Homes for sale in Winston Oregon

Welcome to John J Howard & Associates Real Estate web site for finding homes for sale in Winston Oregon. If you find any homes that you need additional information, please call our office at 541-663-9000.

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Residential

2090 ROBERTS MOUNTAIN RD, Roseburg, OR 97470

4Bedroom(s)
6Bathroom(s)
32Picture(s)
10,500Sqft
Welcome to this extraordinary one-of-a-kind home in Roseburg! A rare custom built masterpiece that sits atop a private mountain w/ unobstructed views overlooking the city.
$3,325,000

Residential

4189 UPPER OLALLA RD, Winston, OR 97496

3Bedroom(s)
1Bathroom(s)
32Picture(s)
1,841Sqft
608 acre ranch nestled in the Olalla Valley, with just under 1 mile of year round creek frontage! Approximately 115 acres of irrigatable bottom ground, could grow a variety of crops. The remainder of the property consists of sloping hillside pastures and a variety of hardwood and evergreen trees. 1910 farmhouse,68x96 pole barn,36x36 century barn, feederbarn and 6+ fenced pastures.
$1,375,000

Residential

4967 OLALLA RD, Winston, OR 97496

1Bedroom(s)
21Picture(s)
1,104Sqft
NICE RANCH INCLUDING GRADUAL SLOPED PASTURE AND BOTTOM GROUND WITH OLALLA CREEK WATER RIGHTS. ADORABLE 1920 FARM HOUSE WITH LOG SIDING AND METAL ROOF. NUMEROUS SPRINGS AND ROADS. BEAUTIFUL HUGE SEASONED HOME SITE WITH PANORAMIC VIEWS OF THE VALLEY. ELK DEER AND TURKEYS. FENCING FOR ANIMALS.NUMEROUS MAPPED ROADS AND SPRINGS. DECENT SIZED HAY BARN AND DECENT SIZED WORKSHOP BARN.
$1,300,000

Residential

950 BOOMER HILL RD, Myrtle Creek, OR 97457

2Bedroom(s)
1Bathroom(s)
32Picture(s)
890Sqft
Unique Opportunity to own a ranch that has several sources of Income from grazing lease. 244+ acres of rolling timber and pasture & 2.2 Mil. Board feet of timber. BLM & large ranches border the property, with 2 ponds many stocked with fish. two-bay garage/shop. RV hook-up. Small but well built caretaker home. Wildlife include Elk,Deer,Turkeys and water fowl and upland birds.
$1,275,000

Residential

377 PARKINSON RD, Winston, OR 97496

4Bedroom(s)
5Bathroom(s)
32Picture(s)
4,218Sqft
A gorgeous luxury home! Tucked away on the river, this home has all of the amenities you desire. You'll be impressed w/the great room quality craftsmanship, vaulted ceilings, & oversized windows. Home installed w/surround sound. Spacious primary suite w/walk-in shower & great tub. All bedrooms are on-suites. Gourmet kitchen, open concept floor plan to entertain inside & out.
$1,250,000

Residential

375 PORTER CREEK RD, Winston, OR 97496

4Bedroom(s)
3Bathroom(s)
31Picture(s)
3,000Sqft
Bring your vision to 41+ acres of private paradise, hidden in the Umpqua Valley hills. Wild Rose Vineyard was planted in 1995 with "old world" viticulture practice. 12 acres currently planted with room to grow. Pond and creek running through the property. Winery building with tasting room and second level for office space. Classic 4 Bedroom Farmhouse with charm.
$800,000

Residential

161 VINTAGE LN, Myrtle Creek, OR 97457

8Bedroom(s)
8Bathroom(s)
20Picture(s)
3,986Sqft
222.67 acres of pasture and woodland with 2 homes and a duplex. Great rental investment property or Family compound. Has community water, 3 septic systems, fenced, pasture is leased. Main house is 2 bedroom 2 bath, second dwelling 3 bedroom 1 bath. Duplexes are 1 bedroom 1 bath each. Barn, shop, garage. Sold As Is. Has pipeline easement.
$795,000

Residential

950 BOOMER HILL RD, Myrtle Creek, OR 97457

2Bedroom(s)
1Bathroom(s)
31Picture(s)
890Sqft
Unique Opportunity to own a small ranch that has several sources of Income from grazing lease and Merchantable timber.The property has an abundance of wildlife including ELK, Black Tail Deer, Turkeys, Quail and waterfowl. The large spring fed pond is stocked with Bass, Crappieand catfish. Enjoy an excellent territorial views from the coastal range to the Cascade range.
$675,000

Residential

13450 LOOKINGGLASS RD, Winston, OR 97496

6Bedroom(s)
2Bathroom(s)
32Picture(s)
2,280Sqft
Development dream builder potential on 55 acres. Was a vineyard in the past. Fenced farm house, covered front porch and covered second story balcony walkout patio. Storage outbuildings. Acreage has a rear partial border with the Wildlife Safari. Beautiful rolling hills with grassy land, irrigation water rights for crops if rezoned. Old vineyard. Acreage to build a greenhouse, garden or RV storage.
$652,000

Residential

591 NW DOUGLAS BLVD, Winston, OR 97496

3Bedroom(s)
16Picture(s)
1,576Sqft
Currently Wheel and Upholstery business W/3 bay with 1 bedroom studio and 2 bedroom main house. Main house has large multipurpose room, laundry inside, Both with New roof, newly remodeled bath, new flooring, fresh paint, storage building, RV hookups lot of parking, GREAT OPPORTUNITY FOR BUSINES AND ON SITE LIVING. Great visibility for any business. New businesses going in the next block.
$579,000

Residential

495 WINSTON SECTION RD, Winston, OR 97496

3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,776Sqft
Large well maintained 3 bed 2 bath home with potential 4th bedroom. This home is surrounded by the Brosi Sugar Tree farm and fruit lands on three sides giving it a quiet country feel while still just minutes from downtown Winston. Two large shops, a garage and a generous storage shed.
$450,000

Residential

142 PINNACLE LN, Roseburg, OR 97471

3Bedroom(s)
2Bathroom(s)
24Picture(s)
1,677Sqft
You'll love this quiet, secure home in the beautiful "highlands at Vista Ridge" neighborhood, a 55+ gated community. Many upgrades throughout the home have been made for comfort and ease. The stunning views of the valley from your back porch will be a terrific way to start your day every morning. secure fenced and lighted RV parking is available on-site. Visit http://www.highlandshoa.
$415,000

Residential

2162 TENMILE VALLEY RD, Tenmile, OR 97481

2Bedroom(s)
2Bathroom(s)
32Picture(s)
1,748Sqft
Gardening and sheep grazing on 4.8 acres. Large 46x29 shop with RV door, two rooms that could be dual living bedrooms. Covered front porch and back patio amidst the private back yard herb gardens. Dividable acreage with two horse stall barn, greenhouse, cleared pasture land for potential hay, some fencing. Fruit trees: peach, dwarf Stella cherry, apple, pear, apricot, plum, fig, goji.
$389,900

Residential

2043 LINNELL AVE, Roseburg, OR 97471

4Bedroom(s)
3Bathroom(s)
31Picture(s)
2,700Sqft
Large top-of-the-hill home in Green District of Roseburg. Built in 1979, this home offers 2 lots totaling 0.40 of an acre. Oversized 2 car garage with additional 900 sqft gated carport & RV parking.
$379,000

Residential

180 SE LEBLEU LN, Winston, OR 97496

3Bedroom(s)
2Bathroom(s)
17Picture(s)
2,082Sqft
Beautiful, one level home with open floor plan, vaulted ceilings, laminated floors throughout, ceiling fans recessed lighting and plenty of storage. Office/library could be used as 4th bedroom. 2 car attached garage.
$369,000

Residential

172 ROWAN ST, Roseburg, OR 97471

3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,556Sqft
Single level, move-in-ready home located in a great neighborhood. Features include 3 bedrooms, 2 baths, bonus den/office, vaulted ceilings in the living areas, large living room that opens to dining & pass-through into kitchen, gas fireplace, laundry room, & split bedroom floor plan. New wood-look laminate plank flooring in living, dining, & den; plus, new carpeting in bedrooms.
$358,000

Residential

364 SE THOMPSON AVE, Winston, OR 97496

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,512Sqft
Custom New Construction with decorative concrete walks and ramp to front door. Walk-in tower shower in master. Vaulted ceilings in great room. Custom cabinets with custom countertops. Covered back porch with gas hook-up for BBQ and gas available throughout home.
$354,900

Residential

429 NW PINTAIL AVE, Winston, OR 97496

3Bedroom(s)
2Bathroom(s)
9Picture(s)
1,568Sqft
New Home in nice Winston neighborhood! Home features open floor plan, primary bedroom with 6x12 walk-in closet, patio off of kitchen, and large laundry room. Taxes are for lot only. Square footage is approximate.
$349,900

Residential

731 BLOSSOM CREEK RD, Winston, OR 97496

2Bedroom(s)
2Bathroom(s)
25Picture(s)
1,056Sqft
Wanna get away? Private 30+ wooded acres, only 7 miles from Winston! Fixer doublewide, shop, TONS of parking! Fix up the house or build a new one! Some merchantable timber and some reprod.
$349,000

Residential

2234 BURDETTE DR, Roseburg, OR 97471

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,630Sqft
Do not miss this 3 bedroom, 2 bath updated home featuring new roof, kitchen cabinets, appliances, Bath fixtures, heat pump, water heater, floor coverings, interior paint and more. Property features a large fenced back yard.
$344,900

Residential

380 NE ROSE RIDGE DR, Winston, OR 97496

3Bedroom(s)
2Bathroom(s)
17Picture(s)
1,537Sqft
$3,000 LANDSCAPING CREDIT TO BUYER! Brand new, one-level, 3 bedroom, 2 full bath home with 2 car garage, and covered patio on a corner lot! Interior features open concept living/dining/kitchen with granite countertops and custom alder cabs, huge island, gas range, 9 foot ceilings and custom cabinets! Master bath has his/her sinks, and step in shower.
$339,900

Residential

685 SE LANOLA ST, Winston, OR 97496

3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,580Sqft
Brand new! Very attractive, one-level home with upgraded features! Kitchen with island, quartz counters, stainless steel gas range, eating bar, dining room! Vaulted ceiling over the great room, kitchen and dining room with a patio in the backyard. Combination of laminate flooring in living spaces, tiled bathrooms and laundry room, and carpeted bedrooms! Spacious bedrooms.
$339,900

Residential

257 NE BRAMBLE ST, Winston, OR 97496

3Bedroom(s)
2Bathroom(s)
5Picture(s)
1,501Sqft
Quality new construction home on a dead end street in an area of newer homes. Enjoy the over 1,500 sqft home including three large bedrooms, two bathroom, and spacious living areas.
$339,900

Residential

4107 HERMOSA WAY, Roseburg, OR 97471

4Bedroom(s)
1Bathroom(s)
19Picture(s)
1,453Sqft
This beautiful well-maintained one level home sits on a large flat lot that is perfect for pets and kids. The primary bedroom offers two closets (one walk-in) and is separate from the other three bedrooms.
$335,000

Residential

2568 ROBERTS CREEK RD, Roseburg, OR 97470

4Bedroom(s)
2Bathroom(s)
32Picture(s)
1,917Sqft
Looking for privacy? Come see the possibilities of this 4 BR 2 BA home tucked away on 6 Acres! The views are fantastic and you'll enjoy the country living. This home offers many convenient living areas with a living room, family room, and dining room, office. Enjoy a master bedroom with a walk in closet and a master bath with jetted tub.
$330,000

Residential

643 CALLAHAN DR, Roseburg, OR 97471

3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,032Sqft
OPEN HOUSE Saturday 10/9/21 from 12pm - 2pm.Move in ready 3bd/2ba home built in 2005 located in River Crest Estates! This home features beautiful hard wood flooring throughout, very open & bright feel & amazing views for you to enjoy from your back patio.
$305,000

Residential

4341 HAPPY VALLEY RD, Roseburg, OR 97471

3Bedroom(s)
1Bathroom(s)
14Picture(s)
1,573Sqft
Secluded feel just minutes from town. 2.08 acres with barn and garden area. This property offers many opportunities with a relaxed location. Views of pasture and rolling hills. Appliances included.Schedule your showing today.
$289,000

Residential

2169 DEL MAR DR, Roseburg, OR 97471

3Bedroom(s)
1Bathroom(s)
28Picture(s)
1,400Sqft
Cute home on coveted corner lot. With a large back yard and mature trees, this home is prime for entertaining. Two driveways provide parking options in the front and side. Access to the detached garage comes from the side driveway. There's easy access and plenty of room to add RV or Boat parking next to the side driveway. New roof in June 2021.
$277,900

Residential

676 SE HALL ST, Winston, OR 97496

3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,404Sqft
Check this one out! So much potential and a great investment opportunity! Large lot with a double garage and bonus in-law/rental space! This home has a great floor plan with wonderful natural lighting. Vaulted ceilings in the living room with tall ceilings throughout. The kitchen features tons of storage space with an open eating bar to the living room. 3 spacious rooms with a large master suite.
$270,000

Residential

271 SE HUNGERFORD LN, Winston, OR 97496

3Bedroom(s)
1Bathroom(s)
20Picture(s)
1,416Sqft
Ranch style 1 level 3 bedroom 1.5 bath 1416 sq ft newly painted inside and out. RV parking, new vinyl floors, on suite primary bedroom. large family room. Turn key move in ready.
$269,000

Residential

10364 COOS BAY WAGON RD, Roseburg, OR 97471

2Bedroom(s)
1Bathroom(s)
13Picture(s)
528Sqft
Just over 27 acres with Wilson Creek flowing through the middle of this property. Beautiful parcel to place your new home or use as a personal retreat. Located at the base of the mountains not far from hiking, fishing, hunting or just peaceful mountain drives. New price now includes the timber with the sale.
$249,000

Residential

960 BENEDICT RD, Winston, OR 97496

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,344Sqft
Located just four miles from Ben Irving Reservoir this property is a hunting and fishing paradise. Private, wooded 10.5 acres with gorgeous territorial views. Perfect place to build your dream home or set up a new manufactured. This property has a secluded feel but is just a short drive from Winston. The existing 1979 double-wide is of no value due to failed roof.
$235,000

Residential

1685 GREEN SIDING RD, Roseburg, OR 97471

3Bedroom(s)
2Bathroom(s)
32Picture(s)
924Sqft
So many possibilities! Affordable starter home. Remodeled 3 bedroom, 2 bath home on a fully fenced and gated level lot. Move-in-ready including washer and dryer. Covered front porch. M2 zoning so you can work and live here or have your business and use the home as a caretakers cottage. Fully rocked for easy-care maintenance & parking. Raised beds for vegetables or flowers.
$179,000

Residential

135 HULT AVE, Dillard, OR 97432

2Bedroom(s)
1Bathroom(s)
17Picture(s)
744Sqft
Cute Cottage/Bungalow style with a front porch on nice .24 acre lot. Lots of parking with room for RV/boat. Large covered patio off living room area with kitchen open to living room. Windows updated. There is also an attached carport for parking and detached tool shed for storage and the yard is fenced. South Umpqua River is about 4 blocks away. Property is in flood plain.
$144,900

Residential

274 NW CIVIL BEND AVE, Winston, OR 97496

2Bedroom(s)
2Bathroom(s)
26Picture(s)
924Sqft
Opportunity knocks! Enjoy low cost living at its best on this cozy .21 acre lot. Quality wood fencing lines the boundaries of this property to create a private, secluded feel in the front & back yards. Also featured is a covered carport and a small enclosed shop/storage area. A covered Trex deck leads you into this well cared for home that flows nicely with a split layout.
$134,900

Residential

200 EMILS WAY #3, Roseburg, OR 97471

2Bedroom(s)
1Bathroom(s)
16Picture(s)
672Sqft
Adorable home that is conveniently located near public schools & shopping! Recently remodeled with newer appliances, kitchen sink, flooring, front deck. Great open floor plan. All kitchen appliances, and washer/dryer included with sale of property.
$30,500
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