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$12,500,000
7 Beds 9 Baths 12747120 MLS ACTIVE Status
Presenting an unparalleled opportunity to own a significant residence within one of Chicago's most distinguished historic estates, ideally situated along prestigious Astor Street in the heart of the Gold Coast. Originally designed by acclaimed architect Howard Van Doren Shaw for the Goodman family, this extraordinary property is a defining example of Neoclassical and Georgian Revival architecture and an enduring piece of Chicago's architectural legacy. Offered for the first time in 40 years, this remarkable condominium residence encompasses more than 14,000 square feet of total living space, including the main residence, a private one-bedroom service apartment, and a stand-alone one-bedroom coach house which easily accommodates 4 cars if turned back into a garage. This is an extraordinary combination of scale, flexibility, and privacy rarely found in condominium living. The historic estate spans an impressive 80 feet along Astor Street and is centered around an exquisite private yard, meticulously landscaped with formal gardens and fountains. Evocative of the Italian countryside, this enchanting outdoor sanctuary provides an exceptional sense of serenity and seclusion in the heart of the city. This main residence condominium alone encompasses more than 13,000 square feet of beautifully renovated interiors, where historic grandeur is seamlessly balanced with sophisticated modern luxury. Soaring 13-foot ceilings, Venetian plaster walls, intricate millwork, oak hardwood floors, and original marble fireplaces speak to the exceptional craftsmanship and architectural pedigree found throughout. A magnificent curved staircase creates a dramatic first impression and sets the tone for the gracious living and entertaining spaces beyond. The home offers five beautifully appointed en-suite bedrooms, each with its own distinctive character. The exceptional primary suite enjoys sweeping views toward Lake Michigan and features a luxurious spa-inspired bath finished in exquisite Italian marble. Adding to the rarity of the offering is a private one-bedroom service apartment, providing ideal accommodations for staff, guests, or extended stays. A separate approximately 1,300-square-foot, one-bedroom coach house offers yet another level of flexibility and privacy and may also present the opportunity to be reimagined as an exceptionally rare four-car garage. This is condominium ownership on an entirely different scale, the grandeur, privacy, and architectural significance of an Astor Street estate combined with the ease and convenience of condominium living. Perfectly positioned just moments from Michigan Avenue, the lakefront, neighborhood parks, celebrated restaurants, luxury boutiques, and Chicago's world-class cultural institutions, this extraordinary residence represents a rare opportunity to own a piece of Chicago history within one of the Gold Coast's most iconic architectural settings.

1355 N Astor Street Unit #1, Chicago

$325,000
6 Beds 2 Baths 12746308 MLS ACTIVE Status
A well maintained 2flat offering a great opportunity for investors or owner occupants. Each unit features 3 bedrooms and 1 bath, a separate living room, formal dining room and eat-in kitchen. Both units are equipped with their own furnace, providing landlord convenience and control for each household. Recent interior upgrades add to the appeal and make this property a solid addition to any investment portfolio. The first floor unit is currently occupied and generates $1,385 per month in rental income, while the second floor unit is vacant and ready for a new tenant or other occupancy. This property also features a full unfinished basement that can be converted for additional tenant needs or residual income, along with a 2car parking pad in the rear.

707 E 92Nd Place, Chicago

$384,900
6 Beds 3 Baths 12747083 MLS ACTIVE Status
Investor opportunity in the heart of Chatham! This fully occupied 3-unit building offers immediate income with additional long-term upside for the savvy buy-and-hold investor. Each unit features a functional 2-bedroom layout, while residents are responsible for their own gas and electric-an attractive setup for operating efficiency. Individual furnaces and water heaters serve each unit, providing added convenience and control. Current gross rents total approximately $3,561/month, with additional income growth already underway through a newly executed lease and a pending CHA rent increase. With comparable 2-bedroom rents in the area supporting higher rental potential, the next owner has an opportunity to continue strengthening the building's income over time. Outside, a 3-car masonry garage adds valuable off-street parking and additional appeal for tenants. Unfinished basement offers additional value-add potential, including the possibility of a future additional unit, subject to zoning and City approval. Conveniently located near transportation, shopping, and neighborhood amenities, this is an opportunity to acquire an occupied multifamily asset with existing cash flow, separate tenant-paid utilities, and room for future income growth. Add this Chatham 3-unit to your portfolio and let your investment work from day one.

8038 S Maryland 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

$780,000
6 Beds 3 Baths 12748589 MLS ACTIVE Status
Built in 2001 & refreshed in 2025! This fully updated 6-bedroom, 3,250+ sq. ft. home offers a rare and versatile 4 level layout designed for modern living. Ideally located just blocks away from Norridge and Hardwood Heights .The main level features a dramatic two-story great room with floor-to-ceiling windows, exposed beams, and an open staircase. The upgraded kitchen includes custom cabinetry, a waterfall quartz island, and stainless steel appliances. The entire second level is dedicated to the private primary suite, featuring a renovated spa-like bath, large closet, private balcony, and lofted lounge area. The third level offers 3 spacious bedrooms, a full bath, laundry room, office/study, and a central sitting area , perfect as a kids' level or second living space. The finished fourth level includes 2 legal, conforming bedrooms and flexible space ideal for a media room, playroom, gym, guest area! Outside, enjoy a new composite deck, multiple patios, fenced yard, dog run, detached 2.5 car garage, and extended driveway parking for up to 10 cars. Situated on an oversized private lot with open meadow views. An incredible opportunity for the space, updates, and versatility this home offers. Come see it for yourself and make this your dream home!

4305 N Mobile Avenue, Chicago

$574,900
10 Beds 5 Baths 12748225 MLS ACTIVE Status
Incredible 4 unit investment opportunity in prime BUSTLING LITTLE VILLAGE- exceptionally well maintained condition- 3 unit building in front, along with a coach house unit in rear, including on-site laundry hookup for coin laundry opportunity in rear bldg. Both buildings have plenty of space in the clean, UNFINISHED Attics for potential ideas or projects. Each unit has their own water heater and furnace, All units are 2 br/1 bath and move in ready. Rents can easily be much higher in the rapidly appreciating Little Village. Plenty of plus' for tenants- walking distance from 26th st, with plenty of commuter resources (CTA, divvy, Pink line, shopping, restaurants, entertainment, schools) Schedule your showing today.

2539 S Sawyer Avenue, Chicago

$349,999
9 Beds 4 Baths 12730593 MLS ACTIVE Status
Excellent 4-unit investment opportunity with immediate income and value-add potential! This well-maintained multifamily property features two 3-bedroom units and two 2-bedroom units, providing a desirable mix of rental options. Three units were renovated in 2021, while the remaining unit offers an opportunity for renovation and potential rent growth. Each unit has its own furnace, and three units are currently occupied, providing established rental income. The fourth unit is vacant and ready to lease or occupy. Ideal for investors seeking cash flow and future upside, or owner-occupants looking to live in one unit while generating rental income from the other three. A versatile opportunity with multiple paths to maximize its potential.

8329 S Buffalo Avenue, Chicago

$335,000
8 Beds 2 Baths 12742625 MLS ACTIVE Status
Exceptional investment or house-hacking opportunity situated on a picturesque, tree-lined residential street in Chicago. This striking, legal two-unit brick Greystone offers two expansive residences, each featuring four bedrooms and one full bathroom, providing the space and flexibility. Each unit boasts a well-appointed kitchen with granite countertops and abundant cabinet storage, along with a full bathroom featuring a bathtub and exhaust fan for added comfort and convenience. Unit 2 has been beautifully refreshed with new flooring throughout, fresh paint, modern LED lighting, and brand-new stainless steel appliances, making it completely move-in ready. A full unfinished basement presents exciting value-add potential for a future duplex-down or possible third unit. Convenient access to public transportation and the expressway makes commuting throughout the city easy, while the nearby 71th Street and 75th Street commercial corridors offer a variety of shopping, dining, and everyday conveniences. Whether you are expanding your investment portfolio or looking to live in one unit while generating rental income from the other, this impressive Greystone offers outstanding space, versatility, and long-term potential.

6947 S Wabash Avenue, Chicago

$930,000
9 Beds 6 Baths 12747729 MLS ACTIVE Status
Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building features a total of 9 bedrooms and 6 bathrooms, thoughtfully crafted to blend modern sophistication with everyday functionality. Each unit showcases design-forward interiors, including curated kitchens with custom cabinetry, decorative wood panel accents, professional-grade appliances, quartz countertops, and sleek designer backsplashes. Engineered hardwood flooring flows throughout, creating a cohesive and elevated living experience. The spacious primary suites serve as a true retreat, complete with spa-inspired bathrooms featuring oversized frameless glass showers and high-end fixtures. Additional highlights include closet systems, sprinkler systems, and dedicated parking. Perfectly positioned on a picturesque Woodlawn block, this property offers unbeatable access to some of Chicago's most iconic destinations, including the University of Chicago, Jackson Park harbor, the lakefront and beaches. Just moments away, the highly anticipated Obama Presidential Center continues to drive growth and long-term value in the area. Residents will also enjoy proximity to local dining, coffee shops, grocery stores, and the vibrant energy of nearby Hyde Park. Whether you're expanding your portfolio or seeking a turnkey investment with strong rental potential, this is a rare opportunity to own a high-performing asset in a thriving community. Additional offering: 6500-6508 S. Ingleside Ave. is also available, consisting of four (4) luxury, new construction 3-unit buildings featuring spacious 3 bed / 2 bath layouts with condo-quality finishes throughout. The properties may be purchased individually or as a portfolio package of two, three, or all four buildings-presenting a unique opportunity to scale in one of Chicago's most promising submarkets. Contact me today to schedule your private showing!

6508 S Ingleside Avenue, Chicago

$369,000
6 Beds 2 Baths 12745023 MLS PENDING Status
Impressive, fully updated masonry 2-unit building! This spacious property offers two large units, each featuring 3 bedrooms, 1 bathroom, and approximately 9-foot ceilings, providing a bright and open feel throughout. Both units have been extensively remodeled with updated kitchens featuring 42-inch cabinetry, quartz countertops, and stainless steel appliances, along with beautifully updated bathrooms. Major improvements include all-new windows and doors, updated electrical and plumbing, new furnaces and central A/C units, a new rear porch, newly installed parking pad, and exterior masonry tuckpointing. The building also features a full, unfinished basement with approximately 7-foot ceiling height,laundry area providing excellent additional space and future potential. The generous floor plans make this property an excellent opportunity for an owner-occupant looking to live in one unit while generating income from the other, or for an investor seeking two spacious, move-in-ready rental units. Conveniently situated near Palmer Park, offering walking paths, athletic fields, and green space, with access to nearby transportation and the Pullman National Historical Park area. This property is ready to impress-whether you're looking for a place to call home with additional rental income or a strong addition to your investment portfolio.

11440 S Forest Avenue, Chicago

$1,700,000
6 Beds 7 Baths 12747656 MLS ACTIVE Status
WELCOME TO THE RASCHER MANSION. Situated in the highly sought-after northwest corner of Lincoln Square in Budlong Woods, this home is the epitome of chic urban living-a captivating destination for those in search of a true standout residence. Set on an expansive 120' x 125' lot (no alley gives home added 10' in depth) and offering approximately 12,000 sq ft of luxurious living space, the mansion effortlessly blends grandeur, comfort, and sophisticated design. As you enter, you're greeted by two distinct living areas. One features soaring 18-foot ceilings, a European-crafted floor-to-ceiling fireplace mantle, and a custom wet bar-creating a dramatic gathering space. Adjacent, large south-facing windows flood the second living room with natural light and frame sweeping views of the backyard, with effortless access to a deck that leads to an inviting in-ground pool, a multi-use court, and a full side yard. The heart of the home is a chef's dream: a vast, open kitchen flows seamlessly into the dining area, anchored by an oversized island with seating for ten, abundant cabinetry, premium appliances, and a dedicated beverage center. Just off the main floor is a sophisticated home office complete with a cozy sitting area and a full bath-designed for both productivity and privacy. Graceful staircases ascend to the second level-and descend to the lower level-creating a sense of connection across all floors. On the upper level, six spacious bedrooms are arranged around four full bathrooms, three of which are en suite. The lavish primary suite is a private retreat unto itself, featuring a sitting room, a private office, a stately bedroom, a marble-clad bath, its own balcony, and a dedicated laundry area. A secondary laundry hook-up in one of the bedrooms adds exceptional convenience.The lower level is built for entertainment and recreation. Here, you'll find a full theater room, a fitness center complete with a third laundry hook-up, and an expansive family room-ideal for leisure, exercise, or hosting events. Stepping outside, the fun continues. Beyond the deck lies a below-ground pool with a hot tub nestled into the landscape. The adjacent multi-sport court accommodates basketball, tennis, pickleball-or even a child's tricycle-while a generously sized playset invites endless imaginative play. A four-car garage, beautiful pavers, and thoughtful landscaping complete the outdoor tableau. Beyond the property's gates, the neighborhood charms persist. Just steps away are the serene walking trails of Legion Park-affectionately dubbed "Bicycle Paradise"-the scenic riverwalk, lush parks, and a vibrant Nature Center. Lincoln Square's best restaurants and Andersonville's boutiques are minutes away, offering cultural depth without the hustle of congestion. This is more than simply a home-it's a rare urban refuge where luxury, leisure, and lifestyle converge. Welcome to your own private oasis in the city.

2851 W Rascher Avenue, Chicago

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

6638 S Woodlawn Avenue, Chicago



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