Highwood, IL Homes for Sale with Garage

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

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

TOTALLY UPDATED in 2025 and MOVE IN READY RANCH with a finished basement and two full bathrooms! The main level features an open kitchen with space for a breakfast or dining table and home office desk, a comfortable living room, and two bedrooms served by a full bath with a walk-in shower. The finished lower level offers an additional full bath with tub, laundry area, and a bedroom with an

Jim Abbott Baird & Warner

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

Susan Brown Burklin @properties Christie's International Real Estate

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

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

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,

Joshua Black eXp Realty

Situated on a tranquil cul-de-sac just off the shores of Lake Michigan, in Highland Park's prestigious and historically rich Fort Sheridan neighborhood, this architectural masterpiece by renowned architect Samuel G. Footlik seamlessly blends timeless craftsmanship with sophisticated modern updates-just steps from the lakefront, scenic trails, and pristine beaches. A grand foyer with a sweeping

Colby Price Jameson Sotheby's Intl Realty

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 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