Andersonville Homes

/25
$650,000 Pending
- 2 Beds
- 2 Baths
- 1,350 Sq Ft
1416 W Olive Ave Unit 2, Chicago, IL 60660

Vintage soul. Modern style. Andersonville at its best! This residence pairs timeless finishes with a thoughtful layout on one of the neighborhood's most picturesque blocks. Here, you're steps from vibrant cafes, boutiques, restaurants, easy transportation, and the lake - everything you love about city living at your doorstep. Inside, this home offers a two-bedroom, two-bath floorplan filled with

Alley Ballard @properties Christie's International Real Estate

1416 W Olive Ave Unit 2, Chicago, IL 60660
/18
$1,675 - $2,595 per month
- Studio - 2 Beds
- 1 Bath
- 500 Sq Ft
- Condo for Rent
1555 W Hollywood Ave, Chicago, IL 60660

Located in the heart of Andersonville, The Andy blends timeless Chicago charm with sleek, modern finishes. Choose from thoughtfully designed studios and spacious one & two-bedrooms — all filled with natural light, smart layouts, and stylish touches like Italian cabinetry, oversized windows, and brand-new everything. Studios offer open-concept living with elevated features like separate kitchens

1555 W Hollywood Ave, Chicago, IL 60660
/20
$400,000 Sold Aug 25, 2025
- 3 Days On Market
- 2 Beds
- 1 Bath
- Built 1908
1614 W Rascher Ave Unit 1E, Chicago, IL 60640

There's so much to love about this beautiful two bedroom one bath condominium. It's nestled in an incredibly quiet and peaceful neighborhood with plenty of available parking. It is in the heart of one of the most popular areas in Chicago, Andersonville. Anyone who's ever been to Andersonville knows it is a great place for dining, shopping or just stopping in for a quick beverage and pastry at a

John Williams Baird & Warner

1614 W Rascher Ave Unit 1E, Chicago, IL 60640

/2
Est $452,214 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,400 Sq Ft
5246 N Glenwood Ave Unit 1, Chicago, IL 60640

5246 N Glenwood Ave Unit 1, Chicago, IL 60640

/18
$239,900 Pending
- 1 Bed
- 1 Bath
- 850 Sq Ft
1415 W Catalpa Ave Unit 1N, Chicago, IL 60640

Bright and modern - this Andersonville 1 bed / 1 bath unit in a classic vintage courtyard building is ready for you! Step inside this beautiful home where natural sunlight filters through the windows. The spacious living room offers a welcoming layout with room for both lounging and entertaining, while the adjacent dining area easily accommodates a full table-ideal for hosting dinner parties or

Mark Zipperer RE/MAX PREMIER

1415 W Catalpa Ave Unit 1N, Chicago, IL 60640
/17
$2,000 per month
- 1 Bed
- 1 Bath
- 715 Sq Ft
- Condo for Rent
1625 W Hollywood Ave Unit 3, Chicago, IL 60660

Welcome to this chic and modern rehabbed loft-style 1 bedroom apartment, the epitome of urban living with a touch of sophistication. This spacious loft offers a contemporary open layout with hardwood flooring throughout, stainless steel appliances, quartz countertops, and an in-unit washer/dryer, creating a unique and trendy living space. Situated in a thriving Edgewater/Andersonville location,

Al Schwartz Fulton Grace Realty

1625 W Hollywood Ave Unit 3, Chicago, IL 60660
/44
$1,212,000 Sold Aug 22, 2025
- 3,738 Sq Ft
- $324/SF
- 6 Days On Market
- 6 Beds
- 3 Baths
- Built 1911
1505 W Hollywood Ave, Chicago, IL 60660

Beautifully updated classic Chicago 3-flat in Andersonville/Edgewater, where timeless charm meets modern design. Each unit features original hardwood floors, rich woodwork throughout, a private front & rear balcony/porches , custom paint & closets as well as high-quality craftsmanship in every detail-from the wood-trimmed ceilings to the custom lighting that highlights the space's character.

Frank Polancic RE/MAX Premier

1505 W Hollywood Ave, Chicago, IL 60660

/19
Est $254,230 Not Listed For Sale
- 1 Bed
- 1 Bath
1733 W Balmoral Ave Unit 1A, Chicago, IL 60640

1733 W Balmoral Ave Unit 1A, Chicago, IL 60640

/16
$200,000 Pending
- 1 Bed
- 1 Bath
1447 W Victoria St Unit 3C, Chicago, IL 60660

Step into elevated city living with this top-floor 1-bedroom, 1-bath penthouse in a charming courtyard building in the heart of Andersonville. Flooded with light from exposures in every direction, this stylish sanctuary pairs sophistication with modern convenience. The updated kitchen features granite countertops, a breakfast bar, and newer stainless steel appliances. Hardwood floors flow

Gwen Stark @properties Christie's International Real Estate

1447 W Victoria St Unit 3C, Chicago, IL 60660
/18
$1,675 - $2,595 per month
- Studio - 2 Beds
- 1 Bath
- 500 Sq Ft
- Condo for Rent
1555 W Hollywood Ave, Chicago, IL 60660

Located in the heart of Andersonville, The Andy blends timeless Chicago charm with sleek, modern finishes. Choose from thoughtfully designed studios and spacious one & two-bedrooms — all filled with natural light, smart layouts, and stylish touches like Italian cabinetry, oversized windows, and brand-new everything. Studios offer open-concept living with elevated features like separate kitchens

1555 W Hollywood Ave, Chicago, IL 60660
/28
$509,000 Sold Aug 20, 2025
- 1,671 Sq Ft
- $305/SF
- 1 Day On Market
- 2 Beds
- 2.5 Baths
- Built 1920
1654 W Berwyn Ave Unit 2W, Chicago, IL 60640

Gorgeous, sunny, corner 2 BR, 2.5 baths with south and west exposures! Gracious floor plan offers lots of windows, light, hardwood floors throughout, garage parking and space, space space! In unit washer dryer. Recent improvements to kitchen and baths include counter tops, cabinetry, backsplash, enhanced lighting and more. Well managed, intimate building on charming, quiet street. Come

Christine Anderson RE/MAX Premier

1654 W Berwyn Ave Unit 2W, Chicago, IL 60640

/22
Est $424,341 Not Listed For Sale
- 2 Beds
- 1 Bath
- 10,040 Sq Ft
1732 W Foster Ave Unit 1, Chicago, IL 60640

1732 W Foster Ave Unit 1, Chicago, IL 60640

/35
$749,000 Pending
- 5 Beds
- 3 Baths
5440 N Ashland Ave, Chicago, IL 60640

Check out this beautiful brick two-flat plus finished garden nestled in the heart of Andersonville, one of Chicago's most vibrant neighborhoods. This charming property is a perfect blend of classic character and modern convenience, just one block away from the bustling shops and restaurants of Clark Street. Enjoy hardwood floors on the 1st and 2nd floors, updated kitchens and baths, stainless

Kieran Conlon Compass

5440 N Ashland Ave, Chicago, IL 60640
/16
$3,300 per month
- 3 Beds
- 2 Baths
- 2,811 Sq Ft
- House for Rent
5610 N Glenwood Ave, Chicago, IL 60660

FIRST MONTH'S RENT WITH 1750 NON-REFUNDABLE MOVE-IN. THIS IS A 3 BEDROOM, 2 FULL BATH HOUSE, UPDATED AND WELL KEPT, NO PETS ALLOWED. CREDIT SCORE 700 MINIMUM, VERIFIABE INCOME, EMPLOYMENT, AND RENTAL HISTORY REQUIRED. APPLICATION IS 36.00, NON-REFUNDABLE. ELECTRIC AND GAS NOT INCLUDED.

