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7762 Old Stage Road, Central Point
$2,150,000
3 Beds ⋅ 5 Baths ⋅ 220214271 MLS
Unparalleled 360-degree views. Situated on 61+ acres, this custom, one-owner home boasts every attention to detail. Hard to find Tuscan-style villa with undeniable privacy. Perfect window placement frames views of the valley including Mt McLoughlin. A versatile floor plan is anchored by an impressive great room featuring box beam 18' ceiling & eye-catching wood burning fireplace as well as a grand kitchen, complete with top-of-the-line stainless appliances, butler's pantry, extensive counter space for prep & entertaining plus formal & informal dining. Roomy primary suite with soaking tub, tiled rain shower, two walk-in closets. Outdoor entertaining in this home is a dream! Temperature controlled covered lanai w/automatic screen for year around living, outdoor kitchen & fireplace, newly refinished heated infinity pool, propane fireplace & the list goes on. Inviting detached guest space w/ private patio. Large garden + greenhouse. Plenty of space for horses. This one is better than new!

7762 Old Stage Road, Central Point

Listing courtesy of John L. Scott Ashland.

3113 NW Blodgett Way, Bend
$2,145,000
4 Beds ⋅ 4 Baths ⋅ 220222736 MLS
Exceptional custom Salvesen home on a quiet, established street in the heart of Discovery West. This residence showcases 3,000 square feet of remarkable quality craftsmanship and architectural details. Vaulted ceilings, custom cabinetry, premium finishes, custom window treatments and countless thoughtful upgrades. The flexible floor plan features a main-level guest suite, a dedicated office or flex space, a mudroom, and an inviting vaulted great room that seamlessly connects to the stunning chef's kitchen, complete with premium Dacor appliances. Upstairs, the thoughtfully designed layout flows effortlessly to the private primary suite and additional bedrooms. Beautiful covered hardwood porches extend the living space outdoors to a meticulous landscaped yard. The oversized garage offers flex space for a gym, workshop, and additional fenced storage for toys. Moments from Discovery Corner, parks, trails and top-rated schools, this exceptional residence offers an unmatched Bend lifestyle.

3113 NW Blodgett Way, Bend

Listing courtesy of Varsity Real Estate.

22494 Jefferson Road, Ashland
$2,140,000
5 Beds ⋅ 5 Baths ⋅ 220223401 MLS
Rare 203-acre Ashland estate with sweeping south-facing views offers a resort setting tucked away at the end of a mountain road. Completed in 2015, the 7,468 sq ft Craftsman residence was designed for beauty and function. The main level showcases two primary suites, two additional oversized bedrooms, expansive living and family rooms, and a gourmet kitchen. One walnut staircase leads to a private loft while a second stairway leads to a spacious upper level bonus room. The partially finished daylight basement has exterior and patio access. The original 1,812 sq ft home is now an amazing fully finished flex space, ideal for guests, office, studio, or recreation. Surrounded on three sides by the Siskiyou Cascade National Monument for vast recreational opportunities. The property offers pasture, wooded terrain, and creek frontage. This rare legacy estate delivers self sufficiency, seclusion, and unparalleled outdoor access while remaining within reach of Ashland's renowned amenities.

22494 Jefferson Road, Ashland

Listing courtesy of John L. Scott Medford.

56240 Trailmere Circle 239 Unit 239, Bend
$2,125,000
4 Beds ⋅ 5 Baths ⋅ 220225015 MLS
Beautiful homes can be built. Designer interiors can be curated. An irreplaceable setting is something only a select few homes will ever possess. Set along Caldera Springs' namesake spring-fed nature corridor, this exceptional High Desert contemporary retreat offers a rare combination of privacy, natural beauty, and refined luxury. Mature ponderosa pines, flowing water, and protected open space create a peaceful setting unlike any other. Thoughtfully designed for both everyday living and entertaining, the home seamlessly blends elegant interiors with inviting outdoor spaces that embrace the surrounding landscape. Whether enjoying morning coffee overlooking the water or evenings around the fire beneath the pines, every space celebrates its extraordinary location. Details of Distinction are available in MLS attachments and following the floor plans. This is more than a luxury home--it's one of Caldera Springs' most private and naturally beautiful settings.

56240 Trailmere Circle 239 Unit 239, Bend

Listing courtesy of Cascade Hasson SIR.

62773 NW Sand Lily Way, Bend
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 220228560 MLS
Shevlin Commons. If you know, you know. Mature pines, native landscaping, quiet streets, and the trailhead into Shevlin Park 200 feet from the door. Designed by architect Erik Oldham and built by its owners as their own home, this one has real presence and real warmth. It's welcoming. Easy to spend time in. The sunken living room feels private, the clerestory windows lift the ceiling, and the light moves through all day long. Primary bedroom on the main level, dedicated office, a wood burning fireplace for the winter months. Every room is the size it ought to be, comfortable and well proportioned. Twelve years on it still reads as new, and better than new, because every choice here was made to last. Standing seam metal roof, true stucco and cedar, metal-clad wood windows, white oak floors and doors. Quality, everywhere you look. Come see what they built.

62773 NW Sand Lily Way, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

928 W Woodside Street, Grants Pass
$2,100,000
3 Beds ⋅ 4 Baths ⋅ 220224348 MLS
Spectacular views with resort-style living define this stunning 3,504 sq. ft. home featuring 3 bedrooms, 2 full baths, and 2 half baths. The main level offers a spacious kitchen, inviting living room, formal dining room, and theater room. Upstairs, the primary suite, large laundry room, and second bedroom provide comfortable living, while the third floor features a versatile bonus room ideal as a third bedroom, home office, hobby room, gym, with its own half bath. Exceptional outdoor living with the sparkling pool, cabana, BBQ area, mature landscaping, garden space, fenced yard, and separate kennel area. 4 garages, the attached 2-car is complemented by a semi-attached 2-car garage with elegant black tile flooring--perfect for showcasing cars or motorcycles, or creating the ultimate game room or retreat. A rare blend of privacy, luxury, and unforgettable views.

928 W Woodside Street, Grants Pass

Listing courtesy of John L Scott Real Estate Grants Pass.

56346 Fireglass Loop, Bend
$2,100,000
5 Beds ⋅ 6 Baths ⋅ 220222401 MLS
Experience the best of Caldera Springs in this exceptional custom retreat overlooking Fireglass Lake. Recently refinished hardwood floors brighten and refresh the home, complementing the warm mountain-modern design. The open floor plan features a gourmet kitchen with sandblasted granite countertops, double Sub-Zero refrigerators, abundant storage, and a stunning great room with vaulted tongue-and-groove ceilings, built-ins, and a floor-to-ceiling stone fireplace. Three main-level suites, including the primary, offer privacy and comfort, while a den with French doors and wine storage adds versatility. Upstairs, a fourth suite, full bath, and flex space provide room for guests, games, or bunk accommodations. Outdoors, enjoy a paver patio with built-in firepit and sunken hot tub. Ideally located near Caldera Springs' premier owner amenities, including the newer pool complex, fitness center, dining, parks, and trails. Most furnishings included in the sale. See exclusion list.

56346 Fireglass Loop, Bend

Listing courtesy of The Agency Bend.

54655 Jack Pine Road, Bend
$2,100,000
2 Beds ⋅ 2 Baths ⋅ 220221921 MLS
147 ACRES bordering BLM--an extraordinary, one-of-a-kind retreat where adventure & serenity meet, just 15 minutes from Sunriver. Imagine owning your own landmark - THE ROCK - with sweeping 360 degree views then returning to a luxury custom two-story cabin nestled in the woods with a charming loft that enhances its warm, inviting character. Designed in harmony with nature, this exceptional home showcases artisan craftsmanship with hand-carved railings & posts in and out, foraged iron custom lighting, maple flooring, and custom tilework. The dramatic great room features a floor-to-ceiling stacked stone wood-burning fireplace, soaring vaulted pine ceilings, skylights, and abundant windows framing peaceful forest views. The kitchen offers raw-edge granite slab counters and a breakfast bar. Fish the nearby Fall River or venture to ''The Rock'' and beyond - 147 acres! Complete with 2 bedrooms, 2 baths, and a metal roof--your private wilderness sanctuary awaits. Schedule your private showing!

54655 Jack Pine Road, Bend

Listing courtesy of Sunriver Realty.

3341 NW Panorama Drive, Bend
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 220203854 MLS
Experience refined mountain living on Awbrey Butte with this to-be-built luxury residence featuring panoramic Cascade Mountain views and contemporary design by District Design Build. This 3,676 square foot, 4-bedroom, 3.5-bath modern mountain home offers open, light-filled interiors with seamless indoor-outdoor living. Expansive windows frame western sunsets, while two spacious view decks are ideal for entertaining. The gourmet kitchen and great room create a natural gathering space. The primary suite offers spa-inspired finishes, private deck access, and stunning mountain views. Additional bedrooms and a flexible bonus room provide space for guests, recreation, or a home office. A heated driveway, 4-car tandem garage, and abundant storage support an active Central Oregon lifestyle. Located on one of Awbrey Butte's most desirable streets with access to parks, trails, tennis courts, and Firewise-certified community planning. Minutes to downtown Bend, Mount Bachelor, and trailheads.

3341 NW Panorama Drive, Bend

Listing courtesy of Cascade Hasson SIR.

1804 NW Remarkable Drive, Bend
$2,095,000
4 Beds ⋅ 4 Baths ⋅ 220229426 MLS
Elevated design seamlessly meets ultimate peace of mind in this beautifully reimagined Awbrey Butte home. Designed for those who value both entertaining and personal retreat, the breathtaking interiors reveal a vaulted great room with exposed beams, rich custom casework, and a stunning built-in wine bar. With all major heavy lifting complete, including a newer roof, recent exterior paint, updated HVAC, and custom deck railings, you can simply move in and live worry-free. The flexible layout easily caters to your lifestyle with a dedicated home office, a lively bonus room, dual living areas with cozy fireplaces, and a lower-level flex room with exterior access. Your private escape awaits in the main-level primary suite, featuring heated bathroom floors and direct access to the relaxing hot tub. Positioned perfectly near Downtown Bend, NorthWest Crossing, epic trails, and world-class golf, this property invites you to embrace the Central Oregon lifestyle you truly deserve.

1804 NW Remarkable Drive, Bend

Listing courtesy of The Agency Bend.

13442 Galium, GM369, Black Butte Ranch
$2,050,000
4 Beds ⋅ 4 Baths ⋅ 220227940 MLS
What makes this home special. Some homes impress with their size. Others with their location. This home offers something much rarer. A setting that combines expansive open views, exceptional privacy, and easy access to the best of Black Butte Ranch. Updated details throughout and meticulously maintained, this 3,318 sq. ft. custom home sits on a beautifully landscaped .67 acre homesite overlooking the open greens of the Glaze Meadow practice area. The result is an unusually spacious outlook with spectacular sunrise views, sweeping golf vistas, and a picturesque view of Black Butte from the deck, living room, and breakfast nook. You will enjoy the beauty of the golf landscape without living directly on a fairway-providing peaceful surroundings without golfers or golf cart traffic immediately outside your home. Designed for both entertaining and comfortable everyday living, the home offers warm gathering spaces, exceptional guest accommodations, and seamless indoor-outdoor living

13442 Galium, GM369, Black Butte Ranch

Listing courtesy of Cascade Hasson SIR.

1600 N Second Avenue, Gold Hill
$2,050,000
3 Beds ⋅ 3 Baths ⋅ 220225194 MLS
Exceptional Rogue Riverfront Estate offering 600-ft of frontage on 3.51-gated acres. This extensively refurbished 4,368-sq. ft. home features 3-bedrooms, 2.5-baths, a private elevator, luxurious primary suite, designer kitchen with quartzite counters, Wolf appliances, concealed pantry, indoor golf simulator, 8-seat theater, wet bar, Sonos sound system, and expansive river-view living spaces. Anderson tinted windows, three-zone HVAC, concrete tile roof, advanced security system & custom finishes throughout. Enjoy outdoor entertaining from covered porches and multi-level decking overlooking the Rogue River. Additional improvements include 440-sq. ft. outbuilding, 393-sq.ft. separate self-contained guest cottage with Mitsubishi HVAC, full bath, and an additional exterior bath. Property features a 10.5-GPM well, water filtration system, Rogue River water rights, equipment barn, and numerous included amenities. A rare opportunity to own a premier riverfront retreat in Southern Oregon.

1600 N Second Avenue, Gold Hill

Listing courtesy of Windermere Trails End R.E..

66300 White Rock Loop, Bend
$2,045,000
4 Beds ⋅ 3 Baths ⋅ 220228682 MLS
Unrivaled luxury equestrian estate in the heart of Tumalo. Nestled against BLM trails with panoramic Cascade Mountain views, this premier horse property pairs a masterfully remodeled residence with world-class infrastructure. The updated main home boasts incredible reclaimed and elite finishes throughout, a main-level primary suite with views, and details for the most discriminating tastes. The park-like grounds feature a private swimming pond with a rock diving board, a vintage European greenhouse, and private guest cabin. Engineered for the serious horseman, the facility conveys 20 acres of Tumalo irrigation water rights alongside premium amenities: professional riding arena, corrals, and round pen. Outbuildings include massive 60x100 storage barn, a 10-stall barn & 4-stall barn with direct corral access. Just minutes from downtown Bend, this is the ultimate Central Oregon sanctuary for luxury trail riding, breeding, or high-tier equestrian training.

66300 White Rock Loop, Bend

Listing courtesy of Jeff Larkin Realty.

3311 Tresham Lane, Central Point
$2,035,000
3 Beds ⋅ 3 Baths ⋅ 220227420 MLS
Welcome To Quiet Country Living! This 4592 square foot home sits on 10 acres of incredible potential and opportunity. Plenty of room to to make it your own while enjoying the peace and privacy of this fenced and gated land. The home features 3 large bedrooms and 3 bathrooms, living space, office space, large laundry room, all just waiting for your personal touches. The property includes a huge pond that is full of fish, creating a setting for relaxing and enjoying the outdoors with a deck that spans over the pond. Outdoor living space for entertaining with firepit and covered cooking space. There is a fenced garden, water feature, along with a personal vineyard, property also has a huge holding tank for additional water. Large 3 bay shop for all the storage and projects you can think of. Plenty of space to bring your animals , RV.s, toys, and your imagination to this 10 acre slice of land.

3311 Tresham Lane, Central Point

Listing courtesy of Top Agents Real Estate Company.

314 NW Georgia Avenue, Bend
$2,035,000
4 Beds ⋅ 4 Baths ⋅ 220212242 MLS
Stunning Craftsman style home in the heart of downtown Bend, blending timeless architecture with elevated modern living. This 3-bedroom, 2.5-bath residence offers premium finishes, engineered hardwood flooring, custom fir trim & doors, and warm living space centered around a wood-burning fireplace. The gourmet kitchen features mahogany cabinetry, JennAir range with downdraft, wall oven & instant hot water. Thoughtfully designed for both comfort & functionality. Upstairs includes a versatile family lounge, linen storage, & serene primary suite with private deck, dual vanities, and tiled glass shower. Comfort features include gas furnace, heat pump, central AC, tankless Navien heater, and ceiling fans throughout. Beautifully designed ADU adds an additional bedroom, bath, and mini-split system. Outside, enjoy a covered front porch, two-car garage, and mature landscaping with fruit bearing trees. A rare blend of exceptional craftsmanship & comfort steps from all downtown has to offer.

314 NW Georgia Avenue, Bend

Listing courtesy of RE/MAX Key Properties.

3393 NW Celilo Lane Lot 287 Unit Lot 287, Bend
$2,034,500
4 Beds ⋅ 3 Baths ⋅ 220224736 MLS
Stunning Scandinavian-style home by award-winning Structure Development NW in Discovery West. This 2,971 SqFt home blends clean modern lines, warm natural materials, and thoughtful design. The open main level features a light-filled great room with gas fireplace, kitchen, dining area, and seamless access to a covered patio for year-round outdoor living. The spacious primary suite offers a private retreat with large walk-in closet, soaking tub and tile shower. The functional layout includes 4 bedrooms, 3 full baths, and an upper-level loft for guests, work, or play. 3-car garage with a Sprinter-height bay provides exceptional storage for bikes, skis, gear, and other high desert adventure necessities. Conveniently located near parks, trails, schools, shops and restaurants. Situated in the sought-after Discovery West neighborhood, this new home delivers elevated style, everyday function, and quality craftsmanship in one of Bend's premier westside communities.

3393 NW Celilo Lane Lot 287 Unit Lot 287, Bend

Listing courtesy of Stellar Realty Northwest.

1491 Montclair Terrace, Medford
$2,000,000
5 Beds ⋅ 5 Baths ⋅ 220224293 MLS
Rare Mediterranean estate with panoramic views, masterfully built by Michael Pagnini. This 6,231 sq.ft. executive home offers 5 bedrooms, 4.5 baths on 1.22 private acres, plus a beautiful main-level office. A grand entry welcomes you to formal living and dining spaces, where floor-to-ceiling windows frame sweeping mountain, valley, and city-lights views. The chef's kitchen impresses with granite, a four-sided glass display cabinet, built-in fridge, and full-size freezer, anchored by a double-sided fireplace shared with the family room. The luxurious primary suite features a private gym, your own retreat for wellness and renewal. Step outside to a salt water infinity-edge pool with electric cover, sunken hot tub, and a gas fireplace beneath an elegant gazebo, ideal for entertaining. Complete with a home theater, 966-bottle wine cellar, and 4-car garage with abundant storage. Every detail reflects exceptional craftsmanship and timeless design. Prepare to fall in love.

1491 Montclair Terrace, Medford

Listing courtesy of John L Scott Ashland.

56689 Dancing Rock Loop, Bend
$1,999,999
3 Beds ⋅ 5 Baths ⋅ 220221927 MLS
Discover the best of Caldera Springs at 56689 Dancing Rock, where High Cascade architecture, west-facing floor-to-ceiling windows, and views of the Cascade foothills and Mt. Bachelor create a true Central Oregon retreat. Overlooking the golf course, this meticulously maintained home has been cared for by its original owners and has never been rented. Designed for comfort and flexibility, the home features a spacious great room, open kitchen and dining area, three main-level suites, an office/den, and an upstairs bonus room with full bath. The great room flows to a paver patio with BBQ and hot tub, creating a welcoming outdoor setting with a beautiful Mt. Bachelor view for year-round enjoyment. Caldera Springs offers a resort lifestyle with trails, lakes, sport courts, golf, and access to skiing, biking, fishing, and hiking. Ideal as a full-time residence, vacation home, or short-term rental, this property offers an exceptional opportunity in one of Central Oregon's premier communities.

56689 Dancing Rock Loop, Bend

Listing courtesy of Cascade Hasson SIR.

55635 Gatehouse Lane, Bend
$1,999,900
3 Beds ⋅ 3 Baths ⋅ 220217549 MLS
This exceptional, private single-level residence offers 3 BD/3 BA spread out across 2,844 SF and situated on 9 + acres, including a large pasture with a picturesque barn. Residents enjoy sweeping views along the Big Deschutes River as well as snow-capped Mt. Bachelor. The property is part of an exclusive community of 7 homes on a private lane, with protected marshlands ensuring ongoing scenic views. The property is unsurpassed when it comes to wildlife viewing, creating a harmonious balance between nature and tranquility. Bring your horses or alpacas, they will feel at home too. Inside this home, you will find no flaws! Inside, each room offers panoramic views, including the oversized primary suite with a Vermont Castings wood-burning fireplace, spacious sitting area & direct access to the backyard, river, & hot tub. The land is perfect for keeping animals, starting a garden, or embracing a small-scale homestead lifestyle. Let the photos do the talking as you discover this property.

55635 Gatehouse Lane, Bend

Listing courtesy of Cascade Hasson SIR.

19558 Fairway Ridge Lane, Bend
$1,999,000
3 Beds ⋅ 4 Baths ⋅ 220216041 MLS
This timeless custom home located in Broken Top is quietly tucked away on a private lane and sits on the ridge offering sweeping views of the 8th fairway. This is a rare opportunity to own a large .71 acre golf course property in one of Bend's most sought-after communities. The oversized, meticulously manicured lot provides exceptional privacy and tranquility. Inside the home you will find a stunning great room floor plan that features soaring vaulted beamed ceilings, a stone fireplace, built-ins, tons of custom touches as well as expansive windows, creating a warm and inviting space for both leisure and entertaining. Throughout the home, you will find rich, timeless wood and stone accents. The thoughtful floor plan is designed for ease and elegance, featuring the primary suite, large office, and a theater room all on the main level. Large oversized 3 bay garage. Custom wine cellar. Tons of storage throughout the house. Huge utility room. Heated driveway for those snow days.

19558 Fairway Ridge Lane, Bend

Listing courtesy of Coldwell Banker Mayfield Realty.

24166 Dodds Road, Bend
$1,999,000
5 Beds ⋅ 4 Baths ⋅ 220201667 MLS
Welcome to a stunning 34-acre estate where luxury living meets premier equestrian amenities & breathtaking Cascade Mountain views. The impeccably crafted 4,357 sq ft home has elegant finishes & thoughtful design throughout. It offers 5 bdrms, 4 baths, including two spacious primary suites. Enjoy the gourmet kitchen, open floor plan, vaulted ceilings, mudroom, pantry, & more. The main-level primary features a luxurious bath with soaking tub. Perfect for horse enthusiasts, there are 22 irrigated acres, with sought after COID water rights, two ponds, a 7-stall barn with tack room & wash rack, two outdoor arenas, a 60' round pen, 10 paddocks, hay shed, & welded pipe fencing. Ride directly onto miles of BLM land and endless trails. Power & water extends to dry lots and pastures. There is also potential for multigenerational living. This is Central Oregon equestrian living at its best.

24166 Dodds Road, Bend

Listing courtesy of LivOregon Real Estate LLC.

23021 Brushline Court, Bend
$1,999,000
4 Beds ⋅ 5 Baths ⋅ 220199311 MLS
This exceptional estate in the prestigious Juniper Preserve Resort is nestled within the exclusive Pronghorn Community. Spanning 0.48 acres, it blends luxury, comfort, and elegance for a one-of-a-kind living experience. The 5,118 sq ft home includes a 615 sq ft casita, perfect for guests or a private retreat. The main-level primary suite opens directly to an outdoor spa, while two upper suites access patios with stunning views. There are four opulent bedroom suites in total. The chef's kitchen features a prep pantry and wine cellar. Natural stone and wood accents lend timeless character throughout. A south-facing covered patio with a wood-burning fireplace offers year-round enjoyment. Car enthusiasts will appreciate the 1,328 sq ft garage with room for three cars and a golf cart. Enjoy all the gated community offers, including two championship golf courses at Pronghorn--where luxury meets lifestyle.

23021 Brushline Court, Bend

Listing courtesy of Coldwell Banker Bain.

2250 S Main Street, Prineville
$1,999,000
3 Beds ⋅ 4 Baths ⋅ 220196101 MLS
This exceptional custom ranch blends modern elegance with rural charm, just minutes from Prineville. Enjoy breathtaking views of the Crooked River Valley from the beautifully designed single-level home, featuring hardwood floors, granite countertops, a copper farmhouse sink, and a chef's kitchen with a spacious island, stainless steel appliances, and the butlers pantry provides ample storage. The great room and expansive covered back patio with a fireplace, swim spa, and lush landscaping create an entertainer's dream. The private primary suite boasts a spa-like bath, a huge walk-in closet, and peaceful views. A generous den offers flexibility as an office or extra bedroom. Equestrian enthusiasts will love the six-stall barn with large runs, tack room, roping arena, and cattle turnouts. A 3-bay shop provides abundant storage and workspace, and guest quarter. Whether you're seeking a working ranch or a private retreat, this property offers the perfect blend of comfort and functionality.

2250 S Main Street, Prineville

Listing courtesy of Windermere Realty Trust.

2871 Cobleigh Road, Eagle Point
$1,998,000
3 Beds ⋅ 5 Baths ⋅ 220208436 MLS
5 PARCELS INCLUDED - An opportunity to own property like this is almost never seen! Set above BIG BUTTE CREEK with more than 1,200ft OF LIVE WATER frontage, this 40-acre estate is bordered on 3 sides by over 7,000 ACRES OF PUBLIC LAND, creating an unmatched sense of privacy and access to recreation. The residence blends modern design with Northwest lodge character, centered on a dramatic great room with soaring ceilings, walls of glass, and a stone fireplace overlooking the creek and evergreens. The master suite is a private retreat with vaulted ceilings, dual baths, and patios perched above the water, while guest accommodations provide comfort for family and friends. Outdoor living is equally inviting with patios, decks, a newly finished pool, and a one HALF-ACRE POND with dock and pond house. Trails, gardens, and the surrounding public land extend opportunities for hunting, hiking, horseback riding, and YEAR-ROUND ADVENTURE on this ONE-OF-A-KIND SANCTUARY!

2871 Cobleigh Road, Eagle Point

Listing courtesy of John L. Scott Medford.

15385 Windigo Trail, Sisters
$1,995,000
4 Beds ⋅ 5 Baths ⋅ 220226511 MLS
This custom home in Cascade Meadow Ranch offers the ultimate Sisters lifestyle--just minutes from downtown. Positioned along the community meadow, enjoy front-row views of the Three Sisters, Mt. Washington, and Black Crater while horses and wildlife roam outside your door. The quality floor plan features four suite-style bedrooms with private ensuite baths, including a main-level primary retreat. The vaulted great room with a propane fireplace flows into the dining area and kitchen, opening to a covered paver patio built for entertaining against a Cascade backdrop. The main floor also offers a secondary suite, powder room, and a flex room for an office or den. Upstairs features two more ensuite bedrooms, a loft, and a second spacious flex room. Cascade Meadow Ranch is a gated community positioned on 360 acres and includes equestrian facilities (both indoor and outdoor), a clubhouse, tennis/pickleball courts, a gazebo, lake, pond, and a fully fenced perimeter.

15385 Windigo Trail, Sisters

Listing courtesy of Ponderosa Properties.

65055 Old Bend Redmond Highway, Bend
$1,995,000
5 Beds ⋅ 4 Baths ⋅ 220223864 MLS
Experience extraordinary Cascade Mountain views from this 21.85-acre Tumalo property, where wide-open space, productive land, and proximity to Bend come together in a rare Central Oregon setting. With irrigation rights supporting 20 acres of pasture and a private pond, the property is equally suited to horses, farming, recreation, or simply enjoying the privacy and beauty of country living. The residence offers generous space for everyday living and entertaining, while sunsets over the Cascades, irrigated pasture, and extensive outbuildings create the kind of property designed to be enjoyed for generations. Notable Features: 21.85 acres · 5 BD/4 BA · 5,852 SF · irrigation rights for 20 acres · 7 Cascade peak views incl. Mt. Bachelor, Mt. Jefferson, Mt. Washington, Three Sisters & Broken Top · private pond · 2,794 SF daylight basement · barn · shop · 2-car garage · irrigated pasture · horse/farm potential · minutes to Bend & Tumalo

65055 Old Bend Redmond Highway, Bend

Listing courtesy of Cascade Hasson SIR.

16440 Fair Mile Road, Sisters
$1,995,000
6 Beds ⋅ 6 Baths ⋅ 220223800 MLS
Exceptional 5-Acre Multigenerational Estate in Sisters! This unique, fully fenced and gated property features two separate residences connected by an oversized dream shop, making it perfect for multigenerational living or rental income. The centerpiece is a luxury barndominium featuring three bedrooms, each with its own private en-suite bathroom. Connected through the shop is the second residence, a beautifully maintained traditional home with three bedrooms and two and a half bathrooms. At the heart of it all is the massive central shop, a hobbyist's dream equipped with a vehicle lift and abundant storage. The five-acre grounds offer ultimate privacy, professional landscaping, a stunning koi pond, multiple garage spaces, and ample room for RVs or pets. Offering unmatched versatility and shop-focused living, this rare estate delivers the ultimate Central Oregon lifestyle just minutes from town.

16440 Fair Mile Road, Sisters

Listing courtesy of Ponderosa Properties.

11620 SW Pixie Lane, Culver
$1,995,000
3 Beds ⋅ 2 Baths ⋅ 220222314 MLS
Perched on 3.11 acres in the 3 Rivers Community, Eagles Landing is a premier off-grid estate offering unparalleled luxury. Built in 2023, the 2,150 sq ft single-level main home features 3 bedrooms, 2 bathrooms, and high-end finishes. Unwind on the expansive deck with unobstructed, panoramic views of Mt. Jefferson, Mt. Hood, the 3 Rivers Marina, and Chinook Island on Lake Billy Chinook. A paved driveway and mature landscaping lead to incredible amenities: a beautiful 2,400+ sq ft barndominium featuring over 1,400 sq ft of living space, along with 3 massive bays (14' doors) perfect for boats or RVs, plus a separate oversized 2-bay garage for full-sized vehicles. Powered by sophisticated, top-tier infrastructure, this estate delivers elevated, self-contained luxury above Lake Billy Chinook, while offering one of Central Oregon's Premier Views and Settings.

11620 SW Pixie Lane, Culver

Listing courtesy of Cascade Hasson SIR.

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