Beautiful spacious home for sale in historic Fort Sheridan within easy walking distance to Lake Michigan, lakeshore forest preserve, two Metra stations, and all the incredible restaurants and entertainment of Highwood. Featuring a large open floor plan main floor with vaulted ceiling and large windows allowing plenty of natural light into the living area. The kitchen is a chef's dream with a 60" Wolf stove with grill and griddle, generous cabinetry, large central island with power, and plenty of counter space. The dining room and living room feature elegant mill work and are ideal for entertaining. The family room features a fireplace and large windows to the backyard. Between the first and lower level built in bookcases usher you to a large finished basement that is endlessly adaptable to any use and has abundant storage space including a chest freezer. The second floor features two full bathrooms and four spacious bedrooms including a luxurious master suite with two walk-in closets and a spa-like en suite bathroom. The second floor was remodeled extensively in 2023 including new flooring, crown molding, painting, and a full remodel of both bathrooms. The master bathroom features a standalone tub, "wet room" style shower, and LED mirror with modern lighting. In addition to the remodel of the second floor in 2023, the main floor was fully painted as well as the exterior of the house. New sump pump installed in 2026. Home includes a modern 2 car garage and beautiful backyard including two raised cedar garden beds. Across the street is a charming playground perfect for entertaining children. Enjoy the serenity and natural beauty of this historic neighborhood, excellent school districts, immediate access to nature, and easy access to the city via Metra.
Contingent
$899,000
44 Westover Rd, Highwood, IL 60040
4beds
3,750sqft
Est.:
Single Family Residence
Built in 1999
6,969.6 Square Feet Lot
$-- Zestimate®
$240/sqft
$70/mo HOA
What's special
Four spacious bedroomsGenerous cabinetryVaulted ceilingBeautiful backyardSpa-like en suite bathroom
- 50 days |
- 45 |
- 2 |
Zillow last checked:
Listing updated:
Listing courtesy of:
Ryan Cherney (630)862-5181,
Circle One Realty
Source: MRED as distributed by MLS GRID,MLS#: 12579144
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Foyer, Recreation Room
Primary bedroom
- Features: Flooring (Wood Laminate), Window Treatments (Blinds), Bathroom (Full)
- Level: Second
- Area: 256 Square Feet
- Dimensions: 16X16
Bedroom 2
- Features: Flooring (Wood Laminate), Window Treatments (Plantation Shutters)
- Level: Second
- Area: 204 Square Feet
- Dimensions: 17X12
Bedroom 3
- Features: Flooring (Wood Laminate), Window Treatments (Blinds)
- Level: Second
- Area: 154 Square Feet
- Dimensions: 14X11
Bedroom 4
- Features: Flooring (Wood Laminate), Window Treatments (Plantation Shutters)
- Level: Second
- Area: 132 Square Feet
- Dimensions: 12X11
Dining room
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Main
- Area: 182 Square Feet
- Dimensions: 14X13
Family room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 289 Square Feet
- Dimensions: 17X17
Foyer
- Features: Flooring (Hardwood)
- Level: Main
- Area: 112 Square Feet
- Dimensions: 16X7
Kitchen
- Features: Kitchen (Eating Area-Breakfast Bar, Island, Pantry-Closet), Flooring (Hardwood), Window Treatments (Blinds)
- Level: Main
- Area: 459 Square Feet
- Dimensions: 27X17
Laundry
- Features: Flooring (Ceramic Tile)
- Level: Main
- Area: 49 Square Feet
- Dimensions: 7X7
Living room
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Main
- Area: 182 Square Feet
- Dimensions: 14X13
Recreation room
- Features: Flooring (Carpet), Window Treatments (Blinds)
- Level: Basement
- Area: 495 Square Feet
- Dimensions: 33X15
Heating
- Natural Gas
Cooling
- Central Air
Appliances
- Included: Double Oven, Microwave, Dishwasher, Refrigerator, Freezer, Disposal, Indoor Grill, Stainless Steel Appliance(s), Range Hood
- Laundry: Main Level
Features
- Vaulted Ceiling(s)
- Flooring: Hardwood
- Basement: Finished,Full
- Number of fireplaces: 1
- Fireplace features: Gas Log, Living Room
Interior area
- Total structure area: 0
- Total interior livable area: 3,750 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Yes, Garage Owned, Detached, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 2
- Patio & porch: Patio
Lot
- Size: 6,969.6 Square Feet
Details
- Parcel number: 16104200040000
- Special conditions: None
- Other equipment: TV-Cable, Ceiling Fan(s), Sump Pump, Backup Sump Pump;
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Brick, Cedar
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1999
Utilities & green energy
- Electric: Circuit Breakers, 200+ Amp Service
- Sewer: Public Sewer
- Water: Lake Michigan
Community & HOA
Community
- Security: Carbon Monoxide Detector(s)
HOA
- Has HOA: Yes
- Services included: None
- HOA fee: $209 quarterly
Location
- Region: Highwood
Financial & listing details
- Price per square foot: $240/sqft
- Tax assessed value: $570,639
- Annual tax amount: $17,147
- Date on market: 2/27/2026
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 3/2/2026 | Contingent | $899,000$240/sqft |
Source:  MRED as distributed by MLS GRID #12579144 Report a problem | ||
| 2/27/2026 | Listed for sale | $899,000+22.3%$240/sqft |
Source: MRED as distributed by MLS GRID #12579144 Report a problem | ||
| 5/8/2023 | Sold | $735,000-2%$196/sqft |
Source: MRED as distributed by MLS GRID #11709993 Report a problem | ||
| 3/2/2023 | Pending sale | $750,000$200/sqft |
Source:  Engel & Volkers #11709993 Report a problem | ||
| 3/1/2023 | Contingent | $750,000$200/sqft |
Source: MRED as distributed by MLS GRID #11709993 Report a problem | ||
| 2/9/2023 | Listed for sale | $750,000+15.4%$200/sqft |
Source: MRED as distributed by MLS GRID #11709993 Report a problem | ||
| 5/2/2017 | Listing removed | $4,200$1/sqft |
Source: Coldwell Banker Residential Brokerage - Highland Park #09580190 Report a problem | ||
| 3/31/2017 | Listed for rent | $4,200+7.7%$1/sqft |
Source: Coldwell Banker Residential #09580190 Report a problem | ||
| 5/20/2016 | Listing removed | $3,900+4%$1/sqft |
Source: Coldwell Banker Residential Brokerage - Highland Park #09203709 Report a problem | ||
| 6/19/2014 | Listing removed | $650,000$173/sqft |
Source: Coldwell Banker Residential Brokerage - Highland Park #08637204 Report a problem | ||
| 6/7/2014 | Listed for sale | $650,000+28.7%$173/sqft |
Source: Coldwell Banker Residential Brokerage - Highland Park #08637204 Report a problem | ||
| 6/7/2014 | Listing removed | $3,750$1/sqft |
Source: Coldwell Banker Residential Brokerage - Highland Park #08633462 Report a problem | ||
| 6/5/2014 | Listed for rent | $3,750$1/sqft |
Source: Coldwell Banker Residential Brokerage - Highland Park #08633462 Report a problem | ||
| 5/22/2011 | Listing removed | $505,000$135/sqft |
Source: Coldwell Banker Residential Brokerage - Highland Park #07713789 Report a problem | ||
| 4/5/2011 | Price change | $505,000-1.9%$135/sqft |
Source: Coldwell Banker Residential Brokerage - Highland Park #07713789 Report a problem | ||
| 3/11/2011 | Price change | $515,000-5.5%$137/sqft |
Source: Coldwell Banker Residential Brokerage - Highland Park #07713789 Report a problem | ||
| 1/23/2011 | Listed for sale | $545,000-13.2%$145/sqft |
Source: NRT Chicago #07713789 Report a problem | ||
| 2/9/2007 | Sold | $628,000+62.3%$167/sqft |
Source: MRED as distributed by MLS GRID #06332382 Report a problem | ||
| 6/16/1999 | Sold | $387,000$103/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2023 | $16,096 +0.5% | $211,002 +10.9% |
| 2022 | $16,015 +8% | $190,194 +3.3% |
| 2021 | $14,832 +2.4% | $184,058 +3.4% |
| 2020 | $14,487 +3.1% | $177,920 +0.5% |
| 2019 | $14,055 -3% | $177,088 -8.1% |
| 2018 | $14,489 | $192,652 +0.6% |
| 2017 | $14,489 +6.2% | $191,541 +5% |
| 2016 | $13,640 -7% | $182,350 +7.6% |
| 2015 | $14,670 +2.2% | $169,423 -5.4% |
| 2014 | $14,348 +2.5% | $179,002 -0.6% |
| 2012 | $13,996 +6.4% | $180,046 -3.4% |
| 2011 | $13,149 +23.1% | $186,479 +7.8% |
| 2010 | $10,686 +20.3% | $172,984 -5.6% |
| 2009 | $8,882 +2.9% | $183,323 -1% |
| 2008 | $8,636 -17.1% | $185,175 +4.8% |
| 2006 | $10,420 +12.3% | $176,778 |
| 2005 | $9,282 -4.1% | -- |
| 2004 | $9,675 +5.6% | -- |
| 2003 | $9,165 +3.6% | -- |
| 2002 | $8,849 +2.5% | -- |
| 2001 | $8,631 -3.1% | $137,639 +2.2% |
| 2000 | $8,903 | $134,735 |
Find assessor info on the county website
Monthly payment
Est. payment
$6,302/mo
Principal & interest
$4284
Property taxes
$1948
HOA Fees
$70
More affordability tools
Climate risks
Neighborhood: 60040
Nearby schools
GreatSchools rating
- 10/10Wayne Thomas Elementary SchoolGrades: K-5Distance: 0.6 mi
- 6/10Northwood Jr High SchoolGrades: 6-8Distance: 0.7 mi
- 10/10Highland Park High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Wayne Thomas Elementary School
- Middle: Northwood Junior High School
- High: Highland Park High School
- District: 112
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Illinois
- Lake County
- Highwood
- 60040
- 44 Westover Rd
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