744 properties for sale in Orient, Southold town Suffolk County New York

4725 Orchard Street
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House · for sale
USD 6,000,000
USD 2,402/sq.ft
4725 Orchard Street
Orient, Southold town Suffolk County New York
· 2,497 sq.ft · 3 Bedrooms · 2 Baths · House
· Deck
Orient, Southold town Suffolk County New York · 2,497 sq.ft · 3 Bedrooms · 2 Baths · House · Deck
Set on 9.1 remarkably private acres in one of Orient's most scenic and protected landscapes, this distinctive residence offers a rare combination of architectural character, beautifully developed grounds, and sweeping pastoral views across meadows, Hallock Bay, and Gardiners Bay beyond. Originally part of the historic Hallock farm, the property has been thoughtfully cultivated over decades. Specimen trees, extensive landscaping, and a pond create a setting that feels both intentional and deeply connected to the surrounding natural environment. The elevated position captures expansive vistas while preserving a remarkable sense of privacy. The cedar-clad home was designed to maximize natural light and take full advantage of its extraordinary surroundings. Floor-to-ceiling windows frame the landscape, while more than 1,000 square feet of porches and decking create a seamless relationship between indoor and outdoor living. Classical proportions are balanced by a contemporary coastal sensib
Set on 9.1 remarkably private acres in one of Orient's most scenic and protected landscapes, this distinctive residence offers a rare combination of architectural character, beautifully developed grounds, and sweeping pastoral views across meadows, Hallock Bay, and Gardiners Bay beyond. Originally part of the historic Hallock farm, the property has been thoughtfully cultivated over decades. Specimen trees, extensive landscaping, and a pond create a setting that feels both intentional and deeply connected to the surrounding natural environment. The elevated position captures expansive vistas while preserving a remarkable sense of privacy. The cedar-clad home was designed to maximize natural light and take full advantage of its extraordinary surroundings. Floor-to-ceiling windows frame the landscape, while more than 1,000 square feet of porches and decking create a seamless relationship between indoor and outdoor living. Classical proportions are balanced by a contemporary coastal sensib
USD 6,000,000
25105 Main Road N
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House · for sale
USD 1,189,000
USD 397/sq.ft
25105 Main Road N
Orient, Southold town Suffolk County New York
· 2,992 sq.ft · 4 Bedrooms · 3 Baths · House
· Garden · Fireplace · Equipped kitchen
Orient, Southold town Suffolk County New York · 2,992 sq.ft · 4 Bedrooms · 3 Baths · House · Garden · Fireplace · Equipped kitchen
Step back in time in this wonderful circa 1890s farmhouse in the beautiful hamlet of Orient! Pristine and updated. Yet retains the antique feel of yesteryear. A welcome surprise to behold! The main house has wide planked wood floors and original moldings, an updated kitchen, formal dining room, and a spacious light filled living room with fireplace. The front living room opens to a wrap around porch overlooking flowering gardens and a lush grassy yard. In addition the main house features a first floor ensuite, and three additional bedrooms and a full bath upstairs. The attached apartment has its own separate entrance and boasts a spacious living room, kitchen, and bath with a lovely enclosed porch. You can rent out part of the home, or just have loved ones enjoy their own space when visiting. Come live the good life in this special farmhouse near the historic village of Orient! Gorgeous beaches, wineries, and peaceful beauty and nature. Orient State Park is just a couple minutes away.
Step back in time in this wonderful circa 1890s farmhouse in the beautiful hamlet of Orient! Pristine and updated. Yet retains the antique feel of yesteryear. A welcome surprise to behold! The main house has wide planked wood floors and original moldings, an updated kitchen, formal dining room, and a spacious light filled living room with fireplace. The front living room opens to a wrap around porch overlooking flowering gardens and a lush grassy yard. In addition the main house features a first floor ensuite, and three additional bedrooms and a full bath upstairs. The attached apartment has its own separate entrance and boasts a spacious living room, kitchen, and bath with a lovely enclosed porch. You can rent out part of the home, or just have loved ones enjoy their own space when visiting. Come live the good life in this special farmhouse near the historic village of Orient! Gorgeous beaches, wineries, and peaceful beauty and nature. Orient State Park is just a couple minutes away.
USD 1,189,000
1405 Village Lane
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House · for sale
USD 1,200,000
USD 1,359/sq.ft
1405 Village Lane
Orient, Southold town Suffolk County New York
· 883 sq.ft · 2 Bedrooms · 1 Bath · House
· Garden · Office room · Parking · Air conditioning
Orient, Southold town Suffolk County New York · 883 sq.ft · 2 Bedrooms · 1 Bath · House · Garden · Office room · Parking · Air conditioning
A beautifully preserved 19th-century Victorian home set in the heart of Orient Village. The large screened three-season porch opens onto a picturesque rear garden, perfect for entertaining. A detached garage, recently renovated with heat, A/C, and EV charging — currently an art studio, but fully functional as a garage with intact new garage doors. The first-floor features custom cabinetry, a formal dining room, original radiators, a powder room, and the screened porch. Upstairs are two bedrooms and a full bath. Both the front and rear gardens have been professionally landscaped. Just steps from the post office, Country Store, yacht club, marina, and bay and sound beaches
A beautifully preserved 19th-century Victorian home set in the heart of Orient Village. The large screened three-season porch opens onto a picturesque rear garden, perfect for entertaining. A detached garage, recently renovated with heat, A/C, and EV charging — currently an art studio, but fully functional as a garage with intact new garage doors. The first-floor features custom cabinetry, a formal dining room, original radiators, a powder room, and the screened porch. Upstairs are two bedrooms and a full bath. Both the front and rear gardens have been professionally landscaped. Just steps from the post office, Country Store, yacht club, marina, and bay and sound beaches
USD 1,200,000
1945 Village Lane
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House · for sale
USD 2,250,000
USD 958/sq.ft
1945 Village Lane
Orient, Southold town Suffolk County New York
· 2,347 sq.ft · 3 Bedrooms · 2 Baths · House
· Patio · Garden · Equipped kitchen
Orient, Southold town Suffolk County New York · 2,347 sq.ft · 3 Bedrooms · 2 Baths · House · Patio · Garden · Equipped kitchen
Located in the heart of Orient Village, across the street from the Yacht Club and near all Village amenities, this fully updated nineteenth-century home features a wrap-around front porch, original hardwood floors, three bedrooms, first & second floor full baths, and a large eat-in kitchen with original pantry. The home has a front and rear staircase and a glass pocket door between the living room and formal dining room. A pathway leads through the rear garden to a two-story accessory structure of approximately 1,714 square feet, currently used as an artist's studio and art storage. The grounds are professionally landscaped with mature plantings, a dining patio, and multiple seating areas. Rarely does a property this unique come to market in Orient Village, the crown jewel of the North Fork
Located in the heart of Orient Village, across the street from the Yacht Club and near all Village amenities, this fully updated nineteenth-century home features a wrap-around front porch, original hardwood floors, three bedrooms, first & second floor full baths, and a large eat-in kitchen with original pantry. The home has a front and rear staircase and a glass pocket door between the living room and formal dining room. A pathway leads through the rear garden to a two-story accessory structure of approximately 1,714 square feet, currently used as an artist's studio and art storage. The grounds are professionally landscaped with mature plantings, a dining patio, and multiple seating areas. Rarely does a property this unique come to market in Orient Village, the crown jewel of the North Fork
USD 2,250,000
Muir Blvd
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House · for sale
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Muir Blvd
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
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Beach Ct
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House · for sale
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Beach Ct
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Jericho Ln
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House · for sale
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Jericho Ln
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Beach Plum Rd
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House · for sale
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Beach Plum Rd
Orient, Southold town Suffolk County New York
· 1,690 sq.ft · 3 Bedrooms · 2 Baths · House
Orient, Southold town Suffolk County New York · 1,690 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
Soundview Ave
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House · for sale
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Updated
Soundview Ave
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Route 48
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House · for sale
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Updated
Route 48
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Meredith Ave
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House · for sale
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Meredith Ave
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Walker Ave
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House · for sale
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Walker Ave
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Old School House Ln
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House · for sale
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Old School House Ln
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Bay View Dr W
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House · for sale
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Bay View Dr W
Orient, Southold town Suffolk County New York
· 1,335 sq.ft · 3 Bedrooms · 2 Baths · House
Orient, Southold town Suffolk County New York · 1,335 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
3rd St
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House · for sale
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3rd St
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Hollyoak Ave
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House · for sale
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Updated
Hollyoak Ave
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Inkberry St
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House · for sale
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Inkberry St
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Rambler Rd
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House · for sale
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Rambler Rd
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Chatfields Ridge Rd
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House · for sale
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Chatfields Ridge Rd
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Long Ln
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House · for sale
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Long Ln
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Cobbetts Ln
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House · for sale
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Cobbetts Ln
Orient, Southold town Suffolk County New York
· 2,174 sq.ft · 3 Bedrooms · 3 Baths · House
Orient, Southold town Suffolk County New York · 2,174 sq.ft · 3 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
Springs Fireplace Rd
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House · for sale
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Springs Fireplace Rd
Orient, Southold town Suffolk County New York
· House
· Fireplace
Orient, Southold town Suffolk County New York · House · Fireplace
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
Columbia St
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House · for sale
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Columbia St
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Renfrew Ln
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House · for sale
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Renfrew Ln
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Patterson Pl
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House · for sale
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Patterson Pl
Orient, Southold town Suffolk County New York
· 1,798 sq.ft · 3 Bedrooms · 2 Baths · House
Orient, Southold town Suffolk County New York · 1,798 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
Dignans Rd
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House · for sale
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Dignans Rd
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Main St
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House · for sale
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Updated
Main St
Orient, Southold town Suffolk County New York
· 1,410 sq.ft · 2 Bedrooms · 1 Bath · House
Orient, Southold town Suffolk County New York · 1,410 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
Three Mile Harbor Rd
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House · for sale
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Three Mile Harbor Rd
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Leeton Dr
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House · for sale
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Leeton Dr
Orient, Southold town Suffolk County New York
· House
Orient, Southold town Suffolk County New York · 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
Windsor Oval
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House · for sale
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Updated
Windsor Oval
Orient, Southold town Suffolk County New York
· 1,055 sq.ft · 3 Bedrooms · 2 Baths · House
Orient, Southold town Suffolk County New York · 1,055 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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Orient Point
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