View All Naperville IL Homes with Speakeasy Listings

4 Beds ⋅ 4 Baths ⋅ 12754264 MLS ⋅ NEW Status

FABULOUS, SOUGHT-AFTER STILLWATER HOME OFFERING LUXURY & LIFESTYLE! Just steps from the pool & tennis club, this beautifully updated home is sure to steal your heart. Warm, inviting, & designed for both entertaining & everyday living, EVERY SPACE FEELS INTENTIONAL & WELCOMING. A 2-story foyer welcomes you inside with updated lighting ,white trims & hardwood floors throughout main level- formal living & dining rooms flow seamlessly into the heart of the home. The open kitchen, eating area & family room create the perfect layout for gathering & everyday life. Buyers will love the chef's kitchen featuring white cabinetry, custom backsplash, undercounter lighting, stainless steel appliances, stove/oven vent out to exterior, quartz countertops, breakfast bar, coffee/wine station, & gorgeous backyard views. The family room will steal the show - white fireplace mantel, bay window, plantation shutters & tray ceiling- host any large gathering here- there's tons of space! Tucked away on the main level, A PRIVATE OFFICE CURRENTLY STYLED AS A COZY LOUNGE/SPEAKEASY MAY BECOME YOUR FAVORITE ROOM IN THE HOUSE. Upstairs, retreat to the spacious primary suite featuring a dream walk-in closet & luxury bath freshly painted in Sherwin-Williams Alabaster, complete with a jetted tub, separate shower & spa-like feel. Each bedroom offers its own unique charm & character. The freshly painted finished basement expands your living space with a bonus room ideal for guests, a workout space, or home office, conveniently located next to a full bath with a stylish new barn door. Yes - the Pool table stays! Saving the best for last - the fenced backyard is an entertainer's dream. Backing to common green space for added privacy & an expansive feel, this outdoor retreat features a custom patio, built-in serving bar with granite/flagstone, hot tub (stays), fire pit with Adirondack chairs (stays), & charming string lights. In the Fall, vibrant red-leaf trees line the street, creating a picture-perfect setting as you can see in the photos. RECENT UPDATES INCLUDE: A/C (2026), BARN DOOR (2026), GARBAGE DISPOSAL (2026),FRIDGE & MICROWAVE (2026), CHAMBERLAIN GARAGE DOOR OPENER (2025), FURNACE (2022), WASHER/DRYER (2021) & ROOF (2017). Lifestyle truly shines here - enjoy a short stroll to the pool, tennis club, clubhouse, Springbrook Prairie trails, dog park & golf course. Minutes to Whole Foods, Costco, shopping, NEW Block 59 dining & just 10 minutes to Downtown Naperville. Neuqua Valley High School bus service stops right on the street, teens can bike to school, & Welch Elementary is walkable. The sellers have loved every moment here & are excited for new owners to create lasting memories of their own!

2236 Stowe Circle, Naperville

$1,350,000

4 Beds ⋅ 4 Baths ⋅ 12710389 MLS ⋅ CLOSED Status

19 Main Street Completely reimagined from the studs out, this is a full gut rehab that transformed a modest 2-bed, 2-bath into a spacious 4-bedroom, 4-bathroom home with premium finishes throughout. Every system is new - this is essentially new construction behind a classic footprint, just a two-block walk to downtown shopping and dining. Reimagined & Expanded A newly added second floor and a fully finished basement nearly double the living space. Inside, everything is new: solid-core doors, drywall, flooring, lighting, and fixtures, all wrapped in fresh insulation for year-round comfort and efficiency. Built to Last, Inside and Out New roof, gutters with buried downspouts, LP siding, and windows give the exterior lasting durability and curb appeal. Under the hood, you'll find all-new electrical service and panel, dual-zone HVAC, and new water service and sanitation lines - no deferred maintenance here. Designed for Living & Entertaining The finished basement is the showstopper, featuring a dedicated home theater, a speakeasy lounge, and a wet bar - plus a sump pump for peace of mind. Step outside to a new rear deck, paver patio, and fully fenced yard (new aluminum and wood fencing, freshly stained). Curb Appeal & Convenience A brand-new front porch and walkway welcome you home, while the new driveway, back turnaround, updated 2-car garage with fresh concrete, and Tesla charger make everyday life effortless. Unbeatable Location Set just two blocks from the heart of downtown, you're moments from local shops, restaurants, and everyday conveniences - all within an easy walk. Move-in ready and thoughtfully rebuilt down to the last detail - 19 Main Street offers the space, systems, and style of new construction with none of the guesswork.

19 N Main Street, Naperville

$685,000

4 Beds ⋅ 3 Baths ⋅ 12658318 MLS ⋅ CLOSED Status

Welcome to this beautifully maintained home in Naperville's highly sought-after Buttonwood neighborhood. Ideally located just one mile from Downtown Naperville and set on an over 0.3 acres of land with mature landscaping, this property offers the perfect combination of privacy, space, and convenience in one of Naperville's most established communities. Step inside and enjoy a traditional floor plan offering warm and inviting living spaces designed for both everyday comfort and entertaining. An airy living room flows seamlessly into the family room, where hardwood flooring, wood-beamed ceilings, and a brick fireplace create a cozy gathering space. The family room opens to the eating area and kitchen, while the dining room provides an ideal setting for formal hosting. The kitchen sits perfectly nestled at the heart of the home, and offers every attention to detail - plenty of cabinet and counter space; a full complement of high end stainless steel appliances, including a Bosch dishwasher and Samsung refrigerator; and a pantry closet for added storage. Tucked behind the main living areas, a spacious home office with exterior access provides the perfect private workspace. A convenient half bath and laundry room complete the main level. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a fireplace, sitting area, and private en-suite bath, creating a peaceful space to begin and end each day. A partial, finished basement with a crawl space expands the living space even further, offering a built-in bar, room for a game table, and plenty of space for movie nights or entertaining. With rich paneling and wall sconces, this lower level offers a distinctive speakeasy-inspired feel - a fun and unique feature among homes in the area. Outside, the expansive backyard feels like a private retreat, complete with a charming gazebo and beautifully maintained flower beds ready to bloom all summer long. Thoughtfully cared for and improved over the years, the home features major updates that provide peace of mind, including a new roof, siding, and attic fan (2019); new furnace, humidifier, and UV filter (2021); new A/C (2023); Andersen windows and patio door; and a Generac back-up generator. With its exceptional lot, thoughtful updates, flexible living spaces, and prime location near Downtown Naperville, this Buttonwood home is a rare opportunity in one of the area's most beloved neighborhoods.

624 Joshua Court, Naperville

$849,000

4 Beds ⋅ 4 Baths ⋅ 12072029 MLS ⋅ CLOSED Status

Lights. Camera. Action!!! ABSOLUTELY STUNNING IN NAPERVILLE'S PEMBROKE GREENS NEIGHBORHOOD WITH BEAUTIFULLY LANDSCAPED & FENCED .3 ACRE LOT! Everything in this lovely home has been improved to the best in Quality, Design and Functionality. OVER 3,500 SQ FT OF WONDERFULLY FINISHED LIVING SPACE, INCLUDING YOUR NEWLY FINISHED BASEMENT THAT FEATURES A HIDDEN SPEAKEASY, FULL WET BAR, BUILT-INS, CLIMBING WALL & KID ZONE, CUSTOM PANELING AND MILLWORK ALONG WITH THOUGHTFUL STORAGE THROUGHOUT! Beautiful Kitchen with TRIMTECH Custom Cabinetry, Quartz Counter Tops, Floating Shelves along with BOSCH AND JENN AIR APPLIANCES, sophisticated design and attention to all the details! Living Room features amazing TRIMTECH Built in Cabinetry. Family room has vaulted ceilings and modern gas fireplace and flows to the spacious Mape Teak Deck, overlooking your private and professionally landscaped and hardscaped back yard. IN ADDITION TO THE BIG TICKET IMPROVEMENTS THE HOME ALSO INCLUDES MANY RECENT UPGRADES: New Carrier AC and Furnace - 2023, New Roof, Insulation & Skylights - 2018. New Gas Fireplace Installation - 2020, Upstairs Closets Redone - 2020, Custom Built In Cabinetry in Living Room - 2021, New Dual Sump Pump and Backup Battery - 2022, Hardscaping & Swings/Sitting Area - 2023. CHESHIRE AVE is a very quiet, tree lined street that truly defines peaceful suburban living! Entire Yard has irrigation system, garage has epoxy floor and mudroom has access from both the garage and yard. TOP RANKED DISTRICT 203 SCHOOLS: Prairie Elementary School, Washington Junior High School and Naperville North High School. WALK TO PRAIRIE ELEMENTARY! Welcome Home!

1217 Cheshire Avenue, Naperville

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED 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.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

Naperville, IL · Curated MLS Search

Homes with Speakeasy in Naperville, IL

An editorially curated view of every active homes with speakeasy listing in Naperville, IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings

Naperville, IL Market Snapshot

Inventory here shifts week to week. The listings on this page pull straight from the MLS, so what you see is what's actually for sale right now.

Next Steps in Naperville, IL

Speak with an Agent

Call (312) 788-7079

Local Naperville, IL expertise

Data Brief

Full Naperville, IL Market Report

Pricing trends & absorption

Browse Everything

All Naperville, IL Listings

Every active property

← Back to Naperville, IL Homes for Sale