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16440 Fair Mile Road

Sisters, OR 97759
  • $1,995,000
  • STATUS: Active
  • ON SITE: 82 Days
  • MLS #: 220223800
UPDATED: 46 min ago
$1,995,000
  • 6
    BEDS
  • 5.37
    ACRES
  • 5
    BATHS
  • 1
    1/2 BATHS
  • 4,910
    SQFT
  • $406
    $/SQFT
Neighborhood:
Junipine Acres
Type:
Single-Family Home
Built:
2009
County:
Deschutes
Area:
Sisters

School Information

Elementary School:
Sisters Elem
Middle School:
Sisters Middle
High School:
Sisters High
School Ratings & Info
Listing provided courtesy of Ponderosa Properties :.

Description

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.

Monthly Payment Calculator

Central Oregon Association of Realtors logo © 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 IDX Brokerage firms other than High Desert Realty are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail 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. Listing courtesy of High Desert Realty. Data last updated: .2026-09-10T17:43:55.36
www.bendoregonrealestate.com/homes/177980361
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16440 Fair Mile Road Sisters, OR 97759

  • Price: $1,995,000
  • Status: Active
  • On Site: 82 Days
  • Updated: 46 min ago
  • MLS #: 220223800
6
Beds
5
Baths
1
½ Baths
5.37
Acres
4,910
SQFT
$406
$/SQFT
2009
Built
Neighborhood:
Junipine Acres
County:
Deschutes
Area:
Sisters
Elementary School:
Sisters Elem
Middle School:
Sisters Middle
High School:
Sisters High
Property Description
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.
Exterior Features

Architectural Style CraftsmanNorthwest Attached Garage YN Yes Body Type [] Construction Materials Frame Exterior Features DockRV Hookup Foundation Details Stemwall Garage YN Yes Lot Features Corner LotDrip SystemFencedLandscapedLevelRock OutcroppingSprinkler Timer(s)Sprinklers In FrontSprinklers In RearWater FeatureWooded Parking Features AsphaltAttachedDetachedDetached CarportDrivewayGarage Door OpenerGatedGravelHeated GarageRV Access/ParkingRV GarageStorageTandemWorkshop in GarageOther Roof Composition Window Features Double Pane WindowsSkylight(s)Wood Frames

Interior Features

Appliances CooktopDishwasherDisposalDouble OvenDryerMicrowaveOvenRangeRange HoodRefrigeratorWasherWater Heater Basement [] Cooling Central AirHeat PumpZonedOther Cooling YN Yes Eating Area Yes Fireplace Features Great RoomPropaneWood Burning Fireplace YN Yes Flooring BambooCarpetConcreteCorkHardwoodTile Great Room Yes Heating DuctlessElectricForced AirHeat PumpRadiantWoodZoned Heating YN Yes Interior Features Breakfast BarCeiling Fan(s)Double VanityEnclosed Toilet(s)Fiberglass Stall ShowerGranite CountersIn-Law FloorplanKitchen IslandLinen ClosetOpen FloorplanPantryPrimary DownstairsShower/Tub ComboSolar Tube(s)Solid Surface CountersTile ShowerVaulted Ceiling(s)Walk-In Closet(s) Levels Two Office Yes Other Room Yes Primary Bedroom Yes Second Primary Yes

Property Features

Accessibility Features Accessible Approach with RampAccessible BedroomAccessible ClosetsAccessible DoorsAccessible EntranceAccessible Full BathAccessible Hallway(s) Accessory Dwelling Unit YN Yes Additional Parcels YN No ADUPermitted YN Yes ADUSq Ft 1965 ADUType Attached Association Amenities ParkSnow RemovalTrail(s)Water Association Fee 330 Association Fee Frequency Quarterly Association YN Yes Building Area Total 2945 CCRs YN Yes Common Walls No Common Walls Community Features Access to Public LandsParkTrail(s) Irrigation Source [] Listing Terms CashConventional New Construction YN No Other Structures Guest HouseKennel/Dog RunRV/Boat StorageSecond GarageShed(s)StorageWorkshop Property Sub Type Single Family Residence Rented YN No Road Frontage Type [] Road Surface Type Paved Security Features Carbon Monoxide Detector(s)Security System OwnedSmoke Detector(s) Senior Community YN No Sewer Septic TankStandard Leach Field Short Term Rental Permit YN No Special Listing Conditions Standard Tax Annual Amount 11082.1 Tax Year 2025 View NeighborhoodPond Water Source Public Waterfront Features Pond Waterfront YN Yes Zoning Description RR10

Listing information © 2026 MLS of Central Oregon
Listing provided courtesy of Ponderosa Properties :.

Central Oregon Association of Realtors logo © 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 IDX Brokerage firms other than High Desert Realty are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail 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. Listing courtesy of High Desert Realty. Data last updated: .2026-09-10T17:43:55.36
 
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High Desert Realty
101 NE Greenwood Ave Suite 100
Bend OR, 97701
Listing provided courtesy of Ponderosa Properties :.