Chicago Homes with Greystone Style

Welcome to Chicago, the Windy City, where vibrant culture meets architectural splendor! Nestled in Cook County, Illinois, Chicago is renowned for its stunning skyline, rich history, and diverse neighborhoods. This bustling metropolis is a hub of art, music, and culinary delights, offering residents an unparalleled urban experience.

One of the most iconic architectural styles that graces the streets of Chicago is the Greystone. These magnificent homes, often made from locally quarried limestone, are a testament to the city's rich architectural heritage. Characterized by their intricate detailing, large windows, and stately facades, Greystone homes exude timeless elegance and charm. Originally built in the late 19th and early 20th centuries, these residences have become synonymous with Chicago's historic neighborhoods, providing a glimpse into the city’s past.

Living in a Greystone means immersing yourself in the heart of Chicago's vibrant communities. From the historic streets of Lincoln Park to the artistic vibe of Pilsen, each neighborhood offers a unique blend of culture, amenities, and access to the city’s renowned parks and waterfronts. Imagine sipping coffee on your front porch while enjoying the views of tree-lined streets and beautifully landscaped gardens.

Whether you’re looking for a spacious family home or a stylish urban retreat, Greystone properties provide both character and comfort. Experience the warmth of Chicago living in a Greystone, where history meets modern convenience. Discover your perfect home in this dynamic city, and let the charm of Greystone architecture welcome you to a life of elegance and style in Chicago!

Newest Chicago Homes with Greystone Style

$280,000

3 Beds ⋅ 3 Baths ⋅ 12803733 MLS ⋅ NEW Status

Brand new roof & freshly staged! Beautifully renovated 4-bedroom (3 +1), 2.1 baths single-family home offering a massive amount of living space across multiple levels. The bright, modern interior showcases new luxury vinyl plank floors and is anchored by a sleek kitchen featuring contemporary cabinetry, quartz countertops, and stainless steel appliances. Upstairs, you'll find three exceptionally spacious bedrooms. Downstairs, the expansive, fully finished basement provides even more room to entertain, featuring a large family room, full bath, and a fourth bedroom or private home office you can easily partition off. Throughout the home, the bathrooms have been completely updated with elegant tile and modern fixtures to create a spa-like feel. Complete with a brand-new central A/C system, a detached 2-car garage, and a prime location near shopping, parks, and tollways, this move-in-ready home truly has it all.

7000 S Eberhart Avenue, Chicago

$630,000

6 Beds ⋅ 3 Baths ⋅ 12802601 MLS ⋅ NEW Status

Gorgeous, sun-filled brick 2-flat in the heart of Humboldt Park! This turnkey property showcases timeless Chicago character and strong income potential. Each unit features 3 spacious bedrooms, 1 full bath, beautiful hardwood floors, abundant natural light, and fresh paint throughout. Situated on a quiet residential block just steps from Humboldt Park and minutes from the 606 Trail, with convenient access to transportation, dining, shopping, and neighborhood amenities. An excellent opportunity for investors or owner-occupants seeking a well-maintained, move-in-ready property in one of Chicago's vibrant neighborhoods. Nothing to do but move in and enjoy. Welcome home!

3308 W Evergreen Avenue, Chicago

$249,900

4 Beds ⋅ 2 Baths ⋅ 12801938 MLS ⋅ NEW Status

**VACANT CHICAGO GREYSTONE | POTENTIAL THREE-UNIT CONVERSION | VALUE-ADD OPPORTUNITY NEAR MAJOR WEST SIDE REDEVELOPMENT | ESTIMATED RENOVATED 3-UNIT ARV $590K-$699K.** Delivered completely vacant, this 1903 limestone-front Classical Revival greystone in East Garfield Park, on a 25x125 RM-5 lot, is a true value-add canvas: two existing units (each 2 bed/1 bath; 9 rooms, 4 beds total), a full unfinished basement, original stone facade, and 2 exterior parking spaces. **The property requires a complete gut renovation, including extensive interior demolition and rehabilitation, and is best suited for experienced investors and contractors prepared to undertake a major restoration project.** The building is being sold as-is, and the property cleanout has been completed. Interior photos are available for buyers to review the property's current condition. **THE THIRD-UNIT PLAY:** Chicago's Additional Dwelling Unit ordinance, citywide since April 1, 2026, allows one conversion unit in eligible 1-4 unit buildings at least 20 years old in RM districts, with no added parking required and an exemption from minimum lot area per unit. Owner-occupancy and block-face limits may apply in the City's West ADU zone, and Department of Housing pre-certification, permits, and building-code compliance (including basement ceiling height and egress) are required. A third unit is not currently permitted or guaranteed; buyers should verify eligibility with the City and their architect. **WHY THE UPSIDE MATTERS:** Within one mile in the last six months, fully renovated vintage 3-flats closed at $589,000-$635,000 (3169 W Monroe, $635K), a fully remodeled 3-flat closed at $699,000, and renovated 2-flats with finished lower-level duplexes closed at $590,000-$610,000. Based on those closed sales, we estimate a fully renovated legal 3-unit after-repair value of approximately $590,000-$699,000, or roughly $500,000-$610,000 as a renovated 2-flat with a finished lower level. These are estimates only, not an appraisal or guarantee, and depend on renovation scope, condition, permits, and City approvals. **LOCATION:** East Garfield Park, steps from the Kedzie-Homan Blue Line and the I-290 Eisenhower, about 1.3 miles to the Illinois Medical District, and roughly 1.9 miles from the United Center on the Near West Side, where the $7 billion, 55-acre 1901 Project broke ground in June 2026 and received a full building permit for its 6,000-capacity Music Hall in November 2026 (Phase 1 targeted for 2028). Close to Garfield Park and the Conservatory, with fast access to downtown. **STRATEGIES:** Full renovation and resale, a long-term hold with potential three-unit income, or owner-occupancy with rental income, subject to financing and legal-use requirements. Cash or renovation financing recommended. Vacant and easy to show: schedule a private showing through ShowingTime. The property has been fully cleaned out, and interior photos are now available to showcase its existing condition and renovation potential.

3332 W Congress Parkway, Chicago

$1,250,000

8 Beds ⋅ 3 Baths ⋅ 12796917 MLS ⋅ NEW Status

A Rare Edgewater Offering! This exceptional 1905 trophy Greystone is a beautifully renovated three-unit building situated on a quiet, tree-lined street on an oversized 33' x 165' lot. Thoughtfully laid out and well maintained, this property offers an outstanding opportunity for both owner-occupants and investors. Second-Floor Unit - 3 Bedrooms / 1 Bath: Bright and inviting, this spacious unit features an extra-wide living room with beautiful views of the tree-lined street, a large separate dining room, and an eat-in kitchen with cherry cabinetry, stone countertops, and stainless-steel appliances. The kitchen opens to a sunny enclosed porch. The Lower-Level non-conforming Unit is a 2 Bedrooms / 1 Bath that boasts 8 foot ceilings with a Modern open-concept design with contemporary gray cabinetry, quartz countertops, and a peninsula island overlooking the combined living and dining area, enjoy the upgrade bath with a jetted tub and body sprays . First-Floor Unit - 3 Bedrooms / 1 Bath: An ideal owner's residence, this generous unit offers a spacious living room and separate dining room, along with an eat-in kitchen featuring cherry cabinetry, stone countertops, and stainless-steel appliances. The kitchen leads to a large, enclosed porch that connects to a stunning vaulted-ceiling four-season room. Step outside to a beautifully landscaped backyard featuring custom-paved patios and walkways, a two-car garage, and an additional carport 3rd parking space. Enjoy exceptional outdoor privacy with wood fencing along both sides of the property. Additional features include common laundry and storage in the lower level, newer and well-maintained mechanical systems, and tenants responsible for all utilities. The property also offers convenient access to transportation and neighborhood amenities, located less than one mile from the CTA Red Line and Metra, and one mile from Loyola University, Target, and lakefront. A truly special opportunity combining classic Chicago Greystone architecture, thoughtful renovations, generous outdoor space, and excellent versatility. Numerous additional improvements have been completed; Please see listing's additional information for details. (THE SOONEST CLOSING DATE AVAIBLE IS JANUARY 20,2027)

6320 N Paulina Street, Chicago

$325,000

6 Beds ⋅ 3 Baths ⋅ 12801023 MLS ⋅ NEW Status

Classic Chicago brick two-flat in West Garfield Park. This is a solid addition to any investment portfolio or perfect for an owner-occupant looking to build rental income. This well-maintained property features two spacious units, each with separate utilities. ***The first floor has two bedrooms, one bathroom, a kitchen, a formal dining room, a living room, and an outdoor space. The first-floor duplex leads to the lower level, which has one extra bedroom, one bathroom, a LARGE family room, and an eating/cooking area, with full access to the laundry room. ***The 2nd floor has 3 bedrooms, 1 bathroom, a kitchen, a formal dining room, a LARGE living room, and an outdoor space. ***Recent updates include granite countertops, ceramic backsplashes, refinished 2nd-floor hardwood floors, new laminate floors on the 1st floor, and fresh paint throughout. Perfect for FHA financing. 12 FT CEILINGS. A newer rubber roof was installed around 2008; the rear porch & decks were torn down and rebuilt around 2008. Newer double-pane thermal windows. Both units have central heat and air conditioning. FHA FINANCING

4352 W Monroe Street, Chicago

$285,000

5 Beds ⋅ 4 Baths ⋅ 12787292 MLS ⋅ NEW Status

Great investment opportunity in the Greater Grand Crossing neighborhood! This Updated two-unit townhouse-style Greystone features a 3-bedroom, 2-bath unit and a 2-bedroom, 2-bath unit. Units have been updated in 2025 with new paint, vinyl floors, bathrooms, and kitchen with stainless steel appliances, center island, and white cabinetry. Lower unit has it's own back porch while the upper unit has its own private balcony. Additional highlights include a full unfinished basement for extra storage and a detached 2-car garage. Conveniently located near public transportation, shopping, dining, and major expressways. Ideal for investors or owner-occupants looking to generate rental income. Don't miss this opportunity!

101 W 72Nd Street, Chicago

$315,000

5 Beds ⋅ 2 Baths ⋅ 12801197 MLS ⋅ NEW Status

Survey has been ordered on this property and is in possession of the seller. Please note, the survey revealed that the parcel to the east of the seller's property is not owned by the seller. Per the records that we have obtained, it appears that the City of Chicago owns that property. Tax bills have not been paid on the parcel. The seller's garage does encroach on the parcel to the east. The seller will take no action on this and the title company will not insure over this encroachment.

4333 W Van Buren Street, Chicago

$1,900,000

7 Beds ⋅ 7 Baths ⋅ 12800813 MLS ⋅ NEW Status

Once in a lifetime opportunity to own in one of the best blocks in Lincoln Park right across the street from DePaul University. All 3 units on four floors were all completely gut rehabbed in 2010. Real hardwood floors throughout, very expansive floorplans with lots of natural light. Tall ceilings on every floor offering floor to ceiling windows, very large living, dining and kitchen areas. All flowing beautifully throughout. The kitchens have stone countertops, high-end appliances and walk in pantry. Large bedrooms with huge closets, Large bathrooms and in-unit laundry on all units and rear decks on every floor. The building consists of a 3 Bedroom, 3 Bathroom Duplex Down very large unit approximately 2,700 SF. The second and third floors both have 2 bedrooms with 2 full bathrooms. The second floor is very large at approximately 1,500 SF and the third floor is approximately 1,700 SF. Excellent location, beautiful rehab and historic greystone facade stonework. Units are below market rent. The second floor is currently vacant. The 1st floor duplex and third floor simplex both are leased until June 30th, 2027. There are a total of 5 PIN Numbers, as it was originally built out for condo sales. A great place for owner occupied, keep all 3 rented or sell them as High-End Condos. You can decide. Property is sold As-Is.

2131 N Sheffield Avenue, Chicago

$229,999

8 Beds ⋅ 5 Baths ⋅ 12795337 MLS ⋅ ACTIVE Status

Attention Investors, Rehabbers, and Developers! Excellent opportunity to transform this two-unit property located in Chicago's North Lawndale neighborhood. The building has already been gutted and is ready for renovation, offering a blank canvas for your next investment project. Restore this building into a desirable two-unit rental property or explore other redevelopment possibilities, subject to applicable zoning and city approvals. Conveniently located near public transportation, neighborhood parks, shopping, and major expressways. Bring your contractor, creativity, and vision to unlock the potential of this value-add investment opportunity. Property requires renovation and is being offered in its current condition.

3130 W 16Th Street, Chicago

$458,900

9 Beds ⋅ 3 Baths ⋅ 12799656 MLS ⋅ ACTIVE Status

Welcome to 4018 W Polk St! This beautifully rehabbed property offers an impressive 9 bedrooms, 3 bathrooms, and a finished basement. Recently updated throughout, this spacious home combines modern comfort with a versatile layout, offering plenty of room for everyday living, entertaining, and working from home. The finished basement provides additional space and flexibility. With its extensive renovations and generous living space, this move-in-ready property is a fantastic opportunity. Schedule your private showing today!

4018 W Polk Street, Chicago

$249,000

4 Beds ⋅ 3 Baths ⋅ 12794568 MLS ⋅ ACTIVE Status

6022 S Vernon Avenue, Chicago

$360,000

7 Beds ⋅ 2 Baths ⋅ 12796589 MLS ⋅ ACTIVE Status

ATTENTION INVESTORS! Beautiful Greystone building. Don't miss out on this excellent opportunity. This property is currently tenant-occupied on 2nd floor and features a first-floor unit with 3 bedrooms and a second-floor unit with 4 bedrooms, each with a full bathroom.

3903 W Monroe Street, Chicago

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Chicago Homes with Greystone Style

Newest Chicago Homes with Greystone Style

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