Oregon Homes with Milton-Freewater School District

Welcome to the charming neighborhood of Oregon, located in Umatilla County, Oregon. This vibrant community is nestled in the city of Milton-Freewater, where small-town charm meets modern amenities.

Oregon boasts a diverse range of homes within the highly sought-after Milton-Freewater School District, making it an ideal location for families looking to settle down. From cozy bungalows to spacious single-family homes, there is a perfect home for every lifestyle in this picturesque neighborhood.

Residents of Oregon enjoy a close-knit community atmosphere, with local parks, shops, and restaurants just a stone's throw away. The area is known for its excellent schools, making it a popular choice for families with school-age children.

With its convenient location and friendly atmosphere, Oregon offers the perfect blend of suburban tranquility and urban convenience. Whether you're a first-time homebuyer or looking to upgrade to a larger space, Oregon has something for everyone.

Come and discover the beauty and charm of Oregon – a place where you can truly feel at home.

Newest Oregon Homes with Milton-Freewater School District

$450,000

3 Beds ⋅ 3 Baths ⋅ 2574206 MLS ⋅ ACTIVE Status

This light-filled modern home flows seamlessly from the spacious living room through the open kitchen and dining area to the covered patio and private backyard. Start your day on the inviting wrap-around porch while enjoying stunning views of the Blue Mountains and the Walla Walla valley. Enjoy the shady covered patio overlooking the private backyard. The kitchen features beautiful quartz countertops, stainless appliances and vinyl plank flooring, as well as a large pantry. The primary suite is on the main level with high-end ensuite bath and walk-in closet. The loft area and extra bedrooms provide flexibility for guests, office space and hobbies. With an easy drive to Walla Walla or Pendleton, this modern, friendly neighborhood is a great place to call home.

10 Lewis Circle, Milton-Freewater

Listing courtesy of Windermere RE Walla Walla.

$595,000

3 Beds ⋅ 2 Baths ⋅ 2565950 MLS ⋅ ACTIVE Status

Enjoy peaceful country living with breathtaking views of the Blue Mountains from this spacious 3,044 sq. ft. home on 3.79 acres. This 3-bedroom, 2-bath home features updated flooring throughout the main living areas, laminate flooring in the kitchen, tile bathrooms, and comfortable carpeted bedrooms. The partially finished basement offers endless possibilities for a family room, game room, or additional living space. Stay comfortable year-round with central heating and A/C, and cozy up to the propane fireplace. Stainless steel refrigerator, dishwasher, hot tub, chicken coop with extended run, raised garden beds, fire pit, and extra laminate flooring are all included. Outside, you’ll find fully fenced pastures with water rights, a year-round creek, small barn, shop, RV hookup, private lane access, and plenty of room for horses, livestock, or your dream hobby farm. Septic was pumped in 2026, making this move-in-ready property an exceptional opportunity for those seeking space, privacy, and country living.

53355 Vonbergen Lane, Milton-Freewater

Listing courtesy of The Provost Team.

$335,000

3 Beds ⋅ 1 Baths ⋅ 2563702 MLS ⋅ ACTIVE Status

This charming Craftsman is ready for your vision to restore it to its former glory. A welcoming front porch, soaring ceilings, original hardwood floors, and classic built-ins provide the timeless character buyers love. The spacious dining room is perfect for hosting gatherings and dinner parties. Downstairs, the basement features a third bedroom, space for a potential second bathroom, and ample room to add a second kitchen—offering excellent potential for multi-generational living, guest quarters, or rental income (buyer to verify). Outside, the generous lot provides plenty of room for gardening and includes a greenhouse and chicken coop for those seeking a more self-sufficient lifestyle. With commercial/residential zoning, the property offers exceptional flexibility, making it an ideal opportunity for a home-based business, investment, or unique live/work space.

193 S Columbia Street, Milton-Freewater

Listing courtesy of Windermere RE Walla Walla.

$199,000

2 Beds ⋅ 1 Baths ⋅ 2559785 MLS ⋅ ACTIVE Status

Charming and move-in-ready 2-bedroom, 1-bath home that's perfect for first-time buyers, those looking to downsize, or anyone seeking low-maintenance living. Thoughtfully updated throughout, this home features new flooring, windows, quartz countertops, cabinetry, and a beautifully renovated bathroom, creating a fresh and inviting space. The kitchen comes equipped with stainless steel appliances, including a stove, dishwasher, and microwave, making meal preparation a breeze. A mini-split heating and cooling system provides year-round comfort and energy-efficient climate control. Outside, you'll find a fenced yard that's ideal for pets, gardening, or relaxing outdoors. Alley access adds convenience and offers additional possibilities for parking or future improvements. Don't miss the opportunity to own this adorable, updated home that combines comfort, functionality, and value in one appealing package! Back on market due to buyer family emergency.

711 Robbins Street, Milton-Freewater

Listing courtesy of Coldwell Banker Walla Walla.

$269,000

2 Beds ⋅ 1 Baths ⋅ 2557075 MLS ⋅ ACTIVE Status

Take a look at this 2-bedroom, 1-bath home, where quality craftsmanship and thoughtful updates shine throughout. The stylish kitchen features custom-designed cabinetry, granite countertops, stainless steel appliances, and finishes that blend both function and charm. Beautiful hardwood floors flow through the main living areas, while the bedrooms offer the comfort of plush carpeting. Outside you'll find a covered front porch and a sizeable back deck for entertaining. The fully fenced property also offers convenient alley access with additional off-street parking inside the fence. Perfectly situated in the heart of Milton-Freewater, this move-in-ready home is just minutes from schools, parks, golfing, shopping, and the city pool. With all appliances included, this home is ideal for first-time buyers, those looking to downsize, or anyone seeking a turnkey property with modern updates and timeless appeal. Enjoy the convenience of a home that's ready for you to move in and start making memories.

521 S Main Street, Milton-Freewater

Listing courtesy of Coldwell Banker Walla Walla.

$439,000

3 Beds ⋅ 4 Baths ⋅ 2544267 MLS ⋅ ACTIVE Status

Move-in ready home with a flexible layout, inviting living spaces, and a beautifully private backyard! This thoughtful layout makes a wonderful option for multi-generational living. The main floor offers exceptional convenience with all key spaces on one level: a kitchen open to the dining room with bar seating, a separate living room with a gas fireplace, primary bedroom, full bath, laundry, half bath, and a versatile studio with kitchenette. The primary bedroom and full bath are privately set apart from the main living area. Also on the main floor, the studio with full bath and heated floor offers exceptional flexibility as a possible 4th bedroom, guest suite, office, art studio, craft room, or hobby space, and has direct access to the backyard. The basement expands the living space with a large great room, two bedrooms with egress windows, a full bath, and a cellar perfect for wine and canned goods. Generous storage throughout both floors. The beautifully landscaped backyard feels like a private retreat, with mature plantings and garden spaces creating a peaceful, vacation-like setting at home. The deck offers a wonderful place to relax, dine, entertain, or simply unwind, with a newer hot tub adding to the outdoor enjoyment. Close to amenities, parks, schools, and easy highway access.

412 SW Parkview Street, Milton-Freewater

Listing courtesy of Coldwell Banker Walla Walla.

$269,000

3 Beds ⋅ 2 Baths ⋅ 2546921 MLS ⋅ ACTIVE Status

Affordable opportunity in Milton-Freewater for buyers seeking single-level living or a property with rental potential. Located on a cul-de-sac, this one-story home offers a practical floor plan with a spacious living room, dining area, and functional kitchen. Large bay windows bring natural light into the home. A certified woodstove in the living room provides additional warmth and comfort. The primary bedroom includes a private bathroom, while two additional bedrooms share a full bathroom. All three bedrooms are separate from the main living areas. A two-car attached garage provides direct access to the house and additional storage. The fenced outdoor space features low-maintenance landscaping. A new HVAC system installed in 2026 adds peace of mind for years to come. Add your personal touch and update the home over time. Conveniently located near shopping, restaurants, medical services, schools, parks, and grocery stores, with easy highway access to Walla Walla, Pendleton, and the Tri-Cities.

516 Rose Street, Milton-Freewater

Listing courtesy of Coldwell Banker Walla Walla.

$305,000

3 Beds ⋅ 3 Baths ⋅ 2552186 MLS ⋅ ACTIVE Status

Nestled in the heart of Umapine. This well maintained, triple wide manufactured home has plenty of room for everyone. Featuring an expansive primary suite, gourmet kitchen, living room, family room and unfinished basement for future expansion. Two bedrooms and a third flex room, currently used as a bedroom, two bathrooms and a powder room off the laundry room. Call today for your private tour!

84693 Ringer Road, Milton-Freewater

Listing courtesy of Windermere RE Walla Walla.

$899,000

3 Beds ⋅ 3 Baths ⋅ 2545237 MLS ⋅ ACTIVE Status

This is your opportunity to own a fully-restored historic estate in one of North America's most distinctive wine-growing regions—The Rocks District AVA, part of the world-renowned Walla Walla Valley wine region. Surrounded by vineyards and orchards, yet just minutes from downtown Walla Walla, the reimagined Pleasant Valley Ranch farmstead seamlessly blends turn-of-the-century craftsmanship with sophisticated modern luxury. High ceilings, original wood floors, vintage pocket doors, detailed millwork, and wainscoting are complemented by thoughtfully curated designer finishes throughout. The light-filled primary suite offers a private loft retreat and spa-inspired bath. A gourmet kitchen features custom cabinetry, Italian range, and wine refrigerator. Beyond the residence, a 3-bay shop, detached garage, pasture, fruit trees, and gardens create a setting equally suited to entertaining, recreation, or quiet retreat. From the wraparound porch to the gabled balcony, every vantage point captures sweeping mountain views and the luminous beauty of the valley. A rare offering in a world-renowned wine region.

53139 Appleton Rd, Milton-Freewater

Listing courtesy of eXp Realty.

$980,000

6 Beds ⋅ 4 Baths ⋅ 2546445 MLS ⋅ ACTIVE Status

Discover a rare opportunity to own two fully updated homes on 8.7 scenic acres with stunning mountain views, a large shop, and exceptional flexibility for multigenerational living, rental income, or shared ownership. Each residence offers 3 bedrooms, 2 bathrooms, an attached two-car garage, and its own private septic system, while sharing a well and spacious shop. The homes are situated on separate tax parcels, adding long-term value and future possibilities. Designed to embrace country living, the property features expansive covered decks and patios overlooking irrigated pasture, a charming seasonal pond, and ample space for horses, cattle, gardens, or other agricultural pursuits. Whether you're looking for a shareable homesite, an investment opportunity, or a peaceful rural retreat with room to grow, this one-of-a-kind property delivers the perfect balance of privacy, functionality, and breathtaking surroundings.

84903 & 84895 Lyle Lane, Milton-Freewater

Listing courtesy of Windermere RE Walla Walla.

$499,000

5 Beds ⋅ 2 Baths ⋅ 2522542 MLS ⋅ ACTIVE Status

Live, work, create, and be part of Milton-Freewater history. This iconic Craftsman on Main Street offers rare mixed-use zoning for both residential and commercial use and was home to the beloved Petits Noirs for over 20 years. Featuring 5 bedrooms, 2 bathrooms, hardwood floors, built-ins, a fireplace, and timeless character throughout. The fully finished basement includes a dance hall and 1/2 commercial kitchen with a 3-compartment sink, hand washing sink, and two 220V outlets — perfect for a tasting room, café, restaurant, vacation rental, or creative business space. Outside, enjoy a culinary garden with established herbs and fruit trees. A truly one-of-a-kind opportunity. Call for your private showing today.

622 S Main Street, Milton-Freewater

Listing courtesy of Windermere RE Walla Walla.

$475,000

4 Beds ⋅ 3 Baths ⋅ 2518722 MLS ⋅ ACTIVE Status

First time on the market and priced below assessed value, this immaculate one-owner home is a true gem in the heart of Milton-Freewater—just minutes from the park, golf course, schools, and swimming pool. Pride of ownership shines throughout this 4 bedroom, 3 bathroom home, offering plenty of space for everyone to spread out. The fully finished basement features a large family room with roughed-in plumbing for a kitchen, creating the perfect setup for multi-generational living or potential income. Enjoy a brand new roof, the gas fireplace, central vac, deck, sunroom with heated floors, greenhouse, garden space, well-established landscape, and sprinkler system. Homes like this, with this level of care and history, rarely come on the market.

509 Parkview Street, Milton-Freewater

Listing courtesy of Windermere RE Walla Walla.

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