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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

$1,337,125
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

$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

$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

$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

$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

$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

$1,850,000
4 Beds 6 Baths 220199795 MLS 4,584 SqFt. 16,552 Sqft. Lot 0.38 Acres
1910 Craftsman Style home in the Railroad District of Ashland, Oregon. This incredible property underwent an extensive renovation in 2008 by Bostwick Construction. The seamless transition from original to additional space was done in such a way as to restore the authenticity of the style, while adding amenities in a tasteful manner. Main house has approx. 4144 sf w/ 4 bedrooms and 4 1/2 bathrooms. Cherry wood floors, built-in shelving and cabinetry, lots of windows for natural light. Kitchen is a chef's dream w/ high end appliances, huge Soapstone center-island, built-in breakfast nook, pantry and office space. There is a main level bedroom suite w/ exterior access. Upstairs has additional three bedrooms, including spacious primary bedroom suite w/ two large walk-in closets. There's a detached studio space w/full bathroom and an oversized garage. The grounds are simply amazing, pool w/ spa, patio areas, garden walls, arbors, fencing and gates that create a wonderful sense of privacy.

586 B Street, Ashland

$660,000
3 Beds 2 Baths 220199600 MLS 1,688 SqFt. 7,840 Sqft. Lot 0.18 Acres
Envision your future in this beautifully remodeled 3 bedroom, 2 bath home in Ashland, where quality craftsmanship is evident. This residence exudes character & comfort, starting with its inviting front porch, perfect for enjoying a morning coffee. Step inside to vaulted ceilings in both the kitchen & the main bedroom, creating an airy spacious feel. Hardwood floors add warmth & sophistication. The sunny kitchen is a chef's dream, featuring skylights, granite counters, stainless steel appliances, walk-in pantry, & wine refrigerator. The main bathroom is a luxurious retreat with double vanity, walk-in shower, & soaking tub. An epoxy floor in the garage adds durability. Enjoy outdoor living with 2 decks designed for relaxation. The front yard houses a beautiful fig tree. The backyard has peach & apple trees & handy shed for all your garden tools. This property also offers parking for an RV or boat. Modern amenities combine with charming features to create a delightful living experience.

991 Terra Avenue, Ashland

$1,100,000
3 Beds 3 Baths 220199285 MLS 3,014 SqFt. 148,104 Sqft. Lot 3.4 Acres
Exquisite estate in serene private rural setting with all the conveniences of being in town on 3.4 irrigated acres with manicured grounds, pasture, and multiple outbuildings. The single-level, 3014 sf home features 3 bedrooms + study, and 3 baths with gorgeous mosaic tile. The spacious kitchen boasts leathered granite, antique glass-front cabinets, center island, gas range, and large pantry. Enjoy hardwood floors throughout, gas fireplace, & energy-efficient Mitsubishi mini-split system. The elegant primary suite offers a sitting area, walk-in closet, and courtyard access. Outdoor living includes a pebbled-concrete courtyard with boulder water feature and fire pit, huge fenced-in garden, tons of parking space, and all the outbuildings you could need: finished barn with bathroom, studio garden workshop, storage building, detached 2-car garage with carport + office space, plus a magical tree house! Complete with gated paved entry, TID irrigation pond, RV parking. Eligible for ADU.

2570 Siskiyou Boulevard, Ashland

$265,000
2 Beds 1 Baths 220199130 MLS 896 SqFt. 0 Acres
Quiet Upstairs Condo with spectacular views. Oak Knoll Golf course is right around the corner. Remodeled with beautiful new Hickory Style Flooring, all new stainless steel kitchen appliances, waterfall sink, butcher block countertops, and garden window. The bathroom is updated with double sinks, walk-in shower and newer washer and dryer. Water heater is also new. Off of the private 200 sq. ft. balcony is a storage area with workbench, pegboard, shelves and power_ The covered carport has additional storage cabinets. HOA covers water, sewer, garbage, landscaping and all exterior maintenance. All new plumbing and exterior paint just completed, and there are community raised garden beds for you to enjoy. Don't miss this rare opportunity to own an incredible condo close to shopping and recreational activities in a desired neighborhood.

854 Twin Pines Circle 10 Unit 10, Ashland

$415,000
3 Beds 2 Baths 220197605 MLS 1,222 SqFt. 5,662 Sqft. Lot 0.13 Acres
Step into this beautifully renovated Ashland home, where modern updates blend seamlessly with timeless charm. The bright and airy interior features stylish finishes, an open-concept layout, and thoughtfully updated spaces perfect for comfortable living. The sleek kitchen boasts high-quality countertops, updated cabinetry, and premium appliances, making it a dream for cooking and entertaining. Spacious bedrooms offer peaceful retreats, while the elegantly remodeled bathrooms provide a spa-like feel. Enjoy the private backyard oasis, ideal for relaxation or gatherings. New Roof replaced in 2025. Conveniently located near downtown Ashland, parks, and the Oregon Shakespeare Festival—this home is a must-see!

32 Lincoln Street, Ashland

$575,000
3 Beds 2 Baths 220198819 MLS 1,654 SqFt. 12,196 Sqft. Lot 0.28 Acres
Location, location, location!! Looking for a single level home in a safe neighborhood of Ashland? If so, this is the one for you! This charmer features 3 bedrooms, 2 bathrooms, open floor plan, spacious kitchen w/ granite countertops, ample soft-close cabinetry, & stainless steel appliances, bamboo flooring, large primary bedroom w/ a walk-in shower & dual vanities, attached 2 car garage w/ an attached workshop area, gas fireplace in the sunken living room, woodstove in the dining area, wooden deck that overlooks the fruit trees and garden beds, circular driveway, & much more! Roof is less than 5 years old and HVAC was recently installed so no need to worry about any major expenses in the near future. Perfect opportunity for anyone that wants to move to Ashland and enjoy everything Southern Oregon has to offer, so contact your agent today for a personal tour, before its too late!

872 Beswick Way, Ashland

$725,000
4 Beds 3 Baths 220198535 MLS 2,009 SqFt. 7,405 Sqft. Lot 0.17 Acres
The Mid-Century Modern home you've been looking for. Large, vaulted great room is perfect for entertaining. Chef's kitchen with high end appliances, overlooks the space with a natural stone island with plenty of work and eating space. A sunny eating area gives you a formal space to dine with mountain views. Very large primary bedroom with sliders on the back yard and a spa-like master. 3 other large bedrooms could be guest, TV or private office spaces as you need. Single level living at it's best. Beautifully updated, this has all the space you need and is very close to downtown and all of the restaurants and cultural activities. The backyard is private and has large planted areas as well as entertainment space. The side yard has raised beds for gardening. Two car garage with EV charging. Come tour this amazing home today.

395 Kearney Street, Ashland

$425,000
3 Beds 2 Baths 220198300 MLS 1,246 SqFt. 7,405 Sqft. Lot 0.17 Acres
Incredible opportunity: single-level, mid-century home with views! Situated on a corner lot above the boulevard, this 3-bedroom, 1.5-bath home features a bright living room with picture windows and a wood-burning fireplace for warmth and ambiance. Recent updates include a new roof, HVAC, flooring, and interior paint. The kitchen and dining area opens to a private backyard patio, perfect for indoor/outdoor living. A laundry room and half bath adjoin the dining space. The three bedrooms sit apart from the main living area, with two offering mountain views. Nestled in a quiet neighborhood close to downtown, Ashland Community Hospital, and Scenic Park, this home is a fantastic chance to enter the Ashland market!

382 Cherry Lane, Ashland

$745,000
3 Beds 1 Baths 220198215 MLS 1,467 SqFt. 8,276 Sqft. Lot 0.19 Acres
Located on one of Ashland's most coveted streets, the Elias Miller Home is a charming single-level Craftsman on the historic registry, offering front-row views into Lithia Park and easy access to all that downtown has to offer. Lovingly maintained, the home features newly refinished hardwood floors, fresh exterior paint, and thoughtful updates that preserve its historic charm. With 3 bedrooms and 1 bath, there's also room to add a second bathroom, expand living space, or simply enjoy the character throughout. The attic includes 440 sq ft of usable space with full headroom—perfect for adding stairs and creating additional rooms—while the 160 sq ft cellar provides ample storage. A rare opportunity in an unbeatable location.

102 Granite Street, Ashland

$409,000
4 Beds 2 Baths 220198125 MLS 1,548 SqFt. 8,276 Sqft. Lot 0.19 Acres
Charming Ashland 50's single-level with plenty of space and extra-living potential. You'll just love this 4 bedroom, 2 bath home with large living area and three guest bedrooms with original hardwood flooring, updated guest bath, modern kitchen, tall cabinetry, tile countertops and a cozy attached dining space, plus a spacious entertainment room with woodstove. There's a roomy primary bedroom with updated flooring, renovated full bath, walk-through closet, and garden door leading to a comfortable, sunny back deck. AND the 19/100 acre lot is ideal for those who want a large yard, good off-street parking and space to add a shop, garage, garden or even an accessory dwelling! Comes with a large storage building with metal roof and electricity already installed. Easy access to everything Ashland has to offer—it's a great place to call HOME!

710 Faith Avenue, Ashland

$445,000
220198056 MLS 5,227 Sqft. Lot 0.12 Acres
Exclusively presented for sale - 1745 Ashland Street, an attainable, long-established medical office in beautiful Ashland, Oregon! Enjoying great visibility and a prominent location, Ashland Street sees ± 12,589 VPD, and is a very 'well-known' location close to everything Ashland has to offer. The building itself is an efficient flex office space, with a waiting area, 4 private offices (currently exam rooms), full bath, storage, and a beautiful private backyard. Complimenting the main building, a light and bright detached studio is a great addition for additional revenue or expansion of the main business. Large private paved parking lot, 8 dedicated spaces with room for more. While ideal for medical users, the subject property could serve a variety of users very well - perfect for nearly any entrepreneurial owner-occupant! Contact brokers for more info.

1745 Ashland Street, Ashland

$855,000
4 Beds 3 Baths 220198021 MLS 2,593 SqFt. 10,018 Sqft. Lot 0.23 Acres
Opportunities like this don't come along often. Lovingly restored home with an ADU cottage on a .23 acre flat lot that is close to downtown Ashland. The main house is 2142 sf with 3 bedrooms and 2 baths. It boasts an open floor plan with exposed beams, wood floors, custom lighting and hand-crafted cabinetry throughout. The chef's kitchen with professional dual fuel range is the perfect backdrop for entertaining. Retreat to the primary bedroom with a large walk-in closet and French doors that open to a lovely patio and backyard waterfall. A flagstone path leads through the garden to a 352 sf one bedroom/one bath cottage. Polished concrete floors add to the modern design of this private oasis. Cottage has dedicated parking and alley access so guests or tenants can come and go as they please. The professionally landscaped grounds are both beautiful and low-maintenance and a detached one car garage is great place for storage or a home studio. Truly a fantastic home in a prime location.

280 Liberty Street, Ashland

$735,000
3 Beds 2 Baths 220197145 MLS 1,767 SqFt. 1,776,376 Sqft. Lot 40.78 Acres
Unique opportunity for privacy & seclusion with vast mountain views & high speed internet just minutes to downtown Ashland. This 40+ acre property (2 tax lots) located approx. 1/2 mile up a quiet country road has trails, creeks & a waterfall bordered by National forest. The stone & cedar-sided well-lit home has many recent upgrades including remodeled kitchen/bathrooms, HVAC, water heater, double pane windows, flooring, 672 Sq Ft 2 car garage & shop, fenced garden & greenhouse with electricity & water, & extensive forest management/fuel reduction. The main living space has a sunken area with a wood stove & large windows looking over forests & beyond to Grizzly Peak. The kitchen has maple cabinetry & stainless appliances. Three bedrooms with views of the surrounding hillsides, mountains & forest & a den perfect for a home office. Large deck is great for entertaining. There is a legal non-conforming cabin (check with county) & Pac Dome both with electricity, water & high speed internet.

2295 Tolman Creek Road, Ashland

$797,000
3 Beds 3 Baths 220197015 MLS 1,749 SqFt. 4,356 Sqft. Lot 0.1 Acres
Step into timeless elegance with a modern twist, in this meticulously updated Arts & Crafts home in the heart of the Railroad District. This historic gem blends classic charm with contemporary convenience and features a main level primary bedroom. The wonderful front porch welcomes you into this 3 bedroom plus office, 2 ½ bath home, with a new roof. The quality of craftsmanship is immediate with cherry built-ins that draw you into the light filled living room with a fireplace. The chef's kitchen has custom cabinets, granite counters and Wolf range. Outback is a large deck that overlooks the landscaped yard with garden beds and a detached garage with an EV charger & alley access. The deck is perfect for entertaining and has a retractable awning. A home office and ½ bath round out the downstairs. Upstairs has a large landing along with two additional bedrooms and a full bathroom. This home is a masterpiece of design and elegance. A unique find and just blocks to the Co-op and downtown.

343 B Street, Ashland

$880,000
4 Beds 2 Baths 220197011 MLS 2,220 SqFt. 8,276 Sqft. Lot 0.19 Acres
Just moments from Ashland's iconic Plaza, Lithia Park, and the renowned Oregon Shakespeare Festival, the historic Otto Miller cottage offers timeless charm and modern updates. This lovingly maintained home boasts an inviting, light-filled floor plan with main-level living, featuring a spacious living room, two bedrooms, full bathroom and laundry plus a bonus room with custom built-ins, perfect for an oversized closet or office; the airy kitchen, accessed through French doors, flows seamlessly into the dining area. A screened-in porch invites seasonal living, with the sounds of Ashland Creek nearby. The lower level offers a separate bedroom and bathroom with heated tile floors, along with a bonus room and private entry - ideal for guest or work space.This historic gem is ready for your personal touch.

98 Granite Street, Ashland

$625,000
4 Beds 3 Baths 220196309 MLS 1,849 SqFt. 11,761 Sqft. Lot 0.27 Acres
Nestled above the boulevard in Ashland, this mid-century modern home offers a unique blend of classic design and modern updates. Oversized windows frame beautiful mountain views, and fill the space with natural light. A new Morso wood stove adds both warmth and ambiance to the living space; and you'll stay comfortable year-round with the new high-efficiency heat pump (with air filtration system) and gas furnace. The kitchen features a Blue Star gas range, quartz counters and new lighting, while the updated main bathroom provides a spa-like retreat, with a walk-in tiled shower and new vanity. The lower level offers incredible versatility with a multi-use space complete with its own entrance, bathroom, and kitchenette - perfect for long term guests or a home office. Outside, a fully fenced yard with mature landscaping provides a serene escape, complete with winding pathways, multiple seating areas, a gazebo for outdoor dining, cedar sauna, and outdoor shower!

1400 Woodland Drive, Ashland

$445,500
2 Beds 1 Baths 220196287 MLS 832 SqFt. 9,583 Sqft. Lot 0.22 Acres
Adorable cottage on an oversized lot on a quiet street just a block from Hunter Park. This sweet two-bedroom, one-bathroom home has been well-cared for and has many recent updates, including Hardiplank siding, new roof, mini-splits and a hot tub. The light-filled living room has lovely hardwood floors and connects to the kitchen through an arched opening. The two bedrooms sit away from the living area and share a full bathroom with custom tile. The mudroom/laundry room leads to the covered patio in the backyard, which invites indoor/outdoor living. The large backyard offers lots of possibilities. There is a raised clubhouse that is perfect for play or even as a quiet meditation space. The hot tub area is a wonderful place to unwind. There is a potting shed and raised garden beds for the green thumbs. Rounding out the backyard is a shed that has many options for use. Located close to Remix, Hunter Park, and the bike path, you don't want to miss this opportunity.

1691 Parker Street, Ashland

$805,000
3 Beds 2 Baths 220196228 MLS 2,136 SqFt. 13,939 Sqft. Lot 0.32 Acres
Step into this stunning 1966-built home that seamlessly blends timeless mid-century design with modern luxury. Boasting an open floor plan, the living spaces flow effortlessly, creating a sense of openness and connection to nature. The grand windows throughout flood the home with natural light and showcase breathtaking views of mountains, including mature trees and flourishing apple trees that offer both beauty and privacy. Recently remodeled, the heart of the home is the brand-new kitchen, featuring sleek cabinetry, top-of-the-line appliances, and elegant finishes that cater to both style and function. New oak hardwood floors extend throughout the house, adding warmth and sophistication to every room. High end Marvin window package throughout the house, enhancing the home's overall appeal. Detached finished office. Seller is a licensed Realtor.

2020 Mohawk Street, 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: