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426 Parkside Drive, Ashland
$565,000
3 Beds ⋅ 2 Baths ⋅ 220223926 MLS ⋅ 1,538 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Welcome to this wonderful Craftsman-style home in one of Ashland's most desirable neighborhoods, complete with its own charming neighborhood park. A spacious covered front porch sets an inviting tone from the moment you arrive. Once inside, natural light fills the home through custom windows and skylights, creating a warm and welcoming atmosphere throughout. The floor plan offers a formal dining room plus an open-concept kitchen and living area, ideal for both everyday living and entertaining. The kitchen features a gas range and generous counter space, while the living room centers around a cozy gas fireplace and access to the backyard. The expansive primary suite includes skylights, a large walk-in closet, and direct backyard access. Outside, enjoy one of the larger yards in the neighborhood, featuring a flower garden, two patios and a lovely lawn area perfect for relaxing, gardening, or gathering with friends.

426 Parkside Drive, Ashland
953 Spring Way, Ashland
$650,000
4 Beds ⋅ 3 Baths ⋅ 220224018 MLS ⋅ 2,062 SqFt. ⋅ 4,791 Sqft. Lot ⋅ 0.11 Acres
Nicely upgraded and well-maintained view home with thoughtfully curated interior finishes located on a corner lot directly across from Hamilton Creek greenspace. New roof, siding, HVAC, designer lighting, flush-mounted LEDs, water heater, updated fixtures and hardware, and fresh interior paint throughout within the last three years. Main level with solid oak floors, vaulted living area with gas fireplace, kitchen with new stainless steel refrigerator and sink, gas range with new built-in hood, covered back deck and front patio, two bedrooms with closets, full bathroom with shower, laundry room with utility sink, and two-car garage. Upper level with vaulted primary suite, private covered view balcony, full ensuite bathroom with double vanity and curbless tiled shower, fourth bedroom with closet, and third full bathroom with tub shower. Small association maintains common area landscaping. Inquire for details!

953 Spring Way, Ashland
590 Taylor Street, Ashland
$695,000
2 Beds ⋅ 3 Baths ⋅ 220223937 MLS ⋅ 2,172 SqFt. ⋅ 11,325 Sqft. Lot ⋅ 0.26 Acres
Beautifully Maintained Custom Ashland View Home! This property offers a blend of distinctive architecture and serene privacy with custom windows and natural beauty throughout. Step-down living room with gas fireplace, dining room has built-in shelving; house has engineered hardwood flooring and carpeted bedrooms; kitchen has newer 36'' gas range and built-in desk. Spacious ground-floor master bedroom, separate office that could be used as a guest bedroom, second upstairs bedroom, plus upstairs laundry room. View decks for indoor-outdoor living, mature landscaping and peaceful setting that includes patio, firepit, walking paths and fully fenced backyard. Quality upgrades include Karastan wool carpeting, newer roof, high-efficiency 2-stage HVAC, fresh interior paint, oversized garage with workshop/bonus area, central vac, 220v for EV charging and great storage throughout. Lovely hillside home on a quiet cul-de-sac just minutes from downtown with EZ access to Ashland's trail system.

590 Taylor Street, Ashland
1423 E Main Street, Ashland
$505,000
3 Beds ⋅ 2 Baths ⋅ 220223843 MLS ⋅ 1,576 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
Charming Ashland home tucked behind a solar-powered privacy gate + fully fenced front & back yard. Solar panels, double paned windows, zoned AC, hardwired internet, analog electric meter & new water heater. Stunning hardwood floors in the living room, highlighted by a beautiful brick mantle that adds character to the space. The galley-style kitchen features a gas range, tile backsplash, tile flooring, reverse osmosis system at the sink, & located adjacent to the dining area w/ a cozy wood stove. Primary suite w/ heated floor in the ensuite bath + a tile shower. Oversized covered back deck overlooking the backyard & bonus guest quarters/office space. Additional features include mature landscaping, well (buyer to do their own due diligence), organic garden, oversized 2-car garage w/ workshop space +220 voltage, and a large driveway with abundant parking, including room for an RV. This is a property you truly must see to appreciate, ideally situated in a prime close to downtown location.

