Highland Park, IL Homes for Sale

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

This gorgeous Sunset Park Tudor home has been lovingly maintained. Enter the charming foyer into this gracious home featuring 5 bedrooms, 3.5 baths with 4 levels of living space. Enjoy the sun-filled living space with a fabulous family room boasting a stone fireplace and beautiful ceiling details flowing into the living room with walls of windows. Formal dining room with french doors opening into

Janet Borden Compass

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

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

THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. THIS 1ST FLOOR MASTER, ASTORIA, FEATURES 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

John Barry Mc Naughton Realty Group

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

Beautiful expansive lot with mature foliage located on the charming Hill Street cul-de-sac. Four levels of living spaces. Stellar location moments to parks, metra and north shore entertainment. The home is ready for updating allowing the buyer to create perfection at this gorgeous location. Room sizes are approximate. Bank Owned. Hold harmless and release of liability document must be signed

Harold Blum @properties Christie's International Real Estate

Completely remodeled Spacious one bedroom home in the heart of Highland Park. Refinished hardwood floors, New windows, new kitchen and appliances. Large living room has south facing windows. Separate dining space fits full sized table. Big bedroom, fits plenty of furniture. Beautifully remodeled bathroom. Walk-in closet/utility room has new water heater and combo laundry unit. There's an

Alexander Salganik Barr Agency, Inc

Completely transformed with top-to-bottom renovations and designer-selected finishes, this exceptional home has been reimagined with intention, style, and modern living in mind. A dramatic foyer and statement staircase set the tone, opening to sun-filled formal living and dining spaces, beautifully refinished hardwood floors, and a seamless open layout ideal for everyday living and entertaining.

Noah Levy Compass

This Spacious (over 4200 Sq Ft above grade), Dramatic, Mid-Century Contemporary Home was Originally the Developer's Personal Home and is One of the Largest in the Area. Features include a Circular Driveway, Large Wooded Lot, 2 Fireplaces, Two Story Foyer with Sweeping Staircase, and Walls of Windows. The Kitchen has Newer Stainless Appliances, Granite Counters and a Large Eating Area. Huge

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

Well-maintained and thoughtfully updated, this inviting 2nd floor unit at 1220 Park Avenue, # 134 offers comfort, convenience, and peace of mind. Recent improvements include new windows installed in 2022, enhancing energy efficiency and natural light throughout the home, along with fresh paint throughout completed in 2025 for a clean, modern feel. The home features major mechanical updates,

Karla Garcia eXp Realty

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

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

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 charming mid-century home offers 4 bedrooms, 2 updated baths, and a thoughtful blend of character, light, and modern comfort. Step inside and feel the difference. Updated energy-efficient windows, fresh paint in all bedrooms and baths, and abundant natural light throughout. The stunning great room features 10-ft vaulted ceilings, exposed beams, Pecky cypress walls, and a floor-to-ceiling

Alan May Jameson Sotheby's International Realty

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

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

Rare opportunity on Auburn Court-quietly tucked at the end of a cul-de-sac on an expansive .49-acre lot in highly sought-after District 112. This ranch-style home offers an exceptional combination of location, land, and layout that is increasingly hard to find in Highland Park. The home features three bedrooms and three full bathrooms, including a generously sized primary suite on the main level

Michael Cell @properties Christie's International Real Estate

Welcome to 689 Crofton Ave South, a beautifully reimagined and super rare ranch-style home built by JBJ Builders in a maintenance free community with stunning vaulted ceilings. Fully gut renovated with exceptional attention to detail, this residence showcases the elevated design work of highly acclaimed Ilene Chase Design, blending modern sophistication with warm, timeless finishes. The main

Jacqueline Lotzof Compass

This is a Jewel box waiting for you finishing touches. Check out the trim, oversized and crown molding. Primary bedroom with walk-in closet, Fireplace with marble surround, full bath with granite countertops, and walk in shower. The siding is Hardy Board. The garage 21'+ x 25' with a full staircase to a finished second floor Heated! Has been used as an office but could be a studio. playroom for

Jim Clark James Clark

***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

Listen to the Ravinia festivals music all summer long! This Ravinia Ranch Home presents a fabulous opportunity to move in, renovate or build new. Well loved by a long time owner over 29 years with 3 bedrooms, 3 bathrooms and a finished basement. Located on a long lot over a 1/4 quarter acre and has a detached finished heated and air-conditioned studio/home office (14 x 9 ).

Barri Redman Baird & Warner

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

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

Always admired brick French Country treasure on the corner of Burton and Washington in the heart of Ravinia. Meticulous and continuously updated and maintained throughout the years with the finest of materials including many very recent updates that include a brand new and expanded full bath on the second level in 2023, Basement, second bedroom and runner carpet and most of the lighting have been

Karen Skurie Baird & Warner

Rarely available Mid-Century Modern ranch in the heart of Ravinia - set privately on the ravines in East Highland Park. Classic Mid-Century Modern design shines with a strong connection to nature...warm brick and wood accents, oversized windows framing serene views, and a flowing layout designed for easy living and entertaining. The expansive living and dining room features a floor to ceiling

Polly Richardson Jameson Sotheby's International Realty

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

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

Enticing... Single floor living at its best. This oversized, refined 2 bed, 2.1 bath condo (formerly 3 bedroom) located in the highly sought after Condominiums of Northbrook Court, draws you in with its open yet luxurious great room with a wall of bright windows, 2 balconies, fireplace and dining area. Bright chef's kitchen with table area opens onto the 2nd balcony with 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. Act now and receive up to an additional $15,000 of free upgrades.

Jorge Zea Jorge Zea Managing Broker

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