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431 Thomas Ct, Oregon
$449,900
4 Beds ⋅ 3 Baths ⋅ 2033919 MLS ⋅ ACTIVE Status
Welcome to this 4 bed/3 bath ranch home located on a quiet cul-de-sac just minutes to everything Oregon has to offer & only 15 minutes to Madison! The open-concept main level features updated flooring & seamless flow between the kitchen, dining & living rm w/easy access to the backyard through a patio door. Updated kitchen offers white cabinetry, granite counters, tile backsplash, stainless steel appliance & large island w/breakfast bar. Spacious primary bedroom includes a large walk-in closet & private bath w/new flooring & extended vanity. Two additional bedrooms & a full bath complete the main level. The expansive lower level offers a large rec room with projector, 4th bedroom, full bath & two generous storage areas. Outside, enjoy a spacious backyard with an included hot tub, two storage sheds & pergola—ideal for relaxing & entertaining. Two-car attached garage adds convenience & storage. Great location and move-in ready!

431 Thomas Ct, Oregon

748 Dunn Ave, Oregon
$269,900
2 Beds ⋅ 2 Baths ⋅ 2033093 MLS ⋅ ACTIVE Status
Bright and spacious end unit condo offering the perfect balance of warmth and style! Private entry sets the tone for the feeling of home as you step into the open concept living/dining/kitchen areas that flow seamlessly together. 9-ft. ceilings and many windows for an abundance of natural light. Freshly painted and new carpet throughout. Kitchen features island with breakfast bar and has been thoughtfully updated with new countertops, sink and stainless appliances. Living area with cozy fireplace and walkout to private patio facing a backdrop of trees. Primary bedroom features en suite full bath and walk in closet. Additional bedroom and full bath. Convenient in-unit laundry. Attached 1-car garage that has direct entrance into condo. (New garage door-2026). Well-managed condo association, low monthly condo fees and healthy reserve fund. UHP home warranty for added peace of mind. Located in the sought-after Village of Oregon, move-in ready and waiting for you!

748 Dunn Ave, Oregon

883 Park St Unit 102, Oregon
$250,000
2 Beds ⋅ 2 Baths ⋅ 2033130 MLS ⋅ ACTIVE Status
This 2-bed/2-bath condo is the best deal on the market in the Village of Oregon! 1st floor, zero-step entry from the garage and main entrance makes this condo accessibility-friendly. Laminate floors throughout most of the condo. New flooring in the bathrooms. Spacious primary bedroom features a walk-in closet and a walk-in shower in the attached bathroom. Huge pantry off the kitchen. Patio that backs up to a lovely, private green space. Move-in ready, yet room for your touches, if you're looking to put your personal stamp on your new home. 1-car attached garage. Hot water and water/sewer is included in the condo fee! Great location right off Highway 14 makes access to Madison so easy. Important amenities like schools, the senior center, a dog park, and Kwik Trip and Culver's are within walking distance. Homeownership is in reach with this great condo!

883 Park St Unit 102, Oregon

2001 Timber Lake Rd, Oregon
$625,000
4 Beds ⋅ 3 Baths ⋅ 2033369 MLS ⋅ ACTIVE UNDER CONTRACT Status
Tucked among the trees on over an acre, this private ranch-style retreat offers comfort and natural beauty. Inside, a striking stone fireplace sets the tone for gatherings, while the sun-filled sunroom invites quiet moments overlooking the woods, stunning sunsets, and state capital views. The primary ensuite feels like a personal sanctuary with its own fireplace and deck access. The deck extends the living space outdoors, perfect for entertaining or simply enjoying the peaceful wooded backdrop. Evenings are best spent gathered around the built-in firepit under the stars. The walk-out lower level adds versatility with a welcoming family room and wood pellet stove along with space for games, recreation, fitness, and generous home office. Room to relax, recharge, and entertain. Wood floors, 2 fireplaces + wood burning stove, vaulted ceilings, an abundance of windows and 3-car garage! SF/dim/lot approx. - Buyer’s responsibility to verify. All pertinent info/docs are in MLS docs

2001 Timber Lake Rd, Oregon

875 Merri-Hill Dr, Oregon
$550,000
5 Beds ⋅ 3 Baths ⋅ 2033321 MLS ⋅ ACTIVE Status
WELCOME HOME! This spacious 5-bedroom, 3-bath ranch offers over 3000 square feet of finished living space & a wonderfully versatile floor plan. The main level features an inviting layout with a gas fireplace, convenient main-level laundry & plenty of room for everyday comfort and entertaining. The finished walk-out lower level offers a separate living space, offering a family room, second kitchen, full bathroom, 2-bedrooms & an office, along with its own private exterior entrance. This flexible arrangement is ideal for extended family, guests, multigenerational households, a private work from home setup or simply extra room to spread out. Outside, enjoy the fenced backyard and peaceful setting. An attached 2 car garage adds everyday convenience. With generous room throughout, an exceptionally versatile lower level and a desirable Oregon location, this home offers possibilities that are hard to find. ONE YEAR, ULTIMATE HOME WARRANTY INCLUDED

875 Merri-Hill Dr, Oregon

994 Tipperary Rd, Oregon
$575,000
3 Beds ⋅ 2 Baths ⋅ 2033292 MLS ⋅ ACTIVE UNDER CONTRACT Status
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 own—all in the highly sought-after Oregon School District! Put down roots and enjoy the best of country living!

994 Tipperary Rd, Oregon

5981 Purcell Rd, Oregon
$699,900
3 Beds ⋅ 3 Baths ⋅ 2033211 MLS ⋅ ACTIVE Status
Bring our vision, creativity, and TLC to transform this spacious home into one that reflects your own style. The setting and space are here-the home is ready for your updates and personal touches. A rare 5-acre retreat in an incredibly convenient location—just 6 miles from Oregon, Verona and the Beltline! The home is on 3 levels and offers 3400 sq ft. Two fireplaces and plenty of entertaining area. Once a Christmas tree farm, this unique property offers mature trees and a park-like setting. Two large outbuildings provide exceptional space for hobbies,storage,vehicles or a workshop. Inside, the expansive family room features an Endless pool, perfect for swimming exercise at home, plus additional exercise space and plenty of room to gather. relax and watch the big game. See the Drone view of land on the video tour link.

5981 Purcell Rd, Oregon

381 Cherry Wood Dr, Oregon
$449,900
3 Beds ⋅ 2 Baths ⋅ 2033003 MLS ⋅ ACTIVE Status
Showings Begin 10-15-2026 - Welcome home to this beautiful 3-bedroom, 2-bath property in the desirable Hickory Estates neighborhood. The spacious kitchen and dinette area offer plenty of room for everyday living and feature a walkout to the deck, perfect for outdoor dining and entertaining. Enjoy the large fenced backyard with ample space for recreation, gardening, or relaxing. The inviting living room provides plenty of natural light and easy access to outdoor living areas, while the cozy family room features a wood-burning fireplace, creating the perfect gathering space for family and friends. The spacious primary bedroom offers a comfortable retreat at the end of the day. Ideally located directly across from a park and just minutes from downtown Oregon, this home also provides convenient access to the community's extensive paved walking trails. Combining comfort, space, and a fantastic location, this home is ready for its next owner to enjoy. New Roof & Siding 2025, New A/C 2026

381 Cherry Wood Dr, Oregon

1232 Tivoli Cir, Oregon
$434,900
2 Beds ⋅ 2 Baths ⋅ 2032927 MLS ⋅ 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 Cir, Oregon

803 Liliana Ter, Oregon
$599,900
4 Beds ⋅ 3 Baths ⋅ 2032906 MLS ⋅ ACTIVE UNDER CONTRACT Status
Set in Autumn Ridge - Oregon Subdivision this newer two-story has the light and flow buyers keep asking for. The open main level moves from a STUNNING granite kitchen with work island, breakfast bar and large pantry into a dining room crowned by a three-tier French vintage chandelier enhance by cathedral-ceiling + wrapped with sun-filled five windows leading to the patio and private fenced backyard. Settle in by the stone gas fireplace, pour a nightcap in the cocktail lounge/flex room, and drop everything in the custom rear-foyer mudroom area. Crisp white cabinetry and trim plus east and west-facing windows keep the whole house bright from morning to evening. Upstairs holds four bedrooms, two granite-topped full bathrooms and second-floor laundry + the GORGEOUS primary suite offers two walk-in closets & a private full bath w/tile walk-in shower! The lower level is ready to finish with 8'+ ceilings, two egress windows, and a bathroom stub-in.

803 Liliana Ter, Oregon

749 County Road Mm, Oregon
$495,000
3 Beds ⋅ 1 Baths ⋅ 2032332 MLS ⋅ ACTIVE Status
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. You’ll 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 30x40’ 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.

749 County Road Mm, Oregon

6214 Knollwood Dr, Oregon
$599,900
4 Beds ⋅ 3 Baths ⋅ 2032732 MLS ⋅ ACTIVE UNDER CONTRACT Status
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.

6214 Knollwood Dr, Oregon

145 Dewey St, Oregon
$429,900
4 Beds ⋅ 2 Baths ⋅ 2032685 MLS ⋅ ACTIVE Status
If you're looking for a beautiful blend of yesteryear charm & modern updates, don't miss this Oregon charmer! Gorgeous woodwork, stained glass, exposed brick and hardwood floors create a warm, memorable space. An updated kitchen is the true heart of the home and is as functional as it is inviting - with room to gather, tons of counter space & storage (don't miss the huge pantry!). Two large living spaces offer a flexible floor plan and room for everyone to find their favorite spot in the home. Upstairs, a truly spectacular primary bedroom addition shines with vaulted ceilings, incredible natural light & and a large walk-in closet. If you love outdoor spaces, there are so many great options - a welcoming, lemonade-sipping front porch; a large, sunny deck; and a beautifully landscaped, fully fenced yard. Numerous updates, including windows, HVAC, and a newer garage! Incredible location - walking distance to parks, schools, and downtown Oregon.

145 Dewey St, Oregon

329 Soden Dr, Oregon
$312,900
2 Beds ⋅ 1 Baths ⋅ 2032289 MLS ⋅ ACTIVE Status
Homeownership Looks Good on You! Your first home should feel like a place you’re excited to call your own. Welcome to 329 Soden Dr, a 2-bedroom, 1-bath ranch-style duplex with approximately 1,100 sq ft of comfortable, single-level living. The open floor plan and vaulted ceiling give the home a bright, spacious feel, while the walk-in closet adds storage where you need it most. An attached 2-car garage is a major bonus for Wisconsin winters, weekend projects and all your extra gear. Outside, the private fenced yard and patio give you your own space for grilling, gardening, pets or relaxing with friends. Easy to maintain and easy to enjoy, this home offers a great opportunity to leave renting behind, put down roots and start making a space truly your own.

329 Soden Dr, Oregon

255-259 Park St, Oregon
$575,000
2032203 MLS ⋅ ACTIVE UNDER CONTRACT Status
Calling all investors and owner occupants! Great opportunity to own a ranch-style side-by-side duplex in the heart of downtown Oregon. The 259 side has been gutted and completely redone, featuring new flooring and carpet, fresh paint, new doors and trim, new appliances and more—move-in ready for a new tenant or the perfect opportunity to live in one side while renting out the other! Major update with a new roof in 2024, plus one unit features a private, fenced-in backyard. Fantastic location just steps from schools, parks, pickleball courts, coffee shops, restaurants and everything downtown Oregon has to offer. Whether you're looking to add to your investment portfolio or offset your mortgage with rental income, this one is ready to go!

255-259 Park St, Oregon

827 Ridge View Ln, Oregon
$649,900
4 Beds ⋅ 4 Baths ⋅ 2031318 MLS ⋅ ACTIVE Status
Privacy, nature & space right outside your front door! Nestled on a quiet dead-end street with private wooded park land & walking trails adjoining the property, this 4-bedroom, 3.5-bath home offers room to spread out in a beautiful, private setting. An inviting wraparound front porch welcomes you inside, where gleaming refinished hardwood floors run throughout the main level. The spacious layout features a bright front living room, formal dining room & kitchen with solid-surface counters, stainless steel appliances plus new double oven, fridge, dishwasher & microwave in 2022. The kitchen opens to a large family room with brick gas fireplace, while the four-season sunroom offers hardwood floors, vaulted ceilings & peaceful views. You'll love the tree-filled backyard that is peaceful and quiet. Major updates include a new roof in 2025, new insulated garage doors & furnace/A/C replaced in 2023. Desirable 3-car garage provides plenty of room for vehicles, toys, storage & more!

827 Ridge View Ln, Oregon

856 Peace Ln, Oregon
$655,000
4 Beds ⋅ 3 Baths ⋅ 2031037 MLS ⋅ ACTIVE UNDER CONTRACT Status
Custom feel + thoughtful updates + meticulous maintenance define this exceptional ranch home. Thoughtfully designed + ready to move in, this 4-bedroom split-design, 3-bath home features 9' ceilings, abundant natural light + a spacious finished lower level. The inviting kitchen offers granite countertops, center island, pantry + new appliances, opening to the great room with newly refinished hardwood floors, cozy carpet insert + gas fireplace. The primary suite offers a large walk-in closet, double vanity + tiled walk-in shower. Lower level highlights a generous family room, 4th bedroom, full bath, wet bar with custom walnut countertops + ample storage. Enjoy the upgraded low-maintenance deck—perfect for relaxing + entertaining without the upkeep while the 3-car garage features an epoxy floor. Updates include roof, water heater, garage doors/motors, washer/dryer + refinished flooring. Meticulously maintained with custom touches throughout, this home is ready to move in + enjoy!

856 Peace Ln, Oregon

377 Concord Dr, Oregon
$365,000
2 Beds ⋅ 2 Baths ⋅ 2030772 MLS ⋅ ACTIVE Status
Well maintained sun-lit 2-bed/2-bath condo in the highly-rated Oregon School District featuring great space, wonderful views, and offers the perfect balance of comfort and convenience. The main living area boasts vaulted ceilings, oversized windows, a cozy gas fireplace, and walkout to the balcony deck overlooking the property. The kitchen has abundant cabinetry, a spacious island, and an adjoining dining area surrounded by a bay of windows. The generous primary suite features a large walk-in closet and private bath. A sizeable 2nd bedroom, full bath, six-panel doors, office nook & convenient main-floor laundry round out the main level. The unit offers private entry and large 2-car attached garage! Close to restaurants, coffee shops, shopping, schools, & multiple nearby parks. Easy commute to Madison, Epic, and everything the area has to offer.

377 Concord Dr, Oregon

187 Sterling Dr, Oregon
$414,900
3 Beds ⋅ 2 Baths ⋅ 2030702 MLS ⋅ ACTIVE UNDER CONTRACT Status
Beautiful ranch home offering the perfect blend of comfort, convenience, and outdoor enjoyment. Stunning hardwood floors welcome you inside, while the remodeled kitchen is ready for everyday living and entertaining alike. Unwind in the spa-like bathroom, designed to feel like your own private retreat. Outside, enjoy a generous lot featuring cherry trees, apple trees, plum tree, raspberry bush, and plenty of room to garden, play, or relax. The new maintenance-free deck is perfect for summer gatherings and quiet mornings alike. A dedicated theater room, complete with all equipment included, provides the ultimate movie-night experience. The oversized 3-car garage offers ample storage and workspace. Conveniently located near shopping, restaurants, parks, and everyday amenities, this home combines thoughtful updates, beautiful outdoor spaces, and exceptional value. Roof '20/'21, Water Heater '21, Kitchen Appliances '22, Furnace & A/C '23!

187 Sterling Dr, Oregon

363 Liberty Park Dr, Oregon
$670,000
3 Beds ⋅ 3 Baths ⋅ 2030637 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to 363 Liberty Park Dr, an entertainer’s dream with space to gather, relax, and enjoy both inside and out! The main level features vaulted ceilings, a cozy gas fireplace, new carpet, main-level laundry hookups & a bright 4-season room that flows into the screened porch and overlooks the large, fenced-in backyard. Whether it’s summer cookouts, game days, evenings on the porch, or letting the pets run around the yard, this home was made for making memories. The finished lower level keeps the entertaining going with a spacious rec room, bar, electric fireplace, full bath, built-in shelving, and two bedrooms offering even more flexibility. There’s also a cedar closet, laundry area, ample storage, and convenient access to the garage. Tucked into a great Oregon neighborhood within walking distance to parks, restaurants, and trails, this home offers the space and setup to enjoy everyday living just as much as hosting a crowd!

363 Liberty Park Dr, Oregon

358 Alpine Meadow Cir, Oregon
$300,000
2 Beds ⋅ 2 Baths ⋅ 2029954 MLS ⋅ ACTIVE Status
Rare find! This 2-bedroom, 2-bath ranch condo offers easy one level living with vaulted ceilings, beautiful lvp floors, and a comfortable open feel with lots of natural light. The kitchen features brand-new appliances in 2026, along with an impressive list of recent updates including a new washer an dryer in 2025, furnace, A/C and water heater in 2024, and new roof in 2022. The spacious unfinished lower level offers plenty of potential for additional living space, with exposed windows and plumbing already in place for an additional bathroom. Enjoy the ease of low-maintenance condo living with the space, updates, and potential you've been looking for. Ranch condos like this don't come along often-don't miss this one!

358 Alpine Meadow Cir, Oregon

462 New Hampton Dr, Oregon
$449,900
3 Beds ⋅ 3 Baths ⋅ 2029285 MLS ⋅ ACTIVE Status
Move-in ready 10/12/26. This Chelsea home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

462 New Hampton Dr, Oregon

873 Peregrine Cir, Oregon
$545,000
3 Beds ⋅ 3 Baths ⋅ 2028336 MLS ⋅ ACTIVE Status
Tucked away on a cul-de-sac with a quiet neighborhood setting, this inviting two-story home offers nearly 2,500 square feet of above-grade living space, blending timeless character with functional design. Located just two blocks from Anderson Farm Park, outdoor recreation is close at hand, with expansive green space and a large dog exercise area providing convenient opportunities to walk, explore, and enjoy time outside. Inside, the spacious sunroom showcases exposed ceilings and walls, a beautiful brick fireplace, and direct access to the private, fenced backyard surrounded by mature trees. The kitchen features warm wood cabinetry, granite countertops, a peninsula for additional seating, a new sink, and abundant storage. Upstairs, the primary suite includes a walk-in closet and an ensuite bath with a double vanity and granite countertops. Two additional bedrooms provide comfortable living space, including one with vaulted ceilings and a distinctive arched window.

873 Peregrine Cir, Oregon

148 Alpine Meadow Cir, Oregon
$300,000
2 Beds ⋅ 3 Baths ⋅ 2028288 MLS ⋅ ACTIVE UNDER CONTRACT Status
Looking for a low-maintenance lifestyle, but also craving something special that feels like home? This beautiful 2-bed, 2.5 bath townhouse, meticulously cared for by its original owner, delivers the quality touches that set it apart. Colorful perennials & an airy skylit foyer greet & invite you in. Its open floor plan is bathed in natural light & adorned w/elegant crown molding. Quartz countertops, high quality cabinets, & stainless appliances grace the kitchen. The dining area’s glass doors open to a private patio where sunrises & morning coffee are on the menu. Relax among lilies, irises, & hydragenas. Upstairs, the huge primary suite features a soaring cathedral ceiling, sitting area, walk-in closet, & bath. A generously sized 2nd bedroom sits next to its own full bath, w/convenient laundry nearby. Spotless LL offers storage or extra living space. Bath rough-in & egress window make future finishing easy. Close to charming downtown Oregon & walking paths. Short drive to Madison!

148 Alpine Meadow Cir, Oregon

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. 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 perspective properties consumers may be interested in purchasing.