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6311 N Lakewood Avenue, Chicago
$699,900
6 Beds ⋅ 2 Baths ⋅ 12794143 MLS ⋅ ACTIVE Status
Opportunity awaits in the heart of Edgewater! Owned and occupied by the same family for nearly 50 years, this legal 2-flat offers incredible potential for investors, rehabbers, and buyers looking to create their dream home. This solid masonry building features two spacious units, each offering 3 bedrooms and 1 bathroom, situated on an extra-wide lot. Additional highlights include a full basement with shared laundry, a 2-car garage, and an additional exterior parking space. Notable updates include a water heater replaced in 2018 and windows replaced within approximately the past 10 years. Whether you're looking to renovate and maintain a classic income-producing two-flat, create a spacious duplex-down owner's unit, explore a potential 3-unit conversion, or transform the property into a grand single-family residence, the possibilities are plentiful! All improvements and conversions are subject to applicable zoning requirements and city approval. Ideally located near the CTA Red Line, public transportation, Loyola University Chicago, lakefront beaches, neighborhood parks, and an abundance of restaurants, cafes, and shopping, with convenient access to Lake Shore Drive and major expressways. A rare opportunity to bring new life to a longtime family-owned property in one of Chicago's most desirable lakefront neighborhoods. Sold as-is. Bring your vision and make this property your own!

6311 N Lakewood Avenue, Chicago

5824 N Ridge Avenue, Chicago
$950,000
8 Beds ⋅ 3 Baths ⋅ 12784946 MLS ⋅ ACTIVE Status
Solid brick three-flat on an oversized 37.5 x 125 RT4 lot where Edgewater meets Andersonville. Three full-floor units (2BR/1BA, 3BR/1BA and 3BR/1BA; 8 bedrooms total), a full basement with coin laundry and a storage locker for each unit, and a 3-car detached garage with one space open to rent. Fully leased at $5,825/month ($69,900/year), with all leases ending May-July 2027 and in-place rents below current area asking rents. Units are separately metered for electric. Capital work includes a roof replaced in 2020, roof repairs and tuckpointing in fall 2026, and boiler service in 9/2026, with $115,000+ in documented improvements since 2019. RT4 zoning may allow a 4th unit or a duplex-down of Unit 1; buyer to verify. About 0.5 mi to the Peterson/Ridge Metra and 0.4 mi to the Thorndale Red Line, with the #22 Clark and #84 Peterson buses nearby. Also near Whole Foods and Jewel-Osco (each about 0.4 mi), the Clark St shops and restaurants of Andersonville (0.7 mi) and Lane Beach on Lake Michigan (0.7 mi).

5824 N Ridge Avenue, Chicago

6252 N Lakewood Avenue, Chicago
$975,000
6 Beds ⋅ 4 Baths ⋅ 12763625 MLS ⋅ CONTINGENT Status
Charming brick 2-flat in lovely Edgewater Glen on extra wide 33X121 ft. lot. Convenient walk-to location near L train, Loyola U, Whole Foods, the lake, shops and restaurants. For vintage lovers who like separate rooms, not open layouts. Live in both units, or rent one out. Potential to expand and duplex down. Beautiful hardwood floors, coved ceilings and stained glass throughout. Fireplaces in both apts. Decorative fireplace in basement. Lovingly maintained and tastefully updated in neutral colors. Many improvements include replacement of windows, rain gutters on garage, 2 furnace and AC units, roof, tuckpointing, flood control system and more. (See attached list of improvements under additional info). 1st floor apt. has 7 rooms, LR, DR, kitchen, walk-in pantry, 3 bedrooms, 1 full bath and sunroom. 2nd floor apt. has 8 rooms, LR, DR, kitchen, walk-in pantry, 3 bedrooms, 2 full baths, sunroom, deck and office that opens to large balcony with tree-top views. Smaller bedroom in each apt. is currently used as a dressing room and has a walk-in closet. Full basement is partially finished, with laundry room, full bath w/shower, kitchen, large multi-purpose room, workroom, storage room. Secure, fenced and gated large rear patio for relaxing or barbecues. 3-car brick garage. (EXCLUSIONS: Washer/Dryer, 2 microwaves, small refrigerator on 1st floor) Dishwasher in basement AS-IS. Garage space #3 is currently leased. (Current owner uses the flat as a single-family home. No tenants in property.) Note: 1st floor apt. has closet that is plumbed for a second bath.

