Homes with Pools for Sale in New Eastside, IL

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ABOUT THIS HOME
Home with a Pool for sale in New Eastside, IL:
Experience the pinnacle of luxury living at The Residences at The St. Regis Chicago, an architectural masterpiece designed by visionary architect Jeanne Gang in the heart of Lakeshore East. This exquisite home showcases world-renowned interior design by Hirsch Bedner Associates (HBA), featuring wide-plank solid hardwood flooring throughout the living area and bedrooms. The chef-inspired kitchen boasts top-tier Gaggenau and Thermador appliances, custom Snaidero cabinetry, and striking cantilever countertops, while the spa-like bathrooms are appointed with Kallista plumbing fixtures, full-height stone walls, and Robern medicine cabinets. Residents enjoy legendary five-star amenities, includin

$1,712,400

2 beds2 baths1,726 sq ft

363 E Wacker Dr #2504, Chicago, IL 60601

Custom cabinetry • Top tier appliances • Spa like bathrooms

ABOUT THIS HOME
Home with a Pool for sale in New Eastside, IL:
Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery, restaurants and cafes. Luxury living is made easy with over 48,000 SF of amenities. Entertain on our beautiful 41st floor indoor/outdoor amenity space including a wine lounge, chef's table, catering kitchen, outdoor terrace featuring lawn area, fire pit and grilling stations for al fresco dining -

$1,110,000

3 beds2 baths1,550 sq ft

211 N Harbor Dr #3609, Chicago, IL 60601

Lakefront living • Private community • Wine lounge

ABOUT THIS HOME
Home with a Pool for sale in New Eastside, IL:
Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery, restaurants and cafes. Luxury living is made easy with over 48,000 SF of amenities. Entertain on our beautiful 41st floor indoor/outdoor amenity space including a wine lounge, chef's table, catering kitchen, outdoor terrace featuring lawn area, fire pit and grilling stations for al fresco dining -

$431,000

1 bed1 bath661 sq ft

211 N Harbor Dr #2407, Chicago, IL 60601

Lakefront living • Biking path • Private community

ABOUT THIS HOME
Home with a Pool for sale in New Eastside, IL:
A 6,020 ASF full-floor penthouse at The St. Regis Chicago, thoughtfully finished with sweeping 360-degree views of Lake Michigan, Navy Pier, and the skyline. This exceptional residence features soaring 11-foot-4-inch ceilings, floor-to-ceiling glass, and expansive east- and west-facing terraces for stunning sunrise and sunset panoramas. The chef's kitchen is outfitted with Snaidero cabinetry and Gaggenau appliances. Complete with a serene primary suite and en-suite guest bedrooms, residents also enjoy five-star 47th-floor amenities-including indoor/outdoor pools, fitness facilities, and a private cinema-alongside world-class dining at Miru and Tre Dita.

$9,500,000

4 beds4.5 baths6,020 sq ft

363 E Wacker Dr #7701, Chicago, IL 60601

Full-floor penthouse • 360-degree views • West-facing terraces

ABOUT THIS HOME
Home with a Pool for sale in New Eastside, IL:
THE CHANDLER | 3 bedrooms, 2.5 baths, 2,215 square feet and two balconies in Lakeshore East. Lake, river and Navy Pier views from generous living spaces with hardwood flooring throughout. | LIVING & DINING: A curved wall of floor-to-ceiling windows brings the waterfront into the living room. A fireplace and detailed millwork add warmth and character. The adjoining dining area accommodates a substantial table and connects naturally to the kitchen. | KITCHEN: Large island with seating, ample cabinetry, open shelving, Sub-Zero refrigeration and wine storage, and a 36-inch Wolf dual-fuel range with four burners and a griddle. Plenty of room for cooking and conversation. | PRIMARY SUITE: W

$1,595,000

3 beds2.5 baths2,215 sq ft

450 E Waterside Dr #1302, Chicago, IL 60601

Two balconies • Water views • Wine storage

Property at 155 N Harbor Dr #2505, Chicago, IL 60601, 1 bed, 1 bath

$325,500

1 bed1 bath826 sq ft

155 N Harbor Dr #2505, Chicago, IL 60601

Property at 195 N Harbor Dr #5104, Chicago, IL 60601, 2 beds, 2 baths

$599,000

2 beds2 baths1,227 sq ft

195 N Harbor Dr #5104, Chicago, IL 60601

Property at 363 E Wacker Dr #5803, Chicago, IL 60601, 3 beds, 3 baths

$2,202,800

3 beds3 baths2,343 sq ft

363 E Wacker Dr #5803, Chicago, IL 60601

Property at 363 E Wacker Dr #1803, Chicago, IL 60601, 4 beds, 4.5 baths

$2,600,000

4 beds4.5 baths3,480 sq ft

363 E Wacker Dr #1803, Chicago, IL 60601

Property at 400 E Randolph St #1515, Chicago, IL 60601, 1 bed, 1 bath

$425,000

1 bed1 bath825 sq ft

400 E Randolph St #1515, Chicago, IL 60601

Property at 360 E Randolph St #405, Chicago, IL 60601, 2 beds, 2 baths

$598,000

2 beds2 baths1,623 sq ft

360 E Randolph St #405, Chicago, IL 60601

Property at 363 E Wacker Dr #1607, Chicago, IL 60601, 1 bed, 1.5 baths

$999,500

1 bed1.5 baths1,315 sq ft

363 E Wacker Dr #1607, Chicago, IL 60601

Property at 450 E Waterside Dr #3309, Chicago, IL 60601, 3 beds, 3 baths

$1,950,000

3 beds3 baths2,714 sq ft

450 E Waterside Dr #3309, Chicago, IL 60601

Property at 195 N Harbor Dr #2408, Chicago, IL 60601, 2 beds, 2 baths

$649,000

2 beds2 baths1,358 sq ft

195 N Harbor Dr #2408, Chicago, IL 60601

Property at 211 N Harbor Dr #3806, Chicago, IL 60601, 2 beds, 2.5 baths

$1,120,000

2 beds2.5 baths1,384 sq ft

211 N Harbor Dr #3806, Chicago, IL 60601

Property at 363 E Wacker Dr #5105, Chicago, IL 60601, 2 beds, 2 baths

$1,400,000

2 beds2 baths— sq ft

363 E Wacker Dr #5105, Chicago, IL 60601

Property at 363 E Wacker Dr #5401, Chicago, IL 60601, 3 beds, 3 baths

$3,795,000

3 beds3 baths3,448 sq ft

363 E Wacker Dr #5401, Chicago, IL 60601

Property at 225 N Columbus Dr #8006, Chicago, IL 60601, 4 beds, 3 baths

$2,500,000

4 beds3 baths3,437 sq ft

225 N Columbus Dr #8006, Chicago, IL 60601

Property at 211 N Harbor Dr #2404, Chicago, IL 60601, 2 beds, 2 baths

$1,045,000

2 beds2 baths1,251 sq ft

211 N Harbor Dr #2404, Chicago, IL 60601

Property at 363 E Wacker Dr #1908, Chicago, IL 60601, 3 beds, 2.5 baths

$2,456,434

3 beds2.5 baths2,537 sq ft

363 E Wacker Dr #1908, Chicago, IL 60601

Property at 155 N Harbor Dr Unit 3301-3302-3314, Chicago, IL 60601, 3 beds, 3.5 baths

$1,250,000

3 beds3.5 baths2,743 sq ft

155 N Harbor Dr Unit 3301-3302-3314, Chicago, IL 60601

Property at 222 N Columbus Dr #3102, Chicago, IL 60601, 2 beds, 2 baths

$419,000

2 beds2 baths1,120 sq ft

222 N Columbus Dr #3102, Chicago, IL 60601

Property at 211 N Harbor Dr #2903, Chicago, IL 60601, 2 beds, 2 baths

$955,000

2 beds2 baths1,408 sq ft

211 N Harbor Dr #2903, Chicago, IL 60601

Property at 211 N Harbor Dr #3803, Chicago, IL 60601, 2 beds, 2 baths

$999,000

2 beds2 baths1,408 sq ft

211 N Harbor Dr #3803, Chicago, IL 60601

Property at 155 N Harbor Dr #2007, Chicago, IL 60601, 1 bed, 1.5 baths

$389,000

1 bed1.5 baths1,000 sq ft

155 N Harbor Dr #2007, Chicago, IL 60601

Property at 360 E Randolph St #403, Chicago, IL 60601, 1 bed, 1.5 baths

$415,000

1 bed1.5 baths1,000 sq ft

360 E Randolph St #403, Chicago, IL 60601

Property at 360 E Randolph St #3205, Chicago, IL 60601, 1 bed, 1.5 baths

$419,000

1 bed1.5 baths1,001 sq ft

360 E Randolph St #3205, Chicago, IL 60601

Property at 225 N Columbus Dr #7201, Chicago, IL 60601, 3 beds, 2.5 baths

$1,024,000

3 beds2.5 baths1,800 sq ft

225 N Columbus Dr #7201, Chicago, IL 60601

Property at 211 N Harbor Dr #3208, Chicago, IL 60601, 3 beds, 2.5 baths

$1,370,000

3 beds2.5 baths1,574 sq ft

211 N Harbor Dr #3208, Chicago, IL 60601

Property at 450 E Waterside Dr #1106, Chicago, IL 60601, 1 bed, 1 bath

$415,000

1 bed1 bath925 sq ft

450 E Waterside Dr #1106, Chicago, IL 60601

Property at 340 E Randolph St #4802, Chicago, IL 60601, 2 beds, 2.5 baths

$1,074,999

2 beds2.5 baths1,647 sq ft

340 E Randolph St #4802, Chicago, IL 60601

Property at 363 E Wacker Dr #9101, Chicago, IL 60601, 4 beds, 4.5 baths

$7,100,000

4 beds4.5 baths5,734 sq ft

363 E Wacker Dr #9101, Chicago, IL 60601

Property at 363 E Wacker Dr #7301, Chicago, IL 60601, 4 beds, 4.5 baths

$8,415,000

4 beds4.5 baths5,497 sq ft

363 E Wacker Dr #7301, Chicago, IL 60601

Property at 211 N Harbor Dr #1405, Chicago, IL 60601, 1 bed, 1 bath

$430,000

1 bed1 bath685 sq ft

211 N Harbor Dr #1405, Chicago, IL 60601

Property at 155 N Harbor Dr #5410, Chicago, IL 60601, 2 beds, 2 baths

$569,000

2 beds2 baths— sq ft

155 N Harbor Dr #5410, Chicago, IL 60601

Property at 225 N Columbus Dr #6807, Chicago, IL 60601, 1 bed, 1 bath

$499,500

1 bed1 bath881 sq ft

225 N Columbus Dr #6807, Chicago, IL 60601

Property at 363 E Wacker Dr #5506, Chicago, IL 60601, 4 beds, 5.5 baths

$6,451,902

4 beds5.5 baths4,779 sq ft

363 E Wacker Dr #5506, Chicago, IL 60601

Property at 363 E Wacker Dr #3608, Chicago, IL 60601, 3 beds, 2.5 baths

$2,900,000

3 beds2.5 baths2,826 sq ft

363 E Wacker Dr #3608, Chicago, IL 60601

Property at 155 N Harbor Dr #4507, Chicago, IL 60601, 1 bed, 2 baths

$449,900

1 bed2 baths1,000 sq ft

155 N Harbor Dr #4507, Chicago, IL 60601

Property at 155 N Harbor Dr #3102, Chicago, IL 60601, 2 beds, 2 baths

$585,000

2 beds2 baths1,140 sq ft

155 N Harbor Dr #3102, Chicago, IL 60601

Property at 360 E Randolph St #1401, Chicago, IL 60601, 2 beds, 2 baths

$825,000

2 beds2 baths1,567 sq ft

360 E Randolph St #1401, Chicago, IL 60601

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Based on information submitted to the MLS GRID as of Wed Nov 11 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in New Eastside

There are currently 63 homes with pools for sale in New Eastside at a median listing price of $875K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in New Eastside stay on the market for 60 days and receive 1 offers. Popular neighborhoods include East Pilsen, Lincoln Park, Streeterville, West Town, Gold Coast, Downtown Chicago, South Loop, Old Town, River North, and West Loop. This map is refreshed with the newest listings in New Eastside every 15 minutes.

In the past month, 26 homes have been sold in New Eastside. In addition to houses in New Eastside, there were also 123 condos, 1 townhouse, and 0 multi-family units for sale in New Eastside last month. Find your dream home in New Eastside using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in New Eastside are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in New Eastside. If you're looking to sell your home in the New Eastside area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in New Eastside with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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