14419 Crossroads Loop, Sisters, OR 97759
SOLD
MAR 28, 2026

14419 Crossroads Loop
Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 2,013 sqft (on 1.01 acres)

$770,000

Last Sold: Mar 28, 2026
1% below list $775K
$383/sqft
Est. Refi. Payment $4,266/mo*
Refinance Your Home

$770,000

Last Sold: Mar 28, 2026
1% below list $775K
$383/sqft
Est. Refi. Payment $4,266/mo*
Refinance Your Home
3 Beds
2 Baths
2,013 sqft
(on 1.01 acres)

Homes for sale near 14419 Crossroads Loop

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Apartments for Rent

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Local Information

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

Description

BRAND NEW exterior paint on all structures and most of interior repainted! Fully functioning, ready to go horse property with two-stall horse barn, two paddocks (able to open into 1 long run), round pen, hay storage, tack area and access to 1000's of acres of USFS land with miles and miles of riding trails. Home has two offices in addition to three bedrooms. Home features: Open floor plan, newer downstairs flooring, updated kitchen with large island, quartz countertops, stainless steel appliances, high vaulted ceilings with tongue and groove, plenty of windows and skylights providing natural light, oversized primary bedroom downstairs, mud room, laundry room & canning room. Property features: Large paved circular driveway with lots of parking, garage/covered parking for 2 vehicles plus additional workroom/storage room, three year old roofs on barn/garage and six years on home, new HVAC system with high end filter, kennel and fenced yard for dogs, Pine treed lot minutes from Sisters.
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. This description is from March 28, 2026

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
$38/Monthly
Price/Sqft
$383/sqft
Listed
180+ days ago

Home Details for 14419 Crossroads Loop

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: None
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2
Dimensions and Layout
Living Area: 2013 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Microwave, Range, Range Hood, Water HeaterDishwasherDisposalMicrowave
Heating & Cooling
Heating: Electric,Forced Air,Heat PumpHas CoolingAir Conditioning: Central Air,Heat PumpHas HeatingHeating Fuel: Electric
Fireplace & Spa
Fireplace: Great Room, PropaneHas a Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Vinyl FramesFlooring: Carpet, Laminate, Tile, VinylCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Laminate, Tile, Vinyl
View
Has a ViewView: Forest, Territorial
Security
Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Deck, Patio, Rear PorchFencing: FencedOther Structures: Animal Stall(s), Barn(s), Kennel/Dog Run, Stable(s), Storage, WorkshopFoundation: Stemwall
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Asphalt,Detached,Driveway,Storage,Workshop in Garage
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Septic Tank, Standard Leach Field
Farm & Range
Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 144

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Northwest
Building
Construction Materials: FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 144725

Price & Status

Price
List Price: $775,000Price Per Sqft: $383/sqft
Status Change & Dates
Off Market Date: Sat Feb 21 2026

Media

Location

Direction & Address
City: SistersCommunity: Crossroads
School Information
Elementary School: Sisters ElemJr High / Middle School: Sisters MiddleHigh School: Sisters High

Building

Building Area
Building Area: 2013 Square Feet

Community

Community Features: Access to Public Lands, Park, Short Term Rentals AllowedNot Senior Community

HOA

Has an HOAHOA Fee: $450/Annually

Lot Information

Lot Area: 1.01 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 220209937

Additional Information

HOA Amenities: Firewise Certification,Park
Last check for updates: about 5 hours ago
Listed by Kizziar Property Co., (541) 419-5577
Bought with: RE/MAX Key Properties, (541) 728-0033
Source: Oregon Datashare, MLS#220209937

Price History for 14419 Crossroads Loop

DatePriceEventSource
03/28/2026$770,000Sold
Oregon Datashare #220209937
02/21/2026$775,000PendingOregon Datashare #220209937
01/13/2026$775,000PriceChange
Oregon Datashare #220209937
12/03/2025$798,000PriceChange
Oregon Datashare #220212556
10/08/2025$799,900PriceChange
Oregon Datashare #220209937
09/30/2025$825,000Listed For SaleOregon Datashare #220209937
01/25/2025$895,000ListingRemovedOregon Datashare #220194688
01/18/2025$895,000PriceChange
Oregon Datashare #220194688
08/23/2022$759,500PendingOregon Datashare #220146088
08/22/2022$759,500Sold
Oregon Datashare #220146088
07/07/2022$759,500ContingentOregon Datashare #220146088
07/06/2022$759,500PendingToActiveOregon Datashare #220146088
07/03/2022$759,500ContingentOregon Datashare #220146088
07/03/2022$759,500PendingToActiveOregon Datashare #220146088
06/17/2022$759,500PendingOregon Datashare #220146088
06/03/2022$759,500PriceChange
Oregon Datashare #220146088
05/25/2022$779,500PriceChange
Oregon Datashare #220146088
05/20/2022$799,500Listed For SaleOregon Datashare #220146088
07/12/2006$430,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$3,706
Assessment$533,520
Home facts updated by county records

Comparable Sales for 14419 Crossroads Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14570 Mountain View Loop, Sisters, OR
0.19
Single-Family Home
$535,000
08/18/25
3
2
1,274
14853 Crupper, Sisters, OR
1.09
Single-Family Home
$815,000
02/20/26
3
3
2,352
14828 Checkrein, Sisters, OR
1.33
Single-Family Home
$775,000
06/11/25
3
2
1,944
14860 Checkrein, Sisters, OR
1.40
Single-Family Home
$670,000
01/12/26
3
2
1,432
69221 Easy St, Sisters, OR
1.58
Single-Family Home
$740,000
03/25/26
3
2
1,928
69336 Hackamore, Sisters, OR
1.76
Single-Family Home
$740,000
09/24/25
3
2
1,712
69301 Lariat, Sisters, OR
1.56
Single-Family Home
$606,500
02/27/26
3
3
2,513
69501 Lasso, Sisters, OR
1.59
Single-Family Home
$879,000
08/04/25
4
3
2,216

Assigned Schools

These are the assigned schools for 14419 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 22 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 90 % Say there's wildlife

  • 86 % Say parking is easy

  • 86 % Say yards are well-kept

  • 85 % Say car is needed

  • 83 % 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

  • 51 % Say there are community events

  • 45 % Say it's walkable to restaurants

  • 45 % Say they plan to stay for at least 5 years

  • 38 % Say there are sidewalks

  • 38 % Say streets are well-lit

  • 34 % Say it's walkable to grocery stores

Learn more about our methodology.
  • 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. "
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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. "
    0
    Flag
  • 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."
    0
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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. "
    0
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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. "
    0
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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
    Flag
  • 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."
    0
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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."
    0
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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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LGBTQ Local Legal Protections

© 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 Zillow 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 2026-05-07 23:05:07 PDT

Homes for rent near 14419 Crossroads Loop

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Off Market Homes Near 14419 Crossroads Loop

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14419 Crossroads Loop, Sisters, OR 97759 is a 3 bedroom, 2 bathroom, 2,013 sqft single-family home built in 1978. This property is not currently available for sale. 14419 Crossroads Loop was last sold on Mar 28, 2026 for $770,000 (1% lower than the asking price of $775,000). The current Trulia Estimate for 14419 Crossroads Loop is $772,800.