26

Milton-Freewater, OR Houses for Sale

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  • /22

    $399,000

    • 4 Beds
    • 2 Baths
    • 2,036 Sq Ft

    1321 Chestnut St, Milton Freewater, OR 97862

    Check out this updated and delightful 1912 Victorian treasure, nestled on a spacious & beautifully landscaped .34-acre lot with underground sprinklers. This 4-bedroom, 2-bathroom is home bursting with charm & timeless character—from the graceful wraparound porch to the original wood floors, soaring ceilings, and built-ins that showcase its rich history. Inside, you'll find a warm & welcoming

    Agent Photo

    Shirley Brown

    Windermere Group One Hermiston

    (855) 772-2415

    1321 Chestnut St, Milton Freewater, OR 97862
  • /35

    $299,990

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    84932 Straw Springs Ln, Milton-Freewater, OR 97862

    Ready to escape the noise and slip into something more relaxing? This charming 1 BR 1 BA cabin sits on just under and acre and right on the banks of Mill Creek—offering the perfect blend of peace, privacy, and personality! Inside, you’ll find a great room with a wood-burning stove for cozy nights in. The kitchen makes meal prep a breeze with a large island, dining bar, and a pantry for all your

    KC Furstenberg Kenmore Team LLC

    84932 Straw Springs Ln, Milton-Freewater, OR 97862
  • /40

    $342,000

    • 3 Beds
    • 2 Baths
    • 1,980 Sq Ft

    138 SE 5th Ave, Milton Freewater, OR 97862

    Vintage charm meets modern living in this move-in ready 1913 home on an oversized lot! Essential living areas are conveniently located on the main floor including a living room, dining area (currently used as an office), kitchen with eating space, bedroom with walk-in closet & private bath, and a mudroom with laundry space. Upstairs, you'll find two guest bedrooms. The one-car garage at the back

    Benedicte Carbonnier Coldwell Banker Walla Walla

    138 SE 5th Ave, Milton Freewater, OR 97862
  • /38

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,580 Sq Ft

    81268 S Fork Walla River Rd, Milton-Freewater, OR 97862

    1st OPEN 8/9 2-4! In a nature filled setting and tucked along the peaceful Walla Walla River, this charming home offers a sun-filled living room for relaxing. A large, open kitchen with new cabinets, butcher block island & lots of storage perfect for entertaining. The yard includes a firepit, raised garden beds, & fruit trees. It's just a few miles from Harris Park’s hiking and outdoor

    Laura Peake Williams Team Homes LLC

    81268 S Fork Walla River Rd, Milton-Freewater, OR 97862
  • /40

    $475,000

    • 4 Beds
    • 2 Baths
    • 2,904 Sq Ft

    826 Jacquelyn St, Milton Freewater, OR 97862

    This is a well-maintained home in a wonderful location ready for it's 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

    Debbie Clark Windermere Real Estate

    826 Jacquelyn St, Milton Freewater, OR 97862
  • /15

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    543 Elzora Loop, Milton Freewater, OR 97862

    Come check out this move in ready home offering, open floor plan, tile floors through out the home, covered back deck, fenced back yard, storage building and much more! Set up your private viewing today!

    Alejandro Medina Meza Kelly Right Real Estate of Portland, LLC

    543 Elzora Loop, Milton Freewater, OR 97862
  • /25

    $287,000

    • 3 Beds
    • 1 Bath
    • 1,536 Sq Ft

    1116 Helen St, Milton Freewater, OR 97862

    Beautifully kept single-level home located on a quiet dead-end street 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;

    Debbie Clark Windermere RE Walla Walla

    1116 Helen St, Milton Freewater, OR 97862
  • /40

    $379,000

    • 4 Beds
    • 2 Baths
    • 2,030 Sq Ft

    138 Dehaven St, Milton Freewater, OR 97862

    This 1945 charmer has tons of character and plenty of space, with over 2,000 sq ft and a great layout. It’s right in the heart of everything—close to schools, Yantis Park, and the golf course.Inside, you’ll find original hardwood floors, coved ceilings, a cozy fireplace, and a cool ship port window that adds a fun vintage touch. Upstairs is a full primary suite complete with its own flexible

    Emily Negus Windermere Real Estate

    138 Dehaven St, Milton Freewater, OR 97862
  • /12

    $430,000

    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft

    1007 Jacquelyn St, Milton Freewater, OR 97862

    Welcome to 1007 Jacquelyn St — a beautifully maintained 4-bedroom, 3-bathroom home offering over 2,420 sq ft of living space in one of Milton-Freewater’s most desirable neighborhoods. Whether you're upsizing or relocating, this home has the space, layout, and location you've been searching for. Step inside to find a bright, open-concept living and dining area, a generously sized kitchen with

    Tucker Stringham eXp Realty

    1007 Jacquelyn St, Milton Freewater, OR 97862
  • /17

    $378,000

    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft

    80 NE 15th Ave, Milton Freewater, OR 97862

    Call and schedule a tour of this nicely updated home in Milton-Freewater. Exterior features include a new roof, a fully fenced backyard with a secure foundation and metal posts. There is also a concrete patio and dog run. Hot tub and above ground pool hook-ups are in place. A privacy screen shields the hot tub area from view and from the underground sprinkler system. The inside features bay

    Ray Hall Roff Real Estate Inc.

    80 NE 15th Ave, Milton Freewater, OR 97862
  • /11

    $174,500

    • 2 Beds
    • 1 Bath
    • 999 Sq Ft

    919 N Main St, Milton Freewater, OR 97862

    Check out this charming Cottage ready for personal updates. A little elbow grease with paint and floor coverings will bring this home back to its shining glory. Great starter home priced right with laundry room off the kitchen, 2 utility sheds in back of lot and rear access parking. Easy access to surrounding towns but off the main road for quieter living.

    Kimberly Griffin Williams Team Homes

    919 N Main St, Milton Freewater, OR 97862
  • /36

    $258,000

    • 2 Beds
    • 1 Bath
    • 1,164 Sq Ft

    1322 Chestnut St, Milton Freewater, OR 97862

    Take advantage of this 2-bedroom, 1-bath home with so much potential to make it your own! Basement could be converted into separate or extra living quarters with it's preexisting outside entrance. Property sits on a double corner lot, fully fenced yard, detached garage with new roof, and RV parking. Plenty of storage space throughout the home. Located within walking distance or just a short drive

    Elias Meza John L. Scott Milton Freewater

    1322 Chestnut St, Milton Freewater, OR 97862
  • /21

    $266,250

    • 3 Beds
    • 1 Bath
    • 1,081 Sq Ft

    921 Ward St, Milton Freewater, OR 97862

    This adorable home welcomes you with a well-manicured exterior and a warm, inviting presence. Featuring 3 bedrooms and 1 bathroom, this 1,081 sq ft residence has been thoughtfully renovated to blend charm with modern convenience. Step inside to find fresh paint throughout, new baseboards and trim, and beautifully updated LVP flooring that makes maintenance a breeze. The kitchen has been

    Shawn Turner Christianson Realty Group

    921 Ward St, Milton Freewater, OR 97862
  • /12

    $150,000

    • 2 Beds
    • 1 Bath
    • 852 Sq Ft

    1209 Chestnut St, Milton Freewater, OR 97862

    ATTN BUILDERS FLIPPERS! Sale includes two tax lots—one with the existing structure and an adjacent bare lot. The home may be of little to no value and is being sold as-is, as part of an estate. There is no electricity or running water currently turned on. Enter with caution. This is a great opportunity for investors or builders, with potential for redevelopment or expansion. Buyer to perform all

    Matthew Morris MORE Realty

    1209 Chestnut St, Milton Freewater, OR 97862
  • /31

    $185,000

    • 3 Beds
    • 1 Bath
    • 1,636 Sq Ft

    203 Depot St, Milton Freewater, OR 97862

    Historic 3-Bedroom Home with Renovation Potential – Milton-Freewater, ORStep back in time with this 1903-built home offering 1,636 square feet of living space on a 0.12-acre lot in Milton-Freewater. Featuring 3 bedrooms and 1 bath, this spacious home is ready for renovation and brimming with potential.Tall ceilings, vintage charm, and a classic layout provide the perfect foundation for

    Destiny George Destined Realty Group

    203 Depot St, Milton Freewater, OR 97862
  • /33

    $90,000

    • 2 Beds
    • 1 Bath
    • 709 Sq Ft

    207 Depot St, Milton Freewater, OR 97862

    Fixer Opportunity – 2 Bed, 1 Bath Home in Milton-Freewater, ORBuilt in 1900, this 2-bedroom, 1-bath home offers 709 square feet of potential in the heart of Milton-Freewater. Situated on a manageable 0.07-acre lot, this property is ideal for investors, flippers, or anyone looking to bring new life to a vintage home.The home needs renovation but retains its original charm and character. With the

    Destiny George Destined Realty Group

    207 Depot St, Milton Freewater, OR 97862
  • /14

    $254,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    214 NW 5th Ave, Milton Freewater, OR 97862

    Welcome home to this well-maintained bungalow perfect for first-time buyers, downsizers, or anyone seeking comfort and simplicity. 2 bds, 1 bat, covered porch - ideal for that morning coffee; fenced back yard perfect for pets, play or gardening. Fruit trees, shade trees! Peaceful living and just the right amount of space. Don't miss this home with loads of charm!

    Valerie Alderson Seaquist Real Estate

    214 NW 5th Ave, Milton Freewater, OR 97862
  • /40

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,704 Sq Ft

    52357 Pleasant View Rd, Milton-Freewater, OR 97862

    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.

    Debbie Clark Windermere Real Estate

    52357 Pleasant View Rd, Milton-Freewater, OR 97862
  • /22

    $234,000

    • 2 Beds
    • 1 Bath
    • 905 Sq Ft

    215 Hill Ave, Milton Freewater, OR 97862

    Charming 1947 Cottage with a Shaded BackyardThis cozy 2-bedroom, 1-bath home offers vintage character and a welcoming atmosphere. The backyard is lined with mature trees, providing ample shade and a cool retreat during summer months. The garage has been converted into a storage area but could easily be restored for single-car use. Inside and out, this home exudes comfort and warmth—ideal for

    Dennis Gisi John L Scott Hermiston

    215 Hill Ave, Milton Freewater, OR 97862
  • /34

    $460,000

    • 4 Beds
    • 2 Baths
    • 2,201 Sq Ft

    1252 Stonewood Ct, Milton Freewater, OR 97862

    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

    Debbie Clark Windermere RE Walla Walla

    1252 Stonewood Ct, Milton Freewater, OR 97862
  • /19

    $250,000

    • 2 Beds
    • 1 Bath
    • 996 Sq Ft

    324 NW 10th Ave, Milton Freewater, OR 97862

    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.

    Debbie Clark Windermere RE Walla Walla

    324 NW 10th Ave, Milton Freewater, OR 97862
  • /20

    $455,000

    • 3 Beds
    • 2.5 Baths
    • 1,821 Sq Ft

    224 SE 20th Place, Milton Freewater, OR 97862

    This 1,821 sq. ft. home sits on an oversized lot with mature landscaping. The spacious great room features vynal plank flooring and a cozy fireplace, seamlessly connecting to the refreshed kitchen, which includes a convenient breakfast bar. The dining room is conveniently located near the kitchen.The backyard offers direct access to the river and walking trail, providing a serene outdoor retreat.

    Lewis Key John L. Scott Milton Freewater

    224 SE 20th Place, Milton Freewater, OR 97862
  • /8

    $199,900

    • 2 Beds
    • 1 Bath
    • 731 Sq Ft

    817 Perkins St, Milton Freewater, OR 97862

    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

    Roger Esparza The Provost Team

    817 Perkins St, Milton Freewater, OR 97862
  • /33

    $630,000

    • 3 Beds
    • 2.5 Baths
    • 2,609 Sq Ft

    85327 Oregon 339, Milton-Freewater, OR 97862

    Enjoy the sunrise over the mountains from the back deck and the shade of the old growth trees in the yard of this Ideal ranch style home situated on 3.56 irrigated fully fenced acres. The home has an open concept with kitchen, dining and first living room together and the benefit of a second living room and bonus room with a indoor exercise pool plus a 2 car garage. ADA accessible to all rooms

    Kerri Walker Land and Wildlife LLC

    85327 Oregon 339, Milton-Freewater, OR 97862
  • /24

    $270,000

    • 4 Beds
    • 1 Bath
    • 1,606 Sq Ft

    644 S Main St, Milton Freewater, OR 97862

    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.

    Debbie Clark Windermere RE Walla Walla

    644 S Main St, Milton Freewater, OR 97862
  • /42

    $199,000

    • 1 Bed
    • 0.5 Baths
    • 2,384 Sq Ft

    101 W Broadway Ave, Milton-Freewater, OR 97862

    Great opportunity to open a retail business, cafe, restaurant, etc in a growing community! The building would lend itself to a variety of different uses. There is a 1/2 bath, storage closets, office area, and a wonderful covered patio and yard area for outside seating as well as plenty of interior room for seating, or adding shelving, displays, and counter space. A large skylight window beams

    B. George Kaup Coldwell Banker Walla Walla

    101 W Broadway Ave, Milton-Freewater, OR 97862

Why Live in Milton-Freewater

Milton-Freewater, Oregon, is a small community located 5 miles from the Washington state border in the valleys of the Blue Mountains. Known for its rural atmosphere and proximity to Walla Walla, the area has seen growth in business opportunities and tourism, particularly since the Rocks District of Milton-Freewater became an American Viticultural Area in 2015. Main Street serves as a local hub for shopping and dining, with stores like Safeway and Dollar General, and nearby wineries such as Rotie Cellars and Castillo De Feliciana offering tastings. Housing options include Victorians, ranch-style houses, and New Traditional builds, with prices generally lower than in nearby cities like Portland and Seattle. The community features parks like Yantis Park, which includes the Joe Humbert Family Aquatic Center, and the Milton-Freewater Municipal Golf Course. Outdoor activities are abundant, with the Blue Mountains and Walla Walla River providing opportunities for hiking, fishing, and biking. Entertainment options include the Milton-Freewater Drive-In Theater and seasonal events like the farmers market and Friday Nights on Main concert series. The Pendleton Roundup, a major rodeo event, is about 30 miles away. Oregon Route 11 runs through the center of Milton-Freewater, connecting it to Walla Walla and Interstate 84, with Valley Transit buses providing additional transportation options.

Home Trends in Milton-Freewater, OR

Housing Trends

Median Sale Price
$249,500
Median Single Family Sale Price
$279,000
Average Price Per Sq Ft
$306
Number of Homes for Sale
2
Last 12 months Home Sales
10
Months of Supply
2.40
Median List Price
$280,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-14%
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