View All Jefferson Park Chicago IL Oversized Lot Homes Listings

$410,000
3 Beds 2 Baths 12696405 MLS CLOSED Status
Homes like this don't come along often. Lovingly cared for by the same family for nearly 50 years, this classic Jefferson Park bungalow sits on a 30-foot-wide lot on one of the neighborhood's most desirable residential streets. Rich with character, pride of ownership, and endless potential, this is a rare opportunity to create your dream home while appreciating the exceptional care it has received over the decades. The inviting main level offers a light-filled living room surrounded by windows, a separate formal dining room, two spacious bedrooms, a full bath, and an eat-in kitchen ready for your personal vision. Upstairs, a thoughtful dormer addition creates a true primary retreat featuring a large bedroom, full bath, and a separate sitting area that could serve as a home office, nursery, reading nook, or more. The lower level is the home's hidden treasure. Preserved with the warmth and charm of an Upper North Woods lodge, the expansive recreation room showcases rich wood finishes, a built-in bar, and abundant space for entertaining, relaxing, or creating lifelong memories. A large laundry room, storage, and workshop offer additional flexibility. While the home presents an outstanding opportunity for cosmetic updates, it has been impeccably maintained and cherished throughout its ownership, providing an incredible foundation for its next chapter. Outside, enjoy spacious front and back yards, an oversized one-car garage, and an additional parking pad. Tucked into one of the community's most desirable pockets, you'll enjoy the perfect balance of peaceful residential living while remaining just minutes from parks, forest preserves, neighborhood favorites, shopping, and the exceptional transportation options that have made Jefferson Park one of Chicago's most sought-after Northwest Side neighborhoods.

5337 N Ludlam Avenue, Chicago

$730,500
4 Beds 4 Baths 12584442 MLS CLOSED Status
SHOWINGS SATURDAY 3/21-SUNDAY 3/22 11-2. Welcome to 6119 N Mason, a truly exceptional 4-bedroom, 2 full and 2 half-bath residence in the coveted Indian Road / Norwood Park East neighborhood. This remarkable home captures everything buyers love about a classic Chicago bungalow-character, warmth, and architectural charm-while delivering the peace of mind and lifestyle benefits of a comprehensive studs-in renovation completed less than two years ago. The level of renovation here is extraordinary. Nearly every component has been updated, including plumbing, electrical, mechanicals, insulation, windows, landscaping, drainage, and brick restoration, with the roof replaced just three years ago. The result is a home that lives like new while preserving the timeless beauty that makes Chicago homes so special. Inside, the open-concept floor plan is stunning. The chef's kitchen is the centerpiece of the home, appointed with custom cabinetry, quartz countertops, stainless steel appliances, and multiple islands, all flowing effortlessly into a spacious family/great room bathed in natural light. Beautiful hardwood floors and custom lighting carry throughout, creating a warm yet sophisticated feel. The primary suite is a true sanctuary, offering impressive scale and a spa-inspired bath. Upstairs features two oversized bedrooms, abundant storage, and a versatile office/homework/lounge nook. The finished lower level adds tremendous flexibility with a large recreation space, fourth bedroom, and full bath. Outside, the home continues to impress with a brand-new custom deck, professional landscaping, and a custom fence, creating an ideal setting for both entertaining and everyday living. All of this is set in one of the area's most admired neighborhoods, just moments from Caldwell Woods, the North Branch Trail, Indian Road Park, restaurants, shopping, Metra, expressways, and O'Hare. 6119 N Mason is a rare offering-an opportunity to own a home with authentic Chicago architectural character, reimagined for modern living at the highest level.

6119 N Mason Avenue, Chicago

$750,000
8 Beds 4 Baths 12396676 MLS CLOSED Status
Drop in showing this Sunday (7/13/25) from 12:00 PM to 2:00 PM - don't miss this fantastic opportunity! Incredibly spacious and unique 2-flat with additional finished basement (in law unit), situated on an oversized 50' wide lot in the highly sought-after Jefferson Park/Forest Glen neighborhood. This property lives like a massive single-family home and offers tremendous versatility and income potential. The main level boasts 3 generously sized bedrooms and 2 full bathrooms, including a recently renovated bath. Enjoy a bright and airy open-concept living and formal dining area, plus a fully updated kitchen featuring 42" cabinets, granite countertops, a large island, washer and dryer hook up, and stainless steel appliances. This property also boasts a sun-filled sitting room providing additional lounging space. The large primary bedroom offers excellent closet space. Upstairs, you'll find a bright and modern 3-bedroom, 6-room apartment with its own private entry, an oversized primary bedroom with walk-in closet, updated kitchen, and full tile bath. Separate utilities and central A/C make it ideal for rental-easily generating $1,800+ per month. The full finished basement offers flexible living quarters with a full bath, second kitchen, spacious living area, laundry, and an additional room that can serve as a bedroom, office, gym, or more. Basement space can be duplexed with the first floor or used as its own unit. Additional highlights include beautiful hardwood floors throughout, majority of windows are new and just installed within the last year, flood control system, freshly painted deck, and a charming side yard and rear deck. This is a rare opportunity-homes on double lots like this don't come around often. Endless possibilities for investors or owner-occupants!

5125 N La Crosse Avenue, Chicago

$835,000
3 Beds 4 Baths 12024841 MLS CLOSED Status
The Millennial: A modern new construction single family home development minutes from the Metra station and Blue line in Jefferson Park! One of nine new SFH's by top Chicago developer. Sun filled open concept main level features spacious living/dining area with oversized front windows and hardwood flooring throughout + contemporary gas fireplace with floor-to-ceiling surround. Eat-in kitchen with stainless steel appliance package, soft close shaker cabinetry, quartz counters, island with breakfast bar seating, butler pantry, and walk-in pantry. Adjoining family room with exit to back patio. Bright and spacious primary bedroom with good storage and private bath featuring a frameless glass shower and dual sinks. Two additional bedrooms, full guest bath with tub, dual sinks, and linen closet, and laundry complete the upper level. Finished lower level with recreation room featuring wet bar, 4th bedroom, full bath, and utilities. Nice ceiling heights throughout. On trend design features and tons of natural light! Enclosed yard with patio and detached two-car garage. Great location close to restaurants, shopping, entertainment, parks, forest preserves, and more! Across the street from the Jefferson Park Metra station and near the Blue line.Top rated Beaubien Elementary School. Exterior photo is from one of the finished homes in the project with the same floor plan. Estimated completion May.

5352 W Argyle Street, Chicago

$835,000
5 Beds 4 Baths 12009362 MLS CLOSED Status
1 HOUSE LEFT - WATCH FULL WALK THRU 4K DRONE TOUR ON VTOUR BUTTON (IS OF 5142 WINONA HOUSE) Two newly constructed 'Row Homes' on an oversized 45' wide lot (22.5 per house). These modern farmhouses live perfectly with an open concept floor plan featuring transitional interiors. You'll love the five bedrooms and 3.5 baths. The main floor is divided up with 70% of the square footage consisting of the kitchen and oversized family room, creating a great 'heart of the home' where everyone spends the bulk of their time. The kitchen boasts high-end Bosch appliances, custom built walnut lower cabinets and island, off-set by matte white 60" upper cabinets. Quartz countertops, decorative backsplash, fully vented custom hood, and matte black hardware finish out the kitchen. Outdoor entertainment is at its best; a large 'Trex' deck featuring a dividing wall for privacy from adjacent row home, is directly off the family room and beyond is a grassy back yard. The upstairs is equally impressive; the homes extra width affords graciously sized bedrooms. The primary bedroom is graced with two walk-in closets, large spa inspired bathroom. The other 2 bedrooms each feature large scale closets, and beautiful views from large windows. The top floor is complete with full side by side laundry in a proper laundry room, NOT closet. The lower level gets great natural light from the high ceilings. Entertainment is easy in this family room, a large space for an oversized entertainment center and a full wet bar. The last two bedrooms are also in the lower level; easily can have private guest quarters plus a private office and/or gym. There is a second laundry hook-up in the basement. Graciously sized 2 car garage. Winona has easy highway, Metra and CTA access. The farmhouse vibe is maintained with Hardie Board facade and rear with vinyl on the sides. Photos are of 5142 Winona, the sister home. PICS ARE OF THE ATTACHED HOME

5140 W Winona Street, Chicago

$875,000
5 Beds 4 Baths 11943879 MLS CLOSED Status
WATCH VIRTUAL TOUR TO TAKE A 4K DRONE WALK THRU THE HOUSE! Two newly constructed 'Row Homes' on an oversized 45' wide lot (22.5 per house). These modern farmhouses live perfectly with an open concept floor plan featuring transitional interiors. You'll love the five bedrooms and 3.5 baths. The main floor is divided up with 70% of the square footage consisting of the kitchen and oversized family room, creating a great 'heart of the home' where everyone spends the bulk of their time. The kitchen boasts high-end Bosch appliances, custom built walnut lower cabinets and island, off-set by matte white 60" upper cabinets. Quartz countertops, decorative backsplash, fully vented custom hood, and matte black hardware finish out the kitchen. Outdoor entertainment is at its best; a large 'Trex' deck featuring a dividing wall for privacy from adjacent row home, is directly off the family room and beyond is a grassy back yard. The upstairs is equally impressive; the homes extra width affords graciously sized bedrooms. The primary bedroom is graced with two walk-in closets, large spa inspired bathroom and skylights. The other 2 bedrooms each feature large scale closets, and beautiful views from large windows. The top floor is complete with full side by side laundry in a proper laundry room, NOT closet. The lower level gets great natural light from the high ceilings. Entertainment is easy in this family room, a large space for an oversized entertainment center and a full wet bar. The last two bedrooms are also in the lower level; easily can have private guest quarters plus a private office and/or gym. There is a second laundry hook-up in the basement. Graciously sized 2 car garage. Winona has easy highway, Metra and CTA access. The farmhouse vibe is maintained with Hardie Board facade and rear with vinyl on the sides. Taxes: $5,145.02

5142 W Winona Street, Chicago

$834,000
3 Beds 4 Baths 11955554 MLS CLOSED Status
Seven homes already SOLD! The Millennial: A modern new construction single family home development minutes from the Metra station and Blue line in Jefferson Park! One of nine new SFH's by top Chicago developer. Sun filled open concept main level features spacious living/dining area with oversized front windows and hardwood flooring throughout + contemporary gas fireplace with floor-to-ceiling surround. Eat-in kitchen with stainless steel appliance package, soft close shaker cabinetry, quartz counters, island with breakfast bar seating, butler pantry, and walk-in pantry. Adjoining family room with exit to back patio. Bright and spacious primary bedroom with good storage and private bath featuring a frameless glass shower and dual sinks. Two additional bedrooms, full guest bath with tub, dual sinks, and linen closet, and laundry complete the upper level. Finished lower level with recreation room featuring wet bar, 4th bedroom, full bath, and utilities. Nice ceiling heights throughout. On trend design features and tons of natural light! Enclosed yard with patio and detached two-car garage. Great location close to restaurants, shopping, entertainment, parks, forest preserves, and more! Across the street from the Jefferson Park Metra station and near the Blue line.Top rated Beaubien Elementary School. Photos are from one of the finished homes in the project with the same floor plan. Estimated completion April.

5354 W Argyle Street, Chicago

$825,000
3 Beds 4 Baths 11941078 MLS CLOSED Status
Seven homes already SOLD! The Millennial: A modern new construction single family home development minutes from the Metra station and Blue line in Jefferson Park! One of nine new SFH's by top Chicago developer. Sun filled open concept main level features spacious living/dining area with oversized front windows and hardwood flooring throughout + contemporary gas fireplace with floor-to-ceiling surround. Eat-in kitchen with stainless steel appliance package, soft close shaker cabinetry, quartz counters, island with breakfast bar seating, butler pantry, and walk-in pantry. Adjoining family room with exit to back patio. Bright and spacious primary bedroom with good storage and private bath featuring a frameless glass shower and dual sinks. Two additional bedrooms, full guest bath with tub, dual sinks, and linen closet, and laundry complete the upper level. Finished lower level with recreation room featuring wet bar, 4th bedroom, full bath, and utilities. Nice ceiling heights throughout. On trend design features and tons of natural light! Enclosed yard with patio and detached two-car garage. Great location close to restaurants, shopping, entertainment, parks, forest preserves, and more! Across the street from the Jefferson Park Metra station and near the Blue line.Top rated Beaubien Elementary School. Photos are from one of the finished homes in the project with the same floor plan. Estimated completion Feb.

5350 W Argyle Street, Chicago

$819,000
3 Beds 4 Baths 11941084 MLS CLOSED Status
Seven homes already SOLD! The Millennial: A modern new construction single family home development minutes from the Metra station and Blue line in Jefferson Park! One of nine new SFH's by top Chicago developer. Sun filled open concept main level features spacious living/dining area with oversized front windows and hardwood flooring throughout + contemporary gas fireplace with floor-to-ceiling surround. Eat-in kitchen with stainless steel appliance package, soft close shaker cabinetry, quartz counters, island with breakfast bar seating, butler pantry, and walk-in pantry. Adjoining family room with exit to back patio. Bright and spacious primary bedroom with good storage and private bath featuring a frameless glass shower and dual sinks. Two additional bedrooms, full guest bath with tub, dual sinks, and linen closet, and laundry complete the upper level. Finished lower level with recreation room featuring wet bar, 4th bedroom, full bath, and utilities. Nice ceiling heights throughout. On trend design features and tons of natural light! Enclosed yard with patio and detached two-car garage. Great location close to restaurants, shopping, entertainment, parks, forest preserves, and more! Across the street from the Jefferson Park Metra station and near the Blue line.Top rated Beaubien Elementary School. Photos are from one of the finished homes in the project with the same floor plan. Estimated completion Feb.

5356 W Argyle Street, Chicago

$829,000
3 Beds 4 Baths 11939075 MLS CLOSED Status
Five homes already SOLD! The Millennial: A modern new construction single family home development minutes from the Metra station and Blue line in Jefferson Park! One of nine new SFH's by top Chicago developer. Sun filled open concept main level features spacious living/dining area with oversized front windows and hardwood flooring throughout + contemporary gas fireplace with floor-to-ceiling surround. Eat-in kitchen with stainless steel appliance package, soft close shaker cabinetry, quartz counters, island with breakfast bar seating, butler pantry, and walk-in pantry. Adjoining family room with exit to back patio. Bright and spacious primary bedroom with good storage and private bath featuring a frameless glass shower and dual sinks. Two additional bedrooms, full guest bath with tub, dual sinks, and linen closet, and laundry complete the upper level. Finished lower level with recreation room featuring wet bar, 4th bedroom, full bath, and utilities. Nice ceiling heights throughout. On trend design features and tons of natural light! Enclosed yard with patio and detached two-car garage. Great location close to restaurants, shopping, entertainment, parks, forest preserves, and more! Across the street from the Jefferson Park Metra station and near the Blue line.Top rated Beaubien Elementary School. Photos are from one of the finished homes in the project with the same floor plan. Estimated completion January.

5348 W Argyle Street, Chicago

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Jefferson Park, Chicago IL · Curated MLS Search

Oversized Lot Homes in Jefferson Park, Chicago IL

An editorially curated view of every active oversized lot homes listing in Jefferson Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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