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$920,000
3 Beds ⋅ 2 Baths ⋅ 220215520 MLS ⋅ 2,277 SqFt. ⋅ 15,681 Sqft. Lot ⋅ 0.36 Acres
Discover the beautifully renovated single-level 1860 Abel D. Helman House, blending timeless charm with modern comfort in Ashland's coveted Skidmore Academy Historic District--right across from Briscoe Park. A short, level walk to downtown plaza and Lithia Park. Large great room with gas fireplace, nearly 12' ceilings, and abundant natural light. Warm reclaimed fir floors, custom millwork, bright kitchen with double oven, white cooktop, and granite counters. Spacious bedrooms with spa-like primary bath featuring jetted tub. Open living/dining areas perfect for living and entertaining. Outside enjoy a large mostly fenced lot with mature landscaping, charming gazebo, koi pond, and stonework. Vaulted ceilings and soft neutrals throughout. Prime location. See attached docs for details. Inquire with agent today!

283 High Street, 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
$850,000
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
$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
$735,000
3 Beds ⋅ 3 Baths ⋅ 220215130 MLS ⋅ 3,488 SqFt. ⋅ 593,722 Sqft. Lot ⋅ 13.63 Acres
Built - 2007 Craftsman Ranch -Style Home 3,488 sq ft that sits on level 13.63 acres useable beautiful land with (2,500 sq ft shop w/12x12 rolling doors ,14ft ceilings.3/4 plywood sheeting, 220 wired throughout, #3 rebar spaced throughout a concrete foundation w/ Green snap lock roof uniformed to match Home. Property features open meadows, mature timber, and a large, serene pond -- ideal for horses and outdoor living. Includes deeded access to Pinehurst Airstrip, enhancing equity and uniqueness. Located within the Cascade-Siskiyou National Monument, just 8 miles from Hyatt Lake and near Pinehurst School, this one-of-a-kind investment and lifestyle property is poised to gain equity and never lose it -- truly exceptional in Southern Oregon's most desirable areas that sits 24 miles on the outskirts of Ashland that takes only 38 min drive time to Ashland. Perfect location! Beautiful lifestyle.

15922 Green Springs 66 Highway, 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
$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
$499,000
3 Beds ⋅ 3 Baths ⋅ 220214909 MLS ⋅ 2,123 SqFt. ⋅ 3,484 Sqft. Lot ⋅ 0.08 Acres
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
$900,000
5 Beds ⋅ 3 Baths ⋅ 220214907 MLS ⋅ 2,146 SqFt. ⋅ 11,761 Sqft. Lot ⋅ 0.27 Acres
Comp Only - this information is for statistical purposes only. Centrally located sanctuary-like home, detached 400 SF guest addition with kitchenette and full bath, and exquisitely landscaped corner lot. Pride of ownership!

1595 Peachey Road, Ashland
$850,000
3 Beds ⋅ 3 Baths ⋅ 220214850 MLS ⋅ 2,111 SqFt. ⋅ 11,761 Sqft. Lot ⋅ 0.27 Acres
The location is perfect! Contemporary NW craftsman styled home with Lithia Park, Ashland Creek and trails across from your front door. Extensive updates include upgraded hardwood floors and high-end lighting upgrades by Julia Rezek LLC. The high ceilings, vaults and huge windows add to the light filled floor plan. A Jotul enamel gas stove and knotty pine built-in bookcases in the living room creates the ambiance of a retreat in the woods. The kitchen is large and includes a top-of-the-line range with two electric ovens & a five burner gas cooktop & lots of cabinet space. A large dining area off kitchen has slider to outside patio space. Spacious main level deck has privacy screening. Upstairs are spacious bedrooms and baths. The primary suite overlooks Lithia Park & has a sitting room/office and spacious bath. Home is upgraded with superior air filtration system and newer HVAC systems. Sloped back yard includes retaining walls and platform area with electric hookups for hot tub.

435 Granite Street, Ashland
$610,000
3 Beds ⋅ 2 Baths ⋅ 220214837 MLS ⋅ 2,574 SqFt. ⋅ 179,902 Sqft. Lot ⋅ 4.13 Acres
This is your opportunity to own a Multi Family income property on 4.13 acres! This versatile property features two separate residences as well as an approximate 500 sq ft Art Studio with a full kitchen and bathroom. The primary home is 1834 sq ft with 3 bedrooms and 2 bathrooms featuring gas heating, hardwood floors and vinyl windows. The 2nd home is currently occupied & offers 740 sq ft of living space & has 1 bedroom and 1 bathroom. It also offers a large back deck overlooking the creek that flows through the property. The property is fully fenced and quite beautiful- Don't miss out!

376 Crowson 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
$3,250,000
4 Beds ⋅ 6 Baths ⋅ 220214637 MLS ⋅ 5,233 SqFt. ⋅ 295,336 Sqft. Lot ⋅ 6.78 Acres
Paradox Vineyard Estate is uniquely defined by elements of water, air, the natural light and beauty of the Rogue Valley, and a resounding commitment to environmental stewardship. Award-winning architecture and landscape design implemented by reputable local contractors with the highest caliber of building materials certified through LEED, Energy Star, and Green Globes. Senses are captivated by a soaring skylight galleria spanning through the home, four open-air water courts with columnar basalt fountains, and stunning panoramic mountain views. Tranquil and private outdoor spaces with mature plantings and ornamental trees encircle the home, including an in-ground spa and lap pool. Vineyard operations are professionally managed for continued turn-key production of organic grapes acclaimed by local and regional winemakers. Close-in rural community of high-end estates located within five miles of Ashland's downtown plaza. Inquire for additional details and documentation!

786 Pompadour Drive, Ashland
$690,000
3 Beds ⋅ 3 Baths ⋅ 220214608 MLS ⋅ 2,627 SqFt. ⋅ 20,473 Sqft. Lot ⋅ 0.47000000000000003 Acres
Behind Lithia Park is this stunning well designed European home of stone and stucco, with lots of charm. Beautiful views of the forested canyon, just minutes from downtown and the Shakespeare festival and from park trails, ideal for walks, hiking or biking. The 2627 sqft home is on almost 1/2 acre. Large waterfalls, fountain, pond, and beautiful landscaping with aspens, weeping birch and maple . Once you step inside the custom arched door you are stunned by the great room with a 24-ft vaulted ceiling, gothic windows and custom grand staircase. This home has 3 beautiful gas or wood custom fireplaces, grand master suite with Romeo and Juliet balcony. Central vacuum and newer dual HVAC systems. Many Many custom features.

520 Glenview Drive, Ashland
$815,000
4 Beds ⋅ 2 Baths ⋅ 220214436 MLS ⋅ 2,070 SqFt. ⋅ 296,643 Sqft. Lot ⋅ 6.8100000000000005 Acres
Privately tucked at the end of Maywood Way, this stunning single-level contemporary home sits on 6.81 irrigated acres just minutes from downtown Ashland, the golf course, & Emigrant Lake. Surrounded by peaceful pastureland, this custom home is designed for exceptional indoor-outdoor living, featuring a light-filled great room with vaulted ceilings, lime-washed walls, hardwood floors, and a beautiful Tulikivi soapstone fireplace providing radiant heat throughout. The open kitchen includes granite countertops, a center island, and gas range. Enjoy the large enclosed tiled patio with hot tub and attached greenhouse room. The thoughtful floor plan offers 4 beds and 2 baths with radiant floor heat and tiled showers. The flat, fertile land is ideal for farming, vineyard, or equestrian use with irrigation piping, water filtration & storage, garden areas, pastures, a 1728-sq-ft farm building, and a 768-sq-ft flex space for art or office use. No drive bys. Ask your agent for an amenities list.

288 Maywood Way, Ashland
$815,000
3 Beds ⋅ 3 Baths ⋅ 220214400 MLS ⋅ 2,149 SqFt. ⋅ 7,840 Sqft. Lot ⋅ 0.18 Acres
This charming property in Ashland's Skidmore Historic District offers a rare two-home setup on a flat lot just blocks from downtown. Grizzly Peak views are enjoyed from both residences, with Mt. Ashland views from the upstairs bedrooms of the main house. The 1,444-sf main home features 3 beds and 2.5 baths and was fully remodeled in 2019 by The Downey Co., thoughtfully blending historic character with modern conveniences. The main level offers open living, a spacious kitchen with an island bar, a primary suite with a luxurious bath, laundry room, and a half bath, while two additional bedrooms and a full bath are upstairs. The 705-sf detached 2-bed, 1-bath single-level second residence at 158 Van Ness sits behind the main home and includes its own private yard with parking and alley access. Outdoors, the fully fenced property features garden beds, a large deck, mature trees, and a chicken coop. Additional amenities include a storage building and off-street parking for cars or an RV.

156 Van Ness Avenue, Ashland
$489,000
3 Beds ⋅ 3 Baths ⋅ 220214291 MLS ⋅ 2,089 SqFt. ⋅ 3,484 Sqft. Lot ⋅ 0.08 Acres
Beautifully maintained and truly move-in ready, this home delivers space, comfort, and an easy sense of flow. The layout simply works. Everyday life unfolds naturally here, from cooking and gathering in the generous kitchen and dining areas to relaxing in the comfortable living spaces. Storage is abundant, making it easy to stay organized without sacrificing warmth. The sellers have maintained and upgraded the home over time, and that care is evident throughout. Enjoy open views of the green space and creek from the back patio or the primary bedroom balcony. The yard is intentionally low maintenance, with a few garden beds ready for homegrown vegetables or flowers. Tucked into a quiet, often overlooked Ashland neighborhood, this is a place where neighbors are friendly and considerate, offering a welcoming atmosphere and a home that feels easy to live in from day one.

267 Meadow Drive, 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
$730,000
3 Beds ⋅ 2 Baths ⋅ 220214078 MLS ⋅ 2,274 SqFt. ⋅ 10,018 Sqft. Lot ⋅ 0.23 Acres
Gorgeous and immaculately maintained home with so much potential! The main home was built in 1940 but torn down to the studs in 2012 with all new electrical, plumbing, drywall, siding, roof, bathrooms, kitchen, appliances, doors, fixtures, EVERYTHING. There is a main level master with a spacious bathroom w/ heated floors, and a roll in tile shower plus an entry to the backyard. Enjoy a third living room upstairs, or a gigantic master suite with an office. There is a single bedroom and full bathroom, plus a living room upstairs with a separate entrance. There's a two-car garage that has a large bonus room/ office/ bedroom above it with heat and air, also with a private entrance. The front and back grounds are beautifully landscaped, full of fruit trees, patios, arch ways and alley access. Zoned R2, close to Walker Elem, Ashland HS, SOU, and slightly above the boulevard, you're not far from anything Ashland has to offer! This home truly has potential in a multitude of ways, a must see!

285 Beach 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
$830,000
3 Beds ⋅ 3 Baths ⋅ 220214053 MLS ⋅ 2,530 SqFt. ⋅ 1,004,058 Sqft. Lot ⋅ 23.05 Acres
Country living on just over 23 acres of rolling green hills & mountain views. Home w/ wide covered porch for vistas from sunrise to sunset. Beautiful hardwood floors throughout open-concept design. Vaulted great room w/ fireplace & expansive windows. Gourmet kitchen w/ granite countertops, island w/ seating, ss appliances, & flow to formal dining room w/ custom built-in cabinetry & door to patio for. Primary suite is at one end of home, w/ walk-in closet, private bath w/ double sinks & walk-in shower, door to back patio & private exercise room. 2 more bedrooms & full bath w/ jetted tub & shower are at opposite end for privacy. Office w/ custom built-ins & laundry room w/ sink. Oversized two-car garage w/ workspace & half bath w/ mudroom entry. RV parking area w/ hookups. Outside is a covered patio, garden area, & sprinkler system. Minutes from hiking, dining, 2 wineries, Emigrant Lake County Park. 8 minutes from shopping center.

2809 Dead Indian Memorial Road, Ashland
$849,000
3 Beds ⋅ 3 Baths ⋅ 220213655 MLS ⋅ 2,298 SqFt. ⋅ 27,442 Sqft. Lot ⋅ 0.63 Acres
Rare opportunity to buy a home in this sought after location in Ashland, Oregon! First time on the market for this custom-built, three bedroom, two and a half bath home w/ approx. 2300 SF. Comfortable floor plan and unique architectural design throughout. Cozy living room with a gas fireplace framed in by arched windows capturing the views to the west. There's a versatile office off from the living room and exterior access to the large covered back porch overlooking the level areas of the fenced in backyard. The incredible Lithia Park below. Two of the bedrooms and shared bath are on the main level, and upstairs is the primary bedroom suite with a private deck looking to the east. The large .63 of an acre lot has a wonderful sense of privacy, areas surrounding the home are flat and usable, so much potential inside and out. Loved for many years and is now ready for the next owner's vision and enjoyment!

143 Ridge Road, Ashland
$808,640
4 Beds ⋅ 2 Baths ⋅ 220213480 MLS ⋅ 2,512 SqFt. ⋅ 7,840 Sqft. Lot ⋅ 0.18 Acres
This 2512 sq. ft. home in the Ashland Audubon neighborhood stands in the sweet spot of Ashland. It is conveniently located 6 blocks from downtown on a large level lot with a wide, welcoming front porch. The open floorplan with stunning solid-oak floors, offers versatility with 4 large bedrooms; 2 on the main level & 2 upstairs. Both upper-level bedrooms have beautiful hickory wood floors. Both bathrooms have new flooring. Additionally, the second level provides an impressive 480 sq. ft. office / family room with vaulted ceilings. Views of Grizzly Peak & Mt. Ashland are seen throughout the home. The spacious kitchen has excellent storage & features glass cabinet doors & a granite island. The .18-acre lot has been gardened organically, and includes large conifers, fruit trees, garden beds and a shed. Above the 2-car attached garage is unfinished storage space that could be converted. The current owners, one of whom is a licensed real estate broker, have loved living here for 23 years.

165 Orange Avenue, Ashland
$500,000
3 Beds ⋅ 2 Baths ⋅ 220213463 MLS ⋅ 2,256 SqFt. ⋅ 182,952 Sqft. Lot ⋅ 4.2 Acres
Sold Only...for statistical purposes only. 1950s farmhouse set on 3.14 level acres zoned RR-5 with adjoining 1.06-acre parcel, also zoned RR-5. The home retains some vintage character with wood floors and cozy living room fireplace with woodstove insert. The main level offers a spacious primary bedroom with an updated bath featuring wainscoting, vinyl flooring, a clawfoot tub, and a small shower, plus two guest bedrooms with knotty pine paneling and wood floors. The kitchen has laminate counters and vinyl flooring, with a large utility room and laundry sink nearby. Upstairs includes two additional rooms with built-ins. Outside has a large shop building with well, miscellaneous sheds and pasture areas ideal for animals and/or crops. The adjoining 1.06 has a greenhouse and gardening area.

340 Normal Avenue, Ashland
$675,000
4 Beds ⋅ 2 Baths ⋅ 220213390 MLS ⋅ 2,448 SqFt. ⋅ 24,829 Sqft. Lot ⋅ 0.5700000000000001 Acres
Ashland Mid-Century View Home on Over 1/2 Acre Park-like Setting. Expansive 3 bedroom, 2 bath, 2,448sf home with Big-View windows, tons of natural light, warm hardwood flooring, main-level primary bedroom and office/bedroom, both with private deck access, large kitchen/dining with separate deck access, two lower level guest bedrooms plus flex space, potential multi-purpose area, built-ins, utility room with sink, loads of extra storage. Fully fenced solar heated, gunite salt-water pool and great entertainment areas out back, too. Detached double garage PLUS a huge private rear yard with soaring trees, fruit orchard and fenced garden area. Ideal for a garden enthusiast, extended family living or perhaps an ADU (verify with City). Ask about the potential purchase of the adjacent lot. This is a great property!

645 Glenwood Drive, Ashland
$1,795,000
4 Beds ⋅ 3 Baths ⋅ 220213243 MLS ⋅ 2,790 SqFt. ⋅ 217,800 Sqft. Lot ⋅ 5 Acres
5 magazine quality acres, masterfully landscaped with expansive emerald, green lawns, mature trees, ponds & waterfalls create the perfect setting, built with enduring quality. The walls are solid 4x6 Canadian Western Red Cedar, offering style & durability. Large open-floor plan is perfect for gatherings. Earthy materials feature Saltillo tile flooring, rich cherry custom cabinetry, Milgard wood-cased windows, & vaulted, beamed ceilings add substance & style. Upper-level primary has a private deck overlooking the estate style grounds & mountains. Guest house features dual porches, carport, & sits beside one of five waterfalls. A 22' x 44' greenhouse with raised cedar beds. Nearly a mile of crushed granite paths wind through the landscape. 3-car garage, full RV hook-ups, & a 20'x45' shop. A true paradise. Main home is 3/2, guest home is 1/1.

4896 Highway 66, 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
$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
$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
$1,249,000
8 Beds ⋅ 9 Baths ⋅ 220212846 MLS ⋅ 3,666 SqFt. ⋅ 13,068 Sqft. Lot ⋅ 0.30000000000000004 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

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: