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$1,200,000
6 Beds 4 Baths 12641825 MLS CONTINGENT Status
Welcome to the William H. Preston House, a 1908 architectural treasure designated as a historical landmark by The Historical Society of Oak Park and River Forest, and lovingly updated for modern living. Located in the heart of downtown Oak Park-just steps from the L train, the farmers' market, the recreation center, and some of the area's best schools-this home blends timeless craftsmanship with 21st-century amenities. This estate-sized residence reflects Craftsman/early-Prairie influence, with a broad front porch perfect for morning coffee or evening entertaining. A rich Farrow & Ball exterior palette carries inside, where the entry hall showcases original millwork, a carved staircase, and leaded glass windows that cast shimmering light across hardwood floors. The bright living room features oak bookcases, millwork accents, and a bank of leaded-glass windows. Beyond its period elegance, it doubles as a 7.1 channel home theater with audiophile-grade speakers integrated into the coffered ceiling, hidden AV rack, and multi-zone audio extending across all three levels and into the backyard. The dining room is ideal for entertaining, encircled by oak moldings and anchored by a magnificent built-in sideboard with leaded-glass doors. A salvaged Craftsman light fixture and adjacent butler's nook with oak bar add character. Off the kitchen, a sun-filled multipurpose room offers backyard views and flexible use as family room, breakfast nook, or playroom. The updated kitchen balances historic and modern, with original glass-front cabinetry, updated counters, and marble tile backsplash. A half bath with period fixtures completes the main level. Upstairs, the quartersawn oak staircase leads to four generous bedrooms, a bonus room/office, and a remodeled full bath. Each bedroom has hardwood floors, high ceilings, large windows, and ample closets. The bath blends vintage style with modern upgrades: marble basketweave floor, subway wainscot, double pedestal sinks, and exposed thermostatic shower. A rear multipurpose room with wall-to-wall windows is ideal as an office or artist's studio. The third floor is a fully renovated retreat with primary suite, office (or sixth bedroom), laundry, hardwood floors, and custom Amish cabinetry. The primary bedroom features treetop views and built-in cabinetry. Dual walk-in closets with custom storage lead to a spa bath with clawfoot tub, frameless glass shower, rain-head, and stone-topped double vanity. Matching cabinetry continues into the office, offering both function and beauty. Hidden knee-wall storage adds practicality. The basement includes a laundry room with chute, workshop/storage, gym, bathroom, and a family room with a second home theater setup. A walkout provides direct access to the outdoor kitchen, creating seamless indoor-outdoor entertaining. Modern updates include multi-zone heating and cooling, new plumbing, updated electrical panels, spray-foam insulation, and a new roof and gutters (2024). Outdoors, the professionally landscaped backyard is a private oasis with mature trees, multiple gathering spaces, and a bespoke outdoor kitchen featuring a built-in sink with hot/cold water, refrigerator, three-tap kegerator, and natural-gas grill with side burner. The William H. Preston House is a rare Oak Park offering: a historic landmark with unmatched character, expanded by thoughtful renovations and every modern convenience.

229 S Ridgeland Avenue, Oak Park

$405,000
6 Beds 2 Baths 12637140 MLS PRICE CHANGE Status
Welcome to one of Chicago's most distinctive homes, where timeless Victorian architecture, modern updates, and picturesque lagoon views come together to create an unforgettable place to call home. Situated directly across from Auburn Park Lagoon, this beautifully renovated 6 bedroom, 1.5 bathroom residence offers a rare opportunity to own a historic home filled with character and craftsmanship. From the iconic turret and expansive wrap around porch to the original woodwork, decorative fireplaces, and grand staircase, every space reflects the charm and elegance that make Victorian homes so special. Inside, spacious living and dining areas are filled with natural light and provide an inviting setting for both everyday living and entertaining. The updated kitchen blends style and functionality, while the renovated bathrooms and major mechanical improvements offer peace of mind for years to come. Recent updates include a new roof, new windows, two new furnaces, and two new central air conditioning units. With six generously sized bedrooms across three levels, the flexible floor plan easily accommodates a growing family, multigenerational living, home offices, guest rooms, or creative spaces. The unfinished basement provides endless possibilities for future expansion, recreation, or additional storage. Enjoy peaceful mornings on the wrap around porch overlooking the lagoon, evening strolls through nearby parks, and convenient access to public transportation, shopping, dining, and downtown Chicago. Homes like this rarely become available. Rich in history, thoughtfully updated, and unlike anything else on the market, this is more than a home. It is an opportunity to own one of Chicago's architectural treasures. Schedule your private showing today and experience everything this remarkable Victorian has to offer.

435 W Winneconna Parkway, Chicago

$2,569,900
6 Beds 6 Baths 12637769 MLS ACTIVE Status
The time is NOW to jump on this "southern charm" architectural beauty on exclusive Woodley Road. Beautifully appointed on a magnificent 1.5 acre lush lot with rolling greens, this estate is in prime position to be elevated to the next level of luxury. With over 8500 square feet of classic tasteful space over three floors of living, this house could never be duplicated close for the list price as the land value alone is worth at least $2 million dollars. Step inside to a grand foyer entrance where timeless black and white checkered marble floors meet a dramatic double atrium staircase wrapped in elegant wrought iron setting the tone for the architectural beauty that unfolds throughout. Gracious comfort exudes throughout this 13 room estate with that desirable southern exposure that allows natural sunlight to flood through the endless windows outlining the incredible backyard. Step down to a beautiful formal living room with a stone Parisian FP & custom French doors that open up to the cozy sunroom with picturesque windows overlooking the backyard. Finely appointed dining room with Visual Comfort light fixture layered with de Gournay wallpaper, antique marble fireplace and another set of French doors open out to the bluestone patio and deep backyard. Finely crafted white Chef's kitchen by O'Brien Harris with Villa Blanca marble, Clark & Barlow hardware, antique mirrored backslash and Holly Hunt pendents. Seamless transition to family rm ideal for cooking and entertaining at the same time. Command center mudroom, 2 powder rooms, and brand new laundry room also on this level. Two staircases lead the way up to large 2nd floor with intimate "Ralph Lauren" inspired den richly finished in restored paneled chestnut walls & handsome built-ins w/ dark marble FP. Large primary suite with room for even more expansion over porch is completed with Ann Sacks white bath and gracious marble FP with custom built-ins accented by a built-in window bench. 3 additional bedrooms with one being a large family bedroom w/ en-suite bath. The other 2 beds share pretty all white redone bathroom. Up to the oversized fully finished 3rd floor with 2nd family room and 2 beds ideal for in-law quarters or nanny. Lower level with mechanicals and ample storage space. The vibe of this home is effortlessly inviting-warm, layered, and livable across all 3 finished levels, seamlessly blending indoor & outdoor living. And with ample space to add a pool, the vision of true Southern comfort could be fully realized, elevating this already timeless retreat into a personal resort unlike any other.

62 Woodley Road, Winnetka

$1,595,000
6 Beds 9 Baths 12617693 MLS ACTIVE Status
Gorgeous custom home in the highly sought-after Preserve at Long Grove, offering exceptional luxury, space, and craftsmanship throughout! This impressive residence features 6 bedrooms, 7 full baths, and 2 half baths, designed for both elegant living and everyday comfort. The gourmet kitchen is a chef's dream, complete with GE Profile double ovens, Viking 6-burner cooktop, JennAir hood, granite countertops, planning desk, and a butler's pantry. Perfect for entertaining. A spacious formal dining room with tray ceiling provides the ideal setting for gatherings, while the separate living room and private main-level office with custom built-ins add flexibility. The family room showcases hardwood flooring, a cozy gas log fireplace, and additional custom built-ins. The main-level primary suite is a true retreat, featuring hardwood flooring, its own fireplace, and a spa-like bath with jetted tub, separate shower, double vanity, and two oversized closets. The second level offers five additional large bedrooms (including a second primary suite or in-law suite), all with hardwood floors and private en-suite baths, providing comfort and privacy for everyone. The finished basement is an entertainer's dream, complete with a home theater, second kitchen, full bath, exercise room and abundant storage space. Additional features include: 4 fireplaces, beautiful built-ins, 2 sets of washer/dryers, mud room, laundry, lawn sprinklers, Generac generator and so much more! Situated on a beautiful, private lot, this home also offers access to neighborhood amenities including a tennis/pickleball court, as well as a newly updated playground. Truly an exceptional home in a premier community! Top rated D96 and Stevenson High School!

4806 Preserve Parkway, Long Grove

$715,000
7 Beds 7 Baths 12629821 MLS ACTIVE Status
PASSED ALL CITY INSPECTIONS! COME AND APPLY FINANCING LIVE IN ONE AND RENT OTHER TWO UNITS. FHA CONVENTIONAL APPROVED BUILDING! Recently completed updates and a complete transformation make this turn-key 3-unit building feel almost brand new and completely move-in ready. Major improvements include a brand-new electrical system (2026), first floor furnace and A/C (2024), all new copper plumbing throughout all three units (2025), new heating pipes (2025), new decks for the first and second floor units, and a new thermostat on the second floor. The building has also been freshly painted throughout, including the decks, and all units feature new fire-rated front doors. New electrical smoke and carbon monoxide detectors were installed in 2025, offering added safety and peace of mind. This building offers great rental income potential and flexibility for both investors and owner-occupants.7 Bedrooms, 7 baths. The owner's duplex is a standout, featuring 3 bedrooms, 3 bathrooms, and over 2,400 square feet across two spacious levels with two separate entrances. The second and third floor units each offer oversized 2 bed / 2 bath layouts with more than 1,200 square feet of living space, giving tenants the comfort and feel of newer construction. The finished English basement with 7-foot ceilings adds versatile extra living space, ideal for an in-law arrangement, recreation area, or extended living setup. Building comes with 3 parking spaces. Located just minutes from Midway International Airport and within walking distance to the CTA Orange Line, this property offers the perfect combination of modern updates, spacious layouts, and commuter-friendly convenience.

5318 S Kenneth Avenue, Chicago

$8,495,000
6 Beds 9 Baths 12638746 MLS ACTIVE Status
Welcome to the Minkler Estate - a property unlike any other in Chicagoland. Surrounded by beautiful wildflowers, dense woods, and secluded prairie, this extraordinary 36-acre countryside haven offers the perfect blend of privacy, sophistication, and natural beauty. At the heart of the estate lies a stately 12,000+ sq ft English manor, meticulously renovated from the ground up to combine modern elegance with rustic charm. From barn wood ceilings to stone fireplaces, every detail exudes warmth and character. The chef's kitchen dazzles with marble countertops and high-end appliances, while the primary suite features a private balcony with sweeping views and a spa-inspired bath. Designed for grand living and entertaining, the home also boasts a great room, media room, billiards room, wine cellar, golf simulator, and home theater. With six bedrooms, seven full baths, and two half baths, the residence is as functional as it is breathtaking. Unmatched Outdoor Lifestyle The grounds are a dream come true. A dazzling infinity pool, ornate patio, and pool house create a resort-like retreat, while a sport court accommodates both pickleball and basketball. Equestrian enthusiasts will appreciate the horse barn with six stables, paired with an attached garage that fits up to 20 vehicles or off-road toys. A separate, charming historic barn offers a unique venue for weddings, graduations, and celebrations. Outdoors, you'll also find a private shooting range, a chipping golf range, and a scenic 3-acre pond, ideal for fishing or cruising with an electric boat. Guest & Staff Accommodations In addition to the main manor, the estate includes a newer 2,000 sq ft detached home, perfect for extended family, guests, or a house manager. The attached main garage comfortably houses at least eight vehicles-with room for lifts and more. The Minkler Estate is more than a home-it's a lifestyle. From private retreats and equestrian living to lavish entertaining and unforgettable events, this rare offering provides opportunities that simply cannot be found elsewhere in Chicagoland. Welcome to the Minkler Estate, there is nothing like it in Illinois.

5021 Minkler Road, Yorkville

$1,275,000
6 Beds 4 Baths 12625335 MLS ACTIVE Status
Welcome Home! Architectural Elegance & Classic Charm Blend with Modern Living on this Expansive & Rare Double Lot in Downtown Naperville. You'll FALL IN LOVE with this Amazing Home that features 6 Bedrooms, 4 Full Bathrooms, Garage Parking for 4 Cars & Countless Details around every corner. You'll Marvel at the Professionally Landscaped & Award-Winning Lot as you make your way to the front door that is accessed off your Covered Open Breezeway with Slate Floors. Once inside Gorgeous Original Hardwood Flooring in your Expansive Foyer Greet you. You'll Immediately feel the Charm of this Home as you pass through the Wrought Iron Gates & Arched Divides into the Living Room with Soaring 18-Foot Floating Columned Ceiling & Stone Surround Fireplace Accented by Glass Tile. Formal Dining with Built-Ins lead you to the updated Kitchen with more custom Built-Ins, Large Expansive Eat-In Island, Granite C-Tops, 42" Dark Maple Cabinetry with Crown Molding, Recessed Lighting, Travertine Tile Backsplash, High End Appliances & a Private 3-Season Porch Accessed off of the Kitchen giving you a Tranquil Place for that Cup of Coffee or to Escape to your Beautiful Yard. Back inside the Main Level also Features a Private Office & Spacious Bedroom Suite with a Tray Ceiling, WIC, Full Modern Updated Bath & Balcony Overlooking the Rear Lot. Heading Up-Stairs pay close attention to the Gorgeous Original Banisters as you make your way to the Private Master Suite. The Master Suite Includes Recessed Lights, Two Velux Skylights with Built-In Blinds, WIC with a Hidden Door Leading to a Massive & Open Attic, Master En-Suite Bath with a Soaring Ceiling, Dual Vanities, Heated Tile Flooring, Jacuzzi Tub & Tile Surround Roman Shower. You have your own Sitting Area & access to your Large Trex Deck/Balcony to Enjoy Scenic Views of your Lot & Naperville, this may become your Favorite Place to Unwind! You'll LOVE the Woodwork, Doors, Arched Divides & Charm that Never Ends as you make your way around this One-of-a-Kind Home... Now making your way to the Walk-Out Lower Level you will Feel the Modern Tone with White Trim Package, Expanded Base Boards, Crown Molding, Brazilian Cherry Wood Flooring, Newer Windows, Cozy Reading/Relaxation Nook & 4 Additional Bedrooms (One Alternatively can also serve as a Library). 2 Bathrooms are Fully Updated & Spacious Family Room with Recessed Lights & Exterior Access Door. The Laundry Room is MASSIVE with Built-In Cabinetry, Additional Refrigerator, Slop Sink & More. Also on the Lower Level is another Super Cool & Quaint Office with an Exterior Access Door Leading to one of Your Four Patios. Now for the Lot, WOW, it's Beautifully Landscaped with in-ground irrigation, Multiple Patios, Newer Spiral Staircase from the 3 Season Room off the Kitchen Leading you to Two-Tiered Patio with Custom Tile, Wrought Iron Railings, Scenic & Peaceful this Double Lot is in a Class of its Own! The Detached 3-Car Garage with Rear Access Door set next to another Beautiful Patio in a Park-Like Setting Surrounded by Stunning Stone Ledges that Match the Stone Surround of the Lot Giving this one-of-a-kind home a feel of the European Countryside. Award-Winning Schools, Walking Distance to the Train and all Downtown Naperville has to offer. Make your Appointment TODAY to see this Magnificent Property!

