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$595,000 Just Listed

  • For Sale
  • Active
  • Townhouse
  • 2 Beds
  • 2 Full Baths
  • 1,524 Sq. Ft.
  • Updated 18 hours ago
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Wooster Square condo living with direct park views and historic character. This twolevel, 2 bedroom, 2 bath home offers oversized windows overlooking the cherrytreelined square, 11+ ft ceilings, exposed brick, and hardwood floors. The main level includes a bright living area with dramatic 8 ft windows, an office nook ideal for remote work, and a kitchen with granite counters, an island, and gas cooking. A full bath with walkin shower and a flexible second bedroom-complete with Murphy bed and access to a shared back deck-round out this floor. The lower level features a spacious primary suite with a walkin closet, full bath, and inunit laundry, creating a quiet, comfortable retreat. The association offers a common patio for grilling, relaxing, and outdoor dining. Additional basement storage, updated mechanicals, and central A/C add everyday convenience. Located on a quiet block in one of New Haven's most beloved neighborhoods, you're steps from worldfamous Apizza, downtown, the Wooster Square Farmers Market, and major highways. Pets allowed (with restrictions). Onstreet parking. A rare chance to live directly on Wooster Square with character, comfort, and unbeatable walkability.

Full Property Details for 42 Academy St #2

General

  • Price: $595,000
  • HOA FEE: $500/month
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Townhouse
  • Source: SMARTMLS
  • MLS ID: 24194029
  • Updated: 8/1/2026
  • Added to Site: Today

Interior

  • Number of Rooms: 4
  • Interior Features: Cable - Pre-wired, Open Floor Plan
  • Appliances: Oven/Range, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: Stall Shower, Main

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom - Full Bath, Tub w/Shower, Walk-In Closet, Hardwood Floor, Lower
  • Bedroom 1: Bedroom - 9 ft+ Ceilings, Balcony/Deck, Hardwood Floor, Main

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, 9 ft+ Ceilings, Book Shelves, Hardwood Floor, Main
  • Kitchen: Kitchen - 9 ft+ Ceilings, Granite Counters, Island, Hardwood Floor, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Combination Liv/Din Rm, Hardwood Floor, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Deck, Garden Area, Patio

Location

  • County: New Haven
  • Neighborhood: Wooster Square
  • Complex: On The Park
  • Driving Directions: On corner of Greene and Academy Streets

School Information

  • Elementary School: East Rock
  • High School: Wilbur Cross

Community

  • Community Name: Wooster Square
  • Association: Yes
  • Home Owners Assn.: 1
  • Assoc. Fees Include: Grounds Maintenance, Snow Removal, Water, Sewer, Insurance
  • Pets Allowed: Yes
  • Pet Restrictions: 2 pets allowed; dogs w/ap

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Tank Size Unknown

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Townhouse
  • Construction Status: No/Resale
  • Exterior Const.: Stucco, Other
  • Basement Desc.: Partial, Sump Pump, Storage, Partially Finished, Liveable Space, Partial With Walk-Out
  • Unit on End: Yes
  • Square Feet: 1,524
  • Above Ground: 1,524 Sq. Ft.
  • Year Built: 1857

Lot Features

  • Zoning: RM2
  • Lot Description: Historic District

Financial Considerations

  • Association Fee: $500
  • Assoc Fee Freq.: Monthly
  • Assessment Amount: $313,810
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 1245723

Listed by Seabury Hill REALTORS, Cheryl Szczarba

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Listing agent

— 42 Academy St #2 —

  • Cheryl Szczarba

    Seabury Hill REALTORS

Agent Contact: (203) 996-8328 Office Contact: (203) 562-1220

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 42 Academy St #2

School District:New Haven School District
NameGradesDistance
East Rock Community Magnet School
133 Nash Street, New Haven, CT 06511
PK-81.1 mi
Wilbur Cross High School
181 Mitchell Drive, New Haven, CT 06511
9-121.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 42 Academy St #2 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/01/2026
Listed
$595,000
49.12%
MLS
1/28/2011
Sold
$399,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 42 Academy St #2

Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,364
2%
$313,810
—
2023
$12,082
3%
$313,810
—
2023
$11,674
-6%
$313,810
—
2022
$12,474
12%
$313,810
24%
2021
$11,128
—
$253,610
—
2020
$11,128
2%
$253,610
—
2019
$10,900
—
$253,610
—
2018
$10,900
11%
$253,610
—
2017
$9,810
-13%
$253,610
-6%
2016
$11,250
—
$270,760
—
2015
$11,250
—
$270,760
—
2014
$11,250
2%
$270,760
—
2011
$11,047
—
$270,760
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Seabury Hill REALTORS, Cheryl Szczarba

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42 Academy Street #2, New Haven, CT 06511 (MLS# 24194029) is a Townhouse property with 2 bedrooms and 2 full bathrooms. 42 Academy Street #2 is currently listed for $595,000 and was received on August 01, 2026. Want to learn more about 42 Academy Street #2? Do you have questions about finding other Townhouse real estate for sale in New Haven? You can browse all New Haven real estate or contact a Coldwell Banker agent to request more information.

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