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2205 Ashland Street 210 Unit 210, Ashland
$325,000
1 Beds ⋅ 1 Baths ⋅ 220215889 MLS
This 1 br/1bath 2nd-floor corner condo greets you w/ sunlight pouring through generous windows, illuminating the inviting finishes that give the space its timeless, easy charm. Its open floor plan unfolds naturally, with the living area flowing into the kitchen with abundant counter space, ample storage, & brand-new appliances waiting to be used for the very first time. You'll love spending your mornings on your private balcony gazing out toward the Cascade Mountains as the light shifts across the peaks. Even workdays feel lighter here, thanks to a dedicated office nook that keeps productivity close to comfort. With its own dedicated laundry area & built-in storage, even the practical parts of life feel organized & beautifully tucked away. Perfectly located minutes from downtown Ashland, the Oregon Shakespeare Festival, shopping, dining, & scenic hiking/ biking trails -- with quick access to I-5 & just 30 minutes north of the California state line -- you're moments from everything!

2205 Ashland Street 210 Unit 210, Ashland

Courtesy of Bespoke Real Estate

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

Courtesy of RE/MAX Platinum

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

Courtesy of eXp Realty, LLC

800 Park Street, Ashland
$320,000
2 Beds ⋅ 2 Baths ⋅ 220229936 MLS
Light-filled and thoughtfully updated, this home offers comfortable living in a quiet neighborhood with convenient access to everything you need. Recent improvements include new LVP flooring throughout, fresh interior paint, updated lighting and plumbing fixtures, new baseboards and door trim, and a new garbage disposal. The kitchen features stainless steel appliances installed in 2024 and an under-sink water filtration system. A Samsung washer and dryer are also included for added convenience. The garage offers access to a private, lockable storage room, providing extra space for your belongings. Set back from the street, the property offers a peaceful setting while remaining close to hiking and biking trails, downtown, SOU, local restaurants, and grocery stores. Enjoy the best of convenience and quiet neighborhood living in this updated home.

800 Park Street, Ashland

Courtesy of eXp Realty, LLC

2214 McCall Drive, Ashland
$319,500
2 Beds ⋅ 2 Baths ⋅ 220222004 MLS
Light and bright upstairs condo in the McCall Drive Condominium subdivision. This well-maintained 2-bedroom, 2-bath home offers 1,005 sq ft, a single-car garage below, cherry laminate flooring, and a spacious deck off the living area. Peekaboo views of Grizzly Peak can be enjoyed from the primary suite and front door landing. Both bathrooms include tub/shower combinations, and the home also offers a laundry room, heating and air conditioning in all rooms, and all appliances included in the sale. Convenient Ashland location, moments to the YMCA and close to shopping, bike path, and everyday amenities. Per the seller, the owner is currently first in line with the HOA for rental eligibility, making this a potential opportunity for an owner-occupant or investor.

2214 McCall Drive, Ashland

Courtesy of Ashland Homes Real Estate Inc.

49 California Street, Ashland
$317,000
2 Beds ⋅ 2 Baths ⋅ 220229021 MLS
Charming 2004 built Victorian-style townhouse offering the perfect blend of classic character and modern convenience. This inviting end unit features 2 bedrooms and 1½ baths, with wood floors extending through the entry and living room. The comfortable floor plan offers a warm, welcoming living space with plenty of natural light and easy flow. Step outside to the back deck, ideal for relaxing, enjoying your morning coffee, or entertaining friends. As an end unit, this home offers added privacy and a desirable setting. Conveniently located near schools, shopping, dining, and everyday amenities, this delightful townhouse is a wonderful opportunity for comfortable, low-maintenance living with plenty of charm. Note, all tenant possessions have been removed from all photos.

49 California Street, Ashland

Courtesy of Millen Property Group

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

Courtesy of John L Scott Ashland

295 Tolman Creek Road 7 Unit 7, Ashland
$312,000
2 Beds ⋅ 2 Baths ⋅ 220228812 MLS
Nature meets urban convenience in this ideal Ashland home! Experience treetop living in this meticulously maintained, second story, one level condo. Enjoy an abundance of natural light in this open-concept home with bright, large kitchen and a living room with direct views of Grizzly Peak. The spacious private deck provides outdoor enjoyment. The two large bedrooms offer large closets and mountain views. Both full bathrooms have shower-tub combos and plenty of cabinet space. Updates include a new HVAC system (2025) and new fire-resistant hardi-plank siding (2024). Washer, dryer, and appliances are included. There is one dedicated carport space and the newly resurfaced drive and parking areas provide guest parking. Close to restaurants, shopping, and the YMCA. Easy freeway and school access, as well.

295 Tolman Creek Road 7 Unit 7, Ashland

Courtesy of Windermere Van Vleet & Associates

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

Courtesy of Windermere Van Vleet & Associates

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

Courtesy of eXp Realty, LLC

15861 Highway 66, Ashland
$299,000
220224404 MLS
Your future homestead, farm, and launch pad for outdoor recreation! A well-maintained road leads to 18.8 usable acres w/panoramic backdrops. Forest & lovely pastures w/mountain views. Approved homesite in your choice of two locations. Septic system installed. 12gpm well drilled in 2013. The charming log-frame barn and paddocks are in full swing and ready for your animals! Property is partially fenced and fully surveyed, with all corners marked. Bring your plans and your joy to the getaway setting you've always wanted. Next door to adventure territory for hiking, biking, paddle-boarding and more! Near extensive BLM & just 15-20 minutes to Howard Prairie & Hyatt Lakes! Buyer to perform due diligence on all aspects of the property, its uses and development potential. One seller is a licensed Broker in the state of Oregon. Shown by appointment only--Buyer's agent must accompany.

15861 Highway 66, Ashland

Courtesy of Evimero Realty Southern Oregon LLC

251 Granite Street, Ashland
$294,000
220214262 MLS
Exclusive Opportunity: Build Your Private Dream Home Directly Across from Ashland's Historic Lithia Park. Discover one of the last premier view parcels available on famous Granite Street, overlooking the park. Nestled in a luxury enclave with easy walkability to downtown, this expansive .65 acre lot offers 3-way views of Grizzly Peak, the Siskiyous, and Lithia Park (bonus: a peekaboo view of the Upper Duck Pond)! Unlike typical raw land, this site is meticulously prepared to fast-track your architectural vision. Premium infrastructure is already in place: a beautifully engineered retaining wall system, a fully paved private driveway, terraces, and City utilities at the building site. Step out your front door onto the Granite Street Trail or take a short stroll along Ashland Creek to the Shakespeare Festival, pickleball courts, and the historic Downtown Plaza's finest dining. Embrace the resort-feel luxury of this premium lot for your new home!

251 Granite Street, Ashland

Courtesy of John L. Scott Medford

10001 Dead Indian Memorial Road, Ashland
$285,000
220227276 MLS
Escape to your own private forest retreat on 20 beautiful acres at 10001 Dead Indian Memorial Road in Ashland, Oregon. Surrounded by natural beauty and offering stunning, expansive views, views of Mt Ashland, this property is ready for your vision. Quonset hut on heavy duty cement slab. Older cabin and storage out buildings. Recent improvements include a new power pole, a new driveway and new well, plus two RV spots, making it an excellent option for a recreational getaway, base camp, or future homesite. The property also offers timber value, adding to its versatility and investment potential. Enjoy the peace, privacy, and wide-open feel of your own Southern Oregon forest escape--all while being approximately 20 minutes from I-5 and 25 minutes to downtown Ashland.

10001 Dead Indian Memorial Road, Ashland

Courtesy of Gateway Real Estate

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

Courtesy of RE/MAX Platinum

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

Courtesy of Windermere Van Vleet & Associates

4712 Old Highway 99 S, Ashland
$259,900
220226037 MLS
Affordable opportunity to own 2.14 acres and finish building a newer, 688-sqft tiny home nestled on private acreage, just 18 minutes from downtown Ashland. Currently sold as land with a permitted general purpose building, this ready-to-go property features premium outdoor sauna, small irrigation pond, and high-producing well (11 GPM with pump, 41 GPM raw). Built in 2014, the existing structure currently includes an unfinished kitchen & dining room. Attached garage space is ready to be converted into a 1-bedroom, 1-bathroom layout at your cost. Purchase this property as-is with cash or finance the construction using a 203k rehab loan (see MLS # 220226151. $384,900). Electricity is available at the property line. A comprehensive contractors estimate of $129,000 can be provided upon request, which includes finishing with high-end finishes, new septic system, electrical, plumbing and labor. Buyer to conduct independent due diligence regarding cost and financing.

4712 Old Highway 99 S, Ashland

Courtesy of John L. Scott Ashland

390 Strawberry Lane, Ashland
$259,777
220202410 MLS
This exceptional residential lot offers sweeping views and a rare opportunity to build in one of Ashland's most desirable neighborhoods. Just minutes from Downtown Ashland, above Lithia Park, and steps from scenic hiking trails, this property places you in the heart of Ashland's natural beauty—where theater, outdoor adventures, and fine dining meet. Surrounded by custom homes and adjacent to over 4 acres of protected open space, the lot includes an approved building envelope and potential for both a main residence and an accessory dwelling unit. A recent professional site evaluation outlines development considerations and offers guidance for working within hillside standards and city requirements. This is a unique chance to design a custom home in a FireWise community known for its moderate climate, vibrant culture, and unmatched quality of life. Site evaluation available upon request.

390 Strawberry Lane, Ashland

Courtesy of Ashland Homes Real Estate Inc.

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

Courtesy of John L. Scott Medford

7890 Hyatt Prairie Road, Ashland
$250,000
220219860 MLS
Experience year-round beauty in the stunning Hyatt Pines subdivision, where an exceptional opportunity awaits to build your custom home. Located just 40 minutes to Ashland, this 5.61 acre parcel has a level homesite, well, septic, shed and garage already in place. Within a community of beautiful homes and cabins, this lot offers a desirable location with year-round neighbors. Tucked away at the end of a shared road, you'll appreciate snow removal services provided by the association each winter. Adjacent to vast BLM land, this peaceful woodland retreat offers a private atmosphere. Enjoy fishing, hiking, sailing, and cross-country skiing, all within easy reach of Hyatt Reservoir and Howard Prairie Lake. Immerse yourself in this remarkable opportunity to create your own sanctuary amidst breathtaking natural surroundings!

7890 Hyatt Prairie Road, Ashland

Courtesy of John L. Scott Ashland

495 Chestnut Street 1 Unit 1, Ashland
$240,000
2 Beds ⋅ 2 Baths ⋅ 220220712 MLS
If you are looking for the best views in Ashland's Tudor Heights, this is it. Positioned as the premier front unit, this condo offers a perspective no other home in the complex can match. Stay comfortable year-round with the rare addition of efficient ductless mini-splits for heating and cooling--a significant upgrade over the standard baseboard heat found in most units. The main level offers a seamless open layout that flows to your outdoor patio. Upstairs, both bedrooms provide unobstructed mountain views to the north and east, including a private balcony off the main suite--perfect for watching the sunrise. Whether you're walking to the Downtown Plaza for dinner or hiking through Lithia Park, everything is within reach. Enjoy the security and ease of a comprehensive HOA that handles exterior upkeep, allowing you to simply relax and enjoy the Southern Oregon scenery.

495 Chestnut Street 1 Unit 1, Ashland

Courtesy of Windermere Van Vleet & Associates

Weller Lane, Ashland
$235,000
220226767 MLS
Build your dream home on this prime 0.59-acre lot tucked away on a quiet dead-end street in the highly desirable Ashland hills! Offering exceptional privacy and the potential for sweeping, panoramic valley views, this city parcel provides a blank canvas ready for your custom architectural vision. Practicality meets opportunity: the property features a shared approach with the neighboring home, saving you significant usable land space and upfront site development costs. With city utilities conveniently available right at the street, site preparation is made simple. Outdoor enthusiasts will love the immediate access to miles of woodland trails right out your back door, perfect for endless hiking and mountain biking. All of this while staying just minutes from the world-class culture, local wineries, fine dining, Lithia Park, and charm of downtown Ashland.

Weller Lane, Ashland

Courtesy of Keller Williams Realty Southern Oregon

2008 Hyatt Prairie Road, Ashland
$225,000
220229265 MLS
Imagine the possibilities on this private 5-acre parcel in the Southern Oregon Cascades, where sweeping views of Mt. McLoughlin provide a stunning backdrop for your future home or getaway. A cleared homesite is in place, along with a well, septic system, power, gravel driveway, and retaining wall, giving you a valuable head start on your plans. Spend your days exploring nearby Howard Prairie Lake, launching a boat at the marina, or enjoying the area's hiking, biking, and horseback riding trails. The lake and surrounding recreation areas are just minutes away, while the property offers a peaceful setting to return to at the end of the day. With room to spread out, striking mountain scenery, and key utilities already on site, this acreage invites you to create a retreat that fits your vision. Chopped firewood is also included. Per seller, one acre is approved for building; buyer to verify all development details. Come walk the land, take in the views and see what you could create here.

2008 Hyatt Prairie Road, Ashland

Courtesy of eXp Realty, LLC

Dead Indian Memorial Road 1400 Unit 1400, Ashland
$210,000
220211332 MLS
Are you looking to construct the home of your dreams? If you're tired of searching unsuccessfully for a pre-built residence that suits your needs, consider building it yourself. We are proud to present this stunning 30-acre parcel located 8 miles from the beautiful city of Ashland, Oregon. From the top of the ridge, the views of Mt Ashland and the city below will take your breath away. Boasting varied topography, oak groves and cooler temperatures in the summer and above the fog during winter days, this spot is ideal for living off-the-grid without sacrificing proximity to great restaurants, shopping, cultural experiences like the Oregon Shakespeare Festival and more. Buyer due diligence recommended; applications for a homesite have already been submitted.

Dead Indian Memorial Road 1400 Unit 1400, Ashland

Courtesy of Oregon Adventure Realty

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