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606 N Main Street, Woodlawn

This charming two-bedroom, two-bathroom condo puts you right in the heart of one of Chicago's most vibrant neighborhoods. You'll love being just steps away from the prestigious University of Chicago campus, making it perfect for students, faculty, or anyone who enjoys the energy of academic life. The location keeps getting better - you're close enough to Lake Michigan to catch those gorgeous lakefront sunsets and enjoy peaceful walks along the shore. Whether you're jogging, biking, or just soaking up some vitamin D, the lake becomes your backyard playground. Inside, you'll find all the conveniences that make daily life easier. The in-unit washer and dryer means no more hauling laundry baskets to a basement or laundromat. Step outside onto your private deck - it's the perfect spot for morning coffee, evening wine, or hosting friends for a casual barbecue. This property offers excellent potential for investors looking to tap into the steady rental market that comes with being near a major university. The combination of location, amenities, and the area's consistent demand makes it an attractive opportunity. The neighborhood itself buzzes with intellectual energy while maintaining a welcoming, community feel. You'll find cozy cafes, bookstores, restaurants, and cultural venues all within walking distance. Public transportation keeps you connected to downtown Chicago and other parts of the city. This condo offers the perfect blend of comfort, convenience, and location. Whether you're looking for a primary residence or an investment property, this gem delivers on all fronts.

2 Beds ⋅ 2 Baths ⋅ 12519441 MLS

This charming two-bedroom, two-bathroom condo puts you right in the heart of one of Chicago's most vibrant neighborhoods. You'll love being just steps away from the prestigious University of Chicago campus, making it perfect for students, faculty, or anyone who enjoys the energy of academic life. The location keeps getting better - you're close enough to Lake Michigan to catch those gorgeous lakefront sunsets and enjoy peaceful walks along the shore. Whether you're jogging, biking, or just soaking up some vitamin D, the lake becomes your backyard playground. Inside, you'll find all the conveniences that make daily life easier. The in-unit washer and dryer means no more hauling laundry baskets to a basement or laundromat. Step outside onto your private deck - it's the perfect spot for morning coffee, evening wine, or hosting friends for a casual barbecue. This property offers excellent potential for investors looking to tap into the steady rental market that comes with being near a major university. The combination of location, amenities, and the area's consistent demand makes it an attractive opportunity. The neighborhood itself buzzes with intellectual energy while maintaining a welcoming, community feel. You'll find cozy cafes, bookstores, restaurants, and cultural venues all within walking distance. Public transportation keeps you connected to downtown Chicago and other parts of the city. This condo offers the perfect blend of comfort, convenience, and location. Whether you're looking for a primary residence or an investment property, this gem delivers on all fronts.

1167 E 61St Street Unit #2, Chicago

6439 S Greenwood Avenue Unit #2, Chicago

$169,500

This uniquely designed 2 Bedroom/2 Bathroom condo unit is just what you've been looking for! The floor plan graciously flows with diagonally crafted hardwoord flooring throughout, with separate living room, kitchen and dining room areas, which leads to a private balcony with a great view of the neighborhood park. Carpeting in spacious bedrooms, with ample closet space. Master bedroom has connnecting bathroom with a whirlpool bath tub, and a separate double-headed shower. All appliances, including washer and dryer. Central heating and cooling system. Intercom system. All unit entry doors (3 in total) are secured with custom storm doors for added security. Note: The listing agent is the owner of the property.

2 Beds ⋅ 2 Baths ⋅ 12324612 MLS

This uniquely designed 2 Bedroom/2 Bathroom condo unit is just what you've been looking for! The floor plan graciously flows with diagonally crafted hardwoord flooring throughout, with separate living room, kitchen and dining room areas, which leads to a private balcony with a great view of the neighborhood park. Carpeting in spacious bedrooms, with ample closet space. Master bedroom has connnecting bathroom with a whirlpool bath tub, and a separate double-headed shower. All appliances, including washer and dryer. Central heating and cooling system. Intercom system. All unit entry doors (3 in total) are secured with custom storm doors for added security. Note: The listing agent is the owner of the property.

6439 S Greenwood Avenue Unit #2, Chicago

$167,000

Wonderfully bright unit, perfectly located across the street from the Law School of the University of Chicago. In unit laundry, wonderful back porch for outdoor living.

2 Beds ⋅ 1 Baths ⋅ 12466358 MLS

Wonderfully bright unit, perfectly located across the street from the Law School of the University of Chicago. In unit laundry, wonderful back porch for outdoor living.

1127 E 61St Street Unit #3, Chicago

$160,000

Fantastic bright and spacious 2-bedroom condo in a historic building near the Museum of Science & Industry, with a view of Jackson Park, just steps from 63rd Street Beach and Lake Michigan.** The spacious Living Room features beautiful oak floors, a ceiling fan, and a sunroom area with floor-to-ceiling windows offering phenomenal park views. The updated Kitchen boasts white cabinetry, stainless steel appliances, and an adjacent dinette that can easily flex as a home office. Both bedrooms offer hardwood floors. The **fully renovated bathroom** is a true retreat, featuring a stunning standalone soaking tub and modern finishes. Freshly painted throughout and enhanced with brand-new ceiling fans, this home is move-in ready. Loads of natural light highlight the hardwood floors, white trim, and neutral decor. With recent updates, a shared backyard, gated entry, and a one-car garage, this unit offers exceptional value in a highly desirable location.

2 Beds ⋅ 1 Baths ⋅ 12647974 MLS

Fantastic bright and spacious 2-bedroom condo in a historic building near the Museum of Science & Industry, with a view of Jackson Park, just steps from 63rd Street Beach and Lake Michigan.** The spacious Living Room features beautiful oak floors, a ceiling fan, and a sunroom area with floor-to-ceiling windows offering phenomenal park views. The updated Kitchen boasts white cabinetry, stainless steel appliances, and an adjacent dinette that can easily flex as a home office. Both bedrooms offer hardwood floors. The **fully renovated bathroom** is a true retreat, featuring a stunning standalone soaking tub and modern finishes. Freshly painted throughout and enhanced with brand-new ceiling fans, this home is move-in ready. Loads of natural light highlight the hardwood floors, white trim, and neutral decor. With recent updates, a shared backyard, gated entry, and a one-car garage, this unit offers exceptional value in a highly desirable location.

1552 E 65Th Place Unit #3, Chicago

6104 S Dorchester Avenue Unit #2S, Chicago

$160,000

2 Beds ⋅ 2 Baths ⋅ 12530395 MLS

6104 S Dorchester Avenue Unit #2S, Chicago

$160,000

**LOCATION****LOCATION***LOCATION.....This large condo offers a lot of natural sunlight, making it the perfect place to call home: in-unit laundry, separate living and dining rooms, and nice hardwood floors. Enjoy the shared balcony. This would also make a great investment property.

2 Beds ⋅ 1 Baths ⋅ 12511851 MLS

**LOCATION****LOCATION***LOCATION.....This large condo offers a lot of natural sunlight, making it the perfect place to call home: in-unit laundry, separate living and dining rooms, and nice hardwood floors. Enjoy the shared balcony. This would also make a great investment property.

6603 S Kimbark Avenue Unit #3, Chicago

6106 S Ingleside Avenue Unit #2, Chicago

$155,000

2 Beds ⋅ 1 Baths ⋅ 12431977 MLS

6106 S Ingleside Avenue Unit #2, Chicago

$150,000

Wonderful 2 bedroom/1 bathroom with formal dining room and loads of natural light. This unit is ready to move-in with spacious bedrooms, plenty of storage, granite counters in the kitchen leading to a nice size deck providing extra space to sit outdoors during the warmer months. There is a decorative fireplace in the living room. The monthly assessment includes property taxes, gas and heat. Easy permit parking in front of the building on Kimbark. An in-unit laundry can be installed with board permission, but there is a coin laundry in the basement. Great location in East Woodlawn steps away from the University of Chicago campus, lakefront, parks, LSD, Obama Library, transportation and schools. No investors, owner occupancy only.

2 Beds ⋅ 1 Baths ⋅ 12612308 MLS

Wonderful 2 bedroom/1 bathroom with formal dining room and loads of natural light. This unit is ready to move-in with spacious bedrooms, plenty of storage, granite counters in the kitchen leading to a nice size deck providing extra space to sit outdoors during the warmer months. There is a decorative fireplace in the living room. The monthly assessment includes property taxes, gas and heat. Easy permit parking in front of the building on Kimbark. An in-unit laundry can be installed with board permission, but there is a coin laundry in the basement. Great location in East Woodlawn steps away from the University of Chicago campus, lakefront, parks, LSD, Obama Library, transportation and schools. No investors, owner occupancy only.

6106 S Kimbark Avenue Unit #1, Chicago

$150,000

Newly rehabbed 1 bed, 1 bath garden unit located in the desirable Woodlawn area. This move-in ready condo features modern finishes, updated flooring, and a refreshed kitchen and bath, offering a clean and comfortable living space at an accessible price point. Unit includes a spacious bedroom, functional layout, and great natural light. Ideal for owner-occupants or investors looking for a turnkey opportunity. Deeded parking available for purchase separately at $4,000 (PIN: 20-23-200-053). Monthly parking assessment is $17.98 with annual taxes of $212. Conveniently located near public transportation, parks, and neighborhood amenities.

1 Beds ⋅ 1 Baths ⋅ 12607782 MLS

Newly rehabbed 1 bed, 1 bath garden unit located in the desirable Woodlawn area. This move-in ready condo features modern finishes, updated flooring, and a refreshed kitchen and bath, offering a clean and comfortable living space at an accessible price point. Unit includes a spacious bedroom, functional layout, and great natural light. Ideal for owner-occupants or investors looking for a turnkey opportunity. Deeded parking available for purchase separately at $4,000 (PIN: 20-23-200-053). Monthly parking assessment is $17.98 with annual taxes of $212. Conveniently located near public transportation, parks, and neighborhood amenities.

6331 S Kimbark Avenue Unit #GE, Chicago

$150,000

3 Beds ⋅ 2 Baths ⋅ EB460365 MLS

109 E Galaxy Drive, Woodlawn

6106 S Dorchester Avenue Unit #2W, Chicago

$142,900

Don't miss out on this irresistible and meticulously maintained gated condo situated in a very desirable area in the beautiful Woodlawn Neighborhood. This condo features two bedrooms and two bathrooms with centralized air and an in-unit European washer/dryer. Living Room is nice and open with high ceilings, decorative fireplace with mantel & side shelving which preserves the history of this vintage building. On the borderline of Hyde Park and the University; This is an ideal location for students. near shopping, dining and more; Newer windows throughout, quartz countertops in the updated kitchen. Schedule your private showing today! This GEM will not last long!!!

2 Beds ⋅ 2 Baths ⋅ 12624930 MLS

Don't miss out on this irresistible and meticulously maintained gated condo situated in a very desirable area in the beautiful Woodlawn Neighborhood. This condo features two bedrooms and two bathrooms with centralized air and an in-unit European washer/dryer. Living Room is nice and open with high ceilings, decorative fireplace with mantel & side shelving which preserves the history of this vintage building. On the borderline of Hyde Park and the University; This is an ideal location for students. near shopping, dining and more; Newer windows throughout, quartz countertops in the updated kitchen. Schedule your private showing today! This GEM will not last long!!!

6106 S Dorchester Avenue Unit #2W, Chicago

$140,000

Looking for an opportunity to build multi-family buildings or condo units?This corner lot is your opportunity. Not even 10 minutes from the Barack Obama Presidential Center, this location positions your next development near one of Chicago's most transformative projects. This is an excellent opportunity to build in the Woodlawn area. Vacant residential lot ready for development. Ideal for investors or builders seeking to capitalize on continued neighborhood growth and revitalization. Close proximity to transportation, schools, parks, and neighborhood amenities. New construction activity in surrounding blocks supports long-term upside. Drive by and submit your offer.

12573362 MLS

Looking for an opportunity to build multi-family buildings or condo units?This corner lot is your opportunity. Not even 10 minutes from the Barack Obama Presidential Center, this location positions your next development near one of Chicago's most transformative projects. This is an excellent opportunity to build in the Woodlawn area. Vacant residential lot ready for development. Ideal for investors or builders seeking to capitalize on continued neighborhood growth and revitalization. Close proximity to transportation, schools, parks, and neighborhood amenities. New construction activity in surrounding blocks supports long-term upside. Drive by and submit your offer.

6554 S Ellis Avenue, Chicago

$139,500

Grab this opportunity, one that so many want! This manufactured home was originally built in 1969, then in 1971 the owner added rooms and framed around the home and it is now a ranch style home. The 24x40 metal shed with a lean too, concrete floor & electric was built in 1997. Nice patio and newer handicap ramp gives everyone the pleasure of being able to appreciate and enjoy the perfect outdoor setting. This is a great opportunity to make a few home improvements and enjoy making memories for years.

3 Beds ⋅ 1 Baths ⋅ 12607983 MLS

Grab this opportunity, one that so many want! This manufactured home was originally built in 1969, then in 1971 the owner added rooms and framed around the home and it is now a ranch style home. The 24x40 metal shed with a lean too, concrete floor & electric was built in 1997. Nice patio and newer handicap ramp gives everyone the pleasure of being able to appreciate and enjoy the perfect outdoor setting. This is a great opportunity to make a few home improvements and enjoy making memories for years.

17860 N Woodlawn Lane, Woodlawn

$125,000

Woodlawn Development Opportunity! Now is the time to build in Woodlawn-one of Chicago's most dynamic and well-connected neighborhoods. This prime location offers unmatched access to nearby parks, institutions, and transit: Washington Park, Jackson Park, the Midway Plaisance, and the University of Chicago's south campus are all just minutes away. Enjoy easy transportation via the CTA Green Line, multiple bus routes, the Metra, and quick access to Lake Shore Drive. The area continues to grow with vibrant local amenities, including the upcoming Obama Presidential Center, the Museum of Science and Industry, and the Reva and David Logan Center. A variety of local favorites-Bar David, Truth Be Told, Robust Coffee Lounge, and the 61st Street Farmers Market-bring energy to the community. Daily conveniences like the nearby Jewel grocery store and access to the lakefront, beaches, and harbor make this a truly exceptional place for your next project. Don't miss this opportunity to invest in one of the city's most promising neighborhoods. Whether you're building single-family, multi-unit, or a creative mixed-use project, the time and location are right. Contact us today to walk the site, start planning your next successful build in Woodlawn.

12444687 MLS

Woodlawn Development Opportunity! Now is the time to build in Woodlawn-one of Chicago's most dynamic and well-connected neighborhoods. This prime location offers unmatched access to nearby parks, institutions, and transit: Washington Park, Jackson Park, the Midway Plaisance, and the University of Chicago's south campus are all just minutes away. Enjoy easy transportation via the CTA Green Line, multiple bus routes, the Metra, and quick access to Lake Shore Drive. The area continues to grow with vibrant local amenities, including the upcoming Obama Presidential Center, the Museum of Science and Industry, and the Reva and David Logan Center. A variety of local favorites-Bar David, Truth Be Told, Robust Coffee Lounge, and the 61st Street Farmers Market-bring energy to the community. Daily conveniences like the nearby Jewel grocery store and access to the lakefront, beaches, and harbor make this a truly exceptional place for your next project. Don't miss this opportunity to invest in one of the city's most promising neighborhoods. Whether you're building single-family, multi-unit, or a creative mixed-use project, the time and location are right. Contact us today to walk the site, start planning your next successful build in Woodlawn.

1520-22 E 66Th Place, Chicago

$115,000

3 Beds ⋅ 1 Baths ⋅ EB459915 MLS

510 N Main Street, Woodlawn

$114,000

100000373 MLS

N Deal Lane, Woodlawn

6104 S Dorchester Avenue Unit #3N, Chicago

$97,500

As-Is Sale. Spacious 2-bed, 2-bath condo in a quiet courtyard near University of Chicago. Features include large living room with brick fireplace, separate dining area, in-unit laundry hook-up, brick balcony, and basement storage. Needs work but offers strong rental or owner-occupant potential. Special assessment paid off. Rentals allowed.

2 Beds ⋅ 2 Baths ⋅ 12469214 MLS ⋅ Dorchester Green Condos BLDG.

As-Is Sale. Spacious 2-bed, 2-bath condo in a quiet courtyard near University of Chicago. Features include large living room with brick fireplace, separate dining area, in-unit laundry hook-up, brick balcony, and basement storage. Needs work but offers strong rental or owner-occupant potential. Special assessment paid off. Rentals allowed.

6104 S Dorchester Avenue Unit #3N, Chicago

$92,000

4 Beds ⋅ 2 Baths ⋅ 12557838 MLS

Chicago

$90,000

Also available: 6415 Drexel (permitted for multi-family), 6413 Drexel (permitted for multi-family), & 6411 Drexel. Seize a premier development opportunity in the heart of Woodlawn, a high-velocity Chicago neighborhood experiencing a profound renaissance driven by massive institutional investment and the upcoming Obama Presidential Center. This prime, buildable lot offers a blank canvas for a luxury custom home or a high-density multi-unit project, perfectly positioned within walking distance of the University of Chicago, Jackson Park, and the lakefront. With the area's favorable zoning and a surge in new construction velocity, this shovel-ready site allows you to capitalize on the growing demand for modern housing in a strategically located corridor. Bring your architect and your vision to one of the city's most watched markets, where rapid appreciation and urban energy create the ideal foundation for a design-forward rental asset or a high-end portfolio addition. While the information provided is deemed reliable, it is not guaranteed and all buyers are responsible for independently verifying zoning, lot dimensions, and all other property data with the appropriate professionals.

12590222 MLS

Also available: 6415 Drexel (permitted for multi-family), 6413 Drexel (permitted for multi-family), & 6411 Drexel. Seize a premier development opportunity in the heart of Woodlawn, a high-velocity Chicago neighborhood experiencing a profound renaissance driven by massive institutional investment and the upcoming Obama Presidential Center. This prime, buildable lot offers a blank canvas for a luxury custom home or a high-density multi-unit project, perfectly positioned within walking distance of the University of Chicago, Jackson Park, and the lakefront. With the area's favorable zoning and a surge in new construction velocity, this shovel-ready site allows you to capitalize on the growing demand for modern housing in a strategically located corridor. Bring your architect and your vision to one of the city's most watched markets, where rapid appreciation and urban energy create the ideal foundation for a design-forward rental asset or a high-end portfolio addition. While the information provided is deemed reliable, it is not guaranteed and all buyers are responsible for independently verifying zoning, lot dimensions, and all other property data with the appropriate professionals.

6409 S Drexel Avenue, Chicago

$90,000

Also available: 6415 Drexel (permitted for multi-family), 6413 Drexel (permitted for multi-family), & 6409 Drexel. Seize a premier development opportunity in the heart of Woodlawn, a high-velocity Chicago neighborhood experiencing a profound renaissance driven by massive institutional investment and the upcoming Obama Presidential Center. This prime, buildable lot offers a blank canvas for a luxury custom home or a high-density multi-unit project, perfectly positioned within walking distance of the University of Chicago, Jackson Park, and the lakefront. With the area's favorable zoning and a surge in new construction velocity, this shovel-ready site allows you to capitalize on the growing demand for modern housing in a strategically located corridor. Bring your architect and your vision to one of the city's most watched markets, where rapid appreciation and urban energy create the ideal foundation for a design-forward rental asset or a high-end portfolio addition. While the information provided is deemed reliable, it is not guaranteed and all buyers are responsible for independently verifying zoning, lot dimensions, and all other property data with the appropriate professionals.

12590216 MLS

Also available: 6415 Drexel (permitted for multi-family), 6413 Drexel (permitted for multi-family), & 6409 Drexel. Seize a premier development opportunity in the heart of Woodlawn, a high-velocity Chicago neighborhood experiencing a profound renaissance driven by massive institutional investment and the upcoming Obama Presidential Center. This prime, buildable lot offers a blank canvas for a luxury custom home or a high-density multi-unit project, perfectly positioned within walking distance of the University of Chicago, Jackson Park, and the lakefront. With the area's favorable zoning and a surge in new construction velocity, this shovel-ready site allows you to capitalize on the growing demand for modern housing in a strategically located corridor. Bring your architect and your vision to one of the city's most watched markets, where rapid appreciation and urban energy create the ideal foundation for a design-forward rental asset or a high-end portfolio addition. While the information provided is deemed reliable, it is not guaranteed and all buyers are responsible for independently verifying zoning, lot dimensions, and all other property data with the appropriate professionals.

6411 S Drexel Avenue, Chicago

$75,000

EB459610 MLS

000 E Mozart Road, Woodlawn

$50,500

Don't let the size fool you-this charming 2-bedroom, 1-bath home sits on two lots in Woodlawn, directly across from the Woodlawn High School baseball field. Recent improvements include a new roof (2025), front porch, shutters, fresh interior paint in the living room and both bedrooms, updated blinds, a new furnace motor and control panel, all-new bathroom plumbing, flooring, and toilet, updated kitchen faucet and hardware, and fresh landscaping. While the home has seen numerous updates, it still offers opportunities for a new owner to add their own finishing touches and build equity. Whether you're looking for an affordable primary residence or an investment property, this home offers great potential in a convenient location.

2 Beds ⋅ 1 Baths ⋅ 12667900 MLS

Don't let the size fool you-this charming 2-bedroom, 1-bath home sits on two lots in Woodlawn, directly across from the Woodlawn High School baseball field. Recent improvements include a new roof (2025), front porch, shutters, fresh interior paint in the living room and both bedrooms, updated blinds, a new furnace motor and control panel, all-new bathroom plumbing, flooring, and toilet, updated kitchen faucet and hardware, and fresh landscaping. While the home has seen numerous updates, it still offers opportunities for a new owner to add their own finishing touches and build equity. Whether you're looking for an affordable primary residence or an investment property, this home offers great potential in a convenient location.

307 Casey Street, Woodlawn

6634 S Greenwood Avenue Unit #1B, Chicago

$44,900

Spacious & First-Floor Co-op in Thriving Woodlawn! Just blocks from the University of Chicago and the highly anticipated Obama Presidential Library, this move-in ready home offers a massive primary bedroom, and beautiful hardwood floors. Ideal for both owner-occupants and investors-rentals permitted (no Airbnb or short-term). A rare find in a rapidly growing community!

1 Beds ⋅ 1 Baths ⋅ 12440951 MLS

Spacious & First-Floor Co-op in Thriving Woodlawn! Just blocks from the University of Chicago and the highly anticipated Obama Presidential Library, this move-in ready home offers a massive primary bedroom, and beautiful hardwood floors. Ideal for both owner-occupants and investors-rentals permitted (no Airbnb or short-term). A rare find in a rapidly growing community!

6634 S Greenwood Avenue Unit #1B, Chicago

$40,000

Vacant lot for sale in booming East Woodlawn, just blocks from the Obama Presidential Center that is nearing completion. Lot is located on a residential street between a single family home and low rise multi-unit building near the University of Chicago campus, Metra Electric stop at 63rd St. and Dorchester Ave. and Jewel supermarket. Site plan and design, zoning letter affirming that the lot is buildable, house number certificate and geotechnical investigation report were completed for the construction of a single-family home. No lead found in soil. 2021 survey available upon request. Zoned RM-5.

12491613 MLS

Vacant lot for sale in booming East Woodlawn, just blocks from the Obama Presidential Center that is nearing completion. Lot is located on a residential street between a single family home and low rise multi-unit building near the University of Chicago campus, Metra Electric stop at 63rd St. and Dorchester Ave. and Jewel supermarket. Site plan and design, zoning letter affirming that the lot is buildable, house number certificate and geotechnical investigation report were completed for the construction of a single-family home. No lead found in soil. 2021 survey available upon request. Zoned RM-5.

6508 S Woodlawn Avenue, Chicago

6634 S Greenwood Avenue Unit #3A, Chicago

$27,000

This is a CO-OP not a CONDO. Spacious 1 bedroom with separate living room, dining room with hardwood floors throughout. Investor friendly with blocks from the University of Chicago Campus and the new Presidential Obama Library. As is.

1 Beds ⋅ 1 Baths ⋅ 12616062 MLS

This is a CO-OP not a CONDO. Spacious 1 bedroom with separate living room, dining room with hardwood floors throughout. Investor friendly with blocks from the University of Chicago Campus and the new Presidential Obama Library. As is.

6634 S Greenwood Avenue Unit #3A, Chicago

$24,500

EB459923 MLS

16154 N Hickory Lane, Woodlawn

$17,000

Almost an acre, with septic, electric and water already on site! Woodlawn Schools. Small subdivision that allows manufactured homes!

EB458668 MLS

Almost an acre, with septic, electric and water already on site! Woodlawn Schools. Small subdivision that allows manufactured homes!

12326 N Ring Lane, Woodlawn