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583 Coffee Lane, Ashland
$379,900
2 Beds ⋅ 1 Baths ⋅ 220227252 MLS
Built in 2022 with an emphasis on efficiency, simplicity, and modern design, this Earth Advantage-certified cottage offers an easy, comfortable way to live. The bright, open interior features vaulted ceilings, abundant natural light, and contemporary finishes throughout. The kitchen pairs quartz countertops with stainless steel appliances and a convenient breakfast bar, creating a stylish and functional heart of the home. Outside, the fully fenced yard is an exceptional extension of the living space, with a private patio and room for gardening, dining, or simply enjoying the mountain views. As part of a shared solar community, the home is designed with energy efficiency and lower operating costs in mind. With its manageable size, low-maintenance design, outdoor space, and modern construction, this two-bedroom, one-bath home is a smart opportunity for anyone looking for a newer home without the upkeep of a larger property.

583 Coffee Lane, Ashland

485 Orchard Street, Ashland
$589,000
5 Beds ⋅ 4 Baths ⋅ 220227203 MLS
Over 1/2 Acre lot near historic Ashland Plaza! This 5 bedroom 4 bath home offers 2,487 sqft of living space set in a highly sought after neighborhood just minutes from shopping, dining and entertainment such as the Oregon Shakespeare Festival. The spacious floor plan provides plenty of room for everyday living, hosting and creating dedicated spaces for work, hobbies or relaxation. Two fireplaces add warmth and character, while the multiple sliding doors allow natural light to flood the living areas. One bathroom features an ADA accessible shower with floor to ceiling tile and custom stone, delivering both style and functionality. Outside, the beautifully landscaped lot offers an ideal setting for gardening or entertaining while providing convenient parking for multiple RVs, campers, trailers or boats. Don't wait, your next chapter starts here!

485 Orchard Street, Ashland

1302 Mill Pond Road, Ashland
$398,900
2 Beds ⋅ 1 Baths ⋅ 220226872 MLS
Seller willing to give $5,000 credit to buyer towards closing costs or interest rate buy down. A sweet place to call home! This well maintained single level home in the Millpond Subdivision is ready for it's next owner. Ample windows give this home a light filled spacious feeling. And the open floorplan living room/dinning room/ kitchen welcomes you in. The two bedrooms both have sliding glass doors leading to the private backyard. New fencing around the property a couple years ago. The backyard is quite large and flat and has mature trees including 2 different varieties of apple. The neighborhood is sweet and has a lovely pond just a short stroll away. Close to downtown Ashland, schools, shopping and bike path. This home is very clean and would make a wonderful first home for someone and also has great rental opportunity.

1302 Mill Pond Road, Ashland

830 Park Street, Ashland
$339,000
2 Beds ⋅ 2 Baths ⋅ 220226785 MLS
Step inside through the custom tile foyer and into a light-filled living room with high ceilings and a cozy free-standing gas stove. This 1234 sq ft home comes with 2 bedrooms and 1.5 baths, a convenient main level laundry space and half bath off the kitchen. The kitchen has tiled countertops with a breakfast bar, dedicated dining area, and comes equipped with all appliances. Upstairs, the primary suite has great natural light, and the large spa-like bath comes with a jetted tub, glass enclosed shower, and dual vanity sinks. A second bedroom has flexibility for guests or home office. Off the dining area enjoy your own fenced yard ideal for a small garden, or to relax. Residents also enjoy access to the community pool. HOA dues of $475/mo include $175 currently put toward a roof assesment. Dues cover exterior maintenance and repairs, landscaping, garbage service, pool maintenance, and common areas. The home also comes with a detached one-car garage. Enjoy easy Ashland living!

830 Park Street, Ashland

986 Stoneridge Avenue, Ashland
$525,000
4 Beds ⋅ 3 Baths ⋅ 220226768 MLS
This beautiful home has an open floorplan with lots of room for entertaining. The recently remodeled kitchen will take your breath away. Custom cabinetry with under-mount lights, soft close drawers, granite counters, stainless steel appliances. The living room has a gas fireplace for cozy nights in. The downstairs also has one bedroom, half bath and office. Upstairs you will find the spacious primary suite with mountain views. The primary bath has a walk in shower, separate tub and large walk-in closet. Also upstairs are two additional bedrooms. Dual zone HVAC and new AC unit upstairs. The low maintenance backyard is like a private oasis with abundant plants, a lovely custom metal planter that runs the length of the yard, hot tub and privacy shades. The 2 car attached garage is both heated and insulated. An incredible place to call home!

986 Stoneridge Avenue, Ashland

738 Normal Avenue, Ashland
$322,000
2 Beds ⋅ 3 Baths ⋅ 220226663 MLS
Tucked away from the main road yet just a short distance to Southern Oregon University, this well-maintained Ashland townhome offers privacy, convenience, and a bright, functional layout. Step inside to find an abundance of natural light and an open living room on the main level, complete with a half bath and under-stair storage. The kitchen features granite countertops and stainless-steel appliances. Beautiful laminate flooring runs throughout, complemented by fresh paint and new carpet upstairs. The upper level includes two bedrooms, two full baths, a laundry area with washer and dryer included, and a versatile bonus small flex room. The primary suite offers an en-suite bath and a private deck, perfect for morning coffee or evening relaxation. A private patio extends from the dining area, and a one-car garage provides secure parking and additional storage. Ideal for students, professionals, or anyone seeking a comfortable home near campus and Ashland amenities.

738 Normal Avenue, Ashland

608 Fair Oaks Court, Ashland
$315,000
2 Beds ⋅ 2 Baths ⋅ 220226605 MLS
''Where the living is easy'' -- and in this Ashland condo, it truly is. This modern 2-bedroom, 2-bathroom condo offers effortless main-level living just minutes from everything that makes Ashland, Ashland. Rich bamboo flooring, granite countertops, and a gas fireplace give the space warmth and polish, while a laundry room and abundant storage keep daily life simple. A new water heater and dedicated underground parking check the practical boxes, while the HOA handles all exterior maintenance -- so your weekends are yours. Location? Hard to beat. You're close to N. Mountain Park, bike paths, ball fields, scenic nature trails, top-rated schools, and everyday shopping -- plus a quick hop to the world-renowned Oregon Shakespeare Festival and the beauty of Lithia Park. Whether you're catching a matinee downtown or a sunset walk in the park, this is Ashland living at its most comfortable.

608 Fair Oaks Court, Ashland

12300 Oregon 66, Ashland
$499,900
5 Beds ⋅ 3 Baths ⋅ 220226295 MLS
Escape to a private retreat on five level, wooded acres in the heart of the Highway 66 recreation corridor, just minutes from Howard Prairie, Hyatt Lake, and Lake of the Woods. This beautifully maintained, recently updated split-level home seamlessly blends comfort, privacy, and year-round adventure. A slate entry opens into a spacious living room featuring a bay window and a wood-burning stove insert. The home offers five bedrooms, three full baths, a formal dining area, and flexible living and family rooms--each with its own fireplace--plus a dedicated office or hobby space. The kitchen is equipped with granite countertops and tile flooring, ideal for casual meals or hosting guests. Set in a peaceful forest environment close to fishing, boating, hiking, mountain biking, and snowmobiling, this property is perfect as a primary residence, seasonal getaway, or investment property. Experience the quintessential Southern Oregon lifestyle in a serene, nature-filled setting.

12300 Oregon 66, Ashland

4712 Old Highway 99 S, Ashland
$384,900
1 Beds ⋅ 1 Baths ⋅ 220226151 MLS
GREAT opportunity to own 2.14 acres and finish building a newer, 688-sqft tiny home nestled on private acreage, just 15 mins from downtown Ashland. This existing permitted general purpose building, is ready to be converted into a 1-bed, 1-bath layout. Property features outdoor sauna, small seasonal pond, & high-producing well (11 GPM w/ pump, 41 GPM raw). Built in 2014, the existing permitted structure currently includes an unfinished kitchen & dining room. Purchase property as-is w/ cash (see MLS listing # 220226037) for $249,900 or finance the construction using a rehab loan w/ this listing. List price is an estimate on the the total costs including the land purchase & the amount needed to finish it, based on estimate by our contractor ($129,000). Buyer to due their own due-diligence. Buyer to enter into a separate building contract with suggested contractor or 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

241 Clay Street, Ashland
$325,000
2 Beds ⋅ 2 Baths ⋅ 220225960 MLS
Upgraded and move-in-ready single-level end-unit townhome located near the Ashland Family YMCA and future site of 5.52-acre East Main Park! Fresh interior paint, all-new low-pile berber wool carpets, and new roof to be installed early August 2026. Entry with skylight and hall coat closet, bamboo flooring, kitchen with custom maple cabinets, granite counters, solar tube, and stainless appliances including Fisher & Paykel refrigerator. Open dining area and vaulted living room with sliding glass door to covered patio and fully-fenced private backyard with composite deck. Primary with dual closets and full ensuite bathroom with solid surface vanity, maple cabinets, solar tube, and tub shower. Full guest bath with matching amenities, guest bedroom with closet, laundry area with Speed Queen washer and dryer, and one-car garage. Association dues of $265 per month cover all exterior maintenance - including roof, siding, paint, front landscaping, and common areas. Inquire for details!

241 Clay Street, Ashland

690 Normal Avenue, Ashland
$324,000
3 Beds ⋅ 2 Baths ⋅ 220225712 MLS
Charming and move-in ready, this Ashland townhome is priced to sell! Set back from the street on a quiet shared drive, the inviting 3-bedroom, 1.5-bath home has been freshly repainted and features updated kitchen cabinets with modern hardware, a brand-new refrigerator, new carpeting, and a bright, clean interior. The modified single-car garage offers convenient storage access from the driveway, while the spacious interior laundry/bonus room provides added versatility. Outside, the private, fully fenced backyard includes a peaceful water feature and ample space for gardening, relaxing, and entertaining. Ideally located within walking distance of everyday amenities, the home is also just a five-minute drive from downtown Ashland's restaurants, shops, theaters, and community events. Rental units are permitted, offering flexibility for homeowners and investors alike.

690 Normal Avenue, Ashland

508 N Main Street, Ashland
$544,900
3 Beds ⋅ 2 Baths ⋅ 220225550 MLS
Own a home in Ashland--with built-in income potential to help offset your mortgage. 508 N Main is a 2-bedroom, 2-bath residential property currently arranged as two 1-bedroom, 1-bath living spaces. Live in one while the second may provide rental income, a dedicated home office, space for guests or extended family, or flexibility as your needs change. Less than a mile from downtown Ashland, this distinctive Victorian offers mountain and territorial views, inviting patio and garden areas, off-street parking, storage, and a dry sauna. The separation between the two living spaces creates privacy and versatility while keeping the property residential and adaptable. For a buyer who wants to own in Ashland while gaining either income-producing space or room to work from home, 508 N Main offers something increasingly hard to find: a home with flexibility built in.

508 N Main Street, Ashland

250 Sheridan Street, Ashland
$449,500
4 Beds ⋅ 3 Baths ⋅ 220225439 MLS
Standout spot in Ashland! Close to restaurants, five blocks (0.3 mi) to Asante Hospital, & continuous sidewalk to the Plaza. This end unit of a zero lot-line property has no HOA. Enjoy treetop & valley views from this spacious 2,062 Sq Ft home, 4 bedrooms & 2.5 baths, offering private outdoor space on a .07-acre lot. The entry stairs have been rebuilt & feel solid during ascent. A slider leads to the composite deck with more valley views. The kitchen has generous counter space w/ a plant window & flows easily into the great room. The great room has vaulted ceilings that allow natural light. The primary bath features a split vanity for added convenience & a deep closet. Both upstairs bathrooms include skylights that brighten the space. A finished daylight basement offers abundant storage that can be used for additional living space, spot for guests, playroom, or meditation spot. This home feels like a treetop retreat, with a terraced yard that invites entertaining or quiet reflection.

250 Sheridan Street, Ashland

37 N Mountain Avenue, Ashland
$445,000
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

923 Bellview Avenue 2 Unit 2, Ashland
$410,000
4 Beds ⋅ 2 Baths ⋅ 220225100 MLS
Great value for the sqft! Delightful 4-bed, 2-bath home tucked back off Bellview Ave in a well-located community (No HOA!). Built in 1997 and updated with a new HVAC in 2026, this home features simulated wood floors throughout and fresh interior paint. Living room with wood beamed ceiling flows into kitchen with pantry and new 2025 refrigerator and dishwasher. Private, wraparound Trex deck--perfect for morning coffee, evening grilling, or relaxed entertaining. Front and back timed sprinklers make yard care effortless. Main-level living includes a bedroom and full bath featuring quartz countertops and tile flooring. Upstairs is another full bathroom with double sinks and 3 bedrooms with vaulted ceilings--one with two conjoined rooms ideal for a cozy sitting area, dressing space, or home office. Attached single-car garage. Ideal location close to Bellview Elementary, grocery stores, public transit, restaurants and more.

923 Bellview Avenue 2 Unit 2, Ashland

1249 Iowa, Ashland
$279,000
2 Beds ⋅ 1 Baths ⋅ 220224865 MLS
This Beautiful, turn key ready 2-bed / 1 bath condo, within a short walk to downtown Ashland, coffee shops , restaurants , shopping, & Southern Oregon University . Nice and bright natural light throughout with skylights in the living area. The kitchen has granite counters with stainless-steel appliances. Open floor plan flows into a spacious great room with 9ft ceilings and plenty of windows to take in the surrounding mountain views including Grizzly peak. Natural Fir doors and trim throughout. Ductless heating and air. Don't be fooled by the sq ft, this condo has a feel that it is much bigger. A modern and aesthetically pleasing living space in a small association. The furniture is included in the sale. Don't miss out on this rare opportunity to own a low maintenance home in Ashland. The unit is upstairs. Sellers are open to offers.

1249 Iowa, Ashland

1536 Pinecrest Terrace, Ashland
$595,000
3 Beds ⋅ 3 Baths ⋅ 220224168 MLS
Welcome to this stunning 1993-built home on a private .29-acre lot. Dramatic floor-to-ceiling windows flood the front rooms with natural light and frame the gorgeous scenery. The main floor features 2 bedrooms, including a large primary suite and walk-in closet, a main-level office/3rd bedroom with built in Murphy bed, 2 full baths, a cozy den, a sunroom, a huge front living room with vaulted ceilings and separate dining space. The eat-in kitchen offers plentiful storage in a serene setting overlooking the hills. The basement has an additional room with a craft room already set up to be a photographer's dark room with ventilation, a sink, and a half bath. Outside is a terraced backyard with gazebo and a huge half wrap around deck all providing spectacular views. Complete with an attached 2-car garage. A Newer roof, washer, dryer, dishwasher, and Air conditioning unit all installed/replaces in 2023 and 2024. Minutes from hiking trails, parks, schools, and shopping! Move in ready.

1536 Pinecrest Terrace, Ashland

363 E Hersey Street, Ashland
$385,000
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

495 Chestnut Street 24 Unit 24, Ashland
$305,900
3 Beds ⋅ 2 Baths ⋅ 220223687 MLS
*Seller Motivated - will entertain all reasonable offers!* 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! Ownership occupancy only - no rental opportunities available at this time.

495 Chestnut Street 24 Unit 24, Ashland

624 Crowson Road, Ashland
$499,000
2 Beds ⋅ 2 Baths ⋅ 220223679 MLS
$16,000 Price Reduction! 1.18 acres in Ashland with Creek & Shop / Renovation Potential. Rare opportunity! Now offered at $499,000. $76,000 below the original $575,000 list price! It's incredibly hard to find acreage this close to town at this price point. This 1974 home offers two bedrooms, two bathrooms plus a dedicated office space and 1,448 sq ft. Features include a large shop, paid irrigation rights, and a flowing creek along the back of the property. Enjoy space with no HOA and room for horses, animals, gardening, hobbies, or expansion. The home requires substantial repairs and updates and is being sold As-Is. Ideal for an investor, contractor, or renovation - minded buyer. Bring your offers- this opportunity won't last long!

624 Crowson Road, Ashland

162 Crocker Street, Ashland
$375,000
3 Beds ⋅ 3 Baths ⋅ 220223627 MLS
Tucked into the desirable Chautauqua Trace neighborhood in Ashland, this well-maintained home was made for indoor-outdoor living. The real showstopper is the spacious private deck, accessed right off the dining area through a sliding glass door, creating an effortless flow from kitchen to open air. Picture slow morning coffee, summer dinners under the sky, and easy evenings hosting the people you love, all in your own peaceful retreat. Inside, easy-care laminate flooring runs throughout the main level, and the home offers three bedrooms and two and a half bathrooms with tiled baths that add both style and durability. The kitchen keeps everything within reach thanks to a large pantry. Beyond your doorstep, walking paths and open space invite you outside, while shopping and the YMCA sit just minutes away. Come experience it in person and picture yourself settling in.

162 Crocker Street, Ashland

61 S Mountain Avenue, Ashland
$375,000
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

7979 Hyatt Prairie Road 42 Unit 42, Ashland
$229,000
2 Beds ⋅ 1 Baths ⋅ 220223508 MLS
The cabin of your dreams is waiting for you just 35 minutes from downtown Ashland at The Cabins at Hyatt Lake. Tucked into the trees near the shores of the Lake, this peaceful mountain getaway offers the kind of escape people search for and rarely find. With one of the larger and more desirable layouts, the added bump-out creates extra room to relax, gather, and enjoy every season. Vaulted wood ceilings, warm natural light, and a spacious open living area create an inviting place to unwind after a day on the lake, hiking nearby trails, or winter adventures in the snow. Step outside to the wraparound deck, enjoy coffee in the crisp mountain air, soak in the hot tub, and take in the quiet forest setting. Never used as a rental, this fully furnished retreat is truly turnkey. Main-level bedroom and bath, loft sleeping space above, and an oversized shared 2-car garage for boats, gear, and toys complete the package. Just a short walk to the lake and endless outdoor recreation year-round.

7979 Hyatt Prairie Road 42 Unit 42, Ashland

935 Cypress Point Loop, Ashland
$499,000
3 Beds ⋅ 2 Baths ⋅ 220223157 MLS
Lovely single level home within the Oak Knoll Meadows subdivision, also known as ''Ashland's Hidden Gem'' a wonderful neighborhood at the southeast end of town. Home has three bedrooms, two bathrooms with approx. 1741 SF of living space. Light filled kitchen has lots of cabinetry and surface space with a cozy breakfast nook area and window seat. Kitchen opens to the dining area and great room. There is also versatile separate space off the main living area perfect for a den or media room. Primary bedroom suite with dual vanities and walk-in closet. 2nd bedroom is close to the shared bathroom and bedroom number three is up by the entryway and could make for a nice office depending on one's needs. Great curb appeal, nicely landscaped grounds and the backyard is fenced in. Neighborhood has lots of open space, trails, a pond and streams for all to enjoy!

935 Cypress Point Loop, Ashland

2244 McCall Drive, Ashland
$310,000
2 Beds ⋅ 2 Baths ⋅ 220222924 MLS
Welcome home to this light-filled & beautifully maintained 2-bedroom, 2-bath condo in a desirable Ashland location near the YMCA! Perched on the second floor, this inviting home boasts what may be the best Grizzly Peak views in the entire complex, enjoyed from your private balcony. The open living space features durable Pergo waterproof, scratch-resistant laminate flooring throughout most of the home, while a mini-split system provides efficient heating & cooling. Bedrooms are equipped with their own heat & air conditioning window units for personalized comfort. The kitchen shines with stainless steel appliances & opens to a laundry room with shelving that doubles as valuable pantry storage. A single-car garage plus an additional parking space offer convenience, while the shared courtyard with patio furniture creates a welcoming outdoor gathering space for the adjoining four condos. Move-in ready, thoughtfully updated, & perfectly positioned to enjoy all that Ashland has to offer!

2244 McCall Drive, 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: