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luxury real estate for sale Highland Park, United States

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House Highland Park (United States)

Historic Queen Anne mansion overlooking Lake Michigan! Set on a private 3/4 acre. Very private, only one neighbor-surrounded on three sides by park,ravine, and Lake, adding borrowed landscape. NuHaus kitchen overlooks Lake. Gorgeous views everywhere. Master Bedroom retreat w/fireplace and 2 balconies. Indoor lap pool! First floor bedroom with full bath for guests. Second floor library and additional family room. Newly finished lower level has wine room, play areas, billiards room, and more. Freshly renovated laundry has a dog shower! Meticulously rehabbed with newer mechanical systems. Windows were removed, restored, and returned. Large lawn area for play, plus a path to your private overlook for morning coffee. Bluff is maintained by Forest Preserve and is a designated Dark Sky area- see the stars from your bedroom window. 4 car tandem garage. Choice of elementary school. The history! Patton lived around the corner, Teddy Roosevelt and his Rough Riders trained riding the Ravine in back. This is the lifestyle you've earned. POF or similar required to show

… 
$3,800,000
7bedrooms
8bathrooms
land 3,035

By Jameson Sotheby's International Realty

34

House Highland Park (United States)

Stunning Custom Contemporary on Coveted Double Lot in Highland Park designed, built and meticulously maintained by the current owners. This one-of-a-kind home sits on over an acre on a beautiful ravine on one of Highland Park's most sought after streets - just steps from town, top-rated schools, the Lake, parks, and more. With soaring ceilings and expansive open living spaces, the home offers an elegant yet comfortable layout perfect for both everyday living and entertaining. This gourmet cook's kitchen features high-end appliances, abundant cabinetry, a walk-in pantry, and seamless flow into the main living areas, which includes a large open great room/family room off the kitchen and separate dining area with huge walk in closet for all your hosting accessories. Unique shelving niches and art display areas abound. The first-floor primary suite is a private retreat with a spa-inspired bath and a spacious custom walk-in closet. Flexible den/office opportunity perfectly located next to the primary suite and an additional bedroom and a custom built office that can be used as a bedroom round out the first floor. Upstairs, you'll find three generously sized bedrooms, each with direct access to beautifully appointed bathrooms. Off the bedrooms is an expansive open family space perfect for relaxing, reading and playing. The walk-out lower level is a true showstopper - featuring a custom golf simulator room, media/rec space, fitness area, a luxe bath and sauna, and one of the finest indoor basketball and multipurpose sport courts in the area. A professionally landscaped, south-facing backyard offers an in ground hot tub, privacy and room to play, and the attached three-car heated garage adds convenience and comfort year-round. This thoughtfully designed home is a rare and special opportunity in Highland Park - offering abundant space, superior quality, and suburban lifestyle in an unbeatable close to town location.

… 
$2,999,999
6bedrooms
7bathrooms
land 4,492

By Jameson Sotheby's International Realty

157 listings near Highland Park

Nearby
30

House Northbrook (United States)

Custom-built home in the Glenbrook Countryside subdivision in Northbrook on almost a half-acre of land. Another elegant home by a Chicago luxury builder. The property offers an exceptional combination of quality craftsmanship, functionality, and sophisticated design featuring ECHO RIDGE COBBLEFIELD HARDIE SHINGLE SIDING, COBBLESTONE White Stone, and HARDIE BOARD VERTICAL PANEL SIDING. Don't miss out on this once-in-a-lifetime opportunity to create your dream home in a park-like setting. This beautiful new home features over 6265 square feet, featuring six bedrooms, 5.1 bathrooms, and an array of luxurious amenities. Luxury awaits upon entering this marvelous home, featuring an open floor plan that seamlessly flows from room to room, complemented by contemporary details and timeless architectural elements. The foyer leads into the great room, featuring soaring 30-foot-high ceilings and bringing natural light through the bank of windows flanking the two-story wood-burning brick fireplace. This room also features natural exposed beams and a floating contemporary stairway leading to the upper level. Enjoy hosting dinner parties in your formal dining room and cooking in your kitchen, complete with all the conveniences for today's busy lifestyle, designed to make even the most seasoned chef's heart sing. The kitchen features a large island with quartzite counters, custom cabinetry, a butler's pantry, and a walk-in pantry. A powder room is discreetly located off the kitchen for the convenience of guests. Relax in the breakfast room area, which offers easy access to the patio. A library, two separate offices for your workplace needs, and a beautiful mud room leading to the attached 3-car garage complete the main floor living area. The garage has a gas line present and is wired for an EV charging station. The upper level of the home includes five bedrooms. The primary ensuite boasts an opulent private bathroom with a rejuvenating shower with body sprays, a standalone tub, separate his-and-her closets, and an enclosed reading room. The four additional bedrooms share two ensuite bathrooms at the house's front and rear. Additionally, the two middle bedrooms are connected by a Jack-and-Jill bathroom. There are four bathrooms on the second level, as well as the primary laundry facility. The lower level is a haven for entertainment, featuring a massive recreation room, a custom bar with a large island and ample seating, a guest bedroom, a full bathroom, an exercise room/home theater, and additional laundry facilities. This expansive open space allows for endless possibilities to suit your lifestyle. Experience the pinnacle of luxury living. Attention to detail is evident in every corner of this residence. From the elegant finishes to the thoughtful design, this home stands as a testament to the art of fine living. Nestled between Northbrook Court and Deerbrook Shopping Mall, it is conveniently located near highway access.

… 
$2,499,000
582
6bedrooms
5bathrooms

By Annonceur International

Nearby
Contract pending
50

House Bannockburn (United States)

Set within Tarns of the Moor - a private cul-de-sac of just ten estate properties - 28 Aberdeen Court is an exceptional custom shingle-style residence completed in 2017 and meticulously maintained by its original owner. Situated on approximately 2.4 private acres alongside an association-maintained pond, this remarkable property combines timeless architecture, expansive living spaces, and beautifully curated outdoor amenities in one of Bannockburn's most exclusive settings. Thoughtfully designed to maximize natural light and capture sweeping views of the grounds, the home features a broad, flowing floor plan ideal for both everyday living and large-scale entertaining. Oversized windows fill the interiors with southern light throughout the day, particularly within the kitchen, breakfast area, and family room, where indoor and outdoor living connect effortlessly. The designer kitchen is both refined and highly functional, appointed with white shaker cabinetry, full-height subway tile, honed soapstone countertops, a substantial center island with apron-front sink, and a professional-grade range beneath a custom hood with pot filler. Rich stained oak flooring extends throughout the main level, while the adjoining family room is anchored by a stacked-stone fireplace and shiplap ceiling that add warmth and architectural character. Additional entertaining spaces include a pubroom/bar room and a sophisticated grasscloth-lined dining room and a paneled lounge with illuminated shelving, offering a more intimate and tailored atmosphere. A dramatic two-story foyer introduces the main level, which also includes a private office, walk-in pantry, spacious mudroom, two powder rooms, and attached three-car garage. The second level features four en-suite bedrooms centered around a generous den and dedicated laundry room. The luxurious primary suite offers dual vaulted walk-in closets and a serene spa-inspired bath finished in a timeless, understated palette. The finished lower level adds tremendous flexibility with a large recreation room, fitness studio, games area, fifth bedroom suite, and extensive storage. Outdoor living is equally impressive. Designed as a seamless extension of the home, the grounds feature a stunning rectangular pool with sun shelf, cedar-shingled pavilion, bluestone terrace, and fully equipped outdoor kitchen surrounded by expansive lawns, mature landscaping, and tranquil pond views that create a rare sense of privacy and openness. A beautifully executed newer construction residence offering timeless design, exceptional craftsmanship, and resort-style living in one of Bannockburn's most discreet and desirable enclaves.

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$3,799,000
4bedrooms
7bathrooms
land 9,712

By Jameson Sotheby's International Realty

Nearby
34

House with garden Glencoe (United States)

Welcome to this spacious 6 bedroom, 4.1 bath, 2-car attached garage home sitting on an expansive and spectacularly landscaped 1/2 acre lot! Enveloped by mature trees & lush landscaping, this home offers respite and tranquility inside and out. This magnificent French Provincial home boasts splendid architectural elements preserved amidst meticulous updates throughout. You are met with beautiful original details in every direction, from the carved wood fleur-de-lis internal doors & parquet wood flooring to the gorgeous hand painted walls & crown molding. The Living Room showcases an original carved wood & marble fireplace & reclaimed Vermont wood floors that extend into the sun-soaked Family Room, flooded with light from the large French doors, windows & skylight. The Kitchen features high-end appliances, a farmhouse sink, a large island, built-ins, & a Pantry. Off the Kitchen a large Mud/Laundry Room doubles as an additional prep space, offering a second refrigerator/freezer & dishwasher along with a laundry sink, washer & dryer, & ample storage space. A formal Dining Room, Home Office with a cozy gas fireplace, & a fully remodeled Powder Room complete the generous first floor. Ascending the sweeping staircase brings you to the second floor that offers five bedrooms & three full bathrooms. The renovated Primary Suite includes double closets, a separate dressing area with California Closets, & an updated Primary Bath with double sink & large shower. The spacious third floor provides flexibility in use, whether it be an Au Pair Suite & Gym, or second home Office & Recreation Room, or simply two additional Bedrooms. The partially finished basement offers additional recreational & storage space. Enjoy sitting luxuriously on the Flagstone patio taking in the gorgeous garden and vast lawn, which offers ample space to add a pool or even tennis/pickleball court! Sitting gracefully on a quiet, tree-lined cul-de-sac within walking distance to Glencoe village, West & Central Schools, its location can't be beat.

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$2,250,000
6bedrooms
5bathrooms

By Jameson Sotheby's International Realty

Nearby
41
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House Lake Forest (United States)

This sprawling Tudor style estate is nestled on nearly 10 enchanting acres. Fully fenced, this amazing property borders a public prairie reserve that has been restored to and beyond the historic Jens Jensen design. The grounds are the design pallet that has created award winning gardens across the entire North-Shore and Wisconsin. Featuring a butterfly garden, an organic potager garden, orchard, vineyard, sprawling lawns, and a stocked fishing and water lily pond. The homes interior has been masterfully decorated and restored to its century old elegance. From the original unique ceiling moldings to the Walnut paneling and bookcases this home is beyond compare. The living room features 10 foot ceilings and is perfectly scaled for entertaining and gathering with family and special friends. The elegant dining room with fireplace and leaded glass windows make seasonal dining inside a very special occasion. Across the marble foyer from the dining room is a Southern facing Cypress paneled library that takes full advantage of the properties fabulous vistas and natural light. Altounian builders expertly crafted the chef's kitchen outfitted with fabulous white shaker cabinets, top-of-the-line appliances and exceptional details and finishes. Adjoining the kitchen via the pool breezeway is the bright and airy family room with seamless access to the terrace, a sleek fireplace and a custom bar, as well as access to a pool bathroom. Above the four car garage is a vaulted ceiling three room in-law suite, with full bath, currently being used as an exercise room, yoga studio and craft space. On the 2nd level you will find four beautiful en-suite bedrooms and baths, including the spacious primary suite with luxurious bath and enormous closet. Venture outdoors and enjoy your own private oasis. The entertainment area revolves around a pool and spa, an outdoor fireplace, multiple gathering areas with seating for thirty, and a pergola dining terrace, featuring an all stainless steel kitchen that can easily accommodate twelve - all working in perfect harmony to create an unparalleled al fresco dining experience. Offering almost 6,000 square feet of living space and a one-of-a-kind outdoor haven this home has been crafted to meet your every need - indoors and out. Horses are allowed, and there is the possibility to also subdivide the property.

