16440 Fair Mile Road, Sisters, OR 97759

$1,995,000
Property Type: Residential Bedrooms: 6 Baths: 6 Square Footage: 2,945 Lot Size (sq. ft.): 233,917 Status: Active
Current Price: $1,995,000 List Date: 6/20/2026 Last Modified: 10/04/2026

Overview

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.

Listing Details MLS# 220223800

General Property Information

Property Sub Type
Single Family Residence
Bedrooms Total
6
Bathrooms Total
6
Bathrooms Full
5
Bathrooms Half
Yes
Garage YN
Yes
Garage Spaces
16
Total Living Area SqFt
4910
Main House SqFt
2945
SqFt Source
Assessor
Year Built
2009
Accessory Dwelling Unit YN
Yes
ADU Type
Attached
ADU SqFt
1965
ADU Permitted YN
Yes
Rented YN
No
Short Term Rental Permit YN
No
New Construction YN
No
Elementary School
Sisters Elem
Middle Or Junior School
Sisters Middle
High School
Sisters High
Zoning
RR10
Tax Annual Amount
11082.1
Tax Year
2025
CC&R's YN
Yes
Association YN
Yes
Association Fee
330
Association Fee Frequency
Quarterly
Senior Community YN
No
Preferred Escrow Company & Officer
FATCO - Ben Kelso
FIRPTA YN
No
Sign On Property YN
No

Property Features

Accessibility Features: Accessible Approach with Ramp; Accessible Bedroom; Accessible Closets; Accessible Doors; Accessible Entrance; Accessible Full Bath; Accessible Hallway(s) Appliances: Cooktop; Dishwasher; Disposal; Double Oven; Dryer; Microwave; Oven; Range; Range Hood; Refrigerator; Washer; Water Heater Architectural Style: Craftsman; Northwest Common Walls: No Common Walls Construction Materials: Frame Cooling: Central Air; Heat Pump; Zoned; Other Fireplace Features: Great Room; Propane; Wood Burning Flooring: Bamboo; Carpet; Concrete; Cork; Hardwood; Tile Foundation Details: Stemwall Heating: Ductless; Electric; Forced Air; Heat Pump; Radiant; Wood; Zoned 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) Levels: Two Roof: Composition Rooms: Eating Area; Great Room; Office; Primary Bedroom; Second Primary; Other Security Features: Carbon Monoxide Detector(s); Security System Owned; Smoke Detector(s) Window Features: Double Pane Windows; Skylight(s); Wood Frames Exterior Features: Dock; RV Hookup Lot Features: Corner Lot; Drip System; Fenced; Landscaped; Level; Rock Outcropping; Sprinkler Timer(s); Sprinklers In Front; Sprinklers In Rear; Water Feature; Wooded Other Structures: Guest House; Kennel/Dog Run; RV/Boat Storage; Second Garage; Second Residence; Shed(s); Storage; Workshop 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 Patio and Porch Features: Patio Road Surface Type: Paved View: Neighborhood; Pond Waterfront Features: Pond Utilities: Electricity Connected; Propane Association Amenities: Park; Snow Removal; Trail(s); Water Community Features: Access to Public Lands; Park; Trail(s) Power Production: None Sewer: Septic Tank; Standard Leach Field Water Source: Public Listing Terms: Cash; Conventional Special Listing Conditions: Standard

Location Tax and Legal

Street Number
16440
Street Name
Fair Mile
Street Suffix
Road
County
Deschutes
State
OR
Postal Code
97759
Subdivision Name
Junipine Acres

Contract Information

Original List Price
1995000
List Price per SqFt
406.31
Listing Contract Date
2026-06-19

Remarks and Miscellaneous

Public Remarks
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.

Status Change Information

Status Change Timestamp
2026-06-19

More Information

Listing Office: Ponderosa Properties
Last Updated: October - 04 - 2026
Information deemed reliable but not guaranteed.