For SaleRisky Deal97 days on market
319 Sheridan Rd
319 Sheridan Rd, Winnetka, IL 60093, Winnetka, IL 60093
$29,900,000
Estimate®:$26,031,900
Listing Price
319 Sheridan Rd, Winnetka, IL 60093
Loc: Winnetka, IL
Days Listed
97
Tax Assessed
$13013k
Estimate®
$26032k
Market Rate
Lot Size
2.00 acres
Type
single family
More Than Just a Property
We believe a home extends beyond its walls. That's why we help you explore the pulse of the community—from top-rated schools to essential emergency services. Your safety, well-being, and connection to the neighborhood matter to us.
4.9
Safety Score
A+
Schools
Nearby Schools
Educational options and performance ratings in the area.
9
Greeley Elementary School
K-4
0.2 mi away
8
Carleton W Washburne School
7-8
1.7 mi away
8
New Trier Township High School Winnetka
10-12
0.4 mi away
Property Overview
No property narrative or remarks were supplied in the source listing records. Underwriting and financial metrics are calculated directly from public record data and MLS attributes.
Features & Amenities
luxury estatemansionclassical architecturestone exteriorswimming poolpool houselandscaped groundsbalconystone patiooutdoor dining arealarge windowsprestigiousmanicured lawngated-style residence
Haven AI Verdict
Recommendation
Risky
Confidence Score: 2/10
Exercise caution due to potential market volatility.
Cap Rate
6.05%
Total ROI
90.4%
Cash Flow
$-4,298/mo
DSCR
0.97
Was this AI Verdict accurate?
Data provided by Haven AI. Disclaimer
Haven AI
Property yields an estimated $-4,298/mo net cash flow with a 6.0% cap rate. Underwriting indicates risky fundamentals for long-term hold.
Strengths
- • Favorable cap rate profile (6.0%)
- • Strong rental demand in Winnetka
Considerations
- • Verify historical operating expenses and local tax assessment
- • Confirm current lease terms and tenant estoppel certificates
10-Year Price Projection
Price & Tax History
Price History
| Date | Event | Price | Price/sqft |
|---|---|---|---|
| 2026-06-18 | Listed for sale | $29,900,000 | $1,495 |
| 2021-02-10 | Listing removed | $0 | – |
| 2021-01-18 | Listed for sale | $24,795,000 | $1,240 |
| 2013-06-24 | Sold | $12,700,000 | $635 |
| 2013-02-22 | Listing removed | $15,975,000 | $799 |
| 2012-05-18 | Price change | $15,975,000 | $799 |
| 2012-03-10 | Listed for sale | $16,749,000 | $837 |
| 2007-08-29 | Sold | $5,600,000 | $280 |
| 2005-05-25 | Sold | $6,100,000 | $305 |
Tax History
| Year | Property Tax | Tax Assessment |
|---|---|---|
| 2024 | $313,777.25 | $1,301,288 |
| 2023 | $301,681.25 | $1,301,288 |
| 2022 | $284,011.6 | $1,301,288 |
| 2021 | $118,287.15 | $455,786 |
| 2020 | $116,403.21 | $455,786 |
| 2019 | $331,196.78 | $1,420,272 |
| 2018 | $265,835 | $1,108,301 |
| 2017 | $271,261.56 | $1,166,950 |
| 2016 | $281,173.84 | $1,270,000 |
| 2015 | $294,012.72 | $1,195,000 |
| 2014 | $287,699.88 | $1,195,000 |
| 2013 | $274,411.16 | $1,195,000 |
| 2012 | $200,308.55 | $922,332 |
| 2011 | $190,582 | $922,332 |
| 2010 | $219,700 | $1,088,550 |
| 2009 | $93,684.7 | $536,967 |
| 2008 | $38,194.5 | $239,951 |
| 2006 | $71,413.6 | $391,789 |
| 2005 | $70,119.8 | $391,789 |
| 2004 | $66,647.7 | $391,789 |
| 2003 | $55,846 | $285,339 |
| 2002 | $51,763 | $285,339 |
| 2001 | $49,538.2 | $285,339 |
| 2000 | $48,077.1 | $257,873 |
| 1999 | $44,767.1 | $257,873 |
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