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$798,500
4 Beds ⋅ 4 Baths ⋅ 220226035 MLS ⋅ 2,700 SqFt. ⋅ 239,580 Sqft. Lot ⋅ 5.5 Acres
Private 5.5-acre mountain retreat with stunning views, gated entry, asphalt drive, and expansive paved parking, only 5 minutes to town! Perched above Emigrant Lake, this impeccably maintained 2,700 sq ft home offers flexible living: two inviting living areas (one with a cozy fireplace, the other with a wet bar and patio access), a sunlit kitchen with tile floors, granite counters & backsplash, and all appliances included. Main level features formal dining, a bedroom and 1.5 baths; upstairs the spacious primary suite with walk-in closet plus two more bedrooms, 2 full baths and larger storage room. Huge attached workshop with shelving, workbenches and 220/240A service (could be converted to ADU), plus an attached 2-car garage. Entertain or unwind on the deck with pergola and hot tub, enjoy outdoor/indoor living and private hiking trails right on the property.

197 Timberlake Drive, Ashland
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 220225369 MLS ⋅ 4,979 SqFt. ⋅ 643,816 Sqft. Lot ⋅ 14.78 Acres
First time on the market for this one-of-a-kind custom ICF-built home with breathtaking panoramic views! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp available at the barn, and endless opportunities for horses, livestock, or hobby farming.

40 Ashland Acres Road, Ashland
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 220225368 MLS ⋅ 4,979 SqFt. ⋅ 643,816 Sqft. Lot ⋅ 14.78 Acres
Welcome to this one-of-a-kind custom ICF-built home with breathtaking panoramic views just minutes from downtown Ashland! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp available at the barn, and endless opportunities for horses, livestock, or hobby farming

40 Ashland Acres Road, Ashland
$765,000
4 Beds ⋅ 4 Baths ⋅ 220224216 MLS ⋅ 3,438 SqFt. ⋅ 25,264 Sqft. Lot ⋅ 0.58 Acres
Nestled in the highly desirable southwest hills of Ashland, Oregon. This is an incredible opportunity w/ so much potential for the next owner to enjoy and make their own. The contemporary ranch-style main home features over 2,600 sq. ft., 3 bedrooms, 3 bathrooms, soaring wood-vaulted ceilings, an open floor plan, abundant windows, skylights, and beautiful natural light. A charming 800 sq. ft. cottage-style ADU (built in 2003) includes its own address, metered separately, private patio, and garden making it ideal for guests, rental income, or multi-generational living. The detached three-car garage includes a studio space with a bathroom. Additional amenities include a screened sleeping deck, greenhouse, storage sheds, and firewood storage. There is an owned solar panel system and solar hot water heater for high efficiency and keeping low carbon print. This one-of-a-kind property is a gardener's dream and a rare opportunity to create your own private retreat.

155 Westwood Street, Ashland
$750,000
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
$800,000
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
$900,000
5 Beds ⋅ 4 Baths ⋅ 220221548 MLS ⋅ 5,200 SqFt. ⋅ 477,417 Sqft. Lot ⋅ 10.96 Acres
2 HOMES AND A GUEST STUDIO/COTTAGE!!! Just 3 miles from town, this exceptional 11-acre property sits on a sunny south-facing hillside with breathtaking views and endless possibilities. Ideal for a multi-generational family compound, rental income opportunity, homestead, or private retreat, this unique property offers an incredible combination of living space, infrastructure, and outdoor amenities. The 2,200 sq. ft. log home is filled with warmth and rustic charm, while the 1,800 sq. ft. second home includes a full basement for additional living or storage space. A separate 1,200 sq. ft. fenced studio/cottage provides excellent flexibility for guests, a home office, or a creative space. Additional improvements include two large septic systems, RV hookups with water and electricity, a separate laundry room, two tiny cabins, multiple storage buildings, root cellar with shop above, and a barn-style structure on the lower portion of the property with a newer roof. Must see to appreciate!

2909 Dead Indian Memorial Road, Ashland
$1,160,000
4 Beds ⋅ 4 Baths ⋅ 220221702 MLS ⋅ 4,189 SqFt. ⋅ 894,286 Sqft. Lot ⋅ 20.53 Acres
Custom-built in 1986, this meticulously maintained home blends superior craftsmanship with thoughtful design. Wrapped in clear cedar siding with a lifetime-guaranteed tile roof, it features solid cherrywood floors, cabinetry, and doors, vaulted cedar ceilings, and a two-sided granite fireplace. Abundant natural light, cross-ventilation, and expansive views flow through large windows and a 1,280 sq ft wraparound deck. The 600 sq ft primary suite offers double sinks and dual shower heads. Custom built-ins include bookcases, media center, dining storage, and a fitted office. Starlink internet ensures seamless connectivity. Dual garages—a 2-car main level and lower garage/workshop—plus a detached garage with 1,200-gallon tank. An apartment under the home includes a kitchenette. Bonus ''little house'' with utilities and deck, irrigation well and tank, dual water heaters, dual heat pumps, concrete block foundation, and oversized septic. A rare, tranquil retreat.

1999 Tolman Creek Road, Ashland
$995,000
3 Beds ⋅ 4 Baths ⋅ 220220180 MLS ⋅ 2,317 SqFt. ⋅ 10,018 Sqft. Lot ⋅ 0.23 Acres
Built in 2016, this custom Ashland home offers refined single-level living with vaulted ceilings, expansive windows, and sweeping Cascade Mountain views. The light-filled great room features a large gas fireplace and an open layout ideal for entertaining. Multiple outdoor seating areas overlook beautifully maintained gardens, creating seamless indoor-outdoor living. The versatile floor plan includes a spacious primary suite with spa-like bath, a vaulted second bedroom with ensuite, a guest bedroom, office, plus a bonus room in the basement with half bath--perfect for guests or hobbies. An oversized 2-car garage with EV charger, along with a tool shed, wood shop, and abundant dry storage, provides exceptional functionality. Located just minutes from downtown Ashland, world-class theater, Lithia Park, and scenic hiking and biking trails, this home blends comfort, quality, and convenience in a prime setting. Schedule your private tour today!

417 Tucker Street, Ashland
$980,000
5 Beds ⋅ 4 Baths ⋅ 220220059 MLS ⋅ 2,595 SqFt. ⋅ 10,454 Sqft. Lot ⋅ 0.24 Acres
Gorgeous craftsman multi-generational living opportunity in one of Ashland's most desirable neighborhoods, just steps from parks, hiking trails, and hundreds of acres of public land. Immaculate landscaping and curb appeal create a striking first impression. A classic covered porch overlooks the front yard and a private park across the street. Step inside to vaulted ceilings and an open floor plan. Pristine oak flooring is complemented by modern cabinetry and a spacious kitchen island with quartz countertops, ideal for chefs and entertaining. Floor-to-ceiling sliding glass doors offer seamless indoor-outdoor living. Enjoy an expansive deck overlooking a serene backyard with pocket views of Grizzly Peak. The 350 Sq ft guest house is thoughtfully designed for convenient access while maintaining privacy with a dedicated fence, creating ideal separation between living spaces.

1625 Peachey Road, Ashland
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 220219782 MLS ⋅ 4,977 SqFt. ⋅ 1,298,959 Sqft. Lot ⋅ 29.82 Acres
Located just outside Ashland, this property offers a rare blend of natural beauty, water, quality improvements, and convenience. The custom built home is thoughtfully positioned to capture expansive views across the surrounding valley and toward distant mountains. This elevated country estate draws from a Northwest lodge aesthetic, offering welcoming living spaces, a spacious multilevel layout and a seamless indoor outdoor connection with expansive outdoor living spaces. A picturesque stretch of Neil Creek framed by mature trees adds character and tranquility. Gently rolling topography, lush pasture, and water rights support a variety of Ag uses. A recently constructed 5,000 SF barn complements the property and offers outstanding flexibility for equipment, hobbies, or recreational use. Ideal as a homestead or simply an elegant place to enjoy connection to the outdoors, this is a property that captures the essence of Southern Oregon living while remaining just minutes from Ashland.

5293 Highway 66, Ashland
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 220219269 MLS ⋅ 3,132 SqFt. ⋅ 13,503 Sqft. Lot ⋅ 0.31 Acres
Exceptional mid-century modern home on an oversized corner lot with sweeping mountain views in a highly sought-after neighborhood. Thoughtfully remodeled, it blends iconic design with modern comfort and seamless indoor/outdoor living. The light-filled living room features vaulted wood ceilings, expansive windows, and a striking stone fireplace. The open kitchen is a chef's dream and built for entertaining, with a 6-burner DCS range, quartz countertops, and a breakfast bar. The Dining area opens onto a wraparound deck and beautifully landscaped yard with Japanese-inspired design--ideal for relaxing or hosting while taking in the views. The main-level primary suite offers a private retreat with office/lounge space and a spa-like ensuite bath with soaking tub and steam shower. Downstairs includes two bedrooms, a full bath, storage, and a large bonus room for guests, media, or a gym. Steps from hiking and biking trails, this is a rare blend of design, location, and lifestyle.

1005 Timberline Terrace, Ashland
$489,750
3 Beds ⋅ 4 Baths ⋅ 220219198 MLS ⋅ 1,976 SqFt. ⋅ 2,178 Sqft. Lot ⋅ 0.05 Acres
First time on the market in nearly 30 years. Lovingly maintained, this home is a welcoming space from the start. with room to spread out in all the right ways. As one of the largest units in the complex, the layout doesn't feel boxed in--vaulted ceilings, big views, and spaces that give you options. The main level offers a spacious kitchen with ample cabinetry, open to a light-filled dining and living area with sliding doors and extra windows. There's also a half bath for guests, plus a separate flex space/den with its own full bathroom, closets and built-ins--ideal for work, a second living area, or a more private setup. Upstairs are two well-sized bedrooms and two full bathrooms, including a primary with a walk-in closet. Great storage throughout, including a large basement. Flat, short distance to town and the Plaza. Well-managed HOA that even has a pool/hot tub and clubhouse!

454 Lori Lane, Ashland
$1,466,000
2 Beds ⋅ 4 Baths ⋅ 220218853 MLS ⋅ 3,070 SqFt. ⋅ 1,742 Sqft. Lot ⋅ 0.04 Acres
You'll be in a prime spot right in Ashland's Railroad District/Spur Rail Subdivision, a super desirable area! Just hop on the elevator to the top! This place has a fantastic modern design, with 770 square feet of first-floor commercial space and a luxurious 2-story home on the 2nd and 3rd floors. You'll find premium finishes everywhere, a huge rear patio, vaulted ceilings, big windows, an open floor plan, and materials that are easy to take care of, so they last. Plus, the property is set up to get the most out of solar panels. You'll have amazing views of Grizzly Peak to the north and Mt. Ashland to the south--it's truly a dream location. The property is zoned E1 commercial (Ashland Employment District with Residential Overlay). There's a single-car garage, EV charging, and the square footage has grown. The windows have also been upgraded to Milgard Fiberglas;, each parcel comes with a 1/6th interest in the parking lot next door.

138 Clear Creek Drive, Ashland
$650,000
4 Beds ⋅ 4 Baths ⋅ 220218210 MLS ⋅ 2,130 SqFt. ⋅ 12,196 Sqft. Lot ⋅ 0.28 Acres
Charming, updated VIEW home with legal detached ADU! The main home is 1470 SF & was tastefully updated the past 5 years. Wide plank ''Flooret'' LVP flooring throughout, new windows & sliding door, Ductless energy efficient heat/air system, granite counters & vanities, appliances & much more. Versatile floor plan w/ 3BR & 2 full baths allow for a nice separation of spaces & currently used for multi-generational living. Spectacular mountain views from the living space & back deck area to enjoy the changing colors of the seasons. Cozy woodburning FP in the living room. The kitchen has granite counters, pantry and newer appliances. The lower level has an attached 2 car garage, laundry & ½ bath. The detached ADU has its own off St driveway & newer view deck facing the large back yard. Open floor plan, large windows, vaulted ceiling, sleeping loft, kitchen, 3/4 bath & laundry in a total of 660 SF. Mature well-maintained trees grace the .28 AC lot & TID irrigation rights are a gardener's dream.

1159 Park Street, 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
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 220217132 MLS ⋅ 2,451 SqFt. ⋅ 902,998 Sqft. Lot ⋅ 20.73 Acres
Seller will carry with acceptable terms. Stunning new contemporary home with mountain views on 20+ private acres! Interior highlights include natural hickory and maple hardwood floors and steps; porcelain tile in kitchen, bathrooms and great room, granite counter tops, washer and dryer in upstairs primary bedroom closet and connections for a second set up downstairs, windows wired for electric blinds or shades, beautiful stone fireplace all the way to the ceiling, all Dacor appliances. The exterior has stucco siding, and a metal roof on both the main house and detached garage. The oversized garage has enough space for 2 cars plus a shop area with ample lighting, EV charging outlet, and a heated full bathroom. The garage also has an attached 2 car carport. The covered patio boasts an outdoor fireplace and the upstairs balcony off of the primary bedroom is a perfect place to accommodate a hot tub and enjoy the views. Seller carry option available with a considerable down.

8612 OR-66, 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
$1,375,000
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
$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
$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
$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
$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
$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
$715,000
4 Beds ⋅ 4 Baths ⋅ 220212305 MLS ⋅ 2,032 SqFt. ⋅ 14,810 Sqft. Lot ⋅ 0.34 Acres
Freshly renovated turn of the century home set on over a third of an acre lot with views and gorgeous mature evergreens. Large covered wraparound front porch leads to the front facing living room w/ wood floors & picture windows allowing for an abundance of natural light. Spacious country kitchen has stainless steel appliances. There's a covered enclosed back porch style room w/ bathroom. There are two bedrooms, one of which is ensuite on the main level. Versatile upstairs space has a light filled landing, one bedroom suite and another huge space w/ great architectural features, views and a full bathroom. Plus, a detached oversized two car garage, lots of parking and a relatively level yard that has a ton of potential for gardening or future development. Just above the hospital and within the Health Care Services zoning district. This is a charming property awaiting the next owner to enjoy!

527 Chestnut Street, Ashland
$785,000
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
$771,840
4 Beds ⋅ 4 Baths ⋅ 220211174 MLS ⋅ 3,294 SqFt. ⋅ 11,761 Sqft. Lot ⋅ 0.27 Acres
Spacious and full of character, this home offers beautiful views and comfortable main-level living. The 4 bed, 4 bath design blends late mid-century architecture with modern updates. The kitchen features maple cabinets, granite counters, stainless appliances, and a built-in dining nook. Wood floors, open beams, and large windows create warmth and natural light throughout. Bathrooms are tastefully updated with tile, newer vanities, and stone counters. The upper level includes the en suite primary bedroom plus one additional bedroom and bath, while the lower level offers two bedrooms, a common space with a gas fireplace, and two bonus rooms for a home gym or storage. Enjoy outdoor living on the expansive composite deck overlooking the hills, or explore nearby walking trails. With a metal roof, large lot, and flexible layout, this home is ideal for multigenerational living or a potential ADU (buyer to verify). A perfect blend of comfort, charm, and opportunity.

1012 Pinecrest Terrace, Ashland
$875,000
4 Beds ⋅ 4 Baths ⋅ 220209966 MLS ⋅ 2,981 SqFt. ⋅ 19,166 Sqft. Lot ⋅ 0.44 Acres
Quality built contemporary home placed among the madrone and pine trees in the hills of beautiful Ashland OR. Versatile, user-friendly floor plan with many unique architectural features. The cozy living room w/ fireplace, kitchen and dining area surround a well-designed multi use pantry closet. Soaring open beam ceiling above leads to a wall of windows allowing for natural light and views of the trees and mountains afar. Two spacious decks to enjoy the natural setting. Main level has an artistically designed room with a spoke pattern beam ceiling, custom lighting, handcrafted shelving and a full bathroom. Lower level you will find a large spa primary bedroom suite w/ private patio, attached office/ reading room with access to the lower deck. Bathroom has double vanities, a soaking tub and radiant heat floors. Two additional bedrooms, a full bath and a laundry room are also on the lower level. Perfect for the outdoor enthusiast w/ hiking trails just a few feet from the front door.

774 Lisa Lane, Ashland

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: