Latest Waterfront Properties

11750 NE Canyons Ranch Drive, Terrebonne image
11750 NE Canyons Ranch Drive, Terrebonne $3,960,000

Few places in Central Oregon showcase the synergy between architecture and landscape quite like this. Set on 7.88 private acres above the Crooked River, this remarkable e...

  • 5 Beds
  • 7 Baths
  • 220230310 MLS
Courtesy of Cascade Hasson SIR

Listing courtesy of Cascade Hasson SIR.

11540 NE Canyons Ranch Drive, Terrebonne image
11540 NE Canyons Ranch Drive, Terrebonne $4,949,999 ▼

Perched above the Crooked River Canyon, this Ranch at the Canyons estate captures iconic views of Smith Rock, the River, and the Cascade Mountains. Stone + wood finishes ...

  • 4 Beds
  • 6 Baths
  • 220198522 MLS
Courtesy of Avenir Realty

Listing courtesy of Avenir Realty.

11500 NE Canyons Ranch Drive, Terrebonne image
11500 NE Canyons Ranch Drive, Terrebonne $4,950,000

Featured on the cover of Build Magazine (May 2025) and as the Home Spotlight in Bend Magazine (Summer 2025), this 2024 estate is one of the newest custom homes in Ranch a...

  • 3 Beds
  • 6 Baths
  • 220222840 MLS
Courtesy of Cascade Hasson SIR

Listing courtesy of Cascade Hasson SIR.

56680 Lunar Drive, Bend image
56680 Lunar Drive, Bend $4,987,000

Did you know there is a place where you can kayak, fish, float or boat the Deschutes river right from your own waterfront estate? Enjoy miles of boating or paddling from ...

  • 5 Beds
  • 5 Baths
  • 220224796 MLS
Courtesy of Bend Premier Real Estate LLC

Listing courtesy of Bend Premier Real Estate LLC.

63435 Palla Lane, Bend image
63435 Palla Lane, Bend $5,285,000 ▼

Some homes ask for attention. Harmony earns it quietly. Years from now, people won't remember the square footage or the finishes. They'll remember how this house felt. Th...

  • 4 Beds
  • 5 Baths
  • 220225078 MLS
Courtesy of Cascade Hasson SIR

Listing courtesy of Cascade Hasson SIR.

18883 Sutherland Court, Bend image
18883 Sutherland Court, Bend $5,890,000 ▼

A rare opportunity to own one of Bend's most extraordinary private estates--with seller financing available! Nestled on 10+ gated acres in Highlands at Broken Top, this s...

  • 6 Beds
  • 9 Baths
  • 220202448 MLS
Courtesy of John L Scott Bend

Listing courtesy of John L Scott Bend.

16465 Suntree Lane, Sisters image
16465 Suntree Lane, Sisters $9,750,000 ▼

This is a testament to timeless grandeur. Nestled within Deschutes Land Trust's preserve, in the heart of Central Oregon, this remarkable 67 acre estate offers an endurin...

  • 8 Beds
  • 9 Baths
  • 220203639 MLS
Courtesy of Engel & Volkers Portland Rose City

Listing courtesy of Engel & Volkers Portland Rose City.

65255 Swalley Road, Bend image
65255 Swalley Road, Bend $11,900,000 ▼

This +/- 118 acre property located less than 20 minutes north of Bend, Oregon straddles the rugged Deschutes River canyon for over a half mile. The house is perched on th...

  • 3 Beds
  • 3 Baths
  • 220207865 MLS
Courtesy of Land and Wildlife LLC

Listing courtesy of Land and Wildlife LLC.

52255 Huntington Road, La Pine image
52255 Huntington Road, La Pine $21,000,000 ▼

K BAR J RANCH - With 5 residences for a total of 8,988 square feet of living space, this stunning property with so much to offer. Some of the highlights include the beaut...

  • 2 Beds
  • 3 Baths
  • 220192924 MLS
Courtesy of Fay Ranches, Inc.

Listing courtesy of Fay Ranches, Inc..

52255 Huntington Road, La Pine image
52255 Huntington Road, La Pine $21,000,000

K BAR J RANCH - With 5 residences for a total of 8,988 square feet of living space, this stunning property with so much to offer. Some of the highlights include the beaut...

  • 2 Beds
  • 3 Baths
  • 220215855 MLS
Courtesy of Fay Ranches, Inc.

Listing courtesy of Fay Ranches, Inc..

The content relating to real estate for sale on this website comes in part form the MLS of Central Oregon. Real Estate listings held by Brokerages other than Real Estate Company are marked with the Reciprocity/IDX logo, and detailed information about these properties includes the name of the listing Brokerage. © MLS of Central Oregon (MLSCO). This content was last updated on . Some properties which appear for sale on this website may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified. All content displayed on this website is restricted to personal, non-commercial use, and only for ascertaining information regarding real property for sale. The consumer will not copy, retransmit not redistribute any of the content from this website. The consumer is reminded that all listing content provided by automatic transmission by MLSCO is © MLS of Central Oregon (MLSCO).

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Tuttle & Tuttle Group

Collectively, we bring decades of experience in our frontline real-estate practice, paired with seasoned local business ownership, nonprofit leadership, and service-industry backgrounds, giving our clients a uniquely comprehensive perspective on every transaction. We strive to become a teammate for our clients. We do this by tracking daily price swings, inventory shifts, and neighborhood appreciation. We surface off-market gems, and run occupancy, nightly-rate, and cash-flow models for potential vacation-rental opportunities. We match neighborhoods to schools, commutes, and acreage. We monitor city and county projects, compile trusted rosters of inspectors, contractors, landscapers, cleaners, snow removers, and so much more. We are here for our clients long before escrow opens, and are committed to maintaining our relationships long after closing. READ MORE...

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