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Discover a distinctive blend of historic character and modern sophistication in this exceptional three-story townhome nestled within the storied Fort Sheridan community along Lake Michigan. An open floor plan, two spacious bedrooms, and two and a half bathrooms create an inviting setting for both everyday living and entertaining. The updated kitchen is beautifully appointed with granite countertops, and a center island, while updated bathrooms offer contemporary style and comfort. Architectural appeal shines through in the dramatic ceiling heights, with 10-foot ceilings on the second floor and soaring 11-foot ceilings on the third, featuring arched windows on the top level. A wooden deck extends the living space outdoors, and a two-car garage and dedicated utility room provide added convenience. Enjoy the distinctive Fort Sheridan lifestyle, where historic surroundings meet the natural beauty of Lake Michigan. Explore nearby scenic trails and lakefront vistas, catch the train at the Fort Sheridan Metra station, or stop by Starbucks just moments away. A rare opportunity to enjoy refined, low-maintenance living in one of the North Shore's most distinctive historic communities.

2 Beds ⋅ 3 Baths ⋅ 12785449 MLS ⋅ ACTIVE Status ⋅ Fort Sheridan BLDG.

Discover a distinctive blend of historic character and modern sophistication in this exceptional three-story townhome nestled within the storied Fort Sheridan community along Lake Michigan. An open floor plan, two spacious bedrooms, and two and a half bathrooms create an inviting setting for both everyday living and entertaining. The updated kitchen is beautifully appointed with granite countertops, and a center island, while updated bathrooms offer contemporary style and comfort. Architectural appeal shines through in the dramatic ceiling heights, with 10-foot ceilings on the second floor and soaring 11-foot ceilings on the third, featuring arched windows on the top level. A wooden deck extends the living space outdoors, and a two-car garage and dedicated utility room provide added convenience. Enjoy the distinctive Fort Sheridan lifestyle, where historic surroundings meet the natural beauty of Lake Michigan. Explore nearby scenic trails and lakefront vistas, catch the train at the Fort Sheridan Metra station, or stop by Starbucks just moments away. A rare opportunity to enjoy refined, low-maintenance living in one of the North Shore's most distinctive historic communities.

155 Whistler Road, Highland Park

$639,999

Opportunity knocks! This home is MUCH larger than it appears from the outside, with approximately 2400 square feet on the main floor, and an additional 1200 in the basement. Walk in to see a generously sized, sunken living room, lit by an incredible piece of oversized stained glass. A functional kitchen/dining room combo leads you through to the large family room, featuring a new sliding door, a fireplace, and beautiful hardwood floors. Rounding out the main floor, you will find the primary bedroom with full en suite, two additional bedrooms, and a full hall bath. Head downstairs to find a large, partially finished basement with endless possibilities. A second fireplace, a wet bar, large utility room, and bonus room with a third full bath. Top rated schools and a very quiet neighborhood full of mature trees.

3 Beds ⋅ 3 Baths ⋅ 12718635 MLS ⋅ ACTIVE Status

Opportunity knocks! This home is MUCH larger than it appears from the outside, with approximately 2400 square feet on the main floor, and an additional 1200 in the basement. Walk in to see a generously sized, sunken living room, lit by an incredible piece of oversized stained glass. A functional kitchen/dining room combo leads you through to the large family room, featuring a new sliding door, a fireplace, and beautiful hardwood floors. Rounding out the main floor, you will find the primary bedroom with full en suite, two additional bedrooms, and a full hall bath. Head downstairs to find a large, partially finished basement with endless possibilities. A second fireplace, a wet bar, large utility room, and bonus room with a third full bath. Top rated schools and a very quiet neighborhood full of mature trees.

282 Barberry Road, Highland Park

$625,000

Welcome to this charming, beautifully maintained, mid-century multi-level home, offering a perfect blend of comfort and style. As you enter the main floor, you'll find an inviting L-shaped living and dining area featuring hardwood floors. The newer kitchen with granite counters was updated with stainless steel appliances in 2024 and includes a pantry closet and matching granite table with chairs. A large coat closet completes the main level. Just a few steps up to the second floor is the primary suite complete with a full remodeled bath (2020) featuring double sinks and abundant storage, including a secret storage space behind the mirror. This level also includes a second bedroom that currently serves as an office. The third floor provides two additional bedrooms connected by a Jack and Jill bathroom with 2 sinks and a shower/tub. Both bedrooms feature two closets, providing ample storage. The large family room on the lower level is highlighted by a wood-burning fireplace with gas starter. The lower level includes access to the outdoors with a convenient staircase leading up to grade level, a half bath (easily convertible back to a full bath), and a laundry/utility area with a new washer and dryer (2025). A fridge in the utility room is included for added convenience. There are two zones for HVAC with a SMART thermostat. The water heater was replaced in 2019. And the crawl space is accessible from the lower level - more storage! The exterior of the home features gutter guards with heaters (2022). Relax outside in the lovely backyard with a spacious patio and two sheds, as well as a wood deck on the south side of the house. There is room to add a garage to the property. Located on a quiet street with little traffic (the street ends on the south end at Woodridge Park), this home is just a short drive to the Metra train station, Ravinia Festival, Chicago Botanic Garden, shopping, and restaurants, with easy access to the Edens Expressway and the Tollway. Choice of Deerfield or Highland Park High School. Don't miss the chance to make this lovely Highland Park home your own!

4 Beds ⋅ 3 Baths ⋅ 12760663 MLS ⋅ ACTIVE Status

Welcome to this charming, beautifully maintained, mid-century multi-level home, offering a perfect blend of comfort and style. As you enter the main floor, you'll find an inviting L-shaped living and dining area featuring hardwood floors. The newer kitchen with granite counters was updated with stainless steel appliances in 2024 and includes a pantry closet and matching granite table with chairs. A large coat closet completes the main level. Just a few steps up to the second floor is the primary suite complete with a full remodeled bath (2020) featuring double sinks and abundant storage, including a secret storage space behind the mirror. This level also includes a second bedroom that currently serves as an office. The third floor provides two additional bedrooms connected by a Jack and Jill bathroom with 2 sinks and a shower/tub. Both bedrooms feature two closets, providing ample storage. The large family room on the lower level is highlighted by a wood-burning fireplace with gas starter. The lower level includes access to the outdoors with a convenient staircase leading up to grade level, a half bath (easily convertible back to a full bath), and a laundry/utility area with a new washer and dryer (2025). A fridge in the utility room is included for added convenience. There are two zones for HVAC with a SMART thermostat. The water heater was replaced in 2019. And the crawl space is accessible from the lower level - more storage! The exterior of the home features gutter guards with heaters (2022). Relax outside in the lovely backyard with a spacious patio and two sheds, as well as a wood deck on the south side of the house. There is room to add a garage to the property. Located on a quiet street with little traffic (the street ends on the south end at Woodridge Park), this home is just a short drive to the Metra train station, Ravinia Festival, Chicago Botanic Garden, shopping, and restaurants, with easy access to the Edens Expressway and the Tollway. Choice of Deerfield or Highland Park High School. Don't miss the chance to make this lovely Highland Park home your own!

296 Barberry Road, Highland Park

$615,000

LOCATION! LOCATION! LOCATION! INVESTOR & FLIPPER SPECIAL! Rare opportunity to own a historic English Tudor Revival home in one of Highland Park's most desirable neighborhoods. This partially renovated property offers exceptional upside for investors, flippers, rehabbers, or buyers looking to customize a truly one-of-a-kind home while preserving its architectural heritage. This 3-bedroom, 2.5-bath English Tudor Revival home is a rare Krenn-Dato model, showcasing timeless architectural details and rich history. Backed by Edith Rockefeller McCormick, Krenn-Dato homes are celebrated for their distinctive craftsmanship, including decorative half-timbering, a classic brick and stucco facade, steep gables, prominent chimneys, and charming multi-paned windows. Beautifully refinished hardwood floors and fresh paint throughout blend seamlessly with preserved original features, including vintage light fixtures, original windows, doors, hardware, staircase woodwork, and other decorative details that highlight the home's historic charm. The main level features a functional kitchen ready for your personal updates, a spacious living room centered around the original wood-burning fireplace, a formal dining room, a cozy den, a pantry, and a convenient half bath. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The unfinished basement includes a laundry area and offers outstanding potential for additional living space, a recreation room, home office, fitness area, or ample storage-making it an excellent opportunity for investors, flippers, or buyers looking to add value and customize the home to their vision. Outside, enjoy a large, fully fenced backyard with mature trees, along with a private front yard that enhances the home's curb appeal and serene setting. Ideally located in a top-rated school district, this true showstopper is surrounded by parks and forest preserves and is within walking distance to the Metra station for an easy downtown commute. It is also just minutes from the beach, Fort Sheridan Forest Preserve, restaurants, shopping, and neighborhood playgrounds. This home is proudly featured as part of the Highland Park Historic Homes Bike Tour. The owner, a professional builder, offers a unique opportunity to complete additional renovations-including new windows, bathrooms, a custom kitchen, and a finished basement-for an additional $75,000-$150,000, based on the buyer's preferences. Buyers may also choose to complete the renovations themselves, making this an outstanding value-add opportunity with significant upside. Some images may be virtually enhanced. The home is also available for lease. Property is being sold AS-IS.

3 Beds ⋅ 3 Baths ⋅ 12716773 MLS ⋅ ACTIVE Status

LOCATION! LOCATION! LOCATION! INVESTOR & FLIPPER SPECIAL! Rare opportunity to own a historic English Tudor Revival home in one of Highland Park's most desirable neighborhoods. This partially renovated property offers exceptional upside for investors, flippers, rehabbers, or buyers looking to customize a truly one-of-a-kind home while preserving its architectural heritage. This 3-bedroom, 2.5-bath English Tudor Revival home is a rare Krenn-Dato model, showcasing timeless architectural details and rich history. Backed by Edith Rockefeller McCormick, Krenn-Dato homes are celebrated for their distinctive craftsmanship, including decorative half-timbering, a classic brick and stucco facade, steep gables, prominent chimneys, and charming multi-paned windows. Beautifully refinished hardwood floors and fresh paint throughout blend seamlessly with preserved original features, including vintage light fixtures, original windows, doors, hardware, staircase woodwork, and other decorative details that highlight the home's historic charm. The main level features a functional kitchen ready for your personal updates, a spacious living room centered around the original wood-burning fireplace, a formal dining room, a cozy den, a pantry, and a convenient half bath. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The unfinished basement includes a laundry area and offers outstanding potential for additional living space, a recreation room, home office, fitness area, or ample storage-making it an excellent opportunity for investors, flippers, or buyers looking to add value and customize the home to their vision. Outside, enjoy a large, fully fenced backyard with mature trees, along with a private front yard that enhances the home's curb appeal and serene setting. Ideally located in a top-rated school district, this true showstopper is surrounded by parks and forest preserves and is within walking distance to the Metra station for an easy downtown commute. It is also just minutes from the beach, Fort Sheridan Forest Preserve, restaurants, shopping, and neighborhood playgrounds. This home is proudly featured as part of the Highland Park Historic Homes Bike Tour. The owner, a professional builder, offers a unique opportunity to complete additional renovations-including new windows, bathrooms, a custom kitchen, and a finished basement-for an additional $75,000-$150,000, based on the buyer's preferences. Buyers may also choose to complete the renovations themselves, making this an outstanding value-add opportunity with significant upside. Some images may be virtually enhanced. The home is also available for lease. Property is being sold AS-IS.

3107 Dato Avenue, Highland Park

$599,000

RARE OPPORTUNITY IN HIGHLAND PARK! Set on approximately 29,000 square feet across TWO PARCELS, this solidly built 1927 brick home offers incredible possibilities-restore and reimagine a home filled with character, or explore the potential to build new. Beautiful craftsmanship includes black cherry millwork and moldings, red oak hardwood floors throughout (including beneath carpeting), French doors, and two fireplaces, including a striking stone fireplace in the family room/den. Spacious living and dining rooms, a kitchen ready to be expanded and transformed, separate pantry, screened porch, and an attached greenhouse offering additional possibilities. Second-floor bedrooms and full bath, plus a large unfinished basement with shower and toilet. The expansive grounds are surrounded by mature trees with plenty of room to enjoy the property and create your own outdoor oasis. Central air has been added while much of the home's classic 1920s character remains. Walk to Hidden Creek AquaPark and enjoy easy access to vibrant downtown Highland Park with its restaurants, shopping and beautiful library, along with everything this sought-after North Shore lakefront community has to offer. A truly unique opportunity for the buyer who appreciates the craftsmanship of a classic home-or sees the possibilities in the land.

4 Beds ⋅ 2 Baths ⋅ 12796156 MLS ⋅ ACTIVE Status

RARE OPPORTUNITY IN HIGHLAND PARK! Set on approximately 29,000 square feet across TWO PARCELS, this solidly built 1927 brick home offers incredible possibilities-restore and reimagine a home filled with character, or explore the potential to build new. Beautiful craftsmanship includes black cherry millwork and moldings, red oak hardwood floors throughout (including beneath carpeting), French doors, and two fireplaces, including a striking stone fireplace in the family room/den. Spacious living and dining rooms, a kitchen ready to be expanded and transformed, separate pantry, screened porch, and an attached greenhouse offering additional possibilities. Second-floor bedrooms and full bath, plus a large unfinished basement with shower and toilet. The expansive grounds are surrounded by mature trees with plenty of room to enjoy the property and create your own outdoor oasis. Central air has been added while much of the home's classic 1920s character remains. Walk to Hidden Creek AquaPark and enjoy easy access to vibrant downtown Highland Park with its restaurants, shopping and beautiful library, along with everything this sought-after North Shore lakefront community has to offer. A truly unique opportunity for the buyer who appreciates the craftsmanship of a classic home-or sees the possibilities in the land.

1324 Fredrickson Place, Highland Park

$599,000

RARE OPPORTUNITY IN HIGHLAND PARK! Set on approximately 29,000 square feet across TWO PARCELS, this solidly built 1927 brick home offers incredible possibilities-restore and reimagine a home filled with character, or explore the potential to build new. Beautiful craftsmanship includes black cherry millwork and moldings, red oak hardwood floors throughout (including beneath carpeting), French doors, and two fireplaces, including a striking stone fireplace in the family room/den. Spacious living and dining rooms, a kitchen ready to be expanded and transformed, separate pantry, screened porch, and an attached greenhouse offering additional possibilities. Second-floor bedrooms and full bath, plus a large unfinished basement with shower and toilet. The expansive grounds are surrounded by mature trees with plenty of room to enjoy the property and create your own outdoor oasis. Central air has been added while much of the home's classic 1920s character remains. Walk to Hidden Creek AquaPark and enjoy easy access to vibrant downtown Highland Park with its restaurants, shopping and beautiful library, along with everything this sought-after North Shore lakefront community has to offer. A truly unique opportunity for the buyer who appreciates the craftsmanship of a classic home-or sees the possibilities in the land.

4 Beds ⋅ 2 Baths ⋅ 12783254 MLS ⋅ ACTIVE Status

RARE OPPORTUNITY IN HIGHLAND PARK! Set on approximately 29,000 square feet across TWO PARCELS, this solidly built 1927 brick home offers incredible possibilities-restore and reimagine a home filled with character, or explore the potential to build new. Beautiful craftsmanship includes black cherry millwork and moldings, red oak hardwood floors throughout (including beneath carpeting), French doors, and two fireplaces, including a striking stone fireplace in the family room/den. Spacious living and dining rooms, a kitchen ready to be expanded and transformed, separate pantry, screened porch, and an attached greenhouse offering additional possibilities. Second-floor bedrooms and full bath, plus a large unfinished basement with shower and toilet. The expansive grounds are surrounded by mature trees with plenty of room to enjoy the property and create your own outdoor oasis. Central air has been added while much of the home's classic 1920s character remains. Walk to Hidden Creek AquaPark and enjoy easy access to vibrant downtown Highland Park with its restaurants, shopping and beautiful library, along with everything this sought-after North Shore lakefront community has to offer. A truly unique opportunity for the buyer who appreciates the craftsmanship of a classic home-or sees the possibilities in the land.

1324 Fredrickson Place, Highland Park

$595,000

Built with enduring quality, this solid and brightly lit Highland Park home comes freshly painted and ready for immediate move-in. The main living areas feature stunning hardwood floors and a sunny living room that floods the space with natural light, while the lower-level family room offers a cozy retreat complete with built-in shelving and a beautifully tiled fireplace. Designed for function and entertaining, the spacious kitchen is packed with endless cabinet storage, an expansive breakfast bar, and sliding glass doors that open directly onto a deck overlooking a massive, fully fenced backyard with a dedicated dog run. Beyond the main yard, the side lot boasts your own private fruit orchard, complete with apple, cherry, and peach trees. Comfort extends throughout the home with spacious, high-storage bedrooms and updated bathrooms. On top of its timeless appeal, the property features major recent upgrades for total peace of mind, including a 2-year-old roof, a 2-year-old dishwasher, and a 4-year-old washer and dryer-making it the perfect setting to start building lasting family memories.

3 Beds ⋅ 2 Baths ⋅ 12756230 MLS ⋅ ACTIVE Status

Built with enduring quality, this solid and brightly lit Highland Park home comes freshly painted and ready for immediate move-in. The main living areas feature stunning hardwood floors and a sunny living room that floods the space with natural light, while the lower-level family room offers a cozy retreat complete with built-in shelving and a beautifully tiled fireplace. Designed for function and entertaining, the spacious kitchen is packed with endless cabinet storage, an expansive breakfast bar, and sliding glass doors that open directly onto a deck overlooking a massive, fully fenced backyard with a dedicated dog run. Beyond the main yard, the side lot boasts your own private fruit orchard, complete with apple, cherry, and peach trees. Comfort extends throughout the home with spacious, high-storage bedrooms and updated bathrooms. On top of its timeless appeal, the property features major recent upgrades for total peace of mind, including a 2-year-old roof, a 2-year-old dishwasher, and a 4-year-old washer and dryer-making it the perfect setting to start building lasting family memories.

1320 Deerfield Place, Highland Park

$589,000

Ravinia! Completey updated & renovated in 2016! Features a bright and open floor plan! Beautiful New kitchen with great cabinet space, granite countertops, stainless appliances and center island with cool built-in fireplace! All New in 2016: New Kitchen, New Bathrooms, Windows, HVAC, Copper Water Piping, PVC plumbing, 200 Amp Electrical Panel, New Washer & Dryer, New Roof, and more. Solar panels also were installed in 2020 - fantastic with today's ever increasing utility bills. The main level features an open kitchen, dining, and family room space. Upstairs are 3 bedrooms and a full bathroom. The walk-out lower level features a spacious recreation room, full bathroom, laundry/Utility room and a crawl space with concrete floor. Beautifully & Professionally landscaped yard! Great walk to everywhere Ravinia location: Rosewood Beach, Farmer's Truck Wednesdays, Food Truck Thursdays, Green Bay Trail, Schools, Shops & Restaurants, Ravinia Festival, Chicago Botanic Garden and More! Just move right in and enjoy!!

3 Beds ⋅ 2 Baths ⋅ 12792745 MLS ⋅ ACTIVE Status

Ravinia! Completey updated & renovated in 2016! Features a bright and open floor plan! Beautiful New kitchen with great cabinet space, granite countertops, stainless appliances and center island with cool built-in fireplace! All New in 2016: New Kitchen, New Bathrooms, Windows, HVAC, Copper Water Piping, PVC plumbing, 200 Amp Electrical Panel, New Washer & Dryer, New Roof, and more. Solar panels also were installed in 2020 - fantastic with today's ever increasing utility bills. The main level features an open kitchen, dining, and family room space. Upstairs are 3 bedrooms and a full bathroom. The walk-out lower level features a spacious recreation room, full bathroom, laundry/Utility room and a crawl space with concrete floor. Beautifully & Professionally landscaped yard! Great walk to everywhere Ravinia location: Rosewood Beach, Farmer's Truck Wednesdays, Food Truck Thursdays, Green Bay Trail, Schools, Shops & Restaurants, Ravinia Festival, Chicago Botanic Garden and More! Just move right in and enjoy!!

475 Burton Avenue, Highland Park

$575,000

Set on a serene residential street in the heart of downtown Highland Park, this spacious three-level townhome offers the ideal combination of everyday comfort and easy access to everything the area has to offer. The main level offers a welcoming entry, generous living room with access to a large private fenced patio, separate dining room or den, powder room, and kitchen with stone countertops, subway tile backsplash, abundant cabinetry, and convenient pull-out pantry storage. Hardwood flooring and ample natural light add warmth throughout the space. Upstairs, three bedrooms and two full baths provide a comfortable separation between living and sleeping spaces. The oversized primary bedroom features a walk-in closet and en suite bath with a glass-enclosed walk-in shower. A full-size side-by-side laundry room with additional storage adds everyday convenience. The lower level expands the living space even further with a large family room and direct access to the attached two-car garage, which includes two additional storage rooms. Walk to the Metra, shops, restaurants, coffee, and more, while nearby beaches, Ravinia Festival, country clubs, and golf courses make it easy to enjoy the best of the North Shore.

3 Beds ⋅ 3 Baths ⋅ 12786577 MLS ⋅ ACTIVE Status

Set on a serene residential street in the heart of downtown Highland Park, this spacious three-level townhome offers the ideal combination of everyday comfort and easy access to everything the area has to offer. The main level offers a welcoming entry, generous living room with access to a large private fenced patio, separate dining room or den, powder room, and kitchen with stone countertops, subway tile backsplash, abundant cabinetry, and convenient pull-out pantry storage. Hardwood flooring and ample natural light add warmth throughout the space. Upstairs, three bedrooms and two full baths provide a comfortable separation between living and sleeping spaces. The oversized primary bedroom features a walk-in closet and en suite bath with a glass-enclosed walk-in shower. A full-size side-by-side laundry room with additional storage adds everyday convenience. The lower level expands the living space even further with a large family room and direct access to the attached two-car garage, which includes two additional storage rooms. Walk to the Metra, shops, restaurants, coffee, and more, while nearby beaches, Ravinia Festival, country clubs, and golf courses make it easy to enjoy the best of the North Shore.

1454 Glencoe Avenue, Highland Park

$545,000

4 Beds ⋅ 2 Baths ⋅ 12728137 MLS ⋅ ACTIVE Status

552 Burton Avenue, Highland Park

$525,000

This home has all new up to date electrical wiring, a brand new bathroom, house covered with fresh paint, both inside and out. The lower level family room has plush new carpet.The location is close to schools, shopping, restaurants, Highway 41 and the 294 Toll Road. The sidewalks and the patio are new and freshly done. There is a brand new community center close by which offers numerous classes and activities. It is ready for new owners to enjoy!

3 Beds ⋅ 3 Baths ⋅ 12790006 MLS ⋅ ACTIVE Status

This home has all new up to date electrical wiring, a brand new bathroom, house covered with fresh paint, both inside and out. The lower level family room has plush new carpet.The location is close to schools, shopping, restaurants, Highway 41 and the 294 Toll Road. The sidewalks and the patio are new and freshly done. There is a brand new community center close by which offers numerous classes and activities. It is ready for new owners to enjoy!

1751 Clavey Road, Highland Park

$460,000

This move-in ready 3 bedroom, 2.5 bath END-UNIT Chantilly townhome is spacious and bright with an ideal floor plan. First level features expansive family room with marble surround fireplace, formal dining room with bar, versatile den with built-ins and sliding doors to a private patio. The kitchen features Shaker wood cabinetry, stainless steel appliances, Corian countertops, pantry and direct patio access. Luxury vinyl flooring throughout first level. Upstairs, the oversized primary suite offers a walk-in closet, cedar closet, built-in cabinetry and beautiful en-suite bath with decorative tile flooring, double sinks plus vanity area and tub/shower. Two additional generously sized bedrooms, a full hall bath and convenient second-floor laundry complete the upper level. Enjoy outdoor entertaining on the oversized private, fenced patio. Additional highlights include a two-car garage with storage. Residents enjoy a community outdoor pool and a fantastic location near Fink Park, walking paths, recreational facilities and Deer Creek Racquet Club. Easy highway access and just minutes to downtown Highland Park.

3 Beds ⋅ 3 Baths ⋅ 12786236 MLS ⋅ ACTIVE Status ⋅ Chantilly BLDG.

This move-in ready 3 bedroom, 2.5 bath END-UNIT Chantilly townhome is spacious and bright with an ideal floor plan. First level features expansive family room with marble surround fireplace, formal dining room with bar, versatile den with built-ins and sliding doors to a private patio. The kitchen features Shaker wood cabinetry, stainless steel appliances, Corian countertops, pantry and direct patio access. Luxury vinyl flooring throughout first level. Upstairs, the oversized primary suite offers a walk-in closet, cedar closet, built-in cabinetry and beautiful en-suite bath with decorative tile flooring, double sinks plus vanity area and tub/shower. Two additional generously sized bedrooms, a full hall bath and convenient second-floor laundry complete the upper level. Enjoy outdoor entertaining on the oversized private, fenced patio. Additional highlights include a two-car garage with storage. Residents enjoy a community outdoor pool and a fantastic location near Fink Park, walking paths, recreational facilities and Deer Creek Racquet Club. Easy highway access and just minutes to downtown Highland Park.

737 Orleans Drive, Highland Park

$445,000

Nestled along the tree-lined streets of sought-after Sherwood Forest, this spacious 1960 split-level offers wonderful potential for buyers ready to bring their decorating and renovation ideas. The light-filled main level features a dramatic vaulted living room with expansive picture windows overlooking the lush backyard, an adjoining formal dining room, and an updated eat-in kitchen. Upstairs, the generously sized primary suite is a rare find for a split-level, offering two large closets and its own private full bath, plus two additional bedrooms and a shared hall bath. The expansive lower-level family room features a wood-burning fireplace and flexible space for recreation, a home office, play area, or game room, along with another full bath, laundry/mechanical room, and abundant storage. With original hardwood floors, an attached one-car garage, a beautiful backyard and patio, and the choice of Highland Park or Deerfield High School, this home offers an exciting opportunity to update, personalize, and build equity in a highly desirable Highland Park neighborhood. While some updating and improvements will allow the next owner to truly make it their own, the home offers wonderful space, character, and potential. Recent improvements include: 2025 - siding, insulation, gutters, downspouts and flashing; 2024 - stove and HVAC; 2023 - microwave and dishwasher; 2018 - roof, vents and shields; 2017 - refrigerator; 2014 - windows. Property is being sold AS-IS as part of an Estate Sale.

3 Beds ⋅ 3 Baths ⋅ 12702457 MLS ⋅ ACTIVE Status

Nestled along the tree-lined streets of sought-after Sherwood Forest, this spacious 1960 split-level offers wonderful potential for buyers ready to bring their decorating and renovation ideas. The light-filled main level features a dramatic vaulted living room with expansive picture windows overlooking the lush backyard, an adjoining formal dining room, and an updated eat-in kitchen. Upstairs, the generously sized primary suite is a rare find for a split-level, offering two large closets and its own private full bath, plus two additional bedrooms and a shared hall bath. The expansive lower-level family room features a wood-burning fireplace and flexible space for recreation, a home office, play area, or game room, along with another full bath, laundry/mechanical room, and abundant storage. With original hardwood floors, an attached one-car garage, a beautiful backyard and patio, and the choice of Highland Park or Deerfield High School, this home offers an exciting opportunity to update, personalize, and build equity in a highly desirable Highland Park neighborhood. While some updating and improvements will allow the next owner to truly make it their own, the home offers wonderful space, character, and potential. Recent improvements include: 2025 - siding, insulation, gutters, downspouts and flashing; 2024 - stove and HVAC; 2023 - microwave and dishwasher; 2018 - roof, vents and shields; 2017 - refrigerator; 2014 - windows. Property is being sold AS-IS as part of an Estate Sale.

1326 Cavell Avenue, Highland Park

$439,000

Rarely available Chantilly END-UNIT ideally situated overlooking the golf course! Lovingly maintained, this spacious and light-filled 3-bedroom, 2.5-bath townhome offers a wonderful floor plan featuring an expansive family room, formal dining room with wet bar and versatile den/office with sliding doors to a private patio. The kitchen features white cabinetry, granite countertops, ceramic tile flooring, a built-in planning desk area, pantry and direct patio access. Upstairs, the oversized primary suite offers a walk-in closet, cedar closet and en-suite bath. Two additional generously sized bedrooms, a full hall bath and convenient second-floor laundry complete the upper level. Enjoy outdoor entertaining on the private, fenced patio. Additional highlights include a two-car garage with abundant storage. Residents enjoy a community outdoor pool and a fantastic location near Fink Park, walking paths, recreational facilities and Deer Creek Racquet Club. Easy highway access and just minutes to downtown Highland Park. Mechanical ages: Bradford White 50-gallon electric water heater - Sept. 2021, Lennox indoor air handler - Sept. 2023, Maytag washer - Jan. 2021, Maytag electric dryer - older, Maytag side-by-side refrigerator/freezer - Jan. 2009, Maytag 30" electric range and microwave - early 2009, Maytag dishwasher - May 1997

3 Beds ⋅ 3 Baths ⋅ 12773165 MLS ⋅ ACTIVE Status ⋅ Chantilly BLDG.

Rarely available Chantilly END-UNIT ideally situated overlooking the golf course! Lovingly maintained, this spacious and light-filled 3-bedroom, 2.5-bath townhome offers a wonderful floor plan featuring an expansive family room, formal dining room with wet bar and versatile den/office with sliding doors to a private patio. The kitchen features white cabinetry, granite countertops, ceramic tile flooring, a built-in planning desk area, pantry and direct patio access. Upstairs, the oversized primary suite offers a walk-in closet, cedar closet and en-suite bath. Two additional generously sized bedrooms, a full hall bath and convenient second-floor laundry complete the upper level. Enjoy outdoor entertaining on the private, fenced patio. Additional highlights include a two-car garage with abundant storage. Residents enjoy a community outdoor pool and a fantastic location near Fink Park, walking paths, recreational facilities and Deer Creek Racquet Club. Easy highway access and just minutes to downtown Highland Park. Mechanical ages: Bradford White 50-gallon electric water heater - Sept. 2021, Lennox indoor air handler - Sept. 2023, Maytag washer - Jan. 2021, Maytag electric dryer - older, Maytag side-by-side refrigerator/freezer - Jan. 2009, Maytag 30" electric range and microwave - early 2009, Maytag dishwasher - May 1997

1440 Concorde Circle, Highland Park

$434,000

Chantilly End Unit on the Golf Course! Bright, sunny, well-loved, and well-maintained, spacious 3-bedroom, 2.1-bath with attached garage, and lovely, fenced private patio facing South and West. The potential and size of the unit and rooms are amazing, with space for entertaining and gatherings, an office, garden room, dining room, or flex space, as well as a living room, dining room, and kitchen, plus a powder room on the first floor. Upstairs, welcome to a huge Primary Suite with year-round views of the golf course, good closets including a separate cedar closet, two more bedrooms with their own substantial closet space, two linen closets, a hall bath, and convenient 2nd-floor laundry. Mechanicals and sliding glass doors updated. Don't miss all that Chantilly has to offer, including parks, a walking path, a dog park nearby, a community pool, and more, plus a great location within the community!

3 Beds ⋅ 3 Baths ⋅ 12753549 MLS ⋅ ACTIVE Status

Chantilly End Unit on the Golf Course! Bright, sunny, well-loved, and well-maintained, spacious 3-bedroom, 2.1-bath with attached garage, and lovely, fenced private patio facing South and West. The potential and size of the unit and rooms are amazing, with space for entertaining and gatherings, an office, garden room, dining room, or flex space, as well as a living room, dining room, and kitchen, plus a powder room on the first floor. Upstairs, welcome to a huge Primary Suite with year-round views of the golf course, good closets including a separate cedar closet, two more bedrooms with their own substantial closet space, two linen closets, a hall bath, and convenient 2nd-floor laundry. Mechanicals and sliding glass doors updated. Don't miss all that Chantilly has to offer, including parks, a walking path, a dog park nearby, a community pool, and more, plus a great location within the community!

1466 Concorde Circle, Highland Park

1534 Mcdaniels Avenue Unit #3E, Highland Park

$429,000

Space, light and convenience come together in this spacious three-bedroom Highland Park condominium, offering an exceptional opportunity and outstanding value. Freshly painted throughout and featuring a brand-new HVAC system, the home has a bright, refreshed feel and is ready for its next owner. Generous room sizes, abundant natural light, southern exposure and an oversized private balcony make this home especially appealing. A welcoming foyer leads to spacious living and dining areas. The kitchen features maple cabinetry, an eating area, and direct balcony access. The privately situated primary suite offers hardwood flooring, exceptional closet space, plantation shutters and an en-suite bath with dual sinks, soaking tub and separate shower. Two additional generously sized bedrooms, both with hardwood flooring, share a spacious hall bath. One features plantation shutters, while the other offers direct balcony access and flexibility as a guest room, home office or den. Additional highlights include in-unit laundry, excellent storage, a one-car attached garage and a main-level storage locker. Enjoy a convenient location within walking distance of downtown Highland Park, Metra, Sunset Park, restaurants, shopping and Lake Michigan. Property conveyed in as-is condition.

3 Beds ⋅ 2 Baths ⋅ 12805152 MLS ⋅ NEW Status

Space, light and convenience come together in this spacious three-bedroom Highland Park condominium, offering an exceptional opportunity and outstanding value. Freshly painted throughout and featuring a brand-new HVAC system, the home has a bright, refreshed feel and is ready for its next owner. Generous room sizes, abundant natural light, southern exposure and an oversized private balcony make this home especially appealing. A welcoming foyer leads to spacious living and dining areas. The kitchen features maple cabinetry, an eating area, and direct balcony access. The privately situated primary suite offers hardwood flooring, exceptional closet space, plantation shutters and an en-suite bath with dual sinks, soaking tub and separate shower. Two additional generously sized bedrooms, both with hardwood flooring, share a spacious hall bath. One features plantation shutters, while the other offers direct balcony access and flexibility as a guest room, home office or den. Additional highlights include in-unit laundry, excellent storage, a one-car attached garage and a main-level storage locker. Enjoy a convenient location within walking distance of downtown Highland Park, Metra, Sunset Park, restaurants, shopping and Lake Michigan. Property conveyed in as-is condition.

1534 Mcdaniels Avenue Unit #3E, Highland Park

$375,000

Beautiful 39,600 SF LOT. NO H.O.A. Build your "Dream Home" on this Wide, Wooded, VACANT Parcel. 132 Foot Frontage by 300 Feet Deep! FAR = 25.04, Max floor area (sf) 9,916. Max FAR 11,166. Choice of Highland Park High School or Deerfield High School.

12402785 MLS ⋅ ACTIVE Status

Beautiful 39,600 SF LOT. NO H.O.A. Build your "Dream Home" on this Wide, Wooded, VACANT Parcel. 132 Foot Frontage by 300 Feet Deep! FAR = 25.04, Max floor area (sf) 9,916. Max FAR 11,166. Choice of Highland Park High School or Deerfield High School.

Highmoor Road, Highland Park

1795 Lake Cook Road Unit #110, Highland Park

$349,900

TWO PARKING SPACES! Beautifully updated 2-bedroom, 2-bathroom condo offering modern style, comfort, and convenience. The inviting living room features a gorgeous stone fireplace, creating a warm and welcoming space for relaxing or entertaining. The stylish kitchen boasts crisp white cabinetry, stainless steel appliances, stunning white quart countertops and a clean, contemporary design. Pella windows with integrated blinds for a easy and updated feel. Gorgeous engineered wood throughout the unit.The spacious primary bedroom features a huge walk-in closet and beautifully updated private bath. Both bathrooms have been thoughtfully renovated with gorgeous tilework and modern finishes. A private balcony provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. With two dedicated parking spaces and beautiful updates throughout, this move-in-ready condo is the perfect combination of style and convenience! *50K in Pella windows and doors have been updated in this unit!*

2 Beds ⋅ 2 Baths ⋅ 12800282 MLS ⋅ ACTIVE Status

TWO PARKING SPACES! Beautifully updated 2-bedroom, 2-bathroom condo offering modern style, comfort, and convenience. The inviting living room features a gorgeous stone fireplace, creating a warm and welcoming space for relaxing or entertaining. The stylish kitchen boasts crisp white cabinetry, stainless steel appliances, stunning white quart countertops and a clean, contemporary design. Pella windows with integrated blinds for a easy and updated feel. Gorgeous engineered wood throughout the unit.The spacious primary bedroom features a huge walk-in closet and beautifully updated private bath. Both bathrooms have been thoughtfully renovated with gorgeous tilework and modern finishes. A private balcony provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. With two dedicated parking spaces and beautiful updates throughout, this move-in-ready condo is the perfect combination of style and convenience! *50K in Pella windows and doors have been updated in this unit!*

1795 Lake Cook Road Unit #110, Highland Park

1220 Park Avenue Unit #126, Highland Park

$324,900

Welcome to Brooke Estates! This bright and spacious 2-bedroom, 2-bathroom end-unit condo offers comfortable, move-in-ready living in a beautifully maintained elevator building. Filled with natural light, this inviting home features an updated kitchen with stainless steel appliances, hardwood flooring, and a convenient breakfast bar that opens to the dining area, complete with vaulted ceilings and skylights. The spacious living room features a cozy gas fireplace and direct access to a private balcony, perfect for relaxing or enjoying your morning coffee. The generously sized primary suite offers plenty of space for a king-sized bed, sitting area, and additional furnishings, along with a private full bathroom and walk-in closet with custom built-ins. The second bedroom features an entire wall of closets, providing exceptional storage. Additional storage can be found throughout the home, including a front entry coat closet and linen closets. A generously sized laundry room features a newer stackable washer and dryer, offering both convenience and additional storage space. Completing this exceptional condo are two heated garage parking spaces and a dedicated storage locker (#31). Brooke Estates offers a wonderful selection of amenities, including two outdoor swimming pools, beautifully landscaped grounds, two picturesque ponds with a fountain, scenic walking paths, and ample guest parking. Located in a highly regarded school district, this home offers an ideal combination of comfort, convenience, and community amenities. The association boasts healthy reserves and no special assessments. Enjoy the ease of maintenance-free living in this desirable Highland Park community!

2 Beds ⋅ 2 Baths ⋅ 12782094 MLS ⋅ ACTIVE Status

Welcome to Brooke Estates! This bright and spacious 2-bedroom, 2-bathroom end-unit condo offers comfortable, move-in-ready living in a beautifully maintained elevator building. Filled with natural light, this inviting home features an updated kitchen with stainless steel appliances, hardwood flooring, and a convenient breakfast bar that opens to the dining area, complete with vaulted ceilings and skylights. The spacious living room features a cozy gas fireplace and direct access to a private balcony, perfect for relaxing or enjoying your morning coffee. The generously sized primary suite offers plenty of space for a king-sized bed, sitting area, and additional furnishings, along with a private full bathroom and walk-in closet with custom built-ins. The second bedroom features an entire wall of closets, providing exceptional storage. Additional storage can be found throughout the home, including a front entry coat closet and linen closets. A generously sized laundry room features a newer stackable washer and dryer, offering both convenience and additional storage space. Completing this exceptional condo are two heated garage parking spaces and a dedicated storage locker (#31). Brooke Estates offers a wonderful selection of amenities, including two outdoor swimming pools, beautifully landscaped grounds, two picturesque ponds with a fountain, scenic walking paths, and ample guest parking. Located in a highly regarded school district, this home offers an ideal combination of comfort, convenience, and community amenities. The association boasts healthy reserves and no special assessments. Enjoy the ease of maintenance-free living in this desirable Highland Park community!

1220 Park Avenue Unit #126, Highland Park

$99,000

Highland Park Tobacco Store - Prime Downtown Location, in the heart of downtown Highland Park, within the vibrant shops and restaurant corridor. Established store offers exceptional visibility and convenience, directly across from the Highland Park Metra Train Station. A true one-stop shop for all tobacco needs provides a wide selection of premium cigars and brand-name products, Tobacco, hookahs, and a full line of accessories, well-appointed cigar room for customers to browse and enjoy, monthly gross sales of $30,000-$35,000, inventory valued at approximately $100,000 (additional). Goodwill, fixtures, features, and equipment included in the sale. A strong opportunity to acquire a well-located, fully equipped tobacco business in a high-traffic downtown setting. Gross monthly rental amount of $3,300.

12526552 MLS ⋅ ACTIVE Status

Highland Park Tobacco Store - Prime Downtown Location, in the heart of downtown Highland Park, within the vibrant shops and restaurant corridor. Established store offers exceptional visibility and convenience, directly across from the Highland Park Metra Train Station. A true one-stop shop for all tobacco needs provides a wide selection of premium cigars and brand-name products, Tobacco, hookahs, and a full line of accessories, well-appointed cigar room for customers to browse and enjoy, monthly gross sales of $30,000-$35,000, inventory valued at approximately $100,000 (additional). Goodwill, fixtures, features, and equipment included in the sale. A strong opportunity to acquire a well-located, fully equipped tobacco business in a high-traffic downtown setting. Gross monthly rental amount of $3,300.

1621 Saint Johns Avenue, Highland Park

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