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$645,000
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
$431,500
3 Beds ⋅ 2 Baths ⋅ 220225451 MLS ⋅ 1,266 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Charming cottage home with a flexible floorplan that is just minutes from downtown, the bike path, farmers' market, Garfield Park, schools and SOU. Sitting on a level lot, this home has a great deal of potential for expansion or an ADU. The cottage has two wonderful private living spaces. Downstairs has a light-filled open floor plan with exposed beams and picture windows. The kitchen has maple cabinets and connects to the dining and living area. Two bedrooms, a full bath with clawfoot tub and mudroom round out the downstairs. Upstairs has its own entrance and is a lovely studio space with a deck that overlooks the backyard. It has vaulted ceilings, a kitchenette and a full bath with views of Grizzly Peak from the bedroom. With a new roof, fresh interior paint and ample off-street parking, this home is move-in ready and is a fantastic close-in Ashland opportunity

1040 E Main Street, Ashland
$425,000
3 Beds ⋅ 3 Baths ⋅ 220225375 MLS ⋅ 1,608 SqFt. ⋅ 871 Sqft. Lot ⋅ 0.02 Acres
Tastefully updated home located less than a mile from Lithia Park. The inviting interior features new engineered hardwood flooring throughout, a spacious living area, and abundant storage. The remodeled kitchen offers newer appliances, quartz countertops, and freshly painted cabinetry, creating a clean and modern feel. Enjoy peace of mind with a new roof and a top-of-the-line HVAC system professionally installed by Janke. HOA dues provide exceptional value by covering all utilities and exterior maintenance, as well as access to the community's solar-heated outdoor pool. Move-in ready and ideally situated near Ashland's parks, dining, shopping, and cultural attractions, this home is ready to welcome its next owners.

426 Chestnut Street, Ashland
$1,650,000
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
$1,650,000
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 with 3-phase electrical, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp also available at the barn. A must-see incredible property!

40 Ashland Acres Road, Ashland
$1,400,000
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
$765,000
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
$565,000
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
$660,000
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
$509,000
3 Beds ⋅ 2 Baths ⋅ 220225202 MLS ⋅ 1,432 SqFt. ⋅ 7,840 Sqft. Lot ⋅ 0.18 Acres
Back on Market, no fault to the property! Natural light lures you into the home, where you're greeted with vaulted ceilings, a cozy, stone fireplace with custom mantle and large windows to take in the views of the valley. You'll find 3 bedrooms and 2 bathrooms upstairs in this split-level home. Downstairs is a spacious 2-car garage with plenty of room for storage and creativity in the workspace. She has charming curb appeal and plenty of space for outdoor entertaining and gardening, all bundled in a well-maintained package. Just 1 mile from all the shops, theatres and restaurants downtown Ashland has to offer.

635 Chestnut Street, Ashland
$345,000
3 Beds ⋅ 3 Baths ⋅ 220225143 MLS ⋅ 1,361 SqFt. ⋅ 1,742 Sqft. Lot ⋅ 0.04 Acres
** MOTIVATED SELLER** Ashland townhouse. Rentals are permitted with HOA approval, offering flexibility as a primary residence, first home, future rental, or investment. Features include new laminate flooring, stainless steel appliances, ceramic tile countertops, new water heater, and a 50-year roof installed in 2023. Relax on the deck overlooking protected wetlands. Conveniently located near downtown Ashland, shopping, and YMCA. All information deemed reliable but not guaranteed. Buyer to do due diligence.

150 Crocker 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
$445,000
3 Beds ⋅ 2 Baths ⋅ 220225105 MLS ⋅ 1,331 SqFt. ⋅ 1,306 Sqft. Lot ⋅ 0.03 Acres
Welcome to one of Ashland's most desirable neighborhoods - Ridgeview Place! This beautiful 3 bedroom, 2 bathroom townhouse offers 1,331 sq.ft. of thoughtfully designed living space and an attached garage. Inside you will find laminate flooring throughout the main living areas and carpet in the bedrooms. The main level features one bedroom and a full bathroom, ideal for guests or a home office. The inviting living room features soaring vaulted ceilings, creating an open feel, while the elegant staircase leads to two additional bedrooms, a split bathroom, and a spacious laundry room. The kitchen offers abundant cabinetry, a pantry, breakfast bar, and stainless steel appliances. Conveniently located just minutes from downtown shopping, Southern Oregon's finest restaurants and entertainment, SOU, and parks. HOA covers landscaping, common area maintenance, and garbage service for easy, low-maintenance living.

37 N Mountain Avenue, Ashland
$420,000
4 Beds ⋅ 2 Baths ⋅ 220225100 MLS ⋅ 1,722 SqFt. ⋅ 2,613 Sqft. Lot ⋅ 0.06 Acres
This 4-bedroom, 2 bathroom home was built in 1997, and is tucked back off Bellview Ave in a charming, well-located community and has No HOA and new HVAC in 2026! Bright open kitchen with pantry, new 2025 refrigerator & dishwasher, and easy access to a private back Trex deck, --perfect for morning coffee or evening grilling, with front and back timed sprinkler system. Main level living includes a bedroom with full bath, quartz countertops and tile flooring. Simulated wood floors throughout and fresh interior paint. Upstairs features flexible living: the primary is light and bright, second bedroom has two conjoined rooms ideal for a sitting area, dressing room or home office. Upstairs also features a third bedroom and a full bathroom with beautiful dual vanity. It also has a Single-car garage. Close to Bellview Elementary, grocery stores, public transit, restaurants and more.

923 Bellview Avenue 2 Unit 2, Ashland
$415,000
3 Beds ⋅ 2 Baths ⋅ 220225060 MLS ⋅ 1,284 SqFt. ⋅ 6,098 Sqft. Lot ⋅ 0.14 Acres
Great home, great location! This renovated and lovingly cared for home features 3 bedrooms plus a sunporch in a split floorplan. Great updates include- brand new interior paint, some new fixtures, new laminate flooring, and carpeting, windows, HVAC, water heater, exterior paint, dishwasher, and baseboards. Unique Ashland charm with restaurants, schools, medical, parks, and shopping at your fingertips. SOU, Emigrant Lake, Interstate-5, several wineries, and the golf course nearby as well! The white picket fence isn't a fairytale, come see!

759 Tolman Creek Road, Ashland
$495,000
3 Beds ⋅ 3 Baths ⋅ 220225022 MLS ⋅ 1,556 SqFt. ⋅ 3,484 Sqft. Lot ⋅ 0.08 Acres
Welcome home to this charming, move-in ready cottage-style home with modern updates throughout! This beautifully maintained 3-bedroom, 2.5-bath home features engineered hardwood floors, a cozy living room with a built-in gas fireplace, and a flexible main-level office or bedroom with built-in shelving. The updated kitchen has fresh painted cabinets, stainless steel appliances and gas range. Upstairs, you'll find remodeled bathrooms with granite countertops and tiled showers. The primary suite includes a walk-in closet, and the bedrooms feature modern ceiling fans. Enjoy gorgeous valley views from the back deck. The freshly painted exterior, beautifully landscaped yard, fenced backyard, under-home storage, and one-car garage add both charm and functionality. Full of character with abundant built-ins, this adorable home is beautifully maintained and truly move-in ready!

955 Overlook Drive, Ashland
$672,500
3 Beds ⋅ 2 Baths ⋅ 220225001 MLS ⋅ 1,394 SqFt. ⋅ 592,416 Sqft. Lot ⋅ 13.6 Acres
End-of-the-road privacy on 13.6 acres just above Emigrant Lake, less than 4 miles to south Ashland. The 3-bedroom, 1.5-bath ranch home with a dedicated office captures incredible views of the lake and Grizzly Peak from the kitchen, eating area, and spacious view deck. An in-ground saltwater pool enjoys its own mountain backdrop, while sloping oak woodland and old-growth Manzanita shelter bluebirds, orioles, and abundant wildlife in a true Southern Oregon setting. A detached 864-SF metal shop building provides excellent workspace and storage. Buyers can move forward with confidence: fresh exterior paint, a 3-year-old roof, recent septic and furnace servicing, and a 4-hour well flow test at 9.05 GPM. Shown by appointment only.

6790 Highway 66, Ashland
$799,000
1 Beds ⋅ 2 Baths ⋅ 220224982 MLS ⋅ 1,160 SqFt. ⋅ 583,268 Sqft. Lot ⋅ 13.39 Acres
It's all about the beautiful 13.39 contiguous acres with 12.6 acres of TID irrigation, panoramic views and just minutes to downtown Ashland. Family owned since 1964, the original home was built in 1915. There are 3 separate tax lots, one with the original home,8-stall horse barn and workshop (5.81 acres), one that has a non-expiring homesite (confirm with county) with fantastic panoramic views (4.53 acres) and the third with a large barn (3.05 acres) and separate access. All 3 may be sold separately (check with Jackson County Planning). Tax lot #700 has a small home, large shop, a 8-stall barn, tack room and small living quarters in the back. There is a 2-story barn on tax lot #300. The portion of the property growing grass and clover for hay produces approximately 400-600 bales and has wheel line irrigation. There are many other potentials for this EFU property.

1249 N Valley View Road, 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
$1,050,000
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
$650,000
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
$313,000
2 Beds ⋅ 2 Baths ⋅ 220224751 MLS ⋅ 1,076 SqFt.
Enjoy easy, resort-style living in this beautifully refreshed residence in the desirable Aspen building at Mountain Meadows, Ashland's premier 55+ community. Ideally located with convenient access to the clubhouse, community dining room, and fitness center, this home offers comfort and convenience at every turn. Recent updates include stylish new luxury vinyl plank flooring and fresh interior paint, creating a bright, move-in-ready space. The kitchen features granite countertops, a raised dishwasher, and a pass-through to the dining area. The spacious primary suite includes a large, easyaccess closet and an ensuite bath with a low step-in shower. Relax on the covered courtyard patio with lovely views of the beautifully landscaped grounds and mountains. Great opportunity to enjoy all that Ashland has to offer while embracing the ease and convenience of a low-maintenance lifestyle.

952 Golden Aspen Place, Ashland
$690,000
2 Beds ⋅ 2 Baths ⋅ 220224672 MLS ⋅ 1,070 SqFt. ⋅ 31,363 Sqft. Lot ⋅ 0.72 Acres
Amazing opportunity with 5 legal lots per City of Ashland and phenomenal views. Amy Gunter of Rogue Planning & Development Services has extensively researched and received letter from City of Ashland Legal Lot Determination stating 5 lots. TID water rights. In addition there is a cute, sweet 2 bedroom, 2 bath home with detached garage. Orignal wood floors in bedroom and livingroom and maybe under the carpet in the hall. Living room has fireplace with built in bookcases on either side and you will love the unbelievable mountain views through the picture window. Home has been rented for many years and sits ''as is''. Cute unique kitchen with dining nook. Call listing agent for details and property package. Buyer to do their own due diligence for their own plans for the property.

595 Monroe Street, Ashland
$531,500
3 Beds ⋅ 2 Baths ⋅ 220224643 MLS ⋅ 1,300 SqFt. ⋅ 11,761 Sqft. Lot ⋅ 0.27 Acres
Tucked into a peaceful wooded setting where trees seem to embrace the home, this 3-bedroom, 2-bath retreat offers comfort & privacy. A welcoming front courtyard with deer fencing blends beautifully into the landscape, creating a warm first impression. The home features rich walnut hardwood flooring, a vaulted great room with a stunning wood-lined ceiling, skylights & a beautiful rock fireplace with a cozy gas insert. The kitchen is designed for the cook with granite countertops, a center island & an open flow to the living area. The main bath features a tiled shower, while the refurbished back deck invites entertaining or quiet times surrounded by nature. The added concrete patio is ready for a hot tub or hammock. The neighbor's side yard creates the feeling of space & privacy on the .27-acre lot. Highlights include durable concrete composition siding, a long-lasting metal roof, upgraded garage doors & a setting that feels like a private escape while being only minutes from town.

886 Palmer Road, 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
$534,500
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
$595,000
3 Beds ⋅ 3 Baths ⋅ 220224168 MLS ⋅ 2,287 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
Welcome to this stunning 1993-built home on a private .29-acre lot. Dramatic floor-to-ceiling windows flood the front rooms with natural light and frame the gorgeous scenery. The main floor features 2 bedrooms, including a large primary suite and walk-in closet, a main-level office/3rd bedroom with built in Murphy bed, 2 full baths, a cozy den, a sunroom, a huge front living room with vaulted ceilings and separate dining space. The eat-in kitchen offers plentiful storage in a serene setting overlooking the hills. The basement has an additional room with a craft room already set up to be a photographer's dark room with ventilation, a sink, and a half bath. Outside is a terraced backyard with gazebo and a huge half wrap around deck all providing spectacular views. Complete with an attached 2-car garage. A Newer roof, washer, dryer, dishwasher, and Air conditioning unit all installed/replaces in 2023 and 2024. Minutes from hiking trails, parks, schools, and shopping! Move in ready.

1536 Pinecrest Terrace, Ashland
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 220224554 MLS ⋅ 4,918 SqFt. ⋅ 219,106 Sqft. Lot ⋅ 5.03 Acres
One of a kind Southern Oregon retreat just 15 minutes from downtown Ashland, offering privacy, exceptional craftsmanship, sweeping views & proven income in a peaceful park like setting. A true money maker, the fully permitted first floor 2 bedroom/1 bath ADU currently operates as a successful Airbnb, generating approximately $25,000 a year in net income per seller. The custom one owner main home features soaring ceilings, walls of windows framing Emigrant Lake and Grizzly Peak, a dramatic curved staircase, custom pine log accents, hardwood floors, granite and travertine finishes, floor to ceiling fireplace, kitchen with breakfast nook, third floor bonus wing & over 1,900 sq. ft. of wraparound cedar decking. Also includes a workshop, playhouse and covered carport. A former homesite offers additional potential. The Airbnb has its own private driveway and entrance, ADA access, kitchenette with granite counters and a luxury bath, ideal for rental income, guests or multigenerational living.

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

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: