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CHICAGO GREYSTONES

and beautiful historic Chicago homes

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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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.

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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

Welcome to this beautifully converted and spacious two-story brick home featuring 5 bedrooms and 2.1 bathrooms, ideal for comfortable family living. The inviting living room showcases a classic brick fireplace, creating a warm and welcoming atmosphere. Enjoy entertaining in the formal dining room, or opt for casual meals in the separate breakfast/eating area. The kitchen is a chef's dream, equipped with custom cabinetry, granite countertops, and new appliances to be installed. Upstairs, you'll find the bright primary bedroom along with three generously sized bedrooms. The fully finished basement offers a massive rec/family room, an additional bedroom, a full bathroom, and a laundry room-providing ample space for guests, hobbies, or relaxation. Sitting on a large lot, this home is perfect for outdoor entertaining. Conveniently located near schools, parks, public transportation, and expressways-this is a must-see home that truly has it all!

$279,999 Active

7421 S Eggleston Avenue Chicago, Illinois

4 Beds 3 Baths 1,632 SqFt

Stunning, contemporary Greystone on quiet, tree-lined Cedar Street in Chicago's Gold Coast neighborhood. This home features gracious entertaining spaces, a living room with bay windows overlooking Cedar Street, a formal dining room, and a gourmet kitchen with a center island and breakfast bar. The primary suite features an ensuite marble bath with a jetted tub, separate shower, and two sinks. The remaining four bedrooms are graciously sized. The roof deck offers a private oasis in the middle of the city with views of the lake. 2-car attached garage. This home is ideally located 1/2 block from the lake and within walking distance to world class shopping, 5-star dining, entertainment, parks, and all Chicago has to offer.

$2,150,000 Active

69 E Cedar Street Chicago, Illinois

5 Beds 4 Baths 5,112 SqFt

Welcome to this stately 19th-century row-home perfectly located on a quiet, lush, block in highly-sought after East Lincoln Park - 2535 N. Burling. This turn-key home offers 3 levels of space plus a basement, 4 bedrooms (all upstairs!), 4.1 bathrooms, an attached 2-car garage, and 5 outdoor spaces, including a rooftop deck with views of the skyline, on a 24x125.5 lot. You can see the beauty of this home even before you enter, with cheerful flowers out front and millwork on double front doors, original to the home. From the moment you enter, you will take in the details: mosaic flooring in the foyer, original carved wood staircase, large windows, elegant moldings and millwork, charming built-ins, hardwood flooring, and a feeling of classic vintage charm you can only find in Chicago. The main floor features a double parlor with a decorative fireplace, an intricate mantle, and marble surround. You will also notice a spacious dining room that comfortably accommodates a 10-person table, powder room, kitchen, and family room. You are greeted with sunshine streaming from the large living room windows, overlooking the bright trees and architecture of Burling Street all day long. The white kitchen features elegant Brookhaven cabinets, granite countertops, and modern appliances including a new dishwasher (installed in 2025), a Viking stove, and a Whirlpool refrigerator. The space has an open layout that flows into the oversized family room with extensive built-ins and a gas fireplace with marble surround. Off the family room, you will find the first deck, perfect place for your grill, and the oversized, attached 2-car heated garage. Above the garage is the most stunning deck complete with a pergola, planters, and irrigation system. This is a very peaceful place to begin your mornings with coffee or end your evenings with your favorite beverage. The home's second level is complete with 3 bedrooms, 2 full bathrooms, and laundry. One bedroom can be transformed into a second primary suite as it features an en-suite bathroom with a double bowl vanity. The primary suite occupies the entire top floor, offering the utmost privacy. The primary bedroom is full of light from the 4 floor-to-ceiling French doors that lead to a private balcony. The primary bathroom has separate vanities, a large shower, separate tub, and a private commode. The true showstoppers are the closets. The first is a large closet located across from the bathroom. The second closet was once an office fitted with two desks, which the seller transformed into a dressing room with custom organization. This dressing room is complete with a wet-bar, access to a beautiful deck, French doors, and can easily be restored to its original function as an office or nursery if desired. The lower level, currently a recreation room and fitness room, can easily be an in-law arrangement. It is complete with a kitchen, additional laundry, and a full bathroom. The A-plus location puts you only minutes from some of the most sought-after public and private schools, shopping and dining, parks, museums, the Zoo, and lakefront, with easy access to public transportation. Moments from St Clement School, around the corner from Alcott School, easy access to DePaul College Prep and Francis Parker. Exclusions: all attached sconces, doors on the closet in the 2nd floor back bedroom, white desk in office attached to the north wall, dining room chandelier, glass chandelier on the top floor, and the overhead ceiling fixture in primary bedroom.

$2,600,000 Active Under Contract

2535 N Burling Street Chicago, Illinois

4 Beds 5 Baths 4,500 SqFt

$4,500,000 Active

977 Sheridan Road Winnetka, Illinois

4 Beds 7 Baths 8,294 SqFt 0.659 Acres

Gorgeous Greystone Single Family in Level 1+ Bell School District with Exceptional Curb Appeal! Set on an oversized 30-foot-wide lot with a generous 21-foot interior, this beautifully maintained home offers a bright, spacious layout that impresses from the moment you step inside. Designed for both everyday living and entertaining, the home features a thoughtfully integrated kitchen, breakfast nook, and family room centered around a cozy wood-burning fireplace and custom built-ins. The chef's kitchen is a true standout, boasting high-end appliances including two new wall ovens, GE Monogram refrigerator, Fisher & Paykel cooktop, abundant counter space and cabinetry. Upstairs, you'll find three spacious bedrooms, a custom office nook, and side-by-side laundry. The luxurious primary suite includes dual walk-in closets, access to a private deck overlooking the backyard, and a spa-inspired bath with double sinks, Jacuzzi tub, steam shower and heated floors. The fully finished lower level offers a massive recreation room which allows for the new owner to add a fifth bedroom and still enjoy a nice-sized recreation room. In addition to the recreation room, is the fourth spacious bedroom with west facing windows, with a large walk-in closet, a generous size full bath, and for the wine lovers, there is a charming wine cellar. And, lastly, there is a spacious mud room with access to your backyard with a two-tiered deck, lush grassy yard, a two-car garage and a bonus shed along with a dog run located on the side of the home. Impeccably maintained and full of thoughtful upgrades and custom finishes, this home is located less than one block from the award-winning Bell School and steps from all the beloved cafes, shops, and restaurants of Roscoe Village. Truly a rare find in an unbeatable location!

$1,650,000 Active Under Contract

3643 N Oakley Avenue Chicago, Illinois

4 Beds 4 Baths 3,600 SqFt 0.085 Acres

Move right in to this extensively updated and meticulously maintained 4 bed / 3.1 bath single family home on a tree-lined block in the heart of Wicker Park. Set back from the street for added privacy and curb appeal, this home combines timeless character with modern finishes throughout. The spacious main level features hardwood floors, custom built-ins, crown molding, and large windows that flood the space with natural light. The open-concept living and dining areas easily accommodate full-sized furniture and a formal dining setup. The kitchen is equipped with Viking and Bosch stainless steel appliances, refinished 42" cabinets (2024), under-cabinet lighting, a breakfast bar, pantry, and a charming built-in breakfast nook with bench seating and storage (2020). Upstairs, you'll find three generously sized bedrooms, two full bathrooms, and a full laundry room. The primary suite includes elegant wainscoting and crown molding (2024), a spacious walk-in closet with Elfa shelving (2021), and a luxurious en-suite bathroom featuring a dual vanity, large walk-in shower with frameless glass doors, and designer finishes (2022). Both secondary bedrooms are enhanced with custom Elfa closet systems and share an updated hall bathroom. Additional upstairs upgrades include linen shelving (2023), custom window treatments (2024), and dimmable lighting throughout (2023). The fully finished basement was completely renovated in 2023 and offers radiant heated floors, plush new carpeting, a large family/media room with built-in entertainment center and fireplace, a custom hardwood bar and desk, a fourth bedroom with custom shelving, and a fully updated bathroom-perfect for guests or extended living. System updates include two Bosch A/C units (2022), two new Carrier furnaces (2025), and a new washer, dryer, and microwave (2024). Outdoor enhancements include a refinished and painted back deck (2024), new backyard sod and planters (2023), low-maintenance turf in the front yard (2021), and security upgrades to the front gate and door. Located just blocks from Division Street's vibrant dining and shopping, Pritzker Elementary, Wicker Park, and multiple playgrounds, this home is part of a close-knit block with an active community and annual events. A rare opportunity to own a turnkey home in one of Chicago's most desirable neighborhoods.

$1,350,000 Active

1319 N Oakley Boulevard Chicago, Illinois

3 Beds 4 Baths 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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