View All Oak Park IL Homes with Pool House Listings

2 Beds ⋅ 2 Baths ⋅ 12670343 MLS ⋅ CLOSED Status

**MULTIPLE OFFERS RECEIVED-HIGHEST & BEST OFFERS CALLED FOR BY FRIDAY @12NOON**Vintage charm, modern updates, and the ultimate walkable Oak Park lifestyle - this home has it all. From the inviting front porch to the stunning original staircase, every detail blends character with comfort. Sunlight pours into the spacious foyer, sunroom, and living room, while stained glass windows and vintage sconces add serious personality and warmth. The separate dining room is made for dinner parties, holiday gatherings, or cozy nights in, and opens directly to a large deck overlooking the beautifully landscaped backyard - perfect for summer hangs, grilling, or morning coffee. Upstairs, you'll find two oversized bedrooms with surprisingly great closet space and a refreshed full bath that keeps all the vintage charm intact. The finished basement gives you tons of flexibility for a home office, workout space, guest room, media room, or creative studio - plus incredible storage. Outside, enjoy a lush backyard retreat and rare driveway parking for up to 3 cars. And the location? It's hard to beat. Walk to neighborhood favorites like Kettlestrings Tavern, Addis Cafe, Avenue Ale House, Hole-in-the-Wall ice cream shop, Oak Park Bakery, Carnival Grocery, Westgate Flowers, Rehm Pool & Park, and the CTA Blue Line for an easy city commute. Move right in and start living your best Oak Park life.

848 Carpenter Avenue, Oak Park

$855,000

5 Beds ⋅ 4 Baths ⋅ 12608182 MLS ⋅ CLOSED Status

Get ready to be wowed by this surprisingly spacious, sundrenched, mid-century stunner in the perfect, heart-of-Oak Park location! This must-see, unique, tri-level home built in 1971 offers loads of space and options for the best of modern living on a tranquil, picturesque street with grand homes. Through the side entrance, be welcomed into the foyer and appreciate the gleaming hardwood floors, tall ceilings, and large, bright windows that flood the home with light. Gather with loved ones in the vast living room, spacious enough for multiple conversation areas for entertaining, or perfect for cozy nights in. And easily host your largest holiday gatherings in the adjacent dining room with two walls of windows for year-round sunlight! Cooking your gourmet meals or everyday snacks is a delight in the bright, clean, kitchen with all new stainless steel appliances ('26), including an induction stove; miles of new countertops ('26); new floors ('26); new heating ('26); quality, spruced-up cabinetry, with plenty of space to add an eat-in table or island for extra prep space. A convenient powder room and coat closet complete this level. Head up a short flight of stairs to find three fantastic, bright bedrooms, all with great closets and an oversized hallway bath with a stylish new double vanity and updated fixtures. And we're only getting started with the space! A few stairs down from the first floor, you'll find an absolutely gigantic sunken family room with bright, tall windows and tons of space - perfect for a play area, hosting family game nights, movie nights or for watching the big game with friends. Through this room and up a few stairs at the back of the home is an incredibly spacious private primary wing! It showcases an enormous great room with large windows and a stylish full bath, with a large sitting room and bedroom. The sitting room boasts huge, south-facing windows, and leads to the bedroom, which easily fits a king-sized bed and overlooks the serene backyard - your perfect oasis wing. But wait, there's more! From the lower level sunken family room, a private side hallway leads to a bedroom with a convenient full bath, and a few more stairs down from this level is yet another massive rec room with new luxury vinyl plank ('25) that leads to a spacious laundry room/kitchenette with new laundry ('26); new kitchenette with new cabinets ('26) for even more space and options. Al-fresco, the generous space continues with a backyard boasting a lovely brick-paver patio for your warm-weather entertaining and dining and a two-car garage with adjacent additional parking for two cars. This 4,500 plus sq feet home, with three private entrances, has plenty of intergenerational living and income-generating options (and with the rear wing sitting room already plumbed, easily add a kitchenette, laundry, or even a wet bar to this wing) to effortlessly make it work for your needs - a business, in-laws, nanny, teen, guests or Airbnb - and house hack your way into being a Real Estate Mogul! So much has been done in this home in 2025-2026 - fresh paint throughout; new appliances throughout; most light fixtures updated; updated floorplan; new flooring, new heating and new plumbing in some parts of the home; and so much more. This almost-ground-level, deceptively large, move-in ready home can easily adapt as your needs evolve and is in a premium location in Oak Park with friendly neighbors - just moments from all this lovely village offers - schools, cafes, shopping, dining, library, movies, pool, parks, dog park, the farmers' market, public transportation, and so much more - all at your fingertips. This updated gem with options galore is the one you've been waiting for--welcome home!

141 Wesley Avenue, Oak Park

$680,000

4 Beds ⋅ 3 Baths ⋅ 12619138 MLS ⋅ CLOSED Status

** Multiple Offers Received. Highest and Best Deadline Monday, Apr 20th at 2:00 pm ** Charming, surprisingly spacious, neat as a pin, all-brick, move-in ready bungalow in Lincoln school beckons! The inviting, generous front porch with its swing welcomes you into a foyer where you can pause to appreciate the tall ceilings, gleaming maple hardwood floors, and beautiful, copious windows! Gather with loved ones in the oversized living room, drenched in light from the wall of front windows, with plenty of space for multiple conversation areas--perfect for entertaining or for cozy nights in. Easily host your largest holiday parties in the adjacent, massive dining room. Cooking your gourmet meals or snacks is a dream come true in the fully-renovated kitchen! This thoughtfully-designed space has everything you've been looking for--miles of granite countertops; a huge center island with seating; loads of quality, bright cabinetry; pull-out pantry; extra storage space; all stainless appliances including a double oven and brand new cook top; venting exhaust; an extra-large, deep sink with touch faucet; and big, bright windows. This first floor level also features three large bedrooms, all with bright, tall windows and generous closets! A beautiful, fully renovated serene hallway bath boasting gorgeous tiling; original, oversized bathtub, and fresh paint is convenient for guests and everyday living. When you're ready to retire, head upstairs to your private, en-suite oasis! This lovely, spacious, sunlit room has a great closet, bonus closet and storage, and its own en-suite bath with walk-in shower and built-in storage. And, there's room to expand even further into the unfinished portion of the attic, which is bright, tall, and ready for your finishing ideas. You may not be thinking of more space, though, once you've seen the amazingly renovated, high and dry lower level! The 3-years new, fully reimagined, massive space offers an enormous family room that's currently a TV room, pool room, and game room space, including a dry bar with beverage cooler, a powder room for easy entertaining and exercise spaces too with new windows and ejector pit! The laundry room boasts extra storage and a sink, and there are additional storage closets throughout the basement. Al-fresco, you'll find even more to love. Off the kitchen is a fabulous three-season porch that leads to a charming backyard with a brick paver patio and an extra-wide 2.5 car garage that was formerly a coach house! The second floor of the garage offers additional storage, and there's plenty of grassy and garden areas as well. This home has modern amenities (updated lighting, central air, ejector pit!) with vintage charm (woodwork, ceiling height, windows!) and so much has been redone in this home - exterior and interior paint ('26); gut basement remodel with new windows, new powder room, ejector pit and overhead sewer ('23); first floor bath ('18); gut kitchen renovation ('13); 200 Amp service ('13) and more. All the space, light, features, and updates you've been searching for, all on one of the friendliest blocks, in a fantastic south Oak Park location down the street from Lincoln Elementary school and park, pool, dog parks, shopping, coffee, ice cream, restaurants, groceries, public transportation, the El, 290, and so much more! This is the one you've been waiting for--all you have to do is move in and enjoy summer! Welcome home.

1042 S Kenilworth Avenue, Oak Park

$641,000

4 Beds ⋅ 2 Baths ⋅ 12513156 MLS ⋅ CLOSED Status

This absolute GEM of a home has gorgeous original woodwork throughout- including crown molding, Oak doors, glass french doors into the dining room and beautiful Oak staircase. Adorable powder room tucked into the staircase landing, generous pantry and built-in antique Pier Mirror in the mudroom are some of the wonderful surprises in store! This home lives large with 4 bedrooms PLUS an office upstairs with plenty of natural light. First floor features Eat-in kitchen, living room with wood burning fireplace and separate dining room ready to host your gatherings with ease. Beautifully finished basement offers lots of spaces for homework, crafting, laundry or just hanging out watching a movie together. Wonderful center of town location offers easy commuting with Metra & El trains nearby, plus shopping, grocery, pool & farmers market all within close walking distance. Fenced in yard offers privacy & room for evenings al fresco, with 2 car garage offering plenty of storage. New Boiler 2023, full exterior of house painted 2024. Come take a look at this beauty!

253 Ontario Street, Oak Park

$1,935,000

5 Beds ⋅ 6 Baths ⋅ 12469697 MLS ⋅ CLOSED Status

Built in 1924, the Charles Castle House is one of Oak Park's most admired homes. Beautifully renovated while preserving the exquisite architectural detail of its Italian Renaissance Revival style, this home impresses at every turn. The resort-style outdoor space, replete with a newer in-ground pool, is reminiscent of a Tuscan villa, yet is situated in the heart of Oak Park's renowned Frank Lloyd Wright Historic District. With over 5000 square feet of living space, the home features 5 en-suite bedrooms and 5 1/2 baths. Step inside the grand foyer with its original ceiling mural and take it all in. Gracious living and dining rooms, a charming Florida room, and a custom gourmet kitchen with high-end appliances and adjacent breakfast/game room provide the setting for elegant, yet comfortable living. Ascend to the second floor to find a split floor plan with a 4-room primary suite including sleeping quarters, a spa-like marble bath with steam shower, a huge dressing room with dual walk-in closets, and a relaxing sunroom overlooking the home's magnificent grounds. Three additional ensuite bedrooms round out the second floor. The third floor houses a private guest suite with newer full bath. On the lower level you'l find a huge rec room, office, workout room, full bath and more. Some of the many remarkable features of this home include: buried fiber optic cable, a reverse osmosis drinking water system, whole-house backup generator, overhead sewers and ejector pump, irrigation and drainage systems, zoned AC, and 200 amp electrical service. Within walking distance of shopping, dining, schools and transportation--and just 25 minutes to the loop, O'Hare and Midway, 647 Linden Ave is truly a must-see for the discerning buyer.

647 Linden Avenue, Oak Park

$1,400,000

6 Beds ⋅ 6 Baths ⋅ 12449588 MLS ⋅ CLOSED Status

Welcome to 406 Linden Avenue, an architectural masterpiece by renowned architect Howard Van Doren Shaw, set on an expansive 90' x 175' lot in the heart of Oak Park. This stately brick residence exudes timeless elegance and exceptional craftsmanship, offering a rare blend of historic character and modern comfort. Spanning four levels, this home boasts 16 gracious rooms, including 6 bedrooms and 5.1 baths, providing both grand scale and versatility. The thoughtfully designed center-entrance floor plan offers seamless flow for formal entertaining and everyday living. A stunning terraced entryway leads to a private oasis featuring an inground pool, perfect for summer gatherings. Additional highlights include a 3-car garage, refined architectural details throughout, and a premier location just steps from schools, parks, and vibrant village amenities. This is a rare opportunity to own a Howard Van Doren Shaw original-an Oak Park treasure that blends architectural pedigree with unmatched elegance with many improvements including, custom kitchen, mudroom and 1/2 bath (1996) Basement including moving pipes to increase height (1997) New roof house and garage (2012) New Boiler (2013) New HVAC 1st FL (2025) New A/C outside unit (2022) 2nd floor. Please note there is no A/C on the 3rd floor. Seller has not used the pool in several years so that is being conveyed AS-IS.

406 Linden Avenue, Oak Park

$355,000

3 Beds ⋅ 1 Baths ⋅ 12415397 MLS ⋅ CLOSED Status

Great renovation opportunity in popular south Oak Park neighborhood near Rehm Park and Pool and East Ave access to the Blue Line. House is sold AS-IS and needs updates throughout, but huge potential exists. 37.5 x 125.8' lot, Wood burning/gas start fireplace, space pac central air, Newer garage with walk-up second floor, open front porch, some nice natural woodwork and larger kitchen layout. A diamond in the rough!

1015 Clarence Avenue, Oak Park

$680,000

3 Beds ⋅ 3 Baths ⋅ 12399494 MLS ⋅ CLOSED Status

Offer accepted**Multiple offers received. Highest and best due by Tuesday, 7/15, 12:00 PM**Beautifully updated and move-in ready, this amazing 3-bedroom home with an additional bedroom below grade offers 2 full baths and a half bath, perfectly situated in Southeast Oak Park-just one block from Longfellow School. Nothing to do but move in! The bright and inviting layout features a newly refreshed kitchen with recently repainted cabinets, a new backsplash, and newer high-quality appliances throughout-including a Miele dishwasher, Samsung refrigerator, and an LG double electric oven with gas range-making it ideal for both everyday living and entertaining, and excellent baking! The luxurious primary suite offers a spa-like retreat with heated floors, a Hastings soaking bathtub, and a double vanity-providing both comfort and elegance. Premium bathroom finishes in the main floor full bath add a touch of sophistication! What's special about this house? Thee geothermal heating and fully paid off solar panels, which deliver energy efficiency and long-term savings! Close to Longfellow School, the Arts District, grocery stores, Rehm Pool and Park, coffee shops, the CTA Blue Line, Eisenhower Expressway, and more, this home is perfectly located for both convenience and lifestyle. A perfect blend of comfort, style, and sustainability-welcome home!

637 Highland Avenue, Oak Park

$830,000

4 Beds ⋅ 4 Baths ⋅ 12388900 MLS ⋅ CLOSED Status

This charming house features approximately 3,400 square feet of living space. The home offers five bedrooms and four bathrooms, providing ample room for comfortable living. The welcoming front porch invites you to enjoy the outdoors, while the expansive deck offers a delightful space for relaxation and entertainment. Inside, the open-concept layout creates a seamless flow between the living areas, allowing natural light to fill the space. Hardwood floors throughout the first and second levels contribute to the home's warm and inviting atmosphere. The finished basement provides additional living space, including the fifth bedroom and full bathroom, offering versatility and potential for a variety of uses. 2 1/2 blocks to the blue line and 290, near Rehm Park and pool, close to shopping and restaurants. This fine home is central to everything important...WOW!

1146 Gunderson Avenue, Oak Park

$525,000

2 Beds ⋅ 2 Baths ⋅ 12341674 MLS ⋅ CLOSED Status

The best 2bd house in Oak Park! Historic charmer on a rare extra wide lot on a cul-de-sac in suburban paradise. Conveniently located close to parks, pool, restaurants, Fitzgerald's (IYKYK), shopping, excellent schools, and everything Oak Park has to offer. Original oak floors and molding throughout the home glow with natural light with the unobstructed southern exposure. Separate living and dining areas for entertaining. Custom-designed first floor powder room new in 2020. Updated kitchen with solid wood kitchen cabinets, granite countertops, and stainless steel appliances. Convenient rear porch/mud/plant room flooded with natural light off the kitchen. No shortage of closet space upstairs-a rare find in a vintage home! Each of the two bedrooms has two walk-in closets the full length of the room. Primary bedroom easily fits a king bed. The full bathroom features historic tilework and updated fixtures. Large walk-out basement with good ceiling height and potential for an additional bedroom, office, or family room. Plenty of basement storage space with a walk-in pantry and storage closet. Now for the piece de resistance; a park-like, fully fenced extra wide lot is a gardeners/ pet owners/ kid paradise with lawn space, and vegetable, native plant, and shade gardens. Nap in your hammock under mature maple trees, build that playset, or play fetch with your dog. Plenty of lawn space for yard games, and a brick patio for entertaining. All custom designed, landscaped, and ready to enjoy. Two-car garage with party door makes parking, storage, and entertaining a breeze. Parking pad features three additional parking spots-use for your convenience, that dream garage, or rent for additional monthly income. Enjoy block parties, holiday progressive dinner parties, and warm community feel of this amazing block. Welcome home!

1167 Gunderson Avenue, Oak Park

$1,800,000

5 Beds ⋅ 4 Baths ⋅ 12350605 MLS ⋅ CLOSED Status

Step into over 5,000 sq ft of masterfully designed living space in this acclaimed 1897 Elizabeth and Rollin Furbeck House-one of Frank Lloyd Wright's earliest and most innovative residential works. Located on one of Oak Park's most picturesque, tree-lined streets, this rare and major transitional design blends historic architectural significance with modern luxury and livability. Enter through the gracious front porch into a richly detailed interior featuring an open, flowing floor plan-revolutionary for its time and now a hallmark of modern living. The main level begins with a dramatic living room anchored by a stunning fireplace inglenook-perfect for warming up on quiet evenings or gathering with friends. The space flows seamlessly into the formal dining room, which easily accommodates large family gatherings and special occasions. Adjacent to the dining room is the den/media room, where a vaulted ceiling creates a dramatic yet comfortable retreat. A mezzanine reading nook overlooks the main floor, adding a warm, intimate layer to the home's grand scale. The expansive family room and gourmet kitchen-equipped with top-tier appliances and custom cabinetry-anchor the home for daily comfort and entertaining. An endless array of architectural details enrich every room, among them: gorgeous art glass, unique exterior dentil moldings, foot-high baseboards, coved ceilings, custom-made art glass light fixtures modeled after Wright's other famous works, and finely crafted built-ins throughout. The second floor includes three bedrooms, including a luxurious primary suite with spacious walk-in-closet and oversized spa like bath. Two additional bedrooms and a full bath on the third floor offer flexibility for guests, offices, or creative space. The lower level offers a comfortable recreation room ideal for movie nights, play space, or casual lounging-along with a utility area and plenty of extra storage. Outside, enjoy an oversized lot with a heated pool, Brazilian IPE wood deck, trumpet vine-covered arbor, bluestone patio, and prairie garden-an outdoor oasis for entertaining or unwinding.Five garage spaces across two structures offer flexibility for car collectors-or convert the original stable into a home office, studio, yoga room, pool house, or guest suite. Updated with state-of-the-art mechanicals and smart technology, this is a rare opportunity to own a livable, luxurious piece of architectural history.All within walking distance to top-rated schools, parks, shops, restaurants, and Oak Park's beloved farmers market.

515 Fair Oaks Avenue, Oak Park

$1,090,000

4 Beds ⋅ 4 Baths ⋅ 12311686 MLS ⋅ CLOSED Status

Terrific Tudor! This centrally-located home in the Frank Lloyd Wright Historic District will charm you from the minute you walk in, with its light-filled large rooms that flow seamlessly into each other. You will love the foyer with gracious staircase to the second floor and special Mahogany woodwork that adds warmth and a timeless beauty to this traditional and transitional style home. The expansive living room can accommodate separate seating areas and has a wood-burning fireplace and built-in storage. A sunporch and bookcase niche bridge your way into the family room - once a formal dining room, with a wall of windows to the back deck and yard. This room adjoins the cook's kitchen and dining area, with access to the back deck. The kitchen is the heart of the home, with counter seating, tremendous cabinet space and stainless steel countertops - a true chef's dream space that works well for both socializing and entertaining! There is a butler's pantry off the kitchen, a coat closet, and a stylish, tucked-away powder room off the front foyer of this level as well. Upstairs you will find 4 generous bedrooms and 2 full baths. The Primary bedroom spans the front of the house, with an ensuite bathroom featuring double sinks and a walk-in shower. Three closets and built-in shelves and drawers are ready to hold your wardrobe and treasures. Two middle bedrooms share a tandem sun room, which makes a great studio or play space. One bedroom has a decorative fireplace and has served as a beloved home office. The shared bathroom on this level was renovated in classic white with black accent tile and honors the style of the home. The back bedrooms are of an unusually large size at approximately 14 x 16 and 13 x 21. Boiler heat (2017) and Space Pac AC plus many Pella replacement windows keep this house comfortable year round. Want more space? The walk-up attic is great storage and is ready for your expansion plans, and the basement is high and dry with 1 finished room that has been used as a spare bedroom - great playroom option! Storage, boiler room, laundry, and a bathroom finish this lower level. Outside? Spring is almost here and you will enjoy the back deck where you can watch the peonies bloom, and the patio with a basketball hoop that has seen a lot of good play. A 2-car garage and 2- car parking pad means room for everyone. Close to OPRF High School, Ridgeland Pool and Ice Rink, The Green line, Oak Park Farmer's Market, and so much more. Get ready for a great Summer at 329 N Scoville Avenue. Be sure to check out the video tour!

329 N Scoville Avenue, Oak Park

$669,000

3 Beds ⋅ 4 Baths ⋅ 12282644 MLS ⋅ CLOSED Status

** Multiple Offers received. Highest and Best requested by Monday, Feb 10th at 10:00 AM. ** Bright, clean, fully-updated Oak Park stunner beckons! With just one owner since its 2014 gut-renovation, this well-maintained, updated home feels fresh and new inside and out. Arrive onto inviting front porch and be welcomed into the entryway with a convenient closet and coat nook. Gather with loved ones in the huge open living and dining areas with space for multiple conversations and activities. The sitting area, the living room area, and the light-filled sunroom offer loads of space to entertain or just relax. Effortlessly host your parties and gatherings in the spacious adjoining dining area with a large window and gorgeous light fixture. Beautiful hardwood floors, tall ceilings, and big, bright windows make this spacious front area feel sundrenched and open. Down a short hallway is another massive space that includes an oversized chef's kitchen and adjacent family room. Cooking is a dream in this cheery kitchen boasting loads of timeless white cabinetry, miles of marble countertops, huge undermount sink, quality stainless appliances and great lighting and the gigantic island makes breakfasts, snacks and homework extra easy! The adjoining family room is perfect for enjoying game or movie night or friends keeping you company while you prepare your gourmet meals. An updated full bath and a handy back area with a mudroom as well an additional pantry space complete this level. When you're ready to retire, head upstairs to find three generous bedrooms and two full baths. The primary suite is your own oasis and has everything you could dream of--huge spa-like en-suite with double vanity, a walk-in shower with rain showerhead; a walk-in closet; and a bonus outdoor space - a balcony that offers even more sunlight and is a great spot for your morning coffee or evening beverage. On this level you'll also find two additional good sized bedrooms, both with great closets; another full, updated, hallway bath; plus an extra deep linen closet that's already been plumbed for upstairs laundry. The high, dry, bright, lower level, offers even more space! The large open area can be used as a second family room, office area, exercise area, or all three! The large and cheery bedroom with a deep window well for additional sunlight and the fourth full bathroom are a dream for guests or teens. The laundry and utility room with sump pump, ejector pit and one-year new furnace give peace of mind and round out this space. Al-fresco, everyday living and entertaining is a dream with two-year new upgrades for this low maintenance space - zero-maintenance Trex deck, patio, professionally planned perennial landscaping and fence are all from 2023, and the 11-years new 2.5 car garage can easily house all your toys. Home was gut updated in 2014 (hardwood floors, ceramic tiles, electric, new water pipe to home for impressive pressure in all baths, roof, double-hung windows, garage and more) and has been impeccably maintained since. All this in a great Oak Park location with fantastic neighbors that's minutes from the Arts District, dining, coffee, shopping, parks, schools, pool, Blue line, buses, expressway, and so much more! This worry-free home is the one you've been waiting for--nothing to do but move in, unpack, and enjoy. Welcome home!

1036 S Ridgeland Avenue, Oak Park

$1,100,000

5 Beds ⋅ 4 Baths ⋅ 12271766 MLS ⋅ CLOSED Status

Check out this amazing Craftsman masterpiece right in the heart of central Oak Park's estate section. It's solid brick construction with beautiful quarter-sawn oak floors, tons of natural light, and lovely architectural details throughout grace this space. Built in 1923 by architect Roy J. Hotchkiss (who was the chief designer for E.E. Roberts), the Jacob Ecker House is truly spectacular and unique. As you walk in, the large double-doored entry foyer and receiving room welcome you, leading straight into the grand living room. It features a stunning original tiled fireplace and plenty of space for multiple conversation areas. The spacious dining room is just waiting for your favorite celebrations, and don't forget about the large screened front porch-perfect for entertaining on those lovely fair-weather days. The chef's kitchen is a dream, equipped for your finest meals with custom maple cabinetry, stainless appliances, soft cork floors, and even room for a breakfast table! One standout feature of this home is the first-floor primary suite, which includes a spacious bedroom, a newer heated sunporch, a cozy sitting room or office, custom closets, and a gorgeous primary suite bathroom. You'll also find another bedroom or office on this level, along with a newer full hall bath. Head up to the second floor to discover three large bedrooms adorned with beautiful trim work and oak floors, plus a nice foyer area for reading and another exquisite full bath. The lower level (more than 2900 sq.ft. in itself!) offers a huge soundproofed movie room, a game room complete with a pool table, a large laundry room, and plenty of storage. You'll appreciate the one-car attached garage and the space for up to three additional parking spots. The 70'x165' lot provides a lush, expansive yard and garden. The location couldn't be better-step out your front door and within minutes find fantastic dining, charming shops, great schools, the Farmer's Market, all forms of transportation and so much more!

219 Linden Avenue, Oak Park

$442,000

3 Beds ⋅ 2 Baths ⋅ 12209854 MLS ⋅ CLOSED Status

Welcome home! Move right in to this charming, recently rehabbed 3 bedroom 2 full bath home on a great block! Hardwood floors throughout the house. White cabinet kitchen with quartz countertops, stainless steel appliances, newer furnace, roof and windows. Spacious sun filled living room with an additional bump out perfect for a home office or reading nook. All 3 bedrooms are on the second floor along with a full bathroom. Fully finished basement expands the living space with a second full bathroom and is perfect for a playroom or guest space. Easy walk to restaurants, the blue line, conservatory, parks, and the pool!

1154 S East Avenue, Oak Park

$625,000

9 Beds ⋅ 4 Baths ⋅ 12202091 MLS ⋅ CLOSED Status

Don't miss this rare opportunity to purchase a two-unit building WITH a coach house - three units total in an ideal Oak Park location! The units in the front building are incredibly spacious, featuring tall ceilings, and oversized living and dining rooms with lots of windows for great natural light! Stunning built-ins decorate the dining room of each unit. Additional perks here include newly refinished hardwood floors, fresh paint throughout, and new flooring in the upstairs kitchen. The roof on this building was replaced in 2020. A full basement allows for plenty of storage space. The coach house in back lives large with 4 bedrooms, one full bath and one half bath. Recent updates here include a new furnace in 2019. The property also features a large side yard - perfect for relaxing, hosting, or play! The location within Oak Park offers so many possibilities - it's a 15 minute walk or less to the Green Line, Farmer's Market, Daly Bagel, multiple parks, Ridgeland Commons pool, and more! This is the property you have been waiting for - schedule your showing today!

319 Chicago Avenue, Oak Park

$435,900

3 Beds ⋅ 2 Baths ⋅ 12196205 MLS ⋅ CLOSED Status

Welcome to this charming Oak Park single-family home! This beautiful two-story, 3-bedroom, 2-bath property combines timeless Oak Park charm with modern updates. The home features original hardwood floors, a spacious front porch, and a freshly painted neutral interior flooded with natural light. The foyer leads to a cozy living room showcasing original stained-glass windows, while the dining room flows into the updated kitchen with stainless steel appliances (renovated in 2022). Both bathrooms have been stylishly updated (2022 & 2024), and the house boasts several mechanical upgrades, including a new furnace and hot water tank (2017) and a vinyl exterior (2022). Conveniently located near Downtown Oak Park, the home is close to the Frank Lloyd Wright Museum, Ridgeland Common Pool, local parks, and various dining and shopping options. Trader Joe's and the CTA Green Line are nearby for easy commutes and errands. The washer, dryer, microwave, dishwasher, and stove were all installed in 2022. Floor plans are available in the photos, and a home warranty is included.

523 N Taylor Avenue, Oak Park

$1,450,000

5 Beds ⋅ 5 Baths ⋅ 12183063 MLS ⋅ CLOSED Status

Location! Location! Location! Easy walk to train, downtown Oak Park, restaurants and cafes, Farmers Market, pool and ice rink, soccer fields, Pete's Market, library and more. Great for those who love the city amenities but want more space and neighborhood feel. This extraordinary 3 story 7,621 sq. ft. residence with coach house in the prestigious Frank Lloyd Wright historic district has been transformed and modernized for today's living while retaining its historic charm. Renovations completed in 2024 that include brand new roof. Situated on a picturesque tree-lined street, the home boasts a grand presence with a spacious front yard, large setback, inviting front porch, and a distinguished paver driveway that enhances its curb appeal. Step through the gracious foyer adorned with an original grand wood staircase, textured wallpaper, and exquisite stained glass windows, setting the tone for the elegance within. Sprawling main level with plenty of space and splendor, is appointed with gorgeous quarter-sawn oak floors, tall baseboards, framed front window overlooking the street, high ceilings, large side bay windows, new fireplace, multiple pocket doors, newly added guest suite with murphy bed and full bathroom with steam shower, dining room, powder room, and family room that leads to recent addition with kitchen and rear mudroom. Huge eat-in chef's kitchen with 54" white cabinets, pantry cabinets, large island with overhang for additional seating, Wolf stove, vented hood, Sub-Zero refrigerator, Bosch paneled dishwasher, under-cab lighting, granite countertops, undermount farm sink, custom lighting, and plantation shutters add a touch of refinement to this culinary haven. The second floor houses 4 spacious bedrooms, 2 beautifully appointed bathrooms, and newly added washer/dryer. Relax in luxury in a completely remodeled primary suite that includes front sitting/sun room overlooking the beautiful landscape out front. Primary bath features porcelain tile, radiant heated floors, smart bidet with sensor, dual vanity, illuminated mirror, separate shower/jacuzzi tub, and frameless glass doors. 2nd bathroom also recently renovated with separate shower/tub, custom tile, and dual vanity. Ascend to the expansive top floor with its dramatic tall pitched ceilings and large windows offering versatile space for relaxation or entertainment. The fully finished basement extends the home's living space with rear recreation room with chalk wall, large open space for multiple uses, recently renovated full bathroom, laundry, and a plethora of storage. Outside, the meticulously landscaped backyard features regrading, drainage improvements, lush plantings, sod, and built in playground set, perfect for outdoor enjoyment. 2 car garage and Coach house has just been completely renovated with new plumbing, electrical wiring, water heater, windows, and more. Coach house makes for a great guest suite or money maker. New windows throughout the entire home and so many more improvements to list for this amazing turn-key move-in-ready property that is in an outstanding location.

159 N Elmwood Avenue, Oak Park

$1,049,000

4 Beds ⋅ 4 Baths ⋅ 12109536 MLS ⋅ CLOSED Status

Perfectly Prairie! 410 N Elmwood is one of those houses you admire every time you pass by. Freshly painted and set on a tree-lined street with broad front lawns in a great center-of-town location, this wonderful house will charm and amaze you from top to bottom and inside-out! The wide front porch welcomes you with a large seating area for great conversations over wine or lemonade. The front double entry with oak & art glass doors invite you into a first-floor haven of rich woodwork, beamed ceilings, stunning art glass, built-ins, and a hearth flanked by an inglenook and Parson's benches. The warmth here is palpable. The library/office at the front of the house looks west out through a leaded glass bay window. A wall of bookcases and cabinets here can house both office necessities & family treasures. The dining room east-facing windows provide a great view of the backyard, complete with fire pit area, a classic oak tree, green space, a 2-car garage + 2 parking spaces. The 2020 renovated kitchen and mudroom area complete the back of the house, with a covered porch right out the back door for al fresco dining! Closets and pantry space will surprise you - and there is so much more to explore. Heading down to the basement you'll find a landing with a side entry and charming 1/2 bath. The basement family room has a custom sectional and entertainment wall complete with surround sound. There is a storage room, workout room, large utility/ laundry room, and a fantastic workshop with a stretch of windows facing the backyard. 200-Amp electric means great potential for expansion, and newer solar panels on the garage help keep things sustainable. Upstairs, a wide staircase with art glass windows lead the way to the 2nd floor, home to 3 bedrooms and 3 full bathrooms. You will love the big porch off the NE bedroom which makes a great sundeck. The second bedroom (original primary) has a large closet and en suite bath, while the large Primary bedroom (formerly 3 rooms) spans the front of the house and has a decorative fireplace, a hallway with double closets, and a lovely bathroom with tub and shower. Making our way to the 3rd floor is a breeze with a wide oak staircase. Here you'll find a 4th bedroom, a large storage room, and gorgeous open space that will have your imagination running wild with possibilities. Sculptural leaded glass windows grace the north and south sides of this space, and along with the new tear-off roof in 2023, there were 2 skylights installed in preparation for finishing this space. Likewise, the 2023 new boiler and the 2019 Space Pac A/C are sized to accommodate this area, and there has been prep work done for an additional full bath as well. The attic bedroom is bright and freshly painted and feels like a creative escape with its wall of leaded glass windows & west-facing dormer. Office? Bedroom? Guest space? You decide. This house has been amazingly maintained and upgraded: list of improvements is available along with extensive and significant historical information + original blueprints. Get ready to enjoy your best life in Oak Park, near the Farmer's Market, High School, pool, ice rink, parks, restaurants, and just a couple quick blocks from the Green line train. This house sparks joy!

410 N Elmwood Avenue, Oak Park

$945,000

4 Beds ⋅ 4 Baths ⋅ 12090012 MLS ⋅ CLOSED Status

Updated, all new, Move right in to this charming 4 bedroom 3.5 bath home. Warm and inviting spacious front porch. The foyer opens onto a cozy living room featuring a fireplace. Host holidays in the dining room which flows seamlessly into the updated, expanded kitchen. Meticulously maintained and updated bridging the character of the past with the style and conveniences of the present. The electric has been upgraded to 200 Volt within the last five years, and the entire house rewired. Overhead lighting was added to the living room, south bedroom, basement, and additional light fixtures throughout the house. The entire interior has been updated including installed crown molding that punctuates the living room. The primary bathroom was enhanced with a Kohler shower head and rain shower system. Enjoy the bonus of his/her closets in the primary bedroom. The heart of the home is the expanded and renovated kitchen, boasting high-end Thermador appliances, quartz countertops, and custom Amish crafted cabinetry. Newly imagined areas include a mudroom and butler pantry. Improvements include the original full bath being properly vented, new radiators, a SpacePak cooling system. The front and back porches were rebuilt, a new patio was installed, and underground drain pipes for rainwater management were added. The exterior of the house, garage and rain gutters were repainted. The plumbing was upgraded in the semi-finished basement along with new lighting and electrical outlets. A family room, and relocated laundry area complete the lower level. The attic was finished with insulation, a Bosch mini-split heating/cooling system, and a full bathroom with a Kohler dual shower head system. This home is within walking distance to schools, parks, a swimming pool, an ice rink, a Farmer's Market, shopping, and restaurants. Enjoy an easy walk to the Green Line and close to Metra. Do not miss out on this amazing home. A full list of upgrades is available and click on 3D tour to walk through.

327 N Ridgeland Avenue, Oak Park

$1,775,000

5 Beds ⋅ 6 Baths ⋅ 12046168 MLS ⋅ CLOSED Status

The original owners of this FLW-inspired, 2 story Prairie home overlooking Lindberg Park (14-acres) have decided it is time to move on. Set on a rare double corner lot with an in-ground heated pool (22' x 40') and 3 car attached garage with heated driveway. Meticulously maintained inside and out with attention to every detail when built in 2012. The home was custom designed by local architect Bill Foellmer and constructed by Vision Construction (commercial builder). Full brick and stone exterior with deep pour basement and "vault room" under the garage. Reinforced, commercial-grade construction throughout. 9 ft ceilings on every level, radiant heated basement (10 zones) and driveway (3 zones). Custom, Prairie millwork throughout with white oak floors on most of the 1st and 2nd floors. Huge chef's kitchen with separate breakfast room, formal dining room with butler pantry, large family room with stone fireplace and expansive view of the professionally landscaped backyard, pool and outdoor entertaining space (patio/grill). The first floor also offers a large sitting/piano room overlooking Lindberg Park, an impressive 2-story front foyer with falling water feature, a main level bedroom or office with full bathroom + hall half bath. The pristine white oak floors continue throughout all 4 upstairs bedrooms - all of which have private bathroom access and walk-in closets with built-ins. Custom, plantation shutters throughout the entire home. The lower level offers high ceilings, radiant heated floors, a potential 6th bedroom/ office, 3 garden windows to bring in tons of natural light, a large laundry room (laundry chutes on 1st & 2nd floors), a huge rec room with separate areas for gaming, exercise, and play areas for the little ones, a sauna/steam shower combo and "secret vault" room for over 800sf of dedicated storage. 8 zone irrigation system, natural gas backup generator, 6 security cameras, 2 cable data feeds and CAT-6 feeds to just about every room in the house. All this within walking distance to Mann Elementary, Lindberg & Field Parks, and many landmark North Ave restaurants and night life. Don't miss this rare opportunity for one of OP's most coveted properties!

1201 Woodbine Avenue, Oak Park

$640,000

4 Beds ⋅ 3 Baths ⋅ 11981874 MLS ⋅ CLOSED Status

Gracious, spacious, sunlit home in a terrific Oak Park location beckons! Arrive onto the generous, inviting front porch and into the welcoming foyer that leads to the sprawling first floor that's perfect for today's living and entertaining. Gather with loved ones in the generous living room, boasting soaring ceilings and a tall, bright picture window that brings in plenty of light. The formal dining room can easily host your largest holiday gatherings, and opens partially to the kitchen for easy entertaining. Cooking your gourmet meals is a delight in the smartly designed, bright kitchen featuring a huge peninsula, loads of cabinetry, all newer stainless appliances, storage, a deep undermount sink and miles of granite countertops. Large breakfast room off the kitchen offers additional space and flexibility for casual dining, homework or play. Cozy up for game or movie night in the adjoining huge, bright, family room which is a rare find with woodburning fireplace and French doors leading to a back deck-perfect for al fresco dining and entertaining! A convenient first-floor powder room completes this level. When it's time to retire, head upstairs to find four generous bedrooms. The second floor showcases three spacious, bright bedrooms all featuring tall windows and ample closets as well as a full family hallway bath. The sundrenched third floor boasts a capacious bedroom and bright ensuite full bath-perfect for your primary retreat! The roomy, dry lower level offers even more space with brand new carpeting, laundry room and loads of storage. Outdoor living is a dream in this home-a huge, screened-in front porch (screens stored for winter) to sip wine and watch the world go by and catch up with neighbors; a large back deck for easy grilling and hosting BBQs; and a wide, sunny, large fenced yard to throw ball or play tag. Yard has a convenient two-car garage plus an additional parking space too. Hardwood floors on first and second floors, tons of storage throughout, fresh paint, new basement carpet (2024), new light fixtures (2024), new soffits on roof and porch (2022), new insulation on second and third floors (2022), newer washer/dryer (2020), updated electrical panel (2020), newer roof (2016) on house and garage. All in a fantastic location on a friendly block that's close to the Southtown business district, Oak Park and Forest Park downtowns, shopping, grocery, restaurants, coffee, ice cream, schools, parks, library, pool, Metra, both Green and Blue lines, an easy drive to the expressway and more. This is the one you've been waiting for - all you have to do is unpack and get ready to enjoy the warmer weather. Welcome home!

710 Clinton Avenue, Oak Park

$555,000

4 Beds ⋅ 2 Baths ⋅ 11882904 MLS ⋅ CLOSED Status

Lovely 4-BEDROOM 4-SQUARE ON A BEAUTIFUL BLOCK! Full-width front porch, hardwood floors, pocket doors, and coffered ceiling in this pretty house with lots of light & charm. The 173' lot boasts a backyard patio, a fully fenced backyard, mature locust tree, and a 3-seasons flowering garden. Walk-up attic & bright basement with tall ceilings for expansion. Walk to Green Line train, elementary, middle, and high schools, Pete's, Ridgeland Common pool & ice rink, Farmer's Market, and more!

211 S Taylor Avenue, Oak Park

$880,000

4 Beds ⋅ 5 Baths ⋅ 11873072 MLS ⋅ CLOSED Status

This 1903 Victorian offering over 3000 square feet of living space has received a top to bottom restoration, renovation, and expansion! With a seamless blend of vintage charm and contemporary design elements and features, 219 Cuyler Avenue is ready to meet all your needs and then some. It all starts with the spacious and sunny enclosed porch - the perfect place to visit with friends or curl up with a good book. The original front door leads you into a gracious foyer with the grand staircase leading to the second floor. The nine foot ceilings and original art glass windows add a grand feeling to the formal living and dining rooms making them the perfect place to entertain and celebrate daily life with family and friends. An incredible addition to the house gives you a wonderful open concept with its gorgeous kitchen and great room. The kitchen offers a plethora of beautiful cabinetry, quartz counters, stainless steel appliances, and a large island. It will be the perfect place to cook up exquisite meals while you spend quality time with those you love in this spacious gathering area. A mudroom/drop zone, walk-in pantry, and a wow factor powder room round out the first floor. Ascend to the second floor and you will find a terrific primary bedroom suite with a huge walk-in closet and beautiful bathroom with separate shower, dual sinks, and free standing soaker tub. Two additional spacious bedrooms, fully appointed hall bath, and laundry area, can also be found on this level. But wait! There's more! Head to the 3rd floor for an additional bedroom (also makes a terrific home office) and full bath. The lower level is another fantastic hang out space and perfect for guests. Fully finished, the basement features a generous rec room, 5th bedroom, full bath, second laundry room, and storage space. A brand new patio off the back of the house is where the outdoor fun begins! The newly landscaped and fenced-in yard is a great place to play and relax. A 2-car garage and additional parking space are located off the alley. This home has been completely rebuilt - NEW roof on house, two HVAC systems, walls, 200 amp electrical, plumbing, beautifully restored and refinished hardwood floors, new windows and siding on the addition, lighting, exterior painting and much more! Located just blocks from the Green Line, farmer's market, Ridgeland Commons park and pool, schools, dining, and more. Start your new beginning at 219 South Cuyler Avenue. Welcome Home!

219 S Cuyler Avenue, Oak Park

$545,000

4 Beds ⋅ 3 Baths ⋅ 11863871 MLS ⋅ CLOSED Status

Spacious, sprawling, sun-drenched bungalow on a huge lot beckons! Enter into a welcoming, roomy foyer with a handy coat closet, and through to the bright and large living room showcasing a wall of windows with French doors that lead to the sizeable front porch, and a gracious fireplace with built-ins flanked by original stained glass windows. The adjoining spacious dining room boasts bay windows and can easily host your biggest holiday gatherings. Cooking your meals will be a delight in the smartly designed, updated kitchen featuring miles of classic butcher block countertops; loads of quality white cabinetry; a huge, deep, undermount sink; all stainless appliances; a large eat-at island; a handy garden window; deep pantry and a generous eat-in area with a charming exposed brick wall. A big mudroom at the rear of the house boasts bonus space for a play or work area and has sliding doors to the deck for easy alfresco grilling and dining. Two bedrooms (both with big closets) and a convenient full bath round out this level and make it flexible for easy living or hosting visitors. When you're ready to retire, head upstairs to the massive, bright, primary bedroom with a sitting area, skylights and a huge walk in closet. (This large space could be reimagined to add an ensuite bath or even another bedroom!) Another generous bedroom and a spacious, bright, clean, updated full bath complete this level. The high and dry basement spans the full footprint of the house and offers additional living space! Cozy up for game or movie night in the huge, bright, carpeted family room with space for multiple conversation areas. The extra-large bedroom with its own ensuite spa-like full bath (with heated floors!) and huge, organized, walk-in closet is a teenager or in-law's delight. The tall, bright, clean laundry room is big enough for additional storage as well an exercise area (treadmill-friendly ceiling height!), and a large storage space at the front of the basement completes this level. Outside you'll find a deep fenced yard with multiple patio areas for entertaining or play, lovely mature trees and thoughtful plantings (many natives and edibles!); a 2-car garage (brand-new in 2020) plus additional 2 parking spaces. This home truly has it all in a fantastic location on a welcoming, friendly block that's close to schools, shopping, coffee, parks, schools, pool, farmers' market, the El, easy drive to the expressway and so much more. This is the one you've been waiting for - all you have to do is unpack - welcome home!

519 N Taylor Avenue, Oak Park

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.

Oak Park, IL · Curated MLS Search

Homes with Pool House in Oak Park, IL

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

Browse Active Listings

Oak Park, 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 Oak Park, IL

Speak with an Agent

Call (312) 788-7079

Local Oak Park, IL expertise

Data Brief

Full Oak Park, IL Market Report

Pricing trends & absorption

Browse Everything

All Oak Park, IL Listings

Every active property

← Back to Oak Park, IL Homes for Sale