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622 Vansant Street, Ashland
$695,000
3 Beds ⋅ 2 Baths ⋅ 220230406 MLS
Quality, Earth Advantage, Asher Homes built a contemporary Craftsman home in a lovely neighborhood. The deep front porch welcomes guests into an open-floor-plan living space. The living room features vaulted ceilings, and the wood-burning fireplace with a stone surround is a beautiful focal point. The bright kitchen features a large central island with a maple butcher-block countertop, custom cabinets, a full pantry, and stainless appliances, perfect for entertaining. The private back deck off the dining room allows for seamless indoor/outdoor living. Two spacious bedrooms and a large mud/laundry room sit on the main floor. Upstairs, a true primary suite retreat features an oversized walk-in closet. The ensuite bath includes a soaking tub and tile shower and opens to a second-story deck with Grizzly Peak views. In the highly desired Billings Ranch, you can enjoy the neighborhood park and close proximity to Bear Creek Greenway, while still being just a short jaunt to Ashland Plaza.

622 Vansant Street, Ashland

3727 Old Hwy 99 S, Ashland
$250,000
220230326 MLS
THIS PRICE IS ONLY AVAILABLE FOR 90 DAYS! Priced to Sell! Privacy, acreage, & views come together on this 58.91-acre parcel just outside Ashland. Zoned WR, the setting suits a rural estate, weekend retreat, or future homesite. A non-expiring homesite approval is in place. Inquire about established homesite location. A new septic system, two wells, and two 5,000-gallon holding tanks are in place, with power available at the boundary. There is a road that goes through the property as well as trails perfect for ATV fun. Enjoy your views of open slopes and old-growth oak & conifer across the land from an existing deck while you plan your dream home. Tucked at the end of a shared drive, part paved and part gravel, the property sits among neighboring luxury homes. Downtown Ashland's theaters, restaurants, and shops are a short drive away, offering the best of Southern Oregon living. Buyer to perform their own due diligence regarding property use. Owner may carry with acceptable terms.

3727 Old Hwy 99 S, Ashland

496 Beach Street, Ashland
$845,000
5 Beds ⋅ 6 Baths ⋅ 220230213 MLS
Gorgeously renovated Victorian blends historic charm with modern luxury in the heart of Ashland. R2 zoning offers versatile living: A gracious private residence, a home with Airbnb units, or a B&B with owner-occupied quarters. Once the beloved Midsummer Night's Dream B&B, it's now a private home with 2 vacation rentals in a stunning detached annex. The main house (2375 SF) features hardwood floors, a lovely living room with fireplace, parlor/game room, formal dining room, chef's kitchen, laundry room, & small office. Three luxurious suites are in the main home, with two more in the annex (1092 SF), each with a fireplace, spa bath, shower & a private deck. Expansive lush lawn areas with mature flowering trees & mountain views, creates a peaceful & picturesque setting. Unbeatable location near theaters, dining, & the magic that is Ashland. Off street parking. Most furnishings included. An exceptional opportunity for a family home, extended family living or income. Request information.

496 Beach Street, Ashland

160 Timberlake Drive, Ashland
$615,000
3 Beds ⋅ 2 Baths ⋅ 220230196 MLS
A joyful canvas ready for its next chapter! Perfectly positioned at the bottom of Timberlake Drive, this property offers country living just 10 minutes from Ashland's Plaza with easy access to Mt. Ashland and other outdoor recreation. Set on gently sloping acreage bordering the TID ditch, the property includes active water rights with all infrastructure fully in place. Enjoy mountain and ridgeline views from the back deck or the large waterproof balcony off the upstairs primary bedroom. Inside, this 1966 time capsule features a unique living room layout with multiple fireplaces, large windows framing the views, generously sized bedrooms, a dedicated laundry room, plus bonus and storage rooms off the garage. The house was lovingly lived in and cared for since 1974 by the same owners. Bring your vision to embrace the original aesthetic or update to your modern tastes.

160 Timberlake Drive, Ashland

166 N. Mountain Ave., Ashland
$800,000
220230066 MLS
Five-unit co-housing income property completed in 2023 in Ashland's net-zero Beach Creek neighborhood. Three main-floor studios with private baths and a two-bedroom upstairs unit share a full common kitchen; an attached one-bedroom A.R.U. has its own kitchen, bath, and laundry. 2,481 SF of gross building area. Earth Advantage Platinum design with rooftop solar, energy recovery ventilation, ductless mini-split heat pumps in every unit, in-unit laundry, and keypad entry. Owner-paid utilities, including fiber internet. Current rent roll $6,875 per month ($82,500 annualized); GRM 9.70 and cap rate 7.08% on trailing twelve-month NOI. Walk Score 70, Bike Score 82, minutes to Downtown Ashland, Southern Oregon University, and North Mountain Park. Offered at $800,000, or $160,000 per unit. The adjoining five-unit residence at 158 N. Mountain Avenue is offered separately.

166 N. Mountain Ave., Ashland

158 N Mountain Avenue, Ashland
$800,000
220230065 MLS
Five units, 2023 construction, and a 6.23% cap rate in one of Ashland's most sustainable neighborhoods. 158 N. Mountain is a co-housing residence in the net-zero, solar-powered Beach Creek community: three studios, one two-bedroom unit, and an attached one-bedroom A.R.U., with 2,461 square feet of gross building area on a 7,190 square foot lot. Every unit has a private bathroom, in-unit laundry, heating and cooling, and electronic access; the four units with private kitchenettes also share a full kitchen and common living area, and the all-electric A.R.U. has its own kitchen. Solar power, high-efficiency HVAC and ERV systems, Energy Star appliances, and on-demand water heating keep operating costs low. Utilities, including fiber internet, are included in rent. Allocated T-12 NOI of $49,846 through June 2026; $800,000, or $160,000 per unit. Walk Score 70 and Bike Score 82, with a three-minute walk to the central bike path and easy access to Downtown Ashland & Southern Oregon University.

158 N Mountain Avenue, Ashland

1311 Neil Creek Road, Ashland
$515,000
3 Beds ⋅ 2 Baths ⋅ 220230033 MLS
Searching for a sweat equity project in rural Ashland? If so, this is the one for you! This charming single level property (needs TLC) features a spacious 3 bed, 2 bath, 2366 sq ft home that offers an open floor plan, bamboo flooring throughout, large (partially covered) deck, woodstove in the living room, 6+ wooded acres, circular driveway, multiple sheds, & much more! In addition, you also have a detached 2018 built, 2 bed, 1 bath manufactured home (very livable) that offers an open floor plan, covered deck, and chef's kitchen. Manufactured home was installed under a medical hardship as well. Buyer to perform their own due diligence pertaining to usability of the manufactured home. Perfect opportunity for a contractor looking for their next project and/or anyone that wants to get lost in the woods and enjoy the ambiance of rural Southern Oregon. This one won't last long on the market, so contact your agent today for a personal tour, before it's too late!

1311 Neil Creek Road, Ashland

235 E Hersey Street, Ashland
$425,000
2 Beds ⋅ 1 Baths ⋅ 220230032 MLS
Darling, turn-key single-level 1950's cottage is situated on a good-sized .17 acre lot with views. This home offers 772 sq ft of well lit living space with 2 bedrooms, 1 bath, welcoming living room, kitchen with a dining nook & red oak hardwood floors. 235 E Hersey is conveniently located just blocks from town with easy access to shopping and schools. The property features a large, private, fully fenced backyard with a beautiful lawn, cedar deck, 2 raised garden beds, abundant drip irrigated flowers, mature fruit trees, table grapes & a 2 part compost station. There is a 10x20 shed with built-in storage shelving. Enjoy views of Grizzly Peak from the kitchen and backyard. 2023 updates: Fridge, windows, exterior paint and insulation in the attic. 2025: new HVAC unit, solid core doors. 2026: cedar deck, new gutters, new roof on the shed, 3 tier patio, organic garden beds, landscaping, irrigation & permitted back flow preventer.

235 E Hersey Street, Ashland

806 S Mountain Avenue, Ashland
$672,000
3 Beds ⋅ 3 Baths ⋅ 220229977 MLS
Located in such a unique location with abundant forest and wild life! This home has been loved and cared for with walk around out side paths and a gardening area. There is a back deck and the sounds of wildlife all around you. Upon entering your castle the rounded arch through the front door and open living area feel grand! as you walk through this home there is a large room with a fire place, a huge living room with a half bath. Then you can turn to the left where there is a wonderful dining space private from the kitchen. Speaking of the kitchen it is a very large with lots of storage! Also the kitchen is such a perfect working space for the chef of the home. Upstairs you will find the main bedroom with 2 other bedrooms that are very spacious! The spare full bath has the laundry room in it so you don't need to carry your laundry up and down stairs and laundry is not in the way when you come home and walk through the garage. The garage houses 2 cars come see this today!

806 S Mountain Avenue, Ashland

472 Waterline Road, Ashland
$600,000
4 Beds ⋅ 3 Baths ⋅ 220229914 MLS
Spacious home with stunning panoramic views in an established neighborhood above the boulevard near hiking and biking trails in Ashland's Lower Watershed. Vaulted great room with walls of windows and sliding glass doors to wrap-around deck, gas fireplace with river rock surround, wet bar, formal and informal dining areas with solid oak flooring, kitchen with tiled dining counter, walk-in pantry, electric cooktop and stainless appliances, main-level bedroom with walk-in closet and ensuite access to full bathroom with tiled vanity and tub shower. Lower level includes an expansive primary bedroom with wood-burning fireplace, full ensuite bath with radiant-heated tile floor, two separate vanities, tiled shower, jetted tub, and two mirrored walk-in closets; third and fourth bedrooms with deck access and walk-in closets, full guest bath with tiled tub shower, storage room, and laundry room with washer and dryer. Home is priced for ''As-Is'' sale. Inquire for details!

472 Waterline Road, Ashland

1120 S Mountain Avenue, Ashland
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 220229911 MLS
Rare Opportunity: Custom Ashland Estate with Panoramic Views! First time on the market! This unique, one-owner 4-bedroom (plus bonus room/den) and 3.5-bath home spans 5,192 sq. ft. on a .43-acre lot at the top of coveted South Mountain Avenue. Designed to capture breathtaking valley and Cascade Mountain views, the home features a massive wrap-around deck perfect for outdoor living and entertaining. Inside, you'll find unmatched potential and grand living spaces. Currently undergoing updates, this property offers a rare chance for a buyer to step in and customize the final finishes to their exact taste. (Note: Listing details and finished items are subject to change as renovations progress.) Unbeatable location, incredible footprint, and views that will take your breath away--don't miss one of Ashland's most unique properties!

1120 S Mountain Avenue, Ashland

524 W Nevada Street, Ashland
$500,000
3 Beds ⋅ 3 Baths ⋅ 220229876 MLS
Desirable end-unit townhome with quality finishes and abundant natural light, directly adjacent to 1.77-acre community park in Billings Ranch! Main level great room with high vaulted ceiling, hardwood floors, gas fireplace, covered view balcony, kitchen with granite counters and dining island, knotty alder cabinets and built-in buffet, stainless appliances including five-burner gas range with a double oven, powder room, two-car garage, and private side-yard patio. Vaulted upper-level primary with view balcony and a full ensuite bathroom with double vanity, shower, and walk-in closet. Tiled lower entry foyer with built-in shelving and desk, full guest bath with tub shower, laundry room, and two bedrooms with shelving and sliding glass door to covered deck. All new exterior paint and updated landscaping in 2026; HVAC units replaced in 2024. Association dues cover all exterior maintenance and landscaping. Inquire for details!

524 W Nevada Street, Ashland

425 W Nevada Street, Ashland
$839,000
5 Beds ⋅ 3 Baths ⋅ 220229842 MLS
Beautiful 2018 Craftsman home in Ashland's Billings Ranch neighborhood with 5 bedrooms and 2.5 baths, backing to open space with Cascade mountain and valley views. A covered porch opens to a bright foyer and main-level office or fifth bedroom behind French doors. The vaulted great room has view windows and stacked-stone fireplace, open to dining and a kitchen with white shaker cabinetry, pantry, breakfast bar, and smart convection gas double oven plus a third oven. The main-level primary suite has patio access, dual copper sinks, soaking tub, walk-in shower, and walk-in closet. Upstairs: second living room with built-in desk, a bedroom with a second walk-in closet, additional bedrooms, and a full bath. Washer and dryer stay. Outside: xeriscaped front, fenced backyard with firewise patio, fruit trees, grape vines, raised beds, garden shed, and 4-zone smart drip/sprinkler irrigation. Extra-deep 2-car garage with storage and workbench. Nearby wetland offers great bird watching!

425 W Nevada Street, Ashland

479 Russell Street 202 Unit 202, Ashland
$265,000
1 Beds ⋅ 1 Baths ⋅ 220229841 MLS
Escape to the great town of Ashland. Easy access to College, Bus line, shopping, eateries and theater. The location is so close to Downtown and the sought after Railroad District of Ashland. Urban living with views from this end unit condo with balcony; Motivated Seller! This would be Super for second home, or easy affordable living. Elevator and small storage area are great for those who don't take stairs. Storage will hold bikes and other recreational items etc. Open floor plan with high ceilings lots of natural light, end unit with private balcony, up/down blinds, ceaser stone counters. Stainless appliances, interior ceiling fire sprinklers, and stackable washer and dryer are included. This condo is located on a private street with off-street parking for guests and residents. HOA is building up funds which cover all exterior matinence, landscaping, sewer, water garbage and roof.

479 Russell Street 202 Unit 202, Ashland

890 Twin Pines Circle, Ashland
$489,000
3 Beds ⋅ 2 Baths ⋅ 220229757 MLS
Move-in ready home right on Oak Knoll Golf Course in Ashland! There are literally no neighbors here...surrounded by Golf Course and HOA park. Fresh and inviting with all-new interior paint and flooring throughout. The spacious, open living room offers plenty of room for entertaining, while the charming kitchen and large laundry room provide great everyday functionality. The primary suite offers a comfortable retreat, and the sun room adds a unique space to relax and enjoy the natural light. Large attached 2-car garage features a convenient golf cart door for easy access to the course. Step outside to the back patio surrounded by mature landscaping and enjoy the beautiful golf course setting. A wonderful opportunity to enjoy comfortable living with the course right outside your door!

890 Twin Pines Circle, Ashland

359 Otis Street, Ashland
$685,000
3 Beds ⋅ 3 Baths ⋅ 220229521 MLS
Enjoy fantastic views of Grizzly Peak & the surrounding hills! Conveniently located close to downtown, this 2021 built home offers 1,624 square feet, 3 bedrooms plus an office and 2.5 baths, with the primary bedroom & main living areas on the main floor. The open floor plan features engineered hardwood floors, a gas fireplace, lots of natural light, and a well designed kitchen with an island, quartz countertops, stainless steel appliances, and custom cabinetry with soft close drawers and cabinet hinges. The primary suite features a walk-in closet, tiled shower, and dual vanity. Also on the main level are the office, laundry room, half bath & garage access. Built by Taylored Elements Construction to Earth Advantage Platinum Standard, the home features ductless heating and cooling, paid off solar panels, and an EV charger in the garage. The front and back yards are fully landscaped with irrigation. A great combination of views, thoughtful design, & comfortable living close to downtown.

359 Otis Street, Ashland

210 Alicia Street, Ashland
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 220229442 MLS
Enjoy the relaxed Ashland lifestyle just minutes from downtown, parks, and trails. Tucked into a peaceful setting with lovely East Hills views, this light-filled home is the final new build in a four-lot subdivision. Spacious rooms and an open layout are designed for comfortable living and entertaining. The custom island kitchen features a butler's pantry and flows effortlessly into the dramatic vaulted great room with a striking fireplace. The primary suite offers a spa-like retreat with walk-in shower, dual vanities, and generous walk-in closet. Abundant storage throughout adds everyday convenience. Living spaces extend outdoors to a covered patio, perfect for dining and enjoying the views. Thoughtful finishes, natural light, and a welcoming floor plan make this new Ashland home something special.

210 Alicia Street, Ashland

819 Briggs Lane, Ashland
$655,000
2 Beds ⋅ 2 Baths ⋅ 220229376 MLS
Better than new! This meticulously maintained home showcases pride of ownership throughout, with thoughtful care and attention to detail at every turn. No expense was spared in creating this truly special property, where comfort and beauty come together. Tucked away in a peaceful, park-like setting, the backyard feels like your very own private forest retreat, right in town and a short distance to The Plaza. Ashland Creek meanders just beyond the backyard, while immense, mature trees create a beautiful canopy and a sense of privacy that is increasingly hard to find. The outdoor spaces are just as special as the home itself. This Earth Advantage Platinum Certified home has 2 bedrooms, 2 bathrooms, hickory hardwood floors, tons of natural light, and fully owned solar panels. Impeccably cared-for and offers a wonderful opportunity to enjoy a move-in-ready property with an extraordinary connection to nature--all in the heart of Ashland.

819 Briggs Lane, Ashland

1395 Woodland Drive, Ashland
$899,000
4 Beds ⋅ 3 Baths ⋅ 220229360 MLS
There's something special about a home that gives you room to live a little bigger. Your mornings can start with coffee on the large porch with unobstructed views of Grizzly Peak, while evenings offer the same backdrop from the large sitting room on the main level. Built in 1932 and offering 3,127 SF on a .30-acre lot, this is a home with history, personality, and plenty of room for what comes next. The main house has 3 bedrooms and 1.5 baths, while a permitted 1/1 ADU on the lower level creates a separate space for guests, family, or rental income. Beyond the house, the oversized heated two-story garage and shop is a major part of what makes this property unique. There's room for serious projects, hobbies, gear, storage, and vehicles, plus dedicated off-street RV parking. Inside, the home hasn't been updated to look like every other house on the market--and that's part of the opportunity.

1395 Woodland Drive, Ashland

487 Rock Street, Ashland
$600,000
4 Beds ⋅ 3 Baths ⋅ 220229270 MLS
Beautiful, charming, updated craftsman in the historic Skidmore Academy district with close to proximity to downtown Ashland, Lithia Park, shops, and dining. The peaceful 'Pollinator Garden' has abundant, beautiful perennials, many fruit trees, and a separate octagon shaped office/art/yoga studio. Both front and back yards/gardens have sprinkler systems for low maintenance gardening. High quality finishes such as Douglas fir, bamboo and Marmoleum flooring throughout the home, along bamboo cabinets and exquisite light fixtures. There is also a great cellar for storage or use as a root cellar! This unique property is loaded with historic charm but don't let the year-built fool you, as there are many upgrades and everything is in great working order. Enjoy Ashland living at it's finest.

487 Rock Street, Ashland

470 Beach Street, Ashland
$550,000
2 Beds ⋅ 2 Baths ⋅ 220229173 MLS
Spacious and tastefully updated townhome located above the boulevard within a five-minute walk to Glenwood Park or SOU. Main-level with oak hardwood floors, living room with double-height vaulted ceiling, freestanding gas fireplace on tile hearth, glass door to covered view balcony, open dining area with wet bar, kitchen with granite dining counter, walk-in pantry, and new stainless appliances including GE Café induction range with double convection oven, and primary bedroom with renovated full ensuite bath and walk-in closet. Expansive vaulted upper-level loft media room, office, or potential guest bedroom with built-in shelving. Lower-level guest bedroom with closet, full guest bath with tub shower, utility laundry room, additional storage room, and 1.5-car garage with 240-volt EV charging outlet. New AC in 2021 with UV & MERV-16 filtration. Nine-unit association covers all exterior maintenance - including roof, siding, paint, community park, and landscaping. Inquire for details!

470 Beach Street, Ashland

2690 Takelma Way, Ashland
$507,000
3 Beds ⋅ 2 Baths ⋅ 220229157 MLS
Welcome to this single-level, wonderfully maintained home in the highly desired Clay Creek Gardens subdivision! Move-in ready for its next owners, this home features an open-concept layout connecting the kitchen, dining, and living rooms--all filled with fantastic natural light and gorgeous Oak hardwood flooring. The kitchen includes sleek slab granite countertops and bar seating. Recent updates include fresh paint, newer appliances and water heater. From the large primary suite, step outside the slider under the charming pergola to enjoy a high fence sheltering the rear patio in privacy, with plenty of room for gardening, as well as a 500-gallon rain barrel. Complete with a spacious two-car garage and a cozy front porch, you'll also enjoy neighborhood access to multiple designated open green spaces/parks, a community garden, and walking trails!

2690 Takelma Way, Ashland

164 5th Street, Ashland
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 220229137 MLS
An amazing opportunity in an unbeatable location! Three separate living spaces surround gorgeous lush gardens in the heart of the Railroad District. The main home (164 5th) dates to the late 1800s and offers 3+ bedrooms, 2 baths and approximately 2,071 SF, with many improvements including a new foundation, electrical, plumbing, and HVAC ducting in '94. A detached 1 bed/1 bath apartment above the workshop provides vaulted ceilings, abundant natural light, and a private deck overlooking the gardens, plus bonus space below. A separate cottage-style home (162 5th), circa 1945, offers 2 bedrooms, 1 bath and its own private outdoor space. All three living spaces have separate meters for electric and gas. The main house and cottage also have separate water and sewer. Enjoy a greenhouse and outdoor storage bins for gardening. Lovingly cared for by the same owners for over 45 years, this special property shows true pride of ownership!

164 5th Street, Ashland

380 Clay Street, Ashland
$175,000
3 Beds ⋅ 1 Baths ⋅ 220229064 MLS
Excellent opportunity to build your dream home! Conveniently located near the future site of East Main Park, this property offers the potential to create a custom home in an area positioned for future neighborhood amenities. Offered for sale via online auction. Opening bid meets reserve and will sell to the highest bidder. A 5% buyer's premium will be added to the winning bid. The property will be sold in its present ''AS IS, WHERE IS'' condition, with no financing or inspection contingencies. A large Fremont Cottonwood, designated as a Heritage Tree, provides shade and adds character to the property. Buyers should be aware that removal of the Cottonwood requires a Tree Removal Permit in accordance with City requirements. See Gov Deals for more information, disclosures, and auction terms and conditions.

380 Clay Street, 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:

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