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Set above downtown Tumalo on just over 7 acres, this legacy estate in Winston Ranch is the kind of property that rarely comes available. Mornings open to 180-degree Cascade Mountain views, afternoons unfold by the pool, and evenings settle into a private movie theater or the one-of-a-kind office and den wrapped in spectacular woodwork. Freshly updated throughout with new interior and exterior paint, hardwood flooring, new carpet, updated fixtures, and a reworked primary ensuite, the home feels both timeless and ready. The ground-level primary suite frames an incredible mountain view with a large walk-in closet, picture-perfect tub, and dual vanities, while cherry cabinetry and an open-concept kitchen and living space anchor everyday life. A finished shop with bathroom and workspace and a 44' RV bay deliver rare flexibility. HOA-managed underground irrigation, a 1-mile private loop, and an underground dog fence make country living effortless. Call for a private tour.

5 Beds ⋅ 4 Baths ⋅ 220222189 MLS

Set above downtown Tumalo on just over 7 acres, this legacy estate in Winston Ranch is the kind of property that rarely comes available. Mornings open to 180-degree Cascade Mountain views, afternoons unfold by the pool, and evenings settle into a private movie theater or the one-of-a-kind office and den wrapped in spectacular woodwork. Freshly updated throughout with new interior and exterior paint, hardwood flooring, new carpet, updated fixtures, and a reworked primary ensuite, the home feels both timeless and ready. The ground-level primary suite frames an incredible mountain view with a large walk-in closet, picture-perfect tub, and dual vanities, while cherry cabinetry and an open-concept kitchen and living space anchor everyday life. A finished shop with bathroom and workspace and a 44' RV bay deliver rare flexibility. HOA-managed underground irrigation, a 1-mile private loop, and an underground dog fence make country living effortless. Call for a private tour.

20180 Winston Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$1,350,000

Beautiful country estate on 9.52 acres in desirable Northeast Bend with 2.5 acres of irrigation. Built in 2016, this 2184 sq ft farmhouse offers 4 bedrooms, 2.5 bathrooms, and a welcoming wrap around deck, with the primary suite conveniently located on the main level. The impressive 4,300 sq ft shop is a standout feature, complete with a huge bridge crane for easily moving heavy items. Additional amenities include a charming art studio, a separate office with ADU potential, irrigation pond, RV hookup and various storage sheds. With easy access to Highways 20 & 97, this property offers the perfect blend of country living, convenience, and functionality. A wonderful family property with room for animals, hobbies, equipment storage, and wide-open Central Oregon living.

4 Beds ⋅ 3 Baths ⋅ 220220862 MLS

Beautiful country estate on 9.52 acres in desirable Northeast Bend with 2.5 acres of irrigation. Built in 2016, this 2184 sq ft farmhouse offers 4 bedrooms, 2.5 bathrooms, and a welcoming wrap around deck, with the primary suite conveniently located on the main level. The impressive 4,300 sq ft shop is a standout feature, complete with a huge bridge crane for easily moving heavy items. Additional amenities include a charming art studio, a separate office with ADU potential, irrigation pond, RV hookup and various storage sheds. With easy access to Highways 20 & 97, this property offers the perfect blend of country living, convenience, and functionality. A wonderful family property with room for animals, hobbies, equipment storage, and wide-open Central Oregon living.

63639 Gentry Loop, Bend

Listing courtesy of Ninebark Real Estate.

$425,000

Rare opportunity to own 5.81 acres in Southeast Bend, just minutes from schools, shopping, and the city's rapidly growing east side. Tucked in a desirable rural setting, this horse property offers the perfect balance of privacy, space, and convenience. Large acreage parcels this close to Bend are becoming increasingly hard to find, making this an exceptional opportunity to build or invest for the future. Enjoy the peaceful country with room to roam while staying connected to all Bend has to offer.

220222046 MLS

Rare opportunity to own 5.81 acres in Southeast Bend, just minutes from schools, shopping, and the city's rapidly growing east side. Tucked in a desirable rural setting, this horse property offers the perfect balance of privacy, space, and convenience. Large acreage parcels this close to Bend are becoming increasingly hard to find, making this an exceptional opportunity to build or invest for the future. Enjoy the peaceful country with room to roam while staying connected to all Bend has to offer.

60570 Billadeau Road, Bend

Listing courtesy of Stellar Realty Northwest.

$2,100,000

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!

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.

$1,550,000

Sweeping Cascade Mountain views define the setting for this single-level custom home on 4.53 private, fully fenced acres with 3 acres of irrigation rights, minutes from Downtown Bend. Fully remodeled interiors showcase vaulted ceilings, Acacia wood floors, quartz surfaces, a mahogany grand entry, and a dramatic floor-to-ceiling Montana stone fireplace. The expanded primary suite features a light-filled sunroom wrapped in walls of glass, creating an elegant home office, sitting room, or private retreat. Recent enhancements include updated electrical, smart home systems, garage workshop, refined landscaping, metal cross fencing, and new designer primary closet. Designed for luxury acreage living, the property offers a fenced orchard, pond, room for horses, RV parking with hookups, a north electronic gate, four-car garage with climate-controlled gym, and a 1,440 SF shop with 13' doors on its own electric panel. A rare Bend acreage where refined living, privacy, and versatility converge.

4 Beds ⋅ 3 Baths ⋅ 220221453 MLS

Sweeping Cascade Mountain views define the setting for this single-level custom home on 4.53 private, fully fenced acres with 3 acres of irrigation rights, minutes from Downtown Bend. Fully remodeled interiors showcase vaulted ceilings, Acacia wood floors, quartz surfaces, a mahogany grand entry, and a dramatic floor-to-ceiling Montana stone fireplace. The expanded primary suite features a light-filled sunroom wrapped in walls of glass, creating an elegant home office, sitting room, or private retreat. Recent enhancements include updated electrical, smart home systems, garage workshop, refined landscaping, metal cross fencing, and new designer primary closet. Designed for luxury acreage living, the property offers a fenced orchard, pond, room for horses, RV parking with hookups, a north electronic gate, four-car garage with climate-controlled gym, and a 1,440 SF shop with 13' doors on its own electric panel. A rare Bend acreage where refined living, privacy, and versatility converge.

61885 Ward Road, Bend

Listing courtesy of Cascade Hasson SIR.

$550,000

Great piece of property in Deschutes County, super close to BLM. Irrigation rights for almost 17 acres. Central Oregon Irrigation. Check with county for uses on EFUAL. The path to a conditional use permit has been started. Soil Testing Done by local soil scientist. Possible owner carry.

220221698 MLS

Great piece of property in Deschutes County, super close to BLM. Irrigation rights for almost 17 acres. Central Oregon Irrigation. Check with county for uses on EFUAL. The path to a conditional use permit has been started. Soil Testing Done by local soil scientist. Possible owner carry.

23755 Dodds Road, Bend

Listing courtesy of The Group Real Estate.

$350,000

Well located Central Oregon property. Just south of Bend off Hwy 20. Irrigation for 3+ acres. Zoned EFUAL Deschutes county. Had a home on at one time and buyer due diligence for build-ability. Seller was told at one time that it was possible. Seller has received results of poor soils test and Conditional Use Permit is now possible!!! Possible owner carry.

220221652 MLS

Well located Central Oregon property. Just south of Bend off Hwy 20. Irrigation for 3+ acres. Zoned EFUAL Deschutes county. Had a home on at one time and buyer due diligence for build-ability. Seller was told at one time that it was possible. Seller has received results of poor soils test and Conditional Use Permit is now possible!!! Possible owner carry.

23669 Dodds Road, Bend

Listing courtesy of The Group Real Estate.

$2,350,000

This 18.95 acre Luxury Estate sits in a park like setting with trees, sparkling pond and panoramic mountain views! Offering options for the lifestyle you desire - wellness pavilion, car collection, home business, equestrian, yoga, gym or artist studio! Great Room features dual flanking fireplaces, wood beams, Brazilian cherry floors and bar area for entertaining. Executive Chef's kitchen features slab granite and large picture window and flows into an elegant dining room with climate controlled wine room. Second floor Primary Suite is a private sanctuary w/sitting room, fireplace & covered balcony that showcases the cinematic landscape. Main floor Guest Suite includes a bedroom, bath and Bonus room. Two guest rooms and two office/flex spaces w/private entrances perfect for multigenerational living or work from home. Outbuildings include a 5 bay RV/shop, detached 2 car garage and kennel.

4 Beds ⋅ 6 Baths ⋅ 220221476 MLS

This 18.95 acre Luxury Estate sits in a park like setting with trees, sparkling pond and panoramic mountain views! Offering options for the lifestyle you desire - wellness pavilion, car collection, home business, equestrian, yoga, gym or artist studio! Great Room features dual flanking fireplaces, wood beams, Brazilian cherry floors and bar area for entertaining. Executive Chef's kitchen features slab granite and large picture window and flows into an elegant dining room with climate controlled wine room. Second floor Primary Suite is a private sanctuary w/sitting room, fireplace & covered balcony that showcases the cinematic landscape. Main floor Guest Suite includes a bedroom, bath and Bonus room. Two guest rooms and two office/flex spaces w/private entrances perfect for multigenerational living or work from home. Outbuildings include a 5 bay RV/shop, detached 2 car garage and kennel.

21725 Rickard Road, Bend

Listing courtesy of Cascade Hasson SIR.

61590 Gribbling Road Lot 2 Unit Lot 2, Bend

$399,000

Lot 2 is a Private and serene 10-acre parcel just minutes from Bend. This exceptional property offers paved road access to driveway, mature old-growth junipers, and both a small irrigation canal and the main COID canal. Multiple potential building envelopes provide flexibility, with current sites thoughtfully positioned to maximize privacy. Enjoy glimpses of the Cascade Mountains that enhance the setting. Located on a quiet road surrounded by high-end homes, this is a truly unique opportunity. A second adjacent 10-acre parcel--also buildable--is available for purchase, offering added potential for expansion or investment.

220221463 MLS

Lot 2 is a Private and serene 10-acre parcel just minutes from Bend. This exceptional property offers paved road access to driveway, mature old-growth junipers, and both a small irrigation canal and the main COID canal. Multiple potential building envelopes provide flexibility, with current sites thoughtfully positioned to maximize privacy. Enjoy glimpses of the Cascade Mountains that enhance the setting. Located on a quiet road surrounded by high-end homes, this is a truly unique opportunity. A second adjacent 10-acre parcel--also buildable--is available for purchase, offering added potential for expansion or investment.

61590 Gribbling Road Lot 2 Unit Lot 2, Bend

Listing courtesy of Berkshire Hathaway HomeService.

