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5204 N Glenwood Avenue Unit #1, Chicago
$475,000
2 Beds ⋅ 1 Baths ⋅ 12747437 MLS ⋅ CLOSED Status
BEST OFFERS DUE BY 5PM ON TUESDAY 9/8. Welcome to this light-filled 2BD Andersonville condo on tree-lined Glenwood Avenue. The east-facing front sunroom offers total flexibility as a home office, dining space, or sitting room. Inside, you'll find high ceilings, crown molding, gleaming hardwood floors, and a living room anchored by exposed brick and a working gas fireplace. The open kitchen features 42" maple cabinets, granite counters, and a breakfast bar. The primary suite includes custom closets and steps out to a large private deck, while the 2nd bedroom has French doors and a bay window. Includes new in-unit washer/dryer, a private full-room storage unit, and a bike room. Steps to all the restaurants, coffee, shops and entertainment on Clark Street, Berwyn CTA, and the lakefront.

5204 N Glenwood Avenue Unit #1, Chicago

5553 N Clark Street Unit #301, Chicago
$699,900
3 Beds ⋅ 2 Baths ⋅ 12739560 MLS ⋅ CLOSED Status
Sunny and spacious newer-construction a 3-bedroom, 2-bath modern style condo home in amazing Andersonville. Located in an all brick masonry and limestone boutique building with attached heated garage parking. This third-floor walk-up features an open floor plan with dramatic floor-to-ceiling (low noise) windows in the living room, filling the space with natural light. The white kitchen offers quartz countertops and a full suite of Bosch stainless steel appliances. Hardwood flooring runs throughout the home, complemented by beautifully upgraded baths, including a tub/shower combination in the hall bath and a luxurious primary bath with an oversized frameless glass lux shower and double-bowl vanity. Walk-in/thru closet with professional organized closets. A dedicated laundry closet includes a full-size stackable washer and dryer. Enjoy a large covered rear balcony/terrace with access from both the hallway and the primary bedroom. The attached garage features high ceilings, accommodates virtually any vehicle, and provides additional storage. And OMG! the location is phenomenal - literally step outside your door and enjoy Andersonville's cafes, theaters, restaurants, grocery, gyms, shops, and more. A fantastic condo in one of Chicago's most vibrant and walkable neighborhoods.

5553 N Clark Street Unit #301, Chicago

5314 N Glenwood Avenue Unit #1W, Chicago
$270,000
1 Beds ⋅ 1 Baths ⋅ 12738793 MLS ⋅ CLOSED Status ⋅ Andersonville BLDG.
Amazing, Stunning, Chicago Andersonville Condo!! Rare to find!! The Perfect location! Move right into this beautiful, bright condo! Well maintained vintage building, investor-friendly, pets allowed, low assessments, and situated in a gorgeous courtyard building! 1 Bedroom, 1 Bathroom! Great features include; bright and spacious, hardwood floors, a great layout! Beautiful spacious, updated kitchen! Free in-building laundry included! Storage unit. This condo has everything!! EXCELLENT location on quiet street close to restaurants, shopping, schools, parks, trains & highway! You can't beat it! TAKE ADVANTAGE OF THIS OPPORTUNITY! COME AND SEE ALL THIS LUXURY! YOU'RE GOING TO LOVE IT!

5314 N Glenwood Avenue Unit #1W, Chicago

1415 W Rascher Avenue Unit #302, Chicago
$580,000
2 Beds ⋅ 2 Baths ⋅ 12732487 MLS ⋅ CLOSED Status
**Multiple Offers--Brokers see agent remarks for info**Quintessential Andersonville living meets modern design at 1415 W. Rascher. This fresh 2-bedroom, 2-bath top floor residence blends historic charm with chic style and thoughtful functionality. The home features 4" white oak hardwood floors, high ceilings, abundant natural light, and two oversized private balconies-one off the living room facing north perfect for morning coffee and one in the back facing for evening entertaining/grilling. The beautifully designed kitchen features light grey-toned cabinetry with soft-close drawers, under-cabinet lighting, quartz countertops, matte black hardware, and GE Slate appliances. Spa-inspired baths showcase porcelain floor tiles, a glass-enclosed main shower in primary suite, and designer sconce lighting. Additional features include Restoration Hardware and Lightology finishes, a smart-home temperature controlled high-efficiency gas furnace and central air, stackable front-loading washer/dryer, and custom-organized closets. One assigned exterior parking space and an individual large storage room, plus bike storage on the lower level. Enjoy a spacious shared rear fenced yard perfect for playing fetch with your dog or just enjoying the grass and scenario. Ideally situated on a quiet residential street just steps from the boutiques, restaurants, and nightlife of Clark Street, with easy access to the lakefront and public transportation. Welcome home to 1415 W. Rascher!

1415 W Rascher Avenue Unit #302, Chicago

5235 N Ravenswood Avenue Unit #15, Chicago
$485,000
2 Beds ⋅ 1 Baths ⋅ 12731666 MLS ⋅ CLOSED Status ⋅ Map Factory Lofts BLDG.
Step into a truly unique corner two-story loft in the historic Map Factory building, where soaring 12-foot ceilings, abundant natural light, and character-filled details create an exceptional urban retreat. The main level features beautiful hardwood floors throughout, a spacious living room anchored by a wood-burning fireplace and beautiful built-ins, and incredible oversized newer windows (2020) throughout that fill the home with light. Newer high end window treatments throughout include blackout curtains and convenient top-down/bottom-up shades on the first level. A rare in-unit laundry setup includes a luxury electric two-in-one washer/dryer, new in 2023. The fully remodeled spa-like bathroom was thoughtfully renovated in 2024, creating a stylish and relaxing retreat. The second bedroom is currently configured as a home office and is open to the living space rather than completely enclosed-an ideal setup for flexible living, working from home, or creative use. Enjoy peaceful treetop views from the home and access to a large communal rooftop deck with incredible views. Additionally, an assigned parking space in the gated parking lot is included. Located in the heart of Andersonville, surrounded by tree-lined streets and a welcoming neighborhood atmosphere, the property is close to a community garden, walking paths, plentiful dining and shopping, and convenient transportation. This one truly is one-of-a-kind offering historic character with timber and exposed brick, modern updates, incredible light, privacy, and an unbeatable location.

5235 N Ravenswood Avenue Unit #15, Chicago

1733 W Balmoral Avenue Unit #3A, Chicago
$249,900
1 Beds ⋅ 1 Baths ⋅ 12716432 MLS ⋅ CLOSED Status ⋅ Andersonville BLDG.
Bright and spacious top-floor 1-bedroom condo in a beautiful courtyard building in Andersonville! The unit features an open floor plan with hardwood floors throughout. The kitchen is equipped with 42-inch wood cabinets, granite counters, a breakfast bar, and stainless-steel appliances. In addition to a good-sized bedroom and a neutral white bathroom, the condo includes in-unit laundry, central air, and a private storage room. This professionally managed building offers landscaped grounds, inviting hallways, and a common outdoor patio. Investor-friendly building allows rentals with a minimum 6-month lease in writing. Street parking is easy, and the location provides excellent access to the Metra, CTA, Winnemac Park, grocery stores, restaurants, breweries, and coffee shops.

1733 W Balmoral Avenue Unit #3A, Chicago

1446 W Summerdale Avenue, Chicago
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 12694742 MLS ⋅ CLOSED Status
Welcome to this spacious, jumbo three-story all-brick home situated on an oversized 50-foot lot in the heart of Andersonville. Offering 6 bedrooms, 3 full bathrooms, 2 full kitchens, and part finished basement, this exceptional property is ideal for a large family, multi-generational living, or related living arrangements. Filled with timeless character, the home features beautiful original woodwork, stunning antique (Stained Glass) details, and classic architectural charm throughout. The inviting living room showcases a cozy fireplace, while the generously sized formal dining room is perfect for hosting family gatherings and entertaining guests. The main level includes a spacious bedroom and a large eat-in kitchen designed for comfortable everyday living. The part finished basement offers additional living space with a family room, bedroom, full kitchen, and full bathroom, creating an excellent option for extended family or guests. A separate basement area includes the utility room along with a washer and dryer. The enormous unfinished attic provides incredible potential for future expansion, whether you envision additional bedrooms, a home office, recreation space, or a luxurious primary suite.Nice Size Back Yard, 2 Separate Car Garages. Home is Located just steps from Andersonville's acclaimed restaurants, boutiques, cafes, and entertainment, and within walking distance of Lake Michigan, this home combines generous living space, historic charm, and an unbeatable location. Brokers Please see Private Remarks for additional information.

1446 W Summerdale Avenue, Chicago

1621 W Rascher Avenue Unit #3, Chicago
$705,414
3 Beds ⋅ 2 Baths ⋅ 12731815 MLS ⋅ CLOSED Status ⋅ Andersonville BLDG.
The Andersonville Sanctuary: Set on the top floor of a classic vintage building, this beautifully updated Andersonville home pairs timeless architectural character with a fresh, refined sensibility. Stunning renovation (2006) features original details like exposed brick, crown molding, hardwood floors, and restored wood trim combining character, with modern amenities adding warmth, comfort and functionality.The spacious, sundrenched living room features built-in bookcases and a gas fireplace, flowing seamlessly into a sun-drenched front sunroom - ideal for dining, relaxing, reading, or Work From Home. The updated gourmet open kitchen boasts cherrywood cabinetry, ample counter space, stainless appliances including a double oven stove and new in 2025 Samsung 4-door, triple-cooling zone refrigerator, Just off the kitchen, the South-facing family room offers tons of natural light Additional numerous and recent improvements include : New AC unit (2025), New washer dryer (2025), New front alcove windows and bedroom (2023), New dishwasher (2023), New garbage disposal (2023) & Hot water heater (2021) The king-sized primary suite is a true retreat, with an oversized closet and a fully renovated ensuite bath complete with marble counters, natural stone tile, and a soaking tub. Two additional bedrooms are bright and well-proportioned, with ample closet space and plenty of natural light. Paired with a second full bath, they offer comfortable, flexible living for children, guests, or a beautifully appointed home office. Just beyond the kitchen, the south-facing family room is bathed in natural light and offers a flexible setting for relaxed everyday living, casual dining, or gathering with family and friends. A discreet in-unit laundry closet adds everyday convenience, while direct access to the private tree top deck creates an effortless indoor-outdoor connection for grilling, dining, or simply unwinding at the end of the day. A thoughtfully self-managed association gives owners direct involvement in the care of their building while keeping management overhead out of the monthly assessment. With a fabulous shared garage rooftop deck there is not only an additional outdoor space, but an opportunity to gather with neighbors, One garage parking spot is included, with easy street parking for guests. All of this is just steps from Andersonville's iconic shops, restaurants, parks, Hollywood Beach, the Lake, and the Metra station.

1621 W Rascher Avenue Unit #3, Chicago

5354 N Ashland Avenue, Chicago
$885,000
2 Beds ⋅ 3 Baths ⋅ 12718581 MLS ⋅ CLOSED Status
Perfectly positioned in the heart of Andersonville, this beautifully maintained 3-bedroom, 3-bath single-family home offers the ideal blend of timeless character, thoughtful updates, and an unbeatable location. Just steps from the neighborhood's beloved restaurants, cafes, boutiques, parks, and convenient transportation, this is city living at its finest. Inside, you'll find a warm and inviting floor plan designed for both everyday living and effortless entertaining. The spacious living areas flow seamlessly into a well-appointed kitchen featuring 42 inch cabinetry, generous counter space with center island, stainless steel appliances and an eat-in area that serves as the heart of the home. The back den/office area overlooks the two-level backyard deck reimagined in 2014. The top floor is your private primary suite complete with a large closet, dressing area and private bath. The finished lower level expands your living space with endless possibilities, whether you envision a family room, home office, fitness area, media room, or guest suite. The fenced yard and two-car garage complete this exceptional home. Meticulously cared for and thoughtfully updated, major improvements include a new roof (2016) and a new central air conditioning system (2020), providing peace of mind for years to come. Location truly sets this home apart. Enjoy being just moments from Andersonville favorites including Hopleaf, Lady Gregory's, Vincent, Starbucks, independent shops along Clark Street, neighborhood parks, and convenient access to both the Red Line and Metra, making commuting throughout the city a breeze.

5354 N Ashland Avenue, Chicago

1446 W Catalpa Avenue, Chicago
$1,325,000
7 Beds ⋅ 4 Baths ⋅ 12711377 MLS ⋅ CLOSED Status
Classic Chicago two-flat in the heart of Andersonville, thoughtfully updated in 2025 to blend modern amenities with timeless vintage charm. An exceptional investment opportunity, this property is ideal as a live-in, owner-occupied home with rental income or as a fully leased, income-producing asset. The second-floor two-bedroom apartment features central A/C, in-unit laundry, and a beautifully renovated kitchen that opens to the enclosed back porch, creating space for both an island and a kitchen table overlooking the backyard. A formal dining room has been preserved, while the spacious living room and office nook open to a front porch overlooking the picturesque, tree-lined street. The first-floor duplex-down offers five bedrooms (two on the main level and three below), providing exceptional flexibility for a growing household, a group of housemates, guests, or home offices. The historic floor plan has been thoughtfully maintained on the first floor, featuring a formal dining room with the original built-in cabinetry and an enclosed back porch that serves as an ideal breakfast room or mudroom. The home includes three bathrooms, including a beautifully renovated vintage-style bath on the main level, a spa-inspired ensuite, and a second sophisticated lower-level bath. The finished lower level also offers a family room and in-unit laundry. Enjoy an evening on the porch, grilling on the back patio (with a gas hookup), playing in the spacious turf backyard, or gardening. A two-car garage, newly re-sided in 2025, completes this exceptional Andersonville property, located just down the street from Pizza Lobo and Little Bad Wolf. Andersonville is known for its locally owned businesses, bars, restaurants, and cafes. The area also offers exceptional schools, including Pierce Elementary, the Waldorf School, and Rogers Park Montessori School, and is a short walk to the Metra station, the Berwyn L station, and Foster Beach. Second floor tenants are lease runs to May 2027. First floor tenants are on a month-to-month lease and would like to stay.

1446 W Catalpa Avenue, Chicago

1408 W Catalpa Avenue Unit #1, Chicago
$450,000
2 Beds ⋅ 1 Baths ⋅ 12712638 MLS ⋅ CLOSED Status
This move-in ready, beautifully renovated 2-bed, 1-bath condo in Andersonville is just steps from Clark Street in Chicago. Set on a tree-lined block of Catalpa near Wayne Avenue - one of the neighborhood's prettiest stretches of classic single-family homes - this freshly painted unit offers an open floor plan with hardwood floors throughout, recessed lighting, and a gas fireplace in the living room. The updated kitchen features modern espresso cabinets, quartz countertops, brand-new stainless steel appliances, and a breakfast bar that seats two. If you're searching for a 2-bed condo in Andersonville with in-unit laundry, this one delivers: full-size in-unit washer and dryer, a private deck for grilling and entertaining, and an enormous private basement storage room versatile enough to use as a home office, art studio, or home gym. Approximately 1,000 square feet of finished living space in a well-maintained vintage rehab building. Buyers looking for a financially healthy Andersonville condo association will appreciate reserves exceeding $100,000 - a stable, well-run building with lasting vintage character. Walk to Clark Street to grab coffee at Colectivo Coffee, iced tea and a sandwich at Kopi Cafe, or weekend brunch at m.henry, with Cheetah Gym around the corner and a Jewel-Osco grocery store nearby for everyday essentials. This home is also walking distance to the CTA Red Line, with the Bryn Mawr and Berwyn stations a short walk east on Broadway for a direct commute to downtown Chicago. For anyone searching for a move-in ready vintage condo near Clark Street with a private deck and storage, this 2-bedroom Andersonville condominium checks every box. Schedule a private showing today in Andersonville, Chicago, IL 60640.

1408 W Catalpa Avenue Unit #1, Chicago

1733 W Catalpa Avenue Unit #1, Chicago
$420,000
2 Beds ⋅ 1 Baths ⋅ 12706724 MLS ⋅ CLOSED Status
*Multiple offers received H&B due by 5 PM 7/20.* Ideally located on a quiet, tree-lined street in the heart of Andersonville, this bright and spacious 2-bedroom + office offer the perfect combination of comfort and convenience. Garden views make the light-filled office an ideal work-from-home space. Hardwood floors run throughout the open floor plan, while the kitchen features 42" cabinetry, granite countertops, and in-unit laundry. Enjoy your private balcony, shared patio with grilling area, private storage, and low HOA dues in a well-maintained, self-managed building. Just blocks from Andersonville favorites including Little Bad Wolf, Big Jones, Nobody's Darling, Collectivo Coffee, the Andersonville Farmers Market, local shops, and grocery stores. Easy street parking and convenient access to the Metra, CTA Red Line, and the 22 Clark bus make commuting simple.

1733 W Catalpa Avenue Unit #1, Chicago

1735 W Farragut Avenue, Chicago
$1,127,000
4 Beds ⋅ 3 Baths ⋅ 12714832 MLS ⋅ CLOSED Status
Versatile one and a half story currently enjoyed as a spacious single-family home, this unique Andersonville property offers incredible flexibility for today's buyer. The existing layout provides exciting possibilities for future use while functioning beautifully as a spacious four-bedroom, three-bath home. A full bath on every level offers convenience and flexibility. The light-filled kitchen features white cabinetry, granite countertops, stainless steel appliances, and a generous eating area overlooking the backyard. Hardwood floors run throughout the main and second levels, while the finished basement, with above-grade windows for abundant natural light, offers luxury vinyl flooring, a full bath, and wonderful additional living space. Situated on an oversized 33-foot lot in one of Andersonville's most desirable locations, this home offers the perfect combination of charm, space, and future potential.

1735 W Farragut Avenue, Chicago

1700 W Summerdale Avenue Unit #2, Chicago
$555,000
2 Beds ⋅ 2 Baths ⋅ 12685632 MLS ⋅ CLOSED Status
HEART OF ANDERSONVILLE! Gorgeous south and east facing modern 2 bed + den, 2 bath condo with shared backyard and covered garage on a quiet tree-lined street. Beautifully renovated unit with high end LG appliances, Bosch dishwasher, newer LG Think full size stackable in-unit laundry. Refinished diagonal bleached oak flooring throughout, custom modern up/down blinds, and modern overhead lighting. Large primary bedroom with walk-in closet and en suite spa bath. Second bedroom is located in the southeast corner and gets tons of natural sunlight. Beautiful sun drenched three-season sun room/den featuring gorgeous exposed brick and sliding windows. Generous closet space, huge private storage room, and common yard/gardening area and patio. Quiet, well-run building. Two blocks to Clark Street cafes, shops, restaurants, coffee, bakeries, and everything Andersonville has to offer!

1700 W Summerdale Avenue Unit #2, Chicago

5415 N Ashland Avenue, Chicago
$2,000,000
5 Beds ⋅ 5 Baths ⋅ 12624950 MLS ⋅ CLOSED Status
In a city where true rarity is increasingly hard to find, this Andersonville residence offers a level of living that is genuinely difficult to come by. Set on an exceptional 165-foot-deep lot nearly 40 feet longer than a standard Chicago parcel. Rarely found on the city grounds are a heated pool, a hot tub, a newly desighed one bedroom guest house with its own full kitchen and washer and dryer and a two-car garage. From the moment you step inside, the energy of the city fades away. This is a full-scale custom reconstruction by MK Builders, where every finish, material and system was selected without compromise, well beyond what any standard builder would deliver. A newly constructed greystone facade and double pane windows create an interior of remarkable quiet and calm, an unexpected luxury in one of Chicago's most vibrant neighborhoods. It is a home best appreciated in person.Originally built in 1896 and completely reimagined from the studs out, the residence blends historic character with modern performance. All mechanical, electrical, and plumbing systems were completely replaced, giving this home the soul of a classic Chicago greystone and the peace of mind of a fully updated residence. Brilliant and Ring smart home technology allows effortless control of lighting, whole-home audio and security from anywhere. Whether hosting an intimate dinner or a large gathering around the pool, this home was designed from the ground up to entertain beautifully at every level.The chef's kitchen is both a statement and a centerpiece. A dramatic 15-foot Silverwave stone island anchors the space. Professional grade appliances include a full Miele suite with steam oven and built-in espresso system, a Wolf convection oven and gas cooktop, and integrated Gaggenau refrigerator and dishwasher concealed behind custom European cabinetry. A custom appliance garage preserves the clean architectural lines.Throughout the home, hand-cut solid oak herringbone floors installed by European craftsmen speak to the level of care put into every detail. A custom staircase with hand-bent hardwood railings rises beneath a striking brass chandelier. Throughout, RH solid brass lighting fixtures and Silverwave stone accents create an atmosphere of quiet refinement that you simply cannot replicate.The primary suite is a true private retreat, featuring heated floors, a steam room with essential oil infusion, a chromotherapy soaking tub, a Japanese-style smart toilet and a beautifully appointed custom walk-in wardrobe with brass detailing. Two additional guest bedrooms open to Juliette balconies overlooking the pool and garden, an outlook that makes every morning feel a little different.The lower level was built for entertaining. A private home theater, a full bartender's bar with a wine refrigerator, commercial ice maker and beverage drawers, a dedicated service laundry, a glass and steel home office wired with dual Ethernet and a private guest suite with its own full bath.The backyard is where this home sets itself completely apart. Professionally landscaped and enclosed by a privacy fence, the rear garden feels nothing like a city backyard. A heated pool, hot tub and expansive entertaining terrace create a setting that most Chicagoans drive past for years and never imagine exists behind the facade. The one-bedroom guest house works beautifully as a guest retreat, au pair quarters or an income-producing rental. A two-car garage with 220-volt EV charging completes the offering. Andersonville is one of Chicago's most admired neighborhoods, offering walkability, vibrancy, and acclaimed restaurants, cafes and boutiques. Homes of this caliber do not become available often. Come see it in person.

5415 N Ashland Avenue, Chicago

5227 N Glenwood Avenue, Chicago
$1,311,000
5 Beds ⋅ 3 Baths ⋅ 12657840 MLS ⋅ CLOSED Status
Lovingly maintained owner-occupied 2-flat in the heart of Andersonville offering incredible flexibility for investors, live-in owners, or multi-generational living. This spacious property features 5 bedrooms and 3 full bathrooms across two well-kept units and a basement filled with vintage charm, timeless character, and true pride of ownership. Generous room sizes, abundant natural light, and thoughtful upkeep help highlight the beautiful original details and classic vintage accents that are found throughout, including stunning built-in cabinetry, rich woodwork, and warm, inviting living spaces. Recent upgrades to the kitchen and bath provide a modern touch in the owner's unit..this is that rare move-in ready opportunity that blends charm and functionality. The property also includes private balconies, a 2-car garage and outdoor space. There is also a tall basement with laundry room, utility room and endless storage. All situated on a quiet tree-lined street just moments from Lake Michigan and Andersonville's renowned restaurants, cafes, shopping, nightlife, parks, and public transportation. Whether you're looking to generate rental income, owner-occupy with supplemental income, or invest in one of Chicago's most sought-after neighborhoods, this exceptional 2-flat offers endless potential and enduring Chicago character.

5227 N Glenwood Avenue, Chicago

1414 W Summerdale Avenue, Chicago
$1,370,000
9 Beds ⋅ 4 Baths ⋅ 12637096 MLS ⋅ CLOSED Status
Impressive oversized corner-lot brick 3-flat in the heart of Andersonville, offering exceptional space, updates, and strong investment potential. Each unit offers an expansive floor plan with 3 bedrooms, 1 bath, and separate living and dining areas, highlighted by 9-foot ceilings and abundant natural light throughout. All three units include modern kitchens featuring stainless steel appliances, ample cabinetry, and granite countertops, along with well-designed bathrooms with quality finishes. Each unit also enjoys a large balcony, perfect for outdoor relaxation. The second and third-floor units were fully updated in 2023 and are currently tenant-occupied, while the first-floor unit has been recently updated and is ready for a new tenant or owner-occupant. All units are equipped with high-efficiency central heating and cooling system, as well as in-unit washer and dryer for added convenience. The partially finished basement includes a full bathroom, offering excellent potential for an in-law suite or additional living space. A spacious rear outdoor area accommodates at least three off-street parking spaces. Current rents are below market value, presenting significant upside and room for income growth. Ideally located just steps from Andersonville's vibrant shops, restaurants, and public transportation, this property presents a rare opportunity for both investors and owner-occupants alike.

1414 W Summerdale Avenue, Chicago

1425 W Summerdale Avenue Unit #2AB, Chicago
$499,950
3 Beds ⋅ 2 Baths ⋅ 12668299 MLS ⋅ CLOSED Status ⋅ Andersonville BLDG.
Rarely available and truly one of a kind, this expansive 3-bedroom, 2-bathroom vintage condo was created by combining two units into one extraordinary home, offering unmatched space, character, and functionality in the heart of Andersonville. Filled with natural light and beautiful treetop views from nearly every room, the open and airy layout features a spacious living room, formal dining room, and a versatile office/study that can easily serve as a second family room. The warm and inviting kitchen showcases white beadboard cabinetry, subway tile backsplash, stainless steel appliances, and butcher block countertops, creating the perfect blend of vintage charm and modern convenience. The oversized primary suite comfortably accommodates a king-size bed and additional furniture, while the second and third bedrooms offer generous proportions, excellent closet space, and flexibility for guests, family, or work-from-home needs. A unique bonus is the large utility room-formerly the kitchen of the second unit-which includes a side-by-side washer and dryer, utility sink, and ample space for a pantry, hobby area, or additional storage. Storage is abundant throughout the home and continues with two large dedicated storage units in the basement. The pet-friendly building is situated on a quiet, tree-lined street with easy street parking, providing a peaceful retreat just steps from everything Andersonville has to offer. Located just one block from Clark Street, you'll enjoy immediate access to some of Chicago's favorite restaurants, cafes, boutiques, and nightlife, including Uvae, Lady Gregory's, Lost Larson, La Colombe, and more. Commuting is effortless with nearby access to the Clark (22) and Ashland (9) bus lines, as well as the Bryn Mawr Red Line station. Combining exceptional square footage, abundant storage, vintage charm, and an unbeatable location, this Andersonville gem truly feels like a single-family home in one of Chicago's most beloved neighborhoods. Welcome home! Explore the property in 3D! Click the 3D button to take a virtual tour and walk through every detail.

1425 W Summerdale Avenue Unit #2AB, Chicago

1442 W Summerdale Avenue Unit #2, Chicago
$367,000
1 Beds ⋅ 1 Baths ⋅ 12663794 MLS ⋅ CLOSED Status
The one you want is finally on market, and it is more beautiful than you dreamed. It is in the neighborhood you've been waiting for, in the vintage brick building with the arts-and-crafts style, the sun-dappled entryway, the classic woodwork. There's a courtyard view from the living room, southern sunlight streams into the room, built-ins around the fireplace beg for your books and treasures. The kitchen has been updated with newer tile, cabs, and counters, there is plenty of space to prep and serve; east light accompanies your morning coffee. The queen-sized bedroom has a generous closet with custom organizers. The full bath is sweet and bright, wth period-preserved tile, porcelain soaking tub and fixtures. Original hardwood floors remain throughout. All these things were in the dream. But there is so much more here! A generous foyer with custom design and deep coat closet welcomes you home each day. Spaces are connected by a long interior hall, the perfect place for your collections. A huge formal dining room with a bank of north-facing windows invites candlelit dinners, and family celebrations. Then, more: a giant rear porch is yours for box-and-pot gardening, dining al fresco, or reading in peace. And if you never wanted to leave, we'd understand, but this gorgeous place is in one of the city's most vibrant, walkable, and accessible neighborhoods - restaurants, shops, transportation all within minutes. What more is there? Radiant heat, stackable W/D in unit, storage, bike room, coin laundry in common area basement, pet friendly building, healthy association. It's here. It's time.

1442 W Summerdale Avenue Unit #2, Chicago

5306 N Glenwood Avenue Unit #3A, Chicago
$600,000
2 Beds ⋅ 1 Baths ⋅ 12623751 MLS ⋅ CLOSED Status
Nestled on the edge of the highly sought after Lakewood Balmoral neighborhood in Andersonville, this spacious and sunny 2BR condo plus den/office comes with on-site garage parking, air conditioning and in-unit laundry! It also has a wonderful layout featuring an oversized living room with fireplace and built-in shelving, an adjacent sunroom with airy tree-top views, a separate dining room which could also function as a great room and a versatile den that makes the perfect office. This home offers authentic vintage charm with lovely original details like hardwood floors, trim and molding and original built-in kitchen hutch. Sitting in an A+ location that is just steps from all the wonderful restaurants, bars, coffee shops and boutique shopping along Clark Street, the Red Line Berwyn stop and only a short distance to the lakefront as well, this location simply couldn't be better. All this with a beautiful shared backyard patio, an intimate private deck space off the kitchen and additional private storage and bike room in the basement. Heat is included in monthly assessment. Sorry, but not rentals are allowed in the building.

5306 N Glenwood Avenue Unit #3A, Chicago

5421 N Ashland Avenue, Chicago
$625,000
4 Beds ⋅ 2 Baths ⋅ 12593879 MLS ⋅ CLOSED Status
*Best and Highst Monday at 11 am* In the heart of Andersonville, this stunning single-family home in an oversized 30 wide lot offers a fabulous opportunity to build value. Handyman special, this is an estate sale from long time owners. The main level welcomes you with an expansive open floor plan featuring high ceilings, hardwood flooring, and abundant natural light. The kitchen can easily be opened to connect and flow seamlessly into the inviting living and dining areas, bringing it to today's ideal for entertaining. The second level features 4 bedrooms; this space can easily accommodate adding a 2nd bathroom on the second floor to meet today's convenience needs. The finished lower level offers versatile space with an interior staircase and also exterior access and great ceiling height. Fabulous potential for an airbnb. Step outside to discover the huge amount of land, currently housing a deck, oversized yard and a 2 car garage. Located just steps away from the historic and vibrant Andersonville shops, renowned restaurants, and multiple attractions of Clark Street. Steps to the lakefront and easy access to public transit. This property is a rare find in one of Chicago's most sought-after neighborhoods. Great potential for an owner-occupant or an investor.

5421 N Ashland Avenue, Chicago

5534 N Wayne Avenue, Chicago
$2,512,500
4 Beds ⋅ 5 Baths ⋅ 12593263 MLS ⋅ CLOSED Status
Sophisticated new construction single-family home on an extra-wide 35 x 123 lot with a 3-car garage in the heart of Andersonville. Every detail has been considered in this impeccable 6 bedroom, 4.1 bath home. Contemporary facade with brick and Hardie Board siding. Combined living/dining room features fireplace with custom built-ins and large windows offering ample natural light. Chef quality kitchen equipped with professional grade Wolf/Thermador appliances, large island with bar seating, soft close cabinetry, butler pantry, pantry closet, and breakfast area with built-in banquet. Adjoining family room features fireplace with custom built-ins and rear mudroom with built-in bench and storage. Spacious primary bedroom includes ample closet space with custom organizers, and spa like ensuite bath with freestanding soaking tub, frameless glass shower, dual vanities, and heated flooring. Three additional bedrooms, one with ensuite bath, hall bath, and laundry with washer/dryer + sink complete the upper-level. Finished lower-level with radiant heated flooring throughout includes recreation room with wet bar + beverage center, sauna, two guest bedrooms, full bath, mechanicals, and second laundry hook-up. Statement lighting, designer fixtures and finishes, quartzite and quartz countertops, 8' doors, built-out closets, and heated flooring throughout lower-level and all upper-level baths. Enclosed backyard with patio and detached three-car garage featuring outdoor fireplace. Easy access to the lake and all your favorite spots for dining, entertainment and shopping in Andersonville and nearby neighborhoods. Photos are from a similar recent project with comparable floor plan and finishes. Estimated completion April.

5534 N Wayne Avenue, Chicago

1715 W Balmoral Avenue, Chicago
$1,350,000
6 Beds ⋅ 3 Baths ⋅ 12634526 MLS ⋅ CLOSED Status
This iconic brick building is perfectly nestled between Andersonville and Bowmanville to provide the perfect blend of walkability and serenity! THE most pristine three-unit on the market on the north side, this special building offers incredible warmth, character, and long-term upside. It features three spacious units that were all delicately renovated in every aspect. Each unit enjoys condo-quality kitchens and bathrooms, central heat/air conditioning, individual laundry, plus one designated storage room in the basement. Outdoor space is a standout feature, showcasing a low-maintenance backyard with turf, a fully fenced yard, and a custom fire pit patio... perfect for entertaining or relaxing year-round. Detached two car garage has an EV charger. Located in a sought-after pocket known for its tree-lined streets and historic homes, this investment offers the best of city living with a neighborhood vibe. The surrounding area blends quiet residential blocks with easy access to vibrant Andersonville, known for its locally-owned shops, dining, libations, and robust community events. Nearby Bowmanville adds a more residential feel with well-maintained homes, a welcoming atmosphere, and proximity to Winnemac Park. This is rare gem... with a cherry on top.

1715 W Balmoral Avenue, Chicago

1468 W Balmoral Avenue Unit #3, Chicago
$775,000
3 Beds ⋅ 2 Baths ⋅ 12639941 MLS ⋅ CLOSED Status
This huge, beautifully rehabbed condo features a stunning combination of vintage details and modern amenities and is located in an intimate brick building on a serene tree-lined street, half a block from the heart of Andersonville! This south facing unit is flooded with natural light and features a thoughtful floor plan ideal for family living and entertaining. Gracious foyer leads to large living room with custom wall coverings and gas fireplace flanked by beautiful vintage built-ins. Living room opens to sun-filled family room with three exposures. Brand new designer kitchen with stainless steel appliances, custom backsplash, gorgeous terra cotta floor and large breakfast bar opens to dining room that easily accommodates a large table. Enclosed private office perfect for working from home. Hardwood floors. New premium lighting. High-end matte paint. In-unit washer/dryer. Dedicated private garage not shared with other owners and large storage closet are included in the price. Unbeatable location steps to restaurants, cafes, shopping, groceries, parks, the "L" and all that Andersonville has to offer. No detail was overlooked in this meticulously designed home.

1468 W Balmoral Avenue Unit #3, Chicago



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