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Kenwood · South Side, Chicago

Sell your house fast in Kenwood

Large houses on Kenwood and Woodlawn Avenues, masonry rowhouses in North Kenwood and condos near the lake in Indian Village: we buy Kenwood property as-is for cash, and you choose when to close.

  • Cash offer within 24 hours
  • No repairs, fees or commissions
  • We pay normal closing costs
120+ five-star ratingsBBB Accredited500+ houses bought
Step 1 of 2Takes 30 seconds

Your Kenwood cash offer

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No obligation. We never sell your info. Prefer to talk? Call or text (773) 825-9855.

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Selling a house in Kenwood

Kenwood is community area 39 on Chicago’s South Side, along the lake between 43rd Street and 51st Street (Hyde Park Boulevard), from Cottage Grove Avenue east to Lake Michigan. Oakland is to the north, Grand Boulevard across Cottage Grove to the west, and Hyde Park to the south. The 2020 census counted about 19,100 people. Kenwood started as a lakeside suburb in the 1850s, named for an Illinois Central depot near 47th Street, and became part of the city in 1889 along with the rest of Hyde Park Township.

Metra Electric trains still stop at 47th Street. The main commercial streets are 47th Street, Lake Park Avenue and Cottage Grove. Landmarks include the Blackstone Library on Lake Park, the Powhatan Apartments on Chicago Beach Drive and the McGill House on Drexel Boulevard. Frank Lloyd Wright designed the Blossom House at 4858 S. Kenwood Avenue in 1892. Indian Village, near the lake, holds early apartment buildings like the Powhatan and the Narragansett, and the Hyde Park Art Center is on Cornell Avenue.

Kenwood has two Chicago Landmark districts. The Kenwood District, designated in 1979 and bounded by 47th, 51st, Blackstone and Drexel, holds large houses on wide lots in Italianate, Queen Anne, Colonial Revival and Prairie styles, with work by George Maher, Howard Van Doren Shaw, Benjamin Marshall and Wright. The North Kenwood District, designated in 1993, centers on masonry rowhouses on the 4500 block of Berkeley Avenue built from about 1890 to 1905. Much of the southern half also falls within the Hyde Park-Kenwood Historic District on the National Register.

Beyond the old houses, most Kenwood homes are in larger buildings. CMAP counts close to 60 percent of units in buildings of 20 or more units, from lakefront condos to apartment towers, and about 19 percent as houses or townhomes. Listing usually makes sense for a restored Kenwood house or a well-kept condo. Our offer is aimed at a large house that needs a new roof, masonry, wiring and heating all at once, a rowhouse with years of deferred work, or a property held in an estate or trust.

What to expect

Reach out and we’ll schedule a walk-through, which for a large house can take an hour. A written cash offer comes within 24 hours and lays out our repair estimate next to the comparable sales. Once you accept, you name the closing date and a local title company handles the signing. Normal closing costs are ours.

Selling in the city

Paperwork for a Kenwood sale

  • Transfer taxes. On a large house, transfer tax adds up: $3.75 per $500 to the city, customarily the buyer’s, $1.50 per $500 to the CTA, customarily the seller’s, and $0.50 and $0.25 per $500 to the state and county. We pay the whole bill when you sell to us.
  • Full Payment Certificate. A big house can carry a big water bill. The city wants it paid, and certified as paid, before the deed gets its transfer stamps.
  • Zoning certification. Houses and rowhouses count as residential buildings with five or fewer units, so a sale needs a city zoning certification. Condos and co-ops don’t.
  • Landmark districts. The Kenwood and North Kenwood districts send permits for street-facing exterior work to the Landmarks Commission for review. If you sell to us, you have nothing to file or wait on.
  • Condo associations. Lakefront condo buildings issue a paid-assessment letter and the Illinois resale disclosures for each unit sale.
  • Estates and trusts. Probate for Cook County estates runs through the Daley Center. A house held in a trust can usually be sold by the trustee without court involvement.

Requirements can change, and the title company reviews them for your specific property ahead of closing.

Your options

Kenwood: a cash sale compared with listing

Sell to usList with an agent
Repairs/updatesSell it with the work still undoneBuyers expect a restored or updated home
ShowingsOne walk-throughOpen houses and private showings
CommissionNoneUsually a percentage of a large price
Closing costsWe pay themSeller pays
Landmark permitsYou don’t deal with themBuyers weigh exterior review in their plans
Timing2–3 weeks, or whenever you needLarger homes can take months to sell
CertaintyCash with no appraisalUnusual homes can be hard to appraise
PriceBelow retail, priced for conditionTop price for updated homes

Kenwood mixes 19th-century houses, 1890s rowhouses and mid-century towers. A restored house in the Kenwood District or a well-run condo building often draws strong offers on the market, and listing may be the better route. A large house that needs restoration across the board, or a rowhouse with deferred masonry and roof work, is where our offer is worth weighing against the cost and time of repairs.

Landmark districts

Selling a house in the Kenwood or North Kenwood landmark district

Chicago Landmark designation applies to the parts of a building that can be seen from the street. In the Kenwood and North Kenwood districts, that usually means the facade, roofline, porches and windows facing the street. The Commission on Chicago Landmarks reviews permits for that work as part of the normal building permit process. Routine upkeep like painting doesn’t need a permit, and the city says designation doesn’t directly change the assessed value.

For an owner with a big house that needs work, this adds steps. Replacing windows, rebuilding a porch or repairing stone may need to match the original design, which can raise the cost. Sell to us and those decisions are no longer yours to make. We buy the house as it stands, factor the condition into our offer and handle our side of the closing with a local title company.

How it works in Kenwood

Three steps. You pick the closing date.

  1. Tell us about the house

    Fill out the form or call (773) 825-9855. A few quick questions, no pressure.

  2. Get a fair cash offer in 24 hours

    We look at the house with you and show you how we got the number. No obligation.

  3. Close on your date

    As soon as 2–3 weeks, or take more time. We close at a local title company and pay your closing costs.

Questions

Kenwood FAQ

Can you buy a house inside the Kenwood landmark district?

Yes. The district rules apply to exterior permits, not to a sale, and you won’t file anything with the Landmarks Commission to sell to us.

Do you buy North Kenwood rowhouses that need masonry work?

Yes. We buy rowhouses with worn mortar, cracked stone or failing porches and price the repair into our offer.

My parents’ house is in a trust. Can the trustee sell to you?

Usually, yes. The trustee can sign without probate in most cases, and the title company confirms what it needs from the trust.

Do you buy lakefront condos in Kenwood?

Yes. We buy condo units in lakefront buildings, and we read the association’s budget and any planned assessments before we set our price.

Who pays the transfer taxes on a Kenwood sale?

None of it falls on you when we buy. The CTA share, the city tax and the county and state taxes are all ours.

How long does a closing take on a large Kenwood house?

Often 2–3 weeks once title and the water certificate are ready. If you need time to move out of a big house, set a later date.

Get your Kenwood offer today

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