for both units. Rental figures are projections. Agent owned interest.

616 W Willow Street, Chicago

$289,999

5 Beds ⋅ 2 Baths ⋅ 12774818 MLS ⋅ CONTINGENT Status

MULTIPLE OFFERS RECEIVED, HIGHEST AND BEST DUE OCT 12TH AT 8PM. Explore the possibilities of this 2-unit property in Chicago's Gage Park neighborhood, featuring a brick bungalow and a separate coach house at the rear of the lot. The front home offers 3 bedrooms and 1 bathroom, along with forced-air heating and central air conditioning. An unfinished walk-up attic and unfinished basement provide additional space for storage and future possibilities. The coach house features 2 bedrooms and 1 bathroom, forced-air heating, and its own walk-up attic. Cosmetic updates completed within the past year give the coach house a refreshed look. With 2 separate homes on 1 lot, this property offers flexibility for an owner looking to live in 1 unit and rent the other, or an investor seeking to add to their portfolio. Property is being sold "as-is."

5012 S Washtenaw Avenue, Chicago

$999,999

5 Beds ⋅ 5 Baths ⋅ 12779635 MLS ⋅ ACTIVE Status

A Rare Architectural Legacy on Prestigious Longwood Drive For the discerning buyer who appreciates exceptional architecture, rich history, and timeless craftsmanship, this extraordinary Mediterranean Renaissance estate offers an opportunity that comes along only once in a generation. Built in the 1920s and encompassing an impressive **4,724 square feet**, this distinguished residence stands as one of Longwood Drive's architectural treasures, where old-world elegance meets limitless potential. Every room tells a story, showcasing the artistry and meticulous craftsmanship that defined one of America's most celebrated architectural eras. From the moment you step through the grand entrance, you are welcomed by an unforgettable foyer anchored by a dramatic **turret-inspired winding staircase**, setting the tone for the home's remarkable scale and sophistication. Expansive entertaining spaces unfold gracefully, including a **ballroom-sized living room** centered around a stately fireplace and an elegant formal dining room designed to host unforgettable gatherings. Throughout the home, soaring ceilings, original transom windows, exquisite plaster detailing, handcrafted beam and coffered ceilings, and remarkable architectural millwork create an atmosphere of enduring luxury rarely found in today's construction. The kitchen serves as a true work of art, highlighted by one-of-a-kind custom metal artisan cabinetry that blends creativity with functionality while honoring the home's distinctive character. The upper level offers four spacious bedrooms and two baths, including an exceptional primary suite complete with a private sitting room, walk-in wardrobe, and ensuite bath-creating a tranquil retreat within this historic residence. On the main level, a fifth bedroom with its own ensuite bath, an elegant study, and an additional powder room provide ideal accommodations for guests or multigenerational living. The expansive basement extends the home's living and entertaining possibilities, featuring a recently renovated full bath, generous recreation space, and a dedicated workshop and storage area. Outside, a private courtyard-style garden invites quiet mornings and intimate evenings, while the sun-filled solarium offers a peaceful sanctuary bathed in natural light throughout the seasons. This is more than a home-it is a landmark residence waiting for its next steward. For those with a passion for architectural preservation and luxury living, this remarkable estate presents the rare opportunity to restore, personalize, and elevate one of Chicago's most captivating historic homes while preserving its extraordinary legacy for generations to come.

9924 S Longwood Drive, Chicago

$299,999

5 Beds ⋅ 3 Baths ⋅ 12771708 MLS ⋅ ACTIVE Status

ATTENTION INVESTORS & HOMEBUYERS! ONE PROPERTY, MULTIPLE POSSIBILITIES! Discover the incredible potential of this beautifully renovated, spacious 6-bedroom, 3-full-bathroom property at -- 104th Street! Originally a two-unit building, this property was converted into a single-family residence and extensively renovated in 2025, offering modern updates, generous living space, and exceptional flexibility. The thoughtfully designed layout features two bedrooms on the upper level, three bedrooms on the main level, and an additional bedroom and office in the fully finished basement, complete with its own separate entrance. Recent improvements include updated kitchens, bathrooms, flooring, stainless steel appliances, and much more! WHAT MAKES THIS PROPERTY STAND OUT? THE OPTIONS! Enjoy it as a spacious single-family home, explore opportunities for a group home, supportive living facility, shared housing, or other residential investment use, or take advantage of the ability to legally convert the property back into a two-unit building, subject to applicable permits and approvals. The finished basement provides even more flexibility for additional living space or future possibilities. Architectural plans documenting the previous conversion are available for review. Whether you're looking for a large home, an income-producing investment, or a property that can accommodate your next business venture, this one deserves your attention! SIX BEDROOMS. THREE FULL BATHROOMS. THREE FINISHED LEVELS. ENDLESS POTENTIAL! Don't miss this unique opportunity. Schedule your private showing today and imagine the possibilities!

Chicago

$350,000

5 Beds ⋅ 2 Baths ⋅ 12778343 MLS ⋅ ACTIVE Status

Greystone architecture and original details give this early 1900s two-flat a character that's distinctly Chicago. Projecting bays, tall windows, hardwood floors and original millwork bring warmth and architectural interest throughout two well laid out residences. The first-floor unit offers 2 bedrooms and 1 bath with separate living and dining rooms, an updated kitchen with granite countertops and stainless steel appliances, in-unit laundry hookup, and a primary bedroom with walk-in closet. Upstairs, the 3-bedroom, 1-bath residence features an expansive living and dining space, updated kitchen and bath, hardwood floors, and in-unit laundry hookup. A full unfinished basement offers additional storage, two points of egress, and utility. The rear of the property features generous outdoor space and parking for up to four vehicles. With two distinct residences, the property lends itself equally well to owner-occupancy or a fully income-producing investment. Located in West Garfield Park along historic Jackson Boulevard, with convenient access to CTA bus service, nearby Blue and Green Line connections, I-290, Garfield Park, and downtown Chicago.

4319 W Jackson Boulevard, Chicago

$289,000

5 Beds ⋅ 2 Baths ⋅ 12778915 MLS ⋅ CONTINGENT Status

Multiple Offers! Final offers due by Tuesday 10/13 9am. Solid Brick Legal 2 unit with Finished basement party room and bedroom. One unit occupied with Long term cha tenant. Other units vacant. Perfect for investor or owner occupant. Units recently updated and freshly painted. Fenched in backyard and brick garage.

8048 S Vernon Avenue, Chicago

$375,000

5 Beds ⋅ 2 Baths ⋅ 12777492 MLS ⋅ ACTIVE Status

Welcome to this classic Greystone two-flat in Woodlawn, with room to live and room to grow. The first-floor unit features 2 bedrooms, an open layout, hardwood floors and a gas fireplace for cozy Chicago evenings. Upstairs, the spacious 3-bedroom unit has its own gas fireplace and the same easy flow. Then head downstairs and picture what's next: a full-footprint basement approved for an ADU, with plumbing, its own electric meter and water heater, and two doors to the outside, giving you a real head start on adding future living space. The big-ticket items are done: roof (2021), new water meter (2026), newer furnaces and water heaters in both units, a rebuilt front porch and stairs (2020), and newer gutters. Out back, a poured 2-car slab is ready for a future garage. Bring your style and your vision to the finishes and make this home your own. Sold as-is. Minutes from the University of Chicago, Washington Park and the Obama Presidential Center. Come see the potential for yourself!

6620 S Marquette Road, Chicago

2235 W Oakdale Avenue Unit #16-B, Chicago

$1,750,000

5 Beds ⋅ 5 Baths ⋅ 12735373 MLS ⋅ ACTIVE Status

MOVE-IN READY! UPGRADED SALES MODEL HOME! Introducing RiverWard - a collection of 35 new construction, extra-wide row homes tucked along the north branch of the Chicago River. Perfectly situated in an idyllic location and with access to Southport, Roscoe Village, and the expressway, this exclusive offering will deliver contemporary new construction row homes never before available in the neighborhood. Residence 16-B, our BRAND NEW SALES MODEL, boasts a desirable location on the north bank of the Chicago River, delivering over 4400 SF of indoor and outdoor living space plus 415 SF private fenced yard. Designed by acclaimed-developer ZSD in conjunction with Sullivan, Goulette & Wilson, the EXTRA-WIDE (22 FEET!) home boasts sophisticated and functional design for today's homebuyer. Spanning four levels of living, this 4-bedroom residence delivers a huge entertainment room (with 100" TV!), family room, loft office with skyline views, private rooftop, and two car garage parking. All four bedrooms are on the same, upper level with the option to add a 5th bedroom to the first level. At the heart of this home is a spacious, contemporary kitchen, with immense cabinet count and integrated appliances from Sub-Zero, Wolf, and Bosch, designed to cater to both the casual cook and the culinary enthusiast. The massive quartz waterfall peninsula and full-height cabinetry throughout provides the desired function and storage expected from a single-family home. This home includes an open-concept living and dining room and a private 225 SF walkout terrace complete with pavers, gas, water, and electric. A separate Powder Room and oversize Family Room finish off the large main level. The impressive, extra-wide Primary Suite is designed as a personal retreat, color drenched in a custom green paint plus large dressing room and "wet room" bathroom with European glass shower, standalone tub, skylight, and double vanity with quartz countertop. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace with skyline views. As RiverWard's model residence, 16-B has been further elevated with upgraded finishes and thoughtful enhancements throughout every part of the home from custom paint to Lutron controlled shades and lights. Designer-quality quartz countertop and upgraded bathroom tile selections bring an added level of refinement, while a full wet bar with beverage cooler, Lutron smart lighting system, and custom electric window treatments add both function and convenience. Two side-by-side parking spaces in the extra-wide garage ensure you have all the comforts of a single-family home without any of the maintenance. RiverWard delivers contemporary new construction row homes with unparalleled access to the expanded Chicago RiverWalk. Construction pricing available from 1.7M to 1.8M. Delivering now! Contact Corwin Partners for a private appointment at Sales Gallery at 2977 N Clybourn.

2235 W Oakdale Avenue Unit #16-B, Chicago

$235,000

5 Beds ⋅ 2 Baths ⋅ 12778798 MLS ⋅ CONTINGENT Status

An Oversized & Impressive Two-Story Foursquare Single-Family Brick Home with attic & full basement combined space estimated at 3,350 square feet. First level boosts a lot of original charm & character with an entry way foyer, gorgeous original wooden staircase and post, two wooden "Colonnade's " only often seen in homes of this style & period, original stain glass windows in the dining room & hardwood floors throughout. Large living room adjacent to a formal dining room still has its original wood crown molding with open concept onto the kitchen & first floor half bath. Spacious second level adorns 4 bedrooms, a large full bathroom with a jacuzzi tub and separate stand-up shower. One of the bedrooms at the rear has an exit door leading onto the rear enclosed porch. Attic space has a bedroom and sitting room. Full basement with excellent ceiling height has some finished rooms, a laundry room, framed out & roughed in bathroom space, plus a rear exit. Massive yard space as this entire lot comes in at 7,783 square feet with a 3 Car Garage.

7916 S Constance Avenue, Chicago

$699,900

5 Beds ⋅ 3 Baths ⋅ 12778685 MLS ⋅ ACTIVE Status

PRICE DROPPED $50K!!! HIDDEN GEM IN HORNER PARK! A 1910 Classic Reimagined with Scandinavian Style - East Irving Park **MOTIVATED SELLER RELOCATING.** Less than .2 miles from Horner Park and the Chicago River, this home pairs the character of a 1910 build with clean, Swedish-inspired updates. Vintage hardwood floors, light-filled rooms, and a pared-back aesthetic throughout three finished levels. There are plenty of flex options with this 2,120-square foot space. The current residents used the 5 bedrooms as 3 bedrooms + 2 offices. The third floor's vaulted ceilings and master bedroom with en suite bathroom are a must-see. 7 major improvements added within the past two years: Brand new kitchen with all-new appliances, including two dishwashers. New high-efficiency AC/furnace installed in 2025. Seller reports a monthly gas bill averages under $175. Washer/dryer added to the second floor. New structural support beams. New drains, foundation seal, and basement water management system ensure this basement is as dry as it gets. New banisters and railings added to the second and third floors. New backyard. Removed the previous back deck and replaced with a new acacia wood patio and vegetable garden. Plenty of room available to add an additional back deck, garage, and any of your own personal touches. The main level features a living room, dining room, and open kitchen with island seating. A flexible room off the kitchen works as a 5th bedroom, office, den, or guest space. Second floor: 3 bedrooms and a full bath, plus 2nd-floor laundry for ease of access. The third-floor functions as a private bedroom retreat with vaulted ceilings, a sitting area, and an ensuite bath with soaking tub and separate shower. The backyard has a parking pad for 2 cars. Horner Park, the river and canoe launch, McFetridge ice rink, the Chicago Fire soccer pitch, and highly rated schools (Lane Tech, DePaul College Prep, Bateman Elementary) are all nearby in a neighborhood full of new construction and ongoing investment. Plenty of new, thoughtful updates in an unbeatable location - all in one home.

4104 N Richmond Street, Chicago

$200,000

5 Beds ⋅ 3 Baths ⋅ 12774163 MLS ⋅ ACTIVE Status

This vacant property offers the flexibility to begin improvements immediately. The second floor is already framed and ready for finishes. The first floor is in habitable condition with the original wood work preserved and is awaiting a rehab for modernization to make it a perfect owners unit. Interior staircase and basement bath already roughed in offers the opportunity to duplex down and have an expanded living space. Contact LA for interior photos. Bring your vision and explore the potential for your next family home, investment project or rental portfolio addition.

7359 S Dante Avenue, Chicago

$139,900

5 Beds ⋅ 2 Baths ⋅ 12777361 MLS ⋅ ACTIVE Status

Rare Chicago 2 Unit Building on a DOUBLE LOT. The first floor features 2 bedrooms and One Full Bath. The second floor includes 3 bedrooms with One Full Bath. 2 Car Parking Pad located in Rear off Alley. Hugh Yard Allows For Enjoyment. Don't Pass Up on This Opportunity. Close to Schools, Public Transportation, Expressway and Restaurants. SOLD AS-IS

9231 S Woodlawn Avenue, Chicago

$435,000

5 Beds ⋅ 3 Baths ⋅ 12778233 MLS ⋅ ACTIVE Status

2 Flat on a beautiful street in Albany Park! Perfect opportunity to owner occupy with income, or possible rehab to a single family home. Larger unit is a duplex up consisting of a 2 bedrooms on the main floor, family room, dining room, kitchen that leads out to a generous deck. 2nd floor has a large bedroom with ensuite bathroom. Garden/1st floor is a 2 bedroom with family room, proper dining room, workable size kitchen and bath. Interior door leads to a shared laundry room. Great backyard and 2 car garage.

4602 N Karlov Avenue, Chicago

$489,999

5 Beds ⋅ 3 Baths ⋅ 12777977 MLS ⋅ CONTINGENT Status

Three unit building in the hot Avondale market. Yes please! This building has 3 very livable units that will allow this building to function as a straight investment or a building that you live in while letting the rent from the other units help with your mortgage and expenses. Near restaurants, bars, records stores, The Alley, and more. This location has it all. Walking distance to both Roscoe Village and Logan Square. Easy 90/94 access. Don't let this opportunity pass you by.

2956 N Elston Avenue, Chicago

$378,999

5 Beds ⋅ 2 Baths ⋅ 12778091 MLS ⋅ ACTIVE Status

*** Wonderful legal 2 flat located in the west lawn neighborhood***Features 5 bedrooms and 2 bathroom*** 1st FL features 3 bedroom along with 1 bathroom, laundry unit and has its own furnace and water tank..*** 2nd FL features a 2 bedroom, 1 bathroom laundry area, furnace and water tank*** Has a 2.5 car garage with a overhead door along with patio cover convenient for your gatherings *** located near grocery stores, public transportation, elementary and high schools.*** COME SEE *** TENANTS HAVE BEEN EVICTED*** EASY TO SHOW*** WILL NOT LAST LONG!!!!

3704 W 58Th Street, Chicago

$699,900

5 Beds ⋅ 4 Baths ⋅ 12775345 MLS ⋅ ACTIVE Status

Welcome to 10980 Prospect in Chicago's Morgan Park neighborhood! This spacious Historical Victorian-style home offers incredible character, generous room sizes, and multiple levels of living space. The main level features a welcoming foyer, living room, family room, dining area, and a bright updated kitchen with white cabinetry, granite countertops, decorative tile backsplash, stainless steel appliances, recessed lighting, and hardwood flooring. The second floor offers multiple bedrooms, a full bath, and additional loft space. Continue to the third floor where you'll find the primary bedroom, walk-in closets, additional bath space, and a family room-providing plenty of flexibility for today's living needs. A basement provides even more storage, additional bedroom and usable space. Outside, the home's distinctive architecture, prominent bay windows, and expansive covered front porch add plenty of curb appeal. A unique opportunity to own a spacious home with classic character in Morgan Park.

