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$159,900
2 Beds 1 Baths 220212880 MLS
Welcome to your perfect Southern Oregon Retreat at 16170 Highway 66 in Ashland! This charming 2-bedroom, 1-bathroom single-wide home offers 840 square feet of comfortable living space on a generous .59-acre lot, providing the ideal blend of cozy functionality and outdoor potential. Whether you're seeking a peaceful vacation getaway just minutes from Ashland's renowned cultural attractions, wineries, and outdoor recreation, or looking for a smart investment property in one of Oregon's most desirable destinations, this well-proportioned home delivers exceptional value. The spacious lot offers room for gardening, outdoor entertaining, or simply enjoying the natural beauty of the Rogue Valley, while the efficient floor plan ensures easy maintenance and comfortable year-round living. Don't miss this rare opportunity to own an affordable piece of Ashland's lifestyle at an attractive price point!

Ashland

$1,249,000
8 Beds 9 Baths 220212846 MLS
Just blocks from downtown, this historic gem blends charm and flexibility. Original fir floors, built-ins, high ceilings, and abundant natural light pair with modern updates. Enjoy the welcoming lawn, pollinator garden, and large covered front porch. The main level offers spacious living and dining areas, kitchen, half bath, and generous entry spaces. A 1-bedroom apartment with interior and private exterior access--includes a kitchen, laundry and full bathroom--a separate additional en-suite bedroom with exterior entry adds versatility. Upstairs are four lovely en-suite bedrooms, one with a balcony, all with updated Renewal by Andersen windows and balcony door. A detached 704 sq ft, 2 bedroom, 1.5 bath, single level cottage with its own address and electric meter provides added flexibility or income potential. With six paved off-street parking spaces, sheds, on-street parking, and alley access, this property offers exceptional possibilities for multi-generational living or investors.

451 N Main Street, Ashland

$449,900
4 Beds 2 Baths 220210875 MLS
Ashland Property w/ Flexible Living & Income Potential! Conveniently located near downtown Ashland, this unique property offers versatile living options and established rental income. Officially a single-family home, it features separate living areas that can function independently or be opened to the main living space for family, guests, or extended living. The layout includes a kitchenette, second bathroom, & private rooms sharing only the laundry area. A detached garden shed converted to a small cabin near the creek offers a quiet retreat space & is currently rented. Current rents total $3,500 per month--$2,200 from Unit 3, $700 from Unit 1, & $600 from the cabin. Prior short-term rentals of Units 1 & 2 averaged about $1,800 monthly. The EFU-zoned lot includes creek frontage, irrigation rights, & a fenced yard suitable for gardening. Updates include a 2020 well pump, pressure tank, reverse osmosis system, & ceiling fans. Close to Lithia Park, Oregon Shakespeare Festival, SOU, & etc.

488 Crowson Road, Ashland

$540,000
4 Beds 3 Baths 220207842 MLS
Live Among the Wildlife in this Forest Retreat! A rare combination of peaceful wilderness & modern comfort. Custom home nestled on 6 forested acres bordering expansive public lands. Watch deer families wander through the yard & enjoy a unique ''treehouse'' perspective, where your main living spaces sit among the treetops. Designed across 3 thoughtfully planned levels, the home's main floor offers elevated living w/ serene forest views. Spacious living & dining areas open to a beautiful chef's kitchen w/ large pantry for storage. The half bath & three access points to the wraparound deck make indoor-outdoor living effortless. Cathedral-style covered deck w/ ramp access is a great outdoor sanctuary. Upstairs are 3 inviting bedrooms, one w/ private deck & direct access to bathroom. Finished daylight basement provides flexibility w/ a large bonus room, additional bedroom, full bath & laundry room w/ laundry chute from upper level. Privacy, tranquility & a true connection w/ nature.

939 Beaver Creek Road, Jacksonville

$449,000
3 Beds 1 Baths 220206655 MLS
Fish Lake Vacation Cabin For Sale. Attention outdoor enthusiasts, year round adventure awaits! This cabin comes fully furnished & includes a small dock, & shed. It has a septic system & potable water system. The land is owned by the Forest Service, requiring a yearly lease fee $2727 Roughly 35 miles Northeast of Medford, this Lake cabin is an ideal getaway. Tucked among towering evergreens, this charming cabin has a way of welcoming you from the moment you arrive. Unlike many cabins, this one offers an indoor bathroom w/ a septic system, a shower, sauna, a pellet stove & a furnace. The cabin has a roomy living area w/high ceilings of rough sawn lumber, open to the kitchen and ample windows facing the lake. Additionally, there is a large deck that extends the entire width of the cabin to further enjoy the idyllic scenery & distant lake view. Cabin is not easily visible from the Lake because of the massive conifers that surround it & keep it nice & cool. Cash only purchase.

4 Fish Lake Tract G, Eagle Point

$229,900
2 Beds 1 Baths 220204025 MLS
BEAUTIFUL LIGHT AND BRIGHT END UNIT with views of the golf course. Don't miss this opportunity! This 2-bedroom, 1-bath condo is located in the Oak Knolls neighborhood of Ashland. The kitchen is bright with plenty of cabinet space, a garden window and a pass-through to the dining room. The living room and primary bedroom open up onto a spacious, covered private outdoor patio. This unit boasts upgraded flooring with newer kitchen and laundry appliances. The bathroom features a large step-in shower and a bidet. This unit has a lot of storage space with 3 hall closets, a storage closet on the balcony and in the covered parking area, as well as large bedroom closets. You can enjoy the tranquil views of the community garden & backyard, and the beautiful Ashland hills from your living room or primary bedroom. The unit has updated plumbing, fresh paint inside & out and a newly repaved parking lot with carport! One Seller has active Real Estate License in the State of Oregon

854 Twin Pines Circle 7 Unit 7, Ashland

$739,000
8 Beds 6 Baths 220202135 MLS
OWNER FINANCE TERMS AVAILABLE! Competitive interest rate offered w/ flexible terms & savings including NO LENDER POINTS OR FEES! This property offers a positive cash flow investment or multi-family living opportunity w/ 3 newer homes on one lot. Unit A is a frame construction 1,608 sf home rebuilt in 2014 w/ 3 beds & 2 baths & a new HVAC in 2022. Unit B is a 1,456 sf manufactured home built in 2016 w/ 3 beds & 2 baths; new flooring installed. Unit C is an 840 sf manufactured home built in 2014 which offers 2 beds & 2 baths. There are 2 good producing wells on the property; one serves Unit A, & the other serves Units B & C. Unit A has a large matching shed & a well house w/ extra rm for storage. Unit B has 2 matching sheds & a front deck perfect for entertaining. Unit C has a matching shed & greenhouse. Each unit has a private fenced yard & a large level undeveloped area at the rear of the property offers room for RV parking, shop space, or more. All 3 units are rented.

225 Wilson Road, Central Point

$339,500
3 Beds 1 Baths 220201154 MLS
Great Home! 3 bedrooms, family room with fireplace. new roof, new carpet, new paint inside and out, new 200-amp service and circuit breaker panel. Fenced side yard and fenced RV Parking with 10-foot gates, inground sprinklers, low maintenance yard. Wonderful Residence or Business Location. Close to shopping and bus lines. Owner user, live in your place of business, or lease out as investment. Great Corner Location for offices or service businesses. Masseuse shop, beauty salon, attorney offices, accountants, etc. Versatile zoning C-SP allows many uses. Property is VACANT, ready to occupy. $1,500 credit for new kitchen appliances and seller will provide one year home warranty policy with American Home Shield. Property is broker owned.

1204 W Main Street, Medford

$799,000
1 Beds 2 Baths 220200581 MLS
It's all about the beautiful 13.39 contiguous acres with 12.6 acres of TID irrigation, panoramic views and just minutes to downtown Ashland. Family owned since 1964, the original home was built in 1915. There are 3 separate tax lots, one with the original home,8-stall horse barn and workshop (5.81 acres), one that has a non-expiring homesite (confirm with county) with fantastic panoramic views (4.53 acres) and the third with a large barn (3.05 acres) and separate access. All 3 may be sold separately (check with Jackson County Planning). Tax lot #700 has a small home, large shop, a 8-stall barn, tack room and small living quarters in the back. There is a 2-story barn on tax lot #300. The portion of the property growing grass and clover for hay produces approximately 600 bales and has wheel line irrigation. There are many other potentials for this EFU property.

1249 N Valley View Road, Ashland

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: