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Cook County IL Homes for Sale with Private Pool

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  • /47

    $2,499,000

    • 4 Beds
    • 5.5 Baths
    • 11,400 Sq Ft

    14800 108th Ave, Orland Park, IL 60467

    Prime Location! A rare gem in the heart of Orland Park. Private estate situated on 5 acres of pristine grounds. Immaculate 11,400 square-foot home offers unmatched luxury and serenity. Designed with timeless elegance, the property features custom wood cabinetry, wood and granite flooring, and breathtaking architecture with large windows that flood the home with natural light while showcasing lush

    Agent Photo

    Ned Malley

    Infiniti Properties, Inc.

    (708) 842-6977

    14800 108th Ave, Orland Park, IL 60467
  • /40

    $1,110,000

    • 5 Beds
    • 5 Baths
    • 5,200 Sq Ft

    8040 W Balmoral Ave, Chicago, IL 60656

    Norwood Park Township- Park Ridge Schools! This stunning all-brick & stucco home offers a true 5-bedroom layout plus a main-floor office/bedroom and lower-level bonus room, ideal for an in-law arrangement. Almost 7000 Sq ft of living space! Double Entry doors to a Welcoming 2 Story Entry with granite staircase with acrylic railings, custom crystal chandeliers, and a quartz fireplace (wood & gas)

    Giuseppe Battista Fulton Grace Realty

    8040 W Balmoral Ave, Chicago, IL 60656
  • /61

    $1,799,900 Open Sun 11AM - 1PM

    • 5 Beds
    • 5.5 Baths
    • 4,666 Sq Ft

    2100 Pfingsten Rd, Northbrook, IL 60062

    SPECTACULR MODERN AND UNIQUE 6 bedroom, 5.1 bath home has everything you want!!! INDOOR SPA ROOM complete with hot tub and sauna!!! In-ground pool in gorgeous fenced-in backyard with brick paver patio provides endless entertainment! Enter into your grand two-story foyer and find yourself in your incredibly spacious and open living room boasting two-story vaulted ceilings, skylights, and floor to

    Jane Lee RE/MAX Top Performers

    2100 Pfingsten Rd, Northbrook, IL 60062
  • /56

    $2,399,000

    • 6 Beds
    • 7 Baths
    • 10,486 Sq Ft

    137 Singletree Rd, Orland Park, IL 60467

    Spectacular, CUSTOM MASTERPIECE nestled on approximately 1.3 Acres in prestigious SILO RIDGE ESTATES. Boasting approximately 13,000 square feet Ft of upper echelon fixtures, finishes and mill work with resort-like amenities. Incredible, highly functional floor plan offers spacious rooms filled with natural light. Incredible details with beautiful millwork & moldings, knotty alder doors, copper

    Christine Wilczek & Jason Bacza Realty Executives Elite

    137 Singletree Rd, Orland Park, IL 60467
  • /39

    $4,750,000

    • 7 Beds
    • 9 Baths
    • 10,000 Sq Ft

    1125 Longvalley Rd, Glenview, IL 60025

    Welcome to the private oasis of the 1125 Longvalley estate. Tucked away in a world of its own amidst a barrier of privacy trees, a rolling river, tranquil pond, and expanse of the the Glen View Golf Course views. The property itself boasts 360 degrees of breathtaking nature views making you feel as though you are a world away, Get carried away with strolls thru your private wooded trails or bask

    Pam MacPherson @properties Christie's International Real Estate

    1125 Longvalley Rd, Glenview, IL 60025
  • /61

    $3,500,000

    • 5 Beds
    • 7 Baths
    • 6,400 Sq Ft

    545 W Dickens Ave, Chicago, IL 60614

    Timeless and turnkey with an incredible outdoor footprint that includes a pool, 545 W. Dickens Ave. is a 5-6 bed/5.5 bath, 6,400-square-foot single-family home located in Chicago's coveted Lincoln School District. Situated on a charming residential stretch of Dickens, this 1880s home's facade has 50-ft-wide frontage that has been expertly maintained to preserve its original character, including

    Tim Salm Jameson Sotheby's Intl Realty

    545 W Dickens Ave, Chicago, IL 60614
  • /53

    $3,550,000

    • 6 Beds
    • 6.5 Baths

    681 Lincoln Ave, Winnetka, IL 60093

    Exciting opportunity to acquire a remarkable property in Winnetka! This stunning Benjamin Marshall-designed home is nestled on 2/3rds of an acre in the heart of the Village. The property boasts professional landscaping, including an oversized pool, putting green, and a 1/2 basketball court. Enjoy the expansive outdoor spaces with large patios, a cozy screened-in porch, and a balcony off the

    Annika Valdiserri @properties Christie's International Real Estate

    681 Lincoln Ave, Winnetka, IL 60093
  • /63

    $1,200,000

    • 5 Beds
    • 4.5 Baths
    • 3,900 Sq Ft

    1415 W Hawthorne St, Arlington Heights, IL 60005

    Exquisite Custom-Built Estate: ** A Masterpiece of Luxury and Comfort ** Discover the epitome of refined living in this one-of-a-kind, original-owner custom home, designed with meticulous attention to detail. From the moment you arrive, the charm of the expansive front porch and grand foyer sets the tone for this extraordinary residence. This remarkable property offers a **private in-law

    Laura Parker eXp Realty, LLC

    1415 W Hawthorne St, Arlington Heights, IL 60005
  • /87

    $1,465,000

    • 6 Beds
    • 7.5 Baths
    • 6,587 Sq Ft

    194 Marie Dr, Inverness, IL 60010

    Welcome to this exquisite custom-built estate, featuring 7 luxurious suite-style bedrooms and 7.5 bathrooms. Each bedroom is thoughtfully designed with custom closets and en-suite bathrooms, ensuring ultimate privacy and comfort. Enter through grand wrought-iron double doors with glass panels into a breathtaking, light-filled foyer. The intricate ironwork and sweeping staircase create a sense of

    Marlo Messner HomeSmart Connect LLC

    194 Marie Dr, Inverness, IL 60010
  • /32

    $340,000

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

    1831 W White Oak St Unit 63, Arlington Heights, IL 60005

    This charming Surrey Park Townhome has been almost completely updated, freshly painted, in pristine condition from top to bottom! It's flooded with natural light thanks to large patio windows that face south. The living room is made even cozier with a beautiful slate gas-burning fireplace. The kitchen has been updated with new hardware, light fixtures, and sleek countertops. Upstairs, you'll love

    Angie Lockowitz RE/MAX 10

    1831 W White Oak St Unit 63, Arlington Heights, IL 60005
  • /21

    $409,900

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

    2348 County Farm Ln Unit E2348, Schaumburg, IL 60194

    Welcome to a beautifully updated waterfront townhome in the awarded Schaumburg School District 211. One of the Larger Townhome in this community (Westin model home) has been meticulously cared for and offers a modern, luxurious living experience. Recent upgrades include a stylish kitchen with tons of white sleek cabinetry, exotic granite countertops with ceramic floor tiles. Rest of the main

    Ashraf Memon Coldwell Banker Realty

    2348 County Farm Ln Unit E2348, Schaumburg, IL 60194
  • /101

    $5,995,000

    • 5 Beds
    • 8 Baths
    • 13,482 Sq Ft

    624 Pine Ln, Winnetka, IL 60093

    Welcome to this stunning custom home designed by Morgante Wilson, with thoughtful input from discerning owners. This once in a lifetime home is nestled on a picturesque 0.86-acre lot on private Pine Lane near schools, town and train. This thoughtfully designed home is perfect for all ages, blending creativity and style throughout. The inviting entrance hall sets the tone as you walk in, leading

    Joanne Hudson Compass

    624 Pine Ln, Winnetka, IL 60093
  • /39

    $984,900

    • 5 Beds
    • 4.5 Baths

    625 Fielding Place Ct, Barrington, IL 60010

    Embrace classic charm and luxury at this remarkable 6-bedroom Colonial in Barrington's Fielding Place. Nestled on a lush acre, this all-brick home boasts a stately presence and a backdrop of untouched conservation land. Step inside to discover hardwood floors that flow from a spacious living room with a grand fireplace to a light-filled dining area. The gourmet kitchen invites culinary

    Young Lee Real Broker LLC

    625 Fielding Place Ct, Barrington, IL 60010
  • /20

    $600,000

    • 5 Beds
    • 3 Baths
    • 2,646 Sq Ft

    1985 Oakdale Rd, Hoffman Estates, IL 60169

    This move in ready and fully updated 5 beds/3 baths home has it all. Modern white kitchen with granite countertops and new all ss appliances (2024) opens to a large dining room and spacious living room. Master suite features a remodeled in 2022 master bath. Restored hardwood floors and fresh paint throughout, stairs and railing (2023). Walk out basement was remodeled in 2023 and features 2

    Arthuro Miranda HomeSmart Connect

    1985 Oakdale Rd, Hoffman Estates, IL 60169
  • /22

    $339,000

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft

    9206 S 52nd Ave, Oak Lawn, IL 60453

    Gorgeous 3 bedroom 3 bath brick Oak Lawn one owner home with a main level family room addition features gleaming hardwood floors, brand new carpeting in the family room and second level, a bright living room with picture window, formal dining room with a second picture window, spacious eat-in-kitchen with newer stainless steel oven/range and dishwasher, inviting family room with gas fireplace,

    Mary Wallace Coldwell Banker Realty

    9206 S 52nd Ave, Oak Lawn, IL 60453
  • /38

    $450,000

    • 5 Beds
    • 3 Baths
    • 1,874 Sq Ft

    5061 Lamb Dr, Oak Lawn, IL 60453

    This expanded Cape Cod is deceptively large offering 5 bedrooms plus an office and 3 full bathrooms. You are welcomed into the sun drenched living room with inviting fireplace. Kitchen features updated stainless steel appliances, dine in island, that It flows effortlessly into both the living room and mudroom for ease of both indoor and outdoor entertaining. The original hardwood floors run

    Katie Foss Baird & Warner

    5061 Lamb Dr, Oak Lawn, IL 60453
  • /16

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,057 Sq Ft

    7754 Moody Ave, Burbank, IL 60459

    Prime Burbank location! This brick ranch offers 4 bedrooms, 2 baths, and hardwood floors. Enjoy extra living space with a full finished basement. Conveniently within walking distance to at all school levels, restaurants, public transportation and shopping. A must-see! (Roof 2017 / Furnace & AC 2022 / Hot Water tank 2022 / Front & Back door and Sliding door 2024 / Garage door 2024)

    Eliseo Guzman RE/MAX 10

    7754 Moody Ave, Burbank, IL 60459
  • /20

    $545,000

    • 4 Beds
    • 3.5 Baths
    • 2,751 Sq Ft

    12815 S Winnebago Rd, Palos Heights, IL 60463

    Great Opportunity to Own a Spacious Home with a Great Floor Plan, Located in the Desirable Ishnala Community. This Warm Inviting Home is Ideal for Family Living and Entertaining. First Floor Features an Ample Living Room, Banquet Sized Dining Room, Large Office or Fifth Bedroom and an Updated Powder Room. The Heart of the Home is the Smartly Updated Kitchen, which Flows into the Adjoining Family

    Nick Radakovich Fireside Realty

    12815 S Winnebago Rd, Palos Heights, IL 60463
  • /76

    $9,999,500

    • 5 Beds
    • 6.5 Baths
    • 13,171 Sq Ft

    140 Sheridan Rd, Winnetka, IL 60093

    This is the North Shore's most regal restoration to ever come on the market with a captivating, majestic presence set on a rare 1 plus-acre lot that also includes a buildable lot for a 2nd structure to create the ultimate East Winnetka estate. This is a generational opportunity to own an architecturally divine Mayo & Mayo Revival Tudor with intricate details and a thoughtful design that balances

    Jena Radnay @properties Christie's International Real Estate

    140 Sheridan Rd, Winnetka, IL 60093
  • /36

    $534,900

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

    1012 Sussex Dr Unit 1012, Northbrook, IL 60062

    Experience the perfect blend of comfort and convenience in this stunning, sun-drenched end-unit townhouse in the highly sought-after Pheasant Creek community! This beautifully maintained 3-bedroom, 2.5-bath home has been freshly painted and features gleaming hardwood floors throughout. The kitchen boasts a newer refrigerator and dishwasher, seamlessly flowing into the dining room, family room,

    Aleksandr Katsman Barr Agency, Inc

    1012 Sussex Dr Unit 1012, Northbrook, IL 60062
  • /40

    $569,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 2 Baths
    • 2,600 Sq Ft

    1106 Rose Ave, Des Plaines, IL 60016

    Stunning 5-Bedroom, 2-Bath Renovated Home with Top-Tier Upgrades! Welcome to this beautifully renovated 5-bedroom, 2-bathroom home, thoughtfully updated in 2024 with high-quality materials and craftsmanship throughout. This spacious home offers modern conveniences, energy efficiency, and stylish design, perfect for today's lifestyle. Step inside to find gorgeous hardwood floors across the

    Mark Ahmad Century 21 Circle

    1106 Rose Ave, Des Plaines, IL 60016
  • /16

    $359,900

    • 4 Beds
    • 2.5 Baths
    • 1,606 Sq Ft

    15301 Cherry Ln, Oak Forest, IL 60452

    This beauty proudly stands on a spacious corner lot of almost 1/4 landscaped acre in Forestview Hills. 4 big bedrooms and 2 full baths share the upper level. A lower-level family room offers a half-bath and leads out to the swimming pool and deck area. Thermador and JennAir appliances grace the chef's kitchen. Construction here boasts top quality. Face brick exterior all around. Inside, hardwood

    Roger Sabella RE/MAX 10

    15301 Cherry Ln, Oak Forest, IL 60452
  • /17

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,911 Sq Ft

    3304 193rd St, Lansing, IL 60438

    Move right in and start making memories in this beautifully maintained split-level home, nestled on a picturesque tree-lined street. Step inside to a warm and inviting living room, where natural light pours in through the large bay window. The formal dining room offers the perfect space for hosting, while the bright and airy kitchen features a skylight, ample storage, room for a breakfast table,

    Melissa Kingsbury Redfin Corporation

    3304 193rd St, Lansing, IL 60438
  • /38

    $265,000

    • 3 Beds
    • 2.5 Baths
    • 1,643 Sq Ft

    18650 Golfview Dr, Hazel Crest, IL 60429

    This stunning 3-bedroom, 2.5-bathroom townhome offers a perfect combination of modern upgrades and comfortable living. Designed with an open-concept layout, the kitchen seamlessly flows into the living room, dining room, and family room, creating a bright and spacious environment that's perfect for entertaining or everyday life. The updated kitchen boasts all stainless steel appliances, including

    Linda Pride Pathway Elite Properties, Inc.

    18650 Golfview Dr, Hazel Crest, IL 60429
  • /45

    $850,000

    • 6 Beds
    • 2.5 Baths
    • 4,712 Sq Ft

    73 Haman Rd, Inverness, IL 60067

    Welcome to this exceptional home in the desirable town of Inverness. Prepare to be amazed by its unique features and the enchanting 155 x 289 lot it sits on. As you step inside, you'll immediately notice the exquisite wood details that exude elegance throughout. The formal dining room welcomes you with tray ceilings, gleaming hardwood floors, and a large picture window that floods the space with

    Amy Diamond @properties Christie's International Real Estate

    73 Haman Rd, Inverness, IL 60067
  • /55

    $4,650,000

    • 6 Beds
    • 5.5 Baths

    90 Locust Rd, Winnetka, IL 60093

    Experience the perfect fusion of timeless elegance and contemporary luxury at 90 Locust Road. Set upon over an acre of land, this majestic brick Georgian welcomes you through wrought iron gates and along a newly crafted circular driveway to its grand entrance. Step into the exquisite parlor, adorned with high ceilings, stenciled wood floors, and intricate dentil moldings, serving as the heart of

    Sarah Dwyer Compass

    90 Locust Rd, Winnetka, IL 60093
  • /23

    $775,000

    • 4 Beds
    • 5.5 Baths
    • 5,758 Sq Ft

    8150 Koehler Dr, Orland Park, IL 60462

    Welcome to Orland Park! This stunning custom-built home features 9-foot ceilings and an abundance of natural sunlight streaming through its high windows. The property boasts elegant high base trims, double closets, and handicap accessibility, including a lift. With generously sized rooms throughout, it offers comfort and convenience. Take a dip in the indoor pool or entertain guests in the

    Sendy Arteaga Smart Home Realty

    8150 Koehler Dr, Orland Park, IL 60462
  • /51

    $759,000

    • 5 Beds
    • 5 Baths
    • 4,200 Sq Ft

    3239 Wesley Ave, Berwyn, IL 60402

    Four finished levels, five bedrooms, three full baths and two half baths. Built in 1898, Re-build completed in 2019, including: New roof, walls (interior and exterior), floors, windows, doors, kitchen appliances, plumbing system, instant-on water heater, interior/exterior electrical (200 Amp Service), interior/exterior lighting, storage, insulation, gas furnace, dual zone A/C, foundation drain

    Jonathan Minerick Homecoin.com

    3239 Wesley Ave, Berwyn, IL 60402
  • /44

    $12,000,000

    • 9 Beds
    • 19 Baths
    • 20,000 Sq Ft

    443 Sheridan Rd, Glencoe, IL 60022

    Designed by William Pereira, this stately stone mega mansion was once the home of Pabst Brewing Company. The iconic property was built in 1936 and is situated on 2.39 finely manicured acres of land on Chicago's North Shore. After a three-year, full-gut renovation, the historic Georgian-style residence now boasts a modern floor plan suited for both large-scale gatherings and casual family

    Grace Sergio @properties Christie's International Real Estate

    443 Sheridan Rd, Glencoe, IL 60022
  • /28

    $479,900 Open Sat 12PM - 2PM

    • 5 Beds
    • 2.5 Baths
    • 1,855 Sq Ft

    1141 Hartford Ln, Elk Grove Village, IL 60007

    Super sized for large families or just people who like to spread out. First floor master bedroom with private bath. This home is freshly painted professionally with Sherwin Williams--just bring your treasures--this home is move in ready. Remodeled kitchen with custom cabinets, granite counters and quality appliances. Redesigned to add a laundry area, and mud room with tons of storage. This

    Lori Christensen N. W. Village Realty, Inc.

    1141 Hartford Ln, Elk Grove Village, IL 60007
  • /70

    $6,500,000

    • 7 Beds
    • 11 Baths
    • 10,360 Sq Ft

    460 W Huron St, Chicago, IL 60654

    Spanning 68' in coveted Kingsbury Estates, this home is truly one of a kind! Offering over 10,300 square feet, plus an additional 4200 square feet of the absolute best outdoor space, this home offers a suburban lifestyle right in the heart of the city. The entry is a great spot to host parties or events in the lounge & wine room. This entertaining space connects to a secondary living space

    Emily Sachs Wong @properties Christie's International Real Estate

    460 W Huron St, Chicago, IL 60654
  • /26

    $274,000

    • 5 Beds
    • 2 Baths
    • 2,900 Sq Ft

    14020 S Green Bay Ave, Chicago, IL 60633

    A true classic revamped in the heart of Burnham. Just under 3000 square feet, 5 bedrooms, 2 full baths, an ENORMOUS kitchen with attached island/dining table, vaulted pine ceiling, 22 solid maple cabinets and a wood burning stove. Open floor plan with fresh paint throughout, beautiful hardwood flooring and gorgeous crown molding. Reading/sitting nook in living room has custom porcelain and

    Christine Blocker Coldwell Banker Real Estate Group

    14020 S Green Bay Ave, Chicago, IL 60633
  • /19

    $6,500,000

    • 7 Beds
    • 12 Baths
    • 22,000 Sq Ft

    344 Old Sutton Rd, Barrington, IL 60010

    Discover elegance and quality on this stunning 14.4-acre estate. As you enter through the private gated entrance, a beautifully stamped concrete driveway leads you to this majestic home, reminiscent of George Washington's Mt. Vernon. Boasting breathtaking views of Goose Lake and expansive natural landscapes, this remarkable property features approximately 21,000 square feet of living space

    Gregg Bernadette HomeSmart Connect LLC

    344 Old Sutton Rd, Barrington, IL 60010
  • /26

    $599,000

    • 2 Beds
    • 2 Baths

    6144 N Keystone Ave, Chicago, IL 60646

    SAUGANASH PARK OASIS!! Welcome to 6144 N. Keystone- This brick raised ranch is like no other- the main level features a large living/dining room combo, 2 nice size bedrooms, a full bath, and a large eat-in kitchen PLUS a main floor family room with a vaulted ceiling with direct access to a glass solarium which leads to the POOL HOUSE with an inground 5 ft deep heated pool with additional space

    Susan Oleksy Coldwell Banker Realty

    6144 N Keystone Ave, Chicago, IL 60646
  • /20

    $3,490,000 New Construction

    • 5 Beds
    • 5.5 Baths

    1180 Oak Ridge Dr, Glencoe, IL 60022

    Introducing the latest addition to the North Shore Signature Collection in this sought after Glencoe neighborhood. 1180 Oak Ridge is a remarkable new construction home showcasing stunning finishes throughout. This home offers 5 bedrooms, 5.1 baths and boasts wide-plank oak wood flooring, high ceilings, large windows and distinctive custom millwork throughout. The chef's dream kitchen features

    Grace Sergio @properties Christie's International Real Estate

    1180 Oak Ridge Dr, Glencoe, IL 60022
  • /19

    $135,000

    • 4 Beds
    • 1 Bath
    • 1,253 Sq Ft

    322 Nokomis St, Park Forest, IL 60466

    Upgraded ranch home with a great four bedroom layout, featuring newer laminate flooring throughout, a cozy wood-burning fireplace, huge master bedroom, a stainless eat-in kitchen, and backyard that will be the envy of all of your friends, family and neighbors. Current owner spared no expense creating an idyllic four seasons entertaining and relaxing space in your professionally landscaped yard

    Ashley Kaehn Compass

    322 Nokomis St, Park Forest, IL 60466
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