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$399,990
2 Beds 2 Baths 220220071 MLS
LOT 12: This middle unit has a traditional backyard space with a large covered patio! Compact yet full of character, The Douglas offers a smart, flexible layout ideal for a variety of lifestyles. The grand two-story entry sets the tone for a bright and airy main living area featuring a generous kitchen island and welcoming great room. Upstairs, you'll find two bedrooms and a loft - perfect for an office, hobby space, or cozy retreat. The spacious bathroom includes double vanities, a private wet room, and exclusive access from the main bedroom, blending comfort and privacy seamlessly. The Douglas is the perfect match for those seeking efficient design with a touch of elegance. An extra-wide single-car garage provides additional storage or workspace and an optional mud room bench is available for ample organization and convenience.

21499 OConnor Way, Bend

Listing courtesy of New Home Star Oregon, LLC.

$1,995,000
4 Beds 2 Baths 220220004 MLS
Breathtaking Cascade Mountain views, 17 acres of water rights, and a private well -- offering true agricultural versatility for equine, farming, or hobby use. The expansive improvements include a hay barn, a fully insulated and heated 4,000 sq ft shop with EV charging and oversized garage doors, plus a barn ready for a custom equine setup, all representing over $400,000 in recent upgrades and additions. At the heart of this exceptional opportunity, nearly 2,400 square feet of refined custom living space, with a chef's kitchen, vaulted great room, two en suite bedrooms, and two additional bedrooms. Open horizons allow the morning sunrise to start each day and the setting sun to close each evening. Build your life from this blank slate with endless potential, close enough to Bend for every convenience yet teeming with space, views, and lifestyle.

65225 Gerking Market Road, Bend

Listing courtesy of Varsity Real Estate.

$679,000
2 Beds 1 Baths 220219888 MLS
Newly Renovated! Prime Downtown Mixed-Use Opportunity with Endless Potential Located right in Downtown Bend this light-filled cottage offers exceptional flexibility. Zoned mixed-use, the property can continue as commercial space, serve as professional offices, or be converted back to a residence. It also has no STR proximity restrictions, providing additional investment opportunities. Just minutes from downtown Bend, Drake Park, the Deschutes River, the Old Mill District, and the Box Factory, with convenient access to everything Bend has to offer. The property features ample on-site parking and is situated within an Opportunity Zone, making it an excellent option for residential, commercial, or investment use. Make this versatile property your own. Recent Updates Include: • Renovated 2026: All new LVP flooring and interior paint • New furnace 2024 • New 50-year roof (2021) • Exterior painted (2021)

624 NW Hill Street, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

$1,075,000
4 Beds 4 Baths 220219902 MLS
Welcome to the Gathering House, a rare westside retreat in Bend's coveted Saddleback neighborhood! Set on 1.38 private acres, this 4-bedroom, 3.5-bath home offers 3,500+ sq ft of flexible living space with room for everyone and all of their toys! Two primary suites make multi-generational living and extended hosting feel effortless, while an open floor plan handles both quiet evenings and big gatherings with ease. Outside, low-maintenance landscaping provides generous space for RVs, boats, and every adventure toy in your fleet. Shevlin Park and its 900+ acres of creek front trails are at your fingertips and provide fun for the entire family (don't leave the dogs behind!). Minutes from The Bite in Tumalo, top-rated Westside schools, and the best of Bend's westside dining + exploring, this is the family compound you've been waiting for: room to grow, space to gather, and where your best memories with your favorite people are still waiting to be made. Welcome home!

63375 Saddleback Drive, Bend

Listing courtesy of Windermere Realty Trust.

$1,499,000
4 Beds 4 Baths 220219839 MLS
NEW PRICE!! HUGE VALUE! The easiest acreage you'll ever own. Just three songs from Bend, this private estate captures breathtaking Cascade Mountain views, 2.25 acres of deeded COID water rights, and six months of canal-front living where wildlife thrives & every season feels extraordinary. Beautifully landscaped grounds & a wraparound deck invite you to slow down & savor the setting. Inside, the custom home features a chef's kitchen w/ stainless steel appliances, double ovens, custom cabinetry, & a striking reclaimed Sequoia redwood island. The great room is anchored by a dramatic floor-to-ceiling stone fireplace w/ a rare 1,000-year-old Juniper mantle. Upstairs offers 3 bdrms, including a spacious prmry ste + a large recreation room with projector, pool table, wet bar, and beverage fridge. A 1,200 sq. ft. shop with a furnished 480 sq. ft. guest quarters, new well (2023), EFU zoning, underground sprinklers, and endless possibilities complete this exceptional Central Oregon retreat.

24442 Dodds Road, Bend

Listing courtesy of Cascade Hasson SIR.

$1,285,000
4 Beds 3 Baths 220219786 MLS
Soak in peaceful water views from this custom 3,671 sq ft home set along the Deschutes canal in the Three Rivers South area, just a short drive from Sunriver. The main level centers on a vaulted great room with wood floors and a slate fireplace, opening to a granite and stainless kitchen with generous prep and storage space. A spacious main-level primary suite provides easy living, while the upper level offers additional bedrooms plus flexible bonus space ideal for a guest retreat, mother-in-law setup, or extended-stay visitors who want a bit more privacy. Outside, an expansive deck on the 0.73-acre lot overlooks the tranquil canal and visiting wildlife, and the oversized 3-car garage offers room for vehicles, toys, and gear for year-round Central Oregon adventure. Home exterior fully repainted as of May 27th 2026.

17179 Island Loop Way, Bend

Listing courtesy of eXp Realty, LLC.

$899,000
3 Beds 2 Baths 220219774 MLS
Custom, custom, custom!! Beautiful single level on over 4 acres of natural growth junipers east of Bend. Interior features are vaulted ceilings, open floorplan and all surrounded by windows providing a bright natural light filled space. There is a large country kitchen with alder cabinets, engineered hardwood floors, granite and quartz counters with upgraded appliances. LED lighting and a large convenient utility room that includes a washer and dryer. The primary is oversized and exits to a Trex deck, pergola for privacy all while overlooking the low maintenance yard with a drip system. There are full RV hookups. This property backs up to BLM and is the perfect place to call your forever home. Pride of community with plenty of room between properties. Truly one of a kind!

63170 Fremont Road, Bend

Listing courtesy of Duke Warner Realty ERA Powered.

$425,000
3 Beds 2 Baths 220219739 MLS
Set at the end of a peaceful cul-de-sac in Bend Oregon, this 3-bedroom, 2-bathroom home on 3.17 acres offers privacy, functionality, and country living with 2.9 acres of irrigation rights. The fenced and cross-fenced property features pasture views, an irrigation pond, and space ideal for horses, livestock, hobby farming, RV storage, or recreational equipment. Inside, the updated home includes wood-look flooring, stainless steel appliances, and energy-efficient ductless heating and cooling. Covered parking, a shed, and lean-to provide flexible space for animals, storage, or projects. Approved ADU potential creates opportunities for multigenerational living, guest quarters, rental income, or a private home office. A versatile Central Oregon acreage property combining rural tranquility, usable land, and modern updates.

20970 Hicrest Place, Bend

Listing courtesy of High Desert Realty, LLC.

$415,000
3 Beds 2 Baths 220219727 MLS
Welcome to this beautifully maintained 3 bed/ 2 bath home nestled on a half-acre lot in the heart of the DRRH community that backs up to BLM land. With 1,344 sqft of inviting living space, this property offers comfort, privacy, & relaxation. Step inside to discover a fully remodeled kitchen featuring stunning new countertops, custom cabinetry, & sleek stainless steel appliances. Outdoors, enjoy your partially covered deck, an ideal retreat for morning coffee or unwinding after a long day. The 10x20 shop, additional storage shed, & covered carport provide plenty of space for hobbies, tools, and toys. Take advantage of the private dock access down the road on the Deschutes River--just moments away from kayaking, fishing, or paddleboarding. With easy access to Sunriver and Bend, this home is perfectly positioned for year-round recreation, work-from-home flexibility, or vacation living. Don't miss this gem in a peaceful, nature-filled setting.

56203 Stellar Drive, Bend

Listing courtesy of Real Broker.

$515,000
1 Beds 1 Baths 220219692 MLS
Presenting Arête: a collection of 32 modern condominiums located in the very heartbeat of Bend's west side. Here, intentional design meets natural finishes in a set of 10 distinctive floor plans throughout the three-story building. This specific Broken Top floor plan features the River finish package, and is a one bedroom unit located on the north side of the second floor offering excellent natural light throughout the day. Designed by award-winning Hacker Architects and built by SunWest Builders, these Earth Advantage condos include private decks or patios, personally allocated parking, custom storage options, secure entry, professional property management, and an exclusive community room for hosting, lounging, or working. Together with its sister properties in NorthWest Crossing's Grove development - the Market Hall and Assembly - Arête offers a lifestyle of contagious adventure, meaningful connection, and holistic living. Photos are of similar units.

2745 NW Ordway Avenue 202 Unit 202, Bend

Listing courtesy of Cascade Hasson SIR.

$549,000
3 Beds 2 Baths 220219653 MLS
Peaceful retreat set in sought-after Fall River Estates. This stick built 3 bed, 2 bath home on .98 acres places you steps from world-class fly fishing, hiking & biking trails, skiing, motor sports & year-round adventure --yet just 10 minutes to Sunriver & 25 minutes to Bend. Thoughtfully designed, the floor plan offers two distinct living areas, creating a natural balance of space. Covered decks & outdoor living spaces invite evenings under the pines & a deeper connection to nature. Recent updates, including a newer roof, flooring, garage doors, paved driveway & landscaping provide a, move-in ready canvas. The attached 2-car garage & room for a shop offer flexibility for toys, equipment, & animals. The lot has been carefully thinned & landscaped with fire mitigation in mind. Located w/in a Firewise-certified community w/ paved roads & snow removal, & surrounded by public river access & National Forest--this is a place to live, explore, & truly settle into the rhythm of Central Oregon.

15003 E River Loop Drive E, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

$729,000
5 Beds 3 Baths 220219643 MLS
Beautifully updated 5-bedroom, 3-bathroom single-level home on over a half-acre lot, offering space, comfort & versatility. Originally built in 1979, nothing about this home feels dated -extensively renovated w/ tasteful, thoughtful upgrades throughout. This well-designed property features 2 updated en-suites, including a spacious ADA-compliant suite added in 2022 - zero entry shower in addition to the ADA compliant components which require changes to the joists. During the expansion, the home also received a new roof, stylish Trex front porch, massive hot tub, updated flooring, countertops, fresh interior & exterior paint & more. Enjoy year-round comfort with ductless heating & cooling in the newer suite. Located just across the road from the Deschutes River, this home is ideal for outdoor enthusiasts with easy access to biking, hiking, skiing, lakes, camping & hunting. Detached single-car garage w/ extra storage. A rare blend of modern upgrades and Central Oregon lifestyle living.

55670 Big River Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$1,549,900
3 Beds 3 Baths 220219534 MLS
Timeless Craftsman-style residence in the heart of Northwest Crossing! The main level features a dedicated office, an expansive primary suite, and a spa-inspired bath with heated floors. Rich wood accents are showcased through custom oak cabinetry, engineered hardwood floors, and detailed window trim throughout. The chef's kitchen is both striking and functional, appointed with a 6-burner professional range, granite countertops, a walk-in pantry, and extensive cabinetry. The lower level offers a spacious bonus room, a private guest suite, and a beautifully upgraded full bath ideal for hosting or multi-generational living, Enjoy a secluded courtyard patio designed for effortless outdoor living, all within one of Bend's most sough-after neighborhoods, just moments from premier shops, dining and amenities.

2322 NW High Lakes Loop, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$650,000
2 Beds 2 Baths 220219520 MLS
Step into the charm of this 1920s mill home in Bend's Historic District. Full of original character and rich with opportunity, this fixer-upper is ready to be reimagined with your personal touch and vision. Inside, you'll find original Douglas fir hardwood floors throughout the main living, two bedrooms, and a recently updated full bathroom. The laundry/mudroom adds flexibility and could easily function as a home office or creative space. The 624 SqFt basement offers potential for additional living space and includes a half bath. Outside, the private south facing backyard is ideal for gardening or soaking up the sun, while the tandem depth garage provides flexible space for parking, a workshop, hobby room, or additional storage. Ideally located near downtown, the Box Factory, and the Old Mill District, this home combines historic charm with unbeatable access to Bend's best amenities. A rare opportunity to restore a piece of Bend's history in a highly sought after location.

521 NW Georgia Avenue, Bend

Listing courtesy of Duke Warner Realty ERA Powered.

$359,000
220219521 MLS
Tucked away in a quiet cul-de-sack on the west side of Awbrey Butte, this 29-acre lot serves up unreal panoramic views of the Cascade Mountains from Three Sisters to Mt. Bachelor and beyond. The gentle sloped terrain provides an excellent foundation for a custom-designed home that takes full advantage of the stunning scenery. This prime location combines privacy and convenience, just minutes from Bend's Westside hotspots, craft breweries, boutique shops, and top rated schools. Outdoor enthusiasts will love the easy access to trails, golf courses, and skiing at Mt. Bachelor. Surrounded by high-end homes in one of Bend's most prestigious neighborhoods, this is a rare chance to create a mountain retreat with unbeatable views! OREF Forms only please!

1945 NW Sun Ray Court, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$1,559,000
4 Beds 4 Baths 220219439 MLS
Move In this October. Beautiful Discovery West location for this 4 bedroom 3.5 bath home from COBA Award-winning builder Curtis Homes. This beautiful home blends timeless architecture with modern functionality. This thoughtfully designed floor plan offers main-level living with a primary suite, open kitchen, dining, and living spaces, plus a dedicated den and mudroom off the two-car garage. Upstairs features three additional bedrooms, two full baths, and a spacious bonus room for flexible living. Covered front and rear porches extend the living space outdoors, creating a seamless connection to the surrounding landscape. Designed for comfort, efficiency, and everyday livability in a quiet, natural setting.

1105 NW Kendrick Place Lot 295 Unit Lot 295, Bend

Listing courtesy of Curtis Homes Realty.

$350,000
220219106 MLS
There's a place where the pines meet the river and time just... slows down. This is it. Eighty-two feet of water frontage on a pristine .67-acre lot, framed by towering ponderosa and lodgepole pines, where the air smells like wilderness and the water catches the light just right. The land is untouched and ready -- water, sewer, and 400-amp electric service already in place, so the hard part is done and the vision is completely yours. Build your riverfront dream home, design a private retreat, or park your RV and live it while you plan. Ten minutes to Sunriver. Thirty minutes to Mt. Bachelor and a string of alpine lakes. Fly fishing steps from your door, kayaking from your own banks, powder days and resort dinners when the mood strikes. This isn't a lifestyle you visit on weekends -- it's one you come home to. .67 acres. 82 feet of water frontage. Utilities in. Pines overhead. This is the Central Oregon Living you see in brochures. Buyers to do own due diligence on use cases.

17195 Blue Heron Drive, Bend

Listing courtesy of Realty One Group Discovery.

$575,000
220219228 MLS
As one of Bend's last premier view home sites, this luxury west-side lot is ''where the Cascades meet the skyline!''. Perched atop Awbrey Butte, this near 3/4-acre home site delivers panoramic Cascade Mountain views from Mt. Bachelor to the Three Sisters. Public water, sewer, and gas are available at the lot. The natural slope is perfectly suited to capitalize on a mountain view-maximizing build, as the natural topography is optimized for view decks & panoramic windows. Awbrey Butte is an exceptional entry point into one of Oregon's most prestigious neighborhoods, and is located just minutes to downtown Bend, NW Crossing, Shevlin Park, Phil's Trail & the Deschutes River, and just a 35 min. drive to Mt. Bachelor. This rare West side home site is for the discerning buyer pursuing a luxury home where mountain views are paramount.

2861 NW Nightfall Circle, Bend

Listing courtesy of Stellar Realty Northwest.

$470,000
3 Beds 2 Baths 220219189 MLS
Alfalfa Horse-ready setup with Cascade Mountain views and end-of-road privacy on 9.74 acres! Located in a quiet rural farming area, this 3 bed, 2 bath home built in 1992, offers 1776 sq.ft. including permitted, frame-built family room addition (2000). Vaulted living room opens to a covered east-facing deck-perfect for taking in sunrise views. Kitchen features eating bar, large pantry, & adjoining dining area. Spacious family room includes propane fireplace, vaulted ceiling, & slider to large open deck. Property is fenced & cross-fenced with three separate livestock areas plus hay barn - ideal for horses or hobby farm use. Attached carport with accessible ramp to front deck. Home equipped with tie downs & newer comp roof. Plenty of room to ride, grow, & enjoy a true country lifestyle!

25907 SW Cooper Street, Bend

Listing courtesy of Coldwell Banker Bain.

$743,000
4 Beds 2 Baths 220217626 MLS
Brand-new 4-bedroom home in DRRH, just minutes from Sunriver and close to Central Oregon recreation, dining, golf, lakes, and year-round adventure. Light-filled and thoughtfully designed, the flexible floor plan includes a front bedroom ideal for an office, den, guest room, or second living area. The open great room features a propane fireplace and tall windows, while the kitchen offers quality appliances, propane cooktop, large island, wine refrigerator, and solid-surface counters. A generous primary suite, two additional bedrooms, separate laundry, covered rear porch, 3-car garage, and room for a future shop add everyday function and flexibility. With an acceptable offer, seller may consider options to assist with buyer financing costs, including a temporary interest-rate buydown.

17146 Covina Road, Bend

Listing courtesy of Cascade Hasson SIR.

$299,000
1 Beds 2 Baths 220219079 MLS
Wake up to Deschutes River views right in the heart of downtown Bend. This smartly designed 653 sq ft condo delivers an everyday living experience that feels anything but small. A bright, open living area frames the water beautifully, while the private primary suite with its own en-suite bath offers a genuine sense of retreat. A second full bathroom and Murphy Bed means guests have their own space, too. Outside your door, a community pool adds a resort-like touch. Short-term rental approval is already in place, opening the door to strong vacation rental income when you're not here enjoying it yourself. HOA dues cover utilities, cable, and exterior maintenance, keeping ownership truly low-maintenance. Whether you're looking for a full-time residence, a lock-and-leave Bend basecamp, or a high-performing investment property, this riverside condo checks every box.

1565 NW Wall Street 327-328 Unit 327-328, Bend

Listing courtesy of RE/MAX Key Properties.

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