3 Beds ⋅ 3 Baths ⋅ 12754804 MLS ⋅ NEW Status

VACANT AND READY FOR A NEW OWNER! This truly expansive 3-bedroom, 3-bath duplex-down with low monthly assessments and one garage parking space-all in a desirable Uptown location. The bright, open main level features hardwood floors, a generous living and dining area, and a fireplace surrounded by windows and French doors. The kitchen offers white cabinetry, granite countertops, stainless-steel appliances, a center island, abundant storage, and a new refrigerator. Two spacious bedrooms and two full baths are located on the main level, including a large primary suite with excellent closet space and private bath. A covered, oversized rear deck provides the perfect setting for outdoor dining and entertaining. The HUGE lower level significantly expands the home's living space with new carpeting, a second fireplace, an enormous recreation and media area, third bedroom, full bath, in-unit laundry, and oversized private storage. The flexible floor plan easily accommodates guests, a home office, fitness area, or separate living space. Additional highlights include a new A/C unit, central heating, and garage parking. Enjoy convenient access to the lakefront, beaches, parks, public transportation, shopping, dining, and the new neighborhood Trader Joe's planned for October 2026. Tremendous space, low monthly assessments, valuable updates, private outdoor space, and parking make this move-in-ready home an exceptional Uptown value!

853 W Lakeside Place Unit #1W, Chicago

$799,000

3 Beds ⋅ 2 Baths ⋅ 12752054 MLS ⋅ ACTIVE Status

This impeccably maintained 3-bedroom, 2 bath penthouse pairs sophisticated modern design w/ exceptional private outdoor space in the heart of Uptown! Soaring 11' ceilings & oversized windows flood the home w/ natural light. Hardwood flooring throughout, 8-foot solid core doors & clean architectural lines create a contemporary feel throughout. The sleek European kitchen is a chef's dream, featuring integrated panel refrigerator & dishwasher, Thermador/Bosch appliances, white quartz countertops, marble backsplash, under cabinet & pendant lighting, & a generous breakfast bar w/ seating for four. The expansive open concept living and dining space is fantastic for entertaining, anchored by a striking custom fireplace & opening directly to a private terrace w/ gas hookup for a grill. The serene primary suite provides ample room for a King-sized bed, professionally organized walk-in closet, & a luxurious primary bathroom w/ heated porcelain floors, a floating double vanity & an oversized walk-in shower w/ a rain head. Two guest bedrooms, a beautiful hall bathroom, & a huge laundry closet with side-by-side Whirlpool washer/dryer set complete the main living level. The full-floor rooftop is a true urban oasis w/ panoramic city view, pergola & fire pit, contemporary planters, irrigation, & artificial turf. Adjacent to the roof deck is a bonus room that would make an ideal office or workout space. This boutique, seven-unit building is professionally managed with a spacious garage w/ bike storage. Walk to the Lake, Aragon Ballroom, Green Mill, Lawrence and Argyle Red Line "L" stations, and so much more!

4858 N Kenmore Avenue Unit #3N, Chicago

$279,000

2 Beds ⋅ 1 Baths ⋅ 12745173 MLS ⋅ ACTIVE Status

Charming Garden Unit in the Heart of Uptown - Your Own Private Entrance! Welcome home to this beautifully updated 2-bedroom, 1-bath garden unit tucked inside a stately, gated brick building in one of Chicago's most vibrant neighborhoods. This isn't a typical garden unit - it's bright, thoughtfully finished, and comes with two private entrances (front and back), so you never have to share a hallway if you don't want to. Step inside to a crisp kitchen with marble herringbone backsplash and stainless-steel appliances, opening onto a spacious living and dining area with room to entertain. The primary bedroom easily fits a king bed and has generous closet space, while the second bedroom and a large flexible den/office give you room to work from home, set up a workout space, or carve out a craft room - whatever your life needs right now. In-unit washer/dryer, extra storage, and tasteful modern finishes throughout round out the interior. Outside, residents share a genuinely lovely backyard garden - a rare find in the city. Why this location is special: This building sits in the heart of Uptown's entertainment district, close to the historic Green Mill and legendary venues like the Aragon Ballroom and Riviera Theatre. Just minutes from: The lakefront, the new Red Line Lawrence stop and the Purple Line Express at Wilson, Mariano's, Jewel-Osco, Target, and Aldi, neighborhood schools, some of the city's best restaurants and nightlife. The details that matter: HOA just $198/month - remarkably low for the neighborhood, covering building upkeep and shared spaces. a real community, not a revolving door of renters. Gated entry for added security. Street parking with a residential permit (no dedicated garage spot included). This is a rare opportunity to own in Uptown at an accessible price point, in a building people actually stay in.

4733 N Kenmore Avenue Unit #4, Chicago

$495,000

2 Beds ⋅ 2 Baths ⋅ 12691055 MLS ⋅ CLOSED Status

Welcome to Unit 2E at 917 W Lakeside Place - a stylish 2-bedroom, 2-bathroom condo in a boutique building nestled in Chicago's Uptown/Buena Park neighborhood. The open-concept layout is anchored by hardwood floors, recessed lighting, a gas fireplace, and a Juliette balcony - creating a bright and inviting living space that's equally great for entertaining or everyday living. At the heart of the home, the gourmet kitchen impresses with stainless steel appliances, illuminated cabinetry, and an oversized island that makes cooking and hosting a pleasure. The primary bedroom features an en suite bath and private deck access, while the second bedroom offers flexibility as a guest room, home office, or nursery. The second full bath includes a sauna for a true spa-like experience at home. Additional highlights include double-pane windows, upgraded 200+ amp electrical service, garage parking, and a private storage room in the basement. All of this, conveniently located near the best of Uptown and Buena Park - beloved restaurants, cafes, parks, and public transit. This is Chicago city living at its finest. ----- For a complete list of features, please refer to the Feature Sheet located under Additional Information in MLS. Unit is currently being prepared for professional photography. Anticipated live date: mid July.

917 W Lakeside Place Unit #2E, Chicago

$430,000

2 Beds ⋅ 2 Baths ⋅ 12738026 MLS ⋅ CONTINGENT Status

Welcome home to a truly special Andersonville residence where classic Chicago character meets contemporary style. This beautifully designed 2-bedroom, 2-bathroom condo offers thoughtfully arranged living space with soaring ceilings, warm hardwood floors, abundant natural light, and distinctive architectural details throughout.The spacious living room is the heart of the home, offering an open and inviting setting for both everyday living and entertaining. A charming sunroom extends from the living space, creating a versatile spot for morning coffee, a reading nook, or home office while overlooking the quiet treelined street.The separate dining room makes a statement with its dramatic exposed brick wall, adding warmth and authentic Chicago character. Large windows and hardwood floors complement the space, while the adjacent kitchen keeps cooking and entertaining effortlessly connected. Both bedrooms are generously sized, with the primary bedroom offering a comfortable retreat and the second bedroom providing flexibility for guests, a home office, or additional living space. Two full bathrooms add convenience and functionality. An expansive outdoor deck extends the living space and provides an ideal setting for dining, entertaining, or relaxing. Combined with the home's spacious rooms, sunroom, exposed brick, and thoughtful layout, this home offers the charm of a vintage Chicago condo with both comfort and functionality. Ideally located in Andersonville, one of Chicago's most sought-after North Side neighborhoods, you'll be surrounded by an exceptional selection of restaurants, cafes, boutiques, entertainment, parks, and everyday conveniences, with easy access to public transportation and everything the North Side has to offer.

4925 N Glenwood Avenue Unit #3E, 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

$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

$520,000

3 Beds ⋅ 2 Baths ⋅ 12720695 MLS ⋅ CONTINGENT Status

Timeless vintage architecture meets refined modern living in this exceptional top-floor residence, nestled on a picturesque tree-lined street just a half block from the lake. Set within an intimate six-unit greystone dating to the early 1900s, this sun-drenched home showcases the craftsmanship vintage enthusiasts cherish, including original millwork, cove moldings, soaring 10-foot ceilings, five-panel wood doors, decorative mantels, coffered dining room ceilings, custom radiator covers, original honeycomb tile, a classic clawfoot tub, and two fireplaces. Offering exceptional flexibility, the expansive 3-bedroom, 2-bath floor plan can easily accommodate a fourth bedroom, home office, or additional living space. Modern updates include SpacePak central air (2021), Bosch in-unit laundry, radiant heat, private storage, and a covered deck perfect for outdoor entertaining. A garage parking space is included. Located in a meticulously maintained, 100% owner-occupied building with a strong association (no rentals permitted), this rare residence offers the perfect blend of historic elegance and contemporary comfort just moments from the lakefront, beaches, neighborhood dining, and all that Uptown has to offer-including the highly anticipated Trader Joe's coming soon. Cat-friendly building. Welcome home!

823 W Lakeside Place Unit #3E, Chicago

$487,000

2 Beds ⋅ 2 Baths ⋅ 12695174 MLS ⋅ CLOSED Status

MULTIPLE OFFERS RECEIVED, B&F DUE BY WEDNESDAY @ 12P | Extra wide, spacious and super sunny condo in an Uptown! Enjoy the convenience of this elevator building w/attached heated garage parking included in the price! The spacious open-concept great room flows effortlessly into a stunning kitchen featuring crisp white cabinetry, granite countertops, stainless steel appliances, and an oversized peninsula that serves as the heart of the home for everyday living and effortless entertaining . Not to mention you can fit a big dining table as well. Cozy fireplace with a gas starter. Private Deck accessible thru either the living room as well as primary bedroom. Spacious owner's suite with built-out large walk-in closet. Marble primary bathroom with double sinks and walk-in shower. 2nd bedroom easily fits a queen bed and an at home office if needed. Washer/dryer in the unit, all hardwood floors, central air. Great common roof deck for relaxing. Terrific location, just 2 blocks to Wilson EL train stops. walk to Wrigley, Andersonville and the lake! Storage locker in garage (3x4x6)!

4700 N Kenmore Avenue Unit #2C, Chicago

$460,000

2 Beds ⋅ 2 Baths ⋅ 12698250 MLS ⋅ CLOSED Status

Enjoy penthouse living in this spacious 2-bedroom, 2-bath condo in the heart of Uptown, offering a functional layout, quality finishes, and an exceptional location. Oak hardwood floors, high ceilings, and abundant natural light enhance the open-concept living and dining area, complete with a gas fireplace for added warmth and character. The kitchen features granite countertops, 42-inch custom cabinetry, and newer stainless steel appliances, providing ample storage and workspace. The primary suite includes a marble ensuite bath with a dual-sink vanity, whirlpool tub, and separate glass-enclosed shower. A generously sized second bedroom offers flexibility for guests, a home office, or additional living space. The rear south-facing deck extends the living area outdoors and is ideal for relaxing or entertaining. Constructed of brick and limestone, the building also features a brand-new roof. One garage parking space and a dedicated storage unit are included. Conveniently located near the lakefront, Montrose Beach, Montrose Harbor, parks, walking and biking trails, neighborhood restaurants, shopping, and public transportation, including the Wilson Red Line station for easy access to downtown and beyond.

825 W Eastwood Avenue Unit #3W, 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

$610,000

3 Beds ⋅ 2 Baths ⋅ 12685842 MLS ⋅ CLOSED Status

Spacious and beautifully maintained 3-bed, 2-bath home in a classic brick building on a picturesque tree-lined street in Uptown. The expansive living and dining area is filled with natural light and features hardwood floors, crown molding, recessed lighting, and a gas fireplace. The open kitchen is designed for both everyday living and entertaining, offering granite countertops, stainless steel appliances, abundant cabinet space, and a large breakfast bar with seating. The thoughtful floor plan includes generously-sized bedrooms, including an oversized primary suite with large dual closets, bath with a separate soaking tub and shower, and an adjacent flex space ideal for a home office, nursery, workout area, or sitting room. In-unit laundry and exceptional storage throughout add everyday convenience. Enjoy outdoor living with a private rear deck directly off the home, plus access to a large shared rooftop deck above the garage. One garage parking space is included. Ideally located near the Wilson Red Line, Lake Michigan, Montrose Harbor, Jewel, Target, neighborhood restaurants, coffee shops, and the shopping and dining of Uptown, Buena Park and Andersonville. Welcome home!

934 W Agatite Avenue Unit #1, 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

$700,000

2 Beds ⋅ 2 Baths ⋅ 12671793 MLS ⋅ CLOSED Status ⋅ Andersonville BLDG.

Welcome to TheWin, a boutique 9-unit building completed in 2017 and ideally situated near the border of Uptown and Andersonville. This exceptional end-unit condominium offers approximately 1,300 square feet of thoughtfully designed living space with 2 bedrooms, 2 bathrooms, and an impressive 190-square-foot south-facing balcony perfect for relaxing, entertaining, and enjoying abundant natural light throughout the day. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating an inviting space for everyday living and hosting guests. The chef's kitchen features granite countertops, stainless steel appliances, white cabinetry, an oversized breakfast bar, and a built-in wine refrigerator. The spacious living room is anchored by a built-in gas fireplace and enhanced by upgraded sound, data, and security systems. The generously sized primary suite offers a large walk-in closet and a luxurious en suite bath with quartz countertops, double vanity, separate tub, and walk-in shower. A well-appointed second bedroom and full guest bath provide flexibility for guests, a home office, or both. Additional highlights include garage parking with a dedicated electric vehicle charging station, solid modern construction, and excellent storage throughout, including a separate private storage space in the lower level. Enjoy the best of two of Chicago's most vibrant and historic neighborhoods, with easy access to Andersonville's acclaimed boutiques, cafes, and restaurants, as well as Uptown's thriving entertainment, dining, and cultural destinations. This is urban living at its finest in one of the North Side's most sought-after locations.

1470 W Winona Street Unit #203, Chicago

$461,000

2 Beds ⋅ 2 Baths ⋅ 12676733 MLS ⋅ CLOSED Status

Experience the best of Uptown living in this exceptional 2-bedroom, 2-bath penthouse residence, offering an ideal blend of comfort, style, and convenience. Newly refinished oak hardwood floors, soaring ceilings, and abundant natural light create an inviting, airy atmosphere throughout the thoughtfully designed open-concept floor plan. The expansive living and dining area provides the perfect setting for both everyday living and entertaining, anchored by a charming gas fireplace that adds warmth and character. The well-appointed kitchen is designed to impress, featuring granite countertops, 42-inch custom cabinetry, and newer stainless-steel appliances. Retreat to the spacious primary suite, complete with a luxurious marble-clad ensuite bath featuring a dual sink vanity, whirlpool soaking tub, and separate glass-enclosed shower. The generously sized second bedroom offers exceptional versatility as a guest suite or home office. Enjoy seamless indoor-outdoor living on the rear south-facing deck, enhanced by an electric awning for comfortable entertaining and relaxation throughout the season. Solid all-brick and limestone construction paired with a brand-new roof provides lasting value and peace of mind, while a highly sought-after garage parking space and storage is included. Ideally situated just moments from Chicago's lakefront, this home offers easy access to Montrose Beach, Montrose Harbor, scenic walking and biking trails, neighborhood dining, and public transportation. Conveniently located near the Wilson Red Line station, you'll enjoy effortless access to downtown and everything the city has to offer.

825 W Eastwood Avenue Unit #3E, Chicago

$500,000

3 Beds ⋅ 2 Baths ⋅ 12671107 MLS ⋅ CLOSED Status

Welcome home to this charming and spacious residence in a vintage all-brick boutique six-unit building, ideally situated in the heart of Uptown. Located on the second floor, this home seamlessly blends timeless character with thoughtful updates while offering an exceptional floor plan for both everyday living and entertaining. Enter through a gracious foyer complete with a large coat closet, setting the tone for the generous living spaces throughout. The inviting living room features a gas fireplace, custom built-in shelving, and abundant natural light. Just off the living room, elegant French doors open to a versatile third bedroom or flex space that functions perfectly as a home office, den, or nursery. This room leads directly to a large covered patio and includes a built-in Murphy bed that will remain with the home. The primary bedroom offers excellent closet space and direct access to a beautifully appointed full bathroom with a tub and shower combination. A second generously sized bedroom features its own ensuite full bathroom, creating the ideal setup for guests. The oversized formal dining room is perfect for hosting dinner parties and holiday gatherings, providing a rare dedicated entertaining space. The updated kitchen is both stylish and functional, featuring two-tone cabinetry, white quartz countertops, and an abundance of storage and prep space. Just off the kitchen, a second private outdoor deck provides the perfect setting for grilling, outdoor dining, and entertaining. Additional highlights include a dedicated outdoor parking space, large private storage locker in the basement, and a well-maintained, financially healthy building with a recently replaced central boiler system. Air conditioning is provided through window units. Enjoy an unbeatable location backing directly to the park and just moments from the lakefront. This exceptional Uptown location offers easy access to the lakefront trail, beaches, neighborhood parks, public transportation, and an incredible selection of restaurants, coffee shops, shopping, and nightlife that make this one of Chicago's most vibrant communities.

839 W Lakeside Place Unit #2W, Chicago

$400,000

2 Beds ⋅ 1 Baths ⋅ 12605524 MLS ⋅ CLOSED Status

LOCATION, LOCATION, LOCATION!!! This gorgeous and distinguished greystone building sits just a few short blocks East from the vibrant heart of Andersonville, and about the same distance West of the lakefront, with its great walking/biking trails, and powder-sand beaches! This great 2-bed/1-bath condo combines timeless character with a custom-designed open floor plan and perfectly proportioned living spaces throughout. From the moment you enter, you'll appreciate the bright and airy feel of the high ceilings, hardwood floors, and easy flow, designed for both comfortable everyday living and effortless entertaining. The expansive living room is filled with natural light, and is anchored by a lovely gas fireplace - a perfect setup to stay cozy & warm on those cold Chicago Winter nights! Large doors next to the fireplace open directly to the oversized private deck which spans the full width of the unit. This expansive outdoor living space provides the perfect setting for morning coffee, dining al fresco, or relaxing with friends. The beautifully-designed kitchen features rich Cherry cabinetry, stainless steel appliances, ample storage, and an open connection to the main living area with room for a dining table in between. The spacious primary bedroom offers a peaceful retreat with excellent storage options, including a walk-in closet, and built-in shelving. Enter the second bedroom though lovely French doors, and find flexibility for guests, a home office, or a workout or crafting space! Additional highlights include in-unit laundry, an assigned outdoor parking spot, and a truly move-in-ready home available for immediate occupancy. Don't miss your opportunity to live in this unbeatable location just moments from Lake Michigan, the CTA Red Line, neighborhood parks, and the premier dining, shopping, coffee shops, nightlife, and retail corridors along N Clark and N Broadway. Schedule your showing TODAY!!!

1234 W Winnemac Avenue Unit #4, Chicago

$635,000

2 Beds ⋅ 2 Baths ⋅ 12629851 MLS ⋅ CLOSED Status

Call me to find out how this condo for $86k over asking and is one of the HIGHEST selling 2BR/2BTH condos in its class in Uptown (8003) to date. This top floor home in a beautiful, center-entry 6 unit building isn't going to last long. Its desirable Uptown location is walking distance to everything. This home features an open concept living/dining/kitchen combo that is optimal for entertaining or just comfortable living. The kitchen has loads of 42" maple cabinets, Viking and Miele stainless steel appliances and granite counters. The dining area is great for a casual or formal table and chairs. The living area is oversized with a gas-start/wood burning fireplace and hearth. A proper South facing sunroom, with wrap around windows, could function as a home office or extra seating area. The large master BR has a custom organized walk-in closet. The ensuite bathroom has a deep jetted tub, walk-shower, double bowl vanity, a natural stone counter and marble finishes. The 2nd BR is also spacious with a great wall to wall closet. The 2nd full bathroom has a tub, pedestal sink and ceramic tiles. There is a home office space, with custom shelves, in the rear of the home. Out the rear door is back deck with space for a table, chairs and a grill. The back stairs leads to a private roof deck with a pergola. Enjoy all day sun and views of the park and South towards downtown. In unit, side by side laundry, central AC, gas forced air heat and lots of extra storage complete the space. There are hardwood floors in the living areas. One garage parking spot and additional storage are included. Walk to the park, lake front trail, the lake, Montrose Harbor and the beach. Within a short walk is Wrigley Field, Lakeview, the Argyle St. restaurant strip, restaurants, cafes, bars and gyms. It's just a few blocks to the Red line, buses and groceries, cafes, Target, Trader Joes and Planet Fitness (both coming soon). Call your broker to see this today.

822 W Agatite Avenue Unit #3E, Chicago

$520,000

2 Beds ⋅ 2 Baths ⋅ 12628865 MLS ⋅ CLOSED Status

Bright and sunny 2 bed, 2 bath condo in a quiet 6 unit building in an unbeatable location. The open plan living space features a living room with a custom sound dampening wood slat accent wall (2025) that flows seamlessly into the dining area and kitchen. The kitchen is well appointed with granite countertops, stainless steel appliances, peninsula with breakfast bar, added shelving (2022), plus fresh paint (2025). The spacious primary suite includes a walk-in closet, a versatile bonus nook perfect for a home office & a private en suite bath features a sliding door for added convenience. The second bedroom offers generous closet space and a ceiling fan, with easy access to the hall bath complete with a walk-in shower. Enjoy sunny afternoons on the large southwest-facing deck just off the dining room. Additional highlights include in unit laundry, updated light fixtures, newer AC condenser & furnace (2021). A basement storage locker & an assigned gated exterior parking space are included in the price. The upstairs neighbors installed sound-dampening flooring in 2025. Self managed HOA is well run with healthy reserves. Fantastic location just blocks from the Argyle Red Line, Lake Shore Drive, Foster & Montrose Beaches, multiple bus lines, and all the shopping and dining Andersonville has to offer.

5030 N Kenmore Avenue Unit #2S, 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

$450,000

2 Beds ⋅ 1 Baths ⋅ 12613646 MLS ⋅ CLOSED Status

This gorgeous, sun-drenched condo is a vintage lover's dream. Located next to a park, this spacious home is light-filled, airy and boasts with 10ft tall ceilings with an open floorplan. Featuring period woodwork throughout, a lovely decorative fireplace with bookcases, and the original mosaic tile floor in the sitting/sunroom plus custom built-in bookshelves for extra storage or display space in the office/library/sitting room. The clever distribution and demarcation of areas allow for flexible use as dining room, living room, and office and is a great space for entertaining guests or unwinding with a book. The kitchen is equipped with white cabinets, a tile backsplash, and a new Bosch dishwasher (2021) and KitchenAid range and hood (2021) and has a seating area on the back deck just off it. The bathroom features custom hand painted tile and updated hardware. The large primary bedroom has the original built-in dresser and good closet space. A built-in window AC unit (2024) comfortably cools the living and dining rooms, and the unit is equipped with vents to have AC filtered throughout should the new owner wish to install a new HVAC system in the walk-in closet off the entryway. There is lots of storage, both inside the unit and out, including a huge coat closet, a walk-in closet in the second bedroom, and a dedicated storage room in the basement. Also in the basement is the building's free laundry room and storage for bikes. If you need a place for your car, great! It comes with deeded garage parking. On top of it all, you don't have to limit your green thumb to houseplants if you live here as there's a beautiful yard with a bevy of perennials plus a south-facing raised bed garden for growing veggies. It's perfectly located for commuting, with the red line one block away and the Sheridan express bus to downtown two blocks down Foster. It's also short walking distance to the lake/beach/bike path, one block to two grocery stores (Mariano's and Jewel) and an easy walk to all the restaurants, shops, and great venues in Andersonville and Uptown. The building is pet friendly, owner-occupied, and has a well-run association with ample reserves and no upcoming specials or big projects. It's a special one--don't miss it.

5125 N Winthrop Avenue Unit #1F, 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

$570,000

3 Beds ⋅ 2 Baths ⋅ 12613818 MLS ⋅ CLOSED Status

This Sheridan Park condo is a true breath of fresh air, blending timeless character with thoughtful updates throughout. Rich hardwood floors set the tone, while vintage details, like the beautifully refinished peer mirror at the entry, add warmth and charm. The sun-filled living room feels both inviting and spacious, centered around a classic wood-burning fireplace and opening to a generous brick terrace overlooking a picturesque, tree-lined street. A versatile third bedroom, accessed through elegant French doors, offers excellent flexibility, ideal as a private office, guest room, or creative space, complete with great natural light and ample closet storage. The expansive kitchen is designed for both everyday living and entertaining, featuring newer appliances, a breakfast bar, and a large eat-in area, along with pantry and in-unit laundry. It flows seamlessly into a comfortable family room, creating an easy, connected living space. The primary suite comfortably accommodates a king-sized bed and includes an en suite bath, while the second bedroom is equally spacious and bright. Flexible living areas throughout make this home as functional as it is inviting. Outdoor space is just as appealing, with a sizable deck off the kitchen leading down to a shared grassy yard and a one-car garage. Additional storage in the basement adds to the home's convenience. Tucked on a quiet street yet just moments from Uptown's vibrant dining and shopping scene, the Red Line, and close to Andersonville, Wrigleyville, Lincoln Square, and the lakefront, this location truly offers the best of city living.

4415 N Racine Avenue Unit #2S, Chicago

$480,000

2 Beds ⋅ 2 Baths ⋅ 12612390 MLS ⋅ CLOSED Status

Welcome to 4425 N Racine Ave #2N-a beautifully updated, sun-filled home offering the perfect blend of space, style, and flexibility in the heart of Uptown. Expansive windows fill the open-concept living and dining area with natural light, anchored by a cozy fireplace-ideal for both relaxing and entertaining. The kitchen, updated in 2023, features modern finishes, ample storage, and a seamless flow into the main living space. The oversized primary suite offers a true retreat with a spa-like bath, including a double vanity, separate shower, and jacuzzi tub. A spacious second bedroom with charming wainscoting sits next to a full second bath, perfect for guests or a home office. Step outside to your large private rear deck-an ideal extension of your living space for relaxing or hosting. Enjoy in-unit laundry, central heat and air, and garage parking included. Rental-friendly and investor-friendly, this home offers both comfort and long-term flexibility. All just moments from the CTA, Southport Corridor, lakefront, dining, and shopping.

4425 N Racine Avenue Unit #2N, 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

$430,000

2 Beds ⋅ 2 Baths ⋅ 12582122 MLS ⋅ CLOSED Status

This corner unit in the Sheridan Grande features a sunny and spacious floor plan. The upgraded kitchen includes high-end Viking appliances, white cabinetry, and marble countertops. The large primary suite accommodates a king-sized bed and offers two generous closets, while the primary bathroom features a jet tub, shower, and double sinks. An additional walk-in closet includes custom shelving and a built-in dresser. The second bedroom serves as an excellent office or guest room, complemented by a second full bathroom with marble countertops and updated lighting. Building amenities include elevators, a common roof deck, a bike room, and package delivery lockers. The listing price includes one deeded parking spot and a personal storage locker. The property is within walking distance of the new CTA Lawrence stop, the lakefront, a dog park, restaurants, nightlife, and Montrose Harbor beach. This boutique building is pet and investor-friendly. Monthly assessments cover heat, water, gas, common insurance, a "Butterfly" security system, exterior maintenance, lawn care, scavenger services, snow removal, and Wi-Fi. The unit also features a private balcony on the quiet west side of the building, perfect for enjoying sunsets. Your new home awaits.

4848 N Sheridan Road Unit #605, Chicago

$816,519

3 Beds ⋅ 3 Baths ⋅ 12501283 MLS ⋅ CLOSED Status

Experience penthouse living that truly feels like a single-family home nestled in between iconic Uptown and Andersonville. This rare 3-story residence sits on a charming tree-lined street and features an extra-wide floor plan with expansive room sizes, hardwood floors throughout, soaring ceilings and incredible natural light. Designed for both comfort and entertaining, the home showcases a dramatic two-sided custom fireplace between the living and dining areas plus an oversized eat in kitchen with generous workspace. Two private balconies provide outdoor retreats-one off the main living area and another from the spacious second level primary suite. The suite boasts vaulted ceilings, double closets and a private bath complete with double vanities, steam shower, and a soaking tub. There are an additional 2 bedrooms and full bath on this floor. The third-floor family room offers versatile living space ideal for a home office, studio, media room, or guest suite. Parking - no problem, garage space included. Perfectly positioned just two blocks from Clark Street's vibrant shops and restaurants, 1.5 blocks to the Red Line, and four blocks from the lakefront, with an express bus nearby for a quick 10-minute commute downtown.

1225 W Carmen Avenue Unit #2N, 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

$955,000

3 Beds ⋅ 2 Baths ⋅ 12592014 MLS ⋅ CLOSED Status

Meticulously maintained and perfectly positioned, this rare 3BD/2BA simplex penthouse in the heart of Andersonville offers the ultimate blend of modern luxury and expansive private outdoor living. Built in 2018, this all-brick residence retains its "like-new" luster with high-end finishes and an intelligent, open-concept layout. The light-filled interior features a stunning living area anchored by a gas fireplace, flowing into a chef's kitchen with premium Thermador appliances and a dedicated dining space. Step out onto the wide front balcony to enjoy morning coffee overlooking a quiet, tree-lined one-way street. The primary suite is a true retreat, featuring a private back balcony, a large walk-in closet, and a spa-inspired ensuite bath with heated floors and steam shower. Two additional generous bedrooms are located on the main level. Ascend to the versatile upper-level bonus space-ideal for a high-performance home office-which opens to a massive private rooftop deck with breathtaking, unobstructed views of the Chicago skyline. This location is a commuter's dream, offering effortless access to both the Red Line and the UP-N Metra, placing the entire city within reach. Includes 1 garage space and storage. This is a pristine, move-in-ready asset in one of Chicago's most coveted walk-to-everything pockets.

1355 W Winnemac Avenue Unit #3, 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

$560,000

2 Beds ⋅ 2 Baths ⋅ 12572174 MLS ⋅ CLOSED Status

***MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MONDAY, FEBRUARY 23RD @ 12 NOON. NO ESCALATION CLAUSES OR LOVE LETTERS.*** Nestled on a one-way street in Uptown is this rarely offered end-unit townhome. Featuring 2-3BR's, 1.1BA's, and an attached 1 car garage, this lives more like a single family home, and offers 3 sides of light and exposure. Inside the main level features an open concept living/dining/kitchen space with newly refinished hardwood floors, new recessed lighting, plus a powder room on this level. The kitchen has ample cabinet storage, all newer appliances, and expansive counter space for entertaining, meal prep, and bar seating. The living room has two Juliet balconies to allow for beautiful sunsets and spring breezes to fill the space, and the kitchen leads to a balcony perfect for grilling. Upstairs are two generously sized bedrooms with brand new carpet and a full wall of closets in each room. The primary bedroom can easily accommodate a king size bedroom set, and the 2nd bedroom leads to a balcony space overlooking the backyard. Speaking of the backyard--YES, a full fenced-in BACKYARD!!! The ground level has in-unit laundry, and a bonus room that could be used as a rec room/3rd bedroom or office, and has sliding doors that lead to a custom designed "Catio" for those with four-legged friends who want to enjoy the outdoors. The backyard is beautifully landscaped with brick pavers, and is the perfect space to spend magical evenings dining al fresco, and space to start a garden. Of the five townhomes in the association, this one has the largest yard! Across the street is the Winthrop Family Community Garden, offering a beautiful landscape to gaze upon from the living room and primary bedroom, and rest assured with the peace of mind that it can never be built on! This pocket of Uptown offers convenience to dining and nightlife, with restaurants like Lucy's, Stan's Donuts, and plenty of excellent restaurant options on Wilson Avenue. Catch a jazz show at Green Mill Tavern, the Riviera, or Aragon Ballroom just two blocks to the north. Public transit is simple with the newly renovated CTA Wilson Red and Purple Line Stations around the corner, and plenty of bus options on Broadway and Lawrence Avenues, plus easy access to Lake Shore Drive via the Wilson on/off ramps. Enjoy summers at the beaches of Lake Michigan, or the Lakefront Trails, just at the end of Wilson Avenue!

4633 N Winthrop Avenue, Chicago

$390,000

2 Beds ⋅ 2 Baths ⋅ 12568359 MLS ⋅ CLOSED Status

Bright and beautifully maintained 2 bed, 2 bath residence in the heart of Uptown offering the perfect blend of comfort and convenience. This thoughtfully designed floor plan features a spacious living area with room for a large sectional and a separate dining space, ideal for relaxing and entertaining. The kitchen is appointed with 42" maple cabinetry, granite countertops, under mount sink, garbage disposal, and newer appliances. Rich oak hardwood floors run throughout the condo, complemented by updated designer light fixtures for a modern touch. The generous primary suite easily accommodates a king-size bed and includes a private bath with a soaking tub. The second bedroom is well-sized, offering flexibility for a guest room, home office or both. Enjoy the comfort of central air/gas-forced heat, and in-unit washer and dryer. Step outside to a large south-facing balcony; perfect for morning coffee or evening relaxation. The building is part of an intimate HOA on a quiet one-way street, offering a peaceful residential setting just moments from Montrose Beach. Additional amenities include extra storage and a bike room. Convenient access to the CTA Red Line makes commuting simple and efficient. A fantastic opportunity to own a move-in ready home in one of the city's most vibrant neighborhoods.

912 W Agatite Avenue Unit #1, Chicago

$225,000

1 Beds ⋅ 1 Baths ⋅ 12563538 MLS ⋅ CLOSED Status

Gorgeous, sunny and spacious top floor one bedroom showcases lovely vintage details with modern updates in an awesome Andersonville location. Gracious entry opens to a large living room featuring a decorative fireplace with limestone surround and a wall of built-ins. Attached sunroom filled with windows overlooking the landscaped courtyard serves as a perfect office, yoga retreat or cozy guest room. The updated kitchen with plenty of beautiful warm cabinetry, glass and marble tile backsplash and stainless appliances has a large pantry housing the refrigerator, a washer/dryer combo and extra storage. Enjoy your morning coffee or grow some herbs on your private deck outside the kitchen door. The adjacent dining room has plenty of space to host dinner parties and holiday gatherings. A separate hallway allowing for privacy leads to the bedroom, an updated bathroom and a huge storage closet. A short walk down the back stairs leads to a full basement with plenty of extra storage options. Well maintained co-op building. Low monthly assessment $611 includes heat, water and property taxes! Perfect, walkable location convenient to everything Andersonville has to offer - shopping, dining, nightlife - with easy access to transportation, the lakefront and downtown. Welcome home!

1464 W Argyle Street Unit #3N, Chicago

$535,000

3 Beds ⋅ 2 Baths ⋅ 12528756 MLS ⋅ CLOSED Status

Beautiful 2,000 sq ft 3BR/2BA condo plus a sunny tree-top office, featuring an interior transom window over French doors, perfectly situated on a quiet one-way street. This spacious home offers a high-end eat-in kitchen, large open dining room, an oversized primary bedroom and bath, in-unit laundry room, walk-in pantry, and garage parking and a storage rm in basement. The recently renovated kitchen includes stainless steel appliances, white shaker cabinets, quartzite countertops, and abundant workspace. The inviting living room features a marble-surround gas fireplace and huge windows overlooking the tree-lined street. All bedrooms are generously sized with excellent closet space. The primary suite offers a spa-like retreat with double sinks and a jetted tub. Beautiful flooring runs throughout, with plank-style porcelain tile in the bathrooms. Enjoy a rear outdoor common area perfect for grilling. Interior Updates Kitchen: new counters, sink, and backsplash (2022); new garbage disposal (2024); kitchen floors and painted cabinets (2020) Mechanical: new furnace (2024), new AC condenser (2022), new hot water heater (2020) Primary bath: updated plumbing including new toilet and sinks (2022) Building Updates & Financials $20,000 in reserves No special assessments Common area improvements: new iron back gate (spring 2025), front stairwell painted (spring 2025), garage painted (2024) Exterior: back/side tuckpointing (2021); front tuckpointing, full lintel replacement, and spot tuckpointing (spring 2023) Prime Location Close proximity to public transit, shopping, dining, parks, and the lakefront. Steps from the 151 bus, Jewel, and a fitness center. * 2 blocks to the 148 Express bus (N. Michigan Ave.) * 2 blocks to Montrose Beach and Lakefront Trail, Target, the harbor, dog park * 3 blocks to the Red Line, Aldi, and restaurants * Less than a mile to Wrigley Field, golf, fishing, skate park, library & more

945 W Agatite Avenue Unit #2, Chicago

$520,000

2 Beds ⋅ 2 Baths ⋅ 12498976 MLS ⋅ CLOSED Status

Welcome to Clarendon Park! Just a quarter block from the park and the renovated fieldhouse, this top-floor 2-bedroom + office, 2-bath residence offers beautiful natural light from its southern exposure and access to a semi-private rooftop deck. Step inside to a spacious living room and adjoining sunroom that create a bright, inviting atmosphere. The primary bedroom features a generous, organized closet and a shared en-suite bath, while the second bedroom enjoys its own private en-suite. Thoughtful updates throughout include stylish lighting, glass-panel doors, and tasteful finishes. The stunning remodeled kitchen-with its large breakfast bar-opens to an expansive dining area, perfect for entertaining. A dedicated office with French doors and custom built-ins provides the ideal work-from-home setup. Enjoy outdoor living with a deck just off the kitchen for grilling, and head up to the rooftop deck for relaxation or hosting friends. Private garage parking adds convenience to this exceptional home-all just steps from the lake, beaches, golf, harbors, grocery stores, Target, great restaurants, and more.

824 W Agatite Avenue Unit #3W, 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

$783,000

4 Beds ⋅ 3 Baths ⋅ 12511591 MLS ⋅ CLOSED Status

East Andersonville/Uptown Location! Rare, extra-wide 4 bedroom/2.5 duplex with private entrance and an atypical, wide design that lives like a single-family home. This new-construction residence offers a smart, functional layout ideal for today's lifestyle, featuring a spacious living and dining area with access to a private rear deck, in a addition to a garage roof deck for exceptional outdoor living. Contemporary kitchen includes custom cabinetry, quartz countertops, premium stainless steel appliances with a bar fridge. The luxurious primary suite features a walk-in closet and spa-inspired bath with heated floors and double vanity. One bedroom is conveniently located off the main level, perfect for guests, office use, or flexible living. Hardwood floors flow throughout, complemented by full-size laundry, custom blinds, and ample storage. Unit includes a garage spot. Constructed of steel siding, brick and block, this stately building stands tall on a quiet, one-way, tree-lined street. Pet friendly building. Steps to cobblestone-lined Argyle Street and neighborhood favorites like Milly's Pizza and First Sip Cafe, plus authentic global cuisine. Mariano's, Whole Foods, and Target are nearby, along with beautiful lakefront beaches, parks and bike paths. Enjoy quick access to Andersonville, the L and DuSable Lake Shore Drive.

4932 N Kenmore Avenue Unit #1W, Chicago

$575,000

2 Beds ⋅ 2 Baths ⋅ 12484801 MLS ⋅ CLOSED Status

Spacious & bright, 2 bed, 2 bath Andersonville penthouse, perched among the trees with private roof deck! This intelligently designed home features a stunning great room with 10-foot ceilings: handsome kitchen with rich cabinetry, crisp white quartz counters, stainless steel appliances & breakfast bar, connected to dining area and large living room (with wood burning fireplace) plus a private balcony - the first of 3 outdoor spaces. The real star is the private roof deck - 1 flight up, with tree-top views and plenty of space for outdoor fun. Movie Night? Check. Dinner Party? Check. Sunbathing? Check! The list goes on! Back inside, enjoy king-sized primary suite with large, organized walk-in closet and attached bath with double sinks and shower with body sprays. There's also a sizable guest bedroom that easily fits a queen-sized bed, and with large window is perfect as a home office combination, with adjacent full bath for your guests. Bonus coffee bar area (with dual wine & beverage fridge) off the kitchen leads to your grilling balcony & rear stairs, that take you to your assigned parking space and basement storage unit. Hardwood floors, crown molding, central air/heat plus in-unit laundry complete this well-maintained home. A+ location convenient to brand-new CTA Red Line stop and Clark Street dining/shops/nightlife, with easy access to gyms, coffee shops, Lake Shore Drive/lakefront...everything that makes Andersonville one of the best neighborhoods to call home!

1313 W Carmen Avenue Unit #3N, Chicago

$620,000

2 Beds ⋅ 2 Baths ⋅ 12494166 MLS ⋅ CLOSED Status

Live the dream in Andersonville in this extra-wide, 2 bedroom + Office duplex-up penthouse condo offering over 2,100 sq ft of sun-filled living space. The open layout features an island kitchen with white cabinets, granite countertops, and a mosaic tile backsplash, flowing into a spacious living room with hardwood floors and a gas fireplace. A dramatic wall of south-facing windows fills the home with light and overlooks the beautiful, tree-lined Winona Street. Upstairs, enjoy an enormous open loft area - perfect for a home office or family room. Meticulously maintained, this home includes numerous updates: new roof (2019), reinforced masonry (2020), skylight (2022), washer & dryer (2022), and newer appliances - oven ('22), dishwasher ('20), refrigerator ('25). The building is pet friendly with no special assessments planned and approx. $18K in reserves. Unit also has extra storage is in the basement. The deck was sealed in 2024. The six-unit building is self-managed, rentals are allowed, and the association has been extremely well cared for. Enjoy Andersonville's best just steps away - cafes, boutiques, and award-winning dining on Clark Street, plus nearby Argyle's "Little Saigon" and the Argyle Red Line stop. Experience bright, beautiful living in one of Chicago's most beloved neighborhoods.

1224 W Winona Street Unit #3E, Chicago

$599,900

3 Beds ⋅ 2 Baths ⋅ 12484835 MLS ⋅ CLOSED Status

Spacious, updated condo in the heart of Uptown near the Argyle commercial corridor and Aragon Ballroom entertainment district. This top-floor residence features 3 large bedrooms, 2 fully renovated bathrooms, and a flexible floor plan with a separate dining room and living room. The oversized living room can easily be used as a 4th bedroom, office, guest suite, or den, offering versatility for a variety of living needs. The renovated kitchen is equipped with premium Viking stainless steel appliances, ample cabinetry, and solid counter space-ideal for both everyday cooking and entertaining. Both bathrooms have been modernized with quality fixtures and finishes. All bedrooms provide generous proportions suitable for large furnishings, workspace setups, or additional storage needs. A rare highlight of the home is the private rooftop-level patio with city views, perfect for outdoor dining, container gardening, or relaxing. The unit also includes one gated, reserved parking space, a valuable convenience in this location. The building offers extra private storage and dedicated bike storage in the basement, adding functionality for residents who need space for seasonal items, recreational equipment, or gear. Located near the Argyle and Lawrence CTA Red Line stations, multiple bus routes, Montrose Beach, Foster Beach, the Lakefront Trail, and the Uptown entertainment district, this home provides exceptional transit access, walkability, and proximity to restaurants, cafes, retail, nightlife, and parks. Nearby neighborhoods such as Andersonville, Edgewater, Lakeview, and Ravenswood offer additional dining, shopping, and commuting options. With strong housing demand and continued neighborhood investment, this property appeals to those seeking urban convenience, rental potential, architectural charm, and long-term value. The building's historic character paired with modern upgrades presents a unique alternative to newer construction while maintaining manageability in monthly expenses. Flexible layout supports live-work configurations, shared living, or income-producing possibilities.

4834 N Kenmore Avenue Unit #3N, Chicago

$553,000

3 Beds ⋅ 2 Baths ⋅ 12450378 MLS ⋅ CLOSED Status

Welcome to 5133 N Kenmore Ave Unit 2N-an updated vintage condo that blends character with modern comfort just steps from the lakefront and vibrant Andersonville. The spacious, light-filled floor plan offers an open kitchen with granite countertops, stainless appliances, and a breakfast-bar island with direct access to the back deck-perfect for dining outside. A generous dining area flows into the living room with a cozy gas fireplace. The expansive primary suite features a walk-in closet, spa-like bath with Jacuzzi tub and separate shower, a charming office nook, and access to the front porch. A second bedroom sits off the hallway, while the third flex bedroom works well as a guest room, den, office or TV room with an included built-in murphy bed. In 2025, the home underwent a thoughtful renovation: the entire condo was painted, hardwood floors were refinished, kitchen cabinets were painted white, and the primary bathroom received a new vanity, new vanity mirrors, and new bathroom fans. The ceiling lighting was also fully updated throughout the home. Major systems and appliances were refreshed as well, including a new furnace and air conditioner (2025), oven, dryer and garbage disposal (2025), and a new washing machine (2023). Additional highlights include in-unit laundry, central air, hardwood floors, front and back outdoor spaces, excellent closet storage and a storage locker in the building's lower level. Mariano's is down the block; beaches, shops, and the CTA Red Line, express buses, and Lake Shore Drive are all nearby. Rental parking options are available. Schedule a showing today!

5133 N Kenmore Avenue Unit #2N, 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

$224,250

1 Beds ⋅ 1 Baths ⋅ 12427328 MLS ⋅ CLOSED Status

Location, Location, Location...as they say. Wonderful unit located in sought-after and vibrant Andersonville! This is a co-op building...heat and taxes are included in your monthly assessments. This first floor unit is in move-in condition and offers glowing hardwood floors throughout, tons of natural sunlight, in-unit laundry, and a perfect view of the beautifully landscaped courtyard. Modern kitchen with dishwasher and disposal. Large living room, dining area, and a separate alcove that can be conveniently used as a home office or den. Unique and original clawfoot tub and vintage tiling in the bathroom. Enjoy your morning coffee or evening cocktail on the back porch. X-Large storage shed located in the basement. This charming and well-maintained building is surrounded by all that Andersonville has to offer....including shopping, dining, and nightlife. Parks, bike trails, and beaches are nearby as well. Located 1 block from bus routes and 3 blocks from the Red Line train. Don't let this one get away!

1462 W Argyle Street Unit #1N, Chicago

$457,250

2 Beds ⋅ 2 Baths ⋅ 12461184 MLS ⋅ CLOSED Status

Expansive 2 bed plus den/2 bath unit is a perfect combination of vintage charm and modern amenities in the heart of Sheridan Park. Far from your cookie cutter condo, this space features unique features such as a wood-burning fireplace, separate living and kitchen/dining spaces, a rare private front entrance and two private outdoor spaces. Generous sized kitchen with attached dining offers the perfect open concept space to entertain. Modern essentials include primary ensuite, full size in-unit laundry, central HVAC and hard-wired speaker system for multi-room audio throughout. The den space is both spacious and versatile offering options for a home office, play room or breakfast area. Amazing location in rapidly appreciating Sheridan Park, close to Red Line and a quick hop to nearby Andersonville, Ravenswood and the lake. Super easy street parking and additional storage included. Welcome home!

4417 N Racine Avenue Unit #1N, Chicago

$338,000

2 Beds ⋅ 1 Baths ⋅ 12415421 MLS ⋅ CLOSED Status

This sun-filled, south-facing Uptown condo in a classic brick courtyard building blends charm with modern comfort. A welcoming entry leads into a bright living and dining space with a bay window and soaring 9ft ceilings, while the kitchen offers 42" cabinets, granite countertops, stainless steel appliances, and a breakfast bar. From here, step out to an oversized private outdoor space that feels like an extension of the home-perfect for summer gatherings or quiet evenings. The primary bedroom impresses with a tray ceiling and a generous Elfa-organized closet. Marble bath offers a window which provides great natural light. 2nd bedroom is great for an office or guest room. Refinished hardwood floors, recessed lighting on dimmers, crown molding, in-unit laundry, extra storage, and a deeded secure parking space add to the appeal. Plus, rare vintage building was built with concrete between the floors, offering exceptional sound insulation and quiet living. All this, just minutes to the newly updated Lawrence Red Line stop, buses, the lakefront, and Montrose Beach. Owner is a licensed IL real etate agent

1044 W Lawrence Avenue Unit #2, Chicago

$510,000

3 Beds ⋅ 2 Baths ⋅ 12444152 MLS ⋅ CLOSED Status

Enjoy modern living in this sun-filled west-facing 3 bed/2 bath condo. Designed with an open floor plan, this home has a spacious living room with a fireplace, Juliet balcony, and stylish kitchen with a large island, stainless steel appliances, and a pantry. The versatile home office is adorned with elegant French doors, wainscoting and can also serve as a formal dining room or guest bedroom. The sprawling primary suite offers a custom walk-in closet and a luxurious en-suite bathroom with double sinks and a beauty area, a jetted tub, and a separate steam shower. Additional features include: hardwood flooring throughout, custom closet organizers, in-unit laundry with LG front-loading washer & dryer, and a rear deck that is accessible through the hallway (and not the primary bedroom.) Enjoy the added convenience of a garage parking space and a storage closet. Located in a vibrant neighborhood, you'll be in close proximity to Foster Beach, the lakefront trail, restaurants, shops, and public transportation.

5021 N Kenmore Avenue Unit #2S, Chicago

$425,000

2 Beds ⋅ 2 Baths ⋅ 12440836 MLS ⋅ CLOSED Status

Timelessly elegant corner penthouse, located in an intimate 12-unit elevator building in the heart of Uptown. This extra-wide, light-filled condo offers an expansive layout featuring spacious kitchen with stainless steel appliances, granite countertops, abundant cabinet storage and a breakfast bar that comfortably seats four. The adjacent dining area, with space for a large dining room set, flows seamlessly into the bright living room complete with a cozy gas fireplace and access to one of the two private balconies-perfect for relaxing or entertaining. Enjoy generously sized bedrooms with ample natural light and closet space. The luxurious primary suite easily fits a king-sized bed and includes two double-hung closets, second private balcony, and a spa-inspired en suite bath with a steam shower, separate soaking tub, and double vanity. The second bedroom is versatile-ideal as a bedroom, home office, or both. Central a/c, in-unit laundry, covered gated parking and separate storage cage complete this home. Have peace and quiet as the condo is not on the Sheridan side of the building. Ideal building offers on-site exercise room. Unbeatable location-walk to the lakefront, Wilson or Lawrence Red Line stops just two blocks away, neighborhood restaurants, shops, and iconic live music venues like the Green Mill, Aragon Ballroom, and Riviera Theatre.

4725 N Sheridan Road Unit #4C, Chicago

$560,000

3 Beds ⋅ 2 Baths ⋅ 12433185 MLS ⋅ CLOSED Status

Introducing an Andersonville sun-drenched 3 bed, 2 full bath sprawling the entire 2nd floor penthouse in an intimate 2 flat all brick building. Perfectly nestled on a picturesque treelined street in the heart of south Andersonville. Enter through your private interior staircase to the massive living area beaming with natural light from large south facing bay windows adjourned with exposed brick, a decorative fireplace, and high ceilings. Attached to the front-facing living room you will find one of two outdoor spaces - perfect for morning coffee or simply enjoying the neighborhood ambience. Back inside, you'll notice the generously sized living room offers cozy nooks for added charm and practicality to accommodate for modern living like a second home office or an additional dining area. The quintessential Chicago vintage layout effortlessly flows from the open living room to the bright and sizable kitchen. Eat-in kitchen recently updated with quartz countertops, a brand new range hood (actually exhausts to the exterior), new fridge, new dishwasher, new light fixtures and hardware, and features 32" cabinets including a custom pantry as well as stainless-steel appliances and timeless subway tile backsplash. An additional private deck attached to the kitchen for convenient grill-to-table summer nights and effortless lounging. Down the hall from the kitchen you'll find 3 bright bedrooms, 2 full bathrooms, a huge storage closet, a utility closet with a new water heater, and a stackable washer/dryer. Two of the three bedrooms will comfortably fit a king size bed plus furniture with sizable closets in each. The third bedroom does not have a closet and is best suited for a full size or smaller bed, home office, or hobby room. Both bathrooms are modernized and spacious with newer vanities and light fixtures, classic white tiles, and soaking tubs. Additional storage in the basement and 2 car parking in the extra-long tandem exterior parking space are included in the price. A+ location just 1 block from everything Clark St has to offer including the Farmers Market on Wednesdays, a bodega for last minute pick-ups, and tons of local hot spots like Bar Roma, Dollop, multiple cafes, Four-sided, Hop Leaf, Simon's, The Chicago Magic Lounge, Lady Gregory's, Andersonville Galleria, and so much more! This Andersonville condo is truly a rare find, offering charm and functionality in a prime location near multiple train and bus lines for an easy commute. With tons of shopping in a neighborhood dedicated to sustainability and local artisans, there is truly something for everyone. Make it yours and enjoy the ultimate urban living experience!

1464 W Carmen Avenue Unit #3, Chicago

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