Stevethomasgroup.com Search Results

$625,000

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

4 Beds ⋅ 2 Baths ⋅ 220228422 MLS

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

264 Alta Avenue, Ashland

$642,000

The Hamaker-Taylor House, thoughtfully reimagined for modern living while preserving its Historic charm. Designed by notable architect Carlos Delgado, this 1889 cottage features a brand-new luxury kitchen with a beautiful sunroom/breakfast nook, new bathroom, updated windows, HVAC, plumbing, electrical, and roof (2026). Professionally landscaped and hardscaped front and back yards create inviting spaces for outdoor entertaining. An expansive covered front porch welcomes you home, while two bright bedrooms and beautiful Pergo flooring add warmth throughout. The full basement offers a unique art studio with lighting, hot/cold running water, and raised storage areas. Just three doors from Lithia Park, enjoy the sounds of the bandshell from your own porch. Minutes to OSF, the Plaza, and downtown Ashland. A rare opportunity to own a piece of Ashland history with modern luxury.

2 Beds ⋅ 1 Baths ⋅ 220228381 MLS

The Hamaker-Taylor House, thoughtfully reimagined for modern living while preserving its Historic charm. Designed by notable architect Carlos Delgado, this 1889 cottage features a brand-new luxury kitchen with a beautiful sunroom/breakfast nook, new bathroom, updated windows, HVAC, plumbing, electrical, and roof (2026). Professionally landscaped and hardscaped front and back yards create inviting spaces for outdoor entertaining. An expansive covered front porch welcomes you home, while two bright bedrooms and beautiful Pergo flooring add warmth throughout. The full basement offers a unique art studio with lighting, hot/cold running water, and raised storage areas. Just three doors from Lithia Park, enjoy the sounds of the bandshell from your own porch. Minutes to OSF, the Plaza, and downtown Ashland. A rare opportunity to own a piece of Ashland history with modern luxury.

63 Nutley Street, Ashland

$799,000

Rare, period Craftsman in Ashland's Railroad District, extensively remodeled while retaining wonderful original character. The 1,492 sq ft single-level main home features a deep covered front porch, built-in cabinetry, box beam ceilings and a river rock fireplace. Bright office with glass doors can also serve as a 3rd bedroom. The updated light-filled kitchen features all new appliances, induction cooking and abundant storage. The primary suite is an oasis with a beautifully updated bathroom featuring soaking tub, walk-in shower and heated floors. Private landscaped yard with mature trees, a water feature and wonderful outdoor living spaces. A detached 480 sq ft building offers additional flex space with bathroom, kitchenette and storage, plus alley access. 1,972 sq ft between the two buildings, just blocks to downtown, restaurants and bike path, this is the quintessential Ashland dream!

3 Beds ⋅ 3 Baths ⋅ 220228361 MLS

Rare, period Craftsman in Ashland's Railroad District, extensively remodeled while retaining wonderful original character. The 1,492 sq ft single-level main home features a deep covered front porch, built-in cabinetry, box beam ceilings and a river rock fireplace. Bright office with glass doors can also serve as a 3rd bedroom. The updated light-filled kitchen features all new appliances, induction cooking and abundant storage. The primary suite is an oasis with a beautifully updated bathroom featuring soaking tub, walk-in shower and heated floors. Private landscaped yard with mature trees, a water feature and wonderful outdoor living spaces. A detached 480 sq ft building offers additional flex space with bathroom, kitchenette and storage, plus alley access. 1,972 sq ft between the two buildings, just blocks to downtown, restaurants and bike path, this is the quintessential Ashland dream!

762 B Street, Ashland

$1,035,000

Tucked at the end of a cul-de-sac, this distinctive single-level home offers the rare feeling of country living right in Ashland. Set on a private, fenced and irrigated acre, it was thoughtfully built with Logix ICF insulated walls, owned solar, radiant-heated floors and energy-efficient windows. Inside, warm wood ceilings, a dramatic skylit cupola, walls of windows and a large fireplace give the home character, while the spacious kitchen features abundant cabinetry and a generous granite island. A large studio/game room adds wonderful flexibility. Outdoors, expansive Trex decking connects to a screened gazebo, pergola and covered patio overlooking mature landscaping, a pond and waterfall, raised garden beds and fruit trees, with mountain and valley views beyond. Oversized 2-car garage, workshop/storage and RV/boat parking. Near the bike path, schools and Hunter Park--peaceful, private and wonderfully connected to town.

3 Beds ⋅ 3 Baths ⋅ 220228353 MLS

Tucked at the end of a cul-de-sac, this distinctive single-level home offers the rare feeling of country living right in Ashland. Set on a private, fenced and irrigated acre, it was thoughtfully built with Logix ICF insulated walls, owned solar, radiant-heated floors and energy-efficient windows. Inside, warm wood ceilings, a dramatic skylit cupola, walls of windows and a large fireplace give the home character, while the spacious kitchen features abundant cabinetry and a generous granite island. A large studio/game room adds wonderful flexibility. Outdoors, expansive Trex decking connects to a screened gazebo, pergola and covered patio overlooking mature landscaping, a pond and waterfall, raised garden beds and fruit trees, with mountain and valley views beyond. Oversized 2-car garage, workshop/storage and RV/boat parking. Near the bike path, schools and Hunter Park--peaceful, private and wonderfully connected to town.

145 Normal Avenue, Ashland

$1,950,000

Welcome to Red's Cabin, an original homestead on Howard Prairie Lake, never before offered for sale. Held by the family since 1889, this 9.12-acre lakefront estate spans five generations. Built in 2008 to honor that legacy, the 2,907 SF, 3 bed, 3 bath home showcases custom juniper woodwork, exposed timber, vaulted ceilings, a dramatic stone fireplace and an upstairs loft/game room. Offered fully furnished, the home is on-grid with security panels for all main-level windows. A balcony off the bunk room overlooks an impressive permitted pond fed by a year-round spring-fed stream you can hear from the house. A covered outdoor fireplace sits streamside, joined by a bocce court and detached garage. The estate includes 4.1 acres of water rights, adding to its rare combination of water, recreation and mountain setting. Gated with direct access to public lands, Howard Prairie Lake and the shoreline trail, this is a rare opportunity to own a generational Southern Oregon legacy property.

3 Beds ⋅ 3 Baths ⋅ 220228333 MLS

Welcome to Red's Cabin, an original homestead on Howard Prairie Lake, never before offered for sale. Held by the family since 1889, this 9.12-acre lakefront estate spans five generations. Built in 2008 to honor that legacy, the 2,907 SF, 3 bed, 3 bath home showcases custom juniper woodwork, exposed timber, vaulted ceilings, a dramatic stone fireplace and an upstairs loft/game room. Offered fully furnished, the home is on-grid with security panels for all main-level windows. A balcony off the bunk room overlooks an impressive permitted pond fed by a year-round spring-fed stream you can hear from the house. A covered outdoor fireplace sits streamside, joined by a bocce court and detached garage. The estate includes 4.1 acres of water rights, adding to its rare combination of water, recreation and mountain setting. Gated with direct access to public lands, Howard Prairie Lake and the shoreline trail, this is a rare opportunity to own a generational Southern Oregon legacy property.

3665 Hyatt Prairie Road, Ashland

$399,000

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

2 Beds ⋅ 2 Baths ⋅ 220228254 MLS

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

5010 Old Highway 99 S, Ashland

$675,000

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

3 Beds ⋅ 3 Baths ⋅ 220228159 MLS

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

7696 Hyatt Prairie, Ashland

$649,000

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

5 Beds ⋅ 3 Baths ⋅ 220228065 MLS

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

1058 Linda Avenue, Ashland

$585,000

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

3 Beds ⋅ 2 Baths ⋅ 220228064 MLS

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

3150 Butler Creek Road, Ashland

$950,000

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

3 Beds ⋅ 4 Baths ⋅ 220228020 MLS

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

5831 Old Highway 99 S, Ashland

$700,000

Thoroughly updated duplex located above the boulevard within an eight-minute walk to the Ashland Public Library. Extensively renovated from 2019 to 2022 with over $240,000 in documented improvements - including new Daikin mini-splits, double-pane vinyl windows and shutters, LVP flooring, new baseboards and trim, lighting, bathroom fixtures and hardware, appliances, interior and exterior paint. Each unit includes a wood-burning fireplace with stacked-stone surround and wood mantle, two or three bedrooms with closets, one-and-a-half or two full bathrooms, private fenced backyards, and alley access to separate one-car garages. Professionally landscaped grounds with mature plantings, fig and mimosa trees, boulder-lined paths, drip irrigation, and gravel patios with corten steel edging. Excellent rental history with room for growth. Inquire for details!

220227922 MLS

Thoroughly updated duplex located above the boulevard within an eight-minute walk to the Ashland Public Library. Extensively renovated from 2019 to 2022 with over $240,000 in documented improvements - including new Daikin mini-splits, double-pane vinyl windows and shutters, LVP flooring, new baseboards and trim, lighting, bathroom fixtures and hardware, appliances, interior and exterior paint. Each unit includes a wood-burning fireplace with stacked-stone surround and wood mantle, two or three bedrooms with closets, one-and-a-half or two full bathrooms, private fenced backyards, and alley access to separate one-car garages. Professionally landscaped grounds with mature plantings, fig and mimosa trees, boulder-lined paths, drip irrigation, and gravel patios with corten steel edging. Excellent rental history with room for growth. Inquire for details!

373 Iowa Street, Ashland

$469,000

Well-located, well-built and lovingly maintained, this easy-care home offers comfort, convenience and no HOA! The 3-bedroom, 2.5-bath home was thoughtfully customized during construction with view balcony, open concept design, tile flooring throughout, central vacuum and a covered patio. A wall of windows featuring beautiful mountain views creates loads of natural light throughout the open living room, kitchen and dining room. A bedroom or office and full bath are conveniently located on the main level. Upstairs, the spacious primary suite is a true retreat, with lovely open sitting area, walk-in closet plus an additional closet and primary bathroom. The lower level features a double garage. A finished bonus room accessed through the garage makes a third bedroom, hobby room, or office etc. Also downstairs is laundry, half bath and extra storage. All appliances are included. Enjoy the front view balcony or rear covered patio overlooking the private, fenced yard. Easy living awaits!

3 Beds ⋅ 3 Baths ⋅ 220227869 MLS

Well-located, well-built and lovingly maintained, this easy-care home offers comfort, convenience and no HOA! The 3-bedroom, 2.5-bath home was thoughtfully customized during construction with view balcony, open concept design, tile flooring throughout, central vacuum and a covered patio. A wall of windows featuring beautiful mountain views creates loads of natural light throughout the open living room, kitchen and dining room. A bedroom or office and full bath are conveniently located on the main level. Upstairs, the spacious primary suite is a true retreat, with lovely open sitting area, walk-in closet plus an additional closet and primary bathroom. The lower level features a double garage. A finished bonus room accessed through the garage makes a third bedroom, hobby room, or office etc. Also downstairs is laundry, half bath and extra storage. All appliances are included. Enjoy the front view balcony or rear covered patio overlooking the private, fenced yard. Easy living awaits!

262 Sheridan Street, Ashland

$899,900

Location, character, and potential come together in this one-of-a-kind property situated on a generous 0.22-acre lot just steps from iconic Lithia Park. From the moment you enter, you'll be greeted by an abundance of warmth and sunshine, with natural light flooding both the living room and primary bedroom. The home boasts a unique personality, blending a cozy, rustic cabin vibe, with a flexible bonus space ready for your imagination ideal for a creative art studio, office, yoga room, or guest area. In the heart of the home, the kitchen features durable Corian countertops and a charming built-in breakfast nook, perfect for morning coffee. Relax on the covered front porch overlooking a well-maintained front yard equipped with an automatic sprinkler system. Enjoy your own a private courtyard with a detached single-car garage for parking or extra storage. Whether you're seeking a serene sanctuary or a property with endless possibilities in an unbeatable location, this gem is a must-see!

2 Beds ⋅ 2 Baths ⋅ 220227845 MLS

Location, character, and potential come together in this one-of-a-kind property situated on a generous 0.22-acre lot just steps from iconic Lithia Park. From the moment you enter, you'll be greeted by an abundance of warmth and sunshine, with natural light flooding both the living room and primary bedroom. The home boasts a unique personality, blending a cozy, rustic cabin vibe, with a flexible bonus space ready for your imagination ideal for a creative art studio, office, yoga room, or guest area. In the heart of the home, the kitchen features durable Corian countertops and a charming built-in breakfast nook, perfect for morning coffee. Relax on the covered front porch overlooking a well-maintained front yard equipped with an automatic sprinkler system. Enjoy your own a private courtyard with a detached single-car garage for parking or extra storage. Whether you're seeking a serene sanctuary or a property with endless possibilities in an unbeatable location, this gem is a must-see!

119 Granite Street, Ashland

$745,000

Delightful and lovingly maintained 3-bedroom, 2.5-bath home nestled in a desirable neighborhood with minimal through traffic. This inviting property features a covered front porch entry, an open great room- dining area designed for comfortable living and entertaining, a convenient guest bath, and a bright, sunny kitchen with a breakfast nook, abundant natural light, and direct access to a covered outdoor living space. The main-level primary ensuite offers privacy and convenience with direct access to the backyard patio. Eco-friendly bamboo and cork flooring add warmth and character, while the spacious second-floor bonus room provides flexible space for a home office, media room, playroom, or guest retreat. Enjoy beautiful landscapes, mountain views, and a private fenced backyard with a covered patio overlooking a serene common area. Complete with an attached two-car garage and situated in a wonderful neighborhood, this home offers comfort, privacy, and easy living.

3 Beds ⋅ 3 Baths ⋅ 220227832 MLS

Delightful and lovingly maintained 3-bedroom, 2.5-bath home nestled in a desirable neighborhood with minimal through traffic. This inviting property features a covered front porch entry, an open great room- dining area designed for comfortable living and entertaining, a convenient guest bath, and a bright, sunny kitchen with a breakfast nook, abundant natural light, and direct access to a covered outdoor living space. The main-level primary ensuite offers privacy and convenience with direct access to the backyard patio. Eco-friendly bamboo and cork flooring add warmth and character, while the spacious second-floor bonus room provides flexible space for a home office, media room, playroom, or guest retreat. Enjoy beautiful landscapes, mountain views, and a private fenced backyard with a covered patio overlooking a serene common area. Complete with an attached two-car garage and situated in a wonderful neighborhood, this home offers comfort, privacy, and easy living.

527 Sutton Place, Ashland

$624,808

Adorable single level bungalow located just outside downtown Ashland & SOU. Inviting front porch. Living room w/ wood floors. Kitchen w/skylight, granite counters, 5 burner range, s/s refrige and dining room. 2 primary suites one w/tile floors the other with slate floors and dbl sinks. French doors to deck to the backyard w/mature landscaping and 2 storage sheds.

3 Beds ⋅ 2 Baths ⋅ 220226653 MLS

Adorable single level bungalow located just outside downtown Ashland & SOU. Inviting front porch. Living room w/ wood floors. Kitchen w/skylight, granite counters, 5 burner range, s/s refrige and dining room. 2 primary suites one w/tile floors the other with slate floors and dbl sinks. French doors to deck to the backyard w/mature landscaping and 2 storage sheds.

148 Alida Street, Ashland

$99,000

This 5.36-acre wooded lot near the end of Timberlake Drive offers privacy, tranquility and sweeping views from high above the valley floor. Just 6.5 miles from Ashland's vibrant downtown, the neighborhood's large parcels and scattered rural homes create a sense of space, with neighbors nearby but not too close. Enjoy expansive valley and mountain views as you watch sunrises and sunsets, listen to the birds, and relish the quiet of this peaceful setting. The lot has received homesite approval twice in the past, although both approvals have expired. Buyers should conduct their own due diligence with Jackson County Planning regarding homesite and development possibilities, as well as easements and utilities. Access is via Timberlake Drive, with an additional undeveloped access easement from Clayton Road. Enjoy acreage, views and solitude within easy reach of Ashland.

220227665 MLS

This 5.36-acre wooded lot near the end of Timberlake Drive offers privacy, tranquility and sweeping views from high above the valley floor. Just 6.5 miles from Ashland's vibrant downtown, the neighborhood's large parcels and scattered rural homes create a sense of space, with neighbors nearby but not too close. Enjoy expansive valley and mountain views as you watch sunrises and sunsets, listen to the birds, and relish the quiet of this peaceful setting. The lot has received homesite approval twice in the past, although both approvals have expired. Buyers should conduct their own due diligence with Jackson County Planning regarding homesite and development possibilities, as well as easements and utilities. Access is via Timberlake Drive, with an additional undeveloped access easement from Clayton Road. Enjoy acreage, views and solitude within easy reach of Ashland.

4334 Clayton Road, Ashland

$995,000

UNOBSTRUCTED VIEWS OF MT. SHASTA from the residence and not just somewhere on the property. Discover a rare mountain retreat, about 54± acres, where you can enjoy amazing privacy, peace, and stunning views of Mt. Shasta and Mt. McLoughlin without any obstructions. This unique lodge-style home boasts impressive massive post-and-beam construction and timeless design. The 3-bed, 2-bath home features an open great room w/floor-to-ceiling windows & breathtaking views. The expansive deck is perfect for sunsets, entertaining, & enjoying peaceful mountain life. A separate 1-bedroom guest cabin with its own deck and beautiful views adds extra privacy and flexibility. It's perfect as a main home, a luxurious second home, a family retreat, or a creative escape. You'll find it about 3 miles from Mt. Ashland Ski Area & 15 miles from the lively downtown Ashland. This is a truly unique chance to experience remarkable architecture, acreage, recreation, tranquility, and extraordinary natural beauty

3 Beds ⋅ 3 Baths ⋅ 220227627 MLS

UNOBSTRUCTED VIEWS OF MT. SHASTA from the residence and not just somewhere on the property. Discover a rare mountain retreat, about 54± acres, where you can enjoy amazing privacy, peace, and stunning views of Mt. Shasta and Mt. McLoughlin without any obstructions. This unique lodge-style home boasts impressive massive post-and-beam construction and timeless design. The 3-bed, 2-bath home features an open great room w/floor-to-ceiling windows & breathtaking views. The expansive deck is perfect for sunsets, entertaining, & enjoying peaceful mountain life. A separate 1-bedroom guest cabin with its own deck and beautiful views adds extra privacy and flexibility. It's perfect as a main home, a luxurious second home, a family retreat, or a creative escape. You'll find it about 3 miles from Mt. Ashland Ski Area & 15 miles from the lively downtown Ashland. This is a truly unique chance to experience remarkable architecture, acreage, recreation, tranquility, and extraordinary natural beauty

480 Mount Ashland Ski Road, Ashland

$875,000

Beautifully updated craftsman home on a spacious corner lot with alley access in Ashland's Railroad District - walking distance to the Co-Op, Oregon Shakespeare Festival, Noble Coffee, Chozu Spa, Peerless Restaurant, and downtown entertainment. New furnace, exterior paint, expanded deck, fencing, concrete driveway with remote-operated gate, automated landscape lighting and irrigation, interior fixtures and appliances. Original wood floors, picture rail molding, and five-panel doors with antique mortise hardware throughout. Spacious living room with abundant natural light, gas fireplace with slate hearth, formal dining, updated kitchen, laundry mudroom, full bath with tub shower, and two bedrooms with closets on main level, plus two bedrooms and full bath with tub shower on upper level. Basement workshop with resurfaced and epoxy-sealed concrete floor. Formerly renovated ''top-to-bottom'' with new roof, insulation, AC, sewer lateral, supply and drain lines. Inquire for details!

4 Beds ⋅ 2 Baths ⋅ 220227619 MLS

Beautifully updated craftsman home on a spacious corner lot with alley access in Ashland's Railroad District - walking distance to the Co-Op, Oregon Shakespeare Festival, Noble Coffee, Chozu Spa, Peerless Restaurant, and downtown entertainment. New furnace, exterior paint, expanded deck, fencing, concrete driveway with remote-operated gate, automated landscape lighting and irrigation, interior fixtures and appliances. Original wood floors, picture rail molding, and five-panel doors with antique mortise hardware throughout. Spacious living room with abundant natural light, gas fireplace with slate hearth, formal dining, updated kitchen, laundry mudroom, full bath with tub shower, and two bedrooms with closets on main level, plus two bedrooms and full bath with tub shower on upper level. Basement workshop with resurfaced and epoxy-sealed concrete floor. Formerly renovated ''top-to-bottom'' with new roof, insulation, AC, sewer lateral, supply and drain lines. Inquire for details!

311 B Street, Ashland

$595,000

What an amazing home in this highly desirable neighborhood. You have the best curbside look on the block with low maintained manicured front and backyard. Close to the Oredson Todd Woods and surrounding Ashland trails. Featured with abundant living space for all to enjoy. A large living room with dining area, wood stove and open space that leads you to an additional enclosed sunroom to enjoy the abundant sunlight, crafts and comfortable summer evenings. Also, there is a great living room for additional entertainment. Hard wood, laminate & vinyl flooring. Both bathrooms have been recently remodeled. One bedroom has been used as an office with a long countertop working space. The primary bedroom also leads you out to a wonderful large deck. Rear deck is designed for BBQ's and entertainment. Come and enjoy this special backyard with views of the Cascades and Grizzley Peak. Just 3 miles from the Shakespeare Festival. TID water comes with this property.

3 Beds ⋅ 2 Baths ⋅ 220227602 MLS

What an amazing home in this highly desirable neighborhood. You have the best curbside look on the block with low maintained manicured front and backyard. Close to the Oredson Todd Woods and surrounding Ashland trails. Featured with abundant living space for all to enjoy. A large living room with dining area, wood stove and open space that leads you to an additional enclosed sunroom to enjoy the abundant sunlight, crafts and comfortable summer evenings. Also, there is a great living room for additional entertainment. Hard wood, laminate & vinyl flooring. Both bathrooms have been recently remodeled. One bedroom has been used as an office with a long countertop working space. The primary bedroom also leads you out to a wonderful large deck. Rear deck is designed for BBQ's and entertainment. Come and enjoy this special backyard with views of the Cascades and Grizzley Peak. Just 3 miles from the Shakespeare Festival. TID water comes with this property.

2025 Green Meadows Way, Ashland

$615,000

Once-in-a-generation opportunity to own an exceptional home on one of the best lots in Ashland, and in the coveted Green Meadows neighborhood. This 3-bed 2.5-bath single-level home features spacious bedrooms, beautiful laminate wood flooring, and the wood stove adds warmth and character to the spacious living room. The lush, gently sloping .43-acre lot offers mature landscaping and direct backyard access to the trails at Oredson-Todd park, along with TID irrigation rights plumbed to both the front and back yards. Enjoy unobstructed views, the secluded back patio with room to garden, an oversized two-car garage, and a RV pad on the side of the home for any large storage needs (or to provide access for the potential of a lot division, buyer to do own diligence). Above the boulevard and tucked into a friendly, walkable neighborhood, this rare property offers single-level living, privacy, generous outdoor space, and sweeping views in one of Ashland's most desirable settings.

3 Beds ⋅ 3 Baths ⋅ 220227338 MLS

Once-in-a-generation opportunity to own an exceptional home on one of the best lots in Ashland, and in the coveted Green Meadows neighborhood. This 3-bed 2.5-bath single-level home features spacious bedrooms, beautiful laminate wood flooring, and the wood stove adds warmth and character to the spacious living room. The lush, gently sloping .43-acre lot offers mature landscaping and direct backyard access to the trails at Oredson-Todd park, along with TID irrigation rights plumbed to both the front and back yards. Enjoy unobstructed views, the secluded back patio with room to garden, an oversized two-car garage, and a RV pad on the side of the home for any large storage needs (or to provide access for the potential of a lot division, buyer to do own diligence). Above the boulevard and tucked into a friendly, walkable neighborhood, this rare property offers single-level living, privacy, generous outdoor space, and sweeping views in one of Ashland's most desirable settings.

2354 Green Meadows Way, Ashland

$450,000

Remember when Ashland's Railroad District had a spot open for development? It feels like ages ago! This is a rare opportunity to acquire an E1-Zoned commercial parcel (Ashland Employment District) with endless possibilities. Imagine: 100% Commercial, 60% Commercial, 40% Residential, or 100% Residential - the world is your oyster! It's just a short distance from Ashland's Food Co-op, ACE Hardware, and A Street. The value lies in the land and its prime location. The property has been cleared, so you can bring your vision to life and turn your dream into reality.

220227314 MLS

Remember when Ashland's Railroad District had a spot open for development? It feels like ages ago! This is a rare opportunity to acquire an E1-Zoned commercial parcel (Ashland Employment District) with endless possibilities. Imagine: 100% Commercial, 60% Commercial, 40% Residential, or 100% Residential - the world is your oyster! It's just a short distance from Ashland's Food Co-op, ACE Hardware, and A Street. The value lies in the land and its prime location. The property has been cleared, so you can bring your vision to life and turn your dream into reality.

283 N 2nd Street, Ashland

$1,625,000

This 4-bedroom home, plus a separate 1-bedroom accessory unit, is a standout on almost any block, thanks to its amazing use of space and unique contemporary design. The pitched metal roof, clean lines, and mix of materials really catch the eye. Inside, the main-floor primary bedroom suite boasts high windows in the dual-primary bath, while the expansive living/dining area off the kitchen is filled with built-ins that flow into the foyer-adjacent front office. The private, ''open horseshoe'' courtyard design brings natural light into the living room, dining room, kitchen, and primary bedroom. Plus, there's a fully self-contained private accessory residential unit with a full kitchen, one bedroom, and its own entrance.

5 Beds ⋅ 4 Baths ⋅ 220227302 MLS

This 4-bedroom home, plus a separate 1-bedroom accessory unit, is a standout on almost any block, thanks to its amazing use of space and unique contemporary design. The pitched metal roof, clean lines, and mix of materials really catch the eye. Inside, the main-floor primary bedroom suite boasts high windows in the dual-primary bath, while the expansive living/dining area off the kitchen is filled with built-ins that flow into the foyer-adjacent front office. The private, ''open horseshoe'' courtyard design brings natural light into the living room, dining room, kitchen, and primary bedroom. Plus, there's a fully self-contained private accessory residential unit with a full kitchen, one bedroom, and its own entrance.

619 Elkader Street, Ashland

$439,920

Move-in ready and beautifully updated! The main level features new vinyl flooring (2025), LED lighting, and an electric fireplace for added ambiance. The kitchen offers an eating bar, dining area, and new dishwasher (2025). A half bath with pedestal sink and attached one-car garage complete the main level. Upstairs are 2 bedrooms, 2 full baths, new carpet (2026), a spacious landing ideal for an office or flex space, and a view deck with retractable awning. The primary suite includes a walk-in closet and ensuite bath with shower. Laundry closet includes washer & dryer. Major updates include new roof (2025), heating & A/C (2024), water heater (2024), exterior paint (2026), and new smoke/CO detectors (2026). Enjoy a private fenced backyard with patio, garden beds, views, and refreshed low-maintenance landscaping. Extensive updates and a functional floor plan make this home ready to enjoy!

2 Beds ⋅ 3 Baths ⋅ 220227296 MLS

Move-in ready and beautifully updated! The main level features new vinyl flooring (2025), LED lighting, and an electric fireplace for added ambiance. The kitchen offers an eating bar, dining area, and new dishwasher (2025). A half bath with pedestal sink and attached one-car garage complete the main level. Upstairs are 2 bedrooms, 2 full baths, new carpet (2026), a spacious landing ideal for an office or flex space, and a view deck with retractable awning. The primary suite includes a walk-in closet and ensuite bath with shower. Laundry closet includes washer & dryer. Major updates include new roof (2025), heating & A/C (2024), water heater (2024), exterior paint (2026), and new smoke/CO detectors (2026). Enjoy a private fenced backyard with patio, garden beds, views, and refreshed low-maintenance landscaping. Extensive updates and a functional floor plan make this home ready to enjoy!

2234 Dollarhide Way, Ashland

$389,900

Built in 2022 with an emphasis on efficiency, simplicity, and modern design, this Earth Advantage-certified cottage offers an easy, comfortable way to live. The bright, open interior features vaulted ceilings, abundant natural light, and contemporary finishes throughout. The kitchen pairs quartz countertops with stainless steel appliances and a convenient breakfast bar, creating a stylish and functional heart of the home. Outside, the fully fenced yard is an exceptional extension of the living space, with a private patio and room for gardening, dining, or simply enjoying the mountain views. As part of a shared solar community, the home is designed with energy efficiency and lower operating costs in mind. With its manageable size, low-maintenance design, outdoor space, and modern construction, this two-bedroom, one-bath home is a smart opportunity for anyone looking for a newer home without the upkeep of a larger property.

2 Beds ⋅ 1 Baths ⋅ 220227252 MLS

Built in 2022 with an emphasis on efficiency, simplicity, and modern design, this Earth Advantage-certified cottage offers an easy, comfortable way to live. The bright, open interior features vaulted ceilings, abundant natural light, and contemporary finishes throughout. The kitchen pairs quartz countertops with stainless steel appliances and a convenient breakfast bar, creating a stylish and functional heart of the home. Outside, the fully fenced yard is an exceptional extension of the living space, with a private patio and room for gardening, dining, or simply enjoying the mountain views. As part of a shared solar community, the home is designed with energy efficiency and lower operating costs in mind. With its manageable size, low-maintenance design, outdoor space, and modern construction, this two-bedroom, one-bath home is a smart opportunity for anyone looking for a newer home without the upkeep of a larger property.

583 Coffee Lane, Ashland

$695,000

Charming 5 bedroom 4 bath home offers 2,487 sqft of living space on an oversized .55 acre lot, set in a highly sought after neighborhood just minutes from shopping, dining and the historic Ashland Plaza! The spacious floor plan provides plenty of room for everyday living, hosting and creating dedicated spaces for work, hobbies or relaxation. Two fireplaces add warmth and character, while the multiple sliding doors allow natural light to flood the living areas. One bathroom features an ADA accessible shower with floor to ceiling tile and custom stone, delivering both style and functionality. Outside, the beautifully landscaped lot offers an ideal setting for gardening or entertaining while providing convenient parking for multiple RVs, campers, trailers or boats. Don't wait, your next chapter starts here!

5 Beds ⋅ 4 Baths ⋅ 220227203 MLS

Charming 5 bedroom 4 bath home offers 2,487 sqft of living space on an oversized .55 acre lot, set in a highly sought after neighborhood just minutes from shopping, dining and the historic Ashland Plaza! The spacious floor plan provides plenty of room for everyday living, hosting and creating dedicated spaces for work, hobbies or relaxation. Two fireplaces add warmth and character, while the multiple sliding doors allow natural light to flood the living areas. One bathroom features an ADA accessible shower with floor to ceiling tile and custom stone, delivering both style and functionality. Outside, the beautifully landscaped lot offers an ideal setting for gardening or entertaining while providing convenient parking for multiple RVs, campers, trailers or boats. Don't wait, your next chapter starts here!

485 Orchard Street, Ashland

$965,000

Ten, six, or four-unit investment opportunity in Ashland's Hillview Condominiums near Scenic Park and Asante Ashland. Seller-carried financing available at ~3.99% AFR with 50% down, interest-only payments, with balloon due in three years. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings, in-unit laundry, kitchen with granite counters and all appliances included, dedicated parking, storage, and access to landscaped common areas. Ground-level units with fully fenced private backyards and poured concrete patios. Current gross monthly income is $15,730 across all ten units following rent increases effective August 1st, 2026. Stable tenancy averaging four-plus years, room for further rent growth, and association-maintained exterior building components including roofs, siding, paint, and landscaping. Complete investment analysis, rent roll, association documents, and due diligence materials available upon request.

220227186 MLS

Ten, six, or four-unit investment opportunity in Ashland's Hillview Condominiums near Scenic Park and Asante Ashland. Seller-carried financing available at ~3.99% AFR with 50% down, interest-only payments, with balloon due in three years. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings, in-unit laundry, kitchen with granite counters and all appliances included, dedicated parking, storage, and access to landscaped common areas. Ground-level units with fully fenced private backyards and poured concrete patios. Current gross monthly income is $15,730 across all ten units following rent increases effective August 1st, 2026. Stable tenancy averaging four-plus years, room for further rent growth, and association-maintained exterior building components including roofs, siding, paint, and landscaping. Complete investment analysis, rent roll, association documents, and due diligence materials available upon request.

240 Grant Street, Ashland

$1,395,000

Ten, six, or four-unit investment opportunity in Ashland's Hillview Condominiums near Scenic Park and Asante Ashland. Seller-carried financing available at ~3.99% AFR with 50% down, interest-only payments, with balloon due in three years. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings, in-unit laundry, kitchen with granite counters and all appliances included, dedicated parking, storage, and access to landscaped common areas. Ground-level units with fully fenced private backyards and poured concrete patios. Current gross monthly income is $15,730 across all ten units following rent increases effective August 1st, 2026. Stable tenancy averaging four-plus years, room for further rent growth, and association-maintained exterior building components including roofs, siding, paint, and landscaping. Complete investment analysis, rent roll, association documents, and due diligence materials available upon request.

220227184 MLS

Ten, six, or four-unit investment opportunity in Ashland's Hillview Condominiums near Scenic Park and Asante Ashland. Seller-carried financing available at ~3.99% AFR with 50% down, interest-only payments, with balloon due in three years. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings, in-unit laundry, kitchen with granite counters and all appliances included, dedicated parking, storage, and access to landscaped common areas. Ground-level units with fully fenced private backyards and poured concrete patios. Current gross monthly income is $15,730 across all ten units following rent increases effective August 1st, 2026. Stable tenancy averaging four-plus years, room for further rent growth, and association-maintained exterior building components including roofs, siding, paint, and landscaping. Complete investment analysis, rent roll, association documents, and due diligence materials available upon request.

254 Grant Street, Ashland

$699,000

Beautiful Mountain Views on 5.4 Acres ! Enjoy stunning mountain views from the spacious front deck of this beautiful 2,989 sq. ft. home situated on 5.4 acres. The open--concept upper level features large, bright windows that fill the home with natural light, creating a warm and inviting living space . This home offers 4 bedrooms and 3 bathrooms, providing plenty of room for family, guests, or a home office. Additional features include TID irrigation, a newer roof, and a newer energy--efficient heat pump for year--round comfort. The lower level has 2 bedrooms with a full bath and side access door to enter. Whether you're relaxing on the deck, entertaining in the open living area, or enjoying the privacy of your acreage, this property offers the perfect blend of space, comfort, and scenic beauty.

4 Beds ⋅ 3 Baths ⋅ 220227055 MLS

Beautiful Mountain Views on 5.4 Acres ! Enjoy stunning mountain views from the spacious front deck of this beautiful 2,989 sq. ft. home situated on 5.4 acres. The open--concept upper level features large, bright windows that fill the home with natural light, creating a warm and inviting living space . This home offers 4 bedrooms and 3 bathrooms, providing plenty of room for family, guests, or a home office. Additional features include TID irrigation, a newer roof, and a newer energy--efficient heat pump for year--round comfort. The lower level has 2 bedrooms with a full bath and side access door to enter. Whether you're relaxing on the deck, entertaining in the open living area, or enjoying the privacy of your acreage, this property offers the perfect blend of space, comfort, and scenic beauty.

3404 Siskiyou Boulevard, Ashland

$345,000

This 30.60 acre rural homesite in the Ashland countryside offers expansive mountain and territorial views, excellent utility, and key infrastructure already in place. The EFU zoned property features open pasture, private gravel access, 11 acres of irrigation water rights, and more than 700 feet of combined seasonal frontage along Babe Creek and Frog Creek. Supporting utilities include an onsite well, an existing septic system, and 200 amp single phase electrical service. The property has one established homesite, currently secured by a mobile home considered to be of no value, with potential replacement dwelling locations offering more open views, if desired. The acreage provides room for agricultural pursuits, recreation, or a private rural retreat within a reasonable drive of Ashland, known for its dining, arts, culture, and outdoor recreation. Buyer to perform any and all due diligence regarding approved or intended uses.

220226881 MLS

This 30.60 acre rural homesite in the Ashland countryside offers expansive mountain and territorial views, excellent utility, and key infrastructure already in place. The EFU zoned property features open pasture, private gravel access, 11 acres of irrigation water rights, and more than 700 feet of combined seasonal frontage along Babe Creek and Frog Creek. Supporting utilities include an onsite well, an existing septic system, and 200 amp single phase electrical service. The property has one established homesite, currently secured by a mobile home considered to be of no value, with potential replacement dwelling locations offering more open views, if desired. The acreage provides room for agricultural pursuits, recreation, or a private rural retreat within a reasonable drive of Ashland, known for its dining, arts, culture, and outdoor recreation. Buyer to perform any and all due diligence regarding approved or intended uses.

271 Cove Road, Ashland

$399,900

Back on market...no fault of property! A sweet place to call home! This well maintained single level home in the Millpond Subdivision is ready for it's next owner. Ample windows give this home a light filled spacious feeling. And the open floorplan living room/dinning room/ kitchen welcomes you in. The two bedrooms both have sliding glass doors leading to the private backyard. New fencing around the property a couple years ago. The backyard is quite large and flat and has mature trees including 2 different varieties of apple. The neighborhood is sweet and has a lovely pond just a short stroll away. Close to downtown Ashland, schools, shopping and bike path. This home is very clean and would make a wonderful first home for someone and also has great rental opportunity.

2 Beds ⋅ 1 Baths ⋅ 220226872 MLS

Back on market...no fault of property! A sweet place to call home! This well maintained single level home in the Millpond Subdivision is ready for it's next owner. Ample windows give this home a light filled spacious feeling. And the open floorplan living room/dinning room/ kitchen welcomes you in. The two bedrooms both have sliding glass doors leading to the private backyard. New fencing around the property a couple years ago. The backyard is quite large and flat and has mature trees including 2 different varieties of apple. The neighborhood is sweet and has a lovely pond just a short stroll away. Close to downtown Ashland, schools, shopping and bike path. This home is very clean and would make a wonderful first home for someone and also has great rental opportunity.

1302 Mill Pond Road, Ashland