Bend Homes with Pickleball Community Features

Welcome to Bend, Oregon, a vibrant city nestled in the heart of Deschutes County, where the stunning Cascade Mountains meet the high desert, creating a picturesque backdrop for outdoor enthusiasts and families alike. Known for its breathtaking landscapes, Bend is a haven for those who appreciate nature, adventure, and a strong sense of community.

One of the many features that make Bend an exceptional place to call home is its commitment to an active lifestyle. For sports enthusiasts, the homes in Bend often come with pickleball community features, catering to those who wish to enjoy this rapidly growing sport. Pickleball, a blend of tennis, badminton, and ping-pong, is not just a game; it's a way to connect with neighbors and foster friendships. Imagine stepping out your front door and finding a vibrant community of fellow players ready to share a match or two!

In addition to pickleball, Bend offers a plethora of outdoor activities, from hiking and biking along the Deschutes River to skiing and snowboarding on Mount Bachelor in the winter months. The city’s craft breweries, local shops, and farmer's markets add to its charm, making every day an opportunity for exploration and enjoyment.

Whether you're a young professional, a growing family, or looking to retire in a serene setting, Bend’s diverse neighborhoods and homes with pickleball community features provide the perfect blend of comfort and camaraderie. Embrace the Bend lifestyle, where your dream home awaits amidst stunning natural beauty and an active, welcoming community!

Newest Bend Homes with Pickleball Community Features

$849,000

3 Beds ⋅ 4 Baths ⋅ 220226192 MLS

Embrace the luxury lifestyle in Broken Top, one of Bend's premier gated golf communities. Perfectly positioned along the 18th fairway, this versatile 2,193 sq. ft. townhome blends timeless design with effortless living. The dramatic great room welcomes you with soaring vaulted ceilings, abundant natural light, and a warm gas fireplace. Three bedrooms all with en-suites - the main-level primary suite offering a soaking tub and dual vanities, while upstairs, two private en-suite bedrooms provide exceptional comfort for family and guests, including one with golf course views. Unwind on the covered stamped concrete patio, surrounded by mature trees for privacy, or soak in the hot tub while enjoying peaceful fairway views. Optional club memberships offer access to championship golf, tennis, pickleball, a fitness center, pool, and an exceptional country club lifestyle. Just minutes from all NW Bend's celebrated dining and recreation.

335 Mount Washington Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$444,500

2 Beds ⋅ 2 Baths ⋅ 220226142 MLS

Recently remodeled, this 2-bedroom, 2-bath condo in desirable Mt. Bachelor Village Resort is the perfect choice for a full-time residence, vacation getaway, or income-producing short-term rental. Offering approximately 900 sq. ft., the condo features an updated interior and access to resort-style amenities including a seasonal pool, hot tubs, and a fireside room. Enjoy direct access to the Deschutes River Trail and a prime location just minutes from the Old Mill District, historic downtown Bend, dining, shopping, and entertainment. Ideally situated on the road to Mt. Bachelor, you'll have quick access to world-class skiing, snowboarding, hiking, and year-round recreation. Experience the best of the Central Oregon lifestyle.

19717 SW Mount Bachelor UNIT 260 Unit UNIT 260, Bend

Listing courtesy of RE/MAX Key Properties.

$3,000

1 Beds ⋅ 1 Baths ⋅ 220225983 MLS

1 bedroom 1 bath fractional condo at Seventh Mountain Resort. This is a deeded share with 8 weeks of usage per year. The living room has a cozy fireplace and a queen sofa bed. There is a full kitchen with a breakfast bar. The King bedroom is off the main room with a jack and Jill bath. Exit out the back door to the deck for a beautiful forest view. Resort amenities include, pools, hot tubs and recreation center. Iceskating, white water rafting, pickle ball and tennis courts, fitness center, onsite restaurant and much more! Surrounded by the Deschutes National Forest the resort has easy access to hiking trails right outside your door. Seventh Mountain resort is the closest lodging to Mt. Bachelor and a short distance to the Old Mill and Downtown Bend. Close to perfect.

18575 SW Century Drive # 1221 B Unit # 1221 B, Bend

Listing courtesy of Patty McMeen Real Estate.

$940,000

3 Beds ⋅ 3 Baths ⋅ 220225978 MLS

UPDATED RIVER VIEW & RIVER ACCESS CONDO with new luxury vinyl plank flooring throughout the main level, new kitchen appliances, new windows, solid surface countertops in the kitchen and bathrooms, a sleek modern soaking tub, fresh interior paint in select areas, and updated cabinet hardware, this home blends comfort with contemporary style. Enjoy stunning views of the Big Deschutes River from this desirable end-unit condo in Sunriver. River views fill the main living area, primary suite, and spacious deck, creating the perfect setting to relax or entertain. River Village HOA features a private swimming pool for residents, and with no short-term rentals allowed, offers a peaceful setting for full-time living or a second home. The HOA has recently completed new roofs and exterior paint. Rare riverfront opportunities like this don't come along often. This is a must-see property!

17672 Bittern Lane 8 Unit 8, Bend

Listing courtesy of Cascade Hasson SIR.

$1,495,000

3 Beds ⋅ 4 Baths ⋅ 220225803 MLS

Experience effortless luxury in the prestigious gated golf community of Awbrey Glen. Perfectly positioned on the scenic 8th fairway, this beautifully updated single-level home offers elegant, low-maintenance living ideal for downsizers, empty nesters, and golf enthusiasts. The thoughtfully designed floor plan features a lovely primary suite with a spa-inspired bath, plus two private guest ensuites. The stunning 2025 kitchen remodel showcases Bosch appliances, quartz countertops, tile, and a bright breakfast nook. Expansive windows fill the home with natural light, while hardwood floors and a gas fireplace create a warm, inviting atmosphere. Relax on the beautifully landscaped covered patio overlooking the golf course and natural setting. Major updates include a Presidential roof (2024), gas furnace, A/C & exterior paint. The impressive new exterior entry sets the tone for the exceptional home that awaits. Just minutes from the vibrant DT Bend location, mountains and rivers. A must see!

2721 NW Champion Circle, Bend

Listing courtesy of Jones Group Realtors LLC.

$195,000

1 Beds ⋅ 2 Baths ⋅ 220225783 MLS

Experience resort-style living and proven investment potential at Inn of the 7th Mountain. Located at the base of the Deschutes National Forest, this turnkey 1-bedroom, 2-bath condo comfortably sleeps 4 with easy-to-use queen size Murphy bed. Relax on your private balcony or hit the trails with ease, utilizing two dedicated owner storage closets for your outdoor gear. The Deschutes River Trail runs along the edge of the property, making the transition to outdoor adventuring effortless. The comprehensive HOA handles all utilities and maintenance, offering a truly hands-off experience of ownership. World-class resort amenities cater to every lifestyle, featuring multiple year-round pools, hot tubs, a sauna, a fitness center, mini-golf, disc golf, basketball, tennis, and pickleball courts all included in HOA membership. Whether you want a personal mountain escape, steady income stream, or the best of both worlds, this turnkey property delivers.

18575 SW Century Drive 2121 Unit 2121, Bend

Listing courtesy of Duke Warner Realty ERA Powered.

$225,000

1 Beds ⋅ 1 Baths ⋅ 220225612 MLS

Discover the ultimate Bend adventure basecamp in this turnkey 1 bedroom, 1 bath top floor unit. The condo presents an opportunity to update and personalize the space to reflect your own style and vision. Step outside and access trails that wind along the river into the National Forest and in the Phil's trail network. The resort is a year-round destination known for its incredible amenities including pools, hot tubs, fitness center, pickleball, tennis, volleyball, mini golf, disc golf, ice skating rink, on-site restaurant/bar, and more. Just minutes from Mt. Bachelor the Old Mill, and downtown Bend. HOA dues include all utilities and full access to resort amenities, making ownership easy and low maintenance.

18575 SW Century Drive 621 Unit 621, Bend

Listing courtesy of Engel & Voelkers Bend.

$569,000

220225591 MLS

Premium .46 acre Wild Pine Homesite in Caldera Springs! Build your mountain home where serene water views meet forested landscapes. Nestled in our scenic northern section, Wild Pine Homesites offer an unmatched opportunity to experience the coveted Caldera Springs lifestyle. For homesites under contract by 8/31/26, incentives include 5% off list price and Developer paid HOA dues through December 31, 2027. Framed by towering pines and basking in year-round sun, this spacious lot can accommodate up to a 6-bedroom home and provides the perfect setting for your custom design. Owners enjoy special access to the Forest House Amenity & Aquatic Center along with golf, fitness, pickle ball, tennis, pools, kayaks & paddle boards. Caldera Springs is located near Sunriver, just 15 minutes to Bend and 30 minutes to world class skiing at Mt. Bachelor. Taxes TBD.

56537 Elk Run Drive 529 Unit 529, Bend

Listing courtesy of Sunriver Realty.

$539,000

220225590 MLS

Premium .46 acre Wild Pine Homesite in Caldera Springs! Build your mountain home where serene water views meet forested landscapes. Nestled in our scenic northern section, Wild Pine Homesites offer an unmatched opportunity to experience the coveted Caldera Springs lifestyle. For homesites under contract by 8/31/26, incentives include 5% off list price and Developer paid HOA dues through December 31, 2027. Framed by towering pines and basking in year-round sun, this spacious lot can accommodate up to a 6 bedroom home and provides the perfect setting for your custom design. Owners enjoy special access to the Forest House Amenity & Aquatic Center along with golf, fitness, pickle ball, tennis, pools, kayaks & paddle boards. Caldera Springs is located near Sunriver, just 15 minutes to Bend and 30 minutes to world class skiing at Mt. Bachelor. Taxes TBD.

56561 Elk Run Drive 526 Unit 526, Bend

Listing courtesy of Sunriver Realty.

$2,495,000

4 Beds ⋅ 5 Baths ⋅ 220225427 MLS

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 and interior entry create an elegant arrival, while the executive chef's kitchen -- an entertainer's dream -- and great room are framed by walls of south-facing glass showcasing sweeping fairway views. The private primary suite features patio access to the hot tub and a spa-inspired bath. An executive office, expansive bonus room, and oversized three-car garage provide exceptional flexibility. Enjoy 36 holes of golf and all of the other fantastic amenities of the resort! Price includes a Pronghorn Premier Club Membership at Juniper Preserve, Central Oregon's premier championship golf community

65862 Bearing Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$60,000

220225472 MLS

Exceptional opportunity to own one of the best values in Juniper Preserve. This .47-acre homesite is privately set back from the 2nd hole of the Jack Nicklaus Signature Golf Course, offering peaceful golf course ambiance with added privacy. Build your custom luxury home surrounded by Central Oregon's natural beauty while enjoying access to world-class golf, dining, fitness, spa, pools, walking trails, and the security of this premier gated resort community. A tremendous value is included with the purchase: the seller will transfer the full $115,000 required Pronghorn Premier Club membership deposit to the buyer at closing, providing immediate access to the club lifestyle without an additional membership deposit. Offered at just $60,000, this is an exceptional opportunity to own in one of Central Oregon's most prestigious communities.

65853 Bearing Drive 132 Unit 132, Bend

Listing courtesy of eXp Realty, LLC.

$2,395,000

3 Beds ⋅ 4 Baths ⋅ 220225341 MLS

Architecturally driven with clean lines and seamless indoor-outdoor living, this exceptional North Rim home blends modern design with the natural beauty of Central Oregon. Surrounded by native landscaping, the expansive great room features soaring ceilings, a striking wood accent wall, walls of glass, and two accordion NanaWall sliding doors that open to the outdoor living space. A fully retractable kitchen window creates the perfect pass-through for entertaining. The sleek chef's kitchen offers custom cabinetry, a built-in pantry, Thermador appliances, and a large island. The spa inspired primary suite is a true retreat, complete with a luxurious bath, walk-in shower, spacious walk in closet with custom cabinetry, private patio, and a hot tub just steps away. Two additional en suite bedrooms plus a dedicated office provide flexible living. Set on an oversized lot with a large driveway and expansive three-car garage, this home offers sophisticated design and exceptional livability.

1489 NW Puccoon Court, Bend

Listing courtesy of Engel & Voelkers Bend.

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