Lake, IL Homes

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  /48

  $1,850,000

  • 4 Beds
  • 4 Baths
  • 4,249 Sq Ft

  890 Windsor Rd, Highland Park, IL 60035

  Nestled on nearly an acre at the end of a quiet cul-de-sac, this secluded and romantic mini-estate offers luxurious one-level living at its finest. This Cape Cod ranch, built in 1957 by a prominent local builder for his own family, seamlessly blends charm and sophistication. The home features four spacious bedrooms and four full bathrooms, including a stunning primary suite with a fireplace,

  Carol Santi Coldwell Banker Realty

  890 Windsor Rd, Highland Park, IL 60035
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• 

  

  

  /20

  $3,300 per month

  • 2 Beds
  • 1 Bath
  • 1,450 Sq Ft
  • Townhouse for Rent

  425 Orchard Ln, Highland Park, IL 60035

  Totally renovated in east HP! Duplex in residential neighborhood. Meticulously maintained 2nd floor apartment with sun room, living room, eat in kitchen, dining room, 2 bedrooms and 1 full bath. Washer/Dryer included in basement. 1425 square feet! 2 car detached garage. Walk to lake and downtown Highland Park or Highwood. All utilities are included in the rent. Owners of the building live on

  Ted Pickus @properties Christie's International Real Estate

  425 Orchard Ln, Highland Park, IL 60035
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  /30

  $810,000 Sold Jul 18, 2025

  • 3,200 Sq Ft
  • $253/SF
  • 16 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1965

  137 Hiawatha Trail, Highland Park, IL 60035

  Experience the perfect blend of comfort, style, and convenience in this impeccably renovated and thoughtfully expanded 4 Bedroom, 4 Bathroom home, nestled on almost 1/2 an acre in a serene, country-like setting-yet just moments from shops, the Metra train, the Chicago Botanic Garden, and more. This sunlit home showcases an expansive open floor plan anchored by a beautifully updated gourmet

  Melissa Newman @properties Christie's International Real Estate

  137 Hiawatha Trail, Highland Park, IL 60035
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  /7

  Est $1,543,952 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,770 Sq Ft

  177 S Deere Park Dr, Highland Park, IL 60035

  177 S Deere Park Dr, Highland Park, IL 60035
• 

  

  

  /38

  $1,095,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 4,201 Sq Ft

  780 Highland Place, Highland Park, IL 60035

  This Spacious 2-Story Home with a Great Mid Century Vibe, is in a Highly Desirable Ravinia Neighborhood with Sidewalks, Wide Streets and a Short Walk to Ravinia, Chicago Botanic Gardens, Wonderful Shops and Restaurants and the Metra Train! This Gracious Home is Perfect for Entertaining and Features a Gorgeous Winding Staircase, Warm Touches of Wood, Stone Exterior and Fireplace, Gleaming Marble

  Janet Borden Compass

  780 Highland Place, Highland Park, IL 60035
• 

  

  /13

  $1,995 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  485 Roger Williams Ave Unit 725-03, Highland Park, IL 60035

  Beautiful renovated 1 bedroom apartment! Features hardwood floors, updated kitchen & bath, separate dining area. Laundry in-unit. Pets welcome. Close to Metra, parks, restaurants, Ravinia and more! Presented by Fulton Grace, Chicago IL. *Pictures may be of a similar unit in building.

  485 Roger Williams Ave Unit 725-03, Highland Park, IL 60035
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  /51

  $1,380,000 Sold Jul 17, 2025

  • 4,896 Sq Ft
  • $282/SF
  • 3 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1977

  870 Woodbine Rd, Highland Park, IL 60035

  **MULTIPLE OFFERS RECEIVED, BEST AND FINAL OFFERS DUE VIA EMAIL, SUNDAY, JUNE 8 AT 5PM CST** Looking for a contemporary home but coming up short? This is the one you've been waiting for. Don't miss this fully renovated, light-filled modern home tucked away on a quiet cul-de-sac in desirable Highland Park, with the option of attending either Highland Park or Deerfield High Schools. Situated on a

  Audra Casey @properties Christie's International Real Estate

  870 Woodbine Rd, Highland Park, IL 60035
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  /65

  Est $3,677,834 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,950 Sq Ft

  33 Sheridan Rd, Highland Park, IL 60035

  33 Sheridan Rd, Highland Park, IL 60035
• 

  

  /26

  $1,149,000

  • 2 Beds
  • 2.5 Baths
  • 3,305 Sq Ft

  1670 Jasmine Ct, Highland Park, IL 60035

  Enjoy maintenance-free living in this expansive 3,300 square-foot ranch nestled among serene woods and a picturesque pond. Stunning views greet you from every window. The home features a luxurious primary suite with two oversized walk-in closets, two separate toilet rooms, and a glamorous en-suite bath complete with dual vanities, and walk-in shower. The inviting great room boasts a cozy

  Pete Mangione Coldwell Banker Realty

  1670 Jasmine Ct, Highland Park, IL 60035
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  /2

  $2,475 per month

  • 1 Bed
  • 1 Bath
  • 828 Sq Ft
  • Apartment for Rent

  650 Elm Place Unit 315, Highland Park, IL 60035

  One of Chicago's most desirable North Shore luxury apartment communities, one can enjoy an all-inclusive living experience through two high-quality buildings in downtown Highland Park. This 1Bed/1Ba + FLEX located near Ravinia and the St. John's Ave. Metra stop, Albion Highland Park is surrounded by retail, dining, and recreation, with tasteful interiors featuring lofty ceilings, keyless entry,

  Danielle Sittloh eXp Realty

  650 Elm Place Unit 315, Highland Park, IL 60035
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  /29

  $505,000 Sold Jul 17, 2025

  • 2,611 Sq Ft
  • $193/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1950

  1850 Garland Ave, Highland Park, IL 60035

  Nestled in the sought-after Sherwood Forest neighborhood, this beloved home awaits its next chapter. Perfect for those looking to renovate or build anew on a generous 100X179 lot, this property offers endless possibilities. The adaptable floor plan features lots of living space. There are currently 2 bedrooms and an unfinished upstairs ready for a primary suite. Perfectly positioned in one of

  Neil Gates Chase Real Estate LLC

  1850 Garland Ave, Highland Park, IL 60035
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  /24

  Est $1,761,808 Not Listed For Sale

  • 4 Beds
  • 7 Baths
  • 4,171 Sq Ft

  218 Ivy Ln, Highland Park, IL 60035

  218 Ivy Ln, Highland Park, IL 60035
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  /29

  $1,170,000

  • 4 Beds
  • 2.5 Baths
  • 3,684 Sq Ft

  2471 Augusta Way, Highland Park, IL 60035

  Welcome home to Legacy Club-Highland Park's premier maintenance-free community-where elegance meets ease. This impeccably maintained brick residence (built 2001) delivers 3,684 sq. ft. of thoughtfully designed living space, including: Main-floor primary suite with luxe spa-like bath (soaker tub, steam shower) and walk-in closet. Bright, open-concept family room with fireplace, perfect for

  Michael Hope Coldwell Banker Realty

  2471 Augusta Way, Highland Park, IL 60035
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  /9

  $1,695 per month

  • Studio
  • 1 Bath
  • Condo for Rent

  447 Roger Williams Ave Unit 730-11, Highland Park, IL 60035

  Must see renovated Studio apartment! Features hardwood floors, updated kitchen & bath, spacious living area, laundry in-unit. Pet friendly building. Steps to Jens Jensen Park. Close to Metra, restaurants and more! Presented by Fulton Grace, Chicago IL.*Pictures may be of a similar unit in building.

