Homes for Sale in New Haven, CT with 5-Bedrooms

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  /40

  $599,900 Open Sat 11:30AM - 1:30PM

  • 6 Beds
  • 3 Baths
  • 3,763 Sq Ft

  356 Winthrop Ave, New Haven, CT 06511

  Great opportunity to own a well-maintained 3-family in a prime New Haven location. Features 3 units with separate utilities and a spacious basement for storage, offering flexibility and endless possibilities for investors or owner-occupants. Conveniently located near Yale University, major hospitals, and Downtown New Haven, with easy access to shopping, dining, public transportation, and major

  

  John Armellino

  William Raveis Real Estate

  (475) 290-6540

  356 Winthrop Ave, New Haven, CT 06511
• Explore New Haven

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  /15

  $725,000

  • 6 Beds
  • 6 Baths
  • 4,705 Sq Ft

  111 Chapel St, New Haven, CT 06513

  Exceptional investment opportunity in the heart of New Haven! This well-maintained six-family property generates a strong $93,000 in annual gross revenue and is fully occupied. The building features three floors with side-by-side units, totaling six spacious one-bedroom apartments. Each unit offers hardwood flooring, generous living space, and excellent natural light, creating comfortable living

  

  Javyn Roundtree

  Roundtree Realty LLC

  (475) 258-7166

  111 Chapel St, New Haven, CT 06513
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  /19

  $975,000

  • 15 Beds
  • 7 Baths
  • 5,600 Sq Ft

  83 James St, New Haven, CT 06513

  Following strong investor interest and a review of the property's financial performance, the asset has been repositioned to reflect its stabilized income and long-term value. Fully stabilized and well-maintained 5-unit multifamily delivering immediate cash flow and operational stability. The property is 100% occupied with proven tenant history, consistent collections, and strong in-place income

  

  Marie Matta-Isona

  iVision Real Estate

  (203) 941-6809

  83 James St, New Haven, CT 06513
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  /23

  $1,000,000

  • 13 Beds
  • 7 Baths
  • 4,796 Sq Ft

  33 Allen Place, New Haven, CT 06512

  Legal six-family property located at the end of a quiet dead-end street in a growing area of New Haven. The asset consists of a five-unit brick building with an attached single-family home, offering strong and diversified rental income within one property. Current rents are solid, providing immediate cash flow with additional upside potential. Value-add opportunity through strategic rent

  

  Javyn Roundtree

  Roundtree Realty LLC

  (203) 204-6750

  33 Allen Place, New Haven, CT 06512
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  /38

  $699,500

  • 6 Beds
  • 3 Baths
  • 2,930 Sq Ft

  45 Lyon St, New Haven, CT 06511

  Nestled in the heart of New Haven is this lovely Wooster Square area 2 family which has been beautifully maintained. The house has lots of updates, newer vinyl siding, Thermopane windows, gas heating units, blown-in insulation and updated electric. The first floor has five rooms and can be used as a 2- or 3-bedroom apartment. The second and third floors are combined to make a large, sunny duplex

  Betsy Grauer Betsy Grauer Realty, Inc

  45 Lyon St, New Haven, CT 06511
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  /40

  $939,900

  • 8 Beds
  • 7 Baths
  • 6,200 Sq Ft

  89 Sherland Ave, New Haven, CT 06513

  Fairhaven Heights' iconic James Babcock House - a classic Victorian Gothic mansion rich in history and architectural beauty. Rumored to have once hosted Abraham Lincoln, this remarkable home features intricate arched woodwork along the eaves and high gables, large windows, and an abundance of original details throughout. Privately set on a serene interior lot with a secluded driveway connecting

  Betsy Purtell Purtell Realty LLC

  89 Sherland Ave, New Haven, CT 06513
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  /37

  $975,000

  • 5 Beds
  • 3 Baths
  • 2,605 Sq Ft

  194 Canner St, New Haven, CT 06511

  This charming bright 1910 East Rock treasure is a classic and is filled with character and personality. Wonderful period details include columns, original woodwork and HW floors. The living room has a wood burning fireplace and French doors that lead to a peaceful side porch. The dining room offers built-in shelving and a large opening to the spacious renovated kitchen, which boasts lots of

  Betsy Grauer Betsy Grauer Realty, Inc

  194 Canner St, New Haven, CT 06511
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  /2

  $479,900

  • 6 Beds
  • 3 Baths
  • 3,222 Sq Ft

  181 Lombard St, New Haven, CT 06513

  Strong, Sound and Solid. Great investment or owner-occupied opportunity ready to go. All serious offers will be entertained.

  Michael Stroud Coldwell Banker Realty

  181 Lombard St, New Haven, CT 06513
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  /10

  $389,900

  • 6 Beds
  • 3 Baths
  • 2,531 Sq Ft

  46 Frank St, New Haven, CT 06519

  Well-maintained 2-family home offering a fantastic opportunity for both investors and owner-occupants! The first-floor unit features 2 bedrooms and 1 full bath, while the second unit is a spacious duplex-style layout offering 4 bedrooms and 2 full baths, providing plenty of living space. This property is in great condition and includes a good-sized, fully fenced yard, perfect for outdoor

  Ana Pena William Raveis Real Estate

  46 Frank St, New Haven, CT 06519
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  /13

  $2,575,000

  • 20 Beds
  • 16 Baths
  • 10,394 Sq Ft

  83 E Grand Ave, New Haven, CT 06513

  Updated and well-maintained, fully rented, 13-unit multifamily portfolio located on East Grand Ave in New Haven's Fair Haven Heights neighborhood. The property consists of three buildings with a desirable unit mix including 1-bedroom townhome-style units, ADA-compliant 2-bedroom units, and larger 3 and 4 bedroom apartments. Units feature quality interior finishes such as tile flooring, wood

  Douglas Ledewitz Pulse Realty LLC

  83 E Grand Ave, New Haven, CT 06513
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  /39

  $1,375,000

  • 5 Beds
  • 4.5 Baths
  • 3,472 Sq Ft

  43 Lincoln St, New Haven, CT 06511

  Charm abounds in this classic brick Colonial on sought-after Lincoln Street! This house is steps from Downtown New Haven, Yale, gourmet markets, restaurants & the New Haven Lawn Club. At over 3200 sq ft with 5 bedrooms & 4.5 bathrooms, this slate roofed house is a hidden oasis in a central location. An entryway ushers you into a center hall with a wood staircase. A sun-drenched living room has a

  Jack Hill Seabury Hill REALTORS

  43 Lincoln St, New Haven, CT 06511
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  /27

  $375,000

  • 5 Beds
  • 2 Baths
  • 1,566 Sq Ft

  76 Rock St, New Haven, CT 06511

  Investor-Friendly Multi-Family in East Rock! This 2-family home at 76 Rock Street offers great income potential. The first-floor unit features 2 bedrooms and 1 bath, while the second-floor unit spans two levels with 3 bedrooms and 1 bath with a 4th bedroom available to use. Located in the desirable East Rock neighborhood, this property is just minutes from downtown New Haven, restaurants, shops,

  Jacob Mochkin Roundtree Realty LLC

  76 Rock St, New Haven, CT 06511
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  /14

  $495,000

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

  31 Greenwood St, New Haven, CT 06519

  Second Floor NEWLY RENOVATED. NEW KITCHENS, BATHROOMS, FLOORING, PAINT, ETC. House has 7 bedrooms. First floor 3 bedroom, second 4 bedrooms. 2 full baths on second floor.. House is a cash cow for the number of bedrooms. Nice level yard in great location.

  Steven Koleno Beycome of Connecticut

  31 Greenwood St, New Haven, CT 06519
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  /5

  $300,000

  • 6 Beds
  • 3 Baths
  • 3,616 Sq Ft

  516 Elm St, New Haven, CT 06511

  Investment opportunity regarding a fire damaged building being sold in "As-Is" condition. Under new zoning ordinances, there is potential for a four unit conversion with minimal relief needed. The property is ideally located within walking distance of Yale shops and restaurants. Redeveloping this property offers the opportunity to take advantage of property tax abatements and to appeal the

  Natalie Zoef Vanguard Private Client Grp

  516 Elm St, New Haven, CT 06511
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  /19

  $1,000,000

  • 14 Beds
  • 6 Baths
  • 5,951 Sq Ft

  76 Ridge St, New Haven, CT 06511

  Prime opportunity to acquire a 6-unit multifamily property in a highly desirable New Haven location. This income-producing building features six residential units with strong rental appeal and consistent demand. The property includes separate utilities and convenient access to public transportation, Yale University, downtown New Haven, shops, restaurants, and major highways. Ideal for investors

  Zach Pinto Alpha Capital Realty, LLC

  76 Ridge St, New Haven, CT 06511
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  /19

  $3,725,000 Pre-Foreclosure

  • 8 Beds
  • 8 Baths
  • 11,545 Sq Ft

  99 Orange St, New Haven, CT 06510

  Welcome to The Orange Street Collection, a mixed-use hospitality and residential investment opportunity located in the heart of Downtown New Haven. Positioned steps from Yale University, this asset combines immediate income with meaningful long-term upside in one of the city's most active corridors. The property features over 5,000 square feet of restaurant space across the main and lower levels,

  Michael Spindler Real Broker CT

  99 Orange St, New Haven, CT 06510
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  /18

  $490,000

  • 8 Beds
  • 3 Baths
  • 2,056 Sq Ft

  840 Congress Ave, New Haven, CT 06519

  Don't miss the opportunity to own 840 Congress Ave, a well-located multi-family property in the heart of New Haven. Ideal for investors or owner-occupants, this property offers strong potential thanks to its convenient location near downtown, major commuter routes, shopping, dining, and public transportation. Properties in this area continue to benefit from steady rental demand and easy access to

  Aharon Cowen Roundtree Realty LLC

  840 Congress Ave, New Haven, CT 06519
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  /38

  $498,500

  • 6 Beds
  • 2.5 Baths
  • 3,253 Sq Ft

  907 Elm St, New Haven, CT 06511

  Whether you're seeking an investment property or a place to call home, this spacious two-family residence-with a finished walk-up attic-offers a fantastic opportunity in highly desirable Westville. Each unit features 5 rooms, including 2 bedrooms per floor. The second-floor unit extends into the finished attic, providing a total of 5 bedrooms and exceptional flexibility for larger households or

  Michael Johnson T A J Real Estate LLC

  907 Elm St, New Haven, CT 06511
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  /33

  $1,795,000

  • 6 Beds
  • 8 Baths
  • 4,010 Sq Ft

  86 Cove St, New Haven, CT 06512

  Welcome to 86-88 Cove Street, a rare direct waterfront four-unit building in New Haven's Cove neighborhood. This well-maintained property offers a unique opportunity for both investors and owner-occupants seeking a strong income-producing asset. Units feature beautiful hardwood floors, forced hot air with central air conditioning for year-round comfort, and private balconies overlooking the water

  David Candelora RE/MAX RISE

  86 Cove St, New Haven, CT 06512
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  /20

  $950,000

  • 8 Beds
  • 6 Baths
  • 850 Sq Ft

  20 Warwick St, New Haven, CT 06513

  Excellent opportunity to own a 6-unit multifamily property in New Haven's Fair Haven neighborhood. This income-producing building features six residential units with functional layouts and strong rental demand. The property includes separate utilities and off-street parking, making management efficient and attractive to tenants. Conveniently located near local shops, parks, public transportation,

  Zach Pinto Alpha Capital Realty, LLC

  20 Warwick St, New Haven, CT 06513
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  /20

  $379,900

  • 5 Beds
  • 2 Baths
  • 1,650 Sq Ft

  76 3rd St, New Haven, CT 06519

  Fantastic property for first time homeowners, investors and owner occupants. Great value-add opportunity. Motivated Seller will entertain all serious offers.

  Michael Stroud Coldwell Banker Realty

  76 3rd St, New Haven, CT 06519
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  /20

  $800,000

  • 10 Beds
  • 5 Baths
  • 3,248 Sq Ft

  54 Judith Terrace, New Haven, CT 06513

  Rare Investment Opportunity: Prime Five-Family Home on Quiet Cul-de-Sac Unlock the potential of New Haven's thriving rental market with this exceptional multi-family gem located at 54 Judith Terrace. Tucked away at the end of a peaceful cul-de-sac, this substantial five-unit property offers the perfect blend of privacy, stability, and high-yield potential-making it a crown jewel for any

  Jaider Osorno Alpha Capital Realty, LLC

  54 Judith Terrace, New Haven, CT 06513
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  /17

  $925,000

  • 11 Beds
  • 6 Baths
  • 4,698 Sq Ft

  127 James St, New Haven, CT 06513

  Great opportunity to own a 6-unit multifamily property in New Haven's Fair Haven neighborhood. This income-producing building features six residential units with practical layouts and strong rental demand. The property includes separate utilities and off-street parking, providing convenience for both tenants and management. Located near schools, parks, shopping, public transportation, and just

  Zach Pinto Alpha Capital Realty, LLC

  127 James St, New Haven, CT 06513
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  /37

  $995,000 Coming Soon

  • 11 Beds
  • 4 Baths
  • 4,583 Sq Ft

  29 Nicoll St, New Haven, CT 06511

  Well-maintained East Rock four-family, ideal for an owner-occupant or investor. The first and second floor units each offer 3 bedrooms, updated bathrooms, private laundry rooms, and hardwood floors throughout. The third floor features an open-concept layout with 2 large bedrooms and in-unit laundry. A newly renovated lower level was just completed with all permits closed. This 3-bedroom unit

  Michael Martinez Houlihan Lawrence WD

  29 Nicoll St, New Haven, CT 06511
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  /19

  $400,000

  • 5 Beds
  • 2 Baths
  • 1,536 Sq Ft

  233 Valley St, New Haven, CT 06515

  Discover this beautifully remodeled Westville home offering space, versatility, and expansion potential on an over sized corner lot. Featuring 4 spacious bedrooms and 2 full bathrooms, this move-in-ready property has been thoughtfully updated throughout. The first floor includes a large living room, a remodeled eat-in kitchen with new cabinets and stainless steel appliances, a convenient laundry

  Adrienne Debarros Sette Real Estate LLC

  233 Valley St, New Haven, CT 06515
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  /37

  $2,250,000

  • 18 Beds
  • 10 Baths
  • 8,071 Sq Ft

  334 Saint John St, New Haven, CT 06511

  Turnkey & fully occupied 6 unit investment property in the heart of the Wooster Square neighborhood steps to Downtown New Haven & Yale! The building offers the best of both worlds: its historic brick facade and original details complement its modern, sparkling interior. The building features fantastic apartment layouts, including two four-bedroom, two-bath townhouse units on the first floor and

  Jack Hill Seabury Hill REALTORS

  334 Saint John St, New Haven, CT 06511
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  /35

  $475,000 Coming Soon

  • 8 Beds
  • 3 Baths
  • 2,747 Sq Ft

  766 Winchester Ave, New Haven, CT 06511

  Welcome to 766 Winchester Avenue, a spacious and sun-filled 2-family home located just steps from Albertus Magnus College and minutes to Yale's campus and downtown New Haven. This location places you in a consistently strong rental market, making it an exceptional opportunity for both investors and owner-occupants alike. The entire property was gutted and fully remodeled in 2015, offering modern

  Sarah Beth Luce-Del Prete Coldwell Banker Realty

  766 Winchester Ave, New Haven, CT 06511
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  /11

  $569,000

  • 9 Beds
  • 3 Baths
  • 3,498 Sq Ft

  622 Winchester Ave, New Haven, CT 06511

  Recently renovated kitchens on the 1st and 2nd floors highlight this spacious three-family property offering 3,498 sq. ft. of living space. Each unit is approximately 1,166 sq. ft. and features 3 bedrooms and 1 full bath. Kitchens and baths are finished with durable ceramic tile, and the home is equipped with warm air heating fueled by natural gas. Located just one block from Albertus Magnus

  Eric Allen Chess Real Estate Services

  622 Winchester Ave, New Haven, CT 06511
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  /37

  $429,000

  • 5 Beds
  • 3.5 Baths
  • 2,866 Sq Ft

  181 James St, New Haven, CT 06513

  Amazing mixed use investment opportunity in the Fair Haven section of New Haven! The building features a small retail storefront currently being used as a convenience/grocery store with long term lease until 2033, plus a three unit multi family home. The first and second floor apartments are ~1000 SQ FT of living space with two bedrooms, living room, eat in kitchen and full bathroom. The third

  Jack Hill Seabury Hill REALTORS

  181 James St, New Haven, CT 06513
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  /40

  $390,000 Coming Soon

  • 5 Beds
  • 2 Baths
  • 1,898 Sq Ft

  4 Hilltop Rd, New Haven, CT 06515

  Excellent investment or owner-occupied opportunity in the desirable Westville neighborhood of New Haven! This well-maintained property features two side-by-side units, offering strong income potential and flexibility. Unit A offers 3 bedrooms, 1 full bath, with private deck access from bedrooms upstairs, in-unit washer and dryer conveniently located off the kitchen. Unit B features 2 bedrooms, 1

  Julie Luchina Coldwell Banker Realty

  4 Hilltop Rd, New Haven, CT 06515
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  /35

  $1,679,000 Pre-Foreclosure

  • 10 Beds
  • 9 Baths
  • 5,222 Sq Ft

  522 Elm St, New Haven, CT 06511

  Excellent investment opportunity at 522 Elm Street in New Haven! This newly renovated multi-family property offers strong income potential and is ideal for both investors that are local or in other states. The building features 9 units with bright living areas, generously sized bedrooms, and functional layouts that appeal to long-term tenants. Utilities are all separate and tenants pay for

  Carol Lopez-Horsford Farnam Realty Group

  522 Elm St, New Haven, CT 06511
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  /40

  $679,000

  • 5 Beds
  • 3 Baths
  • 2,842 Sq Ft

  63 Sea St, New Haven, CT 06519

  Immaculate, turnkey 3 family house in City Point neighborhood of New Haven has been beautifully maintained. Great location near the water, I 95, Yale University, downtown, the the hospitals, train station and more. All units occupied, easy to rent. 1st floor is 5 rooms, 2 BR, 1 bath. 2nd floor 5 rooms, 2 BR, 1 bath. 3rd floor is 4 rooms, 1 BR, 1 bath with new HVAC heat and central A/C. New new

  Nancy Nishball Ivy Realty LLC

  63 Sea St, New Haven, CT 06519
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  /3

  $999,000 Coming Soon

  • 5 Beds
  • 2.5 Baths
  • 2,707 Sq Ft

  95 Clark St, New Haven, CT 06511

  Just what you have been waiting for! Only two houses in from Orange Street with its' vibrant stores and coffee shops sits this well maintained south facing 5 Bedroom 2.5 bath Colonial. The entrance foyer opens directly into the sun filled Living Room with high ceilings. The Dining Room is directly off of the remodeled expanded kitchen with appliances that features large windows that overlook the

  John Cuozzo Press/Cuozzo Realtors

  95 Clark St, New Haven, CT 06511
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  /40

  $1,349,000

  • 8 Beds
  • 7 Baths
  • 6,681 Sq Ft

  2095 Chapel St, New Haven, CT 06515

  A Westville Legacy offered for the first time in over four decades. This distinguished residence features 6-8 bedrooms, 7 bathrooms, 5,342 sq ft (lower finished level offers an additional 1,339 sq ft,) complete with an elevator, comfortably accommodating three people which transports from the attached three car garage to both floors. The property stands on one of Westville's most coveted

  Wendy Cohen Wendy Cohen Realty

  2095 Chapel St, New Haven, CT 06515
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  /33

  $470,000

  • 5 Beds
  • 3 Baths
  • 2,268 Sq Ft

  49 Carmel St, New Haven, CT 06511

  Discover the perfect blend of charm, function, and location at 49 Carmel Street, a beautifully maintained multi-family residence in New Haven's sought-after Beaver Hills/Dixwell neighborhood. Designed for both investors and owner-occupants, this property offers versatile living with multiple units featuring private entrances, sun-filled interiors, hardwood floors, and tastefully updated kitchens

  Aharon Cowen Roundtree Realty LLC

  49 Carmel St, New Haven, CT 06511
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  /10

  $2,495,000

  • 5 Beds
  • 4.5 Baths
  • 6,343 Sq Ft

  1455 Chapel St, New Haven, CT 06511

  Situated in the heart of the Yale Medical Community, and directly across from Saint Raphael's, this offering includes two parcels totaling .51 acres, both in an RO zone. The first is 1455 Chapel which is a 6,343 square foot medical office / residence sitting on .35 acres. The second is an additional .16 acre parking lot adjacent to 1455 Chapel on Sherman Avenue. The Sherman Lot has a 15 foot

  John Campbell Compass Connecticut, LLC

  1455 Chapel St, New Haven, CT 06511
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  /30

  $525,000

  • 8 Beds
  • 2 Baths
  • 3,249 Sq Ft

  11 Young St, New Haven, CT 06511

  Excellent opportunity to own this well located two family home in a highly desirable area. Whether you're an investor seeking strong rental potential or an owner occupant looking to offset your mortgage, this property checks all the boxes. Unit One features 2 spacious bedrooms and 1 full bath, offering a comfortable and functional layout. Unit Two boasts an expansive 6 bedrooms and 1 full bath

  Natalie Zoef Vanguard Private Client Grp

  11 Young St, New Haven, CT 06511
• 

  

  /23

  $459,777

  • 6 Beds
  • 2 Baths
  • 2,296 Sq Ft

  314 Lenox St, New Haven, CT 06513

  Investor's Dream in Fair Haven Heights: Approved 3-Family Conversion with Water Views. Unlock incredible income potential with this updated two-family home, situated in New Haven's desirable Fair Haven Heights neighborhood. Already approved by the city for conversion to a three-family dwelling, this property comes with the permits and floor layouts in hand to transform the spacious third-level

  Elien Olmos Berkshire Hathaway NE Prop.

  314 Lenox St, New Haven, CT 06513
• 

  

  /15

  $1,990,000

  • 6 Beds
  • 12,880 Sq Ft

  151 Fitch St, New Haven, CT 06515

  Incredible investment opportunity! This multi-building property features four structures on one lot - three detached single-family homes and one attached three-unit townhouse currently rented as 14-producing units. Includes 30 bedrooms and 20 bathrooms across all buildings.Centrally located near SCSU, Yale, Downtown New Haven, and major highways. Several units have been updated, and the flexible

  Karandeep Singh Ironclad Real Estate

  151 Fitch St, New Haven, CT 06515
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  /37

  $695,000

  • 6 Beds
  • 3.5 Baths
  • 2,570 Sq Ft

  224 Ray Rd, New Haven, CT 06515

  This contemporary Cape Cod-style home offers 6 spacious bedrooms and 3.5 bathrooms, including a fully finished basement designed for both comfort and functionality. The home features a stunning sunroom overlooking a beautifully designed outdoor entertainment area, perfect for relaxing or hosting guests. Additional highlights include a two-car garage, a private basement gym, and a completely

  Naihommy Colon Rainbow Realty

  224 Ray Rd, New Haven, CT 06515

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