Andersonville Homes

• 

  

  

  /20

  $2,287 per month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  1555 W Hollywood Ave Unit 301, Chicago, IL 60660

  Be the first to call this stunning gut rehab home now touring for September 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

  1555 W Hollywood Ave Unit 301, Chicago, IL 60660
• 

  

  

  /44

  $1,055,000 Sold Jun 30, 2025

  • 2,902 Sq Ft
  • $364/SF
  • 5 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1910

  5357 N Wayne Ave, Chicago, IL 60640

  Step into a rare opportunity to own a magnificent brick two-flat in the highly sought-after Andersonville neighborhood. This home has been lovingly cared for by the same family for decades! The first floor is a 2 bed 1 bath and the second level is a 3 bed 1 bath. Both units are quite spacious with large living and dining rooms, back mudrooms, and kitchen pantries. The original woodwork,

  Brian Grienenberger Baird & Warner

  5357 N Wayne Ave, Chicago, IL 60640
• 

  

  

  /39

  Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,492 Sq Ft

  1736 W Catalpa Ave, Chicago, IL 60640

  1736 W Catalpa Ave, Chicago, IL 60640
• 

  

  

  /19

  $2,287 per month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  1555 W Hollywood Ave Unit 208, 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 208, Chicago, IL 60660
• 

  

  

  /16

  $380,000 Sold Jun 27, 2025

  • 2 Beds
  • 2 Baths
  • Built 1920

  1318 W Bryn Mawr Ave Unit 2, Chicago, IL 60660

  Lovely and bright corner 2bed/2bath in charming Andersonville/Edgewater! Modern updates in a solid brick vintage building. With south and west exposures, the natural light is amazing! The open floorplan allows the light all the way in, with kitchen, dining and living spaces all on the south wall. Featuring a large kitchen, stainless steel appliances, lots of granite counter space and recently

  Julie Chesne Compass

  1318 W Bryn Mawr Ave Unit 2, Chicago, IL 60660
• 

  

  /59

  Not Listed For Sale

  • 12 Beds
  • 9 Baths

  1676 W Bryn Mawr Ave, Chicago, IL 60660

  1676 W Bryn Mawr Ave, Chicago, IL 60660
• 

  

  /11

  $1,850 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  5664 N Ridge Ave Unit BASEMENT, Chicago, IL 60660

  Recently Updated Unit in Great Location Featuring:* Newly refinished hardwood floors* New light fixtures throughout. * Small but efficient kitchen with a gas stove, micro, and full size fridge. * Ample size living room, large enough for a sofa, computer desk, end tables and lamps.* Newer thermo windows, warm, bright and airy.* Separate bedroom with small closet space,

  5664 N Ridge Ave Unit BASEMENT, Chicago, IL 60660
• 

  

  /31

  $1,130,000 Sold Jun 27, 2025

  • 3,200 Sq Ft
  • $353/SF
  • 6 Days On Market

  • 4 Beds
  • 4 Baths

  5251 N Paulina St, Chicago, IL 60640

  Charming and Versatile Home in the Heart of Andersonville nestled on a quiet, tree-lined street, this beautifully maintained 4-bedroom, 4-bathroom home offers exceptional space and versatility for modern living. The main level boasts an inviting layout ideal for entertaining, featuring a sunlit living room with a cozy fireplace, a formal dining area, and a bright, open-concept kitchen with white

  Linette Thompson Baird & Warner

  5251 N Paulina St, Chicago, IL 60640
• 

  

  /16

  Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,836 Sq Ft

  1459 W Hollywood Ave, Chicago, IL 60660

  1459 W Hollywood Ave, Chicago, IL 60660
• 

  

  /12

  $1,850 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  5662 N Ridge Ave Unit 64-GRDN, Chicago, IL 60660

  Close to Red Line, #84 & 36 buses, and Lakefront. Just over 1 mile to Loyola University Lakeshore Campus, and just down the street from plenty of shops and restaurants. *Photos may be of similar unit* - Presented by Fulton Grace Realty

  5662 N Ridge Ave Unit 64-GRDN, Chicago, IL 60660
• 

  

  /40

  $1,764,000 Sold Jun 27, 2025

  • 8,352 Sq Ft
  • $211/SF
  • 6 Days On Market

  • Built 1913

  1458 W Edgewater Ave, Chicago, IL 60660

  This meticulously maintained and thoughtfully updated 6-unit building offers classic charm in one of Chicago's most desirable neighborhoods. The property features four spacious 2-bedroom units and two 3-bedroom units, each with hardwood floors, separate dining rooms, and some original built-ins that add character and warmth. The gracious entryway showcases original tile and stunning woodwork in

  Elizabeth Caya Redfin Corporation

  1458 W Edgewater Ave, Chicago, IL 60660
• 

  

  /73

  Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 3,217 Sq Ft

  5215 N Ashland Ave, Chicago, IL 60640

  5215 N Ashland Ave, Chicago, IL 60640
• 

  

  /7

  $1,738 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  1555 W Hollywood Ave Unit 212, Chicago, IL 60660

  Be the First to Live in This Stunning Gut Rehab in Prime Andersonville! We are now beginning tours for June move ins!Welcome to your brand-new home in the heart of Andersonville, one of Chicago's most vibrant and charming neighborhoods. This beautifully renovated building offers a boutique collection of studios, 1-bedroom, and 2-bedroom apartments, all thoughtfully designed with modern living

  1555 W Hollywood Ave Unit 212, Chicago, IL 60660
• 

  

  /16

  $575,000 Sold Jun 25, 2025

  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1906

  5615 N Wayne Ave Unit 3S, Chicago, IL 60660

  BEST AND FINAL OFFERS DUE MONDAY 5/12 BY NOON. Modern amenities in a gorgeous classic vintage home! Welcome home to stately Wayne Avenue Gardens Condominiums - an intimate seven-unit building. Bright and sunny home with three exposures (E., W., and S.) This penthouse residence was gut rehabbed in 2004, with additional updates in recent years including a kitchen refresh and two full bathroom

  David Jablonowski @properties Christie's International Real Estate

  5615 N Wayne Ave Unit 3S, Chicago, IL 60660
• 

  

  /25

  Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,410 Sq Ft

  1421 W Gregory St, Chicago, IL 60640

  1421 W Gregory St, Chicago, IL 60640
• 

  

  /10

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  5301 N Ashland Ave Unit 105, Chicago, IL 60640

  Ridiculous Andersonville one bedroom, features brand new kitchen appliances, spacious living area, updated bathroom, great closet space, Heat included and pets are welcome! Steps from Clark street and nightlife. Additional Amenities: Ceiling fan, Modern Bath, Modern Kitchen, New Appliances, New/Renovated Bath, New/Renovated Kitchen.

  5301 N Ashland Ave Unit 105, Chicago, IL 60640
• 

  

  /26

  $855,000 Sold Jun 25, 2025

  • 1,089 Sq Ft
  • $785/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths

  1404 W Hollywood Ave, Chicago, IL 60660

  Darling single family home in an unbeatable Andersonvile location! Three bedrooms and two full bathrooms, an updated kitchen, deck, spacious backyard and two car garage make this home hard to beat. The main level is open and sunny, featuring a gracious living room area with built-ins and a bay window with southern exposure. Next to the remodeled kitchen is a larging dining area with new skylights

  Marlene Granacki RE/MAX 10 Lincoln Park

  1404 W Hollywood Ave, Chicago, IL 60660
• 

  /2

  Not Listed For Sale

  • 7 Beds
  • 4 Baths
  • 3,555 Sq Ft

  1412 W Olive Ave, Chicago, IL 60660

  1412 W Olive Ave, Chicago, IL 60660
• 

  

  /10

  $1,245 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Condo for Rent

  1466 W Rascher Ave Unit Cozy Bright Garden, Chicago, IL 60640

  COZY BRIGHT GARDENTERRIFIC LOCATION: COVENIENT TO ALL CLARK STREET AMENITIES!PERFECT FOR STUDENT OR JOB NEARBY!Peaceful street near coffee shops, great dining, grocers, bakeries, antique shops, gastro-pubs, lakefront beaches, walking, biking, etc.Easy transportation by LSD, CTA Redline buses 22Clark, 147, 50 Damen, Metra Lawrence station, Peterson to I-90, easy transportation

  1466 W Rascher Ave Unit Cozy Bright Garden, Chicago, IL 60640
• 

  

  /15

  $275,000 Sold Jun 20, 2025

  • 3 Days On Market

  • 1 Bed
  • 1 Bath

  1737 W Balmoral Ave Unit 1A, Chicago, IL 60640

  This sun-drenched 1 bedroom corner unit truly is the epitome of location, perfectly situated in a beautifully landscaped courtyard building in the heart of vibrant Andersonville. Boasting three sunny exposures, this bright home features an open floor concept-ideal for comfortable, everyday use and entertaining. The kitchen is updated with a breakfast bar, quartz countertops, 42-inch cabinets, and

  Hadley Rue Baird & Warner

  1737 W Balmoral Ave Unit 1A, Chicago, IL 60640
• 

  

  /21

  Est $267,011 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1700 W Summerdale Ave Unit G, Chicago, IL 60640

  1700 W Summerdale Ave Unit G, Chicago, IL 60640
• 

  

  /36

  $1,675 - $2,395 per month

  • Studio - 2 Beds
  • 1 Bath
  • 400 Sq Ft
  • Condo for Rent

  5600 N Ashland Ave, Chicago, IL 60660

  Studio, 1 Beds and 2 Beds at this rehabbed Andersonville Building! 1 and 2 Beds have in unit laundry Studios do not have in unit laundry Fees: - $80 application fee/person including co-signers- $375 per person move in fee- $300 per dog- $150 per

  5600 N Ashland Ave, Chicago, IL 60660
• 

  

  /18

  $319,000 Sold Jun 18, 2025

  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1927

  1620 W Olive Ave Unit 3A, Chicago, IL 60660

  Welcome summer in this beautiful top floor 2 bedroom condo in the heart of Andersonville! Bright and spacious rehab with vintage charm. Hardwood floors throughout with modern kitchen and amenities. SS appliances, large island and breakfast bar. New windows, blinds, dishwasher, washer dryer and roof (2022). Enjoy the summer on your private balcony off of the kitchen. In unit laundry and easy

  Susan Abbott Compass

  1620 W Olive Ave Unit 3A, Chicago, IL 60660
• 

  

  /16

  Not Listed For Sale

  • 8 Beds
  • 3 Baths
  • 3,186 Sq Ft

  1644 W Balmoral Ave, Chicago, IL 60640

  1644 W Balmoral Ave, Chicago, IL 60640
• 

  

  /36

  $1,675 - $2,395 per month

  • Studio - 2 Beds
  • 1 Bath
  • 400 Sq Ft
  • Condo for Rent

  5600 N Ashland Ave, Chicago, IL 60660

  Studio, 1 Beds and 2 Beds at this rehabbed Andersonville Building! 1 and 2 Beds have in unit laundry Studios do not have in unit laundry Fees: - $80 application fee/person including co-signers- $375 per person move in fee- $300 per dog- $150 per

  5600 N Ashland Ave, Chicago, IL 60660
• 

  

  /18

  $502,000 Sold Jun 17, 2025

  • 1,300 Sq Ft
  • $386/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1913

  5647 N Glenwood Ave Unit 2, Chicago, IL 60660

  Welcome to 5647 N Glenwood Ave Unit 2N - a gracious, vintage 2-bedroom, 1-bath condo offering classic charm blended with thoughtful updates. The kitchen has been recently refreshed and features granite countertops, 42" cabinets, an oversized single stainless steel sink, a breakfast bar, and all stainless appliances. Central A/C plus a separate laundry room with extra storage adds everyday

  Dan Mercurio Compass

  5647 N Glenwood Ave Unit 2, Chicago, IL 60660
• 

  

  /40

  Not Listed For Sale

  • 8 Beds
  • 4 Baths
  • 4,074 Sq Ft

  1465 W Olive Ave, Chicago, IL 60660

  1465 W Olive Ave, Chicago, IL 60660
• 

  

  /36

  $1,675 - $2,395 per month

  • Studio - 2 Beds
  • 1 Bath
  • 400 Sq Ft
  • Condo for Rent

  5600 N Ashland Ave, Chicago, IL 60660

  Studio, 1 Beds and 2 Beds at this rehabbed Andersonville Building! 1 and 2 Beds have in unit laundry Studios do not have in unit laundry Fees: - $80 application fee/person including co-signers- $375 per person move in fee- $300 per dog- $150 per

  5600 N Ashland Ave, Chicago, IL 60660
• 

  

  /33

  $605,000 Sold Jun 16, 2025

  • 1,656 Sq Ft
  • $365/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1916

  1431 W Rascher Ave Unit 1W, Chicago, IL 60640

  HUGE quintessential vintage condo in the heart of Andersonville! Hard to find this much square footage in such a perfect location! This high first floor three bedroom was nicely reconfigured into a two bedroom by opening up the third bedroom to create a breakfast/sun room. Could EASILY be turned back into a third bedroom. Anderson windows and custom plantation shutters were added when back

  Karl Vogel @properties Christie's International Real Estate

  1431 W Rascher Ave Unit 1W, Chicago, IL 60640
• 

  

  /26

  Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,316 Sq Ft

  5216 N Paulina St, Chicago, IL 60640

  5216 N Paulina St, Chicago, IL 60640
• 

  

  /13

  $2,175 - $2,695 per month

  • 1 - 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Condo for Rent

  1604 W Berwyn Ave, Chicago, IL 60640

  AVAILABLE NOW Beautiful Edgewater location right in the heart of Andersonville gut rehab. State of the art kitchen and bathroom, dark wood floors, central heat and back porch.

  1604 W Berwyn Ave, Chicago, IL 60640
• 

  

  /44

  $1,050,000 Sold Jun 10, 2025

  • 2,022 Sq Ft
  • $519/SF
  • 5 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1912

  5448 N Glenwood Ave, Chicago, IL 60640

  There's something timeless about a classic Chicago 2-flat, and this one checks all the boxes. Located on a quiet, tree-lined street in the heart of Andersonville, 5448 N. Glenwood Ave. sits on an extra-wide lot and offers the perfect balance of vintage charm and modern updates. Original hardwood floors, decorative fireplaces, and stained-glass windows preserve the home's historic character, while

  Ainhoa Garcia Jimenez Realty of America, LLC

  5448 N Glenwood Ave, Chicago, IL 60640
• 

  

  /10

  Not Listed For Sale

  • 8 Beds
  • 3 Baths
  • 2,696 Sq Ft

  1463 W Gregory St, Chicago, IL 60640

  1463 W Gregory St, Chicago, IL 60640
• 

  

  /13

  $2,175 - $2,695 per month

  • 1 - 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Condo for Rent

  1604 W Berwyn Ave, Chicago, IL 60640

  AVAILABLE NOW Beautiful Edgewater location right in the heart of Andersonville gut rehab. State of the art kitchen and bathroom, dark wood floors, central heat and back porch.

  1604 W Berwyn Ave, Chicago, IL 60640
• 

  

  /42

  $1,670,000 Sold Jun 09, 2025

  • 2,360 Sq Ft
  • $708/SF
  • 6 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1908

  5418 N Magnolia Ave, Chicago, IL 60640

  Absolutely gorgeous restoration of this 1908 home in the Lakewood Balmoral Historic District. Many original features remain, including beautiful wood trim, leaded glass windows, lovely mosaic tile floor, and Beardsley sconces. True double parlor affords gracious living spaces for entertaining, and a woodburning fireplace and curved window seats. Wood wainscoting, plaster walls with picture

  India Whiteside @properties Christie's International Real Estate

  5418 N Magnolia Ave, Chicago, IL 60640
• 

  

  /26

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,665 Sq Ft

  1422 W Edgewater Ave, Chicago, IL 60660

  1422 W Edgewater Ave, Chicago, IL 60660
• 

  

  /33

  $1,895 - $2,595 per month

  • 1 - 2 Beds
  • 1 Bath
  • 550 Sq Ft
  • Condo for Rent

  1655 W Hollywood Ave, Chicago, IL 60660

  - Gut Rehab - Everything Brand New- New Vinyl Flooring- Stainless Steel Appliances- Dishwasher and Microwave- In-Unit Laundry (1BRs and 2BRs Only)- Individually Controlling Heat and AC- On-Site Laundry- Fitness Center (Fall '25)- Indoor Parking (Fall '25)- Walk to Everything!

  1655 W Hollywood Ave, Chicago, IL 60660
• 

  

  /9

  $685,000 Sold Jun 06, 2025

  • 1,320 Sq Ft
  • $519/SF
  • 1 Day On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1915

  5534 N Wayne Ave, Chicago, IL 60640

  Lakewood Balmoral home|6 rooms|3 bedrooms|1.5 baths|Hardwood floors|High ceilings|Original woodwork|Mouldings|Walk-up attic|Approx. 1500 sq ft above-grade, plus 713 sq ft basement|School District 299 Helen C Pearce school of Intl. Studies - K-8 serving Edgewater and Andersonville and Senn High School all within beautiful, historic Andersonville|A rehab dream|Property being conveyed "as is". Chair

  Kathy Wadington Berkshire Hathaway HomeServices Chicago

  5534 N Wayne Ave, Chicago, IL 60640
• 

  

  /45

  Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,856 Sq Ft

  5347 N Wayne Ave, Chicago, IL 60640

  5347 N Wayne Ave, Chicago, IL 60640
• 

  

  /33

  $1,895 - $2,595 per month

  • 1 - 2 Beds
  • 1 Bath
  • 550 Sq Ft
  • Condo for Rent

  1655 W Hollywood Ave, Chicago, IL 60660

  - Gut Rehab - Everything Brand New- New Vinyl Flooring- Stainless Steel Appliances- Dishwasher and Microwave- In-Unit Laundry (1BRs and 2BRs Only)- Individually Controlling Heat and AC- On-Site Laundry- Fitness Center (Fall '25)- Indoor Parking (Fall '25)- Walk to Everything!

  1655 W Hollywood Ave, Chicago, IL 60660

Showing Results 81 - 120, Page 3 of 18