128

Highland Park, IL Homes for Sale

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  • /5

    $2,500,000

    New Construction Pending
    • 6 Beds
    • 5.5 Baths
    • 4,968 Sq Ft

    1356 Glencoe Ave, Highland Park, IL 60035

    Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available June 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 5.1-bath home offers approximately 5,400 square feet of curated living space across three impeccably finished

    Beth Wexler @properties Christie's International Real Estate

    1356 Glencoe Ave, Highland Park, IL 60035
  • /34

    $474,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,159 Sq Ft

    1284 Deerfield Place, Highland Park, IL 60035

    Cute Three Bedroom Two bath corner ranch. Move in condition. Full finished basement. Two car garage. Great starter home for young family or perfect one level home for empty nester wanting to downsize. Walking distance to HP community pool. Close to downtown, Sunset Golf Course and interstate. Great quite area of Highland Park.

    Peter Barber Berkshire Hathaway HomeServices Chicago

    1284 Deerfield Place, Highland Park, IL 60035
  • /23

    $550,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,024 Sq Ft

    1055 Hillcrest Ave, Highland Park, IL 60035

    1055 Hillcrest Avenue is a thoughtfully updated split level home offering 3 bedrooms, 2 full bathrooms, and a finished lower level in a prime location. From the moment you walk in, you are welcomed by a stunning open kitchen with stainless steel appliances and gorgeous floor to ceiling windows, which bring in abundant natural light throughout the main level. The layout offers the perfect flow for

    Jennifer Boudreau Compass

    1055 Hillcrest Ave, 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
  • /30

    $990,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,582 Sq Ft

    828 Woodleigh Ave, Highland Park, IL 60035

    Your wait is FINALLY over for this Highlands Masterpiece, and this IS the home you've been waiting for! So much new in this 3,582 sq ft, 4 bedroom + office, 2.1 bath home! Inviting paver walkway & dramatic double door entry lead you to the light filled 2 story foyer, setting the palate upon entry to this beauty that is located on a quiet cul-de-sac. Wide plank hardwood floors throughout most of

    David Schwartz Baird & Warner

    828 Woodleigh Ave, Highland Park, IL 60035
  • /40

    $1,375,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 4,874 Sq Ft

    3290 Brook Rd, Highland Park, IL 60035

    Exceptional custom mid-century modern residence set on a picturesque .62-acre lot in sought-after Highland Park. Built in 1969 and thoughtfully updated throughout, this stunning 4,874-square-foot home offers 5 bedrooms, 3.1 baths, and a perfect blend of timeless architectural design and modern functionality. Floor-to-ceiling windows fill the home with natural light and showcase breathtaking views

    Pete Mangione Coldwell Banker Realty

    3290 Brook Rd, Highland Park, IL 60035
  • /25

    $1,435,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,782 Sq Ft

    1725 Lilly Ct, Highland Park, IL 60035

    Fabulous ranch in maintenance-free Hybernia offers effortless single-level living with upscale finishes throughout. The inviting great room features vaulted ceilings and a newly designed stone fireplace flanked by custom cabinetry. Floor-to-ceiling windows and sliders from the living room and kitchen open to a redesigned Trex deck overlooking serene pond views. The renovated kitchen is a cook's

    Maxine Goldberg Engel & Voelkers Chicago North Shore

    1725 Lilly Ct, 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
  • /8

    $449,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths

    636 Homewood Ave, Highland Park, IL 60035

    2 Flat. Each unit is 2 bedrooms, 1 bath. Long time tenants. Basement. Large parking lot. Near town, train, park, hospital and more. Sold "As Is".

    Andrew Shevelev American Real Estate Services

    636 Homewood Ave, Highland Park, IL 60035
  • /21

    $450,000

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

    Unlisted Address

    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

    Unlisted Address
  • /57

    $3,995,000

    Pending
    • 6 Beds
    • 9 Baths
    • 6,973 Sq Ft

    180 Central Ave, Highland Park, IL 60035

    Custom built in 2015 and meticulously maintained, this Highland Park residence offers a refined and elegant combination of architectural design, structural integrity, and everyday functionality, just steps from Lake Michigan. Designed by Northworks Architects and constructed by Schmidt & Hageland Builders, the home reflects a thoughtful focus on long-term durability and performance. Construction

    Sheetal Balani Compass

    180 Central Ave, Highland Park, IL 60035
  • /71

    $1,850,000

    Open Sun 1PM - 3PM
    • 6 Beds
    • 9 Baths
    • 9,400 Sq Ft

    1745 Sundrop Cir, Highland Park, IL 60035

    Surrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home offers water views and privacy seldom experienced. ***New Roof and Patio - 2020***New Exterior Paint - 2023***Kitchen Renovation - 2018***New Dishwasher - 2021***New Disposal - 2025***New Marble and Hardwood Flooring***Closets Professionally Organized - 2021***Whole House Generator - 2018***New Basement

    Rita Masini Compass

    1745 Sundrop Cir, Highland Park, IL 60035
  • /63

    $2,900,000

    • 6 Beds
    • 9 Baths
    • 9,886 Sq Ft

    1630 Ridge Rd, Highland Park, IL 60035

    Some estates are built to impress. This one was built to live in, beautifully, privately, and without compromise. Set behind a gated entry on 1.34 professionally landscaped acres, this stone and brick manor offers something increasingly rare on Chicago's North Shore: true privacy, generous space, and a connection to nature that cannot be manufactured. A serene prairie stretches beyond the

    Dina Lissner Nanberg Baird & Warner

    1630 Ridge Rd, Highland Park, IL 60035
  • /23

    $509,000

    • 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
  • /16

    $399,000

    Pending
    • 1 Bed
    • 1 Bath
    • 1,047 Sq Ft

    815 Laurel Ave Unit 203, Highland Park, IL 60035

    Welcome to Laurel Residences, your gateway to Maintenance-Free living in Downtown Highland Park! This newer construction offers a unique and sophisticated condominium experience, boasting the highest quality materials and impeccable design, all within the heart of downtown Highland Park. Located close to Lake Michigan, scenic parks, trendy restaurants, upscale shopping, and convenient train

    Geri Emalfarb @properties Christie's International Real Estate

    815 Laurel Ave Unit 203, 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 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
  • /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
  • /35

    $699,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    829 Saint Johns Ave, Highland Park, IL 60035

    This home has been completely redone. Brand-new kitchen with stainless steel appliances, bar to sit at, and lovely built-ins. Updates include 2 new bathrooms, an all-new brick paver driveway that accommodates 9 cars, the entire interior and exterior have been painted, new gutter guards, gorgeous new landscaping, all-new copper plumbing, light fixtures throughout, new electric, new vaulted

    Kim Kelley Baird & Warner

    829 Saint Johns Ave, Highland Park, IL 60035
  • /39

    $1,150,000

    Pending
    • 4 Beds
    • 4 Baths
    • 3,668 Sq Ft

    3525 Old Mill Rd, Highland Park, IL 60035

    Peace, privacy, perfection! This beautiful home on over an acre with a main floor primary suite features incredible views of the magnificent property! Gutted to the studs in 2016, a 2nd floor with 2 huge bedrooms and a shared bath was added! Light filled space along with a wonderful screened porch and an outdoor deck truly maximizes the serene setting. The kitchen opens to the family room and

    Janet Borden Compass

    3525 Old Mill Rd, Highland Park, IL 60035
  • /19

    $595,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    895 Sumac Rd, Highland Park, IL 60035

    Tucked away on a spacious corner lot in one of Highland Park's quiet hidden gem locations, this inviting tri-level home offers space, character, and a layout designed for comfortable everyday living. With multiple levels of living space and a finished sub-basement, there is truly room for everyone here. The sun-filled living room welcomes you with soaring vaulted ceilings, a dramatic wall of

    Julia Alexander Keller Williams North Shore West

    895 Sumac Rd, Highland Park, IL 60035
  • /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
  • /40

    $1,499,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,547 Sq Ft

    485 Ravine Dr, Highland Park, IL 60035

    Nestled in prime East Highland Park, this beautifully updated 1938 Colonial Revival home blends timeless character, modern amenities, and exceptional curb appeal. Steps to dining and shopping in vibrant downtown Highland Park, the newly enhanced public library, highly rated schools, and Metra North train station. Perfect lake living - walk down to Millard Park Beach and nearby Northshore Yacht

    Debbie Scully @properties Christie's International Real Estate

    485 Ravine Dr, Highland Park, IL 60035
  • /33

    $1,299,000

    • 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
  • /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
  • /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
  • /33

    $499,900

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,290 Sq Ft

    1184 Wade St, Highland Park, IL 60035

    Designed by noted architect John Van Bergen, this architecturally significant East Highland Park residence offers the rare combination of historic character, thoughtful design, and highly desirable one-level living. Set on a large corner lot with mature trees and native plants, the home feels like a private retreat just blocks from Rosewood Beach and an easy walk to downtown Ravinia, Highland

    Joshua Black eXp Realty

    1184 Wade St, 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
  • /10

    $60,000

    • Land
    • 1.26 Acres
    • $47,619 per Acre

    0 County Line Rd Unit MRD12636342, Highland Park, IL 60035

    Rare opportunity to acquire a 1.26-acre, 12-parcel assemblage in the prestigious Northmoor area of Highland Park. This heavily wooded site offers an incredible natural footprint with a 2025 verified ground elevation of 634.81' physically sitting 2.01 feet above the Base Flood Elevation. Due to strict local floodway and jurisdictional wetland regulations, traditional residential development is

    Oscar Darden DEI Realty LLC

    0 County Line Rd Unit MRD12636342, 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
  • /40

    $779,900

    • 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

    $699,000

    • 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

    • 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
  • /2

    $278,000

    Pending
    • Land
    • 8,276 Sq Ft
    • $1,463,158 per Acre

    761 Dean Ave, Highland Park, IL 60035

    Beautiful Property

    Misael Chacon Beycome Brokerage Realty LLC

    761 Dean Ave, Highland Park, IL 60035
  • /39

    $1,199,900

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    1062 Livingston (Lot 4) Ave, Highland Park, IL 60035

    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

    1062 Livingston (Lot 4) Ave, 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
  • /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

    $2,080,000

    • 4 Beds
    • 3.5 Baths
    • 4,254 Sq Ft

    327 Marshman St, Highland Park, IL 60035

    HGTV designer Leanne Ford loves white because it acts as a calming "reset" for the mind and provides a versatile, blank canvas. While interior design trends are constantly changing, one style that never goes out of fashion is the timeless all-white interior. Welcome to this beautiful all-white retreat at 327 Marshman Avenue in Highland Park, Illinois. Located in the desirable eastern part of

    Jonathan Minerick Homecoin.com

    327 Marshman St, Highland Park, IL 60035
  • /51

    $489,995

    $35K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    2617 Summit Ave, Highland Park, IL 60035

    Sun-filled Corner Lot Hm 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
  • /48

    $1,850,000

    Pending
    • 6 Beds
    • 5.5 Baths
    • 4,731 Sq Ft

    2291 Hybernia Dr, Highland Park, IL 60035

    This renovated 6-bedroom, 5 full and 1 half-bath home, set on a private sanctuary in sought-after Hybernia, exudes calm luxury and sophistication. Designed for both everyday living and entertaining, the home offers an open floor plan with dramatic double-height ceilings, oversized windows, numerous skylights, expansive room sizes and high-end finishes throughout. The main level features a

    Beth Wexler @properties Christie's International Real Estate

    2291 Hybernia Dr, Highland Park, IL 60035
  • /46

    $1,995,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,430 Sq Ft

    151 Maple Ave, Highland Park, IL 60035

    A rare opportunity to own an architecturally significant Mid-Century Modern masterpiece by renowned architects Keck & Keck, nestled on an extraordinary 1.17-acre wooded site in one of East Highland Park's most coveted locations. Built in 1956 and thoughtfully rehabbed, this iconic ranch residence seamlessly blends timeless modernist design with contemporary comfort while embracing its

    Tim Stassi Dwell One Realty

    151 Maple Ave, Highland Park, IL 60035

Showing Results 41 - 80, Page 2 of 4

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