Oregon Homes with 8'+ Ceiling Basement

Welcome to Oregon, a charming city located in Dane County, Wisconsin. Known for its picturesque landscapes and vibrant community, Oregon offers a perfect blend of small-town charm and modern amenities.

One of the standout features of homes in Oregon is the 8'+ ceiling basement. This unique characteristic adds a touch of elegance and spaciousness to the homes, providing ample room for storage, entertainment areas, or even additional living space. Whether you're looking to create a cozy home theater or a stylish game room, the high ceilings in the basement offer endless possibilities for customization and personalization.

In addition to the homes with 8'+ ceiling basements, Oregon boasts a diverse real estate market with a variety of housing options to suit different preferences and lifestyles. From historic properties with character to modern residences with sleek designs, there's something for everyone in this vibrant city.

With its convenient location, excellent schools, and thriving local businesses, Oregon is a sought-after destination for homebuyers looking to enjoy a high quality of life in a welcoming community. Come and explore the beauty and charm of Oregon – your perfect home may be waiting for you here.

Newest Oregon Homes with 8'+ Ceiling Basement

$1,195,000

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status

Showing Start Sat 7/25 at noon - This stunning ranch home delivers spacious, high-quality living with an excellent open floor plan. The home features 6 bedrooms and 4 full bathrooms. A highlight is the massive six plus car heated garage measuring over 1,500 square feet, providing exceptional space for vehicles, storage, and hobbies while remaining comfortable in all seasons. The main level includes a private suite in its own separate wing, along with a dedicated home office and workout room. The lower level boasts a large, sunny walkout basement complete with a custom home theater?ideal for entertaining and enjoyment. This property offers the privacy and presence of a gated-style home without the added taxes or ongoing fees. It is also barrier-free design directly from the garage. Set on beautifully landscaped grounds, the home is move-in ready and includes a 2-year UHP home warranty for added peace of mind. Combining thoughtful design, generous living space, and practical luxury.

980 Brynhill Drive, Oregon

Listing courtesy of Howard and Williams, INC..

$599,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Welcome home to this bright and inviting 4-bedroom, 2.5-bath home in a fantastic Oregon location! Filled with natural sunlight, the open and functional floor plan offers the perfect blend of comfort and style. The great room features vaulted ceilings and creates a warm gathering space that flows seamlessly into the dining area and kitchen, complete with quartz countertops and plenty of workspace. The finished lower level offers even more living space with a separate family room, wet bar, and cozy electric fireplace?perfect for relaxing or entertaining. Enjoy a spacious primary suite, attached garage, and backyard ideal for play or unwinding outdoors. Located just steps from a neighborhood park and playground, this home offers the perfect combination of convenience, community, and modern living.

195 Prairie Mound Drive, Oregon

Listing courtesy of Real Broker LLC.

$539,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Discover this stunning new home, designed with both comfort and style in mind. Boasting 1968 square feet of living space, this modern residence offers a spacious and open floor plan. The interior features three bedrooms, three bathrooms, and luxurious low-maintenance LVP flooring throughout. The brand new kitchen is a dream, complete with sleek stainless steel appliances, custom cabinetry with soft-close, with a large center island. Cozy up by the gas-burning fireplace on chilly evenings. Located on a peaceful street, this home is great for families with children, offering easy access to nearby schools. Don't miss this opportunity to make this beautiful new home your own!

1055 Autumn Blaze Court, Oregon

Listing courtesy of Alterra Real Estate Group LLC.

$1,275,000

5 Beds ⋅ 4.5 Baths ⋅ ACTIVE Status

Perfectly positioned on the Bergamont Golf Course, this stunning home offers some of the most breathtaking views in the community?overlooking the 10th & 18th fairways as well as the spectacular clubhouse. The gourmet kitchen is a true showstopper, complete with a large center island, high-end appliances including Sub-Zero, Viking and Thermador-perfect for the culinary enthusiast. The main living area is warm & inviting with gorgeous wood flooring, soaring vaulted ceilings, & a striking tiled fireplace that anchors the space. The walkout lower level is built for entertaining & enjoyment, offering a spacious family room, wet bar, wine room, dedicated entertainment space, & an exercise room. Stone fire pit area-perfect for outdoor gatherings.

1053 Winged Foot Drive, Oregon

Listing courtesy of First Weber Inc.

$445,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Thoughtfully updated condo in a welcoming Oregon community! Vaulted ceilings and abundant natural light create an inviting main living space, complemented by upgraded lighting, new flooring, and a beautifully enhanced kitchen with added pantry cabinetry and butcher block counter. The main level offers easy everyday living, while the unfinished lower level is already prepped for future expansion with plumbing and framing in place. Major exterior improvements include professional drainage, French drains, and striking rock retaining walls for both function and curb appeal. Convenient location with quick access to Madison and nearby parks, dining, and local amenities.

1206 Tivoli Circle, Oregon

Listing courtesy of Realty Executives Cooper Spransy.

$749,900

4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status

Stunning Oregon home offering 4 bd, 5 baths and over 4,150 sq. ft. of beautifully finished living space. Located just blocks from the scenic Bergamont Golf Club. The main floor showcases an open-concept design with a dramatic entry, soaring ceilings in the living room, and a warm, inviting fireplace. The kitchen is designed to impress with high-end stainless-steel appliances, quartz countertops, a walk-in pantry, and both formal / informal dining areas. Step outside to a spacious composite deck?perfect for entertaining. The main floor primary suite offers a private retreat with an oversized tiled shower, a generous walk-in closet, and convenient access to the laundry. Upstairs, you?ll find a large game room, office, a second suite w/ full bath, and 2 more bedrooms. The finished lower level expands your living space with a huge family room, stylish bar area, half bath, and a flexible exercise/hobby space. Extra-large two car garage for plenty of storage - nothing has been overlooked.

810 Sumac Street, Oregon

Listing courtesy of Preferred Realty Group.

$445,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Thoughtfully updated condo in a welcoming Oregon community! Condo Fees are $200/month. Vaulted ceilings and abundant natural light create an inviting main living space, complemented by upgraded lighting, new flooring, and a beautifully enhanced kitchen with added pantry cabinetry and butcher block counter. The main level offers easy everyday living, while the unfinished lower level is already prepped for future expansion with plumbing and framing in place. Major exterior improvements include professional drainage, French drains, and striking rock retaining walls for both function and curb appeal. Convenient location with quick access to Madison and nearby parks, dining, and local amenities.

1206 Tivoli Circle, Oregon

Listing courtesy of Realty Executives Cooper Spransy.

$749,900

4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status

Under Construction. Get ready to fall in love with your brand-new home on Autumn Blaze Court. Arriving in December 2026 is a stunning new construction by Alterra Design Homes. It offers the perfect balance of peace and proximity. Nestled on a scenic hill overlooking the Village of Oregon, you're just 15 minutes from the heart of Madison but worlds away from the noise.

1044 Autumn Blaze Court, Oregon

Listing courtesy of Alterra Real Estate Group LLC.

$434,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

The Villas are the ultimate in peace of mind living. Located within the Highlands of Netherwood, this unique neighborhood of Single Family homes brings all the conveniences of condo living (Fees: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people that frequently travel or are in the area for part of the year. Walking path connects the neighborhood to a large park. Open-concept, ranch style homes have spacious living rms w/ direct deck access. Basements can be finished for extra living space & 3rd bed & bath. The majority of lots have half or full exposure in the basement. Multiple finish options & upgrades available. Builder is offering lots 1-30, see association docs.

1232 Tivoli Circle, Oregon

Listing courtesy of Keller Williams Realty.

$434,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

The Villas are the ultimate in peace of mind living. Located within the Highlands of Netherwood, this unique neighborhood of Single Family homes brings all the conveniences of condo living (Fee: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people that frequently travel or are in the area for part of the year. Walking path connects the neighborhood to a large park. Open-concept, ranch style homes have spacious living rms w/ direct deck access. Basements can be finished for extra living space & 3rd bed & bath. The majority of lots have half or full exposure in the basement. Multiple finish options & upgrades available. Builder is offering lots 1-30, see association docs.

1232 Tivoli Circle, Oregon

Listing courtesy of Keller Williams Realty.

$695,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

This new construction ranch-style home is in its final stages and ready to welcome you home. The main level offers a floorplan that flows seamlessly with an open concept design. Featuring vaulted ceilings, spacious living room, and a screened porch for indoor/outdoor enjoyment. The owner suite is complete with a walk-in closet, private bathroom with double vanity and a tiled shower. The finished lower level adds even more room, with a spacious second living room, two additional bedrooms, a full bath, walkout access, and plenty of storage. Additional features include zero-step entry (garage entrance), fireplace, quartz countertops, stainless steel appliances, soft close cabinets, pantry, built-in cubbies, and a laundry room equipped with a washer and dryer. The home is prepped for solar power and electric vehicle charging. Estimated completion May 2026. Minor changes to the floorplan were made.

495 Foxfield Court, Oregon

Listing courtesy of Madison Property Management, Inc..

$441,444

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

The Villas are the ultimate in peace of mind living. Located within the Highlands of Netherwood, this unique neighborhood of Single Family homes brings all the conveniences of condo living (Fee: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people that frequently travel or are in the area for part of the year. Walking path connects the neighborhood to a large park. Open-concept, ranch style homes have spacious living rms w/ direct deck access. Basements can be finished for extra living space & 3rd bed & bath. The majority of lots have half or full exposure in the basement. Multiple finish options & upgrades available. Builder is offering lots 1-30, see association docs. This is a ghost listing to be built to buyer?s specifications with offer.

1257 Tivoli Circle, Oregon

Listing courtesy of Keller Williams Realty.

Start Your Search

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.