Highland Park Homes under $500,000

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Newest Highland Park Homes under $500,000

1240 Park Avenue Unit #331, Highland Park

$225,000

2 Beds ⋅ 2 Baths ⋅ 12723585 MLS ⋅ NEW Status ⋅ Brooke Estates BLDG.

Bright and spacious second-floor 2-bedroom, 2-bathroom condo in desirable Brooke Estates! Enjoy a private patio overlooking the community pool, creating a pleasant outdoor retreat. Inside, you'll find nicely sized bedrooms, including a primary bedroom with its own private bathroom, along with newer flooring and a newer dishwasher. Enjoy the convenience of an elevator building, one indoor parking space (#19), additional storage, and plenty of guest parking. Brooke Estates offers a beautiful setting with walking paths, a pond, and pool for residents to enjoy. Ideally located just off Route 41 with easy access to expressways, shopping, dining, and downtown Highland Park. A wonderful opportunity to make this condo your own in a convenient and amenity-filled community!

1240 Park Avenue Unit #331, Highland Park

$389,900

3 Beds ⋅ 3 Baths ⋅ 12770919 MLS ⋅ NEW Status

Bring your vision to this spacious 3 bedroom, 2.5 bath townhome in Highland Park's desirable Chantilly community. This home offers a wonderful opportunity to personalize the space and make it your own. New HVAC and HW heater. New garage door, openers and equipped with smart myQ technology. The generous floor plan features a large living room, separate dining room, and an eat-in kitchen with access to a private fenced patio, perfect for outdoor dining or relaxing. Upstairs, three spacious bedrooms include a primary suite with a private bath and walk-in closet. A second full bathroom and convenient second-floor laundry add everyday practicality, while the attached two-car garage provides parking and additional storage. Enjoy the community's outdoor pool and proximity to Fink Park, walking paths, recreational facilities, and Deer Creek Racquet Club. Convenient highway access and nearby downtown Highland Park put shopping, dining, Ravinia and Rosewood Beach within easy reach. A fantastic opportunity to create a home that reflects your style in an established community with so much to offer.

1491 Avignon Court, Highland Park

$445,000

3 Beds ⋅ 3 Baths ⋅ 12702457 MLS ⋅ NEW 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

1230 Park Avenue Unit #210, Highland Park

$349,000

2 Beds ⋅ 2 Baths ⋅ 12765641 MLS ⋅ ACTIVE Status ⋅ Brooke Estates BLDG.

Beautifully renovated and exceptionally spacious, this 1st Floor, two-bedroom, two-bath condominium offers an open, light-filled floor plan designed for comfortable everyday living and entertaining. The gorgeous, updated kitchen features crisp white cabinetry, quartz countertops, a stylish subway tile backsplash, stainless steel appliances, generous workspace, and an easy flow into the dining and living areas. The sunny living room features a fireplace with lovely black marble surround and sliding glass doors that open to a private patio overlooking the lawn, creating a wonderful connection between the indoor and outdoor spaces. The separate dining room area provides the perfect space for casual entertaining or holiday meals. The generously sized primary suite offers a large walk-in closet and beautifully updated private bath. The second bedroom is also nicely proportioned and offers the flexibility to serve as a guest room, home office or combination of both. An updated hall bath and convenient in-unit laundry complete the thoughtfully renovated interior. Located in Highland Park's sought-after Brooke Estates, the residence includes one indoor garage parking space. An additional garage space may be rented through the HOA, subject to availability and association requirements. Residents also enjoy two swimming pools, attractive grounds and a picturesque pond. Easy access to route 41 or downtown Highland Park. Spacious, sunny, renovated and move-in ready, this is an exceptional opportunity to enjoy easy condominium living in Highland Park. This is the one to buy!

1230 Park Avenue Unit #210, Highland Park

$399,900

2 Beds ⋅ 3 Baths ⋅ 12699445 MLS ⋅ ACTIVE Status

Rarely available end-unit townhome with beautiful fountain and water views! This spacious 2-bedroom plus loft home offers hardwood floors throughout, two fireplaces, wonderful natural light, and a peaceful setting that makes this property truly special. The inviting living room features a cozy fireplace and sliding glass doors opening to a large private deck-the perfect place to relax, entertain, and enjoy the scenic water views. The adjacent dining room provides a comfortable space for gatherings and everyday meals. The updated kitchen features granite countertops, stainless steel appliances, and a separate eating area ideal for casual dining. Upstairs, the spacious primary suite is a true retreat, featuring a second fireplace, private bath, walk-in closet, fountain views, and its own private balcony-a wonderful spot to enjoy your morning coffee or unwind at the end of the day. An open loft area offers flexible additional living space can be use as an office/den and leads to the second bedroom, which also features a walk-in closet, along with the second full bath. The end-unit location provides added privacy, and additional sunlight, while an attached garage plus two additional exterior parking spaces on the driveway offer plenty of parking. Conveniently located near area golf courses and amenities. This is an estate sale and the property is being sold "as-is". A wonderful opportunity to make this home your own and enjoy a unique combination of space, privacy, outdoor living, and beautiful fountain views.

1119 Deerfield Place, Highland Park

$393,000

3 Beds ⋅ 1 Baths ⋅ 12756090 MLS ⋅ ACTIVE Status

Alright, thrill-seekers and fearless renovators-here's a unique opportunity on prime Linden Avenue in East Highland Park. This charming 1920s two-bedroom, one-bath cottage has certainly been through its share of challenges. After years of difficult tenants and other issues, the property was cleared out and rehabilitated in 2024. While some improvements have been completed, the home still has some renovation wishlist items, including a new roof, kitchen and bath glow-up, flooring repairs, paint throughout, new decks front and back, French drains, plus full attic and roofing restoration. Priced to reflect the truth, sold strictly as-is. Perfect for the FHA Limited 203(k) program - roll up to $75,000 of those fixes right into your mortgage. Ten-minute walk to town, fifteen to the lake, great schools, quarter-acre lot. Highland Park living, just with... character.

1458 Linden Avenue, Highland Park

1795 Lake Cook Road Unit #110, Highland Park

$369,000

2 Beds ⋅ 2 Baths ⋅ 12729689 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!

1795 Lake Cook Road Unit #110, Highland Park

1250 Park Avenue Unit #430, Highland Park

$325,000

2 Beds ⋅ 2 Baths ⋅ 12740278 MLS ⋅ ACTIVE Status ⋅ Brooke Estates BLDG.

NEWLY STAGED NEW PHOTOS! Experience effortless living at 1250 Park Avenue West, a beautifully renovated corner-unit condominium in highly desirable Brooke Estates. Thoughtfully designed for both everyday living and entertaining, the open floor plan features rich wood engineered flooring and a beautifully updated kitchen with stainless steel appliances, granite countertops, a decorative tile backsplash, and an island for added prep space. The adjoining dining and living areas are highlighted by a striking gas fireplace and direct access to a private balcony. The spacious primary suite offers a walk-in closet and an ensuite bath with a separate shower, while the generously sized second bedroom is complemented by a stylishly renovated hall bath. Custom closet systems, designer window treatments, new windows, and an in-unit washer and dryer add to the home's appeal. Residents enjoy resort-style amenities including two outdoor pools, beautifully landscaped grounds, walking paths, and a tranquil pond with a fountain. This elevator building also offers heated garage parking and a private storage locker. A rare opportunity to own a turnkey residence in one of Highland Park's most desirable communities. Close to town, transportation and highway. Book your private showing today!

1250 Park Avenue Unit #430, Highland Park

$350,000

3 Beds ⋅ 2 Baths ⋅ 12726593 MLS ⋅ ACTIVE Status

Charming townhome in the Ravina neighborhood Boasting FRESH PAINT THROUGHOUT close to parks, shopping, dining, Lake Michigan, and more! Beautifully maintained with a versatile layout, gorgeous natural light, and over 1,100 sq ft of above ground space. Whip up delicious meals in this stylish kitchen equipped with contemporary cabinetry, sleek appliances, and granite countertops. Options are nearly endless for the finished basement just waiting to be transformed into your dream space. Rest easy with INCLUDED lawn and snow removal too! Embrace outdoor living from the comfort of your back deck with a favorite beverage in hand. Convenient location, just a short distance from Metra Station, Greenbay Trail, Chicago Botanical Gardens, and area beaches. Whether you're searching for your next primary residence or looking to expand your investment portfolio, this versatile property offers an exceptional opportunity - Inquire today!

706 Broadview Avenue, Highland Park

1795 Lake Cook Road Unit #301, Highland Park

$339,000

2 Beds ⋅ 2 Baths ⋅ 12704526 MLS ⋅ ACTIVE Status

Welcome home to this beautifully updated 2-bedroom condominium featuring one of the most desirable views in the building. Enjoy peaceful views overlooking the expansive rear grounds with mature trees and lush green space, all backing directly to a City of Highland Park public park, creating a serene and private setting.The spacious living room and dining room flow seamlessly together, offering an open and inviting layout ideal for both everyday living and entertaining. Large sliding glass doors lead to an oversized balcony, filling the home with abundant natural light and providing the perfect place to relax and enjoy the picturesque surroundings.The kitchen features a comfortable breakfast area and its own sliding glass door access to the balcony, making it easy to enjoy morning coffee or outdoor dining. Both bedrooms are generously sized, including a spacious primary suite with a walk-in closet.Move-in ready and thoughtfully updated, this home offers comfortable, low-maintenance living in a sought-after location. Residents enjoy excellent amenities including an outdoor swimming pool, exercise room, party room, and heated parking garage, with one garage space included.Conveniently located near shopping, dining, parks, and transportation, this exceptional condominium combines beautiful views, generous living space, and outstanding amenities in one wonderful package.

1795 Lake Cook Road Unit #301, Highland Park

1534 Mcdaniels Avenue Unit #3E, Highland Park

$429,000

3 Beds ⋅ 2 Baths ⋅ 12697929 MLS ⋅ ACTIVE Status

Exceptional space and value in an in-town Highland Park location! This spacious three-bedroom, two-bath condominium offers generous room sizes, abundant natural light, southern exposure, and an oversized private balcony-an excellent opportunity to bring your own design ideas and create a home that reflects your style. A welcoming foyer leads to spacious living and dining areas, while the kitchen features maple cabinetry, a comfortable eating area, abundant storage, and direct access to the balcony. The privately situated primary suite features 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 convenient main-level storage locker. Walk to downtown Highland Park, Metra transportation, Sunset Park, restaurants, shopping, and Lake Michigan. Property conveyed in as-is condition.

1534 Mcdaniels Avenue Unit #3E, Highland Park

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