527 properties for sale in Glenbrook Countryside

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 roo

Welcome to 1400 Kingsport Court, a beautifully reimagined home tucked away on a quiet cul-de-sac in desirable Northbrook. Recently renovated from top to bottom with a clean, modern aesthetic, this impressive 5-bedroom, 5-bath home offers exceptional living and entertaining space across three finished levels. A dramatic two-story foyer welcomes you inside, highlighted by a statement staircase with modern railings and integrated lighting, while white oak hardwood flooring flows throughout the main and second levels. Abundant windows fill the home with natural light, complemented by contemporary finishes, custom ceiling details, modern lighting and thoughtful design throughout. The main level features a versatile multipurpose room ideal for a home office, sitting room or additional living space, a separate formal dining room, and an expansive living room anchored by a beautiful fireplace. At the heart of the home is the stunning chef's kitchen featuring custom cabinetry, Taj Mahal quartzi

Barely lived in and truly MOVE-IN READY, this is the opportunity to enjoy all the benefits of new construction without the wait! Don't miss this NEARLY new construction home in an incredible IN-TOWN NORTHBROOK location, just blocks from downtown, Metra and all three District 30/225 schools! The sellers hate to leave this beautiful home after less than a year, but a work relocation creates a wonderful opportunity for the next owner. Offering 6+ bedrooms, 5.1 baths, a 3-car garage and beautifully finished living space on three levels, this thoughtfully designed home combines high-end finishes, quality craftsmanship and a fantastic open floor plan. From the inviting covered front porch, enter the foyer and immediately notice the 10' ceilings, wide plank white oak hardwood floors, custom millwork and beautiful finishes throughout. The main level features a separate dining room with adjacent butler's pantry, private office PLUS a bedroom with ensuite full bath, offering incredible flexibili

A rare opportunity to create your dream home in one of Northbrook's most sought-after locations! This expansive 5-bedroom, 3.1-bath brick home offers 3,422 square feet of space, classic hardwood floors and exceptional potential to update and personalize to your own style. Built in 1967, this solidly constructed home offers the generous room sizes and flexible floor plan today's buyers desire, with five bedrooms, three full and one half bath, a main-level office, living room, dining room and family room. The full brick exterior provides timeless appeal and enduring quality, while a partial basement offers additional living space and storage. With its spacious footprint and great bones, this is an ideal opportunity for buyers looking to make a home their own rather than compromise on size or location. A two-car garage adds convenience and storage. Ideally located in highly regarded Northbrook School District 27 and Glenbrook High School District 225, this property offers the space, locat

Best Value in town! Beautiful private estate in the heart of Bannockburn! Set on a gorgeous professionally landscaped lot thats over 2 acres in size! It boasts generous rooms w/ custom architectural details & quality at every turn. Formal DR w/ domed ceiling, in-laid hardwood floors. Elegant LR w/ FP leads to both Mahogany-paneled library & screened porch. Chef's kitchen w/ Thermador double ovens, Commercial 6-burner gas cook-top, 2 dishwashers, Sub-Zero, steamer, walk-in pantry, 9-ft island. Large FR w/ dramatic domed ceiling w/ cove lights opens to large stone patio. Sunny breakfast room plus butler's pantry w/ beverage cooler, sink & locking cabinets. 6 Suite bedrooms, include 1st floor in-law/guest suite. Deluxe 2nd floor primary w/ separate his/her walk-in closets, & balcony. Spectacular LL w/ theater, 700+ bottle wine cellar, full bar & billiard, game & fitness rms, plus large recreation room w/ FP. 4+ car heated gar. Extensive gardens, paver patio, remote fire pit. Easy access t

A rare opportunity to own a recognized piece of Highland Park architectural history. A locally Landmarked property, the Reisler-Feingold House was designed by noted architect Arthur Dennis Stevens, a protege of Frank Lloyd Wright, with a landscape by distinguished landscape architect Steven Christy. Together, house and grounds create an exceptional Mid-Century Modern setting on nearly 0.84 acres. Thoughtfully renovated in 2017, this four-bedroom, three-and-one-half-bath Split Level residence pairs architectural significance with modern comfort. Extensive improvements-including updated electrical, plumbing and HVAC systems, underfloor heating, new bathrooms, flooring and finishes-were carefully executed while respecting the integrity of the original design. A new patio enhances indoor-outdoor living, and the roof was replaced in 2014. Strong horizontal lines, expansive glass and abundant natural light define the home, framing the landscape through every season. Warm natural materials an

Rarely available in East Northbrook, this exceptional 4-bedroom, 2.1-bath Cape Cod offers a coveted first-floor primary suite, a highly functional floor plan, and beautifully maintained indoor and outdoor spaces. A front door framed by sidelights opens to a spacious marble-floored foyer. The adjoining formal dining room is accented by a chair rail and crown molding, while the expansive living room provides space for multiple seating areas and features a fireplace with a marble surround, built-in bookcases, and a wall of windows overlooking the professionally landscaped yard. The fully renovated eat-in kitchen is designed for both everyday living and entertaining. Features include granite countertops, a center island with seating, cookbook shelving, pendant lighting, and premium stainless steel appliances, including a Wolf five-burner cooktop, Miele dishwasher, and double oven with a warming drawer. Glass-front accent cabinets, soft-close drawers, a gooseneck faucet, decorative tile bac

Spacious corner top floor unit in a desirable northbrook location offering approximately 2,100 sq. FT. of living space! This 2-bedroom plus den, 2-bath condo features a large, open living room, separate dining room and an eat-in kitchen with abundant cabinetry. Enjoy the huge private balcony with east and south exposures, providing great natural light throughout the day. The generous primary suite features a large walk-in closet and private bath. Recent improvements include fresh interior paint, updated lighting and electrical throughout, plus brand-new carpeting in both bedrooms. Two garage parking spaces are included. Secure building with additional amenities including a clubhouse and pool located in a separate building. A wonderful opportunity for spacious, convenient condo living in northbrook!

Beautifully maintained and thoughtfully updated, this move-in ready 4-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and location in desirable Northbrook! Step inside to a sun-filled living room with abundant natural light that flows seamlessly into the separate dining room, perfect for holiday gatherings and entertaining. The updated eat-in kitchen features granite countertops, stainless steel appliances, a classic subway tile backsplash, and space for a breakfast table. Just off the kitchen, the spacious family room showcases gorgeous hardwood floors and a cozy gas fireplace with a stunning stone surround. Upstairs, the expansive primary suite serves as a true retreat with a large walk-in closet and private en-suite bath. Three additional generously sized bedrooms and an updated full bath complete the second floor. The finished basement provides even more versatile living space, perfect for a game room, playroom, home theater, home office, or fitness area. Step ou

Nestled on a serene 1.8-acre lot, this remarkable 9-bedroom, 8.1-bath home offers a perfect combination of comfort, character, and expansive living space. Thoughtfully designed across multiple levels, the residence is ideal for everyday living as well as large gatherings. Step inside to a welcoming living room highlighted by a cozy fireplace, setting the tone for the home's warmth. A separate dining area is perfectly suited for entertaining, while the kitchen boasts an island with breakfast bar, stainless steel appliances, and ample storage. Adjacent to the kitchen, the eating area featuring its own fireplace for added charm. The spacious family room, also anchored by a fireplace, creates an inviting setting for relaxation. Completing the main level are a bedroom with ensuite bath, a sunroom, a versatile sitting area, a full bathroom, and a convenient laundry room. The primary suite is a true sanctuary, complete with a generous walk-in closet and a luxurious ensuite bathroom featuring

Welcome to 1804 Chapel Court, steps from Village Green Park, the Metra, and downtown Northbrook. Walk to restaurants, shops, and the library, and skip the car on your commute. Truly the best, most walkable location in Northbrook. The foyer opens to a living and dining room with picture windows and knotty pine beamed ceilings. The kitchen has newer high-end stainless appliances and abundant cabinetry, flowing into a family room with a Lannon stone wood-burning fireplace. Single-level living with 2 bedrooms and 2 full baths on the main floor, plus 2 more bedrooms, a full bath, and a den/office upstairs. The knotty pine heated breezeway adds year-round additional space. In award-winning School District 28 (Meadowbrook Elementary, Northbrook Junior High, Glenbrook North High School). A rare find: the largest lot on the block, 98 x 303 feet, with a private backyard and brick patio for entertaining. Excellent rebuild or expansion potential

Sunset Lane ends in a cul-de-sac where you will find a gated entrance to this 5.95-acre tranquil estate. Nestled in an old growth forest, the 1/8 mile drive winds under a tree canopy over a stone bridge, opening to a vista of a manicured lawn where the home stands at the ground's hilltop. The elegant Country French-style home was designed by the acclaimed architect, William Aitken, founder of Bannockburn and completed in 1929. The Four-level home, built of half-timbering with stucco infilling and a wood shingled roof, contains large arched windows, French doors and bay windows adorning the exterior. An elegant porte-cochere leads into the home's main entrance. The foyer provides a glimpse of the gracious rooms beyond. A grand curved wrap-around staircase features an Ivy-themed wrought iron banister. The living room's old-world charm is evident with its wood-beamed ceilings which leads the eyes to the fireplace, the main focal point of this 30' x 20' room. Five pair of French doors prov

You truly can have it all the peace and privacy of country living with all the conveniences of the North Shore. New photos and videos added. Set on 3.7 beautifully manicured acres, this exceptional English Tudor offers timeless architecture, luxury finishes, and an unbeatable location just minutes from Lake Michigan, premier shopping and dining, and convenient transportation into downtown Chicago. A picturesque tree-lined drive leads to this beautifully updated home featuring wide-plank hickory floors, a dramatic two-story foyer, multiple fireplaces, and expansive living spaces designed for both everyday comfort and elegant entertaining. The chef's kitchen is a showpiece with premium Wolf and Sub-Zero appliances, custom knotty alder cabinetry, an oversized island, breakfast nook, and fireplace. The luxurious primary suite has been completely reimagined with a spa-inspired bath, custom dressing room, and second-floor laundry, while the finished lower level adds a recreation room, fifth

2026 new construction. Discover exceptional modern luxury in this stunning brand-new 6 bedroom, 4.1 bathroom 5200 sqft, single-family home, gracefully situated on a charming street in the coveted Northfield Woods neighborhood of Glenview. Showcasing sleek contemporary design and impeccable craftsmanship throughout, this residence features soaring ceilings, expansive windows, sophisticated finishes, and a thoughtfully designed open-concept layout filled with natural light. The gourmet kitchen, refined living spaces, and striking architectural details create an atmosphere of elegance, comfort, and timeless style. Currently in the final stages of construction with anticipated completion in June 2026, this remarkable home offers a rare opportunity for buyers to tour the property prior to completion upon request. A truly breathtaking residence where luxury and modern design come together seamlessly, offering a lifestyle of refinement and sophistication. Ideally located just steps from India

In the heart of Northbrook, this jewel box has been recently updated throughout, offering a seamless blend of modern sophistication and everyday comfort with outstanding natural light in every corner. Entering the home, you feel the openness of the main living space, with a dining room area and the flexibility of a formal living, entertaining room. The heart of the home is the beautifully updated kitchen, outfitted with sleek cabinetry and appliances. The kitchen opens up to a delightful family room and to the patio and backyard, with seamless access to the basement. The second floor boasts a primary suite with a large walk-in closet and private bath with double sinks, a bath and walk-in shower. Three additional bedrooms, an updated hall bath and a huge dedicated laundry room add to the convenience. The basement has a finished recreation space and separate utility room with updated mechanicals. The private yard has a wood deck, brick patio, storage shed, greenhouse and plenty of space

Stunning 1934 English Country home in a prime East Highland Park location near Lake Michigan, the train, and highly sought-after Ravinia Elementary School. Quality built, pristine, and exceptionally spacious, this special home is set on a spectacular 3/4-acre ravine property with stunning views in every season. An inviting floor plan is ideal for both entertaining and everyday living, with four bedrooms including a spacious primary suite featuring a fireplace, custom closets, and a private sitting room. Thoughtfully updated while retaining its timeless character, recent improvements include a new cedar roof in 2025, new windows, newly refinished hardwood floors, and a new washer and dryer. A large stone patio with fire pit overlooks the gorgeous natural setting and provides an inviting space for outdoor entertaining and relaxing. A rare opportunity to enjoy the charm and craftsmanship of a classic English Country home, exceptional space, and a truly beautiful setting in one of Highland

Rarely available end-unit townhome with beautiful fountain and water views! This spacious 2-bedroom plus loft home offers hardwood floors throughout, two fireplaces, wonderful natural light, and a peaceful setting that makes this property truly special. The inviting living room features a cozy fireplace and sliding glass doors opening to a large private deck-the perfect place to relax, entertain, and enjoy the scenic water views. The adjacent dining room provides a comfortable space for gatherings and everyday meals. The updated kitchen features granite countertops, stainless steel appliances, and a separate eating area ideal for casual dining. Upstairs, the spacious primary suite is a true retreat, featuring a second fireplace, private bath, walk-in closet, fountain views, and its own private balcony-a wonderful spot to enjoy your morning coffee or unwind at the end of the day. An open loft area offers flexible additional living space can be use as an office/den and leads to the secon

First Floor Primary! Welcome to 1279 Gateway, an exceptional four-bedroom, 2.1-bath townhome in Northbrook's highly desirable Gateway community. Better than new construction, this beautifully appointed residence showcases extensive high-end upgrades and designer finishes that look straight out of a magazine. The open-concept floor plan is filled with natural light and features soaring ceilings, custom wallpaper, and thoughtfully curated finishes throughout. At the heart of the home is a stunning chef's kitchen complete with a large center island, 42-inch cabinetry with an added pantry wall for exceptional storage, quartz countertops, and Bosch stainless steel appliances-perfect for both everyday living and entertaining. The sought-after first-floor primary suite offers a spacious walk-in closet and a luxurious spa-inspired bath. Upstairs, you'll find a versatile family room that opens to a private balcony, along with three generously sized bedrooms and a full bath, providing plenty of

Ravinia! Completey updated & renovated in 2016! Features a bright and open floor plan! Beautiful New kitchen with great cabinet space, granite countertops, stainless appliances and center island with cool built-in fireplace! All New in 2016: New Kitchen, New Bathrooms, Windows, HVAC, Copper Water Piping, PVC plumbing, 200 Amp Electrical Panel, New Washer & Dryer, New Roof, and more. Solar panels also were installed in 2020. Fantastic with today's ever increasing utility bills. The main level features an open kitchen, dining, and family room space. Upstairs are 3 bedrooms and a full bathroom. The walk-out lower level features a spacious recreation room, full bathroom, laundry/Utility room and a crawl space with concrete floor. Beautifully & Professionally landscaped yard! Great walk to everywhere Ravinia location: Rosewood Beach, Farmer's Truck Wednesdays, Food Truck Thursdays, Green Bay Trail, Schools, Shops & Restaurants, Ravinia Festival, Chicago Botanic Garden and More! Just move ri

Welcome to Gateway by Lexington-Only 2 Homes Remain! Luxury, maintenance-free townhomes by Lexington Homes, the Chicago area's oldest and most trusted homebuilder with more than 50 years of experience, ideally located in the heart of Downtown Northbrook on the sought-after North Shore. Enjoy the convenience of being just steps from shopping, dining, parks, and the Metra, offering the perfect blend of walkable urban living and neighborhood charm. The Juniper is an architectural showpiece that truly must be seen to be appreciated. Striking brick and stone exteriors, dramatic windows on three sides, and thoughtfully designed interiors showcase Lexington Homes' commitment to exceptional craftsmanship and timeless design. At the center of the home is an enormous gourmet kitchen created for both entertaining and everyday living. Extensive cabinetry and countertop space, an oversized center island. There's also a large, private balcony to entertain, grill, or just sit and enjoy a beautiful da

Rarely available end-unit townhome with beautiful fountain and water views! This spacious 2-bedroom plus loft home offers hardwood floors throughout, two fireplaces, wonderful natural light, and a peaceful setting that makes this property truly special. The inviting living room features a cozy fireplace and sliding glass doors opening to a large private deck-the perfect place to relax, entertain, and enjoy the scenic water views. The adjacent dining room provides a comfortable space for gatherings and everyday meals. The updated kitchen features granite countertops, stainless steel appliances, and a separate eating area ideal for casual dining. Upstairs, the spacious primary suite is a true retreat, featuring a second fireplace, private bath, walk-in closet, fountain views, and its own private balcony-a wonderful spot to enjoy your morning coffee or unwind at the end of the day. An open loft area offers flexible additional living space can be use as an office/den and leads to the secon

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

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

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

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

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 is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted