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$825,000
5 Beds 3 Baths 12479496 MLS CLOSED Status
*Seller has VA loan which may be assumable.* This beautifully maintained, solid brick 2-flat in the highly desirable Lakeview neighborhood is as turn-key as they come-perfect for investors or owner-occupants alike. Nestled on a beautiful tree-lined street within the coveted Hamilton School District, this building combines timeless vintage character with modern updates. Original charm abounds with preserved woodwork, detailed moldings, built-in hutches, hardwood floors, and high ceilings. Both units are 2beds/1bath and feature updated kitchens and baths, plus separate utilities, updated electrical, and central air/heat. Thoughtful maintenance includes tuckpointing (2020), newer windows, freshly repaired and painted front steps, and a recently maintained and painted steel rear staircase/balconies. The fully finished basement offers a non-conforming 1bed/1bath unit-ideal for an in-law suite, duplex-down, or potential ADU. Shared laundry, a 2-car garage, and a spacious backyard add even more value. This property has endless possibilities, whether you're seeking rental income, a future single-family home conversion, or a blend of both. All in an unbeatable location-steps to the Brown Line, Trader Joe's, Wrigley Field, Southport Corridor, parks, restaurants, and shops.

3621 N Ravenswood Avenue, Chicago

$1,360,000
9 Beds 3 Baths 12422590 MLS CLOSED Status
Built in 1893, this property has been in the same family since 1967. This historic, handsome and well-maintained three-unit property is not only a rare find, but also a must see. A classic brick and limestone three-flat that offers a unique blend of vintage charm and updates in one of Chicago's most desirable neighborhoods. Each of the three units features 2-3 bedrooms, one full bath, a light-filled living room, formal dining room, and a sunny kitchen, making them ideal for both tenants and owner-occupants alike. Original architectural details-such as original built-ins, tall ceilings, and hardwood floors add timeless character throughout. The property includes a newer 2.5-car garage, a large rear yard perfect for entertaining or gardening, and is located on a tree-lined, residential street just steps from parks, shopping, dining, and public transportation. With excellent income potential, this is a rare chance to own a solid investment property in an A+ location-perfect for live-in owners, investors, or those looking to expand their portfolio in a high-demand rental market. Don't miss this opportunity to own a piece of Chicago history with upside potential! Property is vacant and being sold as-is.

1415 W George Street, Chicago

$1,075,000
8 Beds 4 Baths 12414761 MLS CLOSED Status
Great opportunity to invest and live in the Southport Corridor. This 4 unit property has a three unit building in the front and a single-family coach house that makes for a great owners unit! Great location close to many desirable shops, restaurants, parks, and public transit. Front building features three 2 Bedroom units. Two of the front building units have updated kitchens with maple cabinets, granite countertops, and SS appliances. Single Family Coach House is a 2BR/1BA that was fully renovated in 2010 and bathroom redone in 2016. Coach House features chef's kitchen that is open to the main living space, 2nd floor primary bedroom has large sitting area and skylight to provide lots of natural light. Large common area brick patio provides great outdoor entertaining space, and has wired outdoor speakers to enjoy music while you enjoy the Chicago summers.

3147 N Southport Avenue, Chicago

$1,500,000
8 Beds 4 Baths 12322152 MLS CLOSED Status
Welcome to this meticulously maintained full-brick legal 3-flat, which is just one block from top-rated Blaine Elementary and in the heart of Southport Coordidor! Steps from some of the city's best restaurants, shops, and nightlife. This architecturally significant three-story building features a beautiful brick facade, making it a standout in the Southport corridor neighborhood. A prime investment opportunity, this fully leased property has had zero vacancies under current ownership, offering immediate income potential. The top two floors each feature 2 bedrooms and 1 bathroom, while the first-floor duplex-down offers 4 bedrooms and 2 bathrooms with separate front and rear entrances on both levels, ideal for an in-law suite, nanny quarters, or additional rental income. Recent updates include new stainless steel appliances throughout, fresh paint in the first- and second-floor units (2023), new windows on both floors (2023), tuckpointing (2021), and a resealed and repainted roof (2022). Additional highlights include a built out deck perfect for entertaining, three parking spaces with potential for six tandem spots, separate utilities for each unit, and newer mechanicals for easy maintenance. Whether you're looking to live in one unit while generating rental income, lease all units long-term, or explore short-term rental opportunities like Airbnb, this is a rare chance to own a stunning income-generating property in one of Chicago's most desirable locations. With the Brown Line nearby, commuting downtown is effortless, while Wrigley Field is just a short stroll away for game days and concerts. So much more to see for yourself, get your private tour today!

3854 N Janssen Avenue, Chicago

$928,000
3 Beds 3 Baths 12393890 MLS CLOSED Status
This Prime Southport Corridor 2-Unit Gem sits on a quiet tree-lined block and features a spacious Duplex Up owner's unit, thick with original character and natural light and featuring a very large kitchen and 2 private outdoor balconies. Located in the highly sought after Blaine School District and just 3 blocks from Southport Corridor itself, the location couldn't be better! This property is on the market for the first time in decades and presents an incredible opportunity in one of Chicago's most coveted neighborhoods! World class shopping, dining and nightlife are all right outside the door. And with favorable RT-3.5 zoning and surrounded by multi-million dollar homes, there are so many possibilities for this property. It offers endless potential as a single-family conversion, or could be torn down to build your brand-new luxury dream home, or held as a high-yield, great long term investment property in a fast appreciating and very easy to rent location. An absolutely beautiful back yard (the perfect retreat from busy city life) and a 2-car garage are the icing on the cake for this amazing property.

3724 N Bosworth Avenue, Chicago

$1,175,000
6 Beds 4 Baths 12397937 MLS CLOSED Status
Exceptional Legal 3-Flat in the Heart of Lakeview. Proudly maintained by long-term local owners for 27 years, this exceptional property offers a rare opportunity to benefit from decades of care and attention. Ideally located within walking distance of Trader Joe's and the Irving Park Brown Line, it's perfectly positioned to meet the lifestyle needs of today's renters. Each unit features real hardwood floors, individual HVAC systems, and separate hot water heaters for added convenience and efficiency. Unit #1, a charming 2-bedroom with an updated bathroom, den/office space, and a spacious living room. Unit #2 (Owner's Unit) offers the potential to expand into a duplex-up, creating additional living space and value. A large unfinished basement provides ample storage and includes a shared laundry area currently used by Units #1 and #2. Between the front building and the coach house, enjoy a beautifully maintained garden, patio, and small deck - perfect for summer evenings.The coach house was fully renovated in 2015. This 2-bedroom, 2-bathroom private residence includes an all-season porch, office nook, private basement storage, and a deck. High-end finishes throughout include: red oak hardwood floors white quartz countertops in the kitchen and bathroom, stylish tile backsplash, kohler bathroom fixtures and a soaking tub and walk-in shower. The coach house also features a new furnance, along with high-end GE and Fisher & Paykel stainless steel appliances. A front-loading, double-stack Frigidaire washer and dryer complete the home.

3818 N Hermitage Avenue, Chicago

$1,050,000
6 Beds 6 Baths 12386821 MLS CLOSED Status
Meticulously maintained long-time owner-occupied 3-flat in Lakeview. All units with separate utilities. Many updates to include a washer and dryer in each unit. Newer roof and mechanicals throughout the building. Central AC throughout. Large units with a living/ dining open concept. The first and second floors have 2 bedrooms with 1.5 baths. Third floor with vaulted ceilings and 2 bedrooms, 2 baths. Each unit has a good-sized deck to accommodate a table and grill. Charming brick patio in the back, along with a shed perfect for tools, bikes, snowblower, etc. 3 tandem parking spaces to fit 6 cars on the parking pad behind the building. First floor is owner-occupied. 2nd floor leased for $2,500 a month. Third floor leased at $3,145. South-facing building with tons of light in the units! Beautiful original banister in the front stairwell. Location is A+. Walk to Southport Corridor or restaurants on Sheffield. 5 minute walk to the brown line at Wellington or 9 minute walk to the Redline at Belmont. Quiet one-way residential street. MULTIPLE OFFERS received. Highest and Best due Monday 6/16 by noon.

1140 W Barry Avenue, Chicago

$1,111,000
6 Beds 3 Baths 12389603 MLS CLOSED Status
Charming brick 3-flat on a quiet, tree-lined street in the heart of Lakeview. This legal multi-unit offers excellent flexibility-two units are tenant-occupied with stable rents, while the top-floor unit is vacant and freshly updated, making it ideal for an owner-occupant or new lease opportunity. All three units share the same spacious 2 bed, 1 bath layout, featuring hardwood floors, separate living / dining rooms, and private rear decks. Unit 3 recent updates include refinished floors, a full repaint, and newly installed central HVAC. Each floor has high ceilings and abundant natural light. Common amenities include shared laundry in the basement, tenant storage, a large backyard, and a 2-car garage. Utilities are separately metered. The sizable unfinished basement offers potential for a garden unit conversion or duplex-down expansion. Located near public transit, Wrigley Field, and a vibrant mix of dining and nightlife, this is a rare opportunity to invest in or live within one of Chicago's most desirable neighborhoods.

3746 N Hermitage Avenue, Chicago

$1,150,000
8 Beds 3 Baths 12284755 MLS CLOSED Status
Investor's Dream! This remarkable 2-unit Greystone building, located on an EXTRA-WIDE 30' x 125' corner lot in the highly sought-after Wrigleyville/Southport Corridor, presents an outstanding opportunity for investors or aspiring owner-occupied landlords. The top floor features a spacious 4-bedroom, 1-bath unit with tremendous potential for rental cash flow. Top floor tenant occupied with MTM lease. First floor offers a 3-bedroom/1-bathroom unit. The basement, currently utilized as a duplex down, includes a 1-bedroom, 1-bath unit, creating additional rental income possibilities. Beautiful, original built-ins in both units. Two washer and dryer units in the basement. With RT-3.5 zoning and labeled as a 3-unit property (assessors office), this building offers endless potential. Being sold AS-IS

1300 W Newport Avenue, Chicago

$1,710,000
5 Beds 4 Baths 12356944 MLS CLOSED Status
Welcome to 1251 West Eddy, situated on one of the prettiest blocks in the Wrigleyville/Southport Corridor neighborhood, PLUS, it's on an EXTRA WIDE 30 FOOT LOT. It has been meticulously maintained and designed, and the live-in owners love it, and it shows. The first-floor duplex is a two-bedroom, two-bathroom home with a great kitchen and family room. The lower level could be another family room, a playroom, or a primary suite. The second-floor unit has two bedrooms and one bath: a great layout including a family room and outdoor space. The third level has an open and light contemporary design, with one large bedroom and bathroom with a steam shower. The outdoor space throughout this building is A+. 1251 Eddy is beautifully landscaped in the front & the back yard with Blue Stone pavers. This property also has a three-car garage. Every building detail has been thoroughly thought out for today's buyer. The REAR Addition was built in 1999, adding additional living and outdoor space to this special property. Owners occupied units 2 & 3 as one home. The possibilities are endless on how you can occupy this beauty! More info under Additional Information!

1251 W Eddy Street, Chicago

$1,150,000
5 Beds 5 Baths 12365128 MLS CLOSED Status
Set on an extra-wide 37-foot lot in Lakeview's coveted Newport Avenue Historic District, 938 W Newport is a rare and architecturally significant Greystone offering classic Chicago charm, preserved character, and strong rental income with ideal owner-occupant potential. This stately 3-flat features original millwork, pocket doors, large bay windows, and sun-filled upper units with 10-foot ceilings. The garden-level unit is a spacious 1 bed, 1 bath with additional storage in the entry foyer and a separate storage closet. The main-level unit includes 2 bedrooms, 2 full baths, 2 fireplaces a bay-front living room, a large formal dining room, and a bright rear sunroom ideal as an office or flex space. The top-floor unit mirrors the main-level layout and was previously configured as a 3-bedroom. It now functions as a 2 bedroom, 2 bath plus den with a closet, and is vacant and move-in ready with refinished hardwood floors, new carpet, and fresh paint. A three-car garage plus a side parking pad provide four off-street spaces. The exterior pad has been successfully rented during Cubs home games for extra income. Tenants share access to the basement laundry and storage. Just steps from Wrigley Field, the Red Line, Whole Foods, the lakefront, neighborhood dining and shopping, this is a rare opportunity to own a piece of Chicago history with flexible use, timeless curb appeal, and lasting value.

938 W Newport Avenue, Chicago

$950,000
6 Beds 4 Baths 12356736 MLS CLOSED Status
Incredible opportunity for a savvy buyer. This well maintained 3-flat can be a turnkey investment. Or an owner occupant can have most of their monthly expenses covered by tenants. Current monthly income of $6,300/month and a 6% cap rate. The top floor duplex up features three bedrooms, 2 full bathrooms . The large eat-in kitchen leads out to a back deck perfect for grilling and entertaining. The second level has TONS of extra storage and a bonus office/work space. This large unit lives like a single family home. ($2,650/month - Unit 2 improvements: AC 2022, furnace 2023, water heater 2021). First floor unit is a 2 bed,1 bath with a large eat-in kitchen and a back deck. ($2,100/month - Unit 1 improvements: AC 2022, furnace 2018, fridge 2020, bathroom renovated 2019). Garden unit is a 1 bed, 1 bath. ($1,550/month - renovated bathroom 2018). TENANTS PAY ELECTRIC/GAS. The owner only pays for water, trash and insurance. Common laundry in the basement. 2 car garage. Owners have taken excellent care of the property and IMPROVEMENTS INCLUDE new siding 2017, new electric panels 2019, new front windows 2021, new washer/dryer 2022, new water pump 2023, new fence & landscaping 2025. The unit is currently fully rented. Units G & 2 rented through May 2026. Unit 1 will be vacant as of June 1 2025 and could be an owner occupant or easily rented at an INCREASED RATE from its current $2100 month (estimated new rental rate would be $2300-$2400). LOCATION CANNOT BE BEAT. Just steps from Whole Foods, Target, Brown Line L, and all the shops and restaurants of Lakeview.

1535 W Barry Avenue, Chicago

$1,350,000
8 Beds 3 Baths 12345775 MLS CLOSED Status
A rare offering and exceptional opportunity to own a gorgeous 3-unit Greystone in the heart of Southport Corridor. This stunning Lakeview / Wrigleyville property is set on an extra wide lot (30 x 124) on picturesque, tree-lined Cornelia Avenue. Inside, modern updates beautifully complement timeless vintage details. Each unit showcases original built-ins, wood trim, elegant crown molding and hardwood floors while the kitchens feature stainless steel appliances and sleek granite countertops. Additional highlights include skylights in the 3rd floor unit, enclosed rear porches, private backyard, a 2-car brick garage + 1 car parking pad, along with shared laundry and storage units in the basement. Unit Breakdown: 1st Floor: 3 bed / 1 Bath. 2nd Floor: 3 Bed / 1 Bath. 3rd Floor: 2 Bed / 1 Bath. Located within the highly coveted Blaine School District, this prime property offers unbeatable convenience with public transportation just minutes away, including access to the Brown Line, Red Line, and Lakeshore Drive. Enjoy proximity to top-tier restaurants, shops and local amenities, plus the added benefit of being located within walking distance to Wrigley Field. This area is highly desirable for both residents and investors. All units are currently rented, ensuring a steady income stream. Don't miss out on this exceptional investment opportunity in one of Chicago's most sought-after neighborhoods. This is the first time in 40 years that this property has been offered for sale. Property is well maintained and is offered AS-IS.

1336 W Cornelia Avenue, Chicago

$1,500,000
9 Beds 6 Baths 12343264 MLS CLOSED Status
Beautifully maintained Greystone 3-flat in a prime Lakeview location. The first-floor unit features 3 bedrooms and 2 full bathrooms. Excellent opportunity to duplex down for added space and value. Second and third floor units offer spacious layouts consisting of 3 bedrooms plus a den, 2 full baths, and updated kitchens. The third-floor unit includes in-unit laundry; first and second floors enjoy free shared laundry in the basement. Each unit boasts individual central HVAC, expansive open-concept living and dining areas, and hardwood floors throughout. Three exterior parking spaces located behind the building. A strong income-producing property in a highly desirable rental area-easy to lease and consistently in demand. Currently at a 6.36 CAP Rate! Schedule your viewing today!

822 W Newport Avenue, Chicago

$799,000
4 Beds 3 Baths 12264655 MLS CLOSED Status
Nestled on a quiet, tree-lined street in the highly sought-after Roscoe Village neighborhood, this fully updated two-unit building is the perfect opportunity for investors or owner-occupants alike. Both units are move-in ready. The first-floor unit features 2 bedrooms and 1 bathroom, highlighted by gleaming hardwood floors, granite countertops, and sleek stainless steel appliances. The top-floor unit is a spacious 2 bedroom, 2 bathroom duplex-up with custom touches throughout, including rich cherry wood cabinets, a stylish stone backsplash, stainless steel appliances, and granite countertops. Each unit offers individual gas and electric, central air conditioning, forced heat, and in-unit washer and dryer. Separate entry gate intercom system adds convenience and security. Enjoy outdoor living with a huge backyard and private decks off each floor, perfect for entertaining or relaxing. A two-car garage provides ample parking and storage. Located just steps from all that Roscoe Village has to offer-trendy bars, top-rated restaurants, public transportation, parks, and excellent schools-this is an incredible opportunity to own a beautiful, income-generating property in one of Chicago's most charming neighborhoods. HURRY!

3022 N Hamilton Avenue, Chicago

$1,005,000
7 Beds 4 Baths 12334331 MLS CLOSED Status
HIGHEST AND BEST DUE MONDAY AT NOON. Nestled on a tree lined street in Lakeview, this legal three-unit property offers incredible versatility, whether you're seeking a prime investment opportunity or envisioning your dream single-family home conversion. The all brick front building consists of two oversized 3 bed /1 bath units with tons of character-original woodwork, beautiful built-in hutches, stained glass accents, and tall ceilings throughout. The first-floor unit includes direct interior access to a partially finished basement with a spacious front room, laundry area, and ample storage-ideal for duplexing down. At the rear of the property, you'll find a charming 1 bed /1 bath coach house complete with its own basement laundry and storage. All units are separately metered and feature central heat and air. Located in the north-side ADU zone provides the opportunity to explore adding an additional unit. Tenants to vacate within 60 days and property can be provided vacant. Whether you're looking to convert to a stunning single-family home or maintain as a solid income-generating property this checks all the boxes.

1123 W Wolfram Street, Chicago

$975,000
5 Beds 3 Baths 12329072 MLS CLOSED Status
Huge Roscoe Village corner building on a gorgeous quite tree lined street surrounded by multi-million dollar homes! Rarely available owners penthouse duplex up suite featuring three large bedrooms, two bathrooms, including a master bath suite with separate Jacuzzi tub and shower! Huge owners unit, with hardwood floors, separate dining / living rooms and a nook off the living room for the perfect office! Two large decks and separate fenced in yard off the back of the home with plenty of space for grilling and entertaining. Central Heat and AC for all units with In-unit laundry. All separate utilities. Perfect Turn Key Investment with three sources of income to keep as is or live in one unit and let the tenant rent help with the mortgage! Short walk to Starbucks, Hamlin Park and all the great restaurants and shops Roscoe Village has to offer!

3134 N Leavitt Street, Chicago

$1,262,500
6 Beds 4 Baths 12279179 MLS CLOSED Status
Prime Investment Opportunity in Southport Corridor - Multi-Unit Building with Coach House. Discover a rare opportunity to own a versatile 3-unit property in the heart of the highly sought-after Southport Corridor, one of Chicago's most vibrant and walkable neighborhoods. Situated on a quiet, tree-lined street, this property is just three blocks from the Southport Brown Line stop, providing seamless access to the city while being steps from some of the best shopping, dining, and entertainment options Chicago has to offer. This well-maintained multi-unit is ideal for a live-in investor looking for rental income, a single-family home conversion with additional income potential, or even a nanny/Airbnb setup with the detached coach house in the rear. The main building includes a full basement with the potential for an easy duplex-down conversion, adding even more value to this already lucrative investment. The second-floor 3-bedroom, 2-bath duplex-up is flooded with natural sunlight thanks to skylights and large windows, featuring an updated eat-in kitchen with custom 42" cabinets and an island, a primary bedroom with ample space, and bathrooms designed for relaxation-one with a whirlpool tub and double vanity. A wood-burning fireplace, gleaming hardwood floors, and ceiling fans add warmth and character, while a private deck and landscaped patio provide outdoor enjoyment. This unit also boasts central A/C, an alarm system, extra storage, and in-unit laundry for convenience. The first-floor unit offers a comfortable 1-bed + den layout with 9-ft ceilings, hardwood floors, and a modern kitchen, a primary bedroom with a large closet, a spacious modern bathroom with linen storage, and the den/second bedroom providing flexibility for an office or guest space. The unit includes central heat and A/C, ceiling fans, and complimentary shared laundry in the basement, with a beautifully landscaped brick patio in the backyard. The rear coach house adds a fantastic investment opportunity, whether as a long-term rental, Airbnb, or in-law/nanny suite, ensuring privacy while contributing to additional income streams. This location offers the best of city living, just steps from top restaurants, boutique shops, entertainment venues, and only a 7-minute walk to Wrigley Field, all while maintaining a peaceful residential feel on a quiet, tree-lined street. Whether you're an investor seeking a turnkey rental property or a homeowner dreaming of a single-family conversion with income potential, this prime Southport Corridor property offers limitless possibilities

1331 W Melrose Street, Chicago

$1,017,500
5 Beds 2 Baths 12322542 MLS CLOSED Status
Available for the first time in over 50 years, we are excited to present a large legal brick 2-flat in the heart of Lakeview. This property is just half a block from the vibrant Halsted Corridor and within walking distance to Wrigley Field, theaters, parks, shopping, and restaurants. Each of the apartments has 2 bedrooms and 3 bedrooms specifically on the 1st and 2nd floor. They both feature 1 full bath, separate dining room, living room, sunroom, enclosed porch, and a spacious kitchen. Both units boast high ceilings and large windows throughout. The basement is clean and unfinished, with approximately 7-foot 6-inch ceilings, front and back entrances as well above grade windows. A two-car brick garage offers the potential for a rooftop garden or deck. This home is in the sought-after Oakdale Historic District, making it an excellent opportunity for investors or owner-occupants to own a character-filled property in one of Chicago's most desirable neighborhoods. The structure cannot be torn down, but with R4 zoning, you can easily add value to this investment by expanding unit 1 into the basement and adding a partial level to unit 2 or convert it into a spacious 4 story single-family home by adding a partial 3rd floor

851 W Oakdale Avenue, Chicago

$985,000
8 Beds 4 Baths 12316378 MLS CLOSED Status
Meticulously maintained legal three unit building on a quiet tree-lined street in the heart of trendy South Lakeview. The turnkey investment is fully occupied with leases in place until Spring/Summer of 2025 that generate monthly income of 6450. All three units cover their own utilities and are separately metered for gas and electric. The only building expenses for the owner are water, trash, and insurance. Unit 1 is an English garden 2bd/1bath leased thru 6/30/2025 for 1675. Unit 2 is a spacious 2bd/1bath leased thru 5/31/2025 for 1975. Unit 3 is a large duplex 3/4bd/2bath leased thru 6/30/2025 for 2975. The garage yields additional income of 175/month. This can be an ideal armchair investment with solid income as-is, or can be a value add play with strong upside for growth in rents. An excellent bldg to add to your investment portfolio on a fantastic street in one of the most desired neighborhoods on the Northside and located in the highly sought after Burley School District.

1531 W Nelson Street, Chicago



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