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1448 W Carmen Avenue Unit #1, Chicago
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 12614166 MLS ⋅ CLOSED Status
**** MULTIPLE OFFERS HAVE BEEN RECEIVED, BEST AND FINAL DUE BY 8P SUNDAY**** Step into perfection in this extraordinary Andersonville duplex, where every detail has been thoughtfully designed and beautifully executed. This all-brick custom residence sits on an oversized 33-foot lot, allowing for an impressive 24-foot-wide interior rarely found in the city. The gracious main level offers exceptional flow with formal living and dining spaces, plus a welcoming family room, creating the ideal layout for both elegant entertaining and effortless daily living. At the heart of the home, the chef's kitchen is a true showpiece, featuring a 10+ foot island, butler's pantry, and refined finishes curated for those who love to cook, gather, and host. Multiple outdoor spaces elevate the experience even further, including front and rear terraces with direct access to the private garage roof deck, complete with gas & water for seamless indoor-outdoor living all season long. Custom Sonos system with dynamic in ceiling speakers in the home. A dramatic, well-positioned staircase leads to the private bedroom level below, where 9+ foot ceilings and radiant heated floors create warmth and comfort throughout. The stunning primary suite is a true retreat, offering a 14x7 walk-in closet, meditation area, spa bath with double vanity, and oversized steam shower. Three additional bedrooms, one currently configured as an office, and another full bath provide lifestyle flexibility. With its scale, finish level, and lifestyle appeal, this home gives upper-bracket custom single-family living a serious run for its money. Professionally landscaped front and rear yards are maintained seasonally, while the self-managed association keeps overhead low and maintenance a priority. One garage space included. All just moments from Andersonville favorites, Rogers Park Montessori, the Waldorf School, the Red Line, and the lake.

1448 W Carmen Avenue Unit #1, Chicago

4415 N Racine Avenue Unit #2S, Chicago
$570,000
3 Beds ⋅ 2 Baths ⋅ 12613818 MLS ⋅ CLOSED Status
This Sheridan Park condo is a true breath of fresh air, blending timeless character with thoughtful updates throughout. Rich hardwood floors set the tone, while vintage details, like the beautifully refinished peer mirror at the entry, add warmth and charm. The sun-filled living room feels both inviting and spacious, centered around a classic wood-burning fireplace and opening to a generous brick terrace overlooking a picturesque, tree-lined street. A versatile third bedroom, accessed through elegant French doors, offers excellent flexibility, ideal as a private office, guest room, or creative space, complete with great natural light and ample closet storage. The expansive kitchen is designed for both everyday living and entertaining, featuring newer appliances, a breakfast bar, and a large eat-in area, along with pantry and in-unit laundry. It flows seamlessly into a comfortable family room, creating an easy, connected living space. The primary suite comfortably accommodates a king-sized bed and includes an en suite bath, while the second bedroom is equally spacious and bright. Flexible living areas throughout make this home as functional as it is inviting. Outdoor space is just as appealing, with a sizable deck off the kitchen leading down to a shared grassy yard and a one-car garage. Additional storage in the basement adds to the home's convenience. Tucked on a quiet street yet just moments from Uptown's vibrant dining and shopping scene, the Red Line, and close to Andersonville, Wrigleyville, Lincoln Square, and the lakefront, this location truly offers the best of city living.

4415 N Racine Avenue Unit #2S, Chicago

829 W Lawrence Avenue Unit #3, Chicago
$462,000
2 Beds ⋅ 2 Baths ⋅ 12609002 MLS ⋅ CLOSED Status
Elevated top-floor 2BR + Den sanctuary in the heart of Uptown's entertainment district. This sun-drenched 1,200+ sf residence features soaring ceilings, hardwood floors, and brand-new skylights (Feb 2026) that fill the open-concept living space with natural light. The chef's kitchen boasts a sprawling breakfast bar, granite countertops, and all-new stainless-steel appliances (Jan 2026). Retreat to a massive, private rear deck, perfect for grilling and outdoor entertaining. Significant recent updates provide total peace of mind, including a new roof (Dec 2025), new stacked in-unit washer and dryer (Jan 2025), and a furnace, AC, and hot water heater all replaced in 2020. Ideally located blocks from the CTA Red Line, Target, the lakefront, and iconic venues like the Aragon Ballroom and Riviera Theatre. Deeded parking space included in price. This turn-key penthouse offers the perfect blend of modern luxury and unbeatable neighborhood access.

829 W Lawrence Avenue Unit #3, Chicago

829 W Lakeside Place Unit #1W, Chicago
$475,000
3 Beds ⋅ 2 Baths ⋅ 12598298 MLS ⋅ CLOSED Status
Spacious Vintage Condo in Prime Location! Step into this charming vintage 3-bedroom, 2-bath home offering generous living space and timeless character. The oversized living/dining room flows seamlessly into a large kitchen and an additional sunroom-perfect for a home office, reading nook, or extra lounge space. The renovated kitchen (2022) features new countertops, backsplash, cabinetry, and black stainless steel appliances. Both bathrooms have been tastefully refreshed with brand-new counters, sinks, faucets, and backsplash. Updated overhead lighting enhances the entry, living room, hallway, office, and two bedrooms. Recent mechanical updates include a new hot water heater, furnace, and air conditioning condenser (2024), along with an in-unit washer and dryer (2022). The building completed a full roof repair in 2016. Additional features include a private storage cage, bike storage, and access to approximately 1,200 sq ft of shared basement space. Enjoy outdoor living in the beautifully maintained yard with patio, lighting, and seating-ideal for relaxing or entertaining. Perfectly located just 1/2 mile from iconic venues like the Green Mill Cocktail Lounge, Aragon Ballroom, and Riviera Theatre. Outdoor enthusiasts will love the quick access to Montrose Beach and the 18-mile lakefront trail. The gracious sellers are offering to cover one year of parking at the Weiss parking garage! Fantastic space, unbeatable location-don't miss this opportunity!

829 W Lakeside Place Unit #1W, Chicago

1225 W Carmen Avenue Unit #2N, Chicago
$816,519
3 Beds ⋅ 3 Baths ⋅ 12501283 MLS ⋅ CLOSED Status
Experience penthouse living that truly feels like a single-family home nestled in between iconic Uptown and Andersonville. This rare 3-story residence sits on a charming tree-lined street and features an extra-wide floor plan with expansive room sizes, hardwood floors throughout, soaring ceilings and incredible natural light. Designed for both comfort and entertaining, the home showcases a dramatic two-sided custom fireplace between the living and dining areas plus an oversized eat in kitchen with generous workspace. Two private balconies provide outdoor retreats-one off the main living area and another from the spacious second level primary suite. The suite boasts vaulted ceilings, double closets and a private bath complete with double vanities, steam shower, and a soaking tub. There are an additional 2 bedrooms and full bath on this floor. The third-floor family room offers versatile living space ideal for a home office, studio, media room, or guest suite. Parking - no problem, garage space included. Perfectly positioned just two blocks from Clark Street's vibrant shops and restaurants, 1.5 blocks to the Red Line, and four blocks from the lakefront, with an express bus nearby for a quick 10-minute commute downtown.

1225 W Carmen Avenue Unit #2N, Chicago

1250 W Argyle Street Unit #GF, Chicago
$357,000
3 Beds ⋅ 1 Baths ⋅ 12531351 MLS ⋅ CLOSED Status
Step into timeless charm with this beautifully updated vintage condo in the heart of Andersonville. This 3-bedroom, 1-bath home blends classic character with thoughtful modern upgrades. Enjoy 10-foot ceilings and original oak casings throughout. The sun-filled living room features oversized south-facing bay windows and a cozy gas fireplace, while new luxury vinyl plank flooring (2025) enhances the living and dining areas. Just off the dining room, a huge private outdoor patio provides an exceptional extension of your living and entertaining space. The spacious kitchen offers stainless steel appliances, granite countertops, maple cabinetry, and a charming butler's pantry for extra storage and prep. Recent updates include a new dishwasher (2023), LG washer and dryer (2021), and two new water heaters (2024). A deeded garage parking spot adds convenience and value. Set on an oversized lot on a quiet street, you're only a 5-minute walk to the Red Line and close to Andersonville's shops, cafes, and restaurants. Don't miss your chance to make this warm and welcoming vintage condo your own!

1250 W Argyle Street Unit #GF, Chicago

1355 W Winnemac Avenue Unit #3, Chicago
$955,000
3 Beds ⋅ 2 Baths ⋅ 12592014 MLS ⋅ CLOSED Status
Meticulously maintained and perfectly positioned, this rare 3BD/2BA simplex penthouse in the heart of Andersonville offers the ultimate blend of modern luxury and expansive private outdoor living. Built in 2018, this all-brick residence retains its "like-new" luster with high-end finishes and an intelligent, open-concept layout. The light-filled interior features a stunning living area anchored by a gas fireplace, flowing into a chef's kitchen with premium Thermador appliances and a dedicated dining space. Step out onto the wide front balcony to enjoy morning coffee overlooking a quiet, tree-lined one-way street. The primary suite is a true retreat, featuring a private back balcony, a large walk-in closet, and a spa-inspired ensuite bath with heated floors and steam shower. Two additional generous bedrooms are located on the main level. Ascend to the versatile upper-level bonus space-ideal for a high-performance home office-which opens to a massive private rooftop deck with breathtaking, unobstructed views of the Chicago skyline. This location is a commuter's dream, offering effortless access to both the Red Line and the UP-N Metra, placing the entire city within reach. Includes 1 garage space and storage. This is a pristine, move-in-ready asset in one of Chicago's most coveted walk-to-everything pockets.

1355 W Winnemac Avenue Unit #3, Chicago

1309 W Foster Avenue Unit #2W, Chicago
$461,000
2 Beds ⋅ 1 Baths ⋅ 12355167 MLS ⋅ CLOSED Status
Vintage character meets polished modern living in this sun-drenched Andersonville stunner. Soaring ceilings and oversized windows create an airy, light-filled atmosphere the moment you walk in, while the inviting living room flows seamlessly into a dedicated dining space and charming front balcony - perfect for slow mornings or evening wine. The updated kitchen blends style and function with granite countertops and stainless steel appliances, including an LG refrigerator and freezer, Kenmore dishwasher, and generous prep space for hosting with ease. Just beyond, an expansive rear deck offers incredible outdoor living - think al fresco dinners, container gardens, and relaxed summer nights - plus access to a shared top deck and backyard for even more room to unwind. Spacious bedrooms provide comfort and flexibility, complemented by an in-unit GE washer and dryer, central air, a Carrier furnace and boiler, and a Bradford White water heater - giving you both charm and peace of mind. A newly redesigned fireplace adds the perfect finishing touch, bringing warmth and personality to the space. All of this sits just steps from Andersonville's beloved boutiques and dining, an easy stroll to the lakefront and public transportation, surrounded by beautiful, well-maintained single-family homes, with convenient street parking. Stylish, updated, and effortlessly livable - this is the kind of home that feels special the second you walk in.

1309 W Foster Avenue Unit #2W, Chicago

1069 W Foster Avenue Unit #1C, Chicago
$200,000
1 Beds ⋅ 1 Baths ⋅ 12531461 MLS ⋅ CLOSED Status
Welcome to this beautifully maintained 1-bedroom condo in the heart of Uptown. Enter through a secured gated courtyard into a bright and functional layout featuring a spacious living area and a remodeled galley kitchen with updated finishes. This home offers true peace of mind with major mechanical updates already completed: new furnace (2024), new A/C condenser (2024), and new hot water tank (February 2026). Enjoy your private outdoor patio overlooking the landscaped courtyard - perfect for morning coffee or relaxing evenings. Located just blocks from Foster Beach and Osterman/Hollywood Beach, with easy access to lakefront trails, parks, and the vibrant dining and shopping scenes of Andersonville, Broadway, and Argyle. Commuting is effortless with the new Argyle Red Line entrance (2025) nearby, along with Berwyn and Bryn Mawr stations, multiple bus routes (146, 147, 151, 92, 36), and quick access to Lake Shore Drive. Ample non-permit street parking available on Foster and Winthrop (seller reports no issues finding parking). Pet-friendly building. One block to Jewel-Osco and Mariano's. Seller has completed a home inspection; no major issues identified. Move-in ready and being sold as-is.

1069 W Foster Avenue Unit #1C, Chicago

1302 W Winona Street Unit #3W, Chicago
$750,000
2 Beds ⋅ 2 Baths ⋅ 12567004 MLS ⋅ CLOSED Status
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

4936 N Winthrop Avenue Unit #2W, Chicago
$204,900
1 Beds ⋅ 1 Baths ⋅ 12565977 MLS ⋅ CLOSED Status
Welcome to the Winthrop Terrace in Uptown! As you enter you'll arrive in the well-lit living room and open kitchen. In this bright and cozy space, you'll notice the exposed brick, recessed lighting, and high quality floors throughout. The kitchen includes stainless steel appliances, a washer and dryer and granite countertops with maple cabinetry. There's plenty of kitchen storage with room for a small kitchen island. Relax on the balcony that's adjacent to the kitchen and overlooks the courtyard. As you walk towards the bedroom, you'll pass the dining area that has been utilized as a work from home space. The spacious bedroom can accommodate a dresser, a king-sized bed and offers an exposed brick wall, and custom walk-in closet. Living at Winthrop Terrace, you're close to all Uptown has to offer. It's an easy walk to the Argyle Red line, many restaurants on Argyle, and 10 minutes to The Riviera, The Aragon and The Green Mill. There are plenty of outdoor entertainment options with Lincoln Park, Lake Michigan, Foster Beach, Montrose Beach, and Buttercup Park

4936 N Winthrop Avenue Unit #2W, Chicago

4937 N Winthrop Avenue Unit #3N, Chicago
$755,000
3 Beds ⋅ 2 Baths ⋅ 12566767 MLS ⋅ CLOSED Status
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

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

4933 N Winthrop Avenue Unit #1N, Chicago

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

1433 W Winnemac Avenue, Chicago

945 W Agatite Avenue Unit #2, Chicago
$535,000
3 Beds ⋅ 2 Baths ⋅ 12528756 MLS ⋅ CLOSED Status
Beautiful 2,000 sq ft 3BR/2BA condo plus a sunny tree-top office, featuring an interior transom window over French doors, perfectly situated on a quiet one-way street. This spacious home offers a high-end eat-in kitchen, large open dining room, an oversized primary bedroom and bath, in-unit laundry room, walk-in pantry, and garage parking and a storage rm in basement. The recently renovated kitchen includes stainless steel appliances, white shaker cabinets, quartzite countertops, and abundant workspace. The inviting living room features a marble-surround gas fireplace and huge windows overlooking the tree-lined street. All bedrooms are generously sized with excellent closet space. The primary suite offers a spa-like retreat with double sinks and a jetted tub. Beautiful flooring runs throughout, with plank-style porcelain tile in the bathrooms. Enjoy a rear outdoor common area perfect for grilling. Interior Updates Kitchen: new counters, sink, and backsplash (2022); new garbage disposal (2024); kitchen floors and painted cabinets (2020) Mechanical: new furnace (2024), new AC condenser (2022), new hot water heater (2020) Primary bath: updated plumbing including new toilet and sinks (2022) Building Updates & Financials $20,000 in reserves No special assessments Common area improvements: new iron back gate (spring 2025), front stairwell painted (spring 2025), garage painted (2024) Exterior: back/side tuckpointing (2021); front tuckpointing, full lintel replacement, and spot tuckpointing (spring 2023) Prime Location Close proximity to public transit, shopping, dining, parks, and the lakefront. Steps from the 151 bus, Jewel, and a fitness center. * 2 blocks to the 148 Express bus (N. Michigan Ave.) * 2 blocks to Montrose Beach and Lakefront Trail, Target, the harbor, dog park * 3 blocks to the Red Line, Aldi, and restaurants * Less than a mile to Wrigley Field, golf, fishing, skate park, library & more

945 W Agatite Avenue Unit #2, Chicago

824 W Agatite Avenue Unit #3W, Chicago
$520,000
2 Beds ⋅ 2 Baths ⋅ 12498976 MLS ⋅ CLOSED Status
Welcome to Clarendon Park! Just a quarter block from the park and the renovated fieldhouse, this top-floor 2-bedroom + office, 2-bath residence offers beautiful natural light from its southern exposure and access to a semi-private rooftop deck. Step inside to a spacious living room and adjoining sunroom that create a bright, inviting atmosphere. The primary bedroom features a generous, organized closet and a shared en-suite bath, while the second bedroom enjoys its own private en-suite. Thoughtful updates throughout include stylish lighting, glass-panel doors, and tasteful finishes. The stunning remodeled kitchen-with its large breakfast bar-opens to an expansive dining area, perfect for entertaining. A dedicated office with French doors and custom built-ins provides the ideal work-from-home setup. Enjoy outdoor living with a deck just off the kitchen for grilling, and head up to the rooftop deck for relaxation or hosting friends. Private garage parking adds convenience to this exceptional home-all just steps from the lake, beaches, golf, harbors, grocery stores, Target, great restaurants, and more.

824 W Agatite Avenue Unit #3W, Chicago

1471 W Foster Avenue Unit #1E, Chicago
$365,000
2 Beds ⋅ 1 Baths ⋅ 12520652 MLS ⋅ CLOSED Status
Multiple offers received. Best and finals due by 2p Monday Nov 24th. Welcome to your spacious and bright 2BD/1BA condo in the heart of Andersonville! This charming home features exposed brick, hardwood floors, and an open living and dining area with a cozy fireplace. A sunroom just off the main space is perfect for a home office, reading nook, or dining area. The kitchen offers modern finishes, generous storage, and a convenient breakfast bar. Down the hallway, you'll find two spacious bedrooms, each with that classic exposed brick character, and a full bathroom that also houses the in-unit washer and dryer. At the rear of the home, enjoy your own truly private and newly rebuilt deck, fully enclosed from the staircase and large enough for outdoor dining or lounge seating. Modern comforts include central heat and air conditioning. The location can't be beat. You're just steps from everything Andersonville has to offer, including shops, restaurants, museums, and nightlife. Only a 13-minute walk to the Argyle Red Line and 15 minutes to Chase Park. Welcome home!

1471 W Foster Avenue Unit #1E, Chicago

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

4932 N Kenmore Avenue Unit #1W, Chicago

1313 W Carmen Avenue Unit #3N, Chicago
$575,000
2 Beds ⋅ 2 Baths ⋅ 12484801 MLS ⋅ CLOSED Status
Spacious & bright, 2 bed, 2 bath Andersonville penthouse, perched among the trees with private roof deck! This intelligently designed home features a stunning great room with 10-foot ceilings: handsome kitchen with rich cabinetry, crisp white quartz counters, stainless steel appliances & breakfast bar, connected to dining area and large living room (with wood burning fireplace) plus a private balcony - the first of 3 outdoor spaces. The real star is the private roof deck - 1 flight up, with tree-top views and plenty of space for outdoor fun. Movie Night? Check. Dinner Party? Check. Sunbathing? Check! The list goes on! Back inside, enjoy king-sized primary suite with large, organized walk-in closet and attached bath with double sinks and shower with body sprays. There's also a sizable guest bedroom that easily fits a queen-sized bed, and with large window is perfect as a home office combination, with adjacent full bath for your guests. Bonus coffee bar area (with dual wine & beverage fridge) off the kitchen leads to your grilling balcony & rear stairs, that take you to your assigned parking space and basement storage unit. Hardwood floors, crown molding, central air/heat plus in-unit laundry complete this well-maintained home. A+ location convenient to brand-new CTA Red Line stop and Clark Street dining/shops/nightlife, with easy access to gyms, coffee shops, Lake Shore Drive/lakefront...everything that makes Andersonville one of the best neighborhoods to call home!

1313 W Carmen Avenue Unit #3N, Chicago

4834 N Kenmore Avenue Unit #3N, Chicago
$599,900
3 Beds ⋅ 2 Baths ⋅ 12484835 MLS ⋅ CLOSED Status
Spacious, updated condo in the heart of Uptown near the Argyle commercial corridor and Aragon Ballroom entertainment district. This top-floor residence features 3 large bedrooms, 2 fully renovated bathrooms, and a flexible floor plan with a separate dining room and living room. The oversized living room can easily be used as a 4th bedroom, office, guest suite, or den, offering versatility for a variety of living needs. The renovated kitchen is equipped with premium Viking stainless steel appliances, ample cabinetry, and solid counter space-ideal for both everyday cooking and entertaining. Both bathrooms have been modernized with quality fixtures and finishes. All bedrooms provide generous proportions suitable for large furnishings, workspace setups, or additional storage needs. A rare highlight of the home is the private rooftop-level patio with city views, perfect for outdoor dining, container gardening, or relaxing. The unit also includes one gated, reserved parking space, a valuable convenience in this location. The building offers extra private storage and dedicated bike storage in the basement, adding functionality for residents who need space for seasonal items, recreational equipment, or gear. Located near the Argyle and Lawrence CTA Red Line stations, multiple bus routes, Montrose Beach, Foster Beach, the Lakefront Trail, and the Uptown entertainment district, this home provides exceptional transit access, walkability, and proximity to restaurants, cafes, retail, nightlife, and parks. Nearby neighborhoods such as Andersonville, Edgewater, Lakeview, and Ravenswood offer additional dining, shopping, and commuting options. With strong housing demand and continued neighborhood investment, this property appeals to those seeking urban convenience, rental potential, architectural charm, and long-term value. The building's historic character paired with modern upgrades presents a unique alternative to newer construction while maintaining manageability in monthly expenses. Flexible layout supports live-work configurations, shared living, or income-producing possibilities.

4834 N Kenmore Avenue Unit #3N, Chicago

1457 W Carmen Avenue Unit #3W, Chicago
$925,000
3 Beds ⋅ 2 Baths ⋅ 12456028 MLS ⋅ CLOSED Status
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

5133 N Kenmore Avenue Unit #2N, Chicago
$553,000
3 Beds ⋅ 2 Baths ⋅ 12450378 MLS ⋅ CLOSED Status
Welcome to 5133 N Kenmore Ave Unit 2N-an updated vintage condo that blends character with modern comfort just steps from the lakefront and vibrant Andersonville. The spacious, light-filled floor plan offers an open kitchen with granite countertops, stainless appliances, and a breakfast-bar island with direct access to the back deck-perfect for dining outside. A generous dining area flows into the living room with a cozy gas fireplace. The expansive primary suite features a walk-in closet, spa-like bath with Jacuzzi tub and separate shower, a charming office nook, and access to the front porch. A second bedroom sits off the hallway, while the third flex bedroom works well as a guest room, den, office or TV room with an included built-in murphy bed. In 2025, the home underwent a thoughtful renovation: the entire condo was painted, hardwood floors were refinished, kitchen cabinets were painted white, and the primary bathroom received a new vanity, new vanity mirrors, and new bathroom fans. The ceiling lighting was also fully updated throughout the home. Major systems and appliances were refreshed as well, including a new furnace and air conditioner (2025), oven, dryer and garbage disposal (2025), and a new washing machine (2023). Additional highlights include in-unit laundry, central air, hardwood floors, front and back outdoor spaces, excellent closet storage and a storage locker in the building's lower level. Mariano's is down the block; beaches, shops, and the CTA Red Line, express buses, and Lake Shore Drive are all nearby. Rental parking options are available. Schedule a showing today!

5133 N Kenmore Avenue Unit #2N, Chicago

905 W Lakeside Place Unit #2F, Chicago
$697,000
3 Beds ⋅ 2 Baths ⋅ 12468314 MLS ⋅ CLOSED Status
Imagine, calling this stunning , elegant, vintage 3 bedroom/2 bathroom condo located in an intimate 6 unit building your home. Nestled on a tree-lined, one-way street it is just a short walk from Lake MIchigan, Montrose Dog beach, Green Mill Lounge, Aragon Theatre, and the Riviera. Walk into the open foyer and a spacious living room abundant in natural light. Step into a large treetop terrace perfect for entertaining and alfresco dining with your friends and family. Huge formal dining room is adjacent to functional eat-in kitchen. Massive primary bedroom suite includes pristine, highly upgraded bathroom, walk in closet and convenient laundry closet. Two more bedrooms and a second full bathroom are located off the foyer and living room. Both bathrooms were recently completely redone. A private storage room of 140 square feet in the basement could be used as a craft room, art studio, or office. One assigned outdoor parking space in the back of the building is included in price. Convenient location whether you rely on driving (Lake Shore Dr ) or CTA transportation.

905 W Lakeside Place Unit #2F, Chicago

1225 W Carmen Avenue Unit #1N, Chicago
$715,000
3 Beds ⋅ 3 Baths ⋅ 12458837 MLS ⋅ CLOSED Status
Welcome to this extra-wide Andersonville 3-bedroom, 2.5-bath duplex down, set in an intimate 4-unit building. It sits on a quiet street in beautiful Andersonville. With soaring 10-foot ceilings, graceful archways, and windows on three sides, the home is flooded with natural light across both levels and offers the feel of a single-family residence. The showstopper kitchen has been completely remodeled, featuring brand-new stainless steel appliances, modern cabinetry, stylish backsplash, quartz countertops, and an oversized island perfect for entertaining. A separate formal dining room and living room are connected by a striking two-sided fireplace, while hardwood floors throughout the main level add warmth and elegance. Downstairs, the newly designed primary suite boasts a spa-caliber bathroom with a steam shower, soaking tub, and dual vanity. Both the second full bath and half bath have been fully updated, as has the spacious laundry room, now complete with full-size front-load machines and a utility sink. All three bedrooms are thoughtfully situated on the same level. Two private outdoor spaces extend the living area, and garage parking is included. Perfectly located neat the lakefront, CTA buses and trains, Carmen play lot, and all of Andersonville's beloved shops and restaurants, this home truly blends modern comfort with neighborhood charm.

1225 W Carmen Avenue Unit #1N, Chicago

1215 W Gunnison Street Unit #205, Chicago
$535,000
2 Beds ⋅ 2 Baths ⋅ 12461855 MLS ⋅ CLOSED Status
Custom-designed and truly one of a kind, this expansive 2 bed, 2 bath loft in the sought-after Gunnison Street Lofts was completely built out for the owner with no detail overlooked. Originally a 3-bedroom layout, it was reconfigured into a spacious 2-bedroom to maximize living and entertaining space while showcasing custom millwork and luxury finishes throughout. Soaring 17-foot ceilings and floor-to-ceiling windows flood the space with natural light. Bamboo hardwood flooring runs throughout the open-concept living and dining area, which is an entertainer's dream with integrated A/V, custom lighting, and direct access to a private outdoor deck. The chef's kitchen stands out with a rare dual-island layout, honed granite countertops, Sub-Zero refrigerator, Bosch and Dacor appliances, back-painted glass backsplash, custom cabinetry, and a dry bar with wine fridge and glass display. The king-sized primary suite features a spa-caliber bath with heated slate floors, a walk-in steam shower with rain head and bench, dual glass vessel vanities, and custom tilework. The second bedroom is designed with floor-to-ceiling custom millwork, built-in desk, and a queen-sized Murphy bed, perfect for flexible use as an office or guest space. Additional highlights include 14-foot motorized window treatments, surround sound speakers, oversized solid core doors, built-ins, recessed lighting, professionally organized closets, and a dedicated laundry room with storage and newer in-unit washer and dryer. One heated garage parking space and private storage are included. Set in an intimate 22-unit elevator building with a classic brick and terra cotta facade, just steps from the new Lawrence Red Line stop, the lakefront, parks, restaurants, entertainment, and everything Uptown has to offer!

1215 W Gunnison Street Unit #205, Chicago

4417 N Racine Avenue Unit #1N, Chicago
$457,250
2 Beds ⋅ 2 Baths ⋅ 12461184 MLS ⋅ CLOSED Status
Expansive 2 bed plus den/2 bath unit is a perfect combination of vintage charm and modern amenities in the heart of Sheridan Park. Far from your cookie cutter condo, this space features unique features such as a wood-burning fireplace, separate living and kitchen/dining spaces, a rare private front entrance and two private outdoor spaces. Generous sized kitchen with attached dining offers the perfect open concept space to entertain. Modern essentials include primary ensuite, full size in-unit laundry, central HVAC and hard-wired speaker system for multi-room audio throughout. The den space is both spacious and versatile offering options for a home office, play room or breakfast area. Amazing location in rapidly appreciating Sheridan Park, close to Red Line and a quick hop to nearby Andersonville, Ravenswood and the lake. Super easy street parking and additional storage included. Welcome home!

4417 N Racine Avenue Unit #1N, Chicago

4911 N Kenmore Avenue Unit #1S, Chicago
$420,000
2 Beds ⋅ 2 Baths ⋅ 12453181 MLS ⋅ CLOSED Status
Spacious Uptown 2-Bedroom, 2-Bath Condo with Parking and Private Deck. This light-filled Uptown condo features high, 9' -10" ceilings and dark hardwood floors throughout. The open-concept kitchen and dining area include an island with seating for four, plus room for a dining table that seats eight-perfect for entertaining. The primary suite accommodates a king-size bed, additional bedroom furniture, and a desk, and offers a large en-suite bath with a double vanity, walk-in shower, and full-sized soaking tub. A private deck is accessed directly from the kitchen/dining area. Newer mechanicals and appliances include the stove (2025), garbage disposal (2024), refrigerator (2022), condenser (2020), furnace (2019), and hot water heater (2018). Additional highlights include in-unit laundry, hallway closets for extra storage, an assigned outdoor parking space, and a designated building storage area. Enjoy easy access to grocery stores, public transportation, dining, and entertainment in one of Chicago's most vibrant neighborhoods. Showings start on 8/26/25.

4911 N Kenmore Avenue Unit #1S, Chicago

1044 W Lawrence Avenue Unit #2, Chicago
$338,000
2 Beds ⋅ 1 Baths ⋅ 12415421 MLS ⋅ CLOSED Status
This sun-filled, south-facing Uptown condo in a classic brick courtyard building blends charm with modern comfort. A welcoming entry leads into a bright living and dining space with a bay window and soaring 9ft ceilings, while the kitchen offers 42" cabinets, granite countertops, stainless steel appliances, and a breakfast bar. From here, step out to an oversized private outdoor space that feels like an extension of the home-perfect for summer gatherings or quiet evenings. The primary bedroom impresses with a tray ceiling and a generous Elfa-organized closet. Marble bath offers a window which provides great natural light. 2nd bedroom is great for an office or guest room. Refinished hardwood floors, recessed lighting on dimmers, crown molding, in-unit laundry, extra storage, and a deeded secure parking space add to the appeal. Plus, rare vintage building was built with concrete between the floors, offering exceptional sound insulation and quiet living. All this, just minutes to the newly updated Lawrence Red Line stop, buses, the lakefront, and Montrose Beach. Owner is a licensed IL real etate agent

1044 W Lawrence Avenue Unit #2, Chicago

5000 N Glenwood Avenue Unit #3, Chicago
$363,000
2 Beds ⋅ 1 Baths ⋅ 12432647 MLS ⋅ CLOSED Status
Welcome to this exceptionally bright top-floor corner home, perfectly situated on a quiet, tree-lined street just steps from all the excitement of Andersonville and Uptown. This thoughtfully designed residence offers a spacious and functional layout, featuring two generously sized bedrooms-rare for vintage buildings-alongside a large living room with fireplace and a charming dining nook. The kitchen boasts modern finishes, and a small private outdoor space just off the back door provides room for a grill and seating-ideal for morning coffee or evening relaxation. Enjoy the best of both worlds: a peaceful residential setting just a short walk from the CTA Red Line, downtown Andersonville, restaurants, shops, and nightlife. Bonus features include a huge private storage room and deeded parking-all included in the price. If natural light, smart upgrades, and unbeatable convenience top your list, this home is a must-see.

5000 N Glenwood Avenue Unit #3, Chicago



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