Ashland Homes with Check With District Middle school

Ashland Homes with Check With District Middle school

Welcome to Ashland, Oregon – a hidden gem nestled in the picturesque Rogue Valley, known for its vibrant arts scene, stunning natural beauty, and a welcoming community spirit. With the majestic Cascade Mountains as a backdrop and the tranquil Ashland Creek winding through the town, this charming city offers a unique blend of outdoor adventure and cultural richness.

Ashland is perhaps best known for the Oregon Shakespeare Festival, which draws theater enthusiasts from around the globe. Beyond its theatrical allure, the city boasts a variety of local shops, art galleries, and farm-to-table dining experiences, making it a haven for those who appreciate the finer things in life. The lush parks and trails invite residents and visitors alike to explore the great outdoors, whether it’s hiking in the nearby mountains or enjoying a leisurely stroll through Lithia Park.

For families considering a move to Ashland, the educational opportunities are exceptional. Homes in this desirable area are located within the district that serves the highly regarded Ashland Middle School. This ensures that your children receive a quality education in a supportive environment, setting the foundation for their future success.

The real estate market in Ashland offers a diverse range of homes, from charming historic properties to modern new builds, catering to various lifestyles and budgets. With its warm community atmosphere and a plethora of amenities, Ashland is not just a place to live; it’s a place to thrive. Come discover the enchanting lifestyle that awaits you in Ashland, Oregon!

Newest Ashland Homes with Check With District Middle school

$1,450,000
10 Beds ⋅ 12 Baths ⋅ 220225786 MLS
One block from the Oregon Shakespeare Festival and downtown Ashland's restaurants, galleries, and cultural amenities, the McCall House B&B is a beautifully restored 1883 Italianate home offered for sale as a private residence. Currently operating as a boutique hotel, the property features ten historic guest rooms, including two detached private Carriage House suites, and may continue as a licensed hospitality business for a buyer who wishes to carry on that tradition. The C-1 zoning also opens the door to a variety of commercial uses, including a restaurant, office suites, or other business opportunities. Ten on-site parking spaces are included, a welcome convenience this close to the Ashland Plaza. This is a rare opportunity to own one of the city's most celebrated historic addresses. Due to the C-1 zoning, conventional 30-year financing is unavailable, and non-cash buyers are encouraged to confirm lending options before requesting an appointment. Please do not disturb guests.

153 Oak Street, 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, 3 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
$440,000
3 Beds ⋅ 3 Baths ⋅ 220225375 MLS
Tastefully updated home located less than a mile from Lithia Park. The inviting interior features new engineered hardwood flooring throughout, a spacious living area, and abundant storage. The remodeled kitchen offers newer appliances, quartz countertops, and freshly painted cabinetry, creating a clean and modern feel. Enjoy peace of mind with a new roof and a top-of-the-line HVAC system professionally installed by Janke. HOA dues provide exceptional value by covering all utilities and exterior maintenance, as well as access to the community's solar-heated outdoor pool. Move-in ready and ideally situated near Ashland's parks, dining, shopping, and cultural attractions, this home is ready to welcome its next owners.

426 Chestnut Street, Ashland
$459,000
3 Beds ⋅ 2 Baths ⋅ 220225105 MLS
Welcome to one of Ashland's most desirable neighborhoods - Ridgeview Place! This beautiful 3 bedroom, 2 bathroom townhouse offers 1,331 sq.ft. of thoughtfully designed living space and an attached garage. Inside you will find laminate flooring throughout the main living areas and carpet in the bedrooms. The main level features one bedroom and a full bathroom, ideal for guests or a home office. The inviting living room features soaring vaulted ceilings, creating an open feel, while the elegant staircase leads to two additional bedrooms, a split bathroom, and a spacious laundry room. The kitchen offers abundant cabinetry, a pantry, breakfast bar, and stainless steel appliances. Conveniently located just minutes from downtown shopping, Southern Oregon's finest restaurants and entertainment, SOU, and parks. HOA covers landscaping, common area maintenance, and garbage service for easy, low-maintenance living.

37 N Mountain Avenue, Ashland
$665,000
4 Beds ⋅ 3 Baths ⋅ 220223920 MLS
Welcome to desirable Clay Creek Gardens, where comfort & convenience meet in a peaceful, tree-lined neighborhood. This spacious, truly move in ready home, features quality finishes, abundant natural light, & generous living areas. Hardwood flooring highlights the main living spaces, while large rooms offer flexibility for entertaining, working from home, or everyday living. The well-designed floor plan provides ample storage & a warm, inviting feel throughout. The kitchen is heart of the home w/ granite counters, plenty of storage & is open to the dining/living areas. Main level primary suite w/ dual sinks, walk-in closet + a spacious shower. Outside, enjoy a low-maintenance lot & a private courtyard-style backyard w/ a patio. Residents benefit from low HOA fees and access to a neighborhood park with a gazebo + community gardens. Conveniently located near all Ashland has to offer. Don't miss the opportunity to enjoy spacious living in one of the area's most sought-after communities.

2685 Clay Creek Way, Ashland
$789,000
2 Beds ⋅ 1 Baths ⋅ 220224351 MLS
Experience the rural southern Oregon lifestyle on 7.34 acres of mostly flat, park-like property bordered by BLM. This custom built home features passive solar design, hardwood floors throughout and an open floor plan with a finished basement ideal for a guest space or studio. A unique third floor office tower provides an inspiring workspace with elevated views. The property is well-equipped for a variety of uses with a large, wood framed 3,400 square foot shop including 220 power, a 10 foot roll up door and 1,000 sq ft of loft space. Detached cabin with power has a completely remodeled exterior with Hardie board siding. Extensive tree thinning and fire prevention work has been done over the years to help provide a ''park like'' feel on the property as well as defensible space. Conveniently located just 10 minutes to Emigrant lake and 20 minutes to downtown Ashland, this property offers privacy, recreation and opportunity for a homestead or retreat. See list of upgrades attached.

1700 Tyler Creek Road, Ashland
$495,000
220224148 MLS
Attention Developers/Builders. The last phase of Mountain Meadows is up for sale! Nearly an acre of land that has preliminary approval with the City of Ashland for seven detached homes. The seller has done the hard work. Much of the entitlement work, retaining walls, underground stormwater sewer. The subdivision is part of the attractive 55 plus Mountain Meadows community. Association amenities include a Clubhouse, Dining Facility, Fitness Center, Swimming Pool, Game Room, Woodworking Shop, Meeting rooms, management staffing, maintenance staffing, 26 acre lovely campus with a 4 acre park. Mountain Meadows is an award winning project that overlooks Ashland.

993 Mountain Meadows Drive, Ashland
$548,000
3 Beds ⋅ 2 Baths ⋅ 220223843 MLS
Charming Ashland home tucked behind a solar-powered privacy gate + fully fenced front & back yard. Solar panels, double paned windows, zoned AC, hardwired internet, analog electric meter & new water heater. Stunning hardwood floors in the living room, highlighted by a beautiful brick mantle that adds character to the space. The galley-style kitchen features a gas range, tile backsplash, tile flooring, reverse osmosis system at the sink, & located adjacent to the dining area w/ a cozy wood stove. Primary suite w/ heated floor in the ensuite bath + a tile shower. Oversized covered back deck overlooking the backyard & bonus guest quarters/office space. Additional features include mature landscaping, well (buyer to do their own due diligence), organic garden, oversized 2-car garage w/ workshop space +220 voltage, and a large driveway with abundant parking, including room for an RV. This is a property you truly must see to appreciate, ideally situated in a prime close to downtown location.

1423 E Main Street, Ashland
$799,000
5 Beds ⋅ 2 Baths ⋅ 220223588 MLS
Offered for the first time in generations, this extraordinary fourth-generation Ashland treasure presents a rare opportunity. Own a piece of local history just steps away from world-renowned Lithia Park. This timeless two-story residence sits on beautifully landscaped .32 acre lot. It offers 5 bedrooms, 2 bathrooms, and a character that cannot be replicated. This home is rich in charm and architectural detail. It showcases the craftsmanship of a bygone era, while providing ample space for modern living. Enjoy peaceful mornings on the porch, stroll through Lithia Park, and easy access to downtown Ashland's theaters, galleries, restaurants, and cultural attractions. Homes of this caliber, location, and historical significance seldom become available. This is a once-in-a-generation opportunity to continue the legacy of one of Ashland's cherished homes.

143 Granite Street, Ashland
$399,000
2 Beds ⋅ 1 Baths ⋅ 220223583 MLS
Welcome to one of Ashland's most desirable locations - Phillips Corner, just minutes from downtown Ashland. This beautiful 2 bedroom/1 bathroom townhouse was thoughtfully built by KDA Homes with efficiency and sustainability in mind and meets Earth Advantage certification standards. The home features high-efficiency mini split HVAC systems for year-round comfort & energy savings. The kitchen offers ample countertop space, a pantry, and stainless steel appliances, including a gas range, microwave, dishwasher, and refrigerator. Enjoy elegant living spaces & a private balcony, perfect for relaxing outdoors. HOA dues are very affordable and include beautifully maintained landscaping, garbage service, and access to a community playground. The property also features a spacious 2-car garage. Ideally located in the heart of Ashland, you will be just minutes from downtown shopping, dining, entertainment, SOU, and nearby parks, allowing you to fully enjoy everything Ashland has to offer.

61 S Mountain Avenue, Ashland
$12,000,000
7 Beds ⋅ 19 Baths ⋅ 220223437 MLS
Offered for sale for the first time ever, Chateau at Belle Fiore Estate Winery is one of Oregon's most extraordinary residential estates. Spanning over 17,400 sqft across four levels, this French-inspired masterpiece offers 7 bedrooms, 19 bathrooms, and exceptional craftsmanship throughout. An elevator services all floors, including an 8,000 sqft lower level with a wine room, game room, gentleman's lounge, multiple wine bars, and expansive entertaining spaces. Premium finishes include custom cumaru flooring, granite surfaces, and intricate architectural detailing. Set on over 17 acres, including 12.1 irrigated acres and a producing vineyard, the estate is ideal for private enjoyment, weddings, retreats, and special events. Exterior features include hand-chiseled golden granite, a hand-cut slate roof, custom copper gutters, dormers, and downspouts. A 2,500+ sqft carriage house, four-car garage, prep kitchen, and grand gathering spaces complete this iconic Southern Oregon estate.

200 Belle Fiore Lane, Ashland
$26,000,000
7 Beds ⋅ 19 Baths ⋅ 220223434 MLS
Belle Fiore Estate Winery and Chateau is Oregon's most extraordinary vineyard estate and is being offered for the first time ever. The French-inspired Chateau is one of the largest homes in Oregon, spanning over 17,400+ sqft; it has four levels, 5 bedrooms, 19 bathrooms, elevator service, a vineyard, a 2 bedroom 2500+ sqft carriage house, four-car garage, resort style pool, hand-cut slate roof, custom copper detailing, and one of a kind craftsmanship throughout. ~ Separately, the Winery features a 32-acre vineyard featuring 14 distinguished grape varietals. The 27,000+ sqft Italian basilica-inspired facility includes tasting rooms, a ceremonial barrel room, ballroom, restaurant, outdoor dining areas, panoramic views of the Rogue Valley, and a commercial production facility with extensive refrigerated wine storage. Set on nearly 70 acres, this offering includes 49+ acres of water rights, a priceless feature of this one of one opportunity to own Oregon's most significant vineyard estate.

200 Belle Fiore Lane, Ashland
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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: