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16440 Fair Mile Rd, Sisters, OR, 97759

6beds
6baths
4,910sqft
$1,995,000
$406price/sqft
$13,565/moest. monthly cost
$542,600/yrincome needed

About This Home

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.

Getting Around

1
WalkingCar-Dependent
0
TransitVery Limited Transit
38
BikeSomewhat Bikeable

Schools

8/10
7/10
Sisters Middle SchoolGrades 6-84.1 mi
8/10
Sisters High SchoolGrades 9-124.2 mi

Construction

Condition

  • Year built: 2009

Materials

  • Foundation: Stemwall
  • Roof: Composition
  • Construction materials: Frame

Type & Style

  • Home type: SingleFamily
  • Architectural style: Craftsman,Northwest
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Cooktop,Dishwasher,Disposal,Double Oven,Dryer,Microwave,Oven,Range,Range Hood,Refrigerator,Washer,Water Heater

Bedrooms & Bathrooms

  • Bedrooms: 6
  • Bathrooms: 6

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)
  • Window features: Double Pane Windows,Skylight(s),Wood Frames
  • Flooring: Bamboo,Carpet,Concrete,Cork,Hardwood,Tile
  • Fireplace features: Great Room,Propane,Wood Burning
  • Fireplace: Yes
  • Common walls with other units/homes: No Common Walls

Heating & Cooling

  • Heating features: Ductless,Electric,Forced Air,Heat Pump,Radiant,Wood,Zoned
  • Cooling features: Central Air,Heat Pump,Zoned,Other

Interior Area

  • Total structure area: 2,945
  • Total interior livable area: 4,910 sqft

Property

Accessibility

  • Accessibility features: Accessible Approach with Ramp,Accessible Bedroom,Accessible Closets,Accessible Doors,Accessible Entrance,Accessible Full Bath,Accessible Hallway(s)

Details

  • Parcel number: 135141
  • Zoning description: RR10
  • Special condition: Standard

Features

  • Levels: Two
  • Stories: 2
  • Patio & porch: Patio
  • Exterior features: Dock,RV Hookup
  • Fencing: Fenced
  • Has view: Yes
  • View description: Neighborhood,Pond
  • Has water view: Yes
  • Water view: Pond
  • Waterfront features: Pond

Lot

  • Lot size: 5.37 Acres
  • Features: Corner Lot,Drip System,Landscaped,Level,Rock Outcropping,Sprinkler Timer(s),Sprinklers In Front,Sprinklers In Rear,Water Feature,Wooded

Parking

  • Total spaces: 16
  • Parking 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
  • Has garage: Yes
  • Attached garage spaces: 16
  • Covered spaces: 16
  • Has uncovered spaces: Yes
  • Carport: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Wildfire
    WildfireVery High
  • Inland Flooding
    Inland FloodingRelatively High
  • Avalanche
    AvalancheModerate
  • Hail
    HailModerate
  • Landslide
    LandslideModerate
  • Lightning
    LightningModerate
  • Volcanic Activity
    Volcanic ActivityModerate
  • Winter Weather
    Winter WeatherModerate

How This Home’s Risks Compare

Wildfire
Inland Flooding
Avalanche
Hail
Landslide
Lightning
Volcanic Activity
Winter Weather

FEMA Declared Disasters in Deschutes County and Oregon

Fire
Flood
Mud Landslide
Severe Storm
Straight Line Winds
Winter Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $10,087$121,044
Home Insurance *$469$5,628
Property Taxes $2,564$30,768
Electricity $445$5,347
Total$13,565$162,780
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$465,085/yr
40% on housing$406,950/yr
45% on housing$361,733/yr

Oregon FAIR Plan Programs

Oregon FAIR Plan Association

Covered
WildfireWildfire
Add-on available
HailHail
WindWind
Visit Website →
Current Policies
Residential: 2,377Commercial: 170
Total Premiums$3.07M
Total Exposure$840.98M

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 13.3%
13.3%
0%30.0%
Electricity Growth Rate10-year average: 2.0%
2.0%
0%15.0%
Property Taxes Growth Rate2-year average: 0.6%
0.6%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$406This listing

vs Other Active Listings

Avg $/sqft

ZIP 97759$405
Deschutes County$360

vs Homes Sold Last Month

Median $/sqft

ZIP 97759$391
Deschutes County$380

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-06-20Listed for sale$1,995,000
2025-09-02Listing removed$2,295,000
2025-04-16Listed for sale$2,295,000
2023-01-09Listing removed$2,300,000
2021-10-12Listing removed--
2021-09-11Price change$2,300,000
2021-03-12Price change$1,900,000
2021-03-11Listed for sale$2,100,000
2005-04-19Sold$417,000

For Sale by Agent

AgentThomas Arends
BrokeragePonderosa Properties

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