Centraloregonrealestatelistings.com Search Results

61859 Hosmer Lake Drive Lot 374 Unit Lot 374, Bend

The Legacy at Tetherow is a Curtis Homes flagship mountain modern residence set on nearly half an acre in one of Bend's most coveted golf and resort communities. Warm vertical wood siding, natural stone accents, timber beams, and low-slope metal roofs create a refined lodge presence, perched above the Cascade-Highland trail with open space at its back for privacy. A rare Tetherow feature: an HOA-approved fenced dog run, in a community that typically does not permit fencing. More than 5,100SF of heated living spans two levels. The main floor offers a vaulted great room with fireplace, a chef's kitchen with Wolf and Sub-Zero appliances and quartzite counters, a main-level primary suite with fireplace and spa bath, a second ensuite bedroom, den, and covered Trex balconies with BBQ and fire pit. Downstairs: rec room with wet bar, a glass enclosed gym with folding sliding doors, two more ensuite bedrooms, and a covered porch with hot tub and fire pit.

4 Beds ⋅ 6 Baths ⋅ 220219257 MLS

The Legacy at Tetherow is a Curtis Homes flagship mountain modern residence set on nearly half an acre in one of Bend's most coveted golf and resort communities. Warm vertical wood siding, natural stone accents, timber beams, and low-slope metal roofs create a refined lodge presence, perched above the Cascade-Highland trail with open space at its back for privacy. A rare Tetherow feature: an HOA-approved fenced dog run, in a community that typically does not permit fencing. More than 5,100SF of heated living spans two levels. The main floor offers a vaulted great room with fireplace, a chef's kitchen with Wolf and Sub-Zero appliances and quartzite counters, a main-level primary suite with fireplace and spa bath, a second ensuite bedroom, den, and covered Trex balconies with BBQ and fire pit. Downstairs: rec room with wet bar, a glass enclosed gym with folding sliding doors, two more ensuite bedrooms, and a covered porch with hot tub and fire pit.

61859 Hosmer Lake Drive Lot 374 Unit Lot 374, Bend

Listing courtesy of Curtis Homes Realty.

$3,999,000

In the middle of this desert oasis is a stunning, awe inspiring, welcoming home that sits in the middle of 288 acres. The property is bordered by 10s of thousands of acres of BLM land that provides endless recreational opportunities. Follow the rose bush lined driveway to the solid front door with sidelights and transom. View the expansive entry and vaulted ceiling with double stairways to the second floor. This home boasts travertine tile, slate, and hickory, Belizean rosewood, black walnut, and juniper hardwood inlaid flooring throughout the rooms. The kitchen is a cook's delight with the replica of an old wood cook stove and matching refrigerator, wall oven, warming oven, chef sink, plate rack, Lazy Susan, and appliance garage surrounded by hickory cabinets. Large rooms throughout. Comes with an incredible third floor apartment with French doors to balcony looking out over the grazing cattle in the pasture. Native rock accents. Quality materials. New exterior/interior paint/decks.

5 Beds ⋅ 7 Baths ⋅ 220217220 MLS

In the middle of this desert oasis is a stunning, awe inspiring, welcoming home that sits in the middle of 288 acres. The property is bordered by 10s of thousands of acres of BLM land that provides endless recreational opportunities. Follow the rose bush lined driveway to the solid front door with sidelights and transom. View the expansive entry and vaulted ceiling with double stairways to the second floor. This home boasts travertine tile, slate, and hickory, Belizean rosewood, black walnut, and juniper hardwood inlaid flooring throughout the rooms. The kitchen is a cook's delight with the replica of an old wood cook stove and matching refrigerator, wall oven, warming oven, chef sink, plate rack, Lazy Susan, and appliance garage surrounded by hickory cabinets. Large rooms throughout. Comes with an incredible third floor apartment with French doors to balcony looking out over the grazing cattle in the pasture. Native rock accents. Quality materials. New exterior/interior paint/decks.

59047 Old Lake Road, Christmas Valley

Listing courtesy of RE/MAX Key Properties.

$3,999,000

Nestled in a breathtaking location, this timeless estate offers sweeping views of the majestic Cascade Mountains and Whychus Creek Canyon. Surrounded by luxurious gardens, the home stands in contrast to the low-maintenance high desert landscapes that dominate the nearly 40-acre property and the sparsely developed land around it. With European-inspired elegance, this estate boasts an array of exceptional features, including a lighted tennis court, three stunning rock fireplaces, and expansive aggregate patios--both covered and uncovered. Additional highlights include a heated dog kennel, solarium, sunroom, formal and informal dining spaces, and an oversized family room. The home offers four bedrooms, each with an ensuite bathroom, including a main floor primary suite with two full baths, separate closets, and a chef's kitchen with a large pantry. Enjoy the convenience of a three-car garage with ample attic storage for all your toys.

4 Beds ⋅ 7 Baths ⋅ 220214782 MLS

Nestled in a breathtaking location, this timeless estate offers sweeping views of the majestic Cascade Mountains and Whychus Creek Canyon. Surrounded by luxurious gardens, the home stands in contrast to the low-maintenance high desert landscapes that dominate the nearly 40-acre property and the sparsely developed land around it. With European-inspired elegance, this estate boasts an array of exceptional features, including a lighted tennis court, three stunning rock fireplaces, and expansive aggregate patios--both covered and uncovered. Additional highlights include a heated dog kennel, solarium, sunroom, formal and informal dining spaces, and an oversized family room. The home offers four bedrooms, each with an ensuite bathroom, including a main floor primary suite with two full baths, separate closets, and a chef's kitchen with a large pantry. Enjoy the convenience of a three-car garage with ample attic storage for all your toys.

17945 Mountain View Road, Sisters

Listing courtesy of Ponderosa Properties.

321 Pair A Dice Ranch Road, Jacksonville

$3,995,000

A true masterpiece in Southern Oregon, 1st time, extraordinary Mediterranean estate captures sweeping views of the Jacksonville Mountains & glittering city lights. Set on 5 private park-like acres w/city water, ±5700 SQ FT of luxury on main level, ±3484 SQFT private lower level; ideal for entertaining, additional living/guest quarters & lg detached private guest Casita--designed & built by Mike Pagnini--showcases unmatched craftsmanship and timeless elegance. Highlights include 4 luxurious primary suites, 6 baths, a Pebble Tec pool & spa, guest casita, & a 12-car garage. Inside, grand living spaces feature soaring dome ceilings, 8 fireplaces, and French doors opening to stunning outdoor living areas. Chef's kitchen, wine cellar, theater, & fitness rooms complete the experience. Ideally located near Rogue Valley International-Medford Airport w/Million Air Medford for private jet access, & minutes from the Britt Music & Arts Festival, Oregon Shakespeare Festival, & renowned wineries.

4 Beds ⋅ 6 Baths ⋅ 220203312 MLS

A true masterpiece in Southern Oregon, 1st time, extraordinary Mediterranean estate captures sweeping views of the Jacksonville Mountains & glittering city lights. Set on 5 private park-like acres w/city water, ±5700 SQ FT of luxury on main level, ±3484 SQFT private lower level; ideal for entertaining, additional living/guest quarters & lg detached private guest Casita--designed & built by Mike Pagnini--showcases unmatched craftsmanship and timeless elegance. Highlights include 4 luxurious primary suites, 6 baths, a Pebble Tec pool & spa, guest casita, & a 12-car garage. Inside, grand living spaces feature soaring dome ceilings, 8 fireplaces, and French doors opening to stunning outdoor living areas. Chef's kitchen, wine cellar, theater, & fitness rooms complete the experience. Ideally located near Rogue Valley International-Medford Airport w/Million Air Medford for private jet access, & minutes from the Britt Music & Arts Festival, Oregon Shakespeare Festival, & renowned wineries.

321 Pair A Dice Ranch Road, Jacksonville

Listing courtesy of John L. Scott Medford.

$3,950,000

Welcome to your ultimate entertainer's paradise in the coveted Westgate Community! This custom-built masterpiece sits on 2.5 acres and was featured in the 2025 COBA Tour of Homes, winning accolades for Best Kitchen, Best Landscaping, & Best Value. With its modern design framed by stunning Cascade Mountain views, this home is truly spectacular. At its heart lies a jaw-dropping gourmet kitchen, complete with top-of-the-line Thermador appliances, perfect for culinary adventures. The main level features a luxurious primary suite with a spa-like bathroom, plus 2 additional bedrooms, each boasting private en-suites. Ascend to the expansive loft designed for function and fun, including a full bath, bedroom, and wet bar-ideal. Step outside to your private oasis with a underground heated 8'x44' MOD pool with fenced yard. Storage is easy with a rare 2,491 sq ft shop with 14' doors. This one-of-a-kind home perfectly blends luxury and everyday practicality, making it the quintessential retreat.

4 Beds ⋅ 6 Baths ⋅ 220227071 MLS

Welcome to your ultimate entertainer's paradise in the coveted Westgate Community! This custom-built masterpiece sits on 2.5 acres and was featured in the 2025 COBA Tour of Homes, winning accolades for Best Kitchen, Best Landscaping, & Best Value. With its modern design framed by stunning Cascade Mountain views, this home is truly spectacular. At its heart lies a jaw-dropping gourmet kitchen, complete with top-of-the-line Thermador appliances, perfect for culinary adventures. The main level features a luxurious primary suite with a spa-like bathroom, plus 2 additional bedrooms, each boasting private en-suites. Ascend to the expansive loft designed for function and fun, including a full bath, bedroom, and wet bar-ideal. Step outside to your private oasis with a underground heated 8'x44' MOD pool with fenced yard. Storage is easy with a rare 2,491 sq ft shop with 14' doors. This one-of-a-kind home perfectly blends luxury and everyday practicality, making it the quintessential retreat.

62333 McClain Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$3,865,000

At its center, a dramatic open-air courtyard draws light, sky, and landscape into this Eric Meglasson-designed residence, creating a sense of arrival that is both striking and unexpected. Framed by glass and warm wood, the architecture unfolds around this space, where a beautifully composed kitchen (complete with a butler's pantry, two high end ovens, dishwashers, and fridges) dining area, and great room converge, anchored by a floating staircase and a sculptural hearth. The main level offers a private ensuite and a third bedroom or den, while above, a lofted office and full primary suite are oriented to capture expansive views and a sense of retreat. Multiple patios, fire features, and outdoor living areas extend the experience. Positioned along Tetherow's iconic 17th hole on one of the community's most exceptional homesites, this modern residence brings design, setting, and execution into rare alignment.

3 Beds ⋅ 3 Baths ⋅ 220227641 MLS

At its center, a dramatic open-air courtyard draws light, sky, and landscape into this Eric Meglasson-designed residence, creating a sense of arrival that is both striking and unexpected. Framed by glass and warm wood, the architecture unfolds around this space, where a beautifully composed kitchen (complete with a butler's pantry, two high end ovens, dishwashers, and fridges) dining area, and great room converge, anchored by a floating staircase and a sculptural hearth. The main level offers a private ensuite and a third bedroom or den, while above, a lofted office and full primary suite are oriented to capture expansive views and a sense of retreat. Multiple patios, fire features, and outdoor living areas extend the experience. Positioned along Tetherow's iconic 17th hole on one of the community's most exceptional homesites, this modern residence brings design, setting, and execution into rare alignment.

61456 Weinhard Court, Bend

Listing courtesy of Cascade Hasson SIR.

$3,850,000

OWNER/SELLER FINANCING AT 5%. Luxury horse property and equestrian estate for sale in West Linn, Oregon. Gated 24.24± acre EFU farm near Portland with 80'x120' indoor riding arena, 13 oversized and 7 standard stalls plus room for 7 more, 8,500± SF event venue barn, 4,646± SF main home, second 1,800± SF home, pool, tennis court, shop, 7 cross-fenced pastures and 60 acres of irrigation water rights. Turnkey income from arena lease, boarding, and childcare. Minutes to I-205, Wilsonville and Portland. Existing revenue streams include an approximately $4,000/month horse barn with arena lease, and $5,000/month childcare operation. OWNER FINANCING / SELLER FINANCING AVAILABLE AT 5% WITH SUBSTANTIAL DOWN. Luxury horse property for sale in West Linn, Oregon. This gated 24.24± acre equestrian estate in Clackamas County offers turnkey horse facilities, event venue potential, irrigation water rights, and established income, all minutes from Portland.

5 Beds ⋅ 5 Baths ⋅ 220225322 MLS

OWNER/SELLER FINANCING AT 5%. Luxury horse property and equestrian estate for sale in West Linn, Oregon. Gated 24.24± acre EFU farm near Portland with 80'x120' indoor riding arena, 13 oversized and 7 standard stalls plus room for 7 more, 8,500± SF event venue barn, 4,646± SF main home, second 1,800± SF home, pool, tennis court, shop, 7 cross-fenced pastures and 60 acres of irrigation water rights. Turnkey income from arena lease, boarding, and childcare. Minutes to I-205, Wilsonville and Portland. Existing revenue streams include an approximately $4,000/month horse barn with arena lease, and $5,000/month childcare operation. OWNER FINANCING / SELLER FINANCING AVAILABLE AT 5% WITH SUBSTANTIAL DOWN. Luxury horse property for sale in West Linn, Oregon. This gated 24.24± acre equestrian estate in Clackamas County offers turnkey horse facilities, event venue potential, irrigation water rights, and established income, all minutes from Portland.

29700 SW Mountain Road, West Linn

Listing courtesy of Keller Williams Realty Mid-Willamette.

$3,800,000

Experience elevated living on Awbrey Butte w/ this sleek & modern masterpiece. Designed w/ elegance in mind, this stunning home showcases imported Italian marble flooring & custom RGB LED ceiling lights throughout. The great room features soaring ceilings, fireplace, & floor-to-ceiling windows that frame the easterly views. The gourmet kitchen is a showstopper—featuring a large island w/ breakfast bar, granite countertops, double oven, walk-in pantry, & high-end Café commercial appliances. The main level offers a luxurious primary suite w/heated bathroom floors, dual vanities, soaking tub, tile shower, & walk-in closet. Also on the main level: a private office & cozy den! Upstairs, enjoy a game room & dedicated home theater, 2 junior suites each w/ large walk-in closets & private balconies, plus an additional bed & bath. Enjoy 4th of July fireworks from the expansive front deck or entertain year-round on the covered back patio. Minutes to trails, parks, shops, and downtown Bend!

4 Beds ⋅ 5 Baths ⋅ 220204557 MLS

Experience elevated living on Awbrey Butte w/ this sleek & modern masterpiece. Designed w/ elegance in mind, this stunning home showcases imported Italian marble flooring & custom RGB LED ceiling lights throughout. The great room features soaring ceilings, fireplace, & floor-to-ceiling windows that frame the easterly views. The gourmet kitchen is a showstopper—featuring a large island w/ breakfast bar, granite countertops, double oven, walk-in pantry, & high-end Café commercial appliances. The main level offers a luxurious primary suite w/heated bathroom floors, dual vanities, soaking tub, tile shower, & walk-in closet. Also on the main level: a private office & cozy den! Upstairs, enjoy a game room & dedicated home theater, 2 junior suites each w/ large walk-in closets & private balconies, plus an additional bed & bath. Enjoy 4th of July fireworks from the expansive front deck or entertain year-round on the covered back patio. Minutes to trails, parks, shops, and downtown Bend!

664 NW Powell Butte Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$3,799,000

Set along a coveted stretch of riverfront, this modern residence stands among Bend's most compelling offerings--where architecture and setting align with rare clarity. The home opens to a series of outdoor living spaces, fire features, and sweeping water views, creating a seamless connection to the landscape and rhythm shaped by river. Inside, a refined composition clean-lined detailing, and expansive glass draws in natural light while framing the outdoors with intention. The kitchen is designed for both elevated entertaining and daily ease, anchored by a natural stone island and a stainless steel appliance suite. A main-level primary suite offers a private retreat with a steam shower and patio Hot Tub access. Each additional bedroom in main house is en suite, complemented by an office, utility space, and triple-zoned HVAC. An attached apartment with its own garage bay adds flexibility. All of it, just moments from Bend's everyday conveniences--yet a setting that feels a world apart.

4 Beds ⋅ 5 Baths ⋅ 220222292 MLS

Set along a coveted stretch of riverfront, this modern residence stands among Bend's most compelling offerings--where architecture and setting align with rare clarity. The home opens to a series of outdoor living spaces, fire features, and sweeping water views, creating a seamless connection to the landscape and rhythm shaped by river. Inside, a refined composition clean-lined detailing, and expansive glass draws in natural light while framing the outdoors with intention. The kitchen is designed for both elevated entertaining and daily ease, anchored by a natural stone island and a stainless steel appliance suite. A main-level primary suite offers a private retreat with a steam shower and patio Hot Tub access. Each additional bedroom in main house is en suite, complemented by an office, utility space, and triple-zoned HVAC. An attached apartment with its own garage bay adds flexibility. All of it, just moments from Bend's everyday conveniences--yet a setting that feels a world apart.

20172 Soft Breeze Court, Bend

Listing courtesy of Cascade Hasson SIR.

$3,750,000

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.

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.

$3,750,000

A private retreat setting where nature meets luxurious living. The 5BR/5BA Contemporary home captures the Siskiyou mtn range at every turn. The main level offers floor to ceiling windows, hardwood floors, living & dining room & Chef's kitchen appointed w/ island, wet bar, pantry, double ovens, wolf stove & more! Upstairs the main bedroom suite is an oasis unto itself w/views, decking & spa. A second primary suite, 2 add'l bedrooms/bath & laundry room w/abundant storage are downstairs. Each room has custom finishes & exquisite views to ensure a lifestyle of privacy & relaxation. Outside you're met w/soothing soundscape of a tiered cascading creek, lagoon waterfall style pool, cabana area, outdoor kitchen & bath, for ease of entertaining. Equestrian, livestock or agricultural enthusiasts will delight w/the endless possibilities. Fruit trees, garden beds, greenhouses, chicken coop & workout room complete this singular estate. 1BD/1BA guest apartment is a bonus to this luxe property.

5 Beds ⋅ 5 Baths ⋅ 220206087 MLS

A private retreat setting where nature meets luxurious living. The 5BR/5BA Contemporary home captures the Siskiyou mtn range at every turn. The main level offers floor to ceiling windows, hardwood floors, living & dining room & Chef's kitchen appointed w/ island, wet bar, pantry, double ovens, wolf stove & more! Upstairs the main bedroom suite is an oasis unto itself w/views, decking & spa. A second primary suite, 2 add'l bedrooms/bath & laundry room w/abundant storage are downstairs. Each room has custom finishes & exquisite views to ensure a lifestyle of privacy & relaxation. Outside you're met w/soothing soundscape of a tiered cascading creek, lagoon waterfall style pool, cabana area, outdoor kitchen & bath, for ease of entertaining. Equestrian, livestock or agricultural enthusiasts will delight w/the endless possibilities. Fruit trees, garden beds, greenhouses, chicken coop & workout room complete this singular estate. 1BD/1BA guest apartment is a bonus to this luxe property.

1440 E Nevada Street, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

$3,700,000

Rare opportunity to own 127 acres in Eagle Point with approximately 80 irrigated acres from Little Butte Creek. This versatile property features an established vineyard with 10 varietals, an extensively remodeled farmhouse, brand-new office with modern accommodations including a restroom and kitchen, two wells, and a fully equipped winery. The winery retains the equipment used during years of wine production from 2005-2019, making this an ideal opportunity for someone looking to pursue or revive a vineyard and wine operation. The irrigated pasture has been carefully maintained and is fully set up for irrigation, making it ideal for cattle, hay production, or other agricultural uses. Solar panels provide approximately $20,000 in annual income, increasing toward $25,000. Combining irrigated acreage, vineyard, winery, remodeled improvements, water resources & solar income, 1098 Nick Young Rd offers a rare opportunity to create a distinctive Southern Oregon agricultural estate

4 Beds ⋅ 1 Baths ⋅ 220228292 MLS

Rare opportunity to own 127 acres in Eagle Point with approximately 80 irrigated acres from Little Butte Creek. This versatile property features an established vineyard with 10 varietals, an extensively remodeled farmhouse, brand-new office with modern accommodations including a restroom and kitchen, two wells, and a fully equipped winery. The winery retains the equipment used during years of wine production from 2005-2019, making this an ideal opportunity for someone looking to pursue or revive a vineyard and wine operation. The irrigated pasture has been carefully maintained and is fully set up for irrigation, making it ideal for cattle, hay production, or other agricultural uses. Solar panels provide approximately $20,000 in annual income, increasing toward $25,000. Combining irrigated acreage, vineyard, winery, remodeled improvements, water resources & solar income, 1098 Nick Young Rd offers a rare opportunity to create a distinctive Southern Oregon agricultural estate

1098 Nick Young Road, Eagle Point

Listing courtesy of USLANDCO LLC.

$3,600,000

Live the ultimate Central Oregon resort lifestyle in Caldera Springs! This stunning, furnished, luxury home features 5 ensuite bedrooms, 6 full baths, and 1 half bath, offering ample space for family and guests. Entertain with ease in the bonus room with wet bar, or on the outdoor patio with gas fire pit & built-in grill. Unwind in the sauna and hot tub, and enjoy a beautifully appointed kitchen with stone countertops and premium appliances. Beyond your doorstep, enjoy unmatched resort amenities including the Forest House Aquatic Center, Quarry Pool & Fitness Center, golf, fishing, Lake House dining, pickleball, tennis, kayaking, and more. Just 20 minutes from Bend and 30 minutes from skiing and snowboarding at Mt. Bachelor, this is Central Oregon living at its finest. This home is under construction, with estimated completion date of late November 2026. Taxes on land only.

5 Beds ⋅ 7 Baths ⋅ 220226807 MLS

Live the ultimate Central Oregon resort lifestyle in Caldera Springs! This stunning, furnished, luxury home features 5 ensuite bedrooms, 6 full baths, and 1 half bath, offering ample space for family and guests. Entertain with ease in the bonus room with wet bar, or on the outdoor patio with gas fire pit & built-in grill. Unwind in the sauna and hot tub, and enjoy a beautifully appointed kitchen with stone countertops and premium appliances. Beyond your doorstep, enjoy unmatched resort amenities including the Forest House Aquatic Center, Quarry Pool & Fitness Center, golf, fishing, Lake House dining, pickleball, tennis, kayaking, and more. Just 20 minutes from Bend and 30 minutes from skiing and snowboarding at Mt. Bachelor, this is Central Oregon living at its finest. This home is under construction, with estimated completion date of late November 2026. Taxes on land only.

17727 Redtail Loop 475 Unit 475, Bend

Listing courtesy of Sunriver Realty.

$3,600,000

North Fork Ranch is a 212+/- acre private, peaceful and secure property bordering the National Forest in the Cascade Mountains of Oregon. This extraordinary property offers endless opportunities for outdoor enthusiasts, from hunting, fishing, hiking, skiing, to world-class biking, making it a true recreational dreamland. Picture-perfect mountain views create the ideal backdrop for a secluded, secure retreat, just 45 miles from Eugene, Oregon. A beautiful lodge-style, 4-bed, 3-bath, well-finished home provides inspiring views of the property and mountains beyond. Blessed with mature timber, hay, agricultural outbuildings and reliable water resources including three wells, creeks, springs, and ponds. Wildlife is abundant, with frequent sightings of trophy elk, deer, turkeys, and predators, making the Ranch equally compelling as a sporting property. Truly an ideal legacy ranch, recreational retreat, or investment opportunity in one of Northwest's most desirable regions.

4 Beds ⋅ 3 Baths ⋅ 220223882 MLS

North Fork Ranch is a 212+/- acre private, peaceful and secure property bordering the National Forest in the Cascade Mountains of Oregon. This extraordinary property offers endless opportunities for outdoor enthusiasts, from hunting, fishing, hiking, skiing, to world-class biking, making it a true recreational dreamland. Picture-perfect mountain views create the ideal backdrop for a secluded, secure retreat, just 45 miles from Eugene, Oregon. A beautiful lodge-style, 4-bed, 3-bath, well-finished home provides inspiring views of the property and mountains beyond. Blessed with mature timber, hay, agricultural outbuildings and reliable water resources including three wells, creeks, springs, and ponds. Wildlife is abundant, with frequent sightings of trophy elk, deer, turkeys, and predators, making the Ranch equally compelling as a sporting property. Truly an ideal legacy ranch, recreational retreat, or investment opportunity in one of Northwest's most desirable regions.

78189 High Prairie Road, Oakridge

Listing courtesy of Fay Ranches, Inc..

$3,587,000

There is a place in Bend where you can enjoy fishing, kayaking, boating or floating the Deschutes River right from your own private waterfront home. Launch from your private boat slip & dock located just outside Sunriver Resort with no HOA, no CC&Rs & no neighborhood rules to contend with. Only 3 minutes drive, 11 minutes by bike, or walk to Sunriver Village & the Sunriver Airport. This Frank Lloyd Wright inspired home is thoughtfully designed for timeless luxury, year-round living & multi - generational comfort, commercial grade elevator and spacious rooms for your favorite guests. Step outside to a lifestyle close to restaurants, shops & golf, then come home to one of the Bend Oregon's finest riverfront estates. Set on a 0.76-acre lot with over 100' of grassy riverfront land, the property features 2 garages and is wrapped in sublime landscaping behind a gated entry. This home can be purchased separately or together with 56688 Lunar Drive. Watch the 2-minute video and website!

5 Beds ⋅ 5 Baths ⋅ 220228147 MLS

There is a place in Bend where you can enjoy fishing, kayaking, boating or floating the Deschutes River right from your own private waterfront home. Launch from your private boat slip & dock located just outside Sunriver Resort with no HOA, no CC&Rs & no neighborhood rules to contend with. Only 3 minutes drive, 11 minutes by bike, or walk to Sunriver Village & the Sunriver Airport. This Frank Lloyd Wright inspired home is thoughtfully designed for timeless luxury, year-round living & multi - generational comfort, commercial grade elevator and spacious rooms for your favorite guests. Step outside to a lifestyle close to restaurants, shops & golf, then come home to one of the Bend Oregon's finest riverfront estates. Set on a 0.76-acre lot with over 100' of grassy riverfront land, the property features 2 garages and is wrapped in sublime landscaping behind a gated entry. This home can be purchased separately or together with 56688 Lunar Drive. Watch the 2-minute video and website!

56680 Lunar Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$3,550,000

Adjacent to Archie Briggs Natural Area & overlooking the Deschutes River canyon, this North Rim residence captures sweeping Central Oregon views including Mount Jefferson, Mount Hood, Black Butte, Smith Rock, Powell Butte, and Riley Ranch. Set on a private 1.5-acre homesite within the North Rim gated community, the property offers both privacy and connection to the landscape. The modern minimalist design is centered around a light-filled atrium with a reflecting pool and skylight, bringing natural light into the core of the home. The upper level is designed for daily living, featuring the primary suite, kitchen, dining & living area home theater. The ground floor includes a foyer, atrium, two bedrooms, two baths, an exercise/pool room, a sauna, and a 2nd office/music room. An integrated elevator connects both levels, while three decks totaling approximately 930 square feet extend the living experience outdoors.

3 Beds ⋅ 4 Baths ⋅ 220220325 MLS

Adjacent to Archie Briggs Natural Area & overlooking the Deschutes River canyon, this North Rim residence captures sweeping Central Oregon views including Mount Jefferson, Mount Hood, Black Butte, Smith Rock, Powell Butte, and Riley Ranch. Set on a private 1.5-acre homesite within the North Rim gated community, the property offers both privacy and connection to the landscape. The modern minimalist design is centered around a light-filled atrium with a reflecting pool and skylight, bringing natural light into the core of the home. The upper level is designed for daily living, featuring the primary suite, kitchen, dining & living area home theater. The ground floor includes a foyer, atrium, two bedrooms, two baths, an exercise/pool room, a sauna, and a 2nd office/music room. An integrated elevator connects both levels, while three decks totaling approximately 930 square feet extend the living experience outdoors.

1596 NW Wild Rye Circle, Bend

Listing courtesy of Cascade Hasson SIR.

$3,500,000

Set on approximately 79 private, forested acres bordering Deschutes National Forest, this custom home near Sisters, OR offers 6,366 sq ft, 4 bedrooms, and 4 baths. The great room's massive river rock fireplace, hand-forged ironwork, and cherry cabinetry set the tone, while the kitchen features Sub-Zero, Wolf, Dacor, and Miele appliances alongside a granite island and butler's pantry with wine fridge. Oak hardwood floors, a formal dining room with French glass doors, and a family room with a Jotul wood stove and Brazilian cherry floors add warmth throughout. The primary suite includes a marble trimmed fireplace, soaking tub, and glass-block shower; a downstairs guest suite and upstairs Jack-and-Jill bedroom offer flexible living. Outdoors, enjoy a private pond, flagstone patio, firepit, and an auto irrigation system supplied by a private well. A nearly 3200 sq ft detached garage/shop rounds out this rare forest retreat, minutes from Sisters and surrounded by developed Forest trails.

4 Beds ⋅ 5 Baths ⋅ 220225659 MLS

Set on approximately 79 private, forested acres bordering Deschutes National Forest, this custom home near Sisters, OR offers 6,366 sq ft, 4 bedrooms, and 4 baths. The great room's massive river rock fireplace, hand-forged ironwork, and cherry cabinetry set the tone, while the kitchen features Sub-Zero, Wolf, Dacor, and Miele appliances alongside a granite island and butler's pantry with wine fridge. Oak hardwood floors, a formal dining room with French glass doors, and a family room with a Jotul wood stove and Brazilian cherry floors add warmth throughout. The primary suite includes a marble trimmed fireplace, soaking tub, and glass-block shower; a downstairs guest suite and upstairs Jack-and-Jill bedroom offer flexible living. Outdoors, enjoy a private pond, flagstone patio, firepit, and an auto irrigation system supplied by a private well. A nearly 3200 sq ft detached garage/shop rounds out this rare forest retreat, minutes from Sisters and surrounded by developed Forest trails.

67376 Peterson Mill Road, Sisters

Listing courtesy of Ponderosa Properties.

$3,500,000

Set on 3.48 private acres just 500 ft from Lithia Park and within a 1/2 mile of downtown Ashland, 237 Granite is a rare, legacy estate inspired by the timeless design principles of Greene & Greene Architects. Showcasing over 5,700 sq ft of refined living, this 5-bedroom, 5.5-bath residence embodies the essence of The Arts and Crafts Movement with exceptional craftsmanship, rich walnut flooring throughout, and a seamless connection to its natural surroundings. The grounds are a destination unto themselves--featuring a solar-heated pool, tranquil Japanese gardens with tea house, two waterfalls, a koi pond, and direct access to nearby hiking trails. Main level living w/ 871 sq ft primary wing, private caretaker quarters, and a separate 676 sq ft guest cottage with 1 bed, 1 bath, 2-car garage--offering flexibility for guests or extended living. ''The Gamble House'' of Ashland, this is the largest private estate of its kind in such close proximity to the cultural and natural heart of Ashland.

5 Beds ⋅ 6 Baths ⋅ 220220674 MLS

Set on 3.48 private acres just 500 ft from Lithia Park and within a 1/2 mile of downtown Ashland, 237 Granite is a rare, legacy estate inspired by the timeless design principles of Greene & Greene Architects. Showcasing over 5,700 sq ft of refined living, this 5-bedroom, 5.5-bath residence embodies the essence of The Arts and Crafts Movement with exceptional craftsmanship, rich walnut flooring throughout, and a seamless connection to its natural surroundings. The grounds are a destination unto themselves--featuring a solar-heated pool, tranquil Japanese gardens with tea house, two waterfalls, a koi pond, and direct access to nearby hiking trails. Main level living w/ 871 sq ft primary wing, private caretaker quarters, and a separate 676 sq ft guest cottage with 1 bed, 1 bath, 2-car garage--offering flexibility for guests or extended living. ''The Gamble House'' of Ashland, this is the largest private estate of its kind in such close proximity to the cultural and natural heart of Ashland.

237 Granite Street, Ashland

Listing courtesy of Bespoke Real Estate.

17751 Preservation Loop Lot 471 Unit Lot 471, Bend

$3,495,000

Discover this exceptional Caldera Springs retreat, where refined luxury meets the beauty of the natural surroundings. Thoughtfully designed with sophisticated finishes and a bright, open floor plan, this 6-bedroom home offers the perfect blend of elegance and comfort, featuring a spacious primary suite on the main level. The gourmet kitchen flows seamlessly into the great room and recreation room, complete with a private sauna with direct access to the outdoor spa. Enjoy the beautifully landscaped outdoor living spaces that features a fire pit; perfect for alfresco dining, relaxing by the fire, or entertaining under the stars. Home will be complete 2nd week of August. Offered fully furnished, this turnkey home is ready to enjoy as a primary residence, vacation retreat, or investment opportunity.

6 Beds ⋅ 9 Baths ⋅ 220224247 MLS

Discover this exceptional Caldera Springs retreat, where refined luxury meets the beauty of the natural surroundings. Thoughtfully designed with sophisticated finishes and a bright, open floor plan, this 6-bedroom home offers the perfect blend of elegance and comfort, featuring a spacious primary suite on the main level. The gourmet kitchen flows seamlessly into the great room and recreation room, complete with a private sauna with direct access to the outdoor spa. Enjoy the beautifully landscaped outdoor living spaces that features a fire pit; perfect for alfresco dining, relaxing by the fire, or entertaining under the stars. Home will be complete 2nd week of August. Offered fully furnished, this turnkey home is ready to enjoy as a primary residence, vacation retreat, or investment opportunity.

17751 Preservation Loop Lot 471 Unit Lot 471, Bend

Listing courtesy of Cascade Hasson SIR.

$3,495,000

Nestled w/in the exclusive Ranch at the Canyons, this extraordinary retreat honors both the grandeur of nature & the beauty of connection. Perched above 2.5 miles of private Crooked River frontage & framed by the iconic cliffs of Smith Rock State Park, it offers remarkable privacy just 20 minutes from Redmond Airport. Designed w/ intention, two primary suites occupy separate wings on the main level, offering exceptional flexibility for multigenerational living, extended family, guests, or two households sharing a remarkable Central Oregon retreat. A sliding glass wall opens the great room to golden sunsets, canyon views & ever-changing light. Perfect as a private sanctuary, legacy property or shared retreat, this is more than a home--it's an experience of peace, connection & timeless Oregon beauty combined w/an incredible value!

5 Beds ⋅ 5 Baths ⋅ 220194502 MLS

Nestled w/in the exclusive Ranch at the Canyons, this extraordinary retreat honors both the grandeur of nature & the beauty of connection. Perched above 2.5 miles of private Crooked River frontage & framed by the iconic cliffs of Smith Rock State Park, it offers remarkable privacy just 20 minutes from Redmond Airport. Designed w/ intention, two primary suites occupy separate wings on the main level, offering exceptional flexibility for multigenerational living, extended family, guests, or two households sharing a remarkable Central Oregon retreat. A sliding glass wall opens the great room to golden sunsets, canyon views & ever-changing light. Perfect as a private sanctuary, legacy property or shared retreat, this is more than a home--it's an experience of peace, connection & timeless Oregon beauty combined w/an incredible value!

11698 Pinedale Lane, Terrebonne

Listing courtesy of RE/MAX Key Properties.

17745 Preservation Loop 472 Unit 472, Bend

$3,400,000

Experience the ultimate in Central Oregon resort living at Caldera Springs. Currently under construction, this exceptional luxury home offers 5 ensuite bedrooms, including 4 on the main level, 6 full bathrooms and 1 half bath, providing the perfect balance of comfort, privacy, and space for family and guests. Designed for both entertaining and everyday enjoyment, this furnished home features a spacious upper-level bonus room and an inviting outdoor living area complete with a gas fire pit and hot tub. The gourmet kitchen showcases premium appliances, stone countertops, and designer finishes, blending style and functionality. Ownership includes access to Caldera Springs' premier resort amenities, including the Forest House Aquatic Center, Quarry Pool & Fitness Center, golf, fishing, Lake House dining, pickleball, tennis, kayaking, miles of scenic trails, and more. Located just 20 minutes from Bend and 30 minutes from world-class skiing at Mt. Bachelor. Estimated completion 12/31/26.

5 Beds ⋅ 7 Baths ⋅ 220227052 MLS

Experience the ultimate in Central Oregon resort living at Caldera Springs. Currently under construction, this exceptional luxury home offers 5 ensuite bedrooms, including 4 on the main level, 6 full bathrooms and 1 half bath, providing the perfect balance of comfort, privacy, and space for family and guests. Designed for both entertaining and everyday enjoyment, this furnished home features a spacious upper-level bonus room and an inviting outdoor living area complete with a gas fire pit and hot tub. The gourmet kitchen showcases premium appliances, stone countertops, and designer finishes, blending style and functionality. Ownership includes access to Caldera Springs' premier resort amenities, including the Forest House Aquatic Center, Quarry Pool & Fitness Center, golf, fishing, Lake House dining, pickleball, tennis, kayaking, miles of scenic trails, and more. Located just 20 minutes from Bend and 30 minutes from world-class skiing at Mt. Bachelor. Estimated completion 12/31/26.

17745 Preservation Loop 472 Unit 472, Bend

Listing courtesy of Sunriver Realty.

18277 Lava Springs Lp Loop 504 Unit 504, Bend

$3,399,999

Perfectly positioned on a premier 0.58-acre homesite in Caldera Springs, this exceptional Curtis Homes residence offers breathtaking water feature views and unmatched combination of luxury & livability. Featuring 5 beds, 6 bathrooms, inviting gathering spaces, and seamless indoor/outdoor connectivity -every detail has been thoughtfully curated to elevate the living experience. Three suites on the main include a stone fireplace, two with access to a paver-patio overlooking the water. Upstairs includes an en-suite, spacious bonus room with wet bar, & custom bunk room featuring 2 queens & 2 twins. Retreat outdoors to a covered back patio with fire pit, hot tub & built-in BBQ, all set against beautiful common area and tranquil water feature. Wolf & Sub-Zero appliance package, vaulted ceilings, and designer-selected finishes throughout. Oversized 3-car garage w/ extended depth RV bay. Located near the new Forest House, this home offers effortless and luxurious resort-living!

5 Beds ⋅ 6 Baths ⋅ 220225246 MLS

Perfectly positioned on a premier 0.58-acre homesite in Caldera Springs, this exceptional Curtis Homes residence offers breathtaking water feature views and unmatched combination of luxury & livability. Featuring 5 beds, 6 bathrooms, inviting gathering spaces, and seamless indoor/outdoor connectivity -every detail has been thoughtfully curated to elevate the living experience. Three suites on the main include a stone fireplace, two with access to a paver-patio overlooking the water. Upstairs includes an en-suite, spacious bonus room with wet bar, & custom bunk room featuring 2 queens & 2 twins. Retreat outdoors to a covered back patio with fire pit, hot tub & built-in BBQ, all set against beautiful common area and tranquil water feature. Wolf & Sub-Zero appliance package, vaulted ceilings, and designer-selected finishes throughout. Oversized 3-car garage w/ extended depth RV bay. Located near the new Forest House, this home offers effortless and luxurious resort-living!

18277 Lava Springs Lp Loop 504 Unit 504, Bend

Listing courtesy of Sunriver Realty.

$3,390,000

An exceptionally rare opportunity to own a custom estate in the highly coveted Westgate community, where resales are virtually unheard of. Set on a premier 2.5-acre homesite with breathtaking views of the Three Sisters and Cascade Mountains, this extraordinary home offers 3,105 sq. ft. on the main level plus a 677 sq. ft. bonus room. Soaring ceilings, walls of glass, and designer finishes create a light-filled, luxurious living experience. The 1,100+ sq. ft. owner's retreat features stunning mountain views, a spa-inspired bath with freestanding tub, oversized tile shower, dual walk-in closets, flex space, and private hot tub patio. Industrial farmhouse design, Thermador appliances, custom cabinetry, stone counters, walk-in pantry, and an oversized four-bay garage with a 10' door that accommodates a Sprinter van plus a dedicated gear bay complete this exceptional home.

3 Beds ⋅ 4 Baths ⋅ 220225288 MLS

An exceptionally rare opportunity to own a custom estate in the highly coveted Westgate community, where resales are virtually unheard of. Set on a premier 2.5-acre homesite with breathtaking views of the Three Sisters and Cascade Mountains, this extraordinary home offers 3,105 sq. ft. on the main level plus a 677 sq. ft. bonus room. Soaring ceilings, walls of glass, and designer finishes create a light-filled, luxurious living experience. The 1,100+ sq. ft. owner's retreat features stunning mountain views, a spa-inspired bath with freestanding tub, oversized tile shower, dual walk-in closets, flex space, and private hot tub patio. Industrial farmhouse design, Thermador appliances, custom cabinetry, stone counters, walk-in pantry, and an oversized four-bay garage with a 10' door that accommodates a Sprinter van plus a dedicated gear bay complete this exceptional home.

62313 McClain Drive, Bend

Listing courtesy of The Agency Bend.

$3,375,000

On the banks of the Wild & Scenic Rogue River, you will find a one of a kind destination - Galice Resort! The public boat ramp is a popular location with rafters from around the world enjoying this slice of Oregon, & Galice Resort makes for a great place to relax & recharge from a day on the river. The general store is stocked with gear, apparel, light snacks, & of course cold drinks! The entertainment & food court makes for lively summer nights for locals & travelers alike - enjoy live music all summer! Galice Resort features 10 lodging units starting with the one room Cabins, to the Galice Lodge as well as two homes ideal for manager/owner's quarters; nightly rates range from $159 to $699! The resort sits on just under 13 acres of land located 15 miles from Interstate 5 & 20 miles from downtown Grants Pass. This unique & special property is impeccably maintained & ready for new ownership - Come enjoy the wilderness and see what Galice Resort has to offer!

26 Beds ⋅ 23 Baths ⋅ 220202465 MLS

On the banks of the Wild & Scenic Rogue River, you will find a one of a kind destination - Galice Resort! The public boat ramp is a popular location with rafters from around the world enjoying this slice of Oregon, & Galice Resort makes for a great place to relax & recharge from a day on the river. The general store is stocked with gear, apparel, light snacks, & of course cold drinks! The entertainment & food court makes for lively summer nights for locals & travelers alike - enjoy live music all summer! Galice Resort features 10 lodging units starting with the one room Cabins, to the Galice Lodge as well as two homes ideal for manager/owner's quarters; nightly rates range from $159 to $699! The resort sits on just under 13 acres of land located 15 miles from Interstate 5 & 20 miles from downtown Grants Pass. This unique & special property is impeccably maintained & ready for new ownership - Come enjoy the wilderness and see what Galice Resort has to offer!

11744 Galice Road, Merlin

Listing courtesy of John L. Scott Medford.

$3,290,000

Award winning, mountain modern home that redefines luxury. This estate-scale residence offers clean lines, cantilevered decks and roof to maximize its expansive walls of glass creating a luminous living space. The architectural drama of timber and steel begins at the front entrance as you approach, crossing the bridge over live water, the 7' glass pivot door offers an uninterrupted view of the Sisters Mountain peaks that flows through the grand gathering room wall of windows. Dramatic 17' wall of stone with fireplace and hand crafted chandeliers. Sleek kitchen & butlers pantry with Wolf & Sub Zero appliances plus gorgeous wet bar w/drawer fridge, freezer & wine fridge. Luxurious primary suite with soaking tub, Dekton shower walls, heated floors plus 3 additional beautiful bedroom suites. The lower level includes a guest suite, sauna and game room with wet bar. Enjoy outdoor living on the expansive covered deck with recessed heat which is engineered to minimize obstructive supports.

4 Beds ⋅ 5 Baths ⋅ 220225668 MLS

Award winning, mountain modern home that redefines luxury. This estate-scale residence offers clean lines, cantilevered decks and roof to maximize its expansive walls of glass creating a luminous living space. The architectural drama of timber and steel begins at the front entrance as you approach, crossing the bridge over live water, the 7' glass pivot door offers an uninterrupted view of the Sisters Mountain peaks that flows through the grand gathering room wall of windows. Dramatic 17' wall of stone with fireplace and hand crafted chandeliers. Sleek kitchen & butlers pantry with Wolf & Sub Zero appliances plus gorgeous wet bar w/drawer fridge, freezer & wine fridge. Luxurious primary suite with soaking tub, Dekton shower walls, heated floors plus 3 additional beautiful bedroom suites. The lower level includes a guest suite, sauna and game room with wet bar. Enjoy outdoor living on the expansive covered deck with recessed heat which is engineered to minimize obstructive supports.

13503 SW Spirit Rock, Powell Butte

Listing courtesy of Cascade Hasson SIR.

$3,250,000

This timeless NW Lodge Style Residence backing to the 16th hole at Tetherow features stunning Cascade Views that greet you immediately upon entering, and are present in almost every room in the home. 4 Bedrooms, 4.5 Bathrooms, a dedicated Office and a 3 Car Garage highlight the floorplan. Great Room is grand in scale, featuring vaulted ceilings, an abundance of natural light and open concept connection to Kitchen and Dining Areas. Stunning, true Chef's Kitchen in Quality and Scale. Dining Room connects seamlessly to the Kitchen and Outdoor Entertainment area. Luxurious Primary Suite on Main Level, including a Large Walk in Closet that you must see to appreciate! Second Primary Suite also located on Main Level. Upstairs, two additional Bedrooms with their own Bathrooms, and a Bonus Area. Large and Oversized 3 Car Garage features a true one-of-a-kind Wine Cellar.

4 Beds ⋅ 5 Baths ⋅ 220219277 MLS

This timeless NW Lodge Style Residence backing to the 16th hole at Tetherow features stunning Cascade Views that greet you immediately upon entering, and are present in almost every room in the home. 4 Bedrooms, 4.5 Bathrooms, a dedicated Office and a 3 Car Garage highlight the floorplan. Great Room is grand in scale, featuring vaulted ceilings, an abundance of natural light and open concept connection to Kitchen and Dining Areas. Stunning, true Chef's Kitchen in Quality and Scale. Dining Room connects seamlessly to the Kitchen and Outdoor Entertainment area. Luxurious Primary Suite on Main Level, including a Large Walk in Closet that you must see to appreciate! Second Primary Suite also located on Main Level. Upstairs, two additional Bedrooms with their own Bathrooms, and a Bonus Area. Large and Oversized 3 Car Garage features a true one-of-a-kind Wine Cellar.

19345 Roswell Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$3,250,000

One of a kind, Old East Medford estate nestled on over 2 acres of lush, park-like grounds! An Old English country-style home, its charm timeless. In addition, a 2-car garage, an elegantly appointed 1 bed/1 bath guest house, a newly built pool w/automatic cover & pool house w/living area & full bath. A spacious 3+ car garage & workshop w/convenient alley access, complemented by a beautiful, gated entry & a newly paved circular driveway encircling the entire property. Built in 1910, the house has witnessed more than a century of changing seasons, preserving its timeless elegance & charm. Majestic trees w/wide canopies provide shade for picnics & games, while a charming orchard of apple & pear trees add seasonal beauty. The estate is truly a sanctuary, a perfect blend of history, nature & modern living. Great care was taken to honor the main residence's original character yet all the wiring, plumbing & mechanical systems have been completely replaced & new structural supports added.

4 Beds ⋅ 6 Baths ⋅ 220202198 MLS

One of a kind, Old East Medford estate nestled on over 2 acres of lush, park-like grounds! An Old English country-style home, its charm timeless. In addition, a 2-car garage, an elegantly appointed 1 bed/1 bath guest house, a newly built pool w/automatic cover & pool house w/living area & full bath. A spacious 3+ car garage & workshop w/convenient alley access, complemented by a beautiful, gated entry & a newly paved circular driveway encircling the entire property. Built in 1910, the house has witnessed more than a century of changing seasons, preserving its timeless elegance & charm. Majestic trees w/wide canopies provide shade for picnics & games, while a charming orchard of apple & pear trees add seasonal beauty. The estate is truly a sanctuary, a perfect blend of history, nature & modern living. Great care was taken to honor the main residence's original character yet all the wiring, plumbing & mechanical systems have been completely replaced & new structural supports added.

1503 E Main Street, Medford

Listing courtesy of John L. Scott Medford.

$3,225,000

Refined Northwest architecture and elevated Craftsman artistry define this exceptional North Rim home with privacy and Cascade Mountain views. Hickory floors, antiqued knotty alder cabinetry and doors, hand-forged ironwork, hand-troweled walls and four fireplaces create a warm, sophisticated interior. Artisan-crafted Hammerton lighting adds sculptural character, while a Wolf range, Sub-Zero refrigerator, dual furnaces, central vacuum and extensive storage support effortless living. Designed to accommodate a future elevator, the home also offers two elegant outdoor spaces, including one with a tranquil water feature and built-in gas fire pit. Beyond the stated square footage is 881 square feet of finished & heated space for flexible use, from a fitness room, storage, to a speakeasy. Set among native ponderosa pines and juniper, North Rim offers a gated setting with an owners' lodge, park, trails, and tennis and pickleball courts, minutes from Bend's dining and recreation.

4 Beds ⋅ 5 Baths ⋅ 220225232 MLS

Refined Northwest architecture and elevated Craftsman artistry define this exceptional North Rim home with privacy and Cascade Mountain views. Hickory floors, antiqued knotty alder cabinetry and doors, hand-forged ironwork, hand-troweled walls and four fireplaces create a warm, sophisticated interior. Artisan-crafted Hammerton lighting adds sculptural character, while a Wolf range, Sub-Zero refrigerator, dual furnaces, central vacuum and extensive storage support effortless living. Designed to accommodate a future elevator, the home also offers two elegant outdoor spaces, including one with a tranquil water feature and built-in gas fire pit. Beyond the stated square footage is 881 square feet of finished & heated space for flexible use, from a fitness room, storage, to a speakeasy. Set among native ponderosa pines and juniper, North Rim offers a gated setting with an owners' lodge, park, trails, and tennis and pickleball courts, minutes from Bend's dining and recreation.

3444 NW Greenleaf Way, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

$3,199,000

Perched on a ridge above your own private canyon with dramatic 360-degree views of the Cascades to the west and the Ochocos and Smith Rock to the east, this gated xeriscaped 19.02ac compound makes an exceptional primary residence or 2nd home. Located in the heart of Central Oregon's ''Golden Triangle'' between Bend Sisters and Redmond, the property features a 2071 sq ft custom built single-level smart home; 640 sq ft detached guest house; 720 sq ft separate shop with a heated finished family room; pickleball court; attached 1102 sq ft four-car pull-through RV garage; and a detached cedar storage shed. Enjoy more than 2000 sq ft of paver patios and decking, along with multiple outdoor living areas, including campsites with full RV hookups. Extensive infrastructure is already in place, complemented by unmatched recreational access, four different power sources, Firewise construction and very low monthly utility costs. This special property is truly a unique gem in the heart of C.O.

3 Beds ⋅ 4 Baths ⋅ 220227904 MLS

Perched on a ridge above your own private canyon with dramatic 360-degree views of the Cascades to the west and the Ochocos and Smith Rock to the east, this gated xeriscaped 19.02ac compound makes an exceptional primary residence or 2nd home. Located in the heart of Central Oregon's ''Golden Triangle'' between Bend Sisters and Redmond, the property features a 2071 sq ft custom built single-level smart home; 640 sq ft detached guest house; 720 sq ft separate shop with a heated finished family room; pickleball court; attached 1102 sq ft four-car pull-through RV garage; and a detached cedar storage shed. Enjoy more than 2000 sq ft of paver patios and decking, along with multiple outdoor living areas, including campsites with full RV hookups. Extensive infrastructure is already in place, complemented by unmatched recreational access, four different power sources, Firewise construction and very low monthly utility costs. This special property is truly a unique gem in the heart of C.O.

17771 Warrin Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$3,190,000

Ultimate private gated oasis in Central Oregon! Exceptional luxury estate offers a rare combination of sprawling acreage + premium equestrian/agricultural utility. Stunning, high-end home features unmatched living space configured w/multi-generational layout flexibility. Versatile workshop/studio also boasts a 7-car garage capacity + pull-through RV and boat storage. Chef's Kitchen: Premium stainless steel appliances, premium granite slabs, & gourmet amenities make the kitchen an epicurean dream. Primary Suite Sanctuary: private wing complete incl. Designer bathroom space + oversized walk-in closet. Exquisite Finishes: Accented by natural hardwood and tile flooring, grand executive office, & striking floor-to-ceiling rock fireplace. Oversized Dream Shop: detached pull-through shop area featuring a dedicated hobby room. Cascade Mtn views perfect for homesteading, growing, or livestock. Don't miss this DREAM property!

6 Beds ⋅ 6 Baths ⋅ 220223998 MLS

Ultimate private gated oasis in Central Oregon! Exceptional luxury estate offers a rare combination of sprawling acreage + premium equestrian/agricultural utility. Stunning, high-end home features unmatched living space configured w/multi-generational layout flexibility. Versatile workshop/studio also boasts a 7-car garage capacity + pull-through RV and boat storage. Chef's Kitchen: Premium stainless steel appliances, premium granite slabs, & gourmet amenities make the kitchen an epicurean dream. Primary Suite Sanctuary: private wing complete incl. Designer bathroom space + oversized walk-in closet. Exquisite Finishes: Accented by natural hardwood and tile flooring, grand executive office, & striking floor-to-ceiling rock fireplace. Oversized Dream Shop: detached pull-through shop area featuring a dedicated hobby room. Cascade Mtn views perfect for homesteading, growing, or livestock. Don't miss this DREAM property!

21455 SW Young Avenue, Bend

Listing courtesy of Jeff Larkin Realty.