Newest Homes for Sale in Highland Park, IL

• 

  

  

  /42

  $873,500

  • 4 Beds
  • 2 Baths
  • 2,622 Sq Ft

  1538 Oakwood Ave, Highland Park, IL 60035

  A welcoming brick paver walkway leads to a large covered front porch with a hanging porch swing, setting the tone for the warmth and charm you'll find once you step inside this home. This beautifully maintained brick home combines timeless character with modern updates, all situated on an expansive 50' x 220' professionally landscaped, fenced lot, expansive brick paver patio, and a two-car,

  Mirella Caputo @properties Christie's International Real Estate

  1538 Oakwood Ave, 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
• 

  

  

  /15

  $169,000

  • 2 Beds
  • 2 Baths
  • 1,089 Sq Ft

  891 Central Ave Unit 336, Highland Park, IL 60035

  Wonderful, light-filled 2-bedroom, 2-bath condominium featuring an open floor plan in the highly desirable Sunset Woods Condominiums, a 62+ senior community. Wood floors in kitchen and foyer. Convenient in-unit laundry completes the home's thoughtful layout. Enjoy an exceptional array of community amenities, including a party room, game/card room, library/TV room, exercise room, rooftop terrace,

  

  Janice Goldblatt

  @properties Christie's International Real Estate

  891 Central Ave Unit 336, Highland Park, IL 60035
• 

  

  

  /16

  $4,399,000

  New Construction

  • 6 Beds
  • 5.5 Baths

  966 Wade St, Highland Park, IL 60035

  NEW CONSTRUCTION luxury single-family home coming soon to Highland Park within sought after Ravinia Elementary School boundaries. Designed for both everyday living and elevated entertaining, the main level features a private home office with striking glass and iron doors, a formal dining room framed by oversized windows, two powder rooms, and an expansive living room that seamlessly opens to the

  William Goldberg Fulton Grace Realty

  966 Wade St, Highland Park, IL 60035
• 

  

  

  /33

  $1,399,000

  Open Sun 12PM - 2PM

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /35

  $1,199,000

  • 4 Beds
  • 3.5 Baths
  • 4,222 Sq Ft

  47 Holabird Cir, Highwood, IL 60040

  Wonderfully Spacious, Sunny, Brick Home with Lovely Yard Space, in Fort Sheridan! Grand 2-Story Entry Opens to a Huge, Light-Filled Great Room with Soaring Ceilings and Walls of Windows, Flowing into the Large Kitchen with Island and Breakfast Bar and a Separate Eating Area Surrounded by Windows and Flooded with Light. The Main Floor also includes a Formal Living Room, Dining Room, Office with

  Janet Borden Compass

  47 Holabird Cir, Highwood, IL 60040
• 

  

  /7

  $839,990

  New Construction

  • 3 Beds
  • 2.5 - 3.5 Baths
  • 2,072+ Sq Ft

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

  The Sutton townhome offers three levels of stylish living, complete with a flex room, private patio, deck, and open-concept main living space. With 3 bedrooms, versatile gathering areas, and plenty of room to personalize your lifestyle, this home balances comfort and convenience at every turn.

  M/I Homes Builder

  1700 Old Deerfield Rd Unit 41174123, Highland Park, IL 60035
• 

  

  /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
• 

  

  /6

  $749,990

  New Construction

  • 3 Beds
  • 2.5 - 3.5 Baths
  • 1,747 Sq Ft

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

  The Crosby townhome combines flexible living spaces, an open-concept main floor, and a private balcony for effortless everyday living. With room to work, relax, and entertain across three thoughtfully designed levels, this home adapts to your lifestyle.

  M/I Homes Builder

  1700 Old Deerfield Rd Unit 41174121, Highland Park, IL 60035
• 

  

  /27

  $975,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 4,772 Sq Ft

  146 Towers Keep, Highland Park, IL 60035

  A Fort Sheridan gem! This beautifully updated home, just steps from Lake Michigan, seamlessly blends timeless character with today's modern amenities. Sun-filled interiors and generous living spaces make this home ideal for both everyday living and entertaining. The welcoming main level features a dining room and spacious family room connected by a striking two-sided sandstone fireplace, a cozy

  Susan Brown Burklin @properties Christie's International Real Estate

  146 Towers Keep, Highland Park, IL 60035
• 

  

  /3

  $135,000

  Pending

  • Land
  • 0 Sq Ft

  1 Burtis Ave, Highland Park, IL 60035

  Builder's Dream Opportunity! Seize this prime Highland Park lot - a 7,900 sq. ft. blank canvas ready for a stunning 3,085 sq. ft. home! Perfectly located near Highland Park and Highwood's vibrant festivals, top-rated restaurants, and thriving businesses, this property offers the best location. With utilities already in place from a previous home, you can hit the ground running on your next

  Melissa Newman @properties Christie's International Real Estate

  1 Burtis Ave, Highland Park, IL 60035
• 

  

  /31

  $885,000

  Pending

  • 6 Beds
  • 3.5 Baths
  • 3,392 Sq Ft

  770 North Ave, Highland Park, IL 60035

  Built by experienced Marco Homes and ideally situated on a quiet cul-de-sac in the highly sought-after Highland Park Highlands, this exceptional residence offers the perfect blend of timeless elegance, generous living space, and thoughtful design. Featuring four spacious bedrooms on the second level and two additional bedrooms in the beautifully finished lower level, this home is perfectly suited

  Maxine Goldberg Engel & Voelkers Chicago North Shore

  770 North Ave, Highland Park, IL 60035
• 

  

  /34

  $1,679,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 4,374 Sq Ft

  955 Wildwood Ln, Highland Park, IL 60035

  Rare opportunity to own a fully renovated 4-bedroom, 4.1 bathroom home set on a stunning East Highland Park ravine lot with nearly one acre of land at the end of a private cul-de-sac. Combining timeless elegance with extensive modern updates designed for today's lifestyle, this home features spacious living areas, hardwood floors throughout and magnificent views from every window. The beautifully

  Margie Brooks Baird & Warner

  955 Wildwood Ln, Highland Park, IL 60035
• 

  

  /28

  $715,000

  Pending

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

  588 Onwentsia Ave, Highland Park, IL 60035

  Move right into this beautifully updated, fee-simple, 3+1 bedroom, 3.5 bath duplex that offers the space, privacy, and feel of a single-family home. NO HOA! Filled with natural light and soaring vaulted ceilings, this home features a spacious layout, exceptional storage, and a full finished basement with a full bath and multiple walk-in storage closets. Every bedroom has access to a large walk-in

  Boris Kholyavsky Boris Kholyavsky

  588 Onwentsia Ave, Highland Park, IL 60035
• 

  

  /27

  $649,900

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  Unlisted Address

  This beautiful home has been extensively updated and features a modern kitchen with premium appliances and gorgeous quartz counters. Updated baths, hardwood floors, newer windows and a newer roof. Gorgeous open floorplan with formal living room with brick fireplace and nice built-ins. Cozy dining room with french doors to neat office, den or playroom. Sliders open to private fenced backyard.

  Connie Hoos Coldwell Banker Realty

  Unlisted Address
• 

  

  /52

  $2,599,000

  • 6 Beds
  • 6.5 Baths
  • 8,256 Sq Ft

  493 Hazel Ave, Highland Park, IL 60035

  This Beautiful Home on Over an Acre in the Heart of Highland Park Boasts Soaring Barrel Ceilings over 20' High and 5 Fireplaces. Amazing Home for Entertaining with a Magnificent Great Room, a Banquet-Sized Dining Room with a Butlers Pantry, a Wonderful Screened Porch and a Balcony Overlooking the Backyard- which includes Ravines and a Huge Yard, large enough for a tennis/pickleball court, an

  Janet Borden Compass

  493 Hazel Ave, 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
• 

  

  /36

  $1,095,000

  • 6 Beds
  • 5.5 Baths
  • 3,396 Sq Ft

  2925 Parkside Dr, Highland Park, IL 60035

  Move-in ready and expanded center entry colonial 6 bedroom, 5 full bath and 1 half bath home that backs to Centennial Park! First level features hardwood floors throughout, an inviting entry, large dining room perfect for entertaining, formal living room with bay windows that opens to a family room (currently used as an office) with fireplace and sliders to patio/yard. Expansive kitchen features

  Beth Wexler @properties Christie's International Real Estate

  2925 Parkside Dr, Highland Park, IL 60035
• 

  /2

  $299,900

  • Land
  • 0 Sq Ft

  550 Skokie Ave, Highland Park, IL 60035

  Rare opportunity to build your dream home on a beautiful wooded lot in an exceptional North Shore location. Surrounded by mature trees and situated on a quiet residential street, this property offers a peaceful setting while remaining just minutes from the vibrant downtown districts of both Highwood and Highland Park. Perfect for homeowners seeking to build a one-of-a-kind dream home or

  Alex Panek American International Realty

  550 Skokie Ave, 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
• 

  

  /31

  $795,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,904 Sq Ft

  460 Hazel Ave, Highland Park, IL 60035

  Mid-Century Modern Gem Set in One of Highland Park's Most Premier Locations and Tucked Away with Ultimate Privacy on a Lush, Beautifully Manicured Lot. Enter into the Dramatic Double Staircase with Marble Foyer, Spacious Living / Dining Room - Perfect for Entertaining! Beautiful Hardwood Floors and an Updated Eat-In Kitchen with Newer Stainless Steel Appliances, White Cabinets and Granite

  Janet Borden Compass

  460 Hazel Ave, Highland Park, IL 60035
• 

  

  /29

  $775,000

  $25K PRICE DROP Pending

  • 7 Beds
  • 3 Baths

  308 Washington Ave, Highwood, IL 60040

  Fully rehabbed brick 3-flat on an oversized double lot in the heart of Highwood-an exceptional, turn-key investment opportunity with strong, stable income already in place. This property features two expansive 3-bedroom, 1-bath units (Unit 1 rented at $2,950 and Unit 2 at $2,755) plus a 1-bedroom, 1-bath unit (Unit 3 rented at $1,450), all leased through March 2027 for immediate cash flow and

  Jim Abbott Baird & Warner

  308 Washington Ave, Highwood, IL 60040
• 

  

  /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
• 

  

  /73

  $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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /29

  $1,175,000

  $123K PRICE DROP Pending

  • 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
• 

  

  /62

  $1,495,000

  $80K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /9

  $375,000

  • Land
  • 39,204 Sq Ft
  • $416,667 per Acre

  0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035

  Beautiful 39,600 SF LOT. NO H.O.A. Build your "Dream Home" on this Wide, Wooded, VACANT Parcel. 132 Foot Frontage by 300 Feet Deep! FAR = 25.04, Max floor area (sf) 9,916. Max FAR 11,166. Choice of Highland Park High School or Deerfield High School.

  Carol Santi Coldwell Banker Realty

  0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035

Showing Results 81 - 119, Page 3 of 3