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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

Listing courtesy of John L Scott Ashland.

175 Lithia Way 200 Unit 200, Ashland
$710,000
1 Beds ⋅ 2 Baths ⋅ 220226541 MLS
A second story corner residence in the A LEED-certified Plaza West Building with a flowing, light-filled floorplan. Hardwood floors, a stone-framed gas fireplace, and high ceilings set a calm, refined tone throughout. Oversized windows frame views of the Ashland hills and watershed from the spacious primary suite.The en suite bath offers marble-style tile, a double vanity, separate water closet, and a generous walk-in closet. The kitchen is finished with stone counters, stainless appliances, and solid wood cabinetry with soft-close drawers. A media room with pocket doors serves easily as a private office or guest space, with a half bath and separate laundry nearby. Gated parking, private storage, and building surveillance offer quiet peace of mind. Just moments from Shakespeare, Lithia Park, and Ashland's finest shopping and dining.

175 Lithia Way 200 Unit 200, Ashland

Listing courtesy of John L Scott 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

Listing courtesy of John L Scott Ashland.

501 Carter Lane, Ashland
$950,000
3 Beds ⋅ 2 Baths ⋅ 220226122 MLS
Welcome to 501 Carter Lane, a fully flat, usable property offering the ultimate blend of agricultural potential and incredible income generation! This upgraded 2,680 sqft. house is surrounded by amazing mountain views and features an 800 sq. ft. barn home, cottage, cabin, and a tiny home. The estate boasts tons of Airbnb rental income opportunity, with a 9-year 5-star Superhost history generating up to $100k+ annually. Built for growth, this farm features OMMP/ODA licensed gardens, greenhouses, and fertile soil. You'll find amazing, crystal-clear water with an endless well, irrigation ponds, and a 1-million-gallon TID water allocation. With upgraded electrical throughout and tons of equipment for farming included, it's a turnkey operation ready for your crops. Whether you want to farm, host guests, or move the whole family into this unique dream property, your endless possibilities await!

501 Carter Lane, Ashland

Listing courtesy of Real Broker.

312 Sky Ridge Road, 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

Listing courtesy of John L. Scott Medford.

2815 Dead Indian Memorial Road, Ashland
$749,000
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

Listing courtesy of Millen Property Group.

1249 N Valley View Road, Ashland
$799,000
1 Beds ⋅ 2 Baths ⋅ 220224982 MLS
It's all about the beautiful 13.39 contiguous acres with 12.6 acres of TID irrigation, panoramic views and just minutes to downtown Ashland. Family owned since 1964, the original home was built in 1915. There are 3 separate tax lots, one with the original home,8-stall horse barn and workshop (5.81 acres), one that has a non-expiring homesite (confirm with county) with fantastic panoramic views (4.53 acres) and the third with a large barn (3.05 acres) and separate access. All 3 may be sold separately (check with Jackson County Planning). Tax lot #700 has a small home, large shop, a 8-stall barn, tack room and small living quarters in the back. There is a 2-story barn on tax lot #300. The portion of the property growing grass and clover for hay produces approximately 400-600 bales and has wheel line irrigation. There are many other potentials for this EFU property.

1249 N Valley View Road, Ashland

Listing courtesy of Sherri Blanton Real Estate LLC.

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

Listing courtesy of RE/MAX Platinum.

595 Monroe Street, Ashland
$690,000
2 Beds ⋅ 2 Baths ⋅ 220224672 MLS
Amazing opportunity with 5 legal lots per City of Ashland and phenomenal views. Amy Gunter of Rogue Planning & Development Services has extensively researched and received letter from City of Ashland Legal Lot Determination stating 5 lots. TID water rights. In addition there is a cute, sweet 2 bedroom, 2 bath home with detached garage. Orignal wood floors in bedroom and livingroom and maybe under the carpet in the hall. Living room has fireplace with built in bookcases on either side and you will love the unbelievable mountain views through the picture window. Home has been rented for many years and sits ''as is''. Cute unique kitchen with dining nook. Call listing agent for details and property package. Buyer to do their own due diligence for their own plans for the property.

595 Monroe Street, Ashland

Listing courtesy of Absolute Realty.

593 Crowson Road, Ashland
$735,000
220224513 MLS
Fully renovated home by Coleman Creek Construction with detached studio and garage on rare E-1 zoned acreage with development potential in city limits! Charming front porch and covered wrap-around patio, open-concept living area with double-height vaulted ceiling, kitchen with quartz dining counter, designer lighting, and stainless appliances including gas range oven. Main-level primary suite with skylights, glass door to back patio with retractable awning, and full ensuite bathroom with quartz vanity, deep soaking tub, and oversized shower with seamless glass and tile surround. Additional main-level bedroom and full guest bathroom with quartz vanity, stacked washer dryer, and tiled shower. Vaulted upper-level media room, office, or third bedroom. Detached studio with quartz dining counter, stainless appliances including electric range oven, full bathroom with quartz vanity, tub shower, washer dryer, plus two-car garage. Ample off-street boat or RV parking. Inquire for details!

593 Crowson Road, Ashland

Listing courtesy of John L Scott 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

Listing courtesy of John L. Scott Ashland.

624 Crowson Road, Ashland
$475,000
2 Beds ⋅ 2 Baths ⋅ 220223679 MLS
NEW PRICE- $475,000, a $24,000 price reduction! 1.18 ACRES WITH CREEK, SHOP, and EASY I-5 access! It's hard to find this much land this close to Ashland at this price! This 1974 home offers two bedrooms, two bathrooms, a dedicated office and 1448 ft.² along with a large shop, paid irrigation rights, and a flowing creek along the lower back of the property. Enjoy room for horses, animals, gardening, hobbies, or future possibilities, with no neighbors directly behind. The home offers a great foundation for someone looking to update and make it their own. Conveniently located just minutes from I-5, approximately 10 minutes to the plaza, with a golf course at the end of the street. Bring your vision, your contractor, and your offers. This special piece of Ashland is ready for its next chapter!

624 Crowson Road, Ashland

Listing courtesy of John L. Scott Medford.

500 Mt Ashland Ski Road, Ashland
$825,000
3 Beds ⋅ 3 Baths ⋅ 220223070 MLS
Priced to sell & Owner will carry! Tranquil mountain oasis on 121+ acres featuring a campground, marketable timber, greenhouse, stream with waterfall, natural springs, and breathtaking views of Mt. Shasta and Pilot Rock. The 2,145-SQ-FT main home offers a tiled entry, stained glass, 3 bedrooms, 2.5 baths, open-beam vaulted ceilings, and a great room with a striking stone staircase. The kitchen includes granite counters and tile floors, opening to the dining area and loft. Two primary suites overlook the deck and creek; one opens to a large covered deck. Includes a detached 2-car garage, woodshed with Japanese-inspired details, and on-site fire suppression. A secluded off-grid cabin sits near the waterfall and campground. Adjacent to forestland with private hiking trails, wildlife, berries, and mushroom hunting. Enjoy stargazing, snowshoeing, sledding, and more--just 20 minutes from downtown Ashland. Last house before the lodge & the Pacific Crest Trail is right outside your door!

500 Mt Ashland Ski Road, Ashland

Listing courtesy of John L. Scott Medford.

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

Listing courtesy of Windermere Van Vleet & Associates.

905 Skylark Place, Ashland
$515,000
220222605 MLS
Position your business for success in this flexible commercial opportunity in the desirable hills of Ashland! Formerly operated as a fitness and wellness space, this unique property features an open gym-style floor plan with multiple private rooms ideal for offices, storage, treatment rooms, massage, counseling, personal training, studio use, or creative workspace. The current business is relocating, opening the door for a new owner or tenant to bring fresh vision and energy to the space. Take all the space as your own or divide the space into 3 units as either commercial or residential for additional income and offset of expenses! There are 3 separate entrances, 3 meters, and 3 bathrooms. Don't wait, this is the only one like this!

905 Skylark Place, Ashland

Listing courtesy of Ford Real Estate.

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

Listing courtesy of Ashland Homes Real Estate Inc..

480 Harrison Street, Ashland
$365,000
2 Beds ⋅ 1 Baths ⋅ 220219842 MLS
Charming single-level cottage in one of Ashland's most desirable locations, with stunning views of Grizzly Peak. This clean, well-maintained home features new flooring throughout and an inviting, light-filled interior, with two bedrooms plus a detached bonus room (not included in sq. footage), perfect for home office or studio. Additional storage can be found in the spacious basement. Large undeveloped adjoining lot (not included in the sale) gives the property a feeling of openness and privacy. Among the cherry and apple trees, grapevines and herb garden, enjoy peaceful mornings on the porch, a perfect spot for coffee while taking in the quiet neighborhood. Ideally located close to downtown Ashland, Lithia Park, the Oregon Shakespeare Festival, Southern Oregon University, dining, and nearby hiking and biking trails.

480 Harrison Street, Ashland

Listing courtesy of Millen Property Group.

943 Mountain Meadows Circle, Ashland
$130,000
1 Beds ⋅ 1 Baths ⋅ 220219091 MLS
Step into a bright, beautifully cared-for top-floor condominium featuring a vaulted living room ceiling, expansive windows, and a seamless flow that makes the space feel both open and inviting. The well-appointed kitchen offers generous counter space, ample cabinetry, and a cozy dining area. Step outside onto your private balcony--perfect for relaxing evenings and fresh air. The spacious bedroom connects easily to a well-designed bathroom with a low-step shower and built-in linen storage, while a full-size washer and dryer add everyday convenience. Located just moments from the clubhouse and fitness center, with easy elevator access to parking and storage, this home blends accessibility with comfort. Enjoy a vibrant, amenity-rich lifestyle with beautifully maintained grounds, walking paths, gardens, an indoor pool, fitness center, and a welcoming calendar of social events, gatherings, and activities.

943 Mountain Meadows Circle, Ashland

Listing courtesy of Full Circle Real Estate.

593 Crowson Road, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ 220218220 MLS
Fully renovated home by Coleman Creek Construction with detached studio and garage on rare E-1 zoned acreage with development potential in city limits! Charming front porch and covered wrap-around patio, open-concept living area with double-height vaulted ceiling, kitchen with quartz dining counter, designer lighting, and stainless appliances including gas range oven. Main-level primary suite with skylights, glass door to back patio with retractable awning, and full ensuite bathroom with quartz vanity, deep soaking tub, and oversized shower with seamless glass and tile surround. Additional main-level bedroom and full guest bathroom with quartz vanity, stacked washer dryer, and tiled shower. Vaulted upper-level media room, office, or third bedroom. Detached studio with quartz dining counter, stainless appliances including electric range oven, full bathroom with quartz vanity, tub shower, washer dryer, plus two-car garage. Ample off-street boat or RV parking. Inquire for details!

593 Crowson Road, Ashland

Listing courtesy of John L. Scott Ashland.

1057 Oak Knoll Drive, Ashland
$575,000
3 Beds ⋅ 3 Baths ⋅ 220218209 MLS
The minute you enter this one level home you will say WOW! Gorgeous light & bright remodel w/prefinished hardwood floors, open living concept w/gourmet all new kitchen featuring island & room for bistro table w/chairs. Open floor plan including vaulted ceilings in living, kitchen & dining. Gas fireplace. Primary suite w/walk in closet, double sinks, amazing shower. A bonus sunroom/family room. 2 more good size bedrooms, 2nd full bath & one half bath. Dbl garage & large laundry room. Beautiful landscaping, covered back patio, side patio w/pavers. Low voltage lighting & drip watering system. Across the street from the Oak Knoll pond & HOA private trails for the neighborhood to enjoy. Just 3 blocks to golf course. Large shed for extra storage, workshop or your needs & subd. parking for visitors. Take your time to see all the details of this home & enjoy! Don't forget outdoor activities within 5 miles include golfing, camping, fishing, hiking and skiing is just 20 minutes away

1057 Oak Knoll Drive, Ashland

Listing courtesy of Absolute Realty.

128 S Mountain Avenue, Ashland
$855,000
220217221 MLS
Prime Investment & Development Opportunity in Ashland. Well-maintained duplex located close to downtown offering immediate cash flow and long-term upside potential. Both units are rented at $1,450 per month ($2,900 total), with tenants paying all utilities, keeping operating expenses low. Property has an excellent rental history and is professionally managed. Capital improvements include newer roof, vinyl windows, stainless appliances, gas log fireplace (rear unit), new water heater and additional updates. Situated on a large approx. 0.27-acre R-3 high-density zoned lot, creating exceptional future redevelopment potential. The City of Ashland Planning Department indicates a 5.4 base density factor with potential for up to 20 units. (buyer due diligence required). For development details contact Aaron Anderson or Nick Schubert at City of Ashland Planning Department.

128 S Mountain Avenue, Ashland

Listing courtesy of RE/MAX Integrity.

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

Listing courtesy of Bespoke Real Estate.

220 Nutley Street, Ashland
$500,000
2 Beds ⋅ 2 Baths ⋅ 220215328 MLS
Stunning 2022 transformation of a classic 1920s single-level cottage situated on a spacious third-acre parcel, ideally located between Lithia Park and Hald-Strawberry Park and only moments from downtown Ashland. Comprehensive updates include new roof, foundation, windows, waterproof LVP flooring, full electrical rewire, modern plumbing, and new sewer line. The open kitchen showcases vaulted ceilings, butcher-block island, granite sink, marble backsplash, and a copper-accented range hood. Primary suite offers private deck access, designer lighting, and a spa-like bath with clawfoot tub. Vaulted living room flows to an expansive deck with mountain views. Versatile second bedroom/office, efficient mudroom laundry, and full guest bath complete the interior. Outside enjoy terraced landscaping, TID irrigation, fresh paving and multiple outbuildings. A rare opportunity in a prime Ashland location--contact today for more information!

220 Nutley Street, Ashland

Listing courtesy of John L Scott Ashland.

Ashland
$139,900
2 Beds ⋅ 1 Baths ⋅ 220212880 MLS
Welcome to your perfect Southern Oregon Retreat at 16170 Highway 66 in Ashland! This charming 2-bedroom, 1-bathroom single-wide home offers 840 square feet of comfortable living space on a generous .59-acre lot, providing the ideal blend of cozy functionality and outdoor potential. Whether you're seeking a peaceful vacation getaway just minutes from Ashland's renowned cultural attractions, wineries, and outdoor recreation, or looking for a smart investment property in one of Oregon's most desirable destinations, this well-proportioned home delivers exceptional value. The spacious lot offers room for gardening, outdoor entertaining, or simply enjoying the natural beauty of the Rogue Valley, while the efficient floor plan ensures easy maintenance and comfortable year-round living. Don't miss this rare opportunity to own an affordable piece of Ashland's lifestyle at an attractive price point!

Ashland

Listing courtesy of John L. Scott Medford.

938 Cypress Point Loop, Ashland
$525,000
3 Beds ⋅ 2 Baths ⋅ 220210421 MLS
Gracious, single-level 3 bed, 2 bath home located in the charming and peaceful Oak Knoll Subdivision. Updates and features throughout including hardwood floors in the main living areas, multiple spaces for living and dining, a full wall of built-in storage cabinetry, dedicated laundry/mud room plus a generous enclosed sunroom ideal for a home office, craft space or multipurpose room. Convenient kitchen equipped with leathered granite countertops and updated appliances. The cozy family room features a gas fireplace framed by brick surround and a seating ledge. Spacious primary suite with a walk-in closet, private deck access and ensuite boasting a dual-sink vanity, tile shower & flooring. Corner lot with a variety of outdoor living spaces including a deck, covered porch and secluded courtyard, perfect for entertaining or relaxing. 2-car garage, storage shed and low maintenance landscaping. Don't miss this fantastic property!

938 Cypress Point Loop, Ashland

Listing courtesy of John L. Scott Medford.

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