Winchester bay Real Estate Search

Winchester bay Historical Properties for Sale

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Newest Winchester bay Historical Properties for Sale

$945,000
3 Beds 2 Baths 125055764 MLS
Open House on 09/13/2026 from 12:30pm to 2:30pm. A timeless early 1900's (1907) Old Portland traditional situated on one of the real coveted streets in PDX Heights (SW Fern St.) Impeccably maintained with many lovely updates over the years this wonderful home offers grand old architectural appeal with classic millwork,hardwood floors,crown moldings plus leaded and etched windows and high ceilings. Spacious formal living room with elegant white brick gas fireplace with granite surround and custom built in window seat with storage.Formal dining room with hardwood floors, box beamed ceilings and wainscoting. Great natural lighting through out with the high ceilings plus sky lights. Beautiful craftsmanship with stylish remodeling. Gourmet cook's kitchen with granite counters, handsome cherry cabinetry with glass fronts, designer tile backsplash and pantry storage.Granite tile flooring in the kitchen with marble accents. Large inviting entry foyer leads up to the 2nd floor with three great bedrooms and two exquisite baths with custom built in features. The primary bath with marble shower enclosure and amazing built in drawers and shelving. Primary bedroom with walk in closet and secondary closet. Secondary bedrooms all close by. On the 3rd level up is an additional 402 sqft finished attic that is state of the art with vaulted ceilings, wall to wall carpeting and leaded windows. A true fun flex space with loads of windows and skylights. The lower level basement offers laundry area with sink, great storage and some additional flex space. Lower level also leads out to covered carport. Outdoors all of the porches and decks are trex with a gardener's oasis awaiting you which completely encompasses the home. Side deck off dining room and back patio area provide great entertaining spaces.New comp roof in 2026. Exterior stairs and driveway updated in 2023. Walk to Ainsworth Elememtary and Portland Heights Park. Close to shopping and services at NW 23rd Ave.

2734 SW FERN ST, Portland

$489,900
5 Beds 3 Baths 694781632 MLS
Rare opportunity in central Gresham where an existing 5-bedroom home meets future development potential. Situated on an approximately 9,583-square-foot corner lot, this 2,306-square-foot, 5-bedroom, 3-bath home offers flexible living space today with Transition Residential (TR) zoning creating additional possibilities for the property over time. The home features multiple living areas, a finished lower level, and an existing detached garage/shop, making it well suited for an owner occupant, rental investment, or a buyer exploring a larger development strategy.The TR designation allows a variety of residential housing types, including middle-housing options such as duplexes, triplexes, quadplexes, townhomes and cottage-cluster development, subject to applicable City of Gresham requirements. A conceptual site plan illustrates one potential scenario: retaining the existing home while adding two duplex buildings for four additional dwelling units. With frontage along SE 1st St, SE Linden Ave and SE Juniper Ave, the corner location may offer flexibility for access and site planning.This is an opportunity to use the property as it stands, create income, or explore how the existing home and additional residential development could work together. Conceptual renderings are for illustration only and are not approved plans. Buyer to perform all due diligence regarding zoning, density, setbacks, utilities, access, development standards and permitted uses with the City of Gresham.

790 SE 1ST ST, Gresham

$899,900
5 Beds 3 Baths 348304770 MLS
Renovated 1911 Craftsman Bungalow in a prime Woodlawn location. Just blocks to local favorites on Dekum, and nearby Woodlawn Park with designated off-leash dog area, trails, playgrounds and more. This home was fully renovated in 2020 improving the floorplan and updating the mechanicals, while keeping much of the original millwork, built-ins, details and character. A full front porch with natural maple front door is the handshake to this gorgeous home. Classic living room with central fireplace, built-ins on either side, vintage columns, original window millwork and hardwood floors with dark espresso stain. Plenty of room for friends and family in the huge dining room with crown moldings and Rejuvenation lighting (throughout the home.) Crisp navy & white kitchen with quartz counters, soft close drawers, floating shelves, expansive cooktop island, undercabinet lighting, loads of counterspace. All the appliances stay; KitchenAid fridge, dishwasher, range & oven. The primary bedroom is on the main floor with walk-in closet with organizers, and luxury attached bath with floating cabinetry, soaking tub and full tile shower. Upstairs there are 2 more bedrooms + office, huge storage closet, and a beautiful guest bath. The fully finished basement has a bonus room, and another 2 bedrooms. Wet bar in the bonus room, too. The floorplan is open and bright on every level. Finished laundry room with appliances included. So many GREAT details you don't want to miss: Fully permitted whole house remodel done in 2020. New roof in 2020. Complete rewire and new 200Amp service in 2020. 95% Efficient Furnace/Heat Pump installed in 2020 for energy efficient heat & A/C. New sewer and water line in 2018. Incredible improvements! Easy care turf in backyard, brand new sod in front yard. Fully fenced yard. Decommissioned oil tank 2018. Backyard trees were evaluated and pruned by Rich’s Tree Service in April 2026. Exceptional in every way. You'll love the character, improvements and location. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10192178]

6325 NE 7TH AVE, Portland

$2,689,000
6 Beds 6 Baths 794629047 MLS
Timeless Portland Heights Elegance, Reimagined. A distinguished architectural legacy meets sophisticated modern living on one of Portland Heights’ most coveted streets. Designed by renowned Portland architect Ellis F. Lawrence, this architecturally significant residence embodies the enduring elegance of Portland Heights while offering the comfort, craftsmanship and thoughtful amenities of a 2020 renovation. Meticulously reimagined with an exceptional eye for detail, the home preserves its timeless character while introducing beautifully refined spaces designed for today’s lifestyle. An abundance of natural light fills the gracious living room, creating an inviting backdrop for both intimate evenings and elegant entertaining. At the heart of the home, the beautifully remodeled kitchen combines natural stone countertops, a sophisticated marble backsplash and premium Thermador stainless steel appliances. A charming breakfast nook provides a relaxed setting for morning coffee and casual meals, while the addition of a luxurious main-level primary suite creates a private retreat with the convenience of main-level living. Main-floor laundry adds another layer of effortless functionality. The property’s exceptional flexibility continues with an attached private guest residence, complete with its own entrance, guest quarters, en suite bath and kitchenette. Ideal for visiting guests, extended family, an au pair or a private work-from-home retreat, this thoughtfully designed space offers an extraordinary level of independence and comfort. Outside, the residence truly comes alive. Landscaped grounds and beautifully redesigned hardscape create an inviting extension of the interior, while a covered outdoor dining area provides the perfect setting for year-round entertaining. Gather around the wood-burning fireplace, prepare dinner at the built-in grill and outdoor cooking station, and enjoy long evenings surrounded by the tranquility of the property.

2719 SW TALBOT RD, Portland

$557,900
3 Beds 2 Baths 127242555 MLS
OPEN HOUSE SUNDAY 9/13 11:30-1pm!! Your Own Private Oasis on .45 Acre! Discover a rare opportunity to enjoy space, privacy, and a peaceful natural setting all while being close to the conveniences of everyday living. Tucked away on a beautiful .45 acre parcel, this charming 3-bedroom, 2-bath renovated bungalow offers a wonderful sense of seclusion with a creek, garden areas, and plenty of room to enjoy the outdoors. Inside, the open concept kitchen and living area features high ceilings, engineered hardwood floors, and an inviting layout. The updated kitchen includes granite counters, farmhouse sink, and stainless steel appliances, while the renovated bathrooms add modern comfort. A laundry room and daylight basement provide additional flexibility, including spacious storage and pantry areas. Step outside onto the stunning wrap around TimberTech deck with gazebo and take in gorgeous views of the creek and wildlife. Enjoy entertaining, relaxing in your own tranquil retreat, or taking strolls in your charming, friendly neighborhood. Recent updates include roof (2014), windows (2016), TimberTech deck (2017), engineered hardwood floors (2018), updated plumbing, kitchen counters/sink and appliances (2019), cordless blinds (2023), and renovated bathrooms (2023 & 2026). Despite its serene setting, you're just minutes from Multnomah Village, Hillsdale, and Beaverton, with shops, restaurants, food carts, farmers markets, bakeries, and coffee shops nearby. Numerous Parks, dog parks, playgrounds, the SW Community Center, OHSU Gabriel Park, and excellent schools are all within walking or biking distance. Privacy, nature, space, and urban convenience this special property truly offers the best of both worlds. [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251625]

5753 SW VERMONT ST, Portland

$439,900
2 Beds 1 Baths 149356797 MLS
Beautifully remodeled Portland home with extensive updates inside and out! Nearly every detail has been thoughtfully refreshed, creating a move-in-ready home that blends modern finishes with warmth and functionality.The exterior features all-new Milgard windows, fresh exterior paint, a new paver driveway and patio, electrical meter, gutters and downspouts, main water line, and fresh landscaping complete with sod, bark dust, plants, trees, and irrigation. The roof also includes a transferable 5-year warranty.Step inside to an inviting, completely refreshed interior featuring new LifeProof LVP flooring, trim, paint, doors, hardware, and fixtures throughout. The remodeled kitchen shines with brand-new stained wood cabinetry, quartz countertops, tile backsplash, stainless steel appliances, and stylish finishes.The beautifully remodeled bathroom features new tile flooring, stained wood cabinetry, an undermount sink with quartz countertop, framed mirror, new toilet, and a custom walk-in shower wrapped floor-to-ceiling in tile with a built-in niche, dual shower heads, and glass shower door.The main level offers a spacious primary suite with dual closets plus a second bedroom. Downstairs, the freshly painted unfinished basement features new lighting and offers exciting potential for additional living space. Finish it to accommodate a third bedroom, family room, home office, or explore the possibility of an ADU.Major system improvements add even more value, including all-new plumbing, electrical, floor insulation, and a new Daikin heat-pump mini-split system throughout.From the major infrastructure upgrades to the thoughtfully selected finishes and fresh landscaping, this home has undergone an extensive transformation and is ready for its next chapter! [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10245708]

6310 SE 72ND AVE, Portland

$599,900
4 Beds 2 Baths 339290072 MLS
This 1907 classic has all the charm + none of the old house headaches. Remodeled + revamped from the inside out, this home offers peace of mind with modern systems, including: updated electrical, plumbing, sewer, added insulation, double-pane vinyl windows, plus a brand-new gas furnace + water heater. Nearly everything has been updated within the last 10 years or sooner, so you can spend your weekends enjoying your new home instead of working on it! High ceilings + windows in every direction fill the main floor with natural light. The open-concept layout includes a proper entryway, updated kitchen with quartz counters, stainless appliances + ample cabinetry, plus convenient main-level laundry. Two bedrooms (both with fantastic closets) + a full bath on the main floor, plus two more bedrooms (closets for days up here too) + another full bath upstairs. But the real draw is the detached, oversized dream shop/garage with tall ceilings, 100-amp power + room for all of your projects, hobbies + gear. An unfinished basement provides even more storage, so the shop stays clear for actual projects, not storage. An extra-long, extra-wide driveway offers plenty of off-street parking + space for an RV, boat, or a basketball hoop. Outside, enjoy kiwi, apples, figs, blueberries, raspberries, multiple varieties of pears, herbs + other perennials. All this in Portsmouth, close to food carts, Living Room Wines, brewpubs, New Seasons Market, University of Portland + the beautiful Columbia Park. Also conveniently located between all the fun in St. Johns + Kenton, and great for commuters with nearby I-5. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251624]

