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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.

10 Fish Lake Tract G, Eagle Point
$374,000
2 Beds ⋅ 1 Baths ⋅ 220216963 MLS
Lakefront forest cabin that offers nice views of Fish Lake. Fish Lake is a 45 minute drive from Medford so this cabin is ideal for someone who wants to get away yet stay close to town. This sale includes a furnished cabin, a detached shed, and a large boat dock on Forest Service leased land, no real estate is included. The cabin comes completely furnished and has seen many recent updates including new flooring, new appliances and kitchen cabinets a mini split heat and air system and a newer private dock. Large windows in the Kitchen/Living area and main bedroom let in an abundance of light and brings the outdoors in. In addition to the the bedroom on the main floor there is another bedroom upstairs along with a loft with two other beds. There are also a couple of kayaks and a small aluminum boat included with the purchase. The cabin has running water, a laundry area in the shed and a septic system along with an outhouse. This is a cash only purchase.

10 Fish Lake Tract G, Eagle Point

Listing courtesy of Landline Real Estate.

211 Glenview Drive, Ashland
$675,000
4 Beds ⋅ 3 Baths ⋅ 220216451 MLS
Panoramic valley views, seconds from Downtown Ashland & Lithia Park - a rare combination of space, quality, and location. This 4-bedroom, 3-bath home offers 2,711 sqft on a private 0.26-acre lot. The vaulted living room features hardwood floors that continue throughout both levels, and nearly every room captures sweeping valley views. Two large decks extend the living space outdoors. The updated primary suite includes radiant floor heating, walk-in shower, soaking tub, and dual vanities. The galley kitchen offers granite countertops, custom cabinetry, and quality appliances. Detached sauna/private office, EV-equipped 2-car garage, wood stove, and tankless water heater. Shared private cul-de-sac with two neighbors - the approach is short and the privacy at the top is exceptional. Walkable to Lithia Park, the Oregon Shakespeare Festival, and downtown Ashland. Pre-inspection completed. 1-yr home warranty included. At $249 per sq ft, priced below comparable 2026 Ashland sales.

211 Glenview Drive, Ashland

Listing courtesy of John L. Scott Medford.

1059 Terra Avenue, Ashland
$499,000
4 Beds ⋅ 3 Baths ⋅ 220216358 MLS
Set on a private corner lot above the boulevard, this 4-bedroom, 2.5-bath home offers a versatile layout designed to accommodate a variety of lifestyles. Thoughtful modifications were made to support full-time care, including wheelchair accessibility to the main and lower levels and upgraded electrical features, while still maintaining a warm, inviting feel throughout. The main level includes the galley-style kitchen, living area, half bath, and garage access. A short flight up leads to three bedrooms and an updated bath with jetted tub and added storage. Downstairs, the spacious primary suite features a large accessible custom bath with Corian surround. Whether you're seeking enhanced accessibility, multigenerational living options, or simply a well-maintained, move-in ready home with flexible space, this property offers comfort and adaptability.

1059 Terra Avenue, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

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.

15922 Green Springs  66 Highway, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ 220215130 MLS
Modern Airstrip Estate in Oregon's Green Springs Wilderness Usable land adjacent to BLM forest offers endless recreation--horseback riding, hiking, swimming, and paddleboarding. Enjoy rural privacy without sacrificing modern comfort or convenience: cable internet, reliable utilities, and strong cell service year-round--the perfect blend for today's lifestyle. Nestled along the scenic Green Springs Highway, this standout property includes deeded private access to Pinehurst Airstrip, ideal for aviation enthusiasts. Approx. 1,500 sq ft upstairs is perfect for a home office or creative studio. Shop 2,500.sq ft 347,500 estimate at 139.00 sq ft ,install/permit, 220 amp, box, 220 wiring foundation engineered, 12x 12 rolling door, 14 ft ceilings metal snap lock roof. Property sits on13.63 acres of usable land. Open Meadows, mature timber, large pond, with direct context inside the Cascade Siskiyou National Monument area. Seller finance, 3,488 sq ft Airstrip Estate, investment opportunity.

15922 Green Springs 66 Highway, Ashland

Listing courtesy of Rogue River Valley Realty.

372 Glenn Street, Ashland
$350,000
2 Beds ⋅ 2 Baths ⋅ 220214714 MLS
Thoughtfully updated Glenn Vista Estates end-unit townhome offering comfort, privacy, and flexibility. The floor plan includes a bedroom and full bath on the main level, plus an additional bedroom and bath upstairs. The kitchen and bathrooms have been tastefully updated, with a skylight that fills the space with natural light. Other recent improvements include windows, roof, siding, and a newer HVAC system. The living room features a wood-burning fireplace, currently used with an electric insert, and opens to a front deck through a large sliding door, creating a seamless indoor-outdoor feel. The downstairs bedroom opens to a private, walled-in patio. As an end unit, the home enjoys added privacy and light, along with extra storage space in the garage. Community amenities include a pool and spa, all just minutes from downtown Ashland, as well as shopping, dining, and the Oregon Shakespeare Festival.

372 Glenn Street, Ashland

Listing courtesy of Full Circle Real Estate.

Ashland
$159,900
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.

527 Chestnut Street, Ashland
$715,000
4 Beds ⋅ 4 Baths ⋅ 220212305 MLS
Freshly renovated turn of the century home set on over a third of an acre lot with views and gorgeous mature evergreens. Large covered wraparound front porch leads to the front facing living room w/ wood floors & picture windows allowing for an abundance of natural light. Spacious country kitchen has stainless steel appliances. There's a covered enclosed back porch style room w/ bathroom. There are two bedrooms, one of which is ensuite on the main level. Versatile upstairs space has a light filled landing, one bedroom suite and another huge space w/ great architectural features, views and a full bathroom. Plus, a detached oversized two car garage, lots of parking and a relatively level yard that has a ton of potential for gardening or future development. Just above the hospital and within the Health Care Services zoning district. This is a charming property awaiting the next owner to enjoy!

527 Chestnut Street, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

461 Waterline Road, Ashland
$766,000
4 Beds ⋅ 4 Baths ⋅ 220211772 MLS
Tucked away on a quiet, tree-lined street, this beautiful home strikes the perfect balance of space, comfort, and mountain charm. Boasting 3,404 square feet, 4 bedrooms (plus an office) and 3 bathrooms, it offers plenty of room for both relaxation and entertaining. The open main level flows easily from the spacious living and dining areas to a warm, inviting kitchen with rich wood cabinetry, generous counter space, and windows that frame peaceful forest views. New front and rear cedar decks (2022) extend your living space outdoors, perfect for morning coffee or evening gatherings. The lower level hosts the primary suite and three additional bedrooms, three with private deck access and peaceful vistas. A large basement provides easy access to nearby trails and could be finished for extra living space, while also offering convenient access to the home's major systems. With a clean pre-listing inspection and thoughtful updates throughout, this home truly embodies refined mountain living.

461 Waterline Road, Ashland

Listing courtesy of John L. Scott Ashland.

3152 Siskiyou Boulevard, Ashland
$850,000
2 Beds ⋅ 3 Baths ⋅ 220211093 MLS
Imagine creating your dream farm on 28+ acres of EFU farmland, surrounded by breathtaking views of the valley and mountains! The main home boasts three levels, each with its own bathroom and a deck to take in the stunning views. The radiant floor heating throughout ensures warmth in Winter and there are washer / dryer hookups on the lower floor. The potential for each level to be a separate rental unit provides a lucrative opportunity. The impressive ag building includes a room w/roll up door, a guest room with a full bathroom, a farm office space above and a deck to take in stunning views. Both structures are powered by solar energy. A large chicken house is ready for commercial chicken production or a great multi-use structure. Property is fenced and cross-fenced, ready for your animals, and features a fenced garden area. Good well flow per seller. All this and only a 5 minute drive to amenities and 10 minutes to downtown Ashland.

3152 Siskiyou Boulevard, Ashland

Listing courtesy of eXp Realty, LLC.

774 Lisa Lane, Ashland
$850,000
4 Beds ⋅ 4 Baths ⋅ 220209966 MLS
Quality built contemporary home placed among the madrone and pine trees in the hills of beautiful Ashland OR. Versatile, user-friendly floor plan with many unique architectural features. The cozy living room w/ fireplace, kitchen and dining area surround a well-designed multi use pantry closet. Soaring open beam ceiling above leads to a wall of windows allowing for natural light and views of the trees and mountains afar. Two spacious decks to enjoy the natural setting. Main level has an artistically designed room with a spoke pattern beam ceiling, custom lighting, handcrafted shelving and a full bathroom. Lower level you will find a large spa primary bedroom suite w/ private patio, attached office/ reading room with access to the lower deck. Bathroom has double vanities, a soaking tub and radiant heat floors. Two additional bedrooms, a full bath and a laundry room are also on the lower level. Perfect for the outdoor enthusiast w/ hiking trails just a few feet from the front door.

774 Lisa Lane, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

4 Fish Lake Tract G, Eagle Point
$449,000
3 Beds ⋅ 1 Baths ⋅ 220206655 MLS
Fish Lake Vacation Cabin For Sale. Attention outdoor enthusiasts, year round adventure awaits! This cabin comes fully furnished & includes a small dock, & shed. It has a septic system & potable water system. The land is owned by the Forest Service, requiring a yearly lease fee $2727 Roughly 35 miles Northeast of Medford, this Lake cabin is an ideal getaway. Tucked among towering evergreens, this charming cabin has a way of welcoming you from the moment you arrive. Unlike many cabins, this one offers an indoor bathroom w/ a septic system, a shower, sauna, a pellet stove & a furnace. The cabin has a roomy living area w/high ceilings of rough sawn lumber, open to the kitchen and ample windows facing the lake. Additionally, there is a large deck that extends the entire width of the cabin to further enjoy the idyllic scenery & distant lake view. Cabin is not easily visible from the Lake because of the massive conifers that surround it & keep it nice & cool. Cash only purchase.

4 Fish Lake Tract G, Eagle Point

Listing courtesy of Landline Real Estate.

1249 N Valley View Road, Ashland
$799,000
1 Beds ⋅ 2 Baths ⋅ 220200581 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 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.

932 Morton Street, Ashland
$646,000
3 Beds ⋅ 2 Baths ⋅ 220197028 MLS
Fall in love with this home of luminous spaces and serene views in a beautiful Ashland neighborhood perched above it all, with fresh air and plenty of quiet • Huge, main, open-layout room with dining area and cabinetry • Sunroom for casual dining & games • Irrigation system • Wood-burning fireplace • Full city services This 2332sf home mirrors the tranquility of its wooded surroundings--its vistas across the Rogue Valley will leave you and your guests beauty-struck and smiling. Sunlight floods the interior; Acacia wood floors add luxe and warmth. The MBR suite is spacious with scenic views. Two BDRMS face west: 1 carpeted, 1 office w/ skylight. The 2+car garage with storage. An expansive backyard deck connects the living space to the mountainside above, with direct access to Siskiyou Mtn Park trails and protected-from-development, watershed land. The house sits uphill from Siskiyou Blvd., between SOU and The Plaza, minutes from everything, and only 30 minutes to Mt. Ashland skiing.

932 Morton Street, Ashland

Listing courtesy of eXp Realty, LLC.

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