Bend, OR Homes for Sale in a Gated Community

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  /58

  $3,750,000

  • 3 Beds
  • 3.5 Baths
  • 5,886 Sq Ft

  1596 NW Wild Rye Cir, Bend, OR 97701

  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

  Betsey Leever Little Cascade Hasson SIR

  1596 NW Wild Rye Cir, Bend, OR 97701
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  $1,695,000

  $55K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,930 Sq Ft

  18829 Peony Place, Bend, OR 97702

  Some listings talk about the Bend lifestyle--this one lives it. Custom-built by Norman Homes and nestled among Ponderosa pines on a private half-acre overlooking Widgi Creek Golf Course, this exceptional retreat offers direct access to Deschutes National Forest trails, the Deschutes River, and is just 16 minutes from Mt. Bachelor. The thoughtfully designed floor plan features 3 bedrooms,

  Patty Dempsey The Agency Bend

  18829 Peony Place, Bend, OR 97702
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  /13

  $125,000

  • Land
  • 27,007 Sq Ft
  • $201,613 per Acre

  65830 Pronghorn Estates Dr Unit Lot 57, Bend, OR 97701

  Welcome to Juniper Preserve, your golf and wellness sanctuary. Juniper Preserve features multiple restaurants, 2 championship golf courses (Fazio and Nicklaus), fitness facilities, spa, pickleball court, playground, golf academy, access to bike trails, and a newly opened market. This Beautiful .62 acre homesite on the Estates side of Juniper Preserve backs to Nicklaus #5, and has front facing

  Ricky Baker RE/MAX Key Properties

  65830 Pronghorn Estates Dr Unit Lot 57, Bend, OR 97701
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  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 3,901 Sq Ft

  56370 Fireglass Loop Unit 179, Bend, OR 97707

  An exceptional expression of luxury mountain living, this meticulously maintained Olsen Brothers custom residence offers timeless design and impeccable craftsmanship in the heart of Caldera Springs. The thoughtfully designed floor plan features 4 bedrooms, including 2 main-level suites, 4.5 baths, a private office, and an expansive bonus room with wet bar. Soaring vaulted ceilings with exposed

  Jennifer Schaake Cascade Hasson SIR

  56370 Fireglass Loop Unit 179, Bend, OR 97707
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  $1,349,000

  Open Sat 11AM - 1PM $76K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,441 Sq Ft

  3534 NW Mccready Dr, Bend, OR 97701

  Step into luxury w/two beautifully remodeled bathrooms, including a stunning new primary suite retreat featuring radiant heated floors & spa-inspired finishes. Thoughtfully updated throughout, this exceptional home is perfectly positioned within Awbrey Glen Golf Club, offering breathtaking views of holes 4, 14 & 16 from many of the main living spaces. Vaulted ceilings & expansive picture windows

  Karen Malanga RE/MAX Key Properties

  3534 NW Mccready Dr, Bend, OR 97701
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  /27

  $792,400

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,906 Sq Ft

  3071 NE Brownstone Place, Bend, OR 97701

  Build your dream home with the Tahoma single level floorplan on a corner home site #392 in Petrosa. This well designed floorplan offers a spacious great room with open concept kitchen for entertaining all of your family/guests. As in all Pahlisch Homes, well-crafted finishes are used such as solid Quartz counters, luxury vinyl plank flooring, fireplace, 6-inch baseboards, ample storage, back

  Heather Lowrie Pahlisch Real Estate, Inc.

  3071 NE Brownstone Place, Bend, OR 97701
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  /55

  $2,495,000

  • 4 Beds
  • 4.5 Baths
  • 6,179 Sq Ft

  65862 Bearing Dr, Bend, OR 97701

  Positioned on the stunning 10th green of the Jack Nicklaus Signature Course at Pronghorn Club, this extraordinary custom residence exudes craftsmanship and attention to details around every corner. Heavy timber beams, natural stone finishes, and exceptional custom craftsmanship with 3 ensuite bedrooms in the main house plus a 4th bedroom in the private casita. Water features at both the courtyard

  Betsey Leever Little Cascade Hasson SIR

  65862 Bearing Dr, Bend, OR 97701
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  /48

  $3,999,995

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

  61404 Skene Trail, Bend, OR 97702

  This stunning 4,420 square foot custom home affords some of Tetherow's most incredible golf course views. The versatile floorplan focuses on Natural Light, modern finishes, and functionality. Offering 5 bedrooms, 4.5 bathrooms, a 3 Car Garage and a Bonus room, this home checks all of the must-haves in Tetherow. The open concept floorplan on the main level is enhanced with vaulted ceilings and

  Caleb Anderson Cascade Hasson SIR

  61404 Skene Trail, Bend, OR 97702
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  /26

  $174,500

  • Land
  • 22,651 Sq Ft
  • $335,577 per Acre

  22923 Canyon View Loop Unit Lot 187, Bend, OR 97701

  Big Cascade Mountain views from this expansive 1/2+ acre homesite--perfect for your forever home--overlooking the 7th green of the Tom Fazio Course. Nestled in the private Estates of Pronghorn, enjoy the peaceful serenity of Central Oregon with access to all Juniper Preserve amenities: 36 holes of championship golf (Fazio & Nicklaus) with Troon benefits, Private Members Club, on-site restaurants

  Erika Elmer Cascade Hasson SIR

  22923 Canyon View Loop Unit Lot 187, Bend, OR 97701
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  /67

  $3,150,000

  • 3 Beds
  • 4.5 Baths
  • 3,912 Sq Ft

  61440 Tam McArthur Loop, Bend, OR 97702

  Yes, you've seen this home before - but not like this. In 2024, the owner completed a 777 sq ft addition and a full refresh of every interior finish, transforming this Broken Top residence into something rare: a custom home that lives like new construction while preserving its original architectural integrity. Designed by Scott Gilbride Architect, with original interiors by Kirsti Wolfe Designs.

  Alison Mata Harcourts The Garner Group Real Estate

  61440 Tam McArthur Loop, Bend, OR 97702
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  /12

  $139,900

  • Land
  • 25,700 Sq Ft
  • $237,119 per Acre

  0 Pronghorn Estates Dr Unit Lot 232, Bend, OR 97701

  Welcome to Juniper Preserve, your golf and wellness sanctuary. Juniper Preserve features multiple restaurants, 2 championship golf courses (Fazio and Nicklaus), fitness facilities, spa, pickleball court, playground, golf academy, access to bike trails, and a newly opened market. This flat lot backs to #5 on the prestigious Fazio course and has fantastic golf views of the middle of the fairway. It

  Ricky Baker RE/MAX Key Properties

  0 Pronghorn Estates Dr Unit Lot 232, Bend, OR 97701
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  /60

  $1,595,000

  New Construction $400K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,379 Sq Ft

  23118 Watercourse Way Unit 111, Bend, OR 97701

  Experience elevated living in the heart of Juniper Preserve, where contemporary design meets serene pond-side beauty. Perfectly positioned along the community's main pond, this striking two-story home showcases a stone-clad façade, clean architectural lines, and integrated planter boxes that blend modern elegance with nature. Inside, the open great room features 18-foot vaulted ceilings, exposed

  Michelle Rea Engel & Voelkers Bend

  23118 Watercourse Way Unit 111, Bend, OR 97701
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  $689,000

  • Land
  • 37,461 Sq Ft
  • $801,163 per Acre

  56835 Nest Pine Dr, Bend, OR 97707

  This absolutely spectacular, build-ready homesite is privately situated within the prestigious Crosswater community. Spanning .86 acres on a quiet street inside this gated neighborhood, the property offers a rare opportunity to build your custom home. Purchase the lot alone or take advantage of the option to acquire the architect-designed plans and have the proposed constructed home.Residents

  Jenna Williamson Cascade Hasson SIR

  56835 Nest Pine Dr, Bend, OR 97707
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  /20

  $249,000

  $50K PRICE DROP

  • Land
  • 9,583 Sq Ft
  • $1,131,818 per Acre

  65615 Ghost Tree Ct Unit 315, Bend, OR 97701

  With unobstructed Cascade Mountain Views, this is the premier+++ homesite in Four Peaks at Pronghorn! Located on the 17th fairway of the Fazio Course in Juniper Preserve Resort, this homesite is almost 1/4 acre in a quiet, private location. This site is level & the opportunities are endless..Bring your builder and start enjoying luxury living in Central Oregon! Nightly vacation rentals allowed in

  Erika Elmer Cascade Hasson SIR

  65615 Ghost Tree Ct Unit 315, Bend, OR 97701
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  /15

  $139,900

  • Land
  • 20,037 Sq Ft
  • $304,130 per Acre

  66000 Pronghorn Estates Dr Unit 77, Bend, OR 97701

  Welcome to Juniper Preserve, your golf and wellness sanctuary. Juniper Preserve features multiple restaurants, 2 championship golf courses (Fazio and Nicklaus), fitness facilities, spa, pickleball court, playground, golf academy, access to bike trails, and a newly opened market. This Beautiful .46 acre homesite on the Estates side of Juniper Preserve backs to Nicklaus #3, has front facing peek a

  Ricky Baker RE/MAX Key Properties

  66000 Pronghorn Estates Dr Unit 77, Bend, OR 97701
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  $1,990,000

  $110K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,053 Sq Ft

  19460 Randall Ct, Bend, OR 97702

  Ideally positioned on a private cul-de-sac in Tetherow, this contemporary home offers luxury, efficiency, & direct access to Bend's outdoor lifestyle. Vaulted ceilings & an open-concept floor plan create a bright, inviting atmosphere. The chef's kitchen features walnut cabinetry, island seating, commercial-grade appliances & pantry. The dining area opens to a patio with multiple gathering spaces

  Laura Blossey Avenir Realty

  19460 Randall Ct, Bend, OR 97702
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  /49

  $1,499,000

  $176K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,671 Sq Ft

  61525 Meeks Trail, Bend, OR 97702

  MOTIVATED SELLERS Beautifully crafted Tetherow home built to Earth Advantage Gold standards - thoughtfully designed for comfort, quality & Bend's indoor-outdoor lifestyle. This Christian Gladu Design/Timberline Construction home offers classic NW style on .35-acre homesite. Main-level living inc vaulted great room with fireplace and built-ins, a beautifully appointed kitchen with central island,

  Ron and Lisa Cole Berkshire Hathaway HomeService

  61525 Meeks Trail, Bend, OR 97702
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  $1,345,000

  • 4 Beds
  • 4.5 Baths
  • 3,452 Sq Ft

  65653 Swallows Nest Ln, Bend, OR 97701

  Positioned along the 17th fairway of the Nicklaus Course, this updated residence offers the Juniper Preserve lifestyle with a Full Golf Membership included. Designed for everyday living and effortless entertaining, the home blends timeless architecture with warm, refined interiors. The great room is anchored by a floor-to-ceiling stone fireplace and opens to a covered outdoor living area with a

  Lynn Larkin Cascade Hasson SIR

  65653 Swallows Nest Ln, Bend, OR 97701
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  /72

  $1,989,999

  $209K PRICE DROP

  • 3 Beds
  • 4.5 Baths
  • 4,596 Sq Ft

  20112 Star Fire Ridge Ct, Bend, OR 97702

  Some homes are built to live in. This one is built to gather. From the moment you pass through the gate of Sunset View Estates and the Cascade Mountains fill your windshield, you know you've arrived somewhere special - and the home delivers at every turn. Outdoor kitchen, covered patios, cascading water feature, fire pit, and exterior fireplace -designed for evenings that stretch late into a

  Carol Swendsen Cascade Hasson SIR

  20112 Star Fire Ridge Ct, Bend, OR 97702
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  $1,020,000

  Open Sat 12PM - 3PM $30K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,079 Sq Ft

  19551 Painted Ridge Loop, Bend, OR 97702

  Gorgeous, immaculate & updated townhome in the beautiful golf community of Broken Top. Ideally situated on the 10th fairway. Expansive picture windows highlight views of the landscape, wildlife & acclaimed golf course. Vaulted ceilings enhance the light filled great room, which opens to one of several decks offering private, peaceful settings for relaxation or dining al fresco. Recent upgrades

  Lynda Walsh Berkshire Hathaway HomeService

  19551 Painted Ridge Loop, Bend, OR 97702
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  $5,890,000

  $3M PRICE DROP

  • 6 Beds
  • 9 Baths
  • 9,197 Sq Ft

  18883 Sutherland Ct, Bend, OR 97702

  One of the most private & unique offerings in Highlands at Broken Top, this exceptional 10+ acre gated estate combines luxury living with the serenity of a park-like setting just minutes from Bend. Custom built by Norman Building & Design, the 9,197-sq. ft. residence showcases timeless craftsmanship, soaring ceilings, extensive stonework, custom cherry cabinetry, & walls of windows that capture

  Nicole Fitch John L Scott Bend

  18883 Sutherland Ct, Bend, OR 97702
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  /71

  $1,495,000

  $80K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,401 Sq Ft

  19501 Sunshine Way, Bend, OR 97702

  Beautifully fully updated and move-in ready, this exceptional home offers the perfect blend of modern style, comfort, and convenience. Thoughtfully renovated throughout, you'll appreciate the updated finishes, inviting living spaces, and attention to detail that make this home truly stand out. The has 3 bedrooms, 2 baths, a large living room, den area, and bonus room. Highlights include a

  Michele Anderson Cascade Hasson SIR

  19501 Sunshine Way, Bend, OR 97702
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  /80

  $3,095,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,564 Sq Ft

  3487 NW Greenleaf Way, Bend, OR 97701

  Offered $100,000 below its recently appraised value! Cascade views define this refined single-level residence in the gated community of North Rim. Framed by walls of glass, the great room perfectly captures Mount Jefferson to the north while natural light fills the home. Entry begins in a private courtyard where the sound of cascading water sets a calm tone. The kitchen opens to dining and an

  Brian Ladd Cascade Hasson SIR

  3487 NW Greenleaf Way, Bend, OR 97701

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