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$995,000
3 Beds 3 Baths 220226652 MLS
Rare opportunity to own a beautifully maintained & updated 2,024 sq ft ranch-style home with 3 bedrooms, 2 full bathrooms, &a versatile 1,122 sq ft detached building on a mostly level .53-acre lot in one of East Medford's most desirable neighborhoods near Hoover Elementary. Currently permitted as an income-producing preschool, the detached building features its own entrance, half bath, RV parking, and is separately fenced from the home, making it ideal for a home-based business, or potential ADU/dwelling conversion. The home offers a bonus room, vaulted great room, updated kitchen, enclosed patio & a private primary deck with a hot tub. Enjoy the beautifully landscaped, fully fenced backyard with a workshop and plenty of space to relax, entertain or play. With a new roof, water heater, dishwasher, & extensive updates throughout, this turnkey home is truly move-in ready. Adtl. info in documents. Preschool furniture, Montessori classroom materials & toys are included with strong offer.

2201 Siskiyou Boulevard, Medford

$1,350,000
5 Beds 6 Baths 220225703 MLS
Live the Southern Oregon Dream! Welcome to an extraordinary Ashland estate where breathtaking views of Mount Ashland, the Cascades, downtown Ashland, and surrounding vineyards create a spectacular backdrop. Nestled behind a private gated entrance on 5 acres, 1.6 TID irrigated, this custom-built 5 bedroom, 6 bath home offers luxury, privacy, and versatility. Whether you're seeking a peaceful retreat, a multigenerational home, or space to operate a home-based business, this property adapts to your lifestyle. The thoughtfully designed floor plan features TWO private suites with their own entrance, ideal for extended family, a professional office, or creative studio. Garden beds, fruit trees, space for horses, animals, a 28 GPM well, RV hookups w/220, abundant parking, just minutes from the Shakespeare Festival, galleries, wineries and award-winning restaurants. You'll enjoy the best of country living without sacrificing convenience. Luxury. Privacy. Self-sufficiency. Endless possibilities

808 Pompadour Drive, Ashland

$1,200,000
2 Beds 3 Baths 220225582 MLS
Experience refined living just one block from downtown Ashland in this custom, open concept, built 2012 luxury home, designed for comfort and ease. An elevator to take you to all levels makes stair use unnecessary and 36 inch doorways provide seamless accessibility throughout. The oversized, finished, two + car garage with sealed floors offers space for a workshop, gym and storage with an additional washer & dryer, sink and gas heater. Rich oak and red oak floors and cabinetry pair beautifully with custom metalwork and soaring wood-paneled ceilings throughout the home. The chef's kitchen features a 6 burner Wolf cooktop, wall ovens, Sub Zero refrigerator, exposed edge granite countertops and custom pot racks. Spa inspired bathrooms include heated tile floors, dual vanities, tiled showers and abundant natural light, one with a soaking tub. The private flagstone courtyard with gas BBQ and pergola is perfect for relaxing and outdoor entertaining with lovely, low maintenance landscaping.

400 Allison Street, Ashland

$12,000,000
7 Beds 19 Baths 220223437 MLS
Chateau at Belle Fiore is one of Oregon's most extraordinary estates. Spanning over 17,400 sqft across 4 levels, this French-inspired masterpiece offers 7 bedrooms, 19 bathrooms, and exceptional craftsmanship throughout. An elevator services all floors, including an 8,000 sqft lower level with a wine room, game room, gentleman's lounge, multiple wine bars, and expansive entertaining spaces. Premium finishes include custom cumaru flooring, granite surfaces, and intricate architectural detailing. Set on 17+ acres, including 12+ irrigated acres and a producing vineyard, the estate is ideal for private enjoyment, weddings, retreats, and special events. Exterior features include hand-chiseled golden granite, a hand-cut slate roof, custom copper gutters, dormers, and downspouts. A 2,500+ sqft carriage house, 4-car garage, prep kitchen, and grand gathering spaces complete this iconic estate. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

200 Belle Fiore Lane, Ashland

$26,000,000
7 Beds 19 Baths 220223434 MLS
Belle Fiore Estate Winery and Chateau is Oregon's most extraordinary vineyard estate and is for sale for the first time ever. The French-inspired Chateau is one of the largest homes in Oregon, spanning over 17,400+ sqft; it has four levels, 5 bedrooms, 19 bathrooms, a 4-stop elevator, vineyard, 2 bedroom 2500+ sqft carriage house, 4-car garage, resort style pool, hand-cut slate roof, custom copper detailing, and one of a kind craftsmanship throughout. ~ Separately, the Winery features a 32-acre vineyard with 14 distinguished grape varietals. The 27,000+ sqft Italian basilica-inspired facility includes tasting rooms, a ceremonial barrel room, ballroom, restaurant, outdoor dining areas, panoramic views of the Rogue Valley, and a commercial production facility with extensive refrigerated wine storage. Set on nearly 70 acres, this offering includes 49+ acres of water rights. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

200 Belle Fiore Lane, Ashland

$1,575,000
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

$1,000,000
4 Beds 4 Baths 220216778 MLS
Architecturally striking contemporary estate set on 5 breathtaking acres in the coveted hills of East Medford. Designed to capture panoramic views of the valley & surrounding mountains this modern 4 bed, 3.5 bath showcases soaring ceilings, whitewashed oak hardwood floors, designer lighting, dramatic window systems & expansive window walls that blur the line between indoor & outdoor living. Stylish, gourmet kitchen outfitted w/a grand center island, quartz surfaces & sleek, custom Parapan cabinetry. Luxurious primary suite featuring private patio access, an oversized walk-in closet & ensuite w/heated tile floors, a roll-in shower, glass block accent wall & sculptural freestanding soaking tub. Two additional bedrooms share a beautifully designed Jack-and-Jill bath w/individual vanities, built-in desks & shelving. Exceptional outdoor spaces include a rooftop deck, covered & uncovered patios, entry fountain, mini sport court & 2-stall barn. Proximity to medical, schools, shopping & more!

1225 Gardner Way, Medford

$575,000
4 Beds 3 Baths 220216049 MLS
Welcome to a beautifully preserved 1910 Craftsman where timeless character meets modern comfort. More than a home, it's a place to slow down and savor life's everyday moments. Begin your mornings sipping coffee or tea on the inviting front porch, gather with family beneath original coffered ceilings, or unwind in the light-filled sunroom. Rich woodwork, built-ins, and warm hardwood floors showcase craftsmanship rarely found today. The spacious floor plan offers 4 bedrooms, 2.5 baths, and flexible living spaces, while the yard invites entertaining, gardening, relaxing in the hot tub, or creating in the detached workshop. Just minutes from downtown Medford's restaurants, parks, and local shops, this exceptional home offers the perfect blend of historic charm, modern livability, and a lifestyle that only a true Craftsman can provide. Property also has plenty of off street parking for your RV or Boat!

610 S Holly Street, Medford

$3,995,000
4 Beds 6 Baths 220203312 MLS
A true masterpiece in Southern Oregon, 1st time, extraordinary Mediterranean estate captures sweeping views of the Jacksonville Mountains & glittering city lights. Set on 5 private park-like acres w/city water, ±5700 SQ FT of luxury on main level, ±3484 SQFT private lower level; ideal for entertaining, additional living/guest quarters & lg detached private guest Casita--designed & built by Mike Pagnini--showcases unmatched craftsmanship and timeless elegance. Highlights include 4 luxurious primary suites, 6 baths, a Pebble Tec pool & spa, guest casita, & a 12-car garage. Inside, grand living spaces feature soaring dome ceilings, 8 fireplaces, and French doors opening to stunning outdoor living areas. Chef's kitchen, wine cellar, theater, & fitness rooms complete the experience. Ideally located near Rogue Valley International-Medford Airport w/Million Air Medford for private jet access, & minutes from the Britt Music & Arts Festival, Oregon Shakespeare Festival, & renowned wineries.

321 Pair A Dice Ranch Road, Jacksonville

$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: