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luxury houses for sale Chicago, United States

Chicago is not only one of America's largest cities, but also one of its most iconic! The big-city feel combined with the welcoming environment makes Chicago such a unique place to live. Immersed in rich culture and in the center of everything, Chicago is the ideal luxury real estate hub. You're bound to find a house for sale in Chicago that checks all your boxes.

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43

House Chicago (United States)

Own the pinnacle of Chicago elegance in this 7880 sq ft duplex penthouse, formerly home to Vince Vaughn and the original headquarters of Hugh Hefner's Playboy enterprise. The Palmolive Building is a true Art Deco icon- its historic beacon once lit the skies to guide pilots to Midway Airport and today it shines as one of the most distinguished addresses in the city. This two-story residence is the ultimate blend of heritage and sophistication. the upper level features soaring 14-foot ceilings, timeless wood paneling in the original executive office, now reimagined as a show stopping primary suite with a lavish bathroom, an office, game. room and extensive storage. Downstairs you'll find a massive chef's kitchen, perfect for entertaining, along with formal living and dining rooms and a guest suite with its own bath. A custom temperature-controlled wine room ,part of a meticulous multi-million dollar renovation ,elevates this already extraordinary home. Enjoy three private terraces , a private elevator, two garage spaces , and the impeccable attention of a building staff renowned for best -in-class service. Qualified buyers only please.

… 
$8,400,000
4bedrooms
5bathrooms

By Jameson Sotheby's International Realty

30

Apartment Chicago (United States)

43A - Rarely Available Premier Residence - Very rarely available, this exceptional 4,000 sq ft residence is one of only 9 units in the building with this highly sought-after floor plan. The home offers 3 bedrooms, 4.5 bathrooms, a separate den, and an oversized media room. A gracious foyer opens into a sun-filled living and dining area, framed by dramatic floor-to-ceiling windows with sweeping, unobstructed views of the Chicago River, Lake Michigan, and skyline from every angle. This residence captures three premier exposures: East, South, and North, delivering truly unmatched panoramic views. The expansive chef's kitchen is beautifully appointed with premium countertops and top-tier appliances, including two full-size Sub-Zero refrigerators and a separate full-size freezer. The luxurious primary suite features two large walk-in closets and dual bathrooms, complete with an oversized soaking tub and separate showers, creating a true private retreat. Located in Trump Tower Chicago, one of the city's most iconic and prestigious buildings, designed by Adrian Smith. The tower's distinctive setbacks were thoughtfully designed to complement the surrounding skyline and riverfront. A rare opportunity to own one of the most desirable layouts in one of Chicago's most recognized luxury towers.

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$2,800,000
367
3bedrooms
4bathrooms

By Annonceur International

14

House Chicago (United States)

Situated on an oversized 33' x 165' lot in the heart of Avondale, this well-maintained two-flat has been lovingly cared for by the same long-term owners and offers exceptional flexibility for both owner-occupants and investors. The spacious owner's duplex features three bedrooms plus den, two full baths, two living spaces, and in-unit laundry. First floor unit offers two bedrooms plus a den and one full bath, making it ideal for rental income, multigenerational living, or a home office setup. The wide, deep lot provides generous outdoor space with endless possibilities for gardening, entertaining, and potential future expansion. Basement is unfinished housing mechanicals and second washer/dryer. Two car garage. Conveniently located near Avondale's vibrant restaurants, shops, parks, and public transportation. This is a rare opportunity to own a well-maintained property in one of Chicago's most sought-after neighborhoods. Zoned B3-2.

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$799,000
3bedrooms

By Jameson Sotheby's International Realty

36

House Chicago (United States)

Experience elevated city living in this spectacular west-facing residence at the coveted Harbor View Condominiums in Chicago's vibrant South Loop. Framed by floor-to-ceiling windows, this light-filled home captures breathtaking sunsets and sweeping skyline views, creating an unforgettable backdrop for everyday living. Designed with both style and comfort in mind, the 1bed/1bath open-concept floor plan features 9-foot ceilings, fresh designer paint, custom window treatments, and seamless living and dining spaces perfect for entertaining or relaxing. Step onto your private balcony to enjoy golden-hour views, or retreat indoors to a home that blends modern elegance with everyday convenience. Thoughtful amenities include in-unit laundry, a private storage locker, and a deeded heated garage parking space. Harbor View is also EV-ready with a building-wide charging system managed by EverCharge, making electric vehicle ownership exceptionally convenient. The taxes can be lowered after a homestead exemption is filed by new owner. Residents of Harbor View enjoy one of the South Loop's finest lifestyle experiences. The luxury amenity level features a state-of-the-art fitness center, an elegant resident lounge, relaxing sauna, and a stunning rooftop pool complete with stylish cabanas. Additional conveniences include 24-hour door staff, a beautifully maintained dog run, and a pet-friendly atmosphere. Perfectly positioned in the heart of the South Loop, you're just moments from the lakefront, Wintrust Arena, Chicago Women's Park & Gardens, the Marriott Marquis Food Hall, acclaimed restaurants, boutique shopping, museums, and convenient public transportation. Commuting is effortless with nearby CTA bus routes and the Green Line just blocks away, offering quick access to downtown and beyond. Offering exceptional amenities, an unbeatable location, and captivating views, this Harbor View residence delivers the very best of sophisticated Chicago living!

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$315,000
1bedroom
1bathroom

By Jameson Sotheby's International Realty

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29

House Chicago (United States)

What you've been waiting for in Bronzeville-an extraordinary residence on picturesque Lake Park Avenue that seamlessly blends timeless vintage character with sophisticated modern updates. Far from a cookie-cutter home, this one-of-a-kind residence offers over 4,000 square feet of thoughtfully designed living space across three levels plus a finished basement, creating a floorplan that is as distinctive as it is functional. From the moment you arrive, the stately red-brick exterior and impressive custom solid-wood double doors make a lasting first impression. Step through the private vestibule foyer and into a home filled with architectural details, warm finishes, and captivating design elements rarely found in today's newer construction. A dramatic staircase anchors the home, while the open-concept main level effortlessly balances grandeur and comfort, making it ideal for both everyday living and entertaining. The inviting living room features, soaring ceilings, a striking stone accent wall and cozy fireplace, creating the perfect gathering space. The expansive kitchen serves as the heart of the home, offering abundant cabinetry, stone countertops, stainless steel appliances, and generous space for dining and hosting family and friends. The second level showcases three spacious bedrooms, a full bath, and a versatile family room-an uncommon and highly desirable layout that provides flexibility for growing households, guests, or work-from-home needs. Occupying much of the third floor, the luxurious primary suite serves as a private retreat. The oversized bedroom is complemented by a spa-inspired bath featuring a custom walk-in shower, distinctive tile flooring, dual vanities, and a relaxing whirlpool tub. An additional bedroom on this level is currently configured as a home office, offering endless possibilities. A skylight illumates the stunning staircase. The finished, walk-out, basement extends the living space even further with another family room, a full bathroom, an oversized laundry room, and a private sauna-your own personal wellness retreat. Outdoor living is equally impressive, featuring a large rear deck, yard space, and garage parking. Perfectly situated on one of Bronzeville's most desirable blocks, this home is within walking distance of neighborhood parks and the pedestrian bridges that connect you to Chicago's stunning lakefront. Rich in character, architectural charm, and modern comfort, this is a rare opportunity to own a truly distinctive home in one of the city's most vibrant and historic neighborhoods. Welcome home!

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$799,000
5bedrooms
3bathrooms

By Jameson Sotheby's International Realty

23

House Chicago (United States)

Welcome to well sought out Canaryville! This nicely completely gutted SFH is perfect for any homeowner. The quality of finishes and layout introduced throughout the property have been thoughtfully designed and implemented. With this home having 4BD/2BA, it allows for so much opportunity. Refinished hardwood flooring throughout the main level, with porcelain flooring complimenting in the kitchen. Go ahead and enjoy some quality time especially with the nicely finished basement that is accompanied with a built-in eye catching wet bar. So many new updates throughout, schedule your showing today!

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$369,999
3bedrooms
2bathrooms

By Jameson Sotheby's International Realty

35

House Chicago (United States)

Sophisticated living in the historic Palmolive Building! This outstanding, three-bedroom three and a half baths has it all, with exceptional attention to detail. High ceilings, gracious flow of space with recently refinished hardwood floors throughout. Beautiful living/dining room opens to family room, perfect for entertaining. Wonderful eat-in Kitchen has top of the line Sub-Zero and Wolf appliances, wine cooler and two pantries. Split floor plan, with master suite separated from two en-suite bedrooms. Two valet garage spaces included in price. Pet-friendly, two pet limit. Fabulous amenities, including health club, clubroom and door staff. A beautiful home in one of the most coveted buildings in the city! Attention to details such as the moldings,casings and ceiling treatment make this a one of a kind building. Tremendous value in the Gold Coast and a pleasure to show!

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$1,850,000
3bedrooms
4bathrooms

By Jameson Sotheby's International Realty

13

House Chicago (United States)

Turnkey 3-Flat in Woodlawn - Minutes from the Obama Presidential Center! This beautifully designed three-flat features three identical 3BR/2BA units with open-concept layouts, floor-to-ceiling windows, and hardwood floors throughout. Chef-style kitchens boast quartz countertops, soft-close cabinetry, and stainless steel appliances. Each unit offers a spa-inspired primary suite, in-unit laundry, tankless water heater, private deck/patio, and shared fenced yard with 3 exterior parking spaces. Perfect for investors, house hackers, or short-term rental operators looking to capitalize on Woodlawn's rising demand. Unbeatable Location: Minutes to the University of Chicago, UChicago Medicine, and the highly anticipated Obama Presidential Center. Plus Hyde Park shopping, dining, Whole Foods, Target, and easy access to the Metra, Green Line, and 63rd/Cottage Grove bus stop. Two units are rented; one is ready for your vision. Schedule your showing today!

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$799,000
9bedrooms

By Jameson Sotheby's International Realty

21

House with terrace Chicago (United States)

Located in the heart of Wicker Park, this beautifully appointed two-bedroom, two-bath residence offers an exceptional blend of generous living space, thoughtful design, an unbeatable walk-to-everything location within a boutique elevator building with garage parking included. Designed for both comfortable everyday living and effortless entertaining, the expansive open-concept floor plan is anchored by a beautifully updated chef's kitchen featuring 42-inch white cabinetry, granite countertops, stainless steel appliances, and a large peninsula with breakfast bar seating. The kitchen flows seamlessly into the spacious living and dining areas, highlighted by a striking granite-surround gas fireplace and direct access to a private front terrace-an inviting space to enjoy your morning coffee or unwind at the end of the day. The spacious primary suite serves as a private retreat, complete with a professionally organized walk-in closet and a luxurious en-suite bathroom featuring a steam shower, oversized jetted soaking tub, dual vanity, and timeless finishes. A generously sized second bedroom and beautifully appointed full guest bath provide exceptional flexibility for guests, a home office, or additional living space. A private rear deck further extends the home's outdoor living, while the newly renovated common rooftop deck offers breathtaking skyline views and an ideal setting for entertaining or relaxing above the city. Additional highlights include in-unit laundry, elevator access, attached garage parking with EV charging capabilities, and abundant storage throughout. Ideally situated just moments from Division Street's acclaimed restaurants, boutiques, cafes, nightlife, and less than a quarter mile from the Blue Line, this exceptional residence offers the very best of Wicker Park living.

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$499,000
2bedrooms
2bathrooms

By Jameson Sotheby's International Realty

16

House Chicago (United States)

Beautifully updated 2-bed, 2-bath condo with a private deck on a quiet tree-lined street in the heart of Wicker Park! This bright and spacious home features a desired open-concept living/dining/kitchen layout with 10-foot ceilings, hardwood floors, a fireplace framed by custom built-in shelving, and oversized windows with treetop views that bring in abundant natural light. The updated kitchen boasts 42 cabinetry, stainless steel appliances, quartz countertops, a breakfast bar peninsula, and an oversized pantry. The generously sized primary bedroom opens through sliding glass doors onto a private deck and includes an en-suite bathroom. The second bedroom is conveniently located next to the second full bath and offers versatility for guests, a nursery, or a home office. Additional highlights include in-unit laundry, an assigned parking space, a new water heater in 2026, new 2026 built-out closets and a brand new 2025 extended deck. Enjoy Wicker Park living just steps from the Division Blue Line, the 606 Trail, Wicker Park and Commercial Park, Jewel-Osco on Paulina, and the shops, restaurants, and nightlife along Division and Milwaukee, with quick access to I-90/94.

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$515,000
2bedrooms
2bathrooms

By Jameson Sotheby's International Realty

50

House with terrace Chicago (United States)

A rare opportunity to own one of Lincoln Park's most exceptional custom residences, offered for only the second time since completion. Originally designed and built by an experienced developer as his personal residence, this six-bedroom, 5.2 bath limestone home showcases extraordinary craftsmanship, timeless architecture, and designer finishes throughout. Acquired directly from the original developer, the current owners have meticulously maintained this one-of-a-kind residence, offering a truly turnkey luxury experience. A striking limestone facade, radiant heated sidewalks and front steps, private elevator, and heated attached 2+ car garage set the tone for the exceptional living experience within. The main level features a dramatic entry, elegant dining room, custom Poliform butler's pantry, and a chef's kitchen with oversized statuary stone island, Sub-Zero and Wolf appliances, and custom cabinetry. The adjoining family room features a sculptural ArtisanKraft fireplace and opens through Nano doors to a spectacular two-level outdoor terrace. The second level offers a luxurious primary suite with heated marble floors, spa-like bath, and two additional ensuite bedrooms with Waterworks fixtures and exceptional finishes. The lower level includes a guest suite, media/recreation room, playroom with wet bar, radiant heated floors, and a thoughtfully designed mudroom. The top floor features a custom office, entertaining lounge, and rooftop terrace with cedar decking and wood-burning fireplace. Exceptional details include designer wallcoverings by Scalamandre, Missoni, Phillip Jeffries, and Matthew Williamson; lighting by Urban Electric, Visual Comfort, and Arteriors; Poliform cabinetry; custom marble fireplaces; automated window treatments; and curated natural stone selections throughout. Located on one of Lincoln Park's premier tree-lined streets, just moments from parks, top-rated schools, dining, shopping, and the lakefront, this extraordinary residence represents a rare opportunity to own a true architectural statement.

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$4,450,000
6bedrooms
7bathrooms

By Jameson Sotheby's International Realty

29

House Chicago (United States)

Nestled within the heart of the Old Town Triangle Historic District, Concord Place is one of Chicago's most enchanting residential streets. The quiet one-way block with its canopy of mature trees and beautifully preserved historic homes and cottages creates a setting reminiscent of a quaint New England town. Among these treasured residences is 313 W. Concord Place. Beautifully reimagined through a complete renovation in 2015, the home has been meticulously maintained and enhanced by its current owners..... Offering 3,246 square feet, the thoughtfully designed floor plan features four bedrooms, three full baths, and a powder room. Gracious living and dining spaces flow seamlessly into a custom kitchen that opens to a generous, fun-filled family room. The kitchen is finely appointed with white shaker cabinets, premium stainless-steel appliances, granite countertops, abundant workspace, and exceptional storage..... The impeccable 1,082 square foot lower level features a recreation room, a separate game area, a wet bar, a 400-bottle wine cellar, a guest bedroom, and a full bath...... Outdoor living is equally exceptional with a bluestone patio and a professionally designed rooftop deck by Chicago Roof Deck & Garden featuring a firepit, two heaters, a fan, generous seating, and a kitchen equipped with a Saffire smoker, double kegerator, refrigerator, and a stainless steel sink..... Additional home highlights include wide plank hardwood flooring throughout, an integrated sound system, mechanical and designer upgrades, an irrigation system, and a two-car garage with mounted storage units.... Just steps from Wells Street's restaurants, outdoor cafes, boutiques, and entertainment, Lincoln Park, the lakefront, and the Sedgwick CTA Brown Line station, with many of Chicago's premier public and private schools nearby. A rare opportunity to own a meticulous four-bedroom home in one of Chicago's most coveted neighborhoods on the National Register of Historic Places.

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$1,925,000
3bedrooms
4bathrooms

By Jameson Sotheby's International Realty

25

House with terrace Chicago (United States)

Spectacular lake and city views define this expansive 2-bedroom, 2-bath residence at the iconic Malibu. Offering over 1,700 square feet of living space, this spacious corner unit features a thoughtfully designed floor plan with breathtaking views from every room and three private terraces that create a seamless indoor-outdoor living experience. The generous cook's kitchen offers granite countertops, abundant cabinetry, and excellent workspace. The flexible layout provides endless opportunities to renovate, personalize, and create your dream home while enjoying one of Chicago's most coveted lakefront locations. Attached garage parking is available for both owners and guests. The Malibu offers an exceptional collection of amenities, including additional storage, bike room, party rooms, library, sauna, expansive outdoor sundeck, beautifully landscaped pool with panoramic lake views, and a fitness center overlooking Lake Michigan. This premier full-service building delivers true concierge-style living with 24-hour door staff, full-time maintenance and garage staff, on-site management, receiving room, Amazon lockers, and an on-site grocery store. The association is exceptionally well capitalized with over $5.3 million in reserves (as of December 2025), and numerous building improvements have been completed over the past two years, with the special assessment paid in full by the seller. A rare opportunity to own a spacious residence with incredible views, outstanding amenities, and exceptional value in one of Chicago's most iconic lakefront buildings.

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$399,900
2bedrooms
2bathrooms

By Jameson Sotheby's International Realty

Contract pending
26
Video

House with terrace Chicago (United States)

Set within AFINITY, an exclusive 15-residence luxury boutique elevator building in the heart of highly desirable Lakeview, this elevated three-bedroom, two-and-a-half-bath residence redefines new construction living with sophisticated design, exceptional craftsmanship, and thoughtfully curated upgrades throughout. An expansive open-concept floor plan is complemented by soaring 10-foot ceilings and dramatic 81/2-foot floor-to-ceiling windows that flood the home with natural light while creating an impressive sense of openness and scale rarely found in today's construction. Designed for both everyday living and effortless entertaining, the chef's kitchen serves as the heart of the home, showcasing sleek wood custom cabinetry, premium Bosch appliances, hood vent to exterior, an impressive eight-foot quartz island with seating, a built-in filtered water dispenser, and abundant storage throughout. The spacious living and dining areas are anchored by a floor-to-ceiling built-in media center, desk area, and shelving featuring LED lighting. The private covered terrace has a natural gas line for grilling, creating a seamless extension of the home's living space for relaxing. Privately tucked away, the primary suite offers a true retreat, featuring a designer custom wood slat paneled wall to anchor the sleeping area, floor-to-ceiling windows with designer sheer and room darkening window treatments, a professionally designed walk-in closet, and a spa-inspired ensuite bath appointed with heated Italian porcelain floors, a dual quartz furniture vanity, and an oversized glass-enclosed steam shower with multiple heads. This split floorplan has two additional generously sized bedrooms offer floor-to-ceiling windows, and professionally organized closets providing exceptional flexibility for family, guests, or a dedicated home office. Every detail has been carefully considered to maximize both beauty and functionality, with upgrades that extend well beyond the original builder finishes, including designer lighting, custom built-ins, professionally organized storage solutions, and exceptional attention to detail throughout. Additional highlights include a welcoming foyer, multiple coat closets, a thoughtfully designed laundry room with butcher block folding counter and built-in shelving, one heated garage parking space with EV charging capability, secure bike storage, and a convenient dog wash station. Ideally located in one of Chicago's most sought-after neighborhoods, you'll enjoy immediate access to Lakeview's acclaimed restaurants, neighborhood cafes, boutique shopping, parks, and convenient public transportation.

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$1,125,000
3bedrooms
3bathrooms

By Jameson Sotheby's International Realty

22

House Chicago (United States)

Rarely available A tier at one of Gold Coast's premier buildings - The Warwick. This 3 bedroom/2.1 bath features 2,300 sq. ft. with tree top views of the fabulous State Parkway. Gracious living/dining room with parquet wood flooring, eat-in kitchen, lovely built-ins throughout. Large primary bedroom with two walk-in closets. Primary bath with a double vanity, separate tub/shower and private water closet. Two additional large bedrooms with en-suite baths. In-unit laundry and ample storage throughout. One garage parking spot is included in the assessment and the 2nd spot is an additional $250/month. Full amenity building in the heart of the Gold Coast featuring 24-hour door staff, on-site property manager, live-in engineer, indoor pool, work-out room, roof-top deck, free guest parking and a newly remodeled party room is coming soon!

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$995,000
3bedrooms
3bathrooms

By Jameson Sotheby's International Realty

16

House with terrace Chicago (United States)

Beautiful, east-facing one bedroom, one bathroom condo in a perfect East Lakeview location. This charming home features hardwood floors throughout, large bright windows, classic vintage features, modern updates, and a thoughtful floor plan. The large living room with custom window seating overlooks the building's east entrance and provides a quiet treetop view. The home's modern kitchen includes stone countertops, stainless steel appliances, and a surprising amount of storage. The separate dining room accommodates a large dining table. The bedroom has a walk-in closet and room for a king-sized bed. 3520 N. Lake Shore Drive is a well-maintained and timeless pre-war elevator building providing residents with easy access to Lake Michigan, endless restaurants, shopping, public transportation, entertainment, and more! The building features a gym, two outdoor terraces with gas grills, a shared laundry room, community room, bike room, dry cleaners, and additional storage. Multiple rental parking options are available nearby.

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$249,900
1bedroom
1bathroom

By Jameson Sotheby's International Realty

28

House Chicago (United States)

Experience effortless luxury in this beautifully upgraded 2 bedroom, 2 bathroom residence at The Ritz-Carlton Residences. Offered at $1,150,000, this exceptional home combines timeless design, thoughtful customizations, and the legendary service that defines Ritz Carlton living. Designed for both everyday comfort and elegant entertaining, the open concept floor plan features a spacious kitchen that flows seamlessly into the living and dining areas, creating an inviting space to gather while enjoying spectacular city views. Every detail has been thoughtfully enhanced with designer finishes, custom window treatments, automatic shades, and sophisticated lighting throughout. The versatile second bedroom has been expertly customized with a built in Murphy bed and extensive integrated storage, effortlessly transforming the space into a luxurious guest suite, home office, or both. A beautifully designed custom laundry room adds both style and functionality, while abundant storage solutions maximize every square foot. Ownership includes a Marriot Bonvoy membership that gives you discounts to all Marriott properties including The Ritz-Carlton Yacht collection and exclusive access to the Landmark Club, one of Chicago's most distinguished private residential clubs. Residents enjoy an unmatched collection of five star amenities including private butler service, full service concierge, a state of the art fitness center, spa facilities, billiards lounge, private theater, daily coffee and tea service, cocktail service delivered directly to your residence, car wash service, and an exceptional lifestyle curated around convenience and luxury. Whether you're searching for the perfect in town residence, a full time home, or an elegant retreat in the heart of Chicago, this impeccably appointed condominium offers an extraordinary opportunity to experience The Ritz-Carlton lifestyle at an exceptional value.

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$1,150,000
2bedrooms
2bathrooms

By Jameson Sotheby's International Realty

28

House Chicago (United States)

A well-cared-for 2-3 bedroom, 2 full bath townhome in the heart of Avondale, facing a serene landscaped courtyard. Three levels of living space begin with a bright living room featuring a fireplace, hardwood floors and large windows. The kitchen offers granite countertops, wood cabinetry, refrigerator, oven/range, and microwave all new within the last 8 years, plus a breakfast bar and dining area that leads to a balcony. The second floor hosts two generously sized bedrooms, ample closet space and a full bath. Walk down to the lower level into your family room, full bath, laundry area and mechanicals. An attached 2-car garage with additional storage completes this prime Avondale location which is minutes from 1-90/94, Addison Blue Line, Belmont, buses, shopping and dining. First showings Sunday 7/26 1130am - 1pm

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$530,000
2bedrooms
2bathrooms

By Jameson Sotheby's International Realty

14

House Chicago (United States)

FULL WALK THRU VIDEO ON VIRTUAL TOUR BUTTON. Bright and spacious 2-bedroom, 2-bathroom townhouse featuring a large lower-level family room, ideally situated on a beautiful tree-lined street in the heart of Lincoln Park. The open-concept floor plan showcases hardwood floors throughout, an updated kitchen with quartz countertops and stainless steel appliances, and a sun-filled living room anchored by a cozy fireplace. Two generously sized bedrooms offer custom closet systems, while the recently renovated top-floor bathroom features dual vanities, a deep soaking tub, and a spacious walk-in shower. The expansive lower level provides a versatile second family room, perfect for movie nights, entertaining, or a playroom. It also includes a beautifully updated full bathroom with a walk-in shower, an oversized utility room with side-by-side laundry, and abundant storage space. Enjoy outdoor living on the private, gated front patio-ideal for grilling and relaxing. The home also includes a shared 2-car garage with ample additional storage. Located at the corner of Schubert and Wayne, this home is just three blocks from Wrightwood Park, Prescott Elementary School, and Lincoln Park High School, with easy access to neighborhood restaurants, shopping, and transportation.. 2024 taxes: $8,780.86. Monthly assessments: $200. Recent upgardes - New AC unit: April 2026, Ejector pump: February 2022, Washer/dryer: January 2022, Windows/Doors: replaced all windows except one in laundry in Feb 2022, New chimney chase top with storm collars in 2022, Dishwasher /fridge/microwave /oven: January 2022,Tuckpointing: Completed for entire association in Dec 2025, Both bathrooms renovated in Nov/Dec 2021 , Re-did back deck in 2022, No rental restriction, No pet restriction, Reserves: ~$8200

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$675,000
2bedrooms
2bathrooms

By Jameson Sotheby's International Realty

15

House Chicago (United States)

Great south facing studio in Cityview. South wall of windows overlooks the deck and provides lots of natural light. Nice layout with living-dining area, galley kitchen with breakfast bar and large walk-in and wall closets. Full amenity building with updated lobby, 24 hour doorstaff, sundeck, fitness room, laundry room and library. Desirable Streeterville location in walking distance to the Navy Pier, Walgreens, restaurants, Michigan Ave. shopping and more!

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$179,000
1bathroom

By Jameson Sotheby's International Realty

Contract pending
24

House Chicago (United States)

A rare all-brick corner row house where southern light, outdoor living, and one of Chicago's most beloved neighborhoods come together. Situated on a desirable corner rowhome with an open vacant lot to the west, this home enjoys exceptional light and privacy rare for the neighborhood. The generous main level features a sprawling living and dining room with gleaming hardwood floors throughout. The eat-in kitchen is appointed with stainless steel appliances, hardwood floors, and ample storage - perfect for casual mornings or intimate dinners at home. Step outside to enjoy two private decks off the back of the home, plus a grassy yard ideal for gardening, entertaining, or simply unwinding after a long day. Upstairs, three large bedrooms offer comfortable, flexible space, complemented by the convenience of second-floor laundry. Two full bathrooms serve the home with ease. Two-car parking completes the package. Set on Oakdale Avenue - a quiet, one-block, one-way street that offers a peaceful retreat while keeping you steps from everything Roscoe Village has to offer. This neighborhood is Chicago living at its finest: tree-lined streets, an extraordinary collection of independent restaurants, cozy wine bars, boutique shops, and a genuine community feel that's hard to find anywhere else in the city. Top-rated schools, easy access to the Brown and Red Line, and the beloved Wrigleyville energy just around the corner make this location as practical as it is charming.

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$895,000
3bedrooms
2bathrooms

By Jameson Sotheby's International Realty

39

House Chicago (United States)

Rarely does a home come to market that was never renovated by committee, but composed over more than two decades by a single visionary owner: a master carpenter, builder, and artist who transformed this West Town residence into a true architectural statement. Every material, window, and detail throughout the home was chosen with intention, not trend, to create harmony between light, craftsmanship, art, and nature. Rather than being remodeled room by room, the home was reimagined as one complete work. The rear staircase was fully reconstructed to flood the interior with light and open the home to the garden, resulting in an oversized architectural window that's as striking from outside as it is within. The original siding was replaced with custom-cut James Hardie fiber cement, detailed to honor the proportions of traditional wood clapboard. The front entrance itself is a discovery: antique Victorian pressed-metal panels, once used on the ceilings of classic Chicago bars, were applied to the original oak doors; most visitors assume the ornamentation is hand-carved wood. It is not. Upstairs, the second-floor studio was built around a single goal: capturing perfect north light. The roofline was re-engineered with a soaring cathedral ceiling, skylights, enlarged windows, and arched openings, creating a true working painter's studio. The adjoining library features ornate column capitals and intricately detailed plaster architectural reproductions, while the nearby bathroom carries the same poetic sensibility blue cabinetry chosen to mirror the sky through the skylight, and silvery white and gold tile accents that catch the moonlight. The kitchen began with a large antique cabinet found at a garage sale years before the renovation began, and grew from there. A bay window overlooks the garden. The countertop is Brazilian Green Piranha stone, selected after weeks of searching stone yards for something that evoked a riverbed. The backsplash is composed of ornamental antique tiles, salvaged from an old tile stove and discovered in a Hubbard Street antique gallery, arranged to form a second window onto an imagined garden. Outside, a custom wrought iron fence inspired by ornamental ironwork the owner encountered in Santa Fe replaced the original chain link. Built on 42-inch concrete foundations with custom rounded molding, it is believed to be the only fence of its kind in Chicago. The rear garden functions as another room of the home, anchored by a bird bath that draws songbirds through every season. Even the garage received the same care: its bay window was built from rare salvaged windows, originally rejected from another project over a single inch of code, held onto for years until the right home was found for them. The garage comfortably fits two cars. The location complements the home in every way. Situated in a West Town block that continues to grow more desirable, the home offers direct Blue Line access to downtown, O'Hare, and Midway. Orchestra Hall, City Hall, and Fulton Market are all within twelve minutes; the United Center, the emerging 1901 Project, and the coming casino are close by, while the street itself remains quiet and residential. Neighborhood bakeries, a diverse range of restaurants, ethnic and health food markets, the Eckhart Park farmer's market, and the Chicago and Ashland library branch are all within walking distance. The lakefront and Michigan Avenue are reachable in ten minutes via the No. 66 bus. This is not simply a renovated home; it is a thoughtfully crafted artist's residence where architecture, construction, landscape, and art come together as a single, cohesive vision. It cannot be replicated, because it was never built from a plan. It evolved over decades from passion, patience, and thousands of hours of hand craftsmanship, a true one-of-a-kind property.

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$1,240,000
4bedrooms
3bathrooms

By Jameson Sotheby's International Realty

15

House Chicago (United States)

Stunning Fully Remodeled Home in the Heart of Garfield Ridge! Welcome to this beautifully renovated 3-bedroom (2 up 1 down), 2-bath home located on a quiet cul-de-sac in Chicago's most sought-after neighborhoods-Garfield Ridge. Every inch of this home has been thoughtfully updated, offering modern finishes, quality craftsmanship, and true move-in-ready convenience. The bright and inviting interior features a functional floor plan with two spacious bedrooms on the main level and a private third bedroom in the finished basement, making it ideal for guests, a home office, or additional living space. Both full bathrooms have been completely remodeled, and every detail has been designed with today's buyer in mind. Step outside and enjoy the peace and privacy of this low-traffic street while being just steps from Michael M. Byrne Elementary School and St. Daniel the Prophet School, making this an exceptional location for families. Garfield Ridge is Chicago's hottest neighborhoods, and its time that you call it home.

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$370,000
2bedrooms
2bathrooms

By Jameson Sotheby's International Realty

Contract pending
20

House Chicago (United States)

***Multiple Offers. Best and final by Monday at 1pm. Welcome to this beautifully maintained all-brick raised ranch in Norwood Park's highly sought-after Big Oaks neighborhood. Nestled on an extra-wide lot along a picturesque tree-lined street, this move-in ready home offers the perfect blend of a peaceful suburban atmosphere with all the conveniences of city living. The spacious main level features a fantastic floor plan with hardwood floors throughout the generously sized bedrooms. The updated kitchen is equipped with granite countertops, stainless steel appliances, and ample cabinet space, making it ideal for both everyday living and entertaining. The expansive lower level offers incredible potential, with a large open recreation area ready for your finishing touches, a full bathroom, an oversized laundry room, and abundant storage space. Outside, enjoy a long side driveway leading to a 21/2-car garage, a private backyard, and a spacious deck perfect for relaxing or hosting family and friends. Conveniently located near shopping, restaurants, I-90, the CTA Blue Line, Metra, parks, and more. Situated within the highly acclaimed Garvy Elementary and Taft High School districts, this exceptional home offers comfort, quality, and an unbeatable location. A rare opportunity to own one of Big Oaks' most desirable homes!

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$460,000
3bedrooms
2bathrooms

By Jameson Sotheby's International Realty

19

House Chicago (United States)

Situated in a well-maintained elevator building, this exceptionally spacious residence offers 3 bedrooms, 2.5 baths, and spans the entire south side of the building. Enjoy abundant natural light from desirable south, east, and west exposures, enhanced by expansive windows and two sliding glass doors leading to a private terrace measuring approximately 23' x 7'6.This impressive home features soaring 9.5-foot ceilings, a welcoming foyer with a large closet and convenient powder room. The open-concept kitchen is designed for both everyday living and entertaining, featuring ample cabinetry, generous counter space, a large island, and an adjacent dining area that flows seamlessly into the expansive living space where you'll find a beautiful gas start fire place that serves as the focal point . Additional highlights include hardwood floors throughout the main living area, a walk-in laundry room with a washer and dryer and HVAC/AC system. The spacious primary suite features walk-in closets and a luxurious bath with a separate shower and soaking tub. Offering the comfort and scale of a single-family home, this residence includes indoor heated garage parking in the purchase price. Ideally located near public transportation, within the Blaine School District, and just moments from the shops, dining, and entertainment of the Southport Corridor. A rare opportunity to own an expansive and beautifully appointed home in one of the city's most sought-after neighborhoods.

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$775,000
3bedrooms
3bathrooms

By Jameson Sotheby's International Realty

Contract pending
37

House Chicago (United States)

Timeless luxury in the heart of North Center, perfectly situated in the highly sought-after Coonley school district, this 6-bedroom home blends classic architecture with contemporary style. The ideal floor plan offers four spacious bedrooms on the second level, two in the lower level and four full baths and two beautifully appointed powder rooms. From curated finishes in natural stone and designer lighting to gracious living spaces filled with natural light, every room strikes a balance of warmth and sophistication. Located on one of North Center's coveted blocks, just moments from neighborhood restaurants, parks, boutiques, and the Brown line L stop, this is city living at its very best - a home that is as stylish as it is enduring, in one of Chicago's most beloved neighborhoods.

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$2,099,000
4bedrooms
6bathrooms
land 283

By Jameson Sotheby's International Realty

27

House Chicago (United States)

A rare opportunity to own a quintessential vintage rowhome in the heart of historic Hyde Park-where timeless architecture and thoughtful modern updates come together to create an exceptional place to call home. Offering 3 bedrooms plus a bonus room, 3.5 bathrooms, a fully finished walk-out basement, private outdoor space, central AC and heat (dual zoned) and a garage, this spacious residence delivers the character of a classic Chicago home with the comfort and functionality of today's lifestyle. From the moment you arrive, you'll be captivated by the home's striking historic facade, intricate architectural details, and inviting front porch. Step through the private vestibule into a gracious foyer that opens to an expansive main level filled with warmth and natural light. Oversized west-facing windows illuminate the home from front to back, while original-inspired moldings, soaring ceilings, and rich architectural details showcase the craftsmanship that makes Hyde Park's historic homes so beloved. Designed for both elegant entertaining and everyday living, the open floor plan offers generous spaces for formal living and dining rooms, a comfortable family room, and a spectacular chef's kitchen that serves as the heart of the home. Beautifully blending classic style with contemporary design, the kitchen features custom cabinetry, an oversized quartz island, double ovens, designer lighting, abundant storage, and premium finishes that make every gathering effortless. A convenient powder room completes the main level. The home's beautiful staircase serves as a stunning architectural centerpiece, leading to the second floor where you'll find three spacious bedrooms, two full bathrooms, and a versatile bonus room-ideal as a home office, nursery, reading room, or dressing area. The serene primary suite offers oversized windows that flood the room with natural light, along with a spacious en-suite bathroom designed for comfort and privacy. A full-size laundry room on the second floor adds everyday convenience. The fully finished walk-out basement expands the home's incredible living space with a large recreation room, flexible bonus area perfect for a home gym, media room, or guest suite, a full bathroom, another laundry room, and an exterior exit for added convenience and versatility. Outside, enjoy your own private retreat featuring a spacious deck, generous backyard, and garage parking-an uncommon combination in one of Chicago's most sought-after historic neighborhoods. Perfectly situated just moments from the University of Chicago, neighborhood parks, acclaimed restaurants, charming cafes, shopping, and the lakefront, this exceptional home offers the best of Hyde Park living while preserving the timeless character that makes the neighborhood one of Chicago's architectural treasures. Welcome home.

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$975,000
3bedrooms
4bathrooms

By Jameson Sotheby's International Realty

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