682 houses for sale in Old Brookville

Hickory Dr
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House · for sale
Request Details
Updated
Hickory Dr
Old Brookville
· 7,804 sq.ft · 7 Baths · House
Old Brookville · 7,804 sq.ft · 7 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
Chicken Valley Rd
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House · for sale
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Chicken Valley Rd
Old Brookville
· 3,122 sq.ft · 4 Baths · House
Old Brookville · 3,122 sq.ft · 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
Cedar Swamp Rd
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House · for sale
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Updated
Cedar Swamp Rd
Old Brookville
· 1,862 sq.ft · 3 Baths · House
Old Brookville · 1,862 sq.ft · 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
Charles Way
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House · for sale
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Updated
Charles Way
Old Brookville
· 4,844 sq.ft · 4 Baths · House
Old Brookville · 4,844 sq.ft · 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
Chicken Valley Rd
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House · for sale
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Chicken Valley Rd
Old Brookville
· 6,437 sq.ft · 6 Baths · House
Old Brookville · 6,437 sq.ft · 6 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
33 Chicken Valley Road
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House · for sale
USD 5,250,000
USD 697/sq.ft
33 Chicken Valley Road
Old Brookville
· 7,524 sq.ft · 6 Bedrooms · 7 Baths · House
· Equipped kitchen
Old Brookville · 7,524 sq.ft · 6 Bedrooms · 7 Baths · House · Equipped kitchen
Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase welcomes you into beautifully appointed interiors designed for both grand-scale entertaining and comfortable everyday living. The thoughtfully designed floor plan offers expansive formal and informal living spaces, including a gracious living room that flows seamlessly into the inviting den. At the heart of the home is an exceptional chef’s kitchen, thoughtfully designed with premium appliances, custom cabinetry, expansive workspace, and a generous center island. The kitchen opens effortlessly to the outdoor entertaining spaces, creating a seamless connection between indoor and outdoor living. Ste
Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase welcomes you into beautifully appointed interiors designed for both grand-scale entertaining and comfortable everyday living. The thoughtfully designed floor plan offers expansive formal and informal living spaces, including a gracious living room that flows seamlessly into the inviting den. At the heart of the home is an exceptional chef’s kitchen, thoughtfully designed with premium appliances, custom cabinetry, expansive workspace, and a generous center island. The kitchen opens effortlessly to the outdoor entertaining spaces, creating a seamless connection between indoor and outdoor living. Ste
USD 5,250,000
23 Hill House Lane
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House · for sale
USD 1,995,000
USD 788/sq.ft
23 Hill House Lane
Old Brookville
· 2,530 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden
Old Brookville · 2,530 sq.ft · 4 Bedrooms · 2 Baths · House · Garden
Rare and remarkable' ranch. With Understated, Unassuming Elegance. At first glance one may not view this ranch-styled home as anything particularly extraordinary in terms of its size or its form but it has a certain allure that is rather irresistible. You will undoubtedly find time spent within it to be completely restorative. Nature surrounds you here. It envelopes you and it provides a peaceful, serene environment that calms the mind and body. You can consider this property your very own oasis, your home of refuge. Private and secluded. A wonderful place to raise your family. Older relatives or guests will be able to comfortably navigate this home since all of its rooms are on one level. Just one step up from the street grade. There are a few apple trees to enjoy in the backyard, a small greenhouse, and plenty of room for a vegetable garden and even domesticated livestock! Live off of your own land! When and if you outgrow its ample space, you can add onto it. No need to move! All of
Rare and remarkable' ranch. With Understated, Unassuming Elegance. At first glance one may not view this ranch-styled home as anything particularly extraordinary in terms of its size or its form but it has a certain allure that is rather irresistible. You will undoubtedly find time spent within it to be completely restorative. Nature surrounds you here. It envelopes you and it provides a peaceful, serene environment that calms the mind and body. You can consider this property your very own oasis, your home of refuge. Private and secluded. A wonderful place to raise your family. Older relatives or guests will be able to comfortably navigate this home since all of its rooms are on one level. Just one step up from the street grade. There are a few apple trees to enjoy in the backyard, a small greenhouse, and plenty of room for a vegetable garden and even domesticated livestock! Live off of your own land! When and if you outgrow its ample space, you can add onto it. No need to move! All of
USD 1,995,000
41 High Farms Road
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House · for sale
USD 2,698,000
USD 589/sq.ft
41 High Farms Road
Old Brookville
· 4,575 sq.ft · 6 Bedrooms · 6 Baths · House
· Garden · Balcony · Fireplace · Equipped kitchen
Old Brookville · 4,575 sq.ft · 6 Bedrooms · 6 Baths · House · Garden · Balcony · Fireplace · Equipped kitchen
Set well beyond a circular drive on 2.2 acres of mature grounds, 41 High Farms Road pairs classic North Shore architecture with finely detailed interiors. A clapboard facade, columned portico, and balcony give the Colonial an elegant presence, while towering evergreens and established perennial gardens wrap the setting in privacy. The residence offers approximately 4,575 square feet, six bedrooms, and six-and-a-half baths. Craftsmanship defines the interiors, from intricate trim and decorative plasterwork to custom cabinetry and built-ins. A sweeping curved staircase introduces the entry foyer, with formal living and dining rooms extending to either side. French doors open the dining room to the gardens, while a marble fireplace and custom built-ins lend warmth to the den. The eat-in kitchen features a granite island, custom cabinetry, and Monogram appliances, complemented by an adjoining butler’s pantry with a wine refrigerator and a separate pantry. A bedroom with a private bath, pow
Set well beyond a circular drive on 2.2 acres of mature grounds, 41 High Farms Road pairs classic North Shore architecture with finely detailed interiors. A clapboard facade, columned portico, and balcony give the Colonial an elegant presence, while towering evergreens and established perennial gardens wrap the setting in privacy. The residence offers approximately 4,575 square feet, six bedrooms, and six-and-a-half baths. Craftsmanship defines the interiors, from intricate trim and decorative plasterwork to custom cabinetry and built-ins. A sweeping curved staircase introduces the entry foyer, with formal living and dining rooms extending to either side. French doors open the dining room to the gardens, while a marble fireplace and custom built-ins lend warmth to the den. The eat-in kitchen features a granite island, custom cabinetry, and Monogram appliances, complemented by an adjoining butler’s pantry with a wine refrigerator and a separate pantry. A bedroom with a private bath, pow
USD 2,698,000
4 Red Fox Lane
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House · for sale
USD 9,700,000
USD 814/sq.ft
Updated
4 Red Fox Lane
Old Brookville
· 11,916 sq.ft · 7 Bedrooms · 11 Baths · House
· Patio · Garden · Gym · Fireplace · Equipped kitchen · Swimming pool
Old Brookville · 11,916 sq.ft · 7 Bedrooms · 11 Baths · House · Patio · Garden · Gym · Fireplace · Equipped kitchen · Swimming pool
Set on nearly 10 private acres in the heart of Upper Brookville, Red Fox is a distinguished Gold Coast estate of exceptional character and scale. This 17-room French Tudor is marked by classic architectural details, including turrets, a slate roof, and striking 3-story bay windows that lend timeless elegance. Richly detailed interiors feature beautifully proportioned principal rooms, including a grand living room, banquet-sized dining room, inviting family room, and a serene primary suite with fireplace, sitting area, and generous mirrored closets. A spacious country eat-in kitchen and a lower entertainment level with bar and gym further enhance the home’s appeal. Outdoors, the estate opens to multi-tiered gardens, expansive terraces and patios, an in-ground pool, pool house with full kitchen, 2 full baths and guest quarters, tennis/sport court, golf hole with 3 tee boxes, apple orchard, trellis, and outdoor barbecuing area. A rare offering that captures the privacy, grace, and endurin
Set on nearly 10 private acres in the heart of Upper Brookville, Red Fox is a distinguished Gold Coast estate of exceptional character and scale. This 17-room French Tudor is marked by classic architectural details, including turrets, a slate roof, and striking 3-story bay windows that lend timeless elegance. Richly detailed interiors feature beautifully proportioned principal rooms, including a grand living room, banquet-sized dining room, inviting family room, and a serene primary suite with fireplace, sitting area, and generous mirrored closets. A spacious country eat-in kitchen and a lower entertainment level with bar and gym further enhance the home’s appeal. Outdoors, the estate opens to multi-tiered gardens, expansive terraces and patios, an in-ground pool, pool house with full kitchen, 2 full baths and guest quarters, tennis/sport court, golf hole with 3 tee boxes, apple orchard, trellis, and outdoor barbecuing area. A rare offering that captures the privacy, grace, and endurin
USD 9,700,000
18 Evergreen Way
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House · for sale
USD 10,250,000
USD 1,090/sq.ft
18 Evergreen Way
Old Brookville
· 9,397 sq.ft · 7 Bedrooms · 10 Baths · House
· Swimming pool · Equipped kitchen · Parking
Old Brookville · 9,397 sq.ft · 7 Bedrooms · 10 Baths · House · Swimming pool · Equipped kitchen · Parking
An extraordinary custom-built estate set within one of Old Brookville’s most prestigious gated communities, this magnificent residence offers an exceptional setting for grand-scale living and refined entertaining. The seven-bedroom, 12-bathroom home is complemented by an impressive eight-car garage and an array of resort-style amenities, including a luxurious pool house, swimming pool, hot tub, and private tennis and multi-sport court. A rare offering that seamlessly combines scale, privacy, and sophistication in one of Long Island’s most coveted enclaves. A grand entrance hall with soaring ceilings introduces the home’s elegant interiors. The main level features a chef’s eat-in kitchen, breakfast room, formal living room, formal dining room, family room, library, and lounge, providing an ideal balance of formal and informal living spaces. The second floor is anchored by a commanding primary suite with expansive his-and-her walk-in closets and separate his-and-her bathrooms. The remain
An extraordinary custom-built estate set within one of Old Brookville’s most prestigious gated communities, this magnificent residence offers an exceptional setting for grand-scale living and refined entertaining. The seven-bedroom, 12-bathroom home is complemented by an impressive eight-car garage and an array of resort-style amenities, including a luxurious pool house, swimming pool, hot tub, and private tennis and multi-sport court. A rare offering that seamlessly combines scale, privacy, and sophistication in one of Long Island’s most coveted enclaves. A grand entrance hall with soaring ceilings introduces the home’s elegant interiors. The main level features a chef’s eat-in kitchen, breakfast room, formal living room, formal dining room, family room, library, and lounge, providing an ideal balance of formal and informal living spaces. The second floor is anchored by a commanding primary suite with expansive his-and-her walk-in closets and separate his-and-her bathrooms. The remain
USD 10,250,000
Primrose Rd
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House · for sale
Request Details
Updated
Primrose Rd
Old Brookville
· 1,679 sq.ft · 2 Baths · House
Old Brookville · 1,679 sq.ft · 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
Edgewood Dr
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House · for sale
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Edgewood Dr
Old Brookville
· 1,938 sq.ft · 3 Baths · House
Old Brookville · 1,938 sq.ft · 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
Princeton St
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House · for sale
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Updated
Princeton St
Old Brookville
· 1,335 sq.ft · 1 Bath · House
Old Brookville · 1,335 sq.ft · 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
Lindy Rd
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House · for sale
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Lindy Rd
Old Brookville
· 1,066 sq.ft · 1 Bath · House
Old Brookville · 1,066 sq.ft · 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
Central Dr
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House · for sale
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Central Dr
Old Brookville
· 3,918 sq.ft · 3 Baths · House
Old Brookville · 3,918 sq.ft · 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
Edgewood Rd
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House · for sale
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Updated
Edgewood Rd
Old Brookville
· 1,765 sq.ft · 3 Baths · House
Old Brookville · 1,765 sq.ft · 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
Firwood Rd # A
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House · for sale
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Firwood Rd # A
Old Brookville
· 2,250 sq.ft · 3 Baths · House
Old Brookville · 2,250 sq.ft · 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
Eden Way
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House · for sale
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Updated
Eden Way
Old Brookville
· 2,842 sq.ft · 3 Baths · House
Old Brookville · 2,842 sq.ft · 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
Plaza Rd
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House · for sale
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Plaza Rd
Old Brookville
· 1 Bath · House
Old Brookville · 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
Main St
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House · for sale
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Main St
Old Brookville
· 2,551 sq.ft · 2 Baths · House
Old Brookville · 2,551 sq.ft · 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
Eden Way
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House · for sale
Request Details
Updated
Eden Way
Old Brookville
· 2,217 sq.ft · 2 Baths · House
Old Brookville · 2,217 sq.ft · 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
Bowling Green Dr
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House · for sale
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Updated
Bowling Green Dr
Old Brookville
· 764 sq.ft · 1 Bath · House
Old Brookville · 764 sq.ft · 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
Dorset Way
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House · for sale
Request Details
Updated
Dorset Way
Old Brookville
· 1,658 sq.ft · 2 Baths · House
Old Brookville · 1,658 sq.ft · 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
Fairway Rd
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House · for sale
Request Details
Updated
Fairway Rd
Old Brookville
· 4,349 sq.ft · 4 Baths · House
Old Brookville · 4,349 sq.ft · 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
Knolls Ln
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House · for sale
Request Details
Updated
Knolls Ln
Old Brookville
· 4,166 sq.ft · 4 Baths · House
Old Brookville · 4,166 sq.ft · 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
Motts Cove Rd N
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House · for sale
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Updated
Motts Cove Rd N
Old Brookville
· 6,609 sq.ft · 4 Bedrooms · 6 Baths · House
Old Brookville · 6,609 sq.ft · 4 Bedrooms · 6 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
Bryant Ave
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House · for sale
Request Details
Updated
Bryant Ave
Old Brookville
· 1 Bath · House
Old Brookville · 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
Pequot Ave
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House · for sale
Request Details
Updated
Pequot Ave
Old Brookville
· 2,077 sq.ft · 2 Baths · House
Old Brookville · 2,077 sq.ft · 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
Marwood Rd S
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House · for sale
Request Details
Updated
Marwood Rd S
Old Brookville
· 1,658 sq.ft · 2 Baths · House
Old Brookville · 1,658 sq.ft · 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
Pinewood Rd
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House · for sale
Request Details
Updated
Pinewood Rd
Old Brookville
· 2,293 sq.ft · 3 Baths · House
Old Brookville · 2,293 sq.ft · 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

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