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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

435 N Michigan Avenue Unit #2601, Chicago
$4,500,000
2 Beds ⋅ 3 Baths ⋅ 12684705 MLS ⋅ ACTIVE Status ⋅ Tribune Tower Residences BLDG.
Exquisite Duplex Penthouse at Tribune Tower Residences A Once in a Lifetime Offering: Experience the pinnacle of Chicago luxury living in the only two story, full floor penthouse at the legendary Tribune Tower Residences. This extraordinary home spans the entire 26th and 27th floors, stunning terraces throughout the condo , offering private elevator access to both levels and unmatched privacy . From every corner, breathtaking panoramic views sweep across the iconic city skyline, river and lake views , and Chicago's most renowned landmarks. Within a collection of 162 residences and 56 unique floor plans, this is the singular residence of its kind a rare opportunity to own a truly one of a kind home. Impeccably crafted with the finest finishes, this residence features elegant custom millwork and cabinetry, wide-plank white oak flooring, top tier SubZero, Wolf, and Miele appliances, and a spa-inspired marble primary bath. Every element is designed for sophistication and timeless elegance. Residents enjoy over 55,000 square feet of world-class amenities, including: * The 25th-Floor Crown Terrace with sweeping views framed by Tribune Tower's iconic flying buttresses * Indoor pool and sundeck with vistas of the historic Chicago Tribune sign * Private elevated park, elegant lounges, and entertainment areas. * Billiards and game rooms, golf simulator, and a state-of-the-art fitness center * Luxurious spa facilities with steam and sauna rooms * 24-hour door staff and concierge service More than a home, this is a lifestyle beyond compare an opportunity to own a piece of Chicago history while enjoying the ultimate in modern luxury.

435 N Michigan Avenue Unit #2601, Chicago

16 Riva Ridge, Lemont
$4,495,000
6 Beds ⋅ 7 Baths ⋅ 12792752 MLS ⋅ ACTIVE Status
Magnificent, custom architectural masterpiece constructed of solid stone is reminiscent of a European chateau and offers unparalleled privacy and an awe inspiring castle like presence. Nestled in secluded, wooded splendor and enveloped by lush forest preserve with towering, majestic trees as a breathtaking backdrop. Exclusive and rarely available RIVA RIDGE, one of the best locations in coveted EQUESTRIAN ESTATES and all of the southwest suburbs. Sprawling across approximately 14,000 square feet of masterfully crafted, finished living space, this home seamlessly blends Old World architectural grandeur with modern luxury. Constructed with the highest attention to detail, this home showcases the talents of the most skilled artisans. Enter through the two story foyer into a home beaming with character. Rich in detail and timeless in aesthetic, this home is appointed with upper echelon fixtures, finishes, and a stunning millwork package. Luxurious FIRST FLOOR PRIMARY SUITE with an incredible his/her closet. Posh primary bath with two showers, a soaking tub, and dual vanities. Sophisticated gourmet kitchen with custom cabinetry, high end appliances, accent lighting and ample counter space. Massive breakfast room surrounded by windows, offers views of the diverse grounds. Handsome library accented with cherry wood cabinetry, a barrel-vaulted ceiling, and an incredible fireplace. Extraordinary great room with a gorgeous fireplace and custom built in cabinetry. Second level offers generous bedrooms with ensuites and a massive bonus space. Full WALK OUT basement includes a state of the art home theatre, a family area with a custom wet bar, a full bedroom, bathroom, multiple flex spaces, and more! Radiant heat throughout. 4 car heated garage. Elevator in the home for added convenience. Built by P.J. Murphy, who focuses on exquisite craftsmanship and meticulous detail. Minutes from shopping, dining, METRA, expressway access and Lemont's vibrant downtown area. Be sure to watch full length video!

16 Riva Ridge, Lemont

1811 N Howe Street, Chicago
$4,495,000
5 Beds ⋅ 5 Baths ⋅ 12595802 MLS ⋅ ACTIVE Status
On one of Lincoln Park's most coveted blocks, 1811 N Howe Street is a home that reveals itself in layers - each level, each room, each outdoor space more unexpected than the last. At nearly 5,900 square feet across three levels, this French Provincial limestone and brick residence is defined by a singular architectural vision: a soaring interior atrium with 30-foot ceilings and a south-facing glass block wall that floods the home with extraordinary natural light from the Brazilian cherry hardwood floors below to the high ceiling above. It is a home that manages to feel both grand and luminous, dramatic and deeply livable. The main level is designed for the full range of daily and celebratory life. A separate formal dining room - appointed with one of five antique fireplace mantels, each averaging over $20,000 - opens to a generously proportioned living room, also with a fireplace. The kitchen is equipped with a Sub-Zero refrigerator, Wolf range and oven, Bosch dishwasher, granite countertops, and Perenti custom cabinetry. A spacious family room anchors the rear of the main level. A powder room and two-car detached garage complete this level. The home's outdoor space features a spectacular private in-ground swimming pool surrounded by an expansive patio - a coveted rarity in Chicago - plus a courtyard entry at the front. The second level is devoted to private living. The primary suite features a gas fireplace, a spa-caliber bath with whirlpool tub, steam shower, granite double vanity, and a walk-in closet. Two additional bedrooms share this level, each served by refined ensuite baths, joined by a dedicated sauna, second-floor laundry, and a large private terrace. The third level adds a fourth bedroom, a full bath, a substantial den that serves equally as a fifth bedroom or creative space, and access via an outdoor walkway to a rooftop terrace above the garage with open sky above. A further upper terrace crowns the home. Six gas fireplaces in all - five with antique mantels - are distributed across every principal level, giving each room its own warmth and character. Three-zone HVAC (2016) and a newer hot water tank (2020) ensure mechanical reliability throughout. Interior design by Marty Lescht. Sprinkler system and landscape lighting. HOB (Howe/Orchard/Burling) neighborhood has an active and supportive association, including 24/7 security monitoring. Steps from Lincoln Park, the lakefront path, the farmers' market, and the best dining, shopping, and cultural life Chicago has to offer - in one of the city's most treasured neighborhoods.

1811 N Howe Street, Chicago

1125 Longvalley Road, Glenview
$4,475,000
7 Beds ⋅ 9 Baths ⋅ 12549910 MLS ⋅ ACTIVE Status
Reimagined and inspired, the 1125 Longvalley Estate offers a rare opportunity on one of the largest remaining acreages on the North Shore. Privately set behind mature trees and bordered by a rolling river, tranquil pond, and sweeping golf course views, this exceptional property delivers a true 360-degree natural setting just moments from town, Metra, top-rated schools, and only 25 minutes to downtown Chicago and O'Hare. Originally built in 1927, the home blends timeless architectural character with thoughtful updates and incredible potential. Re-envisioned with virtual renderings by Lauren Collander Interiors, the residence showcases expansive living spaces designed for both everyday living and grand entertaining. A formal living and dining room feature a classic limestone fireplace, herringbone wood flooring, and floor-to-ceiling windows overlooking the pool and scenic grounds. A dramatic 40-foot family room flows seamlessly into a billiards area, bar, and sun-filled atrium with soaring ceilings and radiant heated floors. The separate chef's kitchen includes an adjoining family room and breakfast area with views of the expansive west drive-ideal for future recreation or sport court possibilities. Outdoor living is equally impressive, with heated bluestone patio floors, an outdoor fireplace, and year-round enjoyment of the surrounding landscape. The renovated pool house includes a full bath and kitchenette, complemented by Ipe decking and bluestone surround. Upstairs, a grand library and private office capture panoramic views, while six additional bedrooms and baths include a spacious primary suite overlooking the pool and grounds. The lower level offers flexible space for recreation or future customization. A rare offering combining scale, privacy, and unmatched natural beauty. *Some Photos are Virtual Renderings of what a buyer can do with the current space. Please note that while the home is completely move in ready, the 3.42 acre parcel can also be subdivided.

1125 Longvalley Road, Glenview

224 N Elizabeth Street Unit #T2-21B, Chicago
$4,450,000
4 Beds ⋅ 5 Baths ⋅ 12785229 MLS ⋅ ACTIVE Status
Fulton Bond is not just an address; it is a permanent mark on Chicago's skyline. Crafted by the visionary architects at Kohn Pedersen Fox, with bespoke interiors by MAWD | March and White Design, this collaborative masterpiece by Sulo Development bridges Fulton Market's industrial grit with the peak of modern refinement. Every monumental arch, clean line, and tailored finish honors the storied past of this historic district while serving the ambitions of Chicago's elite. Uncompromising Privacy. Expansive Scale. Discover a limited collection of ultra-luxury two- to five-bedroom condominiums. Designed with the scale of a single-family home and the effortless ease of a fully serviced high-rise, each residence unfolds across sprawling, light-filled layouts. For those demanding the absolute pinnacle of urban living, the Penthouse Collection offers custom, full-floor customization, secure private elevator entry, and majestic loggias that frame unmatched views of the Chicago skyline. A Private Club Lifestyle, Curated Daily. Fulton Bond introduces over 40,000 square feet of world-class, resort-caliber amenities designed for private wellness and high-end entertaining. Unwind by the sun-drenched pool deck, rejuvenate in the private thermal suite featuring steam, sauna, and dedicated treatment rooms, or host unforgettable evenings across an array of resident cocktail bars, a championship-grade golf simulator, and a private outdoor movie lawn. Opportunities of this architectural caliber are exceedingly rare in Chicago's most dynamic neighborhood. Experience design-minded luxury where industrial heritage meets forward-looking sophistication. The On-Site Sales Gallery is now welcoming private appointments at 231 N Ada St. Prices starting at $1.55M. Fulton Bond is comprised to two distinct towers: One Fulton Bond (60 homes reaching 23 stories) and Two Fulton Bond (77 homes soaring 34 stories).

224 N Elizabeth Street Unit #T2-21B, Chicago

1944 N Fremont Street, Chicago
$4,400,000
5 Beds ⋅ 6 Baths ⋅ 12791184 MLS ⋅ ACTIVE Status
Situated on one of Lincoln Park's most coveted tree-lined streets just steps off Armitage, this exceptional newer construction 5-bedroom, 5.1-bath home seamlessly blends sophisticated modern design with thoughtful functionality in an unbeatable location. Built in 2019, the residence is filled with natural light and features soaring ceilings and dramatic floor-to-ceiling windows throughout every level. A beautiful entry foyer welcomes you into an elegant, sun-filled living and dining space that feels both refined and inviting. The sleek chef's kitchen showcases striking European cabinetry, premium appliances, an oversized island with built-in shelving, and a clean contemporary aesthetic perfect for both everyday living and entertaining. Just off the kitchen, the spacious rear family room features custom built-ins, marble tile detail, and an electric fireplace, while a fully opening accordion-style glass door creates a seamless transition to the private outdoor patio. The space also offers the opportunity to build out an incredible garage rooftop deck. The second level offers three generously sized ensuite bedrooms, including a luxurious primary suite flooded with natural light through oversized windows. The spa-inspired primary bath features a floating soaking tub, steam shower, dual vanity, and a serene retreat feel. The top floor provides incredible flexibility with an additional large bedroom featuring floor-to-ceiling windows, another full bath, and a bright oversized family room that opens directly onto an expansive rooftop terrace ready to be transformed into your dream outdoor oasis. The lower level offers a large recreation room perfect for cozy nights in or entertaining, along with an additional bedroom, full bath, mudroom entry, and dedicated laundry room. A second laundry area is conveniently located on the bedroom level upstairs. Additional highlights include surround sound throughout, integrated smart home technology for seamless control, and a two-car garage. Ideally located just steps from parks, restaurants, boutiques, and everything Lincoln Park has to offer, this home delivers exceptional modern living on one of the neighborhood's premier streets.

1944 N Fremont Street, Chicago

435 N Michigan Avenue Unit #1112, Chicago
$4,300,000
4 Beds ⋅ 4 Baths ⋅ 12454488 MLS ⋅ ACTIVE Status ⋅ Tribune Tower Residences BLDG.
This incomparable property rests high above Chicago's Magnificent Mile at one of Chicago's most exclusive addresses: The Tribune Tower. Timeless elegance is seamlessly blended with the state-of-the-art. This is a treasure. This wonderful unit has a commanding south city view: the Chicago River, Michigan Avenue Bridge, and many world-famous architectural landmarks. The front door opens to an elegant foyer crowned with a shimmering chandelier that accents subtle hessian wallpaper. This smart technology condominium gives efficiency and convenience. The heated White Oak Character Grade floor offers a splendid foundation that passes from room to room, framed by a precise molding. An immediate right turn leased into the breathtaking Living Room framed with a crown molding. An Astria Atlas Vent Free Gas fireplace with silver beige polished marble hearth and surround with custom trim charms the room. The Lutrin blind system gives added exclusivity. A first-class kitchen appeals to the most discerning tastes: Sub Zero Designer Column Freezer with internal ice maker, Wolf gas range with four burners and infrared griddle, Best built-in range hood with integrated lighting and exhaust in custom stainless enclosure, Meile dishwasher. Frank garbage disposal. Kitchen counters and backsplash are Perla Venata quartzite with eased edged. Galley workstation has single bowl double tier under mount sink with single pulldown faucet. Premium grade hardwood drawers and wood shelves offer excellent storage. Drawer fronts and panels are premium white maple with Medex center panels. The extra spacious Living Room sports ten foot ceilings. The elegant Dining Room delights with its beautiful chandelier. This grand room leads to the balcony with its epic views. Complete with aluminum terrace door by Graham Architectural Products, Sterling Dulan Glass Rail, porcelain paver tiles - this balcony has it all. Three full baths and one powder room are will appointed with Kohler and Waterworks fixtures. The powder room has vintage Herringbone pattern white oak flooring. Master bath counter has silver beige polished marble countertop with Carrara Venizia marble tile, shower floor and inlay. Secondary bath has Atlas Concorde Marvel Gray Fleury tile floor and inlay. Secondary bath walls are Stone Source Resort Bianco Matter tile. The Family Room has the custom designed parallel walls, bar with mirrored, illuminated backing and onyx topped cabinets, wine fridge, floor-to-ceiling windows. Walk in closets have custom shelving and recessed lighting. Laundry room has matte finish thermally fused laminate flat slabs, flush mounted designer features, LG washer and dryer. 55,000 feet of amenities defines a new level of luxury. Conference room, tv viewing room, piano, bar, and more. Magnificent fitness center has 75-foot pool, sauna, steam room. Golf practice tee and simulator on second floor. Garage level has dog walk. Outdoor terrace and sun deck flanked by buttresses that transcend anything in the city. Twenty-four-hour door staff and concierge service. Easy access to great shopping and world class cultural centers. Two prime deeded parking spaces included in the price. A must see

435 N Michigan Avenue Unit #1112, Chicago

921 Sheridan Road, Glencoe
$4,299,900
5 Beds ⋅ 8 Baths ⋅ 12686817 MLS ⋅ ACTIVE Status
Where does modern visionary design, flawless transitional execution, and resort-style living collide all together...only at 921 Sheridan. You can feel the lake breezes as you dip your toes in the pool that highlights the sensational outdoor living space. True entertainment oasis with tiered patios, glass breezeway to rooftop deck, and chic cabana house with full spa bath as your hideaway from the sun or family. WOW features flood all 8,000+ square feet of this showcase home, where soaring ceilings, expansive picture windows, and warm wide-plank sawn oak floors set the tone for a one-of-a-kind open floor plan. An incredible sleek chef's kitchen anchored by a dramatic double-island design with thick leather quartz countertops serving as the stunning centerpiece of the open-concept living space, with custom cabinetry, full-height slab backsplash, Wolf & Thermador appliances, exceptional custom storage, and a fully equipped Butler's pantry that leads into the solarium-vibe dining room allows the outside to come in. Watch Love Island in the tricked-out family room with custom built-ins & horizontal gas FP as you might believe you are on set, with the massive glass windows showcasing the outdoor space loaded with savvy style, artistic exterior staircase, and the perfectly symmetric pool as the perfect backdrop. Stately custom lit staircase leads up to second floor with loft-like architecture centering on the luxe primary suite with jaw-dropping bath with walk-through shower, dual bowl stone vanity, soaking tub, boutique-level custom LED wardrobe room, and balcony roof deck overlooking the pool. 4 other beds with crisp stone bathrooms, all with customized closets and full second-floor laundry. Work out and recharge in your own private fitness studio complete with a sauna and steam room, uncork your favorite vintage from the dramatic glass-enclosed wine cellar, gather in the expansive rec room with wet bar, or sneak away to the theater for a cozy movie night. A private sixth bedroom with a full en-suite bath makes this incredible lower level the ultimate one-stop shop for entertaining, wellness, and overnight guests. This savvy, chic East Glencoe transitional modern masterpiece truly has it all. Floor-to-ceiling walls of glass, a state-of-the-art lighting plan, radiant heated floors in the lower level and baths, heated walkway and driveway, custom garage doors, and designer window treatments all elevate this one-of-a-kind home. Whether you're arriving home on a snowy winter day or entertaining poolside from the posh cabana all summer long, every detail throughout the 8,000+ square feet was intentionally designed to deliver effortless luxury year-round.

