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$1,150,000
10 Beds ⋅ 5 Baths ⋅ 12679977 MLS ⋅ CLOSED Status
Live and Earn in Logan Square! Iconic Chicago 4 +1 non conforming unit greystone with stunning historic charm, modern convenience, and tons of possibilities. Whether you're an investor seeking a turnkey asset, or an owner-occupant looking to live rent-free, this solid well-maintained building offers both immediate cash flow and long-term appreciation in a vibrant, dynamic, and highly sought-after area. All units are 2bd/1ba, extra wide lot, and oversized garage seal the deal on this exceptional income generating opportunity. New roof, windows, and porch 2017. All units are spacious and charming, with abundant natural light, functional layouts, hardwood floors, and updated fixtures and finishes. The unit mix is ideal for attracting a wide range of tenants, for an owner-occupant, or flipper. This property provides a strong, stable rental income from day one with enormous upside potential for rent growth, parking, laundry and other and value-add income opportunities. Located in the heart of one of Chicago's most coveted and culturally rich neighborhoods, this property immerses you in the quintessential Logan Square lifestyle. Known for its iconic boulevards, stately greystone architecture, and creative energy, the area is a favorite among artists, families, and professionals alike. Residents enjoy world class restaurants and bars, the famous Logan Square Farmers Market, the historic Logan Theatre, and the sprawling green space of Palmer Square Park. This is a rare and lucrative investment opportunity in a prime Logan Square location. **4 legal, 1 non conforming unit**

2337 N Sawyer Avenue, Chicago
$800,000
3 Beds ⋅ 2 Baths ⋅ 12672574 MLS ⋅ CLOSED Status ⋅ Andersonville BLDG.
MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST OFFERS DUE BY MONDAY JUNE 22ND AT 7PM. PLEASE NO ESCALATION CLAUSES OR HOME SALE CONTINGENCIES & GOOD LUCK! Looking for the fun and convenience of city living but want a space that lives like a true home? Look no further - 1428 W Olive #2 has perfect blend of vintage charm and modern luxury on one of Andersonville's most beautiful and peaceful residential streets with all the spaces you'd enjoy in a single family home. This sun-drenched, completely renovated 3-bedroom, 2-bathroom + office/den/second living space home offers an open-concept layout today's buyers crave, but with the timeless character only vintage Chicago buildings can offer. The heart of the home is a stunningly updated kitchen (2020) that flows seamlessly into extra wide, expansive living and dining spaces, making entertaining effortless. Vintage hardwood floors run throughout, while beautifully remodeled bathrooms (2020 & 2021), custom-built closet systems, dedicated office space, and abundant natural light create a home that is as functional as it is stylish. Original stained-glass windows and a charming fireplace provide warmth and character rarely found in such a thoughtfully updated residence. Enjoy morning coffee or summer dinners & wine from your wine fridge (2023) on the covered rear deck, plus the convenience of a private garage parking space complete with an EV charger (2025), dedicated storage, and a well-maintained building featuring a new roof (2023). Located just steps from Andersonville's beloved Clark Street corridor, you'll find neighborhood favorites like Hopleaf, Big Jones, & Bar Roma, along with boutique shopping at Andersonville Galleria, Foursided Card + Gift - Andersonville, Milk Handmade, and Five Elements Home. Andersonville is known as Chicago's "shop local" capital, filled with independent restaurants, cafes, bookstores, and galleries to explore. Spend your weekends strolling the Andersonville Farmers Market, attending the neighborhood's iconic Midsommarfest, enjoying Taste of Andersonville, Wine Walks, Arts Weekend, and countless other community events that make this one of Chicago's most vibrant neighborhoods. A rare opportunity to enjoy turnkey living, historic Greystone character, and a true walk-to-everything lifestyle in the heart of Andersonville - and within the coveted Peirce school district on this extra wide 35 foot lot.

1428 W Olive Avenue Unit #2, Chicago
$149,900
9 Beds ⋅ 3 Baths ⋅ 12677859 MLS ⋅ CONTINGENT 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
$310,000
3 Beds ⋅ 3 Baths ⋅ 12673687 MLS ⋅ PRICE CHANGE Status
Welcome Home to this Beautiful 3 Bedroom, 2.5 Bathroom Chicago Condo nestled in a Classic Greystone Building. Step inside to discover a thoughtfully Updated Interior featuring an Open Floor Plan, Neutral Designer Finishes, and Modern Upgrades Throughout. The Spacious Living Area is highlighted with Hardwood Floors, a Gas Log Fireplace and Windows that bring in Natural Light. The Kitchen showcases an Abundance of Cabinetry, Granite Countertops, Stainless Steel Appliances, and a Breakfast Bar Island highlighted by Pendant Lighting. The Primary Bedroom features a Large Walk-in Closet and an EnSuite Marble Bathroom with Double Sink Vanity, Whirlpool Tub and Separate Shower. In addition, there is a Generously Sized Secondary Bedroom and an EnSuite Guest Bedroom. To complete the home there is a Stylish Powder Room, Convenient In-unit Washer and Dryer, and Central Heat and Air. Outside, enjoy a Secured Rear Courtyard with Gated Access and One Convenient Exterior Parking Space. This Prime Location is Moments to: I-90, Red and Green Lines, Local Parks, Oakwood Beach, Mariano's, Dining Shopping and More.

4548 S Indiana Avenue Unit #1S, Chicago
$777,000
3 Beds ⋅ 2 Baths ⋅ 12673174 MLS ⋅ CLOSED Status
Stunning top-floor 3-bedroom, 2-bath home in a beautifully rehabbed greystone on one of the Southport Corridor's best blocks. Set on a quiet, tree-lined one-way street surrounded by other one-way streets, this home offers the charm, space, and location buyers hope to find but rarely do. Sun-filled living spaces feature 10-foot ceilings, hardwood floors, beautiful millwork, and original details throughout. A gracious living room with a large bay window opens to a proper formal dining room, creating an easy flow for everyday living and entertaining. The granite eat-in kitchen with stainless steel appliances leads to a flexible office/den/playroom and a large private deck. The primary suite now features a newly renovated bathroom, making an already special home even better. Additional highlights include a rehabbed front porch, approximately 400 square feet of private basement storage, new roof, low assessments, and shared use of a fully fenced, paved backyard. An intimate two-unit association gives the home a single-family feel, all just one block from Blaine School and moments from Southport's shops, restaurants, transportation, and neighborhood favorites. Easy street parking or transferable leased garage parking.

3855 N Greenview Avenue Unit #2A, Chicago
$475,000
6 Beds ⋅ 3 Baths ⋅ 12669141 MLS ⋅ ACTIVE Status
Historic Greystone Mansion Opportunity in the Heart of Bronzeville A blank canvas for your ultimate dream home! Nestled in Chicago's historic and vibrant Bronzeville neighborhood, this massive, all-brick 3-story Greystone mansion stands ready for a stunning architectural rebirth. Representing a rare chance to blend timeless late-19th-century elegance with modern luxury, this property is being sold As-Is, offering a phenomenal opportunity for savvy investors, developers, or ambitious live-in visionaries. Key Property Features & Preservation Highlights:Stately Architecture & Historic Details: Built in 1883, this grand home features a soaring 3-story layout with beautiful architectural bones, including an iconic stone facade, historic front and rear stairwells, and exquisite original stamped wood walls and crown molding.Expansive Floor Plan: A massive 13-room layout with the footprint to easily accommodate 6 to 8 bedrooms and multiple baths.Income or Multi-Generational Potential: Features a ground-level walk-out unit that has been completely gutted and boasts its own dedicated private entrance and exit-perfect for an in-law suite, a high-end guest apartment, or rental income. Architectural Plans Included: Skip a massive step in the planning phase! The owner has already commissioned full architectural plans for the entire home's transformation, which are available to view and utilize for your renovation. Vibrant Bronzeville Neighborhood Amenities: Live or invest in a neighborhood renowned for its rich cultural history, striking architecture, and booming community development. This prime location offers unparalleled access to:Parks & Waterfront: Just minutes from the sprawling lakefront, Margaret Burroughs Beach (31st Street Beach), and the historic Burnham Park-perfect for running, cycling, or enjoying Lake Michigan. Dining & Culture: Walk to a thriving local culinary scene featuring celebrated neighborhood favorites like Pearl's Place, Peach's on 47th, and Bronzeville Winery, alongside boutique coffee shops, local art galleries, and the historic Monument to the Great Northern Migration.Elite Education & Innovation: Situated near the Illinois Institute of Technology (IIT) campus and down the street from the exciting new Bronzeville Lakefront development, promising massive future economic growth. Commuter's Dream: Commuting is effortless! Located just east of the Dan Ryan Expressway (I-94) and steps from the CTA Green and Red Line stations, as well as multiple Metra stops for a lightning-fast trip into the Loop.Opportunities to restore a majestic piece of Chicago history like this do not come along often. Bring your contractor and your vision-schedule your private tour today!

3633 S Giles Avenue, Chicago
$510,000
8 Beds ⋅ 3 Baths ⋅ 12667709 MLS ⋅ CLOSED Status
Wow! Must see this unique and gorgeous Greystone 2 flat building with finished basement. Completely remodeled in 2022. Beautiful kitchens with white cabinets, granite counter tops, wall mount vent hood and stainless steel appliances. Newer windows, electric, ceramic tile, central air conditioner, siding, wood laminate, hardwood floor, roof, deck, side walk and laundry room. Laundry hookup in second floor. 4 tandem private Parking spots with sliding door. Front wrought iron fence and wood fence around the house. Close to public transportation, short walk to CTA Green line station, located minutes from I-290 expressway. Must see inside to appreciate. Don't let this one get away!!!

5208 W Washington Boulevard, Chicago
$1,299,000
8 Beds ⋅ 3 Baths ⋅ 12666976 MLS ⋅ CONTINGENT Status
Exceptional opportunity to own a classic Chicago Greystone in one of Lakeview's most sought-after locations. Situated just steps from Wrigley Field, the Southport Corridor, CTA transit, shopping, dining, and entertainment. This well-maintained investment property offers the perfect blend of historic charm, stable income, and long-term upside. The building consists of two spacious 3-bed / 1-bath apartments plus a non-conforming 2-bed garden unit. All the units showcase features that tenants love, including hardwood floors, good room sizes, separate living & dining rooms, Washer & Dryer in each unit. Additional features include gas-forced heat and central A/C, rear porches, and 3 tandem parking spaces accommodating up to six vehicles. Investors will appreciate the opportunity to increase rents through strategic updates, while owner-occupants may explore future renovation, duplexing, or conversion possibilities. Whether you're seeking a turnkey investment, a value-add opportunity, or a chance to own a piece of classic Chicago architecture, this Lakeview Greystone delivers location, character, and exceptional potential in one of the city's most enduring neighborhoods.

1513 W Addison Street, Chicago
$545,900
8 Beds ⋅ 3 Baths ⋅ 12670218 MLS ⋅ CONTINGENT Status
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 electric 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. Additional highlights include a brand-new 2-car garage (new construction) 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. Schedule your showing today and experience the perfect blend of classic architecture and modern upgrades!

539 N Trumbull Avenue, Chicago
$380,000
9 Beds ⋅ 3 Baths ⋅ 12669270 MLS ⋅ CLOSED Status
Welcome to this beautifully renovated GREYSTONE 2-unit property offering incredible income potential and future upside. This oversized building features a massive duplex-down first unit with 5 bedrooms and 2 bathrooms, along with a spacious 4 bedroom, 1 bathroom second-floor unit-ideal for maximizing rental income. The property has been thoughtfully updated with modern finishes throughout, making it truly turnkey for an investor or house hacker looking to generate strong cash flow from day one. What sets this property apart is the significant value-add opportunity: the expansive lower level provides the potential to be converted into an additional unit, allowing a buyer to create a 3-unit building and substantially increase rental income. With the right vision, this property can easily produce $5,000+ per month in rental income. Perfect for: Investors seeking strong returns House hackers looking to cover their mortgage Buyers looking for a property with forced appreciation potential Conveniently located with access to public transportation, major roadways, and neighborhood amenities. Don't miss this rare opportunity to own a high-upside asset with immediate income and future scalability. Qualifies for the $15k Chicago Neighborhood Recovery Program!

6640 S Union Avenue, Chicago
$2,310,000
9 Beds ⋅ 5 Baths ⋅ 12659255 MLS ⋅ CLOSED Status
Discover an extraordinary opportunity in the heart of East Lincoln Park with this historic classic greystone, rich with timeless architectural character. Set on an extra-deep 174.6-foot lot, this stately 3-unit residence showcases the craftsmanship and elegance of a bygone era, including original woodwork, built-ins, stained glass windows, four ornate fireplaces, and beautifully preserved vintage details throughout. Currently configured as three spacious units, the building offers remarkable flexibility for an owner-occupant, investor, or future single-family conversion. The garden unit features 2 bedrooms, 1 bathroom, and an enormous laundry/shop/storage room. The middle "owner's unit", a 2-bedroom, 3-bathroom duplex-up, boasts a formal dining room with serving area, a study featuring a gorgeous fireplace and custom library, and a luxurious primary suite that boasts a fireplace with built-ins, two walk-in closets, and a spa-like ensuite bathroom with an oversized jacuzzi tub, separate shower, and water closet. The top-floor unit is a spacious 4-bedroom, 1-bathroom unit with a living room, sitting room, and a patio overlooking the picturesque treescape outside. Behind the home, a storybook backyard creates a rare private retreat in the city. A huge custom deck with a pergola and built-in seating flows to a paved patio surrounded by lush landscaping and a tall privacy fence, offering exceptional space for entertaining, relaxing, and enjoying the outdoors. A newer two-car garage, built in 2005, completes the property. With an esteemed "orange" rating in the Chicago Historic Resources Survey, the building is recognized as architecturally significant for its historical features. Perfectly positioned on one of the city's most beautiful tree-lined streets in coveted East Lincoln Park, this rare property is just moments from the lakefront, Lincoln Park Zoo, North Pond, Oz Park, and all of the boutique shopping, and acclaimed dining and entertainment options this esteemed neighborhood has to offer!

560 W Arlington Place, Chicago
$270,000
6 Beds ⋅ 2 Baths ⋅ 12663546 MLS ⋅ CONTINGENT Status
Price improvement on this classic Chicago greystone 2-flat with two occupied 3-bedroom, 1-bath units generating current scheduled rents of $3,350 per month. Each unit offers spacious layouts, forced-air heat, and updated kitchen/bath finishes. Full gutted garden-level basement with exterior access provides additional unfinished storage or future improvement potential, subject to buyer due diligence and applicable city requirements. Additional features include an improved rear yard with newer concrete walkway and turf, separate electric meters for each occupied unit, plus common-area electric service. Tenant occupied and being sold as-is. Investor opportunity with existing income and long-term upside.

6140 S Aberdeen Street, Chicago
$410,000
6 Beds ⋅ 2 Baths ⋅ 12663098 MLS ⋅ CLOSED Status
Stunning Greystone two-flat in SIZZLING hot Woodlawn! This is an exceptional opportunity in one of Chicago's fastest-growing neighborhoods. This classic multi-unit property offers two spacious 3-bedroom residences with soaring ceilings, original woodwork, and beautiful vintage details, including decorative fireplaces and charming built-ins that showcase timeless character. The partially finished basement already includes a bathroom and offers incredible potential-create a garden unit, duplex down, or reimagine the entire property as a grand single-family home. The options here are truly endless, so bring your vision, your creativity, and your contractor. Ideal for a 203K loan and surrounded by exciting new development. The location is unbeatable-minutes from the Obama Presidential Library, Griffin Museum of Science and Industry, University of Chicago, beaches, golf courses, parks, top-rated schools, and a vibrant dining scene. Schedule your showing today and explore the possibilities. Property is being sold **AS-IS**.

6418 S Drexel Avenue, Chicago
$380,000
6 Beds ⋅ 2 Baths ⋅ 12661600 MLS ⋅ CLOSED Status
Oversized Garfield Park Greystone 2-UNIT with strong income potential for every type of investor! ZONED RM-5. The 1st floor unit has a generous living and dining area with 3 large bedrooms, and hard wood flooring throughout. Big kitchen in rear with plenty of cabinet storage, a dedicated pantry, and adjacent back porch storage space. The 2nd floor unit also includes sizable living and dining rooms w/ charming vintage built-in, 3 bedrooms, and freshly cleaned carpet. The cozy kitchen comes w/ a large pantry, and more storage space on the rear porch. The finished basement living space offers tons of potential, complete with attached bathroom. Additional storage in basement utility room, with laundry, and a new furnace. Not to mention, a big back yard for relaxing or grilling, and a solid BRICK 2-CAR GARAGE. The roof was rehabbed within the last 10 years. Great location for long/short term tenants-Steps from the Pulaski Blue-line, 290, and Garfield Park. SOLD AS-IS

3914 W Gladys Avenue, Chicago
$629,000
11 Beds ⋅ 3 Baths ⋅ 12661028 MLS ⋅ ACTIVE Status
Fully renovated Greystone two-flat investment property situated on a 6,969 SF lot. The building features two spacious units plus a non-conforming garden apartment, offering strong rental income potential. Unit 1 consists of 4 bedrooms and 1 bath (approx. 1,300 SF), Unit 2 offers 5 bedrooms and 1 bath (approx. 1,350 SF), and the garden unit includes 2 bedrooms and 1 bath. Both main units feature large living and dining areas, hardwood floors, updated kitchens with granite countertops, center islands, dark wood cabinetry, and stainless-steel appliances. Significant improvements include updated plumbing, 200-amp electrical service, newer furnace, central air conditioning, hot water tank, roof, and lighting. Additional features include a spacious rear yard and onsite parking. Current monthly income totals $7,200 plus $300/month from parking. Turn-key investment opportunity with stable cash flow in a classic Chicago Greystone building.

35 N Mayfield Avenue, Chicago
$650,000
2 Beds ⋅ 2 Baths ⋅ 12658218 MLS ⋅ CLOSED Status
Spacious & Stylish in Graceland West Welcome to this beautifully appointed two-bedroom, two-bath condo in a classic Greystone building, perfectly situated in coveted Graceland West-just steps from the vibrant Southport Corridor. Enjoy the best of city living with boutiques, restaurants, and public transit right outside your door. Inside, this charming home blends timeless character with modern updates. Highlights include hardwood floors, soaring 10-foot ceilings, exposed brick, detailed moldings, and elegant wainscoting throughout. The oversized living room-the largest in the building-offers recessed lighting and a stunning bay window that floods the space with natural light. An open floor plan seamlessly connects the living room to a spacious dining area and a fully updated kitchen (2024) featuring quartz countertops, GE Profile appliances, a designer backsplash, under-cabinet lighting, and a luxury faucet-all anchored by a center island with modern pendant lighting. A sophisticated wainscoted hallway leads to the private bedroom wing. The primary suite boasts a tray ceiling with crown detail, abundant natural light, a fully built-out walk-in closet with floor-to-ceiling storage, and an en-suite bath with double sinks, a walk-in shower with corner bench, and updated light fixtures. Both bedrooms feature new carpet (2024)for added comfort. The guest bathroom was refreshed in 2024 with a quartz countertop, updated faucet, and new lighting. Additional conveniences include a full laundry room renovation (2023) with a GE stackable washer/dryer and custom closet, plus overhead storage. The building itself has also undergone significant updates, including a new tankless hot water heater installed in 2024 and a completely redone shared rooftop deck above the garage completed in 2025. Complete with furniture, a grill and firepit, residents enjoy the beautifully updated outdoor space, perfect for entertaining or relaxing on warm summer days. Easy street parking completes the package. Move right in and experience the perfect blend of classic Chicago charm and modern luxury in the heart of Southport Corridor!

1420 W Belle Plaine Avenue Unit #1E, Chicago
$332,500
9 Beds ⋅ 3 Baths ⋅ 12659797 MLS ⋅ CLOSED Status
Great opportunity to own this 3 Unit Greystone Property in thriving North Lawndale. 3 Separate forced air furnaces, 3 A/C condensors on roof, separate hot water tanks replaced within past 3 years, separate electric panels in each unit. Unit 1 has been freshly painted with new flooring and ready to be rented. Units 2 & 3 are occupied with very longtime tenants and are month to month.

3712 W Grenshaw Street, Chicago
$574,900
5 Beds ⋅ 5 Baths ⋅ 12654600 MLS ⋅ CLOSED Status
Grand 3500+ square foot 5 bedroom 4.1 bathroom 3-story greystone in the historic Douglas community ready for its new owner with a vision! Located on a tree-line street and a very walkable community, this estate features incredible original woodwork throughout, a formal living room and dining room with fireplaces and sliding wood pocket doors, hardwood floors, 5 total fireplaces, an eat-in kitchen with oak cabinets and a main level office with a fireplace and 1/2 bath. The second floor has three spacious bedrooms including a primary bedroom with two closets and en suite bathroom with jacuzzi. The third floor has endless possibilities with 4th and 5th bedrooms and a sitting room waiting for your creative ideas! The finished basement has a lower level family room with bar, full bath, laundry room, storage room and utility room. Close to 5000+ total square feet of potential living space throughout including the basement! The spacious rear fenced yard has a large deck and plenty of space to build up to a 2.5-car garage and still have plenty of space for relaxation and entertaining. This home won't last long! Short distance from the lakefront, public transportation, schools, restaurants, Rate Field, McCormick Place, I-94, Lake Shore Drive, IIT, Illinois College of Optometry, parks, shopping and more! Well maintained but being sold "as is".

3640 S Prairie Avenue, Chicago
$3,600,000
7 Beds ⋅ 7 Baths ⋅ 12644647 MLS ⋅ ACTIVE Status
33 E Division was originally constructed in 1881. This historic Potter Palmer Greystone sits on a rare 23.5-foot-wide lot - one of the few wider residences built in the Gold Coast during that era. This historic property encompasses over 7,000 square feet across six levels and is currently configured as four income-producing apartments, with a rare four-car tandem garage created from the former fifth apartment and the original one-car garage. Whether maintained as an investment property, transformed into a boutique luxury residence, or restored into a magnificent single-family mansion, the opportunities here are truly endless. Each apartment throughout the building includes soaring 10+ foot ceilings, original millwork, stained glass, hardwood floors, carved oak mantels, and marble fireplaces. Lovingly maintained by the same owner for nearly 50 years, the property has many updates, including windows, electrical, plumbing, HVAC systems, and roof #1: A ground-level studio with a fireplace, generating $2,000 per month. Lease expires 4/30/27 #2: A generously sized bi-level 2-bedroom, 2-bath residence featuring four fireplaces, a formal dining room, a jacuzzi tub, a steam shower, a private deck (20.5 x 8.0), and rare 4-car parking, generating $5,500 per month. Lease expires 4/30/27. #3: A 1-bedroom apartment and fireplace generating $2,500 per month. Lease expires 10/31/26. #4: A large bi-level 3-bedroom residence featuring three fireplaces, a balcony, a jacuzzi tub, a steam shower, and an expansive private rooftop deck (39.9 x 15.10), generating $6,200 per month. Lease expires 7/31/26 Located in the heart of Chicago's prestigious Gold Coast, just steps from the lakefront, Oak Street Beach, the Magnificent Mile with shopping & fine dining, plus designer boutiques on Oak Street. Just moments from Oak Street Beach and Lake Michigan, Michelin-rated dining, world-class shopping, celebrated entertainment, and renowned cultural attractions, this address delivers the very best of Gold Coast living.

33 E Division Street, Chicago
$411,000
5 Beds ⋅ 2 Baths ⋅ 12657686 MLS ⋅ CLOSED Status
Grand Crossing | 2-Unit Greystone | Airbnb Income | Third Unit Potential A rare opportunity to acquire a fully stabilized, income-producing grey stone two-flat in one of Chicago's most connected and fast-evolving neighborhoods. Meticulously maintained and recently remodeled throughout, this property delivers immediate above-market cash flow - with a third unit conversion opportunity that sets it apart from the competition. Both units are generously sized, featuring open-concept living areas, modern flooring, updated bathrooms, and functional kitchens with contemporary finishes. Currently performing as short-term rentals, the units are producing compelling above-market yields from day one - making this an attractive, financeable asset for investors and owner-occupants alike. The building itself is built to last and ready to perform: classic grey stone construction, separate utility meters, a 2-car garage, and zero known deferred maintenance. No surprises. No heavy lifting. Just a truly turn-key investment. Ideally situated near public transit, neighborhood retail, and major corridors, with effortless access to South Shore Cultural Center, Lake Michigan, and the Loop. Whether you're a seasoned investor looking to grow your portfolio or an owner-occupant this grey stone delivers on every front.

7144 S Ingleside Avenue, Chicago
$860,000
2 Beds ⋅ 2 Baths ⋅ 12656541 MLS ⋅ CLOSED Status
BEST & FINAL 2PM FRIDAY. Timeless elegance meets modern luxury in this stunning sun-filled vintage Greystone, ideally situated on a quiet tree-lined street with picturesque neighborhood views. Thoughtfully and extensively renovated, this exceptional home beautifully blends sophisticated modern finishes with the timeless character and charm of the original architecture. Carefully selected updates, including newer windows designed to complement the rich wood tones of the historic Greystone, create a seamless balance between classic and contemporary design. This expansive 2-bedroom residence offers incredible flexibility with two additional spaces ideal for home offices, reading rooms, or creative studios - a rare find for a home of this size. The thoughtfully designed floor plan provides an open and airy feel while still maintaining distinct living and entertaining spaces. Eastern and western exposures flood the home with natural light throughout the day, highlighting the gleaming hardwood floors, original vintage details, and soaring ten-foot ceilings. The beautifully updated kitchen opens to a private balcony, perfect for grilling. The oversized primary suite features a spacious sitting area, walk-in closet with Elfa storage system, private balcony, and a luxurious en-suite bath. Additional storage and a bike room in the basement. Two outdoor tandem parking spaces are included. Unbeatable location

1940 N Cleveland Avenue Unit #4, Chicago
$370,000
4 Beds ⋅ 2 Baths ⋅ 12655444 MLS ⋅ CLOSED Status
Prime Rogers Park 1905 Greystone situated just off Clark and an easy hop to Metra or Red Line Morse stop, Honey Bear, Loyola, the beach! Currently zoned as a 2 unit but ready for your ideas. This gorgeous plot has tall and wide 2 bay garage off the alley, yard, deep back porch with its own slab, great basement ceiling height and a fieldstone basement. Talk about good bones. Ready for a new life. This is an As-Is sale with all remaining contents.

1716 W Morse Avenue, Chicago
$475,000
9 Beds ⋅ 3 Baths ⋅ 12654576 MLS ⋅ CONTINGENT Status
Exceptional investment opportunity just minutes from Downtown Chicago! This fully leased legal 3-unit Greystone offers strong cash flow potential with a total of 9 bedrooms and 3 full bathrooms, featuring spacious 3 bedroom, 1 bathroom layouts in each unit. The property boasts approximately 3,882 square feet of finished living space, with roughly 1,294 square feet per floor. Completely rehabbed in 2022, the building combines classic Chicago charm with modern upgrades throughout. Improvements include new furnaces, central air conditioning, water heaters, in-unit washer and dryers, premium kitchen appliances, granite countertops, 42" soft-close cabinetry, luxury vinyl plank flooring, and new windows. The exterior features a new extra-deep concrete parking pad with secure metal gates. All units have separately metered gas and electric utilities, making management more efficient for investors. Current rental income includes $1,900/month for the first-floor unit, $1,750/month for the second-floor unit, and $1,650/month for the garden unit. The first-floor and second-floor units are currently on month-to-month leases, while the garden unit is leased through December 31, 2026. A turnkey, income-producing asset perfect for investors looking to expand their portfolio with a stabilized multi-unit property in a convenient location.

1430 S Harding Avenue, Chicago
$755,000
14 Beds ⋅ 8 Baths ⋅ 12647110 MLS ⋅ CLOSED Status
Calling all investors and owner-occupants to this rare Washington Park Greystone opportunity! This massive 4-unit property features an impressive 14 bedrooms and 8 bathrooms, offering size, flexibility, and income potential that is rarely available in today's market. Truly nothing else like it around. Located 5 miles from downtown, just 1.5 miles from the University of Chicago and within biking distance to Lake Michigan, the beach, Hyde Park, and the Obama Presidential Center, this property sits directly in the path of continued growth and development. New construction has already been completed throughout the block, additional development has broken ground next door, and values continue trending upward in this rapidly appreciating community. Including accommodating bike lanes. The building features three oversized 4-bedroom, 2-bath units plus a 2-bedroom, 2-bath garden unit, creating strong rental income potential and excellent flexibility for owner-occupants. 2 occupied and 2 vacant, ideal for multigenerational living, or investors seeking long-term cash flow. Units offer spacious layouts, stainless steel appliances, primary bedroom suites with private baths, separate heating systems, and updated finishes throughout. Renovations and improvements were completed in2021, and 2023, including tuckpointing, new roof, hot water heaters, and updated mechanicals. 2026 new back porch. Select units include in-unit laundry room, with additional laundry hookups available. The oversized gated backyard offers room for entertaining and future garage or parking pad potential. Estimated market rents for the main units range from approximately $2,600-$3,000 per month, with the garden unit estimated between $1,700-$2,000 per month, making this an attractive opportunity for both immediate income and immediate/long-term equity growth. Whether you are looking to house hack, expand your portfolio, or secure a large multifamily asset in one of Chicago's evolving investment corridors, this property delivers location, scale, and upside all in one. Schedule your showing today and experience the opportunity for yourself.

5319 S Indiana Avenue, Chicago
$410,000
10 Beds ⋅ 3 Baths ⋅ 12652281 MLS ⋅ CLOSED Status
Beautiful two-unit Greystone investment property. The first-floor unit features 4 spacious bedrooms and 1 full bathroom. The second-floor unit offers 5 large bedrooms and 1 full bathroom. The basement is duplexed with the first floor and includes an additional 1 bedroom and 1 bathroom, providing extended living space. Both main units boast impressive 10-foot ceilings and were updated approximately one year ago. The second-floor unit is currently tenant-occupied with voucher-based rent of $2,000 per month. The property also includes a 2-car garage. This is an excellent income-producing opportunity. Please contact us for additional details. Kindly do not disturb tenants.

3839 W Flournoy Street, Chicago
$220,000
7 Beds ⋅ 4 Baths ⋅ 12651358 MLS ⋅ CLOSED Status
Investor, rehabber, or owner-occupant opportunity! Welcome to 3339 West Flournoy Street, a classic Chicago multi-unit greystone located on a beautiful, well-kept city block. This large 2-unit building offers incredible space, character, and value-add potential for the right buyer ready to bring it back to life. Each unit features generous layouts with 3 to 4 bedrooms, offering strong future rental income potential or an ideal setup for an owner-occupant looking to live in one unit and rent the other. The property also includes a spacious basement with approximately 7-foot ceilings, giving additional possibilities. This property is waiting for an investor, homebuyer to restore its beauty and maximize its potential. With its solid greystone presence, large floor plans, and desirable city location, this is a rare opportunity to create something special. Conveniently located with quick access to downtown Chicago, expressways, public transportation, shopping, dining, schools, and neighborhood amenities. Bring your vision, your contractor, and your creativity - this greystone is ready to shine again! Sold As-Is.

3339 W Flournoy Street, Chicago
$575,000
8 Beds ⋅ 3 Baths ⋅ 12650569 MLS ⋅ CONTINGENT Status
Updated Property Featuring A Duplex 1st Floor Unit That Has Spacious Rooms & 2-Bathrooms. The Building Also Features Forced Air Heat & Air Conditioning. Nothing To Do But Move-In. Strong cash-flow opportunity in Chicago's West Side. This 2-flat Greystone multi-unit features 8 bedrooms across two spacious units - a 4BD/2BA on the first floor and a 4BD/1BA on the second - totaling 14 rooms. Rehabbed in 2021 with forced air heat already in place. Both units leased with tenants paying electric and gas, keeping operating costs lean. Secured alley parking on-site. Move-in ready - collect rent from day one.

1500 S Trumbull Avenue, Chicago
$400,000
2 Beds ⋅ 1 Baths ⋅ 12605524 MLS ⋅ CLOSED Status
LOCATION, LOCATION, LOCATION!!! This gorgeous and distinguished greystone building sits just a few short blocks East from the vibrant heart of Andersonville, and about the same distance West of the lakefront, with its great walking/biking trails, and powder-sand beaches! This great 2-bed/1-bath condo combines timeless character with a custom-designed open floor plan and perfectly proportioned living spaces throughout. From the moment you enter, you'll appreciate the bright and airy feel of the high ceilings, hardwood floors, and easy flow, designed for both comfortable everyday living and effortless entertaining. The expansive living room is filled with natural light, and is anchored by a lovely gas fireplace - a perfect setup to stay cozy & warm on those cold Chicago Winter nights! Large doors next to the fireplace open directly to the oversized private deck which spans the full width of the unit. This expansive outdoor living space provides the perfect setting for morning coffee, dining al fresco, or relaxing with friends. The beautifully-designed kitchen features rich Cherry cabinetry, stainless steel appliances, ample storage, and an open connection to the main living area with room for a dining table in between. The spacious primary bedroom offers a peaceful retreat with excellent storage options, including a walk-in closet, and built-in shelving. Enter the second bedroom though lovely French doors, and find flexibility for guests, a home office, or a workout or crafting space! Additional highlights include in-unit laundry, an assigned outdoor parking spot, and a truly move-in-ready home available for immediate occupancy. Don't miss your opportunity to live in this unbeatable location just moments from Lake Michigan, the CTA Red Line, neighborhood parks, and the premier dining, shopping, coffee shops, nightlife, and retail corridors along N Clark and N Broadway. Schedule your showing TODAY!!!

1234 W Winnemac Avenue Unit #4, Chicago
$680,000
2 Beds ⋅ 2 Baths ⋅ 12626845 MLS ⋅ CLOSED Status
Located on the top floor of a classic Greystone three-flat on a picturesque tree-lined street in the heart of East Village, this beautifully renovated 2-bedroom, 2-bath condo blends timeless Chicago character with modern design and functionality. Situated on an extra-wide and extra-long 29x130 lot, the building offers an impressive footprint uncommon for the neighborhood. Nearly everything was gut rehabbed in 2019, thoughtfully preserving the home's original charm while incorporating today's most sought-after finishes and layout improvements. The home features 10-foot ceilings throughout, exposed brick accent walls, original wood window framing, hardwood floors, and an open-concept layout that creates the perfect balance of warmth and contemporary living. The renovated kitchen flows effortlessly into the living and dining spaces, ideal for both everyday living and entertaining. An additional flex space off the kitchen offers incredible versatility - perfect for a breakfast nook, dining table, coffee bar setup, or a dedicated work-from-home office area without sacrificing the main living space. Both bedrooms feature expanded closet spaces with custom Elfa shelving systems designed to maximize organization and storage rarely found in city condos. The spacious primary suite offers comfort, functionality, and access to the rear deck. Outdoor living is equally impressive with an oversized rear deck rebuilt in 2023 which includes access to the rooftop, along with a beautifully maintained shared backyard space ideal for relaxing, grilling, or entertaining guests. BONUS MASSIVE STORAGE UNIT IN THE BASEMENT! Unbeatable East Village location just off Chicago Avenue and moments from some of the neighborhood's most sought-after destinations including Brasero, Kasama, Bar Bambi, local coffee shops, Mariano's, boutiques, bakeries, and nightlife, with easy access to downtown, public transportation, and everything West Town has to offer.

832 N Paulina Street Unit #3, Chicago
$1,775,000
5 Beds ⋅ 5 Baths ⋅ 12642366 MLS ⋅ CLOSED Status
Rarely available Greystone Single-Family masterpiece on Andersonville's coveted Carmen Ave. This 5-Bedroom, 4.5-Bath recent build marries classic Chicago architecture & sophistication with gorgeous contemporary finishes throughout. The Main level features an open-concept floor plan designed for effortless entertaining with a large foyer, formal living room w/ fireplace, elegant dining room, and at the heart of the home is a true chef's kitchen with a walk-in pantry, custom cabinetry, quartz countertops, and professional-grade appliances leading to a huge family room & private deck overlooking the paved patio and organized mudroom. A beautiful staircase leads to the Second level, which features an oversized primary suite retreat with 3 walk-in closets, a private balcony overlooking the rear yard, and a spa-like bath w/ a large, walk-in shower with rain head, body sprays, separate soaking tub, and double vanity. A grand 2nd en-suite bedroom with 2 closets, and a wide 3rd bedroom with a bay window, a large hall bath + a side-by-side laundry room. The Radiant-heated Lower-level is a versatile sanctuary offering a massive rec room with a wet-bar, tons of organized storage, 2nd laundry hook-up, zoned HVAC, a full bathroom + 2 additional bedrooms and a separate front entrance ideal for a quiet home office or long-term guests. This immaculate city gem offers a maintenance-free, luxury lifestyle just steps from Clark Street's award-winning dining, nightlife, shopping & more! A genuine, rare find!

1655 W Carmen Avenue, Chicago



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