Winchester bay Real Estate Search

Winchester bay Historical Properties for Sale

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Newest Winchester bay Historical Properties for Sale

$1,900,000
4 Beds 4 Baths 164398971 MLS
This 1930s Mt.Tabor beauty is perched high above the street with sweeping city, territorial, and West Hills views. The original owner was H.L. Fairley, of the historic Fairley’s Pharmacy on Sandy Blvd. Lovingly maintained by just four families since, the home has kept its soul intact. Stunning original hardwood floors and woodwork remain, paired with kitchen and bathroom updates that blend right in. A 2020 renovation by Portland architect Lorraine Guthrie brought the kitchen and two baths fully current with Sub-Zero, Wolf & Bosch appliances, black soapstone counters, white oak cabinetry, and heated marble baths, all without losing a bit of character. The layout is made for entertaining, with a seamless flow from kitchen to dining to patio to living room. This 4 bed and 4.5 bath home on nearly half an acre, is equipped with automated irrigation, an orchard of fig, apple, and cherry trees, raspberry and blueberry plants, a rhododendron over 80 years old, plus mature landscaping and blooms for every season. Major systems have all been recently updated: A/C moved and updated (2022), new furnace (2022), water heater (approx. 2018/2019), and a 50-year-rated architectural fiberglass roof (approx. 18–23 years old). Also updated in 2022: the gas fireplace and a private office off the patio with hardwired Wi-Fi. Private. Secluded. Yet just steps from everything Mt. Tabor has to offer, including the park, Hawthorne Blvd., and neighborhood favorites like Coquine and Katy Jane’s Oyster Bar. A rare find — pedigree, polish, and a view worth the climb.

526 SE 65TH AVE, Portland

$1,375,000
220565530 MLS
Commercial investment opportunity featuring a 17-space manufactured home park, two detached single family homes, a classic barn, and 4.04 commercially zoned acres with room for future development. Situated along N. McAlister Road/Highway 82 (Wallowa Lake Highway), this highly visible property benefits from consistent traffic traveling between La Grande and the communities of Imbler, Summerville, Elgin, Wallowa County, and Wallowa Lake. With two access points, excellent frontage, and outstanding exposure, the property is well positioned for its current income-producing use and future development. The two homes add flexibility and additional revenue potential. The primary residence is a spacious three bedroom, two bath home featuring a comfortable floor plan, enclosed wraparound porch, detached garage, and an expansive unfinished basement with abundant space for storage, hobbies, recreation, or future finishing. The second home is a remodeled two bedroom, one bath residence with a partially finished basement and an adjacent classic barn. Together, the homes are well suited for owner occupancy, an on site manager, or additional rental income. Mature shade trees, generous open space, and well maintained improvements give the property an established feel that is uncommon for an investment of this kind. The combination of the manufactured home park, two residences, and additional commercial acreage creates multiple income streams while providing room for future expansion or redevelopment, subject to buyer due diligence. Whether you're looking to expand your investment portfolio, operate an established income producing property with on-site living, or capitalize on the potential of one of the area's most visible commercial corridors, this property presents a rare opportunity with immediate cash flow and long-term upside. Call today for more information! *Lot lines are approximate*

10208 N MCALISTER RD, Island City

$1,375,000
255527630 MLS
Commercial investment opportunity featuring a 17-space manufactured home park, two detached single family homes, a classic barn, and 4.04 commercially zoned acres with room for future development. Situated along N. McAlister Road/Highway 82 (Wallowa Lake Highway), this highly visible property benefits from consistent traffic traveling between La Grande and the communities of Imbler, Summerville, Elgin, Wallowa County, and Wallowa Lake. With two access points, excellent frontage, and outstanding exposure, the property is well positioned for its current income-producing use and future development. The two homes add flexibility and additional revenue potential. The primary residence is a spacious three bedroom, two bath home featuring a comfortable floor plan, enclosed wraparound porch, detached garage, and an expansive unfinished basement with abundant space for storage, hobbies, recreation, or future finishing. The second home is a remodeled two bedroom, one bath residence with a partially finished basement and an adjacent classic barn. Together, the homes are well suited for owner occupancy, an on site manager, or additional rental income. Mature shade trees, generous open space, and well maintained improvements give the property an established feel that is uncommon for an investment of this kind. The combination of the manufactured home park, two residences, and additional commercial acreage creates multiple income streams while providing room for future expansion or redevelopment, subject to buyer due diligence. Whether you're looking to expand your investment portfolio, operate an established income producing property with on-site living, or capitalize on the potential of one of the area's most visible commercial corridors, this property presents a rare opportunity with immediate cash flow and long-term upside. Call today for more information! *Lot lines are approximate*

10208 N MCALISTER RD, Island City

$575,000
3 Beds 2 Baths 208810044 MLS
Charming home on a large wooded lot in a highly sought-after Southwest Portland neighborhood near Marshall Park. This beautifully updated 3 bedroom, 2 bathroom single-level home blends modern conveniences with timeless character and features wood floors, expansive windows, a cozy gas fireplace, and custom paneling and millwork throughout.The kitchen offers stainless steel appliances, granite countertops, abundant storage, and a breakfast bar that is perfect for gathering with family and friends. The dining area overlooks the lush backyard and provides plenty of space for a large dining table. An updated bathroom features a custom tiled shower, while the spacious primary suite boasts soaring vaulted ceilings, a large walk-through closet, and a private ensuite bathroom.A generous laundry room and two storage sheds provide exceptional functionality and ample space for all your storage needs.Situated on a spacious .31-acre lot, the outdoor spaces are designed to be enjoyed year-round. A covered deck overlooks the peaceful setting, while the yard offers lawn space, garden area with fruit trees, grapevines, and strawberries. The professionally landscaped front yard creates a welcoming setting for relaxing and enjoying the natural surroundings.Ideally located near Marshall Park and Tryon Creek State Natural Area, this home offers easy access to miles of trails, as well as nearby shopping, dining, and everyday conveniences. Quick access to major freeways and highways makes commuting throughout the Portland metro area effortless, while the tranquil, forested setting provides the feeling of a private retreat.Move-in ready and full of warmth, charm, and personality, this is a wonderful opportunity to enjoy the very best of Pacific Northwest living.

731 SW MAPLECREST DR, Portland

$1,550,000
5 Beds 3 Baths 767103371 MLS
Gracefully positioned among Irvington's most admired residences, this exceptional Craftsman celebrates its architectural heritage while being thoughtfully restored for the way we live today. Original leaded-glass windows, newly refinished hardwood and vertical-grain fir floors, a gracious formal entry, sweeping staircase, gas fireplace, and extraordinary built-ins reflect an era when craftsmanship mattered and homes were built to last.At the heart of the home, a timeless chef's kitchen pairs marble countertops, inset cabinetry, commercial-grade gas cooking, stainless appliances, and an inviting breakfast nook where mornings begin slowly and conversations linger. Upstairs, four generous bedrooms plus a nursery or office are anchored by a serene primary suite with abundant storage and a beautifully remodeled double-vanity bath and large walk-in closet. The finished lower level—with high ceilings and a full bath—offers remarkable flexibility for guests, media, fitness, or multi-generational living. French doors blur the line between indoors and out, opening to a private garden retreat where dinners on the deck, evenings around the fire pit become part of everyday life. Modern improvements—including a newer roof (2018), complete interior paint, central air conditioning, seismic retrofit, French drain system, and a long driveway leading to a sturdy detached garage. A short stroll to St. Simon Coffee Roasters, Whole Foods, neighborhood restaurants, Irvington Elementary, Grant High School, and the Catlin Gabel/OES bus route. A timeless Irvington classic—beautifully restored, thoughtfully updated, and ready for its next chapter.

2607 NE 14TH AVE, Portland

$700,000
4 Beds 2 Baths 247286496 MLS
Tucked into the heart of Westmoreland, on a street where neighbors still know each other by name, this craftsman feels like the kind of home you quietly hope will come available one day. A covered front porch welcomes you in the perfect spot for morning coffee or an afternoon spent lost in a book. Inside, the home is layered with warmth, intention, and timeless design. Natural light pours through every room, highlighting refinished hardwood floors, and a wood-burning fireplace creates a warm, tranquil feel throughout the main living space. The kitchen is thoughtfully efficient, offering newer stainless steel appliances, granite countertops, and a large window overlooking the backyard. Main-level living offers an updated full bath, an oversized bedroom with backyard views, and a second bedroom ideal as a guest room or home office. Upstairs, the primary suite features original wood paneling, creating a cozy, retreat-like feel, along with original built-ins, bookcases, and abundant closet and storage space. Major systems have already been updated — including a new furnace, electrical panel, new heat pump, repaired sewer line, radon mitigation system, and a new mini-split in the primary, and so much more! Buyers can move in with confidence and fewer surprises. The lower level adds flexibility for guests, movie nights, a creative studio, or extended living, complete with a second living room, an entertainer's bar, newer carpet, and generous storage. Outside, the backyard is a private urban retreat, featuring a covered lounge area, hot tub, and lush landscaping. Just blocks away, you'll find neighborhood parks, beloved local eateries, a classic movie theater, a wildlife refuge, and endless outdoor recreation. With a Bike Score of 100 and a Walk Score of 82, this is urban living at its best, right in the heart of highly sought-after Westmoreland. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10215435]

2023 SE YUKON ST, Portland

$575,000
3 Beds 2 Baths 347540720 MLS
Don't miss this one-of-a-kind view property off East Bay Road in Glasgow! Perched on 2.03 acres, this exceptional home captures breathtaking southern exposure and 180-degree panoramic views of the bay, stretching all the way to the sand dunes, with a front-row seat to the iconic North Bend “Condi”  Bridge. Designed to showcase the incredible scenery, this thoughtfully laid-out 3-bedroom, 2-bath home features an expansive living and dining area with walls of windows that frame the stunning views. The split-bedroom floor plan offers excellent privacy, with two generously sized bedrooms and a beautifully updated bathroom on one end of the home, while the private primary suite occupies the opposite wing. The charming kitchen offers an efficient layout with plenty of potential for future expansion. Downstairs, a finished basement and additional storage room provide valuable flexible space for hobbies, recreation, or extra storage. Outside, you'll find a large carport for covered parking, along with ample paved parking for guests, boats, RVs, or other recreational vehicles. Located approximately one mile outside the city limits, this property offers the peace and privacy of country living while remaining just minutes from city conveniences, beaches, sand dunes and other outdoor recreation. Be sure to watch the video/virtual tour, then schedule your private showing to experience these spectacular views for yourself!

66634 GLASGOW LN, North Bend

$319,000
3 Beds 2 Baths 450809245 MLS
Extremely well-maintained and full of character, this 3-bedroom, 2-bath home offers comfortable living with a functional layout, attractive curb appeal, and versatile spaces inside and out. A welcoming covered front porch, beautiful stone chimney, detached garage/shop, and abundant upgrades create a property that's ready to enjoy from day one. Offering 3 bedrooms, 2 bathrooms, and a spacious floor plan, the home features a bright living room centered around a stunning stone fireplace. Seamlessly flowing into the dining room and kitchen with granite countertops, stainless steel appliances, and ample cabinetry, plus a second cozy wood stove. The large primary suite includes a private full bath, while a mudroom and laundry room with utility sink provide convenient access to the backyard. Additional amenities include central air, vinyl windows, a gas furnace with AC, gas water heater, an unfinished daylight basement with abundant storage, a covered back deck, fenced yard, detached garage/shop with finished office space, and large storage loft, carport parking, generator-ready electrical setup with generator included, and a chicken run. Recent improvements include a newer roof installed in 2015, updated lighting, a new electrical panel, upgraded PEX plumbing. Fresh exterior paint adds to the home's inviting appearance. Combining practical updates, flexible living spaces, and plenty of room for hobbies, storage, and outdoor enjoyment, this Canyonville property is ready to welcome its next owner. Additional 2.49 acre property across the street on Hill Dr owned by the seller can also be available to purchase. CALL TODAY!

611 FAIRCHILD ST, Canyonville

$385,000
3 Beds 2 Baths 787944507 MLS
Significant Price Reduction– Motivated Sellers!Over 2800 square feet of finished living space, a two-car garage, a large and private primary suite, and a possible fourth bedroom give this home incredible flexibility. This charming and spacious home offers an exceptional amount of living space and versatility for the price. The main level features two bedrooms, a full bathroom, and a beautiful living room that includes a large custom mahogany and slate fireplace with a realistic gas log.  The updated kitchen and main floor bathroom feature custom maple cabinetry and plenty of storage.  Upstairs, the entire floor is dedicated to the expansive primary suite with an updated bathroom. This area creates a private retreat with plenty of room to relax and unwind. The finished basement was most recently used as a family room and hobby space and includes a half bath. It can easily adapt to whatever your household may need– guest space, home gym, or work-from-home space. The basement also includes an additional finished room that is currently utilized as a fourth bedroom. Abundant storage throughout this home makes it easy to keep everything organized. Major systems have also been recently updated, including a newer roof and HVAC system to offer valuable peace of mind. The exterior of the home offers great curb appeal including underground sprinklers for easy yard maintenance. The private backyard and patio are a great space to relax and entertain. The oversized garage is especially hard to find in this area and easily accommodates a full-size pickup and SUV while leaving room for other essentials. The home’s convenient location is within walking distance to many dining and shopping options and an elementary school. This home is not a drive-by– you truly need to step inside to appreciate the space, character, and possibilities this home offers!

908 SE BYERS AVE, Pendleton

$729,500
3 Beds 3 Baths 500634679 MLS
Located in Seaside's desirable South neighborhood, just two blocks to the beach, near the Promenade, and minutes from the Seaside Golf Course, this thoughtfully updated home puts you in one of the community's most sought-after locations. Just beyond your doorstep, you'll find one of Seaside's quieter stretches of beach, the nearby golf course, and a local surf scene that has long made South Seaside a favorite for those who love the coast. With 1995 finished square feet across three levels, (plus an additional 375 unfinished square feet,) the home offers generous living space while maintaining the warmth and comfort of a home designed for gathering. Hickory wood floors extend through much of the main level, leading into a remodeled kitchen featuring stainless steel appliances, a 5-burner gas range, and an easy flow into the living and dining spaces. Whether you're gathering around the table after a day on the coast or simply enjoying a quiet evening at home, the spaces feel comfortable, welcoming, and ready for the moments that become favorite memories. Two bedrooms are conveniently located on the main level, including a spacious primary suite with a full en suite bath and a cozy gas fireplace — a warm retreat after a day on the coast. Upstairs, a third bedroom offers privacy for family or guests, while the lower-level family room provides additional space to relax after a day at the beach. An additional 375 square feet of unfinished basement offers exceptional storage and room for hobbies, projects, or future possibilities.The fully fenced backyard offers a surprising sense of privacy, creating a peaceful setting with a large deck, lawn, and fire pit—perfect for summer barbecues, evening gatherings, or simply unwinding after a walk on the beach. A detached garage and ample off-street parking add everyday convenience. Offered furnished, this turnkey home is ready to welcome you from the moment you arrive, making it easy to settle into the rhythm of life at the coast.

2396 S EDGEWOOD ST, Seaside

$798,000
5 Beds 3 Baths 309206695 MLS
This mini-estate is located conveniently to downtown Tualatin. Two homes on one property. The main home has ductless heating and a wood fireplace. The guest home features a mini-split. Both have cooling. The main house has 3 beds, 2 baths, was built in 1948, has a 1 car garage and features quartz counter-tops, stainless steel appliances, a wood fireplace, newer vinyl windows, laminate flooring, along with a large, stamped concrete patio and fire pit, with plenty of room to entertain. The guest home is currently rented for $2,000/month, has 1,040 sf, features a fireplace insert, quartz counter-tops, stainless steel appliances, 2 bedrooms, 1 bath and a 2-car detached, a 440 sf garage that is insulated. The guest home is in a Dutch Colonial style, features include tile and laminate floors, quartz counter-tops, a mini-split, newer bathroom, utility room, newer vinyl windows and custom blinds. Both homes have newer roofs and newer plumbing. There is a newer paved driveway, additional insulated shop that is 12 x 20, a 10 x 12 shed, apple, cherry, blueberries, maple and cedar trees on the property. Side yard has a space prepped for an above-ground pool. At one time, this was part of a family farm. Property has 1.25 acres, is zoned RL, buyer to verify development potential. Sale includes both 8290 & 8300 SW Blake St. Floor-plan does not reflect that ADU has two legal bedrooms. Seller installed Ziply fiber-optic internet service to both homes. Awesome Air Bnb potential. Guest home is rented M-T-M.

8300 SW BLAKE ST, Tualatin

$735,000
4 Beds 2 Baths 277683526 MLS
Set back, private, and very quiet. There's something special waiting behind the door at Seward. Archways and cove ceilings set a tone of timeless character throughout, while original hardwoods, polished to a rich shine, run underfoot through the main living spaces. Andersen double hung windows flood each room with natural light, a hallmark of this 1941 home. The living room centers on a wood burning fireplace with a striking tile surround, flanked by original picture railings and brass hardware. The formal dining room follows, adorned with original built-ins with leaded glass doors. The kitchen is where this home really shines. Smart Fisher and Paykel appliances, a chef's gas range with a stove shelf, and deep butcher block counters make it built for real cooking. A mosaic tile backsplash wraps the walls, a farmhouse sink anchors the counters, and a picture framed window over the sink brings the garden in. Prep area adds further storage and counter space. The main level's full bathroom channels the home's original spirit with a double pedestal sink, built-ins, bath tub and shower, and wainscotting. Two bedrooms round out the main level, each bathed in natural light wood framed windows. Warm, restful, and full of period character, they offer flexible space. Upstairs, a private primary sits behind its own stairway: tall built in shelving, an alcove suited to a home office or reading nook. Downstairs, a finished lower level offers real flexibility: its own separate entrance, a full kitchen, a bedroom, and a full bathroom with a walk-in tiled shower. Polished concrete floors n, and a second gas fireplace. A family room area completes the level. Outside, mature landscaping wraps the property in privacy, climbing roses soften the fence line, and a detached garage adds everyday convenience. Over 3,000 square feet of thoughtfully updated living space, with new plumbing and electrical. Tucked into Arbor Lodge, The Bluffs, shops, and the walkable, tree lined streets.

7436 N SEWARD AVE, Portland

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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.