$560,000

beds

baths

1,856

square ft

286 Leonard Wood South #103

Highland Park, Illinois 60035

New / MLS #12806711 / Condo / Highland Park

Listing information updated 11/13/2026 at 8:23am

Experience the perfect blend of historic character, comfort and convenience in this rarely available two-bedroom, first-floor condo, ideally situated in the coveted Tower Barracks at Fort Sheridan. Meticulously maintained and spacious, this distinctive duplex-down residence enjoys sweeping views of the iconic Parade Grounds and showcases soaring ceilings, exposed brick and timeless architectural details. The light-filled living room features a cozy fireplace and flows seamlessly into the dining area. The well-appointed eat-in kitchen offers granite countertops, generous workspace and access to a private, south-facing deck. The inviting outdoor retreat is perfect for morning coffee, dining or the avid gardener. The primary bedroom features two large walk-in closets and a well-appointed bath. The bright, finished lower-level offers exceptional additional living space, enhanced by natural light and heated floors. A generously sized family room provides the perfect setting for relaxing or gathering, while a second bedroom with a large walk-in closet, updated full bath and convenient office nook offer flexibility for guests, work or everyday living. A spacious laundry room and abundant storage add to the home's functionality. Additional amenities include one heated garage parking space. Set within the extraordinary Fort Sheridan community, this home offers a lifestyle unlike any other on the North Shore. Nestled between Lake Forest, Highland Park and Highwood along the shores of Lake Michigan, this historic enclave features beach access, miles of scenic walking and nature trails, breathtaking ravines and beautifully preserved architecture. Enjoy the peaceful natural surroundings while being just a short walk from the Fort Sheridan Metra station, Starbucks and vibrant downtown Highwood. Don't miss this wonderful opportunity to enjoy the history, natural beauty and distinctive lifestyle of Fort Sheridan, paired with the comfort and convenience of thoughtfully designed living.

Full Features

Exterior Type:

Brick

Basement:

Finished,Full

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Gas, Radiant Floor

Appliances:

Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

100+ Years

Parking Type:

Garage - Heated Garage,Yes,Garage Owned,Attached,Garage

Parking Spaces:

Garage:

Attached

Room Count:

Water Front:

Square Feet:

1,856

Pet Information:

Cats OK, Dogs OK, Number Limit

Common Area Amenities:

Bike Room/Bike Trails, Park, Trail(s)

Internal Features:

Storage, Walk-In Closet(s)

Room Information

Living Room:

14x17 - Main

Dining Room:

9x18 - Main

Kitchen:

18x16 - Main

Family Room:

21x26 - Lower

Primary Bedroom:

14x11 - Main Level

2nd Bedroom:

12x14 - Lower

3rd Bedroom:

N/A

4th Bedroom:

N/A

Deck:

16x18 - Main Level

Laundry:

9x12 - Lower Level

Taxes & Assessments

Tax Amount:

$8,938

Tax Year:

2025

Assessments:

$594 / month

Location

Zip Code:

60035

City:

Highland Park

County:

Lake

Schools

School District(s):

112, 113

Elementary School:

N/A

Middle School:

N/A

High School:

N/A

Exterior Type:

Brick

Basement:

Finished,Full

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Gas, Radiant Floor

Appliances:

Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

100+ Years

Parking Type:

Garage - Heated Garage,Yes,Garage Owned,Attached,Garage

Parking Spaces:

Garage:

Attached

Room Count:

Water Front:

Square Feet:

1,856

Pet Information:

Cats OK, Dogs OK, Number Limit

Common Area Amenities:

Bike Room/Bike Trails, Park, Trail(s)

Internal Features:

Storage, Walk-In Closet(s)

Living Room:

14x17 - Main

Dining Room:

9x18 - Main

Kitchen:

18x16 - Main

Family Room:

21x26 - Lower

Primary Bedroom:

14x11 - Main Level

2nd Bedroom:

12x14 - Lower

3rd Bedroom:

N/A

4th Bedroom:

N/A

Deck:

16x18 - Main Level

Laundry:

9x12 - Lower Level

Tax Amount:

$8,938

Tax Year:

2025

Assessments:

$594 / month

Zip Code:

60035

City:

Highland Park

County:

Lake

School District(s):

112, 113

Elementary School:

N/A

Middle School:

N/A

High School:

N/A

Listing Office: @PROPERTIES

Listing Office Phone: 847.295.0700

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 11/13/2026 at 8:23am. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.