6 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
16 bedroom, New Haven CT 06511 106272072
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House · for sale
USD 2,099,998
USD 349/sq.ft
16 bedroom, New Haven CT 06511 106272072
Wooster Square
· 6,006 sq.ft · 16 Bedrooms · 12 Baths · House
· Equipped kitchen · Parking
Wooster Square · 6,006 sq.ft · 16 Bedrooms · 12 Baths · House · Equipped kitchen · Parking
Turn-key 6-unit multifamily investment opportunity in New Haven's highly desirable Wooster Square neighborhood! Fully renovated and fully leased with long-term tenants in place, this income-producing asset offers true collect the keys and collect the rent ownership. Ideally located just minutes from Downtown New Haven, Yale University, Yale New Haven Hospital, Union Station, I-95, and I-91, the property benefits from strong rental demand driven by education, healthcare, biotech, and technology sectors. The approximately 6,009 SF building features updated units with modern kitchens, renovated bathrooms, contemporary finishes, and attractive layouts that appeal to today's renters. Tenants enjoy walkable access to Wooster Square Park, renowned restaurants including Frank Pepe's and Sally's Apizza, shopping, entertainment, cultural attractions, and direct rail access to New York City. With 5 off-street parking spaces, stable cash flow, and a premier location surrounded by ongoing residenti
Turn-key 6-unit multifamily investment opportunity in New Haven's highly desirable Wooster Square neighborhood! Fully renovated and fully leased with long-term tenants in place, this income-producing asset offers true collect the keys and collect the rent ownership. Ideally located just minutes from Downtown New Haven, Yale University, Yale New Haven Hospital, Union Station, I-95, and I-91, the property benefits from strong rental demand driven by education, healthcare, biotech, and technology sectors. The approximately 6,009 SF building features updated units with modern kitchens, renovated bathrooms, contemporary finishes, and attractive layouts that appeal to today's renters. Tenants enjoy walkable access to Wooster Square Park, renowned restaurants including Frank Pepe's and Sally's Apizza, shopping, entertainment, cultural attractions, and direct rail access to New York City. With 5 off-street parking spaces, stable cash flow, and a premier location surrounded by ongoing residenti
USD 2,099,998
191 Saint John St, New Haven, CT 06511
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House · for sale
USD 849,500
USD 218/sq.ft
191 Saint John St, New Haven, CT 06511
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
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
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

More homes near this area

Cammann Rd
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House · for sale
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Cammann Rd
Wooster Square
· 1,647 sq.ft · 4 Bedrooms · 2 Baths · House
Wooster Square · 1,647 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
Edieann Ct
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House · for sale
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Edieann Ct
Wooster Square
· House
Wooster Square · 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
Bates Ln
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House · for sale
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Bates Ln
Wooster Square
· House
Wooster Square · 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
Saltaire Rd
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House · for sale
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Saltaire Rd
Wooster Square
· House
Wooster Square · 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
Ledgemere Dr
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House · for sale
USD 309,750
USD 235/sq.ft
New
Ledgemere Dr
Wooster Square
· 1,313 sq.ft · 2 Bedrooms · 1 Bath · House
Wooster Square · 1,313 sq.ft · 2 Bedrooms · 1 Bath · 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
USD 309,750
Silver St
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House · for sale
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Silver St
Wooster Square
· 2,110 sq.ft · 6 Bedrooms · 2 Baths · House
Wooster Square · 2,110 sq.ft · 6 Bedrooms · 2 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
Vine St
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House · for sale
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Vine St
Wooster Square
· 1,894 sq.ft · 4 Bedrooms · 2 Baths · House
Wooster Square · 1,894 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
Birchwood Dr
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House · for sale
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Birchwood Dr
Wooster Square
· 1,130 sq.ft · 3 Bedrooms · 1 Bath · House
Wooster Square · 1,130 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
Lake Ter
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House · for sale
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Lake Ter
Wooster Square
· House
Wooster Square · 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
Farm Dr
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Condo · for sale
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Farm Dr
Wooster Square
· 1,518 sq.ft · 3 Bedrooms · 2 Baths · Condo
Wooster Square · 1,518 sq.ft · 3 Bedrooms · 2 Baths · 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
King Rd
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House · for sale
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King Rd
Wooster Square
· House
Wooster Square · 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
· 1,216 sq.ft · 4 Bedrooms · 1 Bath · House
Wooster Square · 1,216 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
Grassy Hill Rd
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House · for sale
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Grassy Hill Rd
Wooster Square
· 1,001 sq.ft · 3 Bedrooms · 2 Baths · House
Wooster Square · 1,001 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
Unionville Ave
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House · for sale
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Unionville Ave
Wooster Square
· 2,799 sq.ft · 5 Bedrooms · 2 Baths · House
Wooster Square · 2,799 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
Sealand Dr
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House · for sale
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Sealand Dr
Wooster Square
· 1,238 sq.ft · 3 Bedrooms · 2 Baths · House
Wooster Square · 1,238 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
Rich Ln
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House · for sale
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Updated
Rich Ln
Wooster Square
· 1,432 sq.ft · 3 Bedrooms · 2 Baths · House
Wooster Square · 1,432 sq.ft · 3 Bedrooms · 2 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
Belmont St
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House · for sale
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Updated
Belmont St
Wooster Square
· 1,227 sq.ft · 3 Bedrooms · 1 Bath · House
Wooster Square · 1,227 sq.ft · 3 Bedrooms · 1 Bath · 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
Locke St
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House · for sale
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Locke St
Wooster Square
· 2,282 sq.ft · 4 Bedrooms · 2 Baths · House
Wooster Square · 2,282 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
Scranton Rd
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House · for sale
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Scranton Rd
Wooster Square
· 6 Bedrooms · 5 Baths · House
Wooster Square · 6 Bedrooms · 5 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
Prince Rd
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House · for sale
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Updated
Prince Rd
Wooster Square
· 3 Bedrooms · 2 Baths · House
Wooster Square · 3 Bedrooms · 2 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
Granada Cir
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House · for sale
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Updated
Granada Cir
Wooster Square
· House
Wooster Square · 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
Long Hill Ter
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House · for sale
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Updated
Long Hill Ter
Wooster Square
· 1,561 sq.ft · 4 Bedrooms · 2 Baths · House
Wooster Square · 1,561 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
Charlton Hill Rd # 37
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Condo · for sale
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Updated
Charlton Hill Rd # 37
Wooster Square
· 1,356 sq.ft · 2 Bedrooms · 2 Baths · Condo
Wooster Square · 1,356 sq.ft · 2 Bedrooms · 2 Baths · Condo
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
Shrub Rd
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House · for sale
Request Details
Updated
Shrub Rd
Wooster Square
· 2,691 sq.ft · 4 Bedrooms · 3 Baths · House
Wooster Square · 2,691 sq.ft · 4 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

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