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615 Ashland Street, Ashland
$639,000
3 Beds ⋅ 2 Baths ⋅ 220223010 MLS
Charming home in a sought-after, established neighborhood above the Boulevard in Ashland, offering desirable single-level living with mountain views. This 3-bedroom, 2-bath home with new exterior paint and carpet features two living spaces, including a front living room with parquet flooring, gas fireplace, and built-in shelving. A second living area--previously an art studio--offers abundant natural light and flexible use. Updated kitchen features quartz countertops, custom tile backsplash, wood cabinetry, and a butcher block island. The adjoining dining room has French doors that open to a deck overlooking the backyard. The primary bedroom has an en suite bathroom and French doors to a private deck. Both bathrooms have tile flooring and skylights. On the lower-level is an oversized double-car garage which includes a small workshop and ample storage. Situated on nearly a quarter acre with mature landscaping, sprinklers and drip irrigation, brick patio, and garden pathways.

615 Ashland Street, Ashland

Courtesy of Windermere Van Vleet & Associates Selling Office: Millen Property Group.

283 High Street, Ashland
$920,000
3 Beds ⋅ 2 Baths ⋅ 220215520 MLS
Discover the beautifully renovated single-level 1860 Abel D. Helman House, blending timeless charm with modern comfort in Ashland's coveted Skidmore Academy Historic District--right across from Briscoe Park. A short, level walk to downtown plaza and Lithia Park. Large great room with gas fireplace, nearly 12' ceilings, and abundant natural light. Warm reclaimed fir floors, custom millwork, bright kitchen with double oven, white cooktop, and granite counters. Spacious bedrooms with spa-like primary bath featuring jetted tub. Open living/dining areas perfect for living and entertaining. Outside enjoy a large mostly fenced lot with mature landscaping, charming gazebo, koi pond, and stonework. Vaulted ceilings and soft neutrals throughout. Prime location. See attached docs for details. Inquire with agent today!

283 High Street, Ashland

Courtesy of John L. Scott Ashland Selling Office: John L. Scott Medford.

565 Henley Way, Ashland
$621,000
3 Beds ⋅ 2 Baths ⋅ 220223772 MLS
Tucked in a private cul-de-sac, this thoughtful home offers character & beautiful views of the surrounding hills, on a third-acre lot near hiking trails & convenient access to town. Custom hand-crafted cherry cabinetry, bamboo and hickory hardwood floors create an inviting atmosphere. High ceilings, tall windows & fireplace anchor the spacious living room, while the split-level layout adds flexibility with a lofted reading nook, dedicated office w/ French doors, & an open kitchen. Designed for both everyday living & entertaining, the kitchen features Corian countertops, brand-new fridge, soft-close cabinetry. Primary suite opens to a private balcony. Outside, enjoy the pool, hot tub, multiple decks, and plenty of space to gather or take in the views. Well maintained w/ numerous system updates, including HVAC, furnace, service panel, and vinyl double-pane windows. Bonus attic storage room & RV parking available. A welcoming home filled with craftsmanship, comfort & space to relax.

565 Henley Way, Ashland

Courtesy of O'Donnell Group Realty, Inc Selling Office: eXp Realty, LLC.

840 B Street, Ashland
$550,000
3 Beds ⋅ 2 Baths ⋅ 220223426 MLS
Thoroughly updated midcentury bungalow with detached guest cottage on a spacious 0.15-acre lot with alley access in the heart of Ashland's historic Railroad District. Extensive recent improvements to main home include all-new cement board siding and trim, double-paned vinyl windows, interior and exterior doors, bathroom vanity and tub shower, dishwasher and butcher block counter, composite back deck and front porch, ductless mini-splits, waterproof vinyl tile flooring, refinished solid oak hardwood, poured concrete entry, and new gutters from 2025 to 2026. Separately metered guest cottage with private fenced yard, three alley parking spaces, all new carpets in 2026, full kitchen with Viking gas range oven, ductless mini-split, vaulted living and bedroom with skylight, enclosed porch, and full bathroom with shower. Detached storage shed, mature trees, grass lawn, fresh mulch, and new irrigation system for front plantings. Inquire for details!

840 B Street, Ashland

Courtesy of John L. Scott Ashland Selling Office: Cascade Hasson Sotheby's International Realty.

117 High Street, Ashland
$850,000
3 Beds ⋅ 2 Baths ⋅ 220223214 MLS
Located in the heart of downtown Ashland, just two blocks from the plaza, this idyllic, recently renovated Victorian home offers classic Victorian curb appeal with modern upgrades throughout the home. A brand-new remodeled kitchen is finished with quartz countertops, solid wood cabinets, and stainless-steel appliances. An open-concept floor plan and an ample family room provide endless potential for families and entertaining. Step outside to the elegant hardscape patio with a covered gazebo, granite countertop, and outdoor cooking area, complete with an outdoor beverage refrigerator, designed for an immersive outdoor living experience. Upstairs, the ample master bedroom with wall-to-wall closet space is adjacent to a second den/reading nook. Step outside onto the spacious rooftop sun porch with views of Mt Ashland and the gorgeous mature landscaping below. The property also includes a detached finished shop/studio space with a sleeping loft, alley access and private parking.

117 High Street, Ashland

Courtesy of Cascade Hasson Sotheby's International Realty Selling Office: John L. Scott Medford.

Elkader TL 100 Street, Ashland
$525,000
220223564 MLS
This 4.04-acre parcel sits just outside Ashland city limits, offering privacy and space while remaining conveniently close to town. Residential zoning (RR-10) allows construction of a single-family home (subject to standard 50-foot setbacks from property lines and creeks) plus a maximum 900 sq. ft. Accessory Dwelling Unit (ADU). The property features a usable homesite with strong development potential. Enjoy the best of both worlds: semi-rural living with easy access to Ashland's renowned theater, dining, trails, and amenities. Buyers should perform their own due diligence with Jackson County to confirm all zoning, building, and site details. A rare opportunity for a custom home on acreage so close to Ashland.

Elkader TL 100 Street, Ashland

Courtesy of John L. Scott Medford Selling Office: Millen Property Group.

353 S Mountain Avenue, Ashland
$422,000
2 Beds ⋅ 2 Baths ⋅ 220214421 MLS
Designed by Rick Lindemann and built by Suncrest Homes in 2019, this beautiful, modern townhome is a rare find. Located just across from the Southern Oregon University campus and close to many of Ashland's amenities, you'll love the ease of living Somerset Lane offers. An open floor plan greets you on the main level with a spacious kitchen including an island with granite counters and matte black appliances. The cozy living room is inviting with a gas fireplace. Upstairs you'll find both bedrooms, one of which is ensuite with a tiled shower in the bath. Each room has some great views of the surrounding hills. Features a one car attached garage, a fenced rear patio and a upper level balcony for relaxing at the end of the day. Make this your next home or investment property!

353 S Mountain Avenue, Ashland

Courtesy of Gateway Real Estate Selling Office: Full Circle Real Estate.

45 Brooks Lane, Ashland
$495,000
3 Beds ⋅ 3 Baths ⋅ 220223487 MLS
Beautifully maintained detached home featuring 3 bedrooms, 2.5 baths, and a 2-car garage. The open-concept floor plan includes a main-level primary suite with an oversized closet, sliding-door access to the backyard, and peaceful greenbelt views. Upstairs, two generously sized bedrooms share a full bath and enjoy picturesque scenery. The kitchen offers quartz countertops, a gas range, abundant cabinetry, and a pantry, with convenient access to the laundry area. The dining room is filled with natural light from large windows that frame stunning mountain views and the beautifully landscaped backyard. Outdoor amenities include a garden, patio, and additional parking. Situated alongside a riparian area ideal for birdwatching, this home also features numerous upgrades, including crown molding, a 2022 roof, a newer heat pump providing efficient heating and cooling, and a hybrid water heater.

45 Brooks Lane, Ashland

Courtesy of Millen Property Group Selling Office: Millen Property Group.

461 Holly Street, Ashland
$590,000
3 Beds ⋅ 3 Baths ⋅ 220222853 MLS
Lovely & private end-unit townhome in Ashland's Highland Pines community. This move-in ready home offers 2,206 sq ft., 3 bedrooms, and 2.5 baths. The spacious primary suite features beautiful mountain views, relaxing tub, separate shower, private deck and generous walk-in closet w/a built-in floor safe. A split-level entry welcomes you into a bright interior with high ceilings, slate entry, wood flooring throughout the main level, and a cozy gas fireplace. The kitchen, dining area, and great room open to a covered patio. The two full bathrooms and laundry room have tile flooring; all bedrooms are carpeted. Additional features include a spacious one-car garage with alley access, and additional guest parking. Excellent location above downtown and Ashland's amenities make this a wonderful opportunity to enjoy low-maintenance living in one of the area's most desirable communities.

461 Holly Street, Ashland

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

545 Holly Street, Ashland
$599,000
3 Beds ⋅ 2 Baths ⋅ 220222826 MLS
Just minutes from downtown Ashland, this home is nestled below Holly St. on a 0.25 acre lot with tons of space to entertain! The home features a kitchen with lots of storage, gas range/oven, and lots of natural light from a skylight above. Hardwood throughout this spacious 1924 square foot house creates a warm ambiance, especially when sitting in the conversation pit style living room! With two bedrooms, full bathroom, and laundry on the main level, the entire upstairs is the primary suite with walk-in closet, full bath including a soaking tub, as well as an office with lots of windows. Outside is a spacious yard with a seasonal creek that flows through, a carport, as well as a storage room about half the size of a garage!

545 Holly Street, Ashland

Courtesy of John L. Scott Ashland Selling Office: John L. Scott Ashland.

611 Forest Street, Ashland
$1,242,500
3 Beds ⋅ 3 Baths ⋅ 220222572 MLS
First time on the market, this architecturally designed prairie-style home is nestled among the conifers and offers exceptional curb appeal. Inside, quality materials and thoughtful design shine throughout. The kitchen features custom cabinetry, stainless steel appliances, granite countertops, and an eating bar open to the dining area and inviting great room with vaulted ceilings, skylight, built-ins, and a gas fireplace. A formal dining room and living room with a wood-burning fireplace provide additional gathering spaces, while large windows capture beautiful surrounding views. The spacious primary suite is conveniently located on the main level. Upstairs offers a versatile landing ideal for an office nook, two large bedrooms, a shared bath, and abundant storage. A detached 350+ sq. ft. living space with bedroom and bath adds flexibility. Professionally landscaped grounds feature lush greenery, various species of trees, patios, decks, and lighting, creating a truly special property.

611 Forest Street, Ashland

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

1105 Ivy Lane, Ashland
$607,500
5 Beds ⋅ 3 Baths ⋅ 220222389 MLS
Mid-century modern home built in 1971 with lovely mountain views and flexible living space. Enjoy gathering spaces and outdoor living from the expansive view deck overlooking the surrounding mountains. The home offers two spacious living areas, including one with a fireplace, along with kitchen, dining area, and office nook with views of Grizzly Peak. The main level features the primary suite, laundry hookups, a second bath, and an oversized second bedroom. Downstairs includes two additional bedrooms with separate exterior access, plus a second laundry area, offering flexibility for a variety of living arrangements. Above the oversized 2-car garage is a large bonus room ideal for guests, hobbies, or studio space.

1105 Ivy Lane, Ashland

Courtesy of John L. Scott Ashland Selling Office: John L. Scott Ashland.

138 Third Street, Ashland
$665,000
4 Beds ⋅ 3 Baths ⋅ 220222013 MLS
Cherished historic Queen Anne Victorian with detached office shop in the heart of Ashland's historic Railroad District. Comprehensive improvements over 28 years include a fully permitted and historically compatible remodel addition, new roof, upgraded foundation, insulation, HVAC, electrical, plumbing, and new sewer line. Period fixtures, vintage hardware, and solid oak hardwood flooring throughout. Main level with entry foyer, original pocket doors, living room with bay window, formal dining room, spacious kitchen with walk-in pantry, enclosed porch utility room with sliding glass door to covered composite deck, full bathroom with vintage clawfoot tub shower, and bedroom with closet. Three upper-level bedrooms with closets, full bathroom with double vanity and operable skylight, and landing sitting room. Detached office with ceiling fan, full bathroom with shower, shop with skylight, and double doors to poured concrete parking area with alley access. Inquire for details!

138 Third Street, Ashland

Courtesy of John L. Scott Ashland Selling Office: Millen Property Group.

969 Overlook Drive, Ashland
$582,500
4 Beds ⋅ 3 Baths ⋅ 220221710 MLS
Beautifully designed home with a warm, spacious atmosphere and incredible natural light. Surrounded by trees and views, the home has a treehouse feel with scenery brought into nearly every room. Tall vaulted ceilings, skylights, gorgeous wood floors throughout, built-ins and custom finishes give the home character and comfort while remaining refined and timeless. Room to spread out with generous spaces, including a main level primary suite with beautiful views, abundant storage, and bonus 12x14 storage space downstairs with 6ft ceilings and small built in work table, perfect for wine or cold storage. The kitchen stuns with granite counters, gas range, and custom cabinetry. Enjoy indoor/outdoor living from upper and lower patio spaces surrounded by low maintenance landscaping. This is a very special home that feels beautifully put together, the kind of place you could move into and enjoy!

969 Overlook Drive, Ashland

Courtesy of Full Circle Real Estate Selling Office: O'Donnell Group Realty, Inc.

1625 Peachey Road, Ashland
$980,000
5 Beds ⋅ 4 Baths ⋅ 220220059 MLS
Gorgeous craftsman multi-generational living opportunity in one of Ashland's most desirable neighborhoods, just steps from parks, hiking trails, and hundreds of acres of public land. Immaculate landscaping and curb appeal create a striking first impression. A classic covered porch overlooks the front yard and a private park across the street. Step inside to vaulted ceilings and an open floor plan. Pristine oak flooring is complemented by modern cabinetry and a spacious kitchen island with quartz countertops, ideal for chefs and entertaining. Floor-to-ceiling sliding glass doors offer seamless indoor-outdoor living. Enjoy an expansive deck overlooking a serene backyard with pocket views of Grizzly Peak. The 350 Sq ft guest house is thoughtfully designed for convenient access while maintaining privacy with a dedicated fence, creating ideal separation between living spaces.

1625 Peachey Road, Ashland

Courtesy of Cascade Hasson Sotheby's International Realty Selling Office: Full Circle Real Estate.

1372 Iowa Street, Ashland
$575,000
1 Beds ⋅ 1 Baths ⋅ 220225275 MLS
Two homes on one lot. 1372 Iowa has new roof and 1364 Iowa's roof was replaced in 2014. Charming one level home with covered porch and back deck with detached cottage in central location close to downtown Ashland, schools, SOU, Scienceworks, shopping and parks. Main home (1372 Iowa) approximately 1633 square feet is a 3 bedrooms, 2 bath (one with claw foot tub) with large Living room, separate dining, nice kitchen and large laundry/mud room with access to level back yard. The detached cottage (1364 Iowa) is a one bedroom, office and 1 bath darling cottage approximately 860 square feet. Property is landscaped for privacy for both units and has mature plants and various fruit trees. Dwelling square footage is per Jackson County Assessor and buyer to verify.

1372 Iowa Street, Ashland

Courtesy of Absolute Realty Selling Office: Gateway Real Estate.

4990 E Hyatt lake Road, Ashland
$724,999
3 Beds ⋅ 2 Baths ⋅ 220222026 MLS
Experience lakeside living in this exceptional custom home. Set along a private stretch of waterfront, this architectural retreat offers a seamless blend of modern design and elevated comfort--ideal as a full-time residence, luxury getaway, or high-end VRBO. Capturing sweeping lake views and abundant natural light, the single-level floor plan features 3 bedrooms, 2 baths, and vaulted ceilings. The open-concept living space flow into a gourmet kitchen appointed with an induction cooktop, perfect for both intimate gatherings and entertaining. Radiant heated concrete floors, a ground-source heat pump, and integrated smart home technology ensure effortless living. A wood-burning fireplace adds warmth and charm, while the deeded 2.5-acre parcel, with two acres fully fenced, offers privacy and security. This is a rare opportunity to own a distinctive waterfront sanctuary where luxury meets nature.

4990 E Hyatt lake Road, Ashland

Courtesy of eXp Realty, LLC Selling Office: eXp Realty, LLC.

923 Bellview Avenue 1 Unit 1, Ashland
$452,000
4 Beds ⋅ 2 Baths ⋅ 220219469 MLS
Stylish, updated, and refreshingly HOA-free, this well-maintained 4-bedroom, 2-bath townhome offers easy living in a highly convenient South Ashland location--just minutes to SOU, trails, bike path, schools, shops, and dining. A charming covered front porch welcomes you into a light-filled interior with warm bamboo floors, open beam ceilings, and inviting main living spaces. The kitchen is both functional & attractive, featuring sleek quartz counters, a dining bar (always great for entertaining), stainless appliances, and a gas range. The flexible floor plan includes two primary suite options, with a main-level suite and beautifully tiled bath, plus three additional bedrooms and a full bath with dual sinks upstairs. Central heat and A/C provide year-round comfort. Outside, enjoy a small private fenced yard, attached garage, and separate storage for bikes or gear. Clean, comfortable, and thoughtfully updated -- this is a smart move-in-ready home in a location buyers consistently value.

923 Bellview Avenue 1 Unit 1, Ashland

Courtesy of Millen Property Group Selling Office: John L. Scott Medford.

444 Lori Lane, Ashland
$429,000
3 Beds ⋅ 3 Baths ⋅ 220221257 MLS
Sought after Glenn- Vista Estates Townhouse with a great location in Ashland Oregon. Architecturally designed to allow for natural light to pour into the main living areas. Wall of windows met by a soaring ceiling captures the views from both levels of the home. There are three bedrooms and three bathrooms with approx. 1892 SF of living space. This includes a main level bedroom and bath. The two additional bedrooms are upstairs separated by a versatile landing space. Spacious primary bedroom suite w/ walk-in closet and a private balcony w/ view of Grizzly Peak. Kitchen has stainless steel appliances and granite countertops w/ eating bar open to the dining area and access to the back deck. Deck overlooks the lovely landscaped open space. Living room has a gas fireplace and bamboo flooring. Well managed HOA, monthly fees cover the exterior maintenance of the structures, maturely landscaped grounds and enjoyment of the pool, spa and clubhouse.

444 Lori Lane, Ashland

Courtesy of Ashland Homes Real Estate Inc. Selling Office: John L. Scott Ashland.

900 Butler Creek Road, Ashland
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 220219409 MLS
Incredible opportunity in Ashland -- Turnkey equestrian lifestyle estate on 9.31 acres of fully pressure-irrigated picture-perfect country living with sweeping views. Relax on the full wrap-around porch and savor sunrises and sunsets from your swinging bench seat. The 2,846 sq ft home offers 4 bedrooms, a cozy gas fireplace with ceramic logs, dual-zone heat pump, natural gas furnace, and a tastefully updated 2016 kitchen. Fully fenced and cross-fenced with electric, perfect for livestock. A 30x40 barn includes four powered stalls, tack room with bunk, hay loft and elevator; plus round arena, chicken coop and storage shed. Detached 3-car garage with 400 sqft ADU/guest house for income or multigenerational living. New 25 GPM well pump and Charter high-speed internet. Turnkey, functional, and ready to enjoy!

900 Butler Creek Road, Ashland

Courtesy of Redfin Selling Office: John L. Scott Medford.

1100 Beswick Way, Ashland
$665,000
4 Beds ⋅ 3 Baths ⋅ 220223464 MLS
Step into this beautifully designed 4-bedroom, 2.5-bathroom home offering the perfect blend of modern comfort and natural serenity. Boasting 2,268 square feet of thoughtfully planned living space, this property is situated on a premier 0.3-acre fenced corner lot in an exceptionally quiet, private neighborhood. From the moment you walk through the front door, you'll be greeted by expansive vaulted ceilings and large windows that flood the home with bright, natural light. The open-concept feel creates an inviting atmosphere perfect for both lively entertaining and cozy family nights. The master bedroom with ensuite bath are upstairs, as is the 1/2 bath. Downstairs features 3 bedrooms, a bathroom, and a tv area with a sliding door to the back yard which is spacious for a corner lot. This thoughtfully landscaped fenced yard features a variety of mature fruit trees, flowers, and plants. There is also TID. All of this and less than a 10-minute walk from the Oredson-Todd trailhead.

1100 Beswick Way, Ashland

Courtesy of Realty Net of Central Oregon Selling Office: John L. Scott Ashland.

155 Terrace Street, Ashland
$958,055
2 Beds ⋅ 3 Baths ⋅ 220222159 MLS
Iconic architectural masterpiece designed by Donald Fairweather, a Frank Lloyd Wright fellow who studied at Taliesin. Sitting just above downtown Ashland, it is hard to describe the soul of this home without setting foot inside. Clad in vertical-grain redwood and featuring floor-to-ceiling windows, this home nestles beautifully into its natural surroundings. Inside, one is immediately met with the warmth of the materials and space. The beautifully updated kitchen is a chef's dream and connects to a lovely dining area and family room. The living room is the highlight, with windows on three sides, vaulted ceilings, redwood built-ins, and a large fireplace that adds warmth. It enjoys incredible views of the Cascades and begs to be enjoyed from inside or from the expansive deck. Two primary suites on opposite ends of the home. Both have updated en suite baths. Only a short jaunt from Lithia Park and downtown Ashland, this may be the last chance in a long time to own this architectural ge

155 Terrace Street, Ashland

Courtesy of Full Circle Real Estate Selling Office: Cascade Hasson Sotheby's International Realty.

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