OFF MARKET

Off market jun 2025 for $1.1M

$1,052,474

Est. refi paymentEst. refi $4,715/mo

•

1,440

sq ft

69269 Crooked Horseshoe Rd, Sisters, OR 97759

About this home

Behind a gate down a long, paved driveway sits a property that feels like a hidden retreat — surrounded by tall pines and beautifully maintained grounds — giving you space to breathe. The updated cabin-style home blends charm with function, featuring a new kitchen, remodeled bathrooms, tons of storage, and a large wraparound deck perfect for relaxing or entertaining. A detached studio adds flexibility, while the barn, greenhouse, private gym, and covered parking make the land as functional as it is peaceful. The property backs up to the Deschutes National Forest and is only one mile from Sisters. Whether you're gardening, riding, or hosting, this is one of those rare Sisters properties that delivers it all — style, setting, and space.

Single-familyProperty Type

1978Year Built

10.04 acresLot Size

$731Est. Price/Sq.Ft.

1 spaceParking

Listed by Tammy Caruso • eXp Realty, LLC

Listed by Canon Caruso • eXp Realty, LLC

Bought with Suzanne Carvlin • Cascade Hasson SIR

Bought with Madeleine Fischer • Cascade Hasson SIR

Redfin checked: 2 minutes ago

•Source:MLSCO #220202081

Redfin Estimate

$1,052,474

$48K since sold in June 2025$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 50.7% higher than the average sale price ($698K) of 6 comparable homes.

SOLD JUL 15, 2026
$875,000
A
3 beds2 baths1,464 sq ft
15780 Tumble Weed Turn, Sisters, OR 97759
SOLD APR 22, 2026
$680,000
B
3 beds2 baths1,616 sq ft
15689 Paddock Grn, Sisters, OR 97759
SOLD SEP 22, 2026
$627,000
C
2 beds2 baths1,519 sq ft
15762 Sage Woods Ln, Sisters, OR 97759
SOLD AUG 11, 2026
$750,000
D
3 beds2 baths2,179 sq ft
69611 Old Wagon Rd, Sisters, OR 97759
SOLD APR 30, 2026
$642,000
E
3 beds2 baths1,618 sq ft
69279 Lucky Lady, Sisters, OR 97759
SOLD JUL 15, 2026
$616,000
F
3 beds2 baths1,528 sq ft
15059 Bridle, Sisters, OR 97759

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Earn from this home

Sell

$129,977

Est. take-home

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Refinance

Est. cash available

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Rent

$2,735/mo

Redfin rental estimate

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Market trends in 97759, OR

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.3%

0.2% MoM

Median sale price

$778K

$6K MoM

Avg. days on market

52d

28 days MoM

Recently sold homes

2 MoM

New listings for sale

$1,775,000
4 beds3 baths3,174 sq ft
18130 Wanona Rd, Sisters, OR 97759
$1,750,000
5 beds3 baths2,860 sq ft
70435 Cutmint Unit GM 220, Sisters, OR 97759
3D WALKTHROUGH
$799,000
2 beds2 baths1,975 sq ft
305 W Washington Ave, Sisters, OR 97759
$1,100,000
3 beds2.5 baths2,268 sq ft
69173 Bay Dr, Sisters, OR 97759
$685,000
2 beds2 baths1,776 sq ft
16073 Lower Cattle Dr, Sisters, OR 97759
3D WALKTHROUGH
$849,000
4 beds4 baths4,004 sq ft
14590 Mountain View Loop, Sisters, OR 97759
$795,000
3 beds2 baths1,654 sq ft
70616 Heather Unit SM 198, Sisters, OR 97759
3D WALKTHROUGH
$1,595,000
3 beds3.5 baths3,294 sq ft
17111 Lady Caroline Dr, Sisters, OR 97759
3D WALKTHROUGH
$825,000
2 beds2 baths2,075 sq ft
17555 Mountain View Rd, Sisters, OR 97759
$1,175,000
3 beds2 baths2,680 sq ft
16010 Old Juniper Rd, Sisters, OR 97759
See all

Provided by Redfin

Sale history for 69269 Crooked Horseshoe Rd

Date

Event

Price

MLSCO #220202081

Jun 26, 2025

Sold

$1,100,000

$764/sq ft

May 22, 2025

Pending

—

May 19, 2025

Listed

$1,100,000

$764/sq ft

MLSCO #201804585

May 11, 2018

Pending

—

May 11, 2018

Sold

$550,000

$382/sq ft

May 11, 2018

Listed

$550,000

$382/sq ft

Public Records

May 11, 2018

Sold

$550,000

$382/sq ft

MLSCO #2406845

Feb 28, 2005

Sold

$499,000

$347/sq ft

Jan 25, 2005

Listing Removed

—

Jul 16, 2004

Listed

$525,000

$365/sq ft

Tax history for 69269 Crooked Horseshoe Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

5.04 Acres

Year renovated

—

Sq. Ft.

1,440

Year built

1978

Style

Single Family Residential

County

Deschutes County

APN

158498

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 13, 2026.

Property details

Parking

Parking Information
Parking Features: Asphalt, Driveway, Gated, RV Access/Parking, Storage

Interior

Virtual Tours
Virtual Tour Unbranded (External Link)

Bathroom Information
Bathrooms Total Integer: 2
Bathrooms Total Decimal: 1.5
Bathrooms Full: 1
Bathrooms Half: 1

Bedroom Information
Bedrooms Total: 3

Heating & Cooling
Has Heating
Cooling: Central Air, Heat Pump
Heating: Electric, Forced Air
Has Cooling

Interior Features
Interior Features: Primary Downstairs, Solid Surface Counters, Tile Shower
Fireplace Features: Wood Burning
Has Fireplace(s)
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Water Heater
Flooring: Hardwood, Tile

Other Rooms Information
Primary Bedroom
Living Room
Laundry
Kitchen
Eating Area

Exterior

Exterior Features
Exterior Features: RV Hookup
Roof: Metal
Security Features: Carbon Monoxide Detector(s), Smoke Detector(s)
Window Features: ENERGY STAR Qualified Windows

Building Information
Year Built: 1978
Living Area: 1440.0
Building Area Total: 1440.0
Common Walls: No Common Walls, No One Above, No One Below
Levels: One
Construction Materials: Frame
Other Structures: Animal Stall(s), Barn(s), Shed(s), Storage, Workshop
Accessory Dwelling Unit YN: No
Foundation Details: Stemwall

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Audio Surveillance on Premises YN: Yes
Video Surveillance on Premises YN: Yes
Short Term Rental Permit YN: No

Farm Information
Horses Allowed

Land Information
Road Surface Type: Paved
Road Frontage Type: Shared Access
Flood Unknown: Yes

Lot Information
Lot Size Sq. Ft.: 437342.4
Lot Size Acres: 10.04
Lot Size Area: 10.04
Lot Features: Adjoins Public Lands, Drip System, Fenced, Garden, Landscaped, Level, Native Plants, Sprinkler Timer(s), Sprinklers In Front, Sprinklers In Rear, Wooded, Xeriscape Landscape
Lot Size Units: Acres
AdditionalParcelsYN: Yes
Additional Parcels Description: 158498
Zoning Description: RR10

Financial

Tax Information
Tax Annual Amount: 6360.94
Tax Year: 2024
FIRPTA YN: No

Lease Information
Rented YN: No

Financing Information
Buyer Financing: Conventional

Utilities

Utility Information
Water Source: Well
Sewer: Septic Tank
Phone Connected
Public Utilities

Location

HOA Information
Has Association
Association Fee: $200
Association Fee Frequency: Annually
Association Amenities: Snow Removal

School Information
Elementary School: Sisters Elem
Middle Or Junior School: Sisters Middle
High School: Sisters High

Community Information
Community Features: Access to Public Lands
CCR's YN: Yes

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 1,440
Stories: 1.0
Lot Size: 5.04 acres
Style: Single Family Residential
Year Built: 1978
Year Renovated: —
County: Deschutes County
APN: 158498

Home facts updated by county records on Aug 13, 2026

Around this home

Schools

Sisters Elementary School

Public K-5 • Assigned • 1.6mi

8/10

Sisters Middle School

Public 6-8 • Assigned • 1.5mi

7/10

Sisters High School

Public 9-12 • Assigned • 1.5mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

3% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 93° expected this year, 15 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

10/10 Air Factor

26 unhealthy days expected this year, 27 days in 30 years

Provided by First Street

Historical weather

Sisters, OR • 97759

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 10.7 hours in June and 2.3 hours in December, which is comparable to the U.S. average for solar exposure.

10.7 hrs

2.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.00M – $1.21M

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Nearby similar homes

$1,795,000

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Felicia Mondragon • Keller Williams Realty Eugene and Springfield

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3D WALKTHROUGH

$679,000

3 beds2 baths1,800 sq ft

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2 beds4 baths1,878 sq ft

69741 Old Wagon Rd, Sisters, OR 97759

New listings for sale in 97759

$1,775,000

4 beds3 baths3,174 sq ft

18130 Wanona Rd, Sisters, OR 97759

$1,750,000

5 beds3 baths2,860 sq ft

70435 Cutmint Unit GM 220, Sisters, OR 97759

3D WALKTHROUGH

$799,000

2 beds2 baths1,975 sq ft

305 W Washington Ave, Sisters, OR 97759

$1,100,000

3 beds2.5 baths2,268 sq ft

69173 Bay Dr, Sisters, OR 97759

$685,000

2 beds2 baths1,776 sq ft

16073 Lower Cattle Dr, Sisters, OR 97759

3D WALKTHROUGH

$849,000

4 beds4 baths4,004 sq ft

14590 Mountain View Loop, Sisters, OR 97759

$795,000

3 beds2 baths1,654 sq ft

70616 Heather Unit SM 198, Sisters, OR 97759

3D WALKTHROUGH

$1,595,000

3 beds3.5 baths3,294 sq ft

17111 Lady Caroline Dr, Sisters, OR 97759

3D WALKTHROUGH

$825,000

2 beds2 baths2,075 sq ft

17555 Mountain View Rd, Sisters, OR 97759

Home values near 69269 Crooked Horseshoe Rd

Data from public records.

Address	Redfin Estimate
69287 Crooked Horseshoe Road, Sisters, OR 7 Beds \| 4.5 Baths \| 4725 Sq. Ft.	$1,810,577
69300 Crooked Horseshoe Road, Sisters, OR 3 Beds \| 3 Baths \| 3270 Sq. Ft.	$1,815,783

Address	Redfin Estimate
69280 Crooked Horseshoe Road, Sisters, OR 4 Beds \| 2.5 Baths \| 2475 Sq. Ft.	$1,314,460
69350 Crooked Horseshoe Road, Sisters, OR 3 Beds \| 2 Baths \| 2080 Sq. Ft.	$1,575,108

Address	Redfin Estimate
69239 Crooked Horseshoe Road, Sisters, OR 4 Beds \| 4.5 Baths \| 5260 Sq. Ft.	$2,035,878
69255 Crooked Horseshoe Road, Sisters, OR 3 Beds \| 3 Baths \| 2979 Sq. Ft.	$1,547,924

Property information provided by MLSCO when last listed in 2025. This data may not match . Learn more.

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