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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.

6 Beds ⋅ 7 Baths ⋅ 12781353 MLS

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

$950,000

A rare opportunity in Oak Park's beloved Ridgeland Historic District, this beautifully renovated Victorian blends timeless architectural character with the comfort, flow and functionality of modern living. Thoughtfully expanded and renovated in 2014-and enhanced with additional updates in 2026-this four-bedroom, 3.5-bath home is move-in ready. An expansive front porch and generous setback create a gracious welcome. Inside, the light-filled main level features soaring ceilings, hardwood floors, a dramatic stone fireplace, built-in surround sound and an open layout designed for both everyday living and effortless entertaining. Newly painted interiors and thoughtfully updated lighting give the entire first floor a fresh, polished feel. At the heart of the home is a spacious chef's kitchen equipped with a Viking five-burner cooktop, two electric ovens-including convection-stainless-steel appliances, generous cabinetry and abundant space for casual dining. Beautiful stained-glass French doors connect the kitchen to the rear deck and landscaped, fully fenced backyard, creating a seamless indoor-outdoor experience. All four bedrooms are conveniently located upstairs. The serene primary suite features a vaulted ceiling, walk-in closet and spa-inspired private bath. Three additional bedrooms offer flexibility for sleeping, office or creative space, along with a second full bathroom. The finished lower level adds valuable living space with a large recreation or guest area, third full bathroom, laundry, storage and a private exterior exit-ideal for visitors, work, or extended stays. The property offers exceptional parking and convenience: a two-car garage with a 220-volt, 40-amp electrical subpanel ready for EV charging, plus an adjacent two-car parking pad secured by an electric remote-controlled gate. Recent landscaping improvements and a professionally installed smart-home security system further enhance the property. Foam insulation in the original home's exterior walls and attic adds year-round comfort and energy efficiency. The location is superb. A commuter's paradise, the home is just a short walk from the CTA Green Line, offering convenient access to downtown Chicago. Everyday amenities and some of Oak Park's most popular destinations are close at hand, including Pete's Fresh Market, Ridgeland Common Recreation Complex-with its pool, ice rink, athletic fields and playground-Beye Elementary School, Oak Park and River Forest High School, the Oak Park Farmers' Market, and the shops, cafes and restaurants along Oak Park Avenue and Lake Street. Enjoy the ease of completing daily errands, dining out, attending school activities and accessing recreation without having to get in the car. The owners had not anticipated moving, but their family needs have changed, making this special property available again. The property appraised for $950,000 in May 2026. Classic Oak Park beauty, modern functionality, neighborhood convenience and meaningful recent improvements come together in a home that is truly ready for its next chapter.

4 Beds ⋅ 4 Baths ⋅ 12751803 MLS

A rare opportunity in Oak Park's beloved Ridgeland Historic District, this beautifully renovated Victorian blends timeless architectural character with the comfort, flow and functionality of modern living. Thoughtfully expanded and renovated in 2014-and enhanced with additional updates in 2026-this four-bedroom, 3.5-bath home is move-in ready. An expansive front porch and generous setback create a gracious welcome. Inside, the light-filled main level features soaring ceilings, hardwood floors, a dramatic stone fireplace, built-in surround sound and an open layout designed for both everyday living and effortless entertaining. Newly painted interiors and thoughtfully updated lighting give the entire first floor a fresh, polished feel. At the heart of the home is a spacious chef's kitchen equipped with a Viking five-burner cooktop, two electric ovens-including convection-stainless-steel appliances, generous cabinetry and abundant space for casual dining. Beautiful stained-glass French doors connect the kitchen to the rear deck and landscaped, fully fenced backyard, creating a seamless indoor-outdoor experience. All four bedrooms are conveniently located upstairs. The serene primary suite features a vaulted ceiling, walk-in closet and spa-inspired private bath. Three additional bedrooms offer flexibility for sleeping, office or creative space, along with a second full bathroom. The finished lower level adds valuable living space with a large recreation or guest area, third full bathroom, laundry, storage and a private exterior exit-ideal for visitors, work, or extended stays. The property offers exceptional parking and convenience: a two-car garage with a 220-volt, 40-amp electrical subpanel ready for EV charging, plus an adjacent two-car parking pad secured by an electric remote-controlled gate. Recent landscaping improvements and a professionally installed smart-home security system further enhance the property. Foam insulation in the original home's exterior walls and attic adds year-round comfort and energy efficiency. The location is superb. A commuter's paradise, the home is just a short walk from the CTA Green Line, offering convenient access to downtown Chicago. Everyday amenities and some of Oak Park's most popular destinations are close at hand, including Pete's Fresh Market, Ridgeland Common Recreation Complex-with its pool, ice rink, athletic fields and playground-Beye Elementary School, Oak Park and River Forest High School, the Oak Park Farmers' Market, and the shops, cafes and restaurants along Oak Park Avenue and Lake Street. Enjoy the ease of completing daily errands, dining out, attending school activities and accessing recreation without having to get in the car. The owners had not anticipated moving, but their family needs have changed, making this special property available again. The property appraised for $950,000 in May 2026. Classic Oak Park beauty, modern functionality, neighborhood convenience and meaningful recent improvements come together in a home that is truly ready for its next chapter.

134 N Lombard Avenue, Oak Park

$650,000

WELCOME TO THIS GREAT SPACIOUS OVER 2900 SQFT OAK PARK 2 STORY BUNGALOW THAT OFFERS 5 BEDROOMS, 2 1/2 BATHS, WITH A LARGE EAT-IN KITCHEN AND A WALK IN PANTRY, A FULL WALK-OUT BASEMENT, INCLUDING 2 CAR GARAGE, AND A LARGE FENCED YARD. CONVENIENTLY CLOSE TO SHOPPING, DINING, SCHOOLS, AND PARK. QUICK AND EASY ACCESS TO BOTH PUBLIC TRANSPORT AND HIGHWAYS!

5 Beds ⋅ 3 Baths ⋅ 12563604 MLS

WELCOME TO THIS GREAT SPACIOUS OVER 2900 SQFT OAK PARK 2 STORY BUNGALOW THAT OFFERS 5 BEDROOMS, 2 1/2 BATHS, WITH A LARGE EAT-IN KITCHEN AND A WALK IN PANTRY, A FULL WALK-OUT BASEMENT, INCLUDING 2 CAR GARAGE, AND A LARGE FENCED YARD. CONVENIENTLY CLOSE TO SHOPPING, DINING, SCHOOLS, AND PARK. QUICK AND EASY ACCESS TO BOTH PUBLIC TRANSPORT AND HIGHWAYS!

514 S Humphrey Avenue, Oak Park