Take a step back in time at this turn of the century farm complete with original homestead, barn with a studio apartment for guests above and car parking on each side, multiple outbuildings and an 18 acre orchard. Beautifully landscaped with garden space, underground sprinklers and a greenhouse with power and heat. The little ones will love the miniature log cabin. This special property has been in the same family for many years. This is your chance to make it your own.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$875,000
Oregon Area Residential
Active
52357 Pleasant View Road Milton-Freewater, OR 97862
3 Bed
3 Baths
2704 sqft
MLS# 2382099
This beautiful property in the heart of Milton-Freewater's wine country is for sale for the first time in generations. With some updates, the home would be a perfect place to put down roots. Or pull out the orchard, plant some vines, and turn the home into a tasting room. Plenty of room to expand. Incredible views of the Blue Mountains. Easy drive to Walla Walla or Pendleton.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$500,000
Oregon Area Land
Active
84658 Highway 11 Milton-Freewater, OR 97862
Bed
0 Baths
sqft
MLS# 2398410
Over 18 acres of rich farmland, with an irrigation well, buried mainline, and water rights in the heart of the Walla Walla Valley AVA, partially in The Rocks AVA. Possible location for a winery/tasting room. Great highway frontage between Walla Walla and Milton-Freewater. It has two curb cuts on Highway 11 and Appleton Rd footage. This is zoned EFU and is not a buildable lot.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$475,000
Oregon Area Residential
Active
826 Jacquelyn Street Milton-Freewater, OR 97862
4 Bed
2 Baths
2904 sqft
MLS# 2415191
This is a well-maintained home in a wonderful location, ready for its next owner. It sits at the very top of the hill, looking down on the city with beautiful views of the mountains beyond. It backs up to the wheat fields, which makes for a very private, fenced back yard, with mature landscaping. Inside, you'll find a large kitchen open to a sitting room or breakfast area, dining room, large living room, 2 bedrooms, a bath, and an office. Downstairs, there are 2 more bedrooms, a second bath, and access to the oversized 3-car garage. This special property has been in the same hands for many years and is now ready for its next owner as this seller prepares to downsize.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$475,000
Oregon Area Residential
Active
2 Lewis Circle Milton-Freewater, OR 97862
3 Bed
3 Baths
1879 sqft
MLS# 2420132
This is your opportunity to own a unique home in the new development overlooking Milton-Freewater from the South hill. With beautiful, high-end finishes, views of the Walla Walla Valley and the Blue Mountains and huge windows that invite the natural light in, this Blue Plank custom build is one of a kind. The light quartz countertops make this open kitchen a joy to cook or entertain in. The large primary suite includes a walk-in closet and a beautiful tile shower. The large lot allows room for gardening, entertaining and play space. Enjoy the day from the shade of the large covered patio. This friendly, modern neighborhood is an easy drive to Walla Walla or Pendleton.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$475,000
Oregon Area Residential
Contingent
113 NE 7th Avenue Milton-Freewater, OR 97862
5 Bed
2 Baths
4147 sqft
MLS# 2377714
A Rare Gem – First Time on the Market in Over 30 Years! Step back in time with this one-of-a-kind, turn-of-the-century 5-bedroom, 2-bathroom home nestled on a beautifully landscaped 1/3-acre lot. Overflowing with character, this timeless residence features original hardwood floors, a sun-drenched dining room, a grand fireplace, and vintage charm at every turn. Enjoy your mornings with coffee on the inviting wraparound porch and unwind in the evenings on the private back deck. This lovingly maintained home offers the perfect blend of historic elegance and everyday comfort—a true treasure waiting for its next chapter.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$470,000
Oregon Area Residential
Pending
9 Patty Circle Milton-Freewater, OR 97862
5 Bed
3 Baths
2214 sqft
MLS# 2405130
This is one of the most special homes in the new development at the top of the hill above Milton-Freewater. If it is missing any of the available upgrades, it would be surprising. With vinyl plank floors on the main, beechwood cabinets, quartz countertops, can lights, extra windows, dual zone HVAC, raised vanities, 3-car extra deep garage, 8’ garage doors, vinyl fencing, and RV parking. Enjoy the view from the large covered patio and great room, or cool off in the above-ground pool. You’ll love the easy living and entertainment space.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$460,000
Oregon Area Residential
Active
1252 Stonewood Court Milton-Freewater, OR 97862
4 Bed
2 Baths
2201 sqft
MLS# 2368841
This beautiful property has all the benefits of a single story home with a 4th bedroom or bonus room upstairs. With a formal dining room, well-designed kitchen, and the light, bright living room which opens to the back patio and views of the Blue Mountains, this is a home you won’t want to leave. The patio can be accessed from the living room or primary bedroom. The large primary suite has two walk-in closets, a step-in shower and soaking tub. You’ll enjoy many hours of entertaining and quiet time in the fully-fenced, private backyard. Easy commute to Walla Walla or Pendleton.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$400,000
Walla Walla Area Condominium
Active
1204 Lancer Drive Walla Walla, WA 99362
2 Bed
4 Baths
2300 sqft
MLS# 2409328
Spacious condo with beautiful views of the Walla Walla Country Club golf course and driving range. The kitchen, dining, and living rooms have a nice flow for daily living or entertaining. The dining room sliding door opens to a large deck. Upstairs, you’ll find 2 bedrooms, 2 full baths, and a laundry room. The walk-out basement has a family room with a wood stove and a second laundry room. This space could easily be converted to a 3rd bedroom or an office. Don’t miss the second garage in the lower level for your golf cart. The roof was replaced about 2 years ago, and the HVAC system is also newer.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$375,000
Walla Walla Area Residential
Pending
61766 Mill Creek Road Walla Walla, WA 99362
2 Bed
2 Baths
1563 sqft
MLS# 2413384
Imagine being steps away from one of the prettiest views of Mill Creek. Sit on wrap-around deck & watch wildlife or enjoy view with your morning coffee. Drop a fishing line without leaving the deck. Inside, you'll find large living/dining room with easy access to the kitchen & wall of windows to bring the view of river inside. Main level has 1bd/1.5ba. Upstairs is another bedroom & office/bonus room that could easily be converted to 3rd bedroom. Multiple outbuildings include a wood shed, workshop, & double carport. On almost an acre, this lot is very private & attracts many kinds of birds, deer, & wildlife. This special property has been well-loved for many years but is ready for a new owner. This is one you have to see to truly appreciate.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$360,000
Oregon Area Residential
Active
1003 College Street Milton-Freewater, OR 97862
3 Bed
2 Baths
2546 sqft
MLS# 2429356
This beautiful home sits on the south hill, overlooking the city with views of the Blue Mountains. On the main level you'll find gleaming original wood floors, an updated kitchen with ss appliances, 2 bedrooms and a full bath. Upstairs is another bedroom and a large office or bonus room that is currently used as a fourth bedroom. The walk-out basement has the laundry room, a bath, a large family room with access to the patio and spacious backyard as well as a huge storage room. All this with easy access to shoppinng, schools and parks.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$340,000
Oregon Area Residential
Active
1009 College Street Milton-Freewater, OR 97863
3 Bed
2 Baths
1700 sqft
MLS# 2429474
This great home on the south hill is perfect for multi-generational living or anyone needing extra space. The main level contains two bedrooms, a full bath and laundry as well as living room with wood- burning fireplace , kitchen and access to to large deck which overlooks the lot and the city to the mountains. In the basement you'll find two additional bedrooms, another full bath a large family room with a fireplace and access to the covered patio and backyard. With over 1/3 acre, the lot is large enough for gardening, entertaining and play.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$285,000
Oregon Area Residential
Active
127 Catherine Street Milton-Freewater, OR 97862
2 Bed
2 Baths
1472 sqft
MLS# 2420052
This lot includes 2 homes with separate addresses. Each has one bedroom and one bath. The front has a bonus room that would make a great office, nursery, or den. It also includes a small unfinished basement for storage. The back home has a cozy, open floor plan, a private back yard and covered patios, front and back. The shared garage has space for a single vehicle access from each end. This is ideal for multi-generational living or live in one and rent the other for help with the mortgage.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$277,000
Oregon Area Residential
Active
1116 Helen Street Milton-Freewater, OR 97862
3 Bed
1 Baths
1536 sqft
MLS# 2409493
Owner Will Carry! Beautifully kept single-level home located on a quiet dead-end st and nestled alongside a peaceful, seasonal creek, offering the feel of country living while being minutes from amenities. This charming home has been freshly painted inside & out, features new carpeting, newly remodeled bath w/stylish tile & modern vanity. A surprise Bonus Rm leads to a fully fenced yd w/raised garden beds; perfect for the gardening enthusiasts & those who love being outdoors. With its serene setting, thoughtful updates, & quiet location, this home is priced to sell. Don't miss your chance to own this cozy retreat that offers the best of both worlds. Peaceful living & city convenience.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$270,000
Oregon Area Residential
Active
644 S Main Street Milton-Freewater, OR 97862
4 Bed
1 Baths
2206 sqft
MLS# 2231215
There is so much potential in this classic home in the heart of Milton-Freewater. Bring your ideas for maintaining the old world charm while adding modern updates. Near the library, shopping, schools, and parks. Just down the road from the public pool and the new bakeries. It’s an easy drive to Walla Walla or Pendleton.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$250,000
Oregon Area Land
Active
0 Trumbull Milton-Freewater, OR 97862
Bed
0 Baths
sqft
MLS# 2392260
This is a true unicorn. A buildable lot on an acre of land with beautiful mountain views in the middle of farmland, vineyards and orchards. While most of the property is under lease to an orchardist, there is space to build a home and use the shop. There is a private well and septic on the property and it is ready for your build. If you've ever wanted to live in the country without having land to maintain, this is for you. This is not a property you can drive by. Call your favorite realtor today.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$250,000
Oregon Area Residential
Pending
324 NW 10th Avenue Milton-Freewater, OR 97862
2 Bed
1 Baths
996 sqft
MLS# 2353096
Cute and affordable 2 bedroom home with an over-sized garage on a quiet dead end street just off the Old Milton Highway. Easy commute to Walla Walla. Priced to sell quickly.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark
$150,000
Oregon Area Residential
Pending
77523 Cold Springs Loop Weston, OR 97886
1 Bed
1 Baths
456 sqft
MLS# 2409080
Escape from the heat in this beautiful spot on the mountain. Enjoy the peace and quiet of nature with visits from the local wildlife. The cold months are just as beautiful and fun in this easy-to-reach spot. Imagine spending your holiday weeks on snowmobiles and skis. Cozy up to the wood stove after a long day in the snow. Barely 20 minutes from Milton-Freewater, 30-45 minutes from Walla Walla or Pendleton makes for an easy drive to spend time away from town.
Listing Courtesy of Northwest MLS / Windermere Real Estate Walla Walla / Debbie Clark