For SaleRisky Deal15 days on market
8 Old Round Hill Ln
8 Old Round Hill Ln, Greenwich, CT 06831, Greenwich, CT 06831
$16,850,000
Estimate®:$16,446,900
Listing Price
8 Old Round Hill Ln, Greenwich, CT 06831
Loc: Greenwich, CT
Days Listed
15
Tax Assessed
$8338k
Estimate®
$16447k
Market Rate
Lot Size
2.55 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.
10
Parkway School
K-5
1.6 mi away
8
Western Middle School
6-8
5.9 mi away
10
Greenwich High School
9-12
4.9 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 estatecolonial revivalgated mansionstucco exteriorslate roofswimming pooltennis courtexpansive groundsgravel drivewaylandscaped gardensmulti-wing layoutbalconyupscalesuburban manor
Haven AI Verdict
Recommendation
Risky
Confidence Score: 2/10
Exercise caution due to potential market volatility.
Cap Rate
6.16%
Total ROI
92.8%
Cash Flow
$-908/mo
DSCR
0.99
Was this AI Verdict accurate?
Data provided by Haven AI. Disclaimer
Haven AI
Property yields an estimated $-908/mo net cash flow with a 6.2% cap rate. Underwriting indicates risky fundamentals for long-term hold.
Strengths
- • Favorable cap rate profile (6.2%)
- • Strong rental demand in Greenwich
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 |
|---|---|---|---|
| 2026-09-09 | Listed for sale | $16,850,000 | $1,069 |
| 2026-04-21 | Sold | $8,000,000 | $508 |
| 2026-04-01 | Pending sale | $8,995,000 | $571 |
| 2026-03-19 | Contingent | $8,995,000 | $571 |
| 2026-02-11 | Listed for sale | $8,995,000 | $571 |
| 2008-02-08 | Sold | $1,000,000 | $63 |
Tax History
| Year | Property Tax | Tax Assessment |
|---|---|---|
| 2025 | $83,434 | $6,929,720 |
| 2024 | $81,147 | $6,929,720 |
| 2023 | $78,930 | $6,929,720 |
| 2022 | $78,167 | $6,929,720 |
| 2021 | $89,729 | $7,741,930 |
| 2020 | $89,729 | $7,741,930 |
| 2019 | $90,426 | $7,741,930 |
| 2018 | $88,026 | $7,741,930 |
| 2017 | $88,026 | $7,741,930 |
| 2015 | $79,344 | $7,040,320 |
| 2014 | $77,232 | $7,040,320 |
| 2013 | $74,626 | $6,987,470 |
| 2012 | $74,806 | $6,800,500 |
| 2011 | $67,227 | $6,649,580 |
| 2010 | $62,075 | $7,226,450 |
| 2009 | $59,084 | $7,109,970 |
| 2008 | $56,921 | $7,079,730 |
| 2007 | $53,822 | $6,935,810 |
| 2006 | $52,019 | $6,935,810 |
| 2005 | $67,720 | $5,883,570 |
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