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$799,000
3 Beds 3 Baths 220222075 MLS
Exceptional 2026 new construction in the heart of historic Jacksonville, Or. Enjoy being just a short stroll from local favorites including the Britt Music & Arts Festival, trolley tours, wine tasting rooms, woodland trails, charming art boutiques, and fine dining. This beautifully designed home offers 3 spacious bedrooms, 2.5 bathrooms, and over 1,570 sq ft of living space filled with abundant natural light and an inviting open-concept layout. The gourmet kitchen features soft-close cabinetry, granite countertops, stainless steel appliances, and a convenient eating bar. The primary suite offers a relaxing retreat with a walk-in closet and a beautifully tiled walk-in shower. Additional highlights include luxury laminate flooring, a finished 1-car garage, an elegantly tiled guest bathroom, and a private driveway. Located within the historic district, this property also qualifies for short-term rental applications, creating a unique opportunity for both homeowners and investors.

205 N Oregon Street, Jacksonville

$1,149,808
3 Beds 3 Baths 220221584 MLS
Country living close to Downtown Ashland. 3209 sq ft w/3.68 irrigated acres, gated paved entry, beautiful landscape fenced yards w/garden beds, greenhouse, large pasture for animals, motorhome garage, heated large shop rm, potting shed. Peaceful spring fed waterfall to a KOI fishpond. This Asher Homes remodel includes a beautiful kitchen w/nice appliances; dbl convection ovens, large island w/ sitting area & lots of storage. Lg windows taking in the natural light & beautiful views of the mountains, breakfast room off kitchen, formal dining w/bay window & window seat, living room overlooking covered front porch. Downstairs bedrm & full bathrm or office/library w/built-in bookcases. 2 large primary suites upstairs w/sitting areas, vaulted ceilings, lg windows w/views, both bathrooms w/new updates, great walk in closet w/built-ins & a bonus room that could be a great studio/office/media room or hobby room. Back deck overlooking the perfect manicured mature landscaping w/hot tub

39 E Valley View Road, Ashland

$2,199,000
3 Beds 4 Baths 220221747 MLS
Premier Rogue Riverfront estate with 96+ ft of frontage in Anglers Cove subdivision. This custom home offers 3,207sf, 3 bdrms, 3.5 baths, soaring 24' great room ceilings, artisan plaster walls, knotty alder doors & stunning reclaimed hand-hewn logs from 1800s Pennsylvania buildings. Designed for luxury living & entertaining, the home features a gourmet kitchen w/Wolf 48'' gas range-6 burners & griddle w/double ovens, Sub-Zero refrigerator, wine cooler, granite counters, 10-ft ceilings throughout w/solid core doors, zoned HVAC, dual tankless water heaters, security system & Wi-Fi-controlled lighting & irrigation supplied by river rights. Enjoy heated patios w/roll-down screens & Bluetooth audio overlooking the Rogue River. The 1,478sf attached garage includes a large RV bay w/50-amp service, water, sewer hookups, workshop area, gated entry, Generac backup generator & beautifully updated landscape lighting. Rare blend of craftsmanship, privacy, technology & premier riverfront living.

1030 Anglers Place, Shady Cove

$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

$2,500,000
5 Beds 7 Baths 220220624 MLS
Discover this extraordinary Southern Oregon Luxury 2 acre estate perched above downtown Ashland w/views & incredible privacy. This custom built Pagnini home 5313 SQ FT, 5 bdrms, 5.5 bthms, 5 Car Garage + an additional 720 sq ft detached guest quarters. Grand entry, stunning wood floors, soaring ceilings, multiple fireplaces & walls of windows to take in the incredible views & abundant natural light. Gourmet kitchen w/quartz countertops, skylights & SS appliances w/double ovens. Main level primary suite w/ terrace access offers a soaking tub & steam shower. 2 upstairs guest suites both come complete w/private balcony & breakfast bar. Additionally this incredible home features a slate roof, sauna, elevator, a spacious office w/ en-suite + so much more. European-style terrace w/big natural boulders, fruit trees, a dog run, greenhouse, and manicured gardens along w/ abundant wildlife- no expense was spared on this remarkable Ashland retreat & it truly shows

500 Ashland Loop Road, Ashland

$940,000
5 Beds 3 Baths 220220960 MLS
A premier corner lot with sweeping valley and city views, this 4,030 sq ft residence has been extensively elevated beyond its original design. Offering 5 bedrooms and 3 baths, the property seamlessly blends architectural character with refined modern upgrades. The beautifully remodeled kitchen showcases quartz countertops, a statement island with microwave drawer, glass tile backsplash, and a Bosch range. Tailored wood detailing--including wainscoting, arched built-ins, a designer entry bench, and curated shelving. Additional square footage added to a spacious 2nd bonus room upstairs. A newly enhanced front porch with stamped concrete, aged timber columns and corbels, and a pine tongue-and-groove ceiling creates a striking first impression. Beautifully updated laundry, and abundant storage complete this exceptional offering. Premier setting. Panoramic views. Elevated design. Designed for exceptional living.

4432 Vista Pointe Drive, Medford

$499,000
3 Beds 2 Baths 220220754 MLS
NEW PRICE -- now under $500K! Perched in the East Medford Hills with sweeping views, this contemporary home delivers at $294/SF. MULTI levels and soaring ceiling offer private, open spaces within, while the large .38 acre terraced and fenced lot provides more! Enter through the impressive gate to abundant parking with room for RVs & toys. The updated kitchen offers quartz counters, stainless appliances, breakfast bar & pantry. A dramatic living room showcases a wall of view windows, vaulted tongue & groove ceiling, floor-to-ceiling brick & a spiral staircase to the office loft. The spacious primary suite & 2nd bedroom both feature vaulted ceilings & sliders to private view decks. Dining, kitchen, 3rd bedroom, laundry & guest bath all on the main level. Tile flooring throughout, newer HVAC (approx. 2 yrs) & inspected roof.

23 San Marcos Drive, Medford

$535,000
220220771 MLS
Build Your Dream in Talent! $535,000 Build Plan An incredible opportunity awaits at 249 Willow Way in Talent, Oregon. This .07-acre homesite comes with ready-to-build plans for a beautifully designed 2,031 sq ft home by Cavanaugh Custom Homes, offering the perfect blend of thoughtful design, quality craftsmanship, and modern comfort. Skip the lengthy design process and step right into building your future. Professionally prepared plans provide a spacious layout ideal for everyday living and entertaining, all crafted with the signature attention to detail that Cavanaugh Custom Homes is known for Located in the charming community of Talent, you'll enjoy small-town warmth while remaining just minutes from Ashland, Medford, local parks, dining, and the stunning natural beauty of Southern Oregon.

249 Willow Way, Talent

$245,000
2 Beds 2 Baths 220220712 MLS
If you are looking for the best views in Ashland's Tudor Heights, this is it. Positioned as the premier front unit, this condo offers a perspective no other home in the complex can match. Stay comfortable year-round with the rare addition of efficient ductless mini-splits for heating and cooling--a significant upgrade over the standard baseboard heat found in most units. The main level offers a seamless open layout that flows to your outdoor patio. Upstairs, both bedrooms provide unobstructed mountain views to the north and east, including a private balcony off the main suite--perfect for watching the sunrise. Whether you're walking to the Downtown Plaza for dinner or hiking through Lithia Park, everything is within reach. Enjoy the security and ease of a comprehensive HOA that handles exterior upkeep, allowing you to simply relax and enjoy the Southern Oregon scenery.

495 Chestnut Street 1 Unit 1, Ashland

$950,000
3 Beds 3 Baths 220220668 MLS
Quality custom view home in a private natural setting above the boulevard, just six minutes to Ashland's downtown plaza. Abundant natural light and airflow with operable wood-wrapped casement windows, high vaulted ceilings, solid core doors, and unique architectural view corridors throughout. Great room with solid Brazilian cherry flooring, gas fireplace, formal dining with built-in buffet, French doors to wrap-around view deck, kitchen with granite dining counter and stainless appliances, open family and informal dining room, powder room, laundry with utility sink, and two-car garage. Step-down primary suite with French doors to private balcony, walk-in closet, full ensuite bathroom with travertine double vanity, jetted tub, shower, and water closet. Upper loft with mountain views and stairwell skylights. Two lower-level guest bedrooms, full bath with tub shower, den, and French doors to pebbled concrete patio and organic garden. Newer HVAC and exterior paint. Inquire for details!

602 Ashland Street, Ashland

$1,800,000
4 Beds 4 Baths 220219246 MLS
Luxury estate in the East Medford hills. Resort style living and entertaining w/your own pool/hot tub, pickleball & sports court, views, and privacy in the sought after community of Saddle Ridge Estates. This one of a kind Tuscan style home boasts rustic timbers, large-vaulted ceilings, great room w/floor to ceiling stone gas fireplace, hand planed wood floors, overlooking the huge outdoor living spaces ,pool, hot tub and manicured grounds. Chefs style kitchen featuring Thermador appliances, custom refrig/range/ stove, wine fridge, dual islands/wet bars. Formal dining and casual dining spaces, large office w / built-ins, and bonus room over the 3 car garage. Primary suite w/fireplace, celebrity style bathroom, custom fixtures, jetted tub, oversized shower, walk-in closet w/custom shelves. Lower-level features add'l bedrooms and bathrooms, family room, bonus room, custom stone gas fireplace, wine bar. All of this just minutes from wineries, parks, shopping, medical and restaurants.

5637 Saddle Ridge Drive, Medford

$2,250,000
220220428 MLS
Rare 10-unit investment opportunity in Ashland's Hillview Condominiums -- close to Scenic Park, Asante Ashland Community Hospital, downtown dining and entertainment. Three-year seller-carried financing available at 3.75% rate with interest-only payments and balloon at maturity. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings, in-unit laundry, kitchen with granite counters and all appliances included, dedicated parking, storage, and access to landscaped common areas. Ground-level units with fully fenced private backyards and poured concrete patios. Portfolio includes stable tenancy, average occupancy of 4.2 years, room for rent growth, and association-maintained exterior building components including roofs, siding, paint, and landscaping. Complete investment analysis and user guide, rent roll, association documents, title information, and additional due diligence materials available upon request.

230 Grant Street, Ashland

$950,000
220220103 MLS
Excellent investment opportunity! This 4-plex features two separate duplex buildings totaling 3,412 sq ft on a spacious 0.47-acre lot with privacy, fenced yards, patios, and mountain views. Each of the four 2bd/1ba units has been extensively updated (2020-2025) and shows in turnkey condition. Major improvements include new water & sewer lines with individual shutoffs, multiple new HVAC systems, full kitchen & bath renovations (cabinets, countertops, stainless appliances, LVP/carpet flooring), fresh interior & exterior paint, new concrete approaches, and more. Proven rental performance with current market rents at $1,500/unit. Ideal for investors seeking low-maintenance cash flow in the Rogue Valley. Detached storage shed is also included. Conveniently located with easy access to Hwy 99, this property is located near schools, walking distance to parks, and has the small town feel without being too far from GP and Medford. This is not one to skip-call your agent and see for yourself

824 Pine Street 1-4 Unit 1-4, Rogue River

$1,895,000
4 Beds 3 Baths 220220078 MLS
Experience Southern Oregon equestrian living on this exceptional 30+ acre property in Central Point. Featuring approx. 22 irrigated acres, two tax lots, and panoramic mountain and valley views, this property offers lifestyle, functionality, and opportunity. Improvements include a large covered riding arena, outdoor arena, approx. 22 stalls, multiple barns and outbuildings, numerous paddocks and turnout areas, and extensive cross-fencing. The 3,300+ SF home offers recent updates, expansive views, and an in-ground pool. Irrigated lower pastures support grazing, hay production, or other ag uses. Currently operated as an active horse facility with potential for personal enjoyment, income generation, or expansion. Conveniently located minutes from Medford, Jacksonville, and the Rogue Valley International Airport.

