Recently Sold Highwood, IL Homes

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  /22

  $705,000 Sold Jul 02, 2025

  • 2,430 Sq Ft
  • $290/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2001

  950 Augusta Way Unit 209, Highland Park, IL 60035

  Experience the perfect blend of luxury, space, and serenity in this spectacular 3-bedroom, 2.5-bath condo offering over 2,400 sq ft of beautifully designed living space at The Legacy Club in Highland Park. Enjoy breathtaking views of the surrounding trails from your oversized windows and private balconies, creating a peaceful, nature-inspired backdrop to everyday living. Inside, you'll find an

  Lisa Rome Jameson Sotheby's International Realty

  950 Augusta Way Unit 209, Highland Park, IL 60035
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• 

  

  

  /24

  $940,000 Sold Jun 30, 2025

  • 3,141 Sq Ft
  • $299/SF
  • 18 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2000

  314 Whistler Rd, Highland Park, IL 60035

  Nestled on a picturesque meadow with serene pond views, this stunning 3-bedroom, 3.5-bath home offers over 4,800 sq. ft. of total living space. Designed for both elegance and comfort, the main level spans 3,141 sq. ft. with soaring 10-ft. ceilings and solid 8-ft. doors, creating a grand yet inviting atmosphere. Inside, you'll find separate formal living and dining rooms, a spacious gourmet

  Jacqueline Lotzof Compass

  314 Whistler Rd, Highland Park, IL 60035
• 

  

  

  /23

  $430,000 Sold Jun 25, 2025

  • 1,574 Sq Ft
  • $273/SF
  • 2 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1885

  204 Leonard Wood S Unit 204, Highland Park, IL 60035

  Historic Fort Sheridan Condo overlooking parade grounds. 1 bedroom with walk-in closet + 2nd floor loft, 1 bathroom unit with loads of exposed brick, 25ft beamed ceilings, updated kitchen, flooring, lighting and lots more. 1 parking spot in heated garage and additional storage unit. Come be a part of Fort Sheridan with beach access, miles of nature preserve paths, bird watching and historic

  Alan Meyerowitz @properties Christie's International Real Estate

  204 Leonard Wood S Unit 204, Highland Park, IL 60035
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  /2

  $865,000 Sold Jun 06, 2025

  • 3,102 Sq Ft
  • $279/SF

  • 3 Beds
  • 2.5 Baths
  • Built 1905

  324 Leonard Wood S Unit 203, Highland Park, IL 60035

  Nestled in the heart of Fort Sheridan, this stunning condo blends timeless architecture with modern sophistication. Dramatic 20-foot vaulted ceilings, exposed brick, rustic beams, and 6-foot windows overlooking the historic parade grounds create a one-of-a-kind living experience. Step into the warm and inviting living room, where a gas fireplace with built-in shelving serves as a striking

  Karen Chien-Rooney Compass

  324 Leonard Wood S Unit 203, Highland Park, IL 60035
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  /22

  $860,000 Sold May 15, 2025

  • 2,660 Sq Ft
  • $323/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1979

  615 Euclid Ct, Highland Park, IL 60035

  MULTIPLE OFFERS RECEIVED, BEST AND FINAL DUE 4/13 AT 8 PM. Welcome to 615 Euclid Court - a beautifully maintained and thoughtfully updated home in a highly desirable neighborhood. This 3-bedroom plus office, 2.5-bath home offers an ideal blend of style, comfort, and function. Step into the heart of the home, where an updated white kitchen shines with Sub-Zero refrigeration, double ovens, a Bosch

  Lyn Wise @properties Christie's International Real Estate

  615 Euclid Ct, Highland Park, IL 60035
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  /8

  $685,000 Sold May 07, 2025

  • 2,392 Sq Ft
  • $286/SF
  • 25 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1924

  366 Walker Ave, Highland Park, IL 60035

  Exceptional investment opportunity in Highland Park! This meticulously maintained three-flat property, complete with an additional garage apartment, offers a variety of income-generating options. The first-floor unit features two spacious bedrooms, a well-appointed kitchen, a full bath, and a generous living room. The second unit spans two levels, with a kitchen and inviting living room on the

  Joey Batliner Listing Leaders Northwest, Inc

  366 Walker Ave, Highland Park, IL 60035
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  /33

  $1,300,000 Sold May 05, 2025

  • 4,481 Sq Ft
  • $290/SF
  • 5 Days On Market

  • 3 Beds
  • 4.5 Baths

  206 Whistler Rd, Highland Park, IL 60035

  This is a rare opportunity to own a unique residence in Fort Sheridan's historic Enlisted Men's Mess Hall. The home features soaring ceilings, tall windows, and hardwood floors throughout; carpet was added for comfort in the primary suite. The open floor plan is filled with natural light, and there are two generous outdoor spaces; a large balcony spanning nearly the entire side of the building

  Lyn Wise @properties Christie's International Real Estate

  206 Whistler Rd, Highland Park, IL 60035
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  /31

  $340,000 Sold May 01, 2025

  • 1,878 Sq Ft
  • $181/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  415 Bloom St, Highland Park, IL 60035

  Prime location, stylish home, garage parking and spacious lot. Renovated modern kitchen and bathroom with quality finishes. Spacious lower level for storage and laundry. 3 bedrooms on 2nd level, first floor with bedroom/office option. Exterior has a cedar and stacked stone facade. 1 car garage with extra exterior parking, large outdoor space. Fantastic location close to Metra, Highwood

  Alison Wertheimer @properties Christie's International Real Estate

  415 Bloom St, Highland Park, IL 60035
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  /9

  $455,000 Sold Apr 30, 2025

  • 1,846 Sq Ft
  • $246/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2001

  950 Augusta Way Unit 101, Highland Park, IL 60035

  SOLD BEFORE PROCESSING. Spacious and serene, this over 1800 square ft 2 bed 2 bath condo in the sought after Legacy club offers privacy and convenience on the first floor. The large primary suite, versatile second bedroom, and open living space feature hardwood floors and loads of space to call your home. Wonderful storage, in unit laundry a beautiful kitchen boasting granite counter tops and a

  Debbie Glickman @properties Christie's International Real Estate

  950 Augusta Way Unit 101, Highland Park, IL 60035
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  /28

  $290,000 Sold Apr 16, 2025

  • 888 Sq Ft
  • $327/SF
  • 27 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1920

  419 Bloom St, Highland Park, IL 60035

  Prime location, ranch style living with massive backyard. 2 exterior parking spots. 2 bedrooms on main level. Large unfinished attic space 18x 24, great for storage or creative use. Very spacious lower level with full bathroom and laundry room plus summer style kitchen. Fantastic location close to Metra, Highwood restaurants, parks and schools. B1a Zoning. Consider a purchase with next door

  Alison Wertheimer @properties Christie's International Real Estate

  419 Bloom St, Highland Park, IL 60035
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  /36

  $640,000 Sold Apr 07, 2025

  • 2,660 Sq Ft
  • $241/SF
  • 4 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1885

  264 Leonard Wood S Unit 108, Highland Park, IL 60035

  Stunning parade ground views from this impressive 1st floor, 3 bedroom condo in the historic Barracks! New roof! Freshly stained large patio with amazing views of the historic water tower. High ceilings, hardwood floors, 2 side by side attached and heated parking spots, large lower level "English style" with natural light, 3rd bedroom, 3rd full bathroom and laundry. They say with real estate

  Alison Wertheimer @properties Christie's International Real Estate

  264 Leonard Wood S Unit 108, Highland Park, IL 60035
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  /2

  $430,000 Sold Mar 25, 2025

  • 1,446 Sq Ft
  • $297/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  940 Augusta Way Unit 214, Highland Park, IL 60035

  Welcome to one of the most beautiful condo complexes in Highland Park! This attractive 2 bedroom 2 bathroom condo is located at the highly desirable Legacy Club! Enjoy resort style living in a convenient elevator building close to the expressway, downtown Highwood and downtown Highland Park. Enjoy a glass of wine and a book while watching the sunsets from your massive west facing private

  Shay Hata @properties Christie's International Real Estate

  940 Augusta Way Unit 214, Highland Park, IL 60035
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  /32

  $840,000 Sold Mar 24, 2025

  • 2,940 Sq Ft
  • $286/SF
  • 48 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2011

  588 Chicago Ave, Highland Park, IL 60035

  The sellers are motivated to sell this beautiful, immaculately maintained newer home in Highland Park! Come see this golf course-adjacent newer home in the heart of Chicago's North Shore. This gorgeous home has the FIRST FLOOR MASTER and OPEN KITCHEN/DINING/LIVING FLOORPLAN you've been looking for. Crown molding and hardwood throughout! Over 2,940 SQUARE FEET above ground PLUS 1,543 SQUARE FEET

  Carolyn Cerf @properties Christie's International Real Estate

  588 Chicago Ave, Highland Park, IL 60035
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  /61

  $1,027,500 Sold Mar 05, 2025

  • 4,417 Sq Ft
  • $233/SF
  • 9 Days On Market

  • 4 Beds
  • 5 Baths

  3287 Western Ave, Highland Park, IL 60035

  Experience this 4 bedroom and 5 full bathroom dream home -- a 2020 exceptional architectural rehab in northern Highland Park, just steps from Ft. Sheridan. The main level is thoughtfully designed for modern living, featuring a light-filled kitchen with a massive 15-foot island and high-end appliances including 48" 6-burner Wolf oven, 48" Sub Zero refrigerator, and endless storage -- perfect for

  Yehuda Cohen Baird & Warner

  3287 Western Ave, Highland Park, IL 60035
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  /41

  $549,000 Sold Feb 14, 2025

  • 1,722 Sq Ft
  • $319/SF

  • 2 Beds
  • 2 Baths
  • Built 1895

  174 Leonard Wood S Unit 209, Highland Park, IL 60035

  Stunning Fort Sheridan Condo with Historic Charm and Modern Comfort. Experience the perfect blend of historic elegance and contemporary luxury in this impressive condo located in the Tower Barracks East at Fort Sheridan. Offering breathtaking views of the parade ground, this open and airy second-floor residence is bathed in natural light and features. Spacious Living: Enjoy 2 generously sized

  Alison Wertheimer @properties Christie's International Real Estate

  174 Leonard Wood S Unit 209, Highland Park, IL 60035
• 

  

  /21

  $499,900 Sold Jan 17, 2025

  • 1,650 Sq Ft
  • $303/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  3319 Western Ave, Highland Park, IL 60035

  Discover this beautifully renovated gem in Highland Park, offering over 1,600 square feet of thoughtfully designed living space in a quiet and highly desirable location. This home is a perfect blend of modern elegance and timeless charm, meticulously updated to meet the needs of today's homeowner. Step inside and be greeted by a bright, open-concept layout, where natural light pours through large

  Stephen Covalt Coldwell Banker Realty

  3319 Western Ave, Highland Park, IL 60035
• 

  /2

  $1,010,000 Sold Jan 08, 2025

  • 3,600 Sq Ft
  • $281/SF
  • 57 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1956

  3286 Western Ave, Highland Park, IL 60035

  Fabulous Traditional two-story home in a wonderful setting within one the finest neighborhoods in Highland Park. Gorgeous Landscaping sets the stage for this home expanded and rehabbed in 2017. Living Room with coffered ceiling opens to Kitchen creating a casual yet elegant space. White Shaker Cabinets, Stainless appliances, Huge Island with plenty of seating. There is a Dining Area with enough

  Jeannine Viti Berkshire Hathaway HomeServices Chicago

  3286 Western Ave, Highland Park, IL 60035
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  /30

  $710,000 Sold Jan 07, 2025

  • 2,284 Sq Ft
  • $311/SF
  • 55 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1885

  314 Leonard Wood S Unit 205, Highland Park, IL 60035

  Experience the allure of this stunning second-floor Cavalry Barracks condo in the highly sought-after Fort Sheridan area, where the train, beach, and town are all just a short walk away. The open and expansive floor plan is perfect for both daily living and entertaining guests. Features include rich hardwood floors, a neutral color scheme throughout, abundant natural light, and distinctive

  Anne Hardy Berkshire Hathaway-Chicago

  314 Leonard Wood S Unit 205, Highland Park, IL 60035
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  /14

  $567,500 Sold Jan 03, 2025

  • 2,061 Sq Ft
  • $275/SF
  • 0 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2002

  3535 Patten Rd Unit 6G, Highland Park, IL 60035

  Move-in ready SUNNY 6th floor, 2 bedroom, 2 1/2 bath condo located at The Ravines at Fort Sheridan. Entry leads to a large living room with stone surround fireplace, wall of built-ins and formal dining area. Spacious kitchen with wood Shaker cabinetry, granite counters, prep island, stainless steel appliances and eat-in area with sliders that lead to a balcony, which offers exceptional views of

  Beth Wexler @properties Christie's International Real Estate

  3535 Patten Rd Unit 6G, Highland Park, IL 60035
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  /31

  $750,000 Sold Dec 05, 2024

  • 3,458 Sq Ft
  • $217/SF
  • 1 Day On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1980

  590 Euclid Ct, Highland Park, IL 60035

  Welcome to the beautiful Highlands of Highland Park! This spacious brick Colonial exudes charm and sophistication, offering a wonderful layout perfect for both entertaining and everyday living. Step into the grand two-story entry that welcomes you into a bright and airy living room. Enjoy family gatherings in the cozy family room, complete with a fireplace, or host elegant dinners in the separate

  Carol Santi Coldwell Banker Realty

  590 Euclid Ct, Highland Park, IL 60035
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  /16

  $600,000 Sold Dec 04, 2024

  • 1,926 Sq Ft
  • $312/SF

  • 2 Beds
  • 2 Baths
  • Built 2001

  950 Augusta Way Unit 304, Highland Park, IL 60035

  Beautiful 2-bedroom, 2-bath condo with stunning views and a spacious balcony. This home features hardwood floors throughout, with new carpet in the secondary bedroom. Large dining room for entertaining and living room offers built-in shelving, perfect for display and storage. The updated kitchen is equipped with high-end Sub-Zero and Thermador appliances, and the bathrooms have been tastefully

  Jodi Cinq-Mars Keller Williams North Shore West

  950 Augusta Way Unit 304, Highland Park, IL 60035
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  /33

  $690,000 Sold Nov 12, 2024

  • 4,100 Sq Ft
  • $168/SF
  • 25 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2000

  708 Burchell Ave, Highland Park, IL 60035

  Awesome Highland Park Location!! The newer 4000 sqft all-brick ranch has 4 bedrooms and 3 full baths and is situated on a private dead-end street. This home features a beautiful designer kitchen, a two-way fireplace, and an open-concept living space with stunning hardwood floors! Enjoy the fully finished lower level with lookout windows, tons of natural light, and 9ft ceilings. The lower level

  Mark Nesci Baird & Warner

  708 Burchell Ave, Highland Park, IL 60035
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  /38

  $800,000 Sold Nov 08, 2024

  • 2,031 Sq Ft
  • $394/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  530 Audubon Place, Highland Park, IL 60035

  Impeccably updated mid-century modern home with exceptional open floor plan that includes the kitchen, living room, dining room, family room, and mud room all on the main level. This light-filled home is not to be missed! Featuring vaulted and beamed ceilings, under eave transom windows, exposed brick walls, gleaming hardwood floors, and glass doors to the patio and yard with lush perennial

  Peggy Glickman @properties Christie's International Real Estate

  530 Audubon Place, Highland Park, IL 60035
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  /21

  $585,000 Sold Oct 31, 2024

  • 2,500 Sq Ft
  • $234/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths

  399 Temple Ave, Highland Park, IL 60035

  Beautiful historic Victorian home in east Highland Park located within walking distance of nightlife, train, schools and Lake Michigan. Long time owners have lovingly cared for this beauty, making sophisticated updates while keeping the integrity and charm of this important home of Highland Park. The first floor features a welcoming foyer which opens to an elegant living room with large windows

  Suzanne Beu Jameson Sotheby's International Realty

  399 Temple Ave, Highland Park, IL 60035
• 

  

  /38

  $831,000 Sold Oct 28, 2024

  • 2,807 Sq Ft
  • $296/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1995

  805 North Ave, Highland Park, IL 60035

  Fabulous, bright, spacious and modern home with an open floor plan on a quiet cul-de-sac street close to the Metra train, amazing restaurants and the lakefront! The entry foyer leads you into a two story living and dining room, flooded with natural light. The beautifully remodeled white kitchen with granite and stainless appliances opens to the family room with hardwood floors, a built-in bar

  Janet Borden Compass

  805 North Ave, Highland Park, IL 60035
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  /29

  $640,000 Sold Oct 17, 2024

  • 3,856 Sq Ft
  • $166/SF
  • 24 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1979

  583 Warbler Ct, Highland Park, IL 60035

  Motivated seller. Gracious contemporary split level, with a cedar, brick and stone exterior, is set on a lovely cul-de-sac location in a very desirable neighborhood. Stunning architectural details! The room sizes are very generous and the floor plan is perfect for entertaining and everyday living. Enter a huge gallery foyer which is adjacent to the inviting living room, separate dining room and

  Judy Weiss @properties Christie's International Real Estate

  583 Warbler Ct, Highland Park, IL 60035
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  /21

  $525,000 Sold Sep 30, 2024

  • 2,195 Sq Ft
  • $239/SF
  • 17 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  940 Augusta Way Unit 205, Highland Park, IL 60035

  End unit attractive condo located at The Legacy Club offering 2195 SF with 2 bedrooms and 2 full baths. The covered balcony allows for grilling and offers private East views overlooking Exmoor CC. The open floor plan offers a sunny Eat in Kitchen with Granite counters. Spacious in unit Laundry room with a utility sink. The Master Suite is large with a walk in closet. Convenient to the

  Karen Skurie Baird & Warner

  940 Augusta Way Unit 205, Highland Park, IL 60035
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  /40

  $400,000 Sold Sep 18, 2024

  • 1,232 Sq Ft
  • $325/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  2520 Green Bay Rd, Highland Park, IL 60035

  Incredible opportunity to buy a spacious, move-in ready raised ranch on beautiful lot in Highland Park. This stucco home features 3 bedrooms, 2 full baths, a spacious front porch overlooking a large front yard, parking pad, fully fenced gorgeous back yard, 2 car detached garage plus parking pad, a large unfinished attic, fully finished basement with laundry room, a 2nd kitchen, an office, family

  Alison Wertheimer @properties Christie's International Real Estate

  2520 Green Bay Rd, Highland Park, IL 60035

Showing Results 41 - 68, Page 2 of 2