104 N Julian Street, Naperville

$1,599,000
6 Beds 6 Baths 12637159 MLS ACTIVE Status
A RARE OFFERING LUXURY LIVING AT ITS FINEST IN THIS CUSTOM-BUILT MASTERPIECE ON A LARGE FENCED IN LOT! THIS SPECTACULAR 7 BEDROOM, 6 BATHROOM STONE 2-STORY CONTEMPORARY HOME IN THE SOUGHT-AFTER TERRACE LAKES IS LIKE NOTHING YOU HAVE SEEN BEFORE. CRAFTED WITH METICULOUS ATTENTION TO DETAIL THIS ALMOST 6,000 SQ FT LIVING SPACE, PLUS AN ADDITIONAL 1,400 SQ FT FINISHED BASEMENT RESIDENCE EXUDES TIMELESS ELEGANCE AND SOPHISTICATION. THERE IS ROOM FOR EVERYONE. FROM THE MOMENT YOU ENTER, YOU'LL APPRECIATE THE GRAND 2-STORY FOYER WITH THE STUNNING SPIRAL STARCASE. THE SEAMLESS FLOW OF THE OPEN, LIGHT FILLED FLOOR PLAN DESIGNED FOR TODAY'S LIFESTYLE. LIVING ROOM LEADS TO FULLY APPOINTED CHEF'S KITCHEN WITH QUALITY CUSTOM CABINETRY, OVERSIZED ISLAND, HIGH-END APPLIANCES (THERMADOR), QUARTZ COUNTERTOP, PANTRY CLOSET, OPENS TO DINING ROOM AND FAMILY ROOM WITH FIREPLACE, WALLS OF WINDOWS AND SLIDERS TO GIANT BRICK PAVER PATIO PERFECT FOR RELAXATION OR HOSTING GATHERING, OVERLOOKING RESORT-LIKE PRIVATE AND MASSIVE BACKYARD WITH HEATED IN-GROUND SALTWATER POOL, EQUIPPED WITH REMOTE OPERATED COVER, WHIRPOOL AND PERGOLA. LUXURIOUS PRIMARY SUITE WITH EXTERIOR ACCESS. GORGEOUS FULL BATH WITH OVERSIZED DUAL SINK VANITY AND WIC. FIRST FLOOR ALSO INCLUDES GENEROUS SIZE BEDROOM CURRENTLY USED AS OFFICE AND A FULL ADJACENT BATH. A CONVENIENT MUD ROOM OFF THE GARAGE EQUIPPED WITH HEATED FLOOR, BUILT-INS, PERFECT FOR STORING COATS AND BACKPACKS, WIC AND WASHER/DRYER COMPLETES THE FIRST FLOOR. SECOND FLOOR OFFERS FOUR SPACIOUS BEDROOMS (TWO OF THEM HAVE JACK-AND-JILL BATH), ALL HAVE WALK-IN CLOSETS, THREE FULL BATHS, SITTING ROOM AND SECOND LAUNDRY ROOM COMPLETE THE SECOND FLOOR. THE FINISHED BASEMENT INCLUDES: GIANT RECREACTION ROOM, FULL BATH, EXTRA LONG WET BAR AND ADDITIONAL BEDROOM. HOME FEATURES: 10-FOOT CEILINGS T/O, HARDWOOD FLOORS T/O, CROWN MOLDINGS, COVE LIGHTING, TRAY CEILINGS, TECH ENTHUSIASTS WILL APPRECIATE THE SMART HOME SYSTEM W/ INTEGRATED LIGHTING & WHOLE-HOUSE ADVANCED AUDIO CONTROLS (SONOS), UNIQUE DESIGNER FINISHES, FRONT AND BACK SPRINKLER SYSTEM, BEAUTIFUL PROFESSIONALLY LANDSCAPED GROUND PROVIDING A PRIVATE AND PEACEFUL OUTDOOR ESCAPE. COMPLETING THIS EXCEPTIONAL PROPERTY IS A DEEP 3-CAR GARAGE W/STORAGE ABOVE AND EXTRA-WIDE BRICK DRIVEWAY. DON'T MISS THIS EXCEPTIONALLY SPACIOUS HOME WITH PERFECTLY DESIGNED FLOOR PLAN AND AMPLE SPACE FOR BOTH RELAXATION AND ENTERTAINING! THIS PROPERTY IS A DREAM COME TRUE CONVENIENTLY LOCATED NEAR PREMIER SHOPPING, DINING, PARKS, PUBLIC LIBRARY, AND TOP-RATED HUNTLEY SCHOOLS. THE OWNERS SPARED NO EXPENSE WHEN BUILDING THIS HOME. LOW RE TAXES AND NO HOA!

3761 Wintergreen Terrace, Algonquin

$2,250,000
6 Beds 6 Baths 12611395 MLS ACTIVE Status
Spectacular private, custom-built retreat offering over 8,000 sq. ft. of impeccably finished living space, set on a breathtaking 4.9-acre wooded lot! From the moment you arrive at the stately gated entrance, you'll be captivated by beautifully maintained professional landscaping, charming covered front porches, and a tranquil koi pond with waterfall. An exceptional array of high-end amenities awaits both inside and out, including a luxurious first-floor primary suite, an oversized heated 5+ car garage, a finished workshop with two heated and air-conditioned spaces, and resort-style outdoor living centered around an in-ground pool and built-in spa. This elegant estate showcases exceptional craftsmanship and thoughtful design, featuring extensive millwork like crown molding and wainscoting, coffered, beamed, and vaulted ceilings, custom built-ins, and high-end windows throughout. The foyer flows seamlessly into an expansive two-story timber-framed family room, where a dramatic wall of floor-to-ceiling windows frames the space and fills it with natural light. A striking wood-burning fireplace with natural stone surround, wide-plank hickory flooring, and vaulted beamed ceilings complete this impressive yet inviting gathering space. The custom gourmet kitchen is a showstopper, equipped with top-of-the-line appliances, including a dual Wolf range with heavy-duty griddle and brick surround, granite countertops, two large islands with seating, ample custom cabinetry, and a walk-in pantry. The adjacent breakfast area and cozy hearth room with a brick fireplace provide direct access to a stone patio and screened-in sunroom, creating seamless indoor-outdoor living. The first-floor primary suite is a true sanctuary, featuring a separate sitting room, a generous walk-in closet, and private access to a covered stone patio with an in-ground hot tub. The spa-like en-suite bath offers a walk-through shower, soaking tub, dual vanities, and a fully equipped fitness suite. The main level is further enhanced by a formal dining room with tray ceiling, a private office with rich wood-paneled walls, coffered ceiling, and built-ins, a full bath, an elegant powder room, a large mudroom with custom lockers, and an oversized laundry room with ample cabinetry. A grand staircase leads upstairs to a vaulted loft and a circular library lined with built-in bookcases. The second level also features a spacious bedroom with a private balcony, a walk-in closet, and a semi-ensuite bath, along with an additional ensuite bedroom and versatile third and fourth bedrooms. The finished walkout lower level is designed for effortless entertaining, featuring a full wet bar with granite counters and seating, a large game room, a wood finished theater room with tiered recliner seating, a fifth bedroom, a full bath, and a generous family room that opens directly to a covered stone patio with an outdoor fireplace. Surrounded by open green space and mature trees for ultimate privacy, the outdoor setting is truly exceptional. Enjoy the in-ground pool, multiple patios and porches, and a full outdoor kitchen with granite counters and stainless steel appliances. Behind the home, wooded walking paths lead to an incredible outdoor play area featuring a large custom wood-framed treehouse complete with electricity, an elevated wraparound porch, circular slide, fireman's pole, tree-to-tree bridge, and sleeping space for up to nine, a true retreat and dream come true for any child. An additional 5 acres are also available, featuring an elevated, modern enclosed tree stand for deer hunting. The property backs up to more than 100 acres of lush forest and wetlands frequented by abundant wildlife. This elegant residence offers 6 bedrooms and 5.5 baths, with an exceptional blend of indoor and outdoor living spaces across 4.9 private acres. A rare opportunity to enjoy high-end luxury living in a secluded, serene, and private setting, this one-of-a-kind estate truly must be seen to be believed.

14N306 Highland Avenue, Elgin

$365,000
6 Beds 2 Baths 12633362 MLS CONTINGENT Status
Feel free to send your clients! recently renovated fully vacant, historic greystone 2-unit in the HOT Woodlawn neighborhood! 8 minutes from the Presidential Obama Center which opens in June of this year. This classic Chicago beauty is perfect for an owner-occupant "house hacker" or a savvy investor looking for strong rental potential in a rapidly appreciating area. Both floors offer a freshly updated 3 bedroom / 1 bath layout that's move-in ready or ready to rent from day one. You'll love the warm hardwood floors, modern kitchen with updated cabinetry and finishes, and a beautifully refreshed bathroom that gives the space a clean, contemporary feel. The spacious living and dining areas are ideal for entertaining, working from home, or simply spreading out. Each unit has separate gas and heat, with forced-air furnaces in each unit, allowing for individual utility control and helping keep owner expenses manageable. A tall, unfinished basement provides tons of storage now and great long-term potential-whether you envision additional living space, laundry, or other value-add possibilities (buyer to verify with the city). Outside, the property continues to impress: Fenced backyard - perfect for pets, gardening, or summer get-togethers Parking slab that fits two cars - off-street parking is a major plus in the city New rear back porch - added safety, usability, and curb appeal The location is unbeatable. This building is part of the chicago low-income housing trust fund program. This building sits in the heart of Woodlawn, one of Chicago's most exciting growth corridors, just minutes from: Lake Shore Drive and the lakefront The Obama Presidential Center/Library (8 min away and opens in June) The University of Chicago, U of C Hospital, and all the surrounding academic and employment hubs. Whether you plan to live on the first floor and let the second unit help cover your mortgage, or rent both units for strong long-term cash flow, this property checks all the boxes: updated condition, classic greystone charm, separate utilities, parking, and a prime location in a neighborhood with major ongoing investment. Come see why so many buyers and investors are choosing Woodlawn-this greystone is a standout opportunity!

6624 S Rhodes Avenue, Chicago

$400,000
9 Beds 5 Baths 12631165 MLS PENDING Status
If you know you KNOW, Auburn Gresham is EVOLVING! Owner-Occupant or Investor Opportunity | 4 Unit + 1 more income producing basement unit that has two entrances! Solid brick 4 flat building featuring 9 bedrooms and 5 bathrooms, offering exceptional flexibility and income opportunity. Property is currently tenant-occupied; however, the 1st-floor unit will be delivered vacant at closing, creating the perfect setup for an owner-occupant looking to live in the property while generating rental income. Each unit offers spacious layouts, great natural light, and classic character throughout. The property supports multiple living configurations and strong rental potential. The basement with dual entrances provides additional versatility for extended living space or potential unit expansion! This property has been well-maintained, with recent cleaning and servicing of utilities for peace of mind. The roof is approximately 10 years old, and the property has been appraised at the current list price, reinforcing its market value. Located near public transportation, schools, parks, and neighborhood amenities-making it attractive for both tenants and long-term investment. Sold As-Is, subject to probate proceeding... A rare opportunity to secure a multi-unit with size, flexibility, and income potential-bring your strategy and make it work for you. Please note- not all apartments shown at time of publishing

8305 S Throop Street, Chicago

$430,000
8 Beds 2 Baths 12630094 MLS ACTIVE Status
Welcome to the perfect blend of comfort, space, and income potential. This outstanding multiunit property is ideal for anyone looking to live in one unit while generating reliable rental income from the other - a smart investment that supports your lifestyle from day one. Both units feature recent updates, including newly renovated bathrooms and refreshed flooring that add a clean, modern feel throughout the home. These improvements ensure low maintenance for years to come and make the property even more attractive to future tenants. Step into the main living unit and enjoy a largerthanexpected living area, offering the space your family needs to relax, gather, and grow. The layout provides a warm, open atmosphere that feels inviting the moment you walk in. Whether you're hosting family dinners, unwinding after a long day, or creating a cozy movienight setup, this home gives you room to live comfortably. The second unit provides excellent rental potential, helping offset your mortgage or build longterm income. With its own updated features and private living space, it's ready for tenants seeking a clean, wellmaintained home in a desirable location. This property truly checks all the boxes - updated interiors, generous living space, and builtin income opportunity. Whether you're an investor, a firsttime buyer looking to reduce monthly costs, or someone seeking a home that works for you, this is the one you've been waiting for.

5234 S Carpenter Street, Chicago

$21,000,000
6 Beds 6 Baths 12628484 MLS ACTIVE Status
Presenting an unparalleled opportunity to acquire one of Chicago's most distinguished estates - an historic residence offering over 25,000 square feet of total living space, set on nearly one-third of an acre along the Gold Coast's prestigious Astor Street. This is an exceptionally wide and long lot like no other. Originally designed by acclaimed architect Howard Van Doren Shaw for the Goodman Family, this extraordinary property is being offered for the first time in 40 years. A true masterpiece, this estate stands as a defining example of neo-classical and Georgian Revival design and spans an impressive 80 feet across and embodying Chicago's rich architectural heritage. At the center of the estate lies an exceptional private courtyard meticulously landscaped with formal gardens and fountains. This serene outdoor space evokes the tranquility of the Italian countryside, creating a private sanctuary within one of the city's most vibrant neighborhoods. Originally a single-family home, now an owner's home plus high end leased residences, is easily reverted back to a single-family home with a garage. The main residence encompasses more than 10,000 square feet of elegantly renovated interiors, combining timeless sophistication with modern luxury. Every detail reflects impeccable craftsmanship - from the soaring 13-foot ceilings and Venetian plaster walls to the intricate millwork, oak hardwood floors, and original marble fireplaces. A grand curved staircase welcomes you upon entry, setting the tone for the refined living spaces beyond. The home offers five en-suite bedrooms, each with its own unique design and character. The primary suite provides sweeping lake views and a luxurious spa-inspired bath finished with exquisite Italian marble. Complementing the main residence are six distinctive units that are currently leased -each offering individual charm and contributing significant income potential. In total, the estate comprises 45 rooms, 16 bedrooms, 17 baths, and 18 fireplaces, offering endless possibilities - from an expanded private residence to a magnificent multi-generational estate. Additional features include two parking spaces located directly behind the property, with the option of converting the existing coach house into a garage for further parking accommodations. Ideally positioned just steps from Michigan Avenue, the lakefront, parks, fine dining, luxury boutiques, and cultural attractions, this remarkable estate represents a rare opportunity to own a truly iconic piece of Chicago's history and architectural legacy.

1355 N Astor Street, Chicago

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6+ Bedroom West Loop Real Estate

Our website features the best real estate search for 6+ bedroom properties available in West Loop and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!