14866 Bluegrass Loop, Sisters, OR 97759
Property image
Property image
FOR SALE
1.01 ACRES

14866 Bluegrass Loop
Sisters, OR 97759

  • 3 Beds
  • 2 Baths
  • 1,491 sqft (on 1.01 acres)

$633,000

Original price: $649,000
Est. Mortgage $3,626/mo*
Get Pre-Qualified

$633,000

Original price: $649,000
Est. Mortgage $3,626/mo*
Get Pre-Qualified
3 Beds
2 Baths
1,491 sqft
(on 1.01 acres)

Home Highlights

Parking
4 Car Garage
Outdoor
Porch
HOA
$46/Monthly
Price/Sqft
$425
Climate Control
Heat Pump, Wood & Central Air, Heat Pump
Listed
92 days ago

Local Information

  • Map ViewExplore the area around 14866 Bluegrass Loop.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

This single level, open floor plan, Crossroads subdivision home, built in 2014, on 1 acre, offers so much! 24 X 30 insulated shop w/ 200 Amp and double attached garage w/ 400 Amp service. Both with ductless heat pumps! Plus, covered RV Parking. Totally fenced with 2 gates and plenty of parking. The entire interior freshly professionally painted.
Home is light and bright with 4 Solatube skylights. Waterproof vinyl plank flooring. Kitchen features 2-year-old smart stainless-steel appliances. gas stove with convection, air fryer, dehydration modes. Smart high efficiency hybrid heat pump hot water heater. The open floor plan has a primary bedroom and two additional bedrooms. Another bonus, ADA Pergola front deck with heated concrete, and ADA back deck. Shop attic with pull-down stairs and attic ventilator fan. Items included: brand new snow blower, flatbed trailer. tractor, riding mower with cart. The septic replaced 2014.
Last check for updates: about 9 hours ago
Listing courtesy of Stellar Realty Northwest, (541) 508-3148
Source: Oregon Datashare, MLS#220222058
Also Listed on Oregon Datashare.

Home Details for 14866 Bluegrass Loop

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: None
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2
Dimensions and Layout
Living Area: 1491 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer, Water HeaterDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Electric,Heat Pump,WoodHas CoolingAir Conditioning: Central Air,Heat PumpHas HeatingHeating Fuel: Electric
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Skylight(s), Vinyl FramesFlooring: Laminate, VinylCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: Accessible Approach with RampFloors: Laminate, Vinyl
View
Has a ViewView: Territorial
Security
Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Front Porch, Rear PorchFencing: FencedOther Structures: Shed(s), WorkshopFoundation: Stemwall
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Detached,Driveway,Garage Door Opener,Gated,Gravel,Heated Garage,RV Access/Parking,Workshop in Garage
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Septic Tank, Standard Leach Field
Farm & Range
Allowed to Raise HorsesDoes Not Include Irrigation Water Rights

Days on Market

Cumulative Days on Market: 69Days on Market: 92

Property Information

Year Built
Year Built: 2014
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Other
Building
Construction Materials: FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 144856

Price & Status

Price
List Price: $633,000Price Per Sqft: $425

Location

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

Agent Information

Listing Agent
Listing ID: 220222058

Building

Building Area
Building Area: 1491 Square Feet

Community

Community Features: Access to Public Lands, Park, Playground, Trail(s)Not Senior Community
Other
Playground

HOA

Has an HOAHOA Fee: $557/Annually

Lot Information

Lot Area: 1.01 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 220222058

Additional Information

HOA Amenities: Park,Playground,Snow Removal

Around this home

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

  • 80 % Say it's quiet

  • 72 % Say there's holiday spirit

  • 71 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 51 % 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."
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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. "
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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. "
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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"
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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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Market trends in Sisters

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$765K
$52.96KMoM
Sale-to-List Price
98.4%
Price per sq ft
$410
$7MoM
Available listings
171
3MoM

Home Value

Trulia Estimate
$621K
Since last month
Decreased$10K (-1.6%)
Since last year
Decreased$52K (-7.7%)
Since last sale
Increased$142K (+29.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +148% in the last 10 years
MonthEstimated value
2026
August 2026$621K
July 2026$630K
June 2026$634K
May 2026$645K
April 2026$674K
March 2026$670K
February 2026$668K
January 2026$666K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
68821 Cache Ct, Sisters, OR
0.23
Single-Family Home
$840,000
06/02/26
3
2
1,940
14419 Crossroads Loop, Sisters, OR
0.44
Single-Family Home
$770,000
03/28/26
3
2
2,013
14597 Bluegrass Loop, Sisters, OR
0.22
Single-Family Home
$1,255,000
06/03/26
4
3
3,293
14853 Crupper, Sisters, OR
0.96
Single-Family Home
$815,000
02/20/26
3
3
2,352
69325 Stirrup, Sisters, OR
1.36
Single-Family Home
$500,000
05/20/26
3
2
1,404
14860 Checkrein, Sisters, OR
1.36
Single-Family Home
$670,000
01/12/26
3
2
1,432
69221 Easy St, Sisters, OR
1.32
Single-Family Home
$740,000
03/25/26
3
2
1,928
69215 Martingale, Sisters, OR
1.22
Single-Family Home
$843,000
07/13/26
3
3
1,960
69288 Ladigo, Sisters, OR
1.31
Single-Family Home
$550,000
03/23/26
2
2
977

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
14883 Bluegrass Loop, Sisters, OR 97759
0.09
$750,800
3
2
2,175
Off Market
14698 Bluegrass Loop, Sisters, OR 97759
0.04
$335,900
2
1
798
Off Market
14674 Bluegrass Loop, Sisters, OR 97759
0.10
$465,700
3
2
1,188
Off Market
14818 Bluegrass Loop, Sisters, OR 97759
0.13
$321,000
2
2
960
Off Market
14736 Bluegrass Loop, Sisters, OR 97759
0.12
$416,200
3
2
1,982
Off Market
14665 Bluegrass Loop, Sisters, OR 97759
0.15
$471,500
2
2
1,152
Off Market
14634 Bluegrass Loop, Sisters, OR 97759
0.17
$430,000
3
2
1,276
Recently Sold
14597 Bluegrass Loop, Sisters, OR 97759
0.22
$1,255,000
4
3
3,293
Recently Sold
14800 Bluegrass Loop, Sisters, OR 97759
0.19
$408,700
2
2
1,248
Off Market
68821 Cache Ct, Sisters, OR 97759
0.23
$840,000
3
2
1,940
Recently Sold
14570 Mountain View Loop, Sisters, OR 97759
0.30
$537,300
3
2
1,274
Off Market

Price and Tax history

DateEventPrice
Jul 30, 2026
Source: Oregon Datashare #220222058
PriceChange
$633,000
Price decreased by 2%
May 23, 2026
Source: Oregon Datashare #220222058
Listed For Sale
$649,000
Nov 1, 2025
Source: Oregon Datashare #220202957
ListingRemoved
$695,000
Jul 23, 2025
Source: Oregon Datashare #220202957
PriceChange
$695,000
Price decreased by 1%
May 30, 2025
Source: Oregon Datashare #220202957
Listed For Sale
$704,500

LGBTQ Local Legal Protections

Stellar Realty Northwest, (541) 508-3148
© 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 2026-08-21 15:32:21 PDT

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Frequently asked questions about 14866 Bluegrass Loop

  • What is the estimated monthly payment for 14866 Bluegrass Loop?
    Based on a $633,000 list price with 20% down at today's rates, the estimated monthly payment for 14866 Bluegrass Loop in Sisters, OR is approximately $3,680 (about $3,304 principal & interest, $301 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 14866 Bluegrass Loop compare to homes in Sisters?
    14866 Bluegrass Loop in Sisters, OR is listed at $633,000, about 17% below the $765K median sale price in Sisters.
  • What do residents say about Sisters?
    Residents describe Sisters, OR as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See homes for sale in Sisters, OR.
  • What are the closest schools to 14866 Bluegrass Loop?
    The closest schools to 14866 Bluegrass Loop in Sisters, OR are Sisters Elementary School (rated 8/10), Sisters High School (rated 8/10), Sisters Middle School (rated 7/10).
  • Does 14866 Bluegrass Loop have air conditioning?
    Yes, 14866 Bluegrass Loop in Sisters, OR has air conditioning.
  • Does 14866 Bluegrass Loop have laundry facilities?
    Yes, 14866 Bluegrass Loop in Sisters, OR has in-unit laundry.
14866 Bluegrass Loop, Sisters, OR 97759 is a 3 bedroom, 2 bathroom, 1,491 sqft single-family home built in 2014. This property is currently available for sale and was listed by Oregon Datashare on May 23, 2026. The MLS # for this home is MLS# 220222058.