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$739,000
4 Beds 3 Baths 220225931 MLS
Located just minutes from downtown, this impressive 2,596 sq. ft., 4-bedroom, 3-bathroom home features striking curb appeal and breathtaking views of Grizzly Peak. The bright interior boasts hardwood floors, formal and informal dining, and a spacious kitchen with solid-surface counters. Soaring ceilings frame the great room, which opens to an expansive deck overlooking a tiered backyard complete with garden boxes, a potting shed, and storage shed. Highlights include a main-level vaulted primary suite with a jetted tub and walk-in closet, a flexible upper-level bonus room with skylights, and carpeted guest bedrooms. Modern upgrades feature a new heat pump with advanced UV filtration, an electric vehicle charger, and an oversized attached garage with workshop space plus dedicated RV parking.

960 Oak Street, Ashland

$2,050,000
3 Beds 3 Baths 220225194 MLS
Exceptional Rogue Riverfront Estate offering 600-ft of frontage on 3.51-gated acres. This extensively refurbished 4,368-sq. ft. home features 3-bedrooms, 2.5-baths, a private elevator, luxurious primary suite, designer kitchen with quartzite counters, Wolf appliances, concealed pantry, indoor golf simulator, 8-seat theater, wet bar, Sonos sound system, and expansive river-view living spaces. Anderson tinted windows, three-zone HVAC, concrete tile roof, advanced security system & custom finishes throughout. Enjoy outdoor entertaining from covered porches and multi-level decking overlooking the Rogue River. Additional improvements include 440-sq. ft. outbuilding, 393-sq.ft. separate self-contained guest cottage with Mitsubishi HVAC, full bath, and an additional exterior bath. Property features a 10.5-GPM well, water filtration system, Rogue River water rights, equipment barn, and numerous included amenities. A rare opportunity to own a premier riverfront retreat in Southern Oregon.

1600 N Second Avenue, Gold Hill

$1,675,000
3 Beds 4 Baths 317835913 MLS
Privately gated and gracefully set on 5 acres in the heart of Southern Oregon wine country, this extraordinary estate blends timeless craftsmanship, architectural elegance, and the rare luxury of a privately owned 250-vine vineyard. Constructed at a cost exceeding $2 million, the residence was thoughtfully designed to reflect enduring quality and sophisticated living at every turn. A striking custom stone exterior, crowned by an authentic 100-year slate roof, creates a commanding first impression, while the roofline was intentionally crafted to mirror the surrounding mountain vistas. Inside, soaring ceilings, rich custom woodwork, and polished vein-cut travertine flooring create an atmosphere of refined warmth and understated grandeur. Designed for both elevated entertaining and everyday comfort, the chef’s kitchen features premium appliances, exquisite custom cabinetry, expansive gathering spaces, and a fully appointed butler’s pantry. Walls of windows frame serene mountain views, inviting the beauty of the outdoors into the home’s luxurious interior. The primary retreat offers a true spa-inspired experience with dual private bathrooms and separate custom closets, creating a level of comfort and privacy rarely found. A separate VIP guest suite or executive office provides exceptional flexibility for extended stays, multigenerational living, or private accommodations. Beyond the residence, the estate unfolds into a lifestyle property unlike any other — complete with a producing 250-vine vineyard, manicured grounds, and a peaceful sense of seclusion just minutes from modern conveniences. Every detail reflects intentional design, uncompromising materials, and a vision of luxury meant to endure for generations. This is more than a home — it is a legacy estate to be experienced in person to be fully appreciated. One seller is a licensed OR Realtor.

727 EARHART RD, Rogue River

$1,675,000
3 Beds 5 Baths 220220343 MLS
Privately gated and set on 5 acres, this exceptional property showcases refined custom design and uncompromising quality. Built at a cost exceeding $2M, the home reflects a level of craftsmanship rarely seen today, including a 100-year slate roof. Inside, soaring ceilings, rich woodwork, and elegant polished vein-cut travertine flooring mirror the home's custom stone exterior, creating a seamless architectural story, with a roofline that echoes the surrounding mountains. The chef's kitchen features premium appliances, a butler's pantry, and superbly crafted custom cabinetry. The primary suite offers dual bathrooms and separate closets, while a private VIP guest suite provides flexibility for extended stays. Every aspect of this estate reflects intentional design, quality materials, and a vision of elevated living. This is a residence that must be experienced in person to be fully appreciated. Call to schedule your private showing today. One seller is licensed OR Realtor.

727 Earhart Road, Rogue River

$1,700,000
2 Beds 3 Baths 220220012 MLS
Butterfly Hill is a LEED Silver certified, self-sustainable eco-luxury masterpiece in a gated community outside Jacksonville. This three-wing home delivers abundant sweeping views, open-concept living space & stunning folding glass doors which open directly to outdoors blending nature with the eco-luxury lifestyle. The kitchen stuns with a large tasking island, custom cabinetry, walk-in pantry and sleek cooking zone. Primary suite demands awe with a bank of windows facing the mountains & spa inspired bath. Flexible secondary suite with Murphy bed is a perfect multi-use haven. 8-year-old Hügelkultur gardens, drought-tolerant native plantings, and a 15,000-gallon rainwater collection system supplies irrigation and dedicated fire suppression tank, solar power, KVA 20 generator and extensive fire hardening measures secure this home for years to come. Private hiking trails, wildlife, views and space without feeling endlessly remote.

400 Coyote Run, Jacksonville

$849,000
4 Beds 4 Baths 220219145 MLS
An Everyday Getaway! That is what it's like living on this Tuscany style homestead. 4 scenic acres, 3,511 sq.ft. multi-level home, full of warmth & artistic detail. Earthen plaster, frame built w/ straw-bale insulation, a Kachelofen masonry woodstove & eco-conscious features. The main level offers a primary bd that opens to a pleasant deck w/ view of surrounding mountains Living & dining areas, kitchen & laundry. Upstairs includes a bd w/ convenient 1/2 bth, while the bright daylight basement provides bonus rooms, sauna, bth & generous cold storage. The 2,066 sq.ft. ADU combines living, entertaining & creative space w/ an integrated shop & a garage w/ laundry. Permitted for vacation rental, this unique building adds fun & diversity of living choices. Land offers a beautiful mix of rolling & level terrain w/ mountain views & dotted w/ oaks. A wonderful home base w/ the fenced garden, animal areas, play structure, decorative pond & multiple outbuildings & outdoor living spaces.

8150 Upper Applegate Road, Jacksonville

$735,000
3 Beds 3 Baths 220219437 MLS
Welcome to your peaceful oasis, just minutes from town on a private 40-acre property. This serene retreat offers stunning 180-degree views, a two-family setup, a garden, a rainwater capture system, and marketable timber--just to name a few highlights. The spacious, updated home features breathtaking views from every room, thanks to large picture windows. On the main level, you'll find everything you need: bedrooms, living spaces, kitchen with a new stove, laundry, and a full-length covered deck. The daylight basement includes a large family room, office (easily converted to a fourth bedroom), a full bathroom, and exterior access to another covered patio. Ideal for families seeking separate living spaces for relatives. Located in the Central Point School District.

16445 Meadows Road, White City

$390,000
2 Beds 2 Baths 220218405 MLS
Discover your own private sanctuary in the heart of the Applegate Valley. This beautifully maintained 2-bedroom, pus a bonus room, 2-bath home sits on a ''manicured mini oak forest'' featuring native landscaping and a park-like feel. Inside, you'll find 1,241 sq. ft. of thoughtfully remodeled living space, including a spacious, permitted 30'x10' living room addition and a versatile bonus room. The heavy lifting has already been done: enjoy a brand-new roof (with transferable warranty), a newer water conditioning system with UV filtration, and fresh front and back decks perfect for morning coffee. A standout feature is the 320 sq. ft. detached studio--beautifully updated and equipped with water and electricity--ready to become your dream art space, home office, or guest suite. Located on a quiet road just minutes from Jacksonville, this is the perfect blend of country quiet and city convenience. Back on the market at no fault of property.

84 Haven Road, Jacksonville

$773,500
3 Beds 3 Baths 220216431 MLS
Welcome to your private Southern Oregon retreat! - Nestled in the scenic hills of Eagle Point, this stunning 3 bedroom, 2 full bath, 1 half bath home offers 2,344 square feet of thoughtfully designed living space on a massive 15.63-acre parcel The Largest at this price range -- the perfect blend of comfort, functionality, and wide-open opportunity. Step inside to discover spacious living areas filled with natural light, ideal for both everyday living and entertaining. The layout flows beautifully, offering generous bedrooms, a well-appointed primary suite, and ample room for gatherings or quiet evenings at home. Step out onto the patio and take in what truly sets this property apart -- Pearched Over the descending valley of Eagle Point. Surrounded by mature trees and natural beauty, you'll enjoy breathtaking sunsets, peaceful mornings, and the serenity that only Southern Oregon can provide. Possible ADU *

120 Hammel Road, Eagle Point

$596,000
3 Beds 2 Baths 220211566 MLS
Creekfront with Water Rights! Dream retreat on 10.29 stunning acres with year-round creek frontage & multiple swimming holes! This 2018-built 3 bed, 2 bath, 1,680 SF home offers an updated interior with Pergo barn wood floors & tranquil creek views from the living areas, primary & guest bedroom & back deck. Fully fenced & gated property offers privacy & security. Additional features include RV parking with water & power, attached 2-car garage, outdoor shower, & expansive flat, usable land ideal for gardening, recreation, or future projects. A large rainwater collection tank, supports irrigation & fire prevention. Marketable timber & open space offer endless opportunities to explore, relax, or expand. Backs to nearly 500 acres of BLM land & recipient of multiple Elk Creek restoration grants. Built by award winning builder, Palm Harbor, home is LEED Eco-certified and turn-key with well, septic and irrigation in place. Property recently appraised in 2025 above sales price!

52 Dodes Creek Road, Trail

$619,000
3 Beds 3 Baths 220211531 MLS
This spectacular view property offers a main-floor primary suite with a slider to the deck, a walk-in closet, and an office that could serve as an additional closet. The ensuite includes a step-in shower, dual vanities, and a jetted tub with sweeping views. The large kitchen features oak cabinetry, granite counters, tile floors, a propane range, an island, and bar seating. The great room showcases vaulted wood ceilings, and the home includes two beautiful, highly efficient floor-to-ceiling flagstone wood-burning fireplaces. Multiple sliders on both levels provide seamless access to the expansive decks. Additional features include central vacuum, a carport, a two-car attached garage with built-ins, and a detached one-car garage—also with built-ins—that could serve as a workshop. A security gate, circular driveway, newer multi-zone heat and AC, and a smart thermostat add comfort and convenience. This private, beautifully designed home with stunning views is one you won't want to miss.

2070 Skyview Drive, Medford

$525,000
2 Beds 2 Baths 220207030 MLS
A perfect blend of rural serenity & functional living awaits on this 6.65-acre property just minutes from the heart of Ashland, Oregon. Surrounded by majestic madrone and fir trees, this private retreat offers natural beauty, privacy, and remarkable versatility. The main 2-bedroom, 2-bath home features a thoughtful layout w/an art room, attached garage, and expansive windows that bring the outdoors in. Just steps away, a beautifully finished Accessory Residential Unit (ARU) with a full kitchen is perfect for guests, extended family, or rental income. A unique workshop crafted from 2 shipping containers features hydraulic doors, a professional-grade engine hoist, abundant storage, & an adjacent large covered outbuilding—ideal for makers, mechanics, or outdoor enthusiasts. Whether you're enjoying peaceful mornings under the trees, tackling your next project, or exploring Ashland's renowned theaters, restaurants, and trails, this property offers the freedom to live, create, and thrive!

5010 Old Hwy 99 S, Ashland

$699,000
3 Beds 2 Baths 257588197 MLS
Enjoy the beauty and tranquility of nature on the stunning 3 acre property featuring a seasonal creek & charming outdoor spaces. This unique home offers 3 bedrms, plus a 336 ft.² loft. Basement provides excellent potential for . The main level features special touches throughout, including an updated kitchen w/ subway tile, a farmhouse, apron sink, & elegant European birch countertops & soft, closed cabinetry. The white oak pegged floors & open beam ceilings create a bright, & spacious feel in the living room. Convenient additions include just off the kitchen a 32 x 16 deck offers a perfect space to relax or entertain. The primary bedroom opens to a private 20 x 12 deck w/ a hot tub for ultimate comfort. The basement features 2 of the bedrms, a stylish kitchen & a full bath ideal for guests/extended family. Pathways & cozy sitting areas lead to the creek adding to the property serene charm. Also included is a chicken coop perfect for those interested in hobby farming.

988 SAVAGE CREEK RD, Grants Pass

$699,000
3 Beds 2 Baths 220202436 MLS
Enjoy the beauty and tranquility of nature on the stunning 3 acre property featuring a seasonal creek & charming outdoor spaces. This unique home offers 3 bedrms, plus a 336 ft.² loft providing excellent potential for multifamily living. The main level features special touches throughout, including an updated kitchen w/ subway tile, a farmhouse, apron sink, & elegant European birch countertops & soft, closed cabinetry. The white oak pegged floors & open beam ceilings create a bright, & spacious feel in the living room. Convenient additions include just off the kitchen a 32 x 16 deck offers a perfect space to relax or entertain. The primary bedroom opens to a private 20 x 12 deck w/ a hot tub for ultimate comfort. The basement features 2 of the bedrms, a stylish kitchen & a full bath ideal for guests/extended family. Pathways & cozy sitting areas lead to the creek adding to the property serene charm. Also included is a chicken coop perfect for those interested in hobby farming.

988 Savage Creek Road, Grants Pass

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: