View All Oak Park IL Penthouse Homes Listings

2 Beds ⋅ 1 Baths ⋅ 12732068 MLS ⋅ ACTIVE Status

Charming, sundrenched, spacious corner unit condo with tree-top views in a fabulous Oak Park location beckons! Enter the building through a well maintained courtyard and up three flights of stairs to this gorgeous, sunny, vast penthouse unit. Step into the foyer and appreciate the gleaming hardwood floors, soaring ceilings, large windows, serene views and the abundance of natural light. Gather with loved ones in the bright, large living room that expands into the sunroom that's flooded with natural light from the wall of tall and bright south, west, and north facing windows. This open living area offers plenty of space for multiple conversation areas, and is also a perfect for work from home desks! Easily host your largest holiday gatherings in the adjacent oversized dining room with another wall of west facing windows. And prepping your favorite meals and snacks is a delight in the well-designed kitchen featuring quality 42" maple cabinetry, granite countertops, a large, deep undermount sink, all stainless appliances, including a one-year-new refrigerator, updated fixtures plus your very own in-unit stacked washer and dryer! When its time to retire, head to the bedroom wing to find two large bedrooms, both big enough to easily accommodate king-sized beds, and each with fantastic windows, light, and closet space too. The cheery, clean hallway bath has been updated with a nod to the vintage--lovely penny floor tile and subway wall tile with newer fixtures--and along with the large coat closet, completes the floor plan of this delightful unit. Down the back stairs is the basement area with bike storage and a full-sized storage space for the condo. This professionally managed, pet-friendly building is well maintained (with a new roof in 2025!), and boasts a lovely, landscaped courtyard. This cheery, updated condo has the best location in town with everything at your doorstep! Minutes to all that Oak Park, River Forest, and Forest Park offer--shopping, dining, nightlife, groceries, movies, ice cream, coffee, and more, with easy transport options with the Green Line and Metra down the block and the expressway a short ride away. This move-in ready condo with vintage charm and modern conveniences is the one you have been waiting for. Welcome home!

240 S Maple Avenue Unit #3W, Oak Park

$399,900

3 Beds ⋅ 2 Baths ⋅ 12568835 MLS ⋅ CLOSED Status

Magical architecture, coveted location! Welcome to one of 3 largest units at The Villa Grove Condominiums, a remarkable Art Deco Gem nestled in the heart of Oak Park. This penthouse residence is light and bright with treetop views and perfectly situated on a quiet corner, steps north of Scoville Park and amongst the historic homes of the Frank Lloyd Wright Historic District. This 3 bedroom, 2 Full bath unit has 1500 sq ft of living space, with large room sizes throughout. Enjoy original architectural detailing, including the barrel ceiling dining room while enjoying a cocktail with friends or a special meal. Breathe in the history while reading Hemingway by the Juliet balcony with French doors open. Cook your best meals in the vintage china brick kitchen with a wall of floor-to ceiling original cabinetry and built-ins. The practical perks? In-unit laundry and tons of storage - 7 closets (One cedar!) in addition to a basement storage unit. Be sure to check out the peaceful courtyard down the back stairs with multiple seating areas and a gas grill. All this, close to Scoville Park, the Library, shopping, dining and commuter lines to downtown. Permit parking adjacent to the building at $159/quarter. A truly exceptional condo that lives like a house!

227 N Grove Avenue Unit #3, Oak Park

$247,000

2 Beds ⋅ 1 Baths ⋅ 12406232 MLS ⋅ CLOSED Status

Welcome to this extraordinary, pet-friendly condo at the Santa Maria. Perfectly located just two blocks north of Lake Street from dining, shopping, and close to the Green line, this 2 bedroom private penthouse unit is ready for its next owner! You will love this treetop corner unit with many windows and great views. The vintage charm is extraordinary, with hardwood floors throughout, original wood doors, large room sizes, and good closet space. Two large bedrooms share a lovely renovated full bathroom. The entry foyer with 2 closets welcomes you into a living room with a bay window and gas fireplace. The formal dining room opens to an updated kitchen with stainless steel appliances and granite counter tops, and coveted in-unit washer and dryer. The kitchen's back entry accesses a sweet, covered corner porch for dining al fresco, or enjoying a good Summer read. Get ready to enjoy your best life in this stunning Oak Park gem!

208 N Oak Park Avenue Unit #3JJ, Oak Park

$310,000

2 Beds ⋅ 1 Baths ⋅ 12314497 MLS ⋅ CLOSED Status

Multiple offers received! Best and final by Sunday at 5pm. Fantastic move-in ready 2 bedroom condo is ready and waiting for you! Enjoy large spaces? There is a very large sunny living room and a gracious oversized dining room. This entire 3rd floor unit gets gorgeous light with most of the windows south facing and overlooking the nearest buildings. Tired of folks walking up and down your ceiling? Enjoy this quiet penthouse unit where no one lives above you. Great vintage touches like crown moulding, art glass, decorative fireplace, french windows/door and lovely hardwood floors. The kitchen was beautifully updated in 2022 and gets incredible light. It has ample counter space and storage. The new designer bath has Carrera marble. Both bedrooms are a generous size. Owner currently uses the 2nd bedroom as a home office. Unit includes 2 tandem parking spaces! In-unit washer and dryer added in 2021 plus additional free washer and dryer in basement if you really have a lot of washing to do. Basement also includes large extra storage area. Large backyard common space for grilling, gardening and hanging out! You will find a well managed HOA and great neighbors in this pet friendly building. Walkable to downtown Oak Park and Forest Park with live music venues, restaurants, bars, and boutique shopping - all within walking distance. Get everywhere easily with Metra, Blue and Green line nearby as well as easy access to 290.

439 Home Avenue Unit #3S, Oak Park

$325,000

1 Beds ⋅ 2 Baths ⋅ 12310880 MLS ⋅ CLOSED Status

Multiple offers received - highest and best by 3/17 at noon! Move right into this beautiful home in Downtown Oak Park! This rarely available, over-sized one bedroom plus office penthouse condo checks all the boxes! This updated unit features luxury finishes, floor to ceiling windows with custom shades, tons of natural light, hardwood floors throughout, in unit washer and dryer, and a spacious balcony offering great views of Downtown Oak Park. The modern gourmet kitchen has custom cherry shaker cabinets, quartz countertops with a full backsplash, a pantry closet and stainless steel appliances. There is also an additional half bath for guests! The primary suite has plenty of space and closets. You don't need storage, but if you do, there is a separate storage unit! This home also has an attached heated garage parking spot included! Your new home is steps from the green line, Metra, restaurants, bars, parks, theater and Downtown!

1005 South Boulevard Unit #403, Oak Park

$176,000

1 Beds ⋅ 1 Baths ⋅ 12298757 MLS ⋅ CLOSED Status

This sunlit and beautifully updated 1 bedroom/1 bathroom penthouse condo is full of vintage charm and a perfect place to call your own. You will love living within walking distance from downtown Oak Park and everything it has to offer. Original hardwood floors run throughout the unit adding warmth and character to the home. Enjoy preparing meals in the fully equipped and updated kitchen with stainless steel appliances, granite countertops, abundant cabinet storage, and plenty of space for a dining table. Full bath with soaking tub and separate shower. In-unit washer/dryer. Tons of closet space throughout plus additional storage space in the basement. Permit street parking. All of this in a prime Oak Park location with easy access to the Metra, Green line, 290, and O'Hare.

432 S Euclid Avenue Unit #3E, Oak Park

$172,000

1 Beds ⋅ 1 Baths ⋅ 12201915 MLS ⋅ CLOSED Status

Welcome to 404 Wesley Ave! This 1bed/1bath PENTHOUSE condo is nestled in the heart of Oak Park. With approximately 850 square feet of sun-drenched living space, this spacious condo features an IN-UNIT WASHER/DRYER, a large living room, and an open-concept kitchen that flows nicely into the separate dining room. Revel in the charm of original crown molding and baseboards that accentuate the hardwood floors throughout. Enjoy modern conveniences such as central heat & AC with vintage style and design. Storage is plentiful with closets scattered throughout the home including a large walk-in closet in the bedroom and a separate storage unit in the basement. This home is the perfect blend of classic elegance and contemporary amenities.

404 Wesley Avenue Unit #3, Oak Park

$485,000

3 Beds ⋅ 3 Baths ⋅ 12180127 MLS ⋅ CLOSED Status

This stunning Oak Park penthouse duplex condo is move-in ready! Boasting 3 spacious bedrooms and 3 full bathrooms, the unit is filled with natural light thanks to its 17-foot vaulted ceilings and expansive windows. The sun-drenched, open-concept gourmet kitchen features beautiful cherry wood cabinetry, stainless steel appliances, and a large breakfast bar with extra storage. The kitchen seamlessly connects to the spacious dining and living area, complete with a cozy gas fireplace. The main level includes three bedrooms and two full bathrooms, including a luxurious master suite with a double shower and dual-sink vanity. Upstairs, a massive loft provides versatile space for an office, family room, or both, and an additional full bathroom. The loft extends to a generous private back balcony, perfect for entertaining or relaxing in the warmer months. With over 2,100 square feet of living space, this condo also includes two heated garage parking spots and additional basement storage. This top-floor unit is centrally located, just a short walk from train lines and downtown Oak Park.

421 S Ridgeland Avenue Unit #3S, Oak Park

$450,000

3 Beds ⋅ 2 Baths ⋅ 12103582 MLS ⋅ CLOSED Status

Nestled among Oak Park's treetops with expansive windows framing views of Mills Park, this exquisite vintage three-bedroom, two-bath condo offers approximately 2,000 square feet of living space, providing the feel of a single-family home. Step into an inviting Old World masterpiece through a barrel-vaulted foyer flooded with natural light and cross breezes from four exposures. The penthouse location ensures a peaceful atmosphere free from overhead noise. The sunken living room boasts a soaring 11-foot cross-beamed ceiling, quarter-sawn oak floors, and a stone mantle fireplace flanked by arched niches. The spacious formal dining room, adorned with picture rail and fielded panels, easily accommodates a large table and supporting pieces. The chef's kitchen underwent a 2020 renovation, featuring ample white shaker cabinets, grey quartz countertops, KitchenAid appliances, an exterior vented exhaust hood, and scraped walnut flooring. Three spacious bedrooms offer abundant closet space, providing comfort and privacy. Additional highlights include an in-unit full-size LG washer dryer and garage parking, with on-street permit parking also available. Located in the heart of Oak Park, enjoy easy access to excellent schools, parks, vibrant Marion Street, restaurants, theaters, shopping, and multiple public transportation options including the Green Line, Metra, and major highways. Pets are welcome!

1020 Pleasant Street Unit #3, Oak Park

$290,000

2 Beds ⋅ 2 Baths ⋅ 12055573 MLS ⋅ CLOSED Status

Sun-drenched, spacious, designer condo in the sought-after Decker Building in the heart of Oak Park beckons. This gorgeous, bright penthouse unit has all the charm of yesteryear with all the amenities of today. Walk up through the well maintained lobby and up the stairs to this third floor. The unit's roomy foyer welcomes you and leads to the oversized, generous living room with tall bay windows and multiple conversation areas - perfect for gathering with loved ones. The adjoining generous dining room can easily host your largest holiday gathering or an intimate dinner. Cooking your gourmet meals is an absolute delight in the bright white kitchen with all stainless appliances, solid surface countertop, new faucet and new designer backsplash and the unusually large butler's pantry provides additional storage! When it's time to retire, head to one of two sizable bedrooms. The large primary can easily accommodate a king-sized bed and boasts an ensuite full bath, a deep closet, and an oh-so-convenient full-sized washer and dryer in a dedicated closet. The spacious sunny second bedroom showcases a generous closet and is large enough for a king-sized bed too. The classic white and bright hallway bath full bath serves the second bedroom as well as your guests. Plenty of space and storage in the unit as well as a dedicated storage space and bike space in the basement too. For your al-fresco experience, well-manicured courtyards and a fenced south-facing side yard provide outdoor space. Convenient dedicated parking space included but leave your car at home - you are steps to everything Oak Park offers - shopping, dining, coffee, theatre, library, gyms, entertainment, schools, parks, grocery stores, CTA, Metra and more and also minutes to the expressway. Soaring nine-foot ceilings, large windows, tons of natural light, gleaming walnut-stained hardwood floors, gracious archways, new designer wallpaper and paint throughout, new designer light fixtures throughout, in-unit laundry, storage, parking and so much more in a well managed building in the best location Oak Park offers! This is the one you've been waiting for--welcome home!

1123 Pleasant Street Unit #5, Oak Park

$235,000

2 Beds ⋅ 1 Baths ⋅ 12023542 MLS ⋅ CLOSED Status

Welcome to your new oasis! This charming, sunlit, and spacious two-bedroom penthouse condo, nestled in a beautiful tree-top setting, is calling your name. As you enter the inviting lobby, a bright staircase leads you up to your new sanctuary. Step into the foyer and be greeted by the generous, sun-drenched living room, complete with a bonus sunroom area featuring western-facing windows, perfect for enjoying breathtaking sunsets. This area is versatile and inviting with ample space for entertaining or creating your work-from-home nook. Venture down the hallway, adorned with beautiful French doors, and discover the light-filled formal dining room, ideal for hosting your largest holiday gatherings. Adjacent to the dining room, you'll find the smartly designed, classic kitchen boasting space-saving shelving, gleaming granite countertops, and an under-mount sink. The kitchen conveniently leads to a laundry nook. When it's time to unwind, retreat to one of the two spacious bedrooms in a split-style layout, offering privacy and comfort. The oversized primary bedroom at the front of the condo features western views and can easily accommodate a King-sized bed. In contrast, the generous second bedroom enjoys a sunny eastern exposure. The large hallway bath boasts timeless finishes and a full-sized linen closet. Step outside to the back deck for your morning coffee or gather with friends and neighbors on the beautiful brick paver patio, complete with brand-new furniture, perfect for grilling, evening cocktails, and al fresco dining. Easy walk to Green Line, Pete's Fresh Market, the Oak Park Farmer's market, Ridgeland Commons Pool and Ice Arena, parks, schools. Friendly building in awesome location!

436 N Harvey Avenue Unit #3, Oak Park

$630,000

2 Beds ⋅ 2 Baths ⋅ 11988927 MLS ⋅ CLOSED Status

Everything you could ever want to come home to! Ideal location, historically significant building, penthouse unit, incredible natural light, wonderful floor plan and extensive outdoor space-balcony is 63'X8'. Let the light and bright space greet you as you enter this 2 bedroom 2 bath condo. Both bathrooms are recently updated by Von Dreele. Spacious kitchen offers great counter space and cabinets, island eating and room for a table. All of this opens to one of the many balcony spaces. Dining room opens to the living room where the character of the fireplace adds to the charm and beauty of this lovely space. Sliding glass door from the living room opens up to the outdoor space. Hard to beat the view from the primary bedroom... fantastic any time of year! Classically beautiful Primary bathroom with radiant heated floors. 9' X 7' walk in closet. Great flow and function to this floor plan! Absolutely perfect for both daily living and entertaining family and friends. One garage parking space. Full size in unit washer and dryer.

721 Ontario Street Unit #403, Oak Park

$163,000

1 Beds ⋅ 1 Baths ⋅ 11970413 MLS ⋅ CLOSED Status

Beautiful courtyard building with vintage charm and modern updates! This large 1 bedroom/1 bath condo is the top floor penthouse unit (nobody walking above you!) and is located in the heart of Oak Park. The classic floor plan features ample living space including bright living room, full dining room (flex space-could be used for office or additional family room), generous size bedroom, and kitchen complete with S.S. appliances, and granite countertops. Hardwood flooring throughout, large windows that flood the space w/natural light, In-unit washer & dryer, huge closets, bike room and additional private storage in the basement of the building. Heat included in monthly assessment. Investor friendly & Pet friendly! This condo is steps away from downtown Oak Park, Green Line & Metra stations offering easy access to downtown Chicago! This home won't last long!

611 Washington Boulevard Unit #3S, Oak Park

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Oak Park, IL · Curated MLS Search

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