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3028 NW Underhill Place, Bend
$1,349,900
4 Beds ⋅ 3 Baths ⋅ 220228566 MLS
Fabulous value! Tucked away on a beautiful .85-acre lot, this special Awbrey Glen home feels like a private retreat in the heart of Bend. The main living areas embrace the peaceful, park-like setting. Start your mornings with coffee in the sunny kitchen nook or step onto the expansive newer Trex deck, perfect for summer gatherings and cozy evenings around the fire pit, with gas hookups for patio heaters. The spacious kitchen is made for gathering with a huge breakfast-bar island, dry bar and pantry. With 4 bedrooms, a bonus room, wine cellar and large mudroom, there's space to live, work and unwind. A separate enclosed area for your dog and is wired for a hot tub. Fabulous amenities feature park, pool, trails and tennis courts, plus option to join Awbrey Glen Golf Club. With access to the Deschutes River Trail and just minutes from shops and restaurants, this is Bend living at its best!

3028 NW Underhill Place, Bend

Listing courtesy of Engel & Voelkers Bend.

1106 NW Kendrick Place 298 Unit 298, Bend
$1,349,900
3 Beds ⋅ 2 Baths ⋅ 220228350 MLS
Welcome to a beautifully crafted Salvesen Home in Discovery West, where timeless Northwest character meets effortless modern living. This thoughtfully designed 3-bedroom, 2-bath residence offers 1,614 square feet of inviting single-level living, with an open kitchen, dining, and living area at its heart. Abundant windows bring in natural light, while the covered patio extends the living space outdoors for year-round enjoyment. The private primary suite is complemented by two additional bedrooms, a dedicated laundry room, generous storage, and a 2-car garage. Outside, a welcoming covered front porch and landscaped setting create exceptional curb appeal. With its distinctive gabled architecture, warm natural materials, and thoughtful details throughout, this Salvesen Home captures the best of Discovery West living.

1106 NW Kendrick Place 298 Unit 298, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

53690 Central Way, La Pine
$1,349,000
3 Beds ⋅ 3 Baths ⋅ 220229415 MLS
Welcome to a truly exceptional estate where luxury living, outdoor entertaining, and serious RV/toy storage come together on 2 private, mature pine-covered acres. This is not your typical barndominium. This is a one off, sophisticated modern architectural masterpiece. No expense spared, no detail overlooked. Designed around an expansive open-concept, soaring vaults, an upper-level loft/family room, a cozy natural wood-burning stove. Chef's inspired kitchen, equipped w/LG signature applcs, oversized island-finished with striking slab granite counters, rich Knotty Alder cabinetry, walk-in pantry, full wet bar and a pool table-perfectly designed for both everyday living and entertaining. And then the living space continues outdoors to an enormous vaulted, open-beam covered outdoor living area, creating an impressive extension of the main living area. Gather around the fire pit, enjoy a game on the big screen, or simply take in the peaceful pine setting. Stake your Central OR claim today!

53690 Central Way, La Pine

Listing courtesy of Ninebark Real Estate.

18203 Fadjur Lane, Sisters
$1,349,000
4 Beds ⋅ 3 Baths ⋅ 220223207 MLS
Enjoy unobstructed views of the Three Sisters and surrounding mountains year-round from the dining and living rooms + the Primary Suite. Towering vaults in the living room make extra space for abundant windows to take in afternoon light and views. Outside, the yard is irrigated and there are 3.5 acres of deeded aquifer irrigation rights, which means no limits on water usage (very useful in dry years like this one). The four-stall barn has water, power, feed and tack rooms. A machine shed lives just across the way from there. The home is down a paved + gated driveway for added privacy and quiet. It's a rare combination of one-level living, equestrian opportunity, and unparalleled views.

18203 Fadjur Lane, Sisters

Listing courtesy of Keller Williams Realty Portland Elite.

2447 Osprey Drive, Redmond
$1,349,000
3 Beds ⋅ 3 Baths ⋅ 220208190 MLS
Stunning brand new single-level home located in one of Eagle Crest's exclusive gated communities. This custom-built home showcases soaring vaulted ceilings that flood the space with natural light. Expansive gourmet kitchen anchored by a large natural stone quartzite island complete with a wine fridge. The primary suite features a free-standing soaking tub, separate walk-in shower, and spacious walk-in closet. Two guest rooms; one with en-suite bathroom, additional full bath, and a dedicated office for work-from-home convenience. The expansive laundry room comes complete with a premium washer and dryer. The private covered cobblestone patio features a custom fire pit overlooking the 12th tee of the Resort Course. The exterior blends composition and metal roofing with cultured stone and hand-applied stucco accents. The oversized triple car garage with 9ft doors includes an electric vehicle charger to complete this luxury home. Enjoy the Platinum golf membership that is included!

2447 Osprey Drive, Redmond

Listing courtesy of Eagle Crest Properties Inc.

3500 NW Ivancovich Way, Redmond
$1,325,000
4 Beds ⋅ 4 Baths ⋅ 220227029 MLS
9.36 usable acres in Redmond with a versatile mix of structures rarely found together: a detached shop with a heated workshop and lean-to, guest cottage, office, interior Laundry room, RV cover with a lean-to, a 10ft and 20-ft storage container, an insulated shed with electricity, 2- 500 gallon propane tanks, 1- 120 gallon propane tank, all served by an electronic gated entry and paved drive. The 2,321 sq ft main home has been extensively updated (2009-2012 remodel) and backed by brand-new roof, well, and HVAC systems within the last year. Not to mention a generator hookup keeps critical systems powered during outages, 50x50 garden plot, garden beds, greenhouse, and multiple fruit trees. Just minutes to town yet worlds away in privacy. This property is ideal for hobby farming, multigenerational living, or simply maximizing space and self-sufficiency. Whether you're seeking room to roam, space to build, or a true Central Oregon sanctuary, this property delivers.

3500 NW Ivancovich Way, Redmond

Listing courtesy of eXp Realty, LLC.

12140 Clovis Drive, Klamath Falls
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 220226517 MLS
Horse property with spectacular views. Custom home with panoramic views of the Klamath Basin and Mt Shasta. 3 total bedrooms 2 master suites, central vacuum, tile floors throughout, and a complete remodel in 2025. Remodel includes new kitchen/appliance, office, game room, laundry room, wine storage, second master and ensuite and both upstairs bathrooms. Brand new front yard landscaping with inground sprinklers completed by Alder Landscaping. Outside you can enjoy the beautiful views on a wraparound deck overlooking the barns and indoor arena. There is a 1400 SF detached garage and a separate one car garage to store your tractor. Enjoy your own diesel tank to gas up your own vehicles. The arena is 9380 SF under roof with additional outside arena area. The arena has lighting for evening use and hot water in the main barn. New 10 stall barn was constructed in 2022 making a total of 15 stalls. New barn has water and electricity. Listing agent has an ownership interest in property

12140 Clovis Drive, Klamath Falls

Listing courtesy of Lester Realty, Inc..

4048 Fieldbrook Avenue, Medford
$1,325,000
4 Beds ⋅ 5 Baths ⋅ 220224451 MLS
Nestled in the coveted Summerfield Subdivision, this 2019 Mahar Homes build was designed for the way people actually live. Ten-foot ceilings and hardwood floors set a warm, elevated tone from the start. The kitchen is a showstopper with white cabinetry, Blue Star appliances, quartz counters, a walk-in pantry, and a stacked stone fireplace anchoring the great room. Multiple flexible spaces adapt as a playroom, media room, sitting room, office, or formal dining, alongside a built-in office, music room, home gym, and mud room. All bedrooms are upstairs, including a bonus room ready to become a fifth bedroom. The primary suite offers a spa-inspired bath and expansive closet, while a second en suite bedroom provides ideal guest privacy. Outside, a gunite pool and built-in hot tub anchor the backyard, complemented by a heated outdoor kitchen and a poolside half bath. Built to Earth Advantage Platinum standards and topped with a 50-year roof, this home was built to last, inside and out.

4048 Fieldbrook Avenue, Medford

Listing courtesy of John L Scott Ashland.

691 NW Yosemite Drive, Bend
$1,325,000
3 Beds ⋅ 2 Baths ⋅ 220220675 MLS
Your NW Bend lifestyle starts here! Tucked into a peaceful, tree-lined setting across from open green space, this beautifully designed single-level home offers the privacy, comfort, and effortless living buyers are looking for. At the heart of the home is a sun-filled private courtyard--an inviting space to enjoy morning coffee, gather with friends, or unwind at the end of the day. Inside, natural light fills the open kitchen, dining, and living spaces, featuring custom built-ins, a cozy gas fireplace, and stylish finishes. The private primary suite offers vaulted ceilings, courtyard access, and a spa-inspired ensuite. With River's Edge Golf Course, access to Bend River Trail and park, and downtown Bend just minutes away, this is truly lock-and-leave living at its best. A rare opportunity to enjoy single-level living, exceptional privacy, and a coveted NW Bend location--come see why this one feels like home.

691 NW Yosemite Drive, Bend

Listing courtesy of Cascade Hasson SIR.

2544 NW Sacagawea Lane, Bend
$1,310,000
3 Beds ⋅ 2 Baths ⋅ 220229861 MLS
Stunningly transformed, this single-level Northwest Crossing home has been extensively renovated from top to bottom with a fresh, modern design. The open-concept kitchen, dining and great room create an ideal space for living and entertaining, with easy flow from inside to out. Thoughtfully designed with the primary bedroom separated from guest bedrooms. Improvements go well beyond the finishes, including major electrical and plumbing updates, new drywall and flooring, redesigned kitchen with new cabinetry, countertops and appliances, recessed lighting, custom built-ins, remodeled bathrooms with custom shower, redesigned fireplace and new roof. Ideally situated on a corner lot with mature landscaping and green space directly across the street. No HOA, ADU potential and a side yard offering additional possibilities. A truly turnkey home, minutes from restaurants, shopping, schools and downtown Bend.

2544 NW Sacagawea Lane, Bend

Listing courtesy of Engel & Voelkers Bend.

345 NE Knickerbocker Lane, Redmond
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 220227994 MLS
Experience Unparalleled Luxury in this Masterfully Crafted Custom Log Estate. Nestled on 5 private acres in the highly desired Equestrian Meadows, this NEWLY REMODELED, lightly lived in, immaculately kept sanctuary pairs rustic architectural charm with extreme high-end modern comforts. The breathtaking open floor plan shines under luminous skylights, anchoring a premium Chef's kitchen and an expansive great room with an inviting stone fireplace. The entire second story functions as an elite primary retreat, boasting a versatile loft, walk-in tile shower, and two private viewing decks. Premium luxury finishes throughout the home, every room succeeds to impress! Outside, a wrapping deck features an in-deck hot tub overlooking 5 irrigated acres, a tranquil pond, and panoramic views of Smith Rock and the stunning Cascade Mountain Range. The tidy, detached garage is nearly new from the inside out, and the grounds of this property are manicured to be a private, serene, Central Oregon Oasis!

345 NE Knickerbocker Lane, Redmond

Listing courtesy of Jeff Larkin Realty.

688 Worthington Road, Eagle Point
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 220227181 MLS
Exceptional 53+ acre Southern Oregon property offering privacy, productivity, and an incredible rural lifestyle just minutes from downtown Eagle Point. The centerpiece is a gorgeous timber-framed home featuring 4 bedrooms, 3 bathrooms, beautiful craftsmanship, and stunning views. Approx. 29 irrigated acres of level pasture ground are complemented by an established irrigation setup, making the property ideal for livestock, hay, or agricultural use. Enjoy approximately 2,000 feet of creek frontage, a large pond, abundant wildlife, and peaceful surroundings. A huge shop provides outstanding space for equipment, storage, or projects. The property includes a second parcel, creating exciting possibilities for multi-generational living or future development. Zoned EFU and conveniently located close to Eagle Point amenities and approximately 30 min. from the Medford airport, this remarkable property combines usable acreage, water, improvements, scenery, and accessibility in one package.

688 Worthington Road, Eagle Point

Listing courtesy of Cascade Hasson Sotheby's International Realty.

54641 Silver Fox Drive, Bend
$1,300,000
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.

25887 SE Weberg Road, Paulina
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 220220089 MLS
316+ ac. of pristine ranchland offering peace, seclusion, & outstanding hunting. Spacious 4 bed, 2.5 bath ranch home w/ basement providing hunters or guest their own quarters - complete w/ kitchen, bathroom, & separate entrance. Newer HVAC system & fireplaces in LR & primary bedroom provide a cozy atmosphere. Covered wrap around porch provides areas to enjoy the views in every direction. The updated home captures sweeping Suplee views. Old Suplee post office still stands in the front yard. Fully fenced w/ natural springs & catch ponds for livestock & wildlife. Nearly 3,000 sqft shop feat. walk-in cooler, ideal for ranch operations or game processing. Whether you envision a family legacy property, recreational getaway, or working ranch, this land delivers the best of C.O.'s rural lifestyle. Located in the Silvies Unit, well known for trophy buck & bulls. LOP tags possible for 2 ea- elk & deer - verify w/ ODFW. 1.5 hr SE of Prineville, 10 min to timber, 18 Mi to Delintment Lake

25887 SE Weberg Road, Paulina

Listing courtesy of Coldwell Banker Sun Country.

16611 Wilt Road, Sisters
$1,300,000
3 Beds ⋅ 5 Baths ⋅ 220218973 MLS
Escape to a serene retreat nestled among the pines, just minutes from downtown Sisters. This nearly new modern farmhouse sits on a fully fenced, gated property that features a detached office or art studio with a full bath, plus a spacious 2,400 sqft pole barn with 12' RV doors for endless utility. Inside, the light-filled home showcases vaulted tongue-and-groove ceilings, a dramatic stone fireplace, beautiful hardwood floors and an open-concept layout anchored by a gourmet kitchen. Designed for ease, all bedrooms are on the main level, including a private primary suite wing with a spa-inspired bath, heated tile floors and soaking tub. Guest bedrooms share a thoughtfully designed ensuite with separate vanity rooms. Upstairs, a versatile bonus room with a half bath is perfect for recreation or a bunk room. Expansive covered and open patios invite year-round outdoor living. With space for horses and nearby access to Deschutes National Forest, this is Central Oregon living at its finest!

16611 Wilt Road, Sisters

Listing courtesy of Knightsbridge International.

11251 Crystal Springs Road, Klamath Falls
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 220195063 MLS
BRAND NEW ROOF, exterior paint & well pump!! Featuring over 15 lush acres of pristine land right on the river, pasture ground, an arena, barn with stalls and tack rooms... The home is magnificent from top to bottom; birch hardwood floors, hickory cabinets, fresh LED lighting throughout, there is even a bonus room, loft and office in addition to the 4 bedrooms. Create your own private oasis on this ranch with potential for horse enthusiasts, farming, bird hunting, lease out the farm ground, running some cattle or even 4-H & FFA projects. This property is fully set up! Enjoy the A water irrigation with all irrigation equipment is included. There is also a 30x34' shop with additional storage rooms added on. This property is unique in every way, take advantage of this rare opportunity to own a slice of heaven.

11251 Crystal Springs Road, Klamath Falls

Listing courtesy of Roots Real Estate Collective LLC..

36141 David Street, Chiloquin
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 220182846 MLS
Motivated Seller! Major Price Reduction! 122 Acres! Gorgeous Pines & Amazing Views! 3 Bedroom 2 Bath Home Featuring Granite Countertops, Knotty Alder Cabinets, Stainless Steel Appliances, Hardy Board Siding, Trex Decking, Huge 3200 sq. ft. Shop with 3 RV Doors, Green House, Covered Dog Kennel, Chicken Coop & Fenced Garden Area. Great Location! Minutes From your Front Door to Agency Lake, Wood River Wetlands, Williamson River and Crater Lake National Park. Owner Carry Terms Available!

36141 David Street, Chiloquin

Listing courtesy of Rookstool Moden Realty Llc.

2767 NW Champion Circle, Bend
$1,299,999
3 Beds ⋅ 3 Baths ⋅ 220223194 MLS
Nestled in Awbrey Glen, this updated single-level home presents a blend of warmth and sophistication. The heart of the home is a spacious great room that seamlessly transitions into a well-appointed kitchen that includes new built-in refrigerator, appliance/coffee cabinet, and butler's pantry with additional storage. Directly off the informal dining area is an expansive covered deck overlooking the trees and golf course which lend to easy entertaining and indoor/outdoor living. The serene primary suite invites a private escape with access to a patio, perfect for quiet mornings. This home boasts two additional guest rooms, one of which is currently configured as an office, offering views of the tranquil front yard. A generous mudroom/laundry room is located off the 2-car garage. With its thoughtful layout and high-quality finishes, this home exemplifies peaceful, luxury living on 0.28 acres in one of Bend's most sought-after golf course communities.

2767 NW Champion Circle, Bend

Listing courtesy of Oregon First.

2279 NW Putnam Road, Bend
$1,299,999
3 Beds ⋅ 4 Baths ⋅ 220215075 MLS
Imagine coming home to something truly unexpected: in NW Bend's Awbrey Glen neighborhood, this Spanish-influenced retreat is beautiful, distinctive, and wonderfully low-maintenance--set on 1.15 private acres of native, Firewise landscaping that asks little in return. Inside, warm hardwood floors, hand-set tile, and soaring ceilings give the home real presence. The main level is thoughtfully designed around dual soundproofed primary suites--the ultimate setup for partners with different sleep schedules, night owls, or those prioritizing uncompromised rest without sacrificing proximity. A main-floor den/office adapts easily as an additional bedroom, while a lower-level guest suite or bonus room offers separate space for visiting family. An oversized three-car garage with workshop adds even more versatility. Just minutes from Northwest Crossing, trails, and downtown Bend, this is character meets effortless living--a true lock-and-leave sanctuary for anyone ready for something different.

2279 NW Putnam Road, Bend

Listing courtesy of Cascade Hasson SIR.

2664 NW Skyline Ranch Road Lot 59 Unit Lot 59, Bend
$1,299,900
3 Beds ⋅ 3 Baths ⋅ 220229184 MLS
Thoughtfully designed for effortless single-level living, this MCD Builders home pairs refined architecture with a natural, understated palette in Bend's Talline neighborhood. Sunlit interiors pair wide-plank white oak flooring, 10-foot ceilings throughout, 8-foot doors, designer tile and a refined palette of natural textures. At the heart of the home, a beautifully appointed kitchen layers quartz surfaces, custom cabinetry with gold hardware, under-cabinet lighting and Monogram appliances into a space that feels both elevated and inviting. Living and dining spaces flow naturally together, while large sliding doors from the living room, dining room and primary suite open to a private covered patio, extending daily life outdoors. With a second en-suite bedroom and every space on one level, this home offers an uncommon combination of ease, design and livability. The 3-car garage provides generous room for gear and toys. Close to Shevlin Park, Discovery Park, The Grove and a future park.

2664 NW Skyline Ranch Road Lot 59 Unit Lot 59, Bend

Listing courtesy of eXp Realty, LLC.

7695 N Applegate Road, Grants Pass
$1,299,900
3 Beds ⋅ 3 Baths ⋅ 220228580 MLS
Your wine country dream starts here. In the heart of Southern Oregon's Applegate Valley, this riverfront retreat is where morning coffee comes with the sound of the river and evenings call for a glass of wine by the water. Picture dinner on the riverbank, fruit picked from your own trees and a life you don't need a vacation from. Existing grapes, a greenhouse and a high-producing well invite you to explore your boutique vineyard or future winery vision. The Applegate River runs through the property, bringing the beauty of wine country right to your backyard. The immaculate 2,845-sq-ft home features 3 bedrooms, 3 bathrooms, a cozy fireplace, newer A/C and brand-new kitchen appliances. Six garage spaces, a shop, recording studio, barn and stable offer room for your passions and possibilities. A filtration system and new generator complete the setting. Pour a glass, pull up a chair and imagine calling this home. See attached Amenities list for additional property details.

7695 N Applegate Road, Grants Pass

Listing courtesy of Century 21 JC Jones American Dream.

2621 NW Sky Vista Court, Bend
$1,299,900
4 Beds ⋅ 3 Baths ⋅ 220227658 MLS
Perched in the popular Marken Summit neighborhood on Bend's Westside! This home has a classic & contemporary style with high end finishes. The open great room floor plan has tall ceilings, large picture windows, an inviting fireplace and opens to a large covered deck that is ideal for entertaining 12 months a year. The impressive kitchen features custom cabinets, slab quartz countertops, stainless appliances, tons of storage and a large walk-in pantry/dry bar. There are four bedrooms upstairs including an impressive primary suite with large closet, full tiled shower and double vanities. 4th bedroom could also serve as a large bonus room. For those who work from home or need room for guest overflow there is an office adjacent to a half-bath on the main level. The cul-de-sac brings the community together, while the fully fenced back yard is a private oasis with beautiful paver patio, green grass and a hot tub & sauna area. Earth Advantage Certified & built by Stone Bridge Homes NW.

2621 NW Sky Vista Court, Bend

Listing courtesy of Varsity Real Estate.

931 Hogan Road, Jacksonville
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 220228041 MLS
Private Applegate Valley farmstead on 14.13 EFU acres with two homes, water rights and a new barn. The light-filled 2,382 sq. ft. main residence features a chef's kitchen with breakfast nook, formal dining room, living room with stone fireplace, 9-foot ceilings and a covered porch overlooking English gardens, pond and pastures. The spacious primary suite includes a walk-in closet and double shower with garden views. A separate 1,188 sq. ft. cottage offers an upstairs bedroom, covered porch and private patio--ideal for guests, multigenerational living, a studio or home office. Property features include a new 36x48 barn/shop with concrete slab, Hardie Board siding and metal roof; two historic barns; fenced pasture; two wells; two water-right certificates; Generac generator; and Starlink internet. Sweeping Applegate Valley and BLM mountain views near wineries, river recreation and trails. About 20 minutes to Jacksonville or Grants Pass and 45 minutes to the Medford airport.

931 Hogan Road, Jacksonville

Listing courtesy of Realty Net of Central Oregon.

2918 NW Century, Prineville
$1,299,000
3 Beds ⋅ 3 Baths ⋅ 220226981 MLS
Perched to capture sweeping Crooked River valley and dramatic cliff views, this 3 bed, 2.5 bath, 3,023 sq ft mountain modern retreat blends rugged elegance with everyday comfort on 5 pristine high-desert acres. The main-level primary suite, open living, rough sawn wood floors, granite counters, and double ovens make this home functional and beautiful; while vaulted lines and abundant windows frame views from nearly every room. Outside is a spacious patio with built-in outdoor kitchen, ideal for entertaining against the valley backdrop. A fenced yard around the developed area keep deer out, protecting your landscaping while leaving the rest of the acreage open, but trimmed up for fire protection. An attached garage adds everyday convenience, and the detached 1,712 sq. ft. heated 3-bay shop is a rare find. 1 bay has 12 ft. door x 40 ft. deep, ideal for RV, boat, or equipment, plus, a heated office and half bath. A true blend of privacy, view, and versatility. This one is a must see!

2918 NW Century, Prineville

Listing courtesy of Duke Warner Realty ERA Powered.

808 Pompadour Drive, Ashland
$1,299,000
5 Beds ⋅ 6 Baths ⋅ 220225703 MLS
Live the Southern Oregon Dream! Welcome to an extraordinary Ashland estate where breathtaking views of Mount Ashland, the Cascades, downtown Ashland, and surrounding vineyards create a spectacular backdrop. Nestled behind a private gated entrance on 5 acres, 1.6 TID irrigated, this custom-built 5 bedroom, 6 bath home offers luxury, privacy, and versatility. Whether you're seeking a peaceful retreat, a multigenerational home, or space to operate a home-based business, this property adapts to your lifestyle. The thoughtfully designed floor plan features TWO private suites with their own entrance, ideal for extended family, a professional office, or creative studio. Garden beds, fruit trees, space for horses, animals, a 28 GPM well, RV hookups w/220, abundant parking, just minutes from the Shakespeare Festival, galleries, wineries and award-winning restaurants. You'll enjoy the best of country living without sacrificing convenience. Luxury. Privacy. Self-sufficiency. Endless possibilities

808 Pompadour Drive, Ashland

Listing courtesy of Gateway Real Estate.

13800 Balsam Root, Sisters
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 220223615 MLS
If you've been waiting for the right Black Butte Ranch opportunity, this is it. Set on nearly half an acre, this fully furnished 3,482 sq ft retreat offers 4 bedrooms, 3 baths, multiple gathering spaces, soaring wood ceilings, exposed beams, and a stunning stone fireplace that has anchored decades of memories. Beautifully preserved with authentic Northwest character, it is ready to enjoy the day you close while leaving room to make it your own over time. Major investments are already complete, including a newer roof and a brand new $61,000 composite wraparound deck built for years of gathering under the pines. Imagine mornings with coffee on the deck, afternoons playing pickleball, golfing, or biking the trails, relaxing by the pool, evenings around the fireplace, and weekends spent making memories. Whether you're creating your own mountain retreat or taking advantage of Black Butte Ranch's full service rental program, this is the kind of place people return to year after year.

13800 Balsam Root, Sisters

Listing courtesy of Real Broker.

21837 Repine Drive, Bend
$1,299,000
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.

16923 Royal Coachman Drive, Sisters
$1,299,000
4 Beds ⋅ 5 Baths ⋅ 220219628 MLS
Experience refined living in this one-owner Johannesen custom home, nestled on a private 1.25-acre lot within the gated Aspen Lakes golf community. This versatile single-level estate features a chef's kitchen equipped with dual Fisher Paykel dishwashers, a warming drawer, & instant hot water. Unwind in the great room by the wood-burning fireplace or retreat to the primary suite, which offers dual walk-in closets, separate vanities, & a jetted tub. The home is designed for flexibility, offering a dedicated office, an upstairs bonus room with a King Murphy bed, & a 39x20 flex room ideal for a studio or suite. For those who value utility, the property includes a heated 1,000 sq. ft. garage with custom cabinets, a workbench, & a golf cart bay. Outside, enjoy an expansive mahogany deck & an oversized Sundance hot tub amidst lush landscaping. Modern comforts include a Vyanet security system, central vacuum, & dual HVAC. This is a rare opportunity for elegant, effortless living in Sisters!

16923 Royal Coachman Drive, Sisters

Listing courtesy of Ponderosa Properties.

33817 Gage Road, Mitchell
$1,299,000
3 Beds ⋅ 3 Baths ⋅ 220202921 MLS
Don't miss this rare opportunity in Mitchell! 217.52 acres across 3 parcels with a well-maintained home, 25 irrigated acres, 2 ponds stocked with bass and crappie, 2 developed springs, and Bridge Creek running through. Enjoy expansive views, a wrap-around deck with covered eating area, manicured landscaping, and tree-lined drive. Recent upgrades include new HVAC and generator-ready wiring. Features include a 2-car garage with shop, 50x60 shop, equipment shed, hay barn, loafing sheds, chicken coop, fuel tanks, greenhouse, and a covered bridge. Also includes a versatile 400 sq ft underground structure with off-grid power (solar, wind, propane), 1,000-gallon water storage, and huge potential for storage, recreation, or ADU-style use.

33817 Gage Road, Mitchell

Listing courtesy of Cascade Hasson SIR.

61212 Gorge View Street, Bend
$1,297,000
5 Beds ⋅ 3 Baths ⋅ 220224092 MLS
''Mountain River Estates'' A Jess Alway Subdivision 19 Extraordinary Homes! Gorgeous 5 bdrm, 2.5 bath Custom Built Home with 2 wood burning Gas Fireplaces & 3 Car Garage! Beautiful Hardwood floors throughout main floor! Stunning Huge Great Room w/floor to ceiling Brick Fireplace! Gourmet Kitchen with Massive Chiseled Granite Counters! Brick Barrel Ceiling! Stainless Steel Subzero & 6 Burner Gas Stove! Primary Bdrm main floor with King Bed! Upstairs 3 Bdrms with King Bds & children's bdrm. LB is owner. Photos over 1yr old.

61212 Gorge View Street, Bend

Listing courtesy of Coldwell Banker Mountain West Real Estate, Inc..

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