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Come see this well-maintained single level duplex in a convenient Ashland location, just a short distance from downtown. Both light and bright units feature open floor plans, double-pane vinyl windows, washer/dryer hookups, single-car garages, and ample off-street parking. One unit has been nicely updated with vinyl plank flooring and fresh interior paint. Well cared for and conveniently located, this property offers an excellent investment opportunity.

220229520 MLS

Come see this well-maintained single level duplex in a convenient Ashland location, just a short distance from downtown. Both light and bright units feature open floor plans, double-pane vinyl windows, washer/dryer hookups, single-car garages, and ample off-street parking. One unit has been nicely updated with vinyl plank flooring and fresh interior paint. Well cared for and conveniently located, this property offers an excellent investment opportunity.

268 W Hersey Street, Ashland

Listing courtesy of John L Scott Ashland.

$650,000

Enjoy Ashland living in the Riverwalk Neighborhood, close to North Mountain Park. Filled with natural light, this well maintained home features bamboo and carpet flooring, a cozy gas fireplace, and a gourmet kitchen with solid surface counters and an island. The main-level primary suite offers double vanities, a soaking tub, a glass-enclosed shower, and a walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible space for guests or a home office. An attached two-car garage adds everyday convenience, while the lovely back patio and yard offer a welcoming setting for relaxing or entertaining. A wonderful place to call home in Ashland.

3 Beds ⋅ 3 Baths ⋅ 220229464 MLS

Enjoy Ashland living in the Riverwalk Neighborhood, close to North Mountain Park. Filled with natural light, this well maintained home features bamboo and carpet flooring, a cozy gas fireplace, and a gourmet kitchen with solid surface counters and an island. The main-level primary suite offers double vanities, a soaking tub, a glass-enclosed shower, and a walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible space for guests or a home office. An attached two-car garage adds everyday convenience, while the lovely back patio and yard offer a welcoming setting for relaxing or entertaining. A wonderful place to call home in Ashland.

435 Clinton Street, Ashland

Listing courtesy of Millen Property Group.

$1,295,000

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.

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.

$645,000

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.

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.

$1,175,000

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!

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.

$899,000

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.

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.

$450,000

Pristine condition and ready for you to move in today. This home has many well thought out amenities and upgrades throughout; open floor plan, w/great room living and slider out to the covered patio ready for your summertime BBQ's. The kitchen has slab granite counters w/breakfast bar, a walk-in pantry and beautiful tile floors. The master suite has a private view deck, bath w/jetted tub and double vanity with a large walk-in closet. The living room has a gas fireplace w/marble surround, crown molding, the list goes on. Set on a corner lot offering specular views. Fresh paint in the interior. Two newer Mini-split HVAC units for increased efficiency. Large two car garage.

3 Beds ⋅ 3 Baths ⋅ 220229321 MLS

Pristine condition and ready for you to move in today. This home has many well thought out amenities and upgrades throughout; open floor plan, w/great room living and slider out to the covered patio ready for your summertime BBQ's. The kitchen has slab granite counters w/breakfast bar, a walk-in pantry and beautiful tile floors. The master suite has a private view deck, bath w/jetted tub and double vanity with a large walk-in closet. The living room has a gas fireplace w/marble surround, crown molding, the list goes on. Set on a corner lot offering specular views. Fresh paint in the interior. Two newer Mini-split HVAC units for increased efficiency. Large two car garage.

368 Meadow Drive, Ashland

Listing courtesy of John L Scott Ashland.

$600,000

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.

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.

$225,000

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

Listing courtesy of eXp Realty, LLC.

$1,395,000

Some homes are addresses. This one was a destination. Set high in the Ashland hills, this connected double geodesic dome was the longtime home of internationally influential author Jean Houston. Inside, faceted ceilings soar overhead, pierced by triangular skylights that move light through the day. Fresh paint, restored floors, and a bold gold hearth in the great room. Below, a self-contained multi-generational suite with its own entrance, plus a 2,000 sq ft finished bonus room, once a private library. Working elevator, ramps, and accessible design throughout. Outside, a wraparound deck opens to nearly twelve acres: orchard, gardens, and matured vines on the property's own well. New septic, upgraded electrical, and completed wildfire mitigation. Bordered by BLM and protected city land, the valley views stay private and pristine. A home with a soul, ready for its next chapter.

4 Beds ⋅ 5 Baths ⋅ 220229205 MLS

Some homes are addresses. This one was a destination. Set high in the Ashland hills, this connected double geodesic dome was the longtime home of internationally influential author Jean Houston. Inside, faceted ceilings soar overhead, pierced by triangular skylights that move light through the day. Fresh paint, restored floors, and a bold gold hearth in the great room. Below, a self-contained multi-generational suite with its own entrance, plus a 2,000 sq ft finished bonus room, once a private library. Working elevator, ramps, and accessible design throughout. Outside, a wraparound deck opens to nearly twelve acres: orchard, gardens, and matured vines on the property's own well. New septic, upgraded electrical, and completed wildfire mitigation. Bordered by BLM and protected city land, the valley views stay private and pristine. A home with a soul, ready for its next chapter.

2200 Lupine Drive, Ashland

Listing courtesy of RE/MAX Integrity Grants Pass.

$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

Listing 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

Listing courtesy of Ford Real Estate.

$1,100,000

An amazing opportunity in an unbeatable location! Three separate living spaces surround gorgeous lush gardens in the heart of the Railroad District. The main home (164 5th) dates to the late 1800s and offers 3+ bedrooms, 2 baths and approximately 2,071 SF, with many improvements including a new foundation, electrical, plumbing, and HVAC ducting in '94. A detached 1 bed/1 bath apartment above the workshop provides vaulted ceilings, abundant natural light, and a private deck overlooking the gardens, plus bonus space below. A separate cottage-style home (162 5th), circa 1945, offers 2 bedrooms, 1 bath and its own private outdoor space. All three living spaces have separate meters for electric and gas. The main house and cottage also have separate water and sewer. Enjoy a greenhouse and outdoor storage bins for gardening. Lovingly cared for by the same owners for over 45 years, this special property shows true pride of ownership!

3 Beds ⋅ 2 Baths ⋅ 220229137 MLS

An amazing opportunity in an unbeatable location! Three separate living spaces surround gorgeous lush gardens in the heart of the Railroad District. The main home (164 5th) dates to the late 1800s and offers 3+ bedrooms, 2 baths and approximately 2,071 SF, with many improvements including a new foundation, electrical, plumbing, and HVAC ducting in '94. A detached 1 bed/1 bath apartment above the workshop provides vaulted ceilings, abundant natural light, and a private deck overlooking the gardens, plus bonus space below. A separate cottage-style home (162 5th), circa 1945, offers 2 bedrooms, 1 bath and its own private outdoor space. All three living spaces have separate meters for electric and gas. The main house and cottage also have separate water and sewer. Enjoy a greenhouse and outdoor storage bins for gardening. Lovingly cared for by the same owners for over 45 years, this special property shows true pride of ownership!

164 5th Street, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

$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

Listing 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

Listing 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

Listing courtesy of Millen Property Group.

$1,250,000

Own a piece of Ashland's history with this incredible historical home, cherished by the same family for 100 years. Built in 1900, this 3,092 sq.ft. home offers 5 bedrooms and 3 full bathrooms and has been beautifully renovated for modern living while preserving its historic elegance. Original details include beautiful woodwork throughout, formal living and dining rooms, inglenook seating, wood flooring, original entry stairwell, and an original fireplace updated with a gas insert. The updated kitchen features custom cabinetry, granite countertops, a large island, and skylights. Updated bathrooms retain their vintage charm with claw-foot soaking tubs and gorgeous custom shower tile-work. The fully fenced property features gated entry, mature landscaping, and a large 2-car garage. Ideally located in the heart of Ashland, just minutes from downtown shopping, dining, entertainment, and nearby parks, making it easy to enjoy everything Ashland has to offer.

5 Beds ⋅ 3 Baths ⋅ 220228921 MLS

Own a piece of Ashland's history with this incredible historical home, cherished by the same family for 100 years. Built in 1900, this 3,092 sq.ft. home offers 5 bedrooms and 3 full bathrooms and has been beautifully renovated for modern living while preserving its historic elegance. Original details include beautiful woodwork throughout, formal living and dining rooms, inglenook seating, wood flooring, original entry stairwell, and an original fireplace updated with a gas insert. The updated kitchen features custom cabinetry, granite countertops, a large island, and skylights. Updated bathrooms retain their vintage charm with claw-foot soaking tubs and gorgeous custom shower tile-work. The fully fenced property features gated entry, mature landscaping, and a large 2-car garage. Ideally located in the heart of Ashland, just minutes from downtown shopping, dining, entertainment, and nearby parks, making it easy to enjoy everything Ashland has to offer.

1068 E Main Street, Ashland

Listing courtesy of RE/MAX Platinum.

$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

Listing courtesy of eXp Realty, LLC.

$14,000,000

Offered for sale for the first time ever, Belle Fiore Estate Winery is Oregon's most significant vineyard estate and event destination situated on 51+ acres, including 37+ irrigated acres and an established vineyard with 14 grape varieties. Encompassing more than 27,000 sqft, the winery features multiple tasting rooms, an elegant ballroom, a restaurant, expansive terraces, and outdoor dining areas overlooking the vineyard and valley. The production facility is designed for commercial-scale operations with 8 barrel-storage bays, refrigerated wine storage, soaring ceilings, and extensive infrastructure. Hosting more than 50,000 visitors annually, Belle Fiore is a recognized destination for wine tourism, weddings, and private events. A 13.17 acre RR-5 zoned parcel with legal homesite is included in acreage. Business assets and inventory available, subject to applicable licensing and regulatory requirements. Property may be purchased together with 200 Belle Fiore Lane, Ashland, OR 97520.

3 Beds ⋅ 2 Baths ⋅ 220228854 MLS

Offered for sale for the first time ever, Belle Fiore Estate Winery is Oregon's most significant vineyard estate and event destination situated on 51+ acres, including 37+ irrigated acres and an established vineyard with 14 grape varieties. Encompassing more than 27,000 sqft, the winery features multiple tasting rooms, an elegant ballroom, a restaurant, expansive terraces, and outdoor dining areas overlooking the vineyard and valley. The production facility is designed for commercial-scale operations with 8 barrel-storage bays, refrigerated wine storage, soaring ceilings, and extensive infrastructure. Hosting more than 50,000 visitors annually, Belle Fiore is a recognized destination for wine tourism, weddings, and private events. A 13.17 acre RR-5 zoned parcel with legal homesite is included in acreage. Business assets and inventory available, subject to applicable licensing and regulatory requirements. Property may be purchased together with 200 Belle Fiore Lane, Ashland, OR 97520.

100 Belle Fiore Lane, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$1,350,000

Build your dream home with luxury builder Suncrest Homes in idyllic downtown Ashland--just one block from Lithia Park and a couple blocks from the Plaza and OSF. This Earth Advantage certified home design offers a thoughtful layout with main level living, vaulted ceilings, and expansive picture windows. Take in the mountain views from the deck between the living space and the kitchen/dining area. Spacious primary suite on the main level with walk-in closet and luxurious ensuite bath. Daylight basement has 2 bedrooms with walk-in closets & full bathroom. Premium finishes included: simulated wood flooring, tiled baths & laundry, quartz counters, electric fire feature, Moen fixtures, and generous allowances for appliances & lighting. Energy-smart features include ductless heating & cooling system, solar PV readiness, EV-charger wiring, and more. Detached two-car garage. Customize the floor plan and finishes to fit your lifestyle and preferences. Possible to upgrade lot size & sqft.

3 Beds ⋅ 4 Baths ⋅ 220228838 MLS

Build your dream home with luxury builder Suncrest Homes in idyllic downtown Ashland--just one block from Lithia Park and a couple blocks from the Plaza and OSF. This Earth Advantage certified home design offers a thoughtful layout with main level living, vaulted ceilings, and expansive picture windows. Take in the mountain views from the deck between the living space and the kitchen/dining area. Spacious primary suite on the main level with walk-in closet and luxurious ensuite bath. Daylight basement has 2 bedrooms with walk-in closets & full bathroom. Premium finishes included: simulated wood flooring, tiled baths & laundry, quartz counters, electric fire feature, Moen fixtures, and generous allowances for appliances & lighting. Energy-smart features include ductless heating & cooling system, solar PV readiness, EV-charger wiring, and more. Detached two-car garage. Customize the floor plan and finishes to fit your lifestyle and preferences. Possible to upgrade lot size & sqft.

119 Pine Street, Ashland

Listing courtesy of John L. Scott Ashland.

$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

Listing 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

Listing 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

Listing 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

Listing courtesy of Ashland Homes Real Estate Inc..

$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

Listing 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

Listing 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

Listing 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

Listing 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

Listing 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

Listing courtesy of John L Scott Ashland.

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