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Craftsman Homes for Sale in Sisters, OR

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  • /43

    $799,000

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,991 Sq Ft

    1078 E Black Butte Ave, Sisters, OR 97759

    Kick off your hiking boots in this inviting 3-bed 2.5-bath, 1,991 SF home designed for easy living. Positioned on a corner lot for added privacy, this gem features tall ceilings, generous natural light, a cozy propane fireplace, and an open-concept floor plan with LVP flooring throughout. The kitchen blends function + style with quartz counters, high-end appliances, plentiful cabinetry, and a

    Agent Photo

    Suzanne Carvlin

    Avenir Realty

    1078 E Black Butte Ave, Sisters, OR 97759
  • /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;

    Agent Photo

    Suzanne Carvlin

    Avenir Realty

    69288 Stetson, Sisters, OR 97759
  • /151

    $1,599,999

    $580K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,979 Sq Ft

    69255 Crooked Horseshoe Rd, Sisters, OR 97759

    Wake up to see your horses just beyond your deck. Saddle up and ride to the nearby Deschutes National Forest trails! 5-AC equestrian amenities include: 2,000 SF 6-stall barn with covered hay storage, heated tack room, and bathroom; 2 run-outs; outdoor arena; and dry paddocks. Kick off your boots in the mudroom/laundry room- conveniently located off the 1,155 SF 4-car attached garage. The 2nd

    Agent Photo

    Suzanne Carvlin

    Avenir Realty

    69255 Crooked Horseshoe Rd, Sisters, OR 97759
  • /34

    $575,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    923 E Desperado Trail, Sisters, OR 97759

    Motivated Sellers!! Live where the trails meet the town! This stunning, No-HOA townhome in Sisters' Highland Village offers the ultimate low maintenance lifestyle without sacrificing high end style. Step inside to an open spacious layout with Quartz counters and durable Paradigm flooring. Whether hosting a summer dinner on the covered upper deck or relaxing in your private, paver lined courtyard,

    Agent Photo

    Traci Utterback

    Coldwell Banker Sun Country

    923 E Desperado Trail, Sisters, OR 97759
  • /43

    $735,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,593 Sq Ft

    69856 Camp Polk Rd, Sisters, OR 97759

    Nestled among towering pines on nearly .80 acres in desirable Camp Polk Heights, this beautifully updated Sisters property offers the perfect blend of privacy, space, and convenience. Inside, you'll find real hardwood floors and a warm, inviting floor plan designed for everyday living. Vaulted ceilings, abundant natural light, and a wood-burning fireplace create a welcoming atmosphere, while the

    Nicole Fitch John L Scott Bend

    69856 Camp Polk Rd, Sisters, OR 97759
  • /51

    $2,995,000

    • 6 Beds
    • 4 Baths
    • 6,218 Sq Ft

    69205 Hawksflight Dr, Sisters, OR 97759

    Set against the sweeping backdrop of the Cascade Range in Sisters, this exceptional 6,218-square-foot estate offers a rare combination of privacy, craftsmanship, and versatility -- all just minutes from the charm of downtown. Positioned on 2.09 serene acres, the home was designed to capture both natural light and panoramic mountain views. Expansive windows, soaring ceilings, and timeless finishes

    Jayson Mitchell eXp Realty, LLC

    69205 Hawksflight Dr, Sisters, OR 97759
  • /41

    $799,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,179 Sq Ft

    69611 Old Wagon Rd, Sisters, OR 97759

    Set on a private 1.02-acre lot in Sisters' Sage Meadow neighborhood, this 2,179 sq. ft. home delivers the space, comfort, and setting that make Central Oregon living so compelling. Three bedrooms and two bathrooms include a generous primary suite with ensuite bath and walk-in closet. The formal floor plan flows through a great room, dining room, and living room, all anchored by vaulted ceilings,

    Beau Dyer Ponderosa Properties

    69611 Old Wagon Rd, Sisters, OR 97759
  • /40

    $885,000

    • 2 Beds
    • 2 Baths
    • 1,668 Sq Ft

    16738 Pine Tree Ln, Sisters, OR 97759

    Turnkey equestrian property just minutes from downtown Sisters! Situated on 2.3 fully fenced and cross-fenced acres, this move-in ready hobby farm offers the ideal blend of country living and convenience. The thoughtfully maintained home features updated luxury vinyl plank flooring, heat pump with A/C, wraparound porch, hot tub, and a functional loft space with closet overlooking the great room

    Jenelle McCleary Realty One Group Discovery

    16738 Pine Tree Ln, Sisters, OR 97759
  • /53

    $1,590,000

    • 3 Beds
    • 2.5 Baths
    • 2,967 Sq Ft

    68050 Fryrear Rd, Sisters, OR 97759

    A dream view property on 18.8 private acres with stunning views of the Three Sisters and Broken Top. Extremely private and bordered on three sides by 180,000 acres of public land. This custom-built home offers 3 bedrooms, 2.5 baths, plus a large bonus room for flexible use. The primary suite features a custom tile shower, clawfoot tub, dual closets, and private hot tub access. Professionally

    Geff Kinnaman Stellar Realty Northwest

    68050 Fryrear Rd, Sisters, OR 97759
  • /51

    $1,495,000

    • 3 Beds
    • 5 Baths
    • 3,569 Sq Ft

    70160 Doggie Dr, Sisters, OR 97759

    First time on the market! This custom-built, mostly single-level masterpiece features high-end finishes throughout, all nestled on over two acres with no HOA just minutes from downtown Sisters. The expansive great room boasts vaulted ceilings and a cozy propane fireplace, flowing seamlessly into the dining area and gourmet kitchen. Designed for privacy, the main level features a split-bedroom

    Thomas Arends Ponderosa Properties

    70160 Doggie Dr, Sisters, OR 97759
  • /27

    $619,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,556 Sq Ft

    547 W Jefferson Ave, Sisters, OR 97759

    Located just a few short blocks to downtown Sisters, this lovely Cottonwood Condo has been tastefully updated and is ready for the next fortunate owner. The welcoming floor plan has a well appointed kitchen with solid surface counters, energy star appliances & hardwood flooring. Quality construction through out with solid wood windows and doors, paver patio and upstairs deck with views towards

    Bryant Green Cascade Hasson SIR

    547 W Jefferson Ave, Sisters, OR 97759
  • /18

    $689,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,807 Sq Ft

    1005 E Horse Back Trail, Sisters, OR 97759

    Located in a peaceful, newer neighborhood just minutes from downtown Sisters, this single-level home blends small-town charm with contemporary design. Open floor plan with abundant natural light highlights quality finishes and upgrades. Cozy propane fireplace with tiled surround. Primary suite features a large bathroom with private toilet room and spacious walk-in closet. Southern exposure

    Greg Messick Realty Net of Central Oregon

    1005 E Horse Back Trail, Sisters, OR 97759
  • /49

    $719,000

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft

    353 E Aspenwood Ave, Sisters, OR 97759

    Experience the magic of downtown living in the scenic mountain town of Sisters, Oregon. This home can serve as your primary residence, a second home 'basecamp'' for skiing, biking, and hiking, or an income-generating rental property. Recently Appraised. Separate lockout provides access to the upper level with stunning Mountain views from the newly stained private deck. Low maintenance and

    Debra Mortimore Sunriver Realty

    353 E Aspenwood Ave, Sisters, OR 97759
  • /21

    $449,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    566 W Jefferson Ave, Sisters, OR 97759

    Cascade Mountain views from the living room, dining room and upper terrace of this Pine Meadow Village condo. Condo features include: Open living concept; propane fireplace and vaulted ceilings in living room; abundance of natural light through the numerous large wood framed windows; Primary suite with rear terrace; second good sized bedroom; additional full bathroom; dedicated garage space on

    Tim Kizziar Kizziar Property Co.

    566 W Jefferson Ave, Sisters, OR 97759
  • /69

    $1,299,500

    • 4 Beds
    • 2.5 Baths
    • 2,717 Sq Ft

    751 S Redwood, Sisters, OR 97759

    Stunning custom home with mountain views in Pine Meadow - walking distance to downtown Sisters. Quality construction and attention to detail are evident throughout: hardwood floors, wood beams, fireplace with stone hearth, heated tile bathroom floors, etc. The open-concept lower level connects the great room, dining area, and kitchen (featuring a generous island and beautiful cabinetry). A

    Joey Morgan eXp Realty, LLC

    751 S Redwood, Sisters, OR 97759
  • /34

    $550,000

    New Construction $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,371 Sq Ft

    988 E Black Butte Ave Unit 30, Sisters, OR 97759

    Brand new custom-built home within walking distance of downtown Sisters. Huge value-add potential!! ~500 sqft vaulted attic above garage could be converted into additional living space/square footage! This thoughtfully designed property features two primary suites (one on the main level and one upstairs) offering flexibility for multi-generational living or guests. Enjoy an open, light-filled

    Joey Morgan eXp Realty, LLC

    988 E Black Butte Ave Unit 30, Sisters, OR 97759
  • /25

    $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
  • /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
  • /48

    $1,599,000

    • 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
  • /46

    $1,250,000

    • 4 Beds
    • 2.5 Baths
    • 2,378 Sq Ft

    16514 Wren Ln, Sisters, OR 97759

    Custom-built cedar home with a detached shop and RV garage on beautifully landscaped acreage in Junipine Acres. Interior features include an updated kitchen with granite counters, custom cabinets, stainless appliances, hardwood floors, wood-frame windows, and solid wood doors throughout. The main-level primary suite offers a walk-in closet, custom tile shower, tile floors, and granite counters.

    Tim Kizziar Kizziar Property Co.

    16514 Wren Ln, Sisters, OR 97759
  • /41

    $925,000

    • 3 Beds
    • 2 Baths
    • 2,092 Sq Ft

    301 S Pine St, Sisters, OR 97759

    Don't miss the opportunity to own this meticulously crafted home in the desirable Pine Meadow Village community. This move-in-ready home offers the convenience of single-level living with three bedrooms and two bathrooms on the main floor, plus a spacious bonus room upstairs showcasing beautiful Cascade Mountain views. Perfectly positioned on a corner lot, the property offers exceptional curb

    Jenna Williamson Cascade Hasson SIR

    301 S Pine St, Sisters, OR 97759
  • /55

    $1,295,000

    $100K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,564 Sq Ft

    13137 Hawks Beard Unit GH 129, Sisters, OR 97759

    Perfectly positioned along the #3 Fairway of Big Meadow Golf Course at Black Butte Ranch, this inviting home offers a seamless flow from the kitchen to a spacious great room, highlighted by warm wood finishes and a cozy propane fireplace that anchors the space. Recently painted exterior and refinished, expansive back deck, this home is truly move-in ready. Featuring primary bedrooms on both the

    Ross Kennedy Stellar Realty Northwest

    13137 Hawks Beard Unit GH 129, Sisters, OR 97759
  • /44

    $625,000

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft

    14485 Mountain View Loop, Sisters, OR 97759

    Set on a full acre corner lot, this single-level ranch blends space, comfort, and thoughtful updates in a way that just feels right. Vaulted ceilings and abundant natural light create an open, inviting atmosphere, while a cozy pellet stove adds warmth and character to the main living space. Recent improvements throughout the home make it truly move-in ready, including new interior paint and

    Jenna Swain Ninebark Real Estate

    14485 Mountain View Loop, Sisters, OR 97759
  • /54

    $699,000

    Open Sun 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
  • /58

    $610,000

    $55K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,787 Sq Ft

    952 E Timber Pine Dr, Sisters, OR 97759

    Welcome to Sisters, Oregon! With one of the best performing school districts in the state and endless year-round outdoor opportunities outside your door, it's an easy town to fall in love with! Located just blocks from Downtown and around the corner from Wychus Creek, this home is positioned to enjoy the best of Sisters. A vibrant lawn, limbed up pine trees and open front porch warmly greet you.

    John Furrow RE/MAX Key Properties

    952 E Timber Pine Dr, Sisters, OR 97759
  • /47

    $749,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,784 Sq Ft

    70483 Ponderosa Ln Unit GM 116, Sisters, OR 97759

    Tucked into the peaceful setting of Black Butte Ranch, this classic cabin showcases one of the Ranch's original and most beloved floor plans--blending timeless character with thoughtful modern updates. Recently refreshed on the exterior, the home features a new metal roof, new siding, fresh paint, updated windows, and brand-new front and rear decks perfect for enjoying the surrounding. Inside,

    Ross Kennedy Stellar Realty Northwest

    70483 Ponderosa Ln Unit GM 116, Sisters, OR 97759
  • /62

    $1,395,000

    $104K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,401 Sq Ft

    481 W Hope Ave, Sisters, OR 97759

    Welcome Sisters Rodeo fans! If you've ever dreamed of owning a Central Oregon retreat, this is your opportunity. Perched in one of Sisters' most desirable neighborhoods, this beautifully updated Pine Meadow Village home captures sweeping Cascade Mountain views and the relaxed elegance of mountain-town living. Offering 2,401 sq ft with 3 bedrooms, 3 full baths, and a spacious loft, the flexible

    Sally Jacobson Cascade Views Realty, LLC

    481 W Hope Ave, Sisters, OR 97759
  • /36

    $799,900

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,991 Sq Ft

    936 E Black Butte Ave, Sisters, OR 97759

    This special home in Saddlestone, a very sought after neighborhood in the quaint town of Sisters, Oregon, sits up on the lot and is very private. The front porch/patiofaces south for the Central Oregon sunshine, is large (enough room for outdoor dining/entertaining) and looks out onto the Saddlestone Park. Just under 2,000 sq.ft. - 3Bedrms, 2 1/2 Bathrms plus large loft - Primary on the

    Kimberly Gorayeb Engel & Voelkers Bend

    936 E Black Butte Ave, Sisters, OR 97759
  • /35

    $535,000

    • 4 Beds
    • 3.5 Baths
    • 1,973 Sq Ft

    840 N Hindeman St, Sisters, OR 97759

    Experience the best of Sisters living in this beautiful end-unit townhome. Because this is an end unit right next to a large green park, you get more light and more privacy than a standard home. The layout is built for easy living with two main bedrooms, including one on the first floor and one on the second. This makes it perfect for guests or for staying on the main level as you get older.

    Carol Zosel Keller Williams Realty Central Oregon

    840 N Hindeman St, Sisters, OR 97759
  • /58

    $995,000

    • 4 Beds
    • 2.5 Baths
    • 2,728 Sq Ft

    70275 Club Rd, Sisters, OR 97759

    Enjoy breathtaking views of Mt. Jefferson and Black Butte from this beautifully maintained home on 2.33 private acres. Expansive windows fill the home with natural light, while soaring 20-foot vaulted ceilings in the great room and family room create an impressive sense of space. Generously sized bedrooms provide comfort for family and guests, and the recently built covered TimberTech deck offers

    Ross Kennedy Stellar Realty Northwest

    70275 Club Rd, Sisters, OR 97759
  • /57

    $729,000

    Open Sun 11AM - 1PM $16K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,698 Sq Ft

    446 S Cottonwood, Sisters, OR 97759

    One owner, custom built, meticulous condition, this Pine Meadow Village gem is the one you've been waiting for. 1,698 sq ft of open living with windows that pull in the mountain light, hardwood floors, and quartz countertops. The main level features a dedicated office or flex space with a full bath, perfect for guests or working from home. Upstairs, you'll find a second bedroom and the primary

    Khiva Beckwith Coldwell Banker Mayfield Realty

    446 S Cottonwood, Sisters, OR 97759
  • /98

    $1,774,900

    • 4 Beds
    • 3.5 Baths
    • 3,888 Sq Ft

    16951 Lady Caroline Dr, Sisters, OR 97759

    Don't miss out; tucked into a pine canopy overlooking Aspen Lakes GC (pool/rec ctr) & Cascade Mtns; this contemporary craftsman home is a unicorn! Vaulted ceilings & enlarged windows offer natural light while framing the breathtaking surroundings. Main-level living, home offers 2 suites, + another bedroom (J&J bath), bunkroom, & theatre upstairs! Exquisite craftsmanship w/ wood beams, corner

    Scott Cruikshank Stellar Realty Northwest

    16951 Lady Caroline Dr, Sisters, OR 97759
  • /111

    $2,700,000

    • 5 Beds
    • 5.5 Baths
    • 6,146 Sq Ft

    70030 Annies Dr, Sisters, OR 97759

    Thoughtfully crafted custom home set on a private 2-acre parcel. Ten homesites within an 110-acre wildlife preserve, showcasing sweeping panoramic views of the high desert and the Blue Mountains. A striking Timber-Framed entry opens to a grand great room with soaring cathedral trusses. The gourmet kitchen blends elegance and function with an oversized island, granite countertops, knotty alder

    Connie Mitchell Stellar Realty Northwest

    70030 Annies Dr, Sisters, OR 97759
  • /80

    $2,450,000

    • 4 Beds
    • 4.5 Baths
    • 4,448 Sq Ft

    15275 Windigo Trail, Sisters, OR 97759

    Experience mountain living perfection in the premier equestrian community of Cascade Meadow Ranch. This 4,448 SqFt custom estate on 2.29 private acres boasts stunning Cascade Mountain views & seamless main-floor living. The 4 bed, 5 bath home features soaring vaulted ceilings, exquisite woodwork & Montana river rock fireplaces. A gourmet chef's kitchen offers a Thermador 6 burner range & premium

    Thomas Arends Ponderosa Properties

    15275 Windigo Trail, Sisters, OR 97759

Home Price Trends

Median Sale Price
$730,000
Median Single Family Sale Price
$777,500
Median Townhouse Sale Price
$518,700
Median 2 Bedroom Sale Price
$601,000
Median 1 Bedroom Sale Price
$515,000
Average Price Per Sq Ft
$438
Number of Homes for Sale
105
Last 12 months Home Sales
158
Months of Supply
8.00
Median List Price
$747,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-1%
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