Homes for Sale near Highland Magnet School at Kenwood

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  /7

  $835,000

  • 3,387 Sq Ft

  1544 NW Juniper St, Bend, OR 97701

  Great location, Westside Tri Plex. Walking distance to shops, restaurants, coffee and Newport Market. Priced to sell. Lots of upside for a new owner to upgrade units and raise rents. Currently price under $300k per unit. Monthly rents total $3915 per month. Please do not disturb the tenants.

  Andy Stearns MyLuckyHouse Inc.

  1544 NW Juniper St, Bend, OR 97701
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  /45

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 3,643 Sq Ft

  3273 NE Sandalwood Dr, Bend, OR 97701

  Step inside this unforgettable Northwest Craftsman and feel the difference—this is no ordinary home. With Tour of Homes-level craftsmanship and rich upgrades throughout, every detail has been thoughtfully curated to impress. The entry alone makes a statement, opening to hand-troweled walls, travertine stone floors, and eight-foot alder doors that guide you through soaring ceilings and sunlit

  Anthony Fletcher Big Block Premier

  3273 NE Sandalwood Dr, Bend, OR 97701
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  /54

  $515,000

  • 3 Beds
  • 2.5 Baths
  • 1,661 Sq Ft

  62713 Larkview Rd, Bend, OR 97701

  This charming 3-bedroom, 2.5-bathroom home is located in a quiet neighborhood near Mountain View High School, just minutes from St. Charles Hospital and close to shopping and restaurants. This two story home features spacious open living on the first story and a large bonus room on the second story. Don't miss your chance to enjoy tranquil suburban living with all the benefits of a prime

  Riley Tronson Sunriver Realty

  62713 Larkview Rd, Bend, OR 97701
• 

  

  

  /18

  $399,000

  • Land
  • 0.53 Acre
  • $752,830 per Acre

  20874 Greenmont Dr Unit Lot 16 Block 10, Bend, OR 97702

  Discover the perfect opportunity to build your dream home or investment property in a sought out well established neighborhood in SE Bend. This city lot offers a rare chance to own land within Bend's vibrant urban core, just minutes from downtown, the Old Mill District, and the Deschutes River. Nestled on a quiet, established street, the property features mature trees, excellent sun exposure, and

  Heidi Vodrup Keller Williams Realty Central Oregon

  20874 Greenmont Dr Unit Lot 16 Block 10, Bend, OR 97702
• 

  

  

  /46

  $795,000

  • 2 Beds
  • 2 Baths
  • 1,396 Sq Ft

  521 NW Florida Ave, Bend, OR 97701

  Located in Bend's Historic District, this beautifully restored 1920s Craftsman blends timeless character with modern comfort. The single-level home offers 956 +/- sq ft of inviting living space, plus an additional 440 +/- sq ft basement with laundry and extra storage. Step inside to original Douglas Fir wood floors, high ceilings, crown molding, and vintage-inspired details throughout. The

  Jordan Ries Assist 2 Sell Buyers & Seller

  521 NW Florida Ave, Bend, OR 97701
• 

  

  /36

  $765,000

  • 4 Beds
  • 3.5 Baths
  • 2,151 Sq Ft

  60863 Grand Targhee Dr, Bend, OR 97702

  This home feels like single-level living with flexibility and privacy—this quality custom-built Mountain Pines home offers two primary suites, one on the main level and another upstairs, ideal for multi-generational living, long-term guests, or a private home office. Set on a quiet cul-de-sac close to Bend Golf & Country Club, with nearby access for golf enthusiasts, this thoughtfully designed

  Patty Dempsey The Agency Bend

  60863 Grand Targhee Dr, Bend, OR 97702
• 

  

  /72

  $759,900

  • 5 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  60488 Umatilla Cir, Bend, OR 97702

  Don't miss this beautiful 5 bed 2.5 bath home on a spacious .82 acre corner lot in desirable DRW. A primary suite conveniently located on the main level & 4 additional rooms upstairs, this home offers a functional layout perfect for families, guests, or home office needs. Step into the heart of the home—a newly remodeled kitchen featuring updated cabinets, counters & a sleek new sink. Bathrooms

  Taylor Gederos Knipe Realty ERA Powered

  60488 Umatilla Cir, Bend, OR 97702
• 

  /2

  $999,000

  • 3,076 Sq Ft

  1687 NE Lotus Dr, Bend, OR 97701

  Excellent Investment Opportunity! Nice triplex - desirable location! Near hospital / medical and shopping. All units have an attached garage and central A/C.

  Peggi Schoning Rogue Real Estate, LLC

  1687 NE Lotus Dr, Bend, OR 97701
• 

  

  /37

  $885,000

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  2506 NW Crossing Dr, Bend, OR 97701

  This luxury Earth Advantage townhome in Northwest Crossing is in the heart of Bend's west side. Walk to Compass Park, the Farmer's Market, NWX shops, restaurants, and the Grove. This light-filled end unit features an open plan with vaulted ceilings. A gracious foyer with a half bath opens into a great room flooded with natural light from 3 skylights and views into 2 private patios. One patio,

  Laura Blossey Avenir Realty

  2506 NW Crossing Dr, Bend, OR 97701
• 

  

  /50

  $999,900

  • 3 Beds
  • 4 Baths
  • 2,681 Sq Ft

  19651 Painted Ridge Loop, Bend, OR 97702

  This gorgeous home is your basecamp for all that Central Oregon has to offer. Set in Painted Ridge at Broken Top, this luxury townhome is minutes from the vibrant mountain town of Bend and close to world-class recreation—from the slopes of Mt. Bachelor to high mountain lakes and endless trails. Inside, enjoy vaulted ceilings, hardwood floors, a chef's kitchen with high-end appliances, granite

  Brian Ladd Cascade Hasson SIR

  19651 Painted Ridge Loop, Bend, OR 97702
• 

  

  /13

  $369,000

  • Land
  • 0.78 Acre
  • $473,077 per Acre

  2616 NW Gill Ct, Bend, OR 97703

  Imagine standing atop one of the highest points in Bend, surrounded by breathtaking panoramic views that stretch from Pilot Butte and the Old Mill to the majestic peak of Mt. Bachelor. This -acre parcel in Awbrey Butte is more than land—it's a rare vantage point, a place where the world unfolds before you in stunning detail. By day, soak in the rolling valley below; by night, watch the city

  Debra Lane Sunriver Realty

  2616 NW Gill Ct, Bend, OR 97703
• 

  

  /50

  $608,000

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  60781 Country Club Dr, Bend, OR 97702

  Don't miss this unique opportunity to own a beautifully crafted 3 bed 2 ba, 1,366sqft thoughtfully designed living space home on an increasingly rare in-town .48 acreage corner lot. This property offers the perfect blend of privacy, charm, & functionality. Step inside to soaring vaulted cedar ceilings & walls, a gas fireplace & a skylight that creates natural light. The open-concept kitchen

  Taylor Gederos Knipe Realty ERA Powered

  60781 Country Club Dr, Bend, OR 97702
• 

  /2

  $599,900

  • Land
  • 0.71 Acre
  • $844,930 per Acre

  2861 NW Nightfall Cir, Bend, OR 97703

  Stunning, in your face Cascade Mountain Views on a oversize, nearly 3/4 acre lot in one of Bend's premiere West side neighborhoods... Awbrey Butte! This is one of the last remaining view lots on the butte, providing an outstanding home site for the discerning buyer contemplating a luxury home build where views are paramount. Owner has ARC approved plans for a $3M+ home to be built on this lot,

  Greg Broderick Stellar Realty Northwest

  2861 NW Nightfall Cir, Bend, OR 97703
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  /58

  $1,399,000

  • 3 Beds
  • 2.5 Baths
  • 2,710 Sq Ft

  19504 SW Century Dr, Bend, OR 97702

  Offering a lifestyle that blends tranquility, adventure, and luxury. This property's proximity to Mount Bachelor—just a short, scenic drive away—makes it a dream location for outdoor enthusiasts. Mount Bachelor is a year-round playground. Whether you're carving fresh powder on the slopes or enjoying a leisurely paddle board on nearby Elk or Sparks Lake, the location ensures you are just steps

  Natalie Nolte Engel & Voelkers Bend

  19504 SW Century Dr, Bend, OR 97702
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  /56

  $750,000

  • 4 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  61585 E Lake Dr, Bend, OR 97702

  Beautifully Updated Home on Spacious Lot - Ideal for Multigenerational LivingNestled in a desirable neighborhood close to shopping, parks, scenic trails, and the Senior Center, this thoughtfully updated home offers comfort, convenience, and versatility. Featuring two primary suites, it's perfectly designed for multigenerational living or hosting guests in privacy.The expansive lot

  Crystal Young RE/MAX Key Properties

  61585 E Lake Dr, Bend, OR 97702
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  /25

  $465,000

  • Land
  • 1.08 Acres
  • $430,556 per Acre

  1470 NW Puccoon Ct, Bend, OR 97701

  Nestled within the serene gated community of North Rim lies this very private homesite on a private court. The natural landscape has a southeastern exposure, promising breathtaking sunrises that illuminate the skies! The gentle slope of the land offers a perfect canvas for envisioning your dream home. Residents enjoy exclusive access to a host of amenities, including pristine walking trails

  Robin Yeakel Cascade Hasson SIR

  1470 NW Puccoon Ct, Bend, OR 97701
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  /25

  $219,500

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  20176 Hawes Ln, Bend, OR 97702

  Welcome to the very desirable Golfside Park, where this spacious home sits on a large corner lot, which offers a covered double carport plus 2 additional parking spaces.Completely fenced backyard w/ a small, covered deck and a storage shed. The home has an open floor plan with separation between the primary suite and the 2 otherbedrooms. The main bedroom has a large closet, ceiling fan, a

  Stacey Clark Century 21 North Homes Realty

  20176 Hawes Ln, Bend, OR 97702
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  /50

  $1,775,000

  • 4 Beds
  • 4 Baths
  • 3,950 Sq Ft

  882 NW Haleakala Way, Bend, OR 97701

  Discover timeless elegance and modern comfort in this exceptional luxury home perfectly sited on a half-acre in a peaceful, park-like setting. A tranquil water feature flows beneath the entry walkway, creating a serene welcome. Inside, the expansive main-level layout is filled with natural light from floor-to-ceiling windows and anchored by a striking stone fireplace in the great room. The

  Sheila Balyeat Cascade Hasson SIR

  882 NW Haleakala Way, Bend, OR 97701
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  /36

  $1,249,900

  • 3 Beds
  • 2 Baths
  • 2,096 Sq Ft

  63536 Old Deschutes Rd, Bend, OR 97701

  Welcome to your private oasis—a beautifully maintained, turn-key custom main level offers a perfect blend of peaceful country living and close-in convenience. Meander through the mature landscaping and a striking water feature, perfectly positioned to be enjoyed from the main living areas and the spacious master suite. It's the ideal setting for peaceful mornings and relaxing evenings. The

  Scott Cruikshank Stellar Realty Northwest

  63536 Old Deschutes Rd, Bend, OR 97701
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  /56

  $2,400,000

  • 4 Beds
  • 2.5 Baths
  • 3,676 Sq Ft

  3341 NW Panorama Dr, Bend, OR 97701

  Introducing a stunning contemporary custom home, perfectly situated on one of Awbrey Butte's most coveted streets with sweeping Cascade Mountain views. This to-be-built architectural showpiece offers 4 bedrooms, 2.5 baths, and 3,676 square feet of thoughtfully crafted living space. Designed for seamless indoor-outdoor living, the home features two expansive decks ideal for entertaining or simply

  Heather Wells Cascade Hasson SIR

  3341 NW Panorama Dr, Bend, OR 97701
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  /49

  $1,299,900

  • 3 Beds
  • 2.5 Baths
  • 2,561 Sq Ft

  62737 NW Mehama Dr, Bend, OR 97703

  Located on a quiet cul-de-sac with a large, flat driveway. This beautifully crafted Prairie-style home offers an open floor plan with the primary located on the main level, a chef's kitchen with a large quartz island, custom cabinetry, and a commercial-style range. Enjoy seamless indoor-outdoor living with a covered patio and built-in BBQ. Upstairs includes two additional bedrooms, a full bath,

  Colleen Peterson Engel & Voelkers Bend

  62737 NW Mehama Dr, Bend, OR 97703
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  /41

  $1,889,000

  • 3 Beds
  • 2.5 Baths
  • 2,827 Sq Ft

  60734 Golf Village Loop, Bend, OR 97702

  Beautiful single-level home in Widgi Creek, situated on a private 0.64-acre lot overlooking the 8th fairway. This 3-bed, 2.5-bath home also includes an office, & bonus room off the garage. The great room showcases striking wood beams and floor-to-ceiling windows with sweeping golf course views. The open kitchen features solid-surface countertops and stainless steel appliances. Primary suite

  Selena Mcneill RE/MAX Key Properties

  60734 Golf Village Loop, Bend, OR 97702
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  /41

  $609,990

  • 3 Beds
  • 2.5 Baths
  • 2,010 Sq Ft

  20839 Gateway Dr, Bend, OR 97702

  Welcome home to this light and airy Arcadia floor plan in The Bridges by Pahlisch Homes. This heavily upgraded residence includes open concept living that invites you in with vaulted ceilings, skylights and a generous kitchen for entertaining. Primary suite is on the main floor and includes dual vanities and walk-in closet. Upstairs you will find a large family room with office/flex space.

  Ryan Hoover Bend Premier Real Estate LLC

  20839 Gateway Dr, Bend, OR 97702
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  /36

  $765,000

  • 3 Beds
  • 2.5 Baths
  • 2,269 Sq Ft

  20457 Aberdeen Dr, Bend, OR 97702

  Discover refined living in this modern Farmhouse at 20457 Aberdeen Dr, nestled in the desirable Countryside neighborhood. Designed for comfort and style, this residence features an open-concept main level with a spacious great room, gas fireplace, and abundant natural light. The gourmet kitchen shines with quartzite countertops, a large island, stainless steel appliances, and custom cabinetry,

  Brian Ely Berkshire Hathaway HomeService

  20457 Aberdeen Dr, Bend, OR 97702
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  /46

  $1,149,000

  • 3 Beds
  • 2.5 Baths
  • 2,051 Sq Ft

  20001 Mcclellan Rd, Bend, OR 97702

  You'll love the Victorian charm and warmth this custom home offers. A wood-burning fireplace and large picture windows create a cozy, inviting atmosphere. Holiday decorators will adore the classic elegance throughout. Set on over 1⁄2 acre, the park-like lot features a serene water feature, spacious veranda, large shop, and RV parking. Investors will appreciate the City-approved potential to

  Carey Greiner eXp Realty, LLC

  20001 Mcclellan Rd, Bend, OR 97702
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  /73

  $1,458,500

  • 3 Beds
  • 3.5 Baths
  • 3,186 Sq Ft

  2279 NW Putnam Rd, Bend, OR 97703

  Stunning custom Spanish-style home in Awbrey Glen. Built by a cabinet maker, the home features exquisite cherry and exotic hardwood cabinetry, Rastra ICF construction, and soaring 16' ceilings. The open-concept gourmet kitchen features an expansive wraparound bar, granite countertops, crushed granite sink, and abundant cabinetry. Elegant formal dining room. Two spacious primary suites on the main

  Heather Osgood Windermere Realty Trust

  2279 NW Putnam Rd, Bend, OR 97703
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  /51

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 5,084 Sq Ft

  2803 NW Starview Dr, Bend, OR 97701

  Enjoy breathtaking views of Mt. Bachelor, Broken Top, and the Three Sisters from this beautifully renovated .77-acre property. A 2024 transformation brings fresh sophistication, including a new roof, all-new windows and doors, a stunning chef's kitchen with Thermador & JennAir appliances, a 10-foot island with prep sink, walk-through pantry, and a functional mudroom. This 4-bedroom, 3.5-bath home

  Brian Ladd Cascade Hasson SIR

  2803 NW Starview Dr, Bend, OR 97701
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  /47

  $635,000

  • 3 Beds
  • 2.5 Baths
  • 1,754 Sq Ft

  1072 NE Parkview Ct, Bend, OR 97701

  Imagine having one of Bend's most iconic landmarks right outside your door. Tucked in a quiet cul-de-sac directly across from Pilot Butte, this home offers unbeatable access to hiking trails, a playground, and a park. Inside, vaulted ceilings create an airy feel and the open floor plan provides great flow for everyday living. Gorgeous laminate floors ground the space, while large windows flood

  Amanda Ferrari Duke Warner Realty

  1072 NE Parkview Ct, Bend, OR 97701
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  /54

  $2,100,000

  • 2 Beds
  • 3 Baths
  • 2,845 Sq Ft

  2540 NW 1st St, Bend, OR 97701

  Perched with stunning aerial views of the Deschutes River, this beautifully revamped home is located in one of Bend's most unique neighborhoods. Enjoy the natural setting from every room, or savor morning sunrises from the Trex deck. With direct access to the Deschutes River Trail, you can easily walk south to downtown or north to Sawyer Park. This home offers convenient access to downtown, while

  Brian Ladd Cascade Hasson SIR

  2540 NW 1st St, Bend, OR 97701
• 

  

  /67

  $2,424,999

  • 5 Beds
  • 4.5 Baths
  • 3,635 Sq Ft

  19896 Alderwood Cir, Bend, OR 97702

  Welcome to elevated living in Woodriver Village—where luxury, functionality, & location converge. This impeccably maintained 4-bedroom, 3.5-bath residence spans 3,635 sq ft & showcases soaring 20-foot vaulted ceilings, exquisite white oak hardwood flooring, and designer chef's kitchen w/ a stunning waterfall island & fully equipped butler's pantry. The main level offers versatile living w/ an

  Danielle Powell Duke Warner Realty

  19896 Alderwood Cir, Bend, OR 97702
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  /38

  $874,900

  • 4 Beds
  • 3 Baths
  • 2,890 Sq Ft

  19870 Powers Rd, Bend, OR 97702

  Welcome to your COBA Tour Home on a spacious lot nestled in of SW Bend! This beautiful family home offers room for everyone w/ a perfect blend of comfort, style, & functionality. At its heart is a chef's kitchen, thoughtfully designed—ideal for everyday cooking or entertaining with ease. The kitchen opens seamlessly into an inviting dining/ great room featuring a gas fireplace with a custom

  Scott Cruikshank Stellar Realty Northwest

  19870 Powers Rd, Bend, OR 97702
• 

  

  /41

  $875,000

  • 4 Beds
  • 3 Baths
  • 2,751 Sq Ft

  61102 Aspen Rim Ln, Bend, OR 97702

  Beautifully built retreat in a prime Bend neighborhood near the Deschutes River and Downtown. Ideal as a primary or second home, it features 10' ceilings, full-height windows, and a flowing layout that opens to a private courtyard with pergola and water feature. The main level includes a luxurious primary suite, guest room/den, and an open living area. The kitchen boasts slab granite counters,

  Sandra Kohlmoos Cascade Hasson SIR

  61102 Aspen Rim Ln, Bend, OR 97702
• 

  

  /31

  $1,089,898

  • 4 Beds
  • 2.5 Baths
  • 2,554 Sq Ft

  61433 Linton Loop, Bend, OR 97702

  This recently updated West Bend home sits on a beautifully landscaped lot, just off Century Drive, perfectly positioned near the Athletic Club of Bend, West Bend trail system, Tetherow Golf course, OSU Cascade Campus. This turnkey light & bright home features open floor plan, vaulted ceilings, an expansive living area, great for entertaining, as well as a dedicated dining area. The updated

  Tony Levison RE/MAX Key Properties

  61433 Linton Loop, Bend, OR 97702
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  /25

  $895,000

  • 2 Beds
  • 2 Baths
  • 1,883 Sq Ft

  15 NW Portland Ave Unit 108, Bend, OR 97701

  Elegantly remodeled condo located along the Deschutes River minutes from downtown Bend and first street rapids. The main level welcomes you with an open-concept design with a sitting area, and leads to the great room, dining area, and expansive deck complete with river views. The gourmet kitchen is equipped with slab countertops, double ovens, a porcelain farm sink, and ample cabinetry.A

  Annie Law Berkshire Hathaway HomeService

  15 NW Portland Ave Unit 108, Bend, OR 97701
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  /47

  $949,000

  • 4 Beds
  • 3.5 Baths
  • 2,203 Sq Ft

  1603 NW Milwaukee Ave, Bend, OR 97701

  Located in the heart of NW Bend, this stunning townhome with attached ADU offers the perfect blend of comfort, functionality, and convenience. A short walk from restaurants, coffee shops, and thevibrant downtown scene, this energy-efficient property is a dream for those seeking urban amenities with a touch of serenity. The main house is approximately 1,800 sq ft of thoughtfully designed

  Sheila Balyeat Cascade Hasson SIR

  1603 NW Milwaukee Ave, Bend, OR 97701
• 

  

  /17

  $299,950

  • Land
  • 0.20 Acre
  • $1,499,750 per Acre

  1238 NW Remarkable Dr, Bend, OR 97701

  Come view this absolutely beautiful lot in Awbrey Butte! A .20 acre lot with mountain and city views. You will not find many lots like this left to build your custom home in NW Bend with these unlimited views. Close to golf courses, walking paths, restaurants, the Deschutes river and downtown Bend. There are many different loan options for construction loans to build.

  Jenna Williamson Cascade Hasson SIR

  1238 NW Remarkable Dr, Bend, OR 97701
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  /44

  $1,975,000

  • 4 Beds
  • 4.5 Baths
  • 2,420 Sq Ft

  19476 SW Century Dr, Bend, OR 97702

  Luxury Mt. Modern living awaits with this custom home thoughtfully designed to blend contemporary architecture with the natural beauty of the High Desert surroundings. Featuring a unique mix of barn wood, oxidized metals, weathered steel accents and vaulted ceilings, this home offers a warm yet sophisticated atmosphere. This 3 bed/3.5 bath home encompasses a chef's kitchen equipped with

  Scott Hawes Fay Ranches, Inc

  

  19476 SW Century Dr, Bend, OR 97702
• 

  

  /10

  $5,655,000

  • Land
  • 8 Acres
  • $725,000 per Acre

  61521 Sunny Breeze Ln, Bend, OR 97702

  61521 Sunny Breeze Lane offers a rare opportunity to acquire 7.8 acres of Residential Suburban-zoned land in the highly sought-after west side of Bend. Surrounded by recent residential development and located just minutes from the Old Mill District, as well as its proximity to the Deschutes River, extensive trail systems, and nearby parks enhances its residential appeal. A 2,000 SF home currently

  Bruce Churchill Compass Commercial Real Estate

  61521 Sunny Breeze Ln, Bend, OR 97702
• 

  

  /35

  $849,995

  • 4 Beds
  • 2.5 Baths
  • 2,645 Sq Ft

  2934 NE Dogwood Dr, Bend, OR 97701

  Recently updated home in Eagle's Landing located on large city lot. This 4 bedroom 3 bath, 2,645 square foot home lives large, featuring open floor plan, high ceiling with an oversized living area, great for entertaining. Open kitchen with island breakfast bar, plenty of windows through out. On the second floor the primary bedroom includes large primary bathroom with dual vanity's, soaking tub,

  Tony Levison RE/MAX Key Properties

  2934 NE Dogwood Dr, Bend, OR 97701
• 

  

  /15

  $519,000

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  1940 NW Monterey Pines Dr Unit 5, Bend, OR 97703

  Discover the perfect blend of charm, comfort, and convenience in this stand-alone cottage-style condo, ideally located near NW Crossing, downtown, the river path, and westside amenities. Tucked in a serene garden community of 17 homes, this light-filled residence features a cozy gas stove, vaulted ceilings, and exposed beams. The primary suite is on the main level with a walk-in closet, while the

  EMILY ARONSON Coldwell Banker Bain

  1940 NW Monterey Pines Dr Unit 5, Bend, OR 97703

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