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369 Meadow Drive, Ashland
$450,000
3 Beds ⋅ 3 Baths ⋅ 220214909 MLS
Charming 3-bed, 2.5-bath home in a quiet Ashland neighborhood near shopping, the YMCA, and more. Enjoy peaceful countryside views and a year-round brook. The open layout features a cozy gas fireplace and a chef's kitchen with granite counters and a Bertazzoni six-burner range. The spacious primary suite includes a converted office/library space. Recent updates include new wood floors (2023), exterior paint (2022), updated carpet, expanded backyard, and reflashed windows. Move-in ready with quality upgrades throughout!

369 Meadow Drive, Ashland

Courtesy of Real Broker

372 Glenn Street, Ashland
$350,000
2 Beds ⋅ 2 Baths ⋅ 220214714 MLS
Thoughtfully updated Glenn Vista Estates end-unit townhome offering comfort, privacy, and flexibility. The floor plan includes a bedroom and full bath on the main level, plus an additional bedroom and bath upstairs. The kitchen and bathrooms have been tastefully updated, with a skylight that fills the space with natural light. Other recent improvements include windows, roof, siding, and a newer HVAC system. The living room features a wood-burning fireplace, currently used with an electric insert, and opens to a front deck through a large sliding door, creating a seamless indoor-outdoor feel. The downstairs bedroom opens to a private, walled-in patio. As an end unit, the home enjoys added privacy and light, along with extra storage space in the garage. Community amenities include a pool and spa, all just minutes from downtown Ashland, as well as shopping, dining, and the Oregon Shakespeare Festival.

372 Glenn Street, Ashland

Courtesy of Full Circle Real Estate

251 Granite Street, Ashland
$275,000
220214262 MLS
Rare Ready-to-Build Lot Across from Lithia Park--Seller Financing Available!! Purchase a site-prepared, private .65-acre lot on historic Granite Street above Lithia Park with extraordinary views of Grizzly Peak, the Siskiyous, and peekaboo views of the Upper Duck Pond! Save significantly on upfront development costs and months of site prep, typical of raw land. Thousands of dollars in major infrastructure are already completed for you: engineered retaining walls; a fully paved private driveway; a terraced building site; and City utilities at the building site. Additional technical site reports and documents available upon request. Located in an exclusive enclave surrounded by multi-million dollar homes--step out your door onto the Granite Street Trail, or stroll along Ashland Creek to the Shakespeare Festival and Downtown Plaza. Unmatched location, streamlined construction readiness, and reduced initial investment! Seller financing available for qualified buyers.

251 Granite Street, Ashland

Courtesy of John L. Scott Medford

Ashland
$139,900
2 Beds ⋅ 1 Baths ⋅ 220212880 MLS
Welcome to your perfect Southern Oregon Retreat at 16170 Highway 66 in Ashland! This charming 2-bedroom, 1-bathroom single-wide home offers 840 square feet of comfortable living space on a generous .59-acre lot, providing the ideal blend of cozy functionality and outdoor potential. Whether you're seeking a peaceful vacation getaway just minutes from Ashland's renowned cultural attractions, wineries, and outdoor recreation, or looking for a smart investment property in one of Oregon's most desirable destinations, this well-proportioned home delivers exceptional value. The spacious lot offers room for gardening, outdoor entertaining, or simply enjoying the natural beauty of the Rogue Valley, while the efficient floor plan ensures easy maintenance and comfortable year-round living. Don't miss this rare opportunity to own an affordable piece of Ashland's lifestyle at an attractive price point!

Ashland

Courtesy of John L. Scott Medford

527 Chestnut Street, Ashland
$699,000
4 Beds ⋅ 4 Baths ⋅ 220212305 MLS
Freshly renovated turn of the century home set on over a third of an acre lot with views and gorgeous mature evergreens. Large covered wraparound front porch leads to the front facing living room w/ wood floors & picture windows allowing for an abundance of natural light. Spacious country kitchen has stainless steel appliances. There's a covered enclosed back porch style room w/ bathroom. There are two bedrooms, one of which is ensuite on the main level. Versatile upstairs space has a light filled landing, one bedroom suite and another huge space w/ great architectural features, views and a full bathroom. Plus, a detached oversized two car garage, lots of parking and a relatively level yard that has a ton of potential for gardening or future development. Just above the hospital and within the Health Care Services zoning district. This is a charming property awaiting the next owner to enjoy!

527 Chestnut Street, Ashland

Courtesy of Ashland Homes Real Estate Inc.

961 Pinecrest Terrace, Ashland
$239,000
220212271 MLS
Nestled above Southern Oregon University, this .31-acre residential lot offers a rare blend of serenity and convenience. Set within a small planned community, the property features fairly level terrain—an ideal canvas for building your custom home. Enjoy peaceful surroundings, mountain views, and easy access to trails, downtown Ashland, and campus amenities. Suncrest Homes, builder of many fine homes in Ashland, has created a tentative layout and design for a single level home - customize with your ideas or bring your own builder. This is a unique opportunity to create a beautiful retreat in one of Ashland's most desirable neighborhoods!

961 Pinecrest Terrace, Ashland

Courtesy of Gateway Real Estate

461 Waterline Road, Ashland
$766,000
4 Beds ⋅ 4 Baths ⋅ 220211772 MLS
Tucked away on a quiet, tree-lined street, this beautiful home strikes the perfect balance of space, comfort, and mountain charm. Boasting 3,404 square feet, 4 bedrooms (plus an office) and 3 bathrooms, it offers plenty of room for both relaxation and entertaining. The open main level flows easily from the spacious living and dining areas to a warm, inviting kitchen with rich wood cabinetry, generous counter space, and windows that frame peaceful forest views. New front and rear cedar decks (2022) extend your living space outdoors, perfect for morning coffee or evening gatherings. The lower level hosts the primary suite and three additional bedrooms, three with private deck access and peaceful vistas. A large basement provides easy access to nearby trails and could be finished for extra living space, while also offering convenient access to the home's major systems. With a clean pre-listing inspection and thoughtful updates throughout, this home truly embodies refined mountain living.

461 Waterline Road, Ashland

Courtesy of John L Scott Ashland

Dead Indian Memorial Road 1400 Unit 1400, Ashland
$210,000
220211332 MLS
Are you looking to construct the home of your dreams? If you're tired of searching unsuccessfully for a pre-built residence that suits your needs, consider building it yourself. We are proud to present this stunning 30-acre parcel located 8 miles from the beautiful city of Ashland, Oregon. From the top of the ridge, the views of Mt Ashland and the city below will take your breath away. Boasting varied topography, oak groves and cooler temperatures in the summer and above the fog during winter days, this spot is ideal for living off-the-grid without sacrificing proximity to great restaurants, shopping, cultural experiences like the Oregon Shakespeare Festival and more. Buyer due diligence recommended; applications for a homesite have already been submitted.

Dead Indian Memorial Road 1400 Unit 1400, Ashland

Courtesy of Oregon Adventure Realty

938 Cypress Point Loop, Ashland
$525,000
3 Beds ⋅ 2 Baths ⋅ 220210421 MLS
Gracious, single-level 3 bed, 2 bath home located in the charming and peaceful Oak Knoll Subdivision. Updates and features throughout including hardwood floors in the main living areas, multiple spaces for living and dining, a full wall of built-in storage cabinetry, dedicated laundry/mud room plus a generous enclosed sunroom ideal for a home office, craft space or multipurpose room. Convenient kitchen equipped with leathered granite countertops and updated appliances. The cozy family room features a gas fireplace framed by brick surround and a seating ledge. Spacious primary suite with a walk-in closet, private deck access and ensuite boasting a dual-sink vanity, tile shower & flooring. Corner lot with a variety of outdoor living spaces including a deck, covered porch and secluded courtyard, perfect for entertaining or relaxing. 2-car garage, storage shed and low maintenance landscaping. Don't miss this fantastic property!

938 Cypress Point Loop, Ashland

Courtesy of John L. Scott Medford

381 Clinton Street, Ashland
$991,800
3 Beds ⋅ 3 Baths ⋅ 220210724 MLS
Stunning new construction in Ashland's Magnolia Meadows! This exceptional 3-bedroom home features a unique design and thoughtful use of space, making it a true neighborhood gem. Enjoy a pitched roof ready for solar panels, a fully fenced yard with drip irrigation, and beautiful landscaping with views of Grizzly Peak. Inside, benefit from top-of-the-line heating and cooling, on-demand hot water, and heated flooring in the primary bath. Elegant vaulted ceiling with skylights and clear story windows that envelope rooms with light. Gas fireplace serves as a focal point, complemented by 8-foot rift oak doors. Single-story living with no carpeting, deluxe primary suite, beautiful wide planked hardwood oak floors with the expansive living and dining area featuring custom built-ins, quartz countertops, and gourmet kitchen with a 36'' Bosch induction range, wine cooler, and more. Discover your dream home today!

381 Clinton Street, Ashland

Courtesy of Millen Property Group

774 Lisa Lane, Ashland
$850,000
4 Beds ⋅ 4 Baths ⋅ 220209966 MLS
Quality built contemporary home placed among the madrone and pine trees in the hills of beautiful Ashland OR. Versatile, user-friendly floor plan with many unique architectural features. The cozy living room w/ fireplace, kitchen and dining area surround a well-designed multi use pantry closet. Soaring open beam ceiling above leads to a wall of windows allowing for natural light and views of the trees and mountains afar. Two spacious decks to enjoy the natural setting. Main level has an artistically designed room with a spoke pattern beam ceiling, custom lighting, handcrafted shelving and a full bathroom. Lower level you will find a large spa primary bedroom suite w/ private patio, attached office/ reading room with access to the lower deck. Bathroom has double vanities, a soaking tub and radiant heat floors. Two additional bedrooms, a full bath and a laundry room are also on the lower level. Perfect for the outdoor enthusiast w/ hiking trails just a few feet from the front door.

774 Lisa Lane, Ashland

Courtesy of Ashland Homes Real Estate Inc.

Timberlake Drive 391E25 132 Unit 391E25 132, Ashland
$75,000
220208170 MLS
FANTASTIC new price! If privacy, quietness and views are what you are looking for, look no further This 5.38 wooded acreage with a seasonal ravine is a quick drive to downtown Ashland where one will find the world renown Shakespeare Theater, galleries, amazing restaurants, great shopping and the famous Lithia Park. Lot is large enough to give you the privacy wanted but one may be able feel a sense community nearby if that is what you are looking for. Buyer to verify. WR zoning would need to be changed to RR, rural residential, and home site approval needed to be obtained with the county. This to be verified by buyer doing their due diligence with Jackson County Planning or a local land use consultant. Take a drive by the property and give me a call! SELLER IS MOTIVATED! BRING ALL OFFERS....

Timberlake Drive 391E25 132 Unit 391E25 132, Ashland

Courtesy of Windermere Van Vleet & Associates

582 Washington Street, Ashland
$110,000
220203548 MLS
Washington Business Plaza is just the right place for your business! This location has incredible views, easy access to I-5 and plenty of parking. The E-1 zoning allows for wide variety of uses for your business so call your builder and design your future business venture today. Buyer due diligence, information deemed accurate but not verified.

582 Washington Street, Ashland

Courtesy of John L. Scott Medford

390 Strawberry Lane, Ashland
$259,777
220202410 MLS
This exceptional residential lot offers sweeping views and a rare opportunity to build in one of Ashland's most desirable neighborhoods. Just minutes from Downtown Ashland, above Lithia Park, and steps from scenic hiking trails, this property places you in the heart of Ashland's natural beauty—where theater, outdoor adventures, and fine dining meet. Surrounded by custom homes and adjacent to over 4 acres of protected open space, the lot includes an approved building envelope and potential for both a main residence and an accessory dwelling unit. A recent professional site evaluation outlines development considerations and offers guidance for working within hillside standards and city requirements. This is a unique chance to design a custom home in a FireWise community known for its moderate climate, vibrant culture, and unmatched quality of life. Site evaluation available upon request.

390 Strawberry Lane, Ashland

Courtesy of Ashland Homes Real Estate Inc.

198 E Butler Lane, Ashland
$234,000
220200627 MLS
Owned by the same family since 1950, this one-acre property is situated near the north end of Ashland. It is located in the county and is nestled in the country side in Valley View but is close to Ashland and its amenities. The acreage has Talent irrigation rights and is full of potential with a view of the valley and easy freeway access without the noise.

198 E Butler Lane, Ashland

Courtesy of Keller Williams Realty Southern Oregon

1249 N Valley View Road, Ashland
$799,000
1 Beds ⋅ 2 Baths ⋅ 220200581 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 600 bales and has wheel line irrigation. There are many other potentials for this EFU property.

1249 N Valley View Road, Ashland

Courtesy of Sherri Blanton Real Estate LLC

747 Normal Avenue, Ashland
$525,000
220197023 MLS
Owner Carry terms considered!!! Rare Opportunity to own a remodeled and well taken care of 2,800 SF Office building in the heart of Ashland Oregon. This versatile space features an open floor plan, an ADA-accessible entry, and is ideal for a variety of end uses. A true standout in Ashland, this property includes 12 dedicated parking spaces- an exceptional find in this sought-after area, a highly desirable and rare future in Ashland. Close to SOU university off the corner of Siskiyou Blvd makes this property easily accessible. Call now to tour this exceptional opportunity.

747 Normal Avenue, Ashland

Courtesy of RE/MAX Platinum

932 Morton Street, Ashland
$646,000
3 Beds ⋅ 2 Baths ⋅ 220197028 MLS
Fall in love with this home of luminous spaces and serene views in a beautiful Ashland neighborhood perched above it all, with fresh air and plenty of quiet • Huge, main, open-layout room with dining area and cabinetry • Sunroom for casual dining & games • Irrigation system • Wood-burning fireplace • Full city services This 2332sf home mirrors the tranquility of its wooded surroundings--its vistas across the Rogue Valley will leave you and your guests beauty-struck and smiling. Sunlight floods the interior; Acacia wood floors add luxe and warmth. The MBR suite is spacious with scenic views. Two BDRMS face west: 1 carpeted, 1 office w/ skylight. The 2+car garage with storage. An expansive backyard deck connects the living space to the mountainside above, with direct access to Siskiyou Mtn Park trails and protected-from-development, watershed land. The house sits uphill from Siskiyou Blvd., between SOU and The Plaza, minutes from everything, and only 30 minutes to Mt. Ashland skiing.

932 Morton Street, Ashland

Courtesy of eXp Realty, LLC

30 Knoll Crest Drive, Ashland
$459,000
220196344 MLS
Exclusively presented for sale - 30 Knoll Crest Drive, a rare public offering of flexible development land in Ashland of size (the ''Site''). Spanning 3.90-acres with additional land available to the North, the Site provides the opportunity for an entrepreneurial developer to create their vision on a stunning parcel of land. While currently zoned C-1, the Site lends itself to a mixed-use or residential-focused use (buyer responsible to confirm uses with City). Directly adjacent to one of the top hotels in Southern Oregon, the Site has a commanding presence at the 'Main and Main' intersection of this pocket of Ashland. The slope of the property allows for unimpeded views towards the Cascade and Siskiyou mountains. Visibility and access is exceptional, with a combined 11k+ VPD and easy paved access from either Hwy 66 or East Main. Utilities are relatively close (on East Main), but not yet connected. An exceptional Site - contact brokers! Buyer responsible for all due diligence.

30 Knoll Crest Drive, Ashland

Courtesy of Merit Commercial RE, LLC

1160 Hyatt Prairie Road, Ashland
$580,000
220185015 MLS
80 acres with home site approval in the desirable area of Howard Prairie. This property is off-grid and has a well and septic to go along with the home site approval that is awaiting your grand design. Located near high mountain lakes and other recreational opportunities you'll be sure to call this place home. The private setting allows for elevated views with beautiful sunrises and sunsets over the healthy conifers and the views of Mt McLoughlin can be described as stunning. Wildlife thrive in the area as deer, elk and many other critters have been seen on the property.

1160 Hyatt Prairie Road, Ashland

Courtesy of Oregon Outdoor Properties, LLC

580 Clover Lane, Ashland
$550,000
220171722 MLS
Introducing 580 Clover Lane, a leased commercial investment anchored by a fully operational Tesla, Inc. Supercharger Station adjacent to the high-visibility I-5 corridor of Ashland. This 0.57-acre E-1 zoned parcel features 24 dedicated Tesla charging stalls operating 24/7 and generates consistent lease income from a corporate tenant. The property offers stable cash flow with minimal landlord responsibilities. Strategically positioned near the I-5 South Ashland interchange, the site benefits from strong regional and interstate traffic and proximity to established retail and hospitality amenities. In addition to the in-place income, the property offers compelling future upside. The sale includes architectural renderings for a proposed multi-level convenience store concept designed to capitalize on built-in charging traffic. A rare opportunity to acquire essential EV infrastructure with long-term positioning in a growing transportation corridor.

580 Clover Lane, Ashland

Courtesy of eXp Realty, LLC

1650 E Nevada Street, Ashland
$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

Courtesy of John L. Scott Medford

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