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Wooster Square Homes for Sale

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  • /38

    $595,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,524 Sq Ft

    42 Academy St Unit 2, New Haven, CT 06511

    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

    Cheryl Szczarba Seabury Hill REALTORS

    42 Academy St Unit 2, New Haven, CT 06511
  • /40

    $1,385,000

    • 7 Beds
    • 7 Baths
    • 4,702 Sq Ft

    621 Chapel St, New Haven, CT 06511

    This remarkable Italian Villa-style home, built c.1850 and attributed to Henry Austin, is a gorgeous example of architectural finesse and what can happen when antique homes are valued and lovingly restored. Originally a 1-family home, the exterior was restored in the 1960's using best-practice historic preservation techniques and materials. The interior was converted to a 3-family home, saving

    Katherine Bennett Betsy Grauer Realty, Inc

    621 Chapel St, New Haven, CT 06511
  • /32

    $324,000

    $25K PRICE DROP
    • 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
  • /39

    $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

    Agent Photo

    Marc Seigel & Lauren Seigel-Gross

    RE/MAX RISE

    161 Olive St, New Haven, CT 06511
  • /20

    $285,000

    $15K PRICE DROP
    • 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

    $2,300,000

    $100K PRICE DROP
    • 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

    Agent Photo

    Arian Hoxha

    Serhant Connecticut, LLC

    177 Chestnut St, 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

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

Wooster Square Fair Haven Heights Edgewood Prospect Hill
Median Home Price
$409,250
$339,500
$509,250
$449,000
Median Sale Price
$428,000
+17% YoY
$367,500
+48% YoY
$439,250
-12% YoY
$412,500
-64% YoY
Median Single Family Price
$771,250
$380,000
$499,500
$1,400,000
Median Townhouse Price
$329,500
$281,500
$569,900
$1,290,000
Median Condo Price
$375,000
$199,950
--
$355,000
Total Active Listings
4
4
2
3
Market Conditions
2 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market
12 Months of Supply
Buyer'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 $409,250. If you put a 20% down payment of $81,800 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $2,090 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $90K 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:
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, a student teacher ratio of 8:1 and an average review score of 3.7.
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 06510, 06511, 06460, 06519 and 06513.
What are the most popular neighborhoods near Wooster Square, New Haven, CT?
The most popular neighborhoods near Wooster Square, New Haven, CT are Wooster Square, East Rock, Dwight, Dixwell and Prospect Hill.
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