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

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

Beautifully remodeled and thoughtfully enhanced contemporary mid-century 4 bedroom, 3.1 bath home. Features include new hardwood floors and a custom kitchen with handmade wood cabinetry and high-end appliances. The expanded primary suite includes a generous bath and walk-in closet, while three additional bedrooms are served by a Jack-and-Jill bath and an additional hall bath. Soaring ceilings and

Margie Brooks Baird & Warner

Located on a private cul-de-sac, this sun-filled, newly painted, move-in ready home offers the ease of maintenance-free living and the comfort of a first-floor primary suite. The welcoming foyer opens to a spacious living room with vaulted ceilings, a cozy fireplace and glass-inset patio doors that lead out to a large deck overlooking peaceful wooded views - perfect for relaxing or entertaining.

Beth Wexler @properties Christie's International Real Estate

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

Excellently located, recently remodeled vintage home just steps from the lake in East Highland Park. Renovated in 2018, this classic 4 bedroom, 3.1 bath home seamlessly blends timeless architectural character with thoughtfully integrated modern amenities. Updates were completed to preserve the home's original feel while enhancing comfort, functionality, and style throughout. Newly appointed

Margie Brooks Baird & Warner

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

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

Welcome to this beautifully custom built, all brick 4 bedroom, 2.5 bath home in the heart of Highland Park, built in 2004. The open concept first floor features a spacious kitchen that flows seamlessly into the family room, along with a formal dining area ideal for entertaining. The kitchen and family room overlook a beautifully landscaped backyard offering an abundance of privacy. The main level

Jennifer Boudreau Compass

Well-maintained and thoughtfully updated, this inviting unit at 1220 Park Avenue, Unit 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, including a

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 this charming three bedroom two bath one story home featuring hardwood floors throughout and thoughtful updates. The spacious living room with cathedral ceilings, creating and open and inviting atmosphere filled with natural light. This home also includes fully approved permits for two car garage, giving the buyer flexibility to build the garage or take advantage of a discounted

luke miechowicki Realty Connect 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

1,600 sf 2 bedrooms and 2 full baths. Fully remodeled. New appliances. New HVAC. Top schools in walkable distance. Great open living space with fireplace and balcony. Primary bedroom with multiple closets. Spacious laundry room. Heated garage parking space #13, unlimited parking space and storage #306.

Yuriy Nydza Core Realty & Investments Inc.

Completely transformed with top-to-bottom renovations and designer upgrades, this home feels brand new. The impressive foyer with its stunning staircase is flanked by a formal living room and dining room, setting the tone for the thoughtful design throughout. This home checks all the boxes today's buyers are looking for - an open floor plan, a beautifully updated kitchen, versatile first-floor

Noah Levy Compass

Enjoy the privacy and breathtaking views from every window of this beautiful home cozy nestled in Ravine. Inviting Living Room with a large stone fireplace blends gradually into a vivid dining room that opens to an over size deck. Bright and gourmet kitchen with white cabinets and updated appliances, room for a table, leads to the spacious patio. 2 bedrooms and bath on the first floor. There is

Oleg Trifonov Core Realty & Investments, Inc

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 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

***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

MULTIPLE OFFERS RECEIVED! HIGHEST & BEST DUE BY 1/19/26 BY MIDNIGHT W THE SELLER DECIDING ON TUESDAY. This spacious 4-bedroom 2.1 bath home presents a rare opportunity to add value through updating in one of Highland Park's most desirable neighborhoods. The price reflects the home's condition while recognizing its generous square footage, deep lot, and full basement, features that support

Mary DeLaLeurs Torg Realty Inc

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

Buyer had a dream of building a home larger than zoning currently allows. The home is back on the market again! Charming three-bedroom brick ranch located in a highly desired area in Deerfield. Close to shopping, restaurants, Deerfield library, the train and more. Complimented with hardwood floors, a wood burning fireplace, an awesome outdoor deck and the convenience of an attached two car

Marvin Bornschlegl Worth Clark Realty

Absolutely wonderful 2-bedroom, 2-bath condo in prestigious Northbrook Country, offering over 2,300 sq. ft. of luxury living. This spacious 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

Connie Hoos 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

Value add 4-unit residential investment property located in an ideal Highwood location, just one block off Sheridan Road and steps from downtown Highwood's restaurants, shops, and Metra access. The property was updated in 2022 with a combination of mechanical and cosmetic improvements, but there is a lot of upside in further rehab. The unit mix consists of one (1) studio, one (1) one-bedroom, and

Alissa Morton Compass