399 E Deerpath Rd

4,008 Sq. Ft.
$299 / Sq. Ft.
4,008
Sq. Ft.
$299
per Sq. Ft.

Description

Located just steps from Lake Forest's Central Business District, this classic three-story home offers architectural character, generous scale, and true walk-to-everything convenience. Market Square, dining, shopping, the library, parks, and Metra access are all within easy reach. With over 4,000 square feet above grade, the home features five bedrooms, 3.1 baths, and multiple flexible living spaces across three levels. Original millwork, tall ceilings, large windows, arched openings, and a welcoming...Located just steps from Lake Forest's Central Business District, this classic three-story home offers architectural character, generous scale, and true walk-to-everything convenience. Market Square, dining, shopping, the library, parks, and Metra access are all within easy reach. With over 4,000 square feet above grade, the home features five bedrooms, 3.1 baths, and multiple flexible living spaces across three levels. Original millwork, tall ceilings, large windows, arched openings, and a welcoming front porch highlight the home's historic charm, complemented by well-proportioned rooms and ample storage throughout. Additional highlights include a detached three-car garage, a full basement, and a deep lot-an exceptional combination for an in-town Lake Forest property.

Listing Agents

  1. Lori Baker

    Lori Baker

    Alternative Listing Agent

    Compass

    lori.baker@compass.com

    P: (847)-863-1791

Property Details for 399 East Deerpath Road

Area
Lake Forest
Township
Shields
Ownership
Fee Simple
Num Of Garage Spaces
3.0
Num Of Parking Spaces
3.0
Air Conditioning Type
Central Air
Num of Interior Fireplaces
1
Heat/Fuel
Natural Gas, Radiator(s)
LISTING UPDATED: 02/06/2026 02:45 AM

Property Details for 399 East Deerpath Road

StatusContingent
MLS #12547355
Days on Market9
Taxes$23,946 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeDetached Single / 3 Stories
Year Built1909
Lot Size0.27 AC / 11,761 SF
CountyLake County

Location

Add your commute

Building Information for 399 East Deerpath Road

Stories-Year Built1909Building Size-Lot Size0.27 AC / 11,761 SF

Payment Calculator

$7,839 per month

30 year fixed, 6.15% Interest

Principal and Interest

$5,844

Property Taxes

$1,996

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 399 East Deerpath Road

General Information
School Information
  • Elementary School District: 67
  • Elementary School: Sheridan Elementary School
  • Jr High Middle School: Deer Path Middle School
  • High School District: 115
  • High School: Lake Forest High School
  • Middle Or Junior School District: 67
Addtl Parking Information
  • Parking: Garage
  • Parking Details: Brick Driveway, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Location and General Information
  • Front Exposure: North
Taxes and HOA Information
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None
  • Master Association Fee Frequency: Not Required
Property Information
Interior Features
  • Interior Property Features: Built-in Features
  • Num Of Rooms: 10
  • Bedrooms Total: 5
  • Bedrooms (Below Grade): 0
  • Community Features: Park, Curbs, Sidewalks, Street Lights, Street Paved
  • Fireplace Features: Wood Burning
  • Basement Type: Unfinished, Full
  • Bedrooms Possible: 5
  • Air Conditioning: Central Air
  • Electric: 200+ Amp Service
  • Flooring: Hardwood
  • Dining Room: Separate
  • Basement Bathrooms: No
  • Fireplace Location: Living Room
  • Room Type: Bedroom 5, Office
  • Num of Baths: 3.1
Exterior Features
  • Patio And Porch Features: Patio
  • Type: 3 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan, Public
  • Appliances: Oven-Double, Microwave, Dishwasher, Refrigerator
  • Other Equipment: Security System, Ceiling Fan(s), Multiple Water Heaters
Property/Lot Information
  • Exterior Property Features: Fire Pit
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Type Detached: 3 Stories
  • Total Sq Ft: 0
  • Aprox Total Finished Sq Ft: 0
  • Total Finished and Unfin Sq Ft: 0
  • Lot Description: Landscaped Professionally
  • Lot Size: 0.27
  • Lot Size Source: County Records
  • Lot Dimensions: 66X228X203X47
  • Zero Lot Line: No
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Exterior Building Type: Cedar
  • Construction: Frame
  • Roof Type: Rubber
  • Foundation Details: Brick/Mortar
  • General Information: School Bus Service,Commuter Train,Historical District
  • Living Area Source: Assessor
  • Assessor Square Footage: 4008
Property and Assessments
  • Public Document Count: 3
  • Document Date: 2026-01-30T16:13:09
  • Photos Count: 61
  • Rural: N
  • OpenHouse Count: 2
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Room Information
Master Bedroom Information
  • Master Bedroom Level: Second
  • Room Type: Master Bedroom
  • Master Bedroom Bath: Full
  • Master Bedroom Dimensions: 22X15
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 16X10
Bedroom #3 Information
  • 3rd Bedroom Level: Third
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 16X12
Bedroom #4 Information
  • 4th Bedroom Level: Third
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 16X12
Bedroom #5 Information
  • 5th Bedroom Level: Third
  • Room Type: Bedroom 5
  • Bedroom #5 Room Dimensions: 16X10
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 15X11
Family Room Information
  • Family Room Level: Third
  • RoomType_FR: Family Room
  • Family Room Dimensions: 18X16
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 16X12
Laundry Information
  • Laundry Level: Basement
  • Room Type: Laundry
  • Laundry Dimensions: 15X15
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 23X15
Office Information
  • Room Level: Third
  • Room Type: Office
  • Dimensions: 12X10

Property History for 399 East Deerpath Road

DateEvent & SourcePriceAppreciation
Feb 2, 2026

Contingent

MRED #12547355

Jan 29, 2026

Listed (Active)

MRED #12547355

$1,199,000
May 13, 2025

Cancelled

MRED #12339270

$1,299,000
Apr 15, 2025

Cancelled

MRED #12314096

$1,399,000
Apr 15, 2025

Listed (Active)

MRED #12339270

$1,350,000
Mar 17, 2025

Temporarily Off Market

MRED #12314096

$1,399,000
Mar 17, 2025

Cancelled

MRED #12263184

$1,499,000
Mar 17, 2025

Listed (Active)

MRED #12314096

$1,399,000
Jan 27, 2025

Listed (Active)

MRED #12263184

$1,499,000
Jan 2, 2025

Cancelled

MRED #12187924

$1,550,000
Oct 14, 2024

Listed (Active)

MRED #12187924

$1,550,000
Oct 14, 2024

Cancelled

MRED #12143898

$1,599,000
Aug 21, 2024

Cancelled

MRED #12093947

$1,645,000
Aug 21, 2024

Listed (Active)

MRED #12143898

$1,599,000
Jul 10, 2024

Listed (Active)

MRED #12093947

$1,645,000
Jun 25, 2024

Temporarily Off Market

MRED #12093938

$1,599,000
Mar 29, 2024

Listed (Active)

MRED #12093938

$1,599,000
Dec 28, 2009

Cancelled

MRED #07330024

$1,099,000
Sep 21, 2009

Listed (Active)

MRED #07330024

$1,149,900
Aug 1, 2009

Expired

MRED #06908543

$1,195,000
May 5, 2009

Listed (Active)

MRED #06908543

$1,499,000
DateEvent & SourcePrice
02/02/2026

Contingent

MRED #12547355

01/29/2026

Listed (Active)

MRED #12547355

$1,199,000
05/13/2025

Cancelled

MRED #12339270

$1,299,000
04/15/2025

Cancelled

MRED #12314096

$1,399,000
04/15/2025

Listed (Active)

MRED #12339270

$1,350,000
03/17/2025

Temporarily Off Market

MRED #12314096

$1,399,000
03/17/2025

Cancelled

MRED #12263184

$1,499,000
03/17/2025

Listed (Active)

MRED #12314096

$1,399,000
01/27/2025

Listed (Active)

MRED #12263184

$1,499,000
01/02/2025

Cancelled

MRED #12187924

$1,550,000
10/14/2024

Listed (Active)

MRED #12187924

$1,550,000
10/14/2024

Cancelled

MRED #12143898

$1,599,000
08/21/2024

Cancelled

MRED #12093947

$1,645,000
08/21/2024

Listed (Active)

MRED #12143898

$1,599,000
07/10/2024

Listed (Active)

MRED #12093947

$1,645,000
06/25/2024

Temporarily Off Market

MRED #12093938

$1,599,000
03/29/2024

Listed (Active)

MRED #12093938

$1,599,000
12/28/2009

Cancelled

MRED #07330024

$1,099,000
09/21/2009

Listed (Active)

MRED #07330024

$1,149,900
08/01/2009

Expired

MRED #06908543

$1,195,000
05/05/2009

Listed (Active)

MRED #06908543

$1,499,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 399 East Deerpath Road

Taxable ValueLand$96,617Additions$246,306Total$342,923
Tax Record2019$18,778 ($1,565 / month)
Home Facts
Beds0Baths3.5Total Finished SqFt4,008 SqFtAbove Grade Finished SqFt4,008 SqFtUnfinished Basement SqFt1,240 SqFtStories3Lot Size11,627 SqFtStyleSingle Family ResidenceYear Built1909Year Renovated1909CountyLAKEAPN12332080010000Fireplace TypeHas Fireplace

Schools near 399 East Deerpath Road

This home is within Lake Forest School District 67.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Sheridan Elementary School
PublicPK to 4

Deer Path Middle School East
Public5 to 6

Deer Path Middle School West
Public7 to 8

Lake Forest High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 02/06/2026 02:45 AM. 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.