3grealtygroup.com Search Results

$2,150,000

Located at 6450-6458 S Stony Island Ave, Chicago, IL 60637, this 25-unit apartment building with 5 ground-floor retail storefronts offers investors a rare chance to reposition a significant mixed-use property in the heart of Woodlawn, just steps from South Shore. The 25 residential units offer scale for a multi-family repositioning, partially-occupied with 5 vacant retail storefronts. With the right vision and capital, this property has the potential to deliver strong long-term cash flow and become a landmark investment along the Stony Island corridor. Neighborhood highlights: Woodlawn is a hub of transformation, fueled by the upcoming Obama Presidential Center, University of Chicago expansion, and significant public and private investment. South Shore offers lakefront amenities, the South Shore Cultural Center, golf course, and beaches, all minutes away. Excellent access to CTA, Metra, and major thoroughfares position this property for high tenant demand and sustained growth. This is a rare opportunity to acquire a large-scale mixed-use building in a rapidly-appreciating neighborhood. Ideal for value-add investors and developers ready to create a cornerstone asset in one of Chicago's most exciting growth corridors.

12452087 MLS ⋅ CONTINGENT Status

Located at 6450-6458 S Stony Island Ave, Chicago, IL 60637, this 25-unit apartment building with 5 ground-floor retail storefronts offers investors a rare chance to reposition a significant mixed-use property in the heart of Woodlawn, just steps from South Shore. The 25 residential units offer scale for a multi-family repositioning, partially-occupied with 5 vacant retail storefronts. With the right vision and capital, this property has the potential to deliver strong long-term cash flow and become a landmark investment along the Stony Island corridor. Neighborhood highlights: Woodlawn is a hub of transformation, fueled by the upcoming Obama Presidential Center, University of Chicago expansion, and significant public and private investment. South Shore offers lakefront amenities, the South Shore Cultural Center, golf course, and beaches, all minutes away. Excellent access to CTA, Metra, and major thoroughfares position this property for high tenant demand and sustained growth. This is a rare opportunity to acquire a large-scale mixed-use building in a rapidly-appreciating neighborhood. Ideal for value-add investors and developers ready to create a cornerstone asset in one of Chicago's most exciting growth corridors.

6450-6458 S Stony Island Avenue, Chicago

$930,000

Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building features a total of 9 bedrooms and 6 bathrooms, thoughtfully crafted to blend modern sophistication with everyday functionality. Each unit showcases design-forward interiors, including curated kitchens with custom cabinetry, decorative wood panel accents, professional-grade appliances, quartz countertops, and sleek designer backsplashes. Engineered hardwood flooring flows throughout, creating a cohesive and elevated living experience. The spacious primary suites serve as a true retreat, complete with spa-inspired bathrooms featuring oversized frameless glass showers and high-end fixtures. Additional highlights include closet systems, sprinkler systems, and dedicated parking. Perfectly positioned on a picturesque Woodlawn block, this property offers unbeatable access to some of Chicago's most iconic destinations, including the University of Chicago, Jackson Park harbor, the lakefront and beaches. Just moments away, the highly anticipated Obama Presidential Center continues to drive growth and long-term value in the area. Residents will also enjoy proximity to local dining, coffee shops, grocery stores, and the vibrant energy of nearby Hyde Park. Whether you're expanding your portfolio or seeking a turnkey investment with strong rental potential, this is a rare opportunity to own a high-performing asset in a thriving community. Additional offering: 6500-6508 S. Ingleside Ave. is also available, consisting of four (4) luxury, new construction 3-unit buildings featuring spacious 3 bed / 2 bath layouts with condo-quality finishes throughout. The properties may be purchased individually or as a portfolio package of two, three, or all four buildings-presenting a unique opportunity to scale in one of Chicago's most promising submarkets. Contact me today to schedule your private showing!

9 Beds ⋅ 6 Baths ⋅ 12649597 MLS ⋅ CONTINGENT Status

Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building features a total of 9 bedrooms and 6 bathrooms, thoughtfully crafted to blend modern sophistication with everyday functionality. Each unit showcases design-forward interiors, including curated kitchens with custom cabinetry, decorative wood panel accents, professional-grade appliances, quartz countertops, and sleek designer backsplashes. Engineered hardwood flooring flows throughout, creating a cohesive and elevated living experience. The spacious primary suites serve as a true retreat, complete with spa-inspired bathrooms featuring oversized frameless glass showers and high-end fixtures. Additional highlights include closet systems, sprinkler systems, and dedicated parking. Perfectly positioned on a picturesque Woodlawn block, this property offers unbeatable access to some of Chicago's most iconic destinations, including the University of Chicago, Jackson Park harbor, the lakefront and beaches. Just moments away, the highly anticipated Obama Presidential Center continues to drive growth and long-term value in the area. Residents will also enjoy proximity to local dining, coffee shops, grocery stores, and the vibrant energy of nearby Hyde Park. Whether you're expanding your portfolio or seeking a turnkey investment with strong rental potential, this is a rare opportunity to own a high-performing asset in a thriving community. Additional offering: 6500-6508 S. Ingleside Ave. is also available, consisting of four (4) luxury, new construction 3-unit buildings featuring spacious 3 bed / 2 bath layouts with condo-quality finishes throughout. The properties may be purchased individually or as a portfolio package of two, three, or all four buildings-presenting a unique opportunity to scale in one of Chicago's most promising submarkets. Contact me today to schedule your private showing!

6500 S Ingleside Avenue, Chicago

$775,000

Ultra-contemporary new construction corner residences within a gated 14-home community, designed to elevate daily living while maintaining effortless sophistication. These striking homes feature heated floors-polished concrete or engineered white oak-solid-core flat-panel doors, LED lighting, tall ceilings, and an attached two-car garage. The dramatic two-story main level is anchored by a sun-filled great room and a show-stopping chef's kitchen with Italian flat-panel cabinetry with hidden groove pulls, a Bertazzoni appliance package including panel-ready French-door refrigerator and dishwasher, 36" 36" range, built-in microwave, and externally vented hood. A designer backsplash and island create an ideal gathering space. The second level is light-filled and flexible, offering two spacious bedrooms, a full guest bath, a conveniently located laundry room, and a comfortable family room. The entire penthouse level is dedicated to the primary suite-an impressive retreat with a large walk-in closet and spa-like en-suite featuring dual rain showerheads with handheld, glass enclosure, double-bowl quartz vanity, heated floors, and a dramatic floor-to-ceiling obscured window in the shower. Each corner home includes a private rooftop deck with sweeping north or south views, paver decking, and gas and electric connections-perfect for entertaining or unwinding above the city. INSPIRE Woodlawn seamlessly blends art, architecture, and modern living in the heart of the University of Chicago South Campus, moments from acclaimed cafes and restaurants, cultural destinations, neighborhood markets, the Griffin Museum of Science and Industry, the Obama Presidential Center, lakefront trails, and expansive parks. Live boldly. Live inspired. Schedule your private tour today and choose your corner home at INSPIRE Woodlawn.

3 Beds ⋅ 3 Baths ⋅ 12642180 MLS ⋅ CONTINGENT Status

Ultra-contemporary new construction corner residences within a gated 14-home community, designed to elevate daily living while maintaining effortless sophistication. These striking homes feature heated floors-polished concrete or engineered white oak-solid-core flat-panel doors, LED lighting, tall ceilings, and an attached two-car garage. The dramatic two-story main level is anchored by a sun-filled great room and a show-stopping chef's kitchen with Italian flat-panel cabinetry with hidden groove pulls, a Bertazzoni appliance package including panel-ready French-door refrigerator and dishwasher, 36" 36" range, built-in microwave, and externally vented hood. A designer backsplash and island create an ideal gathering space. The second level is light-filled and flexible, offering two spacious bedrooms, a full guest bath, a conveniently located laundry room, and a comfortable family room. The entire penthouse level is dedicated to the primary suite-an impressive retreat with a large walk-in closet and spa-like en-suite featuring dual rain showerheads with handheld, glass enclosure, double-bowl quartz vanity, heated floors, and a dramatic floor-to-ceiling obscured window in the shower. Each corner home includes a private rooftop deck with sweeping north or south views, paver decking, and gas and electric connections-perfect for entertaining or unwinding above the city. INSPIRE Woodlawn seamlessly blends art, architecture, and modern living in the heart of the University of Chicago South Campus, moments from acclaimed cafes and restaurants, cultural destinations, neighborhood markets, the Griffin Museum of Science and Industry, the Obama Presidential Center, lakefront trails, and expansive parks. Live boldly. Live inspired. Schedule your private tour today and choose your corner home at INSPIRE Woodlawn.

6218 S Woodlawn Avenue Unit #A, Chicago

$689,900

Introducing the second and final two-unit residence at Deux on Evans. With the first residence already under contract, this is the remaining opportunity to own within this distinctive new construction development in West Woodlawn. Qualified buyers automatically receive a $20,000 grant that may be applied toward eligible closing costs and qualifying funds needed to purchase the home. Qualified buyers may also be eligible for up to $70,000 through the City of Chicago's grant programs, creating an extraordinary opportunity to make new construction homeownership a reality. Designed for those who want more from their home, Deux on Evans brings together contemporary architecture, sophisticated living, flexibility, and long-term opportunity. Bold modern architecture and expansive windows create a striking first impression. Inside, soaring ceilings, wide-plank flooring, oversized windows, and an open-concept design fill the residence with natural light while creating an effortless flow for everyday living and entertaining. At the heart of the home, the designer kitchen makes a statement with rich wood-toned cabinetry, quartz countertops, dramatic pendant lighting, premium appliances, and an oversized island designed to bring family and friends together. Clean architectural lines and thoughtfully curated finishes continue throughout the residence, delivering a sophisticated aesthetic that feels both modern and timeless. What makes this property especially compelling is the beautifully appointed garden residence. This separate living space provides exceptional flexibility and the potential to generate supplemental income while building long-term wealth. Consider it for a traditional rental, furnished executive residence, corporate housing, or other permitted rental use, subject to applicable laws and regulations. The location further expands the possibilities. Proximity to the University of Chicago makes the additional residence particularly appealing for professors, physicians, researchers, graduate students, medical professionals, visiting families, executives, consultants, and professionals in Chicago on temporary assignments. Beyond the property, West Woodlawn continues to benefit from significant investment and transformation. Enjoy convenient access to the University of Chicago, the Obama Presidential Center, Jackson Park, the Museum of Science and Industry, the South Shore lakefront, golf, neighborhood restaurants, parks, and transportation. Deux on Evans offers something increasingly difficult to find in Chicago: new construction that delivers an elevated lifestyle today with the flexibility to create financial opportunity for tomorrow. The first residence is already under contract. Now, only one remains. Luxury without compromise. Opportunity without limits. Welcome home to Deux on Evans.

5 Beds ⋅ 4 Baths ⋅ 12735540 MLS ⋅ CONTINGENT Status

Introducing the second and final two-unit residence at Deux on Evans. With the first residence already under contract, this is the remaining opportunity to own within this distinctive new construction development in West Woodlawn. Qualified buyers automatically receive a $20,000 grant that may be applied toward eligible closing costs and qualifying funds needed to purchase the home. Qualified buyers may also be eligible for up to $70,000 through the City of Chicago's grant programs, creating an extraordinary opportunity to make new construction homeownership a reality. Designed for those who want more from their home, Deux on Evans brings together contemporary architecture, sophisticated living, flexibility, and long-term opportunity. Bold modern architecture and expansive windows create a striking first impression. Inside, soaring ceilings, wide-plank flooring, oversized windows, and an open-concept design fill the residence with natural light while creating an effortless flow for everyday living and entertaining. At the heart of the home, the designer kitchen makes a statement with rich wood-toned cabinetry, quartz countertops, dramatic pendant lighting, premium appliances, and an oversized island designed to bring family and friends together. Clean architectural lines and thoughtfully curated finishes continue throughout the residence, delivering a sophisticated aesthetic that feels both modern and timeless. What makes this property especially compelling is the beautifully appointed garden residence. This separate living space provides exceptional flexibility and the potential to generate supplemental income while building long-term wealth. Consider it for a traditional rental, furnished executive residence, corporate housing, or other permitted rental use, subject to applicable laws and regulations. The location further expands the possibilities. Proximity to the University of Chicago makes the additional residence particularly appealing for professors, physicians, researchers, graduate students, medical professionals, visiting families, executives, consultants, and professionals in Chicago on temporary assignments. Beyond the property, West Woodlawn continues to benefit from significant investment and transformation. Enjoy convenient access to the University of Chicago, the Obama Presidential Center, Jackson Park, the Museum of Science and Industry, the South Shore lakefront, golf, neighborhood restaurants, parks, and transportation. Deux on Evans offers something increasingly difficult to find in Chicago: new construction that delivers an elevated lifestyle today with the flexibility to create financial opportunity for tomorrow. The first residence is already under contract. Now, only one remains. Luxury without compromise. Opportunity without limits. Welcome home to Deux on Evans.

6641 S Evans Avenue, Chicago

$689,900

Introducing Deux on Evans, where qualified buyers automatically receive a $20,000 grant that may be applied toward eligible closing costs and qualifying funds needed to purchase the home. Qualified buyers may also be eligible for up to $70,000 through the City of Chicago's grant programs. Together, these grants create one of the most compelling opportunities to own a new construction home in Chicago. Welcome to Deux on Evans, a striking new construction two-unit residence where contemporary design, sophisticated living, and long-term opportunity converge in the heart of West Woodlawn. Bold modern architecture, expansive windows, and thoughtfully curated finishes immediately distinguish this exceptional property. Inside, soaring ceilings, wide-plank flooring, oversized windows, and an open-concept design create bright, inviting spaces that are equally suited for everyday living and effortless entertaining. The designer kitchen serves as the heart of the home, featuring rich wood-toned cabinetry, quartz countertops, dramatic pendant lighting, premium appliances, and an oversized island that naturally brings family and friends together. Sophisticated finishes and clean architectural lines continue throughout, creating a timeless aesthetic that blends modern luxury with everyday comfort. What truly sets Deux on Evans apart is the beautifully appointed garden residence, offering exceptional flexibility and income-producing potential. Whether utilized as a long-term rental, furnished executive residence, corporate housing, or a short-term rental where permitted by applicable laws and regulations, the additional residence creates an outstanding opportunity to generate supplemental income while building long-term wealth. Its location makes it especially appealing to visiting professors, physicians, researchers, graduate students, medical professionals, and families visiting the University of Chicago, as well as guests traveling to experience the highly anticipated Obama Presidential Center, Jackson Park, and Chicago's vibrant South Side. It also serves as an ideal home away from home for executives, consultants, traveling medical professionals, and others working in Chicago on temporary assignments who appreciate the comfort, privacy, and space that a luxury residence offers over a traditional hotel. Perfectly positioned near the University of Chicago, the Obama Presidential Center, Jackson Park, the South Shore lakefront, the Museum of Science and Industry, golf courses, neighborhood restaurants, parks, and convenient transportation, this home is located in one of Chicago's most exciting and rapidly evolving communities, where continued investment is shaping the future. Deux on Evans offers something increasingly rare: a luxury residence that elevates your everyday lifestyle while creating meaningful financial opportunity. Whether you're searching for an exceptional place to call home, a residence with built-in income potential, or both, this extraordinary property delivers an unmatched combination of contemporary design, flexibility, and lasting value. Luxury without compromise. Opportunity without limits. Welcome to Deux on Evans.

5 Beds ⋅ 4 Baths ⋅ 12677666 MLS ⋅ CONTINGENT Status

Introducing Deux on Evans, where qualified buyers automatically receive a $20,000 grant that may be applied toward eligible closing costs and qualifying funds needed to purchase the home. Qualified buyers may also be eligible for up to $70,000 through the City of Chicago's grant programs. Together, these grants create one of the most compelling opportunities to own a new construction home in Chicago. Welcome to Deux on Evans, a striking new construction two-unit residence where contemporary design, sophisticated living, and long-term opportunity converge in the heart of West Woodlawn. Bold modern architecture, expansive windows, and thoughtfully curated finishes immediately distinguish this exceptional property. Inside, soaring ceilings, wide-plank flooring, oversized windows, and an open-concept design create bright, inviting spaces that are equally suited for everyday living and effortless entertaining. The designer kitchen serves as the heart of the home, featuring rich wood-toned cabinetry, quartz countertops, dramatic pendant lighting, premium appliances, and an oversized island that naturally brings family and friends together. Sophisticated finishes and clean architectural lines continue throughout, creating a timeless aesthetic that blends modern luxury with everyday comfort. What truly sets Deux on Evans apart is the beautifully appointed garden residence, offering exceptional flexibility and income-producing potential. Whether utilized as a long-term rental, furnished executive residence, corporate housing, or a short-term rental where permitted by applicable laws and regulations, the additional residence creates an outstanding opportunity to generate supplemental income while building long-term wealth. Its location makes it especially appealing to visiting professors, physicians, researchers, graduate students, medical professionals, and families visiting the University of Chicago, as well as guests traveling to experience the highly anticipated Obama Presidential Center, Jackson Park, and Chicago's vibrant South Side. It also serves as an ideal home away from home for executives, consultants, traveling medical professionals, and others working in Chicago on temporary assignments who appreciate the comfort, privacy, and space that a luxury residence offers over a traditional hotel. Perfectly positioned near the University of Chicago, the Obama Presidential Center, Jackson Park, the South Shore lakefront, the Museum of Science and Industry, golf courses, neighborhood restaurants, parks, and convenient transportation, this home is located in one of Chicago's most exciting and rapidly evolving communities, where continued investment is shaping the future. Deux on Evans offers something increasingly rare: a luxury residence that elevates your everyday lifestyle while creating meaningful financial opportunity. Whether you're searching for an exceptional place to call home, a residence with built-in income potential, or both, this extraordinary property delivers an unmatched combination of contemporary design, flexibility, and lasting value. Luxury without compromise. Opportunity without limits. Welcome to Deux on Evans.

6637 S Evans Avenue, Chicago

$679,000

8 Beds ⋅ 5 Baths ⋅ 12721912 MLS ⋅ CONTINGENT Status

Chicago

$579,000

Built for the next 100 years, not the last. This brand-new two-unit building offers a superior living experience with enhanced comfort and library-quiet interior, enhanced affordability, a low-maintenance lifestyle, and a promising return on investment. Constructed by the renowned Greenline Homes, this brand-new all-electric two-flat delivers. The larger, primary, upstairs unit boasts a dining room-sized private rear balcony, an expansive great room with 10-foot ceilings, and seamless indoor-outdoor living, a perfect fit for your needs or a perfect opportunity to get peak market rental income. The stunning backyard-level first-floor rear unit provides a generous one-bedroom retreat, perfect for multi-generational living or an owner occupant seeking high-value rental income to improve affordability. Additionally, it's ADA accessible, featuring a zero-threshold bath. Enjoy designer-coordinated custom cabinetry, beautiful quartz countertops, and chef's-choice induction cooking in a home engineered for the next 100 years, not the last. Triple-pane windows and an enhanced building envelope ensure optimal thermal comfort, while a fully paid-for solar PV system results in ultra-low utility costs without compromising style. From the premium James Hardie fiber cement exterior to camera intercom with electronic front gate, every detail is meticulously considered and crafted for effortless, low-maintenance living. High-quality appliances like Frigidaire Gallery, Mitsubishi HVAC, and an EPA Air Quality Plus Certification cater to your lifestyle and wellness. Transform your experience into a healthier, wealthier, and far more comfortable home-your best life begins here. This building has been third-party certified, and performance verifications, including the HERS Score, are available for review. Save over $3,345 a year over a typical new construction building... enough to help buy that EV you can plug into the ready to go level 2 charger in the extra wide 2.5 car garage!

3 Beds ⋅ 3 Baths ⋅ 12746871 MLS ⋅ CONTINGENT Status

Built for the next 100 years, not the last. This brand-new two-unit building offers a superior living experience with enhanced comfort and library-quiet interior, enhanced affordability, a low-maintenance lifestyle, and a promising return on investment. Constructed by the renowned Greenline Homes, this brand-new all-electric two-flat delivers. The larger, primary, upstairs unit boasts a dining room-sized private rear balcony, an expansive great room with 10-foot ceilings, and seamless indoor-outdoor living, a perfect fit for your needs or a perfect opportunity to get peak market rental income. The stunning backyard-level first-floor rear unit provides a generous one-bedroom retreat, perfect for multi-generational living or an owner occupant seeking high-value rental income to improve affordability. Additionally, it's ADA accessible, featuring a zero-threshold bath. Enjoy designer-coordinated custom cabinetry, beautiful quartz countertops, and chef's-choice induction cooking in a home engineered for the next 100 years, not the last. Triple-pane windows and an enhanced building envelope ensure optimal thermal comfort, while a fully paid-for solar PV system results in ultra-low utility costs without compromising style. From the premium James Hardie fiber cement exterior to camera intercom with electronic front gate, every detail is meticulously considered and crafted for effortless, low-maintenance living. High-quality appliances like Frigidaire Gallery, Mitsubishi HVAC, and an EPA Air Quality Plus Certification cater to your lifestyle and wellness. Transform your experience into a healthier, wealthier, and far more comfortable home-your best life begins here. This building has been third-party certified, and performance verifications, including the HERS Score, are available for review. Save over $3,345 a year over a typical new construction building... enough to help buy that EV you can plug into the ready to go level 2 charger in the extra wide 2.5 car garage!

6747 S Langley Avenue, Chicago

$570,000

Fully Renovated 3-Unit Property in Woodlawn - Steps from New Development Don't miss this opportunity to own a recently rehabbed 3-unit building in the heart of Woodlawn, just above 63rd Street. Located on a quiet, residential block surrounded by ongoing development and investment, including the transformative Obama Presidential Center nearby. Each unit was fully renovated in 2024, featuring brand-new plumbing, electrical systems, and HVAC (heating and cooling). The property will be delivered with one occupied units (tenants current on rent) and one vacant unit, ideal for owner-occupants or investors seeking immediate cash flow with room for upside. All units offer spacious layouts and modern finishes, making this a truly turnkey investment in one of Chicago's fastest-growing neighborhoods.

9 Beds ⋅ 3 Baths ⋅ 12612492 MLS ⋅ CONTINGENT Status

Fully Renovated 3-Unit Property in Woodlawn - Steps from New Development Don't miss this opportunity to own a recently rehabbed 3-unit building in the heart of Woodlawn, just above 63rd Street. Located on a quiet, residential block surrounded by ongoing development and investment, including the transformative Obama Presidential Center nearby. Each unit was fully renovated in 2024, featuring brand-new plumbing, electrical systems, and HVAC (heating and cooling). The property will be delivered with one occupied units (tenants current on rent) and one vacant unit, ideal for owner-occupants or investors seeking immediate cash flow with room for upside. All units offer spacious layouts and modern finishes, making this a truly turnkey investment in one of Chicago's fastest-growing neighborhoods.

6141 S Eberhart Avenue, Chicago

$559,000

Welcome to 6642 S. Drexel Avenue, a beautifully restored historic residence in the heart of Woodlawn that has been thoughtfully deconverted from a two-flat into a stunning single-family home. Combining timeless character with modern luxury, this home underwent an extensive renovation and restoration completed in 2026. From the moment you enter, you'll appreciate the beautiful hardwood floors that flow throughout the home and the expansive open-concept main level designed for both everyday living and entertaining. The spacious floor plan offers generous living and dining areas, creating the perfect setting for gatherings of any size. The kitchen is truly the heart of the home, featuring backlit cabinetry, abundant storage, and ample space for a large eat-in dining area. Whether hosting guests or enjoying a quiet evening at home, this thoughtfully designed space provides both functionality and style. One of the home's most remarkable features is found on the second level, where you'll discover three spacious ensuite bedrooms-a rare and highly desirable layout seldom found in homes of this caliber. Each suite offers privacy, comfort, and its own dedicated bathroom, creating the ultimate retreat for family members and guests alike. The fully finished basement expands the living space even further, offering two additional bedrooms, a full bathroom, and endless possibilities for recreation, a home office, fitness area, or extended living arrangements. Additional features include a detached two-car garage and countless updates throughout the home that blend historic charm with contemporary finishes. Located in the rapidly growing Woodlawn community near Jackson Park, the University of Chicago, the Obama Presidential Center, and public transportation, this exceptional home offers a unique opportunity to own a piece of Chicago history reimagined for modern living. Zone B for Homegrown program up to $50k downpayment assistance available.

3 Beds ⋅ 5 Baths ⋅ 12746791 MLS ⋅ CONTINGENT Status

Welcome to 6642 S. Drexel Avenue, a beautifully restored historic residence in the heart of Woodlawn that has been thoughtfully deconverted from a two-flat into a stunning single-family home. Combining timeless character with modern luxury, this home underwent an extensive renovation and restoration completed in 2026. From the moment you enter, you'll appreciate the beautiful hardwood floors that flow throughout the home and the expansive open-concept main level designed for both everyday living and entertaining. The spacious floor plan offers generous living and dining areas, creating the perfect setting for gatherings of any size. The kitchen is truly the heart of the home, featuring backlit cabinetry, abundant storage, and ample space for a large eat-in dining area. Whether hosting guests or enjoying a quiet evening at home, this thoughtfully designed space provides both functionality and style. One of the home's most remarkable features is found on the second level, where you'll discover three spacious ensuite bedrooms-a rare and highly desirable layout seldom found in homes of this caliber. Each suite offers privacy, comfort, and its own dedicated bathroom, creating the ultimate retreat for family members and guests alike. The fully finished basement expands the living space even further, offering two additional bedrooms, a full bathroom, and endless possibilities for recreation, a home office, fitness area, or extended living arrangements. Additional features include a detached two-car garage and countless updates throughout the home that blend historic charm with contemporary finishes. Located in the rapidly growing Woodlawn community near Jackson Park, the University of Chicago, the Obama Presidential Center, and public transportation, this exceptional home offers a unique opportunity to own a piece of Chicago history reimagined for modern living. Zone B for Homegrown program up to $50k downpayment assistance available.

6642 S Drexel Avenue, Chicago

$520,000

Rare opportunity to own a beautifully renovated condo de-converted multifamily in the heart of Woodlawn. This expansive duplexed two-flat features a 5BD/3BA duplex-up and a 4BD/2BA duplex-down, offering exceptional flexibility for owner-occupants, multigenerational living, or investors. Both units showcase condo-quality finishes, modern kitchens and baths, spacious layouts, and abundant natural light throughout. Outdoor living is equally impressive with multiple spaces for entertaining and relaxing. A personal 4-car parking pad provides ample off-street parking and added convenience for residents and guests alike. Located in rapidly appreciating Woodlawn, just minutes from the transformative Obama Presidential Center, Jackson Park, the University of Chicago, Lake Michigan, and public transportation, this turnkey asset offers an exceptional opportunity to own a luxury multifamily property in one of Chicago's most dynamic neighborhoods. Whether you're looking to house hack, expand your portfolio, or secure a spacious investment property, this one checks every single box.

9 Beds ⋅ 5 Baths ⋅ 12695412 MLS ⋅ CONTINGENT Status

Rare opportunity to own a beautifully renovated condo de-converted multifamily in the heart of Woodlawn. This expansive duplexed two-flat features a 5BD/3BA duplex-up and a 4BD/2BA duplex-down, offering exceptional flexibility for owner-occupants, multigenerational living, or investors. Both units showcase condo-quality finishes, modern kitchens and baths, spacious layouts, and abundant natural light throughout. Outdoor living is equally impressive with multiple spaces for entertaining and relaxing. A personal 4-car parking pad provides ample off-street parking and added convenience for residents and guests alike. Located in rapidly appreciating Woodlawn, just minutes from the transformative Obama Presidential Center, Jackson Park, the University of Chicago, Lake Michigan, and public transportation, this turnkey asset offers an exceptional opportunity to own a luxury multifamily property in one of Chicago's most dynamic neighborhoods. Whether you're looking to house hack, expand your portfolio, or secure a spacious investment property, this one checks every single box.

6735 S Eberhart Avenue, Chicago

$500,000

Center entrance. Condo quality, 5 unit property that includes 11 bedrooms and 6 bathrooms. Building has updated electrical and plumbing system. Separate energy meters. In unit laundry hook up. Hardwood floors throughout. Six car parking space on site. PROPERTY LISTED ON HUBZU AUCTION. Vacant lot next door is also for sale.

12551149 MLS ⋅ CONTINGENT Status

Center entrance. Condo quality, 5 unit property that includes 11 bedrooms and 6 bathrooms. Building has updated electrical and plumbing system. Separate energy meters. In unit laundry hook up. Hardwood floors throughout. Six car parking space on site. PROPERTY LISTED ON HUBZU AUCTION. Vacant lot next door is also for sale.

6741-43 S Eberhart Avenue, Chicago

$499,900

Why pay a full mortgage when tenants can cover it? Turnkey East Woodlawn 2-flat with massive income potential. Unit 1: 4BD/2BA duplex with 2 living areas, stainless steel appliances, and in-unit laundry/storage. King-sized beds fit easily, making it ideal for short-term rentals, house hacking, or related living. Unit 2: Bright 3BD/1BA with L-shaped kitchen, in-unit W/D, and a primary bedroom that fits a king. Bonus: The lower level offers flexibility as a plug-and-play short-term rental crash pad or can be converted into a future standalone unit with already existing private entrances. The building has separate utilities, a rear deck for each unit, a yard, and a gorgeous all-masonry 2-car brick garage. Location is a dream. You are minutes from the University of Chicago, Lake Michigan beaches & trails, and within walking distance of public transit - including the Green Line to downtown and all the dining and shopping districts we love in Hyde Park. Driven by $500M+ at the Obama Presidential Center and UofC expansion, Woodlawn home values have outpaced city averages by 12%. 4-bed short-term rentals average $325+/night nearby. Live in one, rent the rest, or collect multiple checks from day one.

7 Beds ⋅ 3 Baths ⋅ 12731749 MLS ⋅ CONTINGENT Status

Why pay a full mortgage when tenants can cover it? Turnkey East Woodlawn 2-flat with massive income potential. Unit 1: 4BD/2BA duplex with 2 living areas, stainless steel appliances, and in-unit laundry/storage. King-sized beds fit easily, making it ideal for short-term rentals, house hacking, or related living. Unit 2: Bright 3BD/1BA with L-shaped kitchen, in-unit W/D, and a primary bedroom that fits a king. Bonus: The lower level offers flexibility as a plug-and-play short-term rental crash pad or can be converted into a future standalone unit with already existing private entrances. The building has separate utilities, a rear deck for each unit, a yard, and a gorgeous all-masonry 2-car brick garage. Location is a dream. You are minutes from the University of Chicago, Lake Michigan beaches & trails, and within walking distance of public transit - including the Green Line to downtown and all the dining and shopping districts we love in Hyde Park. Driven by $500M+ at the Obama Presidential Center and UofC expansion, Woodlawn home values have outpaced city averages by 12%. 4-bed short-term rentals average $325+/night nearby. Live in one, rent the rest, or collect multiple checks from day one.

6520 S Ellis Avenue, Chicago

$429,900

New Price - New Opportunity. This all-brick 3-story, 6-unit building presents a compelling value opportunity in Chicago's Woodlawn neighborhood. Featuring a consistent unit mix and solid masonry construction, the property offers strong potential for investors seeking to renovate, reposition, or expand their portfolio. Conveniently located just blocks from the 63rd Street Metra Electric/South Shore station and minutes from Jackson Park, the lakefront, the Obama Presidential Center, and the University of Chicago. Offered at an improved price, this is an opportunity to invest in a neighborhood experiencing continued growth and redevelopment.

12702000 MLS ⋅ CONTINGENT Status

New Price - New Opportunity. This all-brick 3-story, 6-unit building presents a compelling value opportunity in Chicago's Woodlawn neighborhood. Featuring a consistent unit mix and solid masonry construction, the property offers strong potential for investors seeking to renovate, reposition, or expand their portfolio. Conveniently located just blocks from the 63rd Street Metra Electric/South Shore station and minutes from Jackson Park, the lakefront, the Obama Presidential Center, and the University of Chicago. Offered at an improved price, this is an opportunity to invest in a neighborhood experiencing continued growth and redevelopment.

1427 E 66Th Place, Chicago

$400,000

Fee-simple townhome in the heart of Woodlawn, a short walk from the University of Chicago and the medical campus. Three levels, three bedrooms, two baths, an attached garage, and no monthly assessment! Main level has a bedroom and laundry. The second floor opens to living, dining, and a remodeled kitchen with farmhouse sink, tiled backsplash, and opened cabinets, plus a private outdoor deck off the kitchen with a secure shed below. Two bedrooms sit upstairs. Six ION solar panels were added in 2025. Central air, newer water heater and garage shelving. Vacant and ready. A practical home for anyone working at UChicago or the medical campus, or for a buyer who wants a walkable Woodlawn location near campus, parks, and transit.

3 Beds ⋅ 2 Baths ⋅ 12735384 MLS ⋅ CONTINGENT Status

Fee-simple townhome in the heart of Woodlawn, a short walk from the University of Chicago and the medical campus. Three levels, three bedrooms, two baths, an attached garage, and no monthly assessment! Main level has a bedroom and laundry. The second floor opens to living, dining, and a remodeled kitchen with farmhouse sink, tiled backsplash, and opened cabinets, plus a private outdoor deck off the kitchen with a secure shed below. Two bedrooms sit upstairs. Six ION solar panels were added in 2025. Central air, newer water heater and garage shelving. Vacant and ready. A practical home for anyone working at UChicago or the medical campus, or for a buyer who wants a walkable Woodlawn location near campus, parks, and transit.

1007 E 61St Street, Chicago

$385,000

Step into this beautifully renovated Chicago bungalow, offering the perfect mix of space, style, and location in a growing, appreciating area. Featuring 6 bedrooms, 3 full bathrooms, and a finished basement with a custom wine cellar, second floor addition with loft, this home was designed for modern living and entertaining. The stunning kitchen features stainless steel appliances, including a washer and dryer, while contemporary finishes throughout give the home a fresh, upscale feel. Located just minutes from the Obama Presidential Center and only 15 minutes from downtown Chicago, you'll enjoy easy access to everything the city has to offer. Move-in ready, thoughtfully updated, and spacious, this is the home you've been waiting for.

5 Beds ⋅ 3 Baths ⋅ 12705886 MLS ⋅ CONTINGENT Status

Step into this beautifully renovated Chicago bungalow, offering the perfect mix of space, style, and location in a growing, appreciating area. Featuring 6 bedrooms, 3 full bathrooms, and a finished basement with a custom wine cellar, second floor addition with loft, this home was designed for modern living and entertaining. The stunning kitchen features stainless steel appliances, including a washer and dryer, while contemporary finishes throughout give the home a fresh, upscale feel. Located just minutes from the Obama Presidential Center and only 15 minutes from downtown Chicago, you'll enjoy easy access to everything the city has to offer. Move-in ready, thoughtfully updated, and spacious, this is the home you've been waiting for.

6828 S Champlain Avenue, Chicago

$379,900

8 Beds ⋅ 3 Baths ⋅ 12742872 MLS ⋅ CONTINGENT Status

6018 S Eberhart Avenue, Chicago

$350,000

Investors and house hackers, take notice! Brick 2-unit apartment building in the heart of Woodlawn. The first unit is duplexed down and features 6 bedrooms and 2 bathrooms, while the second unit offers 3 bedrooms and 1 bathroom. Excellent opportunity for rental income, owner-occupants, or portfolio expansion. Conveniently located near the Obama Presidential Center, University of Chicago, parks, and public transportation. Property being sold AS-IS.

9 Beds ⋅ 3 Baths ⋅ 12624431 MLS ⋅ CONTINGENT Status

Investors and house hackers, take notice! Brick 2-unit apartment building in the heart of Woodlawn. The first unit is duplexed down and features 6 bedrooms and 2 bathrooms, while the second unit offers 3 bedrooms and 1 bathroom. Excellent opportunity for rental income, owner-occupants, or portfolio expansion. Conveniently located near the Obama Presidential Center, University of Chicago, parks, and public transportation. Property being sold AS-IS.

6559 S Eberhart Avenue, Chicago

$325,000

Don't miss this stunning 2 bedroom/ 2 bath penthouse condo. Soaring 20 foot ceilings, windows in all directions, stylish Italian custom cabinetry, huge primary bedroom with fireplace, 3 closets and fabulous spa bath with separate steam shower and deep soaking air bath. Kitchen opens to spacious, airy great room with surround sound speakers and movie projector. New furnace and washer/dryer. Private access to roof top, and parking too! This is Woodlawn's finest, steps from the University of Chicago, the Obama Presidential center, parks and lakefront. Welcome!

2 Beds ⋅ 2 Baths ⋅ 12724127 MLS ⋅ CONTINGENT Status

Don't miss this stunning 2 bedroom/ 2 bath penthouse condo. Soaring 20 foot ceilings, windows in all directions, stylish Italian custom cabinetry, huge primary bedroom with fireplace, 3 closets and fabulous spa bath with separate steam shower and deep soaking air bath. Kitchen opens to spacious, airy great room with surround sound speakers and movie projector. New furnace and washer/dryer. Private access to roof top, and parking too! This is Woodlawn's finest, steps from the University of Chicago, the Obama Presidential center, parks and lakefront. Welcome!

6640 S Maryland Avenue Unit #3, Chicago

$299,000

Renovated Two-Unit Greystone in West Woodlawn! This classic Chicago Greystone features two spacious 3 bed, 1 bath units, each updated with hardwood floors, stainless steel appliances, countertops, and modern finishes. Renovated in 2024 before the current tenants moved in. Underground plumbing replaced and updated in 2023 from the building to street. The unfinished basement offers potential for a third unit, additional living space, or a dedicated laundry area. Located near public transit and just minutes from downtown, this is a perfect opportunity for house-hackers or investors seeking a turnkey rental in a growing neighborhood. AS-IS, Short sale initiated, not an approved short sale price. Upon receiving offer bank will approve or deny contract offer amount. Walk into instant equity with this short sale opportunity.

6 Beds ⋅ 2 Baths ⋅ 12416699 MLS ⋅ CONTINGENT Status

Renovated Two-Unit Greystone in West Woodlawn! This classic Chicago Greystone features two spacious 3 bed, 1 bath units, each updated with hardwood floors, stainless steel appliances, countertops, and modern finishes. Renovated in 2024 before the current tenants moved in. Underground plumbing replaced and updated in 2023 from the building to street. The unfinished basement offers potential for a third unit, additional living space, or a dedicated laundry area. Located near public transit and just minutes from downtown, this is a perfect opportunity for house-hackers or investors seeking a turnkey rental in a growing neighborhood. AS-IS, Short sale initiated, not an approved short sale price. Upon receiving offer bank will approve or deny contract offer amount. Walk into instant equity with this short sale opportunity.

6621 S Marquette Drive, Chicago

$289,000

Woodlawn brick 2Flat on a block with new buildings built on the same block and 3 flat will be built next door soon. This 3 level property has one 3 bedroom unit on the 1st and 2nd floor. A full basement with coin operated laundry machine is used as storage space currently. The 2nd floor unit is currently rented for the same tenant for more than 10 years but it does need work if you want to turn it into an attractive apartment.The basement also has one bathroom setup but not functioning right now. Individual furnace heating system installed for each unit in 2025. The 1st floor unit is move in ready as you can see from the pictures. You can also make the 1st floor duplex down if you want to make the 1st floor a bigger unit to be used by yourself. Come to take a look and let's make a deal !

6 Beds ⋅ 3 Baths ⋅ 12680053 MLS ⋅ CONTINGENT Status

Woodlawn brick 2Flat on a block with new buildings built on the same block and 3 flat will be built next door soon. This 3 level property has one 3 bedroom unit on the 1st and 2nd floor. A full basement with coin operated laundry machine is used as storage space currently. The 2nd floor unit is currently rented for the same tenant for more than 10 years but it does need work if you want to turn it into an attractive apartment.The basement also has one bathroom setup but not functioning right now. Individual furnace heating system installed for each unit in 2025. The 1st floor unit is move in ready as you can see from the pictures. You can also make the 1st floor duplex down if you want to make the 1st floor a bigger unit to be used by yourself. Come to take a look and let's make a deal !

6436 S Vernon Avenue, Chicago

$269,900

Experience timeless sophistication in this 3 bedroom | 2 bath restored historic greystone. Welcome to Woodlawn, a neighborhood redefining Chicago's South Side where classic Chicago architecture meets refined contemporary design. Thoughtfully renovated in 2017 with high-end finishes and a level of exceptional craftsmanship that remains as relevant today as the day it was completed. An elevated foyer welcomes you with soaring high ceilings, dramatic coffered detailing, drenched with natural light, this open-concept is the perfect blend of sophistication & modern design. Richly appointed hardwood floors, solid-core 8-foot doors, custom window treatments throughout. The chef-inspired kitchen was designed for everyday living featuring custom cabinetry, granite counter tops, pot filler, premium stone back splash, and designer fixtures that elevate every culinary experience. The primary suite with walk-in closet is a retreat complemented by luxurious spa-style soaker tub perfect for relaxation after a long day. With newly installed unit laundry, water heater and parking this condo showcase is PHENOMENAL. Why settle for builder-grade when you can own the best value in today's market and a lifestyle you'll love. Access to the Obama Presidential Center, the University of Chicago, Jackson Park, local coffee shops, the lakefront, and the exciting redevelopment fueling the community's continued growth. This is not the South Side you remember. It is a community rich in history, investment, culture, and opportunity.

3 Beds ⋅ 2 Baths ⋅ 12709087 MLS ⋅ CONTINGENT Status

Experience timeless sophistication in this 3 bedroom | 2 bath restored historic greystone. Welcome to Woodlawn, a neighborhood redefining Chicago's South Side where classic Chicago architecture meets refined contemporary design. Thoughtfully renovated in 2017 with high-end finishes and a level of exceptional craftsmanship that remains as relevant today as the day it was completed. An elevated foyer welcomes you with soaring high ceilings, dramatic coffered detailing, drenched with natural light, this open-concept is the perfect blend of sophistication & modern design. Richly appointed hardwood floors, solid-core 8-foot doors, custom window treatments throughout. The chef-inspired kitchen was designed for everyday living featuring custom cabinetry, granite counter tops, pot filler, premium stone back splash, and designer fixtures that elevate every culinary experience. The primary suite with walk-in closet is a retreat complemented by luxurious spa-style soaker tub perfect for relaxation after a long day. With newly installed unit laundry, water heater and parking this condo showcase is PHENOMENAL. Why settle for builder-grade when you can own the best value in today's market and a lifestyle you'll love. Access to the Obama Presidential Center, the University of Chicago, Jackson Park, local coffee shops, the lakefront, and the exciting redevelopment fueling the community's continued growth. This is not the South Side you remember. It is a community rich in history, investment, culture, and opportunity.

6409 S Maryland Avenue Unit #3, Chicago

$265,000

Amazing Investor's Opportunity! Don't miss this incredible opportunity to own a legal all-brick two-unit building in a rapidly growing area just minutes from the future Obama Center. Each spacious unit offers approximately 1,500 square feet with 3 bedrooms and 1 full bath, providing an excellent layout for both owner-occupants and investors. With strong income potential and endless possibilities to renovate, update, or expand your portfolio, this property is ready for your vision. Conveniently located near public transportation, parks, shopping, dining, and major expressways. Opportunities like this don't come around often schedule your showing today and unlock the potential of this exceptional investment property! AS-IS

6 Beds ⋅ 2 Baths ⋅ 12725293 MLS ⋅ CONTINGENT Status

Amazing Investor's Opportunity! Don't miss this incredible opportunity to own a legal all-brick two-unit building in a rapidly growing area just minutes from the future Obama Center. Each spacious unit offers approximately 1,500 square feet with 3 bedrooms and 1 full bath, providing an excellent layout for both owner-occupants and investors. With strong income potential and endless possibilities to renovate, update, or expand your portfolio, this property is ready for your vision. Conveniently located near public transportation, parks, shopping, dining, and major expressways. Opportunities like this don't come around often schedule your showing today and unlock the potential of this exceptional investment property! AS-IS

6646 S Minerva Avenue, Chicago

$260,000

Beautifully-maintained 2-story brick building located in a rapidly-developing area of Chicago, conveniently situated near I-94 and just west of the future Obama Presidential Center. This well-kept investment property features two spacious 2-bedroom units, each offering generous living and dining areas with functional layouts. Both kitchens are in good condition and include newer stoves and refrigerators replaced within the past year. The property also offers rear patios and a detached 2-car garage. The building is currently occupied by long-term tenants who have resided in the property for over 4 years, consistently pay rent on time, and take pride in maintaining their units. A solid investment opportunity in an area experiencing continued growth and redevelopment.

4 Beds ⋅ 2 Baths ⋅ 12646322 MLS ⋅ CONTINGENT Status

Beautifully-maintained 2-story brick building located in a rapidly-developing area of Chicago, conveniently situated near I-94 and just west of the future Obama Presidential Center. This well-kept investment property features two spacious 2-bedroom units, each offering generous living and dining areas with functional layouts. Both kitchens are in good condition and include newer stoves and refrigerators replaced within the past year. The property also offers rear patios and a detached 2-car garage. The building is currently occupied by long-term tenants who have resided in the property for over 4 years, consistently pay rent on time, and take pride in maintaining their units. A solid investment opportunity in an area experiencing continued growth and redevelopment.

6451 S Vernon Avenue, Chicago

$250,000

Spacious and beautifully updated 5-bedroom, 3-bath duplex-down in the highly sought-after Woodlawn neighborhood, just minutes from public transportation, the University of Chicago, and the future Obama Presidential Center. Offering exceptional space and flexibility, this home is ideal for homeowners, multigenerational living, or investors seeking additional income potential. The main level features refinished hardwood floors (2024), fresh paint throughout, and a bright open-concept layout designed for comfortable living and entertaining. The sun-filled living room showcases a cozy fireplace and Juliet balcony, flowing seamlessly into the updated kitchen with granite countertops, custom cabinetry, breakfast bar, and newer stainless-steel appliances, including a refrigerator and dishwasher (2024). Three generously sized bedrooms are located on the main level, including a spacious primary suite featuring a spa-inspired bath with dual vanity, jacuzzi tub, and separate shower. Step outside to your private terrace and enjoy the convenience of an assigned parking space. The fully finished lower level expands the living space with a large recreation room complete with a wet bar, two additional bedrooms, and a full bathroom featuring dual sinks, a soaker tub, and separate shower. This level also includes a second kitchen with a newer cooktop and refrigerator (2024), washer and dryer, and a private entrance, creating an ideal setup for extended family, guests, or related living arrangements. Don't miss this unique opportunity to own a versatile and well-maintained home in one of Chicago's fastest-growing communities. Property is being sold as-is and is subject to short sale approval.

3 Beds ⋅ 3 Baths ⋅ 12670318 MLS ⋅ CONTINGENT Status

Spacious and beautifully updated 5-bedroom, 3-bath duplex-down in the highly sought-after Woodlawn neighborhood, just minutes from public transportation, the University of Chicago, and the future Obama Presidential Center. Offering exceptional space and flexibility, this home is ideal for homeowners, multigenerational living, or investors seeking additional income potential. The main level features refinished hardwood floors (2024), fresh paint throughout, and a bright open-concept layout designed for comfortable living and entertaining. The sun-filled living room showcases a cozy fireplace and Juliet balcony, flowing seamlessly into the updated kitchen with granite countertops, custom cabinetry, breakfast bar, and newer stainless-steel appliances, including a refrigerator and dishwasher (2024). Three generously sized bedrooms are located on the main level, including a spacious primary suite featuring a spa-inspired bath with dual vanity, jacuzzi tub, and separate shower. Step outside to your private terrace and enjoy the convenience of an assigned parking space. The fully finished lower level expands the living space with a large recreation room complete with a wet bar, two additional bedrooms, and a full bathroom featuring dual sinks, a soaker tub, and separate shower. This level also includes a second kitchen with a newer cooktop and refrigerator (2024), washer and dryer, and a private entrance, creating an ideal setup for extended family, guests, or related living arrangements. Don't miss this unique opportunity to own a versatile and well-maintained home in one of Chicago's fastest-growing communities. Property is being sold as-is and is subject to short sale approval.

6328 S Drexel Avenue Unit #1, Chicago

$249,999

This spacious 2-flat in West Woodlawn is designed with open layouts, modern updates all in a prime location. The building does need some TLC but is a great starter investment property! Both units offer good natural light that fills both units, creating a warm and inviting atmosphere. Vinyl plank flooring throughout, adding a modern touch. Unit 1 features 3 bedrooms and 1 full bath. Unit 2 offers an expansive 4 bedrooms and 1.5 baths-ideal for owner-occupants or savvy investors alike. Each unit boasts an open-concept living, dining, and kitchen layout, perfect for entertaining or everyday living. The generously sized bedrooms provide flexibility for home offices, guest rooms, or personal retreats, all with ample storage. Both kitchens and full bathrooms are enhanced with granite finishes, bringing a refined, upscale feel to daily living. Enjoy close proximity to a beautiful community garden-perfect for relaxing or cultivating your green thumb. Located near public transit, shopping, and the historic Jackson Park, as well as the scenic Museum Campus, this home offers convenient access to everything Chicago has to offer. Whether you're looking to invest or occupy, this exceptional property delivers on space, style, and location. Don't miss the opportunity to make it yours! Property is being Sold As Is.

7 Beds ⋅ 4 Baths ⋅ 12652369 MLS ⋅ CONTINGENT Status

This spacious 2-flat in West Woodlawn is designed with open layouts, modern updates all in a prime location. The building does need some TLC but is a great starter investment property! Both units offer good natural light that fills both units, creating a warm and inviting atmosphere. Vinyl plank flooring throughout, adding a modern touch. Unit 1 features 3 bedrooms and 1 full bath. Unit 2 offers an expansive 4 bedrooms and 1.5 baths-ideal for owner-occupants or savvy investors alike. Each unit boasts an open-concept living, dining, and kitchen layout, perfect for entertaining or everyday living. The generously sized bedrooms provide flexibility for home offices, guest rooms, or personal retreats, all with ample storage. Both kitchens and full bathrooms are enhanced with granite finishes, bringing a refined, upscale feel to daily living. Enjoy close proximity to a beautiful community garden-perfect for relaxing or cultivating your green thumb. Located near public transit, shopping, and the historic Jackson Park, as well as the scenic Museum Campus, this home offers convenient access to everything Chicago has to offer. Whether you're looking to invest or occupy, this exceptional property delivers on space, style, and location. Don't miss the opportunity to make it yours! Property is being Sold As Is.

6359 S Rhodes Avenue, Chicago

$249,000

Full of character and perfectly located in the heart of Woodlawn, this stunning condo offers easy access to the University of Chicago, the lakefront, Metra, dining, and neighborhood amenities. Featuring 2 spacious bedrooms plus a versatile den that can easily serve as a third bedroom, home office, or flex space, this home blends vintage charm with modern convenience. The gourmet kitchen boasts stainless steel appliances, a large center island, and ample cabinet space-perfect for entertaining. 10' ceilings, skylights and oversized windows fill the home with natural light, while pocket doors elegantly connect the den and living room. Additional highlights include a decorative fireplace, hardwood floors throughout, in-unit washer and dryer, and timeless architectural details. A rare opportunity to own a bright, character-filled home in one of Chicago's most vibrant and growing neighborhoods! Investor friendly!

2 Beds ⋅ 2 Baths ⋅ 12673916 MLS ⋅ CONTINGENT Status

Full of character and perfectly located in the heart of Woodlawn, this stunning condo offers easy access to the University of Chicago, the lakefront, Metra, dining, and neighborhood amenities. Featuring 2 spacious bedrooms plus a versatile den that can easily serve as a third bedroom, home office, or flex space, this home blends vintage charm with modern convenience. The gourmet kitchen boasts stainless steel appliances, a large center island, and ample cabinet space-perfect for entertaining. 10' ceilings, skylights and oversized windows fill the home with natural light, while pocket doors elegantly connect the den and living room. Additional highlights include a decorative fireplace, hardwood floors throughout, in-unit washer and dryer, and timeless architectural details. A rare opportunity to own a bright, character-filled home in one of Chicago's most vibrant and growing neighborhoods! Investor friendly!

6137 S Kimbark Avenue Unit #3, Chicago

$224,900

Located in the heart of Woodlawn community this vintage, all brick multi-unit offers a blank canvas waiting for your vision to bring it back to life! This building offers over 2500 sq feet over three levels of living space, was in the process of being converted to a single-family home but can easily retain the multi-unit charm which is so desirable in this community! The building offers high ceilings on both floors, the basement can be duplexed to the first floor while adding sq footage and rental potential! Another option is keep the current layout as it stands and finish the single family project, the current use has the building framed out with 4 bedrooms on the second level, additional 2 bedrooms in the lower level and a grand open first floor layout! Located in a hot market, close to Washington Park, Jackson Park, Obama Library and much more! This home is not going to last long, get inside today as opportunities like this do not come along often!

5 Beds ⋅ 2 Baths ⋅ 12727134 MLS ⋅ PENDING Status

Located in the heart of Woodlawn community this vintage, all brick multi-unit offers a blank canvas waiting for your vision to bring it back to life! This building offers over 2500 sq feet over three levels of living space, was in the process of being converted to a single-family home but can easily retain the multi-unit charm which is so desirable in this community! The building offers high ceilings on both floors, the basement can be duplexed to the first floor while adding sq footage and rental potential! Another option is keep the current layout as it stands and finish the single family project, the current use has the building framed out with 4 bedrooms on the second level, additional 2 bedrooms in the lower level and a grand open first floor layout! Located in a hot market, close to Washington Park, Jackson Park, Obama Library and much more! This home is not going to last long, get inside today as opportunities like this do not come along often!

6215 S Evans Avenue, Chicago

$220,000

Unlock the potential of this classic two-unit building located in Chicago?s Woodlawn neighborhood. The property is ideally situated just five minutes from the new Obama Presidential Center and the University of Chicago. Public transportation is highly accessible, with the CTA Green Line station located only a few blocks away. The full, unfinished basement offers a prime opportunity to add significant value. Unit 1 is a 3 bedroom 1 bath and unit 2 is a 4 bedroom 1 bathroom. Tenants pay electric and gas. Given the ongoing developments and rapid growth in the area, this property is perfect for a fix-and-flip or a buy-and-hold investment. Sold as-is.

7 Beds ⋅ 2 Baths ⋅ 12747213 MLS ⋅ CONTINGENT Status

Unlock the potential of this classic two-unit building located in Chicago?s Woodlawn neighborhood. The property is ideally situated just five minutes from the new Obama Presidential Center and the University of Chicago. Public transportation is highly accessible, with the CTA Green Line station located only a few blocks away. The full, unfinished basement offers a prime opportunity to add significant value. Unit 1 is a 3 bedroom 1 bath and unit 2 is a 4 bedroom 1 bathroom. Tenants pay electric and gas. Given the ongoing developments and rapid growth in the area, this property is perfect for a fix-and-flip or a buy-and-hold investment. Sold as-is.

6327 S Saint Lawrence Avenue, Chicago

$219,900

Attention investors and rehabbers. Exceptional opportunity to bring this classic brick 3 flat back to life in the highly sought after Woodlawn neighborhood. This multi-unit property features 3 spacious units, each offering 3 bedrooms, 1-bathroom, generous living rooms and separate dining rooms with excellent layout potential. Room sizes are estimates. The property is in fire damaged condition and requires significant repairs and improvements. Bring your vision and creativity to unlock the value this home has to offer. Ideally located near University of Chicago and the Obama Presidential Center this property is positioned in an area experiencing significant invest and development. Property is being sold strictly in AS IS condition. No surveys nor disclosures, taxes prorated. Attached Hold Harmless Agreements (2) must be signed and returned prior to any property access or showing approval.

9 Beds ⋅ 3 Baths ⋅ 12680584 MLS ⋅ PENDING Status

Attention investors and rehabbers. Exceptional opportunity to bring this classic brick 3 flat back to life in the highly sought after Woodlawn neighborhood. This multi-unit property features 3 spacious units, each offering 3 bedrooms, 1-bathroom, generous living rooms and separate dining rooms with excellent layout potential. Room sizes are estimates. The property is in fire damaged condition and requires significant repairs and improvements. Bring your vision and creativity to unlock the value this home has to offer. Ideally located near University of Chicago and the Obama Presidential Center this property is positioned in an area experiencing significant invest and development. Property is being sold strictly in AS IS condition. No surveys nor disclosures, taxes prorated. Attached Hold Harmless Agreements (2) must be signed and returned prior to any property access or showing approval.

6146 S Vernon Avenue, Chicago

$219,900

Welcome home to this awesome 2-bedroom, 2-bath duplex-up condo in the heart of Woodlawn. This home features hardwood floors throughout the main level, an open layout, and exposed brick that adds character and warmth. The primary suite includes an ensuite bathroom, offering comfort and privacy. Kitchen features stainless steel refrigerator and other appliances will be upgraded to stainless steel prior to closing. Upstairs, enjoy a versatile lofted second level-perfect for a home office, den, or additional living space. Step outside and relax in one of two private outdoor spaces, including a generous deck ideal for entertaining. Located just minutes from Hyde Park, Lake Shore Drive, I-90/94, and the highly anticipated Obama Presidential Library, this home offers the best of city living with neighborhood appeal. Several additional developments are expected in the Woodlawn area, making this home not only a comfortable retreat but an excellent investment. A rare find combining style, space, and a great location-this Woodlawn gem is not to be missed!

2 Beds ⋅ 2 Baths ⋅ 12499133 MLS ⋅ CONTINGENT Status

Welcome home to this awesome 2-bedroom, 2-bath duplex-up condo in the heart of Woodlawn. This home features hardwood floors throughout the main level, an open layout, and exposed brick that adds character and warmth. The primary suite includes an ensuite bathroom, offering comfort and privacy. Kitchen features stainless steel refrigerator and other appliances will be upgraded to stainless steel prior to closing. Upstairs, enjoy a versatile lofted second level-perfect for a home office, den, or additional living space. Step outside and relax in one of two private outdoor spaces, including a generous deck ideal for entertaining. Located just minutes from Hyde Park, Lake Shore Drive, I-90/94, and the highly anticipated Obama Presidential Library, this home offers the best of city living with neighborhood appeal. Several additional developments are expected in the Woodlawn area, making this home not only a comfortable retreat but an excellent investment. A rare find combining style, space, and a great location-this Woodlawn gem is not to be missed!

6651 S Maryland Avenue Unit #1E, Chicago