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$725,000
5 Beds 3 Baths 12672666 MLS ACTIVE Status
This well-kept craftsman home in Jackson Park Highlands is set on a 50 x 134 sf lot; what appears to be small and quaint from the outside is deceptively large at just under 4,700 sf. One large cozy room reveals itself to another with natural light that follows you throughout the day. This home features 5 bedrooms, 3 bathrooms, wrap-around terrace, expansive recreation room, and a two-car garage. Upon entering, the foyer opens up to a large hallway with views into the dining room and living room that is large enough to have multiple seating areas. French doors allow access to the terrace from the living room and adjacent family room making this home comfortable for indoor/outdoor entertaining. In the kitchen, stainless steel appliances and granite countertops make food prep and cooking easy. Walk through the dining room to a private area at the rear of the house where the primary suite is located with its own screened porch. Just past the second bedroom are stairs to three additional bedrooms and another full bath on the second floor. In the basement, you will find a finished recreation room with a wet bar. An office, full bathroom, laundry/mechanical room and storage areas complete the lower level. Below the generously sized two-car garage is a full basement. Its caddy corner location on the property creates a lovely outdoor space to read a book or have dinner on a summer night with friends. This property is sold AS-IS and will shine with a few creative thoughts and aesthetic ideas. Walk to play a round of golf at the Jackson Park Golf Course or to the lakefront trail; the Obama Presidential Center is only minutes away. Easy access to Metra, CTA, and DuSable Lake Shore Drive will take you directly to the Loop.

6840 S Constance Avenue, Chicago

$250,000
5 Beds 5 Baths 12673283 MLS ACTIVE Status
Investor / Redevelopment Opportunity in Roseland! Rare chance to acquire two separate parcels with income, adaptive reuse, and redevelopment potential. Buyer may explore rezoning to B2-2, with potential for up to 8 units per lot / 16 total units, subject to zoning approval, plans, permits, and buyer verification. Situated on a combined 50 ft x 140 ft site, the property offers flexibility for investors, developers, nonprofits, owner-users, or faith-based organizations. Strong potential for affordable studio apartments in an area where attainable housing remains in demand. Offered at $325,000 with room to negotiate for a qualified buyer. Bring your vision to this value-add opportunity in Chicago's Roseland neighborhood.

127 E 107Th Street, Chicago

$1,349,900
5 Beds 4 Baths 12672399 MLS CONTINGENT Status
*Look! Low interest assumable Loan* This is impeccably designed luxury turnkey 3 unit in the hot Avondale area bordering Logan Square was completely renovated completed in 2019 from the foundation up to the roof sits on an oversized Chicago lot with 3 outdoor parking spaces. All kitchens offer custom cabinetry with under cabinet lighting, granite counter-tops, backsplashes, deep sinks with sprayers, GE stainless steel appliances including dishwashers and microwaves. The large bathrooms offer Kohler soaking tubs and fixtures, spacious vanities, honeycomb and rain inspired tile. The HVAC units, tankless water heaters, in-unit washer/dryers, and wide plank rustic hardwood floors on floors 1 and 2 and herringbone ceramic floor tiles in the Garden Unit were all installed between 2018-19. Each unit is equipped with recessed lights with dimmers throughout. Each level has its own outdoor space which include 3 large outdoor decks and 1 patio. Special features for the 2nd floor duplexed-up unit include a beautiful island with room to maneuver, 2 bathrooms, with 1 major bathroom with a double sink and walk-in shower shower sprayer located off the oversized major bedroom at the top level. A den sits right off the top level deck. Skylights brighten the upper level. The exterior includes newer roof, gutters, siding, custom encasement windows and vinyl double hung windows throughout the building (2018). The foundation was waterproofed, the concrete newly poured, new "I" beams, columns, drain-tile, plastic barrier, sump pump and ejector pit. The structure insulated with spray foam, new electrical system from the service throughout the building. New copper plumbing throughout. New low voltage and cable wiring throughout. Freshly painted wrought iron and wood decks. Garage was built just two years ago. All walking distance to grocery shopping, parks and public transportation. Truly a wonderful location to call home!

2821 N Springfield Avenue, Chicago

$289,800
5 Beds 3 Baths 12667002 MLS CONTINGENT Status
Income-producing Exceptional opportunity to own a well-maintained 2-unit building on a quiet, desirable block. Perfect for investors seeking strong rental income or owner-occupants looking to offset their mortgage with rental revenue. The first unit features 2 bedrooms and 1 bathroom, while the spacious duplex-down unit offers 3 bedrooms, 2 bathrooms, and a second kitchen, providing excellent flexibility for related living, extended family arrangements, or additional living space. This property stands out with a finished duplex-down layout already in place and an unfinished attic offering exciting potential for future expansion, additional bedrooms, office space, or customized living areas (buyer to verify all possibilities). Conveniently located near parks, schools, public transportation, grocery stores, shopping, restaurants, and everyday amenities. Easy access to neighboring communities and major thoroughfares makes commuting a breeze. Whether you're building your investment portfolio or searching for the ideal owner-occupied property, this versatile multi-unit offers space, income potential, and future upside all in one.

5237 S Princeton Avenue, Chicago

$255,000
5 Beds 2 Baths 12668405 MLS CONTINGENT Status
Solid, family-owned brick two-flat that has been maintained for more than 50 years and offers great curb appeal. This charming property features hardwood floors throughout both units, blending timeless vintage character with thoughtful modern updates. Each spacious unit offers generous living areas, including a bright sunroom and living room with a vintage fireplace, providing ample space for large furniture and comfortable everyday living. The first-floor kitchen and bathroom have been completely renovated within the last few years, adding modern convenience while preserving the home's character. The first-floor unit also provides direct access to the basement, presenting a potential opportunity for a duplex-down conversion. Both units feature separate dining rooms, eat-in kitchens, and deep pantry storage, making them ideal for daily living and entertaining. The full unfinished basement spans the entire length of the building and offers endless possibilities for additional living space, storage, or future improvements. Outside, you'll find a nice sized backyard perfect for relaxing or entertaining. Recent improvements include: * Back porch rebuilt in 2018 * 75 Gallon Hot water tank replaced in 2023 * First-floor kitchen renovation (2023) * First-floor bathroom renovation (2021) * Boiler professionally serviced annually This property is being Sold As-Is. Don't miss this rare opportunity to own a maintained, character-filled two-flat with excellent potential and long-term pride of ownership.

5430 S May Street, Chicago

$540,000
5 Beds 3 Baths 12573000 MLS ACTIVE Status
Come see this beautifully maintained and thoughtfully updated 5-bedroom, 3-full-bath home in sought-after Garfield Ridge. The home is filled with natural light and offers a spacious open-concept layout with numerous recent upgrades throughout. The main level features new flooring (2025), fresh paint, updated lighting, new carpet in the living room, and an updated kitchen with stainless steel appliances, quartz countertops, and a new backsplash. A main-level bedroom and fully renovated full bath are conveniently located just off the kitchen. Upstairs boasts new windows, a new stair railing, and a spacious primary bedroom with an additional lounge area and new ceiling fan. Three additional generously sized bedrooms share a fully remodeled full bathroom. The finished basement offers new flooring (2023), a second full kitchenette, a full bathroom with new laminate flooring, and an additional office space-perfect for extended living or work-from-home needs. Additional highlights include an updated A/C unit, new dryer, and all three bathrooms fully updated. The backyard is ideal for entertaining with a new pool liner and sand filter. Conveniently located near shopping, dining, expressways, and more.

5304 S New England Avenue, Chicago

$229,900
5 Beds 2 Baths 12665026 MLS ACTIVE Status
Excellent investment opportunity in Chicago's South Shore neighborhood! This spacious brick mixed-use 2-unit building offers incredible upside potential for investors or owner-occupants looking to build long-term wealth. Featuring a desirable unit mix with 5 total bedrooms and 2 full bathrooms, separate utilities, individual furnaces, updated electrical, newer mechanicals including furnace and hot water tank, and a full unfinished basement offering additional storage and future possibilities. Both units feature functional layouts with generous living space, fresh paint, updated finishes, and well-maintained kitchens and baths, including a recently remodeled second-floor bathroom. The second-floor 3-bedroom unit features a spacious private deck with city views, adding additional outdoor living space. The property also includes a fully fenced backyard and 2-car garage, providing valuable off-street parking. Located minutes from Lake Michigan, multiple beaches, golf courses, public transportation, shopping, restaurants, and the future Obama Presidential Center, this location offers strong long-term growth potential. Whether you're looking to house hack, expand your rental portfolio, or secure a potential income-producing property, this solid Chicago brick multi-unit offers the location, features, and upside investors are looking for. Don't miss this South Shore opportunity!

1835 E 79Th Street, Chicago

$179,900
5 Beds 2 Baths 12662871 MLS CONTINGENT Status
Excellent opportunity for investors or owner-occupants! This investor-friendly 2-flat duplex offers the perfect chance to live in one unit while generating income from the other, or maximize cash flow by renting both units. The property is ready for your creative vision with minor cosmetic updates and presents immediate income-producing potential. Conveniently located near parks, schools, shopping, transportation, and major commuting routes. Whether you're looking to expand your investment portfolio or achieve house-hacking success, this property checks all the boxes. Bring your ideas and unlock the potential, this one won't last long! **Package Deal** 6715 S Bishop St Chicago IL is also being sold

11317 S Edbrooke Avenue, Chicago

$179,900
5 Beds 2 Baths 12662897 MLS ACTIVE Status
Investor-friendly 2-flat duplex offering a fantastic opportunity to build wealth and generate income from day one! This property features solid bones and is ready for your vision with minor cosmetic updates. Whether you're an experienced investor looking to expand your portfolio or a buyer seeking a value-add opportunity, this property offers tremendous potential. Bring your ideas, add your personal touch, and start collecting rental income immediately. Conveniently located near schools, shopping, public transportation, and major expressways. Opportunities like this don't come around often. Schedule your showing today because this property won't last long! **Package deal** 11317 S Edbrooke Ave Chicago IL is also being sold by seller

6715 S Bishop Street, Chicago

$409,900
5 Beds 3 Baths 12661649 MLS PENDING Status
Exceptional craftsmanship and thoughtful design shine throughout this beautifully renovated 5-bedroom, 3-bath home. Bathed in natural light, the spacious living and formal dining areas offer an inviting setting for gatherings both large and small. The stunning kitchen is the heart of the home, featuring granite countertops, a breakfast bar, glass tile backsplash, stainless steel appliances, and room for a kitchen table. The open-concept floor plan creates seamless flow between the main living spaces. A brand-new second-story addition expands the home with three generously sized bedrooms, including a private primary retreat complete with a luxurious en-suite bath, dual vanities, and an oversized walk-in shower. Two additional bedrooms and a full bath on the 2nd level provide versatility for family, guests, or a home office. Positioned on a desirable corner lot, the property also offers a fenced yard and a spacious 2.5-car garage. Completely transformed from top to bottom, this impressive home delivers the space, quality, and finishes today's buyers are searching for.

9044 S Throop Street, Chicago

$450,000
5 Beds 3 Baths 12662690 MLS CONTINGENT Status
Rare opportunity in the heart of Garfield Ridge. This expansive all-brick Chicago Bungalow delivers over 4,000 sq ft of fully finished, heated living space across three levels, a true standout in the neighborhood. With 6 bedrooms and 3 full baths, the layout is ideal for large families or multi-generational living, featuring a fully independent second floor with its own living room, three bedrooms, and a primary bedroom. The finished basement adds over 1,200 sq ft of additional space complete with a dedicated laundry room and a classic laundry chute from the second floor. Hardwood floors throughout the main floor, with hardwood waiting under the rugs on the second floor as well. Major mechanicals are within 5-10 years of age, including the furnace, boiler, solar panels, and roof for both the home and garage.

5530 S Merrimac Avenue, Chicago

$599,998
5 Beds 5 Baths 12662032 MLS ACTIVE Status
Thoughtfully composed for modern ownership, 1435 S. Trumbull introduces a new-construction two-flat where refined design and income-producing flexibility share one cohesive address. Anticipated for October 2026 delivery, the property pairs a contemporary brick-and-Hardie exterior with two independently functional residences, a two-car garage, rear deck, fenced backyard, and approximately 2,900 square feet of combined living space. The approximately 1,900-square-foot duplex-up unfolds across two well-proportioned levels with three bedrooms and 2.5 baths. An open-concept main floor connects the living, dining, and kitchen areas, while expansive west-facing windows invite warm afternoon light. Wide-plank LVT flooring, five-inch baseboards, crown molding, modern lighting, and crisp black accents establish a polished visual language throughout. At the center of the home, custom black-and-white cabinetry is paired with quartz countertops, a substantial island, and a complete GE stainless steel appliance package. Generous storage and workspace support daily routines and larger gatherings, while the adjoining rear deck extends the living space outdoors. Upstairs, the primary suite offers a quiet, design-forward retreat with a spa-inspired bath. A freestanding soaking tub, glass-enclosed walk-in shower with full-body sprayers, double vanity, wood-look accent wall, and curated Kohler, Delta, and Signature Hardware fixtures create a layered, restorative setting. Two additional bedrooms, a second full bath, and second-level laundry complete the duplex with intention. The approximately 1,000-square-foot garden residence adds two bedrooms, two full baths, 10-foot ceilings, a private entrance, full kitchen, in-unit laundry, and separate utility meters. Its independent configuration creates meaningful versatility for rental income, guests, or other flexible living arrangements without compromising privacy. Set in North Lawndale, the home is near historic Douglass Park, the Garfield Park Conservatory, and La Catedral Cafe, a locally loved destination for Guadalajara-inspired breakfast and coffee. The Kedzie Pink Line station, CTA bus connections, and nearby I-290 provide convenient access to the West Loop, Downtown Chicago, and surrounding neighborhoods. More than a new build, 1435 S. Trumbull is a thoughtful approach to city living-designed to support comfort today while creating possibilities for what comes next. Photos depict the previously completed model at 2435 W. Congress Parkway and are representative of the planned design and finishes at 1435 S. Trumbull. Qualified buyers may be eligible for up to $100,000 in purchase-price assistance through the City of Chicago's Building Neighborhoods and Affordable Homes Program. Income, owner-occupancy, program guidelines, and fund availability apply; buyers should independently verify eligibility with the City of Chicago.

1435 S Trumbull Avenue, Chicago

$1,450,000
5 Beds 4 Baths 12567829 MLS ACTIVE Status
Exceptional opportunity in the highly sought-after Kinzie Park community. This 5-bedroom, 3.1-bath, four-level townhome offers approximately 3,500 square feet of refined living space within one of River North's most exclusive gated enclaves. Located within the 6.5-acre riverfront community of Kinzie Park, this residence offers privacy, security, and a lifestyle rarely found in downtown Chicago. The home features expansive living areas, generous bedroom sizes, and multiple levels designed for both comfortable daily living and effortless entertaining. The top level is ideal for hosting, complete with a wet bar, beverage refrigerator, enclosed den/office (or optional bedroom), and direct access to a private roof deck with city views. The flexible floor plan provides versatility for work-from-home needs, guest accommodations, or additional living space. Kinzie Park is a fully gated community with 24-hour security, beautifully landscaped grounds, brick-paved streets, a private river walk, and complimentary guest parking. Townhome residents enjoy full access to the community's amenities, including a pool and fitness center located within the adjacent high-rise building. Unmatched location between Kinzie & Grand and Clinton & Canal, directly along the Chicago River. Just steps from the Loop, Merchandise Mart, East Bank Club, premier River North and West Loop dining, shopping, public transportation, and major expressways. O'Hare International Airport is approximately 30 minutes away. A rare opportunity to own a spacious, turnkey townhome in one of downtown Chicago's most private and amenity-rich communities.

481 N Clinton Street, Chicago

$3,500,000
5 Beds 8 Baths 12658546 MLS ACTIVE Status
Introducing a truly one-of-a-kind duplex in one of the city's premiere boutique buildings with endless opportunities to create your dream home. Located across from Lakeshore Park and steps from the lakefront, this homes offers spectacular views of the city, park, lake, and Navy Pier. Enjoy over 6800 sq. ft. of expansive living and entertaining spaces along with 3 terraces, five en-suite bedrooms, a study, and a lounge/bar. This incredible space offers versatility for every aspect of your life. There are nearly limitless options to tailor the space to suit your needs along with a strong investment opportunity should one decide to re-create two separate residences. Five parking spaces and 3 large storage areas are included in this price, truly making this a once in a lifetime value.

270 E Pearson Street Unit #701-801, Chicago

$299,000
5 Beds 2 Baths 12653972 MLS CONTINGENT Status
Exceptional opportunity in a solid brick single-family home offering 5 bedrooms and 2 full bathrooms, including a private master suite. Major renovations were initiated in 2019 with key system upgrades already completed: new electrical, new plumbing, new furnace, and a new tankless water heater-providing peace of mind and a strong foundation for future value. This property sits in an area experiencing ongoing revitalization, strong rehabs, and increasing development activity. Surrounded by both renovated homes and new construction, the neighborhood offers excellent long-term upside. With hardwood floors throughout and only minor finishing touches needed, this home is ideal for investors, rehabbers, or end users looking to build equity quickly. A true value-add opportunity in a strategically positioned area-ready for the next owner to maximize its full potential.

1133 N Kedvale Avenue, Chicago

$1,900,000
5 Beds 4 Baths 12628802 MLS ACTIVE Status
MOVE-IN THIS FALL! NOW UNDER CONSTRUCTION! 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 20-B boasts an idyllic and never-before-available location on the north bank of the Chicago River, delivering over 4700 SF of indoor and outdoor living space plus 335 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 in a space WIDER than a single-family home. Spanning four levels of living, this 5-bedroom residence delivers a 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 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 with large bedroom, 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. Two side-by-side garage parking spaces ensure you have all the comforts of a single-family home without any of the maintenance. Contact Corwin Partners for a private appointment at Sales Gallery at 2977 N Clybourn.

2235 W Oakdale Avenue Unit #20-B, Chicago

$465,000
5 Beds 3 Baths 12640821 MLS ACTIVE Status
Beautiful, well-maintained home with a spacious, functional layout and modern touches throughout. The main level features an inviting living area filled with natural light, 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 provides comfort and flexibility, adding valuable extra living space ideal for a family room, recreation area, home office, or gym. Enjoy the convenience of several freshly updated bathrooms, a dedicated laundry area, and lots 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



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