NEW CONSTRUCTION WITH FIRST FLOOR PRIMARY crafted with impeccable attention to detail, 251 High Street offers modern luxury across three levels of beautifully finished living space. The open-concept main level boasts soaring ceilings, wide-plank floors, and a light-filled living room anchored by a custom fireplace. The chef's kitchen is a true centerpiece, featuring high-end stainless steel appliances, custom cabinetry, and a dramatic waterfall island. The main level primary suite serves as a private retreat, featuring dual closets and a spa-inspired ensuite bath with heated floors, a double vanity, extensive custom tile, and an oversized walk-in shower. Main-floor convenience continues with a dedicated laundry room, mudroom, and a stylish powder room. Upstairs, find two spacious bedrooms sharing a beautifully appointed hall bath. The fully finished lower level with high ceilings boasts an extraordinary all-glass wine cellar, a huge recreation space with a second fireplace, and a private 4th bedroom with walk-in closets and a full bathroom with an oversized shower. Excellent opportunity to own in a prime location close to Highwood's acclaimed dining, trains, and parks!
Totally updated in 2025 and move-in ready, this charming ranch blends single-level living with a fully finished basement - and serious income potential. The main level features an open kitchen with breakfast/office space, a comfortable living room, two bedrooms, and a full bath with walk-in shower, all on beautiful hardwood floors. The finished lower level adds a second full bath with tub, laundry, and a bedroom with attached bonus room - perfect as a second bedroom, nursery, or flex space - with potential for a separate hall entrance, ideal for an Airbnb or short-term rental (check local zoning rules). Updates include new heat/A/C and appliances (2026), sump pump (2025), and roof (2022), plus a brick driveway for three cars and a two-car garage. Turnkey, flexible, and investor-friendly! Available fully furnished! See floor plans to see forth bedroom option. Currently the fourth bedroom is a walk through.
Rarely available home with a sought-after first-floor primary suite in the picturesque Fort Sheridan community! This move-in ready residence is filled with natural light and offers thoughtful, high-end updates throughout. A stunning bridal staircase creates an elegant first impression, while rich hardwood floors extend throughout the main level. The private first-floor office with French doors overlooks the beautifully landscaped cul-de-sac, providing the perfect work-from-home setting. The dramatic great room features soaring ceilings and opens directly to a private patio, creating seamless indoor-outdoor living and entertaining. The spacious, updated kitchen is equipped with a Viking gas range, breakfast bar, generous eating area, and access to a second patio ideal for grilling and outdoor dining. The luxurious first-floor primary suite has been beautifully renovated into a true spa retreat, featuring heated marble floors, an oversized air-jetted soaking tub, expansive steam shower, separate enclosed water closet, and a premium bidet toilet. A convenient first-floor laundry/mudroom connects to the attached three-car garage with durable epoxy flooring. Upstairs, you'll find two generously sized bedrooms and a full bath. The impressive lower level offers exceptional living space with high ceilings, a fourth bedroom, custom fitness room, spacious recreation area, and abundant storage. Recent improvements include a new roof, newer sump pump with battery backup, and most appliances and mechanical systems updated within the past six years, providing peace of mind for years to come. Ideally located just moments from Lake Michigan beaches, scenic walking trails, Fort Sheridan Forest Preserve, the Metra, vibrant restaurants and shops in Highwood, and top-rated schools. This exceptional home combines luxury, comfort, and an unbeatable North Shore lifestyle.
Wonderfully Spacious, Sunny, Brick Home with Lovely Yard Space, in Fort Sheridan! Grand 2-Story Entry Opens to a Huge, Light-Filled Great Room with Soaring Ceilings and Walls of Windows, Flowing into the Large Kitchen with Island and Breakfast Bar and a Separate Eating Area Surrounded by Windows and Flooded with Light. The Main Floor also includes a Formal Living Room, Dining Room, Office with French Doors, Mudroom/1st Floor Laundry and Beautiful Hardwood Floors Throughout. The 2nd Level is just as Impressive with a Gorgeous Staircase Leading to the Open Upper Landing, with Hardwood Floors. Large, Bright Primary Bedroom and Private Bath with Double Sinks, a Soaking Tub and Separate Shower. 3 Additional Bedrooms complete this Level; 1 Ensuite, and 2 with a Shared Bath. Huge, Unfinished Basement with High Ceilings Offers even More Potential for Living and Entertaining Space! This Pristine Home offers a Carefree, Lifestyle in an Incredible Location near the Lake, Metra, Amazing Restaurants and Entertainment and Miles of Walking Trails!
Completely renovated from top to bottom, this exceptional home blends luxury finishes with thoughtful design and everyday functionality. Filled with natural light and featuring soaring ceilings, every detail has been carefully upgraded. The second level offers three spacious bedrooms and two beautifully appointed full bathrooms, all with custom-built closet systems, new carpeting, LED recessed lighting, and stylish Minka Air ceiling fans. The luxurious primary suite features two oversized closets and a spa-inspired bath with heated marble floors, an air-jet soaking tub with heated jets and auto-dry, dual vanities with built-in mirrored medicine cabinets (complete with interior electrical outlets), a premium Kohler Veil smart bidet toilet, and a stunning walk-in shower with multiple body sprays, bench seating, digital temperature controls, and exceptional lighting. The secondary bath is equally impressive with a raised vanity, smart bidet toilet, and digitally controlled shower. The main level showcases beautiful white oak flooring throughout, a welcoming den, formal dining room, powder room, first-floor laundry room, and an oversized walk-in pantry. The dramatic great room features vaulted ceilings, a gas fireplace with a striking stone accent wall, and sliding doors leading to the backyard. The chef's kitchen is designed for both entertaining and everyday living with a large leathered quartzite island, custom white shaker cabinetry extending to the ceiling, gray accent island with abundant storage, under-cabinet lighting, hidden outlets, custom drawer organizers, built-in spice storage, lazy Susan, designer marble backsplash, and premium Thermador, Bosch, and Miele appliances, including a plumbed-in steam oven. The finished lower level offers exceptional flexibility with high ceilings, an additional 4th bedroom, full bathroom featuring heated floors and a steam shower, a second laundry area, and generous storage space. Additional improvements include an updated electrical panel, modern HVAC system, and an oversized 2.5 detached garage equipped with a high speed EV charger outlet and a sprinkler system for the lawn, exquisite Emtek crystal door knobs throughout and digital locks for exterior doors. Outside, enjoy a professionally landscaped, private backyard featuring a spacious bluestone patio with room for both dining and lounge seating, an outdoor gas fireplace, mature arborvitae providing year-round privacy, and ample space for entertaining. This home offers the rare combination of timeless craftsmanship, luxury amenities, modern technology, and an unbeatable layout designed for comfortable everyday living and effortless entertaining. Exceptional Fort Sheridan neighborhood located along Lake Michigan, walk to the beach and into town. Located on a quiet cul-de-sac street.
This fully renovated ranch in Highwood blends clean design with thoughtful upgrades throughout, including a newly finished basement and major 2024-2025 improvements. A bright four-season front porch sets the tone on entry, offering flexible space for a sitting room, office, or mudroom. Inside, the open living and dining area flows naturally into a crisp white kitchen with quartz countertops, stainless appliances, and warm gold accents-balanced, modern, and highly functional. Restored oak hardwood floors run throughout the main level, adding a layer of character that anchors the home. The main-level bathroom has been fully updated with a spa-like feel and refined finishes. Downstairs, the newly finished basement expands the living space with a comfortable family room, new half bath with added shower, and a dedicated wine cellar with dry bar, ideal for entertaining or unwinding. A spacious laundry area with newer machines rounds out the lower level. Behind the scenes, the heavy lifting is already done: new architectural shingle roof, gutters, and guards (2025), new garage door and LiftMaster opener (2025), new hot water heater (2024), updated thermostat (2024), and additional electrical upgrades to the garage. Outside, the fenced yard offers both privacy and usability, with a patio and mature landscaping. An oversized one-car garage and freshly sealcoated driveway provide ample parking. All of this in a location that keeps you close to the lake, Metra, schools, and the restaurants and energy that make Highwood one of the North Shore's most underrated pockets.
Wonderfully Spacious, Sunny, Brick Home with Lovely Yard Space, in Fort Sheridan! Grand 2-Story Entry Opens to a Huge, Light-Filled Great Room with Soaring Ceilings and Walls of Windows, Flowing into the Large Kitchen with Island and Breakfast Bar and a Separate Eating Area Surrounded by Windows and Flooded with Light. The Main Floor also includes a Formal Living Room, Dining Room, Office with French Doors, Mudroom/1st Floor Laundry and Beautiful Hardwood Floors Throughout. The 2nd Level is just as Impressive with a Gorgeous Staircase Leading to the Open Upper Landing, with Hardwood Floors. Large, Bright Primary Bedroom and Private Bath with Double Sinks, a Soaking Tub and Separate Shower. 3 Additional Bedrooms complete this Level; 1 Ensuite, and 2 with a Shared Bath. Huge, Unfinished Basement with High Ceilings Offers even More Potential for Living and Entertaining Space! This Pristine Home offers a Carefree, Lifestyle in an Incredible Location near the Lake, Metra, Amazing Restaurants and Entertainment and Miles of Walking Trails!
Beautifully updated historic 4-bedroom home in sought-after Fort Sheridan, offering the perfect blend of charm and thoughtful updates. Step into an expansive foyer that opens to a spacious great room featuring a gas fireplace and stunning hardwood floors. The eat-in kitchen opens to a lovely patio-ideal for morning coffee while enjoying the scenic surroundings Fort Sheridan is known for. The second level features a large primary suite with a walk-in closet and a beautifully updated bath, complete with double vanity, quartz countertops, marble shower, and separate soaking tub. Three additional bedrooms and an updated hall bath with quartz countertops and double vanity complete the level. Additional highlights include a 2-car attached garage, convenient laundry/mudroom, and a fantastic back patio perfect for entertaining. Lots of recent updates including zoned HVAC systems, new roof, interior and exterior painting, new garage door, sump pump, insulation, gorgeous outdoor patio area, hot water heater, and more. Steps away from hiking, biking, and walking trails through the Forest Preserves and Openlands shoreline. Walking distance to the Metra and downtown Highwood's amazing restaurant district.
Discover an incredible opportunity in the heart of downtown Highwood! This 3-bedroom, 2-bath home offers unbeatable location and flexibility, perfect for both investors and owner-occupants. The second floor features 3 spacious bedrooms and a full bath, providing a comfortable and functional living space, while the main level offers great potential to customize or enhance to your vision. Downstairs, you'll find a walk-out unfinished basement complete with an additional bathroom and exterior access to the yard-ideal for future expansion, storage, or added living space. This property is especially attractive for investors, as there is already a month-to-month tenant in place who would love to stay, offering immediate rental income potential. Situated just steps from vibrant downtown Highwood, enjoy easy access to restaurants, shops, Metra, and all the charm this sought-after community has to offer. Please note: many photos are virtually staged to illustrate the home's potential. Don't miss this versatile and well-located property with endless possibilities!
Charming Home Steps from Downtown Highwood! Welcome to this inviting 3-bedroom, 1-bath home located just steps from vibrant downtown Highwood. Featuring a large kitchen with an attached dining room, this home offers the perfect blend of comfort and convenience. The partially finished basement provides additional living space or room to grow, while the 2-car garage adds valuable storage and parking. Enjoy everything Highwood has to offer-restaurants, bars, festivals, and community events-all just a short walk away. With close proximity to Lake Michigan, parks, and transportation, this is an ideal location for those who want it all. Don't miss your chance to own a piece of Highwood living!

Highwood is located in Illinois. Highwood, Illinois has a population of 5,204. Highwood is more family-centric than the surrounding county with 38.11% of the households containing married families with children. The county average for households married with children is 36.27%.
The median household income in Highwood, Illinois is $88,913. The median household income for the surrounding county is $97,127 compared to the national median of $69,021. The median age of people living in Highwood is 36.1 years.
The average high temperature in July is 83.1 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 36.3 inches per year, with 35.9 inches of snow per year.