Geraldine Mullen Ziggy Realty and Builders

5610 N Glenwood Ave, Chicago, IL 60660
/32
$599,000 Sold Aug 20, 2025
- 5 Days On Market
- 4 Beds
- 2 Baths
- Built 1905
1642 W Olive Ave, Chicago, IL 60660

Solid Brick Building in need of rehabbing, great fun area close to transportation and Shopping, on a beautiful tree-lined street. Property is to be sold (AS IS), No VA or FHA

Joseph Gillato E-Professional Realty

1642 W Olive Ave, Chicago, IL 60660

/74
Est $1,522,172 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,000 Sq Ft
1721 W Summerdale Ave, Chicago, IL 60640

1721 W Summerdale Ave, Chicago, IL 60640

/18
$1,675 - $2,595 per month
- Studio - 2 Beds
- 1 Bath
- 500 Sq Ft
- Condo for Rent
1555 W Hollywood Ave, Chicago, IL 60660

Located in the heart of Andersonville, The Andy blends timeless Chicago charm with sleek, modern finishes. Choose from thoughtfully designed studios and spacious one & two-bedrooms — all filled with natural light, smart layouts, and stylish touches like Italian cabinetry, oversized windows, and brand-new everything. Studios offer open-concept living with elevated features like separate kitchens

1555 W Hollywood Ave, Chicago, IL 60660
/25
$587,500 Sold Aug 18, 2025
- 6 Days On Market
- 2 Beds
- 1 Bath
- Built 1914
5406 N Glenwood Ave Unit 3N, Chicago, IL 60640

Welcome home to this beautifully updated top-floor escape tucked away on a quiet, tree-lined street in the heart of Andersonville. With two bedrooms, a dedicated office, and a sunroom, this condo lives like a spacious 3-bedroom retreat with bonus living space. Set within an elegant Edwardian-era six-unit building, this residence seamlessly blends vintage charm with modern comforts, offering

Camille Canales Compass

5406 N Glenwood Ave Unit 3N, Chicago, IL 60640

/37
Not Listed For Sale
- 6 Beds
- 3 Baths
- 2,004 Sq Ft
1645 W Olive Ave, Chicago, IL 60660

1645 W Olive Ave, Chicago, IL 60660

/6
$1,300 per month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Condo for Rent
5668 N Ridge Ave Unit 3N, Chicago, IL 60660

In the heart of Edgewater! Large vintage second floor unit. Just rehabbed kitchen and bath, beautifully done. Newly refinished hardwood floors, new light fixtures throughout. Huge living room with sun room, new thermo windows, warm, bright and airy.Separate bedroom with good closet space. Convenient to transportation, stores and restaurants. 3 blocks to L stop, new Whole Foods, library,

5668 N Ridge Ave Unit 3N, Chicago, IL 60660
/56
$1,700,000 Sold Aug 18, 2025
- 192 Days On Market
- 7 Beds
- 6 Baths
- Built 1901
1434 W Bryn Mawr Ave, Chicago, IL 60660

A truly special property in the heart of Andersonville that has been meticulously renovated. This turn of the century graystone now offers 3 total units: 2 rental units and a duplex up owner's unit that presents luxury and sophistication. Entering the owner's unit you will find a formal foyer with a coat closet. This leads you to an open concept space that is fantastic for everyday living and

Matthew Liss Mark Allen Realty ERA Powered

1434 W Bryn Mawr Ave, Chicago, IL 60660

/44
Not Listed For Sale
- 8 Beds
- 5 Baths
- 2,878 Sq Ft
1454 W Farragut Ave, Chicago, IL 60640

1454 W Farragut Ave, Chicago, IL 60640

/22
$2,378 per month
- 2 Beds
- 1 Bath
- 850 Sq Ft
- Condo for Rent
1553 W Hollywood Ave Unit 401, Chicago, IL 60660

Andersonville’s Newest Rehab — Designed to Feel Like HomeBe the first to live in this stunning, fully renovated building in the heart of Andersonville—where classic charm meets modern comfort, and everything you love is just a stroll away.Inside every unit, you’ll find:Italian craftsmanship, meet Chicago cool — sleek Stosa cabinetry throughoutChef-worthy stainless

1553 W Hollywood Ave Unit 401, Chicago, IL 60660
/29
$820,000 Sold Aug 15, 2025
- 2,570 Sq Ft
- $319/SF
- 4 Days On Market
- 3 Beds
- 2.5 Baths
1416 W Olive Ave Unit 1, Chicago, IL 60660

This Jumbo Flat impeccably maintained duplex down, 2570 sqft of a 3 bedroom, 2.1 baths in the heart of Andersonville feels like a single-family home. Extensive millwork, custom built-ins, surround sound, creates a thoughtfully designed living space among two levels. The main floor has an open concept with hardwood floor, bright living space with a bay window, defined dining room area and kitchen

Michael Shenfeld Jameson Sotheby's Intl Realty

1416 W Olive Ave Unit 1, Chicago, IL 60660

/35
Est $1,284,956 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,600 Sq Ft
1627 W Summerdale Ave, Chicago, IL 60640

1627 W Summerdale Ave, Chicago, IL 60640

/28
$2,625 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
1658 W Summerdale Ave Unit 2W, Chicago, IL 60640

Available 8/1! Experience this 2 bedroom, 1 bathroom apartment nestled in the coveted Andersonville neighborhood. Pet-friendly with dog-run and designed for modern living, this residence boasts a sleek stainless steel kitchen with top-notch appliances, while in-unit laundry offers unparalleled convenience. Easy street parking nearby. A renovated bathroom adds a touch of luxury, while easy street

1658 W Summerdale Ave Unit 2W, Chicago, IL 60640
/21
$525,000 Sold Aug 12, 2025
- 1,400 Sq Ft
- $375/SF
- 0 Days On Market
- 2 Beds
- 1 Bath
- Built 1911
5308 N Glenwood Ave Unit 3N, Chicago, IL 60640

Welcome to a fabulous top-floor gem in the heart of Andersonville! This beautiful 2-bedroom + den, 1-bath condo seamlessly blends elegant vintage charm with stylish modern touches. With a smart, functional layout and treetop views, you'll love relaxing in the bright and airy sunroom or cozying up by the gas-burning fireplace in the spacious living room. Lovely original details like hardwood

Chris Stockwell Compass

5308 N Glenwood Ave Unit 3N, Chicago, IL 60640

/30
Not Listed For Sale
- 7 Beds
- 4 Baths
- 3,852 Sq Ft
1417 W Olive Ave, Chicago, IL 60660

1417 W Olive Ave, Chicago, IL 60660

/8
$1,350 per month
- 1 Bed
- 1 Bath
- Condo for Rent
5203 N Wayne Ave Unit GN, Chicago, IL 60640

Andersonville 1-bedroom garden unit. Spacious with open kitchen w/ a dishwasher. Heat and water included in the rent. West-facing windows. In-building laundry.

5203 N Wayne Ave Unit GN, Chicago, IL 60640
/30
$922,500 Sold Aug 05, 2025
- 1,800 Sq Ft
- $512/SF
- 13 Days On Market
- 3 Beds
- 2 Baths
- Built 2016
5455 N Ravenswood Ave Unit 3N, Chicago, IL 60640

Looking for that rare special home with private outdoor space for lounging, gardening, and entertaining? This is it. Magazine quality finishes and furnishings in this beautiful top floor condo in pristine condition. From the exquisite crown molding to the on-trend colors and finishes, nothing has been overlooked. Extra-wide living/dining area provides maximum flexible space. Spacious balcony with

Craig Easly @properties Christie's International Real Estate

5455 N Ravenswood Ave Unit 3N, Chicago, IL 60640

/38
Not Listed For Sale
- 6 Beds
- 2 Baths
- 2,762 Sq Ft
5707 N Glenwood Ave, Chicago, IL 60660

5707 N Glenwood Ave, Chicago, IL 60660

/20
$2,287 per month
- 2 Beds
- 1 Bath
- 850 Sq Ft
- Condo for Rent
1555 W Hollywood Ave Unit 307, Chicago, IL 60660

Be the first to call this stunning gut rehab home now touring for June move-ins in the heart of Andersonville, where vintage charm meets fresh energy (and yes, you re just moments from your favorite coffee shop).This boutique building has been fully reimagined into a curated collection of studios, 1-bedrooms, and 2-bedrooms that blend European design with Chicago practicality. Every unit

1555 W Hollywood Ave Unit 307, Chicago, IL 60660
/24
$646,000 Sold Aug 04, 2025
- 2,000 Sq Ft
- $323/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 1916
1621 W Rascher Ave Unit 2, Chicago, IL 60640

Where vintage soul meets modern style in the heart of Andersonville. This beautifully renovated 3-bedroom, 2-bath condo that perfectly balances timeless charm and thoughtful updates. Original details like exposed brick, crown molding, hardwood floors, and restored wood trim bring character, while modern touches add comfort and functionality. The spacious living room features built-in bookcases

Megan Fealy @properties Christie's International Real Estate

1621 W Rascher Ave Unit 2, Chicago, IL 60640

/23
Not Listed For Sale
- 5 Beds
- 2 Baths
- 2,378 Sq Ft
5234 N Wayne Ave, Chicago, IL 60640

5234 N Wayne Ave, Chicago, IL 60640

/32
$1,535 per month
- Studio
- 1 Bath
- 375 Sq Ft
- Condo for Rent
1555 W Hollywood Ave Unit 213, Chicago, IL 60660

Be the first to call this stunning gut rehab home now touring for June move-ins in the heart of Andersonville, where vintage charm meets fresh energy (and yes, you re just moments from your favorite coffee shop).This boutique building has been fully reimagined into a curated collection of studios, 1-bedrooms, and 2-bedrooms that blend European design with Chicago practicality. Every unit

1555 W Hollywood Ave Unit 213, Chicago, IL 60660
/19
$485,000 Sold Jul 31, 2025
- 5 Days On Market
- 2 Beds
- 2 Baths
5359 N Paulina St Unit 2, Chicago, IL 60640

Welcome home to this stylish corner unit nestled in the heart of Andersonville. Timeless details include crisp white crown moldings, decorative trims, and gleaming oak floors. A vintage brick decorative fireplace, flanked by built-in bookcases, creates a warm focal point in the living room. Enjoy meals or entertain in the sunny dining area, perfectly positioned in a bay window nook that fills the

Michael McCallum Baird & Warner

5359 N Paulina St Unit 2, Chicago, IL 60640

/37
Not Listed For Sale
- 7 Beds
- 4 Baths
- 3,088 Sq Ft
5556 N Wayne Ave, Chicago, IL 60640

5556 N Wayne Ave, Chicago, IL 60640

/19
$2,287 per month
- 2 Beds
- 1 Bath
- 850 Sq Ft
- Condo for Rent
1555 W Hollywood Ave Unit 408, Chicago, IL 60660

Be the first to call this stunning gut rehab home now touring for September and October move-ins in the heart of Andersonville, where vintage charm meets fresh energy (and yes, you re just moments from your favorite coffee shop).This boutique building has been fully reimagined into a curated collection of studios, 1-bedrooms, and 2-bedrooms that blend European design with Chicago

1555 W Hollywood Ave Unit 408, Chicago, IL 60660
/51
$1,699,900 Sold Jul 15, 2025
- 4,800 Sq Ft
- $354/SF
- 10 Days On Market
- 5 Beds
- 5 Baths
- Built 1910
5316 N Wayne Ave, Chicago, IL 60640

Come see this wide, light filled, single family home on a 37.5 foot wide lot in Chicago's popular Andersonville. This location is special. 5316 N Wayne is within Andersonville's Lakewood Balmoral blocks coveted for its single family homes nearly all on wide lots with tons of character. If you have not done so, drive down Wayne, Lakewood, and Magnolia between Foster and Bryn Mawr and experience

Steve Jurgens 312 Estates LLC

5316 N Wayne Ave, Chicago, IL 60640

/31
Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,680 Sq Ft
1430 W Edgewater Ave, Chicago, IL 60660

1430 W Edgewater Ave, Chicago, IL 60660

Showing Results 41 - 80, Page 2 of 18

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