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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.

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

$1,198,988

This beautiful, rare, and meticulously maintained vintage greystone is a fantastic, solid investment opportunity and an investor's dream! An ideal turnkey operation, it features two 3BR rentals plus a fully-furnished, top-rated, 2BR Airbnb, allowing several options for the buyer: enjoy income from the popular Airbnb and the fully-rented units; reside in a unit (or two) and reduce your mortgage payments through value-added rentals; or transform the entire building into your single family dream home! This spacious and sun-drenched beauty retains its vintage charm with 10' ceilings, hardwood floors, huge double hung windows, built-ins, and some original moldings. The main level 3BR, 1 bath features a wood burning fireplace with built-in mantel and bookshelves, full kitchen, in-unit W/D hookup, and window blinds. The second level 3BR, 1.5 bath was fully rehabbed in late 2019 with all new kitchen and baths, refinished floors, new in-unit W/D, built-out closets, new light fixtures, new wood blinds, new HVAC. The open plan, inviting 2BR, 1 bath, garden-level Airbnb (since July, 2018) with private entrance is fully furnished and has all the extra amenities guests expect, making it a top-rated (4.9/5) destination with Superhost designation. First and second level units open onto private decks with newly-rebuilt and sealed back stairs, including easy access to the roof via pull-down stairs on the second level deck, plus 15' x 8' secured storage area under the stairs. The Airbnb opens out the private back door to a storage area featuring full-size washer and dryer, then into the huge, secure and private backyard. Enjoy a green, urban oasis with mature landscaping, two large patios, and path leading to the masonry 2.5 car garage with extra storage space above (or retain the current garage renter for the extra income). The new roof (7/2019) is fitted with 9.0 kW Roof Mount Solar PV Array solar panels, offsetting utility costs. The location is the icing on the cake! Just steps from the University of Chicago law school and the Renee Grossman Residential Commons, and a stone's throw from the Green Line and Jewel-Osco, this property offers community, connectivity, and convenience. Only 3/4 mile from Jackson Park, the transformative Obama Presidential Center, and the vibrant lakefront, this location offers investment stability and exciting growth potential. Schedule your private showing now!

8 Beds ⋅ 4 Baths ⋅ 12749117 MLS ⋅ ACTIVE Status

This beautiful, rare, and meticulously maintained vintage greystone is a fantastic, solid investment opportunity and an investor's dream! An ideal turnkey operation, it features two 3BR rentals plus a fully-furnished, top-rated, 2BR Airbnb, allowing several options for the buyer: enjoy income from the popular Airbnb and the fully-rented units; reside in a unit (or two) and reduce your mortgage payments through value-added rentals; or transform the entire building into your single family dream home! This spacious and sun-drenched beauty retains its vintage charm with 10' ceilings, hardwood floors, huge double hung windows, built-ins, and some original moldings. The main level 3BR, 1 bath features a wood burning fireplace with built-in mantel and bookshelves, full kitchen, in-unit W/D hookup, and window blinds. The second level 3BR, 1.5 bath was fully rehabbed in late 2019 with all new kitchen and baths, refinished floors, new in-unit W/D, built-out closets, new light fixtures, new wood blinds, new HVAC. The open plan, inviting 2BR, 1 bath, garden-level Airbnb (since July, 2018) with private entrance is fully furnished and has all the extra amenities guests expect, making it a top-rated (4.9/5) destination with Superhost designation. First and second level units open onto private decks with newly-rebuilt and sealed back stairs, including easy access to the roof via pull-down stairs on the second level deck, plus 15' x 8' secured storage area under the stairs. The Airbnb opens out the private back door to a storage area featuring full-size washer and dryer, then into the huge, secure and private backyard. Enjoy a green, urban oasis with mature landscaping, two large patios, and path leading to the masonry 2.5 car garage with extra storage space above (or retain the current garage renter for the extra income). The new roof (7/2019) is fitted with 9.0 kW Roof Mount Solar PV Array solar panels, offsetting utility costs. The location is the icing on the cake! Just steps from the University of Chicago law school and the Renee Grossman Residential Commons, and a stone's throw from the Green Line and Jewel-Osco, this property offers community, connectivity, and convenience. Only 3/4 mile from Jackson Park, the transformative Obama Presidential Center, and the vibrant lakefront, this location offers investment stability and exciting growth potential. Schedule your private showing now!

