View All Albany Park Chicago IL Homes with Guest House Listings

$850,000
5 Beds ⋅ 3 Baths ⋅ 12704054 MLS ⋅ ACTIVE Status
**Steps from Horner Park and the Chicago River, 4104 N. Richmond offers a rare East Irving Park opportunity with 3 levels of finished living space, 5 bedrooms, 2.5 baths, beautiful vintage hardwood floors, and a flexible layout designed for the way people live today.** The main level features a spacious living room, dining room, powder room, and a bright open kitchen with generous counter space and island seating-creating an easy flow for everyday living and entertaining. A flexible room just off the kitchen can serve as a **5th bedroom, home office, den, playroom, or guest space**. Upstairs, the second level offers **3 bedrooms and a full bath**, while the third floor feels like a private retreat with a bedroom, separate sitting/office area, vaulted ceilings, hardwood floors, and a spacious ensuite bath with a soaking tub and separate shower. Plus the convenience of a 2nd floor laundry access. A major recent improvement adds real value: **the homeowner has invested more than $25,000 in a comprehensive French drain and whole-house drainage system**, providing an important infrastructure upgrade rarely seen at this price point. ** 3 FLOORS OF 2100 FT OF LIVING SPACE ALL WITH HARDWOOD FLOORS THRU-OUT** And the location is hard to beat. **Horner Park is just moments away**, offering expansive green space, sports fields, playgrounds, walking and biking paths, and access to the Chicago River and canoe launch. Families will appreciate the convenient proximity to **Bateman Elementary, Lane Tech College Prep, and DePaul College Prep**, while commuters enjoy easy access to public transportation and major expressways. Surrounded by **new construction, renovated homes, and continued neighborhood investment**, 4104 N. Richmond delivers something increasingly difficult to find on Chicago's North Side: **space, character, multiple living zones, a private yard, significant recent infrastructure investment, and an outstanding park-and-river location-all in one home.**

4104 N Richmond Street, Chicago
$674,999
9 Beds ⋅ 3 Baths ⋅ 12713376 MLS ⋅ CONTINGENT Status
This brick multi-unit building in Albany Park is a rare house-hacker and investor opportunity, with 3 spacious 3-bedroom units, a fully finished lower level, and recent big-ticket upgrades already done. These large 3 bedroom units, each with a primary bedroom, formal dining, sunlit living room, and a bright sun room. Market rent runs approximately $2,300 to $2,600 per unit. Expansive finished lower level with its own kitchen and full bath, perfect for extended-family living, a private guest suite, or generous owner space. NEW building roof and NEW garage roof, so the major capital expenses are already handled. Detached garage plus an additional parking pad, opening the door to extra parking rental income. On-site coin-operated laundry for another stream of supplemental revenue. ADU upside: Zoned multi-unit residential, where Chicago's permanent Additional Dwelling Unit ordinance (effective April 2026) now permits ADUs by-right. Buyers may have a path to explore legalizing additional living space as a conforming ADU, adding a potential third income stream. Buyer to verify ADU eligibility and approvals with the City of Chicago Steps to the CTA Brown Line, Kedzie and Lawrence dining and shopping, Ronan Park, and the Chicago River trail, with fast access to downtown and the expressways. Albany Park is one of the city's most in-demand rental corridors, and tenants want to be here. Live in one unit, rent the others, and let parking and laundry pad your bottom line. Whether you are building generational wealth, buying your first investment, or growing a portfolio, this is the kind of Albany Park building that does not last. Schedule your private showing today.

4918 N Monticello Avenue, Chicago
$780,000
4 Beds ⋅ 3 Baths ⋅ 12662753 MLS ⋅ CLOSED Status
MULTIPLE OFFERS- Highest and best due by Monday (6/15/26) at 12:00pm. Welcome to this beautiful home in the Irving Park neighborhood! This home boasts a sizeable living/dining room with plenty of space for a long table to host friends. A spacious kitchen with a 4-seat attached breakfast bar has all the appliances you need. Four generously sized bedrooms provide plenty of space, whether you need extra bedrooms, offices or storage. Each floor has its own full bathroom, providing a total of three full, updated bathrooms. The finished basement allows for endless opportunities: play space, artist studio, storage, possibly even a guest suite. Heading outside, a manicured backyard with a patio swing gives you an outdoor respite in the city. Well-located, this house allows you to take a walk down the block for a Miko's Italian Ice and then stroll just over half a mile to beautiful Horner Park. This house is close to many restaurants on Irving Park, a short drive to Lane Tech, the Chicago Fire Pitch, and not far from the 312 River Run trail.

3315 W Hutchinson Street, Chicago
$1,005,000
8 Beds ⋅ 3 Baths ⋅ 12451750 MLS ⋅ CLOSED Status
Come home to this luxuriously updated red brick Chicago two-flat in the heart of Irving Park. Taking full advantage of an extra-wide lot, this home features both a wider floor plan and privacy from next-door neighbors. The duplex down owner's unit lives like a single-family home, with five bedrooms, two full bathrooms, family room with wet bar, and custom finishes throughout - including European cabinetry, brand-new smart electric fireplaces, newly refinished hardwood flooring on the first floor, and luxury vinyl flooring on the lower level. Seller is offering a $10,000 credit so that buyer can purchase new appliances of their choosing! Upstairs, you'll find a spacious three-bedroom, one-bath apartment with inlaid hardwood flooring, in-unit washer and dryer, rear entryway bench and storage unit. Gut rehabbed in 2016, this home offers peace of mind with new water service, electric, plumbing, sump pump, HVAC, tuckpointing, roof, and garage. The backyard is a cozy oasis away from the hustle and bustle, with a wooden deck surrounded by lush foliage. A Japanese maple is the centerpiece of the landscaped front garden. The oversized garage features not only room for two vehicles, but plenty of storage space - including overhead racks for outdoor gear. A parking pad offers additional space for tenant or guest parking. Located on a quiet, tree-lined block just south of all the dining, shops, and nightlife that Albany Park has to offer, and blocks away from Horner Park with its river walk, farmer's markets, and dog park, this home truly features the best of city living. Enjoy easy access to bike paths, CTA trains and buses, the Kennedy Expressway, and grocery stores. In a housing market where so many two-flats are being converted into single-family homes, this is a rare opportunity to own a fully rehabbed two-flat that lives the way it was meant to. House hack and let upstairs tenants pay part of the mortgage, or live with family or friends when their lease is up. Make an offer and move in soon!

4223 N Troy Street, Chicago
$535,000
4 Beds ⋅ 2 Baths ⋅ 12432473 MLS ⋅ CLOSED Status
Light, bright & airy 4 bedroom, 2 bath home on extra-wide lot in Irving Park. Set on a 37.5' wide lot, this home enjoys tons of light and a wonderful feeling of space as you move through the intelligent layout. The main floor features spacious living room with bay window, which connects to your dining room, with views of the landscaped side patio. Step into your massive, updated white kitchen with granite counters, GE Monogram stainless steel appliances (including 6 burner range), massive island, walk-in pantry & an attached family room/breakfast area. Flow outside to a true urban retreat: spacious back deck, which steps down to your massive yard, including bonus patio that is a great spot for outdoor dining or outdoor movies. If you like to entertain, this house is made for you! Upstairs, you'll find 3 bedrooms, including a primary that fits a king-sized bedroom. The finished basement offers an additional family room with office/den area that is perfect for guests (we currently have a queen sized bed there), full bath, laundry plus a spacious 4th bedroom with cool reading nook - which could easily double as a private home office, guest quarters, home gym or more! 2 car garage plus parking pad for 2 additional cars, fully fenced yard. Convenient location near CTA Bus and Irving Park blue line, near restaurants and the best part....across from Miko's Italian Ice! Taxes do not include homeowners exemption. Come home! **Multiple Offers Received - Buyers are invited to submit their best offers by 5pm Monday, August 25th.**

4126 N Kimball Avenue, Chicago
$475,000
3 Beds ⋅ 2 Baths ⋅ 12397737 MLS ⋅ CLOSED Status
Irving Park! Brick Raised ranch ! Mid Century style with updates! This house is so much more spacious than it seems from outside and has 3 bedrooms, 1.1 baths, New hardwood floors and a main level that features entry area, living room, dining room, large mid century kitchen with SS newer appliance and eat in area plus extra sunroom area with super large and bright picture windows at both ends, custom up/down blinds. The ground level has two huge picture windows,2 entrances, one that is private (only 3 steps below grade) is drywalled, with a front family room, huge closet, newer carpeting, cute bar ,super tall ceiling heights (8 .3ft!) 1/2 bath ,laundry and storage.Lots of room to expand living/sleeping space. Separate exit is great for AirBnb,guest or familial living. Well maintained home has radiator heat,great mechanicals.Yard is Beautifully landscaped with Rose and Hibiscus bushes, patio and 2 car garage.Small crawl space attic area. Amazing location with lots of new/rehabbed homes and close to transportation/CTA. Expressway minutes away , shops and restaurants nearby!Only the second owner. Great home!!

3331 W Belle Plaine Avenue, Chicago
$875,000
3 Beds ⋅ 4 Baths ⋅ 12379190 MLS ⋅ CLOSED Status
Charming home with a front porch that leads you into this extra wide single-family home. The living room has the first of 2 fireplaces, this one is wood burning. The beautiful kitchen has been updated with Carrara Quartz counters, Herringbone marble back splash, stainless steel appliances, a huge breakfast bar and so much countertop space that the cook in the house will swoon. Kitchen opens to a spacious dining area and a massive family room with the 2nd fireplace. Additionally, there is a deck off the family room which is perfect for enjoying the sunshine or grilling. The upper level of the home has 3 nice-sized bedrooms and a full-size laundry room with side-by-side washer and dryer. The large primary bedroom features a walk-in closet and luxurious bathroom with double vanity, jetted tub and separate shower. The very bright lower-level features 9-foot ceilings, a massive family room with wet bar, 4th bedroom, guest bath, and a storage closet which is plumbed for a second laundry should one need. Close to Francisco Brown Line. This is a beautiful house in a vibrant location!

4229 N Albany Avenue, Chicago
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Albany Park, Chicago IL · Curated MLS Search

Homes with Guest House in Albany Park, Chicago IL

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