View All Woodlawn Chicago IL Homes with Large Yard Listings

$300,000
3 Beds 3 Baths 12688805 MLS CLOSED Status
Experience the perfect blend of timeless character and sophisticated modern luxury in this beautifully renovated vintage condominium, ideally located just blocks from the University of Chicago and the iconic Obama Presidential Center. Offering approximately 1,700 square feet of impeccably designed living space, this remarkable residence showcases an abundance of architectural charm enhanced by elegant contemporary finishes. The stunning gourmet kitchen is beautifully appointed with rich 42-inch cherry cabinetry, in-cabinet lighting, gleaming granite countertops, stainless steel appliances, recessed lighting, crown molding, and exquisite Brazilian cherry hardwood flooring that flows throughout the home. The sun-filled living room is anchored by a cozy gas-start fireplace, creating a warm and inviting atmosphere, while the elegant dining room features a striking exposed brick accent wall and direct access to a private balcony overlooking the neighborhood. Soaring ceilings, raised-panel white doors, custom trim, and exposed brick details add warmth and sophistication throughout. The spacious primary suite offers double closets, an exposed brick feature wall, and a luxurious, fully renovated ensuite bath complete with a double vanity and an oversized spa-inspired shower. The second bedroom boasts its own private balcony and an impressive walk-in closet, while the beautifully appointed hall bath features a relaxing whirlpool tub. A third bedroom, convenient in-unit laundry, and a large covered rear balcony overlooking the landscaped yard complete the living space. Additional amenities include a lower-level storage unit, one assigned parking space within the fenced parking area, and plentiful street parking. This exceptional residence combines historic elegance, modern comfort, and an unbeatable location near world-class education, nationally ranked hospital, cultural attractions, parks, dining, and everything Chicago has to offer.

6501 S Kimbark Avenue Unit #2S, Chicago

$455,000
4 Beds 2 Baths 12653095 MLS CLOSED Status
Welcome to a truly one-of-a-kind 2200 square foot fully-renovated condo just steps from the University of Chicago campus and Laboratory School. This four-bedroom, two full bath, top floor unit is filled with natural light and has a wonderfully flexible floor plan. The main living space has a large open design (and even a wood-burning fireplace), with gracious living, dining, and cooking areas. The bright modern kitchen has tons of storage and counter space, state-of-the-art appliances and a walk-in pantry. The living area seamlessly connects with a spacious private covered outdoor deck for warm weather dining and lounging. The bedrooms are all large enough for oversized beds and each could effortlessly be adapted as office space. The fourth bedroom, with its adjacent sunroom can also easily work as a family / guest suite, if desired. The bathrooms have been completely updated. The primary has a large walk-in shower and the secondary a good-sized bathtub and a space to easily add a washer & dryer. Central a/c is a huge plus. Private 225 sq ft storage room and shared laundry in the easily accessible basement. Out back, there is a grassy yard and a deeded parking space. Next door is a gated community garden, where the current owners of this unit have the use of a beautiful plot (which will convey) to raise their own flowers and vegetables. Truly a magical space in the heart of the city.

6123 S Woodlawn Avenue Unit #3, Chicago

$470,000
4 Beds 3 Baths 12014476 MLS CLOSED Status South Campus BLDG.
Welcome to your new home nestled in the prime area of Woodlawn! This classic Duplex Down offers the spaciousness of a single-family residence, situated at the northern edge of the Woodlawn neighborhood, mere steps away from the esteemed University of Chicago Campus and Law School. Located just one block from Midway Plaisance Dr., within convenient close proximity to the park where the prestigious Obama Presidential Library is underway. Step inside to discover hardwood floors adorning the entirety of this charming abode. The living room boasts a cozy gas-burning fireplace and expansive floor-to-ceiling sliding glass doors that overlook the street, flooding the space with natural light. The generously sized kitchen seamlessly integrates with the living room and dining area, featuring granite countertops, hardwood cabinets, and stainless steel appliances. The refrigerator recently replaced just two years ago. The upper level is home to three spacious bedrooms and two full baths, including a walk-in closet and a private back deck off the primary bedroom. Downstairs you'll find a sprawling family room, perfect for entertaining, along with an office space and another full bath, as well as an extra-large bedroom with built in shelves. The utility room hosts the washer/dryer, new HVAC system, sump pump, ample storage, and a utility sink for added convenience. Recent upgrades include new ceiling fans and brand new vinyl plank flooring on the lower level. An air purifier was installed in 2020. Newly installed turf in the front yard, enhancing curb appeal and low-maintenance living. Parking is a breeze with a dedicated space out back, conveniently located closest to the building and equipped with a Tesla charger onsite. Embrace the warmth of the community with friendly neighbors in the building and easy access to the Dorchester Farmers' Market and community gardens, just a short stroll away. Don't miss this opportunity to make this residence your own and experience the charm of Woodlawn living! Schedule your showing today.

6116 S University Avenue Unit #1S, Chicago

$131,900
7 Beds 2 Baths 11858076 MLS CLOSED Status
East Woodlawn is one of the fastest appreciating neighborhoods in the entire nation! This 2-unit is available for an absolute steal! There is so much upside for an investor looking to make a large profit or a homeowner looking to plant their feet in an area that will continue to aggressively appreciate for years to come! This solid 2-flat includes two residential units, a full walkout basement and a private enclosed back yard! Unit #1 has 3-bedrooms, and 1 full bathroom and Unit #2 has 4-bedrooms and 1 full bathroom. Updated 4-bedroom apartments can rent for $2,000+ per month and updated 3-bedroom apartments can rent for $1,700+ per month in this neighborhood! The strategy that will yield the maximum equity or profit margin will be achieved by converting this 2-unit into a legal 3-unit by digging down the large unfinished basement 3-5 inches and cooperating with the city of Chicago to improve the zoning from a 2 to 3-unit residential property. This strategy was effective at 6235 S. Eberhart which was sold in December of 2022 for $585,000. The after-repair-value for non-new construction 3-units or 2-units with legal garden apartments is $570,000, based on comparable sales within the past 6 months! With the right construction strategy there is an approximate $170,000 - $200,000 profit margin available! In 2020 the city of Chicago passed the Additional Dwelling Unit Ordinance which provides owners of multi-units with up to $35,000 in funds in the form of a forgivable loan to create additional living space in the basement or attic! For more ambitious investors, there is also potential to dormer the attic to create additional living space or build a coach house in the back yard which the ADU ordinance also supports in the effort to achieve an even higher valuation ($600,000+). For the traditional retail buyer that wants to convert this multi-unit into a single-family home, the approximate after-repair-value for this strategy is $700,000+ based on comparable SFH sales! The retail buyer has the equity available to significantly invest in the conversion project and enjoy a great home with $100,000+ in equity upon completion or an investor can enjoy an approximate $75,000 - $150,000 profit with the right construction strategy implemented. There are a plethora of new construction projects on Maryland Ave with many multi-units that have recently sold for a little under 1-million dollars each! A+ location! Walking distance from Washington Park, Minutes from the Lakefront, proximity to The University of Chicago, the Obama Presidential Library, Dan Ryan, Red Line and Jackson Park! Priced to sell so please act swiftly! ***This property is already hard money approved with our lender that requires 7% down and will finance 100% of the renovation***

6605 S Maryland Avenue, Chicago

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Woodlawn, Chicago IL · Curated MLS Search

Homes with Large Yard in Woodlawn, Chicago IL

An editorially curated view of every active homes with large yard listing in Woodlawn, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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