Ashland Homes with Check With District Elementary school

Ashland Homes with Check With District Elementary school

Welcome to Ashland, Oregon – a charming city nestled in the heart of Jackson County, renowned for its stunning landscapes, vibrant arts scene, and a strong sense of community. With its picturesque views of the surrounding mountains and lush greenery, Ashland offers a unique blend of natural beauty and cultural richness that attracts residents and visitors alike.

Known for its world-class Oregon Shakespeare Festival, Ashland is a haven for art lovers and theater enthusiasts. The city boasts a lively downtown area filled with quaint shops, delightful cafes, and a variety of restaurants that cater to all tastes. Whether you’re strolling through Lithia Park, enjoying the vibrant farmers’ market, or exploring the local galleries, there’s always something to capture your interest.

For families considering a move to this enchanting city, Ashland is served by the highly regarded Ashland School District, which includes elementary schools that prioritize excellence in education. With a commitment to nurturing young minds, the district fosters an environment where children can thrive academically and socially, making it an ideal place for families to settle down.

The real estate market in Ashland offers a diverse range of homes, from historic properties with character to modern builds that cater to contemporary tastes. Whether you’re looking for a cozy cottage or a spacious family home, Ashland has something to suit every lifestyle.

Discover the charm of Ashland, where community spirit meets artistic flair, and find your perfect home in this idyllic Oregon city. Embrace the opportunity to be part of a vibrant community that celebrates life, culture, and the beauty of nature.

Newest Ashland Homes with Check With District Elementary 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
$950,000
3 Beds ⋅ 3 Baths ⋅ 220225745 MLS
Tremendous 360 view on 5.75 flat white fenced acres & walking distance to Emigrant Lake. You have 3 acres of water rights on open EFU land, a 36'x36' barn with loft, a 14' RV bay door, workshop & attached office. Behind the barn is a single horse stall. To the side is a gazebo to enjoy those wonderful summer outside nights. This home is greeted by a paved & gated 800' driveway leading to a drive-through that takes you to the front entrance. Brand new wrap around porch greets you so you can sit in awe at the beauty of your surroundings or sit under your backyard gazebo and say, ''Do I really live here''? Perched on a small knoll, this 2,934 sq ft 4/3 home, has 2 bonus rooms, with open floor plan, large entertaining living room with woodstove insert fireplace & kitchen with abundant cabinets & island. Ten-foot ceilings provide ample sunlight for all occasions. The upstairs primary suite has a fireplace, en-suite bathroom with soaking tub & walk-in closet. Country comfort at its best.

5597 Highway 66, Ashland
$649,000
3 Beds ⋅ 2 Baths ⋅ 220225730 MLS
Set back from the street on a flag lot, this lovely home offers a quiet and private retreat, bordering open space and Ashland Creek. Conveniently located a short distance from downtown Ashland, the trailhead to the Bear Creek Greenway and Lithia Park, the property combines a natural, scenic setting with easy access to local amenities. The main living and dining areas feature large windows that capture natural light and frame peaceful outdoor views. A sliding glass door opens to a large back deck, well-suited for enjoying the mountain views and entertaining. There is a nice separation of space with the three bedrooms sitting away from the living area. A daylight 500 sf basement (not included in square footage), with mini split heating and cooling, offers many options for overflow guests, art studio, media room or home office. With a unique balance of privacy, creek-side borders and proximity to Ashland's central attractions, this home is a fantastic opportunity.

1111 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
$650,000
2 Beds ⋅ 1 Baths ⋅ 220225643 MLS
Opportunity to own an historic two bedroom, one bath, 1,233 square feet, 1925 Craftsman-style home Above the Boulevard with easy access to town and all the amenities Ashland has to offer. This gracious property has been lovingly maintained by its present owner for the last thirty-four years. From the welcoming and covered front porch to the spacious, light-filled interior everything about this property harkens back to a time when life was a little slower. This single-story home with a full basement sits on a level .3 acre lot with a duplex that backs to the alley. Properties like this don't often come on the market. Home is located in ''The Siskiyou-Hargadine Historic District.'' Buyers are encouraged to do their own due diligence and check with the City Ashland regarding the legality of existing structures and possibilities for expansion.

363 Beach Street, Ashland
$1,200,000
2 Beds ⋅ 3 Baths ⋅ 220225582 MLS
Experience refined living just one block from downtown Ashland in this custom-built 2012 luxury home designed for comfort and ease. Rich oak and red oak floors and cabinetry pair beautifully with custom metalwork and soaring wood-paneled ceilings in the great room. The chef's kitchen features a 6 burner Wolf cooktop, wall oven, speed oven, Sub Zero refrigerator, exposed edge granite countertops and custom pot racks. Spa inspired bathrooms include heated tile floors, dual vanities, tiled showers and abundant natural light, one with a soaking tub. An elevator and 36 inch doorways provide seamless accessibility throughout. The oversized finished two car garage offers space for a workshop, gym and storage with additional laundry, sink and gas heater. The private flagstone courtyard with gas BBQ, is perfect for relaxing and outdoor entertaining with lovely, low maintenance landscaping.

400 Allison Street, Ashland
$493,000
3 Beds ⋅ 3 Baths ⋅ 220225503 MLS
Spectacular Ashland Views from this lovely townhome. Turn-key home with wonderful valley and mountain views near Kestrel Park. Living room has an open-concept design and an abundance of natural light, gas fireplace and 2 remote controlled awnings- 1 for the covered patio and 1 for the dining room window. Kitchen has lovely granite counter tops, tiled backsplash, cabinets with custom pull-outs, granite dining island, stainless sink. Spacious main-level primary suite with ceiling fan, gracious tiled bath, walk-in shower and double vanities. Main level also features a 1/2 bath. Upstairs offers two bedrooms, a full bath, extra storage space, and an office alcove. Lower level has an expansive two-car garage and large storage closets. Elevator-ready floor plan would make all floors accessible. Very low HOA fees, washer & dryer, and amazing views. This is Ashland living at its best!

965 Camelot 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
$786,000
3 Beds ⋅ 2 Baths ⋅ 220225306 MLS
Rolling pastures, gentle hills & gorgeous Mt. Ashland views create an exceptional setting for this beautifully updated single-level home on 6.85 acres. Rebuilt from the studs in 2004, it blends timeless craftsmanship with a light-filled, open design where every room connects to the surrounding landscape. Vaulted ceilings, expansive view windows, maple hardwood floors, custom Shaker-style woodwork, fir doors, built-ins & two fireplaces add warmth and character. The spacious kitchen with sunny breakfast nook opens to wraparound decking & gardens, inviting outdoor living amid sweeping views, colorful seasonal blooms, spectacular sunsets & brilliant star-filled skies. The rebuild included updated plumbing, electrical, Milgard windows, raised ceilings, remodeled kitchen & baths, added living space, on-demand hot water & underground utilities. Outbuildings with animal shed & approx. 850-sf shop complete this peaceful, private retreat, above the fog, below the snow & just 10 minutes to town

2815 Dead Indian Memorial Road, 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
$545,000
3 Beds ⋅ 3 Baths ⋅ 220225022 MLS
Welcome home to this charming, move-in ready cottage-style home with modern updates throughout! This beautifully maintained 3-bedroom, 2.5-bath home features engineered hardwood floors, a cozy living room with a built-in gas fireplace, and a flexible main-level office or bedroom with built-in shelving. The updated kitchen has fresh painted cabinets, stainless steel appliances and gas range. Upstairs, you'll find remodeled bathrooms with granite countertops and tiled showers. The primary suite includes a walk-in closet, and the bedrooms feature modern ceiling fans. Enjoy gorgeous valley views from the back deck. The freshly painted exterior, beautifully landscaped yard, fenced backyard, under-home storage, and one-car garage add both charm and functionality. Full of character with abundant built-ins, this adorable home is beautifully maintained and truly move-in ready!

955 Overlook Drive, Ashland
$799,000
1 Beds ⋅ 2 Baths ⋅ 220224982 MLS
It's all about the beautiful 13.39 contiguous acres with 12.6 acres of TID irrigation, panoramic views and just minutes to downtown Ashland. Family owned since 1964, the original home was built in 1915. There are 3 separate tax lots, one with the original home,8-stall horse barn and workshop (5.81 acres), one that has a non-expiring homesite (confirm with county) with fantastic panoramic views (4.53 acres) and the third with a large barn (3.05 acres) and separate access. All 3 may be sold separately (check with Jackson County Planning). Tax lot #700 has a small home, large shop, a 8-stall barn, tack room and small living quarters in the back. There is a 2-story barn on tax lot #300. The portion of the property growing grass and clover for hay produces approximately 400-600 bales and has wheel line irrigation. There are many other potentials for this EFU property.

1249 N Valley View Road, 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: