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$3,500,000
8 Beds 8 Baths 24158335 MLS
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, including two full kitchens and a flexible layout suited for a flagship dining concept, dual operators, or a hospitality-driven reposition. The lower level offers additional potential for lounge, speakeasy, or private event use. Above, eight residential units provide stabilized income and consistent cash flow, creating built-in diversification and downside protection. This is a rare opportunity to acquire a true mixed-use downtown asset with lease-up potential, strategic location advantages, and strong fundamentals driven by proximity to Yale University, surrounding retail, and vibrant nightlife. Ideal for investors, 1031 exchange buyers, or owner-operators seeking both income and long-term positioning in a growing urban corridor.

99 Orange St, New Haven

$2,199,999
16 Beds 12 Baths 24181250 MLS
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 property benefits from strong rental demand driven by education, healthcare, biotech, and technology sectors. The approximately 6,009 SF building features updated units with modern kitchens, renovated bathrooms, contemporary finishes, and attractive layouts that appeal to today's renters. Tenants enjoy walkable access to Wooster Square Park, renowned restaurants including Frank Pepe's and Sally's Apizza, shopping, entertainment, cultural attractions, and direct rail access to New York City. With 5 off-street parking spaces, stable cash flow, and a premier location surrounded by ongoing residential and mixed-use development, this is a rare opportunity to own a fully stabilized multifamily asset in one of Connecticut's strongest rental markets.

177 Chestnut St, New Haven

$1,750,000
16 Beds 16 Baths 24176677 MLS
This newly constructed four-unit townhome asset presents a rare opportunity to acquire a core-plus multifamily property in the New Haven market. Built by a reputable local developer, the property is offered as a single investment asset, ideal for investors seeking stable long-term cash flow with future upside. Each of the four townhome-style units is approximately 2,500 square feet and configured with 4 bedrooms and 3.5 bathrooms. Features include hardwood flooring, tiled bathrooms, central air, stainless steel appliances, in-unit laundry, private decks, and one-car garages. Each unit is separately metered for utilities, supporting efficient management and expense control. Guest parking is also included for added convenience. The property will convey as a single asset with no existing condominium association in place. A future condo conversion may offer additional exit flexibility and potential value enhancement. Located within 7-11 minutes of Yale University, Southern Connecticut State University, and the University of New Haven, the property benefits from consistent rental demand driven by nearby universities, faculty, and medical professionals. Projected market rents are $4,500 per unit per month, supporting an estimated gross annual income of approximately $216,000 based on current assumptions.

15 Colby Ct, New Haven

$1,300,000
22 Beds 11 Baths 24203976 MLS
Attention investors!!! This cash cow is a completely renovated 6 family perfect to add to your portfolio without having to worry about any issues. 6 Brand new furnaces and hot water heaters were just recently installed. Roof is in great condition. All 6 units have brand new hardwood floors throughout apartments, new kitchens, new bathrooms with tiled showers, updated electrical, fresh paint, new windows and much more. 5 of the units consist of 4br 1.5 bath 2 story apartments currently rented for $2,400, $2,300, $2,100, $2,000, last one is vacant and easy to show. The 6th unit is a 2-bedroom, 1 bath currently rented for $1,650. All tenants are up to date on their rents and responsible for their own utilities. Plenty of off street parking for convenience. Laundry hook ups in the basement. Just minutes from I-95, I-91 and downtown New Haven.

767 Congress Ave, New Haven

$1,300,000
9 Beds 9 Baths 24190662 MLS
Exceptional investment opportunity in New Haven's thriving Fair Haven neighborhood! This well-positioned 9-unit apartment building features nine one-bedroom units, offering investors the opportunity to acquire a substantial income-producing asset in one of the city's strongest rental markets. Whether you're looking to expand an existing portfolio or secure a long-term investment, this property presents excellent potential with multiple streams of rental income under one roof. Ideally located in the heart of Fair Haven, residents enjoy convenient access to downtown New Haven, Yale University, Yale New Haven Hospital, local shopping, restaurants, public transportation, and major highways including I-91 and I-95. The neighborhood's proximity to major employers, educational institutions, and everyday amenities continues to drive strong rental demand, making it a desirable location for both tenants and investors alike. The property's location near the Quinnipiac River, neighborhood parks, and local businesses further enhances its appeal while providing easy access to everything New Haven has to offer. With nine one-bedroom apartments, a sizable 7,136-square-foot building, and a location in one of the city's most active multifamily markets, 32 Clinton Avenue represents an outstanding opportunity to invest in a property with strong long-term income potential and portfolio growth.

32 Clinton Ave, New Haven

$1,200,000
5 Beds 4 Baths 24198627 MLS
Prime Wooster Square 4-Unit Investment Opportunity! Ideally located just steps from Wooster Square and minutes from Yale University, this beautifully updated four-unit property offers an exceptional opportunity for investors, owner-occupants, or those seeking flexible rental options. The property has been tastefully renovated while thoughtfully preserving its original character, including exposed brick and charming architectural details. All four units are being offered fully furnished, creating a truly turnkey opportunity. Select units have been utilized as Airbnb rentals, while the property's proximity to Yale makes it ideally positioned for strong rental demand. Whether continuing with short-term rentals, transitioning to traditional leases, or exploring a combination of both, this property offers tremendous flexibility. Enjoy the best of New Haven with world-class dining, cafes, parks, Yale University, and downtown amenities all close by. A rare opportunity to own a distinctive four-family property in one of New Haven's most sought-after neighborhoods, combining historic charm, modern updates, prime location, and multiple income-producing possibilities.

341 Saint John St, New Haven

$1,100,000
1 Beds 2 Baths 24188292 MLS
Excellent investment opportunity featuring a multifamily property in the heart of New Haven, currently performing as an 11-unit. Note that the city tax card reflects a lower unit count; the property is being sold strictly as-is, where-is, and the buyer is to perform their own due diligence regarding unit count, permitting, and legal use. This income-producing asset offers well-maintained residential units with strong rental appeal and consistent occupancy. Functional layouts and ample parking make it an attractive addition to any portfolio. Conveniently located along the Dixwell corridor, residents enjoy easy access to Yale University, downtown New Haven, public transportation, shopping, restaurants, and major highways. Whether you're expanding your portfolio or seeking a stable income-producing property, this is an opportunity you won't want to miss.

747 Dixwell Ave, New Haven

$985,000
6 Beds 8 Baths 24206201 MLS
Just two doors in from Orange Street sits this legal two family that is presently being used as a large single-family home with a second-floor studio like apartment. Welcoming front porch leads you into the entry vestibule and spacious foyer with original woodwork and beautiful staircase. The first floor has tall ceilings and features a Living Room, Dining Room, Family Room, Eat in Kitchen, Pantry and Full Bath. The second floor consists of 3 full bedrooms, two full baths and the two room studio apartment that could be converted to a spacious south facing primary bedroom suite. The third floor currently has three rooms and a half bath plus large unfinished attic spaces. Replacement Thermopane windows. Roof 2020. 32'x16' inground pool with new liner. A versatile architectural gem in need of a new buyers vision and updates. Easy walk to downtown and campus and all of the offerings on Orange Street

356 Humphrey St, New Haven

$980,000
13 Beds 6 Baths 24201260 MLS
Rare opportunity to acquire a small multifamily portfolio on Adeline Street in New Haven. The offering consists of a 2 family property at 78 Adeline and a 3 family property at 86 Adeline and a single family at 90 Adeline St. The portfolio is 100% occupied, providing immediate in-place income with separate, tenant-paid utilities throughout. The 2 family features a 1-bedroom unit and a 2-bedroom unit, while the 3 family + single family offers a strong unit mix of three 2-bedroom/1-bath apartments and one 4-bedroom/1-bath unit. Ample off-street parking at both properties adds convenience for tenants + 2 car garage for additional income, tenant amenity or storage. Conveniently located with access to Downtown New Haven, Yale New Haven Hospital, public transportation, shopping, and major commuter routes.

90 Adeline St, New Haven

$975,000
15 Beds 7 Baths 24103991 MLS
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 exceeding $125,400 annually. Several units feature recent updates and improvements that support tenant retention and continued rent growth. Efficient operating expenses and a solid NOI create a strong overall performance profile. Located in a high-demand rental market in New Haven, this turnkey investment offers both immediate yield and long-term upside. Ideal for investors seeking a stabilized, income-producing asset with reliable performance and DSCR-compatible metrics.

83 James St, New Haven

$950,000
6 Beds 4 Baths 24166780 MLS
Wonderful three family home with excellent income in East Rock. The three apartments have been an excellent income producer. The first floor apartment has a living room, eat-in kitchen, 2 bedrooms and a full bath. It has a stairway to the lower level which offers two large finished rooms and a bath. The second floor apartment includes a living room, kitchen, two bedrooms and a bath. The third floor has two levels of living space. There are four rooms with 2 bedrooms and a bath, plus there is a staircase to the top floor which offers a sitting room ad on additional room. The three apartments have separate utilities and the tenants are responsible for their heat, cooking gas, hot water and electric usage. There is a one car garage that has good size storage room behind it. Three cars can park in front of the garage. The wide yard has a patio and lots of space for outdoor living. The property is close to neighborhood cafes, markets, East Rock Park and the Yale Shuttle. The property has been meticulously maintained and is an ideal opportunity.

117 Nicoll St, New Haven

$825,000
9 Beds 3 Baths 24191685 MLS
Fantastic opportunity to own this expansive legal 3-family house situated in close proximity to all Yale Campuses, facilities, and universities, as well as shops, bus lines, and major transportation routes. Offering over 5000sqft , Each unit on the first and second floors spans 1,666 sq. ft., while the third-floor unit boasts 1,753 sq. ft. of space. All units feature nearly identical layouts ,additional rooms, with spacious front-to-back living rooms, 3 generous bedrooms, 1 bathroom, and eat-in kitchens. Each apartment is equipped with separate electrical sub-panels and stackable washer/dryers. Additionally, there are landings off the stairs for each unit. Recent updates and upgrades completed in 2020 include interior and exterior paint, kitchen and bathroom enhancements, and improvements throughout the property. The property also offers a Huge walkout basement with high ceilings, ideal for storage purposes. Outside, you'll find a level lot and a long driveway providing ample off-street parking space. Gas heat with a house meter and individual electrical panels further enhance the convenience of this property. This is the ideal investment for homeowners or investors seeking returns .

572 Elm St, New Haven

$799,999
7 Beds 3 Baths 24180228 MLS
Excellent opportunity to own a spacious and well-maintained 3,371-square-foot two-family home in the Greater New Haven area. This exceptional income-producing property is ideal for both investors and owner-occupants seeking rental income and long-term value. The property features separate utilities, generous living space, and brand-new appliances in each unit. The first-floor unit has been newly remodeled and offers 2 bedrooms, living room, l full bathroom, and a modern kitchen with new appliances. The second unit is a spacious duplex spanning the second and third floors, featuring 5 bedrooms, 2 full bathroom, dining room, updated kitchen with new appliances, and living space on both levels, providing flexibility and comfort. Conveniently located near Yale University, Science Park, the Yale Peabody Museum, Yale New Haven Hospital, downtown New Haven, major highways, public transportation, shopping, dining, and numerous cultural attractions. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income, this versatile property offers an outstanding opportunity in a prime New Haven location.

184-186 Mansfield St, New Haven

$785,000
7 Beds 2 Baths 24199499 MLS
This beautiful two-family located in the Historic Dwight neighborhood is perfectly suited for an owner occupant or an investor! The location is steps away from Broadway, Yale, art museums, theatres, bookstores, coffee shops, downtown and more. This unique corner property circa 1860 Italianate has many of the original architectural details intact. The first-floor unit has with hardwood flooring, crown molding, a decorative fireplace, arched entryways and, in addition, a spacious renovated bathroom and kitchen with granite countertops, stainless steel appliances and new flooring. Large windows bring in abundant light on the 1st floor unit, while the heated basement adds additional space. Unit 2 has the 2nd and 3rd floors combined for a total of 4 bedrooms. Through the front staircase, it opens on French doors to an inviting boxed-bay window dining room with windows on 3 sides. The charm continues with 2 large bedrooms with two decorative fireplaces, a bathroom and a kitchen, and a large laundry room on the 2nd floor. The 3rd floor features a vaulted ceiling space with 2 additional bedrooms and lounge/reading area. Both units have gas heat and hot water. The bonus is having a backyard and 2 coveted off street parking spaces, with currently one space per unit. Don't miss this captivating historic property ideally located in the heart of New Haven. Square footage includes 3rd floor walkup not refected on the feild card.

215 Dwight St, New Haven

$699,900
8 Beds 3 Baths 24200389 MLS
Welcome to "This Blue Gem" on Orchard! 358 Orchard Street, New Haven is a completely renovated three-family offering approximately 3,546 SF, 8 bedrooms, 3 full baths, exceptional off-street parking and a detached 4-car garage. Ideal for an owner-occupant or investor, this turnkey property features two spacious 3-bedroom units and one 2-bedroom unit, with each apartment occupying its own floor for excellent privacy and functionality. All units have separate electric meters. Extensive renovations include new windows, plumbing, electrical, HVAC, kitchens, cabinetry, flooring, tile, bathrooms, fixtures, interior finishes, common hallways and updated egress areas. The first floor offers approximately 1,138 SF with 3 bedrooms/1 bath; second floor approximately 1,338 SF with 3 bedrooms/1 bath; and third floor approximately 870 SF with 2 bedrooms/1 bath. The property has been refinished throughout while maintaining the character of this classic New Haven home. A large driveway provides convenient parking for tenants and guests. The detached 4-car garage offers valuable additional storage or the potential for additional rental income when incorporated into tenant leases. Conveniently located just steps from Yale New Haven Hospital's St. Raphael Campus and minutes from Downtown New Haven, universities, restaurants, shopping, public transportation and major highways. A rare opportunity to acquire a beautifully renovated, move-in-ready multifamily in a high-demand New Haven

358 Orchard St, New Haven

$695,000
3 Beds 4 Baths 24186548 MLS
Rare opportunity to own a mixed use investment property in the heart of Westville village with excellent long term commercial business/tenant on the ground level. The building consist of 2714 SQ FT on the main and second floor plus an unfinished walk up attic with incredible expansion possibilities. The main level is leased to an established and loved restaurant/bar with a strong rent. The second level of the building features a spacious two bedroom apartment currently rented for $1550 per month. The apartment features a 5 room layout with large carpeted living room, separate dining room, large eat in kitchen, 2 bedrooms and one full bath. If needed, the living room could be used as a third bedroom. The apartment has a staircase that leads to the unfinished attic with expansion possibilities - perfect for two additional bedrooms and a full bath. The building has separate utilities (oil and electric), mid-aged boilers, a newer roof and a large parking lot in the rear for ~6-8 cars. This is an investment opportunity you don't find often, don't miss your chance to own this rare property in Westville!

879 Whalley Ave, New Haven

$680,000
4 Beds 2 Baths 24197946 MLS
Discover a prime investment opportunity with this exceptional multi-family property located in the heart of New Haven, CT. This well-maintained building offers a total of 2 spacious units, each designed for comfort and convenience. Amenities include off-street parking, on-site laundry, beautifully landscaped yard. Situated in a vibrant neighborhood, this property is just minutes away from Yale University, downtown New Haven, and a variety of dining, shopping and cultural attractions. Public transportation is easily accessible, making it convenient for tenants. Potential for increased revenue. Don't miss out on this rare opportunity to own a two-family home in one of Connecticut's most sought-after area. Walking distance to New Haven's Best! And let's not forget to mention the BEAUTIFUL back yard! You will never see another with such awesome plantings designed to cater to a multifamily residence with lush greenery and thoughtfully arranged spaces that invite both relaxation and community bonding. A true city oasis! This is a must-see property!

100 William St, New Haven

$675,000
7 Beds 5 Baths 24196434 MLS
Well maintained, fully rented, three family home with glorious views of the Quinnipiac River from its elevated lot. Originally built in 1840 this multi family has been renovated to feature three incredible apartment loaded with charm and character, but with modern conveniences. The first floor apartment features 2/3 bedrooms with one remodeled bath with in unit laundry. The apartment has beautiful hardwood floors throughout, Livingroom with wood molding and remodeled fully appliance eat in kitchen with granite countertops. The second and third floor are combined to feature an amazing two story apartment with 3-4 bedrooms and 2.5 baths. The apartment features an amazing open layout with remodeled eat in kitchen with island, hardwood floors, and tons of space. A master bedroom suite on the top floor has a private porch with en suite bath with shower and AC. Washer/dryer in unit. The garden level unit is a 1 bedroom 1 bath unit with a spacious floor plan and exposed brick wall. The building has off street parking for 4-5 cars, separate utilities and beautiful views of the Quinnipiac River from its elevated lot. Amazing location with easy access to major highways, Downtown New Haven and Yale. Come take a look!

453 Quinnipiac Ave, New Haven

$650,000
6 Beds 3 Baths 24202923 MLS
Welcome to 54 Pearl Street! Here's your opportunity to become a homeowner in New Haven's highly sought-after East Rock neighborhood. This property is located on a street with minimal traffic, near boutique shops, cafes, neighborhood amenities, and is located just minutes away from Yale University. This property has been used as a three-family for over 30+ years and offers flexibility for both investors and owner-occupants (buyer to do their due diligence). The property card reflects 6 bedrooms; the current configuration has 5. Each unit is supported by separate boilers, water heaters, and gas meters. Utilities have historically been included in the rents, with units rented significantly below market, creating potential for increased income potential. Property being sold as is. Conventional, rehab loan, or cash only.

54 Pearl St, New Haven

$650,000
8 Beds 3 Baths 24182803 MLS
This well-maintained three-family home with over 5400 square feet offers both comfort and versatility in an established neighborhood with sidewalks. The first and second floors have been freshly painted and showcase beautiful hardwood floors throughout, each featuring three bedrooms plus a den or office space, a spacious living room, a formal dining room, and an eat-in kitchen. The third-floor unit includes two bedrooms, a living room, an office alcove, and an eat-in kitchen, providing an appealing layout for tenants or owner-occupants alike. The home is equipped with gas heat, separate boilers, individual electric panels, newer hot water heaters, newer roof and coin operated laundry in basement for added convenience and efficiency. Outside, enjoy a detached two-car garage, mature landscaping, and a fenced yard complete with a patio and charming gazebo-perfect for relaxing or entertaining. Ideally located with easy access to Yale, Southern Connecticut State University, and all that New Haven has to offer, this property is an excellent investment or multi-generational living opportunity.

160 Goffe Ter, New Haven

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