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$599,900
2 Beds 2 Baths 12733237 MLS ACTIVE Status
Welcome to 940 N Oak Park Avenue, a fully renovated brick raised ranch offering 3 bedrooms, 2 full bathrooms, a finished basement, and thoughtfully designed living space in Oak Park.The main level features 2 bedrooms, a renovated full bathroom, and open living and dining areas with refinished hardwood floors, crown molding, and a distinctive arched doorway. A freestanding cone-style wood-burning fireplace sits on a marble hearth against a shiplap accent wall with custom built-in shelving, creating a striking focal point. The kitchen combines modern finishes with everyday functionality. Highlights include custom gray shaker cabinetry, waterfall-edge quartz countertops, a black hexagon tile backsplash, farmhouse apron-front sink, open wood shelving, and a stainless steel appliance package. The kitchen is equipped with a gas range and vent hood, French-door refrigerator, dishwasher, and built-in beverage fridge. An arched mudroom nook just off the kitchen provides a built-in bench, coat hooks, and additional storage for shoes, bags, and outerwear. The main-level bathroom features a soaking tub and shower combination with a glass panel, white subway tile, black hexagon flooring, floating wood shelves, and a mid-century-inspired walnut vanity topped with quartz. An olive accent wall adds warmth and character. The finished basement expands the home with a third bedroom, second full bathroom, spacious recreation room, separate flex room, and dedicated laundry and utility area. The lower-level bathroom includes a full bathtub and shower, making the space well suited for guests, extended living, a home office, fitness area, or additional recreation. Recent improvements include updated plumbing and an updated water connection. Outside, the fenced backyard offers mature landscaping and a paver patio with space for outdoor dining, gardening, play, and entertaining. Located near Oak Park schools, parks, shopping, dining, public transportation, and neighborhood amenities.

940 N Oak Park Avenue, Oak Park

$225,000
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

$425,000
4 Beds 1 Baths 12721733 MLS CONTINGENT Status
If you're looking for an affordable, move-in ready home that offers you lots of space, a flexible layout, plenty of updates, and is located in a wonderful neighborhood that's close to so many things, then your search stops right here! This unique bungalow located on a wide lot is absolutely darling and offers much more room than you might think! The focal point of the spacious living room is a wall of bookshelves flanking a decorative brick fireplace. Open to the living room is a delightful sunroom which is the perfect place to curl up with a good book. The unique shotgun style is perfect for air flow throughout the first floor and offers two bedrooms on either side of the hallway. The smaller of the two bedrooms would be a great home office or guest room. The updated bath features a dual sink vanity and deep soaking tub. The formal dining room and adjoining second sunroom could also make a terrific first floor family room and breakfast nook. The kitchen is terrific with its slate tile floor, butcher block counters, textured cabinetry, and stainless steel appliances. A 3-season mudroom is the ideal drop zone for everyone and a place to wipe dirty paws! Ascend to the second floor and you'll discover two huge bedrooms, a nice sized landing area, cozy carpeted floors, and great storage. The unfinished basement is huge and is perfect for storage or to become whatever your heart desires. The yard is an absolute delight! It's the perfect place to hang out and entertain. A small deck off the back of the house is an ideal grilling spot. There are two large patios including one with a pergola, a huge and beautiful shade tree (perfect for those hot summer days), and along the side of the house are several raised garden beds and giant sunflowers! The yard is fully fenced, there's a 2-car garage, as well as an exterior space for a 3rd car. The roof, kitchen, baths, windows, were all updated in 2015, water heater (2020), second floor furnace (2021), first floor furnace (2025). The location is fantastic! You're just blocks from the Blue Line, Roosevelt Road businesses & entertainment (think Turano Bread...yum!...Fitzgerald's...fun!), Irving School, Barrie Park, Harrison Arts District, and more! It's time to say "Welcome Home" to 1183 South Cuyler!

