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$3,350,000
5 Beds 7 Baths 12756483 MLS NEW Status
Situated on a prime half-acre lot in sought-after East Highland Park, this one-of-a-kind custom residence, completed in 2022, offers a rare combination of timeless architecture, warm contemporary design, and purposeful functionality, all executed with an uncompromising commitment to quality. While striking curb appeal sets the tone from the moment you arrive, the grand circular driveway, meticulously designed landscaping, dramatic full-view black aluminum and glass garage doors, and inviting front porch with a pergola and hanging swings establish the home's distinctive architectural character before you even step inside. The interiors prove to be every bit as impressive. Offering all the benefits of new construction without the time, uncertainty, and countless decisions of building from the ground up, every finish, fixture, and design decision was meticulously considered. Featuring six bedrooms, six full and one half bath, and an attached three-car garage, this exceptional residence reflects meticulous attention to detail throughout. Designed for both everyday living and unforgettable entertaining, the heart of the home is a chef's kitchen centered around a dramatic 12-foot waterfall island beneath a custom white oak ceiling detail. An oversized integrated stone sink with a matching apron front, full-height stone backsplash, and custom fluted hood create a striking focal point, while professional-grade Wolf and Sub-Zero appliances, dual dishwashers, a built-in plumbed Miele coffee system, and a walk-in pantry complete a kitchen designed without compromise. The adjoining breakfast area opens directly to the expansive brick paver patio, creating a seamless connection to the outdoor living spaces. Just beyond, the family room is flooded with natural light and offers beautiful views of the resort-style pool, spa, and professionally landscaped backyard. Anchored by a dramatic floor-to-ceiling black marble fireplace with a recessed television and immersive surround sound, the family room balances striking design with exceptional comfort. The main level also includes a versatile private office or guest suite with custom built-ins and sliding doors leading directly to the backyard. The second level features four spacious bedrooms, each with its own beautifully appointed en-suite bath. The luxurious primary suite combines warmth and sophistication with vaulted ceilings accented by white oak beams and shiplap, a linear fireplace, a private balcony overlooking the backyard oasis, two separate walk-in closets, and a spa-inspired bath featuring heated floors, custom white oak cabinetry, wall-mounted faucets, an oversized steam shower, and separate his-and-her water closets. A thoughtfully designed homework station and an expansive playroom/flex space with skylights further enhance the home's exceptional functionality. The fully finished lower level offers a spacious recreation room, wet bar, dedicated fitness studio, guest suite, and a professionally designed theater featuring stadium seating, a 120-inch projection screen, and immersive 7.1 surround sound. Outside, the backyard offers a true resort experience. Centered around a magnificent 44'22' pool and spa with expansive sun shelves and bubblers, the outdoor living spaces were designed for both intimate evenings and large-scale entertaining. A covered terrace with a television and ceiling speakers overlooks the beautifully landscaped grounds and expansive brick paver patio, creating an exceptional extension of the home's living space. A dedicated pool bath with direct access from the covered terrace allows guests to come in from the pool without walking through the home, while a nearby second washer and dryer for pool towels reflects the intentional planning found throughout. This custom residence reflects an uncompromising commitment to quality, timeless design, and everyday livability, a distinguished offering in one of East Highland Park's most sought-after neighborhoods.

1008 Bob O Link Road, Highland Park

$1,395,000
2 Beds 4 Baths 12716202 MLS ACTIVE Status
The "Serenity at Heritage" maintenance-free HOA community, situated directly across from the Chicago Botanic Garden, is without parallel in the current North Shore market. Experience the pinnacle of sophisticated living in this stunning new construction ranch. Designed with an airy, open-concept flow, the main level impresses immediately with soaring ceilings and strategically placed skylights that flood the home with natural light. At the heart of the residence is a chef's dream kitchen, featuring custom white cabinetry with under-mount lighting, a massive granite island with seating, and a professional-grade appliance package including a Sub-Zero refrigerator and Wolf ovens and cooktop. The living and dining areas, accented by elegant plantation shutters, transition seamlessly to a private patio and professionally landscaped yard. Retreat to the first-floor primary suite, a true sanctuary boasting two expansive custom walk-in closets and a spa-inspired bath complete with a double stone vanity and a large glass-tiled shower. A versatile second bedroom on the main floor serves perfectly as a refined home office with its own ensuite access, fully wired for Ethernet and Wi-Fi to accommodate the modern professional. Gleaming hardwood floors lead you throughout the main level to the finished lower level, which offers a whole new dimension of living space. Here, you'll find two additional bedrooms, a full bath with stone finishes, luxury vinyl flooring, and ample unfinished space for storage or future expansion. This versatile footprint is perfectly suited for empty nesters, a multigenerational suite, or a private home office complex. This property offers new-construction quality, finishes, and systems without the premium price or construction timeline risks. For those who travel, the HOA-provided landscaping and snow removal offer total peace of mind. Every detail has been considered, from the epoxy-finished two-car attached garage to the underground sprinkler system. Enjoy unparalleled proximity to Ravinia Festival, the North Branch Trail's 18 miles of forest preserve paths, and a pedestrian entrance to the Botanic Garden. With the nearby Braeside Metra station providing a 35-minute express commute to downtown Chicago, this home is a critical differentiator for the connected buyer seeking a lifestyle of total ease and luxury. Don't miss the chance to make this exceptional residence your own.

23 Heritage Drive, Highland Park

$2,500,000
5 Beds 7 Baths 12703691 MLS ACTIVE Status
Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available September 1, 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 6.1-bath home offers approximately 5,500 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. The home's centerpiece is a sun-drenched, open-concept kitchen and great room designed for effortless living. High ceilings 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, walk-in pantry, 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. Three additional bedrooms are generously sized and each include their own private en-suite 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 and large side yard creates the ideal outdoor entertaining spaces. 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.

701 Lincoln Avenue, Highland Park

$4,399,000
5 Beds 6 Baths 12501567 MLS ACTIVE Status
NEW CONSTRUCTION luxury single-family home coming soon to Highland Park within sought after Ravinia Elementary School boundaries. Designed for both everyday living and elevated entertaining, the main level features a private home office with striking glass and iron doors, a formal dining room framed by oversized windows, two powder rooms, and an expansive living room that seamlessly opens to the kitchen. A vaulted sunroom overlooks the backyard, filling the home with natural light and creating the perfect indoor-outdoor connection with a COVERED PATIO off the kitchen, sunroom and living room. The true centerpiece is the show-stopping chef's kitchen, complete with a full scullery for additional prep, storage, and seamless hosting. Upstairs, you'll find four spacious en-suite bedrooms, a versatile loft/den space, and a thoughtfully designed laundry room equipped with dual washers and dryers for ultimate convenience. The finished lower level is built for lifestyle and wellness, featuring a fully outfitted exercise room with private spa amenities (sauna and steam), an expansive recreation room, an additional bedroom and full bath, and a flexible bonus space ideal for a playroom, card room, or media lounge with heated radiant floors throughout the entire basement. Offering 6 bedrooms, 6 full bathrooms, and 2 half baths. This exceptional home also includes an attached HEATED 3-car garage and sits on nearly half an acre of flat, usable land. A rare opportunity to own new construction in one of Highland Park's most desirable neighborhoods. PHOTOS ARE RENDERINGS AND OF PREVIOUS PROJECT. DELIVERY END OF SEPTEMBER 2026 *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase. Buyer's Broker must attend all showings/appointments.

966 Wade Street, Highland Park

$1,399,000
4 Beds 5 Baths 12696254 MLS ACTIVE Status
Welcome to effortless luxurious living in Highland Park. This stunning custom contemporary 6-year-young home offers 5 spacious bedrooms, 4 half baths, and an open floor plan bathed in natural sunlight from every angle. The flexible floor plan blends style, comfort and functionality. Sunny foyer, soaring ceilings, designer finishes, and fixtures throughout. Sun-filled great room flows into chef`s kitchen with stainless steel appliances, pantry, quartz countertop, and storage. A separate dining room sits just off the kitchen and family room, creating the perfect layout. Ideal for family living and entertaining, plus much more. Beautiful hardwood floors throughout the home with all high-end finishes. A custom staircase leads to the second floor. The primary suite includes remote control window treatments, walk in closet, plus a private deck with Trex flooring. The master bath has heated floors, a large shower, and twin sinks. Three additional spacious bedrooms, 2 with jack and jill bath, plus a hall bath with whirlpool tub. The finished basement adds incredible living space with a full bath, bedroom, and large entertainment room, along with a separate professionally soundproofed area ideal for podcasting, recording, or a quiet home office. The garage features epoxy flooring and slat board walls. The home is recently painted and in impeccably maintained. There is also a shared outside area with a play area, fire pit, and walking path. Truly a fabulous home with more features. Taxes do not reflect any exemptions and may be lower for a qualified buyer.

2009 Skyelar Court, Highland Park

$4,399,900
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



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