Kenwood Homes under $300,000

Kenwood Homes under $300,000

Welcome to Kenwood, one of Chicago’s most charming neighborhoods, where history meets modern living in perfect harmony. Nestled on the city’s South Side, Kenwood is renowned for its tree-lined streets, beautiful parks, and a rich cultural heritage that reflects the vibrant spirit of Chicago.

Home to stunning architecture, Kenwood boasts an eclectic mix of historic mansions and contemporary homes, making it a desirable location for both families and young professionals. What’s more, this neighborhood offers a hidden gem for homebuyers looking for affordable options, with several homes available for under $300,000. This is an incredible opportunity to invest in a community that is on the rise, with a diverse array of properties that cater to various tastes and budgets.

In addition to its picturesque homes, Kenwood is also known for its proximity to the University of Chicago and the Museum of Science and Industry, making it an ideal spot for students, academics, and culture enthusiasts alike. Residents enjoy access to beautiful parks, including the scenic Washington Park and the historic Jackson Park, perfect for outdoor activities and leisurely strolls.

With its convenient public transportation options, including the Metra and CTA trains, commuting to downtown Chicago is a breeze. Kenwood is not just a neighborhood; it’s a community with a strong sense of belonging, where neighbors become friends and memories are made. If you’re seeking an affordable home in a vibrant area with a rich history, Kenwood may just be the perfect place for you. Come explore the possibilities that await you in this delightful Chicago neighborhood!

Newest Kenwood Homes under $300,000

4850 S Lake Park Avenue Unit #308B, Chicago
$47,500
2 Beds ⋅ 1 Baths ⋅ 12770645 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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
4850 S Lake Park Avenue Unit #903, Chicago
$36,900
1 Beds ⋅ 1 Baths ⋅ 12728372 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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
4850 S Lake Park Avenue Unit #1201, Chicago
$75,000
3 Beds ⋅ 2 Baths ⋅ 12705188 MLS ⋅ RE-ACTIVATED Status
Beautifully maintained and thoughtfully designed, this spacious three-bedroom residence offers an ideal blend of comfort, style, and functionality. Expansive wall-to-wall windows flood the home with natural light while showcasing stunning city and treetop views. The open floor plan is anchored by a contemporary fireplace with custom built-in shelving, while a separate dining area provides the perfect setting for everyday living and entertaining. The kitchen features stainless steel appliances, marble countertops with beveled edges, abundant cabinetry, a large island, and generous storage space. Rigid-core flooring extends throughout the home, creating a seamless and sophisticated aesthetic. The spacious bedrooms offer exceptional closet space, beautiful views, and the flexibility to accommodate a dedicated home office, guest room, or creative workspace, including thoughtfully designed built-in organization with storage for more than 80 pairs of shoes. Harper Square amenities include door staff, on-site management, a hospitality room, fitness center, laundry facilities, commissary services, and available garage parking for a nominal monthly fee. Ideally situated in the heart of Hyde Park and Kenwood, this exceptional location offers convenient access to the lakefront, shopping, dining, museums, public transportation, and major expressways. Cash purchase only. Board approval required. Proof of funds required before showings.

4850 S Lake Park Avenue Unit #1201, Chicago
4850 S Lake Park Avenue Unit #702B, Chicago
$57,500
3 Beds ⋅ 2 Baths ⋅ 12488616 MLS ⋅ ACTIVE Status

4850 S Lake Park Avenue Unit #702B, Chicago
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