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$1,100,000
8 Beds 4 Baths 12733311 MLS NEW Status
Rare opportunity to own a beautifully renovated two-flat in highly sought-after North Oak Park and the Mann School District! Situated on an exceptionally large 50' x 191' lot, two massive units offer incredible living space, original architectural character, and extensive updates - an exceptional opportunity for a long-term investor or owner-occupant. This easy to rent and low-maintenance building with a prime walkable location has undergone extensive renovations and improvements since 2015, thoughtfully preserving its hardwood floors, rich woodwork, coffered ceilings, and leaded glass while updating kitchens, baths, mechanicals, and living spaces. With 8 bedrooms and 4 full baths across two spacious residences and a finished lower level, the property offers generous, flexible living space and an unusually substantial footprint for an Oak Park two-flat. The oversized lot offers a large backyard, brick paver patio, two-car garage, and additional exterior parking space - an exceptional amount of outdoor space for a multi-unit property. Located in the Mann School District and within walking distance of Oak Park Avenue, with easy access to shops, restaurants, parks, schools, and all that Oak Park has to offer. A rare combination of location, lot size, architectural character, extensive renovation, and strong income potential.

625 N Oak Park Avenue, Oak Park

$1,175,000
12744405 MLS ACTIVE Status
Pleased to present 435 South Grove Avenue, a six-unit multifamily property located in Oak Park, Illinois. Oak Park is one of Chicago's most sought-after suburbs for homeowners and renters. Located approximately nine miles west of the Loop, Oak Park is accessible within 20 minutes via the Eisenhower Expressway (Interstate 290), by Metra and CTA trains, and Pace bus lines. Its unique mix of diversity, community, world famous architecture, upscale neighborhoods and commerce make it an ideal location to own rental property. Noted for its quality housing stock and schools, Oak Park is a model community which provides a wide range of community services to residents within close proximity to the city of Chicago. The property consists of six two-bedroom / one-bathroom units. The property features on-site laundry machines, four garage parking spaces and two surface parking spaces.

435 S Grove Avenue, Oak Park

$1,049,900
4 Beds 4 Baths 12745951 MLS ACTIVE Status
Welcome to the Gunderson on Elmwood! An extraordinary, fully renovated historic masterpiece where timeless architecture meets modern luxury. Designed by renowned architect Frank A. Gunderson for his daughter, this one-of-a-kind residence showcases exquisite original craftsmanship, including stunning stained-glass windows and tray ceilings! All while offering every modern convenience today's buyer desires. This exceptional home features 4 spacious bedrooms, 3.5 beautifully updated bathrooms, and three full finished levels of living space! Providing the perfect balance of elegance, comfort, and functionality. The designer kitchen with a separate breakfasts nook, opens seamlessly to expansive living and dining spaces! While the luxurious primary suite boasts a spa-inspired bathroom and an impressive custom walk-in closet worthy of a boutique. The finished basement offers additional living and entertaining space! Ideal for a recreation room, home gym, media room, or guest accommodations. Completely renovated in 2020, major improvements include: New HVAC, Plumbing, Electrical Roof & Central Air. Situated in one of Oak Park's most desirable locations, you'll enjoy the convenience of close proximity to: Green and Blue CTA Lines, award winning schools, grocery stores, restaurants, parks, and everything downtown Oak Park has to offer. Adding even more value, the sale includes the adjacent 507 S. Elmwood buildable lot on a separate PIN, creating an incredible opportunity for future development, expanded outdoor living, or long-term investment. A rare opportunity to own one of Oak Park's most iconic historic homes with the added benefit of a buildable lot offering luxury, history, and unmatched potential in one remarkable package. Schedule your private showing today.

511 S Elmwood Avenue, Oak Park

$1,350,000
4 Beds 4 Baths 12739598 MLS ACTIVE Status
Timeless brick Colonial elegance meets beautifully updated modern living in this exceptional Northwest Oak Park home. Ideally located overlooking Kenilworth Parkway and just one block from Mann Elementary. With over 3,500 finished square feet, this 4-bedroom, 3.1-bath home offers gracious living spaces, classic architectural details, and thoughtful updates throughout. Step through the original arched wood front door into the inviting central foyer, where the character of the home immediately takes center stage. The spacious living room offers abundant natural light, a remote-start gas fireplace, and custom plantation shutters throughout. The heart of the home is the showstopping chef's kitchen, renovated in 2019 with custom cabinetry, stone countertops, Wolf and Sub-Zero appliances, a dual 30-inch wine refrigerator, and multiple areas for dining and entertaining. Overlooking the backyard and new paver patio, this exceptional kitchen is designed equally for everyday living and entertaining. Refinished hardwood floors flow seamlessly across the first floor and continue up the stairs and second-floor hallway. A beautifully renovated powder room and dedicated first-floor office overlooking the backyard complete the main level. Upstairs, the spacious primary suite offers a luxurious retreat with a sunken tub, rain shower, and heated floors. Three additional bedrooms provide flexibility for family and guests, including one with an en-suite bath, while the remaining two share a large, bright hall bathroom. The beautifully landscaped outdoor living space features a custom gas fireplace, paver patio, custom lighting, and updated irrigation, creating an inviting extension of the home. Additional improvements include some Pella windows, restored oak flooring, roof updates with copper chimney flashing, zoned Wi-Fi-enabled speakers throughout the home and outdoor spaces, dedicated heating in the kitchen and powder room, and a partially finished basement with epoxy flooring. All-brick construction with a distinctive clay tile roof, 2-car garage with brick driveway and potential for alley access, exceptional updates, and an unbeatable location make this a truly special offering.

1135 N Kenilworth Avenue, Oak Park

$1,095,000
3 Beds 3 Baths 12735849 MLS ACTIVE Status
Renovated Mediterranean bungalow combining architectural character, abundant natural light, and a flexible three-level floor plan. The main level features a redesigned kitchen with a sunny breakfast room, formal dining room, living room, two bedrooms, den/office, and full bath. A private primary suite occupies the upper level, while the finished lower level offers a recreation area, two flex rooms, full bath, and separate entrance-ideal for guests, work-from-home, or multigenerational living. Major improvements include a 2025 zoned climate system, restored tile roof, and upgraded plumbing. Professionally landscaped grounds feature irrigation, lighting, and two flagstone patios. Exceptional character, privacy, and flexibility in a beautiful Oak Park location

1101 Rossell 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

$1,100,000
8 Beds 4 Baths 12726266 MLS PRICE CHANGE Status
Welcome to 534 S East Ave, Oak Park, IL - an outstanding multi-family property on a double lot offering endless potential for investors or owner-occupants alike. Experience an unparalleled blend of high-end design and investment versatility in this meticulously maintained multi-unit residence. The crown jewel of the property is the owner's duplex, a sprawling five-bedroom, three-bathroom sanctuary that has been elegantly curated with designer finishes. At its heart sits a gourmet chef's kitchen, perfectly complemented by soaring ceilings and rich hardwood floors that flow throughout the entire building. The second floor offers a spacious three-bedroom, one-bathroom apartment with in unit laundry ideal for high-end rental income or a multi-generational living arrangement. With expansive closet space and premium architectural details, this property represents a rare opportunity for the discerning buyer looking to secure a sophisticated home with significant equity potential. Located in a sought-after area of Oak Park, this property places you in the heart of a vibrant community with access to local amenities, shopping, dining, and entertainment. The charm and character of the neighborhood are unmatched, perfectly complementing the appeal of this versatile unique residence.

534 S East 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

$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

$1,150,000
12611362 MLS ACTIVE Status
Exceptional opportunity to own a fully leased multi-tenant commercial property in a prime South Blvd location in Oak Park. Just steps from the Ridgeland "L" Station this corner location provides abundant street parking, great visibility, and accessibility. The current configuration has six storefronts with each tenant paying for its own separate utilities for gas and electric. Past usage has permitted as many as eleven (11) storefronts. The current mix includes a Tai Chi Center (2 spaces/seller) Contractor (1 space), Fine Hair Design (1 space), Yoga Studio (2 spaces), gymnasium (2 spaces), and an Art Studio (3 spaces). The property's long time owner/occupant would like to negotiate an extension of its current tenancy. All tenancies are on a month to month basis. The assessor records indicates a total site of 12,480 sq. ft. and an existing building square footage of 10,423 sq. ft.. Oak Park zoning is "neighborhood storefront". This location on South Blvd is an easily accessible and convenient location to the Green Line "L" station, 290 expressway, Ridgeland Commons, and abundant Oak Park amenities.

433 South Boulevard, Oak Park



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