Sheffield Real Estate

Welcome to Sheffield, a vibrant neighborhood nestled in the heart of Chicago, Illinois. Part of Cook County, Sheffield is known for its rich history, charming tree-lined streets, and a unique blend of urban energy and suburban tranquility.

As you stroll through the neighborhood, you'll be captivated by the stunning architecture that ranges from classic Victorian homes to modern townhouses. Sheffield is a haven for those who appreciate aesthetics, with beautifully maintained gardens and inviting front porches that create a warm and welcoming atmosphere.

One of the neighborhood's standout features is its strong sense of community. Residents take pride in their surroundings, often coming together for local events, farmers' markets, and neighborhood clean-ups. The Sheffield Neighborhood Association plays a vital role in fostering connections among residents and enhancing the overall quality of life.

For families, Sheffield offers an array of educational opportunities, with access to highly-rated schools and parks. The nearby Sheffield Park provides a perfect escape for outdoor enthusiasts, featuring playgrounds, sports facilities, and green spaces for picnicking and relaxation.

Convenience is also a hallmark of life in Sheffield. With easy access to public transportation, residents can effortlessly navigate the vibrant city of Chicago, exploring its diverse dining, shopping, and entertainment options.

Whether you're a first-time homebuyer, a growing family, or looking to downsize, Sheffield offers a dynamic lifestyle that combines the best of city living with a close-knit community feel. Come discover why so many people are proud to call Sheffield home!

Newest Listings in Sheffield

$4,850,000

12798203 MLS ⋅ NEW Status

Mixed Use Apartment Building

1509 W Fullerton Avenue, Chicago

$449,000

2 Beds ⋅ 1 Baths ⋅ 12788477 MLS ⋅ ACTIVE Status

Located in the heart of Lincoln Park, this inviting 2 bedroom, 1 bath condo offers a unique blend of indoor comfort and exceptional outdoor living. Enjoy an open, airy layout with high ceilings, a loft-like feel, oversized windows, sunny exposure, and hardwood floors throughout. The updated kitchen features stylish backsplash, stainless steel appliances, and a wine refrigerator, with space nearby for a dining table. 2 good sized bedrooms and a spacious bathroom adds to the comfortable layout, while central heat and air conditioning, ample storage, and zoned parking provide everyday convenience. Step outside to your private deck and adjoining garden patio (garden patio is a common element), creating a wonderful backyard-like retreat for relaxing or entertaining. Pet-friendly building, with in-unit laundry permitted. Unbeatable walkable location just steps from DePaul University, the CTA, restaurants, shopping, and all that vibrant Lincoln Park has to offer!

2150 N Clifton Avenue Unit #1, Chicago

$4,250,000

4 Beds ⋅ 5 Baths ⋅ 12776981 MLS ⋅ ACTIVE Status

A truly extraordinary single-family residence, designed and built by the developer as his own personal home with an uncompromising commitment to quality, craftsmanship and longevity. Built to last using the finest materials, this one-of-a-kind property is an architectural statement that redefines luxury urban living. A private entrance on Janssen Street leads to a personal three-stop elevator and an extraordinary 40-foot atrium illuminated by a 400-square-foot curtain wall of industrial glass and crowned by a dramatic 10' x 10' glass skylight, flooding the interior with natural light. The residence showcases soaring 14-foot ceilings, 18-inch crown molding juxtaposed with exposed structural steel elements, maple hardwood floors, custom seamless stainless-steel railings and thoughtfully designed lighting throughout, including fixtures by Darcy Bonner and Holly Hunt. Three wood-burning fireplaces add warmth and character throughout the home. The chef's kitchen is exceptionally appointed with Sub-Zero refrigeration, a six-burner Viking range, additional Viking convection oven, Viking microwave, warming drawer, six Viking wine coolers, built-in Miele coffee maker, quartz countertops and backsplashes, and new dual Bosch dishwashers. Four bedrooms occupy the upper level, including an impressive primary suite enhanced by four additional skylights, an Amerec steam system and whirlpool bath. A spacious custom-designed private office occupies its own dedicated floor, creating an exceptional work-from-home environment with complete separation from the main living spaces. Outdoor living is equally impressive, with approximately 1,300 square feet of private outdoor spaces. A spectacular entertaining terrace flows directly from the main living area, while the roof decks provide an unmatched view of the Chicago skyline. Additional features include garage parking for two cars plus exterior parking for three additional vehicles, a heated driveway, tool room, abundant storage, two sets of LG washers and dryers, a full sprinkler system and numerous building mechanical systems and components that were completely upgraded in 2025. A rare opportunity to own a builder's personal residence where exceptional construction, architectural design, expansive outdoor living and income potential come together in a phenomenal Chicago location. OWNER IS A LICENSED REAL ESTATE BROKER.

2232 N Janssen Avenue, Chicago

2147 N Southport Avenue Unit #3, Chicago

$849,000

2 Beds ⋅ 2 Baths ⋅ 12771273 MLS ⋅ ACTIVE Status

Experience penthouse living in this beautifully appointed 2-bedroom, 2-bathroom all-brick home in the heart of Lincoln Park, featuring an exceptional rooftop deck with unobstructed skyline views. The thoughtfully designed main level offers abundant natural light, with west-facing exposure across the kitchen and living spaces and east-facing morning light in the primary bedroom. The kitchen features quartz countertops, a large island with breakfast-bar seating, professional-grade appliances, subway tile backsplash, and generous cabinetry. It opens directly to the bright living area, where approximately 10.5-foot ceilings enhance the sense of space. The room is anchored by a gas fireplace with stone surround, wainscoting, and crown molding, while French doors lead to a private front balcony with electric hookup. The spacious primary suite features an outfitted walk-in closet and overlooks a second private balcony. The primary bath includes a steam/rain shower and dual vanity. A generous second bedroom with an outfitted closet, full second bath, dedicated laundry closet with full-size washer and dryer, and additional storage complete the main level. Upstairs, a lofted den offers flexible space for a home office, lounge, or workout area and opens directly through sliding glass doors to the home's expansive private rooftop deck. A true extension of the living space, this private rooftop oasis is designed for both relaxing and entertaining, with a custom-built pergola-shaded seating area and gas, electric, and water hookups. Enjoy unobstructed views of the Chicago skyline and spectacular sunsets from one of the home's most exceptional features. Garage parking and additional storage complete the home. Walk to everything Lincoln Park has to offer, including the shops and restaurants along Webster and Armitage, Trebes Park, public transportation, Oscar Mayer School, and much more!

2147 N Southport Avenue Unit #3, Chicago

1357 W Fullerton Avenue Unit #B, Chicago

$600,000

2 Beds ⋅ 2 Baths ⋅ 12766231 MLS ⋅ ACTIVE Status

Move right into this fully refreshed, quiet rear unit 2-bed, 2-bath in Lincoln Park near DePaul University, featuring refinished hardwood floors, fresh paint, brand-new bedroom carpet, updated lighting, a stylishly upgraded quartz kitchen with breakfast bar, and reglazed tub and glass shower door and new vanities in both bathrooms. Step outside onto the massive, south-facing 22x15 composite garage rooftop deck to enjoy a private outdoor retreat. Outstanding location with Lakeshore Fitness, Cuptown Coffee, Strings Ramen, Noema, Oliang, Warehouse Pizza, and more restaurants and bars all within 1 block. 4 blocks to Fullerton Red/Brown line stop. Includes 1 covered parking space, and dedicated storage. Pet and investor friendly. Nothing like this at this price point in Lincoln Park. Healthy condo reserves too!

1357 W Fullerton Avenue Unit #B, Chicago

$799,000

2 Beds ⋅ 2 Baths ⋅ 12761415 MLS ⋅ ACTIVE Status

Stunning 2400+ Sq Ft 2 Bed/2 Bath Condo with 2 Wood Burning Fireplaces (Living Room & Primary Bedroom), Hardwood Floors Throughout, 9 Ft Ceilings, Sub Zero Refrigerator, Kitchen Aid Cook-top & Double Oven (Convection), Dishwasher, Side by Side Washer/Dryer. Great Wet Bar off Living Room. Separate large tub and stand alone walk in shower plus large vanity in the Primary Bathroom. The unit has the only Private Patio (300 Sq Ft) with Brick Walls for Privacy. Additionally, there is a massive interior courtyard with multiple seating areas and outdoor grills that is perfect for large gatherings! In addition to the private parking space, there is guest parking available. Great location convenient to shopping, restaurants and nightlife in Lincoln Park.

2100 N Racine Avenue Unit #1A, Chicago

$2,095,000

6 Beds ⋅ 4 Baths ⋅ 12385258 MLS ⋅ ACTIVE Status

This charming 1893 brick row house on one of Lincoln Park's most coveted tree-lined blocks offers a rare blend of timeless architectural pedigree and thoughtfully updated modern living - ready for its next owner to move in immediately, or reimagine entirely. Spanning three full floors above grade, the residence offers 6 bedrooms, 4 bathrooms, soaring ceilings, 3 fireplaces, 3 private decks, 2 kitchens, and a private sauna - a rare combination of scale and versatility. Step through a striking Art Deco entry foyer into a sun-filled living and entertaining space, anchored by a brick wood-burning fireplace and custom-built-in bookshelves. Two bedrooms, a full contemporary bathroom, and a second kitchen complete the first floor - a layout with immediate flexibility to reimagine the kitchen as a striking wine cellar or wet bar, extending the entertaining space seamlessly into a charming brick-paved backyard. The second floor unfolds into a gracious family room and an enclosed spacious kitchen, complete with a double wall oven and space for a casual breakfast table. The kitchen opens directly onto an oversized deck overlooking the backyard and adjacent green space - an idyllic setting for morning coffee, alfresco dining, or evening entertaining. A bedroom and a professionally remodeled bathroom round out this level. The entire third floor is reserved as a private owner's retreat. The primary suite is a true sanctuary, featuring a double vanity, steam shower, walk-in closet, and its own wood-burning fireplace. Two additional bedrooms share a beautifully remodeled bathroom with a double vanity and sauna, while a private third-floor deck offers yet another serene outdoor escape. Recent substantial improvements - including a new roof, HVAC system, water heaters, and numerous additional upgrades - ensure this home is truly move-in ready, allowing its next owner to enjoy immediate comfort while envisioning future personalization. Perhaps most compelling is the home's potential for a two-residence configuration, with two kitchens and two separate utility meters already in place - ideal for multi-generational living, an in-law suite, private guest quarters, or an income-generating rental unit, or simply enjoyed as one expansive single-family estate. deally situated next to DePaul University and top-rated neighborhood schools, and just steps from the boutiques, cafes, and restaurants of Armitage and Halsted, with effortless access to the Red, Purple, and Brown Lines - this is city living at its most connected and convenient. A unique opportunity to own a one-of-a-kind Lincoln Park home that connects Chicago's architectural history with modern urban living, offering exceptional space, flexibility, comfort, and convenience.

2254 N Fremont Street, Chicago

2106 N Seminary Avenue Unit #29, Chicago

$75,000

12687314 MLS ⋅ RE-ACTIVATED Status

Prime Lincoln Park /De Paul location offering package of the only six outdoor assigned parking spots located in the rear of a 28 unit professional managed condo building. All leased out at $115 per month. Short distance to Armitage Ave. in quiet residential neighborhood! Good investment package with low overhead! due to high density & lack of open space, parking is a premium. Investors ok!! The subject property is identified as unit 29. The site consists of six open-air parking spacers, paved, lined & numbered, accessible from the ally. each space is approximately eight feet wide by 12-15 feet deep. Spaces 1,2,5 &6, are headed in, while spaces 3 &4 are parallel with the building, wall. The spaces are subject to encroachment by the neighbors garbage cans, however, adaptions & accommodates are possible for the quiet enjoyment of it all.

2106 N Seminary Avenue Unit #29, Chicago

$9,995,000

10 Beds ⋅ 10 Baths ⋅ 11985710 MLS ⋅ ACTIVE Status

Unique opportunity for the luxury homeowner who wants to provide an opportunity for an extended family habitat, live in nanny, or even business associates to be close in the huge coach house over the attached 5 car garage. The coach house also could be a huge basketball court with not much effort. This outstanding renovation was customized to perfection by Soucie Horner for this current owner who wanted grandparents to be close to kids for the ultimate family experience. The coach house is connected to the main home via a glass enclosed masterpiece of a vestibule. The seller wants to share they used the coach house for grandma, and she has watched her four grandkids grow from birth to heading off to college, while keeping grandmother vital to the daily activities, using the home as multi-generational space. This will become your homestead for all relatives for all holidays. The current owners have had "celebrations of life", baptisms, graduation, marriage proposals, birthdays, and all holidays, whether it's in the side yard or the wine cellar that holds 20-30. It's one of the best entertaining home in Lincoln Park. Yes, the house has beautiful design, but the absolute specialness of living in this home is who is in it with you, and with the coach house, the choice is yours. From the moment you enter the classic, original gate, the house has a feeling of being a home with an oversized front porch, beautiful original detailing, massive windows and beautiful front door which showcases the grand foyer and ultimate wide staircase the moment you enter. The coach house also has the most outstanding wine cellar perfect complete with a dining table! The house itself is incredibly special. High end finishes throughout on this extra wide lot which also includes an entire side lot with a sport court, a separate private office and amazing grass and terracing which gets all day sun. The modern kitchen and great room all overlook this gorgeous outdoor space and provide the most amazing entertaining space; the home has been the backdrop to multitudes of parties. The second and third floors have an amazing 6 bedrooms with a huge top floor playroom/hang out space with a huge skylight. The primary bedroom is ultra luxe and has a full slab Violeta marble bathroom straight out of a magazine. This house can be the ultimate city home for the person who wants it all!

2026 N Kenmore Avenue, Chicago

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Sheffield Real Estate

Newest Listings in Sheffield

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