Homes for Sale near Ashland Middle School

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  /69

  $1,499,000

  • 4 Beds
  • 3 Baths
  • 2,790 Sq Ft

  4896 Highway 66, Ashland, OR 97520

  5 private estate-quality acres, masterfully landscaped with expansive emerald, green lawn areas, mature trees, ponds & waterfalls create the perfect setting for this beautiful home, built with thoughtful care and enduring quality. The walls are solid 4x6 Canadian Western Red Cedar, offering warmth, style & durability. The open-floor plan is so inviting & perfect for gatherings or peaceful

  Patie Millen Millen Property Group

  4896 Highway 66, Ashland, OR 97520
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  /61

  $1,299,000

  • 4 Beds
  • 3.5 Baths
  • 3,206 Sq Ft

  1694 Old Siskiyou Hwy, Ashland, OR 97520

  Just a short drive south of Ashland, Oregon, lies this private 22-acre retreat. This private estate features a custom home, a recently built 5,000+ sq ft shop with striking modern design, plus sweeping views of the mountains. Inside, the home welcomes you with a bright entry foyer, cathedral ceilings, and a Tulikivi soapstone stove. The modern kitchen is equipped with high-end appliances and

  Martin Outdoor Property Group Land Leader

  1694 Old Siskiyou Hwy, Ashland, OR 97520
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  /61

  $975,000

  • 3 Beds
  • 2 Baths
  • 2,624 Sq Ft

  19015 Dead Indian Memorial Rd, Ashland, OR 97520

  Lovely home on beautiful Oregon Horse Property! 30+ acres surrounded by BLM and US Forestry land giving you miles and miles of riding and recreation. Located just 1 mile from Lily Glen Equestrian Park and about 5 miles from the Howard Prairie Resort. The inviting home was completely renovated in 2015 and has an open floor plan with a wrap -around covered porch. At 2624sqft with a large living

  Sandy Brown Windermere Van Vleet Jacksonville

  19015 Dead Indian Memorial Rd, Ashland, OR 97520
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  /54

  $886,000

  • 3 Beds
  • 3.5 Baths
  • 3,713 Sq Ft

  3729 Old Highway 99 S, Ashland, OR 97520

  Private retreat at 3729 Old Hwy 99 S, Ashland. A 3-bed, 3.5-bath, 3,713-sqft contemporary home on 32.44 gated acres.10 min from Ashland's shops, this secluded estate, with tree-lined drive & gated entry, ensures privacy and epic views of Emigrant Lake and surrounding peaks. The front door opens to a grand living room with vaulted ceilings, wide plank hickory floors, and a floor-to-ceiling rock

  Dallin George Home Quest Realty

  3729 Old Highway 99 S, Ashland, OR 97520
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  /89

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 5,186 Sq Ft

  1495 Tolman Creek Rd, Ashland, OR 97520

  This isn't just a house—it's a feeling. A place where the weather becomes part of the story, where fog, rain, wind, or sun are never intrusions, but invitations to pause and take it all in. Every corner offers a space to simply be—to read, reflect, gather, or dream. Covered decks, cozy nooks, grounded stairways, and low-rise steps all speak the language of comfort. The home feels solid, like it

  Scott Lewis John L. Scott Ashland

  1495 Tolman Creek Rd, Ashland, OR 97520
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  /27

  $449,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  32 Lincoln St, Ashland, OR 97520

  Step into this beautifully renovated Ashland home, where modern updates blend seamlessly with timeless charm. The bright and airy interior features stylish finishes, an open-concept layout, and thoughtfully updated spaces perfect for comfortable living. The sleek kitchen boasts high-quality countertops, updated cabinetry, and premium appliances, making it a dream for cooking and entertaining.

  Alexandria Lamont Skip Real Estate

  32 Lincoln St, Ashland, OR 97520
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  /17

  $875,000

  • 1 Bed
  • 1.5 Baths
  • 460 Sq Ft

  2000 Colestin Rd, Ashland, OR 97520

  Beautiful Colestin property on 189 acres with 5 separate lots combined, seasonal creek running through this property, and amazing views. There are fifteen fruit trees on the property. A must see sanctuary on Colestin Road.

  Jo Heim John L. Scott Medford

  2000 Colestin Rd, Ashland, OR 97520
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  /31

  $299,000

  • 2 Beds
  • 1.5 Baths
  • 1,078 Sq Ft

  954 Golden Aspen Place Unit 11, Ashland, OR 97520

  Experience exceptional living at 954 Golden Aspen, nestled in Ashland's premier 55+ resort-style community, Mountain Meadows. Ideally located just steps from the clubhouse and dining area—convenience is right down the hall! This beautifully maintained condominium features an expansive private patio, perfect for enjoying the lovely courtyard and professionally landscaped surroundings. Inside,

  Marialice Wright RE/MAX Platinum

  954 Golden Aspen Place Unit 11, Ashland, OR 97520
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  /64

  $899,000

  • 3 Beds
  • 3 Baths
  • 2,811 Sq Ft

  130 Westwood St, Ashland, OR 97520

  Quality custom-built home on a large lot within the west hills of beautiful Ashland, Oregon. Nestled in behind Hald Strawberry Park, a buffer creating a quiet serene setting, and within a short distance to a network of hiking trails. Home has a unique floor plan and can provide a number of different options, configured to be a home within a home and can work well for generational living, a

  Justin Donovan Ashland Homes Real Estate Inc.

  130 Westwood St, Ashland, OR 97520
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  /36

  $615,000

  • 4 Beds
  • 2.5 Baths
  • 1,929 Sq Ft

  346 Stoneridge Ave, Ashland, OR 97520

  Wonderful 4 bedroom, 2.5 bath home in the highly desirable Kestrel Park neighborhood. This beautiful home features an open floor plan, vaulted ceilings, granitecountertops, engineered wood floors, a built in desk, a loft/flex space area and 2 car garage. Great layout with 2 bedrooms downstairs - The main level primary en-suitebedroom/bath offers double sinks, granite countertop, walk-in shower

  Kami Carlson John L. Scott Ashland

  346 Stoneridge Ave, Ashland, OR 97520
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  /28

  $399,000

  • Land
  • 59 Acres
  • $6,773 per Acre

  3727 Old Highway 99 S, Ashland, OR 97520

  Discover the perfect opportunity to build your dream home on this stunning 58.91 acre property! The beautiful homesite is already equipped with essential infrastructure, including a well, storage tanks, septic system, and water and electrical conduits extended to the site, making it ready for your custom build. This expansive property offers plenty of room for privacy, exploration, and enjoying

  Dallin George Home Quest Realty

  3727 Old Highway 99 S, Ashland, OR 97520
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  /104

  $2,199,000

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

  3721 Old Highway 99 S, Ashland, OR 97520

  Discover a breathtaking haven in Ashland, OR—a 4-bed, 4.5-bath, 4,793-sqft custom villa on 80.58 lush acres, listed at $2,199,000. Just 15 minutes from town, this estate (updated in 08/09) offers serene privacy and views of Emigrant Lake, Mt. Ashland, and the valley. Inside, Black Walnut floors, soaring ceilings, and marble-clad baths exude elegance. The chef's kitchen dazzles with a Wolf

  Dallin George Home Quest Realty

  3721 Old Highway 99 S, Ashland, OR 97520
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  /13

  $225,000

  • Land
  • 2.40 Acres
  • $93,750 per Acre

  0 Old Hwy 99 Unit 220199869, Ashland, OR 97520

  This property is perfect to build your dream home on! 2.4 acres flat, useable land just a 10 minute drive to Ashland. Land is conveniently located on the corner of Hwy. 66 & Old Hwy. 99. Enjoy evenings soaking up views of the mountains and Emigrant Lake. There is plenty of space for a barn, stables, pool and home in an area with lush farms and beautiful homes. Power and high speed internet

  Kimberly McMurtrey John L. Scott Ashland

  0 Old Hwy 99 Unit 220199869, Ashland, OR 97520
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  /51

  $860,000

  • 4 Beds
  • 3 Baths
  • 2,964 Sq Ft

  525 Ashland Loop, Ashland, OR 97520

  Searching for the Ultimate Oregon Dream Home & Location? This is it! Meander to the top of the Ashland Loop Dr. (surrounded by bike trails & pedestrian paths) & enjoy some of the most incredible views of city lights. True 4 bdrm home w/open floor plan & lg windows throughout. Too many upgrades & extras to list all. Real oak HW floors throughout most of the main level. Gourmet style kitchen

  JJ Kramer John L. Scott Medford

  525 Ashland Loop, Ashland, OR 97520
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  /43

  $615,000

  • 4 Beds
  • 3 Baths
  • 2,435 Sq Ft

  1120 Beswick Way, Ashland, OR 97520

  Check out this amazing split-level home with stunning views of Grizzly Peak! Nestled on a spacious corner lot in a sought-after neighborhood above Siskiyouboulevard, this four-bedroom gem has plenty to offer. You'll find three full baths, a laundry room, and a large bonus room that opens up to a privatepatio—perfect for relaxing. Upstairs,the living room features a cozy fireplace, and big windows

  Tyler Hinderer Redfin

  1120 Beswick Way, Ashland, OR 97520
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  /35

  $599,900

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft

  435 Friendship St, Ashland, OR 97520

  Located in a quiet cul-de-sac in one of Ashland's most sought-after neighborhoods, this 4-bedroom, 3-bathroom home offers 2,496 sq ft of versatile living space. The main level features a spacious living room and an updated kitchen with stainless steel appliances, opening to a dining area with access to a sunny deck—perfect for morning coffee or evening meals. The primary suite provides a relaxing

  Ryan Lamanna Full Circle Real Estate

  435 Friendship St, Ashland, OR 97520
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  /66

  $1,095,000

  • 3 Beds
  • 2.5 Baths
  • 2,867 Sq Ft

  514 Granite St, Ashland, OR 97520

  Beautiful setting, with views of Grizzly Peak & Ashland Creek. Close to downtown Ashland, across from Lithia Park and hiking trails sits a lovely 3 bedroom, 2.5 bath craftsman style home on 3 tax lots for a total of 1.13 acres. Also included is a detached ADU for guests or an in-law. Enjoy the sounds of Lithia Park's Ashland Creek from both home and guest quarters. The main home has been

  Rachel Whitley Gateway Real Estate

  514 Granite St, Ashland, OR 97520
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  /7

  $624,225

  • Land
  • 36 Acres
  • $17,500 per Acre

  0 Butler Creek Rd, Ashland, OR 97520

  Conveniently located near town yet offering a peaceful rural atmosphere on Ashland's beautiful east hills, this 35.67-acre parcel of irrigated farmland offers endless possibilities. Whether you're looking to expand your agricultural operation, create a private estate, or invest in valuable land, this property is a fantastic opportunity. With ample sunlight, recently updated TID irrigation

  Ila McTaggart eXp Realty, LLC

  0 Butler Creek Rd, Ashland, OR 97520
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  /6

  $350,000

  • Land
  • 20 Acres
  • $17,500 per Acre

  0 Butler Creek Rd, Ashland, OR 97520

  Conveniently located near town yet offering a peaceful rural atmosphere on Ashland's beautiful east hills, this 20-acre parcel of irrigated farmland offers endless possibilities. Whether you're looking to expand your agricultural operation, create a private estate, or invest in valuable land, this property is a fantastic opportunity. With ample sunlight, recently updated TID irrigation systems,

  Ila McTaggart eXp Realty, LLC

  0 Butler Creek Rd, Ashland, OR 97520
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  /42

  $595,000

  • 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 6.52 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 breathtaking

  Ila McTaggart eXp Realty, LLC

  1620 Butler Creek Rd, Ashland, OR 97520
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  /10

  $329,000

  • Land
  • 78 Acres
  • $4,205 per Acre

  0 Colestin Rd Unit 104385842, Ashland, OR 97520

  Step into a world of pristine natural beauty, remarkable solitude, and boundless potential with this extraordinary ±78-acre property, nestled in the heart of Southern Oregon’s picturesque Colestin Valley. Offering commanding panoramic views, rich ecological diversity, and a peaceful ambiance that feels worlds away from the bustle of daily life, this land is more than just real estate—it’s a

  Chris Marshall AFM Real Estate

  

  0 Colestin Rd Unit 104385842, Ashland, OR 97520
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  /139

  $1,450,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 3,635 Sq Ft

  2208 Lupine Dr, Ashland, OR 97520

  Seller financing considered! Searching for a stunning estate w/ a park-like setting that's only mins away from Downtown Ashland & I5? This Earth Advantage tri-level Suncrest home features 5 bedrms, 3.5 bathrms, 3635 sq ft, 10 acres, open floor plan, chef's kitchen (large island, top end appliances, granite countertops, ample cabinetry), stunning views of the valley & Grizzly Peak, main level

  Alex Aaronson John L. Scott Medford

  2208 Lupine Dr, Ashland, OR 97520
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  /25

  $380,000

  • 1 Bed
  • 1 Bath
  • 882 Sq Ft

  2299 Siskiyou Blvd Unit 13, Ashland, OR 97520

  Charming and conveniently located home just steps from Creekside Cottages community acreage with mature trees, sitting areas, and Clay Creek - within four minutes of the Ashland Family YMCA, Shop n' Kart, or Market of Choice! Solid-core fir doors and maple hardwood floors, living room with high vaulted ceilings, kitchen with tiled counters and island, double sink, pantry, stainless appliances

  Catherine Rowe Team John L. Scott Ashland

  2299 Siskiyou Blvd Unit 13, Ashland, OR 97520
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  /18

  $2,800,000

  • 3 Beds
  • 6 Baths
  • 3,564 Sq Ft

  1320 N Mountain Ave, Ashland, OR 97520

  Dana Campbell Vineyards is a legacy wine business offering multiple avenues for growth with unparalleled proximity to Ashland's renowned cultural amenities. Elegantly remodeled tasting room residence with panoramic valley views, great room with service bar and gas fireplace, catering kitchen, break room, ADA-compliant bathrooms, and three guest suites ideal for boutique hospitality. Landscaped

  Catherine Rowe Team John L. Scott Ashland

  1320 N Mountain Ave, Ashland, OR 97520
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  /72

  $1,900,000

  • 4 Beds
  • 3 Baths
  • 5,800 Sq Ft

  343 Dead Indian Memorial Rd, Ashland, OR 97520

  Rare Ashland Multifamily opportunity w/ TWO homes on two separate 5+ acre tax lots, only 2 miles up DIMR. Main house is 4,668 sq ft (3 beds/3 baths), & the guest home is 1,132 sq ft (2/1). Innovative design w/ radius walls, stucco & perfect window placement. Rustic maple hardwood cabinets, trim & flooring. Dream kitchen w/ Wolf cooktop, double ovens, full freezer/fridge combo, 2 sinks, & granite

  DeAnna Sickler & Dyan Lane John L. Scott Ashland

  343 Dead Indian Memorial Rd, Ashland, OR 97520
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  /56

  $1,475,000

  • 4 Beds
  • 3 Baths
  • 4,668 Sq Ft

  988 Dead Indian Memorial Rd, Ashland, OR 97520

  Rare Ashland opportunity on a 5+ acre tax lot, close proximity to town, only 2 miles up DIMR. This stunning open concept home, is over 4,668 sq ft with 3 bedrooms & 3 full bathrooms. Innovative design w/ radius walls, stucco exterior & perfect window placement. Rustic maple hardwood cabinets, trim & flooring. The dream kitchen has a Wolf cooktop, double ovens, full freezer/fridge combo, two

  DeAnna Sickler & Dyan Lane John L. Scott Ashland

  988 Dead Indian Memorial Rd, Ashland, OR 97520
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  /38

  $615,000

  • 2 Beds
  • 2 Baths
  • 2,031 Sq Ft

  893 Plum Ridge Dr, Ashland, OR 97520

  Welcome to 893 Plum Ridge, a charming single family home nestled in the desirable Mountain Meadows community of Ashland. This beautiful 2-bedroom, 2-bathroom home exudes warmth and character, with its inviting floor plan and timeless hardwood floors, large office space, many built-ins and stunning French doors. The spacious kitchen is a perfect blend of functionality and style, while the living

  Marialice Wright RE/MAX Platinum

  893 Plum Ridge Dr, Ashland, OR 97520
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  /27

  $310,000

  • Land
  • 1.05 Acres
  • $295,238 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 Rogue Real Estate, LLC

  0 Schofield St Unit TL7200-TL7100, Ashland, OR 97520
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  /25

  $298,700

  • 1 Bed
  • 1.5 Baths
  • 1,186 Sq Ft

  967 Golden Aspen Place, Ashland, OR 97520

  You wont want to miss this ''ready to move in'' turn key 55+ community Condo in a very desirable location! Super clean condo showes pride of ownership throughout. The Mountain Meadows community is located in the wonderful town of Ashland Oregon with a wide variety of locally owned shops and fantastic restaurants. Mountain Meadows provides a Library, fitness center, game room, woodworking shop and

  Mark Dewey eXp Realty, LLC

  967 Golden Aspen Place, Ashland, OR 97520
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  /34

  $595,000

  • 1 Bed
  • 1.5 Baths
  • 1,246 Sq Ft

  1525 Baldy Creek Rd, Ashland, OR 97520

  Secluded Ashland Retreat with Breathtaking Views. Escape to 80.8 acres of pristine natural beauty near Ashland, Oregon. This secluded retreat offers stunning panoramic views of Mt. Ashland, the surrounding mountains, and the peaceful valley below—perfect for nature lovers and those seeking tranquility. The property features expansive pastures and borders federal lands, providing direct access to

  Patie Millen Millen Property Group

  1525 Baldy Creek Rd, Ashland, OR 97520
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  /36

  $1,050,500

  • 3,342 Sq Ft

  574 E Main St, Ashland, OR 97520

  This property is ideally located in a prime commercial district, just a few blocks from Ashland Public Library and within close proximity to major city attractions. The main house is a charming 2-bedroom, 1-bath Craftsman-style home featuring a fireplace insert and fir floors. The triplex includes Unit #2 and Unit #3, both offering loft-style bedrooms with 20-ft cedar-lined ceilings and skylights

  Justin Donovan Ashland Homes Real Estate Inc.

  574 E Main St, Ashland, OR 97520
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  /109

  $3,275,000

  • 4 Beds
  • 4.5 Baths
  • 5,139 Sq Ft

  245 Majestic Ln, Ashland, OR 97520

  Stunning mountain modern home with panoramic views of the Siskiyous and surrounding Rogue Valley. Located in the beautiful hamlet of Ashland with world-class theater, dining, fly-fishing, skiing, and just 20 minutes to Medford Intl Airport, this home will satisfy the most discerning buyer. Completed in 2023 by Asher Homes, the open floor plan is an entertainer's dream. The kitchen island is a

  Eric Poole Full Circle Real Estate

  245 Majestic Ln, Ashland, OR 97520
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  /63

  $895,000

  • 5 Beds
  • 3 Baths
  • 3,945 Sq Ft

  510 Guthrie St, Ashland, OR 97520

  Nestled in a pristine neighborhood, this spacious 3,945 SF home is thoughtfully designed for multigenerational living. With double-attached garages on both levels, it offers the perfect blend of space and privacy. Step inside the wide entry with warm hardwood floors leading to a light-filled gracious living room with wall of windows and breathtaking mountain views, a gas fireplace, and built-in

  Patie Millen Millen Property Group

  510 Guthrie St, Ashland, OR 97520
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  /12

  $110,000

  • Land
  • 31 Acres
  • $3,577 per Acre

  2226 Colestin Rd, Ashland, OR 97520

  This Colestin Valley property is an outdoor paradise for sportsmen and nature lovers. Accessed from Goat Ranch Road, the property begins with Oak woodland across the northern slope, gradually ascending to a foothill crest with breathtaking panoramic views. A mile from Bear Gulch, Mill Creek, and Cottonwood Creek, the land includes gentle streams that enhance the watershed and attract diverse

  Ashley Boughner eXp Realty, LLC

  2226 Colestin Rd, Ashland, OR 97520
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  /16

  $425,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  166 Mountain View Dr, Ashland, OR 97520

  Part of Ashland Garden Cottages and beautifully designed for sustainable living, distinctive cottage homes include drought-tolerant plantings, pollinator garden and community open space. The home faces the interior courtyard area for quiet. Homes are Earth Advantage Platinum, Zero energy, and Lifelong Housing certified and includes solar panels. This model is a semi-detached plan featuring

  Graham Sheldon Ashland Homes Real Estate Inc.

  166 Mountain View Dr, Ashland, OR 97520
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  /12

  $450,000

  • Land
  • 0.51 Acre
  • $882,353 per Acre

  483 Strawberry Ln, Ashland, OR 97520

  Is this Ashland's best neighborhood? We certainly think so! This prime ½-acre lot, located in the desirable Strawberry Meadows Subdivision, is surrounded by stunning high-end homes. The gently rolling terrain is bordered by protected common areas to the west and south, offering added privacy and natural beauty. Lightly treed with expansive views of the Rogue Valley and surrounding mountain

  Steve Parmelee Windermere Van Vleet & Assoc2

  483 Strawberry Ln, Ashland, OR 97520
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  /33

  $825,000

  • 3 Beds
  • 2.5 Baths
  • 1,733 Sq Ft

  841 Sander Way, Ashland, OR 97520

  Thoughtfully designed and thoroughly upgraded Verde Village home with park-like landscaping and serene greenspace of Ashland Creek! Designer lighting fixtures, high ceilings and counters, vaulted living with walls of windows framing water feature and ornamental plantings, surround sound system and mounted flat-screen, double-sided gas fireplace, dining with sliding glass door to covered composite

  Catherine Rowe Team John L. Scott Ashland

  841 Sander Way, Ashland, OR 97520
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  /39

  $840,000

  • 4 Beds
  • 2 Baths
  • 2,512 Sq Ft

  165 Orange Ave, Ashland, OR 97520

  This 2512 sq. ft. home in the Ashland Audubon neighborhood stands in the sweet spot of Ashland. It is conveniently located 6 blocks from downtown on a large level lot with a wide, welcoming front porch. The open floorplan with stunning solid-oak floors, offers versatility with 4 large bedrooms; 2 on the main level & 2 upstairs. Both upper-level bedrooms have beautiful hickory wood floors. Both

  John Wieczorek Gateway Real Estate

  165 Orange Ave, Ashland, OR 97520
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  /37

  $437,500

  • 3 Beds
  • 2.5 Baths
  • 1,392 Sq Ft

  339 Ravenwood Place, Ashland, OR 97520

  True Craftsman's Renovation in this Ravenwood Townhome, just steps to renowned Downtown Ashland! This rare 3-bedroom, 2.5-bath home offers light and bright living spaces, quality maple flooring with beautiful inlays, custom lighting fixtures, cozy Yodel gas stove, a beautifully updated kitchen with quality cabinetry, high-end appliances and Granicrete counters with corner sink to take in soothing

  Rick Harris John L. Scott Ashland

  339 Ravenwood Place, Ashland, OR 97520
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  /22

  $595,000

  • 2,313 Sq Ft

  1372 Iowa St, Ashland, OR 97520

  Two homes on one lot. Front home (1372 Iowa) is a one level three bedroom, two bath home with charm of yesteryear including claw foot tub. New roof, large living room, dining room and eat in kitchen. Huge laundry room with back door to nice level yard. Great privacy from small cottage (1364 Iowa) one bedroom, one bath plus extra room. Covered front porch, nice kitchen, dining and living.

  Susie Brown Absolute Realty

  1372 Iowa St, Ashland, OR 97520

Showing Results 121 - 160, Page 4 of 6