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Experience the best of Southern Oregon living on this 18.84-acre estate just minutes from historic Jacksonville and the Applegate Wine Trail. The 4,099 sq.ft. home offers a 3,399 sq.ft. main residence plus a 700 sq.ft. ADU w/private entrance, perfect for guests or multi-gen living. Interior features include oak hardwood floors, granite live-edge counters, high-end appliances, custom cabinetry, vaulted ceilings, and a primary suite w/walk-in closet, jetted tub & balcony showcasing Mt. McLoughlin views. Horse enthusiasts will love the 60'x120' covered arena, 36'x48' two-story barn w/4 stalls, tack room, hay loft w/conveyor, power & water, and fenced pasture. Relax in the fenced backyard or in your own in-ground pool & spa, enjoy the gated paved drive, and savor the peace of Woodland Resource zoning while being only 15 minutes to Medford shopping, dining & medical. A rare retreat blending luxury, equestrian excellence & the beauty of Southern Oregon!
#220207906

Jacksonville

2650 Hwy 238 Highway

4 Beds

3 Baths

3,399 Sq.Ft.

$1,125,000

MLS#: 220207906

Welcome to this beautifully updated 5-bed, 3.5-bath home in one of Ashland's most desirable neighborhoods, just minutes from downtown. Thoughtfully designed across three levels, it blends generous living with intimate, inviting spaces. The main floor features a vaulted living room with fireplace and stunning territorial views, a true chef's kitchen with abundant storage and Bosch double oven, range. In addition, an elegant dining room, ½ bath and oversized two-car garage. Upstairs offers two spacious bedrooms and bathroom, plus the primary suite with serene views and spa-like en suite with heated tile floors. Opening onto a large backyard; the versatile lower level, with lounge/ bonus room, full bath, bedroom, and 5th bedroom/ office, could easily be self-contained and perfect for multi-generational living, guests, or an expansive work from home/ art studio space. Lovingly maintained, this home radiates warmth, quality, and charm, ready for its next chapter.
#220207890

Ashland

225 Sunnyview Drive

5 Beds

3 Baths

3,656 Sq.Ft.

$1,159,000

MLS#: 220207890

A gem in Sun Meadow, this beautifully updated home blends comfort and style. The remodeled kitchen boasts sleek modern finishes, a spacious butler's pantry, and room to gather. New window coverings throughout include blackout shades in the bedrooms for restful nights. The primary suite features a tiled ensuite with double vanity, makeup station, and walk-in closet. Two secondary bedrooms plus a generous 300 sqft 4th bedroom provide flexible options for family, guests, or office space. Step outside to enjoy a 200 sq ft deck, roofed pergola with plumbed natural gas, and custom weather curtains creating a year-round entertaining haven. Mature landscaping and vibrant trees frame a private, low-maintenance backyard. Comfort is enhanced with HVAC, A/C, and a newer roof (2017). Extras include a 3-car tandem garage with custom shelving, extra parking, and a set-back from the street. Low HOA community offers two pools, parks, annual events, and walkability to top-rated Jewell Elementary.
#220209148

Bend

61228 Dayspring Drive

3 Beds

2 Baths

2,154 Sq.Ft.

$600,000

MLS#: 220209148

Come tour this charming cottage perched above the town. Two bed single bath on large .32 acre lot. Built in 1948 and has been in the same family since. Hardwood floors in living area. Finished basement with concrete floors has laundry room plus a shop area with modern gas forced air heat system. Buyer to do due diligence to determine best use for property. Large back yard behind home is ready for your vision.
#220206854

Ashland

605 Liberty Street

2 Beds

1 Baths

867 Sq.Ft.

$389,900

MLS#: 220206854

Lovingly restored to its mid-century glory, this 4-bedroom, 2-bath Cliff May designed home blends iconic style with thoughtful modern updates. Known as the creator of the California Ranch, May's designs are celebrated for their open layouts, natural light, and seamless indoor/outdoor living- perfectly captured here with double sliders that connect the spacious living area to the backyard. The sparkling concrete-and-tile pool with a UV filter and evening lighting sets the scene for unforgettable summer nights, while a recent interior remodel highlights the home's timeless character with modern finishes. Recent exterior paint, a low-maintenance metal roof, and paid-for solar panels with an EV charging station deliver exceptional cost efficiency and sustainable living. All this in desirable Old East Medford, right next to Holmes Park-  a rare chance to own a piece of MCM architecture with today's conveniences.
#220208219

Medford

101 S Modoc Avenue

4 Beds

2 Baths

2,253 Sq.Ft.

$715,000

MLS#: 220208219

New construction in the desirable Eagle Point Golf Community.  If you're looking for a brilliant one-story home, The 2001 will not disappoint! Four full bedrooms with two and a half bathrooms, a spacious laundry room, and a soft carpeted great room with an optional fireplace are just a few amazing features you'll love about this single level plan. Mornings are a piece of cake with two bedrooms sharing a full bathroom, and another half bath just around the corner. Enjoy coffee in the dining nook overlooking the backyard, or step outside yourself with quick patio access. The master soaking tub will provide much-needed relaxation, while the great room open to the kitchen will serve to entertain both family and guests. Floor plans are computer generated and actual construction may vary.
#220206615

Eagle Point

1170 Pumpkin Ridge Drive 331

4 Beds

2 Baths

2,001 Sq.Ft.

$549,960

MLS#: 220206615

This property is conveniently located near schools and shopping destinations. Each unit includes 2 bedrooms and 1 bathroom, providing comfortable and efficient living spaces, with a total of 1,676 square feet. Both units have been completely remodeled inside and out, with fresh paint, brand-new laminate flooring, new mini-split air conditioning and heating system, ensuring year-round comfort and energy efficiency.  The kitchens include new cabinets and stone countertops. Each unit also includes its own attached 1-car garage. Laundry has been relocated inside each unit from garage(s).
The exterior features a new roof, gutters, vinyl windows, fresh paint, and new doors.
These units are ready for you to start generating income. Whether you're an investor looking for a great rental opportunity or a homeowner wishing to live in one unit while renting the other.
#220206293

Grants Pass

53 SW Eastern Avenue 53, 55

None Beds

None Baths

1,676 Sq.Ft.

$445,900

MLS#: 220206293

655 Rolling Hills, on Eagle Point's outskirts, offers stunning Mount McLoughlin views. The gently sloped property features mature trees. An older single-wide manufactured home, likely unfinanceable, needs TLC but could serve as a temporary residence while new owners build their dream home elsewhere on the property, maximizing views and integrating with the landscape.
Possible owner carry for 3-5 years with good credit and down payment
#220204737

Eagle Point

655 W Rolling Hills Drive

1 Beds

1 Baths

520 Sq.Ft.

$270,000

MLS#: 220204737

Discover exceptional living in Tetherow, where breathtaking mountain views and luxurious finishes come together seamlessly. Upon entry, you'll be greeted by soaring ceilings and an open-concept design, highlighted by expansive windows that frame views of the snow-capped peaks and the renowned Tetherow Golf Course. The main level features a spacious living area with three elegant suites and an office/den. The lower level offers two additional bedrooms, bathrooms, and a cozy family room. The chef's kitchen is a true standout, complete with Thermador appliances, a walk-in pantry, and a large island topped with granite countertops. Sliding doors in the great room and dining area open to a covered corner deck with a built-in fireplace—an ideal space to unwind while watching the sunset over the Cascades. A flawless blend of sophistication and comfort, this home will leave a lasting impression.
#220196746

Bend

19367 Alianna Loop

5 Beds

5 Baths

4,164 Sq.Ft.

$1,989,900

MLS#: 220196746

Your Sisters, Oregon lifestyle awaits! This incredible property is PRICED TO SELL and is just a short walk from downtown Sisters, and miles of scenic trails. This custom built home is designed for flexible living. Live on the main level while renting out the separate upstairs apartment, complete with bedroom, full bath, and partial kitchen. Or, use it as a private suite for family or guests. The guest suite is accessible through the garage or separate exterior entrance. The home is beautifully maintained with high-end finishes and heated garage. Outside, you'll find a fully fenced yard with natural landscaping and large driveway with ample space for a trailer or vehicles. The location is truly unbeatable- walk to the Movie House, Three Creeks Brewing, Sisters Athletic Club, McArthurs and much more! Relax on your covered front porch after a day of exploring all that Sisters has to offer!
#220209285

Sisters

930 E Desperado Trail

2 Beds

2 Baths

1,563 Sq.Ft.

$629,000

MLS#: 220209285

Located in Southwest Redmond, one of the city's most desirable areas, this home sits on a quiet street of well-kept homes with easy access to schools, shopping, and Highway 97. The exterior was recently painted, and the landscaping is clean and low-maintenance, giving the property great curb appeal.

Inside, the main level offers hardwood floors and a partially open layout that works well for both everyday living and entertaining. Upstairs are four spacious bedrooms, providing plenty of room for family, guests, home office or bonus room.

Out back, a 12x17 shop with power, lighting, and a garage door is ready for projects, storage, or toys-along with a separate garden shed for additional storage. Zoned for Ridgeview High School, this property combines space, function, and location—ready for your personal touches to make it your next home.
#220208994

Redmond

2965 SW Deschutes Avenue

4 Beds

2 Baths

1,815 Sq.Ft.

$489,900

MLS#: 220208994

Price reduced
Here's your chance! BOM this stellar property is only about 2 miles from Canyonville- with $35k price drop=this lovely Mini Hobby Farm in Riddle offers you upgraded 3 bd, 2ba home w/ views, patios and covered patios.  Barn is currently garage use plus carports/ & workshop, or can be converted back to up to 3 stall capability.  Additional large covered RV parking, additional shed and upscale chicken coop.  Views out every window, fire defensible space, pasture area. Seller installed additional water pressure system for city water system. Home offers lg kitchen with propane stove, eat at bar, many lovely cabinets; separate laundry rm, large primary and additional 2 roomy bdrms.  Living rm is spacious with views and a highly efficient pellet stove professionally installed. Negotiable is B32 Kubota tractor, 3 blades, post hole digger, brush hog, grader blade, and NEW riding mower. Located in USDA approved area this Move in ready home is just waiting for you
#220207643

Riddle

375 Jordan Creek Road

3 Beds

2 Baths

1,344 Sq.Ft.

$450,000

MLS#: 220207643

Explore this vast 760-acre ranch in Southern Oregon, offering sweeping views of the Rogue Valley. Ideal for wildlife enthusiasts and hunters, it hosts a diverse array of animals including deer, elk, bear, cougar, and more, making it excellent for big game hunting. The property includes two large ponds that attract wildlife and provide water for the cattle grazing the land, suitable for both hunting and ranching. At the heart of the ranch is a grandfathered homesite known as ''Tombstone,'' noted for its unique rock sculptures. This spot provides an ideal location for building a dream home with stunning views. Accessible by multiple roads, the ranch ensures easy access for ranching, recreational activities, or construction. Perfect for those seeking both adventure and tranquility, this property offers a unique opportunity to own a significant piece of Oregon's majestic landscape and establish a legacy in the Rogue Valley.
#220182854

Medford

0 Terri Dr

None Beds

None Baths

760.0 acres

$2,950,000

MLS#: 220182854

Prime Restaurant or Retail Opportunity in the Heart of the Grants Pass Historic District. 234 SW 5th Street offers exceptional visibility and foot traffic in the vibrant Grants Pass Historic District, placing your business in one of Southern Oregon's most dynamic commercial areas. Located in Owl Plaza, a popular downtown destination, this property blends character, convenience, and adaptability. Featuring ±10,000 SF of open, customizable space with high ceilings and large storefront windows, atrium dinning, it's ideal for restaurant, retail, or event concepts. Completely rebuilt in 2010, the property includes updated plumbing, electrical, HVAC, ADA restrooms, and a fully equipped commercial kitchen. Outdoor seating opportunities boost curb appeal, while ample free parking ensures easy access for guests and staff. Offering unmatched exposure, flexibility, and charm, 234 SW 5th Street is ready to bring your business vision to life.
#220211787

Grants Pass

234 SW 5th Street

None Beds

None Baths

10,000 Sq.Ft.

$1,500,000

MLS#: 220211787

Charming 3-Bed, 2-Bath one-level home in Regency Estates. 1,756 sq ft of bright, open living space with lots of natural light. Nicely landscaped, fenced yard with sprinklers and a large covered patio—perfect for outdoor entertaining. Two-car garage offers lots of storage and there is  extra parking for RVs/trailers/toys. Just minutes from schools and shopping. Ready for comfortable, convenient living in a family-friendly neighborhood.
#220211827

Klamath Falls

5148 Briana Drive

3 Beds

2 Baths

1,756 Sq.Ft.

$399,900

MLS#: 220211827

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