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$499,000
3 Beds 3 Baths 220214699 MLS
Light-filled & well-maintained 2-story home in the desirable Oak Knoll Meadows, ideally located on a landscaped corner lot w/ mountain views. This inviting 3-bed, 2.5-bath home features a spacious great room w/vaulted ceiling, expansive windows & a gas fireplace. The sunny kitchen & dining area overlook the great room, ideal for everyday living & entertaining. A main-level primary suite offers a peaceful retreat w/dual vanities, walk-in closet, & shower. Upstairs, open landing overlooks the living space, while 2-guest bedrooms & a full bath provide room for family, guests, or home office. Additional highlights include separate laundry rm, 2-car garage w/ yard access & spacious deck for outdoor entertaining. Community open space, trails, & guest parking. Convenient to the YMCA, schools, shopping, golf course, and local wineries, this move-in-ready home delivers comfort & ease.

1087 Oak Knoll Drive, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

$489,000
3 Beds 3 Baths 220214291 MLS
Beautifully maintained and truly move-in ready, this home delivers space, comfort, and an easy sense of flow. The layout simply works. Everyday life unfolds naturally here, from cooking and gathering in the generous kitchen and dining areas to relaxing in the comfortable living spaces. Storage is abundant, making it easy to stay organized without sacrificing warmth. The sellers have maintained and upgraded the home over time, and that care is evident throughout. Enjoy open views of the green space and creek from the back patio or the primary bedroom balcony. The yard is intentionally low maintenance, with a few garden beds ready for homegrown vegetables or flowers. Tucked into a quiet, often overlooked Ashland neighborhood, this is a place where neighbors are friendly and considerate, offering a welcoming atmosphere and a home that feels easy to live in from day one.

267 Meadow Drive, Ashland

Listing courtesy of Full Circle Real Estate.

$1,650,000
5 Beds 5 Baths 220214060 MLS
Known as 309 and 311 Granite Street, this exceptional estate overlooks Lithia Park on nearly six private acres, blending European elegance with a tranquil forest setting. Mature trees, stone paths, patios, and water features create rare seclusion just minutes from downtown Ashland, the Oregon Shakespeare Festival, and the historic Plaza. Vaulted ceilings, fine woodwork, stained glass, and expansive windows fill the interiors with warm, old-world character and natural light. The main home centers on an open great room with a dramatic rock fireplace, flowing to an informal dining area and oversized kitchen, with additional living spaces for entertaining or everyday life. The primary residence offers 4,479 sq ft plus 2,364 sq ft of flexible ground-level space. A second residence adds 844 sq ft, a 1,153 sq ft multi-purpose room, and carport-about 8,840 sq ft total. Near Mt. Ashland, Crater Lake, Britt Festival, and Rogue Valley wineries, this is a rare architectural retreat of tranquility

309 Granite Street, Ashland

Listing courtesy of eXp Realty, LLC.

$1,795,000
4 Beds 3 Baths 220213243 MLS
5 magazine quality acres, masterfully landscaped with expansive emerald, green lawns, mature trees, ponds & waterfalls create the perfect setting, built with enduring quality. The walls are solid 4x6 Canadian Western Red Cedar, offering style & durability. Large open-floor plan is perfect for gatherings. Earthy materials feature Saltillo tile flooring, rich cherry custom cabinetry, Milgard wood-cased windows, & vaulted, beamed ceilings add substance & style. Upper-level primary has a private deck overlooking the estate style grounds & mountains. Guest house features dual porches, carport, & sits beside one of five waterfalls. A 22' x 44' greenhouse with raised cedar beds. Nearly a mile of crushed granite paths wind through the landscape. 3-car garage, full RV hook-ups, & a 20'x45' shop. A true paradise. Main home is 3/2, guest home is 1/1.

4896 Highway 66, Ashland

Listing courtesy of EXP Realty LLC.

$1,249,000
8 Beds 9 Baths 220212846 MLS
Just blocks from downtown, this historic gem blends charm and flexibility. Original fir floors, built-ins, high ceilings, and abundant natural light pair with modern updates. Enjoy the welcoming lawn, pollinator garden, and large covered front porch. The main level offers spacious living and dining areas, kitchen, half bath, and generous entry spaces. A 1-bedroom apartment with interior and private exterior access--includes a kitchen, laundry and full bathroom--a separate additional en-suite bedroom with exterior entry adds versatility. Upstairs are four lovely en-suite bedrooms, one with a balcony, all with updated Renewal by Andersen windows and balcony door. A detached 704 sq ft, 2 bedroom, 1.5 bath, single level cottage with its own address and electric meter provides added flexibility or income potential. With six paved off-street parking spaces, sheds, on-street parking, and alley access, this property offers exceptional possibilities for multi-generational living or investors.

451 N Main Street, Ashland

Listing courtesy of Full Circle Real Estate.

$520,000
3 Beds 3 Baths 220212828 MLS
Versatile, spacious, and thoroughly updated home on private wooded acreage in the Cascade-Siskiyou National Monument - just 14 miles from Ashland! Main level features a new kitchen with granite counters and island, walk-in pantry, glass-fronted display cabinets, all new stainless appliances, informal and formal dining areas, double-height vaulted ceilings, living room with built-in entertainment system, wood cooking stove with soapstone surround, family room, powder room, and attached two-car garage with EV charging station. Upper level with three vaulted bedrooms including primary with private balcony, two powder rooms with access to soaking tub and tiled shower, plus a loft area with skylights. Lower-level workshop or office with French doors and utility room. Solid frame construction with straw bale insulated walls, radiant heated floors, double-paned windows, concrete stucco exterior, and metal roof. High-speed internet via Greensprings Broadband Coop. Inquire for details!

827 Tyler Creek Road, Ashland

Listing courtesy of John L. Scott 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..

$649,000
2 Beds 1 Baths 220212278 MLS
Exceptional opportunity on a gorgeous double lot in a prime location just above Southern Oregon University. Enjoy the privacy of country living with mature trees, irrigation water, and beautiful mountain views. Built in 1947, the 1,424 SF main home features two bedrooms, one bathroom, vaulted wood-beam ceilings, abundant natural light, and a bonus room in the basement. A separate 431 SF, 1-bedroom, 1-bath ADU (built in 1950) offers its own electric meter and address, creating excellent rental or guest potential. The .67-acre property includes a one-car garage, ample off-street parking, and two tax lots with possible future development potential (buyer to verify with the City). New sewer line installed in 2026. A truly special property offering privacy, versatility, and outstanding value.

770 Elkader Street, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

$785,000
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.

$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.

$564,000
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.

$449,900
4 Beds 2 Baths 220210875 MLS
Ashland Property w/ Flexible Living & Income Potential! Conveniently located near downtown Ashland, this unique property offers versatile living options and established rental income. Officially a single-family home, it features separate living areas that can function independently or be opened to the main living space for family, guests, or extended living. The layout includes a kitchenette, second bathroom, & private rooms sharing only the laundry area. A detached garden shed converted to a small cabin near the creek offers a quiet retreat space & is currently rented. Current rents total $3,500 per month--$2,200 from Unit 3, $700 from Unit 1, & $600 from the cabin. Prior short-term rentals of Units 1 & 2 averaged about $1,800 monthly. The EFU-zoned lot includes creek frontage, irrigation rights, & a fenced yard suitable for gardening. Updates include a 2020 well pump, pressure tank, reverse osmosis system, & ceiling fans. Close to Lithia Park, Oregon Shakespeare Festival, SOU, & etc.

488 Crowson Road, Ashland

Listing courtesy of West Coast Real Estate.

$991,800
3 Beds 3 Baths 220210724 MLS
Stunning new construction in Ashland's Magnolia Meadows! This exceptional 3-bedroom home features a unique design and thoughtful use of space, making it a true neighborhood gem. Enjoy a pitched roof ready for solar panels, a fully fenced yard with drip irrigation, and beautiful landscaping with views of Grizzly Peak. Inside, benefit from top-of-the-line heating and cooling, on-demand hot water, and heated flooring in the primary bath. Elegant vaulted ceiling with skylights and clear story windows that envelope rooms with light. Gas fireplace serves as a focal point, complemented by 8-foot rift oak doors. Single-story living with no carpeting, deluxe primary suite, beautiful wide planked hardwood oak floors with the expansive living and dining area featuring custom built-ins, quartz countertops, and gourmet kitchen with a 36'' Bosch induction range, wine cooler, and more. Discover your dream home today!

381 Clinton Street, Ashland

Listing courtesy of Millen Property Group.

$1,111,500
3 Beds 3 Baths 220210654 MLS
Stunning new construction in Ashland's Magnolia Meadows! This exceptional 3-bedroom home features a unique design and thoughtful use of space, making it a true neighborhood gem. Enjoy a pitched roof ready for solar panels, a fully fenced yard with drip irrigation, and beautiful landscaping with views of Grizzly Peak. Inside, benefit from top-of-the-line heating and cooling, on-demand hot water, and heated flooring in the primary bath. Elegant vaulted ceiling with skylights and clear story windows that envelope rooms with light. Gas fireplace serves as a focal point, complemented by 8-foot rift oak doors. Single-story living with no carpeting, deluxe primary suite, beautiful wide planked hardwood oak floors with the expansive living and dining area featuring custom built-ins, quartz countertops, and gourmet kitchen with a 36'' Bosch induction range, wine cooler, and more. Discover your dream home today!

391 Clinton Street, Ashland

Listing courtesy of Millen Property Group.

$875,000
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..

$1,250,000
3 Beds 3 Baths 220209743 MLS
Private tranquility in the treetops 4 min. to downtown Ashland. Views of Lithia Park w/soothing sounds of Ashland Creek flowing. Style meets sophistication on this beautiful architecturally designed home w/over ½ acre. $400K in new updates in the last 2 years. Private gated courtyard entry. Hardwood floors throughout, tile bathrooms floors, over 100 windows to bring in abundant light & cement balconies w/copper railings w/unobstructed views. Many trails close by. New massive artisan river rock wood burning fireplace in great rm. Chef's kitchen w/built in refrigerator, 6 burner gas cook top, dbl ovens, wine refrigerator, granite counters w/lg island. Formal dining & breakfast rm. 3 bdrms + lg office/meditation rm; 2 bdrm en-suites; Primary w/2 walk in closets, quartz counters, glass sinks, steam shower, air jetted tub, water closet & private balcony. 4 car garage, 2nd courtyard patio off entry. Home allows for an abundance of natural light w/vaulted ceilings & skylights.

545 Ashland Creek Drive, Ashland

Listing courtesy of John L. Scott Medford.

$599,000
3 Beds 3 Baths 220208311 MLS
Back on market no fault of property! Peaceful, private rural retreat in excellent condition minutes from town on 2.91 well-kept wooded acres. This 2,184 sq ft custom home offers Emigrant Lake views and easy access to Ashland. Light-filled great room with exposed wood vaulted ceiling, picture windows, and open layout. Kitchen with oak floors and tile counters. Main-level primary suite, second suite, and a spacious downstairs office--ideal for guests or working from home. Three full baths, attached 2-car garage with hobby shop, abundant storage, and all appliances included. Recent updates: new gutters, new well pump, remodeled hall bath, and $8,000 in fencing. High-speed mobile Wi-Fi--perfect for remote professionals. Just 5 minutes to Ashland, 10 minutes to Emigrant Lake.

694 Timberlake Drive, Ashland

Listing courtesy of John L. Scott Ashland.

$1,100,000
220203024 MLS
Great development opportunity at the first major I5 intersection as one arrives from California to Ashland, Oregon. This high-traffic corridor property is perfectly positioned for maximum exposure to tens of thousands of vehicles daily. Potential uses include hotel/lodging, retail, restaurant, or mixed-use development—subject to local zoning approvals. An annexation for the development of a hotel is supported by Economic Data provided in Ashland's Comprehensive Plan and within the economic data provided since last Ashland Comprehensive Plan update. Required for annexation is a zone change from RR-5 to C1. Data and information from City of Ashland should align & justify the development request and address the shortage of adequate retail/commercial in the City. Perfect site for hotel with restaurant and conference facilities or an array of other commercial facilities.

OR-66, Ashland

Listing courtesy of Millen Property Group.

$850,000
3 Beds 2 Baths 220202861 MLS
GREAT OPPORTUNITY! Amazing Price. Earth Advantage certified, 2025 custom home by well-respected Suncrest Homes, a trusted builder of 450+ Rogue Valley residences. Superior efficiency, comfort, & long-term savings. Set on a private 5-acre parcel with ample parking and a paved drive, this home is designed to showcase breathtaking panoramic valley views through large picture windows & sliding French doors in the vaulted great room, anchored by a cozy electric fire feature. The stylish kitchen offers a generous island, walk-in pantry, textured quartz countertops, and artisan tile backsplash--perfect for daily living & entertaining. Durable, waterproof simulated wood flooring through, with tile in the bathrooms. Private well w/holding tank and whole-house filtration. XL 2-car garage w/workshop space. Ready for your vision of outdoor living. Close in and just 10 minutes to downtown Ashland! Sellers are VERY motivated!

3060 Ashland Mine Road, Ashland

Listing courtesy of John L. Scott 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,6-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.

$650,000
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.

$459,000
220196344 MLS
Exclusively presented for sale - 30 Knoll Crest Drive, a rare public offering of flexible development land in Ashland of size (the ''Site''). Spanning 3.90-acres with additional land available to the North, the Site provides the opportunity for an entrepreneurial developer to create their vision on a stunning parcel of land. While currently zoned C-1, the Site lends itself to a mixed-use or residential-focused use (buyer responsible to confirm uses with City). Directly adjacent to one of the top hotels in Southern Oregon, the Site has a commanding presence at the 'Main and Main' intersection of this pocket of Ashland. The slope of the property allows for unimpeded views towards the Cascade and Siskiyou mountains. Visibility and access is exceptional, with a combined 11k+ VPD and easy paved access from either Hwy 66 or East Main. Utilities are relatively close (on East Main), but not yet connected. An exceptional Site - contact brokers! Buyer responsible for all due diligence.

30 Knoll Crest Drive, Ashland

Listing courtesy of Merit Commercial RE, LLC.

$1,050,000
220191240 MLS
Hard to find Commercial investment property in Ashland right across from SOU college! Located on the main road through town Siskiyou Blvd. This great business opportunity consists of 5 updated units. These units are updated and clean and would be great for many types of business. Units 1-2 1483 sqft have been made into 1 business rents for $2,188. As you enter it has a great inviting reception area, private rooms and is light and bright and has great flow. Unit 3 just went through a major remodel and has a great reception area and private rooms and is very inviting and rents for $1,620. Unit 4 1080 Sqft offers 5 private offices with a reception area and break counter area and rents for $1,626. Unit 5 is a quaint quiet spot with approx 700 sqft, would make a good rental or for your business and is vacant. A large parking lot allows for ample parking for all units.

993 Siskiyou Boulevard, Ashland

Listing courtesy of eXp Realty, LLC.

$550,000
220171722 MLS
Introducing 580 Clover Lane, a leased commercial investment anchored by a fully operational Tesla, Inc. Supercharger Station adjacent to the high-visibility I-5 corridor of Ashland. This 0.57-acre E-1 zoned parcel features 24 dedicated Tesla charging stalls operating 24/7 and generates consistent lease income from a corporate tenant. The property offers stable cash flow with minimal landlord responsibilities. Strategically positioned near the I-5 South Ashland interchange, the site benefits from strong regional and interstate traffic and proximity to established retail and hospitality amenities. In addition to the in-place income, the property offers compelling future upside. The sale includes architectural renderings for a proposed multi-level convenience store concept designed to capitalize on built-in charging traffic. A rare opportunity to acquire essential EV infrastructure with long-term positioning in a growing transportation corridor.

580 Clover Lane, Ashland

Listing courtesy of eXp Realty, LLC.

$625,000
220181758 MLS
Nestled in the serene eastern foothills of Ashland, Oregon, this exceptional 31.72-acre homesite lot offers an opportunity to create your dream estate. Situated at an elevation of just over 2,200 feet, this picturesque parcel boasts breathtaking panoramic views of the surrounding natural beauty. With homesite and septic approval already completed, it's ready for you to start building! The gentle sounds of the creek create a soothing backdrop, perfect for relaxation and rejuvenation. Zoned EFU (Exclusive Farm Use), this property offers a range of possibilities for agricultural pursuits, while also providing a peaceful and private setting for a custom-built home. Homesite approval has already been completed, streamlining the process for creating your ideal living space.

1650 E Nevada Street, Ashland

Listing courtesy of John L. Scott Medford.

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