119

Highland Park, IL Homes for Sale

Section Image
  • /21

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    713 Orleans Dr, Highland Park, IL 60035

    Move right into this extremely well maintained Chantily home. Located in the center of the sought after Chantily complex. Large eat-in-kitchen flows right into family room. Large combo living room and dining room are perfect for entertaining. Primary suite includes tons of closet space including a cedar closet and new carpeting. Two additional generous size bedrooms and hall bath. Upstairs

    Ted Pickus @properties Christie's International Real Estate

    713 Orleans Dr, Highland Park, IL 60035
  • /33

    $1,399,000

    • 5 Beds
    • 4.5 Baths
    • 3,400 Sq Ft

    2009 Skyelar Ct, Highland Park, IL 60035

    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

    Janis Kirshner Engel & Voelkers Chicago North Shore

    2009 Skyelar Ct, Highland Park, IL 60035
  • /38

    $1,095,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,069 Sq Ft

    310 Linden Park Place, Highland Park, IL 60035

    Enjoy effortless living in this beautiful 4BR/4.1BA home offering a sought-after first-floor primary suite and spectacular ravine views. Thoughtfully designed with spacious living areas and abundant natural light, this home combines timeless elegance with everyday comfort in one of Highland Park's most desirable locations. The inviting foyer opens to gracious living and dining rooms, creating an

    Beth Alberts Compass

    310 Linden Park Place, Highland Park, IL 60035
  • /33

    $469,000

    • 2 Beds
    • 1 Bath
    • 1,273 Sq Ft

    642 Gray Ave, Highland Park, IL 60035

    An enchanting Craftsman cottage surrounded by mature landscaping and framed by a welcoming front porch, offering the perfect balance of character, comfort, and convenience. Inside, beautifully maintained hardwood floors and abundant natural light create warm, inviting living spaces designed for everyday living and entertaining. The open living and dining areas are accented by custom window

    Alison Wertheimer @properties Christie's International Real Estate

    642 Gray Ave, Highland Park, IL 60035
  • /23

    $509,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,190 Sq Ft

    1230 Ferndale Ave, Highland Park, IL 60035

    Highland Park's most adorable home in desirable Sherwood Forest is finally on the market! You'll fall in love when you lay your eyes on this Mediterranean stucco-style home with an authentic clay tile roof and welcoming front patio. Timeless character greets you as you enter the inviting vestibule with its blown-glass chandelier, leading to the spacious, light-filled living room with arched

    Patricia Denenberg @properties Christie's International Real Estate

    1230 Ferndale Ave, Highland Park, IL 60035
  • /25

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft

    1746 Richfield Ave, Highland Park, IL 60035

    Welcome to 1746 Richfield Ave! a home that perfectly balances a bright, airy flow with thoughtful, functional spaces. 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

    Ellen Chukerman Compass

    1746 Richfield Ave, Highland Park, IL 60035
  • /31

    $550,000

    • 5 Beds
    • 3.5 Baths
    • 2,340 Sq Ft

    2648 Western Ave, Highland Park, IL 60035

    Welcome to 2648 Western Ave, an exceptional opportunity in one of Highland Park's most desirable locations. Set on a beautiful half-acre lot, this classic brick ranch with a walk-out lower level offers the perfect canvas to create your ideal home or a compelling value-add investment. With 5 bedrooms and 3.1 bathrooms, the home features a functional, flexible layout with strong bones and abundant

    Aaron Walsh @properties Christie's International Real Estate

    2648 Western Ave, Highland Park, IL 60035
  • /30

    $1,245,000

    • 3 Beds
    • 3 Baths
    • 3,526 Sq Ft

    1762 Linden Ave, Highland Park, IL 60035

    A truly terrific opportunity has returned as this home is officially back on the market! Discover a masterpiece of Mid-Century Modern design, reimagined for today's lifestyle, nestled in the heart of East Highland Park. This striking Ranch home, set on a tranquil half-acre lot, is embraced by lush ravines on two sides, offering privacy, serenity, and a true connection to nature-all just a few

    Ellen Chukerman Compass

    1762 Linden Ave, Highland Park, IL 60035
  • /17

    $547,000

    • 3 Beds
    • 2 Baths
    • 1,777 Sq Ft

    1002 Ridge Rd, Highland Park, IL 60035

    Welcome to this rare opportunity in one of the North Shores most desirable areas. This charming 3-bedroom, 2-bath cape cod home is filled with warmth, character, and natural light. The newly updated kitchen features stainless steel appliances, granite counter tops, and opens to the dining area, overlooking the delightful patio and relaxing backyard creating an inviting space for everyday living

    Mada Hitchmough Compass

    1002 Ridge Rd, Highland Park, IL 60035
  • /16

    $559,900

    • 2 Beds
    • 2 Baths
    • 1,784 Sq Ft

    950 Augusta Way Unit 115, Highland Park, IL 60035

    Welcome to this beautifully updated first floor, two bedroom, two bath condo in the sought after Legacy Club. Offering more than 1,700 square feet of single level living, this home combines generous space, modern comfort, and an ideal layout. Step inside to a bright, open living area featuring hardwood floors, high ceilings, and seamless access to the covered private patio, a year round extension

    Carly Jones Engel & Voelkers Chicago North Shore

    950 Augusta Way Unit 115, Highland Park, IL 60035
  • /34

    $1,099,000

    • 5 Beds
    • 3.5 Baths
    • 4,876 Sq Ft

    35 Barnard Ln, Highland Park, IL 60035

    Nestled on a quiet, tree-lined street in Highland Park's coveted Braeside neighborhood, this spacious 4-bedroom, 3.1-bath residence presents a rare opportunity to create your dream home in one of the North Shore's most desirable communities. Freshly painted throughout in June 2026, the home offers an exceptional floor plan, generous room sizes, and the perfect canvas for buyers looking to add

    Daniel Straus Baird & Warner

    35 Barnard Ln, Highland Park, IL 60035
  • /41

    $1,695,000

    Pending
    • 5 Beds
    • 5.5 Baths
    • 6,562 Sq Ft

    1448 Sheridan Rd, Highland Park, IL 60035

    Set on a beautifully landscaped property in sought-after East Highland Park, this luxurious home offers 5 bedrooms and 5.1 baths across thoughtfully designed living spaces. Blending classic architectural character with modern updates, the home is equally suited for everyday living and entertaining. The kitchen with a large center island has been recently enhanced with custom cabinetry, updated

    Margie Brooks Baird & Warner

    1448 Sheridan Rd, Highland Park, IL 60035
  • /21

    $439,000

    Pending
    • 2 Beds
    • 2 Baths

    1230 Park Ave W Unit 236, Highland Park, IL 60035

    A truly exceptional offering in Highland Park, this completely reimagined condo is unlike anything else in the area. Renovated down to the studs in 2022 with uncompromising attention to detail, every inch has been thoughtfully designed to deliver a sophisticated, turnkey space with timeless style and exceptional quality. The spectacular chef's kitchen is the showpiece of the home and would easily

    Stephanie Hofman @properties Christie's International Real Estate

    1230 Park Ave W Unit 236, Highland Park, IL 60035
  • /65

    $1,690,000

    • 6 Beds
    • 6.5 Baths
    • 5,000 Sq Ft

    215 Prospect Ave, Highland Park, IL 60035

    Just steps from downtown Highland Park's shops, restaurants, library, train, and close to the lake - this home has location at it's core. 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

    Keith Goad Berkshire Hathaway HomeServices Chicago

    215 Prospect Ave, Highland Park, IL 60035
  • /25

    $750,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    3535 Patten Rd Unit 1F, Highland Park, IL 60035

    Discover your dream Condominium just steps away from the serene shores of Lake Michigan, nestled within the beautifully maintained grounds of Fort Sheridan. This expansive luxury condo features soaring 9-foot ceilings, stunning hardwood floors, and elegant recessed lighting, creating a warm and inviting atmosphere. The gourmet kitchen is a chef's delight, equipped with high-end stainless-steel

    Ted Pickus @properties Christie's International Real Estate

    3535 Patten Rd Unit 1F, Highland Park, IL 60035
  • /27

    $1,350,000

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 3,216 Sq Ft

    1672 Huntington Ln, Highland Park, IL 60035

    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

    1672 Huntington Ln, Highland Park, IL 60035
  • /24

    $410,000

    $5K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,228 Sq Ft

    1026 Half Day Rd, Highland Park, IL 60035

    More home than you think! This well-maintained split-level offers two spacious living areas-a living room on the main level and a bright lower-level family room with large windows that provide plenty of natural light. Unlike a ranch with a basement, both living spaces feel open, inviting, and are ideal for everyday living. This is an estate sale, and the home is being conveyed as-is. If you're

    Jay Reid HomeSmart Connect LLC

    1026 Half Day Rd, Highland Park, IL 60035
  • /27

    $699,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,324 Sq Ft

    732 Hill St, Highland Park, IL 60035

    Experience modern luxury in this beautifully remodeled 3-bedroom, 2-bath ranch, where timeless design meets exceptional craftsmanship. From the moment you step inside, you'll be welcomed by an expansive open-concept layout featuring soaring vaulted ceilings, abundant natural light, and beautifully refinished hardwood floors throughout. The heart of the home is the stunning chef's kitchen,

    Alam Chunawala Coldwell Banker Realty

    732 Hill St, Highland Park, IL 60035
  • /40

    $779,900

    Pending
    • 6 Beds
    • 3 Baths
    • 2,834 Sq Ft

    830 Deerfield Rd, Highland Park, IL 60035

    Assya Zinger Vareljan Berkshire Hathaway HomeServices Chicago

    830 Deerfield Rd, Highland Park, IL 60035
  • /13

    $625,000

    $74K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,368 Sq Ft

    639 Melody Ln, Highland Park, IL 60035

    Welcome to 639 Melody Lane in the heart of Highland Park, IL-a picture-perfect home for those seeking a blend of classic charm and modern amenities. This solid brick ranch, with 3 bedrooms and 2 full bathrooms is the ideal setting for creating lasting memories. Step through the front door and be greeted by gleaming hardwood floors that stretch across a seamless layout. The formal living room,

    Deb Baker Compass

    639 Melody Ln, Highland Park, IL 60035
  • /69

    $3,850,000

    Pending
    • 6 Beds
    • 11 Baths
    • 10,000 Sq Ft

    2214 Churchill Ln, Highland Park, IL 60035

    Elegant and sophisticated custom built 6 bedroom, 7 full and 4 half bath home located on 1 acre that is reminiscent of a luxury hotel complete with patio, pool and spa. This limestone clad home boasts unsurpassed quality construction and is accompanied with high-end interior designer appointed finishes throughout. Some of the home's highlights include: hand scraped, hand beveled hardwood floors,

    Beth Wexler @properties Christie's International Real Estate

    2214 Churchill Ln, Highland Park, IL 60035
  • /30

    $1,399,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    195 Lakeside Place, Highland Park, IL 60035

    Nestled on a picturesque tree-lined street in sought-after East Highland Park, this beautifully updated 4-bedroom, 2.1-bath home seamlessly blends timeless character with today's modern conveniences. The heart of the home is a stunning chef's kitchen addition featuring Sub-Zero full size refrigerator and freezer, Viking double-oven range, Miele dishwasher, two wine refrigerators, large island

    Jodi Taub @properties Christie's International Real Estate

    195 Lakeside Place, Highland Park, IL 60035
  • /76

    $1,995,000

    • 6 Beds
    • 8 Baths
    • 10,795 Sq Ft

    260 Beech St, Highland Park, IL 60035

    Tucked away in one of Highland Park's most coveted east-of-Sheridan enclaves, just moments from the lakefront and jaw-dropping Rosewood Beach, this sprawling residence blends timeless architecture with refined amenities and over 10,000 square feet, offering a rare lifestyle of elegance, privacy, and ease. Situated on a lush, tree-canopied setting at nearly 3/4 of an acre, with manicured gardens,

    Karen Biazar North Clybourn Group, Inc.

    260 Beech St, Highland Park, IL 60035
  • /58

    $4,400,000

    • 4 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    22 Lakeview Terrace, Highland Park, IL 60035

    Experience unparalleled luxury on the lakefront. This 5,500 SF NEW CONSTRUCTION home tucked away at the end of a quiet cul-de-sac has been 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

    Ted Pickus @properties Christie's International Real Estate

    22 Lakeview Terrace, Highland Park, IL 60035
  • /20

    $799,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,974 Sq Ft

    1619 Mcgovern Ave, Highland Park, IL 60035

    Modern Parisian-Inspired Carriage House Steps from Downtown Highland Park Fully renovated down to the studs, this unique carriage house blends historic charm with modern design and amenities. The primary living space is located on the second floor and features vaulted ceilings with steel collar ties, exposed brick walls, and an open-concept layout ideal for entertaining. Chef's kitchen includes

    Daniel Daoud Realtyline Co.

    1619 Mcgovern Ave, Highland Park, IL 60035
  • /50

    $1,649,000

    $431K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 4,254 Sq Ft

    327 Marshman St, Highland Park, IL 60035

    This beautiful English Tudor-style house is situated in Highland Park, IL, an area renowned for its striking, intricate network of ravines, beaches, and bluffs. This is a rare opportunity to own a beautiful house in most desirable Eastern ravine part of Highland park Illinois. Not only it is just 10 minutes strolling to Rosewood beach of Michigan Lake and Ravinia Metra Station, also this house is

    Jonathan Minerick Homecoin.com

    327 Marshman St, Highland Park, IL 60035
  • /45

    $479,000

    $46K PRICE DROP Pending
    • 5 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    2617 Summit Ave, Highland Park, IL 60035

    East H.P. Lovely Hm. OFFERS WILL NOT BE ACCEPTED UNTIL HM INSPECTIONS R PREVIOUSLY DONE. Hardwood Flrs. R Under Carpeting T/O Hm. Primary Bdrm W/Walk-In Closet, Fireplace, BTH Rm W/ Built-In 8'x5' Dry Sauna, Dual Vanities, Sep Shower & Soaking Tub. Entryway Into Hm Via L-Shaped Combo Living/Family Rm. A wall opening can be made To Adjoin into the Dining Rm. Huge Open Kitchen W/Ajoining Dining Rm

    Don Yosef @properties Christie's International Real Estate

    2617 Summit Ave, Highland Park, IL 60035
  • /69

    $3,299,000

    Pending
    • 6 Beds
    • 7.5 Baths
    • 9,385 Sq Ft

    1770 Sunnyside Ave, Highland Park, IL 60035

    Exceptional custom-built residence completed in 2013, where timeless architecture, impeccable craftsmanship, and sophisticated design come together in one extraordinary home. A true standout feature is the sought-after first-floor primary suite, offering the comfort and convenience of main-level living, while a private elevator provides effortless access to all three levels-an exceptional amenity

    Jacqueline Lotzof Compass

    1770 Sunnyside Ave, Highland Park, IL 60035
  • /47

    $799,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,394 Sq Ft

    985 Coventry Ln, Highland Park, IL 60035

    Rarely available and beautifully maintained Tudor-style home in the sought-after Highland Park Club! First-floor primary bedroom suite with large walk-in closet, and a bright ensuite bath with double vanities, soaking tub, and separate shower. The dramatic great room with soaring ceilings and fireplace, inviting space for relaxing or entertaining, seamlessly connected to a dining area. Updated

    Marina Jacobson Berkshire Hathaway HomeServices Chicago

    985 Coventry Ln, Highland Park, IL 60035
  • /20

    $225,000

    Pending
    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    2020 St Johns Ave Unit 207, Highland Park, IL 60035

    Welcome to this bright and inviting condo perfectly situated in a fabulous in-town Highland Park location! Set within a beautifully maintained building featuring an updated, modern lobby, this home offers the ideal combination of style, comfort, and convenience. Step inside to discover a thoughtfully designed interior with a modern kitchen featuring sleek granite countertops, exposed brick walls,

    Peggy Glickman @properties Christie's International Real Estate

    2020 St Johns Ave Unit 207, Highland Park, IL 60035
  • /9

    $375,000

    • Land
    • 39,204 Sq Ft
    • $416,667 per Acre

    0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035

    Beautiful 39,600 SF LOT. NO H.O.A. Build your "Dream Home" on this Wide, Wooded, VACANT Parcel. 132 Foot Frontage by 300 Feet Deep! FAR = 25.04, Max floor area (sf) 9,916. Max FAR 11,166. Choice of Highland Park High School or Deerfield High School.

    Carol Santi Coldwell Banker Realty

    0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035
  • /31

    $899,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft

    264 Central Ave, Highland Park, IL 60035

    You will fall in love with this beautifully improved home, perfectly located within easy walking distance to town, train, and Central Park overlooking the beach, move-in ready, inside, outside and all around. Homeowners have made all the right improvements since purchasing their home ten years ago, new Marvin windows, new roof, new two and a half car garage and driveway, new bluestone walkway and

    Cheryl Waldstein @properties Christie's International Real Estate

    264 Central Ave, Highland Park, IL 60035
  • /25

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,926 Sq Ft

    1000 Deerfield Rd Unit 303, Highland Park, IL 60035

    Beautifully renovated, designer's own corner penthouse with balcony and southwest treetop views in a pet-friendly, boutique 12-unit elevator building, near vibrant downtown Highland Park and Sunset Valley Golf Club. Two bedrooms plus Den, 2 baths, 2 car heated garage parking. Bright & open concept condo is a rare find at over 1,900 sf, with a spacious covered balcony. Originally designed as a

    Deborah Fischer Berkshire Hathaway HomeServices Chicago

    1000 Deerfield Rd Unit 303, Highland Park, IL 60035
  • /20

    $569,000

    • 4 Beds
    • 2 Baths
    • 1,878 Sq Ft

    415 Bloom St, Highland Park, IL 60035

    Charming, Updated Home in the Heart of Highland Park Welcome to this beautifully updated 4-bedroom, 2-bath home in the east Highland Park area. Located just a short walk to the vibrant downtown highwood shops and restaurants, as well as to Highwood Metra Station. The famous Morane dog park and beach is also just a skip away. This location is central to everything Highland Park has available. Not

    Jeffrey Sklar Beycome Brokerage Realty LLC

    415 Bloom St, Highland Park, IL 60035
  • /40

    $2,999,999

    Open Sun 12PM - 2PM $499K PRICE DROP
    • 6 Beds
    • 7 Baths
    • 6,325 Sq Ft

    282 Linden Park Place, Highland Park, IL 60035

    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

    Linda Levin Jameson Sotheby's Intl Realty

    282 Linden Park Place, Highland Park, IL 60035
  • /20

    $429,000

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,049 Sq Ft

    1534 Mcdaniels Ave Unit 3E, Highland Park, IL 60035

    Exceptional space and value in an in-town Highland Park location! This spacious three-bedroom, two-bath condominium offers generous room sizes, abundant natural light, southern exposure, and an oversized private balcony-an excellent opportunity to bring your own design ideas and create a home that reflects your style. A welcoming foyer leads to spacious living and dining areas, while the kitchen

    Noah Levy Compass

    1534 Mcdaniels Ave Unit 3E, Highland Park, IL 60035
  • /20

    $469,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    1470 Saint Tropez Ct, Highland Park, IL 60035

    Come see this bright and light 3 bdrm 2.5 bath end-unit home in Chantilly! This favorite and larger floor plan faces an interior courtyard (no road in front of your windows) with serene and lovely garden views.The entry leads to the living room, dining room and powder room. The spacious family room with wet bar, adjoins the living room, dining room and kitchen offering flexibilty and great flow.

    Susan Zeller Jennings Realty,Inc.

    1470 Saint Tropez Ct, Highland Park, IL 60035
  • /80

    $1,900,000

    $580K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 6,908 Sq Ft

    1499 Sheridan Rd, Highland Park, IL 60035

    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

    1499 Sheridan Rd, Highland Park, IL 60035
  • /29

    $1,250,000

    • 5 Beds
    • 6 Baths
    • 6,360 Sq Ft

    201 Aspen Ln Unit 2, Highland Park, IL 60035

    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

    Gloria Matlin Compass

    201 Aspen Ln Unit 2, Highland Park, IL 60035
  • /35

    $895,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,652 Sq Ft

    983 Harvard Ct, Highland Park, IL 60035

    Beautifully updated 4 bedroom, 2 bath home in the highly sought-after Sunset Woods neighborhood. Ideally situated near Sunset Park, downtown Highland Park, shopping, dining, and everyday conveniences, this move-in-ready home offers the perfect blend of comfort, style, and location. The renovated kitchen features elegant quartz countertops, stainless steel appliances, and contemporary finishes,

    Margie Brooks Baird & Warner

    983 Harvard Ct, Highland Park, IL 60035

Showing Results 41 - 80, Page 2 of 3

How to Buy a Home How to Finance a Home How to Sell a Home