Highland Park, IL Homes

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  /30

  $1,095,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,071 Sq Ft

  550 Sheridan Rd, Highland Park, IL 60035

  Magnificent CHARM and CHARACTER in this updated Braeside home. Gorgeous re-modeled kitchen with custom cabinets, stainless steel professional appliances, white marble counter tops and quaint built in seating area. Year round sun room that you won't want to leave, lots of windows in this cheerful bright room. Grand living room off sun room that also hosts large windows and wonderful natural light.

  Ted Pickus @properties Christie's International Real Estate

  550 Sheridan Rd, Highland Park, IL 60035
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  /20

  $2,200 per month

  Americana Apartments

  1 Bed

  1755 Lake Cook Rd, Highland Park, IL 60035

  Welcome to Americana Apartments, a great place to call home. Washer & dryer in apartment, fireplace, balcony, pool & sundeck, high speed internet available, indoor garage included. Individual controlled heat & air conditioning. Furnished apartments available, balcony, elevator, blinds, carpeting, close to toll way & Eden's Highway. Close to downtown Highland Park & train, Northbrook Court & Old

  1755 Lake Cook Rd, Highland Park, IL 60035
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  /18

  $577,000 Sold Sep 02, 2025

  702 Barberry Rd, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft
  • Built 1976

  Last Sold Summary

  • 5% Above List Price
  • $393/SF
  • 6 Days On Market

  Current Estimated Value $586,817

  Last Listing Agent Elise Dayan @properties Christie's International Real Estate

  702 Barberry Rd, Highland Park, IL 60035
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  /38

  Est $219,229 Not Listed For Sale

  550 Vine Ave Unit 206, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1987

  550 Vine Ave Unit 206, Highland Park, IL 60035

  Last Sold Summary

  • 15% Above List Price
  • $200/SF
  • 13 Days On Market

  Last Sold Price $190,000

  Last Listing Agent Yuriy Nydza Core Realty & Investments Inc.
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  /25

  $1,500,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,238 Sq Ft

  995 Harvard Ct, Highland Park, IL 60035

  995 Harvard Ct Look no further- 995 Harvard Court is the home you've been dreaming of. Impeccably maintained and meticulously updated, this 5 bedroom 4 full and 1 half bath has everything you are looking for in desirable Sunset Park. A charming covered front porch welcomes you into the sun-drenched foyer, ushering you into the generous open floor plan. Thoughtfully designed, the flexible first

  Aimee Glovsky Compass

  995 Harvard Ct, Highland Park, IL 60035
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  /12

  $2,445 per month

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

  555 Roger Williams Ave Unit 207, Highland Park, IL 60035

  Remarks: Remarks: Welcome to Ravinia Crossing, Highland Park's newest boutique rental building in the heart of the Ravinia Business District. This intimate four story, 30- unit building consists of a variety of one and two-bedroom unit floor plans with luxury high-end finishes. Open Great room with walls of windows- the north facing units have balconies and overlook the ravines, the south and

  Larry Klairmont Twins Realty LLC

  555 Roger Williams Ave Unit 207, Highland Park, IL 60035
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  /2

  $825,000 Sold Apr 01, 2025

  1666 Cloverdale Ave, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 4,222 Sq Ft
  • Built 1975

  Last Sold Summary

  • $195/SF
  • 0 Days On Market

  Current Estimated Value $1,596,150

  Last Listing Agent Michael Hope Coldwell Banker Realty

  1666 Cloverdale Ave, Highland Park, IL 60035
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  /21

  Est $756,884 Not Listed For Sale

  950 Augusta Way Unit 307, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,523 Sq Ft
  • Built 2001

  950 Augusta Way Unit 307, Highland Park, IL 60035

  Last Sold Summary

  • 3% Below List Price
  • $310/SF
  • 8 Days On Market

  Last Sold Price $781,950

  Last Listing Agent Laurie Field Engel & Voelkers Chicago North Shore
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  /32

  $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
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  /20

  $5,600 per month

  Bloom Street Townhomes

  3 Beds

  425 Bloom St, Highland Park, IL 60035

  Welcome to Bloom Street Townhomes at 425 Bloom St — luxury, new-construction townhomes in east Highland Park. Each home spans over 2,000 sq ft and features 3 bedrooms plus office/flex space, 2.5 baths, private entrance, and an attached 2-car garage. Interiors showcase designer finishes, vaulted ceilings, large windows, smart Nest thermostats, and in-unit laundry. The community includes a

  425 Bloom St, Highland Park, IL 60035
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  /27

  $787,000 Sold Jun 26, 2025

  3085 Centennial Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,879 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $203/SF
  • 5 Days On Market

  Current Estimated Value $849,410

  Last Listing Agent Beth Wexler @properties Christie's International Real Estate

  3085 Centennial Ln, Highland Park, IL 60035
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  /36

  Est $1,529,412 Not Listed For Sale

  761 County Line Rd, Highland Park, IL 60035

  • 4 Beds
  • 4.5 Baths
  • 3,950 Sq Ft
  • Built 2018

  761 County Line Rd, Highland Park, IL 60035

  Last Sold Summary

  • 2% Below List Price
  • $394/SF
  • 3 Days On Market

  Last Sold Price $1,555,000

  Last Listing Agent Susan Brown Burklin @ Properties
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  /76

  $1,050,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,268 Sq Ft

  881 Harvard Ct, Highland Park, IL 60035

  Located in the highly sought-after Sunset Park neighborhood, this beautifully renovated and expanded 4-bedroom, 3.1-bath home features exceptional craftsmanship, high-end finishes, and thoughtful design throughout. Rich hardwood flooring adds warmth and character. The inviting living room with a wood-burning fireplace and custom built-in display alcoves creates a welcoming space to relax and

  Judy Weiss @properties Christie's International Real Estate

  881 Harvard Ct, Highland Park, IL 60035
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  /20

  $2,200 per month

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

  1155 Saint Johns Ave Unit H, Highland Park, IL 60035

  This well-appointed apartment offers a perfect blend of comfort and convenience in a desirable Highland Park location. The newly rehabbed interior, complete with stainless steel appliances, provides a fresh and modern living space. With utilities and parking included in the rent, tenants can enjoy a hassle-free living experience. The proximity to public transportation and the vibrant Ravinia

  Afram Slephosh SENW

  1155 Saint Johns Ave Unit H, Highland Park, IL 60035
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  /56

  $2,300,000 Sold May 15, 2025

  136 Lakewood Place, Highland Park, IL 60035

  • 2 Beds
  • 4.5 Baths
  • 4,339 Sq Ft
  • Built 1957

  Last Sold Summary

  • 28% Above List Price
  • $530/SF
  • 4 Days On Market

  Current Estimated Value $2,236,869

  Last Listing Agent Jacqueline Colando Redfin Corporation

  136 Lakewood Place, Highland Park, IL 60035
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  /43

  Est $976,000 Not Listed For Sale

  1155 Saint Johns Ave, Highland Park, IL 60035

  • Studio
  • 4,418 Sq Ft
  • Built 1926

  1155 Saint Johns Ave, Highland Park, IL 60035

  Last Sold Summary

  • 15% Above List Price
  • $192/SF
  • 115 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Paula Avenaim Baird Warner
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  /20

  $1,150,000

  • 5 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  2020 Churchill Ln, Highland Park, IL 60035

  Situated on a nearly acre parcel in a sought-after North Shore enclave, this custom ranch offers approximately 3,300 square feet of thoughtfully designed single-level living. Seamless indoor-outdoor flow defines the home, with a spacious great room and fireplace opening to a screened porch, expansive yard, and in-ground pool-ready to be restored to its full potential. The main level features four

  Crawford Group @properties Christie's International Real Estate

  2020 Churchill Ln, Highland Park, IL 60035
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  /20

  $2,700 per month

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Townhouse for Rent

  1990 Sheridan Rd, Highland Park, IL 60035

  Property Id: 14718272 Bedroom 1.5 Bath spacious townhome2 Car garage Hardwood floors2 story unitFull Living room with recessed lightingStainless Steel AppliancesLots of Counter Space and Kitchen Cabinets Washer and Dryer in the unitVery quiet buildingWill be freshly paintedNear Downtown Highland Park and Lake Michigan

  1990 Sheridan Rd, Highland Park, IL 60035
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  /41

  $1,460,000 Sold Sep 08, 2025

  3507 Bradley Ct, Highland Park, IL 60035

  • 5 Beds
  • 5.5 Baths
  • 7,113 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Below List Price
  • $205/SF
  • 20 Days On Market

  Current Estimated Value $1,533,070

  Last Listing Agent Suzie Hempstead Berkshire Hathaway HomeServices Chicago

  3507 Bradley Ct, Highland Park, IL 60035
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  /31

  Est $1,803,413 Not Listed For Sale

  1550 Museum Dr, Highland Park, IL 60035

  • 4 Beds
  • 4.5 Baths
  • 6,500 Sq Ft
  • Built 2018

  1550 Museum Dr, Highland Park, IL 60035

  Last Sold Summary

  • 11% Above List Price
  • $249/SF
  • 6 Days On Market

  Last Sold Price $1,620,000

  Last Listing Agent Margie Brooks Baird Warner
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  /27

  $414,900

  • 2 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  1475 Avignon Ct, Highland Park, IL 60035

  One of only 67 homes in the community with a wood-burning fireplace, this beautifully updated 2-bedroom, 2.5-bath Highland Park townhome offers rare comfort just minutes from downtown, the Metra, and the lakefront. Step inside and the home immediately reveals its distinctive personality. Clean architectural lines, natural light, and thoughtfully curated interiors create a space that feels both

  Karla Garcia eXp Realty

  1475 Avignon Ct, Highland Park, IL 60035
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  /11

  $1,800 per month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  1970 Green Bay Rd Unit B-3, Highland Park, IL 60035

  COMPLETE REHAB - BEAUTIFUL - SMALL ONE BEDROOM ONE BATH SECOND FLOOR WALK UP APARTMENT. LIVING/DINING ROOM COMBO, GALLEY KITCHEN. COIN OP LAUNDRY ON PREMISES AND STORAGE LOCKER. RENT INCLUDES HEAT, WATER, GARBAGE AND 1 PARKING SPACE. NON SMOKING BUILDING * NO PETS. PLEASE NOTE: COMPLETE BACKGROUND/CREDIT CHECK ONCE LANDLORD APPROVES APPLICATION. APPROVAL PROCESS MAY INCLUDE AN IN PERSON MEETING;

  Carol Santi Coldwell Banker Realty

  1970 Green Bay Rd Unit B-3, Highland Park, IL 60035
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  /36

  $650,000 Sold Dec 05, 2025

  1773 Winthrop Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,634 Sq Ft
  • Built 1961

  Last Sold Summary

  • $247/SF
  • 3 Days On Market

  Current Estimated Value $661,650

  Last Listing Agent Grace Flatt @properties Christie's International Real Estate

  1773 Winthrop Rd, Highland Park, IL 60035
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  /40

  Est $856,880 Not Listed For Sale

  1180 Saint Johns Ave, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 2,991 Sq Ft
  • Built 1926

  1180 Saint Johns Ave, Highland Park, IL 60035

  Last Sold Summary

  • 3% Below List Price
  • $294/SF
  • 24 Days On Market

  Last Sold Price $880,000

  Last Listing Agent Alina Predolyak Alina Predolyak
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  /47

  $929,000 Pending

  • 5 Beds
  • 4 Baths
  • 2,730 Sq Ft

  Unlisted Address

  Unique contemporary home in Highland Park's Sherwood Forest Neighborhood, beautifully maintained featuring 4-bedrooms, 4-baths, 4-fireplaces, offering a versatile layout with a 5th bedroom and full bath in the finished basement. Located in the desirable Sherwood Forest neighborhood, combining modern elegance with functional design. The main level features a bedroom and full bath. The expansive

  Mark Ahmad Century 21 Circle

  Unlisted Address
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  /9

  $2,250 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  447 Roger Williams Ave Unit 730-04, Highland Park, IL 60035

  Must see renovated 1 bedroom 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 730-04, Highland Park, IL 60035
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  /23

  $430,000 Sold Jun 25, 2025

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

  • 1 Bed
  • 1 Bath
  • 1,574 Sq Ft
  • Built 1885

  Last Sold Summary

  • 4% Below List Price
  • $273/SF
  • 2 Days On Market

  Current Estimated Value $473,516

  Last Listing Agent Alan Meyerowitz @properties Christie's International Real Estate

  204 Leonard Wood S Unit 204, Highland Park, IL 60035
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  /17

  Est $471,011 Not Listed For Sale

  1534 Mcdaniels Ave Unit 2D, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • Built 1988

  1534 Mcdaniels Ave Unit 2D, Highland Park, IL 60035

  Last Sold Summary

  • 24% Above List Price
  • $174/SF
  • 1 Day On Market

  Last Sold Price $380,000

  Last Listing Agent Noah Levy Compass
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  /20

  $775,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  2480 Saint Johns Ave, Highland Park, IL 60035

  Unlock the possibilities on this exceptional .47-acre lot in coveted East Highland Park! Whether you choose to expand, build your dream home, or simply move right in and enjoy, this property offers incredible flexibility and value. The existing home has been completely renovated with a new roof, all new plumbing, electrical, mechanical systems and high end appligiving you peace of mind for years

  Ila Coretti @properties Christie's International Real Estate

  2480 Saint Johns Ave, Highland Park, IL 60035
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  /13

  $2,012 per month

  • 2 Beds
  • 1 Bath
  • 872 Sq Ft
  • Apartment for Rent

  1506 Glencoe Ave Unit 2S, Highland Park, IL 60035

  *** ONE MONTH FREE MOVE-IN SPECIAL - NORMAL RENT IS 2,195. Beautifully remodeled apartment available within walking distance to downtown Highland Park! Recent upgrades to this spacious apartment include new windows, new hardwood flooring, brand new bathroom (fixtures, bathtub, toilet, vanity), brand new kitchen (new appliances, counters, cabinets, etc). This brick building has spacious bedrooms

  Brent Horvay The Horvay Group LLC

  1506 Glencoe Ave Unit 2S, Highland Park, IL 60035
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  /38

  $1,425,000 Sold Jun 30, 2025

  1181 Hilary Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,271 Sq Ft
  • Built 1996

  Last Sold Summary

  • 10% Above List Price
  • $436/SF
  • 1 Day On Market

  Current Estimated Value $1,432,420

  Last Listing Agent Patricia Denenberg @properties Christie's International Real Estate

  1181 Hilary Ln, Highland Park, IL 60035
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  /39

  Est $1,009,877 Not Listed For Sale

  189 Oak Knoll Terrace, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,559 Sq Ft
  • Built 1963

  189 Oak Knoll Terrace, Highland Park, IL 60035

  Last Sold Summary

  • 6% Above List Price
  • $269/SF
  • 11 Days On Market

  Last Sold Price $957,189

  Last Listing Agent Michael Mitchell @ Properties
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  /53

  $5,999,000

  • 9 Beds
  • 12 Baths
  • 10,777 Sq Ft

  2441 Woodbridge Ln, Highland Park, IL 60035

  Introducing an exceptional lakefront residence on one of Highland Park's most coveted private lanes. Set on a masterfully landscaped 1.85-acre parcel, 2441 Woodbridge Lane offers a rare combination of privacy, scale, and sophistication-backed by unobstructed, panoramic views of Lake Michigan. This architecturally striking, contemporary home spans approximately 10,000 square feet and has been

  Patrick Milhaupt Jameson Sotheby's International Realty

  2441 Woodbridge Ln, Highland Park, IL 60035
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  /12

  $2,095 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  725 St Johns Ave Unit 15, Highland Park, IL 60035

  Welcome to this beautifully updated condo, perfectly situated in the heart of Highland Park. Located just across from the Ravinia Metra station, this home offers unparalleled convenience with top-rated schools, parks, and all the amenities you need right at your door. Sunset Woods Park, only half a block away, features expansive green spaces, playgrounds, and local shops. Plus, enjoy a wide

  725 St Johns Ave Unit 15, Highland Park, IL 60035
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  $360,000 Sold Mar 19, 2026

  1202 Taylor Ave, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 2,023 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Above List Price
  • $178/SF
  • 4 Days On Market

  Current Estimated Value $327,989

  Last Listing Agent Paula Avenaim Baird & Warner

  1202 Taylor Ave, Highland Park, IL 60035
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  /65

  Est $1,219,720 Not Listed For Sale

  41 Sheridan Rd, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,705 Sq Ft
  • Built 1929

  41 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • 7% Above List Price
  • $421/SF
  • 6 Days On Market

  Last Sold Price $1,140,000

  Last Listing Agent Cha McDaniel @ Properties
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  /22

  $649,999 Pending

  • 4 Beds
  • 3 Baths
  • 1,586 Sq Ft

  1320 Ferndale Ave, Highland Park, IL 60035

  Beautifully updated home in desirable neighborhood is ready for a new owner. Main level features refreshed eat in kitchen with stainless steel appliances, and a charming living room and dining room combo with hardwood flooring thru-out. 2 bedrooms and a full bathroom round out the main level. The 2nd level is dedicated to a primary suite, including a spacious bathroom and walk-in closet. Fully

  James Carey Forest Bluff Realty

  1320 Ferndale Ave, Highland Park, IL 60035
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  /12

  $2,495 per month

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

  555 Roger Williams Ave Unit 307, Highland Park, IL 60035

  Remarks: Welcome to Ravinia Crossing, Highland Park's newest boutique rental building in the heart of the Ravinia Business District. This intimate four story, 30- unit building consists of a variety of one and two-bedroom unit floor plans with luxury high-end finishes. Open Great room with walls of windows- the north facing units have balconies and overlook the ravines, the south and east facing

  Larry Klairmont Twins Realty LLC

  555 Roger Williams Ave Unit 307, Highland Park, IL 60035
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  /51

  $438,500 Sold Jan 15, 2026

  2013 Castlewood Rd, Highland Park, IL 60035

  • 2 Beds
  • 1 Bath
  • 1,138 Sq Ft
  • Built 1954

  Last Sold Summary

  • 8% Below List Price
  • $385/SF
  • 31 Days On Market

  Current Estimated Value $438,792

  Last Listing Agent Quin O'Brien 4 Sale Realty Advantage LLC

  2013 Castlewood Rd, Highland Park, IL 60035
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  /48

  Est $1,349,940 Not Listed For Sale

  157 S Deere Park Dr, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,821 Sq Ft
  • Built 1942

  157 S Deere Park Dr, Highland Park, IL 60035

  Last Sold Summary

  • 4% Above List Price
  • $460/SF
  • 16 Days On Market

  Last Sold Price $1,299,000

  Last Listing Agent Julie Schultz @ Properties

Showing Results 41 - 80, Page 2 of 18