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$849,900
5 Beds 3 Baths 220220722 MLS
Step into Bend history with this iconic original ski house of Olaf Skjersaa - a true legacy property rooted in the spirit of Central Oregon's outdoor culture. Thoughtfully preserved and updated, this one-of-a-kind home blends timeless alpine charm with modern livability. Warm wood tones, inviting gathering spaces, and vintage character details pay homage to its storied past, while functional updates make it perfectly suited for today's lifestyle. Ideally located just minutes from downtown Bend, Mount Bachelor, and the Deschutes River, this home offers unmatched access to the very adventures that inspired its original owner. Whether you're looking for a primary residence, a mountain retreat, or a piece of Bend's heritage, this is a rare opportunity to own a home that truly tells a story.

714 NE 10th Street, Bend

Listing courtesy of eXp Realty, LLC.

$425,000
3 Beds 2 Baths 220220718 MLS
Welcome to your private sanctuary just south of Sunriver. A charming path leads through a tranquil English garden to this inviting home, where a covered porch offers year-round outdoor enjoyment. Inside, the chef's kitchen is designed for both function and inspiration, flowing into a light-filled, airy great room. The primary suite features a spa-like bath with heated floors, a jetted tub, and a walk-in shower. Two additional bedrooms plus a versatile bonus flex space and expanded mudroom provide flexibility for living and guests. Outside, enjoy two storage areas. Ideally located near Anns Butte with easy access to the National Forest and nearby private river access--this is a must-see. Schedule your showing today.

16878 Jacinto Road, Bend

Listing courtesy of Sunriver Realty.

$950,000
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.

$1,695,000
3 Beds 4 Baths 220220685 MLS
A custom built home with wonderful views of Fireglass Lake, this home is special! A spacious open floor plan with thoughtful detail throughout. The home features a vaulted entry, wood beams, and a natural stone fireplace. A spacious primary bedroom complete with fireplace and a large beautiful primary bathroom with heated floor. A second ensuite bedroom and bath are also on the main level. Second floor contains bonus space perfect for a craft room, game area or additional beds. A third bedroom & bathroom, closet and built in bookcase complete the second level. An entertainers dream kitchen features high end appliances with a large island/counter space. A large paver back patio overlooking Fireglass lake is a wonderful spot to enjoy all the seasons! The large oversized 3 car garage has been updated with epoxy flooring, built in cabinets and two lift systems for overhead storage above cars. Exterior painted Summer 2023. This home has been meticulously cared for and it shows.

56328 Fireglass Loop, Bend

Listing courtesy of Sunriver Realty.

$1,375,000
3 Beds 2 Baths 220220675 MLS
Luxury, low-maintenance living in one of NW Bend's most desirable neighborhoods--all under $1.4M! Tucked into a peaceful, tree-lined setting across from open green space, this beautifully designed single-level home is centered around a private, sun-filled courtyard that creates seamless indoor-outdoor living. The open kitchen, dining, and living areas are filled with natural light and feature custom built-ins, a cozy gas fireplace, and a stylish tile backsplash. The private primary suite offers vaulted ceilings, direct courtyard access, and a spa-inspired ensuite. Whether you're entertaining guests or enjoying a quiet morning coffee, the courtyard is the heart of the home. Just minutes from River's Edge Golf Course, trails, parks, dining, and downtown Bend, this lock-and-leave property offers the perfect blend of comfort, style, and convenience. Rarely does a home combine single-level living, privacy, and such an exceptional NW Bend location at this price point.

691 NW Yosemite Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$479,000
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.

$1,299,000
4 Beds 4 Baths 220220611 MLS
Welcome to one of Tetherow's rare Ponderosa floor plans, ideally located on the upper plateau near the owners' pool and resort amenities. Enhanced with a numerous upgrades, this mountain-modern home offers 4 bedrooms, a large bonus/media room, and exceptional flexibility. The open-concept design features a spacious great room flowing into a gourmet kitchen with a large island and walk-in pantry, perfect for everyday living and entertaining. A main-level bedroom, full bath, and laundry create true single-level living options. Upstairs, you'll find three additional bedrooms, including a spacious primary suite and two full baths. Outdoor living includes a large patio with view, water features, and gas, plus a two-car garage ready for Central Oregon adventures. Enjoy convenient access to Mt. Bachelor, trails, golf, dining, and shopping. Seller is a licensed Oregon real estate broker. Social Membership participation required; membership purchased separately. Golf Membership available.

61311 McRoberts Lane, Bend

Listing courtesy of Engel & Voelkers Bend.

$269,000
1 Beds 1 Baths 220220588 MLS
Resort-style 1 bed / 1 bath condo at Seventh Mountain Resort offering flexible use as full-time residence, long-term stay, or short-term rental potential. Second-floor location in quiet Building 5 with superior unobstructed view. This 672 sq ft unit features an open living area with fireplace. Covered balcony faces beautiful view of forest and natural surroundings. Clean and ready for your personalization. Seventh Mountain Resort offers many amenities: heated year-round pools, jacuzzis, fitness center, tennis and pickleball courts, disc golf, trails, on-site restaurant/bar, and RV/boat parking. HOA includes all utilities. Closest lodging to Mt. Bachelor and just 10 minutes to downtown Bend. Strong appeal for outdoor lifestyle, second-home use, or investment potential.

18575 SW Century Drive 522 Unit 522, Bend

Listing courtesy of Congress Realty.

$1,750,000
3 Beds 3 Baths 220220551 MLS
Finished to an uncompromising standard, this thoughtfully designed PWN Mid-Century Modern home in Bend's Discovery West offers exceptional craftsmanship & intentional living in one of the most desirable locations. In pristine condition, it features floor-to-ceiling windows, vaulted ceilings & abundant natural light. Open-concept layout centers around a private west-facing courtyard, creating seamless indoor-outdoor living. Hardwood floors throughout, floating staircase & unique design that wraps around the courtyard. Main-level primary suite w/ spa-like bath & closet offers privacy & ease. Chef's kitchen, mini-splits in each room, humidifier & more. Upstairs includes 2 spacious BRs, full BA & versatile loft (office/media). 2-car garage + separate 3rd bay w/ADU potential (plans incl). Simple, elegant & low-maintenance. Near Phil's Trail, on the way to Mt. Bachelor & The Skyler Club--ideal for those seeking luxury homes in Bend, close to outdoor recreation & vibrant Westside amenities

3202 NW Strickland Way, Bend

Listing courtesy of Cascade Hasson SIR.

$1,685,000
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.

$1,595,000
3 Beds 3 Baths 220220510 MLS
Better than new! This Craftsman located in desirable Discovery West with custom upgrades throughout. This 3 bed, 2.5 bath home features a main-level primary suite with heated tile floors, a private office, and open-concept living. The kitchen includes quartz countertops, stainless appliances, large island, and pantry. Great room offers large windows, gas fireplace, and custom built-ins. Hardwood floors throughout main living areas and upstairs. Upper level includes two bedrooms, a full bath with dual vanities, and flexible bonus space. Outdoor living features covered paver patio, custom built in gas fire pit, welcoming front porch, and beautifully landscaped yard. Alley-access to 2-car garage with electric car charger and a newer SOLAR system recently installed. Located a short distance to Discovery Corner, The Grove, parks, trails, schools, and Bend's best restaurants. Move in and start enjoying all Discovery West and Bend have to offer!

3118 NW Mayer Place, Bend

Listing courtesy of Cascade Hasson SIR.

$840,000
4 Beds 2 Baths 220220502 MLS
Discover the quintessential Central Oregon lifestyle in this stunning contemporary Northwest residence, perfectly situated in the highly sought-after River Meadows Community. Enjoy resort-style living with a seasonal pool, pickleball courts, scenic trails, a community boat launch and RV storage. Stunning two story high vaulted ceilings, a custom gas fire place for cozy evenings. Beautiful wood flooring and tile in the main living spaces. The formal dining room looks out on the private treed greenspace. The generous kitchen is flooded with morning sun and offers an abundant amount of counter space. Alfresco dining is directly off the kitchen. 2 bedrooms and the spacious primary suite are on the main level complete with double walk-in closets, tiled shower and a door way to another paved patio with a hot tub. The second floor flex space is perfect for a 4th bedroom or office. 3 car garage, energy efficient heat pump and right across from the Deschutes river! Active short term rental.

16876 Pony Express Way, Bend

Listing courtesy of Realty First LLC.

$345,000
3 Beds 2 Baths 220220491 MLS
Discover this beautifully maintained home nestled on a spacious, nearly one-acre lot offering privacy, comfort, and room for all your hobbies & outdoor toys. Located in a quiet neighborhood, this charming residence features a cozy & functional vaulted floor plan with a woodstove and a newer energy-efficient mini-split system to keep you comfortable year-round. Recent updates include a newer roof, bamboo & tile flooring, stylish fixtures, new ceiling fans, & newer stainless-steel appliances that are all included. Enjoy the versatility of the flat, open lot--complete with well-groomed trees that enhance fire safety. A large shop with a spacious storage room & garage door opener provides excellent workspace potential. The property also includes an animal pen & multiple outbuildings for feed and extra storage. A partially completed water feature invites your finishing touches to create your own outdoor retreat. The main access road is maintained annually, ensuring year-round accessibility.

54655 Husky Lane, Bend

Listing courtesy of Century 21 North Homes Realty.

$1,150,000
3 Beds 3 Baths 220220464 MLS
Your oasis awaits! Privacy, quality and mountain views, this charming NW home has it all in an unbeatable location. Overlooking the Cascades & Riley Nature Preserve, and backing to the Deschutes River Trail at the end of a private culdesac, Northcliff offers great proximity to downtown Bend and all the outdoor adventure imaginable. Hardwood floors run throughout the main level, from the living room with sweeping views, into the kitchen and dining nook, and the half bath. Step from the kitchen onto the large deck, and out into the luscious yard - you'll feel like you've entered your own Secret Garden, complete with a pond and waterfall feature. Don't miss the new roof! Back inside, find the main floor primary suite boasting mountain views and a generous en suite bathroom with tiled shower, jetted tub and a walk in closet. Head downstairs to find two guest rooms plus an enclosed family room/den, a full guest bath, and utility room. The 3 car garage even has a bonus dog wash station!

4057 NW Northcliff, Bend

Listing courtesy of Bennington Properties LLC.

$490,000
3 Beds 3 Baths 220220449 MLS
Nearly $18k in recent upgrades with new roof in 2026 and new water heater and dishwasher in 2025! Step into this beautiful Pahlisch home in Sun Meadow, where comfort and convenience meets community. Solid bamboo floors on the first floor are enhanced with an arch leading to the dining area and kitchen with knotty alder cabinets. Cool off with central AC, unwind in the shaded side patio in summer, or get cozy by the gas fireplace in winter. Upstairs, the primary suite features a large, walk-in closet, step-in shower, vanity with abundant storage, and an attached room for a nursery, office, or small bonus area. Two more bedrooms, a full guest bath, plus laundry room with included washer & dryer complete the upstairs. The HOA covers pool access, landscape and sprinkler maintenance, and snow plowing to the driveway - you'll enjoy all the seasons without the hassle. Walk to the nearby park or stroll to Jewell Elementary, which offers Dual Language Immersion Program.

20561 Sun Meadow Way, Bend

Listing courtesy of SPACE Realty.

$787,500
3 Beds 3 Baths 220220264 MLS
Deschutes River Waterfront Home in Three Rivers - $8,000 Seller Credit at Closing! Life on the river starts at your private dock. Situated in a peaceful, established Three Rivers neighborhood near Sunriver, this contemporary modern chalet combines quiet family living with prime Central Oregon outdoor adventure. Two river-rock fireplaces bring mountain chalet warmth to the great room and main-level primary suite across 2,153 sqft of living space. Step onto the expansive deck, launch kayaks from your backyard or walk to the nearby community park and boat ramp. Ideal as a primary home or vacation retreat, with Sunriver dining minutes away and Mt. Bachelor ~23 miles out. Fully STR-allowed, this property blends community charm with strong short-term rental investment potential. You won't find another waterfront property like this at this price point: Schedule your tour today! Sellers offer an $8,000 credit at closing toward updates, closing costs, or interest rate buydowns: your choice

17062 Milky Way, Bend

Listing courtesy of Realty One Group Discovery.

$1,745,000
3 Beds 3 Baths 220220355 MLS
In the heart of Tumalo, where open land meets Cascade views, this property is designed for the way life unfolds here. Mornings begin with light moving across the mountains, while evenings settle into the ease of your own acreage. The main living spaces are open and connected, creating a natural flow between kitchen, dining, and living. The primary suite is set apart on the south side of the home, offering dual closets, a soaking tub, and an additional flex space to adapt to your needs. With an office also on the main level, Upstairs, two bedrooms take in the cascade views alongside a full bath and bonus room. Outside, 10 acres of Tumalo irrigation is in place, and a path leads to a Large Shop with pass-through doors suited for RV, boat, or equipment storage. With direct access to BLM land, this is a turnkey setting that supports both pace and possibility.

66355 Barr Road, Bend

Listing courtesy of Cascade Hasson SIR.

$1,899,900
5 Beds 5 Baths 220218368 MLS
Overlooking the tranquil setting of Preservation Park, this 5-bedroom new construction home is thoughtfully positioned and appointed. The main level features an open great room leading to the kitchen, appointed with a quartz counters, Thermador appliance package, custom alder cabinetry, spacious walk-in pantry and a dedicated dining area. Ideal for everyday or vacation living, the main level offers 4 en-suite bedrooms plus an additional bedroom or flex room. Upstairs enjoy a spacious bonus room and large storage areas. Situated on a spacious 0.40-acre lot, the home is positioned to capture park and water feature views from the east-facing back patio-a peaceful setting for quiet mornings. 3-car garage and dedicated laundry room with a tile dog wash. Owner's benefits include exclusive access to Caldera Springs amenities including Caldera Links 9-hole golf, Forest House, Lake House dining, Quarry pool & fitness, pickleball, tennis and more.

17788 Preservation Loop 487 Unit 487, Bend

Listing courtesy of Sunriver Realty.

$1,889,900
5 Beds 5 Baths 220218367 MLS
Situated in Preservation neighborhood backing to the tranquil setting of the new Preservation Park and open common space, this 5-bedroom home on a 0.40-acre lot offers privacy and a thoughtful floorplan. The main level features the kitchen with custom knotty alder cabinets, Thermador appliance package, an open great room and dining area. Just off of the great room, step onto the covered east-facing back patio overlooking the common areas. Two main level suites including the primary with a tile shower, free standing tub and spacious walk-in closet. Upstairs features three additional bedrooms and 2 bathrooms, designed with flexibility in mind for bunk room, bonus room or additional guest rooms. Enjoy comfort and lifestyle in this new construction home with its functional layout and peaceful surroundings! Owners get exclusive access to Caldera Springs amenities including Caldera Links 9-hole golf, Forest House, Lake House dining, Quarry pool & fitness, pickleball, tennis and more.

17780 Preservation Loop 486 Unit 486, Bend

Listing courtesy of Sunriver Realty.

$1,995,000
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
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.

$3,550,000
3 Beds 4 Baths 220220325 MLS
Adjacent to Archie Briggs Natural Area & overlooking the Deschutes River canyon, this North Rim residence captures sweeping Central Oregon views including Mount Jefferson, Mount Hood, Black Butte, Smith Rock, Powell Butte, and Riley Ranch. Set on a private 1.5-acre homesite within the North Rim gated community, the property offers both privacy and connection to the landscape. The modern minimalist design is centered around a light-filled atrium with a reflecting pool and skylight, bringing natural light into the core of the home. The upper level is designed for daily living, featuring the primary suite, kitchen, dining & living area home theater. The ground floor includes a foyer, atrium, two bedrooms, two baths, an exercise/pool room, a sauna, and a 2nd office/music room. An integrated elevator connects both levels, while three decks totaling approximately 930 square feet extend the living experience outdoors.

1596 NW Wild Rye Circle, Bend

Listing courtesy of Cascade Hasson SIR.

$1,199,900
4 Beds 2 Baths 220220232 MLS
Incredible equestrian estate with income potential, impressive infrastructure, and amazing trail access! Come see this nearly 15 acres in a premier location with stunning Cascade Mountain views. This rare offering features a 100' x 60' lighted indoor arena, lighted outdoor sand dressage arena, large outdoor roping arena, three barns, multiple tack rooms, numerous loafing sheds, fenced paddocks, and a trail course, with easy access to amazing trails right off the property. The 2,349 sq ft, 4-bedroom home is warm and inviting, highlighted by a beautiful great room designed to capture the mountain views. Currently operating as a successful boarding and training facility, this income-producing property offers outstanding versatility--ideal as a turnkey equestrian business or private horse property. A truly special Central Oregon offering with too many features to list.

67500 Harrington Loop, Bend

Listing courtesy of LivOregon Real Estate LLC.

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