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4024 N California 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

5263 S Central 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

5047 W Chicago 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

4516 W Van Buren Street, 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

1059 N Lorel Avenue, 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

7320 S Oakley 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

616 W Willow 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

7349 W Ibsen 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

7430 S Evans Avenue, 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

6024 N Rockwell Street, Chicago
$574,000
5 Beds ⋅ 3 Baths ⋅ 12780200 MLS ⋅ CONTINGENT 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

4920 N Keeler Avenue, 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

1446 S Springfield 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

513 W 28Th Place, 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

616 W Willow Street, 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

5012 S Washtenaw Avenue, 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

9924 S Longwood Drive, 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

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

4319 W Jackson Boulevard, 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

6620 S Marquette Road, 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

7916 S Constance Avenue, 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

4104 N Richmond Street, 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



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