10980 S Prospect Avenue, Chicago

$1,199,000

5 Beds ⋅ 3 Baths ⋅ 12773705 MLS ⋅ ACTIVE Status

Stunning Chicago jumbo 2 flat greystone just steps from Humboldt Park! Set on an oversized lot, this impressive greystone is exceptionally wide itself, taking advantage of the additional lot width and creating unusually spacious, open residences throughout. This truly special property offers an exceptional combination of classic character, generous living space, and thoughtful amenities. The spacious former owner's unit features beautiful hardwood floors throughout, an extra-wide open floor plan, an oversized bathroom, and the convenience of in-unit laundry. With its impressive greystone facade, oversized lot, exceptionally wide and spacious apartments, and prime location, this property offers a rare combination of character, scale, and location. The width of the units creates for expansive living and dining spaces with an open, feel that sets these apartments apart. An outstanding opportunity for an owner-occupant or investor seeking a distinctive multi-unit property in one of Chicago's most vibrant neighborhoods. Also ideal for someone looking to convert into a spectacular single family residence. Outside, a beautifully manicured lawn adds rare green space and wonderful curb appeal. The property also offers a common laundry room in the basement, three dedicated tenant storage areas, and a three-car garage. A truly special property that must be seen to fully appreciate its exceptional size, and character. Rent increases have been provided to tenants, with new rents scheduled to be in effect January 2027. New monthly rents: Unit 1 - $2,600; Unit 2 - $2,700; Garden Unit - $1,800, for total scheduled rental income of $7,100/month or $85,200 annually. Each apartment gets one designated garage spot included. Property also generates approximately $1,600/year in coin laundry income, bringing total projected annual income to approximately $86,800. **Second-floor dining room light fixture and bedroom fixture is owned by the tenant and is excluded from the sale. Seller and listing broker make no representation as to the legality of the basement apartment.

3244 W Potomac Avenue, Chicago

$1,350,000

5 Beds ⋅ 5 Baths ⋅ 12774709 MLS ⋅ CONTINGENT Status

A rare opportunity to own a historic Gold Coast row home where timeless architecture meets modern updates. Built in 1888 and set on an extra-deep 137-foot lot, this impressive 5-bedroom, 4.5-bath residence is filled with original character, including a hand-carved oak staircase, soaring ceilings, intricate millwork, seven decorative fireplaces, and a beautifully preserved stained-glass skylight. The main level offers gracious living and dining spaces that flow into an expansive kitchen featuring marble countertops, a breakfast bar, newer hardwood floors, a Wolf 6-burner range with double ovens and grill insert, Sub-Zero refrigerator, and Bosch dishwasher. A sun-filled breakfast area opens to the landscaped rear patio surrounded by a new cedar fence. Upstairs, the spacious primary suite features a bay window overlooking greenery, while an additional bedroom and flexible den provide options for a family room or office. The third floor offers two more generously sized bedrooms, a full bath, and access to a new east-facing TimberTech roof deck with incredible skyline views. The finished lower level adds even more living space with a large family room, built-in shelving, kitchenette, fifth bedroom, full bath, laundry room, and abundant storage. A detached 1.5-car garage completes the property. Perfectly positioned between the Gold Coast, Old Town, and River North, with easy access to restaurants, shopping, entertainment, and the exciting new North Union development. A truly special property offering the space of a single-family home, exceptional outdoor areas, and irreplaceable historic character in one of Chicago's most desirable locations. Explore the property in 3D! Click the 3D button to take a virtual tour and experience every detail.

919 N Lasalle Drive, Chicago

$185,000

5 Beds ⋅ 2 Baths ⋅ 12777239 MLS ⋅ ACTIVE Status

Welcome to this spacious 5-bedroom, 2-bath single-family home in Chicago's Englewood community! The main level features three bedrooms, while the upper level offers two generously sized bedrooms, providing plenty of flexible living space. Enjoy an eat-in kitchen with a large pantry, along with separate living and dining rooms perfect for everyday living and entertaining. Hardwood flooring and beautiful original woodwork add warmth and character throughout the home. With its spacious layout and inviting details, this home offers plenty of room to make your own. Buyer must assume tenants. Schedule your showing today!

7318 S Carpenter Street, Chicago

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