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$1,499,000
4 Beds 3 Baths 220226890 MLS
Welcome to this exceptional custom home with mountain views and beautifully maintained grounds. A must-see 3,177 sq. ft. craftsman home offers an inviting setting for everyday indoor-outdoor living and entertaining. With over $200,000 in upgrades this past two years there are too many to list. This home speaks for itself. You can feel the quality when you first step inside. The great room features soaring vaulted ceilings with timber accents, hardwood flooring, a stunning floor-to-ceiling rock fireplace, and expansive windows showcasing the beautiful surroundings. Gourmet kitchen, office that can also be used as a fourth bedroom, bonus room with extra flex space. Step outside onto the expansive rear deck to an ideal setting. An extended-length, heated 3-car garage completes this truly special home.

17690 Mountain View Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,499,000
4 Beds 4 Baths 220225118 MLS
Experience one of Southern Oregon's finest riverfront estates in the heart of the renowned Applegate Valley wine region. Located less than 15 minutes from historic Jacksonville, you'll enjoy easy access to acclaimed restaurants, wineries, galleries, and small-town charm. Set on 14.62 acres zoned EFU with over 700 feet of coveted Applegate River frontage, where gentle flows and the sounds of shimmering riffles create an unforgettable setting. Fish from your own shoreline, watch abundant wildlife, or simply relax by the river. The 4,899 sq ft custom home showcases soaring ceilings, dramatic natural wood beams, a sweeping oak spiral staircase, expansive windows framing breathtaking river views, geothermal heating, and spacious decks. Private guest wing, iconic Big Red Barn with horse stalls and runs, orchard, fenced pastures, greenhouse, 10.6 irrigated acres with golf course style irrigation system, and 1857 senior water rights complete this remarkable legacy estate.

2076 Upper Applegate Road, Jacksonville

Listing courtesy of Windermere Van Vleet & Assoc2.

$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.

$1,499,000
3 Beds 4 Baths 220210595 MLS
Perched on an elevated corner lot across from the Tetherow clubhouse and pool, this BendTrend-built home blends timeless design with effortless livability. A few entry steps open to a bright, vaulted floor plan that lives mostly on one level. Three spacious bedrooms and a dedicated office offer flexibility for work or guests, while high-end finishes showcase exceptional craftsmanship, solid quartz surfaces, wood and tile flooring, fully tiled showers, custom closets, Jenn-Air Pro appliances, Sonos sound system, and central AC. Enjoy sweeping mountain views from the walk-out deck, step directly onto miles of biking and hiking trails, or stroll across the street for a morning workout and dinner with friends. A rare opportunity to own a view-oriented home in one of Bend's most coveted neighborhoods.

19211 Gateway Loop, Bend

Listing courtesy of eXp Realty, LLC.

$1,495,000
3 Beds 220226960 MLS
Set on 15.37 acres close to Sunriver, this home offers a beautiful view of Mt. Bachelor and frequent elk visits. The property is adjacent to National Forest with trails to the Big Deschutes River, ideal for horseback or atv rides. The main home has 3 bedrooms, 2.5 baths, and custom woodwork throughout. The main living area features a beautiful kitchen and a spacious walk-in pantry. An additional room for hobbies or an office is located off the pantry. Downstairs offers a bonus room and tons of storage. Notable features of the home include a dumbwaiter from the garage to the kitchen, central vacuum, air conditioning, propane fireplace, and two laundry rooms (one upstairs, one downstairs). The main living room opens onto a beautiful deck. Outside, a fully fenced greenhouse and1440 sq ft shop and several outbuilding The shop includes a full bathroom, laundry facilities, heat and room for an RV with hook ups inside the shop.

16780 Sun Country Drive, Bend

Listing courtesy of Berkshire Hathaway SR.

$1,495,000
3 Beds 3 Baths 220226703 MLS
First time ever on the market! This expansive one-level home offers soaring living room ceilings, wide tiled hallways, and skylights that fill the home with natural light. Partial views of the 3 Sisters Mtns. from the living room. The spacious floor plan includes a second primary bedroom with an ensuite bath, a dedicated art room or office, and a large family den perfect for relaxing or entertaining. The oversized laundry room features a gift-wrapping station. Enjoy a spacious kitchen with a large island, breakfast nook, and wood floors, plus a flexible dining room that can easily accommodate hobbies, a library, or additional living space. A stunning rock fireplace anchors the living area, with a cozy sitting nook and wet bar tucked behind it. The bonus room off the garage is ideal for a pool table, game room, media room, or private retreat for kids and grandkids. Completing the home is an oversized 2.5-car garage with room for vehicles, storage, toys, or a golf cart. 9th fairway views

16863 Royal Coachman Drive, Sisters

Listing courtesy of Avenir Realty.

$1,495,000
3 Beds 3 Baths 220226027 MLS
Welcome to EM 52, where quiet forest privacy meets unmatched convenience at the front of Black Butte Ranch! Backing directly to the scenic Deschutes National Forest, this home boasts ideal main-level living anchored by two comfortable living spaces--each featuring authentic wood heat with a fireplace and wood stove. The open-concept kitchen flows directly into the family room and eating area, making gatherings a breeze. Enjoy the comfort of a main-floor primary suite, powder room, and dedicated laundry area. Upstairs features a spacious loft, two guest bedrooms, and a full bathroom. Step out your back door into nature while remaining just minutes from all of the Ranch's iconic amenities!

70919 Amaranth EM 52 Unit EM 52, Black Butte Ranch

Listing courtesy of Ponderosa Properties.

$1,495,000
5 Beds 6 Baths 220225611 MLS
This timeless Awbrey Park home offers nearly 4,200 square feet of living space with quality upgrades throughout. Features include a beautifully remodeled kitchen, refinished solid oak hardwood floors, high-end built-in cabinetry, and a real wood-burning fireplace with gas start in the family room. The main-level primary suite includes a gas fireplace and a newly renovated spa-like ensuite bathroom. Upstairs, the third level offers four bedrooms, one currently used as an office, plus five full bathrooms. Additional highlights include a main-level den with fireplace, a lower-level family room with fireplace, a convenient alley-access garage, a fenced yard, bonus storage space underneath, and a fully paid solar power system. Ideally located just minutes from shopping and services, this exceptional home blends comfort, character, and convenience.

3042 NW Craftsman Drive, Bend

Listing courtesy of Real Broker.

$1,495,000
4 Beds 4 Baths 220221854 MLS
Nestled in the heart of Northwest Crossing neighborhood, this property offers the perfect blend of luxury, comfort and sustainability in one of Bend's most desirable communities. This beautifully crafted 4-bedroom, 3.5-bath home features 2,722 square feet of thoughtfully designed living space with rich natural wood finishes, vaulted ceilings, and expansive outdoor decks that embrace the surrounding natural beauty. The chef's kitchen is outfitted with custom cabinetry, premium stainless appliances, and a spacious island ideal for entertaining, while the main-level primary suite provides a private retreat with an attached bath. Situated on a generous one-third acre lot with landscaped grounds, raised garden beds, and adjacent open space, the property also includes solar panels for enhanced energy efficiency and modern living. Just moments from parks, trails, dining, and shops, this exceptional home delivers the best of the Northwest Crossing lifestyle. Come and check it out!

2176 NW Lolo Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$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.

$1,495,000
4 Beds 4 Baths 220214407 MLS
Experience the best of Sunriver living in this exceptional riverfront-adjacent retreat, ideally positioned near the Deschutes River. Blending mountain-inspired architecture w/ modern amenities, this beautifully appointed home is designed for both relaxation & entertaining. Soaring vaulted wood ceilings & expansive windows fill the interior w/ natural light, while the thoughtfully designed floor plan offers 2 distinct living spaces. The great room features a cozy fireplace & opens to the heart of the home, while the versatile bonus room includes a kitchenette--perfect for guests, game nights, or extended stays. Two spacious suites offer exceptional privacy & comfort, with one featuring its own private fireplace & both offering en-suite bathrooms. Adventure is just outside your door w/ a dedicated gear garage at the rear of the home, providing storage & quick access for river toys, an oversized heated 2-car garage. Updates in 2025 include new roof, exterior paint & HVAC system. Furnished

58151 Gannet Lane 20 Unit 20, Sunriver

Listing courtesy of Cascade Hasson SIR.

$1,495,000
3 Beds 3 Baths 220201956 MLS
Exceptional acreage property featuring a massive heated shop, the ultimate space for hobbies, equipment, vehicles, storage, or a home-based business. Situated on 4.79 private acres in Conestoga Hills, this property offers the perfect blend of functionality and peaceful country living. The home features an updated kitchen with quartz countertops, stainless steel appliances, abundant storage, and comfortable gathering spaces. The main-level primary suite includes a soaking tub, dual sinks, and a walk-in closet. Outdoors, you'll find versatile outbuildings, a custom greenhouse, tool shed, covered RV/boat parking, and a three-car garage with additional storage. Thoughtfully designed landscape lighting accents the paver driveway and welcoming outdoor spaces. Enjoy evenings around the firepit, entertain under the gazebo-covered BBQ area, and take advantage of nearby parks and trails while enjoying the privacy and freedom of acreage living.

23308 Chisholm Trail, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$1,494,000
4 Beds 3 Baths 220220714 MLS
Mountain modern living meets sweeping Cascade views in this beautifully designed Brasada Ranch retreat. This 4-bed, 3-bath residence welcomes you into its open living and modern kitchen. The home offers flexibility with a main-level primary suite and an additional main-level guest suite or office for convenience and privacy. Upstairs, a spacious bonus room and 2 additional bedrooms provide ideal separation of space. The 3-car garage allows plenty of space for all your vehicles or gear. Thoughtfully positioned near scenic trails and just minutes from premier resort amenities, it's ideal for both relaxation and recreation. Enjoy year-round outdoor living with multiple outdoor spaces including a glass-fenced patio with fireplace - perfect for taking in the views while sheltered from the elements. Whether you're seeking a vacation rental, second home, or full-time residence, this property delivers versatility, comfort, and style in one of Central Oregon's most sought-after communities.

15722 SW Brasada Ranch Road, Powell Butte

Listing courtesy of Duke Warner Realty ERA Powered.

$1,490,000
7 Beds 4 Baths 220227257 MLS
Rare income-producing opportunity on Bend's desirable west side! This beautifully finished 2,443 sq. ft. main home offers 5 bedrooms and 3 bathrooms, thoughtfully appointed with quality craftsmanship and stylish touches throughout -- a space that feels as good as it looks. Topped with a sleek Tesla solar roof, it delivers energy efficiency, long-term savings, and standout curb appeal. Attached is a 779 sq. ft. ADU featuring 2 bedrooms and 1 bath -- currently rented, providing built-in cash flow from day one. Whether you're seeking multi-generational living, a private guest suite, or a smart investment with tenant income already in place, this property checks every box. Enjoy two distinct living spaces under one roof, ideal for extended family, rental income, or a live-in/rent-out setup. Minutes from west-side shopping, dining, and Bend's best outdoor recreation. A rare blend of beauty, flexibility, and income potential -- schedule your private tour today

62677 NW Mehama Court, Bend

Listing courtesy of Engel & Voelkers Bend.

$1,485,000
4 Beds 3 Baths 220224151 MLS
Beautiful 1-level home in the west side neighborhood of Treeline on a .3-acre lot with only neighbors on 1 side. Owner recently added solar to home which almost completely offsets the cost of electricity. The home boasts 3 bedrooms + a flex/4th bedroom, 3 baths and plenty of open space in the great room. The large, covered patio is perfect for enjoying the private back yard which has been beautifully landscaped and meticulously maintained. High-end features included, tankless hot water, nine-foot ceilings, custom built-in cabinetry, engineered wood flooring in entry, great room and kitchen/dining room, quartz island and countertops with full height kitchen tile backsplash, Kitchen Aid Stainless-steel appliances included with gas range. A walk-in tile shower with double vanity graces the primary bathroom. Third garage offers a 26+ foot third bay with 10' garage door, perfect for all your central Oregon toys or a sprinter van. Front Yard landscaping provided by HOA.

2258 NW Brickyard Street, Bend

Listing courtesy of Cascade Hasson SIR.

$1,479,000
5 Beds 4 Baths 220226195 MLS
Discover your home away from home, your primary residence, or vacation rental property in the heart of Bend's outdoor recreational paradise. Located minutes to Mount Bachelor, the Cascade Lakes or town, with neighborhood access to the Deschutes River Trail system, and bordering Widgi Creek golf course, you'll find this turnkey single family home in the desirable neighborhood Milepost 1. Featuring a rare 5 bedrooms and 4 full bathrooms, an open floorplan that is tastefully finished in designer elements, an attached 2 car garage with plenty of room for vehicles and recreational toys, a .26 acre lot, a spacious primary on the main, and so much more! When you're not out enjoying Bend, relax on your private patio, take a dip in the hot tub, and soak in the incredible setting that is nestled in the pines with expansive views. HOA's allow for true lock and go living. Why look any further? This is the perfect Bend escape!

60484 Kangaroo Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$1,477,000
2 Beds 3 Baths 220220012 MLS
Butterfly Hill is a LEED Silver certified, self-sustainable eco-luxury masterpiece in a gated community outside Jacksonville. This three-wing home delivers abundant sweeping views, open-concept living space & stunning folding glass doors which open directly to outdoors blending nature with the eco-luxury lifestyle. The kitchen stuns with a large tasking island, custom cabinetry, walk-in pantry and sleek cooking zone. Primary suite demands awe with a bank of windows facing the mountains & spa inspired bath. Flexible secondary suite is a perfect multi-use haven. 8-year-old Hügelkultur gardens, drought-tolerant native plantings, and a 15,000-gallon rainwater collection system supplies irrigation and dedicated fire suppression tank, solar power, KVA 20 generator and extensive fire hardening measures secure this home for years to come. Private hiking trails, wildlife, views and space without feeling endlessly remote.

400 Coyote Run, Jacksonville

Listing courtesy of RE/MAX Platinum.

$1,475,000
4 Beds 4 Baths 220227505 MLS
Sunriver has always had a soft spot for quirky. Original tile. Sunken living rooms. A sink in the bedroom.. A whole lot of original whatever doing some very heavy lifting. This is not that house. This one knows exactly what it is: polished, pulled together, and a whole lot of fabulous. Set on the north end, this 3,011sqft. home was extensively remodeled in '22-'23, including major mechanicals. A great room concept takes everything we love about Sunriver and turns it up: vaulted wood ceilings, exposed beams, and oversized windows that fill the space with light. The kitchen adds leathered granite, abundant cabinetry, and even double ovens. Four bedrooms, with two primaries on main, plus a media room for game days & movie nights. Expansive paver patios make outdoor living an everyday thing, while the oversized two-car garage has built-in storage and epoxy flooring. And yes, the fabulous furnishings stay. Unapologetically polished. Unmistakably Sunriver. Zero sinks in bedrooms.

17926 Foursome Lane 3 Unit 3, Sunriver

Listing courtesy of Cascade Hasson SIR.

$1,475,000
4 Beds 2 Baths 220219049 MLS
This is the one you've been waiting for! Unique opportunity to own this beautiful lodge-style log home in a peaceful location backing National Forest. This one of a kind home features expansive windows making the home light and bright and has been recently updated with high quality finishes including custom concrete kitchen counters, newer Jenn Air appliances including wine fridge, custom rustic gray wood cabinets and hardware, newer carpet, newer wood style tile flooring, remodeled bathrooms featuring quartz countertops, custom wood cabinets and hardware, zero entry showers, heated floors, in wall speaker system, new A/C system, smart thermostat, log staircase, fallow antler chandelier, and much more. Exterior has new metal roof and logs have been professionally chinked and refinished. Coming home to be greeted by the dramatic entry makes you feel like you arrived at your personal 5 star resort

57948 Cypress Lane 21 Unit 21, Sunriver

Listing courtesy of Berkshire Hathaway HomeService.

$1,470,000
3 Beds 3 Baths 220227448 MLS
Could this be the Northwest Crossing dream home you've been waiting for? The main level is designed for effortless everyday living, featuring a well-appointed chef's kitchen complete with a 36'' range, 2nd oven, pantry, and huge island. The spacious primary suite features a walk-in shower, dual vanity, and large closet. A striking wood & steel open staircase serves as a gorgeous architectural centerpiece. The 2nd floor offers two bedrooms, a full bathroom, and a large bonus room. Outdoor living options abound with a covered front porch, cozy side patio, and fully fenced backyard, complete with raised beds, a flagstone patio, and custom gas fire pit--perfect for furry friends and BBQs. With an oversize garage and a full-size driveway, there's ample space for both your toy collection and your adventure rig. Just steps from Discovery Park's pond & trails, and a quick walk to the many shops and restaurants that make Northwest Crossing Bend's favorite neighborhood

1757 NW Fields Street, Bend

Listing courtesy of Wellspring NW Realty LLC.

$1,469,000
3 Beds 2 Baths 220227265 MLS
Rare opportunity to own 38.62± acres of productive irrigated ground just east of downtown Terrebonne. The property features 31± acres of COID irrigation water rights and is currently planted in orchard grass with seasonal grazing use. Improvements include a 1,796± SF single-level home built in 1999 with 3 bedrooms, 2 bathrooms, and attached garage, plus a 2,112± SF barn/farm building, additional 1,632± SF building, pump house, domestic well, septic, fencing, pond, irrigation infrastructure, and outdoor arena. Zoned EFUTE with convenient access to Hwy 97, Redmond, Smith Rock State Park, and Central Oregon recreation. A unique opportunity combining productive agricultural ground, water rights, existing improvements, and an excellent Terrebonne location. Buyer to perform due diligence regarding permitted uses, improvements, water rights, and property systems.

8450 NE 1st Street, Terrebonne

Listing courtesy of USLANDCO LLC.

$1,466,000
2 Beds 4 Baths 220218853 MLS
You'll be in a prime spot right in Ashland's Railroad District/Spur Rail Subdivision, a super desirable area! Just hop on the elevator to the top! This place has a fantastic modern design, with 770 square feet of first-floor commercial space and a luxurious 2-story home on the 2nd and 3rd floors. You'll find premium finishes everywhere, a huge rear patio, vaulted ceilings, big windows, an open floor plan, and materials that are easy to take care of, so they last. Plus, the property is set up to get the most out of solar panels. You'll have amazing views of Grizzly Peak to the north and Mt. Ashland to the south--it's truly a dream location. The property is zoned E1 commercial (Ashland Employment District with Residential Overlay). There's a single-car garage, EV charging, and the square footage has grown. The windows have also been upgraded to Milgard Fiberglas;, each parcel comes with a 1/6th interest in the parking lot next door.

138 Clear Creek Drive, Ashland

Listing courtesy of Millen Property Group.

$1,465,000
4 Beds 4 Baths 220217444 MLS
Set on over three acres in desirable Woodside Ranch, this property offers privacy and space in a park-like setting. Home features include 3,106sf, 4 bedrooms, 3.5 baths, family room, living room, formal dining with tons of windows and natural light, and a tastefully updated kitchen with views of the expansive yard and outfitted with newer appliances including a Jenn Air gas range, updated cabinetry, and granite counters. The primary bedroom and 2 additional large bedrooms are upstairs with a guest en-suite downstairs. All bathrooms were completely renovated and home interior was repainted in 2023. Amenities include new exterior paint, newer furnace, updated light fixtures, 2 fireplaces, A/C, central vac and 3 car garage. The 336sf detached office is fully insulated w/power. Outside features include a rear deck, pond, chicken coop, built in trampoline, tree house, storage shed, room for toys, RV parking with hookups & dump, and invisible dog fence around the entire perimeter.

60012 Ridgeview Drive W, Bend

Listing courtesy of Cascade Hasson SIR.

$1,459,000
4 Beds 6 Baths 220218961 MLS
OWNER MAY CARRY. We are offering direct seller financing to qualified buyers with a significant down payment. Tucked away in a peaceful, private setting, this refined estate offers a rare sense of calm. Set on 15.16 acres across two tax lots, this 5,618 sq. ft. home provides space, privacy, and flexibility. Enjoy panoramic views stretching from Mt. Jefferson and Smith Rocks to the Crooked River valley. The 4-bedroom, 6-bath residence is perfect for multigenerational living. A separate wing ensures privacy for guests or in-laws, and the primary suite features two walk-in closets and dual baths. The property includes an attached, climate-controlled shop plus a massive 42' x 48' RV/multifunctional building with four 14' doors. Seller is downsizing; many furnishings are available. This is a truly one-of-a-kind showplace.

20799 NW Oneil Highway, Redmond

Listing courtesy of The Fahlgren Group.

$1,454,000
3 Beds 3 Baths 220228217 MLS
Welcome to an exceptional Caldera Springs retreat built by Sun Forest Construction. Combining classic mountain charm with modern resort conveniences, this pristine home has never been used as a vacation rental--reflecting a rare level of owner care. Inside, the light-filled great room features a Heat & Glo gas fireplace and solid hickory hardwood floors. The chef's kitchen is equipped with granite countertops, a center island, JennAir double ovens, and a 4-burner gas cooktop. The main-level primary suite serves as a relaxing sanctuary with a walk-in closet, custom tiled shower, dual vanities, and tile floors. Step outside to a paver patio complete with a gas fire pit, BBQ hookups, outdoor speakers, and plumbing for a hot tub. This home is turnkey and move-in ready for Labor Day weekend!

56311 Fireglass Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$1,450,000
3 Beds 3 Baths 220226749 MLS
Broken Top is one of Bend's most iconic gated communities, centered around a private club lifestyle with golf, dining, fitness, pool, tennis, and year round social events on the West Side. This custom home sits on a prime .39 acre lot with a flat driveway and a front row setting on the 4th tee box. Inside, the layout delivers true main level living with a private primary suite and his and hers walk in closets, plus an office and a large bonus room on the main level. Two additional bedrooms and a full bath are upstairs, giving separation and flexibility. The great room features soaring ceilings and walls of windows that bring in natural light and frame the golf course setting. Step out back to a fully landscaped yard, entertaining deck, and hot tub overlooking the course and green space. An oversized 3 car garage completes the package in one of Bend's premier neighborhoods.

61524 Tam McArthur Loop, Bend

Listing courtesy of eXp Realty, LLC.

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