For Sale
Price CutPrice Drop: $24K (10/04)
Single family home for sale at 27 Pleasant Ave, Highwood, IL 60040 | MLS# 12747205 | Listing updated on 2026-10-04
Photo 1 of Single family home for sale at 27 Pleasant Ave, Highwood, IL 60040 | MLS# 12747205 | Listing updated on 2026-10-04
Photo 2 of Single family home for sale at 27 Pleasant Ave, Highwood, IL 60040 | MLS# 12747205 | Listing updated on 2026-10-04
Photo 3 of Single family home for sale at 27 Pleasant Ave, Highwood, IL 60040 | MLS# 12747205 | Listing updated on 2026-10-04
Photo 4 of Single family home for sale at 27 Pleasant Ave, Highwood, IL 60040 | MLS# 12747205 | Listing updated on 2026-10-04
23+
Beds Icon

Street View

$675,000

Monthly Est:$3,360

  • Beds Icon4 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,904sqft

27 Pleasant Ave, Highwood, IL 60040

$3,360/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1953

  • $-- HOA

  • 15,681.6 sqft lot

  • $355/sq.ft

Description

Welcome to Highwood on the North Shore! This approximately 1,904-square-foot Lannon Stone ranch offers flexible living space, hardwood floors throughout, and two fireplaces that add warmth and character. The spacious, and light filled living room overlooks a beautiful park, while the separate dining room with rich slate flooring opens to the patio and connects to the kitchen. The house has generous closet space throughout with an attic running the length of the house for additional storage. The home features two bedrooms, a full hall bath, and a versatile paneled den that can alternatively serve as a home office, family room, or additional bedroom. A private three-room in-law suite provides excellent flexibility for extended family, guests, or integration into the main living space. Outside, enjoy a large, private fenced backyard ideal for entertaining, gardening, or relaxing. The attached two-car garage plus an additional detached two-car garage provide abundant parking and storage. Situated on a desirable oversize corner lot this home is just minutes from downtown Highwood, Metra service, popular restaurants, and Lake Michigan. Being sold "AS-IS" as part of an Estate, this is a unique opportunity to update, personalize, and make this home your own in the most sought after area of Highwood.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 4, 2026 at 5:06 am
  • Listing Provided by: Carol DeGrazia Santi , Brendan Santi DRE #475156085 | Coldwell Banker Realty (847) 234-8000
  • Source: MRED MLS-IL | MLS#: 12747205 MRED MLS-IL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Lake County

  • City

    Highwood

  • Neighborhood

    --

  • Year Built

    1953

  • HOA Fees

    -

  • Finished Area

    1,904 sqft

  • Lot Size

    15,681.6 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    MRED MLS

  • MLS Number

    12747205

  • MLS Status

    Active

  • Days on Market

    34

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 2

  • Suite

    Level: Main

    Area: 204.00 Square Feet

    Dimensions: 12X17

  • Kitchen- 2nd

    Level: Main

    Area: 169.00 Square Feet

    Dimensions: 13X13

  • Recreation Room

    Level: Basement

    Area: 455.00 Square Feet

    Dimensions: 13X35

  • Bedroom 2

    Level: Main

    Area: 169.00 Square Feet

    Dimensions: 13X13

  • Bedroom 3

    Level: Main

    Area: 169.00 Square Feet

    Dimensions: 13X13

  • Bedroom 4

    Level: Main

    Area: 182.00 Square Feet

    Dimensions: 13X14

  • Dining Room

    Level: Main

    Area: 156.00 Square Feet

    Dimensions: 12X13

  • Kitchen

    Level: Main

    Area: 169.00 Square Feet

    Dimensions: 13X13

  • Living Room

    Level: Main

    Area: 320.00 Square Feet

    Dimensions: 16X20

  • Master Bedroom

    Level: Main

    Area: 225.00 Square Feet

    Dimensions: 15X15

Interior

  • Heating

    Natural Gas, Forced Air

  • Sewer

    Public Sewer

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 1953

  • Home type

    Single Family Residence

  • Construction Materials

    Stone

Utilities & Energy

  • Water Source

    Lake Michigan

  • Parking Features

    Garage, Yes, Garage Owned, Attached, Detached

  • Basement

    Unfinished, Full

Other Features

  • Lot Features

    Corner Lot, Irregular Lot

  • Community Features

    Park

Price History

DateEventPrice

09/28/2026

Source: mls_logoMRED MLS-IL #MRD12747205

Price Decreased

$675,000 -3.43%

$355/sqft

09/03/2026

Source: mls_logoMRED MLS-IL #MRD12747205

Listed for Sale

$699,000

$367/sqft

Nearby Homes

This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC through Oct 07, 2026, 06:00AM. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.

Based on information submitted to the MLS GRID as of Oct 07, 2026, 06:00AM. All data is obtained from various sources and has not been, and will not be, 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. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Some IDX listings have been excluded from this website. Information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, MRED or Houzeo. The use of the MLS GRID Data may be subject to an end user license agreement. Properties displayed may be listed or sold by various participants in the MLS,

Listings courtesy of MRED as distributed by MLS GRID. ©2026 Midwest Real Estate Data LLC. All Rights Reserved

Advertising Broker: Jorge Romero | Realty One Group Inc.