6109 S Greenwood Avenue, Chicago

$2,199,800

Incredible 4 bedroom, 4.5 bathroom approximately 5,000-square-foot Wicker Park single family home including an oversized and high speed commercial elevator accessing all 5 floors! Multiple outdoor spaces including an outdoor rooftop hot tub and additional lap pool above garage deck! Custom all-brick and stone exterior construction, top-floor sunroom/ entertainment space includes, wet bar, double roofdecks with incredible city and sunset views. Newly updated kitchen includes Sub-Zero and Wolf appliances plus built-in Miele espresso machine. Full-floor primary suite includes, massive walk-in closet, gas fireplace, large separate steam shower and soaking tub. Lower level includes radiant floor heating, second family room, gym and wine room. The heated garage features 14' ceilings, lift-ready capacity & a 240V/60A Tesla charger. Freshly repainted in 2026. Steps to the 606 Trail, Milwaukee Ave boutiques & Division St dining - a turnkey retreat in Chicago's most vibrant corridor.

4 Beds ⋅ 5 Baths ⋅ 12718791 MLS ⋅ ACTIVE Status

Incredible 4 bedroom, 4.5 bathroom approximately 5,000-square-foot Wicker Park single family home including an oversized and high speed commercial elevator accessing all 5 floors! Multiple outdoor spaces including an outdoor rooftop hot tub and additional lap pool above garage deck! Custom all-brick and stone exterior construction, top-floor sunroom/ entertainment space includes, wet bar, double roofdecks with incredible city and sunset views. Newly updated kitchen includes Sub-Zero and Wolf appliances plus built-in Miele espresso machine. Full-floor primary suite includes, massive walk-in closet, gas fireplace, large separate steam shower and soaking tub. Lower level includes radiant floor heating, second family room, gym and wine room. The heated garage features 14' ceilings, lift-ready capacity & a 240V/60A Tesla charger. Freshly repainted in 2026. Steps to the 606 Trail, Milwaukee Ave boutiques & Division St dining - a turnkey retreat in Chicago's most vibrant corridor.

1220 N Damen Avenue, Chicago

$299,000

8 Beds ⋅ 2 Baths ⋅ 12719297 MLS ⋅ ACTIVE Status

3900 W Flournoy Street, Chicago

$659,500

Come home to this charming, Kenwood Greystone located on quiet, historic block. Featuring 4 bedrooms, 3 1/2 baths, gorgeous, dark stained, hardwood flooring on main level, premium, wood laminate flooring upstairs, modern kitchen and full, finished, lower level. Chef inspired kitchen with 42" custom cabinets, SS appliances and granite countertops. Primary bedroom with ample closets, en-suite bath that features dual vanities, jacuzzi tub, and separate, oversized shower. Dual zone HVAC system, contemporary feature wall with a built-in electric heater and decorative flame effect in living room, finished basement has custom, epoxy flooring and wet bar area complete with custom cabinetry and beverage refrigerator in the family room for entertaining family and friends. Near parks, the lakefront, bike trails, Lake Shore Drive and minutes from Hyde Park and Downtown. Pack your bags and move right in! Pre-qualified buyers only.

3 Beds ⋅ 4 Baths ⋅ 12721995 MLS ⋅ ACTIVE Status

Come home to this charming, Kenwood Greystone located on quiet, historic block. Featuring 4 bedrooms, 3 1/2 baths, gorgeous, dark stained, hardwood flooring on main level, premium, wood laminate flooring upstairs, modern kitchen and full, finished, lower level. Chef inspired kitchen with 42" custom cabinets, SS appliances and granite countertops. Primary bedroom with ample closets, en-suite bath that features dual vanities, jacuzzi tub, and separate, oversized shower. Dual zone HVAC system, contemporary feature wall with a built-in electric heater and decorative flame effect in living room, finished basement has custom, epoxy flooring and wet bar area complete with custom cabinetry and beverage refrigerator in the family room for entertaining family and friends. Near parks, the lakefront, bike trails, Lake Shore Drive and minutes from Hyde Park and Downtown. Pack your bags and move right in! Pre-qualified buyers only.

4420 S Berkeley Avenue, Chicago

$425,000

RED HOT Englewood 2 flat! Greystone remodeled recently with quartz countertops, 42 inch white cabinets, washer/dryer in unit, Newer roof, Newer parking pad in rear. Unfinished basement waiting to be improved to living space but 2nd floor is a 4 bedroom tenant, 1st floor is 3 bedroom with tenant. 1st floor has central air. Basement could be duplexed down for more living space also has ingress and egress. Do not disturb tenants. Showing thru appts.

7 Beds ⋅ 2 Baths ⋅ 12721049 MLS ⋅ ACTIVE Status

RED HOT Englewood 2 flat! Greystone remodeled recently with quartz countertops, 42 inch white cabinets, washer/dryer in unit, Newer roof, Newer parking pad in rear. Unfinished basement waiting to be improved to living space but 2nd floor is a 4 bedroom tenant, 1st floor is 3 bedroom with tenant. 1st floor has central air. Basement could be duplexed down for more living space also has ingress and egress. Do not disturb tenants. Showing thru appts.

5406 S May Street, Chicago

$1,695,000

Offering more than 6,000 square feet of living space, this grand Kenwood greystone pairs remarkable original craftsmanship with the scale and flexibility of a 7-bedroom, 6-bath home. Rich hardwood floors, exceptional millwork, handcrafted built-ins, pocket doors and seven fireplaces create architectural character increasingly difficult to find. Designed by noted Chicago architect Horatio Wilson, the home reflects the craftsmanship found throughout many of Kenwood's significant historic residences. Generously proportioned living and dining rooms provide impressive spaces for entertaining while remaining comfortable for everyday living. Just beyond the dining room, an intimate lounge with a dramatic built-in banquette creates one of the home's most memorable spaces-perfect for morning coffee, cocktails or conversation. The adjoining butler's pantry leads to the kitchen, while the original servant's staircase provides a second connection to the upper level. The spacious primary suite offers a private retreat with a walk-in closet and ensuite bath featuring a steam shower, soaking tub and dual vanities. Additional bedrooms provide exceptional flexibility for guests, home offices or creative space. The finished lower level expands the possibilities even further with a second full kitchen, dining area, recreation space, bedroom and full bath-ideal for guests, extended stays or a more independent living arrangement. Outside, a private garden surrounded by mature landscaping provides a peaceful escape in the city. Set on a beautiful tree-lined block near Hyde Park and the University of Chicago, the home offers a rare combination of exceptional space, remarkable original craftsmanship and the flexibility to make a significant Kenwood residence your own.

6 Beds ⋅ 6 Baths ⋅ 12705893 MLS ⋅ ACTIVE Status

Offering more than 6,000 square feet of living space, this grand Kenwood greystone pairs remarkable original craftsmanship with the scale and flexibility of a 7-bedroom, 6-bath home. Rich hardwood floors, exceptional millwork, handcrafted built-ins, pocket doors and seven fireplaces create architectural character increasingly difficult to find. Designed by noted Chicago architect Horatio Wilson, the home reflects the craftsmanship found throughout many of Kenwood's significant historic residences. Generously proportioned living and dining rooms provide impressive spaces for entertaining while remaining comfortable for everyday living. Just beyond the dining room, an intimate lounge with a dramatic built-in banquette creates one of the home's most memorable spaces-perfect for morning coffee, cocktails or conversation. The adjoining butler's pantry leads to the kitchen, while the original servant's staircase provides a second connection to the upper level. The spacious primary suite offers a private retreat with a walk-in closet and ensuite bath featuring a steam shower, soaking tub and dual vanities. Additional bedrooms provide exceptional flexibility for guests, home offices or creative space. The finished lower level expands the possibilities even further with a second full kitchen, dining area, recreation space, bedroom and full bath-ideal for guests, extended stays or a more independent living arrangement. Outside, a private garden surrounded by mature landscaping provides a peaceful escape in the city. Set on a beautiful tree-lined block near Hyde Park and the University of Chicago, the home offers a rare combination of exceptional space, remarkable original craftsmanship and the flexibility to make a significant Kenwood residence your own.

4942 S Ellis Avenue, Chicago

$419,000

Turn key investment opportunity in the form of a handsome Greystone with 4 rentable units. Legal 3 unit + bonus unit in basement. 10 total bedrooms and 6 total bathroom. 2 of 4 units are occupied. In unit washer / dryer, individual water heater and tenant paid utilities. Potential for owner occupy "house hack" to live in the building or use as pure investment and realize the potential $6500/mo gross rent. Large fenced backyard and parking pad.

11 Beds ⋅ 6 Baths ⋅ 12712792 MLS ⋅ ACTIVE Status

Turn key investment opportunity in the form of a handsome Greystone with 4 rentable units. Legal 3 unit + bonus unit in basement. 10 total bedrooms and 6 total bathroom. 2 of 4 units are occupied. In unit washer / dryer, individual water heater and tenant paid utilities. Potential for owner occupy "house hack" to live in the building or use as pure investment and realize the potential $6500/mo gross rent. Large fenced backyard and parking pad.

1330 S Lawndale Avenue, Chicago

$6,950,000

Stunning beyond words, this East Lincoln Park masterpiece redefines luxury at every turn. Set on a 36x131 on coveted Orchard street, this 9,500 square foot home speaks to a most discerning buyer seeking the ultimate blend of superior craftsmanship and refined luxury. A chic city retreat featuring a plunge pool and beautifully landscaped yard. Upon entering, you are welcomed by the striking drama of a museum-quality marble foyer, soaring ceilings, and an expansive living and dining room with floor-to-ceiling bespoke marble fireplace. At the heart of the home is a stunning statement De Giulio kitchen featuring Wolf and Sub-Zero appliances, a butler's pantry, and an artful mix of Lotus White Similaque, stainless steel, and Gloss Fumed Eucalyptus cabinetry. Iceberg Quartzite counters, Peruvian Walnut accents, and high-gloss Farrow & Ball millwork elevate both form and function. An adjacent family room, anchored by a hand-scraped stone wall, opens seamlessly to the terrace, pool, and landscaped yard-perfect for refined indoor-outdoor living. Throughout, ebony-hued wide-plank heirloom white oak floors are paired with a striking custom metal and glass staircase, tying the home's design elements together with timeless elegance. The primary suite exudes refined elegance and combines luxury with impeccable practicality, boasting a serene sitting area enhanced by a dual-sided gas fireplace framed in exquisite Iceberg Quartzite. The adjoining designer primary bath, adorned in stunning Calacatta Gold marble, offers a spa-like experience, complemented by two very generously appointed closets, two bathrooms, and jacuzzi tub. Designed for effortless living, the home features 3 custom laundry rooms, full-home automation and security, radiant heat with snow melt, 14-zone cooling, and whole-house water filtration. A discreet front curb-cut leads to a private driveway and heated garage, offering 2 indoor spaces and 3 additional outdoor spots-providing secure parking for up to 5 vehicles. Additional highlights include Marvin windows and doors, 800-amp service, backup generator, air-conditioned patio storage, elevator to all levels, and a build-ready roof. This exceptional residence is a rare opportunity to own a legacy home on one of Chicago's premier residential streets, located in the heart of Lincoln Park, just steps from renowned schools, boutique shopping, and some of the city's best dining.

5 Beds ⋅ 8 Baths ⋅ 12705896 MLS ⋅ ACTIVE Status

Stunning beyond words, this East Lincoln Park masterpiece redefines luxury at every turn. Set on a 36x131 on coveted Orchard street, this 9,500 square foot home speaks to a most discerning buyer seeking the ultimate blend of superior craftsmanship and refined luxury. A chic city retreat featuring a plunge pool and beautifully landscaped yard. Upon entering, you are welcomed by the striking drama of a museum-quality marble foyer, soaring ceilings, and an expansive living and dining room with floor-to-ceiling bespoke marble fireplace. At the heart of the home is a stunning statement De Giulio kitchen featuring Wolf and Sub-Zero appliances, a butler's pantry, and an artful mix of Lotus White Similaque, stainless steel, and Gloss Fumed Eucalyptus cabinetry. Iceberg Quartzite counters, Peruvian Walnut accents, and high-gloss Farrow & Ball millwork elevate both form and function. An adjacent family room, anchored by a hand-scraped stone wall, opens seamlessly to the terrace, pool, and landscaped yard-perfect for refined indoor-outdoor living. Throughout, ebony-hued wide-plank heirloom white oak floors are paired with a striking custom metal and glass staircase, tying the home's design elements together with timeless elegance. The primary suite exudes refined elegance and combines luxury with impeccable practicality, boasting a serene sitting area enhanced by a dual-sided gas fireplace framed in exquisite Iceberg Quartzite. The adjoining designer primary bath, adorned in stunning Calacatta Gold marble, offers a spa-like experience, complemented by two very generously appointed closets, two bathrooms, and jacuzzi tub. Designed for effortless living, the home features 3 custom laundry rooms, full-home automation and security, radiant heat with snow melt, 14-zone cooling, and whole-house water filtration. A discreet front curb-cut leads to a private driveway and heated garage, offering 2 indoor spaces and 3 additional outdoor spots-providing secure parking for up to 5 vehicles. Additional highlights include Marvin windows and doors, 800-amp service, backup generator, air-conditioned patio storage, elevator to all levels, and a build-ready roof. This exceptional residence is a rare opportunity to own a legacy home on one of Chicago's premier residential streets, located in the heart of Lincoln Park, just steps from renowned schools, boutique shopping, and some of the city's best dining.

1878 N Orchard Street, Chicago

$369,000

Exceptional investment opportunity! This Greystone offers an unbeatable combination of size, updates, location, and income production. Showcasing two oversized units, each featuring approx 1,600sf of living space, 9' ceilings, newer kitchen appliances refrigerator, & range (2024) and hot-water heater 2024. The first-floor unit features 4 spacious bedrooms, 2 full bathrooms, separate living and dining rooms, laminate wood floors, porcelain floor tiles, plus 1st floor furnace newer replaced in (2022) newer HVAV duct work (2022). The second-floor unit features 5 bedrooms, 2 full bathrooms, laminate wood floors, and porcelain floor tiles. 2nd floor furnace motor was replaced in (2023). All this plus two exterior parking spaces and fully enclosed by a wrought iron fence providing added security and curb appeal. Situated directly across from Douglas Park, commuter bus and train access. Schedule your showing today!

9 Beds ⋅ 4 Baths ⋅ 12698349 MLS ⋅ ACTIVE Status

Exceptional investment opportunity! This Greystone offers an unbeatable combination of size, updates, location, and income production. Showcasing two oversized units, each featuring approx 1,600sf of living space, 9' ceilings, newer kitchen appliances refrigerator, & range (2024) and hot-water heater 2024. The first-floor unit features 4 spacious bedrooms, 2 full bathrooms, separate living and dining rooms, laminate wood floors, porcelain floor tiles, plus 1st floor furnace newer replaced in (2022) newer HVAV duct work (2022). The second-floor unit features 5 bedrooms, 2 full bathrooms, laminate wood floors, and porcelain floor tiles. 2nd floor furnace motor was replaced in (2023). All this plus two exterior parking spaces and fully enclosed by a wrought iron fence providing added security and curb appeal. Situated directly across from Douglas Park, commuter bus and train access. Schedule your showing today!

3250 W Douglas Boulevard, Chicago

$1

Enter into timeless elegance with this beautifully renovated 3-story Greystone located in the heart of Woodlawn, one of Chicago's most vibrant and rapidly developing neighborhoods. This spacious home features 4 bedrooms with 3.5 baths. The main level boasts an open-concept living and dining area, soaring ceilings, and refinished hardwood floors throughout. It is conveniently located near the Obama Presidential Center, University of Chicago, parks, public transit and the lakefront. Don't miss this one-of-a-kind Woodlawn gem!

4 Beds ⋅ 4 Baths ⋅ 12664666 MLS ⋅ AUCTION Status

Enter into timeless elegance with this beautifully renovated 3-story Greystone located in the heart of Woodlawn, one of Chicago's most vibrant and rapidly developing neighborhoods. This spacious home features 4 bedrooms with 3.5 baths. The main level boasts an open-concept living and dining area, soaring ceilings, and refinished hardwood floors throughout. It is conveniently located near the Obama Presidential Center, University of Chicago, parks, public transit and the lakefront. Don't miss this one-of-a-kind Woodlawn gem!

6442 S Ingleside Avenue, Chicago

$270,000

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.

6 Beds ⋅ 2 Baths ⋅ 12663546 MLS ⋅ ACTIVE 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

$629,000

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.

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

$3,600,000

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.

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

$541,000

Welcome home to this fully updated 2-story Greystone sitting right in the historic North Kenwood neighborhood. With 4 bedrooms, 3 full baths, 1 half bath and a spacious master suite, this home is designed for both comfort and style. You'll love the open flow with vinyl flooring throughout, central air, and a finished basement for extra space. The kitchen is the heart of the home-brand-new black stainless-steel stove, fridge, dishwasher, and microwave are all included. Every detail was done with care, blending that timeless Greystone charm with modern updates.

3 Beds ⋅ 4 Baths ⋅ 12510798 MLS ⋅ ACTIVE Status

Welcome home to this fully updated 2-story Greystone sitting right in the historic North Kenwood neighborhood. With 4 bedrooms, 3 full baths, 1 half bath and a spacious master suite, this home is designed for both comfort and style. You'll love the open flow with vinyl flooring throughout, central air, and a finished basement for extra space. The kitchen is the heart of the home-brand-new black stainless-steel stove, fridge, dishwasher, and microwave are all included. Every detail was done with care, blending that timeless Greystone charm with modern updates.

4343 S Ellis Avenue, Chicago

$2,490,000

The "Castle on Ridge" - A rare opportunity to buy this Magnificent and Iconic mansion for the first time in nearly 50 years. De-signed by noted architect Stephen A. Jennings, this house is beautifully positioned on nearly an Acre with a full Coach house, expansive yards, and a 4 car garage. The Grand Entry welcomes you to this 18 room residence with 11 bedrooms, 8 bathrooms, 3 staircases, updated custom kitchen with sitting room, formal dining room, huge family room and a third floor Ballroom! The house boasts large windows, detailed millwork, and high ceilings with natural light flooding the home. A spectacular staircase three stories high soars above original Stained Glass Windows and a Pipe Organ fa-cade! This Grand and Lofty staircase is the focal point of the house. With over 8,600 square feet of living space this home provides endless possibilities and flexibility! A rented 2nd floor two bedroom apartment in the Coach house is a great income bonus.

11 Beds ⋅ 8 Baths ⋅ 12265463 MLS ⋅ ACTIVE Status

The "Castle on Ridge" - A rare opportunity to buy this Magnificent and Iconic mansion for the first time in nearly 50 years. De-signed by noted architect Stephen A. Jennings, this house is beautifully positioned on nearly an Acre with a full Coach house, expansive yards, and a 4 car garage. The Grand Entry welcomes you to this 18 room residence with 11 bedrooms, 8 bathrooms, 3 staircases, updated custom kitchen with sitting room, formal dining room, huge family room and a third floor Ballroom! The house boasts large windows, detailed millwork, and high ceilings with natural light flooding the home. A spectacular staircase three stories high soars above original Stained Glass Windows and a Pipe Organ fa-cade! This Grand and Lofty staircase is the focal point of the house. With over 8,600 square feet of living space this home provides endless possibilities and flexibility! A rented 2nd floor two bedroom apartment in the Coach house is a great income bonus.

1232 Ridge Avenue, Evanston

$9,995,000

Unique opportunity for the luxury homeowner who wants to provide an opportunity for an extended family habitat, live in nanny, or even business associates to be close in the huge coach house over the attached 5 car garage. The coach house also could be a huge basketball court with not much effort. This outstanding renovation was customized to perfection by Soucie Horner for this current owner who wanted grandparents to be close to kids for the ultimate family experience. The coach house is connected to the main home via a glass enclosed masterpiece of a vestibule. The seller wants to share they used the coach house for grandma, and she has watched her four grandkids grow from birth to heading off to college, while keeping grandmother vital to the daily activities, using the home as multi-generational space. This will become your homestead for all relatives for all holidays. The current owners have had "celebrations of life", baptisms, graduation, marriage proposals, birthdays, and all holidays, whether it's in the side yard or the wine cellar that holds 20-30. It's one of the best entertaining home in Lincoln Park. Yes, the house has beautiful design, but the absolute specialness of living in this home is who is in it with you, and with the coach house, the choice is yours. From the moment you enter the classic, original gate, the house has a feeling of being a home with an oversized front porch, beautiful original detailing, massive windows and beautiful front door which showcases the grand foyer and ultimate wide staircase the moment you enter. The coach house also has the most outstanding wine cellar perfect complete with a dining table! The house itself is incredibly special. High end finishes throughout on this extra wide lot which also includes an entire side lot with a sport court, a separate private office and amazing grass and terracing which gets all day sun. The modern kitchen and great room all overlook this gorgeous outdoor space and provide the most amazing entertaining space; the home has been the backdrop to multitudes of parties. The second and third floors have an amazing 6 bedrooms with a huge top floor playroom/hang out space with a huge skylight. The primary bedroom is ultra luxe and has a full slab Violeta marble bathroom straight out of a magazine. This house can be the ultimate city home for the person who wants it all!

10 Beds ⋅ 10 Baths ⋅ 11985710 MLS ⋅ ACTIVE Status

Unique opportunity for the luxury homeowner who wants to provide an opportunity for an extended family habitat, live in nanny, or even business associates to be close in the huge coach house over the attached 5 car garage. The coach house also could be a huge basketball court with not much effort. This outstanding renovation was customized to perfection by Soucie Horner for this current owner who wanted grandparents to be close to kids for the ultimate family experience. The coach house is connected to the main home via a glass enclosed masterpiece of a vestibule. The seller wants to share they used the coach house for grandma, and she has watched her four grandkids grow from birth to heading off to college, while keeping grandmother vital to the daily activities, using the home as multi-generational space. This will become your homestead for all relatives for all holidays. The current owners have had "celebrations of life", baptisms, graduation, marriage proposals, birthdays, and all holidays, whether it's in the side yard or the wine cellar that holds 20-30. It's one of the best entertaining home in Lincoln Park. Yes, the house has beautiful design, but the absolute specialness of living in this home is who is in it with you, and with the coach house, the choice is yours. From the moment you enter the classic, original gate, the house has a feeling of being a home with an oversized front porch, beautiful original detailing, massive windows and beautiful front door which showcases the grand foyer and ultimate wide staircase the moment you enter. The coach house also has the most outstanding wine cellar perfect complete with a dining table! The house itself is incredibly special. High end finishes throughout on this extra wide lot which also includes an entire side lot with a sport court, a separate private office and amazing grass and terracing which gets all day sun. The modern kitchen and great room all overlook this gorgeous outdoor space and provide the most amazing entertaining space; the home has been the backdrop to multitudes of parties. The second and third floors have an amazing 6 bedrooms with a huge top floor playroom/hang out space with a huge skylight. The primary bedroom is ultra luxe and has a full slab Violeta marble bathroom straight out of a magazine. This house can be the ultimate city home for the person who wants it all!

2026 N Kenmore Avenue, Chicago

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