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

282 homes + 1 early access

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NEW 10 HRS AGO3D & VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Clackamas County, OR:
Welcome to Canemah, one of Oregon City’s most treasured neighborhoods. Known for its pastoral feel, turn-of-the-century homes & low density streets protected from modern overdevelopment, this historic district feels worlds away, yet is only minutes from downtown OC. Set on a hillside corner lot just 500 feet removed from the mighty Willamette below, the 'Helen & Peter Smith House' located at 216 3rd Avenue is a finely crafted home that blends historic character with modern comfort & amenities. Described in Oregon City’s historic registry as "significant" due to its craftsman construction & detailing, the home was built by its original residents

$524,500

3 beds2 baths1,516 sq ft

216 3rd Ave, Oregon City, OR 97045

Hillside corner lot • Bonus sunroom • Historic character

Chad Meier • Living Room Realty

EARLY ACCESSREDFIN OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Clackamas County, OR:
Move-in ready and thoughtfully updated, this charming 3-bedroom, 2-bath home offers modern comfort, flexible living, and a spacious fenced yard on a generous 0.18-acre lot. Major systems were comprehensively updated in 2016, including the roof, plumbing, electrical, windows, quartz countertops in the kitchen and energy-efficient ductless mini-split heat pump with A/C. The light-filled main level features beautiful hardwood floors, custom cabinetry, sleek quartz countertops, stainless steel appliances, and two bedrooms. Upstairs, the private primary suite offers a separate entrance, dedicated deck access, walk-in closet, and updated tiled shower for a comfortable and private retreat. Fresh i

$515,000

3 beds2 baths1,616 sq ft

4406 SE View Acres Rd, Milwaukie, OR 97267

Multiple decks • Tool shed • Fenced yard

NEW 6 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Clackamas County, OR:
Bring your vision and take advantage of this short sale opportunity 3, bedroom one bath with large, fenced back yard along with an enclosed patio. laminate flooring and forced air gas furnacesale is subject to lender approvalproperty sold as is.

$440,000

3 beds1 bath1,117 sq ft

424 Park Dr, Oregon City, OR 97045

Laminate flooring • Fenced back yard • Enclosed patio

Brent Ryder • Mal & Seitz

NEW 12 HRS AGOVIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Clackamas County, OR:
THE SHAW HOUSE-John Yeon designed true Mid Century Modern. The quality per square inch in this home cannot be matched. Masterfully restored/renovated as part of the 2015 Street of Dreams. This home is an inspiration with it's 1950's design and style coupled with all of today's amenities including single level living, wine cellar, media room, pool and pool house/party room, 25,000 square foot private lot with three outdoor fire places, covered outdoor living area and protected commanding Mt. Hood and valley views. A "forever home" in the sought after Forest Highlands neighborhood. This home is special, the lot is spectacular, the location is a 10 and the quality is unmatched. This

$5,195,000

4 beds5 baths5,768 sq ft

1933 Highlands Loop, Lake Oswego, OR 97034

Outdoor living area • Wine cellar • Pool house

Justin Harnish • Harnish Company Realtors

NEW 14 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Clackamas County, OR:
Bring your vision and make this West Linn home your own! This property is full of potential in a sought-after West Linn location. An oversized garage provides valuable space for parking, storage, hobbies, or projects, while the generous yard includes a storage shed and plenty of room to garden, play, or create an inviting outdoor space. Location is a standout here. Mary S. Young Park and the Willamette River are less than a mile away, offering easy access to trails, green space, and outdoor recreation. Lake Oswego, Market of Choice, shopping, dining, and everyday conveniences are also just minutes away, with easy access for commuting throughout the Portland metro area. Surrounded by an esta

$475,000

3 beds1 bath1,014 sq ft

3673 Mapleton Dr, West Linn, OR 97068

Outdoor recreation • Generous yard • Storage shed

Margaret Odegard • Berkshire Hathaway HomeServices NW Real Estate

Property at 142 Belle Ct, Oregon City, OR 97045, 3 beds, 2 baths

$499,000

3 beds2 baths2,120 sq ft

142 Belle Ct, Oregon City, OR 97045

Jeff Foote • Kelly Right Real Estate of Portland, LLC

Property at 3750 Upper Dr, Lake Oswego, OR 97035, 3 beds, 2 baths

$1,175,000

3 beds2 baths2,989 sq ft

3750 Upper Dr, Lake Oswego, OR 97035

Kendall Bergstrom-Delancellotti • Cascade Hasson Sotheby's International Realty

Property at 1930 SE Risley Ave, Milwaukie, OR 97267, 3 beds, 2 baths

$799,000

3 beds2 baths3,629 sq ft

1930 SE Risley Ave, Milwaukie, OR 97267

Matt Mahaffy • Windermere Realty Trust

Property at 17619 SE Rose St, Milwaukie, OR 97267, 3 beds, 3 baths

$384,900

3 beds3 baths1,400 sq ft

17619 SE Rose St, Milwaukie, OR 97267

Tina Schafer • Urban Nest Realty

Property at 38420 SE Boitano Rd, Sandy, OR 97055, 4 beds, 3 baths

$824,999

4 beds3 baths2,880 sq ft

38420 SE Boitano Rd, Sandy, OR 97055

Tabitha Lovett • RE/MAX Advantage Group

Property at 5620 SE Aldercrest Rd, Milwaukie, OR 97222, 4 beds, 2 baths

$680,000

4 beds2 baths2,277 sq ft

5620 SE Aldercrest Rd, Milwaukie, OR 97222

Lindsey Cook • Berkshire Hathaway HomeServices NW Real Estate

Property at 3628 SE Wake St, Milwaukie, OR 97222, 5 beds, 4 baths

$650,000

5 beds4 baths3,750 sq ft

3628 SE Wake St, Milwaukie, OR 97222

Troy D Doty P.C. • Northwest Realty Source

Property at 409 Jackson St, Oregon City, OR 97045, 4 beds, 2 baths

$599,900

4 beds2 baths2,659 sq ft

409 Jackson St, Oregon City, OR 97045

Nicole Gherman • Premiere Property Group, LLC

Property at 16294 Parker Rd, Lake Oswego, OR 97035, 4 beds, 4 baths

$1,350,000

4 beds4 baths3,156 sq ft

16294 Parker Rd, Lake Oswego, OR 97035

Kevin Hall • Cascade Hasson Sotheby's International Realty

Property at 10911 SE Myrtle St, Milwaukie, OR 97222, 2 beds, 1 bath

$365,000

2 beds1 bath1,333 sq ft

10911 SE Myrtle St, Milwaukie, OR 97222

Lindsey Wilde • Coldwell Banker Bain

Property at 14635 Uplands Dr, Lake Oswego, OR 97034, 4 beds, 5 baths

$1,995,000

4 beds5 baths3,941 sq ft

14635 Uplands Dr, Lake Oswego, OR 97034

Joelle Lewis • Premiere Property Group, LLC

Property at 4106 SE Monroe St, Milwaukie, OR 97222, 3 beds, 1 bath

$435,000

3 beds1 bath1,035 sq ft

4106 SE Monroe St, Milwaukie, OR 97222

Derek Covey • eXp Realty, LLC

Property at 15204 SE Dougie Rd, Clackamas, OR 97015, 2 beds, 1 bath

$439,000

2 beds1 bath1,872 sq ft

15204 SE Dougie Rd, Clackamas, OR 97015

Chao Tan • MORE Realty

Property at 301 E 2nd St, Canby, OR 97013, 2 beds, 1 bath

$369,000

2 beds1 bath1,246 sq ft

301 E 2nd St, Canby, OR 97013

Sylvia Groce • RE/MAX Equity Group

Property at 28655 SE Glover Rd, Eagle Creek, OR 97022, 3 beds, 2 baths

$574,900

3 beds2 baths1,502 sq ft

28655 SE Glover Rd, Eagle Creek, OR 97022

Kevin Smallbeck • RE/MAX Equity Group

Property at 17811 SE Cook St, Milwaukie, OR 97267, 4 beds, 2 baths

$515,000

4 beds2 baths1,886 sq ft

17811 SE Cook St, Milwaukie, OR 97267

Colleen Ritt • Where, Inc

Property at 8123 SE Roots Rd, Milwaukie, OR 97267, 3 beds, 3 baths

$799,900

3 beds3 baths2,078 sq ft

8123 SE Roots Rd, Milwaukie, OR 97267

John McClung • Harcourts Real Estate Network Group

Property at 2700 Underhill Ln, West Linn, OR 97068, 2 beds, 1 bath

$359,900

2 beds1 bath910 sq ft

2700 Underhill Ln, West Linn, OR 97068

Ahmed Elsayed • Kelly Right Real Estate of Portland, LLC

Property at 520 E Fairfield St, Gladstone, OR 97027, 5 beds, 2 baths

$489,900

5 beds2 baths1,508 sq ft

520 E Fairfield St, Gladstone, OR 97027

Valerie Hunter • H & H Preferred Real Estate

Property at 28900 SE Currin Rd, Estacada, OR 97023, 3 beds, 2 baths

$450,000

3 beds2 baths1,494 sq ft

28900 SE Currin Rd, Estacada, OR 97023

Beth Benner • Real Broker

Property at 11051 SE 105th Ave, Happy Valley, OR 97086, 4 beds, 3 baths

$1,100,000

4 beds3 baths4,350 sq ft

11051 SE 105th Ave, Happy Valley, OR 97086

Michelle Way • Exclusive Homes Real Estate

Property at 17084 Canal Cir, Lake Oswego, OR 97035, 5 beds, 4 baths

$2,650,000

5 beds4 baths5,104 sq ft

17084 Canal Cir, Lake Oswego, OR 97035

Steve Kaer • Kaer Property Group

Property at 1026 Troon Rd, Lake Oswego, OR 97034, 4 beds, 2 baths

$1,479,000

4 beds2 baths3,212 sq ft

1026 Troon Rd, Lake Oswego, OR 97034

Bill Futrell • Windermere Realty Trust

Property at 15905 SE Ruby Dr, Milwaukie, OR 97267, 3 beds, 1 bath

$589,900

3 beds1 bath1,913 sq ft

15905 SE Ruby Dr, Milwaukie, OR 97267

Tim Shannon • Tim Shannon Realty, Inc.

Property at 4596 Lamont Way, Lake Oswego, OR 97035, 4 beds, 2 baths

$799,000

4 beds2 baths2,236 sq ft

4596 Lamont Way, Lake Oswego, OR 97035

Brian Migliaccio • Premiere Property Group, LLC

Property at 5995 Shakespeare St, Lake Oswego, OR 97035, 3 beds, 3 baths

$999,999

3 beds3 baths2,601 sq ft

5995 Shakespeare St, Lake Oswego, OR 97035

Tony Apa • JMG - Jason Mitchell Group

Property at 676 9th St, Lake Oswego, OR 97034, 2 beds, 1 bath

$975,000

2 beds1 bath1,982 sq ft

676 9th St, Lake Oswego, OR 97034

Jennifer Turner • Lovejoy Real Estate

Property at 12730 SE 25th Ave, Milwaukie, OR 97222, 2 beds, 1 bath

$397,000

2 beds1 bath1,440 sq ft

12730 SE 25th Ave, Milwaukie, OR 97222

Sharon Parmenter • Opendoor Brokerage LLC

Property at 19330 Howell St, Gladstone, OR 97027, 4 beds, 4 baths

$749,900

4 beds4 baths2,068 sq ft

19330 Howell St, Gladstone, OR 97027

Lance Nelson • Real Broker

Property at 14543 Thayer Rd, Oregon City, OR 97045, 3 beds, 3 baths

$900,000

3 beds3 baths2,426 sq ft

14543 Thayer Rd, Oregon City, OR 97045

Nancy Carnahan • Ventures Realty Group

Property at 1730 SW Turner Rd, West Linn, OR 97068, 4 beds, 3 baths

$1,499,000

4 beds3 baths2,085 sq ft

1730 SW Turner Rd, West Linn, OR 97068

Erik Wills • HomeSmart Realty Group

Property at 11654 SE 31st Ave, Milwaukie, OR 97222, 4 beds, 3 baths

$475,000

4 beds3 baths1,595 sq ft

11654 SE 31st Ave, Milwaukie, OR 97222

Breanna Zulauf • Soldera Properties, Inc

Property at 23680 S Barlow Rd, Canby, OR 97013, 3 beds, 2 baths

$649,000

3 beds2 baths2,064 sq ft

23680 S Barlow Rd, Canby, OR 97013

Amy Anderson • Equity Oregon Real Estate

Property at 10925 SW Wilsonville Rd, Wilsonville, OR 97070, 3 beds, 2 baths

$1,125,000

3 beds2 baths2,678 sq ft

10925 SW Wilsonville Rd, Wilsonville, OR 97070

Noelle Craddock • Cascade Hasson Sotheby's International Realty

Property at 845 Palisades Terrace Dr, Lake Oswego, OR 97034, 2 beds, 2 baths

$775,000

2 beds2 baths1,980 sq ft

845 Palisades Terrace Dr, Lake Oswego, OR 97034

Katie Spurlock • Windermere Realty Trust

Property at 425 Roosevelt St, Oregon City, OR 97045, 2 beds, 1 bath

$425,000

2 beds1 bath920 sq ft

425 Roosevelt St, Oregon City, OR 97045

Trisha Kelly • Georgetown Realty Inc.

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Based on information submitted to the MLS GRID as of Wed Oct 07 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website.

Vintage Homes for Sale in Clackamas County

There are currently 283 vintage homes for sale in Clackamas County at a median listing price of $676K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Clackamas County stay on the market for 75 days and receive 1 offers. This map is refreshed with the newest listings in Clackamas County every 15 minutes.

In the past month, 446 homes have been sold in Clackamas County. In addition to houses in Clackamas County, there were also 212 condos, 185 townhouses, and 26 multi-family units for sale in Clackamas County last month. Find your dream home in Clackamas 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 Clackamas County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Clackamas County. If you're looking to sell your home in the Clackamas County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Clackamas 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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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 Wed Oct 07 2026

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