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Tucked along a private lane between Bend and Sisters, this exceptional 9.47-acre property captures sweeping territorial views and the charm of a timeless custom home built in 1990. Inside, soaring cedar tongue-and-groove ceilings with striking rough-hewn beams create a warm, inviting atmosphere, while wood-wrapped windows beautifully frame the surrounding landscape. Fresh interior paint throughout enhances the home's light, bright, and move-in-ready appeal. Ideal for those who desire peaceful country living without extensive upkeep, the property offers established gardens, space for chickens, and endless potential to bring your vision to life. A strong-producing well supplies domestic water and is approved for irrigation use. The thoughtfully designed floor plan features a main-level primary suite for added convenience. Upstairs, two additional bedrooms, a full bath, and a flexible bonus space provide options for a home office, den, or fitness area.

4 Beds ⋅ 4 Baths ⋅ 220211137 MLS

Tucked along a private lane between Bend and Sisters, this exceptional 9.47-acre property captures sweeping territorial views and the charm of a timeless custom home built in 1990. Inside, soaring cedar tongue-and-groove ceilings with striking rough-hewn beams create a warm, inviting atmosphere, while wood-wrapped windows beautifully frame the surrounding landscape. Fresh interior paint throughout enhances the home's light, bright, and move-in-ready appeal. Ideal for those who desire peaceful country living without extensive upkeep, the property offers established gardens, space for chickens, and endless potential to bring your vision to life. A strong-producing well supplies domestic water and is approved for irrigation use. The thoughtfully designed floor plan features a main-level primary suite for added convenience. Upstairs, two additional bedrooms, a full bath, and a flexible bonus space provide options for a home office, den, or fitness area.

66001 Waldron Trail, Bend

Listing courtesy of Cascade Hasson SIR.

18575 SW Century Drive # 1233/1234 Unit # 1233/1234, Bend

$297,750

Fall may be Central Oregon's best season: crisp mornings, fresh mountain air, quieter trails, and plenty of reasons to get outside. Your getaway is ready, so bring your favorite food and start enjoying it! This beautifully updated top-floor condo combines Units #1233 and #1234, offering 1 bedroom, 2 full baths, and sleeping for six. Turn-key and fully furnished with high-end furnishings, linens, and complete kitchenware, it features modern finishes and a private deck overlooking the forest. Flexible lockout capability allows short-term rental of one or both sides. Enjoy heated pools, hot tubs, tennis, pickleball, scenic trails, and year-round resort amenities just minutes from Mt. Bachelor and the Deschutes River. HOA dues include utilities, internet, exterior maintenance, landscaping, and full resort access. Come for fall, stay for the lifestyle, and enjoy income potential when you're away. Call your favorite Realtor for a Facetime or guided tour today!

1 Beds ⋅ 2 Baths ⋅ 220211226 MLS

Fall may be Central Oregon's best season: crisp mornings, fresh mountain air, quieter trails, and plenty of reasons to get outside. Your getaway is ready, so bring your favorite food and start enjoying it! This beautifully updated top-floor condo combines Units #1233 and #1234, offering 1 bedroom, 2 full baths, and sleeping for six. Turn-key and fully furnished with high-end furnishings, linens, and complete kitchenware, it features modern finishes and a private deck overlooking the forest. Flexible lockout capability allows short-term rental of one or both sides. Enjoy heated pools, hot tubs, tennis, pickleball, scenic trails, and year-round resort amenities just minutes from Mt. Bachelor and the Deschutes River. HOA dues include utilities, internet, exterior maintenance, landscaping, and full resort access. Come for fall, stay for the lifestyle, and enjoy income potential when you're away. Call your favorite Realtor for a Facetime or guided tour today!

18575 SW Century Drive # 1233/1234 Unit # 1233/1234, Bend

Listing courtesy of Cascade Views Realty, LLC.

$2,300,000

This picturesque 39-acre farm offers a rare blend of income potential and peaceful country living. With 36 irrigated acres, including 31 acres of premium horse hay yielding 80-100 tons annually, the property is well established for agricultural success and supported by long-standing water rights and a canal running along the northern boundary. The main home features floor to ceiling windows framing sweeping views and a primary suite on the main level. Lovingly maintained grounds include gardens, fruit trees, and tranquil ponds that reflect the surrounding beauty. Equestrian facilities are exceptional with a 100x80 barn, stalls, tack rooms, office, paddocks, wash stations, and round pen. An established horse hotel and income-producing Airbnb add opportunity, while a spacious workshop, RV hookups, and irrigated pastures complete this offering. A rare chance to enjoy both beauty and business in one extraordinary estate.

4 Beds ⋅ 3 Baths ⋅ 220210435 MLS

This picturesque 39-acre farm offers a rare blend of income potential and peaceful country living. With 36 irrigated acres, including 31 acres of premium horse hay yielding 80-100 tons annually, the property is well established for agricultural success and supported by long-standing water rights and a canal running along the northern boundary. The main home features floor to ceiling windows framing sweeping views and a primary suite on the main level. Lovingly maintained grounds include gardens, fruit trees, and tranquil ponds that reflect the surrounding beauty. Equestrian facilities are exceptional with a 100x80 barn, stalls, tack rooms, office, paddocks, wash stations, and round pen. An established horse hotel and income-producing Airbnb add opportunity, while a spacious workshop, RV hookups, and irrigated pastures complete this offering. A rare chance to enjoy both beauty and business in one extraordinary estate.

61416 Cougar Trail, Bend

Listing courtesy of Cascade Hasson SIR.

$2,300,000

This picturesque 39-acre farm offers a rare blend of income potential and peaceful country living. With 36 irrigated acres, including 31 acres of premium horse hay yielding 80-100 tons annually, the property is well established for agricultural success and supported by long-standing water rights and a canal running along the northern boundary. The main home features floor to ceiling windows framing sweeping views and a primary suite on the main level. Lovingly maintained grounds include gardens, fruit trees, and tranquil ponds that reflect the surrounding beauty. Equestrian facilities are exceptional with a 100x80 barn, stalls, tack rooms, office, paddocks, wash stations, and round pen. An established horse hotel and income-producing Airbnb add opportunity, while a spacious workshop, RV hookups, and irrigated pastures complete this offering. A rare chance to enjoy both beauty and business in one extraordinary estate.

4 Beds ⋅ 3 Baths ⋅ 220210434 MLS

This picturesque 39-acre farm offers a rare blend of income potential and peaceful country living. With 36 irrigated acres, including 31 acres of premium horse hay yielding 80-100 tons annually, the property is well established for agricultural success and supported by long-standing water rights and a canal running along the northern boundary. The main home features floor to ceiling windows framing sweeping views and a primary suite on the main level. Lovingly maintained grounds include gardens, fruit trees, and tranquil ponds that reflect the surrounding beauty. Equestrian facilities are exceptional with a 100x80 barn, stalls, tack rooms, office, paddocks, wash stations, and round pen. An established horse hotel and income-producing Airbnb add opportunity, while a spacious workshop, RV hookups, and irrigated pastures complete this offering. A rare chance to enjoy both beauty and business in one extraordinary estate.

61416 Cougar Trail, Bend

Listing courtesy of Cascade Hasson SIR.

18575 SW Century Drive 1537B / 682 Unit 1537B / 682, Bend

$19,000

Own your own piece of Central Oregon's premier resort lifestyle with this 1/6 deeded share of a fully furnished 1 bedroom, 1 bath condo at the Inn of the Seventh Mountain. Your share provides 8 rotating weeks per year to enjoy everything Bend has to offer. This light-filled condo sleeps four comfortably, featuring a king-sized primary bedroom and a spacious living area with a fireplace, pull-out sofa, and private balcony overlooking serene trees and ridge views. As Bend's closest lodging to Mt. Bachelor Ski Resort, you'll have unmatched access to year-round recreation. Resort amenities include: Multiple pools & hot tubs, Fitness center, Ice skating rink, Pickleball & tennis courts, Mini golf & playgrounds, On-site restaurant and more!

1 Beds ⋅ 1 Baths ⋅ 220208607 MLS

Own your own piece of Central Oregon's premier resort lifestyle with this 1/6 deeded share of a fully furnished 1 bedroom, 1 bath condo at the Inn of the Seventh Mountain. Your share provides 8 rotating weeks per year to enjoy everything Bend has to offer. This light-filled condo sleeps four comfortably, featuring a king-sized primary bedroom and a spacious living area with a fireplace, pull-out sofa, and private balcony overlooking serene trees and ridge views. As Bend's closest lodging to Mt. Bachelor Ski Resort, you'll have unmatched access to year-round recreation. Resort amenities include: Multiple pools & hot tubs, Fitness center, Ice skating rink, Pickleball & tennis courts, Mini golf & playgrounds, On-site restaurant and more!

18575 SW Century Drive 1537B / 682 Unit 1537B / 682, Bend

Listing courtesy of RE/MAX Key Properties.

$11,900,000

This +/- 118 acre property located less than 20 minutes north of Bend, Oregon straddles the rugged Deschutes River canyon for over a half mile. The house is perched on the edge of the river canyon in a prime location to capture river, forest, and unobstructed canyon and cascade mountain views from Mt Bachelor to Mt Jefferson. Built in 1973, the house serves as a place holder for this spectacular homesite as current restrictions would not allow construction perched on the rim today. The song of small rapids below adds to the ambiance. On the north end of the property the sheer canyon walls open, providing access to the river for swimming, fishing, floating or just chilling by the water. Ownership of both sides of the canyon protects the breathtaking view from external encroachment. Redmond Airport is only 18 minutes away. The property may qualify for a land partition and CUP(s) for additional dwellings. Buyer to do all due diligence with Deschutes County and other land use agencies.

3 Beds ⋅ 3 Baths ⋅ 220207865 MLS

This +/- 118 acre property located less than 20 minutes north of Bend, Oregon straddles the rugged Deschutes River canyon for over a half mile. The house is perched on the edge of the river canyon in a prime location to capture river, forest, and unobstructed canyon and cascade mountain views from Mt Bachelor to Mt Jefferson. Built in 1973, the house serves as a place holder for this spectacular homesite as current restrictions would not allow construction perched on the rim today. The song of small rapids below adds to the ambiance. On the north end of the property the sheer canyon walls open, providing access to the river for swimming, fishing, floating or just chilling by the water. Ownership of both sides of the canyon protects the breathtaking view from external encroachment. Redmond Airport is only 18 minutes away. The property may qualify for a land partition and CUP(s) for additional dwellings. Buyer to do all due diligence with Deschutes County and other land use agencies.

65255 Swalley Road, Bend

Listing courtesy of Land and Wildlife LLC.

$475,000

This hard to find small acreage property is located in SE Bend near Caldera High School. This 3.4 acre homesite is mostly flat and has peek a boo Cascade Mountain View's from the top of a beautiful rock outcropping. The manufactured home features 4 bedrooms and 2 baths with a large semi enclosed garage and a huge enclosed storage in back. There is RV Parking including an RV Hookup and RV Dump station. There's plenty of room for all your toys.

4 Beds ⋅ 2 Baths ⋅ 220205728 MLS

This hard to find small acreage property is located in SE Bend near Caldera High School. This 3.4 acre homesite is mostly flat and has peek a boo Cascade Mountain View's from the top of a beautiful rock outcropping. The manufactured home features 4 bedrooms and 2 baths with a large semi enclosed garage and a huge enclosed storage in back. There is RV Parking including an RV Hookup and RV Dump station. There's plenty of room for all your toys.

21710 McGilvray Road, Bend

Listing courtesy of eXp Realty, LLC.

$2,750,000

Minutes from town and miles from ordinary, Horse Butte Farms is a Legacy opportunity in the heart of Bend. Currently operating as a full-service boarding & training facility. 62-acres on (4) tax parcels, includes approved CUP for 2nd home-building site. 108x210 jumping arena, 60x168 arena, 100x200 outdoor sand arena, a remodeled 1940's farmhouse, guest yurt, 6-pad 50-amp powered trailer sites and more. $550k+ annual revenue through a variety of established income streams. Fit for an owner-operator, high-end training operation and other dream visions. Soak-in the panoramic views from Pine Mountain sunrises to Cascade Range sunsets. Impeccably maintained and improved for ease of equine operations. (36) stalls, nine with runs, 22k feet of fencing; crossed-fenced pastures & paddocks w/ run-in shelters, automated horse waterers (inside and out) & composting operation. 33-acres irrigation rights uses the easy K-line system. Trail-ride directly to BLM. Serenity and star-filled skies awaits!

2 Beds ⋅ 3 Baths ⋅ 220204831 MLS

Minutes from town and miles from ordinary, Horse Butte Farms is a Legacy opportunity in the heart of Bend. Currently operating as a full-service boarding & training facility. 62-acres on (4) tax parcels, includes approved CUP for 2nd home-building site. 108x210 jumping arena, 60x168 arena, 100x200 outdoor sand arena, a remodeled 1940's farmhouse, guest yurt, 6-pad 50-amp powered trailer sites and more. $550k+ annual revenue through a variety of established income streams. Fit for an owner-operator, high-end training operation and other dream visions. Soak-in the panoramic views from Pine Mountain sunrises to Cascade Range sunsets. Impeccably maintained and improved for ease of equine operations. (36) stalls, nine with runs, 22k feet of fencing; crossed-fenced pastures & paddocks w/ run-in shelters, automated horse waterers (inside and out) & composting operation. 33-acres irrigation rights uses the easy K-line system. Trail-ride directly to BLM. Serenity and star-filled skies awaits!

60360 Horse Butte Road, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

$7,900,000

An architectural masterpiece in Bend's coveted Golden Triangle. Set on 9.77 private acres behind custom gates, this Northwest style estate by Norman Building & Design offers sweeping Cascade Mountain views. Walls of glass frame the high desert, anchored by a grand stone fireplace & massive beams. Chef's kitchen w/ slab granite & sculptural hood opens to dining & copper-topped wine bar. Steps lead down to a wine cellar & tasting room. Main-level primary suite w/new gas fireplace, spa bath & panoramic mountain views. Dramatic breezeway connects to a 2,095 SF guest house. Enclosed parking between both garages for 11 cars or 9+2 RVs. Expansive patios, fire pit, water feature & salt water hot tub under the stars. Well appointed main-level office with Mtn. views, exquisite wood finishes & timeless craftsmanship define this legacy estate--secluded yet minutes to downtown Bend. Only 25 min. Redmond Airport, Near golf, Mt Bachelor, equestrian estates & world class recreation.

7 Beds ⋅ 9 Baths ⋅ 220204494 MLS

An architectural masterpiece in Bend's coveted Golden Triangle. Set on 9.77 private acres behind custom gates, this Northwest style estate by Norman Building & Design offers sweeping Cascade Mountain views. Walls of glass frame the high desert, anchored by a grand stone fireplace & massive beams. Chef's kitchen w/ slab granite & sculptural hood opens to dining & copper-topped wine bar. Steps lead down to a wine cellar & tasting room. Main-level primary suite w/new gas fireplace, spa bath & panoramic mountain views. Dramatic breezeway connects to a 2,095 SF guest house. Enclosed parking between both garages for 11 cars or 9+2 RVs. Expansive patios, fire pit, water feature & salt water hot tub under the stars. Well appointed main-level office with Mtn. views, exquisite wood finishes & timeless craftsmanship define this legacy estate--secluded yet minutes to downtown Bend. Only 25 min. Redmond Airport, Near golf, Mt Bachelor, equestrian estates & world class recreation.

65930 Mariposa Lane, Bend

Listing courtesy of Camerelle Real Estate LLC.

$1,495,000

The value is in the land and location . Build your dream ranch here adjacent to 29,301 acres Badlands Wilderness. Beautiful snow capped mountain views from your new home building site. The current home has recent upgrades and is livable while you build. The huge garage has an upstairs unfinished living quarters. Included are 60.5 acres water rights, an 8 tower center pivot and 35 section wheel line plus handline for solid set sprinklers to water pivot corners and all the pastures. Excellent deep domestic well. lots of wildlife including deer and elk and game birds. Only 15 minutes from town. Broker owned.

2 Beds ⋅ 2 Baths ⋅ 220204102 MLS

The value is in the land and location . Build your dream ranch here adjacent to 29,301 acres Badlands Wilderness. Beautiful snow capped mountain views from your new home building site. The current home has recent upgrades and is livable while you build. The huge garage has an upstairs unfinished living quarters. Included are 60.5 acres water rights, an 8 tower center pivot and 35 section wheel line plus handline for solid set sprinklers to water pivot corners and all the pastures. Excellent deep domestic well. lots of wildlife including deer and elk and game birds. Only 15 minutes from town. Broker owned.

61160 Obernolte Road, Bend

Listing courtesy of First Oregon Properties LLC.

$1,999,000

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.

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.

$1,124,900

This custom mountain home is an outdoor paradise. The original structure features beautifully hand-scribed, notched, and hand-hewn logs. Room for 5 cars, RV parking and toys. Trex decking, a water feature, horse corral, and barn. The attached addition includes another great room, space for pool table, 2 bds, office, full bath, private entrance w/ outdoor stairwell, and locked access to the main home, ideal for inlaws or as a rental. A large deck offers backyard views. The main home boasts an open floor plan and vaulted ceilings. The main-level master suite offers a soaking tub, heated floors, dual sinks, tiled shower, and walk-in closet. Upstairs is a bonus loft and a private guest bed/bath. The kitchen has a large island and opens to the great room. The laundry room has an indoor animal wash station. Deschutes NF is out front; back road to Mt. Bachelor makes it 20 min away, with golf, fly fishing, mtn biking, Sunriver dining nearby. Adjacent parcel also for sale.

4 Beds ⋅ 4 Baths ⋅ 220185126 MLS

This custom mountain home is an outdoor paradise. The original structure features beautifully hand-scribed, notched, and hand-hewn logs. Room for 5 cars, RV parking and toys. Trex decking, a water feature, horse corral, and barn. The attached addition includes another great room, space for pool table, 2 bds, office, full bath, private entrance w/ outdoor stairwell, and locked access to the main home, ideal for inlaws or as a rental. A large deck offers backyard views. The main home boasts an open floor plan and vaulted ceilings. The main-level master suite offers a soaking tub, heated floors, dual sinks, tiled shower, and walk-in closet. Upstairs is a bonus loft and a private guest bed/bath. The kitchen has a large island and opens to the great room. The laundry room has an indoor animal wash station. Deschutes NF is out front; back road to Mt. Bachelor makes it 20 min away, with golf, fly fishing, mtn biking, Sunriver dining nearby. Adjacent parcel also for sale.

16864 Covina Road, Bend

Listing courtesy of Cascade Hasson SIR.

18575 SW Century Drive 1721 Unit 1721, Bend

$14,900

If your looking for a place with low maintenance to get away, unwind and relax this 1/6 Deeded Fractional Share ownership with 8 weeks per year in 1 Bed, 2 bath condo is the place. Completely furnished end of the building unit on the second floor in building 17 with access to all the resort amenities. Pools, skating rink & golf course. Unit sleeps 4 with 1 bedroom and hide-a-bed in the living room. 40 year fractional rotational share calendar is in effect through 2040. This share uses ''A'' on the share Calendar. Seller is offering a $1500 credit at closing towards HOA.

1 Beds ⋅ 2 Baths ⋅ 220176251 MLS

If your looking for a place with low maintenance to get away, unwind and relax this 1/6 Deeded Fractional Share ownership with 8 weeks per year in 1 Bed, 2 bath condo is the place. Completely furnished end of the building unit on the second floor in building 17 with access to all the resort amenities. Pools, skating rink & golf course. Unit sleeps 4 with 1 bedroom and hide-a-bed in the living room. 40 year fractional rotational share calendar is in effect through 2040. This share uses ''A'' on the share Calendar. Seller is offering a $1500 credit at closing towards HOA.

18575 SW Century Drive 1721 Unit 1721, Bend

Listing courtesy of La Pine Realty.

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