Winchester bay Real Estate Search

Winchester bay Properties between $250,000 and $300,000 for Sale

Our website features the best real estate search for between $250,000 and $300,000 properties available in Winchester bay and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Winchester bay Properties between $250,000 and $300,000 for Sale

$250,000
2 Beds 1 Baths 294143481 MLS
Limited-time incentive! The next 5 qualified buyers may receive a purchase price incentive. Restrictions and eligibility requirements apply. Photos are from similar units. Discover a rare opportunity to own a stylish and permanently affordable home in the sought-after Ardenwald neighborhood—just minutes from downtown Milwaukie. These modern two-story, detached cottages feature 2 bedrooms, 1.5 bathrooms, and 960 square feet of smart, energy-efficient living space. Thoughtfully designed interiors include luxury vinyl plank flooring, solid-surface countertops, energy-efficient appliances, an in-unit washer and dryer, modern fixtures, and abundant natural light throughout. Located in a walkable, well-connected community, you'll enjoy close proximity to the MAX Orange Line, TriMet bus routes (75/33), top-rated schools, Water Tower Park, Elk Rock Island Nature Preserve, and everyday essentials like Safeway, New Seasons, local shops, and cafes. With downtown Milwaukie less than a mile away, these homes offer the perfect blend of comfort, convenience, and long-term affordability. Take advantage of large grants to make homeownership more affordable! This Proud Ground home offers lasting affordability with resale, owner-occupancy, and other guidelines to maintain value for future buyers. Apply to Proud Ground and receive an invitation before submitting an offer. Buyers must work with a Proud Ground preferred lender. Don’t miss this incredible opportunity!

10025 SE Cottage LN Unit #14, Milwaukie

$270,000
2 Beds 2 Baths 623392927 MLS
PRICE REDUCED $15,000! Large Ocean-View Home at Whaleshead Beach Resort. Welcome to your coastal getaway! This beautifully updated 1,148 sq ft, 2-bedroom, 2-bath home at Whaleshead Beach Resort offers breathtaking ocean views and a prime location directly across from the beach and the world-famous Samuel H. Boardman Scenic Corridor. Step inside to a welcoming, light-filled living space with ocean views, vaulted ceilings and a versatile loft perfect for extra sleeping space. This cabin is bigger than most. In addition to 2 bedrooms and loft, there is a large bonus room for extra storage, laundry and dog door to the fenced back porch. The spacious primary suite can be used for a home office, reading nook, or hobbies. Enjoy the built-in sound system speakers, filling the home with the your favorite music. Outdoors, the 565 sq. ft. deck invites you to enjoy ocean views from your chair or while soaking in the jaccuzi. Recent upgrades include a new roof (2024), updated wraparound deck which has also been reinforced under the spa, and new vinyl flooring in the dining room (2023). With accessibility ramps and three parking spaces, this cabin is designed for both comfort and convenience. Whether you are hosting guests, enjoying a quiet getaway, or considering it as a vacation rental, there’s plenty of room for everyone. Close to miles of sandy beaches, dramatic coastal vistas, and endless outdoor recreation. Be sure and check out the 3-D video. Park Fees of $929/month include water, sewer, trash and basic cable.

19921 WHALESHEAD RD Unit #I 2, Brookings

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The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.