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65254 Pine Tree Rd, Enterprise, OR 97828

$1,390,000

Property Description

Steeped in history and surrounded by breathtaking panoramic views of the Wallowa Mountains and valley below, this iconic small-acreage property offers a rare opportunity to own a piece of Wallowa County heritage. Originally part of the historic Wade Ranch, the beautifully preserved 1898 farmhouse blends timeless character with thoughtful modern updates. Original features include stained-glass windows, pocket doors, wainscoting, tin ceilings, built-ins, hardwood floors and soaring ceilings. Recent improvements include fresh interior paint, lighting, thermostat controlled cadet heaters and a wood-burning stove. The spacious home offers 5 bedrooms and 3 full baths. The updated kitchen is designed for gathering and entertaining, featuring an 7-burner ZLINE range, large island, granite countertops, abundant cabinetry and a propane woodstove. The main level includes a grand living room with adjoining parlor, formal dining room, bedroom, full bath, laundry room and pantry/root cellar. Upstairs you'll find the primary suite, hall bath and three additional bedrooms. The third floor provides generous storage and future potential. Additional living spaces include a charming 576sqft carriage house; formerly a veterinary clinic, complete with 2 bedrooms, 1 bath, kitchen and laundry. Further up the picturesque tree-lined driveway sits a newer equine barn thoughtfully converted into additional living quarters featuring a kitchenette, full bath, sleeping loft, tack room and storage area. The original barn layout was preserved, allowing for an easy conversion back to horse use if desired. Property amenities include the historic 2,376sqft Red Barn with stalls and loft, fenced and cross-fenced pastures, chicken coop and storage shed. Major infrastructure updates include electrical, plumbing, blown-in insulation, a newer well and septic system. A truly one-of-a-kind legacy property where history, functionality and extraordinary mountain views come together in an unforgettable setting.

65254 Pine Tree Rd | MLS# 535806780

This single family home located at 65254 Pine Tree Rd, Enterprise, OR 97828 is currently listed for sale with an asking price of $1,390,000. This property was built in 1898 and has 5 bedrooms and 3 full baths with 4646 sq. ft. Search Enterprise real estate on sherihilton.bendpremierrealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Crawl Space
Cooling: None
Fenced: Yes
Fireplaces: 2
Fuel Type: Electricity, Wood Burning
Heating: GasStove, Wood Stove, Zoned
Home Style: Farmhouse
Lot Size: 5.49 Acres
Roof Type: Composition
Stories: 3.0
Taxes: $4,392
Year Built: 1898
Square Feet: 4,646

Feature Descriptions

Bathroom: 1.0 (Main), 2.0 (Upper)
Days on Site: 1
Exterior: Wood Siding
Exterior: AccessoryDwellingUnit, Barn, Corral(s), Cross Fenced, Fenced, Garden, Guest Quarters, Outbuilding, Porch, Poultry Coop, Raised Beds, RV Parking, Sprinkler, Yard
Fireplace: Propane, Stove, Wood Burning
Hot Water: Electricity
Interior: 3rd Floor, Ceiling Fan(s), Granite, Heated Tile Floor, High Ceilings, Laundry, Separate Living Quarters-Apartment-Aux Living Unit, Tile Floor, Wainscoting, Wall to Wall Carpet, Washer-Dryer, Wood Floors
Kitchen: Dishwasher, Free-Standing Gas Range, Free-Standing Range, Free-Standing Refrigerator, Granite, Island, Pantry, Range Hood, Stainless Steel Appliance(s)
Lot: Corner Lot, Gentle Sloping, Level, Pasture
Parking Notes: Driveway, RVAccessParking
Sewer: Standard Septic
Special View Info: Mountain, Valley
Square Footage: 1670 (Main), 1000 (Upper)
Water: Private, Well

Local Schools

High School: Enterprise
Middle School: Enterprise
Elementary School: Enterprise

Listed By / Shown By

Listed By

Agency Name: Homestead Co.
Agency Contact: 541-432-2212

Shown By

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

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Estimated Payment

$ 7,800.01 per month $7,028.60 Principal & Interest $366.00 Property Tax $405.42 Homeowner's Insurance

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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 06/10/2026. The listing information on this page last changed on 06/10/2026. 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 Wed 06/10/2026 4:25:41 AM EST) or RMLS (last updated Wed 06/10/2026 1:50:27 AM EST) or COAR/MLSCO (last updated Wed 06/10/2026 1:31:20 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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