Winchester bay Real Estate Search

Winchester bay Properties for Sale

Our website features the best Winchester bay real estate search for homes, land and foreclosure properties available. 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. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Winchester bay Properties for Sale

Avg. No of Beds
Avg. No of Baths
Avg. Living Ft2
Avg. Listing Price
Cost per ft2
Days on Market

Curious about what’s happening in the Winchester bay real estate market? Sign up for a  Winchester bay Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Winchester bay Properties for Sale

$790,000
3 Beds 2 Baths 754726689 MLS
A rare opportunity to bring your vision to life on this exceptional 5-acre property, offering privacy, beautiful views, and an impressive collection of improvements and outbuildings just minutes from Oregon City. Thoughtfully remodeled and upgraded, the home features new flooring, siding, windows, electrical, interior and exterior paint, water heater, and more. The updated kitchen offers new cabinetry, quartz countertops, trim, fixtures, and stainless steel appliances. The spacious primary suite features double vanities and a soaking tub, while the vaulted living room offers a warm and inviting feel with a cozy woodstove. Outside, you'll find an impressive equestrian setup designed for functionality and convenience. The 72' x 72' indoor arena includes 4 stalls, a wash rack, and tack room, complemented by an additional 10-stall barn, chicken coop, and large detached shop. Multiple parking areas provide plenty of room for vehicles, RVs, boats, trailers, and equipment. A newer roof and expansive concrete patio wrapping around approximately half of the home add to the property's appeal. With 5 acres, extensive infrastructure, privacy, and a convenient location, this property offers incredible potential for an equestrian lifestyle, hobby farm, horse boarding, dog boarding, wedding or event venue, or other uses. Buyer to verify all intended uses and requirements with the appropriate city and county authorities.

19285 S LYONS RD, Oregon City

$539,000
3 Beds 2 Baths 103419100 MLS
Tucked away on a quiet dead-end road in a desirable SE Eugene neighborhood, this inviting 3-bedroom, 2.5-bath “treehouse” home offers a wonderful combination of privacy, convenience, and comfortable living. The main living space looks out over mature trees and park-like landscaping, creating a peaceful setting while keeping you close to parks, trails, Lane Community College, the University of Oregon, and all that SE Eugene has to offer.The primary suite features a large soaking tub with a private view of the yard, while the flexible bonus room provides space to adapt to whatever life calls for—home office, media room, playroom, gym, or additional living space. Indoor laundry, generous storage, and a large attached two-car garage add everyday functionality.Outside is where this property truly shines. A fenced yard and established hedges provide privacy, while a mature grapevine offers delicious grapes and several garden areas receive plenty of sunlight. Much of the remaining property is shaded and low-maintenance, creating a cool and comfortable retreat during the summer months. A deck and covered porch offer multiple places to relax, entertain, or simply enjoy the peaceful surroundings.A workshop/storage area beneath the driveway and a convenient tool shed provide plenty of room for gardening equipment, bikes, outdoor gear, and more. With its newer composition roof, established landscaping, private setting, and convenient SE Eugene location, this home offers a rare opportunity to enjoy a little breathing room without giving up easy access to the city. Come discover a home that feels tucked away from it all, yet close to everything that makes SE Eugene such a great place to live!

4482 PADDOCK DR, Eugene

$714,900
3 Beds 2 Baths 267874294 MLS
Fall in love with this charming, beautifully maintained family home in the quiet, tree-lined Crestwood Heights neighborhood. Situated on a quiet cul-de-sac and an oversized lot in the heart of Sherwood, this 3-bedroom, 2.5-bath home offers 2,512 SQFT of thoughtfully designed living space. From the moment you arrive, you’ll appreciate the home’s welcoming presence, natural light provided by large windows throughout, mature landscaping, and peaceful setting. The main level features a spacious primary suite with French doors, a jetted soaking tub, walk-in shower, and generous walk-in closet. The bright kitchen includes a corner sink with large windows, offering views of the surrounding greenery. A spacious pantry and stainless-steel appliances add both style and practicality. Flowing seamlessly from the kitchen, the dedicated dining area and living room creates an ideal space for gathering with family and friends all with vaulted ceilings and a cozy gas fireplace. Just off the main living area, a separate office with French doors and a vaulted ceiling offers the perfect setting for working from home, or a quiet reading space. The lower level is ideal for entertaining. A large great room equipped with built-in bar, provides ample space for movie nights, game days, or hosting guests, with direct access to the covered deck and hot tub. Two additional bedrooms and a separate family room offering comfort and privacy. Outside, the fully fenced yard is surrounded by mature trees and shrubs that create a sense of privacy and tranquility. An impressive 1,300 square feet of deck space provides multiple areas for outdoor gatherings and neighborhood views. Additional features include coveted RV & boat parking, providing room for all your recreational vehicles with no HOA. Conveniently located near local parks, schools, shopping, and major commuter routes, this welcoming home offers the perfect balance of neighborhood charm, everyday convenience and a prime Sherwood location.

15929 SW ORIOLE CT, Sherwood

$2,675,000
6 Beds 6 Baths 138986702 MLS
Premier Oceanfront Investment Opportunity and Luxury Vacation Rental A rare Oregon Coast investment opportunity. The Sandmark is a high-performing luxury vacation rental home combining proven income, exceptional beachfront living, and a highly coveted transferable short-term rental license. Generating over $310,000 gross revenue annually, it offers an established income-producing property in one of Oregon's most desirable coastal destinations. Built in 2021, this 6-bedroom, 6-bathroom beachfront home accommodates up to 20 guests, featuring four ensuite king bedrooms and two bunk rooms—ideal for families, multi-generational groups, retreats, and large gatherings. Designed for both visitor experience and rental performance, the home features an expansive kitchen, second-floor family room with wet bar, and ocean-view balconies with a hot tub. Outdoors enjoy ocean side meals or relax and enjoy the sunsets at the beachfront fire pit. Multiple indoor and outdoor gathering areas allow groups to comfortably spread out while enjoying the spectacular coastal setting. This property offers direct access to seven miles of sandy beach, with dramatic views of the Twin Rocks sea stacks and Neahkahnie Mountain. Rockaway Beach provides a quintessential Oregon Coast experience with local shops, restaurants, and easy access to attractions including the Oregon Coast Scenic Railroad and Tillamook Creamery, plus hiking, fishing, kayaking, sightseeing, and beachcombing.

835 N PACIFIC ST, Rockaway Beach

$485,000
3 Beds 2 Baths 321463998 MLS
Exclusive 2-for-1 Opportunity: Modern Home + Buildable LotPendleton’s desirable Sunridge neighborhood presents a unique opportunity with a modern, move-in-ready home paired with the adjacent vacant lot (1920 SW 2nd Dr). This lot is ready for your dream vision at the end of a cul-de-sac.Built in 2014, the residence at 1914 SW 2nd Drive offers 1,558 square feet of single-level living. The home features a comfortable layout with three bedrooms and two full bathrooms. Step inside to an open living area with vaulted ceilings that amplify the space. The kitchen is equipped with sleek granite countertops, ample cabinetry, and a generous pantry.Out back, the back patio is ideal for barbecuing, while the two-car garage provides convenient protection for your vehicles and additional storage space. Maintaining a lush and green yard is effortless with the underground sprinkler system for the entire property.The most significant perk is the adjacent lot you will own directly next door. While this secures extra space and Blue Mountain views, it is also fully buildable. This offers the rare opportunity to construct a second home for aging parents, adult children, or a close friend, allowing you to keep loved ones close while maintaining separate living spaces. A buyer could also consider parcel consolidation to build their dream shop.This ideal location is within the sought-after McKay Elementary School district and is just a short bike ride from Sunridge Middle School. Don’t miss your chance to acquire this exceptional 2-for-1 rare find. Schedule your showing today!

1914 SW 2ND DR, Pendleton

$399,000
3 Beds 1 Baths 138427372 MLS
If you’ve been looking for a little more room to breathe without leaving Portland, this may be the one. Tucked into the beloved Cully neighborhood, where larger lots, mature trees, gardens, and a little extra breathing room create that distinctive country-in-the-city feel, this charming 3-bedroom, 1-bath home offers a wonderful opportunity for buyers who dream of gardening, urban farming, outdoor living, or simply having more space to call their own.Inside, the home feels bright, clean, and comfortable, with fresh interior paint and recent updates including all-new water pipes, an updated bathroom, a new furnace, and central air conditioning. The tidy garage adds useful storage, workshop space, or future possibilities, while the generous lot provides room to imagine what could come next.Outside is where this property really shines. The fully fenced yard offers plenty of room for raised garden beds, pets, play, entertaining, or creating your own backyard retreat. A covered porch and outdoor sitting area make it easy to enjoy the yard throughout much of the year. There’s also plenty of room to park your RV, boat, or other toys securely behind the gated driveway.Zoned R7, the property may also be attractive to buyers interested in future expansion or development potential. Whether you’re dreaming of adding square footage to the existing home or exploring other possible land uses, buyers are encouraged to verify allowable uses, setbacks, and development options directly with the City of Portland.You don’t have to leave Portland to find a little extra breathing room. In Cully, you can have garden space, room to grow, and a relaxed neighborhood feel while still staying connected to everything NE Portland has to offer. The Alberta Arts District is just minutes away, putting some of Portland’s favorite restaurants, coffee shops, boutiques, galleries, and neighborhood gathering spots within easy reach.

6709 NE SUMNER ST, Portland

$2,750,000
746285608 MLS
12231 SE Bush Street, The Shire II, presents the opportunity to acquire a 2009 vintage apartment complex in Southeast Portland at the low cost basis of $137,500 per unit, or $138 per square foot. The property is a 20-unit apartment complex built in 2009, offering a uniform unit mix of large 2 Bed / 2 Bath apartments averaging approximately 1,000 square feet. The spacious floor plans, second bathrooms, and on-site parking provide a highly livable tenant experience and help support resident retention. Additionally, each unit includes a deck or patio space, storage, and in-unit washer and dryer. From a physical standpoint, the 2009 construction and copper plumbing materially reduce near-term capital exposure compared to older vintage assets.The asset offers investors a clear and straightforward value-add strategy to achieve over a 8.15% stabilized market cap rate and real value creation. With current rents well below market, natural rent increases and modest utility billbacks can meaningfully improve NOI without heavy CapEx. Located in Southeast Portland, the property benefits from access to nearby commercial corridors, neighborhood amenities, and major transportation routes connecting tenants throughout the eastside and broader Portland metro.The combination of newer construction, desirable unit layouts, practical on-site amenities, extremelyattractive cost basis, and clear value-add upside makes The Shire II a highly compelling Portlandmultifamily offering.

12231 SE BUSH ST, Portland

$659,000
699367691 MLS
Welcome to this thoughtfully designed 2BD, 2.5BA home offering 2,219 sqft of comfortable living space on a .25-acre 1st time on the market + additional .24 adjoining lot. Additional tax lot includes two separate 53' x 101.25' parcels, offering flexibility to design your coastal retreat expanding your yard, investment property, or business site. A circle driveway leads to the covered entry and inviting foyer, with an attached two-car garage. Inside, the open floor plan is filled with warmth and character, highlighted by vaulted wood ceilings, skylights, a gas fireplace, and seamless connection between the living, dining, and kitchen areas. The kitchen is well equipped with stainless steel appliances, a gas cooktop island with additional prep sink, abundant cabinetry, and generous workspace for cooking or entertaining with generous sized eating area. The bonus flex room provides options for a home office, hobby space, media room, or additional guest use. Both bedrooms feature private ensuite baths, with comfortable layout. One bath offers a walk-in shower, while the other includes a jetted tub, shower, and separate vanity. The bedrooms are connected by a Jack-and-Jill-style walk-in closet. Additional built-in hall cabinetry and a dedicated laundry room with cabinetry, pedestal washer and dryer, and trash compactor with adjacent 1/2 bath add to the appeal. Step outside through the living room slider to the deck and fully fenced backyard with shed, surrounded by mature landscaping with sprinkler and drip systems. Enjoy the relaxed coastal lifestyle Bandon is known for, with nearby beaches, scenic walking opportunities, Old Town shops and dining, the harbor, and world-class golf. Zoned C-2, this property also presents a unique opportunity for buyers seeking flexibility beyond traditional residential use.

277 10th SE ST, Bandon

$659,000
2 Beds 2 Baths 473903913 MLS
Welcome to this thoughtfully designed 2BD, 2.5BA home offering 2,219 sqft of comfortable living space on a .25-acre 1st time on the market + additional .24 adjoining lot. Additional tax lot includes two separate 53' x 101.25' parcels, offering flexibility to design your coastal retreat expanding your yard, investment property, or business site. A circle driveway leads to the covered entry and inviting foyer, with an attached two-car garage. Inside, the open floor plan is filled with warmth and character, highlighted by vaulted wood ceilings, skylights, a gas fireplace, and seamless connection between the living, dining, and kitchen areas. The kitchen is well equipped with stainless steel appliances, a gas cooktop island with additional prep sink, abundant cabinetry, and generous workspace for cooking or entertaining with generous sized eating area. The bonus flex room provides options for a home office, hobby space, media room, or additional guest use. Both bedrooms feature private ensuite baths, with comfortable layout. One bath offers a walk-in shower, while the other includes a jetted tub, shower, and separate vanity. The bedrooms are connected by a Jack-and-Jill-style walk-in closet. Additional built-in hall cabinetry and a dedicated laundry room with cabinetry, pedestal washer and dryer, and trash compactor with adjacent 1/2 bath add to the appeal. Step outside through the living room slider to the deck and fully fenced backyard with shed, surrounded by mature landscaping with sprinkler and drip systems. Enjoy the relaxed coastal lifestyle Bandon is known for, with nearby beaches, scenic walking opportunities, Old Town shops and dining, the harbor, and world-class golf. Zoned C-2, this property also presents a unique opportunity for buyers seeking flexibility beyond traditional residential use.

277 10TH ST, Bandon

$1,100,000
4 Beds 3 Baths 288363897 MLS
This stunning custom home offers a rare blend of privacy, craftsmanship, and serene living, all set within a landscape of mature trees, flowering gardens, and pathways. Step inside to a grand entryway with vaulted ceilings and radiant heated floors which sets the tone the moment you arrive. The gourmet chef's kitchen is outfitted with high-end appliances, generous counter space, and thoughtful storage, a true centerpiece for entertaining. An enclosed sunroom/patio with outdoor heaters offers year-round enjoyment of the surrounding natural beauty and a calm place to relax or work out, while a library loft provides a quiet escape for reading or working from home. Three spacious bedrooms each feature private ensuite full bathrooms, showcasing artful craftsmanship with custom tile work. While the 4th bedroom features custom-built-ins, window seat and a view of the gardens. Storage is abundant throughout the home, ensuring effortless organization for every season and hobby. Step outside and discover a property designed for connection with nature. Expansive decks overlook the year round creek. The centerpiece of the front yard is a pergola perfect for relaxing under at the fire pit for cool evenings under the stars. A creek side outdoor sauna offers a true spa-like escape just steps from your door. Garden lovers will appreciate the raised garden beds, established plantings, fruit trees and a charming chicken coop. Deeded water rights add value and savings for irrigation. An oversized garage includes a spacious unfinished loft, ready to be customized as a workshop, studio, living space, or extra storage. For those with recreational vehicles or a boat, a 35'Lx11'Wx12'H metal RV/boat storage carport provides dedicated space on-site off a convenient circular driveway. This is more than a home, it's a private retreat where thoughtful design meets natural beauty. Every detail has been created for a comfortable life lived close to nature.

33298 SE HIGHWAY 211, Boring

$569,000
144003525 MLS
Welcome to this thoughtfully designed 2BD, 2.5BA home offering 2,219 sqft of comfortable living space on a .25-acre 1st time on the market. A circle driveway leads to the covered entry and inviting foyer, with an attached two-car garage.Inside, the open floor plan is filled with warmth and character, highlighted by vaulted wood ceilings, skylights, a gas fireplace, and seamless connection between the living, dining, and kitchen areas. The kitchen is well equipped with stainless steel appliances, a gas cooktop island with additional prep sink, abundant cabinetry, and generous workspace for cooking or entertaining with generous sized eating area. The bonus flex room provides options for a home office, hobby space, media room, or additional guest use.Both bedrooms feature private ensuite baths, with comfortable layout. One bath offers a walk-in shower, while the other includes a jetted tub, shower, and separate vanity. The bedrooms are connected by a Jack-and-Jill-style walk-in closet. Additional built-in hall cabinetry and a dedicated laundry room with cabinetry, pedestal washer and dryer, and trash compactor with adjacent 1/2 bath add to the appeal. Step outside through the living room slider to the deck and fully fenced backyard with shed, surrounded by mature landscaping with sprinkler and drip systems. Enjoy the relaxed coastal lifestyle Bandon is known for, with nearby beaches, scenic walking opportunities, Old Town shops and dining, the harbor, and world-class golf. Zoned C-2, this property also presents a unique opportunity for buyers seeking flexibility beyond traditional residential use.

277 10th SE ST, Bandon

$325,000
2 Beds 2 Baths 562726618 MLS
Bright, Easy Single-Level Living in a Great Tanasbourne Location!Nestled in foliage with garden views, this inviting 2-bedroom, 2-bath condo has a wonderfully comfortable feel. Tucked quietly into the community, it offers true single-level living with no stairs, an attached garage and a private covered patio surrounded by greenery. It’s the kind of home that feels easy to settle into. A welcoming entry opens into a bright, comfortable living space where large windows look out toward the garden and patio. The cozy fireplace adds warmth, while the 9-foot ceilings and abundant natural light keep the space feeling open and airy. The partially open kitchen has everything you need, with a dining area just beyond — an easy space for quiet mornings at home or having friends over for dinner. The spacious primary suite includes a walk-in closet and ensuite bath with double sinks and soaking tub. The second bedroom has double French doors, making it equally comfortable as a bedroom, home office or flex space, accompanied by a generous hall bath. A convenient laundry closet with washer & dryer, pantry & coat closet round out the additional storage options. Laminate flooring throughout means no carpet to worry about. Step outside to the covered patio, tucked into a private garden area with landscaping maintained by the HOA. Freshly painted and cleaned, the home feels refreshed and ready to enjoy. And the location is hard to beat—just half a block from Whole Foods and one block from Magnolia Park, with coffee, shopping, dining & services nearby at The Streets of Tanasbourne. Easy access to Highway 26 and public transportation.Comfortable, bright, private and incredibly convenient—this is a home that’s easy to enjoy. Come see for yourself.

1831 NE 101ST AVE Unit #102, Hillsboro

Start Your Search
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.