14414 Crossroads Loop, Sisters, OR 97759
OFF MARKET

14414 Crossroads Loop
Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,767 sqft (on 1 acre)

$828,600

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $4,646/mo*
Refinance Your Home

$828,600

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $4,646/mo*
Refinance Your Home
3 Beds
2 Baths
1,767 sqft
(on 1 acre)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Capture the charm of this impeccably maintained 1767 sf, single level home in the desirable neighborhood of Crossroads, only 2 miles from the quaint town of Sisters. Nestled among the Ponderosa Pines the property features 16 x 16 deer proofed garden area, underground sprinkler system, wood decks, circular drive, flagstone patio with approved fire pit, hot tub and 864 sf shop bldg. Two outdoor horse stalls. Home features quartz kitchen counters, carpet & wood flooring, 9' pine ceilings and so much more.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 14414 Crossroads Loop

Interior Features

Heating & Cooling
Heating: Forced Air, Heat PumpHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Laminate, Slate
Interior Details
Types of Rooms: Walk In Closet, Breakfast Nook, Dining RoomCeiling Fan
Appliances & Utilities
DryerWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: CompositionDeckPatioSprinkler System
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 1 acre

Price History for 14414 Crossroads Loop

DatePriceEventSource
10/22/2021$720,000Sold
Oregon Datashare #220130350
09/06/2021$750,000PendingOregon Datashare #220130350
03/19/2018$493,000Sold
Oregon Datashare #201707784
02/01/2018$493,000PendingAgent Provided
10/31/2017$493,000PriceChange
Agent Provided
08/04/2017$499,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$5,446
Assessment$786,520
Home facts updated by county records

Comparable Sales for 14414 Crossroads Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14419 Crossroads Loop, Sisters, OR
0.06
Single-Family Home
$770,000
03/28/26
3
2
2,013
14570 Mountain View Loop, Sisters, OR
0.14
Single-Family Home
$535,000
08/18/25
3
2
1,274
14853 Crupper, Sisters, OR
1.13
Single-Family Home
$815,000
02/20/26
3
3
2,352
14828 Checkrein, Sisters, OR
1.38
Single-Family Home
$775,000
06/11/25
3
2
1,944
14860 Checkrein, Sisters, OR
1.45
Single-Family Home
$670,000
01/12/26
3
2
1,432
69221 Easy St, Sisters, OR
1.60
Single-Family Home
$740,000
03/25/26
3
2
1,928
69215 Martingale, Sisters, OR
1.49
Single-Family Home
$650,000
05/05/26
3
3
1,960
69325 Stirrup, Sisters, OR
1.54
Single-Family Home
$500,000
05/20/26
3
2
1,404
69336 Hackamore, Sisters, OR
1.80
Single-Family Home
$740,000
09/24/25
3
2
1,712
69305 Lariat, Sisters, OR
1.62
Single-Family Home
$548,000
10/02/25
3
2
1,219

Nearby homes

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Assigned Schools

These are the assigned schools for 14414 Crossroads Loop.
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 Sisters

At least 23 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 90 % Say there's wildlife

  • 87 % Say yards are well-kept

  • 86 % Say parking is easy

  • 85 % Say car is needed

  • 84 % Say people would walk alone at night

  • 79 % Say it's quiet

  • 75 % Say there's holiday spirit

  • 71 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 53 % Say there are community events

  • 48 % Say they plan to stay for at least 5 years

  • 44 % Say it's walkable to restaurants

  • 38 % Say there are sidewalks

  • 38 % Say streets are well-lit

  • 33 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Laura West
    "Lots of dogs everywhere in most stores and restaurants. Lots of areas and trails to walk and hike with dogs Good vets and other services for pet owners. "
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  • Carolyn.yelland
    "Very neighborly and beautifully kept homes in our neighborhood, most homes are Pacific Northwest style and fit right in with the forested setting, with a beautiful creek running right through it, a beautiful creekside park down the street, a seasonal campground adjoining the park, snow covered mountains in our back yard, extensive trails out the back door, and we can walk in to town. It’s a very artsy western town with all kinds of art galleries and musical events and festivals and outdoor events with all the mountain biking trails, and has a real community spirit to it. "
    0
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  • Carolyn.yelland
    "Miles and miles of off-leash trails right outside our neighborhood, and nice parks with lots of green grass, however, Sisters is lacking a dog park."
    0
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  • Happygardner8
    "We live in a gated 55 and older restricted community. It’s wonderful and feels safe. Very friendly neighbors and pretty kept up homes. Close to shopping and services. "
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  • Gigi Kahanamoku
    "Walkable town and great stores and restaurants for visitors and locals alike. Beautiful for winter and summer! "
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  • Happygardner8
    "I don’t have a commute. Retired senior, daily community volunteer for non profit. Driving around town isn’t too hard if you can deal with the Hwy 20 constant traffic thru the center of town. The massive tourist sector is a big challenge to maneuver around in Sisters. "
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  • Happygardner8
    "You have to pick up after your dog every where.if you don’t , you’ll hear about it pretty quick. Keep them on a leash, no dog parks in Sisters. "
    0
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  • Carolyn.yelland
    "Great neighbors and a rural feel but right in town and very walkable to town. Hiking trails just down the street. Everything we need right here."
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  • Happygardner8
    "Friday night lights . Local Friday night High School Football is a must in Sisters. Great place to meet and greet your friends and neighbors. Really fun and easy walk to the field. Lots of retirees here. "
    1
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  • Happygardner8
    "All the shops in this tourist driven town ,allow dogs. Water bowls abound. Just keep them on a leash and under control. "
    0
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  • Jason B.
    "10 minute drive into Sisters. No traffic most days. Local events and tourism can cause some delay’s and trouble taking left hand turns on some roadways. "
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  • Tierra
    "just a great community with plenty of farming property. the neighbors are close but not too close. I like it here"
    0
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  • Nldurb
    "Family friendly area. Great schools and lots of trails to walk. A good assortment of reasonably priced restaurants. "
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  • Gary C.
    "I live 20 minutes from town. I love the quietness and openness of my surroundings. It’s a quiet piece that I call home"
    1
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  • Deb o.
    "Sisters is a great place to live. It has a warm and friendly feel to it. The downtown area is quaint and has a western flavor. It has great schools and lots of community support for education."
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  • sebi301220
    "Sisters is a small Central Oregon community 20 miles from the larger towns of Bend and Redmond Oregon. Everything you could want is within a short distance including hiking/biking, snowshoeing and skiing in the winter as well as top notch restaurants, a luxury spa, a wine bar and a craft brewery (Three Creeks). And the deer roam freely in this town - you will often find them on your lawn. A rustic paradise for those that love the outdoors - it is Oregon's best kept secret... but not for long. "
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  • john
    "Aspen Lakes Community and Sisters Oregon has it all, all types of sports close to home, Skiing Bachelor, beautiful lakes and streams, great fly fishing, water skiing, hiking, biking and hunting. Great schools in Sisters too."
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  • bjm
    "I own property in this area, just outside of Sisters Oregon, with in a short distance from Aspen Lake golf course. The weather is good. The Cascade Mountains are stunning, particularly in winter. We see lots of deer and other wildlife. The people who live in and around Sisters are neighborly. It is a great place to have a house."
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14414 Crossroads Loop, Sisters, OR 97759 is a 3 bedroom, 2 bathroom, 1,767 sqft single-family home built in 1997. This property is not currently available for sale. 14414 Crossroads Loop was last sold on Oct 22, 2021 for $720,000. The current Trulia Estimate for 14414 Crossroads Loop is $828,600.