https://www.5423wroscoe.com/floor-plans-1 daily 0.75 2025-09-22 https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/49992530-0d95-4bb4-9ce5-15a4bb89cfa8/Screenshot+2025-09-16+at+5.23.48%E2%80%AFPM.png https://www.5423wroscoe.com/pastprojects daily 0.75 2025-09-22 https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/1757955039158-Z332248D5U29SOVFI3WX/13_4418-N-Richmond-Ave_Print+%281%29.jpg Past Projects https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/1757955039164-JC124J10FGZG3SS1M15A/13_4740NSacramentoAve_2024_HiRes.jpg Past Projects https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/1757955039169-RTX8BJC6QT2G6676H1E6/18_4837NChristianaAve_2036_HiRes.jpg Past Projects https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/b2234037-8a9b-4936-b502-949ea695fce7/07_5217WRoscoeAve_177001_Kitchen_HiRes.jpg Past Projects https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/1757955039174-B2SG1LM74F7JKFPRBIKZ/15_4552NLawndaleAve_2028_HiRes.jpg Past Projects https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/9f196b98-d942-4fed-a4e2-1ce0869a5d3d/20_4041NKildareAve_2037_HiRes.jpg Past Projects https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/1757955039183-53PJYGS1YA0TTCDOJMQQ/04_6025NKilbournAve_2001_HiRes.jpg Past Projects https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/1757955039192-8GTAPSD3431334T1YMY3/03_4029-N-Spaulding-Ave_Print+%281%29.jpg Past Projects https://www.5423wroscoe.com/about daily 0.75 2025-09-22 https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/1757955040228-1R6FQJNVP17SQY419CMO/Deborah+Hess+Team+9-28-21+%28Alina+Tsvor%29-6.jpg About - Deborah Hess Respected Realtor Deb Hess brings a decidedly human touch to her role as team leader of Deb Hess & Partners at Compass. She leads the team and conducts her business guided by the belief that real estate is entirely about taking care of people and putting your heart into everything you do. Born and raised in Chicago’s Lakeview neighborhood and with the depth of experience that 30+ successful years in Chicago Real Estate provide, Deb knows this city and her business inside and out. Dedicated, knowledgeable and passionately committed to excellence, she ensures that clients are always armed with everything they need to make wise choices. Deb specializes in the Chicago neighborhoods she has been spending time in since the 80s: Lakeview, Lincoln Square, Ravenswood Gardens, Ravenswood Manor, Logan Square, and Albany Park. With 1,000s of transactions in her portfolio, Deb has developed an unparalleled network of seasoned realtors. This combined with the ability to analyze data quickly and accurately give her the agility to effectively represent her clients in any Chicago area neighborhood. https://www.5423wroscoe.com/photogallery daily 0.75 2025-09-22 https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/685b74f7-5034-497f-b6cc-26f22adaef55/IMG_6403_HDR.jpg Photo Gallery A two-story yellow brick bungalow with large black-framed windows, a small front porch with concrete stairs, and a newly sodded green lawn. The house is flanked by neighboring brick houses and has trees in the yard. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/ee626805-b425-405b-a7e8-13b86d07fffb/IMG_6673_HDR.jpg Photo Gallery Tree-lined Roscoe Street in Chicago’s Portage Park, showcasing classic brick bungalows and charming neighborhood character just steps from Chopin Park. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/e3d25e9f-1609-4551-8a54-af51641ba147/IMG_6549.jpg Photo Gallery Sun-filled living room with bay windows overlooking Chopin Park, hardwood floors, and a classic wood-burning fireplace—showcasing timeless Chicago bungalow character. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/06b69331-b912-4b21-8972-f9528789cbb9/IMG_6554.jpg Photo Gallery Classic Chicago bungalow living room featuring rich hardwood floors, sunlit bay windows, and original architectural charm overlooking Roscoe’s tree-lined street. The large fireplace mantel allows for placement of an oversized TV Screen. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/f28b7d1c-05bd-4959-9f5a-b8b14861542b/IMG_6568.jpg Photo Gallery Elegant living room with wood-burning fireplace and bay windows, offering uninterrupted sightlines in true Frank Lloyd Wright style—all the way to the rear of the home https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/4a1b8506-d768-4271-9792-6e868c445f1c/IMG_6534.jpg Photo Gallery Formal dining room filled with natural light from tall windows, featuring hardwood floors and space for large gatherings and a charming black chandelier. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/21099d34-e942-4652-aec4-625df24d4681/IMG_6538.jpg Photo Gallery Elegant dining space with open sightlines to the custom oak-and-iron staircase, where a skylight brightens the home’s center and enhances its timeless Chicago bungalow charm. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/f733dd91-f7bf-499b-9b96-657c497d5a22/IMG_6504.jpg Photo Gallery Striking kitchen with white cabinetry accented by black hardware, a sage tile backsplash, quartz countertops, and bold black fixtures—an elegant blend of modern and classic design. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/68e736d7-bc5e-47a5-aed0-8f763aa964a2/IMG_6464.jpg Photo Gallery Thoughtfully planned kitchen offering exceptional storage and efficiency, with ample drawers, a dedicated spice cabinet, and a handy lazy Susan that maximize every inch of space. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/f2a48bf5-988b-44c2-88c5-e889e98f56b6/IMG_6474.jpg Photo Gallery Bright kitchen and entryway where natural light pours through glass doors, leading to your oversized deck, and creating a welcoming transition from the outdoors to the heart of this Portage Park home. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/81130c25-45cd-4db6-999e-d261cb95c755/IMG_6484.jpg Photo Gallery Modern kitchen with white cabinets, stainless steel refrigerator, dishwasher, and black fixtures. Wood flooring and a window with blinds above the sink. Decorative items on the countertop and wall. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/91b7676f-aadc-49d6-9093-fc3e83ed6006/IMG_6489.jpg Photo Gallery Kitchen with white cabinets, gray tiled backsplash, black hardware, black microwave, stove, stainless steel oven, black faucet, window, hardwood floor, and sliding glass door leading to a backyard patio with outdoor seating. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/7cbe30b3-d953-4293-8a63-28adcdedb386/IMG_6459.jpg Photo Gallery Inviting family room just off the kitchen and entryway, filled with natural light from large windows and offering a comfortable space to relax or gather https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/88dc8962-cb85-4b87-9963-59690d993f58/IMG_6509.jpg Photo Gallery The first of two Bedrooms on the main level accomodates a queen bed, two nightstands and a chair for relaxing and reading. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/616d5361-7413-4008-a41d-b2c3ce4075f0/IMG_6514.jpg Photo Gallery Crisp renovated bathroom features white subway-tile shower, black faucet, large mirror, white vanity, small window, and wood shelving nook for your towels and decorative items. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/a453fc89-313a-46ee-b4ad-645562323e0e/IMG_6529.jpg Photo Gallery 2nd first floor Bedroom with a large closet, can also serve as a perfect Home office shown here with wooden desk, table lamp, computer monitor, decorative items, window, and wall art https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/61a33b30-f9dd-4cdb-8f89-ea404aa20ea4/IMG_6654.jpg Photo Gallery Primary bedroom retreat featuring a versatile sitting area for two, a charming built-in bench, and a generous walk-in closet for exceptional storage. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/4db9331b-6dee-4deb-8aaa-d20e48cb5b7d/IMG_6664.jpg Photo Gallery Cozy upstairs retreat with two bedrooms positioned for easy connection, a shared full bath conveniently in between, and warm, inviting spaces that feel both private and connected. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/8dde36d4-3625-4b59-99d0-e5a2218d8c55/IMG_6659.jpg Photo Gallery Spacious primary suite with room for a king bed and nightstands, abundant natural light, and a cozy reading nook with built-in bench seating. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/d80271f9-0753-4f9b-ac63-001c17f41623/IMG_6644.jpg Photo Gallery Stylish shared bath with a walnut slatted double vanity, quartz countertop, and a glass-enclosed walk-in shower—blending modern design with timeless function. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/5f43268c-4e62-40e2-a0fd-6a271a2151ee/IMG_6639.jpg Photo Gallery Spacious 2nd upstairs bedroom with room for multiple beds, featuring natural light and cozy sloped ceilings—an ideal retreat for kids, guests, or play, and a window with a view of green trees. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/1b7352c8-8a74-460f-8b04-2abefd169862/IMG_6594.jpg Photo Gallery Expansive finished lower level with space for a play area, media lounge, and games—perfect for family fun or entertaining. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/a5f36e37-8b85-4657-ad4a-602c2899cfdf/IMG_6604.jpg Photo Gallery Versatile basement retreat featuring a media zone, game tables, and open layout ideal for a home office, fitness space, or casual gatherings. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/ad0d5d46-bdb8-4843-a9a4-1c20e7149947/IMG_6609.jpg Photo Gallery With plenty of new windows, bright lower level is carpeted with generous ceiling height, recreation space, and direct access to an additional bedroom + full bath for extended family. LL also features main laundry room, bonus room and storage. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/fc0b9380-8650-4e01-b378-f64262ba527e/IMG_6584.jpg Photo Gallery Modern white bathroom with black fixtures, including a mirror, faucet, and towel racks. Features a vanity with a small sink, a toilet, and a tub and shower with a white tile wall and a small window. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/f03c4a0f-2be5-40dc-9841-e39865574b19/IMG_6619b.jpg Photo Gallery Expansive lower-level bedroom offering exceptional space, a large closet, and flexible layout—ideal for guests, extended family, or a private home office. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/cce48ca5-a8d8-4e50-a5f6-84cd8dba1978/IMG_6423_HDR.jpg Photo Gallery Expansive full-width deck offering plenty of space for outdoor dining and lounging, surrounded by low-maintenance Hardie Board siding for long-lasting durability https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/b6be8e9e-dcf6-4f2c-9852-bf3c209bad4b/IMG_6428_HDR.jpg Photo Gallery Landscaped backyard with a newly built full-width deck, grassy lawn, and mature greenery—offering a private retreat for play, pets, and entertaining. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/2261b938-1e04-41a3-90bf-a9e4c4486d00/IMG_6453_HDR.jpg Photo Gallery Rare all-brick 2.5-car garage offering secure parking plus extra storage space, with new yard-facing lighting tucked neatly under the roof eaves. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/3a0affdb-5fc3-49aa-9de8-a6facd7971cc/IMG_6363_HDR.jpg Photo Gallery Directly across from Chopin Park—one of Portage Park’s most beloved green spaces with baseball league, expansive fields, walking tracks, recreation programs, and a recently updated playground. A True anchor in this close knit community. https://www.5423wroscoe.com/floor-plans daily 0.75 2025-09-22 https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/8911ba41-f822-4b5f-904f-b7624eb2b3d8/all_floors_5423_west_roscoe_street_chicago_with_dim.jpg Floor Plans Floor plan of a multi-story house showing various rooms including bedrooms, bathrooms, kitchen, living room, recreation room, storage, laundry room, and outdoor deck. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/c4e9264b-c32a-43ca-8e1d-352409a91ef6/2nd_floor_5423_west_roscoe_street_chicago_with_dim.jpg Floor Plans Floor plan of a house showing rooms including living room, porch, foyer, dining area, hall, bedrooms, bathroom, kitchen, family room, and deck. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/d249a3a3-d434-4693-9557-69c54b16b579/3rd_floor_5423_west_roscoe_street_chicago_with_dim.jpg Floor Plans Floor plan of a house's upper level showing two bedrooms, one primary bedroom and one additional bedroom, a bathroom, laundry room, and hallways. https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/da1121e2-62a7-46f1-aa8f-e73e4929298f/1st_floor_5423_west_roscoe_street_chicago_with_dim.jpg Floor Plans Floor plan of a house with a bedroom, storage room, recreation room, bonus room, laundry area, and bathroom. https://www.5423wroscoe.com/contact daily 0.75 2025-09-15 https://www.5423wroscoe.com/specifications daily 0.75 2025-09-22 https://www.5423wroscoe.com/home daily 1.0 2025-09-23 https://images.squarespace-cdn.com/content/v1/68c843dcff2fa203e75be177/57f14496-6ce4-44be-be34-d2eae30b1131/IMG_6673_HDR.jpg Home - IDYLLIC TREE LINED PORTAGE PARK Located on an extraordinary tree-lined Roscoe Street, in Chicago’s sought-after Portage Park neighborhood, this splendid 1916 Bungalow has been transformed into a 21st century home, with state-of-the-art infrastructure and meticulous appointments. With great care, this residence was designed to provide effortless luxury living while still reminiscent of the original home’s character. Upon entering the charming foyer and stepping into the spacious Living Room, what surprises is the immediate sense of the expanse of the first floor and the sense of continuity while each room maintains its coziness. The wider lot (33’) infuses the home with an abundance of natural light to the living space, not found in most Chicago homes. Thoughtful consideration was also given to maximizing the private outdoor space, and was divided into two separate areas: a comfortable 10’ x 20’ deck off the rear family room, and a green space enclosed by massive two-car Garage.