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286 Leonard Wood South, Unit 103Highland Park, IL 60035Price: $560,000

  • Price: $560,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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Federal 30-year interest rate: 7.11% last updated on Nov 12, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $560,000List Price
  • 2Bedrooms
  • 2Bathrooms
  • 1885Year Built
  • 1,856Square Feet

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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.

Property Details of 286 Leonard Wood South, Unit 103

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Listed by Susan Amory Weninger of @properties

Based on information submitted to MRED  as of November 14, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or MRED.   All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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