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$540,000
10 Beds 5 Baths 12662903 MLS CLOSED Status
Rare and beautifully configured two-unit property in the heart of Chicago's historic Washington Park neighborhood. This spacious building offers a total of 10 bedrooms and 4.5 bathrooms, featuring an incredibly unique layout designed to give each residence the comfort and feel of a single-family home. Both units are duplexes- the first-floor residence duplexes down to the lower level, while the second-floor residence duplexes up-creating two expansive multi-level living spaces with flexible layouts ideal for owner-occupants, multi-generational living, or savvy investors seeking strong rental potential. Perfectly positioned just minutes from the University of Chicago and the highly anticipated Obama Presidential Center, this location places you near world-class education, culture, dining, green space, and continued neighborhood investment. Whether you're looking to live in one unit and rent the other or add a standout property to your portfolio, 5901 S. Indiana Ave offers size, versatility, and long-term upside in one of Chicago's most exciting neighborhoods.

5901 S Indiana Avenue, Chicago

$431,000
3 Beds 3 Baths 12656638 MLS CLOSED Status
Welcome to this modern, totally rehabbed home in Washington Park neighborhood of Chicago, where everything is NEW, NEW NEW!!! This completely rehabbed property offers 4 bedrooms, bonus room/office, 2 +1/2 spa-like bathrooms, and huge 4 car detached garage! This stunning home combines modern elegance and luxury with a top quality finishes throughout: brand new flooring, custom made wainscot paneling, modern recessed lights and more! Open layout of main floor connects bright living room, spacious kitchen and dining space, with additional quiet office/bonus room in the back of the house. Cozy family room with a wet bar in the basement create an inviting atmosphere for both daily living as well as entertaining. The kitchen is equipped with all ss appliances, shaker style cabinets and quartz countertops. You don't have to worry about anything, since all appliances, plumbing, electric, furnace, AC, HWH, wired security system, windows, roof, siding, garage door, sidewalks - you name it - was replaced in 2023/2024! This homes offers comfort, beauty, abundance of space and piece of mind! Convenient location: train and buss stops nearby, and only a few minutes drive to major expressways! Don't miss the opportunity to make it your own!

5168 S Wabash Avenue, Chicago

$755,000
14 Beds 8 Baths 12647110 MLS CLOSED Status
Calling all investors and owner-occupants to this rare Washington Park Greystone opportunity! This massive 4-unit property features an impressive 14 bedrooms and 8 bathrooms, offering size, flexibility, and income potential that is rarely available in today's market. Truly nothing else like it around. Located 5 miles from downtown, just 1.5 miles from the University of Chicago and within biking distance to Lake Michigan, the beach, Hyde Park, and the Obama Presidential Center, this property sits directly in the path of continued growth and development. New construction has already been completed throughout the block, additional development has broken ground next door, and values continue trending upward in this rapidly appreciating community. Including accommodating bike lanes. The building features three oversized 4-bedroom, 2-bath units plus a 2-bedroom, 2-bath garden unit, creating strong rental income potential and excellent flexibility for owner-occupants. 2 occupied and 2 vacant, ideal for multigenerational living, or investors seeking long-term cash flow. Units offer spacious layouts, stainless steel appliances, primary bedroom suites with private baths, separate heating systems, and updated finishes throughout. Renovations and improvements were completed in2021, and 2023, including tuckpointing, new roof, hot water heaters, and updated mechanicals. 2026 new back porch. Select units include in-unit laundry room, with additional laundry hookups available. The oversized gated backyard offers room for entertaining and future garage or parking pad potential. Estimated market rents for the main units range from approximately $2,600-$3,000 per month, with the garden unit estimated between $1,700-$2,000 per month, making this an attractive opportunity for both immediate income and immediate/long-term equity growth. Whether you are looking to house hack, expand your portfolio, or secure a large multifamily asset in one of Chicago's evolving investment corridors, this property delivers location, scale, and upside all in one. Schedule your showing today and experience the opportunity for yourself.

5319 S Indiana Avenue, Chicago

$1,031,250
12 Beds 8 Baths 12651113 MLS CLOSED Status
HUGE, legal 4-unit property on an extra-wide lot, now ready for new ownership. Originally built in 2009 as individual condos, this building offers significantly larger units than most 3-4 flats in the area-giving it a clear competitive edge. All four apartments feature spacious 3-bedroom/2-bath layouts with stainless steel appliances, granite countertops, marble baths, fireplaces, and in-unit washer/dryers. The top three units have refinished hardwood floors throughout, while the lower level features newer wood plank vinyl flooring. Major updates include two hot water tanks (2020/21) and three new A/C units (2024/25). The fully gated rear parking lot allows for ample, secure parking spaces. Ideal as a long-term investment or owner-occupant opportunity-live in one unit while tenants help cover your mortgage. Conveniently located near the Metra, Red Line, and Green Line.

5137 S Wabash Avenue, Chicago

$155,000
3 Beds 2 Baths 12640718 MLS ACTIVE Status
Welcome to 5618 S Prairie Ave, Unit 2 - a beautifully maintained and thoughtfully updated residence in the heart of Chicago's historic Washington Park neighborhood. This bright and spacious unit offers a smart, functional layout with generous room sizes, high ceilings, and abundant natural light throughout. The home features a modern kitchen with ample cabinetry and counter space, perfect for everyday living and entertaining. Comfortable bedrooms provide great closet storage, while the bathroom is clean and well-appointed with timeless finishes. Hardwood floors and neutral tones create a warm, move-in-ready feel. Conveniently located near parks, public transportation, the University of Chicago, and major expressways, this property offers an ideal blend of neighborhood charm and city accessibility. Whether you're an owner-occupant or investor, this is a fantastic opportunity to own in a growing, vibrant area. Schedule your private showing today.

5618 S Prairie Avenue Unit #2, Chicago

$125,000
12626614 MLS CLOSED Status
Multi Site Portfolio Opportunity - This lot is a Prime RM-5 Development Opportunity - Oversized 66' x 178' (11,748 SF) cleared lot with no demolition required. Offering strong multifamily density potential. Preliminary plans drafted for two (2) 3-story buildings totaling 12 units (plans not approved). Ideal for developers-build as designed or maximize density under current zoning. Builder available to assist with any full design/build execution. Sold as-is, where-is. Buyer to verify zoning, plans, and approvals. Portfolio / Opportunity: This Property is part of a multi-lot scattered-site portfolio across the Washington Park and West Woodlawn neighborhoods. Preliminary planning and diligence completed for a proposed 33-unit multifamily scattered site development (plans not approved). Ideal for investors seeking scale in a rapidly developing corridor, with flexibility to execute the current concept or optimize density. Builder and contractor team in place for streamlined execution.

5715 S Calumet Avenue, Chicago

$700,000
12610797 MLS ACTIVE Status
The property is now vacant, nothing from the photos remain!!!! Client converted residential apartments into a daycare that ran for 25 years. Space is still built out for a daycare but can be used any use. You can make residential or office space or new designed! Bring your ideas! Spanning over 11,000 sq ft across two levels, this established center features 8 spacious rooms, 8 bathrooms, 2 private offices, a full-service kitchen, laundry room, and ample storage and utility space. Outside, enjoy a fully fenced playground and yard, perfect for safe outdoor activities. The property also includes 7 off-street parking spaces for staff and visitors. This is a true turnkey operation ideal for experienced operators looking to expand or new entrepreneurs ready to bring their vision to life. Don't miss this rare chance to acquire a high-capacity facility in a growing neighborhood surrounded by schools, parks, and public transit. Schedule your private tour today-unlimited potential awaits.

222 E 61St Street, Chicago

$215,000
12603145 MLS CLOSED Status
An Exceptional Double Lot Opportunity in the Heart of Bronzeville! Positioned along one of Chicago's most historically rich corridors, 5415 S. Prairie Avenue presents a rare opportunity to shape the future of Bronzeville with a 50 x 180 double lot (approx. 9,147 sq ft) zoned RS-3-perfectly suited for a custom single-family residence with allowed ADU units, thoughtfully designed modern two-flats or upzoning to RT-4 or RM-5 if aiming for 3+ units. Set within the vibrant Bronzeville/Grand Boulevard community, this oversized parcel is surrounded by a dynamic blend of classic Chicago greystones and striking new construction, reflecting the neighborhood's continued growth and strong investment appeal. King Drive anchors the area with a rich mix of local restaurants, cafes, and neighborhood staples, creating a lifestyle rooted in culture, history, and convenience. Location is everything-and this one delivers. Just minutes away, you'll find Washington Park, offering expansive green space, walking trails, and recreational amenities, along with the renowned DuSable Black History Museum and Education Center, a cornerstone of Chicago's cultural legacy. Enjoy easy access to the lakefront with 57th Street Beach, perfect for summer days, bike rides, and scenic relaxation. Daily conveniences are just around the corner, including Whole Foods Market and Trader Joe's, along with the popular dining and shopping corridor along 53rd Street in Hyde Park, known for its vibrant restaurant scene and local boutiques. The property is also ideally located near the prestigious University of Chicago, as well as the world-class Museum of Science and Industry and Chicago's iconic Museum Campus, home to the Field Museum, Shedd Aquarium, and Adler Planetarium. Commuting is seamless with nearby access to the CTA Green Line (43rd & 47th Street stations) and the Red Line via Sox/35th, along with multiple CTA bus routes including #3 King Drive and #47 47th Street. For drivers, proximity to Lake Shore Drive and I-90/94 (Dan Ryan Expressway) ensures quick travel throughout the city. This is more than just land-it's an opportunity to build in a location that connects history, culture, education, recreation, and modern living. Whether you envision a timeless residence or a standout new construction project, 5415 S. Prairie Avenue offers the scale, setting, and accessibility to bring your vision to life.

5415 S Prairie Avenue, Chicago

$849,000
12601233 MLS CONTINGENT Status
Nestled in the heart of Chicago's rapidly growing Washington Park neighborhood, this fully occupied, six-unit building offers a blend of stable cash flow and exceptional future potential. Located near the University of Chicago and the expansive Washington Park, this property is positioned to benefit from the area's ongoing development, including the future Obama Presidential Center. With property values steadily rising, this investment represents a rare opportunity for savvy investors. Boasting a classic stone facade and a grand marble entryway, this well-maintained building exudes timeless charm. Each of the six spacious 3-bedroom, 1-bath units spans 1,800 square feet, featuring high ceilings, formal dining rooms, real pantries, private back decks, and beautiful bay windows that flood the interiors with natural light. Hardwood floors and well-kept common areas add to the appeal, ensuring tenant satisfaction and full occupancy. Additionally, the building generates extra income through coin-operated laundry facilities and offers gated parking with a two-car brick garage. With a solid history of long-term tenants, this property is a proven income generator. For investors looking to maximize returns, there is untapped potential in the lower level, where a 7th and possibly 8th unit could be developed, both areas have ingress and egress access. Updates include a 2011 boiler to enhance the property's efficiency. The seller is open to discussing owner financing terms provided the seller is in first position with collateral, thereby expanding this armchair investment opportunity to the widest pool of entrepreneurs. This is your chance to make this Washington Park money maker work for you.

5410 S Indiana Avenue, Chicago

$499,000
5 Beds 5 Baths 12595985 MLS CLOSED Status
DRAMATIC PRICE CHANGE!! This stunning Five Bedroom / three-bathroom Colonial Style house with a three bedroom / one-bathroom in-law suite, located in the Washington Park neighborhood. Take advantage of the Super low property taxes and Currently Low interest rates to secure this gorgeous home on a 32X150 Oversized lot. Family moments are best spent at HOME and I'm here to tell you that this is the HOME of your dreams. This expansive residence sits in an oversized lot (32X150) and offers eight generously sized bedrooms (5 above grade and 3 in basement) plus a loft currently serving as an office, and a TV Room/Den along with 4.5 impeccably updated bathrooms (one of them in the basement). The main level flows with effortless elegance, from the formal living and dining areas to the elegant kitchen to the cozy corners made for quiet conversation or lively entertaining outdoors. This storybook Colonial gem's exquisite renovation is a great marriage between timeless architecture and modern comfort. Anchored by a grand spiral staircase worthy of Architectural Digest. Filled with light, grace, and purpose, this home is a stunning tribute to design evolution-a thoughtful preservation of its original intent, now elevated for contemporary living. On the second level, the sprawling master suite complete with a walk-in closet and a spa-like bath, features a soaking tub and separate glass-enclosed shower. But what sets this home apart is the lower, an entertainers oasis, three oversized guest bedrooms, a full bath, and its own private entrance. Whether you're welcoming extended family, housing guests, or exploring rental income, this space offers remarkable flexibility and comfort. It's fascinating how a home can evolve-how each owner leaves a mark. Here, however, the essence has been lovingly preserved, enhanced only to suit the rhythm of today's lifestyle. Moments matter. Family matters. And this is the kind of home that holds them all beautifully. Come see why this hidden Colonial gem isn't just a house-it's the one you've been waiting for.

5850 S Indiana Avenue, Chicago

$550,000
12594306 MLS ACTIVE Status
Prime Washington Park development opportunity offering scale, flexibility, and park-front exposure. Zoned RM-5, this property features an approximately 8,000 sq ft main building plus a coach house with three on-site garage spaces, presenting potential for 6-9 residential units (buyer to verify). The main building is fully gutted and ready for redevelopment, with bright garden-level units and first-, second-, and third-floor units overlooking Washington Park-a strong draw for future tenants. Architectural plans for a 6 unit configuration are available, and the seller is willing to share plans with qualified buyers. Surrounded by ongoing new construction and redevelopment, this is an excellent opportunity for developers or investors seeking a value-add or repositioning project in a growing corridor with convenient access to transportation and neighborhood amenities. Sold as-is.

5930 S King Drive, Chicago

$550,000
12 Beds 8 Baths 12594302 MLS CONTINGENT Status
Prime Washington Park development opportunity offering scale, flexibility, and park-front exposure. Zoned RM-5, this property features an approximately 8,000 sq ft main building plus a coach house with three on-site garage spaces, presenting potential for 6-9 residential units (buyer to verify). The main building is fully gutted and ready for redevelopment, with bright garden-level units and first-, second-, and third-floor units overlooking Washington Park-a strong draw for future tenants. Architectural plans for a 6-unit configuration are available, and the seller is willing to share plans with qualified buyers. Surrounded by ongoing new construction and redevelopment, this is an excellent opportunity for developers or investors seeking a value-add or repositioning project in a growing corridor with convenient access to transportation and neighborhood amenities. Sold as-is.

5930 S King Drive, Chicago

$550,000
6 Beds 4 Baths 12586649 MLS CLOSED Status
Exceptional Greystone opportunity in Chicago's evolving Washington Park community-ideal for investors and owner-occupants seeking versatility and long-term value. This property features a finished basement with a private 1-bedroom, 1-bathroom mother-in-law suite complete with a full kitchen, creating the perfect setup for multi-generational living, guest accommodations, or potential rental income. Laundry room with coin operated machines. Positioned in a prime South Side location, the property offers convenient access to Washington Park, Hyde Park, the University of Chicago, and the growing cultural and economic corridor surrounding the area. Residents enjoy proximity to shopping, dining, parks, and public transportation, along with easy access to major expressways for a quick commute throughout the city. For investors, the additional living space provides income-generating potential and flexible use options, making this a compelling addition to a rental portfolio or a smart house-hack opportunity. Ideal for multi-generational living or rental income.Located near Washington Park and the University of Chicago.Close to public transportation and major expressways.Strong investment and value-add potential.A rare opportunity to own a property that combines location, flexibility, and investment potential in one of Chicago's historic and steadily developing neighborhoods.

63 E 56Th Street, Chicago

$135,000
12585937 MLS CLOSED Status
BUILD THE FUTURE: PRIME WASHINGTON PARK DEVELOPMENT SITE READY FOR YOUR VISION! Developers, get ready to build in one of Chicago's most vibrant growth corridors! This is not just land; it's a blank canvas for your next residential masterpiece in the thriving Washington Park neighborhood. Dual Lots, Dual Potential: Secure two adjacent parcels: 5254 S. Indiana Ave: A substantial 30x145 footprint. 5256 S. Indiana Ave: An additional 16x145 space. Both lots are zoned RM5, offering immense flexibility for a multitude of residential projects. Bring your creative ideas! Positioned in a neighborhood experiencing significant revitalization. Just a quick 10-minutes to the future Obama Presidential Center, a major area anchor and value driver. Don't just watch Washington Park grow-shape it! This exciting development opportunity won't last long. Imagine the possibilities and make them a reality.

5254-56 S Indiana Avenue, Chicago

$575,000
11 Beds 4 Baths 12509696 MLS CLOSED Status
Experience vintage charm and investment promise at 5225 S Indiana Ave - a stately, 19th-century masonry walk-up thoughtfully tucked into Chicago's dynamic Washington Park/Hyde Park corridor. Spread across three stories, this three-unit structure offers a generous eleven-bedroom, four-bathroom footprint ideal for rental income or renovation. Endowed with historic character and modern upside, the property caters to investors seeking strategic refurbishment potential or steady rental yield. Its legacy masonry and possible architectural nuances offer a canvas for creative redevelopment-from boutique rentals to upscale residential conversions. Boasting a walkable distance public transit, dining, cultural attractions, and major educational institutions, this asset promises both convenience and long-term appreciation in one of Chicago's most storied neighborhoods.

5225 S Indiana Avenue, Chicago

$500,000
11 Beds 3 Baths 12558337 MLS CLOSED Status
Located in the sought after Washington Park neighborhood, this multifamily investment property at 5134 S Indiana Avenue presents an excellent opportunity for investors seeking value and upside potential. The property is conveniently situated near the University of Chicago Hospital and in close proximity to the Obama Presidential Library, adding long-term appeal and neighborhood growth potential. The building features a total of 11 bedrooms and 3 bathrooms, offering generous living space across multiple units. The second and third units include private balconies, providing outdoor space and added tenant appeal. With solid bones and strong rental potential, this property is ideal for an investor willing to add a little TLC to maximize value. Whether for long-term rental income or repositioning, this is a great opportunity to invest in a growing area of Chicago. In addition, the property features a garden-level space with an extra bedroom and bath, presenting a value-add opportunity to renovate and potentially convert into a fourth unit. The Property is being sold AS-IS

5134 S Indiana Avenue, Chicago

$850,000
9 Beds 6 Baths 12550169 MLS CLOSED Status
Gorgeous NEW Construction 3-unit in prime Woodlawn Location. Built by an experienced local builder and includes a 1-year developer's warranty. Contemporary & Modern design with the perfect blend of city living and convenience. Each unit has a spacious, open-concept layout and condo-quality features, such as 42" cabinets, stainless steel appliances, recessed lighting, and in-unit laundry. Each unit is a large 3 bed/ 2 bath, with a luxury master bathroom at the rear and extra build-out storage closets. Located in the vibrant Woodlawn neighborhood, on the border wih Washington Park, this property offers unbeatable convenience, 2-minute walk to CTA line and easy access to Washington Park, Jackson Park, the lakefront, beaches, and the harbor. The highly anticipated Obama Presidential Center will further enhance this thriving community, already known for its unique dining, coffee shops, and nearby grocery stores. Prime investment opportunity, positioned for cash flow, appreciation, and creating generational wealth in one of Chicago's most exciting neighborhoods. Can arrange property management for any out-of-state buyers.

6222 S King Drive, Chicago

$688,776
9 Beds 3 Baths 12547040 MLS CLOSED Status
A LEGAL 3 UNIT! Get up to potentially net a profit over of $1,400 per month After paying PITI and PMI! The annual gross rental income is $77,712. This is the best deal in town. The lot adjacent to this listing will now be two new 3 unit buildings for over $1 million each. There are two other new developments that have recently been built or in the process of being built as well near the property. Get in now before prices sky rocket as the neighborhood is experiencing a rapid revitalization. Zoning Certificate in Agent document folder. Seller needs to sale to close on another property. 5169 S Michigan Ave is a well-maintained 3-unit rehabbed building in vibrant Washington Park. Each of the three spacious units have been updated with modern kitchens featuring quartz countertops and stainless steel appliances, plus larger back decks perfect for everyday use or entertaining. Individualized Central AC and heat was added in 2024, bringing extra comfort for tenants. Roof was replaced by the prior owner in 2022. Permitted Tuckpointing on Front of building in 2023. This unit is close to actual park of Washington Park, University of Chicago/ Hospital, upcoming data Center, Schools, Shopping, and walking distance from the XS Tennis facility. You will be close to public transportation; CTA bus, CTA Green Line stop on 51st, Metra lines, 90/94expressway, and Lake Shore Drive. Only 9 minutes to Hyde Park and a 15 minute drive to downtown Chicago. With public transit steps away, parks nearby, and downtown just a short ride, this property combines convenience, strong rental appeal, and long-term value.

5169 S Michigan Avenue, Chicago

$310,000
3 Beds 2 Baths 12541349 MLS CLOSED Status Bronzeville BLDG.
Move in Ready!! 3Bedroom, 2Bath plus den Updated condo with Gated Parking--approximately 2000 square feet of living space. Set in a beautiful red-brick building with a welcoming garden entry, this spacious apartment combines timeless architectural details with modern updates. The sun-filled living room features a decorative fireplace framed by custom built-ins and leads to a versatile den through classic French doors. If a fourth bedroom is desired, the space could easily be transformed to accommodate. The updated kitchen is a standout, featuring quartz countertops, stainless steel appliances, a beverage station, abundant cabinetry, and plenty of space for eat-in dining. Step right out onto a private deck - perfect for grilling, relaxing, or enjoying your morning coffee. The expansive primary bedroom easily accommodates a king-size bed with room for additional furnishings. It connects to an updated Jack-and-Jill bathroom. A second full bath, also updated, serves the additional bedrooms with style and functionality. The dining room is highlighted by a coffered ceiling and is the ideal entertaining space with direct connection to the kitchen. The condo is also appointed with a dedicated mudroom and a full laundry room. Other highlights include a bright sunroom, gated parking for one vehicle, and easy access to green spaces, shops, restaurants, and cultural amenities of Hyde Park and Bronzeville. Situated within approx 15 to minutes downtown and easy access to I-94

5237 S Michigan Avenue Unit #1N, Chicago

$540,000
12534555 MLS CLOSED Status
An incredible opportunity for investors seeking a true value-add play in the heart of "Hot" Washington Park. This jumbo 6-flat features an expansive basement and oversized units-some approaching 1,800 sq ft with multiple bathrooms-but requires a full renovation. A new City of Chicago rear porch was installed approximately 15 months ago, providing a strong starting point for redevelopment. The property is conveniently located within walking distance to bus and rail transportation and just minutes from the University of Chicago campus. Sold AS IS / WHERE IS, with the buyer responsible for all City of Chicago violations. Renovated buildings in the area are achieving seven-figure sales. Cash or purchase-rehab financing only. Proof of funds or lender preapproval required for interior access. Opportunities like this are rare-don't miss it.

5200 S Prairie Avenue, Chicago

$575,000
4 Beds 4 Baths 12399632 MLS CLOSED Status
Stunningly renovated 4-bedroom, 3.5-bath, three-story brick home that beautifully blends classic Chicago architecture with modern luxury. Step inside to soaring ceilings, abundant natural light, and gleaming hardwood floors that flow throughout the home. The showstopping kitchen features a Scandinavian-inspired modern design with chef-level functionality. Sleek flat-panel cabinetry in warm natural wood pairs seamlessly with crisp white uppers, creating a bright and airy atmosphere. A premium stainless steel appliance package including a professional-grade range and oversized farmhouse sink anchors the space, while the marble-look backsplash, quartz countertops, and contemporary lighting add refined elegance. The open layout provides generous workspace and effortless flow, perfect for daily living or impressive entertaining. Retreat to the spa-inspired primary bathroom, thoughtfully designed with a freestanding soaking tub, custom walk-in shower, floor-to-ceiling marble-style tile, and sophisticated brushed-gold fixtures. Textured accent walls, mosaic flooring, and built-in niches elevate the space, offering a serene environment to unwind. Two additional bedrooms on the upper level share a beautifully updated full bath. A brand-new rear deck extends your living space outdoors ideal for relaxing or hosting gatherings. The large finished attic offers incredible versatility and can serve as a children's playroom, home office, or second family room. The fully finished basement adds even more living options, including a spacious family room, guest bedroom, full bath, laundry area, and ample storage perfect for in-laws, entertaining, or even a private getaway or man cave. Recent upgrades include all-new mechanicals, plumbing, and electrical, ensuring peace of mind and a truly move-in-ready experience. With its timeless style, thoughtful design, and prime location near parks, shopping, dining, and transit, this exceptional brick home is one you won't want to miss.

5141 S Wabash Avenue, Chicago



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