Refine Search
Sort by
$755,000
3 Beds 2 Baths 220224162 MLS 1,647 SqFt. 7,405 Sqft. Lot 0.17 Acres
Located in one of Ashland's most sought-after neighborhoods less than a mile from downtown, this beautifully updated single-level home offers 3 bedrooms, 2 full bathrooms, and nearly 1,700 square feet of thoughtfully designed living space on a .17-acre corner lot. A studs-out remodel completed in 2018 brought modern style and quality updates throughout. Oak hardwood flooring extends through the main living areas, while both bathrooms feature tile flooring and contemporary finishes. The primary suite includes an ensuite bath with a tiled walk-in shower. Expansive living room windows frame Cascade Mountain views. Enjoy the scenery from the view deck or relax among meticulously maintained grounds with a tranquil water feature. Owned solar adds efficiency and value. Move-in ready and ideally located near downtown Ashland, parks, dining, and shopping. Tour today!

565 Altamont Street, Ashland

$319,900
3 Beds 2 Baths 220223687 MLS 1,392 SqFt.
Affordable Ashland living in desirable Tudor Heights! This spacious 3-bedroom, 1.5-bath condo offers 1,392 sqaure feet of comfortable living space with mountain and territorial views from a private upper-corner location. The main level features a bright living room with a 60s style fireplace, kitchen, half bath, and flexible den perfect for a home office, guest space, or potential 4th bedroom! Upstairs you'll find three bedrooms, a full bath, and laundry area. Recent improvements include new carpet and a new water heater. Enjoy a private patio, detached carport, and additional storage. Conveniently located near downtown Ashland, Lithia Park, restaurants, shopping, and the hospital. HOA covers water, sewer, trash, landscaping, exterior maintenance, and exterior insurance for easy, low-maintenance living!

495 Chestnut Street 24 Unit 24, Ashland

$629,000
3 Beds 2 Baths 220223926 MLS 1,538 SqFt. 6,534 Sqft. Lot 0.15 Acres
Welcome to this wonderful Craftsman-style home in one of Ashland's most desirable neighborhoods, complete with its own charming neighborhood park. A spacious covered front porch sets an inviting tone from the moment you arrive. Once inside, natural light fills the home through custom windows and skylights, creating a warm and welcoming atmosphere throughout. The floor plan offers a formal dining room plus an open-concept kitchen and living area, ideal for both everyday living and entertaining. The kitchen features a gas range and generous counter space, while the living room centers around a cozy gas fireplace and access to the backyard. The expansive primary suite includes skylights, a large walk-in closet, and direct backyard access. Outside, enjoy one of the larger yards in the neighborhood, featuring a flower garden, two patios and a lovely lawn area perfect for relaxing, gardening, or gathering with friends.

426 Parkside Drive, Ashland

$525,000
3 Beds 2 Baths 220223843 MLS 1,576 SqFt. 8,712 Sqft. Lot 0.2 Acres
Charming Ashland home tucked behind a solar-powered privacy gate + fully fenced front & back yard. Solar panels, double paned windows, zoned AC, hardwired internet, analog electric meter & new water heater. Stunning hardwood floors in the living room, highlighted by a beautiful brick mantle that adds character to the space. The galley-style kitchen features a gas range, tile backsplash, tile flooring, reverse osmosis system at the sink, & located adjacent to the dining area w/ a cozy wood stove. Primary suite w/ heated floor in the ensuite bath + a tile shower. Oversized covered back deck overlooking the backyard & bonus guest quarters/office space. Additional features include mature landscaping, well (buyer to do their own due diligence), organic garden, oversized 2-car garage w/ workshop space +220 voltage, and a large driveway with abundant parking, including room for an RV. This is a property you truly must see to appreciate, ideally situated in a prime close to downtown location.

1423 E Main Street, Ashland

$749,000
3 Beds 2 Baths 220223795 MLS 1,847 SqFt. 10,454 Sqft. Lot 0.24 Acres
Vintage Craftsman with an exceptional location, just five easy blocks from the Ashland Plaza and Lithia Park. Welcoming covered front porch entry is just an example of the many period details of the original portion of the home. The living and dining area includes many light capturing windows, beautiful wide moldings, vintage tile surround gas fireplace, solid wood flooring, antique light fixtures and a wall of built-ins that encase a lovely stained-glass window and built-in hutch. Cheerful kitchen has black and white tiled flooring and a cozy breakfast nook. Current owners added a spacious ''lock off'' primary suite that was perfectly integrated to fit the overall feel of the home. R-2 zoning has allowed for a live/ work use and provides so much versatility depending on one's needs. Lovely, paved patio and mature landscaping compliment the overall picture. Plenty of storage between the basement and detached single car garage. This is a great opportunity for the next owner to enjoy.

307 N Main Street, Ashland

$579,000
3 Beds 2 Baths 220223772 MLS 2,009 SqFt. 13,939 Sqft. Lot 0.32 Acres
Tucked in a private cul-de-sac, this thoughtful home offers character & beautiful views of the surrounding hills, on a third-acre lot near hiking trails & convenient access to town. Custom hand-crafted cherry cabinetry, bamboo and hickory hardwood floors create an inviting atmosphere. High ceilings, tall windows & fireplace anchor the spacious living room, while the split-level layout adds flexibility with a lofted reading nook, dedicated office w/ French doors, & an open kitchen. Designed for both everyday living & entertaining, the kitchen features Corian countertops, brand-new fridge, soft-close cabinetry. Primary suite opens to a private balcony. Outside, enjoy the pool, hot tub, multiple decks, and plenty of space to gather or take in the views. Well maintained w/ numerous system updates, including HVAC, furnace, service panel, and vinyl double-pane windows. Bonus attic storage room & RV parking available. A welcoming home filled with craftsmanship, comfort & space to relax.

565 Henley Way, Ashland

$545,000
2 Beds 2 Baths 220223679 MLS 1,448 SqFt. 49,658 Sqft. Lot 1.1400000000000001 Acres
$30,000 Price Improvement! Enjoy life on two parcels totaling 1.18 acres just 10 minutes from Ashland Plaza. This country property offers a rare blend of privacy, usable land, and opportunity. Enjoy peaceful, creek views, paid TID irrigation rights, mature shade trees, and a spacious detached shop with concrete floors, power, and air compressor set up; ideal for hobbyists, craftsman, or extra storage. The home features a newer wood stove, generous covered decking, hot tub area, office space, and a functional 2 bed, 2 bath floor plan ready for your personal updates and vision. Convenient access to I-5, local wineries, Oak Knoll Golf Club & more! An exceptional opportunity to build equity in a property thoughtfully priced to reflect its current condition.

624 Crowson Road, Ashland

$799,000
5 Beds 2 Baths 220223588 MLS 1,935 SqFt. 13,939 Sqft. Lot 0.32 Acres
Offered for the first time in generations, this extraordinary fourth-generation Ashland treasure presents a rare opportunity. Own a piece of local history just steps away from world-renowned Lithia Park. This timeless two-story residence sits on beautifully landscaped .32 acre lot. It offers 5 bedrooms, 2 bathrooms, and a character that cannot be replicated. This home is rich in charm and architectural detail. It showcases the craftsmanship of a bygone era, while providing ample space for modern living. Enjoy peaceful mornings on the porch, stroll through Lithia Park, and easy access to downtown Ashland's theaters, galleries, restaurants, and cultural attractions. Homes of this caliber, location, and historical significance seldom become available. This is a once-in-a-generation opportunity to continue the legacy of one of Ashland's cherished homes.

143 Granite Street, Ashland

$313,000
2 Beds 2 Baths 220223565 MLS 1,078 SqFt.
Welcome to 965 Golden Aspen in the sought-after Mountain Meadows community in Ashland. This beautifully maintained condo offers comfortable, low-maintenance living with an inviting floor plan, abundant natural light, and thoughtfully designed living spaces. The spacious living and dining areas provide an ideal setting for both everyday living and entertaining. Enjoy beautiful courtyard views that bring a sense of tranquility and natural beauty into the home. Step outside to the serene patio space, perfect for morning coffee, reading, or relaxing outdoors. Well-sized bedrooms, ample storage, and convenient access to community amenities enhance the appeal. Residents enjoy beautifully landscaped grounds and easy access to Ashland's dining, shopping, cultural attractions, and outdoor recreation. A wonderful opportunity to enjoy comfort, convenience, and community in one exceptional setting.

965 Golden Aspen Place, Ashland

$250,000
2 Beds 2 Baths 220223537 MLS 988 SqFt. 871 Sqft. Lot 0.02 Acres
Minutes from Lithia Park, the Oregon Shakespeare Festival, and miles of trails--this is Ashland living at its finest. Tucked between downtown and the Railroad District, this move-in-ready townhome delivers the urban lifestyle you've been craving. Sunlight pours through a thoughtfully designed interior featuring 2 bedrooms, 1.5 baths, brand-new flooring (2026), and a dedicated laundry room. Step onto your new deck and into a shaded, fenced backyard--a peaceful retreat beneath mature trees that offer natural cooling and privacy. Best of all, the big-ticket items are done: roof (2023), heat pump, furnace, and water heater (2022), plus a refreshed kitchen and bath--so you can simply lock, leave, and explore. With off-street parking, guest spaces, and an HOA covering water, sewer, garbage, and all exterior maintenance, life here is truly worry-free. A rare blend of location, comfort, and value in one of Southern Oregon's most desirable communities.

369 Glenn Street, Ashland

$888,000
3 Beds 2 Baths 220223497 MLS 2,284 SqFt. 10,018 Sqft. Lot 0.23 Acres
Tucked in the hills of Ashland, this exquisite light filled home offers a rare blend of elegance, privacy, views and natural beauty. This 3 bedroom, 2 bath house features a large open floorplan, skylights, chef's kitchen with 6 burner gas range and island, expansive great room, double paned windows, dining room, primary suite with walk in closet and so much more. This thoughtfully designed home showcases quality craftsmanship, refined finishes and allows for seamless indoor-outdoor living. The yard features fire safe landscaping, custom organic gardens, dozens of varieties of flowers and trees, Japanese maples, dogwoods, abundant wildlife and a koi pond with waterfall. Enjoy the large 3 car garage and workshop, along with an additional downstairs bonus room and multigenerational living potential. The home has been immaculately maintained, with both a newer roof and HVAC system.

1365 Ponderosa Drive, Ashland

$529,000
4 Beds 2 Baths 220222486 MLS 1,584 SqFt. 8,712 Sqft. Lot 0.2 Acres
Welcome to 351 Oxford, a rare single-level 4-bedroom home in Ashland with updates, mountain views, outdoor space, and a prime location near Helman Elementary, Ashland Ponds, parks, trails, and downtown. This nicely updated home features a stylish kitchen with stainless appliances, tile backsplash, updated baths, indoor laundry, and comfortable living spaces. The spacious backyard offers a deck, pergola, garden space, storage shed, room to play, relax, or entertain, and beautiful mountain views. Attractive low-maintenance front landscaping and a covered front porch add curb appeal. Located in the Helman Elementary attendance area with nearby access to Bear Creek Greenway, Ashland Dog Park, BMX Park, shopping, dining, and the best of Ashland living. A compelling blend of 4 bedrooms, single-level living, updates, outdoor space, views, and location at this price point.

351 Oxford Street, Ashland

$550,000
3 Beds 2 Baths 220223426 MLS 1,202 SqFt. 6,534 Sqft. Lot 0.15 Acres
Thoroughly updated midcentury bungalow with detached guest cottage on a spacious 0.15-acre lot with alley access in the heart of Ashland's historic Railroad District. Extensive recent improvements to main home include all-new cement board siding and trim, double-paned vinyl windows, interior and exterior doors, bathroom vanity and tub shower, dishwasher and butcher block counter, composite back deck and front porch, ductless mini-splits, waterproof vinyl tile flooring, refinished solid oak hardwood, poured concrete entry, and new gutters from 2025 to 2026. Separately metered guest cottage with private fenced yard, three alley parking spaces, all new carpets in 2026, full kitchen with Viking gas range oven, ductless mini-split, vaulted living and bedroom with skylight, enclosed porch, and full bathroom with shower. Detached storage shed, mature trees, grass lawn, fresh mulch, and new irrigation system for front plantings. Inquire for details!

840 B Street, Ashland

$250,000
2 Beds 2 Baths 220223400 MLS 1,181 SqFt. 1,306 Sqft. Lot 0.03 Acres
Welcome to 832 Pavilion, a delightful home in the sought-after Mountain Meadows community in Ashland. The inviting residence offers comfort, convenience, and low-maintenance living in one of Southern Oregon's most desirable settings. Enjoy a light-filled interior with an easy-flow floor plan designed for everyday living. Large windows fill the home with natural light, while comfortable living spaces create a warm, welcoming atmosphere. Step outside to enjoy fresh mountain air, beautifully maintained surroundings, and access to Mountain Meadows amenities. Residents enjoy walking paths, community activities, dining options, fitness opportunities, and a vibrant lifestyle just minutes from Ashland's theaters, galleries, restaurants, and outdoor recreation. 832 Pavilion offers an exceptional opportunity to enjoy the active, connected lifestyle that defines Mountain Meadows living.

832 Pavilion Place, Ashland

$850,000
3 Beds 2 Baths 220223214 MLS 2,499 SqFt. 6,534 Sqft. Lot 0.15 Acres
Located in the heart of downtown Ashland, just two blocks from the plaza, this idyllic, recently renovated Victorian home offers classic Victorian curb appeal with modern upgrades throughout the home. A brand-new remodeled kitchen is finished with quartz countertops, solid wood cabinets, and stainless-steel appliances. An open-concept floor plan and an ample family room provide endless potential for families and entertaining. Step outside to the elegant hardscape patio with a covered gazebo, granite countertop, and outdoor cooking area, complete with an outdoor beverage refrigerator, designed for an immersive outdoor living experience. Upstairs, the ample master bedroom with wall-to-wall closet space is adjacent to a second den/reading nook. Step outside onto the spacious rooftop sun porch with views of Mt Ashland and the gorgeous mature landscaping below. The property also includes a detached finished shop/studio space with a sleeping loft, alley access and private parking.

117 High Street, Ashland

$725,000
3 Beds 2 Baths 220223188 MLS 2,122 SqFt. 12,632 Sqft. Lot 0.29 Acres
This well-maintained single-level home rests on a generous 0.29-acre corner lot with a large fenced backyard, mature trees (including fruit trees), lush landscaping, and a TID sprinkler system for easy care. The private primary suite is a standout retreat featuring vaulted ceilings, skylights, sliding doors to the backyard, an ensuite bathroom with jetted soaking tub and tiled shower, a spacious walk-in closet with built-ins, and a bonus office space. Inside, enjoy an open-concept great room with a wood-burning fireplace, a spacious kitchen with breakfast bar and gas range, and a dining area that opens to the rear patio. Hardwood and tile floors flow throughout the home. The hallway offers two additional bedrooms, a full bath with tub/shower, a large office or media room with French doors, and a convenient laundry room. A 2-car attached garage provides additional storage and parking.

2334 Black Oak Way, Ashland

$360,000
2 Beds 2 Baths 220223166 MLS 1,794 SqFt. 1,306 Sqft. Lot 0.03 Acres
Light-filled townhome in one of Ashland's most desirable locations. This two-bedroom, two-bath home blends comfort, style, and functionality. Soaring vaulted ceilings and abundant natural light streaming through the striking arched window with stunning views of the hills. Living area with cozy fireplace, perfect for relaxing evenings. Durable vinyl plank flooring flows seamlessly throughout. Practical main level bedroom and full bath, ideal for guests or flexible living. Downstairs, spacious primary suite feels like a private retreat, complete with an en-suite bath, walk-in closet, and French doors that open to a charming courtyard sitting area. Large kitchen provides generous counter space and storage. Enjoy beautifully maintained grounds along with community amenities including a fitness room and pool. Fantastic location with inviting features in desirable Ashland.

360 Glenn Street, Ashland

$525,000
3 Beds 2 Baths 220223157 MLS 1,741 SqFt. 6,969 Sqft. Lot 0.16 Acres
Lovely single level home within the Oak Knoll Meadows subdivision, also known as ''Ashland's Hidden Gem'' a wonderful neighborhood at the southeast end of town. Home has three bedrooms, two bathrooms with approx. 1741 SF of living space. Light filled kitchen has lots of cabinetry and surface space with a cozy breakfast nook area and window seat. Kitchen opens to the dining area and great room. There is also versatile separate space off the main living area perfect for a den or media room. Primary bedroom suite with dual vanities and walk-in closet. 2nd bedroom is close to the shared bathroom and bedroom number three is up by the entryway and could make for a nice office depending on one's needs. Great curb appeal, nicely landscaped grounds and the backyard is fenced in. Neighborhood has lots of open space, trails, a pond and streams for all to enjoy!

935 Cypress Point Loop, Ashland

$639,000
3 Beds 2 Baths 220223010 MLS 1,820 SqFt. 9,147 Sqft. Lot 0.21 Acres
Charming home in a sought-after, established neighborhood above the Boulevard in Ashland, offering desirable single-level living with mountain views. This 3-bedroom, 2-bath home with new exterior paint and carpet features two living spaces, including a front living room with parquet flooring, gas fireplace, and built-in shelving. A second living area--previously an art studio--offers abundant natural light and flexible use. Updated kitchen features quartz countertops, custom tile backsplash, wood cabinetry, and a butcher block island. The adjoining dining room has French doors that open to a deck overlooking the backyard. The primary bedroom has an en suite bathroom and French doors to a private deck. Both bathrooms have tile flooring and skylights. On the lower-level is an oversized double-car garage which includes a small workshop and ample storage. Situated on nearly a quarter acre with mature landscaping, sprinklers and drip irrigation, brick patio, and garden pathways.

615 Ashland Street, Ashland

$653,000
2 Beds 2 Baths 220222945 MLS 1,384 SqFt. 6,098 Sqft. Lot 0.14 Acres
This Nob Hill home sits four blocks from the Ashland plaza, with Lithia Park, dining, and shopping nearby. It's all on one level and beautifully remodeled. A custom front door opens into the great room, vaulted and beamed, with a skylight overhead and a wood-burning fireplace below. The kitchen was remodeled with quartz counters, stainless Kitchen Aid appliances, and custom light fixtures. The same care shows in the large primary suite, where a two-sided gas fireplace divides the bedroom and bath. The bath features a limestone soaking tub and a custom tiled shower with rain and wall shower heads, all under a solarium of natural light. There's a walk-in closet, plus room for a sitting area or a desk. Maple hardwood runs through the house, and the guest bedroom and bath complete the floor plan. Out back, a covered deck looks over the fenced yard, with alley access and RV parking. Laundry is in the 2-car garage. New roof in spring 2026.

120 Nob Hill Street, Ashland

$315,000
2 Beds 2 Baths 220222924 MLS 1,005 SqFt. 871 Sqft. Lot 0.02 Acres
Welcome home to this light-filled & beautifully maintained 2-bedroom, 2-bath condo in a desirable Ashland location near the YMCA! Perched on the second floor, this inviting home boasts what may be the best Grizzly Peak views in the entire complex, enjoyed from your private balcony. The open living space features durable Pergo waterproof, scratch-resistant laminate flooring throughout most of the home, while a mini-split system provides efficient heating & cooling. Bedrooms are equipped with their own heat & air conditioning window units for personalized comfort. The kitchen shines with stainless steel appliances & opens to a laundry room with shelving that doubles as valuable pantry storage. A single-car garage plus an additional parking space offer convenience, while the shared courtyard with patio furniture creates a welcoming outdoor gathering space for the adjoining four condos. Move-in ready, thoughtfully updated, & perfectly positioned to enjoy all that Ashland has to offer!

2244 McCall Drive, Ashland

$599,000
3 Beds 2 Baths 220222826 MLS 1,924 SqFt. 10,890 Sqft. Lot 0.25 Acres
Just minutes from downtown Ashland, this home is nestled below Holly St. on a 0.25 acre lot with tons of space to entertain! The home features a kitchen with lots of storage, gas range/oven, and lots of natural light from a skylight above. Hardwood throughout this spacious 1924 square foot house creates a warm ambiance, especially when sitting in the conversation pit style living room! With two bedrooms, full bathroom, and laundry on the main level, the entire upstairs is the primary suite with walk-in closet, full bath including a soaking tub, as well as an office with lots of windows. Outside is a spacious yard with a seasonal creek that flows through, a carport, as well as a storage room about half the size of a garage!

545 Holly Street, Ashland

$464,031
2 Beds 2 Baths 220222669 MLS 1,375 SqFt.
Award-winning Mt. Meadows home in one of the community's most coveted locations! Ideally situated directly across from the Clubhouse & Park, you'll enjoy convenient access to dining, fitness facilities, pool, library, social events & a wide array of activities. Filled with natural light, this inviting residence features comfortable main living centered around a cozy fireplace with oak mantle, built-in bookcases & beautiful mountain views framed by walls of windows. The delightful sunroom offers flexible space for an office, art studio, reading retreat or hobby room. Recent new carpet provides a fresh, updated feel throughout. Enjoy peaceful mornings on the private balcony or relax on the welcoming front porch with ramp access. The spacious primary suite features a walk-in closet. Attached garage provides convenience & additional storage. Near scenic walking trails & exceptional community amenities, this special home offers comfort, accessibility & an outstanding Mt. Meadows lifestyle.

846 Stony Point, Ashland

$1,250,000
2 Beds 2 Baths 220222210 MLS 2,224 SqFt. 6,969,600 Sqft. Lot 160 Acres
Rare opportunity to own 160 private acres on the outskirts of Ashland, offering extreme end-of-the-road seclusion, breathtaking panoramic views, and endless potential for recreation, hunting, and homesteading. Surrounded by nature and abundant wildlife, this remarkable mountain retreat delivers the peace and privacy that are increasingly difficult to find. Located just 30 minutes from Mt. Ashland and approximately 45 minutes to downtown Ashland, the property offers the perfect balance of remote living and convenient access to dining, culture, and outdoor adventure. The custom-built home features a stunning great room that truly must be experienced in person, with soaring ceilings, warm finishes, and walls of windows framing the surrounding landscape. A spacious primary suite, inviting guest accommodations, large barn, and substantial shop space make this property ideal as a full-time residence, legacy ranch, or unforgettable weekend mountain escape.

1969 Colestin Road, Ashland

$724,999
3 Beds 2 Baths 220222026 MLS 2,360 SqFt. 108,900 Sqft. Lot 2.5 Acres
Experience lakeside living in this exceptional custom home. Set along a private stretch of waterfront, this architectural retreat offers a seamless blend of modern design and elevated comfort--ideal as a full-time residence, luxury getaway, or high-end VRBO. Capturing sweeping lake views and abundant natural light, the single-level floor plan features 3 bedrooms, 2 baths, and vaulted ceilings. The open-concept living space flow into a gourmet kitchen appointed with an induction cooktop, perfect for both intimate gatherings and entertaining. Radiant heated concrete floors, a ground-source heat pump, and integrated smart home technology ensure effortless living. A wood-burning fireplace adds warmth and charm, while the deeded 2.5-acre parcel, with two acres fully fenced, offers privacy and security. This is a rare opportunity to own a distinctive waterfront sanctuary where luxury meets nature.

4990 E Hyatt lake Road, Ashland

$319,500
2 Beds 2 Baths 220222004 MLS 1,005 SqFt. 871 Sqft. Lot 0.02 Acres
Light and bright upstairs condo in the McCall Drive Condominium subdivision. This well-maintained 2-bedroom, 2-bath home offers 1,005 sq ft, a single-car garage below, cherry laminate flooring, and a spacious deck off the living area. Peekaboo views of Grizzly Peak can be enjoyed from the primary suite and front door landing. Both bathrooms include tub/shower combinations, and the home also offers a laundry room, heating and air conditioning in all rooms, and all appliances included in the sale. Convenient Ashland location, moments to the YMCA and close to shopping, bike path, and everyday amenities. Per the seller, the owner is currently first in line with the HOA for rental eligibility, making this a potential opportunity for an owner-occupant or investor.

2214 McCall 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: