Recently Viewed Properties
See This Home
Save This Listing
Close

$1,084,000

  • Sold
  • Closed
  • Townhouse
  • 3 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,764 Sq. Ft.
  • 2 Car Garage
See This Home
Save This Home
See This Home
Save This Home
Historic Townhome in sought-after Fort Sheridan with a large front porch overlooking the expansive Parade Grounds! Rarely available and completely renovated in 2016, this former lieutenant's quarters home features beautifully preserved, original solid maple hardwood floors, high ceilings, deep moldings, neutral paint, beautiful millwork and character throughout. Enjoy newer oversized Marvin windows, updated electrical and plumbing, stylish light fixtures and luxurious baths. The chef's kitchen boasts Crystal cabinetry, soapstone countertops, high-end stainless steel appliances and eat-in area with doors opening to a private courtyard! Theres a convenient mudroom just off the kitchen and adjacent to the oversized two-car garage that offers flexible storage space including a pantry/coffee bar. The oversized, open living and dining room includes a refurbished gas fireplace. Upstairs, the spacious primary suite offers a walk-in closet and an elegant marble bathroom with soaking tub, heated floors, separate shower and private outdoor deck. Two additional bedrooms with generous closet space and a full hall bath complete the second floor. The third floor, with vaulted ceilings and exposed wood beams, provides the perfect flexible space for a fourth bedroom, recreation room or home office. Two staircases provide convenient access from the lower level up to the second floor, enhancing the flow and flexibility of the home. The bright lower level includes an updated full bath, workout room, laundry room and storage room. Enjoy all the amenities of Fort Sheridan, a North Shore residential community nestled along Lake Michigan - featuring numerous beaches, acres of restored forest preserves, walking/bike trails, neighborhood playgrounds, and easy access to the Metra train. Cities of Highwood, Lake Forest and Highland Park nearby offer dining, shopping and entertainment just minutes away!

Full Property Details for 139 Leonard Wood Ave N

General

  • Sold For: $1,084,000
  • Taxes: $25,626 (2024)
  • Status: Closed
  • Type: Townhouse
  • Source: MRED
  • MLS ID: 12440375
  • Added to Site: 164 day(s) ago

Interior

  • Interior Features: Vaulted Ceiling(s), Walk-In Closet(s), High Ceilings, Historic/Period Mlwk, Pantry
  • Fireplace: Yes
  • Fireplace(s): Living Room, Gas Log
  • Appliances: Range, Dishwasher, Refrigerator, High-End Refrigerator, Washer, Dryer, Disposal, Range Hood, Humidifier
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Basement Baths: Yes
  • Bathroom Features: Separate Shower

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Equipment: Security System, Carbon Monoxide Detectors, Ceiling Fan(s), Sump Pump, Water Heater-Gas
  • Other Features: School Bus Service, Commuter Train

Exterior

  • Exterior Features: Balcony

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Garage Door Opener, On Site, Garage Owned, Attached, Garage
  • Parking On-Site: Yes

Location

  • Area: Highland Park
  • County: Lake
  • Subdivision: Fort Sheridan
  • Driving Directions: FORT ENTRY TO STOP SIGN. TURN LEFT ONTO LWN AND GO 1/2 BLOCK.

School Information

  • School District: 112
  • Midd School District: 112
  • Elementary School: Oak Terrace Elementary School
  • Middle School: Northwood Junior High School
  • High School: Highland Park High School
  • Private School: Highland Park High School

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes
  • Pet Restrictions: Cats OK, Dogs OK, / 999lbs.
  • Mgmt. Company: OOR

Heating & Cooling

  • Cooling Type: Central Air Conditioning, Zoned
  • Heating Type: Natural Gas, Forced Air

Utilities

  • Water: Lake Michigan, Public

Structural Information

  • Structure Type: T3 Townhouse (3 or More Stories)
  • Construction: Brick
  • Exterior Const.: Brick
  • Basement Desc.: Partially Finished, Partial
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
  • Windows: Screens, Skylight(s), Drapes
  • Sub-Flooring: Hardwood
  • Entry Floor Number: 1
  • Stories/Levels: 3
  • Square Feet: 3,764
  • Sq. Ft. Source: Assessor
  • Year Built: 1905
  • Built Before 1978: Yes
  • Remodeled/Updated: 2016

Unit Information

  • Units in Building: 2

Manufactured Home

  • Model: DUPLEX

Lot Features

  • Lot Dimensions: CONDO
  • Lot Features: Forest Preserve Adjacent

Financial Considerations

  • Other Assoc Fees: $348
  • Parking Included: Yes
  • Assessment Year: 1905
  • Tax Amount: $25,626
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Condo
  • Special Conditions: List Broker Must Accompany
  • Property ID: 16102020120000

Listed by Jameson Sotheby's International Realty
Sold by Baird & Warner

Listing agents

— 139 Leonard Wood Ave N —

  • Jameson Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 139 Leonard Wood Ave N

School Districts:North Shore School District 112, Township High School District 113
NameGradesDistance
Wayne Thomas Elementary School
2939 Summit Avenue, Highland Park, IL 60035
K-51.2 mi
Northwood Jr High School
945 North Avenue, Highland Park, IL 60035
6-81.3 mi
Highland Park High School
433 Vine Avenue, Highland Park, IL 60035
9-121.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 139 Leonard Wood Ave N

Date
Details
Price
Change
Source
9/11/2025
Sold
$1,084,000
-1.36%
MLS
8/07/2025
Listed
$1,099,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Jameson Sotheby's International Realty
Sold by Baird & Warner

Just Listed near 139 Leonard Wood Ave N

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

25 Webster Ave, Highwood, IL 60040 - Photo 1 Just Listed
$665,000

25 Webster Ave  Highwood, IL 60040

  • Multi-Family
  • Active
  • Updated 5 days ago
  • 6
    Total Beds
730 Castlewood Ln, Deerfield, IL 60015 - Photo 1 Just Listed
$799,000

730 Castlewood Ln  Deerfield, IL 60015

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,070
    Sq. Ft.
[Address not provided], Deerfield, IL 60015 - Photo 1 Just Listed
$1,500,000

[Address not provided]  Deerfield, IL 60015

  • Single Family
  • Active
  • Updated 13 hours ago
  • 5
    Beds
  • 5
    Total Baths
  • 4,288
    Sq. Ft.
15275 W Walnut Dr, Deerfield, IL 60015 - Photo 1 Just Listed
$399,900

15275 W Walnut Dr  Deerfield, IL 60015

  • Single Family
  • Active
  • Updated 13 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,429
    Sq. Ft.

Price Reduced near 139 Leonard Wood Ave N

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

262 Inverrary Ln, Deerfield, IL 60015 - Photo 1 Price Reduced
-$4,000 (-1.34%)
$295,000

262 Inverrary Ln  Deerfield, IL 60015

  • Townhouse
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,200
    Sq. Ft.
1030 Chestnut St, Deerfield, IL 60015 - Photo 1 Price Reduced
-$21,900 (-4.77%)
$437,000

1030 Chestnut St  Deerfield, IL 60015

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,500
    Sq. Ft.
2140 Beechnut Rd, Northbrook, IL 60062 - Photo 1 Price Reduced
-$80,000 (-11.78%)
$599,000

2140 Beechnut Rd  Northbrook, IL 60062

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,791
    Sq. Ft.
Listed by Sheila Kula (847) 778-0282
1200 Green Bay Rd, Glencoe, IL 60022 - Photo 1 Price Reduced
-$49,000 (-2.23%)
$2,150,000

1200 Green Bay Rd  Glencoe, IL 60022

  • Single Family
  • Active
  • Updated 5 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 5,318
    Sq. Ft.

Recent Sales near 139 Leonard Wood Ave N

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

3760 Gilgare Ln, Highland Park, IL 60035 - Photo 1 Sold
$1,025,000

3760 Gilgare Ln  Highland Park, IL 60035

  • Single Family
  • Closed
  • 6
    Beds
  • 6
    Total Baths
  • 5,004
    Sq. Ft.
3535 Patten Rd, Highland Park, IL 60035 - Photo 1 Sold
$970,000

3535 Patten Rd  #6E  Highland Park, IL 60035

  • Condo
  • Closed
  • Updated 12 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 2,112
    Sq. Ft.
800 Longwood Dr, Lake Forest, IL 60045 - Photo 1 Sold
$980,000

800 Longwood Dr  Lake Forest, IL 60045

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,822
    Sq. Ft.
715 Linden Ave, Lake Forest, IL 60045 - Photo 1 Sold
$1,050,000

715 Linden Ave  Lake Forest, IL 60045

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 2,564
    Sq. Ft.

139 Leonard Wood Avenue N, Highland Park, IL 60035 (MLS# 12440375) is a Townhouse property that was sold at $1,084,000 on September 11, 2025. Want to learn more about 139 Leonard Wood Avenue N? Do you have questions about finding other Townhouse real estate for sale in Highland Park? You can browse all Highland Park real estate or contact a Coldwell Banker agent to request more information.