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There's something special about a home that feels like it has a story to tell. Tucked inside the historic Grand Briar, a beautifully maintained 1920s Arts & Crafts building, this charming true first-floor 2 bed, 1 bath condo offers a rare combination of character, privacy, and an unbeatable Lakeview location. Just a block and a half from the lakefront, it's quintessential Chicago living with everything you love right outside your door. Inside, vintage charm takes center stage with beautiful hardwood floors, arched doorways, classic crown molding, and the kind of details that give a home a sense of history. The kitchen offers generous cabinetry and great functionality, while the spacious bedroom comfortably fits a king bed plus additional furniture, with plenty of closet space to match. In-unit laundry and additional storage make everyday living easy, while the building adds even more with a fitness room, pet-friendly policy, and beautifully maintained common spaces. And the location is hard to beat. Set on a quiet, tree-lined residential street just steps from Broadway, you're surrounded by some of Lakeview's best restaurants, coffee shops, boutiques, and nightlife. Walk to the lakefront for a morning run, grab coffee around the corner, or head out for dinner and drinks without ever needing the car. With public transportation nearby and so much within walking distance, this is the kind of home that lets you truly enjoy the neighborhood and the city around it. A one-of-a-kind home in a one-of-a-kind building, with vintage Chicago character, a wonderfully private first-floor setting, and a location that makes everyday city living feel pretty special.

2 Beds ⋅ 1 Baths ⋅ 12764635 MLS

There's something special about a home that feels like it has a story to tell. Tucked inside the historic Grand Briar, a beautifully maintained 1920s Arts & Crafts building, this charming true first-floor 2 bed, 1 bath condo offers a rare combination of character, privacy, and an unbeatable Lakeview location. Just a block and a half from the lakefront, it's quintessential Chicago living with everything you love right outside your door. Inside, vintage charm takes center stage with beautiful hardwood floors, arched doorways, classic crown molding, and the kind of details that give a home a sense of history. The kitchen offers generous cabinetry and great functionality, while the spacious bedroom comfortably fits a king bed plus additional furniture, with plenty of closet space to match. In-unit laundry and additional storage make everyday living easy, while the building adds even more with a fitness room, pet-friendly policy, and beautifully maintained common spaces. And the location is hard to beat. Set on a quiet, tree-lined residential street just steps from Broadway, you're surrounded by some of Lakeview's best restaurants, coffee shops, boutiques, and nightlife. Walk to the lakefront for a morning run, grab coffee around the corner, or head out for dinner and drinks without ever needing the car. With public transportation nearby and so much within walking distance, this is the kind of home that lets you truly enjoy the neighborhood and the city around it. A one-of-a-kind home in a one-of-a-kind building, with vintage Chicago character, a wonderfully private first-floor setting, and a location that makes everyday city living feel pretty special.

433 W Briar Place Unit #1B, Chicago

3750 N Lake Shore Drive Unit #6C, Chicago

$550,000

Offered for the first time in over two decades, Unit 6C at the iconic 3750 N. Lake Shore Drive represents a rare blend of timeless architectural elegance and refined living. Masterfully refinished with an exquisite eye for detail, this expansive three-bedroom, three-bathroom residence honors the original grandeur and classic aesthetics of one of Chicago's most coveted pre-war cooperative buildings. From the moment you enter, high ceilings, custom millwork, and rich hardwood floors anchor a thoughtfully preserved layout designed for both grand entertaining and comfortable everyday living. Generous living and dining spaces showcase traditional craftsmanship, while thoughtfully updated touches ensure seamless modern functionality without compromising the home's historic soul. Each spacious bedroom features convenient access to full baths, offering exceptional privacy and versatility. Situated on Lake Shore Drive, residents enjoy top-tier full-service amenities, including 24-hour door staff, professional management, beautiful common grounds, luxurious indoor pool, and immediate access to the lakefront, parks, dining, and transit. Property is an estate sale and is being sold in as-is condition.

3 Beds ⋅ 3 Baths ⋅ 12772587 MLS

Offered for the first time in over two decades, Unit 6C at the iconic 3750 N. Lake Shore Drive represents a rare blend of timeless architectural elegance and refined living. Masterfully refinished with an exquisite eye for detail, this expansive three-bedroom, three-bathroom residence honors the original grandeur and classic aesthetics of one of Chicago's most coveted pre-war cooperative buildings. From the moment you enter, high ceilings, custom millwork, and rich hardwood floors anchor a thoughtfully preserved layout designed for both grand entertaining and comfortable everyday living. Generous living and dining spaces showcase traditional craftsmanship, while thoughtfully updated touches ensure seamless modern functionality without compromising the home's historic soul. Each spacious bedroom features convenient access to full baths, offering exceptional privacy and versatility. Situated on Lake Shore Drive, residents enjoy top-tier full-service amenities, including 24-hour door staff, professional management, beautiful common grounds, luxurious indoor pool, and immediate access to the lakefront, parks, dining, and transit. Property is an estate sale and is being sold in as-is condition.

3750 N Lake Shore Drive Unit #6C, Chicago

3500 N Lake Shore Drive Unit #6D, Chicago

$835,000

Perched above the lake and park at 3500 N. Lake Shore Drive, this 2,500-square-foot residence occupies one of East Lakeview's most storied addresses - a landmark Beaux-Arts cooperative originally known as The Cornelia, designed in the late 1920s by noted architect Robert DeGolyer and listed on the National Register of Historic Places. Within this pedigree, the home itself is modern yet timeless, with bespoke finishes from start to finish. Taken down to the studs and fully rebuilt in 2015, it showcases timeless modern styling throughout, while original details - vaulted entry ceilings, arched doorways and doors - preserve the building's vintage character. The chef's kitchen anchors the home with a spacious, interactive island that becomes the natural gathering point for entertaining. Boasting Sub Zero + Wolf appliances and leathered Sandstone countertops, this is a kitchen that will stand the test of time. Generously proportioned rooms and soaring ceilings create an airy, elevated sense of scale, while custom teak hardwood floors run continuously from room to room. The home is fully smart-enabled via a Control 4 system, and the living room features a projector with a recessed screen for a true home-theater experience. An in-unit washer/dryer with sink and Space Pak air conditioning bring everyday ease, and every bathroom is finished with top-of-the-line stones and fixtures. Life in the building is just as considered. A 24-hour door person, on-site management, and full-time engineer offer round-the-clock peace of mind, while residents unwind on the common roof deck, taking in sweeping views alongside grills and lounge seating. A fitness room, children's playroom, additional storage a large cage and room assigned to 6D, and bike storage round out the amenities, with rental garage options available nearby. The location is exceptional - situated in the boundary for top-ranked Nettelhorst School, and just steps from the eastern Lakeview corridor's celebrated dining and entertainment. The association is as sound as the home itself - well run and financially healthy, and no special assessments on the horizon. Recent capital improvements reflect that same care: all windows have been replaced, the elevators modernized, and the roofs over the A/B elevator room and community room recently refreshed.

3 Beds ⋅ 3 Baths ⋅ 12755848 MLS

Perched above the lake and park at 3500 N. Lake Shore Drive, this 2,500-square-foot residence occupies one of East Lakeview's most storied addresses - a landmark Beaux-Arts cooperative originally known as The Cornelia, designed in the late 1920s by noted architect Robert DeGolyer and listed on the National Register of Historic Places. Within this pedigree, the home itself is modern yet timeless, with bespoke finishes from start to finish. Taken down to the studs and fully rebuilt in 2015, it showcases timeless modern styling throughout, while original details - vaulted entry ceilings, arched doorways and doors - preserve the building's vintage character. The chef's kitchen anchors the home with a spacious, interactive island that becomes the natural gathering point for entertaining. Boasting Sub Zero + Wolf appliances and leathered Sandstone countertops, this is a kitchen that will stand the test of time. Generously proportioned rooms and soaring ceilings create an airy, elevated sense of scale, while custom teak hardwood floors run continuously from room to room. The home is fully smart-enabled via a Control 4 system, and the living room features a projector with a recessed screen for a true home-theater experience. An in-unit washer/dryer with sink and Space Pak air conditioning bring everyday ease, and every bathroom is finished with top-of-the-line stones and fixtures. Life in the building is just as considered. A 24-hour door person, on-site management, and full-time engineer offer round-the-clock peace of mind, while residents unwind on the common roof deck, taking in sweeping views alongside grills and lounge seating. A fitness room, children's playroom, additional storage a large cage and room assigned to 6D, and bike storage round out the amenities, with rental garage options available nearby. The location is exceptional - situated in the boundary for top-ranked Nettelhorst School, and just steps from the eastern Lakeview corridor's celebrated dining and entertainment. The association is as sound as the home itself - well run and financially healthy, and no special assessments on the horizon. Recent capital improvements reflect that same care: all windows have been replaced, the elevators modernized, and the roofs over the A/B elevator room and community room recently refreshed.

3500 N Lake Shore Drive Unit #6D, Chicago

3500 N Lake Shore Drive Unit #11C, Chicago

$1,575,000

Paris meets New York in East Lakeview's "IT" building. Recently featured in Crain's, this FULLY RENOVATED, 4000 SF 4-BEDROOM/4-BATH SE corner home is flooded with light throughout and features jaw-dropping- ocean liner views that include the lake, park, harbor, Navy Pier and iconic Chicago skyline. Endless vistas from every room! Enter through a semi-private elevator foyer into an elegant gallery with inlaid marble floor & original triple groin vaulted ceiling. Palatial living room with FP and built-in book shelves, grand scale formal dining room, a true gourmet, eat-in kitchen and butler's, laundry room and an incredible amount of storage throughout (additional storage in the building). This home is unique to the building as it includes an additional master suite taken from the adjoining tier that has been converted to a wood-paneled library and office with full bath. The building offers the BEST roof deck in town with 360 degree views of all of Chicago including a birdseye view of Wrigley Field! Other amenities include presidential security (24-hour doorman), on-site manager, well-equipped exercise room, party room adjacent to the room deck with catering kitchen, children's playroom + MORE! See floorplan and financial disclosure attached.

4 Beds ⋅ 4 Baths ⋅ 12758755 MLS

Paris meets New York in East Lakeview's "IT" building. Recently featured in Crain's, this FULLY RENOVATED, 4000 SF 4-BEDROOM/4-BATH SE corner home is flooded with light throughout and features jaw-dropping- ocean liner views that include the lake, park, harbor, Navy Pier and iconic Chicago skyline. Endless vistas from every room! Enter through a semi-private elevator foyer into an elegant gallery with inlaid marble floor & original triple groin vaulted ceiling. Palatial living room with FP and built-in book shelves, grand scale formal dining room, a true gourmet, eat-in kitchen and butler's, laundry room and an incredible amount of storage throughout (additional storage in the building). This home is unique to the building as it includes an additional master suite taken from the adjoining tier that has been converted to a wood-paneled library and office with full bath. The building offers the BEST roof deck in town with 360 degree views of all of Chicago including a birdseye view of Wrigley Field! Other amenities include presidential security (24-hour doorman), on-site manager, well-equipped exercise room, party room adjacent to the room deck with catering kitchen, children's playroom + MORE! See floorplan and financial disclosure attached.

3500 N Lake Shore Drive Unit #11C, Chicago

$799,000

Beautiful duplex down, three bedroom condo in a historic East Lakeview Greystone. This spacious 2,300 square foot home offers three bedrooms and three full baths. The home's large front living room features a bright south facing bay window, wood burning fireplace, and an original hand carved colonnade that is sure to spark conversation. The central dining room complements the modern kitchen, which features a stainless steel appliance package and a large granite island with barstool seating for two. The generously sized primary suite includes an ensuite double vanity bathroom and a deep walk-in closet. Also on this level are a laundry room with a full-sized washer and dryer, and bedroom two which has direct access to the full guest bathroom. Downstairs, an expansive lower-level family room features a second fireplace (gas) and handsome built-in cabinetry. A third bedroom, a storage area, and a full third bathroom complete the lower level. Outside, a quiet front patio provides a seasonal escape. One oversized exterior parking space is included. An extremely walkable location, this home is within steps of public transportation, grocery stores and the best dining and shopping Lakeview has to offer. Nettelhorst Elementary.

3 Beds ⋅ 3 Baths ⋅ 12745319 MLS

Beautiful duplex down, three bedroom condo in a historic East Lakeview Greystone. This spacious 2,300 square foot home offers three bedrooms and three full baths. The home's large front living room features a bright south facing bay window, wood burning fireplace, and an original hand carved colonnade that is sure to spark conversation. The central dining room complements the modern kitchen, which features a stainless steel appliance package and a large granite island with barstool seating for two. The generously sized primary suite includes an ensuite double vanity bathroom and a deep walk-in closet. Also on this level are a laundry room with a full-sized washer and dryer, and bedroom two which has direct access to the full guest bathroom. Downstairs, an expansive lower-level family room features a second fireplace (gas) and handsome built-in cabinetry. A third bedroom, a storage area, and a full third bathroom complete the lower level. Outside, a quiet front patio provides a seasonal escape. One oversized exterior parking space is included. An extremely walkable location, this home is within steps of public transportation, grocery stores and the best dining and shopping Lakeview has to offer. Nettelhorst Elementary.

734 W Briar Place Unit #1, Chicago

$899,000

Beautiful vintage condo in East Lakeview with soaring 10 foot ceilings and 2,100 square feet of living space. Originally a 3 bedroom, this expansive home offers the feel and scale of a private residence, with massive windows filling every room with natural light. The updated open kitchen features stainless steel appliances and a vented hood that exhausts outside. A grand foyer sets the tone upon entry and leads to two oversized bedrooms, including a spacious primary suite and a versatile second bedroom with a built in desk and Murphy bed, plus incredible walk in closets and storage throughout. In unit laundry adds everyday convenience, while the generous living room and formal dining room create a grand yet welcoming setting. An exceptional layout in a beautiful building and unbeatable location, walkable to parks, restaurants, coffee shops, grocery stores, shopping, gyms, and more. 1 deeded garage parking space and additional assigned storage included. Schedule a showing today.

2 Beds ⋅ 2 Baths ⋅ 12732337 MLS ⋅ Greenbriar BLDG.

Beautiful vintage condo in East Lakeview with soaring 10 foot ceilings and 2,100 square feet of living space. Originally a 3 bedroom, this expansive home offers the feel and scale of a private residence, with massive windows filling every room with natural light. The updated open kitchen features stainless steel appliances and a vented hood that exhausts outside. A grand foyer sets the tone upon entry and leads to two oversized bedrooms, including a spacious primary suite and a versatile second bedroom with a built in desk and Murphy bed, plus incredible walk in closets and storage throughout. In unit laundry adds everyday convenience, while the generous living room and formal dining room create a grand yet welcoming setting. An exceptional layout in a beautiful building and unbeatable location, walkable to parks, restaurants, coffee shops, grocery stores, shopping, gyms, and more. 1 deeded garage parking space and additional assigned storage included. Schedule a showing today.

559 W Surf Street Unit #500, Chicago

3750 N Lake Shore Drive Unit #2C, Chicago

$520,000

Are you ready to own a meticulously updated unit in one of Chicago's most iconic and sought after 1920s vintage co-op buildings, well here's your chance! This rarely available, fully renovated C-unit offers an expansive 3-bedroom, 3-bath layout designed for both comfortable living and effortless entertaining. Truly just a blend of historic charm and updated functionality. A smart, split-bedroom floor plan provides privacy and flexibility, making it perfect for families, guests, or a home office set-up. Interior Highlights: Grand living and dining rooms with soaring ceilings, intricate moldings, a gas fireplace, and brand-new hardwood flooring throughout Chef's kitchen opened to the dining area for modern flow, featuring quartz countertops, stainless steel appliances, and all-new electrical and plumbing. Three completely renovated bathrooms, each with luxurious finishes and Grohe shower systems. New lighting, select new windows, fresh paint, and all-new drywall or skim coating throughout. In-unit washer/dryer hookup with a credit offered to install it in your preferred location. Third bedroom is perfect for a home office, den, or guest suite. Truly move in ready and awaiting you to make this your new home. This charming home delivers the best of classic elegance and modern luxury. Over hundreds of thousands in high end renovations, Building Amenities: 24-hour door staff, extensive fitness facilities, indoor atrium-style pool, sundeck, covered garden courtyard, bike room, kids' playroom, guest suite, and sauna. Optional $10/day parking, plus multiple nearby rental/purchase parking options. Easy street parking along Lake Shore Drive. Direct access to 2 bus stops. Optional parking garages all around. Garbage, heat, water , gas, cable tv, doormen, discounted electricity, pool, fitness, sauna, and more included. Conveniently located across the street from Lake Michigan, Belmont and Montrose Harbors, tennis courts, a golf course, beach, playground, bird sanctuary, walking/biking paths and more. Amazing views and location. Just minutes from Wrigleyville, restaurants, theaters, bars, and everything Lake View has to offer. Enjoy added peace of mind with quick access to unit and exit points, offering an ideal layout for both convenience and emergency egress-while still located in a secure second-floor unit within a well-maintained building. This is a rare opportunity to own a fully renovated residence in one of Chicago's most sought-after vintage co-op buildings. Parking is available for an additional cost. Rentals are permitted after two years of ownership. One of the owners is a licensed Illinois real estate agent with an interest in the property. **Property taxes are conveniently included in the monthly assessment. Schedule your private showing today and experience luxury lakefront living at its finest.

3 Beds ⋅ 3 Baths ⋅ 12732915 MLS

Are you ready to own a meticulously updated unit in one of Chicago's most iconic and sought after 1920s vintage co-op buildings, well here's your chance! This rarely available, fully renovated C-unit offers an expansive 3-bedroom, 3-bath layout designed for both comfortable living and effortless entertaining. Truly just a blend of historic charm and updated functionality. A smart, split-bedroom floor plan provides privacy and flexibility, making it perfect for families, guests, or a home office set-up. Interior Highlights: Grand living and dining rooms with soaring ceilings, intricate moldings, a gas fireplace, and brand-new hardwood flooring throughout Chef's kitchen opened to the dining area for modern flow, featuring quartz countertops, stainless steel appliances, and all-new electrical and plumbing. Three completely renovated bathrooms, each with luxurious finishes and Grohe shower systems. New lighting, select new windows, fresh paint, and all-new drywall or skim coating throughout. In-unit washer/dryer hookup with a credit offered to install it in your preferred location. Third bedroom is perfect for a home office, den, or guest suite. Truly move in ready and awaiting you to make this your new home. This charming home delivers the best of classic elegance and modern luxury. Over hundreds of thousands in high end renovations, Building Amenities: 24-hour door staff, extensive fitness facilities, indoor atrium-style pool, sundeck, covered garden courtyard, bike room, kids' playroom, guest suite, and sauna. Optional $10/day parking, plus multiple nearby rental/purchase parking options. Easy street parking along Lake Shore Drive. Direct access to 2 bus stops. Optional parking garages all around. Garbage, heat, water , gas, cable tv, doormen, discounted electricity, pool, fitness, sauna, and more included. Conveniently located across the street from Lake Michigan, Belmont and Montrose Harbors, tennis courts, a golf course, beach, playground, bird sanctuary, walking/biking paths and more. Amazing views and location. Just minutes from Wrigleyville, restaurants, theaters, bars, and everything Lake View has to offer. Enjoy added peace of mind with quick access to unit and exit points, offering an ideal layout for both convenience and emergency egress-while still located in a secure second-floor unit within a well-maintained building. This is a rare opportunity to own a fully renovated residence in one of Chicago's most sought-after vintage co-op buildings. Parking is available for an additional cost. Rentals are permitted after two years of ownership. One of the owners is a licensed Illinois real estate agent with an interest in the property. **Property taxes are conveniently included in the monthly assessment. Schedule your private showing today and experience luxury lakefront living at its finest.

3750 N Lake Shore Drive Unit #2C, Chicago

3500 N Lake Shore Drive Unit #3C, Chicago

$1,000,000

This impeccably maintained home exudes elegance and character with a sprawling 3500 sf floor plan and exquisite details at every turn of this meticulous restoration boasting lovely green treetop views in the SE corner -the most premiere tier in the building. With elevator access that services only two residences, you are welcomed home into your gracious foyer with breathtaking groin vault ceilings and extensive original moldings. The bright, expansive rooms have great flow for entertaining: a grand living room featuring a gas fireplace with gorgeous original marble surround and bookcases flanking the arched entryway to a sizeable family room, a regal formal dining room with arched french doors, crystal chandelier, wall sconces, and tray ceiling with lighting, and an enormous eat-in chef's kitchen with custom cabinetry, Sub Zero, Viking, and Miele appliances, thick quartz countertops on island, abundant storage, butler's pantry with prep sink and wine storage. The generously sized primary suite boasts east facing morning light and 3 organized closets. Den/guest room thoughtfully designed with built-in desk and trundle bed with full bath tucked away in rear of the home for privacy. Laundry with stackable washer/dryer. New windows installed in 2023, designer lighting, and custom window treatments throughout. Full-service 24 hour staff in a well-run, prestigious pre-war co-op building with elegant lobby, professional on-site management, fitness center, furnished children's play room, storage room, bike storage, fabulous roof deck with grills, dining tables, and sweeping views of the lake and city. Enjoy proximity to lakefront bike path and park, East Lakeview restaurants and shops, red line, and express buses downtown. Parking options nearby.

4 Beds ⋅ 3 Baths ⋅ 12672845 MLS

This impeccably maintained home exudes elegance and character with a sprawling 3500 sf floor plan and exquisite details at every turn of this meticulous restoration boasting lovely green treetop views in the SE corner -the most premiere tier in the building. With elevator access that services only two residences, you are welcomed home into your gracious foyer with breathtaking groin vault ceilings and extensive original moldings. The bright, expansive rooms have great flow for entertaining: a grand living room featuring a gas fireplace with gorgeous original marble surround and bookcases flanking the arched entryway to a sizeable family room, a regal formal dining room with arched french doors, crystal chandelier, wall sconces, and tray ceiling with lighting, and an enormous eat-in chef's kitchen with custom cabinetry, Sub Zero, Viking, and Miele appliances, thick quartz countertops on island, abundant storage, butler's pantry with prep sink and wine storage. The generously sized primary suite boasts east facing morning light and 3 organized closets. Den/guest room thoughtfully designed with built-in desk and trundle bed with full bath tucked away in rear of the home for privacy. Laundry with stackable washer/dryer. New windows installed in 2023, designer lighting, and custom window treatments throughout. Full-service 24 hour staff in a well-run, prestigious pre-war co-op building with elegant lobby, professional on-site management, fitness center, furnished children's play room, storage room, bike storage, fabulous roof deck with grills, dining tables, and sweeping views of the lake and city. Enjoy proximity to lakefront bike path and park, East Lakeview restaurants and shops, red line, and express buses downtown. Parking options nearby.

3500 N Lake Shore Drive Unit #3C, Chicago