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Paul Tyree | CEO, Paul Luxury Homes
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The listings below include active single-family homes, condos, townhomes and multifamily properties across Cook, DuPage, Will, Lake, Kane and McHenry counties. No preset price ceiling. Availability and prices can change; confirm auction and placeholder pricing. This is not a price-reduction-only feed.

Explore homes in Chicago & suburban areas

1878 N Orchard Street, Chicago
$6,950,000
5 Beds ⋅ 8 Baths ⋅ 12705896 MLS ⋅ ACTIVE Status
Stunning beyond words, this East Lincoln Park masterpiece redefines luxury at every turn. Set on a 36x131 on coveted Orchard street, this 9,500 square foot home speaks to a most discerning buyer seeking the ultimate blend of superior craftsmanship and refined luxury. A chic city retreat featuring a plunge pool and beautifully landscaped yard. Upon entering, you are welcomed by the striking drama of a museum-quality marble foyer, soaring ceilings, and an expansive living and dining room with floor-to-ceiling bespoke marble fireplace. At the heart of the home is a stunning statement De Giulio kitchen featuring Wolf and Sub-Zero appliances, a butler's pantry, and an artful mix of Lotus White Similaque, stainless steel, and Gloss Fumed Eucalyptus cabinetry. Iceberg Quartzite counters, Peruvian Walnut accents, and high-gloss Farrow & Ball millwork elevate both form and function. An adjacent family room, anchored by a hand-scraped stone wall, opens seamlessly to the terrace, pool, and landscaped yard-perfect for refined indoor-outdoor living. Throughout, ebony-hued wide-plank heirloom white oak floors are paired with a striking custom metal and glass staircase, tying the home's design elements together with timeless elegance. The primary suite exudes refined elegance and combines luxury with impeccable practicality, boasting a serene sitting area enhanced by a dual-sided gas fireplace framed in exquisite Iceberg Quartzite. The adjoining designer primary bath, adorned in stunning Calacatta Gold marble, offers a spa-like experience, complemented by two very generously appointed closets, two bathrooms, and jacuzzi tub. Designed for effortless living, the home features 3 custom laundry rooms, full-home automation and security, radiant heat with snow melt, 14-zone cooling, and whole-house water filtration. A discreet front curb-cut leads to a private driveway and heated garage, offering 2 indoor spaces and 3 additional outdoor spots-providing secure parking for up to 5 vehicles. Additional highlights include Marvin windows and doors, 800-amp service, backup generator, air-conditioned patio storage, elevator to all levels, and a build-ready roof. This exceptional residence is a rare opportunity to own a legacy home on one of Chicago's premier residential streets, located in the heart of Lincoln Park, just steps from renowned schools, boutique shopping, and some of the city's best dining.

1878 N Orchard Street, Chicago

94 Hawthorne Road, Barrington Hills
$6,950,000
6 Beds ⋅ 11 Baths ⋅ 12546231 MLS ⋅ ACTIVE Status
Discover unparalleled luxury at Blue Heron Estate, a stunning 9.6+ acre oasis on Hawley Lake, complete with its own private stocked pond. Enter through one of two elegant, gated entries and be greeted with over 20,000 square feet of exquisite living space. This exceptional residence features: 6+ Bedrooms and 9 Full + 2 Half Baths: 6 Fireplaces that create a warm, inviting ambiance: A 1300-Bottle Wine Cellar for the discerning connoisseur: A Professional Sauna: An Elevator serving all floors: An Indoor Pool with a hot tub and waterfall, perfect for year-round relaxation and entertainment. From the breathtaking double-stairway foyer adorned with a custom handmade chandelier to the high-quality finishes throughout, every detail of this estate exudes tasteful elegance. The robust construction features concrete, brick, and stone with a clay tile roof, ensuring durability and timeless appeal. Additional highlights include: A Newer Brick Paver Driveway: Solid handmade doors from Italy: Custom lighting designs: All newer furnaces and a backup generator: All newer Pella windows: A 4-Car Garage with enough height for lifts: an additional detached garage featuring a 2-Horse Stable. With countless updates and improvements, this home is a true masterpiece offered at a fraction of the cost to build. Experience award-winning Barrington schools and a lifestyle of luxury and comfort. Inquire for a full list of features and updates-your dream home awaits!

94 Hawthorne Road, Barrington Hills

79 E Cedar Street, Chicago
$6,900,000
4 Beds ⋅ 9 Baths ⋅ 12658057 MLS ⋅ ACTIVE Status
Welcome to 79 East Cedar Street. This is a rare opportunity to acquire a home of significant scale and presence in the Gold Coast-one of Chicago's most vibrant and historic neighborhoods. In 1884 Bertha Palmer commissioned architect Joseph Lyman Silsbee of Silsbee and Kent to create a neo-Moorish masterpiece design to transcend the ordinary. This meticulously refurbished home weds traditional grandeur with modern innovations. With approximately 7,523 square feet, this house charms with its private, incomparable roof terrace holding court over lake and sky, showing dazzling vistas. A stately solarium crowns the house, giving panoramic views day and night across Chicago's skyline-a truly special all year retreat in the heart of the city. A Parisian-style elevator serves all floors. Living space includes four bedroom suites, five bathrooms, three kitchenettes, a theater room is perfect for cozy nights in, while a wine room, utility room and a two-car garage, complete the plan. Set on one of Chicago's most prestigious addresses, approaching the property, one is met with elegant stone steps, flower boxes, and statuary. Original latticework and wrought iron fences captivate the eye. Heated pavement in front of the home, as well as outside the garage, keeps the residence easily accessible year-round. This splendid, curated retreat offers privacy and style with comfort and function: a seamless blend of present, and future.

79 E Cedar Street, Chicago

3024 N Lake Shore Drive, Chicago
$6,750,000
6 Beds ⋅ 9 Baths ⋅ 12795133 MLS ⋅ ACTIVE Status
Rare opportunity to own an impeccably maintained single-family residence on Lake Shore Drive, situated on an expansive 64' x 200' lot with approximately 9,000 square feet under roof. This exceptional home offers 7 bedrooms and 7.5 baths and features multiple outdoor living spaces, including a Sport Court, a 30' x 25' terrace, and a 30' x 20' garage rooftop terrace with a custom outdoor kitchen-ideal for entertaining. A dramatic foyer welcomes you into the main level, which features a gourmet kitchen, great room, and a striking living area with soaring 20+ foot ceilings, a gas fireplace, and a dining space overlooking Lake Shore Drive. The kitchen is appointed with custom white cabinetry, natural stone countertops, professional-grade appliances, a dedicated coffee and beverage nook, and a built-in breakfast banquette. The seamless indoor-outdoor layout opens to a pergola-covered entertainment terrace with lounge seating and a fire pit, offering direct access to the backyard and an integrated sports court. A striking custom double staircase connects the upper levels. The second-floor features three light-filled ensuite bedrooms with custom-builtin storage. The third floor is home to a refined primary suite with custom millwork, a fireplace, and a tucked-away sitting area. The spa-inspired primary bath features an oversized rain and steam shower, a soaking tub, dual vanities with Calacatta marble countertops, and heated marble floors. A spacious dressing room features a center island. An additional ensuite bedroom and a laundry room complete this level. The top floor showcases exceptional custom woodwork and offers a large bar and entertainment lounge, a half bath, a workout room, and two rooftop decks with open views. The lower level includes a family/media room, wet bar, full bath, an ensuite bedroom, ample storage, oversized refrigerator and freezer capacity, and a mudroom with direct access to the 3-car garage. Additional highlights include a Control4 audio system, an elevator, individual HVAC zones, a security system, an irrigation system, and outdoor snow-melt. In addition to the 3-car garage, the property offers two outdoor parking spaces with gated, secure alley access

3024 N Lake Shore Drive, Chicago

677 Sheridan Road, Glencoe
$6,750,000
5 Beds ⋅ 9 Baths ⋅ 12679087 MLS ⋅ ACTIVE Status
One of the North Shore's most prestigious addresses, 677 Sheridan Road, is a magnificent estate that seamlessly blends timeless architectural elegance with modern luxury living. Situated just two blocks from Lake Michigan, Glencoe Beach, downtown Glencoe, the Metra Station, and Writer's Theatre, this residence offers an unparalleled lifestyle in an enviable location. First occupied in 2020, there is over 10,000 sq ft of exquisite living space. The home sits on a .65-acre wooded lot with 108' of frontage on Sheridan Road and impressive lot depth of 260'. Mature trees, lush gardens, and professionally curated landscaping create a private sanctuary that feels worlds away, yet minutes from every convenience. From the moment you arrive through the custom security gate and stately stone pillars, the exceptional craftsmanship becomes apparent. The stone exterior with brick paver drive is complemented by a true slate roof, copper gutters, bluestone terraces, and meticulously maintained grounds. The grand-scale interior features 10.8' ceilings, rich millwork, and elegant French doors. Recent enhancements have transformed the grounds into a private resort-like retreat. Extensive landscaping and hardscaping are complemented by irrigated lawns and gardens, a massive outdoor fireplace, a bocce court, and an outdoor kitchen featuring a 48-inch DCS grill, Sub-Zero refrigeration, and an authentic Chicago Brick Pizza Oven. Programmable architectural lighting illuminates the grounds and majestic white oak tree canopy, creating breathtaking evening ambiance. Inside, every room reflects a refined design aesthetic. Recent interior renovations by Jen Marie Interiors introduced a sophisticated layer of luxury. The great room showcases illuminated shelving and custom cabinetry, a striking limestone fireplace, Phillip Jeffries ceiling treatments, and elegant new lighting. The dining and living rooms have Holly Hunt window treatments, Phillip Jeffries wallpaper, statement chandeliers, custom-painted millwork, and gorgeous ceilings. The dramatic foyer with floating staircase has been transformed with custom wall moldings, redesigned staircase spindles, and a 15' hanging Ochre chandelier with over 40 crystal LED drops. This bespoke design elicits a jaw-dropping first impression. The gourmet kitchen was thoughtfully tailored to accommodate both everyday living and large-scale entertaining. Anchored by a designer Italian range, mirrored Sub-Zero refrigeration, dual Viking dishwashers, a Shaws farmhouse sink, and an integrated espresso and cappuccino station, the space is as functional as it is beautiful. Striking Iceberg quartzite countertops, an oversized center island, an intricate tile backsplash, and elegant Carrara marble flooring create a timeless and sophisticated aesthetic. Adjacent gathering spaces flow effortlessly to the outdoor living areas. The handsome walnut-paneled library is a quiet place to work; it opens to the all-season porch with new operable insulated windows. There are 6 spacious en suite bedrooms, and 7.2 baths, each appointed with heated floors and custom-designed vanities. The luxurious primary suite has a beautiful fireplace, two generous custom walk-in closets, and a marble bathroom with two vanities, steam shower and soaking tub. The lower-level rivals the finest of private clubs with its temperature-controlled wine cellar with glass doors, custom wet bar, family room with fireplace, billiards area, private guest suite, professional theater, and fitness center complete with sauna. A full-size sport court provides year-round recreation and includes a golf simulator. Additional amenities include a central vacuum system, whole-house generator, smart home technology, LED lighting, advanced foam insulation, and 4-car garage with coated flooring and 4 thermostat-controlled heaters. Rarely does a home offer this level of comfort, sophistication, craftsmanship, and recent investment. This is truly one of the North Shore's finest!

677 Sheridan Road, Glencoe

3305 York Road, Oak Brook
$6,700,000
6 Beds ⋅ 8 Baths ⋅ 12527083 MLS ⋅ ACTIVE Status
Featured as one of the Top Spotlight Homes on the Hinsdale Center of the Arts 2010 Oak Brook Home Tour: this one is unlike any you have seen. Although secluded behind the gates of an acre lot, people recognize this home with its stone exterior and abundance of windows as an architectural masterpiece on this iconic Oak Brook corner of York and Canterberry, which welcomes local cyclists to rest on the front bench adorning this home's front yard. No snow blowing here as you have a heated circular driveway!! As you step into the rich hardwoods of the interior and the opulence of ceiling heights, you recognize the long-time planning of this custom residence. The first-floor weight room and spa is any weight trainer's dream and the golf simulator room downstairs is a delight for seasoned golfers. This home has an outdoor pool and outdoor putting green as well as a guest house with a full kitchen and bedroom/bath. The walk-out lower level with bar, rec room, wine cellar, game room, golf room, and 2-bedroom suites comprises over 4000 square feet. That is larger than the average house! There is an elevator to all floors. The 1st-floor office with a fireplace is private for the seriousness of business but cozy for friends and business acquaintances. There is also a library on the second floor open to the rest of that floor. The second-floor master with a sitting room, fireplace, huge walk-in closets, and BRAND NEW spa-like bath is a dream come true. With 13,760 total square footage, you will certainly have enough room to roam, and visitors will stay in the lovely coach/pool house. If you need more acreage, the adjacent property where the ranch to the south sits is also for sale for $1,500,000 !! If you are looking for something out of the ordinary that offers everything for the sophisticated active palette, then this is the one!!

3305 York Road, Oak Brook

1901 W Cornelia Avenue, Chicago
$6,500,000
5 Beds ⋅ 6 Baths ⋅ 12719016 MLS ⋅ ACTIVE Status
Situated in the absolute heart of Roscoe Village, this distinguished corner church has been spectacularly converted into a sprawling single-family estate. The handsome red-brick building spans over two city lots and offers approximately 10,000 square feet of magnificent living space. Despite its grand scale, the home is designed to feel remarkably private and surprisingly intimate. The property features 5 bedrooms, 4 full baths, 2 half baths, and 2 kitchens. The definitive highlight is the former nave, transformed into one of the most spectacular living rooms in Chicago, complete with 25-foot vaulted ceilings and original beams and woodwork. Natural light fills the room, filtered by the breathtaking restored stained glass windows. New herringbone quarter sawn oak floors are stunning throughout. The striking bell tower is accessible via an interior staircase that provides sweeping neighborhood views. The main level kitchen features a mix of new and retrofitted antique cabinetry, chef's appliances, and abundant storage. The dining room opens to a private rooftop terrace tucked nicely behind the crenellated parapet wall. Three guest bedrooms are located in their own wing; one en-suite and the other two sharing a bathroom. One of the bedrooms, currently configured as an office, features a breathtaking fireplace. Rooms are spacious and private, offering fantastic natural light. The primary suite is sprawling with vaulted ceilings, multiple sitting areas, 2 large walk-in closets, a laundry setup, and a large bathroom with a separate tub and shower. It's truly a home within a home. The lower level offers a massive family room with a wet bar, catering kitchen, and mud room leading to the attached two-car garage. There is also a large gallery leading to the guest suite, which has an en-suite bathroom and separate entrance, making it the perfect private retreat. Several efficient mechanical systems keep the house comfortable year round including sub-slab radiant heat and beautiful historical radiators. The well-planned systems create a living environment that is both comfortable and efficient. The location is perfect, just steps to Roscoe Village dining and shopping along Damen, Lincoln, and Roscoe. Located in the Audubon school district and just steps to the Paulina Brown Line station.

1901 W Cornelia Avenue, Chicago

460 W Huron Street, Chicago
$6,450,000
7 Beds ⋅ 11 Baths ⋅ 12278123 MLS ⋅ ACTIVE Status
An extraordinary opportunity to own the largest home in coveted Kingsbury Estates, this one-of-a-kind residence spans an impressive 68-foot-wide lot and offers over 10,300 square feet of impeccably designed living space, plus an additional 4,200 square feet of exceptional outdoor entertaining areas. Delivering an unparalleled suburban lifestyle in the heart of the city, this estate combines grand scale, luxury amenities, and unmatched privacy within one of Chicago's most sought-after gated communities. Designed for both lavish entertaining and comfortable everyday living, the home welcomes you with a stunning foyer leading to an elegant lounge and wine room-perfect for hosting unforgettable gatherings. A separate entertaining wing features a professional home gym with a resistance pool, additional living space, kitchenette, family room, bedroom suite, and private lower level accommodations. The main living spaces are equally impressive, highlighted by a richly paneled library, expansive chef's kitchen, and sun-filled great room. The gourmet kitchen is outfitted with a 60" Wolf range plus additional cooktop, three Wolf ovens, double Miele dishwashers, built-in espresso machine, and steam oven. The adjoining breakfast nook and gathering spaces open seamlessly onto one of the home's massive terraces, complete with multiple lounging and dining areas, a resistance swimming pool, and outdoor fireplace. Occupying its own private level, the luxurious primary suite offers a serene retreat with a private terrace, extraordinary custom closets, dual spa-caliber baths, coffee bar, sitting room or office/nursery, and convenient laundry. The upper level includes two additional ensuite bedrooms plus a flexible lounge or guest suite with kitchenette, terrace access, and secondary laundry area. An interior staircase leads to the spectacular rooftop terrace featuring multiple entertaining levels, a second outdoor fireplace, and breathtaking panoramic city views. Additional highlights include a true theater room, expansive lower-level recreation spaces, elevator access to all floors, and an attached six-car garage-an exceptional feature rarely found in the city. Located steps from parks, acclaimed dining, and the Riverwalk, this remarkable residence represents a rare chance to own the premier home in Kingsbury Estates.

460 W Huron Street, Chicago

1650 Green Bay Road, Lake Bluff
$6,250,000
7 Beds ⋅ 9 Baths ⋅ 12527076 MLS ⋅ ACTIVE Status
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.

1650 Green Bay Road, Lake Bluff

3630 N Janssen Street, Chicago
$6,200,000
5 Beds ⋅ 8 Baths ⋅ 12763305 MLS ⋅ ACTIVE Status
Award-Winning builder presents "La Maison," a new-construction single-family home opportunity unlike anything else in the area, set on an exceptionally rare 43-foot-wide lot and offering an impressive approximately 35-foot-wide interior. Spanning approximately 8,000 square feet across four levels, this remarkable residence features 7 bedrooms, 6 full baths, and 2 half baths, with extraordinary scale and functionality throughout. Thoughtfully designed for both everyday living and elevated entertaining, the home features an elevator servicing all levels, an attached breezeway with mudroom, and a smart, highly functional floor plan with extensive storage throughout. The chef's kitchen serves as the heart of the home, complete with a breakfast nook, oversized island with bar seating, butler's pantry, and top-of-the-line Sub-Zero, Wolf, and Miele appliances, flowing seamlessly into a spacious family room anchored by a custom-built media and fireplace feature wall that creates a striking focal point. A steel deck directly off the family room extends the living space outdoors for effortless entertaining. The luxurious primary suite includes a private sitting/TV lounge and a spa-inspired bath with dual vanities, soaking tub, steam shower, and smart commode. The top level offers a guest bedroom and recreation room with access to a partially covered rooftop patio ideal for relaxing or hosting. The expansive lower level is designed for lifestyle living, featuring a large recreation room with wet bar and wine room, along with a dedicated wellness room complete with sauna. Additional highlights include custom closets throughout, smart-home wiring, a garage rooftop deck with custom pergola, and a generous backyard. With its expansive floor plan, thoughtful design, and exceptional level of craftsmanship, La Maison presents a truly distinctive new-construction opportunity.

3630 N Janssen Street, Chicago

19802 Dunham Road, Woodstock
$5,995,000
7 Beds ⋅ 13 Baths ⋅ 12681901 MLS ⋅ ACTIVE Status
Glacier's End Mansion! A Once-in-a-Lifetime Opportunity to Own One of Illinois' Most Extraordinary Private Estates. Welcome to Glacier's End Mansion, an unrivaled move in and turnkey luxury estate encompassing more than 19.3 private acres of impeccably landscaped grounds. Following an extensive, multi-year and multi-million-dollar renovation completed in 2026, this remarkable property is one of the most sophisticated and comprehensively appointed residences ever offered in Illinois. Beyond one of two private gated entrances, a world-class estate unfolds. A private stocked lake, miles of paved trails, creeks, wildlife, a helipad, illuminated roadways, dramatic water features, manicured grounds, and resort-style amenities create an experience rarely found in a private residence. At the heart of the property stands a magnificent limestone and brick mansion offering over 23,000 square feet of refined living space served by two elevators designed to satisfy the most discerning buyer. The estate is handicap friendly, safety and security rivals some of today's most secure environments. A circular, illuminated drive accented by cascading waterfalls and fire features leads to a grand courtyard entrance where soaring ceilings and breathtaking floor-to-ceiling windows frame panoramic views of the lake and resort-style pool complex. Every detail reflects exceptional craftsmanship, including a new custom roof w/ copper accents, more than 200 new custom windows and doors, designer lighting, smart-home integration, 12 independently controlled heating and cooling systems. The estate's outdoor amenities rival those of a luxury resort. Enjoy a spectacular swimming pool w/ pool house featuring rock waterfalls, deck jets, diving board, underwater vacuum system, spa w/ fountain and sport jets, private sand beach, bocce court, basketball court, shooting range, walking and go-cart trails, helipad, expansive recreational grounds designed for both relaxation and entertainment. Inside, elegant formal and casual spaces blend timeless architecture w/modern luxury. The handsome library w/office showcases custom millwork, built-in bookcases, multi person custom desk, fireplace, concealed sliding doors. The grand living and dining rooms flow seamlessly into the breakfast area, gourmet kitchen, butler's pantry. Anchoring the kitchen is an extraordinary center island w/ seating for up to 16 guests, surrounded by extensive custom cabinetry and hidden storage solutions. Dramatic oval & straight overlooks w/ custom glass railings ascend through the home, creating a striking architectural centerpiece. The luxurious primary suite serves as a private retreat, featuring lake and pool views, French doors to a private balcony, dual custom dressing rooms, wet bar, a spa-inspired bath w/ soaking tub, oversized shower. Four additional ensuite bedrooms are arranged around a central private gathering space that enjoys access to multiple balconies, overlooking the grounds, lake, and pool. This space also has a stocked wet-bar w/counterspace, appliances. Two separate guest or staff residences provide exceptional flexibility for extended family, guests, or household personnel. Each separated w/a grand foyer, private access. Additional amenities:13 bathrooms, Multiple storage rooms, Pool House, 4 kitchens, Banquet kitchen, entertaining areas, Massive fitness center, Indoor hot tub,10-15 person sauna, Red light therapy room, Home theater w/ Dolby Atmos surround sound, Wine room, Game rooms, Central entertainment bar, Multiple laundry facilities, commercial-scale laundry room, Security operations center, Communications room, Panic rooms, Extensive mechanical and utility infrastructure, Heated/cooled garage space for approximately 25-30 vehicles, RVs, vehicle museum showroom. Representing an investment estimated to exceed $30 million to replace. Glacier's End Mansion offers an extraordinary opportunity to acquire a truly turnkey estate at a fraction of its replacement cost.

19802 Dunham Road, Woodstock

117 Belle Avenue, Highland Park
$5,975,000
5 Beds ⋅ 9 Baths ⋅ 12455514 MLS ⋅ ACTIVE Status
Located in the coveted Belle Avenue Historic District, this extraordinary estate sits on 2.3 acres of manicured grounds with sweeping lake views. Fully renovated and expanded, the residence blends timeless elegance with modern luxury for a truly one-of-a-kind offering. This five-bedroom, eight full and one half bath home showcases craftsmanship of the highest caliber, including a brick exterior, slate tile roof, extensive millwork, crown moldings, built-ins, hardwood floors, expansive windows, soaring ceilings and graciously scaled rooms. No detail was spared in the complete gut renovation and thoughtful addition that restored and elevated this classic beauty. A welcoming foyer leads to a grand living room, perfect for entertaining, with a limestone fireplace, custom built-ins and a wet bar. The living room opens to a light-filled sunroom with three sets of floor-to-ceiling sliders, seamlessly connecting to multiple outdoor entertaining spaces with endless lake views. A formal dining room with herringbone wood floors, custom wallpaper and a crystal chandelier adjoins to a butler's pantry featuring two wine fridges, custom cabinetry and marble counters. The chef's kitchen is a showstopper, with bespoke inset white wood cabinetry, Quartzite counters, decorative marble backsplash, oversized island with prep sink and seating, professional-grade appliances and a walk-in pantry. A spacious eat-in area has 2 sets of sliders that lead to the bluestone patios. The kitchen opens to a large sunken family room that is a perfect gathering spot for family and friends. Additional highlights of the main level include a sophisticated powder room, mudroom with slate flooring and built-ins, full bath, package receiving room and heated three-car garage. Upstairs, the primary suite is a private sanctuary with a cozy sitting area, custom built-ins, dual walk-in closets and a spa-like marble bath featuring vaulted ceilings, a soaking tub, expansive shower, and breathtaking lake views. Four additional bedrooms each include luxury en-suite baths and walk-in closets with custom built-ins. A second-floor laundry with two washer/dryer sets plus a coffee/bar station on the landing outside the family bedrooms add delightful convenience. The third floor, with its vaulted ceiling and abundant natural light, offers a large bonus room with wet bar, office space, home gym/Pilates studio and full bath. The lower level provides flexible living space with a recreation room, game room, sitting area, guest bath and extensive storage. The outdoor spaces are equally impressive, with bluestone patios, a stone fire pit, built-in bar with seating and pristine landscaping overlooking the ravine and lake. This property combines unmatched craftsmanship, spectacular grounds and iconic lakefront vistas-all within close proximity to the lakefront, schools and town. This is a rare opportunity to own a one-of-a-kind stately residence on a stunning property.

117 Belle Avenue, Highland Park

207 Woodhaven Lane, Barrington
$5,950,000
6 Beds ⋅ 9 Baths ⋅ 12798689 MLS ⋅ NEW Status
Some homes give you a reason to get away. This one gives you every reason to stay. Tucked at the end of a quiet cul-de-sac, a private tree-lined drive leads to this remarkable Barrington Hills estate on 22 acres. A serene pond, cascading water feature, mature trees, expansive lawns and private trails create an extraordinary setting, while the swimming pool and surrounding paver terrace added in 2025 take outdoor living to another level. Inside, the great room makes an unforgettable first impression with its soaring 30-foot Cypress ceiling, dramatic two-story stone fireplace and floor-to-ceiling windows overlooking the grounds. A handcrafted Hickory staircase adds to the architectural character, while generous gathering spaces make the home equally suited for a large celebration or a quiet evening. The beautifully updated kitchen features Taj Mahal countertops, a new backsplash, Viking and Sub-Zero appliances, two dishwashers, two sinks, a wine refrigerator, walk-in pantry and butler's pantry. Just beyond the kitchen, a screened three-season porch provides the perfect spot for morning coffee with a view. The main-floor primary wing is a retreat of its own, complete with a fireside sitting room and coffee bar, spacious bedroom with vaulted ceiling, dual dressing rooms, a spa-inspired bath with steam shower and soaking tub, plus a private deck and hot tub. A stately two-story library with custom built-ins and its own fireplace provides a memorable place to work or unwind. The main level also includes a fitness room overlooking the indoor basketball court and a renovated laundry room with a pet wash. Upstairs, a second primary suite with a renovated bath joins three additional ensuite bedrooms, a spacious loft and business center, music hall and second laundry room. The expansive walkout lower level offers plenty of reasons to invite everyone over. A custom pub-style bar and second kitchen with updated Taj Mahal countertops anchor an entertaining space that includes a fireside family room, billiards room with a leaded-glass ceiling, wine-tasting hall with three temperature-controlled wine displays, recreation and media areas, and a private theater with its own ticket window. A newly completed guest suite with a full bath provides excellent flexibility for extended family, an au pair or overnight guests. An indoor basketball court offers year-round recreation with potential for pickleball or a golf simulator. Extensive improvements include fresh exterior paint, a resurfaced asphalt drive with stone entry pillars, rebuilt decks, custom shutters, marble and tile updates in four bathrooms, new carpeting, additional flooring updates, upgraded garage electrical service with high-speed EV charging, seven furnaces replaced between 2021 and 2026, and regular preservation of the cedar roof. Two laundry rooms, seven fireplaces, a generator, high-speed internet infrastructure and a heated four-car garage add everyday comfort and convenience. Explore your own trails, spend the afternoon by the pool, fish the pond, enjoy a movie or shoot hoops without leaving home. At 207 Woodhaven, there is room to do it all and the privacy to enjoy every minute.

207 Woodhaven Lane, Barrington

586 Spruce Avenue, Lake Forest
$5,900,000
5 Beds ⋅ 8 Baths ⋅ 12751221 MLS ⋅ ACTIVE Status
Steps from Lake Michigan, this exceptional French Provincial residence was built by Distinctive Custom Homes in 2007 and reflects an extraordinary commitment to architectural integrity, craftsmanship, and enduring quality. From the moment of arrival, the circular drive, handsome brick exterior, slate roof, and copper gutters showcase the striking curb appeal. Steps lead to the front door with beautiful bluestone terraces on both sides. The impressive foyer features a groin-vault ceiling, imported stone flooring, and arched architectural niches. 10' ceilings span the first floor, enhancing the home's gracious scale and natural light. The formal living room is elegantly appointed with raised-panel wainscoting, substantial crown molding, and Brazilian cherry hardwood flooring. Host elegant parties in the expansive dining room that has a wood-burning fireplace (with a traditional white mantel, marble surround, and flush hearth), complemented by raised-panel wainscoting and coffered ceiling. French doors open to the bluestone front terrace, creating an inviting setting for summer entertaining. The handsome library provides a quiet and richly appointed retreat, with raised cherry paneling, custom built-in bookcases and cabinetry, a beamed ceiling with crown molding, Brazilian cherry flooring, and a wood-burning fireplace with marble surround. Front and rear staircases with wrought-iron balusters provide gracious and convenient access to all levels. At the heart of the home, the sophisticated kitchen features a dramatic antique Heart Pine beamed ceiling, furniture-quality cherry cabinetry, a large center island, and a separate breakfast area. Premium appliances are manufactured by Sub-Zero, Wolf, and Bosch. The kitchen flows seamlessly into the expansive family room, creating an ideal environment for both everyday living and entertaining, while a beautifully appointed beverage station provides an elegant transition between the rooms. The spacious family room has a striking limestone wood-burning fireplace and offers generous views of the patio and grounds. The three-season room is an ideal setting for morning coffee, quiet evenings, and relaxed entertaining. It is distinguished by its voluminous scale, heated floors, wood-burning fireplace with raised hearth, floor-to-ceiling rough-cut stone, and cedar mantel. A private fifth bedroom suite on the main level offers exceptional flexibility for guests, extended family, or an au pair. The second floor is devoted to four generously proportioned bedroom suites, each offering privacy and comfort for family and guests. The luxurious primary suite features double-door entry, a vaulted and barreled ceiling, a comfortable sitting area, and a generous walk-in closet. The deluxe primary bath includes a steam shower, freestanding spa tub, separate vanities, and imported stone flooring with electric heat. In fact, all bathrooms have heated flooring. The expansive lower level extends the living experience with a dedicated theater featuring tiered seating, a light-filled recreation room, exercise room, wet bar, wine cellar, and full bath-providing an exceptional setting for entertaining and everyday enjoyment. Throughout the interior, Pella Architectural Series French doors and windows, custom millwork, imported stone, rich hardwood flooring, and finely detailed moldings underscore the exceptional quality of construction and create an atmosphere of warmth, permanence, and timeless elegance. The four-car garage is an uncommon amenity and includes a newly constructed separate garage with a loft above, connected to the home by a charming portico. The vast, fully fenced rear yard is exceptionally private and offers ample room for a pool. Set within the serene, wooded landscape of east Lake Forest and moments from Lake Michigan, this remarkable residence offers a rare combination of timeless sophistication, exceptional craftsmanship, comfortable living, and impeccable condition!

586 Spruce Avenue, Lake Forest

1490 Lake Road, Lake Forest
$5,850,000
6 Beds ⋅ 9 Baths ⋅ 12644064 MLS ⋅ ACTIVE Status
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.

1490 Lake Road, Lake Forest

101 S Remington Drive, Barrington Hills
$5,750,000
5 Beds ⋅ 6 Baths ⋅ 12733779 MLS ⋅ ACTIVE Status
11,600 sq ft of modern luxury on 5.3 private acres in Barrington Hills-where space, privacy, and design meet. Truly one of a kind, this California-inspired estate brings a rare West Coast lifestyle to Illinois, featuring floor-to-ceiling windows, abundant natural light, and an open, airy sense of space throughout. Exceptional new construction in prestigious Barrington Hills, designed with both elegance and functionality in mind. This residence features 5 spacious bedrooms and 5.5 luxurious bathrooms. The expansive kitchen anchors the home and flows seamlessly into multiple living areas, including a formal dining room and dual family rooms-ideal for both everyday living and sophisticated entertaining. A private office provides a quiet, dedicated workspace and features a separate side entrance-perfect for a home office, or added privacy. The extraordinary primary suite serves as a true retreat, complete with a custom walk-in closet, private fitness area, and a spa-inspired bathroom featuring a sauna. Designed for seamless indoor-outdoor living, the home showcases a stunning double-level patio overlooking the expansive grounds, creating the perfect setting for relaxation or gatherings. The walkout basement offers additional space and versatility, ready to be customized to suit any lifestyle-from entertainment to wellness or recreation. A 5-car garage, grand scale, and thoughtfully designed layout complete this exceptional property-offering a rare combination of sophistication, comfort, and modern architectural elegance in one of Barrington Hills' most sought-after settings.

101 S Remington Drive, Barrington Hills

1454 N Dearborn Street, Chicago
$5,700,000
6 Beds ⋅ 5 Baths ⋅ 12762240 MLS ⋅ ACTIVE Status
Commanding a rare 30' x 150' corner parcel on one of the Gold Coast's most coveted blocks, this extraordinary landmark residence represents a rare opportunity to own a trophy property of historical significance. Listed on the National Register of Historic Places, the estate has undergone a masterful, two-year restoration. The result is a seamless fusion of timeless nineteenth-century elegance and state-of-the-art modern refinement, defined by soaring proportions, sun-drenched interiors, and impeccable artisan craftsmanship. The main level opens into a dramatic, gallery-like entrance foyer adorned with bespoke lighting, designer wallcoverings, and meticulously crafted flooring that sets the tone for the entire home. The formal living room features a stunning fireplace, incomparable millwork, and expansive bay windows overlooking Dearborn Street. This space flows effortlessly into a gracious family room anchored by an original Eastlake-styled mantel over a gas fireplace, flanked by floor-to-ceiling bookcases and a five-window bay overlooking Burton Street. Throughout the principal rooms, the architectural artistry is defined by soaring 14-foot ceilings composed of tinted and gilded plaster, complemented by custom hardwood flooring and exceptional woodwork.The culinary wing features a gourmet chef's kitchen showcasing bespoke cabinetry, professional Sub-Zero, Wolf, and Miele appliances, a large walk-in pantry, wall-to-wall subway tile, custom black-and-white checkered stone flooring, and premium marble countertops. The kitchen expands into a light-filled solarium and breakfast room, offering serene views of the landscaped English garden. A formal dining room adjoins the kitchen, while a secondary gallery provides seamless access to the elevator, powder room, and the home's grand principal staircase.The second level houses four gracious bedrooms and two fully updated bathrooms. Occupying the northeast corner of the residence, the primary suite serves as a sanctuary with treetop views along both Dearborn & Burton Streets. This luxury retreat offers exceptionally gracious sleeping quarters, an expansive dressing room, a large walk-in closet, and the convenience of secondary laundry. The spa-like primary bath is outfitted with classic marble flooring, dual vanities, Ann Sacks tile, a large soaking tub, and a spacious steam shower, all complemented by premium Lefroy Brooks plumbing fixtures. The remaining guest bedrooms feature curated designer wallcoverings, ornamental lighting, and meticulously restored historic doors and hardware.Grandeur continues on the third level with practical living spaces, including a great room with a wet bar, a playroom, a guest bedroom with a Jack-and-Jill bath, and a sixth bedroom configured as an office. The fourth level is crowned by a spectacular, light-filled glass atrium ceiling that opens directly onto a massive outdoor roof terrace, offering panoramic 360-degree views of the iconic Chicago skyline and Lake Michigan. The finished lower level houses a highly functional mudroom with custom built-ins, providing direct garden access, alongside a climate-controlled wine cellar, a recreation room, a principal laundry suite, a white stone bathroom, and multiple storage rooms. The elegance of the estate extends outdoors to a professionally landscaped English garden that provides a seamless transition between the main residence and coach house. Situated above an extra-wide, two-car garage with a private side driveway along Burton Street, an updated one-bed, one-bath coach house offers ideal accommodations for guests. Upgrades include a slate mansard roof, historically replicated high-performance Marvin windows, a completely renovated copper water service, updated electrical service, advanced integrated audio-visual systems and elevator. Sited in Chicago's most distinguished enclave, moments from the Mag Mile, world-class dining, Lincoln Park and the scenic lakefront path.

1454 N Dearborn Street, Chicago

395 Greenleaf Avenue, Glencoe
$5,599,900
6 Beds ⋅ 9 Baths ⋅ 12677721 MLS ⋅ ACTIVE Status
What's behind the timeless classic brick facade of this East Glencoe home lies an unexpected world of glamorous high-end design with a beautiful preservation to the architectural heritage of this 1912 estate. Majestically perched above high on a rare .78 acre corner lot wrapped in a tapestry of mature trees, sculpted hedges, and lush perennial gardens, all 4 levels have been completely reimagined in a youthful vibe & rebuilt with the finest craftsmanship with no expense spared. From restored stained glass windows, marble grey & white entry with lacquered moldings and vibrant matching wallpaper to the phenomenal 3-story gym with sport court, wellness area and weight room, there are too many things to fall in love with as every room reveals a new surprise. Formal foyer leads to all the entertainment spaces with a gallery-worthy living room, to den, and then elegant dining to kitchen. This is one savvy custom Chef's kitchen with a matching butler's pantry and sleek command center, as it's right out of Elle Decor magazine. Relax and cook at the same time in the beautiful solarium breakfast room or step outside to the terraced patio for your morning coffee overlooking the lush gardens & patio. Huge family room adjacent to kitchen with limestone FP, artistic custom built-ins, and vaulted ceilings sets the mood for your nightly Love Island episode! Second and third floors with all redone high-end baths with Callista, Waterworks & Ann Sacks. Posh primary with hotel-level bath, customized closet with 2 private sections, fab sitting room with FP flanked by custom bookshelves, a true retreat. Laundry room and 2 other beds complete this floor. Third-floor retreat with decked-out hang space, 3 beds, and 2 baths. Step down to this unique lower level with direct access to heated 2 garage, a huge built-out mudroom, game room, 7th bed and bath, and of course, the gym that is fit for a professional athlete. Best yet, plan for your massage after hitting some cardio and playing basketball on your indoor court. The separate coachhouse now serves as a game room with full bath and lower level with pandora glass doors that open right onto the outdoor sports court. Gorgeous grounds with rolling greens surrounding this entire entertainment oasis. This is more than a home-it is a private luxury compound where classic elegance meets unapologetic glamour with a touch of athletic power! The pictures don't do this special home justice ...it's simply phenomenal if you are looking for a beautifully done rehab with a soul that outweighs new construction.

395 Greenleaf Avenue, Glencoe

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