321 Woodland Rd

Highland Park, IL 60035

$1,500,000
Price
5
Beds
4,550 Sq. Ft.
$330 / Sq. Ft.
4,550
Sq. Ft.
$330
per Sq. Ft.
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Listed By CompassContingent ( Private )
Listed By CompassContingent ( Private )
a view of a park that has large trees
a view of a house with a yard
a front view of a house with a yard
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a living room with furniture fireplace and a table
a living room with fireplace furniture and a wooden floor
a living room with furniture and a fireplace
a living room with furniture and wooden floor
a dining room with furniture a rug a potted plant and a chandelier
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a living room with furniture and a large window
a kitchen with a sink stove and cabinets
a workspace with furniture and a window
a kitchen with counter top space a sink wooden floor and view living room
a large kitchen with kitchen island a large counter top space a sink stainless steel appliances and cabinets
a kitchen with stainless steel appliances granite countertop a sink and a stove
a kitchen with a stove a sink and a refrigerator
a kitchen with kitchen island granite countertop lots of counter top space a sink stainless steel appliances and cabinets
a view of a livingroom with furniture hardwood floor and staircase
a living room with furniture and a chandelier
a living room with furniture and a chandelier
a living room with furniture a fireplace and a chandelier
a living room with furniture a fireplace and a chandelier
a view of a hallway with wooden floor and a potted plant
a living room with furniture and a wooden floor
a living room with furniture and a large window
a very nice looking room with a large window
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a spacious bedroom with a bed and wooden floor
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a bedroom with a bed and wooden floor
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a living room with a couch and a table
a bedroom with a bed and a large window
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a view of a yard with flower plants and large trees
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a picture of a floor plan
a picture of floor plan

Description

Built in 1928, this exceptional Tudor residence seamlessly blends timeless architectural character with beautifully updated living spaces in one of Highland Park's most sought-after neighborhoods. Offering approximately 4,550 square feet over 2 levels plus a lower level and two car garage, this 5-bedroom, 3.1-bath home showcases classic craftsmanship, expansive entertaining spaces, and an ideal layout for modern living. Set behind a circular drive on a beautifully landscaped property on a ravine,...Built in 1928, this exceptional Tudor residence seamlessly blends timeless architectural character with beautifully updated living spaces in one of Highland Park's most sought-after neighborhoods. Offering approximately 4,550 square feet over 2 levels plus a lower level and two car garage, this 5-bedroom, 3.1-bath home showcases classic craftsmanship, expansive entertaining spaces, and an ideal layout for modern living. Set behind a circular drive on a beautifully landscaped property on a ravine, this home makes an unforgettable first impression with its striking Tudor facade, leaded glass windows, and mature trees. Inside, gracious formal rooms are balanced by warm, inviting gathering spaces filled with natural light and rich architectural detail. Just off the entry, a richly paneled library with its own fireplace offers a warm and sophisticated retreat. The oversized living room features hardwood floors, elegant millwork, and a beautiful fireplace, while the formal dining room opens seamlessly to a charming sunroom and expansive entertaining deck. A spectacular updated kitchen serves as the heart of the home with custom cabinetry, granite countertops, oversized island, professional-grade appliances, extensive storage, and an exceptional butler's pantry connecting the formal and casual living spaces. One of the home's most impressive features built by Fraerman Associates Architecture is the stunning vaulted breakfast room/sun-filled workspace addition surrounded by windows and overlooking the grounds-creating an inspiring everyday living space rarely found in homes of this era. The second floor offers five generously sized bedrooms, including a spacious primary suite with a large walk-in closet and private bath. Two bedrooms are connected by a Jack-and-Jill bath, while two additional bedrooms provide excellent flexibility for guests, offices, or family living. The lower level with approximately 2,000 square feet includes recreation space, laundry, abundant storage, and future expansion potential. While the home requires renovation and updating, it offers an exceptional opportunity to restore and personalize a truly iconic Highland Park Tudor with remarkable scale and architectural character, ideally located near downtown, Metra, parks, highly-rated Ravinia Elementary School, Ravinia Festival, and the lakefront.

Listing Agents

  1. Eudice Fogel

    Eudice Fogel

    Listing Agent

    Compass

    P: (312)-576-1200

    CallText
  2. Jayme Slate

    Jayme Slate

    Alternative Listing Agent

    Compass

    P: (312)-320-7771

    CallText

Property Details for 321 Woodland Road

Area
Highland Park
Ownership
Fee Simple
Num Of Garage Spaces
2.0
Num Of Parking Spaces
2.0
Parking Included in Price
Yes
Air Conditioning Type
Central Air
Num of Interior Fireplaces
2
Architectural Style
Tudor
LISTING UPDATED: 05/11/2026 06:22 PM

Property Details for 321 Woodland Road

StatusContingent ( Private )
MLS #12641947
Days on Market0
Taxes$20,284 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeDetached Single / 2 Stories
Year Built1928
Lot Size0.24 AC / 10,541 SF
CountyLake County
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Location

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Building Information for 321 Woodland Road

Stories-Year Built1928Building Size-Lot Size0.24 AC / 10,541 SF

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$9,165 per month

30 year fixed, 6.36% Interest

Principal and Interest

$7,475

Property Taxes

$1,690

HOA Dues

$0

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Property Information for 321 Woodland Road

General Information
School Information
  • Elementary School District: 112
  • Elementary School: Ravinia Elementary School
  • Jr High Middle School: Edgewood Middle School
  • High School District: 113
  • High School: Highland Park High School
  • Middle Or Junior School District: 112
Addtl Parking Information
  • Parking Details: Yes, Garage Owned, Attached, Garage
Location and General Information
  • Front Exposure: North, South, East, West
Taxes and HOA Information
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None
  • Master Association Fee Frequency: Not Required
  • Additional Parcels: No
Property Information
Interior Features
  • Interior Property Features: Walk-In Closet(s), Separate Dining Room
  • Num Of Rooms: 10
  • Bedrooms Total: 5
  • Bedrooms (Below Grade): 0
  • Community Features: Park
  • Attic: Pull Down Stair
  • Basement Type: Partially Finished, Storage Space, Full
  • Bedrooms Possible: 5
  • Air Conditioning: Central Air
  • Flooring: Hardwood
  • Dining Room: Separate
  • Basement Bathrooms: No
  • Fireplace Location: Living Room,Den/Library
  • Room Type: Bedroom 5, Breakfast Room, Library, Foyer, Storage, Walk In Closet, Deck, Sun Room
  • Num of Baths: 3.1
Exterior Features
  • Patio And Porch Features: Deck
  • Type: 2 Stories
Utilities / Equipment
  • Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, All Stainless Steel Kitchen Appliances, Range Hood
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: Yes
  • Age: 91-100 Years
  • Type Detached: 2 Stories
  • Total Sq Ft: 0
  • Aprox Total Finished Sq Ft: 0
  • Total Finished and Unfin Sq Ft: 0
  • Lot Dimensions: 10546
  • Waterfront: No
  • Disability Access and/or Equipped: Yes
  • General Information: Commuter Train
  • Assessor Square Footage: 4297
Property and Assessments
  • Public Document Count: 4
  • Document Date: 2026-05-07T20:14:12
  • Photos Count: 48
  • Rural: N
  • OpenHouse Count: 0
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: 19X16
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 16X16
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 15X13
Bedroom #4 Information
  • 4th Bedroom Level: Second
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 13X11
Bedroom #5 Information
  • 5th Bedroom Level: Second
  • Room Type: Bedroom 5
  • Bedroom #5 Room Dimensions: 13X10
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 17X16
Family Room Information
  • Family Room Level: N/A
  • RoomType_FR: Family Room
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 20X15
Laundry Information
  • Laundry Level: Lower
  • Room Type: Laundry
  • Laundry Dimensions: 33X12
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 27X16
Deck Information
  • Room Level: Main
  • Room Type: Deck
  • Dimensions: 26X25
Walk In Closet 1 Information
  • Room Level: Second
  • Room Type: Walk In Closet
  • Dimensions: 16X9
Storage Room 1 Information
  • Room Level: Lower
  • Room Type: Storage
  • Dimensions: 12X12
Foyer Information
  • Room Level: Main
  • Room Type: Foyer
  • Dimensions: 19X8
Breakfast Room Information
  • Room Level: Main
  • Room Type: Breakfast Room
  • Dimensions: 14X13
Sun Room Information
  • Room Level: Main
  • Room Type: Sun Room
  • Dimensions: 20X12
Library Room Information
  • Room Level: Main
  • Room Type: Library
  • Dimensions: 20X18

Public Records for 321 Woodland Road

Taxable ValueLand$96,409Additions$176,261Total$272,670
Tax Record2025$20,284 ($1,690 / month)
Home Facts
Beds0Baths3.5Total Finished SqFt4,297 SqFtAbove Grade Finished SqFt4,297 SqFtStories2Lot Size10,546 SqFtStyleSingle Family ResidenceYear Built1928Year Renovated1933CountyLAKEAPN16-36-205-078Fireplace TypeHas Fireplace

Schools near 321 Woodland Road

This home is within Twp Hsd 113 School District.
Rating
School
Type
Grades
Distance
Ravinia Elementary School
Public - K to 5
Edgewood Middle School
Public - 6 to 8
Highland Park High School
Public - 9 to 12
Red Oak Elementary School
Public - K to 5
Rating
School
Distance
Ravinia Elementary School
PublicK to 5

Edgewood Middle School
Public6 to 8

Highland Park High School
Public9 to 12

Red Oak Elementary School
PublicK to 5

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 05/11/2026 06:22 PM. 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.