176

Homes for Sale near TRAILS Outdoor School

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  • /18

    $530,000

    • 1,540 Sq Ft

    500 Allison St, Ashland, OR 97520

    This updated duplex offers an ideal blend of comfort, convenience, and potential. Centrally located just minutes from downtown Ashland, Southern Oregon University, restaurants, and local amenities, the property is perfectly positioned for both residents and investors alike.Each unit features 770 square feet of living space with 2 bedrooms and 1 bathroom, offering a functional and comfortable

    Nicolle Henderson John L. Scott Medford

    500 Allison St, Ashland, OR 97520
  • /61

    $949,000 Open Sat 2:30PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,944 Sq Ft

    774 Lisa Ln, Ashland, OR 97520

    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

    Justin Donovan Ashland Homes Real Estate Inc.

    774 Lisa Ln, Ashland, OR 97520
  • /32

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,451 Sq Ft

    595 Elizabeth Ave, Ashland, OR 97520

    Well-kept home with a great location just a short distance to beautiful downtown Ashland and within the sought-after Helman Elementary School zone. Three bedrooms, two bathrooms with approx. 1450 SF. Oak flooring throughout the living room, kitchen and dining areas. Spacious kitchen with center island, built-in desk and newer appliances. A couple stair treads from the kitchen/ dining area to the

    Justin Donovan Ashland Homes Real Estate Inc.

    595 Elizabeth Ave, Ashland, OR 97520
  • /23

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft

    500 Poplar Place, Ashland, OR 97520

    Very private single-level cottage tucked away on a flag lot with mature trees near Ashland Creek Park, within four minutes of Ashland's downtown plaza! Living room with ceiling fan and adjacent dining area with French doors to fully-fenced private backyard with concrete patio, sunny gardening areas, mature plantings, and fruit trees. Kitchen with concrete counters, double sink, stainless

    Catherine Rowe Team John L. Scott Ashland

    500 Poplar Place, Ashland, OR 97520
  • /43

    $674,900

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft

    269 Idaho St, Ashland, OR 97520

    Well maintained home with a desirable location, just blocks from beautiful downtown Ashland, Oregon. First time on the market since it was built in 1990, this lovely home has a lot to offer. Upon arriving you are met by a grand Deodar Cedar tree adorned with tastefully landscaped areas crafted by Solid Ground Landscaping. Covered front porch leads to a lower-level living room w/ tall ceiling and

    Justin Donovan Ashland Homes Real Estate Inc.

    269 Idaho St, Ashland, OR 97520
  • /50

    $1,350,000

    • 3 Beds
    • 2 Baths
    • 3,260 Sq Ft

    501 Carter Ln, Ashland, OR 97520

    Welcome to 501 Carter Lane. The ultimate income producing property with room for growth and expansion. Upgraded and full of character, this farm home property is a dream come true. From the house, to the 9 year 5 star superhost airbnb's, greenhouses, crop field, koi pond, crystal clear delicious water, fertile soil and mountain views - this is truly one of a kind. Airbnb's have successfully

    William Johnson William Johnson, Broker

    501 Carter Ln, Ashland, OR 97520
  • /27

    $1,724,000

    • 4 Beds
    • 5.5 Baths
    • 4,793 Sq Ft

    3721 Siskiyou Blvd, Ashland, OR 97520

    Operated as a successful Airbnb, this 80-acre villa overlooks the valley & Emigrant Lake with privacy and elegance.The 4 en-suite bedrooms captures the stunning views.The chef's kitchen is a showpiece with an oversized island, honed granite, double ovens, prep sink, heated & refrigerated drawers, 3 dishwashers, custom cabinetry and an 8-burner Wolf range.Black Walnut floors throughout,

    Ted Morrow eXp Realty, LLC

    3721 Siskiyou Blvd, Ashland, OR 97520
  • /46

    $875,000

    • 4 Beds
    • 3 Baths
    • 2,842 Sq Ft

    704 Elkader St, Ashland, OR 97520

    In this 4 bedroom, +flex bonus room space, daylight ranch, every inch has been thoughtfully redesigned and renovated. Nestled in the trees of Roca Canyon above SOU and minutes from Downtown Ashland. Enter the main living area through the solid mahogany pivot door. The open floor plan is anchored by the restored white oak flooring, flooded with light and features a vaulted ceiling and sleek

    Joshua Berman eXp Realty LLC

    704 Elkader St, Ashland, OR 97520
  • /53

    $1,595,000

    • 4 Beds
    • 3 Baths
    • 2,918 Sq Ft

    855 Reiten Dr, Ashland, OR 97520

    The pinnacle of country living on 7 acres just minutes from town. This ranch-style home blends modern updates w/ country charm + irrigation rights from TID & Neil Creek. Wood-lined vaulted ceilings, birch floors, & large windows frame pond & pasture views. Open concept kitchen w/ Quartzite counters, Wolf appliances, pot filler + island. Great Rm invites cozy gatherings by the woodstove.

    DeAnna Sickler & Dyan Lane John L. Scott Ashland

    855 Reiten Dr, Ashland, OR 97520
  • /49

    $549,500

    • 4 Beds
    • 2 Baths
    • 1,962 Sq Ft

    380 Hemlock Ln, Ashland, OR 97520

    Nestled on a quiet, tree-lined street near North Mountain Park, this darling four-bedroom, two-bath single-family home offers the perfect blend of comfort, charm, and scenic beauty. Step inside to find hardwood floors throughout the main level, creating a warm and inviting atmosphere. The open dining area flows seamlessly onto a private deck, ideal for enjoying morning coffee or evening

    Hunter Blackwell Cascade Hasson SIR

    380 Hemlock Ln, Ashland, OR 97520
  • /32

    $579,000

    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft

    775 Tolman Creek Rd, Ashland, OR 97520

    Welcome home! This light and bright home sits on a spacious 1/4 acre lot in Ashland and has been extensively remodeled! Tucked away on a private flag lot off the main road it feels like a private oasis. You will love cooking in the new kitchen featuring granite countertops, custom cabinetry and new appliances. All bathrooms have been upgraded, new durable laminate flooring throughout, recessed

    Kristin McKean Morninglight Properties

    775 Tolman Creek Rd, Ashland, OR 97520
  • /99

    $1,045,000

    • 3 Beds
    • 2.5 Baths
    • 2,534 Sq Ft

    494 Holly St, Ashland, OR 97520

    Bursting with curb appeal, this 2,120 sf Folk Victorian combines timeless charm with modern updates. A detached 324 sf guest studio adds flexibility and is not included in the main home's square footage. On a .26 acre lot with mountain views, the grounds were reimagined in 2023 by Sage Hill with an oversized plunge pool, waterfall, and terraced gardens that feel like a private resort. Inside,

    John Steinbergs Gateway Real Estate

    494 Holly St, Ashland, OR 97520
  • /49

    $540,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    767 Twin Pines Cir, Ashland, OR 97520

    Welcome to this beautifully maintained single-level home, tucked away in a private, woodsy setting. Built in 1963 and thoughtfully updated, it offers the perfect blend of vintage charm and modern comfort.Inside, the bright kitchen features vaulted ceilings, a skylight, and stainless steel appliances. The living room is warm and inviting with a cozy fireplace, vaulted ceilings, and engineered

    Raliegh Grantham Windermere Van Vleet & Associates

    767 Twin Pines Cir, Ashland, OR 97520
  • /45

    $935,000

    • 5 Beds
    • 5.5 Baths
    • 3,647 Sq Ft

    496 Beach St, Ashland, OR 97520

    Gorgeously remodeled Victorian blends historic charm with modern luxury in the heart of Ashland. R2 zoning offers versatile living: a gracious private residence, a home with Airbnb units, or a B&B with owner-occupied quarters. Once the beloved Midsummer Night's Dream B&B, it's now a private home with 2 vacation rentals in a stunning detached annex. The main house (2375 SF) features hardwood

    Patie Millen Millen Property Group

    496 Beach St, Ashland, OR 97520
  • /62

    $1,095,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,720 Sq Ft

    1369 Tolman Creek Rd, Ashland, OR 97520

    Style meets sophistication with this stunning contemporary style home on a private shared drive with a lovely country setting. Earth Advantage Certified, quality built in 2017, this home has so much to offer! Open floor plan, many strategically placed windows to enjoy the amazing views, and allow for abundance of natural light. The gourmet kitchen is a chef's dream, complete with granite

    Justin Donovan Ashland Homes Real Estate Inc.

    1369 Tolman Creek Rd, Ashland, OR 97520
  • /29

    $150,000

    • 1 Bed
    • 1 Bath
    • 731 Sq Ft

    923 Mountain Meadows Cir Unit 12, Ashland, OR 97520

    Beautifully maintained ground-level Parkside Condominium with abundant natural light near Mountain Meadows 3.63-acre community park, walking paths, and gardens. Tiled entry with coat closet, open floor plan with skylight and sliding glass door to front patio, dining area, kitchen with double sink, wood-fronted cabinets, dishwasher, electric range with hood, and refrigerator. Bedroom with huge

    Catherine Rowe Team John L. Scott Ashland

    923 Mountain Meadows Cir Unit 12, Ashland, OR 97520
  • /20

    $398,000

    • 3 Beds
    • 2.5 Baths
    • 1,633 Sq Ft

    63 Crocker St, Ashland, OR 97520

    Located in Ashland's desirable Chautauqua Trace neighborhood, known for open and spacious lawn areas, mature trees and beautiful mountain views, you will find this charming two-story townhome. The sweet covered front porch leads to the nice main living areas with spacious living room, well- appointed kitchen, and open dining. Lots of natural light creates a cheerful interior. Convenient laundry

    Patie Millen Millen Property Group

    63 Crocker St, Ashland, OR 97520
  • /54

    $859,900

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft

    355 Granite St, Ashland, OR 97520

    This storybook home blends timeless charm w/thoughtful updates in a private setting across from Lithia Park. Tucked back from Granite street on landscaped .36-acre TID-irrigated lot among cedars & dogwoods, it offers both tranquility & convenience. Light-filled living room w/floor-to-ceiling windows opens to a roomy deck, the perfect spot for enjoying the melodious sounds of Ash Creek winding

    Jeffrey Johnson Windermere Van Vleet & Assoc2

    355 Granite St, Ashland, OR 97520
  • /17

    $329,500

    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft

    597 Mariposa Ct Unit 14, Ashland, OR 97520

    Lovely single-level condo in Ashland's premier 55+ Mountain Meadows community. This beautifully updated home features quality wood flooring, gas fireplace, open living/dining, and large sunny windows. The kitchen offers solid surface counters and abundant cabinetry. Enjoy a spacious guest room/office with en-suite bath and a charming primary suite with great storage, views, and private bath.

    Rick Harris John L. Scott Ashland

    597 Mariposa Ct Unit 14, Ashland, OR 97520
  • /21

    $235,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 952 Sq Ft

    311 Glenn St Unit 3, Ashland, OR 97520

    Excellent proximity to The Plaza and downtown from this PRICED TO SELL condo! Upgrades from the past couple of years include; new HVAC, new flooring throughout, new double pane vinyl windows in front, stainless steel appliances, new vanity in upstairs bathroom and decomposed granite in garden area. This condo has been lovingly cared for and is ready for its new owner. Near Helman Elementary, the

    Anna Houppermans John L. Scott Ashland

    311 Glenn St Unit 3, Ashland, OR 97520
  • /29

    $245,000

    • 2 Beds
    • 1.5 Baths
    • 832 Sq Ft

    495 Chestnut St Unit 19, Ashland, OR 97520

    Charming Ashland Condo in Prime Location! Conveniently situated near restaurants, shopping, medical facilities, & scenic hiking trails in beautiful Lithia Park, this inviting 2-bedroom, 2-bathroom condo offers both comfort & accessibility. Tucked toward the back of the desirable Tudor Heights Complex, updated w/ newer carpet, LVP flooring & exterior paint. The main level features a kitchen w/

    Wade Squires John L Scott Real Estate Grants Pass

    495 Chestnut St Unit 19, Ashland, OR 97520
  • /30

    $400,000

    • 3 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    75 Brooks Ln, Ashland, OR 97520

    Move-in-ready townhome with serene views across 6.5+ acres of contiguous green space proposed as future site of East Main Park by Ashland Parks & Recreation! Main level with wide-plank oak floors, dining area with sliding glass door to fully fenced back yard with mature plantings and expansive composite deck, kitchen with solid surface dining counter, four-burner natural gas range, microwave

    Catherine Rowe Team John L. Scott Ashland

    75 Brooks Ln, Ashland, OR 97520
  • /27

    $385,000

    • 2 Beds
    • 2 Baths
    • 1,680 Sq Ft

    913 Mountain Meadows Cir, Ashland, OR 97520

    Enjoy peaceful living with stunning east and south-facing views of the lush Kitchen Creek Community Garden and serene park setting in Ashland's premier 55+ resort community of Mountain Meadows. This light-filled end unit offers exceptional privacy and features a screened balcony for year-round outdoor enjoyment. Inside, you will find a spacious living and dining area with picturesque views of

    Mike Hilaire RE/MAX Platinum

    913 Mountain Meadows Cir, Ashland, OR 97520
  • /70

    $2,495,000

    • 4 Beds
    • 4.5 Baths
    • 5,056 Sq Ft

    4890 Highway 66, Ashland, OR 97520

    Nestled in beautiful Ashland, OR, this exceptional estate spans nearly 13 acres, offers stunning mountain views, and was completely remodeled in 2005. The main home boasts 4 bedrooms and 4 baths, with exquisite wood floors, custom hardware, and granite countertops. The kitchen features top-of-the-line appliances, including a double oven, perfect for everyday meals or entertaining. The generous

    Alexzandra Watson Gateway Real Estate

    4890 Highway 66, Ashland, OR 97520
  • /28

    $450,000

    • 4 Beds
    • 1 Bath
    • 1,380 Sq Ft

    753 Siskiyou Blvd, Ashland, OR 97520

    Historic home on a spacious lot with ~121 feet of alley access — centrally located across from Triangle Park! Living and formal dining with high ceilings, curved archways, built-ins, and ceiling fans. Kitchen with tiled counter and backsplash, stainless double sink, refrigerator, and gas range; adjacent informal dining or breakfast nook with built-ins. Main-level bedroom with abundant natural

    Catherine Rowe Team John L. Scott Ashland

    753 Siskiyou Blvd, Ashland, OR 97520
  • /40

    $4,000,000

    • 4 Beds
    • 9 Baths
    • 6,903 Sq Ft

    99 Granite St, Ashland, OR 97520

    Exceptionally refined Craftsman home with unparalleled amenities - just steps from Lithia Park, and three blocks from Ashland's downtown plaza. Solid wide-plank eucalyptus floors, fir-paneled walls and ceilings, meticulous tilework, designer lighting, remote-operated shades, integrated speakers and entertainment systems, wood-burning fireplaces, and intimate gathering spaces throughout. Tranquil

    Catherine Rowe Team John L. Scott Ashland

    99 Granite St, Ashland, OR 97520
  • /45

    $579,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,406 Sq Ft

    740 Park St, Ashland, OR 97520

    Single-level home with a warm and vibrant feel. The open floor plan with vaulted ceilings, skylights, and a cozy wood stove creates a welcoming atmosphere. A spacious kitchen with custom cabinetry, butcher block counters, and quality appliances flows easily into the living and dining areas, perfect for gathering. The private primary suite offers a walk-in closet and bath, while two

    Jesse Donovan Ashland Homes Real Estate Inc.

    740 Park St, Ashland, OR 97520
  • /30

    $525,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft

    1015 Oneida Cir, Ashland, OR 97520

    Charming home with treehouse-like feel on a spacious corner lot with mature trees in a desirable and centrally-located neighborhood above the boulevard! Abundant natural light and air-flow with new operable Anderson windows, new attic and subfloor insulation, and new roof since 2018. All living areas on the main level with tiled entry, coat closet, and laminate flooring throughout living, family,

    Catherine Rowe Team John L. Scott Ashland

    1015 Oneida Cir, Ashland, OR 97520
  • /34

    $610,000

    • 3 Beds
    • 3 Baths
    • 2,184 Sq Ft

    694 Timberlake Dr, Ashland, OR 97520

    Enjoy the peace and privacy of a rural retreat with the conveniences of close proximity to town. Tucked away on 2.91 well-maintained wooded acres, this 2,184 sqft custom home offers privacy, views of Emigrant Lake, and easy access to Ashland. The light-filled great room showcases exposed wood vaulted ceiling, picture windows, and an open layout. The kitchen features oak floors and tile counters.

    Greg Goebelt John L. Scott Ashland

    694 Timberlake Dr, Ashland, OR 97520
  • /53

    $1,569,000

    • 3 Beds
    • 2 Baths
    • 1,298 Sq Ft

    1620 Butler Creek Rd, Ashland, OR 97520

    East Ashland hills dream! This 3-bed, 2-bath home set on 62.19 acres of irrigated land is a rare find. Offering a peaceful rural feel while being just minutes from downtown Ashland. The recently repaired 13,500 sqft barn provides ample space for animals, equipment, and storage. An attached office space with its own bathroom is perfect for a home business or guest quarters. Take in the

    Ila McTaggart eXp Realty, LLC

    1620 Butler Creek Rd, Ashland, OR 97520
  • /22

    $600,000

    • 3 Beds
    • 2 Baths
    • 1,088 Sq Ft

    155 Central Ave, Ashland, OR 97520

    Fully renovated historic home and detached cottage on a corner lot with alley access in the Skidmore Academy Historic District - just three blocks from Ashland's downtown plaza or one block to Briscoe Park! New foundation, roofing, sewer line, and utility services - including all electrical, gas, and plumbing. Single-level home with high ceilings, living room with crown molding, dining area with

    Catherine Rowe Team John L. Scott Ashland

    155 Central Ave, Ashland, OR 97520
  • /20

    $139,000

    • Land
    • 5.38 Acres
    • $25,836 per Acre

    0 Timberlake Dr Unit 391E25 132 220208170, Ashland, OR 97520

    MOTIVATED SELLERS ! A ravine runs through it, with year-round underground water that quietly and magically emerges to the surface March through Mayish! As you stroll through madrone, pine & fir trees, you will notice the stillness and peacefulness of this secluded setting just waiting for your dream home. It appears there are multiple spots for a home site (buyer to do their due diligence) some

    Kristin Gomez Windermere Van Vleet & Associates

    0 Timberlake Dr Unit 391E25 132 220208170, Ashland, OR 97520
  • /48

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    1330 N Mountain Ave, Ashland, OR 97520

    Breathtaking views and endless potential! Overlooking downtown Ashland, this level, 4.15-acre property offers panoramic views of the city lights and surrounding mountains. The 3-bedroom, 2-bath manufactured home (2005) with split bedroom and open floor plan, features 1,728 sq ft of comfortable living space, vaulted ceilings and so much natural light. Enjoy peaceful rural living just minutes from

    Laura Corallo RE/MAX Integrity

    1330 N Mountain Ave, Ashland, OR 97520
  • /27

    $305,999

    • Land
    • 1.05 Acres
    • $291,428 per Acre

    0 Schofield St Unit TL7200-TL7100, Ashland, OR 97520

    Two lots with views of the Cascade mountains. Downtown Ashland is a mile away with entertainment, dining and Lithia Park for enjoyment. Take in the views from these lots from your dream home. City services are accessible from the property. Possible two family set-up with 2 lots for sale. Check with city building and zoning requirements options.

    Chris Trotter Oregon Adventure Realty

    0 Schofield St Unit TL7200-TL7100, Ashland, OR 97520
  • /38

    $629,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 3 Baths
    • 2,388 Sq Ft

    899 Timberlake Dr, Ashland, OR 97520

    Serene retreat tucked into the trees, just minutes from downtown Ashland. This beautiful 5 bedroom, 3 bath home with separate living area downstairs, sits on over 5 acres with a Koi pond, fruit trees, and lake and mountain views, offering theperfect blend of privacy and convenience. With vaulted ceilings, large view windows, an open-concept floor plan, the home is filled with natural light

    Jennifer Annen Gateway Real Estate

    899 Timberlake Dr, Ashland, OR 97520
  • /12

    $246,500 Open Sun 11AM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 832 Sq Ft

    495 Chestnut St Unit 6, Ashland, OR 97520

    Located just minutes from downtown Ashland and Southern Oregon University, this heartwarming condo located in Tudor Heights offers comfort, convenience, and low-maintenance living. Featuring a large living area, and a half bath downstairs, as well as two large bedrooms with a full bath upstairs. The private patio makes for the perfect sitting area. Easy access to shopping, dining, hiking trails,

    Ethan Jaurequi Windermere Van Vleet Jacksonville

    495 Chestnut St Unit 6, Ashland, OR 97520
  • /26

    $588,000

    • 4 Beds
    • 3 Baths
    • 1,633 Sq Ft

    1372 Iowa St, Ashland, OR 97520

    Two homes on one lot. 1372 Iowa has new roof and 1364 Iowa's roof was replaced in 2014. Charming one level home with covered porch and back deck with detached cottage in central location close to downtown Ashland, schools, SOU, Scienceworks, shopping and parks. Main home (1372 Iowa) approximately 1633 square feet is a 3 bedrooms, 2 bath (one with claw foot tub) with large Living room,

    Susie Brown Absolute Realty

    1372 Iowa St, Ashland, OR 97520
  • /15

    $389,900

    • 2 Beds
    • 1 Bath
    • 1,305 Sq Ft

    605 Liberty St, Ashland, OR 97520

    Come tour this charming cottage perched above the town. Two bed single bath on large .32 acre lot. Built in 1948 and has been in the same family since. Hardwood floors in living area. Finished basement with concrete floors has laundry room plus a shop area with modern gas forced air heat system. Buyer to do due diligence to determine best use for property. Large back yard behind home is ready for

    David Kurtz Windermere Van Vleet & Assoc2

    605 Liberty St, Ashland, OR 97520
  • /17

    $129,900

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    1 Corral Ln Unit 16, Ashland, OR 97520

    2025 Tempo Series- Still the One- 2beds, 2 Full baths, 840sqft, Samsung Stainless Steel Appliances, Vinyl Flooring throughout, ECOBEE Smart Thermastat, Solar Ready, Homes comes complete with Rheem Hybrid Heat Pump, Carport and Storage Shed!

    Daniell Kennedy Windermere Van Vleet Jacksonville

    1 Corral Ln Unit 16, Ashland, OR 97520
  • /32

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,123 Sq Ft

    369 Meadow Dr, Ashland, OR 97520

    Charming 3-bed, 2.5-bath home in a quiet Ashland neighborhood near shopping, the YMCA, and more. Enjoy peaceful countryside views and a year-round brook. The open layout features a cozy gas fireplace and a chef's kitchen with granite counters and a Bertazzoni six-burner range. The spacious primary suite includes a converted office/library space. Recent updates include new wood floors (2023),

    Brian Simmons - eXp Realty eXp Realty LLC

    369 Meadow Dr, Ashland, OR 97520

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