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$649,000
4 Beds 2 Baths 220226618 MLS
Tucked away in one of Ashland's most sought-after neighborhoods, this exceptional property offers the rare feeling of a private nature retreat while remaining just minutes from the heart of the city. Surrounded by mature trees and abundant natural beauty, the home feels like a treehouse, with beautiful mountain views creating a peaceful backdrop throughout the seasons. With access to a beautiful trail system, including the Ashland Ditch Trail, outdoor recreation begins right outside your door. Whether you're hiking, running, or simply enjoying a quiet walk, this location provides an unmatched connection to nature. The unique setting combines privacy, serenity, and convenience, offering a secluded escape without sacrificing easy access to downtown Ashland, local dining, and shopping. When driving by the property go Wimer st to Alta. Do not use Grandview.

279 Alta Street, Ashland

$325,000
2 Beds 2 Baths 220226605 MLS
''Where the living is easy'' -- and in this Ashland condo, it truly is. This modern 2-bedroom, 2-bathroom condo offers effortless main-level living just minutes from everything that makes Ashland, Ashland. Rich bamboo flooring, granite countertops, and a gas fireplace give the space warmth and polish, while a laundry room and abundant storage keep daily life simple. A new water heater and dedicated underground parking check the practical boxes, while the HOA handles all exterior maintenance -- so your weekends are yours. Location? Hard to beat. You're close to N. Mountain Park, bike paths, ball fields, scenic nature trails, top-rated schools, and everyday shopping -- plus a quick hop to the world-renowned Oregon Shakespeare Festival and the beauty of Lithia Park. Whether you're catching a matinee downtown or a sunset walk in the park, this is Ashland living at its most comfortable.

608 Fair Oaks Court, Ashland

$340,000
4 Beds 3 Baths 220226561 MLS
Seller carry option with acceptable terms. With a total of 4026 sq ft, this unique urban-residential property with substantial investment potential! Situated on a spacious lot just opposite Rogue River, this well-established property boasts an ideal UR-1 (Urban Residential) zoning, allowing for various uses such as a single-family dwelling, group living, daycare, or a grandfathered-in produce stand. With remarkable adaptability for both business and residential purposes, the main living area of approximately 2426 square feet features 4 bedrooms, 3 bathrooms, a kitchen, sizable bedrooms, two full bathrooms, and a living room with a charming brick fireplace. The additional 1600 square feet, can be easily converted into diverse spaces. Whether you're an imaginative individual in search of a distinctive home or an entrepreneur pursuing a business venture, this property offers a plethora of options. Formerly known as Lee's Olive House.

8775 Rogue River Highway, Grants Pass

$535,000
4 Beds 2 Baths 220226533 MLS
Don't let the age fool you, this home has had significant updating that includes lighting, commercial-grade Armstrong flooring, updated baths, Energy Star Pella windows. mini-split heating and cooling system, fresh paint inside and out and new exterior siding. Possible multi-generational living - the daylight basement has its own entrance and bathroom. The main floor features 2 bedrooms, bathroom, spacious open floor plan and certified woodstove. Upstairs are 2 additional bedrooms with an open area in between. Outside you'll find a stunning David Pagan Butler design 65' x 45' organic pool complete with a small dock, deck and gazebo and a large deck and play structure just outside the main entrance. Enjoy rural living but only approximately 20 minutes from the charming small community of Rogue River and access to I-5 and less than 10 minutes to the Wimer Market which offers gas, propane, beer, wine, all the essentials as well as a deli with sandwiches, salads, fried foods and more!

2016 Sykes Creek Road, Rogue River

$319,900
3 Beds 2 Baths 220226502 MLS
Attention first-time homebuyers and investors! Don't miss this opportunity to own a well-maintained 3-bedroom, 2-bath home with a 2-car garage in Eagle Point. Remodeled in 2017, this two-story home offers a functional floor plan with one bedroom featuring a sliding glass door to the backyard and a full bathroom on the main level. Upstairs you'll find an open-concept living room, dining area, and kitchen, along with two additional bedrooms and a full bathroom. Step out onto the balcony off the living room, perfect for entertaining or enjoying your morning coffee. Stairs lead to the fully fenced backyard with room for gardening, pets, or outdoor activities. Conveniently located near shopping, dining, schools, parks, and other everyday amenities, this home offers comfort, convenience, and great value.

412 Lorraine Avenue, Eagle Point

$2,800,000
3 Beds 6 Baths 220226424 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

$359,400
3 Beds 2 Baths 220226419 MLS
Handyman special in a well-established Medford neighborhood! This single-level, 3 bedroom, 2 bathroom home offers a functional layout with an open living and kitchen area, a covered front porch, and a fully fenced backyard with patio space for outdoor living. This property features a very large backyard and room for RV parking! The primary bedroom includes a private slider to the backyard, and two additional bedrooms offer flexibility for family, guests, or a home office. This home needs some TLC and updating throughout, but the layout and location make it a solid opportunity for a buyer ready to add their own finishes and build some sweat equity. Priced to reflect the work needed--schedule your showing today!

2372 Happy Valley Drive, Medford

$674,900
3 Beds 3 Baths 220226344 MLS
Updated mid-century modern/contemporary home located just a short distance from downtown, Lithia Park, and premier hiking trails. This light-filled 3-bed+office, 2.5-bath residence offers 2,090 sq ft of well-designed living space. The open floor plan features a wood-burning fireplace and connects seamlessly to two large decks, showcasing expansive views across the valley to Grizzly Peak. The spacious master suite includes its own fireplace, a large walk-in closet, and an en suite with a deep soaking tub, rain shower, and direct deck access. Additional amenities include a private wet sauna--perfect after time spent on the nearby trails--and a large, fully fenced, low-maintenance backyard. Combining thoughtful updates with convenient proximity to Ashland's central attractions, this home provides a great balance of comfort and utility.

424 Courtney Street, Ashland

$329,900
3 Beds 3 Baths 220226322 MLS
Welcome home to this inviting 3-bedroom, 2.5-bath home offering 1,698 square feet of comfortable living space. The open floor plan, vaulted ceilings, and LVP flooring create a bright, spacious feel, while the main-level primary suite provides convenience and privacy. Enjoy quiet moments and beautiful views from the balcony. Major updates include a heat pump replaced in 2021, plus a newer roof and exterior paint completed within approximately the last 6-7 years. Additional features include a 2-car garage and low-maintenance .04-acre lot. Located in a quiet neighborhood near shopping, restaurants and easy access to I-5 makes commuting convenient, while Highway 62 provides a quick escape to mountain trails, camping, and outdoor recreation. Association dues cover, roof, landscaping, maintenance, ext. paint, water and sewer.

3855 Dover Ridge Drive 4 Unit 4, Medford

$399,000
1 Beds 1 Baths 220226151 MLS
Affordable opportunity to own 2.14 acres and finish building a newer, 688-sqft tiny home nestled on private acreage, just 15 minutes from downtown Ashland. This existing permitted general purpose building, is ready to be converted into a 1-bedroom, 1-bathroom layout. Property features outdoor sauna, small seasonal pond, and high-producing well (11 GPM with pump, 41 GPM raw). Built in 2014, the existing permitted structure currently includes an unfinished kitchen & dining room. Purchase property as-is with cash (see MLS listing # 220226037) for $275,000 or finance the construction using a rehab loan with this listing. List price is an estimate on the the total costs including the land purchase and the amount needed to finish it, based on estimate by contractor ($129,000). Buyer to due their own due-diligence. Buyer to enter into a separate building contract with contractor of their choice outside of escrow. Final price to be determined at a later date when Rehab package is finalized.

4712 Old Highway 99 S, Ashland

$999,999
3 Beds 2 Baths 220226122 MLS
Welcome to 501 Carter Lane, a fully flat, usable property offering the ultimate blend of agricultural potential and incredible income generation! This upgraded 2,680 sqft. house is surrounded by amazing mountain views and features an 800 sq. ft. barn home, cottage, cabin, and a tiny home. The estate boasts tons of Airbnb rental income opportunity, with a 9-year 5-star Superhost history generating up to $100k+ annually. Built for growth, this farm features OMMP/ODA licensed gardens, greenhouses, and fertile soil. You'll find amazing, crystal-clear water with an endless well, irrigation ponds, and a 1-million-gallon TID water allocation. With upgraded electrical throughout and tons of equipment for farming included, it's a turnkey operation ready for your crops. Whether you want to farm, host guests, or move the whole family into this unique dream property, your endless possibilities await!

