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$650,000
2 Beds 1 Baths 220225643 MLS 2,113 SqFt. 13,068 Sqft. Lot 0.30000000000000004 Acres
Opportunity to own an historic two bedroom, one bath, 1,233 square feet, 1925 Craftsman-style home Above the Boulevard with easy access to town and all the amenities Ashland has to offer. This gracious property has been lovingly maintained by its present owner for the last thirty-four years. From the welcoming and covered front porch to the spacious, light-filled interior everything about this property harkens back to a time when life was a little slower. This single-story home with a full basement sits on a level .3 acre lot with a duplex that backs to the alley. Properties like this don't often come on the market. Home is located in ''The Siskiyou-Hargadine Historic District.'' Buyers are encouraged to do their own due diligence and check with the City Ashland regarding the legality of existing structures and possibilities for expansion.

363 Beach Street, Ashland

$3,995,000
2 Beds 1 Baths 220225545 MLS 1,649 SqFt. 39,087,259 Sqft. Lot 897.32 Acres
The Four Corners Ranch offers 897.32 acres of productive timberland on the south side of Mount Ashland, near the California border. This is a rare legacy holding that pairs a strong timber inventory with live water, recreation, and several structural improvements. Elevations range from 3,600 to 4,900 feet across varied topography, supporting consistent, reliable timber growth. Current stocking is estimated at 7.7 MMBF Douglas fir, 4 MMBF white fir, 5.9 MMBF pine, and just under 1 MMBF cedar. Located in the Rogue hunting unit, an area known to produce quality black-tailed deer, the ranch is ideal for hunting and outdoor recreation. Live water, diverse terrain, and direct access to vast public lands add to its appeal. Whether acquired for merchantable timber value or held as a generational asset, the Four Corners Ranch is a genuine opportunity to own a productive expanse of land in Southern Oregon. Additional documentation available upon request.

Hungry Ridge, Ashland

$405,000
1 Beds 1 Baths 220225420 MLS 861 SqFt. 871 Sqft. Lot 0.02 Acres
Welcome to this charming cottage in the peaceful Creekside Cottages of Ashland, where mature trees, serene pond and lush green space create a park-like setting just minutes from downtown. This unique home lives much larger than its stated 861 square feet, offering a spacious bedroom and two versatile flex rooms--ideal for a guest room, office, hobby space, or bonus room. Inside, you'll find beautiful hardwood floors, tile accents, Corian countertops, custom lighting, a spacious tile shower, and a bright, open layout filled with natural light. The kitchen features stainless steel appliances and a large island with a genuine butcher block top. LeafFilter gutter guards were added in 2021 for easy maintenance. Enjoy a relaxed lifestyle with the convenience of walking to Ashland's restaurants, coffee shops, parks, and local amenities. Move-in ready.

2277 Siskiyou Boulevard, 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

$310,000
2 Beds 1 Baths 220224865 MLS 900 SqFt. 871 Sqft. Lot 0.02 Acres
Beautiful, move in ready 2-bed / 1 bath condo, within a short walk to downtown Ashland, coffee shops , restaurants , shopping, & Southern Oregon University . Nice and bright natural light throughout with skylights in the living area. The kitchen has granite counters with stainless-steel appliances. Open floor plan flows into a spacious great room with 9ft ceilings and plenty of windows to take in the surrounding mountain views including Grizzly peak. Natural Fir doors and trim throughout. Ductless heating and air. Don't be fooled by the sq ft, this condo has a feel that it is much bigger. A modern and aesthetically pleasing living space in a small association. Don't miss out on this rare opportunity to own a low maintenance home in Ashland. The unit is upstairs. HOA includes, fencing, exterior siding gutters, down spouts and roof.

1249 Iowa, Ashland

$400,000
2 Beds 1 Baths 220224333 MLS 704 SqFt. 7,405 Sqft. Lot 0.17 Acres
Move-in ready and professionally cleaned, this charming cottage features central heating and air conditioning, along with numerous updates throughout. Situated on a spacious 0.17-acre lot, the property offers a fully fenced backyard, automatic sprinklers, off-street parking, a garden shed, and a deer-protected garden enclosure--ready for someone to make it shine again. Recent improvements include exterior paint, siding repairs, rebuilt exterior stairs, new luxury vinal plank flooring in the main living area, new tankless water heater, new refrigerator and electric range. The detached bonus room with an efficient wall heat and air AC unit, and abundant light offers endless possibilities as a home office, guest retreat, or hobby room. Conveniently located near downtown Ashland, schools, Grange Co-op, and Ace Hardware.

363 E Hersey Street, Ashland

$789,000
2 Beds 1 Baths 220224351 MLS 1,864 SqFt. 319,730 Sqft. Lot 7.34 Acres
Experience the rural southern Oregon lifestyle on 7.34 acres of mostly flat, park-like property bordered by BLM. This custom built home features passive solar design, hardwood floors throughout and an open floor plan with a finished basement ideal for a guest space or studio. A unique third floor office tower provides an inspiring workspace with elevated views. The property is well-equipped for a variety of uses with a large, wood framed 3,400 square foot shop including 220 power, a 10 foot roll up door and 1,000 sq ft of loft space. Detached cabin with power has a completely remodeled exterior with Hardie board siding. Extensive tree thinning and fire prevention work has been done over the years to help provide a ''park like'' feel on the property as well as defensible space. Conveniently located just 10 minutes to Emigrant lake and 20 minutes to downtown Ashland, this property offers privacy, recreation and opportunity for a homestead or retreat. See list of upgrades attached.

1700 Tyler Creek Road, Ashland

$399,000
2 Beds 1 Baths 220223583 MLS 924 SqFt. 871 Sqft. Lot 0.02 Acres
Welcome to one of Ashland's most desirable locations - Phillips Corner, just minutes from downtown Ashland. This beautiful 2 bedroom/1 bathroom townhouse was thoughtfully built by KDA Homes with efficiency and sustainability in mind and meets Earth Advantage certification standards. The home features high-efficiency mini split HVAC systems for year-round comfort & energy savings. The kitchen offers ample countertop space, a pantry, and stainless steel appliances, including a gas range, microwave, dishwasher, and refrigerator. Enjoy elegant living spaces & a private balcony, perfect for relaxing outdoors. HOA dues are very affordable and include beautifully maintained landscaping, garbage service, and access to a community playground. The property also features a spacious 2-car garage. Ideally located in the heart of Ashland, you will be just minutes from downtown shopping, dining, entertainment, SOU, and nearby parks, allowing you to fully enjoy everything Ashland has to offer.

61 S Mountain Avenue, Ashland

$198,000
2 Beds 1 Baths 220223509 MLS 399 SqFt. 1,314,640 Sqft. Lot 30.18 Acres
Escape to the mountains just 35 minutes from downtown Ashland at The Cabins at Hyatt Lake. Surrounded by pines and just a short walk from the water, this fully furnished retreat offers the perfect balance of peaceful cabin living and successful vacation rental income. One of only 10 authorized vacation rentals in the community, it's a rare opportunity to own a turnkey four-season getaway in one of Southern Oregon's most unique recreational settings. Inside, vaulted wood ceilings and warm natural light create an inviting space to relax after days spent boating, hiking, fishing, or exploring nearby trails. The efficient layout includes a main-level bedroom and bath plus loft sleeping space above. Outside, enjoy the wraparound deck, hot tub, and quiet forest setting. Oversized shared 2-car garage included for boats, snow toys, and outdoor gear, with year-round recreation right outside your door.

7979 Hyatt Prairie Road 43 Unit 43, Ashland

$235,000
2 Beds 1 Baths 220223508 MLS 640 SqFt. 1,314,640 Sqft. Lot 30.18 Acres
The cabin of your dreams is waiting for you just 35 minutes from downtown Ashland at The Cabins at Hyatt Lake. Tucked into the trees near the shores of the Lake, this peaceful mountain getaway offers the kind of escape people search for and rarely find. With one of the larger and more desirable layouts, the added bump-out creates extra room to relax, gather, and enjoy every season. Vaulted wood ceilings, warm natural light, and a spacious open living area create an inviting place to unwind after a day on the lake, hiking nearby trails, or winter adventures in the snow. Step outside to the wraparound deck, enjoy coffee in the crisp mountain air, soak in the hot tub, and take in the quiet forest setting. Never used as a rental, this fully furnished retreat is truly turnkey. Main-level bedroom and bath, loft sleeping space above, and an oversized shared 2-car garage for boats, gear, and toys complete the package. Just a short walk to the lake and endless outdoor recreation year-round.

7979 Hyatt Prairie Road 42 Unit 42, Ashland

$500,000
2 Beds 1 Baths 220223449 MLS 1,326 SqFt. 6,098 Sqft. Lot 0.14 Acres
First time on the market in 30 years, this super sweet cottage in the historic Siskiyou-Hargadine district is full of charm and artistic character. This thoughtfully designed 2 bedroom, 1 bath home offers approximately 1,326 sq ft of light-filled living space with an open feel, vaulted ceilings, and abundant natural light throughout. Recent updates include a beautifully remodeled kitchen and bathroom in 2025, along with a new roof in 2026. The home features inviting sitting, living, and dining areas, plus an attached studio/office with a separate entrance -- perfect for creative space or home office. The fully deer-fenced, pet-secure yard was completed in 2026 and includes mature landscaping, a peaceful water feature, sitting deck, and gazebo ready for a hot tub. Additional highlights include 2 off-street parking spaces and 3 custom utility sheds for storage or gardening needs.

75 Dewey Street, Ashland

$419,000
2 Beds 1 Baths 220222831 MLS 1,253 SqFt. 8,276 Sqft. Lot 0.19 Acres
Charming 2 bdrm, 1 bath home with large great room. Original hard wood floors. Gas brick fireplace and brand new appliances. Large windows & skylights throughout make this a light filled home. Kitchen remodeled in 2010 with handcrafted cabinetry, soft close drawers & granite counter tops. Custom tile & river rock in bathroom shower. Mini duct heating & air. Great room features 3 sliding glass doors, 3 skylights. Enter the backyard & find an urban homestead environment with fruit trees and a pond. Also in the garden, an insulated 8x10 room that could be used for an office, a magical 2 story playhouse with large windows, is insulated & has electricity. Playground w/swing set & monkey bars. Storage shed with covered deck and separate tool shed. Fully fenced. New roof in 2017. Lots of storage & parking space. R-2 zoning. Conveniently located with Southern Oregon University, public pool, Garfield Park, tennis courts, middle school & elementary schools within blocks.

1312 Iowa Street, Ashland

$320,000
1 Beds 1 Baths 220222661 MLS 600 SqFt. 1,306 Sqft. Lot 0.03 Acres
Award-winning & impeccably maintained, this charming Verde Village home offers an exceptional blend of comfort, efficiency & style. Owned solar provides year-round energy savings, while the private front courtyard creates a welcoming entrance & peaceful outdoor retreat. Beautiful landscaping & colorful plantings enhance the home's curb appeal. Inside, expansive windows fill the home with natural light & frame lovely mountain views. The bright, open floor plan features granite countertops throughout, elegant wood & tile flooring, & a beautifully tiled shower that adds a touch of luxury. Thoughtfully designed living spaces offer both comfort & functionality for everyday living & entertaining. Residents enjoy access to a community garden, creating a vibrant neighborhood atmosphere. Ideally located near the dog park, this special home combines quality finishes, scenic views, abundant sunshine & carefree living in one of Verde Village's most desirable settings.

106 Dunn Circle, Ashland

$400,000
2 Beds 1 Baths 220222433 MLS 1,630 SqFt. 11,325 Sqft. Lot 0.26 Acres
Charming historic fixer-upper on a private 0.26-acre lot with mature trees and incredible pollinator garden featuring 70+ plant species, lovingly cultivated over 30 years. New roof in 2019, new fencing in 2012, and new central ducting with gas furnace in 2006. Living and dining with solid oak floors and glass door to front office. Kitchen with antique gas stove, butcher block and tile counters, operable casement bay windows, wood and glass display cabinets, double sink with updated hardware, under-sink water filtration, and new dishwasher in 2023. Spacious main-level bedroom with closet, full bathroom with clawfoot tub shower, and sitting room with stairs to vaulted upper bedroom with closet. Backyard with deck and hot tub, raised beds, perennials, detached garage shop with alley access, and excellent potential for ADU or second dwelling. Centrally located above the boulevard in the desirable Siskiyou-Hargadine District near Triangle Park. Bring your ideas and inquire for details!

324 Liberty Street, Ashland

$375,000
2 Beds 1 Baths 220219842 MLS 886 SqFt. 4,791 Sqft. Lot 0.11 Acres
Charming single-level cottage in one of Ashland's most desirable locations, with stunning views of Grizzly Peak. This clean, well-maintained home features new flooring throughout and an inviting, light-filled interior, with two bedrooms plus a detached bonus room (not included in sq. footage), perfect for home office or studio. Additional storage can be found in the spacious basement. Large undeveloped adjoining lot (not included in the sale) gives the property a feeling of openness and privacy. Among the cherry and apple trees, grapevines and herb garden, enjoy peaceful mornings on the porch, a perfect spot for coffee while taking in the quiet neighborhood. Ideally located close to downtown Ashland, Lithia Park, the Oregon Shakespeare Festival, Southern Oregon University, dining, and nearby hiking and biking trails.

480 Harrison Street, Ashland

$340,000
1 Beds 1 Baths 220219223 MLS 983 SqFt. 871 Sqft. Lot 0.02 Acres
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 including electric Maytag range oven, and vaulted dining area. Spacious main-level bedroom with closet, full bathroom with tiled floor, vanity, and tub shower surround, plus a fully enclosed 112 SqFt sunroom or office with operable casement windows. Loft or guest bedroom with access to large attic storage area. Laundry closet with washer and dryer. New Lennox air handler and S30 smart thermostat installed by Metal Masters in 2022. Association dues of $185 per month cover all landscaping and maintenance of common areas, trash, and recycling. Inquire for details!

2299 Siskiyou Boulevard, Ashland

$555,000
2 Beds 1 Baths 220219190 MLS 1,239 SqFt. 7,405 Sqft. Lot 0.17 Acres
Prime Ashland location, single level and a detached single car garage wired for EV Charger + a workshop situated on a large corner lot. This 2 bed, 1 bath home offers 1,239 sq ft not including extra space in the basement. You'll fall in love w/ the plaster walls, barrel ceilings, arched doorways, built-ins & a quaint entryway that sets a warm, inviting tone. The spacious, open kitchen includes an island, plenty of counterspace & storage. True picture windows fill the space with natural light plus take in the large fenced backyard and oversized deck. Cozy up by the fireplace in the living room and enjoy the thoughtful craftsmanship throughout. Beautiful mature trees and flowers and plenty of space for gardening, recreation, or extra storage. New roofs on both the home and garage round out this Ashland gem. Located in a sought-after neighborhood close to town and everyday amenities--this is one you won't want to miss!

475 Liberty Street, Ashland

$140,000
1 Beds 1 Baths 220219091 MLS 736 SqFt.
Step into a bright, beautifully cared-for top-floor condominium featuring a vaulted living room ceiling, expansive windows, and a seamless flow that makes the space feel both open and inviting. The well-appointed kitchen offers generous counter space, ample cabinetry, and a cozy dining area. Step outside onto your private balcony--perfect for relaxing evenings and fresh air. The spacious bedroom connects easily to a well-designed bathroom with a low-step shower and built-in linen storage, while a full-size washer and dryer add everyday convenience. Located just moments from the clubhouse and fitness center, with easy elevator access to parking and storage, this home blends accessibility with comfort. Enjoy a vibrant, amenity-rich lifestyle with beautifully maintained grounds, walking paths, gardens, an indoor pool, fitness center, and a welcoming calendar of social events, gatherings, and activities.

943 Mountain Meadows Circle, Ashland

$304,000
1 Beds 1 Baths 220217321 MLS 418 SqFt. 365,904 Sqft. Lot 8.4 Acres
Peaceful RETREAT? Legacy family hunting cabin? Remote OASIS? Once you get here, you'll never want to leave. Located along Jenny Creek, this 8.4 acre property overlooks the Cascade Range and is located in the protected Cascade-Siskiyou National Monument. The cozy cabin has a covered porch where you can sit outside and listen to the creek, work on your novel, or return with friends after a day of fishing. Built in 1997, the open floorplan includes a galley kitchen and full bath. The multi-story barn is ready for your animals, your boat, or ideas. Originally part of the Box R Ranch, this was used as a short term rental and visitors enjoyed the nearby Greensprings and Pinehurst Inn. Winters here are magical, with lots of time to enjoy nature and explore this beautiful area.

17637 Highway 66, Ashland

$500,000
2 Beds 1 Baths 220216331 MLS 1,064 SqFt. 3,920 Sqft. Lot 0.09 Acres
Choice corner lot located in the Verde Village Community. This welcoming single level 2 bed, 1 bath cottage offers 1,000+ square feet of comfortable living. You're sure to enjoy the calming effect of the chic, beautiful finishes throughout the home while taking in abundance of natural light. The home's thoughtful layout & inviting feel make everyday living easy. Vaulted ceilings in the living and primary bedroom. Primary bedroom offers Quartz counter tops, two closets and spa-like bathroom. The large slider off the dining area leads to the back patio + fully fenced backyard provides a surprisingly private outdoor retreat. Blending a sought-after location with privacy, this property captures the best of Ashland living. Close proximity to Helman School, the bike path + local dog park. Designed to meet the Net Zero Earth Advantage Platinum standards w/ mini-splits, a tankless hot water heater, a metal roof & passive solar. A nearby detached single-car garage plus two storage sheds.

98 Dunn Circle, Ashland

$250,000
1 Beds 1 Baths 220216225 MLS 879 SqFt.
Updated top-floor condominium with panoramic views of the Siskiyou Mountains and Ashland hills, located in the desirable 55+ community of Mountain Meadows! New carpet, new baseboards, fresh interior paint, updated lighting, refinished kitchen cabinets with new hardware, and new waterproof vinyl plank flooring. Vaulted dining and living room with built-in bookcases and gas fireplace. Private covered view balcony access from living or bedroom. Kitchen with new stainless GE electric range oven. Nearby elevators to clubhouse or lower parking garage with dedicated parking space and storage area. Fitness center, full-time personal trainer, indoor pool, library, game room, wood shop, interest groups, free concerts and events, happy hours, on-site movies, book and video libraries, workrooms, and community gardens. Association dues cover all facilities and amenities, on-site dining hall meal credits, exterior maintenance, common area landscaping, and property management. Inquire for details!

942 Mountain Meadows Circle, Ashland

$325,000
1 Beds 1 Baths 220215889 MLS 913 SqFt. 871 Sqft. Lot 0.02 Acres
This 1 br/1bath 2nd-floor corner condo greets you w/ sunlight pouring through generous windows, illuminating the inviting finishes that give the space its timeless, easy charm. Its open floor plan unfolds naturally, with the living area flowing into the kitchen with abundant counter space, ample storage, & brand-new appliances waiting to be used for the very first time. You'll love spending your mornings on your private balcony gazing out toward the Cascade Mountains as the light shifts across the peaks. Even workdays feel lighter here, thanks to a dedicated office nook that keeps productivity close to comfort. With its own dedicated laundry area & built-in storage, even the practical parts of life feel organized & beautifully tucked away. Perfectly located minutes from downtown Ashland, the Oregon Shakespeare Festival, shopping, dining, & scenic hiking/ biking trails -- with quick access to I-5 & just 30 minutes north of the California state line -- you're moments from everything!

2205 Ashland Street 210 Unit 210, Ashland

$595,808
1 Beds 1 Baths 220215560 MLS 513 SqFt. 3,114,975 Sqft. Lot 71.51 Acres
Rare opportunity to own 71.51 acres just right outside city limits of Ashland! LOCATION IS AMAZING!! Property consist of 2 additional tax lots. Super cute 2020 built MFG home w/vaulted ceilings & floor ceiling windows w/quartz counters & tile shower & lg wood deck. Near Emigrant Lake this property would be beautiful to build your dream home w/gated entry & gently sloping gravel road to the home w/incredible views of Cascade Mountains & Pilot rock. Creek frontage w/15 acres of water rights from Neil Creek. Trust has invested over $150,000 into the Creek management and rehab planting thousands of native plants. Gently sloping acreage w/pastures for horses or cattle or grape vines. 2 adjoining tax lots including. Priced to SELL! Buyer to do their own due diligence. Potential for maybe possibly another home site?

4201 Highway 66, 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: