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Homes with a Pool in Sisters, OR
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3 beds
18 listings
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New construction
With a pool

Homes with a Pool in Sisters, OR

Homes with a Pool in Sisters, OR

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18 Listings
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Homes with a Pool in Sisters, OR

18 Listings

Your local brokerage

JJ

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Call Jeffrey
  1. 14911 Conestoga — photo83Active

    $860,000

    4 bd · 3 ba · 1,973 sqft

    14911 Conestoga, Sisters, OR

    Ross Kennedy · Stellar Realty Northwest

  2. 69341 Silver Spur — photo48Active

    $669,000

    3 bd · 2 ba · 1,837 sqft

    69341 Silver Spur, Sisters, OR

    Ross Kennedy · Stellar Realty Northwest

  3. 14987 Buggy Whip — photoPrice Reduced48Active

    $755,000

    4 bd · 3 ba · 2,187 sqft

    14987 Buggy Whip, Sisters, OR

    Suzanne Carvlin · Avenir Realty

  4. 17084 Lady Caroline Drive — photo31Active

    $1,115,000

    3 bd · 4 ba · 3,042 sqft

    17084 Lady Caroline Drive, Sisters, OR

    Karen Malanga · RE/MAX Key Properties

  5. 751 S Redwood Street — photo70Active

    $1,299,500

    4 bd · 3 ba · 2,717 sqft

    751 S Redwood Street, Sisters, OR

    Joey Morgan · eXp Realty, LLC

  6. 897 E Desperado Trail, Unit 102 — photoPrice Reduced43Active

    $349,000

    2 bd · 2 ba · 1,215 sqft

    897 E Desperado Trail, Unit 102, Sisters, OR

    Lisa Anne Lamberto · Cascade Hasson SIR

  7. 16951 Lady Caroline Drive — photoPrice Reduced98Active

    $1,699,900

    4 bd · 4 ba · 3,888 sqft

    16951 Lady Caroline Drive, Sisters, OR

    Scott Cruikshank · Stellar Realty Northwest

  8. 446 S Cottonwood Street — photoPrice Reduced57Active

    $695,000

    2 bd · 3 ba · 1,698 sqft

    446 S Cottonwood Street, Sisters, OR

    Khiva Beckwith · Coldwell Banker Mayfield Realty

  9. 547 W Jefferson Avenue — photoPrice Reduced39Active

    $599,000

    3 bd · 2 ba · 1,556 sqft

    547 W Jefferson Avenue, Sisters, OR

    Bryant Green · Cascade Hasson SIR

  10. 13800 Balsam Root — photo63Active

    $1,299,000

    4 bd · 3 ba · 3,482 sqft

    13800 Balsam Root, Sisters, OR

    Breanne Bauer · Real Broker

  11. 807 E Desperado, Unit 202 — photo48Active

    $499,000

    2 bd · 2 ba · 1,215 sqft

    807 E Desperado, Unit 202, Sisters, OR

    Suzanne Carvlin · Avenir Realty

  12. 827 E Desperado Trail, Unit 202 — photo30Active

    $430,000

    2 bd · 2 ba · 1,215 sqft

    827 E Desperado Trail, Unit 202, Sisters, OR

    Chris Sperry · Keller Williams Realty Central Oregon

  13. 16921 Lady Caroline Drive — photoPrice Reduced52Active

    $1,699,000

    3 bd · 6 ba · 4,258 sqft

    16921 Lady Caroline Drive, Sisters, OR

    Jennifer Joy McCrystal · Stellar Realty Northwest

  14. 821 E Desperado Trail, Unit 201 — photo33Active

    $395,000

    2 bd · 2 ba · 1,215 sqft

    821 E Desperado Trail, Unit 201, Sisters, OR

    Leslie Cutler · Stellar Realty Northwest

  15. 69550 Deer Ridge Road — photo69Active

    $2,450,000

    5 bd · 5 ba · 4,615 sqft

    69550 Deer Ridge Road, Sisters, OR

    Jake Moorhead · RE/MAX Key Properties

  16. 68050 Fryrear Road — photo53Active

    $1,590,000

    3 bd · 3 ba · 2,967 sqft

    68050 Fryrear Road, Sisters, OR

    Geff Kinnaman · Stellar Realty Northwest

  17. 807 E Desperado Trail, 101 — photoPrice Reduced35Active

    $429,000

    2 bd · 2 ba · 1,215 sqft

    807 E Desperado Trail, 101, Sisters, OR

    Sally L Jacobson · Cascade Views Realty, LLC

  18. 813 E Desperado Trail, Unit 102 — photo29Active

    $499,000

    2 bd · 2 ba · 1,215 sqft

    813 E Desperado Trail, Unit 102, Sisters, OR

    Suzanne Carvlin · Avenir Realty

Explore Sisters homes

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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Listing data & MLS disclosures

MLS of Central Oregon
©2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Realty.com Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. This content has last been updated on 2026-08-30 06:34:40 UTC
    • New construction
    • With a pool

    Your local brokerage

    JJ

    Jeffrey J Jonas

    L. Custen Realty dba Realty.com

    Lic. #200709170

    Call Jeffrey

    Sisters, OR community profile

    Population
    3,296
    Median income
    $81,720
    Housing units
    1,823
    People per sq. mi.
    6.9
    Area
    475.4 sq. mi.

    Source: HJN community data

    Sisters housing market

    August 2026 · This period is still settling

    Sisters 12-month median sale price trend

    Selling at 98.0% of asking price

    Buyers here are paying below asking. MLS · 16 sales · as of Aug 28, 2026

    Homes that sold · County records, as of Aug 12, 2026

    Median sale price
    $514,800$497,500–$747,000 typical range
    Sales
    11
    Paid in cash
    45.5%

    Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

    Median list price
    $854,500
    Homes for sale
    170
    Median days on market
    45 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -36.4%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    1,979 sq. ft.