$1,299,000

This house comes with a REDUCED RATE as low as 6.5% (APR 7.037%) as of 10/07/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer's interest rate and monthly payment. Terms apply, see disclosures for more information. Experience the beauty of Central Oregon living on this picturesque 10-acre property featuring a completely remodeled, turnkey single-level home with sweeping panoramic views of the Cascade Mountains. Designed for comfort and lifestyle, this exceptional acreage offers unforgettable sunsets, lush landscaping, mature fruit trees, established gardens, and irrigation water ideal for hobby farming, animals, or sustainable living. The property is fenced for critters and provides the perfect blend of privacy, functionality, and natural beauty. A spacious barn with flex space above creates more room for guests, a home office, art studio, or creative retreat.

3 Beds ⋅ 2 Baths ⋅ 220220970 MLS

This house comes with a REDUCED RATE as low as 6.5% (APR 7.037%) as of 10/07/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer's interest rate and monthly payment. Terms apply, see disclosures for more information. Experience the beauty of Central Oregon living on this picturesque 10-acre property featuring a completely remodeled, turnkey single-level home with sweeping panoramic views of the Cascade Mountains. Designed for comfort and lifestyle, this exceptional acreage offers unforgettable sunsets, lush landscaping, mature fruit trees, established gardens, and irrigation water ideal for hobby farming, animals, or sustainable living. The property is fenced for critters and provides the perfect blend of privacy, functionality, and natural beauty. A spacious barn with flex space above creates more room for guests, a home office, art studio, or creative retreat.

21837 Repine Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$1,297,000

Mediterranean-inspired estate at the end of a quiet lane on two private acres, just minutes from downtown Bend. Surrounded by EFU land and a tranquil canal, this exceptional setting offers privacy, abundant wildlife, sweeping Cascade Mountain sunsets and Ochoco Mountain sunrises. A seasonal 20-foot waterfall, lush lawns, secluded patio and hot tub create a true high-desert retreat. Inside, formal living and dining flow into a well-appointed kitchen with dual dishwashers and passthrough windows. Spacious upstairs bedrooms include a primary suite with private balcony, heated floors and jetted soaking tub. Flexible living includes a guest suite with private entrance, bath and kitchenette, plus family room with pool table and loft with wood stove. Large pull-through Shop with 14-foot door accommodates RV, boat and all your Central Oregon gear. Close to trails, hospital, new library, schools, shopping, restaurants and downtown.

3 Beds ⋅ 5 Baths ⋅ 220220976 MLS

Mediterranean-inspired estate at the end of a quiet lane on two private acres, just minutes from downtown Bend. Surrounded by EFU land and a tranquil canal, this exceptional setting offers privacy, abundant wildlife, sweeping Cascade Mountain sunsets and Ochoco Mountain sunrises. A seasonal 20-foot waterfall, lush lawns, secluded patio and hot tub create a true high-desert retreat. Inside, formal living and dining flow into a well-appointed kitchen with dual dishwashers and passthrough windows. Spacious upstairs bedrooms include a primary suite with private balcony, heated floors and jetted soaking tub. Flexible living includes a guest suite with private entrance, bath and kitchenette, plus family room with pool table and loft with wood stove. Large pull-through Shop with 14-foot door accommodates RV, boat and all your Central Oregon gear. Close to trails, hospital, new library, schools, shopping, restaurants and downtown.

21283 Dove Lane, Bend

Listing courtesy of RE/MAX Key Properties.

$459,000

There's a stretch of Central Oregon between Sisters and Bend where the pines fade into juniper under wide open high desert sky. The mountains pop through the trees, and from a second story, the views stretch from Broken Top to Mount Jefferson. These 4.77 acres sit right in the middle of it, ten minutes from Sisters and twenty from Bend. It's a hard location to beat as a home base for everything Central Oregon has to offer. The land is mostly level with a gentle east-to-west slope that makes building straightforward. Septic test pits have been dug, power lines run along the western edge, and with MUA-10 zoning you can skip the conditional use permit process and move straight into building a home. For someone who wants acreage, a view corridor, and room to build something that fits the landscape rather than fights it, this one's worth a closer look.

220220928 MLS

There's a stretch of Central Oregon between Sisters and Bend where the pines fade into juniper under wide open high desert sky. The mountains pop through the trees, and from a second story, the views stretch from Broken Top to Mount Jefferson. These 4.77 acres sit right in the middle of it, ten minutes from Sisters and twenty from Bend. It's a hard location to beat as a home base for everything Central Oregon has to offer. The land is mostly level with a gentle east-to-west slope that makes building straightforward. Septic test pits have been dug, power lines run along the western edge, and with MUA-10 zoning you can skip the conditional use permit process and move straight into building a home. For someone who wants acreage, a view corridor, and room to build something that fits the landscape rather than fights it, this one's worth a closer look.

67372 Harrington Loop Road, Bend

Listing courtesy of Ponderosa Properties.

$1,300,000

Set on a canal flowing directly into the Deschutes River, this one-of-a-kind property offers solitude, river access, and breathtaking Mt. Bachelor views across pristine wetlands, visible from nearly every room. Drop in a kayak and you're on the river in minutes. Wildlife abounds, and evenings by the firepit offer stargazing under a dark sky. A cast stone woodburning fireplace anchors the light-filled living room, which pairs hardwood floors with double-height ceilings and access to a heated Trex deck. In the kitchen, heated floors complement a Monogram range and butler's pantry. The primary suite includes deck access, heated bathroom floors, soaking tub, in-suite laundry, walk-in closet, and adjoining home office. Upstairs are 3 bedrooms - 2 en suite - and a generous bonus room with window seats. A daylight basement adds a workshop, wine cellar, garage door for toys, and lower patio access. A 3-car, 1,000+ sf garage offers ample storage. Minutes from Sunriver and La Pine State Park.

4 Beds ⋅ 5 Baths ⋅ 220220840 MLS

Set on a canal flowing directly into the Deschutes River, this one-of-a-kind property offers solitude, river access, and breathtaking Mt. Bachelor views across pristine wetlands, visible from nearly every room. Drop in a kayak and you're on the river in minutes. Wildlife abounds, and evenings by the firepit offer stargazing under a dark sky. A cast stone woodburning fireplace anchors the light-filled living room, which pairs hardwood floors with double-height ceilings and access to a heated Trex deck. In the kitchen, heated floors complement a Monogram range and butler's pantry. The primary suite includes deck access, heated bathroom floors, soaking tub, in-suite laundry, walk-in closet, and adjoining home office. Upstairs are 3 bedrooms - 2 en suite - and a generous bonus room with window seats. A daylight basement adds a workshop, wine cellar, garage door for toys, and lower patio access. A 3-car, 1,000+ sf garage offers ample storage. Minutes from Sunriver and La Pine State Park.

54641 Silver Fox Drive, Bend

Listing courtesy of RE/MAX Key Properties.

$1,245,000

SELLER CARRY 4.99% available! Tucked among the pines in Pinewood Country Estates just south of Sunriver, this rare 18.67-acre retreat offers the ultimate Central Oregon lifestyle. Spanning two parcels, the 4,038 sq ft main home and 1,800 sq ft detached ADU/shop create a versatile, multigenerational haven. Inside, enjoy open living with 9' ceilings, a chef's kitchen with 48'' range, oversized fridge/freezer, prep station, wine storage, and seamless flow to an outdoor BBQ. The expansive primary suite features dual bathrooms and three walk-in closets, while guest quarters offer privacy on a separate wing. Multiple flex spaces include a bonus room, office, and all-season room. Outdoors, unwind year-round with a swim spa, hot tub, fire pit, and serene forested surroundings. Gated with RV parking, dog run, and minutes to Sunriver and Bend--this is luxury, space, and adventure combined. Don't wait, schedule your tour today!

4 Beds ⋅ 4 Baths ⋅ 220220803 MLS

SELLER CARRY 4.99% available! Tucked among the pines in Pinewood Country Estates just south of Sunriver, this rare 18.67-acre retreat offers the ultimate Central Oregon lifestyle. Spanning two parcels, the 4,038 sq ft main home and 1,800 sq ft detached ADU/shop create a versatile, multigenerational haven. Inside, enjoy open living with 9' ceilings, a chef's kitchen with 48'' range, oversized fridge/freezer, prep station, wine storage, and seamless flow to an outdoor BBQ. The expansive primary suite features dual bathrooms and three walk-in closets, while guest quarters offer privacy on a separate wing. Multiple flex spaces include a bonus room, office, and all-season room. Outdoors, unwind year-round with a swim spa, hot tub, fire pit, and serene forested surroundings. Gated with RV parking, dog run, and minutes to Sunriver and Bend--this is luxury, space, and adventure combined. Don't wait, schedule your tour today!

17045 Shawnee Circle, Bend

Listing courtesy of Cascade Hasson SIR.

$2,450,000

SELLER has Reduced The Listing To $2,450,000 For A Quick Sale. Bring ALL Offers. This Large Horse Property of 12.45 Acres With A Custom Built Amazing Home, Borders the Urban Growth Boundary on the Westside of Bend, OR. The Living Area has 4,444 sq. ft. with 5 Bedrooms and 3.5 Baths. This Home Includes a Shop Building of 1,936 sq. ft. with Double Garage Doors and an Office Space with a Bathroom. The Second Building is a Horse Barn with 6 Stalls and a Round Pen Included. The Opportunity of Owning Acreage next to the Urban Growth Boundary is a Huge Plus for A Future Investment Opportunity in Bend. Call For More Information.

5 Beds ⋅ 4 Baths ⋅ 220220745 MLS

SELLER has Reduced The Listing To $2,450,000 For A Quick Sale. Bring ALL Offers. This Large Horse Property of 12.45 Acres With A Custom Built Amazing Home, Borders the Urban Growth Boundary on the Westside of Bend, OR. The Living Area has 4,444 sq. ft. with 5 Bedrooms and 3.5 Baths. This Home Includes a Shop Building of 1,936 sq. ft. with Double Garage Doors and an Office Space with a Bathroom. The Second Building is a Horse Barn with 6 Stalls and a Round Pen Included. The Opportunity of Owning Acreage next to the Urban Growth Boundary is a Huge Plus for A Future Investment Opportunity in Bend. Call For More Information.

21491 Bear Creek Road, Bend

Listing courtesy of Oregon Group Realty LLC.

$950,000

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

5 Beds ⋅ 3 Baths ⋅ 220220710 MLS

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

60309 Tall Pine Avenue, Bend

Listing courtesy of The Agency Bend.

$469,900

Rare de-risked 30-acre EFU parcel at 25606 Alfalfa Market Rd. Just 20 mins to downtown Bend. This pristine acreage boasts stunning panoramic views of the Cascade Mountains & Powell Butte. Avoid the usual utility bottlenecks; the groundwork is already done with power, an established well & pump house permitted for domestic use PLUS 1.9 acres of dedicated irrigation, plus an existing shop & greenhouses. Past Deschutes County septic approval history provides a proven development trail to build your custom mountain-view estate, hobby ranch, or equestrian retreat. No HOA or CC&Rs means total freedom. Maximize your financial strategy with Oregon's premier Special Farm Use property tax assessments. Properties of this scale, with views this massive and infrastructure boxes already checked, are a finite asset in Central Oregon. See docs for well log and septic details. Buyer to do due diligence regarding county dwelling criteria.

220220649 MLS

Rare de-risked 30-acre EFU parcel at 25606 Alfalfa Market Rd. Just 20 mins to downtown Bend. This pristine acreage boasts stunning panoramic views of the Cascade Mountains & Powell Butte. Avoid the usual utility bottlenecks; the groundwork is already done with power, an established well & pump house permitted for domestic use PLUS 1.9 acres of dedicated irrigation, plus an existing shop & greenhouses. Past Deschutes County septic approval history provides a proven development trail to build your custom mountain-view estate, hobby ranch, or equestrian retreat. No HOA or CC&Rs means total freedom. Maximize your financial strategy with Oregon's premier Special Farm Use property tax assessments. Properties of this scale, with views this massive and infrastructure boxes already checked, are a finite asset in Central Oregon. See docs for well log and septic details. Buyer to do due diligence regarding county dwelling criteria.

25606 Alfalfa Market Road, Bend

Listing courtesy of Cascade Hasson SIR.

$575,000

Lot 1 is a Private and serene 10-acre parcel just minutes from Bend. This exceptional property offers paved road access, mature old-growth junipers, and both a small irrigation canal and the main COID canal. Multiple potential building envelopes provide flexibility, with current sites thoughtfully positioned to maximize privacy. Enjoy glimpses of the Cascade Mountains that enhance the setting. Located on a quiet road surrounded by high-end homes, this is a truly unique opportunity. A second adjacent 10-acre parcel--also buildable--is available for purchase, offering added potential for expansion or investment.

220220535 MLS

Lot 1 is a Private and serene 10-acre parcel just minutes from Bend. This exceptional property offers paved road access, mature old-growth junipers, and both a small irrigation canal and the main COID canal. Multiple potential building envelopes provide flexibility, with current sites thoughtfully positioned to maximize privacy. Enjoy glimpses of the Cascade Mountains that enhance the setting. Located on a quiet road surrounded by high-end homes, this is a truly unique opportunity. A second adjacent 10-acre parcel--also buildable--is available for purchase, offering added potential for expansion or investment.

61590 Gribbling Road, Bend

Listing courtesy of Berkshire Hathaway HomeService.

$1,685,000

Tumalo Hobby Farm, water rights, and owned solar. Ideally situated in the coveted Golden Triangle. Enjoy unobstructed views of the Cascade Mountains and Smith Rock. The home is designed for both flexibility and true ranch living, this single-level home offers a separate living space for multi-generational living or extended guests, as well as a detached cottage for flexible use. Expansive windows throughout that flood the home with natural light and frame Central Oregon's breathtaking landscape. Warm and inviting, the home features numerous upgrades and living spaces designed for everyday comfort as well as effortless entertaining. Set on just under 21 fully fenced acres, not all acreage needs to be watered and managed. Currently maintaining an easy 6-8 acres of grass. Two barns, horse stalls and a spacious shop provide outstanding functionality for livestock, hobby farming, equipment storage, or workshop space--making this a truly versatile ranch opportunit

5 Beds ⋅ 4 Baths ⋅ 220220534 MLS

Tumalo Hobby Farm, water rights, and owned solar. Ideally situated in the coveted Golden Triangle. Enjoy unobstructed views of the Cascade Mountains and Smith Rock. The home is designed for both flexibility and true ranch living, this single-level home offers a separate living space for multi-generational living or extended guests, as well as a detached cottage for flexible use. Expansive windows throughout that flood the home with natural light and frame Central Oregon's breathtaking landscape. Warm and inviting, the home features numerous upgrades and living spaces designed for everyday comfort as well as effortless entertaining. Set on just under 21 fully fenced acres, not all acreage needs to be watered and managed. Currently maintaining an easy 6-8 acres of grass. Two barns, horse stalls and a spacious shop provide outstanding functionality for livestock, hobby farming, equipment storage, or workshop space--making this a truly versatile ranch opportunit

20900 SW Young Avenue, Bend

Listing courtesy of Cascade Hasson SIR.

$695,000

Cascade Mountain VIEW PROPERTY on 3.60 Acres in beautiful Whispering Pines Subdivision. Paved roads take you to this Convenient location close to and between Bend and Tumalo. Live in the comfortable 3 Bedroom, 2 Bath manufactured home while building your Dream Home. Several great build sites on level or sloped ground. If you've been looking for a small acreage to build on, its ready for you!

3 Beds ⋅ 2 Baths ⋅ 220220347 MLS

Cascade Mountain VIEW PROPERTY on 3.60 Acres in beautiful Whispering Pines Subdivision. Paved roads take you to this Convenient location close to and between Bend and Tumalo. Live in the comfortable 3 Bedroom, 2 Bath manufactured home while building your Dream Home. Several great build sites on level or sloped ground. If you've been looking for a small acreage to build on, its ready for you!

20985 Limestone Avenue 8 Unit 8, Bend

Listing courtesy of Realty Pros LLC.

$1,875,000

Set on nearly 20 acres of peaceful, private land, this exceptional property captures mountain views and unforgettable sunsets from expansive west-facing decks. Thoughtfully remodeled by Norman Builders in 2015, the home blends timeless design with meticulous upkeep. Three tranquil ponds attract local wildlife, while 8 acres of irrigation rights (in ground sprinklers and on timers) enhance the land's versatility, making it very easy to lease the land or farm it yourself. Inside, the main level flows effortlessly from the chef's kitchen to open living and dining areas, with multiple office spaces, a well-appointed primary suite, and an additional ensuite bedroom--ideal for guests or multigenerational living. Upstairs features two spacious ensuite bedrooms and baths, along with generous storage. 1323 sq ft hobby outbuilding plus 490 sqft lean-to offers room for a motorhome, workshop, hobbies or a stable.. A rare offering defined by serenity, space, and refined country living.

4 Beds ⋅ 5 Baths ⋅ 220220147 MLS

Set on nearly 20 acres of peaceful, private land, this exceptional property captures mountain views and unforgettable sunsets from expansive west-facing decks. Thoughtfully remodeled by Norman Builders in 2015, the home blends timeless design with meticulous upkeep. Three tranquil ponds attract local wildlife, while 8 acres of irrigation rights (in ground sprinklers and on timers) enhance the land's versatility, making it very easy to lease the land or farm it yourself. Inside, the main level flows effortlessly from the chef's kitchen to open living and dining areas, with multiple office spaces, a well-appointed primary suite, and an additional ensuite bedroom--ideal for guests or multigenerational living. Upstairs features two spacious ensuite bedrooms and baths, along with generous storage. 1323 sq ft hobby outbuilding plus 490 sqft lean-to offers room for a motorhome, workshop, hobbies or a stable.. A rare offering defined by serenity, space, and refined country living.

60350 Arnold Market Road, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$969,000

Tucked away in the desirable Tumalo area, this beautiful Bend acreage property offers the perfect mix of privacy, space, and peaceful rural living. Set on 4.52 acres with 3.5 acres of irrigation, the property is ideal for those looking to enjoy open space, fenced pastures, and room to roam. Inside, the home features hardwood floors, stainless steel appliances, and granite tile countertops, with a bright south-facing sunroom that brings in natural light year-round. The spacious primary suite includes vaulted ceilings, creating a relaxing and open retreat. Outside, you'll find a paved circular driveway, a 3-car garage, and a new covered parking structure for your RV or toys. A fenced garden area and mature fruit trees complete the setting--offering the perfect blend of functionality and charm in your own rural oasis.

4 Beds ⋅ 3 Baths ⋅ 220220217 MLS

Tucked away in the desirable Tumalo area, this beautiful Bend acreage property offers the perfect mix of privacy, space, and peaceful rural living. Set on 4.52 acres with 3.5 acres of irrigation, the property is ideal for those looking to enjoy open space, fenced pastures, and room to roam. Inside, the home features hardwood floors, stainless steel appliances, and granite tile countertops, with a bright south-facing sunroom that brings in natural light year-round. The spacious primary suite includes vaulted ceilings, creating a relaxing and open retreat. Outside, you'll find a paved circular driveway, a 3-car garage, and a new covered parking structure for your RV or toys. A fenced garden area and mature fruit trees complete the setting--offering the perfect blend of functionality and charm in your own rural oasis.

65140 Old Bend Redmond Highway, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

$2,450,000

SELLER has Reduced The Listing To $2,450,000 For A Quick Sale. Bring ALL Offers. This Large Horse Property of 12.45 Acres With A Custom Built Amazing Home, Borders the Urban Growth Boundary on the Westside of Bend, OR. The Living Area has 4,444 sq. ft. with 5 Bedrooms and 3.5 Baths. This Home Includes a Shop Building of 1,936 sq. ft. with Double Garage Doors and an Office Space with a Bathroom. The Second Building is a Horse Barn with 6 Stalls and a Round Pen Included. The Opportunity of Owning Acreage next to the Urban Growth Boundary is a Huge Plus for A Future Investment Opportunity in Bend. Call For More Information.

5 Beds ⋅ 4 Baths ⋅ 220220104 MLS

SELLER has Reduced The Listing To $2,450,000 For A Quick Sale. Bring ALL Offers. This Large Horse Property of 12.45 Acres With A Custom Built Amazing Home, Borders the Urban Growth Boundary on the Westside of Bend, OR. The Living Area has 4,444 sq. ft. with 5 Bedrooms and 3.5 Baths. This Home Includes a Shop Building of 1,936 sq. ft. with Double Garage Doors and an Office Space with a Bathroom. The Second Building is a Horse Barn with 6 Stalls and a Round Pen Included. The Opportunity of Owning Acreage next to the Urban Growth Boundary is a Huge Plus for A Future Investment Opportunity in Bend. Call For More Information.

21491 Bear Creek Road, Bend

Listing courtesy of Oregon Group Realty LLC.

$1,900,000

Breathtaking Cascade Mountain views, 17 acres of water rights, and a private well -- offering true agricultural versatility for equine, farming, or hobby use. The expansive improvements include a hay barn, a fully insulated and heated 4,000 sq ft shop with EV charging and oversized garage doors, plus a barn ready for a custom equine setup, all representing over $400,000 in recent upgrades and additions. At the heart of this exceptional opportunity, nearly 2,400 square feet of refined custom living space, with a chef's kitchen, vaulted great room, two en suite bedrooms, and two additional bedrooms. Open horizons allow the morning sunrise to start each day and the setting sun to close each evening. Build your life from this blank slate with endless potential, close enough to Bend for every convenience yet teeming with space, views, and lifestyle.

4 Beds ⋅ 2 Baths ⋅ 220220004 MLS

Breathtaking Cascade Mountain views, 17 acres of water rights, and a private well -- offering true agricultural versatility for equine, farming, or hobby use. The expansive improvements include a hay barn, a fully insulated and heated 4,000 sq ft shop with EV charging and oversized garage doors, plus a barn ready for a custom equine setup, all representing over $400,000 in recent upgrades and additions. At the heart of this exceptional opportunity, nearly 2,400 square feet of refined custom living space, with a chef's kitchen, vaulted great room, two en suite bedrooms, and two additional bedrooms. Open horizons allow the morning sunrise to start each day and the setting sun to close each evening. Build your life from this blank slate with endless potential, close enough to Bend for every convenience yet teeming with space, views, and lifestyle.

65225 Gerking Market Road, Bend

Listing courtesy of Varsity Real Estate.

$1,499,000

Just Three of your favorite Songs from Bend. This private estate offers sweeping Cascade Mountain views, 2.25 acres of deeded COID water rights, and six months of canal-front living where wildlife is a daily visitor. Mature landscaping and a wraparound deck invite you to linger from morning coffee to evening alpenglow. Inside, the custom home's chef's kitchen features stainless appliances, double ovens, custom cabinetry, and a showstopping reclaimed Sequoia redwood island. The great room centers on a floor-to-ceiling stone fireplace crowned by a rare 1,000-year-old juniper mantel. Upstairs are 3 bedrooms, including a generous primary suite with juliette balcony and jaw-dropping views, plus a rec room built for game nights with projector, pool table, wet bar, and beverage fridge. A 1,200 sq ft shop with 3 bay doors is highlighted by the furnished 480 sq ft guest quarters, new well (2023), underground sprinklers, and EFU zoning complete this rare Central Oregon retreat.

4 Beds ⋅ 4 Baths ⋅ 220219839 MLS

Just Three of your favorite Songs from Bend. This private estate offers sweeping Cascade Mountain views, 2.25 acres of deeded COID water rights, and six months of canal-front living where wildlife is a daily visitor. Mature landscaping and a wraparound deck invite you to linger from morning coffee to evening alpenglow. Inside, the custom home's chef's kitchen features stainless appliances, double ovens, custom cabinetry, and a showstopping reclaimed Sequoia redwood island. The great room centers on a floor-to-ceiling stone fireplace crowned by a rare 1,000-year-old juniper mantel. Upstairs are 3 bedrooms, including a generous primary suite with juliette balcony and jaw-dropping views, plus a rec room built for game nights with projector, pool table, wet bar, and beverage fridge. A 1,200 sq ft shop with 3 bay doors is highlighted by the furnished 480 sq ft guest quarters, new well (2023), underground sprinklers, and EFU zoning complete this rare Central Oregon retreat.

24442 Dodds Road, Bend

Listing courtesy of Cascade Hasson SIR.

$1,850,000

10 Acre Estate Homesite in The Highlands at Broken Top. Unique opportunity to own residential acreage and build your dream home on one of the few remaining homesites. This private gated neighborhood is located on Bend's West Side. The Highland at Broken Top consists of 37 ten acre estate sites surrounded by expansive open space, Forest Service Land, hiking, walking trails and neighborhood access to Phil's Trail for biking. Truly one of the very best lots featuring a panoramic 360 degree view of Mt Bachelor, Cascade Mountains & Awbrey Butte. Level elevation offers many home design options within a one and a half acre building envelope. Bring your own builder or use a one of our preferred builders. Water source is a private well and the site is septic approved. Don't miss this opportunity to build your private estate in a protected, exclusive neighborhood of luxury homes minutes to Downtown Bend, The Deschutes River, The Old Mill District and on the way to Mt. Bachelor.

220219496 MLS

10 Acre Estate Homesite in The Highlands at Broken Top. Unique opportunity to own residential acreage and build your dream home on one of the few remaining homesites. This private gated neighborhood is located on Bend's West Side. The Highland at Broken Top consists of 37 ten acre estate sites surrounded by expansive open space, Forest Service Land, hiking, walking trails and neighborhood access to Phil's Trail for biking. Truly one of the very best lots featuring a panoramic 360 degree view of Mt Bachelor, Cascade Mountains & Awbrey Butte. Level elevation offers many home design options within a one and a half acre building envelope. Bring your own builder or use a one of our preferred builders. Water source is a private well and the site is septic approved. Don't miss this opportunity to build your private estate in a protected, exclusive neighborhood of luxury homes minutes to Downtown Bend, The Deschutes River, The Old Mill District and on the way to Mt. Bachelor.

18945 Macalpine Loop, Bend

Listing courtesy of eXp Realty, LLC.

$8,750,000

Ten acres inside the gates of The Highlands at Broken Top, where Cascade mountain views frame every west-facing room & privacy is absolute. This estate was designed to host a life at full scale. A great room with vaulted timber beam ceilings & wood-burning fireplace opens to a main kitchen with onyx backlit backsplash & full prep kitchen. The main-level primary suite offers an infrared sauna, steam shower, fireplace, dual closets, & private patio, alongside three additional ensuite bedrooms, guest quarters, & a private office. The lower level adds a golf simulator, gym, and flex game room. Outside, a solar-heated saltwater pool & spa, outdoor kitchen, Alfa pizza oven, bocce court, gas firepits, & wood-burning fireplace with surround sound. The pool house with wet bar, & pass-through bar connects to heated RV/shop. Kitchen garden, greenhouse, & basketball court complete the grounds. Phil's Trail at the gate. One of a kind private homesites in The Highlands.

5 Beds ⋅ 8 Baths ⋅ 220219311 MLS

Ten acres inside the gates of The Highlands at Broken Top, where Cascade mountain views frame every west-facing room & privacy is absolute. This estate was designed to host a life at full scale. A great room with vaulted timber beam ceilings & wood-burning fireplace opens to a main kitchen with onyx backlit backsplash & full prep kitchen. The main-level primary suite offers an infrared sauna, steam shower, fireplace, dual closets, & private patio, alongside three additional ensuite bedrooms, guest quarters, & a private office. The lower level adds a golf simulator, gym, and flex game room. Outside, a solar-heated saltwater pool & spa, outdoor kitchen, Alfa pizza oven, bocce court, gas firepits, & wood-burning fireplace with surround sound. The pool house with wet bar, & pass-through bar connects to heated RV/shop. Kitchen garden, greenhouse, & basketball court complete the grounds. Phil's Trail at the gate. One of a kind private homesites in The Highlands.

19100 Macalpine Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$450,000

Alfalfa Horse-ready setup with Cascade Mountain views and end-of-road privacy on 9.74 acres! Located in a quiet rural farming area, this 3 bed, 2 bath home built in 1992, offers 1776 sq.ft. including permitted, frame-built family room addition (2000). Vaulted living room opens to a covered east-facing deck-perfect for taking in sunrise views. Kitchen features eating bar, large pantry, & adjoining dining area. Spacious family room includes propane fireplace, vaulted ceiling, & slider to large open deck. Property is fenced & cross-fenced with three separate livestock areas plus hay barn - ideal for horses or hobby farm use. Attached carport with accessible ramp to front deck. Home equipped with tie downs & newer comp roof. Plenty of room to ride, grow, & enjoy a true country lifestyle!

3 Beds ⋅ 2 Baths ⋅ 220219189 MLS

Alfalfa Horse-ready setup with Cascade Mountain views and end-of-road privacy on 9.74 acres! Located in a quiet rural farming area, this 3 bed, 2 bath home built in 1992, offers 1776 sq.ft. including permitted, frame-built family room addition (2000). Vaulted living room opens to a covered east-facing deck-perfect for taking in sunrise views. Kitchen features eating bar, large pantry, & adjoining dining area. Spacious family room includes propane fireplace, vaulted ceiling, & slider to large open deck. Property is fenced & cross-fenced with three separate livestock areas plus hay barn - ideal for horses or hobby farm use. Attached carport with accessible ramp to front deck. Home equipped with tie downs & newer comp roof. Plenty of room to ride, grow, & enjoy a true country lifestyle!

25907 SW Cooper Street, Bend

Listing courtesy of Coldwell Banker Bain.

$150,000

Watch the elk feed from this wonderfully located 2.62 acre recreational Lot in Lazy River West. This lot is ready for some deep breaths, outdoor cooking and your RV. Situated close to Sunriver, Mt. Bachelor and the Cascade Lakes. Partially cleared, private and spacious with electric and (2) 220v outlets so you can have your friends bring their RV and camp next to you. Make it more permanent and build a shop or garage for your toys.

220219092 MLS

Watch the elk feed from this wonderfully located 2.62 acre recreational Lot in Lazy River West. This lot is ready for some deep breaths, outdoor cooking and your RV. Situated close to Sunriver, Mt. Bachelor and the Cascade Lakes. Partially cleared, private and spacious with electric and (2) 220v outlets so you can have your friends bring their RV and camp next to you. Make it more permanent and build a shop or garage for your toys.

17415 Cedar Court, Bend

Listing courtesy of Coldwell Banker Sun Country.

$599,000

Ready to build your dream home on small acreage? Lots like this are exceedingly rare! Situated right on the edge of town, this irrigated 3.42 acre parcel gives all the convenience of Bend while enjoying a beautiful rural setting surrounded by small estates. From the elevated home site, set at the end of a long drive, you will capture exceptional mountain views and stunning sunsets right off your front porch. Build the shop you've always dreamed of, or start your hobby farm. The opportunities are nearly endless! Looking to secure a great long-term investment? Bend is one of the fastest growing cities in the US and this parcel is sited just outside the UGB, in the Urban Area Reserve. Appointment needed call your realtor and come take a look today, this is the one you don't miss!

220218916 MLS

Ready to build your dream home on small acreage? Lots like this are exceedingly rare! Situated right on the edge of town, this irrigated 3.42 acre parcel gives all the convenience of Bend while enjoying a beautiful rural setting surrounded by small estates. From the elevated home site, set at the end of a long drive, you will capture exceptional mountain views and stunning sunsets right off your front porch. Build the shop you've always dreamed of, or start your hobby farm. The opportunities are nearly endless! Looking to secure a great long-term investment? Bend is one of the fastest growing cities in the US and this parcel is sited just outside the UGB, in the Urban Area Reserve. Appointment needed call your realtor and come take a look today, this is the one you don't miss!

63320 Deschutes Market Road, Bend

Listing courtesy of Duke Warner Realty ERA Powered.

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