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1240 Park Avenue Unit #331, Highland Park
$220,000
2 Beds ⋅ 2 Baths ⋅ 12723585 MLS ⋅ ACTIVE Status ⋅ Brooke Estates BLDG.
Bright and spacious second-floor 2-bedroom, 2-bathroom condo in desirable Brooke Estates! Enjoy a private patio overlooking the community pool, creating a pleasant outdoor retreat. Inside, you'll find nicely sized bedrooms, including a primary bedroom with its own private bathroom, along with newer flooring and a newer dishwasher. Enjoy the convenience of an elevator building, one indoor parking space (#19), additional storage, and plenty of guest parking. Brooke Estates offers a beautiful setting with walking paths, a pond, and pool for residents to enjoy. Ideally located just off Route 41 with easy access to expressways, shopping, dining, and downtown Highland Park. A wonderful opportunity to make this condo your own in a convenient and amenity-filled community!

1240 Park Avenue Unit #331, Highland Park

1326 Cavell Avenue, Highland Park
$445,000
3 Beds ⋅ 3 Baths ⋅ 12702457 MLS ⋅ ACTIVE Status
Nestled along the tree-lined streets of sought-after Sherwood Forest, this spacious 1960 split-level offers wonderful potential for buyers ready to bring their decorating and renovation ideas. The light-filled main level features a dramatic vaulted living room with expansive picture windows overlooking the lush backyard, an adjoining formal dining room, and an updated eat-in kitchen. Upstairs, the generously sized primary suite is a rare find for a split-level, offering two large closets and its own private full bath, plus two additional bedrooms and a shared hall bath. The expansive lower-level family room features a wood-burning fireplace and flexible space for recreation, a home office, play area, or game room, along with another full bath, laundry/mechanical room, and abundant storage. With original hardwood floors, an attached one-car garage, a beautiful backyard and patio, and the choice of Highland Park or Deerfield High School, this home offers an exciting opportunity to update, personalize, and build equity in a highly desirable Highland Park neighborhood. While some updating and improvements will allow the next owner to truly make it their own, the home offers wonderful space, character, and potential. Recent improvements include: 2025 - siding, insulation, gutters, downspouts and flashing; 2024 - stove and HVAC; 2023 - microwave and dishwasher; 2018 - roof, vents and shields; 2017 - refrigerator; 2014 - windows. Property is being sold AS-IS as part of an Estate Sale.

1326 Cavell Avenue, Highland Park

701 Lincoln Avenue, Highland Park
$2,500,000
5 Beds ⋅ 7 Baths ⋅ 12771440 MLS ⋅ ACTIVE Status
Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. 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

211 Blackhawk Road, Highland Park
$675,000
3 Beds ⋅ 3 Baths ⋅ 12758851 MLS ⋅ ACTIVE Status
Welcome to 211 Blackhawk Rd, a beautifully appointed 3 bedroom, 3 full bath home in East Highland Park's highly desirable Braeside neighborhood, ideally located just steps from Ravinia and minutes from the Chicago Botanic Garden, Lake Michigan, Green Bay Trail, Metra, and the area's wonderful shops and restaurants. Set on more than 1/3 acre, this inviting home combines distinctive architectural details with an easy, open flow. Natural light fills the main level, with vaulted ceilings, skylights, and beautiful wood beams. The living area is anchored by a striking floor-to-ceiling stone fireplace open to the dining area, while hardwood flooring flows throughout much of the level. The spacious family room provides an ideal gathering space. The kitchen offers generous cabinetry, stone backsplash, granite countertops, bar top seating and direct access outdoors. The second-floor primary suite is a true retreat, featuring a spacious bedroom, private balcony, comfortable sitting area, and built-in wardrobe closets. The primary bath offers dual sinks, a separate soaking tub, and a walk-in shower. Two additional bedrooms are conveniently located on the main level and share a full bath with a walk-in shower. A finished basement adds living space with room for a recreation area, home office, workout space, and more, along with a full bath, dedicated laundry area and storage. Step outside to the large deck with a remote controlled awning, overlooking the expansive yard. Perfect for entertaining, relaxing, and enjoying summer evenings while listening to music drifting from nearby Ravinia. A one-car attached garage adds convenience. Located within Braeside Elementary, Edgewood Middle School and Highland Park High School. Come tour this special home!

211 Blackhawk Road, Highland Park

327 Marshman Avenue, Highland Park
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 12769637 MLS ⋅ ACTIVE Status
Stunning 1934 English Country home in a prime East Highland Park location near Lake Michigan, the train, and highly sought-after Ravinia Elementary School. Quality built, pristine, and exceptionally spacious, this special home is set on a spectacular 3/4-acre ravine property with stunning views in every season. An inviting floor plan is ideal for both entertaining and everyday living, with four bedrooms including a spacious primary suite featuring a fireplace, custom closets, and a private sitting room. Thoughtfully updated while retaining its timeless character, recent improvements include a new cedar roof in 2025, new windows, newly refinished hardwood floors, and a new washer and dryer. A large stone patio with fire pit overlooks the gorgeous natural setting and provides an inviting space for outdoor entertaining and relaxing. A rare opportunity to enjoy the charm and craftsmanship of a classic English Country home, exceptional space, and a truly beautiful setting in one of Highland Park's most desirable locations.

327 Marshman Avenue, Highland Park

1230 Park Avenue Unit #210, Highland Park
$339,000
2 Beds ⋅ 2 Baths ⋅ 12765641 MLS ⋅ ACTIVE Status ⋅ Brooke Estates BLDG.
Beautifully renovated and exceptionally spacious, this 1st Floor, two-bedroom, two-bath condominium offers an open, light-filled floor plan designed for comfortable everyday living and entertaining. The gorgeous, updated kitchen features crisp white cabinetry, quartz countertops, a stylish subway tile backsplash, stainless steel appliances, generous workspace, and an easy flow into the dining and living areas. The sunny living room features a fireplace with lovely black marble surround and sliding glass doors that open to a private patio overlooking the lawn, creating a wonderful connection between the indoor and outdoor spaces. The separate dining room area provides the perfect space for casual entertaining or holiday meals. The generously sized primary suite offers a large walk-in closet and beautifully updated private bath. The second bedroom is also nicely proportioned and offers the flexibility to serve as a guest room, home office or combination of both. An updated hall bath and convenient in-unit laundry complete the thoughtfully renovated interior. Located in Highland Park's sought-after Brooke Estates, the residence includes one indoor garage parking space. An additional garage space may be rented through the HOA, subject to availability and association requirements. Residents also enjoy two swimming pools, attractive grounds and a picturesque pond. Easy access to route 41 or downtown Highland Park. Spacious, sunny, renovated and move-in ready, this is an exceptional opportunity to enjoy easy condominium living in Highland Park. This is the one to buy!

1230 Park Avenue Unit #210, Highland Park

822 Timber Hill Road, Highland Park
$800,000
5 Beds ⋅ 3 Baths ⋅ 12747636 MLS ⋅ ACTIVE Status
Nestled on a picturesque hillside lot in the sought-after Braeside school district, this multi-level gem with more than 2,600 square feet of living space above grade offers the perfect blend of comfort and space. Step onto the main level and feel the flow - an expansive L-shaped living and dining room invites easy entertaining, opening off the kitchen and out to a screened porch that's made for lazy mornings and evening get-togethers. From there, step out to the deck and soak in your lush, landscaped backyard bursting with perennials - your own private retreat. The all-white kitchen features granite and Corian countertops, a Sub-Zero refrigerator, KitchenAid double oven, Miele dishwasher, JennAir cooktop, and a brand-new trash compactor. A charming greenhouse window adds a sunny spot to nurture your favorite plants and herbs. Down the hall, you'll find four spacious bedrooms, including a primary suite with three closets and an updated full bath with a walk-in shower, plus an additional updated hall bath for family and guests. Bedrooms have hardwood floors under the carpet. On the entry level, cozy up by the gas fireplace in the inviting family room, or use the fifth bedroom as the perfect home office. An updated powder room adds everyday convenience. Just a few steps down, a versatile recreation/hobby room and a well-equipped utility/laundry room round out the space. Thoughtful touches are everywhere - recently refinished hardwood floors, elegant Prairie Style wood railings, a built-in liquor cabinet/bar in the living room which features stained glass on the doors, a 2.5-car attached garage, lawn sprinkler system, security system, and storage galore. Additional updates include the furnace (2010), A/C (2018), and roof (2018). This home truly has it all - elegance, warmth, and function in every corner, making it a must-see!

822 Timber Hill Road, Highland Park

1320 Deerfield Place, Highland Park
$595,000
3 Beds ⋅ 2 Baths ⋅ 12756230 MLS ⋅ ACTIVE Status
Built with enduring quality, this solid and brightly lit Highland Park home comes freshly painted and ready for immediate move-in. The main living areas feature stunning hardwood floors and a sunny living room that floods the space with natural light, while the lower-level family room offers a cozy retreat complete with built-in shelving and a beautifully tiled fireplace. Designed for function and entertaining, the spacious kitchen is packed with endless cabinet storage, an expansive breakfast bar, and sliding glass doors that open directly onto a deck overlooking a massive, fully fenced backyard with a dedicated dog run. Beyond the main yard, the side lot boasts your own private fruit orchard, complete with apple, cherry, and peach trees. Comfort extends throughout the home with spacious, high-storage bedrooms and updated bathrooms. On top of its timeless appeal, the property features major recent upgrades for total peace of mind, including a 2-year-old roof, a 2-year-old dishwasher, and a 4-year-old washer and dryer-making it the perfect setting to start building lasting family memories.

1320 Deerfield Place, Highland Park

1630 Ridge Road, Highland Park
$2,799,000
6 Beds ⋅ 9 Baths ⋅ 12754915 MLS ⋅ ACTIVE Status
Privately set behind a gated entrance on over 1.3 professionally landscaped acres, this exceptional Highland Park stone and brick estate offers approximately 9,600 square feet of beautifully appointed living space, an attached four-car heated garage, and a rare sense of privacy surrounded by the natural beauty of Chicago's North Shore. Thoughtfully designed to live like a ranch with a luxurious first-floor primary suite, the home offers ultimate flexibility for a variety of lifestyles while still providing exceptional space for family and guests. Designed for both elevated entertaining and effortless everyday living, the home features a spectacular chef's kitchen completely reimagined in 2023 with custom black cabinetry, marble countertops, a dedicated coffee center, two dishwashers, and a striking glass-enclosed, temperature-controlled wine cellar display that creates a dramatic architectural focal point. An expansive accordion door system opens seamlessly to the full-length paved terrace and grounds beyond, creating an exceptional indoor-outdoor connection. The dramatic great room is defined by soaring ceilings, walls of windows, and an impressive double-sided fireplace, while the adjacent family room provides an inviting setting for more relaxed living. The main-level primary suite is a true private retreat, complete with a sitting room, fireplace, wet bar, and serene views of the property. Upstairs, five additional en-suite bedrooms provide exceptional accommodations for family and guests, complemented by an extraordinary 52-by-22-foot bonus room offering endless possibilities. The expansive lower level is designed for recreation and wellness with a private home theater, fully equipped gym, sauna, wet bar with kegerator, and full bath. Recent improvements include a new roof, gutters, and downspouts in 2024, newer HVAC systems, a rebuilt staircase, and a remodeled mudroom with heated floors. Directly behind the property, the forest preserve provides a breathtaking natural backdrop with direct access to a walking path, while dramatic western exposures capture spectacular sunsets across the grounds. Ideally positioned between downtown Highland Park and Deerfield with convenient highway access, owners of this exceptional estate have the unique option to attend either award-winning Highland Park High School or Deerfield High School-an extraordinary advantage within this coveted North Shore setting.

1630 Ridge Road, Highland Park

22 Lakeview Terrace, Highland Park
$3,800,000
4 Beds ⋅ 6 Baths ⋅ 12750752 MLS ⋅ ACTIVE Status
Amazing lakefront property on end Cul De Sac street!!! This home has been totally REMODELED and meticulously curated for modern living with impeccable design. The expansive floor plan features four generous bedrooms, each with its own en-suite bathroom, including a refined primary retreat complete with 12 foot ceiling, a private balcony overlooking iconic Lake Michigan and 2 lavish walk-in closets. Culinary artistry is redefined in the exceptional chef's kitchen, outfitted with professional-grade appliances and a discreet scullery-perfect for both upscale entertaining and daily life. Exceptional amenities include a finished basement with a full bath, second-floor laundry , a first-floor office, a powder room, and expansive living spaces that are bathed in natural light. Perfect indoor-outdoor harmony is achieved through a serene three-season room, and a stone terrace, all providing ideal vantage points to enjoy the tranquil lakefront setting. Enjoy an unbeatable Highland Park location on a commanding .63-acre lot with panoramic Lake Michigan views. Stairs down to the beach are adjacent to back yard, shared with residence on the street.

22 Lakeview Terrace, Highland Park

1795 Lake Cook Road Unit #110, Highland Park
$359,000
2 Beds ⋅ 2 Baths ⋅ 12729689 MLS ⋅ ACTIVE Status
TWO PARKING SPACES! Beautifully updated 2-bedroom, 2-bathroom condo offering modern style, comfort, and convenience. The inviting living room features a gorgeous stone fireplace, creating a warm and welcoming space for relaxing or entertaining. The stylish kitchen boasts crisp white cabinetry, stainless steel appliances, stunning white quart countertops and a clean, contemporary design. Pella windows with integrated blinds for a easy and updated feel. Gorgeous engineered wood throughout the unit.The spacious primary bedroom features a huge walk-in closet and beautifully updated private bath. Both bathrooms have been thoughtfully renovated with gorgeous tilework and modern finishes. A private balcony provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. With two dedicated parking spaces and beautiful updates throughout, this move-in-ready condo is the perfect combination of style and convenience! *50K in Pella windows and doors have been updated in this unit!*

1795 Lake Cook Road Unit #110, Highland Park

215 Prospect Avenue, Highland Park
$1,599,000
6 Beds ⋅ 7 Baths ⋅ 12733085 MLS ⋅ ACTIVE Status
Just steps from downtown Highland Park's shops, restaurants, library, train, and close to Lake Michigan, Thornycote is a home where location and history come together beautifully. Designed in 1901 by renowned architect Howard Van Doren Shaw, this English Arts and Crafts residence is a remarkable expression of craftsmanship, proportion, and grace. Set on more than an acre of lush, landscaped grounds, Thornycote offers a rare sense of privacy while remaining connected to everything that makes Highland Park special. A handsome foyer sets the tone, introducing the home's elegant proportions, exceptional woodwork, and remarkable architectural integrity. Throughout, Shaw's thoughtful design is evident in the details, from the formal living room anchored by a commanding wood-burning fireplace to the expansive family room, which opens onto a generous terrace. The gracious dining room flows naturally into a bright sunroom, equally suited to morning coffee or evening conversation. A richly detailed library provides a quiet retreat, while the renovated kitchen brings modern function to the historic setting with custom cabinetry, a butler's pantry, coffee bar, and mudroom. An extra-wide staircase leads to the second floor, where the primary suite offers a private retreat with an adjoining sitting and dressing room, wood-burning fireplace, and spacious updated bath overlooking the grounds. Two additional bedrooms share a full bath and connect to a cozy sitting room ideal for reading or play. A second-floor laundry adds everyday convenience. The expansive third floor offers remarkable flexibility, with four bedrooms, two full baths, and a large bonus room that can adapt to whatever life requires, from playroom and home office to media lounge or studio. Beyond the main residence, a 1,600-square-foot coach house adds an extraordinary layer of possibility. With four garage bays, a two-bedroom suite, and a conference room overlooking dramatic ravine views framed by two stone bridges, it is a rare setting where work, creativity, and nature come together. And then there are the discoveries. A hidden speakeasy tucked behind a mirrored door. Secret gardens. Winding pathways made for wandering. At Thornycote, the experience extends well beyond the architecture. More than a residence, Thornycote is a singular piece of Highland Park history, where Howard Van Doren Shaw's artistry remains very much alive.

215 Prospect Avenue, Highland Park

706 Broadview Avenue, Highland Park
$350,000
3 Beds ⋅ 2 Baths ⋅ 12726593 MLS ⋅ ACTIVE Status
Charming townhome in the Ravina neighborhood Boasting FRESH PAINT THROUGHOUT close to parks, shopping, dining, Lake Michigan, and more! Beautifully maintained with a versatile layout, gorgeous natural light, and over 1,100 sq ft of above ground space. Whip up delicious meals in this stylish kitchen equipped with contemporary cabinetry, sleek appliances, and granite countertops. Options are nearly endless for the finished basement just waiting to be transformed into your dream space. Rest easy with INCLUDED lawn and snow removal too! Embrace outdoor living from the comfort of your back deck with a favorite beverage in hand. Convenient location, just a short distance from Metra Station, Greenbay Trail, Chicago Botanical Gardens, and area beaches. Whether you're searching for your next primary residence or looking to expand your investment portfolio, this versatile property offers an exceptional opportunity - Inquire today!

706 Broadview Avenue, Highland Park

3107 Dato Avenue, Highland Park
$615,000
3 Beds ⋅ 3 Baths ⋅ 12716773 MLS ⋅ ACTIVE Status
LOCATION! LOCATION! LOCATION! INVESTOR & FLIPPER SPECIAL! Rare opportunity to own a historic English Tudor Revival home in one of Highland Park's most desirable neighborhoods. This partially renovated property offers exceptional upside for investors, flippers, rehabbers, or buyers looking to customize a truly one-of-a-kind home while preserving its architectural heritage. This 3-bedroom, 2.5-bath English Tudor Revival home is a rare Krenn-Dato model, showcasing timeless architectural details and rich history. Backed by Edith Rockefeller McCormick, Krenn-Dato homes are celebrated for their distinctive craftsmanship, including decorative half-timbering, a classic brick and stucco facade, steep gables, prominent chimneys, and charming multi-paned windows. Beautifully refinished hardwood floors and fresh paint throughout blend seamlessly with preserved original features, including vintage light fixtures, original windows, doors, hardware, staircase woodwork, and other decorative details that highlight the home's historic charm. The main level features a functional kitchen ready for your personal updates, a spacious living room centered around the original wood-burning fireplace, a formal dining room, a cozy den, a pantry, and a convenient half bath. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The unfinished basement includes a laundry area and offers outstanding potential for additional living space, a recreation room, home office, fitness area, or ample storage-making it an excellent opportunity for investors, flippers, or buyers looking to add value and customize the home to their vision. Outside, enjoy a large, fully fenced backyard with mature trees, along with a private front yard that enhances the home's curb appeal and serene setting. Ideally located in a top-rated school district, this true showstopper is surrounded by parks and forest preserves and is within walking distance to the Metra station for an easy downtown commute. It is also just minutes from the beach, Fort Sheridan Forest Preserve, restaurants, shopping, and neighborhood playgrounds. This home is proudly featured as part of the Highland Park Historic Homes Bike Tour. The owner, a professional builder, offers a unique opportunity to complete additional renovations-including new windows, bathrooms, a custom kitchen, and a finished basement-for an additional $75,000-$150,000, based on the buyer's preferences. Buyers may also choose to complete the renovations themselves, making this an outstanding value-add opportunity with significant upside. Some images may be virtually enhanced. The home is also available for lease. Property is being sold AS-IS.

3107 Dato Avenue, Highland Park

2441 Woodbridge Lane, Highland Park
$4,995,000
9 Beds ⋅ 14 Baths ⋅ 12678213 MLS ⋅ ACTIVE Status
Situated on a prestigious private lane in East Highland Park, this rare lakefront offering is a Mid-Century Modern masterpiece. Designed in 1957 by renowned architect Henry L. Newhouse II for Irving B. Harris, Chicago Philanthropist, this 10,000-square-foot contemporary residence sits on nearly two acres of lush grounds with magnificent, unobstructed views of Lake Michigan. Experience the ultimate wow factor as you enter the dramatic foyer and take in the breathtaking vista. The interior features large expanses of glass and natural light, offering a flexible floor plan that flows effortlessly for entertaining and everyday living. An exquisite foyer leads to custom beveled, imported French Limestone floors and dramatic floor-to-ceiling windows that frame the water. With minimalistic aesthetic, the Chef's Eat-In Kitchen is finished with custom black walnut cabinetry, a wall of granite, gourmet appliances, and a sleek gas fireplace. The home's expansive footprint includes a main floor Primary Bedroom Suite with a secondary Primary Suite on the 2nd level and seven additional Ensuite Bedrooms, providing unparalleled space and privacy. Despite significant renovation since construction, the home still retains the core architectural integrity and mid century character established by Newhouse. For wellness and recreation, an Indoor Pool Pavilion features a Dectron temperature-controlled system, a retractable clerestory roof, a steam room, and a dedicated second kitchen equipped with Viking appliances. Outside, the tranquility of the lakefront setting takes center stage. A sparkling Outdoor Pool overlooks the water, while a private tram and stairs lead down to 150 feet of secluded beach. This is a unique opportunity to own a significant piece of architectural history with unlimited potential on the shores of Lake Michigan!

2441 Woodbridge Lane, Highland Park

2009 Skyelar Court, 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

1534 Mcdaniels Avenue Unit #3E, Highland Park
$429,000
3 Beds ⋅ 2 Baths ⋅ 12697929 MLS ⋅ ACTIVE Status
Exceptional space and value in an in-town Highland Park location! This spacious three-bedroom, two-bath condominium offers generous room sizes, abundant natural light, southern exposure, and an oversized private balcony-an excellent opportunity to bring your own design ideas and create a home that reflects your style. A welcoming foyer leads to spacious living and dining areas, while the kitchen features maple cabinetry, a comfortable eating area, abundant storage, and direct access to the balcony. The privately situated primary suite features hardwood flooring, exceptional closet space, plantation shutters, and an en-suite bath with dual sinks, soaking tub, and separate shower. Two additional generously sized bedrooms, both with hardwood flooring, share a spacious hall bath. One features plantation shutters, while the other offers direct balcony access and flexibility as a guest room, home office, or den. Additional highlights include in-unit laundry, excellent storage, a one-car attached garage, and a convenient main-level storage locker. Walk to downtown Highland Park, Metra transportation, Sunset Park, restaurants, shopping, and Lake Michigan. Property conveyed in as-is condition.

1534 Mcdaniels Avenue Unit #3E, Highland Park

2665 Bentley Road, Highland Park
$4,250,000
4 Beds ⋅ 8 Baths ⋅ 12659749 MLS ⋅ PRICE CHANGE 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

2490 Green Bay Road, Highland Park
$685,000
5 Beds ⋅ 3 Baths ⋅ 12657575 MLS ⋅ ACTIVE Status
Exceptional investment opportunity or owner-occupied two-flat with both units completely remodeled in 2024. Unit 1 offers 3 bedrooms and 2 full baths featuring hardwood floors, a wood-burning fireplace in the spacious living room, updated kitchen with new refrigerator, in-unit washer/dryer, and a side deck off the dining area. The finished lower level adds a family room and brand new full bath - perfect for additional living space. Unit 2 is a bright 2 bed/1 bath with brand new hardwood floors throughout, open-concept living and dining, fully renovated kitchen with quartz countertops, white cabinetry, stainless appliances, new in-unit W/D, and new HVAC. Both units include 1 interior and 1 exterior garage space. Steps to Metra (Highwood Station 0.4 mi), top-rated North Shore District 112 schools, shopping, and dining. A rare chance to own a fully updated, income-producing asset in one of the North Shore's most desirable communities.

2490 Green Bay Road, Highland Park

1619 Mcgovern Avenue, Highland Park
$799,000
2 Beds ⋅ 2 Baths ⋅ 12624604 MLS ⋅ ACTIVE Status
Modern Parisian-Inspired Carriage House Steps from Downtown Highland Park Fully renovated down to the studs, this unique carriage house blends historic charm with modern design and amenities. The primary living space is located on the second floor and features vaulted ceilings with steel collar ties, exposed brick walls, and an open-concept layout ideal for entertaining. Chef's kitchen includes custom inset cabinetry and Thermador appliances. Loft area provides flexible space for additional sleeping or office use. In-ceiling speakers throughout main living area. Primary suite offers a spa-like bathroom with curb-less walk-in steam shower, dual vanities, and heated floors. Additional features include in-unit washer and dryer and a 2-3 car radiant heated garage. First floor includes a separate studio/office space with private entrance, full bathroom, kitchenette, and radiant heated floors, ideal for home office, guest suite, or potential rental use. Prime location near downtown Highland Park, shopping, dining, and transportation.

1619 Mcgovern Avenue, Highland Park

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

117 Belle Avenue, Highland Park

1499 Sheridan Road, Highland Park
$1,780,000
6 Beds ⋅ 6 Baths ⋅ 12553390 MLS ⋅ ACTIVE Status
Spectacular Historic Queen Anne Revival on Nearly 3/4 Acre in East Highland Park. A rare opportunity to own a magnificent Queen Anne Revival residence, beautifully set on a private lot just under 3/4 of an acre in sought-after East Highland Park. This exceptional home offers the best of all worlds-historic beauty and grandeur paired seamlessly with modern additions and amenities designed for today's living. Meticulously maintained and thoughtfully expanded, the home features two outstanding additions including a dramatic two-story family room, a luxurious primary bedroom and spa-quality bath, a gorgeous paneled library, and a screened porch, creating a home that lives effortlessly while honoring its architectural heritage. This is a historic home that does not feel old. Upon entry through the charming front vestibule with original leaded glass windows, you are welcomed into a grand foyer showcasing a stunning historic staircase, flanked by the formal living and dining rooms. Original oak flooring runs throughout, adding warmth and authenticity. The living room features a beautiful historic mantle and updated double French doors that open to the rear terrace. Beyond lies the richly paneled library, complete with a hidden bar closet and refrigerator, and access to the screened porch-perfect for relaxing or entertaining. On the opposite side of the foyer, the formal dining room flows into the open kitchen, which is exceptionally equipped with a commercial-grade range, double ovens, dual dishwashers, breakfast area, and seamless connection to the two-story family room with a second fireplace and French doors to the terrace-an ideal layout for everyday living and hosting on any scale. The second floor is anchored by a truly extraordinary primary suite, offering space and luxury beyond expectations. The marble-clad primary bath features a double-bowl vanity, whirlpool tub, oversized separate shower, and private water closet. The bedroom boasts a tray ceiling, an expansive walk-in closet with professionally installed organizers, and an additional cedar closet. This level also includes two additional family bedrooms, two full baths, and a dedicated laundry room. The third floor provides three additional bedrooms, a full bath, and an office-ideal for extended-stay guests, a private living suite, or flexible work-from-home needs. The partially finished basement includes heated flooring, exterior access near the mudroom, and generous cubby storage for active lifestyles. An additional unfinished basement area offers abundant storage. The professionally landscaped yard features sprinklered perennial plantings, a fenced garden area, and ample space for outdoor enjoyment. Additional highlights include a second rear staircase, three-car garage, whole-home speaker system, zoned heating and air, excellent insulation, and a highly efficient layout that makes this large home remarkably manageable. Third-floor utilities are zoned separately and can be shut off when not in use. The home's original foundation has been reinforced with structural steel and is exceptionally solid; remaining foundation areas are newer. Original windows are in place. The property is listed on the National Register of Historic Places, built for prominent Highland Park resident Ross J. Beatty. An extraordinary residence combining history, scale, comfort, and location-just minutes to town and train.

1499 Sheridan Road, Highland Park

1913-15 Sheridan Road, Highland Park
$3,250,000
12553280 MLS ⋅ ACTIVE Status
This two-story, plus basement commercial building located in downtown Highland Park is available for sale. Completely rehabbed in 2007, this 8,750 square foot property is situated near the corner of Sheridan Road and Central Street. This offering is the perfect opportunity for a user or investor to own a highly visible property on one of the main commercial thoroughfares. Located in the heart of Highland Park's Central Business District, this property benefits from easy access to public transportation, the Metra train station and the Edens Expressway. Highland Park is an affluent suburb located approximately 23 miles north of Chicago in the heart of the North Shore. The suburb is known for its vibrant downtown business district, numerous local boutiques, restaurants, a growing residential community with close to new or recently constructed units and is home to the Ravinia Festival.

1913-15 Sheridan Road, Highland Park

1621 Saint Johns Avenue, Highland Park
$99,000
12526552 MLS ⋅ ACTIVE Status
Highland Park Tobacco Store - Prime Downtown Location, in the heart of downtown Highland Park, within the vibrant shops and restaurant corridor. Established store offers exceptional visibility and convenience, directly across from the Highland Park Metra Train Station. A true one-stop shop for all tobacco needs provides a wide selection of premium cigars and brand-name products, Tobacco, hookahs, and a full line of accessories, well-appointed cigar room for customers to browse and enjoy, monthly gross sales of $30,000-$35,000, inventory valued at approximately $100,000 (additional). Goodwill, fixtures, features, and equipment included in the sale. A strong opportunity to acquire a well-located, fully equipped tobacco business in a high-traffic downtown setting. Gross monthly rental amount of $3,300.

1621 Saint Johns Avenue, Highland Park

480 Elm Place, Highland Park
$3,000,000
12512041 MLS ⋅ ACTIVE Status
Available for sale is a 22,727 square foot two-story medical office building in HIghland Park, IL. The property consists of 18 office suites and has multiple long-term tenants. Situated near the corner of Elm Place and St. Johns Avenue in vibrant downtown area, this property benefits from its location just a block away from the the Metra Train Station and public transportation. Additional parking is available from the easement with the adjacent lot to the south. Area features significant barriers to entry, with few available sites for purchase Highland Park is an affluent suburb located in approximately 25 miles north of Chicago in the North Shore. The city has a vibrant downtown with shopping, restaurants and more.

480 Elm Place, Highland Park

2648-2666 Waukegan Avenue, Highland Park
$3,750,000
12320966 MLS ⋅ ACTIVE Status
Unique Masonry Commercial mixed use, Retail, Office buildings in Highland Park, Extremely rare offering here, 3 Buildings at 2666,2652,2648 Waukegan, in Highland park IL B1-A Zoning, One Auto and Truck repair facility at 2666 Waukegan, Ceiling height of approx. 16FT 4 DID's, Triple catch basins,4959 SQ FT. One Story office Flex warehouse auto body repair building at 2652, Ceiling height 13 FT, 2 DID's, 3, 000 SQ FT and the 2 story mixed use building at 2648 Waukegan 2 DID's, 4608 SQ FT , Upstairs unit is a 3 Bedroom 1 Bath Apartment, and the rear storage yard, - 16,782 SQ FT Prime Location, excellent Exposure Right at the Entrance to the Highwood shopping and entertainment district, The buildings sit between Bloom street and Highwood Ave, 5,500 Cars pass this location a Day On Waukegan Rd (VPD) Full fire alarm Full sprinkler System, Lot Dimensions are 315.04X200105X370X30X570 3 curb cuts on Waukegan road, 200 sq ft OF Frontage on Waukegan, The Buildings have a Great signage area, classic facade, 200 Amp electric, High security Entrance doors, and cameras. The Combined building square footage IS 12,567 FT and the combined Landsite Square footage is 39,232 SQ FT. The property presents the unique opportunity to acquire stand-alone Commercial buildings in Highland Park. Great demographics. Ideal for a variety of commercial uses, Possible Redevelopment to Multifamily or Commercial Mixed use with Zoning Change, Owner user or Investment, Office or professional use, Atty, Architect Accountant, Medical, Podiatrist, Physiatrist, real estate, Mortgage, insurance Possible contractor Use, retail, School, Surrounding Area companies and business include. La Michoacana Bella, Miramar Bistro, Greenwood American Kitchen & Bar, SLYCE Coal Fired Pizza Company, Del Rio Restaurant, Walgreens, La Casa de Isaac Restaurant Longitud315,. Near the Highland Park Metra train stop, and the Highwood Metra train stop, Bus, Close access to area highways, Route 41 and 94 Pin numbers are - 16154140110000 for 2666 Waukegan and 1614311005-0000 for 2652 Waukegan And 16143110060000 for 2648 Waukegan Rear storage lot pin numbers - 1615400001 - 1614300004 Do not bother tenant, Call Listing broker for all showings PLEASE NOTE - OWNER IS NEGOTIABLE ON PRICE AND WILL LOOK AT ALL OFFERS WITHIN REASON.

2648-2666 Waukegan Avenue, Highland Park

660 La Salle Place, Highland Park
$3,900,000
12283503 MLS ⋅ ACTIVE Status
For sale 660 LaSalle place, masonry mixed use loft building in Highland park, Building is 20,301 sq ft, 17,566 sq ft, of land, completely rehabbed, The Zoning is RM1; Current available units measure from 2209 sq ft to 4650 sq ft, open space/units feature exposed brick walls, high end finishes, high ceilings with hardwood oak floors or carpet, very bright, modern lighting, skylights, Wi-Fi access, units typically include kitchen, bathrooms and foyer, office units have privately controlled HVAC, and 24 access, open floor plans for some units an excellent and very rare transit oriented redevelopment opportunity. Building can be left as a loft office building or redeveloped into an apt bldg. or repurposed into high ceiling condos, Parking for 20 cars, building is located walking distance to downtown highland park, shopping, restaurants, parking, Metra train stop. Do not Bother tenants, Call listing broker for showing, 660 Lasalle Parking lot Pin next door 1626201001

660 La Salle Place, Highland Park



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