Search Highland Park Homes for Sale

Homes for Sale in Highland Park: Luxury Living on Chicago’s North Shore

Nestled along the picturesque shores of Lake Michigan, Highland Park is one of Chicago’s most sought-after suburbs, known for its beautiful homes, affluent community, and top-rated schools. This historic suburb offers a diverse selection of real estate, including sprawling estates, ranch-style homes, and modern condos. With its beautiful lakefront, vibrant downtown area, and proximity to Chicago, Highland Park provides a serene yet convenient suburban lifestyle.

Why Buy in Highland Park?

Highland Park is renowned for its natural beauty, with expansive parks, ravines, and nature trails. Residents enjoy access to Lake Michigan beaches and the Chicago Botanic Garden, as well as cultural landmarks like Ravinia Festival, the oldest outdoor music festival in the country. The downtown area is bustling with boutiques, restaurants, and cafes, providing a charming shopping and dining experience.

Highland Park also offers excellent schools, making it an ideal choice for families. With access to major highways like US-41 and I-94, as well as Metra train service, commuting to Chicago or other North Shore suburbs is quick and easy. Whether you're looking for a peaceful retreat or proximity to urban amenities, Highland Park provides the perfect balance of luxury, convenience, and community.

Types of Homes for Sale in Highland Park

  • Single-Family Homes: Highland Park offers an impressive selection of single-family homes, ranging from classic colonial estates to modern luxury residences. Many properties are set on large lots with beautifully landscaped gardens, providing privacy and tranquility.
  • Ranch Homes: For buyers seeking single-level living, Highland Park features numerous ranch-style homes. These properties are popular among retirees, families, and anyone looking for a spacious home with a convenient layout. Ranch homes in Highland Park often include open floor plans, large yards, and proximity to the area’s parks and beaches.
  • Condos and Townhomes: Highland Park offers a variety of condos and townhomes, providing low-maintenance living with modern amenities. These properties are ideal for professionals, first-time buyers, and downsizers who want to enjoy a convenient suburban lifestyle. Many condos and townhomes are located near downtown, offering easy access to shopping, dining, and public transportation.
  • New Construction Homes: Highland Park continues to see growth in new construction developments. These homes offer contemporary designs, energy-efficient features, and high-end finishes, perfect for those looking for a modern home in this historic suburb.

Living in Highland Park: Nature, Culture, and Community

Highland Park is a nature lover's paradise, offering easy access to Lake Michigan, miles of hiking trails, and beautiful parks. Residents can enjoy a day at the beach, explore the stunning ravines, or relax at one of the many community parks, such as Rosewood Beach or Heller Nature Center.

Culturally, Highland Park is a vibrant community, home to Ravinia Festival, where residents can enjoy live music performances under the stars. The downtown area is a hub for dining and shopping, with a variety of restaurants, boutiques, and galleries. With excellent schools, a safe community, and a range of recreational activities, Highland Park is an ideal location for families, retirees, and anyone seeking a suburban oasis with city access.

Explore Nearby Communities

  • Deerfield: Located just west of Highland Park, Deerfield is known for its family-friendly atmosphere, excellent schools, and beautiful parks. The village offers a range of housing options, from spacious single-family homes to modern condos.
  • Glencoe: Nestled along Lake Michigan to the north of Highland Park, Glencoe offers luxury homes, a charming downtown, and a strong sense of community. With its own lakefront beaches and proximity to the Chicago Botanic Garden, Glencoe is a nature lover’s paradise.
  • Northbrook: West of Highland Park, Northbrook is a thriving suburb with a bustling downtown, great shopping options, and highly-rated schools. The village offers a mix of housing options, including single-family homes, townhomes, and condos.
  • Lake Forest: To the north of Highland Park, Lake Forest is known for its expansive estates, prestigious schools, and lakefront living. The community offers luxury homes, picturesque parks, and historic charm, making it one of the most desirable suburbs on the North Shore.
  • Highwood: Adjacent to Highland Park, Highwood offers a vibrant downtown with a variety of restaurants and events, including the popular summer farmers' market. This small community has a mix of historic homes and new construction.

Start Your Home Search in Highland Park Today

Whether you're looking for a luxury estate, a ranch-style home, or a modern condo, Highland Park offers an array of housing options that cater to different lifestyles. With its beautiful lakefront setting, top-rated schools, and vibrant community, Highland Park continues to be one of the most desirable suburbs on Chicago's North Shore. Start your home search in Highland Park today and discover why so many people love to call this area home.

  • Braeside: Known for its luxury homes and proximity to Ravinia Festival, Braeside offers elegant homes on spacious lots near public transit and green spaces.
  • Hybernia: A newer community featuring modern, upscale homes with access to walking trails, ponds, and natural landscapes.
  • Highlands: Located near downtown Highland Park, this area includes a mix of historic homes and newer properties, providing easy access to shops and schools.
  • Sherwood Forest: A charming neighborhood offering ranch homes, historic properties, and newer constructions in a peaceful, tree-lined setting.
  • Fort Sheridan: A unique lakefront community that features historic homes, townhomes, and stunning views of Lake Michigan, along with easy access to hiking trails.
  • New Construction in Highland Park: Highland Park offers new developments with modern, energy-efficient homes that combine contemporary design with luxurious finishes.

Latest Highland Park Homes for Sale

$2,799,000
6 Beds 9 Baths 12754915 MLS NEW 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

$899,000
5 Beds 4 Baths 12743833 MLS NEW Status
Classic Dutch Colonial elegance meets thoughtful modern updates in this exceptional Ravinia home. Built with the character and craftsmanship of the 1930's, this 5-bedroom, 3.1-bath home has been carefully and thoughtfully refreshed while retaining its timeless charm. The welcoming and bright main level offers a spacious living room with limestone fireplace, sophisticated cook's kitchen, formal dining room and screened in porch allowing for comfortable living and entertaining spaces. The first floor bedroom/office offers great versatility and the mudroom provides convenient access to the attached garage and grounds. Four generously sized bedrooms occupy the second floor, each offering excellent closet space and hardwood flooring. The primary bedroom has private access to a bathroom and the remaining three bedrooms share the updated hall bathroom with heated floors. The finished lower level provides additional flexibility with a large recreation room, office/bonus room, full bath, laundry room and loads of storage. Enjoy watching magnificent sunsets from the wraparound screened porch, deck or serene backyard where the beautifully landscaped setting provides a private backdrop. In front, the circular driveway adds convenience and showcases the stunning and classic curb appeal of this spectacular home. All of this is ideally situated in the heart of Ravinia, close to the Metra, restaurants, shopping, parks, and the renowned Ravinia Music Festival.

650 Green Bay Road, Highland Park

$1,195,000
3 Beds 3 Baths 12751434 MLS ACTIVE Status
Welcome to 723 De Tamble Avenue, a classic all-brick Colonial set on an expansive, professionally landscaped lot in desirable East Highland Park. Entirely renovated in the last two years, this sun-filled home seamlessly blends timeless character with modern updates and an open, inviting floor plan. The foyer welcomes you into a spacious living room with a gas fireplace, while the open-concept kitchen and family room serve as the heart of the home. A wall of windows fills the space with natural light, and a second gas fireplace creates a warm and comfortable gathering area. The beautifully renovated kitchen features rich blue cabinetry, quartz countertops, all-new appliances and a generous eat-in area with built in seating nook. A large formal dining room provides the perfect setting for entertaining. Upstairs, discover three generously sized bedrooms, including a serene primary suite with a separate dressing area and a completely renovated private bath featuring a luxurious steam shower. Newly added hardwood flooring and abundant closet space complete the upper level. All remodeled baths and the powder room was moved to allow the Kitchen to open to the Family Rm. The main level is all newly refinished hardwood. Additional highlights include a convenient customized first-floor laundry room and a partially finished lower level with a versatile bonus room. Outside, enjoy a private, fully fenced yard surrounded by mature landscaping. Major improvements include a new roof, many newer mechanicals and a lawn sprinkler system. Feels like new! Ideally located just minutes from downtown Highland Park, and all that it has to offer, this beautifully updated home is ready to enjoy. Welcome home!

723 Detamble Avenue, Highland Park

$170,000
2 Beds 2 Baths 12747306 MLS ACTIVE Status
Affordable Senior Housing in Highland Park! Two-bedroom, two-bath unit in an award-winning elevator building for seniors 62 +. Park views from all windows and engineered wood floors in living areas and both bedrooms. Foyer has coat closet. Kitchen has light-wood cabinetry and white appliances, including a refrigerator, gas range/oven, microwave and dishwasher. Both bathrooms have white fixtures and ceramic tiles. The primary bath has a walk-in shower with grab bars. The second bath has a walk-in tub with a seat. There is an in-unit laundry closet with a washer and dryer. Garage/parking space and storage locker are included. The garage space is available on a rotating basis. Each owner has access to one garage space for most of the year but must park in the adjacent exterior lot for one month, twice per year. Monthly assessment includes heat, water, gas and basic cable, as well as numerous common area amenities: exercise room, party room, library, conference rooms, landscaped terrace and roof-top deck. The building is proximate to Highland Park shopping, restaurants, movie theater, train station, post office and community events. The Senior Connector bus is available to transport seniors to locations around Highland Park. This is affordable housing for seniors and at least one resident of a unit must be 62 years of age or older. No rentals are allowed. Income and asset limits apply. Interested buyers are required to complete an application and submit supporting documentation to Community Partners for Affordable Housing (CPAH). The application is available under Additional Information. Unit 219 has an income limit of 115% of the Area Median Income (AMI) which is approximately $97,822, for a household of 1 and $111,838, for a household of 2. The asset limit is approximately $85,063, for a household of 1 and $97,250, for a household of 2. Assets are measured after closing on the purchase of a unit. Assets held in retirement accounts (e.g., 401k, 403b and IRA) are not included in the limits.

891 Central Avenue Unit #219, Highland Park

$1,675,000
5 Beds 9 Baths 12746465 MLS ACTIVE Status
Surrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home offers water views and privacy seldom experienced. ***New Roof, Gutters, and Patio - 2020***New Exterior Paint - 2023***Kitchen Renovation - 2018***New Dishwasher - 2021***New Disposal - 2025***New Marble and Hardwood Flooring***Closets Professionally Organized - 2021***Whole House Generator - 2018***New Basement Egress Windows - 2023***A dramatic 2 story, marble floored foyer welcomes you and flows effortlessly to an open floor plan with a gorgeous volume ceiling great room with floor to ceiling windows that flood the residence with loads of natural light! Recently updated, this home offers 6 Bedrooms (including a first floor primary suite AND a first floor guest suite that includes a dedicated guest bath) 6 full and 3 half baths, and a full basement which treats you to a spa room that rivals your most favored paid luxury spa experience. The attached garage offers parking for 3 cars (plus a lift to accommodate an additional 4th vehicle) and incredible additional storage. Additional updates include ***2018 whole house generator, ***new within 3 years HVAC, new water heaters, ***2018 flooring and new interior paint, 2021 professionally organized closets, 2018 incredible chef's kitchen with sub-zero fridge, wolf range, wine/bev cooler, and much more...while invaluable upgrades include wine cellar, theatre room, professional fitness room, 4 zone heating and cooling, security, irrigation, professional car lift in the garage...simply A+++. Step out to your gorgeous patio outdoor space which includes a gazebo complete with grilling station for your outdoor entertainment. You will feel like you are miles away from everything...and yet be only minutes away from everything that downtown Highland Park has to offer. Award winning schools and easy access to attractions like Lake Michigan beaches, Ravinia Park, Chicago Botanical Gardens, and so much more! This home is an absolute MUST SEE!

1745 Sundrop Circle, Highland Park

$740,000
3 Beds 2 Baths 12743730 MLS ACTIVE Status
Enjoy the comfort and style of this beautifully renovated 4-bedroom, 2-bath home, ideally situated on a quiet, dead-end street lined with mature trees and just two blocks from Woodridge Park. Thoughtfully redesigned with an open-concept floor plan, the home combines modern finishes with inviting living spaces designed for both everyday living and entertaining. The bright and spacious first floor features new wide-plank white oak flooring, new windows and doors, and designer finishes throughout. The beautifully designed kitchen showcases custom European-style cabinetry, Lumataj quartz countertops, a generous center island, and new refrigerator/freezer, oven, range, and dishwasher. Beautifully designed bathrooms and custom closets add to the home's sophisticated, move-in-ready appeal. The expansive finished lower level provides exceptional additional living space, with a large recreation and entertaining area featuring a bar, a separate play area, an additional bedroom, a full bath, and laundry facilities. Outside, enjoy the large, wooded backyard and brand-new patio-an ideal setting for outdoor dining, entertaining, or simply relaxing. Additional improvements include a new high-efficiency furnace, central air-conditioning, washer, dryer, and French drains. The location is equally impressive. Woodridge Park is just a two-minute walk away, offering basketball and tennis courts, a playground, and an open play field. Red Oak Elementary School and the newly constructed West Ridge Community Center are also within walking distance. Convenient access to Route 41 and the Edens Expressway makes commuting easy, while nearby shopping and services along the Skokie Road corridor are just minutes away. Enjoy everything Highland Park has to offer, including the Ravinia Festival, Rosewood Beach, Hidden Creek AquaPark, local golf courses, parks, restaurants, shopping, and vibrant downtown Highland Park - all just minutes from home.

263 Barberry Road, Highland Park

$1,350,000
4 Beds 4 Baths 12730887 MLS ACTIVE Status
A rare opportunity to own a recognized piece of Highland Park architectural history. A locally Landmarked property, the Reisler-Feingold House was designed by noted architect Arthur Dennis Stevens, a protege of Frank Lloyd Wright, with a landscape by distinguished landscape architect Steven Christy. Together, house and grounds create an exceptional Mid-Century Modern setting on nearly 0.84 acres. Thoughtfully renovated in 2017, this four-bedroom, three-and-one-half-bath Split Level residence pairs architectural significance with modern comfort. Extensive improvements-including updated electrical, plumbing and HVAC systems, underfloor heating, new bathrooms, flooring and finishes-were carefully executed while respecting the integrity of the original design. A new patio enhances indoor-outdoor living, and the roof was replaced in 2014. Strong horizontal lines, expansive glass and abundant natural light define the home, framing the landscape through every season. Warm natural materials and beautifully proportioned spaces create an atmosphere that feels intimate, inviting and unmistakably connected to its surroundings. Outside, the landscape is integral to the architecture, providing privacy, beauty and a remarkable sense of retreat. What truly sets the house apart is its rare combination of provenance and livability. This is not a museum or a restoration project waiting to happen. It is an important Mid-Century Modern home, carefully brought forward for contemporary living, ready to move in and enjoy. Architecturally significant. Historically recognized. Beautifully livable. For the buyer who values design, craftsmanship and authenticity, 1120 Ridgewood Drive is a rare opportunity to become the next steward of one of Highland Park's distinctive homes.

1120 Ridgewood Drive, Highland Park

$679,000
4 Beds 3 Baths 12644189 MLS ACTIVE Status
Move-in ready, beautifully refreshed and spacious home now ready for new owners. From inviting foyer, enter large living room featuring dramatic, high vaulted ceilings, hardwood parquet floors and raised gallery area. West-facing windows dressed in Hunter Douglas Silhouette blinds let the sunshine in, brightening every day. Just a few steps up, hardwood floors with artist-painted edge extend from lovely dining room to bright kitchen, both overlooking large, fenced yard. Gourmet kitchen appointed with double ovens, stainless steel refrigerator/freezer, five burner gas cooktop, white full-height cabinetry and white countertops with custom backsplash. Generous eating area adorned with bay window offers table space with pretty backyard views. Eating area also open to ground-level family room with fireplace. Sliding doors lead to adjacent three-season sunroom, such a nice way to enjoy your fully fenced yard. Newly refurbished, roomy two-car attached, heated garage has plenty of extra space, great storage shelving plus additional freezer. From garage, enter mudroom/laundry room with brand new luxury vinyl tile flooring. Updated powder room custom-painted by local artist Sheila Wolfson. Upstairs, you'll find four nice-sized bedrooms and two updated full baths. Primary suite features two closets and large bath with updated vanity and double sinks. Ceiling fans in all bedrooms. Finished sub-basement offers additional rec-room, great hang-out space with abundant storage. Many mechanicals updated in 2023. Windows and roof replaced approximately 15 years ago. Interior has just been freshly painted throughout, with new flooring in main floor laundry/mudroom, sub-basement and upstairs stairway and hallway. Landscape recently improved to enhance the pretty curb appeal of this bright and spacious home. Enjoy life in award-winning school district, easy walking distance to phenomenal new West Ridge Center and neighborhood parks. This well-cared for home is being offered "as-is". What a great move!

815 Barberry Road, Highland Park

$1,750,000
6 Beds 5 Baths 12735339 MLS ACTIVE Status
This exceptional Highland Park residence offers nearly 5,300 square feet of impeccably designed living space, including a beautifully finished lower level, on an expansive lot just shy of an acre. Featuring 6 bedrooms and 4.5 baths across three finished levels, the home blends timeless elegance with modern sophistication. Sun-drenched interiors showcase wide-plank hardwood flooring, designer finishes, and seamless living and entertaining spaces. The chef's kitchen is outfitted with premium Bosch and Fisher & Paykel appliances, custom cabinetry, Taj Mahal quartzite countertops, and an expansive built-out pantry, flowing effortlessly into gracious gathering areas. A rare and highly desirable feature, the home offers two luxurious primary suites-one on the main level and one on the second floor-providing incredible flexibility for multigenerational living or the convenience of ranch-style living with a first-floor primary retreat. Designed for both everyday comfort and entertaining, the home also features a beautiful sunroom overlooking the backyard and an impressive 600-square-foot deck, creating the perfect setting for indoor-outdoor living and large-scale gatherings. Generously sized secondary bedrooms, spa-inspired baths, and a cozy lower level complete the home. With nearly every element thoughtfully updated-including the roof, windows, deck, balcony, mechanicals, landscaping, and more-this residence offers the feel of new construction in an exceptional Highland Park location within the sought-after Sherwood, Edgewood, and Highland Park High School districts.

1848 Balsam Road, Highland Park

$595,000
2 Beds 2 Baths 12733411 MLS ACTIVE Status
Move right into this quality updated, solid built brick ranch. A fabulous one story alternative to condo/townhouse living set on a third of an acre, located in a private subdivision near Sunset Valley golf course and Highland Park's Hidden Creek Aqua Park. Two bedrooms and two newer bathrooms offer private spaces to the wide-open floor plan which is wonderful for entertaining. Front entrance opens to large living room with fireplace and flows into the open concept kitchen/dining and family room area, creating wide open light and bright living spaces. The kitchen has vaulted ceiling and skylights and is updated with 36", 6-burner Wolf range, Bosch dishwasher and refrigerator. Newer cabinets with custom millwork and granite counters. French doors open to a nicely appointed, step-down Florida room/ sun-room enclosed, has a pot belly gas heater and could be turned into a third bedroom. Inviting patio opens to professionally landscaped private yard, perfect for your summer parties. Delight in working in your private studio space in a small converted shed building in the back of the yard that has been updated for your personal use. Two and a half car garage with plenty of space for cars, storage and work area. Hardwood floors, copper plumbing, newer electric panel complete and upgraded lighting are the many features of the house which include a fireplace, two newer bathrooms, 2020 repaved driveway, and newly repainted exterior house. Minutes to downtown Highland Park and access to Highway 41.

1353 Golf 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

$549,000
3 Beds 2 Baths 12705272 MLS PRICE CHANGE Status
Welcome to 1746 Richfield Ave! a home that perfectly balances a bright, airy flow with over 2,200 sq feet of thoughtful and functional spaces throughout. This 3 Bedroom, 2 Bath Tri-level residence greets you with an abundance of natural light streaming through expansive windows, highlighting the rich hardwood floors that run throughout the home. The heart of the house is an open-concept main level, where the updated Kitchen flows effortlessly into the Dining Area and Living Room. It's a layout designed for modern living, keeping everyone connected whether you're prepping a meal or relaxing at the end of the day. The 2nd floor features 3 generous sized Bedrooms and a full Bath. The Lower Level offers a spacious Family Room along with a versatile bonus room-ideal for a dedicated home Office or Bedroom #4 and a full Bathroom. Step outside to discover an exterior designed for enjoyment and relaxation. The brick paver patio, located right off the Kitchen, serves as a natural extension of the living space and is the perfect spot for al fresco entertaining and dining. The expansive fenced yard provides plenty of room to roam, complete with a storage shed and a dedicated area with a fire pit and pergola. Perfectly situated between Highland Park and Deerfield, this location offers the best of both worlds. You'll enjoy quick access to a variety of shopping and dining options, with convenient highway entry nearby for an easy commute. Residents also benefit from a choice of high schools. Combining a great layout with incredible outdoor amenities, this home is ready for its next chapter!

1746 Richfield Avenue, 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

$4,995,000
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

$873,500
4 Beds 2 Baths 12699488 MLS ACTIVE Status
A welcoming brick paver walkway leads to a large covered front porch with a hanging porch swing, setting the tone for the warmth and charm you'll find once you step inside this home. This beautifully maintained brick home combines timeless character with modern updates, all situated on an expansive 50' x 220' professionally landscaped, fenced lot, expansive brick paver patio, and a two-car, recently structurally redone detached garage. The interior features hardwood floors, solid oak doors, 9' ceilings, and elegant molding throughout. The thoughtfully designed main level offers an inviting flow, beginning with a spacious living room featuring a cozy fireplace. A dedicated first-floor office provides the perfect work-from-home space, while the separate dining room serves as the heart of the home for gatherings and entertaining. The large eat-in kitchen offers abundant cabinetry, plenty of counter space, a breakfast bar with seating for 3-4, and additional table space. It opens seamlessly to the bright first-floor family room, which has a large window facing the gorgeous yard, creating an ideal layout for everyday living. A full bath is located on the main level. The second floor includes three generously sized bedrooms and a second full bathroom with a walk-in closet. The third floor provides a private fourth bedroom with an adjoining sitting area, making it an excellent retreat for guests, extended family, or a live-in arrangement. The basement is divided into two functional spaces. One side is finished, perfect for a play area, craft room, or a second office, the laundry area, and a convenient toilet-only bathroom. The unfinished portion offers a utility room and excellent storage space. With its classic architectural details, generous living areas, and a convenient location close to shopping, dining, downtown amenities, and commuter rail service, this home is ready to welcome its next owners to add their own personal touch. Improvements include a rehabbed, like-new 2-car garage, a new water heater, washer/dryer, front stoop and hand railings, new windows in the attic, new access to the sewer outflow, and a French drain. Installed a catch basin in the backyard, 2 branch drains, and south-facing downspouts tied to the outflow to the city system. Extensive landscaping throughout. Please note that the fireplace is in "as is" condition. HVAC in "as is " condition. Floor plans provided under "Additional Info".

1538 Oakwood Avenue, Highland Park

$1,150,000
5 Beds 6 Baths 12693363 MLS ACTIVE Status
Nestled on a private property this residence stands as a testament to sophisticated design and timeless elegance. This custom-built residence is poised on a lush, wooded lot, offering a serene backdrop that feels worlds away while remaining moments from the very best of North Shore living. Spanning three finished levels of meticulously curated space, the home features five expansive bedrooms and four full and-two-half baths. The interior architecture is defined by a sense of scale and grace, perfectly suited for both grand-scale entertaining and quiet, private moments. The flow is perfect on the 1st level with a private office and a flexible bedroom/ 2nd office with half baths nearby. A bright Kitchen overlooks the yard and patio and features an island with a large eat-in area. At the heart of the home, the primary suite serves as a true sanctuary, offering generous proportions and a refined atmosphere for relaxation. The lower level is a destination unto itself. Fully finished and designed for wellness and recreation, it boasts a private sauna and steam room-an effortless way to incorporate a spa-like lifestyle into your daily routine. Beyond the property lines, the lifestyle afforded by this location is unmatched. Residents enjoy close proximity to the world-class performances at Ravinia Festival and the pristine sands of Rosewood Beach. This address also offers convenient access to highly regarded local educational institutions, including Braeside Elementary, Edgewood Middle School and Highland Park High School.

201 Aspen Lane, 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

$2,599,000
6 Beds 7 Baths 12686426 MLS ACTIVE Status
This Beautiful Home on Over an Acre in the Heart of Highland Park Boasts Soaring Barrel Ceilings over 20' High and 5 Fireplaces. Amazing Home for Entertaining with a Magnificent Great Room, a Banquet-Sized Dining Room with a Butlers Pantry, a Wonderful Screened Porch and a Balcony Overlooking the Backyard- which includes Ravines and a Huge Yard, large enough for a tennis/pickleball court, an outdoor pool and more- Accessed by a Bridge! The Double Island Chefs Kitchen has a Fireplace, Walk-in Pantry, Professional Series Appliances, Dumb-waiter and Way Too Many Features to List! The Main Floor has 3 Bedrooms and 3 1/2 Baths and the Entire 2nd Floor is a Romantic Hideaway Primary Suite with its Own Family Room, Fireplace, Huge Walk-in Closet and Spa-like Bath. There is potential to create a 1st Floor Primary if desired. This Home offers over 8000 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement featuring a 40' Indoor Pool with a Wall of Glass that Open to the Outdoors! 2 Additional Bedrooms and Full Baths, a Massive Workout Room, an Amazing Home Theater, and a Summer Kitchen in the Walkout Basement. 5 Zones of Heat and Air, and a 3+ Car Garage. Located just moments from the Vibrant Shops, Dining, and Cultural Landmarks of Downtown Highland Park, the Metra Train and the Lakefront, this Home offers a Lifestyle of Convenience and Sophisticated Comfort. It's not just a place to live-It's a Place to Thrive. Truly a Must See!

493 Hazel Avenue, Highland Park

$1,095,000
5 Beds 6 Baths 12685702 MLS ACTIVE Status
Move-in ready and expanded center entry colonial 6 bedroom, 5 full bath and 1 half bath home that backs to Centennial Park! First level features hardwood floors throughout, an inviting entry, large dining room perfect for entertaining, formal living room with bay windows that opens to a family room (currently used as an office) with fireplace and sliders to patio/yard. Expansive kitchen features wood cabinetry, granite counters, tumbled stone backsplash, stainless steel appliances and large sunlit eat-in area with vaulted tray ceiling that looks onto yard and park. Huge great room with built-ins and dry bar area leads to 2-car garage with storage room. Second floor features a primary suite with vaulted ceiling, hardwood floors, large walk-in organized closet plus spa-like bath with double sinks, whirlpool tub, large shower and commode closet. Four additional bedrooms all with organized closets and hardwood floors, plus three additional full bathrooms - one en-suite bath and two hall baths - complete this level. Lower level includes recreation room, laundry room, 6th bedroom, full bathroom and plenty of storage. Fully fenced landscaped yard with patio that looks onto Centennial Park. Recent updates include: New roof, exterior siding, gutters & downspouts - 2023; brand new garage door, steel tracks & springs - 2026, new first floor light fixtures - 2026. Ideally located just steps from Danny Cunniff Park and Sleepy Hollow Park, with easy access to tennis courts, pickleball courts, frisbee golf, playgrounds, soccer and baseball fields, Centennial Ice Arena, sledding hill and walking trails.

2925 Parkside Drive, Highland Park

$3,800,000
7 Beds 7 Baths 12662752 MLS ACTIVE Status
Historic lakefront Queen Anne mansion on Lake Michigan! Set on a private 3/4 acre, surrounded on three sides by park, ravine, and Lake, adding "borrowed landscape". Premier location within the "Fort Sheridan" neighborhood of Highland Park, with parks, nearby restaurants, walking trails, beach, and many cultural activities. NuHaus kitchen overlooks Lake. Gorgeous views everywhere. Master Bedroom retreat w/fireplace and 2 balconies, overlooking Lake to East and Ravine to south. Indoor lap pool with ozone treatment (no chlorine), separate HVAC/air filtration system. Pool area has door/large windows to outside, use year-round! First floor bedroom with full bath for guests. Second floor library and additional family room. Newly finished lower level has wine room, play areas, billiards room, and more. Freshly renovated laundry has a dog shower! Meticulously rehabbed with newer mechanical systems, whole house hospital-grade air purification system. Windows were removed, restored, and returned. Large lawn area for play, plus a path to your private overlook for morning coffee. Bluff is owned and maintained by Forest Preserve and is a designated Dark Sky area- see the stars from your bedroom window. 4 car tandem garage. Choice of elementary school. Lake access is via Forest Preserve trail in ravine or Preserve stairs on south side of ravine. The history! Patton lived around the corner, Teddy Roosevelt spent time here. Stroll or bicycle to restaurants from this thriving community with parks, playgrounds, beach, nature trails, and arts. Is your family Musically talented? Midwest Young Artists has classes, concerts, and opportunities for all school ages. Fine Arts are at the Rotblatt & Amrany Fine Art Studio. Outdoorsy? There are so many nearby water and land activities with Forest Preserves and Park District. Families from all over the world have made this vibrant community home. This is the lifestyle you've earned.

34 Logan Loop, 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

$2,699,900
6 Beds 7 Baths 12604911 MLS ACTIVE Status
Stunning Custom Contemporary on Coveted Double Lot in Highland Park designed, built and meticulously maintained by the current owners. This one-of-a-kind home sits on over an acre on a beautiful ravine on one of Highland Park's most sought after streets - just steps from town, top-rated schools, the Lake, parks, and more. With soaring ceilings and expansive open living spaces, the home offers an elegant yet comfortable layout perfect for both everyday living and entertaining. This gourmet cook's kitchen features high-end appliances, abundant cabinetry, a walk-in pantry, and seamless flow into the main living areas, which includes a large open great room/family room off the kitchen and separate dining area with huge walk in closet for all your hosting accessories. Unique shelving niches and art display areas abound. The first-floor primary suite is a private retreat with a spa-inspired bath and a spacious custom walk-in closet. Flexible den/office opportunity perfectly located next to the primary suite and an additional bedroom and a custom built office that can be used as a bedroom round out the first floor. Upstairs, you'll find three generously sized bedrooms, each with direct access to beautifully appointed bathrooms. Off the bedrooms is an expansive open family space perfect for relaxing, reading and playing. The walk-out lower level is a true showstopper - featuring a custom golf simulator room, media/rec space, fitness area, a luxe bath and sauna, and one of the finest indoor basketball and multipurpose sport courts in the area. A professionally landscaped, south-facing backyard offers an in ground hot tub, privacy and room to play, and the attached three-car heated garage adds convenience and comfort year-round. This thoughtfully designed home is a rare and special opportunity in Highland Park - offering abundant space, superior quality, and suburban lifestyle in an unbeatable close to town location.

282 Linden Park Place, Highland Park

$6,750,000
5 Beds 9 Baths 12455514 MLS ACTIVE Status
Located in the coveted Belle Avenue Historic District, this extraordinary estate sits on 2.3 acres of manicured grounds with sweeping lake views. Fully renovated and expanded, the residence blends timeless elegance with modern luxury for a truly one-of-a-kind offering. This five-bedroom, eight full and one half bath home showcases craftsmanship of the highest caliber, including a brick exterior, slate tile roof, extensive millwork, crown moldings, built-ins, hardwood floors, expansive windows, soaring ceilings and graciously scaled rooms. No detail was spared in the complete gut renovation and thoughtful addition that restored and elevated this classic beauty. A welcoming foyer leads to a grand living room, perfect for entertaining, with a limestone fireplace, custom built-ins and a wet bar. The living room opens to a light-filled sunroom with three sets of floor-to-ceiling sliders, seamlessly connecting to multiple outdoor entertaining spaces with endless lake views. A formal dining room with herringbone wood floors, custom wallpaper and a crystal chandelier adjoins to a butler's pantry featuring two wine fridges, custom cabinetry and marble counters. The chef's kitchen is a showstopper, with bespoke inset white wood cabinetry, Quartzite counters, decorative marble backsplash, oversized island with prep sink and seating, professional-grade appliances and a walk-in pantry. A spacious eat-in area has 2 sets of sliders that lead to the bluestone patios. The kitchen opens to a large sunken family room that is a perfect gathering spot for family and friends. Additional highlights of the main level include a sophisticated powder room, mudroom with slate flooring and built-ins, full bath, package receiving room and heated three-car garage. Upstairs, the primary suite is a private sanctuary with a cozy sitting area, custom built-ins, dual walk-in closets and a spa-like marble bath featuring vaulted ceilings, a soaking tub, expansive shower, and breathtaking lake views. Four additional bedrooms each include luxury en-suite baths and walk-in closets with custom built-ins. A second-floor laundry with two washer/dryer sets plus a coffee/bar station on the landing outside the family bedrooms add delightful convenience. The third floor, with its vaulted ceiling and abundant natural light, offers a large bonus room with wet bar, office space, home gym/Pilates studio and full bath. The lower level provides flexible living space with a recreation room, game room, sitting area, guest bath and extensive storage. The outdoor spaces are equally impressive, with bluestone patios, a stone fire pit, built-in bar with seating and pristine landscaping overlooking the ravine and lake. This property combines unmatched craftsmanship, spectacular grounds and iconic lakefront vistas-all within close proximity to the lakefront, schools and town. This is a rare opportunity to own a one-of-a-kind stately residence on a stunning property.

117 Belle Avenue, Highland Park

$1,780,000
6 Beds 6 Baths 12553390 MLS PRICE CHANGE 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

$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

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