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$433,000
220218990 MLS
This versatile property presents a rare dual-income investment opportunity with two well-maintained residences on one lot. The primary 1,056-square-foot 1945 cottage features two bedrooms, a full bath, and vintage character showcased through formal dining built-ins, a cozy kitchen nook, and an expansive laundry porch. Modern updates like a newer roof and white vinyl windows offer peace of mind, complemented by a private patio and detached garage. Tucked quietly on the alley, the second 1978 residence includes two bedrooms, one bath, a walk-in pantry, laundry hookups, and fresh carpets. This unit features its own carport, private patio, and a yard with efficient irrigation. Both homes show beautifully and are currently occupied by stable tenants, providing immediate cash flow for the new owner. Priced for a quick, clean sale, this solid investment package is a turnkey addition to any portfolio--hurry, as a high-performing property like this won't last long!

306 Vancouver Avenue, Medford

$1,466,000
2 Beds 4 Baths 220218853 MLS
You'll be in a prime spot right in Ashland's Railroad District/Spur Rail Subdivision, a super desirable area! Just hop on the elevator to the top! This place has a fantastic modern design, with 770 square feet of first-floor commercial space and a luxurious 2-story home on the 2nd and 3rd floors. You'll find premium finishes everywhere, a huge rear patio, vaulted ceilings, big windows, an open floor plan, and materials that are easy to take care of, so they last. Plus, the property is set up to get the most out of solar panels. You'll have amazing views of Grizzly Peak to the north and Mt. Ashland to the south--it's truly a dream location. The property is zoned E1 commercial (Ashland Employment District with Residential Overlay). There's a single-car garage, EV charging, and the square footage has grown. The windows have also been upgraded to Milgard Fiberglas;, each parcel comes with a 1/6th interest in the parking lot next door.

138 Clear Creek Drive, Ashland

$2,500,000
220217226 MLS
Located in the vibrant core of Ashland, 145 E Main Street presents a rare opportunity to own a historic, income-producing commercial asset in one of Oregon's most desirable downtown districts. Built in 1905, this classic property blends timeless character with strong investment fundamentals, currently delivering a 6% cap rate. The building offers 3,960 sq ft of commercial/retail space, presently occupied by professional office users and a popular locally owned restaurant that benefits from excellent downtown foot traffic. In addition, the property includes 2,920 sq ft of parking or warehouse storage space, currently leased as income-generating parking spaces--an increasingly valuable amenity in downtown Ashland. Positioned along E. Main St in the heart of the city's dining, shopping, and cultural corridor, this property provides investors with stable tenancy, multiple revenue streams, and long-term upside in a highly sought-after market. And 1 block from the Shakespeare Festival!

145 E Main Street, Ashland

$760,000
220216441 MLS
Versatile commercial building in the heart of downtown Ashland - surrounded by retail and restaurants, within one block of the Oregon Shakespeare Festival! Eight tenant suites with an established mix of professional and personal services, restaurant, and hair salon. Main level features a 55' x 10' breezeway to Will Dodge Way, three individual suites, and one common area bathroom. Upper level with five additional suites, full commercial kitchen, two additional shared bathrooms, and storage closets. High-traffic location with excellent visibility and ample public parking directly across Lithia Way. Recent appraisal of income and comparable sales with market value opinion available. Inquire with agents to access additional documentation and details!

116 Lithia Way, 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

$294,500
2 Beds 1 Baths 220212537 MLS
Attractively updated 2BD/1BA for your next home or investment property! The detached garage of 672 sq.ft. (24'x28') offers roomy storage & hobby space! For rental income or your favorite mother-in-law, convert the garage into an ADU- city of Medford gave prior planning approval & sample plans are attached. Ask about the SDC Reduction Program for huge savings on development fees! Existing home shows bright w/modern fixtures, tasteful finishes and an efficient floor plan. Expansive attic w/lights installed- ready to finish as a loft or additional living space. Central kitchen w/stainless steel appliances, concrete countertops and dining bar. Spacious laundry & mud room w/exterior door. Upgrades in recent years include: metal roof & gutters, dual pane vinyl windows, ductless mini-split for heating & cooling, insulation, interior & exterior paint, flooring, tankless water heater, front and back porches, and fenced front yard. Alley access to off-street RV & vehicle parking. View today!

16 Quince Street, Medford

$618,000
220212254 MLS
Now is your time to own a piece of Central Point history! Prime Downtown corner location with incredible visibility! Rare opportunity in a long-standing location that seldom comes available. This property has been part of the community for decades with generations of memories tied to it and it truly shows. The building offers so much potential with its placement in the heart of downtown and the added perk of income from the Crackin and Stackin restaurant that currently rents the back space. The property was formerly Roy's Pioneer Club and remains a recognizable Central Point landmark. This 3,243 square foot commercial building sits on a prime corner with EC employment commercial zoning that allows for a wide range of uses. Built in 1954 and updated over time, it offers strong visibility along E Pine Street, excellent exposure, easy and abundant parking, and endless opportunities for an investor or an owner user.

217 E Pine Street, Central Point

$305,000
2 Beds 2 Baths 220211805 MLS
Investor alert! Beautiful home with a detached ADU—both homes rented with excellent long-term tenants bringing in instant income. The main home features 2 bedrooms, 1 bath, charming arched doorways, a welcoming front porch, open floor plan, a bright kitchen with breakfast bar, and a large laundry room with cabinetry for extra storage. The detached studio ADU offers a mini-split system for heating and cooling, full kitchen, laundry, full bath and alley access parking. Newer roof, updated vinyl windows and new sidewalks add extra value. The garage with alley access is being used as two separate storage spaces for tenants. Both homes are in good condition and well maintained. Tenants wish to stay, providing instant, stable cash flow for the next owner. Strong rental history and low-maintenance setup make this a perfect turnkey investment opportunity. 24-hour notice required for showings—please be respectful of tenants.

341 Haven Street, Medford

$991,800
3 Beds 3 Baths 220210724 MLS
Stunning new construction in Ashland's Magnolia Meadows! This exceptional 3-bedroom home features a unique design and thoughtful use of space, making it a true neighborhood gem. Enjoy a pitched roof ready for solar panels, a fully fenced yard with drip irrigation, and beautiful landscaping with views of Grizzly Peak. Inside, benefit from top-of-the-line heating and cooling, on-demand hot water, and heated flooring in the primary bath. Elegant vaulted ceiling with skylights and clear story windows that envelope rooms with light. Gas fireplace serves as a focal point, complemented by 8-foot rift oak doors. Single-story living with no carpeting, deluxe primary suite, beautiful wide planked hardwood oak floors with the expansive living and dining area featuring custom built-ins, quartz countertops, and gourmet kitchen with a 36'' Bosch induction range, wine cooler, and more. Discover your dream home today!

381 Clinton Street, Ashland

$1,111,500
3 Beds 3 Baths 220210654 MLS
Stunning new construction in Ashland's Magnolia Meadows! This exceptional 3-bedroom home features a unique design and thoughtful use of space, making it a true neighborhood gem. Enjoy a pitched roof ready for solar panels, a fully fenced yard with drip irrigation, and beautiful landscaping with views of Grizzly Peak. Inside, benefit from top-of-the-line heating and cooling, on-demand hot water, and heated flooring in the primary bath. Elegant vaulted ceiling with skylights and clear story windows that envelope rooms with light. Gas fireplace serves as a focal point, complemented by 8-foot rift oak doors. Single-story living with no carpeting, deluxe primary suite, beautiful wide planked hardwood oak floors with the expansive living and dining area featuring custom built-ins, quartz countertops, and gourmet kitchen with a 36'' Bosch induction range, wine cooler, and more. Discover your dream home today!

391 Clinton Street, Ashland

$995,000
220209328 MLS
Only 2 blocks from the proposed new Minor League Baseball Stadium, conference center, & hotels at Hawthorne Park & the downtown revitalization plan! Next door to Lithia Motors Headquarters this rare gem is for you if you're looking for a large (dividable) office building in Downtown Medford. Located in the Lithia Commons & priced competitively @ $69.40 per sq ft, this 14,338 sq ft building features 2 levels, kitchen & break room, 8,338 sq ft upstairs & a ~6,000sqft basement, multiple private offices, ample storage, & great exposure! C-C zoning allows a variety of different businesses (contact City for additional information). Owner is motivated & willing to consider all offers. If you have an idea the seller is willing to consider it to make your dream happen today!

145 N Bartlett Street, Medford

$899,000
220208872 MLS
Exclusively presented for sale - 114 West Main Street, an iconic downtown core commercial building in Medford, Oregon (the ''Property''). As one of the largest and lowest price per square foot buildings available in all of Medford, the Property's value and opportunity is one-of-a-kind. Originally constructed in 1909, the Property has underwent extensive recent renovations while maintaining its historic character and charm. Encompassing over 21,000 SF of usable space across 3 floors, the Property enjoys good visibility, both by vehicle and pedestrian traffic. The walls of glass frame the entry way, leading to an airy first floor with display space and stockrooms. The 2nd floor is accessed by the grand central stair, and offers additional inventory space. The top floor is a highlight - the tall ceilings, natural light, and charm offer an incredible space for any user. All systems appear to be well-maintained, and occupancy is available at or before closing. Contact brokers for more info!

114 W Main Street, Medford

$3,250,000
4 Beds 6 Baths 220202198 MLS
One of a kind, Old East Medford estate nestled on over 2 acres of lush, park-like grounds! An Old English country-style home, its charm timeless. In addition, a 2-car garage, an elegantly appointed 1 bed/1 bath guest house, a newly built pool w/automatic cover & pool house w/living area & full bath. A spacious 3+ car garage & workshop w/convenient alley access, complemented by a beautiful, gated entry & a newly paved circular driveway encircling the entire property. Built in 1910, the house has witnessed more than a century of changing seasons, preserving its timeless elegance & charm. Majestic trees w/wide canopies provide shade for picnics & games, while a charming orchard of apple & pear trees add seasonal beauty. The estate is truly a sanctuary, a perfect blend of history, nature & modern living. Great care was taken to honor the main residence's original character yet all the wiring, plumbing & mechanical systems have been completely replaced & new structural supports added.

1503 E Main Street, Medford

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: