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Imagine the possibilities on this private 5-acre parcel in the Southern Oregon Cascades, where sweeping views of Mt. McLoughlin provide a stunning backdrop for your future home or getaway. A cleared homesite is in place, along with a well, septic system, power, gravel driveway, and retaining wall, giving you a valuable head start on your plans. Spend your days exploring nearby Howard Prairie Lake, launching a boat at the marina, or enjoying the area's hiking, biking, and horseback riding trails. The lake and surrounding recreation areas are just minutes away, while the property offers a peaceful setting to return to at the end of the day. With room to spread out, striking mountain scenery, and key utilities already on site, this acreage invites you to create a retreat that fits your vision. Chopped firewood is also included. Per seller, one acre is approved for building; buyer to verify all development details. Come walk the land, take in the views and see what you could create here.

220229265 MLS

Imagine the possibilities on this private 5-acre parcel in the Southern Oregon Cascades, where sweeping views of Mt. McLoughlin provide a stunning backdrop for your future home or getaway. A cleared homesite is in place, along with a well, septic system, power, gravel driveway, and retaining wall, giving you a valuable head start on your plans. Spend your days exploring nearby Howard Prairie Lake, launching a boat at the marina, or enjoying the area's hiking, biking, and horseback riding trails. The lake and surrounding recreation areas are just minutes away, while the property offers a peaceful setting to return to at the end of the day. With room to spread out, striking mountain scenery, and key utilities already on site, this acreage invites you to create a retreat that fits your vision. Chopped firewood is also included. Per seller, one acre is approved for building; buyer to verify all development details. Come walk the land, take in the views and see what you could create here.

2008 Hyatt Prairie Road, Ashland

Courtesy of eXp Realty, LLC

$500,000

Spacious and tastefully updated townhome located above the boulevard within a five-minute walk to Glenwood Park or SOU. Main-level with oak hardwood floors, living room with double-height vaulted ceiling, freestanding gas fireplace on tile hearth, glass door to covered view balcony, open dining area with wet bar, kitchen with granite dining counter, walk-in pantry, and new stainless appliances including GE Café induction range with double convection oven, and primary bedroom with renovated full ensuite bath and walk-in closet. Expansive vaulted upper-level loft media room, office, or potential guest bedroom with built-in shelving. Lower-level guest bedroom with closet, full guest bath with tub shower, utility laundry room, additional storage room, and 1.5-car garage with 240-volt EV charging outlet. New AC in 2021 with UV & MERV-16 filtration. Nine-unit association covers all exterior maintenance - including roof, siding, paint, community park, and landscaping. Inquire for details!

2 Beds ⋅ 2 Baths ⋅ 220229173 MLS

Spacious and tastefully updated townhome located above the boulevard within a five-minute walk to Glenwood Park or SOU. Main-level with oak hardwood floors, living room with double-height vaulted ceiling, freestanding gas fireplace on tile hearth, glass door to covered view balcony, open dining area with wet bar, kitchen with granite dining counter, walk-in pantry, and new stainless appliances including GE Café induction range with double convection oven, and primary bedroom with renovated full ensuite bath and walk-in closet. Expansive vaulted upper-level loft media room, office, or potential guest bedroom with built-in shelving. Lower-level guest bedroom with closet, full guest bath with tub shower, utility laundry room, additional storage room, and 1.5-car garage with 240-volt EV charging outlet. New AC in 2021 with UV & MERV-16 filtration. Nine-unit association covers all exterior maintenance - including roof, siding, paint, community park, and landscaping. Inquire for details!

470 Beach Street, Ashland

Courtesy of John L Scott Ashland

$507,000

Welcome to this single-level, wonderfully maintained home in the highly desired Clay Creek Gardens subdivision! Move-in ready for its next owners, this home features an open-concept layout connecting the kitchen, dining, and living rooms--all filled with fantastic natural light and gorgeous Oak hardwood flooring. The kitchen includes sleek slab granite countertops and bar seating. Recent updates include fresh paint, newer appliances and water heater. From the large primary suite, step outside the slider under the charming pergola to enjoy a high fence sheltering the rear patio in privacy, with plenty of room for gardening, as well as a 500-gallon rain barrel. Complete with a spacious two-car garage and a cozy front porch, you'll also enjoy neighborhood access to multiple designated open green spaces/parks, a community garden, and walking trails!

3 Beds ⋅ 2 Baths ⋅ 220229157 MLS

Welcome to this single-level, wonderfully maintained home in the highly desired Clay Creek Gardens subdivision! Move-in ready for its next owners, this home features an open-concept layout connecting the kitchen, dining, and living rooms--all filled with fantastic natural light and gorgeous Oak hardwood flooring. The kitchen includes sleek slab granite countertops and bar seating. Recent updates include fresh paint, newer appliances and water heater. From the large primary suite, step outside the slider under the charming pergola to enjoy a high fence sheltering the rear patio in privacy, with plenty of room for gardening, as well as a 500-gallon rain barrel. Complete with a spacious two-car garage and a cozy front porch, you'll also enjoy neighborhood access to multiple designated open green spaces/parks, a community garden, and walking trails!

2690 Takelma Way, Ashland

Courtesy of Ford Real Estate

$175,000

Excellent opportunity to build your dream home! Conveniently located near the future site of East Main Park, this property offers the potential to create a custom home in an area positioned for future neighborhood amenities. Offered for sale via online auction. Opening bid meets reserve and will sell to the highest bidder. A 5% buyer's premium will be added to the winning bid. The property will be sold in its present ''AS IS, WHERE IS'' condition, with no financing or inspection contingencies. A large Fremont Cottonwood, designated as a Heritage Tree, provides shade and adds character to the property. Buyers should be aware that removal of the Cottonwood requires a Tree Removal Permit in accordance with City requirements. See Gov Deals for more information, disclosures, and auction terms and conditions.

3 Beds ⋅ 1 Baths ⋅ 220229064 MLS

Excellent opportunity to build your dream home! Conveniently located near the future site of East Main Park, this property offers the potential to create a custom home in an area positioned for future neighborhood amenities. Offered for sale via online auction. Opening bid meets reserve and will sell to the highest bidder. A 5% buyer's premium will be added to the winning bid. The property will be sold in its present ''AS IS, WHERE IS'' condition, with no financing or inspection contingencies. A large Fremont Cottonwood, designated as a Heritage Tree, provides shade and adds character to the property. Buyers should be aware that removal of the Cottonwood requires a Tree Removal Permit in accordance with City requirements. See Gov Deals for more information, disclosures, and auction terms and conditions.

380 Clay Street, Ashland

Courtesy of Bang Realty-Oregon Inc.

$140,000

Gorgeous 4.33 acre WR-zoned lot located just 15 minutes from Ashland, Oregon. Fully fenced and gently sloping, the property is almost entirely usable and offers an ideal blend of privacy, natural beauty, and convenient access to town. A gated driveway is already in place with a spacious turnaround, and a relatively new well has been installed. The property is primarily wooded with mature oak and madrone trees, creating a peaceful Southern Oregon mountain setting with abundant wildlife throughout the year. Enjoy beautiful views of Emigrant Lake, the Siskiyou Mountains, and the surrounding valleys and terrain below. Located just 5 minutes from Emigrant Lake and 20 minute from the Cascade Siskiyou National Monument, this tranquil Rogue Valley acreage may be purchased individually or in conjunction with 2590 Siskiyou Hwy. Buyers shall perform their own due diligence regarding zoning and all legal land-use matters.

220229042 MLS

Gorgeous 4.33 acre WR-zoned lot located just 15 minutes from Ashland, Oregon. Fully fenced and gently sloping, the property is almost entirely usable and offers an ideal blend of privacy, natural beauty, and convenient access to town. A gated driveway is already in place with a spacious turnaround, and a relatively new well has been installed. The property is primarily wooded with mature oak and madrone trees, creating a peaceful Southern Oregon mountain setting with abundant wildlife throughout the year. Enjoy beautiful views of Emigrant Lake, the Siskiyou Mountains, and the surrounding valleys and terrain below. Located just 5 minutes from Emigrant Lake and 20 minute from the Cascade Siskiyou National Monument, this tranquil Rogue Valley acreage may be purchased individually or in conjunction with 2590 Siskiyou Hwy. Buyers shall perform their own due diligence regarding zoning and all legal land-use matters.

Siskiyou Highway, Ashland

Courtesy of Cascade Hasson Sotheby's International Realty

$317,000

Charming 2004 built Victorian-style townhouse offering the perfect blend of classic character and modern convenience. This inviting end unit features 2 bedrooms and 1½ baths, with wood floors extending through the entry and living room. The comfortable floor plan offers a warm, welcoming living space with plenty of natural light and easy flow. Step outside to the back deck, ideal for relaxing, enjoying your morning coffee, or entertaining friends. As an end unit, this home offers added privacy and a desirable setting. Conveniently located near schools, shopping, dining, and everyday amenities, this delightful townhouse is a wonderful opportunity for comfortable, low-maintenance living with plenty of charm. Note, all tenant possessions have been removed from all photos.

2 Beds ⋅ 2 Baths ⋅ 220229021 MLS

Charming 2004 built Victorian-style townhouse offering the perfect blend of classic character and modern convenience. This inviting end unit features 2 bedrooms and 1½ baths, with wood floors extending through the entry and living room. The comfortable floor plan offers a warm, welcoming living space with plenty of natural light and easy flow. Step outside to the back deck, ideal for relaxing, enjoying your morning coffee, or entertaining friends. As an end unit, this home offers added privacy and a desirable setting. Conveniently located near schools, shopping, dining, and everyday amenities, this delightful townhouse is a wonderful opportunity for comfortable, low-maintenance living with plenty of charm. Note, all tenant possessions have been removed from all photos.

49 California Street, Ashland

Courtesy of Millen Property Group

$450,000

ONWER FINACING AVAILABLE 6% INTEREST RATE! Welcome to this stunning townhome, blending comfort with modern elegance. Inside, you'll find an expansive open-concept living, dining, and kitchen area flooded with natural light. Soaring vaulted ceilings and gorgeous hardwood floors create an inviting atmosphere, while the cozy gas fireplace serves as the perfect living room centerpiece. Step right out from the living area onto your private patio to enjoy your morning coffee. The chef-friendly kitchen boasts beautiful granite countertops. The premium finish is carried seamlessly throughout the entire home. For ultimate privacy, the spacious primary suite is located on the first floor. Both bathrooms feature granite countertops and tile flooring. Complete with a 2-car garage, EV Charging and convenient alley access, this home offers low-maintenance living without compromising on style.

3 Beds ⋅ 2 Baths ⋅ 220228920 MLS

ONWER FINACING AVAILABLE 6% INTEREST RATE! Welcome to this stunning townhome, blending comfort with modern elegance. Inside, you'll find an expansive open-concept living, dining, and kitchen area flooded with natural light. Soaring vaulted ceilings and gorgeous hardwood floors create an inviting atmosphere, while the cozy gas fireplace serves as the perfect living room centerpiece. Step right out from the living area onto your private patio to enjoy your morning coffee. The chef-friendly kitchen boasts beautiful granite countertops. The premium finish is carried seamlessly throughout the entire home. For ultimate privacy, the spacious primary suite is located on the first floor. Both bathrooms feature granite countertops and tile flooring. Complete with a 2-car garage, EV Charging and convenient alley access, this home offers low-maintenance living without compromising on style.

552 Fair Oaks Avenue, Ashland

Courtesy of eXp Realty, LLC

$775,000

Well cared for and nicely designed, this inviting home offers comfortable living with thoughtful details throughout. Hardwood floors, crown molding, beautiful tile, bullnose corners and abundant natural light create a refined interior. The spacious kitchen features granite countertops, pull-out cabinetry, gas cooktop, double microwave/convection oven and instant hot-water dispenser. Generous living and family rooms offer flexible gathering spaces, a gas fireplace, built-in surround sound and beautiful views toward Pompadour Bluff. Expansive decks, a retractable awning and lower patio invite effortless outdoor entertaining. The private primary suite offers deck access, two walk-in closets, a jetted jacuzzi soaking tub and large walk-in shower. Additional highlights include a bedroom and bath suite with deck access, recreation room, dual heating and HVAC systems, smart thermostats, central vacuum, 75-gallon gas water heater and exceptional storage throughout.

4 Beds ⋅ 4 Baths ⋅ 220228817 MLS

Well cared for and nicely designed, this inviting home offers comfortable living with thoughtful details throughout. Hardwood floors, crown molding, beautiful tile, bullnose corners and abundant natural light create a refined interior. The spacious kitchen features granite countertops, pull-out cabinetry, gas cooktop, double microwave/convection oven and instant hot-water dispenser. Generous living and family rooms offer flexible gathering spaces, a gas fireplace, built-in surround sound and beautiful views toward Pompadour Bluff. Expansive decks, a retractable awning and lower patio invite effortless outdoor entertaining. The private primary suite offers deck access, two walk-in closets, a jetted jacuzzi soaking tub and large walk-in shower. Additional highlights include a bedroom and bath suite with deck access, recreation room, dual heating and HVAC systems, smart thermostats, central vacuum, 75-gallon gas water heater and exceptional storage throughout.

485 Waterline Road, Ashland

Courtesy of Windermere Van Vleet & Associates

$312,000

Nature meets urban convenience in this ideal Ashland home! Experience treetop living in this meticulously maintained, second story, one level condo. Enjoy an abundance of natural light in this open-concept home with bright, large kitchen and a living room with direct views of Grizzly Peak. The spacious private deck provides outdoor enjoyment. The two large bedrooms offer large closets and mountain views. Both full bathrooms have shower-tub combos and plenty of cabinet space. Updates include a new HVAC system (2025) and new fire-resistant hardi-plank siding (2024). Washer, dryer, and appliances are included. There is one dedicated carport space and the newly resurfaced drive and parking areas provide guest parking. Close to restaurants, shopping, and the YMCA. Easy freeway and school access, as well.

2 Beds ⋅ 2 Baths ⋅ 220228812 MLS

Nature meets urban convenience in this ideal Ashland home! Experience treetop living in this meticulously maintained, second story, one level condo. Enjoy an abundance of natural light in this open-concept home with bright, large kitchen and a living room with direct views of Grizzly Peak. The spacious private deck provides outdoor enjoyment. The two large bedrooms offer large closets and mountain views. Both full bathrooms have shower-tub combos and plenty of cabinet space. Updates include a new HVAC system (2025) and new fire-resistant hardi-plank siding (2024). Washer, dryer, and appliances are included. There is one dedicated carport space and the newly resurfaced drive and parking areas provide guest parking. Close to restaurants, shopping, and the YMCA. Easy freeway and school access, as well.

295 Tolman Creek Road 7 Unit 7, Ashland

Courtesy of Windermere Van Vleet & Associates

$190,000

Location, location, location! Located in the fabulous 55+ Mountain Meadows Community, this charming ground level 1 bed + office, 1 bath, 872 sq ft condo is perfect for anyone looking for a low maintenance property! Owner spared no expense over the last 2 years by replacing the HVAC system, replacing flooring throughout with new luxury vinyl plank & carpeting, & painting the entire interior. Floor plan is ADA compliant (wider doorways and open floor plan). Kitchen is spacious w/ ample cabinetry, dining space, and working appliances. Covered front porch provides shade while you gander at the mountainside. Only one neighbor above you (no neighbors on the left and right), allows enhanced privacy from the rest of the community. Dedicated parking and additional storage room are included as well! Mountain Meadows Community is absolutely lovely and includes dining, clubhouse, fitness center, pool, community events, & much more!

1 Beds ⋅ 1 Baths ⋅ 220228771 MLS

Location, location, location! Located in the fabulous 55+ Mountain Meadows Community, this charming ground level 1 bed + office, 1 bath, 872 sq ft condo is perfect for anyone looking for a low maintenance property! Owner spared no expense over the last 2 years by replacing the HVAC system, replacing flooring throughout with new luxury vinyl plank & carpeting, & painting the entire interior. Floor plan is ADA compliant (wider doorways and open floor plan). Kitchen is spacious w/ ample cabinetry, dining space, and working appliances. Covered front porch provides shade while you gander at the mountainside. Only one neighbor above you (no neighbors on the left and right), allows enhanced privacy from the rest of the community. Dedicated parking and additional storage room are included as well! Mountain Meadows Community is absolutely lovely and includes dining, clubhouse, fitness center, pool, community events, & much more!

853 Pavilion Place, Ashland

Courtesy of John L. Scott Medford

$339,000

Tucked away in a unique and private setting just off Park Street, this charming end unit condominium offers comfort, convenience, and a little extra privacy. The home has been refreshed with new interior paint, new carpet, and an updated HVAC in 2018. The living area is clean and inviting ready for you to personalize as your own. Just off the family room is an open concept dining nook and kitchen. 3 spacious bedrooms make up the upstairs with a full bathroom for convenience. Enjoy your own private fenced yard along with a one car attached garage. This is a desirable location with upgrades that provide a modern aesthetic, while providing a move in ready home.

3 Beds ⋅ 2 Baths ⋅ 220228753 MLS

Tucked away in a unique and private setting just off Park Street, this charming end unit condominium offers comfort, convenience, and a little extra privacy. The home has been refreshed with new interior paint, new carpet, and an updated HVAC in 2018. The living area is clean and inviting ready for you to personalize as your own. Just off the family room is an open concept dining nook and kitchen. 3 spacious bedrooms make up the upstairs with a full bathroom for convenience. Enjoy your own private fenced yard along with a one car attached garage. This is a desirable location with upgrades that provide a modern aesthetic, while providing a move in ready home.

669 Park Street, Ashland

Courtesy of Ashland Homes Real Estate Inc.

$545,000

Beautifully built and extensively upgraded single-level home on highly coveted Beach Street above the boulevard. Offered fully furnished and move-in ready, this home has been minimally occupied since 2022 and remains in like-new condition, with no smoking or pets. More than $50,000 in upgrades include twin skylights, radiant floor heating in the primary bathroom, and a newly installed enclosed carport providing parking for up to six vehicles. The owner has relocated and substantially reduced the price, creating an exceptional opportunity for a quick sale. Enjoy a peaceful setting, pride of ownership, and wonderful neighbors.

3 Beds ⋅ 2 Baths ⋅ 220228727 MLS

Beautifully built and extensively upgraded single-level home on highly coveted Beach Street above the boulevard. Offered fully furnished and move-in ready, this home has been minimally occupied since 2022 and remains in like-new condition, with no smoking or pets. More than $50,000 in upgrades include twin skylights, radiant floor heating in the primary bathroom, and a newly installed enclosed carport providing parking for up to six vehicles. The owner has relocated and substantially reduced the price, creating an exceptional opportunity for a quick sale. Enjoy a peaceful setting, pride of ownership, and wonderful neighbors.

802 Beach Street, Ashland

Courtesy of Realty Net of Central Oregon

$210,000

For more than 40 years Greenleaf Restaurant has dished up culinary delights to generations of Ashland locals and travelers alike. Ideally positioned in the heart of downtown in the historic 1879 Independent Order Of Oddfellows (IOOF) building, Greenleaf is THE stop for Shakespeare Festival goers. Right next to the world famous Lithia Park with seating for over 100 including highly desirable creekside dining along the Calle Guanajuato and Ashland Creek. Menu and dining spaces were completely revamped in 2020 to provide an inviting, modern aesthetic that uniquely pays homage to the literary arts. Dedicated, hardworking team and management in place. Liquor license secured but not currently in use so lots of potential here to take this Ashland staple to new heights. 1,000+ reviews on Trip Advisor with a 4.4 star average. Facebook and Instagram presence in place already with over 3,000 followers across the platforms and 4.5/5 rating on FB.

220228716 MLS

For more than 40 years Greenleaf Restaurant has dished up culinary delights to generations of Ashland locals and travelers alike. Ideally positioned in the heart of downtown in the historic 1879 Independent Order Of Oddfellows (IOOF) building, Greenleaf is THE stop for Shakespeare Festival goers. Right next to the world famous Lithia Park with seating for over 100 including highly desirable creekside dining along the Calle Guanajuato and Ashland Creek. Menu and dining spaces were completely revamped in 2020 to provide an inviting, modern aesthetic that uniquely pays homage to the literary arts. Dedicated, hardworking team and management in place. Liquor license secured but not currently in use so lots of potential here to take this Ashland staple to new heights. 1,000+ reviews on Trip Advisor with a 4.4 star average. Facebook and Instagram presence in place already with over 3,000 followers across the platforms and 4.5/5 rating on FB.

49 N Main Street, Ashland

Courtesy of Gateway Real Estate

$559,000

Take a look at this beautifully updated home on a spacious, level lot just blocks from Ashland Pond, the Dog Park, and the Bear Creek Greenway, with the downtown Plaza only 1.1 miles away. Recent upgrades include a newer roof, Anderson windows, updated flooring throughout most of the home, new interior and exterior doors, a ductless minisplit heating and cooling system, new kitchen appliances, and fresh exterior paint, plus an existing passive solar system for added efficiency. The living room impresses with a two story vaulted ceiling in natural wood plank and a cozy rock fireplace, while the light filled kitchen offers a garden window and engineered wood floors. Two main level bedrooms share a full bath, and a sunny three-skylight sunroom adds versatile living space. Upstairs, the primary suite features a walk-in closet, a walk-in shower, and a private balcony with mountain views. The fully fenced backyard offers a clean slate, ready for you to create your own outdoor retreat.

3 Beds ⋅ 2 Baths ⋅ 220228659 MLS

Take a look at this beautifully updated home on a spacious, level lot just blocks from Ashland Pond, the Dog Park, and the Bear Creek Greenway, with the downtown Plaza only 1.1 miles away. Recent upgrades include a newer roof, Anderson windows, updated flooring throughout most of the home, new interior and exterior doors, a ductless minisplit heating and cooling system, new kitchen appliances, and fresh exterior paint, plus an existing passive solar system for added efficiency. The living room impresses with a two story vaulted ceiling in natural wood plank and a cozy rock fireplace, while the light filled kitchen offers a garden window and engineered wood floors. Two main level bedrooms share a full bath, and a sunny three-skylight sunroom adds versatile living space. Upstairs, the primary suite features a walk-in closet, a walk-in shower, and a private balcony with mountain views. The fully fenced backyard offers a clean slate, ready for you to create your own outdoor retreat.

197 Alder Lane, Ashland

Courtesy of John L Scott Ashland

$575,000

Welcome to 173 Alder, where thoughtful design meets true flexibility. This solar-powered home keeps utility costs low while offering a layout built for the way people actually live and work today. The updated kitchen is ready for everyday living and easy entertaining, while the primary suite functions as a private living space complete with its own separate entrance, perfect for extended family, guests, or rental income. A dedicated home office, also with a private entrance, creates an effortless work from home setup or the ideal spot for a home-based business. Outside, the yard is a blank slate ready for your vision, whether that's a garden, an entertaining space, or room to grow. Whether you're envisioning a multi-generational household, an income-producing suite, or simply craving more room to breathe, this property offers a rare combination of comfort and possibility in a well-loved Ashland neighborhood.

3 Beds ⋅ 2 Baths ⋅ 220228656 MLS

Welcome to 173 Alder, where thoughtful design meets true flexibility. This solar-powered home keeps utility costs low while offering a layout built for the way people actually live and work today. The updated kitchen is ready for everyday living and easy entertaining, while the primary suite functions as a private living space complete with its own separate entrance, perfect for extended family, guests, or rental income. A dedicated home office, also with a private entrance, creates an effortless work from home setup or the ideal spot for a home-based business. Outside, the yard is a blank slate ready for your vision, whether that's a garden, an entertaining space, or room to grow. Whether you're envisioning a multi-generational household, an income-producing suite, or simply craving more room to breathe, this property offers a rare combination of comfort and possibility in a well-loved Ashland neighborhood.

173 Alder Lane, Ashland

Courtesy of John L Scott Ashland

$450,000

Move-in ready 2-bedroom, 2-bath home featuring an inviting single level floor plan with vaulted ceilings and luxury vinyl tile flooring throughout. The spacious living area is highlighted by a cozy gas fireplace, while the updated kitchen offers quartz countertops and new stainless-steel appliances. Recent upgrades include a new HVAC system and furnace, plus an EV charger in the attached garage. Conveniently located near shopping and dining, this home combines modern updates with everyday comfort and convenience. Owner carry options available.

2 Beds ⋅ 2 Baths ⋅ 220228645 MLS

Move-in ready 2-bedroom, 2-bath home featuring an inviting single level floor plan with vaulted ceilings and luxury vinyl tile flooring throughout. The spacious living area is highlighted by a cozy gas fireplace, while the updated kitchen offers quartz countertops and new stainless-steel appliances. Recent upgrades include a new HVAC system and furnace, plus an EV charger in the attached garage. Conveniently located near shopping and dining, this home combines modern updates with everyday comfort and convenience. Owner carry options available.

2133 Birchwood Lane, Ashland

Courtesy of Real Broker

$125,000

An exceptional opportunity to build your custom home on 5.32 beautiful acres in Ashland, Oregon. This RR-5-zoned parcel is homesite approved and offers scenic views of the surrounding valley. Enjoy peaceful surroundings, privacy, and convenient access to Ashland while creating your own Southern Oregon retreat. The property has septic approval for an alternative treatment system. Buyer to perform due diligence regarding all potential uses, approvals, utilities, septic requirements, zoning, and development standards for the parcel.

220228582 MLS

An exceptional opportunity to build your custom home on 5.32 beautiful acres in Ashland, Oregon. This RR-5-zoned parcel is homesite approved and offers scenic views of the surrounding valley. Enjoy peaceful surroundings, privacy, and convenient access to Ashland while creating your own Southern Oregon retreat. The property has septic approval for an alternative treatment system. Buyer to perform due diligence regarding all potential uses, approvals, utilities, septic requirements, zoning, and development standards for the parcel.

492 Conifer Way, Ashland

Courtesy of Millen Property Group

$649,900

Two single-level homes on a spacious 0.16-acre lot with alley access in the heart of Ashland's Railroad District. Charming historic front home with covered porch, double-paned vinyl windows, original fir floors, high ceilings, picture rail moldings, dining with cast-iron gas stove, kitchen with glass-fronted display cabinets and butcher block counters, mudroom pantry with washer and dryer, primary bedroom with large walk-in closet, full bathroom with clawfoot tub shower, and guest bedroom with closet. Fully permitted second dwelling built in 1999 with front deck and covered entry, operable casement windows, oak hardwood flooring, spacious dining area and kitchen with wood cabinets, laundry closet, two bedrooms with closets, full bath with shower, and attached garage with second bay converted to workshop studio. New roofs, ductless mini-splits, and fully fenced private yards. Excellent investment opportunity and potential for short-term travelers' accommodations. Inquire for details!

4 Beds ⋅ 2 Baths ⋅ 220228571 MLS

Two single-level homes on a spacious 0.16-acre lot with alley access in the heart of Ashland's Railroad District. Charming historic front home with covered porch, double-paned vinyl windows, original fir floors, high ceilings, picture rail moldings, dining with cast-iron gas stove, kitchen with glass-fronted display cabinets and butcher block counters, mudroom pantry with washer and dryer, primary bedroom with large walk-in closet, full bathroom with clawfoot tub shower, and guest bedroom with closet. Fully permitted second dwelling built in 1999 with front deck and covered entry, operable casement windows, oak hardwood flooring, spacious dining area and kitchen with wood cabinets, laundry closet, two bedrooms with closets, full bath with shower, and attached garage with second bay converted to workshop studio. New roofs, ductless mini-splits, and fully fenced private yards. Excellent investment opportunity and potential for short-term travelers' accommodations. Inquire for details!

161 Fourth Street, Ashland

Courtesy of John L Scott Ashland

$735,000

Impeccable views and quality updated home is ready to go! Step outside directly onto hiking trails and return to this tranquil turn-key home on the end of a dead end street! Ample parking and covered space for storage of all ski gear and all your toys, make this home a year round gem to come home to after a long day of adventure! Only 30 mins from Mt Ashland from the front door! Fully updated bathrooms, kitchen and backyard make this home completely turn-key! The expansive primary suite features a sauna, walk-in closet and private wrap-around deck. Impeccable views with an open floorplan provide ample opportunities for hosting. This rare gem of views, storage and quality upgrades is one you won't want to miss!

3 Beds ⋅ 3 Baths ⋅ 220228500 MLS

Impeccable views and quality updated home is ready to go! Step outside directly onto hiking trails and return to this tranquil turn-key home on the end of a dead end street! Ample parking and covered space for storage of all ski gear and all your toys, make this home a year round gem to come home to after a long day of adventure! Only 30 mins from Mt Ashland from the front door! Fully updated bathrooms, kitchen and backyard make this home completely turn-key! The expansive primary suite features a sauna, walk-in closet and private wrap-around deck. Impeccable views with an open floorplan provide ample opportunities for hosting. This rare gem of views, storage and quality upgrades is one you won't want to miss!

1750 Crestview Drive, Ashland

Courtesy of John L. Scott Medford

$325,000

Charming 1910-built home offering 3 bedrooms on a spacious .32-acre lot in desirable Tolman Creek. This property presents a wonderful opportunity to enjoy the character and appeal of an older home while taking advantage of a generous lot with plenty of space and potential. Conveniently located in a sought-after area, this is a rare opportunity to own a piece of local history with room to make it your own.

3 Beds ⋅ 2 Baths ⋅ 220228497 MLS

Charming 1910-built home offering 3 bedrooms on a spacious .32-acre lot in desirable Tolman Creek. This property presents a wonderful opportunity to enjoy the character and appeal of an older home while taking advantage of a generous lot with plenty of space and potential. Conveniently located in a sought-after area, this is a rare opportunity to own a piece of local history with room to make it your own.

795 Tolman Creek Road, Ashland

Courtesy of John L. Scott Medford

$874,000

Under construction for mid-December 2026 completion, this architecturally inspired midcentury home sits off-street on a private flag lot in an established neighborhood with mature trees. Vertical-grain cedar and stucco meet clean lines and covered porches. This 3-bed, 2-bath home is light and bright with clerestory windows, 8 ft doors, and vaulted ceilings. The kitchen's large island with eating bar opens to the great room, where a fireplace with a built-in bench-and-mantel sits by a wall of windows. The primary suite offers a roll-in shower, double vanity, and walk-in closet. A rare pass-through garage links the driveway and rear alley; drive straight through in either direction. No HOA. Built by Suncrest Homes, an Ashland builder with 35+ years of experience, this Earth Advantage home is energy-efficient and exceeds code. Ask about a promo 5.125% rate with the builder's lender. Listing broker is related to the owners of Suncrest Homes, one of whom is a licensed OR real estate broker.

3 Beds ⋅ 2 Baths ⋅ 220228466 MLS

Under construction for mid-December 2026 completion, this architecturally inspired midcentury home sits off-street on a private flag lot in an established neighborhood with mature trees. Vertical-grain cedar and stucco meet clean lines and covered porches. This 3-bed, 2-bath home is light and bright with clerestory windows, 8 ft doors, and vaulted ceilings. The kitchen's large island with eating bar opens to the great room, where a fireplace with a built-in bench-and-mantel sits by a wall of windows. The primary suite offers a roll-in shower, double vanity, and walk-in closet. A rare pass-through garage links the driveway and rear alley; drive straight through in either direction. No HOA. Built by Suncrest Homes, an Ashland builder with 35+ years of experience, this Earth Advantage home is energy-efficient and exceeds code. Ask about a promo 5.125% rate with the builder's lender. Listing broker is related to the owners of Suncrest Homes, one of whom is a licensed OR real estate broker.

901 Hillview Drive, Ashland

Courtesy of Gateway Real Estate

$625,000

Perched above downtown Ashland on a quiet street, this spacious 4-bedroom, 2-bath home offers privacy, proximity to town, and commands beautiful valley and mountain views. The open, light-filled floor plan centers around a vaulted great room and offers 2,176 square feet of flexible living space, including additional office and family rooms easily convertible to sleeping space on both levels. Step onto the expansive deck to dine outdoors, entertain, or simply enjoy the ever-changing scenery. A sauna provides a relaxing retreat, while ample storage and an attached garage add everyday convenience. Set on nearly a quarter-acre with mature fruit trees and room to garden, the property is just blocks from Lithia Park, the Ashland Plaza, dining, shopping, and the Oregon Shakespeare Festival. This is an exceptional opportunity to enjoy space, scenery, and an enviable location close to the heart of Ashland.

4 Beds ⋅ 2 Baths ⋅ 220228422 MLS

Perched above downtown Ashland on a quiet street, this spacious 4-bedroom, 2-bath home offers privacy, proximity to town, and commands beautiful valley and mountain views. The open, light-filled floor plan centers around a vaulted great room and offers 2,176 square feet of flexible living space, including additional office and family rooms easily convertible to sleeping space on both levels. Step onto the expansive deck to dine outdoors, entertain, or simply enjoy the ever-changing scenery. A sauna provides a relaxing retreat, while ample storage and an attached garage add everyday convenience. Set on nearly a quarter-acre with mature fruit trees and room to garden, the property is just blocks from Lithia Park, the Ashland Plaza, dining, shopping, and the Oregon Shakespeare Festival. This is an exceptional opportunity to enjoy space, scenery, and an enviable location close to the heart of Ashland.

264 Alta Avenue, Ashland

Courtesy of Millen Property Group

$599,000

JUST THREE DOORS UP FROM LITHIA PARK, the historic Hamaker-Taylor House blends timeless Ashland charm with modern luxury! Designed by notable architect Carlos Delgado and originally built in 1889, this one-of-a-kind cottage welcomes you with an expansive covered front porch and beautifully landscaped and hardscaped front and back yards, perfect for outdoor entertaining. Inside, enjoy a brand-new luxury kitchen with sunroom/breakfast nook, an updated bathroom, two bright bedrooms, and beautiful Pergo flooring throughout. Major improvements include new windows, HVAC, plumbing, electrical updates, and a new roof (2026). The full basement offers a versatile art studio with lighting, hot and cold running water, and raised storage areas. Enjoy the sounds of the bandshell from your front porch, with the OSF, Ashland Plaza, and Lithia Park just moments away. A rare opportunity to own a piece of Ashland history with today's comforts!

2 Beds ⋅ 1 Baths ⋅ 220228381 MLS

JUST THREE DOORS UP FROM LITHIA PARK, the historic Hamaker-Taylor House blends timeless Ashland charm with modern luxury! Designed by notable architect Carlos Delgado and originally built in 1889, this one-of-a-kind cottage welcomes you with an expansive covered front porch and beautifully landscaped and hardscaped front and back yards, perfect for outdoor entertaining. Inside, enjoy a brand-new luxury kitchen with sunroom/breakfast nook, an updated bathroom, two bright bedrooms, and beautiful Pergo flooring throughout. Major improvements include new windows, HVAC, plumbing, electrical updates, and a new roof (2026). The full basement offers a versatile art studio with lighting, hot and cold running water, and raised storage areas. Enjoy the sounds of the bandshell from your front porch, with the OSF, Ashland Plaza, and Lithia Park just moments away. A rare opportunity to own a piece of Ashland history with today's comforts!

63 Nutley Street, Ashland

Courtesy of Windermere Van Vleet & Assoc.

$399,000

Peaceful country living opportunity on 6.65 acres nestled amongst the madrones, not far from downtown Ashland! The custom primary residence offers 2 beds/2 baths with a stonework entryway, pine paneling and cabinetry in the kitchen, a cozy wood stove, large windows, a metal roof, and an attached garage. A versatile bonus room adapts to a creative workshop, office, or extra bedroom. Outside, a spacious deck and flat yard lead to an impressive shop built from steel shipping containers, offering a large open workspace with a professional-grade engine hoist, ample storage, and hydraulic hangar-style doors. Down the hill, a quaint cabin in the woods offers multigenerational living, income potential, or home office space, with a full kitchen, bath, and sleeping loft. Outdoor lovers will appreciate the unbeatable access to Mt. Ashland and the Pacific Crest Trail.

2 Beds ⋅ 2 Baths ⋅ 220228254 MLS

Peaceful country living opportunity on 6.65 acres nestled amongst the madrones, not far from downtown Ashland! The custom primary residence offers 2 beds/2 baths with a stonework entryway, pine paneling and cabinetry in the kitchen, a cozy wood stove, large windows, a metal roof, and an attached garage. A versatile bonus room adapts to a creative workshop, office, or extra bedroom. Outside, a spacious deck and flat yard lead to an impressive shop built from steel shipping containers, offering a large open workspace with a professional-grade engine hoist, ample storage, and hydraulic hangar-style doors. Down the hill, a quaint cabin in the woods offers multigenerational living, income potential, or home office space, with a full kitchen, bath, and sleeping loft. Outdoor lovers will appreciate the unbeatable access to Mt. Ashland and the Pacific Crest Trail.

5010 Old Highway 99 S, Ashland

Courtesy of John L Scott Ashland

Hersey Street TL 11900 Unit TL 11900, Ashland

$175,000

Development opportunity close to beautiful downtown Ashland! Flat .15 lot. E-1 zoning with residential overlay. Beautiful mountain views. Great location! Hersey Street frontage with alley access behind and alley access at the side of the lot. Many opportunities for development through planning dept, overnight accommodations, hotel, apartments, industrial, mixed use. Higher city sidewalk level on street creates opportunity for basement level in development. Buyers to do their own due diligence with the city planning department in regard to their own specific development needs.

220228165 MLS

Development opportunity close to beautiful downtown Ashland! Flat .15 lot. E-1 zoning with residential overlay. Beautiful mountain views. Great location! Hersey Street frontage with alley access behind and alley access at the side of the lot. Many opportunities for development through planning dept, overnight accommodations, hotel, apartments, industrial, mixed use. Higher city sidewalk level on street creates opportunity for basement level in development. Buyers to do their own due diligence with the city planning department in regard to their own specific development needs.

Hersey Street TL 11900 Unit TL 11900, Ashland

Courtesy of Gateway Real Estate

$675,000

HYATT PINES RETREAT! Escape to this beautiful year-round mountain sanctuary on 7.76 ac. Tranquil setting backs to BLM land. Mostly level, nicely treed & surrounded by exceptional homes & towering pines in the 18-parcel community. Across from Hyatt Lake & near Howard Prairie Lake, outdoor adventure is at your doorstep--hiking, swimming, boating, camping, fishing, skiing & more! The home features a striking metal roof, fiber-cement siding, & wood casement windows. Cozy living room w/pellet stove. Main-level suite offers deck access, walk-in closet, ensuite bath with walk-in shower. 2nd main-level bedroom across from guest bathroom. Upstairs includes 3rd bedroom, loft, full bath & large bonus room (~23'x16') not included in 1,912sf. Numerous updates include roof, siding, windows, kitchen, flooring, baths, doors, furnace, water heater. Outbuildings: 2 large sheds, well house, garden shed. HOA $500/yr for road maintenance/winterization. Rare blend of privacy, recreation & mountain living!

3 Beds ⋅ 3 Baths ⋅ 220228159 MLS

HYATT PINES RETREAT! Escape to this beautiful year-round mountain sanctuary on 7.76 ac. Tranquil setting backs to BLM land. Mostly level, nicely treed & surrounded by exceptional homes & towering pines in the 18-parcel community. Across from Hyatt Lake & near Howard Prairie Lake, outdoor adventure is at your doorstep--hiking, swimming, boating, camping, fishing, skiing & more! The home features a striking metal roof, fiber-cement siding, & wood casement windows. Cozy living room w/pellet stove. Main-level suite offers deck access, walk-in closet, ensuite bath with walk-in shower. 2nd main-level bedroom across from guest bathroom. Upstairs includes 3rd bedroom, loft, full bath & large bonus room (~23'x16') not included in 1,912sf. Numerous updates include roof, siding, windows, kitchen, flooring, baths, doors, furnace, water heater. Outbuildings: 2 large sheds, well house, garden shed. HOA $500/yr for road maintenance/winterization. Rare blend of privacy, recreation & mountain living!

7696 Hyatt Prairie, Ashland

Courtesy of John L. Scott Medford

$599,000

Welcome home to this spacious 5 bedroom, 3 bath multigenerational home offering approximately 3,100 square feet of comfortable living space on a roomy .23-acre lot. Thoughtfully designed with two living rooms, there's plenty of room for gathering, relaxing, or creating separate spaces for extended family. A 2-car garage provides convenient parking and storage, while the covered back deck provides space to enjoy the tranquil backyard complete with a charming fish pond; perfect for enjoying your morning coffee or unwinding at the end of the day. Located in a quiet neighborhood just minutes from everything Ashland has to offer, you're less than 10 minutes from downtown Ashland, the Oregon Shakespeare Festival, and Emigrant Lake. Come experience the space, flexibility, and peaceful setting this special home has to offer!

5 Beds ⋅ 3 Baths ⋅ 220228065 MLS

Welcome home to this spacious 5 bedroom, 3 bath multigenerational home offering approximately 3,100 square feet of comfortable living space on a roomy .23-acre lot. Thoughtfully designed with two living rooms, there's plenty of room for gathering, relaxing, or creating separate spaces for extended family. A 2-car garage provides convenient parking and storage, while the covered back deck provides space to enjoy the tranquil backyard complete with a charming fish pond; perfect for enjoying your morning coffee or unwinding at the end of the day. Located in a quiet neighborhood just minutes from everything Ashland has to offer, you're less than 10 minutes from downtown Ashland, the Oregon Shakespeare Festival, and Emigrant Lake. Come experience the space, flexibility, and peaceful setting this special home has to offer!

1058 Linda Avenue, Ashland

Courtesy of John L Scott Real Estate Grants Pass

$585,000

Welcome to the other side of Ashland! Set on 30 acres within a private gated community, this property offers an incredible sense of seclusion while still providing convenient access to everything Ashland has to offer. Surrounded by natural beauty and expansive views, the setting creates a peace beyond explanation. Whether you're looking for a quiet Southern Oregon retreat, room to enjoy the land, manage livestock, or simply a property where privacy is hard to come by, this unique Ashland acreage is one you won't want to miss!

3 Beds ⋅ 2 Baths ⋅ 220228064 MLS

Welcome to the other side of Ashland! Set on 30 acres within a private gated community, this property offers an incredible sense of seclusion while still providing convenient access to everything Ashland has to offer. Surrounded by natural beauty and expansive views, the setting creates a peace beyond explanation. Whether you're looking for a quiet Southern Oregon retreat, room to enjoy the land, manage livestock, or simply a property where privacy is hard to come by, this unique Ashland acreage is one you won't want to miss!

3150 Butler Creek Road, Ashland

Courtesy of eXp Realty, LLC

$99,000

Rare opportunity to own +/-12.16 acres in the Ashland area near Neil Creek Road with wooded hillside terrain, oak, madrone, pine, animal trails, and potential valley and Emigrant Lake views from portions of the property. The land has strong recreational appeal and a quiet, tucked-away feel once on site. Jackson County records show WR zoning, and County Planning has indicated a dwelling application may be possible through applicable land-use review; no dwelling approval is currently in place. No confirmed legal access, well, septic, or power service. Property is being marketed as-is, with all access, zoning, utilities, water, septic, dwelling potential, and intended use to be verified by buyer. A unique Ashland-area landholding for a buyer with vision, patience, and a willingness to complete their own due diligence.

220227198 MLS

Rare opportunity to own +/-12.16 acres in the Ashland area near Neil Creek Road with wooded hillside terrain, oak, madrone, pine, animal trails, and potential valley and Emigrant Lake views from portions of the property. The land has strong recreational appeal and a quiet, tucked-away feel once on site. Jackson County records show WR zoning, and County Planning has indicated a dwelling application may be possible through applicable land-use review; no dwelling approval is currently in place. No confirmed legal access, well, septic, or power service. Property is being marketed as-is, with all access, zoning, utilities, water, septic, dwelling potential, and intended use to be verified by buyer. A unique Ashland-area landholding for a buyer with vision, patience, and a willingness to complete their own due diligence.

Neil Creek Road 800 Unit 800, Ashland

Courtesy of Whitetail Properties Real Esta

$950,000

Set on more than 37 private acres in the Siskiyou Mountains, this property offers space, privacy minutes from Ashland and the Rogue Valley. Mt. Ashland Ski Area, Emigrant Lake and the Pacific Crest Trail are nearby, putting Southern Oregon recreation close at hand. The main residence features soaring wood-clad ceilings, exposed beams, expansive windows and a stone fireplace. The open great room flows into a gourmet kitchen with cabinetry, full-size refrigerator and freezer, double ovens and island. A media room, geothermal heating and cooling, and hard-wired generator add comfort and peace of mind. A detached four-car garage provides spaces, while the auxiliary building offers an open area, kitchen, full bath and three-car garage--ideal for a studio, workshop, recreation or guest space. A loft studio, greenhouse, gardens, water storage, creek, rock outcroppings and wildlife complete this Southern Oregon retreat.

3 Beds ⋅ 4 Baths ⋅ 220228020 MLS

Set on more than 37 private acres in the Siskiyou Mountains, this property offers space, privacy minutes from Ashland and the Rogue Valley. Mt. Ashland Ski Area, Emigrant Lake and the Pacific Crest Trail are nearby, putting Southern Oregon recreation close at hand. The main residence features soaring wood-clad ceilings, exposed beams, expansive windows and a stone fireplace. The open great room flows into a gourmet kitchen with cabinetry, full-size refrigerator and freezer, double ovens and island. A media room, geothermal heating and cooling, and hard-wired generator add comfort and peace of mind. A detached four-car garage provides spaces, while the auxiliary building offers an open area, kitchen, full bath and three-car garage--ideal for a studio, workshop, recreation or guest space. A loft studio, greenhouse, gardens, water storage, creek, rock outcroppings and wildlife complete this Southern Oregon retreat.

5831 Old Highway 99 S, Ashland

Courtesy of Windermere Van Vleet & Assoc.

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