Ashland Homes with Contemporary Style

Welcome to Ashland, Oregon – a charming city nestled in the heart of Jackson County, renowned for its vibrant arts scene, stunning natural landscapes, and a warm community spirit. Known primarily for the prestigious Oregon Shakespeare Festival, Ashland boasts a rich cultural tapestry that attracts visitors and residents alike. With its picturesque downtown, filled with boutique shops, gourmet restaurants, and art galleries, Ashland is a delightful blend of small-town charm and artistic flair.

For those seeking modern living, Ashland offers a selection of contemporary-style homes that perfectly complement the city’s unique character. These homes are designed with an emphasis on sleek lines, open spaces, and an abundance of natural light, creating a harmonious blend of comfort and sophistication. Imagine enjoying your morning coffee on a sun-drenched patio or hosting friends in an airy living space that flows seamlessly into a state-of-the-art kitchen.

Contemporary homes in Ashland often feature eco-friendly designs and sustainable materials, reflecting the city’s commitment to environmental stewardship. With stunning views of the surrounding mountains and easy access to outdoor activities, from hiking and biking to exploring the nearby Rogue River, these homes are perfect for those who appreciate both style and nature.

Whether you’re a first-time homebuyer or looking to downsize, Ashland’s contemporary homes offer a lifestyle that is as inviting as it is inspiring. Discover the perfect blend of modern elegance and small-town warmth in Ashland, where your dream home awaits!

Newest Ashland Homes with Contemporary Style

$775,000

3 Beds ⋅ 2 Baths ⋅ 220225944 MLS

Welcome to this beautiful eco-frlendly home in Ashland's sought-after Beach Creek Community. This thoughtfully designed 3-bedroom, 2-bath home offers 1,538 sq. ft. of sustainable living with soaring vaulted ceilings, expansive windows providing lots of natural light wlth mountain views. Built by KDA Homes, this Earth Advantage Platinum-certified, Net Zero-rated home features owned solar panels, providing lower utility. costs. The modern open-concept floor plan features seamless lndoor--0utdoor living, granite countertops, custom tile work, quality craftsmanship throughout, and two private decks ideal for relaxing. Located in the heart of Ashland, just minutes from downtown shopping, dining, entertainment, and nearby parks, allowing you to fully enjoy everything Ashland has to offer.

1221 Kirk, Ashland

$2,400,000

3 Beds ⋅ 2 Baths ⋅ 220225850 MLS

One of the Rogue Valley's premier estate settings, this extraordinary 164-acre Ashland offering is paired with a proposed luxury residence by Asher Homes. The single-level design offers 2,778 sq ft with 3 bedrooms, 2 baths, a 912 sq ft 3-car garage, and walls of glass framing mountain and valley views. Refined finishes include large-plank hardwood, custom built-ins, a stone fireplace, metal roofing, and covered outdoor living with built-in BBQ and fireplace. Designed to Earth Advantage Platinum standards, the home features high-efficiency HVAC, solar-ready infrastructure, EV charging, generator tie-in, and wildfire-conscious materials. The build package includes vertical construction and an infrastructure allowance for driveway, septic, well systems, power, propane, water storage, trenching, and utility connections. Land offers 2,220 feet of Cove Creek frontage, a 48 GPM well, and paved access. Plans and pricing subject to site conditions, permitting, selections, and builder approval.

312 Sky Ridge 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

$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

$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

$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

$1,899,000

4 Beds ⋅ 4 Baths ⋅ 220225369 MLS

First time on the market for this one-of-a-kind custom ICF-built home with breathtaking panoramic views! 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, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp available at the barn, and endless opportunities for horses, livestock, or hobby farming.

40 Ashland Acres Road, Ashland

$1,899,000

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, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp available at the barn, and endless opportunities for horses, livestock, or hobby farming

40 Ashland Acres Road, 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

$360,000

3 Beds ⋅ 3 Baths ⋅ 220225143 MLS

If you've dreamed of calling Ashland home this may be the opportunity you've been waiting for. More than just a home, this is your chance to embrace the Ashland lifestyle--Saturday mornings at the Farmers Market, afternoons exploring parks and trails, evenings enjoying locally owned restaurants, world-class entertainment, and leisurely strolls in downtown Ashland. Notable features include new laminate flooring, stainless steel appliances, ceramic tile countertops, a new water heater, and a 50-year roof installed in 2023. Enjoy the deck overlooking protected wetlands with beautiful views of Grizzly Peak and the Ashland foothills--the perfect place to enjoy your morning coffee or unwind at the end of the day. Located in a Fire Wise community and just minutes from shopping, the YMCA, public transportation, and Ashland's highly rated schools, this home is ideal as a primary residence, first home, or investment opportunity. Welcome home to Ashland--where your next chapter begins!

150 Crocker 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

$1,200,000

220224634 MLS

Rare Ashland investment opportunity, three modern townhomes built in 2016, each on its own separate tax lot, offered together as a package. Every unit is a spacious 3-bedroom, 2-full-bath, a hard-to-find configuration in the local rental market. Unit 1173 offers 1,280 sf and a two-car garage, while 1169 and 1171 each offer 1,188 sf and a one-car garage. Turnkey interiors feature stainless steel appliances, warm shaker cabinetry, and 100% solid surface flooring, no carpet anywhere. Current rents total $6,605/month with near-zero vacancy since construction, a track record of dependable income that speaks for itself. Individual tax lots offer long-term flexibility that is rarely found in multi-unit properties. Ideal for the investor seeking newer, low-maintenance construction, or an owner-occupant living in one unit while the other two help pay the mortgage. Close to SOU, downtown, and everyday amenities. Not to be sold separately.

1169 Iowa 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: