Kenwood Homes under $400,000

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Newest Kenwood Homes under $400,000

$385,000

3 Beds ⋅ 2 Baths ⋅ 12774294 MLS

Over 2,000 SQ FT | KENWOOD LEGACY ASSET | Experience the power of scale and heritage in this sprawling 2,000 sq. ft. second-floor condo, perfectly positioned in Chicago's Kenwood neighborhood. This is more than a home. Boasting soaring 12-foot ceilings and intricate architectural details, this 3-bedroom, 2-bath offers the volume and character that modern construction cannot replicate. The expansive floor plan features a grand foyer, a living room anchored by a classic fireplace, and custom-built bookshelves by Arthur Levin. The primary bedroom features a unique vanity transition and shutter-door privacy. With an entertainer's floor plan, you will enjoy a grand foyer, massive formal dining room with bay windows and a large private rear porch overlooking the backyard. In-unit laundry included. Steps from the lakefront and elite dining like Virtue and 14 Parish. Seize this rare opportunity for wealth arbitrage in Chicago's most culturally significant corridor. Position yourself in the heart of Kenwood, schedule your private tour today. Monthly HOA includes:Heat, Water, Common Insurance, Security, Lawn Care, Scavenger, Snow Removal

1354 E 48Th Street Unit #2E, Chicago

$325,000

3 Beds ⋅ 2 Baths ⋅ 12771807 MLS

4710 S Ellis Avenue Unit #3N, Chicago

4850 S Lake Park Avenue Unit #308B, Chicago

$47,500

2 Beds ⋅ 1 Baths ⋅ 12770645 MLS

Beautifully updated and move in ready 2 bed, 1 bath co-op in sought-after Hyde Park has custom closets throughout. North-facing unit offers peaceful tree-top views over the courtyard. Unbeatable location just steps to the University of Chicago, Lakefront Trail, Whole Foods, Trader Joe's, Metra Electric Line, CTA buses, and Michelin-starred restaurants. Cash transactions only; rentals not permitted. In addition to the purchase price, a $5,620 transfer shares deposit to Harper Square Cooperativ is required.

4850 S Lake Park Avenue Unit #308B, Chicago

4939 S Dorchester Avenue Unit #5F, Chicago

$147,000

1 Beds ⋅ 1 Baths ⋅ 12767252 MLS

Updated one bedroom condo in an investor-friendly building across the street from the green oasis of Kenwood Community Park. This top floor condo features hardwood floors, combined living/dining space, spacious bedroom, and updated kitchen with stainless steel appliances and granite counters. The low monthly assessment of $301 includes heat and cooking gas. Access to the CTA #6 bus, University of Chicago UGo shuttle and #172 bus, and Metra Electric train station is within a short walking distance. Dog-friendly Kenwood Community Park, spanning 7 expansive acres, features tennis courts, baseball fields and athletic field for soccer or football. There is a wait list for onsite parking and ample street parking along Dorchester Ave.

4939 S Dorchester Avenue Unit #5F, Chicago

4800 S Lake Park Avenue Unit #206, Chicago

$30,000

2 Beds ⋅ 1 Baths ⋅ 12752829 MLS

Welcome home to an abundance of natural light IN this South facing unit at Harper Square Co-op. Seller is highly motivated and looking for a serious buyer ready to bring their ideas to this 2 bed/1 bath. Perfect blend of comfort, convenience, security, and affordability with access to premium building amenities and city living near downtown Chicago. Perfect location and minutes from Chicago lakefront. University of Chicago and Lake Shore Dr to downtown. Metra, CTA, museum, shopping, restaurants are within walking distance. Co-op assessments include heat, air conditioning, water, cable, taxes, 24 hr. doorperson, huge party room and laundry room. No rentals allowed. Please be aware that the co-op board enforces strict management policies and requires timely, and complete application submissions. CASH DEALS ONLY

4800 S Lake Park Avenue Unit #206, Chicago

4850 S Lake Park Avenue Unit #709, Chicago

$40,000

2 Beds ⋅ 1 Baths ⋅ 12741378 MLS

A well-maintained residence offering excellent value and strong long-term potential. Located on the 7th floor, this unit provides bright natural light and pleasant open views. The building features a fully renovated marble lobby, 24hour reception, and onsite security, creating a secure and welcoming environment for residents and guests. The home includes 2 bedrooms, 1 bathroom, and a functional combined living/dining/kitchen layout that offers flexibility for updates or customization. Ideal for buyers seeking an affordable entry into the Hyde Park/Kenwood market or investors looking for a value-add opportunity. Close to the lakefront, parks, public transit, and neighborhood amenities. Cash only!

4850 S Lake Park Avenue Unit #709, Chicago

4731 S Ingleside Avenue Unit #A3, Chicago

$229,999

2 Beds ⋅ 2 Baths ⋅ 12755276 MLS

BEAUTIFUL TOP-FLOOR 2-BEDROOM, 2-BATH CONDO IN KENWOOD! This bright and spacious home features a desirable open-concept living and dining area with soaring ceilings and rich cherry hardwood floors throughout. The primary suite offers a private bath and a generous walk-in closet, creating the perfect retreat. The updated kitchen is equipped with stainless steel appliances, ample cabinetry, and an in-unit washer and dryer for added convenience. Low HOA assessments make this home an exceptional value. Ideally located in the heart of Kenwood, you'll enjoy easy access to the University of Chicago, shopping, restaurants, public transportation, Lake Shore Drive, and the expressway. Just minutes from downtown Chicago, this home offers the perfect combination of comfort, convenience, and location. Don't miss the opportunity to make this exceptional condo your new home!

4731 S Ingleside Avenue Unit #A3, Chicago

5041 S Dorchester Avenue Unit #2N, Chicago

$394,900

3 Beds ⋅ 2 Baths ⋅ 12685740 MLS

Nestled in the heart of the historic South Kenwood Landmark District, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of timeless neighborhood charm and modern comfort. Overlooking the green spaces of Madison Park, this second floor home enjoys peaceful treetop views. 5041 S Dorchester is a boutique building of just five residences. The property was completely renovated and modernized in 2001, including all new building systems. Inside, you'll find a thoughtfully designed open-concept layout featuring hardwood floors throughout, a contemporary kitchen with stainless steel appliances, granite countertops, and the perfect amount of space for both everyday living and entertaining. The spacious floor plan includes three generous bedrooms, two outdoor spaces, elegant marble tile baths, and the convenience of in-unit laundry along with central heat & air conditioning. The primary bedroom leads to its own private balcony for relaxing or morning coffee. The primary bath has dual entry access to the primary and second bedrooms. The third bedroom opens to a second outdoor space and leads down to the parking area. Rare for the neighborhood, the home includes two deeded parking spaces (one of the spaces is covered) in a secure gated lot. Enjoy an unparalleled Hyde Park lifestyle just steps from Whole Foods, Madison Park, neighborhood dining and shopping, the lakefront, and the vibrant cultural and academic amenities of the University of Chicago. Nearby Metra and CTA transportation provide quick access to downtown Chicago. A happy and spacious home in one of Chicago's most architecturally significant and sought-after neighborhoods.

5041 S Dorchester Avenue Unit #2N, Chicago

4850 S Lake Park Avenue Unit #903, Chicago

$36,900

1 Beds ⋅ 1 Baths ⋅ 12728372 MLS

Find yourself at home in an abundance of natural light in this south facing 1 bed 1 bath co-op minutes from everything that sought-after Hyde Park has to offer. Easy access to University of Chicago, Metra, lakefront trail, Museum of Science and Industry, shopping, and award-winning restaurants. Assessments at this fully owner-occupied co-op include heat, AC, water, cable, real estate taxes, 24 hr. door staff, party room, laundry room, fitness center, interior and exterior maintenance. Parking available for additional per month cost. Rentals are not allowed.

4850 S Lake Park Avenue Unit #903, Chicago

4731 S Ingleside Avenue Unit #D1, Chicago

$299,900

2 Beds ⋅ 3 Baths ⋅ 12723335 MLS

Welcome to this beautifully appointed 2-bedroom, 2.5-bath duplex that lives like a townhome, offering an exceptional combination of space, comfort, and modern convenience. Designed with both comfort and functionality in mind, this expansive home features hardwood flooring throughout the upper level, abundant natural light, and an open, inviting floor plan. The contemporary kitchen is appointed with granite countertops, rich cherry cabinetry, stainless steel appliances, and generous cabinet and prep space, making it ideal for everyday living and entertaining alike. The lower level has been enhanced with new flooring and new windows, adding both style and energy efficiency to the home's living space. The upper level offers two spacious bedroom suites, each with direct access to its own full bathroom. The primary suite features a private ensuite bath, while the second bedroom enjoys direct access to the hall bath, creating an ideal layout for guests, family, or a home office. A versatile loft-style flex space provides endless possibilities as a home office, reading nook, workout area, or creative space. Additional highlights include an in-unit washer and dryer, a convenient main-level powder room, a large private storage locker, an assigned parking space, and a private rear balcony-the perfect place to enjoy your morning coffee or unwind at the end of the day. Ideally situated on a quiet, tree-lined cul-de-sac, this home is just moments from neighborhood cafes, local dining, shopping, the lakefront, the University of Chicago, public transportation, Whole Foods, Trader Joe's, and the vibrant 53rd Street shopping corridor. With easy access to Lake Shore Drive, downtown Chicago is just minutes away. Whether you're looking for your first home, a place to entertain, or simply more room to live, this move-in-ready duplex offers the perfect blend of location, lifestyle, and value. Don't miss this exceptional opportunity!

4731 S Ingleside Avenue Unit #D1, Chicago

$399,500

4 Beds ⋅ 2 Baths ⋅ 12675404 MLS

For the first time in 47 years, a rare value-add opportunity in the heart of the historic Kenwood Mansion District. This 4-bedroom, 1.1-bath townhome offers a functional three-level layout, including a partially finished basement, a private fenced yard, and access to a shared private community park-providing exceptional outdoor space in the city. Solid brick and concrete construction provides a strong foundation for renovation, with potential for owner-occupants looking to build equity. All four bedrooms are conveniently located on one level, however, some owners have reimagined the space and combined two bedrooms to make a large primary suite. Ideally located near Kenwood Community Park, Metra, Lake Michigan, Lake Shore Drive, Jackson Park, the University of Chicago, and the Obama Presidential Center. Surrounded by some of Chicago's most distinguished homes, this is a unique opportunity to renovate and create a home of your own in one of the Chicago's most sought-after neighborhoods.

4753 S Woodlawn Avenue, Chicago

4850 S Lake Park Avenue Unit #702B, Chicago

$57,500

3 Beds ⋅ 2 Baths ⋅ 12488616 MLS

4850 S Lake Park Avenue Unit #702B, Chicago

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