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$620,000
6 Beds 2 Baths 12693295 MLS NEW Status
Exceptional opportunity to own a beautifully updated two-flat in the heart of thriving Logan Square! Situated on a quiet, tree-lined street, this well-maintained property features two spacious 3-bedroom, 1-bath units and will be delivered completely vacant, making it an ideal opportunity for an owner-occupant, investor, house hacker, or multigenerational family seeking flexible living arrangements. The first-floor unit has been thoughtfully refurbished and includes a third bedroom, while the second-floor unit features central air conditioning and a beautifully renovated kitchen with new cabinetry, countertops, sink, flooring, and brand-new stainless steel appliances. Each unit also includes its own washer and dryer for added convenience. Recent improvements include a new roof, new siding, remodeled bathroom, fresh interior paint, updated flooring, new lighting, new trim, refinished window sills, repaired porch and attic stairs, and a newly re-cemented gangway. Each unit is separately metered for gas and electric and has its own heating system. The upper unit offers a unique and spacious layout with the second and third bedrooms located on the attic level. The property also includes a detached two-car garage with excellent potential for additional rental income. Conveniently located near parks, the Logan Square Farmers Market, restaurants, shopping, public transportation, and expressway access, this property offers the perfect blend of location, flexibility, and long-term value. A rare opportunity in one of Chicago's most desirable neighborhoods!

3509 W Dickens Avenue, Chicago

$655,000
5 Beds 5 Baths 12715315 MLS NEW Status
Stunning New Construction 2-Unit in the Heart of Booming Humboldt Park! Owner-occupants may qualify for up to a $20,000 grant through the Cook County Land Bank program, making this an incredible opportunity to own a luxury home while generating rental income. The ground-floor 2-bed / 2-bath unit is currently rented for $1,900 per month, helping offset your mortgage from day one. Above, the spectacular duplex-up lives like a single-family home with an ideal blend of modern luxury, thoughtful design, and expansive living space. The main level of the duplex features a sun-filled open-concept layout perfect for entertaining, complete with a designer kitchen showcasing quartz countertops, high-end stainless steel appliances, custom finishes, and enhanced foam insulation for added comfort and efficiency. A half bathroom on the main level adds convenience for guests and everyday living. Upstairs, retreat to an oversized luxury primary suite featuring two massive walk-in closets and a spa-inspired bathroom with both a soaking tub and a separate glass shower. Two additional spacious bedrooms and another full bath complete the upper level. Both units offer luxury vinyl flooring, in-unit laundry, and garage parking. Whether you're an investor or an owner-occupant looking to build wealth while living in style, this is a rare opportunity in one of Chicago's fastest-growing neighborhoods. Opportunities like this are hard to find - a brand-new construction property that combines luxury living, rental income, and potential grant assistance all in one of the city's most exciting and rapidly appreciating areas.

544 N Lawndale Avenue, Chicago

$1,250,000
7 Beds 4 Baths 12711377 MLS NEW Status
Classic Chicago two-flat in the heart of Andersonville, thoughtfully updated in 2025 to blend modern amenities with timeless vintage charm. An exceptional investment opportunity, this property is ideal as a live-in, owner-occupied home with rental income or as a fully leased, income-producing asset. The second-floor two-bedroom apartment features central A/C, in-unit laundry, and a beautifully renovated kitchen that opens to the enclosed back porch, creating space for both an island and a kitchen table overlooking the backyard. A formal dining room has been preserved, while the spacious living room and office nook open to a front porch overlooking the picturesque, tree-lined street. The first-floor duplex-down offers five bedrooms (two on the main level and three below), providing exceptional flexibility for a growing household, a group of housemates, guests, or home offices. The historic floor plan has been thoughtfully maintained on the first floor, featuring a formal dining room with the original built-in cabinetry and an enclosed back porch that serves as an ideal breakfast room or mudroom. The home includes three bathrooms, including a beautifully renovated vintage-style bath on the main level, a spa-inspired ensuite, and a second sophisticated lower-level bath. The finished lower level also offers a family room and in-unit laundry. Enjoy an evening on the porch, grilling on the back patio (with a gas hookup), playing in the spacious turf backyard, or gardening. A two-car garage, newly re-sided in 2025, completes this exceptional Andersonville property, located just down the street from Pizza Lobo and Little Bad Wolf. Andersonville is known for its locally owned businesses, bars, restaurants, and cafes. The area also offers exceptional schools, including Pierce Elementary, the Waldorf School, and Rogers Park Montessori School, and is a short walk to the Metra station, the Berwyn L station, and Foster Beach. Second floor tenants are lease runs to May 2027. First floor tenants are on a month-to-month lease and would like to stay.

1446 W Catalpa Avenue, Chicago

$579,999
4 Beds 3 Baths 12714777 MLS NEW Status
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit.

5037 W Winona Street, Chicago

$1,299,000
5 Beds 6 Baths 12714372 MLS NEW Status
Welcome to this exceptional Greystone vintage 3-unit building offering 5 bedrooms, 5 full bathrooms, and 1 half bathroom, perfectly blending classic Chicago charm with modern comfort. Featuring beautiful landscaping, a fenced backyard, and thoughtfully designed living spaces, this remarkable property presents an outstanding opportunity for both homeowners and investors. A stunning hardwood staircase welcomes you through the main entrance, providing access to both the first- and second-floor units. Let's begin with the second-floor residence. As you enter, you're greeted by a bright and spacious living room, highlighted by a beautiful English skylight lantern above the foyer and oversized windows that fill the home with abundant natural light. Located just off the living room, the primary suite offers a private retreat with a separate sitting area, generous closet space, direct access to a private balcony, and large windows that create a warm and inviting atmosphere. On the opposite side of the living room, the second bedroom features a walk-in closet and ample living space. The unit includes two full bathrooms-one with a luxurious walk-in steam shower and the other with a relaxing soaking tub. Conveniently located between the bedrooms, the dedicated laundry room adds everyday comfort and functionality. Toward the rear of the home, the open-concept family room and kitchen create the perfect gathering space, centered around a cozy fireplace with both gas and wood-burning options. The kitchen is beautifully appointed with stainless steel appliances, a large center island with breakfast bar seating, pantry storage, and expansive windows that surround the space with exceptional natural light. The first-floor unit mirrors the upper-level layout, offering incredible flexibility for multi-generational living or rental income. It features its own fully equipped kitchen, two full bathrooms, a dedicated laundry room, and an added layer of security with alarm sensors installed on every window. From the rear staircase, you'll find access to the basement studio unit. Before entering the studio, you'll pass a spacious recreation room, utility area, and a separate laundry room dedicated exclusively to the lower-level residence. Inside the studio, you'll find a thoughtfully designed living space featuring a full kitchen with stainless steel appliances, a microwave, air fryer, and range hood. The studio also includes one full bathroom, one half bathroom, and generous closet space, creating a comfortable and functional living arrangement that's perfect for guests, extended family, or rental income. The rear staircase also provides convenient access to the rooftop, the first-floor unit, and the second-floor residence, making movement throughout the building both practical and efficient. Designed with long-term comfort and peace of mind, the property is equipped with multiple tankless water heaters, multiple zoned furnaces, multiple sump pumps, and a comprehensive security system, showcasing the exceptional care and quality invested throughout the home. Step outside to enjoy the beautifully landscaped, fenced backyard featuring a brick paver patio, mature landscaping, and multiple outdoor seating areas-an ideal setting for entertaining family and friends or simply relaxing outdoors. Conveniently located near public transportation, bus routes, restaurants, grocery stores, shopping, and everyday conveniences, this exceptional Greystone offers the perfect combination of timeless Chicago architecture, modern functionality, and outstanding investment potential. Don't miss this rare opportunity to own a versatile, meticulously maintained multi-unit property that seamlessly blends historic character, modern upgrades, and exceptional income potential-all in one of Chicago's most desirable neighborhoods.

4448 N Tripp Avenue, Chicago

$1,100,000
13 Beds 8 Baths 12714290 MLS NEW Status
RARE investment opportunity in the heart of Bronzeville-a beautifully restored 1903 historic mansion thoughtfully converted into four oversized luxury apartments on a rare double-wide lot with additional value-add potential. This architect-designed 2025 renovation masterfully blends timeless vintage character with modern functionality, preserving original stained and leaded glass, intricate woodwork, hardwood floors, pocket doors, fireplaces, built-ins, and original doors throughout while introducing all new plumbing, upgraded 400-amp electrical service with separate meters, water heaters, insulation, custom kitchens, designer bathrooms, and individual HVAC/mini-split systems. Residents enjoy exceptional outdoor amenities including a welcoming front porch, private rear decks, side yard, and common courtyard patio. A substantial brick coach house provides three garage parking spaces on the main level while the upper level offers an outstanding opportunity for future expansion. Previously configured as additional living space, it presents tremendous potential for a fifth residential unit, guest suite, studio, office, or other income-producing use, subject to buyer verification and any required approvals. Each apartment occupies nearly an entire floor and benefits from four exposures, flooding the homes with natural light while offering spacious layouts, large bedrooms, in-unit laundry, private storage, and thoughtfully designed kitchens featuring soft-close cabinetry, solid surface countertops, induction cooking, upgraded appliances, designer backsplashes, and vent hoods. Bathrooms have been beautifully updated with a combination of walk-in showers, marble flooring, restored clawfoot tubs, and custom vanities. Quietly situated on a charming residential street surrounded primarily by single-family homes, this truly one-of-a-kind turnkey investment combines luxury finishes, irreplaceable historic architecture, and strong long-term rental appeal, with the added opportunity to further enhance value through the coach house. A rare offering in one of Chicago's most dynamic and appreciating neighborhoods.

4541 S Forrestville Avenue, Chicago

$965,000
4 Beds 2 Baths 12710833 MLS NEW Status
Prime Bucktown Location - Solid Brick 2-Flat! This meticulously maintained, solid-brick multi-unit building has been lovingly cared for by the same owner for many years. Featuring 8.5-foot ceiling heights in a very clean heated basement, it offers an excellent opportunity for a live-in landlord, duplex or a savvy investor looking to add a high-performing asset to their portfolio. Each of the two units boasts 2 bedrooms, an updated kitchen, and an updated bathroom. The building features a functional open floor plan filled with natural light, beautifully refinished hardwood flooring, and fresh paint throughout. Additional conveniences include a mudroom in each unit and separate forced-air heating and central air conditioning. Recent updates include: New tear-off roof (with new plywood) on the main building and garage New gutters, fascia, and soffits New siding on the rear of the building Newer windows throughout New cement slab and walkway leading to the basement Newer water heater Refinished hardwood floors Fresh paint throughout Additional highlights include in-unit laundry on the first floor (with basement laundry for the second floor), a spacious paved patio and backyard, low taxes, and RS-3 zoning. The attached garage also features a new tear-off roof, new siding, and a new cement slab.Located on a charming tree-lined street in desirable Bucktown, this home is within walking distance to Holstein Park, the 606 Trail, world-class cafes, restaurants, shops, and nightlife. Enjoy easy access to the El, Metra, buses, and the Kennedy Expressway. Comparable new-construction single-family homes in the area are selling for millions. This turnkey, vacant, and move-in-ready building is priced to sell-don't miss this rare opportunity!

2329 W Mclean Avenue, Chicago

$595,000
6 Beds 4 Baths 12664627 MLS NEW Status
Desirable Mid-Century Modern solid brick 2-flat offering 3,236 sq ft of living space on a wide 35' x 124' lot available on a tree lined street surrounded by single family homes in West Ridge. Rare opportunity for investors & owner occupants looking to live in one of the units & generate income from the other. The 1st floor unit has 4-spacious bedrooms, all w/good closet space, the 2nd floor unit has 2 bedrooms - both units have 1.5 baths & their own HVAC units w/central air. The half baths have updated vanities & toilets, the full baths have original floors and wall tiles. The living & dining room layouts in both units are classic mid century modern, with plenty of space for various furniture arrangements. The basement is unfinished w/additional storage lockers, a newer washer/dryer, slop sink, 2 HVAC units, 2 hot water tanks & could be a duplex down opportunity. There's a 2.5 car garage w/an electric garage opener & newer side door. Prime location just blocks from Legion Park, w/51-acres that runs along the North Branch of the Chicago River, w/walking & bike trails, playgrounds & basketball. The building is centrally located halfway between LSD & the Edens for easy access to the Northern suburbs or Downtown. There's a Metra station on Peterson & Ridge 1.7 miles east of the property. Close by is the vibrant Devon Corridor, w/grocers, restaurants & clothing boutiques and Kedzie Ave w/ Middle Eastern cafes, restaurants & grocery stores. The building is located between Lincoln Square w/the CTA Brown Line & Andersonville/Edgewater w/the CTA Red Line. Both Lincoln Square and Andersonville have their own unique culture w/outdoor cafes, shops, restaurants, music venues, gyms, parks, the river and the lakefront. Bring your vision and make the most of this rare investment opportunity in a diverse thriving central city locale. The building is vacant and being sold As Is.

6025 N Sacramento Avenue, Chicago

$665,000
6 Beds 4 Baths 12710369 MLS NEW Status
Rare opportunity to acquire a classic Chicago four-flat on 3,150 square foot lot just one block from iconic Logan Boulevard. Offering approximately 3,475 square feet above grade plus a full unfinished basement, a detached two-car garage, and a fenced backyard, this is the type of property that rarely becomes available in one of Logan Square's most desirable locations. Built in 1897, the building features an ideal unit mix of two one-bedroom residences and two spacious two-bedroom-plus-den apartments. Generous room sizes, flexible floor plans, private rear decks, and original stained wood doors with period hardware showcase the timeless craftsmanship and architectural character that make Chicago's vintage buildings so enduring. The property currently generates $4,500 per month in rental income, with existing rents remaining well below prevailing Logan Square market rates. The full unfinished basement offers abundant storage and future potential, while the detached two-car garage and private backyard provide amenities that are increasingly difficult to find in the neighborhood. This is not a turnkey investment. The building has seen limited updates over the past several decades and is being sold as-is. Buyers should anticipate deferred maintenance, repairs, and modernization. The value lies in the fundamentals: oversized apartments, flexible layouts, original architectural details, outdoor space, garage parking, and an irreplaceable location. Located just steps from Logan Boulevard and surrounded by acclaimed restaurants, neighborhood cafes, parks, public transportation, and everything that has made Logan Square one of Chicago's most sought-after neighborhoods, 2643 N. California Avenue presents an exceptional opportunity to restore, reposition, and realize the full potential of a classic Chicago investment property. Within the boundaries of the 606 Ordinance.

2643 N California Avenue, Chicago

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