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$4,700,000
4bedrooms
7bathrooms
land 3.9ha

By Jameson Sotheby's International Realty

Nearby
39

House Glencoe (United States)

Magnificent Tudor residence in prime East Glencoe, beautifully sited on an exceptional lot and lovingly maintained by the same family since 1987. This stately six-bedroom, four-full and one-half bath home seamlessly blends timeless architectural character with thoughtful updates, offering gracious room sizes, high ceilings, exquisite moldings and millwork, abundant natural light, and exceptional storage throughout. A welcoming foyer introduces the elegant main level, which features a spacious living room, formal dining room, and an expansive kitchen that opens to the breakfast area and family room-all overlooking the beautifully landscaped backyard. A private den or home office and a perfectly positioned powder room complete the main floor, creating an ideal layout for both everyday living and entertaining. The second level is anchored by a generous primary suite with a beautifully appointed en-suite bath, custom-organized closets, and serene views of the grounds. Three additional oversized bedrooms, each with exceptional custom closet space, provide comfortable accommodations for family and guests. The third level offers remarkable flexibility, ideal for two additional bedrooms, home offices, a playroom, fitness space, or recreation area. The finished lower level includes a large recreation room, an additional bedroom or office, and a full bath, providing even more versatile living space. Outside, the expansive yard is a true retreat, featuring a gorgeous stone patio just off the kitchen and family room, creating the perfect setting for outdoor dining, entertaining, or relaxing. A detached two-car garage and generous green space complete this exceptional property. A rare opportunity to own a distinguished Tudor in one of East Glencoe's most coveted locations, offering timeless elegance, outstanding functionality, and an unparalleled setting. Steps to the lake, town, parks, and so much more!

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$2,490,000
6bedrooms
5bathrooms

By Jameson Sotheby's International Realty

Nearby
30

House Lake Forest (United States)

Designed by David Adler as the coach house for the historic Centaurs estate in 1928, the Tower House remains one of Lake Forest's most celebrated architectural icons set near the shores of Lake Michigan. The five-story Italianate-style residence overlooks nearly an acre of private, wooded grounds, culminating in the famous tower, which features expansive views of the lake and the surrounding estate. The property is currently owned by acclaimed designer Kara Mann, who has meticulously designed plans for a potential renovation to modernize this significant historic property. Privacy is a defining feature of this Lake Forest estate, as it's visible only through the wrought-iron gates and accessible via a courtyard. The interiors, including the kitchen and baths, have been renovated by previous owners while preserving the home's architectural integrity and detailing. Adler's love for symmetry, historic style, and craftsmanship is captured in coved ceilings, arched doorways, Art Deco-style tray ceilings, original brick and wood floors, and Palladian-inspired arched windows and French doors that mirror each other. Natural light pours through expansive windows, illuminating the main living and dining areas. Heights reach up to eleven feet, giving these spaces a sense of volume. The residence is thoughtfully arranged across five distinct levels, centering on a main floor that balances grand entertaining with privacy and separation. The chef's kitchen is equipped with European-style cabinetry, Wolf, Sub-Zero, Viking, and Miele appliances, and opens to a sun-drenched solarium-the only addition to the original Adler footprint. A library with custom built-ins leads to a main-level guest suite. On the second floor, the layout provides a dedicated retreat with two primary suites and a bright, renovated laundry room. The architectural narrative continues upward through the tower, housing a fourth en-suite bedroom on the third level and the historic Byzantine Room on the fourth. This space features uniquely preserved murals by Russian-born artist Nicolai Remisoff, one of the few remaining examples of his work (the other is at the Lake Forest Library Rotunda). A fifth secluded bedroom suite and sitting area occupy the final interior level. The vertical journey concludes on the rooftop terrace, where treetop views and panoramas of the lake and the distant Chicago skyline offer a perspective as singular as the architecture itself. The property is completed by a detached two-car garage, an expansive patio, a private courtyard, and a lawn area suitable for a future pool. The Tower House stands as one of Lake Forest's most significant David Adler projects, now with the rare advantage of a renovation vision for its next chapter as a luxury North Shore residence.

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$2,495,000
595
5bedrooms
5bathrooms

By Annonceur International

Nearby
25

Apartment Northbrook (United States)

First floor condo in a perfect location. Spacious updated 2B , 2B condo in popular PHEASANT CREEK! Full remodel includes, new kitchen cabinets with quartz counters, new doors, new electric, new stainless steel LG appliances with a double oven, new water heater, rain shower, all new bathrooms including blue-tooth speakers in them, and brand new windows and slider! Convenient 1st Floor living with private outdoor patio off the living area. Bright and light dining room. Main bedroom has a private bath and large walk in closet. Laundry - washer and dryer in the condo. Heated underground assigned parking #78. Storage #103. All utilities are included in HOA fees except electricity. Secure building with elevators. Beautifully maintained grounds with 2 pools, tennis, basketball, and pickle ball courts, clubhouse with a party room, parks, ponds, and even a kids playground. Management on-site, no rentals. Award-winning schools. Located close to I-294 & I-94, shopping, restaurants and more. REAL ESTATE TAX DOES NOT REFLECT HOMEOWNERS EXEMPTION!

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$319,000
2bedrooms
2bathrooms

By Jameson Sotheby's International Realty

Nearby
Contract pending
9

House Lake Forest (United States)

Welcome to 455 Hunter Lane, tucked away on a quiet cul-de-sac in the sought-after Ridgelands subdivision and set on 1.3 professionally landscaped acres. Beautifully reimagined and extensively updated by the current owner, this exceptional home combines timeless elegance with modern comfort. Rich hardwood floors lead you into the grand foyer, highlighted by a Venetian plaster ceiling and a beautifully renovated powder room. Just beyond, the home's gracious living and entertaining spaces unfold, including a spacious formal living area that flows seamlessly into the expansive family room. Recently refreshed, the family room features custom built-in cabinetry and triple windows that frame picturesque views of the stunning grounds. The family room opens to a sun-filled breakfast area and a stunning chef's kitchen, showcasing remodeled custom cabinetry, brand-new countertops, backsplash, fixtures, and hardware. Just beyond the breakfast area, a large screened porch provides the perfect setting for outdoor dining, entertaining, or simply relaxing while enjoying views of the beautifully landscaped grounds. The main level also offers a spacious formal dining room, a versatile fifth bedroom or home office, a newly remodeled full bath, and a generous laundry room. Outside, the thoughtfully designed outdoor living spaces continue with an expansive patio featuring a built-in grilling area and stone firepit, creating an ideal setting for gatherings with family and friends or quiet evenings at home, all surrounded by mature landscaping and picturesque grounds. Upstairs, the expansive primary suite offers a large walk-in closet and an oversized bathroom. Bedrooms two and three have been recently painted and feature new hardwood flooring, sharing an updated Jack-and-Jill bathroom. Bedroom four offers generous space and its own en-suite full bath. The finished basement is designed for today's lifestyle, featuring a glass-enclosed exercise room, cozy recreation area, sixth bedroom, and an additional full bath. Completing the home is an oversized three-car garage equipped with provision for two electric vehicle chargers. Additional recent improvements include two new air conditioning units, new lighting throughout most of the home, a new refrigerator, new washer and dryer, and an invisible fence. A rare opportunity to own a meticulously updated home on a spectacular 1.3-acre lot in one of the area's most desirable neighborhoods.

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$1,475,000
5bedrooms
6bathrooms
land 5,423

By Jameson Sotheby's International Realty

Nearby
27

House Northbrook (United States)

Exceptional opportunity to transform this spacious home into something truly spectacular! Tucked away on a quiet cul-de-sac in highly sought-after Charlemagne, this impressive 5-bedroom, 3.1-bath brick residence offers over 3,400 square feet of living space on one of the largest lots in the neighborhood. While the interior is ready for a fresh design vision, the home has been impeccably maintained, with the major investments already made - including newer roof, windows and mechanicals - allowing you to focus on creating the aesthetic you've always wanted. The generous floor plan offers oversized living spaces, abundant natural light and exceptional flexibility for today's lifestyle, while the expansive backyard provides endless possibilities for entertaining and recreation. Ideally located within award-winning District 27 schools, including National Blue Ribbon-recognized elementary schools, and highly acclaimed Glenbrook North High School, this is a rare opportunity to purchase a well-cared-for home with outstanding bones, incredible space and limitless potential in one of Northbrook's most desirable neighborhoods. Bring your designer, your imagination and your vision - this is the one you've been waiting for. Renovated homes in this area have sold for $1,200,000+. Home will be sold in As-Is Condition--No Exceptions.

… 
$750,000
4bedrooms
4bathrooms
land 1,740

By Jameson Sotheby's International Realty

Nearby
Contract pending
37

House Northbrook (United States)

The sprawling ranch you've been waiting for! Offering over 2,500 square feet of beautifully updated living space, this exceptional home combines comfort, style, and effortless living. The flexible floor plan features two spacious bedrooms plus an optional third bedroom currently designed as a bright and inviting den/home office. The gourmet kitchen is a chef's dream, appointed with top-of-the-line appliances, abundant cabinetry, and seamless flow into the sun-drenched living and dining areas. The finished basement expands your living space with an additional bedroom, full bath, and ample room for recreation, guests, or hobbies. Located in a sought-after maintenance-free community, you can leave the yard work behind and simply enjoy all this move-in-ready home has to offer.

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$925,000
2bedrooms
3bathrooms

By Jameson Sotheby's International Realty

Nearby
Contract pending
25

House Lake Forest (United States)

Exciting new construction with unobstructed views of LF Open Lands in Lake Forest's newest subdivision, The Preserve at Westleigh. Work with Reynolds Architecture Design & Construction group to put the finishing touches on this beautiful home. Perfectly designed for comfortable day-to-day living as well as fabulous spaces to entertain. Vaulted family room with fireplace and flows into the spacious chefs kitchen and dining area. The first floor primary suite is truly it's own wing with large walk-in closet and luxurious bath. Completing the first floor is a private study, powder room and great mudroom/laundry area just off the garage. Upstairs you will find a cozy loft area and 2 En-suite bedrooms. There is also the bonus of unfinished attic space above the garage that could be finished as well. Finished basement may be added at additional cost. Interior pictures are from builder's previous project. Nestled in quiet surroundings, backing to the Carruthers Nature Preserve, yet close to everything Lake Forest has to offer~ Train, shopping, schools, parks and expressways.

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$2,450,000
3bedrooms
4bathrooms
land 1,457

By Jameson Sotheby's International Realty

Nearby
17

House Lake Forest (United States)

Brand new construction in the Woods Estate enclave of Westleigh Farm, ideally situated on a quiet cul-de-sac with beautiful western exposure and sunset views out your back patio, set on nearly an acre overlooking the nature preserve. This thoughtfully designed home blends timeless architecture with a modern day spacious floor plan that includes a desirable first-floor primary suite, soaring ceilings, wide-plank hardwood floors and refined details throughout. The expansive great room flows seamlessly into a sunroom, private office and chef's kitchen with custom cabinetry, luxury appliances, oversized island and walk-in pantry. Adjacent breakfast and dining areas offer flexible gathering spaces. The first-floor primary suite is a private retreat with spa-inspired bath and dual walk-in closets. A full bath, separate mudroom and laundry room are just inside your attached three-car garage. The spacious second level includes three bedrooms, two full bathrooms, convenient 2nd laundry room, loft area and a game/family room. Full basement includes an additional 2,800 sq ft and has roughed-in drywall which can be finished (inquire for more details). Residents enjoy 47 acres of preserved natural beauty, clubhouse, indoor pickleball court, and scenic walking paths - all minutes from Market Square, Metra, dining, shopping, and award-winning Lake Forest schools.

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$3,250,000
4bedrooms
5bathrooms
land 3,683

By Jameson Sotheby's International Realty

Nearby
Contract pending
15

House Lake Forest (United States)

Estimated delivery: Early 2026. New construction in the coveted Woods Estate enclave of Westleigh Farm, ideally situated on a quiet cul-de-sac with picturesque sunset and pond views and access to the Carruthers Nature Preserve. Set on nearly an acre, this thoughtfully designed home blends timeless architecture with modern open-concept living. A charming covered front porch welcomes you into a light-filled interior featuring soaring ceilings, wide-plank hardwood floors, and elegant architectural detailing throughout. Designed for both everyday living and entertaining, the expansive great room flows seamlessly into a sunroom, private office, and a chef's kitchen appointed with custom cabinetry, luxury appliances, an oversized center island, and a walk-in pantry. Adjacent breakfast and dining spaces offer flexibility for casual and formal gatherings. The first-floor primary suite is a private retreat, featuring a spa-inspired bath with dual vanities, soaking tub, walk-in shower, and an expansive walk-in closet. A well-appointed mudroom/laundry room, and access to the three-car garage complete the main level with functionality and ease. Upstairs, a generous loft provides additional living space, while two secondary bedrooms share a Jack-and-Jill bath, ideal for family or guests. A full basement offers over 3,000 square feet of additional living space, roughed in to drywall with paint, and provides exceptional potential for future living, fitness, or entertaining areas. Residents of Westleigh Farm enjoy 47 acres of lush gardens, woodlands, meadows, and ponds, along with a community clubhouse, indoor pickleball court, and over a mile of walking paths-creating a lifestyle that blends natural beauty with modern amenities. Located just minutes from Market Square, Metra, dining, shopping, and award-winning Lake Forest schools, this exceptional residence offers privacy, elegance, and convenience.

… 
$2,649,000
4bedrooms
4bathrooms
land 3,318

By Jameson Sotheby's International Realty

Nearby
7

House Northfield (United States)

Regent Wood homes rarely come to market, and once you see this one, you'll understand why buyers wait years for a chance like this. As the largest home in this maintenance free subdivision at just over 5,100 total square feet, and the only one with a 3 car attached garage, 22 Regent Wood Rd stands apart even within a community known for quality. Tucked at the back of a peaceful cul-de-sac and wrapped in wooded privacy, the setting sets the tone before you even step inside, especially in the sunroom, a glass roofed, atrium style retreat with slate tile underfoot and windows on nearly every side framing mature trees and glimpses of the pond and its lily pads beyond. The living room makes its own impression, with soaring vaulted ceilings, a statement crystal chandelier, and a classic fireplace flanked by arched, transom topped doorways, with the sunroom opening off one side and black and white checkerboard tile carrying through the space on the other, giving the home real personality from the moment you walk in. The kitchen was built for function first, with glossy white cabinetry curving around a black granite topped island and perimeter counters, a built in double wall oven, and a sunny window over the sink looking straight into the trees. The first floor primary suite offers true single level convenience with a walk in closet and full en suite bath, while the private office just off the foyer pairs a bay window over the front grounds with a full wall of custom cherry wood built ins, ideal for a serious home library, office, or both. Upstairs, a loft style hallway open to the floor below leads to two generously sized bedrooms, each with its own full bathroom and walk in closet, a smart and private layout for family or guests, with playful dutch doors along the way that open from both the top and bottom. The fully finished basement nearly doubles the home's living space, anchored by a large recreation room and flanked by an exercise room, a second office, and a full wet bar built for hosting, along with a full bathroom featuring a steam shower and two separate storage rooms. This home has been genuinely cared for, not just maintained, and it's ready for its next owners to make it their own, offering low maintenance living without compromising on space, character, or privacy, whether that means more time in the sunroom watching the pond or hosting friends at the basement bar instead of running errands on a Saturday. Northfield's location adds to the appeal, with easy access to top rated schools, Metra service into the city, shopping, dining, and the North Shore lifestyle that draws people to this pocket of Chicagoland. Homes like this in Regent Wood simply do not come around, and this is a rare chance to own the largest, most distinctive home in the community, quietly tucked away and truly ready for its next chapter.

… 
$1,350,000
3bedrooms
5bathrooms
land 526

By Jameson Sotheby's International Realty

Nearby
30

House Lake Forest (United States)

This historic Normandy manor on coveted Lake Road combines timeless elegance with an array of magnificent modern updates. A grand two story entry hall welcomes you into the massive estate, immediately establishing an ambiance of sophisticated luxury. The formal living spaces are designed for grand entertaining, offering sweeping views of the spacious, professionally landscaped yard. The fully fenced grounds serve as a private resort, featuring an expansive bluestone patio, a sparkling in-ground swimming pool, a custom relaxation pergola. Significant capital improvements over the last six years ensure absolute peace of mind, including completely rebuilt exterior brick walls, five fully rehabbed bathrooms, updated pool equipment, a renovated pool house, and a fresh coat of interior paint throughout. Even the hallway balustrades have been replaced to meet modern safety codes and meticulously stained to match the original historic woodwork. The heart of the home features a formal twenty-seven by seventeen foot dining room that boasts custom Chinese themed wall treatments, soaring high ceilings, and rich herringbone hardwood floors. Nearby, the stunning Peacock Kitchen has been recently updated to be light and bright. This culinary space features a generous center island, premium granite countertops, high end appliances, and an abundance of pantry and cupboard space, complemented by a dedicated planning area to the south. Large windows and elegant French doors open from the kitchen onto enchanting courtyard gardens centered around a tranquil fountain. For seamless indoor outdoor living during pleasant weather, a twenty-one by eleven foot screened porch provides a protected retreat surrounded by mature perennial gardens, offering direct access to the pool area. Accommodations in this estate are remarkably flexible and luxurious, beginning with a private first floor bedroom suite custom designed with every amenity and a private bathroom. However, the true crowning jewel of the home is the second floor primary suite, which offers an even more lavish and luxurious sanctuary than the main level space. The rest of the second floor is equally impressive, where each additional bedroom features its own recently updated private bathroom. This level also serves as an entertainment hub, boasting a secondary kitchen and a massive thirty-five by twenty foot theatre room equipped with a brand new one hundred inch television. Adding to the incredible versatility of this property is a fully functional, separately metered coach house that provides the perfect private accommodations for guests.

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$5,850,000
1,298
6bedrooms
6bathrooms

By Annonceur International

Nearby
Contract pending
41

House Winnetka (United States)

Storybook Cape Cod in the Heart of Winnetka...Walk to Everything! Picture-perfect curb appeal, timeless character, and an unbeatable in-town location - this home has it all! Thoughtfully expanded and beautifully updated, this home offers the charm buyers love with the space and functionality for today's lifestyle. A welcoming center entrance opens to gracious living spaces designed for both everyday living and entertaining. The spacious living room, anchored by a handsome fireplace, is equally suited for hosting guests or enjoying a quiet evening at home. The elegant dining room provides the perfect setting for holiday gatherings and special occasions. The true centerpiece of the home is the stunning kitchen and family room addition. Designed to be the heart of the home, the updated kitchen features high-end appliances, plenty of storage and an island with seating. It opens seamlessly to the amily room with custom built-ins and beautiful views of the professionally landscaped backyard and fabulous pergola and patio. French doors create effortless indoor-outdoor living and entertaining. A first-floor office and mudroom add flexibility and convenience. The second floor offers four nice sized bedrooms, including a spacious primary suite created as part of the addition. A true retreat, the suite features a large walk-in shower, double vanities and timeless finishes.The lower level provides versatility with space for a recreation room, playroom, workout area or a second office. 2-car garage on a deep lot. What truly sets this home apart is its coveted location. Enjoy a walk-to-everything lifestyle just minutes from downtown Winnetka's vibrant shops and restaurants, the Metra, beaches, parks, and the Hibbard Road sports Mecca! Even better, all three award-winning Winnetka schools are just a short walk away. Charming, spacious, and impeccably located, this is the home buyers have been waiting for....a rare opportunity to enjoy the very best of Winnetka living.

… 
$1,395,000
4bedrooms
3bathrooms

By Jameson Sotheby's International Realty

Nearby
Contract pending
50

Property Winnetka (United States)

A RARE OPPORTUNITY...in the HEART of East Winnetka, this iconic home is among the Village's most admired residences! Commanding an elevated setting atop Arbor Vitae, the magnificent home was designed by renowned architects Otis & Clark and has earned its grand reputation as Winnetka's own Castle on the Hill. It boasts one of the most exceptional backyard retreats! Featured in Luxe Magazine and showcased on the prestigious Winnetka Community Housewalk, the home underwent an extraordinary renovation that seamlessly marries historic grandeur with today's most coveted luxury amenities. Every detail has been thoughtfully reimagined while preserving the architectural integrity, craftsmanship and timeless elegance. A breathtaking barrel-vaulted reception gallery sets an unforgettable first impression, creating a dramatic backdrop for art collections, entertaining and everyday living. The home boasts a ton of natural light, soaring ceilings and fabulous millwork. At the heart of the home, a spectacular skylit atrium-style great room offering panoramic views of the sprawling grounds and resort-caliber outdoor living spaces: newly renovated pool, patio, built-in fire pit area and an incredible professionally landscaped backyard. A wall of French doors on the back of the home blends the indoor and outdoor living seamlessly. The designer kitchen is both beautiful and functional, featuring a coveted La Cornue range, Sub-Zero, Miele appliances, custom cabinetry, radiant heated floors and Waterworks fixtures. You will love entertaining in the elegant dining room, sophisticated den with custom bar to the inviting family room anchored by a new fireplace and bespoke built-ins. The luxurious primary suite is a private sanctuary designed for relaxation and renewal. The spa-inspired bath showcases heated marble floors, a steam shower, freestanding soaking tub, Waterworks fixtures and an extraordinary custom dressing room. A private sitting room and office complete the primary suite. Additional renovations include beautifully appointed en-suite baths and a reimagined third floor with hang out, office and workout spaces...use it however you like! Outside, the grounds rival those of a private resort. The expansive, park-like backyard features a stunning renovated swimming pool, multiple entertaining terraces, fire pit, and professionally designed landscaping that provides beauty, privacy, and year-round enjoyment. Easy access to a pool/changing area as well. This home is in an A+ location! Minutes from the Beach, steps from downtown Winnetka shops and restaurants, award winning schools, parks, and the train. This extraordinary family home offers a once-in-a-generation opportunity to own one of Winnetka's true architectural treasures!!

… 
$3,850,000
7bedrooms
8bathrooms
land 2,428

By Jameson Sotheby's International Realty

Nearby
15

House Glenview (United States)

New construction opportunity on a premier 120x140 lot in highly sought-after Glen Oak Acres/East Glenview. Work with a reputable and experienced luxury home builder to create your dream home in one of Glenview's most desirable locations. Current plans are available and feature a thoughtfully designed layout, including a rare first-floor primary suite. Exceptional opportunity to customize a luxury new construction home on an oversized lot. Contact Anne for plans and additional information.

… 
$3,950,000
579
5bedrooms
5bathrooms

By Annonceur International

Nearby
50

House Mettawa (United States)

TAKES OUR BREATH AWAY! For agents representing discerning luxury buyers, Shagbark is the most extraordinary offering to come to the North Shore. Walter Frazier's celebrated 1938 architectural masterpiece, Shagbark, comes to market following a six-year, no-detail-overlooked re-mastery of the entire estate. Shagbark blends grand architecture and bygone craftsmanship with the efficiency and reliability of all new infrastructure and interiors. This isn't another beautiful Lake Forest Grand Dame who's seen better days, this is a breathtaking example of a renovation. Hidden in plain sight on 11 acres (3.5 acres of irrigated grounds buffered by 7.5 acres of tax incentivized native prairie), Shagbark encompasses 11,000 square feet of absolute perfection. The residence offers six bedrooms, eight full baths, and three half baths, including two primary suites, one on the main level. At the heart of the home is a bespoke Clive Christian kitchen featuring a fireplace, Baccarat chandeliers, a custom La Cornue Chateau Grand Palais 180 range, and Miele appliances. Every bed, bath and inch of space has been renovated and beautifully finished. Seven fireplaces (six have been renovated to dual fuel, gas or wood). Additional highlights include a 600-gallon saltwater aquarium, gift-wrap room, whole-property RO water system, resort-style pool, half basketball court, 28 zones of indoor and outdoor audio, and 18 wireless high speed access points. The interiors, designed by Joey Leicht Designs and JTM Creative, are extraordinary. Even more compelling, the estate is offered fully furnished with the curated collection of designer furniture from Ebanista, Holly Hunt, Dorya, Gracie, Baccarat, Ralph Lauren Home, Baker Furniture and other distinguished makers. The estate's major systems have been comprehensively modernized, including plumbing, electrical, and mechanical infrastructure. The renovated Ludowici clay tile roof will require little more than routine maintenance for decades to come. A former kennel has been transformed into a Canyon Ranch-inspired fitness center with spa bath/steam. A restored greenhouse connects to a sophisticated cigar lounge. Renowned landscape architect, John Mariani, reimagined the grounds with magnificent hardscapes, garden rooms, cutting gardens, and the addition of more than 200 mature trees, creating remarkable beauty and privacy. The approach itself is unforgettable. A half-mile driveway winds through mature woodlands before revealing the estate's gates. Forest & Bluff magazine (May 2026) described the arrival as stepping into a fairytale. A stand of magnificent Century-old oak trees greets your arrival, as if to prepare you for the many jaw dropping moments that unfold at Shagbark. Shagbark's history is as compelling as its architecture. Originally built for James Rankin Getz and Betsy Needham Getz, prominent figures in Lake Forest social and philanthropic circles, the estate remained in the Getz family for more than sixty years. Getz was instrumental in the creation of the Village of Mettawa in 1960. Adjacent to Lake Forest, the Village of Mettawa's financial structure is the most coveted municipal set-up in Illinois, and one of its best-kept secrets. By living in The Village, you're in Illinois' sole tax haven (with access to the best public schools in the state). Mettawa operates like a private holding company on behalf of its 230 residences: collecting sales tax revenue from Lake Forest Oasis, Costco and Grainger, it then pays an annual cash dividend to its residents in the form of a real estate tax rebate-- $12,000 rebated to Shagbark in 2025. Illinois' Conservation Stewardship Program is in place on the prairie area, further reducing real estate taxes. Shagbark embodies extraordinary taste, elegance, and stewardship. A magnificent refuge meticulously reimagined for the next generation.

… 
$8,995,000
6bedrooms
11bathrooms
land 4.5ha

By Jameson Sotheby's International Realty

Nearby
32

House Lake Forest (United States)

One of the largest homes situated on a premier lot in maintenance free Academy Woods. With over 3600 sq ft of living space, this 4 bedroom 3.5 bath home features an open floor plan and wonderful layout for entertaining. Architectural details include tray and volume ceilings, rich hardwood flooring throughout the 1st floor, detailed moldings and custom built-ins. The grand two story foyer with open staircase is welcoming and greets you with dramatic views of the two story family room, flooded with sunlight, soaring ceilings, a wall of oversized windows and fireplace. Open to the family room is the perfectly laid out kitchen with brand new double ovens, abundant cabinetry with granite counters and the convenience of two islands with prep sink. The spacious eating area is surrounded by two story windows and opens to the lovely brick paver patio and beautifully manicured yard. The formal dining room and living room create the perfect space for any gathering. A handsome library with built-in bookcases and fireplace has sliding glass doors that open to the patio and yard. Just down the hall is the generously sized primary suite with 2 walk-in closets and private bath with double sink vanity and the luxury of a large steam shower. A powder room and convenient 1st floor laundry/mudroom connecting to the two car garage with brand new garage doors completes the 1st level. Upstairs you will find a large open loft and 3 additional spacious bedrooms, 2 of the bedrooms share a hall bath with separate shower and tub, while the 3rd has a private bath of its own. An additional 2nd floor room could provide another office space, exercise area or playroom. Some of the recent updates/improvements include: Two newer Trane furnaces, humidifiers, central air conditioners and thermostats; new sump pump back-up battery; two new hot water heaters; new double oven w/air fryer, dishwasher and washer/dryer; flagstone steps and plantings installed by Mariani Landscaping. Ideally situated near shopping, Metra train, highways, parks and schools. This premier maintenance free community offers a tranquil setting with numerous walking paths including an accessible path to Open Lands and Elawa Farms. Impeccably maintained by current owner. Don't miss this one!

… 
$1,195,000
4bedrooms
4bathrooms

By Jameson Sotheby's International Realty

Nearby
Contract pending
32

House Lake Forest (United States)

Set against never-ending views of the protected Open Lands of Middlefork Savanna on a quiet Lake Forest cul-de-sac, this French Normandy stone-and-brick country residence offers approximately 5,785 above-grade finished living space on more than an acre of highly sought-after land. Fond du Lac stone, Abbington brick, a Vermont gray-slate roof, copper dormers, and a custom cupola announce the craftsmanship within. A travertine foyer opens to preserve views that carry through the home. The formal dining room features wainscoting, a bay window, and a butler's pantry. The gourmet kitchen is appointed with custom alder cabinetry, granite, a Sub-Zero refrigerator and freezer, a Wolf cooktop, double ovens, and a breakfast room opening to a bluestone patio over the Open Lands. A light-filled sunroom rises under cathedral ceilings with barn-wood beams and a wall of windows; the full-paneled alder library offers 10-foot ceilings, a fireplace, and French doors. Five en-suite bedrooms include a primary retreat with a limestone fireplace and a spa bath - air-jet tub, steam shower, heated floors, and dual vanities. The finished lower level is built to entertain: a recreation room with fireplace and wet bar, a sixth bedroom suite, exercise room, surround-sound theater, and wine-cellar rough-in. A heated three-car carriage garage, dual zoned HVAC, two water heaters, battery-backup sump system, and full smart-home and security wiring complete a home designed to be treasured for generations. Lake Forest School Districts 67 & 115.

… 
$3,250,000
5bedrooms
8bathrooms
land 4,330

By Jameson Sotheby's International Realty

Nearby
30

House Lake Bluff (United States)

On the market for the first time in nearly 50 years, the historic Phelps Kelley House is one of Lake Bluff's most significant estate properties. Designed in 1927 by noted Chicago architect Ambrose Cramer, a protege of David Adler, this Tudor Revival masterpiece was originally part of the historic Stonebridge estate. The 9.35-acre property is elegantly situated at the end of a long, private, tree-lined drive, and features a pond, rolling lawn, mature trees, gardens, a 7,383-square-foot main residence with meticulously preserved interiors, and a detached 5-car garage with a full coach house apartment above. Across five decades, one family has carefully stewarded the character of this home, preserving its original grandeur through its stone floors, carved millwork, wood paneling, intricate moldings, tall casement windows, and generous ceiling heights. Cramer carefully planned the floorplan for gracious living and entertaining. A grand entry leads to expansive formal living and dining rooms-each with fireplaces and French doors opening to an expansive terrace overlooking verdant gardens and the pool beyond. A paneled sunroom offers a quiet retreat with views of the grounds and lends itself perfectly to a sun-filled private office. Service areas are thoughtfully configured for ease: a large butler's pantry with extensive vintage cabinetry connects the dining room to the kitchen, which adjoins a sunlit breakfast room oriented toward the pool. A spacious family room provides yet another vantage point to appreciate the property's natural beauty. Additional first-floor conveniences include a large laundry room, back staircase, and discreet storage integrated throughout. Five bedrooms and six full baths complete the second floor, including a primary suite that functions as its own private wing with dual baths, multiple closets, and a dressing room rich with period character. Two additional bedrooms and 1.1 baths on the first floor offer ideal space for guests or multi-generational living. The lower level includes a powder bath and abundant storage space, but could also be converted into a future recreation room. The property's park-like grounds elevate the estate into a true retreat that feels worlds away. Outdoor amenities include a swimming pool, greenhouse, and a prior tennis court site that provides exceptional potential for a new court or custom outdoor recreation. Meandering paths encourage exploration, while open lawns and a broad terrace facilitate gatherings of any scale. Adding to the estate's pastoral charm, the current owners maintain beehives on the property for small-batch honey production. The greenhouse, beehives, and expanses of lawn and garden reinforce the feeling of escape that a private country estate provides while being only minutes from Lake Bluff's beloved community fabric: downtown's charming shops and dining, the Metra station, Sunrise Beach, highly rated schools, outstanding parks, and the town's renowned Fourth of July celebration. A once-in-a-generation offering, the Phelps Kelley House represents the finest expression of North Shore heritage. It is an estate in the truest sense, meticulously preserved and ready to begin its next chapter.

… 
$6,250,000
686
7bedrooms
7bathrooms

By Annonceur International

Nearby
30

House Lake Bluff (United States)

Unobstructed views of Lake Michigan set the tone for this beautifully restored circa 1890s residence at 552 Sunrise in Lake Bluff - an exceptional lakeside retreat and rare opportunity to own a true shoreline escape. Originally built between 1888 and 1902 and lovingly cared for by just three families, this remarkable home spans two parcels with 100 feet frontage facing the lake. A comprehensive renovation by the highly regarded Gobeler Company, with architectural design by Landmark Development, seamlessly blends timeless character with modern comfort, preserving the home's historic charm while thoughtfully updating it for today's lifestyle. Oversized windows and French doors flood the interiors with natural light and frame sweeping lake views throughout. The large yet cozy living room is anchored by a massive custom-built stone fireplace, creating a warm and charming focal point. A generous bay window with a window seat offers panoramic lake views, an ideal spot to relax and take in the ever-changing scenery. The chef's kitchen features high-end appliances, seperate breakfast room, and an inviting hearth room that opens to a charming front porch, perfect for enjoying morning light and lake breezes. The dining room, highlighted by a statement Aerin chandelier, is well-suited for both intimate gatherings and larger entertaining, with direct access to the rear deck and gardens. The upper level is thoughtfully arranged as a private primary retreat, offering stunning water views, custom built-ins, and a spa-inspired marble bath with a soaking tub, steam shower, and heated floors, along with an adjoining room currently used as a closet and laundry. Two additional bedrooms are equally inviting and share a beautifully renovated bathroom. Additional features include restored hardwood floors, integrated audio/visual systems, beautiful light fixtures, a custom-designed mudroom and powder room, and flexible guest spaces. A large basement provides ample storage. Outdoors, the Craig Bergmann designed grounds create a true lakeside oasis with seasonal gardens, layered plantings, stonework, and multiple outdoor living areas designed to capture the beauty of the lake. A rear deck, reclaimed brick driveway and walkways, and a two-car garage complete the property. Located less than one mile from the Lake Bluff train station and town center, this home offers both tranquility and convenience. This is more than a home - it's a rare blend of history, charm, and refined lakefront living, offering a truly unique opportunity to own a timeless lakeside retreat.

… 
$2,550,000
216
3bedrooms
3bathrooms

By Annonceur International

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