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This is a testament to timeless grandeur. Nestled within Deschutes Land Trust's preserve, in the heart of Central Oregon, this remarkable 67 acre estate offers an enduring legacy that will be treasured for generations to come. The primary residence, spanning 5,050 sq ft, boasts three bedrooms, five bathrooms, and a chef's kitchen. Hand-carved hickory and heated stone floors exude warmth, while twenty-foot ceilings and expansive windows provide stunning views. The property features a private-access apartment suite, custom cabinetry, a heated three car garage, and manicured landscaping. Enjoy mountain vistas, an outdoor kitchen, and a fire feature in the courtyard, as well as direct access to private land for fishing and wildlife viewing. On this sprawling estate you will also find two other full residences. Home two is single story with 1,700 sq ft, 2 bed, 2 bath, and a two car garage. Home three is two story with 2,200 sq ft, 3 bed, 2 bath, and a 2 car garage.

8 Beds ⋅ 9 Baths ⋅ 220203639 MLS

This is a testament to timeless grandeur. Nestled within Deschutes Land Trust's preserve, in the heart of Central Oregon, this remarkable 67 acre estate offers an enduring legacy that will be treasured for generations to come. The primary residence, spanning 5,050 sq ft, boasts three bedrooms, five bathrooms, and a chef's kitchen. Hand-carved hickory and heated stone floors exude warmth, while twenty-foot ceilings and expansive windows provide stunning views. The property features a private-access apartment suite, custom cabinetry, a heated three car garage, and manicured landscaping. Enjoy mountain vistas, an outdoor kitchen, and a fire feature in the courtyard, as well as direct access to private land for fishing and wildlife viewing. On this sprawling estate you will also find two other full residences. Home two is single story with 1,700 sq ft, 2 bed, 2 bath, and a two car garage. Home three is two story with 2,200 sq ft, 3 bed, 2 bath, and a 2 car garage.

16465 Suntree Lane, Sisters

Listing courtesy of Engel & Volkers Portland Rose City.

$5,950,000

Cascadia Ranch near Sisters, Oregon is available for sale for the first time in over 50 years: 700+/- acres of farm, ranch and timber land at the foot of the Cascades with unobstructed mountain views. This unique property has 80 acres of exclusive water rights, sourced from three springs, a two-story barn, corrals, large ranch house, rustic cabin, equipment and hay sheds, a large swimming pond, fenced fields for horses or livestock, and additional wildlife ponds. Surrounded by public lands, the ranch accesses miles of adjacent horseback and mountain bike trails. Approved to divide into 4 parcels. New building site with commanding mountain views and utilities in place. Enjoy privacy, solitude, wildlife, fresh air, dramatic rock outcrops and open skies, only minutes to the Western town of Sisters, and 30 minutes to Bend. This is one of the Northwest's truly exceptional properties, which could be perfect as a horse farm, mountain retreat or build your dream custom home.

3 Beds ⋅ 4 Baths ⋅ 220214681 MLS

Cascadia Ranch near Sisters, Oregon is available for sale for the first time in over 50 years: 700+/- acres of farm, ranch and timber land at the foot of the Cascades with unobstructed mountain views. This unique property has 80 acres of exclusive water rights, sourced from three springs, a two-story barn, corrals, large ranch house, rustic cabin, equipment and hay sheds, a large swimming pond, fenced fields for horses or livestock, and additional wildlife ponds. Surrounded by public lands, the ranch accesses miles of adjacent horseback and mountain bike trails. Approved to divide into 4 parcels. New building site with commanding mountain views and utilities in place. Enjoy privacy, solitude, wildlife, fresh air, dramatic rock outcrops and open skies, only minutes to the Western town of Sisters, and 30 minutes to Bend. This is one of the Northwest's truly exceptional properties, which could be perfect as a horse farm, mountain retreat or build your dream custom home.

67500 Three Creeks Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$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.

$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.

$3,199,000

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.

$2,995,000

Set against the sweeping backdrop of the Cascade Range in Sisters, this exceptional 6,218-square-foot estate offers a rare combination of privacy, craftsmanship, and versatility -- all just minutes from the charm of downtown. Positioned on 2.09 serene acres, the home was designed to capture both natural light and panoramic mountain views. Expansive windows, soaring ceilings, and timeless finishes create a warm yet refined atmosphere that feels equally suited for everyday living and large-scale entertaining. The chef's kitchen anchors the main living space, featuring premium appliances, custom cabinetry, and generous prep areas ideal for gatherings. The main-level primary suite serves as a private retreat with a spa-inspired bath and substantial closet space. Five additional bedrooms provide flexibility for guests, multi-generational living, or dedicated office and hobby spaces.

6 Beds ⋅ 4 Baths ⋅ 220216913 MLS

Set against the sweeping backdrop of the Cascade Range in Sisters, this exceptional 6,218-square-foot estate offers a rare combination of privacy, craftsmanship, and versatility -- all just minutes from the charm of downtown. Positioned on 2.09 serene acres, the home was designed to capture both natural light and panoramic mountain views. Expansive windows, soaring ceilings, and timeless finishes create a warm yet refined atmosphere that feels equally suited for everyday living and large-scale entertaining. The chef's kitchen anchors the main living space, featuring premium appliances, custom cabinetry, and generous prep areas ideal for gatherings. The main-level primary suite serves as a private retreat with a spa-inspired bath and substantial closet space. Five additional bedrooms provide flexibility for guests, multi-generational living, or dedicated office and hobby spaces.

69205 Hawksflight Drive, Sisters

Listing courtesy of eXp Realty, LLC.

$2,950,000

Central Oregon living at its finest - with stellar panoramic mountain views spanning from Broken Top to Mt. Jefferson from nearly every room. The open-concept living room features Brazilian cherry hardwood floors, walnut stair rail accents, motorized shades, and a wood burning fireplace on a 21' tall wall. The kitchen showcases quartz countertops, stainless steel appliances, and a built-in induction cooktop. The main-floor primary en suite has a renovated bathroom with a walk-in shower, soaking tub, and heated floors. Downstairs is a 2nd living area with 2 bedrooms, full bath, and a sauna-ready room. The property includes 3 detached structures: 2 car garage with private access to ADU (1 bed/1 bath w/kitchenette), a heated shop with auto lift and attached wood shop, and a metal shed. Other highlights include new paint, resurfaced driveway, transferable roof warranty, and irrigation water rights. This remarkably maintained private retreat offers tranquil living just minutes from Sisters.

3 Beds ⋅ 3 Baths ⋅ 220230090 MLS

Central Oregon living at its finest - with stellar panoramic mountain views spanning from Broken Top to Mt. Jefferson from nearly every room. The open-concept living room features Brazilian cherry hardwood floors, walnut stair rail accents, motorized shades, and a wood burning fireplace on a 21' tall wall. The kitchen showcases quartz countertops, stainless steel appliances, and a built-in induction cooktop. The main-floor primary en suite has a renovated bathroom with a walk-in shower, soaking tub, and heated floors. Downstairs is a 2nd living area with 2 bedrooms, full bath, and a sauna-ready room. The property includes 3 detached structures: 2 car garage with private access to ADU (1 bed/1 bath w/kitchenette), a heated shop with auto lift and attached wood shop, and a metal shed. Other highlights include new paint, resurfaced driveway, transferable roof warranty, and irrigation water rights. This remarkably maintained private retreat offers tranquil living just minutes from Sisters.

69190 Barclay Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$2,850,000

Exceptional investment opportunity to acquire a premier boutique hotel in Sisters, Oregon. The Scout features six luxury guest cottages with upscale finishes, king suites, fireplaces, heated bathroom floors, spa-inspired baths, and curated interiors. A welcoming lobby and flexible gathering space supports retreats, weddings, reunions, corporate events, and exclusive buyouts. Walking distance to downtown Sisters with restaurants, breweries, galleries, boutique shopping, and year-round festivals. At the base of the Cascade Mountains, offering access to hiking, biking, skiing, fly fishing, golf, and lakes. Ideal for luxury hotel investors, commercial real estate buyers, and 1031 exchange investors seeking a turnkey, income-producing hospitality asset with strong demand and long-term appreciation in Central Oregon. Strong occupancy with room for growth, proven guest demand, and excellent cash flow opportunity.

220224654 MLS

Exceptional investment opportunity to acquire a premier boutique hotel in Sisters, Oregon. The Scout features six luxury guest cottages with upscale finishes, king suites, fireplaces, heated bathroom floors, spa-inspired baths, and curated interiors. A welcoming lobby and flexible gathering space supports retreats, weddings, reunions, corporate events, and exclusive buyouts. Walking distance to downtown Sisters with restaurants, breweries, galleries, boutique shopping, and year-round festivals. At the base of the Cascade Mountains, offering access to hiking, biking, skiing, fly fishing, golf, and lakes. Ideal for luxury hotel investors, commercial real estate buyers, and 1031 exchange investors seeking a turnkey, income-producing hospitality asset with strong demand and long-term appreciation in Central Oregon. Strong occupancy with room for growth, proven guest demand, and excellent cash flow opportunity.

560 E Main Avenue, Sisters

Listing courtesy of Cascade Hasson SIR.

$2,700,000

Thoughtfully crafted custom home set on a private 2-acre parcel. Ten homesites within an 110-acre wildlife preserve, showcasing sweeping panoramic views of the high desert and the Blue Mountains. A striking Timber-Framed entry opens to a grand great room with soaring cathedral trusses. The gourmet kitchen blends elegance and function with an oversized island, granite countertops, knotty alder cabinetry, and Viking 5 Series appliances. The main level offers three luxurious en-suite bedrooms, two with propane fireplaces, private deck access, and dedicated w&d. Upstairs the loft overlooks the great room, accompanied by two add'l bedrooms, and a full bath. The walk-out lower level includes a wood-burning stove, full bath, flex space, sleeping room, and access to a covered patio with private hot tub. Wraparound deck, three-car garage with EV receptacle, native defensible landscaping. Ideal for Corporate Retreats, STR permit in place. Walk-out basement ideal for ADU.

5 Beds ⋅ 6 Baths ⋅ 220214444 MLS

Thoughtfully crafted custom home set on a private 2-acre parcel. Ten homesites within an 110-acre wildlife preserve, showcasing sweeping panoramic views of the high desert and the Blue Mountains. A striking Timber-Framed entry opens to a grand great room with soaring cathedral trusses. The gourmet kitchen blends elegance and function with an oversized island, granite countertops, knotty alder cabinetry, and Viking 5 Series appliances. The main level offers three luxurious en-suite bedrooms, two with propane fireplaces, private deck access, and dedicated w&d. Upstairs the loft overlooks the great room, accompanied by two add'l bedrooms, and a full bath. The walk-out lower level includes a wood-burning stove, full bath, flex space, sleeping room, and access to a covered patio with private hot tub. Wraparound deck, three-car garage with EV receptacle, native defensible landscaping. Ideal for Corporate Retreats, STR permit in place. Walk-out basement ideal for ADU.

70030 Annies Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$2,650,000

Owner financing 30% DP, 3 yr balloon, under market rates!This extraordinary Sisters estate offers the ultimate in luxury, privacy, and wide-open living. A masterpiece of craftsmanship,a custom 2 story log home blends soaring timber architecture with refined finishes and breathtaking mountain views. Designed for those who want it all, it also features a spacious RV garage/shop, plus an ADU above an additional three-car garage - ideal for guests, extended family, or a private retreat. Step outside to a generous covered patio with ample space for a fire pit, an outdoor kitchen and al fresco dining -- all framed by the serene backdrop of BLM land stretching endlessly beyond.A stunning reservoir on the adjoining public land invites exploration just steps from your door. Whether you're hosting under the stars or venturing out on miles of open terrain, this property delivers an unmatched Central Oregon lifestyle. Minutes to the charming town of Sisters, yet worlds away from the ordinary.

4 Beds ⋅ 4 Baths ⋅ 220221030 MLS

Owner financing 30% DP, 3 yr balloon, under market rates!This extraordinary Sisters estate offers the ultimate in luxury, privacy, and wide-open living. A masterpiece of craftsmanship,a custom 2 story log home blends soaring timber architecture with refined finishes and breathtaking mountain views. Designed for those who want it all, it also features a spacious RV garage/shop, plus an ADU above an additional three-car garage - ideal for guests, extended family, or a private retreat. Step outside to a generous covered patio with ample space for a fire pit, an outdoor kitchen and al fresco dining -- all framed by the serene backdrop of BLM land stretching endlessly beyond.A stunning reservoir on the adjoining public land invites exploration just steps from your door. Whether you're hosting under the stars or venturing out on miles of open terrain, this property delivers an unmatched Central Oregon lifestyle. Minutes to the charming town of Sisters, yet worlds away from the ordinary.

18204 Fadjur Lane, Sisters

Listing courtesy of Engel & Voelkers Bend.

$2,650,000

Booming Cascade Mountain and meadow views from all main indoor and outdoor living areas. Very private but also very close to town. Van Sant designed home features: Open living floor plan; Sunroom with private deck; Vaulted ceilings with wood accents; Abundant natural light; Hardwood flooring; Floor to ceiling river rock fireplace; Large ''entertainer'' kitchen with island, walk-in pantry, stainless appliances; First level primary suite with deck access, fireplace, walk-in closet, soaking tub, double vanity, private toilet, walk-in shower; Two large upstairs bedrooms and an additional en-suite, all with mountain views; Huge bonus room with balcony. Exterior features: Indian Ford Creek flows through property; Fenced pasture/meadow; 3 car garage with extra workshop, EV charger outlet; 1 new HVAC system for 1st level; Hardi siding, 50 year presidential roof; Extensive landscape with underground irrigation; Large water feature/pond; Huge rear deck with large covered area; Large paved driveway

4 Beds ⋅ 4 Baths ⋅ 220217892 MLS

Booming Cascade Mountain and meadow views from all main indoor and outdoor living areas. Very private but also very close to town. Van Sant designed home features: Open living floor plan; Sunroom with private deck; Vaulted ceilings with wood accents; Abundant natural light; Hardwood flooring; Floor to ceiling river rock fireplace; Large ''entertainer'' kitchen with island, walk-in pantry, stainless appliances; First level primary suite with deck access, fireplace, walk-in closet, soaking tub, double vanity, private toilet, walk-in shower; Two large upstairs bedrooms and an additional en-suite, all with mountain views; Huge bonus room with balcony. Exterior features: Indian Ford Creek flows through property; Fenced pasture/meadow; 3 car garage with extra workshop, EV charger outlet; 1 new HVAC system for 1st level; Hardi siding, 50 year presidential roof; Extensive landscape with underground irrigation; Large water feature/pond; Huge rear deck with large covered area; Large paved driveway

69485 Deer Ridge Road, Sisters

Listing courtesy of Kizziar Property Co..

$2,350,000

Experience mountain living perfection in the premier equestrian community of Cascade Meadow Ranch. This 4,448 SqFt custom estate on 2.29 private acres boasts stunning Cascade Mountain views & seamless main-floor living. The 4 bed, 5 bath home features soaring vaulted ceilings, exquisite woodwork & Montana river rock fireplaces. A gourmet chef's kitchen offers a Thermador 6 burner range & premium appliances, while the main-level primary suite serves as a luxury retreat with a soaking tub & propane fireplace. Dual stairwells lead to a versatile bonus room, bedrooms & bunk room. The property includes an attached 2 car garage plus a detached 1,510 SqFt shop with a finished upstairs bonus room & 3 car garage. Enjoy a new roof, redwood siding, & covered cedar decks overlooking a landscaped yard with a tranquil waterfall & pond. This gated community provides indoor/outdoor arenas, horse stalls, 3 RV spots, clubhouse, tennis/pickleball & direct access to public lands.

4 Beds ⋅ 5 Baths ⋅ 220217038 MLS

Experience mountain living perfection in the premier equestrian community of Cascade Meadow Ranch. This 4,448 SqFt custom estate on 2.29 private acres boasts stunning Cascade Mountain views & seamless main-floor living. The 4 bed, 5 bath home features soaring vaulted ceilings, exquisite woodwork & Montana river rock fireplaces. A gourmet chef's kitchen offers a Thermador 6 burner range & premium appliances, while the main-level primary suite serves as a luxury retreat with a soaking tub & propane fireplace. Dual stairwells lead to a versatile bonus room, bedrooms & bunk room. The property includes an attached 2 car garage plus a detached 1,510 SqFt shop with a finished upstairs bonus room & 3 car garage. Enjoy a new roof, redwood siding, & covered cedar decks overlooking a landscaped yard with a tranquil waterfall & pond. This gated community provides indoor/outdoor arenas, horse stalls, 3 RV spots, clubhouse, tennis/pickleball & direct access to public lands.

15275 Windigo Trail, Sisters

Listing courtesy of Ponderosa Properties.

$2,195,000

A grand log-home retreat on 38 private acres bordering National Forest--minutes from Sisters, built to last. This extensively remodeled custom log home blends mountain-lodge character with modern luxury: soaring ceilings, Mt. Jefferson views, new white oak hardwood, and a chef's kitchen with custom white oak cabinetry. The primary suite offers a private retreat, while four guest rooms each have a private vanity and water closet for effortless hosting. Outdoor living includes a wraparound porch, an acre-plus of fenced landscaping with wildflower meadow, recessed firepit, and app-controlled irrigation. Completed fire mitigation offers peace of mind for you and your insurer. A large finished shop with guest quarters and office expands the property's versatility. Seller financing may be considered for a qualified buyer. Schedule your private tour today.

6 Beds ⋅ 6 Baths ⋅ 220228180 MLS

A grand log-home retreat on 38 private acres bordering National Forest--minutes from Sisters, built to last. This extensively remodeled custom log home blends mountain-lodge character with modern luxury: soaring ceilings, Mt. Jefferson views, new white oak hardwood, and a chef's kitchen with custom white oak cabinetry. The primary suite offers a private retreat, while four guest rooms each have a private vanity and water closet for effortless hosting. Outdoor living includes a wraparound porch, an acre-plus of fenced landscaping with wildflower meadow, recessed firepit, and app-controlled irrigation. Completed fire mitigation offers peace of mind for you and your insurer. A large finished shop with guest quarters and office expands the property's versatility. Seller financing may be considered for a qualified buyer. Schedule your private tour today.

17031 Wilt Road, Sisters

Listing courtesy of OHT.

$1,995,000

Custom designed home to be built on one of the few Aspen Lakes properties with Cascade Mountain views. The owner of the property is a licensed contractor with permit ready plans. Opportunity exists for Buyer to choose finishes and modifications. Home features three en-suites on the first level of the home, office with private patio, open living floor plan, huge covered patio, 1936 sf garage with space for 5 vehicles, privately accessed upper living area with full bathroom, bedroom, office and bonus room. Property owners enjoy access to community clubhouse, exercise room, outdoor pool, hot tub, and tennis courts.

4 Beds ⋅ 5 Baths ⋅ 220229561 MLS

Custom designed home to be built on one of the few Aspen Lakes properties with Cascade Mountain views. The owner of the property is a licensed contractor with permit ready plans. Opportunity exists for Buyer to choose finishes and modifications. Home features three en-suites on the first level of the home, office with private patio, open living floor plan, huge covered patio, 1936 sf garage with space for 5 vehicles, privately accessed upper living area with full bathroom, bedroom, office and bonus room. Property owners enjoy access to community clubhouse, exercise room, outdoor pool, hot tub, and tennis courts.

16971 Lady Caroline Drive, Sisters

Listing courtesy of Kizziar Property Co..

$1,995,000

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

6 Beds ⋅ 6 Baths ⋅ 220223800 MLS

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

16440 Fair Mile Road, Sisters

Listing courtesy of Ponderosa Properties.

$1,995,000

SIGNIFICANT PRICE REDUCTION OF OVER $450,000 - AN EXCEPTIONAL OPPORTUNITY FOR BUYERS! Rich in character and charm, this 4,615 sq ft home captures sweeping mountain views and offers five bedrooms, a dedicated office and two wood-burning fireplaces. At its center, a beautifully appointed chef's kitchen open to the living and dining. The primary suite is a serene retreat, featuring a gas fireplace and spa-inspired bath. Enjoy spectacular sunrises and sunsets from the expansive front and back decks. A 2,071 sq ft secondary structure lives like a private mountain sanctuary, complete with four rooms, a full bath, kitchenette, and a dramatic floor-to-ceiling river rock fireplace. The great room evokes a true lodge feel, with expansive windows framing the ponderosas. Additional amenities include a saltwater pool, infrared sauna, four-stall barn and shop. Bring your animals--this 5.85-acre property is fully fenced and cross-fenced with a gated entry, all just 2.3 miles from downtown Sisters.

5 Beds ⋅ 5 Baths ⋅ 220219250 MLS

SIGNIFICANT PRICE REDUCTION OF OVER $450,000 - AN EXCEPTIONAL OPPORTUNITY FOR BUYERS! Rich in character and charm, this 4,615 sq ft home captures sweeping mountain views and offers five bedrooms, a dedicated office and two wood-burning fireplaces. At its center, a beautifully appointed chef's kitchen open to the living and dining. The primary suite is a serene retreat, featuring a gas fireplace and spa-inspired bath. Enjoy spectacular sunrises and sunsets from the expansive front and back decks. A 2,071 sq ft secondary structure lives like a private mountain sanctuary, complete with four rooms, a full bath, kitchenette, and a dramatic floor-to-ceiling river rock fireplace. The great room evokes a true lodge feel, with expansive windows framing the ponderosas. Additional amenities include a saltwater pool, infrared sauna, four-stall barn and shop. Bring your animals--this 5.85-acre property is fully fenced and cross-fenced with a gated entry, all just 2.3 miles from downtown Sisters.

69550 Deer Ridge Road, Sisters

Listing courtesy of RE/MAX Key Properties.

$1,995,000

Sitting on .64 of an acre is this 10,500 sq ft industrial building in Sisters Industrial Park. This building features several offices as well as an open warehouse areas with three, 14ft roll up doors. The large warehouse area has 3 phase power.

220204754 MLS

Sitting on .64 of an acre is this 10,500 sq ft industrial building in Sisters Industrial Park. This building features several offices as well as an open warehouse areas with three, 14ft roll up doors. The large warehouse area has 3 phase power.

307 W Sisters Park Drive, Sisters

Listing courtesy of Coldwell Banker Commercial Realty.

$1,795,000

This property is not just a farm... it's a story. Located just minutes from downtown Sisters, this exceptional property features a remodeled classic farmhouse and a separate guest house with expansive Cascade Mountain views. The land includes 40 acres of 1895 water rights through Three Sisters Irrigation District, offering excellent irrigation for pasture or agricultural use. A new standalone office provides flexible workspace. Multiple outbuildings provide flexibility for storage, equipment, or animal shelter. Whether your vision includes gardens, open pasture, or a peaceful homestead, this property offers the space to create it. Interior features include tile walk-in showers, antiqued granite countertops, hardwood flooring, custom tile, and a finished basement ideal for guests or flex space. Outdoor amenities include a wraparound porch, park-like landscaping, patios, a built-in pizza oven, lighted paths, and a 1.5-acre pond with irrigation ditch. Let's make this your story.

3 Beds ⋅ 2 Baths ⋅ 220222540 MLS

This property is not just a farm... it's a story. Located just minutes from downtown Sisters, this exceptional property features a remodeled classic farmhouse and a separate guest house with expansive Cascade Mountain views. The land includes 40 acres of 1895 water rights through Three Sisters Irrigation District, offering excellent irrigation for pasture or agricultural use. A new standalone office provides flexible workspace. Multiple outbuildings provide flexibility for storage, equipment, or animal shelter. Whether your vision includes gardens, open pasture, or a peaceful homestead, this property offers the space to create it. Interior features include tile walk-in showers, antiqued granite countertops, hardwood flooring, custom tile, and a finished basement ideal for guests or flex space. Outdoor amenities include a wraparound porch, park-like landscaping, patios, a built-in pizza oven, lighted paths, and a 1.5-acre pond with irrigation ditch. Let's make this your story.

17186 Highway 126, Sisters

Listing courtesy of eXp Realty, LLC.

$1,775,000

This stunning 10 acre equestrian property is minutes from downtown Sisters. It borders BLM land with access to miles of trails and Whychus Canyon Preserve. Enjoy mountain views from nearly every room of this exceptional Craftsman home. Bedrooms include two ensuites, a third downstairs with adjacent full bath, and an upstairs bonus room for a fourth bedroom or study. The upstairs loft includes a 'cubby-hole' room - a child's dream play area. Interior finishes feature an artisan rock fireplace, hardwood floors, custom tile, and dual water heaters. View sunsets over the Cascades from the huge covered front porch with hot tub. Includes the 2774 SF home, 1675 SF shop/RV building with an additional 400 SF studio (with bathroom and kitchen), and a 1296 SF barn. Property is fully fenced and has two arenas and a serene pond. Recent improvements include new HVAC, new roof, new well, new stain, and new garage/shop doors. This exceptional property is truly one of a kind.

4 Beds ⋅ 3 Baths ⋅ 220229847 MLS

This stunning 10 acre equestrian property is minutes from downtown Sisters. It borders BLM land with access to miles of trails and Whychus Canyon Preserve. Enjoy mountain views from nearly every room of this exceptional Craftsman home. Bedrooms include two ensuites, a third downstairs with adjacent full bath, and an upstairs bonus room for a fourth bedroom or study. The upstairs loft includes a 'cubby-hole' room - a child's dream play area. Interior finishes feature an artisan rock fireplace, hardwood floors, custom tile, and dual water heaters. View sunsets over the Cascades from the huge covered front porch with hot tub. Includes the 2774 SF home, 1675 SF shop/RV building with an additional 400 SF studio (with bathroom and kitchen), and a 1296 SF barn. Property is fully fenced and has two arenas and a serene pond. Recent improvements include new HVAC, new roof, new well, new stain, and new garage/shop doors. This exceptional property is truly one of a kind.

18130 Wanona Road, Sisters

Listing courtesy of Realty First LLC.

$1,763,000

Cascade Mountain Views! Enjoy sunrises and sunsets over the snow-capped mountains from this meticulously maintained log home. New roof and refurbished logs in 2024. Private, quiet cul-de-sac bordered on three sides by protected open space, with the national forest beyond. 3,235 total SF: 2,656 SqFt Main house has 3 beds, 2.5 baths, great room, and loft, PLUS a 579 SF bonus area. Bonus area has a studio, full bath, kitchenette, and balcony: perfect for an office or crafting haven. Greenhouse with drip irrigation, sink, heat, and raised beds awaits your gardening passion. Covered parking for 5 vehicles: 3-car garage and a 2-space carport. Garage includes deck, commode, sink, storage, and 30 Amp RV port. Well pump and casing replaced in 2026, generator ready! Cascade Meadow Ranch features expansive equestrian amenities: Indoor/outdoor arenas, full-care staff, clubhouse, tennis/pickleball courts, ponds, RV/toy storage, and National Forest trail access.

3 Beds ⋅ 3 Baths ⋅ 220227351 MLS

Cascade Mountain Views! Enjoy sunrises and sunsets over the snow-capped mountains from this meticulously maintained log home. New roof and refurbished logs in 2024. Private, quiet cul-de-sac bordered on three sides by protected open space, with the national forest beyond. 3,235 total SF: 2,656 SqFt Main house has 3 beds, 2.5 baths, great room, and loft, PLUS a 579 SF bonus area. Bonus area has a studio, full bath, kitchenette, and balcony: perfect for an office or crafting haven. Greenhouse with drip irrigation, sink, heat, and raised beds awaits your gardening passion. Covered parking for 5 vehicles: 3-car garage and a 2-space carport. Garage includes deck, commode, sink, storage, and 30 Amp RV port. Well pump and casing replaced in 2026, generator ready! Cascade Meadow Ranch features expansive equestrian amenities: Indoor/outdoor arenas, full-care staff, clubhouse, tennis/pickleball courts, ponds, RV/toy storage, and National Forest trail access.

69877 California Trail, Sisters

Listing courtesy of Avenir Realty.

$1,750,000

Highly private and peaceful waterfront acreage with approximately 1200' of accessible Whychus Creek frontage located a short distance from downtown Sisters. Interior of home features: Open floor plan; Large entertainer kitchen with locally crafted Cedar cabinets, granite and black walnut counters, maple hardwood floors leading into dining and living rooms which all have unobstructed views of Whychus Creek; Primary en suite and an additional bedroom/bathroom on the main level; Three remaining bedrooms, full bathroom, large bonus room are downstairs along with large utility room. Exterior features: Huge upper and lower decks with Creek views; 3.5 irrigated acres, flat pasture for hay production; EFU zoning with low taxes and multiple possible farm uses; Feeder barn, pole barn and detached garage for all covered storage and/or farm animals; Great mixture of Ponderosa Pine trees and Aspen tree groves. Home functions as a permanent home or also has a terrific vacation rental history.

5 Beds ⋅ 3 Baths ⋅ 220223387 MLS

Highly private and peaceful waterfront acreage with approximately 1200' of accessible Whychus Creek frontage located a short distance from downtown Sisters. Interior of home features: Open floor plan; Large entertainer kitchen with locally crafted Cedar cabinets, granite and black walnut counters, maple hardwood floors leading into dining and living rooms which all have unobstructed views of Whychus Creek; Primary en suite and an additional bedroom/bathroom on the main level; Three remaining bedrooms, full bathroom, large bonus room are downstairs along with large utility room. Exterior features: Huge upper and lower decks with Creek views; 3.5 irrigated acres, flat pasture for hay production; EFU zoning with low taxes and multiple possible farm uses; Feeder barn, pole barn and detached garage for all covered storage and/or farm animals; Great mixture of Ponderosa Pine trees and Aspen tree groves. Home functions as a permanent home or also has a terrific vacation rental history.

16430 Highway 126, Sisters

Listing courtesy of Kizziar Property Co..

$1,750,000

Tucked among open farmland with sweeping mountain views, this nearly 7-acre Central Oregon property offers a rare blend of privacy, flexibility, and everyday comfort. Designed for connection and entertainment, the home features soaring vaulted ceilings, generous gathering spaces, and an easy flow for hosting inside and out. The layout lives beautifully as a single level, with the main living areas, primary suite, office, and guest bedroom all on the main floor, plus one bonus room upstairs. The attached casita features its own private entrance, creating an ideal setup for guests, extended family, a workspace, or added privacy when hosting. A spacious garage adds function, while the peaceful acreage provides room to spread out and take in the views. Additional adjacent offerings may be available separately, including up to 6+ irrigated acres and a 2+ acre fishing pond with dock (shown in photos). Please inquire with listing agents for more details.

4 Beds ⋅ 3 Baths ⋅ 220221266 MLS

Tucked among open farmland with sweeping mountain views, this nearly 7-acre Central Oregon property offers a rare blend of privacy, flexibility, and everyday comfort. Designed for connection and entertainment, the home features soaring vaulted ceilings, generous gathering spaces, and an easy flow for hosting inside and out. The layout lives beautifully as a single level, with the main living areas, primary suite, office, and guest bedroom all on the main floor, plus one bonus room upstairs. The attached casita features its own private entrance, creating an ideal setup for guests, extended family, a workspace, or added privacy when hosting. A spacious garage adds function, while the peaceful acreage provides room to spread out and take in the views. Additional adjacent offerings may be available separately, including up to 6+ irrigated acres and a 2+ acre fishing pond with dock (shown in photos). Please inquire with listing agents for more details.

71285 Holmes Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,699,000

Located on the golf course, with mountain views, this NW lodge style home is in the gated Aspen Lakes Golf Community. Soaring vaulted ceilings & expansive windows drench the interior w/natural light & showcase the stunning scenery. 3 en suite bedrooms on the main level with a large en suite bonus room, w/wet bar & full bath upstairs. Be enveloped by the exceptional craftsmanship. Featuring massive wood beams, beautiful stone fireplace, hickory floors & custom built-ins throughout. Open concept, dining area & timeless kitchen w/ eating bar & dining nook, in addition to the formal dining area.. Golf course views from most every window, designated office, extra wide hallways, enhance comfort & function. The luxury continues outside with teak, wrap around deck with covered areas, ideal for entertaining and taking in the views. Hot tub, circular drive, low maintenance landscaping, water feature and an oversize 3 car, heated garage with workshop.. all on nearly an acre of land.

3 Beds ⋅ 6 Baths ⋅ 220220342 MLS

Located on the golf course, with mountain views, this NW lodge style home is in the gated Aspen Lakes Golf Community. Soaring vaulted ceilings & expansive windows drench the interior w/natural light & showcase the stunning scenery. 3 en suite bedrooms on the main level with a large en suite bonus room, w/wet bar & full bath upstairs. Be enveloped by the exceptional craftsmanship. Featuring massive wood beams, beautiful stone fireplace, hickory floors & custom built-ins throughout. Open concept, dining area & timeless kitchen w/ eating bar & dining nook, in addition to the formal dining area.. Golf course views from most every window, designated office, extra wide hallways, enhance comfort & function. The luxury continues outside with teak, wrap around deck with covered areas, ideal for entertaining and taking in the views. Hot tub, circular drive, low maintenance landscaping, water feature and an oversize 3 car, heated garage with workshop.. all on nearly an acre of land.

16921 Lady Caroline Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,650,000

Discover a distinctive retreat on 4.85 pine-acres, where peaceful surroundings meet exceptional space. 10 minutes from downtown Sisters and less than half a mile from access to Wychuss Creek, this unique property offers you space to make your vision of Central Oregon living a reality. The 3,400-plus-square-foot home features three bedrooms, a dedicated office, and a generous upstairs bonus room. Beautiful hardwood floors, updated appliances, a fireplace and a wood stove, a walk in pantry, two bedrooms have direct access to a bath, wonderful walk in closets in the primary and a convenience to everyday living. An expansive wraparound deck offers places to relax throughout the day, with a motorized shade adding comfort to the back porch. Soak in the hot tub, enjoy the water feature, or spend an afternoon playing horseshoes and cornhole. The impressive shop building encompasses approximately 3,200 sf with additional living quarters, 4 roll up doors, office, fp, workshop and storage.

3 Beds ⋅ 3 Baths ⋅ 220228741 MLS

Discover a distinctive retreat on 4.85 pine-acres, where peaceful surroundings meet exceptional space. 10 minutes from downtown Sisters and less than half a mile from access to Wychuss Creek, this unique property offers you space to make your vision of Central Oregon living a reality. The 3,400-plus-square-foot home features three bedrooms, a dedicated office, and a generous upstairs bonus room. Beautiful hardwood floors, updated appliances, a fireplace and a wood stove, a walk in pantry, two bedrooms have direct access to a bath, wonderful walk in closets in the primary and a convenience to everyday living. An expansive wraparound deck offers places to relax throughout the day, with a motorized shade adding comfort to the back porch. Soak in the hot tub, enjoy the water feature, or spend an afternoon playing horseshoes and cornhole. The impressive shop building encompasses approximately 3,200 sf with additional living quarters, 4 roll up doors, office, fp, workshop and storage.

16515 Wren Lane, Sisters

Listing courtesy of RE/MAX Key Properties.

$1,648,000

A rare Aspen Lakes offering, combining privacy, beautiful craftsmanship, and resort-style living. Set on 1.14 acres with views of the 7th fairway, three ponds, and forest beyond, this 3,543 sq ft single-level Craftsman features TWO PRIMARY SUITES, walnut floors, and a heated 3-car garage with workshop. A stone-and-cedar-shake exterior sets the tone. Inside, vaulted tongue-and-groove ceilings, wood built-ins and a dramatic stone fireplace define the great room, opening to a covered patio with built-in BBQ, heaters, and horseshoe pit. The updated kitchen offers quartz counters, new appliances, cream cabinetry, and a large island. All 3 bedrooms are ensuite, plus a dedicated office and 3 full + 2 half baths. Turnkey with TVs, exercise equipment, patio furnishings, and surround sound. Community amenities include clubhouse, pool, hot tub, tennis, gym, restaurant and pickleball. Just minutes from downtown Sisters, with golf, nature, and the best of Central Oregon right outside your door.

3 Beds ⋅ 5 Baths ⋅ 220227407 MLS

A rare Aspen Lakes offering, combining privacy, beautiful craftsmanship, and resort-style living. Set on 1.14 acres with views of the 7th fairway, three ponds, and forest beyond, this 3,543 sq ft single-level Craftsman features TWO PRIMARY SUITES, walnut floors, and a heated 3-car garage with workshop. A stone-and-cedar-shake exterior sets the tone. Inside, vaulted tongue-and-groove ceilings, wood built-ins and a dramatic stone fireplace define the great room, opening to a covered patio with built-in BBQ, heaters, and horseshoe pit. The updated kitchen offers quartz counters, new appliances, cream cabinetry, and a large island. All 3 bedrooms are ensuite, plus a dedicated office and 3 full + 2 half baths. Turnkey with TVs, exercise equipment, patio furnishings, and surround sound. Community amenities include clubhouse, pool, hot tub, tennis, gym, restaurant and pickleball. Just minutes from downtown Sisters, with golf, nature, and the best of Central Oregon right outside your door.

17147 Caddis Court, Sisters

Listing courtesy of Coldwell Banker Mayfield Realty.

$1,645,000

8.5-acre equestrian property with mountain views and only 3 miles to town! Reverse-living home offers an open upstairs living/dining area, kitchen with gas range, new stainless appliances, island & granite counters, plus office & half bath. Downstairs includes a living area with wood-burning rock fireplace, primary suite, 2 bedrooms, full bath & laundry. The 40x72 barn has 3 stalls with automatic waterers, wash rack, tack room, hay storage & trailer parking. Sand riding arena & fenced pastures. A 30x60 garage/shop offers solar panels, bathroom, washer/dryer hookups, 2 parking spaces, dog run, rear deck & flex space for exercise or storage. Above the garage is 1,000 SF of ADU/office space with a separate entrance. Fenced property includes a medicinal garden, greenhouse, RV hookups & dump station.

3 Beds ⋅ 3 Baths ⋅ 220230308 MLS

8.5-acre equestrian property with mountain views and only 3 miles to town! Reverse-living home offers an open upstairs living/dining area, kitchen with gas range, new stainless appliances, island & granite counters, plus office & half bath. Downstairs includes a living area with wood-burning rock fireplace, primary suite, 2 bedrooms, full bath & laundry. The 40x72 barn has 3 stalls with automatic waterers, wash rack, tack room, hay storage & trailer parking. Sand riding arena & fenced pastures. A 30x60 garage/shop offers solar panels, bathroom, washer/dryer hookups, 2 parking spaces, dog run, rear deck & flex space for exercise or storage. Above the garage is 1,000 SF of ADU/office space with a separate entrance. Fenced property includes a medicinal garden, greenhouse, RV hookups & dump station.

68830 Chestnut Drive, Sisters

Listing courtesy of Invest in Bend Real Estate.

$1,599,999

Set on nearly 6 private acres just minutes from downtown Sisters, this beautiful completely remodeled cedar Lindal home blends timeless mountain character with modern luxury. Single-level living with soaring ceilings, stunning woodwork, expansive windows, loft and a brand-new propane fireplace create a warm, light-filled retreat, while the open-concept great room and fully updated kitchen are designed for gathering and entertaining. Additional upgrades include motorized smart shades, Lutron smart home & a top-of-the-line Mitsubishi heat pump. Outside, the impressive 2,300+ sq. ft. shop is a dream setup, featuring a bathroom, private office, RV hookups, car lift, and space for a 40-foot motorhome--ideal for hobbyists, entrepreneurs & adventure enthusiasts. A garden shed and additional carport provide even more storage and flexibility. Offering privacy, panoramic views, usable acreage, and an unbeatable location, this is a rare opportunity to enjoy the very best of Central Oregon living.

3 Beds ⋅ 2 Baths ⋅ 220223133 MLS

Set on nearly 6 private acres just minutes from downtown Sisters, this beautiful completely remodeled cedar Lindal home blends timeless mountain character with modern luxury. Single-level living with soaring ceilings, stunning woodwork, expansive windows, loft and a brand-new propane fireplace create a warm, light-filled retreat, while the open-concept great room and fully updated kitchen are designed for gathering and entertaining. Additional upgrades include motorized smart shades, Lutron smart home & a top-of-the-line Mitsubishi heat pump. Outside, the impressive 2,300+ sq. ft. shop is a dream setup, featuring a bathroom, private office, RV hookups, car lift, and space for a 40-foot motorhome--ideal for hobbyists, entrepreneurs & adventure enthusiasts. A garden shed and additional carport provide even more storage and flexibility. Offering privacy, panoramic views, usable acreage, and an unbeatable location, this is a rare opportunity to enjoy the very best of Central Oregon living.

69420 Crooked Horseshoe Road, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

$1,599,000

Stunning Cascade Mountain views & 9.36 acres! Power gated entry & asphalt drive leads to this amazing Sisters Estate. Cozy living room features a river rock fireplace. New kitchen boasts new cabinets, granite counters, new appliances & bar w/wine fridge. Main-level primary suite includes spa shower, soaking tub & walk-in closet. Upper-level w/2 bedrooms & fully updated bath w/new cabinets, counters, tile shower & flooring. New laundry cabinets & sink. Oversized 2-car garage has epoxy floors, metal cabinets & a guest/multi-gen living/bonus room above w/private entry & new carpet. Ideal for equestrian lovers: full perimeter fencing & electric cross-fenced pastures connect to barn paddocks & 2 matted stalls, water/power, hay storage & tack room. Back deck overlooks a beautifully landscaped pond & fountain. Detached office/exercise studio features mountain views & a private sauna. Serene country living just 10 mins to Sisters & 30 mins to Bend! True privacy with convenient urban access.

3 Beds ⋅ 4 Baths ⋅ 220227675 MLS

Stunning Cascade Mountain views & 9.36 acres! Power gated entry & asphalt drive leads to this amazing Sisters Estate. Cozy living room features a river rock fireplace. New kitchen boasts new cabinets, granite counters, new appliances & bar w/wine fridge. Main-level primary suite includes spa shower, soaking tub & walk-in closet. Upper-level w/2 bedrooms & fully updated bath w/new cabinets, counters, tile shower & flooring. New laundry cabinets & sink. Oversized 2-car garage has epoxy floors, metal cabinets & a guest/multi-gen living/bonus room above w/private entry & new carpet. Ideal for equestrian lovers: full perimeter fencing & electric cross-fenced pastures connect to barn paddocks & 2 matted stalls, water/power, hay storage & tack room. Back deck overlooks a beautifully landscaped pond & fountain. Detached office/exercise studio features mountain views & a private sauna. Serene country living just 10 mins to Sisters & 30 mins to Bend! True privacy with convenient urban access.

17660 Edmundson Road, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

$1,595,000

First time on the market! Nestled in prestigious Aspen Lakes, this custom-built home pairs breathtaking golf course and serene pond views with a thoughtfully designed layout. Main-level living is effortless here: the light-filled main floor features soaring vaulted ceilings, a dedicated office, a spacious laundry room, and an oversized 3-car garage. The open-concept kitchen flows seamlessly into the dining and great room areas, creating an inviting space for entertaining. The main level also hosts two complete bedroom suites, including a private primary retreat. Upstairs, a third ensuite bedroom and a versatile second living area offer ideal privacy for guests or extended family. Step outside to the covered paver patio--complete with a built-in BBQ--to enjoy outdoor dining with exceptional views. Conveniently located just steps from the community pool, fitness center, and pickleball/tennis courts, this beautiful home is ready for its next chapter.

3 Beds ⋅ 4 Baths ⋅ 220229530 MLS

First time on the market! Nestled in prestigious Aspen Lakes, this custom-built home pairs breathtaking golf course and serene pond views with a thoughtfully designed layout. Main-level living is effortless here: the light-filled main floor features soaring vaulted ceilings, a dedicated office, a spacious laundry room, and an oversized 3-car garage. The open-concept kitchen flows seamlessly into the dining and great room areas, creating an inviting space for entertaining. The main level also hosts two complete bedroom suites, including a private primary retreat. Upstairs, a third ensuite bedroom and a versatile second living area offer ideal privacy for guests or extended family. Step outside to the covered paver patio--complete with a built-in BBQ--to enjoy outdoor dining with exceptional views. Conveniently located just steps from the community pool, fitness center, and pickleball/tennis courts, this beautiful home is ready for its next chapter.

17111 Lady Caroline Drive, Sisters

Listing courtesy of Ponderosa Properties.

$1,595,000

Indian Ford Meadows is less than three miles from Sisters, a six-minute drive, This property is right on the national forest boundary. Nearly 1,000 feet of fence line runs that edge, so you can ride or hike thousands of acres straight from the gate. Two neighbors share the cul-de-sac. It's quiet here. The double-sawn log home sits on flat, cross-fenced acreage built for equestrian use. Three stalls with runouts, two pastures, a feed shed, and a 60-foot round pen. Renovated in 2022, enjoy heated herringbone tile floors, quartz counters, sage green cabinets with brass pulls, KitchenAid appliances, breakfast bar, corner eating nook. Primary suite over 18 feet square, vaulted ceilings, ductless heat pump, pedestal tub, dual vanities. Second primary suite upstairs, another bedroom and bath. Basement prepped for full finish. Three-car garage, nearly double deep, 40-foot RV garage with roll-up door, mud room, tankless water heater. One-bed ADU and detached studio, both steps from main house.

5 Beds ⋅ 5 Baths ⋅ 220223702 MLS

Indian Ford Meadows is less than three miles from Sisters, a six-minute drive, This property is right on the national forest boundary. Nearly 1,000 feet of fence line runs that edge, so you can ride or hike thousands of acres straight from the gate. Two neighbors share the cul-de-sac. It's quiet here. The double-sawn log home sits on flat, cross-fenced acreage built for equestrian use. Three stalls with runouts, two pastures, a feed shed, and a 60-foot round pen. Renovated in 2022, enjoy heated herringbone tile floors, quartz counters, sage green cabinets with brass pulls, KitchenAid appliances, breakfast bar, corner eating nook. Primary suite over 18 feet square, vaulted ceilings, ductless heat pump, pedestal tub, dual vanities. Second primary suite upstairs, another bedroom and bath. Basement prepped for full finish. Three-car garage, nearly double deep, 40-foot RV garage with roll-up door, mud room, tankless water heater. One-bed ADU and detached studio, both steps from main house.

69566 Paint Brush Lane, Sisters

Listing courtesy of Central Oregon Realty Group.

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