744 Upper Applegate Rd, Jacksonville, OR 97530
Property image
Property image
OFF MARKET

744 Upper Applegate Rd
Jacksonville, OR 97530

  • 7 Beds
  • 5 Baths
  • 4,371 sqft (on 5.13 acres)

$913,100

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $4,703/mo*
Refinance Your Home

$913,100

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $4,703/mo*
Refinance Your Home
7 Beds
5 Baths
4,371 sqft
(on 5.13 acres)

Home Value

Trulia Estimate
$913K
Since last month
Decreased$24K (-2.5%)
Since last year
Decreased$9K (-1%)
Since last sale
Increased$10K (+1%)
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 +105% in the last 10 years
MonthEstimated value
2026
August 2026$915K
July 2026$915K
June 2026$938K
May 2026$939K
April 2026$928K
March 2026$914K
February 2026$905K
January 2026$892K
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
1550 Upper Applegate Rd, Jacksonville, OR
0.69
Single-Family Home
$900,000
08/14/25
4
4
3,214
588 Upper Applegate Rd, Jacksonville, OR
0.29
Single-Family Home
$688,000
07/09/26
4
4
3,247
909 Upper Applegate Rd, Jacksonville, OR
0.14
Single-Family Home
$625,000
01/26/26
2
3
2,052
8264 Highway 238, Jacksonville, OR
0.70
Single-Family Home
$565,000
02/02/26
3
2
2,243
630 Tumbleweed Trl, Jacksonville, OR
0.67
Single-Family Home
$505,000
08/15/25
3
2
1,842
6589 Whispering Pines Ln, Jacksonville, OR
0.67
Single-Family Home
$736,500
07/27/26
3
2
2,148
1176 Hamilton Rd, Jacksonville, OR
0.60
Single-Family Home
$1,800,000
10/31/25
3
3
4,299
1979 Upper Applegate Rd, Jacksonville, OR
1.04
Single-Family Home
$599,000
07/27/26
4
3
3,796
1518 Upper Applegate Rd, Jacksonville, OR
0.63
Single-Family Home
$412,000
11/07/25
2
2
1,911

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
833 Upper Applegate Rd, Jacksonville, OR 97530
0.13
$568,700
4
3
2,304
Off Market
909 Upper Applegate Rd, Jacksonville, OR 97530
0.14
$625,000
2
3
2,052
Recently Sold
761 Upper Applegate Rd, Jacksonville, OR 97530
0.17
$438,400
3
2
1,510
Off Market
75 Anna Laura Dr, Jacksonville, OR 97530
0.17
$429,000
3
2
1,620
Recently Sold
Upper Applegate Rd, Jacksonville, OR 97530
0.24
-
-
-
-
Off Market
621 Upper Applegate Rd, Jacksonville, OR 97530
0.24
$353,400
3
1
1,130
Off Market
85 Anna Laura Dr, Jacksonville, OR 97530
0.24
$648,700
3
3
2,710
Off Market
588 Upper Applegate Rd, Jacksonville, OR 97530
0.29
$688,000
4
4
3,247
Recently Sold
981 Upper Applegate Rd, Jacksonville, OR 97530
0.27
$475,000
2
2
1,250
For Sale
556 Upper Applegate Rd, Jacksonville, OR 97530
0.32
$351,300
3
2
1,196
Off Market
531 Upper Applegate Rd, Jacksonville, OR 97530
0.36
$285,500
3
1
1,118
Off Market

Local Information

  • Map ViewExplore the area around 744 Upper Applegate Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1966
Lot Size
5.13 acres
Living Area
4,371 sqft
Price/Sqft
$209
Parking
Garage

About this House

Located just a short drive from Jacksonville in the beautiful Applegate Valley on 5+ acres, this home is a perfect 2 family setup! Featuring gorgeous views of neighboring Valley View Vineyard and the surrounding mountains. Main level living area has 4 bedrooms, 2 full baths with additional half bath off of the utility room, private dining, formal living w/fireplace, plus a wonderful updated kitchen, and a lovely deck to enjoy the views all times of day. The lower level features its own entry, 3 bedrooms, 2 full baths, large living area, patio and remodeled kitchen! Outside you will find a detached 2 car garage, chicken coop, fenced garden with raised beds, potting shed and extra storage on this flat usable property! Room to build a workshop and plenty of parking! You will love the views and the climate that the Applegate Valley has to offer!
744 Upper Applegate Rd, Jacksonville, OR 97530 is a 7 bedroom, 5 bathroom, 4,371 sqft single-family home built in 1966. It last sold for $905,000 on Jun 30, 2023 (1% above the $899,000 asking price). It is currently off market. The Trulia Estimate is $913,100, with a rent estimate of $4,727/month.

Home Details for 744 Upper Applegate Rd

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Daylight,Finished
Beds & Baths
Number of Bedrooms: 7Number of Bathrooms: 5
Dimensions and Layout
Living Area: 4371 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Microwave, Oven, Range, Refrigerator, Washer, Water Heater, Water SoftenerDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Heat Pump,Oil,WoodHas CoolingAir Conditioning: Central Air,Heat PumpHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Fireplace: Insert, Living Room, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Vinyl FramesFlooring: Carpet, Hardwood, Tile, VinylCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Hardwood, Tile, Vinyl
View
Has a ViewView: Mountain(s), Vineyard
Security
Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: DeckFencing: FencedOther Structures: Poultry Coop, Shed(s), StorageFoundation: Concrete Perimeter, Slab
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Detached,Gravel,RV Access/Parking
Water & Sewer
Sewer: Septic Tank
Farm & Range
Allowed to Raise HorsesDoes Not Include Irrigation Water Rights

Days on Market

Cumulative Days on Market: 2

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary,Ranch
Building
Construction Materials: Brick, FrameNot a New ConstructionNo Additional Parcels
Property Information
Not Included in Sale: Garage Fridge NegotiableIncluded in Sale: 2 Fridges, W/DParcel Number: 10589011

Price & Status

Price
List Price: $899,000
Status Change & Dates
Off Market Date: Sat May 13 2023

Media

Location

Direction & Address
City: Jacksonville
School Information
Elementary School: Ruch Outdoor Community SchoolJr High / Middle School: Ruch Outdoor Community SchoolHigh School: South Medford High

Building

Building Area
Building Area: 4371 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 5.13 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional

Miscellaneous

BasementMls Number: 220163805
Last check for updates: about 4 hours ago
Listed by Windermere Van Vleet Jacksonville, (541) 899-2000
Bought with: Ramsay Realty, (541) 899-1184
Source: Oregon Datashare, MLS#220163805

Price and Tax history

DateEventPrice
Jun 30, 2023
Source: Oregon Datashare #220163805
Sold
$905,000
May 13, 2023
Source: Oregon Datashare #220163805
Pending
$899,000
May 11, 2023
Source: Oregon Datashare #220163805
Listed For Sale
$899,000
May 21, 2015
Source: Oregon Datashare #102955769
Sold
$410,000
Aug 25, 2009
Source: N/A
Sold
$389,900

Market trends in Jacksonville

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
78
1MoM
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Around this home

What Locals Say about Jacksonville

At least 17 Trulia users voted on each feature.

  • 86 % Say it's walkable to grocery stores

  • 82 % Say people would walk alone at night

  • 80 % Say yards are well-kept

  • 76 % Say there's holiday spirit

  • 76 % Say parking is easy

  • 76 % Say it's dog friendly

  • 72 % Say they plan to stay for at least 5 years

  • 71 % Say it's quiet

  • 71 % Say there's wildlife

  • 69 % Say it's walkable to restaurants

  • 68 % Say kids play outside

  • 57 % Say car is needed

  • 55 % Say neighbors are friendly

  • 48 % Say there are sidewalks

  • 42 % Say streets are well-lit

  • 37 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Catherine A.
    "The streets are quiet, hardly any cars. Great to walk your dog with such solitude and quiet. Nice!!!"
    2
    Flag
  • Trulia User
    "Adorable town with wonderful hiking and mountain biking trails. Great Elementary school right in town!"
    0
    Flag
  • Nhess3nh
    "I live here and it is peaceful, quiet and extremely scenic. There are beautiful views out of all the windows in the home and great views from the patio and yards. It is rural but close to the Historic Jacksonville district with fine restaurants, shops and entertainment. The Britt Festival concerts are an annual summer event which brings top entertainment to southern Oregon. A delightful place to live and enjoy."
    0
    Flag
  • Tedteren
    "Gorgeous, clean, crime free, small town"
    1
    Flag
  • Savana R.
    "This is a fantastic little historic western town with lots of charm, great restaurants, shopping, and the summer Britt Musical Festival, and outdoor amphitheater. Lots of woods, trails, wineries, and close to airport & bigger city amenities just 15 minutes away. You'll love the people, the weather, the safety, the cultural events, the wine& food and the history. "
    1
    Flag
  • Marcia R. C.
    "There are wonderful horse properties, view properties, hiking and riding trails, 300 days of sun and beautiful views, underground power, high producing wells and more."
    0
    Flag
  • Mark r.
    "Wonderful, peaceful and natural surroundings with great air, mild and mostly warm, sunny climate and lot's of God's creatures. A real stress-buster environment. If you enjoy a laid-back place with plenty of nice folks and all that nature has to offer, you'll find it here."
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

12 pet-friendly rentals in Jacksonville, OR

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Homes for sale near 744 Upper Applegate Rd

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Off Market Homes Near 744 Upper Applegate Rd

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Frequently asked questions about 744 Upper Applegate Rd

  • What is 744 Upper Applegate Rd estimated to be worth?
    Trulia's estimated value for 744 Upper Applegate Rd in Jacksonville, OR is $913,100.
  • What is the price history for 744 Upper Applegate Rd?
    744 Upper Applegate Rd in Jacksonville, OR last sold for $905,000 in June 2023.
  • Is Jacksonville a buyer's or seller's market?
    Jacksonville is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Jacksonville?
    Residents describe Jacksonville, OR as walkable to grocery stores, well-kept, and easy to park in. See recently sold homes in Jacksonville, OR.
  • Does 744 Upper Applegate Rd have air conditioning?
    Yes, 744 Upper Applegate Rd in Jacksonville, OR has air conditioning.
  • Does 744 Upper Applegate Rd have laundry facilities?
    Yes, 744 Upper Applegate Rd in Jacksonville, OR has in-unit laundry.
© 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 2026-08-12 21:06:33 PDT