857 properties for sale in Wooster Square

Chestnut St
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House · for sale
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Chestnut St
Wooster Square
· 3,886 sq.ft · 4 Bedrooms · 4 Baths · House
Wooster Square · 3,886 sq.ft · 4 Bedrooms · 4 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Saint John St, New Haven, Home For Sale
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House · for sale
USD 1,200,000
USD 502/sq.ft
New
Saint John St, New Haven, Home For Sale
Wooster Square
· 2,390 sq.ft · 5 Bedrooms · 4 Baths · House
Wooster Square · 2,390 sq.ft · 5 Bedrooms · 4 Baths · House
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 fou
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 fou
USD 1,200,000
Wooster St Apt,new Haven, Home For Sale
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House · for sale
USD 274,000
USD 249/sq.ft
New
Wooster St Apt,new Haven, Home For Sale
Wooster Square
· 1,098 sq.ft · 3 Bedrooms · 2 Baths · House
· Deck · Equipped kitchen · Parking
Wooster Square · 1,098 sq.ft · 3 Bedrooms · 2 Baths · House · Deck · Equipped kitchen · Parking
Experience modern living in the heart of historic Wooster Square. This stunning 3-bedroom, 1.1-bathroom townhome was fully renovated in 2016, taken down to the studs to ensure modern comfort and efficiency. The main level features a seamless, open-concept floor plan where the designer kitchen by Bender flows effortlessly into the living and dining areas-perfect for entertaining. Step through sliders from the living space onto a private, fenced-in deck area, your own personal outdoor retreat. Upstairs, you will find three versatile bedrooms, ideal for family, guests, or a dedicated home office. The lower level provides extensive storage with excellent potential to be finished into additional living space. Monthly HOA covers heat, hot water, water, grounds maintenance, snow removal, trash, and property taxes. Parking is conveniently located just steps from the front door of this unit. This is an owner-occupied community (no rentals permitted). Enjoy an unbeatable location steps away from
Experience modern living in the heart of historic Wooster Square. This stunning 3-bedroom, 1.1-bathroom townhome was fully renovated in 2016, taken down to the studs to ensure modern comfort and efficiency. The main level features a seamless, open-concept floor plan where the designer kitchen by Bender flows effortlessly into the living and dining areas-perfect for entertaining. Step through sliders from the living space onto a private, fenced-in deck area, your own personal outdoor retreat. Upstairs, you will find three versatile bedrooms, ideal for family, guests, or a dedicated home office. The lower level provides extensive storage with excellent potential to be finished into additional living space. Monthly HOA covers heat, hot water, water, grounds maintenance, snow removal, trash, and property taxes. Parking is conveniently located just steps from the front door of this unit. This is an owner-occupied community (no rentals permitted). Enjoy an unbeatable location steps away from
USD 274,000
Wooster St Apt I, New Haven, Home For Sale
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House · for sale
USD 269,900
USD 263/sq.ft
New
Wooster St Apt I, New Haven, Home For Sale
Wooster Square
· 1,023 sq.ft · 2 Bedrooms · 2 Baths · House
· Equipped kitchen
Wooster Square · 1,023 sq.ft · 2 Bedrooms · 2 Baths · House · Equipped kitchen
Welcome to your next chapter in New Haven's iconic and historic Wooster Square! This 2-bedroom, 11/2-bath End-unit Townhome offers a wonderful opportunity to create a home that is truly your own. Inside, you'll find an Eat-in Kitchen ready for your vision, along with a Formal Living room featuring sliders to a Private Balcony-a great spot for morning coffee, evening unwinding, or enjoying the neighborhood atmosphere. As an end unit, the home offers a little extra sense of privacy, while its location puts you in the heart of one of New Haven's most beloved neighborhoods, surrounded by the character, charm, restaurants, cafes, and energy that make Wooster Square so special. A fantastic opportunity to live in one of New Haven's most distinctive neighborhoods and create a home that reflects you!
Welcome to your next chapter in New Haven's iconic and historic Wooster Square! This 2-bedroom, 11/2-bath End-unit Townhome offers a wonderful opportunity to create a home that is truly your own. Inside, you'll find an Eat-in Kitchen ready for your vision, along with a Formal Living room featuring sliders to a Private Balcony-a great spot for morning coffee, evening unwinding, or enjoying the neighborhood atmosphere. As an end unit, the home offers a little extra sense of privacy, while its location puts you in the heart of one of New Haven's most beloved neighborhoods, surrounded by the character, charm, restaurants, cafes, and energy that make Wooster Square so special. A fantastic opportunity to live in one of New Haven's most distinctive neighborhoods and create a home that reflects you!
USD 269,900
Saint John St, New Haven, Home For Sale
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House · for sale
USD 849,500
USD 218/sq.ft
New
Saint John St, New Haven, Home For Sale
Wooster Square
· 3,886 sq.ft · 8 Bedrooms · 4 Baths · House
· Parking
Wooster Square · 3,886 sq.ft · 8 Bedrooms · 4 Baths · House · Parking
This Wooster Square brick and frame 4 family is an amazing opportunity. Good size apartments, separate utilities with gas heat and hot water heaters, replacement windows, washers and dryers in each unit and off-street parking for 6 cars. The building has been well maintained. The current rents are under market value, but some updates will bring this building to its' full potential. Located in an ideal location close to Yale, YNHH, the train station and downtown New Haven
This Wooster Square brick and frame 4 family is an amazing opportunity. Good size apartments, separate utilities with gas heat and hot water heaters, replacement windows, washers and dryers in each unit and off-street parking for 6 cars. The building has been well maintained. The current rents are under market value, but some updates will bring this building to its' full potential. Located in an ideal location close to Yale, YNHH, the train station and downtown New Haven
USD 849,500
4 bedroom, New Haven CT 06511 106317331
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House · for sale
USD 875,000
USD 367/sq.ft
4 bedroom, New Haven CT 06511 106317331
Wooster Square
· 2,379 sq.ft · 4 Bedrooms · 3 Baths · House
· Cellar
Wooster Square · 2,379 sq.ft · 4 Bedrooms · 3 Baths · House · Cellar
Located in the heart of New Haven's vibrant Wooster Square neighborhood, this beautifully maintained brick multifamily property is an excellent investment opportunity. Approved by local zoning as a 4-family, currently configured as a 3-family, the property offers three beautifully renovated apartments, with the potential for a fourth unit in the basement, which has been approved by local zoning. The first-floor unit is a spacious 2-bedroom, 1-bathroom apartment currently rented at $2,375 per month on a month-to-month tenancy. The second-floor 2-bedroom, 1-bathroom unit is currently vacant, offering an excellent opportunity for an owner-occupant or investor to establish new rental income at market value. The third unit is currently rented for $1,900 per month. The property offers strong income potential with the flexibility to increase rental income through the vacant unit and approved fourth unit. Each apartment features hardwood flooring, granite countertops, updated bathrooms, and th
Located in the heart of New Haven's vibrant Wooster Square neighborhood, this beautifully maintained brick multifamily property is an excellent investment opportunity. Approved by local zoning as a 4-family, currently configured as a 3-family, the property offers three beautifully renovated apartments, with the potential for a fourth unit in the basement, which has been approved by local zoning. The first-floor unit is a spacious 2-bedroom, 1-bathroom apartment currently rented at $2,375 per month on a month-to-month tenancy. The second-floor 2-bedroom, 1-bathroom unit is currently vacant, offering an excellent opportunity for an owner-occupant or investor to establish new rental income at market value. The third unit is currently rented for $1,900 per month. The property offers strong income potential with the flexibility to increase rental income through the vacant unit and approved fourth unit. Each apartment features hardwood flooring, granite countertops, updated bathrooms, and th
USD 875,000
Miller St
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House · for sale
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Miller St
Wooster Square
· 1,356 sq.ft · 5 Bedrooms · 2 Baths · House
Wooster Square · 1,356 sq.ft · 5 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Orchard St
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House · for sale
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Updated
Orchard St
Wooster Square
· 3,940 sq.ft · 6 Bedrooms · 3 Baths · House
Wooster Square · 3,940 sq.ft · 6 Bedrooms · 3 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Russell St
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House · for sale
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Updated
Russell St
Wooster Square
· 1,076 sq.ft · 4 Bedrooms · 1 Bath · House
Wooster Square · 1,076 sq.ft · 4 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Irving St
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House · for sale
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Updated
Irving St
Wooster Square
· 2,443 sq.ft · 5 Bedrooms · 3 Baths · House
Wooster Square · 2,443 sq.ft · 5 Bedrooms · 3 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Clinton Ave
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House · for sale
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Updated
Clinton Ave
Wooster Square
· 1,711 sq.ft · 4 Bedrooms · 2 Baths · House
Wooster Square · 1,711 sq.ft · 4 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Judson Ave
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House · for sale
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Updated
Judson Ave
Wooster Square
· 3,670 sq.ft · 4 Bedrooms · 2 Baths · House
Wooster Square · 3,670 sq.ft · 4 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Ashmun St
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House · for sale
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Updated
Ashmun St
Wooster Square
· 1,485 sq.ft · 4 Bedrooms · 2 Baths · House
Wooster Square · 1,485 sq.ft · 4 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
County St
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House · for sale
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Updated
County St
Wooster Square
· 2,863 sq.ft · 6 Bedrooms · 2 Baths · House
Wooster Square · 2,863 sq.ft · 6 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Sherman Pkwy
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House · for sale
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Sherman Pkwy
Wooster Square
· 1,335 sq.ft · 4 Bedrooms · 1 Bath · House
Wooster Square · 1,335 sq.ft · 4 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Lexington Ave
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Condo · for sale
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Updated
Lexington Ave
Wooster Square
· 1,109 sq.ft · 2 Bedrooms · 1 Bath · Condo
Wooster Square · 1,109 sq.ft · 2 Bedrooms · 1 Bath · Condo
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Norton St
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House · for sale
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Norton St
Wooster Square
· 3,175 sq.ft · 6 Bedrooms · 3 Baths · House
Wooster Square · 3,175 sq.ft · 6 Bedrooms · 3 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Pine St
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House · for sale
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Pine St
Wooster Square
· 4,424 sq.ft · 5 Bedrooms · 3 Baths · House
Wooster Square · 4,424 sq.ft · 5 Bedrooms · 3 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Farren Ave
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House · for sale
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Farren Ave
Wooster Square
· 2,357 sq.ft · 6 Bedrooms · 2 Baths · House
Wooster Square · 2,357 sq.ft · 6 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Russell St
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House · for sale
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Updated
Russell St
Wooster Square
· 1,066 sq.ft · 3 Bedrooms · 1 Bath · House
Wooster Square · 1,066 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Summit St
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House · for sale
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Updated
Summit St
Wooster Square
· 1,485 sq.ft · 3 Bedrooms · 1 Bath · House
Wooster Square · 1,485 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Summit St
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House · for sale
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Updated
Summit St
Wooster Square
· 1,238 sq.ft · 3 Bedrooms · 1 Bath · House
Wooster Square · 1,238 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Saint Ronan St
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House · for sale
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Saint Ronan St
Wooster Square
· 3,950 sq.ft · 4 Bedrooms · 2 Baths · House
Wooster Square · 3,950 sq.ft · 4 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Clifton St
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House · for sale
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Updated
Clifton St
Wooster Square
· 1,496 sq.ft · 4 Bedrooms · 2 Baths · House
Wooster Square · 1,496 sq.ft · 4 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Orchard St
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Condo · for sale
Request Details
Updated
Orchard St
Wooster Square
· 1,302 sq.ft · 2 Bedrooms · 1 Bath · Condo
Wooster Square · 1,302 sq.ft · 2 Bedrooms · 1 Bath · Condo
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Front St
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Condo · for sale
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Updated
Front St
Wooster Square
· 603 sq.ft · 1 Bedroom · 1 Bath · Condo
Wooster Square · 603 sq.ft · 1 Bedroom · 1 Bath · Condo
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Downing St
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House · for sale
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Updated
Downing St
Wooster Square
· 3,778 sq.ft · 6 Bedrooms · 4 Baths · House
Wooster Square · 3,778 sq.ft · 6 Bedrooms · 4 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
E Pearl St
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House · for sale
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E Pearl St
Wooster Square
· 3,100 sq.ft · 6 Bedrooms · 3 Baths · House
Wooster Square · 3,100 sq.ft · 6 Bedrooms · 3 Baths · House
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
Request Details
Perkins St
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House · for sale
Request Details
Updated
Perkins St
Wooster Square
· 1,485 sq.ft · 4 Bedrooms · 3 Baths · House
Wooster Square · 1,485 sq.ft · 4 Bedrooms · 3 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Dixwell Ave
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House · for sale
Request Details
Updated
Dixwell Ave
Wooster Square
· 2,239 sq.ft · 3 Bedrooms · 2 Baths · House
Wooster Square · 2,239 sq.ft · 3 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details

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