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DeAnna R Sickler

DeAnna R Sickler
Real Estate Agent (Principal Broker)
Ashland OR

Principal Broker (OR: 199912011)

26 years experience

REALTOR® 14 Active Listings Serves Jackson County, OR
View on Realtor.com

Contact Information

Brokerage
John L Scott Ashland

Office Website
Office Address
320 E Main St Ste 100
Ashland, OR  97520
(Jackson County)
Office Phone
541-488-1311
Office Fax
Mobile
541-621-3125
Email
dean*********@**********.com
Show Email for $5

Service Areas

Medford: OR Ashland: OR Jacksonville: OR Applegate: OR Ruch: OR Phoenix: OR Central Point: OR Talent: OR

About DeAnna Sickler

DeAnna Sickler has established herself as a leading figure in the Southern Oregon real estate market, boasting over 20 years of experience. She is dedicated to assisting both buyers and sellers throughout the Rogue Valley, guiding her clients toward achieving their long-term real estate goals.

Dyan Lane joined DeAnna's team more than 13 years ago, enhancing the level of service offered to their clients. With a robust background in customer service, Dyan embraces the challenges that arise during the buying and selling process, ensuring a seamless experience for all involved.

Together, DeAnna and Dyan have consistently ranked among the top producers in Southern Oregon real estate, recognized for their exceptional service. They have received the prestigious Top 1% Award from John L. Scott for ten consecutive years, an honor bestowed upon a select group of agents in Oregon and Southwest Washington. In 2019, they achieved remarkable success, closing over $51 million in transactions, contributing to John L. Scott's overall sales of more than $900 million—double that of their nearest competitor. Their impressive performance continued in 2020 with over $47.5 million in closed sales, outpacing all other brokers and broker teams in the Ashland John L. Scott office. In 2021, they reached an extraordinary milestone, closing $77.6 million in volume. Throughout their careers, they have represented over 1,000 clients in various real estate transactions.

What distinguishes DeAnna and Dyan's partnership is their full-time commitment and genuine passion for their work. They adopt a straightforward approach to their business, earning a reputation for their honesty and diplomacy. Affectionately known as "the girls" by their community, they are supported by two licensed broker associates, Linda Haxton and Britney Anding, who assist with daily operations, property showings, and various tasks as needed. All four women take pride in their comprehensive understanding of the real estate business, including marketing, online exposure, inventory management, client relations, and current market trends. Rather than building a large team, DeAnna and Dyan believe that every detail matters, and they are consistently praised for their high level of service and personal attention.

In addition to their professional endeavors, the team is deeply committed to giving back to their community. They believe in the importance of "paying it forward" and actively reinvest in local initiatives. Their volunteer efforts and financial contributions support organizations such as Young Life, Special Olympics, Medford Earth Angels, Sparrow Club, the Children’s Advocacy Center, academic scholarship programs, and Redemption Ridge.

For those seeking dedicated and successful brokers who prioritize their clients' needs, DeAnna and Dyan are an excellent choice. Their clients often remark on the enjoyable experience of working with them, making the process not only productive but also fun.

Jackson County, OR Real Estate Market Analysis (Single Family Homes)

$647,711
Avg. Listing Price
From DeAnna's portfolio
3.3 / 2.5
Avg. Beds/Baths
Typical property size
2,110 sf
Avg. Square Footage
Interior living space
1134
Active Listings
Current inventory

Jackson County's real estate market operates as a fascinating blend of urban sophistication and rural charm, anchored by Medford's growing metropolitan area while extending into the pristine wilderness that makes Southern Oregon so distinctive. The market has experienced remarkable resilience over recent years, with buyers drawn to the region's exceptional quality of life, favorable climate, and proximity to both California markets and Portland's economic opportunities.

With 902 actively licensed real estate agents serving the county, the professional landscape reflects both the market's maturity and its continued growth potential. What's particularly noteworthy is that all 902 agents maintain email contact information, indicating a tech-savvy professional community that's well-equipped to serve today's digitally-connected clientele.

Major Jackson County, Oregon Real Estate Markets

Medford dominates as the county's primary real estate hub, offering everything from historic downtown condominiums to sprawling suburban developments that cater to families and retirees alike. The Rogue Valley's other significant markets include Ashland, renowned for its cultural attractions and university presence, which creates a unique premium market segment. Central Point and Phoenix have emerged as attractive alternatives for buyers seeking more affordable options while maintaining access to metropolitan amenities.

The rural markets throughout Jackson County present compelling opportunities, particularly in areas like Gold Hill, Rogue River, and the unincorporated communities scattered throughout the valley. These markets often feature larger properties, agricultural land, and recreational properties that appeal to buyers seeking lifestyle changes or investment opportunities in Oregon's celebrated outdoor recreation economy.

Market Dynamics and Geographic Complexity

Jackson County's real estate market demonstrates surprising complexity, with micro-markets that can vary dramatically within short distances. Properties near the California border often attract buyers fleeing higher tax states, while areas closer to the Cascade Range appeal to outdoor enthusiasts and remote workers who prioritize access to hiking, skiing, and other recreational activities. The county's diverse elevation zones create distinct climate patterns that significantly influence property values and buyer preferences.

Seasonal fluctuations play a major role in market dynamics, with spring and summer months typically seeing increased activity from out-of-state buyers who discover the region during vacation visits. The presence of retirement communities has created a steady demand for single-story homes and age-in-place properties, while the growing tech and healthcare sectors in Medford generate demand for modern housing options that appeal to younger professionals.

Why Businesses Need Jackson County, Oregon Agent Contact Data

Mortgage lenders, insurance companies, and financial services firms can leverage comprehensive agent contact information to build relationships in this active market where agents handle diverse property types and client demographics. The county's mix of first-time homebuyers, retirees, and investment purchasers creates multiple touchpoints for service providers who understand the local market nuances.

Home service companies, contractors, and real estate technology firms benefit enormously from direct access to Jackson County's agent network, as these professionals frequently coordinate renovations, inspections, and property improvements for clients. Given that all 902 agents maintain current email contacts, businesses can efficiently reach decision-makers who influence significant real estate transactions throughout Southern Oregon's most dynamic market.

Current Property Listings

As of 2/17/2026, DeAnna Sickler has 14 properties for sale in Ashland and surrounding areas. These are the top 10 listings.

$165,000

Listed 2024-08-14

138 Monterey Dr
Medford, OR  97504

Beds:
Baths:
Sq Ft:
Lot: 71,003 sf
Land Map
View Full Details

$7,950,000

Listed 2025-04-21

503 Quail Ln
Grants Pass, OR  97526

Beds: 3.0
Baths: 3.0
Sq Ft: 5,275
Lot: 772,754 sf
Single Family Map
View Full Details

$425,000

Listed 2025-07-07

175 Quail Ln
Grants Pass, OR  97526

Beds:
Baths:
Sq Ft:
Lot: 453,024 sf
Land Map
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$935,000

Listed 2025-11-06

4742 Hathaway Dr
Medford, OR  97504

Beds: 4.0
Baths: 4.0
Sq Ft: 3,709
Lot: 13,939 sf
Single Family Map
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$625,000

Listed 2025-11-03

250 Cambridge Dr
Grants Pass, OR  97526

Beds: 4.0
Baths: 2.0
Sq Ft: 2,662
Lot: 111,514 sf
Single Family Map
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$225,000

Listed 2026-01-20

350 Josephines Way
Jacksonville, OR  97530

Beds:
Baths:
Sq Ft:
Lot: 9,148 sf
Land Map
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$185,000

Listed 2026-01-20

400 Josephines Way
Jacksonville, OR  97530

Beds:
Baths:
Sq Ft:
Lot: 5,663 sf
Land Map
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$250,000

Listed 2026-01-20

425 Josephines Way
Jacksonville, OR  97530

Beds:
Baths:
Sq Ft:
Lot: 13,068 sf
Land Map
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$150,000

Listed 2026-02-09

Kellogg St
Gold Hill, OR  97525

Beds:
Baths:
Sq Ft:
Lot: 8,276 sf
Land Map
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$1,595,000

Listed 2026-02-04

1475 Dead Indian Memorial Rd
Ashland, OR  97520

Beds: 4.0
Baths: 3.5
Sq Ft: 4,382
Lot: 1,087,258 sf
Single Family Map
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Current Property Rentals

DeAnna Sickler currently has no rental properties available in Ashland and surrounding areas. Check back later.