501 Carter Lane, Ashland

$665,000
3 Beds 3 Baths 220226121 MLS
Escape to your private oasis in East Medford! Nestled in the desirable Edwards Court Subdivision, this stunning 3-bedroom, 3-bath contemporary home blends sophisticated indoor living with an unparalleled backyard retreat. Inside, the sun-drenched open floor plan features dramatic vaulted ceilings, architectural windows, and two gas fireplaces. The chef's kitchen boasts premium granite countertops, a central island, a walk-in pantry, and stainless steel appliances. The top highlight awaits outdoors. Your private, fully fenced backyard is an entertainer's dream, showcasing a heated in-ground pool with a tranquil water feature. A separate greenhouse allows for year-round gardening. Retreat to the luxurious primary suite with a walk-in closet, spa bath, and private balcony overlooking the pool and valley views. Premium features include stucco siding, a durable tile roof, and a 2-car garage. Walk to top-rated Lone Pine Elementary. This rare luxury won't last--schedule a tour today!

3270 Larue Drive, Medford

$675,000
220225952 MLS
This 6.79 acre property is zoned Exclusive Farm Use and offers multiple rental income streams with room for additional growth. Located in Gold Hill on Old Stage Road, the acreage includes four separate living configurations, each featuring its own private yard space. The structures consist of a two story 3-bed, 1-bath main house, a second 3-bed, 1-bath home with a deck, and a duplex divided into a 2-bed, 2-bath unit and a 1-bed, 1-bath unit. The grounds feature multiple garden areas and full RV hookups, adding further utility to the site. Valuable water rights convey with the land. Additionally, the property features a manufactured structure that is permitted as storage per the seller. This Jackson County multi-dwelling setup is well suited for an investor looking for established rental income or an agricultural buyer needing employee housing.

12071 Old Stage Road, Gold Hill

$439,900
3 Beds 2 Baths 220225890 MLS
Welcome to 2137 E Jackson St, a beautiful property situated in a highly desirable Medford neighborhood. The charming main residence features a bright, inviting 3-bedroom, 2-bathroom layout that is perfect for comfortable everyday living and easy entertaining. Set on an expansive lot, this home provides a rare sense of space, privacy, and tranquility in a great area. The true standout feature of this property is the fantastic detached apartment, offering wonderful flexibility for today's lifestyle. This private space is absolutely perfect for a dedicated home office, a quiet creative studio, or a welcoming guest suite for visiting family. Enjoy the rare convenience of commuting just steps across your own backyard! With a sprawling yard offering endless potential for outdoor living, gardening, and relaxation, this Medford gem provides the perfect balance of residential comfort and everyday practicality. Schedule a private tour to see this wonderful space today!

2137 E Jackson Street, Medford

$2,895,000
4 Beds 6 Baths 220225736 MLS
Welcome to a wine country retreat at the gateway to Jacksonville. Set on just over 10 irrigated acres, this Tuscany-inspired estate offers nearly 4,900 SF with Venetian plaster walls, barrel-vault ceilings, and exceptional finishes. The chef's kitchen opens to the family room with pool and vineyard views and features a 6-burner Wolf range, Sub-Zero fridge, breakfast nook, wine room, and Fisher & Paykel double dishwasher. The private primary wing offers a spa bath and sitting area, while three guest suites include walk-in closets and direct bath access. An office with fireplace and formal dining room complete the main level. Upstairs features a billiards room, theater, and steam shower. Outdoors, enjoy a 50,000-gallon beach-entry pool, travertine patios, outdoor kitchen, pergola, vineyard and mountain views, plus multiple garages and a shop.

