Highland Park, IL Homes for Sale with Garage

Simply Stunning, Fully Renovated Home Across From a Beautiful Park Welcome to a truly move-in ready gem-completely updated from top to bottom with thoughtful design, modern style, and exceptional functionality. This beautifully renovated brick home offers 4 total bedrooms, 3 full baths, a finished basement, and an attached 1.5-car garage, all set on a large, thoughtfully landscaped lot directly

Bryce Fuller Baird & Warner

Unique contemporary home in Highland Park's Sherwood Forest Neighborhood, beautifully maintained featuring 4-bedrooms, 4-baths, 4-fireplaces, offering a versatile layout with a 5th bedroom and full bath in the finished basement. Located in the desirable Sherwood Forest neighborhood, combining modern elegance with functional design. The main level features a bedroom and full bath. The expansive

Mark Ahmad Century 21 Circle

Why Would You Want Ordinary When You Can Have Extraordinary! This Stunning and Majestic Brick Home Sits on Over an Acre in the Heart of Highland Park and Features a 40' Indoor Pool with a Wall of Glass that Opens to the Outdoors! Over 8000 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement, It Boasts Barrel Ceilings over 20' High and 5 Fireplaces. The Double Island Chefs Kitchen has a

Janet Borden Compass

Welcome to this Custom Contemporary home, beautifully set on a stunning .75-acre lot with ample table land and breathtaking ravine views. Designed in 1979 by renowned architect Larry Booth, this architectural gem seamlessly blends dramatic design with natural surroundings, highlighted by its sun-filled two-story spaces and stucco exterior. Inside, you'll find an open, spacious floor plan with

Debbie Scully @properties Christie's International Real Estate

Introducing an exceptional lakefront residence on one of Highland Park's most coveted private lanes. Set on a masterfully landscaped 1.85-acre parcel, 2441 Woodbridge Lane offers a rare combination of privacy, scale, and sophistication-backed by unobstructed, panoramic views of Lake Michigan. This architecturally striking, contemporary home spans approximately 10,000 square feet and has been

Patrick Milhaupt Jameson Sotheby's International Realty

Magnificent CHARM and CHARACTER in this updated Braeside home. Gorgeous re-modeled kitchen with custom cabinets, stainless steel professional appliances, white marble counter tops and quaint built in seating area. Year round sun room that you won't want to leave, lots of windows in this cheerful bright room. Grand living room off sun room that also hosts large windows and wonderful natural light.

Ted Pickus @properties Christie's International Real Estate

Delightful, move-in ready condo has been totally updated with new kitchen, all new SS appliances, quartz countertops, recessed lighting, new flooring, new carpeting, new electrical, new track lighting to highlight wood burning fireplace, elegant new blinds on double sliders to west facing balcony with new flooring! Bedroom also has new blinds, new carpet, and walk-in closet. Enjoy the new,

Julie McWilliams Berkshire Hathaway HomeServices Chicago

This extraordinary lakefront residence is the ultimate blend of luxury, comfort, breathtaking views and private beach. This sophisticated contemporary home boasts 9,749 square feet above-grade and an additional 4,434 square feet of finished lower-level space, all of which has been thoughtfully redesigned during a comprehensive renovation from 2006 to 2008. Every aspect of this dream property was

Erin Smith @properties Christie's International Real Estate

Charming brick bungalow sitting on almost an acre of lush, wooded private property in the Northshore acres neighborhood. Home features 3 Bedrooms, 3 full Baths with the master BR having its own master BT. Hardwood floors and newer appliances throughout. Large unfinished basement. Oversized 2+ car detached garage with large driveway. Paved brick patio and walkway, new roof 2024.

Rony Khezeran American International Realty

**A rare opportunity to own this magnificent, one-owner stone and brick masterpiece. Nestled on a spectacularly landscaped 1.5 acres with breathtaking views of a serene prairie and a private walking path just steps from your door, this stunning modern-updated estate spans an impressive 9,600 square feet. Elegantly designed to live like a ranch while offering expansive spaces for effortless

Dina Lissner Nanberg Baird & Warner

Beautifully Renovated Home Ready to Move In! Completely rebuilt, this stunning home sits on a large, fully fenced lot. The modern kitchen boasts an island, custom cabinets, granite countertops, and all stainless-steel appliances. The cozy family room features a fireplace, and the brand-new four-season room with skylights provides a bright, inviting space. Upstairs, you'll find four generously

Sergey Ognev Citiland Real Estate Inc

Beautifully renovated 2BR/2BA condo in a boutique, pet-friendly 12-unit elevator building, steps from Sunset Valley Golf Club. Features include bamboo floors throughout, tastefully remodeled kitchen and marble baths with designer finishes, in-unit laundry, and an abundance of storage space including a large same-floor storage unit. The light-filled layout offers spacious rooms, a new private

Janet Borden Compass

This lovely condo unit boasts a spacious interior with 2 bedrooms and 2 bathrooms with a total finished area of 1,410 sq.ft. The living spaces are filled with natural light, creating a bright and airy feel throughout. The kitchen is equipped with modern appliances and plenty of counter space, making it a perfect spot for preparing meals and gathering with loved ones. The bedrooms are comfortable

Jorge Romero Realty One Group Inc.

THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. THE CAPRI RANCH IS DESIGNED WITH LUXURY FINISHES THROUGHOUT THE HOME! FEATURED FINISHES INCLUDE DESIGNER CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, CUSTOM CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN

John Barry Mc Naughton Realty Group

Beautiful and spacious 2-bedroom, 2-full-bath condo offering a tranquil setting and thoughtful updates throughout. Enjoy a large balcony, cozy breakfast area, expansive living and dining room, and an oversized primary bedroom with a generously sized walk-in closet. The home features a full-size washer and dryer (2025) in a dedicated laundry room with an additional storage closet. Recent upgrades

Diana Brown DCB Realty Inc

New Construction in Coveted Sherwood Forest - Highland Park, IL. Experience luxury living in this beautifully crafted single-family home, located in the highly sought-after Sherwood Forest neighborhood of Highland Park. Thoughtfully designed by a reputable North Shore builder, this residence offers high-end finishes and modern conveniences throughout.The first-floor primary suite features elegant

Ryan Cherney Circle One Realty

THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. LUXURY FINISHES THROUGHOUT THE HOME! DESIGNED WITH CUSTOM CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, TRAY & CATHEDRAL CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN STARTING PRICE. THE HOME FEATURES A LUXURY

John Barry Mc Naughton Realty Group

Historic Queen Anne mansion overlooking Lake Michigan! Set on a private 3/4 acre. Very private, only one neighbor-surrounded on three sides by park,ravine, and Lake, adding "borrowed landscape". NuHaus kitchen overlooks Lake. Gorgeous views everywhere. Master Bedroom retreat w/fireplace and 2 balconies. Indoor lap pool! First floor bedroom with full bath for guests. Second floor library and

Eileen Campbell Jameson Sotheby's International Realty

Property Sold As-Is

Sheryl Fisher Coldwell Banker Realty

Thornycote a 1901 English Arts and Crafts design by Howard Van Doren Shaw, is a home where craftsmanship, harmony, and grace still define daily life. Set on over an acre of lush, landscaped land near Lake Michigan, this residence invites admiration and offers a sense of place within its storied past. A handsome foyer introduces the home's refined proportions and the richness of its historic

Keith Goad Berkshire Hathaway HomeServices Chicago

This home is a masterclass in modern design, perfectly blending high-end tech with cozy, open-concept living. From the "wow-factor" kitchen to the thoughtful lighting throughout, every detail has been upgraded for a buyer who appreciates the finer things. Sleek design meets seamless living - Waterfall Quartz, Smart Tech, and private balcony. Step into an expansive open-concept sanctuary where the

Iulia Dragan Onix Realty, Inc.

Welcome to 375 Park Avenue, a rare opportunity to own a stately 5-bedroom, 4-bathroom Victorian-style residence nestled in the heart of Highland Park. Set on a beautifully landscaped 0.19-acre lot, this timeless home offers over 2,700 square feet of finished living space, plus a massive 3-car detached garage with soaring ceilings-ideal for a car enthusiast, workshop, or future coach house

Fernando Godoy eXp Realty

Step into timeless charm and modern comfort with this wonderful in-town updated vintage home, where classic character blends seamlessly with today's lifestyle. The inviting front porch offers the perfect place to relax, greet neighbors, and enjoy the rhythm of daily neighborhood life. Inside, beautiful hardwood floors run throughout the home, highlighting its warmth and craftsmanship. Original

Maxine Goldberg Engel & Voelkers Chicago North Shore

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

Vince Dinh HomeSmart Connect LLC

An extraordinary opportunity awaits at 309 Ridge Rd in Highland Park, a property that blends architectural charm, abundant space, and unmatched potential. This 5-bedroom plus 1 additional in the finished basement, 3.2-bathroom home is the perfect canvas for a discerning buyer seeking to create a truly custom residence. With a sprawling layout, soaring natural light, and standout outdoor

Fernando Godoy eXp Realty

Prime Highland Park property being marketed as complete gut rehab or tear down on private cul de sac with higher priced homes. Option is yours to remodel or tear down and build. Home and property are being sold in as is where is condition. Wood burning fireplace in the living room has not been used in over 20 years. Property being sold lower than market values. This is a 3 bedroom, 2 bath split

Alice Scifo RE/MAX Advisors

***A SIGNIFICANT PRICE IMPROVEMENT enhances this already strong value! This is a must-see home that is PRICED TO MOVE!*** 1839 Shelley Court is an ultra-luxury, new-construction home situated on a .86-acre lot and tucked back on a private cul-de-sac in the desirable High Ridge neighborhood. This remarkable residence offers nearly 6,600 square feet of luxury living space across three levels, and

Brandy Isaac @properties Christie's International Real Estate

Beautiful, recently renovated 3 bedroom and 2 full bathroom condo offering 1850 square feet of living space on one level (2nd/top floor) located in desirable Deerfield Place in Highland Park. Stunning kitchen with solid wood cabinetry blended with quartz countertops and stainless steel appliances. Huge living room with 15 foot cathedral like ceilings with sliding doors to your very large rear

Sohail Salahuddin eXp Realty

Rarely available 4,700 sqft ranch set on an expansive, meticulously landscaped property offering exceptional privacy and presence. This elegant 3 bedroom, 4.1-bath residence is thoughtfully designed and rich in architectural detail, unfolding in a refined yet understated and unexpected manner. The expansive foyer creates a gracious sense of arrival, immediately drawing the eye toward the stunning

Margie Brooks Baird & Warner

Welcome to worry free living at Brooke Estates in Highland Park! Inside this ground floor residence you will discover a layout that seamlessly connects the living and dining areas ideal for both relaxing and entertaining. The kitchen has crisp white cabinetry with an eat in area attached to a sunken living room. New Furnace, AC and W/D 2022! Primary bedroom offers double walk in closets and a

Sharel Shindler Compass

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,

Beth Wexler @properties Christie's International Real Estate

Set on over an acre in highly coveted High Ridge, this exceptional residence is a rare blend of luxury, scale, and thoughtful design. From the moment you arrive, the home makes a statement - elegant yet welcoming - created for those who value both everyday comfort and elevated entertaining. This home features four generously sized bedrooms and three full plus two half baths, with sun-filled

Stephanie Malk Compass

Detached single family with over 2,400 square ft with a once in a lifetime layout. 45 foot backyard that lays out directly from the kitchen. 4 bedrooms or an office. Open layout. Pre-construction pricing. Pictures are architectural renderings of possibilities and potential options to be decided with builder. - $15,000 of free options if under contract by 2/15/2026

Jorge Zea Jorge Zea Managing Broker

Experience elevated living in this beautifully updated 2-bedroom, 2-bath penthouse. Thoughtfully renovated throughout, this home features rich real hardwood flooring, a remodeled kitchen, and stylishly updated bathrooms that blend modern elegance with everyday comfort. The spacious primary suite is a true retreat, offering two walk-in closets and a luxurious en-suite bath complete with dual sinks

Gary Grossman Coldwell Banker Realty

Over 2,300 sq. ft. of desirable luxury living. This spacious 2 Bedroom 2 Bath expansive floor plan features a formal living room and dining room with a full wall of windows and sliders leading to a large private balcony. The kitchen boasts brand-new appliances, abundant cabinet and counter space, a breakfast nook, and a second walkout to the balcony. The kitchen opens to a generous family room

Connie Hoos Coldwell Banker Realty

Luxurious single floor living at its best. This oversized, refined 2 bedroom, 2.1 bath condo located in the highly sought after Condominiums of Northbrook Court, draws you in with its open fabulous great room with a wall of bright windows, 2 balconies, fireplace and dining area. Bright chef's kitchen with extensive cabinetry & table area opens onto the 2nd balcony with western views of the inner

Beverly Fleischman Coldwell Banker Realty

Proposed custom home well below market value for a limited time. First floor owners suites and ranch plans now available. Won't last long.

Jorge Zea Jorge Zea Managing Broker

This is an excellent flip or great for an end user who doesn't mind doing work but wants a fantastic location! Located on a beautiful street that's quiet and close to everything Highwood has to offer. Two large bedrooms on 2nd floor with a full bath. There are a few updates including a newer furnace and water heater as well as some hardwood floors on the first floor. This home has tremendous

Kim Kelley Baird & Warner

True Indoor-Outdoor Living | First-Floor Condo with Extra-Large Patio Rarely available, sun-filled 2-bedroom, 2-bath residence featuring a desirable split floor plan and an oversized (1200 SF approx) west-facing veranda-ideal for relaxing and entertaining. Generous room sizes, separate living and dining areas, and a well-balanced layout. Recent improvements include newer windows, sliding glass

Jill Esko @properties Christie?s International Real Estate