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18 Hillcrest Street, Ashland
$1,000,000
4 Beds ⋅ 5 Baths ⋅ 220175140 MLS ⋅ 3,343 SqFt. ⋅ 10,454 Sqft. Lot ⋅ 0.24 Acres
Stunning views of Ashland & only 2 blocks from the world renowned Shakespeare Festival theaters, Lithia Park, restaurants & shops. Lovingly renovated in 2015 this 4 bdrm, 4 1/2 bthrm home is a real gem! Dine on the beautiful 2022 deck overlooking the valley & Grizzly Peak. New carpet thru-out. Upscale kitchen w/built in Thermador appliances, granite countertops, island, travertine tile & hardwood floors. Large master suite w/bthrm, views, walk-in closet, soaking tub/shower, on main floor w/ living room, dining room, 1/2 bath & kitchen. Upstairs, 2 bdrms w/ views & bthrm. Apt-like set up downstairs w/frntrm, bdrm, bthrm. Also laundry room, additional extra guest space & 2nd bthrm. 3 access doors downstairs offer many potential uses, office, apt., 2 family set up & possible ADU (w/ own due diligence) Large lot. New landscaping. Yard is private, quiet & fully fenced. Expansive 1/2 circle driveway is envy of neighborhood! Lots of parking w/50AMP electric chg.

18 Hillcrest Street, Ashland
4886 Hwy 66, Ashland
$1,091,000
4 Beds ⋅ 4 Baths ⋅ 220178016 MLS ⋅ 3,787 SqFt. ⋅ 276,170 Sqft. Lot ⋅ 6.34 Acres
Sold Only

4886 Hwy 66, Ashland
518 Crowson Road, Ashland
$1,450,000
3 Beds ⋅ 4 Baths ⋅ 220179128 MLS ⋅ 3,461 SqFt. ⋅ 353,271 Sqft. Lot ⋅ 8.11 Acres
Equestrian estate w/ lodge like feel on appox 8.11 acres perimeter fenced & crossed fenced. Contemporary open floor plan boasts wood floors, cathedral wood ceilings w/beams. Primary bedroom has spa like bath, double sinks, soaking tub, dbl walk in shower, well designed walk in closet. 2 additional large bedrooms, main bath and 2 half baths. Gourmet kitchen, huge island, dining area & living w/stone faced gas fp & views of Grizzly Peak. Temperature controlled wine room for 900+ bottles. Custom cabinetry throughout. Family room off patio & heated swimming pool, fire pit & hot tub. Entertaining space galore. Private pond with dock. Exquisite landscaping by Solid Ground. Separate shop & barn w/attached loafing areas, hay storage, tack room, round pen, approx 2 acres of drylot to 4 one acre irrigated pastures. Great well & water rights to Dunn Ditch & TID. Large artificial grass enclosure for your 4 legged friends w/doggy door to heated 3 car garage.

518 Crowson Road, Ashland
2560 N Valley View Road, Ashland
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 220165235 MLS ⋅ 4,899 SqFt. ⋅ 4,139,071 Sqft. Lot ⋅ 95.02 Acres
Imagining a place with peace and serenity in abundance led the current owners to this magical Ashland property. They built this exquisite 3 bedroom, 2 ½ bath residence on an open, private and expansive 95 acre property. The home itself is a work of art, boasting an octagonal design that effortlessly blends with the natural landscape. Immerse yourself in breathtaking vista views from virtually every window. Inside, built-in Cherry bookcases add a touch of sophistication and convenience. Prepare to be inspired by the extraordinary great room adorned with expansive windows and large skylights, seamlessly merging the indoors with the out. Natural light floods the space, creating an ambiance that is both uplifting and serene. The strong well and holding tank ensure reliable water to the house and garden. Embrace the short drive and experience the wonders of this idyllic home, for the reward is a abundant and harmonious blend of comfort, elegance, and unspoiled beauty.

2560 N Valley View Road, Ashland
133 Meadow Oaks Drive, Ashland
$1,900,000
4 Beds ⋅ 6 Baths ⋅ 220141818 MLS ⋅ 6,331 SqFt. ⋅ 910,404 Sqft. Lot ⋅ 20.9 Acres
French country home with amazing views of the lake, mountains & sunsets. Close to downtown Ashland. Reclaimed wood beams, solid wood doors, trim and baseboards throughout. 20+ acres including its own small vineyard providing outstanding Tempranillo wine. Large island in the gourmet kitchen with Viking appliances. Including double convection oven, 6 burner gas cooktop, built in wine refrigerator, granite countertops, hardwood floors, and large butler pantry. 6 fireplaces and a 5-car garage. Beautiful library/office with fireplace, large windows and ceilings to take in the forever views. Large covered/uncovered patio areas with fireplace and built in BBQ, and living area. Tranquil courtyard with separate studio that has vaulted ceilings, formal living & dinning room, plus bonus room. This house has it all, approximately 6331 SQFT. This is country living at its finest and just outside of Ashland.

133 Meadow Oaks Drive, Ashland
708 Pompadour Drive, Ashland
$1,850,000
4 Beds ⋅ 8 Baths ⋅ 220178756 MLS ⋅ 6,084 SqFt. ⋅ 273,121 Sqft. Lot ⋅ 6.27 Acres
Custom built, one owner home located in a highly sought after rural neighborhood. Incredible attention to detail, including extensive built-ins, prime window placements to take in the surrounding mountain views, formal & informal dining with easy access to the outdoors. The kitchen is a chef's dream w/ stunning granite counters, six burner Wolf range, double ovens, warming drawer, steamer, two sinks & a walk-in pantry. Primary suite w/ dual sinks, soaking tub & walk-in shower. The media room/library offers a gas fireplace & built in bookshelves. Upstairs has another primary suite w/ deck access. Follow the enclosed breezeway to another fully functioning wing w/ a primary bedroom on the main level & 2 bedrooms upstairs. Detached work shop w/ an office & ½ bath plus another two-car garage. 6+ irrigated acres, raised garden beds, producing vineyard, fruit trees, chicken coop & green house. The grounds are breathtaking w/ paver patios, covered porches & decks.

708 Pompadour Drive, Ashland
913 Pinecrest Terrace, Ashland
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 220179086 MLS ⋅ 3,081 SqFt. ⋅ 35,719 Sqft. Lot ⋅ 0.82 Acres
Timeless contemporary style and design. This stunning home is nestled into the hills above the boulevard in beautiful Ashland Oregon. 4 bedrooms, 3 1/2 baths w/approx. 3081 SF. Warm and inviting home w/ lots of natural light pouring in from the many windows, also capturing the picturesque treed setting that surrounds. Main level is up from the garage, perched above the street providing a nice sense of privacy. Light filled entry leads to a cozy living room w/ gas fireplace and spacious dining room w/ access to the lovely terraced backyard patio perfect for entertaining. White Oak engineered floors, tall 9 ft ceilings and 8 ft doors. Chef's kitchen w/Thermador appliances, quartz countertops, large center island and lots of cabinetry for storage. Primary bedroom suite w/ dual vanities, large shower and walk-in closet. Remaining bedrooms are upstairs, one en-suite and the other two share a full bath. This is an impressive property with a great location, close to a vast network of trails.

913 Pinecrest Terrace, Ashland
2155 Ashland Mine Road, Ashland
$9,850,000
220138886 MLS ⋅ 85,046,544 Sqft. Lot ⋅ 1952.4 Acres
Welcome to Madrone Ridge, a unique and intriguing opportunity in Ashland, Oregon. Centrally located on the I-5 corridor between the San Francisco Bay Area and the Pacific Northwest metropolitan areas of Portland and Seattle, Ashland is a trending destination for tourism and the arts. Rising from the City limits to the western skyline is the 1,952 acres that make up Madrone Ridge. As the largest private land holding that adjoins the city of Ashland, the ranch encompasses nearly two thousand acres that is rich in diversity with incredible character and natural beauty. The sights are nothing short of inspiring, with views of Ashland and the Cascade Mountain Range, including Mount McLoughlin rising in the distance to the east. Other features include water rights, timber and abundant wildlife. Ideally positioned for a combination of exclusive residential homesites as well as the conservation and enhancement of natural resources, Madrone Ridge is one of the last Crown Jewels of the region.

2155 Ashland Mine Road, Ashland
34 Union Street, Ashland
$839,000
7 Beds ⋅ 8 Baths ⋅ 220179240 MLS ⋅ 3,601 SqFt. ⋅ 10,018 Sqft. Lot ⋅ 0.23 Acres
Nestled just a block away from downtown Ashland, the timeless charm of the former Albion Inn awaits. This updated classic is primed to accommodate a variety of business ventures, thanks to its versatile R-2 zoning. Remodeled from the studs up, this property blends historic appeal with modern convenience. The main residence has four well appointed bedrooms, each featuring its own en-suite bathroom. Complementing the main house, a rear building offers two offices, a versatile multi-purpose room equipped with a sink, and a large en-suite studio upstairs. A converted carriage house presents two more independent en-suite units. Central to the property's allure is an enchanting courtyard and garden, additionally an ample laundry facility. There are seven dedicated off-street parking spots providing space for visitors. Don't miss this rare opportunity for a home for your business close to the vibrant heart of downtown Ashland.

34 Union Street, Ashland
35 Granite Street, Ashland
$1,132,500
3 Beds ⋅ 3 Baths ⋅ 220178523 MLS ⋅ 4,081 SqFt. ⋅ 20,037 Sqft. Lot ⋅ 0.46 Acres
A highly visible part of Ashland's architectural heritage, this Italianate style home was built adjacent to the downtown commercial district in 1890 for Kate Grainger and G.M. Grainger, a two term Ashland mayor, who oversaw significant community growth including the construction of City Hall. When building was completed by architect W.J. Schmidt the home was called one of the prettiest cottages in town by the Ashland Tidings. The main house has two levels and features 3 beds and 3 baths with 10' ceilings throughout. The attached guest studio is single level and includes 1 bed and 1 bath. Stylistically unique in the neighborhood with a two story bay with turret and a curved veranda the home is in great condition having maintained the original period details including Fir flooring, wood paneling, and 10'' baseboards with molding. Newer updates include a spacious tile patio, two separate 2-car garages, and a modern foundation. The oversize .46 acre lot may be split according to the city.

35 Granite Street, Ashland
876 Walker Avenue, Ashland
$1,000,000
5 Beds ⋅ 4 Baths ⋅ 220180626 MLS ⋅ 4,545 SqFt. ⋅ 31,363 Sqft. Lot ⋅ 0.72 Acres
There is so much to love about this incredible home! Located on nearly ¾ of an acre, this 5 bedroom, 3.5 bath home offers a quiet, park-like setting with many thoughtful upgrades throughout. The kitchen has unobstructed views of Grizzly Peak, along with tons of granite counter space due to clever appliance garages w/power. The living room has a gas fireplace & patio access. Outside is a true oasis with beautiful landscaping, a rose garden, and a mature pear tree. A portion of TID runs through the back of the property which feels like a seasonal creek. The 5th bedroom doubles as a fully sound-insulated home theater room with its own access and gas fireplace. Lastly, with full RV hookups, this is the perfect home for those who love to entertain or travel.

876 Walker Avenue, Ashland
245 Majestic Lane, Ashland
$3,100,000
4 Beds ⋅ 5 Baths ⋅ 220180611 MLS ⋅ 5,139 SqFt. ⋅ 1,703,196 Sqft. Lot ⋅ 39.1 Acres
Stunning mountain modern home with panoramic views of the Siskiyous and surrounding Rogue Valley. Located in the beautiful hamlet of Ashland with world-class theater, dining, fly-fishing, skiing, and just 20 minutes to Medford Intl Airport, this home will satisfy the most discerning buyer. Completed in 2023 by Asher Homes, the open floor plan is an entertainer's dream. The kitchen island is a wonderful gathering place, and the Wolf and Sub-Zero appliances are chef's quality. The great room opens to a covered patio with a gas-fire table and an outdoor kitchen overlooking the pond. A private deck with a hot tub and outdoor shower are accessed from the spacious primary suite. Downstairs is over 1000 ft of finished basement with a full bath and plumbed for a kitchenette. Perfect for an in-law unit, workout space, home office or art studio. The irrigated property has a riding ring and space for grazing while leaving plenty of room for new ideas and projects. Live your Ashland dream.

245 Majestic Lane, Ashland
637-649 E Main Street, Ashland
$1,125,000
220180442 MLS ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
Excellent opportunity. Currently named The Carlisle Garden Suites has 9 units set within three different buildings on two tax lots with an amazing central location just blocks from beautiful downtown Ashland, Oregon. Lot of potential with a versatile C-1 Zoning allowing for many different uses. Currently has month to month Tenants in a number of the units. Property has been in the past, and can still be used for traveler's accommodation. Buyers to do their own due diligence with the City in regard to their potential desired use.

637-649 E Main Street, Ashland
6601 Old Hwy 99 S, Ashland
$1,540,010
6 Beds ⋅ 6 Baths ⋅ 220165773 MLS ⋅ 7,070 SqFt. ⋅ 2,338,736 Sqft. Lot ⋅ 53.69 Acres
Multi-Family DREAM ESTATE!! 6601, 6633 & 6639 Old Hwy 99 S being sold together ** Listing reflects totals ** 3 Parcels, 2 Homes, 24'x45' Shop - 3rd parcel w Home-site Approval and installed septic. Must Tour to appreciate!! Parcel #1- MAIN HOME, 13 ac, over 5300 sf living & acc space, 1981 yr built, 3 bds+office, High-Speed Internet, 3 full baths, unique heating system- forced air & optional wood boiler! Multiple outbuildings & Builders' workshop! Parcel #2 - GUEST HOME, Contemporary design, 1765 sf, 1997 yr built, on 20 ac, 3 bd, 2.5 ba. Parcel #3 - Lush meadow w/ approved home-site, septic system on 20 ac. Marketable timber, 2 seasonal creeks, abundant wildlife.

6601 Old Hwy 99 S, Ashland
233 Normal Avenue, Ashland
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 220172770 MLS ⋅ 4,566 SqFt. ⋅ 87,120 Sqft. Lot ⋅ 2 Acres
Resort-style living in beautiful Ashland, Oregon. Two lushly landscaped acres just outside city limits provide the perfect place for the family seeking a balanced life. The gracious Cape Codstyle house has abundant windows, wood and natural stone that give the interior a sunny and relaxed Pacific Northwest vibe. Artistic custom touches will surprise and delight: look for the mermaid! The primary bedroom wing will become your private retreat, with stone fireplace, loft and spa-like bathroom with gorgeous mosaic tilework. Outside, a spectacular pool with kitchen and stone fireplace invite family fun and informal entertaining. The home wellness center has an exercise room, steam bath, sauna, and a light-filled studio. An in-ground trampoline, pickleball court and fully equipped media room add to the resort feel. Whether you're looking for a special home for an active family, a sanctuary to rejuvenate and relax or a showplace for entertaining, you'll find it here. Ask for feature list.

233 Normal Avenue, Ashland
Kestrel Parkway Phase 3 Unit Phase 3, Ashland
$1,150,000
220179112 MLS ⋅ 98,881 Sqft. Lot ⋅ 2.27 Acres
Here is a chance to develop over 2 acres in a popular subdivision in Ashland. Zone North Mountain Multi Family, the planning for this phase has already been done as there was a master plan approved with the City. The only remaining item is the subdivision approval and design review. A vast majority of the engineering has been done already. The City will require the development to be between 23 and 48 units. Inquire with listing agent for information about the plans.

Kestrel Parkway Phase 3 Unit Phase 3, Ashland
500 A Street, Ashland
$1,000,000
220158987 MLS ⋅ 6,969 Sqft. Lot ⋅ 0.16 Acres
Ashland Commercial Building in stellar location of the Railroad District. Rare opportunity to purchase as an owner user or rent out all of the units for cash flow. The building consists of 5 commercial spaces previously used for office and retail. Designated off-street parking with 7 spaces and the possibility of reconfiguring for additional spaces. Total of 6,324 Square Feet Per County records - Lower Level 2,442 sq.ft. Upper Level 2,442 sq.ft. + attached One-story 1,440 sq,ft, with separate entrance. Roof was replaced in 2022. Buyer to complete all due diligence with the City for their intended use. Broker, Listing Agent and Seller make no guarantees as to zoning ordinances or permitted uses and square footage.**Recent lot split may not be reflected in the County Records. Floor Plans available. Please provide pre-approval letter along with your showing request.

500 A Street, Ashland
2700 N Valley View Road, Ashland
$2,535,000
2 Beds ⋅ 4 Baths ⋅ 220135580 MLS ⋅ 11,084 SqFt. ⋅ 30,840,480 Sqft. Lot ⋅ 708 Acres
Centrally located between San Francisco and Portland, just minutes from I-5, 700 awe-inspiring acres of oak savannas and rolling meadows gently rise, until your view of the Siskiyou mountains feels so close, you might reach out and touch it. Sitting on a high bench, a spectacular 8,880 sq. ft home exalts the grandeur of nature that surrounds it. With its graceful, curvaceous design, myriad of windows, and unique features like rounded corners and sculptural appointments in copper, glass, stone, granite, local and exotic wood, this breathtaking home is beyond custom; it is a work of art. Every direction offers an unparalleled view. This astonishing property enjoys a pool, an outdoor entertainment space, an off-grid cabin, and features a 3000 sq. ft. basement level ready to be transformed by your imagination. Offering magnificent sanctuary and adventure, as well as convenience, the surrounding region of Southern Oregon is known for wine and phenomenal outdoor recreation opportunities.

2700 N Valley View Road, Ashland
385 Otis Street, Ashland
$1,245,400
4 Beds ⋅ 4 Baths ⋅ 220167238 MLS ⋅ 3,002 SqFt. ⋅ 10,454 Sqft. Lot ⋅ 0.24 Acres
A new Taylored Elements Construction home of this quality and location don't come around often with views that are second to none of Grizzly Peak, bluffs & valley all while being less than a mile from downtown. The main level is 2057 sq ft, 3 bedrooms, 2.5 bathrooms, with an open floor plan, engineered hardwood floors, beautiful functional kitchen with high grade appliances, pantry, quartz counter tops, custom cabinets with soft close drawers, tiled backsplash, niche and large island. The spacious living area has a gas fireplace and access to 2 decks. The primary suite has a coffered ceiling, walk in dual headed shower, dual vanity & large walk-in closet. The 945 sq ft lower level has a separate exterior entrance, will be finished as bonus space with a full bathroom and is prepped to be an ADU per the plans. This energy efficient, comfortable and sustainably built Earth Advantage Platinum home has an 8 kw solar panel system & EV charger in the oversized 2 car garage. Come see it today

385 Otis Street, Ashland
375 Old Greensprings Highway, Ashland
$975,000
3 Beds ⋅ 3 Baths ⋅ 220174701 MLS ⋅ 5,772 SqFt. ⋅ 710,463 Sqft. Lot ⋅ 16.31 Acres
Unobstructed views of Emigrant Lake from this custom home on 16.31 ac. of Ashland farm land. Easy access to the lake for all your water activities. Enjoy country living with the luxury of Ashland amenities. The home was blt to take in the lake views from the living room & kitchen. Vaulted living rm w/ cozy wood stove. Kitchen has a spacious island for entertaining. The main level primary suite includes separate office, double vanity, glass block shower enclosure & a walk-in closet. Venture out onto the deck to take in the stunning lake & mountain views. High end 2009 Triple Wide MH sits below, used as a Hardship Residence, with own deck and lake views. Pastures for horses & four-stall barn w/ tack room, fenced and cross-fenced. Room to store your RV. For energy efficiency there's a 26-panel solar array grid-tied system. Plenty of garden space for the green thumb w/ already established table grapes & fruit trees. Lake recedes in late summer but still remains a beautiful setting.

375 Old Greensprings Highway, Ashland
903 Pinecrest Terrace, Ashland
$1,040,000
4 Beds ⋅ 4 Baths ⋅ 220178344 MLS ⋅ 4,194 SqFt. ⋅ 37,461 Sqft. Lot ⋅ 0.86 Acres
Delightful nearly single-level home on 0.86-acre lot, updated from head to toe in 1999 by Sean Downey with great attention to detail and customization. A cook's kitchen opens onto a fireplaced gathering room with breakfast nook. The dining and living rooms take advantage of views of the extensive rock-walled gardens and the valley and mountains beyond. The primary bedroom suite has an adjoining den-or nursery-while a guest suite also occupies the main living level, as does the laundry and 1/2 bath. The entryway leads downstairs to a couple of bonus rooms plus two more bedrooms, a full bath, mechanical room and a secret wine cellar. Several patios and Zen-like spaces outside for quiet time or family activities and gatherings-even a children's playhouse, garden shed or ??? as well as detached 2-car garage. A very special place!!

903 Pinecrest Terrace, Ashland
1390 Tolman Creek Road, Ashland
$1,075,000
4 Beds ⋅ 3 Baths ⋅ 220167995 MLS ⋅ 5,842 SqFt. ⋅ 405,979 Sqft. Lot ⋅ 9.32 Acres
RARE OPPORTUNITY, 9.3 acres with full-irrigation next to the city limits. 100 yards from the driveway entrance located in the city limits, you will find a serene and peaceful country property. It's filled with bright sunshine and a night sky so dark you'll see millions of stars. There is a barn and sheds. You can enjoy living with horses, goats, growing grapes or just relaxing with the beautiful view of mountains and pasture. 3,882 SqFt, spacious single-level home with 4 bedrooms and 3 bathrooms. Many vaulted ceilings add more openness. 1,960 SqFt, extensive daylight basement is ready for versatile use. The house is well maintained and move-in ready. There are 2 tax lots allows another house to be built. Buyer to do due-diligence for the second house.

1390 Tolman Creek Road, Ashland
1501 Jackson Road, Ashland
$1,252,500
3 Beds ⋅ 3 Baths ⋅ 220157255 MLS ⋅ 3,904 SqFt. ⋅ 238,273 Sqft. Lot ⋅ 5.47 Acres
Welcome to your dream horse property! Step onto the property and be taken away by breathtaking 360-degree mountain views. This exceptional 5 1/2 acre home offers everything you need for a perfect two family set up, with plenty of space for your equestrian needs. Panoramic views are enjoyed from over 2000 sf of new decking. Enjoy the mare motel, 3-acre sprinklered TID Irrigated pasture, chicken coop, garden beds and even a Golf Putting green - all with full RV hookups! Inside is just as luxurious, featuring an open floor plan on both levels. Upstairs has 2 bedrooms and an office! The master bathroom has a beautiful tiled steam shower and stand alone tub. Downstairs features a huge living room with studio attached plus separate entrance - perfect for guests or extended family. And don't forget about the heated 3 car garage with 220 hookup plus 55 solar panels that will bring $400 of monthly savings to you! With well flow at 40gpm+, this is truly an amazing place to call home

1501 Jackson Road, Ashland

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:

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