Ashland Homes with Helman Elem Elementary school

Welcome to Ashland, Oregon, a picturesque town nestled in the heart of Jackson County, known for its vibrant arts scene, stunning landscapes, and a strong sense of community. With its charming downtown filled with boutique shops, gourmet restaurants, and the renowned Oregon Shakespeare Festival, Ashland is a cultural gem that attracts residents and visitors alike. The town’s lush surroundings offer ample opportunities for outdoor enthusiasts, from hiking the scenic trails of the nearby Cascade Mountains to enjoying serene afternoons at Lithia Park.

For families considering a move to this enchanting city, homes near Helman Elementary School present an excellent opportunity. Helman Elementary is celebrated for its commitment to nurturing young minds and fostering a love for learning. The school’s dedicated staff and supportive community create an enriching environment where children thrive academically and socially. Living in close proximity to Helman Elementary not only provides convenience for busy families but also places you within a friendly neighborhood that values education and community spirit.

The real estate market in Ashland offers a diverse range of homes, from charming historic properties to modern builds, ensuring that there’s something for everyone. Whether you’re seeking a cozy cottage or a spacious family home, you’ll find that Ashland’s neighborhoods are welcoming and full of character.

Embrace the opportunity to live in a place where culture, community, and education intertwine beautifully. Discover your dream home in Ashland today, and experience all that this vibrant town has to offer!

Newest Ashland Homes with Helman Elem Elementary school

$739,000

4 Beds ⋅ 3 Baths ⋅ 220225931 MLS

Located just minutes from downtown, this impressive 2,596 sq. ft., 4-bedroom, 3-bathroom home features striking curb appeal and breathtaking views of Grizzly Peak. The bright interior boasts hardwood floors, formal and informal dining, and a spacious kitchen with solid-surface counters. Soaring ceilings frame the great room, which opens to an expansive deck overlooking a tiered backyard complete with garden boxes, a potting shed, and storage shed. Highlights include a main-level vaulted primary suite with a jetted tub and walk-in closet, a flexible upper-level bonus room with skylights, and carpeted guest bedrooms. Modern upgrades feature a new heat pump with advanced UV filtration, an electric vehicle charger, and an oversized attached garage with workshop space plus dedicated RV parking.

960 Oak Street, Ashland

$540,000

3 Beds ⋅ 2 Baths ⋅ 220225859 MLS

Enjoy 18+ acres of privacy with a gated entry and set back entrace with valley views! This 2,668 sqft, 3 bedroom, 2 bath home features a large 2 story rock fireplace and vaulted cedar ceilings in both the large formal living room and family room. Additional log studio/office. The land has been cleared and leveled and now very usable. Room for shop, gardens.

19001 Dead Indian Memorial Road, Ashland

$695,000

4 Beds ⋅ 2 Baths ⋅ 220225640 MLS

Tucked away in one of Ashland's most sought-after neighborhoods, this exceptional property offers the rare feeling of a private nature retreat while remaining just minutes from the heart of the city. Surrounded by mature trees and abundant natural beauty, the home feels like a treehouse with beautiful views of the mountains that create a peaceful backdrop throughout the seasons. With access to a beautiful trail system, including the Ashland Ditch Trail, outdoor recreation begins right outside your door. Whether you're hiking, running, or simply enjoying a quiet walk, this location provides an unmatched connection to nature. The unique setting combines privacy, serenity, and convenience--offering a secluded escape without sacrificing easy access to downtown Ashland, local dining, shopping, parks, hospitals, and cultural attractions.

279 Alta Avenue, Ashland

$564,900

3 Beds ⋅ 2 Baths ⋅ 220225550 MLS

'One Property. Four Possibilities. Less than a mile from downtown Ashland, this classic Victorian offers exceptional flexibility with versatile zoning and mountain views. Enjoy it as a spacious 3-bedroom, 2-bath home, a duplex with two long-term rental units, a residence with a currently licensed short-term rental, or a live/work property with a private entrance ideal for an attorney, counselor, massage therapist, or other home-based business. Features include a spacious upstairs primary suite with full bath, basement storage, dry sauna, washer, dryer, refrigerator, an inviting patio, and three deeded off-street parking spaces. Historic charm meets modern opportunity in this truly one-of-a-kind Ashland property.'

508 N Main Street, Ashland

$550,000

3 Beds ⋅ 3 Baths ⋅ 220225439 MLS

Treetop and valley views frame this 3-bedroom, 2.5-bath end unit, offering comfort and privacy on a .07-acre lot. Wood shutters and a vaulted great room set the tone inside, with a slider opening to a standout deck. The kitchen offers generous counter space and flows easily into the great room. The main bath features a split vanity for added convenience. Downstairs, a finished daylight basement is on the garage level. This home feels like your own treetop retreat, with a terraced back patio that invites entertaining or quiet reflection. Close to restaurants, with continuous sidewalk to the Downtown Plaza.

250 Sheridan Street, Ashland

$509,000

3 Beds ⋅ 2 Baths ⋅ 220225202 MLS

Back on Market, no fault to the property! You'll experience the ease of ownership in this well-maintained, split-level home in Ashland. This 3-bedroom, 2-bathroom home has charming curb appeal with shade trees and views of the north valley. Vaulted ceilings and large windows welcome you into the great room with a cozy, stone fireplace with custom mantle. All bedrooms and bathrooms are upstairs; downstairs is a spacious 2-car garage with plenty of room for creativity in the workspace. Outside you'll find a multi-level deck space with plenty of room for entertaining and gardening. Just 1 mile to downtown Ashland for shows, shops and dining. Welcome Home!

635 Chestnut Street, Ashland

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 220223946 MLS

An Ashland jewel, this architecturally designed & built home enjoys an exceptional setting above Lithia Park with stunning views and timeless craftsmanship. Intentionally designed, with high-performance systems throughout, showcasing exceptional interior and exterior finishes. Main level has 3 bedrooms, 2 full baths, open floor plan, den, and dedicated office space; all designed to capture abundant natural light and beautiful views. The gourmet island kitchen flows seamlessly into the living and dining areas, creating an inviting space for entertaining. Enjoy the private deck, perfect for morning coffee or twilight dining. A fully furnished 1-bedroom ADU provides flexibility for guests, extended living, or income potential, while the finished shop is ideal for a studio, workshop, or hobbies. A rare opportunity to own one of Ashland's most distinctive and notable properties.

5 Scenic Drive, Ashland

$400,000

2 Beds ⋅ 1 Baths ⋅ 220224333 MLS

Move-in ready and professionally cleaned, this charming cottage features central heating and air conditioning, along with numerous updates throughout. Situated on a spacious 0.17-acre lot, the property offers a fully fenced backyard, automatic sprinklers, off-street parking, a garden shed, and a deer-protected garden enclosure--ready for someone to make it shine again. Recent improvements include exterior paint, siding repairs, rebuilt exterior stairs, new luxury vinal plank flooring in the main living area, new tankless water heater, new refrigerator and electric range. The detached bonus room with an efficient wall heat and air AC unit, and abundant light offers endless possibilities as a home office, guest retreat, or hobby room. Conveniently located near downtown Ashland, schools, Grange Co-op, and Ace Hardware.

363 E Hersey Street, Ashland

$319,900

3 Beds ⋅ 2 Baths ⋅ 220223687 MLS

Affordable Ashland living in desirable Tudor Heights! This spacious 3-bedroom, 1.5-bath condo offers 1,392 sqaure feet of comfortable living space with mountain and territorial views from a private upper-corner location. The main level features a bright living room with a 60s style fireplace, kitchen, half bath, and flexible den perfect for a home office, guest space, or potential 4th bedroom! Upstairs you'll find three bedrooms, a full bath, and laundry area. Recent improvements include new carpet and a new water heater. Enjoy a private patio, detached carport, and additional storage. Conveniently located near downtown Ashland, Lithia Park, restaurants, shopping, and the hospital. HOA covers water, sewer, trash, landscaping, exterior maintenance, and exterior insurance for easy, low-maintenance living!

495 Chestnut Street 24 Unit 24, Ashland

$629,000

3 Beds ⋅ 2 Baths ⋅ 220223926 MLS

Welcome to this wonderful Craftsman-style home in one of Ashland's most desirable neighborhoods, complete with its own charming neighborhood park. A spacious covered front porch sets an inviting tone from the moment you arrive. Once inside, natural light fills the home through custom windows and skylights, creating a warm and welcoming atmosphere throughout. The floor plan offers a formal dining room plus an open-concept kitchen and living area, ideal for both everyday living and entertaining. The kitchen features a gas range and generous counter space, while the living room centers around a cozy gas fireplace and access to the backyard. The expansive primary suite includes skylights, a large walk-in closet, and direct backyard access. Outside, enjoy one of the larger yards in the neighborhood, featuring a flower garden, two patios and a lovely lawn area perfect for relaxing, gardening, or gathering with friends.

426 Parkside Drive, Ashland

$313,000

2 Beds ⋅ 2 Baths ⋅ 220223565 MLS

Welcome to 965 Golden Aspen in the sought-after Mountain Meadows community in Ashland. This beautifully maintained condo offers comfortable, low-maintenance living with an inviting floor plan, abundant natural light, and thoughtfully designed living spaces. The spacious living and dining areas provide an ideal setting for both everyday living and entertaining. Enjoy beautiful courtyard views that bring a sense of tranquility and natural beauty into the home. Step outside to the serene patio space, perfect for morning coffee, reading, or relaxing outdoors. Well-sized bedrooms, ample storage, and convenient access to community amenities enhance the appeal. Residents enjoy beautifully landscaped grounds and easy access to Ashland's dining, shopping, cultural attractions, and outdoor recreation. A wonderful opportunity to enjoy comfort, convenience, and community in one exceptional setting.

965 Golden Aspen Place, Ashland

$250,000

2 Beds ⋅ 2 Baths ⋅ 220223537 MLS

Minutes from Lithia Park, the Oregon Shakespeare Festival, and miles of trails--this is Ashland living at its finest. Tucked between downtown and the Railroad District, this move-in-ready townhome delivers the urban lifestyle you've been craving. Sunlight pours through a thoughtfully designed interior featuring 2 bedrooms, 1.5 baths, brand-new flooring (2026), and a dedicated laundry room. Step onto your new deck and into a shaded, fenced backyard--a peaceful retreat beneath mature trees that offer natural cooling and privacy. Best of all, the big-ticket items are done: roof (2023), heat pump, furnace, and water heater (2022), plus a refreshed kitchen and bath--so you can simply lock, leave, and explore. With off-street parking, guest spaces, and an HOA covering water, sewer, garbage, and all exterior maintenance, life here is truly worry-free. A rare blend of location, comfort, and value in one of Southern Oregon's most desirable communities.

369 Glenn Street, 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: