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3 Beds ⋅ 2 Baths ⋅ 12638398 MLS ⋅ CLOSED Status

5136 W Winona Street, Chicago

Welcome home to 5318-20 N Lovejoy. This lovingly cared for single family home on a double lot, boasts five bedrooms and three full baths. The finished one bedroom lower level offers a full kitchen and bath and is a perfect retreat, in-law or guest suite. The third floor offers three spacious bedrooms, two of which offer enormous walk in closets. The first floor is drenched in sunlight, with another bedroom that could also serve as an amazing home office. The inviting living room and dining room is a perfect setting for all of your holidays. A beautiful updated kitchen sits at the heart of this home, with a built in island and an area perfect for a breakfast nook, the kitchen is truly a stand out area of this property. Step outside to your incredible side yard, perfect for gardeners, summer bbqs, dog lovers, or a family with kids. Featuring a deck, shed, stone patio, the back and side yard is a perfect oasis in the city. Imagine the parties and get togethers! A two car garage and separate parking pad offers space for a total of five cars. The homeowner has maintained the property with utmost care and thoughtfulness of the next owner. A complete roof tear off and replacement early 2026. HVAC and Instant Hot Water system installed approximately two years ago. A quick walk to the Metra or the El, taking you downtown or the the airport. Easy proximity to the expressway, shopping and restaurants. There isn't a better named street to begin your next chapter than LOVEJOY !

5 Beds ⋅ 3 Baths ⋅ 12645933 MLS ⋅ CLOSED Status

Welcome home to 5318-20 N Lovejoy. This lovingly cared for single family home on a double lot, boasts five bedrooms and three full baths. The finished one bedroom lower level offers a full kitchen and bath and is a perfect retreat, in-law or guest suite. The third floor offers three spacious bedrooms, two of which offer enormous walk in closets. The first floor is drenched in sunlight, with another bedroom that could also serve as an amazing home office. The inviting living room and dining room is a perfect setting for all of your holidays. A beautiful updated kitchen sits at the heart of this home, with a built in island and an area perfect for a breakfast nook, the kitchen is truly a stand out area of this property. Step outside to your incredible side yard, perfect for gardeners, summer bbqs, dog lovers, or a family with kids. Featuring a deck, shed, stone patio, the back and side yard is a perfect oasis in the city. Imagine the parties and get togethers! A two car garage and separate parking pad offers space for a total of five cars. The homeowner has maintained the property with utmost care and thoughtfulness of the next owner. A complete roof tear off and replacement early 2026. HVAC and Instant Hot Water system installed approximately two years ago. A quick walk to the Metra or the El, taking you downtown or the the airport. Easy proximity to the expressway, shopping and restaurants. There isn't a better named street to begin your next chapter than LOVEJOY !

5320 N Lovejoy Avenue, Chicago

$530,000

Welcome to this beautifully updated home where modern finishes, thoughtful design, and inviting living spaces come together seamlessly. From the moment you arrive, the striking curb appeal sets the tone with newer exterior finishes, a welcoming front porch with seating space, and meticulously maintained landscaping. Inside, you'll find a warm and stylish living room highlighted by bay windows, bamboo flooring, recessed lighting, high ceilings, and a sleek fireplace feature wall that creates the perfect focal point. The heart of the home is the stunning open-concept kitchen and dining area, designed for both everyday living and entertaining. Featuring custom cabinetry, quartz countertops, stainless steel appliances made up of a double oven and high end Bosch refrigerator, oversized islands with seating, built-in drawer microwave, plenty of cabinet storage and abundant prep space; this kitchen is truly a standout, almost completely updated just last year. The remodeled main floor bathroom features a new tub and vanity, shiplap and Kohler finishes. The upper level also offers exceptional ceiling height, a full bathroom with updated fixtures, and a primary bedroom that feels like a private retreat with its generous footprint and plentiful closet space. The expansive layout of this home is felt in the abundance of natural light creating an ideal gathering space everyday, and on special occasions. The unfinished basement is exceptionally clean and well maintained, featuring convenient backyard access and versatile space ideal for storage, or future finishing possibilities. The backyard is sure to be your own private outdoor retreat featuring a gazebo covered entertainment area complete with lighting, mounted outdoor tv cabinet, and plenty of room to relax or host summer get-togethers. The fully fenced yard and detached garage complete this outdoor space beautifully. All in all, this is a well maintained, move-in ready property that blends modern updates with comfort and functionality and is wrapped in an eye-catching package. Be sure to check out the feature sheet. Close to Jefferson Park Transportation Hub, the Kennedy Expressway, O'Hare airport, shopping, schools, and neighborhood parks.

4 Beds ⋅ 2 Baths ⋅ 12644600 MLS ⋅ CLOSED Status

Welcome to this beautifully updated home where modern finishes, thoughtful design, and inviting living spaces come together seamlessly. From the moment you arrive, the striking curb appeal sets the tone with newer exterior finishes, a welcoming front porch with seating space, and meticulously maintained landscaping. Inside, you'll find a warm and stylish living room highlighted by bay windows, bamboo flooring, recessed lighting, high ceilings, and a sleek fireplace feature wall that creates the perfect focal point. The heart of the home is the stunning open-concept kitchen and dining area, designed for both everyday living and entertaining. Featuring custom cabinetry, quartz countertops, stainless steel appliances made up of a double oven and high end Bosch refrigerator, oversized islands with seating, built-in drawer microwave, plenty of cabinet storage and abundant prep space; this kitchen is truly a standout, almost completely updated just last year. The remodeled main floor bathroom features a new tub and vanity, shiplap and Kohler finishes. The upper level also offers exceptional ceiling height, a full bathroom with updated fixtures, and a primary bedroom that feels like a private retreat with its generous footprint and plentiful closet space. The expansive layout of this home is felt in the abundance of natural light creating an ideal gathering space everyday, and on special occasions. The unfinished basement is exceptionally clean and well maintained, featuring convenient backyard access and versatile space ideal for storage, or future finishing possibilities. The backyard is sure to be your own private outdoor retreat featuring a gazebo covered entertainment area complete with lighting, mounted outdoor tv cabinet, and plenty of room to relax or host summer get-togethers. The fully fenced yard and detached garage complete this outdoor space beautifully. All in all, this is a well maintained, move-in ready property that blends modern updates with comfort and functionality and is wrapped in an eye-catching package. Be sure to check out the feature sheet. Close to Jefferson Park Transportation Hub, the Kennedy Expressway, O'Hare airport, shopping, schools, and neighborhood parks.

5831 W Leland Avenue, Chicago

$1,060,849

One of two impeccable 4 bedroom, 3.1 bath new construction single-family homes steps from the Metra in Jefferson Park. Spacious floor plan featuring design forward fixtures and finishes. Open concept living/dining area with direct vent gas fireplace 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. Close to restaurants, shopping, public transportation, parks, and other great neighborhoods. Exceptional quality home by top developer. Photos are from a similar recent project with comparable floor plan and finishes. Estimated completion mid June.

3 Beds ⋅ 4 Baths ⋅ 12639032 MLS ⋅ CLOSED Status

One of two impeccable 4 bedroom, 3.1 bath new construction single-family homes steps from the Metra in Jefferson Park. Spacious floor plan featuring design forward fixtures and finishes. Open concept living/dining area with direct vent gas fireplace 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. Close to restaurants, shopping, public transportation, parks, and other great neighborhoods. Exceptional quality home by top developer. Photos are from a similar recent project with comparable floor plan and finishes. Estimated completion mid June.

5357 N Melvina Avenue, Chicago

$169,900

NOT BELOW GRADE THIS IS GARDEN LEVEL - Fully remodeled 1-bedroom garden-level unit featuring heated floors, brand-new flooring, and fresh paint throughout. Enjoy a new kitchen and a prime location just down the street from Jefferson Park, home to summer farmers markets and outdoor yoga classes. Grocery stores and coffee shops are within a 5-minute drive, and the Jefferson Park Blue Line station is a short walk away.

1 Beds ⋅ 1 Baths ⋅ 12643257 MLS ⋅ ACTIVE Status

NOT BELOW GRADE THIS IS GARDEN LEVEL - Fully remodeled 1-bedroom garden-level unit featuring heated floors, brand-new flooring, and fresh paint throughout. Enjoy a new kitchen and a prime location just down the street from Jefferson Park, home to summer farmers markets and outdoor yoga classes. Grocery stores and coffee shops are within a 5-minute drive, and the Jefferson Park Blue Line station is a short walk away.

5516 W Higgins Avenue Unit #GNW, Chicago

$427,500

MULTIPLE OFFERS - ALL OFFERS DUE TUESDAY MAY 12 5pm NO ESCLATION CLAUSES AND NO FURTHER SHOWINGS AT THIS TIME BEYOND SHOWING BLOCK OUTLINED IN BROKERS PRIVATE REMARKS On the Confluence of Portage Park in Jefferson Park, Estate Sale Same family for 56 years. Classic All Masonry American 4 Square sequestered on Iconic Made for TV Chicago Streetscape, 33 ft wide lot, Handsome facade with Whimsical Mayberry claim. Inviting Open Front Porch, Classic interior Floor Plan. 3 bedroom + Office/Den/ 3 season Room, 2 Full Baths Plus Full Unfinished Basement and Attic for further expansion potential. Hardwood Floors, Some Original Mill Work, Formal Dining Room, Eat in Kitchen, Generous Bedroom Sizes, Rear Deck overlooking Large Grassy Yard with 2 car Garage. Excellent location burgeoning with independent and cultural boutiques/commerce and connected to multiple gateways of transit. Beaubien School District. A Perfect Affordable Opportunity to Build Equity, Engage Community, and a Secure a Timeless Chicago Neighborhood Experience. Sold AS IS. Please Brokers Private Remarks for Showing Blocks Schedule. SOLD AS IS AS SEEN. Showings Start Saturday May 9th

3 Beds ⋅ 2 Baths ⋅ 12624871 MLS ⋅ CLOSED Status

MULTIPLE OFFERS - ALL OFFERS DUE TUESDAY MAY 12 5pm NO ESCLATION CLAUSES AND NO FURTHER SHOWINGS AT THIS TIME BEYOND SHOWING BLOCK OUTLINED IN BROKERS PRIVATE REMARKS On the Confluence of Portage Park in Jefferson Park, Estate Sale Same family for 56 years. Classic All Masonry American 4 Square sequestered on Iconic Made for TV Chicago Streetscape, 33 ft wide lot, Handsome facade with Whimsical Mayberry claim. Inviting Open Front Porch, Classic interior Floor Plan. 3 bedroom + Office/Den/ 3 season Room, 2 Full Baths Plus Full Unfinished Basement and Attic for further expansion potential. Hardwood Floors, Some Original Mill Work, Formal Dining Room, Eat in Kitchen, Generous Bedroom Sizes, Rear Deck overlooking Large Grassy Yard with 2 car Garage. Excellent location burgeoning with independent and cultural boutiques/commerce and connected to multiple gateways of transit. Beaubien School District. A Perfect Affordable Opportunity to Build Equity, Engage Community, and a Secure a Timeless Chicago Neighborhood Experience. Sold AS IS. Please Brokers Private Remarks for Showing Blocks Schedule. SOLD AS IS AS SEEN. Showings Start Saturday May 9th

5044 W Wilson Avenue, Chicago

$585,000

This charming 1.5-story bungalow sits on a picturesque, tree-lined street in the heart of Jefferson Park, radiating true pride of ownership! Step inside to an open-concept living and dining area featuring gorgeous hardwood flooring, crown molding, and a fresh, neutral palette. The beautifully updated kitchen is thoughtfully designed, featuring 42" custom cabinetry, granite countertops, and stainless steel appliances. With four bedrooms split between the main level and upstairs, plus two full bathrooms, this home offers a versatile and spacious layout. The full finished basement adds even more living space, including a large 5th bedroom perfect for guests or an office. Backyard living provides space for relaxation on the gorgeous paver patio and leads to the 2 car garage. This move-in-ready home is packed with updates for total peace of mind: HVAC: Furnace (2025), Central A/C (2023), and Whole Home Humidifier (2024). Exterior: Gutters (2022), Roof and Chimney (2018), and Chimney Flashing (2025). Windows & Appliances: Living room and 2nd bedroom windows (2024) and Dishwasher (2025). Smart Home: Equipped with a Nest thermostat, Ring doorbell, and smart garage opener. Located at 5471 N Parkside Avenue, this home offers a prime location in a vibrant community known for its architectural charm and accessibility. Parks & Recreation: You are just minutes away from Gladstone Park (0.2 mi), featuring green space and recreational facilities. Nearby Frank J. Wilson Park offers athletic fields, a splash pad, and pickleball courts. Public Transit: The Jefferson Park Transit Center provides access to the CTA Blue Line, Metra commuter trains, and multiple bus routes and for an effortless commute to downtown or O'Hare. Highway Access: Drivers will appreciate the proximity to the Kennedy Expressway (I-90/94), allowing for fast travel across the city and suburbs.

4 Beds ⋅ 2 Baths ⋅ 12610327 MLS ⋅ CLOSED Status

This charming 1.5-story bungalow sits on a picturesque, tree-lined street in the heart of Jefferson Park, radiating true pride of ownership! Step inside to an open-concept living and dining area featuring gorgeous hardwood flooring, crown molding, and a fresh, neutral palette. The beautifully updated kitchen is thoughtfully designed, featuring 42" custom cabinetry, granite countertops, and stainless steel appliances. With four bedrooms split between the main level and upstairs, plus two full bathrooms, this home offers a versatile and spacious layout. The full finished basement adds even more living space, including a large 5th bedroom perfect for guests or an office. Backyard living provides space for relaxation on the gorgeous paver patio and leads to the 2 car garage. This move-in-ready home is packed with updates for total peace of mind: HVAC: Furnace (2025), Central A/C (2023), and Whole Home Humidifier (2024). Exterior: Gutters (2022), Roof and Chimney (2018), and Chimney Flashing (2025). Windows & Appliances: Living room and 2nd bedroom windows (2024) and Dishwasher (2025). Smart Home: Equipped with a Nest thermostat, Ring doorbell, and smart garage opener. Located at 5471 N Parkside Avenue, this home offers a prime location in a vibrant community known for its architectural charm and accessibility. Parks & Recreation: You are just minutes away from Gladstone Park (0.2 mi), featuring green space and recreational facilities. Nearby Frank J. Wilson Park offers athletic fields, a splash pad, and pickleball courts. Public Transit: The Jefferson Park Transit Center provides access to the CTA Blue Line, Metra commuter trains, and multiple bus routes and for an effortless commute to downtown or O'Hare. Highway Access: Drivers will appreciate the proximity to the Kennedy Expressway (I-90/94), allowing for fast travel across the city and suburbs.

5471 N Parkside Avenue, Chicago

$600,000

The kind of home that checks every box - and then a few you forgot to put on the list. 2007 construction in one of Chicago's most coveted north side neighborhoods - Portage Park and Jefferson Park - where quiet, tree-lined streets meet effortless city access. Steps from the Metra and CTA Blue Line, and yet the moment you turn onto this block the city noise fades completely. This is what the right home actually feels like. Four spacious bedrooms, three full baths, one half bath, and a 2-car garage gives you room for everyone and everything. The open concept kitchen is anchored by a large center island, granite countertops, and premium Dacor and GE appliances - all updated between 2020 and 2022 - so everything just works. Hardwood floors, generous room sizes, and natural light flow throughout, creating a home that feels warm and welcoming from the moment you walk in. A charming front porch sets the tone for the kind of neighborhood where people actually know each other. The large back deck and fully fenced yard are private, generous, and made for entertaining all summer long. The lower level with fireplace offers flexible space for a family room, media lounge, or kids' hangout - perfect for relaxed evenings and weekend gatherings. Upstairs, the primary suite delivers the spa retreat you have been promising yourself - Jacuzzi tub, separate shower, and a space that finally lets you exhale. Steps from Jefferson Park & pool, the Metra, and the Blue Line, the Loop is always within easy reach and this neighborhood is always worth coming home to. Quiet street. Impeccable bones. City convenience without city compromise. This property is being sold as-is.

3 Beds ⋅ 4 Baths ⋅ 12640062 MLS ⋅ CLOSED Status

The kind of home that checks every box - and then a few you forgot to put on the list. 2007 construction in one of Chicago's most coveted north side neighborhoods - Portage Park and Jefferson Park - where quiet, tree-lined streets meet effortless city access. Steps from the Metra and CTA Blue Line, and yet the moment you turn onto this block the city noise fades completely. This is what the right home actually feels like. Four spacious bedrooms, three full baths, one half bath, and a 2-car garage gives you room for everyone and everything. The open concept kitchen is anchored by a large center island, granite countertops, and premium Dacor and GE appliances - all updated between 2020 and 2022 - so everything just works. Hardwood floors, generous room sizes, and natural light flow throughout, creating a home that feels warm and welcoming from the moment you walk in. A charming front porch sets the tone for the kind of neighborhood where people actually know each other. The large back deck and fully fenced yard are private, generous, and made for entertaining all summer long. The lower level with fireplace offers flexible space for a family room, media lounge, or kids' hangout - perfect for relaxed evenings and weekend gatherings. Upstairs, the primary suite delivers the spa retreat you have been promising yourself - Jacuzzi tub, separate shower, and a space that finally lets you exhale. Steps from Jefferson Park & pool, the Metra, and the Blue Line, the Loop is always within easy reach and this neighborhood is always worth coming home to. Quiet street. Impeccable bones. City convenience without city compromise. This property is being sold as-is.

4757 N Linder Avenue, Chicago

$645,000

Welcome home to this beautifully remodeled 4+1-bedroom gem on a quiet, tree-lined street in Jefferson Park. Updated in 2024, it features a bright living room and sunroom with refinished hardwood floors, a main-level bedroom with marble bath, and a stunning kitchen with stainless steel appliances, wine fridge, walk-in pantry, and large island perfect for entertaining. Upstairs offers three spacious bedrooms, including a primary with dual closets, while the finished basement adds a family room, a 5th bedroom, and plenty of storage. With major updates already done-roof, HVAC, plumbing, electrical, and a fully lined sewer line. All just mins to the Metra, with quick access to the Blue Line and expressway.

4 Beds ⋅ 3 Baths ⋅ 12606428 MLS ⋅ CLOSED Status

Welcome home to this beautifully remodeled 4+1-bedroom gem on a quiet, tree-lined street in Jefferson Park. Updated in 2024, it features a bright living room and sunroom with refinished hardwood floors, a main-level bedroom with marble bath, and a stunning kitchen with stainless steel appliances, wine fridge, walk-in pantry, and large island perfect for entertaining. Upstairs offers three spacious bedrooms, including a primary with dual closets, while the finished basement adds a family room, a 5th bedroom, and plenty of storage. With major updates already done-roof, HVAC, plumbing, electrical, and a fully lined sewer line. All just mins to the Metra, with quick access to the Blue Line and expressway.

5435 N Lieb Avenue, Chicago

$410,000

Welcome Home!!! This beautiful 3 level townhome will leave you speechless. As you enter the home you are greeted by a nice wide and open space full of light and warmth. Kitchen, living room and 1/2 bath are located on the main level. The kitchen features new granite, large island, maple cabinets and large balcony. The second floor has 2 large bedrooms, lots of closet space and the laundry room. Third floor has the primary bedroom with a large walk-in closet and private bathroom. Recent updates are a new deck, new windows, garbage disposal, water heater, new carpet, epoxy floor in the garage and the driveway was just completed. Located near the train station, expressway, Portage park and many more.

3 Beds ⋅ 3 Baths ⋅ 12639782 MLS ⋅ CLOSED Status

Welcome Home!!! This beautiful 3 level townhome will leave you speechless. As you enter the home you are greeted by a nice wide and open space full of light and warmth. Kitchen, living room and 1/2 bath are located on the main level. The kitchen features new granite, large island, maple cabinets and large balcony. The second floor has 2 large bedrooms, lots of closet space and the laundry room. Third floor has the primary bedroom with a large walk-in closet and private bathroom. Recent updates are a new deck, new windows, garbage disposal, water heater, new carpet, epoxy floor in the garage and the driveway was just completed. Located near the train station, expressway, Portage park and many more.

4549 N Central Avenue Unit #8, Chicago

$579,000

Desirable close-to-everything location in the highly sought-after Jefferson Park neighborhood! Tastefully rehabbed in 2026, this stunning 3+2 bedroom, 2-bath ranch offers modern living in a pleasant residential pocket of highly desirable Jefferson Park. Situated on a quiet, low-traffic street surrounded by charming single-family homes and friendly neighbors, this move-in-ready property truly stands out. The home has been completely updated and features a bright open-concept main level, a brand-new kitchen (2026), and beautifully finished bathrooms (2026). The elegant living space is filled with natural light and showcases new luxury vinyl plank flooring throughout. The designer kitchen features custom white & natural wood skinny shaker cabinets, quartz countertops with matching backsplash, and high-end stainless-steel Frigidaire appliances. The spacious fully finished basement adds incredible versatility with two additional bedrooms, a full bath, large family/recreation room, and utility room. The lower level includes abundant lighting, storage, shelving, and an LG Smart front-load washer and dryer. New waterproof and scratch-resistant luxury vinyl plank flooring continues throughout the basement. Additional upgrades include all new doors, trim and casings, modern light fixtures, and a brand-new high-efficiency Rheem 40-gallon water heater (2026). Closets throughout the home feature convenient motion-sensor lighting. Enjoy the large fully fenced backyard perfect for entertaining, relaxing, and family gatherings, along with a detached 2-car garage. Fantastic location close to parks, shopping, restaurants, public transportation, Metra, major highways, and O'Hare Airport, making commuting a breeze. A fantastic opportunity to own in one of Chicago's most popular residential communities! Truly a turn-key home-schedule your showing today before this exceptional property is gone!

3 Beds ⋅ 2 Baths ⋅ 12574050 MLS ⋅ CLOSED Status

Desirable close-to-everything location in the highly sought-after Jefferson Park neighborhood! Tastefully rehabbed in 2026, this stunning 3+2 bedroom, 2-bath ranch offers modern living in a pleasant residential pocket of highly desirable Jefferson Park. Situated on a quiet, low-traffic street surrounded by charming single-family homes and friendly neighbors, this move-in-ready property truly stands out. The home has been completely updated and features a bright open-concept main level, a brand-new kitchen (2026), and beautifully finished bathrooms (2026). The elegant living space is filled with natural light and showcases new luxury vinyl plank flooring throughout. The designer kitchen features custom white & natural wood skinny shaker cabinets, quartz countertops with matching backsplash, and high-end stainless-steel Frigidaire appliances. The spacious fully finished basement adds incredible versatility with two additional bedrooms, a full bath, large family/recreation room, and utility room. The lower level includes abundant lighting, storage, shelving, and an LG Smart front-load washer and dryer. New waterproof and scratch-resistant luxury vinyl plank flooring continues throughout the basement. Additional upgrades include all new doors, trim and casings, modern light fixtures, and a brand-new high-efficiency Rheem 40-gallon water heater (2026). Closets throughout the home feature convenient motion-sensor lighting. Enjoy the large fully fenced backyard perfect for entertaining, relaxing, and family gatherings, along with a detached 2-car garage. Fantastic location close to parks, shopping, restaurants, public transportation, Metra, major highways, and O'Hare Airport, making commuting a breeze. A fantastic opportunity to own in one of Chicago's most popular residential communities! Truly a turn-key home-schedule your showing today before this exceptional property is gone!

4430 N Mulligan Avenue, Chicago

$455,000

Located on the border of Jefferson Park, Portage Park, and Harwood Heights, this beautifully preserved 1955 brick ranch is a love letter to midcentury modern living. Clean lines, an iconic facade, and thoughtful updates make this home a rare find for design enthusiasts. The main level offers a spacious living and dining area, a fully updated kitchen, two bedrooms, and a refreshed full bath. The carpeted areas can remain for comfort or be removed to reveal the beautiful hardwood floors already visible in the kitchen and hall closet. The full, finished basement features new midcentury-style tile flooring and freshly painted walls-an inviting space ready for your ideas. From the basement or main level, access the attached, direct entry one-car garage, a rare convenience in the neighborhood. Step outside to a large concrete patio and a generous backyard enclosed by a brand new fence-perfect for summer barbecues and outdoor entertaining. The current owner has completed several major upgrades, including a new electrical panel, flood control system, landscaping, kitchen appliances, and more. Commuting is easy with the 81W bus stop just a few houses away, offering connections to Blue Line stations and Metra. I-90 is minutes away for quick access downtown, to O'Hare, or to the suburbs. Come see this wonderful home today.

2 Beds ⋅ 2 Baths ⋅ 12636576 MLS ⋅ CLOSED Status

Located on the border of Jefferson Park, Portage Park, and Harwood Heights, this beautifully preserved 1955 brick ranch is a love letter to midcentury modern living. Clean lines, an iconic facade, and thoughtful updates make this home a rare find for design enthusiasts. The main level offers a spacious living and dining area, a fully updated kitchen, two bedrooms, and a refreshed full bath. The carpeted areas can remain for comfort or be removed to reveal the beautiful hardwood floors already visible in the kitchen and hall closet. The full, finished basement features new midcentury-style tile flooring and freshly painted walls-an inviting space ready for your ideas. From the basement or main level, access the attached, direct entry one-car garage, a rare convenience in the neighborhood. Step outside to a large concrete patio and a generous backyard enclosed by a brand new fence-perfect for summer barbecues and outdoor entertaining. The current owner has completed several major upgrades, including a new electrical panel, flood control system, landscaping, kitchen appliances, and more. Commuting is easy with the 81W bus stop just a few houses away, offering connections to Blue Line stations and Metra. I-90 is minutes away for quick access downtown, to O'Hare, or to the suburbs. Come see this wonderful home today.

6139 W Gunnison Street, Chicago

$639,000

Welcome to Jefferson Park!! This charming Chicago classic corner 2 flat is well maintained and sits on an oversized lot. Perfect for investors or owner-occupants looking to generate rental income potential. Hardwood floors thru-out in both units and generous room sizes. Basement includes washer/dryer for each unit and separate storage spaces. Basement also gives additional living space plus two entrances. DON'T MISS THIS FANTASTIC OPPORTUNITY IN A PRIME LOCATION!!

5 Beds ⋅ 3 Baths ⋅ 12637405 MLS ⋅ CLOSED Status

Welcome to Jefferson Park!! This charming Chicago classic corner 2 flat is well maintained and sits on an oversized lot. Perfect for investors or owner-occupants looking to generate rental income potential. Hardwood floors thru-out in both units and generous room sizes. Basement includes washer/dryer for each unit and separate storage spaces. Basement also gives additional living space plus two entrances. DON'T MISS THIS FANTASTIC OPPORTUNITY IN A PRIME LOCATION!!

5063 N Mango Avenue, Chicago

$890,000

Beautiful, oversized 4 bedroom 3 & 1/2 bathroom home on wide 34' lot in premier enclave of southeast Jefferson Park! Sunny southern exposure fills this open 22' wide open floor plan with natural light. Main level features front living space, half bath, & rear great room combining kitchen, dining space, and casual living space with wood burning fireplace. Well appointed kitchen features large island, granite countertops & stainless steel appliances. 500 sq' primary bedroom offers organized walk in closet & ensuite bathroom with travertine dual vanity, steam shower, and whirlpool tub. 2 additional bedrooms on 2nd level plus another full bathroom with travertine dual vanity & laundry closet. Lower level has rare true 10' ceiling, spacious family room with granite wet bar, oversized 4th bedroom, full stone bathroom & laundry room. Roof deck sits atop 2.5 car garage and connects to patio off of great room, both with premium Azek decking. Across the street from top rated Beaubien Elementary. Additional zoned street parking on Winnemac. Kitty corner from picturesque 4.5 acre Robert Square Park. Short walk or bike ride to the Forest Glen extension of the North Branch Trail. Easy access to 90/94, Forest Glen Metra & Jeff Park CTA and Metra hub. OWNER IS AN ILLINOIS LICENSED REAL ESTATE BROKER.

4 Beds ⋅ 4 Baths ⋅ 12610807 MLS ⋅ CLOSED Status

Beautiful, oversized 4 bedroom 3 & 1/2 bathroom home on wide 34' lot in premier enclave of southeast Jefferson Park! Sunny southern exposure fills this open 22' wide open floor plan with natural light. Main level features front living space, half bath, & rear great room combining kitchen, dining space, and casual living space with wood burning fireplace. Well appointed kitchen features large island, granite countertops & stainless steel appliances. 500 sq' primary bedroom offers organized walk in closet & ensuite bathroom with travertine dual vanity, steam shower, and whirlpool tub. 2 additional bedrooms on 2nd level plus another full bathroom with travertine dual vanity & laundry closet. Lower level has rare true 10' ceiling, spacious family room with granite wet bar, oversized 4th bedroom, full stone bathroom & laundry room. Roof deck sits atop 2.5 car garage and connects to patio off of great room, both with premium Azek decking. Across the street from top rated Beaubien Elementary. Additional zoned street parking on Winnemac. Kitty corner from picturesque 4.5 acre Robert Square Park. Short walk or bike ride to the Forest Glen extension of the North Branch Trail. Easy access to 90/94, Forest Glen Metra & Jeff Park CTA and Metra hub. OWNER IS AN ILLINOIS LICENSED REAL ESTATE BROKER.

5150 W Winnemac Avenue, Chicago

$429,000

Check out this move in ready cozy ranch tucked away in the highly sought-after Forest Glen / Jefferson Park neighborhood. Major big-ticket items have already been handled for you-a New Furnace (2024) and New Water Heater (2024) ensure efficiency and reliability for years to come. Ideally situated for the modern commuter, this location offers rapid access to both I-90 and I-94. Public transit options are equally convenient, with nearby CTA Blue Line stations and Metra stops. Enjoy the best of North Side living with immediate proximity to beautiful local parks, shopping, and dining. Home is being sold As-Is. Schedule your showing today!

3 Beds ⋅ 1 Baths ⋅ 12634951 MLS ⋅ CLOSED Status

Check out this move in ready cozy ranch tucked away in the highly sought-after Forest Glen / Jefferson Park neighborhood. Major big-ticket items have already been handled for you-a New Furnace (2024) and New Water Heater (2024) ensure efficiency and reliability for years to come. Ideally situated for the modern commuter, this location offers rapid access to both I-90 and I-94. Public transit options are equally convenient, with nearby CTA Blue Line stations and Metra stops. Enjoy the best of North Side living with immediate proximity to beautiful local parks, shopping, and dining. Home is being sold As-Is. Schedule your showing today!

4855 W Gunnison Street, Chicago

$525,000

Step into timeless elegance at 5042 W Winnemac Ave, a meticulously renovated all-brick 1929 Jefferson Park 2-flat that masterfully fuses historic charm with contemporary luxury. This property is a rare gem, offering two distinct units that cater to both multi-generational living and investment opportunities. Every detail has been thoughtfully designed to create a harmonious blend of historic character and modern convenience. First-Floor Duplex-Down (Unit 1) The main level and fully reimagined lower level of Unit 1 provide a sophisticated sanctuary with 2 bedrooms and 2 baths. The living room, featuring custom built-ins and freshly painted walls, exudes warmth and charm. Gleaming hardwood floors flow throughout the first floor, which also includes a versatile exercise room that can double as a private office. The gourmet kitchen is a chef's dream, complete with granite countertops, stainless steel appliances, and crisp white cabinetry that enhances the bright and airy feel of the space. The first-floor bathroom features a tub and shower combo, an updated vanity, and a modernized design. The fully renovated basement bathroom offers a luxurious glass-enclosed shower with subway tile and a sleek, contemporary aesthetic. The fully renovated lower level also boasts new laminate vinyl plank flooring and features a spacious family room and additional living space. Step outside to your private yard oasis, perfect for entertaining or relaxing, and enjoy the convenience of in-unit laundry. Attic Penthouse (Unit 2) Unit 2 is a light-filled 1-bedroom, 1-bath penthouse that combines charm and functionality. The eat-in kitchen features white cabinetry, butcher block countertops, and a stainless steel stove, creating a clean and modern aesthetic. While hardwood floors are found in several rooms, the hallway and kitchen feature alternate flooring for added practicality. The bathroom is a serene retreat, complete with a soaker tub, elegant millwork, and white cabinetry. The convenience of a washer/dryer combo enhances everyday living, making this unit as versatile as it is beautiful. Located in the prestigious Jefferson Park neighborhood, this property offers unparalleled convenience for commuters and city explorers alike. The home is just a short walk to the Jefferson Park Transit Center, providing access to the Blue Line train, Metra rail, and multiple bus routes, making travel to downtown Chicago and beyond a breeze. For drivers, the property is ideally situated near the Kennedy Expressway (I-90) and the Edens Expressway (I-94), offering quick and easy access to major highways. Whether you're heading to O'Hare International Airport, downtown Chicago, or the suburbs, this location ensures seamless connectivity. The 2-car garage is a standout feature, with its very tall ceilings that can easily accommodate a work van or truck, making it ideal for professionals or those with larger vehicles. The property is equipped with dual furnaces (2018/2005) and a 2015 water heater, ensuring comfort and efficiency year-round. This property is a true masterpiece, offering a unique opportunity to own a home that combines historic charm, modern updates, and exceptional functionality. Whether you're seeking a luxurious multi-generational home or a prime investment property, 5042 W Winnemac Ave delivers on every level. Don't miss your chance to experience the pinnacle of refined living, schedule your private showing today.

3 Beds ⋅ 3 Baths ⋅ 12628249 MLS ⋅ CLOSED Status

Step into timeless elegance at 5042 W Winnemac Ave, a meticulously renovated all-brick 1929 Jefferson Park 2-flat that masterfully fuses historic charm with contemporary luxury. This property is a rare gem, offering two distinct units that cater to both multi-generational living and investment opportunities. Every detail has been thoughtfully designed to create a harmonious blend of historic character and modern convenience. First-Floor Duplex-Down (Unit 1) The main level and fully reimagined lower level of Unit 1 provide a sophisticated sanctuary with 2 bedrooms and 2 baths. The living room, featuring custom built-ins and freshly painted walls, exudes warmth and charm. Gleaming hardwood floors flow throughout the first floor, which also includes a versatile exercise room that can double as a private office. The gourmet kitchen is a chef's dream, complete with granite countertops, stainless steel appliances, and crisp white cabinetry that enhances the bright and airy feel of the space. The first-floor bathroom features a tub and shower combo, an updated vanity, and a modernized design. The fully renovated basement bathroom offers a luxurious glass-enclosed shower with subway tile and a sleek, contemporary aesthetic. The fully renovated lower level also boasts new laminate vinyl plank flooring and features a spacious family room and additional living space. Step outside to your private yard oasis, perfect for entertaining or relaxing, and enjoy the convenience of in-unit laundry. Attic Penthouse (Unit 2) Unit 2 is a light-filled 1-bedroom, 1-bath penthouse that combines charm and functionality. The eat-in kitchen features white cabinetry, butcher block countertops, and a stainless steel stove, creating a clean and modern aesthetic. While hardwood floors are found in several rooms, the hallway and kitchen feature alternate flooring for added practicality. The bathroom is a serene retreat, complete with a soaker tub, elegant millwork, and white cabinetry. The convenience of a washer/dryer combo enhances everyday living, making this unit as versatile as it is beautiful. Located in the prestigious Jefferson Park neighborhood, this property offers unparalleled convenience for commuters and city explorers alike. The home is just a short walk to the Jefferson Park Transit Center, providing access to the Blue Line train, Metra rail, and multiple bus routes, making travel to downtown Chicago and beyond a breeze. For drivers, the property is ideally situated near the Kennedy Expressway (I-90) and the Edens Expressway (I-94), offering quick and easy access to major highways. Whether you're heading to O'Hare International Airport, downtown Chicago, or the suburbs, this location ensures seamless connectivity. The 2-car garage is a standout feature, with its very tall ceilings that can easily accommodate a work van or truck, making it ideal for professionals or those with larger vehicles. The property is equipped with dual furnaces (2018/2005) and a 2015 water heater, ensuring comfort and efficiency year-round. This property is a true masterpiece, offering a unique opportunity to own a home that combines historic charm, modern updates, and exceptional functionality. Whether you're seeking a luxurious multi-generational home or a prime investment property, 5042 W Winnemac Ave delivers on every level. Don't miss your chance to experience the pinnacle of refined living, schedule your private showing today.

5042 W Winnemac Avenue, Chicago

$376,200

Rarely does an opportunity this versatile hit the Jefferson Park market! This massive three-unit building is an investor's dream, perfectly suited for a high-end flip, a steady rental addition, a BRRRR project, or the ultimate house hack. Each unit features a spacious 2-bedroom, 1-bathroom layout, complemented by a massive basement that offers incredible potential to be finished for additional living space or increased cash flow. The property also includes a two-car garage, providing even more value and revenue potential. Situated in a premier location within walking distance of top-rated schools, lush parks, and vibrant shopping districts, this property checks every single box for savvy buyers. Opportunities in this sought-after pocket don't last-schedule your showing today and secure your next big win!

6 Beds ⋅ 3 Baths ⋅ 12631781 MLS ⋅ CLOSED Status

Rarely does an opportunity this versatile hit the Jefferson Park market! This massive three-unit building is an investor's dream, perfectly suited for a high-end flip, a steady rental addition, a BRRRR project, or the ultimate house hack. Each unit features a spacious 2-bedroom, 1-bathroom layout, complemented by a massive basement that offers incredible potential to be finished for additional living space or increased cash flow. The property also includes a two-car garage, providing even more value and revenue potential. Situated in a premier location within walking distance of top-rated schools, lush parks, and vibrant shopping districts, this property checks every single box for savvy buyers. Opportunities in this sought-after pocket don't last-schedule your showing today and secure your next big win!

5032 W Gunnison Street, Chicago

$611,000

*HIGHEST & BEST OFFER REVIEW DEADLINE MONDAY 4-27 @ 6PM* Just Listed in Jefferson Park! This stunning Brick Tudor offers 4 bedroom, 2 bath with all the classic charm and major improvements! Home is on an oversized lot and offers fantastic room sizes & tons of natural light throughout! Chef's kitchen features a 6 burner Viking range with hood, granite countertops, floating island, and stainless steel appliances. Handsome coved ceilings add character throughout the main level as well as the gleaming hardwood floors! Cozy sunroom overlooks the yard and works perfectly as a home office, breakfast or reading nook. 2 beds and a full bath on main & second floors. Some recent major improvements include: Full basement renovation featuring new LVP flooring, drywall, recessed can lighting, window sealing; New Furnace, AC & How Water Heater; Copper plumbing; Updated all ceiling fans, lighting to modern fixtures, and replaced outlets throughout; Main level repainted with Benjamin Moore paint & new wallpaper; Bathrooms refreshed... too much to list, see additional info for details on updates! Fully fenced yard on an oversized lot with a brick 2 car garage completes this home. Great location near public transportation, expressways, schools, and parks.

4 Beds ⋅ 2 Baths ⋅ 12628148 MLS ⋅ CLOSED Status

*HIGHEST & BEST OFFER REVIEW DEADLINE MONDAY 4-27 @ 6PM* Just Listed in Jefferson Park! This stunning Brick Tudor offers 4 bedroom, 2 bath with all the classic charm and major improvements! Home is on an oversized lot and offers fantastic room sizes & tons of natural light throughout! Chef's kitchen features a 6 burner Viking range with hood, granite countertops, floating island, and stainless steel appliances. Handsome coved ceilings add character throughout the main level as well as the gleaming hardwood floors! Cozy sunroom overlooks the yard and works perfectly as a home office, breakfast or reading nook. 2 beds and a full bath on main & second floors. Some recent major improvements include: Full basement renovation featuring new LVP flooring, drywall, recessed can lighting, window sealing; New Furnace, AC & How Water Heater; Copper plumbing; Updated all ceiling fans, lighting to modern fixtures, and replaced outlets throughout; Main level repainted with Benjamin Moore paint & new wallpaper; Bathrooms refreshed... too much to list, see additional info for details on updates! Fully fenced yard on an oversized lot with a brick 2 car garage completes this home. Great location near public transportation, expressways, schools, and parks.

4885 N Austin Avenue, Chicago

$500,000

Beautiful bungalow in the heart of Jefferson Park offering a spacious, light-filled layout and thoughtful improvements throughout. Located within the highly sought-after Beaubien and Taft School Districts, this home blends comfort, functionality, and an unbeatable location. The inviting living room with fireplace flows into a large separate dining room, ideal for both everyday living and entertaining. The expanded kitchen features abundant cabinetry, a generous pantry, and a sunny eat-in nook. A bright sunroom adds additional flexible living space, while the back deck and yard provide the perfect setting for outdoor enjoyment. The home offers a versatile floor plan with one bedroom on the main level, two generously sized bedrooms upstairs, and a finished basement with new flooring and drywall, complete with an additional bedroom ideal for guests or a home office. Additional improvements include freshly painted interiors and updated front stairs and railing. Situated on a 30 x 125 lot, this home is ideally located next to Wilson Park and just steps from Jefferson Memorial Park, as well as the CTA Blue Line and Metra station, offering convenient access throughout the city and beyond.

3 Beds ⋅ 3 Baths ⋅ 12623745 MLS ⋅ CLOSED Status

Beautiful bungalow in the heart of Jefferson Park offering a spacious, light-filled layout and thoughtful improvements throughout. Located within the highly sought-after Beaubien and Taft School Districts, this home blends comfort, functionality, and an unbeatable location. The inviting living room with fireplace flows into a large separate dining room, ideal for both everyday living and entertaining. The expanded kitchen features abundant cabinetry, a generous pantry, and a sunny eat-in nook. A bright sunroom adds additional flexible living space, while the back deck and yard provide the perfect setting for outdoor enjoyment. The home offers a versatile floor plan with one bedroom on the main level, two generously sized bedrooms upstairs, and a finished basement with new flooring and drywall, complete with an additional bedroom ideal for guests or a home office. Additional improvements include freshly painted interiors and updated front stairs and railing. Situated on a 30 x 125 lot, this home is ideally located next to Wilson Park and just steps from Jefferson Memorial Park, as well as the CTA Blue Line and Metra station, offering convenient access throughout the city and beyond.

4626 N Leclaire Avenue, Chicago

$535,000

3 Beds ⋅ 3 Baths ⋅ 12584383 MLS ⋅ CLOSED Status

Chicago

$250,000

Top-floor unit offering comfort, updates, and an unbeatable location! Step into this bright and inviting home featuring hardwood floors throughout and an abundance of natural light pouring in through oversized living room windows. This unit offers 2 spacious bedrooms and 2 bathrooms, both updated approximately 2 years ago. The kitchen is equipped with newer appliances, including a refrigerator replaced 1 year ago, with the stove, washer, and dryer all updated 2 years ago. Major mechanicals have been well maintained, with the roof and AC units both updated around 5 years ago. Enjoy generous bedroom sizes, including a primary suite with its own en-suite bathroom, along with ample closet space throughout. Enjoy your morning coffee on your private balcony. Parking space #16 is included, along with additional basement storage. Low monthly assessments cover heat, gas, snow removal,Garbage and water. This is a pet-friendly, fully owner-occupied building with no rentals allowed, and security cameras throughout for added peace of mind. Ideally located backing directly to Wilson Park and just minutes from the Jefferson Park Blue Line, Metra access, shopping, restaurants, grocery stores, and quick connectivity to I-90/94 making daily commuting and city access incredibly convenient.

2 Beds ⋅ 2 Baths ⋅ 12627137 MLS ⋅ CLOSED Status

Top-floor unit offering comfort, updates, and an unbeatable location! Step into this bright and inviting home featuring hardwood floors throughout and an abundance of natural light pouring in through oversized living room windows. This unit offers 2 spacious bedrooms and 2 bathrooms, both updated approximately 2 years ago. The kitchen is equipped with newer appliances, including a refrigerator replaced 1 year ago, with the stove, washer, and dryer all updated 2 years ago. Major mechanicals have been well maintained, with the roof and AC units both updated around 5 years ago. Enjoy generous bedroom sizes, including a primary suite with its own en-suite bathroom, along with ample closet space throughout. Enjoy your morning coffee on your private balcony. Parking space #16 is included, along with additional basement storage. Low monthly assessments cover heat, gas, snow removal,Garbage and water. This is a pet-friendly, fully owner-occupied building with no rentals allowed, and security cameras throughout for added peace of mind. Ideally located backing directly to Wilson Park and just minutes from the Jefferson Park Blue Line, Metra access, shopping, restaurants, grocery stores, and quick connectivity to I-90/94 making daily commuting and city access incredibly convenient.

5332 W Windsor Avenue Unit #3B, Chicago

$545,300

Bright, airy, and completely remodeled 3 bedroom, 2 bath brick ranch in Jefferson Park with standout craftsmanship throughout. Gorgeous kitchen with custom cabinetry, quartz countertops, and stainless steel appliances, plus newer flooring throughout the home. The spacious basement, featuring high ceilings offers incredible flexibility for living, entertaining, or play, along with generous storage. Step outside to a covered wood deck overlooking the yard-perfect for everyday enjoyment. Two-car detached garage. Paid off solar panels and backup battery provide added efficiency and long-term savings. Fantastic location close to Metra, CTA, parks, shops, and more. A turnkey home with thoughtful updates from top to bottom.

3 Beds ⋅ 2 Baths ⋅ 12624461 MLS ⋅ CLOSED Status

Bright, airy, and completely remodeled 3 bedroom, 2 bath brick ranch in Jefferson Park with standout craftsmanship throughout. Gorgeous kitchen with custom cabinetry, quartz countertops, and stainless steel appliances, plus newer flooring throughout the home. The spacious basement, featuring high ceilings offers incredible flexibility for living, entertaining, or play, along with generous storage. Step outside to a covered wood deck overlooking the yard-perfect for everyday enjoyment. Two-car detached garage. Paid off solar panels and backup battery provide added efficiency and long-term savings. Fantastic location close to Metra, CTA, parks, shops, and more. A turnkey home with thoughtful updates from top to bottom.

5343 N Moody Avenue, Chicago

$380,000

Discover an incredible opportunity in the heart of Jefferson Park with this versatile 4-bedroom, 2-bathroom home, perfectly suited for savvy investors or motivated homeowners looking to build instant equity. The main level boasts classic hardwood floors throughout, featuring three comfortable bedrooms and a full bath, while the expansive upstairs primary suite provides a private retreat with its own full bathroom. Downstairs, a massive unfinished basement awaits your creative vision-whether you're looking to add a recreation room or additional living space-complemented by a detached 2-car garage that offers ample parking and storage. With a little elbow grease and your personal touch, this property is a prime candidate for a high-return flip or a solid addition to a rental portfolio. Don't miss your chance to secure this diamond in the rough; book your showing today and unlock the potential of this Jefferson Park gem!

4 Beds ⋅ 2 Baths ⋅ 12627580 MLS ⋅ CLOSED Status

Discover an incredible opportunity in the heart of Jefferson Park with this versatile 4-bedroom, 2-bathroom home, perfectly suited for savvy investors or motivated homeowners looking to build instant equity. The main level boasts classic hardwood floors throughout, featuring three comfortable bedrooms and a full bath, while the expansive upstairs primary suite provides a private retreat with its own full bathroom. Downstairs, a massive unfinished basement awaits your creative vision-whether you're looking to add a recreation room or additional living space-complemented by a detached 2-car garage that offers ample parking and storage. With a little elbow grease and your personal touch, this property is a prime candidate for a high-return flip or a solid addition to a rental portfolio. Don't miss your chance to secure this diamond in the rough; book your showing today and unlock the potential of this Jefferson Park gem!

5335 N Moody Avenue, Chicago

$450,000

Welcome to 5332 N Latrobe Ave, a charming and beautifully updated 2-bed, 2-bath home located on a quiet, tree-lined street in the heart of the desirable Jefferson Park neighborhood. This solid home perfectly captures the timeless character of Chicago's classic architecture while offering modern upgrades for today's lifestyle. The interior feels fresh and inviting, having been completely repainted in 2026 to provide a clean, contemporary backdrop throughout. The main level features a bright living space and two comfortable bedrooms, all serviced by central air conditioning for year-round comfort. A true highlight of this home is the full, finished basement, which includes a second full bathroom, significantly expanding the living space. The property also features a double check valve flood control system for added peace of mind. The home sits on a private lot with a well-maintained backyard and a detached garage, offering a rare blend of city convenience and peaceful outdoor space. Located just moments away from the Jefferson Park Blue Line, Metra, and I-90/94, this home is a commuter's dream. You are within walking distance to local favorites, top-rated schools, and the sprawling greenery of Gladstone and Jefferson Parks. With its recent updates and prime location, this move-in-ready gem offers the perfect foundation for your Chicago lifestyle. Don't miss out!

2 Beds ⋅ 2 Baths ⋅ 12625591 MLS ⋅ CLOSED Status

Welcome to 5332 N Latrobe Ave, a charming and beautifully updated 2-bed, 2-bath home located on a quiet, tree-lined street in the heart of the desirable Jefferson Park neighborhood. This solid home perfectly captures the timeless character of Chicago's classic architecture while offering modern upgrades for today's lifestyle. The interior feels fresh and inviting, having been completely repainted in 2026 to provide a clean, contemporary backdrop throughout. The main level features a bright living space and two comfortable bedrooms, all serviced by central air conditioning for year-round comfort. A true highlight of this home is the full, finished basement, which includes a second full bathroom, significantly expanding the living space. The property also features a double check valve flood control system for added peace of mind. The home sits on a private lot with a well-maintained backyard and a detached garage, offering a rare blend of city convenience and peaceful outdoor space. Located just moments away from the Jefferson Park Blue Line, Metra, and I-90/94, this home is a commuter's dream. You are within walking distance to local favorites, top-rated schools, and the sprawling greenery of Gladstone and Jefferson Parks. With its recent updates and prime location, this move-in-ready gem offers the perfect foundation for your Chicago lifestyle. Don't miss out!

5332 N Latrobe Avenue, Chicago

$570,000

***AMAZING OPPORTUNITY***BEAUTIFULLY BRICK BUNGALOW IN JEFFERSON PARK. The home features hardwood floors, a modern kitchen with stainless steel appliances, and spacious bedrooms filled with natural light. A full finished basement provides versatile living space with the existing potential to add a fourth bedroom and additional bathroom. Outdoors, the property boasts an big backyard perfect for entertaining and a rare, deep driveway that easily accommodates commercial or oversized vehicles leading to a detached two-car garage. Situated in a prime location near transit and local amenities, this move-in-ready home is an exceptional opportunity for both homeowners and investors.

3 Beds ⋅ 2 Baths ⋅ 12627211 MLS ⋅ CLOSED Status

***AMAZING OPPORTUNITY***BEAUTIFULLY BRICK BUNGALOW IN JEFFERSON PARK. The home features hardwood floors, a modern kitchen with stainless steel appliances, and spacious bedrooms filled with natural light. A full finished basement provides versatile living space with the existing potential to add a fourth bedroom and additional bathroom. Outdoors, the property boasts an big backyard perfect for entertaining and a rare, deep driveway that easily accommodates commercial or oversized vehicles leading to a detached two-car garage. Situated in a prime location near transit and local amenities, this move-in-ready home is an exceptional opportunity for both homeowners and investors.

5436 N Lynch Avenue, Chicago

$810,000

Exceptional multi-unit investment opportunity at 5754 N. Elston in Chicago! This unique property features 2 units, with duplex down offering incredible income potential and flexibility for investors or owner-occupants alike(2 total units). This completely renovated property offers immediate cash flow potential or the flexibility to live in one unit while renting out the other. The building features multiple units, including a fully finished duplex down with 3 bed/ 2 bath up and 2 bed down/1 bath down. Upper unit, offering 3 bed/2 bath layouts, and each with spacious living spaces. Outside, a outdoor balcony in both units and a large parking pad with space for up to 3 vehicles- an added convenience for tenants or owners. Located in a highly desirable commuter-friendly area, the property is within walking distance to the Jefferson Park Transit Center, providing access to the CTA Blue Line, Metra, and Amtrak. Close to Kennedy Expressway and the Edens Expressway, making travel throughout the city and suburbs effortless. Downtown Chicago is approximately 11 miles away, and O'Hare International Airport is just 6 miles from the property. The property is also located within the boundaries of Farnsworth Elementary School and Taft High School. Don't miss this rare opportunity to own a versatile, income-generating property in a prime Chicago location!

8 Beds ⋅ 5 Baths ⋅ 12626154 MLS ⋅ CLOSED Status

Exceptional multi-unit investment opportunity at 5754 N. Elston in Chicago! This unique property features 2 units, with duplex down offering incredible income potential and flexibility for investors or owner-occupants alike(2 total units). This completely renovated property offers immediate cash flow potential or the flexibility to live in one unit while renting out the other. The building features multiple units, including a fully finished duplex down with 3 bed/ 2 bath up and 2 bed down/1 bath down. Upper unit, offering 3 bed/2 bath layouts, and each with spacious living spaces. Outside, a outdoor balcony in both units and a large parking pad with space for up to 3 vehicles- an added convenience for tenants or owners. Located in a highly desirable commuter-friendly area, the property is within walking distance to the Jefferson Park Transit Center, providing access to the CTA Blue Line, Metra, and Amtrak. Close to Kennedy Expressway and the Edens Expressway, making travel throughout the city and suburbs effortless. Downtown Chicago is approximately 11 miles away, and O'Hare International Airport is just 6 miles from the property. The property is also located within the boundaries of Farnsworth Elementary School and Taft High School. Don't miss this rare opportunity to own a versatile, income-generating property in a prime Chicago location!

5754 N Elston Avenue, Chicago

$575,000

Prime opportunity to acquire a well-located medical office building in Chicago's Portage Park neighborhood. This professional space is ideally suited for medical, dental, therapy, or general professional office use and offers excellent accessibility in a high-traffic corridor. The property features a functional layout with multiple exam rooms, private offices, reception area, waiting room, and administrative space, allowing for efficient patient flow and day-to-day operations. Large windows provide natural light throughout the building, creating a welcoming environment for both staff and patients. Conveniently located on Montrose Avenue with strong visibility and signage potential, the property benefits from steady traffic counts and easy access to I-90/94, public transportation, and surrounding residential neighborhoods, providing a strong and consistent patient base. Additional highlights include on-site parking, dedicated entrances, and flexible interior space that can be configured for a variety of healthcare or professional uses. Ideal for owner-users looking to operate their practice or investors seeking a medical office asset in a stable Chicago submarket.

12600401 MLS ⋅ CONTINGENT Status

Prime opportunity to acquire a well-located medical office building in Chicago's Portage Park neighborhood. This professional space is ideally suited for medical, dental, therapy, or general professional office use and offers excellent accessibility in a high-traffic corridor. The property features a functional layout with multiple exam rooms, private offices, reception area, waiting room, and administrative space, allowing for efficient patient flow and day-to-day operations. Large windows provide natural light throughout the building, creating a welcoming environment for both staff and patients. Conveniently located on Montrose Avenue with strong visibility and signage potential, the property benefits from steady traffic counts and easy access to I-90/94, public transportation, and surrounding residential neighborhoods, providing a strong and consistent patient base. Additional highlights include on-site parking, dedicated entrances, and flexible interior space that can be configured for a variety of healthcare or professional uses. Ideal for owner-users looking to operate their practice or investors seeking a medical office asset in a stable Chicago submarket.

5510 W Montrose Avenue, Chicago

$775,000

This beautifully reimagined Jefferson Park brick bungalow blends timeless architecture with a level of finish and functionality that's hard to come by. A true foyer welcomes you in, setting the tone with a beautiful statement porcelain tile. From there, the sun-filled living room flows into a formal dining space, where custom millwork and wainscoting adds character. This kitchen is the heart of the home and this one surely delivers. Thoughtfully designed with custom cabinetry, quartz countertops, large island and high-end stainless steel appliances, it offers both style and function. A built-in dining nook adds additional seating with the original 1927 front door repurposed as the table. The adjacent coffee bar gives a separate space in the morning to get ready before heading out the door. Right off the kitchen behind a sliding door is a spacious mudroom complete with built-in storage, laundry and plenty of room to keep everything organized. Additionally on this level is an office/bedroom and full bathroom. Up the bright stairwell, the primary suite offers a true retreat. The bathroom will surprise you with vaulted ceilings, a spa-inspired shower, double vanity, private water closet, elevated finishes and access to the generous walk-in closet. Two additional bedrooms and a well-appointed full bathroom complete the second level. The finished lower level expands your living space even further, featuring a huge family room, wet bar, and a standout wine cellar with custom racking, perfect for entertaining or unwinding at home. Another beautiful vintage save from the original 1927 home is the original kitchen sink, which has been repurposed here in the basement right off the wet bar as a functional yet beautiful design piece. The additional 5th bedroom allows for a great guest suite, office, or gym. There is a massive storage room which is separate from the utility closet. Off the back of the home is a covered porch, landscaped fenced in yard and two-car garage. Additional features throughout the home include hardwood flooring and new LVP flooring, recessed lighting, radiator heating controlled through Ecobee smart thermostat, NEST doorbells and more. Extensively updated with attention to detail throughout, this home offers the peace of mind of modern systems while maintaining the charm of a classic Chicago bungalow. Located in the coveted Beaubien School District, metra and blue line and super easy access to 94.

5 Beds ⋅ 4 Baths ⋅ 12616928 MLS ⋅ CLOSED Status

This beautifully reimagined Jefferson Park brick bungalow blends timeless architecture with a level of finish and functionality that's hard to come by. A true foyer welcomes you in, setting the tone with a beautiful statement porcelain tile. From there, the sun-filled living room flows into a formal dining space, where custom millwork and wainscoting adds character. This kitchen is the heart of the home and this one surely delivers. Thoughtfully designed with custom cabinetry, quartz countertops, large island and high-end stainless steel appliances, it offers both style and function. A built-in dining nook adds additional seating with the original 1927 front door repurposed as the table. The adjacent coffee bar gives a separate space in the morning to get ready before heading out the door. Right off the kitchen behind a sliding door is a spacious mudroom complete with built-in storage, laundry and plenty of room to keep everything organized. Additionally on this level is an office/bedroom and full bathroom. Up the bright stairwell, the primary suite offers a true retreat. The bathroom will surprise you with vaulted ceilings, a spa-inspired shower, double vanity, private water closet, elevated finishes and access to the generous walk-in closet. Two additional bedrooms and a well-appointed full bathroom complete the second level. The finished lower level expands your living space even further, featuring a huge family room, wet bar, and a standout wine cellar with custom racking, perfect for entertaining or unwinding at home. Another beautiful vintage save from the original 1927 home is the original kitchen sink, which has been repurposed here in the basement right off the wet bar as a functional yet beautiful design piece. The additional 5th bedroom allows for a great guest suite, office, or gym. There is a massive storage room which is separate from the utility closet. Off the back of the home is a covered porch, landscaped fenced in yard and two-car garage. Additional features throughout the home include hardwood flooring and new LVP flooring, recessed lighting, radiator heating controlled through Ecobee smart thermostat, NEST doorbells and more. Extensively updated with attention to detail throughout, this home offers the peace of mind of modern systems while maintaining the charm of a classic Chicago bungalow. Located in the coveted Beaubien School District, metra and blue line and super easy access to 94.

4823 W Argyle Street, Chicago

$849,900

Stunning 4 Bed/3.5 Bath single family home with a 2 car garage in beautiful Jefferson Park area! Newly constructed in 2022, this home features a bright & open concept with high ceilings and elegant craftsmanship. Eat-in chef's kitchen equipped with SS appliances, oversize island with quartz countertops, & walk in pantry. Spacious master suite with two walk in closets and luxurious master bathroom with jet shower and double vanity. Second hallway bathroom with double vanity as well. Laundry on 2nd floor (bedroom level) but the home also has laundry hook ups in the lower level too. Basement includes a large recreation room with full wet bar, 4th bedroom, full bath, and lots of storage. Hardwood floors thru out 1st and 2nd floors, carpet in basement. Home has a drain tile system with sump and ejector, tankless water heater, and hi-efficiency HVAC. Enjoy the fenced in yard with a concrete patio ready for entertaining. Great location close to shopping, transportation (CTA Blue line & Metra just a few blocks!) and parks! Nothing to do but move in. Hurry, this one won't last long!

3 Beds ⋅ 4 Baths ⋅ 12624807 MLS ⋅ CLOSED Status

Stunning 4 Bed/3.5 Bath single family home with a 2 car garage in beautiful Jefferson Park area! Newly constructed in 2022, this home features a bright & open concept with high ceilings and elegant craftsmanship. Eat-in chef's kitchen equipped with SS appliances, oversize island with quartz countertops, & walk in pantry. Spacious master suite with two walk in closets and luxurious master bathroom with jet shower and double vanity. Second hallway bathroom with double vanity as well. Laundry on 2nd floor (bedroom level) but the home also has laundry hook ups in the lower level too. Basement includes a large recreation room with full wet bar, 4th bedroom, full bath, and lots of storage. Hardwood floors thru out 1st and 2nd floors, carpet in basement. Home has a drain tile system with sump and ejector, tankless water heater, and hi-efficiency HVAC. Enjoy the fenced in yard with a concrete patio ready for entertaining. Great location close to shopping, transportation (CTA Blue line & Metra just a few blocks!) and parks! Nothing to do but move in. Hurry, this one won't last long!

5739 W Grover Street, Chicago

$275,000

Bright and spacious 2-bedroom, 2-bath top-floor condo in the heart of Jefferson Park! This home features a wide open living, dining, and kitchen area filled with abundant natural light from oversized windows and a sliding door leading to a private balcony. Refinished hardwood floors run throughout, and the oversized eat-in kitchen has been recently refreshed which is perfect for both everyday living and entertaining. The split bedrooms offer privacy and are generously sized with excellent organized closet space, and the primary bedroom features an ensuite bath. Both bathrooms have been completely remodeled offering a clean, modern feel. Well-loved and well-maintained building with amenities including free basement laundry, a bike room, and large private secured storage. Assigned tandem parking for two vehicles included right behind the building. Unbeatable location with easy access to the Metra, CTA Blue Line, multiple bus routes, and I-90/94. Enjoy everything Jefferson Park has to offer just steps away! An abundance of beautiful public parks, grocery options, restaurants, bars, pharmacies, clinics, fitness studios, the year-round Jefferson Park Sunday Market, and more all within walking distance. Move-in ready for its next owner in an investor-friendly building, this is an excellent opportunity for first-time buyers, those looking to put down roots in Jefferson Park, or anyone seeking a great addition to their portfolio.

2 Beds ⋅ 2 Baths ⋅ 12589080 MLS ⋅ CLOSED Status

Bright and spacious 2-bedroom, 2-bath top-floor condo in the heart of Jefferson Park! This home features a wide open living, dining, and kitchen area filled with abundant natural light from oversized windows and a sliding door leading to a private balcony. Refinished hardwood floors run throughout, and the oversized eat-in kitchen has been recently refreshed which is perfect for both everyday living and entertaining. The split bedrooms offer privacy and are generously sized with excellent organized closet space, and the primary bedroom features an ensuite bath. Both bathrooms have been completely remodeled offering a clean, modern feel. Well-loved and well-maintained building with amenities including free basement laundry, a bike room, and large private secured storage. Assigned tandem parking for two vehicles included right behind the building. Unbeatable location with easy access to the Metra, CTA Blue Line, multiple bus routes, and I-90/94. Enjoy everything Jefferson Park has to offer just steps away! An abundance of beautiful public parks, grocery options, restaurants, bars, pharmacies, clinics, fitness studios, the year-round Jefferson Park Sunday Market, and more all within walking distance. Move-in ready for its next owner in an investor-friendly building, this is an excellent opportunity for first-time buyers, those looking to put down roots in Jefferson Park, or anyone seeking a great addition to their portfolio.

4522 N Milwaukee Avenue Unit #3E, Chicago