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luxury properties for sale Cook County, United States

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Property Evanston (United States)

Gracious 5-bedroom Victorian in Northeast Evanston! Welcome to 2236 Ridge Avenue-a stately and elegant frame Victorian located in sought-after Northeast Evanston. Winning an Evanston Preservation Award, this Evanston landmark seamlessly blends timeless architectural charm with spacious, modern living. Step inside through a custom leaded-glass front door and be greeted by a grand foyer and graceful curved staircase. The main level boasts soaring 10' ceilings, rich oak hardwood floors, and abundant natural light. The living room features a dramatic bay window, crown molding, floor-to-ceiling windows, and a decorative fireplace, while the formal dining room adds warmth and character with its own bay window and fireplace. Perfect for modern living, the expansive kitchen is equipped with oak cabinetry, granite-look counters, tile flooring, and top-tier appliances including a Sub-Zero fridge, Miele dishwasher, double ovens, and a large island with built-in cooktop and breakfast bar. Adjacent to the kitchen, a sunny breakfast room opens to a terrace with a built-in gas grill-ideal for al fresco dining. A cozy family room leads to a shaded deck with elegant pillared sides, offering direct access to the large, landscaped backyard. A rare first-floor bedroom with a full bath (currently used as an office) adds flexibility for guests or multi-generational living. Upstairs, find four bedrooms, including a luxurious primary suite with a gas fireplace, dual walk-in closets, and an expansive en-suite bath featuring a jacuzzi tub, walk-in shower, double vanity, and private water closet. A charming second-floor landing offers space for a reading nook or office, and a private balcony off the fourth bedroom provides a serene outdoor retreat. Additional highlights include: Three-car brick garage, multiple terraces and outdoor entertaining areas, finished basement flexible-use rooms large laundry/utility closet on the main floor, attic storage and central heat and air conditioning! Located on a quieter stretch of Ridge, the home is shielded by professional landscaping. With its blend of historic character, spacious layout, and prime location near schools, parks, and transit, 2236 Ridge is the perfect place to call home. Schedule your private tour today.

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$1,350,000
5bedrooms
4bathrooms
land 1,012

By Jameson Sotheby's International Realty

Contract pending
20

Property with pool Chicago (United States)

Beautiful and bright South Loop condo with 2 bedrooms, 2 bathrooms and an additional den/office space. Enjoy breathtaking sunset and city views from the homes private balcony and floor-to-ceiling windows. The home's split floor plan and spacious living areas are ideal for entertaining. This is complemented by an open kitchen featuring granite countertops, a breakfast bar with barstool seating and stainless-steel appliances. The den serves perfectly as a home office or a small dining area. The primary suite features a large custom walk-in closet, an en-suite bathroom with a double sink vanity and an oversized shower. The large second bedroom and adjacent second bathroom complete the home. Residents of the building enjoy amenities such as a 24-hour door person, a rooftop exercise room, an indoor pool with a whirlpool, and a beautiful community room. Centrally located in the South Loop. Dining, entertainment, shopping, museums and the lakefront are all with in walking distance.

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$499,000
2bedrooms
2bathrooms
land 6,799

By Jameson Sotheby's International Realty

Contract pending
41

Property Barrington (United States)

Life in the Village of Barrington is defined by charm, connection, and everyday convenience-and this home places you at the center of it all. Ideally located to enjoy the village's local shops, dining, schools, Metra access, and beloved year-round community events, the setting offers a truly walkable lifestyle that blends small-town warmth with modern ease. The home itself is inviting and timeless, designed for relaxed living and effortless gathering. Light-filled spaces create a natural flow for daily life, from quiet mornings to lively evenings spent with family and friends. The home opens to a generous backyard surrounded by mature landscaping and perennial gardens, including a historic jungle gym from Hough Street Elementary School-perfect for outdoor entertaining, play, and memorable moments at home. A flexible lower level provides additional space to adapt as needs evolve, whether for recreation, hobbies, or storage. From school days and neighborhood strolls to weekend dining and seasonal village festivities, this home offers the opportunity to fully embrace the vibrant, close-knit lifestyle that makes the Village of Barrington so desirable.

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$750,000
4bedrooms
4bathrooms
land 1,376

By Jameson Sotheby's International Realty

Contract pending
44

Property Kenilworth (United States)

Picture-perfect and deceptively spacious, this Kenilworth gem delivers the lifestyle everyone is looking for! A welcoming front porch sets the tone, perfect for morning coffee or unwinding at sunset. Inside, the main level offers effortless flow for entertaining...gracious living and dining rooms anchored by a handsome fireplace in between and custom built-ins. A versatile front flex space ideal with pretty glass French doors is great for a cozy sitting room or a private office. The heart of the home is the expansive family room that opens seamlessly to a beautifully updated kitchen featuring newer quartz countertops, an abundance of cabinetry, large island with seating and generous prep space. Separate eat-in area room for a large tale as well...truly designed for everyday living and gathering. You will love retreating to the expansive primary suite with charming wood beams! A newly renovated spa-like bath showcasing new quartz countertops, a gorgeous large shower with a lounger, and a 5th bedroom was thoughtfully converted into a luxe primary closet with laundry (it can easily be restored as a bedroom). Three other generously sized bedrooms with excellent closet space and two full larges baths complete the floor. The third floor is a sun-drenched retreat with a vaulted ceiling and wood beams...perfect as a rec room, lounge, guest space, or creative studio. A large mudroom off the back staircase and a spacious basement provide even more flexibility for today's needs. Step outside to a fabulous, oversized, newer paver patio with built-in fireplace, ideal for seamless indoor-outdoor living and entertaining all season long. Complete with a two-car garage and an unbeatable location...just steps to award-winning Sears Elementary and New Trier High School, the beach, train, and Kenilworth's newly renovated Plaza Del Lago restaurants and shops. This All-American beauty has it all!!

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$1,649,000
6bedrooms
4bathrooms

By Jameson Sotheby's International Realty

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Contract pending
21

Property Glencoe (United States)

Traditional colonial meets resort style living. Set back from Linden Avenue for space and privacy. Light and bright interior with upgraded finishes and custom details throughout. This charming 4-bedroom, 3.5 bath home is nestled in a highly sought-after neighborhood. Enjoy the perfect blend of peaceful retreat and easy access, just a short stroll to vibrant Hubbard Woods, charming downtown Glencoe, acclaimed Glencoe schools, Metra train, and numerous parks. Very special home with ideal floor plan, all 4 bedrooms located on second floor, large rec basement with ample storage and workstation. Unwind or entertain year-round in your own indoor pool, seamlessly connected to the rear of the home and steps away from the main floor full bath with steam shower. Pool room has sliders out to the large entertaining deck and overlooks the lush, private, fenced backyard. Landscaped grounds surround the home, with vibrant plantings and mature trees that enhance privacy and provide picturesque views from every window. This is your forever home.

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$1,298,000
4bedrooms
4bathrooms

By Jameson Sotheby's International Realty

Contract pending
37

Property Wilmette (United States)

Welcome to 925 Ashland Avenue, a rare offering in East Wilmette's coveted CAGE neighborhood, where timeless 1920s brick architecture meets a complete 2019 gut renovation by Elmshire Builders. Thoughtfully designed across four finished levels, this home offers exceptional flow, refined craftsmanship, and elevated finishes throughout. The main level features sun-filled living and dining rooms, a private office, powder room, mud room highlighted by a stunning chef's kitchen with custom cabinetry, Hamilton Sinkler hardware, and professional-grade appliances. The kitchen opens seamlessly to the family room and breakfast nook, with French Doors leading to a beautifully landscaped patio and yard perfect for indoor-outdoor living and entertaining. The second floor offers a serene primary suite with a spa-inspired bath and walk-in closet, along with three additional bedrooms, two full baths, and a convenient laundry room. The third floor adds two more bedrooms and a full bath, ideal for guests, home offices, or flexible living space. The finished lower level includes a recreation room, fitness area, full bath, bonus area and abundant storage. Notable details include Perrin & Rowe fixtures, a Victoria + Albert soaking tub, and meticulous custom craftsmanship throughout. Ideally located just blocks from Lake Michigan, top-rated schools, and Wilmette's vibrant village shops and dining, 925 Ashland Avenue delivers the perfect balance of luxury, comfort, and location- move-in ready and truly exceptional.

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$2,950,000
6bedrooms
6bathrooms

By Jameson Sotheby's International Realty

Contract pending
28

Property Northbrook (United States)

There is a certain kind of morning that only happens at 4115 Bristol Court. It begins with sunlight stretching across a quiet cul-de-sac in Northbrook's beloved Lakeshire neighborhood, the smell of coffee drifting from a kitchen that feels like the heartbeat of the home, and the easy conversation of a family moving through a first floor where every room opens naturally into the next. That effortless flow is one of the first things you will fall in love with here, a main level designed for real life, where cooking, homework, conversation, and entertaining all share the same light-filled, beautifully connected space. Over the past twelve years, every inch of this home has been thoughtfully updated, so you can cross the threshold, set down your bags, and simply start living. Weeknights look like pancakes and homework in the sun-drenched breakfast nook, backyard games on the fenced lawn, and long conversations on the paver patio as dusk settles in. Weekends stretch out a little longer, with lazy mornings in pajamas, friends dropping by, and kids darting between the yard and the basement in the best kind of easy. Upstairs, generously sized bedrooms give every member of the family room to breathe, room to dream, and room to grow, while the primary suite reveals itself as a true retreat in every sense. It is a massive private haven anchored by a walk-in closet so spacious it feels more like a dressing room, the kind of space that makes the end of each day feel like it has been waiting for you. Downstairs, the fully finished basement is where this home really shows off its personality. A sprawling, flexible entertaining space anchored by a full wet bar, it is ready for game nights, movie marathons, birthday parties, big-game Sundays, and the kind of gatherings that leave everyone staying just a little too late. Step outside and the fenced backyard and paver patio create a private outdoor room all their own, perfect for summer barbecues, fireside evenings in the fall, quiet morning coffee in the spring, and the pure, uncomplicated freedom of letting kids and dogs run while you relax nearby. All of this sits within one of Northbrook's most sought-after neighborhoods, with award-winning schools, parks, and everyday conveniences just minutes from your door. Homes like this rarely come along. Every detail has already been considered, the floor plan simply works, the primary suite feels like a sanctuary, the basement feels like a party, and the backyard feels like a getaway. 4115 Bristol Court is so much more than a house. It is a lifestyle ready to be lived, a home already loved and patiently waiting for its next chapter.

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$979,900
4bedrooms
4bathrooms
land 1,133

By Jameson Sotheby's International Realty

47

Property Evanston (United States)

Prepare to be impressed! This 6 bedroom/3.1 bath, magazine published, Queen Anne Victorian home has been professionally designed and upgraded to modern tastes while preserving the ornate beauty of the period. An expansive, covered front porch welcomes you followed by a charming foyer with original front door, tile and a grand main staircase with painted paneling. Entertain your friends in the glamorous living/dining room complete with a restored woodburning fireplace with a one-of-a-kind marble mantle reclaimed from a Chicago Greystone and an original built-in hutch. Expansive 2017 eat-in kitchen with custom white cabinetry with dovetailed walnut interiors, marble counter tops, a large center island, excellent pantry space and Wolf/Miele/Subzero/U-Line appliances. A family room with coffered ceiling sits just off the kitchen - perfect for TV and causal family gatherings. Across from the living room you will find a spacious den/office with original French doors, a decorative fireplace and front yard views. Exquisite, king-size primary suite with 14x8 walk-in closet and en-suite bath with a double bowl vanity, soaking tub and a walk-in steam shower. The second level has a convenient laundry room, additional full bathroom and three additional bedrooms, one with a charming, tandem sitting/playroom. The expansive and whimsical third level is complete with bedroom 5 & 6, and updated full bathroom with walk-in shower, office nook with leaded glass windows and large rec room with cathedral ceilings and new wet bar complete with Thermador refrigerator drawers and dishwasher and marble countertops. The basement offers an exercise room with new carpet and mirrors, a 2nd laundry room, and many rooms for storage and wine cellar potential! Outdoor space abounds including the front covered porch, side smoking porch, and rear covered deck all overlook beautifully and professionally landscaped front (sprinklered) and back yards. New boiler/expansion tank/heat pump, independent 3rd level heating and cooling system and multiple radiators added throughout the house AND updated air handlers/AC condensers/heat pump, multiple new windows and insulation installed throughout the 3rd floor for balance and efficient heating and cooling! Countless design updates adorn this classic home including Visual Comfort lighting fixtures, Schumaker window treatments, Stark/Roger Oates carpets, designer wallpaper and fresh paint throughout, refinished floors, new hardware and plumbing fixtures. 6-year-old roof. Heated 3-car garage w/EV charging station and rentable 1 bedroom coach house with a recently updated bathroom. The apartment could provide income (currently rented for $1,500 per month) or a unique work from home environment. Lincoln Elementary School and just 1/2 block to Chariavalle Montessori. Fantastic location located on one of Evanston's premier and historic streets, 4.5 blocks away from Lake Michigan with great access to beaches and walking paths, 5-minute walk to the Dempster Purple Line express stop, 10-minute walk to the Main Street Metra line and around the corner from dining, live music and shopping.

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$2,180,000
6bedrooms
4bathrooms
land 890

By Jameson Sotheby's International Realty

Contract pending
31

Property Chicago (United States)

You'll fall head over heels for this stunning, fully reimagined 2-bedroom, 2-bath residence in the heart of Museum Park-where no detail has been overlooked and every inch reflects thoughtful, high-end design. With over $100,000 in exquisite upgrades, this move-in-ready home offers a seamless blend of modern sophistication and everyday comfort. The beautifully redesigned kitchen is a showpiece, featuring Kraus Kore Workstation sink, ceiling-height soft-close cabinetry, a dramatic quartz waterfall peninsula, glass tile backsplash, custom spice drawer and premium appliances including a five-burner gas range and Fisher & Paykel double-drawer dishwasher. Enjoy an open living space featuring custom built ins and electronic window treatments, complemented by custom lighting and designer paint throughout. Step out to your private west facing balcony for stunning cityscape sunsets. Primary suite features a fully customized closet, and custom lighting while the primary bath boasts a spa-inspired oversized marble walk-in rain shower with niche detailing, and a heated, lighted mirror. The second bedroom is equally well-appointed with custom shelving and additional custom closet extension to ceiling storage, while second bath is just as beautiful as the first but includes your very own llama! Set within one of Museum Park's most desirable full-amenity buildings, residents enjoy 24-hour door staff, penthouse fitness center, party room with sweeping lake views, outdoor swimming pool, clubhouse, and on-site conveniences including a dry cleaner and market. Monthly assessments include heat, air conditioning, and cable. Ideally located just steps from the Lakefront, Museum Campus, Grant Park, and Soldier Field, with easy access to public transit, and major expressways. Heated garage parking is available for an additional $35,000.

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$498,000
2bedrooms
2bathrooms

By Jameson Sotheby's International Realty

50
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Property Evanston (United States)

A truly special offering, this stunning 5 bedroom Victorian Home blends timeless architecture with modern luxury. Thoughtfully and extensively renovated by two architect owners, the home honors its historic roots while seamlessly accommodating today's lifestyle with exceptional design, quality finishes, and meticulous attention to detail throughout. The first floor welcomes you with an elegant foyer, new hardwood floors, and abundant natural light from all-new windows. A grand living room impresses with soaring ceilings, crown molding, custom built-ins, and a gas fireplace, while the formal dining room features a beautiful built-in hutch complete with dual wine and beverage refrigerators-perfect for entertaining. The 2021-renovated kitchen is both stylish and functional, offering ceiling-height white wood cabinetry, a pantry, generous prep space, and a built-in bench and table that comfortably seats eight, all overlooking the landscaped backyard. A cozy office or sitting room with a second gas fireplace, a powder room, and a magnificent three-level staircase complete the main level. The second floor features a luxurious primary suite with a spacious bedroom, sitting room, walk-in closet, in-suite washer and dryer, and a beautifully appointed bath with shower, statement vanity, and tile finishes. Two additional large bedrooms, a hall bath, and a linen closet round out the level, all accented by vintage transom windows, crown molding, and high ceilings that reflect the home's original character. The third floor offers incredible flexibility with a large family or TV room, two generous bedrooms with closets, an office, full bath, and ample storage-ideal for guests, work-from-home needs, or multi-generational living. The fully renovated lower level (2021) provides even more living space, including a recreation room, playroom, laundry room, storage areas, and crawl space. Major mechanical and structural updates include dual boilers and zoned SpacePak HVAC systems, a 75-gallon water heater, a 200-amp electric panel, fully updated electrical and plumbing (including the water line to the street), reinforced structural beams, and a newer roof. Outside, enjoy the charm of a front porch and a beautifully landscaped backyard designed for fun and relaxation, complete with a paver patio, outdoor TV, and basketball court. The long driveway offers parking for up to six cars, and the garage/coach house includes permitted renovation plans with historic approval, offering exciting future potential. All of this is set in a fabulous, walkable location, just steps to downtown Evanston shopping, dining and both Metra and el trains, Dewey Elementary School, and Evanston Township High School. Close to Northwestern University and Lake Michigan. A rare opportunity to own a historic home where classic elegance and modern comfort come together effortlessly.

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$1,925,000
5bedrooms
5bathrooms
land 1,012

By Jameson Sotheby's International Realty

43

Property Chicago (United States)

Dreamy 1896 Victorian located in Andersonville just east of Clark Street. The vintage charm and delightful modern updates will make you feel right at home. All new super attractive, maintenance-free shingle siding, stained glass windows and vintage doors. Irresistible curb appeal and fresh landscaping. Enter the home and find all newly refinished white oak finish hardwood floors and fresh paint. Enjoy original stairs to the second floor, spacious foyer, large living room with bay windows and an original fireplace and hearth. Perfectly updated kitchen with very stylish brass accents, hunter green lower cabinets and dove white upper cabinets. Quartz counters, stainless steel appliances, a farm sink in the island and a super classy backsplash with flecks of gold. Find a built in window seat, an island with seating, a pantry and more floor to ceiling storage. Separate formal dining room off the kitchen and a half bath on the main level. The second floors has an adorable full bathroom with a skylight and a tub/shower combination. The master has a walk in closet and an attached sitting room all facing south. Two more bedrooms upstairs and another oversized walk in closet in the second bedroom. The basement is all tile and has a new bathroom and a laundry room all the way to the back. The backyard has been carefully landscaped and is fully fenced. Really generous two car garage with high clearance and alley access. Overwhelming number of improvements completed since 2015 including all new siding, new roof, new gutters, new windows, drain tile blown in insulation, storm doors, new back gates.

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$1,150,000
3bedrooms
3bathrooms
land 283

By Jameson Sotheby's International Realty

29

Property Northbrook (United States)

FULL WALK THRU ON VIRTUAL TOUR BUTTON. Amazing finished new construction home boasting 8 bedrooms and 6.5 baths in Northbrook, nestled amongst 3mil+ homes. This 10k square foot home is sited on almost 1 acre of land, amazing 139 x 375 lot. 2410 White Oak has great curb appeal with the mix of stone and Hardie board facade and exterior. This once is a lifetime opportunity features every modern amenity one could ask for and a comprehensive and thoughtfully drawn floor plan, one of the best we have seen. The well laid out site plan allows for an oversized outdoor deck, perfect for every day outdoor entertaining. One can't help but appreciate the (2) two car garages (1 garage has over 15 ft ceilings for car lift). The 1st floor is an open floor plan with formal sitting room, dining room, FULL 1st floor bedroom with en-suite bath, mud room, extra laundry area. One of the most noteworthy features is the impressive heart of the homes; a 50-foot-long kitchen/family room with soaring 20-foot ceilings, an absolute showstopper. The second floor has a primary suite that is over 1000 square feet and 4 other large bedrooms all en-suite baths. The second full laundry room is on the floor as well. The lower level 43' x 22' recreation room is sure to be an entertainer's dream, 2 large bedrooms and additional 21 x 15 room perfect for gym or theater room. House is finished and ready for occupancy

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$2,990,000
8bedrooms
7bathrooms
land 3,359

By Jameson Sotheby's International Realty

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