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4431 N Racine Avenue, Chicago
$2,140,000
12684909 MLS
Rare opportunity to acquire a fully renovated, income-producing multifamily property in Chicago's highly desirable Uptown neighborhood. This well-maintained asset consists of 6 spacious apartments and 5 on-site parking spaces, with a significant value-add component through city-approved plans for 2 additional ADU units in the basement. The property has undergone extensive capital improvements, including a complete upgrade of the heating and cooling systems to modern HVAC throughout all units in late 2025. Interiors feature ultra-modern kitchens with stainless steel appliances, beautifully renovated bathrooms, abundant natural light, and contemporary finishes designed to attract and retain quality tenants. Current rents exceed $2,600 per unit, providing strong in-place income with additional upside through continued rent optimization and the future ADU expansion. Ownership has already secured city approvals, permits, and architectural/MEP plans for the basement conversion, allowing a new owner to immediately pursue development of the additional units. Ideally located just minutes from the Wilson Red Line station, the property offers convenient access to downtown Chicago while benefiting from Uptown's vibrant dining, entertainment, and retail scene. Nearby attractions include Truman College, local cafes, restaurants, and neighborhood amenities that continue to drive strong rental demand. This offering presents a compelling combination of stabilized income, recent capital improvements, and immediate expansion potential in one of Chicago's most dynamic rental submarkets.

4431 N Racine Avenue, Chicago
1260 W Winnemac Avenue, Chicago
$1,569,000
12580198 MLS
WONDERFUL CHANCE TO OWN A LIVE- IN INVESTMENT - SOUTH ANDERSONVILLE / UPTOWN YOU FIND THIS UNIQUE DESIGN 5 UNITS INVESTMENT BUILDING WITH A POSSIBLE 6TH UNIT/ OFFICE AREA ON A OVERSIZED 40X138 LOT WITH 3 REAR PARKING , 2CAR GARAGE WITH A CARPORT (SELLER USE FOR HIMSELF). SELLER HAS A PRIVATE TOWNHOME SYTLE FRONT GREYSTONE STYLE BUILDING WITH 3 FINISHED LEVELS (COMPLETELY GUTTED OUT 20 YEARS AGO - EVERYTHING REPLACED), SEPARATE FROM THE REAR 4 RENTAL UNITS. OR RENT FRONT UNIT FOR EXTRA INCOME. SELLER FRONT UNIT HAS 3 BDRMS, 2 FULL BATH AN OPEN 1ST FLOOR DESIGN WITH MAPLE FLOORS, HIGH CEILINGS, FIREPLACE, LIVING RM OPEN WITH DINING AREA (WALK OUT TO SIDE DECK). KITCHEN WITH GRANITE COUNTERS, THERMODOR RANGE AND HOOD, STAINLESS STEEL APPLIANCES, GORGEOUS MAPLE-OAK STAIR CASE TO 2ND FLOOR, 2 LARGE BEDRMS, FULL BATH WITH JACUZZI TUB , SEP SHOWER, DBL SINKS, AND SKYLIGHT, 2ND FL HALLWAY HAS ADDITIONAL SKYLIGHT. LOWER LEVEL SPACIOUS FAMILY RM, 3RD BDRM, FULL BATH AND PRIVATE LAUNDRY. CENTRAL AIR ON FRONT BUILDING. LOT OF SOUTH NATURAL LIGHTING.ALARM SYSTEM ON FRONT BUILDING. REAR BUILDING HAS 4 LEGAL UNITS, 2 - 2 BEDRMS & 2 - 1 BDRMS PLUS TENANTS HAVE EXTRA STORAGE ON PORCH (ALL 4 UNITS RENTED). NEW BOILER FOR REAR BUILDING.THERE A POSSIBLE 6TH UNIT/ OFFICE AREA WITH 2 OUTSIDE DOORS AND PLUMBING BUT NEEDS TO FINISH OUT. SHORT WALK TO RED LINE TRAIN, TRANSPORATION, RESTRAUANTS AND WONDERFUL ANDERSONVILLE PLUS BIKE RIDE TO THE LAKE FRONT. TENANTS = ELECTRIC & COOKING GAS. RENOVATED REARS UNIT COULD BRING HIGHER RENTS. SET OF COIN WASHTER AND DRYER FOR TENANTS. PLEASE NOTE TOTAL RENTS INCLUDES IF SELLER UNIT IS RENTED AND NO EXPENSE FOR SELLER UNIT ADDED TO EXPENSES.

1260 W Winnemac Avenue, Chicago
1448 W Carmen Avenue Unit #1, Chicago
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 12614166 MLS
**** 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
1427 W Winona Street, Chicago
$1,226,000
8 Beds ⋅ 3 Baths ⋅ 12602618 MLS
Turnkey, classic Andersonville greystone offering three legal units on a wide lot. All units feature open-concept kitchens and granite baths. Bright and sunny throughout with high ceilings, hardwood floors, and gas-forced air heat. Extensive capital improvements include 2022 renovation of garden unit (new flooring, appliances, paint, etc.) New windows in 1st and 2nd floor units, refreshed common areas and 2nd floor main living spaces. The property also offers a landscaped, private fenced yard. Located on a quiet, tree-lined street just steps from Andersonville's dining and shopping district, Foster Beach, the Red Line, and Metra. Great opportunity for an investor or live-in owner in a prime location.

1427 W Winona Street, Chicago
1470 W Winona Street Unit #102, Chicago
$1,025,000
3 Beds ⋅ 3 Baths ⋅ 12609846 MLS ⋅ Andersonville BLDG.
This is the one you've been waiting for! Incredible opportunity to own this stunning, 2400 square foot newer construction 3BR/2.5BA duplex in the heart of Andersonville, one of Chicago's most vibrant and exciting neighborhoods! This meticulous and modern 24 foot wide south facing home is better than new construction, featuring a generously sized main living/dining space that opens out to a massive 240 sq. ft. covered terrace with composite wood decking, ideal for entertaining, relaxing, grilling, and soaking in the sunlight. Beautiful open white kitchen has quartz counters, lrg breakfast bar, stainless Bosch appliances, undermount lighting and glass subway tiled backsplash. The large primary suite is conveniently located on the main floor and includes a walk-in organized closet, double quartz vanities, a walk-in shower, Grohe & Toto fixtures & heated flooring. This level is complete with a powder room, coat closet & pantry. Downstairs, you will be blown away by an absolutely enormous, extra wide family room with 10 foot ceilings, flooded with light! In this space, enjoy relaxing on an oversized sofa watching the latest latest Netflix hit, entertaining by the built-in wet bar with wine cooler & trendy open shelving, or using the space for a multitude of other things. The lower level also includes equally sized 2nd & 3rd bedrooms with ample closets and a sleek, white bathroom with double quartz vanity, quartz tiling and cozy heated floors. The full laundry room with size-by-side Maytag front loading washer & dryer complete this level. This fabulous home also boasts 8 foot doors throughout, extra storage in basement, and garage parking space. Incredible A+ location on tree-lined street, close to Red Line Train/bus lines, and right around the corner from all of the exciting restaurants, coffee shops, art galleries, boutiques, nightlife and so much more that Andersonville has to offer!

1470 W Winona Street Unit #102, Chicago
1355 W Winnemac Avenue Unit #3, Chicago
$955,000
3 Beds ⋅ 2 Baths ⋅ 12592014 MLS
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
5015 N Clark Street Unit #304, Chicago
$931,000
3 Beds ⋅ 2 Baths ⋅ 12612661 MLS
Built in 2021 and brimming with luxury and sophistication, this stunning Andersonville three-bedroom home is bathed in wonderful natural light, beautiful city views and boasts a fabulous TREX balcony plus a delightful private, assigned area of rooftop deck! Fabulous features include a large formal entry, an expansive open-concept living area with pristine hardwood flooring, and 9' ceilings with beautiful custom crown molding. Sleek chef's kitchen has gas drop in cooktop, KitchenAid double ovens, French door refrigerator, deluxe quartz counters and great waterfall island with impressive pendant lighting. Three generous bedrooms feature professionally organized closet systems. Sumptuous primary suite bath has heated floors, steam shower, custom bench and smart product niche. Large, full sized laundry room! Nest thermostat. Assigned heated parking space included plus 10'x8' climate-controlled storage room. Professionally managed 14-unit boutique elevator building. Close to Argyle Red Line and Lawrence Metra. Easy walk to charming restaurants, shopping, fitness studios and locally owned galleries.

5015 N Clark Street Unit #304, Chicago
5015 N Clark Street Unit #201, Chicago
$886,250
3 Beds ⋅ 3 Baths ⋅ 12619262 MLS
An Andersonville Beauty!! I am excited to share a unique opportunity to own an extra-wide (29-foot) condo in Andersonville. Located in The Renslow, a premier 2021 all-masonry boutique elevator building, this spacious and fully automated smart home features upscale custom finishes throughout. As the highly desired and sun-filled 01 tier, the unit offers tree-top views through nine west-facing, floor-to-ceiling windows. The open-concept layout seamlessly blends the living and dining areas, highlighted by a gas fireplace with custom built-ins and an adjoining private outdoor space. The chef's kitchen is equipped with top-of-the-line Thermador Professional Series appliances, a Kohler pot-filler, a dual-climate wine fridge, white quartz waterfall countertops, a classic honed marble tile backsplash, and an expansive six-seat peninsula. The primary suite includes a steam shower, radiant flooring, and a dual vanity. All bedrooms are generously sized with professionally organized closets and no shared walls with neighbors for maximum privacy. Additional features include solid oak flooring, motorized shades, built-in surround speakers, and a full-sized in-unit laundry. The property also includes a private rooftop deck with city views, Trex decking, and utility hookups, a 10x7 storage room, and a heated garage parking space with possible EV hookup. Situated in the heart of Andersonville, you will be steps away from "Restaurant Row," local boutiques, and public transportation including the Argyle Red Line and Lawrence Metra.

5015 N Clark Street Unit #201, Chicago
1304 W Winona Street Unit #1S, Chicago
$840,000
3 Beds ⋅ 3 Baths ⋅ 12569592 MLS
Spectacular extra-wide new construction in the heart of Andersonville. Set on a 35-foot-wide lot, this spectacular south-facing duplex-down offers a serene living experience on one of Andersonville's quietest streets while still being less than a three-minute walk from all of the shops, restaurants and vibrant energy of Clark & Foster. With your own private side entrance, enter this home to a dramatic, double-high atrium providing stair access to both the upper and lower levels. As you ascend to the main living space the width of this unit will blow your mind. Finally, a condo with a generously sized kitchen, a generously sized living room and a true, defined dining room! Not to mention a south-facing deck finished with 24" x 24" porcelain tile overlooking charming, tree-lined Winona. Features of this home include: 4-inch American white Oak hardwood floors, 8-foot solid core two-panel inset doors and 9-foot ceilings and custom closets throughout. Kitchens include a full Thermador appliance package, 1.25-inch quartz counters with waterfall-edge island, custom cabinets with soft-close hinges and drawers. A gas, ventless fireplace with beautiful surround is the focal point of the family room which also has a powder room and large coat closet. The lower level has 3 nicely sized bedrooms, custom closets throughout, a hall bath with hexagonal marble stone flooring, marble tub and shower surround and floating vanity with 1.25-inch quartz countertop. The primary bedroom captures tremendous southern light and primary bath features a floating vanity, double sinks, 12" x 24" stone floors, enormous walk-in shower with rain shower, hand-held, soap niche and bench. The unit also comes with a garage-top deck finished with 24" x 24" porcelain tiles. Garage parking included. Available for immediate delivery. Photos coming 2/19.

1304 W Winona Street Unit #1S, Chicago
Chicago
$825,000
3 Beds ⋅ 2 Baths ⋅ 12732654 MLS

Chicago
1304 W Winona Street Unit #2, Chicago
$825,000
3 Beds ⋅ 2 Baths ⋅ 12601776 MLS
Spectacular extra-wide new construction in the heart of Andersonville. Set on a 35-foot-wide lot, this spectacular south-facing simplex offers a serene living experience on one of Andersonville's quietest streets while still being less than a three-minute walk from all of the shops, restaurants and vibrant energy of Clark & Foster. Not your cookie-cutter condo, as you enter this home you will be blown away by the width and the layout! Finally a condo with a generously sized kitchen, a generously sized living space and a true, defined dining area. Not to mention a south-facing deck finished with 24" x 24" porcelain tile overlooking charming, tree-lined Winona. Features of this home include: 4-inch American white Oak hardwood floors, 8-foot solid core two-panel inset doors, 9-foot ceilings and custom closets throughout. Kitchens include a full Thermador appliance package, 1.25-inch quartz counters with waterfall-edge island, custom cabinets with soft-close hinges and drawers. A gas, ventless fireplace with beautiful surround is the focal point of the family room. As you continue through the home, you'll find 3 nicely sized bedrooms, a hall bath with hexagonal marble stone flooring, marble tub and shower surround and floating vanity with 1.25-inch quartz countertop. The primary bedroom boasts a large walk-in closet, and primary bath features a floating vanity, double sinks, 12" x 24" stone floors, and an enormous walk-in shower with rain shower, hand-held, soap niche and bench. Not to be overlooked is a large, walk-in laundry room with stackable washer/dryer and plenty of room for storage. Garage parking included. Available for immediate delivery. Photos coming 2/19.

1304 W Winona Street Unit #2, Chicago
1225 W Carmen Avenue Unit #2N, Chicago
$816,519
3 Beds ⋅ 3 Baths ⋅ 12501283 MLS
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
1226 W Winnemac Avenue Unit #3S, Chicago
$750,000
2 Beds ⋅ 2 Baths ⋅ 12716650 MLS ⋅ Andersonville BLDG.
Modern, light-filled 2-bedroom penthouse in a beautiful historic Chicago greystone, tucked onto a quiet residential street in one of the city's most vibrant neighborhoods. Fully updated in 2021, this home blends contemporary style and convenience with the architectural character of the original building. The south-facing main living space is bathed in incredible natural light and features hardwood floors, 9 foot ceilings, and motorized blinds for effortless comfort. At the heart of the home, a large open kitchen offers abundant storage, generous counter space, and a functional layout perfect for everyday living and entertaining. The spacious, updated primary suite includes a well-appointed bath with a large shower featuring both rainfall and handheld options. The unit has been professionally finished throughout in designer Farrow & Ball paint. Every room feels curated and move-in ready. Enjoy central air and heat, a full size washer and dryer, and a parking spot with a Level 2 EV charger. The unit has ample storage to round out the thoughtful details. You will find custom solid-wood closet organizers throughout, including both bedrooms, pantry, and hallway closets. Enjoy two private outdoor spaces: a convenient side deck off the kitchen, ideal for grilling or enjoying your morning coffee, and a roof deck (30x14) with sweeping views and room to gather. The unit includes full south building roof rights (an unfinished additional 27x21 area). Both finished decks feature premium, low-maintenance composite decking and gas line hookups. Unbeatable location: a 0.1-mile walk to the CTA Red Line and just half a mile to Andersonville's beloved independent shops and restaurants, a downtown express bus stop, and the attractions of Uptown-historic music venues, a climbing gym, international markets and more. The lakefront is under a mile away. Coffee shops, grocery stores, bakeries, gyms, parks, and museums are all just steps from your door. Well-maintained building with engaged, friendly neighbors and healthy reserves. A rare opportunity to own a turn-key penthouse in a welcoming, diverse community where there's always something to do nearby. The 2021 rehab included all new electrical, plumbing, as well as new water and sewer service lines. Spray foam insulation was added for increased comfort and energy savings. There is a layer of concrete between each floor providing excellent privacy and quiet.

1226 W Winnemac Avenue Unit #3S, Chicago
5021 N Kenmore Avenue Unit #1N, Chicago
$744,900
4 Beds ⋅ 3 Baths ⋅ 12593507 MLS
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
5055 N Clark Street Unit #2S, Chicago
$700,000
2 Beds ⋅ 2 Baths ⋅ 12733138 MLS
Stunning Extra-Wide 2BR/2BA Condo in the Heart of Andersonville. Set in an all brick-and-limestone boutique building, this unit includes a SPACIOUS, OVERSIZED and SEPARATE 1.5 car garage (18.5 ft. W X 19 ft. D X 12.67 H) with abundant storage located inside the building. Move right into this mint-condition, condo offering 1,500 square feet of meticulously maintained open living space. Every detail has been thoughtfully considered - from the high ceilings and oversized windows to the upgraded lighting that fills the combined living/dining area with warmth and light. The chef's kitchen was remodeled in 2017 with painted cabinetry, quartz countertops, an extended island, new backsplash, and new sink, complemented by a newer refrigerator (2020) and stove (2017). Also refreshed in 2017: refinished/stained floors, freshly painted walls, a custom living room built-in, and a stylish fireplace wrap - giving the whole home a cohesive, move-in-ready feel. Retreat to the private primary suite, complete with a spacious walk-in closet and a hotel-caliber marble bath boasting a double vanity, jacuzzi tub, and separate shower. Major systems have been thoughtfully maintained, including a newer condenser, evaporator coil & refrigerant (2017) and water heater (2018), plus a washer/dryer replaced in 2023 - offering real peace of mind for the next owner. The location can't be beat - steps from Clark Street's best dining, shopping, and entertainment, with easy access to the Red Line, Metra, the lake, bike trail, and beach.

5055 N Clark Street Unit #2S, Chicago
1215 W Gunnison Street Unit #313, Chicago
$700,000
3 Beds ⋅ 2 Baths ⋅ 12667044 MLS
***Multiple offers received Seller is asking for highest and Best by Monday at 6PM, thank you. Amazing, one-of-a-kind duplex loft in a gorgeous historic elevator building in beautiful Andersonville! This top-floor, unique unit features soaring 13-foot ceilings, enormous windows, is incredibly sunny, and offers breathtaking tree-top and city views from every room. The solid cement and masonry building is exceptionally quiet and features a large open floor plan with a huge living/dining room, new hardwood floors, three bedrooms, two custom-designed bathrooms, and fresh paint throughout. The gorgeous custom-designed kitchen features stainless steel appliances, granite and butcher block counter-tops, 42-inch wood cabinets, under-cabinet lighting, designer tile, and a large pantry. The stunning primary suite boasts a large bedroom that easily accommodates a king-size bed and a gorgeous marble bathroom with an enormous walk-in shower, seamless glass doors, custom tile, and new designer lighting. Other features include central air, an in-unit washer/dryer, tons of closets, extra storage in the lower level, and an extra-large private terrace with incredible city and tree views. Incredible location with a Walk Score of 98 and Transit Score of 85! Just one block from the Red Line, three blocks from Lincoln Park, the lakefront, Montrose Beach, and miles of walking and bicycle paths; two-and-a-half blocks from vibrant Clark Street in Andersonville; and five blocks from the Metra. Surrounded by award-winning dining, including multiple Michelin-starred and Bib Gourmand restaurants, as well as charming cafes, shopping, and neighborhood favorites. Heated garage parking is included in the price, with an additional garage space available for rent. Taxes do not reflect the homeowner's exemption.

1215 W Gunnison Street Unit #313, Chicago
1470 W Winona Street Unit #203, Chicago
$700,000
2 Beds ⋅ 2 Baths ⋅ 12671793 MLS ⋅ 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
1466 W Winona Street Unit #2, Chicago
$678,000
2 Beds ⋅ 2 Baths ⋅ 12632572 MLS ⋅ Andersonville BLDG.
MULTIPLE OFFERS HAVE BEEN RECEIVED! HIGHEST & BEST DUE BY MONDAY MAY 4TH AT 3PM. This is the one you've been waiting for! This beautiful newer construction 2 bedroom, 2 bathroom condo showcases stunning finishes and thoughtful design throughout. The chef's kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances plus a sleek range hood-perfect for both everyday living and entertaining. The spacious primary suite offers a custom walk-in closet with built-in shelving and a spa-inspired bathroom complete with heated floors, dual vanities and a walk-in shower. 3/4" hardwood floors and custom window treatments run throughout the home, while south-facing windows flood the space with natural light and lead to your private 140 SF deck. Enjoy outdoor living with durable Trex decking and a dedicated gas line for grilling. Garage parking and a storage room are included. Ideally located in the heart of Andersonville, just steps from beloved neighborhood favorites like Bar Roma, Hopleaf, Marty's, The Magic Lounge, and an array of local shops and restaurants. Convenient access to public transportation, including the Red Line and the Ravenswood Metra, makes commuting a breeze. Plus, you're just a short stroll to the lakefront, where you can enjoy beaches, bike trails, and parks all summer long!

1466 W Winona Street Unit #2, Chicago
822 W Agatite Avenue Unit #3E, Chicago
$635,000
2 Beds ⋅ 2 Baths ⋅ 12629851 MLS
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
934 W Agatite Avenue Unit #1, Chicago
$610,000
3 Beds ⋅ 2 Baths ⋅ 12685842 MLS
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
4831 N Winthrop Avenue Unit #3S, Chicago
$610,000
3 Beds ⋅ 2 Baths ⋅ 12664956 MLS
MULTIPLE OFFERS RECEIVED! Highest and Best due Sunday 5/7 at 4:30 PM. Gorgeous and Remodeled 3 Bed, 2 Bath Uptown Penthouse with Luxurious Upgrades and Improvements! Be prepared to fall in love with this fabulous townhouse on a tree lined street that offers the perfect blend of space, elegance, and comfort! Absolutely stunning light and bright LV/DR combination features 13' vaulted ceilings, huge windows, recessed lighting, gas fireplace, and newer light fixtures. The stunning open-concept layout is complimented by hardwood flooring, crown molding and white doors and trim throughout. Spectacular designer inspired gourmet kitchen boasts 47" soft close cabinets, granite countertops, All S.S. appliances, large pantry, and an oversized center island w/large vented hood over five burner range. Additional kitchen entertaining area includes custom cabinets w/granite countertops, wine cooler and tons of storage. Glamorous Main bedroom includes newer lighting, and a huge walk-in closet with custom closet system. Remodeled in 2024, Gorgeous SPA-like main ensuite features double vanity w/quartz countertops, white custom soaking tub,(2024) deluxe steam shower,(2024) and stunning white backsplash and porcelain flooring (2024). Two additional large bedrooms include generous closets, and newer lighting. Fabulous deck offers picturesque views and the perfect place for entertaining or relaxing. Additional amenities include In Unit Washer/Dryer(2022), HVAC (2021), Water Heater (2021), 1 car garage parking space, additional storage locker, Lutron dimmers, smart locks, surround sound, and Nest thermostat. Located close to restaurants, entertainment, Aragon Theatre, Red-line, parks and Lakefront. Make it Yours today!

4831 N Winthrop Avenue Unit #3S, Chicago
5131 N Kenmore Avenue Unit #3S, Chicago
$605,500
3 Beds ⋅ 2 Baths ⋅ 12627936 MLS
Sunlit top-floor 3 bed/2 bath in a stunning greystone buidling. The spacious updated kitchen is perfect for cooking and entertaining, featuring white cabinetry, stainless steel appliances, soft-close drawers, in- and under-cabinet lighting, and a versatile built-in bar area for gatherings or a morning coffee spot and leads directly to the back deck. A full dining room connects seamlessly to the bright living area. Spacious living room with fireplace gets amazing west light and offers direct access to front porch. The split-bedroom layout provides flexibility and privacy, with updated en-suite and guest baths. Hardwood floors run throughout, accented by crown molding and millwork, with central air, in-unit laundry, and generous storage. Deeded Parking included. A large back deck offers plenty of space for grilling and outdoor dining, while the front balcony is ideal for relaxing with morning or evening light. Set on a one-way street, this home is steps to Mariano's, close to Foster Beach and the Red Line, and just minutes from Whole Foods, Andersonville, and the Bryn Mawr Historic District.

5131 N Kenmore Avenue Unit #3S, Chicago
823 W Lakeside Place Unit #3E, Chicago
$600,000
3 Beds ⋅ 2 Baths ⋅ 12720695 MLS
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
1100 W Montrose Avenue Unit #503, Chicago
$590,000
2 Beds ⋅ 2 Baths ⋅ 12589684 MLS
First time available in 20 years, this exceptional two bedroom plus flex space, two bath duplex-up offers dramatic scale, refined updates, and tranquil treetop views overlooking historic Graceland Cemetery, a designated Level II arboretum. Thoughtfully designed across two levels where every square foot is livable, the home is filled with beautiful southern light and enhanced by newly refinished hardwood floors. The updated open kitchen features quartz countertops, refreshed custom cabinetry, and crisp contemporary finishes, flowing seamlessly into the expansive living and dining space. Soaring 19-foot ceilings, oversized windows, and a gas fireplace create a striking sense of volume and warmth, while the private balcony extends the living space outward with peaceful treetop views. The main level also includes a generously sized second bedroom and a full bath, ideal for guests or flexible everyday living. Upstairs, a lofted flex space overlooks the main living area and offers the perfect setting for a home office, media lounge, or reading retreat. The spacious primary suite features excellent closet space, skyline views of the city, and a well-appointed bath with dual vanity, separate shower, and jacuzzi tub. Residents also enjoy access to a common rooftop deck with sweeping city views. Additional highlights include an elevator, deeded exterior parking in a gated lot, private storage cage, and bike storage. Ideally located just two blocks from the CTA Red and Purple Lines and moments from the lakefront, Target, Montrose Beach, Southport Corridor, Uptown, Wrigleyville, and Andersonville, with convenient access to Lake Shore Drive.

1100 W Montrose Avenue Unit #503, Chicago
817 W Lawrence Avenue Unit #1, Chicago
$585,000
3 Beds ⋅ 2 Baths ⋅ 12648442 MLS
If you're searching for extraordinary vintage charm and one-of-a-kind character, this spectacular 2000 sq. ft. duplex-down in one of the city's hottest neighborhoods is the one! Rich with timeless architectural details including an original fireplace mantel, stunning crown molding, beamed ceilings, stained glass windows, extra-tall ceilings, and gleaming hardwood floors throughout. The expansive floor plan features an enormous living room, huge separate dining room with beamed ceilings, charming breakfast area off the kitchen, and a an extra family room space on the lower level. The oversized kitchen is incredibley charming and offers beautiful granite countertops, stainless steel appliances, abundant cabinetry, open shelving, under cabinet ligthing, super cool subway tile, an original built-in hutch, and a large separate pantry. All Bedrooms are extra-large and can easily handle king size beds. There are enormous closets throughout the unit, in-unit washer/dryer, central air, extra basement storage, bike storage, parking for two cars, and 3 large private outdoor spaces perfect for entertaining. Sunlight pours through countless windows, creating a warm and inviting atmosphere. Unbeatable location just a half block from Lincoln Park, the lakefront, beaches, bike trails, and bus stops, only two blocks from the new Red Line station, and surrounded by some of the city's hottest restaurants, including Michelin Bib Gourmand and Michelin-starred destinations, the Riviera & AragonTheaters, Green Mill Lounge and a ton of new cafes . An exceptional opportunity to own a truly charming home in one of Chicago's most sought-after neighborhoods. Parking space for 2 cars included in price!

817 W Lawrence Avenue Unit #1, Chicago
4648 N Winthrop Avenue Unit #3S, Chicago
$580,000
3 Beds ⋅ 2 Baths ⋅ 12736381 MLS
Welcome to this rare, sun-drenched 3-bedroom, 2-bathroom duplex penthouse in the heart of vibrant Uptown! Spanning 1,700 sq. ft. across two levels, this urban retreat offers a unique and versatile layout complete with a bonus loft space for living large. The main level features an expansive, open-concept living and dining area centered around a custom fireplace, flowing into a chef's kitchen with granite countertops and high-end stainless steel appliances. Step outside to three private outdoor decks, including a top-tier rooftop space with sweeping city views that's perfect for entertaining. The primary suite serves as a true sanctuary, featuring a walk-in closet and a spa-like bath with a Jacuzzi tub and separate shower. Unbeatable location with a Walk Score of 95: just 1.5 blocks to the CTA Red Line, moments to DuSable Lake Shore Drive, Lake Michigan beaches, and world-class dining and entertainment.

4648 N Winthrop Avenue Unit #3S, Chicago
4415 N Racine Avenue Unit #2S, Chicago
$570,000
3 Beds ⋅ 2 Baths ⋅ 12613818 MLS
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
5063 N Kenmore Avenue Unit #3, Chicago
$560,000
2 Beds ⋅ 2 Baths ⋅ 12632306 MLS
Stunning, elegant and spacious corner penthouse in a vintage building. Designer finishes through entire home. High ceilings, tons of light light, hardwood floors throughout, laundry in the unit. Exposed brick wall in the living room. Lovely balcony right off living room w/ custom awning. Spacious bedrooms have custom built-in closets. Kitchen features Italian cabinets, ss appliances, quartz countertops and backsplash. Beautiful master bath has quartz double vanity, rain shower with frameless door, and subway tile. Second bath has custom lights under quartz sink & vanity, and cast iron tub surrounded by marble. Another great deck area right off kitchen is perfect for grilling and entertaining. Designer lighting throughout the entire unit. Secure gated property. One parking spot and storage included. Walking distance to the Lake, transportation, restaurants and entertainment. Newly remodeled Argyle 'L' station a few minutes away.

5063 N Kenmore Avenue Unit #3, Chicago
4626 N Kenmore Avenue Unit #1N, Chicago
$550,000
3 Beds ⋅ 3 Baths ⋅ 12587714 MLS
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
4647 N Kenmore Avenue Unit #B, Chicago
$535,000
3 Beds ⋅ 3 Baths ⋅ 12692388 MLS
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



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