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5-Bedroom Homes for Sale in The Hill

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  • /33

    $849,000

    • 17 Beds
    • 6 Baths
    • 99,999 Sq Ft

    65 Truman St, New Haven, CT 06519

    Welcome investors to 65 Truman, this is an exceptional opportunity that you have been seeking. All units are currently occupied by responsible tenants who pay their rent on time. This distinctive five-unit property features a three-family setup, with each unit having three bedrooms. The interiors have been renovated, showcasing modern kitchens, updated bathrooms, beautiful flooring, fresh paint,

    Agent Photo

    Lisa Nussbaum

    Top Tier Realty Group, LLC

    (475) 251-4421

    65 Truman St, New Haven, CT 06519
  • /32

    $635,000

    • 12 Beds
    • 4 Baths
    • 3,730 Sq Ft

    467 Columbus Ave, New Haven, CT 06519

    Great investment opportunity in the Hill neighborhood of New Haven! This well-maintained multi-family property was completely rehabbed in 2017, including all new mechanicals and a new roof-completed approximately 8 years ago. The building is fully occupied with reliable tenants, and the owner prefers that all tenants remain in place, as they have been excellent and trouble-free. Current rents are

    Roman Pantojas Oxford Realty

    467 Columbus Ave, New Haven, CT 06519
  • /10

    $595,000

    • 9 Beds
    • 3 Baths
    • 3,596 Sq Ft

    44 Kossuth St, New Haven, CT 06519

    Great opportunity to own this well maintained three family home Built in1987, new structural shingle roof install in July, 2025 this spacious property offers 3 bedrooms in each apartment, living room, dining room, washer and dryer hook up. wall to wall closet in main bedroom, ample bathroom with closet. Income

    Alexandra Munoz-Smith Las Americas Real Estate

    44 Kossuth St, New Haven, CT 06519
  • /20

    $419,900

    • 6 Beds
    • 3 Baths
    • 3,105 Sq Ft

    256 Davenport Ave, New Haven, CT 06519

    Excellent opportunity to own this 3-unit multifamily property in the heart of New Haven's Hill neighborhood. Two of the units each feature 2 bedrooms and 1 bathroom, offering spacious layouts and solid rental appeal. The third unit provides flexibility for additional income or owner-occupancy. The property includes separate utilities, off-street parking, and a backyard area for tenant use.

    Sebastian Osorio Alpha Capital Realty, LLC

    256 Davenport Ave, New Haven, CT 06519
  • /40

    $549,000

    • 11 Beds
    • 4 Baths
    • 4,699 Sq Ft

    98 Sylvan Ave, New Haven, CT 06519

    Unique double parcel 3-family with two identical 3 bedrooms apartments on the 1st and 2nd floors. The 3rd unit is a 2,759 sq. ft. Colonial-style home in the rear. The 1st and 2nd floor units features a large living room, an oversized eat-in kitchen with stainless steel appliances, updated cabinetry and countertops, 3 generous bedrooms, and 1 full bath. Both units have hardwood flooring throughout

    Lucy Larracuente-Johnson Larracuente & Johnson Realty, LLC

    98 Sylvan Ave, New Haven, CT 06519
  • /14

    $1,100,000

    • 18 Beds
    • 6 Baths
    • 6,493 Sq Ft

    215 Rosette St, New Haven, CT 06519

    Prime investment opportunity in the heart of New Haven. This six-unit multifamily property is located in the Hill neighborhood and presents strong rental potential for seasoned investors or those looking to expand their portfolio. Each unit includes bright living spaces, functional layouts, and separate utilities. The property features off-street parking, a spacious lot, and is within close

    Anthony DeLorenzo Alpha Capital Realty, LLC

    215 Rosette St, New Haven, CT 06519
  • /14

    $495,000

    • 5 Beds
    • 5 Baths
    • 3,747 Sq Ft

    31 Greenwood St, New Haven, CT 06519

    NEWLY RENOVATED. NEW KITCHENS, BATHROOMS, FLOORING, PAINT, ETC. ALL NEW. House has 8 bedrooms. First floor 3 bedroom, second 4 bedrooms. 2 full baths. House is a cash cow for number of bedrooms. Nice level yard in great location. House is mint condition.

    Steven Koleno Beycome of Connecticut

    31 Greenwood St, New Haven, CT 06519
  • /39

    $449,000

    • 6 Beds
    • 3 Baths
    • 3,152 Sq Ft

    148 Plymouth St, New Haven, CT 06519

    Come see this spacious 3-family home, built in 1910, offers 3,152 square feet of living space across 2.5 stories. With a total of 14 rooms, the property features three well-appointed units-each offering two bedrooms and one full bathroom-making it an ideal opportunity for multi-unit living or investment. Each unit also includes its own kitchen, providing comfortable and private living

    Javyn Roundtree Javyn Roundtree

    148 Plymouth St, New Haven, CT 06519
  • /17

    $314,900

    • 6 Beds
    • 2 Baths
    • 2,348 Sq Ft

    312 Davenport Ave, New Haven, CT 06519

    Welcome to 312 Davenport Ave, New Haven, CT 06519-a versatile two-unit multi-family property featuring a total of six bedrooms and two bathrooms. The first unit offers four bedrooms and one bathroom, providing ample space for larger households. The second unit includes two bedrooms and one bathroom, making it ideal for smaller families or as a rental opportunity. Spanning 2,348 square feet, this

    Zach Pinto Alpha Capital Realty, LLC

    312 Davenport Ave, New Haven, CT 06519

Home Trends in The Hill, CT

Housing Trends

Median Sale Price
$319,750
Median Single Family Sale Price
$235,000
Median Townhouse Sale Price
$349,500
Median 2 Bedroom Sale Price
$390,900
Median 1 Bedroom Sale Price
$325,000
Average Price Per Sq Ft
$260
Number of Homes for Sale
14
Last 12 months Home Sales
42
Months of Supply
4.00
Median List Price
$314,700
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
33%
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