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$585,000
2 Beds 2 Baths 220200805 MLS 1,592 SqFt. 13,939 Sqft. Lot 0.32 Acres
Only two short, level blocks to the Ashland Plaza and just a block from the Food Co-Op and Ace Hardware, this historic Railroad District property somehow feels worlds away. Step into the backyard and you're greeted by the sound of water, views of Lithia Creek, and rare in town solitude. Built in 1912, the Loosely House radiates vintage charm in a close to everything location. The 2 bed, plus a sunroom, 2.5 bath, 1,592 sf single level home sits on a mostly undeveloped R-2 zoned .32 acre lot stretching over 200' deep. A large sunroom, covered deck, patio, deer fencing, and a spacious 528 sf detached garage/storage/workshop offer comfort, flexibility, and future potential. With a bit of investment, this home could truly shine. Whether you're drawn to the development potential, the downtown proximity, or the peaceful backyard retreat, opportunities like this are few and far between.

263 Oak Street, Ashland

$1,112,000
4 Beds 4 Baths 220200519 MLS 4,332 SqFt. 910,404 Sqft. Lot 20.9 Acres
This meticulously maintained private 20.9 acre estate features an elegant main house with majestic views from every room, original oak and reclaimed oak barnwood floors, mature landscaping, a large sprawling lawn area and an outdoor guest bathroom. The attached 2 car garage is insulated and finished with windows and shelving. The property includes an 1,800 sq ft. barndominium, a deer fenced garden, firewood storage custom built from logs off the land, six outbuildings, a large pasture and horse shelter, and a magnificent arena and round pen. In your own private park enjoy the lovely walking/riding paths that wind through meadows, a conifer forest over a seasonal pond and into a large oak savannah where you can lose yourself in the beauty of nature. In the main house the master bedroom has a lovely screened-in porch, the upstairs bedroom has inspiring views of the land and sky with a separate staircase entrance. Come experience the joy and peace this property offers.

5631 Old Highway 99 S, Ashland

$425,000
3 Beds 3 Baths 220200693 MLS 1,674 SqFt. 0 Acres
Lovely updated condo with abundant natural light and mountain views, just steps from community gardens, picnic tables, walking paths, and playgrounds of dog-friendly Scenic Park near Asante Ashland Community Hospital. Main level living room, formal dining area with sliding doors to fully-fenced private backyard, kitchen with solid oak cabinets, granite counters, and half bath with washer and dryer. Upper-level primary suite with vaulted ceiling, walk-in closet, full ensuite bathroom with double vanity and shower tub. Two additional bedrooms with closets, and full guest bathroom. Interior stairwell to lower-level.Huge finished bonus room behind 2-car garage. Small association of nine units with dues of $275 per month covers all exterior maintenance - including roof, gutters, siding, paint, stairs, fencing, annual window cleaning, parking, and common area landscaping. Inquire for details!

569 Scenic Drive, Ashland

$1,337,125
4 Beds 4 Baths 220200611 MLS 2,997 SqFt. 13,503 Sqft. Lot 0.31 Acres
Masterfully renovated mid-century view home with timeless quality and refined finishes by renowned craftsman Ron Albano in the hills above downtown Ashland. All new Sierra Pacific windows, wide-plank hardwood floors, solid-core doors, designer fixtures and hardware, Level 5 drywall finish, quarter-sawn vertical grain white oak cabinetry, meticulous tilework, and gourmet appliances. Vaulted primary with private view balcony and full ensuite bath with soaking tub, tiled shower, double vanity, and custom walk-in closet. Main level with two guest bedrooms and two full baths, living room, family room, and great room with formal dining area. Detached guest home with kitchenette and full bath. Upgraded electrical, plumbing, and mechanical systems throughout with new high-efficiency gas furnace, AC unit, mini-splits, ducting, and tankless water heater. Completely rebuilt in-ground pool, new flatwork, low-voltage lighting, and drip irrigation system. Inquire for details!

310 Holly Street, Ashland

$470,000
3 Beds 2 Baths 220200602 MLS 1,364 SqFt. 6,098 Sqft. Lot 0.14 Acres
Charming 3BD/2BA Split-Level Home with Stunning Views—Under $500K! Enjoy breathtaking views of The Pompadour and Grizzly Peak from this delightful split-level home, ideally located near parks, trails, and downtown Ashland. The main level features new solid hickory floors, fresh paint, updated trim, and window treatments. The kitchen boasts granite countertops, a tile backsplash, and stainless steel appliances. The spacious primary bedroom includes a large walk-in closet and an updated private bath. Oversized windows flood the living room with natural light, framing the picturesque vistas. Downstairs offers two additional bedrooms, a full bath, laundry area, and polished concrete floors. Enjoy outdoor living on the expansive decking, perfect for entertaining. The terraced yard with mature trees and a large garage adds to the home's appeal. Bring your vision and make this sweet home your own!

371 Patterson Street, Ashland

$490,000
1 Beds 1 Baths 220200599 MLS 832 SqFt. 4,791 Sqft. Lot 0.11 Acres
Charming Victorian cottage. Close to downtown Ashland. You'll be smitten when you walk in the front door of this jewel of a home with lots of light and designer touches throughout. 1 bedroom, 1 bath, lovingly renovated and cozy with electric fireplace heater in bedroom and gas stove in front room. High ceilings. Original front door and moldings. Welcoming front porch. Designer light fixtures. Claw foot tub in addition to separate tiled shower. Mini split heat and A/C. Large, peaceful, private and quiet backyard leads to additional guest quarters, a beautifully renovated airstream with all its own privacy, courtyard & separate entrance from street. Drip system in front and back. Mature landscaping. Rented in past for $2450. per month. Add an additional ADU in back and rent short term per City of Ashland. Do your own due diligence.

171 Helman Street, Ashland

$799,000
1 Beds 2 Baths 220200581 MLS 1,160 SqFt. 583,268 Sqft. Lot 13.39 Acres
It's all about the beautiful 13.39 contiguous acres with 12.6 acres of TID irrigation, panoramic views and just minutes to downtown Ashland. Family owned since 1964, the original home was built in 1915. There are 3 separate tax lots, one with the original home,6-stall horse barn and workshop (5.81 acres), one that has a non-expiring homesite (confirm with county) with fantastic panoramic views (4.53 acres) and the third with a large barn (3.05 acres) and separate access. All 3 may be sold separately (check with Jackson County Planning). Tax lot #700 has a small home, large shop, a 8-stall barn, tack room and small living quarters in the back. There is a 2-story barn on tax lot #300. The portion of the property growing grass and clover for hay produces approximately 600 bales and has wheel line irrigation. There are many other potentials for this EFU property.

1249 N Valley View Road, Ashland

$790,000
4 Beds 3 Baths 220200582 MLS 2,450 SqFt. 11,761 Sqft. Lot 0.27 Acres
Tastefully updated home in the hills above beautiful downtown Ashland! Upon entering the home, you are drawn to the treed setting with incredible views of Grizzly Peak and mountains afar. Lots of windows allowing for an abundance of natural light to filter in. Well laid out kitchen w/ stainless steel appliances, Quartz countertops, including the breakfast bar overlooking the dining room. Living room has a vaulted ceiling and access to the spacious deck perfect for indoor/ outdoor living and entertaining. There is a bedroom and bathroom on the main level providing flexibility depending on one's needs. The lower level has an impressive primary suite w/ fireplace, private access to the lower deck, walk-in closet and bathroom w/ dual vanity, shower and jetted tub. Two additional bedrooms, a shared bath and laundry room. There is a lower-level storage area, an attached two-car garage + off-street parking. Nature abounds w/ trail access just steps from your front door! Welcome home!

685 Morton Street, Ashland

$510,000
2 Beds 2 Baths 220200547 MLS 1,780 SqFt. 7,840 Sqft. Lot 0.18 Acres
Elegant single-level home in a quiet, no-traffic neighborhood with breathtaking views of Grizzly Peak and Pompadour Bluff. A wide slate entry with double doors welcomes you to honey-toned wood floors in main living areas, large picture windows, brand-new carpet in key areas, and abundant natural light throughout. The open floor plan flows seamlessly from living and dining areas to a spacious deck, perfect for entertaining or quiet enjoyment. The kitchen offers expansive counters, ample cabinetry, and a built-in desk. Thoughtfully designed with well-separated bedrooms and a handsome office featuring paneled walls and a fireplace. The private yard showcases mature landscaping, privacy hedges, a generous patio, and easy-care gardens. Recent updates include a new sewer line, a 50-year architectural roof, and a two-car garage. A rare blend of timeless quality, comfort, and peaceful living.

742 Twin Pines Circle, Ashland

$575,000
4 Beds 3 Baths 220200540 MLS 2,074 SqFt. 4,356 Sqft. Lot 0.1 Acres
This beautiful two-story home combines elegance and functionality. The kitchen offers beautiful granite countertops and lovely views of the green space through its window. The spacious primary bedroom is conveniently located downstairs, while upstairs, you'll find three additional bedrooms. A cozy living space with gas fireplace enhances the inviting atmosphere, and the light-filled, vaulted ceilings create an open and airy feel. Enjoy the charm of a nice front porch, as well as a private, landscaped back patio—perfect for relaxing and entertaining in privacy. Plus, a two-car garage provides ample storage and convenience, making this home a perfect blend of comfort and practicality.

2718 Takelma Way, Ashland

$160,000
1 Beds 1 Baths 220200513 MLS 797 SqFt. 871 Sqft. Lot 0.02 Acres
Gorgeous, remodeled one bedroom condominium in the award-winning, 55+ retirement community, Mountain Meadows. Redone with a decorator's eye this unit boasts new carpet, interior paint, luxury vinyl plank flooring, stunning light fixtures, new appliances and blinds. The beautiful living room has a pass-through counter to the kitchen and an adjoining dining area. There is a large primary bedroom with a spacious walk-in closet. The private entrance to the outdoors makes this a perfect location to have a pet or just to step outside and explore the neighborhood, local restaurant and parks. Backdoor has level access to a covered parking area and storage unit. Enjoy the sunset and mountain views from the large covered front patio while being just steps from the Clubhouse and amenities such as a pool, jacuzzi, game room, library, fitness center, dining room and more!

920 N Mountain Avenue, Ashland

$975,000
3 Beds 2 Baths 220200390 MLS 2,032 SqFt. 6,969 Sqft. Lot 0.16 Acres
Stunning new construction in Ashland's Magnolia Meadows! This exceptional three-bedroom home features a unique design and thoughtful use of space, making it a true neighborhood gem. Enjoy a pitched roof ready for solar panels, a fully fenced yard with drip irrigation, beautiful landscaping with views of Grizzly Peak. Inside, benefit from top of the line heating and cooling, on-demand hot water, and heated flooring in the master bath. Elegant vaulted ceilings with skylights and clear story windows that envelope rooms with light. Gas fireplace serves as a focal point, complemented by 8-foot rift oak doors. Single-story living with no carpeting— deluxe master suite, beautiful wide planked hardwood oak floors with the expansive living and dining area featuring custom built-ins, quartz countertops, and gourmet kitchen 36'' Bosch induction range, wine cooler and more. Discover your dream home today!

360 Briscoe Place, Ashland

$1,051,326
5 Beds 4 Baths 220200333 MLS 4,560 SqFt. 14,810 Sqft. Lot 0.34 Acres
Unique opportunity to own a private 4,560' compound, walking distance to downtown Ashland. The building is divided into two units: 394 Hersey, a two story 3,124' 3 bed/2 bath with a bonus room and garage, and 396 Hersey, a 1,436' ADA accessible 2 bed/2 bath with it's own parking and entrance. The main home opens up to 23' ceilings and a spiral staircase. The large living room provides abundant space for entertaining, and substantial natural light. The dining room features large columns and a Murano chandelier. In the kitchen, you will find a gas range, double ovens, and a pantry. Upstairs is the primary suite, complete with mountain views, a private balcony, spacious bathroom, closet, and bonus room. In the second unit, you will find Brazilian Cherry floors throughout, and a custom kitchen with granite countertops. E-1 zoning allows for flexible use between residential and business purposes. Short term rental use is permitted with conditional use permit. Please see 3D tours attached.

394 - 396 E Hersey Street, Ashland

$1,235,000
4 Beds 4 Baths 220200330 MLS 3,206 SqFt. 977,922 Sqft. Lot 22.45 Acres
Just a short drive south of Ashland, Oregon, lies this private 22-acre retreat. This private estate features a custom home, a recently built 5,000+ sq ft shop with striking modern design, plus sweeping views of the mountains. Inside, the home welcomes you with a bright entry foyer, cathedral ceilings, and a Tulikivi soapstone stove. The modern kitchen is equipped with high-end appliances and flows seamlessly into the dining room and living area. The main level also includes a spacious guest bedroom, full bath, walk-in pantry, and utility room w/half bath. Upstairs, the primary suite offers a walk-in closet and luxurious private bath, accompanied by two additional bedrooms, a guest bath, and a 2nd laundry room. The shop includes flexible space for vehicles, hobbies, a gym, or workshop. Outdoors, enjoy 900 feet of Slide Creek, hike through the well-maintained forest, or unwind in the hot tub. This is a rare blend of seclusion, usable land, recreation, and convenience.

1694 Old Siskiyou Highway, Ashland

$588,015
3 Beds 2 Baths 220200299 MLS 2,190 SqFt. 9,147 Sqft. Lot 0.21 Acres
Lovingly detailed craftsman bungalow in Ashland's historic district with income or dual-family opportunities. Upstairs two-bedroom one-bath home, and downstairs one-bedroom apartment. Light and airy upstairs. Versatile entry area with a sun room feel. Living room with bay windows and great light. Dining area or additional living space with beautiful built-ins and leaded glass giving so much character. Hardwood floor in dining and kitchen. Updated kitchen with custom cabinetry, granite countertops, large island, and ample storage. Spacious primary bedroom. Tiled bath with clawfoot tub. Shaded deck off of kitchen overlooking the yard, perfect for enjoying the view of the hills. Cozy downstairs apartment. Open kitchen and living area with additional built-in details and breakfast bar. Finished detached garage is great for shop or studio space. Lush yard with mature wisteria and plantings.

558 Holly Street, Ashland

$418,112
3 Beds 2 Baths 220200238 MLS 1,700 SqFt. 6,098 Sqft. Lot 0.14 Acres
Spacious and modern cottage-style Ashland home! This home is centrally located near all south Ashland has to offer, while enjoying the privacy of the back corner of a flag lot. The charming front porch leads into an expansive living area that's overflowing with natural light, with windows on every wall and a large skylight. Vaulted ceilings and an open layout make the space feel even more generous and ensure no one feels left out during meals or parties. Both guest bedrooms are nicely-sized, with French doors on the front room offering the versatility of being a bedroom or an office/library. The primary bedroom has an ensuite bathroom and private access to the backyard, with a laundry/mud room providing the other access. Four different parks within just a few blocks allow for plenty of outdoor space to enjoy without having significant yard maintenance. Brand new interior and exterior paint and new flooring make this home completely turnkey and ready for a new owner's fresh flair!

626 Park Street, Ashland

$1,440,000
4 Beds 4 Baths 220200154 MLS 5,186 SqFt. 253,083 Sqft. Lot 5.8100000000000005 Acres
.Experience a place that transcends the ordinary, where nature's rhythms become part of your daily life. This exceptional property offers breathtaking views, magnificent craftsmanship, privacy, and multiple spaces that beckon you to pause and savor life's moments. Meticulously designed, the home blends indoors and outdoors with expansive windows framing the surrounding beauty. Multiple decks provide outdoor options for views, shade, or sun, depending on the weather, and your mood. Outside, a saltwater pool with beach entry invites relaxation. The year-round private pond is fed by a natural spring. Outbuildings include a 4-stall barn, multiple garages, and a playhouse with electricity. Yet, this home's essence lies not just in its features, but in the feelings it evokes. Here, connections deepen, stress decreases, & time slows, allowing you to embrace life's simple pleasures. More than a residence, this is a true sanctuary—a place that encourages slowing down and taking deep breaths.

1495 Tolman Creek Road, Ashland

$736,000
2 Beds 2 Baths 220200132 MLS 1,700 SqFt. 0 Acres
Top-Floor Treasure at Ashland Creek Condominiums Enjoy elegant, low maintenance living just two blocks from downtown Ashland, the Oregon Shakespeare Festival, City Plaza, and a variety of shops and dining. This beautifully updated top-floor condo offers approx. 1,700 sq ft of light-filled space, including 2 spacious bedrooms, 2 full baths, and 2 private decks with views of Ashland Creek—ideal for relaxing or entertaining. Interior highlights include new flooring, granite countertops, updated cabinetry, modern appliances, fresh paint, and scenic city and treetop views. A 2018 HVAC system ensures year-round comfort. Added features include designated parking, EV charger plug, secure storage, and HOA-covered exterior maintenance, landscaping, and window cleaning. Sophisticated, easy living in a prime Ashland location.

71 Water Street 303 Unit 303, Ashland

$662,500
3 Beds 2 Baths 220200099 MLS 1,636 SqFt. 22,651 Sqft. Lot 0.52 Acres
Lovely single-level home with valley views on a quiet cul-de-sac. Situated on over half an acre, this well-maintained 3-bedroom, 2-bath home offers peace, privacy, and park-like grounds with 27 mature oak trees. Solid oak floors add warmth and continuity throughout. The living room enjoys expansive views toward Medford and the Table Rocks. A light-filled kitchen and dining area open to a spacious backyard deck—ideal for indoor/outdoor living. Bedrooms are thoughtfully separated from the main living space. The large primary suite offers direct access to the backyard and deck, creating a private retreat with a strong connection to nature. The current owner has updated the HVAC and roof in the last few years. Located near Hald/Strawberry and Westwood Parks, with excellent access to Ashland's trail system. The lot offers ample space for an addition if desired, and the surrounding neighborhood of higher-priced homes makes it a great candidate—a truly unique opportunity in a serene setting.

575 Nyla Lane, Ashland

$299,000
2 Beds 2 Baths 220200071 MLS 1,467 SqFt.
Explore serenity in this well-maintained single-level condo on a quiet cul-de-sac in Ashland's Mountain Meadows. This ground-level gem offers two bedrooms, two bathrooms, and an attached garage. The light-filled living room features a beautiful gas fireplace, creating a cozy focal point. The kitchen, with solid wood cabinets, flows seamlessly for cooking and entertaining. Relish the spacious primary bedroom with an ensuite bathroom, walk-in closet, and extra sitting/reading area. The second bedroom, perfect for guests or a home office, connects to another full bathroom. Convenience meets style with a large laundry room providing extra storage. Experience low-maintenance living and energy efficiency. Enjoy the beauty and camaraderie of Mountain Meadows and Ashland. Monthly dues include $270.51 for the condo association, $878.85 /month for one person, or $1173.85 /month for two people. Embrace comfort and community in this inviting Mountain Meadows residence.

820 Satsuma Court, Ashland

$815,000
3 Beds 2 Baths 220198048 MLS 1,897 SqFt. 6,534 Sqft. Lot 0.15 Acres
Nestled in the coveted Verde Village neighborhood of Ashland, this stunning, Earth Advantage Platinum-certified home is the epitome of modern, sustainable living. Incredible views of Mt Ashland! Eco-friendly features with luxury living ensure comfort & efficiency. The single-story split floorplan offers 3 spacious bds + den/office. Step inside to discover Brazilian cherry flooring that flows throughout the home, complemented by a gas fireplace with custom tile surround & built-in cabinetry. Vaulted ceilings & an abundance of windows for natural light. High-end stainless appliances, including a 5-burner cooktop, wall oven, convection oven & large kitchen island w/seating. Outdoor patio offers views & low-maint. landscaping for easy enjoyment. Oversized garage features custom cabinet system, workbench & Chargepoint EV charger. Solar panels for enhanced efficiency. Located in a zero-energy ready community, this is a rare opportunity to experience sustainable luxury living at its finest!

850 Sander Way, Ashland

$390,000
2 Beds 1 Baths 220200053 MLS 1,353 SqFt. 5,227 Sqft. Lot 0.12 Acres
Location, location, location! 1 block to town. This vintage beauty is waiting for vision & loving care! 2 brm, 1 bath with tub/shower. Dining room area. Bay windows in bedroom, front room & cozy kitchen nook w/ lovely views of mountains give this home additional charm. Fire place in front room. Ready to use on winter days. Lots of storage. Mature landscaping. Wood shed. Large patio area, perfect for entertaining. Corner lot. Detached building was garage, has shop below. In neighborhood of beautiful historic homes. Close to Library. Comfortable inviting front porch. Lighted storage below house. Additional ADU potential with mtn views. Do your own due diligence with City of Ashland. House sold ''as is''.

71 Gresham Street, Ashland

$250,000
2 Beds 2 Baths 220199994 MLS 1,078 SqFt.
Experience exceptional living at 954 Golden Aspen, nestled in Ashland's premier 55+ resort-style community, Mountain Meadows. Ideally located just steps from the clubhouse and dining area—convenience is right down the hall! This beautifully maintained condominium features an expansive private patio, perfect for enjoying the lovely courtyard and professionally landscaped surroundings. Inside, you'll find high-quality commercial-grade carpet and upgraded countertops throughout. This condo also boasts a new HVAC system. Large windows flood the home with natural light, creating a warm and inviting atmosphere. Don't miss your chance to own this light-filled, thoughtfully upgraded condominium which is ideal for easy living and enjoying the wonderful amenities the community has to offer.

954 Golden Aspen Place, Ashland

$799,000
3 Beds 3 Baths 220199792 MLS 2,811 SqFt. 26,136 Sqft. Lot 0.6000000000000001 Acres
Quality custom-built home on a large lot within the west hills of beautiful Ashland, Oregon. Nestled in behind Hald Strawberry Park, a buffer creating a quiet serene setting, and within a short distance to a network of hiking trails. Home has a unique floor plan and can provide a number of different options, configured to be a home within a home and can work well for generational living, a caretaker, or? 3+ Bedrooms & 3 bathrooms w/ approx. 2811 SF. Home is energy efficient w/ 16 panel solar array for electricity, radiant heat floors, strategically placed windows and architectural features to allow for flow of natural light and air. 85' wrap around deck on the east side of the home for outdoor enjoyment. Grounds have mature landscaping, fenced in backyard w/garden beds, fruit trees and berries. A lovely natural setting w/ ravine in the back for all the species of birds and wildlife. Detached 3-car garage w/ one bay currently equipped for a workshop w/ dust collection system in place.

130 Westwood Street, Ashland

$368,800
1 Beds 1 Baths 220199941 MLS 560 SqFt. 4,791 Sqft. Lot 0.11 Acres
Welcome to 441 Beach Street, a hidden gem nestled in the heart of Ashland, Oregon! This cozy 1-bedroom, 1-bath home is bursting with character and convenience. With 560 sq ft of thoughtfully designed living space, it's the perfect opportunity for a first-time buyer, student, or savvy investor. Built in 1945, this classic cottage has been refreshed with new interior paint throughout and a brand new gas wall heater (2025) to keep you cozy year-round. The metal roof offers long-lasting durability, while the fully fenced backyard is ideal for pets, gardening, or simply relaxing in your own private oasis. Enjoy being just a short stroll from Southern Oregon University, schools, shops, and all that vibrant downtown Ashland has to offer. Whether you're looking for charm, location, or investment potential—this home checks all the boxes. ✨ Don't miss your chance to own a piece of Ashland history. Schedule your tour today!

441 Beach Street, Ashland

$853,249
3 Beds 2 Baths 220199846 MLS 1,691 SqFt. 13,068 Sqft. Lot 0.30000000000000004 Acres
Single Level New Construction with a View! This home has multiple outdoor living areas, a spacious great room and kitchen with large island, walk in pantry, tile backsplash, quartz counters, custom cabinets with soft close drawers and stainless steel appliances. 3 bedrooms including a primary suite with walk in closet, tile shower and custom vanity. Guest bathroom with bathtub and tile shower surround, laundry room and 2 car garage round out the floor plan. Built to Earth Advantage Platinum Standards providing comfort and energy efficiency with low U rated windows allowing for abundant natural light but not overly contributing to the home temperature, solar panel array, low emission materials, EV charger, high grade insulation, plus constructions follows the Firewise code. The fenced yard with built in drip irrigation provides privacy and a canvas for the gardener. See attached West Village Map for availability of other homes.

562 Coffee Lane, 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: