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$665,000

4 Beds

2 Baths

220191032 MLS

Nicely updated single level home on flat .22 acres in Quiet Village! This 2148 sqft home features 4 bedrooms + office & 2 baths on a very quiet street convenient to town, dog park, Greenway bike trail, ponds, & Helman school. Spacious living room w/fireplace & recessed lighting. Dining area french doors open to patio. Huge family room with skylight and large windows looks out onto backyard. Kitchen updated with granite & has a separate pantry and laundry room with utility sink. Primary bedroom with slider to private deck & three additional nice sized bedrooms plus a private office space. Large finished shed in back has heat & electric. Landscaped, fenced, sprinkler/drip system, mature pear and shade trees, & raised garden beds ready for your green thumb. Many recent updates include new exterior siding and paint, updated vinyl windows, sliders and doors, HVAC system, hot water heater, LVP flooring, insulation & vapor barrier in crawl, and much more! Seller is an OR licensed realtor.

335 Tudor Street, Ashland

Listing courtesy of Allegro Homes.

$949,000

3 Beds

2 Baths

220190978 MLS

A unique opportunity! Situated on 4.75 acres, just 3 minutes from downtown Ashland in the heart of Southern Oregon wine country, this property has a compelling view of Grizzly Peak and a pond fed by Clay Creek, which runs 1,000' through the property. Step inside the spacious 2,002 sq ft, 3 bedroom, 2 bathroom, light-filled house with full solar array, custom kitchen, Pella architectural windows, and solar tubes. Now enjoy the view again. The detached one-car garage and shop with heat/AC, along with a 900 sq ft barn, provide additional hobby and storage space. Drift out to the mature, spacious landscaped garden and pasture, with table grapes, figs and fruit trees, including irrigation rights. Save on expenses with the solar array, heat pumps, septic, well, and low Jackson County taxes. Come on by - check it out for yourself.

2045 E Main Street, Ashland

Listing courtesy of Full Circle Real Estate.

$260,000

2 Beds

2 Baths

220190933 MLS

Low-maintenance condominium across from Asante Ashland Community Hospital, less than three minutes from dog-friendly Scenic Park, Ashland's downtown plaza, and Lithia Park! Main level with laminate floors, updated kitchen with granite counters and stainless appliances, refinished wood-fronted cabinets, garden window, half-bath, dining area, and living room with sliding glass door to concrete patio with space for barbeque and outdoor dining. Upper-level full bathroom with double vanity and tub shower, two bedrooms with closets, and private balcony with view of Grizzly Peak. Tudor Heights association dues of $250 per month cover all landscaping and exterior maintenance including roof, outdoor lighting, water, sewer, garbage, and recycling. Inquire for details!

495 Chestnut Street 4 Unit 4, Ashland

Listing courtesy of John L. Scott Ashland.

$895,000

4 Beds

3 Baths

220190675 MLS

Discover the perfect blend of breathtaking views and serene privacy in this stunning home, at the end of a secluded flag lot, close to downtown Ashland. Soak in the natural light that floods the expansive open living areas, featuring Brazilian Cherry wood floors and soaring 16-foot ceilings. The heart of the home is a spacious kitchen, with a large island and two dishwashers. Unwind by the beautiful family room fireplace or step out onto the deck to enjoy the amazing mountain views. This 2600 sq. ft home includes a beautifully appointed library—also with a gas fireplace—for reading or quiet reflection. The expansive primary suite with large soaking tub is upstairs, along with 2 bedrooms and Jack & Jill bath. The 4th bedroom is on the main level with a window seat, a door to the exterior and a full bath next to it. A charming greenhouse offers endless gardening possibilities on the 1/3 acre lot with TID irrigation and deer fenced yard.

256 Wimer Street, Ashland

Listing courtesy of Windermere Van Vleet & Associates.

$415,000

2 Beds

2 Baths

220190917 MLS

This Creekside Glen condo offers a peaceful, private community in a prime location, just steps from the heart of Ashland. Tucked back from the street, it provides easy access to downtown, the Shakespeare Festival, restaurants & groceries. The spacious, well-laid-out floor plan has an architectural feel with vaulted ceilings, skylights, cozy gas fireplace, main-level primary suite & spacious kitchen. The upstairs bedroom and bath offer privacy, with both bedrooms providing plenty of space! The attached oversized single-car garage offers indoor parking and extra storage, while the well-maintained grounds create a lush, serene setting. Enjoy your cozy deck nestled among the trees for shade and tranquility. Don't miss this close-in, private gem!

616 Iowa Street, Ashland

Listing courtesy of John L. Scott Ashland.

$440,000

2 Beds

3 Baths

220190906 MLS

Stylish and well-maintained townhome near the Ashland Family YMCA and future site of East Main Park proposed by Ashland Parks & Recreation! Main level with wide-plank solid hickory wood floors, high ceilings, living room with electric fireplace, dining area with chandelier, kitchen with solid-surface Corian dining counter, wood-fronted cabinets, four-burner natural gas range oven, stainless steel Frigidaire refrigerator and dishwasher, microwave hood, half-bath, glass door to fully-fenced backyard, pebbled concrete patio with pergola, mature shade trees, and one-car garage. Spacious upper-level landing with glass door to private view balcony, primary bedroom with full ensuite bathroom and walk-in closet, guest bedroom with walk-in closet, and laundry room. New roof, interior, and exterior touch-up paint completed in 2024. Association dues of $100 per month cover irrigation for front and back yards and landscaping maintenance for front yards and common areas. Inquire for details!

2216 Dollarhide Way, Ashland

Listing courtesy of John L. Scott Ashland.

$560,000

3 Beds

2 Baths

220190642 MLS

Easy and private living awaits you! This 1874 SF, 3 bed, 2 bath single level home has been lovingly cared for by one owner. The flag driveway creates great privacy as the home is tucked back off the street. The front yard is beautifully landscaped with flowers and an easy care turf lawn. A gracious entry with solid wood flooring opens to a comfortable great room with vaulted ceilings, wood beams, and rock fireplace wall, along with sliding glass doors to the backyard. The kitchen also boasts a vaulted ceiling, wood floors and plenty of space. Adjacent is the laundry room and garage. The oversized primary suite also features vaulted ceilings along with a soaking tub, dual vanities, dual closets and a separate shower stall and water closet. The private backyard features a covered deck, mature landscaping and brick paver patios. All of this plus ample space for your RV, trailer or van beside the garage. Come see this home located near Bellview school, shopping & more!

752 Capella Circle, Ashland

Listing courtesy of Gateway Real Estate.

$310,000

2 Beds

1 Baths

220190820 MLS

Welcome to your dream condo! This meticulously updated property boasts breathtaking views and luxurious finishes that will take your breath away. Enjoy serene vistas right from your windows, perfect for relaxation or entertaining. The heart of the kitchen features stunning butcher block countertops, combining functionality with rustic charm. Freshly painted both inside and out creates a bright inviting atmosphere that blends beautifully throughout this home. Come see the elegant fixtures to high-quality materials, every detail has been thoughtfully chosen to enhance the home's aesthetic. Located next to a pristine golf course, this property offers a perfect blend of tranquility and recreational opportunities. Don't miss your chance to own this exquisite home!

854 Twin Pines Circle #4 Unit #4, Ashland

Listing courtesy of RE/MAX Platinum.

$520,000

2 Beds

1 Baths

220190777 MLS

Beautiful mountain home on over 5 acres that backs to the National Monument. Nestled amongst native trees, the sense of peace and privacy is immediate. The front porch welcomes guests as they enter the open floor plan. Crafted with timbers from the property, the vaulted wood ceilings are a highlight. The kitchen has solid maple cabinets and overlooks the greenhouse. The living area is graced with a beautiful fireplace constructed with rocks from the local quarry. A bank of picture windows provides an abundance of natural light and brings the outdoors in. The sunroom off the living area is a perfect place for morning coffee or evening meals. The main bedroom enjoys a deck overlooking the forest and a second bedroom is great for guests. The loft is a flexible space that could be used as a bedroom, office or media room. Outdoors is beautifully maintained with several outbuildings, including a greenhouse, shop/storage, pumphouse and oversized carport. Truly the best in mountain living.

13880 Hwy 66, Ashland

Listing courtesy of Full Circle Real Estate.

$820,000

2 Beds

3 Baths

220190754 MLS

A single-owner sea ranch masterpiece nestled on the north side of Ashland. Designed by its architect owner and built by Asher Homes, this unique property offers a blend of modern aesthetics and artistic flair. Enjoy open concept living with large west facing windows for stunning mountain views, endless sunsets and great winter light. The oversized primary suite has dual closets and an ensuite bath. The guest room and a reading nook sit next to a full bath with a jacuzzi tub. The elegant dining room features automatic sunshades and doors leading to a Trex deck, perfect for entertaining & relaxing. The well-equipped kitchen has a large island, prep sink, granite counters and high-end appliances. Additional features include an open dual study, a half bath, large wood-burning fireplace and ample accent lighting. On nearly an acre, this low maintenance property features native oak, incense cedar trees and sumac-lined pathways. In addition to the garage there is a workshop and an art studio

425 Wimer Street, Ashland

Listing courtesy of Gateway Real Estate.

