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$675,000
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

$515,000
5 Beds 3 Baths 220227392 MLS
Tucked away at the end of a private country lane, this unique Ashland property offers privacy, flexibility and a peaceful rural setting. The 1,412 sq. ft. main home features 3 bedrooms, 1½ baths and a beautifully remodeled kitchen with newer cabinetry, wood-grain tile flooring and an indoor BBQ. Recent improvements include a new roof, HVAC system, well pump and pressure tank, plus UV water filtration. The well last tested at 8 GPM. Starlink provides internet, and gutter guards add convenience. A separate 1996 manufactured home offers county-approved living area for 2 bedrooms, a bath and utility area, with its own electric meter. RV hookups and generous parking add flexibility. Enjoy established fruit trees, grapes, raised garden beds, greenhouse and chicken coop. A rare opportunity for comfortable country living with an Ashland address.

728 W Valley View, Ashland

$399,000
1 Beds 1 Baths 220226151 MLS
Affordable opportunity to own 2.14 acres and finish building a newer, 688-sqft tiny home nestled on private acreage, just 15 minutes from downtown Ashland. This existing permitted general purpose building, is ready to be converted into a 1-bedroom, 1-bathroom layout. Property features outdoor sauna, small seasonal pond, and high-producing well (11 GPM with pump, 41 GPM raw). Built in 2014, the existing permitted structure currently includes an unfinished kitchen & dining room. Purchase property as-is with cash (see MLS listing # 220226037) for $275,000 or finance the construction using a rehab loan with this listing. List price is an estimate on the the total costs including the land purchase and the amount needed to finish it, based on estimate by contractor ($129,000). Buyer to due their own due-diligence. Buyer to enter into a separate building contract with contractor of their choice outside of escrow. Final price to be determined at a later date when Rehab package is finalized.

4712 Old Highway 99 S, Ashland

$1,350,000
5 Beds 6 Baths 220225703 MLS
Live the Southern Oregon Dream! Welcome to an extraordinary Ashland estate where breathtaking views of Mount Ashland, the Cascades, downtown Ashland, and surrounding vineyards create a spectacular backdrop. Nestled behind a private gated entrance on 5 acres, 1.6 TID irrigated, this custom-built 5 bedroom, 6 bath home offers luxury, privacy, and versatility. Whether you're seeking a peaceful retreat, a multigenerational home, or space to operate a home-based business, this property adapts to your lifestyle. The thoughtfully designed floor plan features TWO private suites with their own entrance, ideal for extended family, a professional office, or creative studio. Garden beds, fruit trees, space for horses, animals, a 28 GPM well, RV hookups w/220, abundant parking, just minutes from the Shakespeare Festival, galleries, wineries and award-winning restaurants. You'll enjoy the best of country living without sacrificing convenience. Luxury. Privacy. Self-sufficiency. Endless possibilities

808 Pompadour Drive, Ashland

$1,650,000
4 Beds 4 Baths 220225368 MLS
Welcome to this one-of-a-kind custom ICF-built home with breathtaking panoramic views just minutes from downtown Ashland! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop with 3-phase electrical, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp also available at the barn. A must-see incredible property!

40 Ashland Acres Road, Ashland

$749,000
3 Beds 2 Baths 220223795 MLS
Vintage Craftsman with an exceptional location, just five easy blocks from the Ashland Plaza and Lithia Park. Welcoming covered front porch entry is just an example of the many period details of the original portion of the home. The living and dining area includes many light capturing windows, beautiful wide moldings, vintage tile surround gas fireplace, solid wood flooring, antique light fixtures and a wall of built-ins that encase a lovely stained-glass window and built-in hutch. Cheerful kitchen has black and white tiled flooring and a cozy breakfast nook. Current owners added a spacious ''lock off'' primary suite that was perfectly integrated to fit the overall feel of the home. R-2 zoning has allowed for a live/ work use and provides so much versatility depending on one's needs. Lovely, paved patio and mature landscaping compliment the overall picture. Plenty of storage between the basement and detached single car garage. This is a great opportunity for the next owner to enjoy.

307 N Main Street, Ashland

$799,900
3 Beds 3 Baths 220219802 MLS
Stunning Chalet Retreat with Breathtaking Mt. Ashland Views! Nestled on 7.51 private acres, this gorgeous 2,306-sq-ft chalet offers unparalleled views of the Colestin Valley and Mt. Ashland. The thoughtfully designed interior features 3 spacious bedrooms, 3 full baths, and a versatile bonus room. Uniquely permitted for short-term rentals, this property is a proven income-producer and an ideal part-time residence or year-round sanctuary. Located just 15 minutes from the culture of downtown Ashland and minutes from world-class skiing, it perfectly balances seclusion with convenience. High-quality infrastructure includes a robust 16 GPM well and a state-of-the-art Advantex septic system. Whether you are seeking a mountain getaway, a savvy investment, or a private estate, this home delivers the best of Southern Oregon living. Experience ultimate privacy without sacrificing proximity to the city. A rare find in an iconic setting--this mountain masterpiece is ready for its next owner!

12673 Highway 99 S, Ashland

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: