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269 Maple Street, Ashland
$1,050,000
220230704 MLS
Located on Ashland's Medical Row, directly across from Asante Ashland Community Hospital, this well-maintained, 3,925 SF medical office building offers a prime location for investors, healthcare providers, and related services. Built in 1977 and currently configured as an orthopedic office, its single-level layout promotes accessibility, efficient patient flow, and clinical operations. The building includes 10 examination rooms, 4 bathrooms, a conference room, a workstation, a reception area, an x-ray room, a utility and storage room, filing cabinets, and a Honeywell climate control and security system. Ashland Health Care Zoning allows a variety of medical and professional healthcare uses, with convenient access to nearby services, referral networks, and an established healthcare community. The property also provides 23 on-site parking spaces for staff and patients.

269 Maple Street, Ashland

Listing courtesy of Windermere Van Vleet & Assoc..

365 S Mountain Avenue, Ashland
$432,000
2 Beds ⋅ 2 Baths ⋅ 220230430 MLS
Beautifully designed single-level luxury townhome in the heart of Ashland, conveniently located near schools, shopping, hiking trails and downtown. Built in 2019 by Suncrest Homes and designed by Rick Lindemann, this Earth Advantage Platinum home features two bedrooms, two full baths, 982 square feet of thoughtfully crafted living space with an inviting kitchen, granite countertops, spacious island and custom white shaker cabinetry. Settle into the stylish living area offering 9-foot ceilings, wonderful natural lighting, a cozy gas fireplace and luxury vinyl plank flooring throughout, or just relax on the charming west-facing patio with cooling awning and views of open play fields and the surrounding hills. The primary bedroom suite includes private patio access, a beautifully appointed bath and tiled walk-in shower, plus a second bedroom and full bath, stacked washer/dryer, abundant storage, single-car garage and extra parking bay for everyday convenience. Easy Ashland Living!

365 S Mountain Avenue, Ashland

Listing courtesy of John L Scott Ashland.

616 Altamont Street, Ashland
$699,000
3 Beds ⋅ 3 Baths ⋅ 220230499 MLS
Beautifully remodeled and immaculately maintained home in sought-after downtown Ashland neighborhood with private oasis backyard and mountain views. Warm wood floors and gas fireplace create a welcoming feel to the living space, while the kitchen boasts granite counters, painted cabinetry, pantry and newer stainless-steel appliances. A thoughtful layout separates the two additional bedrooms from the primary bedroom wing which includes an office, walk-in closet and beautiful ensuite bathroom with tiled shower and clawfoot tub. The backyard is truly enchanting, featuring a koi pond and flowing water feature to be enjoyed from the grapevine-draped covered patio. The front wraparound deck is perfect for visiting or dining outside with mountain views. Modern, high-efficiency upgrades include solar panels, vinyl windows, newer HVAC, tankless water heater, and rain catchment. Detached garage offers private alley access and potential for an ADU. Turn-key and close to downtown!

616 Altamont Street, Ashland

Listing courtesy of John L Scott Ashland.

12800 Dead Indian Memorial Road, Ashland
$1,458,000
220230264 MLS
Discover a unique retreat center nestled in the forested mountains of Southern Oregon, just 20 minutes above Ashland in Jackson County. Located at 12800 Dead Indian Memorial Road, this expansive 40-acre property offers mountain views, wooded landscapes, open meadows, abundant wildlife, and spectacular sunrises and sunsets. The 15,000-square-foot retreat center features a Great Room for gatherings, dormitory-style accommodations, a commercial kitchen, multi-use office space, a swimming pool, and beautiful grounds to explore year-round. Multiple water storage features and a spring house add value to this exceptional property. An existing conditional use permit may offer opportunities for buyers whose intended use aligns with current approvals. Currently operating as a meditation retreat center, this property offers tremendous potential for retreats, organizational gatherings, group activities, and other retreat-style experiences.

12800 Dead Indian Memorial Road, Ashland

Listing courtesy of John L. Scott Medford.

496 Beach Street, Ashland
$845,000
5 Beds ⋅ 6 Baths ⋅ 220230213 MLS
Gorgeously renovated Victorian blends historic charm with modern luxury in the heart of Ashland. R2 zoning offers versatile living: A gracious private residence, a home with Airbnb units, or a B&B with owner-occupied quarters. Once the beloved Midsummer Night's Dream B&B, it's now a private home with 2 vacation rentals in a stunning detached annex. The annex has produced income of up to $7500 a month in season. The main house (2375 SF) features hardwood floors, a lovely living room with fireplace, parlor/game room, formal dining room, chef's kitchen, laundry room, & small office. 3 luxurious suites are in the main home, with 2 more in the annex (1092 SF), each with a fireplace, spa bath, shower & a private deck. Expansive lush lawn areas with mature flowering trees & mountain views create a peaceful & picturesque setting. Unbeatable location near theaters, dining, & the magic that is Ashland. Off street parking. Inquire about purchase as turn-key operation with negotiated inclusions.

496 Beach Street, Ashland

Listing courtesy of Millen Property Group.

160 Timberlake Drive, Ashland
$615,000
3 Beds ⋅ 2 Baths ⋅ 220230196 MLS
A rare, level 1.78 acre irrigated property bordering the TID ditch. Perfectly positioned at the bottom of Timberlake Drive, this property offers country living just 10 minutes from Ashland's Plaza with easy access to Mt. Ashland and other outdoor recreation. The property includes active water rights with all infrastructure fully in place. Enjoy mountain and ridgeline views from the back deck or the large waterproof balcony off the upstairs primary bedroom. Inside, this 1966 home features a unique living room layout with multiple fireplaces, large windows framing the views, generously sized bedrooms, a dedicated laundry room, plus bonus and storage rooms off the garage. The house was lovingly lived in and cared for since 1974 by the same owners. Bring your vision to embrace the original aesthetic or update to your modern tastes.

160 Timberlake Drive, Ashland

Listing courtesy of Gateway Real Estate.

25 S Mountain Avenue, Ashland
$439,000
3 Beds ⋅ 2 Baths ⋅ 220230127 MLS
Ideally located in Phillips Corner near the heart of Ashland, this 3-bedroom, 2-bath townhome was built with efficiency and sustainability in mined. Built to Earth Advantage standards, this home features high-efficiency, mini-split HVAC and an on-demand gas water heater. The living room has high vaulted ceilings, a gas fireplace, and an open staircase. The kitchen offers modern cabinetry, stainless steel appliances, lots of storage, and a convenient pantry. Enjoy outdoor living on the spacious, covered front porch or private back patio. A 2-car garage provides additional parking and storage. 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 townhome offers comfortable, low-maintenance living in a convenient location.

25 S Mountain Avenue, Ashland

Listing courtesy of RE/MAX Platinum.

166 N. Mountain Ave., Ashland
$800,000
220230066 MLS
Five-unit co-housing income property completed in 2023 in Ashland's net-zero Beach Creek neighborhood. Three main-floor studios with private baths and a two-bedroom upstairs unit share a full common kitchen; an attached one-bedroom A.R.U. has its own kitchen, bath, and laundry. 2,481 SF of gross building area. Earth Advantage Platinum design with rooftop solar, energy recovery ventilation, ductless mini-split heat pumps in every unit, in-unit laundry, and keypad entry. Owner-paid utilities, including fiber internet. Current rent roll $6,875 per month ($82,500 annualized); GRM 9.70 and cap rate 7.08% on trailing twelve-month NOI. Walk Score 70, Bike Score 82, minutes to Downtown Ashland, Southern Oregon University, and North Mountain Park. Offered at $800,000, or $160,000 per unit. The adjoining five-unit residence at 158 N. Mountain Avenue is offered separately.

166 N. Mountain Ave., Ashland

Listing courtesy of Realty Net of Central Oregon.

158 N Mountain Avenue, Ashland
$800,000
220230065 MLS
Five units, 2023 construction, and a 6.23% cap rate in one of Ashland's most sustainable neighborhoods. 158 N. Mountain is a co-housing residence in the net-zero, solar-powered Beach Creek community: three studios, one two-bedroom unit, and an attached one-bedroom A.R.U., with 2,461 square feet of gross building area on a 7,190 square foot lot. Every unit has a private bathroom, in-unit laundry, heating and cooling, and electronic access; the four units with private kitchenettes also share a full kitchen and common living area, and the all-electric A.R.U. has its own kitchen. Solar power, high-efficiency HVAC and ERV systems, Energy Star appliances, and on-demand water heating keep operating costs low. Utilities, including fiber internet, are included in rent. Allocated T-12 NOI of $49,846 through June 2026; $800,000, or $160,000 per unit. Walk Score 70 and Bike Score 82, with a three-minute walk to the central bike path and easy access to Downtown Ashland & Southern Oregon University.

158 N Mountain Avenue, Ashland

Listing courtesy of Realty Net of Central Oregon.

1311 Neil Creek Road, Ashland
$515,000
3 Beds ⋅ 2 Baths ⋅ 220230033 MLS
Searching for a sweat equity project in rural Ashland? If so, this is the one for you! This charming single level property (needs TLC) features a spacious 3 bed, 2 bath, 2366 sq ft home that offers an open floor plan, bamboo flooring throughout, large (partially covered) deck, woodstove in the living room, 6+ wooded acres, circular driveway, multiple sheds, & much more! In addition, you also have a detached 2018 built, 2 bed, 1 bath manufactured home (very livable) that offers an open floor plan, covered deck, and chef's kitchen. Manufactured home was installed under a medical hardship as well. Buyer to perform their own due diligence pertaining to usability of the manufactured home. Perfect opportunity for a contractor looking for their next project and/or anyone that wants to get lost in the woods and enjoy the ambiance of rural Southern Oregon. This one won't last long on the market, so contact your agent today for a personal tour, before it's too late!

1311 Neil Creek Road, Ashland

Listing courtesy of John L. Scott Medford.

235 E Hersey Street, Ashland
$425,000
2 Beds ⋅ 1 Baths ⋅ 220230032 MLS
Darling, turn-key single-level 1950's cottage is situated on a good-sized .17 acre lot with views. This home offers 772 sq ft of well lit living space with 2 bedrooms, 1 bath, welcoming living room, kitchen with a dining nook & red oak hardwood floors. 235 E Hersey is conveniently located just blocks from town with easy access to shopping and schools. The property features a large, private, fully fenced backyard with a beautiful lawn, cedar deck, 2 raised garden beds, abundant drip irrigated flowers, mature fruit trees, table grapes & a 2 part compost station. There is a 10x20 shed with built-in storage shelving. Enjoy views of Grizzly Peak from the kitchen and backyard. 2023 updates: Fridge, windows, exterior paint and insulation in the attic. 2025: new HVAC unit, solid core doors. 2026: cedar deck, new gutters, new roof on the shed, 3 tier patio, organic garden beds, landscaping, irrigation & permitted back flow preventer.

235 E Hersey Street, Ashland

Listing courtesy of Gateway Real Estate.

806 S Mountain Avenue, Ashland
$672,000
3 Beds ⋅ 3 Baths ⋅ 220229977 MLS
Located in such a unique location with abundant forest and wild life! This home has been loved and cared for with walk around out side paths and a gardening area. There is a back deck and the sounds of wildlife all around you. Upon entering your castle the rounded arch through the front door and open living area feel grand! as you walk through this home there is a large room with a fire place, a huge living room with a half bath. Then you can turn to the left where there is a wonderful dining space private from the kitchen. Speaking of the kitchen it is a very large with lots of storage! Also the kitchen is such a perfect working space for the chef of the home. Upstairs you will find the main bedroom with 2 other bedrooms that are very spacious! The spare full bath has the laundry room in it so you don't need to carry your laundry up and down stairs and laundry is not in the way when you come home and walk through the garage. The garage houses 2 cars come see this today!

806 S Mountain Avenue, Ashland

Listing courtesy of eXp Realty, LLC.

726 Iowa Street, Ashland
$605,000
3 Beds ⋅ 2 Baths ⋅ 220229966 MLS
This charming 3 bed / 2 bath 1890 Victorian farmhouse is on a beautiful tree-lined street close to downtown Ashland. The covered front porch leads you into the 1658 sq ft home with original fir floors, high ceilings and period light fixtures. There are generous windows and skylights bringing wonderful light into the parlor, large kitchen and living room. French doors off the kitchen lead to the covered side porch and a large backyard including 4 fig trees, 10 raised beds and your own potting sunroom. The big jobs have been completed in this well maintained home- the foundation and roof were replaced in 2015. The HVAC system is new as of 2022 and ductless mini-splits were added upstairs in 2019.

726 Iowa Street, Ashland

Listing courtesy of Windermere Van Vleet & Associates.

472 Waterline Road, Ashland
$600,000
4 Beds ⋅ 3 Baths ⋅ 220229914 MLS
Spacious home with stunning panoramic views in an established neighborhood above the boulevard near hiking and biking trails in Ashland's Lower Watershed. Vaulted great room with walls of windows and sliding glass doors to wrap-around deck, gas fireplace with river rock surround, wet bar, formal and informal dining areas with solid oak flooring, kitchen with tiled dining counter, walk-in pantry, electric cooktop and stainless appliances, main-level bedroom with walk-in closet and ensuite access to full bathroom with tiled vanity and tub shower. Lower level includes an expansive primary bedroom with wood-burning fireplace, full ensuite bath with radiant-heated tile floor, two separate vanities, tiled shower, jetted tub, and two mirrored walk-in closets; third and fourth bedrooms with deck access and walk-in closets, full guest bath with tiled tub shower, storage room, and laundry room with washer and dryer. Home is priced for ''As-Is'' sale. Inquire for details!

472 Waterline Road, Ashland

Listing courtesy of John L Scott Ashland.

1120 S Mountain Avenue, Ashland
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 220229911 MLS
Rare Opportunity: Custom Ashland Estate with Panoramic Views! First time on the market! This unique, one-owner 4-bedroom (plus bonus room/den) and 3.5-bath home spans 5,192 sq. ft. on a .43-acre lot at the top of coveted South Mountain Avenue. Designed to capture breathtaking valley and Cascade Mountain views, the home features a massive wrap-around deck perfect for outdoor living and entertaining. Inside, you'll find unmatched potential and grand living spaces. Currently undergoing updates, this property offers a rare chance for a buyer to step in and customize the final finishes to their exact taste. (Note: Listing details and finished items are subject to change as renovations progress.) Unbeatable location, incredible footprint, and views that will take your breath away--don't miss one of Ashland's most unique properties!

1120 S Mountain Avenue, Ashland

Listing courtesy of eXp Realty, LLC.

524 W Nevada Street, Ashland
$475,000
3 Beds ⋅ 3 Baths ⋅ 220229876 MLS
Desirable end-unit townhome with quality finishes and abundant natural light, directly adjacent to 1.77-acre community park in Billings Ranch! Main level great room with high vaulted ceiling, hardwood floors, gas fireplace, covered view balcony, kitchen with granite counters and dining island, knotty alder cabinets and built-in buffet, stainless appliances including five-burner gas range with a double oven, powder room, two-car garage, and private side-yard patio. Vaulted upper-level primary with view balcony and a full ensuite bathroom with double vanity, shower, and walk-in closet. Tiled lower entry foyer with built-in shelving and desk, full guest bath with tub shower, laundry room, and two bedrooms with shelving and sliding glass door to covered deck. All new exterior paint and updated landscaping in 2026; HVAC units replaced in 2024. Association dues cover all exterior maintenance and landscaping. Inquire for details!

524 W Nevada Street, Ashland

Listing courtesy of John L Scott Ashland.

425 W Nevada Street, Ashland
$839,000
5 Beds ⋅ 3 Baths ⋅ 220229842 MLS
Beautiful 2018 Craftsman home in Ashland's Billings Ranch neighborhood with 5 bedrooms and 2.5 baths, backing to open space with Cascade mountain and valley views. A covered porch opens to a bright foyer and main-level office or fifth bedroom behind French doors. The vaulted great room has view windows and stacked-stone fireplace, open to dining and a kitchen with white shaker cabinetry, pantry, breakfast bar, and smart convection gas double oven plus a third oven. The main-level primary suite has patio access, dual copper sinks, soaking tub, walk-in shower, and walk-in closet. Upstairs: second living room with built-in desk, a bedroom with a second walk-in closet, additional bedrooms, and a full bath. Washer and dryer stay. Outside: xeriscaped front, fenced backyard with firewise patio, fruit trees, grape vines, raised beds, garden shed, and 4-zone smart drip/sprinkler irrigation. Extra-deep 2-car garage with storage and workbench. Nearby wetland offers great bird watching!

425 W Nevada Street, Ashland

Listing courtesy of John L Scott Ashland.

890 Twin Pines Circle, Ashland
$489,000
3 Beds ⋅ 2 Baths ⋅ 220229757 MLS
Move-in ready home right on Oak Knoll Golf Course in Ashland! There are literally no neighbors here...surrounded by Golf Course and HOA park. Fresh and inviting with all-new interior paint and flooring throughout. The spacious, open living room offers plenty of room for entertaining, while the charming kitchen and large laundry room provide great everyday functionality. The primary suite offers a comfortable retreat, and the sun room adds a unique space to relax and enjoy the natural light. Large attached 2-car garage features a convenient golf cart door for easy access to the course. Step outside to the back patio surrounded by mature landscaping and enjoy the beautiful golf course setting. A wonderful opportunity to enjoy comfortable living with the course right outside your door!

890 Twin Pines Circle, Ashland

Listing courtesy of Home Quest Realty.

827 Tyler Creek Road, Ashland
$474,900
3 Beds ⋅ 3 Baths ⋅ 220229660 MLS
Escape to a private retreat in the hills outside Ashland. Set on 5.13 wooded acres, this peaceful property feels worlds away, yet is about 20 minutes from the South Ashland I-5 exit. The distinctive 3-bedroom, 2.5-bath home offers 2,833 sq ft with forest, mountain and creek views. Radiant floors, vaulted ceilings, skylights, large windows and straw-bale insulated walls provide year-round comfort and connection to the landscape. The updated kitchen features granite counters, an island, walk-in pantry and stainless appliances, opening to living and dining areas anchored by a wood-burning fireplace. Upstairs, the spacious primary suite includes a private balcony, soaking tub and tiled shower. Two additional bedrooms offer space for family or guests. A finished lower level with exterior access is ideal for an office, studio, recreation room or guest space. Enjoy a wraparound deck, garden areas and mature trees, plus RV parking and hookup, EV charging, storage and a two-car garage.

827 Tyler Creek Road, Ashland

Listing courtesy of Real Broker.

359 Otis Street, Ashland
$685,000
3 Beds ⋅ 3 Baths ⋅ 220229521 MLS
Enjoy fantastic views of Grizzly Peak & the surrounding hills! Conveniently located close to downtown, this 2021 built home offers 1,624 square feet, 3 bedrooms plus an office and 2.5 baths, with the primary bedroom & main living areas on the main floor. The open floor plan features engineered hardwood floors, a gas fireplace, lots of natural light, and a well designed kitchen with an island, quartz countertops, stainless steel appliances, and custom cabinetry with soft close drawers and cabinet hinges. The primary suite features a walk-in closet, tiled shower, and dual vanity. Also on the main level are the office, laundry room, half bath & garage access. Built by Taylored Elements Construction to Earth Advantage Platinum Standard, the home features ductless heating and cooling, paid off solar panels, and an EV charger in the garage. The front and back yards are fully landscaped with irrigation. A great combination of views, thoughtful design, & comfortable living close to downtown.

359 Otis Street, Ashland

Listing courtesy of Windermere Van Vleet & Assoc..

210 Alicia Street, Ashland
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 220229442 MLS
Enjoy the relaxed Ashland lifestyle just minutes from downtown, parks, and trails. Tucked into a peaceful setting with lovely East Hills views, this light-filled home is the final new build in a four-lot subdivision. Spacious rooms and an open layout are designed for comfortable living and entertaining. The custom island kitchen features a butler's pantry and flows effortlessly into the dramatic vaulted great room with a striking fireplace. The primary suite offers a spa-like retreat with walk-in shower, dual vanities, and generous walk-in closet. Abundant storage throughout adds everyday convenience. Living spaces extend outdoors to a covered patio, perfect for dining and enjoying the views. Thoughtful finishes, natural light, and a welcoming floor plan make this new Ashland home something special.

210 Alicia Street, Ashland

Listing courtesy of John L Scott Ashland.

819 Briggs Lane, Ashland
$645,000
2 Beds ⋅ 2 Baths ⋅ 220229376 MLS
Better than new! This meticulously maintained home showcases pride of ownership throughout, with thoughtful care and attention to detail at every turn. No expense was spared in creating this truly special property, where comfort and beauty come together. Tucked away in a peaceful, park-like setting, the backyard feels like your very own private forest retreat, right in town and a short distance to The Plaza. Ashland Creek meanders just beyond the backyard, while immense, mature trees create a beautiful canopy and a sense of privacy that is increasingly hard to find. The outdoor spaces are just as special as the home itself. This Earth Advantage Platinum Certified home has 2 bedrooms, 2 bathrooms, hickory hardwood floors, tons of natural light, and fully owned solar panels. Impeccably cared-for and offers a wonderful opportunity to enjoy a move-in-ready property with an extraordinary connection to nature--all in the heart of Ashland.

819 Briggs Lane, Ashland

Listing courtesy of Pure Real Estate.

1650 Neil Creek Road, Ashland
$1,175,000
5 Beds ⋅ 4 Baths ⋅ 220229364 MLS
OWNER CARRY AVAILABLE! GOURMET KITCHEN. EMIGRANT LAKE VIEWS. 22 ACRES OF PRIVACY. This updated 5-bedroom, 3.5-bath home offers 3,270 sq ft on 22.05 acres. The gourmet kitchen features granite countertops and a stunning oversized island with 360-degree access for cooking and entertaining. Guest quarters and two separate laundry rooms provide flexibility. Updates include all-new doors and windows, a new roof, and new stucco with an imperfect smooth finish and upgraded cloth underneath designed to help reduce temperatures. A large garage with generous shop space accommodates vehicles, tools, and hobbies. The engineered greenhouse includes a concrete perimeter and separate power meter, with potential for shop conversion, subject to buyer due diligence. Level areas offer possibilities for future projects; buyers to verify permitted uses and development options. Enjoy beautiful lake views, exceptional privacy, and versatile spaces--with owner financing available to bring your vision to life!

1650 Neil Creek Road, Ashland

Listing courtesy of eXp Realty, LLC.

1395 Woodland Drive, Ashland
$899,000
4 Beds ⋅ 3 Baths ⋅ 220229360 MLS
There's something special about a home that gives you room to live a little bigger. Your mornings can start with coffee on the large porch with unobstructed views of Grizzly Peak, while evenings offer the same backdrop from the large sitting room on the main level. Built in 1932 and offering 3,127 SF on a .30-acre lot, this is a home with history, personality, and plenty of room for what comes next. The main house has 3 bedrooms and 1.5 baths, while a permitted 1/1 ADU on the lower level creates a separate space for guests, family, or rental income. Beyond the house, the oversized heated two-story garage and shop is a major part of what makes this property unique. There's room for serious projects, hobbies, gear, storage, and vehicles, plus dedicated off-street RV parking. Inside, the home hasn't been updated to look like every other house on the market--and that's part of the opportunity.

1395 Woodland Drive, Ashland

Listing courtesy of John L Scott Ashland.

487 Rock Street, Ashland
$600,000
4 Beds ⋅ 3 Baths ⋅ 220229270 MLS
Beautiful, charming, updated craftsman in the historic Skidmore Academy district with close to proximity to downtown Ashland, Lithia Park, shops, and dining. The peaceful 'Pollinator Garden' has abundant, beautiful perennials, many fruit trees, and a separate octagon shaped office/art/yoga studio. Both front and back yards/gardens have sprinkler systems for low maintenance gardening. High quality finishes such as Douglas fir, bamboo and Marmoleum flooring throughout the home, along bamboo cabinets and exquisite light fixtures. There is also a great cellar for storage or use as a root cellar! This unique property is loaded with historic charm but don't let the year-built fool you, as there are many upgrades and everything is in great working order. Enjoy Ashland living at it's finest.

487 Rock Street, Ashland

Listing courtesy of Gateway Real Estate.

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