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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 2.5 baths; upstairs the spacious primary suite with walk-in closet plus two more bedrooms, a full bath and larger storage room. Huge attached workshop with shelving, workbenches and 220/240A service (could be converted to ADU), plus an attached 2-car garage. Entertain or unwind on the deck with pergola and hot tub, enjoy outdoor/indoor living and private hiking trails right on the property.

197 Timberlake Drive, Ashland
$739,000
4 Beds ⋅ 3 Baths ⋅ 220225931 MLS ⋅ 2,596 SqFt. ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
Located just minutes from downtown, this impressive 2,596 sq. ft., 4-bedroom, 3-bathroom home features striking curb appeal and breathtaking views of Grizzly Peak. The bright interior boasts hardwood floors, formal and informal dining, and a spacious kitchen with solid-surface counters. Soaring ceilings frame the great room, which opens to an expansive deck overlooking a tiered backyard complete with garden boxes, a potting shed, and storage shed. Highlights include a main-level vaulted primary suite with a jetted tub and walk-in closet, a flexible upper-level bonus room with skylights, and carpeted guest bedrooms. Modern upgrades feature a new heat pump with advanced UV filtration, an electric vehicle charger, and an oversized attached garage with workshop space plus dedicated RV parking.

960 Oak Street, Ashland
$540,000
3 Beds ⋅ 2 Baths ⋅ 220225859 MLS ⋅ 2,668 SqFt. ⋅ 817,185 Sqft. Lot ⋅ 18.76 Acres
Enjoy 18+ acres of privacy with a gated entry and set back entrace with valley views! This 2,668 sqft, 3 bedroom, 2 bath home features a large 2 story rock fireplace and vaulted cedar ceilings in both the large formal living room and family room. Additional log studio/office. The land has been cleared and leveled and now very usable. Room for shop, gardens.

19001 Dead Indian Memorial Road, Ashland
$2,400,000
3 Beds ⋅ 2 Baths ⋅ 220225850 MLS ⋅ 2,778 SqFt. ⋅ 7,143,840 Sqft. Lot ⋅ 164 Acres
One of the Rogue Valley's premier estate settings, this extraordinary 164-acre Ashland offering is paired with a proposed luxury residence by Asher Homes. The single-level design offers 2,778 sq ft with 3 bedrooms, 2 baths, a 912 sq ft 3-car garage, and walls of glass framing mountain and valley views. Refined finishes include large-plank hardwood, custom built-ins, a stone fireplace, metal roofing, and covered outdoor living with built-in BBQ and fireplace. Designed to Earth Advantage Platinum standards, the home features high-efficiency HVAC, solar-ready infrastructure, EV charging, generator tie-in, and wildfire-conscious materials. The build package includes vertical construction and an infrastructure allowance for driveway, septic, well systems, power, propane, water storage, trenching, and utility connections. Land offers 2,220 feet of Cove Creek frontage, a 48 GPM well, and paved access. Plans and pricing subject to site conditions, permitting, selections, and builder approval.

312 Sky Ridge Road, Ashland
$1,450,000
10 Beds ⋅ 12 Baths ⋅ 220225786 MLS ⋅ 4,544 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
One block from the Oregon Shakespeare Festival and downtown Ashland's restaurants, galleries, and cultural amenities, the McCall House B&B is a beautifully restored 1883 Italianate home offered for sale as a private residence. Currently operating as a boutique hotel, the property features ten historic guest rooms, including two detached private Carriage House suites, and may continue as a licensed hospitality business for a buyer who wishes to carry on that tradition. The C-1 zoning also opens the door to a variety of commercial uses, including a restaurant, office suites, or other business opportunities. Ten on-site parking spaces are included, a welcome convenience this close to the Ashland Plaza. This is a rare opportunity to own one of the city's most celebrated historic addresses. Due to the C-1 zoning, conventional 30-year financing is unavailable, and non-cash buyers are encouraged to confirm lending options before requesting an appointment. Please do not disturb guests.

153 Oak Street, Ashland
$739,000
4 Beds ⋅ 2 Baths ⋅ 220225773 MLS ⋅ 2,091 SqFt. ⋅ 20,037 Sqft. Lot ⋅ 0.46 Acres
Experience contemporary Northwest living in this one-of-a-kind 4 bed, 2 bath w/elevated views & beautiful natural surroundings. Adventure awaits just outside your door w/convenient access to miles of hiking & biking trails. Thoughtfully designed w/versatile living & dining areas to accommodate every occasion. Vaulted great room featuring a gas fireplace w/tile surround & a wall of windows. Well-appointed kitchen showcasing white painted cabinetry, leathered granite countertops, tile backsplash & large pantry. The primary suite is a true private retreat w/direct access to a secluded deck w/hot tub, luxurious ensuite & oversized dual closets. Enjoy year-round outdoor living from the expansive terrace w/both covered and open-air spaces. The perfect setting to relax or entertain while taking in the stunning mountain views. Mature, landscaped grounds w/raised garden beds plus a 2-car garage complemented by an adjacent covered area. Ideal for additional parking or versatile storage!

1000 Ivy Lane, Ashland
$950,000
3 Beds ⋅ 3 Baths ⋅ 220225745 MLS ⋅ 2,934 SqFt. ⋅ 250,470 Sqft. Lot ⋅ 5.75 Acres
Tremendous 360 view on 5.75 flat white fenced acres & walking distance to Emigrant Lake. You have 3 acres of water rights on open EFU land, a 36'x36' barn with loft, a 14' RV bay door, workshop & attached office. Behind the barn is a single horse stall. To the side is a gazebo to enjoy those wonderful summer outside nights. This home is greeted by a paved & gated 800' driveway leading to a drive-through that takes you to the front entrance. Brand new wrap around porch greets you so you can sit in awe at the beauty of your surroundings or sit under your backyard gazebo and say, ''Do I really live here''? Perched on a small knoll, this 2,934 sq ft 4/3 home, has 2 bonus rooms, with open floor plan, large entertaining living room with woodstove insert fireplace & kitchen with abundant cabinets & island. Ten-foot ceilings provide ample sunlight for all occasions. The upstairs primary suite has a fireplace, en-suite bathroom with soaking tub & walk-in closet. Country comfort at its best.

5597 Highway 66, Ashland
$1,350,000
5 Beds ⋅ 6 Baths ⋅ 220225703 MLS ⋅ 4,935 SqFt. ⋅ 217,800 Sqft. Lot ⋅ 5 Acres
Live the Southern Oregon Dream! Welcome to an extraordinary Ashland estate where breathtaking views of Mount Ashland, the Cascades, downtown Ashland, and surrounding vineyards create a spectacular backdrop. Nestled behind a private gated entrance on 5 acres, 3 TID irrigated, this custom-built 5 bedroom, 6 bath home offers luxury, privacy, and versatility. Whether you're seeking a peaceful retreat, a multigenerational home, or space to operate a home-based business, this property adapts to your lifestyle. The thoughtfully designed floor plan features TWO private suites with their own entrance, ideal for extended family, a professional office, or creative studio. Garden beds, fruit trees, space for horses, animals, a 28 GPM well, RV hookups w/220, abundant parking, just minutes from the Shakespeare Festival, galleries, wineries and award-winning restaurants. You'll enjoy the best of country living without sacrificing convenience. Luxury. Privacy. Self-sufficiency. Endless possibilities.

808 Pompadour Drive, Ashland
$650,000
2 Beds ⋅ 1 Baths ⋅ 220225643 MLS ⋅ 2,113 SqFt. ⋅ 13,068 Sqft. Lot ⋅ 0.30000000000000004 Acres
Opportunity to own an historic two bedroom, one bath, 1,233 square feet, 1925 Craftsman-style home Above the Boulevard with easy access to town and all the amenities Ashland has to offer. This gracious property has been lovingly maintained by its present owner for the last thirty-four years. From the welcoming and covered front porch to the spacious, light-filled interior everything about this property harkens back to a time when life was a little slower. This single-story home with a full basement sits on a level .3 acre lot with a duplex that backs to the alley. Properties like this don't often come on the market. Home is located in ''The Siskiyou-Hargadine Historic District.'' Buyers are encouraged to do their own due diligence and check with the City Ashland regarding the legality of existing structures and possibilities for expansion.

363 Beach Street, Ashland
$695,000
4 Beds ⋅ 2 Baths ⋅ 220225640 MLS ⋅ 1,956 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
Tucked away in one of Ashland's most sought-after neighborhoods, this exceptional property offers the rare feeling of a private nature retreat while remaining just minutes from the heart of the city. Surrounded by mature trees and abundant natural beauty, the home feels like a treehouse with beautiful views of the mountains that create a peaceful backdrop throughout the seasons. With access to a beautiful trail system, including the Ashland Ditch Trail, outdoor recreation begins right outside your door. Whether you're hiking, running, or simply enjoying a quiet walk, this location provides an unmatched connection to nature. The unique setting combines privacy, serenity, and convenience--offering a secluded escape without sacrificing easy access to downtown Ashland, local dining, shopping, parks, hospitals, and cultural attractions.

279 Alta Avenue, Ashland
$1,200,000
2 Beds ⋅ 3 Baths ⋅ 220225582 MLS ⋅ 1,987 SqFt. ⋅ 4,791 Sqft. Lot ⋅ 0.11 Acres
Experience refined living just one block from downtown Ashland in this custom-built 2012 luxury home designed for comfort and ease. Rich oak and red oak floors and cabinetry pair beautifully with custom metalwork and soaring wood-paneled ceilings in the great room. The chef's kitchen features a 6 burner Wolf cooktop, wall oven, speed oven, Sub Zero refrigerator, exposed edge granite countertops and custom pot racks. Spa inspired bathrooms include heated tile floors, dual vanities, tiled showers and abundant natural light, one with a soaking tub. An elevator and 36 inch doorways provide seamless accessibility throughout. The oversized finished two car garage offers space for a workshop, gym and storage with additional laundry, sink and gas heater. The private flagstone courtyard with gas BBQ, is perfect for relaxing and outdoor entertaining with lovely, low maintenance landscaping.

400 Allison Street, Ashland
$630,000
5 Beds ⋅ 3 Baths ⋅ 220225471 MLS ⋅ 2,010 SqFt. ⋅ 7,840 Sqft. Lot ⋅ 0.18 Acres
Beautifully maintained 5-bedroom, 3-bathroom home offering the convenience of mostly single-level living in a desirable Ashland location less than one mile from downtown, Lithia Park, and the Oregon Shakespeare Festival. The thoughtfully designed floor plan features a spacious main-level primary suite and a private upper-level en suite bedroom with views, perfect for guests, multigenerational living, or a home office. The heart of the home is an incredible chef's kitchen with Brazilian cherry hardwood floors, leathered granite countertops, an oversized island with stylish pendant lighting above, double ovens, and wine refrigerator. Open-concept living spaces are filled with natural light and connect seamlessly to the partially covered patio and large, fully fenced backyard. Additional highlights include wide doorways, a dedicated laundry room, whole-house water filtration, generous storage, and a large walk-in closet. Call for a tour today!

591 Chestnut Street, Ashland
$525,000
3 Beds ⋅ 3 Baths ⋅ 220225439 MLS ⋅ 2,504 SqFt. ⋅ 3,049 Sqft. Lot ⋅ 0.07 Acres
Treetop and valley views frame this 3-bedroom, 2.5-bath end unit, offering comfort and privacy on a .07-acre lot. Wood shutters and a vaulted great room set the tone inside, with a slider opening to a standout deck. The kitchen offers generous counter space and flows easily into the great room. The main bath features a split vanity for added convenience. Downstairs, a finished daylight basement is on the garage level. This home feels like your own treetop retreat, with a terraced back patio that invites entertaining or quiet reflection. Close to restaurants, with continuous sidewalk to the Downtown Plaza.

250 Sheridan Street, 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
$1,480,000
4 Beds ⋅ 5 Baths ⋅ 220225327 MLS ⋅ 4,039 SqFt. ⋅ 39,204 Sqft. Lot ⋅ 0.9 Acres
Modern Mediterranean style custom-built home on nearly 1 acre, just minutes from downtown Ashland Plaza. This exceptional home offers a grand double-door entry, arched doorways, soaring ceilings, 4 beds/4.5 baths, 4000+ sq.ft, a spacious kitchen/dining/great room floor plan with vaulted glass ceiling, dry bar/wine fridge, wood-burning fireplace, and built-in window seating. The stunning chef's kitchen has just been extensively remodeled with exquisite designer finishes- including a new oversized island that showcases Brazilian leathered quartzite countertops, handmade terra cotta tile backsplash, brass hardware, and thoughtfully selected lighting throughout the home. Upstairs loft/bonus area. Master suite with 2 walk-in closets, double-sink vanity, on-demand hot water, and vaulted ceilings. Lower level offers a generous family/bonus room along with 2 private bedrooms, each with its own full bath and heated floors. Expansive decking and beautiful surroundings, 2-car garage, and solar.

167 Tessa Lane, Ashland
$786,000
3 Beds ⋅ 2 Baths ⋅ 220225306 MLS ⋅ 2,216 SqFt. ⋅ 298,386 Sqft. Lot ⋅ 6.85 Acres
Rolling pastures, gentle hills & gorgeous Mt. Ashland views create an exceptional setting for this beautifully updated single-level home on 6.85 acres. Rebuilt from the studs in 2004, it blends timeless craftsmanship with a light-filled, open design where every room connects to the surrounding landscape. Vaulted ceilings, expansive view windows, maple hardwood floors, custom Shaker-style woodwork, fir doors, built-ins & two fireplaces add warmth and character. The spacious kitchen with sunny breakfast nook opens to wraparound decking & gardens, inviting outdoor living amid sweeping views, colorful seasonal blooms, spectacular sunsets & brilliant star-filled skies. The rebuild included updated plumbing, electrical, Milgard windows, raised ceilings, remodeled kitchen & baths, added living space, on-demand hot water & underground utilities. Outbuildings with animal shed & approx. 850-sf shop complete this peaceful, private retreat, above the fog, below the snow & just 10 minutes to town

2815 Dead Indian Memorial Road, Ashland
$589,000
3 Beds ⋅ 3 Baths ⋅ 220225252 MLS ⋅ 2,456 SqFt. ⋅ 6,098 Sqft. Lot ⋅ 0.14 Acres
Welcome home to this wonderful 3 bedroom 2.5 bath property in the delightful Oak Knoll Neighborhood! Upon arrival, the beautifully landscaped front yard welcomes you in. The main level is perfect for entertaining with an updated kitchen, separate dining room and living room, cozy wood-burning fireplace and family room that looks out over the seasonal creek and oak trees. Upstairs you will find the three bedrooms including the primary suite! With abundant square footage and a large private lot, this home is sure to delight. Recent update include HVAC system in (June 2026) new roof (2025), exterior paint (2025) and Timbertech deck (2024).

775 Oak Knoll Drive, Ashland
$680,000
3 Beds ⋅ 3 Baths ⋅ 220225247 MLS ⋅ 2,193 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
This charming 3-bedroom, 2.5 bath home sits on a huge 0.32-acre lot with a beautiful garden, mature trees, multiple sheds, a greenhouse, and an expansive deck looking out over it all. Inside, this single-level home has brand new and refinished hardwood flooring throughout, a large living room with fireplace, a cozy sunroom with a wood burning stove, and plenty of living space to entertain! This house has tons of value-add potential with a finished basement previously used as guest quarters under the house and the possibility of adding an ADU in the back yard with private alley access.

840 Harmony Lane, Ashland
$996,000
5 Beds ⋅ 3 Baths ⋅ 220225227 MLS ⋅ 2,586 SqFt. ⋅ 6,969 Sqft. Lot ⋅ 0.16 Acres
Beautifully restored 1908 classic home located on a rare R2 zoned double lot just blocks from downtown Ashland's theatres, restaurants, galleries, and parks. MAIN RESIDENCE Featuring 3 bedrooms and 2 full baths, interior highlights include original fir floors, high ceilings, designer lighting, updated kitchen, pantry and abundant natural light throughout. Flexible layout supports guest space, office, or extended living arrangements. LOWER LEVEL Remodeled with separate entrance, kitchen, bedroom and full bathroom offering independent living space. Foundation of main home was updated in 1997 with central heat, air, electrical and plumbing systems. DETACHED COTTAGE Separate remodeled cottage with bedroom and bath ideal for additional flexible living needs, guest suite, or office. OUTDOOR FEATURES Mature landscaping with fenced yard, irrigation, water feature, dry sauna, spa, storage shed, and ample off street parking. ADDITIONAL HIGHLIGHTS R2 zoning ideal for income producing living.

541 Fairview Street, Ashland
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 220223946 MLS ⋅ 3,320 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
An Ashland jewel, this architecturally designed & built home enjoys an exceptional setting above Lithia Park with stunning views and timeless craftsmanship. Intentionally designed, with high-performance systems throughout, showcasing exceptional interior and exterior finishes. Main level has 2 bedrooms, 2 full baths, open floor plan, den, and dedicated office space; all designed to capture abundant natural light and beautiful views. The gourmet island kitchen flows seamlessly into the living and dining areas, creating an inviting space for entertaining. Enjoy the private deck, perfect for morning coffee or twilight dining. A fully furnished 1-bedroom ADU provides flexibility for guests, extended living, or income potential, while the finished shop is ideal for a studio, workshop, or hobbies. A rare opportunity to own one of Ashland's most distinctive and notable properties.

5 Scenic Drive, Ashland
$795,000
3 Beds ⋅ 3 Baths ⋅ 220224946 MLS ⋅ 1,995 SqFt. ⋅ 10,454 Sqft. Lot ⋅ 0.24 Acres
Enjoy expansive views of the 9th fairway at Oak Knoll Golf Course, Grizzly Peak, and surrounding vineyards from this inviting 3-bedroom, 2.5-bath home. Located on a quiet cul-de-sac, the 1,995 sq.ft. residence offers peaceful golf course living with direct cart access. This well-maintained home features a new roof (January 2026), a large deck perfect for entertaining, and RV parking. Inside, you'll find both a living room and a spacious family room with an open vaulted ceiling, plus a kitchen with a new double oven and gas cooktop. The primary bedroom and bath are generous, with elegant cultured marble counters and shower surround. Additional highlights include HVAC with an advanced air scrubber filtration system and ADA accessibility. Ideal for those seeking a single-level lifestyle with stunning golf course and mountain views in a highly desirable Ashland location. A rare opportunity to own a golf-front home in one of Southern Oregon's most beautiful areas.

738 Fairway Court, Ashland
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 220224857 MLS ⋅ 2,672 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
Located in the sought-after Skidmore Academy Historic District, on one of Ashland's beloved streets, this Almond Street home offers charm, craftsmanship, privacy, and easy walkability to town. Dating to around 1900 and rebuilt in 2002, including foundation, it has the character of an older Ashland home with advantages of newer construction. Details include hardwood and tile floors, wood windows, wainscoting, solid doors, trim, built-ins, and graceful lines. The light-filled kitchen, with five skylights, features stainless appliances, granite counters, center island with prep sink, and built-in breakfast nook. The main-level library/den has a closet and could serve as a bedroom. Upstairs, the primary suite includes a large walk-in closet with skylights, soaking tub, tiled shower, and French doors to a private terrace with street-level access. Enjoy a wide, quiet front porch with Grizzly Peak views and private courtyard dining area with a striking water feature. Solar and two-car garage.

129 Almond Street, Ashland
$665,000
4 Beds ⋅ 3 Baths ⋅ 220223920 MLS ⋅ 2,127 SqFt. ⋅ 4,356 Sqft. Lot ⋅ 0.1 Acres
Welcome to desirable Clay Creek Gardens, where comfort & convenience meet in a peaceful, tree-lined neighborhood. This spacious, truly move in ready home, features quality finishes, abundant natural light, & generous living areas. Hardwood flooring highlights the main living spaces, while large rooms offer flexibility for entertaining, working from home, or everyday living. The well-designed floor plan provides ample storage & a warm, inviting feel throughout. The kitchen is heart of the home w/ granite counters, plenty of storage & is open to the dining/living areas. Main level primary suite w/ dual sinks, walk-in closet + a spacious shower. Outside, enjoy a low-maintenance lot & a private courtyard-style backyard w/ a patio. Residents benefit from low HOA fees and access to a neighborhood park with a gazebo + community gardens. Conveniently located near all Ashland has to offer. Don't miss the opportunity to enjoy spacious living in one of the area's most sought-after communities.

2685 Clay Creek Way, Ashland
$799,000
3 Beds ⋅ 2 Baths ⋅ 220224621 MLS ⋅ 1,933 SqFt. ⋅ 13,068 Sqft. Lot ⋅ 0.30000000000000004 Acres
Beautiful single-level home on a quiet .30-acre lot with stunning Grizzly Peak views. Thoughtfully designed and impeccably maintained, this inviting home features a chef's kitchen with custom cabinetry, built-ins, slate flooring, honed granite countertops, and an adjoining family room that opens to a spacious deck overlooking the beautifully landscaped backyard. The light-filled living and dining rooms offer wonderful flexibility for entertaining, relaxing, or creating a media space. The generously sized primary suite features a walk-in closet and an ensuite bath with custom tile. Outside, enjoy a peaceful garden sanctuary with winding paths, colorful flower beds, and a variety of fruit trees. Additional amenities include covered parking, RV hookups, and a solar array to help offset utility costs. Ideally located near hiking trails, parks, and the shops and restaurants of South Ashland, this is a wonderful place to call home.

1056 Beswick Way, Ashland
$545,000
3 Beds ⋅ 2 Baths ⋅ 220224605 MLS ⋅ 2,000 SqFt. ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
Rare opportunity above the boulevard in Ashland. Enjoy mountain views, a beautifully maintained yard, with the flexibility of a lower-level bedroom/bath with a separate entrance, ideal for guests, extended family, or potential rental use. The property also features a dedicated heated workshop, two sheds and valuable irrigation rights that support the lush landscape. While some updating could further enhance the home, it has been priced with improvements in mind, creating an attractive opportunity in one of Ashland's most desirable neighborhoods. Conveniently located near Southern Oregon University and the restaurants, shops, and cultural attractions of downtown.

1150 Hillview Drive, Ashland
$600,000
3 Beds ⋅ 3 Baths ⋅ 220224168 MLS ⋅ 2,287 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
Welcome to this unique 1993-built contemporary home on a private .29-acre wooded lot featuring beautiful mountain views. Dramatic floor-to-ceiling windows flood the home with natural light and frame the stunning scenery. The versatile layout features 3 bedrooms plus a main-level office, 2.5 baths, a cozy den, a sunroom, and a flexible lower-level craft room/office. The eat-in kitchen offers plentiful storage in a serene setting. Enjoy a highly private primary suite tucked away from the main living spaces. Outside, the terraced backyard, deck, and patio with mature plantings offer a quiet, relaxing sanctuary. Complete with an attached 2-car garage + extra storage. Minutes from hiking trails and shopping!

1536 Pinecrest Terrace, Ashland
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 220224554 MLS ⋅ 4,768 SqFt. ⋅ 219,106 Sqft. Lot ⋅ 5.03 Acres
One-of-a-kind Southern Oregon retreat just minutes from Ashland! A remarkable property offering a rare blend of privacy, craftsmanship and income potential in a private park-like setting with mature trees. This custom-built 5 bedroom home showcases soaring ceilings, walls of windows with views of Emigrant Lake/Grizzly Peak, large breakfast nook, custom pine log features/dramatic curved staircase, hardwood floors, granite/travertine countertops, floor-to-ceiling fireplace, large 3rd floor bonus wing, 1900+ sq. ft. wraparound cedar deck, workshop, charming playhouse and covered carport. The 1st floor ADU currently operates as a successful AirBNB with 2 bedrooms, beautiful kitchenette, granite countertops, stunning tile bathroom, ADA access, private driveway and entrance, for use as continued rental income or separate multigenerational family living. A former homesite offers additional potential. Rarely does a property combine this level of quiet privacy, quality and versatility.

4567 Old Highway 99 S, Ashland
$850,000
4 Beds ⋅ 3 Baths ⋅ 220224544 MLS ⋅ 2,712 SqFt. ⋅ 12,196 Sqft. Lot ⋅ 0.28 Acres
Professionally designed & extensively remodeled, with construction completed by Agakhanov Homes in 2022, this stunning 4BR/3BA, 2,712 SF home offers sweeping Grizzly Peak views & thoughtfully curated living spaces throughout. Vaulted ceilings, expansive windows & a dramatic floor-to-ceiling wood-burning fireplace anchor the open-concept great room, where the family room, dining area & designer kitchen create an ideal space for entertaining. Step outside to the spacious view deck & enjoy the breathtaking Grizzly Peak views. The main level features a primary suite with ensuite bath, 2 additional bedrooms & a full bath. Downstairs offers a 4th bedroom, full bath, laundry area, family/bonus room with access to the lower deck & backyard, plus a dedicated home gym or flexible space for an office, studio or hobby room. Conveniently located near shopping, restaurants, parks & schools.

1509 Woodland Drive, Ashland
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 220224430 MLS ⋅ 4,234 SqFt. ⋅ 28,749 Sqft. Lot ⋅ 0.66 Acres
Rarely does a property of this caliber come to market. Completed in 2016 by Steve Asher, this custom Earth Advantage Platinum view home offers 4 bedrooms, 4.5 baths, and 4,234 sf of total living, including a 3,537 sf main house and a detached 697 sf guest studio, half a mile from downtown Ashland. A wall of glass frames unobstructed views of Grizzly Peak. The main level is anchored by a gourmet kitchen with a Gen-Aire double oven, cooktop, and granite island, flowing into a living room with gas fireplace and bar, plus an office, half-bath, and primary suite featuring a soaking tub, spa shower, and walk-in closet. A mudroom opens onto the patio and grilling area, steps from the guest studio with its own entrance and kitchenette. Downstairs, the main house offers a second living room with wet bar, gas stove, and outdoor jacuzzi tub, two en-suite guest rooms, and a flex room (not included in sf). Direct access to the Ditch Trail and Strawberry-Hald Park rounds out this turnkey offering.

225 Grandview Drive, 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: