27 Woolsey St

New Haven, CT 06513

$350,000
Price
3
Beds
2,336 Sq. Ft.
$150 / Sq. Ft.
2,336
Sq. Ft.
$150
per Sq. Ft.
a front view of a building with a street
a front view of a house
a living room with furniture fireplace and flat screen tv
a living room with furniture a flat screen tv and a floor to ceiling window
a bedroom with furniture and a baby crib
a very nice looking kitchen with a large window
a kitchen with stainless steel appliances granite countertop a refrigerator and a stove top oven
a utility room with dryer and washer
a bed room with a bed and a chair
a bedroom with a bed and a dresser
a bedroom with a bed and a dresser
a workspace with furniture and a window
a living room with lots of furniture and a book shelf
a children room with toys
a bathroom with a sink a toilet and tub
a bathroom with a sink and a mirror
a view of room
a reading room with furniture and a window
a view of a bedroom
a bathroom with a sink a mirror and a shower
a bathroom with a toilet sink and mirror

Description

Stunning Colonial-style home that has been exceptionally well-maintained, showcasing pride of ownership throughout. This elegant residence offers 3 bedrooms, a super spacious living room, and a formal separate dining room ideal for both refined entertaining and everyday comfort. Recent updgrades include newer windows and a roof approximately 10 years old, adding value and peace of mind. The expansive basement offers excellent potential for an in-law setup (Buyer to do diligence). Schedule your appointment!Stunning Colonial-style home that has been exceptionally well-maintained, showcasing pride of ownership throughout. This elegant residence offers 3 bedrooms, a super spacious living room, and a formal separate dining room ideal for both refined entertaining and everyday comfort. Recent updgrades include newer windows and a roof approximately 10 years old, adding value and peace of mind. The expansive basement offers excellent potential for an in-law setup (Buyer to do diligence). Schedule your appointment!
  1. Listed by Josseline Rodriguez • Whitestone Real Estate Group
    P: (914)-382-1640 C: (914)-382-1640 josseline.realestate@gmail.com
  2. Listed by Santiago Jaraba Chacon • Whitestone Real Estate Group
    P: (203)-307-5064 C: (203)-278-3121 s.jaraba@whitestoneregroup.com

Property Details for 27 Woolsey Street

Basement Description
Full, Full With Walk-Out
Direct Waterfront
No
Garages Number
0
Neighborhood
N/A
Style
Colonial
Garage Parking Info
None
Swimming Pool
No
LISTING UPDATED: 12/31/2025 01:02 AM

Property Details for 27 Woolsey Street

StatusActive
MLS #24145849
Days on Market14
Taxes$5,943 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1900
Lot Size0.09 AC / 3,920 SF
CountyNew Haven County

Location

Listing Courtesy of Whitestone Real Estate Group, Josseline Rodriguez; Whitestone Real Estate Group, Santiago Jaraba Chacon
Add your commute

Building Information for 27 Woolsey Street

Stories-Year Built1900Building Size-Lot Size0.09 AC / 3,920 SF

Payment Calculator

$2,201 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,706

Property Taxes

$495

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 27 Woolsey Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Per GPS
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Per Board of Ed
  • Latitude: 41.308091
  • Longitude: -72.898549
  • Neighborhood Amenities: Medical Facilities, Public Pool, Shopping/Mall, Walk to Bus Lines
  • State: Connecticut
Parking
  • Parking Total Spaces: 0
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $5,943
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator
  • Cooling System: None
  • Heat Type: Baseboard, Hot Water
  • Attic YN: No
  • Fireplaces Total: 1
  • Laundry Room Info: Lower Level
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Half Bath
Room 5
  • Listing Key: 469128F4B9203666E0631A01100A7192
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 7
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Full Bath
Property
Property and Assessments
  • Construction Description: Stone
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Stone
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1900
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level
  • In Law Apartment: Possible
  • Sq Ft Description: Public Records
  • Sq Ft Est Heated Below Grade: 816
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 1243196
  • Sq Ft Est Heated Above Grade: 1520.0
  • Sq Ft Total: 2336.0
  • Zoning: RM1
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Electric, Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 27 Woolsey Street

DateEvent & SourcePriceAppreciation
Jun 24, 2025

Closed (Public Record)

Public Record #1907832835

$141,000

-0.7% / yr

May 31, 2006

Closed (Public Record)

Public Record #197359930

$160,000

+12.3% / yr

Dec 2, 1996

Closed (Public Record)

Public Record #92347986

$53,085—
DateEvent & SourcePrice
06/24/2025

Closed (Public Record)

Public Record #1907832835

$141,000

-0.7% / yr

05/31/2006

Closed (Public Record)

Public Record #197359930

$160,000

+12.3% / yr

12/02/1996

Closed (Public Record)

Public Record #92347986

$53,085

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 27 Woolsey Street

Taxable ValueLand$39,060Additions$111,790Total$150,850
Tax Record2024$5,943 ($495 / month)
Home Facts
Beds4Baths1.5Total Finished SqFt1,520 SqFtAbove Grade Finished SqFt1,520 SqFtUnfinished Basement SqFt816 SqFtStories2Lot Size3,920 SqFtStyleSingle Family ResidenceYear Built1900ZoningRM1CountyNEW HAVENAPNNHVN M:166 B:0748 L:01300

Schools near 27 Woolsey Street

This home is within New Haven School District.
Rating
School
Type
Grades
Distance
Clinton Avenue School
Public - K to 8
Sound School
Public - 9 to 12
James Hillhouse High School
Public - 9 to 12
Barack H. Obama Magnet University School
Public - PK to 4
Rating
School
Distance
Clinton Avenue School
PublicK to 8

Sound School
Public9 to 12

James Hillhouse High School
Public9 to 12

Barack H. Obama Magnet University School
PublicPK to 4

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 27 Woolsey Street, New Haven, CT 06513

27 Woolsey Street is a single family home for sale in New Haven, CT 06513. This property was listed for sale on December 22, 2025 by Whitestone Real Estate Group, it's currently listed at $350,000. It has been on the market for a total of 14 days and was last sold on June 24, 2025. This listing's school district is New Haven School District. Nearby schools include Clinton Avenue School, Sound School and James Hillhouse High School. 27 Woolsey Street is a 3-bed, 3-bath, 2,336 sqft single family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Whitestone Real Estate Group, Josseline Rodriguez; Whitestone Real Estate Group, Santiago Jaraba Chacon

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.