  447 Roger Williams Ave Unit 730-11, Highland Park, IL 60035
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  /38

  $1,100,000 Sold Jul 17, 2025

  • 4,185 Sq Ft
  • $263/SF
  • 2 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1911

  794 Dean Ave, Highland Park, IL 60035

  Welcome to this beautifully updated storybook home offering 6 bedrooms, 4.5 baths, and a prime location directly across from Ravinia Elementary and just a block from the Ravinia business district. A welcoming covered front porch with a swing, sets the tone for this inviting residence. Inside, a gracious foyer leads to a sun-drenched family room featuring a fireplace and bar-perfect for

  Debbie Glickman @properties Christie's International Real Estate

  794 Dean Ave, Highland Park, IL 60035
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  /53

  Est $1,439,745 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,452 Sq Ft

  59 Sheridan Rd, Highland Park, IL 60035

  59 Sheridan Rd, Highland Park, IL 60035
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  /41

  $979,000

  • 4 Beds
  • 4 Baths
  • 3,041 Sq Ft

  346 Roger Williams Ave, Highland Park, IL 60035

  Location, Location, Location... East Highland Park, Ravinia. Rare Opportunity - This listing is the first time this coveted .43 acre property has been available in almost 70 years. This attractive property boasts a charming 4 bedroom Spanish style home with clay tile roof and also, uniquely, has a super rare, large 2 story, 5-6 car garage / Coach house located in the rear of the property - just

  Teresa Licari Teresa Licari, Broker

  346 Roger Williams Ave, Highland Park, IL 60035
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  /2

  $3,353 per month

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • Apartment for Rent

  650 Elm Place Unit 508, Highland Park, IL 60035

  One of Chicago's most desirable North Shore luxury apartment communities, one can enjoy an all-inclusive living experience through two high-quality buildings in downtown Highland Park. Located near Ravinia and the St. John's Ave. Metra stop, Albion Highland Park is surrounded by retail, dining, and recreation. This 2bed/2ba comes with tasteful interiors features lofty ceilings, keyless entry,

  Danielle Sittloh eXp Realty

  650 Elm Place Unit 508, Highland Park, IL 60035
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  /89

  $5,750,000 Sold Jul 17, 2025

  • 7,800 Sq Ft
  • $737/SF
  • 16 Days On Market

  • 5 Beds
  • 7.5 Baths
  • Built 2008

  959 Sheridan Rd, Highland Park, IL 60035

  Experience Coastal Elegance on Lake Michigan, perfectly situated on 1 acre in East Highland Park with 100 feet of private sandy beach. ALL BLUFF WORK JUST COMPLETED BY TOP NORTH SHORE ENGINEERS! Wake up to breathtaking sunrises and UNOBSTRUCTED lake views from every window in this stunning home, designed to blend luxury and comfort seamlessly. Inside, soaring ceilings and floor-to-ceiling windows

  Kelly Dunn Rynes Berkshire Hathaway HomeServices Chicago

  959 Sheridan Rd, Highland Park, IL 60035
• 

  

  /53

  Est $983,718 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  227 Ivy Ln, Highland Park, IL 60035

  227 Ivy Ln, Highland Park, IL 60035
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  /33

  $999,000

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft

  378 Oakland Dr, Highland Park, IL 60035

  Unique one of a kind Log Cabin home on .63 of wooded acre with ravine. 5 bedrooms, 3 full baths, basement and 3 car heated garage. Beamed vaulted ceiling family room with fireplace, fireplace in primary suite as well. 2 bedrooms have separate wing with Jack and Jill bath. Property hosts potting shed, tree house, screened in music room to listen to Ravinia Festival and dog run. Located 1 Block

  Ted Pickus @properties Christie's International Real Estate

  378 Oakland Dr, Highland Park, IL 60035
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  /34

  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  633 Glenview Ave Unit 2, Highland Park, IL 60035

  633 Glenview Ave Unit 2, Highland Park, IL 60035
• 

  

  /42

  $430,000 Sold Jul 16, 2025

  • 1,725 Sq Ft
  • $249/SF
  • 9 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1952

  1317 Ferndale Ave, Highland Park, IL 60035

  Tucked in the Sherwood Forest neighborhood, amid blocks of peaceful, tree-lined streets, stands this brick and cedar midcentury gem. Step into this tastefully remodeled 4 bed/2 bath split-level and witness the interplay of modern and timeless design: an airy and open floor plan with refinished oak floors; a sunroom with exposed beams and cedar ceiling; newly installed recessed lighting and light

  Scott Berg Berg Properties

  1317 Ferndale Ave, Highland Park, IL 60035
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  /30

  Est $1,435,504 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,362 Sq Ft

  149 Oak Knoll Terrace, Highland Park, IL 60035

  149 Oak Knoll Terrace, Highland Park, IL 60035
• 

  

  /32

  $1,199,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,017 Sq Ft

  845 Green Bay Rd, Highland Park, IL 60035

  Welcome to this stunning 5-bedroom, 4.5-bathroom all-brick home, perfectly situated on the sought-after east side of Highland Park in the Ravinia neighborhood. From the moment you step into the grand foyer, you're greeted by a dramatic staircase and soaring 10-foot ceilings that set the tone for this light-filled, meticulously maintained residence. Designed with both comfort and entertaining

  Jody Dickstein @properties Christie's International Real Estate

  845 Green Bay Rd, Highland Park, IL 60035
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  /22

  $89,000 per month

  • 9 Beds
  • 19 Baths
  • 37,706 Sq Ft
  • House for Rent

  2700 Point Ln, Highland Park, IL 60035

  A once-in-a-lifetime opportunity to rent this gated, world-class estate, meticulously designed for those who live and breathe sports. This custom-built masterpiece blends luxury, recreation, and privacy in an unparalleled setting, offering nine bedrooms, 19 bathrooms, and parking for 14 cars. Whether you're hosting an exclusive event, entertaining distinguished guests, or planning a high-level

  Carrie McCormick @properties Christie's International Real Estate

  2700 Point Ln, Highland Park, IL 60035
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  /54

  $851,111 Sold Jul 15, 2025

  • 2,692 Sq Ft
  • $316/SF
  • 5 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1920

  1350 Saint Johns Ave, Highland Park, IL 60035

  Character abounds in this awesome Ravinia 5 bedroom home! Extensively remodeled over the years! First floor features hardwood floors, a welcoming living room with wood burning fireplace, a charming den/sunroom, separate spacious dining room, and a recently remodeled kitchen with stainless steel appliances, Soapstone counters, and an eat-in area. Amazing screened in porch addition with

  Cory Albiani @properties Christie's International Real Estate

  1350 Saint Johns Ave, Highland Park, IL 60035
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  /32

  Est $1,353,836 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,410 Sq Ft

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

  294 N Deere Park Dr W, Highland Park, IL 60035
• 

  

  /27

  $1,190,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,161 Sq Ft

  1712 Violet Ct, Highland Park, IL 60035

  Welcome to this beautifully designed and meticulously maintained residence offering a spacious and thoughtfully crafted floor plan perfect for both everyday living and elegant entertaining. The main level features a gracious living room with soaring ceilings, oversized windows that flood the space with natural light, and a custom bar with dedicated serving area-ideal for hosting. A private den

  Linda Levin Jameson Sotheby's Intl Realty

  1712 Violet Ct, Highland Park, IL 60035
• 

  

  /20

  $2,595 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  730 Judson Ave Unit A06C, Highland Park, IL 60035

  730 JudsonJudson + Roger WilliamsHighland Park$2695 per MonthAvailable: 9/1/2025AVAILABLE SEPTEMBER! Fabulous one bedroom, one bathroom in the heart of downtown Highland Park features new kitchen with stainless steel appliances, dishwasher, spacious living area, large bedroom, great closet space, rehabbed bathroom, hardwood floors throughout, laundry in unit, and pets are

  730 Judson Ave Unit A06C, Highland Park, IL 60035
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  /3

  $425,000 Sold Jul 15, 2025

  • 1,877 Sq Ft
  • $226/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1928

  3107 Dato Ave, Highland Park, IL 60035

  PRIME RENOVATION OPPORTUNITY IN SOUGHT-AFTER LOCATION Exceptional opportunity for builders and investors to acquire a solid 3-bedroom, 2.5-bathroom home in one of the area's most desirable neighborhoods. This approximately 1,900 square foot property presents the perfect canvas for renovation specialists to create substantial value. The spacious layout features three bedrooms, two and a half

  Mark Nesci Baird & Warner

  3107 Dato Ave, Highland Park, IL 60035
• 

  

  /30

  Est $1,704,124 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,444 Sq Ft

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

  340 N Deere Park Dr W, Highland Park, IL 60035
• 

  

  /49

  $975,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 5,283 Sq Ft

  1194 Oxford Ct, Highland Park, IL 60035

  Outdoor pool, huge back yard, walk to tennis courts, soccer and baseball fields, ice rink, sledding hill and frisbee golf. 4 bedrooms, 3 and one half bathrooms, over 3800 square feet above grade plus almost 1500 square feet in the finished basement on over 1/3 acre with 2 1/2 car garage. Beautifully updated home with 4 year new, tear off roof and Hardie siding: Enjoy a massive kitchen with newer

  Alan Meyerowitz @properties Christie's International Real Estate

  1194 Oxford Ct, Highland Park, IL 60035
• 

  

  /19

  $3,800 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  2490 Green Bay Rd Unit 1, Highland Park, IL 60035

  Completely remodeled 3 bed/2 bath within walking distance to Schools, metra, shopping and more. Bright and spacious living room with wood burning fire place. Wood floors throughout. Updated kitchen with brand new refrigerator and plenty of storage. New W/D on main level. Dining area with access to side deck. Bedrooms share modern and brand new hallway bath. Back entry area provides access to

  Jacqueline Lotzof Compass

  2490 Green Bay Rd Unit 1, Highland Park, IL 60035
• 

  

  /22

  $745,000 Sold Jul 15, 2025

  • 2,732 Sq Ft
  • $273/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  1682 Cavell Ave, Highland Park, IL 60035

  Meticulously maintained Sherwood Forest Home! Stunning new updated white kitchen and floors. Sunny family room, adjacent to kitchen features hardwood floors, built-ins, and sliders to patio. Generously sized primary bedroom with tons of closet space. The 4th bedroom has been converted into a sitting room off the primary- it can be returned back to a 4th bedroom. 2nd hall upstairs bath also

  Lisa Schulkin @properties Christie's International Real Estate

  1682 Cavell Ave, Highland Park, IL 60035
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  /49

  Est $1,450,066 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,516 Sq Ft

  333 Lakeside Place, Highland Park, IL 60035

  333 Lakeside Place, Highland Park, IL 60035
• 

  

  /21

  $415,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1027 Deerfield Place Unit 1, Highland Park, IL 60035

  Welcome to a rarely available, light-filled 1st floor condo at The Manners in Highland Park with over $15,000 in updates in the last year! Enjoy peaceful privacy with beautiful wooded and golf course views. Step inside to a generous entry foyer with a large coat closet and opens to a bright, airy living room with a gas-start fireplace, oversized sliding doors, and access to an oversized, private

  Melissa Newman @properties Christie's International Real Estate

  1027 Deerfield Place Unit 1, Highland Park, IL 60035
• 

  

  /20

  $2,750 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  696 Elm Place Unit A02C, Highland Park, IL 60035

  696 Elm PlaceElm + Green BayHighland Park$2750 per MonthAvailable: NowAVAILABLE NOW! Dazzling two bedroom, two bathroom in the heart of downtown Highland Park features rehabbed kitchen with dishwasher, spacious living area, built in AC, equal sized bedrooms, great closet space, rehabbed bathrooms, hardwood floors throughout, laundry in unit, pets welcome, and one parking

  696 Elm Place Unit A02C, Highland Park, IL 60035
• 

  

  /3

  $500,000 Sold Jul 15, 2025

  • 2,000 Sq Ft
  • $250/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  1150 Park Ave W, Highland Park, IL 60035

  Fantastic, rare, 3 BR, 2.1 BA townhome designed by award-winning architect Tony Grunsfeld. Spacious, light-filled home, with stunning views of the lush, expansive backyard with a private brick paver patio - perfect for summer gatherings. Other features include beautiful hardwood floors, 9 ft. ceilings, 2 fireplaces (in the living room and primary bedroom), floor to ceiling windows, main floor

  Marissa Hopkins @properties Christie's International Real Estate

  1150 Park Ave W, Highland Park, IL 60035
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  /44

  Est $1,087,040 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,363 Sq Ft

  58 Sheridan Rd, Highland Park, IL 60035

  58 Sheridan Rd, Highland Park, IL 60035

Showing Results 41 - 80, Page 2 of 18