Rosemoor Homes under $300,000

Welcome to Rosemoor, a vibrant neighborhood nestled in the heart of Chicago, Illinois, within Cook County. Known for its rich history and strong sense of community, Rosemoor offers a unique blend of suburban tranquility and urban accessibility, making it an ideal place for families, young professionals, and retirees alike.

One of the standout features of Rosemoor is its affordability, with a variety of charming homes available for under $300,000. This makes it an attractive option for first-time homebuyers or those looking to invest in a growing area. You’ll find a diverse selection of properties, from cozy single-family homes to spacious multi-family units, each exuding character and potential. The well-maintained streets and lush green spaces create a welcoming atmosphere that residents are proud to call home.

Rosemoor is not just about beautiful homes; it’s also about community. The neighborhood boasts excellent schools, parks, and recreational facilities, ensuring that families have access to quality education and outdoor activities. Local shops and eateries add to the neighborhood's charm, providing residents with everything they need within a stone’s throw.

The convenient transportation options, including access to public transit and major highways, mean that the bustling city of Chicago is just a short ride away, allowing residents to enjoy all the cultural and entertainment offerings the city has to offer while returning to the peaceful embrace of Rosemoor.

Discover the warmth and charm of Rosemoor, where affordable living meets a strong community spirit. Your dream home awaits in this hidden gem of Chicago!

Newest Rosemoor Homes under $300,000

$199,900

4 Beds ⋅ 3 Baths ⋅ 12801221 MLS ⋅ NEW Status

Spectacular, spacious and sunny newer renovation of a 2 story single family home with finished lower level 4 bed rooms and 3 full baths completed in 2024. The home is on a great block with a Huge oversized yard with 3 car parking pad. The House boast a chefs kitchen with quartz countertops with over hang for bar stools, 42" white cabinets, designer backsplash, and a very open and spacious updated design. The home has been professionally painted with designer paint, moldings and trim work. Master suite has vaulted ceilings, over sized bath, spacious vanity, soft luxurious carpet and a walk in closet. Lower level has a recreation room, laundry, storage, full bath and guest bedroom. A mud room in the back finishes out the first level with a full bath. Home is wired for central air conditioning and has gas forced air heat. Building has a new roof, siding and windows. Updated electric Home being sold as-is where-is. Home was broken into and appliances stolen, electric turned off and plumbing froze. Plumbing needs to be repaired as well as drywall from water leaks. No appliances

10220 S Indiana Avenue, Chicago

$239,900

1 Beds ⋅ 3 Baths ⋅ 12799399 MLS ⋅ NEW Status

Discover the charm, character, and possibilities of this classic Georgian-style home nestled in Chicago's established Rosemoor community! Whether you're looking to purchase your first home, downsize, or create a space that reflects your lifestyle, this property offers a unique opportunity to make it your own. Originally designed as a three-bedroom residence, the home currently features an expansive one-bedroom layout with three full bathrooms, with plans to reconfigure the space into two bedrooms. Beautiful hardwood floors add warmth and character, while the finished basement provides additional flexible space for entertaining, a home office, recreation, or your own personal retreat. A new roof installed in 2021 adds value and peace of mind. Rosemoor offers the appeal of an established residential neighborhood with convenient access to shopping, dining, parks, schools, and transportation. Located near Chicago State University, the 95th Street Red Line Station, and major expressways including I-94 and I-57, this location makes commuting throughout Chicagoland convenient. Nearby Pullman, with its rich history, local attractions, and ongoing investment, adds to the appeal of the surrounding area. The possibilities are worth exploring! Enjoy the home's current spacious layout, personalize its flexible living areas, and envision how this property can grow with your needs. Classic Chicago charm, convenient connections, and room to make it your own. Schedule your private showing today!

9818 S Calumet Avenue, Chicago

$247,000

3 Beds ⋅ 1 Baths ⋅ 12794633 MLS ⋅ ACTIVE Status

Wonderful 2 story home brick on quiet block. Move in ready and super super neat and clean. A 3 bedroom home with living room, dining room, and full basement. The home is great for entertaining with the nice backyard and freshly painted deck. Sold AS IS.

10606 S Forest Avenue, Chicago

$170,000

2 Beds ⋅ 1 Baths ⋅ 12794115 MLS ⋅ ACTIVE Status

Welcome to this charming brick Cape Cod nestled in the heart of the sought-after Rosemoor Neighborhood. This inviting 2 bedroom, 1 bathroom home combines timeless character with recent updates, making it an excellent opportunity for first-time homebuyers, down-sizers, or anyone looking for a solid, well-cared for home. Hard wood floors in the living room and dining room add natural character to the home. Recent improvements include a new roof (2025), a beautifully remodeled den (sun-room) that offers flexible living space for a family room, home office, or recreation area. Bathroom was also updated with a new toilet. Property has great curb appeal with its classic brick exterior. Conveniently located near parks, schools, shopping, dining, public transportation and major expressways, you'll enjoy both neighborhood charm and everyday convenience. Don't miss your opportunity to own this Rosemoor gem. Schedule your showing today!

10216 S Calumet Avenue, Chicago

$259,000

3 Beds ⋅ 2 Baths ⋅ 12793713 MLS ⋅ ACTIVE Status

Beautifully Renovated 3-Story Home with Spacious Living Areas! Welcome to this completely renovated home offering three stories of versatile living space. The second floor features two bedrooms, while the finished attic provides an additional family room. The main level includes a kitchen, a combined living and dining room, and a bedroom, along with a sunroom addition that offers extra space to relax and entertain. The basement adds even more living space, featuring an additional family room, two bedrooms, and a full bathroom. This home has undergone a complete gut rehabilitation, with extensive updates throughout, including insulation, new copper plumbing, new windows, new siding, and a complete exterior makeover. Enjoy year-round comfort with central heating and air conditioning. With multiple bedrooms, several family and entertaining areas, and extensive renovations throughout, this home offers exceptional space, flexibility, and modern comfort.

121 E 104Th Place, Chicago

$275,000

2 Beds ⋅ 2 Baths ⋅ 12774466 MLS ⋅ ACTIVE Status

Welcome to this fully renovated 3 bedroom, 2 bath Georgian in Rosemoor, near the future Red Line stop on 103rd. Thoughtfully updated from top to bottom and ready for its next owner. The home blends the classic proportions of a Chicago Georgian with a completely refreshed interior, including new kitchens and baths, new finishes, updated systems, and modern fixtures throughout. The renovation extends beyond the interior with a brand new garage, giving the property both added convenience and long term value. With everything newly completed, this is a true move in ready home offering the comfort of modern construction without sacrificing the character of a traditional brick Georgian. A great opportunity for buyers looking for a fully finished home with nothing left to do but move in.

10223 S Indiana Avenue, Chicago

$169,900

2 Beds ⋅ 2 Baths ⋅ 12781475 MLS ⋅ ACTIVE Status

Attention investors and rehabbers! This 2-bedroom, 1-bath home in Chicago's Roseland neighborhood offers an opportunity for renovation and investment. Ideal project for buyers looking to renovate and add value. Conveniently located near shopping, public transportation, and major roadways. Property is being sold AS-IS. Bring your vision and explore the potential this property has to offer!

9648 S Indiana Avenue, Chicago

$259,999

3 Beds ⋅ 3 Baths ⋅ 12790478 MLS ⋅ ACTIVE Status

A COMBINATION OF CLASSIC CHICAGO CHARM, MODERN STYLE AND YOUR OWN PRIVATE RETREAT. You've just discovered 10029 S. Indiana Avenue, where traditional Cape Cod character meets everyday comfort in Chicago's Rosemoor community. This solid brick home offers 3 bedrooms, a bonus room, and 3 full bathrooms-with a full bath on every level for added convenience. The inviting living and dining areas create a comfortable setting for quiet evenings or entertaining. The galley kitchen pairs rich wood cabinetry, granite countertops, and stainless steel appliances with an efficient layout that keeps everything within reach. The standout? A fabulous second-level primary suite tucked away from the main living quarters. With classic Cape Cod ceiling lines, its own full bathroom, and an adjoining lounge area for reading, working, or unwinding, this level feels like a retreat of your own. Two main-level bedrooms provide flexibility, while the finished basement adds room to spread out with additional living space, a bonus room, a third full bathroom, and laundry. Outside, enjoy a fenced backyard with room for outdoor activities or simply relaxing, plus a detached 2-car garage. Attention commuters! Nearby access to the expressway, tollway, and public transportation helps simplify your travels and keeps everyday destinations within reach. Traditional charm, remixed with modern convenience, style, and polish-come experience how comfortably this Cape Cod lives!

10029 S Indiana Avenue, Chicago

$153,000

2 Beds ⋅ 2 Baths ⋅ 12780086 MLS ⋅ ACTIVE Status

Looking for a home with space, convenience, and room to grow? This 2-bedroom, 1.5 bath home, 2-car garage, large backyard offers great features and exciting potential for the future. The attic has potential for additional two bedrooms and a bathroom. The basement space is large enough to have family gathering and has a 1/2 bathroom. New central air, heating, new hot water tank, updated electrical outlets. With its functional layout, fenced yard, and attached potential for expansion, this home is a wonderful opportunity for homeowners looking to make a house their own or buyers searching for added value. Don't miss the opportunity to explore all the possibilities this home has to offer. Make this yours and bring your vision to life!

10505 S Rhodes Avenue, Chicago

$287,900

3 Beds ⋅ 3 Baths ⋅ 12786978 MLS ⋅ ACTIVE Status

10048 S Saint Lawrence Avenue, Chicago

$255,000

2 Beds ⋅ 2 Baths ⋅ 12783821 MLS ⋅ ACTIVE Status

Check out this Beautifully Updated Brick 3 bedroom 2 bath Home tucked away in the Rosemoor community. Move right into this charming home, featuring a gorgeous kitchen with crisp white shaker cabinets, stainless steel appliances, and elegant quartz countertops. Beautiful hardwood floors flow throughout the main & upper level, complemented by updated bathrooms and a warm, inviting feel. The finished basement adds valuable living space with a bedroom and a full bathroom, making it ideal for guests, extended family, or a recreation room. Your whole family can lounge in the spacious backyard, perfect for entertaining, outdoor gatherings, and relaxing. This move-in-ready home offers style, comfort, and versatility. This is a perfect place to call home just in time for the holidays!

9831 S Prairie Avenue, Chicago

$119,900

4 Beds ⋅ 1 Baths ⋅ 12778475 MLS ⋅ PRICE CHANGE Status

Classic Chicago character and flexible living space give this home plenty of potential for its next owner. Inside, you'll find hardwood flooring, original wood trim and built-ins, a bright living and dining area, and a functional kitchen with ample cabinetry and stainless steel appliances. The upper level provides additional versatile space that can work well for a bedroom, office, hobby area, or private retreat, while the unfinished basement offers laundry, storage, and additional usable space. Recent improvements include paint touch-ups where needed and replacement of select light fixtures. A covered front porch and fenced yard add to the home's everyday appeal. Conveniently located near neighborhood parks, schools, shopping, public transportation, and major roadways with easy access throughout Chicago's South Side.

10222 S Indiana Avenue, Chicago

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Rosemoor Homes under $300,000

Newest Rosemoor Homes under $300,000

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