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$635,000
3 Beds 2 Baths 12371380 MLS CLOSED Status
Welcome to your dream home-modern luxury meets timeless design in this impeccably crafted/designed 3 bed, 2 bath residence. Built in 2024 by the renowned Vari Architects Group, this high second-floor unit offers a refined living experience with elegant finishes, thoughtfully designed spaces, and sophisticated style from the moment you step inside. Enjoy a spacious layout with a 17' x 7' front terrace that offers composite decking, gas and electric hookups, and built-in lighting plus an additional private rooftop deck space above the garage-perfect for relaxing or entertaining. This gated and full-masonry building (no split-face block) stands out with clean, contemporary architecture . Inside, you'll find wide 5" plank engineered hardwood floors, 7' solid-core doors, recessed LED lighting and expansive European-style windows flood the home with natural light. The chef's kitchen is a true showpiece, featuring custom flat-panel European cabinetry, an oversized quartz island, high end SS appliances, under-cabinet lighting, an integrated small appliance garage complete with internal electrical outlets, a custom pantry, and a stylish dry bar with built-in shelving and a beverage fridge. Both bathrooms are elegantly appointed with quartz countertops, porcelain tile, and polished chrome fixtures. The luxurious primary bath also includes a NuHeat radiant heated floor system with programmable thermostat. Oversized garage parking spot with bike rack included in price! Located on a peaceful tree-lined street just one block from the El station, this home is steps from Andersonville's beloved shops, bakeries, and restaurants, and just a short walk to the lakefront, dog beach, and Puptown Dog Park for your furry friends. Notable upgrades include: * A custom-built Murphy bed with integrated desk in the second bedroom by Closet Factory ($15,000 cost/value with a lifetime warranty), creating a versatile guest room/home office combo. * High-end, custom light filtering window treatments from Ashland Blinds (over $5000 cost/value). Don't miss this rare opportunity to own a modern, thoughtfully upgraded home in one of Chicago's most vibrant neighborhoods.

4906 N Kenmore Avenue Unit #2S, Chicago

$375,000
2 Beds 2 Baths 12321261 MLS CLOSED Status
Discover this sun-drenched 2 bedroom, 2 bathroom corner condo nestled within a timeless walk-up building in the lively heart of Uptown. Perched on a high first floor, this home features a well-designed layout with a spacious living room, a kitchen offering a breakfast nook or office space, and an expansive primary bedroom that includes an adjoining sunroom/office and ensuite bathroom. The additional second bedroom and bathroom enhance the unit's functionality. Upon entering, you'll be captivated by the 1900s charm highlighted by beautiful hardwood floors, elegant medallions, and stunning stained glass windows, all complemented by modern upgrades. The home has been revitalized with 2025 updates including new AC units, Ecobee thermostats, a barn door for the walk-in closet, wooden shelves, and new furnace closet doors. The gourmet kitchen, fully renovated in 2020, is a culinary enthusiast's dream, featuring stainless steel appliances, butcher block countertops, full-height cabinets with organization systems, floor tile, backsplash, and contemporary lighting. Bathrooms have been stylishly updated with new floor and shower tiles and light fixtures, preserving their vintage allure. This condo also offers an oversized full-height storage closet and a deeded gated exterior parking space located just two blocks away. The building provides a common outdoor courtyard, a laundry room with app-operated machines, and bike storage. Notable building improvements include a 2024 water heater, a 2020 tear-off roof with a 20-year warranty, comprehensive masonry work, and updated courtyard staircases. Relish the prime Uptown location, conveniently close to the Wilson Red/Purple Line station, and grocery stores like Aldi, Jewel, and Target. You're just a few blocks from Lake Michigan, the lakefront trail, and Montrose Beach, offering countless opportunities for leisure and enjoyment. For pet owners, there's endless options from Clarendon Dog Friendly Area to Montrose Dog Beach and Margate Park Puptown Dog Park! Nearby dining and coffee spots include Everybody's Coffee, 606 Coffee Roasters, Drink Happy Thoughts Coffee, Dollop Coffee Co, Michael's Pizzeria, Bar On Buena, The Reservoir, and North Buena Deli & Wine. Don't miss out on making this charming condo your new home!

4454 N Hazel Street Unit #1, Chicago

$450,000
3 Beds 2 Baths 12360505 MLS CLOSED Status
Welcome home to this sun-drenched, top-floor 3 bed, 2 bath condo in the heart of Uptown! The spacious front living room features abundant natural light, a charming brick fireplace, and a cozy nook perfect for a reading or sitting area. The third bedroom-ideal as a home office-opens directly to a private front terrace, perfect for morning coffee or relaxing outdoors. The primary suite includes a full bath with walk-in shower, while the second bedroom offers convenient Jack-and-Jill access to the second bathroom. The beautiful kitchen boasts abundant storage and opens onto a private rear deck-great for grilling or entertaining. Enjoy the ease of in-unit laundry, a large private storage closet in the basement, and two gated side-by-side exterior parking spaces included in the price. Ideally located just a short distance to the lakefront, parks, and the Lawrence Red Line stop. This well-maintained building in a vibrant neighborhood makes this home a true standout-don't miss it!

908 W Lakeside Place Unit #3W, Chicago

$645,000
2 Beds 2 Baths 12357038 MLS CLOSED Status
Flooded with natural light, this extra-wide penthouse in the heart of Andersonville offers rare indoor-outdoor living and exclusive roof rights with the potential to build a private rooftop deck and enjoy skyline views. With over 1,680 square feet, this top-floor 2 bed, 2 bath condo features a bright, open layout with soaring ceilings. The spacious living area includes a separate dining space, gas fireplace, custom built-ins, and a wall of west-facing windows. The kitchen is anchored by a granite island with bar seating and includes stainless steel appliances and ample cabinetry. Sliding doors lead to a front-facing balcony, perfect for morning coffee. The oversized second bedroom works well as a guest room and home office. The king-sized primary suite offers a walk-in closet, private balcony, and en-suite bath with dual vanity and walk-in shower with bench. The second full bath includes a soaking tub and built-in storage. Additional features include hardwood floors, recessed lighting, central air, in-unit laundry, an in-unit storage closet, and additional garage storage. Located in a well-maintained boutique building. Includes garage parking and a second covered carport space. The unbeatable location is just steps to Clark Street's shops, dining, nightlife, CTA access, and more! Sorry, no elevator.

5051 N Clark Street Unit #4S, Chicago

$275,000
2 Beds 1 Baths 12358685 MLS CLOSED Status
Vintage charm meets modern convenience in this bright and inviting 2 bed / 1 bath home at 914 W Sunnyside #2D! Tucked inside a beautiful courtyard building in the heart of Uptown, this second-floor unit is packed with character and comfort. Step through the foyer and into a space that instantly feels like home- featuring hardwood floors throughout and a brick fireplace in the spacious living room. The dining space is drenched in natural light and offers the perfect space to host dinners or enjoy quiet mornings with a cup of coffee. The kitchen is a chef's delight with stainless steel appliances, ample counter space, and lots of cabinetry-plus a private back deck ideal for lounging, grilling, dining, or growing your own herb garden. Both bedrooms are roomy and offer flexibility for a home office, guest space, or your perfect primary retreat. Bonus perks include deeded parking, huge private storage, and professionally managed building services for low-maintenance living. All of this in a location that can't be beat-steps to the lakefront, CTA Red Line and express buses, Target, neighborhood hot spots, and Uptown's vibrant restaurant and nightlife scene. This is the one-schedule your tour today!

914 W Sunnyside Avenue Unit #2D, Chicago

$650,000
2 Beds 2 Baths 12343119 MLS CLOSED Status
Tired of touring only vintage condos in Andersonville and Uptown? You will love this modern, new construction, extra-wide 2 bedroom (+ office nook), 2 bathroom home situated on a quiet tree-lined street off bustling Clark St. in red-hot Andersonville. Modern, clean lines in this black and white palette are both timeless and classic. Warm style woods, high contrast dark finishes, and sleek stones create a cozy, modern, and chic aesthetic. Jaw-dropping floor to ceiling south-facing European "tilt and turn" casement windows beam sunlight throughout the main living area of the home. An electric fireplace complements a cozy and relaxing living room. The chef's kitchen includes quartz countertops with a large peninsula offering abundant space to cook and entertain, Bosch appliances plus wine fridge, and plenty of storage space. An office nook off the main living area with a south facing window provides an efficient work from home station. The main suite offers a built out walk-in closet with several drawers, while the en-suite features a floating double vanity, large floor and shower tiles, and carefully selected luxury finishes. A large covered private back deck provides a quiet sanctuary. One large garage parking space included. The home is within walking distance to several public transit lines: including the Ravenswood Metra, the Argyle CTA Red Line station, the 36 and 22 CTA bus routes, and a Divvy location on the south-west corner of the street. Andersonville, rich in Swedish heritage and voted the second coolest neighborhood in the world by TimeOut magazine, is renowned for its eclectic mix of independent shops, charming boutiques, and diverse eateries, offering residents a truly unique urban village experience. Walk from this beautiful home to all that Andersonville has to offer: Hopleaf, Pizza Lobo, Jeni's Ice Cream, Meetinghouse, Marty's Martini Bar, Tala House, Gethsemane Garden Center and so much more!

1462 W Winnemac Avenue Unit #2, Chicago

$415,000
2 Beds 2 Baths 12346181 MLS CLOSED Status
*** MULTIPLE OFFERS. PLEASE SUBMIT HIGHEST AND BEST BY MONDAY 4/28/25 7PM. *** Beautifully updated 2-bedroom, 2-bath corner penthouse in Uptown. With south- and east-facing windows, this light-filled home offers elevated living and custom finishes throughout. The stylish kitchen features sage green 42" shaker cabinets, granite countertops with a butcher block accent, subway tile backsplash, and stainless steel appliances. A large island with bar seating flows seamlessly into the open dining and living area-anchored by an upgraded fireplace with eye-catching tile surround. Retreat to the sunlit primary suite with a spa-inspired bath including a dual vanity, glass-enclosed walk-in shower, modern fixtures, and a bidet toilet. The second bedroom is ideal as a guest room or office, while the updated second bath boasts sleek tilework, a floating vanity, and matte black hardware for a contemporary feel. Additional upgrades include smart Philips Hue lighting, Brazilian Cherry hardwood floors throughout, in-unit LG washer/dryer, and central HVAC. Step right out onto your semi-private rooftop deck for morning coffee, or enjoy city views from the expansive shared roof space. Located just minutes from the lake, CTA Red Line, Target, Starbucks, dining, theaters, and Uptown's best bars-plus gated deeded parking INCLUDED! This home is the total package for city living with style.

4704 N Winthrop Avenue Unit #3A, Chicago

$465,000
3 Beds 2 Baths 12346692 MLS CLOSED Status
Bright, spacious, and beautifully appointed-this 3-bedroom, 2-bath condo in the highly sought after Uptown / Buena Park neighborhood offers the perfect blend of thoughtful design and modern comfort. Nestled on a charming tree-lined street, this sun-drenched home features rich hardwood floors and a flowing open-concept layout ideal for both everyday living and entertaining. The expansive kitchen is a chef's delight, boasting newly painted cabinets, granite countertops, stainless steel appliances, wine/beverage fridge and a peninsula with bar seating-perfect for casual dining or morning coffee. Tall 42" cabinets with new hardware provide ample storage, while the kitchen opens seamlessly into a light-filled living room with elegant crown molding, abundant recessed lighting, and oversized south-facing windows that bathe the space in natural light. Step out onto the private balcony, located just off the kitchen, offering plenty of space to relax, grill, and enjoy warm-weather evenings. The spacious primary suite features two fully organized closets and generous natural light, along with a luxurious en suite bath showcasing dual under-mount sinks, an oversized walk-in shower with body sprayers for a spa-like experience. Two additional bedrooms offer flexibility for guest rooms, home gym, or a dedicated home office, making it easy to grow into or adapt as your needs evolve. Additional conveniences include in-unit laundry, generous closet space throughout, and exterior parking included in the price. Located in the heart of Uptown, you're just minutes from Lake Shore Drive, the lakefront path, Montrose Dog Beach, Wrigley Field, and Uptown's iconic music and theater venues. Commuting is a breeze with close proximity to the newly renovated Wilson Red Line station and multiple CTA express bus routes. Well run HOA with plenty of reserves and recent projects completed.

917 W Agatite Avenue Unit #2R, 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

$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

$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

$562,000
3 Beds 2 Baths 12275147 MLS CLOSED Status
Welcome home to this gorgeous three bed, two bath condo just steps from Lake Michigan. This charming and spacious home brims with character. The bright and airy living room features a gas fireplace, hardwood floors and southern exposure. The tastefully remodeled kitchen (2021) features custom cabinetry, high end appliances, porcelain countertops and subway tile walls. The functional layout offers both flow and flexibility as the kitchen opens out to the dining/family room. The huge primary bedroom includes floor to ceiling custom cabinetry and a Jack and Jill en-suite bathroom. The second and third bedrooms are both well sized and can easily double as a home office. Large private deck space at the rear of the unit is perfect for grilling or relaxing. The south facing front balcony overlooks a tree lined street. This classic Chicago home checks all the boxes: GARAGE PARKING, IN UNIT WASHER DRYER, CENTRAL AC, TWO PRIVATE OUTDOOR SPACES. The building has a gym in the basement as well as a workshop and community storage. The well cared for common area backyard adds to the building's charm. Well run and well maintained building with healthy reserves. Garage parking and a private extra storage unit included in the price. Steps to the Red Line, Margate Park and easy access to Lakeshore Drive. All the shops and restaurants of Uptown are just outside your door. Spend your summers walking to the beach!

900 W Lakeside Place Unit #3, Chicago

$419,000
3 Beds 3 Baths 12268624 MLS CLOSED Status
This charming 3-bedroom, 2.1-bath townhouse perfectly combines comfort, convenience, and vibrant urban living in Chicago's Uptown neighborhood. Located just minutes from Lake Michigan, the home boasts hardwood floors throughout, a spacious living room, a well-equipped kitchen with ample cabinetry and a walk-in pantry, and a finished basement with a full bath, ideal for a recreational room or home office. Upstairs, three comfortable bedrooms are complemented by a full bathroom, while a half-bath serves the main floor. The property includes an assigned parking space, enhancing convenience for city living. Uptown's lively cultural scene is right outside your door, featuring iconic venues like the Riviera Theatre and Aragon Ballroom for unforgettable entertainment. Outdoor enthusiasts will love Montrose Beach, Foster Beach, the Margate Park Fieldhouse, and the scenic lakefront trail, all offering endless opportunities for relaxation and recreation. As a dog owner, you'll love being close to Montrose Dog Beach and Puptown Dog Park-perfect spots for fun and fresh air with your furry friend. With easy access to public transit, including the Red Line and multiple bus routes, commuting is a breeze. This townhouse is more than a home-it's your gateway to a lifestyle that blends lakeside relaxation, urban adventure, and effortless convenience in the heart of Uptown!

1043 W Winona Street, Chicago

$360,000
2 Beds 2 Baths 12273678 MLS CLOSED Status
Welcome to this beautifully updated high first floor vintage condo in the highly sought-after Clarendon Park neighborhood of Chicago! This spacious and move-in ready unit blends classic charm with modern conveniences, offering the perfect place to call home. Step into a bright, open living space with gleaming hardwood floors and a cozy gas fireplace-perfect for those chilly evenings. The updated eat-in kitchen features modern appliances, sleek countertops, and ample cabinetry, making it ideal for cooking and entertaining. Both bedrooms are generously sized and have storage galore. The primary suite boasts a massive walk-in closet and linen closet. The second spacious bedroom with huge walk-in closet offers flexibility for use as a guest room, home office, or anything else you desire. Enjoy the convenience of in-unit laundry and a furnace that was replaced in 2023, offering peace of mind for years to come. You will be able to take in breathtaking sunrises and sunsets, while capturing stunning city views from the shared roof top deck. Included in the sale is one parking space, relieving you of the stress of finding a spot. Located just minutes from Montrose Beach and the lakefront, you'll love the proximity to outdoor recreation. In addition, you'll find plenty of grocery stores, public transportation, and train stops nearby, making daily errands and commuting a breeze. Don't miss your chance to own this beautiful condo in one of Chicago's most desirable neighborhoods-schedule your showing today!

917 W Sunnyside Avenue Unit #1S, Chicago

$575,000
2 Beds 2 Baths 12211009 MLS CLOSED Status
This top floor home in a handsome, center-entry 6 unit building won't last long. Its desirable Andersonville adjacent location is walking distance to everything. This home features an open concept living/dining/kitchen combo that is optimal for entertaining or just easy living. The kitchen has loads of 42" cabinets, stainless steel appliances and granite counters. Fridge and dishwasher 2020. Mircowave 2015. Keep the warm wood tones or paint them for a more contemporary look. There's a peninsula with bar stool seating. The dining area with box beam ceilings is great for a casual or formal table and chairs. The spacious living area has exposed brick, crown molding and a gas fireplace and hearth. A proper sunroom with wrap around windows and French doors could function as a home office or extra seating area. The large master BR has double closets. The ensuite bathroom has a deep soaking tub, walk-shower with body sprays, double bowl vanity with granite counter and marble finishes. The 2nd BR is also spacious with a great closet. The 2nd full bathroom has a tub with a glass shower door, granite top vanity and chic tiles. There is a WFH den space (or mud room) in the rear of the home that leads to a private deck with space for a table, chairs and a grill. In unit, side by side laundry (2020), central AC, gas forced air heat, custom organized closets and storage complete the space. There are hardwood floors throughout and crown molding. One garage parking spot and additional storage are included. The location is 2nd to very few. Within a short walk is the Andersonville retail strip with too many shops, casual and fine restaurants, cafes, bars, gyms and dispensaries to list. It's just steps to Argyle Street and little Viet Nam, the Red line, buses and groceries. Just a few blocks and you are at the lakefront, parks and the bike/running path. Brokers... call me about closing by years end.

1321 W Winnemac Avenue Unit #3E, Chicago

$285,000
2 Beds 1 Baths 12256646 MLS CLOSED Status
Discover the Perfect Blend of Modern Comfort and Vintage Charm in Andersonville! Welcome to your dream home, nestled in the heart of Andersonville, one of Chicago's most vibrant and sought-after neighborhoods. Located on a tree-lined residential street, this high first-floor unit offers the ultimate combination of modern comfort and vintage character. With beautiful hardwood floors throughout, this spacious layout includes a versatile dining area and a stylish cloffice-an innovative touch in the second bedroom that seamlessly blends office and guest room functionality. The kitchen features timeless white shaker cabinets, custom shelving, and a breakfast bar perfect for casual dining. A suite of newer appliances, including a microwave (2024), and Bosch front-loading washer/dryer (2022), ensures effortless living. Relax and recharge in the newly remodeled bathroom, complete with marble flooring, soaking tub, glass shower door, and high-end finishes that exude sophistication and comfort.This condo isn't just beautiful; it's smartly equipped for modern living. With newer central air conditioning and furnace system (2018), new windows in the living room and kitchen (2023), you'll enjoy year-round comfort and energy efficiency. The enormous walk-in storage locker is perfect for all your belongings, and plenty of rental parking options nearby provide added convenience. Just steps away from the Red Line and the neighborhood's acclaimed restaurants, boutiques, and entertainment, you're also a short stroll from the serene lakefront path for your outdoor adventures. This home is the perfect balance of vintage character and modern updates, move-in ready to welcome you into one of Chicago's coolest communities. Schedule your showing today and see why this Andersonville gem is the one you've been waiting for!

1264 W Winona Street Unit #1B, Chicago

$1,007,500
4 Beds 2 Baths 12157223 MLS CLOSED Status
Incredible opportunity to own a meticulously maintained Greystone rich with history and vintage charm. Situated on an extra wide double lot on one of the most desirable tree-lined streets in Uptown. Enter from your very own private side drive this special property has the most magnificent vintage detail, wood work, stained glass and period appropriate (Steuben) light fixtures. Double parlor living room, separate dining room with original built-in hutch and four generous bedrooms and two full baths. High-end eat-in chefs kitchen with stone counters, classic subway backsplash, stainless steel appliances and wood island breakfast bar. Tastefully updated bathrooms with timeless finishes - first floor features include seamless glass shower w/steam unit . Full height basement with loads of natural light offers endless possibility to expand your living space and create the home of your dreams. Separate laundry with by side washer/dryer, abundant storage and a half bath. Professionally landscaped yard, patio plus 1.5 car garage in carriage house complete with blacksmith forging station, water, and electric. Bring your ideas and convert the upstairs to a work from home office, gym or yoga studio. Additional improvements include new mini split air conditioning added to first and second floor, updated electrical and plumbing. Steps to all the best dining, shopping, entertainment and lakefront in Uptown/Andersonville neighborhood.

1218 W Winona Street, Chicago

$800,000
5 Beds 3 Baths 12158975 MLS CLOSED Status
Turn of the Century Victorian Home in the very desirable Andersonville neighborhood. Family owned and loved for generations, sitting on an oversized city lot this home has so much potential with 3 floors of living space, 5 possible bedrooms with a full bath on each floor. There are beautiful hardwood floors throughout and large dramatic windows that fill this home with natural light! The first floor has a lovely sitting room with arched doorways and a large eat-in kitchen, possible main floor office and full bath. Up the staircase to the 2nd floor that has 3 good sized bedrooms the 2nd full bath and a large space for a family/tv room or possibly a future large primary en suite. Up to the 3rd floor where there are 2 more potential bedrooms, a 3rd full bath and walk-in closet. There is access to a back deck from all 3 floors, with a staircase that leads down to each floor, enormous grassy backyard and 2-car garage. Plus there is a full basement just waiting to be creatively converted into living spaces such as a rec room, office, work-out room, playroom, you name it! A fabulous location, within walking distance to Clark St. with a spectrum of shops and restaurants and Foster Beach with all that the beautiful lakefront has to offer, bike paths, walking paths, sports fields and water sports! A special home in a lovely location, waiting for a fresh start, schedule your showing today!

1306 W Winona Street, Chicago

$334,333
2 Beds 2 Baths 12157291 MLS CLOSED Status
Discover urban luxury in this stunning 2-bedroom, 2-bathroom Uptown condo. Nestled on the top floor, this home boasts gleaming hardwood floors and impressive high ceilings throughout, creating an airy and spacious atmosphere. The gourmet kitchen will delight any chef with its expansive granite island, abundance of cabinet space, and high-end stainless steel appliances, including a hood. The spacious master suite accommodates a king-size bed and includes a luxurious bathroom with dual sinks. A generous second bedroom with a walk-in closet provides ample space for guests or a home office. Convenience is key with an in-unit washer and dryer. The open-concept living area flows seamlessly to a large treetop balcony, perfect for grilling and entertaining. Located in the heart of booming Uptown, this turnkey home is just steps away from Broadway shopping, Target, Jewel-Osco, Montrose Beach, and the Wilson Red/Purple line station. Experience the best of city living in this prime location.

917 W Agatite Avenue Unit #4F, Chicago

$690,000
3 Beds 3 Baths 12125678 MLS CLOSED Status
Live the dream in Andersonville at this extra wide two-story duplex-up condo, offering over 1700 sf of living space + an enormous private roof space. With 3 bedrooms, 2.5 baths and multiple extra living areas- this home is sprawling and easy to live in! The most desired unit in the building, this condo shows off its two stories with a full wall of north-facing windows which overlook the mature and beautiful trees on Carmen Avenue. The open first floor has an expansive kitchen that flows to the living room. A separate dining or library area is flanked by custom built in bookcases. A gas fireplace warms the home and compliments the new hardwood floors. This level also hosts a half bath and bedroom with a large custom closet. The kitchen has plenty of cabinet space plus a newer oven and dishwasher ('21,22). There is also a large walk-in closet under the stairs allowing you to tuck away coats and other items, large and small. Upstairs, the primary suite is large enough for a king bed. It has a juliet balcony which showcases the treetop views. The primary suite offers 'his and hers' custom closets, plus a large marble bath with a double vanity, a rain shower and jacuzzi tub. The two upstairs bedrooms are situated opposite a large loft area which can be used as a second family space, office area, or workout room. Down the hall is the laundry closet and the 2nd full bath with brand new marble flooring. What makes this home unlike any other is the one-of-a- kind 850 sqf private rooftop, ready for you to create your perfect outdoor oasis. The previous owners enjoyed a full deck and a pergola, allowing them to spend three seasons among the treetop views, gorgeous sunsets, and lake breezes. Plus, snowball fights in the winter! Surprisingly quiet for an outdoor city space, the roof is high enough to be removed from the street-level noise and is unreachable by squirrels and bunnies, making it a dream for growing herbs, vegetables, and just about anything your heart desires. The special home was owned by the same owners since it was built in 2000. They took impeccable care of the unit and building. The property has been professionally landscaped with lush plants and hydrangeas that bloom year after year. The association is self managed by the 4 units, 3 of which are the original owners. All units are currently owner occupied. There are no rental restrictions. The building replaced the entire roof in 2023/24, including all supporting trusses, the ventilation system, and associated electrical, and insulation. The masonry was reinforced in 2023, as well. Updates to the unit are numerous, including NEW: Roof ('24), Hardwood flooring in main living areas ('24), Oven ('22), Microwave (2022), Furnace ('22), AC ('22), Water Heater ('22), Washer & Dryer ('21), Dishwasher ('21), Hot Water Heater ('19). Located in the wonderful McCutcheon Elementary school boundaries, The Condo on Carmen is steps from all that Andersonville has to offer! Named one of the best neighborhoods in the country, there is nothing better than strolling down Clark Street in the morning to grab your coffee and pastry at Lost Larson or La Colombe, while window shopping through the area's incredible stores. Then, meet up with friends for Patio Drinks and impressive meals. Our personal favorites are Bar Roma, Hop Leaf and Anti Prima. It's also just around the corner from the city-wide destination: Argyle Avenue aka ""Little Saigon", home to numerous Vietnamese and Chinese restaurants and shops. The Argyle red line stop is literally around the corner. This is an incredible place to call home!

1233 W Carmen Avenue Unit #2N, Chicago

$199,900
1 Beds 1 Baths 12118473 MLS CLOSED Status Andersonville BLDG.
Lower interest rates AND lower price! Wow! Come see this great Andersonville condo, Voted one of the best neighborhoods in Chicago, this gem is located on a quiet tree-lined street, steps away from all the charming restaurants, bars, and shops on Clark St. Don't miss seeing this 1bedroom + office garden unit with gleaming hardwood floors throughout, stainless appliances/granite/maple cabinets, breakfast bar, and NEW windows. Meticulously maintained and move-in ready with a flexible closing date. This home has all the modern conveniences you need including an in-unit washer and dryer! 1400 Winnemac is a charming vintage building with 13 units, a well-run association, low assessments, a bike room, and a roof-top deck. As an extra amenity, exclusive to this unit is a private 8'x12' storage room. Close to the El and bus routes. Full list of recent updates available at the property. Truly move in ready!

1400 W Winnemac Avenue Unit #G, Chicago

$688,000
2 Beds 2 Baths 12103225 MLS CLOSED Status Andersonville BLDG.
Enjoy tree-top living from this newer construction and majorly upgraded penthouse home with an expansive roof deck AND separate terrace right in the heart of Andersonville. High-end features and attractive finishes run throughout this home, setting it apart from the rest of the market. This gorgeous residence's living and dining room are flanked by a 16' wide and 8' high south-facing wall of windows with double sliding glass doors which opens to a large covered Trex terrace with gas hookup. The living room is anchored by a new custom gas fireplace with gorgeous millwork and custom tile. The dining room area easily accommodates a table for 8. The luxurious kitchen has an oversized peninsula/breakfast bar that comfortably seats up to six. Generous custom wood cabinetry and expansive quartz countertops make this a very useable workspace and stainless Bosch appliances and a beverage cooler make it an ideal place to cook and entertain in. The primary suite has blackout blinds, a spacious, customized walk-in closet and a spa-like bathroom with oversized marble shower, rain head shower, a dual vanity and heated floors. The second bedroom has new custom cabinetry and storage including a murphy bed which makes this an incredibly versatile space for an office, guests or exercise. The interior stairway leads to a rooftop den which could be used an an office or reading room and opens to a private 600 square foot rooftop Trex deck with panoramic exposures and an unobstructed view of the Chicago skyline. The large rooftop is completely private for this unit and has water, gas and electric hookups. So many features in this home including 10' ceilings, attractive crown molding, custom electric remote controlled blinds. newly refinished hardwood flooring, Grohe and Kohler fixtures as well as spray foam insulation and advanced soundproofing between units. Garage parking and storage room included. Come home to this amazing residence and enjoy the best of Andersonville TODAY!

1466 W Winona Street Unit #3, Chicago

$850,000
4 Beds 2 Baths 12080291 MLS CLOSED Status
Fantastic opportunity for vintage living awaits you in this well-maintained Andersonville home! Plenty of detail work has been preserved and is intact in this stunning home. The main floor has an open floor plan between the living and dining rooms, updated kitchen with closet pantry, and walks out to a deck overlooking established perennial yard that is beautifully landscaped. The first floor also has an updated full bathroom, den/office and charming entrance foyer with original wood detailing. The luxury of square footage awaits upstairs with generous sized bedrooms and plenty of opportunity for your creative vision to create the massive primary suite of your dreams with the convenience of walking out onto a fabulous balcony overlooking the yard. Additionally, there is a full basement with laundry and plenty of storage space, and awaiting your design ideas to finish. The property boasts a two-car detached garage off the alley. Located steps away from all that Andersonville has to offer, this location cannot be beat! Schedule your tour today!

1426 W Carmen Avenue, Chicago

$1,050,500
5 Beds 4 Baths 12068650 MLS CLOSED Status
Nestled in the heart of Andersonville, this single-family home is a true charmer, situated on a beautiful tree-lined street and oversized lot, this spacious home boasts five bedrooms and four full bathrooms, providing ample space for both family and guests. The front entry opens into a generous open floor plan that includes a sunny living room, formal dining area, and a large kitchen. The kitchen is a chef's dream, featuring stainless steel appliances, granite countertops, a vast array of custom hardwood cabinets with dovetailed drawers, a glass mosaic backsplash, a walk-in pantry, and a serving island. Maple hardwood floors and an open maple staircase lead to additional living spaces and bedrooms upstairs. The primary bedroom is a luxurious retreat, complete with an expansive walk-in closet and a massive ensuite bathroom that includes a double vanity, steam shower, and Jacuzzi tub. Four additional bedrooms are supported by three full bathrooms, ensuring comfort and convenience for everyone. The partially finished basement, with its own access door, offers versatile space that can serve as a fitness room, home office, or private studio. This home is ideal for those in need of a work-from-home setup or an office/client/patient area, with perfect rear access and ample onsite parking. The spacious backyard features a large patio, perfect for hosting summer barbecues and al fresco dining. The home underwent a total gut rehab in 2013, which included a new roof, siding, gutters, 200-amp electrical system, new plumbing, and a Carrier high-efficiency central dual heating and single cooling system with zoning capability and Ecobee smart WiFi thermostats. The property also includes a garage that accommodates two cars, along with a long private driveway with a street curb cut, offering space for up to four more vehicles. This charming home provides the perfect blend of comfort, luxury, and convenience in one of Chicago's most vibrant neighborhoods. Just steps away from Clark Street and all the vibrant attractions Andersonville has to offer. From unique shops and cozy cafes to scenic parks and independent boutiques, this neighborhood has something for everyone, making it one of Chicago's most sought-after areas.

1421 W Winnemac Avenue, Chicago

$626,000
3 Beds 2 Baths 12056567 MLS CLOSED Status
Enormous Light Filled 3/2 with Parking, steps from Andersonville's vibrant Clark Street and the culinary paradise of Broadway & Argyle street. A perfect example of an early 20th century brick Chicago 4 flat on a lovely tree lined block with similar era properties - a wonderful reminder on your daily walk home that you live in Chicago. Ascending the original oak staircase to this high first floor you enter into an expansive Modern space with more room than one expects from city living. Windows & Light abound. With space for everybody & everything! A delightful sunroom makes the perfect spot for morning coffee, an urban greenhouse or just a cozy nap. A private nook is creatively utilized for a home office with custom built-ins and two different work stations. A matching wall of built-ins surround the fireplace which help position a living room that will absorb your biggest sectional sofa! The generous dining room yells out for a dinner party. Undermount kitchen lighting and plentiful counter space makes cooking here a joy. Note to self - An island would easily fit between the kitchen and dining area. Two guest bedrooms are larger than typical and ready for kids, offices, gyms or tanning beds. The primary bedroom is thoughtfully secluded at the very rear of the unit with ample room for additional dressers, pelotons and cozy chairs. The ensuite bath has a dual vanity, a relaxing tub and separate shower. There is a walk-in closet, and private access to a sizeable steel framed deck. Additional features include: Newer (2022) Lennox furnace and Central Air Conditioner, Lennox Smart Thermostat, in-unit laundry, large parking space, and separate storage unit. Low HOA dues! **No offers considered until after the first weekend of showings**

1314 W Winnemac Avenue Unit #1, Chicago

$277,000
1 Beds 2 Baths 12042941 MLS CLOSED Status
Welcome home to this stunning and spacious condo in an elevator building in Uptown! This 1bed/1.5 bathroom is bright with an open concept floor plan that can be tailored to fit your needs. In addition to a comfortable living room set up, there is room to create a home office, dining room or den. The primary bedroom features a large walk-in closet outfitted with shelving and an en-suite bathroom. The home also includes a half bath and in-unit laundry. Enjoy summer on the oversized balcony or on the building's roof deck with breathtaking views of the lake and the skyline. Garage parking and storage unit included. This condo offers easy access to the lake, CTA train and bus lines, shopping, dining, and recreation on Broadway. Don't miss out on this prime location - schedule a viewing today!

4848 N Sheridan Road Unit #403, Chicago

$484,900
3 Beds 2 Baths 12037310 MLS CLOSED Status
This 3 Bed/2 Bath Penthouse is Charming, Functional, and gives you an opportunity to Experience Chicago's Early Twentieth Century Architecture in Modern Style. The Floor Plan is ideal for working from home, allowing separation and privacy. Bright and Spacious Living Room with Exposed Brick, Fireplace and Built-In Cabinetry is Perfect for Entertaining Guests. The Penthouse comes with the privilege of greater privacy-during the warmer months the living room and solarium are surrounded by the green canopy of the trees, and in the winter the sunroom fills with natural light. Granite Countertops and Tile Backsplash are the highlights of this Gorgeous Kitchen, the right size for game day feasts or dinner with the whole family. Huge Bedrooms that can easily double as an Office Space, with a Master Bath hiding a Steam Shower, Double Vanities and Detailed Tile Work. Back Deck with Lots of Light Exposure and Fantastic View allows you to take in the best of Chicago weather. This unit also includes a Private, Enclosed Parking Garage that can also be used for storage. So many of the desirable amenities Chicago has to offer are at your doorstep. Located in the thriving Uptown/Andersonville entertainment district there is also easy access to Foster and Montrose Beach, Montrose Harbor, the Montrose Dog Beach as well as multiple Dog Parks; Lincoln Park, numerous Gyms and Recreational Facilities, and an excellent starting point for long walks along the lake. Steps away from the Argyle Redline Stop which is in an advanced phase of modernization yielding a smoother ride and quieter train passage. This modernization project coupled with excellent city planning on Argyle has established the Uptown neighborhood as an attractive dining/entertainment destination for the city.

4912 N Winthrop Avenue Unit #4N, Chicago



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