6252 N Lakewood Avenue, Chicago

1335 W Hollywood Avenue, Chicago
$1,100,000
6 Beds ⋅ 3 Baths ⋅ 12747849 MLS ⋅ CLOSED Status
**Multiple offers received. Highest and best due by noon Tues 9/29**This one is special! Truly unique, move in ready, classic Andersonville vintage brick 2 flat with custom condo quality owners unit 3bed/2bath duplex down and sunny vintage 3bed/1bath rental up! Unlike every other 2 flat in the city, this one has fantastic light & views due to it's unique lot next to 4 SFH to the west with leafy backyard gardens with wide setbacks and NO alley or garages! A unique, mid-block position on this quiet, one-way tree lined street gives you a nice backyard view & sunny, south facing garden! Bright & light filled units -- even on the 1st floor. A slightly extra long 130' lot with an adorable brick 2 car garage with a fully fenced yard with just enough grass & a paver patio are ready for your kids, pets and parties! So much has been done to this c. 1913 gem and yet so much could still be done to give it a 21st century upgrade. Would make an amazing investment property for a live in owner or perfect candidate for SFH deconversion. Basement has a side AND back entry with potential to add a 3rd rental unit/ADU. HUGE Upgrade - all new lead free water service installed 2026! Original woodwork, hardware, built-ins, and vintage details remain beautifully intact throughout! .3 miles to Bryn Mawr red line, .7 miles to Peterson Metra, .7 miles to Hollywood Beach & lakefront trails. Incredible walkable location a block and a half off Clark St. with some of the north side's best cafes, dining, shopping & entertainment just steps from your front door! See additional docs for list of improvements.

1335 W Hollywood Avenue, Chicago

1507 W Hollywood Avenue, Chicago
$1,275,000
7 Beds ⋅ 5 Baths ⋅ 12718147 MLS ⋅ CLOSED Status
Beautifully updated two-flat in the heart of Andersonville! The vacant first-floor duplex-down offers 4 bedrooms, 3 baths, a spacious open layout, enclosed sunroom, finished lower level with a wet bar, and abundant storage. The second-floor 3-bedroom, 2-bath unit is leased through next year, providing immediate rental income. Both units feature separate utilities, central heat and air, in-unit laundry, engineered hardwood floors, granite countertops, stainless steel appliances, and enclosed rear sunrooms. Situated on an oversized 30x136 lot with a 2-car garage. Prime location just steps from Andersonville's shops and restaurants, and Red Line, Lake Shore Drive, and Foster Beach less than 1 mile away.

1507 W Hollywood Avenue, Chicago

1423 W Hollywood Avenue, Chicago
$1,012,000
6 Beds ⋅ 3 Baths ⋅ 12618969 MLS ⋅ CLOSED Status
Highest/Best Due at Noon Tuesday, May 12TH Endless possibilities in one of the most desirable locations on Chicago's North Side. Nestled in the charming Andersonville neighborhood, this classic brick two-flat offers a rare opportunity for both savvy investors and lovers of vintage character. Situated on an oversized 30-foot-wide lot along one of Andersonville's most sought-after streets, this property has been lovingly maintained by the same family for decades and is ready for its next chapter. Each unit features 3 bedrooms and 1 bathroom, with spacious layouts that include large living and dining rooms, generous kitchens, and enclosed rear porches. The second-floor unit boasts a kitchen pantry and a front balcony. Original woodwork, built-ins, and vintage details remain beautifully intact throughout. The full basement is partially finished and includes a laundry area, bathroom, and abundant storage space. Unbeatable location-just steps from restaurants, shops, and public transportation. This "AS IS" Estate sale is a must-see and won't last long.

1423 W Hollywood Avenue, Chicago

1523 W Ardmore Avenue, Chicago
$1,275,000
8 Beds ⋅ 4 Baths ⋅ 12617492 MLS ⋅ CLOSED Status
Updated legal brick 3-flat in prime location with modern amenities and vintage accents. All three units have 2 bedrooms and 1 bathroom and feature a spacious layout with a large foyer, living room with gas fireplace and sunroom, open concept kitchen and dining room and back sun room off of the dining room. All units are equipped with central heat and air, and have been thoughtfully updated over the years with major improvements already completed. Unit 1 has a new range (2023) and new furnace & AC condenser (2022). Unit 2 has a new furnace & AC condenser (2022). Unit 3 features a new furnace (2021) and new dishwasher (2025). The finished basement includes a kitchen, two bedrooms and an updated bathroom (2020) along with a common laundry room with newer washer & dryer (2020) & additional storage space. Outside there is a large shared backyard with paver patio and a deck on the second floor. A detached 3 car garage provides the potential for additional income. Building updates include silver coating of building and garage roof (2024), new water heater (2024), deck rebuilt (2024), and tuckpointing (2019). Ideally located just off Clark Street, this property is blocks from Andersonville's vibrant dining, shopping, and nightlife, with easy access to public transportation, including the Peterson Metra, Thorndale Red Line and Clark bus. A truly turn-key property in one of Chicago's most desirable neighborhoods!

1523 W Ardmore Avenue, Chicago

6315 N Lakewood Avenue, Chicago
$1,125,000
12 Beds ⋅ 3 Baths ⋅ 12541044 MLS ⋅ CLOSED Status
6315 N Lakewood Ave is located on an extra wide lot boasting spacious 4 bedroom units on each floor. These units are exactly what you imagine when you think of a classic Chicago three flat. Numerous updates include a tear off roof within the last 10 years, vinyl windows, new facade and tuckpointing in the front, newer electrical service, newer boiler and water heaters, storage in the basement, a 3-car garage out back, and a 100% occupied building. Located close to Loyola University and Lake Michigan, you will have no problem renting these units out. Current annual income totals $102k! Also available for purchase from the same ownership are two more 3 flats - 6336 N Magnolia Ave (Chicago) & 624 Clark St (Evanston). Qualified buyers only. Please review financials before setting up a showing. PROPERTY HAS ADDITIONAL LEASES SIGNED FROM 2026-2027 - NO USER POTENNTIAL IN NEAR FUTURE.

6315 N Lakewood Avenue, Chicago

1657 W Hollywood Avenue, Chicago
$1,250,000
7 Beds ⋅ 4 Baths ⋅ 12389983 MLS ⋅ CLOSED Status
Beautifully maintained and full of charm, this classic yellow brick and limestone 3-flat with an in-law unit offers a rare opportunity in prime Andersonville. Featuring elegant common areas and exceptional condition throughout, this versatile property is ideal for an owner-occupant or investor. All units are generously sized, with the top-floor unit fully gut-renovated in 2018 and outfitted with high-end finishes, central air and heat, and in-unit laundry-perfect as an owner's unit. The other units feature hardwood floors, updated kitchens and baths, boiler heat and great natural light. Additional features include private step-out decks, an enclosed back stairwell, a bike room, and individual tenant storage. Recent improvements include newer copper plumbing and insulated windows, offering peace of mind and long-term value. Situated on a quiet residential side street just steps from Andersonville's vibrant Clark Street, this property is surrounded by single-family homes, major new developments, and million-dollar residences. Currently occupied by long-term tenants paying below-market rents, the building presents immediate value-add potential through light cosmetic updates and rental increases. No representation is made regarding the legality of the garden unit.

1657 W Hollywood Avenue, Chicago

1505 W Hollywood Avenue, Chicago
$1,212,000
6 Beds ⋅ 3 Baths ⋅ 12429584 MLS ⋅ CLOSED Status
Beautifully updated classic Chicago 3-flat in Andersonville/Edgewater, where timeless charm meets modern design. Each unit features original hardwood floors, rich woodwork throughout, a private front & rear balcony/porches , custom paint & closets as well as high-quality craftsmanship in every detail-from the wood-trimmed ceilings to the custom lighting that highlights the space's character. Ample storage. 1st & 2nd & 3rd floor boast completely rehabbed kitchen & baths ( partially renovated bath in 1st unit has new vanity and toilet and orginal claw foot tub) . Each unit boasts a dual-sink European vanity, custom grey floor tile, and classic subway tile in the shower for a spa-like feel. Each kitchen is an open-concept kitchen that is both functional and stylish, featuring stainless steel appliances, shaker-style 42" white cabinets, wide-plank custom flooring, a faux brick backsplash, and in-unit washer/dryer for ultimate convenience. This unique Multi unit blends warmth, functionality, and aesthetic appeal-offering the perfect blend of old-world craftsmanship and modern updates. " Sold As Is" Basement: The basement is currently unfinished, but extensive groundwork has already been completed in preparation for a high-quality rehab. The layout is designed for a 2-bedroom, 2-bath unit with a kitchen and center island. Legal front and rear egress are in place. See attached garden unit drawings by Bethany Purvis Design. Key improvements and features include:Basement excavated to allow for a finished ceiling height of approximately 9 feet 6 inches. Drain tile installed around the perimeter of the footing, with sump pump. Vapor barrier and new concrete slab poured with steel wire mesh. Entire basement is framed with steel studs ( Includes approximately 200 sheets of 5/8-inch green board) . All new copper plumbing lines run throughout the building, serving kitchen and bathroom risers in all units.New oak staircase installed at the front entry for code-compliant ingress/egress. New basement windows installed. Four custom-built, finish-grade cabinets installed in the living room and primary bedroom. Roof & Parapet Work (Summer 2020)Installed all-new terra cotta coping on the eastern and western parapet walls. Removed and replaced lintels and brickwork down to below roofline on the north parapet wall. Rebuilt brick facade and reinstalled steel lintels. Installed new rolled roofing on all reconstructed areas. Common Area - Front Hallway - Repainted in 2021. Installed new carpet runner throughout all three floors. Updated lighting with new fixtures on each of the three landings. Utilities: Tenants are responsible for their own separate gas and electric service. Owner pays for water, trash, and sewer for the building, as well as electricity for common areas. Each tenant pays for their internet and cable.

1505 W Hollywood Avenue, Chicago

1460 W Bryn Mawr Avenue, Chicago
$787,000
6 Beds ⋅ 2 Baths ⋅ 12090342 MLS ⋅ CLOSED Status
Your opportunity has arrived! This extra large 2 flat is in a perfect Andersonville location and ready for a new owner! Both units have 3 bedrooms as well as a large living rooms and separate dining rooms with built-ins. Vintage charm is everywhere in this lovely building - beautiful woodwork, hardwood floors & original crystal door knobs. The oversized lot has plenty of green space for gardening and spending time outdoors with many beautiful perennials already planted. The charming front porch is a wonderful place to have coffee, work from home or just sit back and relax. This building has been well cared over the decades with many improvements, including newer windows, updated electrical panels 2004, central air added to the 2nd floor in 2004, boiler replaced in 2019, recent tuckpointing, ice melt cables for the gutters and a newer two car garage. The basement is partially finished with nice high ceilings and glass block windows. This building is in great condition, but will be sold "AS IS". It could easily be lived in right now or it could be taken to the next level with your cosmetic ideas! Right across the street from Peirce Elementary and steps away from Uvae Wine Bar, Little Bad Wolf, Tanoshi, The Coffee Studio, grocery stores and so many other great restaurants, bars and shopping that Andersonville has to offer. Easy access to the Bryn Mawr red line stop and lake front beaches & bike trails. This is a special building - don't miss it! MULTIPLE OFFERS HAVE BEEN RECEIVED - BEST AND FINAL DUE MONDAY JUNE 24TH AT NOON.

1460 W Bryn Mawr Avenue, Chicago

1412 W Olive Avenue, Chicago
$950,000
7 Beds ⋅ 4 Baths ⋅ 12012294 MLS ⋅ CLOSED Status
Welcome home to this beautiful Andersonville 3-Flat. The 1st floor is a sprawling duplex with 9 rooms. The upper floor of the duplex has beautiful hardwood floors, separate living room and dining room, 2 bedrooms, an updated kitchen, updated bathroom and a back enclosed porch. The interior stairway of the duplex leads you down to the lower level that has newer carpet and offers a 3rd bedroom, a 2nd updated bathroom, a large family room, and loads of storage. The 2nd and 3rd floor of the 3-flat have 6 rooms each, with separate living and dining rooms, 2 bedrooms, newer kitchens with walk-in pantries, newer bathrooms, back enclosed porches, and beautiful hardwood floors. There is a back patio with a nice fenced yard and a 2 car garage. The first floor was renovated in 2018. the 2nd floor in 2019 and the 3rd floor 2 years ago. Don't miss out on this gem! Please note: pictures were from before current Tenants moved in.

1412 W Olive Avenue, Chicago



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