Oregon Homes under $500,000

Welcome to the enchanting community of Umatilla, Oregon, where picturesque landscapes meet a vibrant sense of community! Nestled in the heart of Umatilla County, this charming town offers a unique blend of small-town charm and access to outdoor adventures, making it an ideal place to call home.

Umatilla is known for its stunning views of the Blue Mountains and the serene banks of the Columbia River, providing residents with ample opportunities for hiking, fishing, and enjoying nature's beauty. The friendly atmosphere and welcoming neighbors create a strong sense of belonging, making it easy to feel right at home.

For those seeking affordable housing options, Umatilla is a treasure trove of homes priced under $500,000. Whether you’re a first-time homebuyer, a growing family, or someone looking to downsize, you’ll find a variety of charming properties that suit your needs. From cozy single-family homes with spacious yards to modern townhouses that offer low-maintenance living, there’s something for everyone in this thriving community.

Additionally, Umatilla boasts a range of amenities, including local shops, parks, and schools, ensuring that residents have everything they need within reach. The town's rich history and culture are reflected in its community events and local festivals, providing a wonderful way to connect with neighbors and celebrate the spirit of Umatilla.

If you’re searching for a welcoming community with affordable housing options and breathtaking natural beauty, Umatilla, Oregon, is the perfect place to start your next chapter. Come and discover the charm of this hidden gem!

Newest Oregon Homes under $500,000

$205,000

2 Beds ⋅ 1 Baths ⋅ 2590904 MLS ⋅ ACTIVE Status

Cute and move-in ready! This charming home offers a bright, comfortable interior with updated flooring and a mini-split system for efficient heating and cooling. Outside, you’ll love the spacious backyard with plenty of room to relax, play, garden, or entertain. Raised garden beds, mature trees, and storage sheds add to the outdoor appeal. A great opportunity for anyone looking for an affordable home with a generous yard and room to make it their own.

126 SE 3rd Ave, Milton-Freewater

Listing Broker: The Provost Team; Roger Esparza; 509-301-1575; roger@provostteam.com

$500,000

4 Beds ⋅ 1 Baths ⋅ 2588245 MLS ⋅ ACTIVE Status

Bring the horses, toys, RV, and gardening dreams—there's room for it all! Nestled on 2.83 acres in Umapine, this charming 4-bedroom, 1-bath country home offers the space and versatility you've been looking for. Horse lover will appreciate the four horse shelters and plenty of room for animals, while the impressive 30x60 two-bay shop provides tons of space for equipment, projects, storage, or recreational toys. There's also ample RV parking and plenty of sunny ground ready for gardens, outdoor living, or creating your own little hobby farm. Inside, you'll find a comfortable home with a huge basement offering even more room to spread out-perfect for entertaining, a game room, hobbies, home gym, or additional living space. Whether you're looking for a place for your horses, need a serious shop, or simply want a little more elbow room and a country lifestyle, this Umapine property has so much to offer. Come see the possibilities and make it your own!

84570 Ringer Road, Milton-Freewater

Listing Broker: Windermere RE Walla Walla; Andrea Moore; 509-540-8344; andreamoore@windermere.com

$235,000

3 Beds ⋅ 2 Baths ⋅ 2587089 MLS ⋅ ACTIVE Status

If you’ve been waiting for an affordable home in Milton-Freewater, this one deserves a look! This one-level home has over 1,300 square feet, 3 bedrooms, 2 bathrooms, a wood-burning fireplace, brand-new HVAC, a garage, and the cutest covered front patio. There’s also a private fenced yard, all tucked away on a dead-end street. A great fit for first-time buyers or anyone ready to downsize—all for $235,000! Call for your private showing today!

531 NW 4th Avenue, Milton-Freewater

Listing Broker: Windermere RE Walla Walla; Emily Martin; 509-876-1892; emilymartin@windermere.com

$229,000

2 Beds ⋅ 1 Baths ⋅ 2585059 MLS ⋅ ACTIVE Status

Cute and cozy 2-bedroom, 1-bath home situated on a corner lot! This well-maintained home features an updated interior, a bright and spacious living area, functional kitchen with plenty of cabinet space, and comfortable bedrooms. Outside, enjoy a fully fenced yard with plenty of room to relax, entertain, garden, or play. A detached 1-car garage provides additional parking and storage. Move-in ready with lots of charm—this is a great place to call home!

222 NW 6th, Milton-Freewater

Listing Broker: The Provost Team; Roger Esparza; 509-301-1575; roger@provostteam.com

$175,000

2 Beds ⋅ 1 Baths ⋅ 2583093 MLS ⋅ ACTIVE Status

Beautifully updated 2-bedroom, 1-bath home that perfectly blends comfort and modernity. This charming residence boasts updated kitchen, complete with appliances that make cooking a delight. The refreshed bathroom features stylish finishes, new siding that adds appeal, the new flooring throughout provides a warm and inviting atmosphere, making it easy for you to feel at home from day one. This property is truly a gem in the market and ideal for first-time homebuyers or those looking to downsize. Don’t miss your chance to own this captivating home!

817 Perkins Street, Milton-Freewater

Listing Broker: The Provost Team; Roger Esparza; 509-301-1575; roger@provostteam.com

$450,000

3 Beds ⋅ 3 Baths ⋅ 2574206 MLS ⋅ ACTIVE Status ⋅ Key Blvd Estates BLDG.

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 Broker: Windermere RE Walla Walla; Debbie Clark; 509-386-4877; debbie.clark@windermere.com

$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 Broker: Windermere RE Walla Walla; Debbie Clark; 509-386-4877; debbie.clark@windermere.com

$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 Broker: Coldwell Banker Walla Walla; B. George Kaup; 509-520-4696; georgekaup@wallawallacb.com

$262,000

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 Broker: Coldwell Banker Walla Walla; B. George Kaup; 509-520-4696; georgekaup@wallawallacb.com

412 SW Parkview Street, Milton-Freewater

$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 Broker: Coldwell Banker Walla Walla; Benedicte Carbonnier; 509-730-9755; benedicte@wallawallacb.com

$479,000

4 Beds ⋅ 2 Baths ⋅ 2551527 MLS ⋅ ACTIVE Status

Enjoy more space, a quieter setting, and the comfort of true single-level living. Set on an oversized lot, this move-in-ready, very well-built home offers no-step and lasting peace of mind. Large windows offer plenty of natural light and frame peaceful views of the hills & fields. The bright, open floor plan connects the living room, dining area and kitchen, creating a welcoming space for everyday living and entertaining. The heart of the home is the thoughtfully designed kitchen, featuring rich granite countertops, ample cabinetry, stainless steel appliances, generous workspace, and bar seating area. The spacious primary suite includes a private bath with double sinks, a soaking tub, a separate shower, and a large walk-in closet. Three additional bedrooms offer flexibility for guests, a home office, or hobbies. A separate utility room provides extra storage. The attached two-car garage offers direct access to a functional mudroom. A true standout is the substantial detached shop, built with 2-by-6 walls, fully insulated, and heated for year-round use. With an attached powered tool shed, it offers room for vehicles, equipment, tools, serious projects, storage, or a dedicated workspace. Complete with an RV plug-in, generous concrete parking, and a huge yard, the property offers even more room for vehicles, hobbies, recreation, pets, and future plans. Located within city limits at the county’s edge, it offers a peaceful, rural feel while remaining close to schools and downtown.

107 S Hill Street, Weston

Listing Broker: Coldwell Banker Walla Walla; Benedicte Carbonnier; 509-730-9755; benedicte@wallawallacb.com

$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 Broker: Coldwell Banker Walla Walla; Benedicte Carbonnier; 509-730-9755; benedicte@wallawallacb.com

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