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$679,000
4 Beds 2 Baths 220228571 MLS 1,698 SqFt. 6,969 Sqft. Lot 0.16 Acres
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

$874,000
3 Beds 2 Baths 220228466 MLS 1,656 SqFt. 7,840 Sqft. Lot 0.18 Acres
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

$625,000
4 Beds 2 Baths 220228422 MLS 2,176 SqFt. 10,454 Sqft. Lot 0.24 Acres
Perched above downtown Ashland on a quiet street, this spacious 4-bedroom, 2-bath home offers privacy, proximity to town, and commands beautiful valley and mountain views. The open, light-filled floor plan centers around a vaulted great room and offers 2,176 square feet of flexible living space, including additional office and family rooms easily convertible to sleeping space on both levels. Step onto the expansive deck to dine outdoors, entertain, or simply enjoy the ever-changing scenery. A sauna provides a relaxing retreat, while ample storage and an attached garage add everyday convenience. Set on nearly a quarter-acre with mature fruit trees and room to garden, the property is just blocks from Lithia Park, the Ashland Plaza, dining, shopping, and the Oregon Shakespeare Festival. This is an exceptional opportunity to enjoy space, scenery, and an enviable location close to the heart of Ashland.

264 Alta Avenue, Ashland

$456,000
2 Beds 2 Baths 220228397 MLS 1,242 SqFt. 10,890 Sqft. Lot 0.25 Acres
A true Ashland cottage gem, lovingly shaped by more than 30 years of gardening into a magical private retreat. Set on a lush .25-acre parcel, the grounds unfold in layers with mature trees and shrubs, curved walkways, stone accents, intimate garden rooms, a lovely deck, patios and quiet places to sit, wander and enjoy the seasons. The charming 1938 home offers 2 bedrooms and 1 bath, with nearly floor-to-ceiling windows that bring the garden indoors, arched openings, wainscoting, built-ins, wood doors, a welcoming living room with brick fireplace and mantel, and an open dining room. The spacious kitchen features abundant cabinetry and counter space, built-ins, parquet flooring, a skylight, breakfast nook and slider to the patio. A detached garage with small workshop, garden shed and fenced two-level backyard add function. Warm, whimsical and wonderfully private, this is a home and garden created with decades of care, imagination and love.

689 Beach Street, Ashland

$399,000
2 Beds 2 Baths 220228254 MLS 1,750 SqFt. 289,674 Sqft. Lot 6.65 Acres
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

$549,000
3 Beds 2 Baths 220228190 MLS 1,408 SqFt. 10,018 Sqft. Lot 0.23 Acres
Tucked into a peaceful cul-de-sac near Helman Elementary, this single-level 3 bed/2 bath home blends classic ranch-style living with modern updates. Floor-to-ceiling windows, hardwood floors, and an open floor plan bring warmth and light into the home, while the 2017 kitchen remodel adds contemporary flair. Stainless appliances, a center island cooktop, stone counters, and slab cabinetry lend themselves to quiet meals or lively entertaining. The cozy dining and living room area features a newer wood-burning fireplace, and the en suite primary bedroom boasts an upgraded bathroom with a barn-style door, modern tile, and a floating vanity. Two additional bedrooms look out onto the garden. The fully fenced .23-acre lot includes fruit trees, mature perennials, a hot tub, a large deck, and raised garden beds. With close proximity to downtown, the dog park, and the bike path, this comfortable Quiet Village gem is Ashland living at its best.

123 Cypress Circle, Ashland

$550,000
2 Beds 2 Baths 220227990 MLS 1,719 SqFt. 4,791 Sqft. Lot 0.11 Acres
Single-level home on a corner lot directly across from serene open pasture of North Mountain Park, within the 55+ community of Mountain Meadows. Covered front porch with swinging bench, tiled entry with coat closet, vaulted living room with gas fireplace and built-in bookcases, formal dining room, kitchen with solid oak hardwood flooring, double sink, operable casement windows, and adjacent laundry room with utility sink, folding counter, and cabinetry. Spacious primary bedroom with built-in shelving, walk-in closet, and full ensuite bath with shower. Second bedroom with closet, and additional full bath with tiled tub shower. Abundant natural light, curved archways, and newer premium carpets with extra plush padding throughout. One-car garage with workshop and exterior door to back patio. Rare lower-level storage or studio space with utility sink. Association covers all facilities and amenities, dining hall meal credits, yard maintenance, and on-site management. Inquire for details!

761 Nepenthe Road, Ashland

$899,900
2 Beds 2 Baths 220227845 MLS 2,955 SqFt. 9,583 Sqft. Lot 0.22 Acres
Location, character, and potential come together in this one-of-a-kind property situated on a generous 0.22-acre lot just steps from iconic Lithia Park. From the moment you enter, you'll be greeted by an abundance of warmth and sunshine, with natural light flooding both the living room and primary bedroom. The home boasts a unique personality, blending a cozy, rustic cabin vibe, with a flexible bonus space ready for your imagination ideal for a creative art studio, office, yoga room, or guest area. In the heart of the home, the kitchen features durable Corian countertops and a charming built-in breakfast nook, perfect for morning coffee. Relax on the covered front porch overlooking a well-maintained front yard equipped with an automatic sprinkler system. Enjoy your own a private courtyard with a detached single-car garage for parking or extra storage. Whether you're seeking a serene sanctuary or a property with endless possibilities in an unbeatable location, this gem is a must-see!

119 Granite Street, Ashland

$550,000
3 Beds 2 Baths 220227680 MLS 1,620 SqFt. 71,874 Sqft. Lot 1.65 Acres
Welcome to this beautifully maintained 3-bedroom, 2-bath home built in 2019, offering a peaceful country feel just minutes from downtown Ashland. Situated on 1.65 acres with Neil Creek frontage, the property includes irrigation rights and a drip system serving the lush landscaping and vibrant flowers. Inside, the home offers a comfortable, functional layout with dual walk-in closets in the primary suite, a linen pantry, plus a new HVAC system and other upgrades. Outside is where the property really shines, with paver walkways, a spacious patio for entertaining, a large backyard, landscaped creekside areas, a fire pit, beautiful flower beds, and mountain views. A large 2-car garage/shop adds excellent space for parking, storage, or projects. Emigrant Lake is just a short drive away for boating, fishing, swimming, and recreation. Perfect for anyone seeking privacy, space, and an outdoor lifestyle while staying close to Ashland.

4481 Highway 66, Ashland

$818,000
4 Beds 2 Baths 220227619 MLS 1,836 SqFt. 6,098 Sqft. Lot 0.14 Acres
Beautifully updated craftsman home on a spacious corner lot with alley access in Ashland's Railroad District - walking distance to the Co-Op, Oregon Shakespeare Festival, Noble Coffee, Chozu Spa, Peerless Restaurant, and downtown entertainment. New furnace, exterior paint, expanded deck, fencing, concrete driveway with remote-operated gate, automated landscape lighting and irrigation, interior fixtures and appliances. Original wood floors, picture rail molding, and five-panel doors with antique mortise hardware throughout. Spacious living room with abundant natural light, gas fireplace with slate hearth, formal dining, updated kitchen, laundry mudroom, full bath with tub shower, and two bedrooms with closets on main level, plus two bedrooms and full bath with tub shower on upper level. Basement workshop with resurfaced and epoxy-sealed concrete floor. Formerly renovated ''top-to-bottom'' with new roof, insulation, AC, sewer lateral, supply and drain lines. Inquire for details!

311 B Street, Ashland

$595,000
3 Beds 2 Baths 220227602 MLS 1,726 SqFt. 9,583 Sqft. Lot 0.22 Acres
What an amazing home in this highly desirable neighborhood. You have the best curbside look on the block with low maintained manicured front and backyard. Close to the Oredson Todd Woods and surrounding Ashland trails. Featured with abundant living space for all to enjoy. A large living room with dining area, wood stove and open space that leads you to an additional enclosed sunroom to enjoy the abundant sunlight, crafts and comfortable summer evenings. Also, there is a great living room for additional entertainment. Hard wood, laminate & vinyl flooring. Both bathrooms have been recently remodeled. One bedroom has been used as an office with a long countertop working space. The primary bedroom also leads you out to a wonderful large deck. Rear deck is designed for BBQ's and entertainment. Come and enjoy this special backyard with views of the Cascades and Grizzley Peak. Just 3 miles from the Shakespeare Festival. TID water comes with this property.

2025 Green Meadows Way, Ashland

$669,000
4 Beds 2 Baths 220227582 MLS 2,120 SqFt. 312,760 Sqft. Lot 7.18 Acres
This beautiful recently renovated ranch is home located just 15 minutes from Ashland. Step inside to hickory hardwood floors, an open floor plan and unobstructed million-dollar panoramic views of Emigrant Lake, Pompadour Bluff, Grizzly Peak and the Siskiyou Mountains. Several french doors offer an immersive indoor-outdoor living concept with an ample patio perfect for dining and BBQing. The fourth extra large bedroom is adjacent to a solarium that would make a fantastic hot tub space. This 7+ acre mini-ranch is fully fenced and gated, with an interior dog fence line that is approximately two acres. Irrigated with water rights from a spring source, the ample lawn space is a dream come true. This versatile property features offer multiple workshops, a greenhouse, a paved basketball court, two carports, plenty of parking for RVs, boats, trailers and so much more. This one wont last long!

2590 Siskiyou Highway, Ashland

$410,000
2 Beds 2 Baths 220227463 MLS 1,359 SqFt. 5,227 Sqft. Lot 0.12 Acres
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

$439,000
3 Beds 2 Baths 220227341 MLS 1,328 SqFt. 1,742 Sqft. Lot 0.04 Acres
Ideally located in Phillips Corner near the heart of Ashland, this 3-bedroom, 2-bath townhome was built by KDA Homes with efficiency and sustainability in mind, meeting Earth Advantage standards. The home features high-efficiency mini-split HVAC, an on-demand gas water heater, and laminate flooring throughout. The inviting living room offers a gas fireplace and open staircase. The kitchen features modern cabinetry, stainless steel appliances, ample storage, and a convenient pantry. A large laundry room provides additional storage and functionality. Enjoy a large covered front porch and spacious attached 2-car garage. Affordable HOA dues include landscape maintenance, garbage service, and access to the community playground and garden. Just minutes from downtown Ashland, shopping, dining, entertainment, SOU, and nearby parks, this home offers comfortable, low-maintenance living in a convenient location.

43 S Mountain Avenue, Ashland

$550,000
3 Beds 2 Baths 220227058 MLS 1,301 SqFt. 8,712 Sqft. Lot 0.2 Acres
Located in one of Ashland's most desirable neighborhoods, this charming single-level home offers character, comfort, and an exceptional close-in location. Just over 1,300 square feet, the home features 3 bedrooms, 2 full baths, tall ceilings, and inviting living spaces. The living room showcases beautiful oak floors and a wood-burning fireplace, while the bedrooms feature warm fir flooring. Tile floors add character to the kitchen and bathrooms, which retain their own timeless charm. The laundry area is conveniently located just off the kitchen. Outside, the fully fenced backyard offers a deck and garden beds, creating a wonderful space for relaxing, entertaining, or gardening. A detached one-bay garage with a workshop provides excellent space for storage, projects, or hobbies. Close to downtown and all that Ashland has to offer, this is a special opportunity to own a character-filled home in one of the city's most sought-after neighborhoods.

345 Liberty Street, Ashland

$339,000
2 Beds 2 Baths 220226785 MLS 1,234 SqFt. 1,306 Sqft. Lot 0.03 Acres
Step inside through the custom tile foyer and into a light-filled living room with high ceilings and a cozy free-standing gas stove. This 1234 sq ft home comes with 2 bedrooms and 1.5 baths, a convenient main level laundry space and half bath off the kitchen. The kitchen has tiled countertops with a breakfast bar, dedicated dining area, and comes equipped with all appliances. Upstairs, the primary suite has great natural light, and the large spa-like bath comes with a jetted tub, glass enclosed shower, and dual vanity sinks. A second bedroom has flexibility for guests or home office. Off the dining area enjoy your own fenced yard ideal for a small garden, or to relax. Residents also enjoy access to the community pool. HOA dues of $475/mo include $175 currently put toward a roof assesment. Dues cover exterior maintenance and repairs, landscaping, garbage service, pool maintenance, and common areas. The home also comes with a detached one-car garage. Enjoy easy Ashland living!

830 Park Street, Ashland

$449,000
2 Beds 2 Baths 220226686 MLS 1,359 SqFt. 4,356 Sqft. Lot 0.1 Acres
Well-maintained single level townhome in the desirable Birchwood at Ashland, a planned community designed for easy living. Lovely curb appeal, private entry and a user-friendly floor plan with two bedrooms and two bathrooms, approx.1359 SF of living space. Oak hardwood floors run throughout. Living room features a gas fireplace and French doors open to the professionally landscaped private backyard patio area. Lots of colorful plantings and a custom water feature. The kitchen opens to the dining area with direct patio access for indoor/ outdoor enjoyment. Attached garage includes an EV charger. The heat pump and tankless hot water heater were installed in late 2022. Private street, guest parking and common area grounds are HOA owned and beautifully maintained with mature trees, shrubs and plantings. Convenient location close to shopping, the YMCA, city services and I-5 access.

2148 Birchwood Lane, Ashland

$595,000
4 Beds 2 Baths 220226618 MLS 1,956 SqFt. 12,632 Sqft. Lot 0.29 Acres
Tucked away in one of Ashland's most sought-after neighborhoods, this exceptional property offers the rare feeling of a private nature retreat while remaining just minutes from the heart of the city. Surrounded by mature trees and abundant natural beauty, the home feels like a treehouse, with beautiful mountain views creating a peaceful backdrop throughout the seasons. With access to a beautiful trail system, including the Ashland Ditch Trail, outdoor recreation begins right outside your door. Whether you're hiking, running, or simply enjoying a quiet walk, this location provides an unmatched connection to nature. The unique setting combines privacy, serenity, and convenience, offering a secluded escape without sacrificing easy access to downtown Ashland, local dining, and shopping. When driving by the property go Wimer st to Alta. Do not use Grandview.

279 Alta Street, Ashland

$325,000
2 Beds 2 Baths 220226605 MLS 1,225 SqFt. 1,306 Sqft. Lot 0.03 Acres
''Where the living is easy'' -- and in this Ashland condo, it truly is. This modern 2-bedroom, 2-bathroom condo offers effortless main-level living just minutes from everything that makes Ashland, Ashland. Rich bamboo flooring, granite countertops, and a gas fireplace give the space warmth and polish, while a laundry room and abundant storage keep daily life simple. A new water heater and dedicated underground parking check the practical boxes, while the HOA handles all exterior maintenance -- so your weekends are yours. Location? Hard to beat. You're close to N. Mountain Park, bike paths, ball fields, scenic nature trails, top-rated schools, and everyday shopping -- plus a quick hop to the world-renowned Oregon Shakespeare Festival and the beauty of Lithia Park. Whether you're catching a matinee downtown or a sunset walk in the park, this is Ashland living at its most comfortable.

608 Fair Oaks Court, Ashland

$379,000
3 Beds 2 Baths 220226576 MLS 1,661 SqFt. 8,276 Sqft. Lot 0.19 Acres
First time on the market in over 40 years, built in 1959, this 1661 sq. ft. 3 bed/ 2 bath house represents a rare opportunity to transform a mid-century treehouse into a truly special residence. Located in a beloved Ashland neighborhood close to trails and the university. Set on a sloping lot with picture windows overlooking mature oaks and madrones, with a level street approach and off-street parking. Newer roof and ductless heating. Kitchen, living area, one bedroom and bath located on the main level with additional office/ bedroom spaces & bathroom downstairs. Some deferred maintenance; including exterior decks, offered at a price to account for investments, this home is absolutely deserving of your vision and attention.

751 Glenwood Drive, Ashland

$725,000
1 Beds 2 Baths 220226541 MLS 1,448 SqFt. 1,306 Sqft. Lot 0.03 Acres
A second story corner residence in the A LEED-certified Plaza West Building with a flowing, light-filled floorplan. Hardwood floors, a stone-framed gas fireplace, and high ceilings set a calm, refined tone throughout. Oversized windows frame views of the Ashland hills and watershed from the spacious primary suite.The en suite bath offers marble-style tile, a double vanity, separate water closet, and a generous walk-in closet. The kitchen is finished with stone counters, stainless appliances, and solid wood cabinetry with soft-close drawers. A media room with pocket doors serves easily as a private office or guest space, with a half bath and separate laundry nearby. Gated parking, private storage, and building surveillance offer quiet peace of mind. Just moments from Shakespeare, Lithia Park, and Ashland's finest shopping and dining.

175 Lithia Way 200 Unit 200, Ashland

$507,000
3 Beds 2 Baths 220226394 MLS 1,552 SqFt. 4,791 Sqft. Lot 0.11 Acres
Well-maintained single-level home tucked into a cul-de-sac in the charming Mill Pond subdivision. This comfortable 3-bedroom, 2-bath floor plan features a vaulted ceiling in the living room with a large front window, built-in shelving, and a cozy gas fireplace. Beautiful hardwood floors, refinished in 2019, add warmth and character. The kitchen offers ample counter and cabinet space, pullout shelves, and corner lazy susans for easy organization. French doors from the dining area open to a covered patio, perfect for year-round enjoyment. The spacious primary includes a walk-in closet, an ensuite bath, & a door to the deck. New carpet in all three bedrooms. Low-maintenance landscaping and a large rear deck showcase lovely VIEWS. Schedule a tour today!

249 N Wightman Street, Ashland

$359,000
2 Beds 2 Baths 220226205 MLS 1,047 SqFt. 871 Sqft. Lot 0.02 Acres
Welcome to your dream sanctuary! Perched high in an exclusive residential community, this extraordinary second-floor condominium seamlessly combines modern luxury with natural tranquility. Step inside to discover a bright, open-concept living space framed by multiple windows which capture the views over a quaint green park. At the heart of the living room there is a cozy gas fireplace, creating an inviting ambience for relaxing or entertaining. Culinary lovers will adore the gourmet kitchen, fully equipped with stainless steel style appliances. Dual private balconies extend your living area outdoors, offering perfect vantage points to the scenic vistas. Both full bathrooms showcase exquisite custom stone tile work, transforming daily routines into a spa-like experience. For ultimate ease, an elevator ascends smoothly from the secure underground garage straight to your second-floor retreat.

624 Fair Oaks Court, Ashland

$999,999
3 Beds 2 Baths 220226122 MLS 3,180 SqFt. 268,765 Sqft. Lot 6.17 Acres
Welcome to 501 Carter Lane, a fully flat, usable property offering the ultimate blend of agricultural potential and incredible income generation! This upgraded 2,680 sqft. house is surrounded by amazing mountain views and features an 800 sq. ft. barn home, cottage, cabin, and a tiny home. The estate boasts tons of Airbnb rental income opportunity, with a 9-year 5-star Superhost history generating up to $100k+ annually. Built for growth, this farm features OMMP/ODA licensed gardens, greenhouses, and fertile soil. You'll find amazing, crystal-clear water with an endless well, irrigation ponds, and a 1-million-gallon TID water allocation. With upgraded electrical throughout and tons of equipment for farming included, it's a turnkey operation ready for your crops. Whether you want to farm, host guests, or move the whole family into this unique dream property, your endless possibilities await!

501 Carter Lane, Ashland

$449,000
3 Beds 2 Baths 220225551 MLS 1,134 SqFt. 2,178 Sqft. Lot 0.05 Acres
Spacious 3 bedroom townhome in the heart of Ashland with easy access to the bike path, close to downtown, SOU and the Oregon Shakespeare Festival. This ideal end-unit home has an open floor plan that welcomes you with gas fireplace in the living room, dining area with patio access, breakfast bar and beautiful solid wood kitchen cabinets. Easy living with attached single car garage and a main level bedroom and full bathroom. Upstairs you'll find two more bedrooms with mountain views and a full bathroom, as well as a landing loft area perfect for a reading, craft nook or office. Seller will pay 13-month Enhanced CRES home warranty. Association covers all exterior maintenance, trash, sewer, and landscaping. Beautiful, turn-key, Ashland living at it's finest!

39 N Mountain Avenue, 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: