Fantastic investment opportunity or owner-occupied duplex in New Haven! This well-maintained two-family property offers the perfect combination of rental income potential and comfortable living. This property presents an exceptional financial opportunity: an assumable VA loan at just 5.5%, giving qualified buyers a rare chance to lock in a rate well below typical market averages. Each unit features a spacious layout with bright living areas, generously sized bedrooms, a full bathroom, and a functional kitchen designed for everyday convenience. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this property offers excellent flexibility. Conveniently located near downtown New Haven, Yale University, hospitals, shopping, restaurants, schools, parks, and major highways, providing easy access to everything the city has to offer.
For sale
Price cut: $10.1K (8/25)
$389,900
72 Woolsey Street, New Haven, CT 06513
6beds
2,066sqft
Multi Family
Built in 1900
-- sqft lot
$-- Zestimate®
$189/sqft
$-- HOA
What's special
Generously sized bedroomsSpacious layout
- 16 days
- 1,006
- 61
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Anthony Jordan (203)696-0337,
Jordan Realty Co. 203-696-0337,
Kelly Duval 203-450-2861,
Jordan Realty Co.
Source: Smart MLS,MLS#: 24194751
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Forced Air, Natural Gas
Cooling
- None
Appliances
- Included: Gas Water Heater, Water Heater
Features
- Basement: Full
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 2,066
- Total interior livable area: 2,066 sqft
- Finished area above ground: 2,066
Property
Lot
- Size: 3,484 Square Feet
Details
- Parcel number: 1244472
- Zoning: RM2
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units on different Floors
- Property subtype: Multi Family
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Gable
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Fair Haven
HOA
- Has HOA: No
Location
- Region: New Haven
Financial & listing details
- Price per square foot: $189/sqft
- Tax assessed value: $158,480
- Annual tax amount: $6,333
- Date on market: 8/12/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/25/2026 | Price change | $389,900-2.5%$189/sqft |
Source: | ||
| 8/12/2026 | Listed for sale | $400,000$194/sqft |
Source: | ||
| 7/22/2026 | Listing removed | $400,000$194/sqft |
Source: | ||
| 6/9/2026 | Listed for sale | $400,000+11.1%$194/sqft |
Source: | ||
| 11/20/2025 | Sold | $360,000-5.3%$174/sqft |
Source: | ||
| 5/29/2025 | Pending sale | $380,000$184/sqft |
Source: | ||
| 5/16/2025 | Listed for sale | $380,000+8.6%$184/sqft |
Source: | ||
| 12/11/2024 | Listing removed | $350,000$169/sqft |
Source: | ||
| 10/31/2024 | Listed for sale | $350,000+40%$169/sqft |
Source: | ||
| 4/6/2021 | Sold | $250,000+33.7%$121/sqft |
Source: | ||
| 1/16/2009 | Sold | $187,000-1.5%$91/sqft |
Source: Public Record Report a problem | ||
| 11/15/2008 | Listed for sale | $189,900-23.1%$92/sqft |
Source: Listhub #N284379 Report a problem | ||
| 12/7/2006 | Sold | $247,000+66.1%$120/sqft |
Source: Public Record Report a problem | ||
| 3/23/2005 | Sold | $148,682-0.9%$72/sqft |
Source: Public Record Report a problem | ||
| 11/13/2003 | Sold | $150,000+301.1%$73/sqft |
Source: Public Record Report a problem | ||
| 3/11/2003 | Sold | $37,400+22.6%$18/sqft |
Source: | ||
| 3/2/2000 | Sold | $30,500-23.8%$15/sqft |
Source: Public Record Report a problem | ||
| 1/22/1998 | Sold | $40,000+900%$19/sqft |
Source: Public Record Report a problem | ||
| 12/20/1994 | Sold | $4,000-92%$2/sqft |
Source: Public Record Report a problem | ||
| 6/6/1994 | Sold | $50,000$24/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,244 +2.3% | $158,480 |
| 2024 | $6,101 +3.5% | $158,480 |
| 2023 | $5,895 -6.4% | $158,480 |
| 2022 | $6,300 +71.1% | $158,480 +88.8% |
| 2021 | $3,683 | $83,930 |
| 2020 | $3,683 +2.1% | $83,930 |
| 2019 | $3,607 | $83,930 |
| 2018 | $3,607 +16.1% | $83,930 +4.4% |
| 2017 | $3,108 +33.7% | $80,360 +43.7% |
| 2016 | $2,324 | $55,930 |
| 2015 | $2,324 | $55,930 |
| 2014 | $2,324 +1.8% | $55,930 |
| 2013 | $2,282 +4.9% | $55,930 |
| 2012 | $2,175 -58% | $55,930 -52.6% |
| 2011 | $5,178 | $117,950 |
| 2010 | $5,178 +4% | $117,950 |
| 2009 | $4,979 +75.8% | $117,950 +75.8% |
| 2007 | $2,832 +16.1% | $67,102 +23.4% |
| 2006 | $2,439 +13.4% | $54,390 |
| 2004 | $2,150 +2.6% | $54,390 |
| 2003 | $2,096 +5.4% | $54,390 -4.4% |
| 2000 | $1,989 | $56,900 |
Find assessor info on the county website
Monthly payment
Est. payment






