Homes for Sale in 53575

/43
$895,000
- 4 Beds
- 3.5 Baths
- 4,007 Sq Ft
2000 Timber Lake Rd, Fitchburg, WI 53575

Priced below assessed value! Tucked away on almost an acre wooded lot in a quiet rural subdivision within the Oregon School District, this quality-built custom 4-bed, 3.5-bath home blends country charm with modern conveniences. Enjoy serene views backing to open farm fields and lush landscaping from the spacious deck. The main level features a beautiful kitchen with breakfast bar & dining nook,

Jo Ferraro EXP Realty, LLC

2000 Timber Lake Rd, Fitchburg, WI 53575
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/47
$525,000
- 3 Beds
- 4 Baths
- 2,642 Sq Ft
110 Saratoga Cir, Oregon, WI 53575

Showings begin 7/30/25 at 4PM! Charming Oregon home with fantastic curb appeal and a welcoming front porch. Step inside to a bright living room with fireplace, formal dining, and a beautiful newly built sunroom, perfect for year-round entertaining. The kitchen features granite countertops, stainless steel appliances, and an eat-in dining area. Hardwood floors and main floor laundry add

Kelly Longseth Accord Realty

110 Saratoga Cir, Oregon, WI 53575
/15
$349,000
- 3 Beds
- 3.5 Baths
- 1,937 Sq Ft
364 Alpine Meadow Cir, Oregon, WI 53575

This spacious townhouse with three finished levels in the Village of Oregon offers comfortable living in a prime location. Situated within walking distance to the new post office, library, and village hall, and just minutes from Madison, Stoughton, and Verona, it combines convenience with charm.The home features three bedrooms upstairs and a fully finished basement that was previously used as a

Noel Barnes Barnes & Associates Realty Group

364 Alpine Meadow Cir, Oregon, WI 53575
/71
$405,000
- 3 Beds
- 1.5 Baths
- 1,574 Sq Ft
550 Lexington Dr Unit 14, Oregon, WI 53575

Meticulously maintained 2-Story Home in quiet neighborhood – Move-In Ready! Discover this beautifully cared-for 2-story home located in a peaceful neighborhood within a top-rated school district. With easy access to Hwy 14, a nearby golf course, and just steps from the park, this home offers both comfort and convenience. Key features include:Bright, open-concept kitchen and living room,

Dan Barnish Three Sons Real Estate

550 Lexington Dr Unit 14, Oregon, WI 53575
/46
$949,999
- 4 Beds
- 3.5 Baths
- 3,820 Sq Ft
5572 Stable View Ln, Fitchburg, WI 53575

Beautiful spacious well cared for 4bed, LL den/office, 3.5 bath, 3-car Ranch Home with huge lower level L shape rec room and many storage areas. Settled in the well known and sought-after Briarwood subdivision. Fresh paint throughout, professionally cleaned & ready to make it yours. Prior updates include cherry cabinetry, solid surface counter tops, LVT flooring, shower surround, 2 furnaces & 2

Pam Raschein RE/MAX Preferred

5572 Stable View Ln, Fitchburg, WI 53575
/85
$1,999,900
- 4 Beds
- 4.5 Baths
- 5,263 Sq Ft
2395 White Oak Trail, Oregon, WI 53575

One of a kind, custom built 5263 sqft home on 3 acre wooded lot w/new outbuilding offering living space & car lift. Under 10 mins south of Madison & backing to DNR & Ag land. Private 4 bed/4.5 bath house perfect for hobbyist or entertainer. Maple flrs throughout main level & into living rm w/20' vaulted clgs & custom blue magma quartz flr to clg frplc. Natural light throughout! Large 2nd living

TC Farber RE/MAX Preferred

2395 White Oak Trail, Oregon, WI 53575
/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
/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
/4
$77,900
- Land
- 0.13 Acre
- $599,231 per Acre
1232 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 (fees: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people who frequently travel or are in the area for part of the year. Walking path connects the neighborhood to

Joffre Pedretti Keller Williams Realty

1232 Tivoli Cir, Oregon, WI 53575
/35
$499,900
- 2,080 Sq Ft
255 Park St, Oregon, WI 53575

Calling all investors! Ranch-style side-by-side duplex in the heart of downtown Oregon. Easy to maintain with a new roof in 2023. One unit features a private, fenced-in backyard. Prime location—just steps to schools, parks, pickleball courts, coffee shops, and restaurants. A solid investment opportunity with great rental potential!

Ken Brenner Stark Company, REALTORS

255 Park St, Oregon, WI 53575
/34
$419,900 Open Sun 11AM - 1PM
- 2 Beds
- 2 Baths
- 1,292 Sq Ft
1206 Tivoli Cir, Oregon, WI 53575

BETTER THAN NEW! Beautiful Stand alone 3 years new ranch condo (condo fees: only $200/mo) COVERS LAWN & SNOW & common area maintenance. 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

Todd Mulhern Restaino & Associates

1206 Tivoli Cir, Oregon, WI 53575
/3
$94,900
- Land
- 0.13 Acre
- $730,000 per Acre
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 (fees: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people who frequently travel or are in the area for part of the year. Walking path connects the neighborhood to

Joffre Pedretti Keller Williams Realty

1257 Tivoli Cir, Oregon, WI 53575
/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
/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
/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
/43
$2,250,000
- Land
- 105 Acres
- $21,429 per Acre
5927 Adams Rd, Fitchburg, WI 53575

Dream equestrian property located just minutes from Madison! This +/-105ac ranch in Fitchburg, WI is an extremely rare find! Location is everything and it does not get much better than this. The horse facilities consist of a 19 stall main barn complete with a full apartment, observation room, tack room, and indoor riding arena. A well-maintained classic barn, additional storage shed, hay barn,

Al Weber First Weber Inc

5927 Adams Rd, Fitchburg, WI 53575
/6
$109,000
- Land
- 0.14 Acre
- $778,571 per Acre
813 Charles Ct, Oregon, WI 53575

Opportunity knocks! There is one lot left in the beautiful, condominium association of 28 total units, in the Village of Oregon, located on the Foxboro Golf Course. Free standing, single family condo homes with lower level exposure and some with walk out. Carefree living with lawn care and snow removal included. The association is managed by the unit owners. This lot is near the 13th tee and the

Brenda Cuta First Weber Inc

813 Charles Ct, Oregon, WI 53575
/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
/16
$900,000
- Land
- 20 Acres
- $45,000 per Acre
+/- 20ac Whalen Rd, Oregon, WI 53575

Location Location Location! Rare opportunity to own +/- 20ac on the edge of Madison. Property is in a prime location for future development and offers potential access to both Whalen Rd and Kathleen Ln. Bring your own builder to construct your dream home with privacy and room to roam. Opportunities like this do not come up often and will likely go fast. Schedule your private showing today!

Al Weber First Weber Inc

+/- 20ac Whalen Rd, Oregon, WI 53575
/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
/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
/3
$320,000
- Land
- 0.50 Acre
- $640,000 per Acre
L385 Interlachen Ave, Oregon, WI 53575

Located in the premier golf club community of The Legend at Bergamont. Enjoy the view from the 34,000+ sq ft mediterranean style clubhouse overlooking the 10th & 18th holes! Amenities include a waterpark w/ 2 pools, 2 waterslides, lazy river, cabanas, 5 tennis courts, a basketball court & fitness complex! Choose your own builder!

Jordan Armentrout Pinnacle Real Estate Group LLC

L385 Interlachen Ave, Oregon, WI 53575
/5
$350,000
- Land
- 0.47 Acre
- $744,681 per Acre
L380 Interlachen Ave, Oregon, WI 53575

Located in the premier golf club community of The Legend at Bergamont. Enjoy the view from the 34,000+ sq ft mediterranean style clubhouse overlooking the 10th & 18th holes! Amenities include a waterpark w/ 2 pools, 2 waterslides, lazy river, cabanas, 5 tennis courts, a basketball court & fitness complex! Choose your own builder!

Jordan Armentrout Pinnacle Real Estate Group LLC

L380 Interlachen Ave, Oregon, WI 53575
/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
/8
$1,300,000
- Land
- 6 Acres
- $228,873 per Acre
Lot 505 Winged Foot Dr, Oregon, WI 53575

The last larger improved lot available in The Legend at Bergamont with outstanding views! Incredible 5.68-acre lot approved for 85 units. Electricity, gas, telephone, cable, municipal sewer, municipal water to the lot line. A short walk to the 34,000+ sq ft mediterranean style clubhouse overlooking the 10th & 18th holes! Amenities include a waterpark w/ 2 pools, 2 waterslides, lazy river,

Joe Armentrout Pinnacle Real Estate Group LLC

Lot 505 Winged Foot Dr, Oregon, WI 53575
/2
$200,000
- Land
- 0.50 Acre
- $400,000 per Acre
130 Jwana Cir, Oregon, WI 53575

Build your dream home on this nearly half-acre lot tucked away on a quiet cul-de-sac in the highly sought-after Legend at Bergamont neighborhood!** This premier golf course community in Oregon offers a lifestyle like no other—with access to resort-style amenities including a championship golf course, swimming pools, waterslides, tennis courts, and a cutting-edge fitness center. Enjoy the perfect

Matt Winzenried Realty Executives Cooper Spransy

130 Jwana Cir, Oregon, WI 53575
/2
$112,900
- Land
- 0.26 Acre
- $434,231 per Acre
1038 Autumn Blaze Ct, Oregon, WI 53575

Come build your dream home with Tim O'Brien Homes in the Autumn Ridge Community.

Aeryn Barry Tim O'Brien Homes LLC

1038 Autumn Blaze Ct, Oregon, WI 53575
/2
$149,900
- Land
- 0.28 Acre
- $535,357 per Acre
485 Foxfield Rd, Oregon, WI 53575

Oregon's newest addition to Autumn Ridge. This quiet cul-de-sac street will offer 21 new homesites. Located just down the street from Oregon Schools this popular subdivision offers larger lots backing up to green space. Lots are scheduled to be ready for digging in June/July 2024 so don't hesitate to secure your new home site before they're gone.

Jerod Bennett Alterra Real Estate Group LLC

485 Foxfield Rd, Oregon, WI 53575
/2
$149,900
- Land
- 0.30 Acre
- $499,667 per Acre
498 Foxfield Rd, Oregon, WI 53575

Oregon's newest addition to Autumn Ridge. This quiet cul-de-sac street will offer 21 new homesites. Located just down the street from Oregon Schools this popular subdivision offers larger lots backing up to green space. Lots are scheduled to be ready for digging in June/July 2024 so don't hesitate to secure your new home site before they're gone.

Jerod Bennett Alterra Real Estate Group LLC

498 Foxfield Rd, Oregon, WI 53575
/2
$129,900
- Land
- 0.38 Acre
- $341,842 per Acre
1085 Autumn Blaze Ct, Oregon, WI 53575

Oregon's newest addition to Autumn Ridge. This quiet cul-de-sac street will offer 21 new homesites. Located just down the street from Oregon Schools this popular subdivision offers larger lots backing up to green space. Lots are scheduled to be ready for digging in June/July 2024 so don't hesitate to secure your new home site before they're gone.

Jerod Bennett Alterra Real Estate Group LLC

1085 Autumn Blaze Ct, Oregon, WI 53575
/2
$124,900
- Land
- 0.25 Acre
- $499,600 per Acre
1044 Autumn Blaze Ct, Oregon, WI 53575

Oregon's newest addition to Autumn Ridge. This quiet cul-de-sac street will offer 21 new homesites. Located just down the street from Oregon Schools this popular subdivision offers larger lots backing up to green space. Lots are scheduled to be ready for digging in June/July 2024 so don't hesitate to secure your new home site before they're gone.

Jerod Bennett Alterra Real Estate Group LLC

1044 Autumn Blaze Ct, Oregon, WI 53575
/2
$429,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,526 Sq Ft
1090 Tundra Ave, Oregon, WI 53575

Move-in Ready 9/22/25! This Jade 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, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R&R.

Nick DeMaria Stark Company, REALTORS

1090 Tundra Ave, Oregon, WI 53575
/2
$459,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,583 Sq Ft
457 Stoddard Dr, Oregon, WI 53575

Move-in Ready 9/12/25! This Harlequin 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, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your deck for some

Adam Crook Stark Company, REALTORS

457 Stoddard Dr, Oregon, WI 53575
/2
$434,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,533 Sq Ft
1082 Tundra Ave, Oregon, WI 53575

Move-in Ready 9/9/25! This Tribeca 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, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some

John Ramkey Stark Company, REALTORS

1082 Tundra Ave, 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
/39
$1,249,900 New Construction
- 5 Beds
- 3.5 Baths
- 4,020 Sq Ft
3314 Colton Way, Sun Prairie, WI 53575

Just Completed! Check out Bill Weber Jr. Homes 2025 Spring Parade Home! This home is sure to wow with its soaring ceilings, high end finishes, custom designs and attention to detail. Find Anderson casement windows, Auburn Ridge custom cabinets, LP SmartSide, custom closets by Tailored Living, design by LW Interiors, walkout basement that backs up to green space, Thermador appliances and so much

Tristan Weber First Weber Inc

3314 Colton Way, Sun Prairie, WI 53575
/2
$469,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,872 Sq Ft
491 Stoddard Dr, Oregon, WI 53575

Move-in Ready 8/22/25! This Kennedy 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, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some

Mikki Colby Stark Company, REALTORS

491 Stoddard Dr, Oregon, WI 53575
/2
$544,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,879 Sq Ft
961 Merri-Hill Dr, Oregon, WI 53575

Move-in Ready 8/5/25! This Sawyer 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

Norman Bondoc Stark Company, REALTORS

961 Merri-Hill Dr, Oregon, WI 53575
/10
$925,000 New Construction
- 4 Beds
- 2.5 Baths
- 2,918 Sq Ft
1025 Brynhill Dr, Oregon, WI 53575

Completion date: September 25, 2025. Incredible custom built 2 story on the 6th hole at The Legend at Bergamont! This well appointed home offers an incredible gourmet kitchen with custom cabinets, quartz counters, stainless appliances, hidden walk-in pantry and center island with snack bar. Enjoy the sun filled great room with gas fireplace and built-ins, large dinette leading to 3 season room

Jordan Armentrout Pinnacle Real Estate Group LLC

1025 Brynhill Dr, Oregon, WI 53575
/2
$439,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,620 Sq Ft
1094 Tundra Ave, Oregon, WI 53575

Move-in Ready 8/4/25! This Gramercy 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

Scott Kramer Stark Company, REALTORS

1094 Tundra Ave, Oregon, WI 53575

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