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$549,000
3 Beds ⋅ 2 Baths ⋅ 220228190 MLS ⋅ 1,408 SqFt. ⋅ 10,018 Sqft. Lot ⋅ 0.23 Acres
Tucked into a peaceful cul-de-sac near Helman Elementary, this single-level 3 bed/2 bath home blends classic ranch-style living with modern updates. Floor-to-ceiling windows, hardwood floors, and an open floor plan bring warmth and light into the home, while the 2017 kitchen remodel adds contemporary flair. Stainless appliances, a center island cooktop, stone counters, and slab cabinetry lend themselves to quiet meals or lively entertaining. The cozy dining and living room area features a newer wood-burning fireplace, and the en suite primary bedroom boasts an upgraded bathroom with a barn-style door, modern tile, and a floating vanity. Two additional bedrooms look out onto the garden. The fully fenced .23-acre lot includes fruit trees, mature perennials, a hot tub, a large deck, and raised garden beds. With close proximity to downtown, the dog park, and the bike path, this comfortable Quiet Village gem is Ashland living at its best.

123 Cypress Circle, Ashland
$585,000
3 Beds ⋅ 2 Baths ⋅ 220228064 MLS ⋅ 1,809 SqFt. ⋅ 1,306,800 Sqft. Lot ⋅ 30 Acres
Welcome to the other side of Ashland! Set on 30 acres within a private gated community, this property offers an incredible sense of seclusion while still providing convenient access to everything Ashland has to offer. Surrounded by natural beauty and expansive views, the setting creates a peace beyond explanation. Whether you're looking for a quiet Southern Oregon retreat, room to enjoy the land, manage livestock, or simply a property where privacy is hard to come by, this unique Ashland acreage is one you won't want to miss!

3150 Butler Creek Road, Ashland
$550,000
2 Beds ⋅ 2 Baths ⋅ 220227990 MLS ⋅ 1,719 SqFt. ⋅ 4,791 Sqft. Lot ⋅ 0.11 Acres
Single-level home on a corner lot directly across from serene open pasture of North Mountain Park, within the 55+ community of Mountain Meadows. Covered front porch with swinging bench, tiled entry with coat closet, vaulted living room with gas fireplace and built-in bookcases, formal dining room, kitchen with solid oak hardwood flooring, double sink, operable casement windows, and adjacent laundry room with utility sink, folding counter, and cabinetry. Spacious primary bedroom with built-in shelving, walk-in closet, and full ensuite bath with shower. Second bedroom with closet, and additional full bath with tiled tub shower. Abundant natural light, curved archways, and newer premium carpets with extra plush padding throughout. One-car garage with workshop and exterior door to back patio. Rare lower-level storage or studio space with utility sink. Association covers all facilities and amenities, dining hall meal credits, yard maintenance, and on-site management. Inquire for details!

761 Nepenthe Road, Ashland
$600,000
3 Beds ⋅ 3 Baths ⋅ 220227918 MLS ⋅ 2,293 SqFt. ⋅ 8,276 Sqft. Lot ⋅ 0.19 Acres
Full of character and unexpected spaces, this Ashland home offers 3 bedrooms, 3 full baths and a layout that is anything but ordinary. The impressive great room features soaring two-story ceilings, a fireplace and a wall of built-in bookcases, creating a dramatic yet inviting space. A fabulous spiral staircase leads to a versatile upper loft--perfect for a home office, gaming area, reading retreat or creative space. The spacious kitchen is complemented by a bright breakfast room with access to the deck and fenced backyard. An additional private patio provides another spot to relax outdoors. Generously sized, light-filled rooms and unique architectural details throughout give this home a personality all its own, all within an established Ashland neighborhood.

2995 Nova Drive, Ashland
$550,000
3 Beds ⋅ 2 Baths ⋅ 220227680 MLS ⋅ 1,620 SqFt. ⋅ 71,874 Sqft. Lot ⋅ 1.65 Acres
Welcome to this beautifully maintained 3-bedroom, 2-bath home built in 2019, offering a peaceful country feel just minutes from downtown Ashland. Situated on 1.65 acres with Neil Creek frontage, the property includes irrigation rights and a drip system serving the lush landscaping and vibrant flowers. Inside, the home offers a comfortable, functional layout with dual walk-in closets in the primary suite, a linen pantry, plus a new HVAC system and other upgrades. Outside is where the property really shines, with paver walkways, a spacious patio for entertaining, a large backyard, landscaped creekside areas, a fire pit, beautiful flower beds, and mountain views. A large 2-car garage/shop adds excellent space for parking, storage, or projects. Emigrant Lake is just a short drive away for boating, fishing, swimming, and recreation. Perfect for anyone seeking privacy, space, and an outdoor lifestyle while staying close to Ashland.

4481 Highway 66, Ashland
$595,000
3 Beds ⋅ 2 Baths ⋅ 220227602 MLS ⋅ 1,726 SqFt. ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
What an amazing home in this highly desirable neighborhood. You have the best curbside look on the block with low maintained manicured front and backyard. Close to the Oredson Todd Woods and surrounding Ashland trails. Featured with abundant living space for all to enjoy. A large living room with dining area, wood stove and open space that leads you to an additional enclosed sunroom to enjoy the abundant sunlight, crafts and comfortable summer evenings. Also, there is a great living room for additional entertainment. Hard wood, laminate & vinyl flooring. Both bathrooms have been recently remodeled. One bedroom has been used as an office with a long countertop working space. The primary bedroom also leads you out to a wonderful large deck. Rear deck is designed for BBQ's and entertainment. Come and enjoy this special backyard with views of the Cascades and Grizzley Peak. Just 3 miles from the Shakespeare Festival. TID water comes with this property.

2025 Green Meadows Way, Ashland
$585,000
3 Beds ⋅ 3 Baths ⋅ 220227338 MLS ⋅ 1,790 SqFt. ⋅ 18,730 Sqft. Lot ⋅ 0.43 Acres
Once-in-a-generation opportunity to own an exceptional home on one of the best lots in Ashland, and in the coveted Green Meadows neighborhood. This 3-bed 2.5-bath single-level home features spacious bedrooms, beautiful laminate wood flooring, and the wood stove adds warmth and character to the spacious living room. The lush, gently sloping .43-acre lot offers mature landscaping and direct backyard access to the trails at Oredson-Todd park, along with TID irrigation rights plumbed to both the front and back yards. Enjoy unobstructed views, the secluded back patio with room to garden, an oversized two-car garage, and a RV pad on the side of the home for any large storage needs (or to provide access for the potential of a lot division, buyer to do own diligence). Above the boulevard and tucked into a friendly, walkable neighborhood, this rare property offers single-level living, privacy, generous outdoor space, and sweeping views in one of Ashland's most desirable settings.

2354 Green Meadows Way, Ashland
$550,000
3 Beds ⋅ 2 Baths ⋅ 220227058 MLS ⋅ 1,301 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
Located in one of Ashland's most desirable neighborhoods, this charming single-level home offers character, comfort, and an exceptional close-in location. Just over 1,300 square feet, the home features 3 bedrooms, 2 full baths, tall ceilings, and inviting living spaces. The living room showcases beautiful oak floors and a wood-burning fireplace, while the bedrooms feature warm fir flooring. Tile floors add character to the kitchen and bathrooms, which retain their own timeless charm. The laundry area is conveniently located just off the kitchen. Outside, the fully fenced backyard offers a deck and garden beds, creating a wonderful space for relaxing, entertaining, or gardening. A detached one-bay garage with a workshop provides excellent space for storage, projects, or hobbies. Close to downtown and all that Ashland has to offer, this is a special opportunity to own a character-filled home in one of the city's most sought-after neighborhoods.

345 Liberty Street, Ashland
$599,000
4 Beds ⋅ 3 Baths ⋅ 220227025 MLS ⋅ 2,082 SqFt. ⋅ 10,454 Sqft. Lot ⋅ 0.24 Acres
Charming and versatile, this unique two-home property offers privacy, flexibility, and excellent income potential in a convenient central Ashland location. Set on a spacious lot with generous separation between residences, the 1900s main home features 1,216 sqft, 2 bedrooms, and 2 bathrooms. Turn-of-the-century details include shuttered windows, wainscoting, hardwood floors, and covered porch, complemented by modern updates such as vinyl windows, stainless steel appliances, tankless water heater, and tongue-and-groove wood ceiling. The remodeled main-level bath shines with hex-tile flooring, a large tiled shower, and double vanity with quartz countertop. A newer 294 sq. ft. studio/office with full bathroom adds valuable flexibility. The newer rear home offers 572 sqft, 1 bedroom, 1 bathroom, separate access, mini-split heating & cooling, and a nice 300 sqft deck. Excellent income property or multi-family setup!

685 Beach Street, Ashland
$525,000
4 Beds ⋅ 3 Baths ⋅ 220226768 MLS ⋅ 1,992 SqFt. ⋅ 3,484 Sqft. Lot ⋅ 0.08 Acres
This beautiful home has an open floorplan with lots of room for entertaining. The recently remodeled kitchen will take your breath away. Custom cabinetry with under-mount lights, soft close drawers, granite counters, stainless steel appliances. The living room has a gas fireplace for cozy nights in. The downstairs also has one bedroom, half bath and office. Upstairs you will find the spacious primary suite with mountain views. The primary bath has a walk in shower, separate tub and large walk-in closet. Also upstairs are two additional bedrooms. Dual zone HVAC and new AC unit upstairs. The low maintenance backyard is like a private oasis with abundant plants, a lovely custom metal planter that runs the length of the yard, hot tub and privacy shades. The 2 car attached garage is both heated and insulated. An incredible place to call home!

986 Stoneridge Avenue, Ashland
$515,000
220226387 MLS ⋅ 2,178 Sqft. Lot ⋅ 0.05 Acres
Exceptional investment opportunity in the heart of Ashland. This updated duplex combines modern comfort with outstanding versatility, just minutes from downtown Ashland, Southern Oregon University, parks, dining, shopping, and everyday conveniences. Each unit offers approximately 770 square feet of living space with 2 bedrooms and 1 bathroom, providing a comfortable, functional floor plan that appeals to both owners and tenants. Situated off a quiet alley, the property enjoys a peaceful, private setting while remaining close to everything Ashland has to offer. Zoned R-2, this property offers a variety of possibilities, including owner-occupancy with rental income, a long-term investment, or other permitted uses such as short-term rental (buyer to perform due diligence).

500 Allison Street, Ashland
$595,000
4 Beds ⋅ 2 Baths ⋅ 220226618 MLS ⋅ 1,956 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
Tucked away in one of Ashland's most sought-after neighborhoods, this exceptional property offers the rare feeling of a private nature retreat while remaining just minutes from the heart of the city. Surrounded by mature trees and abundant natural beauty, the home feels like a treehouse, with beautiful mountain views creating a peaceful backdrop throughout the seasons. With access to a beautiful trail system, including the Ashland Ditch Trail, outdoor recreation begins right outside your door. Whether you're hiking, running, or simply enjoying a quiet walk, this location provides an unmatched connection to nature. The unique setting combines privacy, serenity, and convenience, offering a secluded escape without sacrificing easy access to downtown Ashland, local dining, and shopping. When driving by the property go Wimer st to Alta. Do not use Grandview.

279 Alta Street, Ashland
$507,000
3 Beds ⋅ 2 Baths ⋅ 220226394 MLS ⋅ 1,552 SqFt. ⋅ 4,791 Sqft. Lot ⋅ 0.11 Acres
Well-maintained single-level home tucked into a cul-de-sac in the charming Mill Pond subdivision. This comfortable 3-bedroom, 2-bath floor plan features a vaulted ceiling in the living room with a large front window, built-in shelving, and a cozy gas fireplace. Beautiful hardwood floors, refinished in 2019, add warmth and character. The kitchen offers ample counter and cabinet space, pullout shelves, and corner lazy susans for easy organization. French doors from the dining area open to a covered patio, perfect for year-round enjoyment. The spacious primary includes a walk-in closet, an ensuite bath, & a door to the deck. New carpet in all three bedrooms. Low-maintenance landscaping and a large rear deck showcase lovely VIEWS. Schedule a tour today!

249 N Wightman Street, Ashland
$550,000
220226144 MLS ⋅ 7,405 Sqft. Lot ⋅ 0.17 Acres
Excellent duplex opportunity near Ashland Hospital, with easy access to I-5 and downtown. Located just 1 mile from Lithia Park and the Ashland Plaza, each unit offers 3 bedrooms, 1.5 bathrooms, its own garage, and a private backyard with beautiful views of Grizzly Peak and the surrounding mountains. Recent updates include new mini-split heating and cooling systems and fresh interior paint. The property is currently vacant, providing flexibility to establish new rental agreements. Situated on a desirable corner lot, this property offers a versatile opportunity for long-term rental income, owner-occupancy, or a combination of both, all in a highly convenient location.

560 Scenic Drive, Ashland
$535,000
3 Beds ⋅ 2 Baths ⋅ 220225426 MLS ⋅ 1,196 SqFt. ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
Overlooking a protected wetlands corridor with panoramic views of the Southern Cascades and Grizzly Peak, this beautifully updated mid-century Ashland home offers exceptional privacy in a peaceful natural setting. An expansive picture window fills the living room with natural light while framing the ever-changing landscape. Hardwood floors and a cozy wood-burning stove create a warm, inviting space, while the updated kitchen and well-maintained bathrooms provide comfortable everyday living. Outside, enjoy a spacious deck, spa, mature oak tree, and lush gardens--perfect for relaxing or entertaining. Located on a quiet, low-traffic street just minutes from downtown Ashland, the home is within walking distance of North Mountain Park Nature Center, the Bear Creek Greenway, scenic trails, and bike paths. A rare blend of privacy, nature, and convenience in one of Ashland's most desirable neighborhoods.

304 Clinton Street, Ashland
$552,000
3 Beds ⋅ 2 Baths ⋅ 220225903 MLS ⋅ 1,406 SqFt. ⋅ 8,276 Sqft. Lot ⋅ 0.19 Acres
Enjoy the best of Ashland from this charming single-level 3-bedroom, 1.5-bath home, just a short stroll to coffee shops, shopping, Southern Oregon University, & the world-famous Oregon Shakespeare Festival. Built in 1965, this inviting home features hardwood floors, abundant storage, & a cozy wood-burning fireplace with a convenient pass-through from the garage for firewood. The remodeled kitchen offers granite countertops, under-cabinet lighting, & a stainless steel gas range with double ovens. Relax year-round in the bright sunroom with a ceiling fan & removable insulated skylight covers overlooking the backyard with fruit trees, sprinkler system, clothesline, & room to garden. Carport included. Major updates include a new roof & skylights in 2021 and fresh exterior paint in fall 2025. Combining timeless mid-century appeal with thoughtful updates, major improvements, and an unbeatable close-in location, this is a wonderful opportunity to enjoy the best of Ashland living!

429 Morton Street, Ashland
$520,000
3 Beds ⋅ 2 Baths ⋅ 220225859 MLS ⋅ 2,668 SqFt. ⋅ 817,185 Sqft. Lot ⋅ 18.76 Acres
Enjoy 18+ acres of privacy with a gated entry and set back entrace with valley views! This 2,668 sqft, 3 bedroom, 2 bath home features a large 2 story rock fireplace and vaulted cedar ceilings in both the large formal living room and family room. Additional log studio/office. The land has been cleared and leveled and now very usable. Room for shop, gardens.

19001 Dead Indian Memorial Road, Ashland
$564,900
3 Beds ⋅ 2 Baths ⋅ 220225550 MLS ⋅ 1,498 SqFt. ⋅ 3,484 Sqft. Lot ⋅ 0.08 Acres
'One Property. Four Possibilities. Less than a mile from downtown Ashland, this classic Victorian offers exceptional flexibility with versatile zoning and mountain views. Enjoy it as a spacious 3-bedroom, 2-bath home, a duplex with two long-term rental units, a residence with a currently licensed short-term rental, or a live/work property with a private entrance ideal for an attorney, counselor, massage therapist, or other home-based business. Features include a spacious upstairs primary suite with full bath, basement storage, dry sauna, washer, dryer, refrigerator, an inviting patio, and three deeded off-street parking spaces. Historic charm meets modern opportunity in this truly one-of-a-kind Ashland property.'

508 N Main Street, Ashland
$575,000
1 Beds ⋅ 1 Baths ⋅ 220225275 MLS ⋅ 860 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
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, separate dining, nice kitchen and large laundry/mud room with access to level back yard. The detached cottage (1364 Iowa) is a one bedroom, office and 1 bath darling cottage approximately 860 square feet. Property is landscaped for privacy for both units and has mature plants and various fruit trees. Dwelling square footage is per Jackson County Assessor and buyer to verify.

1372 Iowa Street, Ashland
$565,000
3 Beds ⋅ 3 Baths ⋅ 220225252 MLS ⋅ 2,456 SqFt. ⋅ 6,098 Sqft. Lot ⋅ 0.14 Acres
Welcome home to this wonderful 3 bedroom 2.5 bath property in the delightful Oak Knoll Neighborhood! Upon arrival, the beautifully landscaped front yard welcomes you in. The main level is perfect for entertaining with an updated kitchen, separate dining room and living room, cozy wood-burning fireplace and family room that looks out over the seasonal creek and oak trees. Upstairs you will find the three bedrooms including the primary suite! With abundant square footage and a large private lot, this home is sure to delight. Recent update include HVAC system in (June 2026) new roof (2025), exterior paint (2025) and Timbertech deck (2024).

775 Oak Knoll Drive, Ashland
$509,000
3 Beds ⋅ 2 Baths ⋅ 220225202 MLS ⋅ 1,432 SqFt. ⋅ 7,840 Sqft. Lot ⋅ 0.18 Acres
Back on Market, no fault to the property! Natural light lures you into the home, where you're greeted with vaulted ceilings, a cozy, stone fireplace with custom mantle and large windows to take in the views of the valley. You'll find 3 bedrooms and 2 bathrooms upstairs in this split-level home. Downstairs is a spacious 2-car garage with plenty of room for storage and creativity in the workspace. She has charming curb appeal and plenty of space for outdoor entertaining and gardening, all bundled in a well-maintained package. Just 1 mile from all the shops, theatres and restaurants downtown Ashland has to offer.

635 Chestnut Street, Ashland
$495,000
3 Beds ⋅ 3 Baths ⋅ 220225022 MLS ⋅ 1,556 SqFt. ⋅ 3,484 Sqft. Lot ⋅ 0.08 Acres
Welcome home to this charming, move-in ready cottage-style home with modern updates throughout! This beautifully maintained 3-bedroom, 2.5-bath home features engineered hardwood floors, a cozy living room with a built-in gas fireplace, and a flexible main-level office or bedroom with built-in shelving. The updated kitchen has fresh painted cabinets, stainless steel appliances and gas range. Upstairs, you'll find remodeled bathrooms with granite countertops and tiled showers. The primary suite includes a walk-in closet, and the bedrooms feature modern ceiling fans. Enjoy gorgeous valley views from the back deck. The freshly painted exterior, beautifully landscaped yard, fenced backyard, under-home storage, and one-car garage add both charm and functionality. Full of character with abundant built-ins, this adorable home is beautifully maintained and truly move-in ready!

955 Overlook Drive, Ashland
$531,500
3 Beds ⋅ 2 Baths ⋅ 220224643 MLS ⋅ 1,300 SqFt. ⋅ 11,761 Sqft. Lot ⋅ 0.27 Acres
Tucked into a peaceful wooded setting where trees seem to embrace the home, this 3-bedroom, 2-bath retreat offers comfort & privacy. A welcoming front courtyard with deer fencing blends beautifully into the landscape, creating a warm first impression. The home features rich walnut hardwood flooring, a vaulted great room with a stunning wood-lined ceiling, skylights & a beautiful rock fireplace with a cozy gas insert. The kitchen is designed for the cook with granite countertops, a center island & an open flow to the living area. The main bath features a tiled shower, while the refurbished back deck invites entertaining or quiet times surrounded by nature. The added concrete patio is ready for a hot tub or hammock. The neighbor's side yard creates the feeling of space & privacy on the .27-acre lot. Highlights include durable concrete composition siding, a long-lasting metal roof, upgraded garage doors & a setting that feels like a private escape while being only minutes from town.

886 Palmer Road, Ashland
$534,500
3 Beds ⋅ 2 Baths ⋅ 220224605 MLS ⋅ 2,000 SqFt. ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
Rare opportunity above the boulevard in Ashland. Enjoy mountain views, a beautifully maintained yard, with the flexibility of a lower-level bedroom/bath with a separate entrance, ideal for guests, extended family, or potential rental use. The property also features a dedicated heated workshop, two sheds and valuable irrigation rights that support the lush landscape. While some updating could further enhance the home, it has been priced with improvements in mind, creating an attractive opportunity in one of Ashland's most desirable neighborhoods. Conveniently located near Southern Oregon University and the restaurants, shops, and cultural attractions of downtown.

1150 Hillview Drive, Ashland
$595,000
3 Beds ⋅ 3 Baths ⋅ 220224168 MLS ⋅ 2,287 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
Welcome to this stunning 1993-built home on a private .29-acre lot. Dramatic floor-to-ceiling windows flood the front rooms with natural light and frame the gorgeous scenery. The main floor features 2 bedrooms, including a large primary suite and walk-in closet, a main-level office/3rd bedroom with built in Murphy bed, 2 full baths, a cozy den, a sunroom, a huge front living room with vaulted ceilings and separate dining space. The eat-in kitchen offers plentiful storage in a serene setting overlooking the hills. The basement has an additional room with a craft room already set up to be a photographer's dark room with ventilation, a sink, and a half bath. Outside is a terraced backyard with gazebo and a huge half wrap around deck all providing spectacular views. Complete with an attached 2-car garage. A Newer roof, washer, dryer, dishwasher, and Air conditioning unit all installed/replaces in 2023 and 2024. Minutes from hiking trails, parks, schools, and shopping! Move in ready.

1536 Pinecrest Terrace, Ashland
$560,000
3 Beds ⋅ 2 Baths ⋅ 220224331 MLS ⋅ 1,418 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Charming and tastefully updated 1965 Ashland bungalow with exceptional curb appeal. Thoughtful improvements throughout include new flooring, fresh interior paint, and a beautifully remodeled primary suite featuring a spacious walk-in closet and updated bathroom. The inviting living room showcases a striking wood-burning ,rock fireplace creating a warm and welcoming gathering space. The kitchen has been refreshed with new hardware and charming beadboard wainscoting, blending character and functionality. Outside, the backyard is a true standout with newly terraced landscaping, retaining walls, and raised garden beds designed for both beauty and function. Enjoy relaxing or entertaining on the private patio, the perfect spot for morning coffee or an evening beverage. Conveniently located near hiking trails, a park and Ashland's outdoor recreation opportunities, this move-in ready home combines classic character with modern updates in a desirable setting.

492 Herbert Street, Ashland
$599,900
3 Beds ⋅ 2 Baths ⋅ 220223926 MLS ⋅ 1,538 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Welcome to this wonderful Craftsman-style home in one of Ashland's most desirable neighborhoods, complete with its own charming neighborhood park. A spacious covered front porch sets an inviting tone from the moment you arrive. Once inside, natural light fills the home through custom windows and skylights, creating a warm and welcoming atmosphere throughout. The floor plan offers a formal dining room plus an open-concept kitchen and living area, ideal for both everyday living and entertaining. The kitchen features a gas range and generous counter space, while the living room centers around a cozy gas fireplace and access to the backyard. The expansive primary suite includes skylights, a large walk-in closet, and direct backyard access. Outside, enjoy one of the larger yards in the neighborhood, featuring a flower garden, two patios and a lovely lawn area perfect for relaxing, gardening, or gathering with friends.

426 Parkside Drive, Ashland
$505,000
3 Beds ⋅ 2 Baths ⋅ 220223843 MLS ⋅ 1,576 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
Charming Ashland home tucked behind a solar-powered privacy gate + fully fenced front & back yard. Solar panels, double paned windows, zoned AC, hardwired internet, analog electric meter & new water heater. Stunning hardwood floors in the living room, highlighted by a beautiful brick mantle that adds character to the space. The galley-style kitchen features a gas range, tile backsplash, tile flooring, reverse osmosis system at the sink, & located adjacent to the dining area w/ a cozy wood stove. Primary suite w/ heated floor in the ensuite bath + a tile shower. Oversized covered back deck overlooking the backyard & bonus guest quarters/office space. Additional features include mature landscaping, well (buyer to do their own due diligence), organic garden, oversized 2-car garage w/ workshop space +220 voltage, and a large driveway with abundant parking, including room for an RV. This is a property you truly must see to appreciate, ideally situated in a prime close to downtown location.

1423 E Main Street, Ashland
$621,000
3 Beds ⋅ 2 Baths ⋅ 220223772 MLS ⋅ 2,009 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
Tucked in a private cul-de-sac, this thoughtful home offers character & beautiful views of the surrounding hills, on a third-acre lot near hiking trails & convenient access to town. Custom hand-crafted cherry cabinetry, bamboo and hickory hardwood floors create an inviting atmosphere. High ceilings, tall windows & fireplace anchor the spacious living room, while the split-level layout adds flexibility with a lofted reading nook, dedicated office w/ French doors, & an open kitchen. Designed for both everyday living & entertaining, the kitchen features Corian countertops, brand-new fridge, soft-close cabinetry. Primary suite opens to a private balcony. Outside, enjoy the pool, hot tub, multiple decks, and plenty of space to gather or take in the views. Well maintained w/ numerous system updates, including HVAC, furnace, service panel, and vinyl double-pane windows. Bonus attic storage room & RV parking available. A welcoming home filled with craftsmanship, comfort & space to relax.

565 Henley Way, Ashland
$550,000
3 Beds ⋅ 2 Baths ⋅ 220223426 MLS ⋅ 1,202 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Thoroughly updated midcentury bungalow with detached guest cottage on a spacious 0.15-acre lot with alley access in the heart of Ashland's historic Railroad District. Extensive recent improvements to main home include all-new cement board siding and trim, double-paned vinyl windows, interior and exterior doors, bathroom vanity and tub shower, dishwasher and butcher block counter, composite back deck and front porch, ductless mini-splits, waterproof vinyl tile flooring, refinished solid oak hardwood, poured concrete entry, and new gutters from 2025 to 2026. Separately metered guest cottage with private fenced yard, three alley parking spaces, all new carpets in 2026, full kitchen with Viking gas range oven, ductless mini-split, vaulted living and bedroom with skylight, enclosed porch, and full bathroom with shower. Detached storage shed, mature trees, grass lawn, fresh mulch, and new irrigation system for front plantings. Inquire for details!

840 B Street, Ashland

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Last updated: