Sisters, OR Homes

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  /49

  $596,100 Sold Sep 10, 2025

  69382 Tollgate Rd, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $532/SF
  • 24 Days On Market

  Current Estimated Value $583,564

  Last Listing Agent Christin Hunter The Agency Bend

  69382 Tollgate Rd, Sisters, OR 97759
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  /27

  Est $1,336,799 Not Listed For Sale

  13753 Ground Fir Unit GM 49, Sisters, OR 97759

  • 4 Beds
  • 3 Baths
  • 2,584 Sq Ft
  • Built 1993

  13753 Ground Fir Unit GM 49, Sisters, OR 97759

  Last Sold Summary

  • 8% Below List Price
  • $561/SF
  • 21 Days On Market

  Last Sold Price $1,450,000

  Last Listing Agent Phil Arends Ponderosa Properties
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  /41

  $525,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  69325 Stirrup, Sisters, OR 97759

  Opportunity in the desirable Tollgate community just minutes from Sisters.Situated on a spacious .53-acre lot backing to beautiful treed common space, this single level,3 bed/2 bath home offers privacy, potential, and an ideal location on a quiet cul-de-sac within walking distance to the community pool.The 1,404 sq ft home is ready for your updates and personal touches, featuring original

  Sally Jacobson Cascade Views Realty, LLC

  69325 Stirrup, Sisters, OR 97759
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  /7

  $260,000 Sold May 01, 2025

  732 W View Loop, Sisters, OR 97759

  • Land
  • 0.13 Acre
  • $2,000,000 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 240 Days On Market

  Current Estimated Value $251,459

  Last Listing Agent Stephen Saunders Avenir Realty

  732 W View Loop, Sisters, OR 97759
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  /21

  Est $788,117 Not Listed For Sale

  70460 Twistedstock Unit GM 13, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • Built 1985

  70460 Twistedstock Unit GM 13, Sisters, OR 97759

  Last Sold Summary

  • 21% Above List Price
  • $405/SF
  • 12 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Phil Arends Ponderosa Properties
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  /45

  $817,000

  • 1 Bed
  • 1.5 Baths
  • 888 Sq Ft

  13400 Foxtail Unit GCC 101, Sisters, OR 97759

  Experience the epitome of luxury living in this fully renovated golf course condo, where elegance meets modern sophistication. This stunning residence offers meticulously manicured views of three fairways, including views of Black Butte. Step inside to discover an open-concept living space adorned with high-end finishes throughout. The primary suite is a true retreat, featuring a spa-inspired

  Corrie Lake Stellar Realty Northwest

  13400 Foxtail Unit GCC 101, Sisters, OR 97759
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  /18

  $825,000 Sold Jan 15, 2026

  411 E Diamond Peak Ave, Sisters, OR 97759

  • 3 Beds
  • 3 Baths
  • 2,211 Sq Ft
  • Built 2025

  Last Sold Summary

  • 13% Below List Price
  • $373/SF
  • 154 Days On Market

  Current Estimated Value $825,861

  Last Listing Agent Annette Raasch Coldwell Banker Bain

  411 E Diamond Peak Ave, Sisters, OR 97759
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  /14

  Est $652,951 Not Listed For Sale

  539 Canopy Way Unit Lot 27, Sisters, OR 97759

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2024

  539 Canopy Way Unit Lot 27, Sisters, OR 97759

  Last Sold Summary

  • 5% Below List Price
  • $550/SF
  • 255 Days On Market

  Last Sold Price $687,000

  Last Listing Agent Tim Kizziar Kizziar Property Co.
• 

  

  /23

  $800,000

  • Land
  • 40 Acres
  • $20,000 per Acre

  17400 Spur Dr, Sisters, OR 97759

  40.29 acres of manicured Ponderosa forested property just minutes from downtown Sisters. It truly feels like your very own private park. This is the perfect setting for a family legacy estate with an abundance of Ponderosa trees, and your very own herd of Mule deer. The owner has marked a potential building site that has views of North and Middle Sister all while being tucked into an gorgeous

  Patrick Trowbridge Knightsbridge International

  17400 Spur Dr, Sisters, OR 97759
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  /15

  $616,688 Sold Sep 11, 2025

  506 W Sapling Ln Unit Lot 46, Sisters, OR 97759

  • 2 Beds
  • 1.5 Baths
  • 859 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Above List Price
  • $718/SF
  • 112 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.

  506 W Sapling Ln Unit Lot 46, Sisters, OR 97759
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  /42

  Est $1,569,458 Not Listed For Sale

  71160 Bracken Ln Unit GH 61, Sisters, OR 97759

  • 3 Beds
  • 3 Baths
  • 2,445 Sq Ft
  • Built 1997

  71160 Bracken Ln Unit GH 61, Sisters, OR 97759

  Last Sold Summary

  • 4% Below List Price
  • $671/SF
  • 3 Days On Market

  Last Sold Price $1,640,000

  Last Listing Agent Phil Arends Ponderosa Properties
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  /27

  $375,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  498 N Wheeler Loop, Sisters, OR 97759

  Enjoy easy living in this 3 bedroom, 2 bath, single level home in a gated 55+ community in Sisters! With 1,300 SF of comfortable space, this home features fresh interior paint, new range, dishwasher, and toilets, plus updated front and back porches.Stay cozy year round with a heat pump and relax in your private yard. Conveniently located near downtown Sisters with shopping, dining, and events

  Tina Perin Stellar Realty Northwest

  498 N Wheeler Loop, Sisters, OR 97759
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  /34

  $880,637 Sold Jan 12, 2026

  595 N Pine St Unit Lot 110, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,534 Sq Ft
  • Built 2025

  Last Sold Summary

  • 12% Above List Price
  • $574/SF
  • 0 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.

  595 N Pine St Unit Lot 110, Sisters, OR 97759
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  /23

  Est $684,449 Not Listed For Sale

  549 Canopy Way Unit Lot 26, Sisters, OR 97759

  • 2 Beds
  • 2.5 Baths
  • 1,242 Sq Ft
  • Built 2023

  549 Canopy Way Unit Lot 26, Sisters, OR 97759

  Last Sold Summary

  • 6% Below List Price
  • $584/SF
  • 47 Days On Market

  Last Sold Price $725,200

  Last Listing Agent Tim Kizziar Kizziar Property Co.
• 

  

  /22

  $394,000

  • Land
  • 0.88 Acre
  • $447,727 per Acre

  69130 Damsel Fly Ct, Sisters, OR 97759

  This property is more than land, it's a lifestyle. A large level lot, with plenty of space away from the neighbors, but refined and elegant. After a day of golf, swimming, tennis, pickleball, or simply a lovely walk or bike ride, you will be able to relax and enjoy the views. Close to the charming town of Sisters, treat yourself to dining and shopping. You've worked hard, you deserve this next

  Dianne Gregoire Oregon First

  

  69130 Damsel Fly Ct, Sisters, OR 97759
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  /33

  $585,000 Sold Oct 28, 2025

  390 S Pine Meadow St, Sisters, OR 97759

  • 2 Beds
  • 2 Baths
  • 1,549 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $378/SF
  • 36 Days On Market

  Current Estimated Value $588,308

  Last Listing Agent Gary Yoder Black Butte Realty Group

  390 S Pine Meadow St, Sisters, OR 97759
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  /28

  Est $325,920 Not Listed For Sale

  69226 Tapidero, Sisters, OR 97759

  69226 Tapidero, Sisters, OR 97759

  Last Sold Summary

  • 5% Above List Price
  • 10 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Sheila Reifschneider Coldwell Banker Bain
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  /37

  $805,000

  • 3 Beds
  • 2 Baths
  • 1,945 Sq Ft

  1151 N Jantzen Ct, Sisters, OR 97759

  Custom craftsman home in the desirable Grand Peaks subdivision. This light-filled, single level home features an open concept floor plan with vaulted ceilings, a propane fireplace, and a spacious kitchen. The home is in excellent condition and truly turn-key. Offering three bedrooms plus a versatile den ideal for a home office, potential fourth bedroom, media room, etc. The primary suite includes

  Joey Morgan eXp Realty, LLC

  1151 N Jantzen Ct, Sisters, OR 97759
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  /75

  $1,650,000 Sold Feb 06, 2026

  69440 Crooked Horseshoe Rd, Sisters, OR 97759

  • 4 Beds
  • 3 Baths
  • 4,016 Sq Ft
  • Built 1995

  Last Sold Summary

  • 17% Below List Price
  • $411/SF
  • 68 Days On Market

  Current Estimated Value $1,979,000

  Last Listing Agent Thomas Arends Ponderosa Properties

  69440 Crooked Horseshoe Rd, Sisters, OR 97759
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  /42

  Est $821,846 Not Listed For Sale

  69353 Hinkle Butte Dr, Sisters, OR 97759

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • Built 2020

  69353 Hinkle Butte Dr, Sisters, OR 97759

  Last Sold Summary

  • 11% Above List Price
  • $356/SF
  • 223 Days On Market

  Last Sold Price $739,999

  Last Listing Agent Noah von Borstel Windermere Realty Trust
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  /26

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  1324 W Hill Ave, Sisters, OR 97759

  Beautifully maintained home in the heart of Sisters, Oregon, just one block from Deschutes National Forest access. Set on a premium corner lot with no neighbors behind, this property backs to HOA managed community space, offering privacy and open views. Front yard landscaping is included in the HOA, making day to day living easy. Built in 2020, this 2,250 sq ft home offers 4 bedrooms, 2.5 baths,

  Donnie Eggers Nexus 360 Realty

  1324 W Hill Ave, Sisters, OR 97759
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  /15

  $815,437 Sold Oct 20, 2025

  709 W Canopy Way Unit Lot 5, Sisters, OR 97759

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

  Last Sold Summary

  • 17% Above List Price
  • $657/SF
  • 195 Days On Market

  Last Listing Agent Tim Kizziar Kizziar Property Co.

  709 W Canopy Way Unit Lot 5, Sisters, OR 97759
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  /32

  Est $768,794 Not Listed For Sale

  13400 Foxtail Unit 83, Sisters, OR 97759

  • 2 Beds
  • 2.5 Baths
  • 1,002 Sq Ft
  • Built 1973

  13400 Foxtail Unit 83, Sisters, OR 97759

  Last Sold Summary

  • 23% Above List Price
  • $624/SF
  • 2 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Donald Bowler Black Butte Realty Group
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  /61

  $2,150,000

  • 5 Beds
  • 4 Baths
  • 3,072 Sq Ft

  13210 Hawks Beard Unit GH 234/235, Sisters, OR 97759

  Experience elevated living in Black Butte Ranch with this beautifully updated golf course home. Perfectly positioned along the 14th fairway of Big Meadow Golf Course. This light-filled retreat features an open-concept design, vaulted ceilings, and high-end finishes throughout. The stylish kitchen flows seamlessly, ideal for entertaining. While the spacious primary suite offers a peaceful, spa

  Corrie Lake Stellar Realty Northwest

  13210 Hawks Beard Unit GH 234/235, Sisters, OR 97759
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  /22

  $653,000 Sold Jun 26, 2025

  69462 Lasso, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $423/SF
  • 101 Days On Market

  Current Estimated Value $646,514

  Last Listing Agent Pam Mayo-Phillips Cascade Hasson SIR

  69462 Lasso, Sisters, OR 97759
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  /32

  Est $1,999,000 Not Listed For Sale

  69211 Big View Dr, Sisters, OR 97759

  • 4 Beds
  • 3.5 Baths
  • 5,462 Sq Ft
  • Built 2004

  69211 Big View Dr, Sisters, OR 97759

  Last Sold Summary

  • $366/SF
  • 101 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Tim Kizziar Kizziar Property Co.
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  /39

  $589,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,889 Sq Ft

  1602 W Hill Ave, Sisters, OR 97759

  Primary bedroom on the main! This better than new 3-bed, 2.5-bath with loft offers the ease of main-level living with a spacious primary suite. Inside, enjoy updated carpet, fresh interior paint, and a large entry with an extra-wide staircase. The airy kitchen layout blends naturally into the central living space ideal for entertaining. Upstairs features a loft-style landing, two additional

  Nicole Hoff Keller Williams Realty Central Oregon

  1602 W Hill Ave, Sisters, OR 97759
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  /2

  $720,000 Sold Jun 27, 2025

  1006 E Black Butte Ave, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,841 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $391/SF

  Current Estimated Value $689,268

  Last Listing Agent Khiva Beckwith Coldwell Banker Mayfield Realty

  1006 E Black Butte Ave, Sisters, OR 97759
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  /61

  Est $1,324,723 Not Listed For Sale

  69590 Omaha Rd, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 3,030 Sq Ft
  • Built 2003

  69590 Omaha Rd, Sisters, OR 97759

  Last Sold Summary

  • 1% Below List Price
  • $442/SF
  • 17 Days On Market

  Last Sold Price $1,339,000

  Last Listing Agent Khiva Beckwith Coldwell Banker Mayfield Realty
• 

  

  /31

  $613,300 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  1019 W Linda Ave Unit Lot 36, Sisters, OR 97759

  Welcome to Sunset Meadows in the charming town of Sisters, Oregon! Built by award winning builder Woodhill homes.The Contemporary Modern Mountain Chalet design of the homes gives the neighborhood the look & feel of a mountain resort.The Cascade Mountain Range, including the Three Sisters and their magnificent views are along McKenzie Highway - the entrance to this neighborhood. The Coho is a

  Kimberly Gorayeb Engel & Voelkers Bend

  1019 W Linda Ave Unit Lot 36, Sisters, OR 97759
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  /41

  $1,050,000 Sold Aug 26, 2025

  15864 Blue Jay Way, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 2,335 Sq Ft
  • Built 1992

  Last Sold Summary

  • 25% Below List Price
  • $450/SF
  • 78 Days On Market

  Current Estimated Value $1,033,580

  Last Listing Agent Thomas Arends Ponderosa Properties

  15864 Blue Jay Way, Sisters, OR 97759
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  /49

  Est $1,499,544 Not Listed For Sale

  70447 Bowdenii Unit GM 223, Sisters, OR 97759

  • 4 Beds
  • 4.5 Baths
  • 2,914 Sq Ft
  • Built 2005

  70447 Bowdenii Unit GM 223, Sisters, OR 97759

  Last Sold Summary

  • $515/SF
  • 47 Days On Market

  Last Sold Price $1,500,000

  Last Listing Agent Ross Kennedy Stellar Realty Northwest
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  /46

  $1,950,000

  • 4 Beds
  • 3 Baths
  • 3,653 Sq Ft

  69305 Hawksflight Dr, Sisters, OR 97759

  A masterpiece of design and craftsmanship, this extraordinary Sisters estate—conceived by acclaimed architect Steve Van Sant and brought to life by Tee Harbor Construction—delivers an unparalleled lifestyle in one of Central Oregon's most coveted settings.Perched on The Rim at Aspen Lakes, the property commands jaw-dropping panoramas from Mt. Jefferson to Broken Top. Beyond its borders lies

  Carol Zosel Keller Williams Realty Central Oregon

  69305 Hawksflight Dr, Sisters, OR 97759
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  /44

  $590,000 Sold Oct 01, 2025

  1642 W Hill Ave, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Below List Price
  • $316/SF
  • 4 Days On Market

  Current Estimated Value $589,864

  Last Listing Agent Sharon Rockett Realty First LLC

  1642 W Hill Ave, Sisters, OR 97759
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  /40

  Est $1,469,786 Not Listed For Sale

  13586 Star Flower Unit GM 273, Sisters, OR 97759

  • 3 Beds
  • 3.5 Baths
  • 3,582 Sq Ft
  • Built 1982

  13586 Star Flower Unit GM 273, Sisters, OR 97759

  Last Sold Summary

  • 13% Above List Price
  • $363/SF
  • 205 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Ellen Wood Avenir Realty
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  /19

  $499,000

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  243 W Adams Ave, Sisters, OR 97759

  Don't miss your front row spot on the upcoming Adams Avenue improvements! This income producing cottage (previously a monthly rental) rests on a lot zoned DOWNTOWN COMMERCIAL. Keep as a single family home or investment, or max out the opportunities this property offers! Buyer to confirm with the city potential to divide. Downtown commercial permitted uses may include commercial space, live/work,

  Jennifer McCrystal Stellar Realty Northwest

  243 W Adams Ave, Sisters, OR 97759
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  /42

  $740,000 Sold Sep 24, 2025

  69336 Hackamore, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $432/SF
  • 127 Days On Market

  Current Estimated Value $722,083

  Last Listing Agent Connie Mitchell Stellar Realty Northwest

  69336 Hackamore, Sisters, OR 97759
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  /46

  Est $1,411,420 Not Listed For Sale

  13437 Triflorium Unit GM 342, Sisters, OR 97759

  • 4 Beds
  • 3 Baths
  • 2,834 Sq Ft
  • Built 1998

  13437 Triflorium Unit GM 342, Sisters, OR 97759

  Last Sold Summary

  • 6% Below List Price
  • $529/SF
  • 3 Days On Market

  Last Sold Price $1,500,000

  Last Listing Agent Phil Arends Ponderosa Properties
• 

  

  /31

  $599,999

  • Land
  • 2.44 Acres
  • $245,901 per Acre

  17500 Forked Horn Dr, Sisters, OR 97759

  Discover this one of a kind 2.44 acre lot off Cloverdale Road, perfectly nestled between Bend and Sisters. This quiet, private haven, surrounded by old-growth trees, is ready for your dream home. Fully equipped with a new septic system, a private well, and power, the level, fenced lot awaits your vision. A finished 2-car garage with a metal roof and attached carport offers ample storage. The

  Jennifer Jacobsen Ninebark Real Estate

  

  17500 Forked Horn Dr, Sisters, OR 97759
• 

  

  /18

  $360,000 Sold Aug 29, 2025

  16931 Lady Caroline Dr Unit Lot 23, Sisters, OR 97759

  • Land
  • 1.36 Acres
  • $264,706 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 120 Days On Market

  Current Estimated Value $360,398

  Last Listing Agent Tina Ogle Legacy Realty LLC

  16931 Lady Caroline Dr Unit Lot 23, Sisters, OR 97759

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