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$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
$950,000
3 Beds ⋅ 3 Baths ⋅ 220219940 MLS
Perched high above the Rogue Valley, this stunning hilltop retreat welcomes you the moment you begin the drive up the winding driveway. A sense of peace settles in as the valley opens before you - wide, breathtaking, and entirely your own. Inside, the home is filled with natural light and an open living space designed to showcase the view at every turn. Whether you're relaxing in the living room or soaking in the hot tub on the patio, the same spectacular panorama stretches across the valley below. With no nearby neighbors-just the quiet presence of deer wandering the hillside- this is privacy, beauty and tranquility all in one unforgettable setting. This 2,750 square foot home adorns 7.35 acres with outbuildings that hobbyists drool over. Two story shop, 12 x 40 bus barn, storage barns for equipment, conditioned wine cellar and much more..

9302 Yank Gulch Road, Talent
$750,000
220218273 MLS
Tucked just outside the historic town of Jacksonville, this exceptional high-end 6.45-acre residential parcel offers privacy and showcases beautiful valley and mountain views. Accessed via a shared gated drive, the property has been improved for equestrian and rural living. Improvements include a 1,206 sq ft barn & adjacent riding arena. A fenced 1/3-acre Syrah vineyard, professionally installed, presents unique lifestyle or boutique agricultural potential. Enjoy direct access to the renowned Britt Woodlands Trail System, offering over 16 miles of hiking and biking trails right from your property. Served by a private well that last tested at 10.5 gpm, this property offers a rare opportunity to build your own dream estate in one of Southern Oregon's most desirable locations.

84 Placer Hill Drive, Jacksonville
$745,000
4 Beds ⋅ 3 Baths ⋅ 220217086 MLS
NEW PRICE! Own a piece of history! Located on a 1/3-acre lot near downtown Jacksonville's shops, restaurants, wineries, and music venues, this beautifully preserved C.R. Pursell log home was crafted from Douglas fir logs and blends timeless character with thoughtful updates. Highlights include the original stone fireplace built from rocks found on the property and an open floor plan connecting the living room, dining, and kitchen. The kitchen has custom cabinetry, stainless steel appliances, and the original cast iron sink. The main level also offers two bedrooms and a full bath. The primary bedroom upstairs is like a retreat. A finished basement provides a separate living space with its own entrance, laundry, bath, and bonus room--ideal for guests or rental potential. Enjoy mature landscaping and views from a spacious deck & the front porch. Plenty of off-street parking and a large garage/shop.

645 E California Street, Jacksonville
$849,000
3 Beds ⋅ 3 Baths ⋅ 220216793 MLS
Single-level custom home on acreage showcases dramatic views and architecture. Rare privacy in the midst of nature; yet home is close to Medford and historic Jacksonville and has high-speed cable internet. 14+ acres backed by BLM land at the end of a quiet country road. High-level view overlooking the Applegate Valley and mountains beyond. Possible seller-financing at below-market rate with 50% down, or lease-option. Home's design is inspired by Frank Lloyd Wright's principles, with sleek horizontal lines and a flowing open layout with prominent use of wood, stone, concrete and glass. Spacious high-ceilinged great room with clerestory, stone-finish fireplace and wall of patio doors. Luxurious primary suite boasts its own panoramic views, patio access, dedicated office, walk-in closet, and spa-like bathroom. Fire-resistant ICF construction. Zoned radiant heated floors, extensive cherry wood cabinetry, abundant storage, quality Pella windows, oversized garage, 400-amp electrical.

615 Tumbleweed Trail, Jacksonville
$150,000
220216184 MLS
5 acres just outside of Jacksonville! Close to great Southern Oregon wineries. Great views of the City & Roxy Ann. Home site is approved. Bare land no well or septic. Buyer to do Due Diligence with regards to development. In an area of nice homes. Neighboring property is also listed for sale, 2083 Knowles Rd.

2091 Knowles Road, Medford
$449,000
4 Beds ⋅ 2 Baths ⋅ 220215844 MLS
Tucked behind a canopied walkway, this charming early 20th century home sits on a private .6-acre lot minutes from town . 1 mile from Griffin Creek Elementary, this property offers the feel of rural living w/everyday convenience. The 2 story home features 4 bed, including a spacious primary on the main level, hardwood floors, a large family room w/wood stove and expansive windows that frame peaceful views of the surrounding trees and gardens, filling the space w/natural light. The living room includes a gas fireplace and vinyl dual-pane windows The property also includes a detached 280 sqft studio w/ loft, shop w/ power, RV parking w/ electricity, shed, garden w/planter boxes, chicken coop, &mature landscaping for privacy. Many thoughtful updates have been made over the years. A versatile property with character, privacy, and potential in the heart of Southern Oregon Wine Country.

3072 Griffin Creek Road, Medford
$574,000
220213166 MLS
This is the BEST VIEW LOT in the subdivision, and the largest! Build your dream home on this sprawling 3-acre parcel with panoramic views of the Rogue Valley! Mt McLoughlin, Upper Table Rock, Roxy Ann Peak, multiple vineyards, these never-ending views from the Western hills toward the Valley in the East is one of the areas most breathtaking. Gently sloped and nestled on the edge of Medford, but closer to Jacksonville, this gated community is high-class living at its finest! Live amongst Stage Pass Winery and Dancin Vineyards, right next door to Dancin Winery. The Sellers spent over $150,000 on meticulous building plans that outline a 6,461 sf, 4 bedroom, 4.5 bath home with an inground pool, hot tub, sauna, gym, library, storage, Chef's dream kitchen, and 4-car garage. Plans are available and some site plan photos are attached under photos and floorplans. CCRs and Bylaws for Stage Pass Subdivision are also attached. Make this magnificent lot, or lot+build your dream come true!

70 Vineyard View Circle, Medford
$549,000
3 Beds ⋅ 2 Baths ⋅ 220212337 MLS
Discover an exceptional 204-acre estate offering true ''top of the world'' views where you can see forever. Perfectly positioned close to Ruch, Jacksonville, and the Applegate Valley, this property sits in the heart of wine country, surrounded by rolling hills, vineyards, and endless natural beauty. The very livable 1,188 sq ft home features 3 beds/2 baths, providing a comfortable base for full-time living, weekend escapes, or future expansion. Miles of private ATV and horseback trails wind through the property, creating opportunities for recreation, exploration, and adventure. Bordering thousands of acres of BLM land, this rare offering delivers unbeatable access for outdoor enthusiasts—whether you enjoy hiking, riding, or simply soaking in the incredible scenery. For hunters, the landscape and access make it a true paradise with abundant game and excellent terrain. With unmatched privacy, incredible views, and limitless potential, this property is a legacy-caliber So. Oregon retreat!

362 Humbug Creek Road, Applegate
$649,000
2 Beds ⋅ 2 Baths ⋅ 220211615 MLS
PRICE DROP! Seller is MOTIVATED! VIEW VIEW VIEW.... Step out on your deck and watch the deer roam your property! These amazing 40 acres are right outside of the quaint little town of Rogue River. Approximately 10 minutes to town. Hop on your quad and use the access road to go to the top of your property, which is overlooking Del Rio Winery. This roomy daylight basement home has a 2nd kitchen set up on the lower level. Large 2 car garage. Good sized garden area. Large fenced off area for farm animals, 2 sheds. Large wood storage. 1500gl holding tank. pole barn with a well maintained 5th wheel that is already hooked up to it's own electricity, the homes well, and the homes septic. And yes, ALL is included with the property. Too much to mention. Too beautiful to imagine. Come see for yourself!

3116 Wards Creek Road, Rogue River
$3,950,000
220205015 MLS
A premier turn-key winery and tasting room in the heart of the Rogue Valley, directly across the road from Centennial Golf Club and future 470-acre Centennial Village. Padigan features a 25-acre mature vineyard w/MID irrigation, modern 8,976 SF production winery (2016), and a 4,150 SF architecturally stunning tasting room. The solar-powered winery offers gravity-flow design, dual barrel rooms, and capacity for 10,000+ cases annually. The tasting room blends rustic charm with hospitality infrastructure, including a chef's kitchen, patio with vineyard views, and space for 300 guests. Situated on 46.34 EFU-zoned acres with high-visibility frontage along N Phoenix Rd—just minutes from Medford and the airport. Includes shop buildings, Tesla chargers, and extensive landscaping. A rare opportunity to acquire a turn-key facility in one of Southern Oregon's fastest-growing lifestyle and wine regions.

2335 N Phoenix Road, Medford
$3,950,000
220204961 MLS
A premier turn-key winery and tasting room in the heart of the Rogue Valley. Padigan features a 25-acre mature vineyard w/MID irrigation, modern 8,976 SF production winery (2016), and a 4,150 SF architecturally stunning tasting room. The solar-powered winery offers gravity-flow design, dual barrel rooms, and capacity for 10,000+ cases annually. The tasting room blends rustic charm with hospitality infrastructure, including a chef's kitchen, patio with vineyard views, and space for 300 guests. Situated on 46.34 EFU-zoned acres with high-visibility frontage along N Phoenix Rd—just minutes from Medford, the airport, and across from Centennial Golf Club and future 470-acre Centennial Village. Includes shop buildings, Tesla chargers, and extensive landscaping. A rare opportunity to acquire a turn-key facility in one of Southern Oregon's fastest-growing lifestyle and wine regions.

2335 N Phoenix Road, 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
$2,295,000
220196071 MLS
Explore an exceptional investment opportunity in desirable East Medford. PHASE 4 at Red Tail Heights is an approximately 14.2 acre parcel of vacant land ready for development. Zoned SFR-4/SFR-2 for 30 +/- residences, this unique property promises significant potential for developers and investors alike, made easy with planning and permitting (annexation, zone change, temporary subdivision plat) already approved. City streets and public services are accessed at three locations. Initial civil engineering work for streets, sidewalks, sewer, and storm drains are completed, along with geotechnical engineering and a a traffic study. Breathtaking views. Convenient to amenities in Medford, Ashland, and Historic Jacksonville, this is a prime opportunity to cultivate a vibrant community in a picturesque locale!

4195 PHASE 4 - 4195 Rachel Way Road, Medford
$429,500
220196068 MLS
Explore an exceptional investment opportunity in desirable East Medford. PHASE 3 at Red Tail Heights is an approximately 4 acre parcel of vacant land ready for development. Zoned SFR-4/SFR-2 for 11 +/- residences, this unique property promises significant potential for developers and investors alike, made easy with planning and permitting (annexation, zone change, temporary subdivision plat) already approved. City streets and public services are accessed at three locations. Initial civil engineering work for streets, sidewalks, sewer, and storm drains are completed, along with geotechnical engineering and a a traffic study. Breathtaking views. Convenient to amenities in Medford, Ashland, and Historic Jacksonville, this is a prime opportunity to cultivate a vibrant community in a picturesque locale!

PHASE 3 - 4195 Rachel Way Road, Medford
$729,500
220196067 MLS
Explore an exceptional investment opportunity in desirable East Medford. PHASE 2 at Red Tail Heights is an approximately 5.5 acre parcel of vacant land ready for development. Zoned SFR-4/SFR-2 for 15 +/- residences, this unique property promises significant potential for developers and investors alike, made easy with planning and permitting (annexation, zone change, temporary subdivision plat) already approved. City streets and public services are accessed at three locations. Initial civil engineering work for streets, sidewalks, sewer, and storm drains are completed, along with geotechnical engineering and a a traffic study. Breathtaking views. Convenient to amenities in Medford, Ashland, and Historic Jacksonville, this is a prime opportunity to cultivate a vibrant community in a picturesque locale!

PHASE 2 - 4195 Rachel Way Road, Medford
$795,000
220196066 MLS
Explore an exceptional investment opportunity in desirable East Medford. PHASE 1 at Red Tail Heights is an approximately 5.5 acre parcel of vacant land ready for development. Zoned SFR-4/SFR-2 for 18 +/- residences, this unique property promises significant potential for developers and investors alike, made easy with planning and permitting (annexation, zone change, temporary subdivision plat) already approved. City streets and public services are accessed at three locations. Initial civil engineering work for streets, sidewalks, sewer, and storm drains are completed, along with geotechnical engineering and a a traffic study. Breathtaking views. Convenient to amenities in Medford, Ashland, and Historic Jacksonville, this is a prime opportunity to cultivate a vibrant community in a picturesque locale!

PHASE 1 - 4195 Rachel Way Road, Medford
$2,800,000
220195606 MLS
Dana Campbell Vineyards is a legacy wine business offering multiple avenues for growth with unparalleled proximity to Ashland's renowned cultural amenities. Seller-carried financing available. Elegantly remodeled tasting room residence with three guest suites ideal for boutique hospitality, panoramic valley views, great room with service bar and gas fireplace, catering kitchen, break room, ADA-compliant bathrooms. Expansive paver patio, outdoor speakers, gas fire pit, composite deck and pergola with retractable awning, bocce ball court, and rose garden. State-of-the-art cold storage facility or potential winery building with glycol cooling system, fully irrigated acreage with southern exposure, over 13,000 established vines of eight estate-grown varietals producing 2,200 cases per year, seven additional acres ready for planting, wind turbine, frost fan, and all essential equipment included for turnkey tasting room operations. Inquire for additional details of untapped revenue streams!

1320 N Mountain Avenue, Ashland
$3,400,000
220194332 MLS
Established 67 vine acres comprised of Pinot Gris (57.7ac) & Chardonnay (10ac) located in the heart of the Applegate Valley Wine Trail! Half a mile of Applegate River frontage with 79 acres primary Applegate River water rights with senior priority date of 1912. This vineyard boasts a combination of excellent soil, topography, and superior farming techniques with strong production. The pump, pipelines & infrastructure support a full rate of water delivery. 6 wind machines offer frost protection and the perimeter is fully fenced. Centrally located off N. Applegate Rd near the town of Applegate and neighboring wineries. Build your estate home or Commercial Tasting Room! 118 deeded acres with approx. 11 acres located SE of N. Applegate Rd with potential for future homesite or tasting room. Buyer to investigate land usage and development potential. All information provided is deemed reliable but is not guaranteed and should be independently verified.

18485 N Applegate Road, Grants Pass
$1,995,000
4 Beds ⋅ 4 Baths ⋅ 220189185 MLS
Welcome Home, to the Vineyards at Stage Pass. Wine Country-Inspired, Rustic Modern home , features a spacious light-filled open floor plan, at 3833 sqft includes four bedrooms, 3.5 baths designed to capture the beauty of the landscape, vines and valley. The Chef's kitchen is surely to impress with top of the line Wolf and Sub-Zero appliances. The luxurious master suite exits to the spacious covered South American Borneo Mahogany deck and what could be a private hot tub area. The main floor also boasts a second suite, as well as a fourth bedroom or office. Flooring throughout features European white oak wide-plank hardwood, with Ann Sacks tile in the wet areas. Downstairs you will find a guest suite, wine tasting room and a temperature-controlled wine cellar. Exterior features include gables, pitches, and vertical cedar siding. Designed for year around entertaining the nearly 1,000 sqft covered deck offers a built-in Wolf grill and fire pit overlooking the home's backyard vineyard

15 Vineyard View Circle, Medford
$150,000
220188249 MLS
Build your dream home, instead of buying someone else's! This stunning 1.63 acre view lot in the sought-after Crystal Heights subdivision. You are going to love the 180 agree views of the Valley and Surrounding mountains including Table Rocks. The lot offers privacy and is moderately sloped offering a lot of potential. One of the final vacant land parcels in this neighborhood. The lot is surrounded by other estate properties. All public utilities to the street. The driveway and potential building pad are now in place and the lot is ready for you and your builder. Owner financing available.

138 Monterey Drive, Medford
$4,100,000
220186315 MLS
Explore an exceptional investment opportunity in desirable East Medford. Red Tail Heights is a 35+acre parcel of vacant land ready for development. Zoned SFR-4/SFR-2 for 70+ residences, this unique property promises significant potential for developers and investors alike, made easy with planning and permitting (annexation, zone change, temporary subdivision plat) already approved. The property is available to be sold in phases. City streets and public services are accessed at three locations. Initial civil engineering work for streets, sidewalks, sewer, and storm drains are completed, along with geotechnical engineering and a a traffic study. Sweeping vistas, including views of the airport, vineyards, mountains, and city lights—along with incredible sunrise and sunset-focused lots. Convenient to amenities in Medford, Ashland, and Historic Jacksonville, this is a prime opportunity to cultivate a vibrant community in a picturesque locale!

4195 Rachel Way, Medford
$625,000
220181758 MLS
Nestled in the serene eastern foothills of Ashland, Oregon, this exceptional 31.72-acre homesite lot offers an opportunity to create your dream estate. Situated at an elevation of just over 2,200 feet, this picturesque parcel boasts breathtaking panoramic views of the surrounding natural beauty. With homesite and septic approval already completed, it's ready for you to start building! The gentle sounds of the creek create a soothing backdrop, perfect for relaxation and rejuvenation. Zoned EFU (Exclusive Farm Use), this property offers a range of possibilities for agricultural pursuits, while also providing a peaceful and private setting for a custom-built home. Homesite approval has already been completed, streamlining the process for creating your ideal living space.

1650 E Nevada Street, Ashland
$8,500,000
4 Beds ⋅ 3 Baths ⋅ 23696912 MLS
Welcome to Red Lily Vineyards, one of the most acclaimed vineyards in the esteemed Applegate Valley of Southern Oregon. Renowned for its exceptional wines and captivating scenery, Red Lily Vineyards presents an alluring mix of established wine and agri-business with great opportunities for event and hospitality expansion. It's not just a business; it's a gateway to an extraordinary experience and a haven for those seeking a rare and sought-after investment and lifestyle opportunity. This 255-acre ranch and estate boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, mature vineyards, and an expanses of quality irrigated land for vineyard and agricultural expansion plus perhaps the most iconic and well-trafficked wine tasting experience in Southern Oregon. Nestled atop a secluded knoll, commanding picturesque views of the Applegate Valley, is the main residence, a quintessential American cedar shingle-style home boasting over 4,000 square feet of living space. The second home, known as the winemaker's house, is a delightful farmhouse that has been thoughtfully updated. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent platform for business expansion. This includes options for expanding vineyard and agri-business operations, developing a hospitality business with a focus on events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. An additional estate dwelling and farm-to-consumer sales are also relevant opportunities. This rare gem offers an unparalleled setting with 3,300 feet of Applegate River frontage and convenient access to incredible outdoor activities. The phenomenal location is a short commute from all the conveniences of Jacksonville and Medford and is centrally located within Southern Oregon. The offering is a hybrid sale that includes the business, brand, and real estate. Owner terms may be available. Thank you!

11777 Highway 238, Jacksonville
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: