5 properties for sale in Gildersleeve

Summer St, Portland, Home For Sale
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House · for sale
USD 299,900
USD 121/sq.ft
New
Summer St, Portland, Home For Sale
Gildersleeve
· 2,476 sq.ft · 4 Bedrooms · 2 Baths · House
Gildersleeve · 2,476 sq.ft · 4 Bedrooms · 2 Baths · House
Great opportunity to own a two-family home in the desirable town of Portland! This versatile property offers the potential for rental income, multi-generational living, or an owner-occupied investment. Each unit provides its own living space and offers flexibility for a variety of needs. Conveniently located near local amenities, shopping, dining, schools, and major commuter routes. Whether you're looking to expand your investment portfolio or have one unit help offset your living expenses, this property is worth a look. Don't miss this opportunity!
Great opportunity to own a two-family home in the desirable town of Portland! This versatile property offers the potential for rental income, multi-generational living, or an owner-occupied investment. Each unit provides its own living space and offers flexibility for a variety of needs. Conveniently located near local amenities, shopping, dining, schools, and major commuter routes. Whether you're looking to expand your investment portfolio or have one unit help offset your living expenses, this property is worth a look. Don't miss this opportunity!
USD 299,900
Hale Rd, Portland, Home For Sale
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House · for sale
USD 415,000
USD 174/sq.ft
New
Hale Rd, Portland, Home For Sale
Gildersleeve
· 2,379 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Deck · Fireplace · Equipped kitchen · Parking · Air conditioning
Gildersleeve · 2,379 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Deck · Fireplace · Equipped kitchen · Parking · Air conditioning
Tucked away at the end of a quiet cul-de-sac, 11 Hale Road offers the perfect combination of privacy and a neighborhood feel. This 3-bedroom, 1,812 sqft home (with an additional 576 sqft finished and heated on the lower level) features original hardwood floors, newer windows throughout, custom shades, and central air. The inviting kitchen offers generous cabinetry and tinted windows, bringing both charm and comfort to the heart of the home. A large deck overlooks the private backyard, while the lower-level family room with fireplace provides the perfect space to relax and entertain. The attached two-car garage adds everyday convenience. With room to roam both indoors and out - and a cul-de-sac that's long been a favorite spot for kids to play - this is a wonderful place to call home
Tucked away at the end of a quiet cul-de-sac, 11 Hale Road offers the perfect combination of privacy and a neighborhood feel. This 3-bedroom, 1,812 sqft home (with an additional 576 sqft finished and heated on the lower level) features original hardwood floors, newer windows throughout, custom shades, and central air. The inviting kitchen offers generous cabinetry and tinted windows, bringing both charm and comfort to the heart of the home. A large deck overlooks the private backyard, while the lower-level family room with fireplace provides the perfect space to relax and entertain. The attached two-car garage adds everyday convenience. With room to roam both indoors and out - and a cul-de-sac that's long been a favorite spot for kids to play - this is a wonderful place to call home
USD 415,000
4 bedroom, Portland CT 06480 106322920
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House · for sale
USD 477,500
USD 166/sq.ft
4 bedroom, Portland CT 06480 106322920
Gildersleeve
· 2,863 sq.ft · 4 Bedrooms · 3 Baths · House
Gildersleeve · 2,863 sq.ft · 4 Bedrooms · 3 Baths · House
Welcome to 394 Main Street, a spacious multi-family located in the desirable Portland area. With its substantial footprint and versatile layout, this property presents an excellent opportunity for an owner occupant, extended household, or investor looking to add a valuable property to their portfolio. Whether you're looking to occupy one unit while generating rental income from another, accommodate extended family, or explore the property's investment potential, 394 Main Street offers plenty of possibilities. Located close to local shopping, dining, schools, parks, and area amenities. Portland's convenient location also provides easy access to surrounding communities and major commuter routes. With its spacious layout, multi-family versatility, and desirable Portland location, this property offers an exciting opportunity for buyers seeking both flexibility and potential. Bring your vision and make 394 Main Street your next investment or home! Schedule your private showing today! Multip
Welcome to 394 Main Street, a spacious multi-family located in the desirable Portland area. With its substantial footprint and versatile layout, this property presents an excellent opportunity for an owner occupant, extended household, or investor looking to add a valuable property to their portfolio. Whether you're looking to occupy one unit while generating rental income from another, accommodate extended family, or explore the property's investment potential, 394 Main Street offers plenty of possibilities. Located close to local shopping, dining, schools, parks, and area amenities. Portland's convenient location also provides easy access to surrounding communities and major commuter routes. With its spacious layout, multi-family versatility, and desirable Portland location, this property offers an exciting opportunity for buyers seeking both flexibility and potential. Bring your vision and make 394 Main Street your next investment or home! Schedule your private showing today! Multip
USD 477,500
4 bedroom, Portland CT 06480 106341421
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House · for sale
USD 499,900
USD 114/sq.ft
4 bedroom, Portland CT 06480 106341421
Gildersleeve
· 4,381 sq.ft · 4 Bedrooms · 4 Baths · House
· Garden · Deck · Parking · Cellar
Gildersleeve · 4,381 sq.ft · 4 Bedrooms · 4 Baths · House · Garden · Deck · Parking · Cellar
Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the convenience of single-level living with large rooms and a full basement below for additional storage or future finishing. Built in 1995, the home includes an attached garage, deck and open porch areas, and sits well back from the road with a wide driveway and spacious yard. While the property does need updating and repairs, the size, layout, and setting create a rare opportunity to transform a large ranch into something truly special. With some work and imagination, this could become an exceptional long-term home in a quiet Portland setting
Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the convenience of single-level living with large rooms and a full basement below for additional storage or future finishing. Built in 1995, the home includes an attached garage, deck and open porch areas, and sits well back from the road with a wide driveway and spacious yard. While the property does need updating and repairs, the size, layout, and setting create a rare opportunity to transform a large ranch into something truly special. With some work and imagination, this could become an exceptional long-term home in a quiet Portland setting
USD 499,900
8 Robert St, Portland, CT 06480
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House · for sale
USD 495,000
USD 249/sq.ft
8 Robert St, Portland, CT 06480
Gildersleeve
· 1,981 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Parking · Fireplace · Equipped kitchen · Air conditioning
Gildersleeve · 1,981 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Parking · Fireplace · Equipped kitchen · Air conditioning
This gracious Portland home offers nearly 2000 square feet of character, comfort, and wonderfully livable space in a desirable neighborhood. With three bedrooms and two and a half baths, the home retains the warmth and craftsmanship of an earlier era while offering the conveniences expected for modern living, including central air, public utilities, and an attached two car garage. Hardwood floors run throughout the home, complemented by exposed wood beams, handsome millwork, and inviting rooms with a sense of history and permanence. The generously sized kitchen offers abundant cabinetry, substantial counter space, stainless steel appliances, and expansive windows overlooking the property. Adjoining living spaces are equally welcoming, with warm architectural details and a fireplace that gives the home an unmistakable sense of character. The sunroom is a particularly appealing retreat, surrounded by windows and overlooking the yard. It is an ideal setting for morning coffee, a quiet aft
This gracious Portland home offers nearly 2000 square feet of character, comfort, and wonderfully livable space in a desirable neighborhood. With three bedrooms and two and a half baths, the home retains the warmth and craftsmanship of an earlier era while offering the conveniences expected for modern living, including central air, public utilities, and an attached two car garage. Hardwood floors run throughout the home, complemented by exposed wood beams, handsome millwork, and inviting rooms with a sense of history and permanence. The generously sized kitchen offers abundant cabinetry, substantial counter space, stainless steel appliances, and expansive windows overlooking the property. Adjoining living spaces are equally welcoming, with warm architectural details and a fireplace that gives the home an unmistakable sense of character. The sunroom is a particularly appealing retreat, surrounded by windows and overlooking the yard. It is an ideal setting for morning coffee, a quiet aft
USD 495,000

More homes near this area

Transit St
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House · for sale
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Transit St
Gildersleeve
· 1,130 sq.ft · 3 Bedrooms · 2 Baths · House
Gildersleeve · 1,130 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
Landin St
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House · for sale
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Landin St
Gildersleeve
· 1,711 sq.ft · 3 Bedrooms · 1 Bath · House
Gildersleeve · 1,711 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
Washington Ave
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House · for sale
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Washington Ave
Gildersleeve
· 1,345 sq.ft · 3 Bedrooms · 1 Bath · House
Gildersleeve · 1,345 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
Woodbridge Ave
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House · for sale
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Woodbridge Ave
Gildersleeve
· 2,110 sq.ft · 4 Bedrooms · 2 Baths · House
Gildersleeve · 2,110 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
Milton Dr
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House · for sale
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Milton Dr
Gildersleeve
· 1,195 sq.ft · 3 Bedrooms · 1 Bath · House
Gildersleeve · 1,195 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
Bird Rd
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House · for sale
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Bird Rd
Gildersleeve
· 1,206 sq.ft · 4 Bedrooms · 2 Baths · House
Gildersleeve · 1,206 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
Bird Rd
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House · for sale
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Bird Rd
Gildersleeve
· 1,206 sq.ft · 4 Bedrooms · 2 Baths · House
Gildersleeve · 1,206 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
Giants Neck Rd
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House · for sale
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Giants Neck Rd
Gildersleeve
· House
Gildersleeve · 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
Corbin Ave
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House · for sale
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Corbin Ave
Gildersleeve
· 1,141 sq.ft · 3 Bedrooms · 1 Bath · House
Gildersleeve · 1,141 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
Tobler Ter
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House · for sale
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Tobler Ter
Gildersleeve
· 1,087 sq.ft · 2 Bedrooms · 1 Bath · House
Gildersleeve · 1,087 sq.ft · 2 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
Chamberlain Hill Rd
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House · for sale
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Chamberlain Hill Rd
Gildersleeve
· 1,313 sq.ft · 3 Bedrooms · 1 Bath · House
Gildersleeve · 1,313 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
Lasalette Way
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House · for sale
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Lasalette Way
Gildersleeve
· 1,518 sq.ft · 3 Bedrooms · 2 Baths · House
Gildersleeve · 1,518 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
Fawn Hill Rd
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House · for sale
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Fawn Hill Rd
Gildersleeve
· 2,734 sq.ft · 4 Bedrooms · 2 Baths · House
Gildersleeve · 2,734 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
S Prospect St
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House · for sale
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S Prospect St
Gildersleeve
· 1,744 sq.ft · 2 Bedrooms · 2 Baths · House
Gildersleeve · 1,744 sq.ft · 2 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
Plains Rd
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House · for sale
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Plains Rd
Gildersleeve
· 1,238 sq.ft · 4 Bedrooms · 1 Bath · House
Gildersleeve · 1,238 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
Hilda St
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House · for sale
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Hilda St
Gildersleeve
· 2,411 sq.ft · 3 Bedrooms · 1 Bath · House
Gildersleeve · 2,411 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
Evergreen Trl
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House · for sale
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Evergreen Trl
Gildersleeve
· 1,087 sq.ft · 3 Bedrooms · 1 Bath · House
Gildersleeve · 1,087 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
Kiefer Rd
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House · for sale
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Kiefer Rd
Gildersleeve
· 1,819 sq.ft · 4 Bedrooms · 2 Baths · House
Gildersleeve · 1,819 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
Farm Hill Rd
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House · for sale
Request Details
New
Farm Hill Rd
Gildersleeve
· 1,410 sq.ft · 3 Bedrooms · 1 Bath · House
Gildersleeve · 1,410 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
Perry St
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House · for sale
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Perry St
Gildersleeve
· 1,195 sq.ft · 2 Bedrooms · 1 Bath · House
Gildersleeve · 1,195 sq.ft · 2 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
Delilah Dr
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House · for sale
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Delilah Dr
Gildersleeve
· 1,432 sq.ft · 3 Bedrooms · 1 Bath · House
Gildersleeve · 1,432 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
Clark St
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House · for sale
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Clark St
Gildersleeve
· 2,120 sq.ft · 4 Bedrooms · 1 Bath · House
Gildersleeve · 2,120 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
Dana Ln
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House · for sale
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Dana Ln
Gildersleeve
· 1,464 sq.ft · 3 Bedrooms · 1 Bath · House
Gildersleeve · 1,464 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
Jenna Rd
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House · for sale
Request Details
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Jenna Rd
Gildersleeve
· 1,270 sq.ft · 2 Bedrooms · 1 Bath · House
Gildersleeve · 1,270 sq.ft · 2 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
West St
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House · for sale
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West St
Gildersleeve
· 1,959 sq.ft · 3 Bedrooms · 2 Baths · House
Gildersleeve · 1,959 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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