$699,000

27 Pleasant Avenue, Highwood, IL 60040

Active
4 beds 2 baths 1,904 sqft (assessor) Built 1953 Residential MLS #MRD12747205 1 days on market
Listing courtesy of Coldwell Banker Realty · 847-234-8000 · MLS #MRD12747205 · Status: Active
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.

Property details

Interior

Fireplaces
2
Basement
Unfinished, Full
Additional rooms
Suite, Kitchen, Recreation Room
Total rooms
10

Building & exterior

Age
71-80 Years
Exterior
Stone

Parking

Garage spaces
4
Total spaces
4
Parking details
Garage, Yes, Garage Owned, Attached, Detached

Lot & location

Lot dimensions
115x38x53x68x42x135
Lot description
Corner Lot, Irregular Lot
Township
Moraine
County
Lake

Utilities

Heating
Natural Gas, Forced Air
Cooling
Central Air
Water
Lake Michigan
Sewer
Public Sewer

HOA & community

Assessment includes
None
Community features
Park

Schools

Elementary
Oak Terrace Elementary School (112)
Junior high
Northwood Junior High School (112)
High school
Highland Park High School (113)

Taxes & terms

Annual taxes
$9,102 (2025)
Parcel number (PIN)
16154280070000
PIN
16154280070000
Ownership
Fee Simple
Possession
Closing
Special conditions
None
Listed
9/3/2026

Rooms

RoomSizeLevelFlooring
Suite12X17MainHardwood
Kitchen- 2nd13X13MainVinyl
Recreation Room13X35BasementVinyl
Bedroom 213X13Main
Bedroom 313X13MainHardwood
Bedroom 413X14MainHardwood
Dining Room12X13MainSlate
Family RoomN/A
Kitchen13X13MainCeramic Tile
LaundryN/A
Living Room16X20MainHardwood
Master Bedroom15X15MainHardwood

What would this home cost per month?

Using this listing's actual tax bill (2025) — adjust anything.

Rates move daily — edit to today's quote. Under 20% down adds PMI automatically.

Estimated monthly payment
$0
Principal & interest
Property taxes
Insurance
PMI (under 20% down)
HOA / assessments

Estimates only — not a loan offer or quote; your rate, insurance and PMI depend on your credit and lender. Run other scenarios on the full mortgage calculator, or ask us to connect you with lenders our clients actually close with.

Recently sold nearby

AddressBeds / BathsSoldPrice
263 Michigan Avenue 3 bd / 2.5 ba Apr 2026 $861,000
52 S Central Avenue 4 bd / 2 ba Aug 2026 $636,000
281 Michigan Avenue 3 bd / 4 ba Sep 2025 $935,000
307 Prairie Avenue 2 bd / 1 ba Oct 2025 $190,000

Sold data courtesy of MRED as distributed by MLS GRID; properties may be listed or sold by various participants in the MLS.

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2 bd · 2 ba · 1,500 sqft
247 HIGHWOOD Avenue, Highwood, IL 60040
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Listings courtesy of MRED as distributed by MLS GRID. MLS GRID

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