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53139 Appleton Rd, Milton-Freewater, OR 97862

$849,000
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Property Description

Stunningly reimagined wine country home in coveted Rocks District surrounded by vineyards & orchards-minutes to Walla Walla. Historic Pleasant Valley Ranch farmstead blends turn-of-the-century craftsmanship w/ bold, modern luxury. High ceilings, original wood floors, vintage pocket doors, detailed trims & wainscoting are complemented by high-end designer finishes. Light-filled master suite includes a loft retreat & stylish bathroom. Gourmet kitchen features custom cabinetry, Italian range & wine fridge. Property highlights; 3-bay shop, detached garage, horse pasture, fruit trees & gardens. From the wraparound porch to gabled balcony, every angle delivers panoramic mountain views & gorgeous Valley light. Breathtaking & unique.

53139 Appleton Rd | MLS# 444049001

This single family home located at 53139 Appleton Rd, Milton-Freewater, OR 97862 is currently listed for sale with an asking price of $849,000. This property was built in 1900 and has 3 bedrooms and 3 full baths with 2386 sq. ft. Search Milton-freewater real estate on sherihilton.bendpremierrealestate.com today.

BEDS3 BATHS3 full SQUARE FEET2,386 MLS#444049001
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Property Features

Property Type: Residential - Single Family
Basement: Storage Space
Cooling: Central Air
Fenced: Yes
Fuel Type: Electricity, Propane
Garage: 2
Heating: Forced Air
Home Style: 2 Story
Lot Size: 1.06 Acres
Roof Type: Composition
Stories: 2.0
Taxes: $2,333
Year Built: 1900
Square Feet: 2,386

Feature Descriptions

Bathroom: 1.0 (Main), 2.0 (Upper)
Days on Site: 21
Exterior: Wood Siding
Exterior: Fenced, Outbuilding, Porch, RV Parking, Second Garage, Security Lights, Sprinkler, Workshop
Fireplace: Propane
Hot Water: Electricity
Interior: Garage Door Opener, High Ceilings, Laundry, Tile Floor, Vaulted Ceiling(s), Wainscoting, Washer-Dryer, Water Purifier, Wood Floors
Kitchen: Dishwasher, Disposal, Free-Standing Gas Range, Free-Standing Range, Free-Standing Refrigerator, Pantry, Range Hood, Stainless Steel Appliance(s), Wine Cooler
Lot: Level, Private, Trees
Parking Notes: Detached, Oversized, Covered, OffStreet
Sewer: Septic Tank
Special View Info: Mountain, Trees/Woods, Vineyard
Square Footage: 1193 (Main), 1193 (Upper)
Water: Well

Local Schools

High School: McLoughlin
Middle School: Central
Elementary School: Gib Olinger

Listed By / Shown By

Listed By

Agency Name: Coldwell Banker Walla Walla
Agency Phone: 541-938-0100

Shown By

Agent Name: Sheri Hilton, Broker
Agent Phone: (541) 550-6129
Agency Title: Bend Premier Real Estate

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Estimated Payment

$ 4,735.05 per month $4,293.01 Principal & Interest $194.42 Property Tax $247.63 Homeowner's Insurance

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550 NW Franklin Ave., Suite 108
Bend, OR 97703
(541) 550-6129
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/10/2026. The listing information on this page last changed on 04/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 04/10/2026 8:47:01 AM EST) or RMLS (last updated Fri 04/10/2026 8:28:29 AM EST) or COAR/MLSCO (last updated Fri 04/10/2026 8:09:43 AM EST). Real estate listings held by brokerage firms other than Bend Premier Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland, Oregon. Real estate listings held by other brokerage firms are marked with the RMLS logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2026 RMLS, Portland, Oregon. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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