112

Highland Park, IL Homes for Sale with Garage

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  • /7

    $769,990

    New Construction
    • 3 Beds
    • 2.5 - 3.5 Baths
    • 1,934 Sq Ft

    Reade Plan at The Bowery of Highland Park, Highland Park, IL 60035

    The Reade townhome offers room to spread out with a flexible first-floor retreat, an open main living level, and a private balcony for outdoor enjoyment. Thoughtfully arranged spaces throughout the home make it easy to live, work, and entertain with ease.

    M/I Homes Builder
    1700 Old Deerfield Rd Unit 41174122, Highland Park, IL 60035
  • /42

    $650,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,088 Sq Ft

    2660 Saint Johns Ave, Highland Park, IL 60035

    You'll fall in love the moment you step into the foyer of 2660 Saint Johns Ave. Hardwood floors extend throughout most of the home, the comfortable living room has a huge picture window overlooking the front yard and a charming archway leads into a formal dining room...perfect for entertaining family and friends. The kitchen was updated in 2022 with new backsplash, Quartz countertops, tile

    Steve Grunyk @properties Christie's International Real Estate

    2660 Saint Johns Ave, Highland Park, IL 60035
  • /31

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 2,750 Sq Ft

    1752 Mccraren Rd, Highland Park, IL 60035

    Welcome to this beautifully updated 4-bedroom, 2.5-bath split-level home, set on one of the largest lots on the block in sought-after Sherwood Forest. The open floor plan offers spacious, comfortable living with an easy flow between indoor and outdoor spaces. Step outside to a two-story deck overlooking the expansive fenced-in yard-perfect for entertaining, relaxing, or enjoying time outdoors.

    Matt Laricy Americorp, Ltd

    1752 Mccraren Rd, Highland Park, IL 60035
  • /43

    $1,599,000

    • 5 Beds
    • 4.5 Baths
    • 4,491 Sq Ft

    251 Oakland Dr, Highland Park, IL 60035

    Exceptional location between Braeside and Ravinia! Don't be fooled from the outside-this meticulously maintained home offers nearly 4,500 square feet of beautifully designed living space filled with timeless character. A major 2001 renovation reconfigured the first floor while updating the electrical and plumbing, installing Marvin windows, attaching the 2-car garage, and adding a stunning

    Ted Pickus @properties Christie's International Real Estate

    251 Oakland Dr, Highland Park, IL 60035
  • /36

    $679,000

    • 4 Beds
    • 2.5 Baths
    • 2,647 Sq Ft

    815 Barberry Rd, Highland Park, IL 60035

    Move-in ready, beautifully refreshed and spacious home now ready for new owners. From inviting foyer, enter large living room featuring dramatic, high vaulted ceilings, hardwood parquet floors and raised gallery area. West-facing windows dressed in Hunter Douglas Silhouette blinds let the sunshine in, brightening every day. Just a few steps up, hardwood floors with artist-painted edge extend from

    Cheryl Waldstein @properties Christie's International Real Estate

    815 Barberry Rd, Highland Park, IL 60035
  • /36

    $2,500,000

    • 5 Beds
    • 4 Baths
    • 5,443 Sq Ft

    89 Cary Ave, Highland Park, IL 60035

    Completely rebuilt and reimagined in 2021, this stunning 5-bedroom, 4-bath home offers an exceptional open-concept floor plan with high-end finishes throughout. Every major component including the roof, windows, plumbing, mechanicals, flooring, cabinetry, millwork, and appliances is just five years old, providing the feel of new construction. Designed for easy living, the home lives like a ranch

    Ted Pickus @properties Christie's International Real Estate

    89 Cary 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
  • /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
  • /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
  • /26

    $559,900

    Pending
    • 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

    Pending
    • 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
  • /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
  • /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
  • /58

    $3,450,000

    • 6 Beds
    • 6.5 Baths

    Unlisted Address

    Situated on a prime half-acre lot in sought-after East Highland Park, this one-of-a-kind custom residence, completed in 2022, offers a rare combination of timeless architecture, warm contemporary design, and purposeful functionality, all executed with an uncompromising commitment to quality. While striking curb appeal sets the tone from the moment you arrive, the grand circular driveway,

    Joshua Lipton Compass

    Unlisted Address
  • /29

    $775,000

    • 4 Beds
    • 4 Baths
    • 2,971 Sq Ft

    2843 Twin Oaks Dr, Highland Park, IL 60035

    This Beautifully Updated Mid Century Highlands Home Sits on a Large Wooded Lot and has a High End Kitchen with White Cabinets, Granite Countertops, Stone Subway Tile Backsplash, Stainless Appliances, Double Oven, and More. An Addition with a Spacious Mudroom and an Extra Half Bath Expands the Main Floor. There are 4 bedrooms and 2 Baths on the 2nd Floor. Other Features Include Hardwood and Stone

    Janet Borden Compass

    2843 Twin Oaks Dr, 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
  • /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
  • /26

    $649,000

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    872 Virginia Rd, Highland Park, IL 60035

    Come see this fabulous four-bedroom, 2.5-bath ranch-style home featuring a desirable open floor plan and an unbeatable location near the West Ridge Community Center and Sherwood Elementary School. Thoughtfully updated and move-in ready, this home offers beautiful hardwood floors throughout and plenty of inviting living space. The bright, functional kitchen opens to the dining and living areas and

    Annika Valdiserri @properties Christie's International Real Estate

    872 Virginia Rd, Highland Park, IL 60035
  • /31

    $1,450,000

    • 5 Beds
    • 6 Baths
    • 5,118 Sq Ft

    315 N Deere Park Dr W, Highland Park, IL 60035

    Charming 1929 English Tudor in prime Braeside location with beach rights. This 5 bedroom, 4.2 bath home combines solid stone construction and classic architectural detail with substantial living space (4100 SF) and many recent updates, including a new composite roof (2023), new copper gutters, many new windows, and new hardwood flooring on the second floor. The inviting main floor features a

    Debbie Scully @properties Christie's International Real Estate

    315 N Deere Park Dr W, 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
  • /26

    $995,000

    • 4 Beds
    • 2.5 Baths
    • 3,511 Sq Ft

    890 Dryden Ln, Highland Park, IL 60035

    Multiple offers received. Highest and best due by Monday, 8/31/26 by 9am. Amazing opportunity to make this 4 bedroom, 2 full and 1 half bath brick home your own, ideally located in a desirable East Highland Park neighborhood close to town, train, the Green Bay Trail and schools. The first floor features a spacious entry with slate flooring, separate formal living and dining rooms, an eat-in

    Beth Wexler @properties Christie's International Real Estate

    890 Dryden Ln, Highland Park, IL 60035
  • /25

    $489,000

    $6K PRICE DROP
    • 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
  • /21

    $569,000

    Pending
    • 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
  • /48

    $2,200,000

    • 4 Beds
    • 3.5 Baths
    • 4,322 Sq Ft

    165 Maple Ave, Highland Park, IL 60035

    Dramatic Architecture in a Prime East Location! This Stunning Contemporary with a Main Floor Primary Suite sits on a Gorgeous, Professionally Landscaped Parcel of Close to an Acre with Sweeping Ravine Views. Set Far back from the Street, Offering Privacy, yet a Short Walk to Town this Exudes the Best of Everything. It Lives like a Ranch with All You Need on the Main Level, and 3 Bedrooms on the

    Janet Borden Compass

    165 Maple Ave, Highland Park, IL 60035
  • /40

    $2,699,900

    $799K 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

    $1,150,000

    $100K PRICE DROP
    • 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
  • /17

    $475,000

    Pending
    • 1 Bed
    • 1 Bath
    • 1,430 Sq Ft

    154 Leonard Wood S Unit 213, Highland Park, IL 60035

    Experience the perfect blend of elegance and contemporary living in this exceptional 1 bedroom + loft condo located in the coveted Tower Barracks East at Historic Fort Sheridan. Overlooking the iconic Parade Grounds, this open and airy second-floor unit is filled with natural light and showcases the architectural details that make Fort Sheridan so distinctive. Inside, you'll find soaring vaulted

    Susan Brown Burklin @properties Christie's International Real Estate

    154 Leonard Wood S Unit 213, Highland Park, IL 60035
  • /44

    $750,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,861 Sq Ft

    1645 Sherwood Rd, Highland Park, IL 60035

    New Price! Nestled in tree-lined Sherwood Forest, near parks and transportation, is this welcoming, updated, and well-maintained 2-story Colonial home ready for you! Total Kitchen remodel 2015 with all the bells and whistles and Bath remodels - Primary, Hall and Powder Room - in 2017. Bright two-story entry with an exceptionally striking staircase, inviting Living Room with full-length Bay

    Lynn Kosner Baird & Warner

    1645 Sherwood Rd, Highland Park, IL 60035

Showing Results 41 - 80, Page 2 of 3

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