Oregon, WI Homes for Sale with Garage

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  /70

  $1,200,000

  • 5 Beds
  • 6 Baths
  • 5,729 Sq Ft

  670 Inverness St, Oregon, WI 53575

  Welcome to resort-style living in this stunning 5-bedroom, 6-bathroom custom home overlooking the 10th hole at The Legends at Bergamont. Designed for both everyday comfort and unforgettable entertaining, this home offers a perfect blend of elegance and function. Inside, you’ll find an updated chef’s kitchen, a spacious living room with a custom-built entertainment center, a dedicated home office,

  

  Sarah Gabrielse

  Devout Real Estate Group, LLC

  (608) 420-5980

  670 Inverness St, Oregon, WI 53575
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  /20

  $2,550,000

  • 4 Beds
  • 1.5 Baths
  • 2,628 Sq Ft

  4890 County Road A, Oregon, WI 53575

  34 beautiful acres right outside of the Village of Oregon, hemmed in by parks and greenspace. With hardwood floors, the original mid-century styled kitchen and study, radiant heat, geothermal, and efficiency upgrades, add some cosmetic touches and the property will stand out! With mineral rights below the soil and the potential for alternate uses of the property in the future, this is one to

  

  Jean Armendariz-Kerr

  Mode Realty Network

  (608) 344-6238

  4890 County Road A, Oregon, WI 53575
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  /57

  $699,900

  • 4 Beds
  • 3.5 Baths
  • 3,244 Sq Ft

  480 Medinah St, Oregon, WI 53575

  Stunning 2-story Bergamont home in the Oregon School District! Situated on a spacious lot w/abundant outdoor entertaining space including composite deck and two custom paver patios in a fenced backyard! Inside, enjoy a grand 2-story foyer & living area w/LVP flooring plus an impressive main-floor primary suite w/luxurious bath, shower and walk-in closet. The kitchen, dining, and flex-room round

  Jason Holtman RE/MAX Preferred

  480 Medinah St, Oregon, WI 53575
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  /67

  $875,000

  • 5 Beds
  • 3.5 Baths
  • 3,366 Sq Ft

  963 Brynhill Dr, Oregon, WI 53575

  Beautifully maintained Alterra Design Home in The Legend at Bergamont! This spacious 2-story offers an open main level with a gourmet kitchen, walk-in pantry, and high-end KitchenAid SS appliances. The informal dining area flows into a 2-story great room with a gas fireplace and custom built-ins. A flex room, screened porch, mudroom with custom lockers, and half bath complete the main floor.

  Ryan Oliversen Bunbury & Assoc, REALTORS

  963 Brynhill Dr, Oregon, WI 53575
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  /55

  $1,149,000

  • 4 Beds
  • 4.5 Baths
  • 4,504 Sq Ft

  863 Augusta Dr, Oregon, WI 53575

  Welcome to this exquisite 2-story home boasting over 4500 square feet of thoughtfully designed living space. With 4 spacious bedrooms and 4.5 baths, this home offers an ideal blend of elegance, comfort, and functionality. Soaring vaulted ceilings and an open floor plan creates a grand atmosphere. The second-floor catwalk adds a dramatic touch, overlooking the main living area. Gourmet kitchen

  Julie Larson First Weber Inc

  863 Augusta Dr, Oregon, WI 53575
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  /27

  $666,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,907 Sq Ft

  Raleigh, Oregon, WI 53575

  A foyer leads directly into the double-height living and dining room of this two-story residence, while the family room, kitchen and breakfast area share a spacious open floorplan toward the back of the home. Ideal for at-home work is a quiet study. The top level hosts all four bedrooms, including the sprawling owner’s suite with a private full-sized bathroom and two walk-in closets for ample

  Lennar

  Raleigh, Oregon, WI 53575
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  /17

  $609,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,171 Sq Ft

  Ridgefield, Oregon, WI 53575

  This single-story home is designed to offer low-maintenance living and great space to grow. A modern open layout is situated among the large family room, kitchen and breakfast room, with an attached covered patio to offer seamless indoor-outdoor living. Found off the foyer are two secondary bedrooms, while tucked away in the back corner for maximum privacy is the sprawling owner’s suite with a

  Lennar

  Ridgefield, Oregon, WI 53575
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  /23

  $562,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  Siena II, Oregon, WI 53575

  Designed for low-maintenance living, this single-story home showcases an open-concept kitchen that overlooks the family room and dining room in an ideal set-up for seamless transitions between spaces. At the front of the home are two secondary bedrooms to provide restful retreats, while in a back corner is the private owner’s suite with a full-sized bathroom. A two-car garage offers versatile

  Lennar

  Siena II, Oregon, WI 53575
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  /27

  $611,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,607 Sq Ft

  Wren, Oregon, WI 53575

  This two-story home combines modern comfort with convenience. Found off the foyer is a flex room for versatile needs, followed by a cohesive open main living area with direct access to the backyard for indoor-outdoor activities. In a private corner of the first floor is a study ideal for at-home work. Upstairs are three secondary bedrooms and the spacious owner’s suite with a full-sized bathroom.

  Lennar

  Wren, Oregon, WI 53575
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  /20

  $559,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft

  Rutherford II, Oregon, WI 53575

  This new single-story home provides the convenience of having everything laid out on one level. It features an open design among the living room, dining room and kitchen, which has a large center island. The covered front porch and back patio enhance outdoor enjoyment. Included are two secondary bedrooms and an owner’s suite tucked in a back corner of the home for privacy.

  Lennar

  Rutherford II, Oregon, WI 53575
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  /24

  $601,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  Townsend, Oregon, WI 53575

  This two-story home combines comfort with convenience. Off the foyer is a versatile flex room well-suited for hosting guests, while down the hallway is a cohesive open layout among the kitchen, dining room and family room. The second level is occupied by all four bedrooms to provide restful retreats, including the spacious owner’s suite with a private full-sized bathroom. Completing the home is a

  Lennar

  Townsend, Oregon, WI 53575
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  /51

  $624,900

  • 4 Beds
  • 2.5 Baths
  • 1,598 Sq Ft

  6201 Knollwood Dr, Oregon, WI 53575

  COMPLETELY remodeled 4 bed/2 bath gem in the sought-after Ravenoaks neighborhood. With Oregon Schools, low Town of Oregon taxes & the Badger State Trail, Paoli, Costco & several restaurants nearby, you'll love it here. Outside you'll find bigger ticket items like a new roof, driveway & landscaped yard. Step through the front door to discover new flooring throughout, a gorgeous kitchen with quartz

  Sherry McKee Stark Company, REALTORS

  6201 Knollwood Dr, Oregon, WI 53575
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  /63

  $725,000

  • 4 Beds
  • 3 Baths
  • 3,280 Sq Ft

  409 Peterson Trail, Oregon, WI 53575

  Welcome to this beautifully designed ranch-style home featuring 9-foot ceilings & an inviting open-concept layout perfect for modern living. The spacious living area includes a fireplace, ideal for relaxing evenings or entertaining guests. The kitchen and dining areas flow seamlessly, and generous laundry/drop zone with built-in cubbies and ample storage adds everyday convenience. The

  Kari Manson Hvam Sprinkman Real Estate

  409 Peterson Trail, Oregon, WI 53575
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  /73

  $644,900

  • 4 Beds
  • 3 Baths
  • 3,019 Sq Ft

  393 Riviera St, Oregon, WI 53575

  Welcome Home to this Gorgeous Ranch in sought after Bergamont! Here you will flexible space that works for everyone. Split bedrooms flank a high end kitchen and open living spaces. Natural light pours through Pella windows as you look out on maturing Oaks and the best sunsets in Dane County. Entertain in the flowy kitchen w/ stainless, gas, and views. Cozy up to one of 2 fireplaces or enjoy

  Jon Poletti Haven Real Estate Partners

  393 Riviera St, Oregon, WI 53575
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  /44

  $750,000

  • 4 Beds
  • 3.5 Baths
  • 3,020 Sq Ft

  970 Brynhill Dr, Oregon, WI 53575

  This exceptional 4-bedroom, 3.5-bath ranch home, located in the sought-after Bergamont neighborhood of Oregon, offers a perfect blend of comfort and style. Step into the spacious living room, where vaulted coffered ceilings and large windows bathe the space in natural light. The gourmet kitchen is equipped with stainless steel appliances, abundant counter space, and a convenient walk-in pantry.

  Kristin Shields MHB Real Estate

  970 Brynhill Dr, Oregon, WI 53575
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  /2

  $564,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,087 Sq Ft

  468 Stoddard Dr, Oregon, WI 53575

  Move-in Ready 8/12/25! This Everest home features a smart, open layout and checks off all your boxes. 4 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R&R. To top it off, this home offers a

  Kyle Wachter Stark Company, REALTORS

  468 Stoddard Dr, Oregon, WI 53575
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  /31

  $572,557 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,193 Sq Ft

  1248 Denmark Cir, Oregon, WI 53575

  Eligible buyers may qualify for a 1/0 buydown (4.875/5.875) through Lennar Mortgage if closed by Nov 28th PLUS a $5,000 closing cost credit. The Starling C Floor Plan by Lennar Homes, located on homesite #46 in the Highlands of Netherwood, will be available for move-in by Oct/Nov 2025! This stunning home features upgraded Designer Select finishes throughout, including luxurious quartz

  Emily Ostermiller First Weber Inc

  1248 Denmark Cir, Oregon, WI 53575
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  /13

  $601,092 New Construction

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft

  1214 Denmark Cir, Oregon, WI 53575

  Eligible buyers may qualify for a 1/0 buydown (4.875/5.875) through Lennar Mortgage if closed by Nov 28th PLUS a $5,000 closing cost credit. This stunning ranch home offers 3 bedrooms, 2 baths, and a thoughtfully designed layout. High-end finishes include quartz countertops, engineered hardwood flooring, stainless steel appliances, and smart home features for modern convenience. Your new home

  Emily Ostermiller First Weber Inc

  1214 Denmark Cir, Oregon, WI 53575
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  /28

  $560,337 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  1247 Denmark Cir, Oregon, WI 53575

  Eligible buyers may qualify for a 1/0 buydown(4.875/5.875)through Lennar Mortgage if closed by Nov 28th PLUS a $5,000 closing cost CR.The Meadowlark B Floor Plan by Lennar Homes, located on homesite #38 in the Highlands of Netherwood, will be available for move-in by Oct/Nov 2025! This stunning home features a spacious loft, upgraded Designer Select finishes throughout, including luxurious quartz

  Emily Ostermiller First Weber Inc

  1247 Denmark Cir, Oregon, WI 53575
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  /25

  $541,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  Meadowlark, Oregon, WI 53575

  The first level of this two-story home is host to communal spaces, including a flex space off the foyer and an open floorplan shared among the family room, dining room and kitchen. A loft and three bedrooms can be found upstairs, two of which feature walk-in closets.

  Lennar

  Meadowlark, Oregon, WI 53575
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  /26

  $563,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,193 Sq Ft

  Starling, Oregon, WI 53575

  This two-story home provides modern comfort and ample room to grow. Upon entry is a flex room well-suited for hosting guests, followed by a spacious open layout for seamless family living and relaxing. Separate from the downstairs main living area, the second level hosts all four bedrooms to provide great personal space and privacy. The sprawling owner’s suite is a serene haven with a full-sized

  Lennar

  Starling, Oregon, WI 53575
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  /16

  $584,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  1055 Autumn Blaze Ct, Oregon, WI 53575

  Completion set for April 2025. 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

  Oscar Bennett Alterra Real Estate Group LLC

  1055 Autumn Blaze Ct, Oregon, WI 53575
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  /22

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  290 Ash St, Oregon, WI 53575

  Set in a peaceful, tree-lined neighborhood in the sought-after Oregon School District, this inviting ranch home is bursting w/ potential, & awaiting your personal touch & creative design ideas. Enter to a sizable front liv. room w/ bright bay windows, before finding a dine-in kitchen w/ breakfast bar & walkout to an amazing screened-in porch w/ brand new Trex decking. The main levels bedrooms all

  Joe Shipley MHB Real Estate

  290 Ash St, Oregon, WI 53575
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  /34

  $424,444

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  1232 Tivoli Cir, Oregon, WI 53575

  The Villas is 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 frequently travel or in the area for part of the year. Walking path connect the neighborhood to a large

  Joffre Pedretti Keller Williams Realty

  1232 Tivoli Cir, Oregon, WI 53575
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  /6

  $560,000

  • 4,000 Sq Ft

  1145 Union Rd, Oregon, WI 53575

  Showings start 6/18. Get this turn-key rental property in Oregon while you can! Excellent location in Oregon and great rent rates in place for this year with room to grow! In unit laundry, large yard, private patios basement storage and so much more! New roof to be replaced 6/23/2025. Come see this one while you can!

  Tristan Weber First Weber Inc

  1145 Union Rd, Oregon, WI 53575
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  /24

  $449,000

  • 3 Beds
  • 2.5 Baths
  • 1,615 Sq Ft

  451 Campo Ln, Oregon, WI 53575

  Better than new! Beautiful move-in ready 2024-built 3 bedroom, 2.5 bath two story home in Oregon's Greenview Preserve. Delightful open layout features a spacious living room and dining area, large kitchen with quartz countertops, shaker cabinets, sizable island & stainless steel appliances. Upstairs bedrooms include an owner's suite with a lovely private bath, walk-in closet and tray ceiling.

  Matt Silvern Restaino & Associates

  451 Campo Ln, Oregon, WI 53575
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  /34

  $449,900

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  1206 Tivoli Cir, Oregon, WI 53575

  Stand alone 3 years new ranch condo (condo fees: $200/mo), BETTER THAN NEW! Wide open-concept accessible home boasts 9ft ceilings on the main level with soaring cathedral ceiling in the great room. Kitchen has SS appliances, gas range, quartz counters, tile backsplash & expanded island w/breakfast bar. Spacious primary suite w/easy entry walk-in shower. Laundry room conveniently located off

  Todd Mulhern Restaino & Associates

  1206 Tivoli Cir, Oregon, WI 53575
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  /58

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  507 Janesville St, Oregon, WI 53575

  This beautifully updated home features a fully remodeled main level, including a modern kitchen with custom granite countertops, a stylish full bath with a tiled shower, and a welcoming entry porch with a cathedral ceiling. A large 33'6" x 22'6" garage was added in 2014, with two bedrooms and a full bath above—insulated, sheet rocked, and ready for your finishing touches. Electrical and plumbing

  Steve Evers Great Rock Realty LLC

  507 Janesville St, Oregon, WI 53575
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  /34

  $441,444

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  1257 Tivoli Cir, Oregon, WI 53575

  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

  Joffre Pedretti Keller Williams Realty

  1257 Tivoli Cir, Oregon, WI 53575
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  /26

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 1,857 Sq Ft

  182 Ames St, Oregon, WI 53575

  Nestled in the heart of Oregon, this beautiful home offers the perfect blend of comfort, style, and convenience with an open and spacious floor plan. Enjoy the large fenced fenced yard with a garden/utility shed. The vaulted ceilings on the main level create a bright, spacious feel, and the kitchen with an island and updated appliances offer the perfect place to entertain. Upstairs offers a main

  Tara Pearson Bunbury & Assoc, REALTORS

  182 Ames St, Oregon, WI 53575
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  /28

  $464,900

  • 3 Beds
  • 2 Baths
  • 1,659 Sq Ft

  1237 Tivoli Cir, Oregon, WI 53575

  The Villas offer the ultimate in peace of mind living. Enjoy living in a single-family home with all the conveniences of condo living and never mow your lawn or shovel snow again. This ranch home is open-concept, boasting 9ft ceilings on the main level w/cathedral in great room. Spacious deck is great for outdoor entertaining. Kitchen has SS appliances, island w/breakfast bar, and large pantry.

  Joffre Pedretti Keller Williams Realty

  1237 Tivoli Cir, Oregon, WI 53575
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  /63

  $1,199,900

  • 5 Beds
  • 3.5 Baths
  • 5,296 Sq Ft

  601 Cypress Way, Oregon, WI 53575

  Stunning 5BR, 3.5BA custom home in Oregon’s sought-after Bergamont neighborhood! 5,000 sq ft of refined living space spans three levels, featuring quartz counters, a chef’s kitchen with premium Amish-built cabinetry, walk-in pantry, and a spacious primary suite with spa-like bath and custom walk-in closet. Soaring 12' ceilings, tray accents, LVP and tile floors, and a striking fireplace add

  Caleb Payne Madcityhomes.Com

  601 Cypress Way, Oregon, WI 53575
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  /39

  $374,900

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  174 Elliott Ln, Oregon, WI 53575

  Welcome home to this stunning private-entry condo featuring open floor plan w/ soaring vaulted ceilings, wood & tile flooring. The spacious living area is anchored by a cozy fireplace & flows seamlessly into a generous kitchen w/ island—perfect for entertaining. Step out onto the charming deck to enjoy your morning coffee or unwind after a long day. Luxurious owner’s suite includes a full bath &

  Kari Manson Hvam Sprinkman Real Estate

  174 Elliott Ln, Oregon, WI 53575
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  /42

  $1,349,000

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft

  690 U S 14, Oregon, WI 53575

  Town of Rutland 12-acres, endless opportunity, land has access from US Hwy 14 & Waterman, 2 parcels, eligible for property split. Existing home, 3/2, detached 2 car garage & outbuilding. Updates: siding, insulation, windows, doors, propane tank, appliances, well pump & electrical. Inside offers good size rooms awaiting your personal touch. Fenced in with 4 access points, extended patio great to

  Seth Pfaehler The McGrady Group, LLC

  690 U S 14, Oregon, WI 53575
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  /75

  $479,900

  • 3 Beds
  • 3 Baths
  • 2,377 Sq Ft

  811 Charles Ct, Oregon, WI 53575

  Watch the seasons unfold with bright,spacious main living area overlooking the golf course, ponds& nature. Welcoming tiled foyer, freshly painted, vaulted great room, gas FP w/ door to patio, optional formal dining area. Kitchen offers south facing dinette w/windows on 3 sides, island for easy prep, pristine cabinets w/ dovetailed drawers, tall breakfast bar & under cabinet lighting. Primary

  Brenda Cuta First Weber Inc

  811 Charles Ct, Oregon, WI 53575
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  /41

  $3,500,000

  • Land
  • 236 Acres
  • $14,831 per Acre

  +/-236 Ac Old Stone Rd, Oregon, WI 53575

  Incredible investment opportunity in Dane County. This truly unique ~236ac property brings endless opportunities with a great mix of highly productive tillable land, lake front development opportunities and endless recreational fun! The property includes 7 build opportunities with ~3000ft of Bass Lake shoreline. Currently producing ~$45k in income between the crop and the home lease with

  Al Weber First Weber Inc

  +/-236 Ac Old Stone Rd, Oregon, WI 53575
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  /56

  $1,099,000

  • 5 Beds
  • 3.5 Baths
  • 4,154 Sq Ft

  625 Interlachen Ave, Oregon, WI 53575

  Elegant custom built ranch with incredible views of The Legend at Bergamont! This one of a kind home is meticulously coordinated with the finest appointments throughout! Gourmet kitchen with custom cabinets, quartz counters, huge center island and walk-in butler's pantry. Open and bright family room with 10' coffered ceiling and spacious dinette leading to maintenance free deck overlooking the

  Jordan Armentrout Pinnacle Real Estate Group LLC

  625 Interlachen Ave, Oregon, WI 53575
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  /6

  $845,000

  • 4 Beds
  • 3.5 Baths
  • 3,777 Sq Ft

  924 Brynhill Dr, Oregon, WI 53575

  Your Dream Home Awaits! This stunning 4-bedroom, 3.5-bath home is designed for comfort and luxury. Featuring a spacious kitchen, elegant living room with a fireplace, & a cozy four-season room, this home is perfect for both entertaining and everyday living. The upstairs family room and lower-level rec room provide additional space to relax, while two laundry rooms--one on the main level & one

  Karla Downing First Weber Inc

  924 Brynhill Dr, Oregon, WI 53575
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  /79

  $1,849,900

  • 5 Beds
  • 7 Baths
  • 8,831 Sq Ft

  694 Inverness St, Oregon, WI 53575

  Welcome to your own slice of Tuscany! A truly remarkable Tuscan inspired estate nestled on a sprawling .73-acre lot which overlooks the 10th hole at the Legend Of Bergamont Golf Course. Step inside to discover a grand entryway with heated Italian travertine tile. The heart of the home is a magnificent great room with vaulted ceilings, rustic wood beams, and a cozy stone fireplace, perfect for

  Michael Masella Real Broker LLC

  694 Inverness St, Oregon, WI 53575
• 

  /2

  $499,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,615 Sq Ft

  981 Merri-Hill Dr, Oregon, WI 53575

  Move-in Ready 8/21/25! This Weston home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R&R. To top it off, this home offers a

  Natalie Mecum Stark Company, REALTORS

  981 Merri-Hill Dr, Oregon, WI 53575

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