Highland Park Homes for Sale

Highland Park Homes for Sale

Welcome to Highland Park, a charming city located in Lake County, Illinois. Known for its beautiful tree-lined streets, historic architecture, and vibrant community, Highland Park offers a perfect blend of small-town charm and modern amenities.

With a diverse selection of homes for sale, Highland Park has something to offer for everyone. Whether you're looking for a cozy bungalow, a spacious family home, or a luxurious estate, you'll find the perfect property to suit your needs in this picturesque city.

Highland Park is not only a great place to live but also offers a range of recreational activities for residents to enjoy. From the stunning Lake Michigan shoreline to the numerous parks and nature reserves, outdoor enthusiasts will find plenty of opportunities to explore and stay active.

In addition to its natural beauty, Highland Park boasts a thriving downtown area filled with boutique shops, gourmet restaurants, and cultural attractions. Residents can enjoy shopping, dining, and entertainment just steps away from their front door.

If you're looking for a place to call home that offers a high quality of life and a strong sense of community, look no further than Highland Park. Discover the beauty and charm of this lovely city and find your dream home in one of Lake County's most desirable locations.

Newest Highland Park Homes for Sale

$393,000
2 Beds ⋅ 1 Baths ⋅ 12756090 MLS ⋅ NEW Status
Alright, thrill-seekers and fearless renovators-here's a unique opportunity on prime Linden Avenue in East Highland Park. This charming 1920s two-bedroom, one-bath cottage has certainly been through its share of challenges. After years of difficult tenants and other issues, the property was cleared out and underwent a rehabilitation in 2024. While some improvements have been completed, the home still has some renovation wishlist, including a new roof, kitchen and bath glow-up, flooring repairs, paint throughout, new decks front and back, French drains, plus full attic and roofing restoration. Priced to reflect the truth, sold strictly as-is. Perfect for the FHA Limited 203(k) program - roll up to $75,000 of those fixes right into your mortgage. Ten-minute walk to town, fifteen to the lake, great schools, quarter-acre lot. Highland Park living, just with... character. Showings by appointment only. All showings require buyer verification and prequalification before access is granted. Door code provided only to verified, serious buyers only.

1458 Linden Avenue, Highland Park
$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 ⋅ 3 Baths ⋅ 12748876 MLS ⋅ NEW Status
Welcome to this beautifully updated and spacious 5 bedroom home in coveted Braeside. Move in ready this home features a 2 story foyer which opens to a bright interior filled with natural light. Open floor plan and hardwood floors. The main floor offers a separate dining room perfect for entertaining or everyday dining and a large living room with a picture window. The kitchen with granite, stainless appliances,and eat-in area opens to the family room featuring a fire place.The Primary suite features a large walk-in closet, an en-suite bath with a separate shower.. There are 3 additional upstairs bedrooms with large closets. Hall bath has double sinks. 5th bedroom off the family room is perfect for home office or studio.Laundry room is right off the kitchen. Large unfinished dry basement offers additional storage.2 car attached garage. The beautifully landscaped resort like backyard with a large deck is spectacular and perfecter entertaining. Location! Location! Close to Ravinia Festival and Botanic Gardens. Easy access to the Edens, Sheridan Road and 94.Close to metro train.

358 Hastings Avenue, 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
$750,000
2 Beds ⋅ 4 Baths ⋅ 12750368 MLS ⋅ NEW Status

972 Coventry Lane, 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
$3,900,000
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
$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
$2,500,000
5 Beds ⋅ 4 Baths ⋅ 12737545 MLS ⋅ ACTIVE Status
Completely rebuilt and reimagined in 2021, this stunning 5-bedroom, 4-bath home offers an exceptional open-concept floor plan with high-end finishes throughout. Every major component including the roof, windows, plumbing, mechanicals, flooring, cabinetry, millwork, and appliances is just five years old, providing the feel of new construction. Designed for easy living, the home lives like a ranch with the exception of the family room, recreation room, and garage are located on the lower level. Dual mudrooms and laundry areas on both levels add everyday convenience. Set on a picturesque ravine across from Rosewood Beach on a quiet dead-end street, this exceptional home is ideally located in Highland Park's highly sought-after Ravinia neighborhood.

89 Cary Avenue, 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
$625,000
3 Beds ⋅ 2 Baths ⋅ 12737978 MLS ⋅ ACTIVE Status
Ravinia! Completey updated & renovated in 2016! Features a bright and open floor plan! Beautiful New kitchen with great cabinet space, granite countertops, stainless appliances and center island with cool built-in fireplace! All New in 2016: New Kitchen, New Bathrooms, Windows, HVAC, Copper Water Piping, PVC plumbing, 200 Amp Electrical Panel, New Washer & Dryer, New Roof, and more. Solar panels also were installed in 2020 - fantastic with today's ever increasing utility bills. The main level features an open kitchen, dining, and family room space. Upstairs are 3 bedrooms and a full bathroom. The walk-out lower level features a spacious recreation room, full bathroom, laundry/Utility room and a crawl space with concrete floor. Beautifully & Professionally landscaped yard! Great walk to everywhere Ravinia location: Rosewood Beach, Farmer's Truck Wednesdays, Food Truck Thursdays, Green Bay Trail, Schools, Shops & Restaurants, Ravinia Festival, Chicago Botanic Garden and More! Just move right in and enjoy!!

475 Burton Avenue, Highland Park
$1,599,000
4 Beds ⋅ 5 Baths ⋅ 12735318 MLS ⋅ ACTIVE Status
Exceptional location between Braeside and Ravinia! Don't be fooled from the outside-this meticulously maintained home offers nearly 4,500 square feet of beautifully designed living space filled with timeless character. A major 2001 renovation reconfigured the first floor while updating the electrical and plumbing, installing Marvin windows, attaching the 2-car garage, and adding a stunning conservatory. Rich millwork, classic paneling, and three brick fireplaces add warmth and charm throughout. The spacious living room, family room, and conservatory provide outstanding spaces for entertaining and everyday living. The flexible floor plan features 5 bedrooms, including one in the finished basement. The second floor offers a spacious primary suite, two additional bedrooms, and a full bath, while the third floor includes another bedroom, bonus room, and full bath. The finished basement boasts a large recreation room, bedroom/office or exercise room, full bath, laundry with kitchenette, and abundant storage. New roof installed last year. and exterior painted this year. Enjoy the beautiful yard with mature trees and two inviting patios. Ideally located near Rosewood Beach, Ravinia Festival, the Ravinia Business District, North Shore Trail, Braeside School, and the Metra station.

251 Oakland Drive, Highland Park
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