Highland Park IL Real Estate & Homes for Sale

Situated on a prime half-acre lot in sought-after East Highland Park, this one-of-a-kind custom residence, completed in 2022, offers a rare combination of timeless architecture, warm contemporary design, and purposeful functionality, all executed with an uncompromising commitment to quality. While striking curb appeal sets the tone from the moment you arrive, the grand circular driveway, meticulously designed landscaping, dramatic full-view black aluminum and glass garage doors, and inviting front porch with a pergola and hanging swings establish the home's distinctive architectural character before you even step inside. The interiors prove to be every bit as impressive. Offering all the benefits of new construction without the time, uncertainty, and countless decisions of building from the ground up, every finish, fixture, and design decision was meticulously considered. Featuring six bedrooms, six full and one half bath, and an attached three-car garage, this exceptional residence reflects meticulous attention to detail throughout. Designed for both everyday living and unforgettable entertaining, the heart of the home is a chef's kitchen centered around a dramatic 12-foot waterfall island beneath a custom white oak ceiling detail. An oversized integrated stone sink with a matching apron front, full-height stone backsplash, and custom fluted hood create a striking focal point, while professional-grade Wolf and Sub-Zero appliances, dual dishwashers, a built-in plumbed Miele coffee system, and a walk-in pantry complete a kitchen designed without compromise. The adjoining breakfast area opens directly to the expansive brick paver patio, creating a seamless connection to the outdoor living spaces. Just beyond, the family room is flooded with natural light and offers beautiful views of the resort-style pool, spa, and professionally landscaped backyard. Anchored by a dramatic floor-to-ceiling black marble fireplace with a recessed television and immersive surround sound, the family room balances striking design with exceptional comfort. The main level also includes a versatile private office or guest suite with custom built-ins and sliding doors leading directly to the backyard. The second level features four spacious bedrooms, each with its own beautifully appointed en-suite bath. The luxurious primary suite combines warmth and sophistication with vaulted ceilings accented by white oak beams and shiplap, a linear fireplace, a private balcony overlooking the backyard oasis, two separate walk-in closets, and a spa-inspired bath featuring heated floors, custom white oak cabinetry, wall-mounted faucets, an oversized steam shower, and separate his-and-her water closets. A thoughtfully designed homework station and an expansive playroom/flex space with skylights further enhance the home's exceptional functionality. The fully finished lower level offers a spacious recreation room, wet bar, dedicated fitness studio, guest suite, and a professionally designed theater featuring stadium seating, a 120-inch projection screen, and immersive 7.1 surround sound. Outside, the backyard offers a true resort experience. Centered around a magnificent 44'22' pool and spa with expansive sun shelves and bubblers, the outdoor living spaces were designed for both intimate evenings and large-scale entertaining. A covered terrace with a television and ceiling speakers overlooks the beautifully landscaped grounds and expansive brick paver patio, creating an exceptional extension of the home's living space. A dedicated pool bath with direct access from the covered terrace allows guests to come in from the pool without walking through the home, while a nearby second washer and dryer for pool towels reflects the intentional planning found throughout. This custom residence reflects an uncompromising commitment to quality, timeless design, and everyday livability, a distinguished offering in one of East Highland Park's most sought-after neighborhoods.

Move right into this quality updated, solid built brick ranch. A fabulous one story alternative to condo/townhouse living set on a third of an acre, located in a private subdivision near Sunset Valley golf course and Highland Park's Hidden Creek Aqua Park. Two bedrooms and two newer bathrooms offer private spaces to the wide-open floor plan which is wonderful for entertaining. Front entrance opens to large living room with fireplace and flows into the open concept kitchen/dining and family room area, creating wide open light and bright living spaces. The kitchen has vaulted ceiling and skylights and is updated with 36", 6-burner Wolf range, Bosch dishwasher and refrigerator. Newer cabinets with custom millwork and granite counters. French doors open to a nicely appointed, step-down Florida room/ sun-room enclosed, has a pot belly gas heater and could be turned into a third bedroom. Inviting patio opens to professionally landscaped private yard, perfect for your summer parties. Delight in working in your private studio space in a small converted shed building in the back of the yard that has been updated for your personal use. Two and a half car garage with plenty of space for cars, storage and work area. Hardwood floors, copper plumbing, newer electric panel complete and upgraded lighting are the many features of the house which include a fireplace, two newer bathrooms, 2020 repaved driveway, and newly repainted exterior house. Minutes to downtown Highland Park and access to Highway 41.

Just steps from downtown Highland Park's shops, restaurants, library, train, and close to Lake Michigan, Thornycote is a home where location and history come together beautifully. Designed in 1901 by renowned architect Howard Van Doren Shaw, this English Arts and Crafts residence is a remarkable expression of craftsmanship, proportion, and grace. Set on more than an acre of lush, landscaped grounds, Thornycote offers a rare sense of privacy while remaining connected to everything that makes Highland Park special. A handsome foyer sets the tone, introducing the home's elegant proportions, exceptional woodwork, and remarkable architectural integrity. Throughout, Shaw's thoughtful design is evident in the details, from the formal living room anchored by a commanding wood-burning fireplace to the expansive family room, which opens onto a generous terrace. The gracious dining room flows naturally into a bright sunroom, equally suited to morning coffee or evening conversation. A richly detailed library provides a quiet retreat, while the renovated kitchen brings modern function to the historic setting with custom cabinetry, a butler's pantry, coffee bar, and mudroom. An extra-wide staircase leads to the second floor, where the primary suite offers a private retreat with an adjoining sitting and dressing room, wood-burning fireplace, and spacious updated bath overlooking the grounds. Two additional bedrooms share a full bath and connect to a cozy sitting room ideal for reading or play. A second-floor laundry adds everyday convenience. The expansive third floor offers remarkable flexibility, with four bedrooms, two full baths, and a large bonus room that can adapt to whatever life requires, from playroom and home office to media lounge or studio. Beyond the main residence, a 1,600-square-foot coach house adds an extraordinary layer of possibility. With four garage bays, a two-bedroom suite, and a conference room overlooking dramatic ravine views framed by two stone bridges, it is a rare setting where work, creativity, and nature come together. And then there are the discoveries. A hidden speakeasy tucked behind a mirrored door. Secret gardens. Winding pathways made for wandering. At Thornycote, the experience extends well beyond the architecture. More than a residence, Thornycote is a singular piece of Highland Park history, where Howard Van Doren Shaw's artistry remains very much alive.

Fall in love with this beautiful, bright, and move-in-ready split-level home in desirable Sherwood Forest. From the inviting foyer, step into a sun-filled living room featuring a vaulted ceiling, gleaming hardwood floors, gas-starting wood-burning fireplace with natural stone surround and hearth, and gorgeous skylights with built-in electronic shades. The living room flows seamlessly into the spacious eat-in kitchen, creating a warm and welcoming space for everyday living and entertaining. The kitchen features 42-inch cabinetry with under-cabinet lighting, Corian countertops, stainless steel appliances, a pantry with convenient pull-out shelving, and a built-in buffet and storage area. Appliances include a Bosch dishwasher ('20), GE refrigerator/freezer ('18), GE 5-burner gas range and oven with built-in griddle ('21), and GE microwave ('19). The open-concept layout continues into the cozy family room, complete with vaulted ceiling, recessed lighting, and a slider overlooking the fully fenced yard. A convenient mudroom area provides easy access to both the attached, heated garage and the exterior brick-paver patio-perfect for busy everyday living, entertaining, and enjoying the outdoors. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a professionally organized double closet. Hardwood floors run throughout the upper level, with hardwood beneath the carpet in Bedroom 2. The beautifully remodeled hall bath offers a large glass-enclosed shower with dual showerheads and shampoo niche, white vanity with granite countertop, Kohler toilet with built-in bidet, extra-deep storage closet with pull-out shelving, and an integrated mirrored medicine cabinet. The finished lower level offers exceptional flexibility with a spacious recreation room featuring frosted French doors, recessed lighting, and a huge walk-in closet. Use it as a playroom, home office, guest space, or potential fourth bedroom-the possibilities are yours. A beautifully appointed full bath features handsome gray subway tile, deep whirlpool tub, black vanity with granite countertop, and Kohler toilet with built-in bidet. A spacious laundry room adds even more functionality, with newer ('24) LG full-size stackable front-load washer and dryer, deep basin sink, and built-in cabinetry. Storage is abundant throughout, including a spacious concrete crawl space and a large storage shed. Thoughtful updates and modern conveniences make this home truly move-in ready, including a new roof and gutters ('24), new hot water heater ('24), extensive smart-home technology throughout including lighting, smart garage door with battery backup, smart locks, smart thermostat, and video doorbells. The heated garage also features a 240V electrical connection ready for an EV charger and don't miss the additional brick paver parking pad. Outside, enjoy the privacy of the fully fenced yard, brick-paver patio, and beautifully designed spaces ready for relaxing, gardening, play, or entertaining. Located on a quiet street, this home offers the perfect blend of comfort, style, flexibility, and convenience, with easy access to parks, schools, shopping, recreation, transportation, and so much more. A truly special home with thoughtful updates, exceptional storage, and spaces designed for the way you live today.

Opportunity awaits at 1704 Park Avenue West! Situated on nearly 1/3 of an acre, this 3-bedroom, 1-bath ranch offers the perfect opportunity to renovate, expand, or build your dream home. Whether you're a homeowner looking to create your ideal space or a builder searching for an exceptional lot, this property is full of possibilities. The existing home features a functional floor plan with hardwood floors, abundant natural light, a fireplace, and an attached garage. The expansive side yard provides ample room for outdoor entertaining, future additions, or new construction. Located in a sought-after Highland Park neighborhood with the choice of Highland Park or Deerfield High School, this home offers convenient access to parks, shopping, dining, Metra, and major transportation routes. A rare chance to secure a generously sized lot in an established neighborhood where new construction and renovated homes continue to thrive. Bring your vision and unlock the potential of this exceptional property. Property is being conveyed as-is.

Charming, Updated Home in the Heart of Highland Park Welcome to this beautifully updated 4-bedroom, 2-bath home in the east Highland Park area. Located just a short walk to the vibrant downtown highwood shops and restaurants, as well as to Highwood Metra Station. The famous Morane dog park and beach is also just a skip away. This location is central to everything Highland Park has available. Not to mention some of the best schools in the state. This beautiful home includes nearly 1,900 square feet of bright living space with amenities that include an updated kitchen, spacious living room, formal dining room, and two updated bathrooms. The home also features three generously sized bedrooms, two with large walk in closets, a flexible bedroom or office space, and a sprawling 900 square foot unfinished basement, easily used for a game room or storage. Located on the property is a detached garage as well as a fully fenced in yard. Some photos have been virtually rendered.

Welcome to 1746 Richfield Ave! a home that perfectly balances a bright, airy flow with thoughtful, functional spaces. This 3 Bedroom, 2 Bath Tri-level residence greets you with an abundance of natural light streaming through expansive windows, highlighting the rich hardwood floors that run throughout the home. The heart of the house is an open-concept main level, where the updated Kitchen flows effortlessly into the Dining Area and Living Room. It's a layout designed for modern living, keeping everyone connected whether you're prepping a meal or relaxing at the end of the day. The 2nd floor features 3 generous sized Bedrooms and a full Bath. The Lower Level offers a spacious Family Room along with a versatile bonus room-ideal for a dedicated home Office or Bedroom #4 and a full Bathroom. Step outside to discover an exterior designed for enjoyment and relaxation. The brick paver patio, located right off the Kitchen, serves as a natural extension of the living space and is the perfect spot for al fresco entertaining and dining. The expansive fenced yard provides plenty of room to roam, complete with a storage shed and a dedicated area with a fire pit and pergola. Perfectly situated between Highland Park and Deerfield, this location offers the best of both worlds. You'll enjoy quick access to a variety of shopping and dining options, with convenient highway entry nearby for an easy commute. Residents also benefit from a choice of high schools. Combining a great layout with incredible outdoor amenities, this home is ready for its next chapter.

Surrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home offers water views and privacy seldom experienced. ***New Roof, Gutters, and Patio - 2020***New Exterior Paint - 2023***Kitchen Renovation - 2018***New Dishwasher - 2021***New Disposal - 2025***New Marble and Hardwood Flooring***Closets Professionally Organized - 2021***Whole House Generator - 2018***New Basement Egress Windows - 2023***A dramatic 2 story, marble floored foyer welcomes you and flows effortlessly to an open floor plan with a gorgeous volume ceiling great room with floor to ceiling windows that flood the residence with loads of natural light! Recently updated, this home offers 6 Bedrooms (including a first floor primary suite AND a first floor guest suite that includes a dedicated guest bath) 6 full and 3 half baths, and a full basement which treats you to a spa room that rivals your most favored paid luxury spa experience. The attached garage offers parking for 3 cars (plus a lift to accommodate an additional 4th vehicle) and incredible additional storage. Additional updates include ***2018 whole house generator, ***new within 3 years HVAC, new water heaters, ***2018 flooring and new interior paint, 2021 professionally organized closets, 2018 incredible chef's kitchen with sub-zero fridge, wolf range, wine/bev cooler, and much more...while invaluable upgrades include wine cellar, theatre room, professional fitness room, 4 zone heating and cooling, security, irrigation, professional car lift in the garage...simply A+++. Step out to your gorgeous patio outdoor space which includes a gazebo complete with grilling station for your outdoor entertainment. You will feel like you are miles away from everything...and yet be only minutes away from everything that downtown Highland Park has to offer. Award winning schools and easy access to attractions like Lake Michigan beaches, Ravinia Park, Chicago Botanical Gardens, and so much more! This home is an absolute MUST SEE!

Imagine spending summer evenings walking to Ravinia Festival concerts, grabbing coffee or dinner just around the corner, playing tennis or pickleball across the street at Brown Park, and hopping on the Metra for an easy commute to downtown Chicago. Welcome to 552 Burton Avenue, where one of Highland Park's most coveted locations meets timeless mid-century charm. Beautifully reimagined with fresh designer staging, this all-brick split-level feels bright, welcoming, and effortlessly stylish. Sunlight pours through the home, highlighting hardwood floors, crown molding, and inviting living spaces that are equally suited for entertaining friends or enjoying a quiet evening at home. The updated kitchen features rich cherry cabinetry, granite countertops, and stainless steel appliances, flowing seamlessly into the main living areas. Upstairs you'll find three comfortable bedrooms and an updated full bath, while the finished lower level offers exceptional flexibility with a spacious family room, renovated full bath, and a fourth bedroom or private home office. Step outside to enjoy the fully fenced backyard with room to relax, garden, or entertain. Recent improvements including a new furnace, updated water heater, newer A/C, refreshed lighting, driveway, fencing, and numerous additional upgrades offer peace of mind for years to come. The location truly sets this home apart. Brown Park's tennis and pickleball courts are directly across the street, the Ravinia Metra station and Ravinia Festival are just moments away, Rosewood Beach is only minutes from your front door, and downtown Highland Park's restaurants, shopping, and community events are all within easy reach. For buyers looking ahead, the listing agent has confirmed with the City of Highland Park that a detached one-car garage is permitted, offering future flexibility for those who wish to add one. This is more than a home, it's an opportunity to enjoy one of the North Shore's most walkable, vibrant, and sought-after neighborhoods.

Charming townhome in the Ravina neighborhood Boasting FRESH PAINT THROUGHOUT close to parks, shopping, dining, Lake Michigan, and more! Beautifully maintained with a versatile layout, gorgeous natural light, and over 1,100 sq ft of above ground space. Whip up delicious meals in this stylish kitchen equipped with contemporary cabinetry, sleek appliances, and granite countertops. Options are nearly endless for the finished basement just waiting to be transformed into your dream space. Rest easy with INCLUDED lawn and snow removal too! Embrace outdoor living from the comfort of your back deck with a favorite beverage in hand. Convenient location, just a short distance from Metra Station, Greenbay Trail, Chicago Botanical Gardens, and area beaches. Whether you're searching for your next primary residence or looking to expand your investment portfolio, this versatile property offers an exceptional opportunity - Inquire today!

Welcome to this rare opportunity in one of the North Shores most desirable areas. This charming 3-bedroom, 2-bath cape cod home is filled with warmth, character, and natural light. The newly updated kitchen features stainless steel appliances, granite counter tops, and opens to the dining area, overlooking the delightful patio and relaxing backyard creating an inviting space for everyday living and effortless entertaining. Beautiful hardwood floors run throughout the home, enhancing its bright and airy feel. The spacious living room is bathed in sunlight with a large picture window overlooking the beautifully landscaped front yard, filled with colorful flowers. A first-floor bedroom and full bath offer flexibility for guests, a home office, or main floor primary. The first level laundry adds convenience for main-level living. Upstairs, you'll find two generously sized bedrooms, a cozy family room and a second full bathroom. Spacious storage in attic space which can be expanded for even more room.An attached extra-deep one-car garage provides plenty of storage and everyday convenience. Step outside to the expansive backyard, and patio perfect for relaxing. Ideally located 1 block from the newly renovated Devonshire park, minutes away from the new West Ridge rec center and bike paths. Easy access to the highway, metra and downtown Highland Park, this home offers the perfect combination of charm, comfort, and convenience. This home is perfectly situated with your choice of Highland Park or Deefield High School.

Welcome to this beautifully updated first floor, two bedroom, two bath condo in the sought after Legacy Club. Offering more than 1,700 square feet of single level living, this home combines generous space, modern comfort, and an ideal layout. Step inside to a bright, open living area featuring hardwood floors, high ceilings, and seamless access to the covered private patio, a year round extension of your living space. The dining area easily accommodates larger gatherings and flows into the kitchen, creating a natural open-concept environment perfect for everyday living and entertaining. The spacious kitchen features ample storage, a large center island with breakfast bar seating, stainless steel appliances, and granite countertops. A private hallway leads to the bedroom wing. The carpeted primary suite includes two walk-in closets with custom built-ins and an ensuite bath with a soaking tub and separate shower. The second bedroom, finished with hardwood floors and a custom-built closet, works beautifully as a guest room, den, or home office. A full hall bath with a tub/shower combo completes the space. Additional features include: New AC (August 2026), in-unit washer and dryer, fresh paint throughout (2023), new modern light fixtures in the kitchen and entryway (2024), custom window treatments in the main living area (2024), new carpet in the primary bedroom (2023), and one heated garage parking space and storage. Building amenities include exercise room. This unit is conveniently located near the building's elevators and front entrance. Enjoy direct access to Highland Park's lush Preserves and close proximity to downtown Highland Park and Highwood, offering restaurants, shops, transportation, and all the amenities these vibrant communities provide.

Nestled in tree-lined Sherwood Forest, near parks and transportation, is this welcoming, updated, and well-maintained 2-story Colonial home ready for you! Total Kitchen remodel 2015 with all the bells and whistles and Bath remodels - Primary, Hall and Powder Room - in 2017. Bright two-story entry with an exceptionally striking staircase, inviting Living Room with full-length Bay window, spacious Dining Room with plenty of room for large dinners and entertaining, dream Kitchen with high-end appliances, island, and eating area overlooking a lovely and fully fenced yard. Family Room with built-in bookcase and slider onto a spacious Deck. A powder room, laundry room, walk-in guest closet, and entry to attached garage complete the first floor. Upstairs the open staircase leads to a huge Primary Suite with double closets, one a walk-in, and completely renovated ensuite with large shower, double vanity and additional cabinetry for extra storage. Three more bedrooms, each with their own walk-in closet, and a fully remodeled hall bath complete this level. Downstairs the finished basement awaits with an abundance of storage, extra office, exercise or craft room. See our Feature List for more detail. Do not miss this opportunity!

Tucked away in one of Highland Park's most coveted east-of-Sheridan enclaves, just moments from the lakefront and jaw-dropping Rosewood Beach, this sprawling residence blends timeless architecture with refined amenities and over 10,000 square feet, offering a rare lifestyle of elegance, privacy, and ease. Situated on a lush, tree-canopied setting at nearly 3/4 of an acre, with manicured gardens, sculpted landscaping, and a grand circular drive that compliments the home's scale and serenity. Stucco-clad home with clay tile roof and a grand entry with soaring ceilings and dramatic architectural details create a deep first impression. The voluminous great room is a showstopper-anchored by a striking marble fireplace, floor-to-ceiling arched windows, and a dazzling custom chandelier, flooding the space with natural light and framing views of the verdant grounds. A light flooded kitchen awaits with walls of windows, custom cabinetry, sleek quartz counters, professional-grade appliances, and a sculptural center island-equal parts form and function. For more casual gatherings or multi-generational living, the lower-level second kitchen offers additional flexibility with a full suite of amenities. The expansive finished basement stretches out with nearly endless possibilities-all options on the table for large-scale recreation, home theater, gym, creative studio or multi-generational living. Full size multi person sauna on site as future feature of workout space. Multiple zones of heat and air, thoughtful storage throughout, full mud room with laundry center and attached three car garage. Unique configuration with six bedrooms plus library above grade and 6.2 baths with main level primary suite with dual primary baths including oversized soaking tub and multiple walk-in closets. 4 bedrooms are en-suite and there are over 12 skylights for abundant natural lighting. Tranquil and private rear yard with an oversized terrace framed by mature evergreens, flowering borders, and stone accents. Fruit trees and raised gardening beds, this secluded oasis is ideal for alfresco dining, morning meditation, or moonlit entertaining. Set just a short stroll from Lake Michigan and Highland Park's historic Ravinia District, within the Ravinia school district, 260 Beech offers a rare opportunity to own a substantial residence in one of the North Shore's most iconic neighborhoods.

The "Serenity at Heritage" maintenance-free HOA community, situated directly across from the Chicago Botanic Garden, is without parallel in the current North Shore market. Experience the pinnacle of sophisticated living in this stunning new construction ranch. Designed with an airy, open-concept flow, the main level impresses immediately with soaring ceilings and strategically placed skylights that flood the home with natural light. At the heart of the residence is a chef's dream kitchen, featuring custom white cabinetry with under-mount lighting, a massive granite island with seating, and a professional-grade appliance package including a Sub-Zero refrigerator and Wolf ovens and cooktop. The living and dining areas, accented by elegant plantation shutters, transition seamlessly to a private patio and professionally landscaped yard. Retreat to the first-floor primary suite, a true sanctuary boasting two expansive custom walk-in closets and a spa-inspired bath complete with a double stone vanity and a large glass-tiled shower. A versatile second bedroom on the main floor serves perfectly as a refined home office with its own ensuite access, fully wired for Ethernet and Wi-Fi to accommodate the modern professional. Gleaming hardwood floors lead you throughout the main level to the finished lower level, which offers a whole new dimension of living space. Here, you'll find two additional bedrooms, a full bath with stone finishes, luxury vinyl flooring, and ample unfinished space for storage or future expansion. This versatile footprint is perfectly suited for empty nesters, a multigenerational suite, or a private home office complex. This property offers new-construction quality, finishes, and systems without the premium price or construction timeline risks. For those who travel, the HOA-provided landscaping and snow removal offer total peace of mind. Every detail has been considered, from the epoxy-finished two-car attached garage to the underground sprinkler system. Enjoy unparalleled proximity to Ravinia Festival, the North Branch Trail's 18 miles of forest preserve paths, and a pedestrian entrance to the Botanic Garden. With the nearby Braeside Metra station providing a 35-minute express commute to downtown Chicago, this home is a critical differentiator for the connected buyer seeking a lifestyle of total ease and luxury. Don't miss the chance to make this exceptional residence your own.

An enchanting Craftsman cottage surrounded by mature landscaping and framed by a welcoming front porch, offering the perfect balance of character, comfort, and convenience. Inside, beautifully maintained hardwood floors and abundant natural light create warm, inviting living spaces designed for everyday living and entertaining. The open living and dining areas are accented by custom window treatments and timeless architectural details, while the updated kitchen features stainless steel appliances, elevated countertops, and a breakfast bar ideal for casual dining or gathering with friends. The generous primary bedroom provides ample storage, and the second bedroom easily accommodates guests, a home office, or family needs with room for a queen-sized bed and additional furnishings. The full basement offers exceptional storage and exciting possibilities for future finishing or expansion. Step outside to discover a deep, private backyard filled with lush gardens and plenty of space to unwind, entertain, or cultivate your green thumb. Located just moments from downtown Highland Park, the Metra station, and Rosewood Beach, this special home combines classic cottage charm with an unbeatable location.

Welcome to 723 De Tamble Avenue, a classic all-brick Colonial set on an expansive, professionally landscaped lot in desirable East Highland Park. Extensively renovated in 2024, this sun-filled home seamlessly blends timeless character with modern updates and an open, inviting floor plan. The foyer welcomes you into a spacious living room with a gas fireplace, while the open-concept kitchen and family room serve as the heart of the home. A wall of windows fills the space with natural light, and a second gas fireplace creates a warm and comfortable gathering area. The beautifully renovated kitchen features rich blue cabinetry, quartz countertops, all-new appliances and a generous eat-in area with built in seating nook. A large formal dining room provides the perfect setting for entertaining. Upstairs, discover three generously sized bedrooms, including a serene primary suite with a separate dressing area and a completely renovated private bath featuring a luxurious steam shower. Newly added hardwood flooring and abundant closet space complete the upper level. All remodeled baths and the powder room was moved to allow the Kitchen to open to the Family Rm. The main level is all newly refinished hardwood. Additional highlights include a convenient customized first-floor laundry room and a partially finished lower level with a versatile bonus room. Outside, enjoy a private, fully fenced yard surrounded by mature landscaping. Major improvements include a new roof, many newer mechanicals and a lawn sprinkler system. Feels like new! Ideally located just minutes from downtown Highland Park, and all that it has to offer, this beautifully updated home is ready to enjoy. Welcome home!

Beautifully updated Sherwood Forest 3 bedroom, 2 full bathroom home with a fully fenced back yard. Spacious rooms, great layout and updates throughout. New sanded and stained hardwood floors, freshly painted interior and exterior, energy efficient windows, completely remodeled kitchen with all new stainless steel appliances with induction cooktop, white shaker cabinets and quartz countertops. Completely renovated upstairs bathroom and laundry room. Living room features a vaulted ceiling and large windows letting great light into the home. Family room has a wood burning fireplace and opens to the dining room, which leads to the back patio. Two new backyard patios, expand the outdoor living space. Large lower level rec room has been fully renovated with new waterproof laminate flooring and could be converted to a primary suite, if desired. Major capital improvements include a new roof and new siding. Completely redesigned and landscaped front yard. Great location close to downtown Highland Park and Deerfield. Private fenced yard with extra large shed and room for a garage.

Perched on one of the prettiest streets in east Highland Park, this beautiful all brick and stucco home is set on a gorgeous, nearly half-acre property with stunning fully-fenced and professionally landscaped backyard. Start your day with a morning stroll to That Little French Guy for coffee and a croissant, see what's new at the Highland Park Library, then enjoy your walk to enchanting Ravine Beach for your own in-town vacation before heading home. Homeowner's favorite way to get a jump on her day is playing with her dog in the fenced yard, then enjoying a gratitude break on the new deck. You'll love the perfect blend of elegant, original detailing and modern amenities throughout this spacious home. Many newer Pella and Marvin windows. Home cook's dream kitchen fully remodeled by renowned local JAR, offering beautiful backyard views and is appointed with every bell and whistle: Thermador 48' dual fuel range, new 48" Sub-Zero with French doors, multiple work stations with stainless steel and Caesarstone countertops, custom backsplash, undermount lighting and abundant custom cabinetry. Table space with banquette seating dressed in stylish navy, plus, a built-in food and water station for your dog. The walk-in working pantry is a treasure inside two sliding doors, accommodating everything from your espresso maker to Cuisinart Food Processor to Kitchen Aid Stand Mixer, all foodstuffs and more. Large sunroom was converted to Family room with newer floor-to-ceiling windows on three sides, radiant floors and new sliding door leading to deck and yard. App-controlled exterior lighting enhances the home's ambiance at night. Crown molding and original floor trim, fabulous flow from one generously-sized room to another on gracious main level. Living room features wood burning fireplace with original black marble mantle, bay window, light oak hardwood flooring. Separate dining room with adjacent sunroom that transitions from library to extra dining space, a welcome feature when hosting holidays and happy gatherings. Original brick flooring in sunroom matches that on covered front porch. High ceilings, barrel-vaulted ceiling with cove lighting in foyer, so many enchanting details here. Upstairs, you'll find 5 bedrooms and 3 full baths, a "Cinderella Suite" comprised of laundry, original built-in storage closets and cozy bedroom. Four additional bedrooms on second floor include spacious primary suite with large primary bath, oversized shower, pedestal sink and custom mirror. Hardwood floors and ceiling fans in all bedrooms, newer whole house fan brings all the fresh air upstairs. Two car attached garage with separate new solid hardwood doors and epoxy flooring. Driveway newly surfaced. Basement features partially finished rec room, 2nd full laundry and loads of storage space. Basement has a working commode--add a sink to create an additional half bath, or go all out and make it a 4th full bath. Updated mechanicals and systems, irrigation system, security system. Striped awnings were a gift from the past homeowners. They are removed every winter, cleaned and reattached every spring. This is one beautiful and very special home. "Our home is as magical as our street," sellers say.

Welcome home to this beautifully updated 2-bedroom condominium featuring one of the most desirable views in the building. Enjoy peaceful views overlooking the expansive rear grounds with mature trees and lush green space, all backing directly to a City of Highland Park public park, creating a serene and private setting.The spacious living room and dining room flow seamlessly together, offering an open and inviting layout ideal for both everyday living and entertaining. Large sliding glass doors lead to an oversized balcony, filling the home with abundant natural light and providing the perfect place to relax and enjoy the picturesque surroundings.The kitchen features a comfortable breakfast area and its own sliding glass door access to the balcony, making it easy to enjoy morning coffee or outdoor dining. Both bedrooms are generously sized, including a spacious primary suite with a walk-in closet.Move-in ready and thoughtfully updated, this home offers comfortable, low-maintenance living in a sought-after location. Residents enjoy excellent amenities including an outdoor swimming pool, exercise room, party room, and heated parking garage, with one garage space included.Conveniently located near shopping, dining, parks, and transportation, this exceptional condominium combines beautiful views, generous living space, and outstanding amenities in one wonderful package.

LOCATION! LOCATION! LOCATION! INVESTOR & FLIPPER SPECIAL! Rare opportunity to own a historic English Tudor Revival home in one of Highland Park's most desirable neighborhoods. This partially renovated property offers exceptional upside for investors, flippers, rehabbers, or buyers looking to customize a truly one-of-a-kind home while preserving its architectural heritage. This 3-bedroom, 2.5-bath English Tudor Revival home is a rare Krenn-Dato model, showcasing timeless architectural details and rich history. Backed by Edith Rockefeller McCormick, Krenn-Dato homes are celebrated for their distinctive craftsmanship, including decorative half-timbering, a classic brick and stucco facade, steep gables, prominent chimneys, and charming multi-paned windows. Beautifully refinished hardwood floors and fresh paint throughout blend seamlessly with preserved original features, including vintage light fixtures, original windows, doors, hardware, staircase woodwork, and other decorative details that highlight the home's historic charm. The main level features a functional kitchen ready for your personal updates, a spacious living room centered around the original wood-burning fireplace, a formal dining room, a cozy den, a pantry, and a convenient half bath. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The unfinished basement includes a laundry area and offers outstanding potential for additional living space, a recreation room, home office, fitness area, or ample storage-making it an excellent opportunity for investors, flippers, or buyers looking to add value and customize the home to their vision. Outside, enjoy a large, fully fenced backyard with mature trees, along with a private front yard that enhances the home's curb appeal and serene setting. Ideally located in a top-rated school district, this true showstopper is surrounded by parks and forest preserves and is within walking distance to the Metra station for an easy downtown commute. It is also just minutes from the beach, Fort Sheridan Forest Preserve, restaurants, shopping, and neighborhood playgrounds. This home is proudly featured as part of the Highland Park Historic Homes Bike Tour. The owner, a professional builder, offers a unique opportunity to complete additional renovations-including new windows, bathrooms, a custom kitchen, and a finished basement-for an additional $75,000-$150,000, based on the buyer's preferences. Buyers may also choose to complete the renovations themselves, making this an outstanding value-add opportunity with significant upside. Some images may be virtually enhanced. The home is also available for lease. Property is being sold AS-IS.

**East Highland Park Craftsman with 3 bedrooms and 2 full baths. Well-maintained with many major updates, but needs cleaning and some cosmetic freshening. Features hardwood floors, enclosed front porch, spacious living and dining rooms, eat-in kitchen with cherry cabinets, and a first-floor full bath with walk-in shower next to the family room-ideal for guests. Three upstairs bedrooms with walk-in closets. Dry basement with spray foam insulation, newer hot water heater, copper plumbing, sump pump, and additional crawl space storage. Large landscaped yard and 2.5-car garage. Excellent location near Rosewood Beach, downtown Highland Park, Ravinia, Metra, trails, schools, and more. Solid home with great potential in a prime location. Photos from previous listing

Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available September 1, 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 6.1-bath home offers approximately 5,500 square feet of curated living space across three impeccably finished levels. A light filled foyer with statement herringbone hardwood floor sets the tone, flowing into a sophisticated dining room. The home's centerpiece is a sun-drenched, open-concept kitchen and great room designed for effortless living. High ceilings create a dramatic backdrop, along with fireplace flanked by built-ins. The chef's kitchen is outfitted with premium Monogram appliances, sleek quartz counters and backsplash, walk-in pantry, custom rift-cut white oak cabinetry and warm bronze accents-blending timeless elegance with modern sophistication. The main level also features a highly desirable first-floor bedroom suite with en-suite bath, ideal for guests or a private office. A designer powder room and a beautifully appointed mudroom with custom built-ins offering both function and style leads to a 2 car heated garage. Upstairs, the serene primary suite is a true retreat, bathed in natural light, tray ceiling and complemented by dual organized walk-in closets. The spa-inspired bath featuring quartz countertops, bespoke white oak cabinetry, a deep soaking tub, an oversized shower and private commode closet. Three additional bedrooms are generously sized and each include their own private en-suite bath. Large second floor laundry room with built-in cabinetry. The fully finished lower level delivers an elevated lifestyle experience with a sprawling recreation room, dedicated fitness studio, private sauna, additional bedroom, full bath and abundant storage - designed for both relaxation and entertaining. Professionally landscaped fenced yard with patio and large side yard creates the ideal outdoor entertaining spaces. This residence offers a rare combination of new construction, architectural detail and walkable lifestyle, just moments from vibrant downtown Highland Park, the Green Bay Trail and Lake Michigan.

Beautifully renovated, designer's own corner penthouse with balcony and southwest treetop views in a pet-friendly, boutique 12-unit elevator building, near vibrant downtown Highland Park and Sunset Valley Golf Club. Two bedrooms plus Den, 2 baths, 2 car heated garage parking. Bright & open concept condo is a rare find at over 1,900 sf, with a spacious covered balcony. Originally designed as a 3-bedroom unit, the current den could be converted back to a third bedroom. Rentals are not allowed. Features & designer updates include: * Two indoor parking spaces, convenient to both the elevator and the exit. * Laundry in unit. * All new electric: outlets, switches, LED can lights, new efficient / quiet exhaust fans in bathrooms. * Kitchen remodel: new Stainless Steel appliances, new Stainless Steel sink, tile backsplash, faucet & disposal, new quartz countertops, refinished cabinets, new hardware * Bathrooms: New Kohler comfort height toilets, updated plumbing * All walls & ceilings, and trim thru entire condo painted * New sound insulated flooring, new carpet in bedrooms * New glass panels on some interior doors to improve light flow * New window treatments and woven shades throughout * New balcony Note: Most furnishings can be sold with the unit, if desired, selected and scaled for the room sizes. With its abundance of natural light, generous room proportions and flow out to the covered balcony, the expansive living room, dining room and family room will be the heart of the home, ideal for hosting guests around the built-in bar or simply relaxing at the end of the day. A crisp color palette and large windows enhance the space and views. The well-equipped eat-in kitchen is a cook's delight. You will enjoy 1000 Deerfield Road's secluded yet central location, with town, train, park, pool, shopping, restaurants, and even golf at nearby Sunset Valley Golf Club, all at your fingertips. Floor plan is under "Additional Information"

Situated on a prestigious private lane in East Highland Park, this rare lakefront offering is a Mid-Century Modern masterpiece. Designed in 1957 by renowned architect Henry L. Newhouse II for Irving B. Harris, Chicago Philanthropist, this 10,000-square-foot contemporary residence sits on nearly two acres of lush grounds with magnificent, unobstructed views of Lake Michigan. Experience the ultimate wow factor as you enter the dramatic foyer and take in the breathtaking vista. The interior features large expanses of glass and natural light, offering a flexible floor plan that flows effortlessly for entertaining and everyday living. An exquisite foyer leads to custom beveled, imported French Limestone floors and dramatic floor-to-ceiling windows that frame the water. With minimalistic aesthetic, the Chef's Eat-In Kitchen is finished with custom black walnut cabinetry, a wall of granite, gourmet appliances, and a sleek gas fireplace. The home's expansive footprint includes a main floor Primary Bedroom Suite with a secondary Primary Suite on the 2nd level and seven additional Ensuite Bedrooms, providing unparalleled space and privacy. Despite significant renovation since construction, the home still retains the core architectural integrity and mid century character established by Newhouse. For wellness and recreation, an Indoor Pool Pavilion features a Dectron temperature-controlled system, a retractable clerestory roof, a steam room, and a dedicated second kitchen equipped with Viking appliances. Outside, the tranquility of the lakefront setting takes center stage. A sparkling Outdoor Pool overlooks the water, while a private tram and stairs lead down to 150 feet of secluded beach. This is a unique opportunity to own a significant piece of architectural history with unlimited potential on the shores of Lake Michigan!