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6638 S Woodlawn Avenue, Chicago
$1,200,000
11 Beds ⋅ 7 Baths ⋅ 12726785 MLS
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

6109 S Greenwood Avenue, Chicago
$1,198,988
8 Beds ⋅ 4 Baths ⋅ 12749117 MLS
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

6621 S Drexel Avenue, Chicago
$959,900
9 Beds ⋅ 6 Baths ⋅ 12770959 MLS
Welcome to this exceptional 3-flat multi-unit property with a 3-car detached garage, located in the desirable Woodlawn neighborhood, just minutes from the University of Chicago and the Obama Presidential Center. Solid brick building with high-end finishes throughout, ideal for strong rental income and long-term appreciation. Each unit features 42" cabinetry, quartz countertops, custom backsplash, recessed lighting, and a fireplace. Spacious layouts include primary suites with walk-in closets and spa-style baths with frameless glass showers and double vanities. In-unit laundry in all units. Top-floor unit offers vaulted ceilings and additional storage with a large pantry. Professionally organized closets maximize space and tenant appeal. Perfect for investors or owner-occupants-high-demand location with excellent income potential. Don't miss this opportunity to add a quality asset to your portfolio.

6621 S Drexel Avenue, Chicago

6506 S Ingleside Avenue, Chicago
$899,900
9 Beds ⋅ 6 Baths ⋅ 12765362 MLS
FOR A LIMITED TIME, THE DEVELOPER IS OFFERING A SELLER CONTRIBUTION EQUAL TO TWO POINTS OF THE PURCHASE PRICE THAT BUYERS CAN USE TOWARD AN INTEREST-RATE BUYDOWN. 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. Photos are of the model unit at 6508 S. Ingleside 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!

6506 S Ingleside Avenue, Chicago

6508 S Ingleside Avenue, Chicago
$899,900
9 Beds ⋅ 6 Baths ⋅ 12765356 MLS
FOR A LIMITED TIME, THE DEVELOPER IS OFFERING A SELLER CONTRIBUTION EQUAL TO TWO POINTS OF THE PURCHASE PRICE THAT BUYERS CAN USE TOWARD AN INTEREST-RATE BUYDOWN. 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!

6508 S Ingleside Avenue, Chicago

1527 E 66Th Place, Chicago
$885,000
9 Beds ⋅ 7 Baths ⋅ 12723988 MLS
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

6627 S Maryland Avenue, Chicago
$849,000
7 Beds ⋅ 6 Baths ⋅ 12755888 MLS
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

6216 S Woodlawn Avenue Unit #B, Chicago
$759,000
3 Beds ⋅ 3 Baths ⋅ 12751241 MLS
Discover INSPIRE Woodlawn, a gated community of 14 newly constructed townhomes designed by Studio Dwell Architects. These extra-wide 27' residences are thoughtfully crafted to balance refined design with everyday comfort. The main living level features an expansive great room anchored by a chef's kitchen outfitted with custom Italian flat-panel cabinetry, a Bertazzoni appliance suite including a panel-ready French-door refrigerator, integrated dishwasher, and 36" range, plus a concealed, externally vented hood. A striking porcelain tile backsplash, generous island seating, and radiant-heated floors-either polished concrete or engineered white oak-create a space ideal for both entertaining and daily living. The second level offers a tranquil primary suite with a spacious walk-in closet and spa-inspired en-suite featuring dual rain showerheads with handheld, glass enclosure, double-bowl quartz vanity, matte black fixtures, and heated floors. Two additional well-proportioned bedrooms, a full guest bath, and side-by-side laundry complete the level. At the top, a private penthouse retreat invites relaxation and entertaining alike, opening to a wraparound rooftop deck with sweeping north and south views, paver decking, and gas and electric connections. Each home also includes a private ground-level outdoor space and a highly sought-after attached two-car garage. Perfectly blending form and function, INSPIRE Woodlawn unites artful architecture with modern living. Ideally located near the University of Chicago South Campus, local favorites including Bar David, Truth Be Told, and Robust Coffee, the Reva and David Logan Center, 61st Street Farmer's Market, Obama Presidential Center, Griffin Museum of Science and Industry, neighborhood grocery stores, and Chicago's iconic lakefront and parks. Your home at INSPIRE Woodlawn is a canvas for inspired living.

6216 S Woodlawn Avenue Unit #B, Chicago

6218 S Woodlawn Avenue Unit #E, Chicago
$735,000
3 Beds ⋅ 3 Baths ⋅ 12725508 MLS
Discover INSPIRE Woodlawn, a gated community of 14 newly constructed townhomes designed by Studio Dwell Architects. These extra-wide 27' residences are thoughtfully crafted to balance refined design with everyday comfort. The main living level features an expansive great room anchored by a chef's kitchen outfitted with custom Italian flat-panel cabinetry, a Bertazzoni appliance suite including a panel-ready French-door refrigerator, integrated dishwasher, and 36" range, plus a concealed, externally vented hood. A striking porcelain tile backsplash, generous island seating, and radiant-heated floors-either polished concrete or engineered white oak-create a space ideal for both entertaining and daily living. The second level offers a tranquil primary suite with a spacious walk-in closet and spa-inspired en-suite featuring dual rain showerheads with handheld, glass enclosure, double-bowl quartz vanity, matte black fixtures, and heated floors. Two additional well-proportioned bedrooms, a full guest bath, and side-by-side laundry complete the level. At the top, a private penthouse retreat invites relaxation and entertaining alike, opening to a wraparound rooftop deck with sweeping north and south views, paver decking, and gas and electric connections. Each home also includes a private ground-level outdoor space and a highly sought-after attached two-car garage. Perfectly blending form and function, INSPIRE Woodlawn unites artful architecture with modern living. Ideally located near the University of Chicago South Campus, local favorites including Bar David, Truth Be Told, and Robust Coffee, the Reva and David Logan Center, 61st Street Farmer's Market, Obama Presidential Center, Griffin Museum of Science and Industry, neighborhood grocery stores, and Chicago's iconic lakefront and parks. Your home at INSPIRE Woodlawn is a canvas for inspired living.

6218 S Woodlawn Avenue Unit #E, Chicago

6227 D S Ellis Avenue, Chicago
$734,000
4 Beds ⋅ 4 Baths ⋅ 12766452 MLS
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

6209 S Ellis Avenue Unit #E, Chicago
$709,500
4 Beds ⋅ 4 Baths ⋅ 12773722 MLS
Nestled in Chicago's vibrant Woodlawn neighborhood, this contemporary new-construction townhome is just moments from the University of Chicago. Thoughtfully designed with four bedrooms and three-and-a-half baths, the residence seamlessly blends sophisticated architecture and elevated finishes with modern functionality. Step inside to an impressive 14-foot-tall living room, where floor-to-ceiling windows flood the space with natural light and create a dramatic sense of volume. An elegant glass-panel staircase leads to the open-concept kitchen and dining level, creating a seamless connection between the home's main living spaces. At the heart of the home, the designer kitchen features Samsung stainless steel appliances and a striking waterfall island. A generous balcony and expansive wall of windows enhance the bright, airy atmosphere, creating an inviting setting for both everyday living and entertaining. The thoughtfully designed floor plan includes a luxurious third-floor primary suite, offering a private retreat with dual walk-in closets, a freestanding soaking tub, and an oversized shower enclosed in floor-to-ceiling glass. Just beyond the primary suite, the private rooftop terrace provides an elevated outdoor setting for morning coffee, evening relaxation, or entertaining guests. Two generously sized bedrooms are located on the second floor, while the versatile lower level can serve as a spacious family room or fourth bedroom, complete with its own ensuite bath. Modern conveniences include dual Nest-controlled HVAC systems, tankless water heaters, and hardwood floors throughout. Full masonry construction, including solid masonry walls between residences, provides enhanced durability and privacy. The home also features an attached, heated two-car garage. Ideally situated near Washington Park, Jackson Park, and the University of Chicago campus, the home offers convenient access to Chicago's cultural, recreational, and educational destinations. The Obama Presidential Center and nearby commercial corridors add to the neighborhood's appeal, while the lakefront, Metra and Lake Shore Drive are easily accessible.

6209 S Ellis Avenue Unit #E, Chicago

1221 E Marquette Road, Chicago
$659,000
5 Beds ⋅ 4 Baths ⋅ 12673209 MLS
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

6148 S Ingleside Avenue, Chicago
$649,000
4 Beds ⋅ 4 Baths ⋅ 12731593 MLS
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

5378 E Houston Road, Woodlawn
$599,000
3 Beds ⋅ 2 Baths ⋅ 12746760 MLS
COUNTRY HOME & FARM PROPERTY ON 10+ ACRES! Discover a truly unique property offering over 10 acres of fenced and thoughtfully used land, ideal for livestock, horses, gardening, and those looking to embrace a self-sufficient country lifestyle. The spacious home features 3 bedrooms and 2 baths, an updated kitchen with new appliances, a large master suite with a balcony plus new skylights including automatic shade openers . A brand-new roof adds peace of mind, while the attached 2-car garage, pole barns and fenced backyard provide additional convenience and storage. The property is fully fenced and designed for livestock, with multiple pastures and pens ready for continued agricultural use. The large, fully stocked pond features three aerating fountains, two docks and has recently been riprapped around the perimeter, providing a wonderful recreational setting while enhancing the pond's shoreline. Plus a waterfowl-duck building just off the large pond. A second smaller pond is conveniently located near the large garden area and is used for watering the gardens adding another unique feature to this exceptional property. Multiple barns and outbuildings provide abundant space for tractors, equipment, livestock supplies, feed, storage, and more. An additional Harvest Station building, constructed in 2018, is equipped with water and electricity, offering a versatile space for agricultural, gardening, or homestead needs. The current owner has lived off the land for the past 3 decades and has continually improved the property, including adding new fence posts, electric fencing, automatic feeders, and other improvements designed to make homesteading easier. Much of what you need to continue raising livestock, waterfowl or horses, and enjoying a country lifestyle is already in place. Whether you're looking to continue the existing livestock operation, raise horses, grow your own food, or simply enjoy the privacy and freedom of country living, this property offers an incredible opportunity. Established homesteads with this level of infrastructure, acreage, ponds, barns, fencing, and improvements are truly hard to find.

5378 E Houston Road, Woodlawn

965 E 62Nd Street Unit #1, Chicago
$599,000
3 Beds ⋅ 3 Baths ⋅ 12367021 MLS
Introducing Collection No.9 MOD - Where design, function, and lifestyle meet. Experience the best of city living in these four stunning duplex-up residences that blend modern design, thoughtful functionality, and exceptional quality. Each home spans two light-filled floors, offering spacious bedrooms, generous storage, and multiple outdoor spaces-including a private balcony and a show-stopping rooftop or garage deck (per plan), fully equipped with water, gas, and electric hookups. The open-concept main level is designed for both style and comfort. At the heart is a chef-inspired kitchen featuring custom cabinetry, quartz counters with ample seating, and premium Samsung stainless-steel appliances. The seamless flow from the dining area to the expansive, extra-wide living room is perfect for entertaining, with a beautiful 20-foot-wide balcony just off the main living space. Up the stairs, the primary suite is a true retreat, roomy enough for a king-sized bed, with a spacious walk-in closet and a spa-quality bathroom that includes a curbless walk-in shower, a freestanding soaking tub, and a dual-bowl vanity. Two additional bedrooms, a second full bath, and a full laundry room with side-by-side washer/dryer, counterspace, and cabinetry complete the upper level. Set in the vibrant Woodlawn neighborhood, Collection No.9 offers unparalleled access to Washington Park, Jackson Park, the Midway Plaisance, and the University of Chicago's south campus, and CTA bus and train transportation. Enjoy proximity to the future Obama Presidential Center, the lakefront, harbor, beaches, and a growing array of local shops, cafes, restaurants, and a Jewel grocery store-all just minutes away via bike, car, or CTA. Don't miss your chance to own one of these exclusive homes. Schedule your private tour today and experience the space, style, and sophistication of Collection No.9 Mod.

965 E 62Nd Street Unit #1, Chicago

1009 E 61St Street, Chicago
$469,000
3 Beds ⋅ 2 Baths ⋅ 12706715 MLS
Stunning townhome located right next to the University of Chicago campus, directly across the street from the dorms. This tri-level home features an open-concept main level with fresh paint throughout. The kitchen boasts newer stainless steel appliances and opens to a private deck-perfect for entertaining. The home includes 3 bedrooms, 2 updated bathrooms, and a 1-car attached garage. Enjoy an incredibly convenient location within walking distance of university buildings, the medical center, local restaurants, and the lakefront. Parking is a breeze with corner lot resident parking, street parking, and permit parking available. NO HOA, NO HOA, NO HOA. Close to the Metra and CTA. The roof was newly replaced. Harwood flooring was recently installed. the windows were newer. A new range hood with vent out was installed last year. Whole house repainted last year. Come check it out for yourself-you don't want to miss this one!

1009 E 61St Street, Chicago

1506 E Marquette Road, Chicago
$439,000
4 Beds ⋅ 4 Baths ⋅ 12696617 MLS
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

1457-1459 E Marquette Road, Chicago
$399,000
12732271 MLS
Prime Woodlawn Development Opportunity! Build in one of Chicago's most dynamic, well-connected neighborhoods. This location offers unmatched access to Washington Park, Jackson Park, the Midway Plaisance, and UChicago's south campus. Transit is seamless via the CTA Green Line, Metra, bus routes, and DuSable Lake Shore Drive. Enjoy vibrant local anchors including the Obama Presidential Center, MSI, and the Logan Center, alongside neighborhood favorites like Bar David, Truth Be Told, Robust Coffee, and the 61st St Farmers Market. Daily conveniences-from Jewel-Osco to lakefront beaches and harbors-are minutes away. Perfect for single-family, multi-unit, or creative mixed-use projects. Contact us today to walk the site!

1457-1459 E Marquette Road, Chicago

6126 S University Avenue Unit #1, Chicago
$370,000
3 Beds ⋅ 2 Baths ⋅ 12771208 MLS
Welcome to this inviting 3-bedroom, 2-bathroom condo in Chicago's Woodlawn neighborhood, ideally situated just a few blocks from the Obama Presidential Center and the University of Chicago. Thoughtfully designed for comfortable everyday living, the home features a convenient mudroom just off the breezeway/patio entrance, offering valuable additional storage and flex space. The spacious layout provides plenty of room to relax and entertain, while the generous back deck creates an inviting setting for outdoor dining, gatherings, or simply enjoying a quiet afternoon. A unique feature of this property is the additional lot, providing an expansive outdoor area for gardening creating your own private green space. Gardeners will appreciate the generous space available for cultivating flowers, vegetables, and more. The location offers convenient access to a variety of educational opportunities, including The University of Chicago Charter School, along with the many cultural, recreational, and educational resources throughout Hyde Park and Woodlawn. Enjoy easy access to the Lakefront, Jackson Park Golf Course, downtown Hyde Park, the University of Chicago, and the historic Obama Presidential Center. Commuting throughout Chicago is also convenient with nearby Metra, CTA bus routes, and the Green Line "L."

6126 S University Avenue Unit #1, Chicago

6613 S Kimbark Avenue Unit #2, Chicago
$359,000
3 Beds ⋅ 2 Baths ⋅ 12777409 MLS
Welcome home to this spacious 1,700 sq. ft. 3-bedroom, 2-bath condo offering the perfect combination of comfort, space, and an incredibly walkable lifestyle. Enjoy an open, inviting floor plan with a chef's kitchen, generous living and entertaining space, in-unit laundry, and thoughtful features throughout. The primary suite offers a true retreat with a walk-in closet, double vanity, whirlpool tub, and separate shower. Step outside and enjoy everything the neighborhood has to offer. You're just minutes from schools, parks, coffee shops, shopping, restaurants, the Obama Presidential Center, golf, and the lakefront, giving you convenience, culture, recreation, and community right outside your door. Additional features include one secure rear parking space and exceptional value for a home of this size and location. Three bedrooms. Two full baths. 1,700 square feet. Walkable location. Secure parking. All for under $400,000. This is the kind of space, lifestyle, and value that is becoming increasingly hard to find. Schedule your private showing today!

6613 S Kimbark Avenue Unit #2, Chicago

1524 E Marquette Road, Chicago
$350,000
12742978 MLS
Attention Developers, Builders and Investors! Great development opportunity to build or invest in the Woodlawn area with 5064 sq. ft. of land. This area is growing with lots of local amenities such as the new Obama Presidential Center, The Museum of Science and Industry, the Reva and David Logan Center. Its prime location with access to Washington Park, Jackson Park with Golf Course, the Midway Plaisance and the University of Chicago south campus which are all just minutes away. Lots of local favorites, Truth Be Told, Robust Coffee Lounge, Farmers Market and much more. Close to Jewel Grocery Store, Lakefront, Beaches and Harbor. Just steps to transportation via CTA Greenline train, multiple bus routes, the Metra and quick access to Lake Shore Drive which takes just minutes to downtown Chicago. Drive by today or call listing agent for access to walk the property.

1524 E Marquette Road, Chicago

6616 S Kimbark Avenue Unit #4S, Chicago
$349,900
3 Beds ⋅ 2 Baths ⋅ 12719796 MLS
Located in the HOT Woodlawn area is this well maintained 8 unit walk-up brick building that offers a beautifully appointed top floor 3 bed, 2 bath condo. This top floor inviting home, welcomes you into an open-concept floor plan with generous living and dining areas that are drenched in natural light. The galley-styled kitchen features granite countertops, all stainless steel appliances including in unit washer/dryer, 42-inch cherry cabinetry and a large center island that opens onto the livingroom area with gas starter fireplace creating the perfect ambiance to a tranquil environment with no one above you. The convertible bedroom off the diningroom offers double doors that can be converted as office/den space. Beautiful brazilian hardwood flooring encompass the unit, while the remaining bedrooms offer plush carpeting. The long hallway adds additional privacy leading to another full ceramic bath along with additional bedrooms. The primary ensuite features a spacious ceramic bath with double-bowel vanity sink, separate standup shower and tub. For outdoor enjoyment, step out onto the ample-sized private deck with west exposures offering a privacy concrete wall between you and your neighbor. There is 1 assigned outdoor parking space in the secured parking lot. Conveniently located to the Obama Presidential Library, Jackson Park, The University of Chicago and Hyde Park, this unit is highly desireable and move-in ready. Call to schedule your appointment.

6616 S Kimbark Avenue Unit #4S, Chicago

6435 S Kenwood Avenue Unit #3S, Chicago
$290,999
3 Beds ⋅ 2 Baths ⋅ 12681156 MLS
INVESTOR SPECIAL, TURNKEY & FULLY FURNISHED 3BR/2BA CONDO | HYDE PARK / WOODLAWN Exceptional opportunity to own a fully furnished, turnkey 3-bedroom, 2-bath condominium in one of Chicago's most dynamic and rapidly growing neighborhoods. Offering approximately 1,250 square feet of living space, this move-in-ready residence is ideally positioned for investors seeking immediate rental income or owner-occupants looking for a spacious home in a prime location. Thoughtfully furnished and ready for occupancy, the unit is well-suited for a variety of rental strategies, including mid-term housing, traveling professionals, visiting scholars, corporate housing, faculty rentals, and student housing. The spacious layout, modern conveniences, and desirable location create broad appeal for today's rental market. Located just minutes from the University of Chicago, the Obama Presidential Center, Jackson Park, the Museum of Science and Industry, Lake Michigan's lakefront, beaches, and bike trails, residents enjoy easy access to some of Chicago's most sought-after destinations. Convenient access to Lake Shore Drive, public transportation, shopping, dining, and neighborhood amenities further enhances the property's appeal. The surrounding area continues to benefit from significant public and private investment, including ongoing development related to the Obama Presidential Center and continued growth associated with the University of Chicago, making this an attractive opportunity for both immediate cash flow potential and long-term appreciation. Whether you're expanding your investment portfolio, seeking a furnished rental property, or searching for a spacious city residence in a thriving community, this turnkey Hyde Park/Woodlawn condo is an opportunity not to be missed.

6435 S Kenwood Avenue Unit #3S, Chicago

6500 S Minerva Avenue Unit #3N, Chicago
$289,999
2 Beds ⋅ 2 Baths ⋅ 12764243 MLS
Welcome to 6500 S. Minerva Avenue, Unit 3N, a spacious 2-bedroom, 2-bathroom condo in Chicago's Woodlawn neighborhood near the University of Chicago, Hyde Park, Jackson Park, Lake Michigan, and the Obama Presidential Center. A deeded parking space, in-unit laundry, private balcony, hardwood flooring, low monthly assessments, and no rental restrictions add exceptional flexibility and value. The expansive open-concept layout offers plenty of room for full-size living and dining furniture while maintaining a comfortable flow for everyday living and entertaining. Hardwood floors extend throughout the home, creating a warm and cohesive feel. The updated kitchen features granite countertops, stainless steel appliances, a subway tile backsplash, and a large dark wood island with pendant lighting. The island provides additional workspace, storage, and breakfast-bar seating while connecting the kitchen to the main living area. The generously sized primary bedroom includes French doors that open onto a private, brick-enclosed balcony with space for outdoor seating and treetop views. The second bedroom is well suited for use as a guest room, home office, or den. Two full bathrooms provide convenience and privacy, while a stacked washer and dryer are tucked inside a dedicated hallway closet. A deeded parking space is included in the secured rear lot. With no rental restrictions, the property offers flexibility for buyers seeking a primary residence, future rental, or long-term investment. This condo is minutes from the University of Chicago campus and Law School, Hyde Park, Jackson Park, the Midway Plaisance, 63rd Street Beach, public transportation, dining, shopping, and cultural attractions. Its proximity to the Obama Presidential Center places it within one of the South Side's most closely watched areas. This move-in-ready home offers the space, location, and flexibility that are difficult to find at this price point. Schedule your private showing today.

6500 S Minerva Avenue Unit #3N, Chicago

6345 S Ingleside Avenue Unit #2, Chicago
$289,000
2 Beds ⋅ 2 Baths ⋅ 12738820 MLS
Welcome home to this beautifully updated 2-bedroom, 2-full-bath condo in the heart of Chicago's vibrant Woodlawn neighborhood. From the moment you walk in, you'll feel the warmth and comfort this thoughtfully designed home has to offer. The inviting living room features beautiful wide-plank solid oak hardwood floors, a cozy wood-burning fireplace, and a charming Juliet balcony that brings in natural light and fresh air. The open-concept kitchen and living area create a wonderful flow for everyday living and entertaining, with a spacious Cortez island at the heart of the home perfect for morning coffee, casual meals, preparing dinner with friends, or simply gathering together after a long day. The kitchen is both beautiful and functional, featuring 42-inch cherry cabinets, Cortez countertops, stainless steel appliances, and plenty of storage. The spacious primary suite is your own peaceful retreat, offering oversized windows, abundant natural light, and a private deck where you can enjoy a quiet morning or unwind in the evening. The spa-inspired en-suite bath features a double-bowl vanity, a luxurious 6-foot Jacuzzi tub, and a separate shower with body jets-creating the perfect place to relax and recharge. The second bedroom is generously sized and versatile, making it ideal for family, guests, a home office, or whatever best fits your lifestyle. Thoughtful conveniences include a second full bathroom, in-unit washer and dryer, newer central air conditioning, newer hot water tank, security system, additional storage, and gated assigned parking. Located in the heart of Woodlawn, this home offers the perfect combination of neighborhood charm and city convenience. You'll be close to the University of Chicago, Hyde Park, the lakefront and beaches, Washington and Jackson Parks, CTA Green Line and Metra transportation, DuSable Lake Shore Drive, the Obama Presidential Center, and an exciting variety of restaurants, shopping, and cultural destinations. Whether you're enjoying a quiet evening at home, entertaining friends around the kitchen island, relaxing on your private deck, or heading out to explore all that Chicago has to offer, this home gives you a place to truly enjoy the lifestyle you've been looking for. Come take a look, you may walk in as a visitor and leave already imagining yourself calling this beautiful condo home.

6345 S Ingleside Avenue Unit #2, Chicago



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