Jefferson Park Homes under $750,000

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Newest Jefferson Park Homes under $750,000

$749,000

4 Beds ⋅ 4 Baths ⋅ 12794119 MLS ⋅ NEW Status

Discover this luxurious, newly renovated single-family home featuring a stunning full second-story addition. This exceptional residence offers a perfect blend of timeless elegance, comfort and functionality. The inviting open-concept living and dining area features a cozy fireplace and beautiful oak hardwood flooring. The eat-in kitchen boasts rich cherry cabinetry and elegant granite countertops. The spectacular primary suite features a vaulted ceiling, two walk-in closets and a spa-inspired bathroom complete with a glass-enclosed shower and jacuzzi tub. The finished basement expands the living space with a spacious recreation room featuring a surround-sound system and wet bar, along with an additional bedroom ideal for guests or home office. Step outside to a professionally landscaped, fenced yard offering an inviting setting for outdoor relaxation and entertaining. Ideally located just minutes from I-90, with convenient access to I-94, public transportation, shopping, restaurants and parks. This home combines upscale living with everyday convenience.

5406 N Melvina Avenue, Chicago

$619,999

6 Beds ⋅ 3 Baths ⋅ 12796977 MLS ⋅ NEW Status

Ready to begin cash flowing? This fully vacant freshly renovated 6 bedroom 3 bathroom 2-Unit building with a finished basement is missing one thing, YOU! Entire building has spacious bedrooms, tons of natural light, updated appliances, recess lights, new flooring, new central heat, new windows, tankless water heaters and everything else you will need. Downstairs unit duplexes into the finished basement giving you a massive 4 bedroom 2 bathroom in law apartment.

4457 N Lamon Avenue, Chicago

$740,000

8 Beds ⋅ 5 Baths ⋅ 12796696 MLS ⋅ NEW Status

OVER $200,000 IN IMPROVEMENTS over the last three years! This is not a flip, just a well-managed and exceptionally improved opportunity in Jefferson Park featuring a legal 2-flat with a finished English garden unit. A rare find! Especially with BOTH upper units offering 3 bedrooms and 1.5 baths. Extensively updated in 2024-2025, this turnkey property delivers the space, condition, and income potential investors and owner-occupants are looking for. Both legal units feature spacious layouts, separate dining rooms, additional kitchen/dining areas, recessed lighting, and beautifully updated kitchens with quartz countertops, stainless steel appliances, and ample cabinetry. Updated bathrooms and modern finishes make these units stand out. The improvements go well beyond cosmetics, including a new roof, windows, gutters, tuckpointing, flooring, kitchens, bathrooms, and an upgraded rooftop deck over the garage-all completed in 2024-2025. Enjoy the benefits of substantial recent investment without the immediate expense of major renovations. The income is already working for you! Unit 1 is leased at $2,650/month, and Unit 2 at $2,400/month, generating $5,050/month or $60,600 annually in current gross rental income. The finished garden unit is currently vacant and offers 2 bedrooms and 1 full bath, presenting additional flexibility for an owner-occupant, extended household, or potential rental income, subject to applicable zoning, permits, and legal occupancy requirements. If approved for rental use, estimated rent of $2,300/month could bring potential gross income to $7,250/month or $87,000 annually. Explore the short-term rental opportunity! AirDNA market data provided by the seller indicates an average daily rate of $116 and 69% occupancy. At those market benchmarks, a qualifying short-term rental could generate approximately $29,200 in gross annual booking revenue for one unit. Combined with the existing leases, the property presents a potential gross revenue opportunity of approximately $89,800 annually, assuming the garden unit is legally approved for short-term rental use and achieves the stated market performance. Actual results will vary, and gross revenue excludes operating expenses. Additional features include rear decks, a rooftop deck over the 2-car garage, shared outdoor space, and coin-operated laundry. Enjoy convenient access to the Kennedy Expressway (I-90/I-94), O'Hare International Airport, and the Jefferson Park transportation hub, with CTA Blue Line and Metra connections. Nearby shopping and everyday conveniences include Jefferson Park Plaza, Gladstone Corners, Mariano's, and Jewel-Osco, along with neighborhood restaurants, cafes, parks, and local businesses.

5759 N Elston Avenue, Chicago

$599,000

4 Beds ⋅ 2 Baths ⋅ 12788756 MLS ⋅ NEW Status

Set on a fenced double lot in Gladstone Park, this corner Dutch Colonial pairs historic character with inviting outdoor spaces. Enjoy the large front porch, sun deck, covered patio, and private, landscaped yard with raised garden beds, raspberry and rose bushes, seasonal flowers, and a shaded hammock area. Inside, the home offers natural light, refinished hardwood floors, a renovated kitchen with soft-close drawers, a primary bedroom with ensuite bath, and a full unfinished basement. The roof and siding were updated in 2015, and the furnace and central air conditioning were installed in 2016 and serviced in September 2026. Additional features include a GE range (2022), Frigidaire dishwasher (2020), and Whirlpool refrigerator (2021). With room to garden and walk around the entire home, easy street parking for guests, and convenient access to the Jefferson Park Blue Line, Metra, expressways, O'Hare, the North Branch River bike path, parks, Whealan Pool Aquatic Center, and restaurants along Milwaukee and Elston, this home offers a distinctive blend of space, charm, and location.

5935 W Thorndale Avenue, 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

$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

$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

$579,000

4 Beds ⋅ 3 Baths ⋅ 12793590 MLS ⋅ ACTIVE Status

Beautiful, Legal Brick 2 Flat in the heart of Jefferson Park. Excellent building includes top floor unit 2 Bed 1 Bath. First floor unit 2 Bed 1 Bath. Bright open units each equipped with private rear porches. Pictures only reflect second floor unit but first floor is even bigger and more updated. Long time owner, solid and well maintained building. In-law arrangement with additional Bed and Bath. Excellent locations, located on a quiet street close to restaurants, shopping, parks, schools, train and highway! This home has it all! Don't miss out! HURRY!!

4923 N Mason 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

$579,000

4 Beds ⋅ 3 Baths ⋅ 12791975 MLS ⋅ ACTIVE Status

Excellent opportunity to own this well-maintained brick 2-flat with a non-conforming 3rd unit in the basement. All units have 2 bedrooms & 1 bath! This property offers spacious layouts, good floor plans, quality updates, & excellent income potential! Special unit feature on 1sr floor include: Hardwood floors, pantry, central air & a spacious deck overlooking the yard; 2nd floor has hardwood floors, central air, spacious pantry, and a lovely enclosed porch. Additionally there are thermopane windows throughout the bldg, a nice fully fenced yard, and a large 2 & 1/2-car garage with room for lawn equipment & a workbench. Front hallway freshly painted! Entire 1st floor and basement apartments painted last summer. Major improvements include a roof in 2019 and most mechanicals recently replaced. Both hot water heaters in 2022 & 2025; 1st-floor furnace in 2022; & 1st-floor A/C in 2018. All this situated on an oversized 37' x 125' lot! Prussing School K-8 at the corner! Lovely Neighborhood Location!

5839 W Eastwood Avenue, Chicago

$440,000

3 Beds ⋅ 2 Baths ⋅ 12786564 MLS ⋅ ACTIVE Status

5007 W Argyle Street, Chicago

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Jefferson Park Homes under $750,000

Newest Jefferson Park Homes under $750,000

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