Browse All Oak Park IL Historical Properties for Sale

Great opportunity to own in Oak Park, excellent for an owner user or investor. Priced to move, with superb visibility over 30,000 daily traffic count. New windows, new facade , newer roof (2023), plus roof top central air. Over 2200 interior sq ft with parking in Rear plus ample off street parking. Perfect for a variety of uses such as retail, doctors office, dental practice, chiropractic, insurance, business etc

6039 North Avenue, Oak Park

$495,000

5 Beds ⋅ 3 Baths ⋅ 12585413 MLS ⋅ PENDING Status

Excellent investment opportunity in the heart of Oak Park! This classic vintage brick fully occupied legal three-flat offers a true multi-unit layout featuring one spacious three-bedroom unit and two renovated 1 bedroom(s). ALL units have their own washer & dryers a huge plus for tenants. The building showcases charming vintage character while providing strong income potential for investors or owner-occupants alike. Additional income from the 2 garage spots and tandem exterior spots. Each unit offers comfortable living spaces with natural light and timeless architectural details that reflect Oak Park's historic charm. Situated on a desirable tree-lined street, the property enjoys a prime location close to public transportation, parks, shopping, dining, and everything that makes Oak Park one of Chicagoland's most sought-after communities. With its classic structure, flexible living arrangements, and outstanding location, this legitimate three-flat presents a rare opportunity to own a piece of Oak Park while generating rental income. New windows on upper level. Newer boiler and roof was resurfaced few years ago. Full basement with storage for each unit. Rare opportunity! As-Is sale. More financials and lease detail upon request. Tenants Rights. Allow 72 hours for showing requests.

511 N Taylor Avenue, Oak Park

$225,000

2 Beds ⋅ 2 Baths ⋅ 12562001 MLS ⋅ CONTINGENT Status

Welcome Home to this 2 Bedroom, 2 Bath First Floor Condo in a Secure Building in the Heart of Vibrant and Highly Sought After Oak Park. This Inviting Condo offers the Perfect Blend of Comfort, Convenience, Location and a Bit of Vintage. It is located on Historic Washington Blvd and has a Close Neighborhood Feel. Step inside to discover a Bright and Spacious Living Area with a Generous Picture Window that will fill the room with Natural Light along with a Seamless flow between the Living Room, Dedicated Dining Area & Kitchen. The kitchen offers Ample Cabinetry, Granite Counters, Decorative Tile Backsplash, Stainless-Steel Appliances & Breakfast Bar. The Spacious Primary Bedroom offers a wall of Closets, Ceiling Fan and an Updated En-Suite Full Bathroom. There is also a 2nd Full Updated Bathroom with a recently installed Walk-In Whirlpool - Perfect after a Long Day. The 2nd Bedroom provides the flexibility for guests, a home office or additional living space. You will Love the Generous amount of Closet Space within the Condo. Enjoy the Ease & Accessibility of First Floor Living along with Convenience of this being an Elevator building that will provide access to the In-Building Laundry Room and Additional Storage Unit for this Condo - No need for stairs at all. This condo also has a Deeded Exterior Parking Space for you or your Guests' cars. This Owner-Occupied Building is also Pet Friendly. This building is Professionally Managed & Maintained with the Heat, Water & Gas Utilities All included in the HOA. This condo is located in a Prime Oak Park Area with easy access to all amenities and conveniences. Located just steps from Vibrant Shops, Restaurants, Parks, Great Schools, Public Transportation and all that Downtown Oak Park have to offer. it is a quick walk to the CTA Green & Blue Line & Metra Station, along with Easy Access to the Highway within minutes. For your convenience, you are less than 20 minutes to Downtown Chicago. If you are looking for Recreational options, you are close to the CRC (Community Rec Center) & Columbus Park. This condo combines Suburban Charm with Urban Accessibility. Whether you are a first-time buyer or downsizing, this is an opportunity you won't want to miss - Easy Living at its best. This is an Estate Sale and Being Sold "As-Is".

222 Washington Boulevard Unit #105, Oak Park

$650,000

5 Beds ⋅ 3 Baths ⋅ 12563604 MLS ⋅ ACTIVE Status

WELCOME TO THIS GREAT SPACIOUS OVER 2900 SQFT OAK PARK 2 STORY BUNGALOW THAT OFFERS 5 BEDROOMS, 2 1/2 BATHS, WITH A LARGE EAT-IN KITCHEN AND A WALK IN PANTRY, A FULL WALK-OUT BASEMENT, INCLUDING 2 CAR GARAGE, AND A LARGE FENCED YARD. CONVENIENTLY CLOSE TO SHOPPING, DINING, SCHOOLS, AND PARK. QUICK AND EASY ACCESS TO BOTH PUBLIC TRANSPORT AND HIGHWAYS!

514 S Humphrey Avenue, Oak Park

$185,000

1 Beds ⋅ 1 Baths ⋅ 12549685 MLS ⋅ CONTINGENT Status ⋅ Grovington House BLDG.

Located in a beautiful, quiet Oak Park neighborhood, this spacious 1-bedroom condo (approximately 1,026 sq ft) offers exceptionally large rooms and excellent closet space, providing comfortable and flexible living. The unit features an eat-in kitchen, a separate dining area, and a well-designed layout with defined living and dining spaces. A standout feature of the home is the heated concrete flooring throughout, which not only provides year-round comfort but also offers superior sound insulation-resulting in minimal noise transfer between units. There is no carpet, making the home ideal for those with allergies or sensitivities. Situated in a well-maintained elevator building with intercom entry, the property includes one covered, assigned parking space along with guest parking for visitors. Laundry is conveniently located on each floor, with the option to install in-unit laundry in accordance with association guidelines. Low monthly HOA fees add to the overall value and affordability of this home. Additional highlights include two generous walk-in closets, newer windows, air-conditioning units, and a versatile floor plan ready for a new owner's vision and personal updates. Enjoy outstanding walkability with nearby restaurants, shopping, schools, and public transportation just steps away. The seller is highly motivated, presenting an excellent opportunity to establish homeownership in Oak Park and create a space that truly feels like home. Offered as-is.

401 S Grove Avenue Unit #2F, Oak Park

$389,900

3 Beds ⋅ 2 Baths ⋅ 12539865 MLS ⋅ CONTINGENT Status

Unbeatable Oak Park location featuring a spacious tri-level floor plan with a finished basement offering excellent flexibility. The home provides a functional layout with hardwood flooring throughout and recessed lighting. Some repairs are needed to allow the next owner to enhance the home and bring it to full market potential. Ideal for buyers seeking a well-located property with solid space, flexibility, and room to add value. Property being sold as-is.

908 Clinton Avenue, Oak Park

$60,000

2 Beds ⋅ 2 Baths ⋅ 12515572 MLS ⋅ ACTIVE Status

Located in the heart of Oak Park, this top floor, penthouse units offers a very unique opportunity for a buyer with vision! The building has been totally vacated, there is no HOA, this is a cash only project and seeking a buyer who can assume this type of renovation however the reward is there! The unit is on the top floor, offers two bedrooms, large corner living room allows tons of natural sunlight to flow into the space. The unit is to the studs, a blank canvas waiting to be finished to your liking. The potential is here, the value is there and the location is hard to beat! Get inside today to appreciate all this unit has to offer.

300 Chicago Avenue Unit #4N, Oak Park

$449,000

12489570 MLS ⋅ ACTIVE Status

Exceptional Mixed-Use Investment Opportunity in Prime Oak Park - 97 Harlem Ave Don't miss this rare chance to own a high-performing mixed-use property in the heart of vibrant, walkable Oak Park. Ideally located on high-traffic Harlem Avenue, this well-maintained building offers strong income potential through both commercial and residential components. The ground floor features a flexible retail space, currently operating as a nail salon, ideal for retail, office, or professional services. With excellent street frontage and signage visibility, this space ensures high exposure in a heavily trafficked area. Upstairs, the residential unit includes 2 bedrooms and 1 bathroom, thoughtfully designed for comfort and practicality. The unit benefits from strong rental demand, making it an attractive option for investors or owner-occupants seeking live/work potential. Mixed-use layout: Retail store/salon on the first floor with 2 restrooms and 2-bed, 1-bath apartment above Prime location near public transit, major highways, Aldi market, shopping, and dining. High-exposure commercial storefront with excellent visibility on Harlem Ave Private rear parking and access for convenience Consistent rental income with upside potential Possible tax advantages. Whether you're looking to expand your investment portfolio or establish a live/work setup in one of Oak Park's most desirable corridors, this property delivers location, income, and long-term value. Schedule your private tour today and secure this exceptional opportunity in Oak Park!

97 Harlem Avenue, Oak Park

$6,199,000

12478032 MLS ⋅ CONTINGENT Status

We are pleased to offer a rare opportunity to acquire a well-maintained, midcentury condominium building through a condo deconversion sale. 950 W Washington Condominiums is a 28-unit courtyard building in Oak Park, a leafy municipality with a quiet suburban feel, yet still directly adjacent to Chicago. The building was completed in 1965. 950 W Washington consists of seven 1BD/1BA units, fourteen 2BD/1BA units, four 3BD/1.5BA units, and three 3BD/2BA. There are 38 parking spots (28 garage spots and 10 surface spots). The property is in Oak Park, a leafy, walkable suburb home to a thriving artistic community as well as a variety of galleries, boutiques and restaurants. PLEASE NOTE: as this building is currently owner-occupied condominiums, all income and figures are a pro forma projection. Buyer should do their own due diligence and come to their own determinations. Contact AJ for Offering Memorandum.

950 Washington Boulevard, Oak Park

$1,299,000

10 Beds ⋅ 5 Baths ⋅ 12409520 MLS ⋅ CONTINGENT Status

This unique vintage 4 unit property (3 units in main building and 1 large duplex in coach house in rear) features original inlaid hdwd floors, gorgeous hardware, built-ins, art glass and huge wrap around front porch. Just 1 block from FLW Home & Studio & school, 3 blks to green line/metra. Lots of potential! -- An additional coach house has been approved by the Village for two additional units Tranquil & lovely ctyrd & garden, and 6 tandem pkng spaces, in unit laundry in two units and two unit share laundry in the full basement. All units are rented with long term leases, Rent roll of 125k+ for 2025

420 N Marion Street, Oak Park

$1,250,000

12210193 MLS ⋅ ACTIVE Status

Once in a lifetime opportunity to own this income generating mix-used building in Oak Park. Very attractive Building Located on the N. W. Corner of Roosevelt Rd. & South East Ave. with paved 4 parking spaces in the back & 2 cars brick garage. All 6 units (3 Retail Stores & 3 Apartments on 2nd floor) has been renovated since 2016, every unit's heat, a/c and utilities has been separated. 5 of the units are occupied except 1 commercial unit is vacant that is for lease. It is very convenient to get on I-290, Harlem and North Riverside Mall. Plenty of parks, businesses & retail near by. Must See!

6600-04 W Roosevelt Road, Oak Park

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