7 properties for sale in Town of Oregon

899 County Rd MM
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House · for sale
USD 1,350,000
USD 246/sq.ft
899 County Rd MM
Town of Oregon
· 5,468 sq.ft · 4 Bedrooms · 3 Baths · House
· Patio · Equipped kitchen · Air conditioning
Town of Oregon · 5,468 sq.ft · 4 Bedrooms · 3 Baths · House · Patio · Equipped kitchen · Air conditioning
A rare opportunity to own a luxury retreat on +/-13ac just outside Oregon, WI. This secluded estate is surrounded by mature forest and abundant wildlife, offering a peaceful country feel minutes from town. The home features a chef's kitchen with Wolf and Sub-Zero appliances, a grand entry, and refined living spaces with uninterrupted views of nature. The finished lower level includes its own kitchen, full bath, and walkout to a paver patio. This property is perfect for entertaining or escaping the hustle of daily life. Two impressive outbuildings, a 56x40 and a 30x24, provide exceptional versatility, including a batting cage and indoor basketball court. A one-of-a-kind property blending privacy, recreation and luxury. Schedule your private showing today. Open House. Sat and Sun!
A rare opportunity to own a luxury retreat on +/-13ac just outside Oregon, WI. This secluded estate is surrounded by mature forest and abundant wildlife, offering a peaceful country feel minutes from town. The home features a chef's kitchen with Wolf and Sub-Zero appliances, a grand entry, and refined living spaces with uninterrupted views of nature. The finished lower level includes its own kitchen, full bath, and walkout to a paver patio. This property is perfect for entertaining or escaping the hustle of daily life. Two impressive outbuildings, a 56x40 and a 30x24, provide exceptional versatility, including a batting cage and indoor basketball court. A one-of-a-kind property blending privacy, recreation and luxury. Schedule your private showing today. Open House. Sat and Sun!
USD 1,350,000
994 Tipperary Road
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House · for sale
USD 575,000
USD 384/sq.ft
994 Tipperary Road
Town of Oregon
· 1,496 sq.ft · 3 Bedrooms · 2 Baths · House
Town of Oregon · 1,496 sq.ft · 3 Bedrooms · 2 Baths · House
Perched atop a scenic hill on 8+ beautiful acres, this property offers a rare opportunity to embrace country living just 15 minutes outside of Madison! Bring your animals and embrace the hobby-farm lifestyle with fenced pastures and a 32' x 24' pole barn complete with horse stables. The 3 bed/2 bath ranch home features a functional layout with two inviting living spaces, a spacious primary bedroom with en suite bath, and an unfinished lower level offering exciting potential for future living space. Whether you're dreaming of a hobby farm or a peaceful rural retreat for your family, this property offers the space, setting, and potential to make it your ownâall in the highly sought-after Oregon School District! Put down roots and enjoy the best of country living!
Perched atop a scenic hill on 8+ beautiful acres, this property offers a rare opportunity to embrace country living just 15 minutes outside of Madison! Bring your animals and embrace the hobby-farm lifestyle with fenced pastures and a 32' x 24' pole barn complete with horse stables. The 3 bed/2 bath ranch home features a functional layout with two inviting living spaces, a spacious primary bedroom with en suite bath, and an unfinished lower level offering exciting potential for future living space. Whether you're dreaming of a hobby farm or a peaceful rural retreat for your family, this property offers the space, setting, and potential to make it your ownâall in the highly sought-after Oregon School District! Put down roots and enjoy the best of country living!
USD 575,000
6214 Knollwood Drive
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House · for sale
USD 599,900
USD 221/sq.ft
6214 Knollwood Drive
Town of Oregon
· 2,713 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Office room · Deck · Fireplace · Parking
Town of Oregon · 2,713 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Office room · Deck · Fireplace · Parking
Tucked into the wooded Ravenoaks neighborhood, this spacious 4-bedroom, 2.5-bath contemporary style home offers privacy, mature trees, and a generous floor plan on a stunning 0.74 acre lot. The home features tall vaulted ceilings, a dramatic great room with an eye-catching wood burning fireplace, large bedrooms, primary suite with walk-in closet, loft, den/office, and finished lower level rec space. Enjoy the peaceful outdoors from the deck surrounded by mature hardwood trees, Raspberry bushes, an herb garden, and tons of wildflowers. The hardwoods provide a natural source of firewood for cozy evenings by the fireplace. A 3-car attached garage adds plenty of room for vehicles, hobbies, and storage. This tranquil setting remains conveniently close to Oregon's everyday necessities, including shopping, dining, schools, and more, with easy access to Madison
Tucked into the wooded Ravenoaks neighborhood, this spacious 4-bedroom, 2.5-bath contemporary style home offers privacy, mature trees, and a generous floor plan on a stunning 0.74 acre lot. The home features tall vaulted ceilings, a dramatic great room with an eye-catching wood burning fireplace, large bedrooms, primary suite with walk-in closet, loft, den/office, and finished lower level rec space. Enjoy the peaceful outdoors from the deck surrounded by mature hardwood trees, Raspberry bushes, an herb garden, and tons of wildflowers. The hardwoods provide a natural source of firewood for cozy evenings by the fireplace. A 3-car attached garage adds plenty of room for vehicles, hobbies, and storage. This tranquil setting remains conveniently close to Oregon's everyday necessities, including shopping, dining, schools, and more, with easy access to Madison
USD 599,900
749 County Road MM
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House · for sale
USD 500,000
USD 426/sq.ft
749 County Road MM
Town of Oregon
· 1,173 sq.ft · 3 Bedrooms · 1 Bath · House
· Patio · Garden · Parking
Town of Oregon · 1,173 sq.ft · 3 Bedrooms · 1 Bath · House · Patio · Garden · Parking
Inviting home on just under 4 acres within the top-rated Oregon School District, just 20 minutes from downtown Madison. The fantastic open layout creates an easy flow for entertaining, gathering with friends, and everyday living. Youâll love the character throughout, with original accents, exposed brick, gorgeous hardwood floors, and stylish finishes. Spend warm weather days on the patio taking in peaceful views of the surrounding landscape, then make the most of your 3.92 acres with a vegetable garden, apple orchard, chickens, or even your own hobby farm. The possibilities are wide open, whether you want room to roam, space for outdoor projects, or a place to create something all your own. The spacious 30x40â heated 4+ car garage offers plenty of room for vehicles, equipment, a boat, or your own workshop. A rare opportunity to enjoy country living with Madison just minutes away
Inviting home on just under 4 acres within the top-rated Oregon School District, just 20 minutes from downtown Madison. The fantastic open layout creates an easy flow for entertaining, gathering with friends, and everyday living. Youâll love the character throughout, with original accents, exposed brick, gorgeous hardwood floors, and stylish finishes. Spend warm weather days on the patio taking in peaceful views of the surrounding landscape, then make the most of your 3.92 acres with a vegetable garden, apple orchard, chickens, or even your own hobby farm. The possibilities are wide open, whether you want room to roam, space for outdoor projects, or a place to create something all your own. The spacious 30x40â heated 4+ car garage offers plenty of room for vehicles, equipment, a boat, or your own workshop. A rare opportunity to enjoy country living with Madison just minutes away
USD 500,000
4769 Eisenhower Street
View photo
House · for sale
USD 459,900
USD 216/sq.ft
4769 Eisenhower Street
Town of Oregon
· 2,120 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Deck · Equipped kitchen
Town of Oregon · 2,120 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Deck · Equipped kitchen
Welcome to this beautifully updated Oregon ranch offering over 2,100 finished square feet and a long list of improvements inside and out! The main level features LVP and wood flooring throughout, updated trim and light fixtures, custom closets, and an updated kitchen with granite countertops, custom cabinetry, and a new stove. The main bath features a tiled tub, granite counters, and a custom dual vanity. The finished lower level adds incredible living space with a spacious family room, an amazing walk-in tiled shower, convenient backyard access, and a large storage closet. Outside, enjoy the large deck and beautiful views overlooking the adjacent park and green space. Major updates include new siding, driveway, gutters and downspouts, furnace under 2 years old, a new pressure tank in 2026, and a well pump approximately 3-4 years old. Located on a quiet dead-end street with plenty of space to relax, entertain, and enjoy everything Oregon has to offer!
Welcome to this beautifully updated Oregon ranch offering over 2,100 finished square feet and a long list of improvements inside and out! The main level features LVP and wood flooring throughout, updated trim and light fixtures, custom closets, and an updated kitchen with granite countertops, custom cabinetry, and a new stove. The main bath features a tiled tub, granite counters, and a custom dual vanity. The finished lower level adds incredible living space with a spacious family room, an amazing walk-in tiled shower, convenient backyard access, and a large storage closet. Outside, enjoy the large deck and beautiful views overlooking the adjacent park and green space. Major updates include new siding, driveway, gutters and downspouts, furnace under 2 years old, a new pressure tank in 2026, and a well pump approximately 3-4 years old. Located on a quiet dead-end street with plenty of space to relax, entertain, and enjoy everything Oregon has to offer!
USD 459,900
434 County Road MM
View photo
House · for sale
USD 435,000
USD 198/sq.ft
434 County Road MM
Town of Oregon
· 2,196 sq.ft · 4 Bedrooms · 2 Baths · House
· Parking
Town of Oregon · 2,196 sq.ft · 4 Bedrooms · 2 Baths · House · Parking
Enjoy room to spread out inside and out! Set on approximately 2.7 acres, this 4-bedroom, 2-bath bi-level offers over 2,200 square feet of finished living space surrounded by your own peaceful retreat. Wonderful walking paths create a serene setting with plenty of room to explore and enjoy the outdoors. Inside, the versatile layout features three bedrooms on the main level, convenient main-floor laundry and additional finished living space below, including a fourth bedroom. A unique spiral staircase adds a fun architectural touch and provides a second connection between levels in addition to the homeâs main staircase. With comfortable living spaces on both levels, an attached 2-car garage and nearly three acres to call your own, this property offers a wonderful combination of space, character and tranquility, all just minutes from Brooklyn and Oregon!
Enjoy room to spread out inside and out! Set on approximately 2.7 acres, this 4-bedroom, 2-bath bi-level offers over 2,200 square feet of finished living space surrounded by your own peaceful retreat. Wonderful walking paths create a serene setting with plenty of room to explore and enjoy the outdoors. Inside, the versatile layout features three bedrooms on the main level, convenient main-floor laundry and additional finished living space below, including a fourth bedroom. A unique spiral staircase adds a fun architectural touch and provides a second connection between levels in addition to the homeâs main staircase. With comfortable living spaces on both levels, an attached 2-car garage and nearly three acres to call your own, this property offers a wonderful combination of space, character and tranquility, all just minutes from Brooklyn and Oregon!
USD 435,000
546 Echo Valley Road
View photo
House · for sale
USD 799,900
USD 210/sq.ft
546 Echo Valley Road
Town of Oregon
· 3,800 sq.ft · 4 Bedrooms · 2 Baths · House
· Swimming pool · Deck · Fireplace · Equipped kitchen · Cellar
Town of Oregon · 3,800 sq.ft · 4 Bedrooms · 2 Baths · House · Swimming pool · Deck · Fireplace · Equipped kitchen · Cellar
Priced below assessed value! This spacious ranch invites you to relax on 4.21 acres located on a peaceful cul de sac in a rural subdivision. A large open great room invites you to just come inside, sit by the fireplace, and look out the massive windows. Others might want to relax on the screened porch for a quick dip in the hot tub while overlooking the woods. The kitchen includes tons of cabinets surrounding the functional island, bright new tile, and updated fixtures. The primary suite feels like a relaxing spa with a large soaking tub, new tile shower, and stylish updates around the double vanity. The lower level makes entertaining easy around the large basement bar, relaxing by the pellet stove, or walk directly outside private deck. Thereâs room for a home office or workout area. The two legal bedrooms include large windows to bring in natural light. I could ramble on, but this rambling ranch speaks for itself. Schedule your showing today!
Priced below assessed value! This spacious ranch invites you to relax on 4.21 acres located on a peaceful cul de sac in a rural subdivision. A large open great room invites you to just come inside, sit by the fireplace, and look out the massive windows. Others might want to relax on the screened porch for a quick dip in the hot tub while overlooking the woods. The kitchen includes tons of cabinets surrounding the functional island, bright new tile, and updated fixtures. The primary suite feels like a relaxing spa with a large soaking tub, new tile shower, and stylish updates around the double vanity. The lower level makes entertaining easy around the large basement bar, relaxing by the pellet stove, or walk directly outside private deck. Thereâs room for a home office or workout area. The two legal bedrooms include large windows to bring in natural light. I could ramble on, but this rambling ranch speaks for itself. Schedule your showing today!
USD 799,900

More homes near this area

Kedzie St
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House · for sale
Request Details
Updated
Kedzie St
Town of Oregon
· House
Town of Oregon · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Pine St
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House · for sale
Request Details
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Pine St
Town of Oregon
· House
Town of Oregon · 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
Windom Way
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House · for sale
Request Details
Updated
Windom Way
Town of Oregon
· House
Town of Oregon · 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
Independence Ln Unit 1
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Condo · for sale
Request Details
Updated
Independence Ln Unit 1
Town of Oregon
· 980 sq.ft · 2 Bedrooms · 1 Bath · Condo
Town of Oregon · 980 sq.ft · 2 Bedrooms · 1 Bath · Condo
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Cemetery Road
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House · for sale
Request Details
Updated
Cemetery Road
Town of Oregon
· 2,303 sq.ft · 3 Bedrooms · 2 Baths · House
Town of Oregon · 2,303 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
Independence Ln
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House · for sale
Request Details
Updated
Independence Ln
Town of Oregon
· 980 sq.ft · 2 Bedrooms · 1 Bath · House
Town of Oregon · 980 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
Rising Sun Rd
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House · for sale
Request Details
Updated
Rising Sun Rd
Town of Oregon
· 1,141 sq.ft · 3 Bedrooms · 1 Bath · House
Town of Oregon · 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
Galena St
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House · for sale
Request Details
Updated
Galena St
Town of Oregon
· 1,561 sq.ft · 3 Bedrooms · 1 Bath · House
Town of Oregon · 1,561 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
Robin Dr
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House · for sale
Request Details
Updated
Robin Dr
Town of Oregon
· House
Town of Oregon · 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
Jackson St
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House · for sale
Request Details
Updated
Jackson St
Town of Oregon
· House
Town of Oregon · 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
Johnson St
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Condo · for sale
Request Details
Updated
Johnson St
Town of Oregon
· Condo
Town of Oregon · 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
Texas Trl
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House · for sale
Request Details
Updated
Texas Trl
Town of Oregon
· House
Town of Oregon · 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
Lawn St
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Condo · for sale
Request Details
Updated
Lawn St
Town of Oregon
· 1,313 sq.ft · 2 Bedrooms · 2 Baths · Condo
Town of Oregon · 1,313 sq.ft · 2 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
Washington Ave
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House · for sale
Request Details
Updated
Washington Ave
Town of Oregon
· House
Town of Oregon · 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
Gregory St
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House · for sale
Request Details
Updated
Gregory St
Town of Oregon
· 2,056 sq.ft · 4 Bedrooms · 3 Baths · House
Town of Oregon · 2,056 sq.ft · 4 Bedrooms · 3 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Rumley Run
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House · for sale
Request Details
Updated
Rumley Run
Town of Oregon
· 4 Bedrooms · 2 Baths · House
Town of Oregon · 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
Brule Pkwy
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House · for sale
Request Details
Updated
Brule Pkwy
Town of Oregon
· House
Town of Oregon · 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
Traceway Dr
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House · for sale
Request Details
Updated
Traceway Dr
Town of Oregon
· House
Town of Oregon · 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
Bullen Rd
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House · for sale
Request Details
Updated
Bullen Rd
Town of Oregon
· 3 Bedrooms · 1 Bath · House
Town of Oregon · 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
Oakridge Ave
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House · for sale
Request Details
Updated
Oakridge Ave
Town of Oregon
· House
Town of Oregon · 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
Wildcat Dr
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House · for sale
Request Details
Updated
Wildcat Dr
Town of Oregon
· House
Town of Oregon · 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
Converse St
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House · for sale
Request Details
Updated
Converse St
Town of Oregon
· House
Town of Oregon · 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
Adams St
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House · for sale
Request Details
Updated
Adams St
Town of Oregon
· House
Town of Oregon · 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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