North Kenwood Real Estate

Welcome to North Kenwood, a hidden gem nestled in the heart of Chicago's South Side. Known for its rich history and vibrant community spirit, this neighborhood offers a perfect blend of urban living and suburban tranquility. With tree-lined streets, historic architecture, and a diverse array of local businesses, North Kenwood is an inviting place for families, young professionals, and retirees alike.

One of the standout features of North Kenwood is its close-knit community. Residents take pride in their neighborhood, often coming together for local events and gatherings that celebrate its unique culture and heritage. The area is characterized by beautifully maintained homes, many of which reflect the architectural styles of the early 20th century, offering a charming aesthetic that’s hard to resist.

Nature enthusiasts will appreciate the proximity to several parks, including the scenic Washington Park, which provides ample space for outdoor activities, picnics, and leisurely strolls. The neighborhood is also conveniently located near public transportation options, making it easy to access downtown Chicago and all the city has to offer.

Education is a cornerstone of North Kenwood, with access to quality schools and educational programs. Families will find a range of options, from public to private institutions, ensuring that children receive a well-rounded education.

In North Kenwood, you’ll find more than just a place to live; you’ll discover a community that feels like home. With its rich history, vibrant culture, and welcoming atmosphere, North Kenwood is truly a neighborhood worth exploring. Whether you’re looking to buy, rent, or simply visit, this charming enclave is sure to capture your heart.

Newest Listings in North Kenwood

$935,000

5 Beds ⋅ 5 Baths ⋅ 12707060 MLS ⋅ ACTIVE Status

4553 S Ellis Avenue, Chicago

$195,000

1 Beds ⋅ 1 Baths ⋅ 12703440 MLS ⋅ ACTIVE Status

Investor Special!!! Turnkey income-producing opportunity in the highly sought-after historic Drexel Boulevard corridor. This spacious 1-bedroom, 1-bath condominium offers wood-finish flooring throughout, a cozy fireplace, a large bathroom with dual vanities, and an efficient layout that appeals to long-term tenants. The well-maintained building features secure fob entry, an assigned exterior parking space, and low HOA dues. The unit is currently leased to an excellent long-term tenant paying $1,750 per month through March 1, 2027, providing immediate, stable cash flow from day one with no vacancy concerns. Seller is also offering a $2,500 appliance credit, allowing the new owner or future occupant to update the appliances to their personal preference while adding value to the property. A professionally managed, investor-friendly building that allows rentals, making this a rare opportunity to acquire a turnkey asset with immediate income and future upside.

4537 S Drexel Boulevard Unit #203, Chicago

$650,000

5 Beds ⋅ 4 Baths ⋅ 12685639 MLS ⋅ ACTIVE Status

Value & Location: "Stunning Duplex with Dedicated Property Easement next to Kennicott Park!" Discover an incredible investment or house-hacking opportunity in Chicago's Historic Kenwood neighborhood. Priced to sell, this unique, townhouse-style two-unit building spans multi-level living space. Situated directly across from the scenic Kennicott Park and minutes from DuSable Lake Shore Drive, this property is perfectly configured for an owner-occupant looking to live comfortably while collecting premium rent, or for an investor seeking a high-demand multi-family asset. Additionally, the parcel features a legal property easement, providing guaranteed side yard buffer, private access, and flexibly usable outdoor space adding long-term functional value to the house. The Owner's Suite A massive, sun-drenched multi-level layout designed for comfortable everyday living. Main Level Entertaining: Open-concept living and dining areas feature high ceilings. Upper-Level Bedrooms: Two spacious, private bedrooms are tucked away upstairs, one bedroom on the ground level, including with its own bathroom in brand new rehabbed part. Garden level: living room, laundry room, utility room, bathroom, bedroom and office, with separate egress through public room from garden level. Park Views: Enjoy beautiful tree-lined views in directly north to local green park space, and rapid access to close-by Burnham Park via 43rd street bridge over LSD, just steps away. The Income Suite Smart Multi-Level Layout: Perfectly proportioned and maximizing space, making it highly attractive to premium renters. Flexible 1.5-Bedroom Design. Features a spacious primary bedroom with mantle piece plus a versatile half-bedroom, ideal for a home office, nursery, or creative studio. Hallway closet. Turnkey Rental: Equipped with a funcitonal kitchen, bright living area, and independent private entry to ensure total resident privacy. Unbeatable Kenwood Location: Next to Kennicott Park: Step right outside to enjoy the Kennicott Park Fieldhouse, community programs, fitness facilities, sports fields. Commuter's Dream: Enjoy rapid access to Downtown Chicago via DuSable Lake Shore Drive 39th or 47th street ramps, or use nearby 43rd street Dan Ryan expressway ramp. Public Transit Friendly: Located steps from convenient CTA bus routes and Metra Electric District 47th street station ensures a seamless daily commute. Building & Exterior Features Property Easement: Benefit from a built-in property easement that ensures easy accessibility and use for outdoor activities. This easement is a source of natural light on the west side of the house. Separate metered electric utilities ensures stress-free management, shared radiator system and gas ensures efficiency. Townhouse Structure: Vertical layout ensures no neighbors are living above or below your primary living areas.

1132 E 44Th Street, Chicago

$320,000

3 Beds ⋅ 2 Baths ⋅ 12664866 MLS ⋅ ACTIVE Status

Discover this beautifully maintained duplex condo located in the highly sought-after Kenwood neighborhood! Step inside and enjoy a bright, inviting open-concept layout designed for both comfort and entertaining. The spacious main level features rich hardwood floors and a decorative fireplace, creating a warm and elegant atmosphere with seamless flow between the living, dining, and kitchen areas. The primary suite is a true retreat, complete with a spa-inspired ensuite bathroom featuring a relaxing whirlpool tub and generous closet space. Two additional spacious bedrooms provide flexibility for guests, a home office, or family living, along with a convenient powder room for guest. A stunning skylight floods the home with natural light, enhancing its airy and welcoming feel.

4321 S Ellis Avenue Unit #2, Chicago

$400,000

3 Beds ⋅ 3 Baths ⋅ 12631435 MLS ⋅ ACTIVE Status

Investor special: This 3-story row home offers 3 spacious bedrooms, 2.5 baths, and an attached 2-car garage. The main level features a versatile bonus room, washer/dryer combo, and convenient access to the garage. The second level boasts an open-concept living area with hardwood floors, 9-foot ceilings, an electric fireplace, and abundant natural light. The eat-in kitchen featuring 42" oak cabinets, granite countertops, a large island, and an adjacent dining area with sliding patio doors leading to a private balcony. A half bath completes this level. Upstairs, the third level includes three generously sized bedrooms with carpeting. The primary suite offers a private ensuite bathroom with double sinks, a soaking tub, and a separate shower. Take in the breathtaking city views from the rooftop deck! Conveniently located near public transportation, just two blocks from Lake Shore Drive, and close to Hyde Park's vibrant shopping, dining, and entertainment. Home sold As-is

4635 S Greenwood Avenue, Chicago

$1,485,000

4 Beds ⋅ 5 Baths ⋅ 12614239 MLS ⋅ ACTIVE Status

4558 S Ellis Avenue, Chicago

$469,000

4 Beds ⋅ 3 Baths ⋅ 12611552 MLS ⋅ ACTIVE Status

Historic Kenwood. Live in the entire space or subsidize your income with the separate ADU compliant garden unit. If you are looking to add your finishing touches and walk in with instant equity, this home could be for you. This home combines the beauty of Historic Chicago, including built-in bookshelves, hardwood floors, original millwork, and more; thoughtful updates with an extremely spacious layout and creative room for your own special touches. Inside, you'll find tall ceilings, new flooring, and an open flow between the living and dining areas. The kitchen includes stainless steel appliances, granite countertops, and plenty of cabinet storage. There are four bedrooms upstairs with a full bathroom and a powder room. There is room to add a second full bath to create a stunning primary oasis. Downstairs, there is a separate unfinished basement with two points of entry, perfect for additional living space, Airbnb/short-term rentals, or related living. Located on a quiet, tree-lined street, the property is close to parks, schools, public transit, and local shops and restaurants.

928 E 46Th Street, Chicago

$154,900

2 Beds ⋅ 1 Baths ⋅ 12605121 MLS ⋅ ACTIVE Status

Welcome Home to Your Sunny Sanctuary! Discover this beautifully renovated 2-bedroom, 1-bath top-floor condo in a charming vintage courtyard building in vibrant Kenwood. Bathed in natural light, this home features: *Modern Gallery-Style Kitchen - Perfect for culinary enthusiasts *Spacious Living/Dining Combo - Ideal for entertaining or relaxing *Prime Location - Just minutes from downtown Chicago and blocks from the serene shores of Lake Michigan *Vibrant Neighborhood - Steps from Hyde Park's restaurants, museums, nightlife, and the University of Chicago *Future Landmark - Close to the upcoming Obama Presidential Center *Parking now available for $75/month in adjacent lot. Parking spot prepaid through September. *Walkable & Connected - Ample public transportation and a pedestrian-friendly area. Don't miss your chance to own this gem in one of Chicago's most sought-after neighborhoods!

4523.5 S Drexel Boulevard Unit #3W, Chicago

$80,000

12537428 MLS ⋅ ACTIVE Status

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4328 S Berkeley Avenue, Chicago

$569,900

3 Beds ⋅ 4 Baths ⋅ 12510798 MLS ⋅ PRICE CHANGE Status

Welcome home to this fully updated 2-story Greystone sitting right in the historic North Kenwood neighborhood. With 4 bedrooms, 3 full baths, 1 half bath and a spacious master suite, this home is designed for both comfort and style. You'll love the open flow with vinyl flooring throughout, central air, and a finished basement for extra space. The kitchen is the heart of the home-brand-new black stainless-steel stove, fridge, dishwasher, and microwave are all included. Every detail was done with care, blending that timeless Greystone charm with modern updates.

4343 S Ellis Avenue, Chicago

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