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5312 W Windsor Avenue Unit #2W, Chicago
$235,000
2 Beds ⋅ 1 Baths ⋅ 12796140 MLS ⋅ NEW Status
Bright, move-in ready, and investor-friendly! This second-floor 2-bedroom, 1-bath condo offers desirable southern exposure, an open layout, fresh paint, and brand-new carpeting throughout. Natural light fills the spacious living room, which opens to a large private balcony-perfect for relaxing or enjoying your morning coffee. The kitchen offers plenty of cabinet space and ceramic tile flooring, while the generously sized primary bedroom features two double-door closets for excellent storage. Additional conveniences include an interior storage unit, separate bike storage shed, and laundry within the building. An amazing park located just behind the building provides even more outdoor space to enjoy. Situated on a quiet residential street with convenient access to Wilson Park, Jefferson Park, Portage Park, the Jefferson Park Library, Metra, CTA Blue Line, shopping, dining, and major transportation routes. If you're looking for a place to call home, this well-located, investor-friendly condo is ready for its next owner!

5312 W Windsor Avenue Unit #2W, Chicago

5533 W Higgins Avenue Unit #304, Chicago
$365,000
2 Beds ⋅ 2 Baths ⋅ 12795746 MLS ⋅ NEW Status
Elegant, beautifully updated, and move-in ready! Welcome to this stunning 2-bedroom, 2-bathroom condo located on the third floor of a meticulously maintained, all-brick elevator building in the highly desirable Jefferson Park neighborhood. This spacious and beautifully appointed residence offers the perfect combination of style, comfort, and convenience. Freshly painted throughout, the unit features open-concept kitchen with abundant cabinetry, elegant granite countertops, a stylish backsplash, a center island, and newer stainless steel appliances. Recessed lighting throughout the kitchen, living room, and hallway adds warmth and brightness to the inviting interior. The sun-filled living room showcases hardwood flooring, elegant crown molding, and direct access to a private balcony-perfect for relaxing and unwinding.The generously sized primary suite is a true retreat, featuring spacious closets, custom built-in storage cabinetry, and a beautifully renovated private bathroom with a separate shower and double vanity. The second full bathroom has also been tastefully updated. Exceptional storage and parking truly set this condo apart! Enjoy the convenience of in-unit laundry, an impressive private garage space enclosed by walls, an additional assigned outdoor parking space, and an oversized private storage room offering incredible organizational possibilities. Ideally situated in a fantastic Jefferson Park location, just minutes from public transportation, including buses and trains, as well as shopping, restaurants, and everyday conveniences. Beautifully updated, exceptionally maintained, and offering so much more than the average condo-this is a rare opportunity you don't want to miss! Schedule your private showing today and prepare to be impressed!

5533 W Higgins Avenue Unit #304, Chicago

4818 N Menard Avenue, Chicago
$459,000
3 Beds ⋅ 3 Baths ⋅ 12795042 MLS ⋅ NEW Status
Welcome to 4818 N Menard, a 4 bedroom, 3 bath home on three levels in the heart of Jefferson Park, one of the Northwest Side's most convenient and welcoming neighborhoods. Set on a rare double lot, the property offers extra space you can actually use: a deck and big backyard made for weekend barbecues, with room for kids and pets to play, plus a roomy shed for additional storage. Inside, the traditional layout features a front sitting area, living room, and separate dining room, along with a spacious kitchen and a wood-paneled family room for extra gathering space. Three bedrooms upstairs have character, with sloped ceilings and distinct layouts. The finished basement offers additional living space, with its own kitchen, bedroom, bath, and separate entrance, giving the home two kitchens and a setup that's ready to work as an in-law suite, guest quarters, or space for extended family. The Jefferson Park transit center (Blue Line and Metra) and the expressway are close by, along with local restaurants, shops, and parks. Ready for your personal touch, this is a great place to settle in and grow.

4818 N Menard Avenue, Chicago

5337 N Linder Avenue, Chicago
$409,900
4 Beds ⋅ 2 Baths ⋅ 12794362 MLS ⋅ NEW Status
Welcome to this spacious 4-bedroom, 2-bathroom home offering 1,829 square feet of comfortable living space in a convenient Chicago location. Located within walking distance to the elementary school, this home is perfect for buyers looking for space, convenience, and opportunity. The home features first-floor laundry, radiant heat, attic storage, and a 2-car detached garage. Hardwood floors are located beneath the existing flooring, offering the potential to uncover and showcase their original character. Window A/C units are available for cooling, and the home warranty provides an added layer of peace of mind. With four bedrooms, two full bathrooms, great storage, and a detached garage, this home offers plenty of room to make it your own. Offered As-Is, this is a wonderful opportunity for a buyer looking to add their personal touches and create a home that fits their lifestyle.

5337 N Linder Avenue, Chicago

4825 N Meade Avenue, Chicago
$449,900
4 Beds ⋅ 2 Baths ⋅ 12791701 MLS ⋅ ACTIVE Status
Classic brick architecture and timeless character define this Chicago two-unit property, offering an appealing opportunity for homeowners and investors alike. The spacious interiors feature generous living areas, large windows that welcome natural light, and original wood trim that adds warmth and charm throughout. Both units offer functional kitchens with ample cabinetry, comfortable bedrooms, and flexible living spaces ready for personal touches. The upper-level unit features distinctive ceiling lines and inviting rooms, while the full basement provides additional storage and possibilities for future use. A detached two-car garage adds everyday convenience. With its traditional architectural details and versatile layout, this property offers excellent potential for those looking to customize or invest. Conveniently located in the Jefferson Park area near neighborhood parks, shopping, dining, schools, public transportation, and major roadways, with access to Metra and CTA connections throughout Chicago and surrounding communities.

4825 N Meade Avenue, Chicago

6300 W Montrose Avenue Unit #205, Chicago
$359,900
2 Beds ⋅ 2 Baths ⋅ 12788369 MLS ⋅ ACTIVE Status
GREAT LOCATION! BEAUTIFULLY UPDATED 2-BEDROOM, 2-BATHROOM CONDO! Don't miss this fantastic opportunity to own a spacious, move-in-ready condo in a convenient location! This recently updated unit features 2 generously sized bedrooms, 2 full bathrooms, in-unit laundry with a brand-new washer and dryer, and a private 1-car garage included! Major improvements include a repaired HVAC system and roof, along with brand-new flooring throughout and fresh paint. Want to make it your own? The unit can be repainted to match your personal style! Enjoy a well-maintained kitchen featuring beautiful white cabinets and stainless steel appliances, offering both style and functionality. An elevator provides convenient access to the second floor. Excellent location! Conveniently situated near schools, shopping centers, and public transportation, making everyday living easy and accessible.

6300 W Montrose Avenue Unit #205, Chicago

5470 W Higgins Avenue Unit #2E, Chicago
$220,000
2 Beds ⋅ 1 Baths ⋅ 12787903 MLS ⋅ RE-ACTIVATED Status
Location!! Nestled in the heart of Jefferson Park, this extremely well kept 2-bedroom 1 bathroom. Balcony overlooking Jefferson Park provides abundant natural light in the living room. The floor plan flows nicely providing comfortable living and plenty of storage space. The original kitchen has charm and character as well functionality with a newer dishwasher '24. The entire buildings windows and patio doors were replaced a couple years ago and 10-year warranty is transferable. Dishwasher, Fresh Paint, New radiator covers '24, Luna carpet, Bathroom-tub reglazed, caulked and regrouted, 3-day blinds throughout '25. Commuters dream, 1/2 block from Jefferson Park transit terminal (many bus routes, blue line, Metra) plenty of dining options as well. This is a must-see location and unit! NO SHORT-TERM RENTALS, lease of 1 year or more for rentals. Building is currently completely owner occupied and is in great shape as all costly repairs have been done recently.

5470 W Higgins Avenue Unit #2E, Chicago

5245 W Carmen Avenue, Chicago
$429,900
4 Beds ⋅ 3 Baths ⋅ 12787151 MLS ⋅ ACTIVE Status
Spacious Jefferson Park 4+ Bedroom, 3 Bath Dutch Colonial nestled on a lovely tree-lined block. Much exterior work, including the siding, roof, gutters and windows, was done in 2013. Three levels of living space. First floor offers an inviting living room, a formal dining room, an updated eat-in kitchen, two bedrooms, a full bath, and an enclosed porch. Second level has room for extended family with another large living room, kitchen, two bedrooms, a full bath, and a finished enclosed porch. Lower level includes a recreation room, a fifth bedroom or home office area, and a full bath. 2 Car Garage conveyed as-is. Wonderful location, nearby Metra, Jefferson Park Blue Line, Beaubien school, and convenient access to Edens and Kennedy expressways. Much potential here! Property conveyed as-is. Zoned single family RS-3; the seller nor the broker makes any representation as to the legality of improvements.

5245 W Carmen Avenue, Chicago

5650 N Mason Avenue, Chicago
$470,000
3 Beds ⋅ 3 Baths ⋅ 12771633 MLS ⋅ ACTIVE Status
Welcome home to this wonderful Queen Anne brick bungalow in Chicago's desirable Jefferson Park neighborhood. Offering 5 bedrooms, 3 full baths, and a 3-car garage, this spacious home provides flexible living space for a variety of needs. The main level features beautiful hardwood floors, a welcoming living room, formal dining room, one bedroom, and a remodeled kitchen with granite countertops and stainless steel appliances. The second floor offers 2 additional bedrooms. The finished basement includes 2 more bedrooms, a second full kitchen, laundry area, and excellent potential for an in-law arrangement, extended-family living, or additional recreational space. Additional highlights include a newer gas forced-air furnace, newer central air-conditioning condenser, a newer wood deck, and a generous 3-car garage. The location is hard to beat-just two blocks from Metra, with convenient access to I-90 and I-94, and only minutes from O'Hare Airport and Rosemont. Enjoy the convenience of city living with easy access to everything Chicago and the surrounding suburbs have to offer.

5650 N Mason Avenue, Chicago

5505 N Nagle Avenue, Chicago
$454,000
2 Beds ⋅ 2 Baths ⋅ 12743399 MLS ⋅ PRICE CHANGE Status
Charming and efficient single-family home in the heart of Chicago's desirable Jefferson Park/Norwood Park neighborhood! This detached 3-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

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

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

5718 N Parkside Avenue, Chicago
$450,000
3 Beds ⋅ 2 Baths ⋅ 12664773 MLS ⋅ ACTIVE Status
Beautifully Updated 3-Bedroom Home in Jefferson Park Welcome to this spacious and well-maintained 3-bedroom, 2-bath home in the desirable Jefferson Park neighborhood. The main level features new luxury vinyl flooring and a refreshed kitchen, creating a warm and inviting space for everyday living and entertaining. Upstairs, you'll find a private and generously sized primary suite with a unique layout, hardwood flooring, and its own en-suite bathroom, offering comfort and privacy. The finished basement provides additional living space that can easily serve as a family room, recreation room, home office, or whatever best suits your lifestyle. Outside, enjoy a nicely fenced backyard and a detached 2-car garage. Conveniently located near public transportation, restaurants, shopping, and major highways, this home offers easy access to downtown Chicago-just a 30-minute drive away. Don't miss the opportunity to make this versatile and charming home your own!

5718 N Parkside Avenue, Chicago



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