Ashland Homes for Sale

Welcome to Ashland, Oregon – a hidden gem nestled in the heart of Jackson County. Known for its vibrant arts scene, stunning natural landscapes, and a community that celebrates creativity, Ashland is a place where charm and culture intertwine seamlessly. The city is perhaps best known for the Oregon Shakespeare Festival, which draws theater enthusiasts from all over the world, making it a cultural hub that pulses with life year-round.

Beyond its artistic flair, Ashland boasts breathtaking views of the surrounding mountains and access to outdoor adventures. Whether you’re hiking through the picturesque Lithia Park or exploring the trails of the nearby Cascade-Siskiyou National Monument, the region offers an abundance of activities for nature lovers. The city also features a delightful array of local shops, fine dining options, and farmer’s markets, ensuring that residents enjoy a vibrant community atmosphere.

For those considering a move to this enchanting city, Ashland has a variety of homes for sale that cater to diverse tastes and lifestyles. From charming historic houses that reflect the town’s rich heritage to modern eco-friendly constructions that embrace sustainability, there’s something for everyone. Many properties offer stunning views, spacious gardens, and easy access to local amenities, making Ashland not just a place to live, but a place to thrive.

Explore the opportunities that await you in Ashland, Oregon – where every street tells a story, and every home is a doorway to a life filled with adventure and inspiration. Your dream home in this vibrant community is just a click away!

Newest Ashland Homes for Sale

$798,500

4 Beds ⋅ 4 Baths ⋅ 220226035 MLS

Private 5.5-acre mountain retreat with stunning views, gated entry, asphalt drive, and expansive paved parking, only 5 minutes to town! Perched above Emigrant Lake, this impeccably maintained 2,700 sq ft home offers flexible living: two inviting living areas (one with a cozy fireplace, the other with a wet bar and patio access), a sunlit kitchen with tile floors, granite counters & backsplash, and all appliances included. Main level features formal dining, a bedroom and 2.5 baths; upstairs the spacious primary suite with walk-in closet plus two more bedrooms, a full bath and larger storage room. Huge attached workshop with shelving, workbenches and 220/240A service (could be converted to ADU), plus an attached 2-car garage. Entertain or unwind on the deck with pergola and hot tub, enjoy outdoor/indoor living and private hiking trails right on the property.

197 Timberlake Drive, Ashland

Listing courtesy of John L. Scott Ashland.

$535,000

3 Beds ⋅ 2 Baths ⋅ 220225426 MLS

Overlooking a protected wetlands corridor with panoramic views of the Southern Cascades and Grizzly Peak, this beautifully updated mid-century Ashland home offers exceptional privacy in a peaceful natural setting. An expansive picture window fills the living room with natural light while framing the ever-changing landscape. Hardwood floors and a cozy wood-burning stove create a warm, inviting space, while the updated kitchen and well-maintained bathrooms provide comfortable everyday living. Outside, enjoy a spacious deck, spa, mature oak tree, and lush gardens--perfect for relaxing or entertaining. Located on a quiet, low-traffic street just minutes from downtown Ashland, the home is within walking distance of North Mountain Park Nature Center, the Bear Creek Greenway, scenic trails, and bike paths. A rare blend of privacy, nature, and convenience in one of Ashland's most desirable neighborhoods.

304 Clinton Street, Ashland

Listing courtesy of eXp Realty, LLC.

$775,000

3 Beds ⋅ 2 Baths ⋅ 220225944 MLS

Welcome to this beautiful eco-frlendly home in Ashland's sought-after Beach Creek Community. This thoughtfully designed 3-bedroom, 2-bath home offers 1,538 sq. ft. of sustainable living with soaring vaulted ceilings, expansive windows providing lots of natural light wlth mountain views. Built by KDA Homes, this Earth Advantage Platinum-certified, Net Zero-rated home features owned solar panels, providing lower utility. costs. The modern open-concept floor plan features seamless lndoor--0utdoor living, granite countertops, custom tile work, quality craftsmanship throughout, and two private decks ideal for relaxing. Located in the heart of Ashland, just minutes from downtown shopping, dining, entertainment, and nearby parks, allowing you to fully enjoy everything Ashland has to offer.

1221 Kirk, Ashland

Listing courtesy of RE/MAX Platinum.

$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

Listing courtesy of Nicholas Berrey.

$540,000

3 Beds ⋅ 2 Baths ⋅ 220225859 MLS

Enjoy 18+ acres of privacy with a gated entry and set back entrace with valley views! This 2,668 sqft, 3 bedroom, 2 bath home features a large 2 story rock fireplace and vaulted cedar ceilings in both the large formal living room and family room. Additional log studio/office. The land has been cleared and leveled and now very usable. Room for shop, gardens.

19001 Dead Indian Memorial Road, Ashland

Listing courtesy of Keller Williams Realty Southern Oregon.

$2,400,000

3 Beds ⋅ 2 Baths ⋅ 220225850 MLS

One of the Rogue Valley's premier estate settings, this extraordinary 164-acre Ashland offering is paired with a proposed luxury residence by Asher Homes. The single-level design offers 2,778 sq ft with 3 bedrooms, 2 baths, a 912 sq ft 3-car garage, and walls of glass framing mountain and valley views. Refined finishes include large-plank hardwood, custom built-ins, a stone fireplace, metal roofing, and covered outdoor living with built-in BBQ and fireplace. Designed to Earth Advantage Platinum standards, the home features high-efficiency HVAC, solar-ready infrastructure, EV charging, generator tie-in, and wildfire-conscious materials. The build package includes vertical construction and an infrastructure allowance for driveway, septic, well systems, power, propane, water storage, trenching, and utility connections. Land offers 2,220 feet of Cove Creek frontage, a 48 GPM well, and paved access. Plans and pricing subject to site conditions, permitting, selections, and builder approval.

312 Sky Ridge Road, Ashland

Listing courtesy of John L. Scott Medford.

$1,450,000

10 Beds ⋅ 12 Baths ⋅ 220225786 MLS

One block from the Oregon Shakespeare Festival and downtown Ashland's restaurants, galleries, and cultural amenities, the McCall House B&B is a beautifully restored 1883 Italianate home offered for sale as a private residence. Currently operating as a boutique hotel, the property features ten historic guest rooms, including two detached private Carriage House suites, and may continue as a licensed hospitality business for a buyer who wishes to carry on that tradition. The C-1 zoning also opens the door to a variety of commercial uses, including a restaurant, office suites, or other business opportunities. Ten on-site parking spaces are included, a welcome convenience this close to the Ashland Plaza. This is a rare opportunity to own one of the city's most celebrated historic addresses. Due to the C-1 zoning, conventional 30-year financing is unavailable, and non-cash buyers are encouraged to confirm lending options before requesting an appointment. Please do not disturb guests.

153 Oak Street, Ashland

Listing courtesy of Gateway Real Estate.

$739,000

4 Beds ⋅ 2 Baths ⋅ 220225773 MLS

Experience contemporary Northwest living in this one-of-a-kind 4 bed, 2 bath w/elevated views & beautiful natural surroundings. Adventure awaits just outside your door w/convenient access to miles of hiking & biking trails. Thoughtfully designed w/versatile living & dining areas to accommodate every occasion. Vaulted great room featuring a gas fireplace w/tile surround & a wall of windows. Well-appointed kitchen showcasing white painted cabinetry, leathered granite countertops, tile backsplash & large pantry. The primary suite is a true private retreat w/direct access to a secluded deck w/hot tub, luxurious ensuite & oversized dual closets. Enjoy year-round outdoor living from the expansive terrace w/both covered and open-air spaces. The perfect setting to relax or entertain while taking in the stunning mountain views. Mature, landscaped grounds w/raised garden beds plus a 2-car garage complemented by an adjacent covered area. Ideal for additional parking or versatile storage!

1000 Ivy Lane, Ashland

Listing courtesy of John L. Scott Medford.

$950,000

3 Beds ⋅ 3 Baths ⋅ 220225745 MLS

Tremendous 360 view on 5.75 flat white fenced acres & walking distance to Emigrant Lake. You have 3 acres of water rights on open EFU land, a 36'x36' barn with loft, a 14' RV bay door, workshop & attached office. Behind the barn is a single horse stall. To the side is a gazebo to enjoy those wonderful summer outside nights. This home is greeted by a paved & gated 800' driveway leading to a drive-through that takes you to the front entrance. Brand new wrap around porch greets you so you can sit in awe at the beauty of your surroundings or sit under your backyard gazebo and say, ''Do I really live here''? Perched on a small knoll, this 2,934 sq ft 4/3 home, has 2 bonus rooms, with open floor plan, large entertaining living room with woodstove insert fireplace & kitchen with abundant cabinets & island. Ten-foot ceilings provide ample sunlight for all occasions. The upstairs primary suite has a fireplace, en-suite bathroom with soaking tub & walk-in closet. Country comfort at its best.

5597 Highway 66, Ashland

Listing courtesy of John L. Scott Ashland.

$649,000

3 Beds ⋅ 2 Baths ⋅ 220225730 MLS

Set back off the street, this lovely home offers a quiet and private retreat, bordering open space and Ashland Creek. Conveniently located a short distance from downtown Ashland, the trailhead to the Bear Creek Greenway and Lithia Park, the property combines a natural, scenic setting with easy access to local amenities. The main living and dining areas feature large windows that capture natural light and frame peaceful outdoor views. A sliding glass door opens to a large back deck, well-suited for enjoying the mountain views and entertaining. There is a nice separation of space with the three bedrooms sitting away from the living area. A daylight 500 sf basement (not included in square footage), with mini-split heating and cooling, offers many options for overflow guests, an art studio, a media room, or a home office. With a unique balance of privacy, creek-side borders and proximity to Ashland's central attractions, this home is a fantastic opportunity.

1111 Oak Street, Ashland

Listing courtesy of Full Circle Real Estate.

$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, 3 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

Listing courtesy of Gateway Real Estate.

$650,000

2 Beds ⋅ 1 Baths ⋅ 220225643 MLS

Opportunity to own an historic two bedroom, one bath, 1,233 square feet, 1925 Craftsman-style home Above the Boulevard with easy access to town and all the amenities Ashland has to offer. This gracious property has been lovingly maintained by its present owner for the last thirty-four years. From the welcoming and covered front porch to the spacious, light-filled interior everything about this property harkens back to a time when life was a little slower. This single-story home with a full basement sits on a level .3 acre lot with a duplex that backs to the alley. Properties like this don't often come on the market. Home is located in ''The Siskiyou-Hargadine Historic District.'' Buyers are encouraged to do their own due diligence and check with the City Ashland regarding the legality of existing structures and possibilities for expansion.

363 Beach Street, Ashland

Listing courtesy of John L. Scott Ashland.

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