Highland Park IL Real Estate & Homes for Sale

Set on over an acre in highly coveted High Ridge, this exceptional residence is a rare blend of luxury, scale, and thoughtful design. From the moment you arrive, the home makes a statement - elegant yet welcoming - created for those who value both everyday comfort and elevated entertaining. This home features four generously sized bedrooms and three full plus two half baths, with sun-filled living spaces that flow seamlessly from room to room. The expansive floor plan features a dramatic foyer and sunken living room with stunning stone fireplace. The elevated kitchen with eat-in breakfast area is designed for everyday ease, offering ample storage, high end appliances, and direct connection to the home's main living spaces. The private home office and sunroom complete the first floor. Walls of windows frame serene views of the surrounding property, bringing the outdoors in and enhancing the home's sense of privacy and tranquility. The sprawling yard offers endless possibilities for recreation, relaxation, or future enhancements. Many updates throughout including brand new roof and windows in 2025. A truly special offering where luxury, space, and setting come together to create an entertainer's paradise rarely found at this level.

Welcome to this beautifully maintained split-level home in the highly sought-after Sherwood Forest neighborhood of Highland Park. This 3-bedroom, 2-bath residence offers a thoughtful layout, timeless charm, and meaningful updates throughout. The main living and dining areas are filled with natural light and feature a vaulted ceiling and refinished hardwood floors, creating an open and inviting atmosphere. The adjacent eat-in kitchen offers ample cabinetry and a warm, welcoming feel-perfect for everyday living. A spacious first-floor family room addition overlooks the professionally landscaped backyard, making it an ideal space for both relaxing and entertaining. Upstairs, you'll find three comfortable bedrooms, including the primary with double closets. The upper-level hardwood floors in the guest bedroom have recently been refinished, adding a fresh, updated look. The lower level provides a versatile flex space-perfect for a home office, playroom, or den-along with an updated full bath and generous storage. Notable recent improvements include a brand-new electrical panel, removal of the former oil tank, a hot water heater (2023), and an insulated crawl space (2023), offering peace of mind for the next owner. A detached two-car garage completes the home. Conveniently located near shopping, dining, parks, and downtown Highland Park, this property also sits within an award-winning school district, offering the option of either Highland Park or Deerfield High School. A wonderful opportunity to own a move-in-ready home in one of Highland Park's most desirable neighborhoods.

This pristine, sunny ranch underwent a complete renovation in 2021 from the inside out! Everything was remodeled in this energy efficient home (aside from the first floor framing, foundation and floor joists). The floor to ceiling ledger stone fireplace provides the perfect focal point for the welcoming living room which is open to the dining area and kitchen boasting white shaker cabinetry upgraded by current owner with convenient pull-out shelves, glass subway tile backsplash, LG stainless steel appliances and white quartz countertops. The entire main level has all new extra wide 5 1/4 inch solid oak hardwood floors and oversized casement windows to allow abundant natural light, all with newer plantation shutters, installed by the current owner. Both full bathrooms feature imported stone tiled floors and shower surround, white quartz countertops, undermount sinks, high polish chrome Moen Genta fixtures and towel bars. The main level offers 1200 Sq ft of impeccably finished space with 3 bedrooms, 1 full bath, living room, dining room and kitchen. The finished basement provides the perfect additional living space with LVT throughout, a bedroom nook, full bathroom, workspace area, separate storage/workshop, and laundry room with wonderful natural light streaming through the at-grade windows. The exterior of the home is all new James Hardie board siding with LP Trim, plus a new tear off roof, new oversized gutters with screwed in metal leaf protectors, oversized downspouts, vented fascia, doors and more. There is new 200 AMP electrical service with brand new conduit and wiring throughout the entire home, new High Efficiency Rheem HVAC systems and ductwork, all new copper and PVC plumbing with new overhead sewers, sump pump and ejector pump and abundant recessed lighting throughout. There are all new exterior photocell lighting sconces, solar lighting, as well as a fenced in yard with maintenance-free flagstone patio and garden. The garage has all new James Hardie siding, windows and doors, and was paneled and painted inside. The home has been fully insulated with Closed Cell foam insulation meeting and then exceeding the new energy codes. Located in Sherwood Forest, this wonderful ranch is just a few minutes drive to both downtown Highland Park, with its shopping, dining and train, plus and beaches and Ravinia Festival, and downtown Deerfield and its wonderful shopping, and restaurants and train station. Many parks dot the neighborhood, and the home is close to both Highway 41 as well as the tollway for quick access to O'Hare. This location offers students the choice of either Deerfield or Highland Park High School. This inviting ranch has been lovingly updated and cared for by its current owners and lives like it is a brand new - just move right in to this special home!

**A rare opportunity to own this magnificent, one-owner stone and brick masterpiece. Nestled on a spectacularly landscaped 1.5 acres with breathtaking views of a serene prairie and a private walking path just steps from your door, this stunning modern-updated estate spans an impressive 9,600 square feet. Elegantly designed to live like a ranch while offering expansive spaces for effortless entertaining, this is the perfect house for entertaining - where each space flows seamlessly into the next, and every room is more perfect than the last. The home faces west, framing dramatic sunsets that paint the sky in vibrant hues each evening, turning every gathering into a memorable spectacle. Step inside through magnificent front entry doors to a gracious foyer that opens to the soaring-ceilinged great room - a true showpiece with a marble wet bar, a wall of windows capturing endless prairie vistas, and an exquisite double-sided fireplace that invites conversation from every angle. The heart of the home - and a host's dream - is the newly remodeled 2023 kitchen: miles of marble counters, sleek black cabinets with abundant storage, a dedicated coffee center, two dishwashers and sinks, top-tier appliances, a focal-point refrigerated wine closet, and an adjoining sitting room with a floating fireplace. Here, an accordion-style door system effortlessly dissolves the boundary between indoors and out, revealing a beautiful paved deck that runs nearly the full length of the house - perfect for al fresco dining, cocktails, or hosting under the open sky as the prairie glows at dusk. The first-floor primary suite is a private retreat for the hosts: a cozy sitting room, fireplace, wet bar, oversized walk-in closet, spa-like bath boasting double sinks, steam shower, granite counters, and panoramic prairie views - even this personal oasis feels designed with entertaining in mind. Upstairs, discover five generous en-suite bedrooms plus an enormous bonus room ideal for a playroom, home office, art/yoga studio, or additional family lounge - each level elevating the experience further. The lower level delivers the ultimate in luxury living and entertaining: an inviting wet bar with kegerator for beer on tap, a dedicated theater area for movies or sports, a full gym, sauna, and an additional lavish full bath - the grand finale where every space is better than the last, ensuring guests linger long into the night. Recent updates ensure turnkey perfection, including a brand-new roof, gutters, and downspouts (2024), two new furnaces and A/C units, a completely rebuilt staircase with dramatic walkway (2020), heated 4-car garage, underground sprinklers, gated entry, brick driveway, and a newly remodeled mudroom with heated floors. This exceptional property offers endless potential for added amenities such as a pool, tennis court, or sports court, all while providing total privacy yet convenient proximity to top schools, Highway 41, and the charming communities of Highland Park and Deerfield. A very special, one-of-a-kind estate - the perfect house for entertaining, where every detail delights and every space impresses more than the one before. Welcome home!

Beautifully updated southwest-corner condo in the heart of Highland Park, just steps from the town center, train station, and the lake Michigan. Located in a quiet, secure building with a new elevator. This move-in-ready condo features a bright foyer with new engineered flooring, a spacious living room with new sliding doors to a large private balcony, and a cozy den. The eat-in kitchen offers white cabinetry, granite countertops, under-cabinet lighting, and stainless-steel appliances. Energy-efficient windows throughout. Large primary bedroom includes two closets and an updated en-suite bath with soaking bath tub and a portable washer. Second bedroom features a decorative balcony and access to a remodeled full bath with a walk in shower. Amenities include a heated outdoor pool, picnic and grilling area, indoor parking garage, extra parking outside, and additional storage room and a laundry room on the first floor. Close to high rated schools, beaches, Metra, Ravinia Music Festival, Botanic Garden, and Rosewood Beach. No pets (service animals welcome). Not rentable.

Move-in ready 6-bedroom, 5 full bath and 1 half-bath brick home set on a beautifully landscaped half-acre in a sought-after Highland Park neighborhood. Designed for both everyday living and entertaining, this home features an open floor plan with dramatic double-height ceilings, oversized windows, expansive room sizes and custom millwork throughout. The main level offers a welcoming center-entry foyer, formal dining room with butler's pantry, private home office, spacious kitchen, sun-filled great room and a first-floor bedroom with en-suite bath-ideal for guests or multi-generational living. The chef's kitchen is appointed with custom wood cabinetry, granite countertops, stone backsplash, a large center island, stainless steel appliances, walk-in pantry, a planning desk and bright eat-in area with sliding doors to the patio. The kitchen opens seamlessly to the sun-drenched great room with a soaring coffered ceiling and polished black granite surround fireplace. A well-designed mudroom with custom built-ins provides direct access to the 3-car garage. Formal powder room completes the first level. The second level features a light-filled hallway and an impressive primary suite with sitting room, morning bar and an expansive professionally organized walk-in closet. The brand-new spa-like primary bath includes porcelain tile heated floors, double vanities with quartz counters, free-standing soaking tub, separate oversized shower with decorative wall surround and private commode closet. Three additional bedrooms, one with a new en-suite bath and the other two bedrooms share a Jack & Jill bath. Convenient second-floor laundry. The finished lower level offers a large recreation room, two exercise rooms, a sixth bedroom, full bath and abundant storage. Enjoy the professionally landscaped, fully fenced backyard with stone paver patio and built-in fire pit. Ideally located with easy access to the expressway, shopping, schools and parks - this exceptional home is not to be missed.

Desirable top-floor penthouse, 1972sq ft 3bedroom (converted to 2B+den) 2 1/2 bath home in meticulously maintained building, perfectly positioned close to downtown Highland Park. Living is easy and includes secure lobby entrance, ample guest parking, convenient circle drive, elevator, heated garage parking (1 space included), on-site storage, community room with kitchenette and balcony, great for book clubs or cards or small gatherings, fitness center, and full height storage cage. In the home you enter simple life. An expansive Living Room and Dining Room create a seamless space for both intimate dinners and large gatherings. French doors open to a charming preferred East facing stone balcony, where morning coffee or evening relaxation feels effortless. The spacious eat-in kitchen has ample cabinets, counter space, stainless appliances, an eat-in area for a breakfast table and coveted pantry. Plus an incredibly rare skylight to get even more natural light and have your mornings shine, taking advantage of the top floor with no neighbors above and extra light. The home continues with a previously 3rd bedroom converted to a lovely den, office or family room with custom built-ins and a striking two-sided fireplace, overlooking the Living Room and adding warmth and elegance to your everyday living. The large primary suite boasts a wall of windows, a large room to support many layouts and large furniture, two walk-in closets, a double vanity, a generous soaking tub, and a separate shower - a space to unwind and recharge in complete comfort. Complete your lifestyle with a full-sized side-by-side washer dryer in-unit for added convenience. In addition to a nicely sized 2nd bedroom, and perfectly positioned hall bath, the home also has a bonus 1/2 bath for guests or easy handwashing as you enter. Ensuring guests do not have to use a private bath. Thoughtful and with lots of rare features all in one homey package. Top floor. Elevator. Bonus 3rd bed/den. Large square footage. 1/2 bath. Skylights. East facing balcony. Pantry. And more. All incredibly located moments to downtown and easy access to the highway, HP Hospital, and dining and shops in every direction. This home is more than a residence - it's a place where every detail has been thoughtfully curated, combining style, function, and comfort to create a sanctuary you'll love to come home to. Come see this home today!

Welcome to this Custom Contemporary home, beautifully set on a stunning .75-acre lot with ample table land and breathtaking ravine views. Designed in 1979 by renowned architect Larry Booth, this architectural gem seamlessly blends dramatic design with natural surroundings, highlighted by its sun-filled two-story spaces and stucco exterior. Inside, you'll find an open, spacious floor plan with exceptional flow-ideal for both everyday living and entertaining. A first floor laundry and remodeled main floor powder room add convenience and style to daily life. Main floor highlights include newly refinished floors, a spacious and casual living room that flows into the large dining room, a generous eat-in kitchen open to the family room with fireplace, and sliders to a delightful oversized deck overlooking the ravine. Upstairs, the home offers 3 bedrooms, 2 full baths, plus an office (easily convertible to a 4th bedroom). The newly updated finished basement adds valuable living space, while the 2-car attached garage provides convenience and storage. With expansion possibilities, this home offers both pedigree and potential-on a .75-acre lot (33,010 square feet, including 17,757 SF of table land and an additional 15,499 SF of spectacular ravine views). Prime location: steps to downtown Ravinia, train, state-of-the-art Ravinia School, famed Ravinia Festival, and the renovated Rosewood Beach.

Beautiful and spacious 2-bedroom, 2-full-bath condo offering a tranquil setting and thoughtful updates throughout. Enjoy a large balcony, cozy breakfast area, expansive living and dining room, and an oversized primary bedroom with a generously sized walk-in closet. The home features a full-size washer and dryer (2025) in a dedicated laundry room with an additional storage closet. Recent upgrades include fresh paint throughout, brand-new kitchen countertops, sink, and modern subway backsplash, new balcony (2026), new showerheads and toilet, new garbage disposal (2025), HVAC system updated in 2022, and air vent cleaning completed December 2025. Located on the 3rd floor with elevator and direct garage access. Situated in a highly rated school district, this bright and inviting condo is the perfect place to call home. HOA includes water, garbage, maintenance, professional cleaning crew, in-unit fire alarm and carbon monoxide testing, and dryer vent cleaning.

This beautifully maintained, one-owner home offers exceptional curb appeal and a welcoming atmosphere from the moment you arrive. Impeccably cared for, this home features thoughtful updates in all the right places, ensuring comfort and functionality. Step into the spacious foyer and be greeted by a well-designed floor plan with generous living areas perfect for both entertaining and everyday living. You'll immediately appreciate the warmth, space, and attention to detail that make this home truly unique. The kitchen features sleek quartz countertops, a modern sink, and a stylish backsplash all thoughtfully designed to be both practical and beautiful, with ample counter space and a cozy corner desk area perfect for meal planning or quick tasks. The luxurious primary suite offers an oasis of comfort, featuring a completely renovated en-suite bath with spa-inspired finishes. The striking entry doors create a serene retreat, ideal for unwinding after a long day. The expansive living room is a peaceful space, ideal for gatherings, card games, or quiet conversation. The inviting family room, with its stunning fireplace wall and custom-built bookshelves, offers the perfect setting for cozy movie nights or casual get-togethers. The open and spacious dining room offers a comfortable dining venue. The finished basement adds valuable living space, including a private office - perfect for working from home or pursuing creative hobbies - along with an ample storage room. Don't miss the photo gallery to fully appreciate the thoughtful details and inviting spaces that make this home truly exceptional. NEW ROOF - July 2025! SEE ALL "IMPROVEMENTS " UNDER ADDITIONAL INFORMATION FOR MORE DETAILS!

Bright and spacious rarely available 2 bedroom 2 bath condo at Americana with 2 indoor garage spaces, #5 & 12, storage locker on the floor and in-unit laundry. Gracious tiled Foyer with large guest closet welcomes you into this condo. Large Living Room, with a fireplace, and Dining Room combo are perfect for entertaining, as well as offering access to the balcony, which extends from the Living Room to the Kitchen. The eat-in Kitchen features stainless appliances and a sliding glass door that opens to the balcony. The Primary Suite boasts a spacious Bedroom, customized walk-in closet and updated en-suite bath. The good size 2nd Bedroom can also be used as an office. The air-conditioner, sliding glass door in the Kitchen & both Bedroom windows are all about 8 years old. Building features a beautiful re-done lobby, outdoor pool, exercise room, party room, underground parking for 2 cars and plenty of outside parking for guests. HOA includes Basic Cable with HBO. Ideal location with easy access to stores, restaurants, highway, Ravinia, Botanic Garden & Northbrook Court.

This home is a masterclass in modern design, perfectly blending high-end tech with cozy, open-concept living. From the "wow-factor" kitchen to the thoughtful lighting throughout, every detail has been upgraded for a buyer who appreciates the finer things. Sleek design meets seamless living - Waterfall Quartz, Smart Tech, and private balcony. Step into an expansive open-concept sanctuary where the kitchen, dining, and living areas flow together effortlessly. The chef-inspired kitchen is the centerpiece, featuring: Waterfall Quartz Island: a stunning architectural focal point pared with matching countertops. Under cabinet ambience: Custom LED lighting that highlights the sleek finishes. 2026 Smart Suite: Brand-new, state-of-the-art appliances that makes hosting a breeze. The transition from the kitchen to the living room is anchored by a striking modern fireplace, perfect for cozy evenings. When you're ready for some fresh air, the large patio doors lead directly to your private balcony, extending your living space into the outdoors. Transition seamlessly from your master bedroom to your luxurious private-en suite bathroom through a custom-designed closet space. A second modern guest bathroom ensures visitors enjoy the same high-end aesthetic. This isn't just a cosmetic flip; it's a fully modernized home with peace of mind built in: Advanced Lighting: Updated designer fixtures and integrated LED Lighting throughout for a crisp, clean vibe. A large dedicated laundry room that offers plenty of storage and workspace. Mechanical Peace of mind: A brand-new furnace ensures efficiency and comfort for years to come. Do not miss the opportunity to own this stunning property in a sought after location across the street from The Preserves of Highland Park walking paths adjacent to the Recreation Center. Senior Center is also walking distance across the street. Best Schools, Investor friendly , Public transportation friendly, two outdoor pools. Contact us now for a private tour!

An extraordinary opportunity awaits at 309 Ridge Rd in Highland Park, a property that blends architectural charm, abundant space, and unmatched potential. This 5-bedroom plus 1 additional in the finished basement, 3.2-bathroom home is the perfect canvas for a discerning buyer seeking to create a truly custom residence. With a sprawling layout, soaring natural light, and standout outdoor amenities, this home has all the structural ingredients to become a masterpiece in one of the North Shore's most desirable communities. From the moment you arrive, the home's full-brick exterior, mature trees, and wide lot convey timeless presence. Step through the main entrance into a beautiful formal foyer, a graceful introduction to the home's scale and character. An elegant staircase divides the front entry from the main living spaces, creating architectural flow and balance while preserving openness. This thoughtful separation provides both a sense of welcome and an opportunity to impress. What sets this property apart immediately is the tremendous amount of natural light. The home is filled with an exceptional number of large windows across every level, which bathe the rooms in sunlight, illuminate original details, and bring the outdoors in. Whether you're in the front living room, kitchen, bedrooms, or basement level, you'll be struck by how bright and open this home feels throughout the day. The living and dining rooms are expansive and inviting, with oversized windows on multiple exposures enhancing the sense of space and comfort. These rooms are ideal for future entertaining, quiet evenings, or elegant hosting, all made better by the surrounding natural light that shifts beautifully from morning to dusk. The kitchen, located toward the rear of the main level, offers an incredible footprint for a full redesign. There's ample space to create a dream chef's kitchen with room for a central island, high-end appliances, a walk-in pantry, and custom cabinetry. Imagine oversized sliders or French doors leading directly to your outdoor entertaining area, seamlessly connecting indoor and outdoor living. Each of the five upper-level bedrooms is generously sized and features sun-drenched windows, giving every room a warm and welcoming atmosphere. The primary suite offers room for a luxurious en-suite bathroom and custom closet build-out. Additional bedrooms can be adapted to fit any lifestyle, whether as guest rooms, offices, or creative spaces. The fully finished basement adds tremendous versatility and includes a sixth bedroom, half bath, and a large recreation or family room, perfect for guests, a playroom, a theater, or a personal studio. Even this level is illuminated by natural light, enhancing its livability and comfort. Outside, the backyard is a private retreat with outdoor elements rarely found at this price point. A raised deck extends from the rear of the home and is perfect for casual lounging or summer barbecues. The brick fireplace and wood-burning oven create a showstopping focal point for outdoor entertaining, ideal for pizza nights, fireside chats, or parties under the stars. A charming casita or playhouse adds even more personality to the yard, while the mature landscaping ensures privacy and tranquility. The neighborhood is one of Highland Park's most established and cherished. Nearby, enjoy easy access to Sunset Woods Park, Skokie River Woods, and Danny Cunniff Park, offering everything from sports courts and trails to playgrounds and picnic areas. You're also minutes from Renaissance Place, local boutiques, grocery stores, restaurants, and top-rated public schools. Commuting is convenient with nearby Metra service and close proximity to major highways, making trips to downtown Chicago or neighboring suburbs simple and efficient. With over 3,000 square feet of living space, this home offers not just size and structure, but vision. Whether you're an experienced rehabber or a homeowner looking to build your forever home.

Beautifully remodeled End unit that is move in condition located in a well kept Elevator building! Owner has just painted and replaced the carpeting in the bedrooms. Spacious Living/Dining room with engineered hardwood flooring and a woodburning fireplace. Split bedroom floor plan with Master suite and bedroom 2 for added privacy. Big kitchen with eating area, SS steel appliances and Granite counters and sliders to extra large balcony with beautiful East view of downtown Highland Park. Large Master suite with walk in closet, vanity area and bathroom with separate tub from the shower. Laundry room in the condo for extra convenience. Can't beat this in town location with walkability to shops, train, beach and restaurants.

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 today's living. Meticulously maintained and thoughtfully expanded, the home features two outstanding additions including a dramatic two-story family room, a luxurious primary bedroom and spa-quality bath, a gorgeous paneled library, and a screened porch, creating a home that lives effortlessly while honoring its architectural heritage. This is a historic home that does not feel old. Upon entry through the charming front vestibule with original leaded glass windows, you are welcomed into a grand foyer showcasing a stunning historic staircase, flanked by the formal living and dining rooms. Original oak flooring runs throughout, adding warmth and authenticity. The living room features a beautiful historic mantle and updated double French doors that open to the rear terrace. Beyond lies the richly paneled library, complete with a hidden bar closet and refrigerator, and access to the screened porch-perfect for relaxing or entertaining. On the opposite side of the foyer, the formal dining room flows into the open kitchen, which is exceptionally equipped with a commercial-grade range, double ovens, dual dishwashers, breakfast area, and seamless connection to the two-story family room with a second fireplace and French doors to the terrace-an ideal layout for everyday living and hosting on any scale. The second floor is anchored by a truly extraordinary primary suite, offering space and luxury beyond expectations. The marble-clad primary bath features a double-bowl vanity, whirlpool tub, oversized separate shower, and private water closet. The bedroom boasts a tray ceiling, an expansive walk-in closet with professionally installed organizers, and an additional cedar closet. This level also includes two additional family bedrooms, two full baths, and a dedicated laundry room. The third floor provides three additional bedrooms, a full bath, and an office-ideal for extended-stay guests, a private living suite, or flexible work-from-home needs. The partially finished basement includes heated flooring, exterior access near the mudroom, and generous cubby storage for active lifestyles. An additional unfinished basement area offers abundant storage. The professionally landscaped yard features sprinklered perennial plantings, a fenced garden area, and ample space for outdoor enjoyment. Additional highlights include a second rear staircase, three-car garage, whole-home speaker system, zoned heating and air, excellent insulation, and a highly efficient layout that makes this large home remarkably manageable. Third-floor utilities are zoned separately and can be shut off when not in use. The home's original foundation has been reinforced with structural steel and is exceptionally solid; remaining foundation areas are newer. Original windows are in place. The property is listed on the National Register of Historic Places, built for prominent Highland Park resident Ross J. Beatty. An extraordinary residence combining history, scale, comfort, and location-just minutes to town and train.

Why Would You Want Ordinary When You Can Have Extraordinary! This Stunning and Majestic Brick Home Sits on Over an Acre in the Heart of Highland Park and Features a 40' Indoor Pool with a Wall of Glass that Opens to the Outdoors! Over 8000 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement, It Boasts Barrel Ceilings over 20' High and 5 Fireplaces. The Double Island Chefs Kitchen has a Fireplace, Walk-in Pantry, Professional Series Appliances, and Way Too Many Features to List! There is a Spectacular Great Room and a Banquet-Sized Dining Room with a Butlers Pantry, a Wonderful Screened Porch with 5th Fireplace and a Balcony Overlooking the Backyard- which includes Ravines and a Huge, Secret Yard, Accessed by a Magical Bridge! The Main Floor has 3 Bedrooms and 3 1/2 Baths and the Entire 2nd Floor is a Romantic Hideaway Primary Suite with its Own Family Room, Fireplace, Movie Star Sized Closet and Spa-like Bath. There are an Additional 2 Bedrooms, 2 Full Baths, a Massive Workout Room, an Amazing Home Theater, and a Summer Kitchen in the Walkout Basement. There are 5 Zones of Heat and Air and a 3+ Car Garage. Walk to Town, Train, the Lake. Amazing and Rare Offering!

Welcome to worry free living at Brooke Estates in Highland Park! Inside this ground floor residence you will discover a layout that seamlessly connects the living and dining areas ideal for both relaxing and entertaining. The kitchen has crisp white cabinetry with an eat in area attached to a sunken living room. New Furnace, AC and W/D 2022! Primary bedroom offers double walk in closets and a full en suite bathroom. Large windows throughout invite natural light to fill the home with a ground floor view of the outdoor community swimming pool. A parking spot is included in attached heated garage. Do not miss the opportunity to own this remarkable property in a sought after location across the street from "The Preserves" walking paths adjacent to the Recreation Center that offers a full gym, exercise classes and indoor walking path. Senior Center is also walking distance across street. Close to 41. Across from Target. Public transportation friendly.

Listen to the Ravinia festivals music all summer long! This Ravinia Ranch Home is in walking distance to Lake Michigan, Ravinia, dining, parks and the Metra line and presents a fabulous opportunity to move in, renovate or build new. Well loved by a long time owner over 29 years with 3 bedrooms, 3 bathrooms and a finished basement. Located on a long lot over a 1/4 quarter acre and has a detached finished heated and air-conditioned studio/home office (14 x 9 ) built in 2016. New Furnace: 2025, Roof: 2015, A/C Unit: 2020, Water Heater: 2018, Stove: 2018, Dishwasher: 2018. Main level bathrooms remodeled in 2023 and 2012

Welcome to 375 Park Avenue, a rare opportunity to own a stately 5-bedroom, 4-bathroom Victorian-style residence nestled in the heart of Highland Park. Set on a beautifully landscaped 0.19-acre lot, this timeless home offers over 2,700 square feet of finished living space, plus a massive 3-car detached garage with soaring ceilings-ideal for a car enthusiast, workshop, or future coach house addition. Built in 1920, the property sits just minutes from Lake Michigan, downtown Highland Park, Sunset Woods Park, the Metra station, Ravinia Festival, and acclaimed District 112/113 schools. This is truly one of the most walkable and sought-after neighborhoods in Highland Park, offering both historic charm and unmatched convenience. From the moment you arrive, the home's classic curb appeal and recently refreshed landscaping make an impression. A large front porch and elegant architectural lines reflect the charm of a bygone era, while mature trees and a fenced backyard offer privacy and green space. Inside, the main level greets you with tall ceilings, rich original woodwork, hardwood floors, oversized windows, and intricate trim details that speak to the home's heritage. A spacious foyer opens to a formal living room with decorative fireplace, an expansive formal dining room, a bright front parlor/sunroom, and a full main-level bathroom. The rear family room and generously sized kitchen offer everyday functionality and flow seamlessly into the backyard for indoor-outdoor living. Upstairs, you'll find five true bedrooms, each with hardwood flooring and ample closet space. The primary suite is spacious and includes a full private bathroom. Two additional full baths on the upper level provide convenience for families or guests. All bathrooms have been updated over time with neutral finishes, but still leave room for customization. The unfinished attic offers even more space for potential expansion-perfect for a home office, creative studio, or future lofted retreat. The full basement, accessible from the rear staircase, provides flexible space for recreation, storage, or future finishing. The home's mechanical systems appear functional, and there is visible evidence of recent upgrades in parts of the interior, but additional cosmetic and structural repairs are recommended to fully modernize and maximize value. The exterior, while recently cleared and cleaned, is in need of paint, siding repairs, and trim restoration. There is visible wear from age, but the structure itself appears sound. This home is ideal for an owner-occupant ready to invest in updates or for a seasoned rehabber looking to restore and resell a property in one of the most desirable pockets of Highland Park. With strong resale comparables nearby, particularly for move-in-ready historic homes, the potential here is significant. The location is unbeatable: steps from Green Bay Road, downtown shops and restaurants, the public library, lakefront trails, and commuter rail. Top-rated Indian Trail Elementary and Highland Park High School serve the area, and year-round community events make this a vibrant place to live. Whether you're drawn by the architecture, the space, or the location, 375 Park Avenue offers the rare chance to own a piece of Highland Park history and shape it into your forever home. Properties with this combination of size, location, and potential do not come along often. Don't miss the virtual tour for a complete walkthrough of this special offering.

Completely remodeled Spacious one bedroom home in the heart of Highland Park. Refinished hardwood floors, New windows, new kitchen and appliances. Large living room has south facing windows. Separate dining space fits full sized table. Big bedroom, fits plenty of furniture. Beautifully remodeled bathroom. Walk-in closet/utility room has new water heater and combo laundry unit. There's an additional large closet off living room, plus additional storage space in building. On site dedicated parking space is included. All of downtown Highland Park's dining & shopping, as well as the train and the beach are all just a very short walk away. Pets friendly, low assessment

***A SIGNIFICANT PRICE IMPROVEMENT enhances this already strong value! This is a must-see home that is PRICED TO MOVE!*** 1839 Shelley Court is an ultra-luxury, new-construction home situated on a .86-acre lot and tucked back on a private cul-de-sac in the desirable High Ridge neighborhood. This remarkable residence offers nearly 6,600 square feet of luxury living space across three levels, and features soaring ceilings, gorgeous wide-plank wood flooring, a wide open layout, and designer finishes throughout. You enter the residence via the impressive, 2-story grand foyer. Off the foyer, you have a formal living room and separate private home office with a wall of custom built-ins. The formal dining room has a stunning centerpiece chandelier, an architectural design wall, and an attached convenient butler pantry. The heart of the home is the gourmet kitchen with high-end Thermador appliances, quartz waterfall countertops, a spacious island with abundant seating, additional breakfast area, loads of cabinetry, and a large walk-in pantry. The kitchen opens to the family room with soaring ceiling, show-stopping chandelier, architectural design wall with 65" fireplace, and wall of windows that look out onto the large back deck and yard. A convenient first-floor ensuite bedroom with its large full bath, walk-in closet, and private back entrance, offers a valuable first-floor primary option. A smart mudroom with laundry, and powder room complete the main level. The second level includes four ensuite bedrooms. The spacious primary suite offers a fireplace, two walk-in closets, and a luxurious bath with extra-large shower, a separate soaking tub, two individual vanities, and a private water closet. The lower level is off the charts! The highlight is an expansive recreation/entertainment area that offers a large wet bar with extensive cabinetry, a full-size refrigerator, and dishwasher. A sixth bedroom with an attached full bath, a fitness room with rubber flooring, a large laundry room, and ample storage space complete the lower level. Outstanding exterior features include stone/durable Hardie Board siding, Pella windows, a convenient circular driveway, and large composite deck overlooking the spacious professionally landscaped backyard. This exceptional property is located in highly-rated school districts, including D112 for K-8, and in the coveted Choice Zone of HS District 113 where residents choose between Highland Park High or Deerfield High. This is a must-see!

This charming mid-century home offers 4 bedrooms, 2 updated baths, and a thoughtful blend of character, light, and modern comfort. Step inside and feel the difference. Updated energy-efficient windows, fresh paint in all bedrooms and baths, and abundant natural light throughout. The stunning great room features 10-ft vaulted ceilings, exposed beams, Pecky cypress walls, and a floor-to-ceiling brick gas fireplace-perfect for everyday living and entertaining. The dining area flows into the updated kitchen with stainless steel appliances, Italian granite countertops, two-tone cabinetry, blue glass backsplash, and a walk-in pantry/baker's nook. The main level includes two bedrooms with custom closets, an updated bath, new carpet, and a versatile 3-season room ideal for an office or sun porch. Upstairs are two additional bedrooms (including one with an oversized closet), and brand new Bosch mini-splits upstairs for added comfort. A fully renovated bath, brand new windows flooding the floor with natural light. A fully finished basement (429 s.f.) offers flexible living space with many built-ins, storage, a second fridge, and newer washer/dryer. Set across from a forest preserve with walking and biking trails, the home also features a large fenced yard, brick-paver patio, pergola, and one-car garage. Major updates include a recent 30-year roof and gutters (2024), finished basement, 200-amp electrical, and EverDry waterproofing. Prime Highland Park location-near the Chicago Botanic Garden, forest preserves, great schools and walking distance from Metra! Warm, bright, and move-in ready!

Rare opportunity on Auburn Court-quietly tucked at the end of a cul-de-sac on an expansive .49-acre lot in highly sought-after District 112. This ranch-style home offers an exceptional combination of location, land, and layout that is increasingly hard to find in Highland Park. The home features three bedrooms and three full bathrooms, including a generously sized primary suite on the main level and a flexible lower-level bedroom ideal for guests, office space, or extended living. A remodeled kitchen with stainless steel appliances opens to the L-shaped living room / dining room combination, creating an easy flow for everyday living and entertaining. The fully fenced yard provides privacy and is complemented by an existing in-ground pool and abundant green space for outdoor recreation and enjoyment. Additional highlights include a finished lower level, attached one-car garage, and proximity to award-winning schools, parks, recreation, shopping, and train. A compelling value for buyers seeking a premier location, ranch-style living, and long-term upside in one of Highland Park's most desirable neighborhoods.

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 1ST FLOOR MASTER SUITE, A SECONDARY 1ST FLOOR BEDROOM & BATH, SPACIOUS OPEN FLOOR PLAN WITH FAMILY ROOM, KITCHEN ALONG WITH FLEX ROOM AND TWO ADDITIONAL SECONDARY BEDROOM W/ J & J BATH + LOFT ON SECOND FLOOR. OTHER FEATURES INCLUDE UNDERGROUND PLUMBING AND 8'10' FOUNDATION WALLS. UPGRADED OPTIONS INCLUDE WINDOW UPGRADE, CABINETRY, LIGHT FIXTURES, TILE AND QUARTZ TO NAME A FEW. FURNITURE NOT AVAILABLE FOR PURCHASE.

THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. THE CAPRI RANCH IS DESIGNED WITH LUXURY FINISHES THROUGHOUT THE HOME! FEATURED FINISHES INCLUDE DESIGNER CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, CUSTOM CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN STARTING PRICE. THE HOME FEATURES A LUXURY MASTER SUITE W/ FREE STANDING TUB, SECONDARY BEDROOM & BATH, SPACIOUS OPEN FLOOR PLAN WITH FAMILY ROOM, KITCHEN ALONG WITH FLEX ROOM. THIS RANCH IS PERFECT FOR ENTERTAINING AND ANYONE LOOKING TO DOWNSIZE IN LUXURY. FINISHED OPTIONS INCLUDED!