20

Sisters, OR Homes for Sale under $500,000

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  • /22

    $425,000

    $40K 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

    (541) 507-8783

    278 N Wheeler Loop, Sisters, OR 97759
  • /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

    (541) 854-2868

    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

    (541) 692-3793

    1045 W Collier Glacier 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

    Agent Photo

    Tim Kizziar

    Kizziar Property Co.

    (541) 568-6762

    566 W Jefferson Ave, Sisters, OR 97759
  • /17

    $475,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft

    973 E Cascade Ave, Sisters, OR 97759

    Simple living just leveled up. This single-level, zero lot line home lives large with a vaulted great room that feels open, bright, and ready for movie nights or lazy Sundays. A mini-split heat pump keeps things comfortable year-round, while laminate floors run throughout for a clean, modern look. The kitchen steals the show with quartz counters, stainless appliances, bold black lower cabinets,

    Mark Ossinger Central Oregon Realty Group

    973 E Cascade Ave, Sisters, OR 97759
  • /18

    $439,000

    • Land
    • 29,185 Sq Ft
    • $655,224 per Acre

    1052 N Jantzen Ln Unit Lot 7, Sisters, OR 97759

    Position your business + home in the heart of Sisters' thriving mixed-use corridor with this exceptional opportunity in Sun Ranch Business Park. Lot #7 offers .67 acres of light industrial/commercial-zoned land, thoughtfully designed to support a range of uses including light manufacturing, live/work, and commercial spaces. Ideal for entrepreneurs, makers, and growing businesses, this property is

    Kamirin Couch eXp Realty, LLC

    1052 N Jantzen Ln Unit Lot 7, 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
  • /34

    $444,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,215 Sq Ft

    807 E Desperado Trail Unit 101, Sisters, OR 97759

    Memorial Day is almost here and this first floor condo is the perfect place to enjoy summer in Sisters. Ideally positioned on a desirable corner backing to expansive green space and just steps from the pool, this beautifully maintained 4th Sister condominium offers true turn key living. Fully furnished and thoughtfully updated, it features a newer kitchen with everything you need. Just bring your

    Sally Jacobson Cascade Views Realty, LLC

    807 E Desperado Trail Unit 101, Sisters, OR 97759
  • /19

    $499,000

    $20K 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
  • /20

    $410,000

    $39K PRICE DROP
    • Land
    • 13,068 Sq Ft
    • $1,366,667 per Acre

    887 S Starry Skies Ct, Sisters, OR 97759

    Discover the perfect canvas for your future in the prestigious custom home neighborhood of Coyote Springs. This exceptional property offers a rare opportunity to fast track your Central Oregon dream. Save invaluable time and effort with exquisite existing home plans meticulously crafted by renowned Jason Todd Designs. You can bypass the lengthy design phase and start envisioning your beautiful

    David Gilmore Cascade Hasson SIR

    887 S Starry Skies Ct, 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
  • /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 exceptional opportunity to build your dream home on 12.25 acres in the highly sought-after town of Sisters. This RR10-zoned property allows for a single-family residence and features beautiful ponderosa pines and striking natural rock formations in a prime location with a view of Black Butte and Mt Jefferson. Enjoy easy access to world-class fishing, skiing, trails, and nearby lakes--Central

    Lesli Fox Cascade Hasson SIR

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

    $499,000

    Open Sat 10AM - 1PM
    • 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
  • /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
  • /22

    $495,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,033 Sq Ft

    568 W Jefferson Ave, Sisters, OR 97759

    Live in the heart of Sisters and experience the lifestyle everyone's chasing--from morning walks to local coffee shops and bakeries, to evenings filled with mountain views, festivals, and small-town charm. Perfectly positioned in sought-after Pine Meadow Village, 568 W Jefferson stands out as a light-filled end unit, offering extra windows, enhanced privacy, and more natural light than interior

    Rachel Lemas Coldwell Banker Bain

    568 W Jefferson Ave, Sisters, OR 97759
  • /17

    $475,000

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

    412 N Desert Rose Loop, Sisters, OR 97759

    This sweet, cottage-style home in Sisters is ready for you to move in!With an open living room, dining area and kitchen, the home creates an intimate place to gather with family and friends. Elfa closets have been installed in the entryway closet and both bedroom closets. The garage is deep, with room for a car, outdoor toys and shelving. Beyond the back and side yard, the open spaces are

    Heather Blaine Avenir Realty

    412 N Desert Rose Loop, 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

Home Trends in Sisters, OR

Housing Trends

Median Sale Price
$747,500
Median Single Family Sale Price
$787,500
Median Townhouse Sale Price
$519,125
Median 2 Bedroom Sale Price
$497,000
Median 1 Bedroom Sale Price
$817,000
Average Price Per Sq Ft
$441
Number of Homes for Sale
100
Last 12 months Home Sales
150
Months of Supply
8.00
Median List Price
$748,950
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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