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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

$1,550,000
7 Beds 5 Baths 24205013 MLS
An unparalleled legacy estate of 1904 pedigree and state-of-the-art modern infrastructure in the heart of East Rock! Designed by the legendary architectural firm Brown & Von Beren, this magnificent 4,060 sq ft, 7-bedroom Colonial stands as the premier luxury landmark on Livingston Street. Deliberately delivered vacant and move-in ready, it sits directly across the street from a Yale Shuttle stop, steps from cafes, markets, and top schools.Mechanically transformed for the modern era, the home features a brand-new 2024 multi-zone HVAC system (all-new air handlers & compressors) serving the 1st, 2nd, and 3rd floors, a dedicated basement AC, an advanced whole-home leak monitoring system, and a 2026 hot water heater. Elite tech and wellness upgrades include a whole-home water filtration system paired with a premium 2026 UV Reverse Osmosis system feeding both the sink and fridge, integrated radon mitigation, dual EV charging stations, and restored high-speed Ethernet/cable wiring throughout.The versatile floor plan perfectly pairs historic chestnut woodwork and newly refinished 1st-floor hardwoods (2026) with an immaculate, extensively painted interior. The layout is highlighted by a private 3rd-floor oasis featuring 3 of the 7 bedrooms, a full bath, and a generous flex area ideal for an au pair or guest suite, already equipped with a farmhouse sink and seamless room to expand into a full kitchenette layout.

172 Livingston St, 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

$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

$979,000
6 Beds 6 Baths 24200440 MLS
Welcome to a home bursting with character and possibility in one of New Haven's most beloved neighborhoods. This stately home sits in East Rock a historic, tree lined enclave prized for its walkability, its mix of architecturally rich homes, and its easy access to East Rock Park, Orange Street's shops and cafes, and the Yale campus just minutes away. Step inside to a grand open staircase that sets the tone the moment you walk through the door. Gleaming parquet flooring flows throughout the home, paired with full length picture windows that flood every room with natural light. A formal dining room just off the entrance offers an elegant space for entertaining, while a beautiful sun room provides the perfect spot to unwind and soak in the light year round. Two full levels of living space offer room to grow, renovate, or reimagine. Outside, a fenced-in yard offers privacy and space to relax, and the detached two car garage adds everyday convenience that's hard to find in this part of the city. With its prime East Rock location and strong bones, 178 Cold Spring presents endless potential whether you're searching for a magnificent single family home to make your own or eyeing a smart investment near Yale for campus housing. Opportunities like this, in a neighborhood this sought after, don't come around often.

178 Cold Spring 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

$859,900
8 Beds 7 Baths 24152633 MLS
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. Currently operating as a high end 13 bed sober facility with good profit margins! Privately set on a serene interior lot with a secluded driveway connecting East Grand to Clifton Street, this is one of the original Fairhaven Heights estates. A wraparound porch welcomes you into a grand foyer with soaring 11-foot ceilings and a stunning staircase. The formal living room opens to an expansive great room showcasing exquisite woodwork and timeless character. The main level also offers a formal dining room, updated kitchen with butler's pantry, first-floor office with attached half bath, and a bedroom. Five fireplaces are thoughtfully placed throughout the home. Upstairs features eight bedrooms plus two studio apartments, each with its own private bath, along with a total of five full baths and two half baths. The detached two-car garage has been transformed into a wellness space with sauna, cold plunge, and workout area. Ample parking completes the property.This extraordinary estate also offers incredible potential as a private residence, bed and breakfast, or unique investment opportunity. A rare chance to own a true piece of Fairhaven Heights history

89 Sherland Ave, New Haven

$850,000
6 Beds 5 Baths 24202317 MLS
Welcome to 476 Norton Parkway in New Haven! This beautifully renovated home has been completely updated from top to bottom and is truly move-in ready. Major improvements include a new roof, updated utilities, new plumbing, and new electrical, offering the comfort and convenience of modern living. The home features a total of 5 bedrooms, along with a finished basement and finished attic that provide plenty of additional living space. There are also two additional areas with the potential to be converted into two more bedrooms, offering excellent flexibility for a growing household, home offices, guest rooms, or additional living space. Outside, enjoy the spacious back deck, already constructed with a solid foundation and roof, offering excellent potential to be enclosed and incorporated into the home for additional living space. With extensive renovations, generous living space, and excellent expansion potential, 476 Norton Parkway is a unique opportunity in New Haven. Schedule your showing today!

476 Norton Pkwy, 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

$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

$650,000
7 Beds 5 Baths 24173135 MLS
*Investment opportunity with endless possibilities including future development. *82 Fillmore St and 76 Fillmore St are being sold together as a package. Mixed-use property featuring a two-family dwelling and a separate commercial garage with a 3-bedroom apartment above. The first-floor unit has a 5-room layout with 2 bedrooms and 1 full bathroom. The second-floor unit has a 4-room layout with 2 bedrooms and 1 full bathroom. A commercial garage is located at the rear of the property and currently occupied by an auto mechanic business. The apartment above garage has a 6-room layout with 3 bedrooms, 2.5 bathrooms, and access to a deck and patio area. 76 Fillmore St is a buildable lot. **Buyers and agents are responsible for performing their own due diligence and confirming buildable use with the municipality. Property is being sold As Is and will not qualify for FHA financing. *May also be purchased as part of a larger package with the adjacent property at 86 Fillmore Street (MLS 24190709).

82 Fillmore St, New Haven

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