44.334375 -121.510900
First Image
Image 1Image 2Image 3Image 4
Image 5Image 6Image 7Image 8Image 9Image 10Image 11Image 12Image 13Image 14Image 15Image 16Image 17Image 18Image 19Image 20Image 21Image 22Image 23Image 24Image 25Image 26Image 27Image 28Image 29Image 30Image 31Image 32Image 33Image 34Image 35Image 36Image 37Image 38Image 39Image 40Image 41Image 42Image 43Image 44Image 45Image 46Image 47Image 48Image 49Image 50Image 51Image 52Image 53Image 54Image 55Image 56Image 57Image 58Image 59Image 60Image 61Image 62Image 63Image 64Image 65Image 66Image 67Image 68

Listed by Ponderosa Properties, Thomas Arends.

MLS Source logo

16440 Fair Mile RoadSisters, OR 97759

Active
$1,995,000
6
6
4,910 SqFt

Exceptional 5-Acre Multigenerational Estate in Sisters! This unique, fully fenced and gated property features two separate residences connected by an oversized dream shop, making it perfect for multigenerational living or rental income. The centerpiece is a luxury barndominium featuring three bedrooms, each with its own private en-suite bathroom. Connected through the shop is the second residence, a beautifully maintained traditional home with three bedrooms and two and a half bathrooms. At the heart of it all is the massive central shop, a hobbyist's dream equipped with a vehicle lift and abundant storage. The five-acre grounds offer ultimate privacy, professional landscaping, a stunning koi pond, multiple garage spaces, and ample room for RVs or pets. Offering unmatched versatility and shop-focused living, this rare estate delivers the ultimate Central Oregon lifestyle just minutes from town.


FACTS & FEATURES

  • Property Type:
    Residential
  • Architectural Style:
    Craftsman, Northwest
  • Bedrooms:
    6
  • Bathrooms:
    6
  • Dwelling Size:
    4,910 SqFt
  • Lot Size:
    5.37 Acres
  • Lot Description:
  • Stories:
  • Year Built:
    2009
  • Interior Features:
    Breakfast Bar, Ceiling Fan(s), Double Vanity, Enclosed Toilet(s), Fiberglass Stall Shower, Granite Counters, In-Law Floorplan, Kitchen Island, Linen Closet, Open Floorplan, Pantry, Primary Downstairs, Shower/Tub Combo, Solar Tube(s), Solid Surface Counters, Tile Shower, Vaulted Ceiling(s), Walk-In Closet(s)
  • Exterior Features:
    Dock, RV Hookup
  • Parking:
    Attached Garage
    Garage or Parking Spaces: 16
    Features: Asphalt, Attached, Detached, Detached Carport, Driveway, Garage Door Opener, Gated, Gravel, Heated Garage, RV Access/Parking, RV Garage, Storage, Tandem, Workshop in Garage, Other
  • Area:
  • Views:
    Neighborhood, Pond
  • Schools:
    High School(s): Sisters High
    Middle School(s): Sisters Middle
    Elementary School(s): Sisters Elem
  • HOA:
    HOA: Yes
    HOA Fee: $330.00 Quarterly
    Amenities: Park, Snow Removal, Trail(s), Water
  • Senior Community:
    False
  • Heating:
    Ductless,Electric,Forced Air,Heat Pump,Radiant,Wood,Zoned
  • Cooling:
    Central Air,Heat Pump,Zoned,Other
  • Appliances:
    Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Microwave, Oven, Range, Range Hood, Refrigerator, Washer, Water Heater
  • Fireplace:
    Fireplace(s):
    Features: Great Room,Propane,Wood Burning
  • Accessibility:
    Accessible Approach with Ramp, Accessible Bedroom, Accessible Closets, Accessible Doors, Accessible Entrance, Accessible Full Bath, Accessible Hallway(s)
  • Security Features:
    Carbon Monoxide Detector(s), Security System Owned, Smoke Detector(s)
  • Foundation:
    Stemwall
  • Roof:
    Composition

LOCATION


REQUEST INFORMATION

Listing Office: Ponderosa Properties. Listing Agent: Thomas Arends. Listing ID: 220223800

Last Updated June 20, 2026 7:27 PM
Data last checked against Oregon DataShare on July 6, 2026 12:52 AM

© 2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by firms other than Harcourts are marked with the Oregon Datashare logo or the Broker Reciprocity logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. This content has last been updated on July 6, 2026 12:52 AM

Equal Housing Opportunity logo

WE MAKE SUCCESS Simple