Roscoe Village Homes under $750,000

Welcome to Roscoe Village, a charming neighborhood nestled in the heart of Chicago, Illinois. Known for its vibrant community spirit and family-friendly atmosphere, Roscoe Village offers a perfect blend of urban convenience and suburban tranquility. With tree-lined streets, quaint boutiques, and delightful cafes, this neighborhood is a hidden gem that captures the essence of city living while maintaining a strong sense of community.

Roscoe Village boasts a diverse range of homes, many of which are available for under $750,000, making it an attractive option for first-time homebuyers and growing families alike. From classic Chicago-style bungalows to modern townhomes, the housing options cater to various tastes and lifestyles. Each property reflects the neighborhood's unique character, with well-maintained gardens and charming facades that invite you to explore further.

The neighborhood is also home to excellent schools, parks, and recreational facilities, ensuring that families have access to quality education and outdoor activities. Stroll along Roscoe Street, where you'll find a delightful mix of local restaurants, coffee shops, and boutiques, creating a vibrant atmosphere that encourages leisurely weekends and community gatherings.

With easy access to public transportation and major highways, commuting to downtown Chicago is a breeze, making Roscoe Village an ideal location for professionals seeking a suburban escape without sacrificing city conveniences. Embrace the warmth and charm of Roscoe Village, where your dream home awaits amidst a welcoming community. Discover why so many choose to call this delightful neighborhood home!

Newest Roscoe Village Homes under $750,000

$690,000

3 Beds ⋅ 2 Baths ⋅ 12777319 MLS ⋅ NEW Status

Welcome to exceptional penthouse living in this spacious 1,500+ sq. ft. duplex-up ideally situated in the heart of highly sought-after Roscoe Village. From the moment you enter, you'll be impressed by the dramatic 17.5-foot ceilings, skylights, southern exposure, and incredible natural light that give this home an open and airy feel. Beautiful hardwood floors extend throughout both levels. The open-concept kitchen features stainless steel appliances, breakfast bar, pantry, and ample cabinetry, flowing seamlessly into the spacious living and dining area. A gas-start wood-burning fireplace, Juliet balcony, soaring ceilings, and plenty of room for a full-size dining table make this an ideal space for both everyday living and entertaining. The primary suite offers a true private retreat with a large private balcony and beautifully renovated bath. Head upstairs and discover one of the home's WOW factor-a massive Bedroom space offering endless possibilities, the third bedroom can also be used as a family room, home office, fitness area, or combination of uses. Outdoor living is another standout feature, with a second private terrace off 3rd bedroom level, perfect for dining, entertaining, or relaxing outdoors. Additional features include in-unit washer and dryer, generous closet space, an oversized 8' x 9' private storage room, and garage parking. Enjoy an unbeatable Roscoe Village location walking through its tree-lined streets to Hamlin Park and Fellger Park, steps away from Whole Foods, popular restaurants, cafes, boutiques, shopping, public transportation, to its vibrant dining and local favorites, all within walking distance. This updated penthouse delivers a rare combination of space, natural light, multiple private outdoor spaces, garage parking, convenience, and value. This home has been thoughtfully updated with numerous recent improvements that add both style and peace of mind. Just a few of the notable upgrades include a beautifully updated kitchen (2025), new deck (2024), new private deck roof (2024), new patio door (2025), and beautifully refinished/new hardwood flooring throughout-lower level completed in 2023 and upper level in 2025. Adding even more value, the home features a brand-new HVAC system installed in February 2026, offering modern comfort and efficiency for years to come. These thoughtful improvements have enhance the comfort, style, and value of this exceptional home, making it truly move-in ready.

1916 W Belmont Avenue Unit #3W, Chicago

2040 W Belmont Avenue Unit #405, Chicago

$550,000

2 Beds ⋅ 2 Baths ⋅ 12778162 MLS ⋅ NEW Status

Welcome home to this sunny and spacious penthouse corner unit in Roscoe Village boutique ELEVATOR building! Great opportunity to get into this split bedroom 2 bedroom 2 bath residence with oversized bedrooms and an expansive living area that's great for entertaining and easy living all in highly rated Audubon Elementary! As you enter this nearly 1400 sq ft unit you are met with gleaming hardwood floors, high ceilings, an open and updated kitchen featuring SS appliances, white quartz countertops, island w/ seating for 4 and plenty of cabinetry along w/ a full pantry. Kitchen is open to the dining room and living room which features a gas fireplace w/ custom tile surround and spacious living room which heads right out to the private balcony. Primary bedroom is very spacious w/ en-suite bathroom and walk in closet. Guest bedroom is also spacious w/ good closet space and modern guest bath right outside the room. In unit laundry and 2 deeded attached heated garage parking spaces included in price! All this walking distance to Fellger & Hamlin Parks, dog park, brown line, all the shops and restaurants and bars in Roscoe Village as well as grocery stores, cafes and more! Enjoy a quiet setting being on the top floor at the corner of the building and NOT facing Belmont!

2040 W Belmont Avenue Unit #405, Chicago

$649,000

2 Beds ⋅ 2 Baths ⋅ 12760370 MLS ⋅ ACTIVE Status

Brand new construction Roscoe Village/Hamlin Park 2 bed / 2 bath with private rear deck and one garage parking space included. Located in an intimate three-unit building, this residence combines sophisticated contemporary design, exceptional indoor-outdoor living and private outdoor space. The open-concept living space is designed for both everyday comfort and entertaining, with a generous seating area anchored by an electric fireplace and a dining nook with a built-in bench. The thoughtfully designed kitchen features abundant cabinetry and counter space, and an oversized peninsula with seating. The primary suite offers a walk-in closet and a beautifully appointed en-suite bath with dual vanities and a walk-in shower. A second bedroom with a finished closet, second full bath, and in-unit laundry complete the interior. Garage is right where alleys intersect, making parking unusually easy. Located just moments from Hamlin Park and the restaurants, boutiques and neighborhood amenities of Roscoe Village, with convenient access to I-90/94. *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase. Buyer's Broker must attend all showings/appointments.

2847 N Damen Avenue Unit #2, Chicago

3056 N Clybourn Avenue Unit #3S, Chicago

$699,900

3 Beds ⋅ 2 Baths ⋅ 12774272 MLS ⋅ ACTIVE Status

ELEVATOR BUILDING IN ROSCOE VILLAGE STEPS FROM HAMLIN PARK. 3 BED 2 BATH PENTHOUSE WITH DIRECT ACCESS TO ROOF DECK. SUPERIOR LAYOUT W/OVER 1750SQFT & UPDATED FINISHES. PRIVATE ELEVATOR OPENS DIRECTLY TO THE UNIT & UP TO PRIVATE ROOF DECK W/CITY VIEWS. CUSTOM KIT W NEW QUARTZ COUNTERS AND S/S APPLS, HDWD FLRS THRUOUT, XTRA WIDE 19X19 LIV AREA, STONE TILE IN BATHS, FIREPLACE, FRONT TERRACE PERFECT FOR ENTERTAINING. GAR PKG INCLUDED.

3056 N Clybourn Avenue Unit #3S, Chicago

$750,000

3 Beds ⋅ 3 Baths ⋅ 12766393 MLS ⋅ ACTIVE Status

Exceptional living in an unbeatable location. This bright and spacious home offers a seamless open layout built for modern living and entertaining, complemented by premium finishes and generously sized bedrooms. The beautifully appointed kitchen features a Sub-Zero refrigerator, Wolf microwave, and stunning waterfall quartz peninsula. Retreat to the luxurious primary spa bathroom, complete with heated flooring for added comfort. Nestled in a prime neighborhood just steps from top-rated schools, vibrant local shopping, dining hotspots, and lush neighborhood parks. Commuting is a breeze with rapid access to public transit and the city center. Complete with dedicated garage parking and private outdoor space. Schedule your tour today!

2209 W Belmont Avenue Unit #2, Chicago

$520,000

2 Beds ⋅ 2 Baths ⋅ 12703025 MLS ⋅ ACTIVE Status

Welcome to this spacious, sun-filled and beautifully updated condo a block from Hamlin Park in Roscoe Village! This 2-bedroom, 2-bath unit boasts high ceilings and hardwood floors throughout, with a thoughtful floor plan that offers generous living space as well as private retreats and multiple outdoor oases. Upon entry, you are greeted by the gorgeously renovated kitchen (2026) with brand new S/S appliances, quartz countertops, and updated cabinetry & backsplash. The kitchen opens up to the large living space and dining area (which could alternatively be used as a home office) and a sizable east-facing private balcony off the living room floods the space with natural light. The primary suite, privately situated at the other end of the unit, features a walk-in closet and large bathroom with a double vanity and whirlpool tub, along with access to the private back deck. A newly remodeled hall bathroom (2025), second bedroom and convenient in-unit washer/dryer complete the unit. The garage roof deck (shared with unit 1) offers a third outdoor retreat. One garage parking space and a storage locker in the basement are also included. Steps from Hamlin Park, offering a playground, baseball fields, basketball & tennis courts, outdoor swimming pool, and a fieldhouse with a fitness center & two gyms. CTA Damen bus stops a few doors away, and within walking distance to grocery stores, cafes, restaurants, and shops - the location can't be beat!

2920 N Damen Avenue Unit #2, Chicago

$525,000

2 Beds ⋅ 2 Baths ⋅ 12755862 MLS ⋅ ACTIVE Status

Sun-drenched and spacious, this extra-wide 2-bedroom, 2-bathroom penthouse offers the perfect blend of style and comfort in the heart of Roscoe Village. The open-concept layout is an entertainer's dream, featuring soaring ceilings and multiple skylights that keep the entire space glowing with natural light. The living area, centered around a cozy fireplace, flows seamlessly to a charming Juliet balcony with views across the neighborhood. The kitchen is a chef's delight, equipped with stainless steel appliances, granite countertops, and an abundance of cabinet storage. Throughout the home, the hardwood floors have been recently refinished to a beautiful, fresh sheen. Retreat to the oversized primary suite, which includes a generous walk-in closet and a spa-like ensuite bath featuring double sinks and a separate jacuzzi tub. Outdoor living is a breeze here. Spend your afternoons on the massive back deck or take advantage of the included rooftop rights to create your own private sky-high oasis. An assigned parking space is included for ultimate convenience. Located just moments from Target, Whole Foods, the CTA, Hamlin Park, Southport Corridor, Wrigley Field, and the vibrant dining scenes on Belmont and Roscoe, this home puts the best of the city right at your doorstep. Fourth-floor walkup. Please be sure to check out Matterport/360 tour to get a full appreciation of this wonderful home. Monthly HOA dues $270. 2024 taxes $9,256.99 with homeowner exemption.

1836 W Belmont Avenue Unit #4, Chicago

$650,000

3 Beds ⋅ 2 Baths ⋅ 12748619 MLS ⋅ ACTIVE Status

Welcome to your new home in Roscoe Village! Sleek, sun drenched and move in ready, this 3-bedroom, 2 bath penthouse offers an open concept floor plan with elevated finishes throughout. Built in 2013, the bright and spacious main living area features 10-foot ceilings, rich hardwood floors, crown molding, recessed lighting and oversized windows that flood the home with natural light. A striking gas fireplace with stacked stone surround anchors the living room and flows seamlessly into the contemporary kitchen. Crisp white shaker cabinetry, quartz countertops, stainless steel appliances, a professional style gas range and hood, and a large center island with seating make the kitchen equally suited for everyday living and entertaining. The spacious primary suite features hardwood floors and a spa inspired en suite bath with a separate tub and shower, body sprays, double vanity and designer tile. Enjoy direct access to the large private rear deck, also accessible from the hallway, complete with a custom retractable awning and plenty of space for grilling, relaxing and entertaining. The penthouse also includes exclusive roof rights, offering additional potential to create an exceptional private outdoor retreat. Two additional generously sized bedrooms offer excellent closet space. Additional features include beautiful trim work, custom lighting, designer window treatments, in unit laundry, built in Sonos surround sound throughout, additional storage and one included garage parking space. Enjoy the best of Roscoe Village just outside your door, with neighborhood restaurants, coffee shops, shopping and grocery options nearby, plus Fellger (Charles) Park and Hamlin Park.

2207 W Belmont Avenue Unit #3, Chicago

$549,000

2 Beds ⋅ 2 Baths ⋅ 12752831 MLS ⋅ ACTIVE Status

Gorgeous and spacious 2BD/2BA loft in the heart of Roscoe Village. Freshly painted with towering 14-foot ceilings and South and West facing windows that provide maximum sunlight throughout the day. An expansive, open-concept kitchen features granite countertops, Bosch dishwasher and in-unit washer and dryer as well as a long breakfast bar island for extra counter space or entertaining. A separate dining area connects the kitchen to the massive living room, creating perfect flow for parties and family gatherings. The primary bedroom fits a king-size bed and features a walk-in closet, ensuite bathroom and extra lofted storage space above the bathroom. The generously sized second bedroom easily accommodates a queen-sized bed and features built-out closets and more lofted storage space. The Old Pencil Lofts Building is well managed with healthy reserves, a state of the art security system, package delivery room, modern gym, laundry room, party room, elegant courtyard for grilling and outdoor gatherings and a rooftop deck with one of the best views in the entire city. Very pet friendly, with no rental restrictions except for a 6 month minimum on leases. One heated & deeded garage space and an extra storage locker are included in the purchase price.

1800 W Roscoe Street Unit #521, Chicago

2923 N Clybourn Avenue Unit #204, Chicago

$339,900

2 Beds ⋅ 1 Baths ⋅ 12727336 MLS ⋅ ACTIVE Status

Fabulous 2 bedroom condo in elevator building located in South Roscoe Village/West Lakeview. This 12 unit boutique building is very well-maintained, pet-friendly, professionally managed and comes with low assessments! Steps to the dog park, brand new pool, playground, tennis and basketball courts at Hamlin Park. This unit comes with a heated/attached garage space included in the price. Other features include hardwood floors, balcony off living room, stainless steel appliances, granite counters, 42 in maple cabinets, in-unit washer and dryer, granite counter tops, high ceilings, easy access to the highway. Open floor plan perfect for entertaining. Great unit in a well-established and well-run building.

2923 N Clybourn Avenue Unit #204, Chicago

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