1423 E Main Street, Ashland
307 N Main Street, Ashland
$749,000
3 Beds ⋅ 2 Baths ⋅ 220223795 MLS ⋅ 1,847 SqFt. ⋅ 10,454 Sqft. Lot ⋅ 0.24 Acres
Vintage Craftsman with an exceptional location, just five easy blocks from the Ashland Plaza and Lithia Park. Welcoming covered front porch entry is just an example of the many period details of the original portion of the home. The living and dining area includes many light capturing windows, beautiful wide moldings, vintage tile surround gas fireplace, solid wood flooring, antique light fixtures and a wall of built-ins that encase a lovely stained-glass window and built-in hutch. Cheerful kitchen has black and white tiled flooring and a cozy breakfast nook. Current owners added a spacious ''lock off'' primary suite that was perfectly integrated to fit the overall feel of the home. R-2 zoning has allowed for a live/ work use and provides so much versatility depending on one's needs. Lovely, paved patio and mature landscaping compliment the overall picture. Plenty of storage between the basement and detached single car garage. This is a great opportunity for the next owner to enjoy.

307 N Main Street, Ashland
565 Henley Way, Ashland
$621,000
3 Beds ⋅ 2 Baths ⋅ 220223772 MLS ⋅ 2,009 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
Tucked in a private cul-de-sac, this thoughtful home offers character & beautiful views of the surrounding hills, on a third-acre lot near hiking trails & convenient access to town. Custom hand-crafted cherry cabinetry, bamboo and hickory hardwood floors create an inviting atmosphere. High ceilings, tall windows & fireplace anchor the spacious living room, while the split-level layout adds flexibility with a lofted reading nook, dedicated office w/ French doors, & an open kitchen. Designed for both everyday living & entertaining, the kitchen features Corian countertops, brand-new fridge, soft-close cabinetry. Primary suite opens to a private balcony. Outside, enjoy the pool, hot tub, multiple decks, and plenty of space to gather or take in the views. Well maintained w/ numerous system updates, including HVAC, furnace, service panel, and vinyl double-pane windows. Bonus attic storage room & RV parking available. A welcoming home filled with craftsmanship, comfort & space to relax.

565 Henley Way, Ashland
624 Crowson Road, Ashland
$475,000
2 Beds ⋅ 2 Baths ⋅ 220223679 MLS ⋅ 1,448 SqFt. ⋅ 49,658 Sqft. Lot ⋅ 1.14 Acres
NEW PRICE- $475,000, a $24,000 price reduction! 1.18 ACRES WITH CREEK, SHOP, and EASY I-5 access! It's hard to find this much land this close to Ashland at this price! This 1974 home offers two bedrooms, two bathrooms, a dedicated office and 1448 ft.² along with a large shop, paid irrigation rights, and a flowing creek along the lower back of the property. Enjoy room for horses, animals, gardening, hobbies, or future possibilities, with no neighbors directly behind. The home offers a great foundation for someone looking to update and make it their own. Conveniently located just minutes from I-5, approximately 10 minutes to the plaza, with a golf course at the end of the street. Bring your vision, your contractor, and your offers. This special piece of Ashland is ready for its next chapter!

624 Crowson Road, Ashland
162 Crocker Street, Ashland
$375,000
3 Beds ⋅ 3 Baths ⋅ 220223627 MLS ⋅ 1,361 SqFt. ⋅ 1,742 Sqft. Lot ⋅ 0.04 Acres
Tucked into the desirable Chautauqua Trace neighborhood in Ashland, this well-maintained home was made for indoor-outdoor living. The real showstopper is the spacious private deck, accessed right off the dining area through a sliding glass door, creating an effortless flow from kitchen to open air. Picture slow morning coffee, summer dinners under the sky, and easy evenings hosting the people you love, all in your own peaceful retreat. Inside, easy-care laminate flooring runs throughout the main level, and the home offers three bedrooms and two and a half bathrooms with tiled baths that add both style and durability. The kitchen keeps everything within reach thanks to a large pantry. Beyond your doorstep, walking paths and open space invite you outside, while shopping and the YMCA sit just minutes away. Come experience it in person and picture yourself settling in.

162 Crocker Street, Ashland
875 Jaquelyn Street, Ashland
$265,000
2 Beds ⋅ 2 Baths ⋅ 220223608 MLS ⋅ 1,106 SqFt. ⋅ 5,227 Sqft. Lot ⋅ 0.12 Acres
Rare opportunity in Ashland! This 2-bedroom, 2-bath fixer offers incredible potential for investors, flippers, or buyers looking to build sweat equity. Situated with private off-street parking and an attached single-car garage, this property provides a solid foundation for your next project. The home is in need of repairs and updates but offers a functional layout and plenty of possibilities to restore, renovate, or reimagine. Conveniently located near local amenities, shopping, and services. Bring your vision and creativity--properties with this much potential at this price point are becoming increasingly hard to find. Sold as-is.

875 Jaquelyn Street, Ashland
143 Granite Street, Ashland
$789,000
5 Beds ⋅ 2 Baths ⋅ 220223588 MLS ⋅ 1,935 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
Offered for the first time in generations, this extraordinary fourth-generation Ashland treasure presents a rare opportunity. Own a piece of local history just steps away from world-renowned Lithia Park. This timeless two-story residence sits on beautifully landscaped .32 acre lot. It offers 5 bedrooms, 2 bathrooms, and a character that cannot be replicated. This home is rich in charm and architectural detail. It showcases the craftsmanship of a bygone era, while providing ample space for modern living. Enjoy peaceful mornings on the porch, stroll through Lithia Park, and easy access to downtown Ashland's theaters, galleries, restaurants, and cultural attractions. Homes of this caliber, location, and historical significance seldom become available. This is a once-in-a-generation opportunity to continue the legacy of one of Ashland's cherished homes.

143 Granite Street, Ashland
965 Golden Aspen Place, Ashland
$313,000
2 Beds ⋅ 2 Baths ⋅ 220223565 MLS ⋅ 1,078 SqFt.
Welcome to 965 Golden Aspen in the sought-after Mountain Meadows community in Ashland. This beautifully maintained condo offers comfortable, low-maintenance living with an inviting floor plan, abundant natural light, and thoughtfully designed living spaces. The spacious living and dining areas provide an ideal setting for both everyday living and entertaining. Enjoy beautiful courtyard views that bring a sense of tranquility and natural beauty into the home. Step outside to the serene patio space, perfect for morning coffee, reading, or relaxing outdoors. Well-sized bedrooms, ample storage, and convenient access to community amenities enhance the appeal. Residents enjoy beautifully landscaped grounds and easy access to Ashland's dining, shopping, cultural attractions, and outdoor recreation. A wonderful opportunity to enjoy comfort, convenience, and community in one exceptional setting.

965 Golden Aspen Place, Ashland
45 Brooks Lane, Ashland
$495,000
3 Beds ⋅ 3 Baths ⋅ 220223487 MLS ⋅ 1,638 SqFt. ⋅ 3,920 Sqft. Lot ⋅ 0.09 Acres
Beautifully maintained detached home featuring 3 bedrooms, 2.5 baths, and a 2-car garage. The open-concept floor plan includes a main-level primary suite with an oversized closet, sliding-door access to the backyard, and peaceful greenbelt views. Upstairs, two generously sized bedrooms share a full bath and enjoy picturesque scenery. The kitchen offers quartz countertops, a gas range, abundant cabinetry, and a pantry, with convenient access to the laundry area. The dining room is filled with natural light from large windows that frame stunning mountain views and the beautifully landscaped backyard. Outdoor amenities include a garden, patio, and additional parking. Situated alongside a riparian area ideal for birdwatching, this home also features numerous upgrades, including crown molding, a 2022 roof, a newer heat pump providing efficient heating and cooling, and a hybrid water heater.

45 Brooks Lane, Ashland
1100 Beswick Way, Ashland
$665,000
4 Beds ⋅ 3 Baths ⋅ 220223464 MLS ⋅ 2,268 SqFt. ⋅ 13,068 Sqft. Lot ⋅ 0.3 Acres
Step into this beautifully designed 4-bedroom, 2.5-bathroom home offering the perfect blend of modern comfort and natural serenity. Boasting 2,268 square feet of thoughtfully planned living space, this property is situated on a premier 0.3-acre fenced corner lot in an exceptionally quiet, private neighborhood. From the moment you walk through the front door, you'll be greeted by expansive vaulted ceilings and large windows that flood the home with bright, natural light. The open-concept feel creates an inviting atmosphere perfect for both lively entertaining and cozy family nights. The master bedroom with ensuite bath are upstairs, as is the 1/2 bath. Downstairs features 3 bedrooms, a bathroom, and a tv area with a sliding door to the back yard which is spacious for a corner lot. This thoughtfully landscaped fenced yard features a variety of mature fruit trees, flowers, and plants. There is also TID. All of this and less than a 10-minute walk from the Oredson-Todd trailhead.

1100 Beswick Way, Ashland
75 Dewey Street, Ashland
$500,000
2 Beds ⋅ 1 Baths ⋅ 220223449 MLS ⋅ 1,326 SqFt. ⋅ 6,098 Sqft. Lot ⋅ 0.14 Acres
First time on the market in 30 years, this super sweet cottage in the historic Siskiyou-Hargadine district is full of charm and artistic character. This thoughtfully designed 2 bedroom, 1 bath home offers approximately 1,326 sq ft of light-filled living space with an open feel, vaulted ceilings, and abundant natural light throughout. Recent updates include a beautifully remodeled kitchen and bathroom in 2025, along with a new roof in 2026. The home features inviting sitting, living, and dining areas, plus an attached studio/office with a separate entrance -- perfect for creative space or home office. The fully deer-fenced, pet-secure yard was completed in 2026 and includes mature landscaping, a peaceful water feature, sitting deck, and gazebo ready for a hot tub. Additional highlights include 2 off-street parking spaces and 3 custom utility sheds for storage or gardening needs.

75 Dewey Street, Ashland
200 Belle Fiore Lane, Ashland
$12,000,000
7 Beds ⋅ 19 Baths ⋅ 220223437 MLS ⋅ 19,908 SqFt. ⋅ 773,190 Sqft. Lot ⋅ 17.75 Acres
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
200 Belle Fiore Lane, Ashland
$26,000,000
7 Beds ⋅ 19 Baths ⋅ 220223434 MLS ⋅ 19,908 SqFt. ⋅ 3,030,469 Sqft. Lot ⋅ 69.57 Acres
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
840 B Street, Ashland
$550,000
3 Beds ⋅ 2 Baths ⋅ 220223426 MLS ⋅ 1,202 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Thoroughly updated midcentury bungalow with detached guest cottage on a spacious 0.15-acre lot with alley access in the heart of Ashland's historic Railroad District. Extensive recent improvements to main home include all-new cement board siding and trim, double-paned vinyl windows, interior and exterior doors, bathroom vanity and tub shower, dishwasher and butcher block counter, composite back deck and front porch, ductless mini-splits, waterproof vinyl tile flooring, refinished solid oak hardwood, poured concrete entry, and new gutters from 2025 to 2026. Separately metered guest cottage with private fenced yard, three alley parking spaces, all new carpets in 2026, full kitchen with Viking gas range oven, ductless mini-split, vaulted living and bedroom with skylight, enclosed porch, and full bathroom with shower. Detached storage shed, mature trees, grass lawn, fresh mulch, and new irrigation system for front plantings. Inquire for details!

840 B Street, Ashland
22494 Jefferson Road, Ashland
$2,140,000
5 Beds ⋅ 5 Baths ⋅ 220223401 MLS ⋅ 7,468 SqFt. ⋅ 8,867,073 Sqft. Lot ⋅ 203.56 Acres
Rare 203-acre Ashland estate with sweeping south-facing views offers a resort setting tucked away at the end of a mountain road. Completed in 2015, the 7,468 sq ft Craftsman residence was designed for beauty and function. The main level showcases two primary suites, two additional oversized bedrooms, expansive living and family rooms, and a gourmet kitchen. One walnut staircase leads to a private loft while a second stairway leads to a spacious upper level bonus room. The partially finished daylight basement has exterior and patio access. The original 1,812 sq ft home is now an amazing fully finished flex space, ideal for guests, office, studio, or recreation. Surrounded on three sides by the Siskiyou Cascade National Monument for vast recreational opportunities. The property offers pasture, wooded terrain, and creek frontage. This rare legacy estate delivers self sufficiency, seclusion, and unparalleled outdoor access while remaining within reach of Ashland's renowned amenities.

