Crestwood, IL Homes

• 

  

  

  /18

  $174,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  5024 Circle Ct Unit 1010, Crestwood, IL 60418

  Welcome home to this bright and spacious 2 bedroom, 2 bathroom third-floor condo in convenient Fieldcrest. The inviting living room features vaulted ceilings, an additional storage loft, access to the private balcony & flows in to the dining room. The galley kitchen offers stainless steel appliances and space for a breakfast table with a second access point to the balcony. Both of the bedrooms

  Keith Tarasiewicz Redfin Corporation

  5024 Circle Ct Unit 1010, Crestwood, IL 60418
• Explore Crestwood

• 

  

  

  /11

  $1,900 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  5739 W 129th St Unit 2C, Crestwood, IL 60445

  This Stylish, Renovated Unit offers New Vinyl Wood Flooring in the Family Room, Kitchen and Two Bedrooms and Custom Tile showcasing the Spacious Bath with Soaking Tub & Shower. Enjoy plenty of space for Dining in this Custom Designed, Eat In Kitchen with Built In Bench Seating and Newer Stainless Steel Appliances. Fridge, Stove, Microwave and Dishwasher all stay for your convenience. Sit out on

  

  Jacquelyn Jenke

  Keller Williams Preferred Rlty

  (464) 733-3494

  5739 W 129th St Unit 2C, Crestwood, IL 60445
• 

  

  

  /21

  $160,000 Sold Sep 30, 2025

  5715 129th St Unit 1A, Crestwood, IL 60418

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $168/SF
  • 73 Days On Market

  Current Estimated Value $165,325

  Last Listing Agent Ahmad Diab Green Homes Realty

  5715 129th St Unit 1A, Crestwood, IL 60418
• 

  

  /2

  Est $161,891 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  5237 James Ln Unit 1213, Crestwood, IL 60418

  5237 James Ln Unit 1213, Crestwood, IL 60418
• 

  

  

  /32

  $209,950

  • 2 Beds
  • 2 Baths
  • 1,234 Sq Ft

  Unlisted Address

  Beautiful first-floor Flexicore condo in a well-maintained 55+ community! This spacious 2-bed, 2-bath unit features a large eat-in kitchen stainless steel appliances and a walk-in pantry, along with an inviting L-shaped living/dining room. The primary bedroom offers a full en-suite bath, double closet, and separate sink area. Enjoy the convenience of an in-unit laundry room with full-size washer

  Krzysztof Kuczaj NowEquity Real Estate

  Unlisted Address
• 

  

  /14

  $2,100 per month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  5221 James Ln Unit 1511, Crestwood, IL 60445

  Spacious 2-Bed, 2-Bath Condo in Prime Crestwood Location! Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the heart of Crestwood! Nestled in a quiet, well-kept community, this charming unit offers the perfect blend of comfort, convenience, and style. Step inside to discover a bright and airy open-concept living and dining area with sliding glass doors that lead to a private

  Rickey Flournoy Rickey Flournoy II Dr

  5221 James Ln Unit 1511, Crestwood, IL 60445
• 

  

  /27

  $180,000 Sold Sep 03, 2025

  13521 Le Claire Ave Unit 72, Crestwood, IL 60418

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  Last Sold Summary

  • $180/SF
  • 1 Day On Market

  Current Estimated Value $182,072

  Last Listing Agent Tiffany Brown Kale Realty

  13521 Le Claire Ave Unit 72, Crestwood, IL 60418
• 

  

  /15

  Est $164,672 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  5219 James Ln Unit 1604, Crestwood, IL 60445

  5219 James Ln Unit 1604, Crestwood, IL 60445
• 

  

  /30

  $294,900

  • 3 Beds
  • 1 Bath
  • 1,076 Sq Ft

  13601 Loomis Ln, Crestwood, IL 60445

  Completely refreshed and move in ready. This 3-bedroom, split level home has been freshly painted from top to bottom. Gleaming hardwood floors in the living room and upper-level bedrooms. Brand new carpeting in the family room. Brand new electrical panel. Freshly painted front porch. Brand new flooring, stainless steel appliances, granite counter tops and white cabinetry in the kitchen. The

  Edward Lukasik RE/MAX Professionals

  13601 Loomis Ln, Crestwood, IL 60445
• 

  

  /24

  $302,000 Sold Dec 08, 2025

  14224 Springfield Ave, Crestwood, IL 60418

  • 3 Beds
  • 2.5 Baths
  • 1,232 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Below List Price
  • $245/SF
  • 0 Days On Market

  Last Listing Agent Melissa Kingsbury Redfin Corporation

  14224 Springfield Ave, Crestwood, IL 60418
• 

  

  /16

  Est $191,030 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  5739 129th St Unit 1A, Crestwood, IL 60445

  5739 129th St Unit 1A, Crestwood, IL 60445
• 

  

  /37

  $388,000

  • 3 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  4211 135th St, Crestwood, IL 60445

  ONE OF CRESTWOOD'S SOUGHT OUT GEMS HAS BECOME AVAILABLE, LOCATED ON A MAIN THOROUGHFARE THAT CONNECTS CAL SAG ROAD, PULASKI AND CICERO AVENUES, ABSOLUTELY GORGEOUS & WELL - MAINTAINED BRICK THREE STEP RANCH, MASTER BEDROOM FEATURES DUAL CLOSETS INCLUDING AN ENSUITE BATH WITH A SEPARATE SHOWER, VAULTED CATHEDRAL CEILINGS, FORMAL DINING ROOM, FRENCH DOORS USHER YOU INTO THE FAMILY ROOM WITH GAS

  Dorian Johnson Jelani Realty Advisors

  4211 135th St, Crestwood, IL 60445
• 

  

  /24

  $429,900 Sold Mar 03, 2025

  5428 Homestead Dr, Crestwood, IL 60445

  • 5 Beds
  • 4 Baths
  • 3,400 Sq Ft
  • Built 1961

  Last Sold Summary

  • $126/SF
  • 11 Days On Market

  Current Estimated Value $454,956

  Last Listing Agent Jenny Ratliff Village Realty, Inc.

  5428 Homestead Dr, Crestwood, IL 60445
• 

  

  /21

  Est $275,976 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,105 Sq Ft

  5416 138th St, Crestwood, IL 60445

  5416 138th St, Crestwood, IL 60445
• 

  

  /22

  $205,900

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  4940 Circle Ct Unit 604, Crestwood, IL 60445

  First-floor unit in desirable Fieldcrest! This well-maintained home features 2 spacious bedrooms and 2 full bathrooms. Conveniently located near an array of shopping centers with easy access to the expressway. The unit offers a private patio entrance, in-unit laundry, a newer furnace and A/C, newer kitchen appliances (2024), laminate flooring throughout the kitchen and living room, as well as

  Bridgett Atwell Compass

  4940 Circle Ct Unit 604, Crestwood, IL 60445
• 

  

  /22

  $295,000 Sold Aug 04, 2025

  12809 W Playfield Dr, Crestwood, IL 60445

  • 3 Beds
  • 2 Baths
  • 1,441 Sq Ft
  • Built 1961

  Last Sold Summary

  • 1% Below List Price
  • $205/SF
  • 31 Days On Market

  Current Estimated Value $304,505

  Last Listing Agent Ron Wexler Keller Williams Preferred Rlty

  12809 W Playfield Dr, Crestwood, IL 60445
• 

  

  /31

  Est $357,058 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,390 Sq Ft

  12942 W Playfield Dr, Crestwood, IL 60445

  12942 W Playfield Dr, Crestwood, IL 60445
• 

  

  /35

  $299,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,742 Sq Ft

  5440 138th St, Crestwood, IL 60445

  Welcome to this charming midcentury split-level in sought-after Crestwood Gardens-offered for the first time by its original owner. This lovingly maintained 3-bedroom, 1.5-bath home is filled with timeless character and thoughtful updates that blend classic design with modern convenience. Known as the "Driftwood" model when first built, this home originally debuted with a price tag of just

  Kelly Carlson @properties Christie's International Real Estate

  5440 138th St, Crestwood, IL 60445
• 

  

  /27

  $324,900 Sold Dec 05, 2025

  13125 E Playfield Dr, Midlothian, IL 60445

  • 4 Beds
  • 2 Baths
  • 1,786 Sq Ft
  • Built 1962

  Last Sold Summary

  • $182/SF
  • 4 Days On Market

  Last Listing Agent Steven Loerop Village Realty, Inc.

  13125 E Playfield Dr, Midlothian, IL 60445
• 

  

  /17

  Est $133,907 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 663 Sq Ft

  5723 129th St Unit 2E, Crestwood, IL 60418

  5723 129th St Unit 2E, Crestwood, IL 60418
• 

  

  /20

  $220,000

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  13933 James Dr Unit 816, Crestwood, IL 60445

  Welcome to this beautifully updated 2-bedroom, 1.5-bath condo offering a perfect blend of style, comfort, and convenience. Fully renovated in 2023, the condo features a sleek, modern kitchen equipped with brand-new appliances (2023), including a refrigerator, oven, microwave, and dishwasher. Enjoy the comfort of a new furnace and A/C system (2023), along with in-unit laundry featuring a new

  Sandy Matariyeh Baird & Warner

  13933 James Dr Unit 816, Crestwood, IL 60445
• 

  

  /27

  $177,500 Sold Oct 01, 2025

  13620 Lamon Ave Unit 417, Crestwood, IL 60418

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Below List Price
  • $178/SF
  • 16 Days On Market

  Current Estimated Value $179,734

  Last Listing Agent Beata Krasowski eXp Realty

  13620 Lamon Ave Unit 417, Crestwood, IL 60418
• 

  

  /6

  Est $107,275 Not Listed For Sale

  13717 Keeler Ave, Robbins, IL 60472

  13717 Keeler Ave, Robbins, IL 60472
• 

  

  /21

  $269,900

  • 3 Beds
  • 1 Bath
  • 1,650 Sq Ft

  3904 W 137th St, Crestwood, IL 60445

  This charming and extremely well maintained all brick ranch CRESTWOOD home offers 3 bedrooms, 1 bathroom , 1.5 attached garage, and almost half an acre of fenced in yard! Located on very quiet street, it offers privacy, but at the same time, it provides an easy access to major expressways. Spacious living room room, with custom built wood burning fireplace, opened to generous in size dining room,

  Elizabeth Ziaja Baird & Warner

  3904 W 137th St, Crestwood, IL 60445
• 

  

  /10

  $155,000 Sold Aug 21, 2025

  12720 Carriage Ln Unit H2, Crestwood, IL 60445

  • 2 Beds
  • 1 Bath
  • Built 1971

  Last Sold Summary

  • 3% Above List Price
  • 15 Days On Market

  Current Estimated Value $149,656

  Last Listing Agent Jacqueline Coluzzi Coldwell Banker Realty

  12720 Carriage Ln Unit H2, Crestwood, IL 60445
• 

  

  /36

  Est $184,510 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  13256 W Circle Drive Pkwy Unit 501, Crestwood, IL 60445

  13256 W Circle Drive Pkwy Unit 501, Crestwood, IL 60445
• 

  

  /16

  $189,900

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  13933 James Dr Unit 822, Crestwood, IL 60445

  Welcome HOME! This condo features numerous recent upgrades throughout, creating a fresh feel that's truly move-in ready! Some of the recent updates include Furnace & A/C (2023), hot water tank (2024), kitchen appliances (2026), carpeting (2026), Sliding glass door to balcony (2026), paint (2026). Enjoy indoor-outdoor living with a private balcony-perfect for morning coffee or evening relaxation.

  Brian Conover Elevate Real Estate Group

  13933 James Dr Unit 822, Crestwood, IL 60445
• 

  

  /33

  $145,000 Sold Nov 04, 2025

  12750 Carriage Ln Unit F2, Crestwood, IL 60445

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Below List Price
  • $181/SF
  • 31 Days On Market

  Current Estimated Value $146,572

  Last Listing Agent Jovita Casian Illinois Real Estate Partners Inc

  12750 Carriage Ln Unit F2, Crestwood, IL 60445
• 

  

  /14

  Est $195,461 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  13953 W Leamington Dr Unit 1008, Crestwood, IL 60418

  13953 W Leamington Dr Unit 1008, Crestwood, IL 60418
• 

  

  /25

  $188,850 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  4955 134th Place Unit 3B, Crestwood, IL 60445

  Move in ready Condo with Modern Updates and Prime Location This beautifully maintained 2 bedroom, 1.5 bath condo offers quiet top-floor living just 2 1/2 flights up. Thoughtfully updated with a remodeled bathroom (2019), bamboo flooring (2020), and new windows and trim (2018), this home combines comfort and style in every detail. The spacious, light filled layout is perfect for relaxing or

  Bruce La Ha RE/MAX 10

  4955 134th Place Unit 3B, Crestwood, IL 60445
• 

  

  /20

  $175,000 Sold Dec 04, 2025

  5204 Midlothian Turnpike Unit 222, Crestwood, IL 60445

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Below List Price
  • $175/SF
  • 83 Days On Market

  Last Listing Agent Jameel Zegar HomeSmart Realty Group

  5204 Midlothian Turnpike Unit 222, Crestwood, IL 60445
• 

  

  /10

  Est $216,352 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  14142 Karlov Ave Unit 1, Crestwood, IL 60445

  14142 Karlov Ave Unit 1, Crestwood, IL 60445
• 

  

  /20

  $325,000

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  12919 E Playfield Dr, Midlothian, IL 60445

  Spacious 2-story home offering 4 bedrooms with a flexible 5th bedroom option and 3 bathrooms, full of potential and located in a desirable subdivision. Recent updates include a new roof (2025) and select Pella replacement windows. The open-concept living and dining rooms are filled with natural light and feature a charming bay window, ideal for everyday living and entertaining. The main floor

  Christina Fieldhouse @properties Christie's International Real Estate

  12919 E Playfield Dr, Midlothian, IL 60445
• 

  

  /21

  $138,000 Sold Oct 30, 2025

  5712 128th St Unit 1A, Crestwood, IL 60445

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1971

  Last Sold Summary

  • 14% Below List Price
  • $145/SF
  • 26 Days On Market

  Current Estimated Value $140,893

  Last Listing Agent Dan Vainisi RE/MAX 1st Service

  5712 128th St Unit 1A, Crestwood, IL 60445
• 

  

  /20

  Est $202,911 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  4933 E Circle Dr Unit 110, Crestwood, IL 60445

  4933 E Circle Dr Unit 110, Crestwood, IL 60445
• 

  

  /26

  $261,000

  • 12 Beds
  • 6.5 Baths
  • 8,200 Sq Ft

  13651 S Crawford Ave, Robbins, IL 60472

  Incredible investment opportunity with significant upside potential. Current layout 16 dorm-style bedrooms, 7 bathrooms, multiple office areas, and large kitchen spaces. Full basement, an approximately 30-car parking lot, and a generously sized lot. Zoned R1 and presents a wide range of potential future uses. Buyer to conduct their own due diligence with the city regarding permitted uses, zoning,

  Jaime Birks eXp Realty

  13651 S Crawford Ave, Robbins, IL 60472
• 

  

  /22

  $340,000 Sold Oct 24, 2025

  5437 138th Place, Crestwood, IL 60445

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1972

  Last Sold Summary

  • 4% Below List Price
  • $259/SF
  • 35 Days On Market

  Current Estimated Value $340,594

  Last Listing Agent Thomas Segers Century 21 Circle

  5437 138th Place, Crestwood, IL 60445
• 

  

  /46

  Est $319,588 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  13515 Latrobe Ave, Crestwood, IL 60445

  13515 Latrobe Ave, Crestwood, IL 60445
• 

  

  /17

  $154,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  12850 Crestbrook Ct Unit 10, Crestwood, IL 60445

  Welcome Spring in your beautifully updated 2-bedroom, 1-bath third-floor condo in Crestwood. This home offers the perfect blend of comfort, convenience, and tranquility. Tucked away on a peaceful, private dead-end street in a quiet Flex core building, this sun-filled unit provides both privacy and serenity. Step inside to find waterproof vinyl flooring, fresh paint, and new carpet in both

  Maggie Power Harthside Realtors, Inc.

  12850 Crestbrook Ct Unit 10, Crestwood, IL 60445
• 

  

  /31

  $175,000 Sold Jan 30, 2026

  13919 James Dr Unit 904, Crestwood, IL 60445

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1976

  Last Sold Summary

  • $175/SF
  • 4 Days On Market

  Last Listing Agent Richard Dykstra Redfin Corporation

  13919 James Dr Unit 904, Crestwood, IL 60445

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