View All Woodlawn Chicago IL Homes near High School Listings

11 Beds ⋅ 7 Baths ⋅ 12726785 MLS ⋅ ACTIVE Status

Turnkey cash flowing Rarely Available 4 Flat Building Located in prime East Woodlawn desirable community just steps from Obama Presidential Library, University of Chicago Campuses including Medical School, Law School, University of Chicago Hospital, Charter School, Museum of Science and Industry, Chicago Theological Seminary, Mount Carmel High School, Lake Michigan, Grocery Stores, Multiple Eatery's including the South Shore Cultural Center. A true gem for investors and or owner occupant alike. The 3 above ground oversized units each feature 3 bed/2 Full baths configurations & 1 lower level features an oversized 2 bed 2bath configuration. Property features new interior upgrades such as Copper Plumbing infrastructure, Electrical infrastructure, HVAC infrastructure and drywall. Open floorplan concept layout within each unit with the top floor unit giving a penthouse vibe. Kitchens positioned in the front of each unit 42' Maple shaker style cabinets, granite & laminate countertops, stainless steel appliances & recessed lighting. Meticulously preserved & refinished woodwork architecture & hardwood flooring in the property was blended with new upgrades to keep the charm & character of this historic property. Exterior upgrades include new vinyl windows, concrete parking pad with rear wrought iron gated fence, front wrought iron gated fence with intercom system, treated wood The lower level was renovated by excavating the floor & creating higher head space & upgrading to a new sump pump rainwater drainage system & concrete slab. The property shares a common area laundry with washer/dryer owned by Landlord. Each unit is individually metered & has separate HVAC & Hot Water Heater tanks.

6638 S Woodlawn Avenue, Chicago

$680,000

9 Beds ⋅ 6 Baths ⋅ 12687847 MLS ⋅ CLOSED Status

Rarely does an opportunity like this come along at this price point. Priced at $665,000, this 3-unit sits just steps from the future Obama Presidential Center and near the rapidly transforming 63rd Street corridor. The $800M Woodlawn Central development, an 8-acre mixed-use project, is expected to bring a hotel, theater, technology center, retail, restaurants, residential towers, and a vertical farm to the neighborhood. Each unit features a generously sized primary bedroom with en-suite bath, a private balcony, and a cozy fireplace in the living room. With two units vacant, you have immediate flexibility to set market rents or design your ideal living setup. This property offers a clear value-add opportunity for buyers looking to build equity in a rapidly appreciating market. Live in one unit while generating rental income from the others, or hold as a long-term investment in one of Chicago's most closely watched growth corridors. Each unit has its own PIN, offering a potential path to future condo conversion. Gated rear parking for three vehicles and tenant-paid utilities add to the appeal. Conveniently located near Mt. Carmel High School and the Metra line. Sold as-is.

6500 S Dorchester Avenue, Chicago

$256,000

3 Beds ⋅ 2 Baths ⋅ 12580269 MLS ⋅ CLOSED Status

Beautifully updated and move-in ready! This 3 bedroom, 2 bath ranch sits on 3+ acres in the desirable Woodlawn Grade School and Woodlawn High School districts, offering the perfect blend of comfort, space, and convenience. With over 1600 square feet of living space, this home features an updated kitchen, complete with quartz countertops, modern finishes, and new flooring throughout. The primary bathroom has been newly remodeled, providing a fresh, stylish retreat. A spacious family room with a cozy gas fireplace opens directly to the deck and backyard-ideal for entertaining or simply enjoying the peaceful country setting. Additional highlights include a new heat pump, a roof that's approximately 5 years old, and a 36x24 partially insulated outbuilding with water-perfect for hobbies, storage, or workspace needs.

5354 E Il Highway 15 Highway, Woodlawn

$1,075,000

5 Beds ⋅ 4 Baths ⋅ 12437155 MLS ⋅ CLOSED Status

Unparalleled comfort at 6123 South Ellis: Your Campus Address for a Healthier, Greener Future. Experience the best of both worlds in this LEED Gold-rated, all-electric superhome. Ideally situated directly across from the University of Chicago, the Lab School, the Midway and moments from the picturesque lakefront and Obama Presidential Library Site, this residence offers unparalleled convenience and comfort. Step inside and immediately feel the difference.Abundant natural light streams through oversized triple-pane windows, highlighting soaring ceilings and creating an open, airy atmosphere on every level. The true luxury lies in its high-performance design and construction, featuring a state-of-the-art energy recovery ventilator (ERV) that constantly delivers fresh, efficient, filtered air 24/7/365. No gas eliminates combustion and the risk of indoor air pollutants like carbon monoxide, ensuring a truly healthy environment for all residents...and your gas bill. Upstairs, you'll find a perfectly appointed primary suite with two generous closets and an upscale en-suite bath with spacious shower. You'll also find two additional spacious bedrooms, a generous family bath, and an ultra-convenient second-floor laundry room with state of the art heat pump condensing dryer. The chef's kitchen, equipped with Bosch appliances and a Bosch Induction Range, elevates your cooking experience. A flexible, open floor plan offers perfect proportions for both intimate living and large gatherings. The supertall lower level boasts 9-foot ceilings and sunlit front and rear bedrooms, plus a private, massive central family room ideal for movie nights. Beyond its impressive interior, a super deep backyard provides rare indoor-outdoor living so close to campus, complemented by a two-car garage. You can have an all electric car, why not your home? This home champions energy independence. Its owned solar photovoltaic system and advanced design are engineered to produce much of the electricity it uses, significantly slashing annual energy costs and virtually eliminating your carbon footprint. Enjoy the peace of mind that comes with a gas-free home, powered by clean, renewable energy. This Greenline Home offers exceptional quietness, comfort, and long-term value, thanks to features like advanced air sealing and a Mitsubishi HVAC system. This is more than just a house; it's a lifestyle upgrade.

6123 S Ellis Avenue, Chicago

$299,000

3 Beds ⋅ 2 Baths ⋅ 12411925 MLS ⋅ CLOSED Status

The sellers have just completed an extensive renovation of this dramatic top-floor condo. The brand-new kitchen features stainless steel appliances, white subway tile backsplash, new lighting, white wood cabinetry, and solid-surface countertops, including a breakfast bar on the peninsula that opens to the great room. There's even a window looking out over the front balcony to the leafy street. Five tall windows frame the bay of the great room, shaded by mature trees. The space boasts soaring ceilings and unique decorative trusses. At the east end, built-in bookcases and open shelves create a partial divider between the hallway and living area. Three generously sized bedrooms offer brand-new wood laminate flooring and spacious closets. The hardwood floors in the rest of the unit have just been refinished and gleam like new. The entire condo has been freshly repainted. Both bathrooms have been updated. One features a new double-sink wood vanity with new medicine cabinets and lighting, plus a luxurious marble-tiled, double-wide shower stall with a rain head and separate hand shower, along with a new designer toilet. The second bathroom includes a new vanity, medicine cabinet, toilet, lighting, and a large glass-block window in the shower/tub area. A full-size washer and dryer are located in the laundry closet. The unit also has its own HVAC system and hot water heater. All double-hung windows have been replaced with new glass and seals. The back bedroom opens onto a large wood deck with durable metal framing. A metal stairway leads to the secure parking lot in back-designed to outlast the typical wooden porches and stairs often seen behind Chicago buildings. The entire property is enclosed with wrought-iron fencing. The location is excellent. Enjoy views of the historic stone building across the street from your front balcony and bay windows. Next door, the Phoenix Farms Food Forest adds a green touch to the neighborhood. You're just two blocks from the University of Chicago and close to the YMCA, the new Obama Library, the Museum of Science and Industry, and the prestigious Mt. Carmel High School. Jackson Park is practically at your doorstep, with playing fields, lagoons, and beautiful gardens on the west side of Lake Shore Drive. Cross the Drive and you'll find 63rd Street Beach, known for its historic bathhouse, sandy beach, and weekly drum circle. Grab a sandwich at Reggie's on the Beach, recently featured in the Tribune. Nearby are the Jackson Park and South Shore golf courses. You can even take the bus or Metra with your clubs and get dropped off right at the entrance. Transit options are excellent. The 63rd Street Metra stop has an entrance on 64th Street, and express buses to the Loop and the south stop at 64th and Stony Island. One secure parking space is included in the price.

6415 S Kimbark Avenue Unit #3S, Chicago

$865,000

4 Beds ⋅ 4 Baths ⋅ 12354318 MLS ⋅ CLOSED Status

Welcome Home to 6233 South Greenwood Avenue, a spectacular 2021 home that seamlessly blends luxury, functionality, and modern amenities in the heart of one of Chicago's most dynamic neighborhoods. Set on an oversized lot, this expansive 3,000 square foot residence boasts 4 spacious bedrooms and 3.5 bathrooms, perfectly designed for both comfortable living and elegant entertaining. The home features exquisite 3 1/4" white oak hardwood floors throughout with an open concept floor plan, many custom upgrades and exquisite glass panel staircases. The open-concept main level has a separate living room, dining area, powder room & kitchen. The chef's kitchen is a culinary enthusiast's delight, boasting a new 2024 Fisher & Paykal induction stove top, double ovens, refrigerator, dishwasher, and a stylish range hood all set in high-end custom Italian cabinetry. The island seating offers a convenient place to share a meal or entertain your guests. Ascent to the second level, where the primary suite awaits with a luxurious dual rain-shower, a double vanity with quartz counters, and heated floors. Two additional spacious bedrooms, a full guest bath, and a laundry closet complete this level. The lower level offers a modern retreat with polished concrete floors, a cozy media/recreation room, the 4th bedroom or dedicated home office and wet bar. Enjoy Custom California Closets for exceptional storage on the main floor and in the primary, custom motorized Shade Store window coverings, and an infrared sauna for ultimate relaxation. Step outside to a rear deck, expansive yard, and a spacious two-car garage with an installed 220v outlet for electric vehicle charging. the custom paver patio with professional landscaping, or ascend to the roof deck for breathtaking 360-degree views complete with a dry bar and beverage fridge, perfect for entertaining. Strategically located, this home provides easy access to the University of Chicago campus and hospital, Lab School, Jackson Park Harbor and Golf Course, as well as the beachfront. The upcoming Obama Presidential Center campus is also nearby, adding to the allure of this exceptional location. Experience the perfect integration of style, convenience, and location at 6233 South Greenwood Avenue - your dream home awaits in Chicago.

6233 S Greenwood Avenue, Chicago

$357,900

3 Beds ⋅ 4 Baths ⋅ 12295021 MLS ⋅ CLOSED Status

***MULTIPLE OFFERS RECEIVED. HIGHEST & BEST OFFERS DUE BY NOON 2/28/25**This stunning Greytone single-family home in the heart of Woodlawn offers a rare opportunity for both homeowners and investors. With incredible curb appeal, this classic design is nestled on a peaceful, tree-lined street in a prime location. Inside, the main level showcases an open floor plan with abundant natural light, hardwood floors, exposed brick, a cozy fireplace, recessed lighting, and soaring ceilings. The kitchen opens to a deck that leads to the gated rear area, providing a great space for outdoor enjoyment. Upstairs, all three bedrooms are thoughtfully situated, including a spacious primary suite featuring oversized windows, a custom fireplace, and an expansive bath with a walk-in shower. The finished basement adds even more living space with a large recreation room, an additional bedroom, a full bath, and a laundry area with exterior access. With much of the major work already done, this home is ready for your vision and finishing touches to unlock its full potential. Ideally located near the University of Chicago, the upcoming Obama Presidential Library, Jackson Park, the Museum of Science and Industry, and Lake Michigan, this property offers unmatched convenience. Easy access to Lake Shore Drive, the Metra, UC Charter Woodlawn High School, and Hyde Park shopping ensures a seamless blend of cultural, recreational, and transportation amenities. Fully gated for added security, the rear area appears to have space for a parking pad, though buyers should verify plans with the city. This vacant home is easy to show-don't miss out on this incredible opportunity!

6450 S Greenwood Avenue, Chicago

$225,000

3 Beds ⋅ 3 Baths ⋅ 12182193 MLS ⋅ ACTIVE Status

Winsome Woodlawn, 1,789 sq. ft., 3 BD/3 BA duplex down. Easy access to the University of Chicago, Jackson Park, 63rd St Beach, the Obama Presidential Center, and Lake Michigan. Entertain in the sun-filled living room with bay windows and crown molding overlooking Beehive Park and the 62nd & Dorchester Community Garden. There is an upgraded kitchen featuring solid surface countertops, ample kitchen cabinetry, a walk-in pantry, and stainless steel kitchen appliances. The primary bedroom features a walk-in closet and a spacious en-suite bathroom with a separate jetted tub and a full shower. No ongoing or upcoming special assessments. 0.2 miles from 63rd St Metra Station. 0.9 miles from CTA Cottage Grove Green Line Station. No rental cap - no short-term rentals - no Airbnb. HOA has a 30-day First Right of Refusal. Pets are allowed. No specific restrictions on weight or pet count. All pets must be vaccinated, supervised in common areas, and cleaned up after immediately. Samsung Electric Dryer (2017). Samsung Front Load Washer (2017). Whirlpool 4-Door French Door Refrigerator with External Refrigerated Drawer (2017). GE Dishwasher (2014). GE 4-Burner Gas Range (2014). Goodman A/C Condenser (2003). Heil Furnace (2024). Roof repairs & maintenance (2024). Reserves: 8,581.27 (as of September 30th, 2024). Chicago Public Schools: Carnegie Elementary School (PK-8) & Hyde Park Academy High School (9-12) - both are International Baccalaureate (IB) schools. Owner Occupancy: 13 out 21 units are currently rented. Tenant occupied for 1,925/monthly until 06/30/2027. The building is non-warrantable; therefore cash only or a private portfolio loan product.

6209 S Dorchester Avenue Unit #1, Chicago

$673,000

3 Beds ⋅ 4 Baths ⋅ 12159836 MLS ⋅ CLOSED Status

Exquisite gut rehab Single Family Greystone in Woodlawn with 3+1 bedrooms, 3.5 baths w/high end finishes. Property features open floorplan w/formal dining area, staircase with custom stair case w/wrought, hardwood floors, exposed brick, fireplace, custom light fixtures, custom heating register vents restored from original home, ceiling fans & high ceilings throughout. Whole house filtration system, Whole house vacuum system, new 90% high efficiency furnace, new a/c, new 90% tankless water heater, built-in humidifer and new roof, new windows & new poured concrete. All new plumbing & sewer lines. Kitchen cabinets were designed & built by a luxury custom cabinet maker extra deep w/hidden storage & self closures, double oven, 6 burner stove, Breakfast bar w/pendants & overhang for barstools, cabinets on both sides & built-in wine/beverage refrigerator, Quartz counters, farm sink, custom backsplash, all SS appliances (refrig has ice/water). Porch off kitchen for entertaining. Ensuite Master w/marble bath, tub & private deck. All Baths feature stone/marble shower surround & heated floors w/custom in-lays, frameless showers w/European massage sprayers & floating vanities. High end camera system w/7" touchscreens & intercoms on every level in all rooms. Full finished basement w/exterior access, 7'9 foot ceiling height, wine cellar, entertainment area/recreation rm, bedroom, full marble bath & laundry room. 1 secured gated exterior pkng spot w/remote gate. Property is fully gated. Enjoy all Woodlawn has to offer - New Obama Library, Museum of Science & Industry, Jackson Park Golf Course, The Marina, Charter School, University of Chicago, Robust Coffee shop, near transportation & more!!

6448 S Greenwood Avenue, Chicago

$867,500

11 Beds ⋅ 7 Baths ⋅ 11882076 MLS ⋅ CLOSED Status

Located in prime Woodlawn location, rarely available Legal 4 Flat was renovated in 2016 by a reputable rehabber. Purchase as an investment or to live in. The 3 above ground oversized units each feature 3 bed/2 bath configurations & 1 lower level features an oversized 2 bed/bath configuration. Property renovations were completed in 2016 and feature new interior upgrades such as Copper Plumbing infrastructure, Electrical infrastructure, HVAV infrastructure and drywall. The floorplan layout was reworked to have open concept Kitchens in the front area of the units with 42' Maple shaker style cabinets, granite & laminate countertops, stainless steel appliances & recessed lighting. Meticulously preserved & refinished woodwork architecture & hardwood flooring in the property was blended with new upgrades to keep the charm & character of this historic property. Exterior upgrades include new vinyl windows, concrete parking pad with rear wrought iron gated fence, front wrought iron gated fence with intercom system, treated wood rear staircase & maintenance fee vinyl siding wrapped porch. The lower level was renovated by excavating the floor & creating higher head space & upgrading to a new sump pump rainwater drainage system & concrete slab. The property shares a common area laundry with washer/dryer owned by Landlord. Each unit is individually metered & has separate HVAC & Hot Water Heater tanks. This property is located walking distance to University of Chicago Hospital & University of Chicago, University of Chicago Law School, University of Chicago Charter School, Toyota Technological Institute of Chicago, Chicago Theological Seminary, Mount Carmel High School, Lake Michigan, Parks, multiple grocery & eating locations.

6638 S Woodlawn Avenue, Chicago

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