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$559,000
4 Beds 3 Baths 12762491 MLS NEW Status
Welcome to your move-in-ready home in the heart of North Jefferson Park! This meticulously maintained Brick English home combines classic Chicago charm with high-end, modern efficiency. This home has been thoughtfully upgraded for the future. Enjoy significantly reduced energy bills with brand-new, fully paid-off solar panels. The exterior is equally impressive, featuring a new roof and most of the windows replaced throughout, providing peak insulation and curb appeal. Inside, comfort is guaranteed with a new tankless water heater for endless hot water and a high-efficiency gas forced-air furnace with a humidifier and central air. Other new updates are fans w/lights in the dining room/living room and the Garage has a new professionally done floor. Classic Elegance & Functional Design. Step inside to find gleaming hardwood floors and a stunning open wood staircase leading to the second floor where there is and additional 2 bdrms. The main level boasts a chef-ready kitchen featuring oak cabinetry, granite countertops, a spacious eating area, and newer stainless steel appliances, including a brand-new induction stove. The first-floor bathroom is a retreat of its own, finished with elegant marble tile. Space to Live and Entertain with 4 bedrooms and 2.5 baths, there is room for everyone. The finished basement is the ultimate hangout spot, complete with a cozy fireplace, a wet bar for entertaining, a convenient full bathroom, and abundant storage. Laundry is a breeze with newer Frigidaire appliances included. Also the basement is its own in-law unit with its own Entrance for privacy. Your Outdoor Oasis The backyard is designed for summer BBQs, featuring a wood deck with a protective overhang, a patio, and massive 2.5-car garage with extra storage space for tools and toys. Location, Location, Location Commuting is effortless with the Gladstone Metra Stop and Jefferson Park Terminal just a short distance away. Enjoy the best of city living in a quiet, sought-after pocket of North Jefferson Park.

5221 N Marmora Avenue, Chicago

$550,000
6 Beds 2 Baths 12753893 MLS ACTIVE Status
Great opportunity to own 2-unit property located in Chicago's Portage Park neighborhood minutes from Jefferson Park and Mayfair. Both units are currently occupied with leases in place through May 2027. Tenants pay electric and gas. Interiors feature vintage character, including woodwork and built-in hutches, with spacious kitchens and formal dining rooms. The property also includes enclosed back porch, unfinished basement with storage and laundry space, unfinished attic, and a detached two-car garage. Conveniently located less than a mile from two CTA Blue Line stations and the Jefferson Park Metra station, with easy access to I-90 and Milwaukee Avenue, shopping, dining, parks, and other neighborhood amenities.

5102 W Sunnyside Avenue, Chicago

$549,900
4 Beds 3 Baths 12756771 MLS PRICE CHANGE Status
Turnkey luxury meets unmatched convenience in this total transformation featuring a sun-drenched floor plan, hardwood floors, a chef's kitchen with a stunning white quartz island, and a main-level bedroom. Upstairs houses three light-filled bedrooms, complemented below by a fully finished basement with an extra living zone, third full bath, and laundry. Enjoy high-end finishes, custom porcelain tile, dual HVAC, and key brand-new upgrades-including new 2nd floor HVAC, kitchen appliances, washer/dryer, water heater, and garage door. Complete with an oversized patio in a private fenced yard, top-rated schools, walkable dining, and effortless CTA, Metra, and expressway access, this move-in-ready home leaves absolutely nothing to be done.

6218 W Foster Avenue, Chicago

$549,900
4 Beds 4 Baths 12750123 MLS ACTIVE Status
5137 N Menard Ave offers a layout built for daily practicality and easy entertaining in Jefferson Park. The main floor features a defined, formal dining room-ideal for sit-down meals or dedicated hosting space-alongside a functional, updated kitchen with modern updates for immediate move-in readiness. Four full bedrooms and 2.5 baths provide complete flexibility for family living, guest rooms, or work-from-home setups. Location is the core value here: situated minutes from the I-90/Kennedy Expressway, Metra, and CTA Blue Line, commuting across the city or to O'Hare is straightforward. For recreation and dining, you are steps from Jefferson Memorial Park, Frank J. Wilson Park, and the surrounding local spots along Milwaukee and Higgins Avenues.

5137 N Menard Avenue, Chicago

$539,900
4 Beds 2 Baths 12740981 MLS ACTIVE Status
Fantastic investment opportunity in the desirable Jefferson Park neighborhood-a well-maintained and updated 2-flat that offers both turnkey investment potential and the option for owner-occupancy. Each unit features 2 bedrooms and 1 bathroom, complemented by beautiful hardwood floors, central HVAC, and a bonus back porch. The main floor unit boasts modern upgrades, including stainless steel appliances, maple cabinetry, and new light fixtures. Both units have separate utilities, ensuring convenience and privacy. The unfinished lower level provides dedicated laundry spaces, mechanical systems, and open storage for each unit. Additionally, there is a detached 2.5 garage currently leased to a neighbor, adding extra income potential. Situated on a quiet, tree-lined street, this property is within walking distance to the Gladstone Park Metra station, offers quick highway access, and is close to schools, parks, restaurants, and shopping. Current tenant leases expire in December 2026 and June 2027.

5848 W Catalpa Avenue, Chicago

$534,900
3 Beds 2 Baths 12667624 MLS ACTIVE Status
Welcome home to this beautifully maintained 3-bedroom, 1.5-bath home in the heart of Jefferson Park - one of the area's most sought-after neighborhoods! Nestled on a quiet, family-friendly street, this home offers the perfect blend of comfort, convenience, and charm. Inside, you'll find a spacious living room ideal for entertaining or relaxing, along with a finished basement that provides additional living space perfect for a family room, home office, gym, or playroom. The home also features tons of storage throughout to keep everything organized and functional. Step outside to enjoy the gorgeous backyard - perfect for summer gatherings, gardening, or simply unwinding outdoors. A 2.5-car garage provides plenty of parking and extra storage space. Enjoy being within walking distance to a local park and just minutes from grocery stores, shopping, dining, and everyday conveniences. Commuters will love the easy access to expressways, making travel throughout the city simple and efficient. This is a rare opportunity to own a wonderful home in a peaceful neighborhood filled with charm and community. Don't miss it! Kitchen upgrade in 2010 Bathroom rehab in 2020 New garage door/opener 2024 and 2026 New water heater 2024 Paint and new carpeting 2024 New light fixtures and fans 2024

4563 N Merrimac Avenue, Chicago

$525,000
3 Beds 2 Baths 12752181 MLS NEW Status
Beautiful Jefferson Park home offering vintage character, thoughtful updates, flexible living space, and incredible storage! Situated on a quiet residential street near shopping, restaurants, and Austin Foster Park. This large brick home welcomes you with a landscaped front yard and charming porch. Inside, hardwood floors and oversized wood crown molding add classic character. (The living rooms and dining rooms were opened in 2017, creating an inviting flow with plenty of space for entertaining and a large dining table!) The eat-in kitchen features stainless appliances, including a large-capacity refrigerator and convection oven/range. The main level also offers 2 generously sized bedrooms, each with a walk-in closet, plus a rear sunroom ideal for a home office, playroom, or additional living space. The finished basement provides even more room with a large family/rec room, bedroom #3, full bath with oversized shower, spacious laundry room with utility sink, and abundant storage! A STANDOUT FEATURE is the huge 38' x 22' walk-up attic, offering exceptional potential for 2 additional bedrooms + 1 bath to become a 5 bedroom and 3 bath home! Additional highlights include a whole-house audio system with independent room controls, newer central air, oversized gutters, a 2.5 car garage with excellent storage, and a brick paver patio for outdoor entertaining. Original hardwood flooring remains beneath portions of the existing flooring, offering additional restoration potential. With generous room sizes, extensive storage, flexible living areas, a finished basement, and tremendous attic potential, 5042 N. Melvina offers a unique opportunity in Jefferson Park!

5042 N Melvina Avenue, Chicago

$500,000
5 Beds 3 Baths 12693558 MLS ACTIVE Status
This legal 2-flat with a non-conforming garden unit sits on a generous 37-foot-wide lot with garage parking in one of Chicago's most in-demand Northwest Side neighborhoods. Portage Park delivers everything income-focused buyers look for: easy access to CTA bus and nearby Metra service, walkable proximity to grocery stores and everyday retail, and several neighborhood parks within blocks - the kind of location that keeps rental demand steady and turnover low. The investment case is compelling: strong in-place cash flow with a clear, well-supported path to 7% cap rate. Numbers are available upon request for serious inquiries. Whether you're expanding a multi-family portfolio or acquiring your first Chicago 2-flat, this is a rare combination of solid bones, prime location, and real upside. Schedule your showing today.

5730 W Windsor Avenue, Chicago

$469,900
4 Beds 2 Baths 12761037 MLS PRICE CHANGE Status
Charming Jefferson Park on a quiet tree line street- 4 bedroom 2 baths brick bungalow located one block from Farnsworth elementary school. Good size living room and separate dining room, hardwood floors throughout. two bedrooms on 1st floor and two bedrooms on 2nd floor. Lower level is totally renovated with a newer contemporary kitchen with shaker style cabinets and newer appliances - fantastic space for the older chiild that move back in or out of town guest or extra fun space for yourself (exterior door that exits to yard), finish lower level with drywall, lighting , heat, modify flooring and windows (bsmt area). Lower level has a front family rm, full bath with a shower, and 5th bdrm, / office plus a laundry area (separate area from finish area, great for privacy). fence yard with a 2 car detached garage. garage exit is very close to street perfect for snowy winters to get out to street. Heating system have new copper plumbing pipes and pump, newer hot water tank , circuit breakers with new a electric main and some new wiring.. Home is near transportation ( metra ,bus, blue line train), forest preserve and stores all nearby. wonderful location to get around with Elston ave that angle back into the inner city. lovely neighborhood to take a walk , walk the dog or cat, bike ride through the neighborhood, a very comfortable neighborhood to grow your family or yourself into. 2 REFRIGATORS AND 2 STOVES, 1WASHER & 1DRYER. Wonderful opportunity to renovated 1st floor kitchen and bath to your taste while using lower level kitchen and bath during renovations.

5325 N Linder Avenue, Chicago

$464,000
2 Beds 2 Baths 12743399 MLS ACTIVE Status
Charming and efficient single-family home in the heart of Chicago's desirable Jefferson Park neighborhood! This detached 2-bedroom, 2-bathroom residence offers an ideal blend of classic character and modern convenience. Boasting 820 square feet of comfortable, central-air-conditioned living space, this home features an asphalt shingle roof. Perfect for first-time buyers or downsizers, the property sits on a manageable 3,348 square foot lot and includes a highly coveted Brand new 2 car garage. Extra large steam shower. Brand new appliances, and Security cameras. Enjoy top-tier neighborhood convenience with quick access to the Kennedy Expressway, CTA transit, and excellent local schools like Hitch Elementary and Taft High. Welcome home!

5505 N Nagle Avenue, Chicago

$460,000
3 Beds 1 Baths 12751726 MLS ACTIVE Status
Beautifully Updated 3-Bedroom Home in Jefferson Park. Welcome home to this beautifully rehabbed 3-bedroom home, thoughtfully renovated in 2021 with extensive updates throughout. The main living spaces feature oak hardwood floors, while the updated kitchen offers granite countertops, stainless steel appliances, and a pantry. Each bedroom has its own closet, plus additional storage throughout the home. Major improvements include a new furnace, humidifier, A/C, ductwork, plumbing, updated electrical, windows, doors, and light fixtures. Outside, enjoy new tuckpointing, soffit, siding, gutters, sidewalks, landscaping, and fencing, plus a new 2.5-car garage with an 8-foot door. So many updates have already been completed-just move in and enjoy! A must-see! Schedule your showing today!

5440 N Mobile Avenue, Chicago

$459,000
3 Beds 3 Baths 12762408 MLS NEW Status
CHOICE CORNER LOCATION IN JEFFERSON PARK! This very clean and well-maintained 3-bedroom brick bungalow offers excellent space, flexibility, and a fantastic location. The main level features a flowing living room and dining room combination, along with a kitchen with a comfortable dining area with heated floor. The home has been freshly painted, with new carpeting on the second level. The dry basement provides additional living space, including two bedrooms and a full bath-ideal for extended family living, guests, or additional flexibility. Situated on a desirable corner lot in a convenient Jefferson Park location, close to schools, transportation, shopping, and everyday amenities. A wonderful opportunity to own a solid brick bungalow with plenty of space in a highly desirable neighborhood!

5306 N Lynch Avenue, Chicago

$399,900
4 Beds 3 Baths 12693972 MLS ACTIVE Status
"BACK ON THE MARKET - Buyer got cold feet. Their loss is your buyer's gain!" Bring your vision and creativity to this classic brick two-unit property offering exceptional flexibility, generous living space, and outstanding potential in one of Chicago's most desirable Northwest Side neighborhoods. Whether you envision living in one unit while generating rental income from the second, creating the perfect multi-generational home, or transforming the property into a spacious single-family residence, this home offers endless possibilities to match your lifestyle and goals. Featuring a total of 4 bedrooms, 3 full bathrooms, and a full basement, this property provides the solid foundation to create something truly special while adding your own personal style and finishing touches. Inside, you'll find spacious living areas filled with natural light and traditional layouts that provide excellent functionality. Each unit offers comfortable living and dining spaces, well-sized bedrooms, and kitchens ready to be redesigned and customized to today's preferences. The flexible floor plan allows future owners to preserve the two-unit configuration or reimagine the property as one expansive residence. The full basement adds tremendous value, providing abundant storage space, a dedicated laundry area complete with washer and dryer, and additional room that could serve a variety of future uses, including recreation space, a workshop, hobby area, fitness room, or expanded living space, subject to local requirements and approvals. Outside, the classic brick exterior offers timeless curb appeal and durable construction that continues to be highly desirable. The yard provides space for gardening, outdoor entertaining, summer gatherings, or simply enjoying your own private outdoor retreat. Whether your vision includes enhancing the landscaping or creating additional outdoor living areas, the property offers plenty of opportunity to make it your own. The location is equally impressive. Situated in one of Chicago's most established residential neighborhoods, this home offers convenient access to parks, recreational facilities, shopping, dining, grocery stores, coffee shops, and everyday conveniences. Nearby Portage Park and Jefferson Memorial Park provide green space, athletic facilities, playgrounds, tennis courts, swimming, and year-round recreational activities. The neighborhood is known for its mature tree-lined streets, strong community atmosphere, and well-maintained homes that continue to attract buyers looking for long-term value. Commuters will appreciate the excellent transportation options, including nearby CTA bus routes, Metra service, and quick access to Interstate 90/94, providing convenient travel to downtown Chicago, O'Hare International Airport, and surrounding suburbs. The home is also close to the Six Corners shopping district, forest preserves, golf courses, entertainment venues, restaurants, and a wide variety of retail destinations that make daily living both convenient and enjoyable. Whether you're looking for the flexibility of owner-occupied living with additional rental potential, space for extended family, or the opportunity to create a beautiful single-family home, 5160 W Sunnyside Ave offers the layout, location, and potential to bring your vision to life. With its solid brick construction, 4 bedrooms, 3 full bathrooms, full basement, and highly desirable Northwest Side location, this property is ready for its next chapter and presents an outstanding opportunity to create a home tailored to your lifestyle while building lasting value.

5160 W Sunnyside Avenue, Chicago

$389,900
3 Beds 2 Baths 12750441 MLS ACTIVE Status
***MULTIPLE OFFERS*** Highest & Best due by 5:00pm, Tuesday, September 22nd. NO Escalation Clauses. NO love letters. Charm, character, and a truly special garden await in this classic Jefferson Park home! From the moment you arrive, the inviting front porch, picket fence, and lush landscaping set this home apart. Step inside to find wonderful vintage details including original woodwork, hardwood floors and classic subway tile. The main level offers a spacious living room and dining room, large kitchen with cabinets galore, bedroom, full bath, and a versatile bonus room perfect for an office, pantry, or playroom. An enclosed back porch provides a convenient mudroom and additional everyday space. Upstairs you'll find two ample-sized bedrooms, a family room, half bath, and an abundance of closet space. The finished basement adds even more living space and features an extensive flood-control system with French drain tile, sump pump, and battery backup. Outside is where this property truly shines. The beautifully established yard is filled with perennials and native plants, creating a peaceful retreat and a gardener's and birdwatcher's dream. All this in a convenient Jefferson Park location with easy access to the Kennedy, CTA Blue Line, Metra, buses, parks, shopping, and dining. Filled with vintage charm and possibilities, this special home is ready for its next chapter. This lovingly maintained home is to be sold as-is condition.

5228 N Ludlam Avenue, Chicago



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