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$3,725,000
4 Baths 24153679 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

$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

$329,999
4 Beds 3 Baths 24140717 MLS
Welcome to 773 Dixwell Avenue, a unique mixed-use property offering excellent visibility and versatility. This well-maintained building features both commercial and residential spaces, perfect for investors or owner-occupants seeking income-producing potential. The main-level commercial unit is home to an established barbershop, benefiting from consistent foot traffic and strong community presence. The lower-level commercial space is currently leased to a local dance troupe, providing additional rental income and showcasing the property's flexible use options. Attached to the commercial area is a charming 2-bedroom, 1-bath residential unit with a private entrance. The residence features a spacious kitchen, full bath, comfortable living area, and natural light throughout-ideal for a live-in owner or tenant. Located along a well-traveled corridor in New Haven, this property offers easy access to shopping, dining, public transportation, and downtown amenities. Highlights: * Mixed-use building: commercial + residential * Long-standing barbershop tenant * Basement studio space leased to a dance group * 2 bed / 1 bath apartment with private access * High-traffic location, great visibility, and income potential A perfect opportunity to invest, operate, and grow in one of New Haven's thriving neighborhoods!

773 Dixwell Ave, New Haven

$769,000
1 Baths 24140533 MLS
A Legacy Address Ready for Its Next Visionary. Rising with quiet confidence along the historic Grand Avenue commercial spine, 922 Grand Avenue stands as one of the city's most architecturally honest and socially resonant commercial buildings. A mid-century civic structure that has outlived trends and weathered cycles, it now emerges as a rare canvas for the next chapter of neighborhood innovation. Built in 1963 during a wave of community-minded construction across the Elm City, the 4,500-square-foot masonry building is an enduring example of New Haven's post-industrial commercial architecture: solid, straightforward, purpose-built. Constructed of concrete, cinder block, and brick, with a flat rubber roof, 12-foot wall heights, and a full 4,500-square-foot basement, the property was engineered for longevity, adaptability, and public use - traits that have allowed it to remain structurally intact for more than six decades. Its original use classification - Clubs/Lodges with a modern STORE/SHOP (MDL-94) designation - reflects its history as a gathering place, a service hub, and a point of local connectivity. The unfinished basement offers expansion potential. The property invites reinvention - fitness and wellness programs, neighborhood brewery, grocery store, performance spaces, coworking studios, nonprofit headquarters, boutique commercial concepts, retail and more possibility subject to city approval. Seize this rare opportunity now.

922 Grand Ave, New Haven

$250,000
24139441 MLS
Turnkey Gelato & Espresso Cafe Opportunity in Prime Downtown New Haven Location La Fenice, a beloved artisanal gelato and espresso cafe with established brand presence in Fairfield and Westchester Counties, is now available for acquisition. This fully equipped, turnkey operation offers a rare chance to step into a proven concept located in the heart of downtown New Haven just steps from Yale University, Crown Street, and the city's thriving Wooster St restaurant and nightlife scene. Anchored beneath a modern 200-unit residential development and directly across from 150+ additional units, the cafe benefits from steady foot traffic and year-round visibility. The sale includes all furniture, fixtures, and equipment (FF&E), along with the rights to the La Fenice brand name. The space features a beautifully designed interior with customer seating, full service counter, gelato production equipment, espresso setup, and back-of-house prep area all ready for immediate operation.

630 Chapel St, New Haven

$329,000
3 Baths 24138214 MLS
Welcome to 773 Dixwell Avenue, a unique mixed-use property offering excellent visibility and versatility. This well-maintained building features both commercial and residential spaces, perfect for investors or owner-occupants seeking income-producing potential. The main-level commercial unit is home to an established barbershop, benefiting from consistent foot traffic and strong community presence. The lower-level commercial space is currently leased to a local dance troupe, providing additional rental income and showcasing the property's flexible use options. Attached to the commercial area is a charming 2-bedroom, 1-bath residential unit with a private entrance. The residence features a spacious kitchen, full bath, comfortable living area, and natural light throughout-ideal for a live-in owner or tenant. Located along a well-traveled corridor in New Haven, this property offers easy access to shopping, dining, public transportation, and downtown amenities. Highlights: * Mixed-use building: commercial + residential * Long-standing barbershop tenant * Basement studio space leased to a dance group * 2 bed / 1 bath apartment with private access * High-traffic location, great visibility, and income potential A perfect opportunity to invest, operate, and grow in one of New Haven's thriving neighborhoods!

773 Dixwell Ave, New Haven

$3,995,000
4 Baths 24135654 MLS
Rare opportunity to acquire a beautifully restored 21-unit multifamily asset in New Haven's sought-after East Rock neighborhood. Once home to the YMCA and historic Railroad Boarding House, this timeless brick building blends classic architecture with modern luxury and a true sense of community. The unit mix includes 6 studios, 10 one-bedrooms, and 5 two-bedrooms (some with two baths), all featuring granite countertops, stainless steel appliances, in-unit washer/dryers, and individual heating, hot water, and central air. Four ground-floor units offer private rear entrances for added convenience and privacy. Outdoor amenities include six EV charging stations set on handsome pavers, community garden boxes, and a picnic area that enhances the building's inviting atmosphere. Additional features include secure access, a fitness room, and off-street parking. Ideally located minutes from Yale University, East Rock Park, downtown, and area restaurants and shops. Tenant-paid utilities and an assumable Freddie Mac loan at 3.8% (1% assumption fee) make this a turnkey, efficient investment in one of Connecticut's strongest rental markets.

1435 State St, New Haven

$1,200,000
1 Baths 24134439 MLS
Investment Opportunity - Prime Downtown New Haven Retail Property! Don't miss your chance to own a high-visibility, income-generating commercial property in one of New Haven's most desirable high-traffic locations! This well-maintained, turn-key retail space is ideally situated just minutes from Yale University, major highways, and a vibrant mix of restaurants and businesses-making it perfect for investors or owner-occupants looking to capitalize on a central, convenient location. Currently operating as a successful Asian Market, the property offers incredible potential for a variety of retail uses. With ample parking, excellent street visibility, and easy accessibility, this versatile space is ready for its next chapter. Whether you're looking to expand your commercial portfolio or establish a flagship retail presence, this property offers unmatched potential and location advantages. Endless possibilities - schedule your private tour today!

15 Orange St Unit STE 222, New Haven

$225,000
3 Beds 2 Baths 24103466 MLS
First time on the market in 47 years! This well-loved, classic Colonial has been owned by the same family for generations and is ready for its next chapter. With 3 bedrooms, 1.5 baths, and nearly 1,400 sq ft of living space, this home offers tremendous potential for the savvy buyer or investor. The layout includes a spacious living room, formal dining area, and generous bedrooms with original details throughout. While the property does need updates and repairs, it's a solid canvas with great bones. Situated on a manageable lot in New Haven's Hill neighborhood, just minutes from downtown, Yale, hospitals, and highways. With some vision and renovation, this could be a fantastic opportunity to build equity or create your dream home. Being sold as-is. Don't miss your chance to bring this home back to life!

26 Lamberton St, New Haven

$699,000
1 Baths 24099805 MLS
This property, formerly a gas station, is currently being utilized as an auto repair shop and used car dealership. It is situated at the intersection of Quinnipiac Avenue and Essex Street. The business license is available with the sale with Buyer completing needed State documents.. The property is environmentally compliant, and environmental reports are attached. The property comprises two parcels: 1096 Quinnipiac Avenue, which occupies 0.43 acres, and the adjacent lot, which covers 0.65 acres. The total land area is 1.08 acres. The property features ample parking space, capable of accommodating approximately 200 vehicles. This property would be suitable for towing companies, rental car companies, contractors and equipment storage. The property is enclosed with a chain link fence. Two buildings are situated on the property. The first building, with an approximate area of 2800 square feet, features two lifts, a pit, six overhead doors, and a half bathroom. (Door sizes are provided in the attachments.) As a bonus the upper level offers a 1 bdrm apt available as a rental for additional income. The building is heated by gas and has an industrial air compressor piped through it. The second building, with an approximate area of 840 square feet, has two overhead doors, a small office, and a bathroom. It is heated and features second-floor storage (a loft with pull-down stairs).

1096 Quinnipiac Ave, New Haven

$2,250,000
5 Beds 5 Baths 24042237 MLS
Ideal property for a 1031 Exchange! 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 entrance off Sherman Avenue. 1455 Chapel has 71 feet of frontage on Chapel Street. Property is currently a mixed use offering with 2,016 sf of office space on the first floor complimented by 4,327 sf of residential space on the two floors above. Perfect opportunity for parking as both parcels currently boast a total of 52 parking spaces. Other uses might include a "walk-thru restaurant catering to the thousands of Yale Medical employees and millions of in and out patients seen by Saint Raphael's and Yale. Maybe a food truck park satisfy the impressive level of traffic looking to eat as well as park? Possibilities are endless given the foot and car traffic. Price, acreage and taxes all reflect both parcels. Please watch and listen to the video.

1455 Chapel St, New Haven

$1,950,000
6 Beds 8 Baths 24127300 MLS
Welcome to 86-88 Cove Street, a rare direct waterfront four-unit building in New Haven's Cove neighborhood. This well positioned property offers a unique opportunity for both investors and owner-occupants seeking a strong income-producing asset and may be best served as a short term rental due to it's proximity to event spaces and downtown New Haven. Units feature beautiful hardwood floors, forced hot air with central air conditioning for year-round comfort, and private balconies overlooking the water and fireplaces. Bathrooms in the units have all been remodeled. 88A and 86A units have been remodeled. The building also includes a four-car garage, providing valuable parking and storage space. With its combination of location, character, and water frontage, this property is a standout multi-family offering on the market today. Seller financing available 10% down at 5% IO.

86-88 Cove St, New Haven

$669,000
2 Beds 3 Baths 24125834 MLS The Lofts At 91 Church BLDG.
Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where historic charm meets modern luxury. This stunning, one-of-a-kind loft condominium is part of a 2015 build-out within an early 1900's building, offering the perfect blend of classic architecture and contemporary design. This fabulous unit features soaring ceilings, expansive open-concept design, and refined finishes throughout. The oversized Great Room features 21' ceilings, palladian windows with electric shades, and original brick walls. The sleek open Kitchen features quartz countertops, brand new stainless steel appliances, and a stylish breakfast bar - perfect for entertaining or quiet mornings at home. The main-level Bedroom has a large closet plus a private Full Bathroom. A huge Ipe deck offers terrific outdoor space from both the Great Room and the main Bedroom. Upstairs, an open loft area makes an ideal 2nd Bedroom, guest room, office, or bonus space; it offers more closet space and a 2nd Full Bathroom. Additional highlights include in-unit laundry, engineered hardwood floors, Thermopane windows, central air conditioning, elevator access, guest Half Bathroom, and a 206 sq ft private storage area in basement. Ideally located near the New Haven Green, Wooster Square, Yale University, and Yale New Haven Hospital, this exceptional condominium offers a peaceful retreat in the heart of the city! Annual District Tax $717.60

New Haven

$1,995,000
5 Baths 24081517 MLS
We are pleased to offer this well-maintained Industrial facility, that also offers potential for adaptive reuse to residential. PROPERTY HIGHLIGHTS Fully Sprinklered, Wet System Heating: Main System, Oil Fired, Gas units in Warehouse 400 amp, 3 Phase Electrical Service Built in 1919, Very Well Maintained Freight Elevator PROPERTY SUMMARY Lot Size: .77 Acre / Building Ceiling Height-Varies 10' to 12' Masonry Construction Zone: RM-1 3 Parcels Included: 373 Lexington Avenue: .77-acre site improved with a 32,643 sf one to two story masonry factory / warehouse building constructed in 1919, the addition was constructed in the 70's. The 1st floor totals 19,240 SF including the 6,000 sf single story warehouse with overhead doors and dock. 2 Additional Parcels: Lexington Avenue: .09 Acre site Land (Potential for Future Parking), 82 East Grand Avenue: .12 Acre site-land (Potential for Future Parking)

373 Lexington Ave, New Haven

$649,000
2 Beds 3 Baths 24125831 MLS The Lofts At 91 Church BLDG.
Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where historic charm meets modern luxury. This stunning, one-of-a-kind loft condominium is part of a 2015 build-out within an early 1900's building, offering the perfect blend of classic architecture and contemporary design. This fabulous unit features soaring ceilings, expansive open-concept design, and refined finishes throughout. The oversized Great Room features 26' ceilings, palladian windows with electric shades, and original brick walls. The sleek open Kitchen features quartz countertops, brand new stainless steel appliances, and a stylish breakfast bar - perfect for entertaining or quiet mornings at home. The main-level Bedroom has a large closet plus a private Full Bathroom. Upstairs, an open loft area makes an ideal 2nd Bedroom, guest room, office, or bonus space; it offers more closet space and a 2nd Full Bathroom. Additional highlights include in-unit laundry, engineered hardwood floors, Thermopane windows, central air conditioning, elevator access, guest Half Bathroom, and a 210 sq ft private storage area in basement. Ideally located near the New Haven Green, Wooster Square, Yale University, and Yale New Haven Hospital, this exceptional condominium offers a peaceful retreat in the heart of the city! Annual District Tax $691.54

91 Church St Unit 3, 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 $121,800 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

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