Vintage homes for sale & real estate in Douglas County, OR

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ABOUT THIS HOME
Vintage Home for sale in Douglas County, OR:
Tucked behind a private gated entrance on 3.36 acres, this stunning property offers breathtaking valley views, timeless 1950s charm, and an incredible collection of amenities. With 2,973 square feet of single-level living, this home combines character, comfort, and thoughtful upgrades in a truly exceptional setting. Expansive windows throughout fill the home with natural light showcasing the views from nearly every room. The inviting living room features a cozy wood- burning stove and flows seamlessly into the beautifully updated kitchen, complete with a spacious cooking island and high-end finishes. The separate family room offers a large stone fireplace with pellet stove overlooking the h

$989,000

5 beds5 baths3,573 sq ft

3188 NE Hughes St, Roseburg, OR 97470

Expansive windows • Updated kitchen • Cooking island

Jacob Gilman • The Neil Company Real Estate

NEW 3 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Douglas County, OR:
Tucked at the end of a quiet cul-de-sac in desirable West Harvard, this private home offers a spacious floor plan with plenty of natural light! Situated on a large corner lot with additional parking and RV parking, the property features a fully fenced backyard, private back deck, and a storage shed/workshop. Inside, enjoy updated laminate flooring, comfortable carpeted bedrooms, and a stunning floor-to-ceiling gas fireplace that anchors the living space. The primary suite features a walk-in closet and an updated bathroom with a custom tile walk-in shower. The main bathroom has also been updated with beautiful custom tile work and an easy-access walk-in shower. With four bedrooms, there is p

$345,000

4 beds2 baths1,324 sq ft

525 W Warren Ct, Roseburg, OR 97471

Private back deck • Large corner lot • Storage shed

Shae Ellison • Platinum Realty

ABOUT THIS HOME
Vintage Home for sale in Douglas County, OR:
Take in the views across east Roseburg from your covered front porch, or unwind in your fully fenced, private backyard retreat. Located just inside the city limits of Roseburg Oregon with a tucked-away feel, this updated, single-level home offers 2 bedrooms, 1½ baths and approximately 1,032 square feet on a 0.19-acre lot. The kitchen features granite countertops, a built-in dishwasher and microwave, and some nice built-in features. The home also has laminate flooring and built-in features throughout. Cozy up beside the newer pellet stove or enjoy the convenience of gas forced-air heat and central air conditioning. Updated double-pane vinyl windows and one year old roofs on both the h

$324,900

2 beds2 baths1,032 sq ft

440 NE Miguel St, Roseburg, OR 97470

Covered front porch • Gas forced-air heat • Newer pellet stove

Laura Lynn Walker • Oregon Life Homes

ABOUT THIS HOME
Vintage Home for sale in Douglas County, OR:
Discover the possibilities of country living with this rustic log home set on 16.12 acres, offering plenty of room to spread out and enjoy the peaceful surroundings. Full of character and charm, the home features a spacious primary suite with a loft, walk-in closet, private bathroom and a bonus room with an additional bathroom. With some updating and personal touches, this property has the potential to become a truly special country retreat. Enjoy the outdoors from the expansive covered wrap-around deck, an ideal spot for relaxing, entertaining, or taking in the scenery. The property is well suited for a country lifestyle, featuring several outbuildings, pond and a creek. Whether you're env

$345,500

2 beds3 baths1,418 sq ft

2128 Starveout Creek Rd, Azalea, OR 97410

Walk-in closet • Rustic log home • Bonus room

Nile Stark • RE/MAX Integrity

ABOUT THIS HOME
Vintage Home for sale in Douglas County, OR:
Located in lovely downtown Oakland, this lot provides the perfect spot to build, already equipped with power & sewer. Cash only, as-is - existing structure is of no value. Buyer to do own due diligence regarding all aspects of this property.

$145,000

3 beds1 bath1,057 sq ft

1235 Locust St, Oakland, OR 97462

0.34 acre lot • Built 1945 • Listed 5 days

Willow Pearson • Oregon Life Homes

Property at 4026 Canyonville Riddle Rd, Riddle, OR 97469, 3 beds, 1 bath

$259,000

3 beds1 bath1,152 sq ft

4026 Canyonville Riddle Rd, Riddle, OR 97469

Amanda Nash • Oregon Life Homes

Property at 459 W Fair St, Roseburg, OR 97471, 2 beds, 1 bath

$258,000

2 beds1 bath960 sq ft

459 W Fair St, Roseburg, OR 97471

Lacey Williams • Trueblood Real Estate

Property at 550 Pioneer Way, Winchester, OR 97495, 3 beds, 2 baths

$660,000

3 beds2 baths2,015 sq ft

550 Pioneer Way, Winchester, OR 97495

Melony Marsh • All-Pro Realty Advisors, LLC

Property at 307 Arch Ave, Sutherlin, OR 97479, 3 beds, 2 baths

$329,000

3 beds2 baths1,569 sq ft

307 Arch Ave, Sutherlin, OR 97479

Adrienne Fotopoulos • North County Realty

Property at 858 Glenbrook Loop Rd, Riddle, OR 97469, 3 beds, 2 baths

$395,000

3 beds2 baths1,495 sq ft

858 Glenbrook Loop Rd, Riddle, OR 97469

Rebekah Sexauer • eXp Realty, LLC

Property at 494 Main St, Yoncalla, OR 97499, 4 beds, 2 baths

$359,000

4 beds2 baths1,696 sq ft

494 Main St, Yoncalla, OR 97499

Adrienne Fotopoulos • North County Realty

Property at 567 Willis Ave, Glendale, OR 97442, 1 bed, 1 bath

$115,000

1 bed1 bath504 sq ft

567 Willis Ave, Glendale, OR 97442

Property at 452 Payton Ave, Drain, OR 97435, 3 beds, 1 bath

$289,900

3 beds1 bath1,200 sq ft

452 Payton Ave, Drain, OR 97435

Shane Mast • Oregon Life Homes

Property at 256 Pioneer Way, Winchester, OR 97495, 4 beds, 5 baths

$1,349,000

4 beds5 baths2,900 sq ft

256 Pioneer Way, Winchester, OR 97495

Neil Hummel • The Neil Company Real Estate

Property at 177 SE Pete Ave, Myrtle Creek, OR 97457, 3 beds, 1 bath

$64,900

3 beds1 bath960 sq ft

177 SE Pete Ave, Myrtle Creek, OR 97457

Jared English • Congress Realty

Property at 11 NE Brosi Orchard Rd, Winston, OR 97496, 3 beds, 3 baths

$375,000

3 beds3 baths2,610 sq ft

11 NE Brosi Orchard Rd, Winston, OR 97496

Anthony Beckham • Different Better Real Estate

Property at 111 Edjon Ln, Oakland, OR 97462, 4 beds, 2 baths

$525,000

4 beds2 baths1,748 sq ft

111 Edjon Ln, Oakland, OR 97462

Audrey Frable • eXp Realty, LLC

Property at 1618 SE Cobb St, Roseburg, OR 97470, 4 beds, 2 baths

$295,000

4 beds2 baths1,395 sq ft

1618 SE Cobb St, Roseburg, OR 97470

Tammi Ellison • eXp Realty, LLC

Property at 3880 Elgarose Rd, Roseburg, OR 97471, 3 beds, 2 baths

$400,000

3 beds2 baths1,905 sq ft

3880 Elgarose Rd, Roseburg, OR 97471

Ryan Dunbar • Western View Homes LLC

Property at 4042 Depriest St, Roseburg, OR 97471, 2 beds, 1 bath

$240,000

2 beds1 bath824 sq ft

4042 Depriest St, Roseburg, OR 97471

Bryan Jorgensen • The Neil Company Real Estate

Property at 441 Tunnel Rd, Glendale, OR 97442, 3 beds, 1 bath

$339,000

3 beds1 bath1,327 sq ft

441 Tunnel Rd, Glendale, OR 97442

Property at 174 SE Mosher Ave, Roseburg, OR 97470, 3 beds, 2 baths

$339,000

3 beds2 baths1,444 sq ft

174 SE Mosher Ave, Roseburg, OR 97470

Kendra Lewis • Harcourts West Real Estate

Property at 1725 State Highway 38, Drain, OR 97435, 3 beds, 1 bath

$250,000

3 beds1 bath1,292 sq ft

1725 State Highway 38, Drain, OR 97435

Property at 206 NE Spruce Ave, Myrtle Creek, OR 97457, 4 beds, 1 bath

$225,000

4 beds1 bath1,440 sq ft

206 NE Spruce Ave, Myrtle Creek, OR 97457

Samantha Truitt • Trueblood Real Estate

Property at 215 SE 5th St, Oakland, OR 97462, 3 beds, 3 baths

$375,000

3 beds3 baths1,500 sq ft

215 SE 5th St, Oakland, OR 97462

Mary Gilbert • Keller Williams Southern Oregon-Umpqua Valley

Property at 2012 NE Vine St, Roseburg, OR 97470, 3 beds, 2 baths

$255,000

3 beds2 baths1,563 sq ft

2012 NE Vine St, Roseburg, OR 97470

Angela Martinsen • Platinum Realty

Property at 1026 SE Fullerton St, Roseburg, OR 97470, 2 beds, 1 bath

$249,000

2 beds1 bath1,096 sq ft

1026 SE Fullerton St, Roseburg, OR 97470

Property at 947 Laura St, Myrtle Creek, OR 97457, 2 beds, 1 bath

$245,000

2 beds1 bath864 sq ft

947 Laura St, Myrtle Creek, OR 97457

Matthew Landever • Oregon Life Homes

Property at 1446 SE Main St, Roseburg, OR 97470, 3 beds, 2 baths

$380,000

3 beds2 baths1,840 sq ft

1446 SE Main St, Roseburg, OR 97470

Jason Mann • J Mann Realty

Property at 2064 S Myrtle Rd, Myrtle Creek, OR 97457, 3 beds, 1 bath

$300,000

3 beds1 bath1,408 sq ft

2064 S Myrtle Rd, Myrtle Creek, OR 97457

Shane Mast • Oregon Life Homes

Property at 2600 Gardens Ave, Reedsport, OR 97467, 2 beds, 1 bath

$279,000

2 beds1 bath1,154 sq ft

2600 Gardens Ave, Reedsport, OR 97467

Christopher Gederos • Pacific Coast Real Estate & Development, LLC

Property at 3768 Azalea Glen Rd, Glendale, OR 97442, 4 beds, 2 baths

$449,900

4 beds2 baths1,866 sq ft

3768 Azalea Glen Rd, Glendale, OR 97442

Jacob McCann • Platinum Realty

Property at 532 2nd St, Elkton, OR 97436, 2 beds, 1 bath

$219,900

2 beds1 bath696 sq ft

532 2nd St, Elkton, OR 97436

Erica Seckler • Coldwell Banker Professional Group

Property at 1397 SE Reservoir Ave, Roseburg, OR 97470, 3 beds, 2 baths

$390,000

3 beds2 baths2,014 sq ft

1397 SE Reservoir Ave, Roseburg, OR 97470

Theresa Poitner • Oregon Life Homes

Property at 421 Wells Rd, Oakland, OR 97462, 3 beds, 2 baths

$270,000

3 beds2 baths1,360 sq ft

421 Wells Rd, Oakland, OR 97462

Kayla Wehe • Lamonte Real Estate Professionals

Property at 330 SE Neal Ln, Myrtle Creek, OR 97457, 2 beds, 2 baths

$319,900

2 beds2 baths1,321 sq ft

330 SE Neal Ln, Myrtle Creek, OR 97457

Jennifer Cox • RE/MAX Integrity

Property at 333 S Old Pacific Hwy, Myrtle Creek, OR 97457, 10 beds, 8 baths

$539,000

10 beds8 baths7,700 sq ft

333 S Old Pacific Hwy, Myrtle Creek, OR 97457

Skye Leach • Knipe Realty ERA Powered

Property at 1582 NW Fairmount St, Roseburg, OR 97470, 3 beds, 1 bath

$249,900

3 beds1 bath924 sq ft

1582 NW Fairmount St, Roseburg, OR 97470

Jennifer Kramer • RE/MAX Integrity

Property at 1739 NE Malheur Ave NE, Roseburg, OR 97470, 3 beds, 2 baths

$199,500

3 beds2 baths1,346 sq ft

1739 NE Malheur Ave NE, Roseburg, OR 97470

Micah Davis • Oregon Life Homes

Property at 303 Walnut St, Myrtle Creek, OR 97457, 3 beds, 1 bath

$265,000

3 beds1 bath1,280 sq ft

303 Walnut St, Myrtle Creek, OR 97457

Samantha Truitt • Trueblood Real Estate

Property at 415 Moreland Ave, Drain, OR 97435, 4 beds, 2 baths

$374,900

4 beds2 baths1,974 sq ft

415 Moreland Ave, Drain, OR 97435

Nile Stark • RE/MAX Integrity

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Vintage Homes for Sale in Douglas County

There are currently 164 vintage homes for sale in Douglas County at a median listing price of $410K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Douglas County stay on the market for 109 days and receive 6 offers. This map is refreshed with the newest listings in Douglas County every 15 minutes.

In the past month, 66 homes have been sold in Douglas County. In addition to houses in Douglas County, there were also 11 condos, 14 townhouses, and 13 multi-family units for sale in Douglas County last month. Find your dream home in Douglas County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Douglas County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Douglas County. If you're looking to sell your home in the Douglas County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Douglas County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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* Data from the last year

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All information provided is deemed reliable but is not guaranteed and should be independently verified. The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland Oregon. Real estate listings held by brokerage firms other than Redfin are marked with the RMLS logo and detailed information about these properties includes the names of the listing brokers. Copyright © 2026 RMLS, Portland, Oregon. Data Last Updated Sun Nov 08 2026

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