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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

1252 W Carmen Avenue, Chicago
$1,710,000
6 Beds ⋅ 5 Baths ⋅ 12521948 MLS
***MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MONDAY, JANUARY 19TH @ 12 NOON. NO ESCALATION CLAUSES OR LOVE LETTERS.*** Tucked away on a quiet tree-lined street is this classic Chicago Greystone set on an exceptionally rare 40' x 150' lot. Renovated in 2018 and thoughtfully enhanced in 2022, the home blends turn-of-the-century character with modern comfort. Between the wide lot offering a generous setback from neighbors on both sides, and large windows in every room, the entire home is filled with an abundance of natural light, while hardwood floors and high ceilings add to the home's vibrance and charm. A professionally landscaped front yard leads into a gracious foyer and a flowing main level with a formal living room anchored by a gas fireplace, a gracious formal dining area, and a high-end kitchen featuring stainless steel appliances (Wolf range, Sub-Zero refrigerator), quartz countertops, an island with bar seating, and a nook for an eat-in area. Beyond the kitchen is an oversized family room opening to a steel back deck overlooking perennial prairie gardens and raised vegetable beds. A powder room, built-in pantry storage, and full laundry room complete this level. Atop the sweeping staircase, the second floor offers four spacious bedrooms and three full baths. The sun-drenched south-facing primary suite features a gorgeous window bay, walk-in closet, and spa-inspired bath with dual vanities, soaking tub, full height pull-out storage cabinet, and a walk-in shower. The three other bedrooms on this level enjoy abundant natural light, optimized storage, and hardwood floors, plus a second laundry hookup conveniently located in a hallway closet. The fully finished lower level was repurposed and remodeled in 2022, and is accessed via its own private entrance. This space functions as a flexible 2-bedroom, 1-bath suite with a private entrance, full kitchen, laundry, heated bathroom floors, and bright, comfortable living spaces-ideal for guests, multi-generational living, work-from-home/home business space, additional household support, or supplementary income. The staircase down to the basement from the main level has potential to be re-installed by the new owner--ask agent for details! With no alley behind the property, the backyard lives like a private urban sanctuary-an expansive, sunny retreat to host unforgettable evenings with family and friends. Own this home with peace of mind, knowing the current owners have poured over $450,000 into enhancing the home's efficiency, longevity, and eco-friendliness--an Improvement List can be provided upon request! Andersonville was rated as "America's Coolest Neighborhood" in 2021 by TimeOut, and this block of Carmen encapsulates the best of Uptown/Andersonville living--small town charm with big city conveniences, and a lively block club (Winona Foster Carmen Winnemac, "WFCW"). Nestled between the Broadway and Clark Street corridors, this area offers effortless walkability and access to beloved grocery stores (Jewel-Osco and Marianos are closest), gyms, coffee shops, boutique galleries, dining, nightlife and entertainment. Just around the corner is Asia on Argyle (home to the summer Argyle Night Market and incredible Asian cuisine options), historic Green Mill Tavern Jazz Club, Aragon Ballroom, and the Riviera Theatre. Equidistant to the Argyle and Berwyn CTA Red Line Stations, as well as CTA buses on Broadway, Clark Street and Foster Avenue. For those who enjoy spending summers at Lake Michigan, Foster Beach, Saddle & Cycle Club, and the Lakefront Trail are just 5 blocks away! Carmen Park playground is a few doors down, and many school options abound including McCutcheon, Chicago Montessori, Rogers Park Montessori, Sacred Heart, and Waldorf School.

1252 W Carmen Avenue, Chicago

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

4631 N Kenmore Avenue, Chicago
$1,430,000
11 Beds ⋅ 8 Baths ⋅ 12497672 MLS
Welcome to 4631 N. Kenmore St. an exceptional urban Oasis located within the highly desirable Uptown/Andersonville neighborhoods of Chicago. This legally classified 4 flat features spacious two-and-three - bedroom configurations each equipped with two full baths. The building classic vintage Greystone exterior, had its roof replaced in 2014, a thoughtful renovation of 1st, 2nd & 3rd floors down to the studs with a comprehensive remodeling 2015-2016. Upgrades included windows, flooring, steel porch, Tuck-pointing and coping along with the three car parking pad to enhance functionality for the residence. Garden Apt. was entirely redone in 2021. Inside each unit boasts modern kitchens features including custom 42-inch white designer cabinets, granite countertops and a breakfast bar that accommodates 4 or more making it ideal for entertaining. The kitchens are outfitted with stainless steel appliances including a dishwasher and garbage disposal, promoting both style and convenience. Each apartment also includes individually controlled central heating and air conditioning systems, oak floors, in-unit laundry facilities, and large private rear decks. Nestled along a tranquil tree lined street, the property is within proximity to a diverse selection of restaurants, cafes, parks, and public transportation options including the Wilson Red and Purple lines. Residents will also enjoy nearby attractions such as Wrigley Field, Gallagher Way, Target, Montrose beach and all the vibrant offerings of Uptown, Andersonville, Ravenswood and Lincoln square. With long-term tenants already established, this property presents an excellent opportunity for savvy investors looking to expand their portfolio in a thriving market.

4631 N Kenmore Avenue, Chicago

1433 W Winnemac Avenue, Chicago
$1,425,000
3 Beds ⋅ 4 Baths ⋅ 12543415 MLS
Meticulously maintained and built in 2008, this stunning Andersonville residence blends luxury, space, and an unbeatable location. Inside, you'll find walnut floors throughout, a chef's kitchen with rich walnut cabinetry, stainless steel appliances, honed granite countertops, a spacious island, and an oversized walk-in pantry-perfect for entertaining or everyday living. The sun-drenched interior features soaring ceilings and oversized windows on every level. The second floor offers three generously sized bedrooms, including a luxurious primary suite with a spa-like marble bath featuring a steam shower, rain shower head, whirlpool tub, and custom-built closets. A second-floor laundry room adds everyday convenience. The lower level expands your living space with an additional bedroom and full bath featuring double sinks and a tub-ideal for guests or extended family. There's also a spacious bonus room complete with a dry bar and beverage center, plus radiant heated floors and a second laundry area. Modern comforts abound: dual-zoned HVAC, gas fireplace, surround sound wiring, and recent updates including new roof, tuckpointing, and parapet (2024), chimney recapped and sealed (2024), and newer furnaces (2023). Outdoor living is just as impressive with a private roof deck featuring composite decking, a landscaped backyard with newer paver patio, and an attached 2-car garage with a radiant heated driveway. All of this in a prime Andersonville location, just half a block from Clark Street's vibrant shops and restaurants, close to the CTA, El, Metra, Mariano's, parks, and only 3/4 mile to the lake.

1433 W Winnemac Avenue, Chicago

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

4832 N Winthrop Avenue, Chicago
$1,230,000
12430995 MLS
Rare opportunity to acquire a renovated multifamily building in the heart of Uptown, one of Chicago's most vibrant and transit-oriented neighborhoods. Renovated in the past 10 years, the property features six modern residential units with individual HVAC and efficient layouts. This investment offers stable income with significant immediate upside for the next owner. The partially finished basement also provides the potential for a 7th unit as a 2-bedroom accessory dwelling unit (ADU). In-place rents are below market averages, promising substantial upside. With the grand reopening of the Lawrence Red Line station after a four-year, multibillion-dollar reconstruction, tenant demand is expected to rise significantly. The improved accessibility to public transportation, combined with the property's proximity to Uptown's entertainment district and lakefront amenities, positions it perfectly for strong rent growth potential and long-term appreciation. The building is ideally situated next to a brand-new public park and steps from iconic venues like the Aragon Ballroom, Riviera Theatre, and Green Mill Lounge. The popularity of these venues drives consistent demand for off-street parking, creating an additional income opportunity via platforms like SpotHero. The neighborhood's walkability, easy access to Lake Shore Drive, and thriving retail and dining scene make this a prime investment opportunity.

4832 N Winthrop Avenue, Chicago

4516 N Sheridan Road, Chicago
$1,050,000
8 Beds ⋅ 4 Baths ⋅ 12431216 MLS
Extraordinary opportunity to own this classic Chicago mansion with 8 bedrooms on a 50 x 150 foot lot. This RT-4 zoned, 1905 stone home boasts 3 floors of living space and has undergone restoration work to reveal some of its jaw dropping vintage craftsmanship. Situated in an ideal Uptown location this property is located in close walking distance to the Wilson Red Line and Purple Line express lines, several bus lines and the Broadway Target and Aldi. Step through the gate and into your fully fenced in front and side yard complete with huge stone porch. A stunning floor mosaic greets you as you enter through a dual set of double wooden doors into the grand foyer with original stained glass and a resorted wooden staircase. Rich decorative hardwood flooring throughout this level welcomes you into a huge living room space with an enormous formal dining room complete with coffered ceiling, custom cabinetry, buffet and extraordinary fireplace. An ample sized kitchen in the back of the house has been lovingly updated with modern stainless steel appliances including a dishwasher. The kitchen is flanked by both a laundry / storage room and walk-in pantry. An updated and convenient half bath located below the stairwell. Up the grand and ornate staircase you'll find two more floors of living space with 8 large bedrooms and 3 additional baths, which have been updated. The room sizes are varied, but all large and homey. There is also a great room on the top floor with soaring ceilings that is currently used as a recreation room, but can also be used as a bedroom. The lower level is finished and could be updated to create even more living space. It has a newly updated boiler (2018) and is currently used as a large storage space. You'll feel the extra wide lot in the large backyard fitted with a stone patio, lawn and garden perfect for relaxing and entertaining. Additionally, the property comes with a total of 5 exterior parking spaces. The many possible uses for this home include; short term rental, development, TOD, commercial, or office spaces. Don't miss out on the opportunity to own this piece of Chicago history.

4516 N Sheridan Road, Chicago

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

1457 W Carmen Avenue Unit #3W, Chicago
$925,000
3 Beds ⋅ 2 Baths ⋅ 12456028 MLS
Stunning Andersonville Penthouse with Private Rooftop Oasis. Live above it all in this incredible 3-bedroom, 2-bath Andersonville Penthouse, where luxury, design, and location come together seamlessly. Set atop a reimagined historic greystone, this one-of-a-kind home features a showstopping 1,200 SF private rooftop deck-custom-built for entertaining and relaxation. Just steps from Andersonville's vibrant shops, dining, and nightlife, this third-floor residence offers three private outdoor spaces: a spacious front balcony, a rear terrace, and the ultimate rooftop retreat. Your rooftop paradise is outfitted with a hot tub, pergola, two-sided gas fireplace, radiant heater, outdoor kitchen with built-in grill and beer taps, refrigerator, TV mount, and lush landscaped planters-all accessible via interior stairs for seamless indoor-outdoor living. Inside, the home boasts an open-concept island kitchen with rich cabinetry, quartz counters, custom backsplash, and top-tier appliances including Sub-Zero fridge, Blue Star range, Bosch dishwasher, and a beverage center. Thoughtful touches like oak floors, crown molding, integrated speakers. The king-sized primary suite is a spa-inspired sanctuary with a stone bath, oversized steam shower with body sprays, double vanity, and radiant heat flooring. Two additional spacious bedrooms and a beautifully appointed second bath with a jetted tub complete the layout. Additional perks include in-unit laundry, garage parking plus tandem exterior space, and extra storage. Truly a rare find in one of Chicago's most sought-after neighborhoods.

1457 W Carmen Avenue Unit #3W, 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

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

1304 W Winona Street Unit #1N, Chicago
$810,000
3 Beds ⋅ 3 Baths ⋅ 12607279 MLS
Spectacular extra-wide new construction in the heart of Andersonville. Set on a 35-foot-wide lot, this spectacular north-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.

1304 W Winona Street Unit #1N, Chicago

4932 N Kenmore Avenue Unit #1W, Chicago
$783,000
4 Beds ⋅ 3 Baths ⋅ 12511591 MLS
East Andersonville/Uptown Location! Rare, extra-wide 4 bedroom/2.5 duplex with private entrance and an atypical, wide design that lives like a single-family home. This new-construction residence offers a smart, functional layout ideal for today's lifestyle, featuring a spacious living and dining area with access to a private rear deck, in a addition to a garage roof deck for exceptional outdoor living. Contemporary kitchen includes custom cabinetry, quartz countertops, premium stainless steel appliances with a bar fridge. The luxurious primary suite features a walk-in closet and spa-inspired bath with heated floors and double vanity. One bedroom is conveniently located off the main level, perfect for guests, office use, or flexible living. Hardwood floors flow throughout, complemented by full-size laundry, custom blinds, and ample storage. Unit includes a garage spot. Constructed of steel siding, brick and block, this stately building stands tall on a quiet, one-way, tree-lined street. Pet friendly building. Steps to cobblestone-lined Argyle Street and neighborhood favorites like Milly's Pizza and First Sip Cafe, plus authentic global cuisine. Mariano's, Whole Foods, and Target are nearby, along with beautiful lakefront beaches, parks and bike paths. Enjoy quick access to Andersonville, the L and DuSable Lake Shore Drive.

4932 N Kenmore Avenue Unit #1W, Chicago

4933 N Winthrop Avenue Unit #1N, Chicago
$770,000
3 Beds ⋅ 3 Baths ⋅ 12562722 MLS
Exquisite 3-bedroom, 3-bath duplex-down residence in the heart of Uptown with a rare private two-car garage. This expansive unit lives like a single-family home and showcases inlaid hardwood floors, crown molding throughout, two fireplaces, and soaring ceilings on both levels. Exceptional natural light fills the space with desirable north, west, and east exposures. The main level is designed for everyday living and effortless entertaining, with generous living and dining areas that flow seamlessly into the thoughtfully designed chef's kitchen which features rich cherry cabinetry, granite countertops, brand new premium stainless-steel appliances, and an expansive island. The serene, main level primary suite easily accommodates a king-size bed and offers a newly renovated spa-inspired ensuite bath with luxurious marble finishes, a whirlpool soaking tub, and a custom new separate glass-enclosed shower. A second bedroom, newly updated full bath, and private deck complete the main level. The lower level provides an ideal extension of the home with a spacious family room with wet bar and wine cooler, large third bedroom, recently updated full bath, laundry room, discreet under-stairs storage, private storage room, and outdoor access. Set on a quiet, tree-lined stretch of Winthrop Avenue, this home is just steps from the brand new Argyle Red Line Station, providing modern, accessible transit and quick access downtown and across the city. Enjoy easy walks to Foster Beach, Margate Park, and the lakefront trail as well as nearby dining, shopping, and entertainment in Uptown and Andersonville.

4933 N Winthrop Avenue Unit #1N, Chicago

4937 N Winthrop Avenue Unit #3N, Chicago
$755,000
3 Beds ⋅ 2 Baths ⋅ 12566767 MLS
Elevate your lifestyle in this stunning, top-floor unit within a meticulously crafted, full-masonry building. Offering the perfect blend of modern design and timeless quality, every inch of this property is thoughtfully designed with superior attention to detail. Step into a light-filled oasis, thanks to oversized European multi-position windows that bathe every room in natural light and invite refreshing breezes from all exposures. Inside, you'll find luxurious European-inspired finishes: wide 5" plank engineered hardwood floors, sleek recessed LED lighting, soaring 9+ foot ceilings, and solid 7' core doors that exude sophistication. The gourmet kitchen is a chef's dream, boasting custom European-style flat-panel cabinetry, an oversized island, quartz countertops, a Bosch appliance package, under-cabinet lighting, and even a dry beverage bar for entertaining. The spa-like bathrooms feature porcelain tile, polished chrome fixtures, and quartz countertops, while the primary suite adds a touch of indulgence with its NuHeat heated floors and programmable thermostat. Outdoor living is just as spectacular, with a private front balcony and an exclusive rooftop terrace featuring composite decking, lighting, power, and gas connections-perfect for hosting or unwinding under the stars. The property also includes a fully fenced perimeter, concrete sidewalks, a rear driveway, and parking to ensure convenience and security. Discover elevated living where style, comfort, and design come together flawlessly. Garage Parking included. Conveniently located near amazing restaurants and coffee shops, close to interstate. Beautiful location!

4937 N Winthrop Avenue Unit #3N, 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

1302 W Winona Street Unit #3W, Chicago
$750,000
2 Beds ⋅ 2 Baths ⋅ 12567004 MLS
All brick, contemporary newer construction, move in ready, 2 bed + den 2 bath, penthouse in Andersonville awaits your arrival. Located on a quiet tree lined street, enjoy multiple outdoor spaces including your own private rooftop deck complete with gas, water and sound, not to mention stunning views, perfect for entertaining your guests or enjoy the quiet tranquility of the neighborhood. Freshly painted, extra wide, open concept living/dining room and kitchen flooded with southern light, gas vented fireplace with adjacent front private balcony. The Modern Chef's kitchen has professional grade high-end stainless-steel appliances, Italian cabinetry & quartz countertops with seated peninsula. Primary suite features an oversized organized California Closet, electric blinds, and Spa-like bath including heated floors, Hansgrohe and Duravit fixtures, walk in shower & floating vanity with dual sinks. Second bedroom is very generous in size with another large, organized California Closet. Second bathroom offers a large soaking tub, Hansgrohe and Duravit fixtures & floating vanity. Additional features include wide-plank, white oak hardwood floors throughout, in-unit front loading washer/dryer, & Hunter Douglas smart blinds/window treatments. Detached garage parking space with EV charger included. Prime location just a short distance to EL, restaurants, shopping & Nightlife of Andersonville & Uptown!

1302 W Winona Street Unit #3W, 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

4932 N Kenmore Avenue Unit #3N, Chicago
$717,500
3 Beds ⋅ 2 Baths ⋅ 12525095 MLS
Unit 3N is a premium penthouse with interior stairs to a bonus room and PRIVATE, ENORMOUS 1300 sq. ft. rooftop deck with BREATHTAKING VIEWS! Stately building stands tall on a gorgeous one-way, tree-lined street! Stroll up the block to the quaint, cobble-stone lined Argyle Street to enjoy neighborhood favorites like the highly acclaimed and Michelin Rated, Kie Goh Lanee, or Tweet for a wonderful bruch or First Sip Cafe. There are also the true flavors of authentic ethnic cuisine! All the major retailers such as Mariano's, Whole Foods and Target ultra-conveniently nearby! A few blocks east is the most beautiful strip of lakefront beaches and miles of jogging and biking paths! A short trip to the ultra-popular Andersonville strip! Grab the L at the newly done Argyle Red Line stop or take the newly-resurfaced DuSable LSD straight downtown! Come take a look, fall in love Tons of upgrades done by current owner!

4932 N Kenmore Avenue Unit #3N, Chicago



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