118

Newest Homes for Sale in Highland Park, IL

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  • /53

    $995,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 3,072 Sq Ft

    42 Holabird Loop, Highwood, IL 60040

    Beautifully updated and move-in ready, this exceptional Fort Sheridan home offers the perfect blend of timeless elegance, modern upgrades, and an unbeatable location just moments from Lake Michigan beaches, nature trails, Metra, restaurants, shopping, and top-rated Highland Park schools. A dramatic two-story foyer welcomes you into sun-filled living and dining spaces, while the updated kitchen

    Philip Wrigley Coldwell Banker Realty

    42 Holabird Loop, Highwood, IL 60040
  • /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

    $639,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,091 Sq Ft

    1618 Mccraren Rd, Highland Park, IL 60035

    Pristine and impeccably maintained, this spacious 4 bedroom, 2.1 bathroom home in highly desirable Sherwood Forest offers exceptional room sizes, timeless appeal, and an ideal layout for everyday living and entertaining. A dramatic two-story foyer welcomes you inside, leading to an expansive living room with oversized picture windows, gracious dining room, and updated kitchen featuring abundant

    Susan Maman @properties Christie's International Real Estate

    1618 Mccraren Rd, Highland Park, IL 60035
  • /20

    $549,900

    Pending
    • 4 Beds
    • 3 Baths
    • 2,768 Sq Ft

    1227 Lynn Terrace, Highland Park, IL 60035

    Spacious two-story home located in a desirable Highland Park neighborhood. This property provides ample living space and a flexible floor plan. Situated on a generous lot with a convenient location near schools, parks, shopping, dining, and major transportation routes. Excellent opportunity for owner-occupants, investors, or those looking to customize a home to their preferences.

    Christopher Lobrillo Grandview Realty, LLC

    1227 Lynn Terrace, Highland Park, IL 60035
  • /50

    $1,199,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    427 Green Bay Rd, Highland Park, IL 60035

    Classic stone Colonial built in 1947, situated on an exceptional fenced double lot measuring 100 feet wide in highly sought-after Ravinia. Thoughtfully updated throughout, this move-in ready home blends timeless character with today's modern amenities. The inviting living room with original fireplace opens seamlessly to the dining room and newly remodeled kitchen featuring quartz waterfall

    Debbie Scully @properties Christie's International Real Estate

    427 Green Bay Rd, Highland Park, IL 60035
  • /30

    $839,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,006 Sq Ft

    1958 Mccraren Rd, Highland Park, IL 60035

    Multiple offers received. Best and final due by 12pm on Monday, June 1, 2026. This stunning colonial in desirable Sherwood Forest has had many beautiful updates. Enter into a large foyer and be greeted by the formal living room that leads to the formal dining room. The kitchen was tastefully remodeled in 2023 with a stunning waterfall island with seating, stainless steel appliances, including a

    Carly Jones Engel & Voelkers Chicago North Shore

    1958 Mccraren Rd, Highland Park, IL 60035
  • /72

    $3,800,000

    • 7 Beds
    • 6.5 Baths
    • 7,891 Sq Ft

    34 Logan Loop Unit 242, Highland Park, IL 60035

    Historic lakefront Queen Anne mansion on Lake Michigan! Set on a private 3/4 acre, surrounded on three sides by park, ravine, and Lake, adding "borrowed landscape". Premier location within the "Fort Sheridan" neighborhood of Highland Park, with parks, nearby restaurants, walking trails, beach, and many cultural activities. NuHaus kitchen overlooks Lake. Gorgeous views everywhere. Master Bedroom

    Eileen Campbell Jameson Sotheby's International Realty

    34 Logan Loop Unit 242, Highland Park, IL 60035
  • /19

    $399,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,165 Sq Ft

    1415 Deerfield Place, Highland Park, IL 60035

    Tucked away on a quiet Highland Park street, this updated ranch offers an affordable opportunity to get into one of the North Shore's most sought-after communities. Freshly painted and move-in ready, the home features 4 bedrooms, 2 updated bathrooms, and an open living space with newer flooring throughout. The refreshed kitchen includes 42" cabinets, stainless steel appliances, and plenty of

    Julia Alexander Keller Williams North Shore West

    1415 Deerfield Place, Highland Park, IL 60035
  • /28

    $650,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,260 Sq Ft

    52 S Central Ave, Highwood, IL 60040

    Charming, thoughtfully updated Colonial in a superb Highwood location - close to everything. 4 Bedrooms & 2 Baths with plenty of room to relax. Full of character and natural light, the home offers warm, comfortable living with functional flow and flexible spaces, ideal for both everyday living and entertaining. Recent improvements include new siding, roof, deck, driveway, fence, front walkway /

    Laura McCain Compass

    52 S Central Ave, Highwood, IL 60040
  • /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 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 3-bedroom unit, the current den

    Deborah Fischer Berkshire Hathaway HomeServices Chicago

    1000 Deerfield Rd Unit 303, Highland Park, IL 60035
  • /17

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 1,890 Sq Ft

    1490 Avignon Ct, Highland Park, IL 60035

    Move right into this newly remodeled and thoughtfully redesigned 3 bedroom, 2 1/2 bath townhome in sought-after Chantilly. Fresh, contemporary finishes throughout and an open flow main level make this home perfect for easy living. The bright and inviting kitchen features stainless steel appliances and ample cabinet and counter space, ideal for effortless cooking and entertaining. A separate

    Janet Weinberg @properties Christie's International Real Estate

    1490 Avignon Ct, Highland Park, IL 60035
  • /56

    $4,399,900

    $250K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 9,437 Sq Ft

    2665 Bentley Rd, Highland Park, IL 60035

    Sophisticated new custom built 5 bedroom, 6 full bath & 2 half bath home with guest house, patio, pool & spa located on over 3 acres. This limestone & stucco clad home w/composite terra cotta Spanish roof tiles boasts unsurpassed quality construction by Red Rock Homes & is accompanied w/high-end interior designer finishes by Ilene Chase. Some of the home's highlights include: soaring ceilings,

    Beth Wexler @properties Christie's International Real Estate

    2665 Bentley Rd, Highland Park, IL 60035
  • /20

    $469,000

    • 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
  • /29

    $700,000

    $49K PRICE DROP
    • 5 Beds
    • 3 Baths

    2490 Green Bay Rd, Highland Park, IL 60035

    Exceptional investment opportunity or owner-occupied two-flat with both units completely remodeled in 2024. Unit 1 offers 3 bedrooms and 2 full baths featuring hardwood floors, a wood-burning fireplace in the spacious living room, updated kitchen with new refrigerator, in-unit washer/dryer, and a side deck off the dining area. The finished lower level adds a family room and brand new full bath -

    Jacqueline Lotzof Compass

    2490 Green Bay Rd, Highland Park, IL 60035
  • /39

    $724,900

    Pending
    • 3 Beds
    • 3 Baths
    • 2,106 Sq Ft

    12 Turnbull Woods Ct, Highland Park, IL 60035

    Beautifully maintained contemporary home in the sought-after Braeside neighborhood, directly across from the Chicago Botanic Garden and minutes from Ravinia Park, top-rated schools, incredible bike trails, and Route 41. The living room features soaring cathedral ceilings, the family room anchors the main level with a wood-burning fireplace and adjacent private office, and a dining room with

    Jason Merel eXp Realty

    12 Turnbull Woods Ct, Highland Park, IL 60035
  • /46

    $1,199,000

    Pending
    • 5 Beds
    • 5.5 Baths
    • 3,879 Sq Ft

    3219 University Ave, Highland Park, IL 60035

    This fabulous all-brick and stone home has a perfect flow for living and entertaining. The 1st floor boasts hardwood floors, an office, mudroom, formal living room with a fireplace, dining room, kitchen, and family room- all enhanced by beautiful millwork and walls of windows that flood the space with natural light. Upstairs, you'll find laundry, 4 ensuite bedrooms, including a luxurious primary

    Janet Borden Compass

    3219 University Ave, Highland Park, IL 60035
  • /46

    $479,000

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

    2617 Summit Ave, Highland Park, IL 60035

    Sun-filled Corner East H.P. W/5 Bd Rms All On The 2nd Flr Hardwood Flrs. R Under Carpeting T/O Hm. Primary Bdrm W/Walk-In Closet, Fireplace, BTH Rm Walls Are Fully Tiled W/8'x5' Dry Sauna, Dual Vanities, Sep Shower & Soaking Tub Entryway Into Hm Via L-Shaped Combo Living/Family Rm. That An Wall Opening Can Be Done Into Dining Rm. Huge Open Kitchen W/Ajoining Dining Rm That Leads to 225 Sq Ft.

    Don Yosef @properties Christie's International Real Estate

    2617 Summit Ave, Highland Park, IL 60035
  • /34

    $1,299,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 4,376 Sq Ft

    1639 Thornwood Ln, Highland Park, IL 60035

    Beautiful 4-bedroom, 4.1-bath home in desirable Hybernia, set on an extra-large, fully fenced lot with spectacular pond and garden views on a quiet cul-de-sac. This thoughtfully designed home features a grand two-story entry, gracious room sizes, high ceilings, and abundant natural light throughout. The recently remodeled kitchen is a standout, featuring new appliances, an eating area, built-ins,

    Lauren Rabin @properties Christie's International Real Estate

    1639 Thornwood Ln, Highland Park, IL 60035
  • /58

    $4,500,000

    • 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
  • /23

    $599,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,837 Sq Ft

    937 Pleasant Ave, Highland Park, IL 60035

    located on a quiet cul-de-sac in sought-after Ravinia. This home offers a flexible layout with a large first-floor bedroom and full bathroom, plus two additional bedrooms and a half bath on the second level. Partially finished basement includes a family room, full bathroom, laundry area, and additional storage space. Major updates completed in 2022 include a fully gutted and renovated kitchen,

    Daniel Daoud Realtyline Co.

    937 Pleasant Ave, Highland Park, IL 60035
  • /44

    $3,200,000

    Pending
    • 5 Beds
    • 6 Baths
    • 5,998 Sq Ft

    779 Bob o Link Rd, Highland Park, IL 60035

    Set on over half an acre of breathtakingly landscaped grounds, this home embodies refined living in the heart of Highland Park. Built in 2005, this five-bedroom, four full and two half-bath home boasts a striking stone and cedar exterior, exquisitely accented with meticulous craftsmanship. The main level welcomes you with a charming front porch and an elegant entryway leading to a functional,

    Gloria Matlin Compass

    779 Bob o Link Rd, Highland Park, IL 60035
  • /29

    $1,175,000

    $123K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,769 Sq Ft

    881 Marion Ave, Highland Park, IL 60035

    Some homes just feel right the moment you walk in - and 881 Marion is one of them. Tucked on a beautiful stretch of Marion Avenue in Highland Park's beloved Braeside neighborhood, this 4-bedroom, 2.5-bathroom home has been thoughtfully transformed from the inside out, with carefully considered improvements that make everyday living feel effortless. The layout was reimagined with real life in mind

    Jacqueline Lotzof Compass

    881 Marion Ave, Highland Park, IL 60035
  • /42

    $1,995,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 6,630 Sq Ft

    986 Brittany Rd, Highland Park, IL 60035

    Elegant French Provincial home set on a private street just moments from downtown Highland Park. Approximately 6,175 square feet, this Hamptons-style modern home includes 5 bedrooms and 4.1 baths and is nestled on over half an acre. Features include a gracious foyer, an oversized dining room with a wall of windows, a formal living room, and a study with a wet bar. The recently updated kitchen

    Margie Brooks Baird & Warner

    986 Brittany Rd, Highland Park, IL 60035
  • /64

    $1,575,000

    • 5 Beds
    • 5.5 Baths
    • 5,819 Sq Ft

    3464 Old Mill Rd, Highland Park, IL 60035

    Expanded and renovated in 2008, this two-story prairie-style executive home offers over 9,000 square feet of finished living area across three levels, all easily accessible by a centrally located elevator or stairs, and is situated on over an acre of wooded property along a quiet, private road in Highland Park. The home offers exceptional flexibility with spaces ideal for a variety of lifestyles,

    Kelly Ipjian Exit Strategy Realty

    3464 Old Mill Rd, Highland Park, IL 60035
  • /30

    $824,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,974 Sq Ft

    1837 Eastwood Ave, Highland Park, IL 60035

    Very desirable center entry colonial on beautifully landscaped oversized lot in ideal Sherwood Forest location! Sunny, spacious, two story, 4 bedroom floor plan with 2.5 baths. Eat- in kitchen with sliders to the patio. Family room with wood burning fireplace and sliders to the back yard. Beautiful hardwood floors. Formal dining room and main floor family room make this the perfect home for

    Irena Godin Barr Agency, Inc

    1837 Eastwood Ave, Highland Park, IL 60035
  • /61

    $1,200,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,669 Sq Ft

    87 Ravinoaks Ln, Highland Park, IL 60035

    ** Multiple offers received. Seller requests 'Highest & Best' offers by 5pm, Tuesday, May 5th ** Wait til you see the beautiful updates the current owners have made to this fantastic MCM home just a few doors from Lake Michigan with ravine and seasonal lake views! Designed by J. Marion Gutnayer, this lovely 2-story brick, stone & glass mid-century modern home is filled with natural light thanks

    Lou Zucaro Baird & Warner

    87 Ravinoaks Ln, 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
  • /37

    $659,900

    $20K PRICE DROP Pending
    • 4 Beds
    • 4 Baths
    • 2,680 Sq Ft

    1908 Mccraren Rd, Highland Park, IL 60035

    Welcome to desirable Sherwood Forest in Highland Park! This triple level split has 4 spacious bedrooms on the upper level and offers the perfect layout for today's living and entertaining. One level up boasts a bright eat in kitchen and open dining and living room combo ideal for entertaining. The finished basement provides a dedicated office space, room to workout or play and a half bath and

    Sharel Shindler Compass

    1908 Mccraren Rd, Highland Park, IL 60035
  • /60

    $3,399,000

    Pending
    • 6 Beds
    • 9 Baths
    • 6,791 Sq Ft

    1755 Sunnyside Ave, Highland Park, IL 60035

    This Truly Exceptional, Exceedingly Luxurious Home on Close to an Acre, Sits on a Beautiful Tree Lined Street in a Wonderful Neighborhood! Built in 2011, Luxury Elevates every Detail, with Soaring Ceilings and an Open-Concept Layout providing both Comfort and Style. This Dramatic, Sun-Drenched home, where Walls of Windows frame Scenic Views features a Chef's Kitchen that is a True Showstopper,

    Janet Borden Compass

    1755 Sunnyside Ave, Highland Park, IL 60035
  • /40

    $2,999,999

    Open Sat 11AM - 1PM $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
  • /25

    $2,900,000

    • 4 Beds
    • 5.5 Baths
    • 5,590 Sq Ft

    1551 Mill Trail, Highland Park, IL 60035

    The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback riding-an unmatched setting

    Honore Frumentino @properties Christie's International Real Estate

    1551 Mill Trail, Highland Park, IL 60035
  • /22

    $575,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,535 Sq Ft

    949 Ridgewood Dr, Highland Park, IL 60035

    Nestled on a picturesque, tree-lined street in East Highland Park, this delightful home sits on nearly 1/3 of an acre and combines charm with modern updates. Step inside to a flexible floor plan where the Living and Dining Room blend seamlessly, anchored by a cozy wood-burning fireplace. A stunning wall of windows floods the space with natural light with views of the brick patio and lush, deep

    Ellen Chukerman Compass

    949 Ridgewood Dr, Highland Park, IL 60035
  • /29

    $1,950,000

    Pending
    • 3 Beds
    • 4.5 Baths
    • 4,750 Sq Ft

    775 Stonegate Dr, Highland Park, IL 60035

    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

    775 Stonegate Dr, Highland Park, IL 60035
  • /71

    $6,750,000

    • 5 Beds
    • 8.5 Baths
    • 8,186 Sq Ft

    117 Belle Ave, Highland Park, IL 60035

    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

    117 Belle Ave, 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
  • /2

    $150,000

    • Land
    • 0 Sq Ft

    0 Wrendale Ave Unit MRD12487576, Highwood, IL 60040

    BUILD YOUR DREAM HOME ON THIS GREAT LOT IN SOUTHEAST HIGHWOOD! LOT HAS A WATER LINE INSTALLED AND AN EASEMENT FOR OTHER UTILITIES. GREAT LOCATION, WALK TO EVERYTHING IN BOOMING HIGHWOOD! ZONED R2 (residential). BUILD UP TO A 2,864 SQUARE FOOT SINGLE FAMILY HOME ON THIS LOT.

    Cory Albiani @properties Christie's International Real Estate

    0 Wrendale Ave Unit MRD12487576, Highwood, IL 60040
  • /11

    $369,900

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,407 Sq Ft

    1795 Lake Cook Rd Unit 110, Highland Park, IL 60035

    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.

    1795 Lake Cook Rd Unit 110, Highland Park, IL 60035
  • /5

    $2,840,000

    New Construction $80K PRICE INCREASE Pending
    • 3 Beds
    • 3.5 Baths
    • 4,105 Sq Ft

    650 Walnut St Unit 301, Highland Park, IL 60035

    Introducing the North Shore's most exquisite luxury residences, The Wolbright. Occupancy Winter 2025/2026. This exclusive residential building exemplifies a modern and sophisticated design. No detail is overlooked in this 3 bedroom 3.5-bathroom home with a library and family room. 10' ceilings flooded with natural light, designer finishes, and two covered terraces create a new standard of

    Shari Saratovsky Diplomat Realty, Inc.

    650 Walnut St Unit 301, Highland Park, IL 60035

Showing Results 81 - 118, Page 3 of 3

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