Sisters, OR Homes

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  /67

  $1,450,000

  Sold Jan 27, 2026

  15175 Windigo Trail, Sisters, OR 97759

  • 3 Beds
  • 3 Baths
  • 2,836 Sq Ft
  • Built 1990

  Last Sold Summary

  • 14% Below List Price
  • $511/SF
  • 265 Days On Market

  Current Estimated Value $1,510,445

  Last Listing Agent Tim Kizziar Kizziar Property Co.

  15175 Windigo Trail, Sisters, OR 97759
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  /18

  Not Listed For Sale

  532 Sisters Woodland Way Unit 49, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,247 Sq Ft
  • Built 2024

  532 Sisters Woodland Way Unit 49, Sisters, OR 97759

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.
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  /7

  $1,814,886

  • Land
  • 1.78 Acres
  • $1,019,599 per Acre

  0 W Barclay Dr, Sisters, OR 97759

  Rare commercial land opportunity located at the highly visible northeast corner of E Barclay Drive and N Locust Street in Sisters, Oregon. The property consists of three parcels totaling approximately 1.78 acres and is available individually or together. Parcel 1 includes approximately 0.89 AC or 38,768 SF, Parcel 2 includes approximately 0.36 AC or 15,682 SF, and Parcel 3 includes approximately

  Russell Huntamer Compass Commercial Real Estate

  0 W Barclay Dr, Sisters, OR 97759
• 

  

  

  /15

  $618,999

  Sold Dec 18, 2025

  157 W Heising Dr, Sisters, OR 97759

  • 2 Beds
  • 2 Baths
  • 1,133 Sq Ft
  • Built 2021

  Last Sold Summary

  • $546/SF
  • 55 Days On Market

  Current Estimated Value $635,018

  Last Listing Agent Sheri Mesa Stellar Realty Northwest

  157 W Heising Dr, Sisters, OR 97759
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  /13

  Not Listed For Sale

  535 N Pine St Unit 106, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,498 Sq Ft
  • Built 2024

  535 N Pine St Unit 106, Sisters, OR 97759

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.
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  /71

  $1,895,000

  • 4 Beds
  • 3 Baths
  • 3,158 Sq Ft

  18075 Fadjur Ln, Sisters, OR 97759

  Custom single-level home with stunning Cascade Mountain views, situated on 10.5 acres and complemented by a beautiful guest house. This exceptional horse property is turnkey and thoughtfully equipped, featuring a 7-stall barn, equipment shed, spacious shop, and approximately 7 acres of underground irrigation. There are 7 acres with irrigation rights through Three Sisters Irrigation! The land is

  Jenna Williamson Cascade Hasson SIR

  18075 Fadjur Ln, Sisters, OR 97759
• 

  

  /43

  $789,000

  Sold Jul 29, 2026

  1815 W Williamson Ave, Sisters, OR 97759

  • 4 Beds
  • 2.5 Baths
  • 2,578 Sq Ft
  • Built 2023

  Last Sold Summary

  • $306/SF
  • 2 Days On Market

  Last Listing Agent Suzanne Carvlin Avenir Realty

  1815 W Williamson Ave, Sisters, OR 97759
• 

  

  /46

  Est $1,443,048

  Not Listed For Sale

  800 S Buckaroo Trail, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 3,776 Sq Ft
  • Built 2006

  800 S Buckaroo Trail, Sisters, OR 97759

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Ryan McGlone eXp Realty, LLC
• 

  

  /13

  $375,000

  • Land
  • 1.01 Acres
  • $371,287 per Acre

  70070 Meadow View Rd, Sisters, OR 97759

  This beautiful, 1 Acre Cascade Mountain View Lot in the High Meadow Addition to the Indian Ford Ranch Homes is your chance to build your dream home in the quaint town of Sisters in Central Oregon! Close to the town of Sisters, but far enough to have privacy and tranquility. This lot is the last available lot to build on in the High Meadows Addition to Indian Ford Ranch Homes - making it even more

  Kimberly Gorayeb Engel & Voelkers Bend

  70070 Meadow View Rd, Sisters, OR 97759
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  /2

  $1,379,000

  Sold Oct 08, 2025

  69295 Hawksflight Dr, Sisters, OR 97759

  • 3 Beds
  • 3.5 Baths
  • 3,085 Sq Ft
  • Built 1996

  Last Sold Summary

  • 11% Below List Price
  • $447/SF
  • 24 Days On Market

  Current Estimated Value $1,461,927

  Last Listing Agent Jodi Kearney Cascade Hasson SIR

  69295 Hawksflight Dr, Sisters, OR 97759
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  /13

  Not Listed For Sale

  554 Sisters Park Dr Unit 97, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,498 Sq Ft
  • Built 2024

  554 Sisters Park Dr Unit 97, Sisters, OR 97759

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.
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  /68

  $1,275,000

  • 3 Beds
  • 3 Baths
  • 2,368 Sq Ft

  471 E Diamond Peak Ave, Sisters, OR 97759

  Exceptional single-level Mid-Century Modern home, featuring two spacious primary en-suites and numerous high-end customizations. Grand Peaks owner-only gated pickleball courts and private park, all right in town. Filled with natural light, the home offers vaulted ceilings, expansive windows, a floor-to-ceiling brick fireplace, and a custom glass entry chandelier. Gourmet kitchen features a huge

  Tim Kizziar Kizziar Property Co.

  471 E Diamond Peak Ave, Sisters, OR 97759
• 

  

  /20

  $250,000

  Sold Nov 13, 2025

  70789 Goldenrod Unit SM16, Sisters, OR 97759

  • 4 Beds
  • 2 Baths
  • 1,784 Sq Ft
  • Built 1983

  Last Sold Summary

  • $140/SF
  • 9 Days On Market

  Current Estimated Value $703,790

  Last Listing Agent Thomas Arends Ponderosa Properties

  70789 Goldenrod Unit SM16, Sisters, OR 97759
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  /15

  Not Listed For Sale

  516 W Sapling Ln Unit Lot 47, Sisters, OR 97759

  • 2 Beds
  • 2.5 Baths
  • 1,242 Sq Ft
  • Built 2024

  516 W Sapling Ln Unit Lot 47, Sisters, OR 97759

  Last Sold Summary

  • 187 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.
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  /26

  $725,000

  • 4 Beds
  • 2 Baths
  • 2,090 Sq Ft

  15634 Ponderosa Ln, Sisters, OR 97759

  Nestled among towering Ponderosa pines on a beautifully maintained 1.01-acre lot, this inviting single-level home offers the perfect blend of privacy, comfort, and Central Oregon charm. Filled with abundant natural light from expansive windows, the home features real hardwood floors, spacious living areas, and a cozy gas stove that creates a warm gathering space year-round. The oversized primary

  Joe Nickelson Real Broker

  15634 Ponderosa Ln, Sisters, OR 97759
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  /32

  $675,000

  Sold Apr 21, 2026

  1025 E Horse Back Trail, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,842 Sq Ft
  • Built 2017

  Last Sold Summary

  • $366/SF
  • 43 Days On Market

  Current Estimated Value $674,191

  Last Listing Agent Jennifer McCrystal Stellar Realty Northwest

  1025 E Horse Back Trail, Sisters, OR 97759
• 

  

  /13

  Not Listed For Sale

  534 Sisters Park Dr Unit 99, Sisters, OR 97759

  • 4 Beds
  • 2.5 Baths
  • 1,746 Sq Ft
  • Built 2024

  534 Sisters Park Dr Unit 99, Sisters, OR 97759

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.
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  /72

  $1,595,000

  Open Sat 10AM - 12PM

  • 3 Beds
  • 3 Baths
  • 3,595 Sq Ft

  16863 Royal Coachman Dr, Sisters, OR 97759

  First time ever on the market! This expansive one-level home offers soaring living room ceilings, wide tiled hallways, and skylights that fill the home with natural light. The spacious floor plan includes a second primary bedroom with an ensuite bath, a dedicated art room or office, and a large family den perfect for relaxing or entertaining. The oversized laundry room features a gift-wrapping

  Heather Blaine Avenir Realty

  16863 Royal Coachman Dr, Sisters, OR 97759
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  /32

  $399,500

  Sold Oct 29, 2025

  16971 Lady Caroline Dr, Sisters, OR 97759

  • Land
  • 1.03 Acres
  • $387,864 per Acre

  Last Sold Summary

  Current Estimated Value $397,210

  Last Listing Agent Rad Dyer Ponderosa Properties

  16971 Lady Caroline Dr, Sisters, OR 97759
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  /48

  Not Listed For Sale

  515 N Pine St Unit 104, Sisters, OR 97759

  • 4 Beds
  • 2.5 Baths
  • 1,731 Sq Ft
  • Built 2024

  515 N Pine St Unit 104, Sisters, OR 97759

  Last Sold Summary

  • 293 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.
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  /58

  $1,750,000

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft

  16430 Highway 126, Sisters, OR 97759

  Highly private and peaceful waterfront acreage with approximately 1200' of accessible Whychus Creek frontage located a short distance from downtown Sisters. Interior of home features: Open floor plan; Large entertainer kitchen with locally crafted Cedar cabinets, granite and black walnut counters, maple hardwood floors leading into dining and living rooms which all have unobstructed views of

  Tim Kizziar Kizziar Property Co.

  16430 Highway 126, Sisters, OR 97759
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  /37

  $575,000

  Sold Sep 05, 2025

  1828 W Kallberg Ave, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft
  • Built 2021

  Last Sold Summary

  • $365/SF
  • 8 Days On Market

  Current Estimated Value $603,000

  Last Listing Agent Lane Adams Stellar Realty Northwest

  1828 W Kallberg Ave, Sisters, OR 97759
• 

  

  /13

  Not Listed For Sale

  544 Sisters Park Dr Unit 98, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,521 Sq Ft
  • Built 2024

  544 Sisters Park Dr Unit 98, Sisters, OR 97759

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.
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  /69

  $1,995,000

  • 6 Beds
  • 5.5 Baths
  • 4,910 Sq Ft

  16440 Fair Mile Rd, Sisters, OR 97759

  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

  Thomas Arends Ponderosa Properties

  16440 Fair Mile Rd, Sisters, OR 97759
• 

  

  /37

  $675,000

  Sold Jun 29, 2026

  694 N Reed St, Sisters, OR 97759

  • 5 Beds
  • 3 Baths
  • 2,211 Sq Ft
  • Built 2022

  Last Sold Summary

  • 3% Below List Price
  • $305/SF
  • 15 Days On Market

  Current Estimated Value $686,649

  Last Listing Agent Trent Stutzman Cascade Hasson SIR

  694 N Reed St, Sisters, OR 97759
• 

  

  /18

  Not Listed For Sale

  527 W Elder Way Unit 39, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,247 Sq Ft
  • Built 2024

  527 W Elder Way Unit 39, Sisters, OR 97759

  Last Sold Summary

  • 125 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.
• 

  

  /35

  $747,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,238 Sq Ft

  630 W Sprout Ln Unit Lot 133, Sisters, OR 97759

  Sisters Woodlands Canopy Cottage has upper primary living space, allowing the architecture to unlock a unique relationship with surrounding trees. Upper level has an open floor plan, connected to a large exterior deck. High quality design & build is sustainable, durable & efficient for turnkey/low maintenance dwellings. Enjoy all Sister's Area offers with easy walkability from this mixed use

  Tim Kizziar Kizziar Property Co.

  630 W Sprout Ln Unit Lot 133, Sisters, OR 97759
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  /52

  $620,000

  Sold Feb 05, 2026

  18589 Mcswain Dr, Sisters, OR 97759

  • 4 Beds
  • 2 Baths
  • 3,169 Sq Ft
  • Built 1998

  Last Sold Summary

  • 22% Below List Price
  • $196/SF
  • 127 Days On Market

  Last Listing Agent Heather MacDowall Keller Williams Realty Central Oregon

  18589 Mcswain Dr, Sisters, OR 97759
• 

  

  /13

  Not Listed For Sale

  524 Sisters Park Dr Unit 100, Sisters, OR 97759

  • 4 Beds
  • 2.5 Baths
  • 1,746 Sq Ft
  • Built 2024

  524 Sisters Park Dr Unit 100, Sisters, OR 97759

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.
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  /48

  $1,499,000

  $100K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,590 Sq Ft

  16927 Highway 126, Sisters, OR 97759

  Tucked away on 20 private acres just minutes from Sisters, this custom built property offers exceptional privacy, usable land and a thoughtfully positioned home with breathtaking mountain views. With 11.6 acres of valuable H2O rights, it is well suited for a variety of uses. Inside, oversized windows fill the home with light and showcase the mtn backdrop. Rich cherry, oak and pine finishes

  Shelbi Hodges Stellar Realty Northwest

  16927 Highway 126, Sisters, OR 97759
• 

  

  /56

  $770,000

  Sold Mar 28, 2026

  14419 Crossroads Loop, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 2,013 Sq Ft
  • Built 1978

  Last Sold Summary

  • 7% Below List Price
  • $383/SF
  • 79 Days On Market

  Current Estimated Value $774,250

  Last Listing Agent Tim Kizziar Kizziar Property Co.

  14419 Crossroads Loop, Sisters, OR 97759
• 

  

  /5

  Not Listed For Sale

  517 W Elder Way Unit Lot 40, Sisters, OR 97759

  • 2 Beds
  • 2.5 Baths
  • 1,242 Sq Ft
  • Built 2024

  517 W Elder Way Unit Lot 40, Sisters, OR 97759

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.
• 

  

  /42

  $749,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,720 Sq Ft

  17415 Kent Rd, Sisters, OR 97759

  Beautifully maintained home on 2.28 acres off desirable Cloverdale Rd in Sisters! This light-filled 3 bed, 2 bath home features a spacious layout with a family room, dining area, and living room featuring a cozy gas fireplace and office. The spacious kitchen features an island, breakfast bar, and a convenient butler's pantry. The oversized primary suite offers a large walk-in closet and ensuite

  Erin Fielder Stellar Realty Northwest

  17415 Kent Rd, Sisters, OR 97759
• 

  

  /14

  $254,500

  Sold Apr 09, 2026

  169 E Black Crater Ave, Sisters, OR 97759

  • Land
  • 6,534 Sq Ft
  • $1,696,667 per Acre

  Last Sold Summary

  • 47 Days On Market

  Current Estimated Value $253,301

  Last Listing Agent Jennifer McCrystal Stellar Realty Northwest

  169 E Black Crater Ave, Sisters, OR 97759
• 

  

  /32

  Est $968,782

  Not Listed For Sale

  13753 Partridge Foot Unit RR 78, Sisters, OR 97759

  • 3 Beds
  • 3 Baths
  • 1,898 Sq Ft
  • Built 1976

  13753 Partridge Foot Unit RR 78, Sisters, OR 97759

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Phil Arends Ponderosa Properties
• 

  

  /8

  $395,000

  • Land
  • 4.56 Acres
  • $86,623 per Acre

  69265 Panoramic Dr, Sisters, OR 97759

  Beautiful 4.56-acre parcel in Panoramic View Estates, offering the rare advantage of PAVED ROADS on all sides, an exceptional feature in a neighborhood where most properties are accessed by gravel roads. The gently sloping terrain is accented by mature pine and juniper trees, providing a beautiful natural setting for your custom home. Enjoy the perfect balance of privacy and convenience, just

  Connie Mitchell Stellar Realty Northwest

  69265 Panoramic Dr, Sisters, OR 97759
• 

  

  /40

  $1,299,000

  Sold Jun 26, 2026

  1041 E Timber Pine Dr, Sisters, OR 97759

  • 5 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 2005

  Last Sold Summary

  • $433/SF
  • 2 Days On Market

  Current Estimated Value $1,285,692

  Last Listing Agent Abby Moschetti Ninebark Real Estate

  1041 E Timber Pine Dr, Sisters, OR 97759
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  /48

  Est $1,046,438

  Not Listed For Sale

  972 E Timber Pine Dr, Sisters, OR 97759

  • 4 Beds
  • 3.5 Baths
  • 3,393 Sq Ft
  • Built 2015

  972 E Timber Pine Dr, Sisters, OR 97759

  Last Sold Summary

  • 200 Days On Market

  Last Listing Agent Kevin Laue Varsity Real Estate
• 

  

  /35

  $429,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  807 E Desperado Trail Unit 101, Sisters, OR 97759

  Life in Sisters is meant to be enjoyed. Spend your mornings exploring nearby forest trails, afternoons by the pool, and evenings relaxing beneath the ponderosa pines or enjoying downtown Sisters nearby. This beautifully maintained first-floor, single-level 4th Sister condominium offers a desirable corner location backing to expansive green space. Large windows bring in abundant natural light and

  Sally Jacobson Cascade Views Realty, LLC

  807 E Desperado Trail Unit 101, Sisters, OR 97759
• 

  

  /46

  $550,000

  Sold Mar 23, 2026

  69288 Ladigo, Sisters, OR 97759

  • 2 Beds
  • 2 Baths
  • 977 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $563/SF
  • 10 Days On Market

  Current Estimated Value $556,779

  Last Listing Agent Connie Mitchell Stellar Realty Northwest

  69288 Ladigo, Sisters, OR 97759

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