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29 Nicoll St, New Haven
$1,010,000
11 Beds ⋅ 4 Baths ⋅ 24163180 MLS
Well-maintained East Rock four-family, ideal for an owner-occupant or investor. The first and second floor units each offer 3 bedrooms, updated bathrooms, private laundry rooms, and hardwood floors throughout. The third floor features an open-concept layout with 2 large bedrooms and in-unit laundry. A newly renovated lower level was just completed with all permits closed. This 3-bedroom unit showcases quartz countertops, stainless steel appliances, tile flooring, and is currently vacant-perfect for an owner-occupant or additional rental income. Additional updates include a newer roof (2020) and new heating systems for the first floor and basement units. Conveniently located just a short walk to the shops and restaurants on State Street, East Rock Park, and more.

29 Nicoll St, New Haven

590 Whitney Ave, New Haven
$1,005,000
7 Beds ⋅ 3 Baths ⋅ 24191184 MLS
Welcome to this well maintained three family home in the heart of East Rock, New Haven's renowned Pizza Capital. Ideally located just minutes from downtown New Haven, Yale University, Southern Connecticut State University, Quinnipiac University, the University of New Haven, and I95, this property offers convenience for both owner occupants and investors alike. The first and second floor units each offer 2 bedrooms and 1 full bath, featuring hardwood floors throughout, oversized windows, charming stained glass accents, and elegant pocket doors. The second floor unit also includes a covered balcony, perfect for relaxing outdoors. The third floor has been completely renovated from top to bottom and features 3 bedrooms and 1 full bath. The brand new kitchen offers shaker cabinets, stainless steel appliances, and a center island, while the updated bathroom includes a floating vanity, full glass walk in shower, and ample storage. This unit also features the convenience of a dedicated laundry room with a brand new washer and dryer. Additional highlights include a full basement with shared laundry and plenty of storage space, along with a paved driveway providing 5 dedicated off street parking spaces.

590 Whitney Ave, New Haven

329 Alden Ave, New Haven
$1,000,000
5 Beds ⋅ 4 Baths ⋅ 24188743 MLS
An absolute Westville treasure! This home, known as the Frederick Penny House is a Queen Anne Renaissance Revival and has been extensively renovated and restored to its original glory. The home boasts 5 bedrooms, including 2 primary suites, 3 other bedrooms, and 3.5 updated baths with climate control showers. A grand entryway has a magnificent mohogany staircase, arched entryways, original woodwork and moldings, beautifully maintained hardwoord floors and high ceilings.The Living Room and the Family Room with built ins and reading nooks, both have fireplaces. Spacious dining room off the butlers pantry with wine fridge. The fully renovated kitchen has an island, granite countertops and stainless steel appliances and door to access the private deck. 2nd floor of the home has 4 large bedrooms (one with full en suite bath) and a renovated full bath off the hallway. 3rd floor has the beautiful primary suite with full bath containing a soaking tub and climate control shower. Large walk-in closet that can also serve as a dressing room. Full laundry Room with sink is located in the basement, which is finished. Newer gas furnace, central air and roof. Huge level backyard and two car detached garage round out this spectacular home. This home has been beautifully renovated to preserve its historic charm and remains one of the last homes of its kind that has not been converted into a multi-family residence. Photos will be uploaded soon!

329 Alden Ave, New Haven

2095 Chapel St, New Haven
$1,000,000
7 Beds ⋅ 6 Baths ⋅ 24176570 MLS
A Westville Legacy offered for the first time in over four decades. This distinguished residence features 6-8 bedrooms, 7 bathrooms, 5,342 sq ft (lower finished level offers an additional 1,339 sq ft,) complete with an elevator, comfortably accommodating three people which transports from the attached three car garage to both floors. The property stands on one of Westville's most coveted tree-lined street located close to Hopkins, houses of worship, Yale Bowl, and minutes to Yale. Long the backdrop for elegant gatherings and milestone celebrations, this much loved home embodies a rare combination of architectural presence, expansive living spaces and remarkable flexibility within the rooms. This very rare majestic house brings many items on your wish list including; an elevator, central air, a gas generator, new roof (2024), over 70 new windows (2018), 3 fireplaces, front and back staircases, a separate upstairs wing perfect for guests or au-pair, security system and an attached three car garage. Additionally, a walk-up unfinished attic with a skylight and cathedral ceiling waiting to be transformed into a magical space. The grand first floor begins with a magnificent foyer highlighted by a high ceiling and master woodwork. It is surrounded by a palatial formal living room with a commanding fireplace and walls of windows with a bay window overlooking the majestic terraced grounds sheathed with mature trees for privacy. The formal dining room accommodates 12-20 people

2095 Chapel St, New Haven

816 Orange St, New Haven
$996,000
8 Beds ⋅ 5 Baths ⋅ 24167350 MLS
816 Orange Street, New Haven - Exceptional Three-Family Investment Opportunity Welcome to 816 Orange Street, a rare opportunity to own a spacious and well-positioned three-family property in one of New Haven's most sought-after neighborhoods. Perfect for investors or owner-occupants alike, this oversized multi-family offers strong income potential with the added benefit of long-term appreciation. Each unit features generous layouts with multiple bedrooms, abundant natural light, and classic architectural details that reflect the character and charm of New Haven living. The property boasts high ceilings, large windows, and flexible floor plans ideal for today's rental market. Situated on a sizable lot, the home includes off-street parking and outdoor space-an added a perk for tenants. Separate utilities provide ease of management, while the building's scale and layout make it an ideal candidate for value-add improvements. Located just minutes from downtown, Yale, and neighborhood shops and restaurants. Whether you're expanding your portfolio or looking for a live-in investment, 816 Orange Street delivers on location, size, and potential. Don't miss this prime multi-family opportunity in the heart of New Haven.

816 Orange St, New Haven

525 Whitney Ave, New Haven
$975,000
6 Beds ⋅ 5 Baths ⋅ 24177279 MLS
Welcome to this meticulously maintained legal four-family property located in the heart of New Haven's highly desirable East Rock neighborhood and within the sought-after Worthington Hooker School district. Combining strong investment potential with upscale owner-occupant living, 525 Whitney Avenue is a standout opportunity in one of the city's most prestigious areas. The spacious first-floor unit features 3 bedrooms and 2 bathrooms, soaring ceilings, newly refinished hardwood floors, and a cozy fireplace. One bedroom and bath include a private entrance, creating flexibility for a primary suite, in-law setup, or home office. The upper levels include two 1-bedroom apartments and a large 2-bedroom unit, all occupied by long-term tenants. Recent improvements include new flat roofs and renovated exterior stairs, making this a true turnkey property. Additional highlights include a 2-car garage, four off-street parking spaces, and direct access to the Yale Shuttle and bus lines. Conveniently located near Yale University, Downtown New Haven, parks, restaurants, and local amenities. Schedule your private showing today!

525 Whitney Ave, New Haven

85-87 Bishop St, New Haven
$960,000
4 Beds ⋅ 4 Baths ⋅ 24159177 MLS
Two extremely well maintained two-family homes on one lot in the East Rock section of New Haven. The first building located at 87 Bishop St has two spacious one bedroom, 1 bath apartments. The 1st floor was recently updated and has a large living room, updated kitchen, a spacious bedroom with walk-in closet, and a renovated bathroom with in unit laundry. The second-floor unit has an updated kitchen with laundry, a spacious living room, a sun-drenched bedroom with a large closet and a remodeled tile bathroom. The building in the back of the lot was built in 2006 and is two townhouse style lofted one bedroom apartments. Each unit has a private entrance, a very rare attached garage, and private in unit laundry. The second level features a spacious living room with vaulted ceilings, remodeled kitchen and tile bath. A spiral staircase leads to a lofted bedroom. Each unit features a private patio space in rear of unit. Both buildings have replacement windows, separate utilities, and gas heat. Large asphalt driveway with off street parking for at least 4 cars! This is truly a rare find!

85-87 Bishop St, New Haven

46 Foster St, New Haven
$958,000
7 Beds ⋅ 3 Baths ⋅ 24166764 MLS
Beautifully maintained two family home in prime East Rock location. Ideal property for either an owner occupant or an investor. This house has a perfect blend of original details combined with modern updates and had lots of character. The first floor apartment has 5 rooms with a large living room, dining room, 2 good size bedrooms and nicely updated kitchen and bathroom. There is a stackable washer and dryer in the unit. The combined second and third floor unit is a wow! Natural sunlight flows through the apartment. The good-sized living room has a delightful room off it that is ideal for a study. There is a dining room, nicely updated kitchen and laundry area, two bedrooms and a bath on this level. The third floor offer three additional large bedrooms, plus an open family room and a renovated bathroom. There are two newer gas boilers and gas hot water heaters, updated electric, replacement windows, vinyl siding and excellent maintenance throughout. The delightful backyard is nicely landscaped and is a perfect spot for relaxation and gardening. The outstanding location is close to neighborhood cafes and markets, Yale Shuttle, East Rock Park and is eligible for the Yale Homebuyers Program. It's a beauty.

46 Foster St, New Haven

117 Nicoll 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

95 Clark St, New Haven
$921,000
5 Beds ⋅ 3 Baths ⋅ 24161922 MLS
Just what you have been waiting for! Only two houses in from Orange Street with its' vibrant stores and coffee shops sits this well maintained south facing 5 Bedroom 2.5 bath Colonial. The entrance foyer opens directly into the sun filled Living Room with high ceilings. The Dining Room is directly off of the remodeled expanded kitchen with appliances that features large windows that overlook the spacious Trex deck and fenced in private landscaped lot. The first floor also offers a cozy den and a conveniently located half bath and laundry. Three second floor bedrooms include a two-room (18'x13' and 14'x14') primary bedroom suite, with ample closets and a full bath with stall shower. These combined rooms make for a quiet bedroom at the back of the house plus a nursery / study. There are two additional 3rd floor bedrooms and great storage. Maintenance free siding and replacement thermopane windows. One car garage. Economical gas heat too.

95 Clark St, New Haven

194 Canner St, New Haven
$920,000
5 Beds ⋅ 3 Baths ⋅ 24157214 MLS
This charming bright 1910 East Rock treasure is a classic and is filled with character and personality. Wonderful period details include columns, original woodwork and HW floors. The living room has a wood burning fireplace and French doors that lead to a peaceful side porch. The dining room offers built-in shelving and a large opening to the spacious renovated kitchen, which boasts lots of storage and workspace and has a wall of south facing windows that overlook the spacious backyard. There is a full bath on this floor. The second level has a primary bedroom with a small, private- feeling office off of it. In addition, there are two more bedrooms and a full bath. Two more bedrooms and a small study alcove are on the third level. There is a two car garage and a lovely yard with mature plantings and perennials. The great location is close to neighborhood markets and cafes, East Rock Park, Hooker School, Yale and downtown New Haven. This friendly house has a comfortable, easy feeling.

194 Canner St, New Haven

479 Orange St, New Haven
$913,000
6 Beds ⋅ 4 Baths ⋅ 24154779 MLS
East Rock three family in a prime location - steps from gourmet markets, SOM, and Downtown NH & Yale! The first-floor features 2 apartments: a large 1 bedroom with private entrance, decorative fireplaces, bowed window, high ceilings, hardwood floors, eat in kitchen with island, large bedroom & partially renovated tile bath plus a rear studio apartment in mint condition with newer hardwood floors. The studio offers a large living space with great natural light & renovated kitchen with breakfast bar. Sliding doors open to a private deck overlooking the backyard. The 2nd & 3rd floors form a spacious 4-bedroom, 2 bath townhouse. The main level features a large living room, private sun porch, two bedrooms, tile bath & a new kitchen with white cabinets, S/S appliances, recessed lighting, granite counters, and slider to a small deck. The upper level offers two additional bedrooms with wood floors, good closet space &partially renovated tile bath. Well-maintained building with separate utilities & coin-op laundry in the basement. Fully leased & ready to be your next investment with over $88,000 of income coming in!

479 Orange St, New Haven

14 Eld St, New Haven
$900,000
3 Beds ⋅ 2 Baths ⋅ 24162759 MLS
This East Rock Greek Revival home is filled with charm and character. A rocking chair front porch makes you feel a part of the neighborhood. French doors from the foyer lead to a lovely living room with a large window overlooking the streetscape. There are another set of French doors to another room that can be used as an additional living room or it can be a formal dining room. There is a gas fireplace with and another large window that overlooks a garden area and is perfect nook for reading and relaxing. The amazing kitchen has great work and storage space plus a large dining area with a built-in china cabinet. It's a room everyone will want to congregate in. The renovated half bath on this floor has beadboard walls. Upstairs the primary bedroom has a delightful seating area and a super walk-in closet. There are two additional bedrooms and an update full bath on this level. The star of this house is the backyard. The yard has been lovingly planted with many perennials and shrubs and it feels like another "room" with a slate patio, grass area and it even has a garden shed. The amazing location is so close to neighborhood shops and cafes, Yale, YNHH and downtown New Haven. The surprise of this house lies within and you'll definitely be pleased!

14 Eld St, New Haven

84 Alden Ave, New Haven
$896,000
4 Beds ⋅ 3 Baths ⋅ 24182433 MLS
Stunning Colonial with over 3,000 sq ft of living space move-in-ready with 4 bedrooms and 2.5 baths. With incredible curb appeal, the allure continues inside. A true center hall colonial, the grand entrance is flanked by the living room and dining room. The living room runs from the front to the back of the house and has a brick fireplace with an intricate wood mantle, and French doors that lead to a fantastic porch. The dining room has a built in bench with a set of windows, and an original built in china cabinet. The kitchen is truly a WOW. It was gutted and redone last year with Quartz counters, semi custom cabinetry, checkered tile floors, stainless appliances, and a farm sink. The main level is finished with a new half bath and a mudroom featuring custom built ins, that leads to the backyard. The second floor has four spacious bedrooms with beautiful hardwood floors, painted wood trim and a full bathroom with a separate shower and tub. A freshly painted bonus room on the third floor has built in bookshelves, and would be perfect for an office. Finished basement with laundry room, remodeled tile bath and bonus space that could be a family room, gym or play room. Newer gas boiler and split systems for AC. Spectacular backyard with a patio, raised beds, a playset, and a one-car garage. This house is truly in meticulous shape and will not last long!

84 Alden Ave, New Haven

832 State St, New Haven
$895,000
3 Beds ⋅ 3 Baths ⋅ 24162153 MLS
Prime 3,489 sq ft mixed-use building on vibrant State Street in the East Rock section of New Haven. The main level of the building features a stylish commercial space plus a one-bedroom apartment, both currently leased to a well established and successful business. The remodeled commercial space has high ceilings and huge windows with great visibility for passersby. The one-bedroom apartment offers a spacious eat-in kitchen, a large bedroom, and a full bath. The second floor has a 1,182 sq ft two-bedroom, one-bath apartment currently used as a pizza themed Airbnb. The apartment features a formal living room, a large dining room, a remodeled kitchen with laundry, and a renovated bathroom. The third floor offers incredible expansion possibilities with a bonus ~1000 SQ ft of living space, including 2 finished rooms as bedrooms and extra space that could be used as an additional living space. The space could be combined with the second floor to make a massive 4-5 bedroom unit. Separate gas boilers for each unit, separate electricity with a house meter and replacement windows. Shared driveway with 4 parking spaces plus a patio. This is truly a superb investment opportunity! The sale only includes the building. The business is not for sale.

832 State St, New Haven

21 Anderson St, New Haven
$880,000
5 Beds ⋅ 3 Baths ⋅ 24167026 MLS
East Rock living at its best! Set in one of New Haven's most sought-after neighborhoods, within the Worthington Hooker School District and eligible for the Yale Homebuyer Program, this home truly checks every box and then some. The exterior has been freshly painted, and there is a brand-new roof as of April 2026. Step inside to a spacious living room that flows into an updated kitchen open to the dining area, making the main level feel as comfortable for everyday life as it does for entertaining. A first-floor bedroom and full bath add flexibility, perfect for a home office or guest room. Upstairs, an additional living space sits at the center of the second floor, alongside two generously sized bedrooms, a walk-in closet, a smaller bedroom or office, and a second full bath. A walk-up attic offers real expansion potential - finish it as a primary suite, studio space, or use it for storage! The lower level is partially finished with a private entrance, a full bath with a jetted tub, and functions as a 5th bedroom or guest suite. The backyard - offering great flow from the kitchen/dining area - is fully fenced with stone walkways and a patio, perennial gardens, raised beds, a hot tub, and a basketball court! This is one of the rare, oversized backyards you'll actually use year-round. Walk to East Rock Park, the neighborhood's best restaurants, cafes, the brewery, and the gym in just minutes. All on a quiet, one-way side street. This is the community vibe you've been waiting for!

21 Anderson St, New Haven

224 Huntington St, New Haven
$877,000
6 Beds ⋅ 3 Baths ⋅ 24156472 MLS
Incredible three-family home in a fabulous Prospect Hill/East Rock location - perfect for investors or owner-occupants. This massive building offers 3814 sq ft of living space across three well-maintained, sun-filled apartments. The 1st floor apartment features a rare six-room layout with hardwood floors throughout, two large bedrooms & a tiled full bath. It includes a formal living room with fireplace, a spacious dining room with detailed woodwork, a sun porch ideal for an office & a remodeled eat-in kitchen with light wood cabinetry & granite countertops. The 2nd floor apartment offers the same layout as the first, but with a more modern kitchen featuring cherry wood cabinets, tile flooring, S/S appliances & an island. The stylish 3rd floor apartment has a sun-drenched living room with vaulted ceilings & a fireplace, plus a cozy nook perfect for an office. A dining area with lovely views opens through glass doors & leads to a fully appliance kitchen. This unit can function as a large one-bedroom with office or as a two-bedroom. The building is very well maintained, with vinyl siding, a mid-aged roof & vinyl replacement windows. Additional features include a large basement with storage & laundry, with gas & electric separately metered. Outside, enjoy a large backyard with deck, a two-car garage & additional off-street parking for three cars. Steps from Albertus Magnus College, parks & on the Yale Shuttle line. This property truly has it all.

224 Huntington St, New Haven

81 Church St Unit 5E, New Haven
$875,000
2 Beds ⋅ 2 Baths ⋅ 24154835 MLS ⋅ Johnson Simons Condominium BLDG.
True luxury penthouse in the sought-after Johnson Simons building in Downtown New Haven, steps from Yale, the hospital, and fantastic boutiques & restaurants. This extraordinary 2300+ sq ft architect-designed condo wows with its soaring ~40 ft ceilings, exposed brick walls & striking style. The open-concept living area is an entertainer's dream - anchored by a sleek state-of-the-art kitchen straight out of a magazine. With a dramatic waterfall island with marble, Wolf induction stove and oven, Subzero fridge, and custom cabinetry with professional lighting- it's truly a chef's kitchen. Adjacent to the kitchen is a pantry with cabinetry and a Miele washer & dryer. The living room has incredible natural light through a ceiling-wide skylight, hardwood floors & whitewashed brick walls. A spiral staircase leads to a contemporary loft, an ideal space for a home office or flex space. The opposite side of the condo includes a family room with exposed wood rafters and a gas fireplace that opens to the balcony. The primary suite has a spa-like bathroom with radiant floors, and there is a second contemporary bedroom and a remodeled full bath. Smart features including lighting and blinds. Incredible expansion possibilities with huge ~900 unfinished attic space and rights to a portion of the rooftop to design and build your dream outdoor space. Gas heating, central AC and a private storage room in the basement. A condo of this magnitude never comes on the market!

81 Church St Unit 5E, New Haven

508 Yale Ave, New Haven
$851,000
6 Beds ⋅ 3 Baths ⋅ 24160835 MLS
Superb craftmanship, attention to detail and outstanding woodwork are found in this extraordinary Westville Arts and Crafts style home. From the moment you enter you'll be enveloped by beauty, char, and warmth. The front porch is a perfect place to greet friends and neighbors. A welcoming entry hall with a lovely turned staircase leads to a bookcase lined library with a window seat perfect for snuggling with a book. The large beamed ceiling living room has a fireplace and a wide opening to the dining room. Both the living and dining rooms has glass French doors leading to an incredible heated sunroom with walls of windows and wainscoting on the walls and ceiling. The updated well designed eat-in kitchen has excellent work and storage space, granite counters, SS appliances and a mudroom. A spacious second floor landing leads to 4 corner rooms. The primary bedroom offers a fireplace and a Jack and Jill half bath connecting to another bedroom. There are two more bedrooms on this level, both with built-ins. 2 additional rooms with built-in bookcases are on the third floor. They're ideal for study's or bedrooms. The outstanding location near Westville Village, Edgewood Park, restaurants and cafes, library, places of worship, Hopkins School and a seasonal weekly farm market. There is easy access to Yale, downtown New Haven and highways. this pristine home is a joy to behold. It's a must see!

508 Yale Ave, New Haven

178 Bradley St, New Haven
$850,000
2 Beds ⋅ 2 Baths ⋅ 24154841 MLS
Built in 1850 and expanded later, this East Rock home is a walkers paradise steps from gourmet markets & restaurants, Downtown & Yale! At 2116 SQ FT with 2 bedrooms & 2 baths, the house has endless potential to make it your own! An entryway leads to a two room living room with beautiful hardwood floors, wood trim & molding an original fireplace with gas insert. The fully appliance kitchen has white cabinetry, ample cabinet/counter space and gas for cooking. The kitchen opens to a sunny dining room with a separate butlers pantry, and a den/music room with a slider for easy access to enjoy the private yard & bluestone patio. A remodeled tile bathroom with a glass shower is also on the 1st floor. The 2nd floor has a large primary bedroom with vaulted ceilings, exposed wood beams, and three sides of windows, and a second bedroom with two closets. Next is a fantastic bonus living space with extra closets, skylights and exposed brick - perfect for a family room, office, exercise room or a combination of all 3. Last, there is a remodeled bath with shower and a separate bathtub, and a rare second floor laundry room. Gas heat, mini split for AC, and a huge basement. The large backyard is a hidden oasis with patios for sitting and a canvas for gardeners. Truly a wonderful home!

178 Bradley St, New Haven

119 Westwood Rd, New Haven
$847,500
4 Beds ⋅ 4 Baths ⋅ 24182423 MLS
Old world charm meets modern updates in this stunning Westville Colonial! The 3681 sq ft home has 5 bedrooms and 3.5 renovated bathrooms. An open entryway with foyer showcases a beautiful wood staircase. To the right is a bright and sunny living room with wood beams and high ceilings, and on the left, a dining room with fireplace and stylish wallpaper. Huge custom designed eat in kitchen with checkered marble tile floors, Venetian plaster walls, marble island, 5 burner gas stove and a slider that leads to a terrace overlooking yard. There is also a breakfast room for informal dining, a remodeled half bath and a laundry room. The first floor is finished off with a bonus room perfect for an office or den. The second floor features an amazing primary suite with new hardwood floors, recessed lighting, two large closets and an incredible remodeled primary bath with double sinks, soaking tub and incredible tiled shower with glass door. There are 4 additional bedrooms and 2 more remodeled baths. Walk up attic for storage and expansion possibilities. The house is in amazing condition with new central air, newer gas heating system, roof, and new windows. Two car garage, newer driveway with pavers and a nice yard with room for gardening. Great location for walking to coffee shops, Westville Village and a short drive/bike ride to Downtown New Haven & Yale.

119 Westwood Rd, New Haven

216 Saint John St, New Haven
$840,000
4 Beds ⋅ 3 Baths ⋅ 24167673 MLS
Wooster Square Showpiece - Fully Renovated Inside & Out Welcome to 216 Saint John Street, a completely restored antique Colonial set on a prime corner lot in the heart of Wooster Square. This true top-to-bottom renovation blends historic charm with modern luxury, offering four bedrooms, three full bathrooms, three fireplaces, and wide plank flooring throughout. No detail was overlooked - featuring brand new central air, all new windows, a full exterior repaint, and a custom-designed kitchen with an island, quartz countertops with a full-height backsplash, and GE Cafe white appliances. All three bathrooms are newly built with tile shower enclosures, brass finishes, and custom lighting. The main level offers a spacious living room, sitting area, open kitchen, and a first-floor bedroom. Upstairs, an open landing leads to a private primary suite with a balcony and two additional bedrooms. Outdoor highlights include brick walkways, iron fencing, multiple entertaining areas, and a side patio with potential for off-street parking. Located just steps from Wooster Square Park, the farmer's market, and New Haven's famous "Pizza District," including Frank Pepe's and Sally's, with quick access to Yale, downtown, and Union Station. Eligible for the Yale Homebuyer Program. A fully restored Wooster Square gem - move-in ready and not to be missed.

216 Saint John St, New Haven

89 Sherland Ave, New Haven
$835,000
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

219 Dwight St, New Haven
$809,000
8 Beds ⋅ 3 Baths ⋅ 24164814 MLS
Investment opportunity in the heart of Downtown New Haven steps from Broadway & Yale, with an incredible rent roll of $8,172 per month. The first floor is a 1,154 sq ft, two-bedroom, one-bath apartment currently leased for $2,173 per month. The unit has an open layout with a spacious living & dining area featuring wood floors and an exposed brick chimney. Kitchen with stainless steel appliances, light wood cabinetry and ample counter and cabinet space. There are two bedrooms with a partially updated bathroom. The second & third floor unit is a massive 6 bedroom, 2 bath apartment currently rented for $5,999 per month. The main level has a sunny living room, a large eat in kitchen, 4 bedrooms, and 1 bathroom. And the third floor offers two additional bedrooms with vaulted ceilings, a bathroom, and a second living space with skylights. Big bonus: a private backyard with patio! The building has separate utilities (gas & electric), new roof (2025), one new furnace and most of the windows have been replaced.

219 Dwight St, New Haven

17 Pearl St, New Haven
$800,000
7 Beds ⋅ 3 Baths ⋅ 24168512 MLS
MUST SEE!! Incredible opportunity to acquire this centrally located property in scenic East Rock. This two-family property consists of 3,400 sqft over three floors with large floor plans on the first and second floors. The house boasts a flexible floor plan, ideal for owner-users or investors. The first and second floor apartments feature large 6-room layouts. There are hardwood floor throughout, with 2-3 bedrooms and a full bath in each unit. The second and third floor can be combined to create a 2,100+ sqft townhouse style apartment with a master suite, while collecting additional income from the first floor apartment. This property is steps from the Yale University campus, and is surrounded by popular retail, coffee shops, and restaurants on both Orange and State street.

17 Pearl St, New Haven

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