Where the Big Bucks Are: Naperville’s Most Expensive Neighborhoods​

Naperville’s Luxury Neighborhoods: Where to Find High-End Homes

Naperville offers a broad luxury real estate market that includes custom homes, golf-course properties, renovated residences near downtown and newer homes with community amenities.

Some of Naperville’s highest-priced sales are found in neighborhoods such as Ashwood Park, White Eagle, Tall Grass and Stillwater, as well as within and near Downtown Naperville.

However, there is no permanent list of Naperville’s most expensive neighborhoods.

Luxury rankings can change depending on:

  • Which homes are listed or sold during the period
  • New-construction activity
  • Lot size and location
  • Golf-course, water or open-space exposure
  • Home size and condition
  • Renovations and custom features
  • Current buyer demand

A neighborhood with only a few annual sales may appear more or less expensive depending on the individual properties that changed ownership.

This guide examines several of Naperville’s prominent luxury-home areas and explains what buyers and sellers should compare before relying on an average or advertised price range.

George Kolar and Chicago Suburb Living help buyers and sellers evaluate luxury homes throughout Naperville and Chicago’s western suburbs.

George has worked in Chicago suburban real estate since 2005 and has helped more than 350 clients buy and sell homes. His marketing services include professional photography, professionally recorded video, drone footage when appropriate and online advertising.

Explore Naperville homes, neighborhoods and market information

Start your Naperville luxury-home search

Naperville Luxury Neighborhoods at a Glance

Neighborhood or Area Housing Character Potential Buyer Fit
Ashwood Park Large newer homes, substantial lots and community amenities Buyers seeking newer luxury construction and neighborhood recreation
White Eagle Custom and semi-custom homes surrounding a golf-oriented community Buyers prioritizing large homes, golf views and an established neighborhood
Downtown Naperville Historic homes, renovated residences, infill construction and luxury condominiums Buyers valuing access to restaurants, shopping, the Riverwalk and Metra
Tall Grass Large traditional homes with community amenities and established landscaping Buyers seeking substantial homes in southeast Naperville
Stillwater Large established homes with neighborhood recreation and mature landscaping Buyers seeking a traditional luxury subdivision in southwest Naperville

Home values, inventory, HOA fees, amenities, property taxes and school assignments can change. Evaluate each property using current listings, recent comparable sales and official records.

What Qualifies as a Luxury Home in Naperville?

Luxury real estate is not defined only by a particular purchase price.

A Naperville home may compete in the luxury segment because of its:

  • Location
  • Custom construction
  • Lot size
  • Architectural design
  • Interior finish level
  • Golf-course or water view
  • Proximity to Downtown Naperville
  • Renovation quality
  • Finished living space
  • Outdoor entertaining areas

A smaller extensively renovated home near downtown may sell in the same price segment as a much larger suburban home on the city’s outer edge.

Buyers should compare value according to the home’s location and features rather than price per square foot alone.

1. Ashwood Park

Ashwood Park is a newer residential community in southwest Naperville known for large homes, substantial floor plans and community recreation.

Housing Character

Homes may feature:

  • Large two-story floor plans
  • Multiple bedrooms and bathrooms
  • Home offices
  • Finished basements
  • Three-car garages
  • Open kitchens and gathering spaces
  • Covered or expanded outdoor living areas

Some properties include extensive owner improvements, while others retain more of their original builder finishes.

Community Considerations

Buyers may value Ashwood Park for its:

  • Newer housing stock
  • Community recreational facilities
  • Sidewalks and neighborhood open space
  • Access to shopping and services in south Naperville

What Buyers Should Verify

  • Current HOA assessment
  • Amenities included in the assessment
  • School assignments for the exact address
  • Property taxes
  • Basement finish quality and permits
  • Age of original mechanical systems
  • Future development near the property

Potential buyer fit: Buyers seeking a large newer home with neighborhood amenities and who do not require immediate access to Downtown Naperville.

2. White Eagle

White Eagle is an established Naperville community known for golf-oriented surroundings, custom homes and a wide variety of architectural styles.

Housing Character

Homes may include:

  • Custom and semi-custom construction
  • Large lots
  • Three- and four-car garages
  • Finished basements
  • Golf-course views
  • Water or open-space exposure
  • Substantial outdoor entertaining areas

Because White Eagle was developed over time, homes may differ considerably in age, architecture, finish level and renovation history.

Golf-Course Location

A golf-course home may command a premium based on:

  • View
  • Privacy
  • Lot orientation
  • Distance from tees and greens
  • Risk of golf-ball activity
  • Outdoor noise and maintenance operations

A golf-course location is not automatically better for every buyer.

What Buyers Should Verify

  • Whether golf participation is optional or separate from HOA obligations
  • Current HOA fees
  • Home renovation history
  • Roof, windows and mechanical-system ages
  • Lot exposure
  • Property taxes
  • Current school assignments

Potential buyer fit: Buyers seeking an established luxury community with large homes, varied architecture and golf-oriented surroundings.

3. Downtown Naperville and Nearby Residential Areas

Downtown Naperville is not one subdivision with fixed boundaries or one standard housing style.

The surrounding residential areas contain a mixture of historic homes, renovated properties, luxury infill construction, townhomes and condominiums.

Housing Character

Buyers may find:

  • Historic residences
  • Fully renovated older homes
  • New custom infill construction
  • Luxury condominiums
  • Townhomes
  • Smaller homes on valuable lots

In this area, the land and location can represent a significant portion of the property’s value.

Location Benefits

Selected homes may provide convenient access to:

  • Downtown restaurants
  • Shopping
  • Naperville Riverwalk
  • Community events
  • Naperville Metra station
  • Libraries and municipal services

Walkability differs by address. Buyers should test the actual route, sidewalks and crossings from the property.

Potential Tradeoffs

  • Smaller lots
  • More pedestrian or vehicle activity
  • Limited driveway or garage space
  • Older foundations or infrastructure
  • Construction activity from nearby infill projects
  • Premium pricing for location

What Buyers Should Verify

  • Historic or zoning restrictions
  • Permit history
  • Property drainage
  • Sewer-line condition
  • Electrical and plumbing updates
  • Parking
  • Property taxes
  • Future nearby redevelopment

Potential buyer fit: Buyers willing to trade some lot size or interior space for downtown access, architectural character and transportation convenience.

4. Tall Grass

Tall Grass is an established southeast Naperville community with large traditional homes and neighborhood recreation.

Housing Character

Homes may feature:

  • Brick or masonry exteriors
  • Large two-story floor plans
  • Multiple living and work areas
  • Three-car garages
  • Finished basements
  • Established landscaping
  • Outdoor entertaining spaces

The condition and renovation level of homes can vary considerably.

Community Considerations

Buyers may consider Tall Grass for its:

  • Large homes
  • Established neighborhood appearance
  • Community recreational amenities
  • Access to south and southeast Naperville services

What Buyers Should Verify

  • Current HOA fee
  • Current amenity access and rules
  • Roof and window age
  • Heating and cooling systems
  • Basement moisture history
  • Property taxes
  • School assignments
  • Travel time to Metra and Interstate 88

Potential buyer fit: Buyers seeking a large established home with neighborhood recreation and who are comfortable driving to downtown and commuter transportation.

5. Stillwater

Stillwater is an established southwest Naperville subdivision with substantial homes, mature landscaping and neighborhood amenities.

Housing Character

Homes may include:

  • Large traditional floor plans
  • Brick or masonry exteriors
  • Home offices
  • Finished basements
  • Multiple-car garages
  • Established landscaping
  • Outdoor living improvements

Some homes have been significantly renovated, while others may still have original kitchens, bathrooms, windows or mechanical systems.

Community Considerations

Buyers may consider Stillwater for its:

  • Established residential setting
  • Neighborhood recreation
  • Large homes and lots
  • Access to southwest Naperville shopping and services

What Buyers Should Verify

  • Current HOA assessment
  • Amenity operations and guest rules
  • Renovation quality
  • Age of the roof, windows and mechanical systems
  • Property taxes
  • School assignments
  • Traffic and commute times

Potential buyer fit: Buyers seeking a traditional established luxury neighborhood with large homes and community recreation.

Other Naperville Areas With Luxury Homes

High-end properties are not limited to the five areas above.

Luxury homes may also be found:

  • Along or near golf courses
  • In custom-home enclaves
  • Near the DuPage River
  • On larger estate-style lots
  • Within renovated established neighborhoods
  • In newer infill developments
  • Near Downtown Naperville

Because individual custom homes can sell well above neighborhood averages, buyers should search by property characteristics as well as subdivision name.

Why Naperville Luxury Homes Command Premium Prices

Location Within the Chicago Region

Naperville provides access to:

  • Interstate 88
  • BNSF Metra service
  • Regional employment centers
  • Downtown Chicago
  • O’Hare and Midway airports

Convenience differs by neighborhood. A home in south Naperville may require significantly more time to reach Interstate 88 or a Metra station than a home in northern Naperville.

Downtown Naperville and the Riverwalk

Downtown Naperville offers restaurants, shops, events, public spaces and the Riverwalk.

Homes within practical walking distance may receive a location premium, but the amount varies according to the property, street and current market.

Limited Supply of Certain Properties

Some luxury features are difficult to reproduce, including:

  • Large established lots
  • Mature trees
  • Golf-course exposure
  • Water views
  • Walkable downtown locations
  • Recently completed custom construction

Construction and Replacement Costs

Labor, materials, land and custom finishes can make high-quality new construction expensive.

However, the cost of building or renovating a home does not guarantee an equal increase in resale value.

Luxury Home Price per Square Foot

Price per square foot can provide context, but it should not be used by itself.

It may fail to account for:

  • Lot value
  • Basement finish
  • Garage size
  • Renovation quality
  • Architectural design
  • View
  • Outdoor improvements
  • Location within the neighborhood

A smaller newly constructed home near downtown may have a much higher price per square foot than a larger older home farther from transportation and amenities.

Updated Luxury Home vs. Original-Condition Home

Category Updated Home Original-Condition Home
Move-in readiness May require fewer immediate projects May require renovation before or after moving
Purchase price May include a premium for completed improvements May provide a lower entry price
Design Existing selections may or may not match the buyer’s taste Greater opportunity for personalization
Construction risk Renovation quality and permits should be verified Renovation cost and timing must be estimated
Financing Improvements are included in the financed purchase price Post-closing renovations may require additional cash or financing

New Construction vs. Existing Luxury Homes

Category New Construction Existing Luxury Home
Design Modern plans and selected finishes Established layout that may include renovations
Lot May be smaller or have less mature landscaping May offer mature trees and established surroundings
Systems New roof, windows and mechanical equipment Age and replacement history vary
Timing Construction schedules may change Usually provides a defined closing date
Price Base price plus lot, structural and design costs Negotiated price plus any desired renovation
Location May be limited to available sites or infill opportunities May provide access to established premium locations

Explore new construction in Naperville and nearby suburbs

Golf-Course Homes: Benefits and Tradeoffs

Potential Benefits

  • Long views
  • Reduced rear-neighbor visibility
  • Open-space appearance
  • Access to a golf-oriented lifestyle

Potential Tradeoffs

  • Golf-ball activity
  • Early maintenance noise
  • Reduced privacy near tees or greens
  • Higher purchase price
  • Course-operation or landscaping changes

Buyers should visit the lot at different times and ask about course operations before purchasing.

Downtown Luxury: Benefits and Tradeoffs

Potential Benefits

  • Access to dining and shopping
  • Riverwalk proximity
  • Metra convenience
  • Community events
  • Architectural variety

Potential Tradeoffs

  • Smaller lots
  • Higher land values
  • Street and pedestrian activity
  • Parking limitations
  • Older infrastructure
  • Nearby redevelopment

Property Taxes on Naperville Luxury Homes

Property taxes should be reviewed for each parcel.

Naperville extends into DuPage and Will counties, and tax bills can differ based on:

  • County
  • Township
  • School district
  • Park district
  • Assessed value
  • Exemptions
  • Recent additions or renovations

Review:

  • The current tax bill
  • Several prior tax years
  • The seller’s exemptions
  • Whether you will qualify for the same exemptions
  • The assessment following recent construction

A lower purchase price does not always create a lower monthly payment when the property-tax bill is higher.

HOA Fees and Community Amenities

Several luxury neighborhoods have homeowners associations or community recreation.

Buyers should verify:

  • Current assessment
  • Payment frequency
  • Amenities included
  • Guest policies
  • Architectural restrictions
  • Reserve funding
  • Pending special assessments
  • Private-road or common-area responsibilities

Do not assume that an HOA maintains the home’s exterior. Many single-family luxury homeowners remain responsible for the roof, siding, windows, driveway and landscaping.

School Assignments

Naperville properties may be served by different school districts and individual attendance areas.

Buyers should use the exact property address to verify assignments through the applicable school district.

Do not rely solely on:

  • The listing
  • The seller
  • A neighborhood website
  • A third-party rating platform

Chicago Suburb Living does not rank neighborhoods or steer buyers toward or away from an area based on school demographics or protected characteristics.

Buyers should review objective school information and decide which location meets their individual needs.

Learn how to research Naperville schools and attendance boundaries

Questions to Ask Before Buying a Naperville Luxury Home

  1. How does the home compare with recent neighborhood sales?
  2. How many similar homes are currently available?
  3. What are the actual property taxes?
  4. Which school district and schools serve the address?
  5. Is there an HOA?
  6. What amenities and restrictions apply?
  7. How old are the roof, windows and mechanical systems?
  8. Were renovations properly permitted?
  9. Has the basement experienced water intrusion?
  10. What is the lot exposure?
  11. What will be built on nearby vacant property?
  12. How long does it take to reach Metra and Interstate 88?
  13. What furniture or fixtures are included?
  14. Will the home require immediate improvements?
  15. How does the property support long-term resale?

Common Luxury-Buyer Mistakes

Relying on a Neighborhood Price Range

Luxury homes differ too much in size, condition and lot quality for one broad range to describe every property.

Comparing Price per Square Foot Alone

Location, land value, finish quality and outdoor improvements may be more important.

Buying the Largest Home Without Evaluating Resale

The largest home in a neighborhood may appeal to a narrower future buyer pool.

Underestimating Renovation Costs

Large kitchens, primary bathrooms, windows and exterior projects can require substantial budgets.

Assuming Every Improvement Adds Equal Value

Highly personalized finishes may not return their full cost at resale.

Ignoring Property Taxes

Luxury-home taxes can materially affect the monthly ownership expense.

Skipping Specialized Inspections

Larger homes may require additional evaluation of pools, roofs, stucco, septic systems, elevators, generators or complex mechanical equipment.

Failing to Review HOA Rules

Exterior changes, fences, pools and additions may require approval.

Assuming Golf Views Guarantee Privacy

Course activity, maintenance and lot position can affect daily enjoyment.

Tips for Selling a Naperville Luxury Home

Price According to the Property

Luxury homes should be compared with properties sharing similar:

  • Location
  • Lot quality
  • Home size
  • Construction style
  • Renovation level
  • Basement finish
  • Garage size
  • View

Prepare for Detailed Buyer Review

Luxury buyers may closely evaluate:

  • Roof and window ages
  • Mechanical systems
  • Renovation quality
  • Permits
  • Water intrusion
  • Property taxes
  • Energy costs

Use Professional Visual Marketing

A luxury listing may benefit from:

  • Professional photography
  • Professionally recorded video
  • Drone footage when appropriate
  • Floor plans
  • Detailed feature documentation
  • Targeted online advertising

Sell the Location and Lifestyle

Marketing should clearly explain the property’s access to:

  • Downtown Naperville
  • Metra
  • Interstate 88
  • Golf
  • Community recreation
  • Shopping and healthcare

Learn how George markets Naperville homes

How George Kolar Helps Luxury Buyers

George helps Naperville buyers:

  • Compare neighborhoods and subdivisions
  • Identify on-market and coming-soon opportunities
  • Review property taxes and HOA fees
  • Analyze recent comparable sales
  • Compare renovated and original-condition homes
  • Evaluate new construction
  • Arrange inspections
  • Prepare and negotiate offers
  • Coordinate lenders and attorneys
  • Manage the purchase through closing

How George Kolar Helps Luxury Sellers

George helps sellers:

  • Analyze competing luxury listings
  • Develop a property-specific pricing strategy
  • Recommend preparation and staging
  • Coordinate professional photography and video
  • Use drone footage when appropriate
  • Promote the property through online advertising
  • Compare and negotiate offers
  • Coordinate the seller’s next move

Learn more about George Kolar and Chicago Suburb Living

Frequently Asked Questions

What are Naperville’s most expensive neighborhoods?

Higher-priced homes are frequently found in Ashwood Park, White Eagle, Tall Grass, Stillwater and near Downtown Naperville. The list can change depending on recent sales and available inventory.

Is Downtown Naperville a neighborhood?

Downtown Naperville is better understood as a central area containing several residential streets, condominiums and nearby neighborhoods rather than one subdivision with fixed boundaries.

Does White Eagle have golf-course homes?

Yes. Some homes have golf-course exposure, while others are located on interior, water or open-space lots.

Does Ashwood Park have newer homes?

Ashwood Park generally contains newer housing than many established central Naperville neighborhoods, although the age and condition vary by property.

Are all Naperville luxury homes custom built?

No. The market includes custom homes, semi-custom homes, production-built luxury properties, renovated older homes and luxury condominiums.

Are homes near Downtown Naperville more expensive?

Downtown proximity may create a location premium, but value depends on the home, lot, condition, street and current demand.

Are golf-course homes always worth more?

Golf views can add value, but the premium depends on view quality, privacy, course activity and buyer preferences.

How much are Naperville luxury-home property taxes?

Taxes vary by parcel, county, township, school district, assessed value and exemptions. Review the actual tax record for the home.

Do Naperville luxury neighborhoods have HOA fees?

Some do. Assessments, amenities and restrictions vary by neighborhood.

Which neighborhood is best for walking to Downtown Naperville?

Walkability depends on the exact address. Buyers should test the route to their preferred downtown destinations and Metra station.

Should I buy new construction or an existing luxury home?

New construction may provide modern design and new systems. Existing homes may offer mature landscaping, larger lots and established premium locations.

Can George help sell a luxury home in Naperville?

Yes. George provides property-specific pricing, preparation guidance, professional visual marketing, online advertising and offer negotiation.

Final Thoughts

Naperville’s luxury-home market includes much more than one neighborhood or price range.

Ashwood Park may appeal to buyers seeking newer large homes and community amenities. White Eagle offers golf-oriented surroundings and varied custom housing. Tall Grass and Stillwater provide established luxury subdivisions, while Downtown Naperville offers location-driven value, historic character and infill construction.

Before choosing a home, compare:

  • Location within Naperville
  • Lot quality
  • Home condition
  • Renovation quality
  • Property taxes
  • HOA fees
  • Transportation
  • Community amenities
  • Recent comparable sales
  • Future resale competition

The most expensive home is not automatically the best luxury purchase.

The strongest choice is the property that offers the right combination of location, construction quality, lifestyle and long-term value for the buyer.

George Kolar and Chicago Suburb Living can help you compare Naperville luxury homes or develop a custom strategy for selling your property.

Explore Naperville homes for sale

Start your Naperville luxury-home search

Request a Naperville home-selling consultation

Contact George Kolar

George Kolar
Chicago Suburb Living | Brokered by eXp Realty
630-479-1400
George@ChicagoSuburbLiving.com

Real estate, neighborhood, school, tax, HOA and market information is provided for general educational purposes. Prices, inventory, school assignments, HOA fees, amenities and property taxes can change. Buyers and sellers should verify current property-specific information using association documents, government records, school-district resources and appropriately qualified professionals.

Schedule a Private Tour

Explore active adult communities across the Chicago suburbs with a local specialist by your side. Tell us what you’re interested in, and we’ll help coordinate a convenient private tour.

55+
Community
Expert

Private
&
Secure

No
Obligation

Let's find the right 55+ community for your.