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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

482 Drager Street, Ashland
$475,000
3 Beds ⋅ 2 Baths ⋅ 220229611 MLS
Ready for relaxing weekends & get-togethers by YOUR pool? Call your realtor! This single level home near downtown Ashland is priced within reach. Video tour on listing. Live freely with no CC&Rs, extra driveway parking, and a fifth of an acre to utilize your way. Consider expanding for more square footage. The front yard is the perfect privacy buffer w/hardscape paths amidst a thoughtful variety of trees and shrubs on timed irrigation. The backyard offers room for gardening, lawn games, BBQs, and more! Sun deck and covered patio for year-round outdoor dining. A sweetly inviting interior w/surprisingly spacious common areas. Includes all kitchen appliances, washer and dryer. Home and pool have been continuously maintained & partially updated over the years. Enjoy dual pane vinyl windows, gas fireplace, modern flooring, updated bathrooms, hot tub plug, and passive solar heat for pool. All new gutters October 2026. Within a mile of Helman Elementary, Ashland Co-op and Asante Hospital!

482 Drager Street, Ashland

359 Otis Street, Ashland
$710,000
3 Beds ⋅ 3 Baths ⋅ 220229521 MLS
Enjoy fantastic views of Grizzly Peak & the surrounding hills! Conveniently located close to downtown, this 2021 built home offers 1,624 square feet, 3 bedrooms plus an office and 2.5 baths, with the primary bedroom & main living areas on the main floor. The open floor plan features engineered hardwood floors, a gas fireplace, lots of natural light, and a well designed kitchen with an island, quartz countertops, stainless steel appliances, and custom cabinetry with soft close drawers and cabinet hinges. The primary suite features a walk-in closet, tiled shower, and dual vanity. Also on the main level are the office, laundry room, half bath & garage access. Built by Taylored Elements Construction to Earth Advantage Platinum Standard, the home features ductless heating and cooling, paid off solar panels, and an EV charger in the garage. The front and back yards are fully landscaped with irrigation. A great combination of views, thoughtful design, & comfortable living close to downtown.

359 Otis Street, Ashland

618 Fair Oaks Court, Ashland
$345,000
2 Beds ⋅ 2 Baths ⋅ 220229497 MLS
Contemporary, south-facing, single-level condo with natural light, privacy, and views of the Siskiyous and Mt. Ashland. This beautifully maintained two-bedroom, two-bathroom home features quality finishes and a thoughtful layout. Built-in bookshelves and a gas fireplace bring warmth to the living room. The kitchen offers granite countertops, solid beech wood cabinetry, and stainless steel appliances. The spacious primary bedroom includes an en suite bath and large walk-in closet. A sunny patio off the living room is ideal for morning coffee or outdoor dining. A dedicated underground garage parking space and elevator access add everyday convenience. Located near North Mountain Park and just minutes from downtown Ashland.

618 Fair Oaks Court, Ashland

819 Briggs Lane, Ashland
$699,000
2 Beds ⋅ 2 Baths ⋅ 220229376 MLS
Better than new! This meticulously maintained home showcases pride of ownership throughout, with thoughtful care and attention to detail at every turn. No expense was spared in creating this truly special property, where comfort and beauty come together. Tucked away in a peaceful, park-like setting, the backyard feels like your very own private forest retreat, right in town and a short distance to The Plaza. Ashland Creek meanders just beyond the backyard, while immense, mature trees create a beautiful canopy and a sense of privacy that is increasingly hard to find. The outdoor spaces are just as special as the home itself. This Earth Advantage Platinum Certified home has 2 bedrooms, 2 bathrooms, hickory hardwood floors, tons of natural light, and fully owned solar panels. Impeccably cared-for and offers a wonderful opportunity to enjoy a move-in-ready property with an extraordinary connection to nature--all in the heart of Ashland.

819 Briggs Lane, Ashland

1395 Woodland Drive, Ashland
$899,000
4 Beds ⋅ 3 Baths ⋅ 220229360 MLS
There's something special about a home that gives you room to live a little bigger. Your mornings can start with coffee on the large porch with unobstructed views of Grizzly Peak, while evenings offer the same backdrop from the large sitting room on the main level. Built in 1932 and offering 3,127 SF on a .30-acre lot, this is a home with history, personality, and plenty of room for what comes next. The main house has 3 bedrooms and 1.5 baths, while a permitted 1/1 ADU on the lower level creates a separate space for guests, family, or rental income. Beyond the house, the oversized heated two-story garage and shop is a major part of what makes this property unique. There's room for serious projects, hobbies, gear, storage, and vehicles, plus dedicated off-street RV parking. Inside, the home hasn't been updated to look like every other house on the market--and that's part of the opportunity.

1395 Woodland Drive, Ashland

487 Rock Street, Ashland
$600,000
4 Beds ⋅ 3 Baths ⋅ 220229270 MLS
Beautiful, charming, updated craftsman in the historic Skidmore Academy district with close to proximity to downtown Ashland, Lithia Park, shops, and dining. The peaceful 'Pollinator Garden' has abundant, beautiful perennials, many fruit trees, and a separate octagon shaped office/art/yoga studio. Both front and back yards/gardens have sprinkler systems for low maintenance gardening. High quality finishes such as Douglas fir, bamboo and Marmoleum flooring throughout the home, along bamboo cabinets and exquisite light fixtures. There is also a great cellar for storage or use as a root cellar! This unique property is loaded with historic charm but don't let the year-built fool you, as there are many upgrades and everything is in great working order. Enjoy Ashland living at it's finest.

487 Rock Street, Ashland

597 Henley Way, Ashland
$799,500
5 Beds ⋅ 3 Baths ⋅ 220229216 MLS
Lovely mid-century architectural design home set in a serene, treed setting, just a short stroll from downtown. Stunning 5-bd, 3-ba home w/ vaulted ceiling, exquisite solid walnut floor, bespoke walnut dining room screen. The kitchen is a chef's paradise featuring custom zebra wood cabs w/ pullout drawers, a pantry, Caesarstone counter, and a handcrafted concrete tile backsplash. The expansive living room w/ a gas stucco fireplace ready for an insert, zebra wood shelving all framed by breathtaking views of Grizzly Peak. The main level includes 3 bd & 2Ba with a large primary suite. The lower level with family room, another gas fireplace ready for an insert, 2 more bedrooms (one currently serving as an office), workout room with an outside entrance. All woodwork downstairs is crafted from Madrone, beautiful custom floating shelves and a tile bath on a private 0.31-acre cul-de-sac lot offers direct access to Ashland walking trails, providing a tranquil setting even quieter than camping.

597 Henley Way, Ashland

470 Beach Street, Ashland
$550,000
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

2690 Takelma Way, Ashland
$507,000
3 Beds ⋅ 2 Baths ⋅ 220229157 MLS
Welcome to this single-level, wonderfully maintained home in the highly desired Clay Creek Gardens subdivision! Move-in ready for its next owners, this home features an open-concept layout connecting the kitchen, dining, and living rooms--all filled with fantastic natural light and gorgeous Oak hardwood flooring. The kitchen includes sleek slab granite countertops and bar seating. Recent updates include fresh paint, newer appliances and water heater. From the large primary suite, step outside the slider under the charming pergola to enjoy a high fence sheltering the rear patio in privacy, with plenty of room for gardening, as well as a 500-gallon rain barrel. Complete with a spacious two-car garage and a cozy front porch, you'll also enjoy neighborhood access to multiple designated open green spaces/parks, a community garden, and walking trails!

2690 Takelma Way, Ashland

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

49 California Street, Ashland
$317,000
2 Beds ⋅ 2 Baths ⋅ 220229021 MLS
Charming 2004 built Victorian-style townhouse offering the perfect blend of classic character and modern convenience. This inviting end unit features 2 bedrooms and 1½ baths, with wood floors extending through the entry and living room. The comfortable floor plan offers a warm, welcoming living space with plenty of natural light and easy flow. Step outside to the back deck, ideal for relaxing, enjoying your morning coffee, or entertaining friends. As an end unit, this home offers added privacy and a desirable setting. Conveniently located near schools, shopping, dining, and everyday amenities, this delightful townhouse is a wonderful opportunity for comfortable, low-maintenance living with plenty of charm. Note, all tenant possessions have been removed from all photos.

49 California Street, Ashland

552 Fair Oaks Avenue, Ashland
$450,000
3 Beds ⋅ 2 Baths ⋅ 220228920 MLS
ONWER FINACING AVAILABLE! 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

485 Waterline Road, Ashland
$790,000
4 Beds ⋅ 4 Baths ⋅ 220228817 MLS
Well cared for and nicely designed, this inviting home offers comfortable living with thoughtful details throughout. Hardwood floors, crown molding, beautiful tile, bullnose corners and abundant natural light create a refined interior. The spacious kitchen features granite countertops, pull-out cabinetry, gas cooktop, double microwave/convection oven and instant hot-water dispenser. Generous living and family rooms offer flexible gathering spaces, a gas fireplace, built-in surround sound and beautiful views toward Pompadour Bluff. Expansive decks, a retractable awning and lower patio invite effortless outdoor entertaining. The private primary suite offers deck access, two walk-in closets, a jetted jacuzzi soaking tub and large walk-in shower. Additional highlights include a bedroom and bath suite with deck access, recreation room, dual heating and HVAC systems, smart thermostats, central vacuum, 75-gallon gas water heater and exceptional storage throughout.

485 Waterline Road, Ashland

295 Tolman Creek Road 7 Unit 7, Ashland
$312,000
2 Beds ⋅ 2 Baths ⋅ 220228812 MLS
Nature meets urban convenience in this ideal Ashland home! Experience treetop living in this meticulously maintained, second story, one level condo. Enjoy an abundance of natural light in this open-concept home with bright, large kitchen and a living room with direct views of Grizzly Peak. The spacious private deck provides outdoor enjoyment. The two large bedrooms offer large closets and mountain views. Both full bathrooms have shower-tub combos and plenty of cabinet space. Updates include a new HVAC system (2025) and new fire-resistant hardi-plank siding (2024). Washer, dryer, and appliances are included. There is one dedicated carport space and the newly resurfaced drive and parking areas provide guest parking. Close to restaurants, shopping, and the YMCA. Easy freeway and school access, as well.

295 Tolman Creek Road 7 Unit 7, Ashland

853 Pavilion Place, Ashland
$190,000
1 Beds ⋅ 1 Baths ⋅ 220228771 MLS
Location, location, location! Located in the fabulous 55+ Mountain Meadows Community, this charming ground level 1 bed + office, 1 bath, 872 sq ft condo is perfect for anyone looking for a low maintenance property! Owner spared no expense over the last 2 years by replacing the HVAC system, replacing flooring throughout with new luxury vinyl plank & carpeting, & painting the entire interior. Floor plan is ADA compliant (wider doorways and open floor plan). Kitchen is spacious w/ ample cabinetry, dining space, and working appliances. Covered front porch provides shade while you gander at the mountainside. Only one neighbor above you (no neighbors on the left and right), allows enhanced privacy from the rest of the community. Dedicated parking and additional storage room are included as well! Mountain Meadows Community is absolutely lovely and includes dining, clubhouse, fitness center, pool, community events, & much more!

853 Pavilion Place, Ashland

417 TUCKER ST, Ashland
$895,000
3 Beds ⋅ 3 Baths ⋅ 630852245 MLS
Built in 2016, this custom Ashland home offers refined single-level living with vaulted ceilings, expansive windows, and sweeping views of the Cascade Mountains. 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 a spa-like bath, a vaulted second bedroom with an ensuite, a guest bedroom, an office, plus a bonus room in the basement with a half bath--perfect for guests or hobbies. An oversized 2-car garage with an EV charger, plus 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 ST, Ashland

197 Alder Lane, Ashland
$559,000
3 Beds ⋅ 2 Baths ⋅ 220228659 MLS
Take a look at this beautifully updated home on a spacious, level lot just blocks from Ashland Pond, the Dog Park, and the Bear Creek Greenway, with the downtown Plaza only 1.1 miles away. Recent upgrades include a newer roof, Anderson windows, updated flooring throughout most of the home, new interior and exterior doors, a ductless minisplit heating and cooling system, new kitchen appliances, and fresh exterior paint, plus an existing passive solar system for added efficiency. The living room impresses with a two story vaulted ceiling in natural wood plank and a cozy rock fireplace, while the light filled kitchen offers a garden window and engineered wood floors. Two main level bedrooms share a full bath, and a sunny three-skylight sunroom adds versatile living space. Upstairs, the primary suite features a walk-in closet, a walk-in shower, and a private balcony with mountain views. The fully fenced backyard offers a clean slate, ready for you to create your own outdoor retreat.

197 Alder Lane, Ashland

173 Alder Lane, Ashland
$600,000
3 Beds ⋅ 2 Baths ⋅ 220228656 MLS
Welcome to 173 Alder, where thoughtful design meets true flexibility. This solar-powered home keeps utility costs low while offering a layout built for the way people actually live and work today. The updated kitchen is ready for everyday living and easy entertaining, while the primary suite functions as a private living space complete with its own separate entrance, perfect for extended family, guests, or rental income. A dedicated home office, also with a private entrance, creates an effortless work from home setup or the ideal spot for a home-based business. Outside, the yard is a blank slate ready for your vision, whether that's a garden, an entertaining space, or room to grow. Whether you're envisioning a multi-generational household, an income-producing suite, or simply craving more room to breathe, this property offers a rare combination of comfort and possibility in a well-loved Ashland neighborhood.

173 Alder Lane, Ashland

2205 ASHLAND ST Unit #210, Ashland
$325,000
1 Beds ⋅ 1 Baths ⋅ 495266734 MLS
This 1br/1bath 2nd-floor corner condo greets you w/ sunlight pouring through generous windows, illuminating the inviting finishes that give the space its timeless, easy charm. Its open floor plan unfolds naturally, with the living area flowing into the kitchen with abundant counter space, ample storage, & brand-new appliances waiting to be used for the very first time. You'll love spending your mornings on your private balcony gazing out toward the Cascade Mountains as the light shifts across the peaks. Even workdays feel lighter here, thanks to a dedicated office nook that keeps productivity close to comfort. With its own dedicated laundry area & built-in storage, even the practical parts of life feel organized & beautifully tucked away. Perfectly located minutes from downtown Ashland, the Oregon Shakespeare Festival, shopping, dining, & scenic hiking/ biking trails -- with quick access to I-5 & just 30 minutes north of the California state line -- you're moments from everything!

2205 ASHLAND ST Unit #210, Ashland

161 Fourth Street, Ashland
$679,000
4 Beds ⋅ 2 Baths ⋅ 220228571 MLS
Two single-level homes on a spacious 0.16-acre lot with alley access in the heart of Ashland's Railroad District. Charming historic front home with covered porch, double-paned vinyl windows, original fir floors, high ceilings, picture rail moldings, dining with cast-iron gas stove, kitchen with glass-fronted display cabinets and butcher block counters, mudroom pantry with washer and dryer, primary bedroom with large walk-in closet, full bathroom with clawfoot tub shower, and guest bedroom with closet. Fully permitted second dwelling built in 1999 with front deck and covered entry, operable casement windows, oak hardwood flooring, spacious dining area and kitchen with wood cabinets, laundry closet, two bedrooms with closets, full bath with shower, and attached garage with second bay converted to workshop studio. New roofs, ductless mini-splits, and fully fenced private yards. Excellent investment opportunity and potential for short-term travelers' accommodations. Inquire for details!

161 Fourth Street, Ashland

1750 Crestview Drive, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ 220228500 MLS
Impeccable views and quality updated home is ready to go! Step outside directly onto hiking trails and return to this tranquil turn-key home on the end of a dead end street! Ample parking and covered space for storage of all ski gear and all your toys, make this home a year round gem to come home to after a long day of adventure! Only 30 mins from Mt Ashland from the front door! Fully updated bathrooms, kitchen and backyard make this home completely turn-key! The expansive primary suite features a sauna, walk-in closet and private wrap-around deck. Impeccable views with an open floorplan provide ample opportunities for hosting. This rare gem of views, storage and quality upgrades is one you won't want to miss!

1750 Crestview Drive, Ashland

901 Hillview Drive, Ashland
$874,000
3 Beds ⋅ 2 Baths ⋅ 220228466 MLS
Under construction for mid-December 2026 completion, this architecturally inspired midcentury home sits off-street on a private flag lot in an established neighborhood with mature trees. Vertical-grain cedar and stucco meet clean lines and covered porches. This 3-bed, 2-bath home is light and bright with clerestory windows, 8 ft doors, and vaulted ceilings. The kitchen's large island with eating bar opens to the great room, where a fireplace with a built-in bench-and-mantel sits by a wall of windows. The primary suite offers a roll-in shower, double vanity, and walk-in closet. A rare pass-through garage links the driveway and rear alley; drive straight through in either direction. No HOA. Built by Suncrest Homes, an Ashland builder with 35+ years of experience, this Earth Advantage home is energy-efficient and exceeds code. Ask about a promo 5.125% rate with the builder's lender. Listing broker is related to the owners of Suncrest Homes, one of whom is a licensed OR real estate broker.

901 Hillview Drive, Ashland

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: