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$3,750,000
5 Beds 3 Baths 220221468 MLS
A riverfront sanctuary that comes to market once in a generation. Encompassing nearly three acres and 400 feet of low-bank frontage on the Deschutes River, this property represents one of the largest riverfront parcels in all of Bend - set along one of the Northwest's most iconic waterways, with a sweeping stretch of shoreline unlike anything else on the market. The River Home spans nearly 4,000 sq ft with multiple indoor and outdoor living spaces, a private primary wing, and a guest wing - all with unobstructed river views. Here, the Deschutes National Forest is your closest neighbor - and the cherished mountain town of Bend is just minutes away. Step from your back door to cast a line, host a gala, or watch the seasons change from the bank. Family weddings, holiday events, and legendary dinner parties have graced these grounds for years. As the current owners will tell you: no one ever turns down an invitation, and guests are reluctant to leave. It's hard to put a price on magic.

18880 Baker Road, Bend

Listing courtesy of Stellar Realty Northwest.

$856,000
3 Beds 3 Baths 220221460 MLS
Rare short-term rental opportunity in Bend's gated Broken Top community. Thoughtfully designed as two separate living spaces, this flexible townhome is ideal for hosting family and friends or maximizing rental appeal. The main-level modern studio features a sleek kitchen, inviting living area, king bed, and full bath. Upstairs, the light-filled residence offers a warm living room with stone fireplace, gourmet kitchen with island, and dining area opening to a BBQ deck. The spacious ensuite bedroom includes a luxury bath with double vanities and soaking tub, while the bunk room provides extra guest space. The repurposed garage is now an entertainment area with a new hot tub, TV lounge, game space, plus a new 1/2 bath and laundry. Enjoy dining at the private Broken Top clubhouse, with membership options for golf, tennis, pickleball, fitness, pool, and more. Close to trails, Old Mill, downtown Bend, Mt. Bachelor, and Cascade Lakes.

61875 Broken Top Drive #23 Unit #23, Bend

Listing courtesy of Avenir Realty.

$668,900
5 Beds 3 Baths 220221458 MLS
Sellers are offering $5,000 toward buyer's closing costs or prepaids. Don't miss this coveted 5-bedroom floorplan with a hard-to-find 3-car garage and private backyard with no homes immediately behind. Major updates include a NEW ROOF, NEW WINDOWS, NEW FURNACE, NEW CENTRAL AIR, and NEW WATER HEATER-a $75,000 benefit for the lucky new owner of this immaculately cared-for home. Additional updates include custom built-ins, updated lighting, ceiling fans, newer carpet, and fresh paint. The main floor offers a flexible bedroom ideal for a home office or guests. Upstairs, the spacious primary suite features a spa-like bath and walk-in closet, plus three additional bedrooms and a large bonus/living room. The kitchen features newer stainless steel appliances, a large dining area and bar, plus a formal dining room. A remodeled gas fireplace anchors the open great room. Outside, enjoy the fully fenced, landscaped backyard with space to garden, host BBQs on the patio, or relax around the firepit.

21172 Clairaway Avenue, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$2,195,000
4 Beds 4 Baths 220221423 MLS
Set on a generous lot in the highly sought-after Tetherow community, this inviting two-story home delivers space, comfort, and an exceptionally livable floor plan in one of Bend's most desirable areas. Thoughtfully designed for everyday ease, the home features well-proportioned living areas that flow naturally between daily living and entertaining. Every bedroom is en suite, offering privacy and flexibility for family and guests alike -- a rare and welcome touch. Open gathering spaces balance beautifully with quiet retreats, creating a home that simply lives well. Outside, the lot provides ample room to relax, dine, and soak in the peaceful surroundings. West-facing exposure floods the home with natural light while framing stunning mountain views that lend the property a warm, welcoming character. Whether you're drawn by the thoughtful layout, the outdoor lifestyle, or the unbeatable location, enjoy all of Tetherow's world-class amenities and direct access to the Phil's Trail system.

61636 Hosmer Lake Drive, Bend

Listing courtesy of Engel & Voelkers Bend.

$549,900
3 Beds 3 Baths 220219647 MLS
Welcome to 2781 NE Spring Water Place, a beautifully designed home in Bend, Oregon's desirable Obsidian Ridge neighborhood. This Northeast Bend home features an open-concept floorplan, granite countertops, high-end stainless steel appliances, a cozy gas fireplace, formal dining room, abundant natural light, and seamless indoor-outdoor living ideal for entertaining and enjoying the Central Oregon lifestyle. The spacious primary suite offers a huge walk-in closet, dual vanity, and relaxing garden tub, while the convenient second-story laundry room adds everyday functionality. Located near Pine Nursery Park, pickleball courts, walking trails, breweries, restaurants, shopping, Costco, St. Charles Medical Center, and downtown Bend, this home offers easy access to Mt. Bachelor skiing, Cascade Lakes paddle boarding, hiking, biking, and everything Bend buyers are searching for whether you're looking for a primary residence, second home, or investment property in Bend, this home delivers.

2781 NE Spring Water Place, Bend

Listing courtesy of Premiere Property Group, LLC.

$1,949,000
3 Beds 5 Baths 220220868 MLS
Some homes are built to live in. This one is built to gather. From the moment you pass through the gate of Sunset View Estates and the Cascade Mountains fill your windshield, you know you've arrived somewhere special & the home delivers at every turn. Outdoor kitchen, covered patios, cascading water feature, fire pit, and exterior fireplace designed for evenings that stretch late into a Central Oregon summer. The bonus room with wet bar, pool table & grand piano included. The kind of space that makes any night feel like an event. Daily life is just as compelling. Radiant heated white oak floors, Brazilian granite, custom builtins, and multiple gas fireplaces throughout. The main level primary ste is a sanctuary private office, balcony, jacuzzi w Cascade Mountain views. 4,596 sq ft, 1.7 private acres, golf course & mountain views. Heated 4-car garage with RV hookup. New roof, fresh paint, move in ready. This is Bend's luxury market at its finest and it's ready now close to city center

20112 Starfire Ridge, Bend

Listing courtesy of Cascade Hasson SIR.

$1,950,000
4 Beds 4 Baths 220221388 MLS
Set along the 12th fairway in Broken Top Club, this beautifully updated home offers the perfect blend of luxury, privacy, and comfort. Meticulously maintained landscaping and a serene golf course setting create a true retreat-like atmosphere. The open floor plan features an updated kitchen, spacious dining area, and inviting great room that seamlessly flow to an expansive paver patio--ideal for relaxing or hosting guests. The main-level primary suite is a private haven with a cozy fireplace, built-ins, and an additional sitting area. Also on the main level are a second ensuite bedroom, powder bath, laundry room, and functional mudroom/desk area. The oversized 885 sq. ft. three-car garage provides ample room for vehicles, storage, and gear. Upstairs, you'll find two generously sized bedrooms connected by a Jack-and-Jill bath, along with a spacious bonus room and private deck.

61737 Broken Top Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$995,000
5 Beds 3 Baths 220221355 MLS
Tucked away on a rare oversized homesite within Bend's gated Mountain High community, this timeless residence offers an exceptional blend of privacy, comfort, and elevated living. Surrounded by mature landscaping and peaceful common areas, the setting feels secluded, refined, and distinctly Central Oregon. Thoughtfully maintained and selectively refreshed, the home features expansive living spaces, soaring ceilings, rich architectural detail, and a warm, inviting atmosphere throughout. Designed for both quiet retreat and effortless entertaining, the layout offers flexibility, natural light, and seamless indoor-outdoor connection. Recent improvements and carefully curated finishes enhance the home's understated luxury while preserving its classic character. Residents of Mountain High enjoy access to premier community amenities, including a pool, pickleball courts, golf, tranquil water features, and beautifully maintained grounds, all moments from the best of what Bend has to offer.

20430 Snowmass Court, Bend

Listing courtesy of John L Scott Bend.

$1,590,000
3 Beds 3 Baths 220221330 MLS
Some listings talk about the Bend lifestyle--this one lives it. Custom-built by Norman Homes and nestled among Ponderosa pines on a private half-acre overlooking Widgi Creek Golf Course, this exceptional retreat offers direct access to Deschutes National Forest trails, the Deschutes River, and is just 16 minutes from Mt. Bachelor. The thoughtfully designed floor plan features 3 bedrooms, including two primary suites--one on the main level and one upstairs. The upper-level suite includes a sauna, walk-in closet, and an adjoining third bedroom that also works beautifully as an office, media room, or flex space. Northwest craftsmanship shines with vaulted knotty pine ceilings, exposed timber beams, radiant heated slate floors, and a floor-to-ceiling stone fireplace. A wraparound Trex deck overlooks ponds, the 5th green, and 6th fairway. Heated garage with abundant storage.

18829 Peony Place, Bend

Listing courtesy of The Agency Bend.

$564,000
2 Beds 1 Baths 220221142 MLS
Seller is offering $9,000 Credit towards Buyer's Closing Costs or Prepaids on this adorable home! The Cottages of Westside Pines have an individual fenced yard and 1-car garage. Each unit is under 1,200 sf. & HOA covers virtually everything outside your front door: building maintenance (including roof & paint); fences, yard maintenance, & sprinklers; porches and decks; rubbish, and snow removal. The home has AC and is sold furnished. The kitchen, Living areas, Primary BR, bath, and a 2nd BR/office are on the 1st floor. The 2nd floor loft is currently used as a TV and game room, but could be a bedroom. There is also a huge, finished, attic storage area. Outside the Primary BR is a nice Sun Deck. The large covered Front Porch is perfect for dining al fresco. This home has been used primarily as a 2nd home and has been lightly lived in. The location is ideal. . . close to shops, restaurants & trails!

1940 NW Monterey Pines Drive UNIT 10 Unit UNIT 10, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$610,000
3 Beds 2 Baths 220221226 MLS
Price Improvement!! Discover the possibilities at this meticulously maintained Foxborough home on a spacious corner lot with a rare dead-end alley behind the property, offering added privacy, flexibility, and extra parking options. This single-level 3-bedroom, 2-bath home offers 1,656 square feet with an inviting open-concept layout connecting the kitchen, dining, and living areas. Nine-foot ceilings and crown molding throughout add a sense of space and character, while generously sized bedrooms provide flexibility for guests, a home office, or additional living space. Outside, enjoy a partially covered patio, private saltwater hot tub, and fully fenced backyard. The insulated two-car garage features a built-in workbench for projects, storage, and gear. Convenient SE Bend location near parks, trails, schools, shopping, dining, and everyday amenities. Short-term rental eligible, per the City of Bend STR Map.

61219 Fairfield Drive, Bend

Listing courtesy of Knightsbridge International.

$925,000
4 Beds 3 Baths 220221268 MLS
Prime, walkable Westside location, directly across from Hillside Park and steps from Newport Ave. Original hardwood floors run throughout the main level, where a vaulted, skylit living room features a wood-burning fireplace and access to a wraparound Trex deck with a recessed hot tub. The updated kitchen pairs solid surface counters and full-height subway tile backsplash with premium stainless appliances, a downdraft range, a butcher block bar, and a generous pantry. A sun-filled dining area opens to the deck, while a mudroom nook, powder room, and office/4th bedroom round out the main floor. Upstairs, two bedrooms with park views and a loft share a full bath. The spacious primary suite offers a walk-in closet and updated bath with quartz double vanity and frameless glass ceramic tile shower. Located within the preference zone for Highland Magnet School (ranked 3rd in the state by U.S. News), offering preferred placement without the district lottery. Downtown is just 5 minutes away.

915 NW Saginaw Avenue, Bend

Listing courtesy of RE/MAX Key Properties.

$1,349,999
3 Beds 4 Baths 220220961 MLS
Live comfortably in this Shevlin Ridge home on Brickyard Street, featuring a large open floor plan and a bright, inviting kitchen with a 6-burner range and generous pantry. The property offers a sense of openness, privacy, and an elevated setting. Main-level living includes a well-appointed primary suite with a spacious bath and walk-in closet, along with an office and additional bedrooms. Downstairs, a bonus room provides flexible space and opens to a flat backyard. Outdoor highlights include a hot tub, built-in firepit, and gas BBQ connection, plus an upper deck for dining. Large 3-car garage with extra storage and a flat driveway. Ideally located between Shevlin Park trails, public schools, Discovery West, and NWX amenities. Brand-new roof installed in July 2026, offering peace of mind for years to come.

2498 NW Brickyard Street, Bend

Listing courtesy of Duke Warner Realty ERA Powered.

$1,299,000
3 Beds 2 Baths 220220970 MLS
Experience the beauty of Central Oregon living on this picturesque 10-acre property featuring a completely remodeled, turnkey single-level home with sweeping panoramic views of the Cascade Mountains. Designed for comfort and lifestyle, this exceptional acreage offers unforgettable sunsets, lush landscaping, mature fruit trees, established gardens, and irrigation water ideal for hobby farming, animals, or sustainable living. The property is fenced for critters and provides the perfect blend of privacy, functionality, and natural beauty. A spacious barn with flex space above creates more room for guests, a home office, art studio, or creative retreat. Peaceful and private, this one-of-a-kind Bend property captures the essence of country living while still being conveniently located near town amenities, recreation, and outdoor adventure.

21837 Repine Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$1,495,000
4 Beds 4 Baths 220221074 MLS
Don't miss this spectacular Northwest-style home, offering 3,959 square feet of luxurious living space with an open floor plan, perfect for entertaining. Nestled in a private setting on 0.45-acre lot in Awbrey Butte, featuring expansive decks that provide a peaceful atmosphere. This stunning home has 4 bedrooms, 3.5 bathrooms, the living room is enhanced by built-in cherry wood cabinets, a cozy fireplace. The primary suite serves as a personal retreat, complete with a fireplace, private deck, spacious walk-in closet, & lavish 5-piece bathroom. A second ensuite bedroom is conveniently located on the main floor, making it ideal for guests or those preferring to avoid stairs. The gourmet kitchen is a chef's dream featuring a 6-burner gas cooktop, a built-in oven & granite countertops that seamlessly flow into the dining room & outdoor living area. Downstairs lives like a separate apartment with it's own entrance. The oversized 2-car garage includes a large workspace & built-in cabinets.

3063 NW Duffy Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$1,099,000
3 Beds 3 Baths 220221154 MLS
Nestled on 12.55 acres with a COID canal running through the property, this 2,602 sq ft two-story home offers privacy, space, and a Central Oregon lifestyle. A 30 X 50 shop (1,500 sq ft) includes RV hookups, loft storage, and workspace. Built in 1999, 9ft ceilings and features 3 lower-level bedrooms plus a large upstairs bonus room with full bath ideal as a 4th bedroom or second living space. The primary suite fully remodeled in 2025 with a jetted tub, walk-in shower, and custom closet. Recent updates include new partial interior paint and partial carpet (2026), updated heat pump, and refreshed front & back decks with rear retaining wall (2024). The kitchen offers granite counters and stainless appliances. Features: a pond, underground irrigation (COID 1.83 acres), water pump, irrigated fenced garden area, front, and back with sprinklers, playground set, and a freshly seal-coated driveway and updated insta-hot water (2026). Well and septic in place! Septic & Well reports!

21821 Butler Market, Bend

Listing courtesy of Sunny in Bend 1% Realty.

$1,308,530
3 Beds 5 Baths 220220976 MLS
This Mediterranean inspired estate captures the Bend lifestyle, set at the end of a quiet lane on two private acres just minutes from town. Surrounded by EFU land and a tranquil canal, enjoy exceptional privacy, wildlife, and sweeping views from Cascade sunsets to Ochoco sunrises. A seasonal 20 foot waterfall, lush lawns, and a secluded patio with hot tub create a true high desert retreat. Inside, formal living and dining flow into a well appointed kitchen with dual dishwashers and passthrough windows. Spacious upstairs bedrooms include a primary suite with private balcony, heated floors, and a jetted soaking tub. Flexible living with a guest suite featuring its own entrance, bath and kitchenette, plus a family room with pool table and a loft area with wood stove. Large pull through garage with 14 foot door for RV, boat, and all your Central Oregon gear. Owner carry terms available.

21283 Dove Lane, Bend

Listing courtesy of RE/MAX Key Properties.

$534,900
3 Beds 3 Baths 220220897 MLS
Nestled at the end of a quiet street beside a peaceful green space in SW Bend, this warm and welcoming home offers the kind of everyday comfort that's hard to find. With no through traffic and a private, serene setting, the tranquility starts before you even step inside. Natural light floods every corner of the main living areas, where the kitchen flows effortlessly into the dining and living spaces -- perfect for gathering around the gas fireplace. Upstairs, three spacious bedrooms including a generous primary suite with walk-in closet, abundant sunlight, and lovely territorial views give everyone their own place to unwind. Step outside to a spacious yard with irrigated garden beds and front and back sprinklers, plus a neighborhood park and a path with easy access to Brookswood -- all just minutes from the shops, restaurants, and energy of the Old Mill District. Life feels a little easier here.

20016 Mount Hope Lane, Bend

Listing courtesy of JMG-Jason Mitchell Group.

$929,000
3 Beds 2 Baths 220220155 MLS
Nestled on the fairway of a pristine golf course on the west side of Bend, this Craftsman-style home exudes timeless elegance and rustic charm. The home's warm, earthy tones--rich wood, and stone accents--blend seamlessly with the surrounding natural beauty, creating a peaceful retreat. Large windows frame sweeping views of the lush green fairway and towering pines, allowing the landscape to become a living backdrop to everyday life. Inside, the open-concept design features cozy yet sophisticated spaces, with a handcrafted stone fireplace as the heart of the living room. An elegant kitchen is a perfect gathering place for friends and family. Separate studio/office with it's own entrance perfect for hobbies or home office. The patio and grounds invite you to relax and enjoy the serene setting, whether watching golfers navigate the course or simply soaking in the breathtaking sunrise, this home is the perfect fusion of craftsmanship and comfort.

2964 NW Fairway Heights Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$619,000
3 Beds 2 Baths 220220787 MLS
Most people talk about self-sufficiency. This property actually supports it. Set on 1.37 acres on Bend's north end, this property features half-acre irrigation rights, a ditch-fed pond, pump system, in-ground sprinklers front and rear, and a drip system already in place. The fully fenced garden produces beautifully, while water and power access around the property create flexibility for projects, equipment, or entertaining. The 2015-built home offers 1,920 sq ft with 3 bedrooms, 2 baths, an open floorplan, kitchen island, heat pump, and security system. Two water heaters service the home, including a dedicated unit for the primary suite for quick, consistent hot water. Detached garage with workshop, RV/boat storage, and a stream running through the property complete the setup. Nobody tells you what to grow, what to build, or how to live, that's homesteading at its finest.

64992 Valeview Drive, Bend

Listing courtesy of eXp Realty, LLC.

$849,900
5 Beds 3 Baths 220220722 MLS
Step into Bend history with this iconic original ski house of Olaf Skjersaa - a true legacy property rooted in the spirit of Central Oregon's outdoor culture. Thoughtfully preserved and updated, this one-of-a-kind home blends timeless alpine charm with modern livability. Warm wood tones, inviting gathering spaces, and vintage character details pay homage to its storied past, while functional updates make it perfectly suited for today's lifestyle. Ideally located just minutes from downtown Bend, Mount Bachelor, and the Deschutes River, this home offers unmatched access to the very adventures that inspired its original owner. Whether you're looking for a primary residence, a mountain retreat, or a piece of Bend's heritage, this is a rare opportunity to own a home that truly tells a story.

714 NE 10th Street, Bend

Listing courtesy of eXp Realty, LLC.

$950,000
5 Beds 3 Baths 220220710 MLS
Set on 2.4 private acres in Woodside Ranch, this custom built 5-bedroom estate is offered for the first time by its original owners. Lovingly cared for and rich with potential, the home delivers the kind of space, setting, and solid construction rarely found in today's market. Towering ceilings and abundant natural light create an impressive first impression, while the sunken formal living room with wood-burning fireplace, formal dining area, central kitchen, and intimate family room with wet bar offer timeless gathering spaces. The main level includes a bedroom, full bath, spacious laundry room, and access to the attached 3-car garage. Upstairs, the west-facing primary suite features a jetted tub, full tile shower, and three closets, with generous guest rooms filling the east wing. This home is ready for its next chapter, and is a beautiful blank slate for your personalization and updates.

60309 Tall Pine Avenue, Bend

Listing courtesy of The Agency Bend.

$1,695,000
3 Beds 4 Baths 220220685 MLS
A custom built home with wonderful views of Fireglass Lake, this home is special! A spacious open floor plan with thoughtful detail throughout. The home features a vaulted entry, wood beams, and a natural stone fireplace. A spacious primary bedroom complete with fireplace and a large beautiful primary bathroom with heated floor. A second ensuite bedroom and bath are also on the main level. Second floor contains bonus space perfect for a craft room, game area or additional beds. A third bedroom & bathroom, closet and built in bookcase complete the second level. An entertainers dream kitchen features high end appliances with a large island/counter space. A large paver back patio overlooking Fireglass lake is a wonderful spot to enjoy all the seasons! The large oversized 3 car garage has been updated with epoxy flooring, built in cabinets and two lift systems for overhead storage above cars. Exterior painted Summer 2023. This home has been meticulously cared for and it shows.

56328 Fireglass Loop, Bend

Listing courtesy of Sunriver Realty.

$1,350,000
3 Beds 2 Baths 220220675 MLS
Luxury, low-maintenance living in one of NW Bend's most desirable neighborhoods--all under $1.4M! Tucked into a peaceful, tree-lined setting across from open green space, this beautifully designed single-level home is centered around a private, sun-filled courtyard that creates seamless indoor-outdoor living. The open kitchen, dining, and living areas are filled with natural light and feature custom built-ins, a cozy gas fireplace, and a stylish tile backsplash. The private primary suite offers vaulted ceilings, direct courtyard access, and a spa-inspired ensuite. Whether you're entertaining guests or enjoying a quiet morning coffee, the courtyard is the heart of the home. Just minutes from River's Edge Golf Course, trails, parks, dining, and downtown Bend, this lock-and-leave property offers the perfect blend of comfort, style, and convenience. Rarely does a home combine single-level living, privacy, and such an exceptional NW Bend location at this price point.

691 NW Yosemite Drive, Bend

Listing courtesy of Cascade Hasson SIR.

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