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$560,000
3 Beds ⋅ 2 Baths ⋅ 220225903 MLS ⋅ 1,406 SqFt. ⋅ 8,276 Sqft. Lot ⋅ 0.19 Acres
Enjoy the best of Ashland from this charming single-level 3-bedroom, 1.5-bath home, just a short stroll to coffee shops, shopping, Southern Oregon University, & the world-famous Oregon Shakespeare Festival. Built in 1965, this inviting home features hardwood floors, abundant storage, & a cozy wood-burning fireplace with a convenient pass-through from the garage for firewood. The remodeled kitchen offers granite countertops, under-cabinet lighting, & a stainless steel gas range with double ovens. Relax year-round in the bright sunroom with a ceiling fan & removable insulated skylight covers overlooking the backyard with fruit trees, sprinkler system, clothesline, & room to garden. Carport included. Major updates include a new roof & skylights in 2021 and fresh exterior paint in fall 2025. Combining timeless mid-century appeal with thoughtful updates, major improvements, and an unbeatable close-in location, this is a wonderful opportunity to enjoy the best of Ashland living!

429 Morton Street, Ashland
$1,450,000
220225791 MLS ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
One block from the Oregon Shakespeare Festival and downtown Ashland's restaurants, galleries, and cultural amenities, the McCall House B&B is a beautifully restored 1883 Italianate home offered for sale as a private residence. Currently operating as a boutique hotel, the property features ten historic guest rooms, including two detached private Carriage House suites, and may continue as a licensed hospitality business for a buyer who wishes to carry on that tradition. The C-1 zoning also opens the door to a variety of commercial uses, including a restaurant, office suites, or other business opportunities. Ten on-site parking spaces are included, a welcome convenience this close to the Ashland Plaza. This is a rare opportunity to own one of the city's most celebrated historic addresses. Due to the C-1 zoning, conventional 30-year financing is unavailable, and non-cash buyers are encouraged to confirm lending options before requesting an appointment. Please do not disturb guests.

153 Oak Street, Ashland
$1,450,000
10 Beds ⋅ 12 Baths ⋅ 220225786 MLS ⋅ 4,544 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
One block from the Oregon Shakespeare Festival and downtown Ashland's restaurants, galleries, and cultural amenities, the McCall House B&B is a beautifully restored 1883 Italianate home offered for sale as a private residence. Currently operating as a boutique hotel, the property features ten historic guest rooms, including two detached private Carriage House suites, and may continue as a licensed hospitality business for a buyer who wishes to carry on that tradition. The C-1 zoning also opens the door to a variety of commercial uses, including a restaurant, office suites, or other business opportunities. Ten on-site parking spaces are included, a welcome convenience this close to the Ashland Plaza. This is a rare opportunity to own one of the city's most celebrated historic addresses. Due to the C-1 zoning, conventional 30-year financing is unavailable, and non-cash buyers are encouraged to confirm lending options before requesting an appointment. Please do not disturb guests.

153 Oak Street, Ashland
$650,000
2 Beds ⋅ 1 Baths ⋅ 220225643 MLS ⋅ 2,113 SqFt. ⋅ 13,068 Sqft. Lot ⋅ 0.30000000000000004 Acres
Opportunity to own an historic two bedroom, one bath, 1,233 square feet, 1925 Craftsman-style home Above the Boulevard with easy access to town and all the amenities Ashland has to offer. This gracious property has been lovingly maintained by its present owner for the last thirty-four years. From the welcoming and covered front porch to the spacious, light-filled interior everything about this property harkens back to a time when life was a little slower. This single-story home with a full basement sits on a level .3 acre lot with a duplex that backs to the alley. Properties like this don't often come on the market. Home is located in ''The Siskiyou-Hargadine Historic District.'' Buyers are encouraged to do their own due diligence and check with the City Ashland regarding the legality of existing structures and possibilities for expansion.

363 Beach Street, Ashland
$1,150,000
220225618 MLS ⋅ 12,196 Sqft. Lot ⋅ 0.28 Acres
Exclusively presented for sale - 75 Lithia Way, a last of its kind, main-and-main infill redevelopment site in downtown Ashland (the ''Property''). Positioned as one of, if not the last, high-visibility future development sites in the best blocks of the best city in the region. The .28-acre site features ±350' of frontage across two signalized corners, exceptional pedestrian and visibility from ±14,000 VPD, and four driveways on three streets. Existing improvements include a ±1,304 SF CMU shop building with two glass overhead doors, two interior lifts, reception/waiting area, two restrooms, paved & gravel parking, excellent signage, & metal carport w/ third vehicle lift. Ashland Auto Repair currently occupies the Property; operating business is not included. Ownership is negotiable to complete a 2+ year sale-leaseback, & Seller-owned FF&E is negotiable. A compelling covered-land opportunity in one of downtown Ashland's most prominent locations. Contact brokers for more info!

75 Lithia Way, Ashland
$564,900
3 Beds ⋅ 2 Baths ⋅ 220225550 MLS ⋅ 1,498 SqFt. ⋅ 3,484 Sqft. Lot ⋅ 0.08 Acres
'One Property. Four Possibilities. Less than a mile from downtown Ashland, this classic Victorian offers exceptional flexibility with versatile zoning and mountain views. Enjoy it as a spacious 3-bedroom, 2-bath home, a duplex with two long-term rental units, a residence with a currently licensed short-term rental, or a live/work property with a private entrance ideal for an attorney, counselor, massage therapist, or other home-based business. Features include a spacious upstairs primary suite with full bath, basement storage, dry sauna, washer, dryer, refrigerator, an inviting patio, and three deeded off-street parking spaces. Historic charm meets modern opportunity in this truly one-of-a-kind Ashland property.'

508 N Main Street, Ashland
$630,000
5 Beds ⋅ 3 Baths ⋅ 220225471 MLS ⋅ 2,010 SqFt. ⋅ 7,840 Sqft. Lot ⋅ 0.18 Acres
Beautifully maintained 5-bedroom, 3-bathroom home offering the convenience of mostly single-level living in a desirable Ashland location less than one mile from downtown, Lithia Park, and the Oregon Shakespeare Festival. The thoughtfully designed floor plan features a spacious main-level primary suite and a private upper-level en suite bedroom with views, perfect for guests, multigenerational living, or a home office. The heart of the home is an incredible chef's kitchen with Brazilian cherry hardwood floors, leathered granite countertops, an oversized island with stylish pendant lighting above, double ovens, and wine refrigerator. Open-concept living spaces are filled with natural light and connect seamlessly to the partially covered patio and large, fully fenced backyard. Additional highlights include wide doorways, a dedicated laundry room, whole-house water filtration, generous storage, and a large walk-in closet. Call for a tour today!

591 Chestnut Street, Ashland
$419,000
3 Beds ⋅ 2 Baths ⋅ 220225451 MLS ⋅ 1,266 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Charming cottage home with a flexible floorplan that is just minutes from downtown, the bike path, farmers' market, Garfield Park, schools and SOU. Sitting on a level lot, this home has a great deal of potential for expansion or an ADU. The cottage has two wonderful private living spaces. Downstairs has a light-filled open floor plan with exposed beams and picture windows. The kitchen has maple cabinets and connects to the dining and living area. Two bedrooms, a full bath with clawfoot tub and mudroom round out the downstairs. Upstairs has its own entrance and is a lovely studio space with a deck that overlooks the backyard. It has vaulted ceilings, a kitchenette and a full bath with views of Grizzly Peak from the bedroom. With a new roof, fresh interior paint and ample off-street parking, this home is move-in ready and is a fantastic close-in Ashland opportunity

1040 E Main Street, Ashland
$575,000
1 Beds ⋅ 1 Baths ⋅ 220225275 MLS ⋅ 860 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
Two homes on one lot. 1372 Iowa has new roof and 1364 Iowa's roof was replaced in 2014. Charming one level home with covered porch and back deck with detached cottage in central location close to downtown Ashland, schools, SOU, Scienceworks, shopping and parks. Main home (1372 Iowa) approximately 1633 square feet is a 3 bedrooms, 2 bath (one with claw foot tub) with large Living room, separate dining, nice kitchen and large laundry/mud room with access to level back yard. The detached cottage (1364 Iowa) is a one bedroom, office and 1 bath darling cottage approximately 860 square feet. Property is landscaped for privacy for both units and has mature plants and various fruit trees. Dwelling square footage is per Jackson County Assessor and buyer to verify.

1372 Iowa Street, Ashland
$680,000
3 Beds ⋅ 3 Baths ⋅ 220225247 MLS ⋅ 2,193 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
This charming 3-bedroom, 2.5 bath home sits on a huge 0.32-acre lot with a beautiful garden, mature trees, multiple sheds, a greenhouse, and an expansive deck looking out over it all. Inside, this single-level home has brand new and refinished hardwood flooring throughout, a large living room with fireplace, a cozy sunroom with a wood burning stove, and plenty of living space to entertain! This house has tons of value-add potential with a finished basement previously used as guest quarters under the house and the possibility of adding an ADU in the back yard with private alley access.

840 Harmony Lane, Ashland
$996,000
5 Beds ⋅ 3 Baths ⋅ 220225227 MLS ⋅ 2,586 SqFt. ⋅ 6,969 Sqft. Lot ⋅ 0.16 Acres
Beautifully restored 1908 classic home located on a rare R2 zoned double lot just blocks from downtown Ashland's theatres, restaurants, galleries, and parks. MAIN RESIDENCE Featuring 3 bedrooms and 2 full baths, interior highlights include original fir floors, high ceilings, designer lighting, updated kitchen, pantry and abundant natural light throughout. Flexible layout supports guest space, office, or extended living arrangements. LOWER LEVEL Remodeled with separate entrance, kitchen, bedroom and full bathroom offering independent living space. Foundation of main home was updated in 1997 with central heat, air, electrical and plumbing systems. DETACHED COTTAGE Separate remodeled cottage with bedroom and bath ideal for additional flexible living needs, guest suite, or office. OUTDOOR FEATURES Mature landscaping with fenced yard, irrigation, water feature, dry sauna, spa, storage shed, and ample off street parking. ADDITIONAL HIGHLIGHTS R2 zoning ideal for income producing living.

541 Fairview Street, Ashland
$799,000
1 Beds ⋅ 2 Baths ⋅ 220224982 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,8-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 400-600 bales and has wheel line irrigation. There are many other potentials for this EFU property.

1249 N Valley View Road, Ashland
$775,000
2 Beds ⋅ 2 Baths ⋅ 220224672 MLS ⋅ 1,070 SqFt. ⋅ 31,363 Sqft. Lot ⋅ 0.72 Acres
Amazing opportunity with 5 legal lots per City of Ashland and phenomenal views. Amy Gunter of Rogue Planning & Development Services has extensively researched and received letter from City of Ashland Legal Lot Determination stating 5 lots. TID water rights. In addition there is a cute, sweet 2 bedroom, 2 bath home with detached garage. Orignal wood floors in bedroom and livingroom and maybe under the carpet in the hall. Living room has fireplace with built in bookcases on either side and you will love the unbelievable mountain views through the picture window. Home has been rented for many years and sits ''as is''. Cute unique kitchen with dining nook. Call listing agent for details and property package. Buyer to do their own due diligence for their own plans for the property.

595 Monroe Street, Ashland
$535,000
3 Beds ⋅ 2 Baths ⋅ 220224643 MLS ⋅ 1,300 SqFt. ⋅ 11,761 Sqft. Lot ⋅ 0.27 Acres
Tucked into a peaceful wooded setting where trees seem to embrace the home, this 3-bedroom, 2-bath retreat offers comfort & privacy. A welcoming front courtyard with deer fencing blends beautifully into the landscape, creating a warm first impression. The home features rich walnut hardwood flooring, a vaulted great room with a stunning wood-lined ceiling, skylights & a beautiful rock fireplace with a cozy gas insert. The kitchen is designed for the cook with granite countertops, a center island & an open flow to the living area. The main bath features a tiled shower, while the refurbished back deck invites entertaining or quiet times surrounded by nature. The added concrete patio is ready for a hot tub or hammock. The neighbor's side yard creates the feeling of space & privacy on the .27-acre lot. Highlights include durable concrete composition siding, a long-lasting metal roof, upgraded garage doors & a setting that feels like a private escape while being only minutes from town.

886 Palmer Road, Ashland
$545,000
3 Beds ⋅ 2 Baths ⋅ 220224605 MLS ⋅ 2,000 SqFt. ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
Rare opportunity above the boulevard in Ashland. Enjoy mountain views, a beautifully maintained yard, with the flexibility of a lower-level bedroom/bath with a separate entrance, ideal for guests, extended family, or potential rental use. The property also features a dedicated heated workshop, two sheds and valuable irrigation rights that support the lush landscape. While some updating could further enhance the home, it has been priced with improvements in mind, creating an attractive opportunity in one of Ashland's most desirable neighborhoods. Conveniently located near Southern Oregon University and the restaurants, shops, and cultural attractions of downtown.

1150 Hillview Drive, Ashland
$550,000
3 Beds ⋅ 2 Baths ⋅ 220224331 MLS ⋅ 1,418 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Charming and tastefully updated 1965 Ashland bungalow with exceptional curb appeal. Thoughtful improvements throughout include new flooring, fresh interior paint, and a beautifully remodeled primary suite featuring a spacious walk-in closet and updated bathroom. The inviting living room showcases a striking wood-burning ,rock fireplace creating a warm and welcoming gathering space. The kitchen has been refreshed with new hardware and charming beadboard wainscoting, blending character and functionality. Outside, the backyard is a true standout with newly terraced landscaping, retaining walls, and raised garden beds designed for both beauty and function. Enjoy relaxing or entertaining on the private patio, the perfect spot for morning coffee or an evening beverage. Conveniently located near hiking trails, a park and Ashland's outdoor recreation opportunities, this move-in ready home combines classic character with modern updates in a desirable setting.

492 Herbert Street, Ashland
$735,000
220224513 MLS ⋅ 68,389 Sqft. Lot ⋅ 1.57 Acres
Fully renovated home by Coleman Creek Construction with detached studio and garage on rare E-1 zoned acreage with development potential in city limits! Charming front porch and covered wrap-around patio, open-concept living area with double-height vaulted ceiling, kitchen with quartz dining counter, designer lighting, and stainless appliances including gas range oven. Main-level primary suite with skylights, glass door to back patio with retractable awning, and full ensuite bathroom with quartz vanity, deep soaking tub, and oversized shower with seamless glass and tile surround. Additional main-level bedroom and full guest bathroom with quartz vanity, stacked washer dryer, and tiled shower. Vaulted upper-level media room, office, or third bedroom. Detached studio with quartz dining counter, stainless appliances including electric range oven, full bathroom with quartz vanity, tub shower, washer dryer, plus two-car garage. Ample off-street boat or RV parking. Inquire for details!

593 Crowson Road, Ashland
$400,000
2 Beds ⋅ 1 Baths ⋅ 220224333 MLS ⋅ 704 SqFt. ⋅ 7,405 Sqft. Lot ⋅ 0.17 Acres
Move-in ready and professionally cleaned, this charming cottage features central heating and air conditioning, along with numerous updates throughout. Situated on a spacious 0.17-acre lot, the property offers a fully fenced backyard, automatic sprinklers, off-street parking, a garden shed, and a deer-protected garden enclosure--ready for someone to make it shine again. Recent improvements include exterior paint, siding repairs, rebuilt exterior stairs, new luxury vinal plank flooring in the main living area, new tankless water heater, new refrigerator and electric range. The detached bonus room with an efficient wall heat and air AC unit, and abundant light offers endless possibilities as a home office, guest retreat, or hobby room. Conveniently located near downtown Ashland, schools, Grange Co-op, and Ace Hardware.

363 E Hersey Street, Ashland
$765,000
4 Beds ⋅ 4 Baths ⋅ 220224216 MLS ⋅ 3,438 SqFt. ⋅ 25,264 Sqft. Lot ⋅ 0.58 Acres
Nestled in the highly desirable southwest hills of Ashland, Oregon. This is an incredible opportunity w/ so much potential for the next owner to enjoy and make their own. The contemporary ranch-style main home features over 2,600 sq. ft., 3 bedrooms, 3 bathrooms, soaring wood-vaulted ceilings, an open floor plan, abundant windows, skylights, and beautiful natural light. A charming 800 sq. ft. cottage-style ADU (built in 2003) includes its own address, metered separately, private patio, and garden making it ideal for guests, rental income, or multi-generational living. The detached three-car garage includes a studio space with a bathroom. Additional amenities include a screened sleeping deck, greenhouse, storage sheds, and firewood storage. There is an owned solar panel system and solar hot water heater for high efficiency and keeping low carbon print. This one-of-a-kind property is a gardener's dream and a rare opportunity to create your own private retreat.

155 Westwood Street, Ashland
$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
$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
$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
$500,000
2 Beds ⋅ 1 Baths ⋅ 220223449 MLS ⋅ 1,326 SqFt. ⋅ 6,098 Sqft. Lot ⋅ 0.14 Acres
First time on the market in 30 years, this super sweet cottage in the historic Siskiyou-Hargadine district is full of charm and artistic character. This thoughtfully designed 2 bedroom, 1 bath home offers approximately 1,326 sq ft of light-filled living space with an open feel, vaulted ceilings, and abundant natural light throughout. Recent updates include a beautifully remodeled kitchen and bathroom in 2025, along with a new roof in 2026. The home features inviting sitting, living, and dining areas, plus an attached studio/office with a separate entrance -- perfect for creative space or home office. The fully deer-fenced, pet-secure yard was completed in 2026 and includes mature landscaping, a peaceful water feature, sitting deck, and gazebo ready for a hot tub. Additional highlights include 2 off-street parking spaces and 3 custom utility sheds for storage or gardening needs.

75 Dewey 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
$699,000
220223307 MLS ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Check out this Chalet-style triplex with R-2 zoning offering both short- and long-term rental possibilities just minutes from downtown Ashland. Units 1 & 3 are one-bedroom, unit 2 is 2 bedroom, all units have tile flooring, a kitchen with granite countertops and breakfast bar, a full bathroom with tile shower, and generous living area. Private decks provide outdoor living space, while the upper unit enjoys spectacular views. The property includes off-street parking, one space per unit, plus basement with shared laundry facilities and additional storage. Two units are currently vacant, creating flexibility for an owner-occupant, investor, or those seeking a combination. Updates completed in 2016 include ductless heating and cooling system, electrical improvements, and interior finishes. The metal roof has been recently painted, decks have been updated and water heaters were new in '23. This is a rare opportunity to own a versatile income-producing property in a desirable location.

326 N Main Street, 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

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: