Lake Forest, IL Homes for Sale with Pool

Impressive 5-bedroom, 4.1-bath home situated on 1.5 beautifully landscaped acres in the highly desirable Old Elm Estates subdivision. Big ticket updates with the 2023 Brava composite roof and copper gutters, 2020 & 2023 HVAC, 2023 Water Heater. Whole house interior paint 2026!!! Hardwood floors main level and second level!!! Exceptional curb appeal, a charming front porch, and a resort-style

Jane Lee RE/MAX Top Performers

Beautifully maintained second-floor condo in Crystal Point offering lovely treetop views and an unbeatable downtown Lake Forest location. The spacious living and dining room features luxury vinyl flooring and a new sliding glass door (2023) that opens to a private west-facing balcony, perfect for enjoying afternoon sun and sunset views. The bright white kitchen includes white appliances, a

Lisa Trace @properties Christie's International Real Estate

A true private resort set on two beautifully landscaped acres, this extraordinary coastal-inspired estate offers a lifestyle rarely found on Chicago's North Shore. Designed as the ultimate retreat for both relaxation and entertaining, the property centers around a breathtaking outdoor oasis featuring a sparkling saltwater swimming pool, hot tub, expansive terraces, and a serene stocked pond where

Lisa Trace @properties Christie's International Real Estate

This sprawling Tudor style estate is nestled on nearly 10 enchanting acres. Fully fenced, this amazing property borders a public prairie reserve that has been restored to and beyond the historic Jens Jensen design. The grounds are the design pallet that has created award winning gardens across the entire North-Shore and Wisconsin. Featuring a butterfly garden, an organic potager garden, orchard,

Donna Mancuso Jameson Sotheby's International Realty

Perfectly positioned in one of East Lake Forest's most coveted locations just moments from the shores of Lake Michigan, this exceptional estate spans over an acre and offers a lifestyle defined by beauty, space, and effortless elegance. Thoughtfully crafted with timeless design and meticulous attention to detail, the home features a brand new DaVinci roof, a coveted first-floor primary suite,

Samantha Trace @properties Christie's International Real Estate

Lavish living awaits in this bespoke, Lake Forest residence. Set on a lush, private 1.4-acre wooded lot, this impressive Georgian brick home offers over 9,000 square feet of beautifully updated living space, completely renovated in 2022. The endless custom finishes and luxury detailing of this gorgeous home are designed for both elegant entertaining and comfortable everyday living. Upon entering

Bonnie Trainor Baird & Warner

With approximately 1.38 fully fenced acres, over 5,500 square feet of living space, and an indoor swimming pool, this west Lake Forest property offers a combination of features seldom found in a single residence. The expansive grounds provide open space for recreation, gardening, pets, and outdoor activities, while the home's one-story floor plan offers flexibility for a variety of lifestyles.

Alissa McNicholas Compass

A rare opportunity to own a unique and one-of-a-kind home, the majestic centerpiece of historic Meadowood Farm, the Dairy Barn. This spectacular home, full of charm and character was converted to residential use in the late 1950's and the gorgeous exterior has been maintained to perfection with an enchanting old world look of stone, brick, copper and a cedar shake roof to highlight its

Susie Banas @properties Christie's International Real Estate

Exceptional craftsmanship, timeless architecture, and curated designer updates define this distinguished custom French Country estate in Lake Forest's coveted Conway Farms community. Set on 1.17 picturesque acres, the residence offers more than 7,500 square feet of impeccably appointed living space, including the finished lower level. A gracious floor plan unfolds with formal living and dining

Caroline Cerbus @properties Christie's International Real Estate

A rare Roy Binkley architectural masterpiece set on 2.3 private acres, this custom-designed California Contemporary was created in 1984 by renowned architect Roy Binkley. Impeccably maintained, the residence showcases timeless design, exceptional craftsmanship, and extraordinary privacy in one of Lake Forest's most coveted east-side locations. Enjoy the soothing sounds of the waves and seasonal

Patricia Carollo Jameson Sotheby's International Realty

This stunning estate commands immediate attention with its circle drive prominently positioned at the end of a private enclave. The only home with a rear yard facing south & grounds that are truly spectacular - a pool, hot tub, pond, beautifully landscaped gardens with in ground sprinkler system plus a 4 car attached garage. The home has been meticulously maintained, with key features including a

Susan Kanter Baird & Warner

Welcome to a realm of unmatched elegance and convenience-a stunning estate poised on nearly two serene acres that promises to be nothing short of your personal haven. As you meander up the impressive driveway, the grand two-story foyer welcomes you with an airy embrace, thanks to those soaring high ceilings, setting the tone for the rest of the home. Imagine waking up in the luxurious first-floor

Houda Chedid Compass

Nestled on 1.38-acres in sought-after Conway Farms, this exceptional residence offers the perfect blend of timeless elegance, thoughtful design, and resort-style living. Built in 2003 and ideally positioned on a quiet street, the home showcases soaring ceilings, exquisite millwork, and a gracious floor plan. A welcoming foyer is flanked by elegant formal living and dining rooms, while the custom

Andra O'Neill @properties Christie's International Real Estate

Discover a truly extraordinary residence where luxury meets distinction in this magnificent three-story, 6-bedroom, 8.2-bath royal retreat, set on nearly two acres in prestigious Lake Forest, known as The Hidden Museum. Home to a museum-quality art collection, this architectural masterpiece has never been used as a full-time residence and remains in mint condition. Enter through a gated circular

Jane Lee RE/MAX Top Performers

Stunning, completely remodeled first-floor condominium in the heart of downtown Lake Forest. Beautiful Brazilian cherry hardwood floors, custom wainscoting and millwork, and designer light fixtures create an elegant, timeless interior. The gourmet white kitchen features new stainless steel appliances (2025), quartzite countertops, a pantry closet, and opens seamlessly to the dining area and

Lisa Trace @properties Christie's International Real Estate

First time on the market, this unique and stunning one-owner Mid-Century Modern home embodies a rare and special vibe, one that celebrates light and space in ways that will send your senses soaring. With 5 bedrooms, and 4 full, and 1 half baths, every angle excites and intrigues. Spacious rooms accommodate art and entertaining; newly-refinished mahogany hardwood floors glisten throughout. A huge

Deborah Fischer Berkshire Hathaway HomeServices Chicago

Situated in the highly desirable Villa Turicum neighborhood of East Lake Forest, this well-maintained home offers generous living spaces, tasteful updates, and a wonderful setting for everyday living and entertaining. Set on a picturesque .96-acre property with a sparkling in-ground pool, the home features a gracious, open floor plan filled with natural light and neutral decor throughout. The

Andra O'Neill @properties Christie's International Real Estate

On the market for the first time in nearly 50 years, the historic Phelps Kelley House is one of Lake Bluff's most significant estate properties. Designed in 1927 by noted Chicago architect Ambrose Cramer, a protege of David Adler, this Tudor Revival masterpiece was originally part of the historic "Stonebridge" estate. The 9.35-acre property is elegantly situated at the end of a long, private,

Annie Lenzke Coldwell Banker Realty