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1502 Sheridan Road, Highland Park
$4,375,000
6 Beds ⋅ 9 Baths ⋅ 12583108 MLS ⋅ CLOSED Status
Gorgeous new home on the most beautiful, nearly half an acre lot on iconic Sheridan Road. This exceptional rebuild and renovated home with a little piece of history is sprawled over 8000 SF on four levels with 7 bedrooms, 7 bathrooms and 2 half baths, 2.5 car garage and a circular driveway. Some of the great features are an in-law's/guest suite on the main level, a loft/den entertaining area on the third level with teenage/guest suite, vaulted ceilings in the primary bedroom, huge steam shower and his/hers water closets in the primary bathroom, expansive playroom/rec-room with vaulted ceilings on the second level, 10 foot high ceiling in the basement that can easily accommodate a golf simulator, space for a possible sauna, the highest-end custom elegant finishes throughout, heated floors in all bathrooms and radiant heat in the basement that will make the whole family feel cozy during the cold winter days, an abundance of storage, and an amazing partially covered patio. Short walking distance to the Millard beach, Metra, vibrant downtown Highland Park, library etc.

1502 Sheridan Road, Highland Park
180 Central Avenue, Highland Park
$3,945,000
5 Beds ⋅ 9 Baths ⋅ 12608573 MLS ⋅ CLOSED Status
Custom built in 2015 and meticulously maintained, this Highland Park residence offers a refined and elegant combination of architectural design, structural integrity, and everyday functionality, just steps from Lake Michigan. Designed by Northworks Architects and constructed by Schmidt & Hageland Builders, the home reflects a thoughtful focus on long-term durability and performance. Construction includes a brick exterior, steel beam framing, iron-infused concrete, open web truss joists, cast iron plumbing for reduced sound transmission, and closed-cell foam insulation for energy efficiency. A slate roof, heated gutters, and integrated ice-melt systems further support year-round function. A comprehensive security and camera system by Bulldog Security is installed throughout, and a fire sprinkler system is installed in the basement. The layout is organized around a central interior courtyard, which brings consistent natural light into the surrounding living spaces and establishes a clear architectural focal point. Two additional exterior courtyards, one adjacent to the kitchen and one larger outdoor space, provide three distinct outdoor environments that support both daily use and entertaining. The outdoor spaces are designed for both everyday use and entertaining, including a covered outdoor dining area with a built-in Wolf grill and sink. Integrated Crestron audio extends across the backyard, upper terrace, interior courtyard, and kitchen-adjacent courtyard, creating a cohesive indoor-outdoor living experience. The home includes six bedrooms, six full bathrooms, and three half baths. Circulation is supported by a private elevator and dual staircases, allowing for efficient movement throughout. Interior finishes include 5-inch wide-plank brown oak hardwood floors throughout the main living areas and professionally coordinated interior design elements that create continuity across the home's scale. The kitchen is designed for both function and capacity, featuring a large quartzite island, full-height custom cabinetry, and professional-grade appliances by Wolf, Sub-Zero, and Miele, including a range, steam oven, warming drawer, wok burner, separate refrigerator and freezer, and two dishwashers. Additional refrigeration is located in the basement and garage, along with an additional dishwasher in the lower level. The home was designed to accommodate a range of living arrangements, including guest use, multigenerational needs, and work-from-home flexibility, while maintaining separation between public and private spaces. The professionally landscaped grounds provide a private, garden-like setting and include an integrated irrigation system. The location offers close proximity to Central Park, downtown Highland Park, Metra access, and the lakefront. Offered As-Is, the property has been professionally inspected, with inspection-related items addressed, and showcases a well-prepared, move-in-ready opportunity. This represents a rare opportunity to acquire a custom-built home of this quality and construction at a level that would be impossible to replicate at the current offering price.

180 Central Avenue, Highland Park
28 Aberdeen Court, Bannockburn
$3,375,000
4 Beds ⋅ 7 Baths ⋅ 12659675 MLS ⋅ CLOSED Status
Set within Tarns of the Moor - a private cul-de-sac of just ten estate properties - 28 Aberdeen Court is an exceptional custom shingle-style residence completed in 2017 and meticulously maintained by its original owner. Situated on approximately 2.4 private acres alongside an association-maintained pond, this remarkable property combines timeless architecture, expansive living spaces, and beautifully curated outdoor amenities in one of Bannockburn's most exclusive settings. Thoughtfully designed to maximize natural light and capture sweeping views of the grounds, the home features a broad, flowing floor plan ideal for both everyday living and large-scale entertaining. Oversized windows fill the interiors with southern light throughout the day, particularly within the kitchen, breakfast area, and family room, where indoor and outdoor living connect effortlessly. The designer kitchen is both refined and highly functional, appointed with white shaker cabinetry, full-height subway tile, honed soapstone countertops, a substantial center island with apron-front sink, and a professional-grade range beneath a custom hood with pot filler. Rich stained oak flooring extends throughout the main level, while the adjoining family room is anchored by a stacked-stone fireplace and shiplap ceiling that add warmth and architectural character. Additional entertaining spaces include a pubroom/bar room and a sophisticated grasscloth-lined dining room and a paneled lounge with illuminated shelving, offering a more intimate and tailored atmosphere. A dramatic two-story foyer introduces the main level, which also includes a private office, walk-in pantry, spacious mudroom, two powder rooms, and attached three-car garage. The second level features four en-suite bedrooms centered around a generous den and dedicated laundry room. The luxurious primary suite offers dual vaulted walk-in closets and a serene spa-inspired bath finished in a timeless, understated palette. The finished lower level adds tremendous flexibility with a large recreation room, fitness studio, games area, fifth bedroom suite, and extensive storage. Outdoor living is equally impressive. Designed as a seamless extension of the home, the grounds feature a stunning rectangular pool with sun shelf, cedar-shingled pavilion, bluestone terrace, and fully equipped outdoor kitchen surrounded by expansive lawns, mature landscaping, and tranquil pond views that create a rare sense of privacy and openness. A beautifully executed newer construction residence offering timeless design, exceptional craftsmanship, and resort-style living in one of Bannockburn's most discreet and desirable enclaves.

28 Aberdeen Court, Bannockburn
1770 Sunnyside Avenue, Highland Park
$3,300,000
5 Beds ⋅ 8 Baths ⋅ 12725476 MLS ⋅ CLOSED Status
Exceptional custom-built residence completed in 2013, where timeless architecture, impeccable craftsmanship, and sophisticated design come together in one extraordinary home. A true standout feature is the sought-after first-floor primary suite, offering the comfort and convenience of main-level living, while a private elevator provides effortless access to all three levels-an exceptional amenity rarely found in luxury homes. Designed for both elegant entertaining and everyday living, the home features expansive living spaces, three fireplaces, a beautifully appointed butler's pantry, dual laundry rooms, and a finished lower level. Premium construction includes a striking stone and stucco exterior, a brand-new natural slate roof (2026) with copper roofing components, radiant heated floors, three independently controlled Carrier HVAC systems, whole-home generator infrastructure, and 600-amp electrical service. Extensive 2026 updates include refinished hardwood floors, refreshed kitchen cabinetry, updated staircase and railings, designer lighting, interior and exterior painting, driveway improvements, enhanced landscaping, refinished garage doors, and a new pool heater. The resort-style outdoor living is equally impressive. Set on incredible grounds with lush, professionally manicured landscaping, the property offers exceptional privacy and beauty. Enjoy summers by the sparkling swimming pool, unwind in the hot tub, gather around the outdoor stone fireplace, or entertain on the expansive stone patio and roof deck. An automatic gated entrance, attached 2.5-car garage, and additional detached 2.5-car garage complete this remarkable estate. A rare combination of luxury, thoughtful design, exceptional construction, and modern convenience, this is an extraordinary opportunity to own one of Highland Park's finest custom homes.

1770 Sunnyside Avenue, Highland Park
779 Bob O Link Road, Highland Park
$3,200,000
4 Beds ⋅ 6 Baths ⋅ 12643791 MLS ⋅ CLOSED Status
Set on over half an acre of breathtakingly landscaped grounds, this home embodies refined living in the heart of Highland Park. Built in 2005, this five-bedroom, four full and two half-bath home boasts a striking stone and cedar exterior, exquisitely accented with meticulous craftsmanship. The main level welcomes you with a charming front porch and an elegant entryway leading to a functional, flowing floor plan. Inside, the foyer opens to a formal living room on one side, complemented by a powder room and coat closet for convenience. A separate dining room, connected to a butler's pantry, leads seamlessly to a serene screened porch and the magnificent backyard. At the heart of the home, the chef's kitchen impresses with its expansive layout, granite-topped island, Sub-Zero refrigerator, Wolf double oven, built-in microwave, and dual dishwashers. This space flows into a cozy den adorned with coffered ceilings and a fireplace, as well as out to a stone patio overlooking the lush, private yard. The main level includes a second powder room, a mudroom with 3 car garage access. Perhaps most impressive is the sunken family room featuring custom built-ins and a dramatic fireplace, plus a private office, all leading back around to the kitchen and main entry. The second floor offers four spacious bedrooms, including a luxurious primary suite with a spa-like bath featuring double sinks, a soaking tub, and a walk-in shower, along with an expansive walk-in closet. One bedroom includes its own ensuite bath, while two additional bedrooms share a well-appointed tandem bath. A dedicated laundry room with two sets of laundry machines, ample storage and work space completes this level. The lower level provides endless possibilities with its high ceilings and thoughtfully designed spaces. Enjoy a home gym, entertainment and recreation or play areas with a stage, a wet bar, a guest suite with a full bath, and abundant storage alongside utility areas with impeccably maintained mechanical systems. This home's exterior is perfectly designed, with an irrigated lawn, custom landscape lighting, and a deep backyard perfect for relaxation or entertaining. Situated just steps from downtown Highland Park, Ravinia, schools, parks, transportation, Lake Michigan, and the Chicago Botanic Garden, this residence offers an unparalleled blend of luxury, comfort, and location.

779 Bob O Link Road, Highland Park
1755 Sunnyside Avenue, Highland Park
$3,200,000
5 Beds ⋅ 9 Baths ⋅ 12593866 MLS ⋅ CLOSED Status
This Truly Exceptional, Exceedingly Luxurious Home on Close to an Acre, Sits on a Beautiful Tree Lined Street in a Wonderful Neighborhood! Built in 2011, Luxury Elevates every Detail, with Soaring Ceilings and an Open-Concept Layout providing both Comfort and Style. This Dramatic, Sun-Drenched home, where Walls of Windows frame Scenic Views features a Chef's Kitchen that is a True Showstopper, Beautifully Appointed with Top of the Line Appliances and a Generous Island and Breakfast Area Perfect for Gathering. Retreat to the Serene Primary Suite with its Spa-like Bath, offering a Soaking Tub and Oversized Walk-in Steam Shower, Exquisite Walk-in Closet, and a Private Office with Rich Wood Built-Ins. The 3rd Floor is a Wonderful Extra Retreat or a Potential Bedroom Suite and the Finished Basement with 12' Ceilings provides Amazing Space for Entertaining, with an Indoor Basketball Court and Observation Area, Incredible African Wood Fully Equipped Bar, Enormous Rec Room and Exercise Area and a State-of-the-Art Home Theater with Heated Massage Chairs. Outside, enjoy the Lush Backyard with a Sparkling Inground Pool and Hot Tub, a Sprawling Travertine Patio, and an Outdoor Sports Court that doubles as a Pickleball Haven. Located just minutes from Highland Park's Vibrant Downtown, Top-rated Schools, and Lake Michigan Beaches, this Home offers a Lifestyle of Convenience, Tranquility, and Endless Recreation. Choice of Deerfield or Highland Park High Schools.

1755 Sunnyside Avenue, Highland Park
1418 Waverly Road, Highland Park
$3,100,000
5 Beds ⋅ 7 Baths ⋅ 12757737 MLS ⋅ CLOSED Status
RARE OPPORTUNITY ON COVETED WAVERLY ROAD IN EAST HIGHLAND PARK, DIRECTLY ACROSS FROM LAKE MICHIGAN. Set on approximately 1.3 acres, this stately 1933 brick and limestone estate combines an exceptional location, substantial existing residence and the flexibility to create something truly extraordinary. Offering approximately 5,510 square feet, the home is livable as it stands while presenting tremendous potential for renovation, restoration or a complete reimagining. Buyers seeking a classic Highland Park estate can preserve its architectural character while updating the home to their own style and standards. Those envisioning something entirely new may also explore the potential for new construction and a custom luxury residence on this estate-sized homesite. The existing residence showcases the craftsmanship and scale of its era with gracious room proportions, extensive millwork, crown moldings, paneled walls, built-ins, hardwood floors, expansive windows and five fireplaces. A sweeping staircase creates a memorable arrival, while formal living and dining rooms, a private paneled library, light-filled sunroom, custom kitchen, butler's pantry and multiple gathering spaces provide an exceptional foundation for personalization. The formal dining room is especially striking with paneled walls, a carved marble fireplace and statement chandelier, while the sunroom's floor-to-ceiling windows overlook the surrounding grounds and gardens. The private primary suite offers its own fireplace with original Delft tile surround, dressing room, bath and private balcony. Additional bedrooms, baths and recreation spaces provide flexibility for family, guests, home offices or additional living areas. The lower level extends the home's possibilities with a movie theater, fireplace, half bath and storage. Outside, approximately 1.3 acres provide a rare estate-like setting with mature trees, expansive lawn, established landscaping, perennial gardens, a fountain and two bluestone patios. The scale of the property offers room to create a remarkable private retreat and provides the kind of space increasingly difficult to find in this highly desirable area. THE LOCATION IS THE OPPORTUNITY. Positioned directly across the street from Lake Michigan on sought-after Waverly Road, this property places the lakefront lifestyle just outside your door. Enjoy convenient access to Lake Michigan, beaches and parks, Ravinia Festival, downtown Highland Park, shopping, dining, schools and Metra service to Chicago. Move in and update over time. Restore and renovate a classic 1933 brick and limestone estate. Reimagine the existing 5,510-square-foot residence around today's lifestyle. Or explore the possibilities of creating a new custom luxury home on an approximately 1.3-acre site in one of Highland Park's most desirable locations. For buyers searching for a large homesite, estate property, renovation opportunity or potential custom-build site in Highland Park, the combination of acreage, location and proximity to Lake Michigan makes 1418 Waverly Road an exceptionally compelling offering. The property is being offered AS-IS and priced with its current condition in mind, creating an opportunity for buyers, renovators, builders or those searching for an exceptional homesite near Lake Michigan. The address, acreage and setting are already here. The next chapter is yours to create. Seller has the right to accept an offer at any time. Even if showings haven't started.

1418 Waverly Road, Highland Park
2214 Churchill Lane, Highland Park
$3,100,000
5 Beds ⋅ 11 Baths ⋅ 12678290 MLS ⋅ CLOSED Status
Elegant and sophisticated custom built 6 bedroom, 7 full and 4 half bath home located on 1 acre that is reminiscent of a luxury hotel complete with patio, pool and spa. This limestone clad home boasts unsurpassed quality construction and is accompanied with high-end interior designer appointed finishes throughout. Some of the home's highlights include: hand scraped, hand beveled hardwood floors, extensive millwork, custom built-ins, elevator, professional grade appliances, regulation size indoor basketball court, Turkish spa, outdoor pool and spa with water features and upgraded extensive security system. First level features a gracious foyer with double height ceiling and a bridal staircase. Expansive formal dining room that is the ideal entertaining space for large gatherings. Sun-filled private living room, which can be used as a sound-proof music room, looks unto front manicured lawn. Wood-paneled office with built-ins, marble carved fireplace and coffered ceiling. A large family room with coffered ceiling, marble surround fireplace and two sets of French doors that open to spacious limestone rear patio, pool and outdoor kitchen. Family room leads directly to a gourmet kitchen featuring custom bespoke buttercream cabinetry, marble counters and backsplash, two nickel sinks, professional stainless-steel appliances featuring commercial Wolf range with double ovens, as well as two separate Wolf wall ovens, two Wolf warming drawers, two Sub-Zero refrigerator/freezers plus an additional integrated Sub-Zero refrigeration system and two Miele dishwashers. A large island with nickel farmhouse sink, walnut countertop, storage and ample seating. Butler's pantry with Sub-Zero wine refrigerator and walk-in pantry with custom built-ins completes the kitchen. A separate large octagonal-shaped eat-in area that seats over 20 people and overlooks the magnificent grounds, leads to both the patio and a sunroom with French door access to pool and yard. Mudroom with built-in lockers, cabinetry, wash area and 1/2 bath is located off two 5-door heated garages with 1 car lift that allows for 6 cars. Second level features a luxurious primary suite with coved ceilings, a separate sitting room and a morning bar. Custom designed dressing room that mimics a high-end boutique with built-in bespoke cabinetry with glass panel fronts, island dresser and shoe closet. Additional walk-in closet with custom wood built-ins. Stunning luxurious bath featuring ming green and white marble mosaic heated floor, 2 custom wood vanities with Calacatta marble countertops, large shower with steam, rain showerhead and wall sprays, soaking tub with marble decking, vanity area and commode closet with bidet. 4 additional generous-sized bedrooms all with their own en-suite baths and custom walk-in closets. A large private covered flagstone balcony, accessed from hallway near primary bedroom, overlooks yard, patio and pool. Second floor laundry room with 2 sets of washer/dryers, luggage storage room and huge bonus room that makes a great kids' office, hang-out space or homework room, completes the second level. Fabulous lower level complete with radiant heated flooring, large recreation room with 136" HD Projection TV, full-sized custom wet bar, card/cigar room with smoke eater, temperature-controlled wine cellar, exercise room, golf room with simulator and guest bedroom with en-suite bath. Turkish spa with mud walls, massage room, dressing area with built-in lockers and steam room with dual shower. One floor below is a full-sized basketball court/sport court, batting cage, 1/2 bath and lounge area for sports viewing. The ideal outdoor PRIVATE entertaining space features a large fenced yard, extensive limestone patio, in-ground pool and spa with water features plus a kitchen with built-in Viking grill and 2 refrigerators. A rare opportunity to own this unparalleled luxury home.

2214 Churchill Lane, Highland Park
1643 Sylvester Place, Highland Park
$3,100,000
4 Beds ⋅ 8 Baths ⋅ 12593185 MLS ⋅ CLOSED Status
This sophisticated contemporary home, located on a private street with stunning wooded views and seasonal lake views, offers the ultimate in understated luxury. Featuring 5 bedrooms, 5 full baths and 3 half baths, this home is appointed with high-end finishes throughout and an open floor plan ideal for entertaining. Designed by art enthusiasts and completely rehabbed down to the studs in 2010, the home showcases thoughtful design elements including an elevator, hardwood floors, custom millwork, soaring ceilings and expansive windows. The first level welcomes you with a large sun-filled foyer that opens to the formal dining room. A dramatic sunken living room with volume ceilings and a wall of windows creates a tranquil and inviting setting. The expansive chef's kitchen features integrated custom-painted wood slab cabinetry, soapstone countertops and backsplash, professional stainless-steel appliances, a spacious island and an eat-in area. The kitchen flows seamlessly into the family room with custom floor-to-ceiling built-ins and sliding doors that open to an Ipe wood deck overlooking the wooded setting and seasonal lake views. A separate caterer's kitchen leads to the mudroom with a half bath, access to a side grilling porch and entry to the heated and air-conditioned three-car garage. A formal powder room for guests completes the main level. The second level features a tranquil primary suite with a sitting room and built-ins, a large bedroom with tray ceiling and custom walk-in closets. Two luxurious primary bathrooms include custom slab cabinetry, heated natural stone floors, natural stone counters, an oversized soaking tub and spacious showers. Three additional bedrooms complete this level - one with an en-suite bath and two that share a Jack-and-Jill bath - along with a convenient second-floor laundry room. The lower level includes a home gym with steam shower, half bath, second laundry room and ample storage. A private guest suite offers a fifth bedroom, kitchenette, full bath and walk-in closet. Lush professionally landscaped front and side yards surround this meticulously maintained contemporary masterpiece, ideally located in prime east Highland Park within walking distance to town and the lake.

1643 Sylvester Place, Highland Park
401 Marshman Street, Highland Park
$2,950,000
4 Beds ⋅ 5 Baths ⋅ 12695144 MLS ⋅ CLOSED Status
Stunning custom-built 5 bedroom, 4 full and 1 half bath home reminiscent of a Hamptons classic, is ideally located on one of East Highland Park's most coveted streets. Enjoy an unbeatable location just moments from Ravinia Festival, the Metra train, Green Bay Trail and Lake Michigan. Built with exceptional craftsmanship and timeless design, this home showcases luxurious finishes throughout. Exceptional curb appeal begins with an inviting bluestone front porch with a beadboard ceiling. A gracious foyer opens to a formal living room with a stone fireplace, elegant dining room with wainscoting, private office with French doors and coffered ceiling, and a sun-filled family room featuring a stone fireplace and decorative paneled wood ceiling. Family room opens to the gourmet kitchen, designed for both everyday living and entertaining, offering custom cream cabinetry, quartz countertops, limestone backsplash with glass tile accents, professional-grade stainless steel appliances, and an oversized wood island with granite countertop, prep sink, seating and abundant storage. The adjoining breakfast room is flooded with natural light from beautiful windows on all sides. Kitchen/family room opens to the expansive brick paver patio areas. A sophisticated powder room with marble floors, designer wallcovering and a custom vanity, along with a mudroom featuring slate floors, built-in lockers and access to the 3-car garage, complete the main level. Upstairs, the luxurious primary suite offers a lacquered tray ceiling, sitting area and spacious walk-in organized closet with custom built-ins. The spa-inspired marble bath features heated floors, dual custom vanities with granite countertops, makeup area, whirlpool tub, oversized shower with body sprays and a private water closet. Three additional bedrooms include custom walk-in closets, one with en-suite bath and the other two rooms utilize a Jack-and-Jill bath. An expansive unfinished bonus room above the garage offers endless possibilities for future living space or storage. A convenient second-floor laundry room completes this level. The finished lower level provides exceptional flexibility with a large recreation room with fireplace and built-ins, game room, exercise room, fifth bedroom, full bath and abundant storage. Outdoor living is equally impressive with a spacious brick paver patio, built-in grill, built-in fire pit and multiple gathering areas - creating the perfect setting for entertaining. A rare opportunity to own an exceptional luxury home in the heart of this sought after Ravinia neighborhood. Above Grade Total Sq Ft: 5,499, Approx. Below Grade Total Finished Sq Ft: 1,885, Approx. Total Finished Sq Ft: 7,384 Sq Ft plus approx. 472 Sq Ft Mechanical Room and 883 Sq Ft 3-car garage. 2025 Taxes: $52,651 with a Homeowner's Exemption.

401 Marshman Street, Highland Park
650 Walnut Street Unit #301, Highland Park
$2,840,000
3 Beds ⋅ 4 Baths ⋅ 12089216 MLS ⋅ CLOSED Status
Introducing the North Shore's most exquisite luxury residences, The Wolbright. Occupancy Winter 2025/2026. This exclusive residential building exemplifies a modern and sophisticated design. No detail is overlooked in this 3 bedroom 3.5-bathroom home with a library and family room. 10' ceilings flooded with natural light, designer finishes, and two covered terraces create a new standard of living. European wide white oak floors in main living areas. Chef's kitchen with Italian designer cabinets, Caesarstone quartz counters, 10' island, and high-end appliances. Subzero fridge, Wolf oven, Wolf microwave, Wolf cooktop and Miele dishwasher. Master bedroom with massive walk-in closet. Master bath features freestanding tub, walk-in shower, private water closet with Toto toilet, and double sinks. Open layout perfect for entertaining. Two outdoor terraces were designed as an extension of the space, offering separate covered seating areas. Mud room with laundry, storage, and utility sink. Two storage rooms and additional storage in the garage. Still time to customize the finishes. The Wolbright offers exclusive living with a collection of amenities rarely found in a boutique building. Elegantly designed lobby with 10' ceilings, common area patio with lounge area, Club Room with bar overlooking patio, fitness and yoga center, golf simulator room, and mail room. Heated garage parking with secured storage and bike room. The Wolbright is situated in the heart of downtown Highland Park, just steps from the lake, parks, restaurants, shopping, and train station. The Wolbright is selling out quickly so don't miss out! Reach out today for more information on the remaining residences.

650 Walnut Street Unit #301, Highland Park
241 Melba Lane, Highland Park
$2,713,500
3 Beds ⋅ 4 Baths ⋅ 12630318 MLS ⋅ CLOSED Status
MULTIPLE OFFERS RECEIVED - H/B due by 5/9/26. Set at the end of a private, cul-de-sac just off Sheridan Road in sought-after East Highland Park, this award-winning mid-century modern ranch offers a rare opportunity to own a true piece of North Shore architectural history. Designed in 1959 by renowned architect Henry L. Newhouse II, the home sits on just over an acre overlooking a tranquil, tree-lined ravine, only steps from Lake Michigan at Moraine Park & Beach. Floor-to-ceiling glass walls throughout the residence capture breathtaking natural views and create a seamless connection between indoors and outdoors. Recognized for its architectural significance, the property was designated a local historic landmark in 2024 and received both a rehabilitation award and honorable mention for landscaping from the city's Historic Preservation Committee. Spanning over 4,300 square feet, the 3-bedroom, 3.5-bath home embodies the timeless principles of mid-century modern design with soaring 12-foot ceilings, clean lines, exceptional craftsmanship, and an abundance of natural light. The home's original character has been thoughtfully preserved, including the iconic front door, tongue-and-groove oak paneling, custom-stained oak pocket and sliding doors, and a built-in "Mad Men" style dry bar. These authentic details blend seamlessly with a comprehensive renovation introducing modern luxury and functionality while maintaining architectural integrity. A dramatic foyer opens to expansive living spaces anchored by a striking Napoleon fireplace with the original limestone surround and oak millwork. Seven skylights further illuminate the interiors, while new terrazzo flooring, plush bedroom carpeting, Hunter Douglas window treatments, and curated designer finishes elevate the home's refined aesthetic. The gourmet eat-in kitchen combines style and function with dual islands, porcelain countertops, Japanese ceramic tile backsplash, custom maple cabinetry, and integrated premium appliances including Sub-Zero, Wolf, Bosch, and Breville. The luxurious primary suite features original oak paneling, a skylit walk-in closet, terrace access, and a spa-inspired bath with an 11-foot glass shower, dual vanities, and custom lighting. Additional bedrooms include a guest suite with flexible additional space ideal for a gym, studio, or retreat. Highlights include a skylit office, mudroom, commercial-grade Speed Queen laundry room, unfinished basement with extensive storage, and fully updated mechanical systems including HVAC, sump pumps, chimneys, and partial roof replacement. Smart home features include Nest thermostats, Ring security, MyQ garage controls, smart irrigation monitoring, and Wiz LED lighting. The exterior is equally impressive, featuring a dramatically painted brick facade framed by mature century-old oak trees, a redesigned asphalt driveway with steel edging, guest parking pad, and a renovated 2.5-car garage with epoxy flooring and custom storage. Professionally designed grounds by a nationally recognized landscaping firm showcase expansive terraces, limestone pathways, retaining walls, curated gardens, waterfall Japanese maples, privacy arborvitaes, sculpture gardens, and direct ravine access. A newly installed irrigation system services the entire property. Ideally located near downtown Highland Park and Highwood, Metra, Openlands Lakeshore Preserve, Fort Sheridan, the North Shore Yacht Club, Park Avenue Boating Facility, and the Robert McClory Bike Path, this extraordinary residence offers a rare combination of historical significance, architectural authenticity, modern luxury, and natural beauty. More than a home, this is a living work of art-designed to evolve beautifully with every season.

241 Melba Lane, Highland Park
165 Maple Avenue, Highland Park
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 12735433 MLS ⋅ CLOSED Status
Dramatic Architecture in a Prime East Location! This Stunning Contemporary with a Main Floor Primary Suite sits on a Gorgeous, Professionally Landscaped Parcel of Close to an Acre with Sweeping Ravine Views. Set Far back from the Street, Offering Privacy, yet a Short Walk to Town this Exudes the Best of Everything. It Lives like a Ranch with All You Need on the Main Level, and 3 Bedrooms on the Second Floor. Featuring Soaring Ceilings, Walls of Glass and Breathtaking Views from Every Room including the Sprawling Main Floor Primary Suite with a Spa like Bath and a Huge Walk in Closet. The Main Floor also has an Exceptional Open Floor Plan, Ideal for Everyday Living and Entertaining, a Modern Clean-lined Kitchen with Island and Eating Area, a Large Office/Den, Laundry Room, and Mudroom. The Lush Backyard has a Two-tiered Patio and a Built-in Spa/Rejuvenation Pool. This Home was Originally Built in 1998 by Noted Architect Jim Fraerman for his mother and Expanded a few years later with Additions by Marvin Herman. Amazing and Rare Opportunity!

165 Maple Avenue, Highland Park
1551 Mill Trail, Highland Park
$2,550,000
4 Beds ⋅ 6 Baths ⋅ 12714956 MLS ⋅ CLOSED Status
IMPRESSIVE PRICE IMPROVEMENT!!!The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback riding-an unmatched setting with endless possibilities. This remarkable 5,000 sq. ft. modern masterpiece showcases custom architectural features, high-end designer finishes, and a versatile floor plan perfectly suited for both everyday luxury living and grand-scale entertaining. The open-concept design seamlessly connects the great room, dining area, and gourmet chef's kitchen, while soaring ceilings and walls of glass flood the home with natural light and frame stunning views of the expansive grounds. The home offers the best of both worlds-an impressive open layout complemented by serene private spaces, including two primary suites, two additional bedrooms, 5.1 baths, a stunning office, and a delightful private den. The main primary suite is a true retreat, offering complete privacy, a spa-like bath with steam shower, custom walk-in closets, infrared sauna and built-in custom cabinetry. The finished lower level includes a family room, exercise room, bedroom, and full bath. Additional highlights include a heated 3+ car attached garage and professionally landscaped and hardscaped grounds featuring a tennis court and a heated in-ground spool (small pool with hot tub jets and fountains). While the property is not subdividable, it presents a rare opportunity to create an estate compound with additional structures such as a guest house, pool house, secondary residence, auto court, pickleball court, or horse stables. Direct access to the Heller Nature Preserve trails further enhances this exceptional offering. Truly a rare opportunity-offering a lifestyle that is difficult to replicate.

1551 Mill Trail, Highland Park
1098 Sheridan Road, Highland Park
$2,525,000
5 Beds ⋅ 7 Baths ⋅ 12477596 MLS ⋅ CLOSED Status
Elegant and sophisticated custom built 5 bedroom, 6 full and 1 half bath home situated on close to a .50 acre located on prestigious Sheridan Road. Home is ideally located within walking distance to the Ravinia shops/restaurants, Ravinia Elementary School, Ravinia Festival, the train, Green Bay Trail and the lake. This stone and stucco home boasts unsurpassed quality construction and is accompanied with luxurious finishes throughout. First level features a gracious sun filled foyer with double height ceiling, chandelier and natural stone flooring. French doors open to a private wood paneled library with custom built-ins and coffered ceiling. Expansive formal dining room with French doors and a butler's pantry is perfect for hosting large gatherings. Living room with limestone surround fireplace, wet bar and two sets of French doors that open to a private bluestone side patio. A cook's kitchen complete with custom cabinetry, granite counters, farmhouse sink, decorative stone tile backsplash, professional stainless-steel appliances, 2 large islands with seating and storage and a large breakfast room. Kitchen opens to a family room that has another limestone surround fireplace and direct access to a three-season screened-in porch. There is a first floor guest bedroom with en-suite bathroom. A formal powder room plus mudroom and laundry room with 2 sets of washer/dryers plus storage is located off oversized 3 car heated garage. Garage boasts custom built-in cabinetry, commercial dog wash and epoxy coated flooring. Second level features a luxurious primary suite with coffered ceiling, sitting area with built-ins and limestone fireplace. Custom designed spacious dressing room/closet with bespoke wood cabinetry, island and storage. Stunning Onyx and marble bath featuring huge curved shower, Whirlpool tub, double vanities and commode closet. 3 additional generous-sized bedrooms all with custom walk-in closets and en-suite baths. Third floor features a loft area that is perfect for a kid's study, hang-out space or lounge. Fabulous lower level complete with a huge recreation room with wet bar and stone fireplace, exercise room, playroom, full bath and tons of storage. The ideal outdoor entertaining space features a huge screened-in porch with slate flooring, TV area and built-in spa with Ipe wood decking. Privately landscaped lush yard. New roof in 2024. Rare opportunity to own this quality-built luxury home in a coveted East Highland Park neighborhood. Above Grade Total Sq Ft: 6,797, Below Grade Total Sq Ft: 3,192, Approx. Total Finished Sq Ft: 9,989 Sq Ft plus 645 Sq Ft 3-car garage. 2024 taxes: $65,626 with Homeowner and Senior Exemptions.

1098 Sheridan Road, Highland Park
1350 Glencoe Avenue, Highland Park
$2,500,000
5 Beds ⋅ 6 Baths ⋅ 12633694 MLS ⋅ CLOSED Status
Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available July 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 5.1-bath home offers approximately 5,400 square feet of curated living space across three impeccably finished levels. A light filled foyer with statement herringbone hardwood floor sets the tone, flowing into a sophisticated dining room adorned with custom millwork. The home's centerpiece is a sun-drenched, open-concept kitchen and great room designed for effortless living. Soaring ceilings with architectural beam detailing create a dramatic backdrop, along with fireplace flanked by built-ins. The chef's kitchen is outfitted with premium Monogram appliances, sleek quartz counters and backsplash, custom rift-cut white oak cabinetry and warm bronze accents-blending timeless elegance with modern sophistication. The main level also features a highly desirable first-floor bedroom suite with en-suite bath, ideal for guests or a private office. A designer powder room and a beautifully appointed mudroom with custom built-ins offering both function and style leads to a 2 car heated garage. Upstairs, the serene primary suite is a true retreat, bathed in natural light, tray ceiling and complemented by dual organized walk-in closets. The spa-inspired bath featuring quartz countertops, bespoke white oak cabinetry, a deep soaking tub, an oversized shower and private commode closet. Additional bedrooms are generously sized, including a private en-suite bath and thoughtfully designed Jack and Jill bath. Large second floor laundry room with built-in cabinetry. The fully finished lower level delivers an elevated lifestyle experience with a sprawling recreation room, dedicated fitness studio, private sauna, additional bedroom, full bath and abundant storage - designed for both relaxation and entertaining. Professionally landscaped fenced yard with patio is the ideal outdoor entertaining space. This residence offers a rare combination of new construction, architectural detail and walkable lifestyle, just moments from vibrant downtown Highland Park, the Green Bay Trail and Lake Michigan.

1350 Glencoe Avenue, Highland Park
1356 Glencoe Avenue, Highland Park
$2,495,000
5 Beds ⋅ 6 Baths ⋅ 12571624 MLS ⋅ CLOSED Status
Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available June 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 5.1-bath home offers approximately 5,400 square feet of curated living space across three impeccably finished levels. A light filled foyer with statement herringbone hardwood floor sets the tone, flowing into a sophisticated dining room adorned with custom millwork. The home's centerpiece is a sun-drenched, open-concept kitchen and great room designed for effortless living. Soaring ceilings with architectural beam detailing create a dramatic backdrop, along with fireplace flanked by built-ins. The chef's kitchen is outfitted with premium Monogram appliances, sleek quartz counters and backsplash, custom rift-cut white oak cabinetry and warm bronze accents-blending timeless elegance with modern sophistication. The main level also features a highly desirable first-floor bedroom suite with en-suite bath, ideal for guests or a private office. A designer powder room and a beautifully appointed mudroom with custom built-ins offering both function and style leads to a 2 car heated garage. Upstairs, the serene primary suite is a true retreat, bathed in natural light, tray ceiling and complemented by dual organized walk-in closets. The spa-inspired bath featuring quartz countertops, bespoke white oak cabinetry, a deep soaking tub, an oversized shower and private commode closet. Additional bedrooms are generously sized, including a private en-suite and thoughtfully designed jack and jill bath. Large second floor laundry room with built-in cabinetry. The fully finished lower level delivers an elevated lifestyle experience with a sprawling recreation room, dedicated fitness studio, private sauna, additional bedroom, full bath and abundant storage -designed for both relaxation and entertaining. Professionally landscaped fenced yard with patio is the ideal outdoor entertaining space. This residence offers a rare combination of new construction, architectural detail and walkable lifestyle, just moments from vibrant downtown Highland Park, the Green Bay Trail and Lake Michigan.

1356 Glencoe Avenue, Highland Park
1423 Northwoods Road, Deerfield
$2,272,500
4 Beds ⋅ 6 Baths ⋅ 12415412 MLS ⋅ CLOSED Status
Fall in love with this extraordinary home set on a sprawling .73-acre private sanctuary in prestigious Northwoods - where luxury meets lifestyle. Thoughtful design is evident in every detail, starting from the inviting wrap-around porch with a swing to the dual-lane circular driveway. The private resort-style backyard is an entertainer's dream, featuring a stunning pool, built-in outdoor bar, fire pit with swings and a two-tier deck overlooking a professionally landscaped, fenced yard with integrated lighting and sound. Inside, the fully renovated Chef's Kitchen is a showstopper with Thermador appliances, custom cabinetry, quartz countertops, a designer backsplash, island with seating, and a spacious walk-in pantry. The expansive 2-story Great Room impresses with a dramatic vaulted ceiling with wood beam trellises, floor-to-ceiling windows with electric blinds, and an attention-grabbing stone fireplace. Work from home in the private office filled with natural light and convenient built-in organizers. The large living room serves as a great entertaining space, paired with a formal dining room with custom millwork and a sleek butler's pantry for effortless hosting. The luxurious primary suite is a personal haven with vaulted ceilings, a sitting room with coffee station, a large walk-in closet with built-in organizers and a spacious bath with two separate marble vanities, spa-like steam shower and large jetted tub to relax. Upstairs also features three additional oversized bedrooms, two full baths, and a convenient second-floor laundry room. The fully finished English basement boasts a recreational room with fireplace, a media room complete with theater seating and a second kitchen, two bedrooms, and a full bathroom. Enjoy the fabulous screened porch with attached ceiling heaters! 3 car garage with epoxy floor leading to mud room featuring a second washer & dryer, cubbies, large storage closet, back staircase and convenient dog bath and bed station for all the dog lovers! Amazing location close to award-winning Walden Elementary School, Deerfield High School, parks, town, metra, library etc.. New roof, gutters, kitchen appliances, washers & dryers, HVAC, sump pumps, water heater, and more! This one-of-a kind home truly has it all.

1423 Northwoods Road, Deerfield
2276 Linden Avenue, Highland Park
$2,255,000
6 Beds ⋅ 6 Baths ⋅ 12506426 MLS ⋅ CLOSED Status
Set on a beautifully landscaped half-acre lot with a circular drive, 2276 Linden is a stunning Georgian residence that blends classic character with thoughtful updates and modern luxury. With exceptional curb appeal, this meticulously maintained home offers an inviting layout ideal for both everyday living and elegant entertaining. Inside, the formal living room featuring an elegant fireplace and the spacious dining room are complemented by a sun-filled breakfast area, a cozy family room with a gas fireplace off the kitchen, and a charming sunroom/secondary family room. The gourmet chef's kitchen is a true standout, featuring premium appliances including two Miele dishwashers, Wolf six-burner cooktop and oven, Thermador double oven, Sub-Zero side-by-side refrigerator/freezer plus Sub-Zero refrigerator/freezer drawers, and a Dacor warming drawer. Upstairs, the luxurious primary suite impresses with a large walk-in closet, sitting area or office, and access to a private outdoor retreat. The spa-quality marble bath features a steam shower, jacuzzi tub, and custom built-ins. Two additional bedrooms share a full bath, and a convenient second-floor laundry room completes this level. The third floor adds versatility with a spacious playroom, two more bedrooms - one with en-suite bathroom - plus another full hall bath - just perfect for guests, teens, or extended family. The finished basement offers even more living space, including a recreation room, powder room, exercise area, secondary laundry, and generous storage. Outside, enjoy extensive landscaping with an irrigation system, a 3-car heated attached garage with 9-foot doors, and a backup generator for peace of mind. Ideally located near town, the lake, and the train, this exceptional property combines timeless architectural charm with every modern comfort-an unparalleled opportunity to own a true North Shore classic.

2276 Linden Avenue, Highland Park
990 Sheridan Road, Highland Park
$2,025,000
4 Beds ⋅ 5 Baths ⋅ 12649611 MLS ⋅ CLOSED Status
Experience the height of North Shore sophistication at 990 Sheridan Road -- an impressive ranch offering 4575 square feet of refined living space. Located down a long driveway, this exceptionally pristine ranch is set among towering trees. Three car heated garage, motor court, and circular drive awaits you. From the moment you enter, the home's grand scale is revealed through the Foyer's soaring ceiling, expansive windows and skylights, that bathe the interior in natural light, beautifully highlighting the hardwood floors and walls for art. In addition there is recessed lighting throughout the entire home. At the heart of the home is a stunning chef's Kitchen featuring a huge Island with quartzite counters, many built-ins, as well as seating, work space, sink, and built-in Dishwasher. Gorgeous custom cabinetry around the large side by side Sub Zero refrigerator/freezer, double large Wolf ovens and 5 burner gas cook top also on quartzite counters. Under cabinet lighting and skylights. Spacious eating area w/sliding doors to the Trex wrap around deck and huge yard. Convenient Laundry/Mudroom with several closets and built-ins, Refrigerator/Freezer, hanging space, one door to the heated three car garage and one to the outside. There is a very spacious separate Dining Room adjacent to the Kitchen, making entertaining easy-- and highlighting the custom buffet and lighting. The open exquisite Living Room has a spectacular doublesided fire place w/crystals, wall of sliding glass doors to the deck, wet bar, and walls for art. Beyond the Living Room is the Family Room w/built-ins, wall of windows, and the other side of the fireplace. This commitment to quality continues in the private quarters-specifically within the Primary Suite: Spacious carpeted Bedroom with sliding glass doors to the deck, luxurious Bathroom creats a spa-like retreat with whirlpool tub, steam shower wih seat, two sinks, skylight, Dressing Room with wall of built-ins and two walk-in closets--One is a giant! Completing the private area are two additional carpeted Bedrooms which are separated by a double sided ensuite bathroom. The fourth Bedroom is being used as an Office with many built-ins and ensuite bathroom with a skylight. As we turn the corner to go downstairs, we pass a beautiful Powder Room and two more coat closets. Beyond the Primary living area, the home's versatilty shines in the expansive finished Basement. The carpeted stairwell has a landing and many windows as we descend to the Lower Level. There are solid core doors, many closets and areas for storage. The Lower Level has the same 4575 sft as the main floor. There is a Bedroom, Bath, Exercise Room, Work Room, Rec Room, huge Cedar Closet, and a huge amount of space for development. There are two hotwater heaters, two furnaces, two AC(2021), two humidifiers, two new electrical panels (2026), brand new sump pump(2026), and a Generator(2020). Upgraded irrigation system(2021). Ideally located near Rosewood Beach w/new sidewalks in progress directly across the street from the house, Ravinia Elementary school, Ravinia Festival Park, and the Ravinia Metra Station, this exceptional home offers a rare blend of comfort, sophistication, and secure, stylish living.

990 Sheridan Road, Highland Park
796 Marion Avenue, Highland Park
$2,025,000
4 Beds ⋅ 6 Baths ⋅ 12612156 MLS ⋅ CLOSED Status
HIGHEST AND BEST DUE BY MONDAY, APRIL 20TH AT 10:00 AM. The perfect home on one of the most desirable streets in the Braeside neighborhood! This beautifully appointed 5-bedroom, 5 full bath and 1 half bath home blends luxurious finishes with thoughtful design and exceptional functionality. Recent improvements include re-stained wide-plank hardwood floors, new carpeting throughout, all new lighting fixtures, a remodeled powder room, and a reconfigured basement. The first floor features a private office with a sun-filled bay window, built-ins and a custom steel-and-glass wall with French door entry. The formal dining room is ideal for entertaining, complete with a designer brushed brass chandelier and a built-in bar with white quartz countertop, new brass hardware, two wine refrigerators and an ice maker. The stunning chef's kitchen offers custom white cabinetry with new polished nickel hardware, quartz countertops, white subway tile backsplash, professional-grade stainless steel appliances, including a Viking range, an additional built-in Viking oven in the island, a Sub-Zero refrigerator/freezer, additional integrated Sub-Zero refrigeration drawers, a wine/beverage refrigerator and two Miele dishwashers, plus an oversized island with seating and designer pendant lighting. A generous eat-in area with a wall of windows overlooks the fully fenced yard with a new designated playground area, and features sliding doors that open to the large paver patio. The kitchen opens seamlessly to the spacious family room, creating the perfect layout for everyday living and entertaining. A gorgeous powder room and an oversized mudroom/laundry room with porcelain heated floors, built-in lockers, double washer/dryers, and abundant storage lead to the heated 3-car garage. The second floor offers a spacious primary suite with vaulted ceilings, built-ins, a sitting area, French doors leading to a private office, and two walk-in closets. The spa-like bath features heated floors, a large steam shower, double vanities, an additional makeup vanity, and a private commode closet. Three additional generously sized bedrooms each have en-suite baths, and two of the three also include attached flex spaces ideal for a playroom, study area or office. The huge finished walk-out basement includes two large recreation spaces - one with a built-in wet bar - plus a fifth bedroom, a full bathroom, and access to the finished shed, currently used as a home gym, but easily suited for a studio, office, or creative workspace. This exquisite home truly checks every box and is not to be missed.

796 Marion Avenue, Highland Park
151 Maple Avenue, Highland Park
$2,000,000
4 Beds ⋅ 3 Baths ⋅ 12665686 MLS ⋅ CLOSED Status
A rare opportunity to own an architecturally significant Mid-Century Modern masterpiece by renowned architects Keck & Keck, nestled on an extraordinary 1.17-acre wooded site in one of East Highland Park's most coveted locations. Built in 1956 and thoughtfully rehabbed, this iconic ranch residence seamlessly blends timeless modernist design with contemporary comfort while embracing its breathtaking natural surroundings. Privately situated amid lush woodlands, professionally landscaped native grasses, and dramatic ravine vistas, the property offers a serene retreat just moments from Lake Michigan. Expanses of floor-to-ceiling glass frame the changing seasons like living artwork, dissolving the boundary between indoors and out, a hallmark of Keck & Keck's celebrated architectural philosophy. The home's remarkable setting allows nature to become an integral part of everyday living. Upon arrival, guests are welcomed through a striking 30-foot gallery foyer that immediately showcases the home's clean lines, open sightlines, and exceptional sense of scale. At the heart of the residence lies a spectacular 23' x 25' courtyard, creating a private outdoor sanctuary and filling the interior with natural light from every direction. The gracious living and dining rooms are anchored by a dramatic see-through fireplace, providing warmth and visual connection while defining each space. Original Mid-Century design elements have been beautifully preserved and enhanced, including expansive walls of glass, soaring beamed ceilings, slate flooring throughout the common areas, and an effortless flow ideal for both everyday living and entertaining. The recently renovated and thoughtfully designed kitchen combines modern functionality with timeless design, featuring custom cabinetry, granite countertops, Viking stainless steel appliances, and a built-in banquette that creates an inviting gathering space for casual meals and conversation. Wide-plank flooring extends throughout the kitchen and bedroom wing, adding warmth and texture to the home's refined aesthetic. The spacious primary suite serves as a peaceful retreat overlooking the surrounding landscape. Built-in closets provide abundant storage, while the recently updated ensuite bath offers luxurious finishes including marble countertops and a stunning walk-in marble shower. Three additional bedrooms and beautifully appointed bathrooms provide flexibility for family, guests, or work-from-home living. A distinguished study with custom built-in shelving creates the perfect library, family room, or home office while a dedicated laundry room offers exceptional functionality with additional storage, wet bar, and second refrigerator. The unfinished basement provides extensive storage options. The outdoors offers multiple sitting areas designed to immerse residents in the property's natural beauty. Mature trees, ravine views, and thoughtfully curated landscaping create a setting that feels worlds away while remaining remarkably convenient. Just a 9-minute walk from Moraine Park and Beach and close to Highland Park's vibrant downtown, this residence offers an unparalleled combination of architectural significance, privacy, and location. With its celebrated Keck & Keck pedigree, iconic Mid-Century Modern design, extensive recent updates, and remarkable connection to nature, this updated home offers easy living while respecting its architectural legacy.

151 Maple Avenue, Highland Park
1839 Shelley Court, Highland Park
$2,000,000
5 Beds ⋅ 7 Baths ⋅ 12586561 MLS ⋅ CLOSED Status
1839 Shelley Court is an ultra-luxury, new-construction home situated on a .86-acre lot and tucked back on a private cul-de-sac in the desirable High Ridge neighborhood. This remarkable residence offers nearly 6,600 square feet of luxury living space across three levels, and features soaring ceilings, gorgeous wide-plank wood flooring, a wide open layout, and designer finishes throughout. You enter the residence via the impressive, 2-story grand foyer. Off the foyer, you have a formal living room and separate private home office with a wall of custom built-ins. The formal dining room has a stunning centerpiece chandelier, an architectural design wall, and an attached convenient butler pantry. The heart of the home is the gourmet kitchen with high-end Thermador appliances, quartz waterfall countertops, a spacious island with abundant seating, additional breakfast area, loads of cabinetry, and a large walk-in pantry. The kitchen opens to the family room with soaring ceiling, show-stopping chandelier, architectural design wall with 65" fireplace, and wall of windows that look out onto the large back deck and yard. A convenient first-floor ensuite bedroom with its large full bath, walk-in closet, and private back entrance, offers a valuable first-floor primary option. A smart mudroom with laundry, and powder room complete the main level. The second level includes four ensuite bedrooms. The spacious primary suite offers a fireplace, two walk-in closets, and a luxurious bath with extra-large shower, a separate soaking tub, two individual vanities, and a private water closet. The lower level is off the charts! The highlight is an expansive recreation/entertainment area that offers a large wet bar with extensive cabinetry, a full-size refrigerator, and dishwasher. A sixth bedroom with an attached full bath, a fitness room with rubber flooring, a large laundry room, and ample storage space complete the lower level. Outstanding exterior features include stone/durable Hardie Board siding, Pella windows, a convenient circular driveway, and large composite deck overlooking the spacious professionally landscaped backyard. This exceptional property is located in highly-rated school districts, including D112 for K-8, and in the coveted Choice Zone of HS District 113 where residents choose between Highland Park High or Deerfield High. This is a must-see!

1839 Shelley Court, Highland Park
Riverwoods
$2,000,000
5 Beds ⋅ 8 Baths ⋅ 12490256 MLS ⋅ CLOSED Status

Riverwoods
260 Beech Street, Highland Park
$1,995,000
6 Beds ⋅ 8 Baths ⋅ 12725585 MLS ⋅ CLOSED Status
Tucked away in one of Highland Park's most coveted east-of-Sheridan enclaves, just moments from the lakefront and jaw-dropping Rosewood Beach, this sprawling residence blends timeless architecture with refined amenities and over 10,000 square feet, offering a rare lifestyle of elegance, privacy, and ease. Situated on a lush, tree-canopied setting at nearly 3/4 of an acre, with manicured gardens, sculpted landscaping, and a grand circular drive that compliments the home's scale and serenity. Stucco-clad home with clay tile roof and a grand entry with soaring ceilings and dramatic architectural details create a deep first impression. The voluminous great room is a showstopper-anchored by a striking marble fireplace, floor-to-ceiling arched windows, and a dazzling custom chandelier, flooding the space with natural light and framing views of the verdant grounds. A light flooded kitchen awaits with walls of windows, custom cabinetry, sleek quartz counters, professional-grade appliances, and a sculptural center island-equal parts form and function. For more casual gatherings or multi-generational living, the lower-level second kitchen offers additional flexibility with a full suite of amenities. The expansive finished basement stretches out with nearly endless possibilities-all options on the table for large-scale recreation, home theater, gym, creative studio or multi-generational living. Full size multi person sauna on site as future feature of workout space. Multiple zones of heat and air, thoughtful storage throughout, full mud room with laundry center and attached three car garage. Unique configuration with six bedrooms plus library above grade and 6.2 baths with main level primary suite with dual primary baths including oversized soaking tub and multiple walk-in closets. 4 bedrooms are en-suite and there are over 12 skylights for abundant natural lighting. Tranquil and private rear yard with an oversized terrace framed by mature evergreens, flowering borders, and stone accents. Fruit trees and raised gardening beds, this secluded oasis is ideal for alfresco dining, morning meditation, or moonlit entertaining. Set just a short stroll from Lake Michigan and Highland Park's historic Ravinia District, within the Ravinia school district, 260 Beech offers a rare opportunity to own a substantial residence in one of the North Shore's most iconic neighborhoods.

260 Beech Street, Highland Park
986 Brittany Road, Highland Park
$1,972,500
5 Beds ⋅ 5 Baths ⋅ 12639361 MLS ⋅ CLOSED Status
Elegant French Provincial home set on a private street just moments from downtown Highland Park. Approximately 6,175 square feet, this Hamptons-style modern home includes 5 bedrooms and 4.1 baths and is nestled on over half an acre. Features include a gracious foyer, an oversized dining room with a wall of windows, a formal living room, and a study with a wet bar. The recently updated kitchen offers high-end appliances, two dishwashers, leathered quartzite countertops, and a bright breakfast area that opens to the welcoming family room with built-ins and generous storage. The main level also includes a laundry/mudroom, along with a fifth bedroom and full bath. A luxurious primary suite offers a large dressing room and an upscale bathroom. One bedroom includes an attached study and full bath, while two additional bedrooms share a Jack-and-Jill bathroom. The lower level provides an exercise room, storage, and mechanical space. The expansive backyard is designed with a large patio with a built-in gas grill and fire pit, hot tub, beautiful hardscaping, and plenty of space for a pool. An oversized attached two-car garage completes the home. Ideally located near top-rated schools, parks, shopping, and dining, this property offers a rare combination of privacy, space, and convenience in one of Highland Park's most desirable settings.

986 Brittany Road, Highland Park
120 Maya Court, Deerfield
$1,925,000
5 Beds ⋅ 6 Baths ⋅ 12560618 MLS ⋅ CLOSED Status
Tucked away on a quiet cul-de-sac in one of Deerfield's most sought-after neighborhoods, 120 Maya Ct is a rare gem offering privacy, comfort, and timeless style. Custom built in 2009, you can see and feel the highest level of craftsmanship throughout the home. An impressive Stone and Stucco exterior, 3 car garage, approximately 5,500 sqft of above grade living space plus an additional 2,500 sqft finished basement. There are 6 bedrooms, 4 full bathrooms and 2 half bathrooms, and so many fun and architecturally interesting rooms throughout. The first floor is built for entertaining and features a gourmet kitchen with 6 burner + French top and double oven Wolf range, Sub Zero refrigerator/freezer, two sinks, two dishwashers, massive island with seating, walk-in pantry and separate eating area. Adjacent super chill Sunroom off of the kitchen with large windows, a stone wall and beamed ceiling. The kitchen flows into the Family Room with a wood burning fireplace. Separate formal Dining Room, an Office with built-in bookcase, and a Sitting/Living Room with barrel ceiling, two powder rooms, and a covered dog run round out the main level. Upstairs, you'll appreciate the large Primary Suite with sitting area, bathroom w/ steam shower and soaking tub, and large closets. 2nd bedroom has an ensuite bath that can also be accessed via hallway. Bedrooms 3 & 4 have a jack and jill bathroom. Large 5th bedroom can also be a bonus room, playroom, rec room or another family room. Laundry Room also conveniently located on the 2nd floor. The expansive finished basement has the 6th bedroom and a full bathroom, a wet bar with sink, kegerator, drink refrigerator and dishwasher. Rec Room is currently set up with separate areas for watching tv, playing pool and ping pong, a music area, and card/poker table. Several additional rooms and lots of finished storage space in the basement to fit your needs. Enjoy the professionally landscaped and fully fenced yard with patio for entertaining. Like music? Home is wired for sound with many built-in speakers and a Control4 home automation system. This beautifully maintained home delivers the perfect balance of suburban tranquility and modern convenience.

120 Maya Court, Deerfield
203 Prospect Avenue, Highland Park
$1,910,000
4 Beds ⋅ 4 Baths ⋅ 12538967 MLS ⋅ CLOSED Status

203 Prospect Avenue, Highland Park
775 Stonegate Drive, Highland Park
$1,900,000
3 Beds ⋅ 5 Baths ⋅ 12571028 MLS ⋅ CLOSED Status

775 Stonegate Drive, Highland Park
2705 Bentley Road, Highland Park
$1,890,000
4 Beds ⋅ 6 Baths ⋅ 12560303 MLS ⋅ CLOSED Status
This Exquisite Contemporary Ranch sits on close to 3 Acres and Feels like a Wonderfully Luxurious Private Estate. The Amazing Floor Plan is Filled with Natural Light, and Features 12 foot Ceilings and a Spectacular Wall of Windows along the Back of the Home, offering Dramatic Views of the Large In-ground Pool and Stunning Grounds. It Shines with a Series of Thoughtful and High-quality Updates, Making it Truly Move-in Ready. Other Features Include 5 Fireplaces; a One of a Kind Library with Wall to wall Bookshelves and a Dramatic Ceiling; a Spacious Chef's Kitchen with New Hardwood Floors and High-end Appliances including 3 Ovens and 2 Side-by-side SubZeros, Double Island, a Great Pantry and a Lovely Breakfast Room; a 3 Season Room; an Oversized and Elegant Primary Suite with Dual Baths and Spacious Closets; and Tons of Storage Space with Many Walk-in Closets. Step Outside to your Private Oasis- the Huge, Inviting Pool and Professionally Landscaped Backyard are Perfect for Entertaining or Relaxing Under the Stars. The Home has been Beautifully Refreshed, with Refinished Floors, Lots of New Lighting, and So Much More. Many Sliding Doors and Windows have been Replaced with Premium Pella Products, to Flood the Interior with Light, while Enhancing Energy Efficiency. Key Mechanical Upgrades include 2 New Hot Water Heaters, 2 New A/C Compressors, and Every Element of the Swimming Pool's Mechanicals. New Roof, Gutters and Downspouts Ensure Peace of Mind for Years to Come. Situated on a Tranquil Street, this Home offers Privacy, Peace and Convenience, with Downtown Highland Park, Top-Rated Schools, Unique Boutiques, Dining Hotspots and the Lakefront just Moments Away. This Sophisticated Home Offers a Rare Opportunity with One Level Living at Its Finest!

2705 Bentley Road, Highland Park



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