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Chicago

Find Vacation Rental Beach Houses in Chicago Illinois. Beachfront homes, condos, cottages and villas for rent. Oceanfront homes with private pools. The best destination for families. Book online at the lowest prices (no service fees!). Get special deals on popular rentals. Discover family fun things to do.
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Showing 661-680 of 959 Homes For Sale
Active Under Contract
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$650,000

2 Beds | 2.0 Baths | 0 Sqft

1546 N Orleans St 1001, Chicago, IL, 60610

Perched in the heart of Old Town, this stunning penthouse condo showcases breathtaking, uninterrupted skyline views from floor-to-ceiling south-facing windows and an expansive 325 sq ft private...

Ad#: 7724444 • Added: 05/14/2026 • Updated: 05/16/2026
Ad#: 7724444 • Added: 05/14/2026 • Updated: 05/16/2026
Active Under Contract
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$650,000

2 Beds | 2.0 Baths | 0 Sqft

1131 W WOLFRAM St 2, Chicago, IL, 60657

Beautiful 2-bedroom, 2-bathroom residence on a quiet, tree-lined street in an unbeatable Lakeview/Lincoln Park location! Designed for effortless entertaining, the open-concept floor plan features a...

Ad#: 7684092 • Added: 05/07/2026 • Updated: 05/07/2026
Ad#: 7684092 • Added: 05/07/2026 • Updated: 05/07/2026
Active Under Contract
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$650,000

2 Beds | 2.0 Baths | 1,165 Sqft

234 W Polk St 2412, Chicago, IL, 60607

Stunning city and river views! Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for...

Ad#: 6919083 • Added: 12/02/2025 • Updated: 02/24/2026
Ad#: 6919083 • Added: 12/02/2025 • Updated: 02/24/2026
Active Under Contract
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$649,999

2 Beds | 2.0 Baths | 1,300 Sqft

835 W Diversey Parkway 5, Chicago, IL, 60614

Beautifully updated and exceptionally spacious 2 bed / 2 bath condo ideally situated in between Lincoln Park and Lakeview, offering the perfect blend of convenience and neighborhood charm. This...

Ad#: 7715238 • Added: 05/13/2026 • Updated: 05/18/2026
Ad#: 7715238 • Added: 05/13/2026 • Updated: 05/18/2026
Sale Pending
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$649,900

2 Beds | 2.0 Baths | 1,279 Sqft

3752 N Fremont St 2, Chicago, IL, 60613

Set on a picturesque, tree-lined street in a premier Lakeview location, this beautifully updated 2BR/2BA home offers approximately 1,300 square feet of bright, well-proportioned living space. Built in...

Ad#: 7649093 • Added: 04/30/2026 • Updated: 05/20/2026
Ad#: 7649093 • Added: 04/30/2026 • Updated: 05/20/2026
Active Under Contract
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$649,000

2 Beds | 2.0 Baths | 1,500 Sqft

3933 N Marshfield Ave 3S, Chicago, IL, 60613

Stunning top-floor Lakeview penthouse with an extra-wide 2 bedroom, 2 bath layout, perfectly situated near the Southport Corridor, the Brown Line, and the highly sought-after Blaine School District...

Ad#: 7580603 • Added: 04/16/2026 • Updated: 04/17/2026
Ad#: 7580603 • Added: 04/16/2026 • Updated: 04/17/2026
Sale Pending
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$640,000

2 Beds | 2.0 Baths | 1,290 Sqft

600 N Lake Shore Dr 2709, Chicago, IL, 60611

Updates/Improvements: New fridge in January 2020, new dishwasher in 2024/ new designer carpet in master bed in August 2020, kitchen features white cabinets/glass fronts, full height granite...

Ad#: 7640035 • Added: 04/28/2026 • Updated: 05/19/2026
Ad#: 7640035 • Added: 04/28/2026 • Updated: 05/19/2026
Active Under Contract
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$635,000

3 Beds | 2.0 Baths | 2,000 Sqft

5639 N Kenmore Ave 3, Chicago, IL, 60660

SOLD BEFORE PRINT. Bright and spacious 3 bed, 2.5 bath top-floor home offering nearly 2,000 sq ft in a classic vintage building with beautiful original details throughout. A long entry hall creates a...

Ad#: 7634156 • Added: 04/27/2026 • Updated: 05/26/2026
Ad#: 7634156 • Added: 04/27/2026 • Updated: 05/26/2026
Active Under Contract
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$630,000

2 Beds | 2.0 Baths | 1,111 Sqft

234 W Polk St 2804, Chicago, IL, 60607

Stunning city and river views! Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for...

Ad#: 7073722 • Added: 01/05/2026 • Updated: 01/11/2026
Ad#: 7073722 • Added: 01/05/2026 • Updated: 01/11/2026
Active Under Contract
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$625,000

2 Beds | 2.0 Baths | 1,185 Sqft

600 N Fairbanks Ct 2107, Chicago, IL, 60611

Stunning 2Bedroom/2Bathroom condo in award winning contemporary high rise designed by Helmut Jahn. Highly desirable split bedroom floor plan with floor to ceiling windows, 11' exposed concrete...

Ad#: 7673938 • Added: 05/05/2026 • Updated: 05/11/2026
Ad#: 7673938 • Added: 05/05/2026 • Updated: 05/11/2026
Active Under Contract
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$619,500

2 Beds | 2.0 Baths | 1,480 Sqft

100 E Huron St 2903, Chicago, IL, 60611

Come home to this Northeast corner 2BD/2BA unit with unobstructed lake and skyline views from every room. Located just steps from Michigan Avenue and the Magnificent Mile, this home offers wonderful...

Ad#: 7666499 • Added: 05/03/2026 • Updated: 05/15/2026
Ad#: 7666499 • Added: 05/03/2026 • Updated: 05/15/2026
Active Under Contract
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$614,000

2 Beds | 2.0 Baths | 2,000 Sqft

3530 N Lake Shore Dr 12B, Chicago, IL, 60657

Experience the charm of this Georgian-style residence meticulously designed by the acclaimed architectural firm of Rissman and Hirschfield. From the enchanting entrance to the panoramic lake views...

Ad#: 6724531 • Added: 10/15/2025 • Updated: 02/24/2026
Ad#: 6724531 • Added: 10/15/2025 • Updated: 02/24/2026
Active Under Contract
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$600,000

2 Beds | 2.0 Baths | 1,386 Sqft

100 E 14TH St 706, Chicago, IL, 60605

Stunning S.W. CORNER 2 Bed + Den, 2 Bath with nearly 1400 sq ft of beautifully designed & updated living space in a perfect pocket of the S. Loop. Spacious, open concept living area with ample space...

Ad#: 7715098 • Added: 05/13/2026 • Updated: 05/19/2026
Ad#: 7715098 • Added: 05/13/2026 • Updated: 05/19/2026
Active Under Contract
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$599,900

2 Beds | 2.0 Baths | 1,159 Sqft

234 W Polk St 2905, Chicago, IL, 60607

Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this...

Ad#: 7743861 • Added: 05/18/2026 • Updated: 05/20/2026
Ad#: 7743861 • Added: 05/18/2026 • Updated: 05/20/2026
Active Under Contract
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$599,000

3 Beds | 2.0 Baths | 1,600 Sqft

4110 N WESTERN Ave 2S, Chicago, IL, 60618

Rarely available, bright and open newer construction 3-bedroom, 2-bath residence ideally located in the heart of one of Chicago's most sought-after North Side neighborhoods near North Center, Roscoe...

Ad#: 7783838 • Added: 05/28/2026 • Updated: 05/29/2026
Ad#: 7783838 • Added: 05/28/2026 • Updated: 05/29/2026
Active Under Contract
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$599,000

2 Beds | 2.0 Baths | 0 Sqft

823 W WOLFRAM St 2E, Chicago, IL, 60657

Located on a premier Lakeview/Lincoln Park block, this beautifully appointed 2-bedroom, 2-bath condo sits within a boutique, full masonry 6-unit building on a quiet, tree-lined one-way street. The...

Ad#: 7783788 • Added: 05/27/2026 • Updated: 05/27/2026
Ad#: 7783788 • Added: 05/27/2026 • Updated: 05/27/2026
Active Under Contract
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$599,000

2 Beds | 2.0 Baths | 0 Sqft

3051 N Clifton Ave 3, Chicago, IL, 60657

Top-floor living doesn't get better than this. Perched above a quiet, tree-lined street in the heart of Lakeview, this sun-drenched 2 bed / 2 bath penthouse is the one you've been waiting for. With...

Ad#: 7721514 • Added: 05/14/2026 • Updated: 05/14/2026
Ad#: 7721514 • Added: 05/14/2026 • Updated: 05/14/2026
Sale Pending
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$599,000

3 Beds | 2.0 Baths | 1,550 Sqft

1310 N Ritchie Ct 11C, Chicago, IL, 60610

Chic designer renovated, three bedroom/two bathroom, southeast corner home perched atop one of the Gold Coast's most idyllic tree lined streets steps from Lake Michigan! Fully renovated with every...

Ad#: 7680451 • Added: 05/06/2026 • Updated: 05/27/2026
Ad#: 7680451 • Added: 05/06/2026 • Updated: 05/27/2026
Active Under Contract
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$595,500

3 Beds | 2.0 Baths | 2,200 Sqft

1812 S FEDERAL St 36, Chicago, IL, 60616

This beautifully and fully renovated 3-bedroom, plus a family room/den, 2 full baths end-unit townhome is nestled in a gated community with lush, professionally landscaped courtyards,; located in...

Ad#: 7657838 • Added: 05/01/2026 • Updated: 05/24/2026
Ad#: 7657838 • Added: 05/01/2026 • Updated: 05/24/2026
Active Under Contract
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$589,000

2 Beds | 2.0 Baths | 1,067 Sqft

3353 N Seminary Ave 2, Chicago, IL, 60657

Beautifully upgraded 2 bedroom, 2 bath home on a quiet, tree-lined street in the heart of Lakeview, directly across from Hawthorne Academy and just steps from Southport and Wrigley Field! Enjoy a...

Ad#: 7643577 • Added: 04/29/2026 • Updated: 05/02/2026
Ad#: 7643577 • Added: 04/29/2026 • Updated: 05/02/2026
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About Chicago

Find Vacation Rental Beach Houses in Chicago Illinois. Beachfront homes, condos, cottages and villas for rent. Oceanfront homes with private pools. The best destination for families. Book online at the lowest prices (no service fees!). Get special deals on popular rentals. Discover family fun things to do.
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