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2014 Crestview Drive, Ashland
$809,000
3 Beds ⋅ 2 Baths ⋅ 220218533 MLS ⋅ 2,797 SqFt. ⋅ 13,068 Sqft. Lot ⋅ 0.3 Acres
Designed by renowned architect Cal Martin, this beautifully updated Ashland home blends timeless design with everyday livability. Vaulted ceilings, expansive windows, and abundant natural light create an open, airy feel while showcasing mountain views. Hardwood floors run throughout, and the 3-bedroom, 2-bath layout includes a spacious primary suite with heated bathroom floors. A dedicated study with built-in desk space offers the perfect work-from-home setup, alongside a functional laundry area and an impressive amount of attic storage. Recent updates include a newer roof, siding, windows, HVAC, paint, and remodeled bathrooms. Outside, enjoy beautifully landscaped grounds that back directly to the TID trail, complete with TID irrigation rights, offering both privacy and connection to Ashland's natural beauty.

2014 Crestview Drive, Ashland
692 Vansant Street, Ashland
$699,999
4 Beds ⋅ 3 Baths ⋅ 220218224 MLS ⋅ 3,185 SqFt. ⋅ 5,662 Sqft. Lot ⋅ 0.13 Acres
Welcome to Billings Ranch, one of Ashland's most desirable communities. This stylish 3,184 sq ft, 4 bed, 3 bath home blends comfort and functionality with standout spaces for spring and summer entertaining. Upon entry you are greeted with a sweeping spiral staircase and 20-ft vaulted ceilings that create a grand open atmosphere. The main level offers a spacious living room, a dedicated dining area, and a beautifully appointed kitchen with two gas stoves, granite countertops, and ample prep space making it perfect for gatherings. Enjoy warm-weather living on the private back patio with a built-in gas firepit and grapevine-covered pergola, ideal for outdoor dining, relaxing evenings, and hosting year-round. A main-level bedroom, full bath and den complete the comfort of the downstairs. Upstairs, are three additional bedrooms, including a luxurious primary suite with its own gas fireplace, a spa-like ensuite bathroom with a jetted tub and a generous walk-in closet.

692 Vansant Street, Ashland
988 Dead Indian Memorial Road, Ashland
$1,410,000
3 Beds ⋅ 3 Baths ⋅ 220218218 MLS ⋅ 4,668 SqFt. ⋅ 233,046 Sqft. Lot ⋅ 5.35 Acres
Nestled on 5.35 acres, this gorgeous Tuscan-style home offers stunning scenery and peaceful living just minutes from the renowned Bella Fiore Winery. This home is the perfect blend of elegance, space and functionality. The home features a primary suite on the main level, 2 spacious bedrooms upstairs, chef's kitchen that opens into the family room complete with a woodstove and sweeping pristine views. The home is filled with natural light and the new interior paint enhances the architectural elements while making the home feel modern and fresh. The unique tower space adds character and versatility- ideal for a 4th bedroom, home office, art studio or yoga retreat. Downstairs there is a large room for entertaining and wine storage. The professionally landscaped yard features stunning color, along with a shop and creek running through the property. Enjoy the serenity of country living close to town.

988 Dead Indian Memorial Road, Ashland
852 Oak Street, Ashland
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 220217927 MLS ⋅ 2,750 SqFt. ⋅ 7,405 Sqft. Lot ⋅ 0.17 Acres
Platinum Earth Advantage home just minutes from downtown, offering 2,750 sq ft of thoughtfully designed 4BR, 3BA + office living space with stunning views of Grizzly Peak and the Cascades. This light-filled residence features 12' ceilings, expansive windows, quartz surfaces, designer lighting, and blonde wide-plank hardwood floors. The main level features two ensuite bedrooms, highlighted by a luxurious primary suite with radiant heated floors, dual shower system, and two walk-in closets. The chef's kitchen boasts an 11-ft island, double ovens, gas cooktop, beverage fridge, and walk-in pantry. Enjoy seamless indoor-outdoor living with an 8' slider to a spacious view deck. Lower level offers 2 bedrooms, office, second laundry, and potential for separate living. Professionally landscaped, private setting with detached 2-car garage, EV charging, and energy-efficient 2-zone HVAC system. Home designed by Vadim Agakhanov.

852 Oak Street, Ashland
344 E Ashland, Ashland
$1,346,000
3 Beds ⋅ 4 Baths ⋅ 220217610 MLS ⋅ 4,558 SqFt. ⋅ 369,824 Sqft. Lot ⋅ 8.49 Acres
Comp Only - this information is for statistical purposes only.

344 E Ashland, Ashland
580 Weller Lane, Ashland
$735,000
4 Beds ⋅ 3 Baths ⋅ 220217461 MLS ⋅ 2,984 SqFt. ⋅ 10,018 Sqft. Lot ⋅ 0.23 Acres
Spacious custom home in a private natural setting of established neighborhood, centrally located above the boulevard within a five-minute walk to Ashland's trail system! Main level with wrap-around deck access from vaulted great room and dining area with gas fireplace, kitchen with solid surface dining counter and island with prep sink, all stainless appliances including five-burner gas range with convection oven, laundry mudroom, oversized two-car garage with two guest bedrooms with closets, full guest bath with double vanity and tub shower, and main-level primary bedroom with walk-in closet, deck access, and full ensuite bathroom with double vanity and shower. Expansive level family room potential guest apartment with French doors to private patio, wet bar or kitchenette with double sink, plus a fourth bedroom or second primary with closet and full ensuite bathroom with shower. Mature trees and plantings, slate tile patio, raised beds, and TID irrigation. Inquire for details!

580 Weller Lane, Ashland
1120 Barrington Circle, Ashland
$687,000
4 Beds ⋅ 3 Baths ⋅ 220217237 MLS ⋅ 2,841 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
Secluded 4 bedroom home in a warm friendly Cul de sac. Impeccably landscaped front yard. This home offers ample sunlight, views of Grizzly Peak. Every room serves as flow and purpose. The large picture windows & high ceiling draws you into a relaxing opportunity to sit with your morning beverage & enjoy your quiet time. Vaulted ceilings in the living room, dining room & master bedroom with solid oak flooring are simply engaging. This amazing kitchen with modern appliances, an island that includes downdraft range includes grill. Double wall ovens, granite countertops, & custom cabinetry, making it ideal for both cooking & entertaining. Large main floor primary suite with walk-in closet, gas fireplace & access to the wraparound deck with awesome spa just outside the bedroom slider. In the front yard with separate front porch, low maintenance tile roof, both of which set the house apart. Expansive 400 sq ft. deck great for outdoor living and entertaining.

1120 Barrington Circle, Ashland
1940 Soda Mountain Road, Ashland
$1,750,000
6 Beds ⋅ 5 Baths ⋅ 220216989 MLS ⋅ 4,537 SqFt. ⋅ 4,389,976 Sqft. Lot ⋅ 100.78 Acres
This home is like a warm hug! The 100-acre property embraces everything! You can have it all...3025sf Main Home, 1512sf Guest House, RV barn, workshop, gardens. Main house: built by Asher Homes in 2016, expertly sited to capture optimal sun exposure, stunning views-Mt Ashland, Pilot Rock, Cascades & Siskiyous. Interior finishes in PNW style. Main level primary, custom cabinetry throughout. Even a ''secret'' room upstairs! All modern amenities you'd expect w/ sustainability at the forefront of design. Earth Adv Platinum Certification, 2 solar PV systems, water catchment, energy efficient systems. Outdoors: low-impact landscape, stone patio, fenced gardens, greenhouse, pond, fruit trees, grape vines, spring bulbs. The original home: conveniently located next door, can serve as guest quarters, office/workspace, wrap around porch, main level bdrm & full bath, 2 add'l rooms upstairs. This property has been nurtured, cultivated with love and purpose, making it a special place to call home.

1940 Soda Mountain Road, Ashland
523 Strawberry Lane, Ashland
$995,000
5 Beds ⋅ 4 Baths ⋅ 220216782 MLS ⋅ 3,105 SqFt. ⋅ 20,037 Sqft. Lot ⋅ 0.46 Acres
Available for the first time, 2004-built custom home in Ashland's Strawberry Meadows. This 3,105 sq. ft. 5 bed/4 bath house sits on a private .46-acre lot bordering an oak-lined creek open space. Main level includes double-height entry with skylights, living room with wood-fire insert, dining room, well-planned kitchen with large pantry, and a primary suite with deck. Upper level offers four bedrooms, 3 with walk-in closets, and large family room with balcony overlooking the creek. Versatile layout accommodates expansive family life and home office space. Additional features include a 2-car garage, robust storage, an approx 200 sq ft finished bonus room not included in the square footage, and a generous patio off the dining/kitchen area with perennial gardens enclosed in a custom deer fence. Situated in a Firewise-certified neighborhood near Lithia Park with access to local hiking trails. This private and quiet property offers a rare opportunity for a special home in a coveted setting.

523 Strawberry Lane, Ashland
290 Skycrest Drive, Ashland
$860,000
3 Beds ⋅ 3 Baths ⋅ 220216742 MLS ⋅ 2,943 SqFt. ⋅ 15,681 Sqft. Lot ⋅ 0.36 Acres
This view property will not disappoint. Perfect wood window placement throughout takes in the surrounding mountain & valley views. Open floor plan w/ formal/informal dining & living, creates ample spaces for entertaining. Vaulted living room w/ slate tile flooring & a corner woodburning fireplace. Roomy kitchen w/ plenty of storage, granite counters & slider access to the large outdoor deck & integrated paneled Thermador refrigerator. Primary bedroom on the main floor is situated perfectly to take in the city views from the private deck. It also has walk-in closet, soaking tub & separate tile shower. One other bedroom & full bathroom located on the main floor. Downstairs is perfect for overflow guests, w/ its own living room, full bath, bedroom & an office space. Each level has its own 2 car attached garage. Mature, easy-care landscaping on this large lot w/ great privacy provided from the city owned lot below, which gives a rural atmosphere to the back yard while being close to town.

290 Skycrest Drive, Ashland
1911 Tamarack Place, Ashland
$870,000
4 Beds ⋅ 3 Baths ⋅ 220216143 MLS ⋅ 3,411 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
Exceptional 4-bed, 3 bath home on a corner lot with 3,411 sq ft of beautifully designed living space, enhanced by solar panels for energy efficiency! A grand piano-sized living room with cozy fireplace features a dramatic wall of windows showcasing sweeping valley views. Step out to a wrap-around deck perfect for soaking in the scenery. Enjoy a formal dining room & stylish kitchen with granite countertops, pantry, & white cabinetry. The main level also offers a den with French doors & a bedroom for flexible living. The primary suite includes a private balcony retreat. Downstairs, there's a spacious family room, laundry, 3rd bath with sauna, & 3rd bedroom. Outside, the terraced, fully fenced backyard boasts a charming mini orchard & brick patio ideal for entertaining. Bordered by walking trails along the TID ditch & near White Rabbit & Oredson-Todd Woods Trails. A 3-car garage with storage space completes this incredible property designed for both everyday living & memorable gatherings.

1911 Tamarack Place, Ashland
500 Lakota Way, Ashland
$770,000
4 Beds ⋅ 3 Baths ⋅ 220215978 MLS ⋅ 3,240 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
Welcome to this stunning Ashland sanctuary, where spectacular Rogue Valley views greet you the moment you step out of your front door. Nestled in one of the area's most desirable locations, this amazing property captures the magic of Ashland living. Inside, the home is incredibly warm and inviting, bathed in an abundance of natural light streaming through generous windows that seamlessly connect the tranquil indoors with the breathtaking landscape outside. Whether you are sipping your morning coffee while watching the sunrise paint the hills, or winding down after a day, enjoy downtown Ashland's vibrant arts scene and world-class theater, this residence offers an unparalleled lifestyle. The expansive vistas provide a daily reminder of the natural beauty that makes this region so beautiful. This is more than just a house; it is a retreat designed for peaceful living. Come experience the unforgettable views for yourself in a stunningly crafted home! Your Ashland dream awaits!

500 Lakota Way, Ashland
575 Auburn Street, Ashland
$1,035,000
3 Beds ⋅ 3 Baths ⋅ 220215933 MLS ⋅ 4,120 SqFt. ⋅ 12,196 Sqft. Lot ⋅ 0.28 Acres
Sold Only. Just four blocks from Downtown Ashland, this freshly updated 1996-built home sits above the library with fantastic mountain views. A brand-new roof, refinished hardwood floors and carpeting create an inviting and refined ambiance. Ten-foot ceilings on both levels enhance the bright and open feel. The main level features two spacious primary suites, a well-appointed living and dining area, a kitchen, a great room with an office nook, and a spacious veranda. The lower level adds great flexibility with a private 3rd bedroom and full bath, its own entrance, dedicated storage, a 3-car garage with a deep RV bay, and an oversized bonus room. The low-maintenance yard features mature landscaping and sprinklers. Detached 900 sf 2BD/1BA ADU cottage with its own entry is included in AS-IS condition. The total finished living space of the house and ADU is 4,120 sf, comprising 5 bed and 4 baths.

575 Auburn Street, Ashland
178 Meadow Oaks Drive, Ashland
$1,275,000
3 Beds ⋅ 4 Baths ⋅ 220215845 MLS ⋅ 3,436 SqFt. ⋅ 865,972 Sqft. Lot ⋅ 19.88 Acres
This single-level retreat delivers the best of southern Oregon living...amazing views, wooded privacy and a gorgeous light filled home only 10 minutes to Ashland. A gated, paved drive leads to four fenced acres with rolling lawn, two ponds, raised garden beds and beautiful landscaping surrounding home. Stepping inside, the vaulted great room opens up with skylights, hardwood floors, and a stone fireplace that anchors the space. The kitchen means business: Sub Zero fridge, Wolf cooktop and oven, huge island and slab granite counters. A large walk-in pantry and oversized mudroom with half bath keep daily life organized. The primary suite includes a reading nook and deck overlooking the pond. Two additional bedrooms complete the split floor plan- one has its own entrance and on-suite bath, the other has a built-in murphy bed. Wrap-around decks provide multiple outdoor living spaces to enjoy the views. This is the kind of property that doesn't come along often in Ashland!

178 Meadow Oaks Drive, Ashland
668 N Main Street, Ashland
$2,100,000
9 Beds ⋅ 10 Baths ⋅ 220215748 MLS ⋅ 5,406 SqFt. ⋅ 49,222 Sqft. Lot ⋅ 1.13 Acres
This 1880 farmhouse was originally converted into a bed and breakfast in 1983. The Morical House Garden Inn has a rich history and now has 9 bedrooms and 10 bathrooms. The main house has original red fir floors and much of the Victorian era woodwork and other features have been maintained over the years. The carriage house was added in 1995, and the Inn created a luxurious experience for its clients for more than two decades. Although day-to-day operations ceased in 2020, the Morical stands ready to resume its role as a high-end boutique hotel or move on to its next adventure.

668 N Main Street, Ashland
218 Alicia Avenue, Ashland
$1,426,550
6 Beds ⋅ 4 Baths ⋅ 220214093 MLS ⋅ 4,579 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
Enjoy the relaxed Ashland lifestyle just minutes from downtown, parks, and trails. Tucked into a peaceful setting, this property offers privacy and lovely East Hills views—ideal for quiet mornings and easy evenings at home. Located in Ash Meadows, a new 4 lot subdivision, this light-filled 3,921 sq ft home features spacious rooms and an open layout designed for comfort and entertaining. The custom island kitchen includes a butler's pantry and effortless flow into a dramatic vaulted great room with stunning fireplace. The primary suite is a spa-like retreat with a soaking tub and walk-in shower. Living spaces extend outdoors to a covered patio, perfect for year-round dining and relaxing. The main level allows for convenient single-level living, while upstairs offers a family room and additional bedrooms. A private one-bedroom in-law suite provides flexibility for guests, extended family, or potential rental income.

218 Alicia Avenue, Ashland
157 Ashland Acres Road, Ashland
$832,500
3 Beds ⋅ 4 Baths ⋅ 220215378 MLS ⋅ 3,187 SqFt. ⋅ 76,665 Sqft. Lot ⋅ 1.76 Acres
Owner will carry! Over 3,000 sq ft of custom design and stunning curb appeal define this exceptional 3 bed, 3.5 bath multi-level home set on 1.76 usable acres just 7 minutes from downtown Ashland. Walls of windows showcase sweeping panoramic views of the Siskiyou Mountains, Pompadour Bluff, Pilot Rock, and Mount Ashland. The gorgeous updated kitchen features contemporary cabinetry, granite countertops, stainless steel appliances, cork flooring, and remarkable sightlines. A bright living room with a wood-burning fireplace offers comfort and beautiful views, while the spacious primary suite includes a spa-like bath with walk-in tile shower and jetted soaking tub. Beautiful grounds, inspiring vistas, and thoughtful craftsmanship define this standout property, offering flexible living spaces, a scenic deck, privacy, and convenient access to downtown, parks, trails, and renowned cultural attractions. Come check it out today!

157 Ashland Acres Road, Ashland
730 Grover Street, Ashland
$750,000
4 Beds ⋅ 3 Baths ⋅ 220215191 MLS ⋅ 3,064 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
A rare opportunity to be close to everything Ashland has to offer, along with spectacular panoramic views awaits with this thoughtfully updated, energy-efficient home nestled in the hills north of downtown. With a true two-unit setup, this home offers versatility as a 4-bedroom, 3 bath home, but with an additional living room, laundry, and kitchenette on the bottom level, complete with its own entrance and off-street parking! Recent upgrades include granite counters in the kitchen, stainless appliances, fireplace and surround in each of the living rooms, beautifully updated bathrooms throughout, as well as a brand-new roof, siding, and exterior paint as of last year. Come see this house and make it your new home!

730 Grover Street, Ashland
15922 Green Springs 66 Highway, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ 220215130 MLS ⋅ 3,488 SqFt. ⋅ 593,722 Sqft. Lot ⋅ 13.63 Acres
Modern Airstrip Estate in Oregon's Green Springs Wilderness Usable land adjacent to BLM forest offers endless recreation--horseback riding, hiking, swimming, and paddleboarding. Enjoy rural privacy without sacrificing modern comfort or convenience: cable internet, reliable utilities, and strong cell service year-round--the perfect blend for today's lifestyle. Nestled along the scenic Green Springs Highway, this standout property includes deeded private access to Pinehurst Airstrip, ideal for aviation enthusiasts. Approx. 1,500 sq ft upstairs is perfect for a home office or creative studio. Shop 2,500.sq ft 347,500 estimate at 139.00 sq ft ,install/permit, 220 amp, box, 220 wiring foundation engineered, 12x 12 rolling door, 14 ft ceilings metal snap lock roof. Property sits on13.63 acres of usable land. Open Meadows, mature timber, large pond, with direct context inside the Cascade Siskiyou National Monument area. Seller finance, 3,488 sq ft Airstrip Estate, investment opportunity.

15922 Green Springs 66 Highway, Ashland
347 Wimer Street, Ashland
$885,000
4 Beds ⋅ 4 Baths ⋅ 220215066 MLS ⋅ 4,074 SqFt. ⋅ 37,897 Sqft. Lot ⋅ 0.87 Acres
Spacious and thoughtfully upgraded home with panoramic views on a large terraced flag lot above the boulevard. Replaced roof, gutters, skylights, added rooftop solar, new exterior paint, deck rails and supports, HVAC, ducting, and completely renovated lower level since 2013. Main level with double-height living room, walls of windows, French doors to wrap-around deck, river rock gas fireplace, kitchen with granite dining counter, double ovens and gas cooktop, dining area, powder room, laundry with utility sink, stacked washer dryer, and expanded two-car garage. Spacious upper-level landing with skylight, interior French doors to vaulted primary with skylight and sliding glass door to private view balcony, walk-in closet, full ensuite bath, guest bedroom with ensuite access to additional full bath, and media room or second primary with private balcony. Lower family room, full bath, and two additional bedrooms with closets. Mature plantings and fenced garden. Inquire for details!

347 Wimer Street, Ashland
514 Granite Street, Ashland
$979,500
4 Beds ⋅ 4 Baths ⋅ 220214953 MLS ⋅ 2,890 SqFt. ⋅ 49,222 Sqft. Lot ⋅ 1.13 Acres
Set just steps from Lithia Park, this mid-century property spans over an acre across 3 tax lots. The light-filled main level features a living room with bamboo flooring, a coffered ceiling, and an electric fireplace. The kitchen includes thoughtful updates and a cozy breakfast nook, while the primary bedroom offers an ensuite bath with a classic clawfoot tub. Upstairs, a 2nd bedroom is paired with a half bath. The lower level provides excellent flexibility with a rec room that can serve as a 3rd bedroom or private in-law suite, complete with a wet bar, wine fridge, full bath with walk-in shower, and its own exterior access. A detached guest house adds further versatility with a kitchenette, full bath, loft, and a lower-level home gym. Three separate decks invite you to take in treetop views and the sights and sounds of Ashland Creek. The fully fenced yard offers space for gardening, pets, or small animals, along with raised beds and views of Grizzly Peak and the Ashland Creek canyon.

514 Granite Street, Ashland
1475 Dead Indian Memorial Road, Ashland
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 220214755 MLS ⋅ 4,382 SqFt. ⋅ 1,087,257 Sqft. Lot ⋅ 24.96 Acres
Discover refined country living on nearly 25 private, gated acres just minutes from downtown Ashland and a private airport. This 4,382 sq. ft. prairie style estate blends elegance and versatility. Vaulted ceilings, radiant canary wood floors, and expansive windows frame sweeping views of Mt. Ashland, Pilot Rock, and Pompadour Bluff. The chef's kitchen showcases Verde Marinace granite, dual Dacor ovens, a soapstone sink, and a generous island. The main level includes a tranquil primary suite with walk in shower, soaking tub, and large closet, along with two offices and seamless indoor to outdoor living. Upstairs offers a true guest suite, media room, and a deck overlooking the fenced garden. Manicured grounds, TID irrigation, an orchard, multiple patios, and a 1,400+ sq. ft. garage/workshop elevate the property. With owned solar, modern systems, and timeless design, this estate delivers exceptional privacy, beauty, and opportunity.

1475 Dead Indian Memorial Road, Ashland
610 Sutton Place, Ashland
$725,000
3 Beds ⋅ 3 Baths ⋅ 220214102 MLS ⋅ 3,090 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
This elegant home, built by Home Renaissance, features 3 bedrooms and 2.5 baths with most living space conveniently located on the main level. The home includes a den which could be used as a 4th bedroom, plus a bonus rooom, a formal dining room, breakfast nook, spacious family room, and two gas fireplaces. It is 3,090 sq ft on a 0.2-acre lot, highlights include granite countertops, hardwood floors in the living and dining rooms, ceramic tile in the kitchen, baths, and entry, and carpet in the bedrooms and family room. Additional features include 9' ceilings, high-quality fixtures, crown molding, a two-car attached garage, rear deck and patio, and beautiful views. This home has only had 1 owner, come see to appreciate!

610 Sutton Place, Ashland
309 Granite Street, Ashland
$1,650,000
5 Beds ⋅ 5 Baths ⋅ 220214060 MLS ⋅ 6,332 SqFt. ⋅ 258,746 Sqft. Lot ⋅ 5.94 Acres
Known as 309 and 311 Granite Street, this exceptional estate overlooks Lithia Park on nearly six private acres, blending European elegance with a tranquil forest setting. Mature trees, stone paths, patios, and water features create rare seclusion just minutes from downtown Ashland, the Oregon Shakespeare Festival, and the historic Plaza. Vaulted ceilings, fine woodwork, stained glass, and expansive windows fill the interiors with warm, old-world character and natural light. The main home centers on an open great room with a dramatic rock fireplace, flowing to an informal dining area and oversized kitchen, with additional living spaces for entertaining or everyday life. The primary residence offers 4,479 sq ft plus 2,364 sq ft of flexible ground-level space. A second residence adds 844 sq ft, a 1,153 sq ft multi-purpose room, and carport-about 8,840 sq ft total. Near Mt. Ashland, Crater Lake, Britt Festival, and Rogue Valley wineries, this is a rare architectural retreat of tranquility

309 Granite Street, Ashland
2101 Dead Indian Memorial Road, Ashland
$785,000
5 Beds ⋅ 4 Baths ⋅ 220213217 MLS ⋅ 3,018 SqFt. ⋅ 218,235 Sqft. Lot ⋅ 5.01 Acres
Experience the ultimate Ashland lifestyle at this remarkable 5-acre estate, located just three miles from the Plaza yet below the snowline for year-round ease. This 3,370-sqft residence balances understated elegance with authentic country charm. The expansive interior boasts 5 beds and 3.5 bths, designed for flexibility. The main level offers three spacious bedrooms, a cozy family room, and a gourmet kitchen featuring granite surfaces, stainless appliances, and a sunlit breakfast nook. A distinct advantage is the private guest suite with a separate garage entrance, ideal for multi-generational living. Upstairs, retreat to the massive rec room or the private primary suite. Outside, the property shines as an equestrian paradise with irrigation, cross-fencing, and a 4-stall barn / detached shop with power. If you have been waiting for a property that truly has it all, this is it!

2101 Dead Indian Memorial Road, Ashland
1751 Dragon Fly Lane, Ashland
$580,000
3 Beds ⋅ 3 Baths ⋅ 220213095 MLS ⋅ 3,020 SqFt. ⋅ 152,460 Sqft. Lot ⋅ 3.5 Acres
Amazing 3.5 acre property situated above the Ashland Canal and offers breathtaking views of the mountains and the city below. This charming property offers lots of trees, privacy, a storage shed and additional building. This 1983 built home offers 3 bedrooms and 3 bathrooms, huge living room and primary on the main level. Enjoy the large deck that overlooks the property and the incredible views. Large room and bathroom on the lower level. Bring your ideas and make this property shine again!

1751 Dragon Fly Lane, Ashland
517 Lakota Way, Ashland
$800,000
3 Beds ⋅ 4 Baths ⋅ 220212974 MLS ⋅ 2,890 SqFt. ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
Enjoy the sweeping panoramic views from this 2890SF Mediterranean-style villa on the hill! This home, custom-built in 2001, features primary-level living with three bathrooms, a kitchen, a living room, and an artist/office/practitioner space with large windows, skylights, and a separate entrance. From the living room, dining room, kitchen, and the primary bedroom, the vaulted ceilings and large windows create an open, airy feeling to enjoy the incredible views and a sense of privacy. Be sure to take your shoes off and feel the radiant heat floors! Downstairs, you will find 2 bedrooms,1 full bathroom, and an additional living area with a separate entrance that would make a great multi-generational setup or rental ADU. The backyard has beautiful mature landscaping and is a peaceful retreat with a water feature, gas fire pit, automatic lighting, and garden beds. 2 Laundry hookups are another bonus!

517 Lakota Way, Ashland
451 N Main Street, Ashland
$1,249,000
8 Beds ⋅ 9 Baths ⋅ 220212846 MLS ⋅ 3,666 SqFt. ⋅ 13,068 Sqft. Lot ⋅ 0.3 Acres
Just blocks from downtown, this historic gem blends charm and flexibility. Original fir floors, built-ins, high ceilings, and abundant natural light pair with modern updates. Enjoy the welcoming lawn, pollinator garden, and large covered front porch. The main level offers spacious living and dining areas, kitchen, half bath, and generous entry spaces. A 1-bedroom apartment with interior and private exterior access--includes a kitchen, laundry and full bathroom--a separate additional en-suite bedroom with exterior entry adds versatility. Upstairs are four lovely en-suite bedrooms, one with a balcony, all with updated Renewal by Andersen windows and balcony door. A detached 704 sq ft, 2 bedroom, 1.5 bath, single level cottage with its own address and electric meter provides added flexibility or income potential. With six paved off-street parking spaces, sheds, on-street parking, and alley access, this property offers exceptional possibilities for multi-generational living or investors.

451 N Main Street, Ashland
461 Waterline Road, Ashland
$766,000
4 Beds ⋅ 4 Baths ⋅ 220211772 MLS ⋅ 3,404 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
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
585 Nyla Lane, Ashland
$790,000
3 Beds ⋅ 3 Baths ⋅ 220211736 MLS ⋅ 3,237 SqFt. ⋅ 37,461 Sqft. Lot ⋅ 0.86 Acres
This large 3,237 square foot home with panoramic views sits on a quiet cul-de-sac with a seasonal creek and an almost one-acre lot. Large windows and a wrap-around deck highlight the views, and there is a separate deck near the creek. Hiking trails begin only one block away. Open kitchen with custom mahogany cabinets, granite counter, Sub Zero Refrigerator overlooking Ashland. The kitchen, dining room and living room have an open floor-plan and recently refinished hardwood floors. Two of the bathrooms have custom tile-work. The lower level has a large bonus room, storage room, bathroom and another bedroom. There is an over-sized two-car garage with shelves and an abundance of storage space. Beautiful landscaping with lavender and rose gardens, a fountain, a greenhouse, extensive fencing. Very private and serene, yet you are only minutes to downtown.

585 Nyla Lane, 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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