Updated Jan 7, 2025
Colin Cowherd And Ann Cowherd Buy Winnetka Estate For $4.45 Million With Annie Flanagan's Representation
901 Hill Road
$4,450,000
$593/SF
Building Size
7,500 SF
Asset Type
Single Family
Closing
Jan 3, 2025
About this deal
AI
The asset involved in the transaction is a single-family estate located at 901 Hill Road in Winnetka. The property comprises 7,500 square feet and was sold for $4,450,000, translating to a price per square foot of $593.
Summary of transation details:
- Property Type: Single Family
- Transaction Amount: $4,450,000
- Address: 901 Hill Road
- Market: Winnetka
- Square Footage: 7,500
- Price per Square Foot: $593
- Buyer: Ann Cowherd; Colin Cowherd - Fox Sports
- Seller: Erin & Scott Dickes
- Buyer's Representative: Annie Flanagan - @properties Christie’s International Real Estate
- Seller's Representative: Chris Downey - Compass
Colin Cowherd and his wife, Ann, are expanding their Chicago-area real estate portfolio with this purchase. Annie Flanagan represented the buyers, while the sellers were represented by Chris Downey from Compass. The Cowherds also own properties in California and Rhode Island.
Players
Winnetka Single Family Market Snapshot
Boundary boundary · Single Family · Sale transactions
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Deal FAQ
About $593 per square foot on a published $4.5M for 7,500 square feet (2025).
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Purchase Price
Annual NOI
Loan Amount
Interest Rate (%)
Loan Term (yrs)
Down Payment (%)
Cap Rate
3.56%
Cash-on-Cash
-1.02%
Monthly Payment
$14,164
Annual Debt Svc
$169,964
Annual Cash Flow
$-11,334
DSCR
0.93