7805 N HEREFORD AVE, Portland

$950,000
5 Beds 3 Baths 176978014 MLS
OPEN SUN 9/13: 11-1PM...Beautifully reimagined designer home in the King neighborhood, blending timeless character w/elevated modern living. Refinished hardwoods, custom built-ins, designer lighting & abundant natural light throughout. Showpiece 2025 kitchen features quartz counters, oversized range w/double oven, separate multifunction oven w/microwave, convection, broil & keep-warm features, built-in dishwasher, under-cabinet lighting, instant hot water, pull-out pantry, wine fridge & eating bar. Upper-level primary suite offers a spa-inspired retreat w/heated floors, soaking tub, walk-in shower, double sinks, makeup counter, light-up mirror & designer walk-in closet w/built-ins. Additional upper-level flex space is perfect for an office, reading room, nursery or creative space. Finished basement offers a spacious family room/5th bedroom, full bath, LifeProof LVP, storage & future kitchenette area w/plumbing, waste line & electrical already in place ideal for guests or multigenerational living. PLUS 144 SF detached finished space perfect for a home gym, office, art studio, craft room & more! Major 2025 improvements include HardiePlank siding, exterior paint, double-pane vinyl windows, completely new electrical wiring throughout, completely new plumbing lines including a new water main. Additional upgrades include radon mitigation, decommissioned oil tank, sealed foundation, earthquake straps, professional air sealing/added insulation, 2016 roof, gas furnace, AC, gas water heater, Telsa universal EV charger & 2023 gas fireplace. Covered patio, garden area, new 8' fence, mature landscaping & 25' RV parking pad. Over $250K in upgrades plus nearby parks, cafés, restaurants, shopping & easy freeway access! [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10226486]

5836 NE GARFIELD AVE, Portland

$439,900
2 Beds 1 Baths 129220133 MLS
Sweet boho vibe bungalow with an amazing backyard retreat! This single level jewel box offers the best in open floor plan living, drenched in natural light. Thoughtful clean design throughout make this home feel warm, welcoming and hip. Step into the generous living room offering flexibility & versatility, with large paned picture windows overlooking mature landscaping. Open kitchen with playful décor includes checkered flooring, open shelving and tiled countertops. Accessible and efficient space for the washer & dryer makes laundry a breeze! The ample sized bedrooms feature hardwood floors and generous closets; wood paneling in one bedroom adds warmth and character! Fresh and efficient updated bathroom includes a tub/shower combo and newer LVP flooring. Great indoor/outdoor flow for gatherings via kitchen french doors that open wide onto a generous covered deck; enjoy year round sunsets and garden views! The backyard is a true delight, offering space to garden, create, or simply relax. Mature landscaping surrounds you with edible abundance, including raspberries, figs, grapes, hop vines, and sour plums, while springtime lilacs, tulips, and daisies create a colorful backdrop. Deep driveway provides plenty of off street parking for guests and daily use. Improvements include 2025: New stainless steel refrigerator, 2023: new roof and new electric water heater, 2020: new exterior paint. Located in popular and tranquil Cully neighborhood, known for community connection, dog walking & minutes to Beaumont Village brew pubs / shopping! Centrally located with easy commutes and great freeway access! [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10249089]

5220 NE SKIDMORE ST, Portland

$599,900
2 Beds 1 Baths 535385392 MLS
Charming 1924 Mt Tabor Home with Huge Private Yard. Classic Portland character meets thoughtful updates in this light-filled 2 Bedroom / 1 Bath home with 1,861 sq. ft. of flexible living space. Original hardwood floors (old growth white oak), large windows in living room with gas fireplace, and formal dining. Also, an inviting kitchen with maple cabinetry, granite counters and newer stainless appliances. Great counter space and storage options. French doors from the primary bedroom / office opening to a large deck and expansive, fenced backyard. Oversized 8350 sqft lot perfect for entertaining, gardening, pets and play. Partially finished basement offers a family room, flex space, laundry and sink, with separate entrance and potential for ADU or guest suite. Rare attached 2 car garage with access from basement along with a rooftop patio with territorial views toward the Cascades and Mt. St. Helens. Improvements include metal roof & gutters, vinyl windows (2022), newer furnace & water heater, central A/C, updated electrical & plumbing. Fantastic Mt. Tabor location near the park, trails, Hawthorne, Division & Belmont dining and shops, transit and MAX. On Bus line and Montavilla Dining, Shopping, and seasonal Farmer’s Market just blocks away. Classic charm, modern comforts, incredible outdoor space & an unbeatable Portland lifestyle! All appliances included. Seller is related to List agent, and may do a 1031 Exchange at no cost to buyer. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251030]

117 SE 70TH AVE, Portland

$645,000
2 Beds 2 Baths 135840911 MLS
Quiet street!!!!Perched high above the street in Sullivan’s Gulch, this classic Old Portland Foursquare is loaded with original character and wildly versatile, the ultimate Swiss Army knife house. Use it as one generous single family home or close the central stairwell door to create two living spaces, each with its own kitchen and private entry. The current owners have used it both ways, living upstairs while renting the main floor and vice versa. An active Airbnb city permit with 5-star ratings across 88 reviews between the upper and lower units adds another intriguing option.A gracious formal entry opens to a beautiful staircase, wood floors, and pocket doors. The dreamy living room with large picture windows and fireplace is a focal point. The dining room off the living room has French doors to a deck. The sunny kitchen has another back deck, great for grilling and entertaining. The main floor bath was fully renovated with all new fixtures and heated tile floors. Upstairs there are two bedrooms, a generous living room, a second kitchen and another full bathroom. Just off the living room is a super cool covered balcony, a year round guest favorite. The full basement offers room to finish. A seriously cool tunnel connects the garage to the basement. The garage rooftop patio is perfect for dining. Major system improvements include an upgraded electrical panel, rewired basement and attic, attic insulation, and more.The backyard is a true oasis, with mature plantings, beautiful trees, and open space. Exterior improvements include 2026 paint, new fencing and front gate, rebuilt exterior staircase, and more.Fred Meyer and New Seasons are just one block away, and the house sits on a designated shared bicycle roadway connecting neighborhood greenways. Walk to Grant Park, 28th Avenue restaurants, bars, schools, and neighborhood favorites, with Broadway and the Hollywood Theatre nearby. I-84 is just minutes away. One house, an impressive number of ways to make it work. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10183048]

3025 NE WEIDLER ST, Portland

$199,900
1 Beds 1 Baths 622407379 MLS
Major recent upgrades meet historic Baker City charm in this one-of-a-kind 1875 Victorian cottage! Since its last sale, the home has received a new roof, lifetime-guarantee gutters, a new mini-split system providing heating and air conditioning on both the main floor and upstairs, plus new concrete walkways in the front and backyard. These substantial improvements add comfort and peace of mind while preserving the character that makes this home so unique. Ideally located just blocks from downtown Baker City, the home welcomes you through an enclosed front mudroom with built-in bench and storage. Inside, high ceilings, hardwood floors, a striking staircase, original cabinetry, vintage details, and abundant natural light showcase its historic personality. The spacious upstairs bedroom features sloped ceilings, custom built-ins, and plenty of natural light. A full bathroom is conveniently located on the main level, while the basement provides laundry and additional storage. Outside, enjoy a fenced and private backyard with shade trees, grassy space, concrete patio, and detached garage offering parking, storage, or workspace. With many of the big-ticket improvements already completed, this distinctive home combines the personality of an 1875 cottage with meaningful modern updates, all just blocks from downtown Baker City. Come see the character, appreciate the upgrades, and imagine making this unique piece of Baker City history your own. Schedule your showing today!

1613 2ND ST, Baker City

$1,295,000
364677702 MLS
Experience the best of Sellwood in this exceptional 1905 Craftsman plus 2013 yr built updated Duplex unit, beautifully updated while preserving its irreplaceable historic character. Original clear fir floors, paneled, tongue-and-groove walls, picture molding, & a welcoming front porch reflect the home’s timeless craftsmanship. The gracious main level flows from an expansive living room & spacious dining area into a new chef’s kitchen featuring quartz countertops, custom cabinetry, high-end stainless-steel appliances, & an oversized island. An office/bedroom, sunroom, mudroom, utility room, and full bath complete the main floor. Upstairs are three generous bedrooms and two full baths, including an en-suite, plus a walk-in closet plus large bonus room space. The main bath offers both a shower and original clawfoot tub. The versatile lower-level includes an oversized finished two-car garage, additional single garage, workshop, storage room, light-filled craft room, and accessible utility and storage areas. Built in 2013, the fully permitted 1,031-square-foot second residence offers exceptional privacy with its own entrance, open-concept great room, full kitchen with island & high-end appliances, one bedroom, office area, walk-in closet, en-suite bath, & washer/dryer. Previously rented for $3,300 per month, it is ideal for multigenerational living, guests, a home office, or income. Outdoors, extensive decking overlooks the golf course and river, while grapevines, fruit trees, mature flowering gardens, a fenced yard, lawn, and 2 storage sheds create a private retreat. Across from Waverley Country Club and just blocks from Sellwood’s restaurants, coffee shops, parks, and the Willamette River-a rare combination of historic architecture details, modern luxury, flexibility, and location.

8867 SE 10TH AVE, Portland

$1,995,000
3 Beds 3 Baths 213241735 MLS
Sitting above Oswego Lake with beautiful water views from the rooms that matter most, this mid-century home is all about the setting, the lifestyle and the opportunity. Walls of windows bring the lake into the kitchen, dining room and expansive living room, while vaulted ceilings, warm wood details and classic mid-century character give the home a personality that feels nostalgic, cool and full of possibility.The unique setting includes a rare double tax lot totaling approximately 0.78 acres, offering an incredible opportunity to make it your own. Embrace the mid-century character already here, update it to fit your style, and create something truly special in a location that would be nearly impossible to recreate.The three-bedroom, three-and-a-half-bath layout offers comfortable spaces to gather, while the expansive back patio extends the living space outdoors—perfect for dinner with friends, morning coffee or simply sitting back and taking in the lake views.And then there’s the lifestyle. The home belongs to the coveted Forest Hills Lake Easement, putting lake access just a short walk away. Stroll into downtown Lake Oswego for coffee, dinner, boutiques, the farmers market and community events, with the Lake Oswego Country Club right nearby.Lake views, lake access, approximately 0.78 acres across two tax lots, mid-century character and downtown Lake Oswego at your fingertips. Bring your vision and make this one your own.

199 PINE VALLEY RD, Lake Oswego

$799,000
5 Beds 2 Baths 352422566 MLS
Welcome to this beautifully maintained home where farmhouse charm meets functionality, space, and versatility. With a home, barn, shop, and plenty of land, this property truly has a little bit of everything. Inside, you’ll find an updated and inviting living space, including quartz countertops, wood flooring, and natural light. The large main-floor primary suite features a walk-in closet, an ADA-accessible bathroom, and sliding doors to access the deck. Coffered ceilings and a cozy gas fireplace highlight the dining room that opens to the kitchen. The living room provides a warm and inviting space with a gas stove for warmth and skylights to bring the light inside. Downstairs, you’ll also find a full bathroom, a family room with a bay window, and a bonus room with plenty of storage and a Murphy bed—perfect for unexpected guests, hobbies, or additional living space. Upstairs, four bedrooms complete the home, offering plenty of room for family, guests, or flexible use. The fully fenced acreage offers a great foundation for an equestrian or farm lifestyle, hobby or business use or simply enjoying country living. Large barn: 47' x 42' with tack area, loft, and storage. Three-car garage/storage shed: 24' x 33' extra deep for storage (metal siding on 2 sides). Shop: 48' x 32' with concrete flooring, two lifts, heat, power, and loft area. RV/boat storage: 32' x 11', covered, gravel, with a ChargePoint EV charger. Whether you’re looking for room to spread out, space for projects and hobbies, or the perfect setup for equipment, animals, and guests, this property offers incredible versatility.

30166 S GRAYS HILL RD, Colton

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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.