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24 & 36 River St, New Haven
$1,990,000
24213834 MLS
24 & 36 River Street | New Haven - An outstanding opportunity to acquire two industrial/investment properties in New Haven, offering a combined 39,705 sq ft of building space on 3.61 acres with tons of garage bays, storage/offices space, 100 ft bulkhead/barge and 400 ft of water frontage. Both properties feature 3-phase electrical service, making them well suited for consideration by industrial operators, investors, and businesses seeking functional industrial space. 36 River Street was once was a trolly barn for the city of New Haven and the parcels are adjacent to Brewery Square on the corner of River and Ferry Streets. Possible for residential conversion also! Buyer to do their own due diligence. Part of the space is rented out for $15,000 a month. 400 ft of waterfront, 100 ft dock/barge (6 barges). Another section is rented out for $2,000/month- great for investors. Or maybe you're developer looking to develop housing in the area? The properties present an attractive opportunity for investors seeking industrial or possibly residential real estate with income-generating potential and long-term value appreciation, as well as owner-users looking to establish or expand their business operations. The combined offering provides a substantial industrial footprint with the flexibility to pursue a variety of ownership and investment strategies, subject to existing conditions, zoning, and permitted uses. Located in an opportunity zone with tax benefits

24 & 36 River St, New Haven

172 Livingston St, 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, possible kitchenette? Security cameras in use!

172 Livingston St, New Haven

14-16 Lyon St, New Haven
$1,310,000
6 Beds ⋅ 6 Baths ⋅ 24213108 MLS
Stunning six-unit building in coveted Wooster Square. Rare opportunity to own a meticulously maintained, turnkey property on a quiet, one-way, tree-lined street. Featuring six one-bedroom apartments, each one on its own floor, most with spacious living and dining rooms. Stunning kitchens and baths, soaring 10 foot ceilings, exposed brick throughout, majestic historic decorative fireplaces, many light-filled windows, and a rare private backyard add to the charm. Five units are occupied by excellent tenants, with one furnished apartment just vacated perfect for owner occupancy. Current monthly rent roll of $9,800 including the vacant unit. Rents are very below market, offering tremendous upside potential! Tenants pay their own utilities, gas and electric. Roof is approximately 10 years old. Additional potential exists to convert the attic into another apartment, subject to buyer due diligence, approvals, and applicable requirements. Walk to Yale, train station, Yale shuttle, and New Haven's famous Pizza on Wooster Street. A truly special investment opportunity in one of New Haven's most desirable neighborhoods. This one won't last.

14-16 Lyon St, New Haven

51 Trumbull St, New Haven
$1,295,000
4 Baths ⋅ 24178859 MLS
Built in 1901 by S.G. Taylor in New York, the "John Slade Ely House" was built as a residence for John Slade, a physician and professor in theory and practice of medicine at Yale. The 6,651 SQ FT Tudor style building is at the gateway between East Rock and Downtown on Trumbull Street. Its historical origins remain intact with the grand staircase, elaborate fireplaces, leaded glass windows, arched doorways, coffered ceilings and detailed woodwork. Spread across three levels, with an additional 2,672 sq ft in the unfinished basement, the possibilities are endless. New Haven City Plan recently approved a conversion into ten apartments. The property would also be perfect for a conversion back to a primary residence, a live/work space, or non-profit use. The building has oil heat, a brand new roof, a handicap ramp, and a large backyard. This is a landmark property that will not last long!

51 Trumbull St, New Haven

341 Saint John St, 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

83 James 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

4 Academy St, New Haven
$950,000
6 Beds ⋅ 6 Baths ⋅ 24212980 MLS
Rare opportunity to own a classic brick three-family directly on the park in Wooster Square, one of New Haven's most distinctive and sought-after neighborhoods. This property combines historic character, an exceptional location, and a highly desirable apartment configuration. The building features three spacious 2-bedroom, 2-bathroom apartments, providing a layout that works equally well for an investor or owner-occupant. Each residence offers the added convenience of in-unit laundry, along with generous living space and the privacy of two full bathrooms. The property's timeless brick exterior, arched entryway, and architectural details complement its prime park-front setting in the heart of Wooster Square. Enjoy immediate access to the neighborhood's tree-lined streets, historic architecture, restaurants, cafes, and the renowned Wooster Street dining district, while remaining convenient to Downtown New Haven and Yale. With three 2-bedroom/2-bath units, laundry in every apartment, and an outstanding location directly on Wooster Square Park, this is a unique opportunity to acquire a substantial multifamily property in one of New Haven's premier neighborhoods.

4 Academy St, New Haven

1481 Chapel St, New Haven
$799,000
5 Baths ⋅ 24182512 MLS
Prime ~6000 SQ FT commercial office building that sits on a rare .41 acre parcel one block form Yale/Saint Raphael's hospital. The property is in the RO zone and is comprised of 4 adjoining parcels; 1481 Chapel ST(6000 SQ FT office building on .17 acres), 1485 Chapel St (.11 acre lot), 15 Hotchkiss St (.06 acre lot) and 17 Hotchkiss St (.07 acre lot). This property would be prime for redevelopment into a mixed use or residential building. Huge gated parking lot with parking for at least 25 cars. The entire building is currently used by a single user medical office. The first level features high ceilings, beautiful original details with stain glass windows & fireplace, reception area, 2 half baths and 12 office/exam rooms. The second level features 7 additional office/room(s) with 1.5 tiled baths. Would be a perfect conversion to a residential unit. The building has an unfinished space in the attic, perfect for expansion. The basement has been finished with an additional ~1500 SQ FT with large rooms, 3 built out offices and a half bath. Don't miss out on this incredible opportunity to purchase a building and land with endless potential for redevelopment, live/work space, medical office or mixed use apartments/commercial. This one truly should not be missed!

1481 Chapel St, New Haven

161 Olive St, New Haven
$775,000
3 Beds ⋅ 2 Baths ⋅ 24187215 MLS
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 brick facade, soaring ceilings, original details, and two decorative fireplaces evoke the craftsmanship & charm of a bygone era, while thoughtful updates provide modern comfort, including a remod 2nd bath. The unfinished third floor offers expansion potential and a lookout perch overlooking the neighborhood. The walk-out lower level has been transformed into a cozy cabin-inspired retreat, ideal for entertaining or relaxing, with abundant storage. Set on a fenced corner lot, the property lives like a private compound with mature landscaping, intimate garden spaces, and off-street parking-an unexpected retreat in the heart of the city. The detached carriage house has been extensively upgraded into a sophisticated home office & fitness studio, offering flexibility and potential Yale Homebuyer Program eligibility, with the option to convert back to a 2-car gar. Just moments from Wooster Square's cherry blossoms, farmers market, world-famous pizza, Union Station,Yale,Yale NH Hospital, downtown, restaurants, and major highways. Historic. Private. Flexible. Walkable.

161 Olive St, New Haven

382 Yale Ave, New Haven
$695,000
6 Beds ⋅ 4 Baths ⋅ 24204405 MLS
Exceptional 1920s Colonial in the heart of Westville, beautifully updated and meticulously maintained while retaining the character and craftsmanship of its era. This spacious home offers six bedrooms, 3 full and 1 half bath, hardwood floors throughout, custom built-ins, and a bright four-season sunroom. The recently remodeled kitchen features quartzite countertops, a breakfast island, and stainless steel appliances. The primary suite includes a beautifully appointed bath with walk-in shower, double vanity, and separate soaking tub. Outside, the fully fenced yard creates a private oasis with a patio, fruit trees, rose bushes, and lush mature greenery. And just across the street is Edgewood Park, providing a wonderful backdrop of trees and park views right from the front door. A rare combination of historic character, modern updates, generous living space, and an exceptional Westville setting.

382 Yale Ave, New Haven

10 Vista Ter, New Haven
$635,000
4 Beds ⋅ 4 Baths ⋅ 24209415 MLS
A storybook silhouette, a stately setting & nearly a century of character distinguish this captivating 1930 Tudor, proudly positioned on a double corner lot in sought-after Westville. Stone steps lead to a brick-arched entrance, introducing 2,485sqft of timeless touches & modern refinements. Gleaming hardwoods grace nearly every nook, including a grand fireside living room & formal dining room, where arched entries, handsome moldings & a butler door recall an era of gracious entertaining. Beyond, a sunroom w/ built-in bookshelves & walls of windows invites reading, reflection & creative contemplation. The kitchen, w/ stainless appliances & pantry, adjoins a powder room & the spacious screened porch, where flagstone floors supply the stage for summer suppers & leisurely lounging. Upstairs, the primary suite offers twin closets, private tiled bath & a sleeping porch w/ enchanting potential. Two generous bedrooms share another tiled bath, while the finished 3rd floor bedroom enjoys an en suite & walk-in closet. Beautifully preserved & thoughtfully refreshed; recent improvements include newer mechanicals & roof, & all new windows, refinished floors & paint throughout. A two-car garage completes the comforts, while the nearly half-acre grounds offer room to expand the estate. Steps from Hopkins School & minutes from Yale, Westville Village, & Edgewood Park, this distinguished Tudor pairs the pleasures of the past w/ the promise of your next chapter!

10 Vista Ter, New Haven

188 James St, New Haven
$629,900
8 Beds ⋅ 4 Baths ⋅ 24190422 MLS
Exceptional investment opportunity in the heart of New Haven! Welcome to 188 James Street, a true four-family property featuring a total of 8 bedrooms and 4 full bathrooms, offering investors the opportunity to generate multiple streams of rental income within one substantial multifamily asset. With approximately 3,388 square feet of living space and a desirable unit configuration, this property is well suited for both experienced investors looking to expand their portfolio and those seeking to enter New Haven's active rental market. Located in the Fair Haven area, the property offers convenient access to downtown New Haven, Yale University, Yale New Haven Hospital, local shopping, restaurants, public transportation, parks, and everyday necessities. Its proximity to I-91 and I-95 also provides convenient connectivity throughout Greater New Haven and the surrounding region. With four separate units under one roof, this property offers the potential for diversified rental income and long-term portfolio growth. Whether you're pursuing a buy-and-hold strategy or looking to strengthen an existing multifamily portfolio, 188 James Street presents an exciting opportunity to own a sizable income-producing property in a city supported by major employers, educational institutions, and continued demand for rental housing.

188 James St, New Haven

189 Nicoll St, New Haven
$625,000
4 Beds ⋅ 2 Baths ⋅ 24201013 MLS
Welcome to 189 Nicoll Street, New Haven! Located in the highly sought-after East Rock neighborhood, this two-family home offers an excellent opportunity for an owner-occupant, investor, or buyer looking to create value in one of New Haven's most desirable areas. The property features newer windows and newer furnaces, providing a solid foundation for the next owner. Each unit offers the opportunity to bring your own vision and updates to create comfortable living spaces or an attractive investment property. The walk-up attic is an exciting bonus, featuring existing egress and the potential for additional living space or a possible third unit, subject to zoning and required approvals. Priced to sell and ready for your vision! Whether you're looking to live in one unit and rent the other, add value as an investor, or explore the potential of the attic space, 189 Nicoll Street presents an opportunity you won't want to miss. Bring your ideas, your contractor, and your vision-this property has tremendous potential in a premier New Haven location

189 Nicoll St, New Haven

42 Academy St Unit 2, New Haven
$595,000
2 Beds ⋅ 2 Baths ⋅ 24194029 MLS ⋅ On The Park BLDG.
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 cooking. A full bath with walkin shower and a flexible second bedroom-complete with Murphy bed and access to a shared back deck-round out this floor. The lower level features a spacious primary suite with a walkin closet, full bath, and inunit laundry, creating a quiet, comfortable retreat. The association offers a common patio for grilling, relaxing, and outdoor dining. Additional basement storage, updated mechanicals, and central A/C add everyday convenience. Located on a quiet block in one of New Haven's most beloved neighborhoods, you're steps from worldfamous Apizza, downtown, the Wooster Square Farmers Market, and major highways. Pets allowed (with restrictions). Onstreet parking. A rare chance to live directly on Wooster Square with character, comfort, and unbeatable walkability.

42 Academy St Unit 2, New Haven

515 Whalley Ave, New Haven
$585,000
6 Beds ⋅ 3 Baths ⋅ 24203089 MLS
Excellent opportunity to own this beautiful, well maintained, two-family home in a desirable central location. Whether you're looking to be an owner occupant looking to offset your mortgage, accommodate multi-generational living, or an investor seeking strong rental potential, this property is for you. Both units have Central Air conditioning and in unit washer and dryer hook-ups. The 1 st floor offers 2 bedrooms, eat in kitchen, dining room, and living room. The 2 nd floor offers two levels with eat in kitchen, living room, dining room, and full bathroom and two bedrooms, and upstairs has 2 bedrooms, large bonus room and full bathroom. Two car garage, fenced in yard with shed. Close proximity to Yale University, Southern CT State College, University of New Haven, Albertus Magnus, Yale New Haven Hospital with entertainment and restaurants nearby.

515 Whalley Ave, New Haven

370 Shelton Ave, New Haven
$575,000
10 Beds ⋅ 3 Baths ⋅ 24208292 MLS
Attention Investors!!! This 3,177 sq ft 3 family property has been completely renovated and is fully rented out bringing in great income. A new roof was installed last year. It has 3 new gas furnaces and hot water heaters. Updated vinyl siding. All 3 units have new hardwood floors throughout the entire apartment, new bathrooms with tiled showers, new kitchen cabinets and countertops, fresh paint, updated electrical, and much more. Nice private driveway with a 2 car garage. 1st floor is a 3br 1 bath rented for $1,800 month to month lease. 2nd floor is 3br 1 bath rented for $1,900 lease ends 12/31/2026. 3rd floor is a 4br currently vacant and is easy to show. All tenants are up to date and responsible for their own utilities. Perfect property to just sit back and collect with piece of mind.

370 Shelton Ave, New Haven

203 Russell St, New Haven
$569,900
4 Beds ⋅ 4 Baths ⋅ 24195560 MLS
This beautiful 4-bedroom, 3.5-bath Cape is a must-see and won't last long! From the moment you step through the front door, you'll feel right at home. The spacious living room flows into the dining room, which opens to the inviting kitchen-perfect for everyday living and entertaining. The main level also features two bedrooms and a full bath, offering flexible living space for family, guests, or a home office. Upstairs, you'll find a spacious primary bedroom complete with two walk-in closets, along with a second bedroom featuring its own walk-in closet. With abundant storage throughout, there's plenty of room for all your treasures. The finished basement provides even more living space with a comfortable recreation room, utility area, and convenient half bath. Step outside to enjoy the spacious paver patio, thoughtfully designed for entertaining, with plenty of room for outdoor dining, a firepit, and a covered barbecue area complete with a pizza oven. With its versatile layout, generous storage, finished lower level, and incredible outdoor entertaining space, this home truly has room for everyone. Don't miss the opportunity to make it yours! Permits for the additional bathroom have been closed. Town card will be updated to reflect three full bathrooms one half bath please see attached documents to provide further information.

203 Russell St, New Haven

169 Chatham St, New Haven
$549,900
9 Beds ⋅ 4 Baths ⋅ 24206142 MLS
169 Chatham Street, a legal four-family property, is being offered for the first time in approximately 25 years. This well-maintained property offers a rare opportunity with tremendous flexibility for both an owner-occupant and an investor looking to add to their portfolio. The lower level features an efficiency apartment currently occupied by the owner. The spacious first-floor apartment is ideal for a homeowner who wants plenty of living space while allowing rental income from the additional units to help offset the mortgage. This unit offers 3 bedrooms, 2 full bathrooms, a living room, dining room and kitchen, along with engineered hardwood flooring and fresh paint. The second-floor apartment is occupied by long-term tenants and features 3 bedrooms and 1 full bathroom. The third-floor apartment offers 2 bedrooms and 1 full bathroom. The existing tenants are leased through January 2027, providing immediate rental income for the new owner. Additional features include separate utilities, a garage and a private driveway. Whether you are looking to owner-occupy while building equity or add a solid four-family property to your investment portfolio, 169 Chatham Street offers space, income potential and endless possibilities. Sold as is.

169 Chatham St, New Haven

119 Cove St, New Haven
$549,000
4 Beds ⋅ 3 Baths ⋅ 24190519 MLS
WATERVIEWS * BEACH ACCESS * MOVE-IN READY Enjoy coastal living in this beautifully maintained four-bedroom, approximately 1,900-square-foot home, ideally located in the heart of a vibrant beach neighborhood. Designed for both everyday comfort and effortless entertaining, the home features a spacious, updated kitchen, a generous dining room, and an inviting living room. Water views can be enjoyed from most rooms, bringing the beauty of the shoreline indoors. Two expansive waterside decks, including one with a hot tub-the perfect place to relax, entertain, or watch the boats sail by. Upstairs, an open bonus space adjoining the deck creates an inspiring setting for a home office or creative studio with a view. An oversized driveway provides abundant off-street parking and added convenience for family and guests, while a full basement with interior access offers excellent storage and utility space. Conveniently located just minutes from downtown New Haven, Yale University, I-95, and the New Haven train station, you'll enjoy easy access to New York City and the Connecticut shoreline. Whether you're seeking a year-round residence, a weekend retreat, or an investment opportunity, this home is ideally positioned. Its proximity to popular wedding venues and area attractions also makes it an appealing option for short-term rental guests. This offering is the best value currently on the market in a New Haven beach neighborhood. Schedule your private showing today.

119 Cove St, New Haven

New Haven
$536,000
8 Beds ⋅ 4 Baths ⋅ 24204097 MLS
Exceptional investment opportunity in New Haven. This well-maintained two-family property offers strong potential cash flow making it an excellent addition to any investor's portfolio or an ideal owner-occupied opportunity. The first floor features 3 bedrooms and 2 bathrooms. and second and third level features 5 bedrooms and 2 full bathrooms. All units have been updated with modern kitchens and bathrooms and beautiful hardwood floors throughout, providing comfortable and attractive living spaces for tenants. Each unit also benefits from its own dedicated parking space located at the rear of the property, adding convenience for residents. Ideally situated in New Haven offers easy access to I-95, Yale University. Making this a highly desirable rental location with lasting appeal. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the others, this income-producing property is one you won't want to miss

New Haven

44 Sixth St, New Haven
$529,000
5 Beds ⋅ 3 Baths ⋅ 24201324 MLS
Welcome to 44 Sixth Street, a distinctive three-family home nestled in the heart of City Point and within the National Register-listed Oyster Point Historic District. More than a multifamily property, this home carries with it a connection to the waterfront, the people, and the maritime heritage that helped shape this special New Haven community. Inside, the home offers 5 bedrooms and 3 full bathrooms across three units. The first and second floors each feature spacious 2-bedroom, 1-bath apartments, while the third floor offers a bright and efficient 1-bedroom/studio-style apartment creating flexibility for extended guests, an owner-occupant, or rental income. Recent updates make it easier to step in and make this your own, including newly remodeled bathrooms on the second and third floors, vinyl hardwood-style flooring throughout all three units, fresh paint on every floor, and professional cleaning. Each unit is separately metered, adding to the property's appeal and income-producing potential. And then there is New Haven, a city known not only for its history and waterfront, but for its unmistakable character, energy, and, of course, its legendary pizza! At 44 Sixth Street, you have the opportunity to enjoy your own "slice of New Haven". Whether you envision living in one unit while generating income from the others or building a long-term investment, this home offers something increasingly rare: the opportunity to own a home with both purpose and a story to tell!

44 Sixth St, New Haven

904 1/2 State St Unit 9, New Haven
$525,000
3 Beds ⋅ 3 Baths ⋅ 24201008 MLS ⋅ Cuho Upper State Street BLDG.
Move right into this turn-key, stylish 3-bedroom, 2.5-bath brick Rowhouse in the heart of East Rock, steps from gourmet markets, restaurants, boutiques and a short walk to Downtown New Haven & Yale. This spacious condo offers over 1,700 sq. ft. of living space spread across three levels, feeling more like a house than a condo unit. The main floor has an open layout with a bright living room featuring a fantastic bay window, and a separate dining room with wood floors, stylish wallpaper and amazing natural light. The updated kitchen has new countertops, a breakfast bar, a large pantry, and a backdoor with direct access to the yard. A half bath and coat closet complete the first floor. Upstairs is a huge, light-filled primary bedroom with another bay window, a walk-in closet and bamboo floors. You'll also find a spacious second bedroom with large closet, a smaller third bedroom currently used as a walk-in closet with custom built-ins, and a large tiled bathroom. The lower level is beautifully finished as a family room with a full bath - which could serve as another bedroom, with a bonus room and an unfinished area with laundry and storage space. The condo is tucked away in the back of a small 11 unit complex with trees, grass and two assigned parking spaces. A private setting while beings steps away from all the action - truly a rare find!

904 1/2 State St Unit 9, New Haven

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