Central Point

$629,808
3 Beds 2 Baths 220219807 MLS
Picturesque little valley backing up to BLM land & Sterling Dutch trail on 43.20 acres. Rich in history dated back to 1856 homestead in Sterling Creek nestled in Southern Oregon. Charming log style home, Knotte pine doors, vaulted rough cut beams and Knotte pine ceilings. Enter in to the great room/dining room through a lg cedar deck for entertaining and beautiful landscaping w/dbl doors, Vermont cast iron fireplace w/cooking plate. Open staircase to 3rd bdrm or great office. Vaulted wood ceilings in primary suite, 3 lg closets and bath. 2nd bdrm off back of home w/open kitchen, lg walk in pantry w/ hickory cabinets and glass fronts. Milgard dbl pane windows. French doors to a covered patio. Beautiful property w/fruit trees, grape arbor, fenced garden and Dog Park. 3 sheds, slate walkways and great well! Super charming property close to Jacksonville

7484 Sterling Creek Road, Jacksonville

$2,195,000
4 Beds 4 Baths 220219782 MLS
Located just outside Ashland, this property offers a rare blend of natural beauty, water, quality improvements, and convenience. The custom built home is thoughtfully positioned to capture expansive views across the surrounding valley and toward distant mountains. This elevated country estate draws from a Northwest lodge aesthetic, offering welcoming living spaces, a spacious multilevel layout and a seamless indoor outdoor connection with expansive outdoor living spaces. A picturesque stretch of Neil Creek framed by mature trees adds character and tranquility. Gently rolling topography, lush pasture, and water rights support a variety of Ag uses. A recently constructed 5,000 SF barn complements the property and offers outstanding flexibility for equipment, hobbies, or recreational use. Ideal as a homestead or simply an elegant place to enjoy connection to the outdoors, this is a property that captures the essence of Southern Oregon living while remaining just minutes from Ashland.

5293 Highway 66, Ashland

$849,000
4 Beds 4 Baths 220219716 MLS
Where modern upgrades meet peaceful country living--welcome to your private Southern Oregon retreat. This beautifully updated 4-bedroom, 2,816 sq ft home offers the perfect blend of serenity and convenience, just minutes from town. Features include a fully remodeled kitchen with quartz countertops, new interior paint, luxury vinyl plank flooring, updated interior doors, a renovated full bathroom, new windows and sliders, 200-amp service, and new gutters. Situated on 1.4 landscaped acres with fencing, terracing, garden beds, greenhouse, fruit trees, a seasonal creek, and expansive decking for outdoor living. Property includes an 11 GPM well with filtration, UV light, and 2,000-gallon holding tank. P.S. don't forget the 46x42 shop (built in 2022) with 3 bays, mini-splits, and 14' center bay. Schedule your showing today!

3583 Ross Lane, Central Point

$1,375,000
5 Beds 4 Baths 220219034 MLS
Private Family Oasis Near RVCC. Retreat to your country-inspired estate w/views of Roxy Ann Peak & Table Rock. 0.67 park-like acres, nestled behind private gated entry. 5 bdrm (plus office), 3.5 bath home defined by high-end finishes, refinished real hardwood floors w/cherry wood inlay, new carpet & freshly painted interior. Kitchen: custom cherry cabinetry w/soft-close pulls, granite counters, dedicated wet bar & professional appliances including 6-burner gas cooktop, dbl convection ovens, wine refrig plus built-in refrigerator. Primary bdrm features vaulted ceilings, sitting area w/bay windows, gas fireplace and a spa-like bath w/heated tile floors, floating tub, walk-in closet w/ stackable washer dryer & large tile shower. Private office/den with built-in bookshelves, 4 addtl bdrms (one w/en-suite), 2 staircases for easy flow, finished 3-car garage w/electric charging station, laundry rm. Professional landscaping: waterfall, stone patio, stream, dog run & extensive Trex decking.

2583 Oak View Circle, Medford

$1,995,000
7 Beds 5 Baths 220218653 MLS
Don't miss this once-in-a-generation opportunity to own Applegate River Retreat, a true Southern Oregon legacy estate. This extraordinary riverfront sanctuary spans nearly 20 private acres with 420' of Applegate River frontage in the heart of the Applegate Valley wine country. Thoughtfully transformed, the property features 3 beautifully finished homes accommodating 21+ guests, 2 RV sites, an authentic Finnish sauna, game room, fitness/yoga studio, reclaimed pastures, forest trails, private swimming holes, and multiple river access points. Perfect for creating lifelong memories with family and friends, hosting unforgettable gatherings, or simply escaping to nature's beauty. Steps from Red Lily Vineyards and Devitt Winery, and just minutes from historic Jacksonville and the renowned Britt Music & Arts Festival. Swim, fish, kayak, hike, relax beneath towering trees, and experience one of Southern Oregon's most remarkable private retreats. Start your legacy today. Truly one of a kind!!!!

11677 Highway 238, Applegate

$749,900
4 Beds 3 Baths 220218237 MLS
Rare find in Southwest Medford offering space, versatility, and lifestyle. This large family home presents many options with 3 bedrooms on the main level and a huge lower-level suite that could serve as a 4th bedroom, game room, or expansive rec room. Elegantly remodeled throughout, the home features a dream kitchen with high-end finishes, quality cabinetry, and beautiful flooring designed for both everyday living and entertaining. Step outside to a spacious deck perfect for gatherings and summer evenings. The property is fully fenced and cross-fenced, ideal for animals, and includes a large barn with stalls, RV parking, and an above-ground pool. Enjoy the rare benefit of irrigation rights from your own pond, enhancing both usability and value. Low-maintenance landscaping keeps things simple while maximizing enjoyment. All of this is conveniently located just minutes from both Medford and Jacksonville, offering the perfect blend of rural feel and in-town accessibility.

4131 W Griffin Creek Road, Medford

$735,000
3 Beds 3 Baths 220218220 MLS
Fully renovated home by Coleman Creek Construction with detached studio and garage on rare E-1 zoned acreage with development potential in city limits! Charming front porch and covered wrap-around patio, open-concept living area with double-height vaulted ceiling, kitchen with quartz dining counter, designer lighting, and stainless appliances including gas range oven. Main-level primary suite with skylights, glass door to back patio with retractable awning, and full ensuite bathroom with quartz vanity, deep soaking tub, and oversized shower with seamless glass and tile surround. Additional main-level bedroom and full guest bathroom with quartz vanity, stacked washer dryer, and tiled shower. Vaulted upper-level media room, office, or third bedroom. Detached studio with quartz dining counter, stainless appliances including electric range oven, full bathroom with quartz vanity, tub shower, washer dryer, plus two-car garage. Ample off-street boat or RV parking. Inquire for details!

593 Crowson Road, Ashland

$995,000
5 Beds 4 Baths 220216782 MLS
Available for the first time, 2004-built custom home in Ashland's Strawberry Meadows. This 3,105 sq. ft. 5 bed/4 bath house sits on a private .46-acre lot bordering an oak-lined creek open space. Main level includes double-height entry with skylights, living room with wood-fire insert, dining room, well-planned kitchen with large pantry, and a primary suite with deck. Upper level offers four bedrooms, 3 with walk-in closets, and large family room with balcony overlooking the creek. Versatile layout accommodates expansive family life and home office space. Additional features include a 2-car garage, robust storage, an approx 200 sq ft finished bonus room not included in the square footage, and a generous patio off the dining/kitchen area with perennial gardens enclosed in a custom deer fence. Situated in a Firewise-certified neighborhood near Lithia Park with access to local hiking trails. This private and quiet property offers a rare opportunity for a special home in a coveted setting.

523 Strawberry Lane, Ashland

$699,900
2 Beds 3 Baths 220216483 MLS
Fisherman's retreat or potential short term rental income on the world-famous Rogue River! This prime riverfront prop. offers a beautiful setting w/seasonal Salmon/Steelhead runs right out your back door. Rolling low-bank frontage/your own private boat launch, and concrete dock perfect for relaxing/taking in the river/forest. Home is already updated - upgraded LVP floors/barn doors/newer roof/paint/cabinets, a newly built expansive deck w/plenty of space for entertaining, and a functional kitchen w/dining area overlooking the large yard and river. Detached 2nd bedroom/office w/half bath. functional multi-space shop, w/additional carport/RV pkg/fenced dog run/mature landscaping complete the package. Minutes to Shady Cove/Lost Creek Lk./hunting/hiking/rafting/vineyards/endless recreation/short jaunt Crater Lk. Natl. Park. Might make great 2nd home, seasonal retreat, Air BNB or primary Res.

24990 Highway 62, Trail

$549,999
5 Beds 3 Baths 220216407 MLS
Stills Family Estate | 5.55 Acres | Two Homes | Southern Oregon Country Living This rare multigenerational property offers the kind of space, privacy, and freedom that you have been searching for. Close enough to share life's moments, far enough apart for everyone to have their own. Two fully independent homes on 5.55 acres of Southern Oregon countryside -- each with its own septic and electric meter. Gather the generations, bring the animals, and plant something that lasts. A 3-bay garage, 2-car garage, upper-level studio with expansion potential, and a high-producing filtered well round out this legacy property. Minutes to Shady Cove, the Rogue River, and everything Southern Oregon is known for. Properties like this don't come twice.

778 Ragsdale Road, Trail

$595,808
1 Beds 1 Baths 220215560 MLS
Rare opportunity to own 71.51 acres just right outside city limits of Ashland! LOCATION IS AMAZING!! Property consist of 2 additional tax lots. Super cute 2020 built MFG home w/vaulted ceilings & floor ceiling windows w/quartz counters & tile shower & lg wood deck. Near Emigrant Lake this property would be beautiful to build your dream home w/gated entry & gently sloping gravel road to the home w/incredible views of Cascade Mountains & Pilot rock. Creek frontage w/15 acres of water rights from Neil Creek. Trust has invested over $150,000 into the Creek management and rehab planting thousands of native plants. Gently sloping acreage w/pastures for horses or cattle or grape vines. 2 adjoining tax lots including. Priced to SELL! Buyer to do their own due diligence. Potential for maybe possibly another home site?

4201 Highway 66, Ashland

$515,000
2 Beds 2 Baths 220215328 MLS
Stunning 2022 transformation of a classic 1920s single-level cottage situated on a spacious third-acre parcel, ideally located between Lithia Park and Hald-Strawberry Park and only moments from downtown Ashland. Comprehensive updates include new roof, foundation, windows, waterproof LVP flooring, full electrical rewire, modern plumbing, and new sewer line. The open kitchen showcases vaulted ceilings, butcher-block island, granite sink, marble backsplash, and a copper-accented range hood. Primary suite offers private deck access, designer lighting, and a spa-like bath with clawfoot tub. Vaulted living room flows to an expansive deck with mountain views. Versatile second bedroom/office, efficient mudroom laundry, and full guest bath complete the interior. Outside enjoy terraced landscaping, TID irrigation, fresh paving, multiple outbuildings, and a fully self-contained 2016 tiny home with utility hookups. A rare opportunity in a prime Ashland location—contact today for more information!

220 Nutley Street, 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: