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470 Beach Street, Ashland
$500,000
2 Beds ⋅ 2 Baths ⋅ 220229173 MLS
Spacious and tastefully updated townhome located above the boulevard within a five-minute walk to Glenwood Park or SOU. Main-level with oak hardwood floors, living room with double-height vaulted ceiling, freestanding gas fireplace on tile hearth, glass door to covered view balcony, open dining area with wet bar, kitchen with granite dining counter, walk-in pantry, and new stainless appliances including GE Café induction range with double convection oven, and primary bedroom with renovated full ensuite bath and walk-in closet. Expansive vaulted upper-level loft media room, office, or potential guest bedroom with built-in shelving. Lower-level guest bedroom with closet, full guest bath with tub shower, utility laundry room, additional storage room, and 1.5-car garage with 240-volt EV charging outlet. New AC in 2021 with UV & MERV-16 filtration. Nine-unit association covers all exterior maintenance - including roof, siding, paint, community park, and landscaping. Inquire for details!

470 Beach Street, Ashland

Courtesy of John L Scott Ashland

220 Nutley Street, Ashland
$500,000
2 Beds ⋅ 2 Baths ⋅ 220215328 MLS
Stunning 2022 transformation of a classic 1920s single-level cottage situated on a spacious third-acre parcel, ideally located between Lithia Park and Hald-Strawberry Park and only moments from downtown Ashland. Comprehensive updates include new roof, foundation, windows, waterproof LVP flooring, full electrical rewire, modern plumbing, and new sewer line. The open kitchen showcases vaulted ceilings, butcher-block island, granite sink, marble backsplash, and a copper-accented range hood. Primary suite offers private deck access, designer lighting, and a spa-like bath with clawfoot tub. Vaulted living room flows to an expansive deck with mountain views. Versatile second bedroom/office, efficient mudroom laundry, and full guest bath complete the interior. Outside enjoy terraced landscaping, TID irrigation, fresh paving and multiple outbuildings. A rare opportunity in a prime Ashland location--contact today for more information!

220 Nutley Street, Ashland

Courtesy of John L Scott Ashland

12300 Oregon 66, Ashland
$499,900
5 Beds ⋅ 3 Baths ⋅ 220226295 MLS
Escape to a private retreat on five level, wooded acres in the heart of the Highway 66 recreation corridor, just minutes from Howard Prairie, Hyatt Lake, and Lake of the Woods. This beautifully maintained, recently updated split-level home seamlessly blends comfort, privacy, and year-round adventure. A slate entry opens into a spacious living room featuring a bay window and a wood-burning stove insert. The home offers five bedrooms, three full baths, a formal dining area, and flexible living and family rooms--each with its own fireplace--plus a dedicated office or hobby space. The kitchen is equipped with granite countertops and tile flooring, ideal for casual meals or hosting guests. Set in a peaceful forest environment close to fishing, boating, hiking, mountain biking, and snowmobiling, this property is perfect as a primary residence, seasonal getaway, or investment property. Experience the quintessential Southern Oregon lifestyle in a serene, nature-filled setting.

12300 Oregon 66, Ashland

Courtesy of eXp Realty, LLC

890 Twin Pines Circle, Ashland
$489,000
3 Beds ⋅ 2 Baths ⋅ 220229757 MLS
Move-in ready home right on Oak Knoll Golf Course in Ashland! There are literally no neighbors here...surrounded by Golf Course and HOA park. Fresh and inviting with all-new interior paint and flooring throughout. The spacious, open living room offers plenty of room for entertaining, while the charming kitchen and large laundry room provide great everyday functionality. The primary suite offers a comfortable retreat, and the sun room adds a unique space to relax and enjoy the natural light. Large attached 2-car garage features a convenient golf cart door for easy access to the course. Step outside to the back patio surrounded by mature landscaping and enjoy the beautiful golf course setting. A wonderful opportunity to enjoy comfortable living with the course right outside your door!

890 Twin Pines Circle, Ashland

Courtesy of Home Quest Realty

508 N Main Street, Ashland
$489,000
3 Beds ⋅ 2 Baths ⋅ 220225550 MLS
DRAMATIC PRICE REDUCTION TO $489,000. Looking for a home in Ashland that offers more than just a place to live? 508 N Main Street offers a unique opportunity to own a distinctive Victorian property with two separate living spaces. Currently arranged as two 1-bedroom, 1-bath living areas, this versatile property offers the opportunity to live in one space while exploring rental income from the other, subject to applicable regulations. It could also be ideal for multigenerational living, guests, or a dedicated home office. Enjoy mountain and territorial views, charming patio and garden areas, off-street parking, additional storage, and a dry sauna-- all less than a mile from downtown Ashland. REDUCED By $55,900. If you've been waiting for an opportunity to own property in Ashland with flexible living options and potential income-producing space, this is one to explore.

508 N Main Street, Ashland

Courtesy of Windermere Van Vleet & Assoc.

624 Crowson Road, Ashland
$475,000
2 Beds ⋅ 2 Baths ⋅ 220223679 MLS
NEW PRICE- $475,000, a $24,000 price reduction! 1.18 ACRES WITH CREEK, SHOP, and EASY I-5 access! It's hard to find this much land this close to Ashland at this price! This 1974 home offers two bedrooms, two bathrooms, a dedicated office and 1448 ft.² along with a large shop, paid irrigation rights, and a flowing creek along the lower back of the property. Enjoy room for horses, animals, gardening, hobbies, or future possibilities, with no neighbors directly behind. The home offers a great foundation for someone looking to update and make it their own. Conveniently located just minutes from I-5, approximately 10 minutes to the plaza, with a golf course at the end of the street. Bring your vision, your contractor, and your offers. This special piece of Ashland is ready for its next chapter!

624 Crowson Road, Ashland

Courtesy of John L. Scott Medford

827 Tyler Creek Road, Ashland
$474,900
3 Beds ⋅ 3 Baths ⋅ 220229660 MLS
Escape to a private retreat in the hills outside Ashland. Set on 5.13 wooded acres, this peaceful property feels worlds away, yet is about 20 minutes from the South Ashland I-5 exit. The distinctive 3-bedroom, 2.5-bath home offers 2,833 sq ft with forest, mountain and creek views. Radiant floors, vaulted ceilings, skylights, large windows and straw-bale insulated walls provide year-round comfort and connection to the landscape. The updated kitchen features granite counters, an island, walk-in pantry and stainless appliances, opening to living and dining areas anchored by a wood-burning fireplace. Upstairs, the spacious primary suite includes a private balcony, soaking tub and tiled shower. Two additional bedrooms offer space for family or guests. A finished lower level with exterior access is ideal for an office, studio, recreation room or guest space. Enjoy a wraparound deck, garden areas and mature trees, plus RV parking and hookup, EV charging, storage and a two-car garage.

827 Tyler Creek Road, Ashland

Courtesy of Real Broker

368 Meadow Drive, Ashland
$450,000
3 Beds ⋅ 3 Baths ⋅ 220229321 MLS
Pristine condition and ready for you to move in today. This home has many well thought out amenities and upgrades throughout; open floor plan, w/great room living and slider out to the covered patio ready for your summertime BBQ's. The kitchen has slab granite counters w/breakfast bar, a walk-in pantry and beautiful tile floors. The master suite has a private view deck, bath w/jetted tub and double vanity with a large walk-in closet. The living room has a gas fireplace w/marble surround, crown molding, the list goes on. Set on a corner lot offering specular views. Fresh paint in the interior. Two newer Mini-split HVAC units for increased efficiency. Large two car garage.

368 Meadow Drive, Ashland

Courtesy of John L Scott Ashland

2133 Birchwood Lane, Ashland
$450,000
2 Beds ⋅ 2 Baths ⋅ 220228645 MLS
Move-in ready 2-bedroom, 2-bath home featuring an inviting single level floor plan with vaulted ceilings and luxury vinyl tile flooring throughout. The spacious living area is highlighted by a cozy gas fireplace, while the updated kitchen offers quartz countertops and new stainless-steel appliances. Recent upgrades include a new HVAC system and furnace, plus an EV charger in the attached garage. Conveniently located near shopping and dining, this home combines modern updates with everyday comfort and convenience. Owner carry options available.

2133 Birchwood Lane, Ashland

Courtesy of Real Broker

374 Cambridge Street, Ashland
$450,000
4 Beds ⋅ 3 Baths ⋅ 220221886 MLS
3 bed, 2 bath main home with an attached 1 bed, 1 bath studio featuring a separate entrance! You'll love this wonderful neighborhood just 3 blocks from Helman Elementary School, with easy access to the bike path, tennis courts, playground, dog park, and community gardens -- all just 1 mile from Ashland Plaza. This home sits on nearly a quarter of an acre so lots of space to entertain and garden. Incredible fenced rear yard with expansive lawn areas, apple, plum & apricot trees, raised garden beds & grape arbor, covered patio and views of Mt Ashland. Two car garage creates a large space for a workshop or all your outdoor gear.

374 Cambridge Street, Ashland

Courtesy of Beyond Real Estate Brokers

369 Meadow Drive, Ashland
$450,000
3 Beds ⋅ 3 Baths ⋅ 220214909 MLS
Charming 3-bed, 2.5-bath home in a quiet Ashland neighborhood near shopping, the YMCA, and more. Enjoy peaceful countryside views and a year-round brook. The open layout features a cozy gas fireplace and a chef's kitchen with granite counters and a Bertazzoni six-burner range. The spacious primary suite includes a converted office/library space. Recent updates include new wood floors (2023), exterior paint (2022), updated carpet, expanded backyard, and reflashed windows. Move-in ready with quality upgrades throughout!

369 Meadow Drive, Ashland

Courtesy of Real Broker

365 S Mountain Avenue, Ashland
$432,000
2 Beds ⋅ 2 Baths ⋅ 220230430 MLS
Beautifully designed single-level luxury townhome in the heart of Ashland, conveniently located near schools, shopping, hiking trails and downtown. Built in 2019 by Suncrest Homes and designed by Rick Lindemann, this Earth Advantage Platinum home features two bedrooms, two full baths, 982 square feet of thoughtfully crafted living space with an inviting kitchen, granite countertops, spacious island and custom white shaker cabinetry. Settle into the stylish living area offering 9-foot ceilings, wonderful natural lighting, a cozy gas fireplace and luxury vinyl plank flooring throughout, or just relax on the charming west-facing patio with cooling awning and views of open play fields and the surrounding hills. The primary bedroom suite includes private patio access, a beautifully appointed bath and tiled walk-in shower, plus a second bedroom and full bath, stacked washer/dryer, abundant storage, single-car garage and extra parking bay for everyday convenience. Easy Ashland Living!

365 S Mountain Avenue, Ashland

Courtesy of John L Scott Ashland

235 E Hersey Street, Ashland
$425,000
2 Beds ⋅ 1 Baths ⋅ 220230032 MLS
Darling, turn-key single-level 1950's cottage is situated on a good-sized .17 acre lot with views. This home offers 772 sq ft of well lit living space with 2 bedrooms, 1 bath, welcoming living room, kitchen with a dining nook & red oak hardwood floors. 235 E Hersey is conveniently located just blocks from town with easy access to shopping and schools. The property features a large, private, fully fenced backyard with a beautiful lawn, cedar deck, 2 raised garden beds, abundant drip irrigated flowers, mature fruit trees, table grapes & a 2 part compost station. There is a 10x20 shed with built-in storage shelving. Enjoy views of Grizzly Peak from the kitchen and backyard. 2023 updates: Fridge, windows, exterior paint and insulation in the attic. 2025: new HVAC unit, solid core doors. 2026: cedar deck, new gutters, new roof on the shed, 3 tier patio, organic garden beds, landscaping, irrigation & permitted back flow preventer.

235 E Hersey Street, Ashland

Courtesy of Gateway Real Estate

552 Fair Oaks Avenue, Ashland
$425,000
3 Beds ⋅ 2 Baths ⋅ 220228920 MLS
ONWER FINACING AVAILABLE 6% INTEREST RATE! Welcome to this stunning townhome, blending comfort with modern elegance. Inside, you'll find an expansive open-concept living, dining, and kitchen area flooded with natural light. Soaring vaulted ceilings and gorgeous hardwood floors create an inviting atmosphere, while the cozy gas fireplace serves as the perfect living room centerpiece. Step right out from the living area onto your private patio to enjoy your morning coffee. The chef-friendly kitchen boasts beautiful granite countertops. The premium finish is carried seamlessly throughout the entire home. For ultimate privacy, the spacious primary suite is located on the first floor. Both bathrooms feature granite countertops and tile flooring. Complete with a 2-car garage, EV Charging and convenient alley access, this home offers low-maintenance living without compromising on style.

552 Fair Oaks Avenue, Ashland

Courtesy of eXp Realty, LLC

2140 Birchwood Lane, Ashland
$410,000
2 Beds ⋅ 2 Baths ⋅ 220227463 MLS
This inviting, move-in-ready home is filled with natural light and offers a functional, comfortable layout with fresh interior paint and upgraded blinds throughout. The living room features a cozy gas fireplace and flows seamlessly into the kitchen and dining area. Brand-new, high-end stainless appliances, a stylish backsplash behind the range, and a dedicated eating area complete the kitchen. The spacious primary suite offers a generous closet and ensuite bath with a walk-in shower. A second bedroom, additional full bathroom with a tub/shower combination, and conveniently located hall laundry closet add to the thoughtful layout. Step outside to a fully fenced, low-maintenance backyard featuring a concrete patio, southwest-facing exposure, and mature trees that provide beautiful filtered light and welcome shade. A beautifully landscaped front yard with a drip irrigation system and an attached two-car garage complete this truly charming home!

2140 Birchwood Lane, Ashland

Courtesy of John L Scott Ashland

923 Bellview Avenue 2 Unit 2, Ashland
$410,000
4 Beds ⋅ 2 Baths ⋅ 220225100 MLS
Great value for the sqft! Delightful 4-bed, 2-bath home tucked back off Bellview Ave in a well-located community (No HOA!). Built in 1997 and updated with a new HVAC in 2026, this home features simulated wood floors throughout and fresh interior paint. Living room with wood beamed ceiling flows into kitchen with pantry and new 2025 refrigerator and dishwasher. Private, wraparound Trex deck--perfect for morning coffee, evening grilling, or relaxed entertaining. Front and back timed sprinklers make yard care effortless. Main-level living includes a bedroom and full bath featuring quartz countertops and tile flooring. Upstairs is another full bathroom with double sinks and 3 bedrooms with vaulted ceilings--one with two conjoined rooms ideal for a cozy sitting area, dressing space, or home office. Attached single-car garage. Ideal location close to Bellview Elementary, grocery stores, public transit, restaurants and more.

923 Bellview Avenue 2 Unit 2, Ashland

Courtesy of John L Scott Ashland

5010 Old Highway 99 S, Ashland
$399,000
2 Beds ⋅ 2 Baths ⋅ 220228254 MLS
Peaceful country living opportunity on 6.65 acres nestled amongst the madrones, not far from downtown Ashland! The custom primary residence offers 2 beds/2 baths with a stonework entryway, pine paneling and cabinetry in the kitchen, a cozy wood stove, large windows, a metal roof, and an attached garage. A versatile bonus room adapts to a creative workshop, office, or extra bedroom. Outside, a spacious deck and flat yard lead to an impressive shop built from steel shipping containers, offering a large open workspace with a professional-grade engine hoist, ample storage, and hydraulic hangar-style doors. Down the hill, a quaint cabin in the woods offers multigenerational living, income potential, or home office space, with a full kitchen, bath, and sleeping loft. Outdoor lovers will appreciate the unbeatable access to Mt. Ashland and the Pacific Crest Trail.

5010 Old Highway 99 S, Ashland

Courtesy of John L Scott Ashland

363 E Hersey Street, Ashland
$385,000
2 Beds ⋅ 1 Baths ⋅ 220224333 MLS
Move-in ready and professionally cleaned, this charming cottage features central heating and air conditioning, along with numerous updates throughout. Situated on a spacious 0.17-acre lot, the property offers a fully fenced backyard, automatic sprinklers, off-street parking, a garden shed, and a deer-protected garden enclosure--ready for someone to make it shine again. Recent improvements include exterior paint, siding repairs, rebuilt exterior stairs, new luxury vinal plank flooring in the main living area, new tankless water heater, new refrigerator and electric range. The detached bonus room with an efficient wall heat and air AC unit, and abundant light offers endless possibilities as a home office, guest retreat, or hobby room. Conveniently located near downtown Ashland, schools, Grange Co-op, and Ace Hardware.

363 E Hersey Street, Ashland

Courtesy of John L. Scott Ashland

4712 Old Highway 99 S, Ashland
$384,900
1 Beds ⋅ 1 Baths ⋅ 220226151 MLS
GREAT opportunity to own 2.14 acres and finish building a newer, 688-sqft tiny home nestled on private acreage, just 15 mins from downtown Ashland. This existing permitted general purpose building, is ready to be converted into a 1-bed, 1-bath layout. Property features outdoor sauna, small seasonal pond, & high-producing well (11 GPM w/ pump, 41 GPM raw). Built in 2014, the existing permitted structure currently includes an unfinished kitchen & dining room. Purchase property as-is w/ cash (see MLS listing # 220226037) for $249,900 or finance the construction using a rehab loan w/ this listing. List price is an estimate on the the total costs including the land purchase & the amount needed to finish it, based on estimate by our contractor ($129,000). Buyer to due their own due-diligence. Buyer to enter into a separate building contract with suggested contractor or contractor of their choice outside of escrow. Final price to be determined at a later date when Rehab package is finalized.

4712 Old Highway 99 S, Ashland

Courtesy of John L Scott Ashland

583 Coffee Lane, Ashland
$379,900
2 Beds ⋅ 1 Baths ⋅ 220227252 MLS
Built in 2022 with an emphasis on efficiency, simplicity, and modern design, this Earth Advantage-certified cottage offers an easy, comfortable way to live. The bright, open interior features vaulted ceilings, abundant natural light, and contemporary finishes throughout. The kitchen pairs quartz countertops with stainless steel appliances and a convenient breakfast bar, creating a stylish and functional heart of the home. Outside, the fully fenced yard is an exceptional extension of the living space, with a private patio and room for gardening, dining, or simply enjoying the mountain views. As part of a shared solar community, the home is designed with energy efficiency and lower operating costs in mind. With its manageable size, low-maintenance design, outdoor space, and modern construction, this two-bedroom, one-bath home is a smart opportunity for anyone looking for a newer home without the upkeep of a larger property.

583 Coffee Lane, Ashland

Courtesy of Millen Property Group

162 Crocker Street, Ashland
$375,000
3 Beds ⋅ 3 Baths ⋅ 220223627 MLS
Tucked into the desirable Chautauqua Trace neighborhood in Ashland, this well-maintained home was made for indoor-outdoor living. The real showstopper is the spacious private deck, accessed right off the dining area through a sliding glass door, creating an effortless flow from kitchen to open air. Picture slow morning coffee, summer dinners under the sky, and easy evenings hosting the people you love, all in your own peaceful retreat. Inside, easy-care laminate flooring runs throughout the main level, and the home offers three bedrooms and two and a half bathrooms with tiled baths that add both style and durability. The kitchen keeps everything within reach thanks to a large pantry. Beyond your doorstep, walking paths and open space invite you outside, while shopping and the YMCA sit just minutes away. Come experience it in person and picture yourself settling in.

162 Crocker Street, Ashland

Courtesy of John L Scott Ashland

480 Harrison Street, Ashland
$365,000
2 Beds ⋅ 1 Baths ⋅ 220219842 MLS
Charming single-level cottage in one of Ashland's most desirable locations, with stunning views of Grizzly Peak. This clean, well-maintained home features new flooring throughout and an inviting, light-filled interior, with two bedrooms plus a detached bonus room (not included in sq. footage), perfect for home office or studio. Additional storage can be found in the spacious basement. Large undeveloped adjoining lot (not included in the sale) gives the property a feeling of openness and privacy. Among the cherry and apple trees, grapevines and herb garden, enjoy peaceful mornings on the porch, a perfect spot for coffee while taking in the quiet neighborhood. Ideally located close to downtown Ashland, Lithia Park, the Oregon Shakespeare Festival, Southern Oregon University, dining, and nearby hiking and biking trails.

480 Harrison Street, Ashland

Courtesy of Millen Property Group

162 Mountain View Drive, Ashland
$350,000
2 Beds ⋅ 1 Baths ⋅ 220221178 MLS
Ashland Garden Cottages boast Earth Advantage Platinum Status with Owned Solar Panels. Energy Star appliances, efficient layout of 2 bedrooms, 1 bathroom, stackable washer/dryer, and a living area to include the kitchen, dining area, and living room. Covered front porch, no common walls, quartz countertops, tile shower, and designer lighting. All appliances shown are included in the sale.

162 Mountain View Drive, Ashland

Courtesy of Full Circle Real Estate

241 Clay Street, Ashland
$325,000
2 Beds ⋅ 2 Baths ⋅ 220230640 MLS
Upgraded and move-in-ready single-level end-unit townhome located near the Ashland Family YMCA and future site of 5.52-acre East Main Park! New roof, fresh interior paint, and low-pile berber wool carpets in August 2026. Entry with skylight and hall coat closet, bamboo flooring, kitchen with custom maple cabinets, granite counters, solar tube, and stainless appliances including Fisher & Paykel refrigerator. Open dining area and vaulted living room with sliding glass door to covered patio and fully-fenced private backyard with composite deck. Primary with dual closets and full ensuite bathroom with solid surface vanity, maple cabinets, solar tube, and tub shower. Full guest bath with matching amenities, guest bedroom with closet, laundry area with Speed Queen washer and dryer, and one-car garage. Association dues cover all exterior maintenance - including siding, trim, fascia, paint, roof, front yard landscaping, and common areas. Inquire for details!

241 Clay Street, Ashland

Courtesy of John L Scott Ashland

795 Tolman Creek Road, Ashland
$325,000
3 Beds ⋅ 2 Baths ⋅ 220228497 MLS
Charming 1910-built home offering 3 bedrooms on a spacious .32-acre lot in desirable Tolman Creek. This property presents a wonderful opportunity to enjoy the character and appeal of an older home while taking advantage of a generous lot with plenty of space and potential. Conveniently located in a sought-after area, this is a rare opportunity to own a piece of local history with room to make it your own.

795 Tolman Creek Road, Ashland

Courtesy of John L. Scott Medford

800 Park Street, Ashland
$315,000
2 Beds ⋅ 2 Baths ⋅ 220229936 MLS
Light-filled and thoughtfully updated, this home offers comfortable living in a quiet neighborhood with convenient access to everything you need. Recent improvements include new LVP flooring throughout, fresh interior paint, updated lighting and plumbing fixtures, new baseboards and door trim, and a new garbage disposal. The kitchen features stainless steel appliances installed in 2024 and an under-sink water filtration system. A Samsung washer and dryer are also included for added convenience. The garage offers access to a private, lockable storage room, providing extra space for your belongings. Set back from the street, the property offers a peaceful setting while remaining close to hiking and biking trails, downtown, SOU, local restaurants, and grocery stores. Enjoy the best of convenience and quiet neighborhood living in this updated home.

800 Park Street, Ashland

Courtesy of eXp Realty, LLC

380 Clay Street, Ashland
$175,000
3 Beds ⋅ 1 Baths ⋅ 220229064 MLS
Excellent opportunity to build your dream home! Conveniently located near the future site of East Main Park, this property offers the potential to create a custom home in an area positioned for future neighborhood amenities. Offered for sale via online auction. Opening bid meets reserve and will sell to the highest bidder. A 5% buyer's premium will be added to the winning bid. The property will be sold in its present ''AS IS, WHERE IS'' condition, with no financing or inspection contingencies. A large Fremont Cottonwood, designated as a Heritage Tree, provides shade and adds character to the property. Buyers should be aware that removal of the Cottonwood requires a Tree Removal Permit in accordance with City requirements. See Gov Deals for more information, disclosures, and auction terms and conditions.

380 Clay Street, Ashland

Courtesy of Bang Realty-Oregon Inc.

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