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5452 N Luna Avenue, Chicago
$519,900
4 Beds ⋅ 2 Baths ⋅ 12756606 MLS ⋅ ACTIVE Status
Charming and versatile single-family home located in Chicago's Jefferson Park neighborhood. Spanning 2,082 square feet across two levels, this well-maintained residence offers a thoughtfully designed floor plan featuring 4 spacious bedrooms and 2 full bathrooms. The main level welcomes you with to the core living and dining spaces. The bright, fully equipped kitchen includes a gas range stove, dishwasher, and refrigerator. Comfortable, carpeted bedrooms sit adjacent to a full bathroom featuring a tub/shower combination. The finished lower level provides flexible multi-use living space-ideal for a recreation room or home office. Step outside to a fully fenced backyard, offering room for outdoor entertainment and gardening. Excellent location with convenient access to public transportation options (CTA Blue Line & Metra at Jefferson Park Transit Center), I-90/I-94 expressways, parks, local dining, and shopping.

5452 N Luna Avenue, Chicago
5047 W Winnemac Avenue, Chicago
$919,000
4 Beds ⋅ 4 Baths ⋅ 12754500 MLS ⋅ ACTIVE Status
Welcome Home to this beautifully maintained contemporary residence, where modern design meets comfortable everyday living right on the border of Jefferson Park and Forest Glen! Thoughtfully designed for both entertaining and every day life, this super spacious home offers 4 bedrooms, 4 baths, a fully finished basement, two additional rooms and a beautifully landscaped backyard. The open-concept main level is filled with natural light from all angles and features a stunning kitchen with custom cabinetry, quartz countertops, stainless steel appliances, and a large island overlooking the seating and dining areas anchored by a cozy electric fireplace, with a bonus room attached, perfect for a sunny office space! Plus an ample living area also on the main level leading right out to your own private oasis. Step outside to a beautifully landscaped backyard with a paver patio, creating the perfect setting for summer gatherings or quiet evenings at home. On the top floor, start your mornings with coffee on your private balcony right off the spacious primary suite facing South, flooding the space with more natural sunlight. Enjoy the convenience of second-floor laundry where all 4 bedrooms live. Downstairs, the finished lower level expands your living space featuring heated floors throughout!!, a full wet bar, full bath, and a versatile bonus room perfect for a guest suite, home office, gym, or 5th bedroom. Designer lighting, custom window treatments and dual HVAC systems, add comfort and peace of mind. PLUS 2.5 car garage with EV parking! Ideally located in the top-rated public school district - Beaubien Elementary just one block over and Taft High School nearby. Plus surrounded by plenty of parks & hiking trails, the CTA Blue Line, Metra stations and I-90/94, this home offers the perfect blend of city convenience, and neighborhood charm. *Also available for rent at $6,900/month.

5047 W Winnemac Avenue, Chicago
5100 N Long Avenue, Chicago
$1,199,900
6 Beds ⋅ 4 Baths ⋅ 12754087 MLS ⋅ ACTIVE Status
Rare historic and expansive 4 bed/2.5 bath + 2 bed/1 bath residence set on a raised elevation and oversized 9,125 SF corner lot in the Beaubien/Taft school district. Designed by noted Chicago architect Albert A. Schwartz, known for several landmark Chicago buildings, this architecturally significant "triple-thick/all-face" brick home offers a rare combination of historic craftsmanship, structural quality, and thoughtful modern updates. Soaring 9'7" ceilings, original custom oak woodwork, oversized 84" solid oak interior doors, a substantial custom oak entry door, custom wood storm door, original glass chandeliers, stained-glass windows, and a dramatic 96" balcony door showcase a level of detail rarely found today. Custom solid oak Pella front picture windows with authentic grids further complement the home's original character. Extensive recent improvements include a new large AZEK deck with built-in lighting atop a purpose-built concrete balcony, a reimagined kitchen with island, under-cabinet lighting and breakfast area, updated bathrooms, double-sided illuminated gas fireplace, new rear and basement stairs, Unico A/C, additional new windows, new balcony door, tuckpointing, gutters, soffits, tiled portico roof, extensive concrete work, and more. A radiant heat system provides quiet exceptional comfort, even warmth throughout the home without drafts or temperature fluctuations, offering efficient, consistent heating while preserving the integrity of the home. The extra family room is surrounded on three sides by architectural windows and features a fireplace, built-in shelving, and beautiful natural light. The private fenced and landscaped lot offers exceptional flexibility with an oversized full-brick 2-car garage, 2-car driveway, additional 2-car side parking pad for up to 6 total parking spaces, and a charming approximately 200 SF original accessory outbuilding, recently updated with new siding, windows, and doors, offering flexible use as additional storage, a studio, entertaining space, workshop, or seasonal. The purpose-built concrete balcony overlooks mature landscaping and offers seasonal skyline views. Compliments of the home's raised elevation and superior site grading, the bright 2 bed/1 bath garden-level unit with large above-grade windows and abundant natural light that create an inviting, highly-functional living environment. The flexible garden-level arrangement has existed for more than 100 years and offers excellent potential for multi-generational living, guest accommodations, home office use, or additional income with a private entrance. Ideally located near the Jefferson Park transportation hub with convenient access to the Metra and Blue Line, nearby Forest Glen Metra, and I-90/94. A rare opportunity to own a truly-distinctive Northwest Side residence where architectural pedigree, oversized scale, historic craftsmanship, abundant parking, and modern functionality come together in one extraordinary home.

5100 N Long Avenue, Chicago
5631 N Parkside Avenue, Chicago
$655,000
4 Beds ⋅ 2 Baths ⋅ 12751659 MLS ⋅ ACTIVE Status
EXCEPTIONAL 2-FLAT | UPDATED UNITS | FLEXIBLE LIVING | INCOME POTENTIAL Beautifully maintained and thoughtfully updated, this versatile 2-flat offers an excellent opportunity for an owner-occupant, multi-generational household, or investor. Situated on a quiet residential street, the property features two, 2-bedroom, 1-bathroom units, each with updated kitchens, modern fixtures, comfortable living spaces, and the convenience of in-unit laundry. The enclosed rear stairwell leads to a well-maintained backyard, providing an outdoor space for entertaining, relaxing, gardening, or enjoying the outdoors. The basement offers additional flexibility with an in-law-style living area that can be used for extended family, guests, a home office, or potentially additional rental use, subject to applicable zoning and municipal requirements. Conveniently located near bus transportation with connections toward the Blue Line and close to a forest preserve offering walking trails, green space, and outdoor recreation. Whether you're looking to live in one unit and rent the other, accommodate extended family, or add a versatile property to your investment portfolio, this 2-flat offers updated living spaces, separate laundry, outdoor space, and multiple possibilities. A well-maintained multi-unit property with the flexibility today's buyers are looking for. Schedule your showing today!

5631 N Parkside Avenue, Chicago
4855 N Mcvicker Avenue, Chicago
$584,999
4 Beds ⋅ 2 Baths ⋅ 12751624 MLS ⋅ ACTIVE Status
Opportunity awaiting! Chicago's desirable Jefferson Park, two units property with a two car garage. Unit one features two bedrooms and one bathroom, unit two also offers two bedrooms and one bath. Basement is unfinished waiting for your ideas. Property is habitable needs work and is sold AS IS.

4855 N Mcvicker Avenue, Chicago
5137 N Menard 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
5624 N Mango Avenue, Chicago
$575,000
3 Beds ⋅ 2 Baths ⋅ 12734653 MLS ⋅ ACTIVE Status
Welcome to this 3BR/1.1BA plus den refreshed ranch home in Jefferson Park! This residence features 3 bedrooms on the main level and with a full bathroom. The home has been thoughtfully rehabbed to provide a fresh, move-in-ready experience while maintaining its original character. Bright, inviting living spaces flow seamlessly, creating a warm and functional layout ideal for both everyday living and entertaining. The kitchen is bright and has a eat in area for a kitchen table. The lower level is open with a office, half bathroom plus a wet bar area with fridge and sink. A standout feature is the extra tall garage, adding convenience and value with secure parking and additional storage space. Located in a desirable neighborhood, this property falls within the Farnsworth Elementary and Taft High School District, making it an excellent choice for those seeking access to well-regarded local schools. With its combination of space, updates, and location, is a place you'll be proud to call home. Nestled between Elston & Milwaukee Avenue, this location has easy to 90/94 and Metra at Jefferson Park.

5624 N Mango Avenue, Chicago
5700 W Montrose Avenue Unit #1C, Chicago
$182,000
2 Beds ⋅ 1 Baths ⋅ 12733925 MLS ⋅ ACTIVE Status

5700 W Montrose Avenue Unit #1C, Chicago
4431 N Marmora Avenue, Chicago
$665,000
3 Beds ⋅ 3 Baths ⋅ 12732107 MLS ⋅ PRICE CHANGE Status
A classic Chicago bungalow, reimagined for modern living. This beautifully updated 5-bedroom, 3-bath home offers three finished levels and a flexible floor plan with plenty of space to entertain, work from home, host guests, or simply spread out. The main level is bright and welcoming, with spacious living and dining areas flowing into a beautifully finished kitchen featuring waterfall quartz countertops, generous cabinetry, a pantry, and stainless steel appliances. An adjacent bonus room offers added versatility as a home office, breakfast space, playroom, or reading lounge. Two bedrooms and a full bath complete the main level. Upstairs, the second floor becomes a true primary retreat with a spacious bedroom, generous closet space, and a spa-inspired ensuite featuring dual vanities and an oversized walk-in shower with dual rain shower heads. The finished lower level adds another substantial living area, two additional bedrooms, a full bath, and dedicated laundry-ideal for guests, a home gym, office space, or multigenerational living. Important improvements include newer windows and HVAC, a sump pump and drainage system, and a brand-new two-car garage. Located on a residential Portage Park block with convenient access to neighborhood dining, shopping, parks, Metra, the Blue Line, and I-90/94, this thoughtfully renovated bungalow delivers exceptional space, flexibility, and everyday function.

4431 N Marmora Avenue, Chicago
5447 W Lawrence Avenue Unit #203, Chicago
$239,990
2 Beds ⋅ 2 Baths ⋅ 12722050 MLS ⋅ ACTIVE Status
Beautifully refreshed and move-in ready, this bright 2-bedroom, 1.5-bath second-floor condominium enjoys a prime location directly across from Jefferson Park. Freshly painted and enhanced with brand-new carpeting installed in April 2026, the home features a spacious, functional layout with an expansive living room, a separate dining area, and a generously sized eat-in kitchen offering abundant cabinetry, extensive counter space, and room for a breakfast table. Additional updates include central air conditioning (2017), dishwasher (January 2023), and updated toilets and light fixtures (December 2022). Step outside to the private 12' x 5' balcony overlooking Jefferson Park, offering attractive views and an ideal vantage point for neighborhood events, including the annual Jeff Fest. Additional features include flexicore construction, excellent closet space, convenient same-floor storage, and baseboard heat included in the monthly assessment. Building amenities include main-level coin laundry, visitor parking, and one assigned exterior parking space (#12). The low monthly assessment includes heat, cooking gas, water, parking, common insurance, exterior maintenance, lawn care, scavenger service, and snow removal. This well-maintained, predominantly owner-occupied building does not permit rentals and allows one cat. Enjoy immediate access to Jefferson Park's approximately 7 acres of recreational amenities, including tennis and volleyball courts, baseball fields, playgrounds, a fieldhouse with indoor basketball courts, and an outdoor swimming pool. Shopping, restaurants, the library, post office, and the Jefferson Park Transit Center-with CTA Blue Line, Metra, and multiple bus routes-are all nearby, while convenient access to I-90/94 provides an easy commute to O'Hare International Airport and downtown Chicago.

5447 W Lawrence Avenue Unit #203, Chicago
5355 N Melvina Avenue, Chicago
$1,099,000
3 Beds ⋅ 4 Baths ⋅ 12717706 MLS ⋅ ACTIVE Status
Impeccable 4 bedroom, 3.1 bath new construction single-family home on a 30' lot steps from the Metra in Jefferson Park. Spacious extra-wide floor plan with side bay featuring design forward fixtures and finishes. Open concept living/dining area with direct vent gas fireplace, arched niches with open shelving, and beautiful oak hardwood flooring. Chef quality eat-in kitchen perfect for entertaining features stainless Bosch appliance package, oversized peninsula with bar seating, butler pantry, and large walk in pantry. Adjoining family room with ample windows overlooking the backyard. Primary bedroom with vaulted ceiling, two WIC's with custom organizers, and spa like ensuite bath with frameless glass shower, dual sinks, and heated flooring. Two additional bedrooms with vaulted ceilings and custom closet organizers, hall bath with dual sinks, tub, linen closet, and heated flooring, and laundry room with washer/dryer and sink complete the upper level. Finished lower level includes spacious recreation room with wet bar, 4th bedroom, full bath, utilities/second laundry hookup, and LVP flooring throughout. Enclosed backyard with stamped concrete patio and an extra-wide 25' detached two-car garage. Close to restaurants, shopping, public transportation, parks, and other great neighborhoods. Exceptional quality home by top developer in Hitch elementary district. Plans, specs/finishes, and renderings are subject to change at Seller's discretion. Buyer/buyer's broker to verify all details prior to purchase. Buyer's broker must attend all showings and appointments.

5355 N Melvina Avenue, Chicago
5730 W Windsor Avenue, Chicago
$475,000
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
5160 W Sunnyside Avenue, Chicago
$349,900
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
4563 N Merrimac Avenue, Chicago
$519,900
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
5457 W Edmunds Street Unit #GA, Chicago
$199,500
2 Beds ⋅ 1 Baths ⋅ 12651662 MLS ⋅ ACTIVE Status

5457 W Edmunds Street Unit #GA, Chicago
5600 N Mango Avenue, Chicago
$734,900
5 Beds ⋅ 3 Baths ⋅ 12503023 MLS ⋅ ACTIVE Status

5600 N Mango Avenue, Chicago



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