20140 Winston Loop, Bend, OR 97701
OFF MARKET

20140 Winston Loop
Bend, OR 97701

    (on 5 acres)

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    Comparable sales

    These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    20605 Lowe Ln, Bend, OR
    1.80
    Lot/Land
    $2,715,000
    06/12/26
    -
    3,633
    20845 Pony Ave, Bend, OR
    2.07
    Lot/Land
    $185,000
    10/08/25
    -
    -
    65415 78th St, Bend, OR
    2.98
    Lot/Land
    $290,000
    04/29/26
    -
    -
    65415 78th St, Bend, OR
    2.98
    Lot/Land
    $290,000
    04/29/26
    -
    -
    65299 85th St, Bend, OR
    2.71
    Lot/Land
    $1,135,000
    02/19/26
    -
    -
    65715 93rd St, Bend, OR
    3.02
    Lot/Land
    $380,000
    10/30/25
    -
    -
    21224 Limestone Ave, Bend, OR
    3.15
    Lot/Land
    $260,000
    07/17/26
    -
    -
    19970 Innes Market Rd #11612070001402, Bend, OR
    3.07
    Lot/Land
    $905,000
    01/02/26
    -
    -
    65799 93rd St, Bend, OR
    3.12
    Lot/Land
    $1,000,000
    05/27/26
    -
    -
    65900 Mariposa Ln, Bend, OR
    3.72
    Lot/Land
    $950,000
    06/29/26
    -
    -

    Nearby home prices

    Get a sense of expected prices in the area by checking the value of nearby homes.
    Address
    Distance
    Price
    Bed
    Bath
    Sqft
    Status
    20150 Winston Loop, Bend, OR 97703
    0.08
    $1,957,000
    4
    4
    4,253
    Off Market
    20160 Winston Ct, Bend, OR 97703
    0.14
    $1,408,900
    3
    5
    3,694
    Off Market
    20124 Tumalo Rd, Bend, OR 97703
    0.17
    $1,619,800
    3
    3
    3,768
    Off Market
    20110 Winston Loop, Bend, OR 97703
    0.18
    $2,151,600
    4
    4
    4,122
    Off Market
    20040 Tumalo Rd, Bend, OR 97703
    0.20
    $4,603,300
    6
    6
    7,004
    Off Market
    20100 Winston Loop, Bend, OR 97703
    0.24
    $1,091,500
    3
    3
    2,036
    Off Market
    20180 Winston Loop, Bend, OR 97703
    0.22
    $2,850,000
    5
    4
    5,528
    For Sale
    20036 Tumalo Rd, Bend, OR 97702
    0.23
    $2,251,800
    4
    4
    3,589
    Off Market
    20038 Tumalo Rd, Bend, OR 97703
    0.25
    $2,141,300
    6
    4
    3,924
    Off Market
    64885 Simon Rd, Bend, OR 97703
    0.35
    $2,283,600
    5
    5
    4,593
    Off Market
    20030 Beaver Ln, Bend, OR 97703
    0.36
    $1,149,000
    3
    3
    2,582
    Off Market
    20001 Beaver Ln, Bend, OR 97701
    0.37
    $451,200
    3
    2
    1,440
    Off Market

    Local Information

    • Map ViewExplore the area around 20140 Winston Loop.
    -- mins to
    Commute Destination

    Home Highlights

    Property Type
    Lot/Land
    Lot Size
    5 acres

    About this House

    This lot/land is located at 20140 Winston Loop, Bend, OR. 20140 Winston Loop is in Bend, OR and in ZIP code 97701. This property has a lot size of 5.00 acres.
    20140 Winston Loop, Bend, OR 97701 is a lot/land. It last sold for $250,000 on Jan 25, 2012. It is currently off market. The Trulia Estimate rent is $2,264/month.

    Home Details for 20140 Winston Loop

    Property Information

    Property Type / Style
    Property Type: Lot Land

    Lot Information

    Lot Area: 5.00 acres

    Price and Tax history

    DateEventPrice
    Jan 25, 2012
    Source: N/A
    		Sold
    $250,000
    Oct 19, 2011
    Source: Agent Provided
    		PriceChange
    $275,000
    Price decreased by 4%
    Sep 21, 2011
    Source: Agent Provided
    		PriceChange
    $285,000
    Price decreased by 4%
    Aug 18, 2011
    Source: Agent Provided
    		Listed For Sale
    $297,500

    Market trends in Bend

    Last updated July 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $813K
    $36K    MoM
    Sale-to-List Price
    99.2%
    0.1%    MoM
    Price per sq ft
    $422
    $7    MoM
    Available listings
    1083
    20    MoM
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    Around this home

    View nearby schools on GreatSchools
    The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

    What Locals Say about Bend

    At least 666 Trulia users voted on each feature.

    • 90 % Say it's dog friendly

    • 84 % Say car is needed

    • 79 % Say people would walk alone at night

    • 78 % Say yards are well-kept

    • 77 % Say parking is easy

    • 75 % Say there's wildlife

    • 75 % Say there's holiday spirit

    • 71 % Say kids play outside

    • 68 % Say it's quiet

    • 68 % Say there are sidewalks

    • 57 % Say neighbors are friendly

    • 53 % Say they plan to stay for at least 5 years

    • 48 % Say it's walkable to restaurants

    • 42 % Say it's walkable to grocery stores

    • 33 % Say streets are well-lit

    • 30 % Say there are community events

    Sourced by Trulia users. Learn more about our methodology.
    • Cara C.
      "Safe neighborhood. Lots of families. Multiple trails and outdoor areas to recreate just out your door. "
      0
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    • Daemon Heydon
      "Great place to live, relax and enjoy the outdoors. Lived here in the 80’s and moved back 8 years ago. Bigger but still lovely."
      0
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    • Crystal
      "I have lived many places yet this neighborhood makes me feel it is the safest I have ever lived in. I am female and regularly walk to restaurants, grocery stores, music halls, Downtown Bend, Drake Park etc and I always feel safe and feel a sense of community and caring for others and our furry friends. The sense of community is amazing and genuine!"
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    • Anne B Christmas
      "I have miles and miles of trails outside my house. It’s perfect for dogs. There are areas that are wonderful for off leash running Wonderful for off leash running. "
      0
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    • Rome Hill
      "The people are nice and so are the dogs. Would love to live here. Great people, great community. I love this neighborhood"
      0
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    • Roesslerc
      "Great town. Close to mountains but currently over priced. Very worried about the future of home worth in this market "
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    • Christopher.parsonst
      "Dogs seem super welcome. I love it immensely. Lots of great trails nearby. Summer is amazing and being near downtown makes everything so walkable."
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    • Angimoe
      "It’s very walkable and pets are welcome. Animals are on leashes and everyone cleans up after their dogs."
      0
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    • Annette Solis
      "I’ve lived here for an over a year. The location is excellent but overpriced and impossible to land a great spot."
      1
      Flag
    • Shanda
      "Quiet, family and pet friendly, lots of walkers and bicyclists, large lots, neighbors look out for each other. "
      0
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    • Lureesk
      "Car is needed for commute. However, there are parks and restaurants that you can walk to. Public transportation is available."
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    • Bart
      "It’s a fantastic place to live and recreate. Neighbors are terrific, and the homes are beautiful. So lucky to be here."
      0
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    • Jonathan Trimm
      "I’ve lived here for 3 years and never had any problems with neighbors or their dogs. The houses are all well maintained and people take care of their property."
      1
      Flag
    • Joellee Davis
      "The Christmas parade and the Neighborhood hero Joey Johnson. Lots of space. We often see wildlife from our window. Tall forest trees "
      0
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    • SD
      "Quiet & safe neighborhood where there are tons of kids of all ages out playing every day. Perfect neighborhood for a family"
      0
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    • Trulia User
      "You’ll love the new off leash dog park at Alpenglow Park! There are also lots of trails in the area."
      1
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    • Trulia User
      "I’ve lived here about 18 months. It’s a nice, convenient neighborhood. The Larkspur and Alpenglow parks add so much to the quality of life. "
      2
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    • Trulia User
      "Private setting, and kids can play freely in the cul-de-sac. Great neighborhood. All the neighbors are all good friends."
      0
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    • Trulia User
      "It’s a community. People watch out for each other. Children have others to play with. Pet friendly. "
      1
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    • Trulia User
      "Neighbors are interested in being neighborly. We share garden bounty, help each other out, care about being a friendly community."
      1
      Flag
    • Trulia User
      "There are sidewalks in most neighborhoods, but not a great deal of shade. The new park, Aspenglow, has nice fenced areas for off-leash dogs. "
      0
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    • Trulia User
      "There is access to public transportation and within walking distance to shopping or the Old Mill District."
      1
      Flag
    • Trulia User
      "Good neighborhood for families and for getting to know bend and all its greatness. Very easy access to downtown and old mill district."
      0
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    • Trulia User
      "Very family friendly neighborhood with a park and and an elementary school within the neighborhood. "
      0
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    • Trulia User
      "lots of places to walk thru neighborhoods but lots of people have their dogs not leashed or don't pick up after their dog poop"
      0
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    • Trulia User
      "Amazing neighborhood to raise kids. Beautiful homes and well cared for. A lot of pride of ownership. "
      0
      Flag
    • Maxorsini
      "Good place and safe place for kids. The park it’s really nice and the neighborhood it’s clean and safe."
      0
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    • Michelle K.
      "Alley access means that sidewalks aren’t crossed with driveways. It’s very safe for kids riding bikes and walkers. "
      2
      Flag
    • Alexandra H.
      "Trick or treating is great and the neighbors are all very friendly. It’s a rather quiet neighborhood & there’s lots of kids around. Super family friendly "
      1
      Flag
    • Phillip W.
      "my work is roughly 5 minutes away from home, easy freeway access. Living in Bend has gotten harder for commuting as population increased."
      2
      Flag
    • Cindee R.
      "Easy access to downtown Bend. Traffic is busy but walking is nice. Lots of great little stores around. "
      0
      Flag
    • Melissa
      "Pretty private and quiet. No community events but has old Bend charm and feel. Super convenient to stores but then so peaceful. "
      0
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    • Bryan B.
      "Easy commute. Hardly any traffic, easy to downtown, Redmond or shops in cascade shopping center. More characters here😋"
      2
      Flag
    • Sioux T.
      "beautiful peaceful homes in a area where you are 10 minutes from the heart of town but feel like you are in the middle of nowhere...."
      1
      Flag
    • Valdiviafam
      "Seems to have plenty of public transit. Traffic flows well. Easy access to highway and parkway. Area has roundabouts and lots of people in this area bike quite a bit."
      0
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    • Kathleen C.
      "Seems very neighborly- people seem to be open to meeting new people. The homes are a nice mix of small and large, old and new."
      1
      Flag
    • Andrewlangenbach
      "We have great friends to hat live here and know all the fun outdoor activities to do. This is a wonderful place for outdoor activities year round. "
      0
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    • Michelle
      "I love this neighborhood. Families are out playing ball with their kids and fur babies every day. Folks stop to say hello and shot the breeze any chance they can get. Their is truly a sense of community. "
      3
      Flag
    • Bucky H.
      "everyone here looks out for each other, I know my neighbors on a first name bases, and consider them friends."
      0
      Flag
    • Blake S.
      "Great place to live close to the rivers and hiking trails. The golf course is maintained and beautiful to play on. "
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    Homes for sale near 20140 Winston Loop

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    Off Market Homes Near 20140 Winston Loop

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    Frequently asked questions about 20140 Winston Loop

    • What is the price history for 20140 Winston Loop?
      20140 Winston Loop in Bend, OR last sold for $250,000 in January 2012.
    • Is Bend a buyer's or seller's market?
      Bend is currently a balanced market, based on recent for-sale activity.
    • What's the median sale price in Bend?
      The median sale price in Bend is $813K. That is up $36K from the prior month.
    • What do residents say about Bend?
      Residents describe Bend, OR as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Bend, OR.