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5200 S Woodlawn Avenue, Chicago
$6,290,000
12504257 MLS ⋅ ACTIVE Status
This building is located in Hyde Park, one of the top rated Chicago communities. It also is one of the most culturally diverse neighborhoods in the City. It is adjacent to the major shopping area in Hyde Park and a short walking distance to the University of Chicago Campus. The mix of units include three 3-bedroom 2 full bathroom apartments, twelve 2-bedroom 2 full bathroom apartments and seven 2-bedroom 1 bathroom apartments. All units but one include individual heating and air conditioning with washer and dryer. All have hardwood floors and interior entry. All but two units have been fully rehabbed with new kitchens and appliances. Buildings like this seldom come on the market, don't miss this opportunity.

5200 S Woodlawn Avenue, Chicago

5235 S University Avenue, Chicago
$2,595,000
7 Beds ⋅ 7 Baths ⋅ 12575960 MLS ⋅ ACTIVE Status
Impressive architecturally significant Hyde Park 7- bedroom single family house, a 2-bedroom coach house, 2 car garage and a driveway for approx 5 cars; a truly move- in ready home. The home designed by architect, James Gamble Rogers, is a short walking distance to The University of Chicago campus and hospital, the Griffin Museum of Science & Industry, the lakefront and approximately a 10 minute drive to downtown Chicago. This Collegiate Gothic architecture is similar to The University of Chicago impressive Gothic buildings. This home is filled with original classical architectural details and is tastefully updated to fit today's modern lifestyle.The huge entrance/Reception Hall with an adjoining sitting room area is flanked by huge floor to ceiling windows and wainscoting. The main level also has high ceilings, pocket doors, leaded glass windows, impressive floor to ceiling wood columns, and a grand staircase leading to the upper floors. The main level is perfectly designed for entertaining with the open floor plan which leads from the entrance hall/gallery with a welcoming sitting room area to both the dining and sitting rooms.The large pocket doors lead to an enormous sunny living room with built in book cases and shelves. The living room also has an impressive marble fireplace and high beamed ceiling, french doors which opens to a huge dining room which leads to an outdoor terrace. The sun-room is great for casual lounging with its surrounding views of the landscaped yard. The dining room opens to a large butler's panty which has a vintage silver sink and leads to a huge kitchen adjoining another ample sized room which is perfect for a play room or family room. The kitchen and butler's pantry is reminiscent of the English country homes kitchens. The impressive grand staircase from the entrance hall leads to the top two floors. The rooms have all been restored and repainted, bathrooms have been updated with new fixtures throughout. The second level has a library with a leaded glass built in bookcase. All the rooms have fireplaces. plus all 3 bedrooms on the second floor are all ensuite. There is a huge primary bath with a separate shower and a soaking tub. All the 2nd floor bedrooms and library have French doors leading to outdoor terraces. The 3rd floor has 4 bedrooms. The lower level has many extra rooms and includes a gym and laundry room. The two bedroom coach house has separate electric and gas heat. Updates in the home include refinished wood floors throughout, whole house tuckpointed, house re-piped, new A/C installed, new electric upgrade to 400 amp., new boiler installed, new fence, new driveway. and an updated coach house apartment. The entire yard was landscaped, front and back, of the property to include backyard hardscape of a bricked sitting area adjacent to the outdoor terrace, new greenspace with new sod and trees in front and backyard and new trees planted. This is a Wonderful classical home updated for todays current lifestyle.

