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Homes for Sale in Highland Park, IL with 4-Bedrooms

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  • /29

    $1,125,000

    • 4 Beds
    • 2.5 Baths
    • 2,590 Sq Ft

    705 Ridge Rd, Highland Park, IL 60035

    A MUST SEE! This gorgeous original owner home offers over 2,590 sq ft of thoughtfully designed open-concept living space, plus a full basement with roughed-in plumbing ready for your finishing ideas. Featuring 4 spacious bedrooms and 2.5 baths, this home perfectly blends modern comfort with timeless style. From the moment you arrive, you'll be welcomed by a relaxing front porch and striking

    Agent Photo

    Gary Grossman

    Coldwell Banker Realty

    (224) 243-2379

    705 Ridge Rd, Highland Park, IL 60035
  • /37

    $875,000

    $25K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    980 Half Day Rd, Highland Park, IL 60035

    STUNNING CONTEMPORARY HOME WITH ALMOST 3,000 SQ. FT. PLUS A FULL FINISHED BASEMENT IN A BEAUTIFUL HIGHLAND PARK SETTING! THIS SPACIOUS 4 BEDROOM, 3.1 BATH HOME FEATURES AN OPEN AND INVITING FLOOR PLAN WITH MODERN FINISHES THROUGHOUT. THE LARGE EAT-IN KITCHEN OPENS TO A GENEROUS DINING AREA WITH EXPANSIVE GLASS DOORS THAT FRAME BEAUTIFUL VIEWS OF THE SCENIC BACKYARD. THE DINING AREA FLOWS

    Agent Photo

    Alan Berlow

    Coldwell Banker Realty

    (224) 507-1640

    980 Half Day Rd, Highland Park, IL 60035
  • /26

    $695,000

    Pending
    • 4 Beds
    • 3 Baths

    2725 Roslyn Ln, Highland Park, IL 60035

    Bright, spacious, and thoughtfully improved, this oversized brick split-level sits on a beautifully fenced, extra-deep lot in a highly desirable location. The main living and dining areas offers refinished hardwood floors and a fireplace, while the kitchen features generous cabinet storage and room for a casual dining table. Main level family room with radiant heated floors extends the living

    Agent Photo

    Diana Marcus

    @properties Christie's International Real Estate

    (224) 549-2066

    2725 Roslyn Ln, Highland Park, IL 60035
  • /32

    $625,000

    $50K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,406 Sq Ft

    1812 Winthrop Rd, Highland Park, IL 60035

    Simply Stunning, Fully Renovated Home Across From a Beautiful Park Welcome to a truly move-in ready gem-completely updated from top to bottom with thoughtful design, modern style, and exceptional functionality. This beautifully renovated brick home offers 4 total bedrooms, 3 full baths, a finished basement, and an attached 1.5-car garage, all set on a large, thoughtfully landscaped lot directly

    Bryce Fuller Baird & Warner

    1812 Winthrop Rd, Highland Park, IL 60035
  • /24

    $1,575,000

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 4,100 Sq Ft

    19 Heritage Dr, Highland Park, IL 60035

    New construction ranch home in a spectacular subdivision located directly across from the Botanic Gardens! Construction will be completed this month (April 2026) on this incredible new home in an established, maintenance-free subdivision in the perfect Highland Park location and cul-de-sac, as part of the Serenity at Heritage development by multigenerational builder Alco Construction and New Era

    Michael Hagenson New Era Chicago, LLC

    19 Heritage Dr, Highland Park, IL 60035
  • /30

    $990,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,582 Sq Ft

    828 Woodleigh Ave, Highland Park, IL 60035

    Your wait is FINALLY over for this Highlands Masterpiece, and this IS the home you've been waiting for! So much new in this 3,582 sq ft, 4 bedroom + office, 2.1 bath home! Inviting paver walkway & dramatic double door entry lead you to the light filled 2 story foyer, setting the palate upon entry to this beauty that is located on a quiet cul-de-sac. Wide plank hardwood floors throughout most of

    David Schwartz Baird & Warner

    828 Woodleigh Ave, Highland Park, IL 60035
  • /25

    $1,435,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,782 Sq Ft

    1725 Lilly Ct, Highland Park, IL 60035

    Fabulous ranch in maintenance-free Hybernia offers effortless single-level living with upscale finishes throughout. The inviting great room features vaulted ceilings and a newly designed stone fireplace flanked by custom cabinetry. Floor-to-ceiling windows and sliders from the living room and kitchen open to a redesigned Trex deck overlooking serene pond views. The renovated kitchen is a cook's

    Maxine Goldberg Engel & Voelkers Chicago North Shore

    1725 Lilly Ct, Highland Park, IL 60035
  • /39

    $1,150,000

    Pending
    • 4 Beds
    • 4 Baths
    • 3,668 Sq Ft

    3525 Old Mill Rd, Highland Park, IL 60035

    Peace, privacy, perfection! This beautiful home on over an acre with a main floor primary suite features incredible views of the magnificent property! Gutted to the studs in 2016, a 2nd floor with 2 huge bedrooms and a shared bath was added! Light filled space along with a wonderful screened porch and an outdoor deck truly maximizes the serene setting. The kitchen opens to the family room and

    Janet Borden Compass

    3525 Old Mill Rd, Highland Park, IL 60035
  • /27

    $1,350,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,216 Sq Ft

    1672 Huntington Ln, Highland Park, IL 60035

    New Construction in Coveted Sherwood Forest - Highland Park, IL. Experience luxury living in this beautifully crafted single-family home, located in the highly sought-after Sherwood Forest neighborhood of Highland Park. Thoughtfully designed by a reputable North Shore builder, this residence offers high-end finishes and modern conveniences throughout.The first-floor primary suite features elegant

    Ryan Cherney Circle One Realty

    1672 Huntington Ln, Highland Park, IL 60035
  • /44

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 3,221 Sq Ft

    912 Morningside Dr, Lake Forest, IL 60045

    Rare opportunity for single-level living on coveted Morningside Drive! This exceptional 3,221 sq ft all-brick ranch is set on a picturesque .5-acre lot framed by stately oaks in one of the area's most desirable neighborhoods, commonly known as Whispering Oaks. This gem offers spacious living with an updated, open layout and a private backyard oasis. Inside, enjoy solid oak hardwood floors

    Mona Hellinga @properties Christie's International Real Estate

    912 Morningside Dr, Lake Forest, IL 60045
  • /38

    $899,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,750 Sq Ft

    44 Westover Rd, Highwood, IL 60040

    Beautiful spacious home for sale in historic Fort Sheridan within easy walking distance to Lake Michigan, lakeshore forest preserve, two Metra stations, and all the incredible restaurants and entertainment of Highwood. Featuring a large open floor plan main floor with vaulted ceiling and large windows allowing plenty of natural light into the living area. The kitchen is a chef's dream with a 60"

    Ryan Cherney Circle One Realty

    44 Westover Rd, Highwood, IL 60040
  • /58

    $4,500,000

    • 4 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    22 Lakeview Terrace, Highland Park, IL 60035

    Experience unparalleled luxury on the lakefront. This 5,500 SF NEW CONSTRUCTION home tucked away at the end of a quiet cul-de-sac has been meticulously curated for modern living with impeccable design. The expansive floor plan features four generous bedrooms, each with its own en-suite bathroom, including a refined primary retreat complete with 12 foot ceiling, a private balcony overlooking

    Ted Pickus @properties Christie's International Real Estate

    22 Lakeview Terrace, Highland Park, IL 60035
  • /20

    $690,000

    Pending
    • 4 Beds
    • 3 Baths
    • 1,669 Sq Ft

    719 Burchell Ave, Highland Park, IL 60035

    Welcome home to this light-filled custom ranch tucked away in a private setting. A welcoming foyer opens to a spacious living room with a cozy wood-burning fireplace. The kitchen features white cabinetry, stainless steel appliances, and a custom island/table that overlooks the living room - perfect for everyday living and entertaining. The dining area flows seamlessly from the kitchen, creating

    Mada Hitchmough Compass

    719 Burchell Ave, Highland Park, IL 60035
  • /26

    $750,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,428 Sq Ft

    974 Princeton Ave, Highland Park, IL 60035

    This charming center entry Colonial located on .30 acres in the coveted Sunset Park neighborhood, offers 4 bedrooms, 2 full baths and 1 half bath. The home features timeless vintage details including crown moldings and hardwood floors throughout the first and second floors. The first floor welcomes you into a charming vestibule/foyer that leads to a large sun-filled living room with fireplace and

    Beth Wexler @properties Christie's International Real Estate

    974 Princeton Ave, Highland Park, IL 60035
  • /29

    $825,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,676 Sq Ft

    1145 Melvin Dr, Highland Park, IL 60035

    Warm, welcoming, and wonderfully laid out, this 4 bedroom, 2 and 1/2 bathroom brick Colonial sits on a large, private lot in Highland Park's sought after Braeside neighborhood. The main level flows effortlessly from room to room, anchored by two distinct living areas: a cozy family room with a dramatic floor-to-ceiling stone fireplace and a gracious formal living room filled with natural light.

    Marcia Lyman Engel & Voelkers Chicago North Shore

    1145 Melvin Dr, Highland Park, IL 60035
  • /37

    $659,900

    $20K PRICE DROP Pending
    • 4 Beds
    • 4 Baths
    • 2,680 Sq Ft

    1908 Mccraren Rd, Highland Park, IL 60035

    Welcome to desirable Sherwood Forest in Highland Park! This triple level split has 4 spacious bedrooms on the upper level and offers the perfect layout for today's living and entertaining. One level up boasts a bright eat in kitchen and open dining and living room combo ideal for entertaining. The finished basement provides a dedicated office space, room to workout or play and a half bath and

    Sharel Shindler Compass

    1908 Mccraren Rd, Highland Park, IL 60035
  • /19

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    1415 Deerfield Place, Highland Park, IL 60035

    Tucked away on a quiet Highland Park street, this updated ranch offers an affordable opportunity to get into one of the North Shore's most sought-after communities. Freshly painted and move-in ready, the home features 4 bedrooms, 2 updated bathrooms, and an open living space with newer flooring throughout. The refreshed kitchen includes 42" cabinets, stainless steel appliances, and plenty of

    Julia Alexander Keller Williams North Shore West

    1415 Deerfield Place, Highland Park, IL 60035
  • /23

    $599,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,227 Sq Ft

    1242 Arbor Ave, Highland Park, IL 60035

    Adorable and immaculate home in desirable Sherwood Forest, upgraded, move-in ready and much larger than it appears! Fall in love upon entering the foyer and seeing the spacious front dining room & living room which are open to one another for easy entertaining. Drenched in natural sunlight these rooms have hardwood floors, recessed lighting and a cozy WBFP w/ brick surround. The spacious eat-in

    Patricia Denenberg @properties Christie's International Real Estate

    1242 Arbor Ave, Highland Park, IL 60035
  • /8

    $474,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths

    636 Homewood Ave, Highland Park, IL 60035

    2 Flat. Each unit is 2 bedrooms, 1 bath. Long time tenants. Basement. Large parking lot. Near town, train, park, hospital and more. Sold "As Is".

    Andrew Shevelev American Real Estate Services

    636 Homewood Ave, Highland Park, IL 60035
  • /23

    $695,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,367 Sq Ft

    2840 Twin Oaks Dr, Highland Park, IL 60035

    This spacious and beautifully updated Mid-Century Modern tri-level home has it all. Nestled on a quiet, tree-lined street in the Highlands, this 4 bedroom, 3 full bath residence features an expansive yard that backs up to Sleepy Hollow Park. The entry level includes a gracious foyer and a large family room with a cozy gas burning fireplace and sliders to the lush backyard, ideal for relaxing and

    Marissa Hopkins @properties Christie's International Real Estate

    2840 Twin Oaks Dr, Highland Park, IL 60035
  • /39

    $1,179,900

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    1062 Livingston (Lot 4) Ave, Highland Park, IL 60035

    THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. LUXURY FINISHES THROUGHOUT THE HOME! DESIGNED WITH CUSTOM CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, TRAY & CATHEDRAL CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN STARTING PRICE. THE HOME FEATURES A LUXURY

    John Barry Mc Naughton Realty Group

    1062 Livingston (Lot 4) Ave, Highland Park, IL 60035
  • /34

    $549,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 1,975 Sq Ft

    2710 Marl Oak Dr, Highland Park, IL 60035

    Fabulous Location! Large lot! (72' x 189') Great natural light. Nice livable floor plan, 4 bedrooms up with 2 baths! Hardwood floors under carpet, tear off roof with new commercial gutters in 2024, Newer hot water heater (2024) washer & dryer (2022). Sewer line was replaced from the street to the home. Fully fenced in yard! Time to customize this home that has been in the same family for almost

    Greg Viti Keller Williams ONEChicago

    2710 Marl Oak Dr, Highland Park, IL 60035
  • /25

    $2,900,000

    • 4 Beds
    • 5.5 Baths
    • 5,590 Sq Ft

    1551 Mill Trail, Highland Park, IL 60035

    The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback riding-an unmatched setting

    Honore Frumentino @properties Christie's International Real Estate

    1551 Mill Trail, Highland Park, IL 60035
  • /44

    $460,000

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,518 Sq Ft

    887 Deerfield Rd, Highland Park, IL 60035

    Perfectly positioned in the heart of Highland Park, this all-brick, four-bedroom residence offers the rare combination of meticulous maintenance and an unbeatable location. Inside, the home is bathed in natural light, highlighting beautiful hardwood floors and a seamless open-concept flow. The main level effortlessly connects the living, dining, and kitchen areas, creating an inviting environment

    Nicole Rinaldi Baird & Warner

    887 Deerfield Rd, Highland Park, IL 60035
  • /30

    $824,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,974 Sq Ft

    1837 Eastwood Ave, Highland Park, IL 60035

    Very desirable center entry colonial on beautifully landscaped oversized lot in ideal Sherwood Forest location! Sunny, spacious, two story, 4 bedroom floor plan with 2.5 baths. Eat- in kitchen with sliders to the patio. Family room with wood burning fireplace and sliders to the back yard. Beautiful hardwood floors. Formal dining room and main floor family room make this the perfect home for

    Irena Godin Barr Agency, Inc

    1837 Eastwood Ave, Highland Park, IL 60035
  • /49

    $739,900

    $45K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 3,872 Sq Ft

    3272 Western Ave, Highland Park, IL 60035

    Discover this stunning 4 bedroom, 2.1 bath multi-level custom-built contemporary home featuring two major additions that offer exceptional flexibility to fit your lifestyle. Whether you envision a private home office, an artist's studio, or a first-floor master suite, the versatile floor plan makes it all possible. Inside, the home is loaded with thoughtful features designed for both comfort and

    Pam Saul Realty ONE Group Karmma

    3272 Western Ave, Highland Park, IL 60035
  • /12

    $1,290,000

    • 4 Beds
    • 2.5 Baths
    • 2,790 Sq Ft

    1170 Linden Ave, Highland Park, IL 60035

    Set on a .77 acre lot, this classic 1929-built residence offers endless potential in one of East Highland Park's most desirable neighborhoods. The home exudes curb appeal with its stately facade and mature landscaping. Inside, you'll find approximately 2800 square feet of well-proportioned living space. The first floor features a living room with fireplace, a formal dining room, and a cozy family

    Carol Strauss @properties Christie's International Real Estate

    1170 Linden Ave, Highland Park, IL 60035
  • /34

    $1,299,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 4,376 Sq Ft

    1639 Thornwood Ln, Highland Park, IL 60035

    Beautiful 4-bedroom, 4.1-bath home in desirable Hybernia, set on an extra-large, fully fenced lot with spectacular pond and garden views on a quiet cul-de-sac. This thoughtfully designed home features a grand two-story entry, gracious room sizes, high ceilings, and abundant natural light throughout. The recently remodeled kitchen is a standout, featuring new appliances, an eating area, built-ins,

    Lauren Rabin @properties Christie's International Real Estate

    1639 Thornwood Ln, Highland Park, IL 60035
  • /29

    $1,175,000

    $123K PRICE DROP
    • 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
  • /35

    $1,250,000

    • 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

Home Trends in Highland Park, IL

Housing Trends

Median Sale Price
$775,000
Median Single Family Sale Price
$860,500
Median Townhouse Sale Price
$445,000
Median 2 Bedroom Sale Price
$305,000
Median 1 Bedroom Sale Price
$240,000
Average Price Per Sq Ft
$321
Number of Homes for Sale
41
Last 12 months Home Sales
394
Months of Supply
1.20
Median List Price
$799,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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