27 Woolsey Street
New Haven, Connecticut 06513
- Beds
- 4
- Baths
- 1 | 1
- SqFt
- 1,520
- Acres
- 0.09
- Year Built
- 1900
- Neighborhood
- Fair Haven
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Some houses are simply sold... and then there are homes that, the moment you walk in, start telling you a story. Hi, I'm Wilson. I may not be the biggest or fanciest home on the block, but I have something that truly matters space to live, space to grow, and space to dream. I have a roof that's only a few years old, a finished basement, a beautiful backyard made for unforgettable moments, a daycare space with great potential, and an attic just waiting for someone to turn it into something incredible. Because at the end of the day, a home isn't just about how many rooms it has... It's about everything that can happen inside them. ARE YOU READY TO COME AND MEET ME? IF YES LET'S HOME.
Key Facts
- City/Town
- New Haven
- Neighborhood
- Fair Haven
- Property / Style
- Single Family · Colonial
- Year Built
- 1900
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 1 full · 1 half
- Living Area
- 1,520 sq ft
- Lot Size
- 0.09 acres
- Property Taxes
- $6,028 / Annually
Market Snapshot
The New Haven Market
Single Family · trailing 12 months
Active Listings
51
38 under contract
Median List Price
$399,000
51 active listings
Median Closed Price
$365,000
284 sales
Median Days on Market
39
51 active listings
Median $ / Sq Ft
$264
51 active listings
Sale-to-List Ratio
101.0%
284 sales
How this home compares
List Price
$320,000
vs $399,000 median
19.8% below median
Price / Sq Ft
$211
vs $264 median
20.1% below median
Days on Market
0 days
vs 39 days median
39 days fresher than median
Based on 51 active and 284 closed sales (trailing 12 mo) of single family in New Haven. Source: SmartMLS · As of August 22, 2026.
Location
27 Woolsey Street, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$1,643
- Property Taxes$502
- Insurance$107
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Haven
- Neighborhood
- Fair Haven
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 1,520 sq ft
Schools
- Elementary
- Fair Haven
- High
- Wilbur Cross
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Appliances
- Electric RangeMicrowave
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.09 acres
- Zoning
- RM1
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Block
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $6,028 / Annually
- Days on Market
- 0
- MLS #
- 24201109
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/22/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/22/2026 at 2:40 AM UTC.