548 houses for sale in Glenbrook Countryside

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Showings start Friday, 9/13. Step into this freshly painted, beautifully designed home, where comfort meets elegance. As you enter through the inviting foyer, you'll find yourself in a spacious, sun-filled living room with a charming window bench, offering the perfect view of the peaceful nature that surrounds this home. The dining room is the ideal space for family dinners and entertaining guests, seamlessly connected to the kitchen. Equipped with high-end stainless steel appliances, including a Thermador gas cooktop and GE Monogram oven, this bright, white kitchen also features a new refrigerator, dishwasher, and a well-organized pantry. Flowing effortlessly from the kitchen is the stylish and cozy family room, where a wood-burning fireplace with a gas start creates the perfect ambiance. Built-in cubbies provide practical storage solutions, while the adjacent powder room boasts a sophisticated glass tile backsplash and a pebble stone floor for a touch of modern luxury. Upstairs, you'

Showings start Friday, 9/13. Step into this freshly painted, beautifully designed home, where comfort meets elegance. As you enter through the inviting foyer, you'll find yourself in a spacious, sun-filled living room with a charming window bench, offering the perfect view of the peaceful nature that surrounds this home. The dining room is the ideal space for family dinners and entertaining guests, seamlessly connected to the kitchen. Equipped with high-end stainless steel appliances, including a Thermador gas cooktop and GE Monogram oven, this bright, white kitchen also features a new refrigerator, dishwasher, and a well-organized pantry. Flowing effortlessly from the kitchen is the stylish and cozy family room, where a wood-burning fireplace with a gas start creates the perfect ambiance. Built-in cubbies provide practical storage solutions, while the adjacent powder room boasts a sophisticated glass tile backsplash and a pebble stone floor for a touch of modern luxury. Upstairs, you'

Showings start Friday, 9/13. Step into this freshly painted, beautifully designed home, where comfort meets elegance. As you enter through the inviting foyer, you'll find yourself in a spacious, sun-filled living room with a charming window bench, offering the perfect view of the peaceful nature that surrounds this home. The dining room is the ideal space for family dinners and entertaining guests, seamlessly connected to the kitchen. Equipped with high-end stainless steel appliances, including a Thermador gas cooktop and GE Monogram oven, this bright, white kitchen also features a new refrigerator, dishwasher, and a well-organized pantry. Flowing effortlessly from the kitchen is the stylish and cozy family room, where a wood-burning fireplace with a gas start creates the perfect ambiance. Built-in cubbies provide practical storage solutions, while the adjacent powder room boasts a sophisticated glass tile backsplash and a pebble stone floor for a touch of modern luxury. Upstairs, you'

Set on a beautifully landscaped property in sought-after East Highland Park, this luxurious home offers 5 bedrooms and 5.1 baths across thoughtfully designed living spaces. Blending classic architectural character with modern updates, the home is equally suited for everyday living and entertaining. The kitchen with a large center island has been recently enhanced with custom cabinetry, updated countertops, sinks, and faucets opens to the warm family room. Upstairs, the expansive primary suite provides a peaceful retreat, featuring two walk-in closets and a spacious bath with a soaking tub. The secondary bedrooms offer generous proportions and flexible living arrangements, including one en-suite bedroom and two bedrooms connected by a shared hall bath. Ideally located near the lakefront, downtown Highland Park, local restaurants and boutiques, and Metra transportation, this home offers an outstanding combination of space, comfort, and convenience in one of the North Shore's most desirab

Enjoy effortless living in this beautiful 4BR/4.1BA home offering a sought-after first-floor primary suite and spectacular ravine views. Thoughtfully designed with spacious living areas and abundant natural light, this home combines timeless elegance with everyday comfort in one of Highland Park's most desirable locations. The inviting foyer opens to gracious living and dining rooms, creating an ideal setting for both everyday living and entertaining. The open floor plan has been further enhanced by the removal of interior columns, providing an even more spacious and inviting flow. Fresh paint throughout the first floor and new custom window treatments add a crisp, updated feel. The kitchen features a SubZero refrigerator, new stove and microwave, ample workspace, a breakfast area and access to the expansive patio. Open to the dining room, it provides an excellent space for gathering and entertaining. Just beyond, the living room and sunroom are filled with natural light and showcase b

Old World Soul. Modern Luxury. Ravine Living Reimagined. Set high above Glencoe's coveted ravines, this fully gutted and reimagined 6-bedroom, 4.1-bath home blends timeless character with bright, modern living. Taken down to the studs with a newly rebuilt roof structure and dug out lower level, the home combines the feel of newer construction with the warmth and charm of its original architecture. Oversized windows and expansive sliders frame stunning treetop views, filling the home with natural light and creating a rare indoor-outdoor connection throughout. A custom kitchen anchors the open main level, while flexible living spaces, two upstairs en suites, a serene primary retreat, and a finished lower level with wet bar offer exceptional versatility. All just moments from town, train, parks, and top-rated schools. A rare opportunity to own a modern retreat immersed in nature in one of Glencoe's most sought-after locations

Fully modernized with updated mechanicals and brand-new windows, this exceptional home features a living room with soaring cathedral ceilings and a versatile family room with a full bath that easily doubles as a third bedroom. Designer finishes elevate the interior, showcasing beautiful hardwood, slate, and marble flooring throughout, alongside a breathtaking primary bathroom equipped with a newer Jacuzzi tub and separate shower. Step outside to enjoy a charming private stone patio that seamlessly opens up to a sprawling, pet-friendly grassy common area, all perfectly completed with two dedicated parking spaces

Experience modern luxury in this beautifully remodeled 3-bedroom, 2-bath ranch, where timeless design meets exceptional craftsmanship. From the moment you step inside, you'll be welcomed by an expansive open-concept layout featuring soaring vaulted ceilings, abundant natural light, and beautifully refinished hardwood floors throughout. The heart of the home is the stunning chef's kitchen, thoughtfully designed with elegant black custom cabinetry, premium white Cafe stainless steel appliances, custom countertops, and an oversized layout perfect for entertaining or everyday living. The spacious living and dining areas flow seamlessly together, highlighted by a striking custom wood-paneled accent wall and large patio doors that open to a spacious deck, creating the perfect indoor-outdoor lifestyle. Retreat to the luxurious main bathroom featuring a beautifully tiled walk-in shower with designer gold fixtures, a custom wood-tone double vanity with his-and-hers sinks, and sophisticated fini

New roof and freshly painted inside and out! Opportunity knocks on coveted Castlewood Road! This 3-bedroom, 2-bathroom home features a private office/den ideal for remote work, a study, traditional living space and sits on a generous 1/3-acre lot in one of Highland Park's most established neighborhoods. Built in 1956 with the solid bones of mid-century construction, this 2,751 sq ft property offers the kind of square footage and lot size that buyers simply can't find at this price point in 60035. There is also a 654+ sq ft basement converted from a crawl space, featuring a lifetime transferable waterproofing warranty. The basement has passed inspection by the City of Highland Park and would only require the addition of a staircase to complete. Whether you're an investor, a DIY enthusiast, or a buyer looking to build instant equity, this is the canvas you've been waiting for. The spacious lot offers plenty of room to grow. Think expanded outdoor living, lush landscaping, or simply the b

Nestled on a generous lot this property offers a rare combination of space, charm, and modern updates. The main level welcomes you with a gracious foyer that flows into an expansive living room, ideal for both everyday living and entertaining. The kitchen showcases rich wood cabinetry, dark granite countertops, appliances, and classic subway tile backsplash. All anchored by warm hardwood flooring. Adjacent to the kitchen, the formal dining room creates an elegant setting for entertaining. A dedicated office provides the perfect work-from-home solution, while three generously sized bedrooms and a spa-like full bathroom with a double vessel-sink vanity, and a sleek walk-in glass shower complete this level. The lower level offers incredible versatility with an enormous recreation the perfect space for movie nights, a home gym, or a playroom. A full bathroom and a spacious laundry room with ample storage add everyday convenience. Outside, the expansive lot provides endless possibilities fo

Built to impress, this beautifully designed, custom crafted home is discreetly tucked in next to Crow Island Woods you will have nature at your doorstep and be perfectly situated on an amazing half-acre lot. This stunning 5 + bedroom, 6.3 bath home combines timeless architecture with thoughtful modern accents, offering a level of comfortable, elegant living in the North Shore's most sought-after location. Masterful custom cabinetry fills the bright, well equipped kitchen begging to be used for entertaining or casual family gathering. The primary suite boasts a view of the treetops and almost welcomes you out to the balcony which adjoins. The spa inspired primary bath has all the ammenities. When the weather starts getting nice the backyard patio extends the home to the outdoors and beautifully compliments the aesthetic. You really must see this home to appreciate how the approximately 6950 squ002Fft on first and second floors and 2800 squ002Fft of beautifully finished lower level can b

Privately situated on. 33 acre in East Glencoe's Ravine Bluffs neighborhood. This expansive, well maintained home awaits with warm sophisticated character, space for the whole family, & a serene, private back patio for entertaining. Welcome guests into the large foyer, leading to the living room with fireplace boasting custom built-ins, & hardwood floors that continue throughout the main level. The open concept kitchen to family room has custom cabinets, granite counters, is equipped with surround sound & showcases a wall of windows allowing morning light to pour in the adjacent breakfast room and separate dining room. The view overlooking the inviting, expansive bluestone patio will never get old. Entertain all seasons with built in Subzero fridge, storage cabinet, Weber Summit 6 burner gas grill, a 25 sq. Ft. custom limestone gas-start fire pit, and an integrated LED lighting system. A main level office or bedroom, full bath with walk in shower, and laundry room complete the first le

Welcome to effortless luxurious living in Highland Park. This stunning custom contemporary 6-year-young home offers 5 spacious bedrooms, 4 half baths, and an open floor plan bathed in natural sunlight from every angle. The flexible floor plan blends style, comfort and functionality. Sunny foyer, soaring ceilings, designer finishes, and fixtures throughout. Sun-filled great room flows into chefs kitchen with stainless steel appliances, pantry, quartz countertop, and storage. A separate dining room sits just off the kitchen and family room, creating the perfect layout. Ideal for family living and entertaining, plus much more. Beautiful hardwood floors throughout the home with all high-end finishes. A custom staircase leads to the second floor. The primary suite includes remote control window treatments, walk in closet, plus a private deck with Trex flooring. The master bath has heated floors, a large shower, and twin sinks. Three additional spacious bedrooms, 2 with jack and jill bath, p

Tucked away on one of Northbrook's most coveted streets on nearly 1/3 acre, 1224 Ridgewood features a professional landscaped and stately presence with luxurious living. High-end design and finishes meet a truly comfortable, livable flowing floorplan. The heart of the home is a chefs bright and airy kitchen opening effortlessly into a family room that is perfect for cozy movie nights or lively entertaining. Large windows throughout frame views of the sprawling, private backyard and create a seamless connection to the outdoors. Whether you're hosting a summer garden party on the patio or enjoying a quiet morning coffee, the setting feels like your own private retreat. Every detail has been thoughtfully curated, from the elegant millwork to the spacious primary suite that offers a sanctuary-like escape at the end of a long day. The bedrooms are generously large, while the finished basement is ready for recreation, work space and fitness. The prime location is minutes from top-tier school

Located in the highly coveted Meadowbrook subdivision, 394 Ramsay Rd offers a rare opportunity to own an updated home tucked down a private lane, offering exceptional privacy and more than 6,000 square feet of beautifully designed living space. The heart of the home is the stunning, oversized kitchen featuring double islands, abundant cabinetry, new countertops, updated appliances, and plenty of room for gathering. It opens to a spacious family room and a bright four-season room, creating the perfect setting for everyday living and effortless entertaining. The first floor also offers a private office that can easily serve as a guest or first-floor bedroom, along with a massive mudroom/laundry room designed for today's busy lifestyle. Upstairs, the luxurious primary suite is a true retreat with its own private office or sitting room, a brand-new spa-inspired bath, and two walk-in closets. Four additional generously sized bedrooms and two beautifully updated full baths complete the secon

This extraordinary estate is nestled on one of the most sought-after streets in Glen Oak Acres, East Glenview. Showcasing approximately 6,500 square feet (5 bedroom plus gym/office and 7 bath) of architectural excellence, the residence seamlessly blends craftsmanship with luxury, offering an unparalleled lifestyle just minutes from town, Metra, shopping, award-winning District 34 schools, and Glenbrook South High School. From the hand-carved limestone facade to the meticulously curated finishes throughout, every detail was thoughtfully considered during its three-year design and construction process. Grand double doors open to a dramatic foyer featuring Italian limestone flooring and a breathtaking floating limestone staircase with work of art railing, setting the tone for the elegance found throughout the home. Designed for both grand-scale entertaining and comfortable everyday living, the residence offers six bedrooms, five full / one half baths, multiple formal and informal gatherin

Wonderful Home in Desirable Wood Creek Courts of Lincolnshire with Gorgeous Views from Every Window! As you step inside, the 2-Story Foyer and the Open Flow Design set the tone for this Exceptional Property. Flooded with Natural Light and Beautiful Hardwood Floors throughout, Each Space Seamlessly Connects, Inside and Out! The Gourmet Kitchen Boasts a Large Granite Breakfast Bar, High End Appliances and Tons of Cabinet Space. The Formal Dining Room includes a Wet Bar and Sliders Opening to the Private Brick Paver Patio. Relax in the Family Room with a Vaulted, Wood-Beamed Ceiling and Stone Fireplace, and an Extended Game or Office Area. The Living Room features a 2nd Fireplace, Recessed Lighting, and a Wall of Glass. Merging the Inside Space to the Yard and Open Meadow beyond. Beautiful Hardwood Floors continue to the 2nd Floor, Featuring Two Ensuite Bedrooms, a Laundry Room, and Closets Galore. The Spacious Primary Suite Includes a Walk-In and 2 Stand-Alone Closets and a Spa-like Bath

Corner lot of glenview rd and prairie lawn rd. Surrounded by multi-million dollar new constructions. Significiant updates in 2026 including: new 110k btu gas forced air furnace & new 3 ton condenser (2026) new 50 gallon hot water heater (2026). New flood control sump pump. Main floor has a spacious living room, eat-in kitchen, 2 good size bedrooms with new furniture, one full bath with jacuzzi, separate shower & double fancy vanity sinks. Basement floor w/ new porcelain. Recently replaced roof. Newly painted. Kitchen is equipped with stainless steel appliances. Quartz countertop and ample storage. A variety of home furnishings including dining set and a complete bedroom set w/ mattresses. Full finish basement has a spacious family room with bar, a good size bedroom, and a full renovated bathroom, and laundry room with new washer and dryer. Outside, a nice deck atop the attached two-car garage offers for outdoor entertainment. A new concrete patio for summer bbq. Ready for new owner mov

Welcome to 803 Waltz, from the moment you step inside, this home makes a lasting impression. A spacious entryway welcomes you in and leads seamlessly to a beautifully updated custom kitchen, designed for the cooking enthusiast! Granite counters, stainless appliances, coffee bar and two pantries. From here, enjoy sweeping views of the expansive half-acre professional landscaped yard-perfect for relaxing or entertaining. The kitchen opens into a stunning family room with gas fireplace creating a warm atmosphere, continue into a bright, sun-filled 4 season natural oak conservatory-an ideal spot to unwind year-round. The first floor laundry off kitchen offers functionality for easy living. Generous formal dining for all your holidays and an inviting living room completes the main level. The upper level boast 4 generous bedroom, the master ensuite offer standing four clawed tub. The stylish hall bath was recently updated. The lower level has an additional kitchen, rec-room and an abundance

Rarely available. The luxury of wellness! Intentionally rebuilt and completely renovated in 2020 (with 2026 kitchen refresh), this pristine, move-in ready GreenGuard Gold-certified low/zero VOC property offers the luxury of a newer, health conscious home with one floor living option on a beautifully landscaped 1/2 acre lot in one of Northfield's most desirable neighborhoods. Designed with intention for every stage of life including one floor living. Flexible floor plan features 5+ bedrooms with two primary suites, including a sought-after first-floor option ideal for guests or aging in place. The luxe 2nd floor primary suite, with incredible spa-caliber bath, is located privately upstairs. Every detail throughout this home reflects a commitment to clean design, energy efficiency, and modern functionality. Additional living spaces include family room next to the kitchen, fantastic great room, living room/dining room, dedicated home office, finished lower level and abundant custom storag

Impressive price improvement. When Ordinary Just Won't Do! Nestled among towering oaks and chestnut trees in one of Riverwoods' most sought-after neighborhoods, this extraordinary contemporary residence offers a rare blend of architectural significance, modern luxury, and natural beauty. Set amidst idyllic gardens and serene surroundings, this one-of-a-kind property is truly magical. Originally custom built by an architect for his own personal residence, the home was later thoughtfully enhanced by a renowned fashion designer who lived and worked here for more than 25 years, transforming it into both a sophisticated retreat and inspiring creative studio. Step inside to soaring ceilings, dramatic architectural lines, and two stunning living spaces anchored by breathtaking two-story fireplaces, all framed by sweeping views of the tranquil backyard. The elegant dining room showcases exceptional architectural detail, while the updated boutique-style kitchen with eating area flows seamlessly

Stunning million dollar+ renovation of a picture perfect brick center-entry Colonial ideally positioned on one of Winnetka's most coveted streets with breathtaking views. Thoughtfully reimagined and meticulously renovated from top to bottom in 2022, this exceptional residence blending timeless architecture with beautifully curated finishes, impeccable craftsmanship, and modern luxury throughout. Featuring a fabulous floor plan with gracious, light-filled living spaces, an iconic home designed for both entertaining with ease and everyday living. The welcoming foyer opens to a sophisticated living room that flows seamlessly into a private office with walls of windows overlooking the spectacular professionally landscaped grounds by Red Spade in the last 2 years. An elegant dining room with oversized windows streaming with natural light provides the perfect setting for any size gathering. At the heart of the home is an incredible chef's kitchen appointed with top-of-the-line appliances, cu

Prime Downtown Highland Park Location! Beautifully updated end-unit townhome that lives like a single-family home, offering an open floor plan, abundant natural light, and move-in-ready condition. The main level features hardwood floors, recessed lighting throughout, and a well-appointed kitchen with stainless steel appliances, granite countertops, a double sink, and maple cabinetry. Upstairs, you'll find a convenient second-floor laundry room, two updated bathrooms, and a spacious primary suite with a walk-in closet. The versatile finished basement includes a full bath and can easily serve as a fourth bedroom, guest suite, recreation room, home office, or fitness space. Excellent storage throughout. An attached one-car garage includes additional parking for a second vehicle in the driveway. Enjoy great outdoor space, perfect for relaxing or entertaining. Located in the heart of downtown Highland Park, this exceptional home is just moments from shopping, dining, the Metra, the Highland