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  • $1,995,000

    69440 Crooked Horseshoe Rd, Sisters, OR 97759

    4beds
    3baths
    4,016sqft
    : 
    Single Family Residence
    Built in 1995
    5.62 Acres Lot
    $-- Zestimate®
    $497/sqft
    $17/mo HOA

    What's special

    Large garagesFloor-to-ceiling stone fireplaceHot tubProfessional woodworking shopWrap-around cedar deckPrivate acresLoafing sheds
    Beautiful log home on 5.62 private acres just minutes from downtown Sisters and public lands. Enjoy manicured landscaping surrounded by ponderosa pines and aspens. A covered porch welcomes you to a four-bedroom home featuring an open floor plan with a 30' vaulted great room, soaring windows, and a floor-to-ceiling stone fireplace showcasing warmth and craftsmanship. The updated entertainer's kitchen opens to a wrap-around cedar deck with a hot tub and private sitting areas. Upstairs offers a loft/sitting area, spacious primary suite, two bedrooms, and a full bath. The finished 1,152 sq ft basement includes a family room and storage. Two large garages, a professional woodworking shop, heated tack room, and loafing sheds complete this remarkable estate—perfect for horse enthusiasts and those seeking privacy with luxury.
    59 days
    |
    762
    |
    34
    |

    Zillow last checked: 8 hours ago

    Listing updated: November 06, 2025 at 10:25am

    Listed by:

    Ponderosa Properties 541-549-2002

    Source: Oregon Datashare,MLS#: 220211511MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    Heating
    • Electric, Forced Air, Propane, Wood
    Cooling
    • Central Air, Heat Pump
    Appliances
    • Included: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Oven, Refrigerator, Washer, Water Heater
    Features
    • Breakfast Bar, Built-in Features, Ceiling Fan(s), Double Vanity, Fiberglass Stall Shower, Granite Counters, Kitchen Island, Linen Closet, Open Floorplan, Pantry, Soaking Tub, Stone Counters, Tile Shower, Vaulted Ceiling(s), Walk-In Closet(s), Wired for Sound
    • Flooring: Carpet, Hardwood, Vinyl
    • Windows: Double Pane Windows, Wood Frames
    • Basement: Finished,Full
    • Has fireplace: Yes
    • Fireplace features: Family Room, Great Room, Primary Bedroom, Propane, Wood Burning
    • Common walls with other units/homes: No Common Walls
    Interior area
    • Total structure area: 4,016
    • Total interior livable area: 4,016 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 4
    • Parking features: Asphalt, Attached, Driveway, Garage Door Opener, RV Access/Parking
    • Attached garage spaces: 4
    • Has uncovered spaces: Yes
    Features
    • Levels: Multi/Split
    • Patio & porch: Deck, Wrap Around
    • Exterior features: RV Hookup
    • Spa features: Spa/Hot Tub
    • Fencing: Fenced
    • Has view: Yes
    • View description: Mountain(s), Forest, Neighborhood
    Lot
    • Size: 5.62 Acres
    • Features: Corner Lot, Landscaped, Level, Native Plants, Sprinkler Timer(s), Sprinklers In Front, Sprinklers In Rear, Wooded
    Details
    • Additional structures: RV/Boat Storage, Second Garage, Shed(s), Storage, Workshop
    • Additional parcels included: DIAL Account #252302
    • Parcel number: 135631
    • Zoning description: RR10
    • Special conditions: Standard
    • Horses can be raised: Yes

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Log,Northwest
    • Property subtype: Single Family Residence
    Materials
    • Log
    • Foundation: Stemwall
    • Roof: Metal
    Condition
    • New construction: No
    • Year built: 1995

    Utilities & green energy

    • Sewer: Septic Tank, Standard Leach Field
    • Water: Well

    Community & HOA

    Community
    • Security: Carbon Monoxide Detector(s), Security System Owned, Smoke Detector(s)
    • Subdivision: Indian Ford Meadows
    HOA
    • Has HOA: Yes
    • Amenities included: Road Assessment, Other
    • HOA fee: $200 annually
    Location
    • Region: Sisters

    Financial & listing details

    • Price per square foot: $497/sqft
    • Tax assessed value: $631,460
    • Annual tax amount: $13,149
    • Date on market: 11/3/2025
    • Cumulative days on market: 59 days
    • Listing terms: Cash,Conventional
    • Inclusions: Most appliances, some furnishings.
    • Has irrigation water rights: Yes
    • Acres allowed for irrigation: 3
    • Road surface type: Paved
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    $5,723/mo

    Price history

    Price history
    DateEventPrice
    11/3/2025Listed for sale$1,995,000+42.6%$497/sqft
    Source: Oregon Datashare #220211511 Report a problem
    12/23/2020Sold$1,399,000$348/sqft
    Source: Oregon Datashare #220109663 Report a problem
    10/31/2020Pending sale$1,399,000$348/sqft
    Source: Premiere Property Group, LLC #220109663 Report a problem
    10/20/2020Price change$1,399,000+3.6%$348/sqft
    Source: Premiere Property Group, LLC #220109663 Report a problem
    9/25/2020Listed for sale$1,350,000+100%$336/sqft
    Source: Premiere Property Group, LLC #220109663 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2016-- $631,460 +0.6%
    2015$9,247 +3.9%$627,490 +3%
    2014$8,903 $609,220 +24.4%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $11,215/mo
    Principal & interest
    $9552
    Property taxes
    $948
    Other costs
    $715

      Climate risks

      Neighborhood: 97759

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Sisters Elem
      • Middle: Sisters Middle
      • High: Sisters High

      Source: Oregon Datashare. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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