14879 Chuckwagon, Sisters, OR 97759
FOR SALE
NEW
OPEN FRI, 2-4PM
0.53 ACRES

14879 Chuckwagon
Sisters, OR 97759

  • 3 Beds
  • 3 Baths
  • 2,308 sqft (on 0.53 acres)

$965,000

Est. Mortgage $5,453/mo*
Get Pre-Qualified

$965,000

Est. Mortgage $5,453/mo*
Get Pre-Qualified
3 Beds
3 Baths
2,308 sqft
(on 0.53 acres)

Local Information

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

Description

Escape to your personal sanctuary in the beautiful Tollgate community of Sisters! This extraordinary home captures the essence of Pacific Northwest living with soaring vaulted ceilings, luxurious millwork, a wall of windows and high-end finishes throughout. The breathtaking great room is anchored by a floor-to-ceiling stone fireplace and rich hardwood Lyptus floors that extend into the dining area with custom built-ins. A tiled chef's kitchen with wood cabinetry, granite countertops, and a large island is an entertainer's delight. Upstairs is a loft with wet bar overlooking the great room, a 2nd bath and 2 spacious bedrooms. There's a great space that can be permitted as an office, or retreat above the oversized 2-car garage. Lush, irrigated landscaping awaits outside with a fenced yard, composite deck and patio. Community amenities include trails, tennis and pool, with quick access to town, skiing, hiking, and all Central Oregon offers. This is more than a home; it's a lifestyle.

Open House

Friday, June 19
2:00 PM to 4:00 PM

Home Highlights

Parking
Garage
Outdoor
Porch, Deck, Pool
A/C
Heating & Cooling
HOA
$121/Monthly
Price/Sqft
$418
Listed
Less than a day ago

Home Details for 14879 Chuckwagon

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: NoneWet Bar
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3
Dimensions and Layout
Living Area: 2308 Square Feet
Appliances & Utilities
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Oven, Refrigerator, Trash Compactor, Washer, Water Heater, Wine RefrigeratorDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Fireplace(s),Electric,ENERGY STAR Qualified Equipment,Forced Air,Heat PumpHas CoolingAir Conditioning: Central Air,Heat PumpHas HeatingHeating Fuel: Fireplace S
Fireplace & Spa
Fireplace: Electric, Great Room, PropaneHas a Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Vinyl FramesFlooring: Carpet, Hardwood, TileCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 2Levels: Two, Multi/SplitFloors: Carpet, Hardwood, Tile
View
Has a ViewView: Forest, Neighborhood, Territorial
Security
Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Covered, Deck, Front Porch, Porch, Rear Porch, OtherFencing: FencedOther Structures: StorageExterior: Fire PitFoundation: Concrete Perimeter, StemwallHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Asphalt,Detached,Driveway,Garage Door Opener,Gated,Gravel,RV Access/Parking,Storage,Workshop in Garage
Pool
Pool: Community, Fenced, Private, Salt WaterPool
Frontage
Road Frontage: Shared AccessRoad Surface Type: Paved
Water & Sewer
Sewer: Septic Tank, Standard Leach Field
Farm & Range
Does Not Include Irrigation Water Rights

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Chalet,Contemporary,Northwest,Other
Building
Construction Materials: Concrete, FrameNot a New ConstructionNo Additional Parcels
Property Information
Not Included in Sale: Seller's personal items in home and on property, Hot tubIncluded in Sale: fridge, washer, dryer, wine fridgeParcel Number: 135336

Price & Status

Price
List Price: $965,000Price Per Sqft: $418

Location

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

Agent Information

Listing Agent
Listing ID: 220223198

Building

Building Area
Building Area: 2308 Square Feet

Community

Community Features: Pool, Pickleball, Access to Public Lands, Sport Court, Tennis Court(s), Trail(s)Not Senior Community

HOA

Has an HOAHOA Fee: $364/Quarterly

Lot Information

Lot Area: 0.53 acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 220223198

Additional Information

HOA Amenities: Clubhouse,Firewise Certification,Landscaping,Park,Pickleball Court(s),Pool,Snow Removal,Sport Court,Tennis Court(s),Trail(s)
Last check for updates: about 3 hours ago
Listing courtesy of Keller Williams Realty Central Oregon, (541) 585-3760
Source: Oregon Datashare, MLS#220223198
Also Listed on Oregon Datashare.

Market trends in Sisters

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$737K
$4.5KMoM
Sale-to-List Price
—
Price per sq ft
$402
$8MoM
Available listings
160
32MoM

Price History for 14879 Chuckwagon

DatePriceEventSource
06/17/2026$965,000Listed For SaleOregon Datashare #220223198
07/09/2025$985,000ListingRemovedEngel & Volkers #220198302
06/21/2025$985,000PriceChange
Oregon Datashare #220198302
03/28/2025$999,000Listed For SaleOregon Datashare #220198302
06/29/2017$559,000Sold
Oregon Datashare #201704816
05/24/2017$559,000Listed For SaleAgent Provided

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Property Tax and Assessment

Year2025
Tax$5,389
Assessment$990,820
Home facts updated by county records

Comparable Sales for 14879 Chuckwagon

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
69438 Lasso, Sisters, OR
0.12
Single-Family Home
$980,000
06/11/26
3
3
2,060
69566 Halter, Sisters, OR
0.24
Single-Family Home
$700,000
04/16/26
3
2
1,701
69462 Lasso, Sisters, OR
0.19
Single-Family Home
$653,000
06/26/25
3
2
1,544
69362 Lariat, Sisters, OR
0.53
Single-Family Home
$629,000
02/20/26
3
4
1,922
69501 Lasso, Sisters, OR
0.50
Single-Family Home
$879,000
08/04/25
4
3
2,216
69388 Tollgate, Sisters, OR
0.63
Single-Family Home
$790,000
01/29/26
4
3
2,315
14860 Checkrein, Sisters, OR
0.53
Single-Family Home
$670,000
01/12/26
3
2
1,432
69301 Lariat, Sisters, OR
0.90
Single-Family Home
$606,500
02/27/26
3
3
2,513
69325 Stirrup, Sisters, OR
0.69
Single-Family Home
$500,000
05/20/26
3
2
1,404
69382 Tollgate Rd, Sisters, OR
0.64
Single-Family Home
$596,100
09/10/25
3
2
1,120

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 14879 Chuckwagon.
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. "
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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
    Flag
  • 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. "
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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. "
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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
    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."
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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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LGBTQ Local Legal Protections

Keller Williams Realty Central Oregon, (541) 585-3760
© 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 2026-06-17 09:20:45 PDT
14879 Chuckwagon, Sisters, OR 97759 is a 3 bedroom, 3 bathroom, 2,308 sqft single-family home built in 2001. This property is currently available for sale and was listed by Oregon Datashare on Jun 17, 2026. The MLS # for this home is MLS# 220223198.