22494 Jefferson Road, Ashland
832 Pavilion Place, Ashland
$250,000
2 Beds ⋅ 2 Baths ⋅ 220223400 MLS ⋅ 1,181 SqFt. ⋅ 1,306 Sqft. Lot ⋅ 0.03 Acres
Welcome to 832 Pavilion, a delightful home in the sought-after Mountain Meadows community in Ashland. The inviting residence offers comfort, convenience, and low-maintenance living in one of Southern Oregon's most desirable settings. Enjoy a light-filled interior with an easy-flow floor plan designed for everyday living. Large windows fill the home with natural light, while comfortable living spaces create a warm, welcoming atmosphere. Step outside to enjoy fresh mountain air, beautifully maintained surroundings, and access to Mountain Meadows amenities. Residents enjoy walking paths, community activities, dining options, fitness opportunities, and a vibrant lifestyle just minutes from Ashland's theaters, galleries, restaurants, and outdoor recreation. 832 Pavilion offers an exceptional opportunity to enjoy the active, connected lifestyle that defines Mountain Meadows living.

832 Pavilion Place, Ashland
457 Walnut Street, Ashland
$650,000
3 Beds ⋅ 4 Baths ⋅ 220223382 MLS ⋅ 2,606 SqFt. ⋅ 14,374 Sqft. Lot ⋅ 0.33 Acres
Enjoy exceptional privacy and beautiful views in this single-family retreat, nestled on a tree-lined 0.33-acre lot in one of Ashland's most desirable neighborhoods. A welcoming front deck leads to the 2,270 sq ft home featuring 3 bedrooms and 3 full bathrooms. The grand living room showcases expansive windows framing stunning trees, the valley and mountain views. The rear deck overlooks a professionally designed/built backyard with a charming gazebo. A versatile 336 sq ft house addition featuring a private half bath and a valley-view picture window is ideal for guests, a home office, or multi-generational living. The oversized 2-car garage provides ample storage and workspace. The garage backdoor leads to a custom Catio porch... Despite its peaceful and secluded setting, this home is conveniently located just minutes from downtown, the hospital, and Lithia Park, offering the perfect combination of tranquility and accessibility.

457 Walnut Street, Ashland
307 Hillcrest Street, Ashland
$750,000
4 Beds ⋅ 4 Baths ⋅ 220223301 MLS ⋅ 3,159 SqFt. ⋅ 7,405 Sqft. Lot ⋅ 0.17 Acres
Custom view home with charming detached guest cottage located just above downtown between Lithia Park and the Ashland Public Library. Main level great room with vaulted double-height ceiling, walls of windows, reclaimed clear-grain fir trim, solid-core doors, refinished oak floors, kitchen with composite dining bar, tile counters and backsplash, cabinets with solid wood interiors and custom pull-outs, dining room with glass door to view deck with gas BBQ hookup, bedroom with closet and full ensuite bath, and pantry with washer and dryer. Upper level primary with skylights, hanging closet, French doors to private balcony, and full ensuite bath with jetted tub. Versatile lower guest suite or family room with French doors to paver patio, full bathroom with oversized shower, storage cellar with stainless utility sink, and one-car garage. Detached cottage with permitted kitchen, living area, full bathroom, loft bedroom, and private gated entrance from Terrace Street. Inquire for details!

307 Hillcrest Street, Ashland
117 High Street, Ashland
$850,000
3 Beds ⋅ 2 Baths ⋅ 220223214 MLS ⋅ 2,499 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Located in the heart of downtown Ashland, just two blocks from the plaza, this idyllic, recently renovated Victorian home offers classic Victorian curb appeal with modern upgrades throughout the home. A brand-new remodeled kitchen is finished with quartz countertops, solid wood cabinets, and stainless-steel appliances. An open-concept floor plan and an ample family room provide endless potential for families and entertaining. Step outside to the elegant hardscape patio with a covered gazebo, granite countertop, and outdoor cooking area, complete with an outdoor beverage refrigerator, designed for an immersive outdoor living experience. Upstairs, the ample master bedroom with wall-to-wall closet space is adjacent to a second den/reading nook. Step outside onto the spacious rooftop sun porch with views of Mt Ashland and the gorgeous mature landscaping below. The property also includes a detached finished shop/studio space with a sleeping loft, alley access and private parking.

117 High Street, Ashland
2334 Black Oak Way, Ashland
$690,000
3 Beds ⋅ 2 Baths ⋅ 220223188 MLS ⋅ 2,122 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
This well-maintained single-level home rests on a generous 0.29-acre corner lot with a large fenced backyard, mature trees (including fruit trees), lush landscaping, and a TID sprinkler system for easy care. The private primary suite is a standout retreat featuring vaulted ceilings, skylights, sliding doors to the backyard, an ensuite bathroom with jetted soaking tub and tiled shower, a spacious walk-in closet with built-ins, and a bonus office space. Inside, enjoy an open-concept great room with a wood-burning fireplace, a spacious kitchen with breakfast bar and gas range, and a dining area that opens to the rear patio. Hardwood and tile floors flow throughout the home. The hallway offers two additional bedrooms, a full bath with tub/shower, a large office or media room with French doors, and a convenient laundry room. A 2-car attached garage provides additional storage and parking.

2334 Black Oak Way, Ashland
11871 Highway 66, Ashland
$775,000
3 Beds ⋅ 3 Baths ⋅ 220223186 MLS ⋅ 2,707 SqFt. ⋅ 3,118,024 Sqft. Lot ⋅ 71.58 Acres
Enjoy the serenity of the Green Springs year round. A rare opportunity to own a 70+ acre retreat in the Green Springs, just east of Ashland. Tucked among towering trees & open meadows, this property offers tranquility & endless possibilities. The 2,707 SF custom home, built in 1992, offers 3 bedrooms/2.5 baths, spacious light-filled spaces & a thoughtful blend of rural charm & modern comfort. The sunroom overlooks a blue-lined pond framed by old-growth forest, creating a peaceful connection to the natural surroundings. The property also includes a cabin dating to approx 1920, multiple barns & outbuildings + ample space for your equipment, hobbies or recreation. Easy access to Hyatt Lake, Howard Prairie & the Cascade-Siskiyou region. 0.3 miles to the Green Springs Inn. An ideal setting for a getaway or homestead, a true S. Oregon Mountain retreat awaits!

11871 Highway 66, Ashland
935 Cypress Point Loop, Ashland
$499,000
3 Beds ⋅ 2 Baths ⋅ 220223157 MLS ⋅ 1,741 SqFt. ⋅ 6,969 Sqft. Lot ⋅ 0.16 Acres
Lovely single level home within the Oak Knoll Meadows subdivision, also known as ''Ashland's Hidden Gem'' a wonderful neighborhood at the southeast end of town. Home has three bedrooms, two bathrooms with approx. 1741 SF of living space. Light filled kitchen has lots of cabinetry and surface space with a cozy breakfast nook area and window seat. Kitchen opens to the dining area and great room. There is also versatile separate space off the main living area perfect for a den or media room. Primary bedroom suite with dual vanities and walk-in closet. 2nd bedroom is close to the shared bathroom and bedroom number three is up by the entryway and could make for a nice office depending on one's needs. Great curb appeal, nicely landscaped grounds and the backyard is fenced in. Neighborhood has lots of open space, trails, a pond and streams for all to enjoy!

935 Cypress Point Loop, Ashland
500 Mt Ashland Ski Road, Ashland
$825,000
3 Beds ⋅ 3 Baths ⋅ 220223070 MLS ⋅ 2,145 SqFt. ⋅ 5,313,448 Sqft. Lot ⋅ 121.98 Acres
Priced to sell & Owner will carry! Tranquil mountain oasis on 121+ acres featuring a campground, marketable timber, greenhouse, stream with waterfall, natural springs, and breathtaking views of Mt. Shasta and Pilot Rock. The 2,145-SQ-FT main home offers a tiled entry, stained glass, 3 bedrooms, 2.5 baths, open-beam vaulted ceilings, and a great room with a striking stone staircase. The kitchen includes granite counters and tile floors, opening to the dining area and loft. Two primary suites overlook the deck and creek; one opens to a large covered deck. Includes a detached 2-car garage, woodshed with Japanese-inspired details, and on-site fire suppression. A secluded off-grid cabin sits near the waterfall and campground. Adjacent to forestland with private hiking trails, wildlife, berries, and mushroom hunting. Enjoy stargazing, snowshoeing, sledding, and more--just 20 minutes from downtown Ashland. Last house before the lodge & the Pacific Crest Trail is right outside your door!

500 Mt Ashland Ski Road, Ashland
615 Ashland Street, Ashland
$639,000
3 Beds ⋅ 2 Baths ⋅ 220223010 MLS ⋅ 1,820 SqFt. ⋅ 9,147 Sqft. Lot ⋅ 0.21 Acres
Charming home in a sought-after, established neighborhood above the Boulevard in Ashland, offering desirable single-level living with mountain views. This 3-bedroom, 2-bath home with new exterior paint and carpet features two living spaces, including a front living room with parquet flooring, gas fireplace, and built-in shelving. A second living area--previously an art studio--offers abundant natural light and flexible use. Updated kitchen features quartz countertops, custom tile backsplash, wood cabinetry, and a butcher block island. The adjoining dining room has French doors that open to a deck overlooking the backyard. The primary bedroom has an en suite bathroom and French doors to a private deck. Both bathrooms have tile flooring and skylights. On the lower-level is an oversized double-car garage which includes a small workshop and ample storage. Situated on nearly a quarter acre with mature landscaping, sprinklers and drip irrigation, brick patio, and garden pathways.

615 Ashland Street, Ashland
120 Nob Hill Street, Ashland
$653,000
2 Beds ⋅ 2 Baths ⋅ 220222945 MLS ⋅ 1,384 SqFt. ⋅ 6,098 Sqft. Lot ⋅ 0.14 Acres
This Nob Hill home sits four blocks from the Ashland plaza, with Lithia Park, dining, and shopping nearby. It's all on one level and beautifully remodeled. A custom front door opens into the great room, vaulted and beamed, with a skylight overhead and a wood-burning fireplace below. The kitchen was remodeled with quartz counters, stainless Kitchen Aid appliances, and custom light fixtures. The same care shows in the large primary suite, where a two-sided gas fireplace divides the bedroom and bath. The bath features a limestone soaking tub and a custom tiled shower with rain and wall shower heads, all under a solarium of natural light. There's a walk-in closet, plus room for a sitting area or a desk. Maple hardwood runs through the house, and the guest bedroom and bath complete the floor plan. Out back, a covered deck looks over the fenced yard, with alley access and RV parking. Laundry is in the 2-car garage. New roof in spring 2026.

120 Nob Hill Street, Ashland
2244 McCall Drive, Ashland
$310,000
2 Beds ⋅ 2 Baths ⋅ 220222924 MLS ⋅ 1,005 SqFt. ⋅ 871 Sqft. Lot ⋅ 0.02 Acres
Welcome home to this light-filled & beautifully maintained 2-bedroom, 2-bath condo in a desirable Ashland location near the YMCA! Perched on the second floor, this inviting home boasts what may be the best Grizzly Peak views in the entire complex, enjoyed from your private balcony. The open living space features durable Pergo waterproof, scratch-resistant laminate flooring throughout most of the home, while a mini-split system provides efficient heating & cooling. Bedrooms are equipped with their own heat & air conditioning window units for personalized comfort. The kitchen shines with stainless steel appliances & opens to a laundry room with shelving that doubles as valuable pantry storage. A single-car garage plus an additional parking space offer convenience, while the shared courtyard with patio furniture creates a welcoming outdoor gathering space for the adjoining four condos. Move-in ready, thoughtfully updated, & perfectly positioned to enjoy all that Ashland has to offer!

2244 McCall Drive, Ashland
772 St Andrews Circle, Ashland
$449,000
3 Beds ⋅ 3 Baths ⋅ 220222910 MLS ⋅ 1,614 SqFt. ⋅ 9,147 Sqft. Lot ⋅ 0.21 Acres
Charming home with a cul-de-sac location within the Oak Knoll Meadows subdivision in beautiful Ashland Oregon. Home has three bedrooms and two and a half bathrooms with approximately 1614 square feet of living space. Primary bedroom suite is on the main level and has access out to the backyard. Two additional bedrooms with a shared bathroom are located upstairs. Great natural light throughout. Beautiful landscaping and a covered front porch add to the curb appeal. The spacious backyard has mature landscaping, gardens and patio areas and is fully fenced in. Deep driveway and attached two car garage provide ample parking. This is a nice home at a great price!

772 St Andrews Circle, Ashland

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. Last updated:

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