Chicago, IL · Curated MLS Search

Greystone Homes in Chicago, IL

An editorially curated view of every active greystone homes listing in Chicago, IL. Updated in real time from the local MLS, presented without the noise.

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Chicago Market — Greystone Homes Comparison

Live MLS data — citywide vs. Greystone Homes

Chicago
Greystone Homes
inventory
Active Listings
6,794
51
Sold (Past 6 Mo.)
13,671
125
Under Contract
3,123
29
pricing
Avg. List Price
$555,358
$1,004,771 ↑ 81%
Cost / Sq. Ft.
$318
$295
typical home
Living Area
1,758 ft²
3,742 ft² ↑ 113%
Avg. Beds
3.4
6.3 ↑ 84%
Avg. Baths
2.4
3.6 ↑ 49%
Days on Market
133
118 ↓ 12%

Greystone Homes in Chicago: Market Data

Data as of (MLS snapshot; listings below update live)

Chicago Real Estate Source's review of MLS data as of October 20, 2026 shows 51 active listings for Chicago greystone homes, with a median of 46 days on the market. These listings made up about 1% of the 6,794 active listings in Chicago, across every property type. At the time, 29 more were pending, and 125 sold in the past six months, roughly 21 a month. At that pace, there are about 2.4 months of supply, which is generally considered a seller's market. The median asking price was $649,900. That price was $319,900 above the $330,000 median for all active listings in Chicago, across every property type. The middle half of these listings was priced between $400,000 and $1,149,000. The average listing had 6.3 bedrooms and 3.6 bathrooms. If you're buying, it pays to be ready when a new listing comes up. If you're selling, low supply is working in your favor.

Greystone Homes in Chicago, IL, October 20, 2026
MeasureValue
Active listings51
All active listings in Chicago, every property type6,794
Under contract29
Sold, past six months125
Months of supply2.4
Median list price$649,900
Middle half of list prices$400,000 to $1,149,000
Median list price, all Chicago listings$330,000
Median days on market46

Greystone Homes in other cities

Market questions

How many Chicago greystone homes are for sale?

There were 51 Chicago greystone homes for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

What is the median price of Chicago greystone homes?

The median list price of Chicago greystone homes was $649,900 as of October 20, 2026.

Where do most asking prices for Chicago greystone homes fall?

The middle half of active listings for Chicago greystone homes was priced between $400,000 and $1,149,000.

What is the typical time on market for Chicago greystone homes?

The median listing for Chicago greystone homes had been on the market 46 days as of October 20, 2026.

How do Chicago greystone homes compare with other cities?

As of October 20, 2026, there were 51 Chicago greystone homes for sale. In the same search, North Lawndale had 8 greystone homes for sale, Bronzeville had 6 greystone homes for sale and East Garfield Park had 3 greystone homes for sale.

How do prices of Chicago greystone homes compare with the rest of Chicago?

The median list price of Chicago greystone homes, $649,900, was $319,900 above the $330,000 median for all active listings in Chicago, across every property type.

Is the market for Chicago greystone homes a buyer's or a seller's market?

With 51 active listings and roughly 21 sales a month, supply of Chicago greystone homes stood at about 2.4 months, which is generally considered a seller's market.

Listing data courtesy of Midwest Real Estate Data LLC.

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View All Chicago IL Greystone Homes Listings

6542 S Peoria Street, Chicago
$249,900
7 Beds ⋅ 2 Baths ⋅ 12796645 MLS ⋅ NEW Status
A property that offers more than just a place to call home! This well-maintained, classic Chicago greystone two-unit building offers timeless character and an excellent opportunity to enjoy homeownership while benefiting from rental income. Live in one unit and rent the other, or add a promising property to your investment portfolio. Well cared for and ready for its next chapter, this greystone offers both charm and versatility. Don't miss the opportunity to make it yours!

6542 S Peoria Street, Chicago
1516 N State Parkway Unit #12C, Chicago
$435,000
2 Beds ⋅ 2 Baths ⋅ 12795097 MLS ⋅ NEW Status
Experience the best of Chicago living on coveted State Parkway, one of the Gold Coast's most prestigious residential streets! Nestled among magnificent historic stone mansions, this boutique-style elevator building offers an intimate residential setting with just four residences per floor, all within steps of Lincoln Park's expansive green space and North Avenue Beach. This light-filled, beautifully updated 2-bedroom residence features floor-to-ceiling windows framing picturesque western views over the historic greystone mansions along Dearborn Street and beyond. The open-concept living and dining space is designed for effortless everyday living and entertaining, with breakfast bar seating, room for a dining table, and a spacious living area that opens to a private balcony with room for seating and a grill. Rich oak hardwood floors and elegant crown molding add warmth and character throughout. Thoughtful details include a welcoming entry with a coat closet, a built-in alcove, generous closet space, and French doors leading to the second bedroom. The current owner has made numerous improvements, including refinishing and staining the hardwood floors, replacing both HVAC units within the past two years, installing new living room window shades and combination sheer/blackout shades in both bedrooms, replacing toilets, updating overhead lighting and fixtures, and removing the popcorn ceilings for a fresh, modern finish. The building's outstanding amenities truly set it apart! Enjoy a beautifully appointed fourth-floor outdoor pool and sundeck, outdoor kitchen, modern retractable pergola with fire pit, and community herb garden. Additional amenities on the same level include a fitness room and dry sauna. Residents also benefit from 24-hour door staff, a live-in engineer, professional management, and a common laundry room. Monthly garage parking is available for just $190 per space, with the possibility of renting two spaces, subject to availability. This pet-friendly building has no weight restrictions! Ideally situated just blocks from the acclaimed restaurants, boutiques, and nightlife of Old Town and Rush/Division, with the lakefront and Lincoln Park practically at your doorstep. An exceptional opportunity to enjoy the charm of historic Gold Coast living with the comforts and conveniences of a full-amenity building! Rental policy: Owners must occupy for one year before renting. Eight-unit rental cap, with three units currently rented. Showings start Sat. 10/31.

1516 N State Parkway Unit #12C, Chicago
3903 W Monroe Street, Chicago
$360,000
7 Beds ⋅ 2 Baths ⋅ 12796589 MLS ⋅ NEW 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
556 W Arlington Place Unit #2, Chicago
$895,000
4 Beds ⋅ 2 Baths ⋅ 12795978 MLS ⋅ NEW Status
OH Sunday Nov 1, 12- 2 pm. Fabulous opportunity to create your dream home in beautiful Lincoln Park. BRING YOUR CONTRACTOR and/or DESIGNER... -This is a total rehab opportunity for the purchaser. It is being sold AS-IS. It's a condominium on the 2nd floor of a 3-unit greystone and is on a 64'x177' lot and offers 4 bedrooms, dining room, expansive sun porch (heated) hardwood flooring throughout the common areas; 2 full baths and 1 woodburning and 1 decorative fireplace; large outdoor deck off of the eat-in kitchen. It includes a one-car garage included in the price equipped with a charger. Owners enjoy a beautifully landscaped common side lot with gardens and a sitting area. The outdoor space is magnificent. The condominium association receives approximately $59,500 in annual revenue generated by the coach house and seven additional garage spaces. Located in the Alcott school district and close to the Lakefront. Additional storage in the basement.

556 W Arlington Place Unit #2, Chicago
6524 S Eberhart Avenue, Chicago
$440,000
5 Beds ⋅ 3 Baths ⋅ 12795762 MLS ⋅ NEW Status
Exceptional, well-maintained legal three-unit Greystone in the heart of rapidly growing Woodlawn. This beautiful investment property features two spacious two-bedroom, one-bath units, each with a bonus room ideal for a home office, den, or flex space, plus a large one-bedroom garden unit. The building offers uniform cabinetry and appliances throughout, creating a clean, cohesive feel from unit to unit. Additional highlights include on-site laundry, a two-car garage, and a finished enclosed porch. Ideally located just minutes from the Obama Presidential Center, the University of Chicago, parks, neighborhood amenities, and public transportation. Perfect for an owner-occupant looking to house hack or an investor seeking a strong addition to their portfolio. Don't miss this outstanding income-producing opportunity in one of Chicago's most dynamic neighborhoods.

6524 S Eberhart Avenue, Chicago
Chicago
$590,000
9 Beds ⋅ 3 Baths ⋅ 12795137 MLS ⋅ NEW Status
A rare opportunity to own a beautifully updated Greystone. 3 legal units (basement ADU) in one of Chicago's most exciting growth corridors. This stately building commands immediate attention. With freshly tuckpointed stonework, stonewashed exterior, and updated landscaping, it delivers curb appeal that stands apart on the block. Brand new kitchens, bathrooms, and flooring throughout, complemented by fresh paint and newer windows that flood each space with natural light. The fully permitted garden-level ADU adds a legal 3rd income stream and significantly boosts overall yield. Live in one, rent two, or maximize all three. Woodlawn is in the midst of a remarkable transformation. With a wave of new construction in the pipeline and steadily climbing rental rates, savvy investors are moving in early. This property puts you ahead of the curve. Secured in a neighborhood whose trajectory is unmistakably upward, with the bones, the beauty, and the bottom line to match.

Chicago
309 N Central Park Avenue, Chicago
$599,000
8 Beds ⋅ 4 Baths ⋅ 12795069 MLS ⋅ NEW Status
RARELY AVAILABLE!! 3 Unit greystone across the street from the Garfield Park Conservatory and one block to green line (Conservatory stop). Hardwood floors in each unit, newer furnaces, new ceramic floor in kitchens/bathrooms. Washer/dryer on each floor! Great investment opportunity. Newly constructed rear porch.

309 N Central Park Avenue, Chicago
4917 S Washington Park Court, Chicago
$865,000
3 Beds ⋅ 4 Baths ⋅ 12794650 MLS ⋅ NEW Status
On historic Washington Park Court in Bronzeville, this 4 bedroom, 3.5 bath Greystone offers the presence of a landmark home with the comfort of a thoughtfully updated interior. Its limestone facade anchors the streetscape, while original entry doors and hardwood floors on the upper level preserve tangible pieces of the home's history. Generous living spaces, an oversized working pantry, and a beautifully finished primary bath make the home as practical as it is distinctive. A rooftop deck above the two car garage adds another place to gather or unwind. Set within the Washington Park Court Landmark District, 4917 is an opportunity to become part of Bronzeville's most recognizable historic settings.

4917 S Washington Park Court, Chicago
3923 W Polk Street, Chicago
$537,900
6 Beds ⋅ 3 Baths ⋅ 12793905 MLS ⋅ NEW Status
We have an excellent opportunity for you to own an updated 3flat Greystone featuring 6 bedrooms and 3 full bathrooms in the West Garfield Area. All units are currently vacant and have been recently painted and refreshed, providing a clean palette for investors or owner occupants. Each unit features separate utilities, washer and dryer hookups and updated finishes throughout, including flooring, cabinetry, lighting and more. The main level unit has a separate living room and dining room, 2 bedrooms and 1 full bathroom. The second floor unit has a similar layout with 3 bedrooms and 1 full bathroom. The garden unit includes 1 bedroom and 1 full bathroom. Additional property features include a gated entry, exterior rear porch, fenced backyard with 2 exterior parking spaces and basement storage space. With 3 separate units, refreshed interiors and immediate availability for a new owner, this property presents an excellent opportunity for investors seeking rental income or buyers looking to expand their real estate portfolio. Schedule your showing today!

3923 W Polk Street, Chicago
6610 S Evans Avenue, Chicago
$594,900
6 Beds ⋅ 4 Baths ⋅ 12774665 MLS ⋅ NEW Status
Stunning 2-unit Greystone completely updated from top to bottom with virtually everything NEW! This impressive property combines the timeless character of a classic Chicago Greystone with an all-new interior, major new building systems, and beautiful contemporary finishes throughout. Major improvements include ALL-NEW electrical, plumbing, roof, garage, sidewalks, kitchens, bathrooms, flooring, lighting, fixtures and more. The thoughtfully designed interiors feature contemporary cabinetry, stone countertops, stylish backsplashes, stainless steel appliances, designer lighting, modern flooring and beautiful gold-tone accents. The bathrooms deliver a luxurious feel with contemporary vanities, illuminated mirrors, floor-to-ceiling tile and upscale fixtures. Unit 1 offers an impressive 3-bedroom, 2.5-bath layout, including a primary bedroom with its own private bath and a large dedicated laundry room. The spacious layout and elevated finishes create a comfortable, modern living environment that feels more like a single-family home. Unit 2 features 3 bedrooms and 1 beautifully updated bathroom, along with an all-new kitchen and contemporary finishes that continue the same attention to detail found throughout the property. With two updated units and major building components already replaced, this property offers an exceptional opportunity for an owner-occupant, investor or extended family looking for a truly move-in-ready multi-unit home. Ideally located just minutes from the new Obama Presidential Center, University of Chicago, parks, transportation and everything the surrounding community has to offer. A classic Chicago Greystone transformed for modern living

6610 S Evans Avenue, Chicago
1632 S Drake Avenue, Chicago
$579,900
8 Beds ⋅ 2 Baths ⋅ 12793050 MLS ⋅ NEW Status
Beautifully rehabbed 2-unit Greystone that blends classic Chicago character with modern updates! Each unit offers 4 bedrooms and 1 bath, with gleaming hardwood floors, high ceilings, oversized original trim, and abundant natural light. Updated kitchens feature white shaker cabinetry, granite countertops, subway tile backsplash, and stainless steel appliances, and both units have central air for year-round comfort. The finished basement added space that can be used as an in-law arrangement. 2-car garage completes the package. With units currently leased at $1,975 and $1,950, for rental income from day 1. Conveniently located near the Pink Line, shopping, and dining. A move-in ready Greystone with solid rental income. Don't miss it!

1632 S Drake Avenue, Chicago
4818 S Evans Avenue, Chicago
$850,000
5 Beds ⋅ 4 Baths ⋅ 12792436 MLS ⋅ PRICE CHANGE Status
Welcome home to this beautifully renovated 5-bedroom, 3.5-bathroom Greystone. Fully rebuilt in 2016 and newly renovated in 2024, This one-of-a-kind home blends classic Chicago character with modern upgrades. The fully remodeled chef's kitchen boasts black matte stainless-steel LG appliances, a marble island with matching backsplash, extended countertops, additional cabinetry, and a spacious walk-in pantry makes it complete. It also has a large 12x20 deck, a perfect set-up for entertaining. The large living room and separate dining room makes this open concept space very enjoyable, not to mention the newly coffered ceiling den located right off the massive kitchen. It is the perfect cozy space to relax after cooking an amazing meal. The 10' ceilings, oak hardwood floors, contemporary lighting fixtures, and LED recessed lighting throughout this home gives it a luxurious feel. The massive primary suite features his-and-hers walk-in closets plus additional sleek cabinets for your shoes! It features a contemporary electric fireplace for those cozy fall/winter nights. It is the perfect space for a deep slumber and an even better space for your mornings! as you can enjoy your coffee on your own private 12x20 deck that overlooks your beautiful and tranquil backyard garden. The master bathroom have been beautifully appointed with quality finishes, a spa inspired soaking tub, separate shower, a double vanity, beautiful stylish mirrors, marble tile and heated floors. The finished walkout basement offers flexible living space with vinyl wood flooring, a full bath, a kitchenette/bar, and separate office/recreation areas plus a spacious bedroom. A perfect space for perhaps in-laws or visiting guests. All bedrooms are spacious, and there is additional storage space, throughout the home. The detached 2-car garage built in 2016, offers parking, storage, and additional flex-space potential. THIS IS A MUST SEE HOME IS PERSON TO APPRECIATE IT'S BEAUTY. Schedule your showing today.

4818 S Evans Avenue, Chicago
4448 N Tripp Avenue, Chicago
$1,099,000
5 Beds ⋅ 6 Baths ⋅ 12790750 MLS ⋅ ACTIVE Status
Welcome to this exceptional Greystone vintage 2-unit building with a garden apartment on the lower level - offering 5 bedrooms, 5 full bathrooms, and 1 half bathroom, perfectly blending classic Chicago charm with modern comfort. Featuring beautiful landscaping, a fenced backyard, and thoughtfully designed living spaces, this remarkable property presents an outstanding opportunity for both homeowners and investors. A stunning hardwood staircase welcomes you through the main entrance, providing access to both the first- and second-floor units. Let's begin with the second-floor residence. As you enter, you're greeted by a bright and spacious living room, highlighted by a beautiful English skylight lantern above the foyer and oversized windows that fill the home with abundant natural light. Located just off the living room, the primary suite offers a private retreat with a separate sitting area, generous closet space, direct access to a private balcony, and large windows that create a warm and inviting atmosphere. On the opposite side of the living room, the second bedroom features a walk-in closet and ample living space. The unit includes two full bathrooms-one with a luxurious walk-in steam shower and the other with a relaxing soaking tub. Conveniently located between the bedrooms, the dedicated laundry room adds everyday comfort and functionality. Toward the rear of the home, the open-concept family room and kitchen create the perfect gathering space, centered around a cozy fireplace with both gas and wood-burning options. The kitchen is beautifully appointed with stainless steel appliances, a large center island with breakfast bar seating, pantry storage, and expansive windows that surround the space with exceptional natural light. The first-floor unit mirrors the upper-level layout, offering incredible flexibility for multi-generational living or rental income. It features its own fully equipped kitchen, two full bathrooms, a dedicated laundry room, and an added layer of security with alarm sensors installed on every window. From the rear staircase, you'll find access to the basement studio unit. Before entering the studio, you'll pass a spacious recreation room, utility area, and a separate laundry room dedicated exclusively to the lower-level residence. Inside the studio, you'll find a thoughtfully designed living space featuring a full kitchen with stainless steel appliances, a microwave, air fryer, and range hood. The studio also includes one full bathroom, one half bathroom, and generous closet space, creating a comfortable and functional living arrangement that's perfect for guests, extended family, or rental income. The rear staircase also provides convenient access to the rooftop, the first-floor unit, and the second-floor residence, making movement throughout the building both practical and efficient. Designed with long-term comfort and peace of mind, the property is equipped with multiple tankless water heaters, multiple zoned furnaces, multiple sump pumps, and a comprehensive security system, showcasing the exceptional care and quality invested throughout the home. Step outside to enjoy the beautifully landscaped, fenced backyard featuring a brick paver patio, mature landscaping, and multiple outdoor seating areas-an ideal setting for entertaining family and friends or simply relaxing outdoors. Conveniently located near public transportation, bus routes, restaurants, grocery stores, shopping, and everyday conveniences, this exceptional Greystone offers the perfect combination of timeless Chicago architecture, modern functionality, and outstanding investment potential. Don't miss this rare opportunity to own a versatile, meticulously maintained multi-unit property that seamlessly blends historic character, modern upgrades, and exceptional income potential-all in one of Chicago's most desirable neighborhoods.

4448 N Tripp Avenue, Chicago
3823 N Alta Vista Terrace, Chicago
$1,399,916
4 Beds ⋅ 4 Baths ⋅ 12789177 MLS ⋅ ACTIVE Status
Gorgeous and enchanting Greystone on historic Alta Vista Terrace! One of only four three-story homes on this magical block: "Street of 40 Doors". Home has attached garage, beautiful front garden and 3 outdoor spaces/decks. Vintage detail preserved throughout, mixed with tasteful updates, combine modern amenities without taking away from the true character of this historic gem. Main level includes bright living room, separate formal dining room with wood burning fireplace, large kitchen with Viking/Bosch appliances, breakfast nook, powder room, and direct access to cozy terrace with built in custom Lion grill. Three bedrooms, an office, full bath, and access to a large deck adorn the second floor. Spacious master suite encompasses the top level. 2 skylights bring in abundant sunlight. Huge, professionally designed walk-in closet, large master Carrara marble bathroom with radiant heated floors, separate shower, clawfoot tub, and sauna. Library with additional fireplace, wet bar and access to top deck complete this third floor suite. Lower level boasts a family room with beautiful original stone wall, large laundry room, a second powder room, garage and abundance of storage. Dual zoned heating and air, newer tear off roof. A truly stunning home! Agent Owned

3823 N Alta Vista Terrace, Chicago
4858 N Kenmore Avenue Unit #2N, Chicago
$649,900
3 Beds ⋅ 2 Baths ⋅ 12785563 MLS ⋅ ACTIVE Status
A rare find in Uptown: newer construction in a neighborhood known for its vintage brick and greystone character. This sun-filled 3-bedroom, 2-bath home is turn-key and impeccably managed. The open kitchen features European cabinetry, an integrated panel-front refrigerator, Thermador/Bosch appliances, quartz countertops, and a spacious breakfast bar. It connects seamlessly to the living/dining area and opens to a large front balcony with a gas hookup for grilling. The primary suite includes an organized walk-in closet, oversized shower, heated porcelain floors, a floating double vanity, and linear drains. The second bath offers custom lighting and a deep soaking tub. Sustainable bamboo floors run throughout, and European turn-and-tilt windows provide sound insulation and energy efficiency, complemented by energy-efficient HVAC and a tankless water heater. Additional features include one garage parking space, bike storage, and a full-size Samsung washer/dryer. Location: two blocks to the lakefront, one block to the new Red Line Lawrence stop and a Divvy station, with express bus access downtown and Metra less than a mile away. Nearby restaurants, festivals, and a neighborhood school add to the area's appeal.

4858 N Kenmore Avenue Unit #2N, Chicago
3318 W Flournoy Street, Chicago
$325,000
5 Beds ⋅ 2 Baths ⋅ 12776067 MLS ⋅ PRICE CHANGE Status
**Great Investment Opportunity Just Minutes from Downtown Chicago!** Discover the potential of this spacious **Brick Greystone two-unit property**, ideal for investors and owner-occupants looking to build equity or expand their real estate portfolio! This beautiful Chicago Greystone offers generous living spaces and extra-large bedrooms on both levels. The **second-floor unit features 3 bedrooms and 1 bathroom**, while the **first-floor unit offers 2 bedrooms and 1 bathroom with a duplex layout connecting to the unfinished basement**. Bring your vision and creativity to the basement, offering exciting possibilities for future improvements and customization, subject to applicable building codes and approvals. **Both units are currently vacant**, giving the next owner the flexibility to move right in, establish rental income, or make improvements to maximize the property's potential. The spacious, open backyard offers additional possibilities for a newly constructed garage, concrete parking slab, or outdoor entertainment space. Conveniently located with access to downtown Chicago, major expressways, shopping, dining, and public transportation. Whether you're a seasoned investor looking to expand your portfolio or an owner-occupant interested in house hacking, this **Chicago Greystone** offers space, character, flexibility, and outstanding value-add potential. **Bring your ideas, explore the possibilities, and make this investment your own!**

3318 W Flournoy Street, Chicago
4408 S Michigan Avenue, Chicago
$839,000
9 Beds ⋅ 6 Baths ⋅ 12783163 MLS ⋅ ACTIVE Status
Discover timeless Chicago architecture in this stately three-unit greystone located in the heart of Bronzeville. This classic building blends historic character with modern convenience. Each spacious residence features 3 bedrooms, 2 full bathrooms, and a separate formal dining room offering generous living space ideal for both everyday living and entertaining. The thoughtfully designed interiors include hardwood floors, soaring ceilings, in-unit laundry, and abundant natural light. Spacious kitchens are appointed with granite countertops, ample cabinetry, and room for a breakfast table or casual dining. Each unit is separately metered and equipped with its own furnace and water heater, providing convenience, efficiency, and simplified property management. The first and second-floor units are occupied by long-term tenants, providing immediate, stable rental income. The third-floor unit is currently vacant, presenting an ideal opportunity for an owner-occupant to move right in while benefiting from rental income, or for an investor to lease the unit and maximize the property's income potential. Step outside to enjoy brand-new rear porches, providing each unit with a private outdoor deck. The property also features gated parking with one dedicated parking space for each unit, offering added convenience for residents. The full basement provides additional value with the potential to create an additional dwelling unit or expand the property's existing living space. Situated on a picturesque tree-lined street, this exceptional investment or owner-occupant opportunity is just minutes from public transportation, neighborhood parks and green spaces, and the vibrant dining, shopping, and cultural attractions of nearby Hyde Park and South Loop. Whether you're looking to expand your investment portfolio or own a piece of Chicago's architectural heritage, this exceptional Bronzeville greystone offers the perfect blend of historic character and modern amenities. Enjoy stable rental income or sell later as individual condos. An outstanding opportunity for both investors and owner-occupants.

4408 S Michigan Avenue, Chicago
6120 S Green Street, Chicago
$139,900
9 Beds ⋅ 3 Baths ⋅ 12782969 MLS ⋅ ACTIVE Status
Attention develpers -this is a prime value-add GREYSTONE opportunity with substantial upside. This oversized building is currently configured as a 2-unit property duplexed to the basement. The property features a total of 9 bedrooms and 3 bathrooms, providing an ideal layout for maximizing rental income once completed with ARV easily in the $400k range. Major progress has already been made, including: Framing completed, Partial plumbing, electrical, and ductwork installed. The true value lies in its flexibility and income potential: Convert to a 3-unit to significantly increase cash flow and overall valuation. Once completed, the property has the potential to generate substantial monthly rental income of over $5k per month, making it an excellent candidate for a long-term hold or profitable resale. Property is being sold as-is. Bring your vision and unlock the full potential of this high-yield asset.

6120 S Green Street, Chicago
3967 S Drexel Boulevard, Chicago
$2,150,000
12780789 MLS ⋅ ACTIVE Status
Once in a Generation, The Crown Jewel of Oakland set on a botanical campus spanning 70 feet of frontage. If you seek the best, if you have exquisite taste, if you want a one of a kind with an elevator that opens directly into most apartments with grand terraces, you have arrived. Located in an exclusive community alongside million dollar homes & within 1/4 block of Mandrake Park, 5 minute walk to the lakefront at the very north end of Drexel Blvd, with its idyllic fountain & cul-de-sac is a magical whimsical storybook setting offering 5 Massive full-floor units ultra-luxurious 3-4 Bed/2-3 Bath residences set in a made for TV boutique, elegant, Gothic Greystone. Be inspired by the grand, formal lobby with inlaid stone floors, intricate woodwork, stunning modern art, a crystal cut chandelier & super "mod" LED wall sconces. The elevator opens directly into most residences' private foyer, which leads to a massive great room, with soaring ceilings & 7' tall window bays that capture phenomenal sun soaked south & west vistas up & down lush & forested Drexel Boulevard. Gorgeous plank hardwood floors, which contrast with sleek 7" crown & baseboard moldings, 8' tall solid core doors, polished chrome door handles & accessories, a custom designed & built fireplace with glass, stone & quartz mantel + gorgeous lighting with Decora switches & dimmers. Adjacent to the great room, cook, entertain & eat in a true & REAL gourmet kitchen with 1 1/4" thick quartz countertops, a massive work island with bar stool seating, state-of-the-art stainless appliances, a multi burner stove, tunnel exhaust hood, dishwasher, 36" refrigerator with ice & water dispensers, built-in microwave drawer & brilliant porcelain full height backsplashes. Other features include strategically placed cable & electric for flat screen televisions, Hi Efficiency HVAC, high tech LED lighting & many other features. Gracious jaw dropping primary bedroom suite with an infusion of natural light from tall south facing windows, enormous walk-in closet is ready to house a large wardrobe, with custom double hanging SS organizers some which include 20 lineal feet of hanging & 55 lineal feet of shelves. Resort Luxury spa bathroom with heated porcelain tile heated floors, steam shower, quartz bench, a custom designed floor to ceiling glass wall & door system, a rain shower, handheld shower & separate body washes, 6' air bath, a wall mounted floating double bowl vanity & two large mirrored medicine cabinets. Numerous oversized rear terraces offer respite to enjoy cocktails, read a book or have breakfast through dinner, private & spacious with sweeping downtown views. Full Laundry Center complete with full size washer & dryer, countertops & cabinetry cabinets. Enjoy fully curated exotic botanical gardens fully with specimen trees & bushes, many grafted, from around the world, including Japan, various countries in Eastern Europe, Canada & the USA ( all irrigated controlled by app) topped off with 9 car garage (2 of 9 Tandem). Fully stabilized with exceptional longer term tenants, this stunning, unique, trophy property offers a rare hybrid opportunity pairing investment with legacy. Full financials, floorplans, survey, and extensive pictures available. Actual Annual Income $213,045/NOI $141,525 / 6.5CAP Pre Approved buyers only. 48-72 hours' notice to show M-F (no weekend showings)

3967 S Drexel Boulevard, Chicago
539 N Trumbull Avenue, Chicago
$549,900
8 Beds ⋅ 3 Baths ⋅ 12780373 MLS ⋅ ACTIVE Status
BACK ON THE MARKET - PREVIOUS BUYER DID NOT MOVE FORWARD. THEIR LOSS, YOUR OPPORTUNITY! CLASSIC FULLY RENOVATED CHICAGO GREYSTONE 2-FLAT - WHERE TIMELESS CHARACTER MEETS MODERN LIVING! This stunning property has been completely renovated from top to bottom, offering peace of mind with all-new plumbing, electrical systems, and windows. Each unit features stylish finishes, stainless steel appliances, granite countertops, and thoughtfully designed layouts ideal for both owner-occupants and investors. Enjoy the convenience of separate heating and electrical systems for each unit, along with individual washer and dryer setups, providing added comfort and privacy. The fully finished basement includes an in-law garden unit, offering excellent potential for extended family living or additional rental income, subject to applicable zoning and rental requirements. Additional highlights include a brand-new, newly constructed 2-car garage and quality upgrades throughout the property. Whether you're looking to live in one unit and rent the other or expand your investment portfolio, this property offers exceptional value and versatility. SECOND CHANCES LIKE THIS DON'T COME AROUND OFTEN! Schedule your private showing today and experience the perfect blend of classic Chicago architecture and modern upgrades!

539 N Trumbull Avenue, Chicago
82 E Elm Street Unit #1, Chicago
$625,000
2 Beds ⋅ 2 Baths ⋅ 12780094 MLS ⋅ ACTIVE Status
82 E Elm is a hidden gem, tucked inside a Gold Coast Greystone building on one of the most desirable tree-lined streets. This beautifully maintained 2-bedroom, 1.5-bath residence offers the perfect blend of vintage character and everyday practicality. The low assessments provide value without sacrificing location or lifestyle. The fully renovated kitchen, outfit with custom wood cabinetry and high end appliances, further merges modern functionality with charm. The spacious primary suite has it's own fireplace and access to a private patio. The second bedroom offers the perfect guest room or office space. Additional highlights for convenience include in-unit laundry, half bath, extra storage, and shared rooftop deck to unwind above the city. Just steps from Oak Street Beach, the lakefront, Rush Street dining, and Michigan Avenue shopping, this is perfect for full time or in-town residents. Schedule your showing today!

82 E Elm Street Unit #1, Chicago
3822 N Hoyne Avenue, Chicago
$2,550,000
6 Beds ⋅ 6 Baths ⋅ 12777329 MLS ⋅ CONTINGENT Status
Impressive extra-wide greystone beautifully renovated on a coveted 35' lot in the heart of North Center. This immaculate 6BR/4 full + 2 half BA home boasts gorgeous curb appeal, an expansive spacious floorplan with 4 bedrooms upstairs, quality custom finishes, amazing outdoor spaces with a back patio as well as rare rooftop deck, and a 3 car garage! Main level features a gracious foyer, formal living room and dining room with rich hardwood oak flooring, gas fireplace, wet bar with wine fridge, tucked away powder room, huge eat-in chef's kitchen with beautiful natural stone countertops, commercial grade appliances including a 60" Wolf range with double ovens, 48" Subzero, built-in desk station, a generously sized family room with gas fireplace and built ins, and a mudroom leading to a lovely porch and patio with an outdoor fireplace. 2nd level features 4 bedrooms, 3 bathrooms, and a large laundry room. The 4th bedroom is currently used as a home office with built in desk. The vast primary suite boasts two walk-in closets and a spa like marble bathroom with heated flooring, rain shower and separate soaking tub. Lower level features radiant heated flooring, spacious family room with wet bar and beverage center, guest bedroom, 1.5 bathrooms, exercise room, 500 bottle temperature controlled wine cellar, and abundant storage. Incredible rooftop deck with high end wood decking by Thermory, pergola over outdoor dining area, and expansive lounge area perfect for entertaining. Wonderful walkable location close to brown line, Trader Joe's, and all of the best North Center has to offer yet tucked away on charming tree lined Hoyne Avenue.

3822 N Hoyne Avenue, Chicago
4319 W Jackson Boulevard, Chicago
$350,000
5 Beds ⋅ 2 Baths ⋅ 12778343 MLS ⋅ ACTIVE Status
Greystone architecture and original details give this early 1900s two-flat a character that's distinctly Chicago. Projecting bays, tall windows, hardwood floors and original millwork bring warmth and architectural interest throughout two well laid out residences. The first-floor unit offers 2 bedrooms and 1 bath with separate living and dining rooms, an updated kitchen with granite countertops and stainless steel appliances, in-unit laundry hookup, and a primary bedroom with walk-in closet. Upstairs, the 3-bedroom, 1-bath residence features an expansive living and dining space, updated kitchen and bath, hardwood floors, and in-unit laundry hookup. A full unfinished basement offers additional storage, two points of egress, and utility. The rear of the property features generous outdoor space and parking for up to four vehicles. With two distinct residences, the property lends itself equally well to owner-occupancy or a fully income-producing investment. Located in West Garfield Park along historic Jackson Boulevard, with convenient access to CTA bus service, nearby Blue and Green Line connections, I-290, Garfield Park, and downtown Chicago.

4319 W Jackson Boulevard, Chicago
6620 S Marquette Road, Chicago
$375,000
5 Beds ⋅ 2 Baths ⋅ 12777492 MLS ⋅ ACTIVE Status
Welcome to this classic Greystone two-flat in Woodlawn, with room to live and room to grow. The first-floor unit features 2 bedrooms, an open layout, hardwood floors and a gas fireplace for cozy Chicago evenings. Upstairs, the spacious 3-bedroom unit has its own gas fireplace and the same easy flow. Then head downstairs and picture what's next: a full-footprint basement approved for an ADU, with plumbing, its own electric meter and water heater, and two doors to the outside, giving you a real head start on adding future living space. The big-ticket items are done: roof (2021), new water meter (2026), newer furnaces and water heaters in both units, a rebuilt front porch and stairs (2020), and newer gutters. Out back, a poured 2-car slab is ready for a future garage. Bring your style and your vision to the finishes and make this home your own. Sold as-is. Minutes from the University of Chicago, Washington Park and the Obama Presidential Center. Come see the potential for yourself!

6620 S Marquette Road, Chicago
4440 N Dover Street Unit #GS, Chicago
$299,000
2 Beds ⋅ 2 Baths ⋅ 12749716 MLS ⋅ ACTIVE Status
Discover the perfect urban lifestyle with this charming 2-bedroom, 2-bath condo in Sheridan Park. Nestled in a classic Greystone building on a picturesque tree-lined street, this home offers incredible value and modern living with a timeless appeal. Converted to condos in 2006, it features a desirable open floor plan with stylish updates. The kitchen boasts richly stained 42" maple cabinets, granite countertops, and stainless steel appliances, flowing seamlessly into the living and dining areas, ideal for entertaining. The tranquil primary suite includes a private bathroom and a large walk-in closet, while a versatile second bedroom offers flexibility for guests or a home office. Enjoy hardwood floors, in-unit laundry, central heating and cooling, and a private entrance. Located steps from public transportation, shopping, parks, Lake access, and dining, this pet-friendly condo is in one of Sheridan Park's most sought-after areas. Don't miss this exceptional opportunity!

4440 N Dover Street Unit #GS, Chicago
3244 W Potomac Avenue, Chicago
$1,199,000
5 Beds ⋅ 3 Baths ⋅ 12773705 MLS ⋅ ACTIVE Status
Stunning Chicago jumbo 2 flat greystone just steps from Humboldt Park! Set on an oversized lot, this impressive greystone is exceptionally wide itself, taking advantage of the additional lot width and creating unusually spacious, open residences throughout. This truly special property offers an exceptional combination of classic character, generous living space, and thoughtful amenities. The spacious former owner's unit features beautiful hardwood floors throughout, an extra-wide open floor plan, an oversized bathroom, and the convenience of in-unit laundry. With its impressive greystone facade, oversized lot, exceptionally wide and spacious apartments, and prime location, this property offers a rare combination of character, scale, and location. The width of the units creates for expansive living and dining spaces with an open, feel that sets these apartments apart. An outstanding opportunity for an owner-occupant or investor seeking a distinctive multi-unit property in one of Chicago's most vibrant neighborhoods. Also ideal for someone looking to convert into a spectacular single family residence. Outside, a beautifully manicured lawn adds rare green space and wonderful curb appeal. The property also offers a common laundry room in the basement, three dedicated tenant storage areas, and a three-car garage. A truly special property that must be seen to fully appreciate its exceptional size, and character. Rent increases have been provided to tenants, with new rents scheduled to be in effect January 2027. New monthly rents: Unit 1 - $2,600; Unit 2 - $2,700; Garden Unit - $1,800, for total scheduled rental income of $7,100/month or $85,200 annually. Each apartment gets one designated garage spot included. Property also generates approximately $1,600/year in coin laundry income, bringing total projected annual income to approximately $86,800. **Second-floor dining room light fixture and bedroom fixture is owned by the tenant and is excluded from the sale. Seller and listing broker make no representation as to the legality of the basement apartment.

3244 W Potomac Avenue, Chicago
1143 N Rockwell Street, Chicago
$2,499,500
12718959 MLS ⋅ ACTIVE Status
Investor's opportunity in East Humboldt Park! Vintage 1894 all brick greystone with 9 units, 100% leased. Strong unit mix of eight 2BR units and one 1BR. Units are separately metered and tenants pay their own gas heat and electric, keeping owner utility costs low. On site laundry adds roughly $5,700 per year, and the fenced, paved lot provides 4 assigned parking spaces. Classic vintage character with bay windows. Located near the West Town border with quick access to the Blue Line, the 606 trail, and the dining and shopping along Division Street and Chicago Avenue. Offering Memorandum with rent roll and trailing financials available to qualified buyers.

1143 N Rockwell Street, Chicago
852 N Hoyne Avenue, Chicago
$1,850,000
12769453 MLS ⋅ CONTINGENT Status
Rare opportunity to obtain a stabilized multifamily Greystone in the heart of Ukrainian Village on a leafy residential street. Proudly sitting on a wide lot, it allows for larger bedrooms than many others. 2 bedroom units, with central air, high ceilings, upgraded kitchens & baths, hardwood floors and great natural light. Ideal investment opportunity to own a well cared for, always in demand, turn-key building with still some excellent value-add opportunities. Many recent improvements/upgrades (see additional information for more details). Stellar location steps to shops, restaurants, entertainment etc. Excellent transit options to- Loop, Michigan Ave, expressways, to hospitals, universities, etc.

852 N Hoyne Avenue, Chicago
1646 N Leavitt Street, Chicago
$3,850,000
7 Beds ⋅ 7 Baths ⋅ 12772464 MLS ⋅ CONTINGENT Status
Once in a lifetime opportunity to own a true urban oasis with majestic renovated greystone on 66.5'x126' vast city compound with charming coach house overlooking picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval leaded glass windows, ceiling medallions, oak fireplaces w/antique mantels, original tiles, & oak mirror in entryway. The modern steel & glass additions of jaw dropping solarium off side of home, the glass rear staircase (fabricated by company that made the famous "Bean" in Millennium Park), & sleek chef's kitchen are a masterclass in juxtaposition to intricate original details showcasing the history of this 1896 abode which was brought into the 21st century. Greeted by a stately exterior w/relief carvings & gas lamps, a gracious foyer welcomes you into sunny double parlor living room w/original pocket doors separating formal dining room which boasts a double sided original hutch w/curved beveled glass & custom chandelier by artist Lucy Slivinski made from a tree on property. Legitimate chef's kitchen w/commercial grade appliances, unique natural stone countertops, pizza oven, room for large table, & fresh produce from the property's variety of fruit trees, vegetable garden, & delicious honey from the bee hives on rare urban rooftop garden. The heart of the home is the extraordinary glass atrium solarium off of the kitchen which transports you from an urban environment to being immersed in nature with indoor koi pond and remarkable backdrop of blooming scenic landscaping. The staircase up to 2nd level features wood paneled art gallery to hang your favorites with picture molding. Original fretwork meticulously restored and repositioned on this level to find awe-inspiring 19th century craftsmanship at every turn. Beautiful 2nd floor family room with original display shelving cabinet to anchor the room. Large primary suite boasts pendants which are works of art made from silk chrysalises, large sitting room with curved glass windows and original fireplace, custom-built-ins, large walk-in closet with custom built oval jewelry cabinet, & zen inspired bathroom w/stunning natural stone oversized shower, & antique fixtures such as Chinese soaking tub, vanity, pendants & door for a tranquil spa-like experience. Two-more bedrooms w/shared en-suite bathroom complete the 2nd level. The lower level features radiant heated flooring, 2 additional bedrooms, full bathroom w/steam shower, laundry, dog wash station, & abundant storage. Extra 2BR/2BA apartment on basement level w/its own entrance & kitchen w/high end Sub Zero, Wolf, & Miele appliances ideal for au-pair or in-law suite. The home is equipped w/elevator which goes all the way to rooftop level (this renders the house fully wheelchair accessible) for special walk through a "garden in the sky" professionally landscaped by Intrinsic landscaping w/drip irrigation system w/native perennials & bee hives producing the most delicious diverse honey. The rear of the home has a doggie door leading to smaller fenced in dog yard, firepit, large patio w/amazing Zanzibar door as backdrop on the 2.5 car garage. The magical yard with irrigation system is filled w/intoxicating blooms from Magnolia trees. Located in historic district of Bucktown w/easy access to blue line, 606 Trail, dog park, and all of the best boutiques and restaurants in heart of Wicker Park and Bucktown.

1646 N Leavitt Street, Chicago
4736 S Prairie Avenue, Chicago
$799,000
9 Beds ⋅ 6 Baths ⋅ 12772026 MLS ⋅ ACTIVE Status
Bronzeville Exceptionally Striking, Classic Iconic Chicago, 3 unit 3 Story 1890's Greystone set on oversized lot size 25 by 161 with 2 car garage. Mammoth Floorplan, Multiple Bays, Expansive footprints , offer (3) 3 bedroom 2 baths, separate GFA/CA, washer dryer in units, hardwood floors, high ceilings, fireplaces, significant mill work and built ins, full basements with opportunity for further expansion. Hyper Convenient 1/4 block to green line, minutes to Lakefront, Kenwood/Hyde Park, U of C Campus and much more. Perfect for owner occupant, investor or 1031 Candidate. Fully Stabilized with meat on the bone. Income $78,900/GRM Can also purchased as package with 4734

4736 S Prairie Avenue, Chicago
1450 S Avers Avenue, Chicago
$475,000
7 Beds ⋅ 3 Baths ⋅ 12771888 MLS ⋅ ACTIVE Status
LOOKING FOR A FANTASTIC OPPORTUNITY TO OWN A GREAT INCOME PRODUCING MULTI-UNIT? LOOK NO FURTHER? ** BEAUTIFUL & SPACIOUS GREYSTONE 2 FLAT, FULLY RENOVATED IN 2020. 1ST FLOOR APARTMENT DUPLEXED DOWN TO THE BASEMENT, FEATURES 5 BED/2 BATHS. THE 2ND FLOOR FEATURES 3 BEDROOMS & 1 BATH. ADDITONAL ATTIC/RECREATIONAL SPACE WITH SEPARATE ENTRANCE READY FOR YOUR IDEAS. OR DUPLEX UP FROM THE 2ND FLOOR FOR ADDITIONAL LIVING SPACE. ALL UNITS HAVE HARDWOOD FLOORS THROUGHOUT & CARPET IN THE 2ND FLOOR BEDROOMS! NEWER KITCHEN CABINETS WITH GRANITE COUNTERTOPS, SS APPLIANCES, CENTRAL HEAT/AIR, & 2 CAR GARAGE. THIS PROPERTY HAS BEEN WELL MAINTAINED BY ITS OWNER. 1ST FLOOR APARTMENT HAS LONG TERM TENANTS. TENANTS PAY THEIR OWN HEAT, ELECTRIC AND GAS. WASHER & DRYER HOOK-UP IN THE BASEMENT! GREAT CASH FLOW!

1450 S Avers Avenue, Chicago
5835 N Winthrop Avenue, Chicago
$1,100,000
9 Beds ⋅ 5 Baths ⋅ 12769232 MLS ⋅ CONTINGENT Status
Stunning classic Greystone offering incredible character, spacious floor plans, and strong income potential in the heart of Edgewater. This legal 3-unit building also features a 1-bedroom, 1-bath in-law suite on the lower level, providing additional flexibility and income. The first and second floors each offer expansive 3-bedroom, 1-bath layouts with soaring ceilings, beautiful vintage details, generous room sizes, great natural light, and outdoor space. Much of the original woodwork and architectural character has been preserved while the building has been updated for modern living with forced-air heat, central air conditioning, dishwashers, and other improvements. The top-floor unit is an impressive 2-bedroom, 2-bath residence featuring vaulted ceilings, an updated kitchen and baths, in-unit laundry, a gas fireplace, and a bright, open feel. Current rent roll includes the lower-level 1-bedroom in-law suite at $900/month with a long-term month-to-month tenant; the first-floor 3-bedroom is currently vacant; the second-floor 3-bedroom rents for $1,900/month with a long-term month-to-month tenant; and the top-floor 2-bedroom, 2-bath rents for $2,600/month and is leased through August 2027. The property offers an excellent opportunity for a new owner to make improvements over time and further enhance an already beautiful vintage building. Several of the current rents reflect long-term tenancies and are below current market levels, offering additional income potential as units are updated and rents are brought closer to market. The vacant first-floor unit provides an immediate opportunity to make it your own, establish market rent, or owner-occupy while collecting income from the other units. A rare opportunity to own a beautiful Chicago Greystone combining vintage character, modern conveniences, existing rental income, and future upside. Out of respect for tenant privacy, only floor plans of the occupied units are included in the listing, but a full virtual tour is available. The vacant first-floor unit is available for showings at any time. All other units are available to be shown with a minimum of 48 hours' notice.

5835 N Winthrop Avenue, Chicago
1357 N Maplewood Avenue, Chicago
$1,050,000
8 Beds ⋅ 4 Baths ⋅ 12765710 MLS ⋅ PENDING Status
Classic Chicago greystone legal three-flat offering the right combination of lifestyle, flexibility and income potential at the crossroads of East Humboldt Park and West Town. The vacant first-floor residence is a spacious 2-bedroom, 2-bath duplex-down-an excellent opportunity for an owner-occupant who wants additional rental income or an investor seeking immediate leasing potential. The second and third floors each feature 3 bedrooms and 1 bath. All three units offer formal dining rooms, individual HVAC systems and rear decks, with tenants responsible for their own gas and electric. Shared laundry is available in the basement, and a 2-car garage adds valuable off-street parking. Enjoy easy access to Humboldt Park, the 606 Bloomingdale Trail, and the restaurants, cafes, nightlife and shopping found throughout West Town, Wicker Park and the North Avenue and Division Street corridors. Nearby CTA bus routes, the Western Blue Line and convenient access to I-90/94 make traveling downtown and throughout the city easy. Whether you choose to live in one unit and offset your mortgage with rental income or add a well-positioned three-flat to your portfolio, this property offers multiple paths to long-term value.

1357 N Maplewood Avenue, Chicago
6018 S Sangamon Street, Chicago
$392,000
5 Beds ⋅ 2 Baths ⋅ 12768529 MLS ⋅ CLOSED Status
Discover 6018 S Sangamon Street-a stunningly updated greystone 2-flat, ideal for both investors and owner-occupants. Each unit boasts over 1,300 sq. ft. of living space, brand-new mechanicals and appliances and modern finishes throughout. Unit 1 offers 2 bedrooms and 1 bathroom, while Unit 2 provides 3 bedrooms and 1 bathroom. Enjoy LVP flooring and sleek kitchens featuring quartz countertops, custom cabinets, and stainless steel appliances. The clean, unfinished basement includes a shared laundry area and separate utility panels. Outside, a well-kept, low-maintenance yard. Whether you're house hacking your first home or seeking a fully turnkey addition to your rental portfolio, this property is move-in ready and an outstanding investment opportunity.

6018 S Sangamon Street, Chicago
652 W Sheridan Road, Chicago
$2,749,000
5 Beds ⋅ 5 Baths ⋅ 12767765 MLS ⋅ ACTIVE Status
Nestled in leafy East Lakeview is this iconic 5 BR/4.1 BA Chicago Greystone on a massive 35' x 167.5' lot, with over 6,800 sq. ft. of finished living space. This home is essentially new construction inside of a vintage envelope. During its extensive 2016 gut renovation, no detail was overlooked, nor expense spared. Thoughtfulness, craftsmanship and innovation were at the fore. New Marvin windows were custom made to look like the originals, and all doors, staircases and wood trim were custom built to fit the style of the home, while adding a contemporary feel. The exterior facade and masonry was diligently maintained for authenticity. Stepping through the front door, the charming foyer leads to a grand staircase. Opening to a bright and airy south-facing formal living and dining room, the space is perfect for large scale entertaining and watching the seasons change from every window. The main living spaces flow beautifully into the chef's kitchen, which features custom cabinetry, quartz countertops, Wolf and Sub-Zero stainless steel appliances, two dishwashers, an island with bar seating, and a butler's pantry with a Sub-Zero wine refrigerator and beverage drawers. The back half of the main level is designed for fun and relaxation. Curl up with a movie or good book by the originally preserved fireplace, read the morning news in the dining area surrounded by windows, or host a competitive game night with plenty of room to spread out. The attached 2.5 car garage is easily spacious enough to store a third car; above it, with direct access from the living spaces, is an 800Sq.Ft. rooftop deck, perfect for large gatherings or a cozy retreat. Upstairs are 4BR's and 3BA's, with lots of natural light coming from the large windows and two skylights. The huge primary bedroom suite includes an oversized walk-in closet, with expansive custom cabinetry, a laundry hook-up, and a chute to the main laundry room. The en suite primary bathroom is spa quality, with large marble slabs, heated floors, dual vanity, walk-in shower and a full tub. Two other bedrooms are large and well designed with generous closets/storage, and the bathrooms have beautiful stone and tile, with heated floors. Currently the 4th bedroom is used as a stunning library and office with an original oak mantel and fireplace. Downstairs the entire lower level was dug down to add two feet of ceiling height and create additional comfortable living space, with stunning porcelain tile floors and radiant floor heat throughout. A large, open family/recreation room measures 54' feet long, has a surround- sound TV viewing space, and a future wet bar area (plumbing and power is already installed). The lower level has one additional bedroom and one full bath, and the adjacent rec room is large enough to easily add a 6th bedroom or an au paire/guest suite. This location is the best of lakefront living! Steps to the Lake Shore Drive pedestrian underpass to the lakefront path, Sydney Marovitz Golf Course, tennis courts, Belmont and Montrose Harbors, Starbucks on the next corner, and so much more. Multiple restaurants and neighborhood staples nearby such PR Italian Bistro, El Mariachi, Good Times BrewPub, and The Bake House, plus endless options down Broadway. Whole Foods, Jewel-Osco, Target and the soon-to-arrive Trader Joes are all within a four block walk or drive. Public transit is easy with the CTA Sheridan Red Line Station 3 blocks away, and the Broadway, Lake Shore Drive Express, Sheridan and Irving Park bus lines all within one block. Commuting downtown is easy and convenient via Lake Shore Drive at the end of the street. Plenty of school options nearby such as Bernard Zell Anshe Emet, Greeley Elementary, Disney Magnet School, or a straight shot down Lake Shore Drive to Latin School, Francis Parker and the Lab Schools.

652 W Sheridan Road, Chicago
4512 S Greenwood Avenue Unit #3, Chicago
$374,998
3 Beds ⋅ 2 Baths ⋅ 12767565 MLS ⋅ CONTINGENT Status
Classic greystone character, generous room sizes, and thoughtful renovations come together in this approximately 1,800-square-foot, 3-bedroom, 2-bath second-floor condo. Hardwood floors flow through the main living areas, including a bright living room with bay windows, recessed lighting, and a fireplace, as well as a separate dining area framed by graceful arched openings. Renovated within the past five years, the kitchen features abundant white shaker cabinetry, marble-look quartz countertops, an oversized waterfall island with seating, a farmhouse sink, subway tile backsplash, stainless steel appliances, and a family-sized double-door refrigerator. The expansive primary suite offers plenty of room to unwind and connects to a beautifully renovated bath with marble-look porcelain tile, a freestanding tub, separate shower with rainfall showerhead and niche, and a double vanity with quartz countertops. A 200-square-foot rear porch extends the living space outdoors. In-unit laundry, central HVAC, and included exterior parking complete the home, all conveniently located near the University of Chicago and Metra transportation.

4512 S Greenwood Avenue Unit #3, Chicago
556 W Arlington Place Unit #3, Chicago
$891,000
3 Beds ⋅ 3 Baths ⋅ 12759821 MLS ⋅ CLOSED Status
Rarely available top-floor residence in an intimate three-unit Greystone situated on an extraordinary 64' x 177' lot in Lincoln Park's Arlington-Deming Chicago Landmark District. Offered for the first time in 55 years, this expansive 3-bedroom, 2.1-bath home with a separate office presents an incredible opportunity to renovate and create a truly exceptional residence. The gracious floor plan features soaring ceilings, hardwood floors, a wood-burning fireplace, an oversized living room, separate formal dining room and a wonderful sunroom overlooking the property. The kitchen opens directly to a large private third-floor deck, creating exceptional indoor/outdoor potential. Residents also enjoy a beautifully landscaped common side lot with gardens and a sitting area, a rare amount of shared green space in the heart of Lincoln Park. Garage parking and substantial private storage room are included. Adding to the uniqueness of the property, the condominium association receives approximately $59,500 in annual revenue generated by the coach house and seven additional garage spaces. Located in the highly sought-after Alcott School District and moments from the lakefront, Lincoln Park and neighborhood dining and shopping. Property is being sold AS-IS and requires a complete renovation. Bring your architect, designer and contractor and reimagine this remarkable top-floor home.

556 W Arlington Place Unit #3, Chicago
432 E 45Th Place, Chicago
$824,900
11 Beds ⋅ 4 Baths ⋅ 12765072 MLS ⋅ ACTIVE Status
Once in a lifetime listing coming to the market. This traditional four flat greystone has been recently updated and is ready for a new owner. Nestled in the heart of Grand Boulevard you have to come and see to truly appreciate the location, quietness, and block privacy. Featuring an open floor plan on the first floor which has three bedrooms, and identical four-bedroom floor plans for the second and third floor. The first and third floor units have both been updated in the last five years, with the third-floor unit being rehabbed as recent as this Spring. The garden unit needs to be finished but has the space to be a roomy two-bedroom apartment, with the bathroom plumbing already in place. This property also features separate heating for all units, and a two-car brick garage. If you like quiet spacious living close to transportation and countless amenities this property is for you.

432 E 45Th Place, Chicago
2722 W Potomac Avenue, Chicago
$1,100,000
10 Beds ⋅ 4 Baths ⋅ 12762861 MLS ⋅ CONTINGENT Status
Rare opportunity to own a truly distinctive Humboldt Park property with the curb appeal of a castle and the timeless character of a classic Greystone. Constructed with Indiana Limestone, this meticulously maintained legal three-unit building showcases the durable construction and architectural character for which Chicago's Greystones are renowned. Each of the three upper-level apartments is approximately 1,200 square feet and features a private balcony, nearly 10-foot ceilings, natural hardwood floors, three bedrooms with closets, and two generously sized bedrooms in each unit, with additional finished living space on the garden level offering excellent flexibility for an owner occupant or investor. Vintage character abounds, including original doors, trim, hardware, ornate built-in hutches on the first and third floors, and original cast-iron clawfoot tubs in each apartment. Kitchens feature exterior ventilation, with commercial-grade kitchen vents installed in 2024. Recent improvements include granite countertops and bathroom vanities throughout, a new stainless-steel refrigerator in each unit, and a recently refreshed top-floor apartment featuring a completely renovated bathroom and new electrical outlets. Significant mechanical and infrastructure updates provide peace of mind, including a recently rebuilt boiler, newer water heaters, coin-operated laundry, new copper water service installed in 2023 in conjunction with the City's sewer main work, and copper plumbing throughout the building completed since then. The finished garden level offers additional usable living space with approximately 7-foot ceilings. A large, beautifully landscaped backyard with mature trees creates a private urban oasis rarely found in the neighborhood. Two-car garage plus easy zoned street parking. Just 200 yards from Humboldt Park, enjoy convenient access to the park's lagoons, tennis courts, beach, gym, playground, and extensive walking, running and biking paths. Bike to the 606/Bloomingdale Trail in approximately four minutes, stroll to Division Street restaurants and neighborhood amenities, or bike downtown in approximately 25 minutes. A special property combining Greystone architecture, Indiana Limestone construction, generous living space, substantial updates, outdoor amenities, and an exceptional Humboldt Park location.

2722 W Potomac Avenue, Chicago
3234 W Fulton Boulevard, Chicago
$649,900
6 Beds ⋅ 3 Baths ⋅ 12759675 MLS ⋅ ACTIVE Status
GORGEOUS CLASSIC CHICAGO GREYSTONE 2-FLAT - BOTH RESIDENTIAL UNITS COMPLETELY REHABBED IN 2025! Both units have been beautifully renovated, while many major systems and exterior components have also been replaced or upgraded. Major 2025-2026 improvements include a NEW ROOF, WINDOWS, FURNACES, CENTRAL A/C, WATER HEATER, ELECTRICAL, PLUMBING, SIDING/EXTERIOR, GUTTERS & DOWNSPOUTS, SUMP PUMP, SEWER LINE, and BASEMENT/FOUNDATION WATERPROOFING. New drywall was installed throughout both units. Each unit features new kitchens with cabinets, countertops and appliances, remodeled bathrooms, updated flooring, fresh paint, new lighting, fixtures, doors and trim. New refrigerators, ranges, dishwashers, washers and dryers are included, along with smart thermostats and security cameras. The property also offers a rear deck, extra-deep backyard and parking, plus an unfinished basement with front and rear access, good ceiling height and separate heating. The basement provides excellent storage and flexible-use space, with potential for a future garden unit, subject to City of Chicago zoning, building-code and permitting requirements. Ideally located in East Garfield Park, just minutes from the United Center, Green Line, I-290, Garfield Park Conservatory, parks and Downtown Chicago. A wonderful opportunity to own a classic Chicago Greystone with two beautifully rehabbed residential units, major updates already completed, a spacious lot, and an unfinished basement with future potential. A great choice for an owner-occupant or investor!

3234 W Fulton Boulevard, Chicago
4004 N Clarendon Avenue Unit #2, Chicago
$585,000
3 Beds ⋅ 2 Baths ⋅ 12759338 MLS ⋅ CLOSED Status
Welcome to 4004 N Clarendon Ave #2, a spacious and light-filled 3-bedroom/2 bath condo nestled at the cusp of quaint Buena Park and Lakeview East neighborhoods. This classic Greystone offers the perfect combination of timeless architectural charm and modern updates. Original millworker, leaded glass, hardwood floors and a wood-burning fireplace provide vintage charm to this thoughtfully designed home. Large windows, tall ceilings, and newer Ballard light fixtures throughout provide tons of light, both natural and controlled. The layout offers plenty of flexibility for everyday living, entertaining, and working from home. The large Chef's kitchen features eat-in dining space, white 42" cabinets, island, built-in bar, granite counters, newer high-end appliances including 6-burner range and incredibly spacious pantry. The primary bedroom easily fits a king-sized bed and has a large walk-in closet. The two additional bedrooms are generously sized with professionally organized closets. The main bathroom bathroom has a large walk-in shower and in-unit laundry while the second bathroom features classic white tile. Large private storage room in basement and one exterior parking space included. Conveniently located just steps from the lakefront, parks, dining, shopping, Wrigley Field and Montrose Harbor! Enjoy quick access to Lake Shore Drive and public transportation.

4004 N Clarendon Avenue Unit #2, Chicago
847 W Roscoe Street Unit #1, Chicago
$679,000
3 Beds ⋅ 2 Baths ⋅ 12760221 MLS ⋅ ACTIVE Status
Beautifully updated 3-bedroom, 2-bath duplex in a classic Lakeview greystone, offering the perfect blend of vintage character and modern convenience. The spacious main level features hardwood floors, oversized bay windows, original woodwork, a decorative fireplace, and a separate formal dining room with a built-in china cabinet. The updated kitchen offers quartz countertops, two-tone shaker cabinetry, stainless steel appliances, a center island, and charming stained-glass accents. Two bedrooms, a beautifully renovated full bathroom, and a dedicated laundry room complete the main floor. The versatile lower level provides additional living space with a comfortable family room, office nook, and third bedroom featuring an en-suite bathroom and separate exterior access. Enjoy a newly built deck overlooking the shared yard, along with the convenience of an included off-street parking space. Located in an intimate three-unit building with exceptionally low monthly assessments of just $255. All in a fantastic East Lakeview location, just steps from neighborhood restaurants, shopping, public transportation, and the lakefront. A rare opportunity to enjoy generous living space, historic charm, and modern updates in one of Chicago's most desirable neighborhoods. Just a short walk to the Belmont L, the lakefront, and the restaurants and shops of East Lakeview.

847 W Roscoe Street Unit #1, Chicago
2135 W Armitage Avenue, Chicago
$1,400,000
12748590 MLS ⋅ ACTIVE Status
BUCKTOWN MULTI-UNIT INVESTMENT OPPORTUNITY ON ARMITAGE AVENUE! Rare opportunity to own a distinctive greystone building in the heart of Bucktown. The property is a legal five-unit building with an additional non-conforming basement unit, offering six residential units in total: four 2-bedroom/1-bath units and two 1-bedroom/1-bath units. Each unit features central air conditioning and forced-air heat. Additional improvements include a new concrete parking pad and new fencing, providing valuable off-street parking and enhanced exterior appeal. Ideally located near Bucktown's restaurants, shopping, entertainment, transportation and parks. An excellent opportunity for investors seeking multiple income-producing units in one of Chicago's most desirable neighborhoods.

2135 W Armitage Avenue, Chicago
832 N Paulina Street Unit #1, Chicago
$850,000
3 Beds ⋅ 3 Baths ⋅ 12755171 MLS ⋅ CONTINGENT Status
FULL WALK THRU VIDEO ON VIRTUAL TOUR BUTTON. Exceptional, extra-wide 2660 sqft - 3BR/3BA duplex in a classic 1891 Chicago greystone in the heart of East Village (redone in 2019). Meticulously maintained, this spacious home blends vintage character with modern amenities. Private entrance opens to a generous living/dining space with east facing bay windows, abundant natural light and hardwood floors. Custom designer kitchen features stainless steel appliances, 5-burner range, large island, built-in table, custom cabinetry and pantry. Main level offers 2 bedrooms and 2 full baths, including a spacious primary suite with heated bath floors and walk-in shower. Lower level features a large family room, oversized 3rd bedroom, full bath and substantial utility/storage space. Side-by-side washer/dryer and custom-organized closets. Beautifully landscaped yard, large private rear deck and 1-car garage space. Ideally located near wicker park restaurants, shopping, parks and public transportation. Talcott Elementary School. Furnace & A/C 2022; water heater 2025; balconies 2026; spot tuckpointing 2026, full roof & garage roof 2019. 2025 taxes: $16,736.14. HOA: $346/month. 8k in reserves - no specials planned

832 N Paulina Street Unit #1, Chicago
1242 S Millard Avenue, Chicago
$400,000
6 Beds ⋅ 3 Baths ⋅ 12757989 MLS ⋅ PRICE CHANGE Status
ATTENTION HOME BUYERS LOOKING FOR A 2-unit Greystone in a well sought after area that's located 12 minutes from the Medical District and 10 minutes from the United Center. This property has a one-bedroom apartment in the basement for additional income. It's perfect for a family looking to have their own individual apartment or an owner looking to live in one unit and rent the other two units and live mortgage free. All units have a washer/dryer, central air, and heat. This building is a great investment for the savvy investor or owner occupant as all utilities are paid by each tenant except the water bill. Great opportunity! BEING SOLD AS-IS!!!!

1242 S Millard Avenue, Chicago
1505 S Spaulding Avenue, Chicago
$699,000
8 Beds ⋅ 6 Baths ⋅ 12756234 MLS ⋅ ACTIVE Status
Fully renovated three-unit Greystone in North Lawndale! Excellent opportunity for owner occupant or house hacking/investment. Property offers new mechanical, electrical, and plumbing system, new roof, Modern kitchens with white shaker cabinets and quartz countertops, Updated bathrooms and Separate utilities for each unit. First floor offers 2 bedrooms and 2 bathrooms and second and third floor has 3 bedrooms and 2 bathrooms. Basement is preapproved for an ADU, offering the potential to create a fourth unit or can be duplexed with the first floor for additional living space. Two car brick garage. Convenient access to public transportation, major roadways, neighborhood amenities, and downtown Chicago. Area experiencing continued investment and redevelopment, Strong rental income potential.

1505 S Spaulding Avenue, Chicago
514 W 66Th Street, Chicago
$275,000
3 Beds ⋅ 3 Baths ⋅ 12756214 MLS ⋅ ACTIVE Status
Stop the car!!! This elegant greystone is built to last and ready for you to move into, featuring hardwood floors 5 bedrooms and 2.5 baths for your family needs. Home also features a FULL inlaw space in the finished basement ready for a growing family. outside features a spacious deck great for entertaining plus a gazebo on the patio and a 2 car garage. Gas forced air heat and central air for those warm nights...Pool table stays, don't pass this one by. easy to show. All appliances listed stays !!!

514 W 66Th Street, Chicago
2114 S Trumbull Avenue, Chicago
$460,000
7 Beds ⋅ 3 Baths ⋅ 12756203 MLS ⋅ CONTINGENT Status
Beautifully maintained Greystone multi-unit property offering 7 bedrooms, 3 bathrooms, and 2 kitchens. This spacious building features a 2-car garage and a roof that was replaced just 2 years ago. A great opportunity for investors or owner-occupants seeking a well-cared-for property with plenty of space and timeless character.

2114 S Trumbull Avenue, Chicago
1437 N Dearborn Street, Chicago
$3,750,000
5 Beds ⋅ 5 Baths ⋅ 12750844 MLS ⋅ ACTIVE Status
A rare and seamless blend of architectural history and sophisticated modern living. Situated on one of the neighborhood's most desirable blocks, this spectacular 5,500 square foot, 5-6 bedroom, 4.5 bathroom greystone has been meticulously renovated for a comfortable contemporary lifestyle while honoring its classic Gold Coast character. The handsome three-story stone exterior is capped by an ornate, original copper pediment and roof cresting - welcoming one to the home's many well-preserved historic details. Inside, the expansive front living room offers an inviting layout with space for multiple seating arrangements, a stately fireplace, and a bright and large view, framing mature trees and beautiful Gold Coast architecture. The dining room features the second of the home's three original fireplaces and easily accommodates large family gatherings and dinner parties. The leaded-glass pocket doors provide an elegant partition between the dining room and the home's kitchen. Bathed in morning light, the expansive chef's kitchen is a triumph of thoughtful design and high-end utility. A thick slab of deeply veined white marble tops the oversized central island, which features comfortable counter seating beneath pendant lighting. The culinary suite is anchored by a 48" Wolf range with dual ovens, a Sub-Zero refrigerator, a Bosch dishwasher, and a dedicated wine and beverage fridge. A large bay window, built-in banquette seating, and custom storage cleverly tucked under the rear staircase ensure this magnificent space is as functional as it is beautiful. Stepping out onto the rear terrace reveals a curated private escape. A custom pergola provides shade, while integrated infrared heaters extend the space's use into the cooler months. Designed for effortless entertaining, this exceptional outdoor sanctuary features dedicated areas for grilling and alfresco dining, alongside a full outdoor living room where a fire table provides an inviting focal point for evening gatherings. Back inside, the grand main staircase provides a masterclass in late 19th-century craftsmanship. Rich hardwood handrails and treads contrast with the crisp white wainscoting and expertly carved newel posts. Cleverly concealing a discreet main-floor powder room, the staircase rises past a stunning original stained-glass window to the home's upper levels. Occupying the entire front portion of the home's second level, the primary suite has a deep-set picture window with leafy street views and two closets. The ensuite primary bathroom features beautiful tilework, an oversized, spa-quality shower, separate soaking tub, and double sinks. A second ensuite bedroom with a balcony and a multi-use family room are also located on this level. The home's third floor thoughtfully accommodates three additional, generously sized bedrooms. The front bedroom with cathedral ceilings and a library wall is accessed by a pass-through 14x10ft bonus room, which can be easily tailored to your lifestyle and needs. Completing this level, the two remaining bedrooms share a classic Jack-and-Jill bathroom. The lower level is home to a large family room, a temperature-controlled glass wine room, a dedicated home gym (bedroom six) with modern bath and shower, and a rear mudroom with laundry. A two-car tandem garage completes the home. 1437 N. Dearborn is a truly exceptional and inviting home not often found in the neighborhood. This is a rare opportunity; located two blocks from Lake Michigan and Lincoln Park, in close proximity to beaches, top-rated schools, seasonal farmers' markets, world-class shopping, and fine dining.

1437 N Dearborn Street, Chicago
6525 S Vernon Avenue, Chicago
$365,000
6 Beds ⋅ 2 Baths ⋅ 12753109 MLS ⋅ ACTIVE Status
Rarely Available Greystone 2-Flat! This Gem has the original wood work thru-out along with gorgeous hardwood flooring. The built-in on the first level adds character that blends with the remodeled upgrades perfectly. All units feature remodeled kitchen and baths with stainless steel appliances, dishwasher and granite countertops with ceramic style modern flooring and new vinyl windows (2022)Newer roof with silver coating. Seperate heat in all units. First floor has 3 bedrooms and Second floor has 3 bedrooms. Partially finished basement with laundry and storage. Detached 2 Car Garage and conveniently located near transportation and the Obama Presidential Library.

6525 S Vernon Avenue, Chicago
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