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$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

$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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