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5418 W Windsor Avenue Unit #G, Chicago
$225,000
2 Beds ⋅ 1 Baths ⋅ 12804017 MLS ⋅ NEW Status
CONVENIENT JEFFERSON PARK LOCATION! BEAUTIFULLY UPDATED 2-BEDROOM, 1-BATH GARDEN UNIT, BRIGHT, MOVE-IN READY AND INVESTOR FRIENDLY, OFFERS AN OPEN LAYOUT, NEWER SS-APPLIANCES, BRAND NEW HVAC SYSTEM, WASHER/DRYER IN-UNIT, RECESSED LIGHTS, FIREPLACE, WOOD LAMINATE FLOORS T/O, INDOOR STORAGE. THE KITCHEN OFFERS PLENTY OF CABINETS, GRANITE COUNTERTOPS AND CERAMIC FLOOR, WHILE THE GENEROUSLY SIZED PRIMARY BEDROOM FEATURES TWO CLOSETS. VINTAGE COURTYARD BUILDING WITH LARGE COMMUNAL BACK YARD WITH COVERED PATIO AND PERGOLA GREAT FOR HANGING OUT OR ENJOYING A MEAL OUTSIDE. ONE PARKING SPACE INCLUDED. UNBETABLE LOCATION JUST MINUTES FROM THE JEFFERSON PARK METRA AND CTA TRANSIT HUB, QUICK ACCESS TO I-90/94, DOWNTOWN CHICAGO, O'HARE, SHOPPING, RESTAURANT, PARKS, LIBRARY AND NEIGHBORHOOD FAVORITIES. THERE IS NOTHING LEFT TO DO BUT MOVE IN AND ENJOY!

5418 W Windsor Avenue Unit #G, Chicago

5307 N Luna Avenue, Chicago
$439,900
3 Beds ⋅ 2 Baths ⋅ 12803048 MLS ⋅ NEW Status
This classic brick two-unit property offers a great opportunity for investors or owner-occupants looking for flexible living arrangements in Chicago's Jefferson Park neighborhood. Featuring a total of 3 bedrooms and 2 bathrooms, the property offers comfortable living spaces with hardwood flooring, plenty of natural light, and room to add your personal touches. The kitchens provide practical layouts with cabinet space, while the full basement offers additional storage and possibilities for future use. A covered front porch adds character to the home, and the backyard provides outdoor space to enjoy. A detached two-car garage offers convenient parking and additional storage. With its traditional charm and potential for improvements, this property presents an appealing investment opportunity. Conveniently located near neighborhood parks, schools, shopping, dining, public transportation, and major roadways.

5307 N Luna Avenue, Chicago

5730 N Menard Avenue, Chicago
$729,000
6 Beds ⋅ 3 Baths ⋅ 12796153 MLS ⋅ NEW Status
Welcome to this well-maintained, mid-century brick two-flat in the charming Gladstone Park neighborhood! Situated on a unique lot along a quiet, tree-lined street, this property offers an oversized fenced backyard, beautiful landscaping, and an incredible opportunity for owner-occupants or investors alike. Lovingly cared for by only its second owners, the building features two spacious units, a finished lower level, generous outdoor space, and numerous updates throughout. Unit 1 offers 2 bedrooms and 2 full bathrooms, duplexed down to a beautifully finished basement completed in 2016. The main level features hardwood floors throughout, an eat-in kitchen updated in 2012 with Brookhaven soft-close cabinetry, stainless steel appliances, and a stylish backsplash, along with Brookhaven cabinetry in the main-level bathroom. The expansive finished lower level provides incredible additional living and entertaining space with taller ceilings, recessed lighting, a second full bathroom, and laundry hookups. Unit 2 offers 3 bedrooms and 1 full bathroom, a spacious eat-in kitchen with a new oven (2025), in-unit stackable washer and dryer, and hardwood floors beneath the newer carpeting. Both units enjoy access to the rear covered porches overlooking the spacious backyard. Major improvements include a new building roof (2025), garage roof (2018), replacement of the majority of windows, three newer rear doors, updated copper plumbing, 200-amp electrical panels, sewer flood control system with outdoor cleanout and sump pump, and tuckpointing completed in 2011. Additional highlights include a detached two-car brick garage with a new garage door opener (2025), professionally landscaped front yard, and plenty of street parking. The location is just as appealing! Nestled in a peaceful pocket of Gladstone Park near Jefferson Park, this home is just one block from the Cook County Forest Preserves and scenic bike trails, with neighborhood parks, schools, restaurants, and shops nearby. Convenient access to Metra, the Jefferson Park Blue Line, and major expressways makes getting around the city a breeze. A wonderful opportunity to own a thoughtfully maintained two-flat with flexible living space, fantastic outdoor areas, and a great neighborhood setting!

5730 N Menard Avenue, Chicago

5605 N Miltimore Avenue Unit #GS, Chicago
$389,990
2 Beds ⋅ 2 Baths ⋅ 12798497 MLS ⋅ NEW Status ⋅ Jefferson Park Place BLDG.
Move right into this fully remodeled 2 bed, 2 bath ground-floor condo in Jefferson Park. The brand-new kitchen features new cabinets, counters, backsplash and stainless steel appliances, and both bathrooms have been completely redone. 10-foot ceilings and hardwood floors throughout. The bright family room has a gas fireplace and opens to a private covered brick patio. The primary suite has his-and-hers closets and a full ensuite bath. In-unit laundry, custom organized closets and new LED can lighting. Self-managed HOA includes water, landscaping, snow removal, common insurance and scavenger. Exterior parking space included, with easy street parking for guests. Pet friendly. Near Hitch Elementary and Taft High, shopping, Metra and the Blue Line.

5605 N Miltimore Avenue Unit #GS, Chicago

4903 N Moody Avenue, Chicago
$669,000
3 Beds ⋅ 3 Baths ⋅ 12801862 MLS ⋅ ACTIVE Status
Completely rehabbed all-brick English Tudor in beautiful Jefferson Park, perfectly set on an extra-wide 30 x 123' lot with a spacious backyard and oversized deck ideal for entertaining. This thoughtfully redesigned home blends classic character with modern efficiency and upscale finishes throughout. Featuring 4 bedrooms (2 upper level, 1 main, 1 lower), each with custom closet organizers, and 3 full baths showcasing designer tile work. The stunning chef's kitchen boasts a 7-foot island with waterfall edges, full quartz backsplash, and sleek finishes. The second floor addition includes a new dormer creating a private primary suite with a brand-new full bath. The finished lower level offers all tile flooring, a large laundry/mudroom, and a welcoming family room with fireplace and wet bar-perfect for relaxing or hosting. Major mechanical upgrades include all new high-efficiency HVAC, 200-amp electrical service, tankless water heater, new plumbing, new windows, new roof, LED can lighting, and all new fixtures, doors, trim, and ceiling fans. Enjoy indoor-outdoor living with double-door walkout access to the extra-large deck and fully fenced yard. The 2.5-car garage is EV-ready with a dedicated panel. Energy efficiency is maximized with fiberglass and spray foam insulation, plus spray-foam-insulated drain lines for sound reduction. Move-in ready with quality craftsmanship, thoughtful upgrades, and timeless curb appeal in a sought-after location. See this beautiful home you will not be disappointed

4903 N Moody Avenue, Chicago

6300 W Montrose Avenue Unit #205, Chicago
$339,000
2 Beds ⋅ 2 Baths ⋅ 12800374 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

5720 N Manton Avenue, Chicago
$664,000
4 Beds ⋅ 2 Baths ⋅ 12800090 MLS ⋅ ACTIVE Status
Spacious historic Chicago bungalow set on an oversized lot along a beautiful tree-lined street, blending timeless architectural character with generous living space and an exceptional outdoor setting. The sun-filled main level showcases gorgeous oak hardwood floors, rich original wood trim and baseboards, an inviting living room, separate formal dining room, and a full bathroom conveniently located on the first floor. The second level offers two generously sized bedrooms and a versatile sitting area, complemented by brand-new carpeting. The full finished basement significantly expands the living space with two additional bedrooms, a recreation room with brand-new carpet, full bathroom, laundry room, and cedar closet. A flood-control system has also been installed for added peace of mind. Outdoors, enjoy a fully fenced yard with a stone patio-ideal for entertaining, relaxing, and summer gatherings. A rare extra 45 x 125 lot provides remarkable additional space for gardening, recreation, or creating a private outdoor retreat. A complete roof tear-off and replacement was completed just a few years ago. Ideally located near Caldwell Woods, the North Branch Trail, Indian Road Park, forest preserves, golf courses, Metra, shopping, dining, and everyday conveniences. A distinctive Chicago bungalow offering historic charm, beautiful original woodwork, flexible living space, and an unusually generous property.

5720 N Manton Avenue, Chicago

5839 W Eastwood Avenue, Chicago
$579,000
4 Beds ⋅ 3 Baths ⋅ 12798459 MLS ⋅ ACTIVE Status
Excellent opportunity to own this well-loved brick 2-flat with a non-conforming 3rd unit in the basement. All units have 2 bedrooms & 1 bath! This property offers spacious layouts, nice floor plans, quality updates, & excellent income potential! Special unit feature on 1sr floor include: Hardwood floors, pantry, central air & a spacious freshly painted deck overlooking the lovely 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 plenty of room for a workbench, bikes & lawn/snow equipment. Front hallway freshly painted! Entire 1st floor and basement apartments painted last year. Major improvements include a roof (2nd layer) 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. This well cared for building is situated on a fully fenced oversized 37' x 125' lot! Prussing School K-8 at the corner! Lovely Neighborhood Location!

5839 W Eastwood Avenue, Chicago

5548 N Major Avenue, Chicago
$689,000
4 Beds ⋅ 2 Baths ⋅ 12798118 MLS ⋅ ACTIVE Status
Welcome to 5548 N. Major Avenue, located in the heart of Chicago's Jefferson Park neighborhood! This well-maintained two-flat building offers excellent flexibility for owner-occupants, investors, or multi-generational living. Both units feature new flooring throughout, while the second-floor unit shines with a newly remodeled kitchen and bathroom. The bedrooms are sizable, and ample closet space is found throughout, featuring additional coat closets, pantry, and linen closets. Each unit includes individual central air conditioning and gas forced heat. The property also features a basement ready to be finished, offering endless possibilities for an additional in-law suite or duplex-down expansion. Major improvements include new electric service to the building, new water heater, a roof approximately 5 years old, newer windows, and a completely rebuilt garage featuring an impressive 12-foot ceiling and a brand-new rooftop deck above the garage. Enjoy the outdoor space with a charming brick patio in the rear yard, perfect for entertaining or relaxing. With significant updates already completed and tremendous potential to add even more value, this property is a fantastic opportunity to own a versatile two-flat in Chicago!

5548 N Major Avenue, Chicago

5700 W Montrose Avenue Unit #3D, Chicago
$220,000
2 Beds ⋅ 1 Baths ⋅ 12798408 MLS ⋅ ACTIVE Status
Beautifully remodeled top-floor 2-bedroom, 1-bath condo offering move-in-ready living! This inviting home features refinished hardwood floors, freshly painted walls, and an abundance of natural light. Enjoy the updated kitchen with quartz countertops and brand-new stainless-steel appliances, along with a refreshed bathroom. Additional highlights include an assigned parking space, a gated and fenced front yard, and a pet-friendly building. Perfect for owner-occupants or investors alike, this property offers comfort, convenience, and plenty of potential. Don't miss this great opportunity to own a beautifully updated home in Chicago! Located near shopping, restaurants, public transportation and everyday amenities.

5700 W Montrose Avenue Unit #3D, Chicago

5406 N Melvina Avenue, Chicago
$749,000
4 Beds ⋅ 4 Baths ⋅ 12794119 MLS ⋅ ACTIVE 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

5935 W Thorndale Avenue, Chicago
$599,000
4 Beds ⋅ 2 Baths ⋅ 12788756 MLS ⋅ ACTIVE 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

5312 W Windsor Avenue Unit #2W, Chicago
$235,000
2 Beds ⋅ 1 Baths ⋅ 12796140 MLS ⋅ ACTIVE 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

4818 N Menard Avenue, Chicago
$459,000
3 Beds ⋅ 3 Baths ⋅ 12795042 MLS ⋅ ACTIVE 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

5722 W Grover Street, Chicago
$649,900
3 Beds ⋅ 3 Baths ⋅ 12790951 MLS ⋅ ACTIVE Status
Extraordinary Jefferson Park 4-bedroom, 3-bathroom home showcasing extensive renovations and thoughtful custom design throughout. This property has been significantly upgraded, including new framing, insulation, drywall, windows, doors, trim, and a brand-new HVAC system. The main level welcomes you with soaring ceilings and a beautiful bay window that fills the living room with natural light. The sun-drenched living and dining area features white oak hardwood flooring in a seamless open-concept layout. The gourmet kitchen is a chef's dream, complete with two-toned shaker cabinetry, quartz countertops, gold hardware, a Kohler faucet, and premium LG stainless steel appliances - blending function and style. A bedroom and full bath complete the main floor. Upstairs, the private primary suite offers custom closets and a beautifully designed spa bath with a walk-in shower, double vanity, along with a second bedroom ideal for a nursery or kids' room. The finished lower level offers a spacious family room with wet bar and beverage fridge, a fourth bedroom, a full bath, a laundry area with GE washer and dryer, and generous storage. Additional upgrades include recessed lighting, updated gutters and soffits, front and rear porches, and CAT6 wiring for modern connectivity. Ideally located within walking distance of the Jefferson Park Blue Line and Metra stations, I-90/94, parks, restaurants, and more.

5722 W Grover Street, Chicago

5122 N Lotus Avenue, Chicago
$670,000
6 Beds ⋅ 3 Baths ⋅ 12787200 MLS ⋅ ACTIVE Status
Wonderful Opportunity in the Heart of Jefferson Park! Discover the possibilities with this charming 2-flat situated on an oversized lot along a beautiful, tree-lined street in one of Chicago's sought-after Northwest Side neighborhoods. Whether you're an investor looking to expand your portfolio or an owner-occupant hoping to live in one unit while generating rental income from the other, this property offers flexibility and exciting potential. The generous lot provides additional outdoor space and opportunities to create your own backyard retreat. Enjoy the charm of an established neighborhood while being just moments away from everything you need. The location is truly a highlight! Conveniently situated near neighborhood parks, shopping, restaurants, Jewel-Osco, the CTA Blue Line, Metra, and I-90, with easy access to O'Hare International Airport. With its desirable location, oversized lot, and investment potential, this property is a wonderful opportunity to bring your vision to life and make it your own. Schedule your showings today!

5122 N Lotus Avenue, Chicago

5377 N Magnet Avenue, Chicago
$549,900
4 Beds ⋅ 2 Baths ⋅ 12785670 MLS ⋅ ACTIVE Status
Charming Gladstone Park two-flat situated on a desirable corner lot directly across from Gladstone Park! This well-maintained property features two updated units with separate utilities, refreshed kitchens, tile baths, and refinished hardwood floors. The first-floor unit offers an inviting open living space, forced-air heat, and central air conditioning, while the second-floor unit features gas hot water heat and a wall-mounted AC unit. Enjoy a spacious front porch, a lovely yard, and a two-car garage with a covered patio. Conveniently located within walking distance of the Blue Line and Metra, offering easy access to downtown Chicago. A fantastic opportunity for investors or owner-occupants in a great neighborhood! Additional income: $250/month for garage and approx $50/mo for laundry.

5377 N Magnet Avenue, Chicago

5334 N Lovejoy Avenue, Chicago
$583,000
4 Beds ⋅ 2 Baths ⋅ 12779923 MLS ⋅ ACTIVE Status
Classic Chicago two-flat offering a great combination of vintage character, spacious floor plans, and income potential. Each unit features 2 bedrooms, 1 full bath, a separate living room and dining room, kitchen, and enclosed sunroom, providing generous living space and flexible room configurations. The property retains attractive original details, including hardwood floors, substantial wood trim and doors, and a distinctive stained-glass window. Large windows provide excellent natural light throughout both units. The kitchens offer ample cabinet and counter space, while the bathrooms are functional and well maintained. The full unfinished basement provides extensive storage, laundry facilities, mechanicals, and additional possibilities for the new owner. A detached two-car garage is another significant benefit-especially for a Chicago two-flat. This property provides flexibility for an owner-occupant, extended-family arrangement, or investor. Live in one unit while generating rental income from the other, or maintain both apartments as rental units. With two well-proportioned apartments, separate living and dining spaces, sunrooms, a full basement, and a two-car garage, this is a versatile property with plenty of potential. Outstanding Jefferson Park location! Enjoy the convenience of a highly walkable neighborhood with shopping, restaurants, parks and everyday amenities nearby. Excellent transportation options include nearby CTA bus service plus convenient access to the Jefferson Park Transportation Center offering CTA Blue Line, Metra and Pace service, providing easy connections to downtown Chicago, O'Hare and the northwest suburbs. Commuters will also appreciate convenient access to the Kennedy and Edens Expressways. Outdoor recreation is plentiful, with neighborhood parks, Caldwell Woods, LaBagh Woods and other forest-preserve areas nearby. This location offers an appealing combination of a residential neighborhood setting with outstanding access to transportation and city amenities. Property Highlights: Two units * 2 bedrooms/1 bath per unit * Separate living and dining rooms * Kitchen in each unit * Enclosed sunroom in each unit * Hardwood floors and vintage woodwork * Full unfinished basement * Laundry area * Detached 2-car garage * Excellent natural light. SOLD AS IS.

5334 N Lovejoy Avenue, Chicago

6051 N Marmora Avenue, Chicago
$599,000
4 Beds ⋅ 4 Baths ⋅ 12778327 MLS ⋅ ACTIVE Status
This is your chance to own one of the most beautiful houses on the NW side on a block that hosts block parties, October Fests, Easter egg hunts, holiday parties, and more! Full of character and natural light, this home features beautiful hardwood floors, fresh paint, and a huge primary suite with a walk-in closet, and beautifully renovated private bathroom. The kitchen has been updated and flows seamlessly into a dining area that could one day be part of an even larger kitchen. The finished basement has a wet bar, fully renovated bathroom, and flex space. Major updates include a new roof and front porch in 2023, furnace in 2021, AC in 2024, water heater in 2021, dishwasher in 2026, and garbage disposal in 2023.

6051 N Marmora Avenue, Chicago

5650 N Mason Avenue, Chicago
$454,900
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. Property being sold 'as is'

5650 N Mason Avenue, Chicago



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