37

Sisters, OR Homes for Sale under $500,000

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  • /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

    Agent Photo

    Suzanne Carvlin

    Avenir Realty

    813 E Desperado Trail Unit 102, Sisters, OR 97759
  • /33

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,629 Sq Ft

    1045 W Collier Glacier Dr, Sisters, OR 97759

    Experience the perfect blend of mountain-town charm and low-maintenance living at The Pines in Sisters, Oregon's gated 55+ community. This well-maintained, single-level home was originally a Fuqua Homes developer model. Step inside to an open-concept floor plan characterized by high ceilings and lots of natural light. The Great Room: Features French doors open to the rear deck overlooking a

    Agent Photo

    Suzanne Carvlin

    Avenir Realty

    1045 W Collier Glacier Dr, Sisters, OR 97759
  • /48

    $499,000

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

    807 E Desperado Trail Unit 202, Sisters, OR 97759

    Wonderful 2-Suite Condo in the heart of Sisters! Located in the desirable 4th Sister Condominiums, this unit features two primary suites, a full kitchen, and a cozy wood-burning fireplace. The 1-bed, 1-bath 2nd primary has its own exterior door and can be locked off and rented out separately as a studio. Enjoy views of the beautiful grounds and pool from your private outdoor space -- perfect for

    Agent Photo

    Suzanne Carvlin

    Avenir Realty

    807 E Desperado Trail Unit 202, Sisters, OR 97759
  • /22

    $395,000

    $70K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft

    278 N Wheeler Loop, Sisters, OR 97759

    Welcome to this beautifully refreshed single-level home in The Pines, a gated 55+ community in the heart of Sisters. Offering 3 bedrooms and 2 baths across 1,500 square feet, this residence features brand-new interior paint and updated flooring throughout, giving it a bright and inviting feel. The open floor plan provides effortless flow between the kitchen, dining, and living areas; perfect for

    Carol Zosel

    Keller Williams Realty Central Oregon

    278 N Wheeler Loop, Sisters, OR 97759
  • /16

    $389,000

    • Land
    • 2.34 Acres
    • $166,239 per Acre

    17720 Mountain View Rd, Sisters, OR 97759

    Cascade Mountain views from this build-ready acreage in Whychus Creek Canyon Estates. Septic permit/feasibility approved, conditional use permit in place, water ready to go and power on street in front of property. Much of the excavation work has already been performed, including gravel driveway.

    Tim Kizziar Kizziar Property Co.

    17720 Mountain View Rd, Sisters, OR 97759
  • /15

    $310,000

    $20K PRICE DROP
    • Land
    • 12,632 Sq Ft
    • $1,068,966 per Acre

    875 S Starry Skies Ct, Sisters, OR 97759

    Beautiful, flat, buildable lot located in the highly sought-after Coyote Springs neighborhood. Tucked at the end of a quiet cul-de-sac, this property offers added privacy and a peaceful setting--perfect for your future home. Enjoy the convenience of being within walking distance to FivePine Lodge, Three Creeks Brewing Company, Sisters Athletic Club, Shibui Spa, and Sisters Movie House. Outdoor

    Kristin Kiesel Redfin

    875 S Starry Skies Ct, Sisters, OR 97759
  • /11

    $239,000

    $1K PRICE DROP
    • Land
    • 41,817 Sq Ft
    • $248,958 per Acre

    70129 Cayuse Dr, Sisters, OR 97759

    Situated among the tranquil Ponderosa Pines of Wychus Creek and just 15 minutes from Sisters, this peaceful and private lot is truly a hidden gem. It comes with septic approval on file and utilities are available at the road including Avion water. Enjoy the tranquility and quiet of the woods while still benefiting from the amenities of Sisters. With no HOA, you have greater freedom to build as

    Joshua Butler Stellar Realty Northwest

    70129 Cayuse Dr, Sisters, OR 97759
  • /38

    $499,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,471 Sq Ft

    950 N Hindeman St, Sisters, OR 97759

    Steps from Deschutes National Forest trails and minutes from downtown Sisters, this turnkey home offers a modern, lock-and-leave lifestyle. The bright, open-concept main floor features tall ceilings, luxury vinyl plank floors, and custom built-ins. A spacious kitchen boasts quartz countertops, ample cabinetry, and a large island flowing into the living and dining areas. A convenient half bath is

    Madeleine Fischer Avenir Realty

    950 N Hindeman St, Sisters, OR 97759
  • /12

    $244,500

    $10K PRICE DROP
    • Land
    • 6,098 Sq Ft
    • $1,746,429 per Acre

    691 S Elm St, Sisters, OR 97759

    Lot 6-Dreaming of creating a home close to downtown Sisters and steps from the Peterson Ridge Trail system? Don't miss out.. Level, ready to build property with water and sewer at the street. The parklike setting, graced by mature ponderosas is adjacent to Whychus Creek. Easy access to schools, galleries, restaurants, etc. Create your dream life in Sisters. CC&R's protect your investment, without

    Jennifer McCrystal Stellar Realty Northwest

    691 S Elm St, Sisters, OR 97759
  • /45

    $295,000

    • Land
    • 20 Acres
    • $14,750 per Acre

    69740 McKenzie Canyon Rd, Sisters, OR 97759

    Discover 20 acres in McKenzie Canyon just outside Sisters, where privacy, adventure and breathtaking views come together. Bordering BLM land to the east and south, this property stretches from the canyon floor to the rim, with about 5 acres perched on top offering commanding Cascade Mountain vistas and endless high desert skies and abundant wildlife. Access is provided from McKenzie Canyon Road.

    Beau Dyer Ponderosa Properties

    69740 McKenzie Canyon Rd, Sisters, OR 97759
  • /15

    $310,000

    • Land
    • 6,098 Sq Ft
    • $2,214,286 per Acre

    390 S Timber Creek Dr, Sisters, OR 97759

    Tucked into a quiet, tree filled setting, this exceptional homesite offers a rare blend of seclusion and connection in the heart of Sisters. The property backs directly to Whychus Creek and adjacent Oregon State Parks land, creating a naturally private backdrop of flowing water and preserved open space. Despite its peaceful surroundings, everyday convenience is just moments away - just two blocks

    Kelly Burke Stellar Realty Northwest

    390 S Timber Creek Dr, 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
  • /14

    $449,000

    • Land
    • 2 Acres
    • $224,500 per Acre

    70060 Annies Dr, Sisters, OR 97759

    Build your Central Oregon dream on this stunning 2-acre parcel, where unobstructed views of Mt. Jefferson take center stage. Nestled in an exclusive 10-lot enclave adjacent to the Hinkle Butte cinder cone, this property offers a rare blend of dramatic topography and ultimate privacy. Residents enjoy shared access to 104 acres of preserved open space, ensuring your ''elbow room'' is protected

    Patrick Trowbridge Knightsbridge International

    70060 Annies Dr, Sisters, OR 97759
  • /25

    $409,000

    $10K PRICE DROP
    • Land
    • 1.32 Acres
    • $309,848 per Acre

    17057 Golden Stone Dr, Sisters, OR 97759

    Welcome to a rare opportunity in the prestigious Aspen Lakes Golf Course community. Set on a beautiful 1.23-acre lot, this property offers the perfect setting for your custom dream home. Enjoy a sunny, open homesite with desirable southern exposure, peaceful fairway views, and filtered views of the North and Middle Sisters.With water and power available at the lot and septic approval already

    Sonya Wright Premiere Property Group, LLC

    17057 Golden Stone Dr, Sisters, OR 97759
  • /27

    $230,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    14023 Hawks Beard, Sisters, OR 97759

    One quarter Share Available in a well-maintained Glaze Meadow home on a private 1⁄2-acre. Classic BBR charm meets modern updates with a remodeled kitchen & baths with quartz counters and white shaker cabinets. Newer heat pump, central AC, cozy wood stove & 50-year presidential roof (2024). Oversized 2-car garage with storage. Near Glaze Meadow Recreation Center with pools, spa, fitness & golf.

    Rachel Greenwald-Rhoads Bend Premier Real Estate LLC

    14023 Hawks Beard, Sisters, OR 97759
  • /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
  • /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
  • /34

    $429,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,215 Sq Ft

    807 E Desperado Trail Unit 101, Sisters, OR 97759

    OPEN HOUSE FRIDAY 3rd~ Just in time for summer - buy your vacation home in the pine trees! Perfectly positioned on a desirable corner backing to expansive green space and just steps from the pool, this first-floor, single-level home offers exceptional value in the heart of Sisters. Fully furnished and thoughtfully updated, it features a newer kitchen, newer carpet, refreshed cabinetry and trim,

    Sally Jacobson Cascade Views Realty, LLC

    807 E Desperado Trail Unit 101, Sisters, OR 97759
  • /33

    $395,000

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

    821 E Desperado Trail Unit 201, Sisters, OR 97759

    Let's be honest. $750 HOA dues are a bit intimidating. In reality, it's a great deal - hear me out. Those dues cover the pool, hot tub, sauna, clubhouse and upkeep of all these perks, the landscaping, the roof, the siding, and here's the Big One - structural fire insurance!! Also included are water, sewer, garbage service, and snow removal. There is nowhere else you could all of that for anywhere

    Leslie Cutler Stellar Realty Northwest

    821 E Desperado Trail Unit 201, Sisters, OR 97759
  • /22

    $394,000

    • Land
    • 38,332 Sq Ft
    • $447,727 per Acre

    69130 Damsel Fly Ct Unit Lot 57, 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

    Matthew McCarthy Oregon First

    69130 Damsel Fly Ct Unit Lot 57, Sisters, OR 97759
  • /22

    $394,000

    • Land
    • 38,332 Sq Ft
    • $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
  • /16

    $385,000

    • Land
    • 30,927 Sq Ft
    • $542,254 per Acre

    17127 Mountain View Rd, Sisters, OR 97759

    Cascade Mountain Views on .71 acre lot overlooking Whychus Creek Canyon! This property is located in Whychus Canyon Estates and is one of the last rim lots available. Build your dream home on the desired canyon rim with incredible Cascade Mountain views! Just 6 miles from the charming town of Sisters and within the Sisters School District. Paved access, Avion water and electric available at

    Sheila Reifschneider Coldwell Banker Bain

    17127 Mountain View Rd, Sisters, OR 97759
  • /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
  • /31

    $499,900

    $48K PRICE DROP
    • 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
  • /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
  • /12

    $450,000

    • Land
    • 40,510 Sq Ft
    • $483,871 per Acre

    17167 Caddis Ct, Sisters, OR 97759

    Lot 86 at Aspen Lakes Golf Estates. Ready for your dream home! End of cul-de-sac privacy on highly desirable Caddis Court which features some of the finest homes in Central Oregon. Views of the 6th green, 7th tee box and fairway and lake. Developer's suggested building site is marked by a green metal T-post with white top. Broker owned.

    Mike Mansker Stellar Realty Northwest

    17167 Caddis Ct, Sisters, OR 97759
  • /20

    $430,000

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

    827 E Desperado Trail Unit 202, Sisters, OR 97759

    Easy living at it's finest with an upstairs 2 bedroom, 2 bath condominium in Sisters. Imagine enjoying this year round with friends and family with little to no maintenance. In the summer months the pool and hot tub are a welcome sight on those warm days, from spring to fall downtown has many festivals and craft fairs, then in the winter you can cozy up to the fireplace after a day in the snow at

    Chris Sperry Keller Williams Realty Central Oregon

    827 E Desperado Trail Unit 202, Sisters, OR 97759
  • /23

    $499,000

    • Land
    • 12.25 Acres
    • $40,735 per Acre

    69800 Camp Polk Rd, Sisters, OR 97759

    An amazing opportunity to build your dream home on 12.25 acres in the highly desirable town of Sisters. Zoned RR10, this property allows for a single-family residence and showcases a beautiful landscape of mature ponderosa pines and dramatic natural rock outcroppings. Ideally situated to capture views of Black Butte and Mt. Jefferson, the property offers convenient access to world-class fishing,

    Lesli Fox Cascade Hasson SIR

    69800 Camp Polk Rd, Sisters, OR 97759
  • /25

    $489,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,691 Sq Ft

    720 N Hindeman St, Sisters, OR 97759

    Looking for a lovely personal home or monthly rental? Don't miss out on this opportunity! Conveniently located near all of Sisters amenities this townhome has been beautifully cared for. The covered front porch overlooking the open space is a private oasis. The off street parking, alley access and garage add convenience and exceptional storage. As your own home, or a monthly rental this property

    Jennifer McCrystal Stellar Realty Northwest

    720 N Hindeman St, Sisters, OR 97759
  • /9

    $229,000

    $10K PRICE DROP
    • Land
    • 6,098 Sq Ft
    • $1,635,714 per Acre

    681 S Elm St, Sisters, OR 97759

    Lot 4-Dreaming of creating your home within close walking distance to downtown Sisters and steps from the Peterson Ridge Trail system? Don't miss out.. 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

    Jennifer McCrystal Stellar Realty Northwest

    681 S Elm St, Sisters, OR 97759
  • /35

    $443,000

    $106K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft

    1109 W Yapoah Crater Dr, Sisters, OR 97759

    Discover modern elegance and comfort in this unique 3-bedroom, under $475K home, featuring exquisite custom chandeliers in each bedroom and integrated LED lighting throughout. Revel in updated cabinetry, state-of-the-art appliances (2025), and a captivating dining area with a solar tube (2023) for ample natural sunlight. Enjoy outdoor relaxation with a full private deck, fenced yard, and soothing

    Ross Kennedy Stellar Realty Northwest

    1109 W Yapoah Crater Dr, Sisters, OR 97759
  • /30

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft

    1009 W Yapoah Crater Dr, Sisters, OR 97759

    Welcome to The Pines in Sisters This wonderful quaint and gated community offers privacy to all its residents and is located near shopping, schools and Historic Downtown Sisters. This light and bright single level home has three bedrooms and two full baths with vaulted ceilings throughout the home. The open and very spacious kitchen/ living room combo has access to the back yard with a deck for

    William Hall Hall Properties Group LLC

    1009 W Yapoah Crater Dr, Sisters, OR 97759
  • /36

    $379,900

    • 1 Bed
    • 1 Bath
    • 864 Sq Ft

    369 E St Helens Ave, Sisters, OR 97759

    Would you love to live in the heart of Sisters and thrive being close to all of the parks, festivals, restaurants, trails, shopping and more? Then welcome home! Charming and cozy, this stick built home has been well maintained and lives large with an open floor plan, vaulted ceilings, and abundant natural light. Imagine quiet mornings in the kitchen basking in the sunlight from your skylight and

    Leslie Cutler Stellar Realty Northwest

    369 E St Helens Ave, Sisters, OR 97759
  • /16

    $475,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 992 Sq Ft

    412 N Desert Rose Loop, Sisters, OR 97759

    Adorable cottage-style home full of charm and character. This turnkey property is move-in ready and offers a cozy welcoming atmosphere perfect for a small family, first-time homebuyer, downsizers, or anyone seeking a peaceful retreat. The open living room, dining area, and kitchen flow seamlessly together creating a welcoming space for family and friends to gather. This sweet home is ready for

    Heather Blaine Avenir Realty

    412 N Desert Rose Loop, Sisters, OR 97759
  • /43

    $380,000

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

    897 E Desperado Trail Unit 102, Sisters, OR 97759

    Located in the desireable 4th Sister Condominiums this 2 bedroom suite condo is n theheart of Sisters! Bring your designer ideas to this unit that features 2 primary suites, a full kitchen and great room living with a cozy fireplace. The covered deck is perfect for enjoying the lovely grounds or a BBQ. This location offers a fantastic Sisters location close to all the Sister's amenities and

    Lisa Lamberto Cascade Hasson SIR

    897 E Desperado Trail Unit 102, Sisters, OR 97759
  • /31

    $444,900

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    599 N Tam Rim Dr, Sisters, OR 97759

    Good schools, great town, and a home that fits your budget. Located in The Pines, a gated community in Sisters, where a covered front deck sets the tone before you even step inside. This 3-bedroom, 2-bath manufactured home offers 1,432 square feet of comfortable living with vaulted ceilings, new kitchen appliances, and a layout that works. The corner lot is surrounded by common park area on two

    Beau Dyer Ponderosa Properties

    599 N Tam Rim Dr, Sisters, OR 97759
  • /18

    $240,000

    • Land
    • 4,356 Sq Ft
    • $2,400,000 per Acre

    243 E Jefferson Ave, Sisters, OR 97759

    Desiring to live the Sisters dream? Don't miss out on this lot downtown lot, zoned multi family residential. Develop a single family home, or explore the other approved uses with the city of Sisters. Nearby to shopping, galleries, dining, and recreation, this lot is beautiful, level, fenced and awaiting your imagination!

    Jennifer McCrystal Stellar Realty Northwest

    243 E Jefferson Ave, 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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