921 Sheridan Road, Glencoe

20 Natoma Drive, Oak Brook
$4,295,000
5 Beds ⋅ 7 Baths ⋅ 12685495 MLS ⋅ ACTIVE Status
Rarely available and highly exclusive, this Old Oak Brook estate has been completely reimagined with uncompromising attention to detail and craftsmanship throughout. From the moment you arrive, the quality is unmistakable-beginning with the custom 3-inch solid wood front entry door with beveled glass and extending to the fully finished, walk-out lower level designed for both luxury living and entertaining. The lower-level walkout offers extraordinary versatility, featuring a third full kitchen and laundry, wine cellar, theater area, fitness room, fifth bedroom, and expansive recreation space with dry bar-ideal for guests, related living, or private entertaining. The exterior has been thoughtfully updated with a new composite Brava 50-year assignable warranty cedar-shake style, complete with copper flashings, valleys, gutters and downspouts. Fresh exterior paint complements the paver brick driveway leading to a heated six-car garage with epoxy floors. Decorative stone half-walls with irrigated planter beds frame the home and driveway, while two bluestone patios-one off the kitchen and one off the lower level-create seamless indoor-outdoor living. Designed with flexibility in mind, the home offers a first-floor bedroom suite plus a separate in-law suite complete with its own kitchen and living room-perfect for extended family or guests seeking privacy. At the heart of the home is a stunning chef's kitchen tailored for today's lifestyle. Custom crafted cabinetry, an oversized island with breakfast bar, quartz countertops, and designer lighting define the space. White perimeter cabinetry is beautifully accented by a walnut-finished island, while premium Sub-Zero, Wolf, and Bosch appliances, a walk-in pantry, and generous eat-in area make this kitchen as functional as it is striking. The main level features French imported pillowed limestone flooring, soaring ceilings, a newly redesigned staircase with custom railings and balustrade, and updated lighting throughout. The primary suite is truly celebrity-worthy, offering volume ceilings, hardwood floors, a fireplace, private sitting area, and custom built-in cabinetry. The expansive 17' x 17' walk-in "Her "closet includes its own island and fully customized closet systems, complemented by a separate "His" closet. The spa-inspired primary bath features an oversized shower with bench seating, body sprays, handheld and rain shower heads, and separate his-and-her water closets. Additional highlights include a whole-house generator, 400-amp electrical service, two new central vacuums, security system, new irrigation system, four-zone HVAC, and two 75-gallon water heaters-ensuring comfort, efficiency, and peace of mind. A truly turnkey estate offering exceptional value in one of Oak Brook's most coveted neighborhoods.

20 Natoma Drive, Oak Brook

2232 N Janssen Avenue, Chicago
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 12776981 MLS ⋅ ACTIVE Status
A truly extraordinary single-family residence, designed and built by the developer as his own personal home with an uncompromising commitment to quality, craftsmanship and longevity. Built to last using the finest materials, this one-of-a-kind property is an architectural statement that redefines luxury urban living. A private entrance on Janssen Street leads to a personal three-stop elevator and an extraordinary 40-foot atrium illuminated by a 400-square-foot curtain wall of industrial glass and crowned by a dramatic 10' x 10' glass skylight, flooding the interior with natural light. The residence showcases soaring 14-foot ceilings, 18-inch crown molding juxtaposed with exposed structural steel elements, maple hardwood floors, custom seamless stainless-steel railings and thoughtfully designed lighting throughout, including fixtures by Darcy Bonner and Holly Hunt. Three wood-burning fireplaces add warmth and character throughout the home. The chef's kitchen is exceptionally appointed with Sub-Zero refrigeration, a six-burner Viking range, additional Viking convection oven, Viking microwave, warming drawer, six Viking wine coolers, built-in Miele coffee maker, quartz countertops and backsplashes, and new dual Bosch dishwashers. Four bedrooms occupy the upper level, including an impressive primary suite enhanced by four additional skylights, an Amerec steam system and whirlpool bath. A spacious custom-designed private office occupies its own dedicated floor, creating an exceptional work-from-home environment with complete separation from the main living spaces. Outdoor living is equally impressive, with approximately 1,300 square feet of private outdoor spaces. A spectacular entertaining terrace flows directly from the main living area, while the roof decks provide an unmatched view of the Chicago skyline. Additional features include garage parking for two cars plus exterior parking for three additional vehicles, a heated driveway, tool room, abundant storage, two sets of LG washers and dryers, a full sprinkler system and numerous building mechanical systems and components that were completely upgraded in 2025. A rare opportunity to own a builder's personal residence where exceptional construction, architectural design, expansive outdoor living and income potential come together in a phenomenal Chicago location. OWNER IS A LICENSED REAL ESTATE BROKER.

2232 N Janssen Avenue, Chicago

2665 Bentley Road, Highland Park
$4,250,000
4 Beds ⋅ 8 Baths ⋅ 12659749 MLS ⋅ ACTIVE Status
Sophisticated new custom built 5 bedroom, 6 full bath & 2 half bath home with guest house, patio, pool & spa located on over 3 acres. This limestone & stucco clad home w/composite terra cotta Spanish roof tiles boasts unsurpassed quality construction by Red Rock Homes & is accompanied w/high-end interior designer finishes by Ilene Chase. Some of the home's highlights include: soaring ceilings, open floor plan, wide plank hardwood floors, custom built-ins, wood-paneled elevator, professional grade appliances, upgraded electrical & Smart home integration system, guest house, 50'x25' outdoor pool & spa. 1st level features a grand foyer w/soaring ceiling, RH brushed brass & crystal tiered chandelier, marble floors & bridal staircase. A formal dining room that is the ideal entertaining space connects to a built-in butler's pantry w/Quartzite counters & antiqued mirror backsplash. Expansive sun-filled great room w/22' ceilings, stone surround wood-burning fireplace that is flanked by custom wood built-ins & French sliders leading to outdoor entertaining areas. The great room leads directly to a gourmet chef's kitchen featuring custom bespoke white cabinetry, Quartzite Iceberg counters & backsplash, professional ss appliances featuring 60" commercial Wolf range w/double ovens, Wolf microwave, Sub-Zero refrigerator/freezer & 2 Bosch dishwashers. A large center island w/Iceberg Quartzite waterfall countertop, prep sink, seating & tons of storage. Wet bar w/custom bespoke dark-stained wood & black cabinetry, Quartzite counter & backsplash, ss hammered bar sink, ice maker, beverage refrigerator plus full-size Sub-Zero designer wine refrigerator. Spacious eat-in area is perfect for large gatherings & opens to a bright 4-season sunroom w/vaulted wood-paneled ceiling & a wall of glass doors that make indoor/outdoor entertaining seamless. Formal powder room w/custom wall covering, vanity w/marble counter & herringbone oval sink & eclectic brass sconces. The private primary wing of the home features a handsome study w/wood & reeded glass French privacy doors, herringbone hardwood floors, wet bar, black marble carved fireplace mantle surround, grass cloth wallcovering & wood coffered ceiling w/smoke eater. The office leads to a secondary formal powder room w/custom wood vanity with double thick block marble countertop, custom wall covering and modern sconces. A luxurious primary suite w/tray ceiling, gas fireplace & sliders that lead to patio & pool areas. Other highlights include a morning bar, dressing area & custom walk-in closet w/ substantial built-ins. Spa-like luxurious primary bath featuring porcelain tile heated floors, double vanities w/quartz countertops, separate make-up vanity, oversized shower w/steam, rain showerhead, wall sprays and sleek touch-style control for Smart bath features, plus Kohler jetted soaking tub w/quartz decking & 2 commode closets, one with urinal. Mudroom w/custom built-ins & back staircase access, plus spacious laundry room is located off the 4 car heated garage w/EV chargers for each space. Completing the 1st level is a full pool bath & changing area w/custom built-in storage, located off the mudroom w/sliders leading directly to rear pool, spa & patio. The 2nd level boasts a catwalk w/magnificent views of the foyer & great room below. 3 additional generous-sized bedrooms all w/en-suite luxurious baths & custom walk-in closets. Plumbed for additional washer/dryer. Lower level features huge rec room, wet bar w/wine fridge, exercise room, dry-sauna, 5th bedroom w/full bath & tons of storage. The ideal outdoor PRIVATE entertaining space features a 9' deep in-ground pool & spa surrounded by expansive 5,000 sq. ft. porcelain tile patio decking, built-in fire-pit & outdoor BBQ grill w/stone surround & honed bluestone countertop. An 1,100 sq ft guest house provides guests privacy with sitting/rec room, full kitchen, bedroom w/en-suite bath, laundry & changing area. A rare opportunity to own this brand-new home!

2665 Bentley Road, Highland Park

499 W Old Mill Road, Lake Forest
$4,200,000
4 Beds ⋅ 7 Baths ⋅ 12628867 MLS ⋅ ACTIVE Status
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.

499 W Old Mill Road, Lake Forest

170 N Savanna Court, Lake Forest
$4,100,000
4 Beds ⋅ 8 Baths ⋅ 12790157 MLS ⋅ ACTIVE Status
This magnificent home offers spectacular grounds, amazing living space and a beautifully finished lower level! Custom-built in 2005 and meticulously updated by the current owners, this home is perfectly positioned on 1.38 private acres overlooking the Middlefork Savanna Forest Preserve (with immediate access to nearby walking and biking trails). The current homeowners have invested $1 million creating an award-winning backyard oasis. Masterfully designed by Arrow Land + Structures and Greengard, the outdoor living areas showcase a fabulous swimming pool, magnificent pergola/poolhouse and stone terraces. At the heart of this tranquil resort is a 20' x 50' swimming pool built by Downes Pools, complete with deck jets and an automatic pool cover. The grounds are further enhanced by an outdoor kitchen, multiple seating areas, extensive bluestone terraces, architectural garden walls, incredible landscape lighting, lush gardens, native landscaping, and a pergola featuring an outdoor fireplace, heating elements, sound system and a huge basement for storage or future finished space. This gorgeous home has elegant interiors featuring rich walnut hardwood floors, extensive exquisite millwork, dual staircases, and five fireplaces. The living and dining rooms, along with a private library, with tons of built-ins, provide elegant spaces for entertaining and quiet retreat. The family room showcases dramatic ceiling height, with fabulous built-ins and a bar area, while the expansive windows throughout the home capture breathtaking views of the surrounding landscape. At the heart of the home, the gourmet kitchen features custom Wood-Mode cabinetry, a substantial center island, premium appliances, and a redesigned spacious walk-in pantry. The sun-filled breakfast room, surrounded by windows, creates a seamless connection to the outdoors with direct access to the outdoor kitchen area and screened in porch. The luxurious primary suite is a private retreat featuring a tray ceiling, separate sitting room with fireplace, wet bar w/ coffee station, and a spacious balcony overlooking the inspiring grounds and forest preserve. Two professionally designed walk-in closets and an extraordinary spa-inspired bath complete the suite, with a soaking tub, huge walk-in steam shower, and elegant dual vanities with abundant storage. Three additional second-floor en-suite bedrooms offer comfort and privacy, complemented by beautifully appointed bathrooms and the convenience of second-floor laundry. A third-floor bonus room provides flexible space for an office, exercise room or playroom. The lower level features high ceilings with a second family room, a state-of-the-art theater room, a billiards room, an exercise room with sink and built-ins, a massive bar, a custom wine cellar, 1 bedroom, a full bath, a half bath and storage. Additional features include an oversized 4-car heated garage, newer mechanical systems, and a partial home generator. Please note that the home and the majority of the backyard are Not in a floodplain, therefore flood insurance is Not required. With its exceptional craftsmanship, slate roof, and award-winning grounds, this home represents a rare combination of beauty, scale, quality, and luxury. Absolute perfection!

170 N Savanna Court, Lake Forest

1907 W Cuyler Avenue, Chicago
$4,000,000
4 Beds ⋅ 7 Baths ⋅ 12774050 MLS ⋅ ACTIVE Status
Exceptional 6 bed, 6.5 bath North Center home with extra-wide 6,170 sqft floor plan on an oversized 37.5' lot in Coonley Elementary district. Welcoming front porch, fully enclosed yard, and fantastic outdoor entertaining space including attached 3-car garage with rooftop deck. High-end fixtures and finishes, professional-grade appliances, design-forward interiors, expansive sun-filled rooms, and a flexible floor plan. Open-concept living-dining area highlighted by floor-to-ceiling windows, a gas fireplace with modern surround, and patio doors allowing easy access to the covered front porch. Light-filled staircase connecting all three levels beneath an oversized skylight. Entertainer's kitchen equipped with Wolf/Sub-Zero appliances, custom shaker style rift cut white oak cabinetry, butler pantry with sink and wine cooler, prep kitchen/pantry with sink and second dishwasher, and large island with bar seating. Adjoining great room featuring a second gas fireplace flanked by custom built-ins and access to the rear deck. Mud room with built-in storage and walk-in closet + entry to attached garage. Dedicated home office. Tremendous primary suite with spa-quality bath featuring steam shower, freestanding tub, heated flooring, toilet room, and dual vanities, plus two generous walk-in closets with custom organizers. Three additional bedrooms, all with ensuite baths featuring heated flooring, and laundry room with washer/dryer, cabinetry and sink complete the second level. Finished lower level includes a large family room with wet bar, second laundry room with washer/dryer, cabinetry and sink, two bedrooms, one with full ensuite bath, full guest bath, and mechanicals. Radiant heated flooring throughout lower level, mudroom, garage + apron, and all bathrooms. Hydronic snow melt for front entry walkway, stairs and landing, featuring automatic controller with inground moisture sensor. Fire sprinkler system. Prime location! Fantastic neighborhood close to all your favorite North Center and surrounding restaurants, shopping, entertainment, and more. Plans, specs/finishes, and renderings are subject to change at Seller's discretion. Buyer/buyer's broker to verify all details prior to purchase. Buyer's broker must attend all showings and appointments.

1907 W Cuyler Avenue, Chicago

111 S Peoria Street Unit #PH03, Chicago
$4,000,000
3 Beds ⋅ 4 Baths ⋅ 12729476 MLS ⋅ ACTIVE Status
Welcome to one of Chicago's most exceptional penthouses in the West Loop, thoughtfully designed for those seeking curated interiors. Completely reimagined, this 3-bedroom, 3.1-bathroom residence pairs a sophisticated palette of natural textures and refined finishes with custom details throughout. From the moment you enter, a dramatic double-height foyer sets the tone, featuring a striking floating staircase and statement chandelier. Beyond, the light-filled open-concept interior immediately establishes a remarkable sense of scale, with floor-to-ceiling windows, warm natural finishes, and seamless indoor-outdoor living. The expansive living room is anchored by a statement gas fireplace, flanked by custom built-ins with integrated lighting, and opens to a private balcony. Adjacent, the dining area features an intricate inlaid ceiling and custom banquette, creating an inviting setting for both intimate dinners and larger-scale entertaining. The gourmet kitchen is designed for a chef, featuring custom cabinetry, a top-of-the-line Sub-Zero and Wolf appliance package, and a dramatic range hood wrapped in stone. Every element has been considered to balance functionality with elevated design. The primary suite is thoughtfully separated from the main living spaces. Wrapped in custom cloth wallcoverings, the suite offers a hotel-like experience. The generous walk-in closet is outfitted with custom built-ins, integrated lighting, organized drawers, and a center island. The spa like bath is wrapped in modern stone and appointed with a sculptural soaking tub, expansive walk-in shower with dual shower heads, double vanity, dedicated makeup station, and a private water closet. The main floor is completed with a generous secondary bedroom with private ensuite bath, a bold powder room, laundry room and additional storage. As you ascend to the upper level, an open overlook showcases the home's scale. With an additional living space and designer wet bar, creating a versatile space for a family room or sky lounge that opens to a private rooftop terrace, offering ample room for both seating and dining while taking in city views. The upper level features the third bedroom with cloth wallpaper, a walk-in closet and ensuite bath. The home is completed with a fully integrated home automation system providing control of surround sound, motorized shades, dimmable lighting and dual heating and cooling controls. Located in a 24-hour door staff building with dog wash, bike storage, and two side by side heated garage parking spaces with EV charging included. Positioned directly across from Mary Bartelme Park, acclaimed restaurants and cafes, boutiques, grocery stores, nightlife and easy access to local expressways. Sophisticated, architectural, and exceptionally designed, this is a rare opportunity to own a curated penthouse in one of Chicago's most coveted neighborhoods.

111 S Peoria Street Unit #PH03, Chicago

501 Chatfield Road, New Lenox
$3,999,900
5 Beds ⋅ 11 Baths ⋅ 12744500 MLS ⋅ ACTIVE Status
Imagine a lifestyle of privacy and prestige! Enter through the private gates to a residence that exemplifies the word LUXURY. Nestled amidst towering, majestic trees, this extraordinary brick and stone home on 3.46 verdant acres is a true masterpiece in design. Awe-inspiring architecture that will transcend the ages. Showcasing the talents of the most skilled artisans, this residence wows at every turn. Enter through the two story foyer and be prepared to be impressed. Rarely does a home of this caliber enter the marketplace. Every inch of this home 10,000 square foot home with 5,000 square ft lower level is adorned with upper echelon fixtures, finishes and millwork. Stunning dining room with exquisite chandelier is the perfect place to celebrate life's most important moments. Gourmet kitchen with furniture quality cabinetry, high end appliances, and eating areas with views of the resort like grounds. Main level master suite with fireplace and ceiling accented with gold leaf and two walk in closets. Posh glamour bath with a soaking tub, dual vanities, and an oversized shower. Generously sized bedroom suites with private bathrooms. Finished walk out lower level with wet bar, gaming area, full bathroom, bedroom and indoor sport court. Grounds reminiscent of a five star resort with inground pool, full kitchen, hot tub, expansive patios and fire pit. Elevator to all three floors, hardwood flooring imported from England, an alarm system with cameras, 6 car garage, 6 fireplaces, coffered ceilings, 8 foot doors, a porte-cochere, custom window treatments, and laundry rooms on both levels and so much more! Prestigious subdivision CHARTWELL DOWNS boasts upscale estates of distinction. Close to shopping, dining, METRA, expressway access, world renowned golf courses and all the best NEW LENOX has to offer. Priced below replication value. One of the most magnificent properties to enter the southwest suburban luxury market. Be sure to watch full length video! Property is gated and under 24hr surveillance.

501 Chatfield Road, New Lenox

8305 Buege Lane, Burr Ridge
$3,999,000
5 Beds ⋅ 8 Baths ⋅ 12795425 MLS ⋅ ACTIVE Status
A MASTERPIECE OF BESPOKE LUXURY! Introducing an extraordinary European-inspired new construction residence in Burr Ridge, where architectural artistry, exceptional craftsmanship, and uncompromising attention to detail converge. Designed by Fergon Architects and built by A Plus Midwest Development, this remarkable 2026 home offers approximately 7,000 square feet of sophisticated living space on a beautifully landscaped half-acre property. From its striking exterior of stucco, natural tumbled stone, and premium siding to its DaVinci composite slate roof, Marvin Ultimate windows, and elegant bluestone entry, every element has been meticulously considered. Inside, an exquisite collection of imported marbles, custom millwork, designer lighting, rich walnut accents, and luxurious wallcoverings creates an atmosphere of understated opulence. A gracious foyer introduces beautifully appointed formal living spaces, including a private office with French doors and an elegant dining room adorned with designer wallcoverings and a tray ceiling. The spectacular family room features a dramatic marble-surround fireplace and flows seamlessly into a culinary masterpiece. Anchored by a magnificent walnut island with Breccia Capraia marble countertops, the chef's kitchen showcases a showstopping La Cornue French range with double ovens, custom plaster hood, Sub-Zero refrigeration, dual Bosch dishwashers, and exquisite custom cabinetry. A separate butler's pantry with prep sink and Wolf speed oven, along with a beautifully appointed wet bar, elevates the entertaining experience. A luxurious first-floor ensuite bedroom offers exceptional flexibility for guests or multigenerational living, while a custom mudroom provides access to two attached, heated two-car garages. Upstairs, the breathtaking primary suite is a sanctuary of refined elegance, featuring a soaring cathedral ceiling with architectural beams, expansive windows, and a spa-inspired bath adorned with exquisite marble, a freestanding soaking tub, dual vanities, and an oversized shower designed for two. An extraordinary custom walnut dressing room with illuminated cabinetry and concealed storage adds another layer of indulgence. Three additional ensuite bedrooms, each beautifully appointed with custom closets and designer baths, complete the upper-level sleeping accommodations. A spacious second-floor laundry room with dual washers and dryers, extensive cabinetry, and a utility sink offers everyday convenience. The fully finished lower level rivals an exclusive private lounge, featuring an expansive recreation room with architectural beams and a contemporary fireplace, a spectacular illuminated Lumix stone wet bar with waterfall detailing, an additional ensuite bedroom, and a versatile exercise room or private office. Equally impressive is the home's sophisticated technology, including Lutron smart lighting, 21 Sonance speaker zones, comprehensive security and surveillance, app-controlled features, and whole-property Wi-Fi. Radiant heated bathroom floors, triple-zoned high-efficiency HVAC, whole-house air purification and water filtration, dual tankless water heaters, and a Generac backup generator provide exceptional comfort and efficiency. Outdoor living is equally captivating, with multiple bluestone patios, a pergola, and a covered entertaining terrace featuring a fully equipped Coyote outdoor kitchen. Beautiful landscaping, an app-controlled irrigation system, and a sweeping driveway complete the picturesque setting. With six bedrooms, six full baths, two powder rooms, and four-car garage parking, this exceptional residence offers a rare combination of architectural distinction, modern innovation, and effortless luxury. An extraordinary expression of elevated living, created for those who appreciate the finest things in life.

8305 Buege Lane, Burr Ridge

24 Bridlewood Road, Northbrook
$3,999,000
7 Beds ⋅ 8 Baths ⋅ 12714458 MLS ⋅ ACTIVE Status
Tucked behind a private drive on one of Northbrook's most coveted streets, The Bridlewood Estate is a statement of timeless luxury and architectural mastery. Sitting on 2.2 acres of manicured grounds, this residence redefines what it means to live grandly on the North Shore. The stone facade and paver motor court create a magnificent arrival, while inside, a soaring 23-foot great room with floor-to-ceiling windows sets the tone-airy, dramatic, and unforgettable. Every detail was crafted to blend elegance with endurance: thick masonry walls, concrete subfloors, and commercial-grade systems ensure this home is built to last for generations. Designed for both grand entertaining and comfortable living, the main level flows effortlessly from one extraordinary space to the next. The chef's kitchen dazzles with custom cabinetry, a massive center island, stone countertops, and professional-grade appliances. A sun-filled breakfast room opens to the yard, while the family room-with a full wet bar-invites relaxed gatherings. A richly appointed office, vaulted playroom, and impressive home theater elevate daily living. For ultimate convenience, a private elevator services all three levels. Upstairs, the primary suite is a serene retreat with its own sitting area, double-sided fireplace, and private terrace overlooking the estate's lush grounds. The spa-inspired bath offers a ceiling-fill soaking tub, a steam shower with multiple heads and digital controls, and a walk-in closet that feels more like a boutique. Five additional bedroom suites, a loft lounge with a large deck, and a second laundry room complete the upper level. Outdoor living is nothing short of resort-style. Multiple terraces and patios extend to a screened porch with a fireplace, and an extraordinary entertaining pavilion anchors the backyard-complete with an outdoor kitchen, soaring wood-beam canopy, and dramatic stone fireplace. Surrounded by mature landscaping and complete privacy, this is the kind of setting that feels worlds away, yet is just minutes from downtown Northbrook and Glenbrook North High School. Equal parts craftsmanship, comfort, and sophistication, The Bridlewood Estate is more than a home-it's a private sanctuary designed to inspire awe at every turn.

24 Bridlewood Road, Northbrook

725 Green Bay Road Unit #626, Wilmette
$3,998,000
3 Beds ⋅ 4 Baths ⋅ 12755677 MLS ⋅ ACTIVE Status
Optima Lumina represents the next evolution in sophisticated North Shore living. Ideally located at Green Bay Road and Washington Avenue in the heart of Wilmette, this new condominium development is designed by award-winning architects David C. Hovey, FAIA, and David Hovey Jr., AIA. Sculptural architecture, richly textured terracotta, private terraces, and Optima's signature vertical landscaping create a distinctive connection between modern design and nature. Residences are thoughtfully designed around proportion, natural light, and everyday livability. Interiors feature pre-finished hardwood flooring, 10' ceilings, floor-to-ceiling windows with designer roller shades, generous closets, full-sized vented laundry, and smart home compatible electronic locks. Chef-inspired kitchens include custom-crafted European cabinetry, designer countertops in granite, quartz, or quartzite, stainless steel Gaggenau appliances, Subzero beverage / wine refrigerator, induction cooktops with ventilation hood, Kohler fixtures, and large undermount sinks. Refined bathrooms feature large-format tile, custom cabinetry, designer countertops, frameless glass showers, and deep soaking tubs in select residences. Residents enjoy more than 20,000 square feet of exceptional indoor and outdoor amenities designed for wellness, recreation, work, and gathering. Highlights include a welcoming lobby with front-door service, fitness center, yoga and Pilates studios, indoor pickleball and basketball court, golf simulator, library lounge, business center, kids' playroom, pet spa, and private courtyard. Rooftop amenities include a heated pool featuring a retractable wall for year-round enjoyment, spa, cold plunge, sauna, steam room, red-light therapy, outdoor garden terrace, fire pits, grilling stations, residents' club, and party room with chef's kitchen. Optima Lumina also offers opportunities for personalization, with six curated finish packages and select custom finishes and upgrades available in collaboration with Optima's design team. Set within one of the North Shore's most desirable communities, Optima Lumina offers convenient access to Wilmette's restaurants, boutiques, parks, lakefront recreation, and transportation to downtown Chicago. Approximately 8,000 square feet of public plaza space, landscaped outdoor areas, additional retail including Starbucks, and included parking further enhance the everyday experience. Thoughtful architecture, exceptional amenities, and a deep connection to nature come together to create a modern approach to North Shore living. *Photos in this listing are general renderings of the project and not specific to the unit. New construction development with anticipated first deliveries winter 2028/2029.

725 Green Bay Road Unit #626, Wilmette

5N113 Burr Road, St. Charles
$3,995,000
5 Beds ⋅ 8 Baths ⋅ 12799345 MLS ⋅ NEW Status
NEW PRICE! STUNNING NEW LOOK! A Once-in-a-Lifetime Estate on Over 9 Private Acres! Experience this extraordinary St. Charles luxury estate, now beautifully refreshed with professionally updated interiors, stunning new photography, and a compelling new price! Recent improvements include a dramatic kitchen transformation featuring gorgeous new countertops, professionally painted cabinetry, and stylish new hardware. The primary bathroom has also been refreshed. Thoughtful enhancements and refinements throughout have given this spectacular estate a fresh, sophisticated look while preserving its timeless elegance. Welcome to one of the most extraordinary luxury estates in St. Charles, where timeless architecture, exceptional craftsmanship, and unmatched versatility come together on more than 9 beautifully landscaped private acres. Offering over 12,000 square feet in the main residence, an incredible multi-purpose clubhouse, and 10+ garage spaces, this is more than a home-it's a private compound designed for the way you live, work, entertain, and relax. Designed by renowned Scholz Design and masterfully built in 2003, this architectural masterpiece is tucked away at the end of a private lane, accessed by a charming bridge over Ferson Creek and secured behind elegant wrought-iron gates. Every detail reflects luxury, from the soaring 22-foot great room with Palladian windows and crystal chandeliers to the newly refreshed gourmet chef's kitchen, executive library, rotunda turret, and spectacular first-floor primary suite with its beautifully updated bathroom and private gym access. The walkout lower level is an entertainer's dream, featuring an authentic Irish-imported oak bar, climate-controlled wine cellar, recreation areas, fireplaces, fitness room, vault room, and more. Outside, resort-style living awaits with a sparkling pool and spa, expansive stone terraces, outdoor fireplace, and resurfaced tennis, basketball, and pickleball courts-all surrounded by mature trees and breathtaking grounds. One of the estate's most remarkable features is the 3,618-square-foot detached clubhouse, formerly a residence with its own address. This incredibly flexible space offers endless possibilities five bedrooms, three bathrooms, two kitchens, soaring vaulted ceilings, a walkout lower level, and its own four-car garage. Whether you envision an in-law residence, guest house, private executive office, golf simulator, bourbon lounge, cigar room, fitness studio, creative workspace, home business, entertainment venue, or the ultimate kids' retreat, the possibilities are virtually endless. Car enthusiasts will appreciate more than 10 garage spaces, providing abundant room for collector vehicles, recreational toys, and hobbies. Located just 35 miles west of Chicago and minutes from premier golf clubs, equestrian facilities, shopping, dining, and highly acclaimed St. Charles School District 303, this legacy estate offers an unmatched combination of privacy, luxury, functionality, and prestige. A NEW PRICE. A FRESH NEW LOOK. THE SAME EXTRAORDINARY ESTATE. Rarely does a property of this caliber become available. Discover the remarkable transformation and experience one of St. Charles' most iconic private estates for yourself!

5N113 Burr Road, St. Charles

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