View All Uptown Chicago IL Homes with Finished Basement Listings

1330 W. Argyle St., a center-entrance, six-unit fully renovated apartment building located in Chicago's Uptown neighborhood on the city's North Side. The Property consists of four two-bedroom/two-bathroom apartments averaging approximately 850 square feet and two three-bedroom/three-bathroom apartments averaging approximately 1,200 square feet. The Offering also includes six parking spaces. Originally constructed circa 1918, the Property has been fully renovated to condo- quality standards. The apartments feature granite countertops, hardwood flooring, stainless-steel appliances, in-unit washers and dryers, and individual HVAC with central air conditioning. Current in-place rents average approximately $2,423 per month for the two- bedroom units and $3,054 per month for the three-bedroom units. The enclosed rental survey demonstrates additional upside of approximately $26,000 in annual gross rent by increasing the two-bedroom units to approximately $2,800 and the three-bedroom units to approximately $3,400, levels fully supported by the surrounding submarket. 1330 W. Argyle is ideally located in one of Chicago's most active North Side submarkets, just a five-minute walk from the CTA Red Line at the Argyle Station and within walking distance of the Argyle Street international dining corridor and Andersonville's Clark Street retail district. The Property is also a 13-minute walk (0.65 miles) from the Ravenswood UP-N Metra Station, with the CTA Purple Line at Wilson a 13-minute walk (0.66 miles) and the Brown Line an 18-minute walk (0.9 miles) away. Foster Beach and Lake Michigan's Lakefront are a 23-minute walk (1 mile) away.

1330 W Argyle Street, Chicago

$825,000

8 Beds ⋅ 3 Baths ⋅ 12754863 MLS ⋅ ACTIVE Status

Rare opportunity to own a solid brick legal 3-unit building in Chicago's Uptown neighborhood on beautiful tree-lined Kenmore Avenue. Situated on an oversized lot, this Uptown multi-unit property offers outstanding potential for an investor, owner-occupant, or future single-family home conversion. Spacious units feature abundant natural light, generous room sizes, and separate living and dining spaces. Each unit has separate heating and cooling systems and individual utilities. The vacant top-floor unit features a bright 2-bedroom, 1-bath layout, dramatic stairwell accented by a skylight, and in-unit laundry. The first- and second-floor units each offer 3 bedrooms and 1 bath. The unfinished basement provides additional untapped potential with great ceiling height and two separate entrances. Detached 2-car garage. Prime Uptown Chicago location near the Wilson Red and Purple Line CTA station, multiple bus routes, lakefront parks and trails, restaurants, coffee shops, grocery stores, and the Uptown Entertainment District. An exceptional opportunity to own a brick 3-unit investment property in one of Chicago's most vibrant North Side neighborhoods.

4725 N Kenmore Avenue, Chicago

$1,295,000

10 Beds ⋅ 4 Baths ⋅ 12741174 MLS ⋅ ACTIVE Status

Excellent investment opportunity in the heart of Andersonville! This handsome three-unit greystone offers an impressive 10-bedroom, 4-bathroom configuration with spacious apartments with individual HVAC systems and strong rental income. Unit 1 is a generous duplex-down featuring four bedrooms, two full baths, and a separate family room, while Units 2 and 3 each offer three bedrooms and one bath. Additional highlights include private rear decks, common laundry, and a two-car garage. Ideally located near the restaurants, shops, cafes, and neighborhood amenities along Clark Street, with convenient access to public transportation and the lakefront. A substantial, income-producing property in one of Chicago's most desirable neighborhoods-schedule your showing today!

1319 W Foster Avenue, Chicago

$615,000

3 Beds ⋅ 3 Baths ⋅ 12736528 MLS ⋅ ACTIVE Status

Space, versatility and an exceptional Uptown location come together in this expansive 3-bedroom, 3-bath duplex offering nearly 2000 square feet of living space. Designed for the buyer who values generous proportions and flexibility, this home offers room to live, work, entertain and make it truly your own. The main level features an inviting living and dining area, kitchen, two bedrooms and two full baths, while the finished lower level adds a third bedroom, full bath and substantial additional living space-ideal for a family room, home office, guest accommodations, in-law arrangement, gym or creative space. Hardwood floors, high ceilings, in-unit laundry, abundant storage and a private balcony add everyday functionality to the unit. Attached garage parking and additional storage complete the package! Step outside and experience the best of Uptown at your doorstep. Enjoy morning walks along Lake Michigan, afternoons at Montrose Beach, miles of lakefront trail, neighborhood parks and an incredible collection of restaurants, cafes and international dining along Broadway and Argyle. For entertainment, the iconic Green Mill, Riviera Theatre and Aragon Ballroom are all close by. With convenient Red Line access and easy connections to downtown, this is Chicago living with space to spread out, a neighborhood full of character and endless opportunity!

4662 N Winthrop Avenue Unit #1S, Chicago

$325,000

1 Beds ⋅ 2 Baths ⋅ 12731410 MLS ⋅ CLOSED Status

Welcome to Uptown! This oversized 1-bedroom, 1.1-bath corner condo delivers the space, features, and location that are hard to find at this price point. Set within a gated vintage property with beautiful original architectural details and impressive curb appeal, this move-in-ready home includes gated parking, in-unit laundry, central air, a private covered terrace, extra storage, a walk-in closet, and an en-suite primary bath. The expansive, light-filled living space features multiple exposures, abundant windows, crown molding, and plenty of room for a large sectional plus a separate dining area that comfortably seats six. The open-concept chef's kitchen is designed for both everyday living and entertaining, featuring a Viking range/oven, granite countertops and backsplash, natural wood cabinetry, oversized island with seating, and built-in desk/coffee bar area** with potential for a wine fridge or beverage center. A sliding glass door opens directly to the private covered terrace, offering ample space for outdoor seating and grilling. The king-sized primary bedroom provides excellent flexibility for additional dressers, a desk, or work-from-home space, plus a generous walk-in closet. The en-suite primary bathroom features marble tile, dual vanities, and a whirlpool tub. A separate powder room with black hexagon tile and gold accents provides an additional bath rarely found in a one-bedroom condo. Additional features include a **new refrigerator, updated lighting, central A/C, in-unit washer/dryer, excellent interior storage, separate additional storage, and gated parking included in the price**. The association has completed a reserve study/restoration plan and is actively planning for the long-term maintenance of this distinctive vintage property. Pet-friendly and rentals allowed. Outstanding Uptown location near the **Lawrence Red Line station, Green Mill, Aragon Ballroom, Riviera Theatre, Montrose Beach, Foster Beach, Lake Michigan, and Lake Shore Drive, with convenient access to Target, Aldi, Mariano's, Jewel-Osco, restaurants, nightlife, shopping, and public transportation.

4834 N Kenmore Avenue Unit #GN, Chicago

$425,000

2 Beds ⋅ 3 Baths ⋅ 12569327 MLS ⋅ CONTINGENT Status

Nestled on a peaceful, tree-lined street in the heart of vibrant Uptown, 4627 N Kenmore Ave Unit 1E is a duplex condo that effortlessly combines modern style, everyday comfort, and unparalleled convenience. From the moment you step inside, you'll feel the warmth of home in the sun-soaked living area, where oversized windows bathe the space in natural light and a cozy gas fireplace invites you to unwind. The open-concept layout flows seamlessly into the chef's kitchen, a true centerpiece equipped with stainless steel appliances, gleaming granite countertops, rich maple cabinetry, and a spacious island perfect for everything from casual breakfasts to hosting friends and family. The main level is designed to impress, featuring beautiful hardwood floors that stretch throughout, a dedicated dining area ideal for dinner parties, and a charming balcony that's perfect for morning coffee or evening relaxation. A convenient half bath adds to the functionality of this level. Upstairs, the thoughtful design continues. The primary suite is a peaceful retreat, boasting generous closet space and a private ensuite bathroom. The large second bedroom offers endless possibilities, use it as a guest room, a home office, or a creative space to suit your needs. High ceilings throughout the home give it an airy feel, while abundant storage and an in-unit washer/dryer enhance the practicality of daily living. One of the standout features. A parking space is included in the price, an invaluable perk in this bustling neighborhood! Additionally, the property allows rentals, offering flexibility for both homeowners and investors. The building itself is equally impressive, with recent updates ensuring peace of mind for years to come. A full roof replacement was completed in 2020, a new AC unit installed in 2021, and a furnace upgrade in 2018, all signs of a well-cared-for property. Location is everything, and this condo delivers. Just minutes from the Red Line, Target, local parks, Montrose Beach, and the lakefront, you'll have endless options for outdoor fun and city exploration. Add to that Uptown's dynamic dining scene and eclectic shops, and you'll never run out of things to do right in your neighborhood. Whether you're looking for a serene retreat or a home that connects you to the best of Chicago living, this is a rare opportunity you won't want to miss. Schedule your showing today and see firsthand why this duplex condo is truly one of a kind!

4627 N Kenmore Avenue Unit #1E, Chicago

$750,000

5 Beds ⋅ 2 Baths ⋅ 12701584 MLS ⋅ ACTIVE Status

Historic Uptown! This Chicago Classic brick two-unit offers comfortable living space for an owner-occupant or tenants! Less than 5 miles from Montrose Beach and close to restaurants and public transportation. The first-floor apartment features 2 bedrooms, 1 bathroom, and hardwood floors, while the second-floor apartment includes 3 bedrooms and 1 bathroom. Each unit includes a charming living room, a formal dining room with wood crown molding throughout, a vintage built-in hallway wood cupboard, and a back den that can be used as pleased, plus access to an unfinished basement with potential for additional storage or future improvements. The owner occupies the 1st floor unit as their primary residence and will remain until the sale closes. The 2nd floor unit is vacant. Property TUCKPOINTED 4/2022, WARRANTY ON ROOF UNTIL 5/2027, Sewer line excavated, PVC cleaned out 3/2026. Property is being sold as-is.

1223 W Gunnison Street, Chicago

$585,000

3 Beds ⋅ 2 Baths ⋅ 12648442 MLS ⋅ CLOSED Status

If you're searching for extraordinary vintage charm and one-of-a-kind character, this spectacular 2000 sq. ft. duplex-down in one of the city's hottest neighborhoods is the one! Rich with timeless architectural details including an original fireplace mantel, stunning crown molding, beamed ceilings, stained glass windows, extra-tall ceilings, and gleaming hardwood floors throughout. The expansive floor plan features an enormous living room, huge separate dining room with beamed ceilings, charming breakfast area off the kitchen, and a an extra family room space on the lower level. The oversized kitchen is incredibley charming and offers beautiful granite countertops, stainless steel appliances, abundant cabinetry, open shelving, under cabinet ligthing, super cool subway tile, an original built-in hutch, and a large separate pantry. All Bedrooms are extra-large and can easily handle king size beds. There are enormous closets throughout the unit, in-unit washer/dryer, central air, extra basement storage, bike storage, parking for two cars, and 3 large private outdoor spaces perfect for entertaining. Sunlight pours through countless windows, creating a warm and inviting atmosphere. Unbeatable location just a half block from Lincoln Park, the lakefront, beaches, bike trails, and bus stops, only two blocks from the new Red Line station, and surrounded by some of the city's hottest restaurants, including Michelin Bib Gourmand and Michelin-starred destinations, the Riviera & AragonTheaters, Green Mill Lounge and a ton of new cafes . An exceptional opportunity to own a truly charming home in one of Chicago's most sought-after neighborhoods. Parking space for 2 cars included in price!

817 W Lawrence Avenue Unit #1, Chicago

$535,000

3 Beds ⋅ 3 Baths ⋅ 12692388 MLS ⋅ CLOSED Status

Exceptional design, thoughtful upgrades, and an unbeatable Uptown location converge in this beautifully reimagined 3-bedroom, 2.1-bath townhome. Extensively renovated in 2018, this sophisticated residence offers a seamless blend of modern elegance, functional living, and energy-efficient performance within a gated community just moments from Chicago's lakefront, transit, and neighborhood conveniences. Step inside to discover an expansive open-concept floor plan accentuated by soaring ceilings, rich bamboo flooring, recessed lighting, and an abundance of natural light streaming through updated Low-E windows. Designed with both everyday living and effortless entertaining in mind, the stunning chef's kitchen serves as the centerpiece of the home, featuring stainless steel appliances, a substantial quartz island with seating, and seamless connectivity to the spacious living and dining areas. Every detail has been curated for comfort and longevity. High-efficiency HVAC, brand new furnace, central air conditioning, a whole-house humidifier, and a NEST smart home system provide year-round comfort while maximizing energy efficiency. Upstairs, three generously proportioned bedrooms offer exceptional flexibility, including a spacious primary retreat complete with a large closet and an updated ensuite bath featuring a double vanity and timeless finishes. The partially finished lower level expands the home's versatility, offering the perfect space for a home office, fitness studio, media room, recreation area, or additional storage. A full-size side-by-side washer and dryer further enhance everyday convenience. Outdoor living is equally impressive. A newer composite deck, privacy fencing, and updated front concrete create a rare urban sanctuary ideal for morning coffee, evening gatherings, or simply unwinding outdoors. The home also includes an assigned exterior parking space, with additional zoned street parking available for residents and guests. Professionally managed and exceptionally maintained, the association provides peace of mind with assessments that include exterior maintenance, common insurance, snow removal, scavenger (trash) service, and parking. Water is not included in association fees. With no planned special projects currently pending, homeowners can enjoy confidence in both ownership and future value. Positioned in one of Chicago's most vibrant and connected neighborhoods, residents enjoy immediate access to the CTA Red Line, Metra, multiple bus routes, Montrose Beach, Montrose Dog Beach, Target, Aldi, Jewel-Osco, Walgreens, CVS, neighborhood parks, and an ever-growing collection of restaurants, cafes, and entertainment destinations. Offering the space of a single-family home, the convenience of townhome living, and a location that places the best of Chicago at your doorstep, this exceptional residence presents a rare opportunity to secure a truly move-in-ready home in one of the city's most sought-after neighborhoods.

4647 N Kenmore Avenue Unit #B, Chicago

$455,000

2 Beds ⋅ 2 Baths ⋅ 12664816 MLS ⋅ CLOSED Status

Your new home awaits! Come see this gorgeous, south-facing, light-abundant top floor condo resting among the halcyon trees of Winona, all within a cozy, quintessential Chicago brick building. This two bedroom, two bath, gut-rehabbed condo is located in the beating heart of Andersonville mixes modern amenities with vintage charm and features coffered ceilings in the living area, hardwood floors throughout, crown moulding, a gas fireplace, central heat and A/C, in-unit laundry, built-in speakers and french doors. The large primary bedroom can easily fit a king sized bed and has its own luxe en-suite bathroom with marble tile throughout. The chef's kitchen features stainless steel GE Profile appliances, cherry cabinets, granite countertops, pendant lighting and an eat-in bar for entertaining, not too much the beautiful and fully finished sun room, which can used as a dining area or make for the perfect home office. Did I mention the fully-private, south-facing balcony? The unit also comes with an extra-large storage space, as well as one outdoor parking spot included in the price. Building is pet-friendly, with PetSmart right around the corner. With just a few steps to the Red Line, Asia on Argyle, the brand-new Timeline Theater, Sun Wah BBQ, Fat Miilk, Bambu Dessert Drinks, Yooyee and all the other shops on Broadway, why would you ever leave the neighborhood?

1322 W Winona Street Unit #3S, Chicago

$300,000

2 Beds ⋅ 2 Baths ⋅ 12667932 MLS ⋅ PENDING Status

1047 W Leland Avenue Unit #1W, Chicago

$500,000

2 Beds ⋅ 1 Baths ⋅ 12672123 MLS ⋅ CLOSED Status

*Multiple offers received. Highest and best due Monday June 15 2:00.* two-bed plus a sunroom or office. Open floor plan. Top floor with fantastic light and roof rights. Warm, rich, loft-like finishes - extra high ceilings, exposed brick detailing, spiral ductwork, hardwood floors throughout, custom window treatments, updated bath, newer expanded rear deck and parking space included. Well run building with low assessments. Bike room and storage unit. Train to the east, DSLSD on/off nearby as well. Just east of thriving Clark Street which is a conscientious blend of independent shopping, entertainment and support service - a true asset to the area! Enjoy one of the best neighborhoods in the city! Ideal closing date is first week of August - August 7. *Multiple offers received. Highest and best due Monday June 15 2:00.*

1473 W Foster Avenue Unit #3, Chicago

$310,000

2 Beds ⋅ 1 Baths ⋅ 12674238 MLS ⋅ CLOSED Status

This 2BR condo with gated private parking sits on a beautiful tree-lined street in a great location just 2 blocks from the Red and purple lines, the lakefront, Montrose Beach, the city's largest public beach, featuring extensive amenities like kayak/volleyball rentals, a dog-friendly beach, scenic bird sanctuary, and track and field. Walk to everything! including restaurants, bars, gyms, Target and Jewel Osco and the new Clarendon Park Community Center. This home has a great split-bedroom floor plan with a very spacious living room with dining area, fireplace and room for a desk, hardwood flooring, kitchen with small table area and good counter space. This unit also comes with a deeded parking space, private storage locker and access to two shared common decks and room for a grill right outside your kitchen door. Monthly assessment includes heat, cable, internet, water and all exterior maintenance. All this in a beautiful, pet-friendly, professionally managed and professionally landscaped, gated courtyard building with dog-run. Rental cap in place and currently, this unit can only be owner-occupied. Currently there is no homeowner's exemption for property taxes, thus property taxes could be reduced once the new owner moves in.

908 W Sunnyside Avenue Unit #2C, Chicago

$298,000

2 Beds ⋅ 1 Baths ⋅ 12625999 MLS ⋅ CLOSED Status

Sunny and bright top floor corner home with large windows and unobstructed tree top views! Hardwood floors throughout, nicely updated kitchen and bath, private deck, central air conditioning, and in-unit laundry. Deeded parking space off clean alley on concrete pad with separate PIN is included! Second bedroom is currently used as office/den, flexible space, see pictures (the pink room) and click on 'additional information' for floor plan. Convenient Uptown location, near the lake, shopping, restaurants. 5 blocks to the heart of Andersonville! 2 blocks to the Argyle Red Line EL stop. Intimate 10 unit self managed building with lovely gardens. Tax does not reflect homeowner's exemption, although the home is owner occupied.

1234 W Argyle Street Unit #3F, Chicago

$525,100

2 Beds ⋅ 2 Baths ⋅ 12616084 MLS ⋅ CLOSED Status ⋅ Sunnyside Place Condominiums BLDG.

Feast your eyes on this beautifully updated, top-floor 2 bed / 2 bath, the perfect blend of vintage charm and modern convenience in the heart of Uptown. Flooded with natural light, the home features refinished hardwood floors, a spacious living room with a wood-burning fireplace, and an inviting sunroom ideal for a home office or reading nook. The open-concept kitchen is equipped with granite countertops, stainless steel appliances, and a breakfast bar, flowing seamlessly into a separate dining area-perfect for entertaining. The generous primary suite includes an ensuite bath and there is a rear deck ideal for grilling and enjoying those Chicago summers. Additional highlights include in-unit laundry, central air, and garage parking. Ideally located steps from Clarendon Park, the lakefront, CTA Red Line, and vibrant neighborhood dining and retail.

824 W Sunnyside Avenue Unit #3, Chicago

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 12614166 MLS ⋅ CLOSED Status

**** MULTIPLE OFFERS HAVE BEEN RECEIVED, BEST AND FINAL DUE BY 8P SUNDAY**** Step into perfection in this extraordinary Andersonville duplex, where every detail has been thoughtfully designed and beautifully executed. This all-brick custom residence sits on an oversized 33-foot lot, allowing for an impressive 24-foot-wide interior rarely found in the city. The gracious main level offers exceptional flow with formal living and dining spaces, plus a welcoming family room, creating the ideal layout for both elegant entertaining and effortless daily living. At the heart of the home, the chef's kitchen is a true showpiece, featuring a 10+ foot island, butler's pantry, and refined finishes curated for those who love to cook, gather, and host. Multiple outdoor spaces elevate the experience even further, including front and rear terraces with direct access to the private garage roof deck, complete with gas & water for seamless indoor-outdoor living all season long. Custom Sonos system with dynamic in ceiling speakers in the home. A dramatic, well-positioned staircase leads to the private bedroom level below, where 9+ foot ceilings and radiant heated floors create warmth and comfort throughout. The stunning primary suite is a true retreat, offering a 14x7 walk-in closet, meditation area, spa bath with double vanity, and oversized steam shower. Three additional bedrooms, one currently configured as an office, and another full bath provide lifestyle flexibility. With its scale, finish level, and lifestyle appeal, this home gives upper-bracket custom single-family living a serious run for its money. Professionally landscaped front and rear yards are maintained seasonally, while the self-managed association keeps overhead low and maintenance a priority. One garage space included. All just moments from Andersonville favorites, Rogers Park Montessori, the Waldorf School, the Red Line, and the lake.

1448 W Carmen Avenue Unit #1, Chicago

$1,226,000

8 Beds ⋅ 3 Baths ⋅ 12602618 MLS ⋅ CLOSED Status

Turnkey, classic Andersonville greystone offering three legal units on a wide lot. All units feature open-concept kitchens and granite baths. Bright and sunny throughout with high ceilings, hardwood floors, and gas-forced air heat. Extensive capital improvements include 2022 renovation of garden unit (new flooring, appliances, paint, etc.) New windows in 1st and 2nd floor units, refreshed common areas and 2nd floor main living spaces. The property also offers a landscaped, private fenced yard. Located on a quiet, tree-lined street just steps from Andersonville's dining and shopping district, Foster Beach, the Red Line, and Metra. Great opportunity for an investor or live-in owner in a prime location.

1427 W Winona Street, Chicago

$475,000

3 Beds ⋅ 2 Baths ⋅ 12598298 MLS ⋅ CLOSED Status

Spacious Vintage Condo in Prime Location! Step into this charming vintage 3-bedroom, 2-bath home offering generous living space and timeless character. The oversized living/dining room flows seamlessly into a large kitchen and an additional sunroom-perfect for a home office, reading nook, or extra lounge space. The renovated kitchen (2022) features new countertops, backsplash, cabinetry, and black stainless steel appliances. Both bathrooms have been tastefully refreshed with brand-new counters, sinks, faucets, and backsplash. Updated overhead lighting enhances the entry, living room, hallway, office, and two bedrooms. Recent mechanical updates include a new hot water heater, furnace, and air conditioning condenser (2024), along with an in-unit washer and dryer (2022). The building completed a full roof repair in 2016. Additional features include a private storage cage, bike storage, and access to approximately 1,200 sq ft of shared basement space. Enjoy outdoor living in the beautifully maintained yard with patio, lighting, and seating-ideal for relaxing or entertaining. Perfectly located just 1/2 mile from iconic venues like the Green Mill Cocktail Lounge, Aragon Ballroom, and Riviera Theatre. Outdoor enthusiasts will love the quick access to Montrose Beach and the 18-mile lakefront trail. The gracious sellers are offering to cover one year of parking at the Weiss parking garage! Fantastic space, unbeatable location-don't miss this opportunity!

829 W Lakeside Place Unit #1W, Chicago

$744,900

4 Beds ⋅ 3 Baths ⋅ 12593507 MLS ⋅ CLOSED Status

Welcome to this beautifully updated 4-bedroom, 3-bath duplex-down in the heart of Uptown, offering the space and comfort of a single-family home with approximately 2,500 sq. ft. of living space. Step inside to soaring ceilings, crown molding, and abundant natural light throughout the main level. Newly refinished hardwood floors lead to a spacious living and dining area centered around one of two cozy fireplaces, creating a warm and inviting atmosphere. The updated kitchen features granite countertops, stainless steel appliances, and a large island-perfect for everyday living or entertaining. The king-size primary suite offers a true retreat with three custom closets and a spa-inspired ensuite bath featuring marble finishes, a jetted soaking tub, and a steam-shower cabin. The expansive lower level provides exceptional living space with floor-to-ceiling windows, a large family room with a second fireplace, and a bar center ideal for gatherings. A private front patio extends the living space outdoors. Additional highlights include: large private deck with gas line for grilling, garage parking plus additional exterior parking space, ample storage with 10+ closets, dedicated exterior storage room (approx. 4' x 14'), large laundry room, two mailboxes - ideal for home office or business use. This highly desirable duplex-down layout offers generous space, beautiful finishes, and an unbeatable location near the lake and transit. Enjoy living steps from Uptown's vibrant dining and entertainment scene, including performances at the iconic Aragon Ballroom and Riviera Theatre, and live jazz at the legendary Green Mill Lounge. Everyday conveniences like Target, JewelOsco, and ALDI are just blocks away.

5021 N Kenmore Avenue Unit #1N, Chicago

$790,000

4 Beds ⋅ 3 Baths ⋅ 12551211 MLS ⋅ CLOSED Status

Chicago

$550,000

3 Beds ⋅ 3 Baths ⋅ 12587714 MLS ⋅ CLOSED Status

Spacious 3 bed, 2.5 bath duplex-down condo in Uptown Chicago. Offering the perfect blend of comfort, style, and city convenience. This thoughtfully designed home features two levels of living space, a spacious main floor with abundant natural light, and a modern kitchen ideal for entertaining. The lower level provides additional living space perfect for a family room, office, or guest suite. Enjoy generous bedrooms, some updated finishes, heated kitchen floors and easy access to Uptown's vibrant dining, nightlife, parks, and lakefront. A great opportunity for city living with room to spread out.

4626 N Kenmore Avenue Unit #1N, Chicago

$482,000

3 Beds ⋅ 2 Baths ⋅ 12568947 MLS ⋅ CLOSED Status

Rare two-story townhome in the heart of Uptown offering three levels of living. This bright home features all new fresh paint throughout, an updated kitchen with new cabinetry and newer appliances. Three spacious bedrooms are located on the second level. The full, large unfinished basement offers excellent expansion potential for additional living space. Private backyard, detached two-car garage, and two additional parking spaces included. One of only two townhomes in this development with no association fees. Great layout, outdoor space, and room to grow. A must see!

4933 N Kenmore Avenue, Chicago

$770,000

3 Beds ⋅ 3 Baths ⋅ 12562722 MLS ⋅ CLOSED Status

Exquisite 3-bedroom, 3-bath duplex-down residence in the heart of Uptown with a rare private two-car garage. This expansive unit lives like a single-family home and showcases inlaid hardwood floors, crown molding throughout, two fireplaces, and soaring ceilings on both levels. Exceptional natural light fills the space with desirable north, west, and east exposures. The main level is designed for everyday living and effortless entertaining, with generous living and dining areas that flow seamlessly into the thoughtfully designed chef's kitchen which features rich cherry cabinetry, granite countertops, brand new premium stainless-steel appliances, and an expansive island. The serene, main level primary suite easily accommodates a king-size bed and offers a newly renovated spa-inspired ensuite bath with luxurious marble finishes, a whirlpool soaking tub, and a custom new separate glass-enclosed shower. A second bedroom, newly updated full bath, and private deck complete the main level. The lower level provides an ideal extension of the home with a spacious family room with wet bar and wine cooler, large third bedroom, recently updated full bath, laundry room, discreet under-stairs storage, private storage room, and outdoor access. Set on a quiet, tree-lined stretch of Winthrop Avenue, this home is just steps from the brand new Argyle Red Line Station, providing modern, accessible transit and quick access downtown and across the city. Enjoy easy walks to Foster Beach, Margate Park, and the lakefront trail as well as nearby dining, shopping, and entertainment in Uptown and Andersonville.

4933 N Winthrop Avenue Unit #1N, Chicago

$1,710,000

6 Beds ⋅ 5 Baths ⋅ 12521948 MLS ⋅ CLOSED Status

***MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MONDAY, JANUARY 19TH @ 12 NOON. NO ESCALATION CLAUSES OR LOVE LETTERS.*** Tucked away on a quiet tree-lined street is this classic Chicago Greystone set on an exceptionally rare 40' x 150' lot. Renovated in 2018 and thoughtfully enhanced in 2022, the home blends turn-of-the-century character with modern comfort. Between the wide lot offering a generous setback from neighbors on both sides, and large windows in every room, the entire home is filled with an abundance of natural light, while hardwood floors and high ceilings add to the home's vibrance and charm. A professionally landscaped front yard leads into a gracious foyer and a flowing main level with a formal living room anchored by a gas fireplace, a gracious formal dining area, and a high-end kitchen featuring stainless steel appliances (Wolf range, Sub-Zero refrigerator), quartz countertops, an island with bar seating, and a nook for an eat-in area. Beyond the kitchen is an oversized family room opening to a steel back deck overlooking perennial prairie gardens and raised vegetable beds. A powder room, built-in pantry storage, and full laundry room complete this level. Atop the sweeping staircase, the second floor offers four spacious bedrooms and three full baths. The sun-drenched south-facing primary suite features a gorgeous window bay, walk-in closet, and spa-inspired bath with dual vanities, soaking tub, full height pull-out storage cabinet, and a walk-in shower. The three other bedrooms on this level enjoy abundant natural light, optimized storage, and hardwood floors, plus a second laundry hookup conveniently located in a hallway closet. The fully finished lower level was repurposed and remodeled in 2022, and is accessed via its own private entrance. This space functions as a flexible 2-bedroom, 1-bath suite with a private entrance, full kitchen, laundry, heated bathroom floors, and bright, comfortable living spaces-ideal for guests, multi-generational living, work-from-home/home business space, additional household support, or supplementary income. The staircase down to the basement from the main level has potential to be re-installed by the new owner--ask agent for details! With no alley behind the property, the backyard lives like a private urban sanctuary-an expansive, sunny retreat to host unforgettable evenings with family and friends. Own this home with peace of mind, knowing the current owners have poured over $450,000 into enhancing the home's efficiency, longevity, and eco-friendliness--an Improvement List can be provided upon request! Andersonville was rated as "America's Coolest Neighborhood" in 2021 by TimeOut, and this block of Carmen encapsulates the best of Uptown/Andersonville living--small town charm with big city conveniences, and a lively block club (Winona Foster Carmen Winnemac, "WFCW"). Nestled between the Broadway and Clark Street corridors, this area offers effortless walkability and access to beloved grocery stores (Jewel-Osco and Marianos are closest), gyms, coffee shops, boutique galleries, dining, nightlife and entertainment. Just around the corner is Asia on Argyle (home to the summer Argyle Night Market and incredible Asian cuisine options), historic Green Mill Tavern Jazz Club, Aragon Ballroom, and the Riviera Theatre. Equidistant to the Argyle and Berwyn CTA Red Line Stations, as well as CTA buses on Broadway, Clark Street and Foster Avenue. For those who enjoy spending summers at Lake Michigan, Foster Beach, Saddle & Cycle Club, and the Lakefront Trail are just 5 blocks away! Carmen Park playground is a few doors down, and many school options abound including McCutcheon, Chicago Montessori, Rogers Park Montessori, Sacred Heart, and Waldorf School.

1252 W Carmen Avenue, Chicago

$1,425,000

3 Beds ⋅ 4 Baths ⋅ 12543415 MLS ⋅ CLOSED Status

Meticulously maintained and built in 2008, this stunning Andersonville residence blends luxury, space, and an unbeatable location. Inside, you'll find walnut floors throughout, a chef's kitchen with rich walnut cabinetry, stainless steel appliances, honed granite countertops, a spacious island, and an oversized walk-in pantry-perfect for entertaining or everyday living. The sun-drenched interior features soaring ceilings and oversized windows on every level. The second floor offers three generously sized bedrooms, including a luxurious primary suite with a spa-like marble bath featuring a steam shower, rain shower head, whirlpool tub, and custom-built closets. A second-floor laundry room adds everyday convenience. The lower level expands your living space with an additional bedroom and full bath featuring double sinks and a tub-ideal for guests or extended family. There's also a spacious bonus room complete with a dry bar and beverage center, plus radiant heated floors and a second laundry area. Modern comforts abound: dual-zoned HVAC, gas fireplace, surround sound wiring, and recent updates including new roof, tuckpointing, and parapet (2024), chimney recapped and sealed (2024), and newer furnaces (2023). Outdoor living is just as impressive with a private roof deck featuring composite decking, a landscaped backyard with newer paver patio, and an attached 2-car garage with a radiant heated driveway. All of this in a prime Andersonville location, just half a block from Clark Street's vibrant shops and restaurants, close to the CTA, El, Metra, Mariano's, parks, and only 3/4 mile to the lake.

1433 W Winnemac Avenue, Chicago

$1,600,000

12437850 MLS ⋅ CLOSED Status

Chicago

$800,000

8 Beds ⋅ 3 Baths ⋅ 12524383 MLS ⋅ CLOSED Status

SOLD BEFORE PRINT

1439 W Foster Avenue, Chicago

$365,000

2 Beds ⋅ 1 Baths ⋅ 12520652 MLS ⋅ CLOSED Status

Multiple offers received. Best and finals due by 2p Monday Nov 24th. Welcome to your spacious and bright 2BD/1BA condo in the heart of Andersonville! This charming home features exposed brick, hardwood floors, and an open living and dining area with a cozy fireplace. A sunroom just off the main space is perfect for a home office, reading nook, or dining area. The kitchen offers modern finishes, generous storage, and a convenient breakfast bar. Down the hallway, you'll find two spacious bedrooms, each with that classic exposed brick character, and a full bathroom that also houses the in-unit washer and dryer. At the rear of the home, enjoy your own truly private and newly rebuilt deck, fully enclosed from the staircase and large enough for outdoor dining or lounge seating. Modern comforts include central heat and air conditioning. The location can't be beat. You're just steps from everything Andersonville has to offer, including shops, restaurants, museums, and nightlife. Only a 13-minute walk to the Argyle Red Line and 15 minutes to Chase Park. Welcome home!

1471 W Foster Avenue Unit #1E, Chicago

$1,430,000

11 Beds ⋅ 8 Baths ⋅ 12497672 MLS ⋅ CLOSED Status

Welcome to 4631 N. Kenmore St. an exceptional urban Oasis located within the highly desirable Uptown/Andersonville neighborhoods of Chicago. This legally classified 4 flat features spacious two-and-three - bedroom configurations each equipped with two full baths. The building classic vintage Greystone exterior, had its roof replaced in 2014, a thoughtful renovation of 1st, 2nd & 3rd floors down to the studs with a comprehensive remodeling 2015-2016. Upgrades included windows, flooring, steel porch, Tuck-pointing and coping along with the three car parking pad to enhance functionality for the residence. Garden Apt. was entirely redone in 2021. Inside each unit boasts modern kitchens features including custom 42-inch white designer cabinets, granite countertops and a breakfast bar that accommodates 4 or more making it ideal for entertaining. The kitchens are outfitted with stainless steel appliances including a dishwasher and garbage disposal, promoting both style and convenience. Each apartment also includes individually controlled central heating and air conditioning systems, oak floors, in-unit laundry facilities, and large private rear decks. Nestled along a tranquil tree lined street, the property is within proximity to a diverse selection of restaurants, cafes, parks, and public transportation options including the Wilson Red and Purple lines. Residents will also enjoy nearby attractions such as Wrigley Field, Gallagher Way, Target, Montrose beach and all the vibrant offerings of Uptown, Andersonville, Ravenswood and Lincoln square. With long-term tenants already established, this property presents an excellent opportunity for savvy investors looking to expand their portfolio in a thriving market.

4631 N Kenmore Avenue, Chicago

$697,000

3 Beds ⋅ 2 Baths ⋅ 12468314 MLS ⋅ CLOSED Status

Imagine, calling this stunning , elegant, vintage 3 bedroom/2 bathroom condo located in an intimate 6 unit building your home. Nestled on a tree-lined, one-way street it is just a short walk from Lake MIchigan, Montrose Dog beach, Green Mill Lounge, Aragon Theatre, and the Riviera. Walk into the open foyer and a spacious living room abundant in natural light. Step into a large treetop terrace perfect for entertaining and alfresco dining with your friends and family. Huge formal dining room is adjacent to functional eat-in kitchen. Massive primary bedroom suite includes pristine, highly upgraded bathroom, walk in closet and convenient laundry closet. Two more bedrooms and a second full bathroom are located off the foyer and living room. Both bathrooms were recently completely redone. A private storage room of 140 square feet in the basement could be used as a craft room, art studio, or office. One assigned outdoor parking space in the back of the building is included in price. Convenient location whether you rely on driving (Lake Shore Dr ) or CTA transportation.

905 W Lakeside Place Unit #2F, Chicago

$1,050,000

8 Beds ⋅ 4 Baths ⋅ 12431216 MLS ⋅ CLOSED Status

Extraordinary opportunity to own this classic Chicago mansion with 8 bedrooms on a 50 x 150 foot lot. This RT-4 zoned, 1905 stone home boasts 3 floors of living space and has undergone restoration work to reveal some of its jaw dropping vintage craftsmanship. Situated in an ideal Uptown location this property is located in close walking distance to the Wilson Red Line and Purple Line express lines, several bus lines and the Broadway Target and Aldi. Step through the gate and into your fully fenced in front and side yard complete with huge stone porch. A stunning floor mosaic greets you as you enter through a dual set of double wooden doors into the grand foyer with original stained glass and a resorted wooden staircase. Rich decorative hardwood flooring throughout this level welcomes you into a huge living room space with an enormous formal dining room complete with coffered ceiling, custom cabinetry, buffet and extraordinary fireplace. An ample sized kitchen in the back of the house has been lovingly updated with modern stainless steel appliances including a dishwasher. The kitchen is flanked by both a laundry / storage room and walk-in pantry. An updated and convenient half bath located below the stairwell. Up the grand and ornate staircase you'll find two more floors of living space with 8 large bedrooms and 3 additional baths, which have been updated. The room sizes are varied, but all large and homey. There is also a great room on the top floor with soaring ceilings that is currently used as a recreation room, but can also be used as a bedroom. The lower level is finished and could be updated to create even more living space. It has a newly updated boiler (2018) and is currently used as a large storage space. You'll feel the extra wide lot in the large backyard fitted with a stone patio, lawn and garden perfect for relaxing and entertaining. Additionally, the property comes with a total of 5 exterior parking spaces. The many possible uses for this home include; short term rental, development, TOD, commercial, or office spaces. Don't miss out on the opportunity to own this piece of Chicago history.

4516 N Sheridan Road, Chicago

$763,800

6 Beds ⋅ 3 Baths ⋅ 12422656 MLS ⋅ CLOSED Status

WALK THRU VIDEO ON VIRTUAL TOUR BUTTON. Legal 2 unit (not a 3 unit - BEDROOMS CAN HOLD TWIN BEDS) with 3 bedrooms top floor and a 3bed/2bth/2 kitchen duplex down (basement can be it's own unit. The basement height is 6 ft 5 at it's highest point - you take the back interior stairs to get to basement) 25 x 180 oversized lot! Rental comps around 2500 and 3500 for a total of 6k a month. 2025 renovations include nearly everything from structural, including new roof, windows, plumbing, and HVAC, to cosmetic, including drywall, insulation, floor finishes, lighting, cabinetry, appliances, and a fully finished lower level. Both units are move-in ready, ensuring a smooth transition for new tenants. The property also comes with a detached 2-car garage, storage shed, and fenced-in yard. Great uptown loaction on small 2 block run of Magnolia - close to the train, lake and shopping districts. Great rent potential and an area that is appreciating very fast. Whether you're seeking a turnkey investment or a property to live in while generating rental income, this 2-unit building presents a fantastic opportunity. - Gas Forced heat, central AC, new kitchens, Washer and Dryer on EVERY floor. HUGE backyard.

4870 N Magnolia Avenue, Chicago

$415,000

2 Beds ⋅ 1 Baths ⋅ 12397380 MLS ⋅ CLOSED Status

Sun-drenched top-floor unit in the heart of Andersonville with coveted roof rights and a private parking space! This bright and airy home features soaring ~13-foot ceilings, exposed brick, and a cozy gas fireplace. A charming sunroom adds warmth and flexibility-perfect for a reading nook, office, or dining area. The open kitchen offers granite counters and 42" cabinets and connects seamlessly to the dining space. Enjoy a private deck located off the hallway (not the bedroom!), central air, in-unit washer/dryer, additional storage, and access to a bike room. Roof rights are included-the space is not yet built out, so bring your vision and create the rooftop oasis of your dreams. One secured parking spot included. All just steps to the Red Line and Andersonville's vibrant shops, dining, and nightlife.

1471 W Foster Avenue Unit #3E, Chicago

$519,000

2 Beds ⋅ 3 Baths ⋅ 12395993 MLS ⋅ CLOSED Status

Situated in the heart of the historic Uptown Entertainment district just steps from multiple concert venues, the lakefront trail, and Andersonville, this turn-key 2 BD / 2.5 BA duplex down condo spans over 1,700 square feet with two private outdoor areas plus ample garage and storage space. Upstairs features an open concept floor plan with a large living and dining area combo outfitted with custom Hunter Douglas remote-controlled blinds flanking one of two gas fireplaces within the unit. The chef's kitchen has cherry cabinets, granite countertops, and stainless steel appliances. The main level is complete with hardwood floors throughout, a powder room, a spacious 2nd bedroom, and an oversized en-suite primary bedroom featuring a spa-like bathroom with updated walk-in shower and jacuzzi tub. Enter the sprawling lower level and experience 12 ft ceilings, a large family room entertainment area with the second gas fireplace, a full bathroom, walk-in laundry room with side-by-side washer/dryer, loads of additional storage, Rheem HVAC (2021), and a Navien tankless water heater (2019). Completing the unit is a separate private 9x3 storage room, front and rear private deck space, wired intercom, security system, and an attached garage. Low HOA fees are the cherry on top. Don't wait to visit this spectacular Uptown property!

4660 N Winthrop Avenue Unit #1N, Chicago

$690,000

3 Beds ⋅ 3 Baths ⋅ 12389230 MLS ⋅ CLOSED Status

5021 N Kenmore Avenue Unit #1S, Chicago

$422,000

3 Beds ⋅ 3 Baths ⋅ 12359038 MLS ⋅ CLOSED Status

East Andersonville! RARE opportunity to own 2 story townhouse with 3 bedrooms and 2.5 baths with a full basement that has a full bathroom and radiant floor heating. Totally renovated few years ago. Washer/dryer and central air unit are 2 years old. Hardwood floors, granite counter tops, stainless steel appliances, dishwasher, washer/dryer, outside back yard has room for BBQ grill, recessed lightings! Full finished basement 16 x 29, has full bathroom could use as entertainment center for family or use as another bedroom. Has laundry room. One assigned parking is included. 3 blocks from park and Lake Michigan and beach! Close to shopping, restaurants, great schools very close by, Chinatown, buses and Red Line, parks, Lake Shore Drive and the Lake! Bonuses: NO HOA and 1 deeded assign parking! Turnkey Advantage!!

1059 W Winona Street, Chicago

$369,000

2 Beds ⋅ 2 Baths ⋅ 12359244 MLS ⋅ CLOSED Status

Don't miss this beautifully updated, sun-bathed 2 bed/2 bath gem in one of Chicago's hottest neighborhoods! Situated in a unique, intimate concrete loft-style building, this spacious condo features a convenient open floor plan w/ real hardwood flooring throughout the living area and second bedroom. Deeded garage parking included in the price. Updated modern kitchen with pristine white shaker cabinets, stainless steel appliances, granite counters and breakfast bar. Bright living room offers plenty of space for entertaining, and the extra-wide balcony is perfect for grilling and relaxing. Primarily bedroom allows for a king-size bed and boasts a large organized walk-in closet. Two updated full bathrooms, including one en-suite. Second bedroom makes for an ideal guest room/office/nursery. Enjoy central heat/air and in-unit laundry; low assessments include everything but electric! Fitness room and bike storage onsite; additional storage at the parking spot. Walk to the the red line, Target, Jewel, and an abundance of restaurants and bars. Discover amazing music venues such as Green Mill, Aragon and Riviera, all right in your back yard! Just a short walk to the lake, sprawling Montrose Harbor and beach, and Andersonville.

1000 W Leland Avenue Unit #6D, Chicago

$650,000

3 Beds ⋅ 3 Baths ⋅ 12357934 MLS ⋅ CLOSED Status

OFFERS IN! HIGHEST AND BEST 5/11 12PM! Extra-wide, sun-soaked 2,300+ sq. ft. duplex-down nestled on a leafy street in Sheridan Park. With southwest exposure flooding the space with light through bay windows and a layout that lives like a single-family home, this 3-bedroom, 2.5-bath beauty offers room to stretch out and settle in. As you enter, you're greeted by a stunning dining and living room, where brand new oak floors flow seamlessly through the space. The living room features a fully functional wood-burning fireplace (yes, the real deal!) framed by a sleek new surround-perfect for cozy evenings or an impromptu wine night. The updated eat-in kitchen is equipped with all the right upgrades: a new fridge, newer dishwasher, and extra recessed lighting to elevate your culinary experience. Step outside to your private deck and enjoy morning coffee or warm summer dinners under the stars. For added convenience, a half bath is located off the kitchen. The primary suite, located on the upper level, serves as a true retreat with two custom-organized closets, an ensuite bath, and plenty of room to unwind. The lower level offers a space featuring a large family room, a laundry room with side-by-side washer/dryer, and ample storage. Two additional bedrooms are ideal for home offices or guest suites, plus a full bath completes this level. Practical updates throughout include a smart thermostat, smart security, an upgraded electrical panel, and whole-home surge protection. With garage parking and private storage, this home truly delivers both style and substance. And let's not forget the location-just a short stroll to the lakefront, parks, and public transit. City living, elevated.

4741 N Kenmore Avenue Unit #1S, Chicago

$820,000

3 Beds ⋅ 3 Baths ⋅ 12348330 MLS ⋅ CLOSED Status

A Nature Lover's Dream in the Heart of Andersonville! Welcome to this rarely available, 3 bedroom /3 bathroom single-family home on one of Andersonville's most picturesque, tree-lined streets-just one block from vibrant Clark Street! Nestled in one of Chicago's hottest North Side neighborhoods, this home offers the perfect balance of urban convenience and tranquil, green living. The current owner has lovingly transformed the expansive backyard into a lush, curated nature garden-a true private oasis in the city. Birds, butterflies, and blooms abound in this serene outdoor space, ideal for morning coffee, peaceful evenings, or entertaining under the stars. Step out from the primary suite's private deck and take in the view of your beautifully manicured retreat. Inside, the home features a spacious and functional layout with 3 bedrooms plus a den, and 2 full bathrooms upstairs, offering plenty of room for relaxation and work-from-home flexibility. The open living areas, skylights, and thermal pane windows create a warm and airy atmosphere throughout. The main level has a separate kitchen, huge dining room that would accomodate your largest table, separate living room, there is an option to have a 1st floor bedroom which has currently been opened up to a very intimate family seating room. There is a full bathroom and laundry room on the 1st floor level. The unfinished basement includes a forth bathroom rough-in, offering expansion potential to suit your needs. Additional features include gas forced-air heat, central air. The property has also been successfully run as a high-performing Airbnb, consistently earning $7K-$9K per month, making this a perfect opportunity for investors, owner-occupants, or those seeking a hybrid live/income-producing home. Located just steps from Andersonville's best shops, restaurants, the farmer's market, and the Red Line, this is city living at its most charming.

1435 W Winnemac Avenue, Chicago

$905,000

4 Beds ⋅ 2 Baths ⋅ 12335222 MLS ⋅ CLOSED Status

***Multiple Offers Received, Highest & Best due Monday, April 28th at 9:30am*** This light-filled, beautifully updated Victorian welcomes you with a charming front porch and timeless curb appeal. Inside, you'll find quality craftsmanship, architectural detail, custom millwork, and multiple outdoor living spaces - all just blocks from the vibrant shops and restaurants of Uptown and Andersonville. The airy living room features high ceilings, crown molding, and original pocket doors. Hardwood floors flow into the dining area with built-ins, a cozy office/den with custom bookshelves, a half bath, and the fully updated kitchen. Thoughtfully designed with modern luxury and classic charm, the kitchen offers quartz countertops, a farm sink, tile backsplash, stainless appliances, floating shelves, a center island with seating, a pantry and floor to ceiling storage. It opens to a covered deck with tongue-and-groove ceiling, recessed lighting, and space for outdoor dining. Step down to a brick paver patio surrounded by landscaping and situated under a mature maple tree- perfect for relaxing or entertaining. Upstairs, you'll find four bedrooms (one is a perfect size for an office), including a spacious primary suite with a walk-in closet. A second bedroom also features a walk-in, and the fully renovated bath includes a deep soaking tub, separate rain shower, and sleek modern vanity. The lower level provides a large recreation room, expansive laundry area, and ample storage. Additional features include an unfinished attic with pull down stairs/ladder, a WiFi thermostat, and a 2-car detached garage. Enjoy close proximity to the lakefront, beaches, running and biking trails, Montrose Dog Beach, and Foster Turf Fields. Convenient access to the Red Line, Metra, Lake Shore Drive, and major expressways makes commuting easy. You're also near beloved music venues like the Riviera, Aragon Ballroom, and Green Mill, plus a wide variety of local favorites like Hop Leaf, La Colombe, m.henry, Sun Wah BBQ, and more. A must-see!

1255 W Argyle Street, Chicago

$660,000

4 Beds ⋅ 3 Baths ⋅ 12331953 MLS ⋅ CLOSED Status

This 4BR, 3BTH duplex down has a fantastic layout, and with approximately 2600 ft.2 of living space, it's as large as many single family homes in the area, but with lower property taxes. It also sits in a superior location at the nexus of three of Chicago's most vibrant neighborhoods including the Arglye shopping and restaurant district in Uptown, Edgewater Beach and Andersonville. Just 2.5 blocks from the Red Line "L" and only 3 blocks from Margate Park and the lakefront and with a plethora of grocery stores and restaurants all right outside your door, it simply doesn't get better than this. This home has an open concept design with a very large kitchen that offers tons of counter space and storage, including a separate pantry, as well as all stainless appliances, and a peninsula with room for bar stool seating. Great room adjacent to the kitchen could be used as a living room or dining room. There's also a huge family room in the lower level with nicely appointed wet-bar, perfect for entertaining. A spacious 3rd bedroom with walk-in closet, a full bath, laundry room with side by side laundry and a large 5 by 11 ft storage room finish out the lower level. The 4th bedroom is on the main floor close to the kitchen and has French Doors to be flexibly used as a dining room, office or bedroom. Primary bedroom suite has double sinks, a large steam shower with body sprays and overhead shower head, a makeup vanity for additional space and storage, a walk-in closet and a private balcony overlooking a small private patio area. The building also has a common roof deck with exceptional views and outdoor furniture for all to enjoy. All this in a well cared, full brick building with a great association. Garage parking spot is included in the price.

5018 N Kenmore Avenue Unit #1N, Chicago

$902,000

4 Baths ⋅ 12333449 MLS ⋅ CLOSED Status

Welcome to 1462 W Winnemac #1 - a truly special 4 bed, 3.5 bath duplex down in the heart of Andersonville! With an expansive and thoughtfully designed layout, this home lives like a single-family with soaring ceilings on both levels and an ideal separation of living and sleeping spaces. The main level boasts a seamless flow from the spacious living and dining areas to the open-concept kitchen and spacious family room-perfect for everyday living and effortless entertaining. The kitchen is outfitted with top-of-the-line stainless steel appliances and sleek finishes, sure to impress the most discerning chef. All four bedrooms are situated on the lower level, providing a quiet retreat away from the main living spaces. Thoughtful upgrades by the original owners include custom closets (2022), elegant tray wall paneling in the lower hallway (2024), and a stained & treated rear deck (2023). The recently added bridge to the private garage rooftop (2025) offers easy access to a blank canvas rooftop oasis-ready for your dream deck or turf setup. Enjoy not one but two incredible outdoor spaces: a large deck off the family room and full private roof rights to the garage rooftop. The building has also seen key updates, including a sump pump with backup system and check valve (2023), enhanced landscaping with pavers, fresh sod, and tree installation (2024). Tucked away on a quiet, tree-lined street yet just steps from the vibrant shops, restaurants, and nightlife of Andersonville. A commuter's dream with easy access to the Ravenswood Metra, Argyle Red Line, CTA bus routes (36 & 22), and Divvy bikes. Garage parking included. This is Andersonville living at its finest-don't miss this unique opportunity!

1462 W Winnemac Avenue Unit #1, Chicago

$485,000

2 Beds ⋅ 3 Baths ⋅ 12309644 MLS ⋅ CLOSED Status

Welcome to your perfect Uptown find-where charm meets convenience and value shines! This freshly painted, spacious 2 bed, 2.5 bath condo is a rare gem in a pet-friendly, boutique vintage building just steps from the best the neighborhood has to offer. Two spacious en-suite bedrooms provide ultimate comfort and privacy, while the half bath is perfect for guests-ideal for both entertaining and everyday living. Love to host? You'll swoon over the oversized dining room, sun-soaked front sunroom, and TWO private outdoor spaces, including a deck off the kitchen-perfect for morning coffee or summer dinners. Hardwood floors throughout, in-unit washer/dryer, generous room sizes, ample closet space, and extra basement storage check every box. One deeded, secured parking space is included in the price-no circling the block here! Nestled on a quiet, tree-lined street, you're just a short distance to Lake Michigan, Montrose Beach, and CTA Red Line access just 3 blocks away-a commuter's dream! Enjoy unbeatable access to local favorites like The Green Mill, Demera, Carol's Pub, Baker & Nosh, and more. Whether you're a first-time buyer looking for your perfect city home or upgrading your current space, this one delivers on location, layout, and lifestyle.

4849 N Kenmore Avenue Unit #2, Chicago

$200,000

2 Beds ⋅ 2 Baths ⋅ 12334845 MLS ⋅ CLOSED Status

Charming 2 bedroom and 2 bath garden level condo in east Uptown. Just steps to the lakefront, this open concept unit has a separate dedicate entrance giving additional privacy. Kitchen offers white cabinets, granite counter tops and stainless-steel appliances. Primary bedroom has en suite bathroom. Both bathrooms have attractive marble tile shower surround and solid surface counter tops. Convenient in-unit laundry offers the owner everything they need. Full size windows give this condo amazing natural light. Additional walk-in storage included. Fantastic location is a quick walk to grocery stores, retail, bars, restaurants and a 6-minute walk to the Wilson Red Line train.

906 W Agatite Avenue Unit #G, Chicago

$250,000

1 Beds ⋅ 1 Baths ⋅ 12314148 MLS ⋅ CLOSED Status ⋅ Sheridan Park BLDG.

We've got everything on your wish list! Great price * * * Top Floor * * * South exposure * * * Big, open rooms * * * Vintage millwork, doors, fireplace and built-ins * * * In-home laundry * * * High ceilings and hardwood floors, throughout * * * PLUS a large rear patio ready for summer bbqs and relaxation. Includes an enormous storage room in basement. With a fresh coat of paint, you're ready to go. Ideal location is steps to Red Line, Wrigley and lakefront parks and beaches. Pet friendly building (no count or weight limit) is an easy walk to Montrose Dog Beach. Professionally managed, 100% owner-occupied association allows rentals. No cap. Easy street parking on Montrose. Racine is zoned permit. Stop wasting money on rent! It's a great time to buy!

1146 W Montrose Avenue Unit #3, Chicago

$1,570,000

4 Beds ⋅ 3 Baths ⋅ 12310787 MLS ⋅ CLOSED Status

Spectacular home in every way situated on a 30 ft wide lot steps to Clark Street in Andersonville. This perfectly designed, executed and updated home exudes modern style and every convenience while maintaining its classic Chicago character. Enter the open living and dining room after stepping off the beautiful, heated tile entry to spacious living with highlights that include a custom limestone fireplace surround, outstanding imported chandelier, classic Chicago details in staircase and crown molding. Light pours in from the updated windows selected to recreate the original 1908 design on the front of the home. Walk to the back of the home to see the showstopper kitchen, eating/entertaining area and wet bar. Silestone counters, an abundance of cabinets, large island, high end appliances, gorgeous Ann Sacks wall tile and the most beautiful arched window built custom for maximum light and to showcase the beautifully landscaped backyard. Enjoy great space for large table or additional living space. The exquisite bar is an entertainer's dream with beautiful cabinets, lighting and backsplash and convenient pantry. Just outside the door is a large deck with built in bench and leads to superbly landscaped yard with bluestone seating area and walkway lined with beautiful plants, grasses and unique evergreens, making a true oasis from the nearby bustle of the dynamic neighborhood. Back inside, there's a full bedroom and beautiful full bath completing the main floor of the home. Upstairs is a comfortable family room, perfect for binge watching, great home office or 4th bedroom, another guest room and full bath, and an enviable primary suite. This oversized bedroom provides a peaceful place to begin and end the day after enjoying the stunning bath with huge shower with overhead rain shower, heated floors, custom vanity with quartzite, and beautiful lighted mirrors offering abundant hidden storage. Capping off this upper level is a convenient second floor laundry room with farmhouse sink, front loading machines on pedestals, great storage and an awesome vintage swing door. The full unfinished basement provides unlimited storage and the potential for additional living space. This magnificent home is truly move-in ready and not to be missed.

1443 W Winona Street, Chicago

$571,000

4 Beds ⋅ 3 Baths ⋅ 12300761 MLS ⋅ CLOSED Status

This stunning & spacious 4-bed, 3-bath duplex down condo blends vintage charm with modern convenience on a quiet, tree-lined cul-de-sac in the city. With 2,200 sq. ft., enjoy an expansive layout featuring two living spaces, a separate dining room, and a breakfast room. The formal living room boasts a fireplace and opens to a charming limestone front porch, which also serves as a private entry, while the dining room showcases a stunning beamed ceiling and original built-in hutch. The chef's kitchen offers a plethora of cabinetry, high-end stainless steel appliances, and an attached breakfast nook. The primary suite features a private bath, and all bedrooms are generously sized. The lower level impresses with a spacious family room, fireplace, built-ins, and plenty of storage. Additional perks include side-by-side laundry, two efficient furnaces, and deeded garage parking. Prime location near the lake, parks, and the Red Line. A truly rare find!

924 W Leland Avenue Unit #1W, Chicago

$520,000

3 Beds ⋅ 3 Baths ⋅ 12304711 MLS ⋅ CLOSED Status

Experience Luxury in this Three Bedroom, Three Bathroom Duplex-Down Condo that treats you to 2,200 SF of Exceptional Living Space in Highly Desired Sheridan Park. Custom Stained Hardwood Floors accent the Main Level that features a Welcoming Open Floor Plan, Great Natural Light and Tall Ceilings. The Cozy Gas Fireplace in the Living Room will be your gathering place this Winter or enjoy delicious meals with Family in the Dining Area the overlooks the Kitchen. The Updated Kitchen boasts Granite Counters, Custom Backsplash, 42" Cabinets, Stainless Steel Appliances including a French Door Refrigerator with Water and Ice Dispenser and a 5 Burner Gas Stove and a Walk-in Pantry. The Primary Suite will impress with its access to your Private Balcony, Walk-in Closet, and Custom Window Treatments. The Primary EnSuite features a Double Sink Vanity, Large Jacuzzi Tub, a Walk-in Shower and Ample Cabinet Storage. To Complete the Main Level, there is a Generously Sized Secondary Bedroom and Full Bathroom. The Huge Lower Level with 10' Ceilings is where you'll go to Relax and Recharge in the Oversized Family Room that features a Second Fireplace, Hardwood Floors, Recessed Lighting, Custom Built-ins and a Walkout to the Outdoor Space. Overnight Guests will appreciate the Guest Bedroom and Full Bathroom and there is even a Charming Nook for your Office Space needs. The Condo is equipped with Central Heat and Air controlled by a Smart Thermostat and there is a Convenient In-Unit Washer and Dryer in the Laundry / Mechanical Room. This Prime Chicago Location is Moments to: Lake, Running/Walking/Biking Paths, Montrose Beach, Purple Line and CTA Bus Stops, Montrose Harbor, Belmont Harbor, Montrose and Belmont Dog Beach, Sydney Marovitz Golf Course, Wrigley Field, Shopping, Restaurants, Nightlife and More. **Multiple Offers Received - Asking for Highest & Best - Sunday, Feb 16th at 6:00pm - No Escalation Clauses**

825 W Eastwood Avenue Unit #1W, Chicago

$455,000

2 Beds ⋅ 1 Baths ⋅ 12292269 MLS ⋅ CLOSED Status

Vintage feels yet completely Modernized, this top floor condo in prime Andersonville does not disappoint. Very bright and airy, the open concept great room with dining area and updated kitchen with a second living room and additional flex/office/sunroom space create an awesome blend of new and old. All hardwood throughout, wood burning fireplace, bay windows and all brick exterior is the old Andersonville vibes we all love. With central heat and air, in unit laundry, tons of storage, updated kitchen and remodeled bathroom, patio and deeded parking; the home offers all the things we come to hope for your future home. Just steps from Andersonville's center on Clark S, grocery, dive bars and high-end dining and everywhere in between, coffee, nightlife and shopping and a quick walk to El, it's a commuters dream location. If the lake calls to you but high rise life isn't your thing, this is a great alternative with low hoas, a healthy association, and an easy walk to the lake.

1227 W Foster Avenue Unit #3E, Chicago

$1,230,000

5 Beds ⋅ 3 Baths ⋅ 12291540 MLS ⋅ CLOSED Status

Classic 3-unit graystone with valued, long-time tenants paying rents waaaaaay below market. *** Gut rehab in 2012 and meticulously maintained since. Rehab included new tearoff roof, deck and fence replacement, tuckpointing, all new electric and plumbing, full window replacement, new HVAC systems and full renovation of the 3 units. *** Each home has high ceilings, hardwood floors, GFA heat, central air, in-home laundry, family/sitting room and large rear deck. Units 2 & 3 also have an den/office area. *** All units have open kitchens with wood cabinetry, S/S appliances including dishwasher and stainless countertops. Baths finished with pedestal sink, tub/shower combo with subway tile, and Penny Round tile floor. *** These bright, beautiful homes overlook the stately residences of the Lakewood Balmoral Historic District. Ideally located just steps to Red Line/bus stops; Andersonville shopping, restaurants; and lakefront beaches, parks and trails. *** Top floor lease ends 4/30, so will be ready for owner-occupant; renewal of current tenants' lease; or re-lease during prime spring rental season. *** Rents INCLUDE parking + large, individual storage rooms in heated, dry, unfinished basement.

1323 W Foster Avenue, Chicago

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Uptown, Chicago IL · Curated MLS Search

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