286 Leonard Wood South # 103 Highland Park, IL $ 560,000
286 Leonard Wood South # 103
$ 560,000
Recently Listed
Share Save

286 Leonard Wood South # 103

Highland Park, IL, 60035
$ 560,000
Bedrooms2 Baths2.0 Sq 1,856

Monthly Estimate*

$ 3,868

286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 1
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 2
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 3
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 4
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 5
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 6
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 7
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 8
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 9
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 10
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 11
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 12
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 13
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 14
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 15
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 16
286 Leonard Wood South # 103, Highland Park, IL 60035 - Image 17

Condo for sale in Highland Park, IL

for $560,000 with 2 bedrooms and 2 full baths. This 1,856 square foot condo was built in 1885.

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.

See more

Condo Active

Price

$ 560,000

Bedrooms

2

Full Bath

2

Property Type

Condo

Taxes

$ 8,938

Style

Condo-Duplex

Year Built

1885

Town/City

Highland Park

County/Region

Lake

MLS | Web ID

12806711

Features
General
Living Area 1856
Sewer Public Sewer
Heating Gas Radiant Floor
Cooling Central Air
Possession Closing
Appliances Range Microwave Dishwasher Refrigerator Washer Dryer Disposal
HOA Fee 594
Garage Spaces 1
Association Fee Includes Insurance Exterior Maintenance Lawn Care Scavenger Snow Removal
Construction Materials Brick
Pets Allowed Cats OK Dogs OK Number Limit
Year Built 1885
Township Moraine
Unit Number 103
Tax Year 2025
Ownership Condo
Community Features Park
Assoc Fee Paid Per Monthly
County Lake
New Construction N
Property Type Residential Attached Single
Association Amenities Bike Room/Bike Trails Park Trail(s)
Subdivision Name Fort Sheridan
Total Rooms 6
Full Baths 2
Status New
Directions Sheridan/Old Elm to entrance. Right on Leonard Wood Way veer left onto Leonard Wood South to address.
City Highland Park
High School District 113
MLS Area Highland Park
Tax Annual Amount 8938
Standard Status Active
Middle/Junior School District 112
Elementary School District 112
Sub Type Condo-Duplex
See more
Interior
Interior Amenities Storage Walk-In Closet(s)
Basement Finished Full
Total Fireplaces 1
Fireplace Features Gas Log
Total Stories 3
Half Baths 0
Laundry Features In Unit
Total Bedrooms 2
Room Type Deck
Total Baths 2
Bedrooms Possible 2
Total Number of Units 27
See more
Exterior
Model Tower Barracks
Parking Features Heated Garage Yes Garage Owned Attached Garage
Lot Features Landscaped
Water Source Public
Total Parking 1
Lot Dimensions Common
Waterfront Y/N N
See more
* Excluded Features
List By
@Properties Christie's International Real Estate

Broker

susanamory@atproperties.com

Email

Affordability Calculator

$4,613
Per Month
84%
16%
0%
Monthly Principal & Interest
$3,868
Monthly Property Taxes
$745
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
566581 Elementary School
565888 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
11/13/2026$560,000 Listed Price

Map


See all

286 Leonard Wood South # 103, Highland Park, IL, 60035 is a Condo for sale at $560,000 with 1,856 sqft. 286 Leonard Wood South # 103 has 2 bedrooms, 2.0 baths, and was built in 1885. The property's zip code is 60035 which is in Highland Park, IL