Fort Sheridan IL Real Estate & Homes for Sale

Welcome to a distinctive condominium situated in the heart of Fort Sheridan. Constructed in 1893 and designed by Holabird & Roche, this building initially functioned as the Infantry Drill Hall, before being repurposed as a gymnasium. In a meticulous transformation, this historic building has been artfully converted into 11 uniquely designed condominiums. The featured end unit, with triple exposures - east, north, and south, unfolds a panorama of natural beauty, light, and space. The majestic, wide, rounded arch entrance on the eastern facade has been innovatively repurposed into magnificent, expansive windows, flooding the space with natural light and creating a vibrant, airy ambiance. Culinary creativity meets modern design in your dream kitchen. This sleek and contemporary space is equipped with state-of-the-art appliances, including SubZero refrigerator and freezer, Bosch dishwasher, and a FiveStar stove with 6 burners and 2 ovens. The kitchen's marble island with it's large breakfast bar is perfect for casual dining or entertaining. The generous eating area with floor-to-ceiling windows bathes the space in natural light, offering a delightful spot to enjoy meals. The kitchen seamlessly flows into the family room, creating a harmonious open-concept layout. Both the kitchen and family room boast impressive 16-foot ceilings and floor-to-ceiling windows, providing easy access to a sprawling 38-foot long balcony. From here, you can soak in the views of the meadow and pond, adding a touch of tranquility to your daily life. This thoughtfully designed kitchen and family room combination offers an inviting space for both culinary creativity and relaxation. The primary bedroom offers a serene retreat with 13-foot ceilings, floor-to-ceiling windows, and access to a private balcony facing the iconic water tower. The primary bath is a haven of relaxation, complete with walk-in closet, make-up area, separate Toto toilet, walk-in shower and whirlpool. The spacious lower level features a family room with 25 feet of windows, 2 bedrooms, 2 bathrooms, exercise area and bonus room, provides flexibility and space for various living arrangements. An elevator outside the front door adds to the convenience of this remarkable home. With 4 designated parking spaces in an attached heated garage, parking is a breeze. Nature enthusiasts will delight in the numerous walking paths offering views of Lake Michigan. Additionally, this home is a short walk to Highwood's premier restaurant district, as well as a myriad of festivals and farmers market during the summer months. Don't miss the opportunity to make this stunning home yours - just move in and enjoy the luxury and convenience it offers. Schedule your showing today!

Tucked away in the desirable Town of Fort Sheridan, 96 Ronan Road offers an unprecedented opportunity to own a piece of history. This former 1892 artillery storehouse was transformed into a striking 6,000 square foot residence. It is an architectural marvel that blends rustic elegance with contemporary comfort. The serene ambiance of this home transports you to a timeless paradise. The home's former life is celebrated by the sixteen majestic 10-foot archways, which have been artfully transformed into doorways, each with retractable screens. The newly replaced windows on the first floor offer clear views of the dramatic gardens, allowing you to immerse yourself in the unparalleled natural beauty of this exceptional residence. Discover the exquisitely appointed primary en-suite, boasting remarkable vistas that invite serenity and relaxation. The expansive professional kitchen is a haven for any home cook, thoughtfully crafted to inspire culinary delights. Soaring ceilings, well-appointed home office for two, wine room for 400+ bottles of your favorite vintages, two spacious en-suite bedrooms on the second floor, generous 22 x 26 foot bonus room, finished attic...the list goes on! Don't let this extraordinary opportunity of a lifetime pass you by. 96 Ronan Road offers historic charm, contemporary sophistication, and unparalleled natural beauty, creating a truly exceptional living experience.

Welcome to the historic Fort Sheridan neighborhood, where luxury meets tranquility at 41 Scott Loop, Highland Park, IL. This beautifully renovated and expanded Captain Mansion is just steps away from Lake Michigan, offering a truly exceptional living experience. This tastefully appointed 5+ bedroom, 6.1 bath home boasts a fantastic open floor plan with generously sized rooms, 10-foot ceilings, gleaming hardwood floors, wide hallways, and oversized windows that provide stunning views. The gracious light-filled foyer welcomes you into the home leading to a large living room with floor-to-ceiling windows and a fireplace, seamlessly connected to a spacious dining room. An adjoining den offers additional space to relax and entertain, while the oversized, light-drenched family room boasts another fireplace, hardwood floors, and provides easy access to a maintenance-free Trex deck, a large patio, and a gorgeous private garden filled with blooming perennials and mature trees. The Chef's kitchen is a culinary delight, it offers professional appliances, large center island, and a separate breakfast room with a fireplace. The second floor hosts a luxurious primary suite with hardwood floors, a large en-suite bathroom with a double vanity, jetted tub, separate shower, and a huge walk-in closet. Additionally, there is a spacious laundry room and two large family bedrooms, each with private baths and walk-in closets. A generous loft with a gas fireplace completes the second floor. The third floor offers two more spacious sunlit bedrooms, a huge bonus room, and a full bath, along with newer carpeting and large closets. The finished basement with above-ground windows provides additional living and entertaining space with a spacious rec room, game room, bedroom/office, full bath, and plenty of storage. This home also boasts a charming front porch, four fireplaces, two laundry rooms, a large 3-car garage, California closet organizers throughout, front and back staircases, zoned heating and cooling, and two new water heaters. The brand new roof, copper gutters, and downspouts ensure peace of mind for years to come. The 2002 renovation included all new drywall, flooring, cabinetry, millwork, appliances, and mechanicals, making this home a true gem. Enjoy the lake breezes and seasonal views in this meticulously maintained home and special neighborhood encompassing over 600 acres along Lake Michigan with vast nature preserves, miles of walking trails, beaches, and sweeping views. Conveniently located between Lake Forest and Highland Park, with easy access to Metra, major highways, upscale shopping, and restaurants, this home offers the perfect balance of luxury and convenience. Don't miss out on this rare opportunity to own a piece of history in a truly special location.

HOT INVESTMENT POTENTIAL IN HIGHWOOD! Highwood 3 bedroom / 2-bathroom brick bungalow in a convenient walk to everywhere location - Walk to Metra , Parks, bike Trails restaurants & more! The neighboring 3 bedroom / 1.5-bathroom brick bungalow, 538 Green Bay Road, is also for sale buy one or buy both

HOT INVESTMENT POTENTIAL IN HIGHWOOD! Tenant Is Month To Month , Investor can renew or owner occupied is offered here 2 bedroom / 1.1-bathroom brick bungalow in a convenient walk to everywhere location - Walk to Metra , Parks, bike Trails restaurants & more! The neighboring 3 bedroom / 1.5-bathroom brick bungalow, 540 Green Bay Road, is also for sale buy one or buy both! Total land Sq. Ft. on both lots is 10,400 and zoned B-1 Commercial

Welcome to 2680 Oak St, a stunning two story custom-built house nestled in the desirable Highland Park neighborhood. This meticulously remodeled residence with hardwood and travertine floors, oak doors and Pella windows, offers a blend of modern luxury and timeless charm, showcasing exceptional craftsmanship throughout. Step inside this 3 bedroom plus den and 3.5 bathroom home, and you'll immediately be captivated by its inviting ambiance. The fully remodeled interior boasts an elegant design, incorporating high-end finishes and thoughtful details. The spacious living area with wood burning fireplace provide ample room for relaxation and entertainment. The well-appointed kitchen, featuring stainless appliances and stylish cabinetry. Adjacent to the kitchen is a graceful dining area, perfect for hosting intimate gatherings or formal dinners. The master bedroom retreat offers a serene escape, complete with a private bathroom and generous closet space. Two additional bedrooms, each with their own private baths, provide comfort and convenience for family members or guests. One of the standout features of this property is its proximity to the lake, just a block away. Outside, the meticulously landscaped yard creates a tranquil oasis, ideal for outdoor relaxation. The surrounding neighborhood is known for its picturesque streets and a vibrant sense of community. With its prime location, impeccable renovations, and exceptional attention to detail, 2680 Oak St presents a remarkable opportunity to own a custom-built home in Highland Park. Don't miss the chance to experience the luxury and comfort this property offers.

Great Highlands Split level with a HUGE yard! Lovingly resided in for the last 60+ years. Open floor plan, light and bright with many recently installed windows. 1st floor features a spacious living room and dining room with vaulted ceilings. Eat-in kitchen with newer appliances, many cabinets, new flooring (through the foyer). Upstairs are 3 spacious bedrooms, 2 bathrooms and many closets for storage. Stepping down to the ground level is a great family room, new 1/2 bath, laundry room and attached 2+ car garage. Recent significant updates include: New Roof ('23), New Siding ('22), New Furnace ('23), New Hot Water Heater ('21), New 1/2 Bath ('22), Most Windows Replaced about 10 years ago. Home is being sold as-is. A perfect home to make your own! Won't last!

From a high-end builder and award winning architect - An incredible location overlooking a ravine, near Lake Michigan and downtown Highwood and Highland Park. Sophisticated open floor plan with full length windows maximizes the spectacular views. A screened porch looks down to the pool and lush backyard oasis. The main level includes a great room with a cooks kitchen. A private study can easily be converted to an additional bedroom with full bath. The luxurious Primary suite includes a spa bath, lavish closets and a huge deck with amazing vistas. An intimate Family room on 2nd level offers the perfect gathering room with a volume ceiling and southern exposure. Each bedroom is ensuite with large closets. Finished lower level provides additional living space with exercise room, bedroom and recreation area. An opportunity to have an elevator plus a 3 car attached garage makes this expansive serene residence your place to call home.

Updated 4 bedroom, 3.5 bathroom home on a corner lot in desirable East Highland Park. Meticulously rehabbed in 2018 and updated again in 2022/2023, this beautiful home boasts a harmonious blend of modern amenities and timeless charm, offering a sanctuary of comfort and style. Step inside a welcoming foyer that leads to the open floor plan. The spacious family room beckons with a wood-burning fireplace and original built-ins, creating a cozy atmosphere for gatherings. The 2023 updated chef's kitchen features new island, new granite countertops, new cabinets, stainless steel appliances, and a new tile backsplash. Adjacent, the dining room showcases beamed ceilings and an original built-in butler's pantry, perfect for hosting intimate dinners or festive celebrations. On the main level, you'll also find an office and a sitting room that faces the beautiful yard and an updated powder room. Newly refinished hardwood floors throughout, complemented by exquisite millwork details. Upstairs, the primary bedroom awaits, boasting an updated ensuite bath, while two additional bedrooms and a full hall bath offer comfort and convenience. The lower level offers a recreational room, a 4th bedroom, a large, updated full bathroom, laundry facilities, exit to the backyard and ample storage space. Two-car detached garage, a circular driveway with plenty of room for parking, beautiful corner lot with a newly built cedar fence completes this exceptional property. Conveniently located near schools, downtown Highland Park, Highwood, and transportation options including the train, this home offers the perfect blend of comfort and lifestyle. Don't miss the opportunity to make this your new sanctuary. This is a must see!

A once in a lifetime opportunity to own a 2.58 acre historic family compound. Originally designed by Russell Wolcott/Robert Work in 1930 as a dairy barn for Cyrus H McCormick, Jr on the historic Walden Estate. The compound then comprised the dairy barn, dairy room and dairyman's house. In 1936, architect Jerome R. Cerny purchased the property for himself and began the conversion of the property to largely as we know it today. Currently, the property consists of a main house with 5 bedrooms, 4 baths and a newly renovated kitchen (2023); a separate, 1 bedroom, 1 bath, guesthouse with full kitchen and living room; 5 car upper garage, 2+ car lower garage, an underground, naturally cooled cellar, perfect for wine storage; raised garden beds with adjacent green house; a separate tavern as well as plenty of storage for toys for all ages! The trademark architectural details of a Cerney design are still present throughout much of the property, original hardware, 4 bowed bay windows, handsome pine paneling, beautiful millwork, cupola and dovecote to name a few. The main house has a screened porch on both wings that enjoy southern and western exposures that frames the brick patio to create a microclimate for plantings. An adjacent 1 acre parcel is offered at an additional $1,000,000- and will not be offered for sale separately until this main house parcel closes.

Spectacular private resort like living on expansive 2.6 acres. The home boasts 10,000 square feet of distinctive luxury living. The entry opens to reveal a grand foyer with vaulted ceilings. Beautifully updated kitchen leads to magnificent outdoor space with infinity pool, spa, waterfall, slide, and huge patio with fabulous private property and setting. Exclusive interior features include 2 separate master suites, (1 on main level) as well as 2 stairways leading to the second floor and two stairways leading to the walkout lower level consisting of a movie theater seating 8, a wine cellar, massive rec room, playroom, exercise room, and 51' X 35' sports court. After workout enjoy a steam shower or sauna. First and second floor laundry rooms. Rare opportunity to own this significant home-nothing to do but move in, hang up your towel and dive into the pool!

Welcome to this exquisite, completely renovated home on a tree-lined street in desirable and historic East Lake Forest. Nestled on a generous 1 acre ravine lot, it offers a perfect blend of understated elegance, high-end finishes and modern technology. Step inside and be captivated by the warm inviting interior and the abundance of natural light flooding the rooms. The high-end, De Giulio designed kitchen is a culinary dream, featuring top-of-the-line appliances, sleek countertops, and ample storage and prep space, including a discrete bar with extra refrigeration. A bright family room with a cozy fireplace and spectacular ravine views provides a lovely space to relax, while a private home office offers a dedicated space to work from home. The spacious, beautifully appointed living room is ideal for entertaining guests or enjoying peaceful moments by the fireplace. A gorgeous sunroom is bright and airy with vaulted beamed trestle ceiling, limestone floors and floor-to-ceiling sliding doors. Retreat to the romantic primary suite, a tranquil haven boasting a luxurious bathroom and plenty of room to relax. The three remaining bedrooms are also generously sized and offer two renovated baths. The full walk-out basement adds to the living space and features a very spacious recreational room with another gorgeous fireplace, an exercise room/ 5th bedroom, full bath and a temperature controlled wine cellar, perfect for wine enthusiasts. Outside, the tiered deck and patio with fire pit create a perfect spot to enjoy the privacy the quiet surroundings. Other highlights include a spacious back foyer with separate laundry room and built-in cabinets, dual staircases and hardwood floors throughout. A fully automated home AV system with automated Lutron lighting and designer fixtures. An oversized 3-car heated garage offers high ceilings, epoxied flooring, professional built-in cabinets and walk-in storage room. The garage is wired for an EV charging unit or car lift. Circular driveway with brick apron, professional landscaping with 16-zone irrigation system and high-tech security system. Move in and enjoy the tranquility of the neighborhood, while still being within easy reach of local shops, dining, and major highways.

Exquisite new construction home situated in the midst of a picturesque tree-lined street in the heart of Highland Park and makes a statement at first glance! This elegant 6 bd, 6.5 ba center entry offers 4 levels of living space, classic architectural elements with modern high-end amenities throughout. Top notch construction, thoughtful custom design interiors with finely crafted details all backed by a solid builder who delivers the best of the best time and time again. Designed and built by Preservation Restoration. Clean modern lines with a hint of playfulness all set on a rare, oversized L shaped lot. A backyard large enough for a pool, home garden, and/or children's playground. The interior breathes large & airy with an eye catching steel staircase entry with oversized Pella wood windows throughout, soaring ceilings & 7 in. white oak engineered hardwood floors. Ideal circular floor plan to ensure the best of entertaining w/incredible Chef's kitchen w/ 14' island, honed granite c-tops, professional s/s appliances & custom cabinetry. Custom cement tiled floor to ceiling gas burning fireplace flanked by oversized windows. Bonus walk-in pantry/mudroom left as a blank slate to allow for your custom needs. Large office/living room which offers a moody vibe with large picture windows overlooking front yard adjacent to designated open dining room. 5 en-suite bedrooms including a luxurious primary suite w/ oversized steam shower, heated floors, soaker tub, 2 single vanities and two separate walk-in closets awaiting your custom design. Charming 3rd level with tree top views and a private bathroom. This space can function as a rec room, 6th bedroom, or an additional office for supreme peace and quiet. This space offers vaulted ceilings and additional storage. Extraordinary lower level, with radiant floor heating, a 6th bedroom, full bathroom, large rec/theatre/work out room and even more storage! High ceilings throughout. Walk to downtown HP for a quick bite or hop on the express train to downtown Chicago for work or pleasure. Spend the afternoon at the beach for you or your pup, or one of the five parks within walking distance. If new construction is your must have, this is one opportunity you won't want to miss.

STUNNING, single family home situated on a quiet tree-lined street located in Lake Forest! This unique property features a ranch-style front exterior combined with a rare two-story design! This home is situated on a large corner lot nestled in a quiet neighborhood near parks/forest preserves and zoned to great Lake Forest schools. The property features an attached, heated 3.5-car garage plus plenty of additional parking space on the long driveway. This 4 bedroom, 3.5 bathroom home offers an updated interior with an expansive layout that provides 5,663 square feet of living space. The main level features a gracious-sized living room with a built-in stone fireplace, built-in wood bookcases and plenty of picture windows that fill the interior with ample natural light! There is also a spacious separate dining area with a large picture window that overlooks the beautiful outside scenery, perfect for entertaining. The large kitchen features plenty of cabinetry blended with granite countertops, and stainless steel appliances including an updated refrigerator (2020), dishwasher (2019), high-end Dacor gas stove (2018), and double wall ovens (2016). The eat-in kitchen features a center island that provides plenty of additional counter space. The main floor offers four perfect sized bedrooms, including a huge master suite with fireplace and extra sitting area, office area, exercise or nursery area. The master suite features beamed ceilings, a pair of walk-in closets, and a private balcony that is perfect for relaxation. The master includes an en-suite bathroom that features a separate sunken soaking tub and shower with a frameless door. The master suite also grants additional access to a staircase that leads to the garage. The main floor offers one additional full bathroom and one half bath, both with newer Kohler toilets (2017). The main floor has new high quality carpet (Sept 2023), fresh and clean for new owners. The lower level offers a full, finished walk-out basement with gorgeous slate floors that includes a spacious family room with a fireplace and wet bar, a large recreational area, a full bathroom, a utility/workshop room, and a laundry room with a new washer plus dryer (2023). The property is fully equipped with a new HVAC system (2023), sump pumps (2023/2020), furnace (2017), and an upgraded indirect high efficiency hot water heater (2017). This home also provides an additional radiant heated hot water system. The property features a large backyard perfect for all outdoor gatherings with a patio and updated wooden fencing (2021). The backyard patio and a small hidden pad outside the kitchen both offer natural gas hook-ups for the outdoor chef! A large shed in the backyard provides plenty of bonus additional storage. The front exterior of the home boasts diverse landscaping and a newly replaced stone front path. The property is located near three rail stations to the city, making it an ideal commute. LOCATION, LOCATION, LOCATION. This home is a must see, don't miss out!

This classic center entry Whispering Oaks colonial offers a perfect blend of spacious living and entertaining space. Step inside to discover a large living room with a wood-burning fireplace, seamlessly flowing into a formal dining room and a Chef's kitchen with Crystal cabinets, stainless steel appliances, a separate breakfast room and small wet bar with wine cooler. The adjacent family room and a four-season sunroom provide the ideal settings for relaxation and gatherings, while the finished basement offers additional entertaining space, a bedroom, full bath and ample storage. Outside, a large fenced backyard beckons with an inviting in-ground pool, creating an oasis for outdoor enjoyment and summer fun. Upstairs, the second floor features a spacious master suite, four additional bedrooms and a hallway bath, providing comfort and privacy for the whole family. Other highlights include hardwood floors on 1st and 2nd level, attached 2-car garage, LED can lights, a brand new H2O heater, new chimney and liner, portable pool safety fence, brick paver patio, fire pit and a freshly painted interior. Conveniently located close to town, parks and Cherokee school, this home offers the perfect blend of tranquility and accessibility. Don't miss out on the chance to make this gracious home your own.

NBA Superstar Michael Jordan's seven-acre estate is as legendary as His Airness himself. The 56,000 square foot property-equipped with every conceivable luxury amenity-is a physical monument to his tireless dedication and hard work. The custom designed property includes a regulation-sized basketball gymnasium, circular infinity pool, putting green, tennis court, and cigar room, each with Jordan's signature touch.

Rare opportunity to own a fabulous home on almost 2.5 acres in the heart of east Lake Forest on coveted Mayflower Road. This beautiful home exudes elegance and style throughout with incredible gardens, privacy and land! (2 separate PINs). This classic home was built in 1956 and was enlarged with an impressive First Floor Primary Suite with sophisticated details at every turn. The home boasts hardwood flooring throughout most of the residence, large rooms, 7 bedrooms (3 on 1st floor) and 5 baths (3 on 1st floor). Upon entering the gracious foyer with floor to ceiling windows, you view the gorgeous living room with a lovely fireplace and panoramic views of the private grounds with an expansive bluestone terrace w/ garden walls, majestic trees and lush landscaping. The handsome paneled family room includes built-in bookcases and a fireplace. The elegant dining room opens to the foyer and sun drenched kitchen. The large eat-in kitchen has two islands, a breakfast area, walk-in pantry, plenty of storage and a back hall which leads to a spacious 2 car garage. Off the kitchen is a bedroom and full bath. The first-floor primary suite has an enormous bedroom open to a sitting area with a fireplace and views of the stunning gardens, a dressing room, huge walk-in-closet with built-ins and large bath. Adjacent to the primary suite is another stately bedroom and full bath. Upstairs are four generous sized bedrooms, two large baths and an office with plumbing located in the wall. This gem has 5682 square feet above grade plus an additional 1614 sf in the partial unfinished basement. This home is both an entertainers dream and perfect for those looking for privacy and gracious living in a prime location!

This solidly built brick home has multiple very generous living spaces throughout. Great bones in great condition! Very convenient location to downtown Highland Park, transportation, schools and hospital. Hardwood floors and tons of windows to provide tremendous natural light through the day. Three generous sized bedrooms on 2nd floor with full bath. First floor provides the sought after OPEN FLOOR PLAN for fantastic entertaining or family gatherings. The lower level offers above grade windows, fireplace and wonderful built-ins, large laundry room with door to backyard. Full bathroom which is updated with nice sized shower. Basement is extra bonus large area for multiple uses. Driveway/yard is gated and fenced to create very private outdoor space. NEW ROOF and GUTTERS! Very large detached 2.5 car garage. Great opportunity to get into this location in Highland Park! Showings to start Sunday April 7th!

Inviting Colonial with eye-catching curb appeal due to its brick facade, colonnade, large symmetrical windows and center front entry. This impressive home is set back from the street, sited on a .33 acre wooded parcel. With 2,898 square feet above grade, it offers 4 bedrooms, 2.1 baths, a finished basement, and an attached 2-car garage. A coveted location within the H.O. Stone subdivision, you will enjoy easy access to downtown Lake Forest, Lake Michigan, award-winning schools, bike/hiking trails, outstanding restaurants, and many convenient commuting options. In fact, there are three nearby Metra train stations! Step inside to appreciate the traditional floor plan with wide foyer and adjacent formal rooms. The expansive living room has maple wood flooring, recessed lighting, surround sound, crown molding, built-in bookcases, and tall windows that invite compelling views of nature from three sides. With similar finishes, the spacious separate dining room is an ideal spot to host holiday meals, or entertain family and friends. The renovated kitchen has an "open to family room" design. Highlights include 48" cherry cabinetry, a center island with granite top, upgraded stainless steel appliances, newly refinished maple floors, and a sophisticated L-shaped planning desk. The family room is complete with fireplace, custom cherry built-ins and French doors. Near the kitchen, the laundry/mud-room also provides quick access to the pretty rear yard. All four generously-scaled bedrooms are on the second level. It is rare for all bedrooms to have crown moldings and large closets, yet these do. The en suite primary bedroom features crown molding, a spacious custom walk-in closet, and a renovated bathroom with marble vanity top, and seated shower. In January of 2023, the sellers refinished 1,076 square feet of the basement with Pergo plank flooring, red oak stairs, a separate office/playroom, and a rec room area that has the potential to be a 5th bedroom. This entire space is light, bright, and feels brand new. Additional major improvements include: Refinished hardwood floors (2024), upgraded attic insulation (2024), new Maytag washer (2023), new sewer line from house to street with 35-year warranty (2022), new 200-amp electrical panel (2020), new impact resistant roof and 6" oversized gutters with 35-year transferable warranty (2020), new Marvin Signature Ultimate windows in SW bedroom and basement w/egress (2020), new granite kitchen island, new stainless steel refrigerator and Bosch gas cooktop (2020), new cedar fence with 6 X 6" posts (2019), and HVAC replacement (2014). Pride of ownership is evident in every room of this beautiful home. It is absolutely in move-in condition!