Sisters, OR Homes

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  /32

  $615,000

  Sold Sep 04, 2025

  70710 Steeple Bush, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft
  • Built 1976

  Last Sold Summary

  • 12% Below List Price
  • $442/SF
  • 74 Days On Market

  Current Estimated Value $670,944

  Last Listing Agent Mary Sproul Mary A Sproul Real Estate

  70710 Steeple Bush, Sisters, OR 97759
• 

  

  

  /62

  Est $1,829,586

  Not Listed For Sale

  16991 Lady Caroline Dr, Sisters, OR 97759

  • 4 Beds
  • 3.5 Baths
  • 4,163 Sq Ft
  • Built 2004

  16991 Lady Caroline Dr, Sisters, OR 97759

  Last Sold Summary

  • 100 Days On Market

  Last Listing Agent Debbi McCune Stellar Realty Northwest
• 

  

  

  /4

  $670,000

  • Land
  • 9.77 Acres
  • $68,577 per Acre

  69310 Goodrich Rd, Sisters, OR 97759

  Beautiful 9.77-acre parcel just outside Sisters with sweeping Cascade Mountain views - an ideal canvas for your Central Oregon dream. Nearly 10 acre of privacy and open sky offer multiple building-site possibilities and plenty of room for a custom home, outbuildings, pasture, or recreational use. This property has no CC&R's or HOA, giving you total freedom to design and develop the way you want.

  Madison Pollard Coldwell Banker Bain

  69310 Goodrich Rd, Sisters, OR 97759
• 

  

  

  /26

  $645,000

  Sold Apr 30, 2026

  1324 W Hill Ave, Sisters, OR 97759

  • 4 Beds
  • 2.5 Baths
  • 2,250 Sq Ft
  • Built 2020

  Last Sold Summary

  • 1% Below List Price
  • $287/SF
  • 71 Days On Market

  Current Estimated Value $642,887

  Last Listing Agent Donnie Eggers Nexus 360 Realty

  1324 W Hill Ave, Sisters, OR 97759
• 

  

  

  /128

  Est $1,602,655

  Not Listed For Sale

  16941 Lady Caroline Dr, Sisters, OR 97759

  • 3 Beds
  • 3.5 Baths
  • 3,632 Sq Ft
  • Built 2003

  16941 Lady Caroline Dr, Sisters, OR 97759

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Corrie Lake Stellar Realty Northwest
• 

  

  /19

  $449,000

  $70K PRICE DROP

  • 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
• 

  

  /39

  $790,000

  Sold Jan 29, 2026

  69388 Tollgate Rd, Sisters, OR 97759

  • 4 Beds
  • 3 Baths
  • 2,315 Sq Ft
  • Built 1978

  Last Sold Summary

  • $341/SF
  • 44 Days On Market

  Current Estimated Value $804,030

  Last Listing Agent Megan Isola Keller Williams Realty Central Oregon

  69388 Tollgate Rd, Sisters, OR 97759
• 

  

  /45

  Est $1,118,576

  Not Listed For Sale

  16822 Royal Coachman Dr, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 2,540 Sq Ft
  • Built 2002

  16822 Royal Coachman Dr, Sisters, OR 97759

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Matthew McCoun Windermere Realty Trust
• 

  

  /13

  $240,000

  • Land
  • 5,662 Sq Ft
  • $1,846,154 per Acre

  283 W Heising Dr, Sisters, OR 97759

  One of the last buildable lots in the desirable ClearPine community. Direct access from the neighborhood to miles and miles of USFS trails while at the same time being very close to the town of Sisters and all it has to offer. The neighborhood is almost completely built out with craftsman, prairie and modern style homes.

  Tim Kizziar Kizziar Property Co.

  283 W Heising Dr, Sisters, OR 97759
• 

  

  /56

  $779,000

  Sold Jan 15, 2026

  13400 Foxtail Unit GCC83, Sisters, OR 97759

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

  Last Sold Summary

  • $777/SF
  • 8 Days On Market

  Current Estimated Value $803,129

  Last Listing Agent Corrie Lake Stellar Realty Northwest

  13400 Foxtail Unit GCC83, Sisters, OR 97759
• 

  

  /30

  Est $1,587,422

  Not Listed For Sale

  17064 Lady Caroline Dr, Sisters, OR 97759

  • 4 Beds
  • 3 Baths
  • 3,366 Sq Ft
  • Built 2003

  17064 Lady Caroline Dr, Sisters, OR 97759

  Last Sold Summary

  • 235 Days On Market

  Last Listing Agent Rachel Rhoden Cascade Hasson SIR
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  /33

  $650,000

  $45K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,345 Sq Ft

  927 E Desperado Trail, Sisters, OR 97759

  No HOA fees! Discover the perfect blend of luxury and versatility in this beautiful Highland Village townhome. Whether you're seeking a lock-and-leave vacation getaway or a premier work-from-home oasis, this property delivers. The main level boasts a perfectly sized open-concept living, dining, and kitchen area featuring premium quartz countertops, custom cabinetry, and durable Paradigm vinyl

  Thomas Arends Ponderosa Properties

  927 E Desperado Trail, Sisters, OR 97759
• 

  

  /43

  $655,000

  Sold May 29, 2026

  309 S Jefferson Way, Sisters, OR 97759

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Above List Price
  • $544/SF
  • 4 Days On Market

  Current Estimated Value $646,842

  Last Listing Agent Jennifer McCrystal Stellar Realty Northwest

  309 S Jefferson Way, Sisters, OR 97759
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  /39

  Est $1,340,426

  Not Listed For Sale

  16983 Royal Coachman Dr, Sisters, OR 97759

  • 4 Beds
  • 3.5 Baths
  • 3,506 Sq Ft
  • Built 2001

  16983 Royal Coachman Dr, Sisters, OR 97759

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Mike Mansker Stellar Realty Northwest
• 

  

  /31

  $489,900

  $58K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 988 Sq Ft

  335 S Cottonwood St, Sisters, OR 97759

  Darling bungalow in the Heart of Sisters. Great open floor plan with vaulted ceilings, two bedrooms, two baths, luxury vinyl floors and new washer and dryer. Cute breezeway in back that offers a little garden or patio for relaxing. The community of Pine Meadows Village has walkways that leads to pool, tennis courts, hot tub and enjoy the views of the mountains.. Come check out this great

  Tracy Chung MORE Realty, Inc.

  335 S Cottonwood St, Sisters, OR 97759
• 

  

  /14

  $530,000

  Sold Feb 02, 2026

  187 W Jefferson Ave, Sisters, OR 97759

  • 2 Beds
  • 1 Bath
  • 813 Sq Ft
  • Built 1935

  Last Sold Summary

  • 11% Below List Price
  • $652/SF
  • 78 Days On Market

  Current Estimated Value $539,125

  Last Listing Agent Jennifer McCrystal Stellar Realty Northwest

  187 W Jefferson Ave, Sisters, OR 97759
• 

  

  /73

  Est $864,799

  Not Listed For Sale

  69777 Pine Ridge Rd, Sisters, OR 97759

  • 5 Beds
  • 3 Baths
  • 2,840 Sq Ft
  • Built 1977

  69777 Pine Ridge Rd, Sisters, OR 97759

  Last Sold Summary

  • 81 Days On Market

  Last Listing Agent Khiva Beckwith Coldwell Banker Mayfield Realty
• 

  

  /29

  $499,000

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

  813 E Desperado Trail Unit 102, Sisters, OR 97759

  Income-generating investment 2-suite condominium meets mountain charm. Located in the desirable 4th Sister Condominiums in Sisters, Oregon, this single-level, main-floor unit offers a rare turnkey opportunity with an option to keep a long-term tenant in place. The open floor plan features two primary suites, including a versatile lock-off studio with its own exterior entrance -- perfect for

  Suzanne Carvlin Avenir Realty

  813 E Desperado Trail Unit 102, Sisters, OR 97759
• 

  

  /95

  $1,038,000

  Sold Jun 18, 2026

  608 S Birch St, Sisters, OR 97759

  • 4 Beds
  • 2.5 Baths
  • 2,477 Sq Ft
  • Built 2018

  Last Sold Summary

  • 6% Below List Price
  • $419/SF
  • 46 Days On Market

  Current Estimated Value $1,052,841

  Last Listing Agent Debbi McCune Stellar Realty Northwest

  608 S Birch St, Sisters, OR 97759
• 

  

  /15

  Not Listed For Sale

  479 N Wheeler Loop, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2005

  479 N Wheeler Loop, Sisters, OR 97759

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Carol Zosel Keller Williams Realty Central Oregon
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  /10

  $239,000

  • Land
  • 6,098 Sq Ft
  • $1,707,143 per Acre

  157 E Black Crater Ave, Sisters, OR 97759

  Lot 2-Dreaming of creating your home within close walking distance to downtown Sisters and steps from the Peterson Ridge Trail system? Level, ready to build property with water and sewer at the street. The parklike setting, graced by mature ponderosas is adjacent to Whychus Creek. Walk/bike to schools, galleries, restaurants, etc. Create your dream life in Sisters. CC&R's protect your investment,

  Jennifer McCrystal Stellar Realty Northwest

  157 E Black Crater Ave, Sisters, OR 97759
• 

  

  /55

  $1,095,000

  Sold Oct 03, 2025

  70163 Longhorn Dr, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • Built 2022

  Last Sold Summary

  • 22% Below List Price
  • $533/SF
  • 1 Day On Market

  Current Estimated Value $1,090,886

  Last Listing Agent Suzanne Carvlin Avenir Realty

  70163 Longhorn Dr, Sisters, OR 97759
• 

  

  /50

  Est $622,283

  Not Listed For Sale

  325 E Washington Ave, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,665 Sq Ft
  • Built 1981

  325 E Washington Ave, Sisters, OR 97759

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Marge Gatien Coldwell Banker Mayfield Realty
• 

  

  /60

  $1,200,000

  $150K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,295 Sq Ft

  69288 Stetson, Sisters, OR 97759

  A rare find! Proven short-term rental + documented income, this multi-generational home borders forest offers privacy and hard-to-find living options. 69288 Stetson is custom-built, has 4 beds (including primary on the main with oversized shower and walk-in closet,) 3.5 baths and 3,295 SF of total living space with a versatile lock-off layout. Flexible loft offers potential for 5th bedroom;

  Suzanne Carvlin Avenir Realty

  69288 Stetson, Sisters, OR 97759
• 

  

  /48

  $1,160,000

  Sold Jul 22, 2026

  1117 E Creekside Ct, Sisters, OR 97759

  • 4 Beds
  • 2.5 Baths
  • 2,311 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $502/SF

  Current Estimated Value $1,166,063

  Last Listing Agent Jessie Isaksen Invest in Bend Real Estate

  1117 E Creekside Ct, Sisters, OR 97759
• 

  

  /48

  Est $1,169,527

  Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 3.5 Baths
  • 2,800 Sq Ft
  • Built 1977

  

  Unlisted Address

  Last Sold Summary

  • 88 Days On Market

  Last Listing Agent Jared Barnes Save Big Realty
• 

  

  /34

  $655,000

  $36K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,488 Sq Ft

  69318 Lariat, Sisters, OR 97759

  Nestled in the desirable Tollgate community, this charming 2-bedroom, 2-bath home sits on a peaceful and level 0.68 acre parcel surrounded by the beauty of Central Oregon. Inside, you'll find vaulted ceilings, an open-concept layout, and a modern kitchen featuring granite countertops and stainless steel appliances. The kitchen flows seamlessly into the dining area and great room with a cozy wood

  Breanna Magee Stellar Realty Northwest

  69318 Lariat, Sisters, OR 97759
• 

  

  /39

  $588,000

  Sold Mar 23, 2026

  1602 W Hill Ave, Sisters, OR 97759

  • 3 Beds
  • 2.5 Baths
  • 1,889 Sq Ft
  • Built 2011

  Last Sold Summary

  • 4% Below List Price
  • $311/SF
  • 173 Days On Market

  Current Estimated Value $600,329

  Last Listing Agent Nicole Hoff Keller Williams Realty Central Oregon

  1602 W Hill Ave, Sisters, OR 97759
• 

  

  /37

  Est $623,227

  Not Listed For Sale

  171 N Maple Ln, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft
  • Built 2009

  171 N Maple Ln, Sisters, OR 97759

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Heidi Vodrup Keller Williams Realty Central Oregon
• 

  

  /22

  $633,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,491 Sq Ft

  14866 Bluegrass Loop, Sisters, OR 97759

  This single level, open floor plan, Crossroads subdivision home, built in 2014, on 1 acre, offers so much! 24 X 30 insulated shop w/ 200 Amp and double attached garage w/ 400 Amp service. Both with ductless heat pumps! Plus, covered RV Parking. Totally fenced with 2 gates and plenty of parking. The entire interior freshly professionally painted.Home is light and bright with 4 Solatube

  Susan Bird Stellar Realty Northwest

  14866 Bluegrass Loop, Sisters, OR 97759
• 

  

  /69

  $1,300,000

  Sold May 14, 2026

  16892 Royal Coachman Dr, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 2,269 Sq Ft
  • Built 2015

  Last Sold Summary

  • 10% Below List Price
  • $573/SF
  • 55 Days On Market

  Current Estimated Value $1,294,928

  Last Listing Agent Suzanne Carvlin Avenir Realty

  16892 Royal Coachman Dr, Sisters, OR 97759
• 

  

  /40

  Est $777,857

  Not Listed For Sale

  14883 Bluegrass Loop, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 2,175 Sq Ft
  • Built 2008

  14883 Bluegrass Loop, Sisters, OR 97759

  Last Sold Summary

  • 447 Days On Market

  Last Listing Agent Brian Ladd Cascade Hasson SIR
• 

  

  /54

  $699,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,707 Sq Ft

  1035 E Horse Back Trail, Sisters, OR 97759

  Move-in ready and impeccably maintained, this beautifully updated craftsman home in the heart of Sisters, offers the perfect blend of comfort and style. Thoughtfully designed with a desirable primary suite on the main level, this home features numerous upgrades including quartz countertops, designer updated lighting, and tasteful finishes throughout. Enjoy light-filled living spaces and step

  Corrie Lake Stellar Realty Northwest

  1035 E Horse Back Trail, Sisters, OR 97759
• 

  

  /31

  $613,300

  Sold Jun 01, 2026

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

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 2026

  Last Sold Summary

  • 1% Above List Price
  • $365/SF
  • 94 Days On Market

  Last Listing Agent Kimberly Gorayeb Engel & Voelkers Bend

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

  

  /21

  Est $493,212

  Not Listed For Sale

  17260 Ivy Ln, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  17260 Ivy Ln, Sisters, OR 97759

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Jonathan Hicks Cascade Hasson SIR
• 

  

  /26

  $799,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,613 Sq Ft

  16959 Canyon Crest Dr, Sisters, OR 97759

  Whychus Creek rim setting w/Cascade views, National Forest access, Detached shop/garage. The thoughtfully designed home features a formal dining room, den, breakfast nook, and an inviting great room with a wood-burning fireplace. The open kitchen offers stainless steel appliances, a pantry, eating bar, and warm laminate wood floors.The primary suite is a peaceful escape with deck access, dual

  Korren Bower Cascade Hasson SIR

  16959 Canyon Crest Dr, Sisters, OR 97759
• 

  

  /22

  $549,000

  Sold Oct 14, 2025

  1609 W Carson Ave, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 2007

  Last Sold Summary

  • $347/SF
  • 14 Days On Market

  Current Estimated Value $559,663

  Last Listing Agent KATHERINE Guernsey SMI Real Estate

  1609 W Carson Ave, Sisters, OR 97759
• 

  

  /36

  Est $638,299

  Not Listed For Sale

  17235 Kent Rd, Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1975

  17235 Kent Rd, Sisters, OR 97759

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Carol Swendsen Cascade Hasson SIR
• 

  

  /28

  $895,000

  • Land
  • 243.67 Acres
  • $3,673 per Acre

  70410 Mcallister Rd Unit 2060, Sisters, OR 97759

  Discover a stunning large acreage property located just southeast of Black Butte Ranch, ideal for creating your luxurious retreat. Surrounded by vast swaths of lush forest under both public and private ownership, this exquisite 243 acre parcel offers unparalleled privacy. With remarkable views of Black Butte, Three Fingered Jack, and Mount Washington, there is limitless potential for a spacious

  Kevin Laue Varsity Real Estate

  70410 Mcallister Rd Unit 2060, Sisters, OR 97759
• 

  

  /47

  $840,000

  Sold Jun 24, 2026

  70085 Cayuse Dr, Sisters, OR 97759

  • 4 Beds
  • 2 Baths
  • 2,458 Sq Ft
  • Built 2025

  Last Sold Summary

  • 24% Below List Price
  • $342/SF
  • 147 Days On Market

  Current Estimated Value $832,000

  Last Listing Agent Eric Wilson RE/MAX Key Properties

  70085 Cayuse Dr, Sisters, OR 97759

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