Newest Homes for Sale in Highwood, IL

Charming, thoughtfully updated Colonial in a superb Highwood location - close to everything. 4 Bedrooms & 2 Baths with plenty of room to relax. Full of character and natural light, the home offers warm, comfortable living with functional flow and flexible spaces, ideal for both everyday living and entertaining. Recent improvements include new siding, roof, deck, driveway, fence, front walkway /

Laura McCain Compass

Absolutely adorable cottage tucked away on a quiet street in the heart of booming Highwood! This charming 3-bedroom, 2-bath home features a fully renovated basement, updated eat-in kitchen with stainless steel appliances, separate dining area, and a sun-filled living room perfect for everyday living and entertaining. Enjoy beautiful sunset views from the inviting front porch, or relax in the huge

Mada Hitchmough Compass

Stunning stables home in the heart of Fort Sheridan! One level living! Vaulted ceilings with original beams. Spacious floor plan 3 bedrooms or use as 2 bedrooms plus an office. 2 full bathrooms plus powder room. Generous closet space throughout. Fully fenced in private backyard. Brand new AC unit. 2 car attached garage. Remodeled kitchen!! Gas ventless fireplace in the living room. Mostly

Alison Wertheimer @properties Christie's International Real Estate

Exceptional investment opportunity or owner-occupied two-flat with both units completely remodeled in 2024. Unit 1 offers 3 bedrooms and 2 full baths featuring hardwood floors, a wood-burning fireplace in the spacious living room, updated kitchen with new refrigerator, in-unit washer/dryer, and a side deck off the dining area. The finished lower level adds a family room and brand new full bath -

Jacqueline Lotzof Compass

Discover the perfect blend of vintage charm and modern comfort in this spacious Colonial, just blocks to the shores of Lake Michigan. Warm hardwood floors guide you through living spaces, including a sun-drenched dining room featuring classic dentil crown molding and French doors that lead to a serene sunroom. The living room has a wood burning fireplace and there is an office/playroom off the

Carol Santi Coldwell Banker Realty

Discover your dream Condominium just steps away from the serene shores of Lake Michigan, nestled within the beautifully maintained grounds of Fort Sheridan. This expansive luxury condo features soaring 9-foot ceilings, stunning hardwood floors, and elegant recessed lighting, creating a warm and inviting atmosphere. The gourmet kitchen is a chef's delight, equipped with high-end stainless-steel

Ted Pickus @properties Christie's International Real Estate

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

Janet Borden Compass

Experience unparalleled scale and sophistication in this one-of-a-kind Drill Hall residence within a boutique, luxury Fort Sheridan elevator building. Two units, offering an alternative to ranch inspired living, were expertly combined to create this 3 bedroom, 3.2 bath gallery style condominium with the added features of 3 spacious, private balconies overlooking the Meadow and the Pond, 2 loft

Judy Weiss @properties Christie's International Real Estate

Welcome to 2648 Western Ave, an exceptional opportunity in one of Highland Park's most desirable locations. Set on a beautiful half-acre lot, this classic brick ranch with a walk-out lower level offers the perfect canvas to create your ideal home or a compelling value-add investment. With 5 bedrooms and 3.1 bathrooms, the home features a functional, flexible layout with strong bones and abundant

Aaron Walsh @properties Christie's International Real Estate

Discover this stunning 4 bedroom, 2.1 bath multi-level custom-built contemporary home featuring two major additions that offer exceptional flexibility to fit your lifestyle. Whether you envision a private home office, an artist's studio, or a first-floor master suite, the versatile floor plan makes it all possible. Inside, the home is loaded with thoughtful features designed for both comfort and

Pam Saul Realty ONE Group Karmma

Dramatic 3-bedroom condo with breathtaking Lake Michigan views in sought-after Fort Sheridan! Enter through a gracious foyer and immediately take in the sweeping lake views-an unforgettable first impression. This beautifully appointed residence offers 3 bedrooms, 2.5 baths, and an abundance of closet space, along with two balconies and a private walk-in storage room conveniently located on the

Susan Brown Burklin @properties Christie's International Real Estate

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.

Jim Abbott Baird & Warner

Welcome home to this light-filled custom ranch tucked away in a private setting. A welcoming foyer opens to a spacious living room with a cozy wood-burning fireplace. The kitchen features white cabinetry, stainless steel appliances, and a custom island/table that overlooks the living room - perfect for everyday living and entertaining. The dining area flows seamlessly from the kitchen, creating

Mada Hitchmough Compass

Beautiful spacious home for sale in historic Fort Sheridan within easy walking distance to Lake Michigan, lakeshore forest preserve, two Metra stations, and all the incredible restaurants and entertainment of Highwood. Featuring a large open floor plan main floor with vaulted ceiling and large windows allowing plenty of natural light into the living area. The kitchen is a chef's dream with a 60"

Ryan Cherney Circle One Realty

Exceptional investment opportunity in the heart of downtown ! Perfectly situated on a quiet one-way street within the city's vibrant business district, this beautifully maintained and newly remodeled three-flat has been thoughtfully updated from top to bottom. Each unit showcases stylish new kitchens and baths with modern cabinetry, quartz countertops, updated lighting and fixtures, new tile,

Jim Abbott Baird & Warner

Fully rehabbed brick 3-flat on an oversized double lot in the heart of Highwood-an exceptional, turn-key investment opportunity with strong, stable income already in place. This property features two expansive 3-bedroom, 1-bath units (Unit 1 rented at $2,950 and Unit 2 at $2,755) plus a 1-bedroom, 1-bath unit (Unit 3 rented at $1,450), all leased through March 2027 for immediate cash flow and

Jim Abbott Baird & Warner

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

Carol Santi Coldwell Banker Realty