Southernoregonhomebuying.com Search Results

$1,195,000

Hard to find 4 plex plus separate home on large R-2 lot. Walking distance to downtown. The units have been updated and are well maintained. Fully rented. One unit is rented fully furnished . The main home was remodeled 4 years ago. All units have private rear yards that are newly fenced. One of the apartments is complimented with a tile shower plus separate bathtub. Washers and dryers included in all units. Ample parking for tenants.

220220575 MLS

Hard to find 4 plex plus separate home on large R-2 lot. Walking distance to downtown. The units have been updated and are well maintained. Fully rented. One unit is rented fully furnished . The main home was remodeled 4 years ago. All units have private rear yards that are newly fenced. One of the apartments is complimented with a tile shower plus separate bathtub. Washers and dryers included in all units. Ample parking for tenants.

67 Woolen Way, Ashland

Listing courtesy of Star Properties.

$795,000

Back on market at a new price -- 3.57-acre build-ready E-1 (Employment) parcel at the south gateway to Ashland's primary commercial corridor. Flat, fully unimproved, with full City utilities, FEMA Zone X, and frontage on two public streets (190 ft Jefferson Ave, 868 ft Washington St). E-1 allows broad use: distribution/warehouse, light manufacturing, retail, office, and institutional. Under the R-Overlay, up to ~53 mixed-use residential units by right over ground-floor commercial. Set in an established distribution corridor with long-tenured operators nearby -- a proven warehouse/industrial location with flexibility for other uses. I-5 Exit 14 ~1.1 mi; private rail-spur feasibility confirmed (see docs, estimate only). Priced 43% below the adjacent 777 Jefferson sale; very favorable seller financing available. Buyer to verify intended uses with City of Ashland (Code 18.2.2.030). Contact listing agent for details.

220220422 MLS

Back on market at a new price -- 3.57-acre build-ready E-1 (Employment) parcel at the south gateway to Ashland's primary commercial corridor. Flat, fully unimproved, with full City utilities, FEMA Zone X, and frontage on two public streets (190 ft Jefferson Ave, 868 ft Washington St). E-1 allows broad use: distribution/warehouse, light manufacturing, retail, office, and institutional. Under the R-Overlay, up to ~53 mixed-use residential units by right over ground-floor commercial. Set in an established distribution corridor with long-tenured operators nearby -- a proven warehouse/industrial location with flexibility for other uses. I-5 Exit 14 ~1.1 mi; private rail-spur feasibility confirmed (see docs, estimate only). Priced 43% below the adjacent 777 Jefferson sale; very favorable seller financing available. Buyer to verify intended uses with City of Ashland (Code 18.2.2.030). Contact listing agent for details.

799 E Jefferson Avenue, Ashland

Listing courtesy of Coldwell Banker Commercial Professional Group.

$925,000

Built in 2016, this custom Ashland home offers refined single-level living with vaulted ceilings, expansive windows, and sweeping Cascade Mountain views. The light-filled great room features a large gas fireplace and an open layout ideal for entertaining. Multiple outdoor seating areas overlook beautifully maintained gardens, creating seamless indoor-outdoor living. The versatile floor plan includes a spacious primary suite with spa-like bath, a vaulted second bedroom with ensuite, a guest bedroom, office, plus a bonus room in the basement with half bath--perfect for guests or hobbies. An oversized 2-car garage with EV charger, along with a tool shed, wood shop, and abundant dry storage, provides exceptional functionality. Located just minutes from downtown Ashland, world-class theater, Lithia Park, and scenic hiking and biking trails, this home blends comfort, quality, and convenience in a prime setting. Schedule your private tour today!

3 Beds ⋅ 4 Baths ⋅ 220220180 MLS

Built in 2016, this custom Ashland home offers refined single-level living with vaulted ceilings, expansive windows, and sweeping Cascade Mountain views. The light-filled great room features a large gas fireplace and an open layout ideal for entertaining. Multiple outdoor seating areas overlook beautifully maintained gardens, creating seamless indoor-outdoor living. The versatile floor plan includes a spacious primary suite with spa-like bath, a vaulted second bedroom with ensuite, a guest bedroom, office, plus a bonus room in the basement with half bath--perfect for guests or hobbies. An oversized 2-car garage with EV charger, along with a tool shed, wood shop, and abundant dry storage, provides exceptional functionality. Located just minutes from downtown Ashland, world-class theater, Lithia Park, and scenic hiking and biking trails, this home blends comfort, quality, and convenience in a prime setting. Schedule your private tour today!

417 Tucker Street, Ashland

Listing courtesy of Bespoke Real Estate.

$828,000

It's the home you've dreamed of with astounding views of the valley and mountains from living and dining rooms and all four bedrooms! Designed by Jerry Toney it's been well cared for and improved over time with meaningful updates including terraced lawn with sundeck, two kitchen sinks, 16 (owned) solar panels and more! A large room on the first floor with built-in shelves is suitable for use as media, gym, or library. Garage has storage room plus workbench and sink. On the main level, vaulted ceilings and oversized windows running the length of the home create a spacious feeling that invites the valley below indoors. The primary suite boasts a walk-in closet/dressing area and a tiled bathroom complete with two-person soaking jacuzzi. The kitchen opens onto the main outside deck facilitating meals outside or barbecuing meals for inside. Throughout the home, custom western maple cabinetry and quality woodwork add warmth and character. Call your Realtor for a private showing today!

4 Beds ⋅ 3 Baths ⋅ 220220097 MLS

It's the home you've dreamed of with astounding views of the valley and mountains from living and dining rooms and all four bedrooms! Designed by Jerry Toney it's been well cared for and improved over time with meaningful updates including terraced lawn with sundeck, two kitchen sinks, 16 (owned) solar panels and more! A large room on the first floor with built-in shelves is suitable for use as media, gym, or library. Garage has storage room plus workbench and sink. On the main level, vaulted ceilings and oversized windows running the length of the home create a spacious feeling that invites the valley below indoors. The primary suite boasts a walk-in closet/dressing area and a tiled bathroom complete with two-person soaking jacuzzi. The kitchen opens onto the main outside deck facilitating meals outside or barbecuing meals for inside. Throughout the home, custom western maple cabinetry and quality woodwork add warmth and character. Call your Realtor for a private showing today!

575 Dogwood Way, Ashland

Listing courtesy of Redfin.

$799,900

Stunning Chalet Retreat with Breathtaking Mt. Ashland Views! Nestled on 7.51 private acres, this gorgeous 2,306-sq-ft chalet offers unparalleled views of the Colestin Valley and Mt. Ashland. The thoughtfully designed interior features 3 spacious bedrooms, 3 full baths, and a versatile bonus room. Uniquely permitted for short-term rentals, this property is a proven income-producer and an ideal part-time residence or year-round sanctuary. Located just 15 minutes from the culture of downtown Ashland and minutes from world-class skiing, it perfectly balances seclusion with convenience. High-quality infrastructure includes a robust 16 GPM well and a state-of-the-art Advantex septic system. Whether you are seeking a mountain getaway, a savvy investment, or a private estate, this home delivers the best of Southern Oregon living. Experience ultimate privacy without sacrificing proximity to the city. A rare find in an iconic setting--this mountain masterpiece is ready for its next owner!

3 Beds ⋅ 3 Baths ⋅ 220219802 MLS

Stunning Chalet Retreat with Breathtaking Mt. Ashland Views! Nestled on 7.51 private acres, this gorgeous 2,306-sq-ft chalet offers unparalleled views of the Colestin Valley and Mt. Ashland. The thoughtfully designed interior features 3 spacious bedrooms, 3 full baths, and a versatile bonus room. Uniquely permitted for short-term rentals, this property is a proven income-producer and an ideal part-time residence or year-round sanctuary. Located just 15 minutes from the culture of downtown Ashland and minutes from world-class skiing, it perfectly balances seclusion with convenience. High-quality infrastructure includes a robust 16 GPM well and a state-of-the-art Advantex septic system. Whether you are seeking a mountain getaway, a savvy investment, or a private estate, this home delivers the best of Southern Oregon living. Experience ultimate privacy without sacrificing proximity to the city. A rare find in an iconic setting--this mountain masterpiece is ready for its next owner!

12673 Highway 99 S, Ashland

Listing courtesy of eXp Realty, LLC.

$695,000

79.59-acre EFU property offering a rare combination of usable land, privacy, and natural beauty just 15 minutes from downtown Ashland. Approximately 50% prime pasture and 50% gently sloping forestland create a versatile setting for a variety of uses. Includes 29 acres of irrigated farmland with valuable 1888 water rights. Carter Creek, a tributary to Emigrant Creek, runs through the property, adding both character and a reliable water source. Ideal for a homesite, horse property, or recreational retreat with sweeping views of the Cascade Mountains and surrounding valleys. Just 5 minutes from Emigrant Lake with convenient backroad access to Mt. Ashland. Borders 120+ acres of BLM land with direct access to additional open space. Close to the Cascade-Siskiyou National Monument, offering miles of recreation and protected landscape. A unique opportunity to own a well-balanced Southern Oregon property with both usability and scenic appeal.

220219785 MLS

79.59-acre EFU property offering a rare combination of usable land, privacy, and natural beauty just 15 minutes from downtown Ashland. Approximately 50% prime pasture and 50% gently sloping forestland create a versatile setting for a variety of uses. Includes 29 acres of irrigated farmland with valuable 1888 water rights. Carter Creek, a tributary to Emigrant Creek, runs through the property, adding both character and a reliable water source. Ideal for a homesite, horse property, or recreational retreat with sweeping views of the Cascade Mountains and surrounding valleys. Just 5 minutes from Emigrant Lake with convenient backroad access to Mt. Ashland. Borders 120+ acres of BLM land with direct access to additional open space. Close to the Cascade-Siskiyou National Monument, offering miles of recreation and protected landscape. A unique opportunity to own a well-balanced Southern Oregon property with both usability and scenic appeal.

Buckhorn Road 1000 Unit 1000, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$1,500,000

Fully Entitled Waterfront Youth Camp. Set in the mountains above Ashland, Oregon, this 349-acre holding represents a rare convergence of scale, water, privacy, and federally protected surroundings -- with a fully approved youth camp entitlement already in place. Spanning two tax lots, the property offers mature forest, majestic ridgelines, and nearly one mile of year-round Baldy Creek, along with additional frontage on Emigrant Creek. The landscape is a one-of-a-kind experience; it feels expansive and immersive -- a setting defined by natural character rather than nearby development. What sets this offering apart is its direct boundary with the Cascade-Siskiyou National Monument.

220218919 MLS

Fully Entitled Waterfront Youth Camp. Set in the mountains above Ashland, Oregon, this 349-acre holding represents a rare convergence of scale, water, privacy, and federally protected surroundings -- with a fully approved youth camp entitlement already in place. Spanning two tax lots, the property offers mature forest, majestic ridgelines, and nearly one mile of year-round Baldy Creek, along with additional frontage on Emigrant Creek. The landscape is a one-of-a-kind experience; it feels expansive and immersive -- a setting defined by natural character rather than nearby development. What sets this offering apart is its direct boundary with the Cascade-Siskiyou National Monument.

2829 Buckhorn Springs Road, Ashland

Listing courtesy of John L. Scott Medford.

$1,466,000

You'll be in a prime spot right in Ashland's Railroad District/Spur Rail Subdivision, a super desirable area! Just hop on the elevator to the top! This place has a fantastic modern design, with 770 square feet of first-floor commercial space and a luxurious 2-story home on the 2nd and 3rd floors. You'll find premium finishes everywhere, a huge rear patio, vaulted ceilings, big windows, an open floor plan, and materials that are easy to take care of, so they last. Plus, the property is set up to get the most out of solar panels. You'll have amazing views of Grizzly Peak to the north and Mt. Ashland to the south--it's truly a dream location. The property is zoned E1 commercial (Ashland Employment District with Residential Overlay). There's a single-car garage, EV charging, and the square footage has grown. The windows have also been upgraded to Milgard Fiberglas;, each parcel comes with a 1/6th interest in the parking lot next door.

2 Beds ⋅ 4 Baths ⋅ 220218853 MLS

You'll be in a prime spot right in Ashland's Railroad District/Spur Rail Subdivision, a super desirable area! Just hop on the elevator to the top! This place has a fantastic modern design, with 770 square feet of first-floor commercial space and a luxurious 2-story home on the 2nd and 3rd floors. You'll find premium finishes everywhere, a huge rear patio, vaulted ceilings, big windows, an open floor plan, and materials that are easy to take care of, so they last. Plus, the property is set up to get the most out of solar panels. You'll have amazing views of Grizzly Peak to the north and Mt. Ashland to the south--it's truly a dream location. The property is zoned E1 commercial (Ashland Employment District with Residential Overlay). There's a single-car garage, EV charging, and the square footage has grown. The windows have also been upgraded to Milgard Fiberglas;, each parcel comes with a 1/6th interest in the parking lot next door.

138 Clear Creek Drive, Ashland

Listing courtesy of Millen Property Group.

$475,000

Builder/developer opportunity in one of Ashland's most sought-after neighborhoods. Exceptional redevelopment potential on a .35 acre corner lot just blocks from the Ashland Plaza. Elevated position captures sweeping mountain, city, and territorial views in an area of high-end homes. Existing structure is likely best suited for removal, creating a rare chance to build a stunning custom home on a large in-town lot or explore the potential for a lot split and development of two residences (buyer to complete all due diligence with the City of Ashland). Prime location near Lithia Park, OSF, and downtown amenities. Opportunities like this with size, views, and proximity to town are increasingly rare.

3 Beds ⋅ 2 Baths ⋅ 220218469 MLS

Builder/developer opportunity in one of Ashland's most sought-after neighborhoods. Exceptional redevelopment potential on a .35 acre corner lot just blocks from the Ashland Plaza. Elevated position captures sweeping mountain, city, and territorial views in an area of high-end homes. Existing structure is likely best suited for removal, creating a rare chance to build a stunning custom home on a large in-town lot or explore the potential for a lot split and development of two residences (buyer to complete all due diligence with the City of Ashland). Prime location near Lithia Park, OSF, and downtown amenities. Opportunities like this with size, views, and proximity to town are increasingly rare.

166 Nob Hill Street, Ashland

Listing courtesy of Full Circle Real Estate.

$749,000

Welcome to Billings Ranch, one of Ashland's most desirable communities. This stylish 3,184 sq ft, 4 bed, 3 bath home blends comfort and functionality with standout spaces for spring and summer entertaining. Upon entry you are greeted with a sweeping spiral staircase and 20-ft vaulted ceilings that create a grand open atmosphere. The main level offers a spacious living room, a dedicated dining area, and a beautifully appointed kitchen with two gas stoves, granite countertops, and ample prep space making it perfect for gatherings. Enjoy warm-weather living on the private back patio with a built-in gas firepit and grapevine-covered pergola, ideal for outdoor dining, relaxing evenings, and hosting year-round. A main-level bedroom, full bath and den complete the comfort of the downstairs. Upstairs, are three additional bedrooms, including a luxurious primary suite with its own gas fireplace, a spa-like ensuite bathroom with a jetted tub and a generous walk-in closet.

4 Beds ⋅ 3 Baths ⋅ 220218224 MLS

Welcome to Billings Ranch, one of Ashland's most desirable communities. This stylish 3,184 sq ft, 4 bed, 3 bath home blends comfort and functionality with standout spaces for spring and summer entertaining. Upon entry you are greeted with a sweeping spiral staircase and 20-ft vaulted ceilings that create a grand open atmosphere. The main level offers a spacious living room, a dedicated dining area, and a beautifully appointed kitchen with two gas stoves, granite countertops, and ample prep space making it perfect for gatherings. Enjoy warm-weather living on the private back patio with a built-in gas firepit and grapevine-covered pergola, ideal for outdoor dining, relaxing evenings, and hosting year-round. A main-level bedroom, full bath and den complete the comfort of the downstairs. Upstairs, are three additional bedrooms, including a luxurious primary suite with its own gas fireplace, a spa-like ensuite bathroom with a jetted tub and a generous walk-in closet.

692 Vansant Street, Ashland

Listing courtesy of Gateway Real Estate.

$735,000

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

3 Beds ⋅ 3 Baths ⋅ 220218220 MLS

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

593 Crowson Road, Ashland

Listing courtesy of John L. Scott Ashland.

$585,000

The minute you enter this one level home you will say WOW! Gorgeous light and bright remodel with prefinished hardwood floors, open living concept with gourmet cooks delight kitchen with island and room for bistro table and chairs. Open floor plan including vaulted ceilings in living, kitchen and dining. Gas fireplace. Primary suite with walk in closet, double sinks, amazing shower. A bonus sunroom/family room. Two more good size bedrooms, second full bath and one half bath. Double garage and large laundry room. Beautiful landscaping, covered back patio, side patio with pavers. Low voltage lighting and drip watering system. Across the street from the Oak Knoll pond and trails for the neighborhood to enjoy. Just 3 blocks to golf course. Large shed for extra storage and subdivision parking bays for visitors. Take your time to see all the details of this home and enjoy!

3 Beds ⋅ 3 Baths ⋅ 220218209 MLS

The minute you enter this one level home you will say WOW! Gorgeous light and bright remodel with prefinished hardwood floors, open living concept with gourmet cooks delight kitchen with island and room for bistro table and chairs. Open floor plan including vaulted ceilings in living, kitchen and dining. Gas fireplace. Primary suite with walk in closet, double sinks, amazing shower. A bonus sunroom/family room. Two more good size bedrooms, second full bath and one half bath. Double garage and large laundry room. Beautiful landscaping, covered back patio, side patio with pavers. Low voltage lighting and drip watering system. Across the street from the Oak Knoll pond and trails for the neighborhood to enjoy. Just 3 blocks to golf course. Large shed for extra storage and subdivision parking bays for visitors. Take your time to see all the details of this home and enjoy!

1057 Oak Knoll Drive, Ashland

Listing courtesy of Absolute Realty.

$1,295,000

Platinum Earth Advantage home just minutes from downtown, offering 2,750 sq ft of thoughtfully designed 4BR, 3BA + office living space with stunning views of Grizzly Peak and the Cascades. This light-filled residence features 12' ceilings, expansive windows, quartz surfaces, designer lighting, and blonde wide-plank hardwood floors. The main level features two ensuite bedrooms, highlighted by a luxurious primary suite with radiant heated floors, dual shower system, and two walk-in closets. The chef's kitchen boasts an 11-ft island, double ovens, gas cooktop, beverage fridge, and walk-in pantry. Enjoy seamless indoor-outdoor living with an 8' slider to a spacious view deck. Lower level offers 2 bedrooms, office, second laundry, and potential for separate living. Professionally landscaped, private setting with detached 2-car garage, EV charging, and energy-efficient 2-zone HVAC system. Home designed by Vadim Agakhanov.

4 Beds ⋅ 3 Baths ⋅ 220217927 MLS

Platinum Earth Advantage home just minutes from downtown, offering 2,750 sq ft of thoughtfully designed 4BR, 3BA + office living space with stunning views of Grizzly Peak and the Cascades. This light-filled residence features 12' ceilings, expansive windows, quartz surfaces, designer lighting, and blonde wide-plank hardwood floors. The main level features two ensuite bedrooms, highlighted by a luxurious primary suite with radiant heated floors, dual shower system, and two walk-in closets. The chef's kitchen boasts an 11-ft island, double ovens, gas cooktop, beverage fridge, and walk-in pantry. Enjoy seamless indoor-outdoor living with an 8' slider to a spacious view deck. Lower level offers 2 bedrooms, office, second laundry, and potential for separate living. Professionally landscaped, private setting with detached 2-car garage, EV charging, and energy-efficient 2-zone HVAC system. Home designed by Vadim Agakhanov.

852 Oak Street, Ashland

Listing courtesy of Millen Property Group.

$680,000

Warm, inviting single-level new Craftsman with views, will be built to Earth Advantage Platinum and Firewise standards, to be completed November 2026. Featuring 2 bedrooms + office, 2 bathrooms, and an open living area with vaulted ceilings, covered front porch, and back deck. The kitchen includes a large island, stainless appliances, quartz countertops, and custom cabinetry. The primary suite has a vaulted ceiling, walk-in closet, and en suite bath with dual vanity and tiled shower. Flooring will be engineered hardwood in main living areas, carpeted bedrooms, and tile in baths/laundry. Energy-efficient ductless heating and cooling, high-performance insulation, owned solar panels, and EV charger. The fenced yard with drip irrigation and low-maintenance landscaping is ready for you. Don't miss your chance to own a stunning West Village home, centrally located in Ashland, built by Taylored Elements Construction. Photos of previously completed homes. Special loan rate with Evergreen Bank.

2 Beds ⋅ 2 Baths ⋅ 220217584 MLS

Warm, inviting single-level new Craftsman with views, will be built to Earth Advantage Platinum and Firewise standards, to be completed November 2026. Featuring 2 bedrooms + office, 2 bathrooms, and an open living area with vaulted ceilings, covered front porch, and back deck. The kitchen includes a large island, stainless appliances, quartz countertops, and custom cabinetry. The primary suite has a vaulted ceiling, walk-in closet, and en suite bath with dual vanity and tiled shower. Flooring will be engineered hardwood in main living areas, carpeted bedrooms, and tile in baths/laundry. Energy-efficient ductless heating and cooling, high-performance insulation, owned solar panels, and EV charger. The fenced yard with drip irrigation and low-maintenance landscaping is ready for you. Don't miss your chance to own a stunning West Village home, centrally located in Ashland, built by Taylored Elements Construction. Photos of previously completed homes. Special loan rate with Evergreen Bank.

566 Coffee Lane, Ashland

Listing courtesy of Full Circle Real Estate.

$855,000

Prime Investment & Development Opportunity in Ashland. Well-maintained duplex located close to downtown offering immediate cash flow and long-term upside potential. Both units are rented at $1,450 per month ($2,900 total), with tenants paying all utilities, keeping operating expenses low. Property has an excellent rental history and is professionally managed. Capital improvements include newer roof, vinyl windows, stainless appliances, gas log fireplace (rear unit), new water heater and additional updates. Situated on a large approx. 0.27-acre R-3 high-density zoned lot, creating exceptional future redevelopment potential. The City of Ashland Planning Department indicates a 5.4 base density factor with potential for up to 20 units. (buyer due diligence required). For development details contact Aaron Anderson or Nick Schubert at City of Ashland Planning Department.

220217221 MLS

Prime Investment & Development Opportunity in Ashland. Well-maintained duplex located close to downtown offering immediate cash flow and long-term upside potential. Both units are rented at $1,450 per month ($2,900 total), with tenants paying all utilities, keeping operating expenses low. Property has an excellent rental history and is professionally managed. Capital improvements include newer roof, vinyl windows, stainless appliances, gas log fireplace (rear unit), new water heater and additional updates. Situated on a large approx. 0.27-acre R-3 high-density zoned lot, creating exceptional future redevelopment potential. The City of Ashland Planning Department indicates a 5.4 base density factor with potential for up to 20 units. (buyer due diligence required). For development details contact Aaron Anderson or Nick Schubert at City of Ashland Planning Department.

128 S Mountain Avenue, Ashland

Listing courtesy of RE/MAX Integrity.

$1,350,000

Seller will carry with acceptable terms. Stunning new contemporary home with mountain views on 20+ private acres! Interior highlights include natural hickory and maple hardwood floors and steps; porcelain tile in kitchen, bathrooms and great room, granite counter tops, washer and dryer in upstairs primary bedroom closet and connections for a second set up downstairs, windows wired for electric blinds or shades, beautiful stone fireplace all the way to the ceiling, all Dacor appliances. The exterior has stucco siding, and a metal roof on both the main house and detached garage. The oversized garage has enough space for 2 cars plus a shop area with ample lighting, EV charging outlet, and a heated full bathroom. The garage also has an attached 2 car carport. The covered patio boasts an outdoor fireplace and the upstairs balcony off of the primary bedroom is a perfect place to accommodate a hot tub and enjoy the views. Seller carry option available with a considerable down.

3 Beds ⋅ 4 Baths ⋅ 220217132 MLS

Seller will carry with acceptable terms. Stunning new contemporary home with mountain views on 20+ private acres! Interior highlights include natural hickory and maple hardwood floors and steps; porcelain tile in kitchen, bathrooms and great room, granite counter tops, washer and dryer in upstairs primary bedroom closet and connections for a second set up downstairs, windows wired for electric blinds or shades, beautiful stone fireplace all the way to the ceiling, all Dacor appliances. The exterior has stucco siding, and a metal roof on both the main house and detached garage. The oversized garage has enough space for 2 cars plus a shop area with ample lighting, EV charging outlet, and a heated full bathroom. The garage also has an attached 2 car carport. The covered patio boasts an outdoor fireplace and the upstairs balcony off of the primary bedroom is a perfect place to accommodate a hot tub and enjoy the views. Seller carry option available with a considerable down.

8612 OR-66, Ashland

Listing courtesy of John L. Scott Medford.

$995,000

Available for the first time, 2004-built custom home in Ashland's Strawberry Meadows. This 3,105 sq. ft. 5 bed/4 bath house sits on a private .46-acre lot bordering an oak-lined creek open space. Main level includes double-height entry with skylights, living room with wood-fire insert, dining room, well-planned kitchen with large pantry, and a primary suite with deck. Upper level offers four bedrooms, 3 with walk-in closets, and large family room with balcony overlooking the creek. Versatile layout accommodates expansive family life and home office space. Additional features include a 2-car garage, robust storage, an approx 200 sq ft finished bonus room not included in the square footage, and a generous patio off the dining/kitchen area with perennial gardens enclosed in a custom deer fence. Situated in a Firewise-certified neighborhood near Lithia Park with access to local hiking trails. This private and quiet property offers a rare opportunity for a special home in a coveted setting.

5 Beds ⋅ 4 Baths ⋅ 220216782 MLS

Available for the first time, 2004-built custom home in Ashland's Strawberry Meadows. This 3,105 sq. ft. 5 bed/4 bath house sits on a private .46-acre lot bordering an oak-lined creek open space. Main level includes double-height entry with skylights, living room with wood-fire insert, dining room, well-planned kitchen with large pantry, and a primary suite with deck. Upper level offers four bedrooms, 3 with walk-in closets, and large family room with balcony overlooking the creek. Versatile layout accommodates expansive family life and home office space. Additional features include a 2-car garage, robust storage, an approx 200 sq ft finished bonus room not included in the square footage, and a generous patio off the dining/kitchen area with perennial gardens enclosed in a custom deer fence. Situated in a Firewise-certified neighborhood near Lithia Park with access to local hiking trails. This private and quiet property offers a rare opportunity for a special home in a coveted setting.

523 Strawberry Lane, Ashland

Listing courtesy of Gateway Real Estate.

$950,000

This view property will not disappoint. Perfect wood window placement throughout takes in the surrounding mountain & valley views. Open floor plan w/ formal/informal dining & living, creates ample spaces for entertaining. Vaulted living room w/ slate tile flooring & a corner woodburning fireplace. Roomy kitchen w/ plenty of storage, granite counters & slider access to the large outdoor deck & integrated paneled Thermador refrigerator. Primary bedroom on the main floor is situated perfectly to take in the city views from the private deck. It also has walk-in closet, soaking tub & separate tile shower. One other bedroom & full bathroom located on the main floor. Downstairs is perfect for overflow guests, w/ its own living room, full bath, bedroom & an office space. Each level has its own 2 car attached garage. Mature, easy-care landscaping on this large lot w/ great privacy provided from the city owned lot below, which gives a rural atmosphere to the back yard while being close to town.

3 Beds ⋅ 3 Baths ⋅ 220216742 MLS

This view property will not disappoint. Perfect wood window placement throughout takes in the surrounding mountain & valley views. Open floor plan w/ formal/informal dining & living, creates ample spaces for entertaining. Vaulted living room w/ slate tile flooring & a corner woodburning fireplace. Roomy kitchen w/ plenty of storage, granite counters & slider access to the large outdoor deck & integrated paneled Thermador refrigerator. Primary bedroom on the main floor is situated perfectly to take in the city views from the private deck. It also has walk-in closet, soaking tub & separate tile shower. One other bedroom & full bathroom located on the main floor. Downstairs is perfect for overflow guests, w/ its own living room, full bath, bedroom & an office space. Each level has its own 2 car attached garage. Mature, easy-care landscaping on this large lot w/ great privacy provided from the city owned lot below, which gives a rural atmosphere to the back yard while being close to town.

290 Skycrest Drive, Ashland

Listing courtesy of John L. Scott Ashland.

$725,000

Panoramic valley views, seconds from Downtown Ashland & Lithia Park - a rare combination of space, quality, and location. This 4-bedroom, 3-bath home offers 2,711 sqft on a private 0.26-acre lot. The vaulted living room features hardwood floors that continue throughout both levels, and nearly every room captures sweeping valley views. Two large decks extend the living space outdoors. The updated primary suite includes radiant floor heating, a walk-in tile shower, separate soaking tub, dual vanities, and walk-in closet. The galley kitchen offers granite countertops, custom cabinetry, and quality appliances. The property also includes a detached sauna/private office - ideal for remote work or wellness, plus an EV-equipped 2-car garage, certified wood stove, and tankless water heater. Walkable to Lithia Park, the Oregon Shakespeare Festival, and downtown Ashland. At $267.43/sqft, priced below comparable 2026 Ashland sales. 1 yr home warranty included with the sale of an acceptable offer.

4 Beds ⋅ 3 Baths ⋅ 220216451 MLS

Panoramic valley views, seconds from Downtown Ashland & Lithia Park - a rare combination of space, quality, and location. This 4-bedroom, 3-bath home offers 2,711 sqft on a private 0.26-acre lot. The vaulted living room features hardwood floors that continue throughout both levels, and nearly every room captures sweeping valley views. Two large decks extend the living space outdoors. The updated primary suite includes radiant floor heating, a walk-in tile shower, separate soaking tub, dual vanities, and walk-in closet. The galley kitchen offers granite countertops, custom cabinetry, and quality appliances. The property also includes a detached sauna/private office - ideal for remote work or wellness, plus an EV-equipped 2-car garage, certified wood stove, and tankless water heater. Walkable to Lithia Park, the Oregon Shakespeare Festival, and downtown Ashland. At $267.43/sqft, priced below comparable 2026 Ashland sales. 1 yr home warranty included with the sale of an acceptable offer.

211 Glenview Drive, Ashland

Listing courtesy of John L. Scott Medford.

$760,000

Versatile commercial building in the heart of downtown Ashland - surrounded by retail and restaurants, within one block of the Oregon Shakespeare Festival! Eight tenant suites with an established mix of professional and personal services, restaurant, and hair salon. Main level features a 55' x 10' breezeway to Will Dodge Way, three individual suites, and one common area bathroom. Upper level with five additional suites, full commercial kitchen, two additional shared bathrooms, and storage closets. High-traffic location with excellent visibility and ample public parking directly across Lithia Way. Recent appraisal of income and comparable sales with market value opinion available. Inquire with agents to access additional documentation and details!

220216441 MLS

Versatile commercial building in the heart of downtown Ashland - surrounded by retail and restaurants, within one block of the Oregon Shakespeare Festival! Eight tenant suites with an established mix of professional and personal services, restaurant, and hair salon. Main level features a 55' x 10' breezeway to Will Dodge Way, three individual suites, and one common area bathroom. Upper level with five additional suites, full commercial kitchen, two additional shared bathrooms, and storage closets. High-traffic location with excellent visibility and ample public parking directly across Lithia Way. Recent appraisal of income and comparable sales with market value opinion available. Inquire with agents to access additional documentation and details!

116 Lithia Way, Ashland

Listing courtesy of John L. Scott Ashland.

$962,000

Fantastic, shovel ready commercial building site near the South Interstate 5 Ashland exit. This nearly level, fully served parcel is ideal for corporate headquarters, light manufacturing/ distribution warehouse or most other commercial and light industrial uses. Flexible E-1 zoning provides for a wide variety of approved uses. Check with the City of Ashland for a complete list. Owner will consider selling all or part of the property. Owner can also build to suit on this site for sale of the completed building or for lease.

220216359 MLS

Fantastic, shovel ready commercial building site near the South Interstate 5 Ashland exit. This nearly level, fully served parcel is ideal for corporate headquarters, light manufacturing/ distribution warehouse or most other commercial and light industrial uses. Flexible E-1 zoning provides for a wide variety of approved uses. Check with the City of Ashland for a complete list. Owner will consider selling all or part of the property. Owner can also build to suit on this site for sale of the completed building or for lease.

766 E Jefferson Avenue, Ashland

Listing courtesy of Gateway Real Estate.

$539,000

Set on a private corner lot above the boulevard, this 4-bedroom, 2.5-bath home offers a versatile layout designed to accommodate a variety of lifestyles. Thoughtful modifications were made to support full-time care, including wheelchair accessibility to the main and lower levels and upgraded electrical features, while still maintaining a warm, inviting feel throughout. The main level includes the galley-style kitchen, living area, half bath, and garage access. A short flight up leads to three bedrooms and an updated bath with jetted tub and added storage. Downstairs, the spacious primary suite features a large accessible custom bath with Corian surround. Whether you're seeking enhanced accessibility, multigenerational living options, or simply a well-maintained, move-in ready home with flexible space, this property offers comfort and adaptability.

4 Beds ⋅ 3 Baths ⋅ 220216358 MLS

Set on a private corner lot above the boulevard, this 4-bedroom, 2.5-bath home offers a versatile layout designed to accommodate a variety of lifestyles. Thoughtful modifications were made to support full-time care, including wheelchair accessibility to the main and lower levels and upgraded electrical features, while still maintaining a warm, inviting feel throughout. The main level includes the galley-style kitchen, living area, half bath, and garage access. A short flight up leads to three bedrooms and an updated bath with jetted tub and added storage. Downstairs, the spacious primary suite features a large accessible custom bath with Corian surround. Whether you're seeking enhanced accessibility, multigenerational living options, or simply a well-maintained, move-in ready home with flexible space, this property offers comfort and adaptability.

1059 Terra Avenue, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

$1,050,000

Located directly across the street from Asante Ashland Community Hospital, this well-maintained 3,925 SF medical office building offers an exceptional opportunity for healthcare users and investors seeking a premier Ashland location. Built in 1977 and in good condition, the property is currently configured as an orthopedic medical office and features a highly functional single-level layout--ideal for patient flow, accessibility, and efficient clinical operations. Ample on-site parking supports both staff and patient needs, adding to the convenience and strong appeal of the site. Situated in the Ashland Health Care zoning designation, the building is well-positioned for a variety of medical and professional healthcare uses, with immediate proximity to hospital services, referral networks, and a strong community healthcare base.

220216014 MLS

Located directly across the street from Asante Ashland Community Hospital, this well-maintained 3,925 SF medical office building offers an exceptional opportunity for healthcare users and investors seeking a premier Ashland location. Built in 1977 and in good condition, the property is currently configured as an orthopedic medical office and features a highly functional single-level layout--ideal for patient flow, accessibility, and efficient clinical operations. Ample on-site parking supports both staff and patient needs, adding to the convenience and strong appeal of the site. Situated in the Ashland Health Care zoning designation, the building is well-positioned for a variety of medical and professional healthcare uses, with immediate proximity to hospital services, referral networks, and a strong community healthcare base.

269 Maple Street, Ashland

Listing courtesy of RE/MAX Platinum.

$770,000

Welcome to this stunning Ashland sanctuary, where spectacular Rogue Valley views greet you the moment you step out of your front door. Nestled in one of the area's most desirable locations, this amazing property captures the magic of Ashland living. Inside, the home is incredibly warm and inviting, bathed in an abundance of natural light streaming through generous windows that seamlessly connect the tranquil indoors with the breathtaking landscape outside. Whether you are sipping your morning coffee while watching the sunrise paint the hills, or winding down after a day, enjoy downtown Ashland's vibrant arts scene and world-class theater, this residence offers an unparalleled lifestyle. The expansive vistas provide a daily reminder of the natural beauty that makes this region so beautiful. This is more than just a house; it is a retreat designed for peaceful living. Come experience the unforgettable views for yourself in a stunningly crafted home! Your Ashland dream awaits!

4 Beds ⋅ 3 Baths ⋅ 220215978 MLS

Welcome to this stunning Ashland sanctuary, where spectacular Rogue Valley views greet you the moment you step out of your front door. Nestled in one of the area's most desirable locations, this amazing property captures the magic of Ashland living. Inside, the home is incredibly warm and inviting, bathed in an abundance of natural light streaming through generous windows that seamlessly connect the tranquil indoors with the breathtaking landscape outside. Whether you are sipping your morning coffee while watching the sunrise paint the hills, or winding down after a day, enjoy downtown Ashland's vibrant arts scene and world-class theater, this residence offers an unparalleled lifestyle. The expansive vistas provide a daily reminder of the natural beauty that makes this region so beautiful. This is more than just a house; it is a retreat designed for peaceful living. Come experience the unforgettable views for yourself in a stunningly crafted home! Your Ashland dream awaits!

500 Lakota Way, Ashland

Listing courtesy of eXp Realty, LLC.

$435,000

Is this Ashland's best neighborhood? We certainly think so! This prime ½-acre lot, located in the desirable Strawberry Meadows Subdivision, is surrounded by stunning high-end homes. The gently rolling terrain is bordered by protected common areas to the west and south, offering added privacy and natural beauty. Lightly treed with expansive views of the Rogue Valley and surrounding mountain vistas, this property is a true gem. Just minutes above Ashland's vibrant plaza--home to charming shops, acclaimed restaurants, the renowned Shakespeare Festival, and picturesque Lithia Park--you'll enjoy the perfect balance of nature and culture. All city utilities are available, including public sewer, water, power, cable, and fiber optics. A well-managed homeowners association preserves the common areas and the character of the neighborhood, ensuring a lifestyle you'll love.

220215800 MLS

Is this Ashland's best neighborhood? We certainly think so! This prime ½-acre lot, located in the desirable Strawberry Meadows Subdivision, is surrounded by stunning high-end homes. The gently rolling terrain is bordered by protected common areas to the west and south, offering added privacy and natural beauty. Lightly treed with expansive views of the Rogue Valley and surrounding mountain vistas, this property is a true gem. Just minutes above Ashland's vibrant plaza--home to charming shops, acclaimed restaurants, the renowned Shakespeare Festival, and picturesque Lithia Park--you'll enjoy the perfect balance of nature and culture. All city utilities are available, including public sewer, water, power, cable, and fiber optics. A well-managed homeowners association preserves the common areas and the character of the neighborhood, ensuring a lifestyle you'll love.

483 Strawberry Lane, Ashland

Listing courtesy of Windermere Van Vleet & Assoc2.

$595,808

Rare opportunity to own 71.51 acres just right outside city limits of Ashland! LOCATION IS AMAZING!! Property consist of 2 additional tax lots. Super cute 2020 built MFG home w/vaulted ceilings & floor ceiling windows w/quartz counters & tile shower & lg wood deck. Near Emigrant Lake this property would be beautiful to build your dream home w/gated entry & gently sloping gravel road to the home w/incredible views of Cascade Mountains & Pilot rock. Creek frontage w/15 acres of water rights from Neil Creek. Trust has invested over $150,000 into the Creek management and rehab planting thousands of native plants. Gently sloping acreage w/pastures for horses or cattle or grape vines. 2 adjoining tax lots including. Priced to SELL! Buyer to do their own due diligence. Potential for maybe possibly another home site?

1 Beds ⋅ 1 Baths ⋅ 220215560 MLS

Rare opportunity to own 71.51 acres just right outside city limits of Ashland! LOCATION IS AMAZING!! Property consist of 2 additional tax lots. Super cute 2020 built MFG home w/vaulted ceilings & floor ceiling windows w/quartz counters & tile shower & lg wood deck. Near Emigrant Lake this property would be beautiful to build your dream home w/gated entry & gently sloping gravel road to the home w/incredible views of Cascade Mountains & Pilot rock. Creek frontage w/15 acres of water rights from Neil Creek. Trust has invested over $150,000 into the Creek management and rehab planting thousands of native plants. Gently sloping acreage w/pastures for horses or cattle or grape vines. 2 adjoining tax lots including. Priced to SELL! Buyer to do their own due diligence. Potential for maybe possibly another home site?

4201 Highway 66, Ashland

Listing courtesy of John L. Scott Medford.

$850,000

Owner will carry! Over 3,000 sq ft of custom design and stunning curb appeal define this exceptional 3 bed, 3.5 bath multi-level home set on 1.76 usable acres just 7 minutes from downtown Ashland. Walls of windows showcase sweeping panoramic views of the Siskiyou Mountains, Pompadour Bluff, Pilot Rock, and Mount Ashland. The gorgeous updated kitchen features contemporary cabinetry, granite countertops, stainless steel appliances, cork flooring, and remarkable sightlines. A bright living room with a wood-burning fireplace offers comfort and beautiful views, while the spacious primary suite includes a spa-like bath with walk-in tile shower and jetted soaking tub. Beautiful grounds, inspiring vistas, and thoughtful craftsmanship define this standout property, offering flexible living spaces, a scenic deck, privacy, and convenient access to downtown, parks, trails, and renowned cultural attractions. Come check it out today!

3 Beds ⋅ 4 Baths ⋅ 220215378 MLS

Owner will carry! Over 3,000 sq ft of custom design and stunning curb appeal define this exceptional 3 bed, 3.5 bath multi-level home set on 1.76 usable acres just 7 minutes from downtown Ashland. Walls of windows showcase sweeping panoramic views of the Siskiyou Mountains, Pompadour Bluff, Pilot Rock, and Mount Ashland. The gorgeous updated kitchen features contemporary cabinetry, granite countertops, stainless steel appliances, cork flooring, and remarkable sightlines. A bright living room with a wood-burning fireplace offers comfort and beautiful views, while the spacious primary suite includes a spa-like bath with walk-in tile shower and jetted soaking tub. Beautiful grounds, inspiring vistas, and thoughtful craftsmanship define this standout property, offering flexible living spaces, a scenic deck, privacy, and convenient access to downtown, parks, trails, and renowned cultural attractions. Come check it out today!

157 Ashland Acres Road, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$649,000

Ashland duplex built in 1996 with 2,831 SF and two well-designed units: one is a 1BD/2BA with office and one is a 2BD/2BA--an ideal setup for owner-occupancy or long-term investment. The main residence feels like a single-family home, offering a double garage, inviting foyer, vaulted ceilings, hardwood floors, granite counters, a spacious laundry room, and two gas fireplaces with one anchoring the living room and another in the primary suite. The primary bedroom also opens to a private deck, while the generous bathroom includes a soaking tub for an easy end-of-day retreat. A large view deck extends the great room, creating a comfortable indoor-outdoor flow for entertaining, morning coffee, or evening sunsets. The second unit features a functional single-level layout with two bedrooms, two full baths, and its own two-car garage, plus a tenant already in place, providing immediate rental opportunity. A rare Ashland property that blends space, privacy, and flexibility.

220215348 MLS

Ashland duplex built in 1996 with 2,831 SF and two well-designed units: one is a 1BD/2BA with office and one is a 2BD/2BA--an ideal setup for owner-occupancy or long-term investment. The main residence feels like a single-family home, offering a double garage, inviting foyer, vaulted ceilings, hardwood floors, granite counters, a spacious laundry room, and two gas fireplaces with one anchoring the living room and another in the primary suite. The primary bedroom also opens to a private deck, while the generous bathroom includes a soaking tub for an easy end-of-day retreat. A large view deck extends the great room, creating a comfortable indoor-outdoor flow for entertaining, morning coffee, or evening sunsets. The second unit features a functional single-level layout with two bedrooms, two full baths, and its own two-car garage, plus a tenant already in place, providing immediate rental opportunity. A rare Ashland property that blends space, privacy, and flexibility.

369 Alta Avenue, Ashland

Listing courtesy of John L. Scott Medford.

$500,000

Stunning 2022 transformation of a classic 1920s single-level cottage situated on a spacious third-acre parcel, ideally located between Lithia Park and Hald-Strawberry Park and only moments from downtown Ashland. Comprehensive updates include new roof, foundation, windows, waterproof LVP flooring, full electrical rewire, modern plumbing, and new sewer line. The open kitchen showcases vaulted ceilings, butcher-block island, granite sink, marble backsplash, and a copper-accented range hood. Primary suite offers private deck access, designer lighting, and a spa-like bath with clawfoot tub. Vaulted living room flows to an expansive deck with mountain views. Versatile second bedroom/office, efficient mudroom laundry, and full guest bath complete the interior. Outside enjoy terraced landscaping, TID irrigation, fresh paving, multiple outbuildings, and a fully self-contained 2016 tiny home with utility hookups. A rare opportunity in a prime Ashland location—contact today for more information!

2 Beds ⋅ 2 Baths ⋅ 220215328 MLS

Stunning 2022 transformation of a classic 1920s single-level cottage situated on a spacious third-acre parcel, ideally located between Lithia Park and Hald-Strawberry Park and only moments from downtown Ashland. Comprehensive updates include new roof, foundation, windows, waterproof LVP flooring, full electrical rewire, modern plumbing, and new sewer line. The open kitchen showcases vaulted ceilings, butcher-block island, granite sink, marble backsplash, and a copper-accented range hood. Primary suite offers private deck access, designer lighting, and a spa-like bath with clawfoot tub. Vaulted living room flows to an expansive deck with mountain views. Versatile second bedroom/office, efficient mudroom laundry, and full guest bath complete the interior. Outside enjoy terraced landscaping, TID irrigation, fresh paving, multiple outbuildings, and a fully self-contained 2016 tiny home with utility hookups. A rare opportunity in a prime Ashland location—contact today for more information!

220 Nutley Street, Ashland

Listing courtesy of John L. Scott Ashland.

$735,000

Modern Airstrip Estate in Oregon's Green Springs Wilderness Usable land adjacent to BLM forest offers endless recreation--horseback riding, hiking, swimming, and paddleboarding. Enjoy rural privacy without sacrificing modern comfort or convenience: cable internet, reliable utilities, and strong cell service year-round--the perfect blend for today's lifestyle. Nestled along the scenic Green Springs Highway, this standout property includes deeded private access to Pinehurst Airstrip, ideal for aviation enthusiasts. Approx. 1,500 sq ft upstairs is perfect for a home office or creative studio. Shop 2,500.sq ft 347,500 estimate at 139.00 sq ft ,install/permit, 220 amp, box, 220 wiring foundation engineered, 12x 12 rolling door, 14 ft ceilings metal snap lock roof. Property sits on13.63 acres of usable land. Open Meadows, mature timber, large pond, with direct context inside the Cascade Siskiyou National Monument area. Seller finance, 3,488 sq ft Airstrip Estate, investment opportunity.

3 Beds ⋅ 3 Baths ⋅ 220215130 MLS

Modern Airstrip Estate in Oregon's Green Springs Wilderness Usable land adjacent to BLM forest offers endless recreation--horseback riding, hiking, swimming, and paddleboarding. Enjoy rural privacy without sacrificing modern comfort or convenience: cable internet, reliable utilities, and strong cell service year-round--the perfect blend for today's lifestyle. Nestled along the scenic Green Springs Highway, this standout property includes deeded private access to Pinehurst Airstrip, ideal for aviation enthusiasts. Approx. 1,500 sq ft upstairs is perfect for a home office or creative studio. Shop 2,500.sq ft 347,500 estimate at 139.00 sq ft ,install/permit, 220 amp, box, 220 wiring foundation engineered, 12x 12 rolling door, 14 ft ceilings metal snap lock roof. Property sits on13.63 acres of usable land. Open Meadows, mature timber, large pond, with direct context inside the Cascade Siskiyou National Monument area. Seller finance, 3,488 sq ft Airstrip Estate, investment opportunity.

15922 Green Springs 66 Highway, Ashland

Listing courtesy of Rogue River Valley Realty.