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$849,000
7 Beds 6 Baths 12755888 MLS NEW Status
Legal 3 fla.Total gut Rehab to the studs with new constructions permits, all mechanicals are brand new. New water lines B Box and meters, windows, insulations, GE appliances, sump pump & ejector pump. Everything you see is NEW. 3300 sqft living space.LUXURY-DESIGNED LAYOUT WITH THREE MASTER SUITES ON THE 2ND FLOOR DUPLEXED TO THE MAIN LEVEL WITH COMPLETE OPEN CONCEPT FLOOR PLAN!!! GREAT FOR OWNER WITH OPTION TO RENT OR AIRBNB LOWER LEVEL. OVER 2,500SF OF LIVING SPACE WITH 4 BEDROOMS AND 3.5 BATHS DUPLEX WITH SEPARATE LARGE LOWER LEVEL APARTMENT WITH 2 BEDROOMS AND 1 FULL BATH EQUIPPED FOR AIRBNB OR RENTAL THAT WILL HELP WITH THE MORTGAGE! ALL NEW ROUGH FRAMING, SUPPORT BEAMS AND STAIRCASE IS COMPLETED. ALL NEW DUCTWORK COMPLETED. ALL NEW ROUGH ELECTRICAL COMPLETED WITH DUAL 200AMP SERVICE AND PANELS INSTALLED. ALL NEW CEMENT BASEMENT FLOOR POURED WITH OVER 7FT CEILING HEIGHT. NEW ROOF HAS BEEN INSTALLED. GARAGE ROOF, OVERHEAD DOOR AND TUCKPOINTING COMPLETED. EVERYTHING HAS BEEN DONE UP TO CITY CODE. THE VALUE IS ENDLESS AS EAST WOODLAWN IS ONE OF THE MOST PRIME REAL ESTATE IN CHICAGO WITH THE PROXIMITY TO ALL AMENITIES: NEW OBAMA LIBRARY, UNIVERSITY OF CHICAGO, MUSUEM OF SCIENCE AND INDUSTRY, LAKE SHORE BEACHES, JACKSON PARK GOLF COURSE, CTA GREEN LINE, HYDE PARK AND SO MUCH MORE.

6627 S Maryland Avenue, Chicago

$267,000
4 Beds 2 Baths 12744188 MLS ACTIVE Status
Welcome to 6511 S Ellis Ave, an updated 4-bedroom, 1.5-bath townhome offering generous living area and plenty of outdoor space. Updates include new flooring, kitchen backsplash, quartz countertops, stainless steel appliances, several new windows, a new furnace and hot water tank. The roof was replaced in 2019. The full basement offers additional flexible living space, with a finished, carpeted family room and a huge storage room. Outside, enjoy a fully fenced and landscaped backyard plus a two-car parking pad. Ideally located near the University of Chicago and Obama Presidential Center, with convenient access to both Lake Shore Drive and the Dan Ryan Expressway. Move-in ready and thoughtfully updated, this home offers space, comfort, parking, and outdoor living in a convenient Chicago location.

6511 S Ellis Avenue, Chicago

$1,198,988
8 Beds 4 Baths 12749117 MLS ACTIVE Status
This beautiful, rare, and meticulously maintained vintage greystone is a fantastic, solid investment opportunity and an investor's dream! An ideal turnkey operation, it features two 3BR rentals plus a fully-furnished, top-rated, 2BR Airbnb, allowing several options for the buyer: enjoy income from the popular Airbnb and the fully-rented units; reside in a unit (or two) and reduce your mortgage payments through value-added rentals; or transform the entire building into your single family dream home! This spacious and sun-drenched beauty retains its vintage charm with 10' ceilings, hardwood floors, huge double hung windows, built-ins, and some original moldings. The main level 3BR, 1 bath features a wood burning fireplace with built-in mantel and bookshelves, full kitchen, in-unit W/D hookup, and window blinds. The second level 3BR, 1.5 bath was fully rehabbed in late 2019 with all new kitchen and baths, refinished floors, new in-unit W/D, built-out closets, new light fixtures, new wood blinds, new HVAC. The open plan, inviting 2BR, 1 bath, garden-level Airbnb (since July, 2018) with private entrance is fully furnished and has all the extra amenities guests expect, making it a top-rated (4.9/5) destination with Superhost designation. First and second level units open onto private decks with newly-rebuilt and sealed back stairs, including easy access to the roof via pull-down stairs on the second level deck, plus 15' x 8' secured storage area under the stairs. The Airbnb opens out the private back door to a storage area featuring full-size washer and dryer, then into the huge, secure and private backyard. Enjoy a green, urban oasis with mature landscaping, two large patios, and path leading to the masonry 2.5 car garage with extra storage space above (or retain the current garage renter for the extra income). The new roof (7/2019) is fitted with 9.0 kW Roof Mount Solar PV Array solar panels, offsetting utility costs. The location is the icing on the cake! Just steps from the University of Chicago law school and the Renee Grossman Residential Commons, and a stone's throw from the Green Line and Jewel-Osco, this property offers community, connectivity, and convenience. Only 3/4 mile from Jackson Park, the transformative Obama Presidential Center, and the vibrant lakefront, this location offers investment stability and exciting growth potential. Schedule your private showing now!

6109 S Greenwood Avenue, Chicago

$1,200,000
11 Beds 7 Baths 12726785 MLS ACTIVE Status
Turnkey cash flowing Rarely Available 4 Flat Building Located in prime East Woodlawn desirable community just steps from Obama Presidential Library, University of Chicago Campuses including Medical School, Law School, University of Chicago Hospital, Charter School, Museum of Science and Industry, Chicago Theological Seminary, Mount Carmel High School, Lake Michigan, Grocery Stores, Multiple Eatery's including the South Shore Cultural Center. A true gem for investors and or owner occupant alike. The 3 above ground oversized units each feature 3 bed/2 Full baths configurations & 1 lower level features an oversized 2 bed 2bath configuration. Property features new interior upgrades such as Copper Plumbing infrastructure, Electrical infrastructure, HVAC infrastructure and drywall. Open floorplan concept layout within each unit with the top floor unit giving a penthouse vibe. Kitchens positioned in the front of each unit 42' Maple shaker style cabinets, granite & laminate countertops, stainless steel appliances & recessed lighting. Meticulously preserved & refinished woodwork architecture & hardwood flooring in the property was blended with new upgrades to keep the charm & character of this historic property. Exterior upgrades include new vinyl windows, concrete parking pad with rear wrought iron gated fence, front wrought iron gated fence with intercom system, treated wood The lower level was renovated by excavating the floor & creating higher head space & upgrading to a new sump pump rainwater drainage system & concrete slab. The property shares a common area laundry with washer/dryer owned by Landlord. Each unit is individually metered & has separate HVAC & Hot Water Heater tanks.

6638 S Woodlawn Avenue, Chicago

$559,000
3 Beds 5 Baths 12746791 MLS ACTIVE 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

$140,000
1 Beds 1 Baths 12742503 MLS ACTIVE Status
Welcome to this spacious first-floor one-bedroom condo in the heart of University of Chicago-an exciting neighborhood benefiting from continued investment and growth. Unique to the building's first-floor residences, higher ceilings enhance the home's bright, open, and comfortable feel. The functional layout offers distinct living and dining areas, a generously sized bedroom, and an impressive walk-in closet. Each unit also includes dedicated basement storage, providing even more space for seasonal items, bicycles, and everyday extras. Monthly assessments include heat and water, and convenient common laundry is located in the basement. The location is exceptional: the University of Chicago Center for Continuing Medical Education is directly across the street, the University of Chicago Medical Center is just blocks away, and Ellis Avenue-home to many of the university's main campus buildings-is only half a block away. CTA Route #59-61 stops just outside the building, providing convenient direct service to and from Midway International Airport. Residents also benefit from the consistent University of Chicago security presence throughout the surrounding campus area. An open lot behind the property provides added separation from neighboring buildings. Enjoy convenient access to the University of Chicago's beautiful campus, the lakefront, public transportation, shopping, dining, and the new Obama Presidential Center. With the university continuing to expand its presence throughout the surrounding community, this home offers an appealing combination of space, convenience, and the opportunity to be part of the exciting future for this area.

955 E 61St Street Unit #1, Chicago

$275,000
3 Beds 3 Baths 12734947 MLS ACTIVE Status
Beautifully Renovated 3-Bedroom, 3-Bath Duplex Condo with Private Entrance Experience the comfort of townhome-style living in this beautifully renovated duplex condominium featuring a private entrance and an inviting multi-level layout. The main level offers an open living and dining area with beautifully sanded and stained hardwood floors, creating a warm and welcoming atmosphere. The updated kitchen features contemporary finishes and opens seamlessly to the living space, making it ideal for everyday living and entertaining. Fresh paint, stylish lighting, and thoughtful upgrades continue throughout the home. Recessed lighting enhances the bedrooms and hallway, while all three bathrooms have been updated with new vanities, modern illuminated mirrors, and contemporary fixtures. The spacious primary suite is designed as a private retreat, featuring two walls of closets leading into the en-suite bathroom. Enjoy a dual-sink vanity with clean, modern lines, an oversized Jacuzzi tub, a separate shower, and designer finishes that create a spa-like experience. Step outside to your private balcony with new wood deck planks, perfect for relaxing or enjoying your morning coffee. This spacious home offers three bedrooms and three full bathrooms, providing flexibility for family, guests, or a home office. An additional deeded parking space is available for additional 13,000 and the seller prefers to sell the parking space with the unit. This exceptional Woodlawn comdo combines style, comfort, and convenience.

6651 S Drexel Avenue Unit #1E, Chicago

$599,000
4 Beds 3 Baths 12734337 MLS ACTIVE Status
Beautiful 4-Bed, 3-Bath Chicago Home with Finished Basement & 2-Car Garage right next to Obama Presidential and University of Chicago!This stunning home offers an open-concept layout with a modern kitchen featuring a spacious island, sleek finishes, and ample cabinet space. The cozy family room with a fireplace creates the perfect gathering space. The fully finished basement with 2 bedrooms includes a full bathroom and laundry room. Upstairs, enjoy additional two oversized bedrooms with high ceilings, generous closets, full baths and a hot tub. Two private balconies, including one off the master bedroom, provide the perfect spots to relax outdoors. A detached 2-car garage completes this move-in-ready home. Don't wait-schedule your tour today!

6505 S Woodlawn Avenue, Chicago

$749,000
4 Beds 4 Baths 12732255 MLS ACTIVE Status
Sophisticated 2023-built residence located in a quiet pocket of a flourishing historic corridor, just one block from UChicago. The home opens to a living space with 14-foot bay windows and flows into an elevated open-concept kitchen anchored by a waterfall island. Upper levels include a private primary suite with rooftop deck access and spa-inspired bath, along with two secondary bedrooms designed for flexible use. The lower level suite doubles as media, guests, or home office space. Construction emphasizes permanence and performance: full masonry walls, Euro tilt-and-turn windows, dual-zone HVAC, wired audio, hardwood floors, tankless water heater, and a heated two-car garage with EV charger. The location combines exceptional walkability, CTA and Metra access, and proximity to an array of vibrant local establishments, all near the lakefront and the new Obama Presidential Center.

6227 D S Ellis Avenue, Chicago

$299,000
3 Beds 2 Baths 12693131 MLS ACTIVE Status
Beautifully renovated in 2021, this classic brick bungalow combines timeless charm with modern style in the rapidly growing East Woodlawn neighborhood! This 3 bed + additional Den/Office/4th Bedroom in the Basement, 2 bath home features bright, updated living spaces, a sleek contemporary kitchen, modern baths, spacious bedrooms, and quality finishes throughout. Outside, the timeless brick exterior adds exceptional curb appeal. The large back yard is ready for your ideas and the newer 2 car garage adds great additional storage. Just minutes from downtown Chicago, the University of Chicago, the newly opened Obama Presidential Center, Jackson Park Golf Course, the lakefront, beaches, scenic trails, and world class restaurants, cafe's, and entertainment, this location offers the best of city living. With easy access to Lake Shore Drive, Metra, and CTA, commuting is a breeze. A lovely home in one of Chicago's fastest-growing neighborhoods-don't miss this opportunity!

6655 S University Avenue, Chicago

$649,000
4 Beds 4 Baths 12731593 MLS ACTIVE Status
Experience bold, sophisticated luxury in the heart of highly sought-after East Woodlawn at 6148 S Ingleside Avenue, an exceptional newly renovated residence where thoughtful design, flexible living and future income potential come together just steps from the University of Chicago. This stunning home delivers an impressive combination of luxury and functionality, including a garage, extended rear main-level porch, approximately 2,347 square feet of beautifully finished living space, 4 bedrooms, 3.5 baths, multiple laundry areas, dramatic designer lighting, gorgeous hardwood flooring and brand-new finishes throughout. The stunning open-concept main living level is made for entertaining, flowing from an expansive living room into a dedicated dining area and showpiece chef-inspired kitchen with an oversized waterfall-style peninsula, quartz surfaces with striking gold veining, two-tone cabinetry, premium stainless-steel appliances, statement lighting and sleek black accents. Upstairs, retreat to a spacious primary suite highlighted by a beautiful bay-window setting and a truly show-stopping spa-inspired primary bath featuring dramatic floor-to-ceiling tile, double vessel sinks, soaking tub, separate glass-enclosed shower and designer fixtures, while an additional bedroom, full bath and conveniently located laundry complete the level. The lower level dramatically expands the home's possibilities with two bedrooms, a full bathroom, laundry and, uniquely among this particular block of homes, BOTH a private front entrance and separate rear entrance-an outstanding configuration for an in-law arrangement, multigenerational living, guests, home office space or future income-producing flexibility; subject to applicable zoning, licensing and City requirements, a future owner could explore adding a kitchen and utilizing this level as a separate living area or potential short-term rental. Outside, the extended rear porch and garage add even more everyday functionality and value. This residence combines modern luxury with the peace of mind of an extensive renovation and a location that is difficult to duplicate-the University of Chicago campus, world-class medical and academic institutions, neighborhood parks, public transportation and everyday conveniences are all nearby, with the Obama Presidential Center and continued investment throughout the surrounding area adding to East Woodlawn's incredible momentum. Brand-new everything, beautifully executed, incredibly versatile and designed for the way people actually live-6148 S Ingleside is a must-see home that will not disappoint.

6148 S Ingleside Avenue, Chicago

$499,900
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

$265,000
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

$885,000
9 Beds 7 Baths 12723988 MLS ACTIVE Status
Prime Woodlawn Investment Opportunity! Invest in the growth of Chicago's historic Woodlawn neighborhood with this meticulously maintained, condo-quality 3-unit building. Perfectly positioned just blocks from the Obama Presidential Center, this turn-key property is an exceptional opportunity to owner occupy or invest, offering high-end rental income and significant long-term appreciation potential. Property Highlights: Optimal Unit Mix: Three highly desirable, spacious units, each featuring a 3-bedroom, 2-bathroom layout. Premium Floor Plans: The first-floor unit is a sprawling duplex-down, providing massive living space that lives like a single-family home. Condo-Quality Finishes: Beautiful interior details, including exposed brick walls, add character and charm to attract premium tenants while minimizing upkeep. Turn-Key Mechanicals: All major systems-including plumbing, electrical, HVAC have been modernized, and recent tuckpointing, ensuring low maintenance and peace of mind for the next owner. Unmatched Location & Upside: Situated at the epicenter of a multi-billion dollar neighborhood transformation, this building sits directly across the street from a brand-new 8-unit development, signaling strong and continuous local investment. Residents enjoy an incredible quality of life with seamless access to DuSable Lake Shore Drive, the lakefront recreation trail, the renowned Jackson Park Golf Course, the beach, and the harbor. Plus, the vibrant shopping, dining, and entertainment of nearby Hyde Park are just minutes away. Don't miss this rare chance to own a strategic, cash-flowing piece of Woodlawn's exciting future!

1527 E 66Th Place, Chicago

$410,000
3 Beds 2 Baths 12721355 MLS CLOSED Status
Discover this beautifully maintained 3-bedroom, 2-bath brick home in the heart of East Woodlawn, just minutes from the Obama Presidential Center, Jackson Park, the University of Chicago, the lakefront, and everything this vibrant community has to offer. Step inside to find spacious living and dining areas filled with natural light, generously sized bedrooms, and a functional layout designed for comfortable everyday living. The finished lower level expands your living space with a large recreation area, a full bathroom, and a versatile bonus room that's perfect for a home office, guest room, fitness space, or hobby room. Enjoy the convenience of rear off-street parking, outdoor space ideal for relaxing or entertaining, and the peace of mind that comes with owning a solid home in one of Chicago's most exciting and rapidly developing neighborhoods. Whether you're looking for your next home or an opportunity to invest in a thriving community, this property offers exceptional value, space, and location. Don't miss your chance to own a home in sought-after East Woodlawn!

6624 S University Avenue, Chicago

$439,000
4 Beds 4 Baths 12696617 MLS ACTIVE Status
Welcome to 1506 E. Marquette Rd., Chicago, IL, a beautifully designed home offering the perfect combination of space, comfort, and modern living. This spacious residence features 4 bedrooms, 2 full bathrooms, and 2 half bathrooms, making it ideal for growing families or those who love to entertain! The impressive primary suite serves as a private retreat, complete with a double vanity, relaxing soaking tub, and separate walk-in shower. Thoughtfully designed living spaces provide both functionality and comfort throughout the home! Enjoy outdoor living with two private balconies-one located on the first floor and another on the third floor-perfect for morning coffee, evening relaxation, or entertaining guests! The fully finished basement expands your living space and includes an additional half bathroom, making it ideal for a family room, recreation area, home office, fitness room, or guest space! With its generous layout, desirable amenities, and move-in-ready appeal, this home offers everything today's buyers are looking for. Schedule your private showing today and experience all that 1506 E. Marquette Rd. has to offer!

1506 E Marquette Road, Chicago

$680,000
9 Beds 6 Baths 12687847 MLS CLOSED Status
Rarely does an opportunity like this come along at this price point. Priced at $665,000, this 3-unit sits just steps from the future Obama Presidential Center and near the rapidly transforming 63rd Street corridor. The $800M Woodlawn Central development, an 8-acre mixed-use project, is expected to bring a hotel, theater, technology center, retail, restaurants, residential towers, and a vertical farm to the neighborhood. Each unit features a generously sized primary bedroom with en-suite bath, a private balcony, and a cozy fireplace in the living room. With two units vacant, you have immediate flexibility to set market rents or design your ideal living setup. This property offers a clear value-add opportunity for buyers looking to build equity in a rapidly appreciating market. Live in one unit while generating rental income from the others, or hold as a long-term investment in one of Chicago's most closely watched growth corridors. Each unit has its own PIN, offering a potential path to future condo conversion. Gated rear parking for three vehicles and tenant-paid utilities add to the appeal. Conveniently located near Mt. Carmel High School and the Metra line. Sold as-is.

6500 S Dorchester Avenue, Chicago

$398,500
4 Beds 3 Baths 12678318 MLS CONTINGENT Status
Beautiful One-Owner Custom Home with Open Floor Plan with Two Extra Lots! This modern-style home offers a spacious open-concept design featuring a large living room, dining area, and kitchen that flow seamlessly together-perfect for everyday living and entertaining. The kitchen boasts a large center island with seating, an abundance of custom cabinetry, and ample workspace for the chef in the family. The dining area leads to a private concrete patio, creating a wonderful indoor-outdoor living experience. A ceramic tile foyer welcomes you into the great room, highlighted by luxury vinyl wood-look flooring and an inviting atmosphere. The spacious master suite features a large walk-in closet and a private spa-like bathroom complete with a jetted tub, double vanities, and a large walk-in tile shower. The main level also includes two additional bedrooms and a second full bathroom. The walkout basement offers an open floor plan providing exceptional additional living space, ideal for a family room, recreation area, or entertainment space. A full bathroom is located in the basement, along with a room currently used for storage that could easily serve as a fourth bedroom. You'll also appreciate the large storage room and laundry room with vanity and sink. Additional features include geothermal heating installed in 2019, a roof approximately three years old, and an oversized three-car attached garage. Outside, you'll find a detached coach house/hobby building with an overhead door, offering endless possibilities for hobbies, a workshop, or extra storage. Two additional lots, provides plenty of room for children, pets, gardening, and outdoor enjoyment. This well-maintained one-owner home has been lovingly cared for and is located in the desirable Woodlawn School District, offering a peaceful rural setting with the convenience of nearby small-town amenities. Schedule your private showing today and discover all this exceptional property has to offer!

112 Pheasant Run, Woodlawn

$730,000
8 Beds 6 Baths 12676628 MLS CLOSED Status
Exceptional investment opportunity in the heart of Woodlawn! This fully occupied, income-producing 3-unit building offers a rare combination of strong cash flow, modern amenities, and significant future upside. Currently generating $5,931 per month in rental income with below-market rents (3rd floor tenant vacating in July), the property presents an excellent opportunity for increased revenue through future rent adjustments. Renovated in 2018, the building features an attractive unit mix of two spacious 2-bedroom, 2-bathroom units (2nd floor includes bonus room) and one oversized 3-bedroom, 2-bathroom unit. Each apartment is equipped with central air conditioning, in-unit washer and dryer, and separately metered utilities; tenants pay all utilities except water which minimizes operating expenses for ownership. Additional features include a detached 2-car garage, security camera system, and a private backyard entertainment area ideal for gatherings and outdoor enjoyment. The full unfinished basement offers exceptional value-add potential and may be suitable for a duplex-down conversion or additional dwelling unit (ADU), subject to zoning and city approval. Ideally situated within walking distance of the transformative Obama Presidential Center development, the property is positioned to benefit from continued neighborhood investment, rising property values, and growing rental demand. Convenient access to public transportation, parks, shopping, restaurants, and the University of Chicago further enhances its appeal. Whether you're seeking a turnkey investment with immediate income or a value-add asset with future expansion potential, this property delivers both stability and opportunity in one of Chicago's most rapidly evolving neighborhoods. ***Property is Agent Owned

6504 S Maryland Avenue, Chicago

$659,000
5 Beds 4 Baths 12673209 MLS ACTIVE Status
Attainable, comfortable, healthy, and cool! Award-winning, Greenline Homes Two Flat in Southeast Woodlawn! Greenline Homes has made Woodlawn the destination for high-performance homes in Chicago. We're thrilled to offer a resale of a groundbreaking two-unit building that showcases cutting-edge construction and high-performance materials and design throughout. Unit 1 is a bright, modern garden unit with two bedrooms. Unit 2 is a spacious and modern 3-bedroom/2.5-bath duplex. Sustainable without compromise. Both units boast beautiful and durable quartz countertops, custom cabinetry, and energy-efficient appliances. Own your energy. The building includes a solar photovoltaic system on the roof, which produces much of the building's energy needs and reduces the building's carbon footprint with clean, free renewable energy. Efficiency by design. Engineer-designed and sized zoned Mitsubishi heating and cooling provide extreme comfort and efficiency to both units. Comfort is built right in. Incredible engineered insulation, triple-pane glass, and an air-sealed building envelope make this building quieter and more comfortable than any standard building on the market. Healthy air is standard. Energy return ventilators and Panasonic whisper-quiet exhaust fans ensure consistent, high-quality indoor air while maintaining peak efficiency. The low-maintenance lifestyle. Well-designed exteriors with high-quality materials like James Hardie siding and commercial-grade roofing reduce maintenance, allowing your home to work harder for you, instead of you working hard for it. Greenline Homes is making sustainable, green homes more accessible, and now you can own a sustainable green home with income! Plus, a 2-car garage is included. The home is currently leased, and access for showing is limited. Located steps to Metra Electric Trains, Jackson Park, and the Obama Presidential Center.

1221 E Marquette Road, Chicago

$315,000
5 Beds 2 Baths 12675346 MLS CLOSED Status
Welcome to 6619 South Maryland Avenue, a recently rehabbed gem in the East Woodlawn neighborhood near the University of Chicago! This versatile property features two distinct units, making it perfect for a variety of living arrangements or investment opportunities. Step into Unit 1, where you'll find a cozy layout with 2 bedrooms and 1 bathroom, offering a comfortable space to unwind. Unit 2 boasts 3 bedrooms and 1 bathroom, providing ample room for all your needs. Both units have been thoughtfully updated to blend modern charm with classic touches. Below, a full unfinished basement awaits your creativity, providing endless potential for storage or future expansion. Additionally, the unfinished attic offers even more space to customize to your liking. Whether you're looking to occupy one unit and rent out the other, or seeking a spacious home with rental potential, this property is a fantastic opportunity.

6619 S Maryland Avenue, Chicago

$350,000
4 Beds 2 Baths 12674525 MLS RE-ACTIVATED Status
Located in the heart of the highly sought-after Woodlawn neighborhood, this property presents an incredible opportunity to own in one of Chicago's fastest-growing communities. Just minutes from the University of Chicago, Jackson Park, the future Obama Presidential Center, and the lakefront, this location continues to attract attention for its growth, convenience, and long-term potential. Surrounded by beautiful tree-lined streets, historic architecture, neighborhood parks, local restaurants, coffee shops, and the amenities of neighboring Hyde Park, Woodlawn has become one of Chicago's most closely watched areas for redevelopment and investment. This spacious property offers approximately 3,500 square feet of living space plus a basement, providing exceptional flexibility for recreation, entertaining, storage, or additional living space. Significant improvements have already been completed, with over $100,000 invested into the property, including a new roof, electrical, plumbing, tuckpointing, and new heating and air conditioning systems. Much of the heavy lifting has already been done, creating an outstanding opportunity for an owner-occupant, investor, or rehabber to complete the finish selections and bring their vision to life. With continued development throughout the surrounding area and substantial improvements already in place, this property offers tremendous upside and the opportunity to capitalize on the ongoing transformation of Woodlawn

6556 S Woodlawn Avenue, Chicago

$250,000
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

$410,000
6 Beds 2 Baths 12663098 MLS CLOSED Status
Stunning Greystone two-flat in SIZZLING hot Woodlawn! This is an exceptional opportunity in one of Chicago's fastest-growing neighborhoods. This classic multi-unit property offers two spacious 3-bedroom residences with soaring ceilings, original woodwork, and beautiful vintage details, including decorative fireplaces and charming built-ins that showcase timeless character. The partially finished basement already includes a bathroom and offers incredible potential-create a garden unit, duplex down, or reimagine the entire property as a grand single-family home. The options here are truly endless, so bring your vision, your creativity, and your contractor. Ideal for a 203K loan and surrounded by exciting new development. The location is unbeatable-minutes from the Obama Presidential Library, Griffin Museum of Science and Industry, University of Chicago, beaches, golf courses, parks, top-rated schools, and a vibrant dining scene. Schedule your showing today and explore the possibilities. Property is being sold **AS-IS**.

6418 S Drexel Avenue, Chicago

$625,000
5 Beds 4 Baths 12657708 MLS CLOSED Status
BEAUTIFUL FURNISHED MODEL NOW OPEN! BRAND NEW CONSTRUCTION...IN POPULAR WOODLAWN NEIGHBORHOOD! READY FOR MOVE-IN! Contemporary 5BR/3.5BA features modern design and stunning finishes. Including; spacious kitchen with white shaker style cabinetry, stainless steel appliances w/beverage cooler, breakfast bar, & STUNNING BRAND NEW CONSTRUCTION IN THE HIGHLY DESIRABLE WOODLAWN NEIGHBORHOOD! MOVE-IN READY! This contemporary 5-bedroom, 3.5-bath home boasts a sleek design with exquisite finishes. The spacious kitchen features white shaker-style cabinets, stainless steel appliances with a beverage cooler, a breakfast bar, and stone countertops. Enjoy large picture windows, 9-foot ceilings, hardwood floors on the main and upper levels, a gas fireplace, designer lighting, ceiling fans, and a stylish mudroom with built-in shelving. The main bedroom suite offers a private bath with double sinks, a separate soaking tub and shower, and 2 custom closet systems, Secondary bedrooms share a convenient Jack & Jill bath. The upper level also includes a laundry room with custom shelving, washer/dryer included. The fully finished basement has luxury vinyl wood flooring, 2 additional bedrooms, a bathroom, and an entertainment room. Enjoy a 2-car garage and a spacious backyard deck ideal for entertaining. **PRIME LOCATION!** Just minutes from public transportation, the lake, LSD, the Loop, Hyde Park, and the University of Chicago campus.

6626 S Ingleside Avenue, Chicago



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