5235 S University Avenue, Chicago

7851 S Jeffery Boulevard, Chicago
$2,250,000
12567655 MLS ⋅ ACTIVE Status
Well-traveled northeast corner of 79th & Jeffrey Boulevard in Chicago's South Shore community offers this former religious compound - church, school, rectory, and convent - all interconnected with interior access. The church building with main access on East 79th Street, was completed in 1935, and designed by Joseph W. McCarthy & Associates Architects in a Romanesque cathedral style - constructed of structural steel framing with masonry walls and exterior limestone cladding. The church footprint is about 12,800 sq ft (75 existing pews) plus a full basement with 11 ft ceilings. Soaring ceilings and double level stained glass windows provide an iconic and historical presence. The church has a 130 ft bell tower and is serviced by a 400-amp electrical system. The church basement provides direct interior access into the adjacent school. The school, opened in 1923, is a two-story building also of limestone construction on a concrete foundation with a full basement - approximately 21,200 sq ft plus the basement of nearly 6,000 sq ft. Eight classrooms plus a coatroom on each level. There is a sprinkler system, and all windows have been replaced. Four steam heating systems (radiators) are located in the boiler room of the school basement and heat the entire complex (zoned heating). The school has direct access into the church and provides private access into the former rectory and convent. The rectory (7851 S. Jeffrey Boulevard) is a center-entrance grey limestone property - built in the late 1920's - a two-story structure with a partially finished basement - approximately 5,200 sq ft not including the basement. The former convent (7850 S. Chappel) is also constructed of grey limestone. It's a three-story building with a full basement - nearly 11,200 sq ft of improved space - consisting of individual offices, bedrooms, common kitchen, dining and living rooms, plus common bathrooms, and a private chapel. At the north end of the property is a private fenced parking lot for 50+ vehicles. The entire lot, consisting of two PINs, is approximately 2.009 acres, 87,514 sq ft of land area. Incredible opportunity to invest, repurpose, or transition this 50,000+ sq ft property into something spectacular - positioned on just over a half city block, and ideally located in South Shore near all transportation and the newly opened Obama Presidential Library. Current zoning on most of the parcel is RT-4. The 79th & Chappel corner of the parcel is zoned B3-2. Please check City of Chicago zoning ordinances for any intended uses. Truly an opportunity of a lifetime for a creative and entrepreneurial investor or end-user. Magnificent structure!!!!!

7851 S Jeffery Boulevard, Chicago

7621 S Cottage Grove Avenue, Chicago
$2,200,000
12548055 MLS ⋅ ACTIVE Status
3-Story California-style exterior corridor motel offering 34-rooms, built in 1974, with separate restaurant building positioned at the front of the property, main-level parking, total land area 13,392 Sq. ft. total building 18,000 Sq. ft. located in the well-established Chatham neighborhood on Chicago's South Side, offering a compelling rehab, redevelopment and potential revenue-generating. Non-franchise motel license". Significant value-add, the City of Chicago does not issue new non-franchise motel licenses. Walking distance to retail, services, and neighborhood amenities. Strong traffic counts. Approximately 1-mile east of the Dan Ryan Expressway, and about 3 miles from the Obama Presidential Library. Situated within the Greater Chatham Initiative - 87th Street Corridor Improvement Zone. City of Chicago support through Grants & TIF funding. Eligible for facade improvements and full building renovation grants. Property qualifies for significant public incentives, with potential of reducing capital outlay and increasing ROI. Below link provides information about the City of Chicago website offering grants.

7621 S Cottage Grove Avenue, Chicago

7601 S Kingston Avenue, Chicago
$1,985,000
12642708 MLS ⋅ ACTIVE Status
Pleased to exclusively present this large corner courtyard building located in the heart of Chicago's South Shore neighborhood. This attractive investment opportunity features a desirable unit mix consisting of 12 studios, 13 one bedroom units, and 9 spacious two bedroom units. These fully renovated units are achieving top of the market rents on the block. Investors will benefit from the current management that has just raised occupancy as well as fixing any deferred maintenance within the building. With the strong demand for affordable housing in the area, investors can experience steady cash flow for years to come. Ideally situated within walking distance to Windsor Park Metra Station and CTA buses, Nearby attractions include the South Shore Cultural Center, and the picturesque Lakefront.

7601 S Kingston Avenue, Chicago

8602 S Euclid Avenue, Chicago
$1,925,000
12759845 MLS ⋅ ACTIVE Status
Proud to present 8602 S. Euclid, a yellow brick Tudor style 19 unit building located in the desirable south side neighborhoods of Avalon Park/Calumet Heights. All units are large 1bd's with separate dining rooms. Recent improvements include tear off shingle roof on Euclid side (2021), sealed flat roof (2024), insulated roof cavity throughout (2019), new insulated hot water main (2018), efficient steam boiler (2019), common area carpet (2022), painted stairwells, common area carpet in front and refinished steps and landings in rear stairwells, new electrical fixtures in front and rear stairwells, security cameras, security cameras (2020). Strong in place income of over 270k with room for growth. Quiet residential street but close to highway, parks and Lake Michigan

8602 S Euclid Avenue, Chicago

1441 W 103Rd Street, Chicago
$1,350,000
12476091 MLS ⋅ ACTIVE Status
HUGE VALUE-ADD OPPORTUNITY - Come check out this ICONIC mixed-use, value-add 12 unit building in Chicago's incredible East Beverly neighborhood! This all-brick, beautiful building was built in 1904 and contains 6 retail storefronts on the main floor and 6 residential apartments on the 2nd floor. Sitting on one of Beverly's main thoroughfares - 103rd street, this property provides retail owners a ton of vehicle and foot traffic to bring in business. Both the apartments and storefronts have been easy to rent quickly with little to no marketing effort. The property sits on a giant lot with a massive garage to the South of the main building. This area provides a ton of opportunity to the new buyer potentially for the addition of more units, storage or covered / enclosed garage space to generate additional revenue. Rents are currently way under market with plenty of room for increases with efficient management. The back of the building is also currently used as a small gathering spot for the tenants to relax, play and / or bbq. All tenants have central HVAC for heating and cooling which was upgraded in the early 2000s. Roofs have been resealed in the past 5 years. Over a dozen parking spots in the rear of the building as well. Currently priced at over an 8 CAP but with better management and getting rents to market this could easily be a 10+ CAP building. This property has unlimited potential and upside with the right plan. Schedule a showing today!

1441 W 103Rd Street, Chicago

1705 W 99Th Street, Chicago
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 12794893 MLS ⋅ NEW Status
Custom built in 2008, this five-bedroom home in the heart of Beverly offers generous space, thoughtful details, and an oversized lot with a backyard that stands out. With 10-foot ceilings throughout, the home feels open and welcoming from the moment you enter. The combined living and dining room leads into a spacious chef's kitchen featuring two islands, one-of-a-kind custom countertops, high-end appliances, and a walk-in pantry. The kitchen opens directly to the family room, keeping everyone connected whether you're hosting a gathering or enjoying a quiet night at home. Upstairs, you'll find four bedrooms, including a spacious primary suite with a walk-in closet, private full bath, and a balcony overlooking the backyard. The fully finished basement adds plenty of room for entertaining, movie nights, games, or a home gym, along with a fifth bedroom with a walk-in closet and a full bathroom with a soaking tub. Out back, a large two-tier deck leads to a paver patio and an expansive yard with room to gather, play, and relax. A massive, oversized three-car garage completes the property. From the custom kitchen to the outdoor space, this home was thoughtfully designed for everyday living and entertaining.

1705 W 99Th Street, Chicago

5756 S Harper Avenue, Chicago
$1,300,000
5 Beds ⋅ 5 Baths ⋅ 12785827 MLS ⋅ ACTIVE Status
Welcome to this classic 5-bedroom, 4.5-bath Victorian single-family home ideally located on the University of Chicago campus. Generously sized rooms, beautiful period details, and timeless architectural character give this home a warmth and personality that new construction simply cannot replicate. Ready for its next chapter, the home offers an exciting opportunity for a new owner to make it their own. Some updating is needed, creating a rare chance to thoughtfully restore its original beauty or introduce a fresh, modern perspective while keeping the home's distinctive Victorian character front and center. Four bedrooms provide plenty of flexibility for family, guests, and dedicated home-office space. The eat-in kitchen overlooks a large, enclosed backyard with wonderful potential for entertaining, gardening, and outdoor living. All of this in an exceptional Hyde Park location just minutes from the lakefront and Promontory Point, 57th Streetshops and restaurants, University of Chicago, neighborhood parks, and convenient public transportation. A truly special Chicago home with incredible character, space, and potential.

5756 S Harper Avenue, Chicago

9101 S Hoyne Avenue, Chicago
$1,295,000
6 Beds ⋅ 7 Baths ⋅ 12690357 MLS ⋅ ACTIVE Status
Motivated Seller! Welcome to a truly exceptional residence located in the heart of Chicago's highly sought-after North Beverly Historic District. Originally built by the renowned Gately family, this architecturally significant estate sits on an expansive double lot and offers a rare combination of luxury, privacy, craftsmanship, and timeless elegance. From the moment you arrive, the circular driveway and attached 2.5-car garage set the stage for a remarkable living experience. Inside, stunning architectural details abound - vaulted ceilings, two wood-burning fireplaces, a private library, a sun-filled family room, and an inviting sunroom that opens to a beautifully landscaped patio and award-winning gardens. The gourmet chef's kitchen is a true showpiece, featuring custom Honey Onyx quartz countertops and island, premium finishes, and seamless flow for entertaining. This meticulously maintained home offers 5 full bathrooms, 2 half bathrooms, and multiple bedroom suite possibilities. The luxurious primary suite impresses with custom amethyst marble finishes, Bluetooth surround sound, and supplemental cooling for year-round comfort. Quality construction is evident throughout - plaster walls reinforced by wire mesh, concrete-reinforced floors and walls, Marvin aluminum-clad wood windows, marble entry flooring, and exceptional attention to detail. Multiple heating and cooling systems, including central air, radiant heat, baseboard heat, and fan systems, provide customized comfort in every season. The finished basement offers abundant storage and additional recreation space, while the professionally landscaped grounds create a private, park-like retreat. A proud winner of the 2017 North Beverly Garden Walk Award, the property features mature gardens, an in-ground sprinkler system, exterior lighting controls, security system wiring, and exterior camera capability. Ideally situated just a short walk to Metra - with access to Downtown Chicago in approximately 25 minutes - and close to parks, bike trails, forest preserves, top-rated schools, restaurants, shopping, and the Beverly Library. Rarely does a home of this caliber, history, and quality come to market in North Beverly. A true legacy property offering luxury living in one of Chicago's most prestigious neighborhoods.

9101 S Hoyne Avenue, Chicago

4950 S Chicago Beach Drive Unit #11A, Chicago
$1,250,000
3 Beds ⋅ 5 Baths ⋅ 12670499 MLS ⋅ ACTIVE Status ⋅ Powhatan BLDG.
Perched on the 11th floor of the iconic 1929 Art Deco Powhatan, this exceptional residence offers a rare combination of luxury, elegance, and comfort. Widely regarded as one of the building's finest apartments, this expansive single-level home is larger than many houses and showcases breathtaking lake and park views, among the best in the city. Meticulously renovated and presented in move-in condition, the residence is flooded with natural light and thoughtfully designed for both grand-scale entertaining and everyday living. Highlights include a stunning chef's kitchen with top-of-the-line appliances, an estate-sized butler's pantry, a formal dining room, soaring ceilings, hardwood floors, a beautiful fireplace with a hand-carved mantel, two-zone central air conditioning, and a spacious in-unit laundry room. The private living quarters feature three generously sized bedrooms, abundant closet space, and beautifully re-imagined en-suite baths, including dual primary baths. The Powhatan is renowned for its striking Art Deco architecture and distinguished amenities, including a restored lobby, indoor swimming pool, fitness center, and a spectacular rooftop ballroom with expansive terraces for outdoor dining and entertaining. This full-service co-op offers 24-hour door staff, valet parking, elevator attendants, on-site maintenance personnel, and private storage. Monthly assessments include parking, real estate taxes, and an unparalleled level of service. Significant capital improvements completed over the past decade have further enhanced the building's infrastructure and long-term value. A truly one-of-a-kind residence in one of Chicago's most celebrated landmark buildings.

4950 S Chicago Beach Drive Unit #11A, Chicago

6109 S Greenwood 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

5650 S Dorchester Avenue Unit #1, Chicago
$1,189,000
5 Beds ⋅ 3 Baths ⋅ 12758344 MLS ⋅ ACTIVE Status
A singular apartment in Hyde Park's premier condominium building. Converted to condominiums in 1973, The Mews on Dorchester offers a unique combination of historic character, architectural elegance, and the ease of condominium living. Apartment One, originally the developer's residence, offers more than 4,500 square feet of living space, including the expansive lower level. Enjoy the gracious proportions of a single-family home enhanced by the convenience and peace of mind of a condominium. Currently configured as a five-bedroom, two-and-a-half-bath residence, the apartment is equally suited for sophisticated entertaining, a work-from-home retreat, and multigenerational living. Graceful architectural details, hardwood floors, original millwork, and two wood-burning fireplaces create warmth and distinction. Generously proportioned rooms provide an exceptional canvas for both classic and contemporary interiors; while dual-zoned central air-conditioning delivers modern comfort. At over 1,100 square feet, the spacious lower level offers room for recreation, fitness, office use/homework, entertaining, and hosting extended family. A private garage dedicated to Apartment One is an additional convenience. Residents enjoy shared outdoor common spaces, providing a peaceful oasis for gardening, entertaining, or simply relaxing in a bucolic backyard that feels far removed from the city. Other common areas include a children's playroom and party room; bike and stroller storage in a common-area garage; and a woodworking room for use by residents that also serves as a convenient staging area for contractors. The Mews on Dorchester presents a rare opportunity to own a piece of Hyde Park history while enjoying the space, flexibility, and comfort of modern-day living. All just a few blocks from The University of Chicago, The Lab Schools, Ray School, Metra and Hyde Park's rich array of cultural and culinary attractions. Owner is a licensed Illinois real estate agent.

5650 S Dorchester Avenue Unit #1, Chicago

6816 S Cornell Avenue, Chicago
$1,175,000
12776106 MLS ⋅ ACTIVE Status
Turnkey 7-Unit Investment Opportunity in South Shore. This solid income-producing asset features a strong unit mix of six spacious three-bedroom, one-bath apartments and one one-bedroom, one-bath unit-offering broad tenant appeal and consistent rental demand. Ideally located less than one mile from the new Obama Presidential Center, South Shore Cultural Center, public transportation, shopping, restaurants, parks, and other neighborhood amenities, the property is well-positioned for long-term occupancy and appreciation. With a convenient location, generous floor plans, and dependable cash flow, this seven-unit building is a standout addition for investors seeking to expand their portfolio or acquire a high-performing asset in one of Chicago's most established communities.

6816 S Cornell Avenue, Chicago

6638 S Woodlawn Avenue, Chicago
$1,100,000
11 Beds ⋅ 7 Baths ⋅ 12726785 MLS ⋅ PRICE CHANGE 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

10637 S Pulaski Road, Chicago
$1,099,900
12792029 MLS ⋅ ACTIVE Status
Prime Commercial Investment Opportunity in Mount Greenwood! Located in the heart of Chicago's desirable Mount Greenwood neighborhood, this commercial plaza offers an excellent opportunity for investors and business owners looking to expand their real estate portfolio. Situated along the highly traveled Pulaski Road corridor, the property benefits from excellent visibility, convenient accessibility, and a strong surrounding residential community. Featuring six commercial units, five of which are currently rented and only one vacant, this property offers established rental income with additional income potential through leasing the remaining space. Whether you're an experienced investor looking to expand your portfolio or a business owner searching for a prime location, this property presents an exciting opportunity to generate income while building long-term equity in an established Chicago neighborhood. Don't miss your chance to own a valuable piece of commercial real estate in Mount Greenwood!

10637 S Pulaski Road, Chicago

6751 S Chappel Avenue, Chicago
$1,050,000
12718543 MLS ⋅ ACTIVE Status
Priced to Sell! Prime investment opportunity in the highly desirable South Shore neighborhood of Chicago, just steps from DuSable Lake Shore Drive. This well positioned 20 unit residential building offers strong income potential in a location known for steady rental demand and convenient access to the lakefront, transportation, and neighborhood amenities. The property consists of twenty (20) spacious units, each featuring 1 bedroom and 1 bathroom with functional layouts that appeal to a broad tenant base. The building presents an excellent value-add opportunity for investors looking to stabilize or enhance cash flow through strategic updates and management. Situated near public transportation, shopping, parks, South Shore Cultural Center, golf course, Rainbow Beach Park, and Lake Michigan shoreline, tenants enjoy easy commuting options and lifestyle conveniences. Proximity to major thoroughfares, Metra and bus lines makes travel to downtown Chicago and surrounding areas seamless. Property is being sold in AS IS condition. No surveys nor disclosures, taxes prorated. Subject to prior offer cancellation. This is a rare opportunity to acquire a sizeable multifamily asset in a strategic South Shore location.

6751 S Chappel Avenue, Chicago

836 E 52Nd Street, Chicago
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 12546280 MLS ⋅ ACTIVE Status
A truly rare opportunity has arrived-now made even more compelling with a price reduction. This exceptional twostory bungalow in the heart of Hyde Park is ready to welcome its next chapter. From the moment you step through the striking doubleentry vestibule, you're greeted by an expansive main level boasting tenfoot ceilings, vintage hardwood floors, and oversized windows that flood every room with radiant natural light. Exquisite balustrades and detailed millwork showcase the craftsmanship and timeless character that make this home unforgettable. The openconcept first floor is designed for effortless entertaining, with each room flowing seamlessly into the next. An elegant staircase-complete with a charming hidden reading nook-leads to the second level. The spacious primary bedroom features beautiful bay windows and its own private fireplace, creating a serene retreat. A sunfilled northern room, enhanced by a skylight, is ideal as a bedroom or home office and offers direct access to a generous secondfloor deck. The finished basement provides additional versatile living space, complete with a second set of washer and dryers and an additional fireplace-perfect for recreation, guests, or extended living arrangements. For car enthusiasts or those needing exceptional storage, this property offers something truly extraordinary: garage space for six cars with access from both the north and south streets. This is a rare find in one of Chicago's most iconic neighborhoods. With its recent price improvement, remarkable charm, gracious scale, and unmatched potential, this wellbuilt and beautifully preserved home presents an outstanding opportunity to create something truly special.

836 E 52Nd Street, Chicago

9924 S Longwood Drive, Chicago
$999,999
5 Beds ⋅ 5 Baths ⋅ 12779635 MLS ⋅ ACTIVE Status
A Rare Architectural Legacy on Prestigious Longwood Drive For the discerning buyer who appreciates exceptional architecture, rich history, and timeless craftsmanship, this extraordinary Mediterranean Renaissance estate offers an opportunity that comes along only once in a generation. Built in the 1920s and encompassing an impressive **4,724 square feet**, this distinguished residence stands as one of Longwood Drive's architectural treasures, where old-world elegance meets limitless potential. Every room tells a story, showcasing the artistry and meticulous craftsmanship that defined one of America's most celebrated architectural eras. From the moment you step through the grand entrance, you are welcomed by an unforgettable foyer anchored by a dramatic **turret-inspired winding staircase**, setting the tone for the home's remarkable scale and sophistication. Expansive entertaining spaces unfold gracefully, including a **ballroom-sized living room** centered around a stately fireplace and an elegant formal dining room designed to host unforgettable gatherings. Throughout the home, soaring ceilings, original transom windows, exquisite plaster detailing, handcrafted beam and coffered ceilings, and remarkable architectural millwork create an atmosphere of enduring luxury rarely found in today's construction. The kitchen serves as a true work of art, highlighted by one-of-a-kind custom metal artisan cabinetry that blends creativity with functionality while honoring the home's distinctive character. The upper level offers four spacious bedrooms and two baths, including an exceptional primary suite complete with a private sitting room, walk-in wardrobe, and ensuite bath-creating a tranquil retreat within this historic residence. On the main level, a fifth bedroom with its own ensuite bath, an elegant study, and an additional powder room provide ideal accommodations for guests or multigenerational living. The expansive basement extends the home's living and entertaining possibilities, featuring a recently renovated full bath, generous recreation space, and a dedicated workshop and storage area. Outside, a private courtyard-style garden invites quiet mornings and intimate evenings, while the sun-filled solarium offers a peaceful sanctuary bathed in natural light throughout the seasons. This is more than a home-it is a landmark residence waiting for its next steward. For those with a passion for architectural preservation and luxury living, this remarkable estate presents the rare opportunity to restore, personalize, and elevate one of Chicago's most captivating historic homes while preserving its extraordinary legacy for generations to come.

9924 S Longwood Drive, Chicago

6621 S Drexel Avenue, Chicago
$959,900
9 Beds ⋅ 6 Baths ⋅ 12770959 MLS ⋅ ACTIVE Status
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

7839 S Kingston Avenue, Chicago
$950,000
12767352 MLS ⋅ ACTIVE Status
Prime Value-Add investment opportunity in nice South Shore neighborhood. 4.95 Gross Rent Multiplier, 10.5 CAP. 12-unit m/u property, comprised of (9) 2 Bedroom/1Bath Units, and (3) 3 Bedroom/1 Bath units. Two 6-unit brick buildings, with center entrances front and back, with rear parking. Each unit with large bright living room, 2 or 3 full bedrooms, dining/family room, and separate kitchen with pantry and leading to back enclosed porch. Over half of the apartments have been completely remodeled to leverage higher market rents. New owner can complete rehab of additional units and leverage appreciation of market rents, or easily convert all remaining 2 bedrooms into 3 bedrooms. The opportunity is here to step into cash flow on day one and to also improve overall performance through leasing and management. Conveniently located a short distance from public transportation, including Metra, beautiful Lake Michigan, and surrounded by numerous grocery stores and shops. This multifamily opportunity offers immediate value-add potential from the moment of acquisition.

7839 S Kingston Avenue, Chicago

5403 S Greenwood Avenue, Chicago
$915,000
3 Beds ⋅ 4 Baths ⋅ 12697117 MLS ⋅ PRICE CHANGE Status
Price improvement! This could be your new home for the holidays! A rare opportunity to own a quintessential vintage rowhome in the heart of historic Hyde Park-where timeless architecture and thoughtful modern updates come together to create an exceptional place to call home. Offering 3 bedrooms plus a bonus room, 3.5 bathrooms, a fully finished walk-out basement, private outdoor space, 2nd floor laundry, central AC, and heat (dual zoned) and a garage, this spacious residence delivers the character of a classic Chicago home with the comfort and functionality of today's lifestyle. From the moment you arrive, you'll be captivated by the home's striking historic facade, intricate architectural details, and inviting front porch. Step through the private vestibule into a gracious foyer that opens to an expansive main level filled with warmth and natural light. Oversized west-facing windows illuminate the home from front to back, while original-inspired moldings, soaring ceilings, and rich architectural details showcase the craftsmanship that makes Hyde Park's historic homes so beloved. Designed for both elegant entertaining and everyday living, the open floor plan offers generous spaces for formal living and dining rooms, a comfortable family room, and a spectacular chef's kitchen that serves as the heart of the home. Beautifully blending classic style with contemporary design, the kitchen features custom cabinetry, an oversized quartz island, double ovens, designer lighting, abundant storage, and premium finishes that make every gathering effortless. A convenient powder room completes the main level. The home's beautiful staircase serves as a stunning architectural centerpiece, leading to the second floor where you'll find three spacious bedrooms, two full bathrooms, and a versatile bonus room-ideal as a home office, nursery, reading room, or dressing area. The serene primary suite offers oversized windows that flood the room with natural light, along with a spacious en-suite bathroom designed for comfort and privacy. A full-size laundry room on the second floor adds everyday convenience. The fully finished walk-out basement expands the home's incredible living space with a large recreation room, flexible bonus area perfect for a home gym, media room, or guest suite, a full bathroom, another laundry room, and an exterior exit for added convenience and versatility. Outside, enjoy your own private retreat featuring a spacious deck, generous backyard, and garage parking-an uncommon combination in one of Chicago's most sought-after historic neighborhoods. Perfectly situated just moments from the University of Chicago, neighborhood parks, acclaimed restaurants, charming cafes, shopping, and the lakefront, this exceptional home offers the best of Hyde Park living while preserving the timeless character that makes the neighborhood one of Chicago's architectural treasures. Welcome home.

5403 S Greenwood Avenue, Chicago

9336 S Jeffery Avenue, Chicago
$900,000
12783838 MLS ⋅ ACTIVE Status
Industrial building situated on approximately 5.5 acres of land in the Pill Hill neighborhood of the City of Chicago. Built in 1946, the one-story masonry constructed building on 9336 S. Jeffery measures approximately 13,709 SF. It has 10 offices with 2 Kitchenettes located on the 1st and 2nd floors. 3 oversized Garage openings for shipping and receiving. The property offers parking in an open parking lot. The warehouse provides an opportunity for a multitude of uses, including but not limited to automotive, office, and retail. This property has a completed Environmental Protection Agency report done and ready to be sold today! This land would be great for all housing developers to build on! The Aldeman is receptive to the idea and could probably get the zoning changed.

9336 S Jeffery Avenue, Chicago

6506 S Ingleside Avenue, Chicago
$899,900
9 Beds ⋅ 6 Baths ⋅ 12765362 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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



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