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CHICAGO GREYSTONES

and beautiful historic Chicago homes

Chicago Greystones for Sale

The
Historic
Significance

Your home tells a story that will be heard for generations. Work with a real estate broker that understands the nuances and culutral significance that your property brings to the table.

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Every little detail matters. Whether you’re acquiring or selling, you’ll be meticulously guided through every step of the transaction and beyond.

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UNRIVALED SERVICE

Every little detail matters. Whether you’re acquiring or selling, you’ll be meticulously guided through every step of the transaction and beyond.

learn more

Chicago Greystone Homes for Sale

currently on the market and recently sold

Enter into timeless elegance with this beautifully renovated 3-story Greystone located in the heart of Woodlawn, one of Chicago's most vibrant and rapidly developing neighborhoods. This spacious home features 4 bedrooms, plus an additional bedroom in the fully finished basement-perfect for guests, extended family or a private home office. The main level boasts an open-concept living and dining area, soaring ceilings, and refinished hardwood floors throughout. It is conveniently located near the Obama Presidential Center, University of Chicago, parks, public transit and the lakefront. Don't miss this one-of-a-kind Woodlawn gem! $539,900 Active

6442 S INGLESIDE Avenue Chicago, Illinois

4 Beds 4 Baths 2,646 SqFt

Perfectly situated in a discreet upscale enclave east of Sheridan road. Beautifully tucked away is where you'll find this gorgeous estate on a professionally landscaped .659 acre. With exceptional quality, elegance and design throughout there are many updates that have been done over the last 3 years. Upon entering the foyer you'll see 12-14 ceilings and gorgeous marble floors. New Kitchen with state of the art appliances, an expansive island, a true Chef's dream with butler's pantry, Stainless steel Subzero appliances, Cristallo Quartzite counters, double sinks, an espresso bar, fireplace and lots of space for eat in kitchen. Brand new theater that rivals any that you've ever been to, gym, game room, a wine room that holds roughly 1000 bottles, completely renovated 3.5 car garage with custom dog grooming station, as well as a one year new outdoor kitchen made for entertaining with state of the art grill and pizza oven with custom limestone fireplace. The lower level has been designed to accommodate one's treasured art collection with special lighting to showcase your personal collection, plus 5th bedroom and bath. Master suite is enormous for his and hers spaces, fireplace & sitting area, a massive closet and dressing area with island, double sinks, steam shower, Jet tub and heated floors: a perfect oasis. All bedrooms are ensuite and quite large with generous closet space. Gorgeous outdoor areas can be found around the entire exterior of home on first and second floors, including a 2nd floor deck overlooking the beautifully landscaped yard offering spectacular views, with fireplace and plenty of room for couches and seating to enjoy those warmer summer evenings. Additional features include an elevator, heated flooring throughout, Control 4 security system, 8 fireplaces in total, a stunning warm and inviting library with sliding ladder, perfect to cozy up in and read that book you've had on your list. The magnificent staircase with custom iron railing leading up to 2nd floor with skylight above showcases the sophistication throughout that can be found within this very special home. This stunning property is not only high tech in many ways, it also caters to family living with so many new design features that allow for children and adults to have fun without ever leaving. A true statement property. $4,250,000 Active

977 Sheridan Road Winnetka, Illinois

4 Beds 7 Baths 8,294 SqFt 0.659 Acres

Experience the perfect blend of historic Chicago architecture and modern, eco-conscious design in this fully renovated 4-bedroom, 3.5-bathroom Greystone, just minutes from the University of Chicago, Hyde Park, and the future Obama Presidential Center. This home offers the rare opportunity to secure your dream property before completion and customize select finishes. The open-concept main level features reclaimed hardwood flooring, soaring ceilings, and abundant natural light. The chef's kitchen will boast high-end appliances, sleek cabinetry, and an expansive island - perfect for entertaining. Upstairs, the primary suite is a serene retreat with a spacious walk-in closet and a majestic master bath with whirlpool tub. Two additional bedrooms share a stylish full bath, while the fourth bedroom - located on the basement level - offers privacy for guests or a home office. The fully finished basement includes a family/recreation area, exposed brick accent wall, and a designer half bath. Designed with sustainability in mind, this home is fully electric, using repurposed materials including a gabion wall from reclaimed concrete and refinished brick. Outside, enjoy a private backyard oasis and secure two-car parking. Situated in the heart of Woodlawn's revitalization, you'll be steps from scenic parks, cultural landmarks, and easy transit to downtown Chicago. With luxury finishes, green building practices, and unmatched location, this home is the perfect combination of beauty, comfort, and investment potential. Offered at $703,000 - lock in now for the chance to personalize your finishes before the grand reveal! $703,000 Active

6817 S Champlain Avenue Chicago, Illinois

3 Beds 4 Baths 6,000 SqFt

This stunning custom-built 5 bedroom/ 4.1 bath mansion with a plethora of natural light and expansive outdoor space on prestigious King Dr. An absolutely spectacular masterpiece that is located in the iconic Bronzeville neighborhood, steps away from University of Chicago, IIT and DuSable Museum. Expansive main living space with dining area with tray molding and uplighting leads to butler's pantry. A beyond exceptional modern designed kitchen that is appointed with upgraded custom 63 inch cabinetry, under cabinet lighting, quartz countertop, 10-foot island with waterfall island and loaded with Thermador appliances. Family room has oversize windows, a stately fireplace, coffered ceiling leads to a rear mudroom that walks out to a large patio with direct access to a 2 car garage with EV charging capability. Three (3) bedrooms on second floor including luxurious primary suite with large windows, balcony, two (2) walk-in closets, and spa like master bathroom with heated floors and dual sinks. Well appointed "Jack and Jill" bathroom connected to breath-taking 2-story loft area with 14' ceiling leads to the third floor recreational area. Top level equipped with full bathroom and recreational room with wet bard and sliding doors so you can get away from it all on this oversized rooftop deck with Trex prewired for sound with tree top/ city views. Large lower level with theater room including wet bar, 2 spacious bedrooms, full bathroom, laundry room and plenty of space for your storage needs. Additional features that owners upgraded from developer include hardwood floors, glass railing, designer selected lighting throughout, high end tile selection, upgraded closet systems, zoned heating/cooling, sump pump & ejector pump with drain tile system. ACCESS LOCATION: Proximity to highway 90 / 94 Kennedy Expressway & Lakeshore Drive, close to Green Line Train Station. METRA & CTA Bus Stop and less than 15 minute to downtown Chicago. SHOP AT: Mariano's, Whole Foods, Hyde Park Produce & Trader Joe's. ACCESS TO GREEN & NATURAL SPACES: Blocks from XS Tennis & Education Foundation, Washington Park w/ jogging trails, baseball field, tennis courts, & mature trees. Welcome to this magnificent home! $1,319,900 Active

4915 S Martin Luther King Drive Chicago, Illinois

5 Beds 5 Baths 5,080 SqFt 0.085 Acres

Welcome to this impeccably renovated historic brownstone, blending original architectural details with modern living. From the moment you arrive, you are greeted with a newly installed fence and front steps that enhance curb appeal. Step inside to discover gleaming hardwood floors, complemented by brand new windows that provide plentiful natural light. This residence features a renovated kitchen with updated cabinetry and appliances. The completely redone spa-like bathrooms, including heated floors, are equally impressive. While maintaining original charm offers a nod to the past, functional updates bring this property into the 21st century. Whether entertaining guests or enjoying a quiet night in, this brownstone offers both warmth and sophistication in one exceptionally preserved package. Close to Green Line and all the lively West Loop area has to offer. Property being sold "As-Is". $460,000 Active Under Contract

2662 W WASHINGTON Boulevard Chicago, Illinois

3 Beds 4 Baths 2,076 SqFt 0.036 Acres

One-of-a-Kind refined, renovated extraordinary extra-wide Greystone in the heart of Lincoln Park has been completely transformed into a timeless design statement, blending historic architecture with curated, jaw-dropping finishes that are all exceptional. Thoughtfully designed ideal Floorplan with 6 bedrooms, a dedicated office, a den, and 3.1 baths, this home is flooded with natural light from soaring ceilings and dramatic skylights throughout. Every detail has been meticulously curated with exquisite designer finishes, hand-selected by the homeowner to evoke a sense of refined sophistication and modern elegance. The overall vibe is effortlessly chic, with bold, custom wall coverings, statement lighting, and high-end upgrades throughout that elevate the home to an entirely new level. The heart of the home is the professionally designed kitchen, anchored by a statement La Cornue range, custom cabinetry, a hand-crafted walnut hood, thick marble countertops, and a striking built-in bar. The expansive great room flows seamlessly from the kitchen, perfect for effortless entertaining. Upstairs, 4 bedrooms plus a large den, gorgeous hall bath curated with marble refinements, and laundry create an ideal layout. The primary suite is a serene retreat with a king-sized layout, decorative fireplace, expansive walk-in closet, and a spa-inspired marble bathroom with freestanding tub, double vanity, and radiant European touches that evoke the elegance of a Parisian hotel. The lower level offers incredible flexibility with a mudroom and private entrance, two additional bedrooms, a large recreation room with custom dry bar, yoga/wellness room, and second laundry-ideal for guests, extended family, or an au pair. Outdoor living is equally elevated with full 2 car garage and staircase leading to a spacious Trex rooftop deck, plus a beautifully landscaped front stone patio for relaxing or entertaining. This home is truly one of a kind-flawlessly designed, impeccably finished, and located in one of Chicago's most sought-after neighborhoods. $2,875,000 Active

2478 N Orchard Street Chicago, Illinois

6 Beds 4 Baths 4,455 SqFt 0.072 Acres

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Steven Kowalski

Real Estate Broker

 

Selling or acquiring a greystone or any other historical home requires an agent with the tools and expertise to guide you through every step of the process. Whether you’re buying or selling, trust me to deliver results for you.

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