1183 S Cuyler Avenue, Oak Park

$329,000
2 Beds 2 Baths 12722916 MLS ACTIVE Status
Welcome to this beautifully remodeled 2-bedroom, 2-bath condo-- offering over 1,100 square feet in one of Oak Park's most sought-after neighborhoods. Ideally located just two blocks from Downtown Oak Park and steps from the architectural masterpieces of Frank Lloyd Wright, this home combines style, space, and an unbeatable location. Completely remodeled and move-in ready, the home features fresh paint throughout, all-new lighting, new luxury vinyl flooring, new carpeting in both bedrooms and brand new air conditioning units. The spacious updated kitchen is perfect for everyday living and entertaining, while both bathrooms have been refreshed with new vanities, sinks, commodes, and lighting. The desirable south-facing exposure fills the home with natural light throughout the day, while peaceful tree-top views add to the sense of privacy. Located in an elevator building, the condo also includes an exterior parking space--a valuable commodity in Oak Park! The laundry room is located just across the hall--about as close as you can get to having it in-unit! Live here and you'll enjoy all that Oak Park has to offer right outside your door, including vibrant dining and shopping, parks, transportation, historic architecture, and the unique character of this celebrated community. Don't miss this exceptional opportunity to own a spacious, stylish, fully updated home in this walk-to-everything location. ***for best viewing click on virtual tour***

1040 Erie Street Unit #505, Oak Park

$499,000
3 Beds 2 Baths 12431676 MLS CONTINGENT Status
Charming Character. Modern Comfort. Unbeatable Oak Park Location. Welcome to a beautifully maintained, move-in-ready home tucked onto a quiet cul-de-sac on one of Oak Park's most desirable blocks. Full of original character and thoughtfully updated for today's lifestyle, this home delivers the best of both worlds: timeless architectural charm with the modern conveniences buyers want. Just steps from the welcoming entry, the light-filled living room makes an unforgettable first impression with four stunning stained-glass windows, an original decorative fireplace, and built-in bookshelves. The spacious dining room continues the charm with original built-in china cabinets, creating the perfect setting for everything from casual dinners to entertaining friends. Need a little extra space? The enclosed sun porch is ready to become your favorite spot for morning coffee, reading, working from home, or unwinding at the end of the day. The custom kitchen is a true standout, featuring gorgeous on-trend green granite countertops, custom 42-inch cabinetry, and a bright breakfast room that invites you to linger. A flexible first-floor bedroom adds even more versatility - use it as a home office, guest room, creative studio, or cozy family room. Upstairs, two generously sized bedrooms share a spacious full bath with double sinks and an oversized linen closet. The finished basement extends your living space with a comfortable family room, large laundry area, and abundant storage - giving you plenty of room to spread out, work out, entertain, or simply keep life organized. Year-round comfort comes easy with central A/C and replacement windows throughout. Outside, the beautifully landscaped yard creates your own private escape, complete with a paver patio and grill - perfect for summer dinners, weekend gatherings, and relaxing evenings at home. A two-car garage PLUS a parking pad adds the finishing touch. And then there's the location. This is Oak Park living at its best. Walk to Rehm Park & Pool, the Conservatory, the CTA Blue Line, and easy Eisenhower Expressway access. Your favorite Southtown and Arts District spots are practically at your doorstep, including Oak Park Bakery, Hole in the Wall Ice Cream Shop, Publican, Taco Mucho, Val's Halla, Carnival, and so much more. Classic Oak Park character, flexible modern living, outdoor space, and a walkable location - all in one seriously charming package. Just move in and start enjoying it. **MULTIPLE OFFERS HAVE BEEN RECEIVED. HIGHEST & BEST OFFERS ARE DUE SUNDAY, AUGUST 16TH BY 5PM.

1134 S Scoville Avenue, Oak Park

$1,295,000
4 Beds 4 Baths 12715059 MLS CONTINGENT Status
This gracious stone and brick 4+ bedroom, 4 bath home has been lovingly cared for and renovated inside and out. It's move-in ready and offers all the space and amenities you need for comfortable everyday living and exceptional entertaining. The center foyer sets the tone showcasing beautiful crown molding, arched doorways, and hardwood floors found throughout. The sizeable living room has a working fireplace, tons of windows, and built-in shelving and cabinetry. The spacious and bright dining room leads into the eat-in kitchen that's designed for serious culinary enjoyment with double ovens and chef's island (moveable). Not cooking? Gather around the spacious peninsula, the stylish eating alcove and the scullery area with extra cabinets and counter space while enjoying music streaming from amplified built-in speakers. The main level has a half bath and three additional flex rooms: a TV room with original built-in shelving and a huge picture window; an office with terra cotta tile floor, a skylight, and two walls of windows; and a rear two-story multi-purpose room-ideal as a sunroom, mudroom, or sitting area-with huge windows and skylights. Retreat upstairs to four sizable bedrooms, including a primary suite featuring a huge walk-in closet and a full bath with heated floors and a towel warmer keeping it cozy! The additional, recently updated full bath on this floor is a pleasant retreat with beautiful tile and a large soaking tub and shower combo. The finished lower level is a refined, all-ages and all-activity destination complete with a workshop, a versatile bonus room (guest room, gym, or second office?), a full bath, and a recreation room featuring a cozy fireplace, wet bar with beverage fridge, and custom built-ins. Step outside to the large backyard anchored by a custom pergola draped in fragrant trumpet vines, cooled by a remote-controlled overhead fan, and wired with outdoor speakers. Mature trees and perennials frame the fully fenced yard. Two car garage plus additional spaces for 1-2 more vehicles. Owned by an interior designer and a talented craftsman, every detail has been considered to make this home a beautiful haven for family and friends. Don't miss this treasure in central Oak Park on a street known for great block parties, impromptu get-togethers and cul-de-sac pickle ball games.

1204 Fair Oaks Avenue, Oak Park

$565,000
3 Beds 2 Baths 12675441 MLS ACTIVE Status
Welcome to 602 Highland. Set on an oversized lot, this classic 3BR, 2BA American Four-Square is light and bright and walking distance to all that Oak Park's Arts District has to offer. The first floor features a gracious living room, decorative fireplace and beautiful hardwood floors. The kitchen has been opened to the dining room and offers abundant cabinetry and counter space, including a large peninsula with seating for three. A sliding glass door in the dining room overlooks the deck and backyard. Upstairs, you'll find three bedrooms, a tandem, and full bath. Downstairs, the basement expands the living space with a family room, bonus room, and second full bath. Outside, the fully fenced backyard has plenty of green space and parking for up to three cars. Noteworthy improvements: New roof ('26); refinished hardwood floors ('25-'26); new vanity, lighting and floor tile in basement bathroom ('26); new carpet in basement ('26); furnace ('24); AC ('20); water heater ('17); 200-amp electric panel, Anderson windows and insulation added in LR/DR. All this, in a super walkable location - steps to Longfellow Elementary and Park and Oak Park's Community Rec Center (CRC). A short walk to Brooks Middle School, Maze Library and all the shops and restaurants in the Arts District. Convenient to CTA's Blue and Green lines and I-290 as well. With solid bones and an unbeatable location, 602 Highland presents a wonderful opportunity to add your own personal touches and create a space that's uniquely yours. Make an appointment today!

602 Highland Avenue, Oak Park

$1,275,000
4 Beds 4 Baths 12705605 MLS CONTINGENT Status
Timeless French Provincial elegance meets thoughtful modern updates in this beautifully maintained 4 bedroom, 3.1 bath smart home on one of North Oak Park's most desirable tree-lined streets. Enter into a gracious foyer where sunlight pours through newer windows and doors (2006), reflecting off rich hardwood floors and highlighting classic architectural details. The living rooms flow effortlessly into the dining room which features Sub-Zero wine center and a wall of windows overlooking the private front paver patio, creating an inviting setting for both intimate dinners and lively gatherings. At the heart of the home is the completely remodeled 2019 chef's kitchen-crisp, clean, and designed for both serious cooking and easy entertaining. High-end stainless appliances, generous stone counters, and an expansive island invite you to linger over morning coffee or evening wine. Just beyond, the updated family room (2019) is bathed in natural light from a large picture window with power shades-perfect for movie nights, reading, or simply watching the seasons change in the backyard. Sound is woven thoughtfully throughout the home with integrated Sonos speakers, creating an immersive atmosphere whether you're hosting a party or enjoying a quiet evening in. Upstairs, four comfortable bedrooms offer abundant closet space, including several with custom California Closets for exceptional organization. Both second floor baths and the first-floor powder room were tastefully updated in 2006, balancing fresh finishes with classic style. The master bath features heated floor. The dedicated office, enhanced in 2007 with a built-in desk and cozy baseboard heat, provides a quiet, comfortable space for working from home, studying, or managing daily life. The lower level is a true extension of the living space-warm, inviting, and exceptionally functional. The theatre room has been upgraded with built-in digital surround sound, a gas fireplace and outfitted with two cleverly designed Murphy beds, easily transforming it into welcoming guest quarters when needed. There is a handy snack bar adjacent to prepare drinks, popcorn and more for movie or game nights. A full bath with a luxurious steam shower, heated floors and heated shower bench offers a spa-like retreat after a long day or tough workout. The added workout room makes it easy to maintain your fitness routine at home, regardless of the weather. Thoughtful mechanical and structural updates deliver peace of mind: A/C (2022), furnace (2007), water heater (2021), upgraded electric panel (2007), secondary electric panel (2023) and upgraded copper plumbing. The flat roof was replaced in 2025, minimizing future maintenance concerns. Outdoor living is equally appealing. Enjoy the expanded deck (2021), ideal for grilling and al fresco dining, where you can relax with a book or gather with friends at twilight. Two storage sheds (2021) neatly tuck away tools, toys, and seasonal items, keeping the yard tidy and functional. The updated 3-car garage is ready for the modern homeowner, with a new door and rollers (2025), upgraded high-end cabinetry, a fresh Swiss Trax floor (2025), and an EV charger-ready power source (2024), for effortless at-home charging. Wi-Fi system includes all doors, appliances, lighting, air-conditioner and furnace. ADT phone-controlled security system and 4 Ring exterior cameras for peace of mind. All of this is set in an enviable Oak Park location-close to top-rated schools, parks, and playgrounds, with easy access to shopping, restaurants, and the train for a quick commute to downtown Chicago. This French Provincial beauty offers the warmth of an established home, the confidence of extensive updates, and the comfort of thoughtfully designed spaces-ready for you to move in and enjoy.

1049 N Elmwood Avenue, Oak Park

$675,000
3 Beds 2 Baths 12711294 MLS ACTIVE Status
Backyards like this are a rare find in Oak Park. This impeccably maintained 3-bedroom, 2-bath center-entrance Colonial pairs timeless architecture with generously sized rooms, beautiful hardwood floors, and an outdoor retreat designed for entertaining, relaxing, and future possibilities. Inside, abundant natural light pours through nearly all newer windows, filling the home with warmth and enhancing every living space. The traditional floor plan is anchored by a beautiful gas fireplace with remote control, creating the perfect setting for cozy evenings at home. Three spacious bedrooms provide exceptional comfort, while the semi-finished basement expands your living space with a versatile recreation/family room ideal for movie nights, hobbies, or a home office. Step outside to one of the home's most impressive features-an expansive, beautifully landscaped backyard complete with a large deck, patio, and endless green space for entertaining, gardening, or play. With a lot of this size, there's also outstanding potential for a substantial future addition while still preserving an incredible backyard. Located in the coveted Mann Elementary School district, just moments from Lindberg Park, the Field Recreation Center, the Frank Lloyd Wright Home & Studio, public transportation, and a short walk to vibrant downtown Oak Park, this exceptional home is situated on one of North Oak Park's most friendly and welcoming blocks, offering the perfect combination of timeless charm, outstanding outdoor space, and an unbeatable location.

836 N Grove Avenue, Oak Park

$440,000
12707492 MLS ACTIVE Status
Elevate your business presence at 412 Madison Street, a versatile two-story office space that perfectly balances professional focus with collaborative energy. This thoughtfully designed property is engineered for productivity, offering four private offices for deep work and an expansive conference and flex area perfect for brainstorming sessions and client presentations. Plug and Play efficiency: Stay connected with a building already wired for high-speed Ethernet across all workspaces, ensuring your team is ready to hit the ground running. Smart Infrastructure: Enjoy peace of mind with commercial-grade electrical and plumbing systems, updated to modern standards. Professional Amenities: A dedicated kitchenette supports your daily operations, while the lower level provides essential, convenient storage, along with on-site parking. The "Work-Life" Perk: Step outside to your own private garden area-a hidden gem that serves as a serene backdrop for informal meetings or a restorative midday break. A Location That Connects: Situated in the vibrant Oak Park business community, 412 Madison Street puts you at the nexus of convenience and culture. You are minutes away from world-class dining, boutique shopping, and the historic charm of a village known for its architectural significance. Commuting is effortless, whether your team or clients are coming from the Chicago Loop or the suburbs. The property is ideally positioned with easy access to major transportation hubs, including the CTA Green and Blue Lines and the Metra Union Pacific West Line, making this one of the most accessible and connected business addresses in the area.

412 Madison Street, Oak Park

$975,000
5 Beds 2 Baths 12692248 MLS CONTINGENT Status
Tucked away on a quiet cul-de-sac, this truly special Queen Anne Victorian is brimming with the character, charm, and architectural detail that make it one of a kind. Thoughtfully restored and impeccably maintained, the home offers three levels of gracious living space plus a large basement with roughed-in plumbing, ready for storage, hobbies, a workshop, or future finished living space. Step into the welcoming foyer and be greeted by original oak woodwork, a stunning wraparound staircase, a built-in bench, custom radiator covers, art glass windows, and generous, sun-filled rooms throughout the main level. The spacious living and dining rooms flow easily into an open kitchen overlooking the family room/den - perfect for everyday living and effortless entertaining. A private office, which could also function as a first-floor bedroom and half bath, adds extra flexibility. Upstairs, the second level offers four bedrooms, a full bath, and a dedicated laundry room. The finished third floor offers even more versatility, featuring a vaulted-ceiling rec room with a skylight, a lofted nook ideal for reading or cozy hangouts, and a fifth bedroom that could also serve as an office, guest space, studio, or creative retreat. Set on a wide 50-foot lot, the outdoor living is equally impressive: a classic wraparound porch, a New York bluestone patio in the landscaped backyard, and a three-car garage. The home's exceptional Victorian trim and ornate architectural detailing earned it a spot on Oak Park's 2013 Painted Lady Tour. Ideally located near the Metra, Green Line, shops, restaurants, downtown Oak Park, and I-290, this quintessential Oak Park treasure is a rare opportunity to make it your own.

425 Clinton Avenue, Oak Park

$299,900
2 Beds 2 Baths 12697003 MLS CONTINGENT Status
Incredible opportunity for an investor, rehabber, or owner-occupant to complete the transformation of this brick bungalow in a desirable Oak Park location! Insulated in the Irving Elementary School district, this home offers the chance to create a stunning custom residence with four bedrooms (two on the main level and two additional bedrooms in the basement) and two full bathrooms. The renovation is already underway, with the home thoughtfully opened up to create a spacious main living area featuring vaulted ceilings, and the first-floor bathroom has been partially renovated. Bring your vision and finishing touches to complete the project and build equity in an exceptional neighborhood. The full basement is framed for two additional bedrooms, a full bathroom, and a generous family room, with waterproofing and finishing still needed. A rear enclosed porch offers excellent potential for a mudroom, laundry area, or additional storage. The location is hard to beat, less than half a block from Barrie Park, just three blocks to the vibrant Harrison Arts District and Irving Elementary School, and only six blocks from Rehm Park and its newly renovated pool. Set on a generous 35' x 136' lot, the property includes a 1.5-car garage, ample backyard space, and the potential to expand the garage if desired. Please note: Due to the current condition of the property and the unfinished renovation, the property is best suited for cash buyers or purchasers utilizing renovation financing. Property is being sold AS IS.

1112 S Taylor Avenue, Oak Park

$419,000
3 Beds 2 Baths 12704288 MLS CONTINGENT Status
Enchanting historic brick cottage draped in lush ivy, blending vintage charm with modern updates in one of Oak Park's most desirable neighborhoods. This freshly updated 3-bedroom home is straight out of a storybook, step inside to soaring 10-foot ceilings, gleaming hardwood floors, and sun-filled living spaces accented by beautiful original woodwork. The heart of the home is the newly redesigned kitchen featuring custom cabinetry, stylish finishes, new black stainless steel appliances, and a huge walk-in pantry (formerly a bedroom) that's perfect for storage, a home office, craft room, or the organized chef who's secret ingredient is love aka lime zest. Retreat upstairs to your spacious primary suite with its newly added private full bath, a rare luxury in a home of this era. The newly finished walkout basement provides incredible flexibility ready to become your recreation room, guest suite, or TikTok studio for your workout videos. Outside, your own private backyard oasis awaits. Relax on the newly refurbished deck overlooking lush gardens, entertain friends on the patio, or simply enjoy a quiet evening surrounded by mature landscaping. An oversized two-car garage and additional storage complete the package. Located in the award-winning Oak Park school districts, convenient access to CTA Blue Line, Metra, I-290, parks, restaurants, shopping, non-stop dog walking traffic and everything that makes Oak Park one of Chicagoland's most sought-after communities. See this one before it vanishes like the storybook dream it is...

1137 S East Avenue, Oak Park

$1,150,000
11 Beds 6 Baths 12646372 MLS ACTIVE Status
Rare investment opportunity in the heart of Oak Park featuring three separate income-producing structures on one property. This unique offering includes a classic brick 3-unit multifamily building, a beautifully updated 3-bedroom 2-bath coach house, and a detached 3-car brick garage-creating multiple income streams and exceptional flexibility for investors or owner-occupants alike. The main building consists of three spacious 3-bedroom, 1-bath apartments, plus a full finished basement with shared laundry facilities and private tenant storage areas. Built with solid brick construction, this classic Chicago-style multifamily property offers the durability, character, and long-term investment appeal buyers seek. Tenants pay their own gas and electric utilities, helping maximize owner efficiency and cash flow. Extensively renovated in 2020, major improvements include new windows, separate HVAC systems for each unit, and a roof in excellent condition. The finished basement is equipped with washers, dryers, and dedicated storage rooms for tenant convenience. The coach house provides tremendous versatility as either a premium long-term rental, owner-occupied residence, or short-term rental opportunity. Recently updated, it features newer flooring, renovated bathrooms, three bedrooms, two full baths, and private in-unit laundry. Its independent layout and modern finishes make it highly desirable for a variety of rental strategies. Adding even more value is the detached 3-car brick garage, offering additional rental income potential or secure owner storage. Ideally located within walking distance of the CTA Green Line, Metra, downtown Oak Park shopping, restaurants, and entertainment, this property combines strong current income with significant long-term appreciation potential in one of the Chicago area's most sought-after communities. Opportunities like this are rare-schedule your private showing today.

214 Chicago Avenue, Oak Park

$1,200,000
6 Beds 4 Baths 12641825 MLS CONTINGENT Status
Welcome to the William H. Preston House, a 1908 architectural treasure designated as a historical landmark by The Historical Society of Oak Park and River Forest, and lovingly updated for modern living. Located in the heart of downtown Oak Park-just steps from the L train, the farmers' market, the recreation center, and some of the area's best schools-this home blends timeless craftsmanship with 21st-century amenities. This estate-sized residence reflects Craftsman/early-Prairie influence, with a broad front porch perfect for morning coffee or evening entertaining. A rich Farrow & Ball exterior palette carries inside, where the entry hall showcases original millwork, a carved staircase, and leaded glass windows that cast shimmering light across hardwood floors. The bright living room features oak bookcases, millwork accents, and a bank of leaded-glass windows. Beyond its period elegance, it doubles as a 7.1 channel home theater with audiophile-grade speakers integrated into the coffered ceiling, hidden AV rack, and multi-zone audio extending across all three levels and into the backyard. The dining room is ideal for entertaining, encircled by oak moldings and anchored by a magnificent built-in sideboard with leaded-glass doors. A salvaged Craftsman light fixture and adjacent butler's nook with oak bar add character. Off the kitchen, a sun-filled multipurpose room offers backyard views and flexible use as family room, breakfast nook, or playroom. The updated kitchen balances historic and modern, with original glass-front cabinetry, updated counters, and marble tile backsplash. A half bath with period fixtures completes the main level. Upstairs, the quartersawn oak staircase leads to four generous bedrooms, a bonus room/office, and a remodeled full bath. Each bedroom has hardwood floors, high ceilings, large windows, and ample closets. The bath blends vintage style with modern upgrades: marble basketweave floor, subway wainscot, double pedestal sinks, and exposed thermostatic shower. A rear multipurpose room with wall-to-wall windows is ideal as an office or artist's studio. The third floor is a fully renovated retreat with primary suite, office (or sixth bedroom), laundry, hardwood floors, and custom Amish cabinetry. The primary bedroom features treetop views and built-in cabinetry. Dual walk-in closets with custom storage lead to a spa bath with clawfoot tub, frameless glass shower, rain-head, and stone-topped double vanity. Matching cabinetry continues into the office, offering both function and beauty. Hidden knee-wall storage adds practicality. The basement includes a laundry room with chute, workshop/storage, gym, bathroom, and a family room with a second home theater setup. A walkout provides direct access to the outdoor kitchen, creating seamless indoor-outdoor entertaining. Modern updates include multi-zone heating and cooling, new plumbing, updated electrical panels, spray-foam insulation, and a new roof and gutters (2024). Outdoors, the professionally landscaped backyard is a private oasis with mature trees, multiple gathering spaces, and a bespoke outdoor kitchen featuring a built-in sink with hot/cold water, refrigerator, three-tap kegerator, and natural-gas grill with side burner. The William H. Preston House is a rare Oak Park offering: a historic landmark with unmatched character, expanded by thoughtful renovations and every modern convenience.

229 S Ridgeland Avenue, Oak Park

$185,000
1 Beds 1 Baths 12549685 MLS CONTINGENT Status Grovington House BLDG.
Located in a beautiful, quiet Oak Park neighborhood, this spacious 1-bedroom condo (approximately 1,026 sq ft) offers exceptionally large rooms and excellent closet space, providing comfortable and flexible living. The unit features an eat-in kitchen, a separate dining area, and a well-designed layout with defined living and dining spaces. A standout feature of the home is the heated concrete flooring throughout, which not only provides year-round comfort but also offers superior sound insulation-resulting in minimal noise transfer between units. There is no carpet, making the home ideal for those with allergies or sensitivities. Situated in a well-maintained elevator building with intercom entry, the property includes one covered, assigned parking space along with guest parking for visitors. Laundry is conveniently located on each floor, with the option to install in-unit laundry in accordance with association guidelines. Low monthly HOA fees add to the overall value and affordability of this home. Additional highlights include two generous walk-in closets, newer windows, air-conditioning units, and a versatile floor plan ready for a new owner's vision and personal updates. Enjoy outstanding walkability with nearby restaurants, shopping, schools, and public transportation just steps away. The seller is highly motivated, presenting an excellent opportunity to establish homeownership in Oak Park and create a space that truly feels like home. Offered as-is.

401 S Grove Avenue Unit #2F, Oak Park

$449,000
12489570 MLS ACTIVE Status
Exceptional Mixed-Use Investment Opportunity in Prime Oak Park - 97 Harlem Ave Don't miss this rare chance to own a high-performing mixed-use property in the heart of vibrant, walkable Oak Park. Ideally located on high-traffic Harlem Avenue, this well-maintained building offers strong income potential through both commercial and residential components. The ground floor features a flexible retail space, currently operating as a nail salon, ideal for retail, office, or professional services. With excellent street frontage and signage visibility, this space ensures high exposure in a heavily trafficked area. Upstairs, the residential unit includes 2 bedrooms and 1 bathroom, thoughtfully designed for comfort and practicality. The unit benefits from strong rental demand, making it an attractive option for investors or owner-occupants seeking live/work potential. Mixed-use layout: Retail store/salon on the first floor with 2 restrooms and 2-bed, 1-bath apartment above Prime location near public transit, major highways, Aldi market, shopping, and dining. High-exposure commercial storefront with excellent visibility on Harlem Ave Private rear parking and access for convenience Consistent rental income with upside potential Possible tax advantages. Whether you're looking to expand your investment portfolio or establish a live/work setup in one of Oak Park's most desirable corridors, this property delivers location, income, and long-term value. Schedule your private tour today and secure this exceptional opportunity in Oak Park!

97 Harlem Avenue, Oak Park

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

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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 Historical Real Estate

Our website features the best real estate search for historical properties available in Oak Park and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!