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$4,000,000
220222181 MLS
A landmark downtown Ashland land offering. Just one block from Ashland's Plaza, this rare 1.18-acre commercial development site represents one of the last opportunities of its scale & prominence in the downtown corridor. Located within the Employment Zoning District, the property offers exceptional potential for hotel, conference center, mixed-use, luxury residential, retail, offices, or destination development. Extensive prior approvals include architectural, engineering, landscaping, utility, and entitlement plans for an 8-building mixed-use project with ground-level commercial spaces and luxury residences above. Current approvals expire Summer 2026 and may be eligible for renewal. With virtually no remaining undeveloped commercial land of this size in downtown Ashland, this offering combines exceptional visibility, strong street presence, & outstanding walkability to the Plaza, acclaimed restaurants, theaters, galleries, and Lithia Park. Rare scale. Rare location. Rare opportunity.

165 Water Street, Ashland

$900,000
5 Beds 4 Baths 220221548 MLS
2 HOMES AND A GUEST STUDIO/COTTAGE ON 1 LOT!!! Just 3 miles from town, this exceptional 11-acre property sits on a sunny south-facing hillside with breathtaking views and endless possibilities. Ideal for a multi-generational family compound, rental income opportunity, homestead, or private retreat, this unique property offers an incredible combination of living space, infrastructure, and outdoor amenities. The 2,200 sq. ft. log home is filled with warmth and rustic charm, while the 1,800 sq. ft. second home includes a full basement for additional living or storage space. A separate 1,200 sq. ft. fenced studio/cottage provides excellent flexibility for guests, a home office, or a creative space. Additional improvements include two large septic systems, RV hookups with water and electricity, a separate laundry room, two tiny cabins, multiple storage buildings, root cellar with shop above, and a barn-style structure on the lower portion of the property with a newer roof.

2909 Dead Indian Memorial Road, Ashland

$538,800
3 Beds 2 Baths 220222124 MLS
Charming single-level cottage home in the Summerfield Subdivision! This inviting home offers great curb appeal and a no-step entry, ideally situated on a peaceful street. The open layout features quartz countertops, custom cabinetry, an upgraded gas range and microwave, hardwood flooring in the main living areas, plush carpet in the bedrooms, and tile in the bathrooms and laundry room. The primary bedroom offers a double vanity bathroom, tile walk-in shower, and walk-in closet. The great room is highlighted by a cozy gas fireplace, creating a warm and welcoming space. Enjoy peaceful mountain views from the back deck and the convenience of a longer driveway. Beautiful low-maintenance landscaping with a dry creek bed enhances the outdoor setting. This home is also equipped with a Reme Halo Whole Home In-Duct Air Purifier System. Pull out drawers and dimmer switches. Earth Advantage Platinum certified for energy efficiency. Washer, dryer, and refrigerator included.

550 Windsong Way, Medford

$639,000
3 Beds 2 Baths 220222099 MLS
Tucked away at the end of a tree-lined drive,this beautiful 1956 brick home sits on a knoll overlooking fenced and cross-fenced fertile farm and pasture land with 16.8 acres of valuable irrigation+water rights. There's a small barn,a chicken coop,and a greenhouse.This land is ideal for your farming pleasure: Vineyard, orchard, crops, raising horses or livestock. The 2018 sf home has 3 bedrooms,a smaller bonus room, a sunroom and 2 bathrooms.The primary bedrooms are at opposite ends of the home.One has newer ceramic tile flooring and a slider to the front patio.The 2nd primary has a slider to the back deck.The 3rd bedroom has a slider to the Sunroom. Recent upgrades:Brand new roofs on this 2018 sf home and on the garage plus a brand new garage door! New interior paint. Brand new kitchen flooring and countertops! There is newer laminate flooring throughout much of the home. Discover your dream farm here on 24.8 EFU acres with year-round creek frontage.

782 Covered Bridge Road, Rogue River

$1,395,000
5 Beds 4 Baths 220222059 MLS
Mid-century modern dream estate on a rare, private 1.92 acres within city limits! Don't miss this unique opportunity to enjoy the serenity & space of a rural retreat while living in one of East Medford's most desirable neighborhoods. 2 tax lots, each w/their own gated drive & entry. The main home is an architectural gem featuring 5 bedrooms & 3.5 baths. Thoughtfully designed w/large outdoor spaces, perched in the hills to capture stunning mountain, sunset, & city light views. Large floor-to-ceiling glass windows & large open spaces create an indoor/outdoor feel all 4 seasons. Resort-style amenities include a beautiful pool & hot tub, private tennis court, & breathtaking park-like grounds to create your own secluded sanctuary. The 2nd parcel features an additional 220 SF guest studio w/full bath, large 3-car shop/garage w/ attached RV garage thoughtfully configured to showcase this property as one large estate but offering exceptional flexibility & convenience.

50 Mariposa Terrace, Medford

$639,000
3 Beds 2 Baths 220222037 MLS
Tucked away at the end of a tree-lined drive, this beautiful 1956 brick home sits on a knoll overlooking fenced and cross-fenced fertile pasture land, a small barn, and a greenhouse. Behind the home is an inviting forest hillside to explore. The 2018 sf home has 3 bedrooms,a smaller bonus room, a sunroom and 2 bathrooms.The primary bedrooms are at opposite ends of the home.One has newer ceramic tile flooring and a slider to the front patio.The 2nd primary has a slider to the back deck.The 3rd bedroom has a slider to the Sunroom. Recent upgrades: Brand new roofs on this 2018 sf home and on the garage plus a brand new garage door! Brand new kitchen flooring and countertops! New interior paint. There is newer laminate flooring throughout much of the home. Discover your dream ranch here on 24.8 Acres with year-round creek frontage;16.8 acres of irrigation and water rights.It's ideal here for horses and livestock. This hidden gem offers peaceful meadow views and a serene country setting.

782 Covered Bridge Road, Rogue River

$399,000
2 Beds 2 Baths 220222030 MLS
Escape to your own private mountain retreat. Nestled on 10 peaceful, forested acres, this authentic log home offers the perfect blend of rustic charm, privacy, and natural beauty. Surrounded by towering trees and abundant wildlife, this is the ideal place to unwind and reconnect with nature. The 1,025 sq. ft. home features 2 bedrooms, 1 full bath, a cozy main-level bedroom, and a spacious loft perfect for guests or additional living space. A newly built detached laundry room with a full bath adds extra convenience. The property also includes a large equipment barn, detached two-car carport, woodshed, and plenty of room to garden, explore, or simply relax. Fresh spring water supplies the home and helps keep the landscape green year-round. Whether you're looking for a full-time residence, weekend getaway, or peaceful escape, this special property captures the timeless appeal of authentic log home living.

836 Ulrich Road, Prospect

$965,000
7 Beds 5 Baths 220222015 MLS
Rare opportunity to own 2 residences plus a studio on one tax lot. Offers exceptional flexibility for multigenerational living, rental income, live-work, or guest accommodations. The 1,720 SF main residence was fully renovated in 2018, including a new poured foundation, and has 4 bedrooms, 2 baths, open living spaces, a kitchen with crisp white cabinets, subway tile backsplash & a main level bedroom. The main residence includes a double garage with a 480 SF upper-level studio with a full bath. A separate second 1,070 SF residence, built in 2018, offers stylish & charming single-level living with high ceilings, 2 bedrooms, 2 baths, & contemporary finishes. Situated in an established historic neighborhood with mature trees, the property has off-street parking, modern systems, and is close to Ashland's downtown. This R-2-zoned property features separate addresses & meters & allows for 2 Airbnb units with owner occupancy on premises. Request property offering details.

563 Rock Street, Ashland

$699,900
3 Beds 3 Baths 220221898 MLS
Discover the beauty and tranquility of the Applegate Valley on nearly 10 private acres! This spacious 3-bedroom, 2.5-bath home blends country charm with comfortable, flexible living. Enjoy a year-round creek, garden and orchard areas, greenhouse, chicken coop, and a spectacular koi pond with a waterfall--your own private oasis in Southern Oregon. Inside, abundant bonus space includes an office nook, loft, mud room, large pantry, and utility room, offering endless options for work, hobbies, storage, and everyday living. The property also boasts a massive four-car shop with a large upstairs bonus room--ideal for projects, equipment, recreation, or additional workspace. Recent upgrades include new roofs and gutters on both the home and shop, a new electrical panel, and a new deck. Peaceful, private, and full of possibilities, this exceptional Applegate Valley property is ready to welcome you home!

3268 Humbug Creek Road, Applegate

$269,950
2 Beds 2 Baths 220221875 MLS
Lovely Contemporary 2 Bed, 2 Bath Home in Brookside Village! This Home offers an Attractive Great-Room Floor-Plan and is Move-in Ready! You will love the Spacious Kitchen with Tons of Cabinetry and Pantry. The Master Bedroom offers Tile Floor and a Custom Tile Shower. Nice-Sized 2nd Bedroom and Spare Bathroom with Tile Floors is perfect for your Guests. Quality Upgrades have been done here including the Installation of Laminate and Tile Floors, New Vinyl Windows, a New Roof, Water Heater, and Refrigerator, and Interior and Exterior Paint! Plenty of Covered Parking with the Huge Attached Carport, and the Storage Room is perfect as a Mini-Shop or just a place to put Extra Personal Property. Fantastic Landscaping Throughout, with tons of Flowers and Ornamentals. Brookside is a Highly-Desirable place to be, requiring at least one 55+ and Older Occupant, and Offering Security and Quiet Living. Ideally Located between Grants Pass and Medford, this is the Perfect Place to Enjoy Simple Living!

100 Brookside Court, Rogue River

$855,000
3 Beds 3 Baths 220221858 MLS
Welcome to one of Southern Oregon's most prestigious gated view communities at the base of Roxy Ann Peak. Built in 2017, this single-level home offers 2,606 sq ft with 3 bedrooms, a den, 2.5 baths, on a 0.35-acre lot with a 3-car garage. Enjoy sweeping Rogue Valley views from the covered deck, perfect for relaxing or entertaining. The open kitchen and living area features a large island, granite countertops, and a stone fireplace anchoring the great room. The primary suite offers a luxurious retreat with heated tile floors and a BIG walk-in closet. Thoughtfully upgraded throughout, this home will not disappoint Located in Innsbruck Ridge, minutes from Asante Medical Center and downtown Medford, offering both privacy and convenience.

1017 Fawnhills Circle, Medford

$559,000
3 Beds 3 Baths 220221847 MLS
Escape to your private 10+ acre wilderness sanctuary! This grand log home perfectly blends rustic luxury with ultimate functionality. The property backs up to BLM land for unmatched privacy & boasts spectacular, views of the Cascade Mtns. Inside find breathtaking, open-beam vaulted ceilings and a warm, inviting living space centered around a brick-surrounded pellet stove. The highly versatile floor plan offers 2 spacious main-level bdrms. Upstairs, discover a privately tucked-away primary suite complete with an en-suite bath and flexible loft area. Large, functional kitchen features abundant storage, walk-in pantry, and an adjacent dedicated laundry room. The exterior features an oversized garage with built-in shop area, plus dedicated RV parking. Embrace outdoor living on the massive, 932 sq ft covered porch, perfect for morning coffee or sunset views. A dream property for hobbyists, outdoor enthusiasts and travelers alike!

275 Citadel Road, Trail

$890,000
5 Beds 3 Baths 220221779 MLS
Rare opportunity to own a premier estate in one of Medford's most sought-after locations! This stunning 5,563 sq ft home sits on 2.76 fully irrigated acres offering privacy, luxury, and functionality. The attached ADU with separate entrance and kitchenette provides flexible living or rental income potential. Entertain in style with your gorgeous in-ground pool, or head to the impressive 1,000 sq ft shop featuring 400-amp service, ideal for hobbyists, contractors, or car enthusiasts. The 1,800 sq ft barn and two fully fenced, irrigated pastures make this a turnkey equestrian or agricultural property. Two high-producing wells ensure abundant water supply year-round. Tucked away from the road for ultimate privacy, yet just minutes to town, shopping, and amenities. Every detail of this estate has been thoughtfully designed for those who demand the best in rural living without sacrificing convenience. Properties like 3600 Madrona Ln simply don't come available often!

3600 Madrona Lane, Medford

$415,000
2 Beds 2 Baths 220221610 MLS
Located in highly desirable gated Poppy Village at Eagle Point Golf Course, this charming townhome is the perfect downsize option. Over $50,000 in recent upgrades & extras. 2,000+ SF home boasts vaulted ceiling, split bedroom floor plan, tile surround gas fireplace & incredible Table Rock Mtn view. Nice sized Dream kitchen features granite countertops, refinished cabinets, raised counters & newer high end Samsung SS appliances. Spacious Primary Suite offers remodeled bath with 2 stainless steel sinks, granite counter, new cabinetry, tile walk-in shower & oversized tub. 2nd bath has updated granite, raised counters & custom cabinets. New granite in laundry room. Finished 2 car garage with custom shelving. Newer roof, exterior paint, carpet, hardwood flooring, forced A/C, light fixtures, ceiling fans & more. Beautifully landscaped back garden offers refinished gray epoxy patio. Offered furnished or unfurnished. Nothing to do but move in and start golfing!

33 Broken Stone Way, Eagle Point

$1,025,000
4 Beds 4 Baths 220221529 MLS
Discover serenity on 4.58 acres in the heart of the Applegate Valley! 3,400 sq ft custom home offers 4 beds, 2.5 baths, separate in-law suite w/ private entrance. Enter into expansive, light-filled living with views of the Little Applegate River from nearly every room. Enjoy 14' ceilings & a stunning rock fireplace w/ Port Orford Cedar mantle in the Living Room. Chef's Kitchen, large island, granite counters, & breakfast nook flow seamlessly into the formal dining area & dedicated office. Primary suite is a luxurious escape w/ dual vanities, soaking tub, walk-in shower, & dual closets. On the opposite wing, find three bedrooms, w/ private entrance, ideal for family or guests. Relax on the wraparound porch, stroll through manicured landscaping, or unwind beside your private pond/water feature. Multiple seating areas along the river offer peaceful moments of reflection. Fenced pasture, irrigation system, detached 2,132 sq ft garage, w/three spacious rooms, HVAC, and limitless potential!

4000 Little Applegate Road, Jacksonville

$535,000
4 Beds 3 Baths 220221520 MLS
Experience modern living in the desirable Rockland Place Subdivision. This four-bedroom, 2.5-bath home offers 1,890 square feet of thoughtfully designed space with an open-concept layout and quality finishes. The main-level primary suite features vaulted ceilings, a spacious walk-in closet, and a well-appointed bathroom with quartz counters and custom tile work. The kitchen is built for living and entertaining, featuring custom cabinetry, stainless steel appliances, quartz countertops, and a cozy gas fireplace that anchors the main living space. Upstairs, three additional bedrooms offer flexibility for guests, family, or a home office. Step outside to a covered patio, landscaped yard, and automatic sprinkler system, all within a fully fenced backyard designed for easy maintenance and outdoor enjoyment. Conveniently located near shopping, restaurants, and medical services, this home combines comfort, style, and practicality in one of the area's sought-after neighborhoods.

3775 Sidney Way, Medford

$850,000
3 Beds 3 Baths 220221511 MLS
Refined country view home on serene private acreage just 10 minutes from downtown Ashland. Recent upgrades include all new cement board lap siding, updated HVAC, and architectural shingle roof with solar array. Main level with 2,375 SqFt of living area, solid oak hardwood flooring, vaulted wood-paneled ceilings, three sets of sliding glass doors to redwood deck with infrared sauna and hot tub, great room with propane fireplace, formal dining, kitchen with leathered granite and quartz counters, stainless appliances including double ovens and induction cooktop, spacious primary with walk-in closet and full ensuite bath, two guest bedrooms, full guest bath, laundry room, and two-car garage. Upper-level office or fourth bedroom. Paved driveway, ample parking, mature plantings, grass lawns, full metal fencing around home, lower view deck with pergola, stone pathways, patio, and pond. Forest management by Lomakatsi. Access via Frank Hill Road or McKenzie Canyon Rd. Inquire for details!

1601 Frank Hill Road, Ashland

$948,500
3 Beds 2 Baths 220221493 MLS
Just Reduced by $50,000. Health motivated sale. Owner carry with no prepayment penalty. Architect designed custom home.High end finishes throughout. Energy efficient, durable/fire resistant finishes. Composite decking. Colored stucco, 50 year metal roof, fiberglass windows/doors. Insulated throughout. (3) zone HVAC, tank-less water heater, 5000 gal holding tank, wired generator backup & RV panel. Cooktop, barbecue, hot water heater and fire pit all fed from 120-gal propane tank. Solar powered gate & backup battery. Views over valley & seasonal snow-capped mountain. Single level throughout Hardwood floors, Berber carpet, quartz counters, custom cabinetry. Linear fireplace. LED lighting, energy-efficient fans, high-end appliances, water-wise fixtures. Fiber optics. Vaulted ceilings. Drought resistant landscape. Near boat ramps on Rogue River. 20 min to Medford Airport & Costco. 40 minutes to Ashland. All neighbors on a min 5 acres. Around 2 acres fenced in for landscape and growing.

693 Ironwood Drive, Eagle Point

$899,000
220221479 MLS
312 Sky Ridge Road offers 164 acres in the hills above Ashland, combining privacy, natural beauty, and usable land in a premier Southern Oregon setting. Zoned EFU, the property features a blend of moderately sloping terrain, open ground, and native landscape ideal for recreation, investment, or an exceptional estate setting. Approximately 2,220 feet of Cove Creek frontage adds scenic beauty and recreational appeal. A strong 48 GPM well, per 2018 well log, provides an excellent water source for future improvements. A fully paved drive leads to the property, with plans underway for a custom luxury entrance designed to complement the scale and quality of the setting. Elevations ranging from approximately 2,120 to 2,520 feet capture panoramic views in nearly every direction, creating a remarkable sense of space and connection to the surrounding mountains and valleys. Conveniently located near Medford, outdoor recreation, public lands, and Southern Oregon amenities.

312 Sky Ridge Road, Ashland

$950,000
220221470 MLS
Rare opportunity -- 4.39 acres of open pastoral land within the Eagle Point Urban Growth Boundary. The City of Eagle Point has indicated this parcel is a strong candidate for rezoning from RR-5 to R-2, potentially allowing approximately 31 residential home sites. Wide, sweeping views stretch west across the valley toward the mountains -- the quiet, spacious feel that defines Southern Oregon living at its best. Just 2 miles from the Golf Club at Eagle Point Golf Course, with shopping and dining minutes away in Medford. Eagle Point is one of Southern Oregon's most actively growing communities, currently processing annexations under Oregon's SB 1537 housing initiative. This parcel sits inside the UGB with city-indicated rezoning support - an advantage few land listings can claim. Developers, builders, and long-view investors will want to look closely. Buyers to conduct own due diligence with the City of Eagle Point regarding rezoning, annexation timeline, and all development requirements.

963 Stevens Road, Eagle Point

$950,000
2 Beds 1 Baths 220221469 MLS
Rare opportunity -- 4.39 acres of open pastoral land within the Eagle Point Urban Growth Boundary. The City of Eagle Point has indicated this parcel is a strong candidate for rezoning from RR-5 to R-2, potentially allowing approximately 31 residential home sites. Wide, sweeping views stretch west across the valley toward the mountains -- the quiet, spacious feel that defines Southern Oregon living at its best. Just 2 miles from the Golf Club at Eagle Point Golf Course, with shopping & dining minutes away in Medford. Eagle Point is one of Southern Oregon's most actively growing communities, currently processing annexations under Oregon's SB 1537 housing initiative. This parcel sits inside the UGB with city-indicated rezoning support -- an advantage few land listings can claim. Developers, builders, and long-view investors will want to look closely. Buyers to conduct own due diligence with the City of Eagle Point regarding rezoning, annexation timeline, and all development requirements.

963 Stevens Road, Eagle Point

$735,000
5 Beds 4 Baths 220221435 MLS
One-of-a-Kind Dome Home with Panoramic Views & Multi-Generational Potential! Looking for something truly special? This beautifully remodeled 3074 sq ft dome-style home blends striking architecture with flexible living on a property designed for lifestyle and functionality. Featuring 5 bedrooms, 3.5 baths, and a layout ideal for a two-family or multi-generational setup, there's room for everyone while still offering privacy and separate living spaces. Inside, you'll find upgraded flooring, an updated kitchen, and thoughtful improvements throughout. Outside is where this property really shines--complete with a huge shop, pasture, goat barn, dog kennel, large chicken coop, and plenty of space to live the hobby farm dream. Enjoy sweeping panoramic views and easy access with a paved road all the way to the driveway. Rare, versatile, and unforgettable--this is the kind of property people talk about long after they leave.

226 Entrada Drive, Eagle Point

$335,000
220221427 MLS
Beautiful mountain land bordering USA land, giving you a larger backyard for hunting, hiking and nice buffer from anyone else. Just minutes to Shady Cove which has your shopping, medical, dentist, library and all things needed for comfort. Also, at the gateway to all things recreational. This 20+- homesite has electric, well with abundant water and septic all ready for you. Enjoy the quiet seclusion and whispering pines of the great North West. Just minutes to the Rogue River and Lost Creek Lake for fishing, rafting, hiking and on the way to Crater Lake' you couldn't ask for a nicer place to live. Final lot size will be provided in legal lot survey prior to close of escrow. Additional lots contiguous to this if you want family nearby or community type living, private access to property.

3860 Highway 227, Trail

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: