Wooster Square Homes for Sale

/39
$575,000

$15K PRICE DROP
- 4 Beds
- 2 Baths
- 2,380 Sq Ft
4 Jefferson St, New Haven, CT 06511

**Eligible Yale University employees may qualify for up to $30,000 through the Yale Homebuyer Program**. Located in historic Wooster Square overlooking Lenzi Park, this two-family home offers charm, flexibility, and an exceptional location in one of New Haven's most desirable neighborhoods. Just minutes from Yale University, Yale New Haven Hospital, Downtown New Haven, Union Station, I-91, I-95,

Heike Severine

Coldwell Banker Realty

4 Jefferson St, New Haven, CT 06511
Explore Wooster Square
/32
$2,400,000
- 16 Beds
- 12 Baths
- 6,009 Sq Ft
177 Chestnut St, New Haven, CT 06511

Turn-key 6-unit multifamily investment opportunity in New Haven's highly desirable Wooster Square neighborhood! Fully renovated and fully leased with long-term tenants in place, this income-producing asset offers true "collect the keys and collect the rent" ownership. Ideally located just minutes from Downtown New Haven, Yale University, Yale New Haven Hospital, Union Station, I-95, and I-91, the

Arian Hoxha

Serhant Connecticut, LLC

177 Chestnut St, New Haven, CT 06511
/40
$775,000
- 3 Beds
- 2 Baths
- 1,945 Sq Ft
161 Olive St, New Haven, CT 06511

Rare historic Wooster Square compound featuring a detached carriage house and private garden retreat. Opportunities like this seldom come to market in New Haven's iconic Wooster Square Historic District. Built in 1870, this distinguished brick residence offers 3 BR, 2 full baths, and a rare blend of architectural character, flexible living space, and private outdoor living. Behind the historic

Marc Seigel & Lauren Seigel-Gross

RE/MAX RISE

161 Olive St, New Haven, CT 06511
/18
$299,900

Open Sat 1:30PM - 3PM
- 2 Beds
- 1.5 Baths
- 1,072 Sq Ft
120 Wooster St Unit C, New Haven, CT 06511

Welcome home to this wonderful townhouse-style condo in the heart of New Haven's historic Wooster Square neighborhood. The main level offers a spacious living room, hardwood floor and a slider leading to a balcony. The updated kitchen features granite countertops, stainless steel appliances, and a dining area, while a convenient half bath completes the first floor. Upstairs, you'll find two

Abby Chow Berkshire Hathaway NE Prop.

120 Wooster St Unit C, New Haven, CT 06511
/32
$349,000
- 3 Beds
- 1.5 Baths
- 1,100 Sq Ft
190 Wooster St Unit 63, New Haven, CT 06511

Experience modern living in the heart of historic Wooster Square. This stunning 3-bedroom, 1.1-bathroom townhome was fully renovated in 2016, taken down to the studs to ensure modern comfort and efficiency. The main level features a seamless, open-concept floor plan where the designer kitchen by Bender flows effortlessly into the living and dining areas-perfect for entertaining. Step through

Lisa Grywalski-Bailey William Pitt Sotheby's Int'l

190 Wooster St Unit 63, New Haven, CT 06511
/28
$328,000

$10K PRICE DROP
- 1 Bed
- 1 Bath
- 743 Sq Ft
85 Olive St Unit T, New Haven, CT 06511

Adorable ranch-style condo set within a charming historic building in the heart of the Wooster Square neighborhood. A large entry foyer opens seamlessly into a spacious living room featuring a decorative fireplace and ample space for a dining table, creating an inviting setting for everyday living and entertaining. The kitchen blends character and function with retro GE appliances, butcher block

Beth Cantor Coldwell Banker Realty

85 Olive St Unit T, New Haven, CT 06511
/16
$1,900,000

$150K PRICE DROP
- 13 Beds
- 9 Baths
- 6,852 Sq Ft
66 William St, New Haven, CT 06511

Fully stabilized Investment Property's. Multifamily Properties (9 units total and 6 garages) plenty of off street parking. 66 William is a 6 Family & 70 William is a 3 family. This property has been professionally managed and well taken care of. 7 out of the 9 units have been renovated in the past couple years. 8 of the 9 have washer and dryer in unit, and coin op in the basement. 2 of the units

James Huffman Farnam Realty Group

66 William St, New Haven, CT 06511

Connecticut New Haven County New Haven Wooster Square

Why Live in Wooster Square

Wooster Square in New Haven is a historic neighborhood established in 1820, known for its walkability and vibrant community. The area features a mix of architectural styles, including Colonial, Italianate, and Victorian-style multi-family homes, alongside modern condos and century-old brick churches. The neighborhood's centerpiece is Wooster Square Park, a popular gathering spot that hosts the annual Cherry Blossom Festival. Nearby, Wooster Memorial Park offers a shaded playground, bocci court and memorials, while Jocelyn Square Park provides a large field, playground, basketball court and summer splash pad. Wooster Square is renowned for its pizza, with local favorites like Sally's Apizza, Frank Pepe Pizzeria Napolentana and Zeneli's Pizza. Residents also enjoy fresh produce from The Meat King by C-Town, the Winter Market, and the Wooster Square Farmers Market, which operates year-round. Local schools include Conte West Hills Magnet School and Metropolitan Business Academy. Wooster Square is near Interstate 91, Interstate 95, and U.S. State Route 1, with CT Transit bus stops along Grand Avenue and Chapel Street. The State Street train station, less than a mile away, provides CTrail and Amtrak services, and Tweed New Haven Airport is just 3.5 miles away.

Learn more about living in Wooster Square

Wooster Square Home Prices vs. Nearby New Haven, CT Neighborhoods

	Wooster Square	The Hill	Fair Haven Heights	Prospect Hill
Median Home Price	$399,500	$284,950	$325,000	$434,000
Median Sale Price	$441,000 +23% YoY	$248,000 -21% YoY	$340,000 +36% YoY	$425,000 -67% YoY
Median Single Family Price	$775,000	$240,000	$377,500	$1,185,000
Median Townhouse Price	$335,000	$357,250	$243,250	$1,290,000
Median Condo Price	$335,000	$388,000	$202,450	$365,000
Total Active Listings	4	8	6	3
Market Conditions	2 Months of Supply Seller's Market	5 Months of Supply Balanced Market	3 Months of Supply Seller's Market	2 Months of Supply Seller's Market

Frequently Asked Questions

Is Wooster Square a good place to live?

Wooster Square is a good place to live. Wooster Square is considered fairly walkable and very bikeable with excellent transit options. Wooster Square has 6 parks for recreational activities. It is somewhat dense in population with 8.0 people per acre and a median age of 36. The average household income is $98,754 which is below the national average. College graduates make up 72.6% of residents. A majority of residents in Wooster Square are renters, with 80% of residents renting and 20% of residents owning their home. A local real estate agent serving Wooster Square can help you decide if this neighborhood is the right one for you. Learn more on our Wooster Square neighborhood guide.

Is Wooster Square, CT a safe neighborhood?

Wooster Square, CT is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.

How much do you need to make to afford a house in Wooster Square?

The median home price in Wooster Square is $399,500. If you put a 20% down payment of $79,900 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $2,010 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $86K a year to afford the median home price in Wooster Square. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Wooster Square is $99K.

What are the best public schools in Wooster Square?

The best public schools that serve Wooster Square are:

High School in the Community has a C+ Niche grade, a student teacher ratio of 12:1 and an average review score of 4.0.
Metropolitan Business Academy has a C Niche grade, a student teacher ratio of 13:1 and an average review score of 3.4.
East Rock Community Magnet School has a C Niche grade and a student teacher ratio of 12:1.

What are the best private schools in Wooster Square?

The best private schools that serve Wooster Square are:

St. Thomas's Day School has an A+ Niche grade, a student teacher ratio of 5:1 and an average review score of 5.0.
Cold Spring School has an A+ Niche grade, a student teacher ratio of 6:1 and an average review score of 5.0.
The Foote School has an A Niche grade and a student teacher ratio of 8:1.

What are the most popular zip codes in Wooster Square, New Haven, CT?

The most popular zip codes in Wooster Square, New Haven, CT include 06511, 06460, 06510, 06513 and 06519.

What are the most popular neighborhoods near Wooster Square, New Haven, CT?

The most popular neighborhoods near Wooster Square, New Haven, CT are Downtown New Haven, East Rock, Dwight, Fair Haven and Dixwell.

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Wooster Square Types of Homes for Sale

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Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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