$398,500

2 Beds

2 Baths

220190720 MLS

Lovely Single-Level Mountain Meadows Condominium Home. Nestled in the heart of Ashland's renowned 55+ active lifestyle community, this gorgeous property offers a quiet setting and easy care living at an affordable price! Meticulously maintained and beautifully updated with lovely architectural detailing, quality wood flooring, gas fireplace, open living and dining areas, large sunny windows, well-appointed kitchen with solid surface counters and extensive cabinetry, a spacious guest room/den/office with en-suite bath and a charming primary bedroom with super storage, nice views and private bath. The home abounds with storage, including custom built-ins, oversized laundry/utility room with tub sink, great closet spaces and an oversized single garage. The Mountain Meadows HOA maintains the exteriors, roofs, gorgeous landscaping, generous common areas, clubhouse, fitness and pool center, walking trails and gardening areas—a true oasis! Come enjoy all this Fabulous Community has to Offer.

597 Mariposa Court, Ashland

Listing courtesy of John L. Scott Ashland.

$8,995,000

24538445 MLS

Discover Irvine & Roberts Vineyards - a thriving wine hospitality business & vintner's opportunity in the breathtaking landscape of Ashland, Oregon - a renowned cultural hub with a vibrant art, wine, & food scene that blends historic charm w/natural beauty. This exquisite tasting room & winery are gracefully nestled atop a vineyard, offering breathtaking mountain views that create an idyllic setting.Spanning over 15,000 square feet, the facilities were built in 2017 w/meticulous attention to detail, resulting in an inviting & luxurious environment that embodies the essence of Southern Oregon's wine country. The 2,776 SF tasting room is designed to impress, featuring elegant wood floors, vaulted ceilings, & stone fireplace that beckons guests to unwind. A commercial kitchen enables culinary experiences that elevate wine tastings to unforgettable occasions. An expansive, multi-level patio provides an outdoor oasis. The 10,245 SF steel-framed winery is expertly designed for efficiency, offering ample space for production, storage, & processing. It includes offices, laboratory, & covered crush pad totaling 2,045 SF, ensuring all aspects of the winemaking process are seamlessly integrated. The established & fully irrigated 42+ acre vineyard is reserved for producing acclaimed estate wines such as Pinot Noir & Chardonnay, showcasing the rich terroir of the region.Beyond its winemaking capabilities, the feature-rich property also includes a pond & impeccable landscaping that enhances its beauty. Its prime location in a sought-after area attracts a steady flow of both local patrons & tourists, making it an ideal venue for tastings & events.This offering comes complete with equipment, furniture, inventory, & brand - providing a true turn-key opportunity. Full lists of assets are available to qualified buyers w/a signed NDA. This is a rare opportunity to own a piece of Oregon’s wine country, where the beauty of the landscape meets the art of winemaking in perfect harmony.

1614 EMIGRANT CR RD, Ashland

Listing courtesy of Land Leader.

$850,000

3 Beds

2 Baths

220190637 MLS

Enchanting custom home on rare private acreage within city limits - centrally located above SOU with nearby access to the Ashland Watershed Trails, just six minutes from Ashland's downtown plaza! Abundant natural light and airflow through operable wood-wrapped Sierra Pacific casement windows with metal-clad exteriors, motorized solar screens and awnings, composite deck, solid core doors, cork floors, 100-year-old reclaimed fir trim, kitchen with quartz counters, knotty alder cabinets with solid wood interiors, custom metal hardware, soft-close drawers and doors, stainless five-burner gas range with double oven, dining and living room with high vaulted ceilings, custom built-in cherry shelving and cabinets, gas fireplace with Oregon yew mantle, main-level primary and full bathroom, two upper-level bedrooms and full bathroom, lower level workshop and laundry room. Custom metal fencing, stairs, and bridges with seasonal Roca Creek and TID canal through property. Inquire for details!

970 Elkader Street, Ashland

Listing courtesy of John L. Scott Ashland.

$689,000

3 Beds

3 Baths

220190604 MLS

Wonderful mid-century modern home featuring a tiled entryway, panoramic-like windows, and an open floor plan. The main level master suite has vaulted ceilings, hardwood floors, a built-in Murphy bed, bookcases, walk-in closet, and large shower with lots of natural light. Amenities include casement windows, large front deck, and a formal dining/sun-room. The kitchen has bamboo flooring with access to a lovely back yard deck. An additional guest bedroom/office and full bathroom are also on the main level. Downstairs includes a study with an exposed staircase, tile floors, full bath, bedroom with multiple closets, and large sliders that open to a private concrete patio. Don't miss this great home and fantastic location!

839 Roca Street, Ashland

Listing courtesy of Windermere Van Vleet Jacksonville.

$999,800

3 Beds

3 Baths

220190467 MLS

Nestled behind Lithia Park is this stunning architecturally designed European home of stone and stucco, with old world charm and very private setting. Across the street from Lithia Park with beautiful views of the forested canyon, just 3 minutes from downtown and the Shakespeare festival and steps away from park trails, ideal for walkers, hikers or mountain bikers. The 2627 sqft home is on almost 1/2 acre. Enchanting gardens features 3 large waterfalls, fountain, pond, and beautiful landscaping with quaking aspens, weeping birch and maple (See video). Once you step inside the custom arched door, you are awed by the great room with a 24-ft vaulted ceiling, gothic windows and custom grand staircase. This home has 3 beautiful gas or wood custom fireplaces, grand master suite with Romeo and Juliet balcony. Central vacuum and newer dual HVAC systems. Many custom features in this prized jewel of Ashland.

520 Glenview Drive, Ashland

Listing courtesy of Patricia Sprague Real Estate.

$625,000

4 Beds

3 Baths

220189839 MLS

This 1946 cottage embodies a perfect blend of timeless charm and modern comfort, ideal for those who value updated finishes and systems with an old-world feel. Imagine starting your mornings with coffee in the sunroom, bathed in natural light, overlooking your serene garden. The spacious island kitchen features plentiful cabinetry and gorgeous countertops. Living and dining areas provide inviting spaces for quiet family time and gatherings. The main level suite offers a private retreat with direct access to a tranquil backyard, where you can unwind by a soothing water feature or collect fresh eggs from a charming chicken coop. With 4 bedrooms, 3 baths, and a versatile bonus room, this home offers flexible spaces for in-law suite, work, relaxation, or hosting guests. More than just a home, it's a lifestyle that combines charm, comfort, and functionality.

1001 Tolman Creek Road, Ashland

Listing courtesy of John L. Scott Ashland.

$395,000

2 Beds

3 Baths

220190306 MLS

Lovely 2 bed/2.5 bath townhome in Bellview Estates. Set back from the road, these homes enjoy a serene setting with ample guest parking, and garden lined entry paths. The main level has wood floors, a light-filled living room with gas fireplace, 1/2 bath, and kitchen/ dining area that enjoy engaging views over Clay Creek. The kitchen has granite counters, updated appliances and a gracious island. There is a private balcony off of the dining area to further enjoy the views. Upstairs are 2 bedrooms with vaulted ceilings, en-suite bathrooms, and laundry. The primary bedroom also has a private balcony looking out over the creek. On the ground floor is a 2 car garage and additional office/ bonus room. New roof in 2023, HVAC system updated in 2022, and newer garage door. This townhome is one of the interior 8 units that have exclusive use of the open space and trails along the creek. Come see this tranquil, turn-key townhome located less than three miles from downtown Ashland.

919 Bellview Avenue 3 Unit 3, Ashland

Listing courtesy of Gateway Real Estate.

$975,000

3 Beds

2 Baths

220190291 MLS

Lovely Oregon Horse Property! 30+ acres surrounded by BLM and US Forestry land giving you miles and miles of riding and recreation. Located just 1 mile from Lily Glen Equestrian Park and about 5 miles from the Howard Prairie Resort. The inviting home was completely renovated in 2015 and has an open floor plan with a wrap -around covered porch. At 2624sqft with a large living room, perfect screened in porch for the summer evenings, 3 bedrooms and2 bathrooms plus a bonus room upstairs. 48 x 44 barn with stalls, access to outdoor pens, round pen and tack room. Land is fenced and cross fenced and cleared just right for your pasture and shady trees. This off the grid property is powered by a solar with new generator and batteries. The generator has an auto switch when necessary. This home will come furnished! The climate provides for solar power year round! Don't miss out of the Oregon Equestrian Dream this property provides!

19015 Dead Indian Memorial Road, Ashland

Listing courtesy of Windermere Van Vleet Jacksonville.

$598,000

3 Beds

2 Baths

220190107 MLS

This terrific Northwest-style home on 5+ acres offers privacy & the opportunity to live in a rural setting near Ashland, Mt Ashland, & other attractions. The home offers 3 bdrms, 2 baths, new On-Demand Water Heater, & lots of wood detailing throughout. The exterior of the home is characterized by beautiful Redwood and Cedar siding, metal roof & skylights that invite an abundance of natural light. A very spacious cedar deck is perfect for outdoor entertaining. Heating & energy are facilitated by solar panels, propane, as well as a woodstove & pellet stove. The property also offers a separate 2-car insulated garage added in 2001, a separate shop ideal for woodworking or other hobbies, a greenhouse and chicken coop. There is ample garden space in a fenced enclosure with raised beds, fruit trees, as well as grapes. Notably, the property features 5 large water holding tanks for irrigation, home use & fire suppression. This property is a gem! Call to arrange a tour!

175 Beacon Hill Lane, Ashland

Listing courtesy of Royce Real Estate Services.

$679,000

3 Beds

3 Baths

220190177 MLS

Discover this extraordinary split level home nestled just outside of Ashland, offering sweeping mountain views and situated on a little over 5 acres of private land. The perfect blend of natural beauty and rustic design. This property is an ideal sanctuary for those seeking peaceful living with all the conveniences nearby. This 3 bed 2.5 Bath is move in ready with a detached 3 car garage. The home's unique design creates distinct yet connected living spaces, with decks on every level, allowing you to take in the breathtaking scenery from any angle. Enjoy skylights that fill the home with natural light, creating a bright and airy atmosphere throughout. Call/Text today to set up a showing.

414 Steinman Drive, Ashland

Listing courtesy of RE/MAX Platinum.

$1,800,000

4 Beds

4 Baths

220190043 MLS

Custom prairie style in a sought-after location just a mile outside of town. Gated entrance, tremendous privacy, endless views including Pilot Rock, Mt. Ashland & Pompadour. Primary level living w/ the exception of a secondary suite & media room on the second floor. Designed for prime indoor/outdoor entertaining. The kitchen is a dream w/ Verde Marinace granite counters/backsplash, 48'' Dacor Dual Fuel Convection Ovens, oversized island, Soapstone Farm Sink, Integrated KitchenAid Dish Drawers & refrigerator. Roomy primary suite w/ Travertine bath, walk-in shower, soaking tub, large walk-in closet w/ extensive built-ins. Impressive great room w/Fireplace, gorgeous canarywood floors, quality wood & iron clad windows + high ceilings. Two offices, 1200+ SF garage, TID irrigation, solar panels, fire pit & courtyard patios, fully enclosed garden w/ raised beds, mature fruit trees, low maintenance landscaping + so much more. The exterior was recently painted + two newer heat pumps.

1475 Dead Indian Memorial Road, Ashland

Listing courtesy of John L. Scott Ashland.

$399,000

3 Beds

3 Baths

220189752 MLS

Charming townhouse close to shopping, bike path, and minutes to the Plaza. The open floor plan allows for a picture window in the living room looking at the front yard. Wonderful plank style laminate flooring upstairs gives a warm feeling to the home, All 3 bedrooms are upstairs. The primary bedroom has its own ensuite bathroom with double sinks. The bedroom itself has great views of tree tops and the mountains.The other 2 spacious bedrooms share a full bathroom. The generous sized kitchen has lots of counter top space and high end stainless steel appliances. The dining area has a slider which gives easy access to the backyard. You can make this completely fenced backyard your own sanctuary. Let your green thumb enjoy running amuck. There is a 1 car attached garage There is a Ring front door bell system You take care of your back yard and the HOA takes care of the front yard and all of the open space. Large storage area upstairs in the attic area. New roof 2023.

2308 Abbott Avenue, Ashland

Listing courtesy of Gateway Real Estate.

$735,000

3 Beds

2 Baths

220189702 MLS

Contemporary home with extraordinary views of the valley, downtown Ashland, and the east hills. Extensively updated, it features newer hardwood floors, lighting, fresh paint, hardware, blinds + so much more!. The stunning redesigned kitchen, equipped with Thermador & Bosch appliances, boasts ample quartzite counter space & a custom backsplash. Bathed in natural light, there is a seamless flow between indoor/outdoor spaces. The vaulted living area opens to a large view deck ideal for morning coffee, al fresco dining, or simply relaxing. A main suite includes a large walk-in closet, dual vanities, and access to a solarium with tongue-and-groove walls and ceilings, providing a perfect flex space. The deer-fenced backyard features refreshed landscaping and raised bed gardens. Access the extra-large 2-car garage via a Wi-Fi app, offering ample space for parking and storage. Moments from town, this serene home beautifully combines modern upgrades with comfortable living.

450 Wiley Street, Ashland

Listing courtesy of John L. Scott Ashland.

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The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Last updated: