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500 Linden Avenue, Oak Park
$1,800,000
6 Beds ⋅ 7 Baths ⋅ 12781353 MLS ⋅ CONTINGENT Status
***Multiple Offers have been received. Offers due Sunday 10/18 by 12pm***Welcome to an extraordinary estate in the heart of prime Oak Park, gracefully situated on an oversized 100 x 175 lot. Masterfully designed by renowned architects Tallmadge & Watson, this remarkable home is a testament to timeless architecture, exceptional craftsmanship, and enduring elegance. Every detail has been thoughtfully cared for and meticulously restored, preserving the home's historic character while seamlessly incorporating the modern amenities today's lifestyle demands. The stunning brick facade, accented by exquisite art glass, creates an unforgettable first impression as you enter the beautifully landscaped grounds. Newly refreshed landscaping sets the stage for exceptional outdoor entertaining, peaceful garden views, and a rare sense of privacy and tranquility. Inside, a magnificent foyer with a grand central staircase establishes the tone for the beautifully appointed interiors. Original millwork, rich architectural details, and timeless finishes carry throughout the main level, flowing effortlessly into an elegant formal living room anchored by a wood-burning fireplace. An expansive adjoining sitting room with original terrazzo floors is a truly special architectural feature, offering a distinctive space to gather and entertain. The formal dining room is equally impressive, with art glass doors and windows that enhance its historic charm, while a beautiful circular sitting room creates the perfect setting for cocktails, conversation, and intimate gatherings. The newly completed kitchen is a stunning blend of thoughtful design and modern functionality. Custom cabinetry, a generous center island, beautiful stone countertops, and all-new high-end appliances create an exceptional space for both everyday living and entertaining. Abundant storage and carefully considered design details are complemented by a charming breakfast room. A bright, inviting office or den completes the main level, offering the perfect space to work from home or enjoy a quiet retreat. The second level is equally impressive, with beautiful hardwood floors and a central staircase crowned by captivating art glass details. The serene primary suite has been beautifully reimagined as a private retreat, featuring a spacious bedroom, separate sitting room, fully custom-outfitted walk-in closet, and a newly designed primary bath with a double vanity, oversized walk-in shower, and elegant stone surround. Four additional generously sized bedrooms and an additional bedroom or office space provide exceptional flexibility for family, guests, or additional work-from-home needs. Thoughtfully appointed bathrooms include a new en-suite bath and a well-designed Jack-and-Jill bath, offering both comfort and convenience. The fully finished lower level extends the home's living and entertaining possibilities, featuring a second fireplace, a spacious recreation area, and abundant storage. Adding yet another exceptional dimension to this property is the true coach house, complete with a full bath-ideal for guests, a private workspace, or a variety of lifestyle needs. A rare offering that combines beautifully preserved original details, thoughtfully executed modern updates, and an extraordinary oversized lot, this exceptional estate offers a lifestyle that is increasingly difficult to find. All of this in a coveted, walk-to-everything Center Oak Park location, close to the village's beloved shops, restaurants, parks, and everyday conveniences. A truly special home where Oak Park lifestyle comes together beautifully.

500 Linden Avenue, Oak Park

540 N Harvey Avenue, Oak Park
$650,000
6 Beds ⋅ 4 Baths ⋅ 12766158 MLS ⋅ CONTINGENT Status
Multiple offers received - best and final by 5pm 10/9. Rare Oak Park 3-unit opportunity on a deep 50x171 lot! This classic stucco two-flat plus coach house offers flexibility few properties can match: live in one unit and let the other two help fund the mortgage, keep extended family close while everyone has their own space, or add a solid income property to your portfolio. Each unit has its own kitchen and hardwood floors, and old-world character shines throughout with high ceilings, crown molding, and working pocket doors. Tenants pay their own electric, gas, and heat. Outside, relax on the backyard patio and garden beneath mature trees, and enjoy 5 exterior parking spaces, a true rarity in Oak Park. The full, partially finished basement adds storage and flexibility, and there's room for dedicated home offices. Long-time owners are moving on and thoughtful updates offer a clear path to growing rents. First floor unit in main house has 2 bedrooms on first floor and 2 in the basement. Second floor unit has 2 bedrooms. The main house has been owner occupied for over 20 years. Coach house has 1 bedroom on the first floor and 2 in the basement. Tenants pay 1,800 in rent per month and are month to month with 60 day notice. The location is hard to beat: walk to the L train, Whittier School, Oak Park and River Forest High School, Pete's Fresh Market, the GRC, skate park, Ridgeland Common's pool and ice arena. The Daily Bagel and Thai Neighbor restaurant just steps away. Easy access to downtown Chicago. Don't miss this one!

540 N Harvey Avenue, Oak Park

214 Chicago 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

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