```
Evelyn Winningham

Evelyn Winningham
Real Estate Agent (Principal Broker)
Jacksonville OR

Principal Broker (OR: 200805101)

11 years experience

REALTOR® 5 Active Listings Serves Jackson County, OR
View on Realtor.com

Contact Information

Brokerage
Ramsay Realty

Office Website
Office Address
9494 Upper Applegate Rd
Jacksonville, OR  97530
(Jackson County)
Office Phone
541-899-1184
Office Fax
Mobile
541-951-7055
Email
prop***************@*****.com
Show Email for $5

Service Areas

Medford: OR Central Point: OR Ashland: OR Eagle Point: OR Butte Falls: OR Gold Hill: OR Rogue River: OR Foots Creek: OR Merlin: OR Grants Pass: OR Jacksonville: OR Applegate: OR Ruch: OR Phoenix: OR White City: OR New Hope: OR Redwood: OR Trail: OR

About Evelyn Winningham

Since entering the real estate sector as an assistant in 2006, this professional quickly transitioned into property management, gaining valuable experience. From 2008 to 2014, working on a referral basis with various agents provided a comprehensive understanding of diverse real estate styles, ultimately leading to a successful partnership with Ramsay Realty.

Having earned a Principal Broker's license, this individual remains passionate about their career. As a fourth-generation member of the Winningham family in the valley, they prioritize fostering enduring relationships with clients and the community. Their commitment is to ensure that every client feels assured that their needs are being met with the utmost care and professionalism.

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

$647,711
Avg. Listing Price
From Evelyn'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, Evelyn Winningham has 5 properties for sale in Jacksonville and surrounding areas.

$359,000

Listed 2026-02-10

17275 Water Gap Rd
Williams, OR  97544

Beds: 1.0
Baths: 1.0
Sq Ft: 960
Lot: 95,396 sf
Single Family Map
View Full Details

$720,000

Listed 2025-10-09

588 Upper Applegate Rd
Jacksonville, OR  97530

Beds: 4.0
Baths: 3.5
Sq Ft: 3,247
Lot: 28,314 sf
Single Family Map
View Full Details

$395,000

Listed 2026-02-02

5000 Thompson Creek Rd
Applegate, OR  97530

Beds: 2.0
Baths: 1.0
Sq Ft: 1,824
Lot: 1,659,200 sf
Single Family Map
View Full Details

$300,000

Listed 2026-01-05

2905 Birdseye Creek Rd
Gold Hill, OR  97525

Beds:
Baths:
Sq Ft:
Lot: 4,222,706 sf
Land Map
View Full Details

$390,000

Listed 2026-02-12

11220 Duggan Rd
Central Point, OR  97502

Beds: 3.0
Baths: 1.0
Sq Ft: 1,104
Lot: 108,029 sf
Single Family Map
View Full Details

$149,500

Listed 2025-04-09

Carberry Creek Rd Unit Tl , 800
Jacksonville, OR  97530

Beds:
Baths:
Sq Ft:
Lot: 217,800 sf
Land Map
View Full Details

Current Property Rentals

Evelyn Winningham currently has no rental properties available in Jacksonville and surrounding areas. Check back later.