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621 Altamont Street, Ashland
$475,000
2 Beds ⋅ 2 Baths ⋅ 220219308 MLS
Perched on a corner lot framed by five mature Deodar cedars and a striking giant sequoia, this thoughtfully maintained home offers treetop outlooks and filtered glimpses of the Rogue Valley. The main level features large windows, hardwood floors, and a living area with fireplace. A deck extends the living outdoors. Downstairs offers a flexible primary suite with open-concept bath, freestanding soaking tub, mosaic tile wet area, and radiant heated floors, a design-forward blend of bedroom and spa-inspired living. The separation between levels offers potential for multigenerational living, extended guest use, or rental flexibility. Major updates include sewer lateral (2022), roof (2013), exterior paint (2023), and professional tree pruning (2026). Deer-fenced yard with dual pedestrian gates and rear vehicle access. Conveniently located in Ashland, this home balances setting, privacy, and character.

621 Altamont Street, Ashland

Courtesy of Millen Property Group Selling Office: .

1555 Windsor Street, Ashland
$745,000
5 Beds ⋅ 3 Baths ⋅ 220221903 MLS
For Statistical Purposes Only.

1555 Windsor Street, Ashland

Courtesy of John L. Scott Ashland Selling Office: .

1475 Dead Indian Memorial Road, Ashland
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 220214755 MLS
Discover refined country living on nearly 25 private, gated acres just minutes from downtown Ashland and a private airport. This 4,382 sq. ft. prairie style estate blends elegance and versatility. Vaulted ceilings, radiant canary wood floors, and expansive windows frame sweeping views of Mt. Ashland, Pilot Rock, and Pompadour Bluff. The chef's kitchen showcases Verde Marinace granite, dual Dacor ovens, a soapstone sink, and a generous island. The main level includes a tranquil primary suite with walk in shower, soaking tub, and large closet, along with two offices and seamless indoor to outdoor living. Upstairs offers a true guest suite, media room, and a deck overlooking the fenced garden. Manicured grounds, TID irrigation, an orchard, multiple patios, and a 1,400+ sq. ft. garage/workshop elevate the property. With owned solar, modern systems, and timeless design, this estate delivers exceptional privacy, beauty, and opportunity.

1475 Dead Indian Memorial Road, Ashland

Courtesy of John L. Scott Ashland Selling Office: .

753 Siskiyou Boulevard, Ashland
$375,000
4 Beds ⋅ 1 Baths ⋅ 220208511 MLS
Historic home on a spacious lot with ~121 feet of alley access — centrally located across from Triangle Park! Living and formal dining with high ceilings, curved archways, built-ins, and ceiling fans. Kitchen with tiled counter and backsplash, stainless double sink, refrigerator, and gas range; adjacent informal dining or breakfast nook with built-ins. Main-level bedroom with abundant natural light and second bedroom or office with built-in cabinets and shelving. Full bathroom with pedestal sink and tiled tub shower. Enclosed back porch mudroom with washer and dryer. Two upper-level bedrooms with closets and ceiling fans. Exterior stairs to lower-level basement with poured concrete foundation. Fully fenced yard with mature trees, sunny gardening areas, gated alley access, and large parking area with space for multiple vehicles. Detached 288 SqFt garage with power, storage shelving, and poured concrete slab. Property shall be sold ''As-Is'' in present condition. Inquire for details!

753 Siskiyou Boulevard, Ashland

Courtesy of John L. Scott Ashland Selling Office: .

251 E Hersey Street, Ashland
$555,000
3 Beds ⋅ 2 Baths ⋅ 220219258 MLS
Versatile living with income potential, conveniently located near town. Extensive updates include new kitchens on each level, energy-efficient windows & hard-surface flooring (2021), & a renovated bathroom (2025). The main level offers 1,100 sq ft with 2 bedrooms, 1 bath, and a blend of 1949 charm and modern updates. Features include spacious living/dining areas, office nook, and a remodeled kitchen (2020) with new cabinets, appliances, and white Macaubas Brazilian stone counters. The lower level is a 678 sq ft ADU w/separate address/utilities, radiant floor heat, updated kitchen (2021), bath, laundry, & private patio. Detached studio (2017) w/ water, power, bath, & automatic garage, ideal for home office or art space. Set on a private, fenced, landscaped 0.17-acre lot w/ deck views.

251 E Hersey Street, Ashland

Courtesy of Ashland Homes Real Estate Inc. Selling Office: .

2299 Siskiyou Boulevard, Ashland
$340,000
1 Beds ⋅ 1 Baths ⋅ 220219223 MLS
Charming and conveniently located home just steps from Creekside Cottages community acreage with mature trees, sitting areas, and Clay Creek - within four minutes of the Ashland Family YMCA, Shop n' Kart, or Market of Choice! Solid-core fir doors and maple hardwood floors, living room with high vaulted ceilings, kitchen with tiled counters and island, double sink, pantry, stainless appliances including electric Maytag range oven, and vaulted dining area. Spacious main-level bedroom with closet, full bathroom with tiled floor, vanity, and tub shower surround, plus a fully enclosed 112 SqFt sunroom or office with operable casement windows. Loft or guest bedroom with access to large attic storage area. Laundry closet with washer and dryer. New Lennox air handler and S30 smart thermostat installed by Metal Masters in 2022. Association dues of $185 per month cover all landscaping and maintenance of common areas, trash, and recycling. Inquire for details!

2299 Siskiyou Boulevard, Ashland

Courtesy of John L. Scott Ashland Selling Office: .

400 Fernwood Drive, Ashland
$670,000
2 Beds ⋅ 3 Baths ⋅ 220218766 MLS
Beautifully renovated contemporary home with sweeping mountain views, tucked away on a quiet cul-de-sac in a sought-after neighborhood just minutes from downtown Ashland's shops, restaurants, and parks. Set on a spacious .36-acre lot, the light-filled main level features vaulted wood-clad ceilings, hardwood floors, and an open layout with picture windows that capture the surrounding scenery. The remodeled kitchen features quartz countertops, high-end appliances, and a breakfast bar that opens onto a large view deck with a hot tub, perfect for relaxing or entertaining under the stars. The main-level primary suite includes a beautifully updated ensuite bath, plus an additional bedroom and full bath. The lower level offers flexible space with a half bath for guests, an office, or a media room. Extensive updates include a new roof, remodeled kitchen and baths, updated flooring, interior/exterior paint, electrical upgrades, and landscaping. Move-in ready with style, quality, and views.

400 Fernwood Drive, Ashland

Courtesy of Full Circle Real Estate Selling Office: .

376 Crowson Road, Ashland
$610,000
3 Beds ⋅ 2 Baths ⋅ 220214837 MLS
This is your opportunity to own a Multi Family income property on 4.13 acres! This versatile property features two separate residences as well as an approximate 500 sq ft Art Studio with a full kitchen and bathroom. The primary home is 1834 sq ft with 3 bedrooms and 2 bathrooms featuring gas heating, hardwood floors and vinyl windows. The 2nd home is currently occupied & offers 740 sq ft of living space & has 1 bedroom and 1 bathroom. It also offers a large back deck overlooking the creek that flows through the property. The property is fully fenced and quite beautiful- Don't miss out!

376 Crowson Road, Ashland

Courtesy of John L. Scott Medford Selling Office: .

949 Golden Aspen Place, Ashland
$250,000
2 Beds ⋅ 2 Baths ⋅ 220207803 MLS
Experience the pinnacle of comfortable living in this second-floor condo, perfectly positioned adjacent to the clubhouse and parking garage in the highly sought-after 55+ Mountain Meadows Resort Community. This unit is one of the larger two bedroom units, with west facing views offering stunning sunsets all year long. The prime location makes it ideal to take advantage of the elevator, dining, mailroom, swimming, gym, and the rest of the multitude of activities covering many different interests! This well appointed 2 bedroom, 1.5 condo is the perfect place to make friends in this welcoming community. Come and see!

949 Golden Aspen Place, Ashland

Courtesy of Gateway Real Estate Selling Office: .

631 Siskiyou Boulevard, Ashland
$410,000
3 Beds ⋅ 2 Baths ⋅ 220221179 MLS
Only Sold

631 Siskiyou Boulevard, Ashland

Courtesy of Gateway Real Estate Selling Office: .

2014 Crestview Drive, Ashland
$809,000
3 Beds ⋅ 2 Baths ⋅ 220218533 MLS
Designed by renowned architect Cal Martin, this beautifully updated Ashland home blends timeless design with everyday livability. Vaulted ceilings, expansive windows, and abundant natural light create an open, airy feel while showcasing mountain views. Hardwood floors run throughout, and the 3-bedroom, 2-bath layout includes a spacious primary suite with heated bathroom floors. A dedicated study with built-in desk space offers the perfect work-from-home setup, alongside a functional laundry area and an impressive amount of attic storage. Recent updates include a newer roof, siding, windows, HVAC, paint, and remodeled bathrooms. Outside, enjoy beautifully landscaped grounds that back directly to the TID trail, complete with TID irrigation rights, offering both privacy and connection to Ashland's natural beauty.

2014 Crestview Drive, Ashland

Courtesy of John L. Scott Ashland Selling Office: .

968 Garden Way, Ashland
$582,000
220217452 MLS
Opportunities like this are rare in Ashland. Tucked into a quiet, established neighborhood, this property offers two homes on one lot. One unit has been thoughtfully remodeled by renowned local architect Milo Shubat, featuring a light-filled, modern interior with vaulted ceilings, skylights, clean finishes, and an open kitchen with custom cabinetry, tile accents, and stainless appliances. The larger home offers a unique coastal contemporary feel, with exposed painted beams, a striking stone hearth, and great natural light throughout. The layout has strong bones and a comfortable flow, with a spacious living area that opens toward the deck and backyard. Both homes feature level, fenced backyards with garden space, and the larger unit includes a generous deck. This is a rare chance to step into a highly sought-after Ashland location with flexibility, character, and room to add value over time. Property has three full bathrooms.

968 Garden Way, Ashland

Courtesy of John L. Scott Ashland Selling Office: .

435 Granite Street, Ashland
$850,000
3 Beds ⋅ 3 Baths ⋅ 220214850 MLS
The location is perfect! Contemporary NW craftsman styled home with Lithia Park, Ashland Creek and trails across from your front door. Extensive updates include upgraded hardwood floors and high-end lighting upgrades by Julia Rezek LLC. The high ceilings, vaults and huge windows add to the light filled floor plan. A Jotul enamel gas stove and knotty pine built-in bookcases in the living room creates the ambiance of a retreat in the woods. The kitchen is large and includes a top-of-the-line range with two electric ovens & a five burner gas cooktop & lots of cabinet space. A large dining area off kitchen has slider to outside patio space. Spacious main level deck has privacy screening. Upstairs are spacious bedrooms and baths. The primary suite overlooks Lithia Park & has a sitting room/office and spacious bath. Home is upgraded with superior air filtration system and newer HVAC systems. Sloped back yard includes retaining walls and platform area with electric hookups for hot tub.

435 Granite Street, Ashland

Courtesy of Gateway Real Estate Selling Office: .

965 Park Street, Ashland
$549,000
3 Beds ⋅ 2 Baths ⋅ 220216210 MLS
First time on the market in 50 years, this is an amazing opportunity to own a home that sits on .42 acres on the flat part of upper Park St. The home has a wonderful in-law, guest or home office set up that has the potential to be converted into an ADU (check with city). The main house is full of light and has a lovely living room with a fireplace that is a great gathering place. The three bedrooms are set away from the living space allowing for privacy. A large sunroom and interior greenhouse open to the level backyard that has mature plantings and plenty of open space, all irrigated with TID water. The guest/office area has it's own bathroom and kitchenette and is connected to the main house with a small breezeway, allowing for a nice separation of space. Sitting close to the shops of south Ashland and just down the street from an amazing trail network, this home is has so much potential to become a showpiece home on a prime lot in a prime location.

965 Park Street, Ashland

Courtesy of Full Circle Real Estate Selling Office: .

285 Beach Street, Ashland
$730,000
3 Beds ⋅ 2 Baths ⋅ 220214078 MLS
Gorgeous and immaculately maintained home with so much potential! The main home was built in 1940 but torn down to the studs in 2012 with all new electrical, plumbing, drywall, siding, roof, bathrooms, kitchen, appliances, doors, fixtures, EVERYTHING. There is a main level master with a spacious bathroom w/ heated floors, and a roll in tile shower plus an entry to the backyard. Enjoy a third living room upstairs, or a gigantic master suite with an office. There is a single bedroom and full bathroom, plus a living room upstairs with a separate entrance. There's a two-car garage that has a large bonus room/ office/ bedroom above it with heat and air, also with a private entrance. The front and back grounds are beautifully landscaped, full of fruit trees, patios, arch ways and alley access. Zoned R2, close to Walker Elem, Ashland HS, SOU, and slightly above the boulevard, you're not far from anything Ashland has to offer! This home truly has potential in a multitude of ways, a must see!

285 Beach Street, Ashland

Courtesy of RE/MAX Integrity Selling Office: .

1751 Dragon Fly Lane, Ashland
$580,000
3 Beds ⋅ 3 Baths ⋅ 220213095 MLS
Amazing 3.5 acre property situated above the Ashland Canal and offers breathtaking views of the mountains and the city below. This charming property offers lots of trees, privacy, a storage shed and additional building. This 1983 built home offers 3 bedrooms and 3 bathrooms, huge living room and primary on the main level. Enjoy the large deck that overlooks the property and the incredible views. Large room and bathroom on the lower level. Bring your ideas and make this property shine again!

1751 Dragon Fly Lane, Ashland

Courtesy of Realty Services Team Selling Office: .

94 N 3rd Street, Ashland
$505,000
2 Beds ⋅ 1 Baths ⋅ 220210677 MLS
Fantastic downtown Ashland location with curb appeal! This 2- bedroom, w/den-office & one bath, home is cozy and provides ample room for storage and living space. Enjoy sitting on the deck in the mornings with mountain views! Owner has invested in the last year in a brand-new beautiful deck along the home, new gates and fencing, FP insert, newer HVAC system and all brand new ductwork and insulation making this home very energy efficient and new sprinklers. Recent upgrades include new electrical panel, flooring in many of the rooms, new interior paint throughout and a new roof in 2022. This 1920's vintage Craftsman home is located in Ashland's famous Historic District and just a few minutes' walk to the plaza. You will find shopping, fine dining, the Oregon Shakespeare Festival, Oregon Cabaret Theatre, & Lithia Park all easily accessible. There is a liability insurance fee for the small HOA ($190/annually) that also provides 2 parking spaces towards back of the property

94 N 3rd Street, Ashland

Courtesy of Home Quest Realty Selling Office: .

19009 Dead Indian Memorial, Ashland
$390,000
3 Beds ⋅ 2 Baths ⋅ 220217447 MLS
Serene, private & ready for adventure! This mountain retreat blends tranquility with endless recreation. Whether you're seeking a private getaway, a recreational basecamp, or full-time off-grid living, this property delivers it all. Situated on level acreage tucked back from a county-maintained road, the setting offers privacy among trees & open meadows-ideal for relaxing, exploring & storing all your outdoor gear. The cozy home is equipped with solar power, making off-grid living comfortable & sustainable. Even better, the property borders 1,000 acres of BLM land, giving you direct access to expansive natural surroundings right from your doorstep. Outdoor enthusiasts will love the location: Just 7 miles from the Pacific Crest Trail & a short drive to Hyatt Lake Resort, featuring a year-round bar & restaurant, a convenience store & emergency fuel. This is more than a property--it's a lifestyle. A rare opportunity to enjoy seclusion, adventure & convenience all in one incredible setting

19009 Dead Indian Memorial, Ashland

Courtesy of Oregon Ranch and Home LLC Selling Office: .

2221 Dollarhide Way, Ashland
$425,000
3 Beds ⋅ 3 Baths ⋅ 220218029 MLS
Beautifully maintained townhome in the desirable East Village neighborhood, ideally located near shopping, the Ashland YMCA, and the future East Main Park. This 3-bedroom, 2.5-bath home offers 1,666 sq ft of thoughtfully designed living space. The main level features tile, carpet & lament flooring, a cozy gas fireplace, and an open kitchen and dining area with solid-surface Corian countertops, perfect for everyday living and entertaining. A convenient half bath with pedestal sink and attached one-car garage complete the main floor. Upstairs, the spacious primary suite includes a coffered ceiling, walk-in closet, and mountain views. Fresh interior paint throughout adds a clean, updated feel. Enjoy a private, fenced backyard featuring a pergola, natural flagstone patio and garden beds. A perfect blend of comfort, style, and location. New Roof in 2025.

2221 Dollarhide Way, Ashland

Courtesy of eXp Realty, LLC Selling Office: .

730 Grover Street, Ashland
$750,000
4 Beds ⋅ 3 Baths ⋅ 220215191 MLS
A rare opportunity to be close to everything Ashland has to offer, along with spectacular panoramic views awaits with this thoughtfully updated, energy-efficient home nestled in the hills north of downtown. With a true two-unit setup, this home offers versatility as a 4-bedroom, 3 bath home, but with an additional living room, laundry, and kitchenette on the bottom level, complete with its own entrance and off-street parking! Recent upgrades include granite counters in the kitchen, stainless appliances, fireplace and surround in each of the living rooms, beautifully updated bathrooms throughout, as well as a brand-new roof, siding, and exterior paint as of last year. Come see this house and make it your new home!

730 Grover Street, Ashland

Courtesy of John L. Scott Ashland Selling Office: .

347 Wimer Street, Ashland
$885,000
4 Beds ⋅ 4 Baths ⋅ 220215066 MLS
Spacious and thoughtfully upgraded home with panoramic views on a large terraced flag lot above the boulevard. Replaced roof, gutters, skylights, added rooftop solar, new exterior paint, deck rails and supports, HVAC, ducting, and completely renovated lower level since 2013. Main level with double-height living room, walls of windows, French doors to wrap-around deck, river rock gas fireplace, kitchen with granite dining counter, double ovens and gas cooktop, dining area, powder room, laundry with utility sink, stacked washer dryer, and expanded two-car garage. Spacious upper-level landing with skylight, interior French doors to vaulted primary with skylight and sliding glass door to private view balcony, walk-in closet, full ensuite bath, guest bedroom with ensuite access to additional full bath, and media room or second primary with private balcony. Lower family room, full bath, and two additional bedrooms with closets. Mature plantings and fenced garden. Inquire for details!

347 Wimer Street, Ashland

Courtesy of John L. Scott Ashland Selling Office: .

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