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560 S Oregon Street, Jacksonville

Built in 1910, this historic home of secondary significance perfectly blends timeless charm with modernized comfort, located just a short walk from vibrant downtown Jacksonville's local shops, parks, fine dining, award-winning wineries, and the renowned Britt Music & Arts Festival. Inside, the home offers 3 bedrooms, including 2 en-suite bedrooms, and 2 beautifully remodeled full bathrooms. The updated, functional kitchen flows seamlessly into the dining area, where a sliding glass door opens to a private backyard oasis with persimmon, peach, pear, apple, fig, pomegranate, table grapes and olive trees. This remarkable property has an expansive pottery shed--formerly the studio of a celebrated local artist--and a generous attic space offering endless potential for a home office, studio, or hobby room. Come experience life in Southern Oregon at its best!

3 Beds ⋅ 2 Baths ⋅ 220228605 MLS

Built in 1910, this historic home of secondary significance perfectly blends timeless charm with modernized comfort, located just a short walk from vibrant downtown Jacksonville's local shops, parks, fine dining, award-winning wineries, and the renowned Britt Music & Arts Festival. Inside, the home offers 3 bedrooms, including 2 en-suite bedrooms, and 2 beautifully remodeled full bathrooms. The updated, functional kitchen flows seamlessly into the dining area, where a sliding glass door opens to a private backyard oasis with persimmon, peach, pear, apple, fig, pomegranate, table grapes and olive trees. This remarkable property has an expansive pottery shed--formerly the studio of a celebrated local artist--and a generous attic space offering endless potential for a home office, studio, or hobby room. Come experience life in Southern Oregon at its best!

560 S Oregon Street, Jacksonville

Applegate Street, Jacksonville

Rare opportunity to own 3 adjoining parcels being sold together within the city limits of Jacksonville! This high-potential property offers a combined 19.23 acres across three separate tax lots, creating endless possibilities for future development, investment, or estate living. Parcel #1 (10002611) consists of 4.86 acres, Parcel #2 (10982036) offers 10 acres, and Parcel #3 (10994694) includes 4.37 acres. With a prime location inside Jacksonville city limits, this unique offering combines space, privacy, and convenience while being just minutes from downtown, dining, shopping, and local amenities. Properties with this much acreage, multiple parcels, and potential within city limits are increasingly hard to find. Buyer to complete their own due diligence regarding land use, development potential, utilities, and approved uses. Exceptional opportunity to secure a large acreage holding in a highly desirable Southern Oregon location.

Rare opportunity to own 3 adjoining parcels being sold together within the city limits of Jacksonville! This high-potential property offers a combined 19.23 acres across three separate tax lots, creating endless possibilities for future development, investment, or estate living. Parcel #1 (10002611) consists of 4.86 acres, Parcel #2 (10982036) offers 10 acres, and Parcel #3 (10994694) includes 4.37 acres. With a prime location inside Jacksonville city limits, this unique offering combines space, privacy, and convenience while being just minutes from downtown, dining, shopping, and local amenities. Properties with this much acreage, multiple parcels, and potential within city limits are increasingly hard to find. Buyer to complete their own due diligence regarding land use, development potential, utilities, and approved uses. Exceptional opportunity to secure a large acreage holding in a highly desirable Southern Oregon location.

Applegate Street, Jacksonville

809 Steeple View Lot 12 Unit Lot 12, Jacksonville

Come be a part of the Timber Ridge Estates- a unique subdivision that includes 23 beautiful view parcels of .25 acre +/- with approximately 12 acres of common space in between to provide privacy between neighbors. Each lot allows the owner to build close to the edge of the lot line which allows great flexibility for building and no lot touches each other. The Britt trail system is located on two sides of the subdivision. This parcel has beautiful views and many mature trees for privacy. The road is paved and electric, water, sewer, gas, & TV cable is located at the street. Enjoy quaint shops, restaurants, wineries, & the Britt Music Festival just blocks away. Only a few minutes drive to Medford's medical facilities & airport. Come enjoy the Jacksonville lifestyle!

Come be a part of the Timber Ridge Estates- a unique subdivision that includes 23 beautiful view parcels of .25 acre +/- with approximately 12 acres of common space in between to provide privacy between neighbors. Each lot allows the owner to build close to the edge of the lot line which allows great flexibility for building and no lot touches each other. The Britt trail system is located on two sides of the subdivision. This parcel has beautiful views and many mature trees for privacy. The road is paved and electric, water, sewer, gas, & TV cable is located at the street. Enjoy quaint shops, restaurants, wineries, & the Britt Music Festival just blocks away. Only a few minutes drive to Medford's medical facilities & airport. Come enjoy the Jacksonville lifestyle!

809 Steeple View Lot 12 Unit Lot 12, Jacksonville

807 Timber Ridge Drive 15 Unit 15, Jacksonville

Come be a part of the Timber Ridge Estates- a unique subdivision that includes 23 beautiful view parcels of .25 acre +/- with approximately 12 acres of common space in between to provide privacy between neighbors. Each lot allows the owner to build almost to the edge of the lot line which allows great flexibility for building and no lot touches each other. The Britt trail system is located on two sides of the subdivision. This parcel is large and has many mature trees for privacy. The road is paved and electric, water, sewer, gas, & TV cable is located at the street. Enjoy quaint shops, restaurants, wineries, & the Britt Music Festival just blocks away. Only a few minutes drive to Medford's medical facilities & airport. Come enjoy the Jacksonville lifestyle!

Come be a part of the Timber Ridge Estates- a unique subdivision that includes 23 beautiful view parcels of .25 acre +/- with approximately 12 acres of common space in between to provide privacy between neighbors. Each lot allows the owner to build almost to the edge of the lot line which allows great flexibility for building and no lot touches each other. The Britt trail system is located on two sides of the subdivision. This parcel is large and has many mature trees for privacy. The road is paved and electric, water, sewer, gas, & TV cable is located at the street. Enjoy quaint shops, restaurants, wineries, & the Britt Music Festival just blocks away. Only a few minutes drive to Medford's medical facilities & airport. Come enjoy the Jacksonville lifestyle!

807 Timber Ridge Drive 15 Unit 15, Jacksonville

321 Pair A Dice Ranch Road, Jacksonville

Experience exceptional luxury, privacy and space in Jacksonville, Oregon. Set on 5 private, park-like acres with sweeping mountain and city-light views, this Mediterranean-inspired estate offers nearly 10,000 sq ft, 4 primary suites, 6 baths, soaring ceilings and 8 fireplaces. A chef's kitchen, private wine cellar, home theater and fitness rooms elevate everyday living and entertaining. French doors open to expansive outdoor gathering spaces, a Pebble Tec pool and spa, and panoramic views. A private lower level offers flexible space for guests, extended family or recreation, while a detached guest casita adds privacy and versatility. The impressive 12-car garage accommodates automobile collections, storage and hobbies. Enjoy Southern Oregon wine country minutes from historic Jacksonville, Britt Music & Arts Festival and wineries, with convenient access to Ashland, Rogue Valley International-Medford Airport and private aviation services. A luxurious retreat for gracious living.

4 Beds ⋅ 6 Baths ⋅ 220203312 MLS

Experience exceptional luxury, privacy and space in Jacksonville, Oregon. Set on 5 private, park-like acres with sweeping mountain and city-light views, this Mediterranean-inspired estate offers nearly 10,000 sq ft, 4 primary suites, 6 baths, soaring ceilings and 8 fireplaces. A chef's kitchen, private wine cellar, home theater and fitness rooms elevate everyday living and entertaining. French doors open to expansive outdoor gathering spaces, a Pebble Tec pool and spa, and panoramic views. A private lower level offers flexible space for guests, extended family or recreation, while a detached guest casita adds privacy and versatility. The impressive 12-car garage accommodates automobile collections, storage and hobbies. Enjoy Southern Oregon wine country minutes from historic Jacksonville, Britt Music & Arts Festival and wineries, with convenient access to Ashland, Rogue Valley International-Medford Airport and private aviation services. A luxurious retreat for gracious living.

321 Pair A Dice Ranch Road, Jacksonville

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated:

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