3922 Bellinger Lane, Medford

$350,000
2 Beds 1 Baths 220225846 MLS
Location,Location, Location... This property presents an excellent development opportunity. It may be ideal for a contractor interested in creating a residential subdivision with additional land lots included in the purchase. The current residence is a small cottage with 2 bedrooms and 1 bath, garage and an additional ADU, which provides accommodation during the development process. Buyers are advised to conduct their own due diligence regarding zoning requirements and other applicable regulations. This property offers significant potential--interested parties are encouraged to schedule a viewing to assess its suitability. This sale also includes Tax Lots 601 and 602 (Acct# 10987293 341W10CA Taxlot 601, which is 0.25 acre) & (Acct# 10987294 341W10CA Taxlot 602, which is 0.24 acre). The three tax lots (601,602,& 700) total

32 Cora Drive, Shady Cove

$699,000
2 Beds 3 Baths 220225647 MLS
Charming 6.5-acre irrigated retreat with endless potential! Ideal for horses, a mini farm, hobby farm, or small livestock, plus a versatile 1,728 sq. ft. permitted studio/workshop with unlimited possibilities for a home business, art studio, workshop, fitness space, or other creative ventures and new roof (2024, 40 year warranty). The 1,536 sq. ft., 2-bedroom home features a new roof (2022. 40 year warranty) and double-pane windows. Enjoy 1,800 sq. ft. of covered and uncovered decking overlooking a peaceful, tree-lined creek. A permitted 4-bedroom sand filter septic system provides room to expand. Property features a productive 25 GPM well, underground irrigation pumped from the creek, underground power throughout, 400-amp electrical service with 200 amps to each building, 220V power, and RV hookups, carport and workshop. A rare opportunity with abundant water, exceptional infrastructure, and endless possibilities.

9561 HWY-140, Eagle Point

$249,400
3 Beds 2 Baths 220225634 MLS
Affordable living in the heart of Eagle Point! This well-maintained 3-bedroom, 2-bath home offers a spacious, functional floor plan with a large living room, updated flooring, and an open kitchen and dining area that's perfect for everyday living and entertaining. There is a fairly large lot with room for animals, family functions, and much more! The kitchen features stainless steel appliances, ample cabinet space, and overlooks the dining area filled with natural light. Enjoy your morning coffee from the front porch, plus the convenience of off-street parking and an outdoor storage shed for tools and extra belongings. Conveniently located near schools, parks, shopping, and all that Eagle Point has to offer, this home is an excellent opportunity for first-time buyers, downsizers, or anyone looking for affordable homeownership. Schedule your showing today!

222 Meadow Lane, Eagle Point

$639,000
3 Beds 3 Baths 220225500 MLS
Experience peaceful country living on over 3 private acres, just 2 miles from I-5 with easy access to Grants Pass and Medford. This custom-built 3-bedroom, 3-bath home was designed for comfort, efficiency, and lasting quality with 2x8 insulated walls, metal siding and roofing, double- and triple-pane windows, and wired high-speed internet. The open-concept layout features a chef's kitchen with custom knotty alder cabinetry, Corian countertops, a large island, gas range, and wall oven. The spacious primary suite offers a spa-like walk-in shower and generous walk-in closet. Enjoy movie nights in the theater room with a 175-inch screen and 4K projector, plus a loft and dedicated gym. An insulated 3-car garage with Tesla charger, in-ceiling speakers, and thoughtful custom finishes complete this exceptional property. Privacy, craftsmanship, and convenience all in one remarkable home.

205 Witness Way, Rogue River

$340,000
3 Beds 3 Baths 220225495 MLS
Beautifully remodeled 3 bed 3 bath 1663 square foot townhome with a two-car garage. Fresh paint on the east exterior of the home with a brand new door. New plush carpeting in the upper levels. Durable laminate flooring throughout. Stunning open floor plan in the kitchen and living room with a designated eating nook. Kitchen complete with granite countertops, large stainless steel sink and matching stainless steel Samsung appliances. Large size living room with access to a generous size balcony perfect for entertaining. In the upper level you'll find vaulted ceilings with the laundry conveniently located, complete with GE washer and dryer. Additionally, there's a large primary bedroom, a double vanity on-suite bathroom and walk-in closet with newly installed wood shelving system. Secondary primary bedroom with attached bathroom located on the main level with access to the quaint backyard. HOA fees covers all landscaping, water utilities, maintenance of basketball court and common areas.

88 Darlington Street, Medford

$1,400,000
4 Beds 5 Baths 220225327 MLS
Modern Mediterranean style custom-built home on nearly 1 acre, just minutes from downtown Ashland Plaza. This exceptional home offers a grand double-door entry, arched doorways, soaring ceilings, 4 beds/4.5 baths, 4000+ sq.ft, a spacious kitchen/dining/great room floor plan with vaulted glass ceiling, dry bar/wine fridge, wood-burning fireplace, and built-in window seating. The stunning chef's kitchen has just been extensively remodeled with exquisite designer finishes- including a new oversized island that showcases Brazilian leathered quartzite countertops, handmade terra cotta tile backsplash, brass hardware, and thoughtfully selected lighting throughout the home. Upstairs loft/bonus area. Master suite with 2 walk-in closets, double-sink vanity, on-demand hot water, and vaulted ceilings. Lower level offers a generous family/bonus room along with 2 private bedrooms, each with its own full bath and heated floors. Expansive decking and beautiful surroundings, 2-car garage, and solar.

167 Tessa Lane, Ashland

$799,000
1 Beds 2 Baths 220224982 MLS
It's all about the beautiful 13.39 contiguous acres with 12.6 acres of TID irrigation, panoramic views and just minutes to downtown Ashland. Family owned since 1964, the original home was built in 1915. There are 3 separate tax lots, one with the original home,8-stall horse barn and workshop (5.81 acres), one that has a non-expiring homesite (confirm with county) with fantastic panoramic views (4.53 acres) and the third with a large barn (3.05 acres) and separate access. All 3 may be sold separately (check with Jackson County Planning). Tax lot #700 has a small home, large shop, a 8-stall barn, tack room and small living quarters in the back. There is a 2-story barn on tax lot #300. The portion of the property growing grass and clover for hay produces approximately 400-600 bales and has wheel line irrigation. There are many other potentials for this EFU property.

1249 N Valley View Road, Ashland

$795,000
3 Beds 3 Baths 220224732 MLS
Nestled in the heart of Southern Oregon's premier wine country, and close to the historic town of Jacksonville, this property on 4.98 acres offers the perfect blend of rural charm and functional infrastructure. The property features a magnificent, classic wood barn set against a backdrop of mature landscape, sweeping valley and mountain views. The home boasts bright, inviting living spaces, a spacious upstairs primary suite, a light-filled sunroom, and a private entrance leading to 2 downstairs bedrooms, 1 full bathroom and studio. Enjoy unique access to the Applegate river, IRRIGATION WATER RIGHTS dated from 1876 and the natural beauty of the surroundings. Bring your horses or enjoy it as a peaceful country retreat. A true Applegate gem waiting for its next chapter.

7935 Upper Applegate Road, Jacksonville

$975,000
4 Beds 4 Baths 220224438 MLS
Tastefully updated, single level mid-century modern home w/ thoughtful design throughout directly across from the Rogue Valley Country Club. Custom grand entry opens to the main-level great room w/ tiled gas fireplace, open wood shelving, & slate floors. The updated kitchen w/ 5-burner gas cooktop, double ovens, granite counters, walk-in pantry & butler's pantry. Enjoy an indoor heated saltwater pool w/ waterfall, rope swing, jumping rock, full bath, + sauna. Spacious primary suite features French doors to a private patio, remodeled bath, jetted tub, glass shower, double vanity & walk-in closet. Guest bath includes quartz counters, custom sink, & shower spray panel. Large bonus room offers flexible use or extended stay potential. Mature grounds on .50 acres include grape, plum, peach, fig, pear, apple trees + garden area. 3-car garage with Mohawk car lift, shop area, upper viewing deck, carport with roll-up door, RV pad, and 50-amp hookups. Owned 5,000-watt solar system w/ 20 panels.

2639 Hillcrest Road, 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: