64440 Bailey Rd, Bend, OR 97703
Property image
Property image
OFF MARKET

64440 Bailey Rd
Bend, OR 97703

  • 4 Beds
  • 3 Baths
  • 3,971 sqft (on 46.10 acres)

$2,734,500

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $15,216/mo*
Refinance Your Home

$2,734,500

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $15,216/mo*
Refinance Your Home
4 Beds
3 Baths
3,971 sqft
(on 46.10 acres)

Home Value

Trulia Estimate
$2.73M
Since last month
Decreased$21K (-0.7%)
Since last year
Decreased$46K (-1.7%)
Since last sale
Decreased$44K (-1.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +156% in the last 10 years
MonthEstimated value
2026
August 2026$2.72M
July 2026$2.74M
June 2026$2.74M
May 2026$2.69M
April 2026$2.7M
March 2026$2.72M
February 2026$2.68M
January 2026$2.64M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
64105 Johnson Rd, Bend, OR
0.47
Single-Family Home
$2,200,000
04/27/26
3
4
4,275
64141 Tumalo Rim Dr, Bend, OR
0.50
Single-Family Home
$1,600,000
08/22/25
4
2
2,088
64095 Tamoli Ln, Bend, OR
0.58
Single-Family Home
$9,750,000
09/26/25
7
9
9,635
64495 Quail Dr, Bend, OR
0.56
Single-Family Home
$975,000
04/27/26
3
2
2,160
64810 Bill Martin Rd, Bend, OR
1.20
Single-Family Home
$1,375,000
11/07/25
4
3
3,204

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
19695 Ridgewood Dr, Bend, OR 97703
0.14
$925,000
3
2
2,135
Off Market
64420 Bailey Rd, Bend, OR 97703
0.12
-
4
4
3,551
Off Market
19667 Ridgewood Dr, Bend, OR 97703
0.15
$894,600
3
2
1,800
Off Market
19645 Ridgewood Dr, Bend, OR 97703
0.17
$715,600
3
2
1,286
Off Market
19610 Tumalo Reservoir Rd, Bend, OR 97703
0.16
$911,200
3
2
1,634
Off Market
Bailey Rd, Bend, OR 97703
0.20
-
-
-
-
Off Market
64435 Bailey Rd, Bend, OR 97701
0.22
$1,089,400
3
3
1,847
Off Market
64525 Bailey Rd, Bend, OR 97703
0.24
$926,900
2
1
1,360
Off Market
64228 Tumalo Rim Dr, Bend, OR 97703
0.31
$1,124,100
3
2
2,520
Off Market
64455 Research Rd, Bend, OR 97703
0.28
$1,167,900
3
2
2,300
Off Market
64470 Research Rd, Bend, OR 97701
0.32
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 64440 Bailey Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1969
Lot Size
46.1 acres
Living Area
3,971 sqft
Price/Sqft
$689
Parking
3 Car Garage

About this House

At the end of the tree-lined, private drive, you'll find this magnificent ranch estate property in gorgeous Tumalo! Well-established, perfectly kept, highly productive hay & pasture ground has 2 ponds, complete with low maintenance irrigation infrastructure + 34.1 acres of water rights, & also boasts the most breathtaking views of the Cascade mtn. range! Bursting with natural light throughout, the immaculate home has 2 pri. suites and countless upgrades incl. windows, fully remodeled bathrooms, heated floors,new kitchen appl., abundant storage, loft bonus room,& an expansive Trex deck to enjoy the backyard space with views of the impressive outdoor riding arena. The tidy tack room & horse barn with noble stall fronts are a sight to behold for any discerning equine enthusiast, along with the shop and hay storage, primed for expanded horse facilities or a hay/cattle ranch +onsite 2nd home incl. This country estate also possesses the proximity to Central Oregon's most desirable amenities
64440 Bailey Rd, Bend, OR 97703 is a 4 bedroom, 3 bathroom, 3,971 sqft single-family home built in 1969. It last sold for $2,765,000 on Sep 13, 2024 (6% below the $2,949,000 asking price). More recently, it was listed as a rental in September 2025 with an asking price of $6,995 per month. That rental listing was removed on November 8, 2025. It is currently off market. The Trulia Estimate is $2,734,500, with a rent estimate of $6,163/month.
Last check for updates: about 13 hours ago
Listed by Jeff Larkin Realty, (541) 480-5606
Bought with: Coldwell Banker Bain, (541) 382-4123
Source: Oregon Datashare, MLS#220179919

Home Details for 64440 Bailey Rd

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: None
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3
Dimensions and Layout
Living Area: 3971 Square Feet
Appliances & Utilities
Appliances: Cooktop, Dishwasher, Double Oven, Oven, Range, Refrigerator, Water Heater, OtherDishwasherRefrigerator
Heating & Cooling
Heating: Electric,Forced Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
Fireplace: Gas, Great Room, PropaneHas a Fireplace
Windows, Doors, Floors & Walls
Window: Vinyl FramesFlooring: Carpet, Hardwood, TileCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Hardwood, Tile
View
Has a ViewView: Mountain(s), Neighborhood, Pond
Security
Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: DeckFencing: FencedOther Structures: Animal Stall(s), Arena, Barn(s), Corral(s), Existing Hardship, Guest House, RV/Boat Storage, Shed(s), Stable(s), Storage, WorkshopExterior: Fire Pit, RV HookupFoundation: Stemwall
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Asphalt,Attached,Driveway,Garage Door Opener,RV Access/Parking,RV Garage,Storage
Frontage
Road Frontage: Private AccessRoad Surface Type: Paved
Water & Sewer
Sewer: Septic Tank
Farm & Range
Acres Incl in Water Rights: 34.1Allowed to Raise HorsesIncludes Irrigation Water Rights

Days on Market

Cumulative Days on Market: 143

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: FrameNot a New ConstructionNo Additional Parcels
Property Information
Not Included in Sale: seller's personal property, washer/dryer, Powder River cattle panels, cattle squeeze and sweep tub, new Noble round penIncluded in Sale: all kitchen appliances, attached pasture gatesParcel Number: 133730

Price & Status

Price
List Price: $2,949,000
Status Change & Dates
Off Market Date: Mon Aug 26 2024

Location

Direction & Address
City: Bend
School Information
Elementary School: Tumalo Community SchoolJr High / Middle School: Obsidian MiddleHigh School: Ridgeview High

Building

Building Area
Building Area: 3971 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 46.1 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 220179919Water ViewWater View: PondAttribution Contact: jeff@jefflarkinrealty.com

Price and Tax history

DateEventPrice
Nov 8, 2025
Source: Zillow Rentals
ListingRemoved
$6,995
Sep 10, 2025
Source: Zillow Rentals
Listed For Rent
$6,995
Jan 27, 2025
Source: Zillow Rentals
ListingRemoved
$6,995
Sep 14, 2024
Source: Zillow Rentals
Listed For Rent
$6,995
Sep 13, 2024
Source: Oregon Datashare #220179919
Sold
$2,765,000

Market trends in Bend

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$813K
$36KMoM
Sale-to-List Price
99.2%
0.1%MoM
Price per sq ft
$422
$7MoM
Available listings
1083
20MoM

Around this home

What Locals Say about Bend

At least 666 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 84 % Say car is needed

  • 79 % Say people would walk alone at night

  • 78 % Say yards are well-kept

  • 77 % Say parking is easy

  • 75 % Say there's wildlife

  • 75 % Say there's holiday spirit

  • 71 % Say kids play outside

  • 68 % Say it's quiet

  • 68 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 48 % Say it's walkable to restaurants

  • 42 % Say it's walkable to grocery stores

  • 33 % Say streets are well-lit

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Cara C.
    "Safe neighborhood. Lots of families. Multiple trails and outdoor areas to recreate just out your door. "
    0
    Flag
  • Daemon Heydon
    "Great place to live, relax and enjoy the outdoors. Lived here in the 80’s and moved back 8 years ago. Bigger but still lovely."
    0
    Flag
  • Crystal
    "I have lived many places yet this neighborhood makes me feel it is the safest I have ever lived in. I am female and regularly walk to restaurants, grocery stores, music halls, Downtown Bend, Drake Park etc and I always feel safe and feel a sense of community and caring for others and our furry friends. The sense of community is amazing and genuine!"
    0
    Flag
  • Anne B Christmas
    "I have miles and miles of trails outside my house. It’s perfect for dogs. There are areas that are wonderful for off leash running Wonderful for off leash running. "
    0
    Flag
  • Rome Hill
    "The people are nice and so are the dogs. Would love to live here. Great people, great community. I love this neighborhood"
    0
    Flag
  • Roesslerc
    "Great town. Close to mountains but currently over priced. Very worried about the future of home worth in this market "
    0
    Flag
  • Christopher.parsonst
    "Dogs seem super welcome. I love it immensely. Lots of great trails nearby. Summer is amazing and being near downtown makes everything so walkable."
    0
    Flag
  • Angimoe
    "It’s very walkable and pets are welcome. Animals are on leashes and everyone cleans up after their dogs."
    0
    Flag
  • Annette Solis
    "I’ve lived here for an over a year. The location is excellent but overpriced and impossible to land a great spot."
    1
    Flag
  • Shanda
    "Quiet, family and pet friendly, lots of walkers and bicyclists, large lots, neighbors look out for each other. "
    0
    Flag
  • Lureesk
    "Car is needed for commute. However, there are parks and restaurants that you can walk to. Public transportation is available."
    0
    Flag
  • Bart
    "It’s a fantastic place to live and recreate. Neighbors are terrific, and the homes are beautiful. So lucky to be here."
    0
    Flag
  • Jonathan Trimm
    "I’ve lived here for 3 years and never had any problems with neighbors or their dogs. The houses are all well maintained and people take care of their property."
    1
    Flag
  • Joellee Davis
    "The Christmas parade and the Neighborhood hero Joey Johnson. Lots of space. We often see wildlife from our window. Tall forest trees "
    0
    Flag
  • SD
    "Quiet & safe neighborhood where there are tons of kids of all ages out playing every day. Perfect neighborhood for a family"
    0
    Flag
  • Trulia User
    "You’ll love the new off leash dog park at Alpenglow Park! There are also lots of trails in the area."
    1
    Flag
  • Trulia User
    "I’ve lived here about 18 months. It’s a nice, convenient neighborhood. The Larkspur and Alpenglow parks add so much to the quality of life. "
    2
    Flag
  • Trulia User
    "Private setting, and kids can play freely in the cul-de-sac. Great neighborhood. All the neighbors are all good friends."
    0
    Flag
  • Trulia User
    "It’s a community. People watch out for each other. Children have others to play with. Pet friendly. "
    1
    Flag
  • Trulia User
    "Neighbors are interested in being neighborly. We share garden bounty, help each other out, care about being a friendly community."
    1
    Flag
  • Trulia User
    "There are sidewalks in most neighborhoods, but not a great deal of shade. The new park, Aspenglow, has nice fenced areas for off-leash dogs. "
    0
    Flag
  • Trulia User
    "There is access to public transportation and within walking distance to shopping or the Old Mill District."
    1
    Flag
  • Trulia User
    "Good neighborhood for families and for getting to know bend and all its greatness. Very easy access to downtown and old mill district."
    0
    Flag
  • Trulia User
    "Very family friendly neighborhood with a park and and an elementary school within the neighborhood. "
    0
    Flag
  • Trulia User
    "lots of places to walk thru neighborhoods but lots of people have their dogs not leashed or don't pick up after their dog poop"
    0
    Flag
  • Trulia User
    "Amazing neighborhood to raise kids. Beautiful homes and well cared for. A lot of pride of ownership. "
    0
    Flag
  • Maxorsini
    "Good place and safe place for kids. The park it’s really nice and the neighborhood it’s clean and safe."
    0
    Flag
  • Michelle K.
    "Alley access means that sidewalks aren’t crossed with driveways. It’s very safe for kids riding bikes and walkers. "
    2
    Flag
  • Alexandra H.
    "Trick or treating is great and the neighbors are all very friendly. It’s a rather quiet neighborhood & there’s lots of kids around. Super family friendly "
    1
    Flag
  • Phillip W.
    "my work is roughly 5 minutes away from home, easy freeway access. Living in Bend has gotten harder for commuting as population increased."
    2
    Flag
  • Cindee R.
    "Easy access to downtown Bend. Traffic is busy but walking is nice. Lots of great little stores around. "
    0
    Flag
  • Melissa
    "Pretty private and quiet. No community events but has old Bend charm and feel. Super convenient to stores but then so peaceful. "
    0
    Flag
  • Bryan B.
    "Easy commute. Hardly any traffic, easy to downtown, Redmond or shops in cascade shopping center. More characters here😋"
    2
    Flag
  • Sioux T.
    "beautiful peaceful homes in a area where you are 10 minutes from the heart of town but feel like you are in the middle of nowhere...."
    1
    Flag
  • Valdiviafam
    "Seems to have plenty of public transit. Traffic flows well. Easy access to highway and parkway. Area has roundabouts and lots of people in this area bike quite a bit."
    0
    Flag
  • Kathleen C.
    "Seems very neighborly- people seem to be open to meeting new people. The homes are a nice mix of small and large, old and new."
    1
    Flag
  • Andrewlangenbach
    "We have great friends to hat live here and know all the fun outdoor activities to do. This is a wonderful place for outdoor activities year round. "
    0
    Flag
  • Michelle
    "I love this neighborhood. Families are out playing ball with their kids and fur babies every day. Folks stop to say hello and shot the breeze any chance they can get. Their is truly a sense of community. "
    3
    Flag
  • Bucky H.
    "everyone here looks out for each other, I know my neighbors on a first name bases, and consider them friends."
    0
    Flag
  • Blake S.
    "Great place to live close to the rivers and hiking trails. The golf course is maintained and beautiful to play on. "
    0
    Flag

LGBTQ Local Legal Protections

© 2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Zillow Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. This content has last been updated on 2026-08-21 11:01:39 PDT

Frequently asked questions about 64440 Bailey Rd

  • What is 64440 Bailey Rd estimated to be worth?
    Trulia's estimated value for 64440 Bailey Rd in Bend, OR is $2,734,500.
  • What is the price history for 64440 Bailey Rd?
    64440 Bailey Rd in Bend, OR last sold for $2,765,000 in September 2024.
  • Is Bend a buyer's or seller's market?
    Bend is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Bend?
    The median sale price in Bend is $813K. That is up $36K from the prior month.
  • Does 64440 Bailey Rd have air conditioning?
    Yes, 64440 Bailey Rd in Bend, OR has air conditioning.
  • Does 64440 Bailey Rd have laundry facilities?
    Yes, 64440 Bailey Rd in Bend, OR has laundry facilities.

Explore by feature - Pet Friendly

155 pet-friendly rentals in Bend, OR

Explore by feature - Garage

200 rentals with a garage in Bend, OR

Explore by feature - Air Conditioning

255 rentals with air conditioning in Bend, OR

Explore by feature - Pool

42 rentals with a pool in Bend, OR

Explore by feature - Washer/dryer

305 rentals with a washer/dryer in Bend, OR

Explore by feature - Outdoor Space

88 rentals with an outdoor space in Bend, OR

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